US3873457A
Expired / Lapsed
US
⏱️ 0.0 years remaining
N-substituted fatty acid amide lubricants
Assignee: United States Department of Agriculture
•
Filing: 1973-02-21
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Granted: 1975-03-25
•
Expires: 1993-02-21
Abstract
Abstract This invention relates to N-acylmorpholines and N-mono and N,Ndisubstituted fatty acid amides and to similar derivatives of epithioamides which are useful as base and extreme pressure lubricants and additives.
Inventors
- 👤 Frank C Magne
- 👤 Robert R Mod
- 👤 Gene Sumrell
Bibliographic Details
Application Number
—
Jurisdiction
US
Data Source
google_patents
Last Synchronized
2026-11-08 09:53
CPC Classifications
C; C07; C07D; C07D295/00; C07D295/16; C07D295/18; C07D295/182; C07D295/185; C07D331/00; C07D331/02; C07F; C07F9/00; C07F9/02; C07F9/06; C07F9/08; C07F9/09; C07F9/10; C07F9/28; C07F9/38; C07F9/40; C07F9/4003; C07F9/4006; C10; C10M; C10M1/00; C10M1/08; C10M3/00; C10M2207/00; C10M2207/28; C10M2207/282; C10M2207/34; C10M2215/00; C10M2215/02; C10M2215/04; C10M2215/042; C10M2215/08; C10M2215/082; C10M2215/22; C10M2215/221; C10M2215/225; C10M2215/226; C10M2215/24; C10M2215/28; C10M2215/30; C10M2219/00; C10M2219/08; C10M2219/082; C10M2219/085; C10M2219/10; C10M2219/102; C10M2219/104; C10M2219/106; C10M2221/00; C10M2221/04; C10M2221/043; C10M2223/00; C10M2223/02; C10M2223/04; C10M2223/042; C10M2223/06; C10M2223/061; C10M2223/065
Claims Analysis
Total Claims: 45
Claim 1
Independent Claim
41 words
A COMPOSITION OF MATTER USEFUL AS A BASE LUBRICANT WITH LOW WATER CHARACTERISTICS CONSISTING OF A PARAFFIN BASE OIL AND AN ANTI-WEAR ADDITIVE SELECTED FROM THE GROUP CONSISTING OF N-METHYL-N-(2-(9,10-EPITHIOSTEAROYLOXY)-ETHYL)9,10EPITHIOSTEARAMIDE, N-(2-(9,10-EPITHIOSTEAROYLOXY)ETHYL)9,10-EPITHIOSTEARAMIDE 1,3-DI(9,10EPITHIOSTEAROYL)HEXAHYDRO-PYRIMIDINE, 2-ETHOXYETHYL 9,10EPITHIOSTEARATE, 2-(2-ETHOXYETHOXY)ETHYL 9,10-EPITHIOSTERATE, 1,3-BIS-(9,10-EPITHIOSTEAROYL)IMIDAZOLIDINE AND EPITHIOATED SOYBEAN OIL.
Claim 2
Dependent Claim
41 words
A COMPOSITION OF MATTER USEFUL AS A BASE LUBRICANT WITH LOW WATER CHARACTERISTICS CONSISTING OF A PARAFFIN BASE OIL AND AN ANTI-WEAR ADDITIVE SELECTED FROM THE GROUP CONSISTING OF N-METHYL-N-(2-(9,10-EPITHIOSTEAROYLOXY)-ETHYL)9,10EPITHIOSTEARAMIDE, N-(2-(9,10-EPITHIOSTEAROYLOXY)ETHYL)9,10-EPITHIOSTEARAMIDE 1,3-DI(9,10EPITHIOSTEAROYL)HEXAHYDRO-PYRIMIDINE, 2-ETHOXYETHYL 9,10EPITHIOSTEARATE, 2-(2-ETHOXYETHOXY)ETHYL 9,10-EPITHIOSTERATE, 1,3-BIS-(9,10-EPITHIOSTEAROYL)IMIDAZOLIDINE AND EPITHIOATED SOYBEAN OIL.
