Patent
US 9,975,777Patent
Atlas literature
Patent
US 9,975,777Patent drawings and their descriptions. Click a drawing to enlarge it.
Claims define the patent's legal scope. Independent claims stand alone; dependent claims (nested) narrow them. Click a claim to expand its dependents.
Canceled
The process of claim 15, wherein each graphene segment of the s egmented graphene nanoribbon has a monodisperse segment width of 4 nm or less. Currently amended
The process of cla im 1 5, wherein each graphene segment has a repeating unit derived from at least one substituted or u ns ubstituted polycyclic aromatic monomer compound, and/or from at least one substituted or unsubstitu t ed o li go phenylene aromatic hydrocarbon monomer compound. Currently amended
(Currently Amend e d): The proces s of claim 3, wherein the repeating units of different gr aphene se gm ents differ in at least in one proper ty selected from the group consisting of se g ment width, substituents attached to the repeating unit, degree of annelation of aromatic ri ng s, degree of c ycl odeh y drogenati on, and number of annelated aromatic ri ngs. Currently amended
(Currently A mended): The g-process of claim 15, wherein each of the segments of the segmented graphene nanoribbon has a length in the range of 0.25 to 250 nm, and/or the total length of the segmented graphene nanori bb on is at lea st 4 nm. Currently amended
The-process of claim 15, wherein the segments of the segmented graphe n e nanoribbon are in a linear arrangement, or at least one segment of the s egmented graphe n e nanoribbon is cov alently linked to at least three neighbouring segments. Currently amended
The process of claim 15, wherein at lea st one of the graphe n e segments has a substituted or u nsubstituted repeating un it with N I di m er lines across the segment w idth, and at least one of the graphe n e segments has a substituted or unsub s tituted repeating unit with N₂ di m er lines across the segment wi dth, wherein N l=: 5 to 13, and N2:= k x NI, with k = 2, 3, or 4. Currently amended
The process of claim 15, wherein the two or more different graphe n e segments have repeating units which are derived fro m substituted or unsu bstit u ted anthracene monomer compounds. Currently amended
The process of claim 8, wherein the se gm ented graphene nano r ibbon has the structure la: SVG 14357300.12-15-2017.JB₈J₆₅UYRXEAPX0.CLM.1.svg 1.7 5.48 Black and white y=0 or i SVG 14357300.12-15-2017.JB₈J₆₅UYRXEAPX0.CLM.2.svg 0.63 0.67 Black and white under the provision that at least two of m, x, n, y, o, z, and p are 1; and SVG 14357300.12-15-2017.JB₈J₆₅UYRXEAPX0.CLM.3.svg 0.14 1.94 Black and white Response to Office A ction mailed and Advisory Action mailed October 19. 2017 and wherein X are each independently H, a halogen. SH, SR 3, O H OR 3, OS O 2 R 3, (SO) R 3, (SO 2)R 3, NR 1 R 2, NO,, POR 3 R 3, PO(O R 3)R 3, PO(OR 3) 2, B(R 3) 2, B(O R 3) 2, (CO)R 3, (CO) OR 3; Y are each independently H or two Y together form a direct bond between neighbouring repeating units; R a re each independen tly hy drogen; linear or branched or c clic C 1 -C 12 alkyl which is unsubstituted or s ubstituted by one or more OH, C 1 -C 4 al koxy, phen yl, or b y CN; C 2 C 12 alkyl which is interrupted by one or more non-consecutive 0; halogen; OH; OR 3; SR 3, CN; N O 2; NR 1 R 2; (C O) R 3; (CO) O R 3; O(CO) O R 3; O(CO) NR 1 R 2; O(C O)R 3; C I -Cial koxy; Cr- C 12 alkylthio; (C J -C alk y l)-NR Rs; or-O -(C -C 6 alk y l)NR I R 2; aryl or heteroar yl (wherein ar yl is preferably phe nyl, biphen yl, naph t hyl, or an thryl all of which are unsubstituted or are substitu t ed by one or more C I-C 4 -alkyl, CN, OR 3, SR 3, C H₂OR 3, (CO) OR 3, (CO)N R R 2 or h alogen); or two R to g ether with the carbon ato m s they are attached to fo rm a 5-8-membered cycle or heterocycle; R 1 and R 2 are each independently hydrogen, linear or branched C 1 -C h alkyl or phenyl, or R, and R 2 together with the nitro i en atom to which they are bonded to form a group SVG 14357300.12-15-2017.JB₈J₆₅UYRXEAPX0.CLM.4.svg 0.35 3.4 Black and white R 3 is H, C 1 -C 12 al kyl, phen yl which is unsubstituted or is s ubstituted by one or more C- C 4 a lkvl, phenyl, halogen, C 1 -C 4 al kox y or C I-C 4 al kyl thio. Currently amended
(Currently A mended): The process of claim 15, wherein two or m ore different g raphe n e segment s have repeating unit s which are derived from substituted or unsubstituted pentacene monomer compounds. Currently amended
The process of claim 9, wherein the segmented graphene nanoribbon has the structure 11: Response to Office A ction mailed Ju ne 15, 2017 and Advisory Action mailed October 19. 2017 SVG 14357300.12-15-2017.JB₈J₆₅UYRXEAPX0.CLM.5.svg 1.54 5.47 Black and white EE SVG 14357300.12-15-2017.JB₈J₆₅UYRXEAPX0.CLM.6.svg 0.08 0.43 Black and white x = 0 1 n=0ifx=0 n = 0-1000 if x= 1 y=00r1 O₀ ify=0 o=0-1000ify=1 z=0 or 1 SVG 14357300.12-15-2017.JB₈J₆₅UYRXEAPX0.CLM.7.svg 0.3 0.67 Black and white und er the pro visi on that at le ast two of in, x, n, y, o, z, and p are 1; SVG 14357300.12-15-2017.JB₈J₆₅UYRXEAPX0.CLM.8.svg 0.15 2.48 Black and white and wherein X are each independently H, a halogen, SH, SR 3, OH, OR 3. OS O 2 R 3, (O)R3, (S₀ 2)R 3, NR I R 2, NO 2. POR 3 R 3, PO(OR 3)R 3, PO(OR 3)_, B(R 3) 2. B(O R 3) 2, (CO)R 3, (C O)0R: Y are each independently H or t w o Y together form a direct bond between neighbouring repeating units; R are each independently hydrogen; linear or branched or cyclic C 1 -C l2 alky l which is unsubs t ituted or substituted by one or more OH, C 3-C 4 alkoxy, pheny l, or by CN; C 2 rC 12 alkyl which is interrupted by one or more non-consecutive 0; halogen OH; OR I; SR 3; CN; NO 2; NR 1 R 2; (CO)R 3; (C O)OR 3; O(CO) O R 3; O(CO) NR 1 R; O(CO)R;; C KC 1 alkoxy; C r- C 12 alkylthio; (Ca-Ce alk y l)-NR 2 R g; or-O-(Ca-Ce alk y l)NR 1 R 2; aryl or heteroar yl (wherein ar yl is preferably phenyl, biphen yl, naph t hyl, or anthryl a ll of which are unsubstituted or are Response to Office A ction mailed and Advisory Action mailed substituted by one or more C T -C 4 -alky l, CN, OR 3, SR 3, C H 2 OR I, (CO) OR 3, (CO) NR 1 R 2 or hal ogen); or two R together with the carbon atoms they are attached to form a 5 -8 -membered cycle or heteroc y cle; R 1 and R 2 are each independently hydrogen, linear or branched C'.-Calkyl or phen yl, or R 1 and R 2 together w ith the nitrogen atom to which they are bonded to form a group SVG 14357300.12-15-2017.JB₈J₆₅UYRXEAPX0.CLM.9.svg 0.35 3.4 Black and white R 3 is H, C!-C] 2 alkyl, phe nyl which is unsubstitu t ed or is substituted b y one or more Cj-C 4 alkyl, phenyl, halogen, C 1 -C 4 al kox y or C I -C 4 alkyl thio. Currently amended
(Currently Amend e d): The g-process of claim 15, wherein two or more different graphe n e segments have repeating units which are derived from substituted or unsubstituted anthracene and pentacene monomer compounds. Currently amended
Cl aim 24 (Currently A mended): Th e proce s s of claim 10, wherein the segmented graphene nanoribbon has the s tructure IV: SVG 14357300.12-15-2017.JB₈J₆₅UYRXEAPX0.CLM.10.svg 1.8 1.77 Black and white Iv SVG 14357300.12-15-2017.JB₈J₆₅UYRXEAPX0.CLM.11.svg 0.72 2.87 Black and white and wherein Response to Office A ction mailed Ju ne 15, 2017 and Advisory Action mailed X are each independently H, a halogen, SH, SR 3, O H, 01R 3, OSO R 3, (SO)R 3, (SO) R 3, NR 1 R 2, NO 2, POR 3 R 3, PO(O R 3)R 3, PO(O R 3) 2, B(R 3)?, B(OR 3)z, (CO) R 3, (CO)O R;; R are each independently hydrogen; linear or branched or cyclic C 1 -C 12 alk yl which is unsubstituted or substituted by one or more OH, C-C 4 alkox y, phen yl, or by CN; C 2 -C palkyl which is interrupted by one or more non- consecuti v e 0; halogen; OH; OR 3; SR 3; C N; N02; NR 1 R; (CO)R 3; (CO)0R 3; O(CO)OR3; O(CO)NR 1 R 2; O(CO)R 3; C 1 -C 12 alkox y; C 1-C 12 alk y lthio; (C 1 -Calky l)-NR 7 Rs; or -O-(C 1 -C 6 akyl)NR R 2; ar yl or h eteroaryl (wherein aryl is preferably phen yl, biphenyl, naphthyl, or anthryl all of which are u nsubst ituted or are substituted by on e or more Ca- C 4 -alk y l, CN, O R 3, SR 3, C H 2 OR 3, (CO) OR 3, (CO)NRIR, or halogen); or two R together with the carbon atom s they are attached to for m a 5-8- mem bered cycle or heterocycle; R 1 and R 2 are each independently h ydrogen, linear or branched C I -C 6 alkyl or phen yl, or R 1 and R 2 toge th er with the nitrogen atom to which they are bonded to form a group SVG 14357300.12-15-2017.JB₈J₆₅UYRXEAPX0.CLM.12.svg 0.35 3.13 Black and white wherein R 1 is a different structure than R2; and R 3 is H, C-C 12 alkyi, phenyl which is unsubstituted or is substituted by one or more C 1-C 4 a lkyl, phenyl, halogen, C 1-C 4 a l koxy or C 1 -C 4 alkyl thio. Currently amended
(Currently A mended): T he g g process of claim 15, wherein two or more different graphene segments have repeating units deri v ed from substituted and/or unsubstituted naphthalene monomer compounds. Currently amended
The process of claim 11 w herein the s egmented graphene nanoribbon has the structure V: Response to Office A ction m ailed Ju ne 15, 2017 and Advisory Action mailed October 19. 2017 SVG 14357300.12-15-2017.JB₈J₆₅UYRXEAPX0.CLM.13.svg 1.05 4.87 Black and white V under the provision that at least t w o of m, x, and n are >1; SVG 14357300.12-15-2017.JB₈J₆₅UYRXEAPX0.CLM.14.svg 0.14 1.58 Black and white and wherein X are each independently H, a halogen, SH, SR 3, OH, OR 3, OSO R 3, (SO)R 3, (SO 2)R 3, NR IR 2, NO 2, POR 3 R 3, PO(O R 3)R 3, PO(OR 3) 2, B(R 3) 2, B(OR 3)2, (C O)R 3, (C O)OR;; Y are each independently 1- or two Y together fo r m a direct bond be tw een neighbouring repe at ing units; R are each independently hydrogen; linear or branched or cyclic C I C 12 alky l which is unsubstituted or substituted by one or more OH, C-C 4 alkox y, phen yl, or by CN; C 2 -Cpalkyl which is interrupted by one or more non-consecu t ive 0; halogen; OH; OR 3; SR 3; CN; NO,; NR 1 R 2; (CO)R 3; (CO)OR 3; O(CO) OR 3; O(CO)N Rj R 2; O(CO)R 3; C J-C l2 alkox y; C 1-Cl 2 alk y lthio; (C -((a lkyl)- NR₇Rs; or-O -(C pCa lkyl)NR 1 R 2; ar yl or heteroa r yl (wherein aryl is preferab ly phen yl, biphe nyl, naphthyl, or a nthryl all of which ar e unsub s tituted or are substituted by one or more C l- C 4 -alk y l, CN, OR 3, SR 3, C H 2 OR 3, (CO) OR 3, (CO)NR 1 R, or halogen); or two R together with the carbon atoms the y are attached to form a 5-8- mem bered cycle or heteroc ycle; Response to Office A ction mailed June 15, 2 0 17 and Advisor y Action mailed R 1 and R, are each independent ly hy drogen, linear or branched C 1 -C 6 alk yl or phen yl, or R, and R 2 together w ith the ni tro g en ato m to which the y are bonded to form a group SVG 14357300.12-15-2017.JB₈J₆₅UYRXEAPX0.CLM.15.svg 0.35 3.4 Black and white R 3 is H, C 1 -C 12 alkyl, phen yl which is unsubstitu t ed or is substituted by one or more Cr C 4 alkyl, pheny l, halogen, C r- C 4 a l koxy or C r- C 4 a lkyl thio. Currently amended
The process of claim 15, wherein at least one of the s egments h as a sub s tituted or un s ubstituted repeating unit wi th N I: =5 and at least one of the s egments h as a sub s tituted or unsubstituted repea t ing unit with N2= == 10 or 15, wh e rein N₁ and N₂ are the number of di m er lines across the segment width, Currently amended
Clai m 26: The process of claim 12 wherein the segmented graphene nanoribbon has the structure X: SVG 14357300.12-15-2017.JB₈J₆₅UYRXEAPX0.CLM.16.svg 2.26 5.32 Black and white XI SVG 14357300.12-15-2017.JB₈J₆₅UYRXEAPX0.CLM.17.svg 0.18 1.51 Black and white under the proviso tha t at least one m, p, q, r, s, u, v, w, and x is: 1, and at least one of n, o, and tis 1; SVG 14357300.12-15-2017.JB₈J₆₅UYRXEAPX0.CLM.18.svg 0.15 2.73 Black and white and wherein X are each independently H, a halogen, S H, SR 3, OH, 01R 3, OSO 2 R 3. (SO)R 3, (SO)R 3, NR 1 R 2, NO 2, POR 3 R,, PO(OR 3)R 3, P O(OR-) 2, B(R 3), B(OR), (CO)R 3, (CO)O R-; Response to Office Action mailed Ju ne 15, 2017 and Advisory Action mailed October
Cl aim 13 (Currently Am en ded): The process of claim 15, wherein at least one of the segments has a substituted or unsubstituted repeating unit with N 1 =7 and at least one of the segments has a substituted or unsubstituted repeating unit with N2= 1 4 or 21, wherein N 1 and N 2 are the number of di m er lin e s across the segment width. Currently amended
The process of claim 13 wherein the s egmented graphene nanoribbon has the structure If: SVG 14357300.12-15-2017.JB₈J₆₅UYRXEAPX0.CLM.19.svg 3.35 5.3 Black and white un der the proviso that a t le as t one of m, p, q, w, x, r, s, u, and v are > 1, and at lea st one of n, o, and t are > 1; SVG 14357300.12-15-2017.JB₈J₆₅UYRXEAPX0.CLM.20.svg 0.15 2.72 Black and white and wherein X are each independently H, a halogen, SH, SR 3, OH, OR 3, OS O₂R 3; (SO)R 3, (SO 2) R 3, NR -R 2, N O 2, POR 3 R 3, PO(OR, 3)R 3, PO(O R 3) 2, B(R 3) 2, B(O R 3) 2, (CO)R 3, (CO)OR -; Response to Office Action mail ed J une 15, 2017 and Advisory Action mailed October 19. 2017 Y are each independently H or two Y together form a direct bond between neighbouring re p eating units. Currently amended
