Lactone polyol esters as oleaginous additives

Oil soluble hydrocarbyl lactone polyol ester product, useful as a lubricating oil additive, comprising principally ester represented by the formula:

• ##STR12## wherein R is selected from the group consisting of hydrogen and hydrocarbyl containing within the range of from 1 to 10,000 carbon atoms, with the restriction that at least one R has at least about 8 carbons;
• and X is selected from the group consisting of hydrogen, alkyl, hydroxy and hydroxyalkyl with the restriction that at least one X contains a hydroxy moiety;
• and Y is selected from the group consisting of hydrogen, hydroxyl, sulfo, alkylthio, alkyldithio and a sulfur bridge containing 1 to 4 sulfur atoms.

An oil-soluble thio-bis-(hydrocarbyl lactone polyol ester) represented by the formula:

• ##STR13## wherein R is selected from the group consisting of hydrogen and hydrocarbyl containing within the range of from 1 to 10,000 carbon atoms, with the restriction that at least one R has at least about 8 carbons, X is selected from the group consisting of hydrogen, alkyl, hydroxy, and hydroxy-alkyl with the restriction that at least one X is hydroxy alkyl, S represents sulfur and z is an integer ranging from 1 to 4.

Polyisobutyl lactone pentaerythritol ester comprising principally ester represented by the formula:

• ##STR14## wherein R represents a polyisobutyl group containing 16 to 400 carbons.

A lubricating oil composition comprising:

• a major amount of lubricating oil and 0.01 to 20 wt. % of an oil-soluble reaction product comprising principally lactone polyol ester having at least one hydroxy moiety obtained from heating together a mixture of an oil-soluble hydrocarbon substituted lactone acid material and a polyol having 2 to 8 hydroxy groups and containing a total of 2 to 20 carbons at a temperature of from 100.degree.-240.degree. C. until esterification is complete by infrared analysis and/or cessation of water evolution indicating completion of the esterification reaction, wherein said lactone acid material is obtained by lactonization of alkenyl succinic anhydride containing a total of 8 to 400 carbon atoms by intramolecular cyclization.

An additive concentrate comprising:

• an amount of mineral lubricating oil in the range of 10 to 80 parts by weight, 20 to 90 parts by weight of an oil-soluble reaction product comprising principally lactone polyol ester having at least one hydroxy moiety obtained from heating together a mixture of an oil-soluble hydrocarbon substituted lactone acid material and a polyol having 2 to 8 hydroxy groups and containing a total of 2 to 20 carbons at a temperature of from 100.degree.-240.degree. C. until esterification is complete by infrared analysis and/or cessation of water evolution indicating completion of the esterification reaction, wherein said lactone acid material is obtained by lactonization of alkenyl succinic anhydride containing a total of 8 to 400 carbon atoms by intramolecular cyclization.

A process for preparing an oil-soluble reaction product comprising principally lactone polyol ester having at least one hydroxy moiety comprising the step of reacting about one molar amount of a polyol having 2 to 8 hydroxy groups and containing a total of 2 to 20 carbons of the formula:

• ##STR16## wherein X is hydrogen, alkyl or hydroxy alkyl, said alkyl groups having 1 to 3 carbon atoms, and at least one of said X is a hydroxy alkyl group of the structure --(CH.sub.2).sub.n OH where n is 1 to 3 with about a molar equivalent amount of an oil-soluble alkyl lactone acid material selected from the group consisting of acids and esters of said acids, at a temperature in the range of about 100.degree. to 240.degree. C. until esterification is complete by infrared analysis and/or cessation of water evolution indicating completion of the ester forming reaction, wherein said lactone acid material is obtained by lactonization of alkenyl succinic anhydride containing a total of 8 to 400 carbon atoms by intramolecular cyclization.