US3309318A - Blends of ester lubricants - Google Patents

Blends of ester lubricants Download PDF

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Publication number
US3309318A
US3309318A US452377A US45237765A US3309318A US 3309318 A US3309318 A US 3309318A US 452377 A US452377 A US 452377A US 45237765 A US45237765 A US 45237765A US 3309318 A US3309318 A US 3309318A
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ester
esters
carbon atoms
viscosity
monocarboxylic
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Robert D Aylesworth
Raymond H Boehringer
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Emery Oleochemicals LLC
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Emery Oleochemicals LLC
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Priority to JP41025968A priority patent/JPS5113815B1/ja
Priority to GB19162/66A priority patent/GB1136748A/en
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    • 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
    • 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
    • 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
    • C10M2207/00—Organic non-macromolecular hydrocarbon compounds containing hydrogen, carbon and oxygen as ingredients in lubricant compositions
    • C10M2207/02—Hydroxy compounds
    • C10M2207/023—Hydroxy compounds having hydroxy groups bound to carbon atoms of six-membered aromatic rings
    • 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
    • C10M2207/00—Organic non-macromolecular hydrocarbon compounds containing hydrogen, carbon and oxygen as ingredients in lubricant compositions
    • C10M2207/02—Hydroxy compounds
    • C10M2207/023—Hydroxy compounds having hydroxy groups bound to carbon atoms of six-membered aromatic rings
    • C10M2207/025—Hydroxy compounds having hydroxy groups bound to carbon atoms of six-membered aromatic rings with condensed rings
    • 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
    • C10M2207/00—Organic non-macromolecular hydrocarbon compounds containing hydrogen, carbon and oxygen as ingredients in lubricant compositions
    • C10M2207/02—Hydroxy compounds
    • C10M2207/023—Hydroxy compounds having hydroxy groups bound to carbon atoms of six-membered aromatic rings
    • C10M2207/026—Hydroxy compounds having hydroxy groups bound to carbon atoms of six-membered aromatic rings with tertiary alkyl groups
    • 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
    • C10M2207/00—Organic non-macromolecular hydrocarbon compounds containing hydrogen, carbon and oxygen as ingredients in lubricant compositions
    • C10M2207/28—Esters
    • C10M2207/281—Esters of (cyclo)aliphatic monocarboxylic acids
    • 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
    • C10M2207/00—Organic non-macromolecular hydrocarbon compounds containing hydrogen, carbon and oxygen as ingredients in lubricant compositions
    • C10M2207/28—Esters
    • C10M2207/282—Esters of (cyclo)aliphatic oolycarboxylic acids
    • 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
    • C10M2207/00—Organic non-macromolecular hydrocarbon compounds containing hydrogen, carbon and oxygen as ingredients in lubricant compositions
    • C10M2207/28—Esters
    • C10M2207/283—Esters of polyhydroxy compounds
    • 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
    • C10M2207/00—Organic non-macromolecular hydrocarbon compounds containing hydrogen, carbon and oxygen as ingredients in lubricant compositions
    • C10M2207/28—Esters
    • C10M2207/286—Esters of polymerised unsaturated acids
    • 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
    • C10M2207/00—Organic non-macromolecular hydrocarbon compounds containing hydrogen, carbon and oxygen as ingredients in lubricant compositions
    • C10M2207/28—Esters
    • C10M2207/30—Complex esters, i.e. compounds containing at leasst three esterified carboxyl groups and derived from the combination of at least three different types of the following five types of compounds: monohydroxyl compounds, polyhydroxy xompounds, monocarboxylic acids, polycarboxylic acids or hydroxy carboxylic acids
