Synthesis and Properties of New Phthaloperinone Dyes

Abstract

New series of phthaloperinone dyes were synthesized by the condensation reaction between tetrachloro-phthalic anhydride, 2,3-naphthalene dicarboxylic anhydride and o-phenylenediamine, 1,8-diaminonaphthalene, 1,2-diaminoanthraquinone. These dyes absorb at around 370-490nm. It was found that introduction of naphthalene and anthraquinone moiety on the perinone system produces a large bathochromic shift of 100nm. The synthesized dye 7 containing anthraquinone moiety in perinone chromophoric system exhibited superior heat stability and bright color as yellow chromophore. New dye 7 have been investigated in terms of interacting with volatile organic compound(VOC) EtNH2. The sensing behaviour of the dye 7 toward EtNH2 was studied by UV-vis absorption spectroscopy. Sensing mechanism of dye 7 to EtNH2 was supported by theoretical calculations based on DFT method. Keywords