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Chem. J. Chinese Universities ›› 2009, Vol. 30 ›› Issue (10): 2076.

• Articles • Previous Articles     Next Articles

Synthesis, Characterization and Degradability of P(LA-co-ACL) Copolymer Bearing Pendant N-Substituted Acylamine Group

DAI Wei-Feng1, DU Zheng-Zhen1, HE Yue-Ying1, LANG Mei-Dong1,2*   

  1. 1. Key Laboratory for Ultrafine Materials, Ministry of Education, School of Materials Science and Engineering, East China University of Science and Technology, Shanghai 200237, China;
    2. Key Laboratory of Molecular Engineering of Polymers, Ministry of Education, Fudan University, Shanghai 200433, China
  • Received:2009-03-30 Online:2009-10-10 Published:2009-10-10
  • Contact: LANG Mei-Dong. E-mail: mdlang@ecust.edu.cn
  • Supported by:

    国家自然科学基金(批准号: 20374013, 20674019)、教育部博士点基金(批准号: 20060251015)、上海市曙光计划及上海市重点学科建设项目(批准号: B502)资助.

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Abstract:

The synthesis, characterization and polymerization of a new cyclic 6-(N-isopropyl acylamine ethylidene)-ε-caprolactone(ACL) were reported. α-Subtituted cyclohexanone was synthesized by Michael reaction of N-isopropylacrylamide and cyclohexanone. Then it was subsequently converted into ACL by the Baeyer-Villi-ger oxidation reaction using of 3-chloroperoxybenzoic acid(m-CPBA) as the oxidant. This new lactone was copolymerized with various contents of L-LA by bulk ring-opening polymerization(ROP) initiated by Sn(Oct)2. All the copolymers were characterized by 1H NMR, SEC and DSC. The copolymer formed flexible films and was used to study its degradability. A phosphate buffer(pH=7.4) with temperature 37 ℃ was adopted to proceed the degrading study all through. The hydrolytic degradation of P(LA-co-ACL) was much faster, which is confirmed by the mass loss and change of intrinsic viscosity.

Key words: Poly(ε-capro1actone); Poly(L-lactide); Pendant group; Biodegradable material; Random copolymer

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