Synthesis of Tri‐Aryl Methane Epoxy Resin Isomers and Their Cure with Aromatic Amines,Macromolecular Materials and Engineering

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Synthesis of Tri‐Aryl Methane Epoxy Resin Isomers and Their Cure with Aromatic Amines
Macromolecular Materials and Engineering ( IF 4.2 ) Pub Date : 2020-01-13 , DOI: 10.1002/mame.201900546
Larry Q. Reyes ₁ , Salumeh Issazadeh ₁ , Jane Zhang ₁ , Buu Dao ₂ , Russell J. Varley ₁

Affiliation

In this work, two tri-aryl and one bi-aryl epoxy resin, bis[(glycidyloxy)phenyl)]-m-xylene (BGOPmX), bis[(glycidyloxy)phenyl)]-p-xylene (BGOPpX), and bis(glycidyloxy) biphenyl (BGOBP) are synthesized and cured with methylene dianiline and 4,4′-diamino diphenyl sulfone. Structure, property, and processing relationships are investigated and compared against diglycidyl ether of bis-phenol F epoxy resin to better understand the impact of rigid and flexible subunits within the network structure. The rigid BGOBP epoxy network has a higher yield strain, and displays the highest glass transition temperature and a higher coefficient of thermal expansion (CTE) regardless of amine. Conversely, the more flexible tri-aryl epoxy resins, BGOPmX and BGOPpX, have higher moduli and lower CTE. Properties such as yield stress and thermal degradation are relatively unaffected by structure. Results where possible are discussed in terms of the likely equilibrium packing density of the network and short range and segmental motions of the polymer networks determined from sub-ambient dynamic mechanical analysis. Differences between BGOPmX and BGOPpX highlight the effect of minor variations in structure on reactivity, glass transition temperature, and compressive properties. This work clearly illustrates how fine control of chemical structure can tune the mechanical and thermal properties and reaction kinetics of network polymers.

中文翻译：

三芳基甲烷环氧树脂异构体的合成及其芳香胺固化

在这项工作中，两个三芳基和一个双芳基环氧树脂，双[（缩水甘油氧基）苯基）]-间二甲苯（BGOPmX），双[（缩水甘油氧基）苯基）]-对二甲苯（BGOPpX）和双（缩水甘油氧基）联苯 (BGOBP) 是用亚甲基二苯胺和 4,4'-二氨基二苯砜合成和固化的。研究了结构、性能和加工关系，并与双酚 F 环氧树脂的二缩水甘油醚进行了比较，以更好地了解网络结构中刚性和柔性亚单元的影响。刚性 BGOBP 环氧树脂网络具有更高的屈服应变，并显示出最高的玻璃化转变温度和更高的热膨胀系数 (CTE)，而与胺无关。相反，更柔韧的三芳基环氧树脂 BGOPmX 和 BGOPpX 具有更高的模量和更低的 CTE。屈服应力和热降解等特性相对不受结构影响。在可能的情况下，根据网络的可能平衡堆积密度以及由亚环境动态力学分析确定的聚合物网络的短程和分段运动来讨论结果。BGOPmX 和 BGOPpX 之间的差异突出了结构的微小变化对反应性、玻璃化转变温度和压缩性能的影响。这项工作清楚地说明了化学结构的精细控制如何可以调整网络聚合物的机械和热性能以及反应动力学。在可能的情况下，根据网络的可能平衡堆积密度以及由亚环境动态力学分析确定的聚合物网络的短程和分段运动来讨论结果。BGOPmX 和 BGOPpX 之间的差异突出了结构的微小变化对反应性、玻璃化转变温度和压缩性能的影响。这项工作清楚地说明了化学结构的精细控制如何可以调节网络聚合物的机械和热性能以及反应动力学。在可能的情况下，根据网络的可能平衡堆积密度以及由亚环境动态力学分析确定的聚合物网络的短程和分段运动来讨论结果。BGOPmX 和 BGOPpX 之间的差异突出了结构的微小变化对反应性、玻璃化转变温度和压缩性能的影响。这项工作清楚地说明了化学结构的精细控制如何可以调整网络聚合物的机械和热性能以及反应动力学。

更新日期：2020-01-13

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