Cl aim 14 (Curren tly A mended): The process of claim 15, comprising at le ast one heterojunction. Currently amended
(Currently Amend e d): A process for preparing the segmented graphene nanor i bbon comprising: at least two different graphene se g ments covalently linked to each other; wherein each grap h ene s egment has a monodisperse segment wi dth: Response to Office A ction m aile d Ju ne 15, 2017 and Advisory Action m aile d October 19. 2017 wherein the segment width of at least one of the g raphene se g ments is 4 n rn or less, wherein said process comprises: (a) depositing at least one po lycy clic aromatic monomer compound and/or oligo phenylene aromatic h y droc a rbon monomer compound on a solid sub st rate; (b) po ly merizing the po lycy clic aromatic and/or oligo phen y lene arom a tic hydrocarbon monomer compound so as to f o rm at least one polymeron the surface of the solid substrate; and (c) at least partially c y clodeh y dro g enating the one or more polymers of (b). Currently amended
Claims 16-21 Canceled
Canceled
A segmented graphene nanoribbon, comprising: at lea st two different graphene segments c oal entl y li nk ed to each other; w herein each graphene segment has a monodisperse segment width; wherein the segment width of at least one of the graphene segments is 4 n m or less, wherein the t w o or more different graphene segments h a ve re p eating units which are derived from substituted or unsubs ti tuted anthracene monomer co mpou nds and wherein the segmented graphene nanoribbon has the structure la: SVG 14357300.12-15-2017.JB₈J₆₅UYRXEAPX0.CLM.21.svg 2.47 5.48 Black and white under the provision that at least two of m, x, a, y, o. z, an d p are > 1; and m+x ± n+y+o+zp> 10; and wherein X are each independently H, a halogen, SH, SR 3, O H, 01R 3, OSOR 3, (SO)R 3, (SO) R 3, NR 1 R 2, N O 2, P OR 3 R 3, PO(OR 3)R 3, PO(OR 3)2, B(R 3)?, B(OR 3)z, (CO)R 3, (CO)O R;; Response to Office A ction mailed Ju ne 15, 2017 and Advisory Action mailed October
(New): A segmented graphene nanoribbon, comprising: at least two different graphene s egments co v alently linked to each other; wherein each graphene s egment has a monodisperse segment w idth; wherein the s egment width of at lea s t one of the graphene segments is 4 nm or less, Response to Office A ction mailed Ju ne 15, 2017 and Advisory Action mailed October 19. 2017 wherein two or more different graphene segments have repeating units which are derived from substituted or unsubst i tuted pentacene monomer compounds and wherein the segmented graphene nanoribbon has the structure II: SVG 14357300.12-15-2017.JB₈J₆₅UYRXEAPX0.CLM.23.svg 1.54 5.47 Black and white II SVG 14357300.12-15-2017.JB₈J₆₅UYRXEAPX0.CLM.24.svg 0.08 0.43 Black and white x=00r1 n~ = 0 tf x = 0 n = 0- 1 000 i f x = 1 SVG 14357300.12-15-2017.JB₈J₆₅UYRXEAPX0.CLM.25.svg 0.32 0.67 Black and white Z=0 or 1 SVG 14357300.12-15-2017.JB₈J₆₅UYRXEAPX0.CLM.26.svg 0.3 0.67 Black and white under the provision that at least two of m, x, n, y. o, z, an d p are >i SVG 14357300.12-15-2017.JB₈J₆₅UYRXEAPX0.CLM.27.svg 0.15 2.48 Black and white a nd wh erein X are each independently H, a halogen, SH, SR 3, OH, OR 3, OSO R 3, (SO)R 3, (SO) R 3, NR 1 R 2, N O 2, POR 3 R 3. PO(O R 3)R 3, PO(OR 3)2, B(R 3)?, B(OR 3)z, (CO)R 3, (CO)OR;; Y are each independently H or two Y together form a direct b o nd between neighbouring repeating units; R are each independently hydrogen; linear or branched or cyclic C I -C l2 alkl which is unsubstituted or substituted by one or more OH, C-C 4 alkox y, phen yl, or by CN; C 2 -Cpalkyl which is interrupted by one or more non-consecuti v e 0; halogen; OH; OR 3; SR 3; CN; N02; NR 1 R; (CO)R 3; (CO)0R 3; O(CO)OR3; O(CO)NR 1 R 2; O(CO)R 3; C-C 12 alkox y; C I- Response to Office A ction mailed Ju ne 15, 2017 and Advisory Action mailed Cp alk yl thio; (C]-C 6 alk y l)-NR -Rs; or -O -(C 1]C 6 alk y l)NR 1 R 2; aryl or heteroaryl (w herein aryl is preferably pheny l, biphen yl, naphthy l, or anth r yl all of which are unsubstituted or are substituted by one or more C T -C 4 -alky l, CN, OR 3, SR 3, C H 2 OR I, (C O)O R 3, (CO)NR 1 R 2 or hal ogen); or two R together with the carbon atom s they are attached to form a 5-8-membered c ycle or heterocycle; R 1 an d R 2 are each independently hydrogen, linear or branched C-Calkyl or phen yl, or R 1 and R 2 together w ith the nitrogen atom to which they are bonded to form a group SVG 14357300.12-15-2017.JB₈J₆₅UYRXEAPX0.CLM.28.svg 0.35 3.4 Black and white R I is H, C-Cjalkyl, phenyl which is unsubstituted or is substituted by one or more Cj-C 4 alkyl, phenyl, halogen, C 1 -C 4 al kox y or C I -C 4 alkyl thio. New
(N ew): A s egmented gr aphene nanoribbon, comp ris ing: at least two different graphene segments covalently linked to each other; wherein each graphene segment has a monodisperse segment width wherein the segment width of at least one of the graphene segments is 4 nm or less, wherein two or more different graphene segments have repeating units which are deriv e d from substituted or unsubst i tuted anthracene and pentacene monomer compounds and wherein the segmented graphene nanoribbon h as the structure I V: Response to Office Action mailed and Advisory Action mailed October 19. 2017 SVG 14357300.12-15-2017.JB₈J₆₅UYRXEAPX0.CLM.29.svg 1.8 1.77 Black and white IV SVG 14357300.12-15-2017.JB₈J₆₅UYRXEAPX0.CLM.30.svg 0.73 2.87 Black and white and wherein X are each independently H, a halogen, SH, SR 3, OH, OR 3, OSO₂R 3, (SO)R 3, (S₀ 2)R 3, NRIR 2, NO 2, POR 3 R 3, PO(O R 3)R 3, PO(OR 3) 2, B(R 3) 2, B(OR 3)2, (CO)R 3, (C O)OR; R are each independently hydrogen; linear or branched or cyclic C I C 12 alky l which i s unsubstituted or substituted by one or more OH, C-C 4 alkoxy, phen y l, or by CN; C 2 -CpalkyI which is interrupted by one or more non-consecutive 0; halogen; OH; OR 3; SR 3; CN; NO,; NR 1 R 2; (CO)R 3; (CO)OR 3; O(CO) OR 3; O(CO)N Rj R 2; O(CO)R 3; C J -C l2 alkox y; C 1-C 12 alk ylt hio; (C j-C 6 'a lkyl)- NR₇Rs; or-O -(C I -C,a lkyl)NR 1 R 2; ar yl or heteroaryl (wherein a r yl is preferab ly phen yl, biphenyl, naphthyl, or ant h ryl all of which ar e unsub s tituted or are substituted by one or m ore C l- C 4 -alk yl, CN, O R 3, SR 3, C H 2 OR 3, (CO) OR 3, (CO)NR 1 R, or halogen); or two R together with the carbon atoms the y are attached to form a 5-8-me m bered cycle or heteroc ycle; Response to Office A ction m ailed and Advisory Action mailed R 1 and R 2 are each independently hydrogen, linear or branched C -C 6 alkyl or phenyl, or R, and R₂ together w ith the ni tro g en atom to which they are bonded to form a group SVG 14357300.12-15-2017.JB₈J₆₅UYRXEAPX0.CLM.31.svg 0.35 3.13 Black and white wherein R 1 is a different structure than R2; and R 3 is 1, C -C 12 alkyl, phen yl which is unsubsti t uted or is substituted by one or more CI- C 4 a lkyl, phenyl, halogen, CI- C 4 a l koxy or C 1 -C 4 alkyl thio. New
Clai m 31 (New): A segmented graphene nanoribbon, co m prisi rig: at least two different graphene segm ents covalent ly linked to each other; w herein each graphene s egment has a monodisperse segment width; wherein the s egment width of at leas t one of the graphene segments is 4 nm or less, "w herein t w o or more different graphene segments have repeating units derived from substituted an d/or unsubstituted naphtha l ene monomer compounds and wherein the segmented graphene nanoribbon has the structure V: SVG 14357300.12-15-2017.JB₈J₆₅UYRXEAPX0.CLM.32.svg 1.05 4.87 Black and white V under the provision that at least two of m, x, and n are >1; wherein m+x + n are > 10; and wherein Response to Office Action mailed and Advisory Action mailed October 19. 2017 X are each independently H, a halogen, SH, SR 3, OH, OR 3, OSO R 3, (SO)R 3, (SO) R 3, NR 1 R 2, NO 2, POR 3 R 3, PO(O R 3)R 3, PO(O R 3) 2, B(R 3)?, B(OR 3)z, (CO) R 3, (CO)O R;; Y are each independently H or two Y together form a direct b o nd between neighbouring repe at ing units; R are each independently hydrogen; linear or branched or cyclic C I C 12 alky l which is unsubstituted or substituted by one or more OH, C-C 4 alkox y, phen yl, or by CN; C 2-Cpalkyl which is interrupted by one or more non-consecuti v e 0; halogen; 01-1; OR 3; SR 3; CN; N02; NR 1 R 2; (C O)R 3; (CO)O R 3; O(C O)OR 3; O(CO) NRjR 2; O(C O)R 3; Cr -C 12 alkox y; C I- Cl 2 alkylt hio; (C I -Ca lky l)-NR₇R 8; or -O-(C I -Ca lkyl)NR 1 R 2; ar yl or heteroaryl (wherein aryl is preferably phen yl, biphenyl, naphthyl, or ant h ryl all of which are unsubstituted or are substituted by one or more C l- C 4 -alk y l, C N, OR 3, SR 3, C H 2 OR 3, (CO) OR 3, (CO)N R₁ R 2 or halogen); or two R together with the carbon a toms they are attached to form a 5-8- mem bered cycle or heteroc ycle; R 1 and R ? are each independently h ydrogen, linear or branched C I -C 6 alkyl or phen yl, or R 1 and R 2 together with the nitrogen atom to which they are bonded to form a group SVG 14357300.12-15-2017.JB₈J₆₅UYRXEAPX0.CLM.33.svg 0.35 3.4 Black and white R 3 is H, C-C- (alkyl, phenyl which is unsubstituted or is substituted by one or more C I-C 4 alk yl, phen yl, halogen, C I-C 4 a lkoxy or C-C 4 a l kylthio. New
2: A segmented graphene nano r ibbon, comprising: at least two different graphene s egments co v alently linked to each other; wherein each graphene s egment has a monodisperse segment w idt h; Response to Office A ction mailed Ju ne 15, 2017 and Advisory Action mailed October 19. 2017 wherein the segment width of at least one of the graphene segments is 4 nm or less, wherein at le ast one of the segments has a substituted or unsu b stituted repeating unit with N 1=5 and at least one of the segments has a substituted or unsubstituted repeating unit with N 2=10 or 15, wherein N I and N₂ are the number of di m er lines across the segment width and wherein the s egmented graphene nanoribbon has the structure X I: SVG 14357300.12-15-2017.JB₈J₆₅UYRXEAPX0.CLM.34.svg 2.24 5.33 Black and white XE SVG 14357300.12-15-2017.JB₈J₆₅UYRXEAPX0.CLM.35.svg 0.18 1.51 Black and white under the proviso that at least one in, p, q, r, s, u, v, w, and x is > 1, and a t least one of SVG 14357300.12-15-2017.JB₈J₆₅UYRXEAPX0.CLM.36.svg 0.51 3.21 Black and white and wherein X are each independently H, a halogen, SH, SR 3, OH, OR 3, OSO 2 R I, (SO)R 3, (S₀ 2)R 3, NR 1 R 2, NO 2, POR 3 R;, PO(0R;)R, PO(OR)}, B₃(R(;) 2, 13(0R₃) 2, (CO)R, (CO)OR; Response to Office A ction mailed Ju ne 15, 2017 and Advisory Action mailed Y are each independently H or two Y together form a direct bond between neighbouring repeating units. New
A segmented graphene nanoribbon, comprising: at lea st two different graphene segments co va lentl y linked to each other; w herein each graphene segment has a m onodisperse se g ment width; wherein the segment width of at least one of the graphene segments is 4 n m or less, wherein at least one of the segments has a substituted or unsubstituted repeating unit wi th N I= 7 and at least one of the segmen t s has a substitu t ed or unsubstituted repeating unit with N2= 14 or 21, wherei n N₁ and N₂ are t he nu m ber of di m er lines across the segment w idth and wherein the segmented graphene nanoribbo n has the structure If: SVG 14357300.12-15-2017.JB₈J₆₅UYRXEAPX0.CLM.37.svg 3.35 5.3 Black and white Response to Office Action mailed Ju ne 15, 2017 and Advisory Action mailed October 19. 2017 under the proviso that at least one of n, p, q. w, x, r, s, u, and v are > 1, and at least one of n, o, and t are > 1; SVG 14357300.12-15-2017.JB₈J₆₅UYRXEAPX0.CLM.38.svg 0.15 2.73 Black and white and wherein X are each independently H, a halogen, SH, SR 3, OH, OR 3, OS02R 3, (SO)R 3, (SO 2) R 3, NR IR 2, NO 2, POR 3 R 3, PO(O R 3)R 3, PO(OR 3) 2, B(R 3) 2, B(O R 3), (CO)R 3, (CO)OR;; Y are each independently 1- or two Y together form a direct bond be tw een neighbouring repe at ing uni ts. New
(N ew): A seg m ented graphene nanoribbon, co m prisi ng: at least tw o different graphene segments co va lently linked to each other; wherein each graphene segment has a m onodisperse segment width; wherein the seg m ent width of at least one of the graphene segments is 4 n m or
Materials described outside the worked examples.
segmented graphene nanoribbon
polycyclic aromatic monomer compound
Additional fabrication and treatment steps described in the patent.
Measurements and analyses referenced in the patent, with their drawing references.
Performance values and ranges asserted in the specification or claims.
| Property | Value | Material |
|---|---|---|
Thickness | 0.25–250 nm | — |
Patent
Atlas literature
Patent
US 9,975,777Patent drawings and their descriptions. Click a drawing to enlarge it.
