Textile Coloration and Finishing (한국염색가공학회지)

The Korean Society of Dyers and Finishers (한국염색가공학회)
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Hydrolytic Behavior of Vinylsulfonyl Reactive Dyes - Easiness of Dimerization -

  • Kim, In Hoi (School of Chemical Engineering, SungKyunKwan University)
  • Received : 2014.07.25
  • Accepted : 2015.03.12
  • Published : 2015.03.27
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Abstract

The aim of the current study is to identify the dimerization and decomposition kinetics of the F-$D_M$ type. The regeneration of F-VS from $F_iF_j-D_M$ or the reversibility of the dimerizations were investigated. The order of real rate constants of the dimerization('$K_D{^{ij}}$) would seem to be similar to that of rate constants of a dimerization($K_D{^{ij}}$) for VS dyes at a given pH because of the constancy of the equilibrium constants($K_a{^j}$-value). The reverse reactions of the $D_M$ types are appeared to occur in two steps, the deprotonation of ${\alpha}$-carbon of the $D_M$ types and disproportionation. The ratio of the decomposition of the $D_M$ type to F-Hy and F-VS appears to be related with the ratio of $K_i/K_j$. Similarities were also found among various other reactions, including homo- and mixed dimerization. VS dyes undergoing fast hydrolysis have difficulty in forming a dimer. The higher the reactivity with cellulose or hydroxide ion, the smaller the dimerization. The easiness of the dimerization was thus found to be inversely proportional to the rate of hydrolysis.

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References

  1. O. A. Stamm, Mechanisms of Reaction of Reactive Dyes with Cellulosic and Other Fibres, J. Soc. Dyers Colour., 80, 416(1964).
  2. M. R. D. Giogi and A. Cerniani, Dyeing Kinetics of Monochlorotriazinyl Dyes for Nylon, Text. Res. J., 57, 563(1987). https://doi.org/10.1177/004051758705701002
  3. W. Ingamel, H. H. Sumner, and G. Williams, The Mechanism of Dyeing with Procion Dyes II, J. Soc. Dyers Colour., 78, 274(1962).
  4. S. Fisichella, S. Occhipinti, G. Alberghina, and M. E. Amato, Kinetics of Hydrolysis of Dichlorotriazinyl Dichlorotriazinyl Reactive Azo Dyes, Text. Res. J., 51, 683(1981). https://doi.org/10.1177/004051758105101101
  5. L. He, Z. H. Zhu, and K. C. Chen, The Kinetics of the Hydrolysis and Alcoholysis of Some Model Monofluorotriazinyl Reactive Dyes, Dyes and Pigment, 11, 123(1989). https://doi.org/10.1016/0143-7208(89)85032-6
  6. Z. H. Zhu, K. C. Chen, J. X. Li, S. L. Chen, and S. L. Wang, $^1H$-NMR Study of the Hydrolysis of Some Model Pyrimidyl Reactive Dyes, Dyes and Pigment, 11, 243(1989). https://doi.org/10.1016/0143-7208(89)85043-0
  7. P. Rys and O. A. Stamm, Zur Reaktion Von Reaktivfarbstoffen Mit Cellulose Von Untersuchung Von Nebenprodukten Bei Der Applikation Von Reaktivfarbstoffen, Helv. Chim. Acta, 49, 2287(1966). https://doi.org/10.1002/hlca.660490732
  8. J. Panchartek and Z. J. Allan, Aromatische Diazound Azoverbindungen XLVII, Konstitutionsanalyse Von Sulfoester-reaktivfarbstoffen, J. Collect. Czech. Chem. Commun., 27, 268(1962). https://doi.org/10.1135/cccc19620268
  9. H. U. Mehta, M. R. Radhakrishnan, and A. G. Chitale, A Study of the Abnormal Viscosity of Procion-dyed Cellulose in Cuprammonium Hydroxide, J. Soc. Dyers Colour., 78, 552(1962).
  10. I. H. Kim, H. Motomura, and Z. Morita, Hydrolysis of Vinylsulfonyl Reactive Dyes, Sen'i Gakkaishi, 45, 167(1989). https://doi.org/10.2115/fiber.45.4_167
  11. H. Motomura, I. H. Kim, and Z. Morita, Kinetics of Dimerization of Vinylsulfonyl Reactive Dyes 1, Sen'i Gakkaishi, 47, 598(1991). https://doi.org/10.2115/fiber.47.11_598
  12. Z. Morita, I. H. Kim, and H. Motomura, Stability and Reversibility of Dye-Cellulose Bond for Vinylsulfonyl Reactive Dyeings, Dyes and Pigment, 18, 11(1992). https://doi.org/10.1016/0143-7208(92)80002-5
  13. J. G. Becsey, L. Berke, and J. R. Callan, Nonlinear Least Squares Methods: A Direct Grid Search Approach, J. Chem. Educ., 45, 728(1968). https://doi.org/10.1021/ed045p728
  14. M. L. James, G. M. Smith, and J. C. Wolford, "Applied Numerical Methods for Digital Computation with FORTRAN", International Textbook Company, Pennsylvania, 1985.
  15. L. P. Hammet, "Physical Organic Chemistry", McGraw-Hill, New York, 1970.
  16. J. E. Leffler and E. Grunwald, "Rates and Equilibria of Organic Reactions", Wiley, New York, 1963.