Site-Specific Substitutional Boron Doping of Semiconducting Armchair Graphene Nanoribbons
Abstract
A fundamental requirement for the development of advanced electronic device architectures based on graphene nanoribbon (GNR) technology is the ability to modulate the band structure and charge carrier concentration by substituting specific carbon atoms in the hexagonal graphene lattice with p- or n-type dopant heteroatoms. Here we report the atomically precise introduction of group III dopant atoms into bottom-up fabricated semiconducting armchair GNRs (AGNRs). Trigonal-planar B atoms along the backbone of the GNR share an empty p-orbital with the extended π-band for dopant functionality. Scanning tunneling microscopy (STM) topography reveals a characteristic modulation of the local density of states along the backbone of the GNR that is superimposable with the expected position and concentration of dopant B atoms. First-principles calculations support the experimental findings and provide additional insight into the band structure of B-doped 7-AGNRs.
- Authors:
-
- Univ. of California, Berkeley, CA (United States)
- Univ. of California, Berkeley, CA (United States); Lawrence Berkeley National Lab. (LBNL), Berkeley, CA (United States)
- Publication Date:
- Research Org.:
- Lawrence Berkeley National Laboratory (LBNL), Berkeley, CA (United States)
- Sponsoring Org.:
- USDOE Office of Science (SC), Basic Energy Sciences (BES) (SC-22), Materials Sciences & Engineering Division (SC-22.2)
- OSTI Identifier:
- 1512219
- Grant/Contract Number:
- AC02-05CH11231
- Resource Type:
- Accepted Manuscript
- Journal Name:
- Journal of the American Chemical Society
- Additional Journal Information:
- Journal Volume: 137; Journal Issue: 28; Journal ID: ISSN 0002-7863
- Publisher:
- American Chemical Society (ACS)
- Country of Publication:
- United States
- Language:
- English
- Subject:
- 37 INORGANIC, ORGANIC, PHYSICAL, AND ANALYTICAL CHEMISTRY
Citation Formats
Cloke, Ryan R., Marangoni, Tomas, Nguyen, Giang D., Joshi, Trinity, Rizzo, Daniel J., Bronner, Christopher, Cao, Ting, Louie, Steven G., Crommie, Michael F., and Fischer, Felix R. Site-Specific Substitutional Boron Doping of Semiconducting Armchair Graphene Nanoribbons. United States: N. p., 2015.
Web. doi:10.1021/jacs.5b02523.
Cloke, Ryan R., Marangoni, Tomas, Nguyen, Giang D., Joshi, Trinity, Rizzo, Daniel J., Bronner, Christopher, Cao, Ting, Louie, Steven G., Crommie, Michael F., & Fischer, Felix R. Site-Specific Substitutional Boron Doping of Semiconducting Armchair Graphene Nanoribbons. United States. https://doi.org/10.1021/jacs.5b02523
Cloke, Ryan R., Marangoni, Tomas, Nguyen, Giang D., Joshi, Trinity, Rizzo, Daniel J., Bronner, Christopher, Cao, Ting, Louie, Steven G., Crommie, Michael F., and Fischer, Felix R. Wed .
"Site-Specific Substitutional Boron Doping of Semiconducting Armchair Graphene Nanoribbons". United States. https://doi.org/10.1021/jacs.5b02523. https://www.osti.gov/servlets/purl/1512219.
