WO1994017163A1 - Lubricant for a two cycle engine - Google Patents

Lubricant for a two cycle engine Download PDF

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Publication number
WO1994017163A1
WO1994017163A1 PCT/JP1994/000063 JP9400063W WO9417163A1 WO 1994017163 A1 WO1994017163 A1 WO 1994017163A1 JP 9400063 W JP9400063 W JP 9400063W WO 9417163 A1 WO9417163 A1 WO 9417163A1
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WO
WIPO (PCT)
Prior art keywords
group
carbon atoms
alkyl
nitrogen
integer
Prior art date
Application number
PCT/JP1994/000063
Other languages
English (en)
French (fr)
Japanese (ja)
Inventor
Mitsuaki Ishimaru
Mineo Kagaya
Noboru Ishida
Original Assignee
Nippon Oil Co., Ltd.
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 Nippon Oil Co., Ltd. filed Critical Nippon Oil Co., Ltd.
Priority to EP94904735A priority Critical patent/EP0636680A4/de
Publication of WO1994017163A1 publication Critical patent/WO1994017163A1/ja

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    • C—CHEMISTRY; METALLURGY
    • C10—PETROLEUM, GAS OR COKE INDUSTRIES; TECHNICAL GASES CONTAINING CARBON MONOXIDE; FUELS; LUBRICANTS; PEAT
    • C10M—LUBRICATING COMPOSITIONS; USE OF CHEMICAL SUBSTANCES EITHER ALONE OR AS LUBRICATING INGREDIENTS IN A LUBRICATING COMPOSITION
    • C10M169/00—Lubricating compositions characterised by containing as components a mixture of at least two types of ingredient selected from base-materials, thickeners or additives, covered by the preceding groups, each of these compounds being essential
    • C10M169/04—Mixtures of base-materials and additives
    • C10M169/042—Mixtures of base-materials and additives the additives being compounds of unknown or incompletely defined constitution only
    • C—CHEMISTRY; METALLURGY
    • C10—PETROLEUM, GAS OR COKE INDUSTRIES; TECHNICAL GASES CONTAINING CARBON MONOXIDE; FUELS; LUBRICANTS; PEAT
    • C10M—LUBRICATING COMPOSITIONS; USE OF CHEMICAL SUBSTANCES EITHER ALONE OR AS LUBRICATING INGREDIENTS IN A LUBRICATING COMPOSITION
    • C10M105/00—Lubricating compositions characterised by the base-material being a non-macromolecular organic compound
    • C10M105/08—Lubricating compositions characterised by the base-material being a non-macromolecular organic compound containing oxygen
    • C10M105/18—Ethers, e.g. epoxides
    • 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
    • C10M107/00—Lubricating compositions characterised by the base-material being a macromolecular compound
    • C10M107/20—Lubricating compositions characterised by the base-material being a macromolecular compound containing oxygen
    • C10M107/30—Macromolecular compounds obtained otherwise than by reactions only involving carbon-to-carbon unsaturated bonds
    • C10M107/32—Condensation polymers of aldehydes or ketones; Polyesters; Polyethers
    • C10M107/34—Polyoxyalkylenes
    • C—CHEMISTRY; METALLURGY
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    • C10M—LUBRICATING COMPOSITIONS; USE OF CHEMICAL SUBSTANCES EITHER ALONE OR AS LUBRICATING INGREDIENTS IN A LUBRICATING COMPOSITION
    • 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
    • C10M133/16—Amides; Imides
    • 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
    • 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
    • C10M133/16—Amides; Imides
    • C10M133/18—Amides; Imides of carbonic or haloformic 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
    • C10M139/00—Lubricating compositions characterised by the additive being an organic non-macromolecular compound containing atoms of elements not provided for in groups C10M127/00 - C10M137/00
    • C—CHEMISTRY; METALLURGY
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    • C10M—LUBRICATING COMPOSITIONS; USE OF CHEMICAL SUBSTANCES EITHER ALONE OR AS LUBRICATING INGREDIENTS IN A LUBRICATING COMPOSITION
    • C10M149/00—Lubricating compositions characterised by the additive being a macromolecular compound containing nitrogen
    • C10M149/12—Macromolecular compounds obtained otherwise than by reactions only involving carbon-to-carbon unsaturated bonds
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    • C10M155/00—Lubricating compositions characterised by the additive being a macromolecular compound containing atoms of elements not provided for in groups C10M143/00 - C10M153/00
    • C10M155/04—Monomer containing boron
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    • C10M159/00—Lubricating compositions characterised by the additive being of unknown or incompletely defined constitution
    • C10M159/02—Natural products
    • C10M159/04—Petroleum fractions, e.g. tars, solvents
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    • C10M169/04—Mixtures of base-materials and additives
