Curved graphene nanoribbons derived from tetrahydropyrene-based polyphenylenes via one-pot K-region oxidation and Scholl cyclization

Sebastian Obermann; Wenhao Zheng; Jason Melidonie; Steffen Böckmann; Silvio Osella; Lenin Andrés Guerrero León; Felix Hennersdorf; David Beljonne; Jan J. Weigand; Mischa Bonn; Michael Ryan Hansen; Hai I. Wang; Ji Ma; Xinliang Feng

doi:10.1039/d3sc02824k

Paper details

Research paper

Experimental CharacterizationComputational DFT

Curved graphene nanoribbons derived from tetrahydropyrene-based polyphenylenes via one-pot K-region oxidation and Scholl cyclization

Sebastian Obermann, Wenhao Zheng, Jason Melidonie, Steffen Böckmann et al.

2024·10.1039/d3sc02824k·arXiv:2410.07726

Samples

Each sample groups how it was prepared, characterized, and measured. Click a card to expand.

Solution-synthesized curved pyrene-based graphene nanoribbon product.

4 characterizations3 properties

ExperimentalPyGNRStudied Material

Single crystal of model compound 1 used for X-ray crystallographic analysis.

1 characterization4 properties1 figure

Experimentalcompound 1Studied Material

Single crystal of precursor compound 11 used for X-ray crystallographic analysis.

1 characterization3 properties1 figure

Experimentalcompound 11Studied Material

DFT-calculated PyGNR model used to estimate the optical bandgap.

1 property

Simulated Supercell DftPyGNR (DFT model)Studied Material

Materials

PyGNR

Studied Material

Also known as

curved graphene nanoribbonpyrene-based GNR

studied material

compound 1

Studied Material

Also known as

Why these are connected

Related documents with shared materials, methods, properties, or citations.

Curved graphene nanoribbons derived from tetrahydropyrene-based polyphenylenes via one-pot K-region oxidation and Scholl cyclization | Matter42 Literature

Properties

Type	Label	Value	Material	Sample	Condition	Source
Xrd Space Group	space group	P1	compound 11	Single crystal of precursor compound 11 used for X-ray cryst		—
Xrd Space Group	space group	P21/c	compound 1	Single crystal of model compound 1 used for X-ray crystallog		—
Bond Length	sp3-carbon single bond	1.57angstrom	compound 11	Single crystal of precursor compound 11 used for X-ray cryst		—
Bond Length	sp3-carbon single bond	1.58angstrom	compound 11	Single crystal of precursor compound 11 used for X-ray cryst		—
Bond Length	K-region C=C bond	1.337angstrom	compound 1	Single crystal of model compound 1 used for X-ray crystallog		—
Bond Length	K-region C=C bond	1.361angstrom	compound 1	Single crystal of model compound 1 used for X-ray crystallog		—
Torsion Angle	cove-edge torsion angle	21deg	compound 1	Single crystal of model compound 1 used for X-ray crystallog		—
Absorption Peak	absorption maximum	680nm	PyGNR	Solution-synthesized curved pyrene-based graphene nanoribbon		—
Optical Band Gap	optical bandgap	1.4eV	PyGNR	Solution-synthesized curved pyrene-based graphene nanoribbon		—
Fet Mobility	macroscopic charge mobility	3.6cm²/Vs	PyGNR	Solution-synthesized curved pyrene-based graphene nanoribbon		—
Optical Band Gap	DFT-predicted bandgap	1.68eV	PyGNR (DFT model)	DFT-calculated PyGNR model used to estimate the optical band		—
Raman Peak	regex-detected Raman peak	882cm⁻¹	—	—	—	—
Raman Peak	regex-detected Raman peak	840cm⁻¹	—	—	—	—
Raman Peak	regex-detected Raman peak	640cm⁻¹	—	—	—	—
Raman Peak	regex-detected Raman peak	1590cm⁻¹	—	—	—	—
Raman Peak	regex-detected Raman peak	3170cm⁻¹	—	—	—	—
Raman Peak	regex-detected Raman peak	3000cm⁻¹	—	—	—	—
Raman Peak	regex-detected Raman peak	2750cm⁻¹	—	—	—	—
Raman Peak	regex-detected Raman peak	790cm⁻¹	—	—	—	—
Raman Peak	regex-detected Raman peak	770cm⁻¹	—	—	—	—
Raman Peak	regex-detected Raman peak	900cm⁻¹	—	—	—	—
Raman Peak	regex-detected Raman peak	600cm⁻¹	—	—	—	—
Ir Band Position	IR band	885cm⁻¹	—	—	—	—
Dr Feature Position	A exciton	326nm	—	—		—
Dr Feature Position	A exciton	437nm	—	—		—
Dr Feature Position	B exciton	367nm	—	—		—

