两个2,6-取代的Bodipy新型染料的合成与光谱性能研究

Synthesis and Spectrum Properties of Two Fluorescent 2,6-substituted Boric Ester Boron-dipyrromethene Dyes

由苯硼酸酯和2,6位置上双碘代的Bodipy染料(2,6-双碘代-1,3,5,7-四甲基-8-甲基-4,4-二氟硼吡咯)作为反应原料,通过Suzuki偶联反应,合成了两个新的酯基Bodipy类荧光染料。两个化合物的结构通过1HNMR、质谱等分析测试手段得到表征,同时测定了不同溶剂中的吸收和稳态荧光性质,测试结果表明,两个化合物类似于其他Bodipy荧光染料,表现出相对小的Stokes位移、高的量子产率和小的溶剂依赖等的高荧光性质。生物活体细胞成像结果表明,由于两个化合物结构中苯环上取代酯基上的氧与Cu+离子间有显著的相互作用,从而表现出对Cu+离子具有高的选择性。

Two new boric ester-substituted boron-dipyrromethene（ BODIPY） dyes have been synthesized via the Suzuki coupling reactions of 2,6-diiodo-1,3,5,7-tetramethyl-8-methyl-4,4-difluoroboradiazaindacene and respective benzeneboronic acid ester.The molecular structures of the two title compounds have been confirmed by MS and1 HNMR. The absorption and steady-state fluorescent properties in different solvents were investigated,which showed that the two compounds are highly fluorescent with a relatively small Stokes shift,high fluorescent quantum yields and little solvent dependence,similar to other BODIPY chromophores.The fluorescence of two compounds were highly sensitive towards Cu＋,owing to significant interactions between Cu＋and the oxygen atoms on the boric ester rings.