Lipase-catalyzed transformation of poly(ε-caprolactone) into cyclic dicaprolactone

被引:47
作者
Ebata, H [1 ]
Toshima, K [1 ]
Matsumura, S [1 ]
机构
[1] Keio Univ, Fac Sci & Technol, Kohoku Ku, Yokohama, Kanagawa 2238522, Japan
关键词
D O I
10.1021/bm000059y
中图分类号
Q5 [生物化学]; Q7 [分子生物学];
学科分类号
071010 ; 081704 ;
摘要
The enzymatic degradation and polymerization using an enzyme were carried out with respect to the establishment of a sustainable chemical recycling system for poly(epsilon -caprolactone) (PCL) which is a typical biodegradable synthetic plastic. The enzymatic transformation of PCL having an M-n of 110 000 using Candida antarctica lipase (lipase CA) in water-containing toluene at 40 degreesC afforded the corresponding cyclic dicaprolactone (DCL, 1,8-dioxacyclotetradecane-2,9-dione) in a yield of up to 97%. Thus the obtained DCL readily polymerized again using both the fresh and recovered lipase CAs.
引用
收藏
页码:511 / 514
页数:4
相关论文
共 16 条
[1]   Lipase-catalysed formation of macrocycles by ring-opening polymerisation of ε-caprolactone [J].
Cordova, A ;
Iversen, T ;
Martinelle, M .
POLYMER, 1998, 39 (25) :6519-6524
[2]   Enzyme-catalyzed polymerizations of epsilon-caprolactone: Effects of initiator on product structure, propagation kinetics, and mechanism [J].
Henderson, LA ;
Svirkin, YY ;
Gross, RA ;
Kaplan, DL ;
Swift, G .
MACROMOLECULES, 1996, 29 (24) :7759-7766
[3]  
JACOBSON H, 1950, J CHEM PHYS, V18, P160
[4]   ENZYMATIC POLYESTERIFICATION IN ORGANIC MEDIA - ENZYME-CATALYZED SYNTHESIS OF LINEAR POLYESTERS .1. CONDENSATION POLYMERIZATION OF LINEAR HYDROXYESTERS .2. RING-OPENING POLYMERIZATION OF EPSILON-CAPROLACTONE [J].
KNANI, D ;
GUTMAN, AL ;
KOHN, DH .
JOURNAL OF POLYMER SCIENCE PART A-POLYMER CHEMISTRY, 1993, 31 (05) :1221-1232
[5]   Lipase-catalyzed degradation of polyesters in organic solvents, a new methodology of polymer recycling using enzyme as catalyst [J].
Kobayashi, S ;
Uyama, H ;
Takamoto, T .
BIOMACROMOLECULES, 2000, 1 (01) :3-5
[6]   Candida antartica lipase B catalyzed polycaprolactone synthesis:: Effects of organic media and temperature [J].
Kumar, A ;
Gross, RA .
BIOMACROMOLECULES, 2000, 1 (01) :133-138
[7]   ENZYME-CATALYZED EPSILON-CAPROLACTONE RING-OPENING POLYMERIZATION [J].
MACDONALD, RT ;
PULAPURA, SK ;
SVIRKIN, YY ;
GROSS, RA ;
KAPLAN, DL ;
AKKARA, J ;
SWIFT, G ;
WOLK, S .
MACROMOLECULES, 1995, 28 (01) :73-78
[8]  
Matsumura S, 2000, MACROMOL RAPID COMM, V21, P860, DOI 10.1002/1521-3927(20000801)21:12<860::AID-MARC860>3.0.CO
[9]  
2-U
[10]   RING-CLOSING DEPOLYMERIZATION OF POLY(EPSILON-CAPROLACTONE) [J].
NELISSEN, M ;
KEUL, H ;
HOCKER, H .
MACROMOLECULAR CHEMISTRY AND PHYSICS, 1995, 196 (05) :1645-1661