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    • C10M169/04—Mixtures of base-materials and additives
    • C10M169/044—Mixtures of base-materials and additives the additives being a mixture of non-macromolecular and macromolecular compounds
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    • C10M169/04—Mixtures of base-materials and additives
    • C10M169/045—Mixtures of base-materials and additives the additives being a mixture of compounds of unknown or incompletely defined constitution and non-macromolecular compounds
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    • C10M169/00—Lubricating compositions characterised by containing as components a mixture of at least two types of ingredient selected from base-materials, thickeners or additives, covered by the preceding groups, each of these compounds being essential
    • C10M169/04—Mixtures of base-materials and additives
    • C10M169/047—Mixtures of base-materials and additives the additives being a mixture of compounds of unknown or incompletely defined constitution and macromolecular compounds
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    • C10M2203/00—Organic non-macromolecular hydrocarbon compounds and hydrocarbon fractions as ingredients in lubricant compositions
    • C10M2203/10—Petroleum or coal fractions, e.g. tars, solvents, bitumen
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    • C10M2203/10—Petroleum or coal fractions, e.g. tars, solvents, bitumen
    • C10M2203/102—Aliphatic fractions
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    • C10M2203/104—Aromatic fractions
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    • C10M2203/106—Naphthenic fractions
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    • C10M2203/10—Petroleum or coal fractions, e.g. tars, solvents, bitumen
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    • C10M2217/04—Macromolecular compounds from nitrogen-containing monomers obtained otherwise than by reactions only involving carbon-to-carbon unsaturated bonds
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    • 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
    • C10M2227/063—Complexes of boron halides
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    • 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
    • C10M2227/065—Organic compounds derived from inorganic acids or metal salts derived from Ti or Zr
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    • 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
    • C10M2227/066—Organic compounds derived from inorganic acids or metal salts derived from Mo or W
    • C—CHEMISTRY; METALLURGY
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    • C10M—LUBRICATING COMPOSITIONS; USE OF CHEMICAL SUBSTANCES EITHER ALONE OR AS LUBRICATING INGREDIENTS IN A LUBRICATING COMPOSITION
    • C10M2229/00—Organic macromolecular compounds containing atoms of elements not provided for in groups C10M2205/00, C10M2209/00, C10M2213/00, C10M2217/00, C10M2221/00 or C10M2225/00 as ingredients in lubricant compositions
    • 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
    • C10N2020/00—Specified physical or chemical properties or characteristics, i.e. function, of component of lubricating compositions
    • C10N2020/01—Physico-chemical properties
    • 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
    • C10N2040/26—Two-strokes or two-cycle engines
    • F—MECHANICAL ENGINEERING; LIGHTING; HEATING; WEAPONS; BLASTING
    • F02—COMBUSTION ENGINES; HOT-GAS OR COMBUSTION-PRODUCT ENGINE PLANTS
    • F02B—INTERNAL-COMBUSTION PISTON ENGINES; COMBUSTION ENGINES IN GENERAL
    • F02B75/00—Other engines
    • F02B75/02—Engines characterised by their cycles, e.g. six-stroke
    • F02B2075/022—Engines characterised by their cycles, e.g. six-stroke having less than six strokes per cycle
    • F02B2075/025—Engines characterised by their cycles, e.g. six-stroke having less than six strokes per cycle two
    • F—MECHANICAL ENGINEERING; LIGHTING; HEATING; WEAPONS; BLASTING
    • F02—COMBUSTION ENGINES; HOT-GAS OR COMBUSTION-PRODUCT ENGINE PLANTS
    • F02B—INTERNAL-COMBUSTION PISTON ENGINES; COMBUSTION ENGINES IN GENERAL
    • F02B77/00—Component parts, details or accessories, not otherwise provided for
    • F02B77/04—Cleaning of, preventing corrosion or erosion in, or preventing unwanted deposits in, combustion engines

Definitions

  • the present invention relates to a two-cycle engine lubricating oil. More specifically, the emission of exhaust smoke (smoke) is remarkably low, and the engine startability is low. Excellent cleanliness to prevent plugging of the power system in the exhaust system, excellent high-temperature cleanliness and low-temperature cleanliness in the engine, and more It relates to two-cycle engine lubricating oil with excellent loadability.