Claims define the patent's legal scope. Independent claims stand alone; dependent claims (nested) narrow them. Click a claim to expand its dependents.
Canceled
The process of claim 15, wherein each graphene segment of the s egmented graphene nanoribbon has a monodisperse segment width of 4 nm or less. Currently amended
The process of cla im 1 5, wherein each graphene segment has a repeating unit derived from at least one substituted or u ns ubstituted polycyclic aromatic monomer compound, and/or from at least one substituted or unsubstitu t ed o li go phenylene aromatic hydrocarbon monomer compound. Currently amended
(Currently Amend e d): The proces s of claim 3, wherein the repeating units of different gr aphene se gm ents differ in at least in one proper ty selected from the group consisting of se g ment width, substituents attached to the repeating unit, degree of annelation of aromatic ri ng s, degree of c ycl odeh y drogenati on, and number of annelated aromatic ri ngs. Currently amended
(Currently A mended): The g-process of claim 15, wherein each of the segments of the segmented graphene nanoribbon has a length in the range of 0.25 to 250 nm, and/or the total length of the segmented graphene nanori bb on is at lea st 4 nm. Currently amended
The-process of claim 15, wherein the segments of the segmented graphe n e nanoribbon are in a linear arrangement, or at least one segment of the s egmented graphe n e nanoribbon is cov alently linked to at least three neighbouring segments. Currently amended
The process of claim 15, wherein at lea st one of the graphe n e segments has a substituted or u nsubstituted repeating un it with N I di m er lines across the segment w idth, and at least one of the graphe n e segments has a substituted or unsub s tituted repeating unit with N₂ di m er lines across the segment wi dth, wherein N l=: 5 to 13, and N2:= k x NI, with k = 2, 3, or 4. Currently amended
The process of claim 15, wherein the two or more different graphe n e segments have repeating units which are derived fro m substituted or unsu bstit u ted anthracene monomer compounds. Currently amended
The process of claim 8, wherein the se gm ented graphene nano r ibbon has the structure la: SVG 14357300.12-15-2017.JB₈J₆₅UYRXEAPX0.CLM.1.svg 1.7 5.48 Black and white y=0 or i SVG 14357300.12-15-2017.JB₈J₆₅UYRXEAPX0.CLM.2.svg 0.63 0.67 Black and white under the provision that at least two of m, x, n, y, o, z, and p are 1; and SVG 14357300.12-15-2017.JB₈J₆₅UYRXEAPX0.CLM.3.svg 0.14 1.94 Black and white Response to Office A ction mailed and Advisory Action mailed October 19. 2017 and wherein X are each independently H, a halogen. SH, SR 3, O H OR 3, OS O 2 R 3, (SO) R 3, (SO 2)R 3, NR 1 R 2, NO,, POR 3 R 3, PO(O R 3)R 3, PO(OR 3) 2, B(R 3) 2, B(O R 3) 2, (CO)R 3, (CO) OR 3; Y are each independently H or two Y together form a direct bond between neighbouring repeating units; R a re each independen tly hy drogen; linear or branched or c clic C 1 -C 12 alkyl which is unsubstituted or s ubstituted by one or more OH, C 1 -C 4 al koxy, phen yl, or b y CN; C 2 C 12 alkyl which is interrupted by one or more non-consecutive 0; halogen; OH; OR 3; SR 3, CN; N O 2; NR 1 R 2; (C O) R 3; (CO) O R 3; O(CO) O R 3; O(CO) NR 1 R 2; O(C O)R 3; C I -Cial koxy; Cr- C 12 alkylthio; (C J -C alk y l)-NR Rs; or-O -(C -C 6 alk y l)NR I R 2; aryl or heteroar yl (wherein ar yl is preferably phe nyl, biphen yl, naph t hyl, or an thryl all of which are unsubstituted or are substitu t ed by one or more C I-C 4 -alkyl, CN, OR 3, SR 3, C H₂OR 3, (CO) OR 3, (CO)N R R 2 or h alogen); or two R to g ether with the carbon ato m s they are attached to fo rm a 5-8-membered cycle or heterocycle; R 1 and R 2 are each independently hydrogen, linear or branched C 1 -C h alkyl or phenyl, or R, and R 2 together with the nitro i en atom to which they are bonded to form a group SVG 14357300.12-15-2017.JB₈J₆₅UYRXEAPX0.CLM.4.svg 0.35 3.4 Black and white R 3 is H, C 1 -C 12 al kyl, phen yl which is unsubstituted or is s ubstituted by one or more C- C 4 a lkvl, phenyl, halogen, C 1 -C 4 al kox y or C I-C 4 al kyl thio. Currently amended
(Currently A mended): The process of claim 15, wherein two or m ore different g raphe n e segment s have repeating unit s which are derived from substituted or unsubstituted pentacene monomer compounds. Currently amended
The process of claim 9, wherein the segmented graphene nanoribbon has the structure 11: Response to Office A ction mailed Ju ne 15, 2017 and Advisory Action mailed October 19. 2017 SVG 14357300.12-15-2017.JB₈J₆₅UYRXEAPX0.CLM.5.svg 1.54 5.47 Black and white EE SVG 14357300.12-15-2017.JB₈J₆₅UYRXEAPX0.CLM.6.svg 0.08 0.43 Black and white x = 0 1 n=0ifx=0 n = 0-1000 if x= 1 y=00r1 O₀ ify=0 o=0-1000ify=1 z=0 or 1 SVG 14357300.12-15-2017.JB₈J₆₅UYRXEAPX0.CLM.7.svg 0.3 0.67 Black and white und er the pro visi on that at le ast two of in, x, n, y, o, z, and p are 1; SVG 14357300.12-15-2017.JB₈J₆₅UYRXEAPX0.CLM.8.svg 0.15 2.48 Black and white and wherein X are each independently H, a halogen, SH, SR 3, OH, OR 3. OS O 2 R 3, (O)R3, (S₀ 2)R 3, NR I R 2, NO 2. POR 3 R 3, PO(OR 3)R 3, PO(OR 3)_, B(R 3) 2. B(O R 3) 2, (CO)R 3, (C O)0R: Y are each independently H or t w o Y together form a direct bond between neighbouring repeating units; R are each independently hydrogen; linear or branched or cyclic C 1 -C l2 alky l which is unsubs t ituted or substituted by one or more OH, C 3-C 4 alkoxy, pheny l, or by CN; C 2 rC 12 alkyl which is interrupted by one or more non-consecutive 0; halogen OH; OR I; SR 3; CN; NO 2; NR 1 R 2; (CO)R 3; (C O)OR 3; O(CO) O R 3; O(CO) NR 1 R; O(CO)R;; C KC 1 alkoxy; C r- C 12 alkylthio; (Ca-Ce alk y l)-NR 2 R g; or-O-(Ca-Ce alk y l)NR 1 R 2; aryl or heteroar yl (wherein ar yl is preferably phenyl, biphen yl, naph t hyl, or anthryl a ll of which are unsubstituted or are Response to Office A ction mailed and Advisory Action mailed substituted by one or more C T -C 4 -alky l, CN, OR 3, SR 3, C H 2 OR I, (CO) OR 3, (CO) NR 1 R 2 or hal ogen); or two R together with the carbon atoms they are attached to form a 5 -8 -membered cycle or heteroc y cle; R 1 and R 2 are each independently hydrogen, linear or branched C'.-Calkyl or phen yl, or R 1 and R 2 together w ith the nitrogen atom to which they are bonded to form a group SVG 14357300.12-15-2017.JB₈J₆₅UYRXEAPX0.CLM.9.svg 0.35 3.4 Black and white R 3 is H, C!-C] 2 alkyl, phe nyl which is unsubstitu t ed or is substituted b y one or more Cj-C 4 alkyl, phenyl, halogen, C 1 -C 4 al kox y or C I -C 4 alkyl thio. Currently amended
(Currently Amend e d): The g-process of claim 15, wherein two or more different graphe n e segments have repeating units which are derived from substituted or unsubstituted anthracene and pentacene monomer compounds. Currently amended
Cl aim 24 (Currently A mended): Th e proce s s of claim 10, wherein the segmented graphene nanoribbon has the s tructure IV: SVG 14357300.12-15-2017.JB₈J₆₅UYRXEAPX0.CLM.10.svg 1.8 1.77 Black and white Iv SVG 14357300.12-15-2017.JB₈J₆₅UYRXEAPX0.CLM.11.svg 0.72 2.87 Black and white and wherein Response to Office A ction mailed Ju ne 15, 2017 and Advisory Action mailed X are each independently H, a halogen, SH, SR 3, O H, 01R 3, OSO R 3, (SO)R 3, (SO) R 3, NR 1 R 2, NO 2, POR 3 R 3, PO(O R 3)R 3, PO(O R 3) 2, B(R 3)?, B(OR 3)z, (CO) R 3, (CO)O R;; R are each independently hydrogen; linear or branched or cyclic C 1 -C 12 alk yl which is unsubstituted or substituted by one or more OH, C-C 4 alkox y, phen yl, or by CN; C 2 -C palkyl which is interrupted by one or more non- consecuti v e 0; halogen; OH; OR 3; SR 3; C N; N02; NR 1 R; (CO)R 3; (CO)0R 3; O(CO)OR3; O(CO)NR 1 R 2; O(CO)R 3; C 1 -C 12 alkox y; C 1-C 12 alk y lthio; (C 1 -Calky l)-NR 7 Rs; or -O-(C 1 -C 6 akyl)NR R 2; ar yl or h eteroaryl (wherein aryl is preferably phen yl, biphenyl, naphthyl, or anthryl all of which are u nsubst ituted or are substituted by on e or more Ca- C 4 -alk y l, CN, O R 3, SR 3, C H 2 OR 3, (CO) OR 3, (CO)NRIR, or halogen); or two R together with the carbon atom s they are attached to for m a 5-8- mem bered cycle or heterocycle; R 1 and R 2 are each independently h ydrogen, linear or branched C I -C 6 alkyl or phen yl, or R 1 and R 2 toge th er with the nitrogen atom to which they are bonded to form a group SVG 14357300.12-15-2017.JB₈J₆₅UYRXEAPX0.CLM.12.svg 0.35 3.13 Black and white wherein R 1 is a different structure than R2; and R 3 is H, C-C 12 alkyi, phenyl which is unsubstituted or is substituted by one or more C 1-C 4 a lkyl, phenyl, halogen, C 1-C 4 a l koxy or C 1 -C 4 alkyl thio. Currently amended
(Currently A mended): T he g g process of claim 15, wherein two or more different graphene segments have repeating units deri v ed from substituted and/or unsubstituted naphthalene monomer compounds. Currently amended
The process of claim 11 w herein the s egmented graphene nanoribbon has the structure V: Response to Office A ction m ailed Ju ne 15, 2017 and Advisory Action mailed October 19. 2017 SVG 14357300.12-15-2017.JB₈J₆₅UYRXEAPX0.CLM.13.svg 1.05 4.87 Black and white V under the provision that at least t w o of m, x, and n are >1; SVG 14357300.12-15-2017.JB₈J₆₅UYRXEAPX0.CLM.14.svg 0.14 1.58 Black and white and wherein X are each independently H, a halogen, SH, SR 3, OH, OR 3, OSO R 3, (SO)R 3, (SO 2)R 3, NR IR 2, NO 2, POR 3 R 3, PO(O R 3)R 3, PO(OR 3) 2, B(R 3) 2, B(OR 3)2, (C O)R 3, (C O)OR;; Y are each independently 1- or two Y together fo r m a direct bond be tw een neighbouring repe at ing units; R are each independently hydrogen; linear or branched or cyclic C I C 12 alky l which is unsubstituted or substituted by one or more OH, C-C 4 alkox y, phen yl, or by CN; C 2 -Cpalkyl which is interrupted by one or more non-consecu t ive 0; halogen; OH; OR 3; SR 3; CN; NO,; NR 1 R 2; (CO)R 3; (CO)OR 3; O(CO) OR 3; O(CO)N Rj R 2; O(CO)R 3; C J-C l2 alkox y; C 1-Cl 2 alk y lthio; (C -((a lkyl)- NR₇Rs; or-O -(C pCa lkyl)NR 1 R 2; ar yl or heteroa r yl (wherein aryl is preferab ly phen yl, biphe nyl, naphthyl, or a nthryl all of which ar e unsub s tituted or are substituted by one or more C l- C 4 -alk y l, CN, OR 3, SR 3, C H 2 OR 3, (CO) OR 3, (CO)NR 1 R, or halogen); or two R together with the carbon atoms the y are attached to form a 5-8- mem bered cycle or heteroc ycle; Response to Office A ction mailed June 15, 2 0 17 and Advisor y Action mailed R 1 and R, are each independent ly hy drogen, linear or branched C 1 -C 6 alk yl or phen yl, or R, and R 2 together w ith the ni tro g en ato m to which the y are bonded to form a group SVG 14357300.12-15-2017.JB₈J₆₅UYRXEAPX0.CLM.15.svg 0.35 3.4 Black and white R 3 is H, C 1 -C 12 alkyl, phen yl which is unsubstitu t ed or is substituted by one or more Cr C 4 alkyl, pheny l, halogen, C r- C 4 a l koxy or C r- C 4 a lkyl thio. Currently amended
The process of claim 15, wherein at least one of the s egments h as a sub s tituted or un s ubstituted repeating unit wi th N I: =5 and at least one of the s egments h as a sub s tituted or unsubstituted repea t ing unit with N2= == 10 or 15, wh e rein N₁ and N₂ are the number of di m er lines across the segment width, Currently amended
Clai m 26: The process of claim 12 wherein the segmented graphene nanoribbon has the structure X: SVG 14357300.12-15-2017.JB₈J₆₅UYRXEAPX0.CLM.16.svg 2.26 5.32 Black and white XI SVG 14357300.12-15-2017.JB₈J₆₅UYRXEAPX0.CLM.17.svg 0.18 1.51 Black and white under the proviso tha t at least one m, p, q, r, s, u, v, w, and x is: 1, and at least one of n, o, and tis 1; SVG 14357300.12-15-2017.JB₈J₆₅UYRXEAPX0.CLM.18.svg 0.15 2.73 Black and white and wherein X are each independently H, a halogen, S H, SR 3, OH, 01R 3, OSO 2 R 3. (SO)R 3, (SO)R 3, NR 1 R 2, NO 2, POR 3 R,, PO(OR 3)R 3, P O(OR-) 2, B(R 3), B(OR), (CO)R 3, (CO)O R-; Response to Office Action mailed Ju ne 15, 2017 and Advisory Action mailed October
Cl aim 13 (Currently Am en ded): The process of claim 15, wherein at least one of the segments has a substituted or unsubstituted repeating unit with N 1 =7 and at least one of the segments has a substituted or unsubstituted repeating unit with N2= 1 4 or 21, wherein N 1 and N 2 are the number of di m er lin e s across the segment width. Currently amended
The process of claim 13 wherein the s egmented graphene nanoribbon has the structure If: SVG 14357300.12-15-2017.JB₈J₆₅UYRXEAPX0.CLM.19.svg 3.35 5.3 Black and white un der the proviso that a t le as t one of m, p, q, w, x, r, s, u, and v are > 1, and at lea st one of n, o, and t are > 1; SVG 14357300.12-15-2017.JB₈J₆₅UYRXEAPX0.CLM.20.svg 0.15 2.72 Black and white and wherein X are each independently H, a halogen, SH, SR 3, OH, OR 3, OS O₂R 3; (SO)R 3, (SO 2) R 3, NR -R 2, N O 2, POR 3 R 3, PO(OR, 3)R 3, PO(O R 3) 2, B(R 3) 2, B(O R 3) 2, (CO)R 3, (CO)OR -; Response to Office Action mail ed J une 15, 2017 and Advisory Action mailed October 19. 2017 Y are each independently H or two Y together form a direct bond between neighbouring re p eating units. Currently amended
