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US4331545A Expired / Lapsed US ⏱️ 0.0 years remaining

Lubricating compositions containing boronated N-alkanol hydrocarbylamide

Assignee: EDWIN COOPER Inc A CORP OF DE
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Filing: 1980-09-29
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Granted: 1982-05-25
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Expires: 2000-09-29
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Abstract

Abstract Friction of internal combustion engines is reduced by adding to the lubricating oil or fuel used in such engine a minor amount of a friction-reducing additive. The additive is the reaction product of a N-alkanol hydrocarbylamide such as N-ethanol oleamide with a boron compound such as boric acid.

Inventors

  • 👤 Andrew G. Papay
  • 👤 Joseph P. O'Brien

Bibliographic Details

Application Number —
Jurisdiction US
Data Source google_patents
Last Synchronized 2026-10-27 18:03
CPC Classifications
C; C10; C10L; C10L10/00; C10L10/08; C10L1/00; C10L1/10; C10L1/14; C10L1/30; C10L1/301; C10L1/303; C10L10/04; C10M; C10M133/00; C10M133/02; C10M133/16; C10M2203/00; C10M2203/06; C10M2205/00; C10M2205/02; C10M2205/028; C10M2205/06; C10M2207/00; C10M2207/28; C10M2207/281; C10M2207/282; C10M2207/283; C10M2207/286; C10M2207/287; C10M2207/289; C10M2207/30; C10M2207/34; C10M2209/00; C10M2209/02; C10M2209/08; C10M2209/084; C10M2215/00; C10M2215/02; C10M2215/04; C10M2215/24; C10M2215/26; C10M2217/00; C10M2217/04; C10M2217/046; C10M2217/06; C10M2219/00; C10M2219/04; C10M2219/044; C10M2219/046; C10M2223/00; C10M2223/02; C10M2223/04; C10M2223/045; C10M2223/06; C10M2223/065; C10M2225/00; C10M2225/04; C10M2225/041; C10M2227/00; C10M2227/06; C10M2227/061; C10N; C10N2010/00; C10N2010/04; C10N2040/00; C10N2040/25; C10N2040/251; C10N2040/255; C10N2040/28; C10N2070/00; C10N2070/02