  • Smoke is expected to be as small as possible from the standpoint of environmental pollution, and in Japan, the generation of smoke is already in mineral base oil.
  • base oil based on less polybutene or polysobutylene Lubricants are widespread in the market.
  • Et al Po Li butene down is set to not click the Ri or mosquitoes over Bonn packed the exhaust system Ri by mineral oil to cause this Les ⁇ Ru force s', starting one-stop run line is not abundance, For example, in a newspaper delivery cycle, it was reported that at low temperatures, rather than mineral oil, more emulsified sludge was produced than mineral oil. You. Clogging of this exhaust system with carbon or emulsion can adversely affect engine combustion and reduce output.
  • the present inventors have conducted extensive research to develop lubricating oils suitable for two-cycle engines, and as a result, have obtained a polyoxyalkylene having a specific structure.
  • a glycol derivative is used as a base oil
  • the output of the engine is lower than that of a conventional two-cycle lubricating oil for cycle engines.
  • a low-smoke-type lubricating oil for two-cycle engines with little reduction, excellent startability, and no exhaust system power-bon blockage can be obtained.
  • the present inventors have found that the present invention has been completed. Disclosure of the invention
  • the present invention is based on a polyoxyalkylene glycol derivative represented by the general formula (1) (hereinafter referred to as “Component A”) as a base oil.
  • Component A a polyoxyalkylene glycol derivative represented by the general formula (1)
  • a base oil a polyoxyalkylene glycol derivative represented by the general formula (1) (hereinafter referred to as “Component A”) as a base oil.
  • Component A a polyoxyalkylene glycol derivative represented by the general formula (1) (hereinafter referred to as “Component A”) as a base oil.
  • Component A a polyoxyalkylene glycol derivative represented by the general formula (1)
  • R 1 and R 2 may be the same or different. Hydrogen, an alkyl group having 1 to 22 carbon atoms, an alkylene group having 3 to 22 carbon atoms, and a cycloalkyl group or an alkyl group having 5 to 20 carbon atoms, respectively.
  • R 1 and R 2 are preferably hydrogen, a linear or branched alkyl group having 1 to 18 carbon atoms, or a hydrogen atom.
  • Alkyl phenyl groups having 7 to 18 carbon atoms having a benzyl group or a linear or branched alkyl group are used. Specific examples of the group include hydrogen, methyl group, ethyl group, propyl group, butyl group, ethyl group, hexyl group, and the like.
  • R 1 in the formula (1) can be hydrogen, straight-chain or branched as R 1 in the formula (1). More preferably, it is an alkyl group having 1 to 4 carbon atoms (desirably, a straight-chain alkyl group). Specifically, mention may be made of, for example, hydrogen, methyl, ethyl, propyl, and butyl and isomers thereof.
  • R 2 in the formula (1) is a straight-chain or branched alkyl group having 1 to 4 carbon atoms (desirably straight-chain alkyl group). A chain alkyl group), a vinyl group or a linear or branched alkyl group having 7 to 18 carbon atoms.
  • it is a hydrocarbon group selected from the group consisting of, for example, a methyl group, an ethyl group, and a phenyl group.
  • a hydrocarbon group selected from the group consisting of, for example, a methyl group, an ethyl group, and a phenyl group.
  • R 3 .R 4 .R 5 and R 6 may be the same or different, and are each a hydrogen, a methyl group or a hydrogen group.
