Synthesis and solid‐state properties of crosslinked alternating copolymers of phenyl vinylethylene carbonate and N‐substituted maleimides

Abstract

The copolymers of phenyl vinylethylene carbonate (PVEC) and N-phenylmaleimide were prepared with various monomer feeds by using a radical initiator. These copolymers were crosslinked by aminolysis between hexamethylenediamine (HMDA) and cyclic carbonate moiety in the side-chain to obtain the networked polymers having the hydroxyurethane structure. Furthermore, the crosslinked copolymers having the polar cyclic carbonate in the side-chain were synthesized from PVEC and several bifunctional maleimides, and their double networked polymers were prepared with HMDA. These copolymers and networked polymers exhibited color changes depending on their structures based on the acid-base switching in the solid-state.

Polymers Based on Cyclic Carbonates as Trait d'Union Between Polymer Chemistry and Sustainable CO2 Utilization

“…b) Chromaticity coordinates of the white LED device prepared by using 4j-HDA using digitalp hotography in the inset. In another study, [202] the same authors used HMDA to cross-link P(PVEC-co-PhMI) copolymers of different composition[ Poly-(X), where X is the PVEC content;S cheme 22 a] by aminolysis of the carbonate groups leading to CLP-(X). [135].…”

“…Since this tautomerization occurred through formation of an enolate intermediate, the presenceo fb ase catalysts, such as TEA, facilitated the process. In another study, [202] the same authors used HMDA to cross-link P(PVEC-co-PhMI) copolymers of different composition[ Poly-(X), where X is the PVEC content;S cheme 22 a] by aminolysis of the carbonate groups leading to CLP-(X). Cross-linking reactions were performed in THF for4 8h at 50 8C.…”

Bivalent monomer bearing styryl and five‐membered cyclic dithiocarbonate moieties for orthogonal radical and cationic ring‐opening polymerizations

“…We have previously synthesized monomers bearing five‐membered cyclic carbonate moieties from epoxides having polymerizable groups and carbon dioxide, and have synthesized polymers bearing five‐membered cyclic carbonate moieties in the side chains by radical polymerization, 5,6 anion ring‐opening polymerization, 7 and ring‐opening metathesis polymerization 8 of the synthesized monomers. Furthermore, we and many researchers reported that the networked polymers bearing hydroxy urethane structures as the cross‐linking units can be readily synthesized by addition reactions of cyclic carbonates in the side chain with multifunctional amines, because cyclic carbonates react with amines in a highly efficient and selective manner 6–11 . In method (ii), one of example is the radical copolymerization of a vinyl monomer with a bifunctional vinyl monomer.…”

Multifunctional Linear and Hyperbranched Five-Membered Cyclic Carbonate-Based Polymers Directly Generated from CO2 and Alkyne-Based Three-Component Polymerization

“…The 5CC-based polymers are a new kind of CO 2 -based functional ones. , They not only possess various properties but also can act as a versatile platform toward functional polymers. − For example, Endo et al reported an indirect way to obtain 5CC-based polymers from CO 2 . − First, they synthesized a monomeric 5CC with the vinyl group from CO 2 via several steps. Then they used this monomer for further radical polymerization (Scheme ).…”