US2911368A - Low temperature stability of synthetic lubricants - Google Patents

Low temperature stability of synthetic lubricants Download PDF

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Publication number
US2911368A
US2911368A US459204A US45920454A US2911368A US 2911368 A US2911368 A US 2911368A US 459204 A US459204 A US 459204A US 45920454 A US45920454 A US 45920454A US 2911368 A US2911368 A US 2911368A
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Prior art keywords
acid
ester
blend
viscosity
lubricant
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US459204A
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Benjamin T Fowler
Michael F Hoare
Hans G Krischai
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ExxonMobil Technology and Engineering Co
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Exxon Research and Engineering Co
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    • H—ELECTRICITY
    • H04—ELECTRIC COMMUNICATION TECHNIQUE
    • H04M—TELEPHONIC COMMUNICATION
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    • C10M3/00—Liquid 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
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    • C10M2207/00—Organic non-macromolecular hydrocarbon compounds containing hydrogen, carbon and oxygen as ingredients in lubricant compositions
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    • C10M2209/08—Macromolecular compounds obtained by reactions only involving carbon-to-carbon unsaturated bonds containing monomers having an unsaturated radical bound to a carboxyl radical, e.g. acrylate type
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    • C10M—LUBRICATING COMPOSITIONS; USE OF CHEMICAL SUBSTANCES EITHER ALONE OR AS LUBRICATING INGREDIENTS IN A LUBRICATING COMPOSITION
    • C10M2219/00—Organic non-macromolecular compounds containing sulfur, selenium or tellurium as ingredients in lubricant compositions
    • C10M2219/10—Heterocyclic compounds containing sulfur, selenium or tellurium compounds in the ring
    • C10M2219/104—Heterocyclic compounds containing sulfur, selenium or tellurium compounds in the ring containing sulfur and carbon with nitrogen or oxygen in the ring
    • C—CHEMISTRY; METALLURGY
    • C10—PETROLEUM, GAS OR COKE INDUSTRIES; TECHNICAL GASES CONTAINING CARBON MONOXIDE; FUELS; LUBRICANTS; PEAT
    • C10M—LUBRICATING COMPOSITIONS; USE OF CHEMICAL SUBSTANCES EITHER ALONE OR AS LUBRICATING INGREDIENTS IN A LUBRICATING COMPOSITION
    • C10M2219/00—Organic non-macromolecular compounds containing sulfur, selenium or tellurium as ingredients in lubricant compositions
    • C10M2219/10—Heterocyclic compounds containing sulfur, selenium or tellurium compounds in the ring
    • C10M2219/104—Heterocyclic compounds containing sulfur, selenium or tellurium compounds in the ring containing sulfur and carbon with nitrogen or oxygen in the ring
    • C10M2219/106—Thiadiazoles
    • C—CHEMISTRY; METALLURGY
    • C10—PETROLEUM, GAS OR COKE INDUSTRIES; TECHNICAL GASES CONTAINING CARBON MONOXIDE; FUELS; LUBRICANTS; PEAT
    • C10M—LUBRICATING COMPOSITIONS; USE OF CHEMICAL SUBSTANCES EITHER ALONE OR AS LUBRICATING INGREDIENTS IN A LUBRICATING COMPOSITION
    • C10M2219/00—Organic non-macromolecular compounds containing sulfur, selenium or tellurium as ingredients in lubricant compositions
    • C10M2219/10—Heterocyclic compounds containing sulfur, selenium or tellurium compounds in the ring
    • C10M2219/104—Heterocyclic compounds containing sulfur, selenium or tellurium compounds in the ring containing sulfur and carbon with nitrogen or oxygen in the ring
    • C10M2219/108—Phenothiazine
    • C—CHEMISTRY; METALLURGY
    • C10—PETROLEUM, GAS OR COKE INDUSTRIES; TECHNICAL GASES CONTAINING CARBON MONOXIDE; FUELS; LUBRICANTS; PEAT
    • C10N—INDEXING SCHEME ASSOCIATED WITH SUBCLASS C10M RELATING TO LUBRICATING COMPOSITIONS
    • C10N2030/00—Specified physical or chemical properties which is improved by the additive characterising the lubricating composition, e.g. multifunctional additives
    • C10N2030/08—Resistance to extreme temperature
    • C—CHEMISTRY; METALLURGY
    • C10—PETROLEUM, GAS OR COKE INDUSTRIES; TECHNICAL GASES CONTAINING CARBON MONOXIDE; FUELS; LUBRICANTS; PEAT
    • C10N—INDEXING SCHEME ASSOCIATED WITH SUBCLASS C10M RELATING TO LUBRICATING COMPOSITIONS
    • C10N2040/00—Specified use or application for which the lubricating composition is intended
    • C10N2040/12—Gas-turbines
    • C—CHEMISTRY; METALLURGY
    • C10—PETROLEUM, GAS OR COKE INDUSTRIES; TECHNICAL GASES CONTAINING CARBON MONOXIDE; FUELS; LUBRICANTS; PEAT
    • C10N—INDEXING SCHEME ASSOCIATED WITH SUBCLASS C10M RELATING TO LUBRICATING COMPOSITIONS
    • C10N2040/00—Specified use or application for which the lubricating composition is intended
    • C10N2040/12—Gas-turbines
    • C10N2040/13—Aircraft turbines