  • Ethyl group, force, ⁇ R 3, R 4, R 5 --And the total carbon number of R 6 is 1 or 2.
  • a is an integer from 1 to 200, preferably from 2 to 100, and more preferably from 5 to 50.
  • Polyoxylary grease used as a base oil with the two-cycle engine lubricant of the invention The call conductor is as described above, and has the following general formula (5)
  • oxyalkylene groups represented by the general formula (6) and selected from among them as structural units.
  • a random copolymer or a block copolymer in this case, a represents the total degree of polymerization of the oxyalkylene group represented by the general formula (6)), or Is a mixture of two or more polymers selected from 3 1 to 2 --
  • a represents the total average degree of polymerization of the oxyalkylene group represented by the general formula (6) in the polymer mixture, respectively.
  • the viscosity of component A is arbitrary. Viscosity at 100 ° C 1 to 100 mm 2 / s , preferably 5 to 50 mm 2 / s is practical. It is preferably used.
  • the two-cycle engine lubricating oil of the present invention uses component A as a base oil.
  • Mineral oil-based lubricating oil that dissolves in component A as required. It is also possible to mix the synthetic lubricating oil and the mineral oil diluent alone or in combination of two or more with component A as a base oil.
  • the total mixing ratio of these other base oils is arbitrary as long as it does not impair the properties of the two-cycle engine lubricating oil of the present invention. It is 100 parts by weight or less, preferably 100 parts by weight or less, more preferably 50 parts by weight or less.
  • the two-cycle engine lubricating oil of the present invention exhibits excellent performance even when component A is used alone without using any additives.
  • R 8 and R 9 are the same or different, and may be hydrogen or an alkyl group having 2 to 6 carbon atoms, respectively.
  • the total number of carbon atoms of R8 and R9 is 2 to 8
  • b is an integer of 1 to 8
  • c is an integer of 5 to 40.
  • component (b) Borides of the nitrogen-containing compounds of (a) (hereinafter referred to as component (b))
  • component (c) a nitrogen-containing compound represented by the general formula (3) (hereinafter, referred to as “component (c)”)
  • X represents a hydrogen atom or an acyl group having 6 to 30 carbon atoms derived from a fatty acid
  • Y represents 6 to 30 carbon atoms derived from the fatty acid.
  • R io represents an alkylene group having 2 to 4 carbon atoms
  • d is an integer of 0 to 11
  • e is an integer of 0 to 11
  • 2 ⁇ d + e ⁇ l 1 provided that at least one acyl group is contained in one molecule.
  • component (d) Borides of the nitrogen-containing compound of (c) (hereinafter referred to as “component (d)”).
  • the component (a) of the present invention is a nitrogen-containing compound represented by the following general formula (2).
  • R is an alkyl group having i to 22 carbon atoms, an alkylene group having 3 to 22 carbon atoms, and a cyclized alkyl having 5 to 15 carbon atoms. Or an alkylcycloalkyl group, or an aryl group having 6 to 18 carbon atoms, an alkylaryl group or an aryl group. It shows a charcoal hydrogen group selected from an alkyl group, and specifically, for example, a methyl group, an ethyl group, a propyl group, and a butyl group.
  • Alkyl phenyl groups having 7 to 18 carbon atoms and having an alkyl group are preferably used, and as these groups, specifically, For example, a methyl group, an ethyl group, a propyl group, a butyl group, a pentyl group, a hexyl group, a heptyl group, an octyl group, a decyl group Group, dodecyl group, tetradecyl group, hexadecyl group, octadecyl group, phenyl group, tril group, ethyl phenyl group Group, propyl phenyl group, butyl phenyl group, pentyl phenyl group, hexyl phenyl group, hepty
  • R 8 and R 9 in the formula (2) may be the same or different, each of which is a hydrogen or a carbon number of 2 to 6 respectively.
  • R 8 and R 9 include, for example, an ethyl group, a port pill group, a butyl group, a pentyl group, a hexyl group and These isomers and the like are listed, and particularly, an ethyl group is preferably used.
