Conjugated oligomers with thiophene and indole moieties: Synthesis, photoluminescence and electrochromic performances

被引:10
作者
Dong, Ben [1 ]
Li, Baoyan [1 ]
Cao, Yi [1 ]
Meng, Xinlei [1 ]
Yan, Han [1 ]
Ge, Shusheng [1 ]
Lu, Yun [1 ]
机构
[1] Nanjing Univ, Minist Educ,Sch Chem & Chem Engn,Dept Polymer Sci, Key Lab High Performance Polymer Mat & Technol, State Key Lab Coordinat Chem,Collaborat Innovat C, Nanjing 210093, Jiangsu, Peoples R China
基金
中国国家自然科学基金;
关键词
Conjugated oligomers; Electrochromic behavior; Polythiophene derivatives; Chem-sensor; FLUORESCENT SENSOR; HIGH-CONTRAST; POLYMERS; POLYMERIZATION; DEVICES; ESTER; LIGHT; CELL; POLYTHIOPHENES; SPECTROSCOPY;
D O I
10.1016/j.tetlet.2016.11.090
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
Two series of thiophene oligomers and terthiophene oligomers consisting of both thiophene and indole moieties have been synthesized. They have same excitation-dependent photoluminescence characteristics, but different bandgaps and absorption behaviors, which relates to the number and denseness of indoles in the conjugated oligomers and the length of alkyl chains on indole moiety due to varied the n-ic stacking interaction of conjugated structures in the as-prepared oligomers. A simple electrochromic device based on such a conjugated oligomer displays a novel four-color electrochromism from red to yellow, green and puce with the increased potential and possesses good environmental and redox stability. Such conjugated oligomer also exhibits high sensitivity and selectivity for Zn2+ detection. (C) 2016 Elsevier Ltd. All rights reserved.
引用
收藏
页码:35 / 42
页数:8
相关论文
共 54 条
[1]   Sterics versus electronics: Regioselective cross-coupling of polybrominated thiophenes [J].
Amb, Chad M. ;
Rasmussen, Seth C. .
EUROPEAN JOURNAL OF ORGANIC CHEMISTRY, 2008, 2008 (05) :801-804
[2]   POLY(N-(3-THIENYL)ALKANESULFONATES) - SYNTHESIS, REGIOREGULARITY, MORPHOLOGY, AND PHOTOCHEMISTRY [J].
ARROYOVILLAN, MI ;
DIAZQUIJADA, GA ;
ABDOU, MSA ;
HOLDCROFT, S .
MACROMOLECULES, 1995, 28 (04) :975-984
[3]   Supramolecular Oligothiophene Microfibers Spontaneously Assembled on Surfaces or Coassembled with Proteins inside Live Cells [J].
Barbarella, Giovanna ;
Di Maria, Francesca .
ACCOUNTS OF CHEMICAL RESEARCH, 2015, 48 (08) :2230-2241
[4]   Site-selective fluorescence spectroscopy of conjugated polymers and oligomers [J].
Bässler, H ;
Schweitzer, B .
ACCOUNTS OF CHEMICAL RESEARCH, 1999, 32 (02) :173-182
[5]   AN INVESTIGATION OF ELECTROCHEMICALLY AND CHEMICALLY POLYMERIZED INDOLE [J].
BILLAUD, D ;
MAAROUF, EB ;
HANNECART, E .
MATERIALS RESEARCH BULLETIN, 1994, 29 (12) :1239-1246
[6]   CHEMICAL OXIDATION AND POLYMERIZATION OF INDOLE [J].
BILLAUD, D ;
MAAROUF, EB ;
HANNECART, E .
SYNTHETIC METALS, 1995, 69 (1-3) :571-572
[7]   Conducting polymers of octanoic acid 2-thiophen-3-yl-ethyl ester and their electrochromic properties [J].
Camurlu, P ;
Cirpan, A ;
Toppare, L .
MATERIALS CHEMISTRY AND PHYSICS, 2005, 92 (2-3) :413-418
[8]   Far-red/near-infrared fluorescent conjugated polymer nanoparticles with size-dependent chirality and cell imaging applications [J].
Dai, Chunhui ;
Yang, Dongliang ;
Zhang, Wenjie ;
Bao, Biqing ;
Cheng, Yixiang ;
Wang, Lianhui .
POLYMER CHEMISTRY, 2015, 6 (21) :3962-3969
[9]  
Dennis AE, 2007, CHEM COMMUN, P4641, DOI 10.1039/b710740d
[10]   Synthesis and photoluminescence modulating of polypyrrole fluorescent nano-spheres/dots [J].
Dong, Ben ;
Yang, Mei ;
Ge, Shusheng ;
Cao, Yi ;
Li, Baoyan ;
Lu, Yun .
RSC ADVANCES, 2016, 6 (28) :23737-23745