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Graft and block copolymers via polymeric azo initiators

  • Oskar Nuyken
  • Richard Weidner
Conference paper
Part of the Advances in Polymer Science book series (POLYMER, volume 73/74)

Abstract

Polymers with azo groups as part of their side chains are interesting as starting materials for the synthesis of graft copolymers. For the preparation of polymeric azo initiators, processes involving the copolymerization of azo-containing and more common monomers are becoming increasingly important. In a subsequent step the products are warmed in the presence of an additional monomer to initiate the graft copolymerization. Especially favourable are systems for which both steps can be carried out in emulsion.

By careful choice of reactants this technique, because of its simplicity, can lead to an understanding of some unsolved problems associated with graft copolymerizations.

Polymers containing azo groups as part of their backbone chain can be used for the synthesis of block copolymers. The azo-containing prepolymers can, for example, be synthesised by condensing small molecule azo compounds with functionalized polymers, by partial decomposition of polymeric azo compounds in the presence of a monomer or via polymer analogue reactions. Block copolymers are obtained when those prepolymers are decomposed in the presence of another monomer.

Disadvantages in terms of the degree of structural control of the products of such radical reactions are compensated by the range of techniques which can be used and the wide choise of possible monomers.

Keywords

Block Copolymer Emulsion Polymerization Graft Copolymer Vapour Pressure Osmometry Initial Monomer Mixture 
These keywords were added by machine and not by the authors. This process is experimental and the keywords may be updated as the learning algorithm improves.