Definitions

  • This invention relates to a compositionv adapted to "lubricate aviationgas turbineengines, in particular it relates to lubricating compositions containing a substan- -tial proportion of-synthetic lubricant.
  • the properties required for an aviation turbine lubricant are good high temperature stability, good viscosity temperature characteristics, and load carrying ability, and the coupling of a low viscosity at low temperatures with a low vapour pressure at high temperatures; These qualities are not simultaneously available from any economically attractive refining process applied to a petroleum oil.
  • the preferred synthetic lubricant base used in thisv invention contains a major proportion of compounds having the following structural formulae:
  • R and R' are the. residues of dicarboxylic acids: HOOCR COOH.
  • R and K are ithe residues of monohydric alcohols: R OH.
  • R and E'RQ are the residues of monocarboxylic acids: RgCOOH.
  • 'rR and R are the residues of glycols: HOR;OH.
  • n is -monocarboxylic acids arepreferably aliphatic acids having up to 22 carbon atoms.
  • the strong organic base- preferably has the general formula:
  • R', R" and R'" are aliphatic'hydrocarbon groups or hydrogen; the groups desirably have not morethan 10 carbon atoms, particularly not more than 4..carbon atoms.
  • a particularly preferred organic base isgua'nidine.
  • X is an anion, preferably carbonate, sulphate chlo-
  • compounds within the scope of this invention are catechol, hydroquinone, o-arninothiophenol,
  • this invention comprises a lubricant composition consisting essentially of an ester type lubricant of the type hereinbefore described and a minor and fractional proportion of an additive compound of "the formula Ar(R )R as defined above.
  • the present invention also comprises adding a small percentageof a salt 0f-a strong organic base, preferably an oil-insoluble salt-of a strong organic-base to a synthetic lubricating oil composition, particularly a composition comprising a blend-of a complex-ester and a di-ester,- heating the mixture to a temperature above C. and filtering the reaction mixture.
  • the proportion of the material used depends some- Generally speaking, the amount between .l% and 5%.
  • Particularly useful compositions The not itself be precipitated at any temperature'likely to be encounteredby the lubricant inservice.
  • the lubricant had the following composition:
  • the treatment 'With the salt of the strong organic base is preferably carried out by heating the blend containing more than 0.1%, preferably between 0.2% and 2% by weight of the salt, with stirring, to a temperature above C., preferably between C. and 190 C.,*for a time between 5 and 120 minutes, preferably 10 and'60 minutes, and then filtering the reaction mixture.
  • the mixture usually precipitates a small-amount'of 'a dark coloured resinous material and the colour'of the synthetic lubricating oil composition is improved.
  • the treatment does not appear to affect, significantly, the viscosity of the blend at 100 F. or the viscosity index.
  • Example nonyl alcohol, sebacic acid and polyglycol 200 by forming the halfester of the polyglycol and the acid in a first stage, and
  • Viscosity at 40 F. after 17 hours storage at 40 F. (OentiStokes) 60, 000 12, 360 Colour '1.
  • the present invention may, of course, be applied to synthetic lubricating oil compositions which contain added materials such as, for example, anti-oxidants, antiewear agents and V1. improvers. What we claim is: I
  • ' 1.- A process for improving the low temperature viscosity of asynthetic lubricating composition, said 'co'nr' formed with the monohydric alcohol in a second stage and a di-ester consisting essentially of di-nonyl sebacate, said process comprising adding to said blend in the range of 0.1 to 2.0 weight percent of a guanidine salt of an oxy acid, heating said mixture above 100 C. and filtering said mixture.
  • a process for improving the low temperature viscosity of a synthetic lubricating composition comprising a blend of 60% of a complex ester prepared from nonyl alcohol, sebacic acid, and a polyethylene glycol of a molecular weight of about 200, by forming a half ester of the polyglycol and the acid in the first stage, and esterifying the acid product so formed with the monohydric alcohol in a second stage and 40% of a di-ester consisting essentially of di-nonyl sebacate, said process comprising adding to said blend in the range of 0.1 to 2.0 weight percent of guanidine carbonate, heating the mixture so obtained to a temperature of 180 C., maintaining said mixture at said temperature for fifteen minutes whereupon a small amount of a resinous material comparable to the added amount of carbonate is precipitated and carbon dioxide is evolved, and filtering said mixture to remove said precipitate.
  • a process comprising adding to a synthetic dicarboxylic acid ester lubricant having a viscosity at 210 F. in the range of l to 20 cs., in the range of 0.1 to 2.0 weight percent of a guanidine salt of an oxy acid, heating said mixture between about C. and 190 C. for about 5 to minutes, filtering it to remove precipitated resinous material, and recovering a synthetic lubricant improved in color and in resistance to thickening upon storage at low temperatures.
  • A, synthetic lubricating composition improved in color and in resistance to thickening upon storage at low temperatures formed by preparing a mixture consisting essentially of a synthetic dicarboxylic acid ester lubricant having a viscosity at 210 F. in the range of l to 20 cs. and in the range of 0.1 to 2.0 weight percent of a guanidine salt of an oxy acid, heating said blend between about 100 C. and C. for about 5 to 120 minutes andfiltering to remove precipitated resinous material.
  • a synthetic lubricant improved in color and in resistance to thickening upon storage at low temperatures formed by reacting a lubricant consisting essentially of a blend of a complex ester prepared from nonyl alcohol, sebacic acid, and a polyethylene glycol of a molecular weightof about 200, by forming a half ester of the polyglycol and the acid in the first stage, and esterifying the acid product so formed with the monohydric alcohol in a second stage and a di-ester consisting essentially of di nonyl sebacate Within the range of 0.1 to 2.0 weight percent of a guanidine salt of an oxy acid, heating the mixture so obtained above 100 C. and filtering to remove precipitated resinous material.

