Synthesis of biodegradable amino-acid-based poly(ester amide)s and poly(ether ester amide)s with pendant functional groups

• Published in: Journal of applied polymer science Vol. 117; no. 6; pp. 3386 - 3394
• Main Authors: Guo, Kai, Chu, C. C.
• Format: Journal Article
• Language: English
• Published: Hoboken Wiley Subscription Services, Inc., A Wiley Company 15.09.2010; Wiley
• Subjects: amino acids; Applied sciences; biodegradable; Biological and medical sciences; biomaterials; Chemical modifications; Chemical reactions and properties; Exact sciences and technology; graft; Medical sciences; Organic polymers; Physicochemistry of polymers; poly(ester amide); poly(ether ester amide); Surgery (general aspects). Transplantations, organ and tissue grafts. Graft diseases; Technology. Biomaterials. Equipments; biodegradable; Molecular structure; graft; Polyesteramide; amino acids; Esteramide copolymer; Etheramide copolymer; Unsaturated copolymer; poly(ester amide); Biomaterial; Acid copolymer; biomaterials; Amine copolymer; poly(ether ester amide); Thiol; Experimental study; Sulfur copolymer; Polyelectrolyte; Thermal properties; Chemical modification; Amine polymer; Preparation; Addition reaction; Polyacid; Unsaturated polymer
• ISSN: 0021-8995; 1097-4628; 1097-4628
• DOI: 10.1002/app.32080

A new family of biodegradable amino‐acid‐based poly(ester amide)s (AA–PEAs) and amino‐acid‐based poly(ether ester amide)s (AA–PEEAs) consisting of reactive pendant functional groups (COOH or NH2) were synthesized from unsaturated AA–PEAs and AA–PEEAs via a thiol–ene reaction in the presence of a radical initiator (2,2′‐azobisisobutyronitrile). The synthetic method was a one‐step reaction with near 100% yields under mild reaction conditions. The resulting functional AA–PEA and AA–PEEA polymers were characterized by Fourier transform infrared spectroscopy, NMR, and differential scanning calorimetry. These new functional AA–PEA and AA–PEEA derivatives had lower glass‐transition temperatures than the original unsaturated AA–PEA and AA–PEEA polymers, and their solubility in some organic solvents also improved. © 2010 Wiley Periodicals, Inc. J Appl Polym Sci, 2010