DOI QR코드

DOI QR Code

A Study of Thermal-stability of Blue Dyes Depending on Dye Chromophore and Substituents

Blue dye의 Chromophore와 치환기에 따른 열안정성 특성 연구

  • Kim, Tae Hyeon (Department of Textile System Engineering, Kyungpook National University) ;
  • Lee, Ju Hong (Department of Textile System Engineering, Kyungpook National University) ;
  • Kang, Eun Jin (Department of Textile System Engineering, Kyungpook National University) ;
  • Choi, Jae Hong (Department of Textile System Engineering, Kyungpook National University)
  • 김태헌 (경북대학교 섬유시스템공학과) ;
  • 이주홍 (경북대학교 섬유시스템공학과) ;
  • 강은진 (경북대학교 섬유시스템공학과) ;
  • 최재홍 (경북대학교 섬유시스템공학과)
  • Received : 2021.09.30
  • Accepted : 2021.11.30
  • Published : 2021.12.27

Abstract

Five dyes based on phthalocyanine, a dye on azo, and a dye on anhraquinone were prepared from corresponding starting material to investigate the effects of substituent on thermal-stability of dyes which is essentially required to apply to the color filters. Synthesized dyes were confirmed their chemical structure using by 1H-NMR, MASS and Elemental analysis. The thermal-stability was evaluated by the weight reductions measured by TGA analysis comparing to that of conventional C.I. Pigment Blue 15:6. The absorption maxima were measured by UV-VIS spectrophotometer then the effects of substituent on absorption maximum was also investigated.

Keywords

References

  1. T. H. Kim, B. J. Lee, S. O. Ah, J. H. Lee, and J. H. Choi, The Synthesis of Red Dyes based on Diketo-pyrrolo-pyrrole Chromophore to Improve Heat Stability and Solubility for Colour Filter Fabrication, Dyes and Pigments, 174, 108053(2020). https://doi.org/10.1016/j.dyepig.2019.108053
  2. H. Y. Lee, J. S. Yoo, H. S. Kwon, J. K. Oh, and J. H. Choi, Preparation and Characterizations of Solvent Soluble Dyes based on Diketo-pyrrolo-pyrrole Pigment, Mol. Cryst. Liq. Cryst., 617, 73(2015). https://doi.org/10.1080/15421406.2015.1075831
  3. H. Y. Lee, H. S. Kwon, J. K. Oh, K. W. Kim, H. Y. Lee, and J. H. Choi, Synthesis of Que-nchers to Control the Fluorescence of Rhodamine B and Improve the Contrastratio of Blue Filters for LCDs, Coloration Technology, 132, 310(2016). https://doi.org/10.1111/cote.12222
  4. H. S. Kwon, J. S. Yoo, H. Y. Lee, and J. H. Choi, Synthesis of Innovative Colorants based on Cyanine Dyes and Their Efficiency to Reduce the Emission of Fluorescence for LCD Filter, Bull. of the Korean Chem. Soc., 36(10), 2545(2015). https://doi.org/10.1002/bkcs.10471
  5. H. Y. Lee, J. S. Yoo, J. H. Bae, J. H. Kim, C. Yoon, and J. H. Choi, Synthesis and Thermal Stability of Solvent Soluble Dyes based on Dimerized Diketo-pyrrolo-pyrrole Pigment, Bull. of the Korean Chem. Soc., 35(2), 659(2014). https://doi.org/10.5012/bkcs.2014.35.2.659
  6. Y. Choi, K. C. Sagong, J. H. Choi, and J. P. Kim, Synthesis and Characterization of Some Perylene Dyes for Dye based LCD Color Filters, Dyes and Pigments, 90(1), 82(2011). https://doi.org/10.1016/j.dyepig.2010.11.006
  7. Y. D. Kim, J. R. Park, J. H. Jo, C. Yoon, J. H. Choi, and J. P. Kim, Synthesis, Application and Investigation of Structure-thermal Stability Relationships of Thermally Stable Water Soluble Azo Naphthalene Dyes for LCD Red Color Filters, Dyes and Pigments, 89(1), 1(2011). https://doi.org/10.1016/j.dyepig.2010.07.008
  8. S. H. Choi, N. R. Kim, G. H. Gil, C. Yoon, J. P. Kim, and J. H. Choi, Preparation of Red Dyes Derived from Diketo-pyrrolo-pyrrole based Pigment and Their Properties for LCD Color Filter, Bull. of the Korean Chem. Soc., 31(11), 34270(2010).
  9. R. S. Kumar, K. S. Min, and Y. A. Son, Synthesis of Blue-green Naphthoxy, Chloro Derivative Zn-phthalocyanines with LCD Requirements, Textile Coloration and Finishing, 30(3), 159(2018). https://doi.org/10.5764/TCF.2018.30.3.159
  10. S. Kotowicz, Novel 1,8-Naphthalimides Substituted at 3-C position: Synthesis and Evaluation of Thermal, Electrochemical and Luminescent Properties, Dyes and Pigments, 158, 68(2018). https://doi.org/10.1016/j.dyepig.2018.05.017
  11. T. E. A. Frizon, 2,1,3-Benzothiadiazole-based Fluorophores, Synthesis, Electrochemical, Thermal and Photophysical Characterization, Dyes and Pigments, 135, 33(2016).
  12. D. Gudeika, Effect of Ethynyl Linkages on the Properties of the Derivatives of Triphenylamine and 1,8-Naphthalimide, The Journal of Physical Chem., 119, 28338(2015).
  13. J. Shore, "In Colorants and Auxiliaries Vol. 1-Colorants", The Soc. of Dyers and Colourists, Manchester, p.215, 1990.
  14. E. A. Lukyanets, "In Near-infrared Dyes for High Technology Applications", S. Dae-hne, U. Resch-Genger, and O. S. Wolfbeis eds, Kluwer Academic Publishers, Dordrecht, p.309, 1989.
  15. M. Matsuoka, "In Near-infrared Dyes for High Technology Applications", S. Dae-hne, U. Resch-Genger, and O. S. Wolfbeis eds, Kluwer Academic Publishers, Dordrecht, p.223, 1989.
  16. G. Hallas, "In Developments in the Chemistry and Technology of Organic Dyes 11", J. Griffiths eds, The Soc. of Dyers and Colourists, Oxford, pp.42-45, 1984.