Amide dispersant additives derived from amino-amines

A process for producing a dispersant mixture useful as an oil additive which comprises:

• (a) providing a hydrocarbyl substituted C.sub.3 to C.sub.10 monoolefin having a number average molecular weight of about 700 to 10,000 and a C.sub.3 to C.sub.10 monounsaturated acid material, said acid producing material having an average of at least about 0.5 monocarboxylic 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:
• ##STR28## wherein X is sulfur or oxygen, Y is --OR.sup.4, --SR.sup.4, or --NR.sup.4 (R.sup.5) , and R.sup.1, R.sup.2, R.sup.3, R.sup.4 and R.sup.5 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 said dispersant mixture.

A concentrate containing from about 3 to 45 wt. % of a dispersant mixture comprising an adduct of:

• (A) a polymer-substituted C.sub.3 to C.sub.10 monounsaturated monocarboxylic acid producing material formed by reacting an olefin polymer of C.sub.2 to C.sub.10 monoolefin having a number average molecular weight of about 300 to 10,000 and a C.sub.3 to C.sub.10 monounsaturated acid material, said acid producing material having an average of at least about 0.5 monocarboxylic acid producing moieties, per molecule of said olefin polymer present in the reaction mixture used to form said acid producing material;
• and
• (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:
• ##STR29## wherein X is sulfur or oxygen, Y is --OR.sup.4, --SR.sup.4, or --NR.sup.4 (R.sup.5), and R.sup.1, R.sup.2, R.sup.3, R.sup.4 and R.sup.5 are the same or different and are hydrogen or substituted or unsubstituted hydrocarbyl.

A concentrate containing from about 10 to 35 wt. % of the dispersant mixture comprising an adduct of:

• (A) a polymer-substituted C.sub.3 to C.sub.10 monounsaturated monocarboxylic acid producing material formed by reacting an olefin polymer of C.sub.2 to C.sub.10 monoolefin having a number average molecular weight of about 300 to 10,000 and a C.sub.3 to C.sub.10 monounsaturated acid material, said acid producing material having an average of at least about 0.5 monocarboxylic acid producing moieties, per molecule of said olefin polymer present in the reaction mixture used to form said acid producing material;
• and
• (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 --OR.sup.4, --SR.sup.4, or --NR.sup.4 (R.sup.5), and R.sup.1, R.sup.2, R.sup.3, R.sup.4 and R.sup.5 are the same or different and are hydrogen or substituted or unsubstituted hydrocarbyl, wherein said hydrocarbyl substituted C.sub.3 to C.sub.10 monounsaturated monocarboxylic acid producing material comprises polyisobutylene of about 900 to 5000 number average molecular weight substituted with propionic acid moieties, said polyamine comprises polyalkylenepolyamine wherein said alkylene groups contain 2 to 6 carbons and said polyalkylenepolyamine contains 5 to 9 nitrogen atoms per molecule, and said alpha, beta-unsaturated compound comprises at least one member selected from the group consisting of methyl acrylate, ethyl acrylate, propyl acrylate, butyl acrylate, methyl methacrylate, ethyl methacrylate, propyl methacrylate, and butyl methacrylate.

A lubricating oil composition containing from about 0.1 to 20 wt. % of the dispersant mixture formed by a process which comprises:

• (a) providing a hydrocarbyl substituted C.sub.3 to C.sub.10 monoolefin having a number average molecular weight of about 700 to 10,000 and a C.sub.3 to C.sub.10 monounsaturated acid material, said acid producing material having an average of at least about 0.5 monocarboxylic 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:
• ##STR31## wherein X is sulfur or oxygen, Y is --OR.sup.4, --SR.sup., or --NR.sup.4 (R.sup.5), and R.sup.1, R.sup.2, R.sup.3, R.sup.4 and R.sup.5 are the same or different and are hydrogen or substituted or unsubstituted hydrocarbyl;
• and
• (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 said dispersant mixture.

A process for producing a dispersant useful as an oil additive which comprises:

• (a) providing a hydrocarbyl substituted C.sub.3 to C.sub.10 monoolefin having a number average molecular weight of about 700 to 10,000 and a C.sub.3 to C.sub.10 monounsaturated acid material, said acid producing material having an average of at least about 0.5 monocarboxylic 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 --OR.sup.4, --SR.sup.4, or --NR.sup.4 (R.sup.5), and R.sup.1, R.sup.2, R.sup.3, R.sup.4 and R.sup.5 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 said dispersant.

A lubricating oil composition containing from about 0.1 to 20 wt. % of the dispersant prepared according to the process which comprises:

• (a) providing a hydrocarbyl substituted C.sub.3 to C.sub.10 monoolefin having a number average molecular weight of about 700 to 10,000 and a C.sub.3 to C.sub.10 monounsaturated acid material, said acid producing material having an average of at least about 0.5 monocarboxylic 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:
• ##STR33## wherein Y is --OR.sup.4, --SR.sup.4, or --NR.sup.4 (R.sup.5), and R.sup.1, R.sup.2, R.sup.3, R.sup.4 and R.sup.5 are the same or different and are hydrogen or substituted or unsubstituted hydrocarbyl;
• and
• (c) contacting the said acid producing material with said amido-amide compound under conditions sufficient to effect reaction of at least a portion of the primary amino groups on aid amido-amine compound with at least a portion of the acid-producing groups in said acid producing material, to form said dispersant.