Cl aim 14 (Curren tly A mended): The process of claim 15, comprising at le ast one heterojunction. Currently amended
(Currently Amend e d): A process for preparing the segmented graphene nanor i bbon comprising: at least two different graphene se g ments covalently linked to each other; wherein each grap h ene s egment has a monodisperse segment wi dth: Response to Office A ction m aile d Ju ne 15, 2017 and Advisory Action m aile d October 19. 2017 wherein the segment width of at least one of the g raphene se g ments is 4 n rn or less, wherein said process comprises: (a) depositing at least one po lycy clic aromatic monomer compound and/or oligo phenylene aromatic h y droc a rbon monomer compound on a solid sub st rate; (b) po ly merizing the po lycy clic aromatic and/or oligo phen y lene arom a tic hydrocarbon monomer compound so as to f o rm at least one polymeron the surface of the solid substrate; and (c) at least partially c y clodeh y dro g enating the one or more polymers of (b). Currently amended
Claims 16-21 Canceled
Canceled
A segmented graphene nanoribbon, comprising: at lea st two different graphene segments c oal entl y li nk ed to each other; w herein each graphene segment has a monodisperse segment width; wherein the segment width of at least one of the graphene segments is 4 n m or less, wherein the t w o or more different graphene segments h a ve re p eating units which are derived from substituted or unsubs ti tuted anthracene monomer co mpou nds and wherein the segmented graphene nanoribbon has the structure la: SVG 14357300.12-15-2017.JB₈J₆₅UYRXEAPX0.CLM.21.svg 2.47 5.48 Black and white under the provision that at least two of m, x, a, y, o. z, an d p are > 1; and m+x ± n+y+o+zp> 10; and wherein X are each independently H, a halogen, SH, SR 3, O H, 01R 3, OSOR 3, (SO)R 3, (SO) R 3, NR 1 R 2, N O 2, P OR 3 R 3, PO(OR 3)R 3, PO(OR 3)2, B(R 3)?, B(OR 3)z, (CO)R 3, (CO)O R;; Response to Office A ction mailed Ju ne 15, 2017 and Advisory Action mailed October
(New): A segmented graphene nanoribbon, comprising: at least two different graphene s egments co v alently linked to each other; wherein each graphene s egment has a monodisperse segment w idth; wherein the s egment width of at lea s t one of the graphene segments is 4 nm or less, Response to Office A ction mailed Ju ne 15, 2017 and Advisory Action mailed October 19. 2017 wherein two or more different graphene segments have repeating units which are derived from substituted or unsubst i tuted pentacene monomer compounds and wherein the segmented graphene nanoribbon has the structure II: SVG 14357300.12-15-2017.JB₈J₆₅UYRXEAPX0.CLM.23.svg 1.54 5.47 Black and white II SVG 14357300.12-15-2017.JB₈J₆₅UYRXEAPX0.CLM.24.svg 0.08 0.43 Black and white x=00r1 n~ = 0 tf x = 0 n = 0- 1 000 i f x = 1 SVG 14357300.12-15-2017.JB₈J₆₅UYRXEAPX0.CLM.25.svg 0.32 0.67 Black and white Z=0 or 1 SVG 14357300.12-15-2017.JB₈J₆₅UYRXEAPX0.CLM.26.svg 0.3 0.67 Black and white under the provision that at least two of m, x, n, y. o, z, an d p are >i SVG 14357300.12-15-2017.JB₈J₆₅UYRXEAPX0.CLM.27.svg 0.15 2.48 Black and white a nd wh erein X are each independently H, a halogen, SH, SR 3, OH, OR 3, OSO R 3, (SO)R 3, (SO) R 3, NR 1 R 2, N O 2, POR 3 R 3. PO(O R 3)R 3, PO(OR 3)2, B(R 3)?, B(OR 3)z, (CO)R 3, (CO)OR;; Y are each independently H or two Y together form a direct b o nd between neighbouring repeating units; R are each independently hydrogen; linear or branched or cyclic C I -C l2 alkl which is unsubstituted or substituted by one or more OH, C-C 4 alkox y, phen yl, or by CN; C 2 -Cpalkyl which is interrupted by one or more non-consecuti v e 0; halogen; OH; OR 3; SR 3; CN; N02; NR 1 R; (CO)R 3; (CO)0R 3; O(CO)OR3; O(CO)NR 1 R 2; O(CO)R 3; C-C 12 alkox y; C I- Response to Office A ction mailed Ju ne 15, 2017 and Advisory Action mailed Cp alk yl thio; (C]-C 6 alk y l)-NR -Rs; or -O -(C 1]C 6 alk y l)NR 1 R 2; aryl or heteroaryl (w herein aryl is preferably pheny l, biphen yl, naphthy l, or anth r yl all of which are unsubstituted or are substituted by one or more C T -C 4 -alky l, CN, OR 3, SR 3, C H 2 OR I, (C O)O R 3, (CO)NR 1 R 2 or hal ogen); or two R together with the carbon atom s they are attached to form a 5-8-membered c ycle or heterocycle; R 1 an d R 2 are each independently hydrogen, linear or branched C-Calkyl or phen yl, or R 1 and R 2 together w ith the nitrogen atom to which they are bonded to form a group SVG 14357300.12-15-2017.JB₈J₆₅UYRXEAPX0.CLM.28.svg 0.35 3.4 Black and white R I is H, C-Cjalkyl, phenyl which is unsubstituted or is substituted by one or more Cj-C 4 alkyl, phenyl, halogen, C 1 -C 4 al kox y or C I -C 4 alkyl thio. New
(N ew): A s egmented gr aphene nanoribbon, comp ris ing: at least two different graphene segments covalently linked to each other; wherein each graphene segment has a monodisperse segment width wherein the segment width of at least one of the graphene segments is 4 nm or less, wherein two or more different graphene segments have repeating units which are deriv e d from substituted or unsubst i tuted anthracene and pentacene monomer compounds and wherein the segmented graphene nanoribbon h as the structure I V: Response to Office Action mailed and Advisory Action mailed October 19. 2017 SVG 14357300.12-15-2017.JB₈J₆₅UYRXEAPX0.CLM.29.svg 1.8 1.77 Black and white IV SVG 14357300.12-15-2017.JB₈J₆₅UYRXEAPX0.CLM.30.svg 0.73 2.87 Black and white and wherein X are each independently H, a halogen, SH, SR 3, OH, OR 3, OSO₂R 3, (SO)R 3, (S₀ 2)R 3, NRIR 2, NO 2, POR 3 R 3, PO(O R 3)R 3, PO(OR 3) 2, B(R 3) 2, B(OR 3)2, (CO)R 3, (C O)OR; R are each independently hydrogen; linear or branched or cyclic C I C 12 alky l which i s unsubstituted or substituted by one or more OH, C-C 4 alkoxy, phen y l, or by CN; C 2 -CpalkyI which is interrupted by one or more non-consecutive 0; halogen; OH; OR 3; SR 3; CN; NO,; NR 1 R 2; (CO)R 3; (CO)OR 3; O(CO) OR 3; O(CO)N Rj R 2; O(CO)R 3; C J -C l2 alkox y; C 1-C 12 alk ylt hio; (C j-C 6 'a lkyl)- NR₇Rs; or-O -(C I -C,a lkyl)NR 1 R 2; ar yl or heteroaryl (wherein a r yl is preferab ly phen yl, biphenyl, naphthyl, or ant h ryl all of which ar e unsub s tituted or are substituted by one or m ore C l- C 4 -alk yl, CN, O R 3, SR 3, C H 2 OR 3, (CO) OR 3, (CO)NR 1 R, or halogen); or two R together with the carbon atoms the y are attached to form a 5-8-me m bered cycle or heteroc ycle; Response to Office A ction m ailed and Advisory Action mailed R 1 and R 2 are each independently hydrogen, linear or branched C -C 6 alkyl or phenyl, or R, and R₂ together w ith the ni tro g en atom to which they are bonded to form a group SVG 14357300.12-15-2017.JB₈J₆₅UYRXEAPX0.CLM.31.svg 0.35 3.13 Black and white wherein R 1 is a different structure than R2; and R 3 is 1, C -C 12 alkyl, phen yl which is unsubsti t uted or is substituted by one or more CI- C 4 a lkyl, phenyl, halogen, CI- C 4 a l koxy or C 1 -C 4 alkyl thio. New
Clai m 31 (New): A segmented graphene nanoribbon, co m prisi rig: at least two different graphene segm ents covalent ly linked to each other; w herein each graphene s egment has a monodisperse segment width; wherein the s egment width of at leas t one of the graphene segments is 4 nm or less, "w herein t w o or more different graphene segments have repeating units derived from substituted an d/or unsubstituted naphtha l ene monomer compounds and wherein the segmented graphene nanoribbon has the structure V: SVG 14357300.12-15-2017.JB₈J₆₅UYRXEAPX0.CLM.32.svg 1.05 4.87 Black and white V under the provision that at least two of m, x, and n are >1; wherein m+x + n are > 10; and wherein Response to Office Action mailed and Advisory Action mailed October 19. 2017 X are each independently H, a halogen, SH, SR 3, OH, OR 3, OSO R 3, (SO)R 3, (SO) R 3, NR 1 R 2, NO 2, POR 3 R 3, PO(O R 3)R 3, PO(O R 3) 2, B(R 3)?, B(OR 3)z, (CO) R 3, (CO)O R;; Y are each independently H or two Y together form a direct b o nd between neighbouring repe at ing units; R are each independently hydrogen; linear or branched or cyclic C I C 12 alky l which is unsubstituted or substituted by one or more OH, C-C 4 alkox y, phen yl, or by CN; C 2-Cpalkyl which is interrupted by one or more non-consecuti v e 0; halogen; 01-1; OR 3; SR 3; CN; N02; NR 1 R 2; (C O)R 3; (CO)O R 3; O(C O)OR 3; O(CO) NRjR 2; O(C O)R 3; Cr -C 12 alkox y; C I- Cl 2 alkylt hio; (C I -Ca lky l)-NR₇R 8; or -O-(C I -Ca lkyl)NR 1 R 2; ar yl or heteroaryl (wherein aryl is preferably phen yl, biphenyl, naphthyl, or ant h ryl all of which are unsubstituted or are substituted by one or more C l- C 4 -alk y l, C N, OR 3, SR 3, C H 2 OR 3, (CO) OR 3, (CO)N R₁ R 2 or halogen); or two R together with the carbon a toms they are attached to form a 5-8- mem bered cycle or heteroc ycle; R 1 and R ? are each independently h ydrogen, linear or branched C I -C 6 alkyl or phen yl, or R 1 and R 2 together with the nitrogen atom to which they are bonded to form a group SVG 14357300.12-15-2017.JB₈J₆₅UYRXEAPX0.CLM.33.svg 0.35 3.4 Black and white R 3 is H, C-C- (alkyl, phenyl which is unsubstituted or is substituted by one or more C I-C 4 alk yl, phen yl, halogen, C I-C 4 a lkoxy or C-C 4 a l kylthio. New
2: A segmented graphene nano r ibbon, comprising: at least two different graphene s egments co v alently linked to each other; wherein each graphene s egment has a monodisperse segment w idt h; Response to Office A ction mailed Ju ne 15, 2017 and Advisory Action mailed October 19. 2017 wherein the segment width of at least one of the graphene segments is 4 nm or less, wherein at le ast one of the segments has a substituted or unsu b stituted repeating unit with N 1=5 and at least one of the segments has a substituted or unsubstituted repeating unit with N 2=10 or 15, wherein N I and N₂ are the number of di m er lines across the segment width and wherein the s egmented graphene nanoribbon has the structure X I: SVG 14357300.12-15-2017.JB₈J₆₅UYRXEAPX0.CLM.34.svg 2.24 5.33 Black and white XE SVG 14357300.12-15-2017.JB₈J₆₅UYRXEAPX0.CLM.35.svg 0.18 1.51 Black and white under the proviso that at least one in, p, q, r, s, u, v, w, and x is > 1, and a t least one of SVG 14357300.12-15-2017.JB₈J₆₅UYRXEAPX0.CLM.36.svg 0.51 3.21 Black and white and wherein X are each independently H, a halogen, SH, SR 3, OH, OR 3, OSO 2 R I, (SO)R 3, (S₀ 2)R 3, NR 1 R 2, NO 2, POR 3 R;, PO(0R;)R, PO(OR)}, B₃(R(;) 2, 13(0R₃) 2, (CO)R, (CO)OR; Response to Office A ction mailed Ju ne 15, 2017 and Advisory Action mailed Y are each independently H or two Y together form a direct bond between neighbouring repeating units. New
A segmented graphene nanoribbon, comprising: at lea st two different graphene segments co va lentl y linked to each other; w herein each graphene segment has a m onodisperse se g ment width; wherein the segment width of at least one of the graphene segments is 4 n m or less, wherein at least one of the segments has a substituted or unsubstituted repeating unit wi th N I= 7 and at least one of the segmen t s has a substitu t ed or unsubstituted repeating unit with N2= 14 or 21, wherei n N₁ and N₂ are t he nu m ber of di m er lines across the segment w idth and wherein the segmented graphene nanoribbo n has the structure If: SVG 14357300.12-15-2017.JB₈J₆₅UYRXEAPX0.CLM.37.svg 3.35 5.3 Black and white Response to Office Action mailed Ju ne 15, 2017 and Advisory Action mailed October 19. 2017 under the proviso that at least one of n, p, q. w, x, r, s, u, and v are > 1, and at least one of n, o, and t are > 1; SVG 14357300.12-15-2017.JB₈J₆₅UYRXEAPX0.CLM.38.svg 0.15 2.73 Black and white and wherein X are each independently H, a halogen, SH, SR 3, OH, OR 3, OS02R 3, (SO)R 3, (SO 2) R 3, NR IR 2, NO 2, POR 3 R 3, PO(O R 3)R 3, PO(OR 3) 2, B(R 3) 2, B(O R 3), (CO)R 3, (CO)OR;; Y are each independently 1- or two Y together form a direct bond be tw een neighbouring repe at ing uni ts. New
(N ew): A seg m ented graphene nanoribbon, co m prisi ng: at least tw o different graphene segments co va lently linked to each other; wherein each graphene segment has a m onodisperse segment width; wherein the seg m ent width of at least one of the graphene segments is 4 n m or
Materials described outside the worked examples.
segmented graphene nanoribbon
polycyclic aromatic monomer compound
Additional fabrication and treatment steps described in the patent.
Measurements and analyses referenced in the patent, with their drawing references.
Performance values and ranges asserted in the specification or claims.
| Property | Value | Material |
|---|---|---|
Thickness | 0.25–250 nm | — |
Patent
Atlas literature
Patent
US 9,975,777Patent drawings and their descriptions. Click a drawing to enlarge it.
Claims define the patent's legal scope. Independent claims stand alone; dependent claims (nested) narrow them. Click a claim to expand its dependents.
