US2362767A - Lubricants - Google Patents

Lubricants Download PDF

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Publication number
US2362767A
US2362767A US445643A US44564342A US2362767A US 2362767 A US2362767 A US 2362767A US 445643 A US445643 A US 445643A US 44564342 A US44564342 A US 44564342A US 2362767 A US2362767 A US 2362767A
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US
United States
Prior art keywords
grease
lubricating
stearate
lithium
dibutyl phthalate
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
US445643A
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
Priority date (The priority date 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 date listed.)
Filing date
Publication date
Application filed by Cities Service Oil Co filed Critical Cities Service Oil Co
Priority to US445643A priority Critical patent/US2362767A/en
Application granted granted Critical
Publication of US2362767A publication Critical patent/US2362767A/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
    • C10M7/00Solid or semi-solid compositions essentially based on lubricating components other than mineral lubricating oils or fatty oils and their use as lubricants; Use as lubricants of single solid or semi-solid 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
    • C10M2207/282Esters 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
    • C10M2207/34Esters having a hydrocarbon substituent of thirty or more carbon atoms, e.g. substituted succinic acid derivatives
    • 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
    • C10N2010/06Groups 3 or 13
    • 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
    • C10N2050/08Solids
    • 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
    • C10N2050/10Semi-solids; greasy

Definitions

  • This invention relates to lubricants. More particuiarly the invention relates to greases havin relatively small changes in viscosity with com-v paratively large changes in temperatures.
  • lithium base soaps particularly the stearate
  • the viscosity increases quite rapidly as its temperature is reduced below zero F.
  • Mineral lubricating oils generally consist of a mixture of a large number of different hydrocarbons having different physical and chemical properties. Both the physical and chemical properties vary considerably from time to time even though the lubricating oils are made from the same type of crudes because the compositions of the crudes vary from time to time.
  • the primary object of thepresent invention is to provide a lubricating grease having relatively small changes in viscosity for large changes in temperature.
  • the present invention contemplates the use of a synthetic chemical compound having fixed and uniform physical and chemical properties.
  • 'Dibutyl phthalate has been found to be a compound having excellent lubricating properties and its viscosity does not undergo relatively large changes for large changes in tem-' perature.
  • Another object of the invention is to provide a lubricating grease utilizing dibutyl phthalate as a lubricating base.
  • a further object of the invention is to pro vide a grease in which the advantageous properties of dibutylphthalate and lithium soap may be combined.
  • Dibutyl phthalate is a water-white, stable, nontoxic oily liquid which is miscible with most organic solvents and animal, vegetable and mineral hydrocarbons. It has-a comparatively highboiling and flash point and is capable ofwithstanding comparatively high mperatures without decomposition.
  • the phtzu ates are usually produced by a reaction betweez. a corresponding aliphatic alkyl alcohol and pht.-..alic anhydride. 5 It has been found that most of the alkyl and allphatic alcohols such as methyl, ethyl, butyl,
  • propyl and amyl alcohols may react with phthalic anhydride to produce the dialkyl phthalates and all of these phthalates have lubricating properties.
  • the alkyl phthalates in which the carbon atoms of the alkyl molecule has more than three carbon atoms have the most desirable viscosity for use as lubricants.
  • extreme pressure addition agents such as sulfurized tricresyl phosphite
  • the resultinglubricant will have excellent extreme pressure lubricating properties, from .5% to 2% of sulfurized tricresyl phosphite in the phthalates will produce an excellent extreme pressure lubricant.
  • a well known extreme pressure agent sold under the trade name "Polane, which is an ester of a fatty acid or a chlorinated ester of a fatty acid, such as ethyl laureate or chloromethyl stearate, does not impartextreme pressure qualities to the dibutyl phthalate to provide an extreme pressure lubricant.
  • the sulfurized tricresyl phosphite above referred to is described in the patent to Engelke,
  • Santolube #261 which is described as a metallic derivative of a carboxylic acid containing compounds of tin and sulfur, is valuable in making a noncorrosive lubricant having good oiliness and lubricating qualities. From .5% to 2% of Santolube #261 may advantageously be with the alkyl phthalates to produce a good lubricant.
  • Dibutyl phthalate has been found to have the following kinematic viscosity:
  • dibutyl phthalate will gel with lithium stearate to form an excellent grease.
  • the gelling of the lithium stearate with the dibutyl phthalate is promoted, however, with aluminum stearate and when the aluminum and lithium stearates are used with the dibutyl phthalate the gelled mixture will not bleed or separate.
  • An excellent grease has been produced with the products in the following proportions:
  • Lithium stearate 6 Aluminum stearate 1 ii
  • sodium stearate may be used, but such a grease has a very much higher viscosity at the lower temperatures.
  • the methyl, ethyl and propyl dialkyl phthalates may be substituted in the above formula for dibutyl phthalate.
  • the oleates and palmitates may be used but the stearates seem to produce greases having the preferred characteristics.
  • a lubricating grease comprising dibutyl phthalate 93%, lithium stearate 6%, aluminum stearate 1%.
  • a lubricating grease comprising 93% of-dibutyl phthalate having a small amount of extreme pressure additive dissolved therein, lithium stearate 6%, aluminum stearate 1%.
  • a lubricating grease comprising about 6% of a lithium soap, about 1% of an aluminum soap, the remainder of the grease consisting essentially of dibutyl-phthalate.
  • a lubricating grease comprising approximately 6% of a lithium soap, approximately 1% of an aluminum soap, the remainder of the grease consisting essentially of a dialkyl phthalate.
  • a lubricating grease comprising approximately 6% of lithium stearate, approximately 1% of aluminum steara-te, the remainder of the grease consisting essentially of a dialkyl phthalate.

