EP2004780A2 - Schmierölzusatzzusammensetzung - Google Patents

Schmierölzusatzzusammensetzung

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Publication number
EP2004780A2
EP2004780A2 EP07759584A EP07759584A EP2004780A2 EP 2004780 A2 EP2004780 A2 EP 2004780A2 EP 07759584 A EP07759584 A EP 07759584A EP 07759584 A EP07759584 A EP 07759584A EP 2004780 A2 EP2004780 A2 EP 2004780A2
Authority
EP
European Patent Office
Prior art keywords
hindered phenolic
boronated
alkylated diphenylamine
mono
composition
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.)
Withdrawn
Application number
EP07759584A
Other languages
English (en)
French (fr)
Inventor
Vincent J. Gatto
Emily R. Schneller
William E. Moehle
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.)
Albemarle Corp
Original Assignee
Albemarle Corp
Priority date (The priority date is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the date listed.)
Filing date
Publication date
Application filed by Albemarle Corp filed Critical Albemarle Corp
Publication of EP2004780A2 publication Critical patent/EP2004780A2/de
Withdrawn legal-status Critical Current

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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
    • C10M141/00—Lubricating compositions characterised by the additive being a mixture of two or more compounds covered by more than one of the main groups C10M125/00 - C10M139/00, each of these compounds being essential
    • C10M141/12—Lubricating compositions characterised by the additive being a mixture of two or more compounds covered by more than one of the main groups C10M125/00 - C10M139/00, each of these compounds being essential at least one of them being an organic compound containing atoms of elements not provided for in groups C10M141/02 - C10M141/10
    • 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
    • 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
    • C10M2219/00—Organic non-macromolecular compounds containing sulfur, selenium or tellurium as ingredients in lubricant compositions
    • C10M2219/06—Thio-acids; Thiocyanates; Derivatives thereof
    • C10M2219/062—Thio-acids; Thiocyanates; Derivatives thereof having carbon-to-sulfur double bonds
    • C10M2219/066—Thiocarbamic type compounds
    • C10M2219/068—Thiocarbamate metal salts
    • 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
    • C10M2227/00—Organic non-macromolecular compounds containing atoms of elements not provided for in groups C10M2203/00, C10M2207/00, C10M2211/00, C10M2215/00, C10M2219/00 or C10M2223/00 as ingredients in lubricant compositions
    • C10M2227/06—Organic compounds derived from inorganic acids or metal salts
    • C10M2227/061—Esters derived from boron
    • 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
    • C10N2010/00—Metal present as such or in compounds
    • C10N2010/12—Groups 6 or 16
    • 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
    • C10N2030/10—Inhibition of oxidation, e.g. anti-oxidants
    • 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
    • C10N2040/25—Internal-combustion engines
    • 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
    • C10N2040/25—Internal-combustion engines
    • C10N2040/252—Diesel engines
    • 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
    • C10N2040/25—Internal-combustion engines
    • C10N2040/255—Gasoline engines
    • 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
    • C10N2060/00—Chemical after-treatment of the constituents of the lubricating composition
    • C10N2060/14—Chemical after-treatment of the constituents of the lubricating composition by boron or a compound containing boron

