Structural and Thermal Effects on the Charge Transport of Core-Twisted Chlorinated Perylene Bisimide Semiconductors

被引:36
作者
Di Motta, Simone
Siracusa, Melania
Negri, Fabrizia [1 ]
机构
[1] Univ Bologna, Dipartimento Chim G Ciamician, I-40126 Bologna, Italy
关键词
CHANNEL ORGANIC SEMICONDUCTORS; FIELD-EFFECT TRANSISTORS; THIN-FILM TRANSISTORS; MOLECULAR-PARAMETERS; ELECTRON-TRANSFER; MOBILITY; DYNAMICS; DIIMIDE; ENERGY; DYES;
D O I
10.1021/jp207333y
中图分类号
O64 [物理化学(理论化学)、化学物理学];
学科分类号
070304 ; 081704 ;
摘要
The effects of core twisting on charge transport properties of three tetrachloro-substituted perylene bisimide (PBI) and an octachloro PBI derivative are investigated in the framework of the nonadiabatic hopping mechanism. Charge transfer rate constants are computed within the Marcus-Levich-Jortner formalism including a single effective mode treated quantum mechanically and are injected in a kinetic Monte Carlo scheme to propagate the charge carrier in the crystal and to estimate charge mobilities at room temperature with and without the influence of an electric field. Thermally induced dynamical effects are investigated by means of an integrated computational approach including molecular dynamics simulations accompanied by quantum-chemical evaluation of electronic couplings, and the lattice vibrations responsible for fluctuations are identified. It is shown that dimer trapping, driven by the presence of both enantiomers in the crystal, is responsible for the limited mobilities of columnar core-twisted PBI derivatives. In addition, such an effect is not mitigated by thermally induced electronic coupling fluctuations since these are shown to be drastically reduced in core-twisted PBI compared to planar-core derivatives.
引用
收藏
页码:20754 / 20764
页数:11
相关论文
共 60 条
[1]   Structure-charge mobility relation for hexabenzocoronene derivatives [J].
Andrienko, Denis ;
Kirkpatrick, James ;
Marcon, Valentina ;
Nelson, Jenny ;
Kremer, Kurt .
PHYSICA STATUS SOLIDI B-BASIC SOLID STATE PHYSICS, 2008, 245 (05) :830-834
[2]   Functionalized pentacene: Improved electronic properties from control of solid-state order [J].
Anthony, JE ;
Brooks, JS ;
Eaton, DL ;
Parkin, SR .
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 2001, 123 (38) :9482-9483
[3]   Functionalized acenes and heteroacenes for organic electronics [J].
Anthony, John E. .
CHEMICAL REVIEWS, 2006, 106 (12) :5028-5048
[4]   n-Type Organic Semiconductors in Organic Electronics [J].
Anthony, John E. ;
Facchetti, Antonio ;
Heeney, Martin ;
Marder, Seth R. ;
Zhan, Xiaowei .
ADVANCED MATERIALS, 2010, 22 (34) :3876-3892
[5]   Predictive study of charge transport in disordered semiconducting polymers [J].
Athanasopoulos, Stavros ;
Kirkpatrick, James ;
Martinez, Diego ;
Frost, Jarvist M. ;
Foden, Clare M. ;
Walker, Alison B. ;
Nelson, Jenny .
NANO LETTERS, 2007, 7 (06) :1785-1788
[6]   New air-stable n-channel organic thin film transistors [J].
Bao, ZA ;
Lovinger, AJ ;
Brown, J .
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1998, 120 (01) :207-208
[7]   Charge-transfer and energy-transfer processes in π-conjugated oligomers and polymers:: A molecular picture [J].
Brédas, JL ;
Beljonne, D ;
Coropceanu, V ;
Cornil, J .
CHEMICAL REVIEWS, 2004, 104 (11) :4971-5003
[8]   The influence of side chains on the structures and properties of functionalized pentacenes [J].
Chen, Jihua ;
Subramanian, Sankar ;
Parkin, Sean R. ;
Siegler, Maxime ;
Gallup, Kaitlin ;
Haughn, Chelsea ;
Martin, David C. ;
Anthony, John E. .
JOURNAL OF MATERIALS CHEMISTRY, 2008, 18 (17) :1961-1969
[9]   Effect of core twisting on self-assembly and optical properties of perylene bisimide dyes in solution and columnar liquid crystalline phases [J].
Chen, Zhijian ;
Baumeister, Ute ;
Tschierske, Carsten ;
Wuerthner, Frank .
CHEMISTRY-A EUROPEAN JOURNAL, 2007, 13 (02) :450-465
[10]   Tetrachloro-substituted perylene bisimide dyes as promising n-type organic semiconductors:: Studies on structural, electrochemical and charge transport properties [J].
Chen, ZJ ;
Debije, MG ;
Debaerdemaeker, T ;
Osswald, P ;
Würthner, F .
CHEMPHYSCHEM, 2004, 5 (01) :137-140