  • b is an integer of 1 to 8, preferably 1 to 6, and c is an integer of 5 to 40, preferably 10 to 30. Is shown.
  • the component (b) according to the present invention is a compound obtained by reacting the component (a) with a boronizing agent.
  • the boriding agent to be used here includes all boriding agents which form a nitrogen-containing and boron-containing compound in reaction with the component (a).
  • boric acid Sani ⁇ boric element (b 2 03) of Yo I Do boric Moto Sani ⁇ , full Tsu Lee spoon boric iodine , Boron nitride such as boron chloride, boron bromide, ammonium boride, ammonium borate, sodium borate, boron Salts of boric acid, such as potassium sulphate, and the general formula (7)
  • the boriding agent of the present invention is more preferable than the acid of boron and the lower alkyl ester power s of boric acid. Particular preference is given to rutoboric acid, lower alkyl esters of boric acid and mixtures thereof.
  • the amount of the boriding agent at the time of boriding is determined by an arbitrary force s , and the boriding content of the finally obtained borohydride s 0.05 to "7. It is preferable to use a sufficient amount of a boron-containing agent so as to have a weight of 6.
  • the nitrogen-containing nitrogen atom represented by the general formula (2) is generally used.
  • the number of boron atoms in the boronizing agent per one nitrogen atom in the compound should be 0.05 to 10 and preferably 0.1 to 2. You.
  • the boriding with the boriding agent is carried out by heating the nitrogen-containing compound represented by the general formula (2) together with the boriding agent.
  • water, alcohol, hydrocarbon, and a mixture thereof may coexist as necessary.
  • Water and / or alcohol is a "reactive solvent” that reacts with the boriding agent to form an intermediate reactant that is preferred for the boriding reaction. It is effective in improving the boriding reaction yield.
  • Hydrocarbons are also used as "non-reactive solvents". In addition to their role as solvents for the boron iridation reaction, the water produced in the reaction is azeotropically generated It also has the effect of removing it outside.
  • the alcohols include, specifically, methanol, ethanol, pro-no-nor, iso-pro-no, zero- no, and n-butano. , Sec — butanol, pentanol (amyl alcohol, isoamyl alcohol), hexanol, ethyl Recalls, propylene calls, butyl calls, penthole calls, hex calls, etc. It is preferably used. Hydrocarbons having a boiling point of 60 ° C or more are preferred, and specific examples include benzene, toluene, xylene, benzene, and rigs.
  • Loin mineral spirits, cleaning solvents, petroleum naphtha, cyclohexane, hexan, mineral oil, mineral oil naphtha It can be used for various purposes such as sulfur fraction, kerosene fraction, gas oil fraction, and lubricating oil fraction.
  • the reaction temperature at the time of boriding must be high enough to allow the boriding agent to react with the nitrogen-containing compound represented by the general formula (2).
  • the force must not be so high as to cause decomposition of the reactants or products.
  • Suitable reaction temperatures are usually between 50 and 250 ° C., preferably between 80 and: I 80. In C - - is there. Usually, reflux is performed at the boiling point of the solvent. Since the boration reaction is generally completed in a short time, the reaction time is usually 0.5 to 8 hours, preferably 2 to 6 hours. After the boriding reaction is completed, the reaction mixture is heated to distill off the water formed by the reaction and, if used, the solvent as described above. .
  • the water is usually dehydrated with a dehydrating agent such as sodium sulfate and magnesium sulfate. Then, if necessary, the reaction mixture is subjected to benzene, toluene, xylene, hexane, benzene, rubber oil for petroleum, petroleum petroleum Either dilute with any organic solvent and remove the unreacted borating agent by filtration or solvent extraction, or perform a purification operation such as vacuum distillation as appropriate.
  • the resulting component (b) can be obtained.
  • the ratio of the number of nitrogen atoms to the number of boron atoms in the finally obtained nitrogen-containing boron-containing compound is determined by the ratio of the boron-containing compound to the nitrogen-containing conjugate in the boriding step. It can be varied arbitrarily by varying the amount of nucleating agent, but usually from 1: 0.05 to 5, preferably 1: 0. 1-2.
  • the component (c) of the present invention is a nitrogen-containing compound represented by the following general formula (3).
