Irradiation of some aminoazobenzene dyes in ethanolic media indicates an increased rate of fading at low dye concentration, high water concentration, and increased temperature. Rates of fading show a linear relationship with respect to water content below 30% and to temperature between 35° and 65°C.
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References
1.
Ahmed, M. and Mallet, V., Fading of Azo Dyes and Pigments on Polypropylene, J. Soc. Dyers Colourists84, 313-314 (1968).
2.
Atherton, E. and Seltzer, I., Some Studies on the Fading of Simple Monoazo Dyes, J. Soc. Dyers. Colourists65, 629-638 (1949).
3.
Babey, M.R., Report on Comparative Sunlight and Fade-Ometer tests of selected dyed manufactured Fiber Samples, Amer. Dye. Rep.42, 748-752 (1953).
4.
Baxter, G., Giles, C.H., and Lewington, W.J., Relation between Physical State and Rate of Fading of Dyes, J. Soc. Dyers Colourists73, 386-392 (1957).
5.
van Beek, H.C.A. and Heertjes, P.M., Photochemical Reactions of Azo Dyes in Solution with Different Substrates, J. Soc. Dyers Colourists79, 661-670 (1963).
6.
van Beek, H.C.A. , Heertjes, P.M., Houtepen, C., and Retzloff, D., Formation of Hydrazyl Radicals and Hydrazo Compounds by Photoreduction of Azo Dyes, J. Soc. Dyers Colourists87, 87-92 (1971).
7.
Blaisdell, B.E. , The Photochemistry of Aromatic Azo Compounds in Organic Solvents, J. Soc. Dyers Colourists65, 618-528 (1949).
8.
Blum, H.F. and Speakman, C.R., Photochemistry of Fluorescein Dyes, J. Phys. Chem.37, 1123-1133 (1933).
9.
Bolland, J.L. and Cooper, H.R., The Photosensitised oxidation of ethanol , Proc. Royal Soc.A225, 405-420 (1954); Photosensitised oxidation of Alcohols, Nature172, 413-414 (1953).
10.
Bridgeman, I., Ph.D. Thesis, The University of Bradford, 1969.
11.
Bridgeman, I. and Peters, A.T., Synthesis andElectronic Spectra of some 4-Aminoazobenzenes ., J. Soc. Dyers Colourists86, 519-524 (1970).
12.
Brode, W.R. , Gould, J.H., and Wyman, G.M., The Relationship between the Absorption Spectra and the Chemical Constitution of Dyes. XXVI. Effect of Solvent and of Temperature on the cis-trans isomerisation of Azo Dyes, J. Amer. Chem. Soc.75, 1856-1859 (1953 ).
13.
Brode, W.R. , Seldin, I.L., Spoerri, P.E., and Wyman, G.M., The Relation Between the Absorption Spectra and the Chemical Constitution of Dyes. XXVIII. The Hydration of Azo Dyes in Organic Solvents, J. Amer. Chem. Soc.77, 2762-2765 (1955).
14.
Day, and Peters, A.T., The Synthesis andUltraviolet Spectra Nitrodiphenylamine Disperse Dyes. III. Ultraviolet Spectra of some substituted 2- and 4-Nitrodiphenylamines, J. Soc. Dyers Colourists85, 8-13 (1969).
15.
Eaton, J.C. , Giles, C.H., and Gordon, M., Quantitative Relationship between Depth of Dyeing and Light Fastness, J. Soc. Dyers Colnurists68, 394-395 (1952).
16.
Elenius, E.P.J. , The Changes in Absorption Spectra of Azo Dyes in Solvent Mixtures, Acta Chem. Scand.16, 256-262 (1962).
17.
Giles, C.H. , The Fading of Colouring Matters, J. Appl. Chem.15, 541-550 (1965).
18.
Giles, C.H. and Duff, D.G., Beer's Law and Concentrated Dye Suspensions , J. Soc. Dyers Colourists86, 405-406 (1970).
19.
Giles, C.H. , Johari, D.P., and Shah, C.D., SomeObservations on the Kinetics of Dye Fading, Textile Res. J.38, 1048-1056 (1968).
20.
Giles, C.H. and McKay, R.B., The Lightfastness of Dyes: A Review, Textile Res. J.33, 527-577 (1963).
21.
Giles, C.H. and Rahman, S.M.K., Studies on High Fastness to Light in Colouring Matters in Hydrolholic Substrates. Disperse Dyes in Cellulose Acetates and Polyesters, Textile Res. J.31, 1012-1019 (1961).
22.
Giles, C.H. and Shah, C.D., Disperse Dyes on Hydrophobic Substrates , J. Soc. Dyers Colourists85, 417-418 (1969).
23.
