Online citations, reference lists, and bibliographies.
← Back to Search

Charge Transport Anisotropy In N-type Disk-shaped Triphenylene-tris(aroyleneimidazole)s.

Y. Zhang, David A Hanifi, S. Alvarez, F. Antonio, Andrew B. Pun, L. Klivansky, A. Hexemer, Biwu Ma, Y. Liu
Published 2011 · Chemistry, Medicine

Cite This
Download PDF
Analyze on Scholarcy
Share
Two novel n-type disk-shaped molecules containing a triphenylene core and three fused naphthaleneimide imidazole or peryleneimide imidazole "arms" are synthesized and characterized. The n-type charge carrier mobilities of these molecules are evaluated by both field effect transistors and space-charge limited-current measurements, which exhibit drastically different mobility anisotropy. A strong correlation between film morphology and the charge transport behavior is established by X-ray scattering and atomic force microscopic analyses.
This paper references
10.1021/ar900065j
"Plastic" solar cells: self-assembly of bulk heterojunction nanomaterials by spontaneous phase separation.
J. Peet (2009)
10.1021/JA073466R
Three-dimensional architectures for highly stable pure blue emission.
J. Luo (2007)
10.1039/B107135C
Discotic mesogens with potential electron carrier properties.
G. Kestemont (2001)
10.1021/ol9001834
Expeditious synthesis of contorted hexabenzocoronenes.
Kyle N Plunkett (2009)
10.1021/ja201272t
Electron- or hole-transporting nature selected by side-chain-directed π-stacking geometry: liquid crystalline fused metalloporphyrin dimers.
T. Sakurai (2011)
10.1039/c0cc04753h
Novel C3-symmetric n-type tris(aroyleneimidazole) and its analogs: synthesis, physical properties and self-assembly.
David A Hanifi (2011)
10.1143/JJAP.44.L1310
Fast Ambipolar Carrier Transport and Easy Homeotropic Alignment in a Metal-Free Phthalocyanine Derivative
H. Iino (2005)
10.1039/b816624b
Self-assembly of functional columnar liquid crystals.
T. Kato (2009)
10.1021/JA016043C
Mellitic triimides: C(3)-symmetric, three-electron acceptors for supramolecular chemistry.
K. McMenimen (2001)
10.1021/JA0642360
Transferring self-assembled, nanoscale cables into electrical devices.
S. Xiao (2006)
10.1002/ADMA.200500027
High Electron Mobility in Room-Temperature Discotic Liquid-Crystalline Perylene Diimides†
Z. An (2005)
10.1021/ol102016m
Unusual molecular conformations in fluorinated, contorted hexabenzocoronenes.
Y. Loo (2010)
10.1021/ja810123b
Highly uniaxial orientation in oligo(p-phenylenevinylene) films induced during wet-coating process.
Takeshi Nishizawa (2009)
10.1038/nature05533
Ultralow-power organic complementary circuits
H. Klauk (2007)
10.1021/JP004519T
Gate voltage dependent resistance of a single organic semiconductor grain boundary
T. W. Kelley (2001)
10.1021/CM0704579
Cyanonaphthalene diimide semiconductors for air-stable, flexible, and optically transparent n-channel field-effect transistors
Brooks A. Jones (2007)
10.1021/CR068010R
Graphenes as potential material for electronics.
J. Wu (2007)
10.1021/JO035840L
In situ synthesis of hexakis(alkoxy)diquinoxalino[2,3-a:2',3'-c]phenazines: mesogenic phase transition of the electron-deficient discotic compounds.
C. Ong (2004)
10.1021/ja8023516
Synthesis of all-conjugated diblock copolymers by quasi-living polymerization and observation of their microphase separation.
Y. Zhang (2008)
10.1021/OL052779T
Self-assembling of n-type semiconductor tri(phenanthrolino)hexaazatriphenylenes with a large aromatic core.
Tsutomu Ishi-i (2006)
10.1039/c0cc03942j
Multilayered nanofibers from stacks of single-molecular thick nanosheets of hexakis(alkoxy)triphenylenes.
Gayane Koshkakaryan (2010)
10.1021/ja8030714
Prominent electron transport property observed for triply fused metalloporphyrin dimer: directed columnar liquid crystalline assembly by amphiphilic molecular design.
T. Sakurai (2008)
10.1021/CR050149Z
Conjugated polymer-based organic solar cells.
S. Güneş (2007)
10.1038/NMAT1699
A bright future for organic field-effect transistors
M. Muccini (2006)
10.1002/ASIA.200600090
New donor-acceptor materials based on random polynorbornenes bearing pendant phthalocyanine and fullerene units.
