| 孟超,徐缓,黄璐,黎丹,史大斌.化学通报,2016,79(7):684-687. |
| 新型5-[10-(9-羧基蒽基)]-间苯二甲酸的合成及荧光性质 |
| Synthesis and Luminescent Properties of A New5-(10-(9-Carboxyanthracenyl))-Isophthalic Acid |
| 投稿时间：2015-12-06 修订日期：2016-01-08 |
| DOI： |
| 中文关键词: 芳香多羧酸 Suzuki偶联反应 合成 荧光性质 |
| 英文关键词:Aromatic multicarboxylic acid, Suzuki coupling reaction, Synthesis, Fluorescent property |
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| 中文摘要: |
| 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那醇酯(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、水解反应得到新型目标化合物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发射蓝色荧光,最大发射波长为425 nm,具有发蓝光的性质，同时也有较好的荧光量子效率。 |
| 英文摘要: |
| 5-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-isophthalic acid dimethyl ester (3) was synthesized from 5-amino-isophthalic acid dimethyl ester by diazotization, bromination and Miyaura boric acid esterification. Moreover, 10-bromo-anthracene-9-carboxylic acid methyl ester (6) was synthesized from anthracene-9-carboxylic acid by bromination, esterification. Finally, a new 5-(10-(9-Carboxyanthracenyl))-isophthalic acid (8) was synthesized from compound 3 and 6 via Suzuki coupling, hydrolytic reaction. The structure was characterized by 1H NMR, 13C NMR and HRMS. The fluorescent experiments show that the emission maxima of compound 8 in the aqueous solution is 425 nm. The result shows 8 possesses blue fluorescent property and good fluorescence quantum efficiency.. |
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