EP0913455A2 - Verfahren zur Verbesserung der Kupferkorrosionsleistung von Molybdenum-dithiocarbamat und aktiven Schwefel durch Hinzufügen von Sonnenblumenöl - Google Patents

Verfahren zur Verbesserung der Kupferkorrosionsleistung von Molybdenum-dithiocarbamat und aktiven Schwefel durch Hinzufügen von Sonnenblumenöl Download PDF

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Publication number
EP0913455A2
EP0913455A2 EP98308848A EP98308848A EP0913455A2 EP 0913455 A2 EP0913455 A2 EP 0913455A2 EP 98308848 A EP98308848 A EP 98308848A EP 98308848 A EP98308848 A EP 98308848A EP 0913455 A2 EP0913455 A2 EP 0913455A2
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Prior art keywords
oil
sulfur
group
composition
compound
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EP98308848A
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English (en)
French (fr)
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EP0913455B1 (de
EP0913455A3 (de
Inventor
Junsuke Haruna
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Lubrizol Corp
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Lubrizol Corp
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Priority claimed from JP29894097A external-priority patent/JP4641567B2/ja
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    • C10N—INDEXING SCHEME ASSOCIATED WITH SUBCLASS C10M RELATING TO LUBRICATING COMPOSITIONS
    • C10N2040/00—Specified use or application for which the lubricating composition is intended
    • C10N2040/08—Hydraulic fluids, e.g. brake-fluids
    • 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
    • C10N2040/251—Alcohol fueled 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
    • C10N2040/00—Specified use or application for which the lubricating composition is intended
    • C10N2040/25—Internal-combustion engines
    • C10N2040/255—Gasoline engines
    • C10N2040/28—Rotary engines

