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以5-氨基-间苯二甲酸二甲酯为原料,经重氮化溴取代、Miyaura硼酸酯化反应生成3,5-二甲氧羰基苯硼酸频哪醇酯(3)。此外,以9-蒽甲酸为原料,经溴化、酯化反应生成10-溴-9-蒽甲酸甲酯(6)。最后以化合物3和6为原料,经Suzuki偶联、水解反应得到目标化合物5-[10-(9-羧基蒽基)]-间苯二甲酸。其结构经1H NMR、13C NMR和高分辨质谱表征。研究结果表明,该化合物钠盐水溶液具有发蓝光的性质,最大发射波长为425nm,同时也有较好的荧光量子效率。
Using 5-amino-isophthalic acid dimethyl ester as raw material, Miyaura boric acid was esterified by bromination with diazide to form 3,5-dimethoxycarbonylphenylboronic acid pinacol ester (3). In addition, 9-anthracenecarboxylic acid as raw material, bromination, esterification reaction of 10-bromo-9-anthracenecarboxylate (6). Finally, the target compound 5- [10- (9-carboxyanthracenyl)] - isophthalic acid was obtained through the Suzuki coupling reaction with compounds 3 and 6 as starting materials. Its structure was characterized by 1H NMR, 13C NMR and high resolution mass spectrometry. The results show that the sodium salt aqueous solution of the compound has the property of emitting blue light with a maximum emission wavelength of 425 nm and a good fluorescence quantum efficiency.