US5169547A
Expired / Lapsed
US
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Amine-containing hindered phenolic antioxidant lubricant additives and compositions thereof
Assignee: Mobil Oil AS
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Filing: 1988-09-29
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Granted: 1992-12-08
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Expires: 2008-09-29
Abstract
Abstract Borated or partially borated, amine-contained hindered phenols provide effective antioxidant properties to compositions comprising lubricants and liquid fuels.
Inventors
- 👤 Liehpao O. Farng
- 👤 Andrew G. Horodysky
Bibliographic Details
Application Number
—
Jurisdiction
US
Data Source
google_patents
Last Synchronized
2026-11-04 00:26
CPC Classifications
C; C10; C10L; C10L1/00; C10L1/10; C10L1/14; C10L1/30; C10L1/301; C10L1/303; C07; C07C; C07C215/00; C07C215/74; C07C215/76; C10M; C10M139/00; C10M2227/00; C10M2227/06; C10M2227/061; C10N; C10N2040/00; C10N2040/25; C10N2040/251; C10N2040/255; C10N2040/28
Claims Analysis
Total Claims: 20
Claim 1
Independent Claim
166 words
An improved lubricant composition comprising a major amount of an oil of lubricating viscosity or grease prepared therefrom and a minor multifunctional antioxidant, antirust, antifatigue, antiwear amount of from about 0.01 to about 10 wt % based on the total weight of the composition of a borate of an amine-containing hindered phenol prepared by boronating both the phenolic hydroxyl group and the amine group of a para-nitrogenous hindered phenol having the below described generalized formula ##STR2## where R 1 and R 2 are the same or different alkyl groups containing 1 to about 18 carbon atoms, or hydrogen; R 3 and R 4 are hydrogen, or hydrocarbyl, aralkyl, or cycloalkyl groups containing from 1 to about 20 carbon atoms; R 5 and R 6 are hydrogen, or hydrocarbyl, aralkyl, cycloalkyl, aryl or alkylaryl groups containing from 1 to about 20 carbon atoms, with the proviso that R 1 and R 2 cannot both be hydrogen at the same time and x is 0, 1 or 2.
Claim 2
Dependent Claim
166 words
An improved lubricant composition comprising a major amount of an oil of lubricating viscosity or grease prepared therefrom and a minor multifunctional antioxidant, antirust, antifatigue, antiwear amount of from about 0.01 to about 10 wt % based on the total weight of the composition of a borate of an amine-containing hindered phenol prepared by boronating both the phenolic hydroxyl group and the amine group of a para-nitrogenous hindered phenol having the below described generalized formula ##STR2## where R 1 and R 2 are the same or different alkyl groups containing 1 to about 18 carbon atoms, or hydrogen; R 3 and R 4 are hydrogen, or hydrocarbyl, aralkyl, or cycloalkyl groups containing from 1 to about 20 carbon atoms; R 5 and R 6 are hydrogen, or hydrocarbyl, aralkyl, cycloalkyl, aryl or alkylaryl groups containing from 1 to about 20 carbon atoms, with the proviso that R 1 and R 2 cannot both be hydrogen at the same time and x is 0, 1 or 2.
Claim 3
Dependent Claim
10 words
The composition of claim 1 wherein said phenol is 2,6-di-t-butyl-dimethylamino-p-cresol.
Claim 4
Dependent Claim
14 words
The composition of claim 1 wherein the phenol is prepared from cocoamine and 2,6-di-tert-butylphenol.
Claim 5
Dependent Claim
49 words
The composition of claim 1 wherein said boronating agent is a compound having the generalized formula (RO).sub.P (BO.sub.2).sub.q ZrY where R, Y, and Z are hydrogen or alkyl groups containing 1 to about 6 carbon atoms, p and r are 0 to 2, and q is 1 to 3.
Claim 6
Dependent Claim
25 words
The composition of claim 1 wherein the boronating agent is selected from the group consisting of boric oxide, boric acid, metaboric acid, and boroxine boroxides.
Claim 7
Dependent Claim
12 words
The composition of claim 5 wherein the boronating agent is boric acid.
Claim 8
Dependent Claim
21 words
The composition of claim 1 wherein the oil of lubricating viscosity is selected from mineral and synthetic oils or mixtures thereof.
