A versatile approach to affinitychromic polythiophenes

被引:58
作者
Bernier, S [1 ]
Garreau, S [1 ]
Béra-Abérem, M [1 ]
Gravel, C [1 ]
Leclerc, M [1 ]
机构
[1] Univ Laval, Dept Chim, Ctr Rech Sci & Ingn Macromol, Canada Res Chair Electroact & Photoact Polymers, Quebec City, PQ G1K 7P4, Canada
关键词
D O I
10.1021/ja027387l
中图分类号
O6 [化学];
学科分类号
0703 ;
摘要
The preparation of both postfunctionalizable and chromic poly[3-(N-succinimido-p-phenylcarboxylate(tetraethoxy)oxy)-4-methylthiophene] is reported. The N-hydroxysuccinimide ester side group can easily react with different amine-bearing molecules in the solid state to yield a library of new polythiophene derivatives. The resulting polymers can be dissolved in various solvents, and interactions between the side chains (ligands) and different analytes (targets) can be detected from modifications of both the side-chain and the backbone conformations resulting in important color changes (i.e., affinitychromism). This colorimetric polymeric transducer could therefore lead to highly valuable, versatile, and inexpensive tools for highthroughput screening and drug discovery.
引用
收藏
页码:12463 / 12468
页数:6
相关论文
共 33 条
[1]   Concentration-dependent thermochromism and supramolecular aggregation in solution of triblock copolymers based on lengthy oligothiophene cores and poly(benzyl ether) dendrons [J].
Apperloo, JJ ;
Janssen, RAJ ;
Malenfant, PRL ;
Fréchet, JMJ .
MACROMOLECULES, 2000, 33 (19) :7038-7043
[2]   Post-polymerization functionalization of conducting polymers: Novel poly(alkylthiophene)s substituted with easily replaceable activated ester groups [J].
Bauerle, P ;
Hiller, M ;
Scheib, S ;
Sokolowski, M ;
Umbach, E .
ADVANCED MATERIALS, 1996, 8 (03) :214-&
[3]   Controlled ionochromism with polythiophenes bearing crown ether side chains [J].
Boldea, A ;
Lévesque, I ;
Leclerc, M .
JOURNAL OF MATERIALS CHEMISTRY, 1999, 9 (09) :2133-2138
[4]   Combinatorial chemistry - Redefining the scientific method [J].
Borman, S .
CHEMICAL & ENGINEERING NEWS, 2000, 78 (20) :53-+
[5]  
Borman S, 1999, CHEM ENG NEWS, V77, P33, DOI 10.1021/cen-v077n010.p033
[6]   Highly ordered structures of amphiphilic polythiophenes in aqueous media [J].
Brustolin, F ;
Goldoni, F ;
Meijer, EW ;
Sommerdijk, NAJM .
MACROMOLECULES, 2002, 35 (03) :1054-1059
[7]   STRUCTURE PROPERTY RELATIONSHIPS IN ALKOXY-SUBSTITUTED POLYTHIOPHENES [J].
DAOUST, G ;
LECLERC, M .
MACROMOLECULES, 1991, 24 (02) :455-459
[8]   Responsive supramolecular polythiophene assemblies [J].
Faïd, K ;
Leclerc, M .
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1998, 120 (21) :5274-5278
[9]   Functionalized regioregular polythiophenes: Towards the development of biochromic sensors [J].
Faid, K ;
Leclerc, M .
CHEMICAL COMMUNICATIONS, 1996, (24) :2761-2762
[10]   Electrochemical detection of electrochemically inactive cations by self-assembled monolayers, of crown ethers [J].
Flink, S ;
Boukamp, BA ;
van den Berg, A ;
van Veggel, FCJM ;
Reinhoudt, DN .
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1998, 120 (19) :4652-4657