WO1995002026A1 - Composition d'huile de lubrification comportant un modificateur de friction et un inhibiteur de corrosion - Google Patents

Composition d'huile de lubrification comportant un modificateur de friction et un inhibiteur de corrosion Download PDF

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Publication number
WO1995002026A1
WO1995002026A1 PCT/US1994/007664 US9407664W WO9502026A1 WO 1995002026 A1 WO1995002026 A1 WO 1995002026A1 US 9407664 W US9407664 W US 9407664W WO 9502026 A1 WO9502026 A1 WO 9502026A1
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Prior art keywords
group
carbon atoms
oil composition
lubricating oil
weight
Prior art date
Application number
PCT/US1994/007664
Other languages
English (en)
Inventor
Katsuya Arai
Toshikazu Tsukada
Hirotaka Tomizawa
Original Assignee
Exxon Research & Engineering Company
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Filing date
Publication date
Priority claimed from US08/089,876 external-priority patent/US5356547A/en
Application filed by Exxon Research & Engineering Company filed Critical Exxon Research & Engineering Company
Publication of WO1995002026A1 publication Critical patent/WO1995002026A1/fr

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    • 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
    • C10M141/10—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 phosphorus-containing compound
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    • C10M129/00—Lubricating compositions characterised by the additive being an organic non-macromolecular compound containing oxygen
    • C10M129/02—Lubricating compositions characterised by the additive being an organic non-macromolecular compound containing oxygen having a carbon chain of less than 30 atoms
    • C10M129/04—Hydroxy compounds
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    • C10M133/00—Lubricating compositions characterised by the additive being an organic non-macromolecular compound containing nitrogen
    • C10M133/02—Lubricating compositions characterised by the additive being an organic non-macromolecular compound containing nitrogen having a carbon chain of less than 30 atoms
    • C10M133/04—Amines, e.g. polyalkylene polyamines; Quaternary amines
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Definitions

