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The Chemistry of Leuco Triarylmethanes

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Chemistry and Applications of Leuco Dyes

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References

  1. Venkataraman, K. (ed.), The Chemistry of Synthetic Dyes, Vol. 2, Academic Press, New York (1952).

    Google Scholar 

  2. Lubs, H. A. (ed.), The Chemistry of Synthetic Dyes and Pigments, American Chemical Society Monograph Series, Reinhold, New York (1955).

    Google Scholar 

  3. Witterholt, V. G., in: Encyclopedia of Chemical Technology (R. E. Kirk and D. F. Othmer, eds.), 2nd edn., Vol. 20, Wiley, New York (1969).

    Google Scholar 

  4. Banister, D., and Elliott, J., in: Encyclopedia of Chemical Technology (R. E. Kirk and D. F. Othmer, eds.), 3rd edn., Vol. 23, Wiley, New York (1983).

    Google Scholar 

  5. Zollinger, H., in: Color Chemistry, p. 59, VCH, New York (1987).

    Google Scholar 

  6. Chamoli, R. P., Naithani, K. P., Gupta, P. C., and Himalayan, Chem. Pharm. Bull. 1, 18 (1984) [CA 103, 143350v].

    CAS  Google Scholar 

  7. Bychkov, N. N., Milakov, V. V., Lavrov, D. V., and Stepanov, B. I., Zh. Org. Khim. 23, 1516 (1987).

    CAS  Google Scholar 

  8. Engelman, A,, Ger. Offen. DE 3,309,726 (1984) [CA 102(4), 26391C].

    Google Scholar 

  9. Berneth, H., Raue, R., Ger. Offen. DE 3,842,014 (1990) [CA 114, 64261s].

    Google Scholar 

  10. Rines, S. P., and Zullig, C. J., European Patent Application EP 491,256 (1992) [CA 117, 193606t].

    Google Scholar 

  11. Sosnowski, C., Wardyn, S., Gmaj, J., Sobolewski, B., Kowalczyk, J., and Jaworski, L., PL 126,654 (1983) [CA 105(18), 154680v].

