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以3-硝基邻苯二腈、1/2-萘酚为原料,二甲基亚砜(DMSO)为溶剂、氢氧化锂为催化剂,进行芳环上的亲核取代反应合成了3-(1/2-萘氧基)邻苯二腈,通过1 H NMR,IR对其结构进行表征。测定了两种化合物的紫外及荧光光谱,讨论了酚羟基取代位置不同对性能的影响,结果表明:3-(2-萘氧基)邻苯二腈与3-(1-萘氧基)邻苯二腈相比,紫外吸收波长及最大荧光发射波长均发生一定程度的红移;将温度、时间和原料物质的量比作为反应的影响因素进行正交试验,得到最优反应条件为:3-硝基邻苯二腈与2-萘酚的物质的量比为1∶1,温度35℃,时间50min,产率为81%。
Using 3-nitrophthalonitrile and 1/2-naphthol as raw materials, dimethyl sulfoxide (DMSO) as solvent and lithium hydroxide as catalyst, the nucleophilic substitution reaction of 3- 1/2-naphthyloxy) phthalonitrile, its structure was characterized by 1 H NMR. The UV and fluorescence spectra of the two compounds were determined. The effect of different substitution position of phenolic hydroxyl groups on the properties was discussed. The results showed that 3- (2-naphthyloxy) phthalonitrile and 3- (1-naphthyloxy) Phthalocyanine, the UV absorption wavelength and the maximum fluorescence emission wavelength both have a certain degree of redshift. The optimum reaction conditions are obtained as follows: the temperature, the time and the ratio of the raw materials as the influencing factors of the reaction were orthogonal test - nitro phthalonitrile and 2 - naphthol material ratio of 1: 1, temperature 35 ℃, time 50min, the yield was 81%.