Chapman, G.M. and Stanforth, S.P. and Berridge, R. and Pozo-Gonzalo, C. and Skabara, P.J. (2002) Synthesis of novel poly(dithienylpyridines). Journal of Materials Chemistry, 12 (8). pp. 2292-2298. ISSN 0959-9428Full text not available in this repository. (Request a copy from the Strathclyde author)
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.
|Keywords:||electron-donating thiophene, electrochemical properties, accepting pyridine, units, copolymers, quinoxaline, betaines, polymers, bandgap, Chemistry, Materials Chemistry, Chemistry(all)|
|Subjects:||Science > Chemistry|
|Department:||Faculty of Science > Pure and Applied Chemistry|
|Depositing user:||Mr Derek Boyle|
|Date Deposited:||20 Apr 2006|
|Last modified:||29 Apr 2016 07:29|