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以琥珀酰亚胺为原料,经溴代、吲哚加成、与水合肼反应、酰基化和烷基化等反应,设计合成了6a～6c和7a～7b共5个新型N-苯甲酰胺基取代的双吲哚马来酰亚胺类化合物,其结构经IR,1H NMR和HRMS等进行了表征,并研究了该类化合物的紫外、荧光性能和热性质.研究表明,N-苯甲酰胺基取代的双吲哚马来酰亚胺类化合物的紫外吸收光谱在360～400和450～500 nm显示两个主要吸收峰,将N原子甲基化和苄基化后,紫外吸收峰波长发生红移.以化合物紫外最大吸收波长为激发波长,目标化合物的荧光发射光谱在560～620 nm有最大发射峰,7a有最大的荧光量子产率,7a在不同溶剂中随溶剂极性的增大,量子产率没有明显的变化规律,讨论了化合物的结构对荧光性能的影响.热学性质研究表明,化合物7a和7b的玻璃化转变温度(Tg)分别为116和80℃,目标化合物的分解温度接近400℃.
In this work, 5 novel N-benzoylamides 6a ~ 6c and 7a ~ 7b were designed and synthesized by using succinimide as starting material, reaction of bromo, indole, reaction with hydrazine hydrate, acylation and alkylation. The structures of these compounds were characterized by IR, 1H NMR and HRMS.The UV, fluorescence and thermal properties of these compounds were also studied.The results showed that N-benzyl The UV-Vis spectra of the amide-substituted bisindolylmaleimide compounds show two main absorption peaks at 360-400 and 450-500 nm. After the N atom is methylated and benzylated, the UV absorption peak wavelength Red shift occurs.With the UV wavelength of the compound as the excitation wavelength, the fluorescence emission spectrum of the target compound has the maximum emission peak at 560-620 nm and the maximum fluorescence quantum yield of 7a, 7a increases with solvent polarity in different solvents Large and quantum yield did not change obviously.The effect of the structure of the compounds on the fluorescence properties was discussed.The thermal properties of the compounds 7a and 7b showed that the glass transition temperatures (Tg) of compounds 7a and 7b were 116 and 80 ℃ respectively, and the decomposition of the target compounds The temperature is close to 400 ° C.