@article{osti_1512219,
title = {Site-Specific Substitutional Boron Doping of Semiconducting Armchair Graphene Nanoribbons},
author = {Cloke, Ryan R. and Marangoni, Tomas and Nguyen, Giang D. and Joshi, Trinity and Rizzo, Daniel J. and Bronner, Christopher and Cao, Ting and Louie, Steven G. and Crommie, Michael F. and Fischer, Felix R.},
abstractNote = {A fundamental requirement for the development of advanced electronic device architectures based on graphene nanoribbon (GNR) technology is the ability to modulate the band structure and charge carrier concentration by substituting specific carbon atoms in the hexagonal graphene lattice with p- or n-type dopant heteroatoms. Here we report the atomically precise introduction of group III dopant atoms into bottom-up fabricated semiconducting armchair GNRs (AGNRs). Trigonal-planar B atoms along the backbone of the GNR share an empty p-orbital with the extended π-band for dopant functionality. Scanning tunneling microscopy (STM) topography reveals a characteristic modulation of the local density of states along the backbone of the GNR that is superimposable with the expected position and concentration of dopant B atoms. First-principles calculations support the experimental findings and provide additional insight into the band structure of B-doped 7-AGNRs.},
doi = {10.1021/jacs.5b02523},
journal = {Journal of the American Chemical Society},
number = 28,
volume = 137,
place = {United States},
year = {Wed Jul 08 00:00:00 EDT 2015},
month = {Wed Jul 08 00:00:00 EDT 2015}
}
Web of Science
Figures / Tables:
Works referenced in this record:
Atomically precise bottom-up fabrication of graphene nanoribbons
journal, July 2010
- Cai, Jinming; Ruffieux, Pascal; Jaafar, Rached
- Nature, Vol. 466, Issue 7305
Prediction of very large values of magnetoresistance in a graphene nanoribbon device
journal, June 2008
- Kim, Woo Youn; Kim, Kwang S.
- Nature Nanotechnology, Vol. 3, Issue 7
Half-metallic graphene nanoribbons
journal, November 2006
- Son, Young-Woo; Cohen, Marvin L.; Louie, Steven G.
- Nature, Vol. 444, Issue 7117
Electronic Structure and Stability of Semiconducting Graphene Nanoribbons
journal, December 2006
- Barone, Verónica; Hod, Oded; Scuseria, Gustavo E.
- Nano Letters, Vol. 6, Issue 12
Experimentally Engineering the Edge Termination of Graphene Nanoribbons
journal, December 2012
- Zhang, Xiaowei; Yazyev, Oleg V.; Feng, Juanjuan
- ACS Nano, Vol. 7, Issue 1
Energy Gaps in Graphene Nanoribbons
journal, November 2006
- Son, Young-Woo; Cohen, Marvin L.; Louie, Steven G.
- Physical Review Letters, Vol. 97, Issue 21
Voltage-dependent conductance of a single graphene nanoribbon
journal, October 2012
- Koch, Matthias; Ample, Francisco; Joachim, Christian
- Nature Nanotechnology, Vol. 7, Issue 11
The role of defects and doping in 2D graphene sheets and 1D nanoribbons
journal, May 2012
- Terrones, Humberto; Lv, Ruitao; Terrones, Mauricio
- Reports on Progress in Physics, Vol. 75, Issue 6
Electronic and Transport Properties of Boron-Doped Graphene Nanoribbons
journal, May 2007
- Martins, T. B.; Miwa, R. H.; da Silva, Antônio J. R.
- Physical Review Letters, Vol. 98, Issue 19
Intrinsic Current−Voltage Characteristics of Graphene Nanoribbon Transistors and Effect of Edge Doping
journal, June 2007
- Yan, Qimin; Huang, Bing; Yu, Jie
- Nano Letters, Vol. 7, Issue 6
Carbon-based electronics
journal, September 2007
- Avouris, Phaedon; Chen, Zhihong; Perebeinos, Vasili
- Nature Nanotechnology, Vol. 2, Issue 10
Correlating Atomic Structure and Transport in Suspended Graphene Nanoribbons
journal, June 2014
- Qi, Zhengqing John; Rodríguez-Manzo, Julio A.; Botello-Méndez, Andrés R.
- Nano Letters, Vol. 14, Issue 8
Topographic and Spectroscopic Characterization of Electronic Edge States in CVD Grown Graphene Nanoribbons
journal, January 2012
- Pan, Minghu; Girão, E. Costa; Jia, Xiaoting
- Nano Letters, Vol. 12, Issue 4
Spatially resolving edge states of chiral graphene nanoribbons
journal, May 2011
- Tao, Chenggang; Jiao, Liying; Yazyev, Oleg V.
