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US4618436A Expired / Lapsed US ⏱️ 0.0 years remaining

Multifunctional lubricant additives and compositions thereof

Assignee: Mobil Oil AS
•
Filing: 1985-07-01
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Granted: 1986-10-21
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Expires: 2005-07-01
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Abstract

Abstract Borated internal oxazoline acid phosphates provide effective antiwear and friction reducing characteristics for lubricant compositions when incorporated therein.

Inventors

  • 👤 Andrew G. Horodysky

Bibliographic Details

Application Number —
Jurisdiction US
Data Source google_patents
Last Synchronized 2026-11-05 22:24
CPC Classifications
C; C10; C10M; C10M159/00; C10M159/12; C10M159/123; C07; C07F; C07F9/00; C07F9/02; C07F9/547; C07F9/6527; C07F9/653; C10M139/00; C10M2201/00; C10M2201/085; C10M2215/00; C10M2215/22; C10M2215/223; C10M2215/224; C10M2227/00; C10M2227/06; C10M2227/061; C10M2227/062; C10M2227/063; C10M2227/065; C10M2227/066

Claims Analysis

Total Claims: 30
Claim 1
Independent Claim 246 words
A composition comprising a major proportion of an oil of lubricating viscosity or grease prepared therefrom and a minor antiwear or friction reducing proportion of a borated oxazoline derived internal acid phosphate prepared by reacting a hydroxyalkyl hydrocarbyl oxazoline having the following generalized structure with phosphorus pentoxide ##STR7## wherein R is from about C 8 to about C 30 hydrocarbyl or ##STR8## or mixtures thereof and at least one of R 1 , R 2 , R 3 or R 4 is hydroxyalkyl having from 1 to about 6 carbon atoms and the remaining R 1 , R 2 , R 3 and R 4 are independently selected from the group consisting of C 1 to about C 30 hydrocarbyl, C 1 to about C 6 hydroxyalkyl, hydrogen or ##STR9## where R 8 is hydrogen or C 1 to about C 30 hydrocarbyl, or ##STR10## or mixtures thereof and wherein R 5 is from about C 8 to about C 30 hydrocarbyl, R 6 is from about C 1 to about C 6 hydrocarbyl and R 7 is from about C 1 to about C 3 hydrocarbylene, obtaining the corresponding oxazoline-derived internal acid phosphate having the generalized structure ##STR11## wherein at least one of R 9 and R 10 has an oxazoline moiety as described herein and the other R 9 or R 10 is hydroxyl or C 2 to about C 8 hydrocarbyl, and thereafter borating said oxazoline acid phosphate with a suitable borating agent.
Claim 2
Dependent Claim 246 words
A composition comprising a major proportion of an oil of lubricating viscosity or grease prepared therefrom and a minor antiwear or friction reducing proportion of a borated oxazoline derived internal acid phosphate prepared by reacting a hydroxyalkyl hydrocarbyl oxazoline having the following generalized structure with phosphorus pentoxide ##STR7## wherein R is from about C 8 to about C 30 hydrocarbyl or ##STR8## or mixtures thereof and at least one of R 1 , R 2 , R 3 or R 4 is hydroxyalkyl having from 1 to about 6 carbon atoms and the remaining R 1 , R 2 , R 3 and R 4 are independently selected from the group consisting of C 1 to about C 30 hydrocarbyl, C 1 to about C 6 hydroxyalkyl, hydrogen or ##STR9## where R 8 is hydrogen or C 1 to about C 30 hydrocarbyl, or ##STR10## or mixtures thereof and wherein R 5 is from about C 8 to about C 30 hydrocarbyl, R 6 is from about C 1 to about C 6 hydrocarbyl and R 7 is from about C 1 to about C 3 hydrocarbylene, obtaining the corresponding oxazoline-derived internal acid phosphate having the generalized structure ##STR11## wherein at least one of R 9 and R 10 has an oxazoline moiety as described herein and the other R 9 or R 10 is hydroxyl or C 2 to about C 8 hydrocarbyl, and thereafter borating said oxazoline acid phosphate with a suitable borating agent.
Claim 3
Dependent Claim 58 words
