US2243485A - Lubricant - Google Patents

Lubricant Download PDF

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Publication number
US2243485A
US2243485A US261366A US26136639A US2243485A US 2243485 A US2243485 A US 2243485A US 261366 A US261366 A US 261366A US 26136639 A US26136639 A US 26136639A US 2243485 A US2243485 A US 2243485A
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US
United States
Prior art keywords
lubricating
viscosity
mineral oil
small amount
tolylethylenediamine
Prior art date
Legal status (The legal status is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the status listed.)
Expired - Lifetime
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US261366A
Inventor
John M Musselman
Current Assignee (The listed assignees may be inaccurate. Google has not performed a legal analysis and makes no representation or warranty as to the accuracy of the list.)
Standard Oil Co
Original Assignee
Standard Oil Co
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Filing date
Publication date
Application filed by Standard Oil Co filed Critical Standard Oil Co
Priority to US261366A priority Critical patent/US2243485A/en
Application granted granted Critical
Publication of US2243485A publication Critical patent/US2243485A/en
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Classifications

    • CCHEMISTRY; METALLURGY
    • C10PETROLEUM, GAS OR COKE INDUSTRIES; TECHNICAL GASES CONTAINING CARBON MONOXIDE; FUELS; LUBRICANTS; PEAT
    • C10MLUBRICATING COMPOSITIONS; USE OF CHEMICAL SUBSTANCES EITHER ALONE OR AS LUBRICATING INGREDIENTS IN A LUBRICATING COMPOSITION
    • C10M1/00Liquid compositions essentially based on mineral lubricating oils or fatty oils; Their use as lubricants
    • C10M1/08Liquid compositions essentially based on mineral lubricating oils or fatty oils; Their use as lubricants with additives
    • CCHEMISTRY; METALLURGY
    • C10PETROLEUM, GAS OR COKE INDUSTRIES; TECHNICAL GASES CONTAINING CARBON MONOXIDE; FUELS; LUBRICANTS; PEAT
    • C10MLUBRICATING COMPOSITIONS; USE OF CHEMICAL SUBSTANCES EITHER ALONE OR AS LUBRICATING INGREDIENTS IN A LUBRICATING COMPOSITION
    • C10M2215/00Organic non-macromolecular compounds containing nitrogen as ingredients in lubricant compositions
    • C10M2215/02Amines, e.g. polyalkylene polyamines; Quaternary amines
    • C10M2215/06Amines, e.g. polyalkylene polyamines; Quaternary amines having amino groups bound to carbon atoms of six-membered aromatic rings

Definitions

  • an oil as a desired base as, for instance a mineral oil the viscosity of which may be as desired, I incorporate .therewith one compounds of detail more particularly referred to hereinafter.
  • a petroleum stock for example of viscosity of 47 to 200 Saybolt Universal ,at 210 F. may be employed, and with this incorporated a small amount 01'- an aryl amine compound of a fatty acid radical of at least ten carbon atoms or a naphthenic acid, and especially a phenylethylenediaminecompound of the, acid.
  • sdiphenylethylenediamine stearate Preferably as such compounds are sdiphenylethylenediamine stearate, s-diphenylethylenediamine naphthenate, s-diphenylethylenediamine laurate, di-o-tolylethylenediamine stearate, di-o-tolylethylenediamine laurate, etc., these compounds being made by combining molecular proportions of the acid and the base and reacting at moderate temperatures, as for or more 1 soluble in mineral oil, and being of generally rather high boiling points are capable'of maintaining stable mixtures;
  • a mineral oil As a lubricating composition, a mineral oil.
  • a mineral oil of lubricating viscosity and a small amount of a di-o-tolylethylenediamine compound of a carboxylic acid of the group-consisting of fatty acids of at least ten carbon atoms and naphthenic acid As a lubricating composition, a mineral oil of lubricating viscosity and a small amount of a di-o-tolylethylenediamine compound of a carboxylic acid of the group-consisting of fatty acids of at least ten carbon atoms and naphthenic acid.
  • a mineral oil of lubricating viscosity and a small amount s-diphenylethylenediamine naphthenate.
  • a mineral oil of lubricating viscosity and a small amount of s-diphenylethylenediamine stearate.
  • a mineral oil of lubricating viscosity As a lubricating composition, a mineral oil of lubricating viscosity and a small amount of di-o-tolylethylenediamine naphthenate.
  • an oil as a desired base as, for instance a mineral oil the viscosity of which may be as desired, I incorporate therewith one or more compounds of detail more particularly referred to hereinafter.
  • a petroleum stock for example of viscosity of 47 to 200 Saybolt Universal ,at 210 F. may be employed, and with this incorporated a small amount of an aryl amine compound of a fatty acid radical of at least ten carbon atoms or a naphthenic acid, and especially a phenylethylenediamine compound of the acid.
  • Such compounds are sdiphenylethylenediamine stearate, s-diphenylethylenediamine naphthenate, s-diphenylethylenediamine laurate, di-o-tolylethylenediamine naphthenate, di-o-tolylethylenediamine stearate, di-o-tolylethylenediamine laurate, etc., these compounds being made by combining molecular proportions of the acid and the base and reacting at moderate temperatures, as for Application March 11, 1939, Serial No. 261,366
  • a mineral oil As a lubricating composition, a mineral oil.
  • a phenylethylenediamine compound of. a carboxylic acid of the group consisting offatty acids of at least ten carbon atoms and naphthenic acid.
  • a mineral oil of lubricating viscosity and a small amount of a di-o-tolylethylenediamine compound of a carboxylisc acid of the group-consisting of fatty acids of at least ten carbon atoms and naphthenic acid As a lubricating composition, a mineral oil of lubricating viscosity and a small amount of a di-o-tolylethylenediamine compound of a carboxylisc acid of the group-consisting of fatty acids of at least ten carbon atoms and naphthenic acid.
  • a mineral oil of lubricating viscosity and a small amount of s-diphenylethylenediamine naphthenate.
  • a mineral oil of lubricating viscosity and a small amount of s-diphenylethylenediamine stearate.
  • a mineral oil of lubricating viscosity and a small amount of I di-o-tolylethylenediamine 'naphthenate.

