含受阻胺结构的苯并三唑光稳定剂的合成及表征

以3-(3′-叔丁基-4′-羟基-苯基)丙酸和邻硝基苯胺或邻硝基对氯苯胺为起始原料经重氮化-偶合、还原、酯化,再与甲基哌啶醇酯交换反应合成了4个分子中含受阻胺结构的苯并三唑化合物,2,2,6,6-四甲基哌啶醇-3′-(2H-苯并三唑)-5′-叔丁基-4′-羟基-苯基]丙酸酯收率为48.3%;1,2,2,6,6-五甲基哌啶醇-3′-(2H-苯并三唑)-5′-叔丁基-4′-羟基-苯基]丙酸酯收率为47.0%;2,2,6,6-四甲基哌啶醇-3′-(5-氯-2H-苯并三唑)-5′-叔丁基-4′-羟基-苯基]丙酸酯的收率为45.7%;1,2,2,6,6-五甲基哌啶醇-3′-(5-氯-2H-苯并三唑)-5′-叔丁基-4′-羟基-苯基]丙酸酯的收率为44.4%;通过1HNMR、MS和IR确定了化合物分子结构。测定了它们紫外吸收光谱,该4个化合物在270～400nm均有较强的吸收峰。所合成的化合物分子中同时含有紫外吸收和捕获自由基两种功能,是一类双功能光稳定剂。

Synthesis and Characterization of Light Stabilizers of Benzotriazole Compound Containing a Hindered Amine Moiety

Four bifunctional light stabilizers which have a benzotriazole and a hindered amine moieties in the same molecule were synthesized from 3-(3'-tert-butyl-4'-hydroxyphenyl)propionic acid and o-nitroaniline or o-nitro-p-chloroaniline by the reactions of diazotization and diazo coupling,reduction,esterification and finally transesterification with 2,2,6,6-tetramethyl-4-hydroxypiperidine or 1,2,2,6,6-pentamethyl-4-hydroxypiperidine in the absence of solvent.The total yields of the four steps are 2,2,6,6-tetramethylpiperidin-4-yl 3-{3-(2H-benzod]1,2,3]triazol-2-yl)-5-tert-butyl-4-hydroxyphenyl} propionate 48.3%,1,2,2,6,6-pentamethylpiperidin-4-yl 3-{3-(2H-benzod]1,2,3]triazol-2-yl)-5-tert-butyl-4-hydroxyphenyl} propionate 47.0%,2,2,6,6-tetramethylpiperidin-4-yl 3-{(5-chloro-2H-benzod]1,2,3]triazol-2-yl)-5-tert-butyl-4-hydroxyphenyl} propionate 45.7%,and 1,2,2,6,6-pentamethylpiperidin-4-yl 3-{(5-chloro-2H-benzod]1,2,3]triazol-2-yl)-5-tert-butyl-4-hydroxyphenyl} propionate 44.4%.Their structures were characterized by 1HNMR,MS and IR.Their UV-spectra were measured.These compounds have bifunctional effects of UV-absorbing and radical trapping.