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以水杨醛、氰基乙酸乙酯、3-氨基-4-羟基苯甲酸为原料,合成2-(2-羰基-2H-1-苯并吡喃-3-基)苯并口恶唑-5-羧酸,再经酰氯化和N-酰化反应合成8个新型香豆素酰胺类化合物,收率为41%~65%。用核磁共振谱、质谱和红外光谱对其结构进行了表征,并用UV-Vis和荧光光谱研究了其光学性能。结果表明:其π-π*跃迁特征峰在250~255 nm;其最大吸收波长在345~360 nm;最大发射波长λem约为440 nm,Stokes位移约为90 nm,荧光量子产率约为0.05。其摩尔吸光系数达到了10~5L/(mol·cm)的数量级,是一类潜在的荧光材料。
Synthesis of 2- (2-oxo-2H-1-benzopyran-3-yl) benzoxazol-5 from salicylaldehyde, ethyl cyanoacetate and 3-amino-4-hydroxybenzoic acid - carboxylic acid, and then by acid chloride and N-acylation reaction of eight new coumarin amide compounds, the yield was 41% to 65%. Its structure was characterized by 1H-NMR, MS and FTIR spectroscopy. The optical properties were studied by UV-Vis and fluorescence spectroscopy. The results showed that the π-π * transition characteristic peak was at 250-255 nm, the maximum absorption wavelength was at 345-360 nm, the maximum emission wavelength was about 440 nm, the Stokes shift was about 90 nm, and the fluorescence quantum yield was about 0.05 . Its molar extinction coefficient reaches 10 ~ 5L / (mol · cm), which is a kind of potential fluorescent material.