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Epoxy resins based on aromatic glycidylamines. IV. Preparation of N , N , N ′, N ′‐tetraglycidyl‐4,4′‐diaminodiphenylmethane from aniline and analysis of the product by GPC and HPLC

1991; Wiley; Volume: 42; Issue: 3 Linguagem: Inglês

10.1002/app.1991.070420323

1097-4628

Štěpán Podzimek, I. Dobáš, S̆. S̆vestka, Martin Tkaczyk, M. Kubín, V. Štěrba,

Synthesis of Tetrazole Derivatives

Abstract Epoxy resins containing N , N , N ′, N ′‐tetraglycidyl‐4,4′‐diaminodiphenylmethane (TGDDM) were prepared from aniline and epichlorohydrin and analyzed by GPC and HPLC. The product composition was compared with that of resins prepared from 4,4′‐diaminodiphenylmethane (DDM) and epichlorohydrin, which had been analyzed in our previous work. A new byproduct designated Y4 was isolated by semipreparative HPLC and identified by NMR and mass spectroscopy. The course of formaldehyde condensation with N , N ‐dichlorohydrin of aniline (DCHA) was followed by GPC and HPLC and the mechanism of formation of Y4 was proposed on the basis of obtained results. Attention was also paid to the differences in reactivity of DCHA diastereoisomers.