Claim 3
Dependent Claim
11 words
The composition of claim 1 wherein the anti-wear additive is N-methyl-N-(2-(9,10-epithiostearoyloxy)-ethyl)-9,10-epithiostearamide.
Claim 4
Dependent Claim
11 words
The composition of claim 1 wherein the anti-wear additive is N-(2-(9,10-epithiostearoyloxy)ethyl)-9,10-epithiostearamide.
Claim 5
Dependent Claim
11 words
The composition of claim 1 wherein the anti-wear additive is 1,3-di(9,10-epithiostearoyl)hexahydro-pyrimidine.
Claim 6
Dependent Claim
12 words
The composition of claim 1 wherein the anti-wear additive is 2-ethoxyethyl 9,10-epithiostearate.
Claim 7
Dependent Claim
12 words
The composition of claim 1 wherein the anti-wear additive is 2-(2-ethoxyethoxy)ethyl 9,10-epithiostearate.
Claim 8
Dependent Claim
13 words
The composition of claim 1 wherein the anti-wear additive is epithioated soybean oil.
Claim 9
Dependent Claim
11 words
The composition of claim 1 wherein the anti-wear additive is 1,3-bis-(9,10-epithiostearoyl)imidazolidine.
Claim 10
Dependent Claim
40 words
A composition of matter useful as a base lubricant with low wear characteristics consisting of a diester base oil and an anti-wear additive selected from the group consisting of N-(2-(9, 10-epithiostearoyloxy)ethyl)-9,10-epithiostearamide, 2-ethoxyethyl 9,10-epithiostearate, 2-(2-ethoxyethoxy)ethyl 9,10-epithiostearate, 2-ethoxyphenyl 9,10-epithiostearate, and 9,10-epithiostearyl 9,10-epithiostearate.
Claim 11
Dependent Claim
40 words
A composition of matter useful as a base lubricant with low wear characteristics consisting of a diester base oil and an anti-wear additive selected from the group consisting of N-(2-(9, 10-epithiostearoyloxy)ethyl)-9,10-epithiostearamide, 2-ethoxyethyl 9,10-epithiostearate, 2-(2-ethoxyethoxy)ethyl 9,10-epithiostearate, 2-ethoxyphenyl 9,10-epithiostearate, and 9,10-epithiostearyl 9,10-epithiostearate.
Claim 12
Dependent Claim
11 words
The composition of claim 9 wherein the anti-wear additive is N-(2-(9,10-epithiostearoyloxy)ethyl)-9,10-epithiostearamide.
Claim 13
Dependent Claim
12 words
The composition of claim 9 wherein the anti-wear additive is 2-ethoxyethyl 9,10-epithiostearate.
Claim 14
Dependent Claim
12 words
The composition of claim 9 wherein the anti-wear additive is 2-(2-ethoxyethoxy)ethyl 9,10-epithiostearate.
Claim 15
Dependent Claim
12 words
The composition of claim 9 wherein the anti-wear additive is 2-ethoxyphenyl 9,10-epithiostearate.
Claim 16
Dependent Claim
12 words
The composition of claim 9 wherein the anti-wear additive is 9,10-epithiostearyl 9,10-epithiostearate.
Claim 17
Dependent Claim
54 words
An extreme pressure lubricant composition wherein the base lubricant is a paraffin base oil and the extreme pressure additive is selected from the group consisting of N-methyl-N-(2-(9,10-epithiostearoyloxy)ethyl)-9,10-epithiostearamide, N-(2-(9, 10-epithiostearoyloxy)ethyl)-9,10-epithiostrearamide, 1,3-bis(9, 10-epithiostearoyloxy)propane, 2-ethoxyethyl 9,10-epithiostearate, 2-(2-ethoxyethoxy)ethyl 9,10-epithiostearate, 2-ethoxyphenyl 9,10-epithiostearate, 4-methoxyphenyl 9,10-epithiostearate, 1,3-bis(9,10-epithiostearoyl)-imidazolidine, epithioated soybean oil, 9,10-epithiostearyl 9,10-epithiostearate, 9,10-epithiostearyl pentachlorostearate, and 9, 10-epithiostearoyl terminated sebacic acid-1,3-propanediol polyester.