Canceled
The process of claim 15, wherein each graphene segment of the s egmented graphene nanoribbon has a monodisperse segment width of 4 nm or less. Currently amended
The process of cla im 1 5, wherein each graphene segment has a repeating unit derived from at least one substituted or u ns ubstituted polycyclic aromatic monomer compound, and/or from at least one substituted or unsubstitu t ed o li go phenylene aromatic hydrocarbon monomer compound. Currently amended
(Currently Amend e d): The proces s of claim 3, wherein the repeating units of different gr aphene se gm ents differ in at least in one proper ty selected from the group consisting of se g ment width, substituents attached to the repeating unit, degree of annelation of aromatic ri ng s, degree of c ycl odeh y drogenati on, and number of annelated aromatic ri ngs. Currently amended
(Currently A mended): The g-process of claim 15, wherein each of the segments of the segmented graphene nanoribbon has a length in the range of 0.25 to 250 nm, and/or the total length of the segmented graphene nanori bb on is at lea st 4 nm. Currently amended
The-process of claim 15, wherein the segments of the segmented graphe n e nanoribbon are in a linear arrangement, or at least one segment of the s egmented graphe n e nanoribbon is cov alently linked to at least three neighbouring segments. Currently amended
The process of claim 15, wherein at lea st one of the graphe n e segments has a substituted or u nsubstituted repeating un it with N I di m er lines across the segment w idth, and at least one of the graphe n e segments has a substituted or unsub s tituted repeating unit with N₂ di m er lines across the segment wi dth, wherein N l=: 5 to 13, and N2:= k x NI, with k = 2, 3, or 4. Currently amended
The process of claim 15, wherein the two or more different graphe n e segments have repeating units which are derived fro m substituted or unsu bstit u ted anthracene monomer compounds. Currently amended
The process of claim 8, wherein the se gm ented graphene nano r ibbon has the structure la: SVG 14357300.12-15-2017.JB₈J₆₅UYRXEAPX0.CLM.1.svg 1.7 5.48 Black and white y=0 or i SVG 14357300.12-15-2017.JB₈J₆₅UYRXEAPX0.CLM.2.svg 0.63 0.67 Black and white under the provision that at least two of m, x, n, y, o, z, and p are 1; and SVG 14357300.12-15-2017.JB₈J₆₅UYRXEAPX0.CLM.3.svg 0.14 1.94 Black and white Response to Office A ction mailed and Advisory Action mailed October 19. 2017 and wherein X are each independently H, a halogen. SH, SR 3, O H OR 3, OS O 2 R 3, (SO) R 3, (SO 2)R 3, NR 1 R 2, NO,, POR 3 R 3, PO(O R 3)R 3, PO(OR 3) 2, B(R 3) 2, B(O R 3) 2, (CO)R 3, (CO) OR 3; Y are each independently H or two Y together form a direct bond between neighbouring repeating units; R a re each independen tly hy drogen; linear or branched or c clic C 1 -C 12 alkyl which is unsubstituted or s ubstituted by one or more OH, C 1 -C 4 al koxy, phen yl, or b y CN; C 2 C 12 alkyl which is interrupted by one or more non-consecutive 0; halogen; OH; OR 3; SR 3, CN; N O 2; NR 1 R 2; (C O) R 3; (CO) O R 3; O(CO) O R 3; O(CO) NR 1 R 2; O(C O)R 3; C I -Cial koxy; Cr- C 12 alkylthio; (C J -C alk y l)-NR Rs; or-O -(C -C 6 alk y l)NR I R 2; aryl or heteroar yl (wherein ar yl is preferably phe nyl, biphen yl, naph t hyl, or an thryl all of which are unsubstituted or are substitu t ed by one or more C I-C 4 -alkyl, CN, OR 3, SR 3, C H₂OR 3, (CO) OR 3, (CO)N R R 2 or h alogen); or two R to g ether with the carbon ato m s they are attached to fo rm a 5-8-membered cycle or heterocycle; R 1 and R 2 are each independently hydrogen, linear or branched C 1 -C h alkyl or phenyl, or R, and R 2 together with the nitro i en atom to which they are bonded to form a group SVG 14357300.12-15-2017.JB₈J₆₅UYRXEAPX0.CLM.4.svg 0.35 3.4 Black and white R 3 is H, C 1 -C 12 al kyl, phen yl which is unsubstituted or is s ubstituted by one or more C- C 4 a lkvl, phenyl, halogen, C 1 -C 4 al kox y or C I-C 4 al kyl thio. Currently amended
(Currently A mended): The process of claim 15, wherein two or m ore different g raphe n e segment s have repeating unit s which are derived from substituted or unsubstituted pentacene monomer compounds. Currently amended
The process of claim 9, wherein the segmented graphene nanoribbon has the structure 11: Response to Office A ction mailed Ju ne 15, 2017 and Advisory Action mailed October 19. 2017 SVG 14357300.12-15-2017.JB₈J₆₅UYRXEAPX0.CLM.5.svg 1.54 5.47 Black and white EE SVG 14357300.12-15-2017.JB₈J₆₅UYRXEAPX0.CLM.6.svg 0.08 0.43 Black and white x = 0 1 n=0ifx=0 n = 0-1000 if x= 1 y=00r1 O₀ ify=0 o=0-1000ify=1 z=0 or 1 SVG 14357300.12-15-2017.JB₈J₆₅UYRXEAPX0.CLM.7.svg 0.3 0.67 Black and white und er the pro visi on that at le ast two of in, x, n, y, o, z, and p are 1; SVG 14357300.12-15-2017.JB₈J₆₅UYRXEAPX0.CLM.8.svg 0.15 2.48 Black and white and wherein X are each independently H, a halogen, SH, SR 3, OH, OR 3. OS O 2 R 3, (O)R3, (S₀ 2)R 3, NR I R 2, NO 2. POR 3 R 3, PO(OR 3)R 3, PO(OR 3)_, B(R 3) 2. B(O R 3) 2, (CO)R 3, (C O)0R: Y are each independently H or t w o Y together form a direct bond between neighbouring repeating units; R are each independently hydrogen; linear or branched or cyclic C 1 -C l2 alky l which is unsubs t ituted or substituted by one or more OH, C 3-C 4 alkoxy, pheny l, or by CN; C 2 rC 12 alkyl which is interrupted by one or more non-consecutive 0; halogen OH; OR I; SR 3; CN; NO 2; NR 1 R 2; (CO)R 3; (C O)OR 3; O(CO) O R 3; O(CO) NR 1 R; O(CO)R;; C KC 1 alkoxy; C r- C 12 alkylthio; (Ca-Ce alk y l)-NR 2 R g; or-O-(Ca-Ce alk y l)NR 1 R 2; aryl or heteroar yl (wherein ar yl is preferably phenyl, biphen yl, naph t hyl, or anthryl a ll of which are unsubstituted or are Response to Office A ction mailed and Advisory Action mailed substituted by one or more C T -C 4 -alky l, CN, OR 3, SR 3, C H 2 OR I, (CO) OR 3, (CO) NR 1 R 2 or hal ogen); or two R together with the carbon atoms they are attached to form a 5 -8 -membered cycle or heteroc y cle; R 1 and R 2 are each independently hydrogen, linear or branched C'.-Calkyl or phen yl, or R 1 and R 2 together w ith the nitrogen atom to which they are bonded to form a group SVG 14357300.12-15-2017.JB₈J₆₅UYRXEAPX0.CLM.9.svg 0.35 3.4 Black and white R 3 is H, C!-C] 2 alkyl, phe nyl which is unsubstitu t ed or is substituted b y one or more Cj-C 4 alkyl, phenyl, halogen, C 1 -C 4 al kox y or C I -C 4 alkyl thio. Currently amended
(Currently Amend e d): The g-process of claim 15, wherein two or more different graphe n e segments have repeating units which are derived from substituted or unsubstituted anthracene and pentacene monomer compounds. Currently amended
Cl aim 24 (Currently A mended): Th e proce s s of claim 10, wherein the segmented graphene nanoribbon has the s tructure IV: SVG 14357300.12-15-2017.JB₈J₆₅UYRXEAPX0.CLM.10.svg 1.8 1.77 Black and white Iv SVG 14357300.12-15-2017.JB₈J₆₅UYRXEAPX0.CLM.11.svg 0.72 2.87 Black and white and wherein Response to Office A ction mailed Ju ne 15, 2017 and Advisory Action mailed X are each independently H, a halogen, SH, SR 3, O H, 01R 3, OSO R 3, (SO)R 3, (SO) R 3, NR 1 R 2, NO 2, POR 3 R 3, PO(O R 3)R 3, PO(O R 3) 2, B(R 3)?, B(OR 3)z, (CO) R 3, (CO)O R;; R are each independently hydrogen; linear or branched or cyclic C 1 -C 12 alk yl which is unsubstituted or substituted by one or more OH, C-C 4 alkox y, phen yl, or by CN; C 2 -C palkyl which is interrupted by one or more non- consecuti v e 0; halogen; OH; OR 3; SR 3; C N; N02; NR 1 R; (CO)R 3; (CO)0R 3; O(CO)OR3; O(CO)NR 1 R 2; O(CO)R 3; C 1 -C 12 alkox y; C 1-C 12 alk y lthio; (C 1 -Calky l)-NR 7 Rs; or -O-(C 1 -C 6 akyl)NR R 2; ar yl or h eteroaryl (wherein aryl is preferably phen yl, biphenyl, naphthyl, or anthryl all of which are u nsubst ituted or are substituted by on e or more Ca- C 4 -alk y l, CN, O R 3, SR 3, C H 2 OR 3, (CO) OR 3, (CO)NRIR, or halogen); or two R together with the carbon atom s they are attached to for m a 5-8- mem bered cycle or heterocycle; R 1 and R 2 are each independently h ydrogen, linear or branched C I -C 6 alkyl or phen yl, or R 1 and R 2 toge th er with the nitrogen atom to which they are bonded to form a group SVG 14357300.12-15-2017.JB₈J₆₅UYRXEAPX0.CLM.12.svg 0.35 3.13 Black and white wherein R 1 is a different structure than R2; and R 3 is H, C-C 12 alkyi, phenyl which is unsubstituted or is substituted by one or more C 1-C 4 a lkyl, phenyl, halogen, C 1-C 4 a l koxy or C 1 -C 4 alkyl thio. Currently amended
(Currently A mended): T he g g process of claim 15, wherein two or more different graphene segments have repeating units deri v ed from substituted and/or unsubstituted naphthalene monomer compounds. Currently amended
The process of claim 11 w herein the s egmented graphene nanoribbon has the structure V: Response to Office A ction m ailed Ju ne 15, 2017 and Advisory Action mailed October 19. 2017 SVG 14357300.12-15-2017.JB₈J₆₅UYRXEAPX0.CLM.13.svg 1.05 4.87 Black and white V under the provision that at least t w o of m, x, and n are >1; SVG 14357300.12-15-2017.JB₈J₆₅UYRXEAPX0.CLM.14.svg 0.14 1.58 Black and white and wherein X are each independently H, a halogen, SH, SR 3, OH, OR 3, OSO R 3, (SO)R 3, (SO 2)R 3, NR IR 2, NO 2, POR 3 R 3, PO(O R 3)R 3, PO(OR 3) 2, B(R 3) 2, B(OR 3)2, (C O)R 3, (C O)OR;; Y are each independently 1- or two Y together fo r m a direct bond be tw een neighbouring repe at ing units; R are each independently hydrogen; linear or branched or cyclic C I C 12 alky l which is unsubstituted or substituted by one or more OH, C-C 4 alkox y, phen yl, or by CN; C 2 -Cpalkyl which is interrupted by one or more non-consecu t ive 0; halogen; OH; OR 3; SR 3; CN; NO,; NR 1 R 2; (CO)R 3; (CO)OR 3; O(CO) OR 3; O(CO)N Rj R 2; O(CO)R 3; C J-C l2 alkox y; C 1-Cl 2 alk y lthio; (C -((a lkyl)- NR₇Rs; or-O -(C pCa lkyl)NR 1 R 2; ar yl or heteroa r yl (wherein aryl is preferab ly phen yl, biphe nyl, naphthyl, or a nthryl all of which ar e unsub s tituted or are substituted by one or more C l- C 4 -alk y l, CN, OR 3, SR 3, C H 2 OR 3, (CO) OR 3, (CO)NR 1 R, or halogen); or two R together with the carbon atoms the y are attached to form a 5-8- mem bered cycle or heteroc ycle; Response to Office A ction mailed June 15, 2 0 17 and Advisor y Action mailed R 1 and R, are each independent ly hy drogen, linear or branched C 1 -C 6 alk yl or phen yl, or R, and R 2 together w ith the ni tro g en ato m to which the y are bonded to form a group SVG 14357300.12-15-2017.JB₈J₆₅UYRXEAPX0.CLM.15.svg 0.35 3.4 Black and white R 3 is H, C 1 -C 12 alkyl, phen yl which is unsubstitu t ed or is substituted by one or more Cr C 4 alkyl, pheny l, halogen, C r- C 4 a l koxy or C r- C 4 a lkyl thio. Currently amended
The process of claim 15, wherein at least one of the s egments h as a sub s tituted or un s ubstituted repeating unit wi th N I: =5 and at least one of the s egments h as a sub s tituted or unsubstituted repea t ing unit with N2= == 10 or 15, wh e rein N₁ and N₂ are the number of di m er lines across the segment width, Currently amended
Clai m 26: The process of claim 12 wherein the segmented graphene nanoribbon has the structure X: SVG 14357300.12-15-2017.JB₈J₆₅UYRXEAPX0.CLM.16.svg 2.26 5.32 Black and white XI SVG 14357300.12-15-2017.JB₈J₆₅UYRXEAPX0.CLM.17.svg 0.18 1.51 Black and white under the proviso tha t at least one m, p, q, r, s, u, v, w, and x is: 1, and at least one of n, o, and tis 1; SVG 14357300.12-15-2017.JB₈J₆₅UYRXEAPX0.CLM.18.svg 0.15 2.73 Black and white and wherein X are each independently H, a halogen, S H, SR 3, OH, 01R 3, OSO 2 R 3. (SO)R 3, (SO)R 3, NR 1 R 2, NO 2, POR 3 R,, PO(OR 3)R 3, P O(OR-) 2, B(R 3), B(OR), (CO)R 3, (CO)O R-; Response to Office Action mailed Ju ne 15, 2017 and Advisory Action mailed October
Cl aim 13 (Currently Am en ded): The process of claim 15, wherein at least one of the segments has a substituted or unsubstituted repeating unit with N 1 =7 and at least one of the segments has a substituted or unsubstituted repeating unit with N2= 1 4 or 21, wherein N 1 and N 2 are the number of di m er lin e s across the segment width. Currently amended
The process of claim 13 wherein the s egmented graphene nanoribbon has the structure If: SVG 14357300.12-15-2017.JB₈J₆₅UYRXEAPX0.CLM.19.svg 3.35 5.3 Black and white un der the proviso that a t le as t one of m, p, q, w, x, r, s, u, and v are > 1, and at lea st one of n, o, and t are > 1; SVG 14357300.12-15-2017.JB₈J₆₅UYRXEAPX0.CLM.20.svg 0.15 2.72 Black and white and wherein X are each independently H, a halogen, SH, SR 3, OH, OR 3, OS O₂R 3; (SO)R 3, (SO 2) R 3, NR -R 2, N O 2, POR 3 R 3, PO(OR, 3)R 3, PO(O R 3) 2, B(R 3) 2, B(O R 3) 2, (CO)R 3, (CO)OR -; Response to Office Action mail ed J une 15, 2017 and Advisory Action mailed October 19. 2017 Y are each independently H or two Y together form a direct bond between neighbouring re p eating units. Currently amended