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5 References

  1. 1.
    Noshay, A., Mc Grath, J. E.: Block Copolymers, Academic Press New York 1977Google Scholar
  2. 2.
    Battaerd, H., Tregear, G. W.: Graft Copolymers, Wiley, New York 1967Google Scholar
  3. 3.
    Ceresa, R. J.: Block and Graft Copolymers, Butterworth, London 1962Google Scholar
  4. 4.
    Ikada, Y.: Adv. Polym. Sci. 29, 47 (1978)Google Scholar
  5. 5.
    Bad Nauheim 1978, published in Angew. Makromol. Chem. 76/77 (1979)Google Scholar
  6. 6.
    Ambrose, R. J., Aggarwal, S. L.: J. Polym. Sci. Polym. Symp. 60, 1 (1977)Google Scholar
  7. 7.
    Paul, D. R., Barlow, J. W.: J. Macromol. Sci. — Rev. Macromol. Chem. C 18, 109 (1980)Google Scholar
  8. 8.
    Rudin, A.: J. Macromol. Sci. — Rev. Macromol. Chem. C 19, 267 (1980)Google Scholar
  9. 9.
    US 3.383 435 (1968), to General Electric, Cizek, E. P., C.A. 80, 96488 r (1974)Google Scholar
  10. 10.
    Robeson, L. M.: J. Appl. Polym. Sci. 17, 3609 (1973)CrossRefGoogle Scholar
  11. 11.
    Zakrzewski, G. A.: Polymer 14, 347 (1973)CrossRefGoogle Scholar
  12. 12.
    Milkovich, R.: Polym. Prepr. Am. Chem. Soc. Div. Polym. Chem. 21, 40 (1980)Google Scholar
  13. 13.
    Schulz, G. O., Milkovich, R.: J. Appl. Polym. Sci. 27, 4773 (1982)CrossRefGoogle Scholar
  14. 14.
    Goethals, E. J., Vlegels, M. A.: Polym. Bull. 4, 521 (1981)CrossRefGoogle Scholar
  15. 15.
    Kennedy, J. P., Lo, C. L.: Polym. Prepr. Am. Chem. Soc. Div. Polym. Chem. 23, 99 (1982)Google Scholar
  16. 16.
    Rempp, P. F., Franta, E.: Adv. Polym. Sci. 58, 1 (1984)Google Scholar
  17. 17.
    Fischer, J. P.: Angew. Makromol. Chem. 33, 35 (1973)CrossRefGoogle Scholar
  18. 18.
    Katai, A. A., Schuerch, C.: J. Polym. Sci. Part A-1, 4, 2683 (1966)CrossRefGoogle Scholar
  19. 19.
    Mino, G., Kaizerman, S.: J. Polym. Sci. 31, 242 (1958)CrossRefGoogle Scholar
  20. 20.
    Kennedy, J. P.: J. Appl. Polym. Sci. Appl. Polym. Symp. 30, 1 (1977)Google Scholar
  21. 21.
    Lerchermeier, G., Revillon, A., Pillot, C.: J. Macromol. Sci. Chem. A 12, 285 (1978)Google Scholar
  22. 22.
    Hahn, W., Fischer, A.: Makromol. Chem. 21, 77 (1956)CrossRefGoogle Scholar
  23. 23.
    Vollmert, B., Bolte, H.: Makromol. Chem. 36, 17 (1960)CrossRefGoogle Scholar
  24. 24.
    U.S. 3.455.853 (1969) to Union Oil Co. of California, Dekking, H. G. G.: C.A. 71, 82876 t (1969)Google Scholar
  25. 25.
    U.S. 3.511.898 (1970) to Union Oil Co. of California, Dekking, H. G. G.: C.A. 73, 26062 d (1970)Google Scholar
  26. 26.
    U.S. 4.101.522 (1978) to Pennwalt Corp. Sheppard, C. S., Mac Leay, R.E.: C.A. 90, 39595 f (1979)Google Scholar
  27. 27.
    Gupta, S. N. Nandi, U.: Makromol. Chem. 176, 3179 (1975)CrossRefGoogle Scholar
  28. 28.
    Kerber, R., Nuyken, O., Steinhausen, R.: Makromol. Chem. 177, 1357 (1976)CrossRefGoogle Scholar
  29. 29.
    Kerber, R., Nuyken, O., Steinhausen, R.: Makromol. Chem. 178, 1833 (1977)CrossRefGoogle Scholar
  30. 30.
    Kerber, R., Nuyken, O., Dorn, M.: Makromol. Chem. 179, 1803 (1978)CrossRefGoogle Scholar
  31. 31.
    Nuyken, O., Dorn, M., Kerber, R.: Makromol. Chem. 180, 1651 (1979)CrossRefGoogle Scholar
  32. 32.