Claim 18
Dependent Claim
54 words
An extreme pressure lubricant composition wherein the base lubricant is a paraffin base oil and the extreme pressure additive is selected from the group consisting of N-methyl-N-(2-(9,10-epithiostearoyloxy)ethyl)-9,10-epithiostearamide, N-(2-(9, 10-epithiostearoyloxy)ethyl)-9,10-epithiostrearamide, 1,3-bis(9, 10-epithiostearoyloxy)propane, 2-ethoxyethyl 9,10-epithiostearate, 2-(2-ethoxyethoxy)ethyl 9,10-epithiostearate, 2-ethoxyphenyl 9,10-epithiostearate, 4-methoxyphenyl 9,10-epithiostearate, 1,3-bis(9,10-epithiostearoyl)-imidazolidine, epithioated soybean oil, 9,10-epithiostearyl 9,10-epithiostearate, 9,10-epithiostearyl pentachlorostearate, and 9, 10-epithiostearoyl terminated sebacic acid-1,3-propanediol polyester.
Claim 19
Dependent Claim
12 words
The composition of claim 15 wherein the extreme pressure additive is N-methyl-N-(2-(9,10-epithiostearoyloxy)ethyl)-9,10-epithiostearamide.
Claim 20
Dependent Claim
12 words
The composition of claim 15 wherein the extreme pressure additive is N-(2-(9,10-epithiostearoyloxy)ethyl)-9,10-epithiostearamide.
Claim 21
Dependent Claim
12 words
The composition of claim 15 wherein the extreme pressure additive is 1,3-bis(9,10-epithiostearoyloxy)propane.
Claim 22
Dependent Claim
13 words
The composition of claim 15 wherein the extreme pressure additive is 2-ethoxyethyl 9,10-epithiostearate.
Claim 23
Dependent Claim
13 words
The composition of claim 15 wherein the extreme pressure additive is 2-(2-ethoxyethoxy)ethyl 9,10-epithiostearate.
Claim 24
Dependent Claim
13 words
The composition of claim 15 wherein the extreme pressure additive is 2-ethoxyphenyl 9,10-epithiostearate.
Claim 25
Dependent Claim
13 words
The composition of claim 15 wherein the extreme pressure additive is 4-methoxyphenyl 9,10-epithiostearate.
Claim 26
Dependent Claim
12 words
The composition of claim 15 wherein the extreme pressure additive is 1,3-bis(9,10-epithiostearoyl)-imidazolidine.
Claim 27
Dependent Claim
14 words
The composItion of claim 15 wherein the extreme pressure additive is epithioated soybean oil.
Claim 28
Dependent Claim
13 words
The composition of claim 15 wherein the extreme pressure additive is 9,10-epithiostearyl 9,10-epithiostearate.
Claim 29
Dependent Claim
13 words
The composition of claim 15 wherein the extreme pressure additive is 9,10-epithiostearyl pentachlorostearate.
Claim 30
Dependent Claim
16 words
The composition of claim 15 wherein the extreme pressure additive is 9,10-epithiostearoyl terminated sebacic acid-1,3-propanediol polyester.
Claim 31
Dependent Claim
53 words
An extreme pressure lubricant composition wherein the base lubricant is a diester-base oil and the extreme pressure additive is selected from the group consisting of N-methyl-N-(2-(9,10-epithiostearoyloxy)ethyl)-9,10-epithiostearamide, N-(2-(9,10-epithiostearoyloxy)ethyl)-9,10-epithiostearamide, 1,3-bis(9,10-epithiostearoyloxy)propane, 1,3-di(9,10-epithiostearoyl) hexahydropyrimidine, 2-ethoxyethyl 9,10-epithiostearate, 2-(2-ethoxyethoxy)ethyl 9,10-epithiostearate, 2-ethoxyphenyl 9,10-epithiostearate, 4-methoxyphenyl 9,10-epithiostearate, 1,3-bis(9, 10-epithiostearoyl)-imidazolidine, epithioated soybean oil, 9,10-epithiostearyl 9,10-epithiostearate, 9,10-epithiostearyl pentachlorostearate, and 9,10-epithiostearoyl terminated sebacid acid-1,3-propanediol polyester.
