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Phenol Aralkyl and Related Polymers

  • Glyn I. Harris
Chapter
Part of the The Development Series book series (POLS, volume 30)

Summary

The synthesis of polymers by means of the Friedel—Crafts condensation reaction dates from 1881. More recently, a wide variety of aromatic compounds have been polymerised by means of catalysts such as aluminium chloride and stannic chloride. The condensation reactions involve the elimination of small molecules, usually hydrogen halide or methanol.

The polymerisation reactions can be made to produce crosslinked networks. The curing process, however, is liable to produce voids which impair the mechanical properties of the resultant products. The more promising materials are derived from phenol and αα’-dimethoxy-para-xylene; in this case, the phenolic component facilitates crosslinking by either hexa- methylene tetramine, or a diepoxide.

These resins have now been developed commercially. They are used in mouldings and laminates because of their good chemical resistance, electrical properties and high-temperature performance. They also have some potential as coatings. Blending with conventional phenol-formaldehyde resins improves the properties of the latter.

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References

  1. 1.
    Friedel, C. and Crafts, J. M. Bull. Soc. Chim. Fr., 1881, 25, 52.Google Scholar
  2. 2.
    Jacobson, R. A. J. Amer. Chem. Soc, 1932, 54, 1513.CrossRefGoogle Scholar
  3. 3.
    Bezzi, S. Gaz. Chim. tal., 1936, 66, 491.Google Scholar
  4. 4.
    Fuson, R. C. and Mckeever, C. H. Org. React., 1942, 1, 63.Google Scholar
  5. 5.
    Shriner, R. L. and Berger, L. J. Org. Chem., 1941, 6, 305.CrossRefGoogle Scholar
  6. 6.
    Haas, H. C., Livingston, D. I. and Saunders, M. J. Polym.Sci., 1955, 15, 503.CrossRefGoogle Scholar
  7. 7.
    Parker, D. B. V. European Polymer J., 1969, 5, 93.CrossRefGoogle Scholar
  8. 8.
    Ellis, B. and White, P. G. J. Polym. Sci., 1973, 11, 801.Google Scholar
  9. 9.
    Ellis, B., White, P. G. and Young, R. N. European Polymer J., 1969, 5, 307.CrossRefGoogle Scholar
  10. 10.
    Kennedy, J. P. and Isaacson, R. B. J. Macromol. Chem., 1966, 1, 541.Google Scholar
  11. 11.
    Conley, R. T. J. Appl. Polymer Sci., 1965, 9, 1107.CrossRefGoogle Scholar
  12. 12.
    Parker, D. B. V. RAE Tech. Note Chem., 1956, 1284.Google Scholar
  13. 13.
    Phillips, L. N. Trans. Plastics Inst., 1964, 32, 298.Google Scholar
  14. 14.
    Doebens, J. D., US patent No. 2,911,380, 1959.Google Scholar
  15. 15.
    Geyer, G. R., Hatch, M. J. and Smith, H. B., US Patent No. 3,316,186, 1967.Google Scholar
  16. 16.
    Sprengling, G. R., US Patent No. 3,405,091, 1968.Google Scholar
  17. 17.
    Anon Modem Plastics, Oct. 1962, 110.Google Scholar
  18. 18.
    Anon Chem. Eng., 1962, 69, 73.Google Scholar
  19. 19.
    Anon DOW Diamond, 1963, 26, 5.Google Scholar
  20. 20.
    Phillips, L. N. RAE Tech. Report, 1963, CPM 3.Google Scholar
  21. 21.
    Grassie, N. and Meldrum, I. G. European Polymer J., 1969, 5, 195.CrossRefGoogle Scholar