    Google Scholar 

  12. Berneth, H., and Raue, R., US. Patent 5,013,857 (1991).

    Google Scholar 

  13. Kast, H., Baumann, H., Mayer, U., and Oberlinner, A., Ger. Offen. DE 2,138,931 (1973) [CA 78, 1379647c].

    Google Scholar 

  14. Kast, H., US. Patent 4,000,135 (1976).

    Google Scholar 

  15. Hermann, K. H., Ger. Offen. DE 2,853,822 (1978) [CA 93(20), 187749m]

    Google Scholar 

  16. Kast, H., Baumann, H., and Mayer, U., Badische, Anilin-& Soda Fabrik, US. Patent 3,828,071 (1974).

    Google Scholar 

  17. Kast, H., Ger. Offen. DE 2,334, 918 (1975) [CA 83, 1202u].

    Google Scholar 

  18. Gessner, T., and Mayer, U., Ger. Offen. DE 4,211,783 (1993) [CA 120, 220390p]

    Google Scholar 

  19. Fedorova, T. M., and Kaliya, 0. L., Zh. Org. Khim. 19, 1498 (1983)

    CAS  Google Scholar 

  20. Lewis, E. S., Perry, J. M., and Grinstein, R. H., J. Am. Chem. Soc. 92, 899 (1970).

    CAS  Google Scholar 

  21. Kuder, J. E., Limburg, W. W., Stolka, M., and Turner, S. R., J. Org. Chem. 44, 761 (1979).

    Article  CAS  Google Scholar 

  22. Bruder, H., Habermann, W., Mayer, U., and Hammes, P., Ger. Offen. DE 3,513,246 (1986) [CA 106(16), 121399c].

    Google Scholar 

  23. Habermann, W., Mayer, U., Hammes, P., and Landmann, B., Ger. Offen. DE 3,628,354 (1988) [CA 109(9), 7231g].

    Google Scholar 

  24. Habermann, W., Mayer, O., Hammes, P., and Landmann, B., U.S. Patent 4,775,451 (1988).

    Google Scholar 

  25. Shigorin, D. N., and Pak, M. A., Russ. J. Phys. Chem. (Engl.) 41, 1584 (1967).

    Google Scholar 

  26. Pak, M. A,, and Shigorin, D. N., Russ. J. Phys. Chem. (Engl.) 42, 887 (1968).

    Google Scholar 

  27. Pak, M. A,, Shigorin, D. N., and Ozerova, G. A,, Dokl. Akad. Nauk SSSR 186, 369 (1969).

    CAS  Google Scholar 

  28. Shigorin, D. N., Pak, M. A,, and Kozlov, Y. I., Russ. J. Phys. Chem. (Engl. Transl.) 41, 652(1967).

    Google Scholar 

  29. Du Pont, British Patent 1,047,569 (1966) [CA 66(12), 50700m].

    Google Scholar 

  30. Cescon, L. A., Dessauer, R., and Looney, C. E., US. Patent 3,423,427 (1969).

    Google Scholar 

  31. Cescon, L. A., US. Patent 3,445,233 (1969).

    Google Scholar 

  32. Cescon, L. A., and Dessauer, R., US. Patent 3,445,234 (1969)

    Google Scholar 

  33. MacLachlan, A., and Riem, R. H., J. Org. Chem. 36, 2275 (1971).

    Article  CAS  Google Scholar 

  34. Shigorin, D. N., Pak, M. A,, and Kozlov, Y. I., Zh. Fiz. Khim. 41, 1220 (1967) [CA 67, 118075q].

    CAS  Google Scholar 

  35. Pak, M. A,, and Shigorin, D. N., Zh. Fiz. Khim. 42, 1694 (1968) [CA 70(6), 20963q]

    CAS  Google Scholar 

  36. Hinzmann, G., Grummi, U. W., and Paetzold, R., J. Prakt. Chem. 326, 899 (1984).

    Article  CAS  Google Scholar 

  37. Szychlinski, J., Rocz. Chem. 41, 2123 (1967) [CA 68, 115678y].

    CAS  Google Scholar 

  38. Hartzler, H. D., Pure Appl. Chem. 49, 353 (1977).

    CAS  Google Scholar 

  39. Kondo, M., Kiyoshi, Y., Makoto, M., Hiroshi, I., and Tetsuo, S., Kazaki Paper Mfg. Co., DE 2 629 937 [CA 86, 191135w].

