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Rates and Mechanism of Fading Reaction of Magenta Azomethine Dye in Basic Solution
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 Title & Authors
Rates and Mechanism of Fading Reaction of Magenta Azomethine Dye in Basic Solution
Lee Joong-Ho; Kim Jung-Sung; Kim Chang-Su;
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A magenta azomethine dye(D) was synthesized from the reaction of 3-methyl-1-phenyl-2-pyrazoline-5-one with N,N-diethyl-1,4-phenylenediamine. The magenta azomethine dye was identified on the basis of elemental analysis, , infrared, and GC/MS studies. The magenta azomethine dye was decomposed in a basic solution. Rate constants of the fading reaction of magenta azomethine dye in ethanol-water solvent were measured spectrophoto­metrically at 540 nm. Reaction rate was increased with the increase of in the region of . The reaction was governed by the following rate law. -d[D]/dt = A possible mechanism consistent with the empirical rate law has been proposed.
Magenta azomethine dye;3-methyl-1-phenyl-2-pyrazoline-5-one;N;N-diethyl-1;4-phenylenediamine;
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McQueen, D. M. and D. W. Woodward, 1951, Synthetic Color-forming Photographic Colloids, J. Am. Chem. Soc., 73, 4930-4934 crossref(new window)

Bent, R. L., J. C. Dessloch, F. C. Duennebier, D. W. Fassett, D. B. Glass, T. H. James, D. B. Julian, W. R. Ruby, J. M. Snell, J. H. Sterner, J. R. Thirtle, P. W. Vittum and A. Weissberger, 1951, Chemical Constitution, Electrochemical, Photographic and Allergenic Properties of p-Amino-N-dialkylanilines, J. Am. Chem. Soc., 73, 3100-3125 crossref(new window)

Brown, G. H., J. Figueras, R. J. Gledhill, C. J. Kibler, F. C. McCrossen, S. M. Parmerter, P. W. Vitturn and A. Weissberger, 1957, Azornethine Dyes. II. Color and Constitution of Acylacetamide Azomethine Dyes, J. Am. Chem. Soc., 79, 2919-2927 crossref(new window)

Hansel, W., 1976, Zur Darstellung und Struktur von Pyrazolon- Azomethinfarbstoffen, Archiv der Pharmazie, 309, 893-900 crossref(new window)

Kucybala, Z. and J. Gaca, 1988, Untersuchungen zur Reaktion von Pyrazolon-Azornethin-Farbstoffen mit 2-Pyrazoline-5-on-Derivaten, Journal f. prakt. Chemie., 330, 435-439 crossref(new window)

Vittum, P. W., G. W. Sawdey, R. A. Herdle and M. K. Scholl, 1950, The Formation of Azomethine Dyes from 4-Arylazo-5-pyrazolones, J. Am. Chem. Soc., 72, 1533-1536 crossref(new window)

Brown, G. H., B. Graham, P. W. Vittum and A. Weissberger, 1951, Azomethine Dyes. I. Color and Constitution of Pyrazolone Azomethine Dyes, J. Am. Chem. Soc., 73, 919-926 crossref(new window)

Vitturn, P. W. and G. H. Brown, 1946, Indoaniline Dyes. I. Some Phenol Blue Derivatives with Substituents in the Phenol Ring, J. Am. Chem. Soc., 68, 2235-2239 crossref(new window)

Vitturn, P. W. and G. H. Brown, 1947, Indoaniline Dyes. II. The Effect of Multiple Substitution on the Absorption of Phenol Blue, J. Am. Chem. Soc., 69, 152-155 crossref(new window)

Zollinger, H., 1991, Color Chemistry 2nd ed., VCH, 363- 367pp

Nakatani, K., K. Chikama, H. B. Kim and N. Kitamura, 1995, Droplet-size dependence of the electron transfer rate across the single-microdroplet/water interface, Chem. Phys. Lett., 237, 133-136 crossref(new window)

Nakatani, K., T. Uchida, N. Kitamura and H. Masuhara, 1994, Micrometer size dependence of mass transfer rate across a single dropletwater interface by a laser trapping-electrochemistry techenique, J. Electroanaly. Chem., 375, 383-386 crossref(new window)

