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US2387170A - Low temperature lubricants - Google Patents

Low temperature lubricants Download PDF

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Publication number
US2387170A
US2387170A US456366A US45636642A US2387170A US 2387170 A US2387170 A US 2387170A US 456366 A US456366 A US 456366A US 45636642 A US45636642 A US 45636642A US 2387170 A US2387170 A US 2387170A
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extreme pressure
decalin
lubricant
low temperature
tetralin
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US456366A
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John D Morgan
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Cities Service Oil Co
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Cities Service Oil Co
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    • 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
    • C10M2203/00Organic non-macromolecular hydrocarbon compounds and hydrocarbon fractions as ingredients in lubricant compositions
    • C10M2203/02Well-defined aliphatic compounds
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    • 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
    • C10M2203/00Organic non-macromolecular hydrocarbon compounds and hydrocarbon fractions as ingredients in lubricant compositions
    • C10M2203/02Well-defined aliphatic compounds
    • C10M2203/022Well-defined aliphatic compounds saturated
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    • 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
    • C10M2203/00Organic non-macromolecular hydrocarbon compounds and hydrocarbon fractions as ingredients in lubricant compositions
    • C10M2203/02Well-defined aliphatic compounds
    • C10M2203/024Well-defined aliphatic compounds unsaturated
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    • C10M2203/00Organic non-macromolecular hydrocarbon compounds and hydrocarbon fractions as ingredients in lubricant compositions
    • C10M2203/04Well-defined cycloaliphatic compounds
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    • C10M2207/00Organic non-macromolecular hydrocarbon compounds containing hydrogen, carbon and oxygen as ingredients in lubricant compositions
    • C10M2207/02Hydroxy compounds
    • C10M2207/023Hydroxy compounds having hydroxy groups bound to carbon atoms of six-membered aromatic rings
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    • C10M2207/00Organic non-macromolecular hydrocarbon compounds containing hydrogen, carbon and oxygen as ingredients in lubricant compositions
    • C10M2207/02Hydroxy compounds
    • C10M2207/023Hydroxy compounds having hydroxy groups bound to carbon atoms of six-membered aromatic rings
    • C10M2207/025Hydroxy compounds having hydroxy groups bound to carbon atoms of six-membered aromatic rings with condensed rings
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    • 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
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    • 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
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    • 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
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    • C10M2211/00Organic non-macromolecular compounds containing halogen as ingredients in lubricant compositions
    • C10M2211/06Perfluorinated compounds
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    • 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
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    • 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
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    • 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
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    • 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
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    • C10M2223/00Organic non-macromolecular compounds containing phosphorus as ingredients in lubricant compositions
    • C10M2223/06Organic non-macromolecular compounds containing phosphorus as ingredients in lubricant compositions having phosphorus-to-carbon bonds
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    • C10M2223/00Organic non-macromolecular compounds containing phosphorus as ingredients in lubricant compositions
    • C10M2223/06Organic non-macromolecular compounds containing phosphorus as ingredients in lubricant compositions having phosphorus-to-carbon bonds
    • C10M2223/061Metal salts
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    • C10PETROLEUM, GAS OR COKE INDUSTRIES; TECHNICAL GASES CONTAINING CARBON MONOXIDE; FUELS; LUBRICANTS; PEAT
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    • C10N2010/00Metal present as such or in compounds
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    • C10N2010/00Metal present as such or in compounds
    • C10N2010/02Groups 1 or 11
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    • C10N2010/04Groups 2 or 12
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    • C10N2010/06Groups 3 or 13
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    • C10N2010/00Metal present as such or in compounds
    • C10N2010/08Groups 4 or 14
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    • C10N2050/00Form in which the lubricant is applied to the material being lubricated
    • C10N2050/10Semi-solids; greasy

