文献类型：期刊文献

中文题名：Synthesis and Characterization of Poly(ε-caprolactone-co-δ- valerolactone) with Pendant Carboxylic Functional Groups

作者：Zeng Yue[1];Zhang Yan[1];Lang Meidong[1]

机构：[1]Shanghai Key Laboratory of Advanced Polymeric Materials,Key Laboratory for Ultrafine Materials of Ministry of Education,School of Materials Science and Engineering,East China University of Science and Technology,Shanghai 200237,China

年份：2011

卷号：29

期号：2

起止页码：343

中文期刊名：Chinese Journal of Chemistry

外文期刊名：中国化学(英文版)

收录：CSTPCD;;Scopus;CSCD:【CSCD2011_2012】；

基金：Project supported by the National Natural Science Foundation of China(No.20804015);the Ftmdamental Research Funds for the Central Universities(Nos.WD0913008,WD1014036);Specialized Research Fund for the Doctoral Program of Higher Education(No.20080251102l);Shanghai Key Laboratory Project(No.08DZ2230500);Program for Changjiang Scholars and Innovative Research Team in University(No.IRT0825).

语种：英文

中文关键词：ε-caprolactone;δ-valerolactone;poly(ε-caprolactone-co-δ-valerolactone);pendant groups;ring-opening polymerization

摘要：In this paper,aliphatic polyesters functionalized with pendant carboxylic groups were synthesized via several steps.Firstly,substituted cyclic ketone,2-(benzyloxycarbonyl methyl)cyclopentanone(BCP)was prepared through the reaction of enamine with benzyl-2-bromoacetate,and subsequently converted into the relevant functionalized 6-valerolactone derivative,5-(benzyloxy carbonylmethyl)-δ-valerolaetone(BVL)by the Baeyer-Villiger oxidation.Secondly,the ring-opening polymerization of BVL withε-caprolactone was carried out in bulk using stannous octoate as the catalyst to produce poly(ε-caprolactone-co-δ-valerolactone)bearing the benzyl-protected carboxyl functional groups[P(CL-co-BVL)].Finally,the benzyl-protecting groups of P(CL-co-BVL)were effectively removed by H2 using Pd/C as the catalyst to obtain poly(ε-caprolactone-co-δ-valerolactone)bearing pendant carboxylic acids[P(CL-co-CVL)].The structure and the properties of the polymer have been studied by Nuclear Magnetic Resonance(NMR),Fourier Infrared Spectroscopy(FT-IR)and Differential Scan Calorimetry(DSC)etc.The NMR and FT-IR results confirmed the polymer structure,and the 13C NMR spectra have clearly interpreted the sequence ofε-caprolactone and 5-(benzyloxycarbonylmethyl)-δ-valerolactone in the copolymer.When the benzyl-protecting groups were removed,the aliphatic polyesters bearing carboxylic groups were obtained.Moreover,the hydrophilicity of the polymer was improved.Thus,poly(ε-caprolactone-co-δ-valerolactone)might have great potential in biomedical fields.