A novel bio-based anhydride curing agent for the synthesis of high-performance epoxy resin

IF 6.3 2区 化学 Q1 POLYMER SCIENCE Polymer Degradation and Stability Pub Date : 2024-08-25 DOI:10.1016/j.polymdegradstab.2024.110979
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Abstract

The continuous consumption of fossil resources and the resulting environmental pollution problems make the synthesis of polymers from renewable resources more and more attractive. Herein, a bio-based epoxy curing agent, 3,6-epoxide hexahydrophthalic anhydride (EHPA), was synthesized successfully from renewable furan and maleic anhydride by combining Diels-Alder and hydrogenation reactions and can cure diglycidyl ether of bisphenol A (DGEBA) to produce a sustainable thermosetting resin (EEP). Tensile properties and dynamic mechanical analysis show that EEP is a high-strength, high-toughness, and high-modulus material, showing higher glass transition temperature (201 °C), tensile strength (104.51 MPa), and storage modulus (4.14 GPa) than those of epoxy thermosets (MEP) cured with the petroleum-based methyl tetrahydrophthalic anhydride (MeTHPA). Besides its high performance, EEP can be degraded via the cleavage of its ester bonds at mild conditions (150 °C, 5 wt.% NaOH aqueous solution), making it an environmentally friendly alternative to petroleum-based epoxy resins. Our results provide a way to synthesize bio-based curing agents to fabricate high-performance and degradable epoxy resin polymers that are expected to be applied in the aerospace fields.

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用于合成高性能环氧树脂的新型生物基酸酐固化剂
化石资源的不断消耗和由此带来的环境污染问题使得从可再生资源中合成聚合物变得越来越有吸引力。本文以可再生的呋喃和马来酸酐为原料,通过狄尔斯-阿尔德和氢化反应成功合成了一种生物基环氧固化剂--3,6-环氧六氢邻苯二甲酸酐(EHPA),并能固化双酚 A 的二缩水甘油醚(DGEBA),生产出一种可持续热固性树脂(EEP)。拉伸性能和动态力学分析表明,EEP 是一种高强度、高韧性和高模量材料,其玻璃化转变温度(201 °C)、拉伸强度(104.51 兆帕)和储存模量(4.14 千兆帕)均高于用石油基甲基四氢邻苯二甲酸酐(MeTHPA)固化的环氧热固性树脂(MEP)。除了高性能之外,EEP 还能在温和的条件下(150 °C,5 wt.% 的 NaOH 水溶液)通过酯键裂解而降解,因此是石油基环氧树脂的环保型替代品。我们的研究成果为合成生物基固化剂提供了一种方法,可用于制造高性能、可降解的环氧树脂聚合物,有望应用于航空航天领域。
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来源期刊
Polymer Degradation and Stability
Polymer Degradation and Stability 化学-高分子科学
CiteScore
10.10
自引率
10.20%
发文量
325
审稿时长
23 days
期刊介绍: Polymer Degradation and Stability deals with the degradation reactions and their control which are a major preoccupation of practitioners of the many and diverse aspects of modern polymer technology. Deteriorative reactions occur during processing, when polymers are subjected to heat, oxygen and mechanical stress, and during the useful life of the materials when oxygen and sunlight are the most important degradative agencies. In more specialised applications, degradation may be induced by high energy radiation, ozone, atmospheric pollutants, mechanical stress, biological action, hydrolysis and many other influences. The mechanisms of these reactions and stabilisation processes must be understood if the technology and application of polymers are to continue to advance. The reporting of investigations of this kind is therefore a major function of this journal. However there are also new developments in polymer technology in which degradation processes find positive applications. For example, photodegradable plastics are now available, the recycling of polymeric products will become increasingly important, degradation and combustion studies are involved in the definition of the fire hazards which are associated with polymeric materials and the microelectronics industry is vitally dependent upon polymer degradation in the manufacture of its circuitry. Polymer properties may also be improved by processes like curing and grafting, the chemistry of which can be closely related to that which causes physical deterioration in other circumstances.
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