摘要
本文分别用Wittig反应、Perkin反应和Pechmann反应合成了邻甲氧基取代二苯乙烯及其由内酯键固环为3-位苯环或4-位苯环取代的香豆素化合物,固环为3-位苯环取代的香豆素化合物的最大吸收波长稍有红移约2nm,而发射波长产生了约20nm的较大红移,Stokes位移增大了18nm,荧光量子效率也稍有提高。香豆素化合物在7-位由供电基甲氧基取代后,最大吸收波长红移16nm,发射波长红移21nm,Stokes位移增大5nm,荧光量子效率却提高了近四倍,荧光量子效率接近1.0。7-位同为甲氧基取代,由3-位对溴苯基变为4-位对溴苯基取代时,吸收波长蓝移16nm,荧光发射波长亦蓝移20nm,Stokes位移降低4nm,荧光量子效率大幅度降低。
o-Methoxy stilbene and 3- or 4-phenylcoumarins rigidified by a lactone configuration were synthesized by Wittig reaction, Perkin reaction, and Pechmann reaction respectively. The absorption-emission spectra and the fluorescence quantum yields in THF were determined and the structure-spectra relationships were discussed. The rigidification of 3-phenylcoumarin caused a 2 nm bathochromic shift for the absorption maximum (λa,max), 20 nm for the emission maximum (λc,max), and 18 nm increase of Stokes shift (△λ). It also gave a higher fluorescence quantum yield than its open chain analog. The introduction of methoxy at the 7-position in 3-phenylcoumarin caused a 16 nm bathochromic shift for λa, max, 21 nm for λc, max, and resulted in an excellent fluorescence quantum yield approaching 100%. The phenyl group at the 4-position produced blue shifts of λa.max and λc.max and decreased the fluorescence quantum yield significantly.
出处
《染料与染色》
CAS
2003年第2期68-70,共3页
Dyestuffs and Coloration
