Bulk Ring-Opening Copolymerization of L-Lactide and Glycolide Catalyzed by Bismuth/Tin

被引:0
作者
Wen Z. [1 ,3 ]
Jiangang Z. [2 ]
Yuesheng Z. [2 ]
Xiong L. [2 ]
Jianna B. [1 ,3 ]
Xianming Z. [1 ,3 ]
Wenxing C. [1 ,3 ]
机构
[1] School of Materials Science and Engineering, Zhejiang Sci-Tech University, Hangzhou
[2] Yangzhou Huitong Technology Co., Ltd., Yangzhou
[3] Zhejiang Modern Textile Technology Innovation Center, Shaoxing
来源
Gaofenzi Cailiao Kexue Yu Gongcheng/Polymeric Materials Science and Engineering | 2024年 / 40卷 / 02期
关键词
glycolide; L-lactide; metal catalyst; ring-opening polymerization;
D O I
10.16865/j.cnki.1000-7555.2024.0012
中图分类号
学科分类号
摘要
To investigate the effects of metal catalysts Sn(Oct)2 and bismuth salicylate (BiSS) on the reaction process and product properties of bulk ring opening polymerization (ROP) of L- lactide (L- LA) and glycolide (GA), a series of polylactide glycolide copolymers (PLGA) were synthesized using different amounts of Sn(Oct)2 or BiSS. The microstructure, polymerization kinetics and molecular weight of the polymer were characterized by NMR, FT- IR and gel permeation chromatography. The thermal stability of the polymer was analyzed by thermogravimetry and differential scanning calorimetry. The results show that BiSS is a very attractive catalyst, and its catalytic performance similar results are comparable to that of Sn(Oct)2 in the preparation of PLGA. The thermal stability of PLGA prepared with BiSS catalysis is significantly improved. For example, the T5% and T90% of PLGA73 prepared with 1000 × 10- 6 Bi catalysis in nitrogen atmosphere are 269.6 ℃ and 379.2 ℃, respectively, which are increased by 36 ℃ and 82.7 ℃ compared to those of Sn(Oct)2, respectively. The PLGA segments prepared with BiSS catalysis exhibit higher randomness and shorter L- LA sequence length. BiSS can replace commercially used Sn(Oct)2 for the production of low toxicity PLGAs for biomedical applications. © 2024 Sichuan University. All rights reserved.
引用
收藏
页码:39 / 51
页数:12
相关论文
共 15 条
[1]  
Xing L, Li B N, Xiao B H, Et al., Research progress on the properties and processing methods of medical polylactic acid materials, Polymer Materials Science & Engineering, 39, 6, pp. 1-11, (2023)
[2]  
Gu W N, Tian Y, Zhao Z M, Et al., Research progress in the synthesis and characterization of poly(lactide glycolide), Chinese Journal of Pharmaceutical Industry, 53, 6, pp. 819-832, (2022)
[3]  
Valderrama M A M, Putten R J V, Gruter G J M., The potential of oxalic- and glycolic acid based polyesters (review). towards CO2 as a feedstock (Carbon Capture and Utilization- CCU), European Polymer Journal, 119, pp. 445-468, (2019)
[4]  
Mazarro R, Gracia I, Rodriguez J F, Et al., Kinetics of the ring-opening polymerization of D,L- lactide using zinc(II) octoate as catalyst, Polymer International, 61, pp. 265-273, (2012)
[5]  
Tanzi M C, Verderio P, Lampugnani M G, Et al., Cytotoxicity of some catalysts commonly used in the synthesis of copolymers for biomedical use, Journal of Materials Science Materials in Medicine, 5, pp. 393-396, (1994)
[6]  
Samruddhi P, Jin Y, Yeon Y W., Investigation of the mechanisms and kinetics of DBU-catalyzed PLGA copolymerization via a full-scale population balance analysis, Industrial & Engineering Chemistry Research, 60, pp. 14685-14700, (2021)
[7]  
Ekaterina R, Nikita S, Evgeniya S, Et al., Effect of preparation conditions on the size of nanoparticles based on poly(D, L-lactide-co-glycolide) synthesized with bismuth subsalicylate[J], Colloids and Surfaces A: Physicochemical and Engineering Aspects, 648, (2022)
[8]  
Kricheldorf H R, Hachmann-Thiessen H, Schwarz G., Di-, tri- and tetrafunctional poly(ε-caprolactone)s by Bi(OAc)3-catalyzed ring-opening polymerizations of ε- caprolactone, Macromolecules, 37, pp. 10155-10164, (2004)
[9]  
Behnken G, Kricheldorf H R, Schwarz G, Et al., High molar mass poly(ε- caprolactone) by means of diphenyl bismuth ethoxide, a highly reactive single site initiator, Macromolecules, 41, pp. 4102-4107, (2008)
[10]  
Vuorinen S, Lahcini M, Hatanpaa T, Et al., Bismuth(III) alkoxide catalysts for ring- opening polymerization of lactides and ε-caprolactone, Macromolecular Chemistry and Physics, 214, pp. 707-715, (2013)