Summary
The reaction of diglycidylaniline (DGA) and N-methylaniline (NMA) was investigated by means of HPLC, and the products were identified by mass spectrometry. A number of cyclic products is formed. An eight-membered ring formed by the intramolecular reaction of the secondary amino group and the epoxy group in the DGA-aniline monoadduct is the main cyclic product. The monoadduct DGA-NMA yields a seven-membered ring by internal etherification only after the amine has been consumed.
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References
S.Luňák, K.Dušek, J.Polym.Sci., Polym,Symposia 53,45 (1975)
S.Ore, O.G.Tjugum, Acta Chem.Scand. 24,2397 (1970)
L.Matějka, K.Dušek, I.Dobáš, Polym.Bull. 14,309 (1985)
K.Dušek, M.Ilavský, S.Luňák, J.Polym.Sci.,Polym.Symposia 53,29 (1975)
K.Dušek, M.Ilavský, J.Polym.Sci.,Polym.Phys.Ed. 21,1323 (1983)
M.Ilavský, L.Bogdanova, K.Dušek, J. Polym. Sci., Polym..Phys. Ed. 22,265 (1984)
V.A.Topolkarev, V.G.Oschmyan, V.P.Nisitchenko, A.N.Zelenetskij, E.V. Prut, A.A. Berlin, N.S. Enikolopyan, Vysokomol.Soed. A 21,1515,1655 (1979)
C.A.Byrne, N.Schneider, G.L.Hagnauer: Preprints Macro Amherst 1982, p.686
M.F.Grenier-Loustalot, F.Cazaux, J.Berecoechea, P.Grenier Eur.Polym.J. 20,1137 (1984)
E.T.Mones, R.J.Morgan: Polym.Preprints 22(2),249 (1971)
R.J.Morgan, J.A.Kappe, E.T.Mones, Proc. 28th SAMPE Symp. April 1983, Anaheim
R.J.Morgan, in “Epoxy Resins and Composites I.”, K.Dušek, Ed.,Adv.Polym.Sci. 72,1 (1985)
D.Doskočilová, L.Matějka, S.Pokorný, J.Štokr, M.Březina, I.Dobáš, K.Dušek, Polym.Bull. 14,123 (1985)
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Matějka, L., Tkaczyk, M., Pokorný, S. et al. Cyclization in the reaction between diglycidylaniline and amine. Polymer Bulletin 15, 389–396 (1986). https://doi.org/10.1007/BF00265719
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DOI: https://doi.org/10.1007/BF00265719