Process for oligomerization of polyunsaturated acids and esters, products obtained and use thereof
AssigneesInstitut Francais du Petrole, Onidol
InventorsGerard Hillion, Robert Stern, Odile Le Borgne
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Abstract
For the oligomerization of a fatty ester or fatty acid containing conjugated double bonds, the reaction uses a catalyst consisting of an activated earth, e.g., montmorillonite, at a temperature of from 100.degree.-180.degree. C., preferably from 130.degree.-160.degree. C. The process can be carried out continuously or in a batch process on a fixed bed and is particularly applicable to conjugated methyl esters obtained by conjugating and transesterifying sunflower seed oil. The oligomerized products obtained are particularly useful as lubricants or polycondensation reactants.
Claims41
A process comprising oligomerizing at least one C.sub.12-22 fatty acid or at least one C.sub.1-12 -alkyl ester thereof, said acid or ester containing 2 or 3 conjugated double bonds, to produce a mixture containing mainly dimers and trimers, comprising contacting a starting material consisting essentially of said ester or acid containing conjugated double bonds with an activated earth at a temperature of 100.degree. to less than 160.degree. C.
A process comprising a first step of subjecting at least one polyunsaturated fatty acid having 12-22 carbons atoms or at least one C.sub.1-12 alkyl ester thereof, containing 2 or 3 non-conjugated double bonds, to a conjugation step to covert at least part of said non-conjugated double bonds to conjugated double bonds, and a second step of oligomerizing the resultant polyunsaturated fatty acid or ester containing conjugated double bonds in contact with activated earth at 100.degree. to less than 160.degree. C. to produce a mixture containing mainly dimers and trimers.
A process comprising:
- providing a natural oil containing fatty esters having non-conjugated double bonds;
- in the presence of a basic catalyst, transesterifying said ester with a monoalcohol higher than the monoalcohol corresponding to the fatter ester, in the presence of a basic catalyst, conjugating at least part of the non-conjugated double bonds of resultant ester;
- and oligomerizing the resultant transesterified and conjugated ester in contact with activated earth at 100.degree. to less than 160.degree. C. to produce a mixture of mainly dimers and trimers.
An oligomerization product produced by a process comprising oligomerizing at least one C.sub.16-22 fatty acid or at least one C.sub.1-12 -alkyl ester thereof, said acid or ester being polyunsaturated and containing conjugated double bonds, to produce a mixture containing mainly dimers and trimers, by contacting a starting material consisting essentially of said polyunsaturated ester or acid, with an activated earth at a temperature of 100.degree. to less than 160.degree. C., whereby said oligomerization product contains carboxylic groups solely from said polyunsaturated ester or acid.
An oligomerization product produced by a process comprising oligomerizing a starting material consisting of C.sub.16-22 fatty acids or C.sub.1-12 -alkyl esters thereof, said acids or esters containing polyunsaturated materials having conjugated double bonds, with an activated earth at a temperature of 100.degree. to less than 160.degree. C.
Dependencies are inferred from the claim text.