Definitions

  • the present invention relates to novel lubricating compositions containing molybdenum which exhibit reduced copper corrosion activity.
  • the compositions comprise organomolybdenum compounds and a sulfur donor compound which has been treated with a plant oil to remove active sulfur.
  • the molybdenum compounds used are dithiocarbamates in various forms.
  • organomolybdenum compounds in lubricating oil compositions to decrease friction between moving parts.
  • oils used to lubricate internal combustion engines lowering of friction between moving parts increases fuel efficiency.
  • organomolybdenum compounds may also be used in functional fluids such as manual and automatic transmission fluids, wet brakes fluids, hydraulic fluids and other comparable fluids.
  • organomolybdenum compounds used in lubricating compositions are molybdenum containing alkyl and dialkyl dithiocarbamates and their oxyo and/or sulfurized analogs. Examples of such organomolybdenum compounds are disclosed in the following patent publications, all of which are incorporated herein by reference.
  • Japanese Patent Laid-Open Application No. 56202/1973 teaches a compound having the general formula [R 2 N-CS 2 ] 2 -Mo 2 S 4 wherein R is an alkyl group, which compound is useful as an additive for lubricants. But that compound has a corrosive action on copper-containing materials, so the use of that compound has been limited.
  • Japanese Patent Laid-Open No. 62-813966 proposes a molybdenum-containing lubricant additive with an excellent oxidation preventive function, wear proofing function, friction mitigating function and metal corrosion inhibiting function, and further is highly soluble in a base oil such as mineral oil.
  • Japanese Patent Laid-Open No. 48-56202 proposes an extreme pressure lubricant containing MoDTC blended thereto.
  • Japanese Patent Laid-Open No. 5-279686 proposes a lubricating oil composition for an internal combustion engine prepared by blending (a) sulfurized oxymolybdenum dithiocarbamate and/or sulfurized oxymolybdenum organophosphorodithioate, (b) fatty acid ester and/or organoamide compound, (c) at least one compound selected from the group consisting of calcium sulfonate, magnesium sulfonate, calcium phenate and magnesium phenate, (d) at least one compound selected from the group consisting of benzylamine and boron derivatives of benzylamine, and (e) zinc dithiophosphate and/or zinc dithiocarbamate, in a base oil for a lubricating oil.
  • Japanese Patent Laid-Open No. 5-230485 proposes a lubricating oil composition for an engine oil containing, as essential components in a base oil using a mineral oil and/or a synthetic lubricating of (a) an alkaline earth metal salt of alkyl-salicylic acid, (b) a bis-type alkenylsuccinic acid imide having a polybutenyl group and/or its derivative, and (c) sulfurized oxymolybdenum organophosphorodithioate and/or molybdenum dithiocarbamate.
  • Japanese Patent Laid-Open No. 5-186787 proposes a lubricating oil composition prepared by blending (a) sulfurized oxymolybdenum dithiocarbamate and/or sulfurized oxymolybdenum organophosphorodithioate and (b) zinc dithiophosphate and/or zinc dithiocarbamate into a mineral oil, and further proposes a lubricating oil composition prepared by adding (c) an organic amide compound to the above.
  • Japanese Patent Laid-Open No. 5-163497 proposes an engine oil composition
  • a base oil consisting of a mineral oil and/or a synthetic oil
  • B a boron compound derivative of alkenylsuccinic acid amide
  • C an alkaline earth metal salt of salicylic acid
  • D molybdenum dithiophosphate and/or molybdenum dithiocarbamate
  • a molybdenum dihydrocarbyldithiocarbamate compound useful as an additive for lubricants is disclosed in U.S. Patent No. 4,098,705 to Sakurai et al.
  • Novel sulfur and phosphorus containing molybdenum compositions which are useful for improving fuel economy for internal combustion engines are disclosed in U.S. Patent No. 4,289,635 to Schroeck.
  • U.S. Patent to NTN Corporation of Japan recites a grease composition for constant velocity joints comprising a urea grease including a lubricating oil and a urea base thickener and containing (A) 1-5% by weight of molybdenum sulfide dialkyldithiocarbamate, (B) 0.2-1% by weight of molybdenum disulfide, (C) 0.5-3% by weight of an extreme pressure additive of zinc dithiophosphate and (D) 0.5-5% by weight of an oiliness agent composed of at least one of vegetable oils and fats as an essential component, provided that a weight ratio of the component (B) to the component (A) is 0.04-0.5.
  • the instant invention does not contain a urea base thickener or molybdenum disulfide.
  • the invention of WO 96/06904 is a lubricant composition
  • a lubricant composition comprising a major amount of a lubricant base oil having added thereto a minor amount of additives comprising (A) oxymolybdenum dithiocarbamate sulfide having alkyl groups with 8 to 18 carbon atoms, (B) zinc dialkyldithiophosphate having primary alkyl groups with 1 to 18 carbon atoms, (C) one or more additional peroxide decomposing sulfur compounds, (D) an ashless dispersant, and (E) a boron containing additive in an amount sufficient to provide at from 0.005 to 0.06% by weight boron to the finished lubricant wherein to the total weight of the composition, the molybdenum content from oxymolybdenum dithiocarbamate sulfide is at 200 to 2,000 ppm (ratio by weight); the phosphorus content from zinc dialkyldithiophosphate is at 0.
