US 5,182,037 AGranted

Phosphorus- and/or nitrogen-containing derivatives of sulfur-containing compounds, lubricant, fuel and functional fluid compositions

AssigneeThe Lubrizol Corporation

InventorsJoseph W. Pialet, Curtis R. Scharf, Stephen A. DiBiase

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Abstract

This invention is directed to phosphorus and/or nitrogen-containing derivative compositions of sulfur containing compounds which are suitable particularly for use as additives for lubricants, fuels and functional fluids. The lubricants, fuels, and/or functional fluids containing the derivatives of this invention exhibit improved anti-wear, extreme pressure and antioxidant properties.

Claims71

Dependent claims

A phosphorus- and/or nitrogen-containing derivative composition of sulfur-containing compounds prepared by the process comprising reacting:

(A) at least one sulfur composition selected from the group consisting of:
(A-1) compounds characterized by the structural formula ##STR20## wherein R.sup.1, R.sup.2, R.sup.3 and R.sup.4 are each independently H or hydrocarbyl groups, or either or both of
R.sup.1 and R.sup.3 is independently G.sup.1 or G.sup.2, or
R.sup.1 and R.sup.2, or R.sup.3 and R.sup.4, together are alkylene groups containing about 4 to about 7 carbon atoms;
G.sup.1 and G.sup.2 are each independently selected from the group consisting of C(X)R, COOR, C.dbd.N, R.sup.5 --C.dbd.NR.sup.6, CON(R).sub.2, and NO.sub.2, wherein X is O or S, each of R and R.sup.5 is independently H or a hydrocarbyl group, and R.sup.6 is H or a hydrocarbyl group, or G.sup.1 is CH.sub.2 OH;
when both G.sup.1 and G.sup.2 are R.sup.5 C.dbd.NR.sup.6, the two R.sup.6 groups together may be a hydrocarbylene group linking the two nitrogen atoms;
when G.sup.1 is CH.sub.2 OH and G.sup.2 is COOR, a lactone may be formed by intramolecular combination of G.sup.1 and G.sup.2 ;
and
x is an integer from 1 to about 8;
and
(A-2) compositions prepared by reacting sulfur and/or sulfur halides with compounds represented by the structural formulae ##STR21## ##STR22## wherein each of R.sup.7 is independently H or a hydrocarbyl group;
R.sup.8 is H, a hydrocarbyl group, or a hydrocarbyloxy group;
G.sup.3 is selected from the group consisting of C(X)R, C.dbd.N, COOR, CON(R).sub.2, NO.sub.2, or R.sup.5 C.dbd.NR.sup.6 wherein X, R, R.sup.5 and R.sup.6 are as defined above;
and
y is an integer from zero to 5;
with
(B) a composition selected from the group consisting of a di- or trihydrocarbyl phosphite, at least one amine compound containing at least one NH or NH.sub.2 group, and a combination of said phosphite and amine, provided, however, when G.sup.1 and G.sup.2 in (A-1) are --C(X)R, (B) is a di- or trihydrocarbylphosphite or a mixture of said phosphite and an amine compound containing at least one NH or NH.sub.2 group.

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Dependencies are inferred from the claim text.

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Abstract

A phosphorus- and/or nitrogen-containing derivative composition of sulfur-containing compounds prepared by the process comprising reacting:

(A) at least one sulfur composition selected from the group consisting of:
(A-1) compounds characterized by the structural formula ##STR20## wherein R.sup.1, R.sup.2, R.sup.3 and R.sup.4 are each independently H or hydrocarbyl groups, or either or both of
R.sup.1 and R.sup.3 is independently G.sup.1 or G.sup.2, or
R.sup.1 and R.sup.2, or R.sup.3 and R.sup.4, together are alkylene groups containing about 4 to about 7 carbon atoms;
G.sup.1 and G.sup.2 are each independently selected from the group consisting of C(X)R, COOR, C.dbd.N, R.sup.5 --C.dbd.NR.sup.6, CON(R).sub.2, and NO.sub.2, wherein X is O or S, each of R and R.sup.5 is independently H or a hydrocarbyl group, and R.sup.6 is H or a hydrocarbyl group, or G.sup.1 is CH.sub.2 OH;
when both G.sup.1 and G.sup.2 are R.sup.5 C.dbd.NR.sup.6, the two R.sup.6 groups together may be a hydrocarbylene group linking the two nitrogen atoms;
when G.sup.1 is CH.sub.2 OH and G.sup.2 is COOR, a lactone may be formed by intramolecular combination of G.sup.1 and G.sup.2 ;
and
x is an integer from 1 to about 8;
and
(A-2) compositions prepared by reacting sulfur and/or sulfur halides with compounds represented by the structural formulae ##STR21## ##STR22## wherein each of R.sup.7 is independently H or a hydrocarbyl group;
R.sup.8 is H, a hydrocarbyl group, or a hydrocarbyloxy group;
G.sup.3 is selected from the group consisting of C(X)R, C.dbd.N, COOR, CON(R).sub.2, NO.sub.2, or R.sup.5 C.dbd.NR.sup.6 wherein X, R, R.sup.5 and R.sup.6 are as defined above;
and
y is an integer from zero to 5;
with
(B) a composition selected from the group consisting of a di- or trihydrocarbyl phosphite, at least one amine compound containing at least one NH or NH.sub.2 group, and a combination of said phosphite and amine, provided, however, when G.sup.1 and G.sup.2 in (A-1) are --C(X)R, (B) is a di- or trihydrocarbylphosphite or a mixture of said phosphite and an amine compound containing at least one NH or NH.sub.2 group.

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