Giles, C.H. , Shah, C.D., Johari, D.P., and Sinclair , R.S., Effects of Gaseous Diffusion in the Substrate on Light Fastness of Dyes, J. Soc. Dyers Colourists88, 59-62 (1972).
24.
Giles, C.H. , Shah, C.D., Watts, W.E., and Sinclair , R.S., Oxidation andReduction in Light Fading of Dyes, J. Soc. Dyers Colourists88, 433-435 (1972).
25.
Giles, C.H. and Sinclair, R.S., Photodecomposition of Aminoanthraquinone Disperse Dyes on Poly(ethyleneterephthalate), J. Soc. Dyers Colourisls88, 109-113 (1972).
26.
Hashimoto, S. and Kano, K., The Photochemical Reduction of Nitrobenzene and its Reduction Intermediates. XI. The Photochemical Reduction of Azobenzene in Isopropyl alcohol, Bull. Chem. Soc. Japan45, 852-855 (1972).
27.
Hayashi, M. and Yabe, A., as private communication in Ref. [20], p. 555.
28.
Hedges, J.J. , Atmospheric Humidity and the Fading of Dyestuffs , J. Soc. Dyers Colourists43, 261-262 (1927); Humidity and the Fading of Dyestuffs on Wool, ibid.44, 52 (1928).
29.
Hillson, P.J. and Rideal, E.K., The Becquerel effect in the presence of dyestuffs and the action of light on dyes, Proc. Royal Soc.A216, 458-476 (1953).
30.
Hoffmann, K., McDowell, W., and Weingarten, R., The Behaviour of Mixtures of Disperse Dyes, J. Soc. Dyers Colourists84, 306-309 (1968).
31.
Irick, G., Jr. and Boyd, E.G., Effect of Light Source on the Photodegradation of Certain Disperse Dyes, Textile Res. J.43, 238-241 (1973).
32.
Irick, G., Jr. and Pacifici, J.G., Photochemistry of Azo Compounds I. Photoreduction of 4-Diethylamino-4' Nitro-azobenzene, Tetrahedron Letters1303-1306 (1969).
33.
Irick, G., Jr. and Pacifici, J.G., Photochemistry of Azo Compounds II. Effect of Ketonic Sensitisers on Photoreduction of 4-Diethylamino-4'-Nitroazobenzene , Tetrahedron Letters2207-2210 (1969).
34.
Irick, G., Jr. and Pacifici, J.G., Photochemistry of Azo Dyes on Synthetic Fibres I. Effect of Concentration, Textile Res. J.41, 255-258 (1971).
35.
Irick, G., Jr. and Pacifici, J.G., Solvent and Substituent Effects on the Ultraviolet-visible Absorption Spectra of Azo Dyes, Textile Res. J.42, 391-397 (1972).
36.
Lead, W.L., Artificial Light Fastness Tests on Coloured Textiles, J. Soc. Dyers Colourists65, 723-731 (1949).
37.
Little, A.H. and Clayton, J.W., Photochemical Tendering and Fading of Dyed Textiles at Different Humidities, J. Soc. Dyers Colourists79, 671-677 (1963).
38.
Morris, M.G. , A Study of the Effect of Temperature and Humidity on the Light Fastness of Synthetics in the Face-Ometer, Amer. Dye. Rep.43, 497-505 (1954).
39.
Pacifici, J.G. , Irick, G., Jr., and Anderson , C.G., Photochemistry of Azo Compounds III. Evidence for an Electron. Transfer Process in Amine Solvents , J. Amer. Chem. Soc-91, 5654-5655 (1969 ). Private communication, Chief Analyst, B. P. Ltd., Hull (estimated 1% water content in absolute ethanol).
40.
Rehák, V., Novák, F., and Čepčiansky, I., Photochemistry of Dyes and Intermediates. I. Photoreduction of monosubstituted azobenzene derivatives in alcohol, Coll. Czech. Chem. Comm.38, 697-705 (1973).
41.
Schwen, G. and Schmidt, G., SomeExperiments on the Effect of Dyes, Fibre and Atmosphere on Light Fastness, J. Soc. Dyers Colourists75, 101-105 (1959).
42.
Solovev, S.M. , Absorption Spectra of dyes in the presence of lyophilic Colloids, J. Gen. Chem. U.S.S.R.16, 1405-1415 (1946).
43.
Wegerle, D. , Investigations on the Fastness to Light of Dyed Polyester, Z. ges Textilindustrie68, 32-33 (1966).
44.
Wegerle, D. , Photodecomposition of Aminoanthraquinone Disperse Dyes on Poly(ethyleneterephthalate), J. Soc. Dyers Colourists89, 54-55 (1973).
45.
Zenhausern, V.A. and Zollinger , H., Association of the Azo Dyes I. Influence of Substituents on the Basicity of 4-Dimethylaminoazobenzene derivatives, Helv. Chimica Acta45, 1882-1889 (1962).