    • 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
    • C10M2207/00—Organic non-macromolecular hydrocarbon compounds containing hydrogen, carbon and oxygen as ingredients in lubricant compositions
    • C10M2207/28—Esters
    • C10M2207/34—Esters having a hydrocarbon substituent of thirty or more carbon atoms, e.g. substituted succinic acid derivatives
    • 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
    • C10M2215/00—Organic non-macromolecular compounds containing nitrogen as ingredients in lubricant Compositions
    • C10M2215/02—Amines, e.g. polyalkylene polyamines; Quaternary amines
    • C10M2215/06—Amines, e.g. polyalkylene polyamines; Quaternary amines having amino groups bound to carbon atoms of six-membered aromatic rings
    • C10M2215/064—Di- and triaryl amines
    • 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
    • C10M2215/00—Organic non-macromolecular compounds containing nitrogen as ingredients in lubricant Compositions
    • C10M2215/02—Amines, e.g. polyalkylene polyamines; Quaternary amines
    • C10M2215/06—Amines, e.g. polyalkylene polyamines; Quaternary amines having amino groups bound to carbon atoms of six-membered aromatic rings
    • C10M2215/064—Di- and triaryl amines
    • C10M2215/065—Phenyl-Naphthyl amines
    • 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
    • C10M2215/00—Organic non-macromolecular compounds containing nitrogen as ingredients in lubricant Compositions
    • C10M2215/14—Containing carbon-to-nitrogen double bounds, e.g. guanidines, hydrazones, semicarbazones
    • 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
    • C10M2215/00—Organic non-macromolecular compounds containing nitrogen as ingredients in lubricant Compositions
    • C10M2215/22—Heterocyclic nitrogen compounds
    • 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
    • C10M2215/00—Organic non-macromolecular compounds containing nitrogen as ingredients in lubricant Compositions
    • C10M2215/22—Heterocyclic nitrogen compounds
    • C10M2215/221—Six-membered rings containing nitrogen and carbon only
    • 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
    • C10M2215/00—Organic non-macromolecular compounds containing nitrogen as ingredients in lubricant Compositions
    • C10M2215/22—Heterocyclic nitrogen compounds
    • C10M2215/225—Heterocyclic nitrogen compounds the rings containing both nitrogen and oxygen
    • 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
    • C10M2215/00—Organic non-macromolecular compounds containing nitrogen as ingredients in lubricant Compositions
    • C10M2215/22—Heterocyclic nitrogen compounds
    • C10M2215/225—Heterocyclic nitrogen compounds the rings containing both nitrogen and oxygen
    • C10M2215/226—Morpholines
    • 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
    • C10M2215/00—Organic non-macromolecular compounds containing nitrogen as ingredients in lubricant Compositions
    • C10M2215/24—Organic non-macromolecular compounds containing nitrogen as ingredients in lubricant Compositions having hydrocarbon substituents containing thirty or more carbon atoms, e.g. nitrogen derivatives of substituted succinic acid
    • C10M2215/30—Heterocyclic compounds
    • 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
    • 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
    • C10N2050/00—Form in which the lubricant is applied to the material being lubricated
    • C10N2050/015—Dispersions of solid lubricants
    • C10N2050/02—Dispersions of solid lubricants dissolved or suspended in a carrier which subsequently evaporates to leave a lubricant coating
    • 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
    • C10N2050/00—Form in which the lubricant is applied to the material being lubricated
    • C10N2050/10—Form in which the lubricant is applied to the material being lubricated semi-solid; greasy

