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Epoxy resins based on aromatic glycidylamines. II. Preparation of N,N,N′,N′ ‐tetraglycidyl‐4,4′‐diaminodiphenylmethane from 4,4′‐diaminodiphenylmethane: Analysis of product by GPC and HPLC
Author(s) -
Podzimek S̆.,
Dobás̆ I.,
S̆vestka S̆.,
Horálek J.,
Tkaczyk M.,
Kubín M.
Publication year - 1990
Publication title -
journal of applied polymer science
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.575
H-Index - 166
eISSN - 1097-4628
pISSN - 0021-8995
DOI - 10.1002/app.1990.070410525
Subject(s) - aniline , high performance liquid chromatography , epoxy , elution , materials science , nuclear chemistry , chemistry , chromatography , organic chemistry
N,N,N′,N′ ‐tetrakis(2,3‐epoxypropyl)‐4,4′‐diaminodiphenylmethane ( N,N,N′,N′ ‐tetraglycidyl‐4,4′‐diaminodiphenylmethane, TGDDM) and an intermediate of its synthesis, N,N,N′,N′ ‐tetrakis(2‐hydroxy‐3‐chloropropyl)‐4,4′‐diaminodiphenylmethane ( N,N,N′,N′ ‐tetrachlorohydrin of 4,4′‐diaminodiphenylmethane, TCHDDM), were analyzed by GPC and HPLC. The main impurities were identified by analogy with N,N ‐diglycidylaniline (DGA) and N,N ‐dichlorohydrin of aniline (DCHA) that had been analyzed in our previous work, 1 and by IR, NMR, and mass spectroscopy after their isolation by semipreparative HPLC. Attention was also paid to quantitative determination of the TGDDM content and to GPC elution behavior of TGDDM and TCHDDM‐based oligomers.