Dispersants derived from hydroxy fatty acid polyesters and polyalkylene glycol dispersants

Patent metadata

Field	Value
Publication number	US-9644164-B2
Application number	US-201314389856-A
Country	US
Kind code	B2
Filing date	Apr 8, 2013
Priority date	Apr 11, 2012
Publication date	May 9, 2017
Grant date	May 9, 2017

Abstract

The disclosed invention relates to a dispersant composition comprising at least one block derived from (i) a polyester of a hydroxy substituted carboxylic acid and at least one block derived from (ii) a polyalkylene glycol terminated by a amine group or a hydroxyl group. The invention also provides lubricating compositions containing the described dispersant as well as methods of making and using the described dispersant, including method of making the dispersant, methods of lubricating an engine with a lubricant containing the described dispersant, and methods of reducing sludge formation in an engine.

First claim

What is claimed is:

1. A lubricating composition comprising a dispersant additive wherein the structure of the additive comprises at least one block derived from (i) a polyester of a hydroxy substituted carboxylic acid and at least one block derived from (ii) a polyalkylene glycol terminated by an amine group or a hydroxyl group.

2. The dispersant of claim 1 wherein the polyester of a hydroxy substituted carboxylic acid is derived from one or more carboxylic acids of formula (I):

where R 1 is a hydrogen or a hydrocarbyl group containing from 1 to 20 carbon atoms and R 2 is a hydrocarbylene group containing from 1 to 20 carbon atoms.

3. The dispersant of claim 1 wherein the polyester of a hydroxy substituted carboxylic acid comprises one or more compounds represented by formula (II):

wherein:
R 1 is hydrogen or a hydrocarbyl group containing from 1 to 20 carbon atoms;
R 2 is a hydrocarbylene group containing from 1 to 20 carbon atoms; and
n is an integer from 1 to 10.

4. The dispersant of claim 1 wherein the carboxylic acid polyester is derived from one or more carboxylic acids selected from the group consisting of 12-hydroxystearic acid, ricinoleic acid, 12-hydroxy dodecanoic acid, 5-hydroxy dodecanoic acid, 5-hydroxy decanoic acid, 4-hydroxy decanoic acid, 10-hydroxy undecanoic acid, or combinations thereof.

5. The dispersant of claim 1 wherein the polyalkylene glycol comprises one or more compounds represented by formula (III):

wherein:
R 3 is hydrogen (H), —R 6 OH, —R 6 NH 2 , —(C═O)R 6 , —R 6 —N(H)C(═O)R 6 , or a hydrocarbyl group of from 1 to 30 carbon atoms,
R 4 is H, or a hydrocarbyl group of from 1 to 10 carbon atoms,
R 5 is a straight or branched hydrocarbyl group of from 1 to 6 carbon atoms,
R 6 is a hydrocarbyl group of 1 to 20 carbon atoms,
Y is NR 7 R 8 , OH, R 6 NH 2 or R 6 OH,
R 7 , and R 8 , independently, are H, or a hydrocarbyl group of from 1 to 50 carbon atoms in which up to one third of the carbon atoms can be substituted by N or functionalized with additional polyether of formula (III), and
m is an integer from 1 to 30.

6. The dispersant of claim 1 wherein the polyalkylene glycol is a polyethylene glycol terminated by an amine group or a hydroxyl group.

7. The dispersant of claim 1 wherein the polyalkylene glycol is selected from the group consisting of (i) a polyethylene glycol, (ii) a polypropylene glycol, (iii) a mixture of polyoxyalkylene amines, or (iv) some combination thereof.

8. The dispersant of claim 1 wherein the polyalkylene glycol is selected from the group consisting of (i) triethylene glycol, (ii) diethylene (iii) a 250 to 350 molecular weight polyethylene glycol, (iv) a 200 to 350 molecular weight polytetrahydrofuran, (v) a mixture of one or more amine terminated glycols containing units derived from ethylene oxides, propylene oxides, butylene oxides or some combination thereof, or (vi) some combination thereof.

9. The dispersant of claim 1 wherein the dispersant comprises the reaction product of a polyester of a hydroxy substituted carboxylic acid derived from 12-hydroxystearic acid and a polyalkylene glycol selected from the group consisting of (i) triethylene glycol; (ii) diethylene glycol, (iii) a 250 to 350 molecular weight polyethylene glycol; (iv) a 200 to 350 molecular weight polytetrahydrofuran, (v) a mixture of one or more amine terminated glycols containing units derived from ethylene oxides, propylene oxides, butylene oxides, or some combination thereof, or (vi) some combination thereof.

10. A lubricating composition comprising an oil of lubricating viscosity and the dispersant of claim 1 .

11. A method of making a lubricating composition comprising:
making a dispersant additive comprising reacting:
(i) a polyester of a hydroxy substituted carboxylic acid; a hydroxy substituted carboxylic acid; or a combination thereof, with
(ii) a polyalkylene glycol terminated by a amine group or a hydroxyl group; an alkylene oxide, or a combination thereof;
resulting in a dispersant additive whose structure includes at least one segment derived from component (i) and at least one segment derived from component (ii); and
combining the dispersant additive with an oil of lubricating viscosity.

12. The method of claim 11 wherein the method comprises the step of:
(A) reacting (i) a polyester of a hydroxy substituted carboxylic acid with (ii) a polyalkylene glycol terminated by a amine group or a hydroxyl group; or
(B) reacting (i) a hydroxy substituted carboxylic acid with (ii) a polyalkylene glycol terminated by a amine group or a hydroxyl group followed by polymerization of the hydroxyl substituted carboxylic acid; or
(C) reacting (i) a polyester of a hydroxy substituted carboxylic acid with (ii) an alkylene oxide;
resulting in a dispersant additive whose structure includes at least one segment derived from component (i) and at least one segment derived from component (ii).

13. A method of lubricating an engine comprising the step of supply a lubricating composition to the engine, wherein the lubricating composition comprises an oil of lubricating viscosity and a dispersant additive wherein the structure of the additive comprises at least one block derived from (i) a polyester of a hydroxy substituted carboxylic acid and at least one block derived from (ii) a polyalkylene glycol terminated by a amine group or a hydroxyl group.

14. A method of reducing sludge formation in an engine comprising the step of supply a lubricating composition to the engine, wherein the lubricating composition comprises an oil of lubricating viscosity and a dispersant additive wherein the structure of the additive comprises at least one block derived from (i) a polyester of a hydroxy substituted carboxylic acid and at least one block derived from (ii) a polyalkylene glycol terminated by a amine group or a hydroxyl group.

Assignees

• Lubrizol Corp

Inventors

• Gieselman Matthew D
• Jones Joanne L
• Eveland Renee A

Classifications

• C10M149/22

  Polyamines · CPC title

• C10N2040/25

  Internal-combustion engines · CPC title

• C10M2207/026

  with tertiary alkyl groups · CPC title

• C10N2030/04

  Detergent property or dispersant property · CPC title

• C10M2207/028

  Overbased salts thereof · CPC title