- Nature Physics, Vol. 7, Issue 8
Tuning the Band Gap of Graphene Nanoribbons Synthesized from Molecular Precursors
journal, June 2013
- Chen, Yen-Chia; de Oteyza, Dimas G.; Pedramrazi, Zahra
- ACS Nano, Vol. 7, Issue 7
Molecular bandgap engineering of bottom-up synthesized graphene nanoribbon heterojunctions
journal, January 2015
- Chen, Yen-Chia; Cao, Ting; Chen, Chen
- Nature Nanotechnology, Vol. 10, Issue 2
Molecules–Oligomers–Nanowires–Graphene Nanoribbons: A Bottom-Up Stepwise On-Surface Covalent Synthesis Preserving Long-Range Order
journal, January 2015
- Basagni, Andrea; Sedona, Francesco; Pignedoli, Carlo A.
- Journal of the American Chemical Society, Vol. 137, Issue 5
Bottom-Up Synthesis of Liquid-Phase-Processable Graphene Nanoribbons with Near-Infrared Absorption
journal, October 2014
- Narita, Akimitsu; Verzhbitskiy, Ivan A.; Frederickx, Wout
- ACS Nano, Vol. 8, Issue 11
Termini of Bottom-Up Fabricated Graphene Nanoribbons
journal, January 2013
- Talirz, Leopold; Söde, Hajo; Cai, Jinming
- Journal of the American Chemical Society, Vol. 135, Issue 6
Graphene nanoribbon heterojunctions
journal, September 2014
- Cai, Jinming; Pignedoli, Carlo A.; Talirz, Leopold
- Nature Nanotechnology, Vol. 9, Issue 11
Aligning the Band Gap of Graphene Nanoribbons by Monomer Doping
journal, March 2013
- Bronner, Christopher; Stremlau, Stephan; Gille, Marie
- Angewandte Chemie International Edition, Vol. 52, Issue 16
Large-scale solution synthesis of narrow graphene nanoribbons
journal, February 2014
- Vo, Timothy H.; Shekhirev, Mikhail; Kunkel, Donna A.
- Nature Communications, Vol. 5, Issue 1
Bitopic Bis- and Tris(1-pyrazolyl)borate Ligands: Syntheses and Structural Characterization
journal, April 2004
- Bieller, Susanne; Zhang, Fan; Bolte, Michael
- Organometallics, Vol. 23, Issue 9
Boron-Doped Tri(9,10-anthrylene)s: Synthesis, Structural Characterization, and Optoelectronic Properties
journal, October 2012
- Hoffend, Claas; Schödel, Frauke; Bolte, Michael
- Chemistry - A European Journal, Vol. 18, Issue 48
A Boron-Containing PAH as a Substructure of Boron-Doped Graphene
journal, October 2012
- Dou, Chuandong; Saito, Shohei; Matsuo, Kyohei
- Angewandte Chemie International Edition, Vol. 51, Issue 49
Intraribbon Heterojunction Formation in Ultranarrow Graphene Nanoribbons
journal, February 2012
- Blankenburg, Stephan; Cai, Jinming; Ruffieux, Pascal
- ACS Nano, Vol. 6, Issue 3
Electronic Structure of Atomically Precise Graphene Nanoribbons
journal, July 2012
- Ruffieux, Pascal; Cai, Jinming; Plumb, Nicholas C.
