Dispersant additives derived from lactone modified amido-amine adducts
First Claim
1. A poly (C5 to C9) adduct of an aminated hydrocarbyl substituted dicarboxylic acid producing material useful as an oil additive, which comprises the product formed by reacting(A) a long chain hydrocarbyl substituted C4 to C10 monounsaturated dicarboxylic acid producing material formed by reacting an olefin polymer of C2 to C10 monoolefin having a number average molecular weight of about 300 to 10,000 and a C4 to C10 monounsaturated acid material, said acid producing material having an average of at least about 0.8 dicarboxylic acid producing moieties, per molecule of said olefin polymer present in the reaction mixture used to form said acid producing material;
- (B) an am ido-amine or a thioamido-amine characterized by being a reaction product of at least a polyamine and an alpha, beta-unsaturated compound of the formula;
##STR28## wherein X is sulfur or oxygen, Y is --OR4, --SR4, or --NR4 (R5), and R1, R2, R3, R4 and R5 are the same or different and are hydrogen or substituted or unsubstituted hydrocarbyl; and
(C) a C5 to C9 lactone material, said poly (C5 to C9) adduct containing the unit --[C(O)(CH2)z O]--m wherein m has an average value of from 0.2 to 100 and Z is 4 to 8.
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Abstract
The present invention is directed to a lactone modified dispersant additive comprising at least one adduct of (A) a polyolefin of 300 to 10,000 number average molecular weight substituted with at least 0.8 (e.g., from about 1 to 4) dicarboxylic acid producing moieties (preferably acid or anhydride moieties) per polyolefin molecule, (B) an amido-amine or thioamido-amine characterized by being a reaction product of at least a polyamine and an alpha, beta-unsaturated compound of the formula: ##STR1## wherein X is sulfur or oxygen, Y is --OR4, --SR4, or --NR4 (R5), and R1, R2, R3, R4 and R5 are the same or different and are hydrogen or substituted or unsubstituted hydrocarbyl, and a C5 -C9 lactone material.
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Citations
45 Claims
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1. A poly (C5 to C9) adduct of an aminated hydrocarbyl substituted dicarboxylic acid producing material useful as an oil additive, which comprises the product formed by reacting
(A) a long chain hydrocarbyl substituted C4 to C10 monounsaturated dicarboxylic acid producing material formed by reacting an olefin polymer of C2 to C10 monoolefin having a number average molecular weight of about 300 to 10,000 and a C4 to C10 monounsaturated acid material, said acid producing material having an average of at least about 0.8 dicarboxylic acid producing moieties, per molecule of said olefin polymer present in the reaction mixture used to form said acid producing material; -
(B) an am ido-amine or a thioamido-amine characterized by being a reaction product of at least a polyamine and an alpha, beta-unsaturated compound of the formula;
##STR28## wherein X is sulfur or oxygen, Y is --OR4, --SR4, or --NR4 (R5), and R1, R2, R3, R4 and R5 are the same or different and are hydrogen or substituted or unsubstituted hydrocarbyl; and(C) a C5 to C9 lactone material, said poly (C5 to C9) adduct containing the unit --[C(O)(CH2)z O]--m wherein m has an average value of from 0.2 to 100 and Z is 4 to 8. - View Dependent Claims (2, 3, 4, 5, 6, 7, 8, 9, 10, 11, 12, 13, 14, 15, 16, 17, 18, 43)
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19. A process for producing a poly (C5 -C9) adduct useful as an oil additive which comprises:
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(a) providing a hydrocarbyl substituted C4 to C10 monounsaturated dicarboxylic acid producing material formed by reacting an olefin polymer of a C2 to C10 monoolefin having a number average molecular weight of about 700 to 10,000 and a C4 to 10 monounsaturated acid material, said acid producing material having an average of at least about 0.8 dicarboxylic acid producing moieties per molecule of said olefin polymer present in the reaction mixture used to form said acid producing material; (b) providing an amido-amine compound having at least one primary amino group prepared by reacting at least one polyamine with at least one alpha, beta-unsaturated compound of the formula;
##STR29## wherein X is sulfur or oxygen, Y is --OR4, --SR4, or --NR4 (R5), and R1, R2, R3, R4 and R5 are the same or different and are hydrogen or substituted or unsubstituted hydrocarbyl;(c) contacting the said acid producing material with said amido-amine compound under conditions sufficient to effect reaction of at least a portion of the primary amino groups on said amido-amine compound with at least a portion of the acid producing groups in said acid producing material, to form a first adduct; and (d) contacting said first adduct with a C5 to C9 lactone material under conditions sufficient to open the lactone ring of said lactone material to form said poly (C5 -C9) adduct containing the unit --[C(O)(CH2)z O]--m wherein m has an average value of from 0.2 to 100 and z is 4 to 8. - View Dependent Claims (20, 21, 22, 23, 24, 25, 26, 27, 28)
