Self-assembly of carbazole-containing gelators: alignment of the chromophore in fibrous aggregates

被引:44
作者
Yabuuchi, Kazuhiro [1 ]
Tochigi, Yusuke [1 ]
Mizoshita, Norihiro [1 ]
Hanabusa, Kenji [2 ]
Kato, Takashi [1 ]
机构
[1] Univ Tokyo, Sch Engn, Dept Chem & Biotechnol, Bunkyo Ku, Tokyo 1138656, Japan
[2] Shinshu Univ, Grad Sch Sci & Technol, Nagano 3868567, Japan
基金
日本学术振兴会;
关键词
organogel; carbazole; liquid crystal; self-assembled fiber;
D O I
10.1016/j.tet.2007.03.121
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
Carbazole-containing gelators derived from L-isoleucine have been developed. They form elongated self-assembled fibers in common organic solvents and in liquid crystals, leading to the efficient gelation of these solvents. Spectroscopic studies indicate that the carbazolyl moieties are one-dimensionally stacked in the fibers. The stacking of the carbazolyl moieties is reversible by the association and dissociation of the hydrogen bonding. Moreover, anisotropically aligned fibers have been obtained in a homogeneously oriented smectic state of liquid crystals. This template behavior would serve as a versatile approach to the functionalization of self-assembled fibers. (c) 2007 Elsevier Ltd. All rights reserved.
引用
收藏
页码:7358 / 7365
页数:8
相关论文
共 92 条
[1]  
Abdallah DJ, 2000, ADV MATER, V12, P1237
[2]   FAST PHOTOCONDUCTION IN THE HIGHLY ORDERED COLUMNAR PHASE OF A DISCOTIC LIQUID-CRYSTAL [J].
ADAM, D ;
SCHUHMACHER, P ;
SIMMERER, J ;
HAUSSLING, L ;
SIEMENSMEYER, K ;
ETZBACH, KH ;
RINGSDORF, H ;
HAARER, D .
NATURE, 1994, 371 (6493) :141-143
[3]   Nucleobase-containing gelators [J].
Araki, K ;
Yoshikawa, I .
LOW MOLECULAR MASS GELATORS: DESIGN, SELF-ASSEMBLY, FUNCTION, 2005, 256 :133-165
[4]  
Beginn U, 2000, ADV MATER, V12, P510, DOI 10.1002/(SICI)1521-4095(200004)12:7<510::AID-ADMA510>3.3.CO
[5]  
2-V
[6]   Chirality effects in self-assembled fibrillar networks [J].
Brizard, A ;
Oda, R ;
Huc, I .
LOW MOLECULAR MASS GELATORS: DESIGN, SELF-ASSEMBLY, FUNCTION, 2005, 256 :167-218
[7]   A NOVEL SMALL MOLECULAR LUMINESCENT GELLING AGENT FOR ALCOHOLS [J].
BROTIN, T ;
UTERMOHLEN, R ;
FAGES, F ;
BOUASLAURENT, H ;
DESVERGNE, JP .
JOURNAL OF THE CHEMICAL SOCIETY-CHEMICAL COMMUNICATIONS, 1991, (06) :416-418
[8]   Synthesis, self-assembly, and switching of one-dimensional nanostructures from new crowded aromatics [J].
Bushey, ML ;
Nguyen, TQ ;
Nuckolls, C .
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 2003, 125 (27) :8264-8269
[9]  
Ciferri A., 2005, SUPRAMOLECULAR POLYM, V2nd
[10]  
de Loos M, 2001, ANGEW CHEM INT EDIT, V40, P613, DOI 10.1002/1521-3773(20010202)40:3<613::AID-ANIE613>3.0.CO