Nakatani, K., T. Uchida, H. Misawa, N. Kitamura and H. Masuhara, 1994, Laser trapping and electrochemistry of single oil droplet in water: electron transfer across the oil-drop-letlelectrode interface, J. Electroanaly. Chem., 367, 109-114 crossref(new window)

Nakatani, K., T. Suzuki, S. Shitara and N. Kitamura, 1998, Concentration Effect in Azomethine Dye Formation in Individual Micro-Oil Droplets Dispersed in an Aqueous Dodecyl Sulfate/Gelatin Solution, Langmuir, 14, 2286-2290 crossref(new window)

Nakatani, K., T. Suto, M. Wakabayashi, H. B. Kim and N. Kitamura, 1995, Direct Analyses of an Electrochemically Induced Dye Formation Reaction across a Single-Microdroplet/Water Interface, J. Phys. Chem., 99, 4745-4749 crossref(new window)

Nakatani, K., T. Uchida, S. Funakura, A. Sekiguchi, H. Misawa, N. Kitamura and H. Masuhara, 1993, Control of a Dye Formation Reaction in a Single Micrometer-Sized Oil-Droplet by Laser Traping and Microelectrochemical Methods, Chem. Lett., 717-720

上原麗樹, 佐治哲夫, 1996, 寫眞の發色現像基づく色素薄膜の電解合成, 日本化學會誌, 11, 938-942

Kobayash, H., M. Okuzawa, H. Kurono, Y. Okawa and T. Ohono, 1994, Spectroelectrochemical Studies on the Formation Reaction Kinetics with an Arylthio Leaving Pyrazolone Magenta Coupler, J. Imag. Sci., 38, 28-31

Kobayashi, H., K. Yoshida, H. Takano, T. Ohono and S. Misuzawa, 1988, Electrochemical Experiments on the Kinetics of the Coupling Reaction of Quinonediimines, J Imag, Sci., 32, 90-94

Sano, K., 1969, The Alkaline Hydrolysis of Yellow Azomethine Dyes, J. Org. Chem., 34, 2076-2080 crossref(new window)

Sano, K., 1968, Alkaline Hydrolysis of Yellow Azomethine Dyes, Tetrahedron Letters, 28, 3203-3206

Reeves, R. L. and L. K. J. Tong, 1965, The Mechanism of Bleaching of Naphthoquinone Imine Dyes in Alkaline Solution, J. Org. Chem., 38, 237-242

Reeves, R. L. and L. K. Tong, 1962, Kinetics of Reaction of Nucleophilic Reagents with Naphthoquinone Imine Dyes in Alkaline Solution, J. Am. Chem. Soc., 84, 2050-2057 crossref(new window)

Espenson, J. H., 1981, Chemical Kinetics and Reaction Mechanisms, McGraw-Hill, 22-30pp

Levy, G. C. and R. L. Lichter, 1980, Carbon-13 Nuclear Magnetic Resonance Spectroscopy, John Wiley & Sons, 136-170pp

Lambert, J. B., H. F. Shurvell, D. Lightner and R. G. Cooks, 1987 Introduction to Organic Spectroscopy, part II, Macmillan Publishing Company, 159-239pp

Grunwald, E. and S. Winstein, 1948, The Correlation of Solvolysis Rates, J. Am. Chem. Soc., 70, 846-854 crossref(new window)

Bentley, T. W., F. L. Schadt and P. V. R. Schleyer, 1972, Correlation of Solvolysis Rates with Three- and Four-Parameter Relationships. A Scale of Solvent Nucleophilicities, J. Am. Chem. Soc., 94, 992-995 crossref(new window)

Burgess, J., 1973, Kinetics of Aquation of Chloro- and Thiocvanato-chrominium(lll) Complexes in Mixed Aqueous Solvents, J. Chem. Soc., Dalton Trans., 825-827pp

Thomas, G. and L. A. P. Kane-Maguire, 1974, Kinetics of Aquation of trans-Dichlorobis(1,3- diaminopropane)cobalt(lll) Chloride in Mixed Aqueous solvents, J. Am. Chem. Soc., Dalton Trans., 1688-1690pp

Reichardt, C., 1979, Solvent Effects in Organic Chemistry, Verlag Chemie, 140-155pp