Cl aim 14 (Curren tly A mended): The process of claim 15, comprising at le ast one heterojunction. Currently amended
(Currently Amend e d): A process for preparing the segmented graphene nanor i bbon comprising: at least two different graphene se g ments covalently linked to each other; wherein each grap h ene s egment has a monodisperse segment wi dth: Response to Office A ction m aile d Ju ne 15, 2017 and Advisory Action m aile d October 19. 2017 wherein the segment width of at least one of the g raphene se g ments is 4 n rn or less, wherein said process comprises: (a) depositing at least one po lycy clic aromatic monomer compound and/or oligo phenylene aromatic h y droc a rbon monomer compound on a solid sub st rate; (b) po ly merizing the po lycy clic aromatic and/or oligo phen y lene arom a tic hydrocarbon monomer compound so as to f o rm at least one polymeron the surface of the solid substrate; and (c) at least partially c y clodeh y dro g enating the one or more polymers of (b). Currently amended
Claims 16-21 Canceled
Canceled
A segmented graphene nanoribbon, comprising: at lea st two different graphene segments c oal entl y li nk ed to each other; w herein each graphene segment has a monodisperse segment width; wherein the segment width of at least one of the graphene segments is 4 n m or less, wherein the t w o or more different graphene segments h a ve re p eating units which are derived from substituted or unsubs ti tuted anthracene monomer co mpou nds and wherein the segmented graphene nanoribbon has the structure la: SVG 14357300.12-15-2017.JB₈J₆₅UYRXEAPX0.CLM.21.svg 2.47 5.48 Black and white under the provision that at least two of m, x, a, y, o. z, an d p are > 1; and m+x ± n+y+o+zp> 10; and wherein X are each independently H, a halogen, SH, SR 3, O H, 01R 3, OSOR 3, (SO)R 3, (SO) R 3, NR 1 R 2, N O 2, P OR 3 R 3, PO(OR 3)R 3, PO(OR 3)2, B(R 3)?, B(OR 3)z, (CO)R 3, (CO)O R;; Response to Office A ction mailed Ju ne 15, 2017 and Advisory Action mailed October
(New): A segmented graphene nanoribbon, comprising: at least two different graphene s egments co v alently linked to each other; wherein each graphene s egment has a monodisperse segment w idth; wherein the s egment width of at lea s t one of the graphene segments is 4 nm or less, Response to Office A ction mailed Ju ne 15, 2017 and Advisory Action mailed October 19. 2017 wherein two or more different graphene segments have repeating units which are derived from substituted or unsubst i tuted pentacene monomer compounds and wherein the segmented graphene nanoribbon has the structure II: SVG 14357300.12-15-2017.JB₈J₆₅UYRXEAPX0.CLM.23.svg 1.54 5.47 Black and white II SVG 14357300.12-15-2017.JB₈J₆₅UYRXEAPX0.CLM.24.svg 0.08 0.43 Black and white x=00r1 n~ = 0 tf x = 0 n = 0- 1 000 i f x = 1 SVG 14357300.12-15-2017.JB₈J₆₅UYRXEAPX0.CLM.25.svg 0.32 0.67 Black and white Z=0 or 1 SVG 14357300.12-15-2017.JB₈J₆₅UYRXEAPX0.CLM.26.svg 0.3 0.67 Black and white under the provision that at least two of m, x, n, y. o, z, an d p are >i SVG 14357300.12-15-2017.JB₈J₆₅UYRXEAPX0.CLM.27.svg 0.15 2.48 Black and white a nd wh erein X are each independently H, a halogen, SH, SR 3, OH, OR 3, OSO R 3, (SO)R 3, (SO) R 3, NR 1 R 2, N O 2, POR 3 R 3. PO(O R 3)R 3, PO(OR 3)2, B(R 3)?, B(OR 3)z, (CO)R 3, (CO)OR;; Y are each independently H or two Y together form a direct b o nd between neighbouring repeating units; R are each independently hydrogen; linear or branched or cyclic C I -C l2 alkl which is unsubstituted or substituted by one or more OH, C-C 4 alkox y, phen yl, or by CN; C 2 -Cpalkyl which is interrupted by one or more non-consecuti v e 0; halogen; OH; OR 3; SR 3; CN; N02; NR 1 R; (CO)R 3; (CO)0R 3; O(CO)OR3; O(CO)NR 1 R 2; O(CO)R 3; C-C 12 alkox y; C I- Response to Office A ction mailed Ju ne 15, 2017 and Advisory Action mailed Cp alk yl thio; (C]-C 6 alk y l)-NR -Rs; or -O -(C 1]C 6 alk y l)NR 1 R 2; aryl or heteroaryl (w herein aryl is preferably pheny l, biphen yl, naphthy l, or anth r yl all of which are unsubstituted or are substituted by one or more C T -C 4 -alky l, CN, OR 3, SR 3, C H 2 OR I, (C O)O R 3, (CO)NR 1 R 2 or hal ogen); or two R together with the carbon atom s they are attached to form a 5-8-membered c ycle or heterocycle; R 1 an d R 2 are each independently hydrogen, linear or branched C-Calkyl or phen yl, or R 1 and R 2 together w ith the nitrogen atom to which they are bonded to form a group SVG 14357300.12-15-2017.JB₈J₆₅UYRXEAPX0.CLM.28.svg 0.35 3.4 Black and white R I is H, C-Cjalkyl, phenyl which is unsubstituted or is substituted by one or more Cj-C 4 alkyl, phenyl, halogen, C 1 -C 4 al kox y or C I -C 4 alkyl thio. New
(N ew): A s egmented gr aphene nanoribbon, comp ris ing: at least two different graphene segments covalently linked to each other; wherein each graphene segment has a monodisperse segment width wherein the segment width of at least one of the graphene segments is 4 nm or less, wherein two or more different graphene segments have repeating units which are deriv e d from substituted or unsubst i tuted anthracene and pentacene monomer compounds and wherein the segmented graphene nanoribbon h as the structure I V: Response to Office Action mailed and Advisory Action mailed October 19. 2017 SVG 14357300.12-15-2017.JB₈J₆₅UYRXEAPX0.CLM.29.svg 1.8 1.77 Black and white IV SVG 14357300.12-15-2017.JB₈J₆₅UYRXEAPX0.CLM.30.svg 0.73 2.87 Black and white and wherein X are each independently H, a halogen, SH, SR 3, OH, OR 3, OSO₂R 3, (SO)R 3, (S₀ 2)R 3, NRIR 2, NO 2, POR 3 R 3, PO(O R 3)R 3, PO(OR 3) 2, B(R 3) 2, B(OR 3)2, (CO)R 3, (C O)OR; R are each independently hydrogen; linear or branched or cyclic C I C 12 alky l which i s unsubstituted or substituted by one or more OH, C-C 4 alkoxy, phen y l, or by CN; C 2 -CpalkyI which is interrupted by one or more non-consecutive 0; halogen; OH; OR 3; SR 3; CN; NO,; NR 1 R 2; (CO)R 3; (CO)OR 3; O(CO) OR 3; O(CO)N Rj R 2; O(CO)R 3; C J -C l2 alkox y; C 1-C 12 alk ylt hio; (C j-C 6 'a lkyl)- NR₇Rs; or-O -(C I -C,a lkyl)NR 1 R 2; ar yl or heteroaryl (wherein a r yl is preferab ly phen yl, biphenyl, naphthyl, or ant h ryl all of which ar e unsub s tituted or are substituted by one or m ore C l- C 4 -alk yl, CN, O R 3, SR 3, C H 2 OR 3, (CO) OR 3, (CO)NR 1 R, or halogen); or two R together with the carbon atoms the y are attached to form a 5-8-me m bered cycle or heteroc ycle; Response to Office A ction m ailed and Advisory Action mailed R 1 and R 2 are each independently hydrogen, linear or branched C -C 6 alkyl or phenyl, or R, and R₂ together w ith the ni tro g en atom to which they are bonded to form a group SVG 14357300.12-15-2017.JB₈J₆₅UYRXEAPX0.CLM.31.svg 0.35 3.13 Black and white wherein R 1 is a different structure than R2; and R 3 is 1, C -C 12 alkyl, phen yl which is unsubsti t uted or is substituted by one or more CI- C 4 a lkyl, phenyl, halogen, CI- C 4 a l koxy or C 1 -C 4 alkyl thio. New
Clai m 31 (New): A segmented graphene nanoribbon, co m prisi rig: at least two different graphene segm ents covalent ly linked to each other; w herein each graphene s egment has a monodisperse segment width; wherein the s egment width of at leas t one of the graphene segments is 4 nm or less, "w herein t w o or more different graphene segments have repeating units derived from substituted an d/or unsubstituted naphtha l ene monomer compounds and wherein the segmented graphene nanoribbon has the structure V: SVG 14357300.12-15-2017.JB₈J₆₅UYRXEAPX0.CLM.32.svg 1.05 4.87 Black and white V under the provision that at least two of m, x, and n are >1; wherein m+x + n are > 10; and wherein Response to Office Action mailed and Advisory Action mailed October 19. 2017 X are each independently H, a halogen, SH, SR 3, OH, OR 3, OSO R 3, (SO)R 3, (SO) R 3, NR 1 R 2, NO 2, POR 3 R 3, PO(O R 3)R 3, PO(O R 3) 2, B(R 3)?, B(OR 3)z, (CO) R 3, (CO)O R;; Y are each independently H or two Y together form a direct b o nd between neighbouring repe at ing units; R are each independently hydrogen; linear or branched or cyclic C I C 12 alky l which is unsubstituted or substituted by one or more OH, C-C 4 alkox y, phen yl, or by CN; C 2-Cpalkyl which is interrupted by one or more non-consecuti v e 0; halogen; 01-1; OR 3; SR 3; CN; N02; NR 1 R 2; (C O)R 3; (CO)O R 3; O(C O)OR 3; O(CO) NRjR 2; O(C O)R 3; Cr -C 12 alkox y; C I- Cl 2 alkylt hio; (C I -Ca lky l)-NR₇R 8; or -O-(C I -Ca lkyl)NR 1 R 2; ar yl or heteroaryl (wherein aryl is preferably phen yl, biphenyl, naphthyl, or ant h ryl all of which are unsubstituted or are substituted by one or more C l- C 4 -alk y l, C N, OR 3, SR 3, C H 2 OR 3, (CO) OR 3, (CO)N R₁ R 2 or halogen); or two R together with the carbon a toms they are attached to form a 5-8- mem bered cycle or heteroc ycle; R 1 and R ? are each independently h ydrogen, linear or branched C I -C 6 alkyl or phen yl, or R 1 and R 2 together with the nitrogen atom to which they are bonded to form a group SVG 14357300.12-15-2017.JB₈J₆₅UYRXEAPX0.CLM.33.svg 0.35 3.4 Black and white R 3 is H, C-C- (alkyl, phenyl which is unsubstituted or is substituted by one or more C I-C 4 alk yl, phen yl, halogen, C I-C 4 a lkoxy or C-C 4 a l kylthio. New
2: A segmented graphene nano r ibbon, comprising: at least two different graphene s egments co v alently linked to each other; wherein each graphene s egment has a monodisperse segment w idt h; Response to Office A ction mailed Ju ne 15, 2017 and Advisory Action mailed October 19. 2017 wherein the segment width of at least one of the graphene segments is 4 nm or less, wherein at le ast one of the segments has a substituted or unsu b stituted repeating unit with N 1=5 and at least one of the segments has a substituted or unsubstituted repeating unit with N 2=10 or 15, wherein N I and N₂ are the number of di m er lines across the segment width and wherein the s egmented graphene nanoribbon has the structure X I: SVG 14357300.12-15-2017.JB₈J₆₅UYRXEAPX0.CLM.34.svg 2.24 5.33 Black and white XE SVG 14357300.12-15-2017.JB₈J₆₅UYRXEAPX0.CLM.35.svg 0.18 1.51 Black and white under the proviso that at least one in, p, q, r, s, u, v, w, and x is > 1, and a t least one of SVG 14357300.12-15-2017.JB₈J₆₅UYRXEAPX0.CLM.36.svg 0.51 3.21 Black and white and wherein X are each independently H, a halogen, SH, SR 3, OH, OR 3, OSO 2 R I, (SO)R 3, (S₀ 2)R 3, NR 1 R 2, NO 2, POR 3 R;, PO(0R;)R, PO(OR)}, B₃(R(;) 2, 13(0R₃) 2, (CO)R, (CO)OR; Response to Office A ction mailed Ju ne 15, 2017 and Advisory Action mailed Y are each independently H or two Y together form a direct bond between neighbouring repeating units. New
A segmented graphene nanoribbon, comprising: at lea st two different graphene segments co va lentl y linked to each other; w herein each graphene segment has a m onodisperse se g ment width; wherein the segment width of at least one of the graphene segments is 4 n m or less, wherein at least one of the segments has a substituted or unsubstituted repeating unit wi th N I= 7 and at least one of the segmen t s has a substitu t ed or unsubstituted repeating unit with N2= 14 or 21, wherei n N₁ and N₂ are t he nu m ber of di m er lines across the segment w idth and wherein the segmented graphene nanoribbo n has the structure If: SVG 14357300.12-15-2017.JB₈J₆₅UYRXEAPX0.CLM.37.svg 3.35 5.3 Black and white Response to Office Action mailed Ju ne 15, 2017 and Advisory Action mailed October 19. 2017 under the proviso that at least one of n, p, q. w, x, r, s, u, and v are > 1, and at least one of n, o, and t are > 1; SVG 14357300.12-15-2017.JB₈J₆₅UYRXEAPX0.CLM.38.svg 0.15 2.73 Black and white and wherein X are each independently H, a halogen, SH, SR 3, OH, OR 3, OS02R 3, (SO)R 3, (SO 2) R 3, NR IR 2, NO 2, POR 3 R 3, PO(O R 3)R 3, PO(OR 3) 2, B(R 3) 2, B(O R 3), (CO)R 3, (CO)OR;; Y are each independently 1- or two Y together form a direct bond be tw een neighbouring repe at ing uni ts. New
(N ew): A seg m ented graphene nanoribbon, co m prisi ng: at least tw o different graphene segments co va lently linked to each other; wherein each graphene segment has a m onodisperse segment width; wherein the seg m ent width of at least one of the graphene segments is 4 n m or
Materials described outside the worked examples.
segmented graphene nanoribbon
polycyclic aromatic monomer compound
Additional fabrication and treatment steps described in the patent.
Measurements and analyses referenced in the patent, with their drawing references.
Performance values and ranges asserted in the specification or claims.
| Property | Value | Material |
|---|---|---|
Thickness | 0.25–250 nm | — |
Patent
Atlas literature
Patent
US 9,975,777Patent drawings and their descriptions. Click a drawing to enlarge it.
Claims define the patent's legal scope. Independent claims stand alone; dependent claims (nested) narrow them. Click a claim to expand its dependents.