- ACS Nano, Vol. 6, Issue 8
Probing the mechanism for graphene nanoribbon formation on gold surfaces through X-ray spectroscopy
journal, January 2014
- Batra, Arunabh; Cvetko, Dean; Kladnik, Gregor
- Chem. Sci., Vol. 5, Issue 11
Tracking and Removing Br during the On-Surface Synthesis of a Graphene Nanoribbon
journal, December 2014
- Bronner, Christopher; Björk, Jonas; Tegeder, Petra
- The Journal of Physical Chemistry C, Vol. 119, Issue 1
Works referencing / citing this record:
Synthesis of π-extended B ← N coordinated phenanthroimidazole dimers and their linear and nonlinear optical properties
journal, January 2020
- Vanga, Mukundam; Sa, Shreenibasa; Kumari, Anupa
- Dalton Transactions, Vol. 49, Issue 23
Structurally uniform and atomically precise carbon nanostructures
journal, January 2016
- Segawa, Yasutomo; Ito, Hideto; Itami, Kenichiro
- Nature Reviews Materials, Vol. 1, Issue 1
Doped graphenes as anodes with large capacity for lithium-ion batteries
journal, January 2016
- Zhou, Liujiang; Hou, Z. F.; Gao, Bo
- Journal of Materials Chemistry A, Vol. 4, Issue 35
Efficient Bottom-Up Preparation of Graphene Nanoribbons by Mild Suzuki-Miyaura Polymerization of Simple Triaryl Monomers
journal, May 2016
- Li, Gang; Yoon, Ki-Young; Zhong, Xinjue
- Chemistry - A European Journal, Vol. 22, Issue 27
On‐Surface Synthesis of 8‐ and 10‐Armchair Graphene Nanoribbons
journal, March 2019
- Sun, Kewei; Ji, Penghui; Zhang, Junjie
- Small, Vol. 15, Issue 15
Polycyclic aromatic hydrocarbons in the graphene era
journal, June 2019
- Wang, Xiao-Ye; Yao, Xuelin; Müllen, Klaus
- Science China Chemistry, Vol. 62, Issue 9
B=N Units as Part of Extended π-Conjugated Oligomers and Polymers
journal, July 2016
- Helten, Holger
- Chemistry - A European Journal, Vol. 22, Issue 37
Oxidization stability of atomically precise graphene nanoribbons
journal, January 2018
- Ma, Chuanxu; Xiao, Zhongcan; Puretzky, Alex A.
- Physical Review Materials, Vol. 2, Issue 1
Halogen-Free On-Surface Synthesis of Rylene-Type Graphene Nanoribbons
journal, July 2017
- Cai, Zeying; She, Limin; He, Yangyong
- Macromolecular Chemistry and Physics, Vol. 218, Issue 17
B–N coordinated triaryl pyrazole: effect of dimerization, and optical and NLO properties
journal, January 2019
- Mukundam, Vanga; Sa, Shreenibasa; Kumari, Anupa
- Journal of Materials Chemistry C, Vol. 7, Issue 40
On-Surface Synthesis of Carbon Nanostructures
journal, March 2018
- Sun, Qiang; Zhang, Renyuan; Qiu, Jun
- Advanced Materials, Vol. 30, Issue 17
Recent advances in two-dimensional materials and their nanocomposites in sustainable energy conversion applications
journal, January 2019
- Khan, Karim; Tareen, Ayesha Khan; Aslam, Muhammad
- Nanoscale, Vol. 11, Issue 45
On-surface synthesis of graphene clusters from a Z-bar-linkage precursor with quaterphenyl branches
journal, January 2018
- Xu, Zhen; Kojima, Takahiro; Wang, Wanyu
- Materials Chemistry Frontiers, Vol. 2, Issue 4
The synthesis of brominated-boron-doped PAHs by alkyne 1,1-bromoboration: mechanistic and functionalisation studies
journal, January 2020
- Yuan, K.; Kahan, R. J.; Si, C.
- Chemical Science, Vol. 11, Issue 12
Spin-polarized Fermi surface, hole-doping and band gap in graphene with boron impurities
journal, January 2018
- Fedorov, Alexander V.; Yashina, Lada V.; Vilkov, Oleg Yu.
- Nanoscale, Vol. 10, Issue 48
Magical Allotropes of Carbon: Prospects and Applications
text, January 2016
- Tiwari, Santosh K.; Kumar, Vijay; Huczko, Andrzej
- Taylor & Francis
Chemische Synthese an Oberflächen mit Präzision in atomarer Größenordnung: Beherrschung von Komplexität und Genauigkeit
journal, November 2019
- Wang, Can; Chi, Lifeng; Ciesielski, Artur
- Angewandte Chemie, Vol. 131, Issue 52
Synthesis of a Doubly Boron-Doped Perylene through NHC-Borenium Hydroboration/C−H Borylation/Dehydrogenation
journal, August 2017
- Farrell, Jeffrey M.; Schmidt, David; Grande, Vincenzo
- Angewandte Chemie International Edition, Vol. 56, Issue 39
Hierarchical on-surface synthesis and electronic structure of carbonyl-functionalized one- and two-dimensional covalent nanoarchitectures
journal, March 2017
- Steiner, Christian; Gebhardt, Julian; Ammon, Maximilian
- Nature Communications, Vol. 8, Issue 1
Substitutional impurity in single-layer graphene: The Koster–Slater and Anderson models
journal, June 2016
- Davydov, S. Yu.
