Herringbone to cofacial solid state packing via H-bonding in diketopyrrolopyrrole (DPP) based molecular crystals: influence on charge transport

被引:57
作者
Dhar, Joydeep [1 ]
Karothu, Durga Prasad [1 ]
Patil, Satish [1 ]
机构
[1] Indian Inst Sci, Solid State & Struct Chem Unit, Bangalore 560012, Karnataka, India
关键词
MOBILITY; TRANSISTORS;
D O I
10.1039/c4cc06063f
中图分类号
O6 [化学];
学科分类号
0703 ;
摘要
Themono-alkylation of DPP derivatives leads to cofacial pi-pi stacking via H-bonding unlike their di-alkylated counterparts, which exhibit a classical herringbone packing pattern. Single crystal organic field-effect transistor (OFET) measurements reveal a significant enhancement of charge carrier mobility for mono-hexyl DPP derivatives.
引用
收藏
页码:97 / 100
页数:4
相关论文
共 16 条
[1]   A Promising Approach to Obtain Excellent n-Type Organic Field-Effect Transistors: Introducing Pyrazine Ring [J].
Chen, Xian-Kai ;
Guo, Jing-Fu ;
Zou, Lu-Yi ;
Ren, Ai-Min ;
Fan, Jian-Xun .
JOURNAL OF PHYSICAL CHEMISTRY C, 2011, 115 (43) :21416-21428
[2]   Synthesis of Conjugated Polymers for Organic Solar Cell Applications [J].
Cheng, Yen-Ju ;
Yang, Sheng-Hsiung ;
Hsu, Chain-Shu .
CHEMICAL REVIEWS, 2009, 109 (11) :5868-5923
[3]   Charge transport in organic semiconductors [J].
Coropceanu, Veaceslav ;
Cornil, Jerome ;
da Silva Filho, Demetrio A. ;
Olivier, Yoann ;
Silbey, Robert ;
Bredas, Jean-Luc .
CHEMICAL REVIEWS, 2007, 107 (04) :926-952
[4]   Tuning the Charge-Transport Parameters of Perylene Diimide Single Crystals via End and/or Core Functionalization: A Density Functional Theory Investigation [J].
Delgado, M. Carmen Ruiz ;
Kim, Eung-Gun ;
da Silva Filho, Demetrio A. ;
Bredas, Jean-Luc .
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 2010, 132 (10) :3375-3387
[5]   Photophysical, electrochemical and solid state properties of diketopyrrolopyrrole based molecular materials: importance of the donor group [J].
Dhar, Joydeep ;
Venkatramaiah, N. ;
Anitha, A. ;
Patil, Satish .
JOURNAL OF MATERIALS CHEMISTRY C, 2014, 2 (17) :3457-3466
[6]   A Crystal-Engineered Hydrogen-Bonded Octachloroperylene Diimide with a Twisted Core: An n-Channel Organic Semiconductor [J].
Gsaenger, Marcel ;
Oh, Joon Hak ;
Koenemann, Martin ;
Hoeffken, Hans Wolfgang ;
Krause, Ana-Maria ;
Bao, Zhenan ;
Wuerthner, Frank .
ANGEWANDTE CHEMIE-INTERNATIONAL EDITION, 2010, 49 (04) :740-743
[7]   Molecular Semiconductors in Organic Photovoltaic Cells [J].
Hains, Alexander W. ;
Liang, Ziqi ;
Woodhouse, Michael A. ;
Gregg, Brian A. .
CHEMICAL REVIEWS, 2010, 110 (11) :6689-6735
[8]   Record High Hole Mobility in Polymer Semiconductors via Side-Chain Engineering [J].
Kang, Il ;
Yun, Hui-Jun ;
Chung, Dae Sung ;
Kwon, Soon-Ki ;
Kim, Yun-Hi .
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 2013, 135 (40) :14896-14899
[9]   Diketopyrrolopyrrole-Diketopyrrolopyrrole-Based Conjugated Copolymer for High-Mobility Organic Field-Effect Transistors [J].
Kanimozhi, Catherine ;
Yaacobi-Gross, Nir ;
Chou, Kang Wei ;
Amassian, Aram ;
Anthopoulos, Thomas D. ;
Patil, Satish .
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 2012, 134 (40) :16532-16535
[10]   High mobility diketopyrrolopyrrole (DPP)-based organic semiconductor materials for organic thin film transistors and photovoltaics [J].
Li, Yuning ;
Sonar, Prashant ;
Murphy, Leanne ;
Hong, Wei .
ENERGY & ENVIRONMENTAL SCIENCE, 2013, 6 (06) :1684-1710