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US4031023A Expired / Lapsed US ⏱️ 0.0 years remaining

Lubricating compositions and methods utilizing hydroxy thioethers

Assignee: Lubrizol Corp
•
Filing: 1976-02-19
•
Granted: 1977-06-21
•
Expires: 1996-02-19
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Abstract

Abstract Lubricating compositions comprising a major amount of a lubricating oil and a minor amount of at least one additive of the formula: ##STR1## WHEREIN R is a hydrocarbon-based group of up to about 30 carbon atoms and having a valence of m + q; each R' is independently selected from hydrogen and a hydrocarbon-based group of up to about 20 carbon atoms; x and y are independently from 2 to 5; z is from zero to 5; q is from zero to 4 and m is from 1 to 5 with the proviso that m + q is from 1 to 6, have increased resistance to oxidative degradation and anti-wear properties.

Inventors

  • 👤 Jerry Lee Musser
  • 👤 Frederick William Koch

Bibliographic Details

Application Number —
Jurisdiction US
Data Source google_patents
Last Synchronized 2026-11-05 22:16
CPC Classifications
C; C10; C10M; C10M135/00; C10M135/20; C10M2203/00; C10M2203/02; C10M2203/022; C10M2203/024; C10M2203/04; C10M2203/06; C10M2205/00; C10M2205/02; C10M2205/022; C10M2205/024; C10M2205/026; C10M2205/028; C10M2205/14; C10M2207/00; C10M2207/04; C10M2207/28; C10M2207/281; C10M2207/282; C10M2207/283; C10M2207/286; C10M2207/287; C10M2207/288; C10M2207/289; C10M2207/30; C10M2207/302; C10M2207/304; C10M2207/34; C10M2207/40; C10M2207/402; C10M2207/404; C10M2209/00; C10M2209/02; C10M2209/08; C10M2209/084; C10M2209/10; C10M2209/101; C10M2209/103; C10M2209/104; C10M2209/105; C10M2209/106; C10M2209/108; C10M2209/109; C10M2209/11; C10M2209/111; C10M2209/12; C10M2211/00; C10M2211/06; C10M2211/08; C10M2213/00; C10M2213/02; C10M2213/06; C10M2213/062; C10M2215/00; C10M2215/02; C10M2215/04; C10M2215/042; C10M2215/06; C10M2215/062; C10M2215/08; C10M2215/082; C10M2215/086; C10M2215/22; C10M2215/221; C10M2215/225; C10M2215/226; C10M2215/24; C10M2215/26; C10M2215/28; C10M2215/30; C10M2217/00; C10M2217/02; C10M2217/024; C10M2217/04; C10M2217/042; C10M2217/043; C10M2217/046; C10M2217/06; C10M2219/00; C10M2219/02; C10M2219/022; C10M2219/024; C10M2219/04; C10M2219/044; C10M2219/046; C10M2219/06; C10M2219/062; C10M2219/066; C10M2219/068; C10M2219/08; C10M2219/082; C10M2219/083; C10M2219/084; C10M2219/086; C10M2219/10; C10M2219/102; C10M2219/104; C10M2219/106; C10M2221/00; C10M2221/02; C10M2221/04; C10M2221/043; C10M2223/00; C10M2223/02; C10M2223/04; C10M2223/041; C10M2223/042; C10M2223/045; C10M2223/06; C10M2223/065; C10M2223/12; C10M2225/00; C10M2225/02; C10M2225/04; C10M2225/041; C10M2227/00; C10M2227/02; C10M2227/04; C10M2227/06; C10M2227/061; C10M2227/063; C10M2229/00; C10M2229/02; C10M2229/04; C10M2229/041; C10M2229/042; C10M2229/043; C10M2229/044; C10M2229/05; C10N; C10N2040/00; C10N2040/08; C10N2040/30; C10N2040/32; C10N2040/34; C10N2040/36; C10N2040/38; C10N2040/40; C10N2040/42; C10N2040/44; C10N2040/50; C10N2070/00; C10N2070/02

