Hydrocarbon soluble nitrogen containing dispersant - fluorophosphoric acid adducts

• US 4,648,980 A
• Filed: 04/25/1986
• Issued: 03/10/1987
• Est. Priority Date: 09/22/1983
• Status: Expired due to Fees

• Current Assignee: Chevron Research Company (Chevron Corp.)
• Original Assignee: Chevron Research Company (Chevron Corp.)
• Inventors: Erdman, Timothy R.
• Primary Examiner(s): NOT, DEFINED
• Assistant Examiner(s): Prezlock, Cynthia A.
• Application Number:
  US06/856,624
• Time in Patent Office: 319 Days
• Field of Search: 252/32.5, 252/49.9, 252/49.6
• US Class Current: 508/540
• CPC Class Codes: C10M 133/56 Amides; Imides
• CPC Class Codes: C10M 2215/04 having amino groups bound to acyclic or cycloaliphatic carbon atoms
• CPC Class Codes: C10M 2215/086 Imides
• CPC Class Codes: C10M 2215/22 Heterocyclic nitrogen compounds
• CPC Class Codes: C10M 2215/221 Six-membered rings containing nitrogen and carbon only
• CPC Class Codes: C10M 2215/225 the rings containing both nitrogen and oxygen
• CPC Class Codes: C10M 2215/226 Morpholines
• CPC Class Codes: C10M 2215/26 Amines
• CPC Class Codes: C10M 2215/28 Amides; Imides
• CPC Class Codes: C10M 2215/30 Heterocyclic compounds
• 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: C10N 2040/25 Internal-combustion engines
• CPC Class Codes: C10N 2040/251 Alcohol fueled engines
• CPC Class Codes: C10N 2040/252 Diesel engines
• CPC Class Codes: C10N 2040/253 Small diesel engines
• CPC Class Codes: C10N 2040/255 Gasoline engines
• CPC Class Codes: C10N 2040/28 Rotary engines

Abstract

Amine-containing dispersants, such as succinimides, Mannich Bases and Viscosity-index improvers are reacted with fluorophosphoric acid. The reaction of the dispersant with the fluorophosphoric acid passivates the dispersant to fluorocarbon compositions used as seals, for example in automobile engines.

Claims

1. A hydrocarbon-soluble fluorophosphoric acid adduct which comprises the reaction product of:

(a) a Mannich base or borated Mannich base having at least one basic nitrogen; and

(b) a flurorphosphoric acid or ammonium salt thereof wherein the amount of said fluorophosphoric acid or salt thereof is from about 0.1 to 1 equivalent per equivalent of basic nitrogen in said Mannich base or borated Mannich base.

2. A hydrocarbon-soluble fluorophosphoric acid adduct according to claim 1 wherein said fluorophosphoric acid is selected from the group consisting of monofluorophosphoric acid, difluorophosphoric acid and hexafluorophosphoric acid.

3. A hydrocarbon-soluble fluorophosphoric acid adduct according to claim 2 wherein said fluorophosphoric acid is hexafluorophosphoric acid.

4. A hydrocarbon-soluble fluorophosphoric acid adduct according to claim 1 wherein said Mannich base is prepared from a C₉ -C₂₀₀ alkylphenol, formaldehyde, and an amine.

5. A hydrocarbon-soluble fluorophosphoric acid adduct according to claim 4 wherein said Mannich base is prepared from a C₄₀ -C₁₀₀ alkylphenol, formaldehyde and triethylene tetramine, tetraethylene pentaamine, or mixtures thereof.

6. A lubricating oil composition comprising an oil of lubricating viscosity and from 0.1 to 15% by weight of the adduct of claim 1.

7. A lubricating oil composition comprising an oil of lubricating viscosity and from 0.1 to 15% by weight of the adduct of claim 1.

8. A lubricating oil composition comprising an oil of lubricating viscosity and from 0.1 to 15% by weight of the adduct of claim 3.

9. A lubricating oil composition comprising an oil of lubricating viscosity and from 0.1 to 15% by weight of the adduct of claim 4.

10. A lubricating oil composition comprising an oil of lubricating viscosity and from 0.1 to 15% by weight of the adduct of claim 5.

11. A process for improving the compatibility of a Mannich base or borated Mannich base dispersant with fluorcarbon compositions which comprises reacting:

(a) a Mannich base or borated Mannich base having at least one basic nitrogen; and

(b) a fluorophosphoric acid or ammonium salt thereof wherein the amount of said fluorophosphoric acid or salt thereof is from 0.1 to 1 equivalent per equivalent of basic nitrogen in said Mannich base or borated Mannich base.

12. A process according to claim 11 wherein said fluorophosphoric acid is selected from the group consisting of monofluorophosphoric acid, difluorophosphoric acid, and hexafluorophosphoric acid.

13. A process according to claim 12 wherein said fluorophosphoric acid is hexafluorophosphoric acid.

14. A process according to claim 11 wherein said Mannich base is prepared from a C₉ -C₂₀₀ alkylphenol, formaldehyde, and an amine.

15. A process according to claim 14 wherein said Mannich base is prepared from a C₄₀ -C₁₀₀ alkylphenol, formaldehyde and triethylene tetramine, tetraethylene pentaamine, or mixtures thereof.