Uncatalyzed synthesis of polyphenylacetylene cross-linked by viologen groups and their chemical properties. (February 2014)

• Record Type: Journal Article
• Authors: Yamaguchi, Isao; Yamamoto, Makoto
• Is Part Of: High performance polymers. Volume 26:Number 1(2014:Feb.)
• Page Start: 12
• Page End: 19
• Publication Date: 2014-02
• Subjects: Polyphenylacetylene -- non-catalyst synthesis -- cross-linked -- viologen -- cyclic voltammetry -- Seebeck coefficient; Polymerization -- Periodicals; Polymers -- Periodicals; 547.7
• DOI: 10.1177/0954008313494906
• Languages: English
• ISSNs: 0954-0083

Abstract

Polyphenylacetylenes cross-linked with viologen groups (polymers1a and1b ) were obtained from the reaction of 4-ethynylaniline with 1, 1′-bis(2, 4-dinitrophenyl)-4, 4′-bipyridinium dichloride (salt 1) and the reaction of 4-(1-trimethylsilylethynyl)aniline with salt 1, followed by the deprotection of the trimethylsilyl group. Model compound (model 1) was synthesized by the reaction of 4-ethynylaniline with 1-(2, 4-dinitrophenyl)-4, 4′-bipyridinium chloride (salt 2). Ultraviolet–visible spectra revealed that the polymers1a and1b had an expanded π-conjugation system along the polymer chain: the polymer showed an onset position of absorption at a wavelength approximately 100 nm longer than the corresponding wavelengths of the model compound. Polymers1a and1b received a two-step electrochemical reduction in the viologen group within the polymer and an electrochemical oxidation of the polymer backbone.