Dibaisic acid lubricating oil dispersant and viton seal additives

• US 4,663,064 A
• Filed: 03/28/1986
• Issued: 05/05/1987
• Est. Priority Date: 03/28/1986
• Status: Expired due to Term

• Current Assignee: Ethyl Additives Corp. (Antwerp Distribution & Product Operations NV)
• Original Assignee: Texaco Incorporated (Chevron Corp.)
• Inventors: Nalesnik, Theodore E., Cusano, Carmen M.
• Primary Examiner(s): Howard, Jacqueline V.
• Application Number:
  US06/845,723
• Time in Patent Office: 403 Days
• Field of Search: 252/51.5 A
• US Class Current: 508/291
• CPC Class Codes: C08F 10/00 Homopolymers and copolymers of unsaturated aliphatic hydrocarbons having only one carbon-to-carbon double bond
• CPC Class Codes: C08F 8/00 Chemical modification by after-treatment graft polymers, block polymers, crosslinking with unsaturated monomers or with polymers C08F251/00 - C08F299/00; of conjugated diene rubbers C08C
• 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-fuelled 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 and viton seal compatibility. The dispersant being prepared by coupling partially glycolated succinimides with an organic diacid.

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 one mole of a polyethylene amine with an alkenyl succinic acid anhydride to form a bis-alkenyl succinimide;

(b) acylating said bis-alkenyl-succinimide with about 0.5 to about 3.0 equivalents of glycolid acid per mole of said polyethylene amine to form a partially glycolated bis-alkenyl succinimide;

(c) adding a diacid to said partially glycolated bissuccinimide thereby forming a diacid coupled glycamide bis-alkenyl succinidmide; and

(d) recovering said diacid coupled glycamide bis-alkenyl succinimide.

2. The lubricating composition of claim 1, wherein tetraethylenepentamine is the polyethylene amine and about 1.7 equivalents of glycolic acid are added per mole of said tetraethylenepentamine.

3. The lubricating composition of claim 1, wherein triethylenetetramine is the polyethylene amine and about 0.7 equivalents of glycolic acid are added per mole of said triethylenetetramine.

4. The lubricating composition of claim 1, wherein pentaethylenehexamine is the polyethylene amine and about 2.7 equivalents of glycolic acid are added per mole of said pentaethylenehexamine.

5. 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

n is 0 or 1.

6. The lubricating oil composition of claim 5, wherein said amine is selected from the group consisting of propylene-diamine, diethylenetriamine, triethylenetetramine, tetraethylene-pentamine and pentaethylenehexamine.

7. The lubricating oil composition of claim 6, wherein said amine is tetraethylenepentamine.

8. The lubricating oil composition of claim 6, wherein said amine is pentaethylenehexamine.

9. The lubricating oil composition of claim 6, wherein said amine is triethylenetetramine.

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

11. The lubricating oil composition of claim 1, wherein said diacid is selected from the group consisting of adipic dioleic.

12. 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 n 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 a carboxylic acid to form a partially glycolated bis-alkenyl succinimide ##STR8## (c) adding a diacid to said partially glycolated bis-alkenyl succinimide, thereby forming a diacid coupled glycamide bis-alkenyl succinimide ##STR9## (d) recovering said acylated diacid coupled glycamide bis-alkenyl succinimide.