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US4402842A Expired / Lapsed US ⏱️ 0.0 years remaining

Friction reducing additives and compositions thereof

Assignee: Mobil Oil AS
•
Filing: 1981-08-07
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Granted: 1983-09-06
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Expires: 2001-08-07
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Abstract

Abstract The invention provides products of reaction formed by reacting an amine, a mercaptan and an aldehyde. The invention also provides liquid fuel and lubricant compositions.

Inventors

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

Bibliographic Details

Application Number —
Jurisdiction US
Data Source google_patents
Last Synchronized 2026-11-05 13:43
CPC Classifications
C; C10; C10L; C10L10/00; C10L10/08; C07; C07C; C07C323/00; C07C323/23; C07C323/24; C07C323/25; C10L1/00; C10L1/10; C10L1/14; C10L1/24; C10L1/2493; C10M; C10M159/00; C10M159/12; C10M2207/00; C10M2207/08; C10M2215/00; C10M2215/02; C10M2215/04; C10M2219/00; C10M2219/08; C10M2219/082; C10M2219/083; C10M2227/00

Claims Analysis

Total Claims: 27
Claim 1
Independent Claim 133 words
A reaction product produced by reacting an alkyl, alkenyl, cycloalkyl or cycloalkenyl mono or diamine having 10 to 30 carbon atoms or a polyamine of the formula RNH(R.sup.1 NH).sub.x H wherein R is hydrogen or a C 1 to C 20 alkyl or alkenyl group, R 1 is a C 2 to C 5 alkylene group and x is 1 to 10, with a mercaptan having the formula R.sup.3 SH wherein R 3 is a hydrocarbyl group containing from 8 to 30 carbon atoms and an aldehyde of the formula R.sup.2 CHO wherein R 2 is hydrogen or a C 1 to C 8 alkyl group, the reaction employing the respective reactants in molar ratios of from about 1:0.5:1 to about 1:1:1 and temperatures of from about 80° C. to about 160° C.
Claim 2
Dependent Claim 133 words
A reaction product produced by reacting an alkyl, alkenyl, cycloalkyl or cycloalkenyl mono or diamine having 10 to 30 carbon atoms or a polyamine of the formula RNH(R.sup.1 NH).sub.x H wherein R is hydrogen or a C 1 to C 20 alkyl or alkenyl group, R 1 is a C 2 to C 5 alkylene group and x is 1 to 10, with a mercaptan having the formula R.sup.3 SH wherein R 3 is a hydrocarbyl group containing from 8 to 30 carbon atoms and an aldehyde of the formula R.sup.2 CHO wherein R 2 is hydrogen or a C 1 to C 8 alkyl group, the reaction employing the respective reactants in molar ratios of from about 1:0.5:1 to about 1:1:1 and temperatures of from about 80° C. to about 160° C.
Claim 3
Dependent Claim 12 words
The reaction product of claim 1 wherein the mercaptan is dodecyl mercaptan.
Claim 4
Dependent Claim 11 words
The reaction product of claim 1 wherein the aldehyde is formaldehyde.
Claim 5
Dependent Claim 15 words
The reaction product of claim 1 wherein the amine is oleylamine, N-oleyl-1,3-propylenediamine, cocoamine or ethylenediamine.
Claim 6
Dependent Claim 21 words
The reaction product of claim 1 wherein the amine is oleylamine, the aldehyde is formaldehyde and the mercaptan is dodecyl mercaptan.
Claim 7
Dependent Claim 21 words
The reaction product of claim 1 wherein the amine is N-oleyl-1,3-propylenediamine, the aldehyde is formaldehyde and the mercaptan is dodecyl mercaptan.
Claim 8
Dependent Claim 21 words
The reaction product of claim 1 wherein the amine is cocoamine, the aldehyde is formaldehyde and the mercaptan is dodecyl mercaptan.
Claim 9
Dependent Claim 21 words
The reaction product of claim 1 wherein the amine is ethylenediamine, the aldehyde is formaldehyde and the mercaptan is dodecyl mercaptan.
Claim 10
Dependent Claim 166 words
A composition comprising a major proportion of an oil of lubricating viscosity, greases prepared from oils of lubricating viscosity, liquid hydrocarbon fuels, alcoholic fuels or mixtures of such fuels and an antifriction amount of the reaction product produced by reacting an alkyl, alkenyl, cycloalkyl or cycloalkenyl mono- or diamine having 10 to 30 carbon atoms or a polyalkylene-polyamine of the formula RNH(R.sup.1 NH)xH wherein R is hydrogen or a C 1 to C 20 alkyl or alkenyl group, R 1 is a C 2 to C 5 alkenyl group and x is 1 to 10, with a mercaptan having the formula R.sup.3 SH wherein R 3 is a hydrocarbyl group containing from 8 to 30 carbon atoms and an aldehyde having the formula R.sup.2 CHO wherein R 2 is hydrogen or a C 1 to C 8 alkyl group, the reaction employing the respective reactants in molar ratios of from about 1:0.5:1 to about 1:1:1 and temperatures of from about 80° C. to about 160° C.