Definitions

  • This invention relates to low temperature lubricants. More particularly the invention relates to lubricants made from synthetic compounds which have proper physical properties for low temperature lubrication.
  • Decalin (Ciel-11a), decahydronaphthalene, and Tetralin, tetrahydronaphthalene (Ciel-In), have good lubricating characteristics. Decalln has a boiling point of 379 F. and a freezing point below 55 F. Tetralin has a boiling point of 404 F. and a freezing point below -40 F. Both of these are col-' orless liquids and have better lubricating characteristics than a neutral mineral oil lubricant, that is a neutral oil having a viscosity of 100 at 100 F. However, alt-1% of one of the well known extreme pressure additives is added to Tetralin and Decalin, lubricants of high loadcarrying characteristics will be formed.
  • Decalin andTetralin are compatible with the alkali and alkaline earth metal with Tetralin or Decalin to produce satisfactory greases. It is preferred furthermore'to add an extreme pressure additive to the Tetralin or Decalin before they are blended with the soap in making the greases; for example, from 0.1% to 1% of the additive, thereby producing greases having extreme pressure load-carrying characteristics.
  • Tetralin and'Decalin have a tendency to oxidize but it has been found that if a small proportion of from .01% to 0.1% of one of they/e11 known antioxidants is dissolved in the Tetralin or Decalin they become very stable. For example from .01 to .1% of hydroquinone, py ogallol, or a-naphthol are very efiective -antioxidants for stabilizing Decalin and Tetralin.
  • the extreme pressure additives which may be i used with Tetralin and Decalin may be any of the well known additives that are commonly used for treatment of mineral oil lubricants.
  • a small proportion of the extreme pressure additive or agent for example, from 0.1% to 1%, is efi'ective to impart extreme pressure properties to the lubricant.
  • Polane a commercial extreme pressure agent which is known as chlormethyl stearate may be used.
  • Tricresyl phosphite or a ,mixture of tricresyl phosphite and tricresyl phosphate are efi 'ective additives.
  • the extreme pressure additive and the antioxidant are dissolved in Decalin or Tetralin, and then the treated hydronaphthalenes are blended with the soaps of lithium, calcium, or aluminum.
  • the aluminum soap is used in conjunction with the cal- I cium or lithium soaps.
  • a preferred product comprises from 4% to 15% of lithium stearate,
  • the lithium, calcium andaluminum soaps are mutually soluble in Tetralin and Decalin.
  • the metal soaps are stearates but the oleates and palmitates will blend with Decalin to.
  • Decalin and Tetralin may be mixed together in I ium stearate.
  • a lubricant for use in making a. grease which may contain from 4% to 20% of a soap such as lith- Decalin and Tetralin are formed by the hydrogenation of naphthalene.
  • the hydrogenation of naphthalene to form Decalin can be carried out to form isomeric compounds, the cisand trans- Decalins. Each of these isomers may be used as a lubricant.
  • All of the polyhydronaphthalenes tested have been found to have lubricating properties, and the extreme pressure additives are soluble in all of the polyhydronaphthalenes to provide: extreme pressure lubricants.
  • the po1yhydronaphthalene lubricants may contain from 0.1% to 1% of .an extreme pressure agent, or from 0.01% to 0.1% of an antioxidant, or both an extreme pressure agent andan antioxidant in about these proportions.
  • a low temperature lubricant consisting es-' asazrro 4.
  • a low temperature lubricant consisting essentially or Tetralln having dissolved therein a small proportion of an extreme pressure agent suiiicient to impart extreme pressure properties to the lubricant.
  • a low temperature lubricant consisting essentially or a mixture of Deealin and Tetralin having dissolved therein a small proportion of an extreme pressure agent suficlent to impart extreme pressure properties to the lubricant.
  • a low temperature lubricant comprising from about 4% to 20% of a. metal soap of a fatty acid, the. remainder of the lubricant consisting essentially of Decalin.
  • a low temperature lubricant comprising from about 4% to 20% of a metal soap of a fatty acid, the remainder of the lubricant consisting essentially of Tetralin.
  • a low temperature lubricant comprising from about 4% to 20% of lithium stearate, the
  • a low temperature lubricant consisting essentially of a polyhydronaphthalene having dissolved therein a-smali proportio'n'of an extreme pressure agent and a small proportion of an antioxidant, said agent and antioxidant being present in suillcient proportion to respectively impart extreme pressure properties to the lubricant and to protect the lubricant against oxidation.
  • a low temperature lubricant consisting essentially of Decalin having dissolved therein a small proportion of an extreme pressure agent suflicient to impart extreme'pressure properties to the lubricant.
  • mainder oi the lubricant consisting essentially of Decalin.