Landscapes

  • Chemical & Material Sciences (AREA)
  • Chemical Kinetics & Catalysis (AREA)
  • General Chemical & Material Sciences (AREA)
  • Oil, Petroleum & Natural Gas (AREA)
  • Organic Chemistry (AREA)
  • Engineering & Computer Science (AREA)
  • Signal Processing (AREA)
  • Lubricants (AREA)
  • Telephone Set Structure (AREA)
US459204A 1953-10-20 1954-09-29 Low temperature stability of synthetic lubricants Expired - Lifetime US2911368A (en)

Applications Claiming Priority (2)

Application Number Priority Date Filing Date Title
GB28939/53A GB756959A (en) 1953-10-20 1953-10-20 Synthetic lubricants
GB5105/54A GB756759A (en) 1953-10-20 1954-02-22 Means for controlling telephone answering devices

Publications (1)

Publication Number Publication Date
US2911368A true US2911368A (en) 1959-11-03

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Family Applications (1)

Application Number Title Priority Date Filing Date
US459204A Expired - Lifetime US2911368A (en) 1953-10-20 1954-09-29 Low temperature stability of synthetic lubricants

Country Status (5)

Country Link
US (1) US2911368A (fr)
DE (1) DE961283C (fr)
FR (1) FR1110221A (fr)
GB (2) GB756959A (fr)
NL (1) NL89954C (fr)

