Organic anti-wear additive compositions for lubricants

An antiwear additive composition comprising:

• (a) a citrate compound of formula I
• wherein R is a carbocycle comprising 5 to 12 carbon atoms, or a heterocycle comprising 3 to 11 carbon atoms and one or more heteroatoms selected from O, S and N, wherein the carbocycle or heterocycle may be substituted by C1-12 alkyl or alkyloxy;
• C1-6 alkyl substituted by a carbocycle comprising 5 to 12 carbon atoms or a heterocycle comprising 3 to 11 carbon atoms and one or more heteroatoms selected from O, S and N, wherein the carbocycle or the heterocycle may be substituted by one or more C1-12 alkyl or alkyloxy;
• C6-18 alkyl interrupted by one or more —O—, carbonyl, or carbonyloxy and/or substituted by OH;
• or
• C6-18 alkyl interrupted by one or more —O—, carbonyl, or carbonyloxy and substituted by OH, carbocycle comprising 5 to 12 carbon atoms or a heterocycle comprising 3 to 11 carbon atoms and one or more heteroatoms selected from O, S and N, wherein the carbocycle or heterocycle may be substituted by C1-12 alkyl or alkyloxy;
• and
• (b) a fatty acid alkanolamide of formula IV
• wherein n is 1 or 2;
• when n is 1, m is 1;
• when n is 2, m is 0,
• R1 is H or C1-12 alkyl,
• G is H or C1-6 alkyl, and
• R2 is selected from C7-23 alkyl or alkenyl;
• wherein the ratio by weight of the citrate component (a) to the fatty acid alkanolamide component (b) is from 8:1 to 1:8.

A lubricant composition comprising:

• A) a lubricating oil,
• B) from 0.1 to 5 wt %, based on the weight of the lubricant composition, of a citrate compound of formula II
• a citrate compound of formula III
• a mixture of citrate compounds of formula II and formula III,
• wherein:
• n is from 1 to 20;
• R is C1-18 alkyl;
• C1-18 alkyl substituted by a carbocycle comprising 5 to 12 carbon atoms or a heterocycle comprising 3 to 11 carbon atoms and one or more heteroatoms selected from O, S and N, wherein the carbocycle or the heterocycle may be substituted by one or more C1-12 alkyl or alkyloxy;
• C2-18 alkyl interrupted by one or more —O—, carbonyl, carbonyloxy and/or substituted by OH;
• C2-18 alkyl interrupted by one or more —O—, carbonyl or carbonyloxy and substituted by a carbocycle comprising 5 to 12 carbon atoms or a heterocycle comprising 3 to 11 carbon atoms and one or more heteroatoms selected from O, S and N, wherein the carbocycle or heterocycle may be substituted by C1-12 alkyl or alkyloxy;
• or
• a carbocycle comprising 5 to 12 carbon atoms, or a heterocycle comprising 3 to 11 carbon atoms and one or more heteroatoms selected from O, S and N, wherein the carbocycle or heterocycle may be substituted by C1-12 alkyl or alkyloxy;
• and
• R′ is C2-18 alkylene;
• C2-18 alkylene interrupted by one or more —O—, carbonyl or carbonyloxy and/or substituted by OH, carbocycle comprising 5 to 12 carbon atoms or a heterocycle comprising 3 to 11 carbon atoms and one or more heteroatoms selected from O, S and N, wherein the carbocycle or heterocycle may be substituted by C1-12 alkyl or alkyloxy;
• or
• said alkylene, interrupted alkylene or substituted alkylene interrupted by a carbocycle comprising 5 to 12 carbon atoms, or a heterocycle comprising 3 to 11 carbon atoms and one or more heteroatoms selected from O, S and N, wherein the carbocycle or heterocycle may be substituted by C1-12 alkyl or alkyloxy;
• wherein each R and each R′ may be the same or different from any other R or R′;
• and
• C) from 0.1 to 5 wt %, based on the weight of the lubricant composition, of a fatty acid alkanolamide of formula IV
• wherein n is 1 or 2;
• when n is 1, m is 1;
• when n is 2, m is 0,
• R′ is H or C1-12 alkyl,
• G is H or C1-6 alkyl, and
• R2 is selected from C7-23 alkyl or alkenyl.

A lubricant composition comprising:

• A) a lubricating oil,
• B) from 0.1 to 5 wt %, based on the weight of the lubricant composition, of
• a citrate compound of formula I
• wherein R is a carbocycle comprising 5 to 12 carbon atoms, or a heterocycle comprising 3 to 11 carbon atoms and one or more heteroatoms selected from O, S and N, wherein the carbocycle or heterocycle may be substituted by C1-12 alkyl or alkyloxy;
• C1-6 alkyl substituted by a carbocycle comprising 5 to 12 carbon atoms or a heterocycle comprising 3 to 11 carbon atoms and one or more heteroatoms selected from O, S and N, wherein the carbocycle or the heterocycle may be substituted by one or more C1-12 alkyl or alkyloxy;
• C6-18 alkyl interrupted by one or more —O—, carbonyl, or carbonyloxy and/or substituted by OH;
• or
• C6-18 alkyl interrupted by one or more —O—, carbonyl, or carbonyloxy and substituted by OH, carbocycle comprising 5 to 12 carbon atoms or a heterocycle comprising 3 to 11 carbon atoms and one or more heteroatoms selected from O, S and N, wherein the carbocycle or heterocycle may be substituted by C1-12 alkyl or alkyloxy;
• and
• C) from 0.1 to 5 wt %, based on the weight of the lubricant composition, of a fatty acid alkanolamide of formula IV
• wherein n is 1 or 2;
• when n is 1, m is 1;
• when n is 2, m is 0,
• R1 is H or C1-12 alkyl,
• G is H or C1-6 alkyl, and
• R2 is selected from C7-23 alkyl or alkenyl.