Claims Analysis

Total Claims: 14
Claim 1
Independent Claim 138 words
A friction-reducing additive effective in reducing friction in internal combustion engines, said additive comprising the product obtained by the process comprising reacting a N-alkanol hydrocarbylamide having the structure: R.sub.1 --CO--NR.sub.2 --R.sub.3 --OH wherein R 1 is an aliphatic hydrocarbon group containing about 12-36 carbon atoms, R 2 is selected from the group consisting of hydrogen and lower alkyl and R 3 is a divalent hydrocarbon group containing 2 carbon atoms, with a boron compound selected from the group consisting of boric acid, esters of boric acid and mixtures of boric acid and alcohol wherein said alcohols are selected from the group consisting of monohydroxy alcohols containing 1 to about 20 carbon atoms, polyhydroxy alcohols containing 2 to about 6 carbon atoms and 2 to about 6 hydroxy groups and polyalkylene glycol containing 2 to about 10 alkyleneoxy groups.
Claim 2
Dependent Claim 138 words
A friction-reducing additive effective in reducing friction in internal combustion engines, said additive comprising the product obtained by the process comprising reacting a N-alkanol hydrocarbylamide having the structure: R.sub.1 --CO--NR.sub.2 --R.sub.3 --OH wherein R 1 is an aliphatic hydrocarbon group containing about 12-36 carbon atoms, R 2 is selected from the group consisting of hydrogen and lower alkyl and R 3 is a divalent hydrocarbon group containing 2 carbon atoms, with a boron compound selected from the group consisting of boric acid, esters of boric acid and mixtures of boric acid and alcohol wherein said alcohols are selected from the group consisting of monohydroxy alcohols containing 1 to about 20 carbon atoms, polyhydroxy alcohols containing 2 to about 6 carbon atoms and 2 to about 6 hydroxy groups and polyalkylene glycol containing 2 to about 10 alkyleneoxy groups.
Claim 3
Dependent Claim 10 words
An additive of claim 1 wherein R 2 is hydrogen.
Claim 4
Dependent Claim 29 words
An additive of claim 2 wherein R 1 --CO-- is derived from oleic acid such that the additive is the reaction product of N-ethanol oleamide with said boron compound.
Claim 5
Dependent Claim 18 words
An additive of claim 3 wherein said boron compound is boric acid or a lower alkyl ester thereof.
Claim 6
Dependent Claim 142 words
Lubricating oil suitable for use in the crankcase of internal combustion engines containing a friction-reducing amount of an oil-soluble product obtained by the process comprising reacting a N-alkanol hydrocarbylamide having the structure: R.sub.1 --CO--NR.sub.2 --R.sub.3 --OH wherein R 1 is an aliphatic hydrocarbon group containing about 12-36 carbon atoms, R 2 is selected from the group consisting of hydrogen and lower alkyl and R 3 is a divalent hydrocarbon group containing 2 carbon atoms, with a boron compound selected from the group consisting of boric acid, esters of boric acid and mixtures of boric acid and alcohol wherein said alcohols are selected from the group consisting of monohydroxy alcohols containing 1 to about 20 carbon atoms, polyhydroxy alcohols containing 2 to about 6 carbon atoms and 2 to about 6 hydroxy groups and polyalkylene glycol containing 2 to about 10 alkyleneoxy groups.
Claim 7
Dependent Claim 142 words
Lubricating oil suitable for use in the crankcase of internal combustion engines containing a friction-reducing amount of an oil-soluble product obtained by the process comprising reacting a N-alkanol hydrocarbylamide having the structure: R.sub.1 --CO--NR.sub.2 --R.sub.3 --OH wherein R 1 is an aliphatic hydrocarbon group containing about 12-36 carbon atoms, R 2 is selected from the group consisting of hydrogen and lower alkyl and R 3 is a divalent hydrocarbon group containing 2 carbon atoms, with a boron compound selected from the group consisting of boric acid, esters of boric acid and mixtures of boric acid and alcohol wherein said alcohols are selected from the group consisting of monohydroxy alcohols containing 1 to about 20 carbon atoms, polyhydroxy alcohols containing 2 to about 6 carbon atoms and 2 to about 6 hydroxy groups and polyalkylene glycol containing 2 to about 10 alkyleneoxy groups.
Claim 8
Dependent Claim 12 words
A lubricating oil composition of claim 5 wherein R 2 is hydrogen.
Claim 9
Dependent Claim 33 words
A lubricating oil composition of claim 6 wherein the group R 1 --CO-- is derived from oleic acid such that said product is the reaction product of N-ethanol oleamide with said boron compound.
Claim 10
Dependent Claim 20 words
A lubricating oil composition of claim 7 wherein said boron compound is boric acid or a lower alkyl ester thereof.
Claim 11
Dependent Claim 25 words
A lubricating oil composition of claim 5 further containing a minor amount sufficient to further reduce friction of a di-C 1-4 alkyl C 12-36 hydrocarbylphosphonate.
Claim 12
Dependent Claim 15 words
A lubricating oil composition of claim 9 wherein said phosphonate is dimethyl C 12-36 hydrocarbylphosphonate.
Claim 13
Dependent Claim 22 words
A lubricating oil composition of claim 10 wherein said oilsoluble product is the reaction product of N-ethanol oleamide with said boron compound.
Claim 14
Dependent Claim 13 words
A lubricating oil composition of claim 11 wherein said phosphonate is dimethyl octadecylphosphonate.

References Cited (Backward Citations)

US3000916A Cited
US3012968A Cited
US3009791A Cited
US3169148A Cited
US3206401A Cited
US3254025A Cited
US4097389A Cited
US4119552A Cited

USPTO Annuity & Maintenance Windows

Annuity Stage Window Opens Payment Deadline Surcharge Period Until Estimated Fee Status
3.5 Years (Year 4) 1985-05-24 1985-11-23 1986-05-25 $2000.00 Window Closed / Lapsed
7.5 Years (Year 8) 1989-05-24 1989-11-23 1990-05-25 $3760.00 Window Closed / Lapsed
11.5 Years (Year 12) 1993-05-24 1993-11-23 1994-05-25 $7700.00 Window Closed / Lapsed

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