  • X is a hydrogen atom or a fatty acid derived from a fatty acid having 6 to 30 carbon atoms, preferably 12 to 20 carbon atoms.
  • Y represents an acyl group having 6 to 30 carbon atoms, preferably 12 to 20 carbon atoms, derived from a fatty acid; and Rio represents a C 2 to C 4 carbon atom. It preferably represents a few alkylene groups.
  • d is 0 to: 1 1, preferably 3 to 11, and more preferably an integer of 4 to 11, and e is an integer of 0 to 11, where 2 ⁇ d + e ⁇ 1 1.
  • one molecule has at least one acyl group.
  • the fatty acids include saturated fatty acids having 6 to 30 carbon atoms and / or unsaturated fatty acids, especially those having 12 to carbon atoms. 20 saturated fatty acids are preferred, and preferred examples are dodecanoic acid, tridecanoic acid, tetradecanoic acid, pentadecanoic acid, and hexadecanoic acid.
  • alkylene group of R 10 examples include an ethylene group, a propylene group, a trimethylene group, a tetramethylene group, and a butylene group.
  • the component (c) used in the present invention a commercially available product is used. It is also possible to use a material obtained by assembling a polyalkylene polyamine.
  • the polyalkylenepolyamine is represented by the general formula H 2 N (-Rio-NH) .—— H ⁇ . ⁇ (8)
  • R io is the same as R io in the general formula (3), i is 2 to 11, preferably 3 to 11, and more preferably 4 to 11.
  • ⁇ An integer of 1 1
  • Specific examples of polyalkylene polyamine include polyethylene triamine, triethylene tetramine, tetraethylene, and tetraethylene.
  • acylating agent for assimilating a polyalkylene polyamine the number of carbon atoms as described above is 6 to 30.
  • Fatty acids preferably 12 to 20 saturated fatty acids, or fatty acid derivatives such as fatty acid halides and anhydrides are preferably used.
  • the amount of the acylating agent used when assembling a polyalkylene polyamine is based on 1 mol of the polyalkylene polyamine.
  • the power s preferred is 0.1 to 1 mol.
  • the reaction conditions such as the reaction temperature, reaction time, catalyst and solvent should be in accordance with the usual conditions of the acylation reaction, and the polyalkylene used can be used. It is selected as appropriate according to the polyamine compound.
  • the component (d) in the present invention is a compound obtained by reacting the component (c) with a boron compound.
  • the method of boron iodide and the method of boron iodide used here are the same as those used for the component (b).
  • the boronizing agent is used in an amount of 0.05 to 5.0 mol, preferably 0.1 to 3.0 mol, per mol of the component (c). You.
  • the number of boron atoms in the boriding agent per one nitrogen atom in the component (d) is f 0.02-: I 0, preferably 0. 0 5-5.0, more preferably 0.1 to 2 You.
  • Component B is lubricating oil for two-cycle engines, with component A as the base oil, either as is or diluted with a solvent such as kerosene or lubricating oil To obtain a lubricating oil composition for two-cycle engines.
  • the content of the component B is 0.5 to 30% by weight, preferably 1 to 20% by weight, and more preferably 3 to 10% by weight based on the total amount of the composition. You. If the content does not reach this range, the effect of adding this compound to improve the cleanliness is poor, while if the content exceeds this range. Is not economically disadvantageous because the effect of improving the cleanliness cannot be obtained in proportion to the amount added, and so both are not preferred.
  • the method of mixing the component B and the component A to obtain the lubricating oil composition for two-cycle engine according to the present invention is optional.
  • Force Usually, the temperature is 20 to 80 ° C. It can be obtained by mixing both components in 30 minutes to 3 hours.
  • a polyoxyalkylene glycol represented by the general formula (4) is particularly preferred.
  • Base oil as the base oil,
  • R 11 and R i 2 may be the same or different, and may be hydrogen, an alkyl group having 1 to 4 carbon atoms, respectively. Is an aryl group having 6 to 20 carbon atoms, an alkyl aryl group, or an aryl alkyl group, and is one of R11 and R12. One or both of them are an aryl group having 6 to 20 carbon atoms, an alkylaryl group or an arylalkyl group.