The composition of claim 1 wherein the borating agent is selected from the group consisting essentially of (R 11 O) x B(OH) y , boron oxides and metaborates wherein R 11 is from C 1 to about C 16 hydrocarbyl, x is 0 to 3 and y is 0 to 3 with the proviso x+y must equal 3.
Claim 4
Dependent Claim 12 words
The composition of claim 2 wherein the borating agent is boric acid.
Claim 5
Dependent Claim 22 words
The composition of claim 1 wherein R is ##STR12## or mixtures thereof and wherein said substituent is derived from an acyl sarcosine.
Claim 6
Dependent Claim 27 words
The composition of claim 4 wherein said acyl sarcosine is selected from the group consisting essentially of oleoyl, lauroyl, cocoyl, decanoyl, isostearoyl, stearoyl, soyoyl and tallowoyl sarcosines.
Claim 7
Dependent Claim 22 words
The composition of claim 5 wherein said hydroxyalkyl hydrocarbyl oxazoline is prepared by the reaction of oleyl sarcosine with tris (hydroxymethyl) aminomethane.
Claim 8
Dependent Claim 28 words
The composition of claim 1 wherein the reaction is carried out at temperatures of from about 50 to about 110° C. with substantially molar quantities of phosphorous pentoxide.
Claim 9
Dependent Claim 20 words
The composition of claim 7 wherein the reaction is carried out over a period of about ten hours or less.
Claim 10
Dependent Claim 26 words
The composition of claim 1 wherein said major proportion is selected from the group consisting of mineral oils, synthetic oils, mixtures thereof or greases prepared therefrom.
Claim 11
Dependent Claim 13 words
The composition of claim 9 wherein said major proportion is a mineral oil.
Claim 12
Dependent Claim 13 words
The composition of claim 9 wherein said major proportion is a synthetic oil.
Claim 13
Dependent Claim 12 words
The composition of claim 9 wherein said major proportion is a grease.
Claim 14
Dependent Claim 19 words
The composition of claim 1 wherein the borated oxazoline derived acid phosphate is further reacted with a hydrocarbyl amine.
Claim 15
Dependent Claim 212 words
An additive product consisting of an oxazoline derived internal acid phosphate prepared by reacting a hydroxyalkyl hydrocarbyl oxazoline having the following generalized structure with phosphorus pentoxide: ##STR13## wherein R is from about C 8 to about C 30 hydrocarbyl or ##STR14## or mixtures thereof at least one of R 1 , R 2 , R 3 and R 4 is hydroxyalkyl having from 1 to about 6 carbon atoms and the remaining R 1 , R 2 , R 3 and R 4 are independently selected from the group consisting of C 1 to about C 30 hydrocarbyl, C 1 to about C 6 hydroxyalkyl, hydrogen or ##STR15## where R 8 is hydrogen or C 1 to about C 30 hydrocarbyl, or ##STR16## or mixtures thereof and R 5 is from C 8 to about C 30 hydrocarbyl, R 6 is C 1 to about C 6 hydrocarbyl and R 7 is C 1 to about C 3 hydrocarbylene to produce an internal acid phosphate having the following generalized structure ##STR17## wherein at least one of R 9 and R 10 has an oxazoline moiety as described herein and the other R 9 or R 10 is hydroxyl or C 2 to about C 8 hydrocarbyl and thereafter borating said acid phosphate.
Claim 16
Dependent Claim 212 words
An additive product consisting of an oxazoline derived internal acid phosphate prepared by reacting a hydroxyalkyl hydrocarbyl oxazoline having the following generalized structure with phosphorus pentoxide: ##STR13## wherein R is from about C 8 to about C 30 hydrocarbyl or ##STR14## or mixtures thereof at least one of R 1 , R 2 , R 3 and R 4 is hydroxyalkyl having from 1 to about 6 carbon atoms and the remaining R 1 , R 2 , R 3 and R 4 are independently selected from the group consisting of C 1 to about C 30 hydrocarbyl, C 1 to about C 6 hydroxyalkyl, hydrogen or ##STR15## where R 8 is hydrogen or C 1 to about C 30 hydrocarbyl, or ##STR16## or mixtures thereof and R 5 is from C 8 to about C 30 hydrocarbyl, R 6 is C 1 to about C 6 hydrocarbyl and R 7 is C 1 to about C 3 hydrocarbylene to produce an internal acid phosphate having the following generalized structure ##STR17## wherein at least one of R 9 and R 10 has an oxazoline moiety as described herein and the other R 9 or R 10 is hydroxyl or C 2 to about C 8 hydrocarbyl and thereafter borating said acid phosphate.
