Epoxy resins based on aromatic glycidylamines. II. Preparation ofN,N,N′,N′‐tetraglycidyl‐4,4′‐diaminodiphenylmethane from 4,4′‐diaminodiphenylmethane: Analysis of product by GPC and HPLC

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 withN,N‐diglycidylaniline (DGA) andN,N‐dichlorohydrin of aniline (DCHA) that had been analyzed in our previous work,1and 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.