A self-assembling polythiophene functionalised with a cysteine moiety

被引:19
作者
Mucci, A [1 ]
Parenti, F [1 ]
Schenetti, L [1 ]
机构
[1] Univ Modena & Reggio Emilia, Dipartimento Chim, I-41100 Modena, Italy
关键词
aggregation; circular dichroism; cysteine; polythiophene; self-assembly; UV-vis spectroscopy;
D O I
10.1002/marc.200390091
中图分类号
O63 [高分子化学(高聚物)];
学科分类号
070305 ; 080501 ; 081704 ;
摘要
A new copolymer bearing a cysteine moiety, designed for molecular interaction, metal-ion-detection, and chiral recognition, was synthesized starting from the diborom derivative of methyl N-(tert-butoxycarbonyl)-S-thien-3-ylcysteinate and distannylthiophene through a Stille coupling reaction. UV-vis spectroscopy, circular dichroism, NMR spectroscopy, and gel permeation chromatography analyses evidenced that this polymer is able to form self-assembling structures, through the formation of a hydrogen-bond network, not only in the solid state but also in solution.
引用
收藏
页码:547 / 550
页数:4
相关论文
共 27 条
[1]  
ANDERSSON M, 1991, POLYM COMMUN, V32, P546
[2]   Synthesis and polymerization of 3,3"-di[(S)-(+)-2-methylbutyl]-2,2′:5′,2"-terthiophene:: a new monomer precursor to chiral regioregular poly(thiophene) [J].
Andreani, F ;
Angiolini, L ;
Caretta, D ;
Salatelli, E .
JOURNAL OF MATERIALS CHEMISTRY, 1998, 8 (05) :1109-1111
[3]   UNIQUE UV-VIS ABSORPTION AND CIRCULAR DICHROIC EXCITON-SPLIT SPECTRA OF A CHIRAL BISCYANINE DYE - ORIGIN AND NATURE [J].
BEROVA, N ;
GARGIULO, D ;
DERGUINI, F ;
NAKANISHI, K ;
HARADA, N .
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1993, 115 (11) :4769-4775
[4]   Chirality in regioregular and soluble polythiophene: An internal probe of conformational changes induced by minute solvation variation [J].
Bidan, G ;
Guillerez, S ;
Sorokin, V .
ADVANCED MATERIALS, 1996, 8 (02) :157-&
[5]   CHIROPTICAL PROPERTIES OF REGIOREGULAR CHIRAL POLYTHIOPHENES [J].
BOUMAN, MM ;
HAVINGA, EE ;
JANSSEN, RAJ ;
MEIJER, EW .
MOLECULAR CRYSTALS AND LIQUID CRYSTALS SCIENCE AND TECHNOLOGY SECTION A-MOLECULAR CRYSTALS AND LIQUID CRYSTALS, 1994, 256 :439-448
[6]   STEREOMUTATION IN OPTICALLY-ACTIVE REGIOREGULAR POLYTHIOPHENES [J].
BOUMAN, MM ;
MEIJER, EW .
ADVANCED MATERIALS, 1995, 7 (04) :385-387
[7]  
FAID K, 1995, CHEM MATER, V7, P1390
[8]   Synthesis and characterization of poly[3-(butylthio)thiophene]: A regioregular head-to-tail polymer [J].
Goldoni, F ;
Iarossi, D ;
Mucci, A ;
Schenetti, L ;
Zambianchi, M .
JOURNAL OF MATERIALS CHEMISTRY, 1997, 7 (04) :593-596
[9]  
Guiseppi-Elie A., 1998, HDB CONDUCTING POLYM, P963
[10]  
Harada N., 1983, CIRCULAR DICHROIC SP