Andrés de la Escosura (2006)
10.1021/JA071903W
Ultralong nanobelts self-assembled from an asymmetric perylene tetracarboxylic diimide.
Y. Che (2007)
10.1021/CM7032614
Easily Synthesized Naphthalene Tetracarboxylic Diimide Semiconductors with High Electron Mobility in Air
K. C. See (2008)
10.1021/AR990114J
Synthetic chemistry for ultrapure, processable, and high-mobility organic transistor semiconductors.
H. Katz (2001)
10.1021/JA075242E
Tuning orbital energetics in arylene diimide semiconductors. materials design for ambient stability of n-type charge transport.
Brooks A Jones (2007)
10.1021/JA054694T
High anisotropy of the field-effect transistor mobility in magnetically aligned discotic liquid-crystalline semiconductors.
I. Shklyarevskiy (2005)
10.1039/B006916G
Intermolecular organisation of triphenylene-based discotic mesogens by interdigitation of alkyl chains
M. Allen (2001)
10.1021/CM903555S
New Discotic Mesogens Based on Triphenylene-Fused Triazatruxenes: Synthesis, Physical Properties, and Self-Assembly
Bao-min Zhao (2010)
10.1021/ol901041n
Electron-deficient triphenylene and trinaphthylene carboximides.
J. Yin (2009)
10.1080/02678290410001724746
Recent developments in the chemistry of triphenylene-based discotic liquid crystals
S. Kumar (2004)
10.1021/ja901537d
Functionalized dendritic oligothiophenes: ruthenium phthalocyanine complexes and their application in bulk heterojunction solar cells.
M. Fischer (2009)
10.1021/cr9002984
Molecular semiconductors in organic photovoltaic cells.
Alexander W. Hains (2010)
10.1002/ANIE.200604203
Discotic liquid crystals: from tailor-made synthesis to plastic electronics.
S. Laschat (2007)
10.1002/ADMA.200803341
Correlating Nanomorphology with Charge‐Transport Anisotropy in Conjugated‐Polymer Thin Films
Yi-Fang Huang (2009)
10.1021/ja909797q
Ultrathin n-type organic nanoribbons with high photoconductivity and application in optoelectronic vapor sensing of explosives.
Y. Che (2010)
10.1002/ADFM.200901827
Solution Processable Fluorenyl Hexa-peri-hexabenzocoronenes in Organic Field-Effect Transistors and Solar Cells
Wallace W H Wong (2010)
10.1126/SCIENCE.293.5532.1119
Self-organized discotic liquid crystals for high-efficiency organic photovoltaics.
L. Schmidt-Mende (2001)
10.1039/b906026j
Iron(III) chloride in oxidative C-C coupling reactions.
A. E. Sarhan (2009)
10.1039/B417320C
Discotic liquid crystals: a new generation of organic semiconductors.
S. Sergeyev (2007)
10.1021/CR0501386
Organic semiconducting oligomers for use in thin film transistors.
A. R. Murphy (2007)
10.1021/CM010181J
An Electron-Deficient Discotic Liquid-Crystalline Material
K. Pieterse (2001)
10.1021/ar900099h
Molecular understanding of organic solar cells: the challenges.
J. Bredas (2009)
10.1021/LA0341456
Columnar Discotic Liquid-Crystalline Oxadiazoles as Electron-Transport Materials
Y. Zhang (2003)



This paper is referenced by
10.1039/C2RA22488G
N-type organic semiconductor bisazacoronene diimides efficiently synthesized by a new type of photocyclization involving a Schiff base
Y. Zhang (2012)
10.1021/acs.orglett.7b00522
A Star-Shaped Molecule with Low-Lying Lowest Unoccupied Molecular Orbital Level, n-Type Panchromatic Electrochromism, and Long-Term Stability.
B. Yao (2017)
10.1039/c5cc07238g
π-Extended rigid triptycene-trisaroylenimidazoles as electron acceptors.
Elisabeth H. Menke (2016)
10.1002/ANGE.201309746
Strategien für die Synthese funktioneller Naphthalindiimide
Sabin-Lucian Suraru (2014)
10.1002/anie.201309746
Strategies for the synthesis of functional naphthalene diimides.
Sabin-Lucian Suraru (2014)
10.1002/asia.201201152
Synthesis, physical properties, and self-assembly of a novel asymmetric aroyleneimidazophenazine.