    Nuyken, O., Rengel, R., Kerber, R.: Makromol. Chem. 181, 1565 (1980)CrossRefGoogle Scholar
  33. 33.
    Nuyken, O., Hofinger, M., Kerber, R.: Polym. Bull. 1, 679 (1979)CrossRefGoogle Scholar
  34. 34.
    Nuyken, O., Gerum, J., Steinhausen, R.: Makromol. Chem. 180, 1497 (1979)CrossRefGoogle Scholar
  35. 35.
    Talsky, G., Gerum, J., Nuyken, O.: Makromol. Chem. 180, 513 (1979)CrossRefGoogle Scholar
  36. 36.
    Nuyken, O., Schuster, H., Kerber, R.: Makromol. Chem. 184, 2285 (1983)CrossRefGoogle Scholar
  37. 37.
    Nuyken, O.: Azo Polymers in Encycl. Polym. Sci. and Techn., Wiley, J., New York, Vol. 2, 1985, p. 158Google Scholar
  38. 38.
    U.S. 4.218.370 (1980) to Pennwalt, Corp Sheppard, C. S., Mac Leay, R. E.: C.A. 94, 140 400w (1981)Google Scholar
  39. 39.
    DOS 2749579 (1977) to BASF AG; Naarmann, H., Mc Kee, G. E., Burghard, B.: C.A. 91, 75252 w (1979)Google Scholar
  40. 40.
    Kerber, Gerum, J., Nuyken, O.: Makromol. Chem. 180, 609 (1979)CrossRefGoogle Scholar
  41. 41.
    Nuyken, O., Gerum, J., Kerber, R.: Angew. Makromol. Chem. 91, 143 (1980)CrossRefGoogle Scholar
  42. 42.
    Nuyken, O.: Ph. D. Thesis TU Berlin 1970Google Scholar
  43. 43.
    Kerber, R., Nuyken, O.: Makromol. Chem. 164, 183 (1973)CrossRefGoogle Scholar
  44. 44.
    Kerber, R., Nuyken, O., Pasupathy, V.: Makromol. Chem. 170, 155 (1973)CrossRefGoogle Scholar
  45. 45.
    Kerber, R., Nuyken, O., Steinhausen, R.: Makromol. Chem. 175, 3225 (1974)CrossRefGoogle Scholar
  46. 46.
    Nuyken, O., Kerber, R.: Makromol. Chem. 179, 2845 (1978)CrossRefGoogle Scholar
  47. 47.
    Nuyken, O.: Habilitation Thesis TU München 1979Google Scholar
  48. 48.
    Nuyken, O., Schuster, H., Kerber, R.: Makromol. Chem. 183, 1733 (1982)CrossRefGoogle Scholar
  49. 49.
    Nuyken, O., Dyckerhoff, L., Schuster, H., Kerber, R.: Makromol. Chem. 184, 2251 (1983)CrossRefGoogle Scholar
  50. 50.
    Nuyken, O., Dyckerhoff, L., Kerber, R.: in preparationGoogle Scholar
  51. 51.
    Dyckerhoff, L.: Ph. D. Thesis TU München 1983Google Scholar
  52. 52.
    Nuyken, O., Weidner, R.: unpublishedGoogle Scholar
  53. 53.
    van Hook, J. P., Tobolsky, A. V.: J. Am. Chem. Soc. 80, 779 (1958)CrossRefGoogle Scholar
  54. 54.
    Brandrup, J., Immergut, E. H. (Eds.): Polymer Handbook Interscience Publ., New York 1965, 2 Ed., p. II-392Google Scholar
  55. 55.
    Walz, R., Bömer, B., Heitz, W.: Makromol. Chem. 178, 2527 (1977)CrossRefGoogle Scholar
  56. 56.
    Walz, R., Heitz, W.: J. Polym. Sci., Polym. Chem. Ed. 16, 1807 (1978)Google Scholar
  57. 57.
    Dicke, H.-R., Heitz, W.: Makromol. Chem. Rapid. Commun. 2, 83 (1981)CrossRefGoogle Scholar
  58. 58.
    Oppenheimer, Ch., Heitz, W.: Angew. Makromol. Chem. 98, 167 (1981)CrossRefGoogle Scholar
  59. 59.
    Anand, P. S., Stahl, H. G., Heitz, W., Weber, G., Bottenbruch, L.: Makromol. Chem. 183, 1685 (1982)CrossRefGoogle Scholar
  60. 60.
    Dicke, H.-R., Heitz, W.: Colloid & Polymer Sci. 260, 3 (1982)Google Scholar
  61. 61.
    Walz, R.: Ph. D. Thesis Mainz 1975Google Scholar
  62. 62.
    Stahl, H. G.: Ph. D. Thesis Marburg 1980Google Scholar
  63. 63.
    Oppenheimer, Ch.: Ph. D. Thesis Marburg 1982Google Scholar
  64. 64.
    Dicke, H.-R.: Ph. D. Thesis Marburg 1982Google Scholar
