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US2383916A - Lubricants - Google Patents

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Publication number
US2383916A
US2383916A US450287A US45028742A US2383916A US 2383916 A US2383916 A US 2383916A US 450287 A US450287 A US 450287A US 45028742 A US45028742 A US 45028742A US 2383916 A US2383916 A US 2383916A
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United States
Prior art keywords
lactates
lubricant
extreme pressure
lactate
lubricants
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
Application number
US450287A
Inventor
John D Morgan
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.)
Cities Service Oil Co
Original Assignee
Cities Service Oil Co
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Filing date
Publication date
Application filed by Cities Service Oil Co filed Critical Cities Service Oil Co
Priority to US450287A priority Critical patent/US2383916A/en
Priority to US519649A priority patent/US2383917A/en
Application granted granted Critical
Publication of US2383916A publication Critical patent/US2383916A/en
Anticipated expiration legal-status Critical
Expired - Lifetime legal-status Critical Current

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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
    • C10M3/00Liquid compositions essentially based on lubricating components other than mineral lubricating oils or fatty oils and their use as lubricants; Use as lubricants of single liquid substances
    • 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
    • C10M2207/00Organic non-macromolecular hydrocarbon compounds containing hydrogen, carbon and oxygen as ingredients in lubricant compositions
    • C10M2207/10Carboxylix acids; Neutral salts thereof
    • C10M2207/12Carboxylix acids; Neutral salts thereof having carboxyl groups bound to acyclic or cycloaliphatic carbon atoms
    • C10M2207/125Carboxylix acids; Neutral salts thereof having carboxyl groups bound to acyclic or cycloaliphatic carbon atoms having hydrocarbon chains of eight up to twenty-nine carbon atoms, i.e. fatty acids
    • 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
    • C10M2207/00Organic non-macromolecular hydrocarbon compounds containing hydrogen, carbon and oxygen as ingredients in lubricant compositions
    • C10M2207/10Carboxylix acids; Neutral salts thereof
    • C10M2207/12Carboxylix acids; Neutral salts thereof having carboxyl groups bound to acyclic or cycloaliphatic carbon atoms
    • C10M2207/129Carboxylix acids; Neutral salts thereof having carboxyl groups bound to acyclic or cycloaliphatic carbon atoms having hydrocarbon chains of thirty or more carbon atoms
    • 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
    • C10M2207/00Organic non-macromolecular hydrocarbon compounds containing hydrogen, carbon and oxygen as ingredients in lubricant compositions
    • C10M2207/28Esters
    • C10M2207/281Esters of (cyclo)aliphatic monocarboxylic acids
    • 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
    • C10M2207/00Organic non-macromolecular hydrocarbon compounds containing hydrogen, carbon and oxygen as ingredients in lubricant compositions
    • C10M2207/28Esters
    • C10M2207/282Esters of (cyclo)aliphatic oolycarboxylic acids
    • 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
    • C10M2207/00Organic non-macromolecular hydrocarbon compounds containing hydrogen, carbon and oxygen as ingredients in lubricant compositions
    • C10M2207/28Esters
    • C10M2207/283Esters of polyhydroxy compounds
    • 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
    • C10M2207/00Organic non-macromolecular hydrocarbon compounds containing hydrogen, carbon and oxygen as ingredients in lubricant compositions
    • C10M2207/28Esters
    • C10M2207/286Esters of polymerised unsaturated acids
    • 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
    • C10M2207/00Organic non-macromolecular hydrocarbon compounds containing hydrogen, carbon and oxygen as ingredients in lubricant compositions
