Methods of Making Functionalized Internal Olefins and Uses Thereof
AssigneeElevance Renewable Sciences, Inc.
InventorsPaul A. Bertin, Jordan R. Quinn
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Abstract
A method of isomerizing a substance includes combining a substance including a terminal alkenyl group and a substance including a fluorosulfonic acid group in a reaction mixture, and forming a substance including a 2-alkenyl group from the substance including a terminal alkenyl group in the reaction mixture. The method may be used to functionalize a substance, as the substance including a 2-alkenyl group can be reacted with a functionalizing agent to form a substance including a first functional group. The methods may be used to form a dicarboxylic acid, such as suberic acid, from a renewable feedstock.
Claims28
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A method of making a dicarboxylic acid, comprising:
- forming a first reaction mixture from ingredients comprising a first olefin ester, a second olefin ester, and a metathesis catalyst;
- forming an unsaturated dicarboxylic ester from the first reaction mixture;
- forming a second reaction mixture from ingredients comprising the unsaturated dicarboxylic ester and a hydrogenating agent;
- forming a second dicarboxylic ester;
- forming a third reaction mixture from ingredients comprising the second dicarboxylic ester and a hydrolyzing agent;
- and
- hydrolyzing the second dicarboxylic ester, to form a dicarboxylic acid.
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Dependencies are inferred from the claim text.