DICYANOPYRAZINE STUDIES - SYNTHESES AND CHARACTERIZATION OF NEW BIS-STYRYL FLUORESCENT DYES FROM DAMN - PART III

2-Bromomethyl-5,6-dicyano-3-phenylpyrazine 4 was synthesized by the co ndensation reaction of DAMN 3 with 1-bromo-3-phenylpropane-2,3-dione 2 . Wittig reaction of the 2-(triphenylphosphonium methyl) group of 5 wi th arylaldehydes or bisarylaldehydes gave new types of fluorescent sty ryl dyes, The PPPMO approach provides a reasonable correlation between calculated and experimental spectral data, and the MOPAC approach sho ws the optimized structure of dye chromophores. The substituent effect s of dicyanopyrazines affecting their chemical, electronic, and physic al properties were also studied. The electroluminescence properties of dye 10c was also evaluated on the EL device. (C) 1998 Elsevier Scienc e Ltd.