Diiscyanate acid lubricating oil dispersant and viton seal additives

• US 4,713,191 A
• Filed: 12/29/1986
• Issued: 12/15/1987
• Est. Priority Date: 12/29/1986
• Status: Expired due to Fees

• Current Assignee: Ethyl Additives Corp. (Antwerp Distribution & Product Operations NV)
• Original Assignee: Texaco Incorporated (Chevron Corp.)
• Inventors: Nalesnik, Theodore E.
• Primary Examiner(s): Dixon, Jr., William R.
• Assistant Examiner(s): Prezlock, Cynthia A.
• Application Number:
  US06/946,750
• Time in Patent Office: 351 Days
• Field of Search: 252/51.5 A, 252/51.5 R
• US Class Current: 508/291
• 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 2215/26 Amines
• 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 2040/255 Gasoline engines
• CPC Class Codes: C10N 2040/28 Rotary engines

Abstract

A lubricating oil composition having improved dispersancy. The dispersant being prepared by coupling partially glycolated succinimides with an organic diisocyanate.

Claims

1. A lubricating oil composition comprising a major portion of a lubricating oil and a minor dispersant amount of a reaction product prepared by the process which comprises:

(a) reacting a polyethylene amine with an alkenyl succinic acid anhydride to form a bis-alkenyl succinimide;

(b) acylating said bis-alkenyl-succinimide with glycolic acid to form a partially glycolated bis-alkenyl succinimide;

(c) adding a diisocyanate to partially or fully glycolated bis-succinimide thereby forming a diurea or respective urethane coupled glycamide bis-alkenyl succinimide; and

(d) recovering said diurea or urethane coupled glycamide bis-alkenyl succinimide.

2. The lubricating composition of claim 1, wherein from about 0.5 to about 3.0 equivalents of glycolic acid are added per mole of polyethylene amine.

3. The lubricating composition of claim 2, wherein about 0.7 equivalents of glycolic acid are added per mole of triethylenetetramine.

4. The lubricating composition of claim 2, wherein about 2.7 equivalents of glycolic acid are added per mole of pentaethylenehexamine.

5. The lubricating composition of claim 2, wherein about 1.7 equivalents of glycalic acid are added per mole of tetraethylenepentamine.

6. The lubricating oil composition of claim 1, wherein said polyethylene amine is represented by the formula ##STR5## where R¹ is H or a hydrocabon selected from the group consisting of alkyl, alalkyl, cycloalkyl, aryl, alkaryl, alkenyl and alkynyl group;

R² is a hydrocarbon selected from the same group as R¹ except that R² contains one less H;

a is an integer of about 1 to about 6; and

is 0 or 1.

7. The lubricating oil composition of claim 6, wherein said amine is selected from the group consisting of triethylenetetramine, tetraethylenepentamine and pentaethylenehexamine.

8. The lubricating oil composition of claim 7, wherein said amine is tetraethylenepentamine.

9. The lubricating oil composition of claim 7, wherein said amine is pentaethylenehexamine.

10. The lubricating oil composition of claim 7, wherein said amine is triethylenetetramine.

11. The lubricating oil composition of claim 1, wherein oxalic acid is substituted for glycolic acid.

12. The lubricating oil composition of claim 1, wherein said diisocyanate is selected from the group consisting of toluenediisocyanate and 1,6-cyanatohexane.

13. A lubricating oil composition comprising a major portion of a lubricating oil and minor dispersant amount of a reaction product prepared by the process which comprises:

(a) reacting an alkenyl succinic acid anhydride with a polyethylene amine ##STR6## where R¹ is H or a hydrocabon selected from the group consisting of alkyl, alalkyl, cycloalkyl, aryl, alkaryl, alkenyl and alkynyl group;

R² is a hydrocarbon selected from the same group as R¹ except that R² contains one less H;

a is an integer of about 1 to about 6 and is 0 or 1, to form a bis-alkenyl succinimide ##STR7## where R is polyisobutylene and x is an integer of 1 to 6;

(b) acylcating said bis-alkenyl-succinimide with glycolic acid to form a partially glycolated bis-alkenyl succinimide ##STR8## (c) adding a diisocyanate to said partially or fully glycolated bis-alkenyl succinimide thereby forming a diurea coupled glycamide bis-alkenyl succinimide ##STR9## and (d) recovering said acylated diurea coupled glycamide bis-alkenyl succinimide.