Carbonyl-ene functionalized polyolefins
AssigneeChevron Oronite Company LLC
InventorsRichard E. Cherpeck, Ruth Smocha
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Abstract
Disclosed is a method for preparing a hydroxyl functionalized polymer from a Lewis acid promoted carbonyl-ene reaction comprising: selecting a vinylidene terminated polyolefin having a number average molecular weight from about 950 to about 5000 and having a terminal vinylidene content greater than 50 mole percent; selecting a carbonyl enophile; selecting a Lewis acid; and contacting the components in step a), b) and c) under reactive conditions to form the hydroxyl functionalized polymer.
Claims33
A method for preparing a hydroxyl functionalized polymer from a Lewis acid promoted carbonyl-ene reaction comprising:
- a. selecting a vinylidene terminated polyolefin having a number average molecular weight from about 950 to about 5000 and having a terminal vinylidene content greater than 50 mole percent;
- b. selecting a carbonyl enophile;
- wherein the carbonyl enophile is a reactive aldehyde of the formula:
- wherein Ra is selected from the group consisting of hydrogen, haloalkyl, alkoxycarbonyl and aryl substituted with at least one electron withdrawing group selected from nitro, cyano, and alkoxycarbonyl;
- c. selecting a Lewis acid;
- and
- d. contacting the components in step a), b) and c) under reactive conditions to form the hydroxyl functionalized polymer.
A product produced according to any one of the preceding claims.
A method for making an alcohol-functionalized polyolefin from a Lewis acid promoted carbonyl ene reaction comprising:
- a. selecting a reactive polyisobutene having a number average molecular weight from about 1,000 to about 5000 and a methylvinylidene content greater than 50 mole percent;
- b. selecting a carbonyl enophile;
- c. selecting a Lewis acid;
- and
- d. contacting step a), b) and c) under reactive conditions to form the alcohol-functionalized polyolefin.
A method for making an alcohol-functionalized polyolefin from a Lewis acid promoted carbonyl ene reaction comprising:
- a. selecting a reactive polyisobutene having a number average molecular weight from about 700 to about 3,000 and a methylvinylidene content greater than 50 mole percent;
- b. selecting a carbonyl enophile;
- c. selecting a Lewis acid;
- and
- d. contacting step a), b) and c) under reactive conditions to form the alcohol-functionalized polyolefin.
A method for preparing mono addition products in a carbonyl-ene reaction comprising conducting the carbony-ene reaction with a stoichiometric amount of a hydrocarbylsilyl halide of the formula:
- R″zSiX4-z, wherein R″z is alkyl C1-6, aryl, X is halogen, z is an integer from 1 to 2.
A method for preparing a hydroxyl functionalized polymer from a Lewis acid promoted carbonyl-ene reaction comprising:
- a. selecting a vinylidene terminated polyolefin having a number average molecular weight from about 950 to about 5000 and having a terminal vinylidene content greater than 50 mole percent;
- b. selecting a carbonyl enophile;
- c. selecting a Lewis acid;
- wherein, the Lewis acid is a hydrocarbylsilyl halide of the formula:
- R″zSiX4-z, wherein R″z is alkyl C1-6, aryl, X is halogen, z is an integer from 1 to 2;
- and
- d. contacting the components in step a), b) and c) under reactive conditions to form the hydroxyl functionalized polymer.
Dependencies are inferred from the claim text.