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Urethane foams from animal fats: VII. Reaction of epoxidized tallow with trimethylolpropane and TMP‐HBr
Author(s) -
Bilyk A.,
Monroe H. A.,
Saggese E. J.,
Wrigley A. N.
Publication year - 1974
Publication title -
journal of the american oil chemists' society
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.512
H-Index - 117
eISSN - 1558-9331
pISSN - 0003-021X
DOI - 10.1007/bf02639719
Subject(s) - trimethylolpropane , polyol , glyceride , chemistry , organic chemistry , tallow , toluene , catalysis , hydroxyl value , polymer chemistry , polyurethane , fatty acid
Polyols of higher hydroxyl content than previously obtained from tallow were prepared for use in urethane foams. Epoxidized tallow was caused to react with trimethylolpropane with catalysis by p‐toluenesulfonic acid (2%). Reaction at 120 C in toluene gave best results. Alcoholysis occurred both at oxirane and at glyceride linkages, the latter reaction conferring hydroxyl functionality even on nonepoxidized glyceride units. Hydroxyl content of polyol products increased with the functional ratio of the reaction mixture, that is, the molar ratio of OH available from trimethylolpropane to oxirane plus ester from tallow. To provide fire retardant polyols, epoxidized tallow was caused to react with trimethylolpropane and gaseous HBr, best at 80 C in benzene. Examined by thin layer chromatography, the polyols showed polarities in the range of mono‐and diglycerides.