Claims Analysis

Total Claims: 30
Claim 1
Independent Claim 179 words
A transmission or railroad diesel lubricating composition comprising a major amount of a lubricating oil and a minor amount, sufficient to improve the oxidative stability of the lubricating composition, of one or more additives of the formula: ##STR17## wherein R is a hydrocarbyl or substituted hydrocarbyl containing up to about 30 carbon atoms, wherein the substituents for the substituted hydrocarbyl are selected from the group consisting of halo, nitro, lower alkoxy, lower alkylthio, and ##STR18## and R has a valence of m + q; each R' is independently selected from hydrogen, hydrocarbyl or substituted hydrocarbyl of up to about 20 carbon atoms, wherein the substituents for the substituted hydrocarbyl are selected from the group consisting of halo, nitro, lower alkoxy, lower alkylthio, and ##STR19## x and y are independently an integer of from 2 to 5; z is an integer of from zero to 5; q is an integer of from zero to 4; and m is an integer of from 1 to 5 with the proviso that the sum of m + q is from 1 to 6.
Claim 2
Dependent Claim 179 words
A transmission or railroad diesel lubricating composition comprising a major amount of a lubricating oil and a minor amount, sufficient to improve the oxidative stability of the lubricating composition, of one or more additives of the formula: ##STR17## wherein R is a hydrocarbyl or substituted hydrocarbyl containing up to about 30 carbon atoms, wherein the substituents for the substituted hydrocarbyl are selected from the group consisting of halo, nitro, lower alkoxy, lower alkylthio, and ##STR18## and R has a valence of m + q; each R' is independently selected from hydrogen, hydrocarbyl or substituted hydrocarbyl of up to about 20 carbon atoms, wherein the substituents for the substituted hydrocarbyl are selected from the group consisting of halo, nitro, lower alkoxy, lower alkylthio, and ##STR19## x and y are independently an integer of from 2 to 5; z is an integer of from zero to 5; q is an integer of from zero to 4; and m is an integer of from 1 to 5 with the proviso that the sum of m + q is from 1 to 6.
Claim 3
Dependent Claim 10 words
A composition according to claim 1 wherein q is zero.
Claim 4
Dependent Claim 12 words
A composition according to claim 2 wherein R is a saturated hydrocarbon.
Claim 5
Dependent Claim 12 words
A composition according to claim 3 wherein m is 1 or 2.
Claim 6
Dependent Claim 10 words
A composition according to claim 4 wherein y is 2.
Claim 7
Dependent Claim 12 words
A composition according to claim 5 wherein z is zero or 1.
Claim 8
Dependent Claim 15 words
A composition according to claim 6 wherein each R' is independently hydrogen or lower alkyl.
Claim 9
Dependent Claim 14 words
A composition according to claim 7 wherein x is 2 and z is zero.
Claim 10
Dependent Claim 25 words
A composition according to claim 8 wherein R is an alkyl group of from about 8 to about 16 carbon atoms and m is 1.
Claim 11
Dependent Claim 142 words
An automatic transmission lubricating composition comprising a major amount of a lubricating oil and a minor amount, sufficient to improve the oxidative stability of the lubricating composition, of at least one additive of the formula: ##STR20## wherein R is hydrocarbyl or substituted hydrocarbyl of up to about 30 carbon atoms, wherein the substituents for the substituted hydrocarbyl are selected from the group consisting of halo, nitro, lower alkoxy, lower alkylthio, and ##STR21## and R has a valence of m; each R' is independently selected from hydrogen, hydrocarbyl or substituted hydrocarbyl of up to about 20 carbon atoms, wherein the substituents for the substituted hydrocarbyl are selected from the group consisting of halo, nitro, lower alkoxy, lower alkylthio, and ##STR22## x and y are 2; z is an integer of from zero to 5; and m is an integer of 1 or 2.
Claim 12
Dependent Claim 142 words
An automatic transmission lubricating composition comprising a major amount of a lubricating oil and a minor amount, sufficient to improve the oxidative stability of the lubricating composition, of at least one additive of the formula: ##STR20## wherein R is hydrocarbyl or substituted hydrocarbyl of up to about 30 carbon atoms, wherein the substituents for the substituted hydrocarbyl are selected from the group consisting of halo, nitro, lower alkoxy, lower alkylthio, and ##STR21## and R has a valence of m; each R' is independently selected from hydrogen, hydrocarbyl or substituted hydrocarbyl of up to about 20 carbon atoms, wherein the substituents for the substituted hydrocarbyl are selected from the group consisting of halo, nitro, lower alkoxy, lower alkylthio, and ##STR22## x and y are 2; z is an integer of from zero to 5; and m is an integer of 1 or 2.
Claim 13
Dependent Claim 203 words
