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US 8,871,960 B2Granted
Preparation of esters and polyols by initial oxidative cleavage of fatty acids followed by esterification reactions
AssigneeBattelle Memorial Institute
InventorsHerman Paul Benecke, Daniel B. Garbark
Life of this patent
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Abstract
Methods to convert unsaturated fatty acids derived from biobased oils to highly functionalized esters, ester polyols, amides, and amide polyols. The products can be used to make polyurethane and polyester films and foams.
Claims29
A method for producing a polyol comprising:
- oxidatively cleaving an unsaturated biobased free fatty acid so that substantially all carbon-carbon double bonds are converted to carboxylic acid groups to form an oxidation acid;
- and
- esterifying the oxidation acid with a polyol to form a product polyol.
A method for producing an ester comprising:
- oxidatively cleaving an unsaturated biobased free fatty acid so that substantially all carbon-carbon double bonds are converted to carboxylic acid groups to form an oxidation acid;
- esterifying the oxidation acid with a polyol to form a product polyol or with a monoalcohol to form a carboxylic acid alkyl ester;
- and either:
- amidifying the product polyol or the carboxylic acid alkyl ester with an amine alcohol;
- or
- transesterifying the product polyol or the carboxylic acid alkyl ester with a polyol.
3 more elements
A method for producing a polyol comprising:
- oxidatively cleaving an unsaturated biobased free fatty acid so that substantially all carbon-carbon double bonds are converted to carboxylic acid groups to form a mixture of diacids and monoacids;
- esterifying the mixture of diacids and monoacids with a polyol to form a mixture of product polyols or with a monoalcohol to form a mixture of carboxylic acid alkyl esters;
- and at least one of:
- amidifying the mixture of carboxylic acid alkyl esters;
- or transesterifying the mixture of carboxylic acid alkyl esters with a polyol.
2 more elements
Dependencies are inferred from the claim text.