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US5169547A Expired / Lapsed US ⏱️ 0.0 years remaining

Amine-containing hindered phenolic antioxidant lubricant additives and compositions thereof

Assignee: Mobil Oil AS
•
Filing: 1988-09-29
•
Granted: 1992-12-08
•
Expires: 2008-09-29
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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.

References Cited (Backward Citations)

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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

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