高锰酸钾氧化法制备1,1′:3′,1″-三联苯-4,4″-二羧酸及其光学性质

Synthesis of 1,1′:3′,1″-Terphenyl-4,4″-dicarboxylic Acid by Oxidation of Potassium Permanganate and Its Optical Properties

以4,4″-二甲基-1,1′:3′,1″-三联苯(1)为原料,吡啶-水为混合溶剂,高锰酸钾为氧化剂,制备了1,1′:3′,1″-三联苯-4,4″-二羧酸(2),利用核磁共振氢谱、红外光谱、吸收光谱、荧光光谱等表征了化合物2的结构和性质,并考察了化合物1与高锰酸钾的物质的量比、反应时间和反应温度对收率的影响,进而确定了化合物2的优化合成条件,即以吡啶-水混合液(4∶11,V∶V)为反应溶剂,n(1)∶n(高锰酸钾)=1∶6.7,反应温度为95℃,反应时间为1.5h时,化合物2的产率为74.8%。

1,1′:3′,1″-Terphenyl-4,4″-dicarboxylic acid(2) was synthesized by using potassium permanganate as oxidant,pyridine-water mixture as solvent and 4,4″-dimethyl-1,1′:3′,1″-terphenyl(1)as starting material.The structure and properties of the obtained compound 2 were characterized by 1H NMR,FT-IR,absorption and fluorescence spectroscopy.The effects of the molar ratio of compound 1 to potassium permanganate,reaction time and temperature on the yield of compound 2 were discussed and the optimal conditions were determined.The yield of compound 2 reached 74.8% when the pyridine-water mixture with a volume ratio of 4∶11 was used as solvent,the molar ratio of compound 1 to potassium permanganate was 1∶6.7,the reaction temperature was 95℃ and the reaction time was 1.5 h.