US4090970A
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US
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Antioxidant compositions
Assignee: Mobil Oil AS
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Filing: 1977-04-18
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Granted: 1978-05-23
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Expires: 1997-04-18
Abstract
Abstract Compositions having excellent antioxidant characteristics are provided comprising organic media, normally susceptible to oxidation, e.g., oils of lubricant viscosity or greases prepared therefrom, containing a minor amount sufficient to impart antioxidant properties thereto of a mixture of certain organosulfur containing nickel complexes in combination with aryl amines, hindered phenols, quinones or mixtures thereof.
Inventors
- 👤 Milton Braid
Bibliographic Details
Application Number
—
Jurisdiction
US
Data Source
google_patents
Last Synchronized
2026-11-03 20:11
CPC Classifications
C; C07; C07F; C07F15/00; C07F15/04; C07F15/045; C10; C10M; C10M159/00; C10M159/12; C10M159/18; C10M163/00; C10M2205/00; C10M2205/02; C10M2205/026; C10M2205/028; C10M2207/00; C10M2207/02; C10M2207/023; C10M2207/026; C10M2207/04; C10M2207/08; C10M2207/28; C10M2207/281; C10M2207/282; C10M2207/283; C10M2207/286; C10M2207/34; C10M2209/00; C10M2209/02; C10M2209/10; C10M2209/103; C10M2209/104; C10M2209/105; C10M2211/00; C10M2211/02; C10M2215/00; C10M2215/02; C10M2215/06; C10M2215/064; C10M2215/065; C10M2215/10; C10M2215/102; C10M2219/00; C10M2219/08; C10M2219/082; C10M2219/086; C10M2219/087; C10M2219/089; C10M2219/10; C10M2219/104; C10M2219/108; C10M2223/00; C10M2223/02; C10M2223/04; C10M2223/042; C10M2227/00; C10M2227/02; C10M2227/04; C10M2227/08; C10M2227/081; C10M2229/00; C10M2229/02; C10M2229/04; C10M2229/05; C10N; C10N2010/00; C10N2010/14; C10N2010/16; C10N2040/00; C10N2040/02; C10N2040/08; C10N2050/00; C10N2050/10
Claims Analysis
Total Claims: 46
Claim 1
Independent Claim
101 words
A composition comprising a major proportion of an organic medium normally susceptible to oxidation and a minor proportion sufficient to impart antioxidant properties thereto of a mixture soluble therein consisting essentially of an organosulfur containing nickel complex selected from the group consisting of nickel thiobis-alkylphenolates, nickel thiobis-alkylphenol-phenolates and amine complexes of nickel thiobis-alkylphenolates, wherein the alkyl groups thereof have from 1 to about 30 carbon atoms, in combination with an arylamine, and/or a hindered phenol, and/or a quinone in which the weight ratio of organo nickel complex to arylamine, hindered phenol, or quinone is from about 0.01 - 5.0 to 1.
Claim 2
Dependent Claim
101 words
A composition comprising a major proportion of an organic medium normally susceptible to oxidation and a minor proportion sufficient to impart antioxidant properties thereto of a mixture soluble therein consisting essentially of an organosulfur containing nickel complex selected from the group consisting of nickel thiobis-alkylphenolates, nickel thiobis-alkylphenol-phenolates and amine complexes of nickel thiobis-alkylphenolates, wherein the alkyl groups thereof have from 1 to about 30 carbon atoms, in combination with an arylamine, and/or a hindered phenol, and/or a quinone in which the weight ratio of organo nickel complex to arylamine, hindered phenol, or quinone is from about 0.01 - 5.0 to 1.
Claim 3
Dependent Claim
21 words
The composition of claim 1 wherein the arylamine is selected from the group consisting of aryl, diaryl, triaryl or alkaryl amines.
Claim 4
Dependent Claim
23 words
The composition of claim 2 wherein the arylamine is selected from N-phenyl-1-naphthylamine; N-phenyl-2-naphthylamine; N-(4-t-octylphenyl)-1-naphthylamine; 4,4'thiobis(N-phenyl-1-naphthylamine); 1,1'-thiobis(N-phenyl-2-naphthylamine); 4,4'-di-t-octyldiphenylamine; diphenylamine, 4-decoxydiphenylamine, triphenylamine, dinaphthylamine and phenothiazine.
Claim 5
Dependent Claim
10 words
The composition of claim 3 wherein the arylamine is N-phenyl-1-naphthylamine.
Claim 6
Dependent Claim
10 words
The composition of claim 3 wherein the arylamine is phenothiazine.
Claim 7
Dependent Claim
10 words
The composition of claim 3 wherein the arylamine is 4-decoxydiphenylamine.
Claim 8
Dependent Claim
10 words
The composition of claim 3 wherein the arylamine is 4,4'-di-t-octyldiphenylamine.
