US3882032A - Synergistic mixture of adiamine and alkalimetalamide as an antioxidant composition and lubricants containing same - Google Patents

Synergistic mixture of adiamine and alkalimetalamide as an antioxidant composition and lubricants containing same Download PDF

Info

Publication number
US3882032A
US3882032A US215646A US21564672A US3882032A US 3882032 A US3882032 A US 3882032A US 215646 A US215646 A US 215646A US 21564672 A US21564672 A US 21564672A US 3882032 A US3882032 A US 3882032A
Authority
US
United States
Prior art keywords
diamine
alkali metal
composition according
formula
amine
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
US215646A
Other languages
English (en)
Inventor
Michael Gavin Bird
Keith Aled Wyn Parry
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.)
BP PLC
Original Assignee
BP PLC
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
Priority claimed from GB4158972A external-priority patent/GB1351800A/en
Application filed by BP PLC filed Critical BP PLC
Application granted granted Critical
Publication of US3882032A publication Critical patent/US3882032A/en
Anticipated expiration legal-status Critical
Expired - Lifetime legal-status Critical Current

Links

Classifications

    • 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
    • C09—DYES; PAINTS; POLISHES; NATURAL RESINS; ADHESIVES; COMPOSITIONS NOT OTHERWISE PROVIDED FOR; APPLICATIONS OF MATERIALS NOT OTHERWISE PROVIDED FOR
    • C09K—MATERIALS FOR MISCELLANEOUS APPLICATIONS, NOT PROVIDED FOR ELSEWHERE
    • C09K15/00—Anti-oxidant compositions; Compositions inhibiting chemical change
    • C09K15/04—Anti-oxidant compositions; Compositions inhibiting chemical change containing organic compounds
    • C09K15/32—Anti-oxidant compositions; Compositions inhibiting chemical change containing organic compounds containing two or more of boron, silicon, phosphorus, selenium, tellurium or a metal
    • C09K15/326—Anti-oxidant compositions; Compositions inhibiting chemical change containing organic compounds containing two or more of boron, silicon, phosphorus, selenium, tellurium or a metal containing only metals
    • 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
    • C10M2207/30—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
    • C10M2207/302—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 derived from the combination of monocarboxylic acids, dicarboxylic acids and dihydroxy compounds only and having no free hydroxy or carboxyl 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
    • C10M2207/34—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
    • 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
    • C10M2215/066—Arylene diamines
    • 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
    • C10M2217/00—Organic macromolecular compounds containing nitrogen as ingredients in lubricant compositions
    • 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
    • C10M2217/00—Organic macromolecular compounds containing nitrogen as ingredients in lubricant compositions
    • C10M2217/02—Macromolecular compounds obtained from nitrogen containing monomers by reactions only involving carbon-to-carbon unsaturated bonds
    • 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
    • C10M2217/00—Organic macromolecular compounds containing nitrogen as ingredients in lubricant compositions
    • C10M2217/04—Macromolecular compounds from nitrogen-containing monomers obtained otherwise than by reactions only involving carbon-to-carbon unsaturated bonds
    • 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