Landscapes

  • 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 Nov. 14, 1944 LUBRICANTS John D. Morgan, South Orange, N. 1., assig-nor to Cities Service Oil'Company, New York, a corporation of Pennsylvania No Drawing. Application June 3, 1942,
Serial No. 445,643
Claims.
This invention relates to lubricants. More particuiarly the invention relates to greases havin relatively small changes in viscosity with com-v paratively large changes in temperatures.
Most of the lubricating greases in use today are made of metal soaps gelled in mineral oil lubricants. Many greases contain naphthenic base lubricating oils because these oils have a much lower cold test than paraffin base oils. Soaps generally solidify at low temperatures even though they are dissolved in the naphthenic base mineral oils.
I have found that lithium base soaps, particularly the stearate, do not solidify at a temperature as low as minus 40 F. When such lithium soap is embodied in mineral oil lubricants the viscosity increases quite rapidly as its temperature is reduced below zero F.
Mineral lubricating oils generally consist of a mixture of a large number of different hydrocarbons having different physical and chemical properties. Both the physical and chemical properties vary considerably from time to time even though the lubricating oils are made from the same type of crudes because the compositions of the crudes vary from time to time.
The primary object of thepresent invention is to provide a lubricating grease having relatively small changes in viscosity for large changes in temperature. I
To avoid the variation in composition of the lubricating base the present invention contemplates the use of a synthetic chemical compound having fixed and uniform physical and chemical properties. 'Dibutyl phthalate has been found to be a compound having excellent lubricating properties and its viscosity does not undergo relatively large changes for large changes in tem-' perature.
. Another object of the invention is to provide a lubricating grease utilizing dibutyl phthalate as a lubricating base.
A further object of the invention is to pro vide a grease in which the advantageous properties of dibutylphthalate and lithium soap may be combined.
with these and other objects and features in view, the invention consists in the improved grease hereinafter described and particularly defined in the claims.
Dibutyl phthalate is a water-white, stable, nontoxic oily liquid which is miscible with most organic solvents and animal, vegetable and mineral hydrocarbons. It has-a comparatively highboiling and flash point and is capable ofwithstanding comparatively high mperatures without decomposition. The phtzu ates are usually produced by a reaction betweez. a corresponding aliphatic alkyl alcohol and pht.-..alic anhydride. 5 It has been found that most of the alkyl and allphatic alcohols such as methyl, ethyl, butyl,
propyl and amyl alcohols, may react with phthalic anhydride to produce the dialkyl phthalates and all of these phthalates have lubricating properties. The alkyl phthalates in which the carbon atoms of the alkyl molecule has more than three carbon atoms have the most desirable viscosity for use as lubricants.
It has been found that if extreme pressure addition agents, such as sulfurized tricresyl phosphite, are dissolved in the phthalates, the resultinglubricant will have excellent extreme pressure lubricating properties, from .5% to 2% of sulfurized tricresyl phosphite in the phthalates will produce an excellent extreme pressure lubricant. On the other hand a well known extreme pressure agent sold under the trade name "Polane, which is an ester of a fatty acid or a chlorinated ester of a fatty acid, such as ethyl laureate or chloromethyl stearate, does not impartextreme pressure qualities to the dibutyl phthalate to provide an extreme pressure lubricant. The sulfurized tricresyl phosphite above referred to is described in the patent to Engelke,
No. 2,260,303, granted October 28,1941.
The addition agent sold by the Montsanto Chemical Company, under the trade name Santolube #261," which is described as a metallic derivative of a carboxylic acid containing compounds of tin and sulfur, is valuable in making a noncorrosive lubricant having good oiliness and lubricating qualities. From .5% to 2% of Santolube #261 may advantageously be with the alkyl phthalates to produce a good lubricant.
' Dibutyl phthalate has been found to have the following kinematic viscosity:
Viscositles Temperatures cmmku Minus 40 C 3,024
Minus: I
It has been found that dibutyl phthalate will gel with lithium stearate to form an excellent grease. The gelling of the lithium stearate with the dibutyl phthalate is promoted, however, with aluminum stearate and when the aluminum and lithium stearates are used with the dibutyl phthalate the gelled mixture will not bleed or separate. An excellent grease has been produced with the products in the following proportions:
' Per cent Dibutyl phthalate 93 Lithium stearate 6 Aluminum stearate 1 ii In place of lithium stearate, sodium stearate may be used, but such a grease has a very much higher viscosity at the lower temperatures. The methyl, ethyl and propyl dialkyl phthalates may be substituted in the above formula for dibutyl phthalate. For many lubricants it has been found to be desirable to add an addition agent to the phthalates before they are gelled with the stearates in making the grease so that the resulting grease will have extreme pressure lubricating properties. In place of the lithium, sodium and aluminum stearates, the oleates and palmitates may be used but the stearates seem to produce greases having the preferred characteristics.
The preferred form of the invention having been thus described, what is claimed as new is: 1. A lubricating grease comprising dibutyl phthalate 93%, lithium stearate 6%, aluminum stearate 1%.
2. A lubricating grease comprising 93% of-dibutyl phthalate having a small amount of extreme pressure additive dissolved therein, lithium stearate 6%, aluminum stearate 1%.
3. A lubricating grease comprising about 6% of a lithium soap, about 1% of an aluminum soap, the remainder of the grease consisting essentially of dibutyl-phthalate.
4. A lubricating grease comprising approximately 6% of a lithium soap, approximately 1% of an aluminum soap, the remainder of the grease consisting essentially of a dialkyl phthalate.
5. A lubricating grease comprising approximately 6% of lithium stearate, approximately 1% of aluminum steara-te, the remainder of the grease consisting essentially of a dialkyl phthalate.
JOHN D. MORGAN.
US445643A 1942-06-03 1942-06-03 Lubricants Expired - Lifetime US2362767A (en)

