Antidegradant compounds are disclosed, and methods of making them, that are represented by the formula I:

##STR00001## wherein each X is independently selected from the group consisting of ethyl, methyl, or hydrogen.

Also disclosed are diimine intermediates corresponding to formula III:

##STR00002## wherein each X is independently selected from the group consisting of ethyl, methyl, or hydrogen. These intermediates themselves exhibit antidegradant activity.

The invention relates to a lubricant comprising a polyalkylene glycol basestock, a phenol selected from an ester of 3-(3,5-di-tert-butyl-4-hydroxyphenyl) propionic acid with a C.sub.1-18 aliphatic alcohol, and an aromatic amine of the formula (I) as defined hereinafter. The invention further relates to a method for preparing the lubricant comprising the step of contacting the polyalkylene glycol basestock, the phenol, and the aromatic amine of the formula (I); and to a method for reducing the oxidative degradation of the polyalkylene glycol basestock comprising the step of contacting the polyalkylene glycol basestock, the phenol, and the aromatic amine of the formula (I).

The invention relates to a lubricant comprising a polyalkylene glycol basestock, a phenol selected from an ester of 3-(3,5-di-tert-butyl-4-hydroxyphenyl) propionic acid with a C.sub.1-18 aliphatic alcohol, and an aromatic amine of the formula (I) as defined hereinafter. The invention further relates to a method for preparing the lubricant comprising the step of contacting the polyalkylene glycol basestock, the phenol, and the aromatic amine of the formula (I); and to a method for reducing the oxidative degradation of the polyalkylene glycol basestock comprising the step of contacting the polyalkylene glycol basestock, the phenol, and the aromatic amine of the formula (I).

Provided is a lubricating oil composition containing a base oil (A) and an amine-based antioxidant (B), wherein the component (B) contains a phenyl-naphthylamine (B1), an alkylphenyl-naphthylamine (B2) and a di(alkylphenyl)amine (B3), the content of the component (B1) is 2.0 to 10.0% by mass relative to 100% by mass of the total amount of the component (B), the content of the component (B2) is 40.0 to 90.0% by mass relative to 100% by mass of the total amount of the component (B), and the content of the component (B3) is 8.0 to 50.0% by mass relative to 100% by mass of the total amount of the component (B). The lubricating oil composition maintains excellent oxidation stability even in long-term use in high-temperature environments, and has an excellent lifetime and is excellent also in a sludge preventing effect.

Provided is a lubricating oil composition containing a base oil (A) and an amine-based antioxidant (B), wherein the component (B) contains a phenyl-naphthylamine (B1), an alkylphenyl-naphthylamine (B2) and a di(alkylphenyl)amine (B3), the content of the component (B1) is 2.0 to 10.0% by mass relative to 100% by mass of the total amount of the component (B), the content of the component (B2) is 40.0 to 90.0% by mass relative to 100% by mass of the total amount of the component (B), and the content of the component (B3) is 8.0 to 50.0% by mass relative to 100% by mass of the total amount of the component (B). The lubricating oil composition maintains excellent oxidation stability even in long-term use in high-temperature environments, and has an excellent lifetime and is excellent also in a sludge preventing effect.

A lubricating oil composition including: a lubricant base oil; (A) a calcium salicylate detergent in an amount of 0.005 to 0.03 mass % in terms of calcium on the basis of the total mass of the composition; and (B) a phosphite ester compound represented by the following general formula (1) in an amount of 0.01 to 0.06 mass % in terms of phosphorus on the basis of the total mass of the composition:

##STR00001##

wherein in the general formula (1), R.sup.1 and R.sup.2 are each independently a C5-20 group represented by the following general formula (2):

##STR00002##

wherein in the general formula (2), R.sup.3 is a C2-17 linear chain hydrocarbon group, and R.sup.4 is a C3-17 linear chain hydrocarbon group, and X.sup.1 is an oxygen atom or a sulfur atom.

Provided is a lubricating oil composition for air compressors containing a polyalkylene glycol-containing base oil (A) and a rust-preventive agent (B), wherein the content of the polyalkylene glycol is 65.0% by mass or more based on the total amount of the composition. The lubricating oil composition is excellent in oxidation stability and also in rust prevention and storage stability. Also provided are an air compressor lubricating method and an air compressor using the lubricating oil composition.

Provided is a lubricating oil composition for air compressors containing a polyalkylene glycol-containing base oil (A) and a rust-preventive agent (B), wherein the content of the polyalkylene glycol is 65.0% by mass or more based on the total amount of the composition. The lubricating oil composition is excellent in oxidation stability and also in rust prevention and storage stability. Also provided are an air compressor lubricating method and an air compressor using the lubricating oil composition.

Provided is a lubricating oil composition having a HTHS viscosity at 150° C. in a range of about 1.7 to about 3.2 mPa s and a low temperature cold cranking viscosity of less than 7,000 mPa s at −20° C., comprising: (a) a major amount of an oil of lubricating viscosity having a kinematic viscosity at 100° C. of from 3.5 mm.sup.2/s to 20 mm.sup.2/s and a viscosity index of greater than 120 with a sulfur content of less than 0.03 wt. %, are classified into the API group III, IV, or V base stock category, and have an aromatics content (C.sub.A) of less than 5%; (b) an organomolybdenum compound; (c) a dispersed hydrated alkali metal borate compound; (e) one or more dispersants; (f) one or more calcium-based metal detergents; and (g) optionally, one or more magnesium-based metal detergents. Also provided is a method for improving wear, high temperature detergency, and thermal stability in an engine comprising operating said engine with said lubricating oil composition.

Provided is a lubricating oil composition having a HTHS viscosity at 150° C. in a range of about 1.7 to about 3.2 mPa s and a low temperature cold cranking viscosity of less than 7,000 mPa s at −20° C., comprising: (a) a major amount of an oil of lubricating viscosity having a kinematic viscosity at 100° C. of from 3.5 mm.sup.2/s to 20 mm.sup.2/s and a viscosity index of greater than 120 with a sulfur content of less than 0.03 wt. %, are classified into the API group III, IV, or V base stock category, and have an aromatics content (C.sub.A) of less than 5%; (b) an organomolybdenum compound; (c) a dispersed hydrated alkali metal borate compound; (e) one or more dispersants; (f) one or more calcium-based metal detergents; and (g) optionally, one or more magnesium-based metal detergents. Also provided is a method for improving wear, high temperature detergency, and thermal stability in an engine comprising operating said engine with said lubricating oil composition.