  • ABSTRACT Antioxidant composition comprises a synergistic mixture of a diamine, e.g.
  • composition is particularly suitable for use in synthetic ester lubricants.
  • a variation of this procedure uses a temperature of 425F (218C) and a test period of 48 hours.
  • oils having poor resistance to oxidation at high temperatures give high viscosity and acidity increase and tend to corrode certain of the metals, especially copper and magnesium.
  • An object of the present invention is to provide a high temperature antioxidant which is capable of imparting outstanding oxidation stability to lubricating oils intended for the lubrication of moderm aero gas turbine engines, and which is clean in use.
  • N,N,N'tris-(4-toctylphenyl)-4-octyl-l,Z-phenylene diamine subsequently referred to as the diamine is as follows:
  • the powdered hydrazine was melted and maintained at 106C for 20 hours. Upon cooling, the solid antioxidant was ground to a yellow crystalline solid.
  • the amine of For mula 11 is of Formula i.e., n is 0, and the alkali metal derivative is prepared by reacting the alkali metal with the amine.
  • the amine of Formula 11 in again of Formula and the alkali metal derivative in this case is prepared by reacting the alkali metal hydride with the amine.
  • the amine of Formula 11 is a diamine of Formula i.e., n is l.
  • the alkali metal derivative may be prepared by reacting the diamine with an alkali metal or alkali metal hydride.
  • Suitable diamines of Formula 1 may be prepared by the method disclosed in Ser. No. 164,946 from 4,4'-dit-butyl diphcnylamine, (DODPA) 4,4-di-t-hexyldiphenylamine', N [4-t-butyl-phenyl]-a-naphthylamine; N [4-t-octyl-phenyl]-a-naphthylamine; N[4t-butyl- 4 phenyll-B-naphthylaminc; NH-t-octyl phenyH-B- naphthylamine, and, preferably, 4,4'-di-t-octyl diphenylamine.
  • DODPA 4,4-di-t-hexyldiphenylamine'
  • N [4-t-butyl-phenyl]-a-naphthylamine N [4-t-
  • the preferred diamine is N, N, N tris -(4toctylphenyl)-4t-octyl-1,Z-phenylene diamine (di- DODPA).
  • Diamines prepared by this method may have small amounts of monoamines and triamines associated with them.
  • Suitable amines of Formula ll are those listed previously as suitable for conversion to diamines and also the diamines and triamines resulting from such conversions.
  • the alkali metal derivatives of the amine of Formula 11 may be prepared by reacting the alkali metal or metal hydride with an excess of the amine at a temperature in the range to 200C.
  • the preferred alkali metals are potassium and sodium.
  • the invention also includes a lubrication composition
  • a lubrication composition comprising a lubricating base oil, which may be mineral or synthetic, and up to 10% by weight of an antioxidant composition as described above.
  • the lubricating composition suitably contains between 00] and 6% by weight of the diamine, preferably between 2 and 4%.
  • the lubricating composition suitably contains between 0.01 and 0.5% by weight of the alkali metal derivative, preferably between 0.04% and 0.2%.
  • antioxidant composition is shown to maximum advantage by using it in a thermally stable liquid neutral polyester basestock.
  • Such polyesters are prepared by reacting together under esteriflcation conditions and in one or more stages:
  • an aliphatic monoand/or polyhydric alcohol having 5-15, preferably 510, carbon atoms per molecule and having no hydrogen atoms attached to any carbon atom in a 2 position with respect to any OH group and ii. an aliphatic mono and/or polycarboxylic acid having 2-14, preferably, 3-12 carbon atoms per molecule.
  • polyester an ester having at least two ester linkages per molecule; it therefore includes diesters such as neopentyl glycol dipelargonate and di(2:2:4-trimethylpentyl) sebacate.
  • diesters such as neopentyl glycol dipelargonate and di(2:2:4-trimethylpentyl) sebacate.
  • neutral is used to mean a fully esterified product.
  • acids and alcohols examples include caprylic acid, capric acid.
  • caproic acid enanthic acid, pelargonic acid, valeric acid, pivalic acid, propionic acid, azelaic acid, 2:2:4-trimethylpentanol, neopentyl alcohol, neopentyl glycol, trimethylolethane, trimethylolpropane, pentaerythritol and dipentaerythritol.
  • Suitable polyesters are in the esters of trimethylolpropane, trimethylolethane, pentaerythritol and/or dipentaerythritol with one or more monocarboxylic acids having 3 to 10 carbon atoms, particularly one or more of those mentioned in the previous paragraph.
  • the trimethylolpropane and dicarboxylic acid are reacted in the molar ratio of 1:0.05/- O.75, preferably 110.075 0.4, the amount of monocarboxylic acid being sufficient to provide a carboxyl/hydroxyl balance in the reactants.
  • EXAMPLE 1 A potassium derivative of 4,4'-di-t-octyl diphenylamine (DODPA) was prepared by reacting 2g potassium with 100g of the amine at 190C.
  • DODPA 4,4'-di-t-octyl diphenylamine
  • Air saturated with water vapour was bubbled at the rate of 250 ml/min through 50 ml samples of the blends at elevated temperature for 192 hours.
  • EXAMPLE 2 200g of 4,4-di-t-octyldiphenylamine (DODPA) were melted in a round bottomed flask at about 100C and the flask was flushed out with nitrogen gas. 6g of sodium hydride (ie. 12g of a 50% oil dispersion of sodium hydride) were added gradually to the stirred diphenylamine over a period of two hours. The reaction was vigorous and the contents of the flask turned dark green in colour. The product was heated and stirred for ergist was ready for use without any further treatment.
  • DODPA 4,4-di-t-octyldiphenylamine
  • the ester basestock was a complex ester prepared by esterifying caprylic acid; l,l ,l-trimethylol propane and sebacic acid in the molar ratio of 28:10zl.
  • a potassium synergist was prepared by melting 30g. N,N,N'-tris(4t-octylphenyl)-4t-octyl-1,2-phenylene diamine under nitrogen in a flask. 0.4g metallic potassium was added and heating continued for 3 hours. The reaction product was then cooled and comminuted.
  • Y N Y N x Ester B was prepared by esterifying monopentaerythritol with a mixture of normal alkanoic acids of chain x n length C having an average chain length of C Further blends were subjected to the Pratt and Whitney oxidation test.
  • Example Additive Package Basestock Fluid 7 A kv A TAN Sludge Metal Weight Change Loss at Mill"? mgKOH/g mg Mg Al Cu Ag Fe 12 3% DODPA 0.5% Ester A 2.3 31.2 5.0 1.9 0.02 +0.02 +0.01 +0.03 +0.03
  • X is a benzene nucleus substituted in the para position to the nitrogen atom with a tertiary alkyl group having 4 to 9 carbon atoms and Y is selected from the group consisting of a benzene nucleus substituted in the para position with a tertiary alkyl group having 4 to 9 carbon atoms, an alpha naphthyl group and a beta naphthyl group, and n is 0, l, or 2, the weight ratio of the diamine of Formula 1 to the alkali metal amide being 121 to 12:1.
  • An antioxidant composition according to claim 1 wherein n is O and the alkali metal amide is prepared by reacting an alkali metal with the amine of Formula II in the presence of an excess of said amine at a temperature in the range of l50 to 200C 3.
  • a lubricating composition comprising a lubricating base oil and up to l0% by weight of an antioxidant composition according to claim 1.
  • a lubricating composition comprising a synthetic polyester base oil and up to 10% by weight of an antioxidant composition according to claim 1.

