2-苯基-4,6-[2-羟基-4-(哌啶氧基羰基甲氧基)苯基-1,3,5-均三嗪的合成与表征

Synthesis and Characterization of 2-phenyl-4,6-[2-hydroxy-4-(piperidin-4-yloxycarbonylmethoxy)phenyl]-1,3,5-triazenes

摘要:

以三聚氯氰为起始原料，通过与格氏反应、Friedel-Craft反应、醚化反应及酯交换反应合成了2个含受阻胺结构的新型三嗪类双功能光稳定剂——2-苯基-4,6-[2-羟基-4-(2,2,6.6-四甲基哌啶氧基羰基甲氧基)苯基]-1,3,5-均三嗪（Ⅳa）及2-苯基-4,6-[2-羟基-4-(1,2,2,6.6-五甲基哌啶氧基羰基甲氧基)苯基]-1,3,5-均三嗪（Ⅳb），收率分别为37.6%和38.1%；用MS、H1-NMR和IR确定了目标产物的结构；测试了紫外吸收性能。结果显示，目标产物在270～400nm有较强吸收，Ⅳa和Ⅳb最大摩尔吸收系数分别为6.6513?04（276nm），2.8374?04（339nm）L?mol-1? cm-1；6.4359?04（276nm），2.6483?04（339nm）L?mol-1? cm-1

Abstract:

Cyanuric chloride was used as raw material to synthesize two new bifunctional light stabllizer which have hindered amine structure——2-phenyl-4,6-[2- hydroxyl-4-(2,2,6,6- tetramethylpiperidin-4-yloxycarbonylmethoxy)phenyl]-1,3,5- triazine（Ⅳa）and 2-phenyl-4,6-[2- hydroxyl-4-(1,2,2,6,6-pentamethylpiperidin-4-yloxycarbonylmethoxy)phenyl]-1,3,5- triazine（Ⅳb） via Grignard reaction,Friedel-craft reaction,Etherification reaction and transesterification reaction.The yield of Ⅳa and Ⅳb for 37.6% and 38.1%,respectively.The structures of target compounds were characterized by FTIR,MS and 1HNMR. Ultraviolet absorption performance of target compounds was tested.The result show that target compounds have strong absorption in 270~400nm.Maximum molar absorption coefficient(εmax) of compounds Ⅳa and Ⅳb was 6.6513?04（276nm），2.8374?04（339nm）L?mol-1? cm-1 and 6.4359?04（276nm），2.6483?04（339nm）L?mol-1? cm-1