Definitions

  • the invention relates to lubricant oil additive compositions and lubricating oil compositions containing the same. More particularly, this invention relates to combinations of hindered phenolic antioxidants, boronated hindered phenolic antioxidants, alkylated diphenylamines and organomolybdenum compounds useful as lubricant oil compositions and lubricating oil additive compositions.
  • Hindered phenolic and boronated hindered phenolics are well known in the art, including large molecular phenolics incorporating the moiety, 2,6-di-tert-butylphenol, and the like. See, for example, the following US and foreign patents: US 4,927,553; US 3,356,707; US 3,509,054; US 3,347,793; US 3,014,061; US 3,359,298; US 2,813,830; US 2,462,616; GB 864,840; US 5,698,499; US 5,252,237; US RE 32,295; US 4,547,302; US 3,211,652; and US 2,807,653
  • alkylated diphenyl amine as an antioxidant additive in lubricating oil formulations is also well known in the art. See, for example, the following US patents: US 5,620,948; US 5,595,964; US 5,569,644; US 4,857,214; US 4,455,243; and US 5,759,965.
  • the present invention generally provides a lubricant oil composition having improved oxidative stability, the composition comprising at least one hindered phenolic antioxidant, at least one mono-boronated hindered phenolic antioxidant, at least one di- boronated hindered phenolic antioxidant, at least one alkylated diphenylamine, and at least one organomolybdenum compound.
  • the invention also provides a lubricating oil additive concentrate composition that imparts synergistic oxidative stability to a lubricant oil upon its addition, the concentrate composition comprising at least one hindered phenolic antioxidant, at least one mono-boronated hindered phenolic antioxidant, at least one di-boronated hindered phenolic antioxidant, at least one alkylated diphenylamine, and at least one organomolybdenum compound.
  • the concentrate compositions of the present invention may also be prepared with a high concentration of hindered phenolic antioxidants without deleterious effects on viscosity or lubricant solubility.
  • lubricant oil compositions and lubricating oil additive concentrate compositions comprising at least one hindered phenolic antioxidant, at least one mono-boronated hindered phenolic antioxidant, at least one di- boronated hindered phenolic antioxidant, at least one alkylated diphenylamine, and at least one organomolybdenum compound exhibits improved oxidative stability compared to conventional formulations.
  • a lubricant oil or lubricating oil additive concentrate composition comprising: (a) 4,4'-methylenebis(2,6-di-tert-butylphenol), (b) 4,4'-methylenebis(2,6-di-tert- butylphenol)-mono-(di-alkyl orthoborate), (c) 4,4'-methylenebis(2,6-di-tert-butylphenol)-di-(di- alkyl orthoborate), (d) an alkylated diphenylamine, and (e) an organomolybdenum compound, is an effective antioxidant combination for use in lubricants.
  • a lubricant oil or lubricating oil additive concentrate composition comprising: (a) a hindered phenolic antioxidant, (b) either a single or multiple ortho-borate ester, or combinations thereof, derived from a hindered phenolic antioxidant, wherein the boron is attached to the hindered phenolic oxygen, (c) an alkylated diphenylamine, and (d) an organomolybdenum compound, is an effective antioxidant combination for use in lubricants.
  • Hindered phenolics suitable for use in the compositions of the present invention include phenolics incorporating the 2,6-di-tert-butylphenol moiety.
  • a suitable hindered phenolic which is commercially sold by Albemarle CorporationTM under the trade name Ethanox® 702, is 4,4'methylenebis(2,6-di-tert-butylphenol), hereinafter referred to as MBDTBP, having the structure of Structure I below: Structure I
  • Suitable hindered phenolics include, 2,4-di-tert-butyiphenol, 2,6-di-tert- butylphenol, 6-tert-butyl-ortho-cresoi, 2,6-di-isopropylphenol, 2,4-di-sec-butylphenol, higher molecular weight hindered phenolic antioxidants derived synthetically from 2,4-di-tert- butylphenol, 2,6-di-tert-butylphenol, 6-tert-butyl-ortho-cresol, 2,6-di-isopropylphenol, or 2,4-di- sec-butylphenol, butylated hydroxy toluene (BHT), and the like.
  • BHT butylated hydroxy toluene
  • the amount of hindered phenolic present in the compositions of the invention ranges from about 1 to about 50 weight percent of the total concentration of hindered phenolic, boronated hindered phenolic, and alkylated diphenylamine. In additional aspects the amount of hindered phenolic present in the compositions of the invention ranges from about 1 to about 40 weight percent, about 1 to about 30 weight percent, about 1 to about 25 weight percent, about 1 to about 20 weight percent, and about 1 to about 15 weight percent of the total concentration of hindered phenolic, boronated hindered phenolic, and alkylated diphenylamine.