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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 Oct. 16, 1 945 umreo STATES PATENT orrlce LOW LUBRICANTS John 1). Morgan, South a N. 1., asslgnor to Cities Service Oil Company, New York, N. Y., a corporationof Pennsylvania No Drawing. Application August 27, 1942,
Serial No. 456,366
11 Claims.
This invention relates to low temperature lubricants. More particularly the invention relates to lubricants made from synthetic compounds which have proper physical properties for low temperature lubrication.
I have discovered that Decalin (Ciel-11a), decahydronaphthalene, and Tetralin, tetrahydronaphthalene (Ciel-In), have good lubricating characteristics. Decalln has a boiling point of 379 F. and a freezing point below 55 F. Tetralin has a boiling point of 404 F. and a freezing point below -40 F. Both of these are col-' orless liquids and have better lubricating characteristics than a neutral mineral oil lubricant, that is a neutral oil having a viscosity of 100 at 100 F. However, alt-1% of one of the well known extreme pressure additives is added to Tetralin and Decalin, lubricants of high loadcarrying characteristics will be formed.
With these viscosity values it is apparent that the viscosity temperature curves are practically fiat and therefore there is little changein' the temperature range in which a lubricant ordinarily is operative. Due to the fact that the viscosities are so lowat. the low temperatures, Tetralln and Decalin are well adapted for low temperature lubrication, v
Decalin andTetralin are compatible with the alkali and alkaline earth metal with Tetralin or Decalin to produce satisfactory greases. It is preferred furthermore'to add an extreme pressure additive to the Tetralin or Decalin before they are blended with the soap in making the greases; for example, from 0.1% to 1% of the additive, thereby producing greases having extreme pressure load-carrying characteristics.
Tetralin and'Decalin have a tendency to oxidize but it has been found that if a small proportion of from .01% to 0.1% of one of they/e11 known antioxidants is dissolved in the Tetralin or Decalin they become very stable. For example from .01 to .1% of hydroquinone, py ogallol, or a-naphthol are very efiective -antioxidants for stabilizing Decalin and Tetralin.
The extreme pressure additives which may be i used with Tetralin and Decalin may be any of the well known additives that are commonly used for treatment of mineral oil lubricants. A small proportion of the extreme pressure additive or agent, for example, from 0.1% to 1%, is efi'ective to impart extreme pressure properties to the lubricant. Polane, a commercial extreme pressure agent which is known as chlormethyl stearate may be used. Tricresyl phosphite or a ,mixture of tricresyl phosphite and tricresyl phosphate are efi 'ective additives. The sulfurized tricresyl phosphine extreme pressure agents described in Engelke Patent No. 2,260,303, granted October 28, 1941, may be used, as also the suliurized tin salts of alkyl phenol. carboiwlic acids as described in Patents Nos. 2,197,834-5; 2,256,- l il; and 2,257,751.
When making the greases the extreme pressure additive and the antioxidant are dissolved in Decalin or Tetralin, and then the treated hydronaphthalenes are blended with the soaps of lithium, calcium, or aluminum. Preferably the aluminum soap is used in conjunction with the cal- I cium or lithium soaps. A preferred product comprises from 4% to 15% of lithium stearate,
soaps for the pro duction of greases which stay in stable emulsion.
The lithium, calcium andaluminum soaps are mutually soluble in Tetralin and Decalin. Preferably the metal soaps are stearates but the oleates and palmitates will blend with Decalin to.
form good greases. It has beenfound that from x 4 to 20% of these metal soaps maybe blended from 1% to 3% of aluminum stearate, from 0.1% to 1% of Polane," from 0.01% to'0.1% of pyrogallol, the remainder-of the product consisting essentially of Decalin or Tetralin. Other greases may be made containing from 4% to 20% of a metalsoap of a. fatty acid such as lithium stearate or one of the other soaps mentioned above,