Definitions

  • Lubricants designed to operate at these higher temperatures have been prepared using as base fluids esters of hindered polyols with monocarboxylic alkanoic acids.
  • Such esters are formed by reacting hindered polyols, such as neopentyl glycol, trimethylol propane, trimethylol ethane, pentaerythritol and dipentaerythrito-l with one or more monobasic alkanoic acids containing 5 to carbon atoms.
  • Hindered polyols are polyhydroxy compounds having at least two methylol groups bonded to a tertiary carbon atom. Esters made from these hindered polyols exhibit excellent resistance toward oxidation and corrosion under the relatively severe conditions encountered at the operating temperatures of jet engines.
  • blends of certain hindered polyol esters provide gas turbine lubricants which have suitably functional viscosities at 65 F., e.g., 13,000 cs. or less, without sacrifice of the desired oxidation stability and corrosion resistance. This is an unexpected result, since the individual essential components of said blends do not possess functional vis-* cosities within the maximum limits prescribed above.
  • carbon chain length of the esterifying acid is preferably from 5 to 10
  • the acid preferably has a chain length of 7 to 10 carbon atoms.
  • esters suitable for use in lubricant base fluids and recognized for such purpose may be used in minor quantities, e.g., up to 25% or more, as long as the advantages of the invention are preserved by utilizing the proportions of the fully hindered polyol ester specified above.
  • suitable esters which may be mentioned are 2,2,4 trimethylpentanediol dipelargonate, di-2 ethylhexyl azelate, diisodecyl adipate, diisooctyl sebacate, isodecyl pelargonate, diethylene glycol dipelargonate and mixtures of the same.
  • the invention primarily overcomes the viscosity deficiencies of the otherwise desirable hindered esters.
  • diesters of neopentyl glycol prepared from monocarboxylic alkanoic acids containing from 7 to 10 carbon atoms when used alone cannot meet the viscosity limits set by the US. Specification MIL-L-7808F because they have pour points above F.
  • Esters of trimethylol propane, and adjacent homologs prepared from alkanoic monobasic acids containing from 7 to 10 carbon atoms when used as the sole ester base fluid fail to meet specification MIL-L-7808F in that the 65 F. viscosity of these esters is Well in excess of the 13,000 cs. maximum required.
  • esters of pentaerythritol or dipentaerythritol or mixtures thereof, prepared from aliphatic monobasic acids containing from 5 to 10 carbon atoms again are unsuitable for application against Specification MIL- L-7808F by reason of excessive 65 F. viscosity.
  • Neopeutyl glycol dipelargonate (Cm. 2. 6) Trimethylol propane dipleargonate (Om, monoheotauoate (C1) 28. 000 4. 2 (3) Koaerythritol tetravalerate (C5)4 25,000 3.35 (l) 55% TM? (CT)(C9)2,2 45% NPG (C02 9, 685 3. 36 (5) 55% TMP (O1)(C9)2, 45% NPG (CE) in 9, 760 3. 19 (6) 60% PE (004, 40% NPG (O7)(C9) 8, 350 3.0 PE 5) v)2, NPG 1) (C9) A. 11,500 3.15 PE ab, NPG (07x09),
  • NPG-neopentyl glycol (2,2 dimethyl propanediol). 4 PEpentaerythritol.
  • Compounded lubricants prepared from the blended hindered polyol esters of the invention have greater oxidationcorrosion stability than lubricants from blends of polyol esters with diesters of alkanedioic acids, e.g., azelaic acid with an alkanol.
  • the latter blends are suggested in British Patent 927,794. This is illustrated by the data of Table II using blended esters of the following compositions and properties compounded with the additives designated.
  • Test procedure 100 ml. of the test lubricant were placed in a 50 mm. O.D. test tube.
  • the apparatus was placed in a constant temperature heating block for 72 hours at 400 F.- 2 F. with air being delivered to the bottom of the test tube at a rate of 5 liters per hour during the test period.
  • the viscosity, acid value, and metal surface corrosion were measured and are recorded below in Table 11.
  • the polyol esters of the invention are preferably pre pared by esterification of the polyol and a slight excess of the alkanoic acid or mixed acids with or without a typical esterification catalyst, for example, paratoluene sulfonic acid, phosphoric acid, benzene sulfonic acid, and various metallic salts such as butyl titanate or dibutyl tin oxide, the catalyst being generally used in amounts between 0.02 and about 1% by weight of the reactants.