  • the mono- and di-boronated hindered phenolics suitable for use in the compositions of the present invention are derived from the hindered phenolics described above by reaction with tri-alkyl orthoborates.
  • One such process is disclosed in US 4,927,553.
  • suitable mono- and di-boronated hindered phenolics have the structures of Structures II and III below:
  • Rj, R 2 , R 3 , and R 4 are independently selected from the group consisting of linear, branched and cyclic Ci to Cg alkyl groups.
  • groups include, but are not limited to, methyl, ethyl, n-propyl, iso-propyl, n-butyl, sec-butyl, iso-butyl, n-pentyl, 2-methylbutyl, 3- methylbutyl, 2-methyl ⁇ 2-butyl, 3-methyl-2-butyl, isopentyl, n-hexyl, cyclopentyl, cyclohexyl, 2- ethylbutyl, 2-methylpentyl, 3-methylpentyl, 4-methylpentyl, 3-methyl-2-pentyl, 4-methyl-2- pentyl, 3-methyl-3-pentyl, 3,3-dimethylbutyl, 3,3-dimethyl-2-butyl, 2,3-dimethyl-2-butyl
  • Other mono- and di-boronated hindered phenolics may be derived from reacting the specific hindered phenolics described above, or mixtures of hindered phenolics, with tri-alkyl orthoborates.
  • the combined total of mono- and di-boronated hindered phenolics present in the compositions of the invention ranges from about 10 to about 80 weight percent of the total concentration of hindered phenolic, boronated hindered phenolic, and alkylated diphenylamine.
  • the ratio of mono-boronated hindered phenolic to di-boronated hindered phenolic may vary from about 0.01 : 1 to about 1 :0.01.
  • the amount of mono-boronated hindered phenolic can be approximately equal to or greater than that of di-boronated hindered phenolic.
  • the amount of MBDTBP in conventional lubricant oil additive concentrate compositions has been limited by its solubility to about 10 wt% of the total additive concentrate.
  • the present invention provides a method for increasing the concentration of hindered phenolic antioxidant in the lubricant oil additive concentrate composition to be increased to as high as about 50 wt% by including boronated hindered phenolic antioxidants in the lubricant oil additive concentrate composition.
  • the alkylated diphenylamines suitable for use in the compositions of the present invention are prepared from diphenylamine by reaction with olefins.
  • One particularly useful method of preparing alkylated diphenylamines is described in US Patent Publication US-2006- 0276677-A1 (which related to US 11/442856 filed 30 May 2006, which claims priority to US Provisional Patent Application 60/687,182 filed on June 2, 2005 and to US Provisional Patent Application 60/717322 filed on Sept. 14, 2005), which US Patent Publication is incorporated in its entirety by reference herein to the extent allowed by applicable law.
  • Both mono- and di- alkylated diphenylamines may be employed, either alone are in combination, and have the structures shown in Structures IV and V below: Structure IV
  • R 1 , R 2 and R 3 are independently selected from the group consisting of linear, branched and cyclic C 4 to C 32 alkyl groups.
  • groups include, but are not limited to, alkyl groups derived from linear alpha-olefins, isomerized alpha-olefms polymerized alpha-olefins, low molecular weight oligomers of propylene, and low molecular weight oligomers of isobutylene.
  • Specific examples include but are not limited to butyl, pentyl, hexyl, heptyl, octyl, nonyl, decyl, undecyl, dodecyl, tridecyl, tetradecyl, dipropyl, tripropyl, tetrapropyl, pentapropyl, hexapropyl, heptapropyl, octapropyl, diisobutyl, triisobutyl, tetraisobutyl, pentaisobutyl, hexaisobutyl, and heptaisobutyl.
  • the combined total of mono- and di-alkylated diphenylamine present in the compositions of the invention ranges from about 10 to about 80 weight percent of the total concentration of hindered phenolic, boronated hindered phenolic, and alkylated diphenylamine.
  • the ratio of mono- to di-alkylated diphenylamine may vary from about 0,01:1 to about 1 :0.01.
  • alkylated diphenylamines examples include nonylated diphenylamines (NDPA), octylated diphenylamines, mixed octylated/styrenated diphenylamines (such as Durad® AX55), and mixed butylated/octylated diphenylamines (such as Vanlube® 961). Further, the nitrogen content of the alkylated diphenylamines can be in the range of about 2.0 to about 6.0 wt. %.
  • the alkylated diphenylamines can be a liquid or low melting solid.