Properties

Type	Label	Value	Material	Sample	Condition	Source
Xrd Space Group	space group	P1	compound 11	Single crystal of precursor compound 11 used for X-ray cryst		—
Xrd Space Group	space group	P21/c	compound 1	Single crystal of model compound 1 used for X-ray crystallog		—
Bond Length	sp3-carbon single bond	1.57angstrom	compound 11	Single crystal of precursor compound 11 used for X-ray cryst		—
Bond Length	sp3-carbon single bond	1.58angstrom	compound 11	Single crystal of precursor compound 11 used for X-ray cryst		—
Bond Length	K-region C=C bond	1.337angstrom	compound 1	Single crystal of model compound 1 used for X-ray crystallog		—
Bond Length	K-region C=C bond	1.361angstrom	compound 1	Single crystal of model compound 1 used for X-ray crystallog		—
Torsion Angle	cove-edge torsion angle	21deg	compound 1	Single crystal of model compound 1 used for X-ray crystallog		—
Absorption Peak	absorption maximum	680nm	PyGNR	Solution-synthesized curved pyrene-based graphene nanoribbon		—
Optical Band Gap	optical bandgap	1.4eV	PyGNR	Solution-synthesized curved pyrene-based graphene nanoribbon		—
Fet Mobility	macroscopic charge mobility	3.6cm²/Vs	PyGNR	Solution-synthesized curved pyrene-based graphene nanoribbon		—
Optical Band Gap	DFT-predicted bandgap	1.68eV	PyGNR (DFT model)	DFT-calculated PyGNR model used to estimate the optical band		—
Raman Peak	regex-detected Raman peak	882cm⁻¹	—	—	—	—
Raman Peak	regex-detected Raman peak	840cm⁻¹	—	—	—	—
Raman Peak	regex-detected Raman peak	640cm⁻¹	—	—	—	—
Raman Peak	regex-detected Raman peak	1590cm⁻¹	—	—	—	—
Raman Peak	regex-detected Raman peak	3170cm⁻¹	—	—	—	—
Raman Peak	regex-detected Raman peak	3000cm⁻¹	—	—	—	—
Raman Peak	regex-detected Raman peak	2750cm⁻¹	—	—	—	—
Raman Peak	regex-detected Raman peak	790cm⁻¹	—	—	—	—
Raman Peak	regex-detected Raman peak	770cm⁻¹	—	—	—	—
Raman Peak	regex-detected Raman peak	900cm⁻¹	—	—	—	—
Raman Peak	regex-detected Raman peak	600cm⁻¹	—	—	—	—
Ir Band Position	IR band	885cm⁻¹	—	—	—	—
Dr Feature Position	A exciton	326nm	—	—		—
Dr Feature Position	A exciton	437nm	—	—		—
Dr Feature Position	B exciton	367nm	—	—		—

