Special Features of Network Build-Up in Curing of Polyepoxides Based on N,N-Diglycidylaniline Derivatives

  • Karel Dušek
  • Libor Matějka


The curing of N-N-diglycidylaniline (DGA) and N,N,N′,N′-tetraglycidyl-diaminodiphenylmethane with polyamines differs from that of diglycidyl ether of hisphenol-A by a high tendency to cyclization and by interdependence of reactivities of the glycidyl groups bound to the same nitrogen atom. Cyclization is characterized by formation of small cycles by intramolecular epoxy-amine addition or etherification. The reaction of the monoadduct of DGA and a secondary amine bearing another epoxy group with another secondary amine molecule is considerably faster than that of DGA with the same secondary amine. This feature is explained by intramolecular catalysis of the addition by the OH group in the monoadduct. The interplay of the substitution effects in the amine group and in DGA as reflected in gelation is complex, however. The development of a statistical branching theory taking these features into account is outlined.


Secondary Amine Epoxy Group Diglycidyl Ether Substitution Effect Small Cycle 
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  1. 1.
    Dušek, K., Network formation in curing of epoxy resins, Adv. Polym. Sci., 1986, 78, 1.CrossRefGoogle Scholar
  2. 2.
    Morgan, R. J., Structure-property relations of epoxies used as composite materials, Adv. Polym. Sci., 1985, 72, 1.CrossRefGoogle Scholar
  3. 3.
    Matějka, L., Tkaczyk, M., Pokorny, S. and Dušek, K., Cyclization in the reaction between diglycidylaniline and amine, Polym. Bull., 1986, 15, 389.CrossRefGoogle Scholar
  4. 4.
    Matějka, L., Pokorný, S. and Dušek, K., Mechanism and kinetics of the reaction between diglycidylaniline and aromatic amines, Crosslinked Epoxies, Sedláček, B. and Kahovec, J. (Eds), W. deGruyter, Hamburg, 1987, p. 241.Google Scholar
  5. 5.
    Doskočilová, D., Matějka, L., Pokorný, S., Březina, M., Štokr, J., Dobáš, I. and Dušek, K., Curing of epoxy resins. Conformational structure and reactivity of stereoisomers in the model reaction of diglycidylaniline with N-methylaniline, Polym. Bull., 1885, 14, 123.CrossRefGoogle Scholar
  6. 6.
    Dušek, K., Bleha, M. and Luñák, S., Curing of epoxide resins. Model reactions of curing with amines, J. Polym. Sci., Polym. Chem. Ed., 1977, 15, 2393.CrossRefGoogle Scholar
  7. 7.
    Rozenberg, B. A., Kinetics, thermodynamics and mechanism of reactions of epoxy oligomers with amines, Adv. Polym. Sci., 1985, 75, 113.CrossRefGoogle Scholar
  8. 8.
    Dušek, K., Formation-structure relationships in polymer networks, Brit. Polym. J., 1985, 17, 185.CrossRefGoogle Scholar
  9. 9.
    Dušek, K. and Šomvársky, J., Build-up of polymer networks by initiated polyreactions. 1. Comparison of kinetic and statistical approaches to living polymerization type build-up, Polym. Bull., 1985, 13, 313.CrossRefGoogle Scholar
  10. 10.
    Mikeš, J. and Dušek, K., Simulation of the polymer network formation by the Monte-Carlo method, Macromolecules, 1982, 15, 93.CrossRefGoogle Scholar
  11. 11.
    Dušek, K. and Vojta, V., Concentration of elastically active network chains and cyclization in networks obtained by alternating stepwise polyaddition, Brit. Polym. J., 1977, 9, 164.CrossRefGoogle Scholar
  12. 12.
    Matějka, L., Dušek, K., and Dobáš, I., Curing of epoxy resins with amines. Gelation of polyepoxides derived from diglycidylaniline, Polym. Bull., 1985, 14, 309.Google Scholar

Copyright information

© Elsevier Applied Science Publishers Ltd 1988

Authors and Affiliations

  • Karel Dušek
    • 1
  • Libor Matějka
    • 1
  1. 1.Institute of Macromolecular ChemistryCzechoslovak Academy of SciencesPragueCzechoslovakia

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