紫外线吸收剂2,4-二(3′,5′-二甲苯基)-6-(2′-羟基-4′-辛氧基)苯基-1,3,5三嗪的合成

Synthesis of 2,4-di(3′,5′-dimethylphenyl)-6- (2′-hydroxyl-4′-hexyloxylphenyl)phenyl-1,3,5 Triazine

采用三聚氯氰与间二甲苯在三氯化铝存在下于50℃反应36h合成中间体Ⅰ,将其与间苯二酚于110℃反应4h,合成了中间体Ⅱ。将中间体Ⅱ与NaOH及溴辛烷在DMF中于70℃反应1h,经冷却、抽滤,用二氯甲烷重结晶,得到淡黄色的紫外线吸收剂2,4-二(3′,5′-二甲苯基)-6-(2′-羟基-4′-辛氧基)苯基-1,3,5三嗪各步骤的收率依次为93%,94%,88%。讨论了反应温度、时间及反应物配比对各步反应的影响。与苯并三唑类紫外线吸收剂Tinuvin326的应用对比结果表明,三嗪类紫外线吸收剂Cyasorb UV-1164具有较好的抗老化能力。

A triazine ultraviolet absorber, 2,4-di （3＇ ,5＇-dimethylphenyl）-6-（2＇-hydroxyl-4＇- hexyloxylphenyl）phenyl-1,3 ,5 Triazine is synthesized in three steps. （1） react eyanurylene and m-xylent in the presence of AlCl3 at 50 ℃ for 36 h to get intermediate Ⅰ ; （2） react intermediate Ⅰ with resoreinol at 110 ℃ for 4 h to get intermediate Ⅱ ; （3） react intermediate Ⅱ with NaOH and C8H17Br in DMF at 70 ℃ for 1 h, then cool, filter and reerystallize in CH2Cl2, to get the light yellow preduet. The yield of each steps are 93%, 94%, 88% sequentially. The inflnenee of reaction temperature, reaction time and mole ratio of reactants on the yield also researched. The weatherability of it is better than that of Tinnvin 326.