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用于ε-己内酯开环聚合的新型锌催化体系。

Novel zinc-catalytic systems for ring-opening polymerization of ε-caprolactone.

作者信息

Żółtowska Karolina, Sobczak Marcin, Olędzka Ewa

机构信息

Department of Inorganic and Analytical Chemistry, Faculty of Pharmacy, Medical University of Warsaw, ul. Banacha 1, 02-097 Warsaw, Poland.

Chair of Chemistry, Department of Organic Chemistry, Faculty of Materials Science and Design, Kazimierz Pulaski University of Technology and Humanities in Radom, ul. Chrobrego 27, 26-600 Radom, Poland.

出版信息

Molecules. 2015 Feb 9;20(2):2816-27. doi: 10.3390/molecules20022816.

DOI:10.3390/molecules20022816
PMID:25690282
原文链接:https://pmc.ncbi.nlm.nih.gov/articles/PMC6272648/
Abstract

Polycaprolactone (PCL) is a biodegradable synthetic polymer that is currently widely used in many pharmaceutical and medical applications. In this paper we describe the coordination ring-opening polymerization of ε-caprolactone in the presence of two newly synthesized catalytic systems: diethylzinc/gallic acid and diethylzinc/propyl gallate. The chemical structures of the obtained PCLs were characterized by 1H- or 13C-NMR, FTIR spectroscopy and MALDI TOF mass spectrometry. The average molecular weight of the resulting polyesters was analysed by gel permeation chromatography and a viscosity method. The effects of temperature, reaction time and type of catalytic system on the polymerization process were examined. Linear PCLs with defined average molecular weight were successfully obtained. Importantly, in some cases the presence of macrocyclic products was not observed during the polymerization process. This study provides an effective method for the synthesis of biodegradable polyesters for medical and pharmaceutical applications due to the fact that gallic acid/propyl gallate are commonly used in the pharmaceutical industry.

摘要

聚己内酯(PCL)是一种可生物降解的合成聚合物,目前广泛应用于许多制药和医疗领域。在本文中,我们描述了在两种新合成的催化体系:二乙基锌/没食子酸和二乙基锌/没食子酸丙酯存在下,ε-己内酯的配位开环聚合反应。通过1H-或13C-NMR、FTIR光谱和MALDI TOF质谱对所得PCL的化学结构进行了表征。通过凝胶渗透色谱法和粘度法分析了所得聚酯的平均分子量。考察了温度、反应时间和催化体系类型对聚合过程的影响。成功获得了具有确定平均分子量的线性PCL。重要的是,在某些情况下,聚合过程中未观察到大环产物的存在。由于没食子酸/没食子酸丙酯在制药工业中常用,本研究为合成用于医疗和制药应用的可生物降解聚酯提供了一种有效方法。

https://cdn.ncbi.nlm.nih.gov/pmc/blobs/d30e/6272648/f86f9c4f6a92/molecules-20-02816-g007.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/d30e/6272648/4abe962ac33d/molecules-20-02816-g001.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/d30e/6272648/2643a68abddd/molecules-20-02816-g008.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/d30e/6272648/8ddedbc2f19a/molecules-20-02816-g002.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/d30e/6272648/85b3846c7b8c/molecules-20-02816-g003.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/d30e/6272648/bae3bd6bb9a5/molecules-20-02816-g004.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/d30e/6272648/f8d369d39829/molecules-20-02816-g005.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/d30e/6272648/064bea8c7b89/molecules-20-02816-g006.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/d30e/6272648/f86f9c4f6a92/molecules-20-02816-g007.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/d30e/6272648/4abe962ac33d/molecules-20-02816-g001.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/d30e/6272648/2643a68abddd/molecules-20-02816-g008.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/d30e/6272648/8ddedbc2f19a/molecules-20-02816-g002.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/d30e/6272648/85b3846c7b8c/molecules-20-02816-g003.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/d30e/6272648/bae3bd6bb9a5/molecules-20-02816-g004.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/d30e/6272648/f8d369d39829/molecules-20-02816-g005.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/d30e/6272648/064bea8c7b89/molecules-20-02816-g006.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/d30e/6272648/f86f9c4f6a92/molecules-20-02816-g007.jpg

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