Abstract

The present study investigates the effects of substituents, structural rigidity, tautomerism, hydrogen bonding interaction, and spatial hindrance on the thermal stability of some azo compounds including bisazo Tröger base analogs (BATBAs). The relatively large structures of BATBAs allow assessing their thermal stability before reaching the sublimation or boiling point. BATBAs carry two identical azo groups per molecule resulting in an intense and detectable sign of decomposition. Unlike most azo dyes, BATBAs are not ionic and prevent the complexity of decomposition associated with simultaneous dehydration. A few commercial azo dyes are also analyzed to evaluate the generality of the conclusion.

Graphic abstract

中文翻译：

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影响偶氮和双偶氮化合物热稳定性的因素

摘要

本研究调查了取代基，结构刚性，互变异构，氢键相互作用和空间障碍对某些偶氮化合物（包括双偶氮Tröger碱类似物（BATBA））的热稳定性的影响。BATBA的结构相对较大，可以在达到升华或沸点之前评估其热稳定性。BATBA每个分子带有两个相同的偶氮基，导致强烈且可检测的分解迹象。与大多数偶氮染料不同，BATBA不是离子性的，可以防止与同时脱水相关的分解复杂性。还分析了几种市售偶氮染料以评估结论的普遍性。

图形摘要