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Patent US4549974A successfully refreshed from Google Patents.
US4549974A
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Lubricants containing sulfurized organic acid diamine salts
Assignee: Mobil Oil AS
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Filing: 1983-09-23
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Granted: 1985-10-29
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Expires: 2003-09-23
Abstract
Abstract The invention provides certain salts of sulfurized carboxylic acids and diamines and their use as friction reducing additives in lubricants or fuels. They are also antioxidants and useful in operations where an additive not corrosive to copper is required.
Inventors
- 👤 Andrew G. Horodysky
Bibliographic Details
Application Number
—
Jurisdiction
US
Data Source
google_patents
Last Synchronized
2026-11-08 09:49
CPC Classifications
C; C10; C10L; C10L10/00; C10L10/08; C10L1/00; C10L1/10; C10L1/14; C10L1/24; C10L1/2493; C10M; C10M135/00; C10M135/02; C10M2207/00; C10M2207/02; C10M2207/023; C10M2207/027; C10M2207/028; C10M2215/00; C10M2215/086; C10M2215/24; C10M2215/28; C10M2219/00; C10M2219/02; C10M2219/04; C10M2219/044; C10M2219/046; C10M2223/00; C10M2223/02; C10M2223/04; C10M2223/045; C10N; C10N2010/00; C10N2010/04; C10N2050/00; C10N2050/10
Claims Analysis
Total Claims: 28
Claim 1
Independent Claim
95 words
An acid-amine salt prepared by reacting a sulfurized carboxylic acid of the formula R--COOH wherein R is a C 10 to C 20 unsaturated hydrocarbyl group, at from about 20° C. to about 120° C., with a diamine of the formula ##STR2## wherein R 1 is a C 2 to C 4 hydrocarbylene group, R 2 is a C 12 to C 30 hydrocarbyl group and R 3 is hydrogen or a C 1 to C 6 hydrocarbyl group, using a molar ratio of sulfurized acid to diamine of from about 1:1 to about 4:1.
Claim 2
Dependent Claim
95 words
An acid-amine salt prepared by reacting a sulfurized carboxylic acid of the formula R--COOH wherein R is a C 10 to C 20 unsaturated hydrocarbyl group, at from about 20° C. to about 120° C., with a diamine of the formula ##STR2## wherein R 1 is a C 2 to C 4 hydrocarbylene group, R 2 is a C 12 to C 30 hydrocarbyl group and R 3 is hydrogen or a C 1 to C 6 hydrocarbyl group, using a molar ratio of sulfurized acid to diamine of from about 1:1 to about 4:1.
Claim 3
Dependent Claim
16 words
The salt of claim 1 wherein the acid is sulfurized with sulfur or a sulfur halide.
Claim 4
Dependent Claim
12 words
The salt of claim 2 wherein the acid is sulfurized with sulfur.
Claim 5
Dependent Claim
12 words
The salt of claim 2 wherein the sulfur halide is sulfur monochloride.
Claim 6
Dependent Claim
12 words
The salt of claim 2 wherein the sulfur halide is sulfur dichloride.
Claim 7
Dependent Claim
16 words
The salt of claim 1 wherein R 2 is alkyl, alkenyl, aryl, aralkyl, alkaryl or cycloalkyl.
Claim 8
Dependent Claim
11 words
The salt of claim 1 wherein hydrocarbylene is alkylene or alkenylene.
Claim 9
Dependent Claim
24 words
The salt of claim 1 wherein the diamine is tallow-1,3-propylenediamine, oleyl-1,3-propylenediamine, isostearyl-1,3-propylenediamine, soya-1,3-propylenediamine, dodecyl-1,3-propylenediamine, hexadecyl-1,3-propylenediamine, heptadecyl-1,3-propylenediamine, coco-1,3-propylenediamine, stearyl-1,3-propylenediamine, hydrogenated tallow-1,3-propylenediamine, lauryl-1,3-propylenediamine or mixtures thereof.
Claim 10
Dependent Claim
35 words
The salt of claim 1 wherein the sulfurized acid is oleic acid sulfurized with sulfur in a molar ratio of acid to sulfur of from about 2:1 to about 16:1, and the diamine is N-oleyl-1,3-propylenediamine.
Claim 11
Dependent Claim
116 words
A lubricant composition comprising a major proportion of a lubricating oil or a grease therefrom and a friction reducing amount of an acid-amine salt prepared by reacting a sulfurized carboxylic acid of the formula R--COOH wherein R is a C 10 to C 20 unsaturated hydrocarbyl group, at from about 20° C. to about 120° C., with a diamine of the formula ##STR3## wherein R 1 is a C 2 to C 4 hydrocarbylene group, R 2 is a C 12 to C 30 hydrocarbyl group and R 3 is hydrogen or a C 1 to C 6 hydrocarbyl group, using a molar ratio of sulfurized acid to diamine of from about 1:1 to about 4:1.