  • a typical esterification catalyst for example, paratoluene sulfonic acid, phosphoric acid, benzene sulfonic acid, and various metallic salts such as butyl titanate or dibutyl tin oxide, the catalyst being generally used in amounts between 0.02 and about 1% by weight of the reactants.
  • the esterification is conducted at temperatures preferably between about 150 and 240 C. for a period of 6 to 12 hours with the esterification water being removed continuously by vaporization, generally utilizing a liquid hydrocarbon, such as toluene, to form an azeotropic mixture to facilitate removal of the water.
  • a liquid hydrocarbon such as toluene
  • the base fluids are usually compounded into finished lubricants by addition of small quantities of additives, such as oxidation inhibitors, antiwear additives, extreme pressure agents, metal deactivators and defoamers.
  • additives such as oxidation inhibitors, antiwear additives, extreme pressure agents, metal deactivators and defoamers.
  • Antioxidants 0.5 to 2.0% phenyl-a-naphthylamine, phenyl-b-naphthylamine, diphenylamine, dioctyl diphenylamine, phenothiozine, dioctyl phenothiozine, 2,2-dipyridal amine.
  • EXAMPLE I 134 grams (1.0 mole) of pent-aerythritol and 510 grams (5.0 moles) of valeric acid were charged into a reaction vessel and heated to 210 C., removing the water of reaction as it formed by means of an azeotrope with xylene. Reacted 6 hours until the hydroxyl value was below 3.0. Stripped the excess Valerie acid and xylene under high vacuum to 234 C. cooled to room temperature and broke vacuum. Alkali refined using 50% excess 10% aqueous NaOH solution followed by distilled water washing until the Wash water was neutral to phenolphthalein. Vacuum dried to C./l mm. Hg. Final acid value was 0.04; hydroxyl value 0.0.
  • EXAMPLE II 102 grams (1.0 mole) of neopentyl glycol was reacted with 347 grams (2.2 moles) of pelargonic acid to 230 C. removing the water of reaction by means of a xylene azeotrope. Reacted 4 hours to a hydroxyl value below 3.0. Stripped the excess pelargonic acid and xylene under high vacuum to 230 C. Alkali refined the product using 50% excess of 10% NaOH solution followed by distilled water washes until the wash water was neutral to phenolphthalein. Vacuum dried the product to 90 C./l mm. Hg. Final acid value was 0.02; hydroxyl value 0.0.
  • EXAMPLE III 600 grams of pentaerythritol tetravalerate and 400 grams of neopentyl glycol dipelargonate were charged into a 2-liter beaker. The components were thoroughly mixed by agitating for /2 hour with a mechanical agitator. This resultant blend is the base ester for the following compounded lubricant.
  • viscosity means kinematic viscosity measured in centistokes as prescribes in ASTM method D445-61.
  • a lubricant base fluid comprising a blend of fully esterified polyol esters having as essential constituents from 30 to 60% of a neopentyl glycol ester of at least one monocarboxylic alkanoic acid having from 7 to 10 carbon atoms and from about 40-70% of at least one other ester of a fully hindered polyol selected from the group consisting of pentaerythritol esters formed from monocarboxylic alkanoic acids having from S to 10 carbon atoms, trimethylol propane, trimethylol ethane, and trimethylol butane esters formed from monocarboxylic normal alkanoic acids having from 5 to 10 carbon atoms, said percentages being by weight of the total quantity of fully hindered polyol ester.
  • esters of trimethylolpropane, trimethyl ethane and trirnethylol butane are formed from normal monocarboxylic acids having from 7 to 10 carbon atoms.
  • a lubricant suitable for gas turbine engines comprising a base fluid consisting essentially of about 40-45% of a fully esterified neopentyl glycol ester of at least one monocarboxylic alkauoic acid having from 7 to 10 carbon atoms and from about 5560% of at least one other fully esterified ester of a fully hindered polyol selected from the group consisting of pentaerythritol esters formed from monocarboxylic alkanoic acids having from 5 to carbon atoms, trimethylol propane, trimethylol ethane, and trimethylol butane esters formed from monocarboxylic normal alkanoic acids having from 5 to 10 carbon atoms, said percentages being by Weight of the total quantity of fully hindered polyol ester.
  • a lubricant according to claim 6 having about neopentyl glycol dipelargonate and about trimethylolpropane dipelargonate mono-n-heptanoate.
  • a lubricant according to claim 7 having about 40% neopentyl glycol monopelargonate mono-n-hept-anoate, and about pentaerythritol tetravalerate.