    Google Scholar 

  40. Naef, R., Dyes Pigm. 2, 57 (1981).

    Article  CAS  Google Scholar 

  41. Ellis, E. W., US. Patent 4,839,335 (1987) [CA111, 244432u].

    Google Scholar 

  42. Sakar, L., Chaloupka, J., and Hlinovska, Z., Czechoslovakian Patent CS 213,158 (1984). [CA 100, 211665s].

    Google Scholar 

  43. Takizawa, A,, and Kinoshita, T., Jpn. Kokai Tokkyo Koho JP 62 275,127 [87 275,1271 (1987).

    Google Scholar 

  44. Sanyo Chem. JP 5 918 889.

    Google Scholar 

  45. Abrahart, E. N., Chem. Ind. 1512 (1962).

    Google Scholar 

  46. Platt, J. R., and Klevens, A. B., J. Am. Chem. Soc. 1714 (1945).

    Google Scholar 

  47. Scanlan, J. T., J. Am. Chem. Soc. 57, 887 (1935).

    Article  CAS  Google Scholar 

  48. Corvin, J. H., J. Chem. Soc. 83 (1955).

    Google Scholar 

  49. Cadogan, J. I. G., Hey, D. H., and Sanderson, W. A., J. Chem. Soc. 3203 (1960).

    Google Scholar 

  50. Pollak, I. E., and Grillot, G. F., J. Org. Chem. 32, 3101 (1967).

    CAS  Google Scholar 

  51. Peesapati, V., Pauson, P. L., and Pathrick, R. A., J. Chem. Res. (S) 194 (1987).

    Google Scholar 

  52. Casiraghi, G., Casnati, G., and Cornia, M., Tetrahedron Lett. 679 (1973).

    Google Scholar 

  53. Sunagawa, G., Ichii, T., and Yoshida, N., Pharm. Bull. Jpn. 3, 109 (1955).

    CAS  Google Scholar 

  54. Yanagihara, N., and Iwakura, K., Jpn. Kokai Tokkyo Koho JP 01 216,941 (JP88-41,281) (1989) [CA 112, 79439n].

    Google Scholar 

  55. N. Yanagihara, Fuji, Japanese Patent 5247 357 (1993).

    Google Scholar 

  56. Katritzky, A. R., Lan, X., and Lam, J. N., Synthesis 341 (1990).

    Google Scholar 

  57. Katritzky, A. R., Lan, X., and Lam, J. N., J. Org. Chem. 5, 4397 (1991).

    Google Scholar 

  58. Yin, C. C., and Deeming, A. J., J. Organomet. Chem. 144, 351 (1978).

    Article  CAS  Google Scholar 

  59. Sakakibara, T., Karasumaru, S., and Kawano, I., J. Am. Chem. Soc. 107, 6417 (1985).

    Article  CAS  Google Scholar 

  60. Sosnovsky, G., and Yang, N. C., J. Org. Chem. 25, 899 (1960).

    CAS  Google Scholar 

  61. Barluenga, J., Campos, P. J., Roy, M. A., and Asensio, G., J. Chem. Soc. Perkin I 1420 (1980).

    Google Scholar 

  62. Manring, L. E., and Peters, K. S., J. Phys. Chem. 88, 3516 (1984).

    Article  CAS  Google Scholar 

  63. Alper, H., Ripley, S., and Prince, T. L., J. Org. Chem. 48, 250 (1983).

    CAS  Google Scholar 

  64. Conover, L. H., and Tarbell, D. S., J. Am. Chem. Soc. 72, 3586 (1950).

    CAS  Google Scholar 

  65. Wann, S. R., Thorsen, P. T., and Kreevoy, M. M., J. Org. Chem. 46, 2579 (1981).

    CAS  Google Scholar 

  66. Wuest, J. D., and Zacharie, B., J. Am. Chem. Soc. 107, 6121 (1985).

    Article  CAS  Google Scholar 

  67. Pindur, U., and Flo, C., J. Heterocycl. Chem. 26, 1563 (1989).

    Article  CAS  Google Scholar 

  68. Eckstein, U., European Patent Application EP 431,422 (1991) [CA 115, 258296x1.

    Google Scholar 

  69. Witzel, H., and Pindur, U., J. Heterocycl. Chem. 25, 907 (1988).

    Article  CAS  Google Scholar 

  70. Fuji Photo Film Co., Ltd., Jpn, Kokai Tokkyo Koho JP 59 142,545 (1984) [84 142,545].

    Google Scholar 

  71. Burmester, A., and Stegmann, H. B., Synthesis 125 (1981).

    Google Scholar 

  72. Hughes, N., Ger. Offen. DE 2,141,406 (1972) [CA 77(6), 36408t].

    Google Scholar 

  73. Clark, M. C., and Hart, D. A., European Patent Application EP 57,661 (1982) [CA 98, 91038f].

    Google Scholar 

  74. Wakasugi, K., Kikkawa, K., Kaneko, K., and Yamaguchi, M., European Patent Applica-EP 486,749 (1992) [CA 117, 173436j].