Properties

Type	Label	Value	Material	Sample	Condition	Source
Xrd Space Group	space group	P1	compound 11	Single crystal of precursor compound 11 used for X-ray cryst		—
Xrd Space Group	space group	P21/c	compound 1	Single crystal of model compound 1 used for X-ray crystallog		—
Bond Length	sp3-carbon single bond	1.57angstrom	compound 11	Single crystal of precursor compound 11 used for X-ray cryst		—
Bond Length	sp3-carbon single bond	1.58angstrom	compound 11	Single crystal of precursor compound 11 used for X-ray cryst		—
Bond Length	K-region C=C bond	1.337angstrom	compound 1	Single crystal of model compound 1 used for X-ray crystallog		—
Bond Length	K-region C=C bond	1.361angstrom	compound 1	Single crystal of model compound 1 used for X-ray crystallog		—
Torsion Angle	cove-edge torsion angle	21deg	compound 1	Single crystal of model compound 1 used for X-ray crystallog		—
Absorption Peak	absorption maximum	680nm	PyGNR	Solution-synthesized curved pyrene-based graphene nanoribbon		—
Optical Band Gap	optical bandgap	1.4eV	PyGNR	Solution-synthesized curved pyrene-based graphene nanoribbon		—
Fet Mobility	macroscopic charge mobility	3.6cm²/Vs	PyGNR	Solution-synthesized curved pyrene-based graphene nanoribbon		—
Optical Band Gap	DFT-predicted bandgap	1.68eV	PyGNR (DFT model)	DFT-calculated PyGNR model used to estimate the optical band		—
Raman Peak	regex-detected Raman peak	882cm⁻¹	—	—	—	—
Raman Peak	regex-detected Raman peak	840cm⁻¹	—	—	—	—
Raman Peak	regex-detected Raman peak	640cm⁻¹	—	—	—	—
Raman Peak	regex-detected Raman peak	1590cm⁻¹	—	—	—	—
Raman Peak	regex-detected Raman peak	3170cm⁻¹	—	—	—	—
Raman Peak	regex-detected Raman peak	3000cm⁻¹	—	—	—	—
Raman Peak	regex-detected Raman peak	2750cm⁻¹	—	—	—	—
Raman Peak	regex-detected Raman peak	790cm⁻¹	—	—	—	—
Raman Peak	regex-detected Raman peak	770cm⁻¹	—	—	—	—
Raman Peak	regex-detected Raman peak	900cm⁻¹	—	—	—	—
Raman Peak	regex-detected Raman peak	600cm⁻¹	—	—	—	—
Ir Band Position	IR band	885cm⁻¹	—	—	—	—
Dr Feature Position	A exciton	326nm	—	—		—
Dr Feature Position	A exciton	437nm	—	—		—
Dr Feature Position	B exciton	367nm	—	—		—

Properties

Type	Label	Value	Material	Sample	Condition	Source
Xrd Space Group	space group	P1	compound 11	Single crystal of precursor compound 11 used for X-ray cryst		—
Xrd Space Group	space group	P21/c	compound 1	Single crystal of model compound 1 used for X-ray crystallog		—
Bond Length	sp3-carbon single bond	1.57angstrom	compound 11	Single crystal of precursor compound 11 used for X-ray cryst		—
Bond Length	sp3-carbon single bond	1.58angstrom	compound 11	Single crystal of precursor compound 11 used for X-ray cryst		—
Bond Length	K-region C=C bond	1.337angstrom	compound 1	Single crystal of model compound 1 used for X-ray crystallog		—
Bond Length	K-region C=C bond	1.361angstrom	compound 1	Single crystal of model compound 1 used for X-ray crystallog		—
Torsion Angle	cove-edge torsion angle	21deg	compound 1	Single crystal of model compound 1 used for X-ray crystallog		—
Absorption Peak	absorption maximum	680nm	PyGNR	Solution-synthesized curved pyrene-based graphene nanoribbon		—
Optical Band Gap	optical bandgap	1.4eV	PyGNR	Solution-synthesized curved pyrene-based graphene nanoribbon		—
Fet Mobility	macroscopic charge mobility	3.6cm²/Vs	PyGNR	Solution-synthesized curved pyrene-based graphene nanoribbon		—
Optical Band Gap	DFT-predicted bandgap	1.68eV	PyGNR (DFT model)	DFT-calculated PyGNR model used to estimate the optical band		—
Raman Peak	regex-detected Raman peak	882cm⁻¹	—	—	—	—
Raman Peak	regex-detected Raman peak	840cm⁻¹	—	—	—	—
Raman Peak	regex-detected Raman peak	640cm⁻¹	—	—	—	—
Raman Peak	regex-detected Raman peak	1590cm⁻¹	—	—	—	—
Raman Peak	regex-detected Raman peak	3170cm⁻¹	—	—	—	—
Raman Peak	regex-detected Raman peak	3000cm⁻¹	—	—	—	—
Raman Peak	regex-detected Raman peak	2750cm⁻¹	—	—	—	—
Raman Peak	regex-detected Raman peak	790cm⁻¹	—	—	—	—
Raman Peak	regex-detected Raman peak	770cm⁻¹	—	—	—	—
Raman Peak	regex-detected Raman peak	900cm⁻¹	—	—	—	—
Raman Peak	regex-detected Raman peak	600cm⁻¹	—	—	—	—
Ir Band Position	IR band	885cm⁻¹	—	—	—	—
Dr Feature Position	A exciton	326nm	—	—		—
Dr Feature Position	A exciton	437nm	—	—		—
Dr Feature Position	B exciton	367nm	—	—		—

