摘要
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。
9H-Fluorene-9-carbaldehyde reacted upon corresponding aromatic amine derivatives to obtain two new Schiff base compounds containing fluorene,i.e.,N-((9H-fluoren-9-yl)methylene)-9H-fluoren-2-amine and N-((9H-fluoren-9-yl)methylene)-2-methylbenzenamine,which were characterized by NMR,IR,MS and UV-Vis spectra.The maximum absorption wavelength(λmax) of the two fluorine-containing Schiff base derivatives in ethanol,tetrahydrofuran,hexamethylene and chloroform,respectively,were separately determined by UV-Vis spectroscopy.The effects of the solvents and molecular structure on absorption spectra were studied.The results showed that the maximum absorption wavelength(λmax) of N-((9H-fluoren-9-yl) methylene)-9H-fluoren-2-amine on ultraviolet absorption spectra had a red shift with a larger conjugated system compared with that of N-((9H-fluoren-9-yl)methylene)-2-methylbenzenamine in tetrahydronfuran,hexamethylene or chloroform.Ultraviolet absorption wavelength(λmax) of N-((9H-fluoren-9-yl) methylene)-9H-fluoren-2-amine had a blue shift in contrast to that of N-((9H-fluoren-9-yl)methylene)-2-methylbenzenamine in ethanol,which demonstrated that the molecular conjugational effect of N-((9H-fluoren-9-yl) methylene)-9H-fluoren-2-amine had decreased in ethanol.
出处
《化学试剂》
CAS
CSCD
北大核心
2011年第2期124-126,144,共4页
Chemical Reagents
基金
辽宁科技学院博士启动金资助项目(0906B1)