  • R 13, R 14, R 15 and R i 6 may be the same or different, each being a hydrogen, a methyl group or an ethyl group.
  • the composition contains at least one nitrogen-containing compound selected from the above-mentioned components (c) and (d), and thus has a low-temperature purification property in addition to a high-temperature purification property.
  • a two-cycle lubricating oil composition having excellent cleanliness can be obtained.
  • a known antioxidant to enhance the superior performance of Honoki Akira's two-cycle engine lubricating oil Load-bearing additives, metal-based detergents, ashless dispersants, metal deactivators, viscosity index improvers, pour point depressants, defoamers and other lubricating oil additives alone Or two or more kinds can be added in combination. Except for the defoamer, these additives stably dissolve in the base oil of the two-cycle engine lubricating oil of the present invention and produce turbidity and precipitates. It is important that you do not make any mistakes, and if you do add it, you need to be very careful in its selection. Further, the amount of these additives to be added is arbitrary. Usually, the total content of the additives is 20% by weight or less based on the total amount of the composition. It is preferable to add []
  • the two-cycle engine according to the present invention is an engine having a mechanism that completes combustion by one rotation of the crankshaft. 2
  • the cycle engine is used for various purposes, and there are no special restrictions. For example, motor cycles, carts, snowboards, outboard motors, motor boats, marine skis, generators, chains These include gas saws, lawn mowers, sprayers, unmanned light aircraft and fire pumps.
  • the two-cycle engine lubricating oil or the two-cycle engine lubricating oil composition of the present invention is used to lubricate the two-cycle engine.
  • the use of the above-mentioned two-cycle engine lubricating oil or two-cycle engine lubricating oil composition (hereinafter referred to as “oil”)
  • oil is mixed in advance with fuel at a specified ratio, and the mixture is put into the fuel tank, and the air-fuel mixture is used as a precompression chamber.
  • the mixing method of feeding into the rank case, the fuel and oil are put in separate tanks, the oil tank power, and the oil
  • crank bearings used here include crank bearings, low end bearings, and large end bearings. ⁇ and the piston pin are raised. Also, as a sliding part Includes pistons, cylinders, and piston rings.
  • a to I (component A) used as the base oil in the examples are as shown in Table 1 in which R 1-R 6 and a in the general formula (1) of the component A. It has a structure or a number.
  • Oxybutylene 3 ⁇ 4-C-C-0-8 (average value).
  • the nitrogen-containing compound A (corresponding to the component (a)) used in the examples is represented by the following chemical formula (9)
  • the borides of the nitrogen-containing compound B used in the examples are those obtained by subjecting the above-mentioned nitrogen-containing compound B to boron elimination by the following method. .
  • the nitrogen compound B was weighed to 50 g, and 300 ml of toluene and 0.14 mol (8.6 g) of boric acid were added. Heating and stirring were started, reflux was carried out at the boiling point of toluene, and the heating was stopped at a point (about 3 hours) when about 2 ml of generated water was distilled off. After allowing to cool, the contents were dehydrated with anhydrous sodium sulfate, and toluene was distilled off.
  • the obtained reaction product was a more viscous liquid than the nitrogen-containing compound B obtained in the synthesis example.
  • lubricating oils for two-cycle engines according to the present invention were prepared as Examples 1 to 1 1.
  • Examples 14, 15 and 17-2 of the present invention shown in Table 2 Lubricating oil for cycle engines, and Table 2 for comparison
  • a low-temperature cleanliness test was conducted using the commercially available two-cycle lubricating oil of Comparative Example 3 as a sample oil.
  • the running conditions of the engine and engine where the temperature of the engine does not rise due to many start-stop types, such as a motor cycle dedicated to newspaper delivery This test assumes that The test was carried out using a generator, and after the engine was operated intermittently at around 130 ° C of plug temperature, the cleanliness inside the engine was visually evaluated.
  • Table 4 shows the results.
  • JASOM 3 4 3 — 92 which is the standard of the Society of Automotive Engineers of Japan, was adopted as a test to evaluate the degree of output reduction due to the accumulation of power and carbon in the muffler.
