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US4492640A Expired / Lapsed US ⏱️ 0.0 years remaining

Trihydroxyhydrocarbyl sulfides and lubricants containing same

Assignee: Mobil Oil AS
•
Filing: 1983-02-02
•
Granted: 1985-01-08
•
Expires: 2003-02-02
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Abstract

Abstract The invention provides a compound effective as a friction reducer in lubricants and fuels, thus reducing the consumption of fuel. The compound is a boron derivative of a mixture of alkoxylated alcohols and hydroxysulfides.

Inventors

  • 👤 Andrew G. Horodysky
  • 👤 Joan M. Kaminski

Bibliographic Details

Application Number —
Jurisdiction US
Data Source google_patents
Last Synchronized 2026-11-05 17:03
CPC Classifications
C; C10; C10L; C10L10/00; C10L10/08; C10L1/00; C10L1/10; C10L1/14; C10L1/30; C10L1/301; C10L1/303; C10M; C10M129/00; C10M129/02; C10M129/04; C10M129/06; C10M135/00; C10M135/20; C10M135/22; C10M135/24; C10M139/00; C10M145/00; C10M145/18; C10M145/24; C10M145/26; C10M145/36; C10M159/00; C10M159/12; C10M2207/00; C10M2207/02; C10M2207/021; C10M2207/023; C10M2207/027; C10M2209/00; C10M2209/02; C10M2209/08; C10M2209/084; C10M2209/10; C10M2209/103; C10M2209/108; C10M2215/00; C10M2215/086; C10M2215/24; C10M2215/28; C10M2219/00; C10M2219/04; C10M2219/044; C10M2219/08; C10M2219/082; C10M2219/084; C10M2223/00; C10M2223/02; C10M2223/04; C10M2223/045; C10M2227/00; C10M2227/06; C10M2227/061; C10M2227/062; C10M2227/063; C10M2227/065; C10M2227/066; C10N; C10N2010/00; C10N2010/04; C10N2050/00; C10N2050/10