Description

naphthenate, di-o-tolylethylenediamine Patented May 27, 1941 UN-l-TED STATES PATENT OFFICE LUBRICANT John M. Mnsselman, Cleveland, Ohio, assignor to The Standard Oil Com corporation of Ohio pany, Cleveland, Ohio, 3.
No Drawing. Application March 11, 1939, F
. a Serial No. 261,366
6 Claims. (01. 252-31) r o It has been proposed already to improve the resistance of mineral lubricating oils against deterioration, by adding certain amines. While in the main productive'of advantageous results, a difliculty arises in that under some circumstances of usage which is quite drastic, particularly by high temperature exposure, such products do not last as long as is desirable. I have found however that particularly durable lubricants maybe prepared, capable of standing up under various drastic usage conditions.
To the accomplishment of the foregoing and related ends, the invention, then comprises the features hereinafter fully described, and particularly pointed out in the claims, the following description setting forth in detail certain illustrative embodiments of the invention, these be ing indicative however, of but a few of the vari:
, ous ways in which the principle of the invention may be employed.
Taln'ng an oil as a desired base, as, for instance a mineral oil the viscosity of which may be as desired, I incorporate .therewith one compounds of detail more particularly referred to hereinafter. Thus, a petroleum stock for example of viscosity of 47 to 200 Saybolt Universal ,at 210 F. may be employed, and with this incorporated a small amount 01'- an aryl amine compound of a fatty acid radical of at least ten carbon atoms or a naphthenic acid, and especially a phenylethylenediaminecompound of the, acid. Preferably as such compounds are sdiphenylethylenediamine stearate, s-diphenylethylenediamine naphthenate, s-diphenylethylenediamine laurate, di-o-tolylethylenediamine stearate, di-o-tolylethylenediamine laurate, etc., these compounds being made by combining molecular proportions of the acid and the base and reacting at moderate temperatures, as for or more 1 soluble in mineral oil, and being of generally rather high boiling points are capable'of maintaining stable mixtures;
As an example: With a Mid-Continent lubrieating stolck having a viscosity of. 300 Saybolt Universal at 100 F., there is incorporated 0.01
Per cent of s-diphenylethylenediamine naphthenate.
As another example: With a similar lubricating stock there is incorporated 0.01 per cent of di-o-tolylethylenediamine stearate.
This application is a continuation, in part and as to common subject matter, of my application Ser. No. 105,747, filed Oct. 15, 1936.
Other modes of. applying the principle of the invention may be employed, change being made as regards the details described, provided the features stated in anyof the following claims, or the equivalent of such, be employed.
l2 therefore particularly point out and distinctly claim as my invention:
1. As a lubricating composition, a mineral oilof lubricating'viscosity and a small amount of an arylethyleneamine compound from the group consisting of phenyl and tolyl derivative with a carboxylic acid of the group consisting of fatty acids of at least ten carbon atoms and naphthenic acid.
2. As a lubricating composition, a mineral oil.
of lubricating viscosity and a small amount of a phenylethylenediamine compound of a carboxylic acid of the group consisting offatty acids of at least ten carbon atoms and naphthenic acid.
3. As a lubricating composition, a mineral oil of lubricating viscosity and a small amount of a di-o-tolylethylenediamine compound of a carboxylic acid of the group-consisting of fatty acids of at least ten carbon atoms and naphthenic acid.
4. As a lubricating composition, a mineral oil of lubricating viscosity and a small amount s-diphenylethylenediamine naphthenate.
5. As a lubricating composition, a mineral oil of lubricating viscosity and a small amount of s-diphenylethylenediamine stearate.
6. As a lubricating composition, a mineral oil of lubricating viscosity and a small amount of di-o-tolylethylenediamine naphthenate.
JOHN M. MUSSELMAN.
Patented May 27, 1941 LUBRICANT John M. Musselmam Cleveland, Ohio, assignor to The Standard Oil Company, Cleveland, Ohio, a
corporation of Ohio No Drawing.
. 6 Claims.
It has been proposed already to improve the resistance of mineral lubricating oils against deterioration, by adding certain amines. While in the main productive of advantageous results, a diflleulty arises in that under some circumstances of usage which is quite drastic, particularly by high temperature exposure, such products do not last as long as is desirable. I have found however that particularly durable lubricants maybe prepared, capable of standing up under various drastic usage conditions.
