Dithiocarbamyl carboxylic acids and their use as multifunctional additives for lubricating oils

• US 5,789,357 A
• Filed: 01/10/1997
• Issued: 08/04/1998
• Est. Priority Date: 01/10/1997
• Status: Expired due to Term

• Current Assignee: Uniroyal Chemical Company Inc (Lanxess AG)
• Original Assignee: Uniroyal Chemical Company Inc (Lanxess AG)
• Inventors: Migdal, Cyril A., Rowland, Robert G., Baranski, John R.
• Primary Examiner(s): Howard, Jacqueline V.
• Application Number:
  US08/782,203
• Time in Patent Office: 571 Days
• Field of Search: 508/444
• US Class Current: 508/444
• CPC Class Codes: C07C 333/20 having nitrogen atoms of dithiocarbamate groups bound to hydrogen atoms or to acyclic carbon atoms
• CPC Class Codes: C10M 135/18 thiocarbamic type, e.g. containing the groups
• CPC Class Codes: C10M 2207/028 Overbased salts thereof
• CPC Class Codes: C10M 2215/04 having amino groups bound to acyclic or cycloaliphatic carbon atoms
• CPC Class Codes: C10M 2215/064 Di- and triaryl amines
• CPC Class Codes: C10M 2215/086 Imides
• CPC Class Codes: C10M 2215/26 Amines
• CPC Class Codes: C10M 2215/28 Amides; Imides
• CPC Class Codes: C10M 2217/046 Polyamines, i.e. macromoleculars obtained by condensation of more than eleven amine monomers
• CPC Class Codes: C10M 2217/06 Macromolecular compounds obtained by functionalisation op polymers with a nitrogen containing compound
• CPC Class Codes: C10M 2219/044 Sulfonic acids, Derivatives thereof, e.g. neutral salts
• CPC Class Codes: C10M 2219/046 Overbasedsulfonic acid salts
• CPC Class Codes: C10M 2219/066 Thiocarbamic type compounds
• CPC Class Codes: C10M 2223/047 Thioderivatives not containing metallic elements
• CPC Class Codes: C10N 2040/25 Internal-combustion engines
• CPC Class Codes: C10N 2040/251 Alcohol-fuelled engines
• CPC Class Codes: C10N 2040/255 Gasoline engines
• CPC Class Codes: C10N 2040/28 Rotary engines

Abstract

Dithiocarbamyl carboxylic acids, useful as multifunctional additives for lubricating oils, possess the general formula: ##STR1## wherein R¹ and R² each independently is a hydrocarbyl group of from 1 to about 60 carbon atoms and R³ is a divalent alkylene group of from 1 to about 20 carbon atoms.

Claims

1. A lubricating oil composition comprising a lubricating oil and a functional property-improving amount of at least one dithiocarbamyl carboxylic acid of the general formula ##STR4## wherein R¹ and R² each independently is a hydrocarbyl group of from 1 to about 60 carbon atoms and R³ is a divalent alkylene group of from 1 to about 20 carbon atoms.

2. The lubricating oil composition of claim 1 wherein R¹ and R² each is an alkyl group of from about 2 to about 30 carbon atoms.

3. The lubricating oil composition of claim 1 wherein R¹ and R² each is an alkyl group of from about 4 to about 24 carbon atoms.

4. The lubricating oil composition of claim 1 wherein R³ contains from 2 to about 12 carbon atoms.

5. The lubricating oil composition of claim 1 wherein R¹ and R² each is an alkyl group of from about 4 to about 24 carbon atoms and R³ contains from 2 to about 12 carbon atoms.

6. The lubricating oil composition of claim 1 wherein the functional property-improving amount of at least one dithiocarbamyl carboxylic acid is 3-(N,N-diamyldithiocarbamyl)-propionic acid.

7. The lubricating oil composition of claim 1 wherein the functional property-improving amount of at least one dithiocarbamyl carboxylic acid is 3-(N,N-ditetradecyldithiocarbamyl)-propionic acid.

8. A method for improving at least one functional property of a lubricating oil which comprises adding to the lubricating oil a functional property-improving amount of at least one dithiocarbamyl carboxylic acid of the general formula ##STR5## wherein R¹ and R² each independently is a hydrocarbyl group of from 1 to about 60 carbon atoms and R³ is a divalent alkylene group of from 1 to about 20 carbon atoms.

9. The method of claim 8 wherein R¹ and R² each is an alkyl group of from about 2 to about 30 carbon atoms.

10. The method of claim 8 wherein R¹ and R² each is an alkyl group of from about 4 to about 24 carbon atoms.

11. The method of claim 8 wherein R³ contains from 2 to about 12 carbon atoms.

12. The method of claim 8 wherein R¹ and R² each is an alkyl group of from about 4 to about 24 carbon atoms and R³ contains from 2 to about 12 carbon atoms.

13. The method of claim 8 wherein the functional property-improving amount of at least one dithiocarbamyl carboxylic acid is 3-(N,N-diamyldithiocarbamyl)-propionic acid.

14. The method of claim 8 wherein the functional property-improving amount of at least one dithiocarbamyl carboxylic acid is 3-(N,N-ditetradecyldithiocarbamyl)-propionic acid.