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US4115286A Expired / Lapsed US ⏱️ 0.0 years remaining

Lubricant antiwear additives containing sulfur and boron

Assignee: Phillips Petroleum Co
•
Filing: 1977-05-31
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Granted: 1978-09-19
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Expires: 1997-05-31
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Abstract

Abstract Lubricating compositions incorporating therein at least one mercapto-substituted boron-containing compound selected from 2-hydroxy-4-(mercaptohydrocarbyl)-1,3,2-dioxaborolanes and alkylammonium bis[(mercaptohydrocarbyl)ethylenedioxy]borates. Novel 2-hydroxy-4-(mercaptohydrocarbyl)-1,3,2-dioxaborolanes and novel alkylammonium bis[(mercaptohydrocarbyl)ethylenedioxy]borates and methods for preparing these compositions of matter are provided. Alkylammonium bis[(mercaptohydrocarbyl)ethylenedioxy]borates are prepared from an intermediate chemical compound that is a novel hydrogen bis[(mercaptohydrocarbyl)ethylenedioxy]borate for which a method of preparation is also provided.

Inventors

  • 👤 Bernard A. Baldwin
  • 👤 Ralph P. Williams
  • 👤 Raymond Rohde

Bibliographic Details

Application Number —
Jurisdiction US
Data Source google_patents
Last Synchronized 2026-11-05 22:31
CPC Classifications
C; C10; C10M; C10M139/00; C10M2205/00; C10M2205/06; C10M2209/00; C10M2209/02; C10M2209/08; C10M2209/084; C10M2215/00; C10M2215/02; C10M2215/06; C10M2215/064; C10M2215/065; C10M2215/086; C10M2215/24; C10M2215/28; C10M2227/00; C10M2227/06; C10M2227/061; C10M2227/062; C10N; C10N2040/00; C10N2040/08; C10N2040/20; C10N2040/22