To the accomplishment of the foregoing and I related ends, the invention, then comprises the features hereinafter fully described, and particularly pointed out in the claims, the following description setting forth in detail certain illustrative embodiments of the invention, these being indicative however, of but a few of the vari ous ways in which the principle of the invention may be employed.
Taking an oil as a desired base, as, for instance a mineral oil the viscosity of which may be as desired, I incorporate therewith one or more compounds of detail more particularly referred to hereinafter. Thus, a petroleum stock for example of viscosity of 47 to 200 Saybolt Universal ,at 210 F. may be employed, and with this incorporated a small amount of an aryl amine compound of a fatty acid radical of at least ten carbon atoms or a naphthenic acid, and especially a phenylethylenediamine compound of the acid. Preferably as such compounds are sdiphenylethylenediamine stearate, s-diphenylethylenediamine naphthenate, s-diphenylethylenediamine laurate, di-o-tolylethylenediamine naphthenate, di-o-tolylethylenediamine stearate, di-o-tolylethylenediamine laurate, etc., these compounds being made by combining molecular proportions of the acid and the base and reacting at moderate temperatures, as for Application March 11, 1939, Serial No. 261,366
soluble in mineral oil, and being of generally rather high boiling points are capable'of maintaining stable mixtures.
As an example: With a Mid-Continent lubrieating stock having a viscosity of. 300 saybolt,
Universal at 100 R, there is incorporated 0.01
per cent of s-diphenylethylenediamine naphthenate. I
As another example: With a similar lubricating stock there is incorporated 0.01 per cent of di-o-tolylethylenediamine stearate.
This application is a continuation, in part and as to common subject matter, of my application Ser. No. 105,747, filed Oct. 15, 1936.
Other modes of. applying the principle of the invention may be employed, change being made as regards the details described, provided the features stated in anyof the following claims, or the equivalent of such, be employed.
1 therefore particularly point out and distinctly claim as my invention:
1. As a lubricating composition, a mineral oil of lubricating'viscosity and a small amount of an arylethyleneamine compound from the group consisting of phenyl and tolyl derivative with a carboxylic acid of the group consisting of fatty acids of at least ten carbon atoms and naphthenic acid.
2. As a lubricating composition, a mineral oil.
of lubricating viscosity and a small amount of a phenylethylenediamine compound of. a carboxylic acid of the group consisting offatty acids of at least ten carbon atoms and naphthenic acid.
3. As a lubricating composition, a mineral oil of lubricating viscosity and a small amount of a di-o-tolylethylenediamine compound of a carboxylisc acid of the group-consisting of fatty acids of at least ten carbon atoms and naphthenic acid.
4. As a lubricating composition, a mineral oil of lubricating viscosity and a small amount of s-diphenylethylenediamine naphthenate.
5. As a lubricating composition, a mineral oil of lubricating viscosity and a small amount of s-diphenylethylenediamine stearate.
6. As a lubricating composition, a mineral oil of lubricating viscosity and a small amount of I di-o-tolylethylenediamine 'naphthenate.
Y JOHN M. MUSSELMAN.
CERTIFICATE OF CORRECTIONo Patent No. 2,2L 5,h85. May 27, 19in.
JOHN M. MUSSELMAN. It is hereby certified that error appears in the printed specification of the above numbered patent requiring correction as follows: Second column, 7 line 25, claim 1, for the word "derivative" read "derivatives"; and that 15; said Letters Patent should be read with this correction therein that the same may conform to the record of the case in the Patent Office.
Signed and sealed this 22nd day of July, A. D. l9lll.
Henry Van Arsdale,
(Seal) Acting Commissioner of Patents.
US261366A 1939-03-11 1939-03-11 Lubricant Expired - Lifetime US2243485A (en)

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Cited By (3)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US2580881A (en) * 1949-05-21 1952-01-01 Du Pont Stabilized petroleum products and stabilizing compositions
US2914417A (en) * 1956-08-07 1959-11-24 Nat Aluminate Corp Treatment of hydrocarbon liquids
US2991249A (en) * 1960-01-12 1961-07-04 Socony Mobil Oil Co Inc Grease composition containing an imidazoline

Cited By (3)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US2580881A (en) * 1949-05-21 1952-01-01 Du Pont Stabilized petroleum products and stabilizing compositions
US2914417A (en) * 1956-08-07 1959-11-24 Nat Aluminate Corp Treatment of hydrocarbon liquids
US2991249A (en) * 1960-01-12 1961-07-04 Socony Mobil Oil Co Inc Grease composition containing an imidazoline

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