  • the present invention relates to a lubricating oil ⁇ composi ⁇ tion having a low coefficient of friction and a reduced copper corro- sivene ⁇ s.
  • Examples of fundamental performances required of the engine oils include detergency, dispersancy, a reduction in friction, reduc ⁇ tion of wear and seizing, reduction of thermal and oxidative deterio ⁇ ration, reduction of corrosion, and cooling and sealing functions.
  • a lubricating oil composition particularly useful in the reduction in the mechanical friction loss of four-cycle engines, said lubricating oil composition comprising a mineral oil and/or a synthetic oil having a kinematic viscosity at 100°C of 3 to 20 cSt and, incorporated therein, (a) 0.2 to 5% by weight of sulfurized oxymolybdenum organophosphorodithioate (herein abbreviated to "MoDTP”) and/or molybdenum dithiocarbamate (hereinafter abbreviated to as "MoDTC”), (b) 0.1 to 7% by weight of zinc dithiophosphate, (c) 0.1 to 20% by weight of calcium alkyl- benzenesulfonate and (d) 1 to 15% by weight of an alkenylsuccinimide and/or a borated alkenylsuccinimide.
  • MoDTP sulfurized oxymolybdenum organophosphorodithioate
  • MoDTC mo
  • the lubricating oil does not attack a metal present within the engine during use. Free sulfur, sulfur compounds or acidic substances are considered to cause corrosion. Since the copper plate is most sensi ⁇ tive to these substances, the corrosion of a copper plate when exposed to lubricating oil is evaluated as a measure of the corrosiveness of the lubricating oil. It is a common practice to add nitrogenous metal deactivators, such as benzotriazole, to the lubricating oil for the purpose of reducing the copper corrosivness. However, the addition of these metal deactivators in a large amount results in hardening of sealing rubbers.
  • nitrogenous metal deactivators such as benzotriazole
  • lubricating oils containing organomolybdenum com ⁇ pounds have a problem of high coefficient of friction at an early stage, i.e., at the stage of running-in.
  • the additive to the lubricating oil is absorbed on the surface of the metal to form a boundary lubrication film which serves to reduce a boundary friction.
  • a relatively substantial amount of time is taken for the organomolybdenum compounds to be absorbed on the surface of the metal to develop the effect of reducing the friction.
  • the present invention relates to improved lubricating oil compositions having a low coefficient of friction, reduced copper corrositivity and which exhibits a low coefficient of friction from an early operating stage.
  • the lubricating oil composition comprises:
  • c) from 0.5 to 7% by weight, based on the composition, of at least one organozinc compound selected from the group consisting of zinc dithiophosphate and zinc dithiocarbamate.
  • the lubricating oil composition further comprises from 0.01 to 5% by weight, based on the composition, of an organic acid amide in addition to components (b) and (c) above.
  • the present invention is also directed to a method for reducing friction and copper corrosion in an internal combustion engine which comprises operating the engine with the lubricating oil composition containing components (a)-(c) above.
  • the mineral oil and/or synthetic oil used as a base oil in the lubricating oil composition of the present invention has a kine ⁇ matic viscosity at 100°C of 3 to 20 cSt, preferably 4 to 15 cSt.
  • the mineral oil include 60 neutral oil, 100 neutral oil, 150 neutral oil, 300 neutral oil, 500 neutral oil and a bright stock.
  • the synthetic oils include polyolefin, polyglycol ester, polyol ester, phosphoric ester, silicone oil, alkyldiphenyl, alkyl- benzene and dibasic acid ester. These base oils may be used alone or in the form of a mixutre of two or more of them.
  • MoDTC and MoDTP used in the present invention are organo ⁇ molybdenum compounds respectively represented by the following general formulae I and II:
  • Ri to R4 may be the same or different and each is independently a hydrogen atom; an alkyl group having 1 to 20 carbon atoms; a cycloalkyl group having 6 to 26 carbon atoms; an aryl, alkylaryl or arylalkyl group having 6 to 26 carbon atoms; or a hydrocarbon group having 3 to 20 carbon atoms and containing an ester bond, an ether bond, an alcohol group or a car- boxyl group.
  • Xi and X2 may be the same or different and each is independently an oxygen atom or a sulfur atom
  • Y ⁇ and Y2 may be the same or different and each is independently an oxygen atom or a sulfur atom.
  • R ⁇ to R4 are preferably a saturated or unsaturated alkyl or alkenyl group having 6 to 18 carbon atoms, cycloalkyl group having 12 to 24 carbon atoms or an alkylaryl group having 12 to 24 carbon atoms.
  • Preferred examples thereof include alkyl and alkenyl groups having 6 to 18 carbon atoms, such as n-hexyl, 2-ethylhexyl, n-octyl, nonyl, decyl, lauryl, tridecyl, oleyl and linoleyl, and alkylaryl groups substituted with an alkyl group having 3 to 18 carbon atoms, such as nonylphenyl.
  • the amounts of MoDTC and MoDTP incorporated into the oil composition is from 0.01 to less than 0.2% by weight based on the oil composition independently of whether MoDTC and MoDTP are used alone or in combination thereof. When the amount is less than 0.01% by weight, the effect of reducing friction is very small. On the other hand, when the amount exceeds 0.2% by weight, the copper corrosiveness becomes significant.
  • the amount of MoDTC and/or MoDTP is preferably in the range of from 0.03 to 0.18% by weight.
  • MoDTC and MoDTP are commercially available from Asahi Denka Kogyo k.k., a Japanese Corpo ⁇ ration and from R. T. Vanderbilt, Norwalk, CT.
  • ZnDTP and ZnDTC used in the present invention are organozinc compounds respectively represented by the following general formulae
  • R5 and R5 may be the same or different and each is independently a hydrogen atom; an alkyl group having 1 to 20 carbon atoms; a cycloalkyl group having 6 to 26 carbon atoms; an aryl, alkylaryl or arylalkyl group having 6 to 26 carbon atoms; or hydrocarbon group having from 3 to 20 carbom atoms and containing an ester bond, and ether bond, an alcohol group or a carboxyl group.
  • R5 and R5 are preferably independently an alkyl group having 2 to 12 carbon atoms, a cycloalkyl group having 8 to 18 carbon atoms and an alkylaryl group having 8 to 18 carbon atoms.
  • ZnDTP and ZnDTC are commercially available from Amoco Chemical Company and Exxon Chemical Company and are incorporated either alone or in combination in an amount of 0.5 to 7% by weight based on the oil composition. These compounds serve as an extreme- pressure agent, an antioxidant, a corrosion inhibitor, etc. When the amount of these compounds incorporated into the oil composition is excessively low, no satisfactory effect of addition can be attained. On the other hand, when it is excessively high, the effect of addition is often saturated or even lowered.