    • C10M2207/28Esters
    • C10M2207/287Partial esters
    • 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
    • C10M2211/00Organic non-macromolecular compounds containing halogen as ingredients in lubricant compositions
    • C10M2211/04Organic non-macromolecular compounds containing halogen as ingredients in lubricant compositions containing carbon, hydrogen, halogen, and oxygen
    • C10M2211/044Acids; Salts or esters thereof
    • 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
    • C10M2211/00Organic non-macromolecular compounds containing halogen as ingredients in lubricant compositions
    • C10M2211/06Perfluorinated compounds
    • 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
    • C10M2219/00Organic non-macromolecular compounds containing sulfur, selenium or tellurium as ingredients in lubricant compositions
    • C10M2219/08Thiols; Sulfides; Polysulfides; Mercaptals
    • C10M2219/082Thiols; Sulfides; Polysulfides; Mercaptals containing sulfur atoms bound to acyclic or cycloaliphatic carbon atoms
    • C10M2219/087Thiols; Sulfides; Polysulfides; Mercaptals containing sulfur atoms bound to acyclic or cycloaliphatic carbon atoms containing hydroxy groups; Derivatives thereof, e.g. sulfurised phenols
    • 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
    • C10M2219/00Organic non-macromolecular compounds containing sulfur, selenium or tellurium as ingredients in lubricant compositions
    • C10M2219/08Thiols; Sulfides; Polysulfides; Mercaptals
    • C10M2219/082Thiols; Sulfides; Polysulfides; Mercaptals containing sulfur atoms bound to acyclic or cycloaliphatic carbon atoms
    • C10M2219/087Thiols; Sulfides; Polysulfides; Mercaptals containing sulfur atoms bound to acyclic or cycloaliphatic carbon atoms containing hydroxy groups; Derivatives thereof, e.g. sulfurised phenols
    • C10M2219/088Neutral salts
    • 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
    • C10M2219/00Organic non-macromolecular compounds containing sulfur, selenium or tellurium as ingredients in lubricant compositions
    • C10M2219/08Thiols; Sulfides; Polysulfides; Mercaptals
    • C10M2219/082Thiols; Sulfides; Polysulfides; Mercaptals containing sulfur atoms bound to acyclic or cycloaliphatic carbon atoms
    • C10M2219/087Thiols; Sulfides; Polysulfides; Mercaptals containing sulfur atoms bound to acyclic or cycloaliphatic carbon atoms containing hydroxy groups; Derivatives thereof, e.g. sulfurised phenols
    • C10M2219/089Overbased salts
    • 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
    • C10M2223/00Organic non-macromolecular compounds containing phosphorus as ingredients in lubricant compositions
    • C10M2223/02Organic non-macromolecular compounds containing phosphorus as ingredients in lubricant compositions having no phosphorus-to-carbon bonds
    • C10M2223/04Phosphate esters
    • C10M2223/041Triaryl phosphates
    • CCHEMISTRY; METALLURGY
    • C10PETROLEUM, GAS OR COKE INDUSTRIES; TECHNICAL GASES CONTAINING CARBON MONOXIDE; FUELS; LUBRICANTS; PEAT
    • C10NINDEXING SCHEME ASSOCIATED WITH SUBCLASS C10M RELATING TO LUBRICATING COMPOSITIONS
    • C10N2010/00Metal present as such or in compounds
    • C10N2010/02Groups 1 or 11
    • CCHEMISTRY; METALLURGY
    • C10PETROLEUM, GAS OR COKE INDUSTRIES; TECHNICAL GASES CONTAINING CARBON MONOXIDE; FUELS; LUBRICANTS; PEAT
    • C10NINDEXING SCHEME ASSOCIATED WITH SUBCLASS C10M RELATING TO LUBRICATING COMPOSITIONS
    • C10N2010/00Metal present as such or in compounds
    • C10N2010/08Groups 4 or 14
    • CCHEMISTRY; METALLURGY
    • C10PETROLEUM, GAS OR COKE INDUSTRIES; TECHNICAL GASES CONTAINING CARBON MONOXIDE; FUELS; LUBRICANTS; PEAT
    • C10NINDEXING SCHEME ASSOCIATED WITH SUBCLASS C10M RELATING TO LUBRICATING COMPOSITIONS
    • C10N2050/00Form in which the lubricant is applied to the material being lubricated
    • C10N2050/10Form in which the lubricant is applied to the material being lubricated semi-solid; greasy