Cited By (8)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US3912771A (en) * 1972-08-11 1975-10-14 Rohm & Haas Alkyl ammonium carboxylate salt-ethoxylated alkyl phenol esters of a dimer or trimer acid
US3920568A (en) * 1972-04-26 1975-11-18 Exxon Research Engineering Co Synthetic ester lubricant compositions with improved ryder gear load-carrying ability
US3998862A (en) * 1973-07-16 1976-12-21 Rohm And Haas Company Alkyl ammonium carboxylite salt-ethoxylated alkyl phenol esters
US4079012A (en) * 1976-10-04 1978-03-14 Bosniack David S Synthetic ester oil compositions containing organic sulfonic acid ammonium salts as load-carrying agents
US4295982A (en) * 1980-05-12 1981-10-20 Mobil Oil Corporation Sulfurized aminoguanidine reaction product and lubricant compositions containing same
EP0292438A1 (fr) * 1987-05-21 1988-11-23 Fmc Corporation (Uk) Limited Fluides fonctionnels
US4902437A (en) * 1987-12-09 1990-02-20 Exxon Research And Engineering Company Engine lubricating oil comprising a quaternary ammonium hydroxide
US5124054A (en) * 1988-12-29 1992-06-23 Exxon Research And Engineering Company Method of improving the thermal stability of quaternary ammonium hydroxides (PNE-539)

Families Citing this family (2)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
BE596980A (fr) * 1959-11-11
US7992850B2 (en) 2007-03-29 2011-08-09 Caterpillar Inc. System and method for controlling electromagnet lift power for material handlers

Citations (1)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US2636858A (en) * 1951-06-07 1953-04-28 Standard Oil Dev Co Mineral oil additive

Family Cites Families (1)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US2620301A (en) * 1950-12-09 1952-12-02 Standard Oil Co Grease compositions

Patent Citations (1)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US2636858A (en) * 1951-06-07 1953-04-28 Standard Oil Dev Co Mineral oil additive

Cited By (12)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US3920568A (en) * 1972-04-26 1975-11-18 Exxon Research Engineering Co Synthetic ester lubricant compositions with improved ryder gear load-carrying ability
US3912771A (en) * 1972-08-11 1975-10-14 Rohm & Haas Alkyl ammonium carboxylate salt-ethoxylated alkyl phenol esters of a dimer or trimer acid
US3998862A (en) * 1973-07-16 1976-12-21 Rohm And Haas Company Alkyl ammonium carboxylite salt-ethoxylated alkyl phenol esters
US4079012A (en) * 1976-10-04 1978-03-14 Bosniack David S Synthetic ester oil compositions containing organic sulfonic acid ammonium salts as load-carrying agents
US4295982A (en) * 1980-05-12 1981-10-20 Mobil Oil Corporation Sulfurized aminoguanidine reaction product and lubricant compositions containing same
EP0292438A1 (fr) * 1987-05-21 1988-11-23 Fmc Corporation (Uk) Limited Fluides fonctionnels
JPS63308096A (ja) * 1987-05-21 1988-12-15 エフエムシー　コーポレイション　（ユーケー）　リミテッド 機能液
US4919833A (en) * 1987-05-21 1990-04-24 Ciba-Geigy Corporation Functional fluids
US5032309A (en) * 1987-05-21 1991-07-16 Ciba-Geigy Corporation Functional fluids containing urea hydrolytic stabilizers
JP2632185B2 (ja) 1987-05-21 1997-07-23 エフエムシー コーポレイション （ユーケー） リミテッド 機能液
US4902437A (en) * 1987-12-09 1990-02-20 Exxon Research And Engineering Company Engine lubricating oil comprising a quaternary ammonium hydroxide
US5124054A (en) * 1988-12-29 1992-06-23 Exxon Research And Engineering Company Method of improving the thermal stability of quaternary ammonium hydroxides (PNE-539)

Also Published As

Publication number Publication date
FR1110221A (fr) 1956-02-09
NL89954C (fr) 1959-01-15
GB756959A (en) 1956-09-12
GB756759A (en) 1956-09-12
DE961283C (de) 1957-04-04

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