  22. 22.
    Grassie, N. and Meldrum, I. G. European Polymer J., 1970, 6, 499.CrossRefGoogle Scholar
  23. 23.
    Grassie, N. and Meldrum, I. G. European Polymer J., 1970, 6, 513.CrossRefGoogle Scholar
  24. 24.
    Grassie, N. and Meldrum, J. G. European Polymer J., 1971, 7, 17.CrossRefGoogle Scholar
  25. 25.
    Nixon, B. RAE Tech. Note, 1964, CPM 71.Google Scholar
  26. 26.
    Moore, B. J. C. RAE Tech. Report, 1965, 65161.Google Scholar
  27. 27.
    Harris, G. I. and Marshall, H. S. B., UK Patent No. 1,099,123, 1968.Google Scholar
  28. 28.
    Phillips, L. N., UK Patent No. 1,094,181, 1967.Google Scholar
  29. 29.
    Harris, G. I. (unpublished work).Google Scholar
  30. 30.
    Evison, W. E. and Kipping, F. S. J. Chem. Soc., 1931, 2774.Google Scholar
  31. 31.
    Yakubovich, A. Ya and Motsarev, G. V. J. Gen. Chem., Moscow, 1953, 23, 1414.Google Scholar
  32. 32.
    Harris, G. L, UK Patent No. 1,127,122, 1968.Google Scholar
  33. 33.
    Harris, G. I. and Edwards, A. G. (unpublished work).Google Scholar
  34. 34.
    Paxton, J. C. Procurement Executive, Ministry of Defence, D. Mat. Report, 1973, 190.Google Scholar
  35. 35.
    Parker, B. M. RAE Tech. Report, 1972, 72029.Google Scholar
  36. 36.
    Parker, B. M. RAE Tech. Report, 1973, 72220.Google Scholar
  37. 37.
    Parker, B. M. RAE Tech. Memorandum Mat., 1975, 217.Google Scholar
  38. 38.
    Parker, B. M. RAE Tech. Report, 1976, 76051.Google Scholar
  39. 39.
    Huck, P. J. and Pritchard, G. J. Polym. Sci., 1973, 11, 3293.Google Scholar
  40. 40.
    Harris, G. I. and Coxon, F., UK Patent No. 1,150,203, 1969.Google Scholar
  41. 41.
    Harris, G. I. Brit. Poly. J., 1970, 2, 270.CrossRefGoogle Scholar
  42. 42.
    Bender, H. L., Farnham, A. G. and Guyer, J. W., US Patent No. 2,464,207, 1949.Google Scholar
  43. 43.
    Fraser, D. A., Hall, R.W. and Raum, J.L.J. J. Appl. Chem., London, 1957, 7, 676.CrossRefGoogle Scholar
  44. 44.
    Harris, G. I. and Edwards, A. G. (unpublished work).Google Scholar
  45. 45.
    Zinke, A. J. Appl. Chem., London, 1951, 1, 257.CrossRefGoogle Scholar
  46. 46.
    Conley, R. T. and Bieron, J. F. J. Appl. Polym. Sci., 1963, 7, 103.CrossRefGoogle Scholar
  47. 47.
    Harris, G. I. (unpublished work).Google Scholar
  48. 48.
    Harris, G. I. and Golledge, J., UK Patent Application No. 15953/77, 1977.Google Scholar
  49. 49.
    Buchi, G. and Kultzow, R. Paper presented at SPE Antech. Conference on High Perjormance Plastics, Cleveland, October, 1976.Google Scholar
  50. 50.
    Alexander, P. and Charlesby, A. Proc. R. Soc, A, 1955, 230, 136.CrossRefGoogle Scholar
  51. 51.
    Bauman, R. G. and Glantz, J. A. J. Polym. Sci., 1957, 26, 397.CrossRefGoogle Scholar
  52. 52.
    Harris, G. I. and Edwards, A. G., UK Patent No. 1,305,551, 1973.Google Scholar
  53. 53.
    Phillips, L. N. and Murphy, D. J. RAE Tech. Memorandum Mat., 1979, 322.Google Scholar

Copyright information

© Applied Science Publishers Ltd 1980

Authors and Affiliations

  • Glyn I. Harris
    • 1
  1. 1.Advanced Resins LtdCardiffUK

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