Novel Biodegradable Aliphatic Polycarbonate Based on Ketal Protected Dihydroxyacetone

Abstract

Summary: A novel aliphatic polycarbonate based on ketal protected dihydroxyacetone was synthesized by ring‐opening polymerization of cyclic carbonate monomer, 2,2‐ethylenedioxypropane‐1,3‐diol carbonate (EOPDC), in bulk. Effects of polymerization conditions such as catalysts, catalyst concentration, reaction temperature and reaction time on the polymerization were investigated. The polycarbonate obtained was characterized by GPC, FTIR, 1H NMR, 13C NMR and DSC. The study on in vitro degradation of PEOPDC shows that the degradation mainly results from surface erosion.

Polylactide Block Copolymers using Trimethylene Carbonate with Methoxyethoxy Side Groups for Dual Modification of Hydrophilicity and Biodegradability

“…In order to utilize the abovementioned PTMC features, several PTMC derivatives have been synthesized in the last few decades by introducing functional groups into TMC monomers,28 such as ketal,29 the protected hydroxy group,30 and amino groups 31. Moreover, the groups of Waymouth and Hedrick reported an organic catalyst for TMC polymerization in 2007,32 leading to biomedical applications 33, 34.…”

Synthetic Biomaterials from Metabolically Derived Synthons

“…The use of stannous octoate resulted in higher molecular weights and percent yields with a reported range of 31.9–55 kDa and 79.3–92.6%, respectively. 114 Copolymerizations of EOPDC with lactide, 125 caprolactone, 126 and 1,4-dioxane-2-one 127 are also reported using stannous octoate as a catalyst.…”

“…113,114 MeO 2 DHAC possesses a dimethoxy-acetal protecting group, whereas EOPDC contains a cyclic acetal. The synthesis of MeO 2 DHAC occurs in two stages as shown in Figure 10a.…”

“…Example syntheses of protected-DHA homopolymers performed by: (a) Putnam et al, 93 (b) Guillaume et al, 119 (c) Waymouth et al, 121 and (d) Zhuo et al 114 …”

Synthesis and characterization of novel biotinylated biodegradable poly(ethylene glycol)-b-poly(carbonate-lactic acid) copolymers

“…Aliphatic polycarbonates have attracted much attention because they can be biocompatible, biodegradable, and non-toxic [22][23][24]. Recently, many attempts have been made to synthesize aliphatic carbonate monomers bearing functional groups [25][26][27][28].…”