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来自环氧化植物油的柔性生物基热固性材料：脂肪族交联剂的研究

Flexible Biobased Thermosets from Epoxidized Plant Oils: A Study of Aliphatic Cross-Linking Agents.

作者信息

Janesch Jan, Solt-Rindler Axel, Dumschat Lara, Vay Oliver, Mija Alice, Gindl-Altmutter Wolfgang, Rosenau Thomas, Raffeiner Wolfgang, Hansmann Christian

机构信息

Institute of Wood Technology and Renewable Materials, Department of Natural Sciences and Sustainable Resources, BOKU-University of Natural Resources and Life Sciences, Vienna, Konrad-Lorenz-Straße 24, 3430 Tulln, Austria.

Institute of Chemistry of Renewable Resources, Department of Natural Sciences and Sustainable Resources, BOKU-University of Natural Resources and Life Sciences, Vienna, Konrad-Lorenz-Straße 24, 3430 Tulln, Austria.

出版信息

ACS Appl Polym Mater. 2025 Mar 12;7(6):3686-3697. doi: 10.1021/acsapm.4c03944. eCollection 2025 Mar 28.

DOI:10.1021/acsapm.4c03944
PMID:40177397
原文链接:https://pmc.ncbi.nlm.nih.gov/articles/PMC11959707/
Abstract

This study investigates the preparation of flexible biobased thermosets by cross-linking epoxidized linseed oil (ELO) with three different hardeners: hexamethylene diamine (HMDA), bis(hexamethylene)triamine (BHMT), and sebacic acid. In a comparative analysis of amine and carboxylic acid cross-linkers, the mechanical, thermal, and chemical properties of the resulting thermosets were evaluated using Fourier transform infrared (FT-IR) spectroscopy, differential scanning calorimetry (DSC), dynamic mechanical analysis (DMA), thermogravimetric analysis (TGA), and tensile testing. FT-IR spectroscopy revealed the formation of an amide network in samples cured by using amine hardeners. HMDA and BHMT provided superior mechanical properties, with tensile strengths of 3.7 MPa and 2.3 MPa, respectively, compared to 2.0 MPa for sebacic acid. Glass transition temperatures were also higher for HMDA (16.0 °C) and BHMT (12.4 °C) compared with sebacic acid (-1.4 °C). Moreover, TGA showed that samples cured using sebacic acid reached the point of fastest mass loss at lower temperatures (385 °C) than thermosets cured using amine hardeners (450-470 °C), indicating their improved thermal stability. However, HMDA samples exhibited a significant mass loss of up to 40% due to evaporation during curing. This study shows the potential of amine cross-linkers for enhancing performance and underscores the need for further research into optimizing curing conditions and cross-linking chemistry.

摘要

本研究通过将环氧化亚麻籽油（ELO）与三种不同的固化剂：六亚甲基二胺（HMDA）、双（六亚甲基）三胺（BHMT）和癸二酸交联，来研究柔性生物基热固性材料的制备。在对胺类和羧酸类交联剂的对比分析中，使用傅里叶变换红外（FT-IR）光谱、差示扫描量热法（DSC）、动态力学分析（DMA）、热重分析（TGA）和拉伸试验对所得热固性材料的力学、热学和化学性能进行了评估。FT-IR光谱显示，使用胺类固化剂固化的样品中形成了酰胺网络。HMDA和BHMT具有优异的力学性能，拉伸强度分别为3.7 MPa和2.3 MPa，而癸二酸的拉伸强度为2.0 MPa。与癸二酸（-1.4℃）相比，HMDA（16.0℃）和BHMT（12.4℃）的玻璃化转变温度也更高。此外，TGA表明，使用癸二酸固化的样品在较低温度（385℃）下达到最快质量损失点，而使用胺类固化剂固化的热固性材料在450-470℃达到最快质量损失点，这表明前者具有更好的热稳定性。然而，HMDA样品在固化过程中由于蒸发而出现高达40%的显著质量损失。本研究展示了胺类交联剂在提高性能方面的潜力，并强调了进一步研究优化固化条件和交联化学的必要性。

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