- Semiconductors, Vol. 50, Issue 6
Probing the origin of photoluminescence brightening in graphene nanoribbons
journal, April 2019
- Alavi, Seyed Khalil; Senkovskiy, Boris V.; Pfeiffer, Markus
- 2D Materials, Vol. 6, Issue 3
Production and processing of graphene and related materials
journal, January 2020
- Backes, Claudia; Abdelkader, Amr M.; Alonso, Concepción
- 2D Materials, Vol. 7, Issue 2
CuNi binary alloy catalyst for growth of nitrogen-doped graphene by low pressure chemical vapor deposition
journal, October 2016
- Papon, Remi; Sharma, Kamal P.; Mahayavanshi, Rakesh D.
- physica status solidi (RRL) - Rapid Research Letters, Vol. 10, Issue 10
Understanding the spin-dependent electronic properties of symmetrically far-edge doped zigzag graphene nanoribbon from a first principles study
journal, January 2017
- Sarmah, Amrit; Hobza, Pavel
- RSC Adv., Vol. 7, Issue 74
Finding the hidden valence band of N = 7 armchair graphene nanoribbons with angle-resolved photoemission spectroscopy
journal, April 2018
- Senkovskiy, Boris V.; Usachov, Dmitry Yu; Fedorov, Alexander V.
- 2D Materials, Vol. 5, Issue 3
Boron-doped nanographene: Lewis acidity, redox properties, and battery electrode performance
journal, January 2016
- Osumi, Shinichiro; Saito, Shohei; Dou, Chuandong
- Chemical Science, Vol. 7, Issue 1
Multiple heteroatom substitution to graphene nanoribbon
journal, April 2018
- Kawai, Shigeki; Nakatsuka, Soichiro; Hatakeyama, Takuji
- Science Advances, Vol. 4, Issue 4
Doping graphene with boron: a review of synthesis methods, physicochemical characterization, and emerging applications
journal, January 2016
- Agnoli, Stefano; Favaro, Marco
- Journal of Materials Chemistry A, Vol. 4, Issue 14
Covalent on-surface polymerization
journal, January 2020
- Grill, Leonhard; Hecht, Stefan
- Nature Chemistry, Vol. 12, Issue 2
Generation of a series of B n fused oligo-naphthalenes ( n = 1 to 3) from a B 1 -polycyclic aromatic hydrocarbon
journal, January 2018
- Kahan, R. J.; Crossley, D. L.; Cid, J.
- Chemical Communications, Vol. 54, Issue 68
Aryl Radical Geometry Determines Nanographene Formation on Au(111)
journal, October 2016
- Jacobse, Peter H.; van den Hoogenband, Adri; Moret, Marc-Etienne
- Angewandte Chemie International Edition, Vol. 55, Issue 42
Borophene-graphene heterostructures
journal, October 2019
- Liu, Xiaolong; Hersam, Mark C.
- Science Advances, Vol. 5, Issue 10
Heterostructures through Divergent Edge Reconstruction in Nitrogen-Doped Segmented Graphene Nanoribbons
journal, August 2016
- Marangoni, Tomas; Haberer, Danny; Rizzo, Daniel J.