Definitions

  • This invention relates to lubricants which are 4 more particularly adapted for low temperature lubrication.
  • a lubricant which is effective for lubrication in this temperature range should have a comparatively uniform viscosity throughout this temperature range.
  • the primary object of the present invention is to provide a lubricant and method of lubrication which are effective in a temperature range of -50 F. to 200 F.
  • Another object of the invention is to provide a lubricant which is stable and non-corrosive and which is capable of withstanding high bearing Pressures.
  • alkyl lactates have physical characteristics whichladapt them for lubrication in a range of from 50 F.- to 200 F.
  • the lactates which are more particularly adapted as lubricants are the alkyl lactates which are esters of a-hydroxypropionic acid or lactic acid.
  • alkyl lactates particularly adapted for lubricants, have the following physical properties:
  • alkyl lactates are oily liquids and have the 40 following viscosities:
  • alkyl lactates above mentioned have good lubricating values, that is they have better lubricating values than the regular petroleum lubricating spindle oil having a viscosity of 200 at F. If 3.2%, for example, of ethyl lactate is added to the spindle oil, the load-carrying capacity of the oil will be increased 20%.
  • the ethyl and butyl lactates are well adapted for the manufacture of greases. These lactates with approximately 6% of sodium soap will form a grease that is stable and will not bleed. Preferably the lactate contains 1% of the extreme pressure additive to make the grease an extreme.
  • the soap preferably is sodium stearate, although it has been found that; sodium oleate or sodium palmitate, or any of the sodium soaps of the fatty acids are adapted for making greases with the ethyl and butyl lactates.
  • Such a grease may consist of approximately 93% of one of these lactates, approximately 6% of sodium stearate, and approximately 1% of an extreme pressure agent.
  • lactates are neutral and non-corrosive in the metal bearings in which they have been employed and will elfectively adhere to the bearings through the temperature range of 40 F. to 200 F.
  • Polane is a product sold by the Patent Chemicals Company and is understood to be an ester of a fatty acid or a chlorinated ester of a fatty acid, such as ethyl laurate or chlormethyl stearate.
  • Santolube #261 is manufactured by Monsanto Chemical Company and defined as a metallic derivative of an alkyiated carboxylic acid containing compounds of tin and sulIur. The ma cresyl'phosphite referred to above is described in the patent to Engelke- No.
  • a lubricant consisting essentially of ethyl lactate having approximately 1% of an extreme pressure addition agent dissolved therein.
  • a lubricant comprising ethyl lactate 93%, sodium stearate 6%, tricresyl phos'phite 1%.
  • a lubricant comprising ethyl lactate 93 percent, sodium stearate 6 percent, and an extreme pressure addition agent 1 percent.
  • a lubricant consisting essentially of a liquid allryl lactate having an extreme pressure agent dissolved therein in sufficient proportion to impart extreme pressure properties to the lubricant.
  • a lubricant consisting of approximately 6% oi? sodium stearate, the remainder of the lubricant consisting essentially of ethyl lactate.

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  • Chemical & Material Sciences (AREA)
  • Chemical Kinetics & Catalysis (AREA)
  • General Chemical & Material Sciences (AREA)
  • Oil, Petroleum & Natural Gas (AREA)
  • Organic Chemistry (AREA)
  • Lubricants (AREA)