  • the additional peroxide decomposing sulfur compound is selected from the group consisting of zinc dialkyldithiocarbamate, copper dialkyldithiocarbamate or nickel dialkyldithiocarbamate wherein the dialkyldithiocabamate has alkyl groups with 2 to 18 carbon atoms, bis(dialkyldithiocarbanoyl)disulfide having an alkyl group with 2 to 18 carbon atoms, disulfide having an alkyl group with 2 to 18 carbon atoms, disulfide having an allyl group, an alkylallyl group or an allylalkyl group with 6 to 18 carbon atoms, olefin sulfide, fish oil sulfide, whale oil sulfide and mixtures of any of the foregoing.
  • WO 96/06904 describes in detail the use of additional sulfur compounds in the compositions described.
  • the additional sulfur compound required by WO 96/06904 is selected from any of the sulfur compounds that efficiently decompose peroxides.
  • the extended fuel economy performance of the present invention may be attributable to suppressed consumption of the oxymolybdenum dithiocarbamate sulfide and the zinc dialkyldithiophosphate because the sulfur compounds efficiently decompose peroxides.
  • dialkyldithiocarbamate salt to be blended in the lubricant composition of the invention, use is made of a compound represented by the general formula (3) wherein M represents zinc, copper or nickel; R 9 , R 10 , R 11 and R 12 may be the same or different, each representing an alkyl group with 2 to 18 carbon atoms.
  • Metal salts of dialkyldithiocarbamic acid are well known and readily available. Processes for their synthesis are described in U.S. Patents 4,623,473 and 4,740,322.
  • the alkyl group of 2-18 carbon atoms represented by R 9 , R 10 , R 11 and R 12 in the general formula (3) may be linear or branched, including for example, an ethyl group, propyl group, butyl group, pentyl group, hexyl group, heptyl group, octyl group, nonyl group, decyl group, undecyl group, dodecyl group, tridecyl group, tetradecyl group, pentadecyl group, hexadecyl group, heptadecyl group and octadecyl group.
  • the bis(dialkyldithiocarbamoyl)disulfide to be blended in the lubricant composition of the present invention use may be made of a compound represented by the general formula (4): wherein R 13 , R 14 , R 15 and R 16 may be the same or different, each representing an alkyl group with 2 to 18 carbon atoms.
  • the alkyl group of 2-8 carbon atoms represented by R 13 , R 14 , R 15 and R 16 in the general formula (4) may, be linear or branched, including for example an ethyl group, propyl group, butyl group, pentyl group, hexyl group, heptyl group, octyl group, nonyl group, decyl group, undecyl group, dodecyl group, tridecyl group, tetradecyl group, pentadecyl group, hexadecyl group, heptadecyl group and octadecyl group.
  • R 17 ⁇ S ⁇ S ⁇ R 18 As the disulfide to be blended in the lubricant composition of the invention. use is made of a compound represented by the general formula (5): R 17 ⁇ S ⁇ S ⁇ R 18 wherein R 17 and R 18 may be the same or different, each representing an alkyl group with 2 to 18 carbon atoms or an allyl group, an alkylallyl group or an allylalkyl group, with 6 to 18 carbon atoms.
  • the alkyl group of 2-8 carbon atoms represented by R 17 and R 18 in the general formula (5) may be linear or branched, including for example an ethyl group, propyl group, butyl group, pentyl group, hexyl group, heptyl group, octyl group, nonyl group, decyl group, undecyl group, dodecyl group, tridecyl group, tetradecyl group, pentadecyl group, hexadecyl group, heptadecyl group and octadecyl group;
  • the allyl group, the alkylallyl group or the allylalkyl group, having 6 to 18 carbon atoms and being represented by R 17 and R 18 includes for example a phenyl group, benzyl group, phenetyl group, methylbenzyl group, diphenylmethyl group and the like.
  • Olefin sulfide, fish oil sulfide and whale oil sulfide, to be blended with the lubricant composition of the invention should be olefin sulfide (polysulfide) being produced by sulfide processing of polymers such as isobutylene and having a sulfur content of 25 to 40% by weight, fish oil sulfide and whale oil sulfide produced by processing individually fish oil and whale oil in the same manner.
  • polysulfide polysulfide
  • European Patent Application EP 0725130A2 to the Tonen Corporation describes a lubricating oil composition containing a majority of an oil of lubricating viscosity, a molybdenum dithiocarbamate, an organozinc compound, and a phenol based antioxidant.
  • organomolybdenum compounds to reduce frictional properties of lubricant oils and to use sulfur compounds as sulfur donors, as well as phenolic antioxidants, to suppress oxidative degradation of the organomolybdenum compounds.
  • compositions and methods are provided for reducing copper corrosion problems of lubricating oils containing organomolybdenum compounds together with a sulfur containing compound.
  • the sulfur containing compounds include those listed above in WO 96/06904, diaryl sulfides, and sulfurized phenates as described in U.S. Patent No. 5,328,620 which is herein incorporated by reference for disclosure of said sulfurized phenates.
  • the sulfurized phenates may be prepared from a phenol, elemental sulfur and a metal.
  • carbamates as described in U.S. Patent No. 4,758,362 which is herein incorporated by reference for said carbamate disclosure.
