DOI QR코드

DOI QR Code

9-Ethyl-3,3'-Bis(3-sulfopropyl)-4,5,4'5'-Naphthothiazolo Carbocyanine Triethyl Ammonium Salt의 합성

Synthesis of 9-Ethyl-3,3'-Bis(3-sulfopropyl)-4,5,4'5'-Naphthothiazolo Carbocyanine Triethyl Ammonium Salt

  • 투고 : 2014.08.03
  • 심사 : 2014.09.01
  • 발행 : 2014.09.30

초록

Naphthothiazolo carbocyanine is of industrial importance as red-sensitizing dye in the spectral sensitization. Sensitizing dye was prepared by the reaction of 2-methyl-3-sulfopropyl-4,5-naphthothiazolium (inner salt) with triethyl orthopropionate in the presence of triethylamine. The product was identified by using various analytical tools such as elemental analyzer, IR spectrophotometer, UV-Vis spectrophotometer, $^1H$-NMR spectrometer, TGA and DSC. The maximum absorption peak in methanol solvent was 578nm. Therefore, it was concluded that naphthothiazolo carbocyanine dye can be used as sensitizing dye for the spectral sensitization of photographic emulsion and color cosmetics.

키워드

참고문헌

  1. Linda D. Rhein, Mitchell Schlossman, Anthony O'Lenick and P. Somasundaran, "Surfactants in Personal Care Products and Decorative Cosmetics", 3rd Edition, Vol. 135, p. 345, CRC Press, New York(2007).
  2. Y. J. Kim and G. Y. Kim, "Cosmetics Science", 1st Edition, p. 75, Chung-Gu Moonwhasa, Seoul(2003).
  3. B. C. Ha, "Cosmetics", 2nd Edition, p. 110, Soomoonsa, Seoul(1999)
  4. Y. C. Kim and B. C. Sohn, The Spectral Sensitization and the Photographic Characteristics of Sensitizing Dye for Photographic Emulsion, J. Kor. Oil Chem. Soc., 13(1), 87 (1996).
  5. Y. C. Kim, Spectral Sensitization and Photographic Characteristics of 9-Phenyl-3,3'-Bis(3-sulfopropyl)-4,5,4',5'-Naphthothi azolo Carbocyanine Triethyl Ammonium Salt, J. Kor. Oil Chem. Soc., 20(4), 366 (2003).
  6. K. I. Jacobson and R. E. Jacobson, "Imaging Systems", 1st Edition., pp. 37-39, John Wiley & Sons, New York(1976).
  7. A. A. Muenter, D. V. Brumbaugh, J. Apolito, L. A. Horn, F. C. Spano and S. Mukamel, Size dependence of excited-state dynamics for J-aggregates at silver bromide interfaces, J. Phys. Chem., 96, 2783 (1992). https://doi.org/10.1021/j100186a002
  8. I. V. Rubtsov, K. Ebina, F. Satou, Ji-Won Oh, S. Kumazaki, T. Suzumoto, T. Tani and K. Yoshihara, Spectral Sensitization and Supersensitization of AgBr Nanocrystals Studied by Ultrafast Fluorescence Spectroscopy, J. Phys. Chem., 106(12), 2795 (2002). https://doi.org/10.1021/jp013145g
  9. H. Furuuchi and T. Tani, A study of effect of cyanine dyes on ionic conductivity of AgBr grains, J. Appl. Phys. 87, 3691 (2000). https://doi.org/10.1063/1.372401
  10. R. Steiger, R. Pugin and J. Heier, J-aggregation of cyanine dyes by self-assembly, Colloids and Surfaces B: Biointerfaces, 74, 484 (2009). https://doi.org/10.1016/j.colsurfb.2009.08.020
  11. L. Jeunieau, V. Alin and J. B. Nagy, Adsorption of Thiacyanine Dyes on Silver Halide Nanoparticles: Study of the Adsorption Site, Langmuir, 16(2), 597 (2000). https://doi.org/10.1021/la990114s
  12. P. Glafkides, "Photographic Chemistry", Vol. 2, p. 729, Fountain Press, London (1960).
  13. T. H. James, Note on the History of Photographic Sensitivity:Serendipity and Personal Recollections, J. Imaging Sci., 29(2), 45 (1985).
  14. H. G. Ahn, "Photographic Chemistry", p. 155, Bopkyongchoolpansa, Seoul(1985)
  15. T. H. James, "The theory of the photographic process", 3rd Edition, p. 205, The Macmillan Company, New York (1967).
  16. X. F. Zhou, H. J. Geise, B. X. Peng, Z. X Li, M. Yan, R. Dommisse, and R. Carleer, The Structures of Benzoxazole Cyanine Dyes, Their Spectroscopy and Their Performance in Photographic Emulsions, J. Imaging Sci. Technol., 38, 18 (1994).
  17. L. G. S. Grooker and G. H. Keys, U. S. Patent 2,917,516 (1959).
  18. S. H. Stein, U. S. Patent 3,861,919 (1975).
  19. S. Dahne, Evolution of thinking on the mechanism of spectral sensitization, J. Imaging Sci. Techonol., 38, 101 (1994).
  20. Y. C. Kim, Analysis of Benzoxazolo Carbocyanine Compounds using FAB/Mass Spectrometry, J. Kor. Oil Chem. Soc., 23(2), 125 (2006).
  21. Y. C. Kim, Synthesis of 9-Phenyl-5,5′-Dipheny l-3, 3′-Bis(3-sulfopropyl) Benzoxazolo Carbocyanine Triethyl Ammonium Salt, J. Kor. Oil Chem. Soc., 25(2), 226 (2008).