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A 13C NMR study of the methylol derivatives of 2,4′- and 4,4′-dihydroxydiphenylmethanes found in resol phenol–formaldehyde resins

✍ Scribed by Thomas H. Fisher; Ping Chao; Cindy G. Upton; Anthony J. Day

Publisher
John Wiley and Sons
Year
2002
Tongue
English
Weight
105 KB
Volume
40
Category
Article
ISSN
0749-1581

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✦ Synopsis

Abstract

A total of 13 of the 16 possible methylol derivatives of 2,4′‐ and 4,4′‐dihydroxydiphenylmethane have been synthesized, isolated, and identified. These compounds are found as intermediates in the cure process of resol phenol–formaldehyde (PF) resins. Analysis of the ^13^C NMR spectra (in acetone‐d~6~) of these compounds provided a way to evaluate the seven methylolphenol ring types (methylol derivatives of 2‐hydroxyphenyl and 4‐hydroxyphenyl rings) found in typical resol PF resins using the ipso carbon region from 150 to 160 ppm. A simple diagnostic test was developed using the chemical shift values of the methylol methylene carbon atoms to identify the presence of intermediates containing either a 2‐hydroxyphenyl or a 4‐hydroxyphenyl ring. Using these data it is now possible to analyze the major components in extracted prepreg PF resins. Copyright © 2002 John Wiley & Sons, Ltd.

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