Novel fluorescence dyes based on entirely new chromeno[4,3,2-de][1,6]naphthyridine framework

Abstract A series of entirely new framework chromeno[4,3,2-de][1,6]naphthyridine derivatives containing triphenylamine groups have been carefully designed and prepared in good yields using the Pd(0) catalyzed Suzuki couplings reactions. The relationship of photoluminescence property and structure of these compounds was systematically investigated via thermogravimetric analyzer, UV–vis, fluorescence and electrochemical analyzer. The HOMO and LUMO distributions of these compounds were calculated by density functional theory (DFT) (B3LYP; 6-31G*) method. These compounds exhibited high fluorescence quantum yields, desirable HOMO levels and high thermal stability, indicating that the combination of chromeno[4,3,2-de][1,6]naphthyridine and triphenylamine could be an efficient means to enhance hole-transporting ability and fluorescent quantum yield.