IP Library › Granted Patent US 12,331,260
Granted Patent B2
US 12,331,260 · App. 17/710,033 · Granted Jun 17, 2025

Ashless additive composition

Inventors: William Raymond Ruhe, Jr. (Benicia, CA); Masami Fuchi (Makinohara, JP); Seyedeh Mahboobeh Hosseini (Richmond, CA)
Assignees: CHEVRON ORONITE COMPANY LLC; CHEVRON JAPAN LTD.
C10M133/40C10M133/16C10M169/04C10M2215/221C10M2215/28C10N2030/06C10N2030/45C10N2030/52C10N2040/042C10N2040/045C10N2040/08C10N2040/25C10N2070/00
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Quick Facts
Patent No.
US 12,331,260
App. No.
17/710,033
Granted
Jun 17, 2025
Kind
B2
Abstract

This disclosure describes an ashless lubricant additive. The additive is a tertiary amine-containing compound having the following structure: where each R 1 and R 5 is independently a linear or branched-chain monovalent hydrocarbyl group having two to about twenty carbon atoms, where each R 2 , R 3 , and R 4 is independently a hydrogen, a linear or branched-chain monovalent hydrocarbyl group having one to about twenty carbon atoms wherein at least one of R 2 , R 3 , and R 4 is hydrogen, each m is independently from 0 to 2, each p is independently from 0 to 2, for each cylic moiety m+p is from 2 to 4, and each n is independently from 1 to 6.

Claims (28)

1. An ashless additive composition comprising:

a tertiary amine-containing compound having the following structure:

wherein each R 1 and R 5 is independently a linear or branched-chain monovalent hydrocarbyl group having two to about twenty carbon atoms, wherein each R 2 , R 3 , and R 4 is independently a hydrogen, a linear or branched-chain monovalent hydrocarbyl group having one to about twenty carbon atoms wherein at least one of R 2 , R 3 , and R 4 is hydrogen, each m is independently from 0 to 4, each p is independently from 0 to 4, for each cyclic moiety m+p is from 2 to 4, and each n is independently from 1 to 6.

2. The ashless additive composition of claim 1 , wherein the linear or branched-chain monovalent hydrocarbyl group is a branched C 12 to C 20 alkenyl group.

3. The ashless additive composition of claim 1 , wherein the linear or branched-chain monovalent hydrocarbyl group is a branched C 18 to C 20 alkenyl group.

4. A lubricating oil composition comprising:

a major amount of a base oil; and

an ashless tertiary amine-containing compound having the following structure:

wherein each R 1 and R 5 is independently a linear or branched-chain monovalent hydrocarbyl group having two to about twenty carbon atoms, wherein each R 2 , R 3 , and R 4 is independently a hydrogen, a linear or branched-chain monovalent hydrocarbyl group having one to about twenty carbon atoms wherein at least one of R 2 , R 3 , and R 4 is hydrogen, each m is from 0 to 4, each p is from 0 to 4, for each cyclic moiety m+p is from 2 to 4, and each n is independently from 1 to 6.

5. The lubricating oil composition of claim 4 , wherein the linear or branched-chain monovalent hydrocarbyl group is a branched C 12 to C 20 alkenyl group.

6. The lubricating oil composition of claim 4 , wherein the linear or branched-chain monovalent hydrocarbyl group is a branched C 18 to C 20 alkenyl group.

7. The lubricating oil composition of claim 4 , wherein the tertiary amine-containing compound is present in about 0.1 to 2 wt % by weight of the lubricating oil composition.

8. The lubricating oil composition of claim 4 , wherein the lubricating oil composition is a hydraulic fluid, a slide way lubricant, automatic transmission fluid, continuously variable transmission fluid, battery electric vehicle, hybrid electric vehicle transmission fluid, or gear oil.

9. The lubricating oil composition of claim 4 , further comprising: a friction modifier, ashless anti-wear additive, antioxidant, metal deactivator, seal swell additive, foam inhibitor, or viscosity modifier.

10. An ashless additive composition comprising diamide product of a reaction comprising:

a hydrocarbyl-substituted succinic anhydride represented by the following structure:

wherein R is a linear or branched-chain monovalent hydrocarbyl group having two to about twenty carbon atoms; and

a cyclic polyamine represented by the following structure:

wherein R is a linear or branched-chain monovalent hydrocarbyl group having two to about twenty carbon atoms, m is from 0 to 4, p is from 0 to 4, m+p is from 2 to 4, and n is from 1 to 6; and wherein the hydrocarbyl-substituted succinic anhydride to cyclic polyamine ratio is about 1.5:1 to about 1.6:1.

11. The ashless additive composition of claim 10 , wherein the cyclic polyamine is aminoethyl piperazine, aminopropyl piperazine, aminobutyl piperazine, aminoethyl diazepane, or aminoethyl diazocane.

12. A method for modifying friction in an engine, the method comprising lubricating said engine with a lubricating oil composition comprising:

a major amount of base oil of lubricating viscosity; and

an ashless additive composition having the following structure:

wherein each R 1 and R 5 is independently a linear or branched-chain monovalent hydrocarbyl group having two to about twenty carbon atoms, wherein each R 2 , R 3 , and R 4 is independently a hydrogen, a linear or branched-chain monovalent hydrocarbyl group having one to about twenty carbon atoms wherein at least one of R 2 , R 3 , and R 4 is hydrogen, each m is independently from 0 to 4, each p is independently from 0 to 4, for each cyclic moiety m+p is from 2 to 4, and each n is independently from 1 to 6.

13. The method of claim 12 , wherein the linear or branched-chain monovalent hydrocarbyl group is a branched C 12 to C 20 alkenyl group.

14. The method of claim 12 , wherein the linear or branched-chain monovalent hydrocarbyl group is a branched C 18 to C 20 alkenyl group.

15. A method of boosting total base number in a lubricating oil, the method comprising blending base oil and an ashless additive composition having the following structure:

wherein each R 1 and R 5 is independently a linear or branched-chain monovalent hydrocarbyl group having two to about twenty carbon atoms, wherein each R 2 , R 3 , and R 4 is independently a hydrogen, a linear or branched-chain monovalent hydrocarbyl group having one to about twenty carbon atoms wherein at least one of R 2 , R 3 , and R 4 is hydrogen, each m is independently from 0 to 4, each p is independently from 0 to 4, for each cyclic moiety m+p is from 2 to 4, and each n is independently from 1 to 6.

Assignments (2)
ASSIGNMENT OF ASSIGNOR'S INTEREST Recorded Mar 5, 2025
From: RUHE, WILLIAM RAYMOND, JR; HOSSEINI, SEYEDEH MAHBOOBEH
To: CHEVRON ORONITE COMPANY LLC
Reel/Frame 070407/0829 →
ASSIGNMENT OF ASSIGNOR'S INTEREST Recorded Feb 17, 2025
From: FUCHI, MASAMI
To: CHEVRON JAPAN LTD.
Reel/Frame 070229/0158 →
Continuity (3)
Continuation In Part 17764608
Provisional Application 63087584 · Oct 5, 2020
Related Publication 20220220410A1 · Jul 14, 2022
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