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US4943383A Expired / Lapsed US ⏱️ 0.0 years remaining

Novel lubricant epoxides

Assignee: Mobil Oil AS
•
Filing: 1988-06-23
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Granted: 1990-07-24
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Expires: 2008-06-23
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Abstract

Abstract Epoxy functionalized polyalpha-olefin lubricants compositions are prepared with superior properties by epoxidizing the olefinic bond of oligomers prepare by oligomerizing C6-C20 alpha-olefins with reduced valence state chromium catalyst on silica support. The invention encompasses a product of reaction made by epoxidizing C30+ polyalpha-olefin oligomeric hydrocarbon lubricant having a branch ratio of less than 0.19 and pour point below -15 DEG C. in the presence of an epoxidizing amount of an epoxidizing agent wherein said product comprises a mixture of 2-dialkyl oxirane and 1,2-dialkyl oxirane having between an average of C30 and C1000 carbon atoms, said mixture having a branch ratio of less than 0.19 and pour point below -15 DEG C. The invention further encompasses blends and additive compositions of the novel epoxidizing polyalpha-olefins.

Inventors

  • 👤 Noyes L. Avery
  • 👤 Andrew G. Horodysky
  • 👤 Derek A. Law
  • 👤 Leslie R. Rudnick

Bibliographic Details

Application Number —
Jurisdiction US
Data Source google_patents
Last Synchronized 2026-11-04 17:24
CPC Classifications
C; C10; C10M; C10M143/00; C10M143/18; C08; C08F; C08F8/00; C08F8/08; C10M107/00; C10M107/02; C10M107/10; C10M107/18; C10M111/00; C10M111/04; C10M143/08; C10M2205/00; C10M2205/02; C10M2205/028; C10M2205/0285; C10M2205/12; C10M2205/123; C10M2207/00; C10M2207/02; C10M2207/021; C10M2207/022; C10M2207/04; C10M2207/042; C10M2219/00; C10M2219/08; C10M2219/082; C10M2219/084; C10M2221/00; C10M2221/04; C10M2221/041; C10M2223/00; C10M2223/02; C10M2223/04; C10M2223/042; C10M2223/047; C10M2225/00; C10M2225/02; C10M2227/00; C10M2227/06; C10M2227/061; C10N; C10N2020/00; C10N2020/01; C10N2030/00; C10N2030/12; C10N2040/00; C10N2040/08; C10N2040/25; C10N2040/251; C10N2040/255; C10N2040/28