Claims Analysis

Total Claims: 33
Claim 1
Independent Claim 35 words
A lubricating composition comprising a major amount of an oil based lubricant and a minor antiwear improving amount of at least one mercapto-substituted boron-containing compound selected from the group consisting of 2-hydroxy-4-(mercaptohydrocarbyl)-1,3,2-dioxaborolanes and alkylammonium bis[(mercaptohydrocarbyl)ethylenedioxy]borates.
Claim 2
Dependent Claim 35 words
A lubricating composition comprising a major amount of an oil based lubricant and a minor antiwear improving amount of at least one mercapto-substituted boron-containing compound selected from the group consisting of 2-hydroxy-4-(mercaptohydrocarbyl)-1,3,2-dioxaborolanes and alkylammonium bis[(mercaptohydrocarbyl)ethylenedioxy]borates.
Claim 3
Dependent Claim 17 words
A lubricating composition of claim 1 wherein said lubricating composition comprises a lubricant based on mineral oil.
Claim 4
Dependent Claim 13 words
A lubricating composition of claim 2 wherein said mercapto-substituted boron-containing compound is 2-hydroxy-4-(mercaptomethyl)-1,3,2-dioxaborolane.
Claim 5
Dependent Claim 14 words
A lubricating composition of claim 2 wherein said mercapto-substituted boron-containing compound is octadecylammonium bis[(mercaptomethyl)-ethylenedioxy]borate.
Claim 6
Dependent Claim 8 words
As a novel composition of matter a 2-hydroxy-4-(mercaptohydrocarbyl)-1,3,2-dioxaborolane.
Claim 7
Dependent Claim 8 words
As a novel composition of matter a 2-hydroxy-4-(mercaptohydrocarbyl)-1,3,2-dioxaborolane.
Claim 8
Dependent Claim 9 words
2-Hydroxy-4-(mercaptomethyl)-1,3,2-dioxaborolane as a composition of matter of claim 5.
Claim 9
Dependent Claim 9 words
As a novel composition of matter an alkylammonium bis[(mercaptohydrocarbyl)ethylenedioxy]borate.
Claim 10
Dependent Claim 9 words
As a novel composition of matter an alkylammonium bis[(mercaptohydrocarbyl)ethylenedioxy]borate.
Claim 11
Dependent Claim 10 words
Octadecylammonium bis[(mercaptomethyl)ethylenedioxy]borate as a composition of matter of claim 7.
Claim 12
Dependent Claim 10 words
As a novel composition of matter a hydrogen bis[(mercaptohydrocarbyl) ethylenedioxy]borate.
Claim 13
Dependent Claim 10 words
As a novel composition of matter a hydrogen bis[(mercaptohydrocarbyl) ethylenedioxy]borate.
Claim 14
Dependent Claim 11 words
Hydrogen bis[(mercaptomethyl)ethylenedioxy]borate as a novel composition of matter of claim 10.
Claim 15
Independent Claim 40 words
A method for improving antiwear properties of an oil based lubricating composition, said method comprising the addition of at least one mercaptosubstituted boron-containing compound selected from the group consisting of 2-hydroxy-4-(mercaptohydrocarbyl)-1,3,2-dioxaborolanes and alkylammonium bis[(mercaptohydrocarbyl)ethylenedioxy]borates to said oil based lubricating composition.
Claim 16
Independent Claim 40 words
A method for improving antiwear properties of an oil based lubricating composition, said method comprising the addition of at least one mercaptosubstituted boron-containing compound selected from the group consisting of 2-hydroxy-4-(mercaptohydrocarbyl)-1,3,2-dioxaborolanes and alkylammonium bis[(mercaptohydrocarbyl)ethylenedioxy]borates to said oil based lubricating composition.
Claim 17
Dependent Claim 12 words
A method of claim 11 wherein said mercapto-substituted boron-containing compound is 2-hydroxy-4-(mercaptomethyl)-1,3,2-dioxaborolane.
Claim 18
Dependent Claim 13 words
A method of claim 11 wherein said mercapto-substituted boron-containing compound is octadecylammonium bis[(mercaptomethyl)ethylenedioxy]-borate.
Claim 19
Independent Claim 25 words
A method for preparing a 2-hydroxy-4-(mercaptohydrocarbyl)-1,3,2dioxaborolane, said method comprising contacting boric acid with a mercapto-substituted vicinal diol in a molar ratio of substantially 1:1. dioxaborolane,
Claim 20
Independent Claim 25 words
A method for preparing a 2-hydroxy-4-(mercaptohydrocarbyl)-1,3,2dioxaborolane, said method comprising contacting boric acid with a mercapto-substituted vicinal diol in a molar ratio of substantially 1:1. dioxaborolane,
Claim 21
Dependent Claim 14 words
A method of claim 14 wherein by-product water is removed from the product mixture.
Claim 22
Dependent Claim 17 words
A method of claim 14 wherein said 2-hydroxy-4-(mercaptohydrocarbyl)-1,3,2-dioxaborolane is 2-hydroxy-4-(mercaptomethyl)-1,3,2-dioxaborolane and said mercapto-substituted vicinal diol is 3-mercapto-1,2-propanediol.
Claim 23
Independent Claim 25 words
A method for preparing a hydrogen bis[mercaptohydrocarbyl)-ethylenedioxy]borate, said method comprising contacting boric acid with a mercapto-substituted vicinal diol in a molar ratio of substantially 0.5:1.
Claim 24
Independent Claim 25 words
A method for preparing a hydrogen bis[mercaptohydrocarbyl)-ethylenedioxy]borate, said method comprising contacting boric acid with a mercapto-substituted vicinal diol in a molar ratio of substantially 0.5:1.
Claim 25
Dependent Claim 14 words
A method of claim 17 wherein by-product water is removed from the product mixture.
Claim 26
Dependent Claim 19 words
A method of claim 17 wherein said hydrogen bis[(mercaptohydrocarbyl)ethylenedioxy]borate is hydrogen bis[(mercaptomethyl)ethylenedioxy]-borate and said mercapto-substituted vicinal diol is 3-mercapto-1,2-propane-diol.
Claim 27
Independent Claim 16 words
A method for preparing alkylammonium bis[(mercaptohydrocarbyl)-ethylenedioxy]borates, said method comprising contacting a hydrogen bis[(mercaptohydrocarbyl)ethylenedioxy]borate with an alkylamine.
Claim 28
Independent Claim 16 words
A method for preparing alkylammonium bis[(mercaptohydrocarbyl)-ethylenedioxy]borates, said method comprising contacting a hydrogen bis[(mercaptohydrocarbyl)ethylenedioxy]borate with an alkylamine.
Claim 29
Dependent Claim 16 words
A method of claim 22 wherein said contacting is in the presence of a hydrocarbon diluent.
Claim 30
Dependent Claim 17 words
A method of claim 21 wherein said hydrocarbon diluent is chosen from among benzene, toluene, and xylene.
Claim 31
Dependent Claim 23 words
A method of claim 20 wherein said alkylammonium bis[(mercaptohydrocarbyl)ethylenedioxy]borate is octadecylammonium bis[(mercaptomethyl)-ethylenedioxy]borate, said hydrogen bis[(mercaptohydrocarbyl]ethylenedioxy]-borate is hydrogen bis[(mercaptomethyl)ethylenedioxy]borate, and said alkylamine is octadecylamine.
Claim 32
Dependent Claim 23 words
A method of claim 19 wherein by-product water is removed by azeotropic distillation after addition of a hydrocarbon diluent to the product mixture.
Claim 33
Dependent Claim 23 words
A method of claim 18 wherein by-product water is removed by azeotropic distillation after addition of a hydrocarbon diluent to the product mixture.

References Cited (Backward Citations)

US2312208A Cited
US3224971A Cited
US3533990A Cited
US3303130A Cited
US3442807A Cited

USPTO Annuity & Maintenance Windows

Annuity Stage Window Opens Payment Deadline Surcharge Period Until Estimated Fee Status
3.5 Years (Year 4) 1981-09-18 1982-03-20 1982-09-19 $2000.00 Window Closed / Lapsed
7.5 Years (Year 8) 1985-09-18 1986-03-20 1986-09-19 $3760.00 Window Closed / Lapsed
11.5 Years (Year 12) 1989-09-18 1990-03-20 1990-09-19 $7700.00 Window Closed / Lapsed

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