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Recovery of gossypol from cottonseed gums
Author(s) -
Pons Walter A.,
Pominski Joseph,
King W. H.,
Harris James A.,
Hopper T. H.
Publication year - 1959
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/bf02640046
Subject(s) - gossypol , chemistry , acetic acid , cottonseed , chromatography , phosphoric acid , yield (engineering) , ethyl acetate , ketone , organic chemistry , biochemistry , food science , materials science , metallurgy
Summary A process has been developed for the isolation of pure gossypol from the gums obtained by water‐washings of crude hexane‐extracted cottonseed oil. Gums are heated with methyl ethyl ketone containing phosphoric acid to cleave gossypol‐phosphatide reaction products and are cooled to separate a ketone phase containing the gossypol from a phosphatide‐water phase. After concentration by distillation, gossypol is isolated from the methyl ethyl ketone concentrate by addition of glacial acetic acid to form the acetic acid addition compound of 92–94% purity. Two recrystallizations as the acetic‐acid complex produce gossypol acetic acid of 99% purity. The purified product can be dissociated by solution in dilute sodium carbonate, from which pure gossypol is recovered by acidification with mineral acid. Yield data from pilot‐plant experiments indicated that about 47% of the gossypol in gums is recovered as crude gossypol acetic acid. Depending on the degree of purification of the crude product, the over‐all yield of purified gossypol from gums will range from 41% for a product of 98% purity to 36% for a gossypol of 99% purity.