Claim 12
Dependent Claim
116 words
A lubricant composition comprising a major proportion of a lubricating oil or a grease therefrom and a friction reducing amount of an acid-amine salt prepared by reacting a sulfurized carboxylic acid of the formula R--COOH wherein R is a C 10 to C 20 unsaturated hydrocarbyl group, at from about 20° C. to about 120° C., with a diamine of the formula ##STR3## wherein R 1 is a C 2 to C 4 hydrocarbylene group, R 2 is a C 12 to C 30 hydrocarbyl group and R 3 is hydrogen or a C 1 to C 6 hydrocarbyl group, using a molar ratio of sulfurized acid to diamine of from about 1:1 to about 4:1.
Claim 13
Dependent Claim
16 words
The composition of claim 10 wherein the acid is sulfurized with sulfur or a sulfur halide.
Claim 14
Dependent Claim
12 words
The composition of claim 11 wherein the acid is sulfurized with sulfur.
Claim 15
Dependent Claim
13 words
The composition of claim 11 wherein the acid is sulfurized with sulfur monochloride.
Claim 16
Dependent Claim
13 words
The composition of claim 11 wherein the acid is sulfurized with sulfur dichloride.
Claim 17
Dependent Claim
19 words
The composition of claim 10 wherein in the salt R 2 is alkyl, alkenyl, aryl, aralkyl, alkaryl or cycloalkyl.
Claim 18
Dependent Claim
14 words
The composition of claim 10 wherein in the salt hydrocarbylene is alkylene or alkenylene.
Claim 19
Dependent Claim
27 words
The composition of claim 10 wherein in the salt the diamine is tallow-1,3-propylenediamine, oleyl-1,3-propylenediamine, isostearyl-1,3-propylenediamine, soya-1,3-propylenediamine, dodecyl-1,3-propylene-diamine, hexadecyl-1,3-propylenediamine, heptadecyl-1,3-propylene-diamine, coco-1,3-propylenediamine, stearyl-1,3-propylenediamine, hydrogenated tallow-1,3-propylenediamine, lauryl-1,3-propylene-diamine or mixtures thereof.
Claim 20
Dependent Claim
38 words
The composition of claim 10 wherein in the salt the sulfurized acid is oleic acid sulfurized with sulfur in a molar ratio of acid to sulfur of from about 2:1 to about 16:1, and the diamine is N-oleyl-1,3-propylenediamine.
Claim 21
Dependent Claim
43 words
The composition of claim 10 wherein the lubricant in the lubricant composition is (1) a mineral oil, (2) a synthetic oil or a mixture of synthetic oils, (3) a mixture of (1) or (2) and (4) a grease from (1), (2), or (3).
Claim 22
Dependent Claim
12 words
The composition of claim 19 wherein the lubricant is a mineral oil.
Claim 23
Dependent Claim
12 words
The composition of claim 19 wherein the lubricant is a synthetic oil.
Claim 24
Dependent Claim
14 words
The composition of claim 19 wherein the lubricant is a mixture of synthetic oils.
Claim 25
Dependent Claim
13 words
The composition of claim 19 wherein the lubricant is the oil of (3).
Claim 26
Dependent Claim
13 words
The composition of claim 19 wherein the lubricant is the grease of (4).
Claim 27
Independent Claim
132 words
A method of reducing fuel consumption in an internal combustion engine which comprises the step of lubricating said engine with a composition comprising a major proportion of a lubricating oil and a fuel consumption reducing amount of an acid-amine salt prepared by reacting a sulfurized carboxylic acid of the formula R--COOH wherein R is a C 10 to C 20 unsaturated hydrocarbyl group, at from about 20° C. to about 120° C., with a diamine of the formula ##STR4## wherein R 1 is a C 2 to C 4 hydrocarbylene group, R 2 is a C 12 to C 30 hydrocarbyl group and R 3 is hydrogen or a C 1 to C 6 hydrocarbyl group, using a molar ratio of sulfurized acid to diamine of from about 1:1 to about 4:1.
Claim 28
Independent Claim
132 words
A method of reducing fuel consumption in an internal combustion engine which comprises the step of lubricating said engine with a composition comprising a major proportion of a lubricating oil and a fuel consumption reducing amount of an acid-amine salt prepared by reacting a sulfurized carboxylic acid of the formula R--COOH wherein R is a C 10 to C 20 unsaturated hydrocarbyl group, at from about 20° C. to about 120° C., with a diamine of the formula ##STR4## wherein R 1 is a C 2 to C 4 hydrocarbylene group, R 2 is a C 12 to C 30 hydrocarbyl group and R 3 is hydrogen or a C 1 to C 6 hydrocarbyl group, using a molar ratio of sulfurized acid to diamine of from about 1:1 to about 4:1.
References Cited (Backward Citations)
USPTO Annuity & Maintenance Windows
| Annuity Stage | Window Opens | Payment Deadline | Surcharge Period Until | Estimated Fee | Status |
|---|---|---|---|---|---|
| 3.5 Years (Year 4) | 1988-10-28 | 1989-04-29 | 1989-10-29 | $2000.00 | Window Closed / Lapsed |
| 7.5 Years (Year 8) | 1992-10-28 | 1993-04-29 | 1993-10-29 | $3760.00 | Window Closed / Lapsed |
| 11.5 Years (Year 12) | 1996-10-28 | 1997-04-29 | 1997-10-29 | $7700.00 | Window Closed / Lapsed |