Canceled
The process of claim 15, wherein each graphene segment of the s egmented graphene nanoribbon has a monodisperse segment width of 4 nm or less. Currently amended
The process of cla im 1 5, wherein each graphene segment has a repeating unit derived from at least one substituted or u ns ubstituted polycyclic aromatic monomer compound, and/or from at least one substituted or unsubstitu t ed o li go phenylene aromatic hydrocarbon monomer compound. Currently amended
(Currently Amend e d): The proces s of claim 3, wherein the repeating units of different gr aphene se gm ents differ in at least in one proper ty selected from the group consisting of se g ment width, substituents attached to the repeating unit, degree of annelation of aromatic ri ng s, degree of c ycl odeh y drogenati on, and number of annelated aromatic ri ngs. Currently amended
(Currently A mended): The g-process of claim 15, wherein each of the segments of the segmented graphene nanoribbon has a length in the range of 0.25 to 250 nm, and/or the total length of the segmented graphene nanori bb on is at lea st 4 nm. Currently amended
The-process of claim 15, wherein the segments of the segmented graphe n e nanoribbon are in a linear arrangement, or at least one segment of the s egmented graphe n e nanoribbon is cov alently linked to at least three neighbouring segments. Currently amended
The process of claim 15, wherein at lea st one of the graphe n e segments has a substituted or u nsubstituted repeating un it with N I di m er lines across the segment w idth, and at least one of the graphe n e segments has a substituted or unsub s tituted repeating unit with N₂ di m er lines across the segment wi dth, wherein N l=: 5 to 13, and N2:= k x NI, with k = 2, 3, or 4. Currently amended
The process of claim 15, wherein the two or more different graphe n e segments have repeating units which are derived fro m substituted or unsu bstit u ted anthracene monomer compounds. Currently amended
The process of claim 8, wherein the se gm ented graphene nano r ibbon has the structure la: SVG 14357300.12-15-2017.JB₈J₆₅UYRXEAPX0.CLM.1.svg 1.7 5.48 Black and white y=0 or i SVG 14357300.12-15-2017.JB₈J₆₅UYRXEAPX0.CLM.2.svg 0.63 0.67 Black and white under the provision that at least two of m, x, n, y, o, z, and p are 1; and SVG 14357300.12-15-2017.JB₈J₆₅UYRXEAPX0.CLM.3.svg 0.14 1.94 Black and white Response to Office A ction mailed and Advisory Action mailed October 19. 2017 and wherein X are each independently H, a halogen. SH, SR 3, O H OR 3, OS O 2 R 3, (SO) R 3, (SO 2)R 3, NR 1 R 2, NO,, POR 3 R 3, PO(O R 3)R 3, PO(OR 3) 2, B(R 3) 2, B(O R 3) 2, (CO)R 3, (CO) OR 3; Y are each independently H or two Y together form a direct bond between neighbouring repeating units; R a re each independen tly hy drogen; linear or branched or c clic C 1 -C 12 alkyl which is unsubstituted or s ubstituted by one or more OH, C 1 -C 4 al koxy, phen yl, or b y CN; C 2 C 12 alkyl which is interrupted by one or more non-consecutive 0; halogen; OH; OR 3; SR 3, CN; N O 2; NR 1 R 2; (C O) R 3; (CO) O R 3; O(CO) O R 3; O(CO) NR 1 R 2; O(C O)R 3; C I -Cial koxy; Cr- C 12 alkylthio; (C J -C alk y l)-NR Rs; or-O -(C -C 6 alk y l)NR I R 2; aryl or heteroar yl (wherein ar yl is preferably phe nyl, biphen yl, naph t hyl, or an thryl all of which are unsubstituted or are substitu t ed by one or more C I-C 4 -alkyl, CN, OR 3, SR 3, C H₂OR 3, (CO) OR 3, (CO)N R R 2 or h alogen); or two R to g ether with the carbon ato m s they are attached to fo rm a 5-8-membered cycle or heterocycle; R 1 and R 2 are each independently hydrogen, linear or branched C 1 -C h alkyl or phenyl, or R, and R 2 together with the nitro i en atom to which they are bonded to form a group SVG 14357300.12-15-2017.JB₈J₆₅UYRXEAPX0.CLM.4.svg 0.35 3.4 Black and white R 3 is H, C 1 -C 12 al kyl, phen yl which is unsubstituted or is s ubstituted by one or more C- C 4 a lkvl, phenyl, halogen, C 1 -C 4 al kox y or C I-C 4 al kyl thio. Currently amended
(Currently A mended): The process of claim 15, wherein two or m ore different g raphe n e segment s have repeating unit s which are derived from substituted or unsubstituted pentacene monomer compounds. Currently amended
The process of claim 9, wherein the segmented graphene nanoribbon has the structure 11: Response to Office A ction mailed Ju ne 15, 2017 and Advisory Action mailed October 19. 2017 SVG 14357300.12-15-2017.JB₈J₆₅UYRXEAPX0.CLM.5.svg 1.54 5.47 Black and white EE SVG 14357300.12-15-2017.JB₈J₆₅UYRXEAPX0.CLM.6.svg 0.08 0.43 Black and white x = 0 1 n=0ifx=0 n = 0-1000 if x= 1 y=00r1 O₀ ify=0 o=0-1000ify=1 z=0 or 1 SVG 14357300.12-15-2017.JB₈J₆₅UYRXEAPX0.CLM.7.svg 0.3 0.67 Black and white und er the pro visi on that at le ast two of in, x, n, y, o, z, and p are 1; SVG 14357300.12-15-2017.JB₈J₆₅UYRXEAPX0.CLM.8.svg 0.15 2.48 Black and white and wherein X are each independently H, a halogen, SH, SR 3, OH, OR 3. OS O 2 R 3, (O)R3, (S₀ 2)R 3, NR I R 2, NO 2. POR 3 R 3, PO(OR 3)R 3, PO(OR 3)_, B(R 3) 2. B(O R 3) 2, (CO)R 3, (C O)0R: Y are each independently H or t w o Y together form a direct bond between neighbouring repeating units; R are each independently hydrogen; linear or branched or cyclic C 1 -C l2 alky l which is unsubs t ituted or substituted by one or more OH, C 3-C 4 alkoxy, pheny l, or by CN; C 2 rC 12 alkyl which is interrupted by one or more non-consecutive 0; halogen OH; OR I; SR 3; CN; NO 2; NR 1 R 2; (CO)R 3; (C O)OR 3; O(CO) O R 3; O(CO) NR 1 R; O(CO)R;; C KC 1 alkoxy; C r- C 12 alkylthio; (Ca-Ce alk y l)-NR 2 R g; or-O-(Ca-Ce alk y l)NR 1 R 2; aryl or heteroar yl (wherein ar yl is preferably phenyl, biphen yl, naph t hyl, or anthryl a ll of which are unsubstituted or are Response to Office A ction mailed and Advisory Action mailed substituted by one or more C T -C 4 -alky l, CN, OR 3, SR 3, C H 2 OR I, (CO) OR 3, (CO) NR 1 R 2 or hal ogen); or two R together with the carbon atoms they are attached to form a 5 -8 -membered cycle or heteroc y cle; R 1 and R 2 are each independently hydrogen, linear or branched C'.-Calkyl or phen yl, or R 1 and R 2 together w ith the nitrogen atom to which they are bonded to form a group SVG 14357300.12-15-2017.JB₈J₆₅UYRXEAPX0.CLM.9.svg 0.35 3.4 Black and white R 3 is H, C!-C] 2 alkyl, phe nyl which is unsubstitu t ed or is substituted b y one or more Cj-C 4 alkyl, phenyl, halogen, C 1 -C 4 al kox y or C I -C 4 alkyl thio. Currently amended
(Currently Amend e d): The g-process of claim 15, wherein two or more different graphe n e segments have repeating units which are derived from substituted or unsubstituted anthracene and pentacene monomer compounds. Currently amended
Cl aim 24 (Currently A mended): Th e proce s s of claim 10, wherein the segmented graphene nanoribbon has the s tructure IV: SVG 14357300.12-15-2017.JB₈J₆₅UYRXEAPX0.CLM.10.svg 1.8 1.77 Black and white Iv SVG 14357300.12-15-2017.JB₈J₆₅UYRXEAPX0.CLM.11.svg 0.72 2.87 Black and white and wherein Response to Office A ction mailed Ju ne 15, 2017 and Advisory Action mailed X are each independently H, a halogen, SH, SR 3, O H, 01R 3, OSO R 3, (SO)R 3, (SO) R 3, NR 1 R 2, NO 2, POR 3 R 3, PO(O R 3)R 3, PO(O R 3) 2, B(R 3)?, B(OR 3)z, (CO) R 3, (CO)O R;; R are each independently hydrogen; linear or branched or cyclic C 1 -C 12 alk yl which is unsubstituted or substituted by one or more OH, C-C 4 alkox y, phen yl, or by CN; C 2 -C palkyl which is interrupted by one or more non- consecuti v e 0; halogen; OH; OR 3; SR 3; C N; N02; NR 1 R; (CO)R 3; (CO)0R 3; O(CO)OR3; O(CO)NR 1 R 2; O(CO)R 3; C 1 -C 12 alkox y; C 1-C 12 alk y lthio; (C 1 -Calky l)-NR 7 Rs; or -O-(C 1 -C 6 akyl)NR R 2; ar yl or h eteroaryl (wherein aryl is preferably phen yl, biphenyl, naphthyl, or anthryl all of which are u nsubst ituted or are substituted by on e or more Ca- C 4 -alk y l, CN, O R 3, SR 3, C H 2 OR 3, (CO) OR 3, (CO)NRIR, or halogen); or two R together with the carbon atom s they are attached to for m a 5-8- mem bered cycle or heterocycle; R 1 and R 2 are each independently h ydrogen, linear or branched C I -C 6 alkyl or phen yl, or R 1 and R 2 toge th er with the nitrogen atom to which they are bonded to form a group SVG 14357300.12-15-2017.JB₈J₆₅UYRXEAPX0.CLM.12.svg 0.35 3.13 Black and white wherein R 1 is a different structure than R2; and R 3 is H, C-C 12 alkyi, phenyl which is unsubstituted or is substituted by one or more C 1-C 4 a lkyl, phenyl, halogen, C 1-C 4 a l koxy or C 1 -C 4 alkyl thio. Currently amended
(Currently A mended): T he g g process of claim 15, wherein two or more different graphene segments have repeating units deri v ed from substituted and/or unsubstituted naphthalene monomer compounds. Currently amended
The process of claim 11 w herein the s egmented graphene nanoribbon has the structure V: Response to Office A ction m ailed Ju ne 15, 2017 and Advisory Action mailed October 19. 2017 SVG 14357300.12-15-2017.JB₈J₆₅UYRXEAPX0.CLM.13.svg 1.05 4.87 Black and white V under the provision that at least t w o of m, x, and n are >1; SVG 14357300.12-15-2017.JB₈J₆₅UYRXEAPX0.CLM.14.svg 0.14 1.58 Black and white and wherein X are each independently H, a halogen, SH, SR 3, OH, OR 3, OSO R 3, (SO)R 3, (SO 2)R 3, NR IR 2, NO 2, POR 3 R 3, PO(O R 3)R 3, PO(OR 3) 2, B(R 3) 2, B(OR 3)2, (C O)R 3, (C O)OR;; Y are each independently 1- or two Y together fo r m a direct bond be tw een neighbouring repe at ing units; R are each independently hydrogen; linear or branched or cyclic C I C 12 alky l which is unsubstituted or substituted by one or more OH, C-C 4 alkox y, phen yl, or by CN; C 2 -Cpalkyl which is interrupted by one or more non-consecu t ive 0; halogen; OH; OR 3; SR 3; CN; NO,; NR 1 R 2; (CO)R 3; (CO)OR 3; O(CO) OR 3; O(CO)N Rj R 2; O(CO)R 3; C J-C l2 alkox y; C 1-Cl 2 alk y lthio; (C -((a lkyl)- NR₇Rs; or-O -(C pCa lkyl)NR 1 R 2; ar yl or heteroa r yl (wherein aryl is preferab ly phen yl, biphe nyl, naphthyl, or a nthryl all of which ar e unsub s tituted or are substituted by one or more C l- C 4 -alk y l, CN, OR 3, SR 3, C H 2 OR 3, (CO) OR 3, (CO)NR 1 R, or halogen); or two R together with the carbon atoms the y are attached to form a 5-8- mem bered cycle or heteroc ycle; Response to Office A ction mailed June 15, 2 0 17 and Advisor y Action mailed R 1 and R, are each independent ly hy drogen, linear or branched C 1 -C 6 alk yl or phen yl, or R, and R 2 together w ith the ni tro g en ato m to which the y are bonded to form a group SVG 14357300.12-15-2017.JB₈J₆₅UYRXEAPX0.CLM.15.svg 0.35 3.4 Black and white R 3 is H, C 1 -C 12 alkyl, phen yl which is unsubstitu t ed or is substituted by one or more Cr C 4 alkyl, pheny l, halogen, C r- C 4 a l koxy or C r- C 4 a lkyl thio. Currently amended
The process of claim 15, wherein at least one of the s egments h as a sub s tituted or un s ubstituted repeating unit wi th N I: =5 and at least one of the s egments h as a sub s tituted or unsubstituted repea t ing unit with N2= == 10 or 15, wh e rein N₁ and N₂ are the number of di m er lines across the segment width, Currently amended
Clai m 26: The process of claim 12 wherein the segmented graphene nanoribbon has the structure X: SVG 14357300.12-15-2017.JB₈J₆₅UYRXEAPX0.CLM.16.svg 2.26 5.32 Black and white XI SVG 14357300.12-15-2017.JB₈J₆₅UYRXEAPX0.CLM.17.svg 0.18 1.51 Black and white under the proviso tha t at least one m, p, q, r, s, u, v, w, and x is: 1, and at least one of n, o, and tis 1; SVG 14357300.12-15-2017.JB₈J₆₅UYRXEAPX0.CLM.18.svg 0.15 2.73 Black and white and wherein X are each independently H, a halogen, S H, SR 3, OH, 01R 3, OSO 2 R 3. (SO)R 3, (SO)R 3, NR 1 R 2, NO 2, POR 3 R,, PO(OR 3)R 3, P O(OR-) 2, B(R 3), B(OR), (CO)R 3, (CO)O R-; Response to Office Action mailed Ju ne 15, 2017 and Advisory Action mailed October
Cl aim 13 (Currently Am en ded): The process of claim 15, wherein at least one of the segments has a substituted or unsubstituted repeating unit with N 1 =7 and at least one of the segments has a substituted or unsubstituted repeating unit with N2= 1 4 or 21, wherein N 1 and N 2 are the number of di m er lin e s across the segment width. Currently amended
The process of claim 13 wherein the s egmented graphene nanoribbon has the structure If: SVG 14357300.12-15-2017.JB₈J₆₅UYRXEAPX0.CLM.19.svg 3.35 5.3 Black and white un der the proviso that a t le as t one of m, p, q, w, x, r, s, u, and v are > 1, and at lea st one of n, o, and t are > 1; SVG 14357300.12-15-2017.JB₈J₆₅UYRXEAPX0.CLM.20.svg 0.15 2.72 Black and white and wherein X are each independently H, a halogen, SH, SR 3, OH, OR 3, OS O₂R 3; (SO)R 3, (SO 2) R 3, NR -R 2, N O 2, POR 3 R 3, PO(OR, 3)R 3, PO(O R 3) 2, B(R 3) 2, B(O R 3) 2, (CO)R 3, (CO)OR -; Response to Office Action mail ed J une 15, 2017 and Advisory Action mailed October 19. 2017 Y are each independently H or two Y together form a direct bond between neighbouring re p eating units. Currently amended
Cl aim 14 (Curren tly A mended): The process of claim 15, comprising at le ast one heterojunction. Currently amended
