Achieving Very High Performance Polybenzoxazines from Natural Renewable Isoliquiritigenin: Design, Preparation and Property Investigation

IF 4.1 2区化学 Q2 POLYMER SCIENCE

Polymer Chemistry Pub Date : 2025-05-29 DOI:10.1039/d5py00311c

Lin Xie, Kan Zhang

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引用次数: 0

Abstract

In this paper, we successfully designed and synthesized a series of bio-based benzoxazine resins using and p-toluidine/aniline/3-ethynylaniline, paraformaldehyde and natural renewable isoliquiritigenin through Mannich reaction. Nuclear magnetic resonance (NMR), Fourier transform infrared (FT-IR) spectroscopy, and high-resolution mass spectrometry (HR-MS) were employed to precisely analyze their chemical structures. Besides, the curing behavior of each benzoxazine resin was explored by differential scanning calorimetry (DSC) and in-situ FT-IR, which revealed that the synergistic effects from catalytic hydroxyl group and electron withdrawing alkynyl and carbon-carbon double bonds significantly reduces the curing peak temperatures. Moreover, dynamic mechanical analysis (DMA) and thermogravimetric analysis (TGA) data indicated that the alkynyl and carbon-carbon double bonds provide extra cross-linking sites during polymerization, which greatly enhances the thermal stability with a Td10 of up to 432 °C, Tg of 389 °C, and Yc of 71.2% at 800 °C. Owing to such outstanding properties, the newly obtained bio-based resins synthesized from isoliquiritigenin are highly suitable for high performance application fields.

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从天然可再生异黄酮中制备高性能聚苯并恶嗪：设计、制备及性能研究

本文以对甲苯胺/苯胺/3-乙基苯胺、多聚甲醛和天然可再生异异质素为原料，通过曼尼希反应成功地设计合成了一系列生物基苯并杂嗪树脂。采用核磁共振（NMR）、傅里叶变换红外光谱（FT-IR）和高分辨率质谱（HR-MS）对其化学结构进行了精确分析。此外，通过差示扫描量热法（DSC）和原位红外光谱（FT-IR）研究了各苯并恶嗪树脂的固化行为，发现催化羟基、吸电子炔基和碳碳双键的协同作用显著降低了固化峰温度。此外，动态力学分析（DMA）和热重分析（TGA）数据表明，烷基和碳碳双键在聚合过程中提供了额外的交联位点，大大提高了热稳定性，在800℃时Td10高达432℃，Tg为389℃，Yc为71.2%。由于这些优异的性能，新合成的生物基树脂非常适合于高性能应用领域。

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来源期刊

Polymer Chemistry POLYMER SCIENCE-

CiteScore

8.60

自引率

8.70%

发文量

535

审稿时长

1.7 months

期刊介绍： Polymer Chemistry welcomes submissions in all areas of polymer science that have a strong focus on macromolecular chemistry. Manuscripts may cover a broad range of fields, yet no direct application focus is required.