Glycine/Glycolic acid based copolymers

Abstract

Glycine/glycolic acid based biodegradable copolymers have been prepared by ring‐opening homopolymerization of morpholine‐2,5‐dione, and ring‐opening copolymerization of morpholine‐2,5‐dione and glycolide. The homopolymerization of morpholine‐2,5‐dione was carried out in the melt at 200°C for 3 min using stannous octoate as an initiator, and continued at lower reaction temperatures (100–160°C) for 2–48 h. The highest yields (60%) and intrinsic viscosities ([η] = 0.50 dL/g; DMSO, 25°C) were obtained after 3 min reaction at 200°C and 17 h at 130°C using a molar ratio of monomer and initiator of 1000. The polymer prepared by homopolymerization of morpholine‐2,5‐dione was composed of alternating glycine and glycolic acid residues, and had a glass transition temperature of 67°C and a melting temperature of 199°C. Random copolymers of glycine and glycolic acid were synthesized by copolymerization of morpholine‐2,5‐dione and glycolide in the melt at 200°C, followed by 17 h reaction at 130°C using stannous octoate as an initiator. The morphology of the copolymers varied from semi‐crystalline to amorphous, depending on the mole fraction of glycolic acid residues incorporated. © 1994 John Wiley & Sons, Inc.

Regenerative medicine strategies

“…Electrospinning has been used to quickly create highly porous scaffolds in various conformations [38][39][40][41]. One drawback of the synthetic polymers is lack of biologic recognition, although a number of groups are attempting to design synthetic scaffolds which incorporate proteins or other molecules to assist in recognition [42][43][44].…”

Synthesis and Characterization of Poly(glycolic acid‐alt‐6‐aminohexanoic acid) and Poly(glycolic acid‐alt‐11‐aminoundecanoic acid)

“…Poly(ester amide)s based on glycolic acid, diamines, and dicarboxylic acids have been patented as bioabsorbable surgical sutures 13. Alternate copolymers consisting of glycolic acid residues and different α ‐amino acids have also been synthesized and studied in the last few decades 14–16. They are commonly prepared from morpholine‐2,5‐diones with moderate yields and limited molecular weights.…”

Synthesis of Poly(ester amide)s Derived from Glycolic Acid and the Amino Acids: β‐Alanine or 4‐Aminobutyric Acid

“…Recent efforts have been focused on the incorporation of natural a-amino acids, [2][3][4] since they may enhance the susceptibility towards enzymatic degradation, putatively improve their intermolecular interactions due to the Full Paper: The polymerization of metal salts of Nchloroacetyl-b-alanine and N-chloroacetyl-4-aminobutyric acid was investigated. The former gives a mixture of polymer and a seven-membered cyclic compound constituted of glycolic and b-alanine units, and its reaction proceeds in the solid state.…”