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A novel route to polyimides via polyamic aryl amides

Part 1. A study on model compounds

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Summary

A new synthetic route to polyimides was studied on monofunctional model compounds by the reaction of various 4-substituted phenyl-phthalisoimides with paratoluidine to form asymmetrically substituted diphthalamides followed by thermal cyclization to phthalimide. Both steps of the preparation pathway were kinetically explored. It was determined that the first step is governed by second order constants directly dependent upon the pKa of the amine used to prepare the beginning isoimide as well as the regioselectivity of the last step.

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References

  1. Wilson D, Stenzenberger HD, Hergenrother PM (1990)Polyimides. Chapman & Hall, New York

    Google Scholar 

  2. Frost LW, Kesse II (1964)Appl Polym Sci 8: 1039

    Google Scholar 

  3. Delvigs P, Hsu LC, Serafini TT (1970)Polym Lett 8: 29

    Google Scholar 

  4. Nishizaki S, Moriwaki T (1967)J Chem Soc Japan 71: 1559

    Google Scholar 

  5. Diaz de Toranzo EG, Brieux JA (1967)J Med Chem 10: 982

    Google Scholar 

  6. Ganin EV, Makarov VF, Nikitin VI (1987)Ukr Khim Zh 53: 964

    Google Scholar 

  7. Likhachev DY, Lavrov SV, Kardash IE, Pravednikov AN (1984)Vysokomol Soedin Ser B, 26: 123

    Google Scholar 

  8. Roderick WR, Bhatia GL (1963)J Org Chem 28: 2018

    Google Scholar 

  9. Cotter RA, Sauers CK, Whelan JM (1961)J Org Chem 26: 10

    Google Scholar 

  10. Sauers CK, Constance AM, Lupton MA (1973)J Am Chem Soc 95: 6792

    Google Scholar 

  11. Kurita K, Suzuki Y, Enari T, Kikuchi M, Nishimura MI, Ishii S (1994)J Polym Sci Part A: Polym Chem 32: 393

    Google Scholar 

  12. Ernst ML, Schmir GL (1966)J Polym Sci Part A: Polym Chem 88: 5001

    Google Scholar 

  13. Zurakowska-Orszagh J, Chreptowicz T, Orzeszko A, Kaminski J (1979)Eur Polym J 15: 409

    Google Scholar 

  14. Bernhardt RJ, Ferrell WJ (1988)US Pat 4, 788,054

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Authors and Affiliations

  1. Unité mixte de recherche 102, BP 3, F-69390, Vernaison, France

    J. -P. Marasco, J. Garapon & B. Sillion

Authors
  1. J. -P. Marasco
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  2. J. Garapon
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  3. B. Sillion
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Marasco, J.P., Garapon, J. & Sillion, B. A novel route to polyimides via polyamic aryl amides. Polymer Bulletin 35, 285–290 (1995). https://doi.org/10.1007/BF00963125

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  • DOI: https://doi.org/10.1007/BF00963125

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