Issue 12, 2022

Synthesis of colorless and high-refractive-index sulfoxide-containing polymers by the oxidation of poly(phenylene sulfide) derivatives

Abstract

Highly refractive, thermostable, and transparent poly(phenylene sulfide) (PPS) derivatives partially including S[double bond, length as m-dash]O bonds were reported. The polymers were prepared by m-chloroperbenzoic acid (mCPBA) 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 (Tg) of the polymers enhanced while maintaining their high refractive indices (nD = 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[double bond, length as m-dash]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 Tg with a high refractive index.

Graphical abstract: Synthesis of colorless and high-refractive-index sulfoxide-containing polymers by the oxidation of poly(phenylene sulfide) derivatives

Supplementary files

Article information

Article type
Paper
Submitted
14 Dec 2021
Accepted
25 Feb 2022
First published
25 Feb 2022

Polym. Chem., 2022,13, 1705-1711

Synthesis of colorless and high-refractive-index sulfoxide-containing polymers by the oxidation of poly(phenylene sulfide) derivatives

S. Watanabe, T. Takayama, H. Nishio, K. Matsushima, Y. Tanaka, S. Saito, Y. Sun and K. Oyaizu, Polym. Chem., 2022, 13, 1705 DOI: 10.1039/D1PY01654G

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