Claims Analysis

Total Claims: 28
Claim 1
Independent Claim 159 words
A product made by reacting (1) a mixture of an alcohol of the formula R(OR.sup.1).sub.x OH wherein R is a hydrocarbyl group containing 8 to 30 carbon atoms, R 1 is a C 2 to C 4 alkylene group and x is 0 to 10 and a hydroxysulfide of the formula (HO).sub.y R.sup.2 SR.sup.3 (OH).sub.z wherein R 2 is a C 6 to C 30 hydrocarbyl group, R 3 is a C 2 to C 6 alkyl group, the sum of the carbon atoms of R 2 and R 3 being 8 to 36, y and z are 0 to 3, their sum being 3 with (2) a boron compound, the reaction being carried out at from about 90° C. to about 260° C. using the alcohol-hydroxysulfide mixture in a respective molar ratio of from about 4:1 to about 1:4 and sufficient boron compound to provide from about 0.1% to about 10% by weight of boron in said product.
Claim 2
Dependent Claim 159 words
A product made by reacting (1) a mixture of an alcohol of the formula R(OR.sup.1).sub.x OH wherein R is a hydrocarbyl group containing 8 to 30 carbon atoms, R 1 is a C 2 to C 4 alkylene group and x is 0 to 10 and a hydroxysulfide of the formula (HO).sub.y R.sup.2 SR.sup.3 (OH).sub.z wherein R 2 is a C 6 to C 30 hydrocarbyl group, R 3 is a C 2 to C 6 alkyl group, the sum of the carbon atoms of R 2 and R 3 being 8 to 36, y and z are 0 to 3, their sum being 3 with (2) a boron compound, the reaction being carried out at from about 90° C. to about 260° C. using the alcohol-hydroxysulfide mixture in a respective molar ratio of from about 4:1 to about 1:4 and sufficient boron compound to provide from about 0.1% to about 10% by weight of boron in said product.
Claim 3
Dependent Claim 43 words
The product of claim 1 wherein the boron compound is boric oxide or of the formula (R.sup.4 O).sub.a B(OH).sub.b wherein R 4 is a C 1 to C 6 alkyl group, and a and b are 0 to 3, their sum being 3.
Claim 4
Dependent Claim 12 words
The product of claim 2 wherein the boron compound is boric acid.
Claim 5
Dependent Claim 13 words
The product of claim 1 wherein the hydrocarbyl group is an alkyl group.
Claim 6
Dependent Claim 28 words
The product of claim 1 wherein the mixture is of 1-(β-hydroxy) pentadecyl-octadecyl sulfide-2,3-dihydroxypropane and mixed C 12 -C 15 linear alcohols and the boron compound is boric acid.
Claim 7
Dependent Claim 28 words
The product of claim 1 wherein the mixture is of 1-(β-hydroxy) tetradecyl sulfide-2,3-dihydroxypropane and mixed C 12 -C 15 linear alcohols and the boron compound is boric acid.
Claim 8
Dependent Claim 29 words
The product of claim 1 wherein the mixture is of 1-(β-hydroxy) tetradecyl sulfide-2,3-dihydroxypropane and mixed C 12 -C 15 linear triethoxylated alcohols and the boron compound is boric acid.
Claim 9
Dependent Claim 180 words
A lubricant composition comprising a major proportion of a lubricating oil or a grease therefrom and a friction reducing amount of a product made by reacting (1) a mixture of an alcohol of the formula R(OR.sup.1).sub.x OH wherein R is a hydrocarbyl group containing 8 to 30 carbon atoms, R 1 is a C 2 to C 4 alkylene group and x is 0 to 10 and a hydroxysulfide of the formula (HO).sub.y R.sup.2 SR.sup.3 (OH).sub.z wherein R 2 is a C 6 to C 30 hydrocarbyl group, R 3 is a C 2 to C 6 alkyl group, the sum of the carbon atoms of R 2 and R 3 being 8 to 36, y and z are 0 to 3, their sum being 3 with (2) a boron compound, the reaction being carried out at from about 90° C. to about 260° C. using the alcohol-hydroxysulfide mixture in a respective molar ratio of from about 4:1 to about 1:4 and sufficient boron compound to provide from about 0.1% to about 10% by weight of boron in said product.
Claim 10
Dependent Claim 180 words
A lubricant composition comprising a major proportion of a lubricating oil or a grease therefrom and a friction reducing amount of a product made by reacting (1) a mixture of an alcohol of the formula R(OR.sup.1).sub.x OH wherein R is a hydrocarbyl group containing 8 to 30 carbon atoms, R 1 is a C 2 to C 4 alkylene group and x is 0 to 10 and a hydroxysulfide of the formula (HO).sub.y R.sup.2 SR.sup.3 (OH).sub.z wherein R 2 is a C 6 to C 30 hydrocarbyl group, R 3 is a C 2 to C 6 alkyl group, the sum of the carbon atoms of R 2 and R 3 being 8 to 36, y and z are 0 to 3, their sum being 3 with (2) a boron compound, the reaction being carried out at from about 90° C. to about 260° C. using the alcohol-hydroxysulfide mixture in a respective molar ratio of from about 4:1 to about 1:4 and sufficient boron compound to provide from about 0.1% to about 10% by weight of boron in said product.
Claim 11
Dependent Claim 43 words
The composition of claim 8 wherein the boron compound is boric oxide or of the formula (R.sup.4 O).sub.a B(OH).sub.b wherein R 4 is a C 1 to C 6 alkyl group, and a and b are 0 to 3, their sum being 3.
Claim 12
Dependent Claim 12 words
The composition of claim 9 wherein the boron compound is boric acid.
Claim 13
Dependent Claim 13 words
