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首页> 外文期刊>Journal of Applied Polymer Science >Alternative monomers for 4,4 '-methylenedianiline in thermosetting epoxy resins
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Alternative monomers for 4,4 '-methylenedianiline in thermosetting epoxy resins

机译：在热固性环氧树脂中的4,4'-甲基二胺的替代单体

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摘要

4,4 '-Methylenedianiline (MDA) is utilized to produce high temperature epoxy resins as well as other high-performance composites; however, MDA is a known carcinogen and liver toxicant. Novel dianilines derived from both petroleum and biomass with different quantities and types of methyl and methoxy substituents on the aromatic ring were prepared and studied to reduce toxicity and carcinogenic aspects of the resulting material while maintaining thermal and mechanical integrity. These dianilines were primarily prepared by coupling commercial anilines using paraformaldehyde under acidic conditions. Another dianiline was prepared by nitration of bisphenol A and subsequent reduction of the nitrates to amines. Structure-toxicity relationships indicate that multiple substituents on the aromatic ring are necessary to reduce the toxicity of the dianiline. Epoxy-amine resins were prepared by blending the dianilines with 50 wt % Epikure W liquid amine curing agent and mixing with a stoichiometric amount of EPON 828 epoxy resin. Methoxy and methyl substituents increase the melting point of the dianilines by as much as 65 degrees C, thereby worsening the processing of these monomers as liquid thermoset resins. Structure-property relationships show that the addition of a methoxy group to the aromatic ring and moving the amine from the 4,4 ' position on the dianiline reduces the glass transition temperature (T-g) by approximately 10 degrees C. A single methyl group has little effect on T-g and two methyl groups increase the T-g only when both are ortho to the amine, yet this causes a large 14 degrees C increase in T-g. Thermal degradation profiles are not significantly affected by the dianiline. (c) 2019 Wiley Periodicals, Inc. J. Appl. Polym. Sci. 2019, 137, 48707.
机译：4,4'-亚甲基硅霉素（MDA）用于生产高温环氧树脂以及其他高性能复合材料;然而，MDA是一种已知的致癌物和肝脏毒性。制备从石油和生物质的新型Dianilines，并制备芳环上的不同量和类型的甲基和甲氧基取代基，并研究了所得材料的毒性和致癌方面，同时保持热和机械完整性。这些Dianilines主要通过在酸性条件下使用多聚甲醛偶联商业苯胺来制备。通过硝化双酚A和随后将硝酸盐还原为胺来制备另一种Dianiline。结构毒性关系表明，芳环上的多个取代基是降低Dianiline的毒性所必需的。通过将Dianilines与50wt％表液液态胺固化剂混合并与化学计量的EPON 828环氧树脂混合来制备环氧胺树脂。甲氧基和甲基取代基通过多达65℃的二氟化胺的熔点，从而使这些单体的加工变冷，作为液体热固性树脂。结构 - 性质关系表明，将甲氧基与芳环的加入和从Dianiline上的4,4'位置移动胺将玻璃化转变温度（Tg）降低约10℃。单个甲基几乎没有仅当两者都是邻胺时，对Tg和两个甲基的影响增加了Tg，但这导致TG增加了14摄氏度。 DiriLine的热降解型材不会受到显着影响。 （c）2019 Wiley期刊，Inc.J.Phill。聚合物。 SCI。 2019,137,48707。

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