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The thermal degradation in vacuo of an amine‐cured epoxide resin
Author(s) -
Leisegang E. C.,
Stephen A. M.,
PatersonJones J. C.
Publication year - 1970
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.1970.070140805
Subject(s) - propane , bisphenol a , degradation (telecommunications) , chemistry , diglycidyl ether , acetaldehyde , epoxide , phenol , amine gas treating , epoxy , organic chemistry , polymer chemistry , catalysis , ethanol , telecommunications , computer science
The degradation in vacuo of the cured resin from stoichiometric amounts of the diglycidyl ether of bisphenol A and p,p′ ‐diaminodiphenylmethane was studied at temperatures of 303.7 and 304.0 ± 0.2°C. The condensible products of the degradation at these temperatures were collected and the major components were isolated as pure compounds. These were identified as water, bisphenol A, 2‐(benzofur‐5‐yl)‐2‐( p ‐hydroxyphenyl)propane, N,N,N′,N′‐tetramethyl‐ p,p′ ‐diaminodiphenylmethane, phenol, p ‐isopropylphenol, p ‐isopropenylphenol, N,N‐dimethylaniline, N‐methylaniline, N,N‐dimethyl‐ p ‐toluidine, benzofuran, and N‐methyl‐ p ‐toluidine. The presence of 2,2‐bis(benzofur‐5‐yl)propane was suspected. The gaseous degradation products were identified as acetaldehyde, chloromethane, carbon dioxide, carbon monoxide, methane, ethane, ethene, and nitrogen. Tentative reaction mechanisms are proposed to account for the formation of the products identified. The possible nature of some of the minor degradation products is discussed. The results are related to those of previous studies of the degradation of the same and similar resin–hardener systems.