Synthesis and characterization of a biodegradable polymer prepared viaradical copolymerization of 2-(acetoacetoxy)ethyl methacrylate and molecular oxygen

Abstract

We describe the synthesis and characterization of a biodegradable and biocompatible polymeric peroxide, poly[2-(acetoacetoxy)ethyl methacrylate] peroxide.

The effect of various catalysts on the monomer reactivity ratios in oxidative copolymerization of styrene and α‐methylstyrene

“…The M n and Đ values of the various polymers are presented in Table . For all three initiating systems, the homo‐ and copolyperoxides show low M n values and relatively high Đ values due to the facile thermal degradation reactions during oxidative polymerization and generation of chain transfer agents such as aldehydes and alcohols that react with the propagating macro‐radicals …”

“…Radical copolymerizations of 1,3‐diene monomers, dibenzofulvene, 7,7,8,8‐tetrakis(ethoxycarbonyl)quinodimethane and related monomers with oxygen have also been carried out to prepare alternating copolymers consisting repeat peroxy units in the polymer backbone. In the literature, most vinyl polyperoxides have been synthesized by 2,2′‐azobisisobutyronitrile (AIBN)‐initiated polymerization of vinyl monomers and oxygen at or above 50 °C . However, transition metal complexes such as 5,10,15,20‐tetraphenyl‐21 H ,23 H ‐porphinecobalt(II) pyridine, Co II TPP(Py), and cobalt(II) phthalocyanine pyridine, Co II Pc(Py), have been reported as catalysts for the free radical polymerization of vinyl monomers at ambient temperature and low oxygen pressure .…”

Liquid marble containing degradable polyperoxides for adhesion force-changeable pressure-sensitive adhesives

“…[5][6][7] Furthermore, polyperoxides and their derivatives, including branched and block copolymers, have been applied to various types of degradable functional materials, i.e., dismantlable (de-bondable) adhesives, 8,9 coatings for surface modication, 9,10 and biocompatible materials. 11,12 Matsumoto et al reported that the radical alternating copolymerization of 1,3-diene monomers with oxygen smoothly proceeded in solution under oxygen bubbling, i.e., at atmospheric pressure, in good yields. 13 Considering the fact that the synthesis of polyperoxides using general vinyl monomers requires a high oxygen pressure to increase the yield, 1 the synthesis of polyperoxides using 1,3-diene monomers is versatile, facile, and suitable for practical applications.…”

Dynamic covalent cross-linked polymer gels through the reaction between side-chain β-keto ester and primary amine groups

“…The 2-(acetoacetoxy)ethyl methacrylate (AEMA)-based homopolymers and copolymers are of interest because of the presence of β-carbonyl moieties along the side chain [19]. Poly [2-(acetoacetoxy)ethyl methacrylate] (PAEMA) homopolymers self-assembled into a hierarchical superstructure of double-stranded helical tubes through the establishment of hydrogen bridges between adjacent acetoacetoxy groups [20].…”