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Synthesis and Properties of New Phthaloperinone Dyes

신규 Phthaloperinone 색소의 합성과 특성에 대한 연구

  • Jun, Kun (Division of Green Chemistry and Engineering Research, Korea Research Institute of Chemical Technology) ;
  • Gwon, Seon Yeong (Department of Textile System Engineering, Kyungpook National University) ;
  • Kim, Sung Hoon (Department of Textile System Engineering, Kyungpook National University)
  • 전근 (한국화학연구원 그린화학공정연구본부) ;
  • 권선영 (경북대학교 섬유시스템공학과) ;
  • 김성훈 (경북대학교 섬유시스템공학과)
  • Received : 2015.09.23
  • Accepted : 2015.11.23
  • Published : 2015.12.27

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) $EtNH_2$. The sensing behaviour of the dye 7 toward $EtNH_2$ was studied by UV-vis absorption spectroscopy. Sensing mechanism of dye 7 to $EtNH_2$ was supported by theoretical calculations based on DFT method.

Keywords

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  1. Synthesis and Properties of New Phthaloperinone Dyes containing Anthraquinone Moiety vol.28, pp.2, 2016, https://doi.org/10.5764/TCF.2016.28.2.57