  • the organic amide used in the present invention is a compound represented by the following general formula V:
  • R7 and Rg may be the same or different stand and each is independently a hydrogen atom; an alkyl group having 1 to 20 carbon atoms; a cycloalkyl group having 6 to 26 carbon atoms; an aryl, alkylaryl or arylalkyl group having 6 to 26 carbon atoms; or an alkylene oxide group having 2 to 30 carbon atoms, and Rg stands for a hydrogen atom; an alkyl group having 1 to 20 carbon atoms; a cycloalkyl group having 6 to 26 carbon atoms; an aryl, alkylaryl or arylalkyl group having 6 to 26 carbon atoms; or a hydro ⁇ carbon group having from 3 to 20 carbon atoms and containing an ester bond, an ether bond, an alcohol group or a carboxyl group.
  • alkylene oxide group used herein is intended to mean groups represented by the following general formula VI and/or VII:
  • n is an integer of 1 to 10
  • R ⁇ g stands for a hydrogen atom or a methyl group.
  • the R 7 and Rg are preferably independently a hydrogen atom, an alkyl group having 2 to 8 carbon atoms, cycloalkyl group having 8 to 14 carbon atoms, an alkylaryl group having 8 to 14 carbon atoms or an alkylene oxide group wherein n is 1 to 5.
  • Rg is preferably a saturated or unsaturated alkyl group having 6 to 18 carbon atoms, cycloalkyl group having 12 to 24 carbon atoms or an alkylaryl group having 12 to 24 carbon atoms. Examples of such an organic amide compound include oleamide and lauramide.
  • the amount of the organic amide compound is 0.01 to 5% by weight, preferably 0.05 to 2% by weight based on the oil composition.
  • the addition of the organic amide compound enables the coefficient of friction to be lowered from an early stage while inhibiting copper corrosion. If the amount is excessively low, the effect of lowering the coefficient of friction in an early stage is small. On the other hand, if the amount is excessively high, the effect is saturated.
  • additives for example, other extreme- pressure agents, ashless detergent dispersants, antioxidants, metallic detergents, metal deactivators, viscosity index improvers, pour point depressants, rust preventives, antifoaming agents, and corrosion inhibitors, may be added to the lubricating oil composition.
  • ashless detergent dispersant examples include those based on succinimide, succinamide, benzylamine and esters, and it is also possible to use boron-based ashless detergent dispersants. They are generally used in a proportion of 0.5 to 7% by weight.
  • antioxidants examples include amine-based antioxidants, such as alkylated diphenylamine, phenyl- ⁇ -naphthylamine and alkylated ⁇ -naphthylamine, and phenolic antioxidants, such as 2,6-di-tert-butyl- phenol and 4,4'-methylenebis-(2,6-di-tert-butylphenol) , and they are generally used in a proportion of 0.05 to 2.0% by weight.
  • amine-based antioxidants such as alkylated diphenylamine, phenyl- ⁇ -naphthylamine and alkylated ⁇ -naphthylamine
  • phenolic antioxidants such as 2,6-di-tert-butyl- phenol and 4,4'-methylenebis-(2,6-di-tert-butylphenol)
  • Examples of the metallic detergents include Ca sulfonate, Mg sulfonate, Ba sulfonate, Ca phenate and Ba phenate, which are general ⁇ ly used in a proportion of 0.1 to 5% by weight.
  • metal deactivator examples include benzotriazole, benzotrazole derivatives, benzothiazole, benzothiazole derivatives, triazole, triazole derivatives, dithiocarbamate, dithiocarbamate derivatives, indazole and indazole derivatives, which are generally used in a proportion of 0.005 to 0.3% by weight.
  • viscosity index improver examples include polymethyl methacrylate, polyisobutylene, ethylene-propylene copolymer and styrene-butadiene hydrogenated copolymer, which are generally used in a proportion of 0.5 to 35% by weight.
  • Examples of the rust inhibitor include an alkenylsuccinic acid and a partial ester thereof, which are added as needed.
  • antifoaming agent examples include dimethylpoly- siloxane and polyacrylate, which are added as needed.
  • the lubricating oil composition of the present invention can be produced by incorporating the desired amount of the above-described various additives to a mineral oil and/or a synthetic oil as a base oil and homogeneously mixing them with each other.
  • the lubricating oil composition of the present invention can be used in extensive fields as lubricating oils including engine oils and, further, gear oils, ATF, PS fluids, spindle oils, hydraulic oils, industrial lubri ⁇ cating oils, etc.
  • the properties of the lubricating oils were measured by the following methods.
  • the coefficient of friction of each lubricating oil was measured with a reciprocal vibration friction tester (SRV).
  • a steel ball having a diameter of 1/2 inch (SUJ-2 specified in JIS G4805) was used as the upper test piece, and a steel disk (SUJ-2 specified in JIS G 4805) was used as the lower test piece.
  • a sample oil was dropped on the lower test piece, a load was applied to the upper test piece from the top, and the upper test piece was vibrated parallel to the lower test piece with the upper test piece being pressed against the lower test piece.
  • the lateral load applied to the lower test piece was measured to calculate the coeffi ⁇ cient of friction (u) .
  • the coefficient of friction was measured twice, that is, 5 minutes and 20 minutes after the initiation of the vibration of the upper test piece. Testing conditions were as fol ⁇ lows:
  • a corrosiveness test was conducted at a testing temperature of 100°C and a testing time of 3 h by the test tube method according to JIS K 2513 "Petroleum Products-Corrosiveness to Copper-Copper Strip Test" and the state of discoloration of the copper plate was observed according to the Standards for Copper Plate Corrosion to evaluate the corrosiveness according to subdivisional symbols la to 4c. The smaller the numeral of the subdivisional symbol, the lower the corro ⁇ siveness, and the corrosiveness increases in alphabetical order.
  • la a pale orange color which is substantially the same as the color of a finish-polished copper plate
  • lb a deep orange color
  • 3a a reddish brown pattern on the brass color.
  • R stands for an alkyl group having 10 carbon atoms
  • each of the lubricating oil compositions of Examples 1 to 6 of the present invention had a small coefficient of friction 20 minutes after the initiation of the test and, and the same time, a small copper corrosiveness.
  • the lubricating oil composition of Comparative Example 1 wherein MoDTC was incorporated in an amount of 0.30% by weight had a large coeffi ⁇ cient of friction 20 minutes after the initiation of the test and, at the same time, a large copper corrosiveness.
  • the lubricating oil compostion of Comparative Example 2 wherein neither ZnDTP nor ZnDTC was used in combination with MoDTC or MoDTP had a tendency that the coefficient of friction increases.

