The present invention concerns a composition suitable for working and shaping metals, in particular providing a lubricating effect, including polymers of the following formula: [RO(CH(CH.sub.3)CH.sub.2O).sub.n(CH.sub.2CH.sub.2O).sub.p].sub.1+xP(O)(OH).sub.2-x in which: R is a linear or branched, preferably linear, saturated or unsaturated hydrocarbon group, comprising between 8 and 12 carbon atoms; n is a number, which may or may not be an integer, between 6 and 20; p is a number, which may or may not be an integer, between 4 and 25; and x is a number between 0 and 1, and in particular between 0.1 and 0.9.

Lubricant compositions comprising (a) an oil of lubricating viscosity and (b) a phosphonate ester other than a zinc salt. The phosphonate ester may be the reaction product of (i) phosphonic acid or a monomeric ester thereof with (ii) a propanediol having hydroxy groups in both the 1 and 3 positions and one or more of the carbon atoms of the propyl units are substituted with one or more alkyl groups such that the total number of carbon atoms in the propanediol ranges from 4 to 12. The molar ratio of (i) to (ii) may be 0.9:1.1 to 1.1 to 0.9.

A lubricant composition of an oil of lubricating viscosity and a phosphite ester reaction product of a monomeric phosphorous acid or an ester thereof with a first alkylene diol having two hydroxy groups in a 1,4 or 1,5 or 1,6 relationship and a second, alkyl-substituted, diol being a substituted 1,3-propylene diol, exhibits good wear and frictional performance.

A lubricant composition of an oil of lubricating viscosity and a phosphite ester reaction product of a monomeric phosphorous acid or an ester thereof with a first alkylene diol having two hydroxy groups in a 1,4 or 1,5 or 1,6 relationship and a second, alkyl-substituted, diol being a substituted 1,3-propylene diol, exhibits good wear and frictional performance.

A lubricating composition includes at least one base oil, at least one borated dispersant, at least two antioxidants selected from amine antioxidants, phenolic antioxidants substituted with one or more linear or branched alkyl groups having from 1 to 30 carbon atoms, and mixtures thereof, and at least one phosphite polymer having the formula (I) wherein: each of the R.sup.1, R.sup.2, R.sup.3 and R.sup.4 can be independently selected from the C1-C20 alkyl, C3-C22 alkenyl, C6-C40 cycloalkyl, C7-C40 cycloalkenyl, C1-20 methoxy alkyl glycol ethers and YOH groups; Y is selected from C2-C40 alkylene, C2-C40 alkyl lactone, R.sup.7N(R.sup.8)R.sup.9 groups, in which R.sup.7, R.sup.8 and R.sup.9 are independently selected from hydrogen, C1-C20 alkyl, C3-C22 alkenyi, C6-C40 cycloalkyl, C7-C40 cycloalkenyl, C1-20 methoxy alkyl glycol ethers; m is an integer from 2 to 100; n is an integer from 1 to 1000.

A lubricating composition includes at least one base oil, at least one borated dispersant, at least two antioxidants selected from amine antioxidants, phenolic antioxidants substituted with one or more linear or branched alkyl groups having from 1 to 30 carbon atoms, and mixtures thereof, and at least one phosphite polymer having the formula (I) wherein: each of the R.sup.1, R.sup.2, R.sup.3 and R.sup.4 can be independently selected from the C1-C20 alkyl, C3-C22 alkenyl, C6-C40 cycloalkyl, C7-C40 cycloalkenyl, C1-20 methoxy alkyl glycol ethers and YOH groups; Y is selected from C2-C40 alkylene, C2-C40 alkyl lactone, R.sup.7N(R.sup.8)R.sup.9 groups, in which R.sup.7, R.sup.8 and R.sup.9 are independently selected from hydrogen, C1-C20 alkyl, C3-C22 alkenyi, C6-C40 cycloalkyl, C7-C40 cycloalkenyl, C1-20 methoxy alkyl glycol ethers; m is an integer from 2 to 100; n is an integer from 1 to 1000.

A composition having a compound having the structure:

##STR00001##

wherein each R is an independently selected alkylphenol-free moiety that is a C.sub.1-20 alkyl, C.sub.2-22 alkenyl, C.sub.6-40 cycloalkyl, C.sub.7-40 cycloalkylene, C.sub.3-20 methoxy alkyl glycol ether, C.sub.3-20 alkyl glycol ether, or YOH moiety; wherein each Y is an independently selected alkylphenol-free moiety that is a C.sub.2-40 alkylene, C.sub.7-40 cycloalkylene, or C.sub.3-40 alkyl lactone moiety; wherein m is an integer ranging from 1 to 100; and wherein x is an integer ranging from 1 to 1000.

A composition having a compound having the structure:

##STR00001##

wherein each R is an independently selected alkylphenol-free moiety that is a C.sub.1-20 alkyl, C.sub.2-22 alkenyl, C.sub.6-40 cycloalkyl, C.sub.7-40 cycloalkylene, C.sub.3-20 methoxy alkyl glycol ether, C.sub.3-20 alkyl glycol ether, or YOH moiety; wherein each Y is an independently selected alkylphenol-free moiety that is a C.sub.2-40 alkylene, C.sub.7-40 cycloalkylene, or C.sub.3-40 alkyl lactone moiety; wherein m is an integer ranging from 1 to 100; and wherein x is an integer ranging from 1 to 1000.

The refrigerator oil according to the present invention includes a base oil including an oxygen-containing organic compound and a phosphorus-based compound represented by the following general formula (1).

##STR00001##

In the formula (1), n represents an integer of 1 to 10; R.sup.1 to R.sup.8 each independently represent a hydrogen atom or an alkyl group having 1 to 20 carbon atoms; and Ar represents a divalent hydrocarbon group having 2 to 20 carbon atoms.

An improved metal working composition is provided. The composition comprises an additive defined by Formula I:

[R.sup.1(CO).sub.yO(CH.sub.2CHR.sup.2O).sub.z].sub.nPO.sub.4-nX.sub.3-nFormula I

wherein:
R.sup.1 is a saturated or unsaturated, branched or linear, alkyl or aryl hydrocarbon group comprising at least 10 to no more than 24 carbons;
each R.sup.2 is independently selected from H and alkyl of 1-5 carbons;
X is a cation or hydrogen;
y is 0 or 1;
z is an integer of 1 to 20; and
n is 1 or 2.