From aliphatic to aromatic, biobased epoxy resin with moderate melting points and pot lives: their synthesis and application as primer paint

IF 7.3 2区材料科学 Q1 CHEMISTRY, APPLIED

Progress in Organic Coatings Pub Date : 2025-09-30 DOI:10.1016/j.porgcoat.2025.109703

Cunwei Fan , Kangning Su , Yuxin Zai , Ji Gao , Hao Zhang , Tong Chang , Lingfeng Zhang , Wei He , Jie Sun

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Abstract

Three aromatic diphenols were prepared from esters of bio-based aliphatic succinic acid, and derived from them, three 2,5-diglycidyl ether terephthalates (DDHT-Me-ECH, DDHT-Et-ECH, DDHT-Bu-ECH) with different melting points and pot lives were constructed as key precursors for preparation of bio-based epoxy resins. The tunability of ester-based carbon chain length enables precise modulation of the epoxy compound's melting point, pot life, and tensile mechanical properties. Additionally, the side-chain ester groups affect the distance between polymer chains, reduce intermolecular forces, and thus function as a plasticizer. Commercially available curing agents, namely Priamine1074 and isophoronediamine (IPDA), were employed for the curing of DDHT-ECH. Notably, the DDHT-Et-ECH-P1074 system demonstrated superior thermal stability and tensile performance, with a 5 % weight loss temperature (T_d5%) of 325 °C, a statistical heat resistance index (T_s) of 173 °C, a tensile strength of 38 MPa, an elongation at break of 4.6 %, and a pot life of 11.55 min. Furthermore, a biobased epoxy coating formulated with DDHT-Et-ECH-P1074 exhibited comprehensive performance advantages, including excellent adhesion, impact resistance, flexibility, and MEK resistance.

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从脂肪族到芳香族，中等熔点和耐久的生物基环氧树脂：它们的合成和底漆的应用

以生物基脂肪族琥珀酸酯为原料，制备了3种芳香二酚类化合物，并由它们衍生出3种熔点和罐寿命不同的2,5-二缩水甘油酯（DDHT-Me-ECH、DDHT-Et-ECH、DDHT-Bu-ECH），作为制备生物基环氧树脂的关键前体。酯基碳链长度的可调节性使环氧化合物的熔点，锅寿命和拉伸机械性能的精确调制。此外，侧链酯基团影响聚合物链之间的距离，降低分子间的作用力，从而起到增塑剂的作用。采用市售固化剂Priamine1074和异磷二胺（IPDA）固化DDHT-ECH。值得注意的是，DDHT-Et-ECH-P1074体系表现出优异的热稳定性和拉伸性能，失重温度（Td5%）为325℃，统计耐热指数（Ts）为173℃，抗拉强度为38 MPa，断裂伸长率为4.6%，罐寿命为11.55 min。此外，用DDHT-Et-ECH-P1074配制的生物基环氧涂料具有优异的附着力、抗冲击性、柔韧性和抗MEK性能等综合性能优势。

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来源期刊

Progress in Organic Coatings 工程技术-材料科学：膜

CiteScore

11.40

自引率

15.20%

发文量

577

审稿时长

48 days

期刊介绍： The aim of this international journal is to analyse and publicise the progress and current state of knowledge in the field of organic coatings and related materials. The Editors and the Editorial Board members will solicit both review and research papers from academic and industrial scientists who are actively engaged in research and development or, in the case of review papers, have extensive experience in the subject to be reviewed. Unsolicited manuscripts will be accepted if they meet the journal''s requirements. The journal publishes papers dealing with such subjects as: • Chemical, physical and technological properties of organic coatings and related materials • Problems and methods of preparation, manufacture and application of these materials • Performance, testing and analysis.