Toggle Main Menu Toggle Search

Open Access padlockePrints

Synthesis of novel poly(dithienylpyridines)

Lookup NU author(s): Glen Chapman

Downloads

Full text for this publication is not currently held within this repository. Alternative links are provided below where available.


Abstract

This paper describes the chemical and electrochemical synthesis of novel copolymers of thiophene and pyridine. Di-iodination of 3-hydroxypyridine 12 followed by O-substitution gave a series of ethers 14b-d and esters/carbamates 15a-d which were reacted with the stannylated bithiophene derivative 17 in a Stille cross-coupling reaction yielding poly (1b-d) and poly (2a-d) respectively. These chemical polymerisation reactions generally resulted in highly insoluble materials which were difficult to characterise. Ethers 14b-d and esters/carbamates 15a-d gave O-substituted 3-hydroxy-2,6-di(2-thienyl)pyridines 1b-d and 2a-4 respectively in Stille cross-coupling reactions with the stannylated thiophene 16. Ethers 1b-d underwent electrochemical polymerisation allowing the synthesis of O-alkylated polymers, poly (1b-d), with electrochemical band-gaps of 1.4 to 1.6 eV. In contrast, the esters/carbamates 2a-d could not be electropolymerised.


Publication metadata

Author(s): Chapman GM, Stanforth SP, Berridge R, Pozo-Gonzalo C, Skabara PJ

Publication type: Article

Publication status: Published

Journal: Journal of Materials Chemistry

Year: 2002

Volume: 12

Issue: 8

Pages: 2292-2298

ISSN (print): 0959-9428

ISSN (electronic): 1364-5501

Publisher: Royal Society of Chemistry

URL: http://dx.doi.org/10.1039/b201229d

DOI: 10.1039/b201229d


Altmetrics

Altmetrics provided by Altmetric


Share