Claims Analysis

Total Claims: 35
Claim 1
Independent Claim 68 words
A product of reaction made by epoxidizing C 30 + polyalpha-olefin oligomeric hydrocarbon lubricant having a branch ratio of less than 0.19 and pour point below -15° C. in the presence of an epoxidizing amount of an epoxidizing agent wherein the product has a weight average molecular weight between 300 and 150,000 number average molecular weight between 300 and 30,000 and molecular weight distribution between 1 and 5.
Claim 2
Dependent Claim 68 words
A product of reaction made by epoxidizing C 30 + polyalpha-olefin oligomeric hydrocarbon lubricant having a branch ratio of less than 0.19 and pour point below -15° C. in the presence of an epoxidizing amount of an epoxidizing agent wherein the product has a weight average molecular weight between 300 and 150,000 number average molecular weight between 300 and 30,000 and molecular weight distribution between 1 and 5.
Claim 3
Dependent Claim 47 words
The product of reaction of claim 1 wherein said product comprises a mixture of 2-dialkyl oxirane and 1,2-dialkyl oxirane having between an average of C 30 and C 1000 carbon atoms, said mixture having a branch ratio of less than 0.19 and pour point below -15° C.
Claim 4
Dependent Claim 16 words
The product of claim 2 wherein said 2-dialkyl oxirane comprises at least 10% of said mixture.
Claim 5
Dependent Claim 19 words
The product of claim 2 wherein the ratio of carbon atoms to oxygen is at least 30 to 1.
Claim 6
Dependent Claim 29 words
The product of claim 2 having a viscosity between 3 cs and 500 cs, VI between 130 and 280 and a pour point between -15° C. and -70° C.
Claim 7
Dependent Claim 12 words
The product of claim 2 wherein said oxirane is C 30 oxirane.
Claim 8
Dependent Claim 45 words
The product of claim 1 wherein said polyalphaolefin comprises the unsaturated oligomeric or co-oligomeric residue of the oligomerization of C 6 -C 20 1-alkene in contact with reduced valence state chromium oxide catalyst on silica support at a temperature between 90° C. and 250° C.
Claim 9
Dependent Claim 62 words
The product of claim 7 wherein said catalyst has been treated by oxidation at a temperature of 200° C. to 900° C. in the presence of an oxidizing gas and then by treatment with a reducing agent at a temperature and for a time sufficient to reduce said catalyst to obtain unsaturated oligomers having a branch ratio of less than about 0.19.
Claim 10
Dependent Claim 33 words
The product of claim 7 wherein said reducing agent is CO, H 2 , NH 3 , H 2 S, CS 2 , CH 3 SCH 3 and CH 3 SSCH 3 .
Claim 11
Dependent Claim 19 words
The product of claim 7 wherein the support is silica having a pore size of at least 40 Angstroms.
Claim 12
Dependent Claim 17 words
The product of claim 6 wherein said 1-alkene is selected from 1-octene, 1-decene, 1-dodecene, and mixtures thereof.
Claim 13
Dependent Claim 10 words
The product of claim 11 wherein said olefin is 1-decene.
Claim 14
Dependent Claim 21 words
The product of claim 1 wherein said epoxidizing agent is an aliphatic or aryl percarboxylic acid, hydrogen peroxide, or mixtures thereof.
Claim 15
Dependent Claim 41 words
A lubricant composition comprising a mixture of 2-dialkyl oxirane and 1,2-dialkyl oxirane having between an average of 30 and 1000 carbon atoms, a branch ratio of less than 0.19, pour point of less than -15° C. and VI above about 130.
Claim 16
Dependent Claim 41 words
A lubricant composition comprising a mixture of 2-dialkyl oxirane and 1,2-dialkyl oxirane having between an average of 30 and 1000 carbon atoms, a branch ratio of less than 0.19, pour point of less than -15° C. and VI above about 130.
Claim 17
Dependent Claim 31 words
The composition of claim 14 having a weight average molecular weight between 300 and 150,000, number average molecular weight between 300 and 30,000 and molecular weight distribution between 1 and 5.
Claim 18
Dependent Claim 29 words
The composition of claim 15 having a viscosity between 3 cs and 500 cs, VI between 130 and 280 and a pour point between -15° C. and -70° C.
Claim 19
Dependent Claim 12 words
The composition of claim 14 wherein said oxirane is C 30 oxirane.
Claim 20
Dependent Claim 19 words
The composition of claim 15 wherein the ratio of carbon atoms to oxygen is at least 30 to 1.
Claim 21
Dependent Claim 27 words
A lubricant composition containing the recurring polymeric structures ##STR4## where m is 3 to 12 and where the combination of n recurring units is 3 to 500.
Claim 22
Dependent Claim 27 words
A lubricant composition containing the recurring polymeric structures ##STR4## where m is 3 to 12 and where the combination of n recurring units is 3 to 500.
Claim 23
Dependent Claim 15 words
The composition of claim 19 where m is seven and the average n is fifteen.
Claim 24
Dependent Claim 20 words
The composition of claim 19 having a viscosity index greater than 130 and a pour point less than -15° C.
Claim 25
Independent Claim 62 words
A method for decreasing wear and reducing friction in an internal combustion engine by lubricating said engine with a friction reducing amount of a product of reaction made by epoxidizing C 30 + polyalpha-olefin oligomeric hydrocarbon lubricant having a branch ratio of less than 0.19 and pour point below -15° C. in the presence of an epoxidizing amount of an epoxidizing agent.
