Aldehyde and alcohol compositions derived from seed oils

Details Aldehyde and alcohol compositions derived from seed oils Aldehyde and alcohol compositions derived from seed oils

C - Chemistry, Metallurgy

07

C

C07C 67/347 (2006.01) C07C 67/31 (2006.01) C07C 69/675 (2006.01) C07C 69/716 (2006.01) C07C 69/732 (2006.01) C07C 69/738 (2006.01) C11C 3/00 (2006.01) C11C 3/12 (2006.01)

Patent

CA 2523433

An aldehyde composition derived by hydroformylation of a transesterified seed oil and containing a mixture of formyl-substituted fatty acids or fatty acid esters having the following composition by weight: greater than about 10 to less than about 95 percent monoformyl, greater than about 1 to less than about 65 percent diformyl, and greater than about 0.1 to less than about 10 percent triformyl-substituted fatty acids or fatty acid esters, and having a diformyl to triformyl weight ratio of greater than about 5/1; preferably, greater than about 3 to less than about 20 percent saturates; and preferably, greater than about 1 to less than about 20 percent unsaturates. An alcohol composition derived by hydrogenation of the aforementioned aldehyde composition, containing a mixture of hydroxymethyl-substituted fatty acids or fatty acid esters having the following composition by weight: greater than about 10 to less than about 95 percent monoalcohol {mono(hydroxymethyl)}, greater than about 1 to less than about 65 percent diol {di(hydroxymethyl)}, greater than about 0.1 to less than about 10 percent triol, tri(hydroxmethyl)-substituted fatty acids or fatty acid esters; preferably greater than about 3 to less than about 35 percent saturates; and preferably, less than about 10 percent unsaturates. The alcohol composition can be converted into an oligomeric polyol for use in the manufacture of polyurethane slab stock flexible foams.

La présente invention concerne une composition à base d'aldéhyde dérivant de l'hydroformylation d'une huile de graine transestérifiée, et contenant un mélange d'acides gras et d'esters d'acides gras à substitution formyle. La composition massique est la suivante: monoformyle pour au moins 10 % environ sans atteindre environ 95 %; diformyle pour au moins 1 % environ sans atteindre environ 65 %; acides gras à substitution triformyle et esters d'acides gras pour au moins 0,1 % environ sans atteindre environ 10 %; un rapport massique diformyle / triformyle supérieur à environ 5/1; corps saturés, de préférence pour au moins 3 % environ sans atteindre environ 20 %; et corps insaturés, de préférence pour au moins 1 % environ sans atteindre environ 20 %. L'invention concerne également une composition à base d'alcool dérivant par hydrogénation de la composition à base d'aldéhyde déjà évoquée. Cette composition contient un mélange d'acides gras ou d'esters d'acides gras à substitution hydroxyméthyle. La composition massique est la suivante: monoalcool {mono(hydroxyméthyle)} pour au moins environ 10 % sans atteindre environ 95 %; diol {di(hydroxyméthyle)} pour au moins environ 1 % sans atteindre environ 65 %; acides gras ou esters d'acides gras à substitution triol, tri(hydroxméthyle) pour au moins environ 1 % sans atteindre environ 10 %; corps saturés, de préférence pour au moins 3 % environ sans atteindre environ 35 %; et corps insaturés, de préférence sans atteindre environ 10 %. Cette composition à base d'alcool peut être convertie en polyol oligomère pour la fabrication de feuilles de mousse souple en polyurétane.

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