Recent advances in the ring-opening polymerization of sulfur-containing monomers

Abstract

Inspired by the uniqueness of ring-opening polymerization and the ubiquity of sulfur-containing heterocycles, much attention has been paid to the synthesis of sulfur-containing polymers as they can provide novel materials...

Disulfide-containing monomers in chain-growth polymerization

“…The basis of this issue involves the coordination of the disulfide moiety to the transition metal catalyst. 119 However, multiple reports of the copolymerization of monomer M20 with cyclooctanes, 120 or the ROMP of cysteine-based macrocycles 24a/b appear within the literature. [121][122][123] Emrick and coworkers reported the effective copolymerization of M20 with a series of cis-cyclooctane analogues (type M21), although the homopolymerization of M20 was reported ineffective owing to complications involving catalyst coordination (Fig.…”

“…The basis of this issue involves the coordination of the disulfide moiety to the transition metal catalyst. 119 However, multiple reports of the copolymerization of monomer M20 with cyclooctanes, 120 or the ROMP of cysteine-based macrocycles 24a/b appear within the literature. 121–123…”

Covalently bridged pillararene-based polymers: structures, synthesis, and applications

“…It is essentially different from the double bond cracking and mutual addition polymerization of chain alkenes and the ring-opening polymerization of lactams, cycloethers, lactones, and other heterocycles. [62][63][64][65][66] For example, Boominathan and co-workers prepared GP-11 by the polymerization of pillar [5]arene-functionalized monomer P20 using Grubb's first-generation catalyst benzylidene-bis (tricyclohexylphosphine)dichlororuthenium. 67,68 Similarly, a homopolymer GP-12, a block copolymer GP-13, and a statistical copolymer GP-14 were designed and synthesized simultaneously by Xie's group via metathesis cyclopolymerization using the third generation Grubb's catalyst [1,3-bis(2,4,6-trimethylphenyl)-4,5dihydroimidazol-2-ylidene][3-bromopyridine] 2 benzylidene ruthenium dichloride in THF.…”

Crystal structure of dibenzo[c,e]thiepine-5(7H)-thione

“…Of these, radical ring-opening polymerization (rROP) has become popular as it utilizes the benefits of the radical process via ease of use and mild reaction conditions (Tardy et al, 2017). Cyclic thioesters, dithionoesters, and dithioesters are commonly used in rROP and have been recently demonstrated in the preparation of a new class of fully degradable polymers (Spick et al, 2020;Purohit et al, 2022;Smith et al, 2019;Kiel et al, 2022;Bingham & Roth, 2019). Specifically, dithioesters are of interest because of their long history of use as reversible addition-fragmentation chaintransfer (RAFT) agents for controlled free-radical polymerization (Perrier, 2017).…”