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29. A concentrate containing a lubricating oil basestock and from about 10 to about 40 wt. % of a poly(C5 -C9) adduct of an aminated hydrocarbyl substituted dicarboxylic acid producing material, wherein said hydrocarbyl substituted dicarboxylic acid producing material has been formed by reacting:
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(A) a long chain hydrocarbyl substituted C4 to C10 monounsaturated dicarboxylic acid producing material formed by reacting an olefin polymer of C2 to C10 monoolefin having a number average molecular weight of about 300 to 10,000 and a C4 to C10 monounsaturated acid material, said acid producing material having an average of at least about 0.8 dicarboxylic acid producing moieties per molecule of said olefin polymer present in the reaction mixture used to form said acid producing material; (B) an amido-amine or a thioamido-amine characterized by being a reaction product of at least a polyamine and an alpha, beta-unsaturated compound of the formula;
##STR30## wherein X is sulfur or oxygen, Y is --OR4, --SR4, or --NR4 (R5), and R1, R2, R3, R4 and R5 are the same or different and are hydrogen or substituted or unsubstituted hydrocarbyl; and(C) a C5 to C9 lactone material, said poly (C5 -C9) adduct containing the unit --[C(O)(CH2)z O]--m wherein m has an average value of from 0.2 to 100 and z is 4 to 8. - View Dependent Claims (45)
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30. A lubricating oil composition containing a lubricating oil and from about 0.1 to 20 wt. % of a poly (C5 -C9) adduct prepared by contacting a hydrocarbyl substituted C4 to C10 monounsaturated dicarboxylic acid producing material with an amido-amine compound under conditions sufficient to effect reaction of at least a portion of the primary amino groups on said amido-amine compound with at least a portion of the acid-producing groups in said acid producing material to form a first adduct, and then contacting said first adduct with a C5 to C9 lactone material under conditions sufficient to open the lactone ring of said lactone material to form said poly (C5 -C9) adduct containing the unit --[C(O)(CH2)z O]--m wherein m has an average value of from 0.2 to 100 and z is 4 to 8, wherein said acid producing material is formed by reacting an olefin polymer of a C2 to C10 monoloefin having a number average molecular weight of about 700 to 10,000 and a C4 to C10 monounsaturated acid producing material, wherein there are an average of at least about 0.8 dicarboxylic acid producing moieties per molecule of said olefin polymer present in the reaction mixture used to form said acid producing material, and wherein said amido-amine compound has at least one primary amino group and is formed by reacting at least one polyamine with at least one alpha,beta-unsaturated compound of the formula:
- ##STR31## wherein X is sulfur or oxygen, Y is --OR4, --SR4, or --NR4 (R5), and R1, R2, R3, R4 and R5 are the same or different and are hydrogen or substituted or unsubstituted hydrocarbyl.
- View Dependent Claims (36, 37, 42)
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31. A process for producing a dispersant useful as an oil additive which comprises:
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(a) providing a hydrocarbyl substituted C4 to C10 monounsaturated dicarboxylic acid producing material formed by reacting an olefin polymer of a C2 to C10 monoolefin having a number of average molecular weight of about 700 to 10,000 and a C4 to C10 monounsaturated acid material, said acid producing material having an average of at least about 0.8 dicarboxylic acid producing moieties per molecule of said olefin polymer present in the reaction mixture used to form said acid producing material; (b) providing an amido-amine compound having at least one primary amino group prepared by reacting at least one polyamine with at least one alpha, beta-unsaturated compound of the formula;
##STR32## wherein Y is --OR4, --SR4, or --NR4 (R5), and R1, R2, R3, R4 and R5 are the same or different and are hydrogen or substituted or unsubstituted hydrocarbyl;(c) contacting the said acid producing material with said amido-amine compound under conditions sufficient to effect reaction of at least a portion of the primary amino groups on said amido-amine compound with at least a portion of the acid-producing groups in said acid producing material, to form a first adduct; and (d) contacting said first adduct the C5 to C9 lactone material under conditions sufficient to open the lactone ring of said lactone material to form said poly (C5 -C9) adduct containing the unit --[C(O)(CH2)z O]--m wherein m has an average value of from 0.2 to 100 and z is 4 to 8. - View Dependent Claims (32, 33, 34, 35, 38, 39, 40, 41, 44)
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Specification