Synthesis of Precisely Structured Olefin Copolymers by Phenylseleno Oxidation Elimination

Abstract

Selenium-containing polymers have attracted considerable attention due to their unique redox responsiveness. Here, phenyl vinyl selenide (PVSe), as a functional selenium-containing monomer, is polymerized with maleimide (MI) or its derivatives by reversible addition-fragmentation chain transfer polymerization. The resulting polymers are characterized by matrix-assisted laser desorption/ionization time-of-flight mass spectroscopy and proton nuclear magnetic resonance spectra, which particularly prove the obtaining of alternating polymers through the polymerization of PVSe and MI or its derivatives. Properties of the resulting polymers are systematically investigated, such as glass transition temperature, thermal performance, and refractive indices. What's more, based on phenylseleno oxidation elimination, the alternating polymers are oxidized through 30% H 2 O 2 to form precisely structured olefin copolymers with carbon-carbon (C-C) double bonds. The selective generation of double bonds in the alternating polymers is systematically studied. The efficiency of such oxidation is very high under mild conditions due to low electronegativity and bond energy of carbon-selenium (C-Se) bond, which provides a novel method to prepare precisely structured olefin copolymers with MI or its derivatives.

Functional Ionic Liquid Polymer Stabilizer for High‐Performance Perovskite Photovoltaics

“…The copolymer backbone was synthesized using the reversible addition-fragmentation chain transfer (RAFT) method. [14] The detailed synthetic routes of poly[Se-MI][BF 4 ] are shown in the Syntheses part. 1 H nuclear magnetic resonance ( 1 H NMR) and gel permeation chromatography characterizations (Figures S1 and S2) confirmed the copolymer structure and its number-average molecular weight.…”

Fabrication of Oxidative and pH Dual-Responsive Photonic Crystals Based on Sulfide-Containing Block Copolymers

“…All TGA, DSC, GPC, refractive index, FTIR, and NMR measurements were all done using the instruments and test methods described in ref . The water contact angle measurements of the polymers were carried out on a JC2000D6.…”

Selenol-ene chemistry-based one pot reaction for unsymmetric selenides synthesis and rate regulation of selenide oxidative elimination

“…12 Based on phenylseleno oxidation elimination, precisely structured olefin copolymers with maleimide or its derivatives were developed. 13 Zhao et al investigated selenopeptide-based nanomedicine and proved the promotion of selenopeptide-induced immunotherapy due to the elimination of the selenide group. 14 However, the investigation of factors influencing the rate of the selenide oxidative elimination reaction remains unexplored due to the intricate synthesis process of selenium-containing materials, which is imperative for the advancement of intelligent polymers with accurate responses.…”