Curved graphene nanoribbons derived from tetrahydropyrene-based polyphenylenes via one-pot K-region oxidation and Scholl cyclization

Samples

Solution-synthesized curved pyrene-based graphene nanoribbon product.

Single crystal of model compound 1 used for X-ray crystallographic analysis.

Single crystal of precursor compound 11 used for X-ray crystallographic analysis.

DFT-calculated PyGNR model used to estimate the optical bandgap.

Materials

Why these are connected

Curved graphene nanoribbons derived from tetrahydropyrene-based polyphenylenes via one-pot K-region oxidation and Scholl cyclization

Samples

Solution-synthesized curved pyrene-based graphene nanoribbon product.

Single crystal of model compound 1 used for X-ray crystallographic analysis.

Single crystal of precursor compound 11 used for X-ray crystallographic analysis.

DFT-calculated PyGNR model used to estimate the optical bandgap.

Materials

Why these are connected

Curved graphene nanoribbons derived from tetrahydropyrene-based polyphenylenes via one-pot K-region oxidation and Scholl cyclization

Samples

Solution-synthesized curved pyrene-based graphene nanoribbon product.

Single crystal of model compound 1 used for X-ray crystallographic analysis.

Single crystal of precursor compound 11 used for X-ray crystallographic analysis.

DFT-calculated PyGNR model used to estimate the optical bandgap.

Materials

Why these are connected

Curved graphene nanoribbons derived from tetrahydropyrene-based polyphenylenes via one-pot K-region oxidation and Scholl cyclization

Samples

Solution-synthesized curved pyrene-based graphene nanoribbon product.

Single crystal of model compound 1 used for X-ray crystallographic analysis.

Single crystal of precursor compound 11 used for X-ray crystallographic analysis.

DFT-calculated PyGNR model used to estimate the optical bandgap.

Materials

Why these are connected

Curved graphene nanoribbons derived from tetrahydropyrene-based polyphenylenes via one-pot K-region oxidation and Scholl cyclization

Samples

Solution-synthesized curved pyrene-based graphene nanoribbon product.

Single crystal of model compound 1 used for X-ray crystallographic analysis.

Single crystal of precursor compound 11 used for X-ray crystallographic analysis.

DFT-calculated PyGNR model used to estimate the optical bandgap.

Materials

Why these are connected

Curved graphene nanoribbons derived from tetrahydropyrene-based polyphenylenes via one-pot K-region oxidation and Scholl cyclization

Samples

Solution-synthesized curved pyrene-based graphene nanoribbon product.

Single crystal of model compound 1 used for X-ray crystallographic analysis.

Single crystal of precursor compound 11 used for X-ray crystallographic analysis.

DFT-calculated PyGNR model used to estimate the optical bandgap.

Materials

Why these are connected

Curved graphene nanoribbons derived from tetrahydropyrene-based polyphenylenes via one-pot K-region oxidation and Scholl cyclization

Samples

Solution-synthesized curved pyrene-based graphene nanoribbon product.

Single crystal of model compound 1 used for X-ray crystallographic analysis.

Single crystal of precursor compound 11 used for X-ray crystallographic analysis.

DFT-calculated PyGNR model used to estimate the optical bandgap.

Materials

Why these are connected

Curved graphene nanoribbons derived from tetrahydropyrene-based polyphenylenes via one-pot K-region oxidation and Scholl cyclization

Samples

Solution-synthesized curved pyrene-based graphene nanoribbon product.

Single crystal of model compound 1 used for X-ray crystallographic analysis.

Single crystal of precursor compound 11 used for X-ray crystallographic analysis.

DFT-calculated PyGNR model used to estimate the optical bandgap.

Materials

Why these are connected

Characterization

Properties

Simulations

Characterization

Properties

Simulations

Characterization

Properties

Simulations

Characterization

Properties

Simulations