Controlled synthesis of thermoresponsive polymers derived from l‐Lysine, a biorenewable resource. Issue 8 (13th February 2019)

• Record Type: Journal Article
• Authors: Liu, Junmei; Gu, Jin; Luo, Jing; Wang, Shixue; Zhang, Hao; Tao, Youhua
• Is Part Of: Journal of polymer science. Volume 57:Issue 8(2019)
• Page Start: 862
• Page End: 868
• Publication Date: 2019-02-13
• Subjects: lysine -- renewable resources -- RAFT copolymerization -- stimuli‐sensitive polymers -- biomaterials; 547
• DOI: 10.1002/pola.29336
• Languages: English
• ISSNs: 0887-624X

Abstract

ABSTRACT: Renewable lysine was cyclized to its corresponding α‐amino‐ε‐caprolactam and then underwent the reaction with acryloyl chloride to harvest a 2‐acrylamido‐caprolactam (ACL) monomer. Subsequent reversible addition–fragmentation chain transfer copolymerization of the obtained monomer with oligo(ethylene glycol)acrylate (OEGA) gave well‐defined P(ACL‐ co ‐OEGA) with low distribution. Nuclear magnetic resonance, size exclusion chromatography, and matrix‐assisted laser desorption ionization–time‐of‐flight–mass spectrometry measurements indicated the controlled feature of the polymerization. Moreover, the resultant copolymers demonstrated thermoresponsiveness, and the cloud points ( T cp ) can be adjusted from 34 to 79 °C, by changing pH values, and the fraction of cyclic lysine. These results suggested that these lysine‐based thermoresponsive polymers might be used as new materials in biomedical fields. © 2019 Wiley Periodicals, Inc. J. Polym. Sci., Part A: Polym. Chem.2019, 57, 862–868 Abstract : Novel bio‐based thermoresponsive polymers 2‐acrylamido‐caprolactam‐ co ‐oligo(ethylene glycol)acrylate [P(ACL‐ co ‐OEGA)s] are prepared via reversible addition–fragmentation chain transfer copolymerization with renewable lysine as the feedstock. Thermoresponsive behavior study of P(ACL‐ co ‐OEGA)s illuminate that T cp can be continuously regulated by varying pH values, salt concentrations, and the molar percentage of ACL monomer. These lysine‐based thermoresponsive polymers might be used as new materials in biomedical fields.