The composition of claim 8 wherein the hydrocarbyl group is an alkyl group.
Claim 14
Dependent Claim 28 words
The composition of claim 8 wherein the mixture is of 1-(β-hydroxy) pentadecyl-octadecyl sulfide-2,3-dihydroxypropane and mixed C 12 -C 15 linear alcohols and the boron compound is boric acid.
Claim 15
Dependent Claim 28 words
The composition of claim 8 wherein the mixture is of 1-(β-hydroxy) tetradecyl sulfide-2,3-dihydroxypropane and mixed C 12 -C 15 linear alcohols and the boron compound is boric acid.
Claim 16
Dependent Claim 29 words
The composition of claim 8 wherein the mixture is of 1-(β-hydroxy) tetradecyl sulfide-2,3-dihydroxypropane and mixed C 12 -C 15 linear triethoxylated alcohols and the boron compound is boric acid.
Claim 17
Dependent Claim 44 words
The composition of claim 8 wherein the lubricant is (1) a mineral lubricating oil, (2) a synthetic lubricating oil or a mixture of synthetic lubricating oils, (3) a mixture of (1) and (2) or (4) a grease from any of (1), (2), and (3).
Claim 18
Dependent Claim 20 words
The composition of claim 15 wherein the lubricant is a synthetic lubricating oil or a mixture of synthetic lubricating oils.
Claim 19
Independent Claim 190 words
A method of reducing fuel consumption in an internal combustion by lubricating said engine with a lubricant composition comprising a major proportion of a lubricant and a friction reducing amount of a product made by reacting (1) a mixture of an alcohol of the formula R(OR.sup.1).sub.x OH wherein R is a hydrocarbyl group containing 8 to 30 carbon atoms, R 1 is a C 2 to C 4 alkylene group and x is 0 to 10 and a hydroxysulfide of the formula (HO).sub.y R.sup.2 SR.sup.3 (OH).sub.z wherein R 2 is a C 6 to C 30 hydrocarbyl group, R 3 is a C 2 to C 6 alkyl group, the sum of the carbon atoms of R 2 and R 3 being 8 to 36, y and z are 0 to 3, their sum being 3 with (2) a boron compound, the reaction being carried out at from about 90° C. to about 260° C. using the alcohol-hydroxysulfide mixture in a respective molar ratio of from about 4:1 to about 1:4 and sufficient boron compound to provide from about 0.1% to about 10% by weight of boron in said product.
Claim 20
Independent Claim 190 words
A method of reducing fuel consumption in an internal combustion by lubricating said engine with a lubricant composition comprising a major proportion of a lubricant and a friction reducing amount of a product made by reacting (1) a mixture of an alcohol of the formula R(OR.sup.1).sub.x OH wherein R is a hydrocarbyl group containing 8 to 30 carbon atoms, R 1 is a C 2 to C 4 alkylene group and x is 0 to 10 and a hydroxysulfide of the formula (HO).sub.y R.sup.2 SR.sup.3 (OH).sub.z wherein R 2 is a C 6 to C 30 hydrocarbyl group, R 3 is a C 2 to C 6 alkyl group, the sum of the carbon atoms of R 2 and R 3 being 8 to 36, y and z are 0 to 3, their sum being 3 with (2) a boron compound, the reaction being carried out at from about 90° C. to about 260° C. using the alcohol-hydroxysulfide mixture in a respective molar ratio of from about 4:1 to about 1:4 and sufficient boron compound to provide from about 0.1% to about 10% by weight of boron in said product.
Claim 21
Dependent Claim 13 words
The method of claim 17 wherein the lubricant is a synthetic lubricating oil.
Claim 22
Dependent Claim 31 words
The method of claim 18 wherein in the product the mixture is of 1-(β-hydroxy) pentadecyl-octadecyl sulfide-2,3-dihydroxypropane and mixed C 12 -C 15 linear alcohols and the boron compound is boric acid.
Claim 23
Dependent Claim 30 words
The method of claim 18 wherein the product the mixture is of 1-(β-hydroxy) tetradecyl sulfide-2,3-dihydroxypropane and mixed C 12 -C 15 linear alcohols and the boron compound is boric acid.
Claim 24
Dependent Claim 31 words
The method of claim 18 wherein the product the mixture is of 1-(β-hydroxy) tetradecyl sulfide-2,3-dihydroxypropane and mixed C 12 -C 15 linear triethoxylated alcohols and the boron compound is boric acid.
Claim 25
Dependent Claim 13 words
The composition of claim 8 having therein other additives comprising a zinc dithiophosphate.
Claim 26
Dependent Claim 13 words
The composition of claim 15 wherein the lubricant is a mineral lubricating oil.
Claim 27
Dependent Claim 14 words
The composition of claim 15 wherein the lubricant is the lubricating oil of (3).
Claim 28
Dependent Claim 13 words
The composition of claim 15 wherein the lubricant is the grease of (4).

References Cited (Backward Citations)

US4031023A Cited
US4250046A Cited
US4384967A Cited
US4394277A Cited

USPTO Annuity & Maintenance Windows

Annuity Stage Window Opens Payment Deadline Surcharge Period Until Estimated Fee Status
3.5 Years (Year 4) 1988-01-08 1988-07-09 1989-01-08 $2000.00 Window Closed / Lapsed
7.5 Years (Year 8) 1992-01-08 1992-07-09 1993-01-08 $3760.00 Window Closed / Lapsed
11.5 Years (Year 12) 1996-01-08 1996-07-09 1997-01-08 $7700.00 Window Closed / Lapsed

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