一种新的均三嗪类紫外线吸收剂ZLG-1的合成及表征

Synthesis and characterization of a s-triazine ZLG-1 ultraviolet absorber

以三聚氯氰、间二甲苯为原料,经过Friedel-Craft反应,合成了2-氯-4,6-二(2′,4′-二甲基苯基)-1,3,5-均三嗪(Ⅰ),化合物Ⅰ在三氯化铝作用下再与间苯二酚反应,得到了2-(2′,4′-二羟苯基)-4,6-二(2″,4″-二甲基苯基)-1,3,5-均三嗪(Ⅱ).化合物Ⅱ在碱性条件下与环氧氯丙烷缩合并水解得到了该均三嗪类的紫外线吸收剂2-[2′-羟基-4′-(2″′,3″′)-二羟基丙烷氧基苯基]-4,6-二(2″,4″)-二甲基苯基-1,3,5-均三嗪(ZLG-1),总收率为61.8%.讨论了反应温度、时间及反应物配比对各步反应收率的影响;并对化合物Ⅱ和ZLG-1的结构用IR、1HNMR、MS进行了表征.由ZLG-1的UV光谱数据表明其紫外线吸收性能和三嗪-425相当.

Cyanuric chioride and m-xylene were used as starting materials to give 2-chloro-4,6-bis（2＇, 4＇- dimethylphenyl）-1,3,5-s-triazine （ Ⅰ ） via Friedel-Craft reaction. Ⅰ reacted with resorcinol in presence of AlCl3 to obtain 2-（2＇ ,4＇-dihydroxyphenyl）-4,6-bis （2＂, 4＂-dimethylphenyl）-s-triazine （Ⅱ）,which was subjected to condensation with epichlorohydrin to prepare the s-triazine ultraviolet absorber 2-[2＇-hydroxy-4＇-（2＂, 3＂）-dihydroxypropoxyphenyl]-4, 6-bis （ 2＂, 4＂-dimethylphenyl）-s-triazine （ ZLG-1 ） in total yield of 61.8%. The influence of reaction temperature, reaction time and mole ratio of reactants on the yield are also researched. The structures of compound Ⅱ and ZLG-1 were characterized by IR,^1HNMR and MS. ZLG-1＇s UV spectra data show that its ultraviolet absorption performance corresponded to triazine-425.