Claim 32
Dependent Claim
53 words
An extreme pressure lubricant composition wherein the base lubricant is a diester-base oil and the extreme pressure additive is selected from the group consisting of N-methyl-N-(2-(9,10-epithiostearoyloxy)ethyl)-9,10-epithiostearamide, N-(2-(9,10-epithiostearoyloxy)ethyl)-9,10-epithiostearamide, 1,3-bis(9,10-epithiostearoyloxy)propane, 1,3-di(9,10-epithiostearoyl) hexahydropyrimidine, 2-ethoxyethyl 9,10-epithiostearate, 2-(2-ethoxyethoxy)ethyl 9,10-epithiostearate, 2-ethoxyphenyl 9,10-epithiostearate, 4-methoxyphenyl 9,10-epithiostearate, 1,3-bis(9, 10-epithiostearoyl)-imidazolidine, epithioated soybean oil, 9,10-epithiostearyl 9,10-epithiostearate, 9,10-epithiostearyl pentachlorostearate, and 9,10-epithiostearoyl terminated sebacid acid-1,3-propanediol polyester.
Claim 33
Dependent Claim
12 words
The composition of claim 28 wherein the extreme pressure component is N-methyl-N-(2-(9,10-epithiostearoyloxy)ethyl)-9,10-epithiostearamide.
Claim 34
Dependent Claim
12 words
The composition of claim 28 wherein the extreme pressure component is N-(2-(9,10-epithiostearoyloxy)ethyl)-9,10-epithiostearamide.
Claim 35
Dependent Claim
12 words
The composition of claim 28 wherein the extreme pressure component is 1,3-bis(9,10-epithiostearoyloxy)propane.
Claim 36
Dependent Claim
12 words
The composition of claim 28 wherein the extreme pressure component is 1,3-di(9,10-epithiostearoyl)hexahydropyrimidine.
Claim 37
Dependent Claim
13 words
The composition of claim 28 wherein the extreme pressure component is 2-ethoxyethyl 9,10-epithiostearate.
Claim 38
Dependent Claim
13 words
The composition of claim 28 wherein the extreme pressure component is 2-(2-ethoxyethoxy)ethyl 9,10-epithiostearate.
Claim 39
Dependent Claim
13 words
The composition of claim 28 wherein the extreme pressure component is 2-ethoxyphenyl 9,10-epithiostearate.
Claim 40
Dependent Claim
13 words
The composition of claim 28 wherein the extreme pressure component is 4-methoxyphenyl 9,10-epithiostearate.
Claim 41
Dependent Claim
12 words
The composition of claim 28 wherein the extreme pressure component is 1,3-bis(9,10-epithiostearoyl)-imidazolidine.
Claim 42
Dependent Claim
14 words
The composition of claim 28 wherein the extreme pressure component is epithioated soybean oil.
Claim 43
Dependent Claim
13 words
The composition of claim 28 wherein the extreme pressure component is 9,10-epithiostearyl 9,10-epithiostearate.
Claim 44
Dependent Claim
13 words
The composition of claim 28 wherein the extreme pressure component is 9,10-epithiostearyl pentachlorostearate.
Claim 45
Dependent Claim
16 words
The composition of claim 28 wherein the extreme pressure component is 9,10-epithiostearoyl terminated sebacic acid-1,3-propanediol polyester.
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) | 1978-03-24 | 1978-09-23 | 1979-03-25 | $2000.00 | Window Closed / Lapsed |
| 7.5 Years (Year 8) | 1982-03-24 | 1982-09-23 | 1983-03-25 | $3760.00 | Window Closed / Lapsed |
| 11.5 Years (Year 12) | 1986-03-24 | 1986-09-23 | 1987-03-25 | $7700.00 | Window Closed / Lapsed |