以2,4,6-三氯-1,3,5-三嗪和水合肼为起始原料,经偶联、肼解、重氮化、氧化等反应合成4,4,′6,6′-四叠氮基偶氮-1,3,5-三嗪(TAAT)。采用DSC、IR、NMR、元素分析等对TAAT和中间产物进行了分析和表征,确定了它们的结构。DSC分析发现TAAT在198℃分解。研究表明采用氯气作氧化剂,在两相条件下进行反应可以94%的收率得到TAAT。而N-溴代丁二酰亚胺(NBS)作氧化剂收率仅为84%。提出了氧化反应的反应机理并推测了具体的反应历程。
4,4′ ,6,6′-Tetra (azido) azo-1,3,5-triazine (TAAT) was synthesized with cyanuric chloride and hydrazine hydrate as primary materials. This synthesis is a four-step process including coupling ,hydrazinolysis, diazotization and oxidation in turn. Each reaction process ,especially the oxidizing reaction is described in details. The investigation indicates that chlorine can transform 94% 4,4′ ,6,6′-tetra (azido) hydrazo-1,3,5-triazine into TAAT hut N-hromosuccinimide just transforms 84%. The DSC, IR, NMR and elemental analysis determine the structure of TAAT and its intermediates. The characterization of DSC shows TAAT decomposes at 198 ℃. A free radical mechanism is presented to interpret the oxidizing reaction.