  • Also included in the definition of sulfur containing compounds are metal disulfides of formula M-S-S-M where M is a metal.
  • sulfur compounds While the addition of sulfur compounds to oils reduces degradation of the organomolybdenum compounds, said sulfur compounds cause increased copper corrosion properties of such oils.
  • the copper corrosion results from unbound or active sulfur contained with said sulfur compounds.
  • the sulfur compounds in order to reduce copper corrosion properties of such oils, the sulfur compounds must be treated with compounds to reduce the active or non-bound sulfur of said sulfur compounds.
  • copper corrosiveness of sulfur compounds for use in additive packages containing molybdenum dithiocarbamates and oxyo and sulfurized derivatives thereof are mixed with sunflower oil or other plant oil and heated prior to adding to said additive package, the copper corrosiveness of oils containing said additive packages is reduced.
  • the reduced copper corrosiveness is reduced because the unbound or active sulfur associated with said sulfur compounds is removed by reaction with the double bonds of the plant oils.
  • the instant invention comprises an additive package for use in oils of lubricating viscosity to provide said oils containing said packages with improved frictional and reduced copper corrosion properties.
  • the additive package comprises a composition formed by mixing together:
  • the additive package described above when mixed with an oil of lubricating viscosity provides for a lubricating composition having improved frictional properties and reduced copper corrosion activity.
  • the lubricating oil composition comprises a lubricating composition formed by mixing:
  • the instant invention also provides a method for reducing copper corrosion in internal combustion engines.
  • the method comprises adding to and operating said engine a lubricating oil composition comprising a mixture formed by mixing:
  • the term "majority” is generally intended to mean that the lubricating oil compositions contain a major amount of the oil of lubricating viscosity, that is the oil generally comprises the constituent present in the largest amount in the composition and is usually present in an amount more than 50% of the composition by weight.
  • molybdenum dithiocarbamate for use in this invention includes those incorporated by reference in the section above herein labeled "Background of the Invention".
  • molybdenum dithiocarbamate compounds in addition to those described above include those disclosed in WO 96/23856, WO 96/06904 and EP 0725130.
  • the molybdenum dithiocarbamates are alkyl and dialkyl dithiocarbamates and are available as Akeda S-100 from Asaki Denka Kogyo K.K., Tokyo 103 Japan and as various MOLYVAN® compositions from R.T. Vanderbilt Company of Norwalk, Connecticut, U.S.A..
  • Vanderbilt organomolybdenum dithiocarbamate compounds are MOLYVAN® A, a molybdenum oxysulfide dithiocarbamate of the formula: and MOLYVAN® 822 described by Vanderbilt as an organomolybdenum dithiocarbamate.
  • the sulfur compounds for use in the invention's compositions are those described hereinabove.
  • the sulfur compounds act as sulfur donors and contribute to copper corrosion due to their unbound or active sulfur component.
  • the sulfur compounds are dibenzyl disulfide, sulfurized phenols and phenates as described in U.S. Patents 5,328,620: 3,372,116 and 3,410,798 and dithiocarbamate compounds described in U.S. Patent No. 4,758,362.
  • Preferred sulfur compounds are sulfur coupled dodecylphenol and its calcium overbased salt.
  • the ratio of sunflower oil (SFO) to sulfur compound depends on the activity of the sulfur in the sulfur compound. Usually a weight ratio of 5 : 1 to 1 : 1 for the weight ratio of SFO to sulfur compound is preferred but ratios of less than 1 : 1 and down to 0.5 : 1 by weight may also be used.
  • the SFO and sulfur compound Prior to mixing with other components to form an additive package or containing said additive package the SFO and sulfur compound are mixed and heated under parameters by which the unbound or active sulfur of the sulfur compound reacts with unsaturated sights in the SFO.
  • a preferred range of reaction time and temperature is about 3 hours at 90°C but other suitable parameters can easily be decided upon.
  • the percents given are weight percent on an oil free basis for the weight of components based on the total weight of the oil composition except for the Akeda S-100 molybdenum dithiocarbamate compound which is used as purchased.
  • Tonen base oil A majority of a Tonen base oil and added thereto:
  • the range of weight percents of components in the total oil composition range from 1-10 weight percent polyisobutylene/polyamine dispersant and/or its borated derivative; 0.1-5 weight percent of a dihydrocarbon dithiophosphate where hydrocarbon is given an expansive reading; 0.1-7 weight percent of a sulfur coupled alkyl phenol and/or its calcium overbased salt, 0.1-5 weight percent of a molybdenum dithiocarbamate and 0.1-10 weight percent of an antioxidant.
  • FIGURE 3 shows that at a given area of corrosion on the corroded copper plate that the copper content is greatly diminished compared to a non-corroded area.
  • the Figure demonstrates that in areas of diminished copper content (corroded areas) the concentration of phosphorus, zinc and sulfur are very high. This result demonstrates the corrosive effects of zinc and phosphorus as well as sulfur.