  • Qrganomolybdemim compounds suitable for use in the present invention include sulfur-free compounds, phosphorus-free compounds, and sulfur-containing compounds.
  • the molybdenum content of organomolybdenum compounds may vary from about 1 wt% to about 15 wt%.
  • the concentration of the organomolybdenum compound may range from about 1 wt% to about 40 wt% of the total concentration of hindered phenolic, boronated hindered phenolic, alkylated diphenylamine and organomolybdenum compound.
  • the amount of organomolybdenum compound used in compositions of the present invention is such that the weight ratio of molybdenum to boron ranges from about 0.01 : 1 to about 10:1.
  • the molybdenum content of a lubricant oil can range from between about 50 to about 1000 ppm and the boron content can range between about 50 to about 500 ppm.
  • the molybdenum content of a lubricant oil can range from between about 100 to about 400 ppm and the boron content can range between about 100 to about 400 ppm.
  • Sulfur- and phosphorus-free organomolybdenum compounds may be prepared by reacting a sulfur and phosphorus-free molybdenum source with an organic compound containing amino and/or alcohol groups.
  • sulfur- and phosphorus-free molybdenum sources include molybdenum trioxide, ammonium molybdate, sodium molybdate and potassium molybdate.
  • the amino groups may be monoamines, diamines, or polyamines.
  • the alcohol groups may be mono-substituted alcohols, diols or bis-alcohols, or polyalcohols.
  • the reaction of diamines with fatty oils produces a product containing both amino and alcohol groups that can react with the sulfur- and phosphorus-free molybdenum source.
  • Examples of sulfur- and phosphorus-free organomolybdenum compounds suitable for use in the present invention include the following: compounds prepared by reacting certain basic nitrogen compounds with a molybdenum source as defined in U.S. Patent Nos. 4,259,195 and 4,261,843; compounds prepared by reacting a hydrocarbyl substituted hydroxy alkylated amine with a molybdenum source as defined in U.S. Patent No. 4,164,473; compounds prepared by reacting a phenol aldehyde condensation product, a mono-alkylated alkylene diamine, and a molybdenum source as defined in U.S. Patent No.
  • Examples of commercial sulfur- and phosphorus- free oil soluble molybdenum compounds are Sakura-Lube 700 from Asahi Denka, and Molyvan 856B and Molyvan 855 from R. T. Vanderbilt Company, Inc.
  • Molybdenum compounds prepared by reacting a fatty oil, diethanolamine, and a molybdenum source as defined in U. S. Patent 4,889,647 are sometimes illustrated as having one or both of the following structures,
  • R is a fatty alkyl chain.
  • the exact chemical structure of these materials is not fully known and may in fact be multi-component mixtures of many organomolybdenum compounds.
  • Sulfur-containing organomolybdenum compounds may be prepared by a variety of methods. One method involves reacting a sulfur and phosphorus-free molybdenum source with an amino group and one or more sulfur sources. Sulfur sources include carbon disulfide, hydrogen sulfide, sodium sulfide and elemental sulfur. Alternatively, the sulfur-containing molybdenum compound may be prepared by reacting a sulfur containing molybdenum source with an amino group or thiuram group and optionally a second sulfur source. Examples of sulfur- and phosphorus-free molybdenum sources include molybdenum trioxide. ammonium molybdate, sodium molybdate, potassium molybdate and molybdenum halides.
  • the amino groups may be monoamines, diamines, or polyamines.
  • the reaction of molybdenum trioxide with a secondary amine and carbon disulfide produces molybdenum dithiocarbamates.
  • the reaction of (NH4)2Mo 3 Si 3 -n(H 2 O) where n varies between 0 to 2 with a tetralkylthiuram disulfide produces a trinuclear sulfur -containing molybdenum dithiocarbamate.
  • sulfur-containing organomolybdenum compounds suitable for use in the present invention include the following: compounds prepared by reacting molybdenum trioxide with a secondary amine and carbon disulfide as defined in U.S. Patent Nos. 3,509,051 and 3,356,702; compounds prepared by reacting a sulfur-free molybdenum source with a secondary amine, carbon disulfide, and an additional sulfur source as defined in U.S. Patent No. 4,098,705; compounds prepared by reacting a molybdenum halide with a secondary amine and carbon disulfide as defined in U. S. Patent No.
  • Patent 4,995,996 compounds prepared by reacting (NH 4 )2M ⁇ 3 Si 3 -2(H 2 ⁇ ) with an alkali metal dialkyldithiocarbamate or tetralkyl thiuram disulfide as define in U.S. Patent No. 6,232,276; compounds prepared by reacting an ester or acid with a diamine, a molybdenum source and carbon disulfide as defined in U.S. Patent No. 6,103,674; and compounds prepared by reacting an alkali metal dialkyldithiocarbamate with 3- chloropropionic acid, followed by molybdenum trioxide, as defined in U.S. Patent No. 6,117,826.
