Claims
- 1. An improved lubricant composition comprising a major amount of an oil of lubricating viscosity or a grease prepared therefrom and a minor amount of a multifunctional antioxidant, antiwear, load carrying or extreme pressure additive product prepared by reacting (1) a sulfur-containing diacyl or mixture thereof having the formula ##STR2## wherein R is sulfur-containing having up to 80 carbon atoms and optionally containing oxygen or nitrogen or mixtures thereof and X is halide selected from the group consisting of bromide, chloride, fluoride and iodide with (2) a phosphorodithioic acid and (3) a phenol or a thiazole or mixtures thereof at temperatures varying from 10.degree. to about 225.degree. C. in equimolar, more than equimolar or less than equimolar ratios of said diacyl to said phosphorodithioic acid under ambient or autogenous pressure for times of from about 1 to 10 hours.
- 2. The composition of claim 1 wherein X is chloride.
- 3. The composition of claim 1 wherein the sulfur-containing diacyl halide is derived from a sulfur-containing dicarboxylic acid and thionyl chloride.
- 4. The composition of claim 3 wherein said thiazole is selected from the group consisting of 2-mercaptobenzothiazole; 2,5-dimercapto-1,3,4-thiazole; 2-aminothiazole and 2-aminobenzothiazole or mixtures thereof.
- 5. The composition of claim 4 wherein said thiazole is 2-mercaptobenzothiazole.
- 6. The composition of claim 1 wherein said phenl is selected from the group consisting of monoalkyl phenols, dialkylphenols, alkoxyphenols, sulfurized alkyl phenols and sulfurized dialkyl phenols or mixtures thereof.
- 7. The composition of claim 6 wherein said phenol is nonylphenol.
- 8. The composition of claim 1 wherein the reactants are (1) 3,3'-thiodipropionic acid and thionyl chloride, (2) bis(2-ethylhexylamido) phosphorodithioic acid and (3) nonylphenol.
- 9. The composition of claim 1 wherein the the reactants are (1) 3,3'-thiodipropionic acid and thionyl chloride (2) bis(2-ethylhexyl) phosphorodithioic acid and (3) 2-mercaptobenzothiazole.
- 10. The composition of claim 1 wherein the reactants are (1) 3, 3'-thiodipropionic acid and thionyl chloride, (2) bis(2-ethylhexyl) phosphorodithioic acid and (3) nonylphenol.
- 11. The composition of claim 1 wherein the lubricant is selected form the group consisting of (1) mineral oils, (2) synthetic oils or mixture of synthetic oils, (3) a mixture of (1) and (2), or (4) a grease prepared from any one of (1), (2), or (3).
- 12. The composition of claim 11 wherein the lubricant is a mineral oil.
- 13. The composition of claim 11 wherein the lubricant is a grease.
- 14. A process for making a product of reaction suitable for use as a lubricant additive comprising (1) reacting a long chain thiodicarboxylic acid with a thionyl halide in a molar ratio of acid to halide of from about 3:1 to 1:3 at temperatures varying from 0.degree. C. to about 120.degree. C. for a time sufficient to obtain the corresponding sulfur-containing diacyl halide having the formula ##STR3## wherein R is sulfur-containing having up to 80 carbon atoms and optionally containing oxygen or nitrogen or mixtures and X is halide selected from the group consisting of bromide, chloride, fluoride and iodide and thereafter (2) reacting in situ said diacyl halide and a hydrocarbyl phosphorodithioic acid and a hydrocarbyl phenol or thiazole or mixtures thereof at 10.degree.-225.degree. C., under ambient or autogenous pressure, in equimolar, less than equimolar or more than equimolar ratios of diacyl halide to said phosphorodithioic acid, the reaction times varying from about 1 to about 10 hours.
- 15. The process of claim 14 wherein X is chloride.
- 16. The process of claim 14 wherein said phenol is selected from the group consisting of monoalkyl phenols, dialkylphenols, alkoxyphenols, sulfurized alkyl phenols and sulfurized dialkyl phenols or mixtures thereof.
- 17. The process of claim 16 wherein said phenol is nonylphenol.
- 18. The process of claim 15 wherein said thiazole is selected from 2-mercaptobenzothiazole; 2,5-dimercapto-1,3,4-thiazole; 2-aminothiazole and 2-aminobenzothiazole or mixtures thereof.