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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)
EP98308848A 1997-10-30 1998-10-29 Schmiermittelzusammensetzung enthaltend Molybdändithiocarbamat zur Verbesserung der Kupferkorrosions Expired - Lifetime EP0913455B1 (de)

Applications Claiming Priority (5)

Application Number Priority Date Filing Date Title
JP29894097 1997-10-30
JP29894097A JP4641567B2 (ja) 1997-10-30 1997-10-30 ひまわり油を添加することによる、ジチオカルバミン酸モリブデンおよび活性イオウの銅腐食性能を改良する方法
JP298940/97 1997-10-30
US09/030,381 US6281174B1 (en) 1997-10-30 1998-02-25 Method to improve Cu corrosion performance of Mo-DTC and active sulfur by adding sunflower oil
US30381 1998-02-25

Publications (3)

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EP0913455A2 true EP0913455A2 (de) 1999-05-06
EP0913455A3 EP0913455A3 (de) 2000-05-17
EP0913455B1 EP0913455B1 (de) 2007-08-15

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Cited By (2)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
WO2004039928A1 (en) * 2002-10-31 2004-05-13 Eni S.P.A. Lubricating oil for engines suitable for reducing fuel consumption
CN114630887A (zh) * 2019-10-30 2022-06-14 Gkn动力传动国际有限公司 用于等速万向节的包含硫化锌和硫化铜以及二硫化钼和/或二硫化钨的润滑脂组合物

Citations (4)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US4228022A (en) * 1979-06-28 1980-10-14 Chevron Research Company Sulfurized alkylphenol-olefin reaction product lubricating oil additive
EP0107282A2 (de) * 1982-10-28 1984-05-02 The Lubrizol Corporation Schwefel enthaltende Schmiermittelzusammensetzungen
WO1996004355A1 (en) * 1994-08-01 1996-02-15 Exxon Chemical Patents, Inc. Improvements in oleaginous active sulphur-containing compositions
WO1996006904A1 (en) * 1994-09-01 1996-03-07 Tonen Corporation Lubricants with sustained fuel economy performance

Patent Citations (4)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US4228022A (en) * 1979-06-28 1980-10-14 Chevron Research Company Sulfurized alkylphenol-olefin reaction product lubricating oil additive
EP0107282A2 (de) * 1982-10-28 1984-05-02 The Lubrizol Corporation Schwefel enthaltende Schmiermittelzusammensetzungen
WO1996004355A1 (en) * 1994-08-01 1996-02-15 Exxon Chemical Patents, Inc. Improvements in oleaginous active sulphur-containing compositions
WO1996006904A1 (en) * 1994-09-01 1996-03-07 Tonen Corporation Lubricants with sustained fuel economy performance

Cited By (2)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
WO2004039928A1 (en) * 2002-10-31 2004-05-13 Eni S.P.A. Lubricating oil for engines suitable for reducing fuel consumption
CN114630887A (zh) * 2019-10-30 2022-06-14 Gkn动力传动国际有限公司 用于等速万向节的包含硫化锌和硫化铜以及二硫化钼和/或二硫化钨的润滑脂组合物

Also Published As

Publication number Publication date
CA2251418C (en) 2007-08-14
DE69838239T2 (de) 2008-03-06
EP0913455B1 (de) 2007-08-15
CA2251418A1 (en) 1999-04-30
DE69838239D1 (de) 2007-09-27
EP0913455A3 (de) 2000-05-17

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