  • Examples of commercial sulfur-containing oil soluble molybdenum compounds are Sakura-Lube® 100, Sakura-Lube® 155, Sakura-Lube® 165, and Sakura-Lube® 180 from Asahi Denka Kogyo K.K., Molyvan® A, Molyvan® 807 and Molyvan® 822 from R. T. Vanderbilt Company, and Naugalube® MoIyFM from Crompton Corporation.
  • Molybdenum dithiocarbamates are suitable organomolybdenum compounds and have the following structure:
  • R is independently selected from hydrogen or an alkyl group containing 4 to 18 carbons
  • X is independently selected from oxygen or sulfur.
  • the lubricating oil may be any basestock or base oil (characterized as Group I, Group II, Group III, Group IV or Group V as defined by the API basestock classification system), or lubricant composed predominately of aromatics, naphthenics, paraff ⁇ nics, poly-alpha-olefins and/or synthetic esters. Further, the lubricant may also contain additional additives so as to make the system acceptable for use in a variety of applications.
  • additives include dispersants, detergents, viscosity index improvers, pour point depressants, anti-wear additives, extreme pressure additives, friction modifiers, corrosion inhibitors, rust inhibitors, emulsifiers, demulsifiers, anti-foaming agents, colorants, seal swelling agents, and additional antioxidants.
  • the present invention may be useful in passenger car engine oils, heavy duty diesel oils, medium speed diesel oils, railroad oils, marine engine oils, natural gas engine oils, 2-cycle engine oils, steam turbine oils, gas turbine oils, combined cycle turbine oils, R&O oils, industrial gear oils, automotive gear oils, compressor oils, manual transmission fluids, automatic transmission fluids, slideway oils, quench oils, flush oils and hydraulic fluids.
  • Suitable applications are in engine oils.
  • a suitable application is in low phosphorus engine oils characterized by a phosphorus content of less than 1000 ppm.
  • the lubricating oil additive concentrate may or may not contain a diluent oil. If a diluent oil is used, the diluent oil is typically present between 1 and 80 wt. % of the concentrate.
  • the total amount of hindered phenolic, boronated hindered phenolic, alkylated diphenylamine, and organomolybdenum compound that are added to fully formulated oils depends upon the end use application.
  • the total amount of hindered phenolic, boronated hindered phenolic, alkylated diphenylamine, and organomolybdenum compound added to the oil ranges between about 0.05 and about 1.0 wt. %.
  • the total amount of hindered phenolic, boronated hindered phenolic, alkylated diphenylamine and organomolybdeum compound added to the oil ranges between about 0.2 and about 3.0 wt.%.
  • the total amount of hindered phenolic, boronated hindered phenolic, and alkylated diphenylamine may approach 5.0 wt. % or more,
  • a passenger car engine oil preblend was prepared in accordance with the present invention by blending the following materials:
  • MoDTC Molybdenum dithiocarbamate containing 4 5 wt % molybdenum
  • BMBDTBP a sample composed of: 15 6 wt % 4 4-methyleneb ⁇ s(2,6-d ⁇ -tert-butylphenol, 38 6 wt % 4,4'-methyleneb ⁇ s(2,6-d ⁇ -tert-butylphenol)-mono-(d ⁇ -sec-butyI orthoborate), 17.4 wt.% 4,4'- methyleneb ⁇ s(2,6-di-tert-butylphenol)-d ⁇ -(d ⁇ -sec-butyl orthoborate) (values calculated based upon
  • HPLC analysis HPLC analysis
  • 1 0 wt % of an ashless dispersant 1 0 wt % of an ashless dispersant
  • 29 0 wt % of a 500N naphthenic diluent oil The sample has a boron content of 1 23 wt% as determined by ICP.
  • HPE S. ⁇ -di-tert-butyM-hydroxyhydrocinnamic acid, C 7 -C 9 branched alkyl esters
  • NDPA Nonylated diphenylamine
  • G2BO 150N Group Il baseoil
  • compositions and methods of this invention have been described in terms of preferred embodiments, it will be apparent to those of skill in the art that variations may be applied to the compositions, methods and/or processes and in the steps or in the sequence of steps of the methods described herein without departing from the concept and scope of the invention. More specifically, it will be apparent that certain agents which are both chemically and physiologically related may be substituted for the agents described herein while the same or similar results would be achieved. All such similar substitutes and modifications apparent to those skilled in the art are deemed to be within the scope and concept of the invention.