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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)
  • Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
US452377A 1965-04-30 1965-04-30 Blends of ester lubricants Expired - Lifetime US3309318A (en)

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JP41025968A JPS5113815B1 (cs) 1965-04-30 1966-04-25
GB19162/66A GB1136748A (en) 1965-04-30 1966-05-02 Lubricant compositions

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Cited By (18)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US3505230A (en) * 1967-03-29 1970-04-07 Monsanto Co Functional ester base fluids containing corrosion inhibitors
US3510431A (en) * 1967-08-24 1970-05-05 Sinclair Research Inc High temperature synthetic ester base lubricant composition blends with liquid diesters of dihydroxy biphenyls
US3523084A (en) * 1966-06-16 1970-08-04 Sinclair Research Inc Lubricating oil ester base composition containing liquid esters of neoalkyl polyols and neoalkyl fatty acids
DE2520459A1 (de) * 1974-05-08 1975-11-13 Snam Progetti Ester und ihre verwendung fuer schmiermittel
US4049563A (en) * 1973-06-18 1977-09-20 Chevron Research Company Jet engine oils containing extreme pressure additive
US4175047A (en) * 1978-09-25 1979-11-20 Mobil Oil Corporation Synthetic ester and hydrogenated olefin oligomer lubricant and method of reducing fuel consumption therewith
US4234497A (en) * 1979-04-30 1980-11-18 Standard Lubricants, Inc. Iso-palmitate polyol ester lubricants
US5211863A (en) * 1983-01-10 1993-05-18 Mobil Oil Corporation Grease composition
US5242610A (en) * 1983-01-10 1993-09-07 Mobil Oil Corporation Grease composition
WO1996040848A1 (en) * 1995-06-07 1996-12-19 Henkel Corporation Blended polyol ester lubricants for refrigerant heat transfer fluids
US5820777A (en) * 1993-03-10 1998-10-13 Henkel Corporation Blended polyol ester lubricants for refrigerant heat transfer fluids
US5851968A (en) * 1994-05-23 1998-12-22 Henkel Corporation Increasing the electrical resistivity of ester lubricants, especially for use with hydrofluorocarbon refrigerants
US5895778A (en) * 1997-08-25 1999-04-20 Hatco Corporation Poly(neopentyl polyol) ester based coolants and improved additive package
US5906769A (en) * 1992-06-03 1999-05-25 Henkel Corporation Polyol ester lubricants for refrigerating compressors operating at high temperatures
US6183662B1 (en) 1992-06-03 2001-02-06 Henkel Corporation Polyol ester lubricants, especially those compatible with mineral oils, for refrigerating compressors operating at high temperatures
US6221272B1 (en) 1992-06-03 2001-04-24 Henkel Corporation Polyol ester lubricants for hermetically sealed refrigerating compressors
US6551968B2 (en) 2001-01-05 2003-04-22 Hatco Corporation Biodegradable polyneopentyl polyol based synthetic ester blends and lubricants thereof
US7018558B2 (en) 1999-06-09 2006-03-28 Cognis Corporation Method of improving performance of refrigerant systems

Families Citing this family (1)

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FR2498623A1 (fr) * 1981-01-27 1982-07-30 Inst Francais Du Petrole Compositions lubrifiantes a base d'esters de neopentylpolyols et leur utilisation pour la lubrification des turbomachines

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US2820014A (en) * 1954-05-14 1958-01-14 Shell Dev Ester lubricants
US3048608A (en) * 1959-03-18 1962-08-07 Heyden Newport Chemical Corp Neopentyl glycol esters

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US3048608A (en) * 1959-03-18 1962-08-07 Heyden Newport Chemical Corp Neopentyl glycol esters