- Chemistry - A European Journal, Vol. 22, Issue 37
Engineered electronic states in atomically precise artificial lattices and graphene nanoribbons
journal, January 2019
- Yan, Linghao; Liljeroth, Peter
- Advances in Physics: X, Vol. 4, Issue 1
On-Surface Synthesis of Atomically Precise Graphene Nanoribbons
journal, February 2016
- Talirz, Leopold; Ruffieux, Pascal; Fasel, Roman
- Advanced Materials, Vol. 28, Issue 29
Modified Engineering of Graphene Nanoribbons Prepared via On‐Surface Synthesis
journal, December 2019
- Zhou, Xiahong; Yu, Gui
- Advanced Materials, Vol. 32, Issue 6
Selective on-surface covalent coupling based on metal-organic coordination template
journal, January 2019
- Xing, Shuaipeng; Zhang, Zhe; Fei, Xiyu
- Nature Communications, Vol. 10, Issue 1
Chemical Synthesis at Surfaces with Atomic Precision: Taming Complexity and Perfection
journal, December 2019
- Wang, Can; Chi, Lifeng; Ciesielski, Artur
- Angewandte Chemie International Edition, Vol. 58, Issue 52
Diacetylene Linked Anthracene Oligomers Synthesized by One-Shot Homocoupling of Trimethylsilyl on Cu(111)
journal, July 2018
- Kawai, Shigeki; Krejčí, Ondrěj; Foster, Adam S.
- ACS Nano, Vol. 12, Issue 8
Magical Allotropes of Carbon: Prospects and Applications
text, January 2016
- Tiwari, Santosh K.; Kumar, Vijay; Huczko, Andrzej
- Taylor & Francis
On-Surface Synthesis of Atomically Precise Graphene Nanoribbons
text, January 2016
- Ruffieux, Pascal; Fasel, Roman; Talirz, Leopold
- Wiley-VCH
Synthesis of a Doubly Boron-Doped Perylene through NHC-Borenium Hydroboration/C−H Borylation/Dehydrogenation
journal, August 2017
- Farrell, Jeffrey M.; Schmidt, David; Grande, Vincenzo
- Angewandte Chemie, Vol. 129, Issue 39
Aryl Radical Geometry Determines Nanographene Formation on Au(111)
journal, October 2016
- Jacobse, Peter H.; van den Hoogenband, Adri; Moret, Marc-Etienne
- Angewandte Chemie, Vol. 128, Issue 42
Production and processing of graphene and related materials
text, January 2020
- Backes, C.; Abdelkader, Am; Alonso, C.
- Apollo - University of Cambridge Repository
Production and processing of graphene and related materials
text, January 2020
- Backes, Claudia; Abdelkader, Amr M.; Alonso, Concepción
- RWTH Aachen University
Engineered electronic states in atomically precise artificial lattices and graphene nanoribbons
text, January 2019
- Yan, Linghao; Liljeroth, Peter
- arXiv
Controlling a Chemical Coupling Reaction on a Surface: Tools and Strategies for On-Surface Synthesis
journal, March 2019
- Clair, Sylvain; de Oteyza, Dimas G.
- Chemical Reviews, Vol. 119, Issue 7
One Precursor but Two Types of Graphene Nanoribbons: On-Surface Transformations of 10,10′-Dichloro-9,9′-bianthryl on Ag(111)
journal, March 2019
- Jacobse, Peter H.; Simonov, Konstantin A.; Mangnus, Mark J. J.
- The Journal of Physical Chemistry C, Vol. 123, Issue 14
Hierarchical on-surface synthesis and electronic structure of carbonyl-functionalized one- and two-dimensional covalent nanoarchitectures
journal, March 2017
- Steiner, Christian; Gebhardt, Julian; Ammon, Maximilian
- Nature Communications, Vol. 8, Issue 1
Selective on-surface covalent coupling based on metal-organic coordination template
journal, January 2019
- Xing, Shuaipeng; Zhang, Zhe; Fei, Xiyu
- Nature Communications, Vol. 10, Issue 1
Multiple heteroatom substitution to graphene nanoribbon
journal, April 2018
- Kawai, Shigeki; Nakatsuka, Soichiro; Hatakeyama, Takuji
- Science Advances, Vol. 4, Issue 4
Width-Dependent Band Gap in Armchair Graphene Nanoribbons Reveals Fermi Level Pinning on Au(111)
text, January 2017
- Merino-Díez, Néstor; Garcia-Lekue, Aran; Carbonell-Sanromà, Eduard
- arXiv
Engineered electronic states in atomically precise artificial lattices and graphene nanoribbons
text, January 2019
- Yan, Linghao; Liljeroth, Peter
- arXiv
Figures / Tables found in this record: