Pre-esterification of primary polyols to improve solubility in solvents used in the polyol process
First Claim
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1. A method for producing an ester comprising:
- A. pre-esterifying a primary polyol with a fatty acid, a fatty acid ester, a fatty acid anhydride, or a fatty acid chloride to form a partially acylated polyol;
B. reacting the pre-esterified primary polyol with ozone, and optionally a biobased oil, oil derivative, or modified oil, in the presence of a solvent at a temperature between about −
80°
C. to about 80°
C. to produce intermediate products; and
C. refluxing the intermediate products or further reacting at lower than reflux temperature, wherein esters are produced from the intermediate products at double bond sites.
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Abstract
Methods to pre-esterify primary polyols used in converting biobased oils, oil derivatives, and modified oils to highly functionalized esters, ester polyols, amides, and amide polyols.
95 Citations
24 Claims
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1. A method for producing an ester comprising:
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A. pre-esterifying a primary polyol with a fatty acid, a fatty acid ester, a fatty acid anhydride, or a fatty acid chloride to form a partially acylated polyol; B. reacting the pre-esterified primary polyol with ozone, and optionally a biobased oil, oil derivative, or modified oil, in the presence of a solvent at a temperature between about −
80°
C. to about 80°
C. to produce intermediate products; andC. refluxing the intermediate products or further reacting at lower than reflux temperature, wherein esters are produced from the intermediate products at double bond sites. - View Dependent Claims (2, 3, 4, 5, 6, 7, 8, 9, 10, 23)
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11. A method for producing amides comprising:
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A. pre-esterifying a primary polyol with a fatty acid, a fatty acid ester, a fatty acid anhydride, or a fatty acid chloride to form a partially acylated polyol; B. amidifying a biobased oil, or oil derivative so that substantially all of the fatty acids are amidified at the fatty acid sites; C. reacting the amidified biobased oil, or oil derivative with ozone and the pre-esterified primary polyol in the presence of a solvent at a temperature between about −
80°
C. to about 80°
C. to produce intermediate products;D. refluxing the intermediate products or further reacting at lower than reflux temperature, wherein ester are produced from the intermediate products at double bond sites to produce a hybrid ester/amide. - View Dependent Claims (12, 13, 14, 15, 16, 17, 18, 19, 20, 21, 22, 24)
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Specification