In a transmission or railroad diesel lubricating composition comprising a major amount of a lubricating oil and from about 0.01 to about 20% by weight of the total composition of at least one dispersant, the improvement which comprises the incorporation of from about 0.01 to about 20.0% by weight of the total composition of one or more additives of the formula: ##STR23## wherein R is a hydrocarbyl or substituted hydrocarbyl containing up to about 30 carbon atoms, wherein the substituents for the substituted hydrocarbyl are selected from the group consisting of halo, nitro, lower alkoxy, lower alkylthio, and ##STR24## and R has a valence of m + q; each R' is independently selected from hydrogen, hydrocarbyl or substituted hydrocarbyl of up to about 20 carbon atoms, wherein the substituents for the substituted hydrocarbyl are selected from the group consisting of halo, nitro, lower alkoxy, lower alkylthio, and ##STR25## x and y are independently an integer of from 2 to 5; z is an integer of from zero to 5; q is an integer of from zero to 4; and m is an integer of from 1 to 5 with the proviso that the sum of m + q is from 1 to 6.
Claim 14
Dependent Claim 203 words
In a transmission or railroad diesel lubricating composition comprising a major amount of a lubricating oil and from about 0.01 to about 20% by weight of the total composition of at least one dispersant, the improvement which comprises the incorporation of from about 0.01 to about 20.0% by weight of the total composition of one or more additives of the formula: ##STR23## wherein R is a hydrocarbyl or substituted hydrocarbyl containing up to about 30 carbon atoms, wherein the substituents for the substituted hydrocarbyl are selected from the group consisting of halo, nitro, lower alkoxy, lower alkylthio, and ##STR24## and R has a valence of m + q; each R' is independently selected from hydrogen, hydrocarbyl or substituted hydrocarbyl of up to about 20 carbon atoms, wherein the substituents for the substituted hydrocarbyl are selected from the group consisting of halo, nitro, lower alkoxy, lower alkylthio, and ##STR25## x and y are independently an integer of from 2 to 5; z is an integer of from zero to 5; q is an integer of from zero to 4; and m is an integer of from 1 to 5 with the proviso that the sum of m + q is from 1 to 6.
Claim 15
Dependent Claim 54 words
An improved composition according to claim 11 wherein (a) is present in an amount of from about 0.01% to about 10% by weight and (b) is present in an amount of from about 0.01% to about 20% by weight, said percentages being percent by weight based on the total weight of the lubricating composition.
Claim 16
Dependent Claim 53 words
An improved composition according to claim 12 wherein q is zero; R is an alkyl group of from about 8 to about 16 carbon atoms; m is 1; z is zero or 1; each R' is independently selected from the group consisting of hydrogen and lower alkyl; and x and y are 2.
Claim 17
Dependent Claim 82 words
An improved cmposition according to claim 13 wherein the dispersant is selected from the group consisting of i. high molecular weight acylated nitrogen-based dispersants; ii. high molecular weight ester-based dispersants; iii. high molecular weight Mannich-based dispersants; iv. high molecular weight hydrocarbyl amine-based dispersants; v. post-treated products of (i), (ii), (iii) and (iv); vi. interpolymeric dispersants having repeating pendant groups of up to about 24 carbon atoms; vii. mixtures of two or more of any of (i), (ii), (iii), (iv), (v) and (vi).
Claim 18
Dependent Claim 18 words
An improved composition according to claim 14 wherein the dispersant comprises a high molecular weight acylated nitrogen-based dispersant.
Claim 19
Dependent Claim 16 words
An immproved composition according to claim 14 wherein the dispersant comprises high molecular weight ester-based dispersant,
Claim 20
Dependent Claim 18 words
An improved composition according to claim 14 wherein the dispersant comprises a high molecular weight hydrocarbyl amine-based dispersant.
Claim 21
Dependent Claim 17 words
An improved composition according to claim 14 wherein the dispersant comprises a high molecular weight Mannich-based dispersant.
Claim 22
Dependent Claim 17 words
An improved composition according to claim 14 wherein the dispersant comprises a boron-containing high molecular weight dispersant.
Claim 23
Dependent Claim 44 words
An improved composition according to claim 19 wherein the boron-containing dispersant is a high molecular weight acylated nitrogen-based dispersant treated with an amount of a boron compound sufficient to produce at least about 0.1 atomic proportion of boron per mole of acylated nitrogen-based dispersant.
Claim 24
Dependent Claim 175 words
A concentrate, suitable for the preparation of transmission or railroad diesel lubricating compositions, which comprises a substantially inert, normally liquid organic diluent and from about 10% to about 90% of at least one additive of the formula: ##STR26## wherein R is hydrocarbyl or substituted hydrocarbyl containing up to about 30 atoms, wherein the substituents for the substituted hydrocarbyl are selected from the group consisting of halo, nitro, lower alkylthio, and ##STR27## and R has a valence of m + q; each R' is independently selected from hydrogen, hydrocarbyl or substituted hydrocarbyl of up to about 20 carbon atoms, wherein the substituents for the substituted hydrocarbyl are selected from the group consisting of halo, nitro, lower alkoxy, lower alkylthio, and ##STR28## x and y are independently an integer of from 2 to 5; z is an integer of from zero to 5; q is an integer of from zero to 4; and m is an integer of from 1 to 5 with the proviso that the total of m + q is from 1 to 6.