    Google Scholar 

  75. Miyazawa, Y., Ozutsumi, M., and Kondo, M., Jpn. Kokai JP 76 48,639 (1976) [CA 85, 144715q].

    Google Scholar 

  76. Yanagihara, N., Fuji Photo, JP5 247 357 (1993).

    Google Scholar 

  77. Eckstein, U., and Psaar, H., Ger. Offen. DE 3,605,552 (1987) [CA 108(2), 7513b].

    Google Scholar 

  78. Eckstein, U., and Raue, R., European Patent Application EP 433, 813 (1991) [CA 115, 28072s].

    Google Scholar 

  79. Muthyala, R., Katritzky, A. R., and Lan, X., Dyes Pigm. 25, 303 (1994).

    Article  CAS  Google Scholar 

  80. Ungnade, H. E., and Crandall, E. W., J. Am. Chem. Soc. 71, 2209 (1949).

    CAS  Google Scholar 

  81. Pratt, E. F., and Green, L. Q., J. Am. Chem. Soc. 75, 275 (1953).

    CAS  Google Scholar 

  82. Snyder, H. R., and Konecky, M. S., J. Am. Chem. Soc. 80, 4388 (1958).

    CAS  Google Scholar 

  83. Casiraghi, G., Casnati, G., Cornia, M., Sartori, G., and Ungaro, R., J. Chem. Soc. Perkin Trans I2077 (1974).

    Google Scholar 

  84. Hodogaya Chemical Co., Ltd., Ricoh Co., Ltd., Jpn. Kokai Tokkyo Koho JP 80 108,459 (1980) [CA, 32193x].

    Google Scholar 

  85. Mitsui Toatsu Chemicals, Jpn. Kokai Tokkyo Koho JP 58 96,046 (1983).

    Google Scholar 

  86. Tsujimoto, M., Akahori, H., Hasegawa, K., and Asano, M., WO 8,303,840 (1983) [CA 100(10), 69872m].

    Google Scholar 

  87. Lodolini, M., and Maggiulli, C. A,, U.S. Patent 3,739,000 (1973) [CA 79(10), 54882p].

    Google Scholar 

  88. Neumer, J. F., Ger. Offen. DE 2,220,383 (1972) [CA 78, 99071u].

    Google Scholar 

  89. Asao, T., Maeda, S., and Mitsuhashi, K., Japanese Patent 632 746 (1994).

    Google Scholar 

  90. Kiekens, E., Agfa-Gevaert, European Patent 061 1807 (1994).

    Google Scholar 

  91. Novak, T. J., Kramer, D. N., Klapper, H., and Daasch, L. W., J. Org. Chem. 41, 870 (1976).

    Article  CAS  Google Scholar 

  92. Eckstein, U., Psaar, H., and Jabs, G., European Patent Application EP 303,942 (1989) [CA 111, 59551u].

    Google Scholar 

  93. Eckstein, U., European Patent Application EP 330,040 (1989) [CA 12, 100676g].

    Google Scholar 

  94. Eckstein, U., Psaar, H., and Raue, R., European Patent Application EP 281,891 (1988) [CA 110, 214760m].

    Google Scholar 

  95. Eckstein, U., Bayer, U.S. Patent 5097034 (1992).

    Google Scholar 

  96. Eckstein, U., Psaar, H., and Raue, R., U.S. Patent 4,897,223 (1990).

    Google Scholar 

  97. Eckstein, U., and Psaar, H., Bayer, US. Patent 4,783,196 (1988).

    Google Scholar 

  98. Eckstein, U., and Psaar, H., Bayer, US. Patent 4,923,641 (1990).

    Google Scholar 

  99. Katritzky, A. R., and Lan, X., Chem. Soc. Rev. 363 (1994).

    Google Scholar 

  100. Katritzky, A. R., Lan, X., and Lam, J. N., Chem. Eer. 124, 1809 (1991).

    CAS  Google Scholar 

  101. Nishimura, S., Kuriyama, S., Uno, K., and Oda, R., Jpn. Kokai JP 74 90, 731 (1974) [CA 100, 87695v].

    Google Scholar 

  102. Thakore, P. V., Sci. Cult. 55, 105 (1989) [CA 113(2), 17234d].

    CAS  Google Scholar 

  103. Morita, T., Takahashi, K., and Nozoe, T., Bull. Chem. Soc. Jpn. 66, 337 (1993).

    CAS  Google Scholar 

  104. Usui, H., and Ishige, S., Fuji Photo Film Co., Japanese Patent 4,119,777.

    Google Scholar 

  105. Japan Vilene Co., Ltd., Dainippon Printing Co., Ltd., Jpn. Kokai Tokkyo Koho JP 59 024, 687 [JP82-134,996] (1984) [CA 101, 81710K].

    Google Scholar 

  106. Milichovska, S., and Milichovsky, M., CS 247 538 (1987) [CA 109, 160670r].

    Google Scholar 

  107. Feldmuehle, A.-G., Ger. Offen. DE 3,633,116 (1988) [CA 109, 160670r].

    Google Scholar 

  108. Hilterhaus, B., and Hunger, G., US. Patent 4,859,650 (1989).

    Google Scholar 

  109. Sugahara, Y., Miyazawa, K., Nakazawa, T., and Maeno, M., U.S. Patent 3,753,761 (1973) [CA 80, 21448u].

    Google Scholar 

  110. Daicel Chemical Industries, Ltd., Jpn. Kokai Tokkyo Koho JP 60 070,444 [JP83-179,769] (1985).

    Google Scholar 

  111. Tsuchida, T., Koga, Y., Omura, H., Tanaka, M., and Danou, N., European Patent Application EP 587,184 (1994) [CA 122, 278235z].