- 19. The process of claim 18 wherein said thiazole is 2-mercaptobenzothiazole.
- 20. The process of claim 14 wherein said product is the reaction product of (1) 3,3'-dithiodipropionic acid and thionyl chloride and (2) the resultant diacyl chloride and bis(2-ethylhexyl) phosphorodithioic acid and 2-mercaptobenzothiazole.
- 21. The process of claim 14 wherein said product is the reaction product of (1) 3,3'-dithiodipropionic acid and thionyl chloride and (2) the resultant diacyl chloride and bis(2-ethylhexyl) dithiodipropionic acid and nonylphenol.
- 22. The process of claim 14 wherein said product is the reaction product of (1) 3,3'-thiodithiodipropionic acid and thionyl chloride and (2) the resultant diacyl chloride and bis(2-ethylhexylamido) phosphorodithioic acid and nonylphenol.
- 23. A lubricant additive product prepared by (1) reacting a thiodicarboxylic acid with thionyl halide in about a 3:1 to 1:3 molar ratio at temperatures varying from 0.degree. C. to about 120.degree. C. and (2) thereafter reacting the product of (1), a sulfur-containing diacyl halide having the formula ##STR4## wherein R is sulfur-containing having up to 80 carbon atoms and optionally containing oxygen or nitrogen or mixtures thereof and X is halide selected from the group consisting of bromide, chloride, fluoride and iodide, in situ with a hydrocarbyl phosphorodithioic acid and phenol or thiazole at temperatures varying to reflux and recovering said desired product.
- 24. The additive produce of claim 25 wherein X is chloride and the dicarboxylic acid is a terminal dicarboxylic acid.
- 25. The additive product of claim 23 wherein said phenol is selected from the group consisting of monoalkyl phenols, dialkylphenols, alkoxyphenols, sulfurized alkyl phenols and sulfurized dialkyl phenols or mixtures thereof.
- 26. The additive product of claim 25 wherein said phenol is nonylphenol.
- 27. The additive product of claim 23 wherein said thiazole is selected from 2-mercaptobenzothiazole; 2,5-dimercapto-1,3,4-thiazole; 2-aminothiazole and 2-aminobenzothiazole or mixtures thereof.
- 28. The additive product of claim 27 wherein said thiazole is 2-mercaptobenzothiazole.
- 29. The product of claim 23 wherein the reactants are (1) 3,3'-dithiodipropionic acid and thionyl chloride and (2) the resultant diacyl chloride and bis(2-ethylhexyl) phosphorodithioic and 2-mercaptobenzothiazole.
- 30. The product of claim 23 wherein the reactants are (1) 3,3'-thiodithiodipropionic acid and thionyl chloride and (2) the resultant diacyl chloride and bis(2-ethylhexyl) dithiodipropionic acid and nonylphenol.
- 31. The product of claim 23 wherein the reactants are (1) 3,3'-thiodithiodipropionic acid and thionyl and chloride and (2) the resultant diacyl chloride and bis(2-ethylhexylamido) phosphorodithioic acid and nonylphenol.
- 32. A method of improving the lubricity of lubricants and reducing wear and fuel consumption in an internal combustion engine by adding to said engine a lubricating composition comprising a major amount of a lubricating oil and a minor amount of a lubricant reducing/multifunctional additive product of reaction obtained by reacting a thiodicarboxylic acid with a thionyl halide in 3:1 to 1:3 molar ratio of acid to halide, at temperatures varying from 0.degree. C. to 120.degree. C. and thereafter reacting the resultant intermediate produce having the formula ##STR5## wherein R is containing having up to 80 carbon atoms and optionally containing oxygen or nitrogen or mixtures thereof and X is halide selected from the group consisting of bromide, chloride, fluoride and iodide in situ with a phosphorodithioic acid and a phenol or thiazole at temperatures varying from ambient up to reflux and recovering said desired product.
CROSS-REFERENCE TO RELATED APPLICATIONS
This application is a continuation-in-part of application Ser. No. 07/590,882, filed Oct. 1, 1990, now abandoned.
US Referenced Citations (2)
Foreign Referenced Citations (2)
Number |
Date |
Country |
0527419 |
Jul 1956 |
CAX |
0839924 |
Jun 1960 |
GBX |
Continuation in Parts (1)
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Number |
Date |
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Parent |
590882 |
Oct 1990 |
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