Claim 17
Dependent Claim 29 words
The additive product of claim 14 wherein the reaction is carried out at temperatures of from about 50 to about 110° C. with substantially molar quantities of phosphorous pentoxide.
Claim 18
Dependent Claim 30 words
The additive product of claim 15 wherein the borated additive product described therein is further reacted with a hydrocarbyl amine to obtain the corresponding borated oxazoline derived acid phosphate amine.
Claim 19
Dependent Claim 62 words
The additive product of claim 16 wherein the borating means or agent is selected from the group consisting essentially of (R 11 O) 3 B(OH) 3 , boron oxides and metaborates wherein R 11 is from C 1 to about C 16 hydrocarbyl, x is 0 to 3 and y is 0 to 3 with the proviso that x+y must equal 3.
Claim 20
Dependent Claim 13 words
The additive product of claim 17 wherein the borating agent is boric acid.
Claim 21
Dependent Claim 23 words
The additive product of claim 14 wherein R is ##STR18## or mixtures thereof and wherein said substituent is derived from an acyl sarcosine.
Claim 22
Dependent Claim 28 words
The additive product of claim 19 wherein said acyl sarcosine is selected from the group consisting essentially of oleoyl, lauroyl, cocoyl, decanoyl, isostearoyl, stearoyl, soyoyl and tallowoyl sarcosines.
Claim 23
Dependent Claim 22 words
The composition of claim 14 wherein said hydroxyalkyl hydrocarbyl oxazoline is prepared by the reaction of oleyl sarcosine with tris (hydroxymethyl) aminomethane.
Claim 24
Dependent Claim 63 words
An additive product prepared by the following generalized reaction: ##STR19## wherein R and R 2 are selected from the group consisting essentially of oleoyl, lauroyl, cocoyl, decanoyl, isostearoyl, stearoyl, soyoyl and tallowoyl sarcosines; and wherein R 11 is C 1 to about C 16 hydrocarbyl; x is 0 to 3, y is 0 to 3 with the proviso that x+y must equal 3.
Claim 25
Dependent Claim 63 words
An additive product prepared by the following generalized reaction: ##STR19## wherein R and R 2 are selected from the group consisting essentially of oleoyl, lauroyl, cocoyl, decanoyl, isostearoyl, stearoyl, soyoyl and tallowoyl sarcosines; and wherein R 11 is C 1 to about C 16 hydrocarbyl; x is 0 to 3, y is 0 to 3 with the proviso that x+y must equal 3.
Claim 26
Dependent Claim 15 words
The additive product prepared as in claim 22 wherein R contains a sarcosine derived substituent.
Claim 27
Dependent Claim 29 words
An additive prepared as in claim 22 which is further reacted with a hydrocarbyl amine or substituted hydrocarbyl amine to produce the corresponding borated oxazoline derived acid phosphate amine.
Claim 28
Dependent Claim 29 words
The product of claim 22 wherein R is an acyl sarcosine substituent derived from the group consisting essentially of oleoyl, lauroyl, cocoyl, decanoyl, isostearoyl, stearoyl, soyoyl and tallowoyl sarcosines.
Claim 29
Dependent Claim 19 words
The product of claim 22 wherein the hydroxyalkyl hydrocarbyl oxazoline is prepared from oleoyl sarcosine and tris (hydroxymethane) aminomethane.
Claim 30
Dependent Claim 24 words
A method of reducing fuel consumption comprising treating the moving parts of an internal combustion engine with a composition as described in claim 1.

References Cited (Backward Citations)

US3030375A Cited
US4116876A Cited
US4162224A Cited
US4557844A Cited

USPTO Annuity & Maintenance Windows

Annuity Stage Window Opens Payment Deadline Surcharge Period Until Estimated Fee Status
3.5 Years (Year 4) 1989-10-20 1990-04-21 1990-10-21 $2000.00 Window Closed / Lapsed
7.5 Years (Year 8) 1993-10-20 1994-04-21 1994-10-21 $3760.00 Window Closed / Lapsed
11.5 Years (Year 12) 1997-10-20 1998-04-21 1998-10-21 $7700.00 Window Closed / Lapsed

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