  65. 65.
    Laverty, J. J. Gardlund, Z. G.: J. Polym. Sci., Polym. Chem. Ed. 15, 2001 (1977)Google Scholar
  66. 66.
    U.S. 4.094.868 (1978), to Olin Corp., Chandalia, K. B., Preston, F. J.: C.A. 89, 164 347 g (1978)Google Scholar
  67. 67.
    Furukawa, J., Takamori, S., Yamashita, S.: Angew. Makromol. Chem. 1, 92 (1967)CrossRefGoogle Scholar
  68. 68.
    Vinchon, Y., Reeb, R., Riess, G.: Eur. Polym. J. 12, 317 (1976)CrossRefGoogle Scholar
  69. 69.
    Riess, G., Reeb, R.: Polym. Prepr. Am. Chem. Soc. Div. Polym. Chem. 21, 55 (1980)Google Scholar
  70. 70.
    Lee, S. P.: Ph. D. Thesis University Karlsruhe 1974Google Scholar
  71. 71.
    DOS 1.940.473 (1970), Sheppard, C. S., Mac Leay, R. E. (to Pennwalt Corp): C.A. 72, 90983 m (1970)Google Scholar
  72. 72.
    U.S. 3.987.024 (1976) Mac Leay, R. E., Sheppard, C. S. (to Pennwalt Corp.): C.A. 86, 17319j (1977)Google Scholar
  73. 73.
    U.S. 4.075.286 (1978) Mac Leay, R. E., Sheppard, C. S. (to Pennwalt Corp): C.A. 88, 170790s (1978)Google Scholar
  74. 74.
    Piirma, I., Chou, L. H.: J. Appl. Polym. Sci. 24, 2051 (1979)CrossRefGoogle Scholar
  75. 75.
    Piirma, I., Gunesin, B.: Polym. Prepr. Am. Chem. Soc. Div. Polym. Chem. 18, 687 (1977)Google Scholar
  76. 76.
    Vlasov, G. P., Rudkovskaya, G. D., Ovsyannikova, L. A.: Makromol. Chem. 183, 2635 (1982)CrossRefGoogle Scholar
  77. 77.
    U. S. 2.556.876 (1951) Julian W. Hill (to E. I. du Pont de Nemours & Co.): C.A. 45, 9915 (1951)Google Scholar
  78. 78.
    Smith, A.: Makromol. Chem. 103, 301 (1967)CrossRefGoogle Scholar
  79. 79.
    Japan Kokai, 7417,895 (1974) Nagai, S., Hidaka, Y., Ueda, A.: C.A. 81, 92227 c (1974)Google Scholar
  80. 80.
    Ueda, A., Shiozu, Y., Hidaka, Y., Nagai, S.: Kobuns i Ronbunshu 33 ( 3 ), 131 (1976), C.A. 85, 22051 z (1976)Google Scholar
  81. 81.
    George, M. H., Ward, J. R.: J. Polym. Sci. Polym. Chem. Ed. 11, 2909 (1973)CrossRefGoogle Scholar
  82. 82.
    Bamberger, E.: Ber. Dtsch. Chem. Ges. 27, 915 (1894)Google Scholar
  83. 83.
    Butterworth, E. C., Hey, D. H.: J. Chem. Soc. 1938, 116Google Scholar
  84. 84.
    Huisgen, R., Herold, G.: Justus Liebigs Ann. Chem. 562, 137 (1949)Google Scholar
  85. 85.
    Craubner, H.: J. Polym. Sci. Polym. Chem. Ed. 18, 2011 (1980)CrossRefGoogle Scholar
  86. 86.
    Craubner, H.: J. Polym. Sci. Polym. Chem. Ed. 20, 1935 (1982)CrossRefGoogle Scholar
  87. 87.
    Berlin, A. A., Gerasimov, B. G., Saharova, L. I.: Dokl. Akad. Nauk SSSR 196, 1108 (1971)Google Scholar
  88. 88.
    Berlin, A. A., Gerasimov, A. A. Ivanov: Vysokomol. Soedin A 13, 1250 (1971)Google Scholar
  89. 89.
    Berlin, A. A., Gerasimov, B. G., Ivanov, A. A., Maslinkov, A. P., Sheludchenko, N. I.: J. Macromol. Sci. Chem. A11, 821 (1977)Google Scholar
  90. 90.
    Berlin, A. A., Gerasimov, B. G., Ivanov, A. A., Maslinkov, A. P., Selskaya, O. G., Belova, L. I.: Macromol. Sci. Chem. A 14, 991 (1980)Google Scholar

Copyright information

© Springer-Verlag 1986

Authors and Affiliations

  • Oskar Nuyken
    • 1
  • Richard Weidner
    • 1
  1. 1.Lehrstuhl für Makromolekulare Stoffe der TU MünchenGarchingFRG

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