Claim 11
Dependent Claim 166 words
A composition comprising a major proportion of an oil of lubricating viscosity, greases prepared from oils of lubricating viscosity, liquid hydrocarbon fuels, alcoholic fuels or mixtures of such fuels and an antifriction amount of the reaction product produced by reacting an alkyl, alkenyl, cycloalkyl or cycloalkenyl mono- or diamine having 10 to 30 carbon atoms or a polyalkylene-polyamine of the formula RNH(R.sup.1 NH)xH wherein R is hydrogen or a C 1 to C 20 alkyl or alkenyl group, R 1 is a C 2 to C 5 alkenyl group and x is 1 to 10, with a mercaptan having the formula R.sup.3 SH wherein R 3 is a hydrocarbyl group containing from 8 to 30 carbon atoms and an aldehyde having the formula R.sup.2 CHO wherein R 2 is hydrogen or a C 1 to C 8 alkyl group, the reaction employing the respective reactants in molar ratios of from about 1:0.5:1 to about 1:1:1 and temperatures of from about 80° C. to about 160° C.
Claim 12
Dependent Claim 17 words
The composition of claim 9 wherein in preparing the reaction product, the mercaptan used is dodecyl mercaptan.
Claim 13
Dependent Claim 16 words
The composition of claim 9 wherein in preparing the reaction product, the aldehyde used is formaldehyde.
Claim 14
Dependent Claim 19 words
The composition of claim 9 wherein in preparing the reaction product, the amine is oleylamine, N-oleyl-1,3-propylenediamine, cocoamine or ethylenediamine.
Claim 15
Dependent Claim 24 words
The composition of claim 9 wherein in preparing the reaction product, the amine, aldehyde and mercaptan used are, respectively, oleylamine, formaldehyde and dodecyl mercaptan.
Claim 16
Dependent Claim 24 words
The composition of claim 9 wherein in preparing the reaction product, the amine, aldehyde and mercaptan used are, respectively, N-oleyl-1,3-propylenediamine, formaldehyde and dodecyl mercaptan.
Claim 17
Dependent Claim 24 words
The composition of claim 9 wherein in preparing the reaction product, the amine, aldehyde and mercaptan used are, respectively, cocoamine, formaldehyde and dodecyl mercaptan.
Claim 18
Dependent Claim 24 words
The composition of claim 9 wherein in preparing the reaction product, the amine, aldehyde and mercaptan used are, respectively, ethylenediamine, formaldehyde and dodecyl mercaptan.
Claim 19
Dependent Claim 27 words
The composition of claim 9 wherein the lubricant is a mineral oil, a synthetic oil, mixtures of such oils or a grease made from any of them.
Claim 20
Dependent Claim 12 words
The composition of claim 17 wherein the lubricant is a mineral oil.
Claim 21
Dependent Claim 12 words
The composition of claim 17 wherein the lubricant is a synthetic oil.
Claim 22
Dependent Claim 16 words
The composition of claim 17 wherein the lubricant is a mixture of synthetic and mineral oils.
Claim 23
Dependent Claim 11 words
The composition of claim 17 wherein the lubricant is a grease.
Claim 24
Dependent Claim 19 words
The composition of claim 12 wherein the liquid fuel is a liquid hydrocarbon or alcohol fuel, or mixtures thereof.
Claim 25
Dependent Claim 15 words
The composition of claim 22 wherein the liquid hydrocarbon fuel is gasoline or fuel oil.
Claim 26
Dependent Claim 13 words
The composition of claim 22 wherein the alcohol fuel is ethanol or methanol.
Claim 27
Dependent Claim 19 words
The composition of claim 22 wherein the fuel is a mixture of the liquid hydrocarbon fuel and alcohol fuel.

References Cited (Backward Citations)

US2281521A Cited
US2290316A Cited
US2528092A Cited
US2763616A Cited
US2703784A Cited
GB811860A Cited
US2971909A Cited
US3399041A Cited

USPTO Annuity & Maintenance Windows

Annuity Stage Window Opens Payment Deadline Surcharge Period Until Estimated Fee Status
3.5 Years (Year 4) 1986-09-05 1987-03-07 1987-09-06 $2000.00 Window Closed / Lapsed
7.5 Years (Year 8) 1990-09-05 1991-03-07 1991-09-06 $3760.00 Window Closed / Lapsed
11.5 Years (Year 12) 1994-09-05 1995-03-07 1995-09-06 $7700.00 Window Closed / Lapsed

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