Preparation of poly(propylene carbonate-co-ε-caprolactone) and their applications in drug delivery

被引:11
作者
Li, Hongchun [1 ]
Niu, Yongsheng [1 ]
机构
[1] Qingdao Agr Univ, Coll Chem & Pharm, Qingdao 266109, Peoples R China
基金
中国国家自然科学基金;
关键词
epsilon-Caprolactone; carbon dioxide; drug delivery; polycarbonates; propylene oxide; terpolymerization; PROPYLENE-OXIDE; ALTERNATING COPOLYMERIZATION; CARBON-DIOXIDE; CO2; TERPOLYMERIZATION; CATALYSTS; EPOXIDES; POLYCARBONATE; SELECTIVITY; COMPLEXES;
D O I
10.1080/00914037.2017.1320654
中图分类号
TB3 [工程材料学]; R318.08 [生物材料学];
学科分类号
0805 ; 080501 ; 080502 ;
摘要
An aliphatic poly(propylene carbonate-co-epsilon-caprolactone) (PPCCL) was synthesized by terpolymerization of CO2, propylene oxide, and epsi;-caprolactone (CL) using SalenCo(III)(2,4-dinitrophenoxy) (Salen = N, N-bis (3,5-di-tert-butylsalicylidene)-ethylenediimine) (1)/1,10-phenanthroline monohydrate catalyst system. The obtained terpolymers were characterized by IR and H-1 NMR to determine its structure. The reactivity ratios of CO2 and CL (r(CO2) = 6.54 and r(CL) = 0.22) were evaluated by Fineman-Ross methodology. The reaction conditions were optimized according to the factors affecting the terpolymerization. The results indicated that the polymer yield is high to 7.15 g using 0.1 mmol complex 1 for 10 h. Using the PPCCL as the carrier, PPCCL microcapsule was prepared through solvent volatilization. The stirring speed had a significant effect on morphology and particle size of PPCCL microcapsules. The composition of terpolymer had little effect on morphology and particle size of PPCCL microcapsules. However, the rate of imidacloprid release from the microcapsules was accelerated with the amount of polyester component in terpolymer increasing.
引用
收藏
页码:192 / 198
页数:7
相关论文
共 28 条
[1]   Experimental and Computational Investigation of the Mechanism of Carbon Dioxide/Cyclohexene Oxide Copolymerization Using a Dizinc Catalyst [J].
Buchard, Antoine ;
Jutz, Fabian ;
Kember, Michael R. ;
White, Andrew J. P. ;
Rzepa, Henry S. ;
Williams, Charlotte K. .
MACROMOLECULES, 2012, 45 (17) :6781-6795
[2]   Facilely synthesized benzotriazole phenolate zirconium complexes as versatile catalysts for copolymerization of carbon dioxide with cyclohexene oxide and lactide polymerization1 [J].
Chuang, Hui-Ju ;
Ko, Bao-Tsan .
DALTON TRANSACTIONS, 2015, 44 (02) :598-607
[3]   Cobalt catalysts for the alternating copolymerization of propylene oxide and carbon dioxide: Combining high activity and selectivity [J].
Cohen, CT ;
Chu, T ;
Coates, GW .
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 2005, 127 (31) :10869-10878
[4]   Kinetics of the (salen)Cr(III)- and (salen)Co(III)-catalyzed copolymerization of epoxides with CO2, and of the accompanying degradation reactions [J].
Darensbourg, D. J. ;
Yeung, A. D. .
POLYMER CHEMISTRY, 2015, 6 (07) :1103-1117
[5]   LINEAR METHOD FOR DETERMINING MONOMER REACTIVITY RATIOS IN COPOLYMERIZATION [J].
FINEMAN, M ;
ROSS, SD .
JOURNAL OF POLYMER SCIENCE, 1950, 5 (02) :259-262
[6]   Quaternary onium modified SalenCoXY catalysts for alternating copolymerization of CO2 and propylene oxide: A kinetic study [J].
Fu, Xiying ;
Jing, Huanwang .
JOURNAL OF CATALYSIS, 2015, 329 :317-324
[7]   Biodegradable poly(carbonate-ether)s with thermoresponsive feature at body temperature [J].
Gu, Lin ;
Gao, Yonggang ;
Qin, Yusheng ;
Chen, Xuesi ;
Wang, Xianhong ;
Wang, Fosong .
JOURNAL OF POLYMER SCIENCE PART A-POLYMER CHEMISTRY, 2013, 51 (02) :282-289
[8]   Chromium-Catalyzed CO2-Epoxide Copolymerization [J].
Gurnham, Joanna ;
Gambarotta, Sandro ;
Korobkov, Ilia ;
Jasinska-Walc, Lidia ;
Duchateau, Robbert .
ORGANOMETALLICS, 2014, 33 (17) :4401-4409
[9]   Zinc glutarate catalyzed synthesis and biodegradability of poly(carbonate-co-ester)s from CO2, propylene oxide, and ε-caprolactone [J].
Hwang, Y ;
Kim, H ;
Ree, M .
MACROMOLECULAR SYMPOSIA, 2005, 224 :227-237
[10]   Terpolymerization of CO2 with propylene oxide and ε-caprolactone using zinc glutarate catalyst [J].
Hwang, YT ;
Jung, JW ;
Ree, M ;
Kim, H .
MACROMOLECULES, 2003, 36 (22) :8210-8212