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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)

Abstract

Cette composition d'huile de lubrification constitue une amélioration car son c÷fficient de friction a été abaissé et l'effet de corrosion sur lame de cuivre a été réduit. Elle se compose (a) d'un produit blanc lubrifiant, (b) de 0,01 % à 0,2 % (en proportion pondérale) suivant la composition de l'huile d'au moins un composé organomolybdène appartenant au groupe des oxymolybdènes sulfurisés ditiocarbamate et organophosphorodithioate, (c) de 0,5 % à 7 % (en proportion pondérale) suivant la composition de l'huile d'au moins un composé organozincique appartenant au groupe des dithiophosphates et ditiocarbamates de zinc, et (d) de 0,01 % à 5 % (en proportion pondérale) suivant la composition de l'huile d'un acide aminé.
PCT/US1994/007664 1993-07-09 1994-07-08 Composition d'huile de lubrification comportant un modificateur de friction et un inhibiteur de corrosion WO1995002026A1 (fr)

Applications Claiming Priority (2)

Application Number Priority Date Filing Date Title
US08/089,876 1993-07-09
US08/089,876 US5356547A (en) 1992-01-09 1993-07-09 Lubricating oil composition containing friction modifier and corrosion inhibitor

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WO1995002026A1 true WO1995002026A1 (fr) 1995-01-19

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Cited By (1)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
WO1997003152A1 (fr) * 1995-07-11 1997-01-30 Shell Internationale Research Maatschappij B.V. Graisses lubrifiantes

Citations (6)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US4208293A (en) * 1978-11-13 1980-06-17 Ethyl Corporation Improved crankcase lubricant composition
US4243538A (en) * 1979-06-07 1981-01-06 Ethyl Corporation Fuel and lubricating compositions containing N-hydroxymethyl aliphatic hydrocarbylamide friction reducers
US4280916A (en) * 1980-03-31 1981-07-28 Shell Oil Company Lubricant composition
EP0239088A2 (fr) * 1986-03-26 1987-09-30 Tribol Lubricants GmbH Lubrifiant et son procédé de préparation
EP0304011A1 (fr) * 1987-08-19 1989-02-22 Kyodo Oil Technical Research Center Co., Ltd. Compositon lubrifiante pour moteur à combustion interne
JPH05186787A (ja) * 1992-01-09 1993-07-27 Tonen Corp 潤滑油組成物

Patent Citations (6)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US4208293A (en) * 1978-11-13 1980-06-17 Ethyl Corporation Improved crankcase lubricant composition
US4243538A (en) * 1979-06-07 1981-01-06 Ethyl Corporation Fuel and lubricating compositions containing N-hydroxymethyl aliphatic hydrocarbylamide friction reducers
US4280916A (en) * 1980-03-31 1981-07-28 Shell Oil Company Lubricant composition
EP0239088A2 (fr) * 1986-03-26 1987-09-30 Tribol Lubricants GmbH Lubrifiant et son procédé de préparation
EP0304011A1 (fr) * 1987-08-19 1989-02-22 Kyodo Oil Technical Research Center Co., Ltd. Compositon lubrifiante pour moteur à combustion interne
JPH05186787A (ja) * 1992-01-09 1993-07-27 Tonen Corp 潤滑油組成物

Non-Patent Citations (1)

* Cited by examiner, † Cited by third party
Title
PATENT ABSTRACTS OF JAPAN vol. 017, no. 617 (C - 1129) 15 November 1993 (1993-11-15) *

Cited By (1)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
WO1997003152A1 (fr) * 1995-07-11 1997-01-30 Shell Internationale Research Maatschappij B.V. Graisses lubrifiantes

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