Jianfeng Zhao (2013)
10.1080/02678292.2012.733034
Copper-free click chemistry between azides and internal alkynes for triphenylene discotic liquid crystal trimer formation
Yue-Feng Bai (2013)
10.1002/EJOC.201403504
Synthesis of Substituted Dibenz[a,c]anthracenes and an Investigation of Their Liquid‐Crystalline Properties
Katie M. Psutka (2015)
10.1016/J.SYNTHMET.2015.08.022
New π-extended triphenylene-based organic semiconductors in field-effect transistors
M. H. Hoang (2015)
10.1021/ja400881n
Integrated materials design of organic semiconductors for field-effect transistors.
Jianguo Mei (2013)
10.1002/adma.201304032
Enhancing the performance of solution-processed n-type organic field-effect transistors by blending with molecular "aligners".
Y. Zhang (2014)
10.1039/C3RA44553D
Fusion of perylene bisimides and hexaazatriphenylene into a star-shaped ladder conjugated n-type semiconductor
Z. Zhao (2013)
10.1039/c9ra04995a
Synthesis, photophysical and electrochemical properties of a new star-shaped molecule with a 1,3,5-triethynylbenzene core and diketopyrrolopyrrole arms
Chunpeng Li (2019)
10.1002/asia.201501366
Pi-Extended Diindole-Fused Azapentacenone: Synthesis, Characterization, and Photophysical and Lithium-Storage Properties.
Jianfeng Zhao (2016)
10.1080/02678292.2019.1704898
Discotic mesogens based on triphenylene-fused benzimidazole or perimidine: facile synthesis, mesomorphism, optical properties and self-assembly
Sheng-yuan Fan (2020)
10.1039/C5RA02414E
Star-shaped carbazole-based BODIPY derivatives with improved hole transportation and near-infrared absorption for small-molecule organic solar cells with high open-circuit voltages
X. Zhang (2015)
10.1039/C3TC31162G
Growth of rylene diimide crystalline layers on aminoalkyl triethoxysilane-monolayers for organic field effect transistor applications
F. Geyer (2013)
10.1002/CPLU.201700428
Triptycene-Bis(aroyleneimidazole)s as Non-Fullerene Acceptors: The Missing Links.
Elisabeth H. Menke (2017)
10.1039/C4RA01049C
Larger π-extended anti-/syn-aroylenediimidazole polyaromatic compounds: synthesis, physical properties, self-assembly, and quasi-linear conjugation effect
J. Zhao (2014)
10.1002/chem.201705872
Isomerically Pure Star‐Shaped Triphenylene–Perylene Hybrids Involving Highly Extended π‐Conjugation
Edurne Nuin (2018)
10.1002/chem.201403058
Benzimidazole derivatives: synthesis, physical properties, and n-type semiconducting properties.
Masashi Mamada (2014)
10.1002/anie.201811015
Giant Star-Shaped Nitrogen-Doped Nanographenes.
Juan P Mora-Fuentes (2019)
10.1039/c5cp01302j
An asymmetric naphthalimide derivative for n-channel organic field-effect transistors.
Zongrui Wang (2015)
10.1021/jo400948s
meso-Tetraphenylbenzoporphyrin-2(2),2(3)-dicarboxylic anhydride: a platform to benzoporphyrin derivatives.
C. Carvalho (2013)
10.1021/CM5018272
Thiophene Fused Azacoronenes: Regioselective Synthesis, Self-Organization, Charge Transport and Its Incorporation in Conjugated Polymers
Bo He (2014)
10.1039/C7QO00231A
Planar versus triptycenylene end-capped aroyleneimidazoles as electron acceptors in organic photovoltaics
Elisabeth H. Menke (2017)
10.1039/C5TC01455G
Synthesis of planar dibenzo[de,op]bistetracene derivatives for organic field-effect transistor applications: substituent effect on crystal packing and charge transport property
T. Wu (2015)
10.1016/J.ORGEL.2017.05.004
Triptycene-trisaroyleneimidazoles as non-fullerene acceptors – Influence of side-chains on solubility, device morphology and performance
Elisabeth H. Menke (2017)
10.1021/acsami.7b03795
Understanding Electron Transport in Disk-Shaped Triphenylene-Tris(naphthaleneimidazole)s through Structural Modification and Theoretical Investigation.
Y. Zhang (2017)
10.1002/anie.201305761
A molecular claw: a dynamic cavitand host.
K. Hermann (2013)
10.1021/jacs.6b01939
Directing the Crystallization of Dehydro[24]annulenes into Supramolecular Nanotubular Scaffolds.
Mitsuharu Suzuki (2016)
Semantic Scholar Logo Some data provided by SemanticScholar