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

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...

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Main Authors: Guang-Zhao Li, Qiuhong Wang, Chongyu Zhu, Shuai Zhang, Fumei Wang, Lei Tao, Youqi Jiang, Qiang Zhang, Wenyan Wang, Rui Han
Format: Article
Language:English
Published: MDPI AG 2025-01-01
Series:Molecules
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Online Access:https://www.mdpi.com/1420-3049/30/3/583
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author Guang-Zhao Li
Qiuhong Wang
Chongyu Zhu
Shuai Zhang
Fumei Wang
Lei Tao
Youqi Jiang
Qiang Zhang
Wenyan Wang
Rui Han
author_facet Guang-Zhao Li
Qiuhong Wang
Chongyu Zhu
Shuai Zhang
Fumei Wang
Lei Tao
Youqi Jiang
Qiang Zhang
Wenyan Wang
Rui Han
author_sort Guang-Zhao Li
collection DOAJ
description 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 <sup>1</sup>H NMR and <sup>13</sup>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.
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spelling doaj-art-3e0fc8c69ed0478583e0c871c667a6352025-08-20T02:48:03ZengMDPI AGMolecules1420-30492025-01-0130358310.3390/molecules30030583Synthesis and Performance of Epoxy-Terminated Hyperbranched Polymers Based on Epoxidized Soybean OilGuang-Zhao Li0Qiuhong Wang1Chongyu Zhu2Shuai Zhang3Fumei Wang4Lei Tao5Youqi Jiang6Qiang Zhang7Wenyan Wang8Rui Han9Key Laboratory of Materials and Surface Technology (Ministry of Education), School of Materials Science and Engineering, Xihua University, Chengdu 610039, ChinaKey Laboratory of Materials and Surface Technology (Ministry of Education), School of Materials Science and Engineering, Xihua University, Chengdu 610039, ChinaCollege of Chemistry and Chemical Engineering, Donghua University, Shanghai 201620, ChinaKey Laboratory of Materials and Surface Technology (Ministry of Education), School of Materials Science and Engineering, Xihua University, Chengdu 610039, ChinaKey Laboratory of Materials and Surface Technology (Ministry of Education), School of Materials Science and Engineering, Xihua University, Chengdu 610039, ChinaThe Key Laboratory of Bioorganic Phosphorus Chemistry & Chemical Biology (Ministry of Education), Department of Chemistry, Tsinghua University, Beijing 100084, ChinaKey Laboratory of Materials and Surface Technology (Ministry of Education), School of Materials Science and Engineering, Xihua University, Chengdu 610039, ChinaInstitute of Polymer Ecomaterials, School of Environmental and Biological Engineering, Nanjing University of Science and Technology, Nanjing 210094, ChinaKey Laboratory of Materials and Surface Technology (Ministry of Education), School of Materials Science and Engineering, Xihua University, Chengdu 610039, ChinaKey Laboratory of Materials and Surface Technology (Ministry of Education), School of Materials Science and Engineering, Xihua University, Chengdu 610039, ChinaEpoxy-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 <sup>1</sup>H NMR and <sup>13</sup>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.https://www.mdpi.com/1420-3049/30/3/583epoxidized soybean oilhyperbranched polymersring-opening polymerizationdegree of branchingadhesion properties
spellingShingle Guang-Zhao Li
Qiuhong Wang
Chongyu Zhu
Shuai Zhang
Fumei Wang
Lei Tao
Youqi Jiang
Qiang Zhang
Wenyan Wang
Rui Han
Synthesis and Performance of Epoxy-Terminated Hyperbranched Polymers Based on Epoxidized Soybean Oil
Molecules
epoxidized soybean oil
hyperbranched polymers
ring-opening polymerization
degree of branching
adhesion properties
title Synthesis and Performance of Epoxy-Terminated Hyperbranched Polymers Based on Epoxidized Soybean Oil
title_full Synthesis and Performance of Epoxy-Terminated Hyperbranched Polymers Based on Epoxidized Soybean Oil
title_fullStr Synthesis and Performance of Epoxy-Terminated Hyperbranched Polymers Based on Epoxidized Soybean Oil
title_full_unstemmed Synthesis and Performance of Epoxy-Terminated Hyperbranched Polymers Based on Epoxidized Soybean Oil
title_short Synthesis and Performance of Epoxy-Terminated Hyperbranched Polymers Based on Epoxidized Soybean Oil
title_sort synthesis and performance of epoxy terminated hyperbranched polymers based on epoxidized soybean oil
topic epoxidized soybean oil
hyperbranched polymers
ring-opening polymerization
degree of branching
adhesion properties
url https://www.mdpi.com/1420-3049/30/3/583
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