Preparation of biorenewable poly (γ-butyrolactone)-b-poly(L-lactide) diblock copolyesters via one-pot sequential metal-free ring-opening polymerization

被引:60
作者
Shen, Yong [1 ]
Zhang, Jinbo [2 ]
Zhao, Na [2 ]
Liu, Fusheng [1 ]
Li, Zhibo [2 ]
机构
[1] Qingdao Univ Sci & Technol, Coll Chem Engn, Qingdao 266042, Peoples R China
[2] Qingdao Univ Sci & Technol, Sch Polymer Sci & Engn, Shandong Prov Educ Dept, Key Lab Biobased Polymer Mat, Qingdao 266042, Peoples R China
基金
中国博士后科学基金;
关键词
GAMMA-BUTYROLACTONE; THERMOPLASTIC ELASTOMERS; EPSILON-CAPROLACTONE; DRUG-DELIVERY; COPOLYMERIZATION; POLY-4-HYDROXYBUTYRATE; POLYMENTHIDE; DEGRADATION; POLYLACTIDE; POLYESTER;
D O I
10.1039/c8py00389k
中图分类号
O63 [高分子化学(高聚物)];
学科分类号
070305 ; 080501 ; 081704 ;
摘要
The preparation of block copolymers containing poly(-butyrolactone) blocks remains a synthetic challenge owing to the unfavorable thermodynamics towards the ring-opening polymerization (ROP) of non-strained five-membered rings that makes them prone to copolymerization with other cyclic lactones or lactides rather than the formation of homopolymers. By choosing a suitable organophosphazene superbase as a catalyst, we realized the successful one-pot preparation of poly(-butyrolactone)-b-poly(l-lactide) by sequential ROP of BL and l-LA for the first time. The thermal stabilities, crystallization, and melting behaviors of the obtained diblock copolyesters were also investigated.
引用
收藏
页码:2936 / 2941
页数:6
相关论文
共 25 条
[1]   Thermodynamic Control of the Polymerizability of Five-, Six-, and Seven-Membered Lactones [J].
Aleman, Carlos ;
Betran, Oscar ;
Casanovas, Jordi ;
Houk, K. N. ;
Hall, H. K., Jr. .
JOURNAL OF ORGANIC CHEMISTRY, 2009, 74 (16) :6237-6244
[2]   An overview of polylactides as packaging materials [J].
Auras, R ;
Harte, B ;
Selke, S .
MACROMOLECULAR BIOSCIENCE, 2004, 4 (09) :835-864
[3]   Technology development for the production of biobased products from biorefinery carbohydrates-the US Department of Energy's "Top 10" revisited [J].
Bozell, Joseph J. ;
Petersen, Gene R. .
GREEN CHEMISTRY, 2010, 12 (04) :539-554
[4]   Oligomerization and copolymerization of gamma-butyrolactone - A monomer known as unable to homopolymerize .1. Copolymerization with epsilon-caprolactone [J].
Duda, A ;
Penczek, S ;
Dubois, P ;
Mecerreyes, D ;
Jerome, R .
MACROMOLECULAR CHEMISTRY AND PHYSICS, 1996, 197 (04) :1273-1283
[5]  
FUKUZAKI H, 1989, MAKROMOL CHEM, V190, P2571
[6]   Enzyme-catalyzed polymerization and degradation of copolyesters of ε-caprolactone and γ-butyrolactone [J].
He, F ;
Li, SM ;
Garreau, H ;
Vert, M ;
Zhuo, RX .
POLYMER, 2005, 46 (26) :12682-12688
[7]   Aliphatic Polyester Block Polymers: Renewable, Degradable, and Sustainable [J].
Hillmyer, Marc A. ;
Tolman, William B. .
ACCOUNTS OF CHEMICAL RESEARCH, 2014, 47 (08) :2390-2396
[8]   "Nonstrained" γ-Butyrolactone-Based Copolyesters: Copolymerization Characteristics and Composition-Dependent (Thermal, Eutectic, Cocrystallization, and Degradation) Properties [J].
Hong, Miao ;
Tang, Xiaoyan ;
Newell, Brian S. ;
Chen, Eugene Y. -X. .
MACROMOLECULES, 2017, 50 (21) :8469-8479
[9]   Towards Truly Sustainable Polymers: A Metal-Free Recyclable Polyester from Biorenewable Non-Strained -Butyrolactone [J].
Hong, Miao ;
Chen, Eugene Y. -X. .
ANGEWANDTE CHEMIE-INTERNATIONAL EDITION, 2016, 55 (13) :4188-4193
[10]  
Hong M, 2016, NAT CHEM, V8, P42, DOI [10.1038/nchem.2391, 10.1038/NCHEM.2391]