Claim 9
Dependent Claim
26 words
The composition of claim 1 wherein the hindered phenol is selected from the group consisting of 2,6-di-t-butyl-p-cresol; 4,4'-methylenebis- (2-6-di-t-butyl-m-cresol); 4,4'butyl idenebis-(6-di-t-butyl-m-cresol); 4,4'-methylenebis(2,6-di-t-butylphenol); 2,6-di-t-butylphenol and 4,4'-butyl lidenebis(2,6-di-t-butylphenol).
Claim 10
Dependent Claim
11 words
The composition of claim 8 wherein the hindered phenol is 4,4'-methylenebis-(2,6-di-t-butylphenol).
Claim 11
Dependent Claim
12 words
The composition of claim 1 wherein the nickel complex is (2,2'-thiobis-(4-tert-octylphenolato))-n-butylamine nickel.
Claim 12
Dependent Claim
13 words
The composition of claim 1 wherein the nickel complex is nickel 2,2'-thiobis(4-t-octyl) phenol-phenolate.
Claim 13
Dependent Claim
13 words
The composition of claim 1 wherein the nickel complex is nickel 2,2'-thiobis(4-t-octyl) phenolate.
Claim 14
Dependent Claim
12 words
The composition of claim 1 wherein the nickel complex is (2,2'-thiobis(4-tert-octylphenolato))aniline nickel.
Claim 15
Dependent Claim
12 words
The composition of claim 1 wherein the nickel complex is (2,2'-thiobis-(4-t-octylphenolato))-n-octylamine nickel.
Claim 16
Dependent Claim
13 words
The composition of claim 1 wherein the nickel complex is (2,2'-thiobis-(4-t-octylphenolato)) pyridine nickel.
Claim 17
Dependent Claim
21 words
The composition of claim 1 wherein the quinone is selected from the group consisting of 2,5-bis-t-octylaminobenzoquinone, 2,5-bis-t-butylaminobenzoquinone, 2-phenylthiobenzoquinone, 2,5-bisphenylthiobenzoquinone, 2,5-bis-4-octylphenylthiobenzoquinone, 2,5-bis-t-octylthiohydroquinone.
Claim 18
Dependent Claim
10 words
The composition of claim 13 wherein the quinone is 2-phenylthiobenzoquinone.
Claim 19
Dependent Claim
10 words
The composition of claim 13 wherein the quinone is 2,5-bis-t-octylaminobenzoquinone.
Claim 20
Dependent Claim
43 words
The composition of claim 1 wherein the organic medium is selected from the group consisting of oils of lubricant viscosity or greases prepared therefrom, fuel oils, hydrocracked oils, hydraulic oils, mineral oils or fractions thereof, automotive oils, gear oils, transmission fluids, or waxes.
Claim 21
Dependent Claim
15 words
The composition of claim 18 wherein the organic medium is an oil of lubricant viscosity.
Claim 22
Dependent Claim
15 words
The composition of claim 20 wherein the oil of lubricant viscosity is a mineral oil.
Claim 23
Dependent Claim
15 words
The composition of claim 20 wherein the oil of lubricant viscosity is a synthetic oil.
Claim 24
Dependent Claim
13 words
The composition of claim 22 wherein the synthetic lubricant has an ester base.
Claim 25
Dependent Claim
12 words
The composition of claim 18 wherein the lubricant composition is a grease.
Claim 26
Dependent Claim
75 words
An antioxidant additive mixture consisting essentially of an organosulfur containing nickel complex selected from the group consisting of nickel thiobis-alkylphenolates, nickel thiobis-alkylphenol-phenolates, amine complexes of nickel thiobis-alkylphenolates wherein the alkyl groups thereof have from 1 to about 30 carbon atoms in combination with an arylamine and/or a hindered phenol and/or quinone in which the weight ratio of organo nickel complex to arylamine and/or hindered phenol or quinone is from about 0.01 - 5.0 to 1.
Claim 27
Dependent Claim
75 words
An antioxidant additive mixture consisting essentially of an organosulfur containing nickel complex selected from the group consisting of nickel thiobis-alkylphenolates, nickel thiobis-alkylphenol-phenolates, amine complexes of nickel thiobis-alkylphenolates wherein the alkyl groups thereof have from 1 to about 30 carbon atoms in combination with an arylamine and/or a hindered phenol and/or quinone in which the weight ratio of organo nickel complex to arylamine and/or hindered phenol or quinone is from about 0.01 - 5.0 to 1.
Claim 28
Dependent Claim
23 words
The mixture of claim 25 wherein the arylamine is selected from N-phenyl-1-naphthylamine; N-phenyl-2-naphthylamine; N-(4'-t-octylphenyl)-1-naphthylamine; 4,4'-thiobis-(N-phenyl-1-naphthylamine); 1,1'-thiobis-(N-phenyl-2-naphthylamine); 4,4'-di-t-octyldiphenylamine; diphenylamine; 4-decoxydiphenylamine; triphenylamine; dinaphthylamine and phenothiazine.
