Self-assembled helical nanostructures from an asymmetrical perylene diimide

被引:12
作者
Yang, Lan Ying [1 ,2 ]
Shi, Min Min [1 ,2 ]
Wang, Mang [1 ,2 ]
Chen, Hong Zheng [1 ,2 ]
机构
[1] Zhejiang Univ, Dept Polymer Sci & Engn, State Key Lab Silicon Mat, Hangzhou 310027, Peoples R China
[2] Zhejiang Univ, Minist Educ, Key Lab Macromol Synth & Functionalizat, Hangzhou 310027, Peoples R China
基金
中国国家自然科学基金;
关键词
Perylene diimide; Helical nanostructures; Self-assembly;
D O I
10.1016/j.cclet.2008.07.008
中图分类号
O6 [化学];
学科分类号
0703 ;
摘要
An asymmetrical perylene diimide 3, N-(4-methoxyphenyl)-N'-(4-nitrophenyl)-perylene-3,4,9,10-tetracarboxylic diimide, was synthesized, and its self-assembly and dissociation behaviors in chloroform was studied in detail by UV-vis and fluorescence spectroscopies. The resulting unique helical nanostructures from 3 were proposed to be self-assembled via the cooperative actions of pi-pi stacking, steric hindrance and electrophile-nucleophile type pairing. (C) 2008 Min Min Shi. Published by Elsevier B. V. on behalf of Chinese Chemical Society. All rights reserved.
引用
收藏
页码:1260 / 1263
页数:4
相关论文
共 21 条
[1]   Self-assembly of supramolecular light-harvesting arrays from covalent multi-chromophore peryiene-3,4:9,10-bis(dicarboximide) building blocks [J].
Ahrens, MJ ;
Sinks, LE ;
Rybtchinski, B ;
Liu, WH ;
Jones, BA ;
Giaimo, JM ;
Gusev, AV ;
Goshe, AJ ;
Tiede, DM ;
Wasielewski, MR .
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 2004, 126 (26) :8284-8294
[2]  
Allen WE, 2001, CHEM-EUR J, V7, P721, DOI 10.1002/1521-3765(20010202)7:3<721::AID-CHEM721>3.0.CO
[3]  
2-1
[4]   Nanobelt self-assembly from an organic n-type semiconductor: Propoxyethyl-PTCDI [J].
Balakrishnan, K ;
Datar, A ;
Oitker, R ;
Chen, H ;
Zuo, JM ;
Zang, L .
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 2005, 127 (30) :10496-10497
[5]   Photoluminescence and conductivity of self-assembled π-π stacks of perylene bisimide dyes [J].
Chen, Zhijian ;
Stepanenko, Vladimir ;
Dehm, Volker ;
Prins, Paulette ;
Siebbeles, Laurens D. A. ;
Seibt, Joachim ;
Marquetand, Philipp ;
Engel, Volker ;
Wuerthner, Frank .
CHEMISTRY-A EUROPEAN JOURNAL, 2007, 13 (02) :436-449
[6]   Supramolecular helices via self-assembly of 8-oxoguanosines [J].
Giorgi, T ;
Lena, S ;
Mariani, P ;
Cremonini, MA ;
Masiero, S ;
Pieraccini, S ;
Rabe, JP ;
Samori, P ;
Spada, GP ;
Gottarelli, G .
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 2003, 125 (48) :14741-14749
[7]   Naphthalenetetracarboxylic diimide-based n-channel transistor semiconductors: Structural variation and thiol-enhanced gold contacts [J].
Katz, HE ;
Johnson, J ;
Lovinger, AJ ;
Li, WJ .
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 2000, 122 (32) :7787-7792
[8]   N-type organic thin-film transistor with high field-effect mobility based on a N,N′-dialkyl-3,4,9,10-perylene tetracarboxylic diimide derivative [J].
Malenfant, PRL ;
Dimitrakopoulos, CD ;
Gelorme, JD ;
Kosbar, LL ;
Graham, TO ;
Curioni, A ;
Andreoni, W .
APPLIED PHYSICS LETTERS, 2002, 80 (14) :2517-2519
[9]   Influence of weaker interactions on the self-assembly of rigid molecular scaffolds based on tetraarylbimesityls [J].
Moorthy, JN ;
Natarajan, R ;
Savitha, G ;
Venugopalan, P .
CRYSTAL GROWTH & DESIGN, 2006, 6 (04) :919-924
[10]   Tuning bilayer twist using chiral counterions [J].
Oda, R ;
Huc, I ;
Schmutz, M ;
Candau, SJ ;
MacKintosh, FC .
NATURE, 1999, 399 (6736) :566-569