Regioregular poly(thiophene-3-alkanoic acid)s:: water soluble conducting polymers suitable for chromatic chemosensing in solution and soild state

被引：37

作者：

Ewbank, PC ^{[1
]}

Loewe, RS ^{[1
]}

Zhai, L ^{[1
]}

Reddinger, J ^{[1
]}

Sauvé, G ^{[1
]}

McCullough, RD ^{[1
]}

机构：

[1] Carnegie Mellon Univ, Dept Chem, Pittsburgh, PA 15213 USA

来源：

TETRAHEDRON | 2004年 / 60卷 / 49期

基金：

美国国家科学基金会;

关键词：

conducting polymers; polythiophenes; sensors;

D O I：

10.1016/j.tet.2004.08.064

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

Regioregular polythiophenes with pendant carboxylic acid functionality, poly(thiophene-3-propionic acid) (PTPA, 3) and poly(thiophene-3-octanoic acid) (PTOA, 4), were prepared as water soluble conducting polymers and their chemosensory response was studied. Treatment with aqueous base generated intensely colored water soluble conducting polymer salts, with the color varying both as a function of counter ion size and length of the carboxyalkyl substituent. PTPA showed a different colorimetric response to each of the alkali earth metals whereas the longer chain PTOA was only sensitive to ions larger than Et4N+. Distinct color changes were also noted in studies of divalent cations known to selectively bind carboxylates, such as Zn2+, Mn2+, and Cd2+. Cast films of PTPA have been found to act as sensors to acid vapor (Deltagimel(max) of up to 132 nm). IR shows that the polymer self-assembles upon HCl vapor exposure, and that the process is completely reversible, leading to a good solid-state sensor for acids. This work demonstrates that regioregular polythiophenes containing acid C side-chains have tremendous potential in the development of new sensors. (C) 2004 Elsevier Ltd. All rights reserved.

引用

页码：11269 / 11275

页数：7