Synthesis and Characterization of Novel Biodegradable Copolymers of 5‐Benzyloxy‐1,3‐dioxan‐2‐one and Glycolide

Abstract

A series of novel biodegradable random copolymers of 5‐benzyloxy‐1,3‐dioxan‐2‐one (5‐benzyloxy‐trimethylene carbonate, BTMC) and glycolide were synthesized by ring‐opening polymerization. The copolymers were characterized by nuclear magnetic resonance (NMR) spectroscopy and gel permeation chromatography (GPC). The incorporation of BTMC units into the copolymer chains results in good solubility of the polymers in common solvents. The in vitro degradation rate can be tailored by adjusting the composition of the copolymers.The in vitro degradation of the homopolymers and poly(BTMC‐co‐GA) copolymers.magnified imageThe in vitro degradation of the homopolymers and poly(BTMC‐co‐GA) copolymers.

Fabrication and drug release properties of poly(5‐benzyloxy‐trimethylene‐co‐glycolide) microspheres

“…The characterization details were reported in our previous article. 7 The molecular weights and compositions of PBG copolymers are shown in Table I. From Table I, it is clear that the content of BTMC repeating units in the copolymers is slightly higher than the corresponding BTMC monomer feeding amounts, indicating the BTMC monomer has a higher reactivity comparing with the GA monomer under the reaction conditions we investigated.…”

“…BTMC was synthesized according to a published procedure. 7 Stannous octoate was purchased from Aldrich, purified by distillation under reduced pressure and then dissolved in distilled toluene before use. Prednisone acetate was purified from prednisone acetate tablets (Zhejiang Xianju Pharmaceutical, China).…”

“…7 A mixture of BTMC and GA (total amount of 5 mmol) with a specific molar ratio was prepared by grinding the monomers together. The well-mixed monomer mixture was placed in a thoroughly dried glass flask with a magnetic stirring bar.…”

“…The degradation rate of the copolymers can be tailored by adjusting the ratio of two kinds of monomeric units. 7 The drug delivery systems using polymers as drug carriers are among the most important types of drug delivery systems. Drug-loaded nanoparticles and microparticles attained much importance because of their injectable property which can avoid the inconvenient surgical insertion of large implants.…”

Cationic Copolymerization Behavior of Glycidyl Phenyl Ether with Seven‐Membered Cyclic Carbonate

“…The cyclic carbonates can be copolymerized with lactones, such as lactide, and, as expected, produce biocompatible and biodegradable materials with improved hydrolytic properties. [5][6][7][8][9][10] Homopolymerization of sixand seven-membered cyclic carbonates (6CC and 7CC) have been reported before. [1,3,[11][12][13][14][15][16][17][18][19][20] A typical property of cyclic carbonates is their volume expansion during polymerization in contrast to the usual contracting monomers such as vinyl monomers; [21,22] therefore, the cyclic carbonates are regarded as versatile monomers from the viewpoint of precise molding.…”