Cited By (26)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US3523084A (en) * 1966-06-16 1970-08-04 Sinclair Research Inc Lubricating oil ester base composition containing liquid esters of neoalkyl polyols and neoalkyl fatty acids
US3505230A (en) * 1967-03-29 1970-04-07 Monsanto Co Functional ester base fluids containing corrosion inhibitors
US3510431A (en) * 1967-08-24 1970-05-05 Sinclair Research Inc High temperature synthetic ester base lubricant composition blends with liquid diesters of dihydroxy biphenyls
US4049563A (en) * 1973-06-18 1977-09-20 Chevron Research Company Jet engine oils containing extreme pressure additive
DE2520459A1 (de) * 1974-05-08 1975-11-13 Snam Progetti Ester und ihre verwendung fuer schmiermittel
US4025447A (en) * 1974-05-08 1977-05-24 Snam Progetti S.P.A. Esters as components of lubricants
US4175047A (en) * 1978-09-25 1979-11-20 Mobil Oil Corporation Synthetic ester and hydrogenated olefin oligomer lubricant and method of reducing fuel consumption therewith
US4234497A (en) * 1979-04-30 1980-11-18 Standard Lubricants, Inc. Iso-palmitate polyol ester lubricants
US5211863A (en) * 1983-01-10 1993-05-18 Mobil Oil Corporation Grease composition
US5242610A (en) * 1983-01-10 1993-09-07 Mobil Oil Corporation Grease composition
US6221272B1 (en) 1992-06-03 2001-04-24 Henkel Corporation Polyol ester lubricants for hermetically sealed refrigerating compressors
US6183662B1 (en) 1992-06-03 2001-02-06 Henkel Corporation Polyol ester lubricants, especially those compatible with mineral oils, for refrigerating compressors operating at high temperatures
US6666985B2 (en) 1992-06-03 2003-12-23 Cognis Corporation Polyol ester lubricants for hermetically sealed refrigerating compressors
US6551524B2 (en) 1992-06-03 2003-04-22 Cognis Corporation Polyol ester lubricants, especially those compatible with mineral oils, for refrigerating compressors operating at high temperatures
US5906769A (en) * 1992-06-03 1999-05-25 Henkel Corporation Polyol ester lubricants for refrigerating compressors operating at high temperatures
US5976399A (en) * 1992-06-03 1999-11-02 Henkel Corporation Blended polyol ester lubricants for refrigerant heat transfer fluids
US6296782B1 (en) 1992-06-03 2001-10-02 Henkel Corporation Polyol ester lubricants for refrigerator compressors operating at high temperatures
US5820777A (en) * 1993-03-10 1998-10-13 Henkel Corporation Blended polyol ester lubricants for refrigerant heat transfer fluids
US5851968A (en) * 1994-05-23 1998-12-22 Henkel Corporation Increasing the electrical resistivity of ester lubricants, especially for use with hydrofluorocarbon refrigerants
WO1996040848A1 (en) * 1995-06-07 1996-12-19 Henkel Corporation Blended polyol ester lubricants for refrigerant heat transfer fluids
AU714683B2 (en) * 1995-06-07 2000-01-06 Cognis Ip Management Gmbh Blended polyol ester lubricants for refrigerant heat transfer fluids
US6551523B1 (en) 1995-06-07 2003-04-22 Cognis Corporation Blended polyol ester lubricants for refrigerant heat transfer fluids
US6444626B1 (en) 1997-08-25 2002-09-03 Hatco Corporation Poly(neopentyl polyol) ester based coolants and improved additive package
US5895778A (en) * 1997-08-25 1999-04-20 Hatco Corporation Poly(neopentyl polyol) ester based coolants and improved additive package
US7018558B2 (en) 1999-06-09 2006-03-28 Cognis Corporation Method of improving performance of refrigerant systems
US6551968B2 (en) 2001-01-05 2003-04-22 Hatco Corporation Biodegradable polyneopentyl polyol based synthetic ester blends and lubricants thereof

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GB1136748A (en) 1968-12-18
JPS5113815B1 (cs) 1976-05-04

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