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基于环氧化大豆油的环氧封端超支化聚合物的合成与性能

Synthesis and Performance of Epoxy-Terminated Hyperbranched Polymers Based on Epoxidized Soybean Oil.

作者信息

Li Guang-Zhao, Wang Qiuhong, Zhu Chongyu, Zhang Shuai, Wang Fumei, Tao Lei, Jiang Youqi, Zhang Qiang, Wang Wenyan, Han Rui

机构信息

Key Laboratory of Materials and Surface Technology (Ministry of Education), School of Materials Science and Engineering, Xihua University, Chengdu 610039, China.

College of Chemistry and Chemical Engineering, Donghua University, Shanghai 201620, China.

出版信息

Molecules. 2025 Jan 27;30(3):583. doi: 10.3390/molecules30030583.

DOI:10.3390/molecules30030583
PMID:39942686
原文链接:https://pmc.ncbi.nlm.nih.gov/articles/PMC11820537/
Abstract

Epoxy-terminated hyperbranched polymers (EHBPs) are a class of macromolecular polymers with a hyperbranched structure containing epoxy groups. They possess characteristics such as low viscosity, high functionality, and thermal stability, which endow them with broad application potential in materials science and chemical engineering. This study uses epoxidized soybean oil (ESO) as the raw material, which undergoes ring-opening reactions with glycerol and is esterified with 2,2-bis(hydroxymethyl)propionic acid (DMPA) to obtain epoxy soybean oil polyol (EGD) with a high hydroxyl value. Subsequently, four types of EHBPs are synthesized by incorporating epichlorohydrin (ECH) in mass ratios of 1:3, 1:4, 1:5, and 1:6 under strong alkaline conditions. The product structure is characterized using FT-IR and GPC. The degree of branching of EGD is calculated using H NMR and C NMR spectroscopy. The epoxy value of EHBPs is tested using the hydrochloric acid-acetone method, and the water contact angle, adhesion properties, rheological properties, and thermal properties of the EHBPs are also evaluated. The results show that the degree of branching of EGD is 0.45. The epoxy values of the EHBPs are 0.73, 0.79, 0.82, and 0.89 mol/100g, respectively. As the epoxy value and molecular weight of the epoxy hyperbranched polymers (EHBPs) increase, the water contact angle and adhesion strength of the EHBPs rise progressively and the viscosity decreases. Additionally, the glass transition temperature increases with the increase in the epoxy value. These epoxy hyperbranched polymers with low viscosity and high adhesion strength offer a promising approach for modifying surface coatings or formulating adhesives.

摘要

环氧封端超支化聚合物(EHBPs)是一类具有含环氧基团超支化结构的高分子聚合物。它们具有低粘度、高官能度和热稳定性等特性,使其在材料科学和化学工程领域具有广阔的应用潜力。本研究以环氧化大豆油(ESO)为原料,使其与甘油发生开环反应,并与2,2-二羟甲基丙酸(DMPA)进行酯化反应,得到具有高羟值的环氧大豆油多元醇(EGD)。随后,在强碱性条件下,通过以1:3、1:4、1:5和1:6的质量比加入环氧氯丙烷(ECH),合成了四种类型的EHBPs。使用傅里叶变换红外光谱(FT-IR)和凝胶渗透色谱(GPC)对产物结构进行表征。利用核磁共振氢谱(H NMR)和核磁共振碳谱(C NMR)光谱计算EGD的支化度。采用盐酸-丙酮法测试EHBPs的环氧值,并对EHBPs的水接触角、粘附性能、流变性能和热性能进行评估。结果表明,EGD的支化度为0.45。EHBPs的环氧值分别为0.73、0.79、0.82和0.89 mol/100g。随着环氧超支化聚合物(EHBPs)的环氧值和分子量增加,EHBPs的水接触角和粘附强度逐渐升高,粘度降低。此外,玻璃化转变温度随环氧值的增加而升高。这些具有低粘度和高粘附强度的环氧超支化聚合物为改性表面涂层或配制粘合剂提供了一种有前景的方法。

https://cdn.ncbi.nlm.nih.gov/pmc/blobs/aa03/11820537/c479109e09cf/molecules-30-00583-g010.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/aa03/11820537/66fb75d4a58e/molecules-30-00583-g001.jpg
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https://cdn.ncbi.nlm.nih.gov/pmc/blobs/aa03/11820537/568db5e5ac4d/molecules-30-00583-g006.jpg
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https://cdn.ncbi.nlm.nih.gov/pmc/blobs/aa03/11820537/a55962b97261/molecules-30-00583-g008.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/aa03/11820537/fa83468e90a7/molecules-30-00583-g009.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/aa03/11820537/c479109e09cf/molecules-30-00583-g010.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/aa03/11820537/66fb75d4a58e/molecules-30-00583-g001.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/aa03/11820537/253432c80e03/molecules-30-00583-g002a.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/aa03/11820537/e1130089b92e/molecules-30-00583-g003.jpg
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https://cdn.ncbi.nlm.nih.gov/pmc/blobs/aa03/11820537/51bd6eb75b6f/molecules-30-00583-g005.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/aa03/11820537/568db5e5ac4d/molecules-30-00583-g006.jpg
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https://cdn.ncbi.nlm.nih.gov/pmc/blobs/aa03/11820537/fa83468e90a7/molecules-30-00583-g009.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/aa03/11820537/c479109e09cf/molecules-30-00583-g010.jpg

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