Efficient Synthesis of a Multifunctional Dye Conjugate for Photorefractive Applications

Abstract

An efficient method for the synthesis of a multifunctional dye conjugate containing an electrooptical merocyanine chromophore and a photoconducting triphenylamine electrophore is described. In the first step 4,4′-di(9-carbazolyl)-substituted 4′′-hydroxytriphenylamine 7 is reacted with 2,3-dihydro-5H-oxazolo[3,2-a]pyrid-5-one (6) by dihydrooxazole ring opening leading to precursor 8 which could be converted to the bichromophoric conjugate 2 in a Knoevenagel condensation. UV/VIS spectroscopy and cyclic voltammetry of the bichromophoric compound 2 revealed optical and electrical properties that make such multifunctional dye conjugates highly promising for photorefractive applications.

dyes - electron transfer - photorefractive - ring opening - spectroscopy

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