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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)
EP07759584A 2006-03-29 2007-03-28 Schmierölzusatzzusammensetzung Withdrawn EP2004780A2 (de)

Applications Claiming Priority (2)

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US78733406P 2006-03-29 2006-03-29
PCT/US2007/065371 WO2007115042A2 (en) 2006-03-29 2007-03-28 Lubricant oil additive compositions

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EP2004780A2 true EP2004780A2 (de) 2008-12-24

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US (1) US20100286004A1 (de)
EP (1) EP2004780A2 (de)
JP (1) JP2009531533A (de)
KR (1) KR20080103588A (de)
CN (1) CN101415805A (de)
AU (1) AU2007233234A1 (de)
BR (1) BRPI0710256A2 (de)
CA (1) CA2647574A1 (de)
EA (1) EA200870386A1 (de)
TW (1) TW200801174A (de)
WO (1) WO2007115042A2 (de)

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US7897552B2 (en) * 2007-11-30 2011-03-01 Afton Chemical Corporation Additives and lubricant formulations for improved antioxidant properties
US8748357B2 (en) * 2008-07-15 2014-06-10 Exxonmobil Research And Engineering Company Method for stabilizing diesel engine lubricating oil against degradation by biodiesel fuel
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JP2009531533A (ja) 2009-09-03
CN101415805A (zh) 2009-04-22
KR20080103588A (ko) 2008-11-27
WO2007115042A3 (en) 2008-01-24
AU2007233234A1 (en) 2007-10-11
TW200801174A (en) 2008-01-01
US20100286004A1 (en) 2010-11-11
BRPI0710256A2 (pt) 2011-08-09
CA2647574A1 (en) 2007-10-11
WO2007115042A2 (en) 2007-10-11

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