Textile Coloration and Finishing (한국염색가공학회지)

The Korean Society of Dyers and Finishers (한국염색가공학회)
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Synthesis and Properties of New Phthaloperinone Dyes containing Anthraquinone Moiety

Anthraquinone을 포함하는 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, Yu Jin (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) ;
  • 김유진 (경북대학교 섬유시스템공학과) ;
  • 김성훈 (경북대학교 섬유시스템공학과)
  • Received : 2016.03.07
  • Accepted : 2016.04.08
  • Published : 2016.06.27
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Abstract

We have synthesized five novel phthaloperinone dyes via a condensation reaction to be applied as yellow colorants for liquid crystal display(LCD) color filters. The reaction between 1,8-naphthalic anhydride(1a), 4-chloro-1,8-naphthalic anhydride(1b), 4-bromo-1,8-naphthalic anhydride(1c), 3-nitro-1,8-naphthalic anhydride(1d), 4-nitro-1,8-naphthalic anhydride(1e) and 1,2-diaminoanthraquinone(2) proceeded readily giving a product in 72-88% yields. The synthesized dyes were characterized by UV-Vis, mass spectrometry and elemental analysis. The spectral properties and thermal stability of the dyes were examined. The dyes absorb at around 400-450nm. All five dyes showed satisfactory thermal stability: the dyes retain 99-100% of its original weight at $300^{\circ}C$, 98-100% at $350^{\circ}C$, 92-98% at $400^{\circ}C$, and 84-92% at $450^{\circ}C$. We have quantitatively evaluated the reaction mechanism and reactivity of dye molecules by means of Pariser-Parr-Pople Molecular Orbital Method(PPP-MO).

Keywords

References

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