Synthesis of nitropyridine-based π-conjugated polymers and their chemical properties

✍ Scribed by Byoung Ki Choi; Takakazu Yamamoto

• Publisher: John Wiley and Sons
• Year: 2006
• Tongue: English
• Weight: 101 KB
• Volume: 102
• Category: Article
• ISSN: 0021-8995
• DOI: 10.1002/app.24416

✦ Synopsis

Abstract

π‐Conjugated poly(3‐nitropyridine‐2,5‐diyl) (PPy‐3‐NO~2~), poly(3,3′‐dinitro‐2,2′‐bipyridine‐5,5′‐diyl) (PBpy‐3,3′‐diNO~2~), and a poly(arylene ethynylene) type polymer consisting of a 3,3′‐dinitro‐2,2′‐bipyridine unit (PAE‐1) were synthesized by Cu‐promoted Ullmann coupling reaction and Pd‐catalyzed coupling reaction. PPy‐3‐NO~2~ and PAE‐1 were soluble in organic solvents such as DMSO, DMF, and chloroform, and gel permeation chromatography analysis showed a number average molecular weight (M~n~) of 9,300 and 12,300, respectively. PPy‐3‐NO~2~ gave intrinsic viscosity, [η], of 0.53 dL g^−1^ in DMF. PBpy‐3,3′‐diNO~2~ had somewhat lower solubility. The polymers exhibited a UV–vis peak at about 430 nm. PPy‐NO~2~ received electrochemical reduction at −1.5 V versus Ag^+^/Ag in acetonitrile, and gave an electrochemical redox cycle in a range from 0 to −1.1 V versus Ag^+^/Ag in an aqueous solution. © 2006 Wiley Periodicals, Inc. J Appl Polym Sci 102: 1763–1767, 2006