Claim 9
Dependent Claim
12 words
The composition of claim 7 wherein said oil is a mineral oil.
Claim 10
Dependent Claim
12 words
The composition of claim 7 wherein said oil is a synthetic oil.
Claim 11
Dependent Claim
12 words
The composition of claim 1 wherein said major proportion is a grease.
Claim 12
Dependent Claim
142 words
An improved additive product of reaction suitable for use as a multifunctional antioxidant, antirust, antifatigue, antiwear agent in lubricant compositions consisting of a borate of an amine-containing hindered phenol prepared by boronating both the phenolic hydroxyl group and the amine group of a para-nitrogenous hindered phenol having the below described generalized formula ##STR3## where R 1 and R 2 are the same or different alkyl groups containing from 1 to about 18 carbon atoms, or hydrogen; R3 and R4 are hydrogen or hydrocarbyl, aralkyl, or cycloalkyl groups, containing from 1 to about 20 carbon atoms, R 5 and R 6 are hydrogen, or hydrocarbyl, aralkyl, cycloalkyl, aryl or alkylaryl groups containing from 1 to about 20 carbon atoms, with the proviso that R 1 and R 2 cannot both be hydrogen at the same time and x is 0, 1 or 2.
Claim 13
Dependent Claim
142 words
An improved additive product of reaction suitable for use as a multifunctional antioxidant, antirust, antifatigue, antiwear agent in lubricant compositions consisting of a borate of an amine-containing hindered phenol prepared by boronating both the phenolic hydroxyl group and the amine group of a para-nitrogenous hindered phenol having the below described generalized formula ##STR3## where R 1 and R 2 are the same or different alkyl groups containing from 1 to about 18 carbon atoms, or hydrogen; R3 and R4 are hydrogen or hydrocarbyl, aralkyl, or cycloalkyl groups, containing from 1 to about 20 carbon atoms, R 5 and R 6 are hydrogen, or hydrocarbyl, aralkyl, cycloalkyl, aryl or alkylaryl groups containing from 1 to about 20 carbon atoms, with the proviso that R 1 and R 2 cannot both be hydrogen at the same time and x is 0, 1 or 2.
Claim 14
Dependent Claim
49 words
The product of claim 11 wherein the boronating agent is a compound having the generalized formula (RO).sub.p (BO.sub.2).sub.q ZrY where R, Y, and Z are hydrogen or alkyl groups containing 1 to about 6 carbon atoms, p and r are 0 to 2, and q is 1 to 3.
Claim 15
Dependent Claim
21 words
The product of claim 11 wherein the boronating agent is selected from boric oxide, boric acid, metaboric acid, and boroxine boroxides.
Claim 16
Dependent Claim
12 words
The product of claim 13 wherein the boronating agent is boric acid.
Claim 17
Dependent Claim
10 words
The product of claim 11 wherein said phenol is 2,6-di-tert-butyl-dimethylamino-p-cresol.
Claim 18
Dependent Claim
14 words
The product of claim 11 wherein said phenol is prepared from cocoamine and 2,6-di-tert-butylphenol.
Claim 19
Dependent Claim
35 words
A method of improving the oxidation stability of a composition consisting essentially of oils of lubricating viscosity, or greases prepared therefrom comprising adding minor antioxidant amounts of an additive product as described in claim 11.
Claim 20
Dependent Claim
29 words
The method of claim 17 wherein from about 0.01 to about 10 wt % based on the weight of the total compositions of said additive product is added thereto.
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USPTO Annuity & Maintenance Windows
| Annuity Stage | Window Opens | Payment Deadline | Surcharge Period Until | Estimated Fee | Status |
|---|---|---|---|---|---|
| 3.5 Years (Year 4) | 1995-12-08 | 1996-06-08 | 1996-12-08 | $2000.00 | Window Closed / Lapsed |
| 7.5 Years (Year 8) | 1999-12-08 | 2000-06-08 | 2000-12-08 | $3760.00 | Window Closed / Lapsed |
| 11.5 Years (Year 12) | 2003-12-08 | 2004-06-08 | 2004-12-08 | $7700.00 | Window Closed / Lapsed |