IP Library Granted Patent US 9,487,728
Granted Patent B2
US 9,487,728 · App. 15/027,476 · Granted Nov 8, 2016

Fatty amine salts as friction modifiers for lubricants

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Quick Facts
Patent No.
US 9,487,728
App. No.
15/027,476
Granted
Nov 8, 2016
Kind
B2
Abstract

The present invention relates to the use of a partly neutralized fatty amine salt where the fatty amine is having the formula where R is a hydrocarbyl group having 12-24 carbon atoms; X is H, a C1-C4 alkyl group, benzyl or —CH 2 CH 2 CH 2 NH 2 , m is 2 or 3 and n is 0-3, provided that when n is 0, then X IS —CH 2 CH 2 CH 2 NH 2 , and m is 3; and where the acid neutralizing the fatty amine has the formula R′COOH (II), where R′CO is an acyl group having 16-24 carbon atoms; and where the molar ratio between the moles of nitrogen atoms in the fatty amine and the moles of fatty acid is 5:1 to 1.25:1; as a friction modifier for a lubricating oil, especially for an internal combustion engine. The invention also relates to a lubricating oil composition comprising the partly acid neutralized product (I), and to a method for lubrication of interfacing mutually movable surfaces by bringing the surfaces into contact with the said lubricating oil.

Claims (16)

1. A method of modifying the friction of a lubricating oil with a partly neutralised fatty amine salt where the fatty amine is having the formula

where R is a hydrocarbyl group having 12-24; X is H, a C1-C4 alkyl group, preferably; m is 2 or 3, and n is 0-3, provided that when n is 0, then X is —CH 2 CH 2 CH 2 NH 2 , and m is 3; and where the acid neutralising the fatty amine has the formula R′COOH (II), where R′CO is an acyl group having 16-24 carbon atoms; and where the molar ratio between the moles of nitrogen atoms in the fatty amine and the moles of fatty acid is 5:1 to 1.25:1.

2. The method of claim 1 wherein the lubricating oil is an internal combustion engine or a gearbox lubricating oil.

3. The method of claim 1 wherein m is 3, X is —CH 2 CH 2 CH 2 NH 2 and n is 0, and the fatty acid is oleic acid.

4. The method of claim 1 wherein m is 3 and n is 1 and the fatty acid is oleic acid.

5. A lubricating oil composition comprising 0.05-5% by weight, based on the total weight of the composition, of the partly neutralized fatty amine salt as defined in claim 1 .

6. A composition according to claim 5 comprising

a) a base oil belonging to Group I-V according to the categorization API 1509, Appendix E

b) 0.05-5% by weight, based on the total weight of the composition, of the partly neutralized amine salt between the fatty amine having formula (I) and a carboxylic acid having formula (II) as defined in claim 1 .

7. A composition according to claim 6 wherein the molar ratio between the moles of nitrogen atoms in the fatty amine (I) and the moles of fatty acid (II) is 2.5:1 to 1.5:1.

8. A composition according to claim 7 further comprising a corrosion inhibitor, an anti-wear additive and a viscosity index improver.

9. A composition according to claim 6 , comprising at least 70, by weight, based on the total weight of the composition, of said base oil.

10. A composition according to claim 6 , comprising at most 1% by weight, based on the total weight of the composition, of water.

11. A method for lubrication of interfacing mutually movable surfaces by bringing the surfaces into contact with a lubricating oil composition as described in claim 5 .

12. A method according to claim 11 where the surfaces are parts of an internal combustion engine or a gearbox.

13. The method of claim 1 wherein X is chosen form the group consisting of a methyl group, benzyl or —CH 2 CH 2 CH 2 NH 2 .

Assignments (3)
CHANGE OF NAME Recorded Sep 18, 2019
From: AKZO NOBEL CHEMICALS INTERNATIONAL B.V.
To: NOURYON CHEMICALS INTERNATIONAL B.V.
Reel/Frame 050426/0671 →
SECURITY INTEREST Recorded Oct 1, 2018
From: STARFRUIT US MERGER SUB 1 LLC; STARFRUIT US MERGER SUB 2 LLC; AKZO NOBEL SURFACE CHEMISTRY LLC; AKZO NOBEL CHEMICALS B.V.; AKZO NOBEL CHEMICALS INTERNATIONAL B.V.
To: WILMINGTON TRUST (LONDON) LIMITED, AS COLLATERAL AGENT
Reel/Frame 047231/0001 →
ASSIGNMENT OF ASSIGNOR'S INTEREST Recorded Apr 6, 2016
From: LUNDGREN, SARAH
To: AKZO NOBEL CHEMICALS INTERNATIONAL B.V.
Reel/Frame 038205/0222 →