Claim 29
Dependent Claim
10 words
The mixture of claim 26 wherein the arylamine is N-phenyl-1-naphthylamine.
Claim 30
Dependent Claim
10 words
The mixture of claim 26 wherein said arylamine is phenothiazine.
Claim 31
Dependent Claim
10 words
The mixture of claim 26 wherein said arylamine is 4,4'-di-t-octyldiphenylamine.
Claim 32
Dependent Claim
25 words
The mixture of claim 25 wherein the hindered phenol is selected from the group consisting of 2,6-di-t-butyl-p-cresol; 4,4'-methylenebis-(2-6-di-t-butyl-m-cresol); 4,4'buty lidinebis(6-t-butyl-m-cresol); 4,4'-methylenebis(2,6-di-t-butylphenol); 2,6-di-t-butylphenol and 4,4'-buty lidinebis(2,6-di-t-butylphenol).
Claim 33
Dependent Claim
11 words
The mixture of claim 30 wherein the hindered phenol is 4,4'-methylenebis(2,6-di-t-butylphenol).
Claim 34
Dependent Claim
12 words
The mixture of claim 26 wherein the nickel complex is (2,2'-thiobis-(4-tert-octylphenolato))-n-butylamine nickel.
Claim 35
Dependent Claim
13 words
The mixture of claim 26 wherein the nickel complex is nickel 2,2'-thiobis(4-t-octyl) phenol-phenolate.
Claim 36
Dependent Claim
13 words
The mixture of claim 26 wherein the nickel complex is nickel 2,2'-thiobis(4-t-octyl) phenolate.
Claim 37
Dependent Claim
12 words
The mixture of claim 26 wherein the nickel complex is (2,2'-thiobis-(4-t-octylphenolato))-n-octylamine nickel.
Claim 38
Dependent Claim
13 words
The mixture of claim 26 wherein the nickel complex is (2,2'-thiobis-(4-t-octylphenolato)) aniline nickel.
Claim 39
Dependent Claim
38 words
The mixture of claim 25 wherein the amine complex of nickel thiobis-alkylphenolate is (2,2'-thiobis-4-t-octylphenolato))-n-butylamine nickel and the arylamine is selected from the group consisting of N-phenyl-1-naphthylamine; N-phenyl-2-naphthylamine; N-(4-t-octylphenyl)-1-naphthylamine; 4,4'thiobis (N-phenyl-1-naphthylamine); 1,1'-thiobis(N-phenyl-2-naphthylamine); 4,4'-di-t-octyldiphenylamine; diphenylamine, 4-decoxydiphenylamine, triphenylamine, dinaphthylamine and phenothiazine.
Claim 40
Dependent Claim
10 words
The mixture of claim 37 wherein the arylamine is N-(4'-t-octylphenyl)-1-naphthylamine.
Claim 41
Dependent Claim
10 words
The mixture of claim 37 wherein the arylamine is 4,4'-di-t-octyldiphenylamine.
Claim 42
Dependent Claim
10 words
The mixture of claim 37 wherein the arylamine is N-phenyl-1-naphthylamine.
Claim 43
Dependent Claim
10 words
The mixture of claim 37 wherein the arylamine is 4-decoxydiphenylamine.
Claim 44
Dependent Claim
10 words
The mixture of claim 37 wherein the arylamine is phenothiazine.
Claim 45
Dependent Claim
14 words
The mixture of claim 30 wherein the additive combination is (2,2'-thiobis-(4-t-octylphenolato))-n-butylamine nickel and 4,4'-methylenebis-2,6-di-t-butylphenol.
Claim 46
Dependent Claim
39 words
The mixture of claim 25 wherein the nickel complex is selected from the group consisting of nickel 2,2'-thiobis-(4-t-octyl)phenol-phenolate; (2,2'-thiobis-(4-t-octylphenolato))aniline nickel; nickel 2,2'-thiobis-(4-t-octyl) phenolate; and wherein the arylamine is selected from the group consisting of N-phenyl-1-naphthylamine; 4,4'-di-t-octyldiphenylamine; N-(4'-t-octylphenyl)-1-naphthylamine; and phenothiazine.
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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) | 1981-05-22 | 1981-11-21 | 1982-05-23 | $2000.00 | Window Closed / Lapsed |
| 7.5 Years (Year 8) | 1985-05-22 | 1985-11-21 | 1986-05-23 | $3760.00 | Window Closed / Lapsed |
| 11.5 Years (Year 12) | 1989-05-22 | 1989-11-21 | 1990-05-23 | $7700.00 | Window Closed / Lapsed |