Landscapes

  • Chemical & Material Sciences (AREA)
  • Organic Chemistry (AREA)
  • Engineering & Computer Science (AREA)
  • Materials Engineering (AREA)
  • Chemical Kinetics & Catalysis (AREA)
  • General Chemical & Material Sciences (AREA)
  • Oil, Petroleum & Natural Gas (AREA)
  • Lubricants (AREA)
  • Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
US215646A 1971-01-18 1972-01-05 Synergistic mixture of adiamine and alkalimetalamide as an antioxidant composition and lubricants containing same Expired - Lifetime US3882032A (en)

Applications Claiming Priority (3)

Application Number Priority Date Filing Date Title
GB235071 1971-01-18
GB235071*[A GB1358291A (en) 1971-01-18 1971-08-12 Antioxidant composition
GB4158972A GB1351800A (en) 1970-07-24 1971-09-07 Amine intermediates for azo dyestuffs

Publications (1)

Publication Number Publication Date
US3882032A true US3882032A (en) 1975-05-06

Family

ID=27254063

Family Applications (1)

Application Number Title Priority Date Filing Date
US215646A Expired - Lifetime US3882032A (en) 1971-01-18 1972-01-05 Synergistic mixture of adiamine and alkalimetalamide as an antioxidant composition and lubricants containing same

Country Status (8)

Country Link
US (1) US3882032A (de)
BE (1) BE778192A (de)
CA (1) CA978732A (de)
DE (1) DE2201848A1 (de)
FR (1) FR2122474B1 (de)
GB (1) GB1358291A (de)
IT (1) IT960835B (de)
NL (1) NL7200637A (de)

Cited By (5)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US3986987A (en) * 1974-05-15 1976-10-19 Canada Packers Limited Light-density, low phosphate, puffed borax-containing detergent compositions
US5002078A (en) * 1989-08-11 1991-03-26 Lang And Co., Chemisch-Technische Produkte Kommanditgesellschaft Method of and cleaning agent for the cleaning of compressors, especially gas turbines
US20070265178A1 (en) * 2006-05-09 2007-11-15 Patil Abhimanyu O Lubricating compositions containing ashless catalytic antioxidant additives
US20080248985A1 (en) * 2007-04-03 2008-10-09 Patil Abhimanyu O Lubricating compositions containing ashless catalytic antioxidant additives
US20110223672A1 (en) * 2008-12-16 2011-09-15 Sea Marconi Technologies Di Vander Tumiatti S.A.S. Integrated methods for corrosivity, ageing and fingerprinting determination, as well as diagnosis, decontamination, depolarisation and detoxification of oils