    Google Scholar 

  112. Tsuchida, T., Danno, N., Omura, H., and Arai, N., Jpn. Kokai Tokkyo Koho JP 07 96,657 [95 96,6571 (1995) [CA 123, 156529y].

    Google Scholar 

  113. Satomura, M., Kiritani, M., and Nishimura, T., JP 53 042,909 [76–117, 719] (1978).

    Google Scholar 

  114. Adachi, K., Jpn. Kokai JP 48 051, 644 [JP-86,073] (1973) [CA 79, 131373c].

    Google Scholar 

  115. Frommeld, H. D., Ger. Offen. DE 3,602,215 (1987).

    Google Scholar 

  116. Wilson, C. V., Kodak, British Patent 10 51 201 (1964).

    Google Scholar 

  117. Wilson, C. V., Ger. Offen. DE 1,237,900 (1963) [CA 67(14), 69477m].

    Google Scholar 

  118. Ricoh Co., Ltd., Jpn. Kokai Tokkyo Koho JP 56 012,638 [JP 79–89, 070] (1981).

    Google Scholar 

  119. Roos, L., and Jolly, J. L., WO 8,001,846 (1980).

    Google Scholar 

  120. Toya, K., Nakayama, T., Takenaka, F., and Ito, M., Jpn. Kokai Tokkyo Koho JP 62 106,450 [JP85-245,593] (1987).

    Google Scholar 

  121. Cescon, L. A., US. Patent 3,390,994 (1968) [CA 69(14), 56227w].

    Google Scholar 

  122. Harder, R. J., and Yembrick, C., Jr., US. Patent 3,359,109 (1967) [CA 68(12), 50986a].

    Google Scholar 

  123. Yembrick, C., Jr., US. Patent 3,360,370 (1967).

    Google Scholar 

  124. Dittrich, F., Scholz, M., (East) German Patent DD 235,115 (1986) [CA 107(13), 112216j]

    Google Scholar 

  125. Babb, B. E., and Daniel, D. S., European Patent EP 162,685 (1985) [CA 104, 105638h].

    Google Scholar 

  126. Zepp, R. G., Skurlatov, Y. I., and Ritmiller, L. F., Environ. Technol. Lett. 9, 287 (1988) [CA 108(24), 209891j].

    CAS  Google Scholar 

  127. Pobiner, H., and Hoffman, H. J., Jr., Anal. Chim. Acta 141, 419 (1982).

    Article  CAS  Google Scholar 

  128. Irie, M., and Kungwatchakun, D., Makromol. Chem. Rapid Commun. 5, 829 (1985).

    Google Scholar 

  129. Irie, M., and Kungwatchakun, D., Macromolecules 19, 2476 (1986).

    CAS  Google Scholar 

  130. Farahani, M., Liang, J. H., and McLaughlin, W. L., Appl. Radiat. Isot. 41, 5 (1990) [CA 112(16)147525q].

    CAS  Google Scholar 

  131. Smith, I. L., Analytical Applications of the Heavy Metal Induced Oxidation of the Leuco Bases of Triphenylmethane Dyes, Ph.D. dissertation, The University of Alabama (1974) Chem. Abs. 83(8), 71097m.

    Google Scholar 

  132. Perez Ruiz, T., Martinez Lozano, C., and Hernandez Lozano, M., An. Univ. Murcia Cienc. (1984–1985) 43, 251 (1984) [CA 103(8), 639831.

    CAS  Google Scholar 

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Authors and Affiliations

  1. 3M Company, St. Paul, Minnesota, 55144

    Ramaiah Muthyala

  2. 1 Clariant Corporation, Charlotte, North Carolina, 28269

    Xiangfu Lan

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  1. Ramaiah Muthyala
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  1. 3M Company, St. Paul, Minnesota

    Ramaiah Muthyala

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Muthyala, R., Lan, X. (2002). The Chemistry of Leuco Triarylmethanes. In: Muthyala, R. (eds) Chemistry and Applications of Leuco Dyes. Topics in Applied Chemistry. Springer, Boston, MA. https://doi.org/10.1007/0-306-46906-5_5

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