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US4390437A Expired / Lapsed US ⏱️ 0.0 years remaining

Lubricant antioxidants

Assignee: Ethyl Corp
•
Filing: 1979-07-20
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Granted: 1983-06-28
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Expires: 1999-07-20
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Abstract

Abstract This invention relates to improved hydrocarbon lubricating oil compositions. More particularly this invention relates to hydrocarbon oil compositions which possess improved oxidation inhibition properties through the presence of a new additive functioning as an antioxidant or as an antioxidant catalyst which acts as a chain terminating species for oxidation reactions.

Inventors

  • 👤 Richard J. Lee
  • 👤 Lynn M. R. Murphy

Bibliographic Details

Application Number —
Jurisdiction US
Data Source google_patents
Last Synchronized 2026-11-01 09:15
CPC Classifications
C; C07; C07D; C07D401/00; C07D401/02; C07D401/12; C07D401/14; C09; C09K; C09K15/00; C09K15/04; C09K15/30; C10; C10M; C10M133/00; C10M133/02; C10M133/38; C10M133/40; C10M2215/00; C10M2215/22; C10M2215/221; C10M2215/225; C10M2215/226; C10M2215/24; C10M2215/30

Claims Analysis

Total Claims: 8
Claim 1
Independent Claim 173 words
A lubricating oil composition resistant to oxidative deterioration comprising a major proportion of hydrocarbon oil and about 0.1% to 10% of an additive having the structure A[(X) m-1 Y] n wherein: (a) A is an antioxidant functional moiety comprising pyridyl phenyl ketimine having the structure ##STR7## wherein R 1 is hydrogen, alkyl, alkenyl, or aryl, and (b) [(X) m-1 Y] n is an oil soluble moiety wherein (1) X is a divalent member connected directly to A and Y respectively, and is selected from the group consisting of succinyl, imine, amino, and dialkyl piperazine succinimide having the structures ##STR8## wherein p and q are whole numbers from 1 to 6, (2) m is a whole number from 1 to 2, (3) Y is a monovalent aliphatic chain of from 12 to 50 carbon atoms whose valence is connected directly to X when m is 2 and directly to A when m is 1, (4) n is a whole number from 1 to 2 and corresponds to the number of free valences in A.
Claim 2
Dependent Claim 173 words
A lubricating oil composition resistant to oxidative deterioration comprising a major proportion of hydrocarbon oil and about 0.1% to 10% of an additive having the structure A[(X) m-1 Y] n wherein: (a) A is an antioxidant functional moiety comprising pyridyl phenyl ketimine having the structure ##STR7## wherein R 1 is hydrogen, alkyl, alkenyl, or aryl, and (b) [(X) m-1 Y] n is an oil soluble moiety wherein (1) X is a divalent member connected directly to A and Y respectively, and is selected from the group consisting of succinyl, imine, amino, and dialkyl piperazine succinimide having the structures ##STR8## wherein p and q are whole numbers from 1 to 6, (2) m is a whole number from 1 to 2, (3) Y is a monovalent aliphatic chain of from 12 to 50 carbon atoms whose valence is connected directly to X when m is 2 and directly to A when m is 1, (4) n is a whole number from 1 to 2 and corresponds to the number of free valences in A.
Claim 3
Dependent Claim 38 words
The composition of claim 1 containing said additive wherein A is a pyridyl phenyl ketimine, X is a dialkyl piperazine succinimide, Y is a C 12 to C 50 olefin polymer, m is 2, and n is 1.
Claim 4
Dependent Claim 17 words
The composition of claim 2 wherein the additive comprises phenyl pyridyl ketimine of NN' diaminopropylpiperazine polybutyl succinimide.
Claim 5
Dependent Claim 223 words
An antioxidant catalyst which functions as a chain terminating species in the chain oxidation reaction that occurs in lubricant compositions under conditions of use comprising an antioxidant additive having the structure A[(X) m-1 Y] n wherein: (a) A is an antioxidant functional moiety selected from the group consisting of: (1) pyridyl phenyl ketimine having the structure ##STR9## wherein R 1 is hydrogen, alkyl, alkenyl, or aryl, and (b) [(X) m-1 Y] n is an oil soluble moiety wherein (1) X is a divalent member connected directly to A and Y respectively, and is selected from the group consisting of succinyl, imine, amino, and dialkyl piperazine succinimide having the structures ##STR10## wherein p and q are whole numbers from 1 to 6, (2) m is a whole number from 1 to 2, (3) Y is a monovalent aliphatic chain of from 12 to 50 carbon atoms whose valence is connected directly to X when m is 2 and directly to A when m is 1, (4) n is a whole number from 1 to 2 and corresponds to the number of free valences in A; whose calculated energy of the nearest unoccupied molecular orbital is greater than or equal to 0.7 and whose corresponding lubricant viscosity requires greater than or equal to 60 hours of use to increase to four times its initial value.
Claim 6
Dependent Claim 223 words
An antioxidant catalyst which functions as a chain terminating species in the chain oxidation reaction that occurs in lubricant compositions under conditions of use comprising an antioxidant additive having the structure A[(X) m-1 Y] n wherein: (a) A is an antioxidant functional moiety selected from the group consisting of: (1) pyridyl phenyl ketimine having the structure ##STR9## wherein R 1 is hydrogen, alkyl, alkenyl, or aryl, and (b) [(X) m-1 Y] n is an oil soluble moiety wherein (1) X is a divalent member connected directly to A and Y respectively, and is selected from the group consisting of succinyl, imine, amino, and dialkyl piperazine succinimide having the structures ##STR10## wherein p and q are whole numbers from 1 to 6, (2) m is a whole number from 1 to 2, (3) Y is a monovalent aliphatic chain of from 12 to 50 carbon atoms whose valence is connected directly to X when m is 2 and directly to A when m is 1, (4) n is a whole number from 1 to 2 and corresponds to the number of free valences in A; whose calculated energy of the nearest unoccupied molecular orbital is greater than or equal to 0.7 and whose corresponding lubricant viscosity requires greater than or equal to 60 hours of use to increase to four times its initial value.
Claim 7
Dependent Claim 36 words
The antioxidant catalyst of claim 4 wherein A is a pyridyl phenyl ketimine, X is a dialkyl piperazine succinimide, Y is a C 12 to C 50 olefin polymer, m is 2, and n is 1.
Claim 8
Dependent Claim 15 words
The antioxidant catalyst of claim 5 comprising phenyl pyridyl ketimine of NN' diaminopropylpiperazine polybutyl succinimide.

References Cited (Backward Citations)

US3655560A Cited

USPTO Annuity & Maintenance Windows

Annuity Stage Window Opens Payment Deadline Surcharge Period Until Estimated Fee Status
3.5 Years (Year 4) 1986-06-27 1986-12-27 1987-06-28 $2000.00 Window Closed / Lapsed
7.5 Years (Year 8) 1990-06-27 1990-12-27 1991-06-28 $3760.00 Window Closed / Lapsed
11.5 Years (Year 12) 1994-06-27 1994-12-27 1995-06-28 $7700.00 Window Closed / Lapsed

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