Citations (1)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US3247111A (en) * 1963-04-08 1966-04-19 Socony Mobil Oil Co High temperature jet lubricant

Patent Citations (1)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US3247111A (en) * 1963-04-08 1966-04-19 Socony Mobil Oil Co High temperature jet lubricant

Cited By (10)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US3986987A (en) * 1974-05-15 1976-10-19 Canada Packers Limited Light-density, low phosphate, puffed borax-containing detergent compositions
US5002078A (en) * 1989-08-11 1991-03-26 Lang And Co., Chemisch-Technische Produkte Kommanditgesellschaft Method of and cleaning agent for the cleaning of compressors, especially gas turbines
US20070265178A1 (en) * 2006-05-09 2007-11-15 Patil Abhimanyu O Lubricating compositions containing ashless catalytic antioxidant additives
WO2007133462A3 (en) * 2006-05-09 2008-05-29 Exxonmobil Res & Eng Co Lubricating compositions containing ashless catalytic antioxidant additives
US7977286B2 (en) 2006-05-09 2011-07-12 Exxonmobil Research And Engineering Company Lubricating compositions containing ashless catalytic antioxidant additives
US20080248985A1 (en) * 2007-04-03 2008-10-09 Patil Abhimanyu O Lubricating compositions containing ashless catalytic antioxidant additives
WO2008123940A3 (en) * 2007-04-03 2008-11-27 Exxonmobil Res & Eng Co Lubricating compositions containing ashless catalytic antioxidant additives
US7759295B2 (en) * 2007-04-03 2010-07-20 Exxonmobil Research And Engineering Company Lubricating compositions containing ashless catalytic antioxidant additives
US20110223672A1 (en) * 2008-12-16 2011-09-15 Sea Marconi Technologies Di Vander Tumiatti S.A.S. Integrated methods for corrosivity, ageing and fingerprinting determination, as well as diagnosis, decontamination, depolarisation and detoxification of oils
US9075038B2 (en) * 2008-12-16 2015-07-07 Sea Marconi Technologies Di Vander Tumiatti S.A.S. Integrated methods for corrosivity, ageing and fingerprinting determination, as well as diagnosis, decontamination, depolarisation and detoxification of oils

Also Published As

Publication number Publication date
FR2122474B1 (de) 1974-12-13
IT960835B (it) 1973-11-30
DE2201848A1 (de) 1972-07-27
CA978732A (en) 1975-12-02
NL7200637A (de) 1972-07-20
GB1358291A (en) 1974-07-03
BE778192A (fr) 1972-07-18
FR2122474A1 (de) 1972-09-01

Similar Documents

Publication Publication Date Title
US3914179A (en) Synthetic lubricants for aero gas turbines
US3247111A (en) High temperature jet lubricant
US2718503A (en) Anticorrosion agents consisting of the monamides of dimerized fatty acids
US3360465A (en) Synthetic ester lubricants
US3256196A (en) Amide load carrying agent
US3344068A (en) Ester base lubricants
US2560202A (en) Rust inhibiting composition
US3697427A (en) Lubricants having improved anti-wear and anti-corrosion properties
US3790481A (en) Synthetic lubricants for aero gas turbines
US3882032A (en) Synergistic mixture of adiamine and alkalimetalamide as an antioxidant composition and lubricants containing same
US3115519A (en) Stable esters
US3535243A (en) Stable synthetic ester lubricant compositions
US4157971A (en) Synthetic aircraft turbine oil
US3642632A (en) Anthranilic acid esters as lubricant additives
US3329611A (en) Lubricating oil composition
US4189388A (en) Synthetic aircraft turbine oil
US3779919A (en) Synthetic aircraft turbine oil
US3216939A (en) Stabilization of lubricants
JP2001504142A (ja) 航空タービン油のデポジット形成傾向を低減させると共に抗酸化性を改善する硫黄含有カルボン酸誘導体
US3278434A (en) Lubricant compositions containing thiodicarboxylic acid esters
US3483122A (en) Ester lubricants
US3067137A (en) Lubricant compositions containing 9-amino acridines
US2692858A (en) Castor oil lubricating composition
US3287270A (en) Lubricants and fuels containing boroxarophenanthrene compounds
US3223634A (en) Lubricant compositions