Lipase-catalyzed synthesis and characterization of polymers by cyclodextrin as support architecture

被引:20
作者
Liu, Wenhui [1 ]
Wang, Fang [1 ]
Tan, Tianwei [1 ]
Chen, Biqiang [1 ]
机构
[1] Beijing Univ Chem Technol, Biorefinery Res & Engn Ctr, Minist Educ, Beijing Key Lab Bioproc,Coll Life Sci & Technol, Beijing 100029, Peoples R China
关键词
Aliphatic polyesters; Lipase Candida sp.99-125; beta-Cyclodextrin; Supporting architecture; Bulkpolymerization; RING-OPENING POLYMERIZATION; LINEAR ALIPHATIC POLYESTERS; ENZYMATIC-SYNTHESIS; MOLECULAR-WEIGHT; POLY(OMEGA-PENTADECALACTONE); TRANSESTERIFICATION; STABILITY; CHAIN; ACID;
D O I
10.1016/j.carbpol.2012.09.064
中图分类号
O69 [应用化学];
学科分类号
081704 ;
摘要
Diesters and diols were successfully converted into aliphatic polyesters by enzymatic lipase Candida sp.99-125 catalysis, with beta-cyclodextrin acting as supporting architecture (in a similar way as chaperone proteins). No organic solvents were used. The polytransesterification was a much greener process, being solvent-free and without metal residues. Lipase Candida sp.99-125 showed a high catalytic activity for bulkpolymerization of diesters and diols with various numbers of methylene groups in their chains. beta-Cyclodextrin encircled the linear polymer chain and maintained the chain in a proper configuration to avoid its coagulation. Lipase initiated the polymerization and beta-cyclodextrin threaded onto the polymer chain to control the structure for producing high molecular weight polyesters. From a combination of diesters and diols, polyesters with a high molecular weight of 62,100 Da were obtained at 70 degrees C. The corresponding polyesters showed an excellent thermal stability till 350 degrees C and had a strong ability to crystallize with up to 72% crystallinity, contributing to their high storage modulus. (C) 2012 Elsevier Ltd. All rights reserved.
引用
收藏
页码:633 / 640
页数:8
相关论文
共 34 条
[1]   Candida antarctica lipase b-catalyzed synthesis of poly(butylene succinate):: Shorter chain building blocks also work [J].
Azim, Himanshu ;
Dekhterman, Alex ;
Jiang, Zhaozhong ;
Gross, Richard A. .
BIOMACROMOLECULES, 2006, 7 (11) :3093-3097
[2]   Effects of molecular weight on poly(ω-pentadecalactone) mechanical and thermal properties [J].
Cai, Jiali ;
Liu, Chen ;
Cai, Minmin ;
Zhu, Jie ;
Zuo, Feng ;
Hsiao, Benjamin S. ;
Gross, Richard A. .
POLYMER, 2010, 51 (05) :1088-1099
[3]   Linear copolymeric poly(thia-alkanedioates) by lipase-catalyzed esterification and transesterification of 3,3′-thiodipropionic acid and its dimethyl ester with α,ω-alkanediols [J].
Fehling, E. ;
Klein, E. ;
Vosmann, K. ;
Bergander, K. ;
Weber, N. .
BIOTECHNOLOGY AND BIOENGINEERING, 2008, 99 (05) :1074-1084
[4]   KINETIC ASSAY OF HUMAN GASTRIC LIPASE ON SHORT-CHAIN AND LONG-CHAIN TRIACYLGLYCEROL EMULSIONS [J].
GARGOURI, Y ;
PIERONI, G ;
RIVIERE, C ;
SAUNIERE, JF ;
LOWE, PA ;
SARDA, L ;
VERGER, R .
GASTROENTEROLOGY, 1986, 91 (04) :919-925
[5]   Synthesis and evaluation of a biodegradable material with cell recognition motives [J].
Gu, Shu-Ying ;
Wang, Zhi-Mei ;
Zhang, Chun-Yan ;
Ren, Jie .
CARBOHYDRATE POLYMERS, 2008, 74 (03) :572-578
[6]   Biocatalytic Polyester Acrylation-Process Optimization and Enzyme Stability [J].
Hagstrom, Anna E. V. ;
Nordblad, Mathias ;
Adlercretz, Patrick .
BIOTECHNOLOGY AND BIOENGINEERING, 2009, 102 (03) :693-699
[7]   Ring-opening polymerization of cyclic esters by cyclodextrins [J].
Harada, Akira ;
Osaki, Motofumi ;
Takashima, Yoshinori ;
Yamaguchi, Hiroyasu .
ACCOUNTS OF CHEMICAL RESEARCH, 2008, 41 (09) :1143-1152
[8]   Lipase-Catalyzed Synthesis of Aliphatic Polyesters via Copolymerization of Lactone, Dialkyl Diester, and Diol [J].
Jiang, Zhaozhong .
BIOMACROMOLECULES, 2008, 9 (11) :3246-3251
[9]   Controlled lipase-catalyzed synthesis of poly(hexamethylene carbonate) [J].
Jiang, Zhaozhong ;
Liu, Chen ;
Xie, Wenchun ;
Gross, Richard A. .
MACROMOLECULES, 2007, 40 (22) :7934-7943
[10]   Impact of ionic liquid physical properties on lipase activity and stability [J].
Kaar, JL ;
Jesionowski, AM ;
Berberich, JA ;
Moulton, R ;
Russell, AJ .
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 2003, 125 (14) :4125-4131