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US 7,351,864 B2Granted
Process for preparation of Mannich condensation products useful as sequestering agents
AssigneeChevron Oronite Company LLC
InventorEdward A. Chiverton
Life of this patent
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Abstract
The present invention is directed to a process for preparing Mannich condensation product sequestering agents or mixtures of Mannich condensation product sequestering agents for use in fuels and lubricating oils.
Claims27
A process for preparation of a Mannich condensation product comprising the steps of:
- (a) forming a reaction mixture of a polyalkyl-substituted hydroxyaromatic compound, wherein the polyalkyl group has a number average molecular weight of from about 280 to about 5,000 and an aldehyde in the presence of an alkali metal base;
- and
- (b) contacting the reaction mixture with an amino acid or ester derivative thereof and an alkali metal base.
A process for preparing a Mannich condensation product sequestering agent comprising the steps of:
- (a) forming a reaction mixture by combining an aldehyde comprising:
- formaldehyde or an aldehyde having the formula
- wherein R′ is branched or linear alkyl having one carbon atom to about 10 carbon atoms, cycloalkyl having from about 3 carbon atoms to about 10 carbon atoms, aryl having from about 6 carbon atoms to about 10 carbon atoms, alkaryl having from about 7 carbon atoms to about 20 carbon atoms, or aralkyl having from about 7 carbon atoms to about 20 carbon atoms;
- with a polyalkyl-substituted hydroxyaromatic compound having the formula
- wherein R1 is polyalkyl of 280 to 5,000 molecular weight, R2 is hydrogen or lower alkyl having one carbon atom to about 10 carbon atoms, and R3 is hydrogen or —OH, in the presence of a base;
- and
- (b) contacting the reaction mixture with an amino acid or the ester derivative thereof having the formula
- wherein W is —[CHR″]—m wherein each R″ is independently H, alkyl having one carbon atom to about 15 carbon atoms, or a substituted-alkyl having one carbon atom to about 10 carbon atoms and one or more substituents selected from the group consisting of amino, amido, benzyl, carboxyl, hydroxyl, hydroxyphenyl, imidazolyl, imino, phenyl, sulfide, or thiol;
- m is an integer from one to 4, and A is hydrogen or alkyl having one carbon atom to about 6 carbon atoms;
- and
- a base to form the Mannich condensation product.
8 more elements
Dependencies are inferred from the claim text.