Description

Patented Aug. 28, 1945 wail-f UNITED PATENT o rricizl LUBRIOANTs Johan. Morgan, South Oran e, N'. 3., a'ss'ign'oi' tof' v V Cities Service Oil'Company, Newt "York,
corporation of Pennsylvania 1 I Np Drawing. Application July 9, "19 42,
Serial No. 450.287, v I
This invention relates to lubricants which are 4 more particularly adapted for low temperature lubrication.
Many machines, such as the aeroplane, truck and automobile, operate in atmospheres which 5 may range in temperature from 50 F. to 200 F. A lubricant which is effective for lubrication in this temperature range should have a comparatively uniform viscosity throughout this temperature range.
The primary object of the present invention is to provide a lubricant and method of lubrication which are effective in a temperature range of -50 F. to 200 F.
Another object of the invention is to provide a lubricant which is stable and non-corrosive and which is capable of withstanding high bearing Pressures.
With these and other objects in View the invention consists in the lubricant and method of lubricating hereinafter described and particularly defined in the claims.
I have discovered that the alkyl lactates have physical characteristics whichladapt them for lubrication in a range of from 50 F.- to 200 F. The lactates which are more particularly adapted as lubricants are the alkyl lactates which are esters of a-hydroxypropionic acid or lactic acid.
The alkyl lactates, particularly adapted for lubricants, have the following physical properties:
Boiling Flash Melting point point point F. F. F. Ethyl lactate 311 129 But-y! lactate 370 160 Isohutyl l \ctute 350-390 l .5
These alkyl lactates are oily liquids and have the 40 following viscosities:
be seen that allofthese lactates have apparently uniform viscositythroughout the range of 40 F. to 200 F.
All of the alkyl lactates above mentioned have good lubricating values, that is they have better lubricating values than the regular petroleum lubricating spindle oil having a viscosity of 200 at F. If 3.2%, for example, of ethyl lactate is added to the spindle oil, the load-carrying capacity of the oil will be increased 20%.
By adding one of the well known extreme pressure addition agents to any of these alkyl lactates the load-carrying capacity of the lactate will be raised to a point where it will carry very high bearing pressures. For example with an extreme pressure 4-ball testing machine ethyl lactate would seize at 450 lbs. pressure. By the addition of 1% of Polane, the ester would not seize at 1000 lbs. pressure. It has been found that if 1% of Polane or tricresyl phosphite, or Santolube #261 is added to any of the alkyl lactates the load-carrying capacity would be raised to the point where they would not seize in the 4-ball testing machine at a pressure of 1000 lbs.
The ethyl and butyl lactates are well adapted for the manufacture of greases. These lactates with approximately 6% of sodium soap will form a grease that is stable and will not bleed. Preferably the lactate contains 1% of the extreme pressure additive to make the grease an extreme.
pressure carrying grease. The soap preferably is sodium stearate, although it has been found that; sodium oleate or sodium palmitate, or any of the sodium soaps of the fatty acids are adapted for making greases with the ethyl and butyl lactates. Such a grease may consist of approximately 93% of one of these lactates, approximately 6% of sodium stearate, and approximately 1% of an extreme pressure agent.
These lactates are neutral and non-corrosive in the metal bearings in which they have been employed and will elfectively adhere to the bearings through the temperature range of 40 F. to 200 F.
Most of the commonly used extreme pressure addition agents are soluble in the lactates and impart load-carrying capacities to the lactates. Polane is a product sold by the Patent Chemicals Company and is understood to be an ester of a fatty acid or a chlorinated ester of a fatty acid, such as ethyl laurate or chlormethyl stearate. Santolube #261 is manufactured by Monsanto Chemical Company and defined as a metallic derivative of an alkyiated carboxylic acid containing compounds of tin and sulIur. The ma cresyl'phosphite referred to above is described in the patent to Engelke- No. 2,260,303 granted October 28, 1941, and is described as a tricresyl phosphite, or a mixture of tricresyl phosphite and tricresyl phosphate. lhe above addition agents also; act as oiliness and anticorrosion aae Certain subject-matter disclosed herein is claimed in divisional application Serial N0. 519,649, filed January 25, 1944.
The preferred form of the invention been thus described, 'what is claimed as new is:
l. A lubricant consisting essentially of ethyl lactate having approximately 1% of an extreme pressure addition agent dissolved therein.
2. A lubricant comprising ethyl lactate 93%, sodium stearate 6%, tricresyl phos'phite 1%.
3. A lubricant comprising ethyl lactate 93 percent, sodium stearate 6 percent, and an extreme pressure addition agent 1 percent.
4. A lubricant consisting essentially of a liquid allryl lactate having an extreme pressure agent dissolved therein in sufficient proportion to impart extreme pressure properties to the lubricant.
8. A lubricant consisting of approximately 6% oi? sodium stearate, the remainder of the lubricant consisting essentially of ethyl lactate.
\ JOHN D. MORGAN.
US450287A 1942-07-09 1942-07-09 Lubricants Expired - Lifetime US2383916A (en)

Priority Applications (2)

Application Number Priority Date Filing Date Title
US450287A US2383916A (en) 1942-07-09 1942-07-09 Lubricants
US519649A US2383917A (en) 1942-07-09 1944-01-25 Lubricant

Applications Claiming Priority (1)

Application Number Priority Date Filing Date Title
US450287A US2383916A (en) 1942-07-09 1942-07-09 Lubricants

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Cited By (3)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US2518245A (en) * 1946-08-24 1950-08-08 Shell Dev Process for preparing copolymers from alkylene glycols and di(hydroxyalkyl) sulfides
US2520733A (en) * 1946-08-26 1950-08-29 Shell Dev Polymers of trimethylene glycol
US2836562A (en) * 1955-10-18 1958-05-27 Gulf Research Development Co Petroleum lubricating jelly containing an aluminum soap, tricresylphosphate and tributylphosphite

Cited By (3)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US2518245A (en) * 1946-08-24 1950-08-08 Shell Dev Process for preparing copolymers from alkylene glycols and di(hydroxyalkyl) sulfides
US2520733A (en) * 1946-08-26 1950-08-29 Shell Dev Polymers of trimethylene glycol
US2836562A (en) * 1955-10-18 1958-05-27 Gulf Research Development Co Petroleum lubricating jelly containing an aluminum soap, tricresylphosphate and tributylphosphite

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