新型烯丙基芳香二胺的合成及其固化特性研究

Synthesis and properties of novel allyl-containing diamine curing agents

以溴丙烯和芳香族二酚为原料,通过缩合、重排2步反应制备了一系列烯丙基二酚化合物。以所合成的烯丙基二酚为原料,进一步与4-溴硝基苯,通过Williamson反应和还原反应制备了一系列新型烯丙基取代二胺单体。以2,2-双[4′-(4″-氨基苯氧基)-3′-烯丙基苯基]丙烷(APAP)为例,研究了其对环氧树脂以及双马来酰亚胺树脂的固化行为。结果表明,这类二胺固化剂对于上述树脂体系均具有良好的固化效果,固化物具有良好的耐热性能以及耐溶剂稳定性。

A series of allyl bisphenol compounds had been synthesized via the condensation reaction of allyl bromide and aromatic diphenols, followed by thermally rearrangement reaction. Novel allyl - containing diamine curing agents were developed by the Williamson＇s reaction of the obtained allyl bisphenol compounds and 4 - bromo- 1 - nitrobenzene, followed by reduction reactions. The curing properties of the new curing agent, 2, 2- bis [4＇- （4＇-aminophenoxy） -3＇-allylphenyl] propane（APAP） to epoxy and bismaleimides were researched. It was shown that the curing agent exhibited good curing effect to the resins, the curing reactions of APAP- BMDM and APAP- DGEBA were taken place over a wide range of temperature, their temperature at exothermal peak were 256.2 and 190.7 degrees respectively, the glass transition temperature of cured APAP- DGEBA was 154.4 degrees but there was not occured the glass state transition for the cured APAP- BMDM in test conditions and the curing resin showed good thermal stability and solvent - resistance, such that the starting decomposition temperature of APAP- BMDM cured and the carbon residue in 700 degrees were 426.8 degrees and 46.5 percent and were increased with 52.6 degrees and 23.4 percent respectivelly more than that of APAP - DGEBA cured and the two thermosets were hardly dissoved in common solvents such as NMP DMF DMAc phenol solvent and strong basic （30% NaOH）, strong acid （concentrated sulfuric acid） solutions.