Claim 26
Independent Claim 62 words
A method for decreasing wear and reducing friction in an internal combustion engine by lubricating said engine with a friction reducing amount of a product of reaction made by epoxidizing C 30 + polyalpha-olefin oligomeric hydrocarbon lubricant having a branch ratio of less than 0.19 and pour point below -15° C. in the presence of an epoxidizing amount of an epoxidizing agent.
Claim 27
Dependent Claim 56 words
The method of claim 22 wherein said product has a weight average molecular weight between 300 and 150,000, number average molecular weight between 300 and 30,000, molecular weight distribution between 1 and 5, a viscosity between 3 cs and 500 cs, VI between 130 and 280 and a pour point between -15° C. and -70° C.
Claim 28
Independent Claim 65 words
A method for scavenging water and decreasing corrosion in an internal combustion engine by lubricating said engine with a lubricant containing a water reactive amount of a product of reaction made by epoxidizing C 30 + polyalpha-olefin oligomeric hydrocarbon lubricant having a branch ratio of less than 0.19 and pour point below -15° C. in the presence of an epoxidizing amount of an epoxidizing agent.
Claim 29
Independent Claim 65 words
A method for scavenging water and decreasing corrosion in an internal combustion engine by lubricating said engine with a lubricant containing a water reactive amount of a product of reaction made by epoxidizing C 30 + polyalpha-olefin oligomeric hydrocarbon lubricant having a branch ratio of less than 0.19 and pour point below -15° C. in the presence of an epoxidizing amount of an epoxidizing agent.
Claim 30
Dependent Claim 45 words
The method of claim 23 wherein said polyalpha-olefin comprises the unsaturated oligomeric or co-oligomeric residue of the oligomerization of C 6 -C 20 1-alkene in contact with reduced valence state chromium oxide catalyst on silica support at a temperature between 90° C. and 250° C.
Claim 31
Dependent Claim 82 words
A lubricant mixture having enhanced viscosity index comprising, a lubricant composition comprising a mixture of 2-dialkyl oxirane having between an average of 0.1 to 10 weight percent 30 and 1000 carbon atoms, a branch ratio of less than 0.19, pour point of less than -15° C. and VI above about 130 and; liquid lubricant taken from the group consisting essentially of mineral oil, hydrogenated polyolefins, vinyl polymers, polyflurocarbons, polyethers, polychlorofluorocarbons, polyesters, polycarbonates, polyurethanes, polyacetals, polyamides, polythiols, their copolymers, terepolymers and mixtures thereof.
Claim 32
Dependent Claim 82 words
A lubricant mixture having enhanced viscosity index comprising, a lubricant composition comprising a mixture of 2-dialkyl oxirane having between an average of 0.1 to 10 weight percent 30 and 1000 carbon atoms, a branch ratio of less than 0.19, pour point of less than -15° C. and VI above about 130 and; liquid lubricant taken from the group consisting essentially of mineral oil, hydrogenated polyolefins, vinyl polymers, polyflurocarbons, polyethers, polychlorofluorocarbons, polyesters, polycarbonates, polyurethanes, polyacetals, polyamides, polythiols, their copolymers, terepolymers and mixtures thereof.
Claim 33
Dependent Claim 76 words
The lubricant mixture of claim 26 wherein said mineral oil comprises C 30 + hydrocarbons, said hydrogenated polyolefins comprise polyisobutylene, polypropylene and polyalpha-olefins with a branch ratio greater than 0.19, said vinyl polymers comprise polymethylmethacrylate and polyvinylchloride, said polyflurocarbons comprise polytetrafluoroethylene, said polychloroflurocarbons comprise polychlorofluroethylene, said polyesters comprise polyethyleneterephthalate and polyethyleneadipate, said polycarbonates comprise polybisphenol A carbonate, said polyurethanes comprise polyethylenesuccinoylcarbamate, said polyacetals comprise polyoxymethylene, said polyamides comprise polycaprolactam, said polyethers comprise polyethyleneglycol, and copolymers thereof.
Claim 34
Dependent Claim 45 words
The mixture of claim 26 further comprising between 0.1 and 10 weight percent lubricant additives taken from the group consisting of dispersants, detergents, viscosity index improvers, extreme pressure/antiwear additives, antioxidants, pour depressants, emulsifiers, demulsifiers, corrosion inhibitors, antirust inhibitors, antistaining additives, friction modifiers, and the like.
Claim 35
Dependent Claim 47 words
The composition according to claim 19 further comprising between 0.1 pl and 10 weight percent lubricant additives taken from the group consisting of dispersants, detergents, viscosity index improvers, extreme pressure/antiwear additives, antioxidants, pour depressants, emulsifiers, demulsifiers, corrosion inhibitors, antirust inhibitors, antistaining additives, friction modifiers, and the like.

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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) 1993-07-23 1994-01-22 1994-07-24 $2000.00 Window Closed / Lapsed
7.5 Years (Year 8) 1997-07-23 1998-01-22 1998-07-24 $3760.00 Window Closed / Lapsed
11.5 Years (Year 12) 2001-07-23 2002-01-22 2002-07-24 $7700.00 Window Closed / Lapsed

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