(Currently Amend e d): A process for preparing the segmented graphene nanor i bbon comprising: at least two different graphene se g ments covalently linked to each other; wherein each grap h ene s egment has a monodisperse segment wi dth: Response to Office A ction m aile d Ju ne 15, 2017 and Advisory Action m aile d October 19. 2017 wherein the segment width of at least one of the g raphene se g ments is 4 n rn or less, wherein said process comprises: (a) depositing at least one po lycy clic aromatic monomer compound and/or oligo phenylene aromatic h y droc a rbon monomer compound on a solid sub st rate; (b) po ly merizing the po lycy clic aromatic and/or oligo phen y lene arom a tic hydrocarbon monomer compound so as to f o rm at least one polymeron the surface of the solid substrate; and (c) at least partially c y clodeh y dro g enating the one or more polymers of (b). Currently amended
Claims 16-21 Canceled
Canceled
A segmented graphene nanoribbon, comprising: at lea st two different graphene segments c oal entl y li nk ed to each other; w herein each graphene segment has a monodisperse segment width; wherein the segment width of at least one of the graphene segments is 4 n m or less, wherein the t w o or more different graphene segments h a ve re p eating units which are derived from substituted or unsubs ti tuted anthracene monomer co mpou nds and wherein the segmented graphene nanoribbon has the structure la: SVG 14357300.12-15-2017.JB₈J₆₅UYRXEAPX0.CLM.21.svg 2.47 5.48 Black and white under the provision that at least two of m, x, a, y, o. z, an d p are > 1; and m+x ± n+y+o+zp> 10; and wherein X are each independently H, a halogen, SH, SR 3, O H, 01R 3, OSOR 3, (SO)R 3, (SO) R 3, NR 1 R 2, N O 2, P OR 3 R 3, PO(OR 3)R 3, PO(OR 3)2, B(R 3)?, B(OR 3)z, (CO)R 3, (CO)O R;; Response to Office A ction mailed Ju ne 15, 2017 and Advisory Action mailed October
(New): A segmented graphene nanoribbon, comprising: at least two different graphene s egments co v alently linked to each other; wherein each graphene s egment has a monodisperse segment w idth; wherein the s egment width of at lea s t one of the graphene segments is 4 nm or less, Response to Office A ction mailed Ju ne 15, 2017 and Advisory Action mailed October 19. 2017 wherein two or more different graphene segments have repeating units which are derived from substituted or unsubst i tuted pentacene monomer compounds and wherein the segmented graphene nanoribbon has the structure II: SVG 14357300.12-15-2017.JB₈J₆₅UYRXEAPX0.CLM.23.svg 1.54 5.47 Black and white II SVG 14357300.12-15-2017.JB₈J₆₅UYRXEAPX0.CLM.24.svg 0.08 0.43 Black and white x=00r1 n~ = 0 tf x = 0 n = 0- 1 000 i f x = 1 SVG 14357300.12-15-2017.JB₈J₆₅UYRXEAPX0.CLM.25.svg 0.32 0.67 Black and white Z=0 or 1 SVG 14357300.12-15-2017.JB₈J₆₅UYRXEAPX0.CLM.26.svg 0.3 0.67 Black and white under the provision that at least two of m, x, n, y. o, z, an d p are >i SVG 14357300.12-15-2017.JB₈J₆₅UYRXEAPX0.CLM.27.svg 0.15 2.48 Black and white a nd wh erein X are each independently H, a halogen, SH, SR 3, OH, OR 3, OSO R 3, (SO)R 3, (SO) R 3, NR 1 R 2, N O 2, POR 3 R 3. PO(O R 3)R 3, PO(OR 3)2, B(R 3)?, B(OR 3)z, (CO)R 3, (CO)OR;; Y are each independently H or two Y together form a direct b o nd between neighbouring repeating units; R are each independently hydrogen; linear or branched or cyclic C I -C l2 alkl which is unsubstituted or substituted by one or more OH, C-C 4 alkox y, phen yl, or by CN; C 2 -Cpalkyl which is interrupted by one or more non-consecuti v e 0; halogen; OH; OR 3; SR 3; CN; N02; NR 1 R; (CO)R 3; (CO)0R 3; O(CO)OR3; O(CO)NR 1 R 2; O(CO)R 3; C-C 12 alkox y; C I- Response to Office A ction mailed Ju ne 15, 2017 and Advisory Action mailed Cp alk yl thio; (C]-C 6 alk y l)-NR -Rs; or -O -(C 1]C 6 alk y l)NR 1 R 2; aryl or heteroaryl (w herein aryl is preferably pheny l, biphen yl, naphthy l, or anth r yl all of which are unsubstituted or are substituted by one or more C T -C 4 -alky l, CN, OR 3, SR 3, C H 2 OR I, (C O)O R 3, (CO)NR 1 R 2 or hal ogen); or two R together with the carbon atom s they are attached to form a 5-8-membered c ycle or heterocycle; R 1 an d R 2 are each independently hydrogen, linear or branched C-Calkyl or phen yl, or R 1 and R 2 together w ith the nitrogen atom to which they are bonded to form a group SVG 14357300.12-15-2017.JB₈J₆₅UYRXEAPX0.CLM.28.svg 0.35 3.4 Black and white R I is H, C-Cjalkyl, phenyl which is unsubstituted or is substituted by one or more Cj-C 4 alkyl, phenyl, halogen, C 1 -C 4 al kox y or C I -C 4 alkyl thio. New
(N ew): A s egmented gr aphene nanoribbon, comp ris ing: at least two different graphene segments covalently linked to each other; wherein each graphene segment has a monodisperse segment width wherein the segment width of at least one of the graphene segments is 4 nm or less, wherein two or more different graphene segments have repeating units which are deriv e d from substituted or unsubst i tuted anthracene and pentacene monomer compounds and wherein the segmented graphene nanoribbon h as the structure I V: Response to Office Action mailed and Advisory Action mailed October 19. 2017 SVG 14357300.12-15-2017.JB₈J₆₅UYRXEAPX0.CLM.29.svg 1.8 1.77 Black and white IV SVG 14357300.12-15-2017.JB₈J₆₅UYRXEAPX0.CLM.30.svg 0.73 2.87 Black and white and wherein X are each independently H, a halogen, SH, SR 3, OH, OR 3, OSO₂R 3, (SO)R 3, (S₀ 2)R 3, NRIR 2, NO 2, POR 3 R 3, PO(O R 3)R 3, PO(OR 3) 2, B(R 3) 2, B(OR 3)2, (CO)R 3, (C O)OR; R are each independently hydrogen; linear or branched or cyclic C I C 12 alky l which i s unsubstituted or substituted by one or more OH, C-C 4 alkoxy, phen y l, or by CN; C 2 -CpalkyI which is interrupted by one or more non-consecutive 0; halogen; OH; OR 3; SR 3; CN; NO,; NR 1 R 2; (CO)R 3; (CO)OR 3; O(CO) OR 3; O(CO)N Rj R 2; O(CO)R 3; C J -C l2 alkox y; C 1-C 12 alk ylt hio; (C j-C 6 'a lkyl)- NR₇Rs; or-O -(C I -C,a lkyl)NR 1 R 2; ar yl or heteroaryl (wherein a r yl is preferab ly phen yl, biphenyl, naphthyl, or ant h ryl all of which ar e unsub s tituted or are substituted by one or m ore C l- C 4 -alk yl, CN, O R 3, SR 3, C H 2 OR 3, (CO) OR 3, (CO)NR 1 R, or halogen); or two R together with the carbon atoms the y are attached to form a 5-8-me m bered cycle or heteroc ycle; Response to Office A ction m ailed and Advisory Action mailed R 1 and R 2 are each independently hydrogen, linear or branched C -C 6 alkyl or phenyl, or R, and R₂ together w ith the ni tro g en atom to which they are bonded to form a group SVG 14357300.12-15-2017.JB₈J₆₅UYRXEAPX0.CLM.31.svg 0.35 3.13 Black and white wherein R 1 is a different structure than R2; and R 3 is 1, C -C 12 alkyl, phen yl which is unsubsti t uted or is substituted by one or more CI- C 4 a lkyl, phenyl, halogen, CI- C 4 a l koxy or C 1 -C 4 alkyl thio. New
Clai m 31 (New): A segmented graphene nanoribbon, co m prisi rig: at least two different graphene segm ents covalent ly linked to each other; w herein each graphene s egment has a monodisperse segment width; wherein the s egment width of at leas t one of the graphene segments is 4 nm or less, "w herein t w o or more different graphene segments have repeating units derived from substituted an d/or unsubstituted naphtha l ene monomer compounds and wherein the segmented graphene nanoribbon has the structure V: SVG 14357300.12-15-2017.JB₈J₆₅UYRXEAPX0.CLM.32.svg 1.05 4.87 Black and white V under the provision that at least two of m, x, and n are >1; wherein m+x + n are > 10; and wherein Response to Office Action mailed and Advisory Action mailed October 19. 2017 X are each independently H, a halogen, SH, SR 3, OH, OR 3, OSO R 3, (SO)R 3, (SO) R 3, NR 1 R 2, NO 2, POR 3 R 3, PO(O R 3)R 3, PO(O R 3) 2, B(R 3)?, B(OR 3)z, (CO) R 3, (CO)O R;; Y are each independently H or two Y together form a direct b o nd between neighbouring repe at ing units; R are each independently hydrogen; linear or branched or cyclic C I C 12 alky l which is unsubstituted or substituted by one or more OH, C-C 4 alkox y, phen yl, or by CN; C 2-Cpalkyl which is interrupted by one or more non-consecuti v e 0; halogen; 01-1; OR 3; SR 3; CN; N02; NR 1 R 2; (C O)R 3; (CO)O R 3; O(C O)OR 3; O(CO) NRjR 2; O(C O)R 3; Cr -C 12 alkox y; C I- Cl 2 alkylt hio; (C I -Ca lky l)-NR₇R 8; or -O-(C I -Ca lkyl)NR 1 R 2; ar yl or heteroaryl (wherein aryl is preferably phen yl, biphenyl, naphthyl, or ant h ryl all of which are unsubstituted or are substituted by one or more C l- C 4 -alk y l, C N, OR 3, SR 3, C H 2 OR 3, (CO) OR 3, (CO)N R₁ R 2 or halogen); or two R together with the carbon a toms they are attached to form a 5-8- mem bered cycle or heteroc ycle; R 1 and R ? are each independently h ydrogen, linear or branched C I -C 6 alkyl or phen yl, or R 1 and R 2 together with the nitrogen atom to which they are bonded to form a group SVG 14357300.12-15-2017.JB₈J₆₅UYRXEAPX0.CLM.33.svg 0.35 3.4 Black and white R 3 is H, C-C- (alkyl, phenyl which is unsubstituted or is substituted by one or more C I-C 4 alk yl, phen yl, halogen, C I-C 4 a lkoxy or C-C 4 a l kylthio. New
2: A segmented graphene nano r ibbon, comprising: at least two different graphene s egments co v alently linked to each other; wherein each graphene s egment has a monodisperse segment w idt h; Response to Office A ction mailed Ju ne 15, 2017 and Advisory Action mailed October 19. 2017 wherein the segment width of at least one of the graphene segments is 4 nm or less, wherein at le ast one of the segments has a substituted or unsu b stituted repeating unit with N 1=5 and at least one of the segments has a substituted or unsubstituted repeating unit with N 2=10 or 15, wherein N I and N₂ are the number of di m er lines across the segment width and wherein the s egmented graphene nanoribbon has the structure X I: SVG 14357300.12-15-2017.JB₈J₆₅UYRXEAPX0.CLM.34.svg 2.24 5.33 Black and white XE SVG 14357300.12-15-2017.JB₈J₆₅UYRXEAPX0.CLM.35.svg 0.18 1.51 Black and white under the proviso that at least one in, p, q, r, s, u, v, w, and x is > 1, and a t least one of SVG 14357300.12-15-2017.JB₈J₆₅UYRXEAPX0.CLM.36.svg 0.51 3.21 Black and white and wherein X are each independently H, a halogen, SH, SR 3, OH, OR 3, OSO 2 R I, (SO)R 3, (S₀ 2)R 3, NR 1 R 2, NO 2, POR 3 R;, PO(0R;)R, PO(OR)}, B₃(R(;) 2, 13(0R₃) 2, (CO)R, (CO)OR; Response to Office A ction mailed Ju ne 15, 2017 and Advisory Action mailed Y are each independently H or two Y together form a direct bond between neighbouring repeating units. New
A segmented graphene nanoribbon, comprising: at lea st two different graphene segments co va lentl y linked to each other; w herein each graphene segment has a m onodisperse se g ment width; wherein the segment width of at least one of the graphene segments is 4 n m or less, wherein at least one of the segments has a substituted or unsubstituted repeating unit wi th N I= 7 and at least one of the segmen t s has a substitu t ed or unsubstituted repeating unit with N2= 14 or 21, wherei n N₁ and N₂ are t he nu m ber of di m er lines across the segment w idth and wherein the segmented graphene nanoribbo n has the structure If: SVG 14357300.12-15-2017.JB₈J₆₅UYRXEAPX0.CLM.37.svg 3.35 5.3 Black and white Response to Office Action mailed Ju ne 15, 2017 and Advisory Action mailed October 19. 2017 under the proviso that at least one of n, p, q. w, x, r, s, u, and v are > 1, and at least one of n, o, and t are > 1; SVG 14357300.12-15-2017.JB₈J₆₅UYRXEAPX0.CLM.38.svg 0.15 2.73 Black and white and wherein X are each independently H, a halogen, SH, SR 3, OH, OR 3, OS02R 3, (SO)R 3, (SO 2) R 3, NR IR 2, NO 2, POR 3 R 3, PO(O R 3)R 3, PO(OR 3) 2, B(R 3) 2, B(O R 3), (CO)R 3, (CO)OR;; Y are each independently 1- or two Y together form a direct bond be tw een neighbouring repe at ing uni ts. New
(N ew): A seg m ented graphene nanoribbon, co m prisi ng: at least tw o different graphene segments co va lently linked to each other; wherein each graphene segment has a m onodisperse segment width; wherein the seg m ent width of at least one of the graphene segments is 4 n m or
Materials described outside the worked examples.
segmented graphene nanoribbon
polycyclic aromatic monomer compound
Additional fabrication and treatment steps described in the patent.
Measurements and analyses referenced in the patent, with their drawing references.
Performance values and ranges asserted in the specification or claims.
| Property | Value | Material |
|---|---|---|
Thickness | 0.25–250 nm | — |
oligophenylene aromatic hydrocarbon monomer compound
anthracene monomer compound
pentacene monomer compound
naphthalene monomer compound
oligophenylene aromatic hydrocarbon monomer compound
anthracene monomer compound
pentacene monomer compound
naphthalene monomer compound
oligophenylene aromatic hydrocarbon monomer compound
anthracene monomer compound
pentacene monomer compound
naphthalene monomer compound
oligophenylene aromatic hydrocarbon monomer compound
anthracene monomer compound
pentacene monomer compound
naphthalene monomer compound
