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以2-(2’,4’-二羟基苯基)-2H-苯并三唑和5-氯-2-(2’,4’-二羟基苯基)-2H-苯并三唑为原料,分别与溴乙酸乙酯进行醚化反应得到中间体2-[2’-羟基-4’-(乙氧酰基甲氧基)苯基]-2H-苯并三唑(Ⅰa)和5-氯-2-[2’-羟基-4’-(乙氧酰基甲氧基)苯基]-2H-苯并三唑(Ⅰb),Ⅰa和Ⅰb再分别与2,2,6,6-四甲基哌啶醇或1,2,2,6,6-五甲基哌啶醇进行酯交换反应得到光稳定剂2-{2’-羟基-4’-[4-(2,2,6,6-四甲基)哌啶氧酰基甲氧基]苯基}-2H-苯并三唑(Ⅱa),2-{2’-羟基-4’-[4-(1,2,2,6,6-五甲基)哌啶氧酰基甲氧基]苯基}-2H-苯并三唑(Ⅱb)、5-氯-2-{2’-羟基-4’-[4-(2,2,6,6-四甲基)哌啶氧酰基甲氧基]苯基}-2H-苯并三唑(Ⅱc),5-氯-2-{2’-羟基-4’-[4-(1,2,2,6,6-五甲基)哌啶氧酰基甲氧基]苯基}-2H-苯并三唑(Ⅱd),两步反应总收率分别为57.5%、59.1%、56.0%和54.4%。通过1HNMR、MS验证了目标化合物的结构,并测定了它们的紫外吸收光谱,4个化合物在270~400 nm均有较强的吸收峰,其最大紫外吸收波长(λmax)分别为338.5、338.5、347.0和346.5 nm,摩尔消光系数(εmax×104)分别为2.361 0、2.569 7、2.423 8和2.534 2 L/(mol·cm)。
Starting from 2- (2 ’, 4’-dihydroxyphenyl) -2H- benzotriazole and 5-chloro-2- (2’, 4’-dihydroxyphenyl) -2H-benzotriazole Were respectively etherified with ethyl bromoacetate to give the intermediate 2- [2’-hydroxy-4’- (ethoxycarbonylmethoxy) phenyl] -2H- benzotriazole (Ia) -2- (2’-hydroxy-4 ’- (ethoxycarbonylmethoxy) phenyl] -2H- benzotriazole (Ib), Ia and Ib were further reacted with 2,2,6,6-tetramethyl Methylpiperidinol or 1,2,2,6,6-pentamethylpiperidinol to obtain a light stabilizer 2- {2’-hydroxy-4 ’- [4- (2,2,6 Tetramethyl) piperidinyloxymethoxy] phenyl} -2H-benzotriazole (IIa), 2- {2’-hydroxy-4’- [4- (1,2,2,6 (2b), 5-chloro-2- {2’-hydroxy-4’- [4- (2-hydroxyethyl) piperazin- 2,6-tetramethyl) piperidinyloxymethoxy] phenyl} -2H-benzotriazole (IIc) (1,2,2,6,6-pentamethyl) piperidinyloxymethoxy] phenyl} -2H-benzotriazole (Ⅱd). The total yield of the two steps was 57.5%, 59.1% , 56.0% and 54.4% respectively. The structures of target compounds were confirmed by 1H NMR and MS spectra. Their UV spectra were also measured. The four compounds showed strong absorption peaks at 270-400 nm. Their maximum UV absorption wavelength (λmax) were 338.5 and 338.5, respectively. 347.0 and 346.5 nm, and the molar extinction coefficients (εmax × 104) were 2.361 0, 2.569 7, 2.423 8 and 2.534 2 L / (mol · cm), respectively.