Synthesis of colorless and high-refractive-index sulfoxide-containing polymers by the oxidation of poly(phenylene sulfide) derivatives. Issue 12 (4th March 2022)

• Record Type: Journal Article
• Authors: Watanabe, Seigo; Takayama, Teru; Nishio, Hiromichi; Matsushima, Kanta; Tanaka, Yoko; Saito, Seiya; Sun, Yushun; Oyaizu, Kenichi
• Is Part Of: Polymer chemistry. Volume 13:Issue 12(2022)
• Page Start: 1705
• Page End: 1711
• Publication Date: 2022-03-04
• Subjects: Polymers -- Periodicals; Macromolecules -- Periodicals; Polymerization -- Periodicals; 547.705
• DOI: 10.1039/d1py01654g
• Languages: English
• ISSNs: 1759-9954

Abstract

Abstract : A series of poly(phenylene sulfide) (PPS) derivatives can be bleached while maintaining high refractive indices, by partially incorporating sulfoxide bonds through their m CPBA oxidation, owing to the loss of lone pairs around the sulfide atoms. Abstract : Highly refractive, thermostable, and transparent poly(phenylene sulfide) (PPS) derivatives partially including SO bonds were reported. The polymers were prepared by m -chloroperbenzoic acid ( m CPBA) oxidation of the corresponding PPS derivatives, affording sulfoxide or sulfone-containing polymers with high oxidation selectivity. After the oxidation, the transparency and glass-transition temperature ( T g ) of the polymers enhanced while maintaining their high refractive indices ( n D = 1.66–1.71), owing to the introduction of rigid sulfoxide/sulfone moieties. This bleaching of the bulk films was due to the loss of the lone pairs on the sulfur atom in the sulfide bonds through the formation of the SO bonds, which led to a smaller conjugation length and weaker absorption in the near-UV region. From the viewpoint of both molar refraction and molecular volume, incorporating the sulfoxide moiety is the best way to enhance transparency and maintain a suitable T g with a high refractive index.