Claim 25
Dependent Claim 175 words
A concentrate, suitable for the preparation of transmission or railroad diesel lubricating compositions, which comprises a substantially inert, normally liquid organic diluent and from about 10% to about 90% of at least one additive of the formula: ##STR26## wherein R is hydrocarbyl or substituted hydrocarbyl containing up to about 30 atoms, wherein the substituents for the substituted hydrocarbyl are selected from the group consisting of halo, nitro, lower alkylthio, and ##STR27## and R has a valence of m + q; each R' is independently selected from hydrogen, hydrocarbyl or substituted hydrocarbyl of up to about 20 carbon atoms, wherein the substituents for the substituted hydrocarbyl are selected from the group consisting of halo, nitro, lower alkoxy, lower alkylthio, and ##STR28## x and y are independently an integer of from 2 to 5; z is an integer of from zero to 5; q is an integer of from zero to 4; and m is an integer of from 1 to 5 with the proviso that the total of m + q is from 1 to 6.
Claim 26
Dependent Claim 41 words
A concentrate as in claim 21 wherein R is a saturated hydrocarbon; m is 1 or 2; x and y are 2; q is zero; z is zero or 1; and each R' is independently selected from hydrogen and lower alkyl.
Claim 27
Dependent Claim 27 words
A concentrate as in claim 21 wherein z is zero; m is 1; and R is an alkyl group of from 8 to about 16 carbon atoms.
Claim 28
Dependent Claim 30 words
A concentrate as in claim 22 which contains from about 10% to about 80% of a dispersant, said percent by weight being based on the total weight of the concentrate.
Claim 29
Independent Claim 195 words
A method of lubrication in transmission or railroad diesel environments which comprises contacting a lubricating surface with an effective amount of a lubricating composition comprising a major amount of a lubricating oil and a minor amount sufficient to improve the oxidative stability of the lubricating composition of at least one additive of the formula: ##STR29## wherein R is hydrocarbyl or substituted hydrocarbyl containing up to about 30 carbon atoms, wherein the substituents for the substituted hydrocarbyl are selected from the group consisting of halo, nitro, lower alkoxy, lower alkylthio, and ##STR30## and R has a valence of m + q; each R' is independently selected from hydrogen, hydrocarbyl or substituted hydrocarbyl of up to about 20 carbon atoms, wherein the substituents for the substituted hydrocarbyl are selected from the group consisting of halo, nitro, lower alkoxy, lower alkylthio, and ##STR31## x and y are independently an integer of from 2 to 5; z is an integer of from zero to 5; q is an integer of from zero to 4; and m is an integer of from 1 to 5 with the proviso that the sum of m + q is from 1 to 6.
Claim 30
Independent Claim 195 words
A method of lubrication in transmission or railroad diesel environments which comprises contacting a lubricating surface with an effective amount of a lubricating composition comprising a major amount of a lubricating oil and a minor amount sufficient to improve the oxidative stability of the lubricating composition of at least one additive of the formula: ##STR29## wherein R is hydrocarbyl or substituted hydrocarbyl containing up to about 30 carbon atoms, wherein the substituents for the substituted hydrocarbyl are selected from the group consisting of halo, nitro, lower alkoxy, lower alkylthio, and ##STR30## and R has a valence of m + q; each R' is independently selected from hydrogen, hydrocarbyl or substituted hydrocarbyl of up to about 20 carbon atoms, wherein the substituents for the substituted hydrocarbyl are selected from the group consisting of halo, nitro, lower alkoxy, lower alkylthio, and ##STR31## x and y are independently an integer of from 2 to 5; z is an integer of from zero to 5; q is an integer of from zero to 4; and m is an integer of from 1 to 5 with the proviso that the sum of m + q is from 1 to 6.

References Cited (Backward Citations)

US2220941A Cited
US2570050A Cited
US2582605A Cited
US2619508A Cited
US2660563A Cited
US2874192A Cited
US2806884A Cited
US3567782A Cited

USPTO Annuity & Maintenance Windows

Annuity Stage Window Opens Payment Deadline Surcharge Period Until Estimated Fee Status
3.5 Years (Year 4) 1980-06-20 1980-12-20 1981-06-21 $2000.00 Window Closed / Lapsed
7.5 Years (Year 8) 1984-06-20 1984-12-20 1985-06-21 $3760.00 Window Closed / Lapsed
11.5 Years (Year 12) 1988-06-20 1988-12-20 1989-06-21 $7700.00 Window Closed / Lapsed

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