Isomeric tri-aryl ketone amines, 1,3-bis(3-aminobenzoyl)benzene (133 BABB), 1,3-bis(4-aminobenzoyl)benzene (134 BABB), and 1,4-bis(4-aminobenzoyl)benzene (144 BABB) are synthesized and cured with diglycidyl ether of bisphenol A and diglycidyl ether of bisphenol F in this work. Differential scanning calorimetry and near-infrared spectroscopy reveal higher rate constants and enhanced secondary amine conversion with increasing para substitution attributed to resonance effects and the electron withdrawing nature of the carbonyl linkages. Glass transition temperatures increase from 133 BABB to 134 BABB, but decrease modestly for the 144 BABB hardener. With increasing para substitution, the flexural modulus and strength both decrease while the strain to failure increases but all BABB amines displaying higher mechanical properties than the corresponding 4,4-diaminodiphenyl sulfone (44 DDS) networks. The thermal stability of the BABB networks is found to be modestly lower than 44 DDS, but char yields are significantly higher. Changes in thermal and mechanical properties are described in terms of molecular structure and equilibrium packing density.

中文翻译：

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三芳基酮胺异构体的合成及其环氧树脂固化

异构三芳基酮胺、1,3-双(3-氨基苯甲酰基)苯 (133 BABB)、1,3-双(4-氨基苯甲酰基)苯 (134 BABB) 和 1,4-双(4-氨基苯甲酰基)在这项工作中，苯（144 BABB）与双酚A的二缩水甘油醚和双酚F的二缩水甘油醚合成并固化。差示扫描量热法和近红外光谱揭示了更高的速率常数和增强的仲胺转化率，增加了对位取代，归因于共振效应和羰基键的吸电子性质。玻璃化转变温度从 133 BABB 增加到 134 BABB，但 144 BABB 硬化剂的玻璃化转变温度适度降低。随着对位取代的增加，弯曲模量和强度均降低，而失效应变增加，但所有 BABB 胺都显示出比相应的 4,4-二氨基二苯砜 (44 DDS) 网络更高的机械性能。发现 BABB 网络的热稳定性略低于 44 DDS，但炭产率明显更高。热性能和机械性能的变化用分子结构和平衡堆积密度来描述。