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Cited By (10)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US2436347A (en) * 1944-12-30 1948-02-17 Standard Oil Dev Co Grease compositions
US2446177A (en) * 1945-06-21 1948-08-03 George M Hain Silicone grease and method of preparation
US2448567A (en) * 1945-04-18 1948-09-07 William A Zisman Grease compositions
US2450219A (en) * 1945-04-10 1948-09-28 Texas Co Texture-stable lithium base grease
US2451895A (en) * 1946-06-08 1948-10-19 Shell Dev Synthetic grease
US2530804A (en) * 1948-10-08 1950-11-21 Automatic Elect Lab Lubricating compound
US2853450A (en) * 1955-08-15 1958-09-23 Francis Earle Lab Inc Extinguishing agents for magnesium fires
US4842752A (en) * 1988-03-22 1989-06-27 Conoco Inc. Stable extreme pressure grease
WO1994025318A1 (en) * 1993-04-28 1994-11-10 Sundstrand Corporation Failure protection unit for flight control system
US20040238787A1 (en) * 2001-09-26 2004-12-02 Klaus-Diether Wiese Phthalic acid alkylester mixtures with controlled viscosity

Cited By (11)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US2436347A (en) * 1944-12-30 1948-02-17 Standard Oil Dev Co Grease compositions
US2450219A (en) * 1945-04-10 1948-09-28 Texas Co Texture-stable lithium base grease
US2448567A (en) * 1945-04-18 1948-09-07 William A Zisman Grease compositions
US2446177A (en) * 1945-06-21 1948-08-03 George M Hain Silicone grease and method of preparation
US2451895A (en) * 1946-06-08 1948-10-19 Shell Dev Synthetic grease
US2530804A (en) * 1948-10-08 1950-11-21 Automatic Elect Lab Lubricating compound
US2853450A (en) * 1955-08-15 1958-09-23 Francis Earle Lab Inc Extinguishing agents for magnesium fires
US4842752A (en) * 1988-03-22 1989-06-27 Conoco Inc. Stable extreme pressure grease
WO1994025318A1 (en) * 1993-04-28 1994-11-10 Sundstrand Corporation Failure protection unit for flight control system
US20040238787A1 (en) * 2001-09-26 2004-12-02 Klaus-Diether Wiese Phthalic acid alkylester mixtures with controlled viscosity
US7323586B2 (en) * 2001-09-26 2008-01-29 Oxeno Olefinchemie Gmbh Phthalic acid alkyl ester mixtures with controlled viscosity

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