the remainder of such greases consisting essentially of Decalinor Tetralin. These greases may contain asmall proportion of an antloxidant'or a small proportion of an extreme pressure agent, or both.
Decalin and Tetralin may be mixed together in I ium stearate.
most any desired proportion forum as a lubricant. or for use in making a. grease which may contain from 4% to 20% of a soap such as lith- Decalin and Tetralin are formed by the hydrogenation of naphthalene. The hydrogenation of naphthalene to form Decalincan be carried out to form isomeric compounds, the cisand trans- Decalins. Each of these isomers may be used as a lubricant. All of the polyhydronaphthalenes tested have been found to have lubricating properties, and the extreme pressure additives are soluble in all of the polyhydronaphthalenes to provide: extreme pressure lubricants. The po1yhydronaphthalene lubricants may contain from 0.1% to 1% of .an extreme pressure agent, or from 0.01% to 0.1% of an antioxidant, or both an extreme pressure agent andan antioxidant in about these proportions.
The preferred form of the invention havin been thus described, what is claimed as new is:
1. A low temperature lubricant consisting es-' asazrro 4. A low temperature lubricant consisting essentially or Tetralln having dissolved therein a small proportion of an extreme pressure agent suiiicient to impart extreme pressure properties to the lubricant.
5. A low temperature lubricant consisting essentially or a mixture of Deealin and Tetralin having dissolved therein a small proportion of an extreme pressure agent suficlent to impart extreme pressure properties to the lubricant.
6. A low temperature lubricant comprising from about 4% to 20% of a. metal soap of a fatty acid, the. remainder of the lubricant consisting essentially of Decalin.
7. A low temperature lubricant comprising from about 4% to 20% of a metal soap of a fatty acid, the remainder of the lubricant consisting essentially of Tetralin.
8. A low temperature lubricant comprising from about 4% to 20% of lithium stearate, the
remainder of the lubricant consisting essentially I of Decalin.
sentlallyof a polyhydronaphthalene having dlssolved therein a small proportion of an extreme pressure agent sufilcient to impart extreme pressure properties to the lubricant.
2. A low temperature lubricant consisting essentially of a polyhydronaphthalene having dissolved therein a-smali proportio'n'of an extreme pressure agent and a small proportion of an antioxidant, said agent and antioxidant being present in suillcient proportion to respectively impart extreme pressure properties to the lubricant and to protect the lubricant against oxidation.
3. A low temperature lubricant consisting essentially of Decalin having dissolved therein a small proportion of an extreme pressure agent suflicient to impart extreme'pressure properties to the lubricant.
mainder oi the lubricant consisting essentially of Decalin.
' JOHN D. MORGAN.
US456366A 1942-08-27 1942-08-27 Low temperature lubricants Expired - Lifetime US2387170A (en)

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Cited By (3)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US2755247A (en) * 1951-04-27 1956-07-17 Texas Co Wide temperature range alkali metal grease containing excess alkali metal hydroxides
US2755256A (en) * 1951-04-27 1956-07-17 Texas Co Wide temperature range alkali metal grease containing excess alkali metal hydroxide
US4800032A (en) * 1987-07-08 1989-01-24 The Lubrizol Corporation Aliphatic hydrocarbon substituted aromatic hydrocarbons to control black sludge in lubricants

Cited By (3)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US2755247A (en) * 1951-04-27 1956-07-17 Texas Co Wide temperature range alkali metal grease containing excess alkali metal hydroxides
US2755256A (en) * 1951-04-27 1956-07-17 Texas Co Wide temperature range alkali metal grease containing excess alkali metal hydroxide
US4800032A (en) * 1987-07-08 1989-01-24 The Lubrizol Corporation Aliphatic hydrocarbon substituted aromatic hydrocarbons to control black sludge in lubricants

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