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通过9-芴甲醛与相应的芳胺衍生物反应合成了两种新型含芴Schiff碱化合物:9-亚甲基-9-亚(2-氨基芴)基芴和9-亚甲基-9-亚(2-甲基苯胺)基芴,其结构经核磁共振谱、红外光谱和质谱表征。吸收光谱法测定了两种含芴Schiff碱衍生物在乙醇、四氢呋喃、环己烷和氯仿中的最大吸收波长(λmax),并探讨了分子结构和溶剂对吸收光谱的影响。研究发现,溶剂效应对吸收光谱表现出不同程度的影响:在四氢呋喃、环己烷和氯仿中,9-亚甲基-9-亚(2-氨基芴)基芴与9-亚甲基-9-亚(2-甲基苯胺)基芴相比由于其共轭程度大使最大吸收波长发生红移;而在乙醇溶剂中,9-亚甲基-9-亚(2-氨基芴)基芴与9-亚甲基-9-亚(2-甲基苯胺)基芴相比其最大吸收波长发生蓝移,说明在乙醇中9-亚甲基-9-亚(2-氨基芴)基芴的分子共轭程度降低。
Two novel fluorene-containing Schiff base compounds were synthesized by the reaction of 9-fluorenecarbaldehydes with the corresponding arylamine derivatives: 9-methylene-9-methylene (2-aminofluorene) fluorene and 9-methylene- Sub (2-methylanilino) fluorene, its structure is characterized by nuclear magnetic resonance, infrared and mass spectrometry. The maximum absorption wavelength (λmax) of the two fluorene-containing Schiff base derivatives in ethanol, tetrahydrofuran, cyclohexane and chloroform was measured by absorption spectroscopy. The influence of molecular structure and solvent on the absorption spectra was also discussed. It has been found that the solvent effect has different effects on the absorption spectra: 9-methylene-9-methylene (2-aminofluorene) fluorene and 9-methylidene- - (2-methylanilino) fluorene due to its degree of conjugation maximum absorption wavelength redshift; and in ethanol solvent, 9-methylene-9- (2-aminofluorene) fluorene and 9-methylene-9-methylene (2-methylanilino) fluorene has a blue shift relative to its maximum absorption wavelength, indicating that the 9-methylene-9- Reduced molecular conjugation.