  • the test method is specified in the JAS 0 standard, and the suction negative pressure is 2 k in the mode operation in which a generator is used and no load and a 75 W load are controlled by the exhaust gas temperature. It measures the time until it becomes Pa.
  • Table 5 shows the results JASOM 3 4 3 — According to the way of organizing the test results specified in 92, the standard oil (JATRE-1) is expressed as a closure index with 100 as the standard oil. ing. The higher the index, the more difficult it is for the exhaust system to block.
  • JATER-1 is selected to represent the performance of a low smoke type two-cycle engine lubricating oil and is based on this oil.
  • the performance index required for low-smoke two-cycle engine lubricating oils with an index of 90 or more is specified in JAS0M345-93. Table 5 Exhaust system closing test results
  • compositions of Examples 1 to 17 used the polyoxyalkylene glycol derivative constituting the present invention as a base oil, and had a two-cycle enzymatic composition. These are lubricating oils for diesel engines, but as is clear from the performance evaluation test results in Table 2, the smoke is significantly less than that of mineral oil (Comparative Example 1). Polybutene (Comparative Example 2) and a commercially available low smoke type 2 cycle enzymatic using polybutene as part of the base oil composition Lubricating oils for engines (Comparative Examples 3 and 4).
  • the two-cycle engine lubricating oil of the present invention generates remarkably low exhaust smoke (smoke) and has a low engine start-up performance. Excellent, cleanliness that prevents carbon clogging of the exhaust system, excellent high-temperature and low-temperature cleanliness in the engine, and more It has excellent loadability.

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  • Chemical & Material Sciences (AREA)
  • Oil, Petroleum & Natural Gas (AREA)
  • Chemical Kinetics & Catalysis (AREA)
  • General Chemical & Material Sciences (AREA)
  • Organic Chemistry (AREA)
  • Health & Medical Sciences (AREA)
  • Emergency Medicine (AREA)
  • Engineering & Computer Science (AREA)
  • Lubricants (AREA)
  • Lubrication Of Internal Combustion Engines (AREA)
PCT/JP1994/000063 1993-01-20 1994-01-19 Lubricant for a two cycle engine WO1994017163A1 (en)

Priority Applications (1)

Application Number Priority Date Filing Date Title
EP94904735A EP0636680A4 (de) 1993-01-20 1994-01-19 Schmiermittel für zweitaktmotor.

Applications Claiming Priority (2)

Application Number Priority Date Filing Date Title
JP5/7908 1993-01-20
JP5007908A JPH06212182A (ja) 1993-01-20 1993-01-20 ２サイクルエンジン用潤滑油

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Publication number Priority date Publication date Assignee Title
CN1045791C (zh) * 1994-07-06 1999-10-20 三井化学株式会社 含芳族醚化合物的润滑油
JP2001329283A (ja) * 2000-05-25 2001-11-27 Nippon Mitsubishi Oil Corp ２サイクルエンジン用潤滑油組成物
JP4573398B2 (ja) * 2000-05-30 2010-11-04 三洋化成工業株式会社 潤滑油
WO2009134638A2 (en) * 2008-04-28 2009-11-05 Dow Global Technologies Inc. Polyoxyalkylene glycol diether lubricating composition preparation and use
FR3048977B1 (fr) * 2016-03-15 2020-02-07 Total Marketing Services Composition lubrifiante a base de polyalkylene glycols

Citations (3)

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Publication number Priority date Publication date Assignee Title
JPS4874507A (de) * 1971-12-31 1973-10-08
JPS54160401A (en) * 1978-05-15 1979-12-19 Nippon Oil Co Ltd Two-cycle enging oil composition
JPS6252799B2 (de) * 1979-11-28 1987-11-06 Nippon Oil Co Ltd

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Publication number Priority date Publication date Assignee Title
FR2169718B1 (de) * 1971-12-31 1974-09-13 Inst Francais Du Petrole
DE3343816C2 (de) * 1983-12-03 1986-12-04 UK Mineralölwerke Wenzel & Weidmann GmbH, 5180 Eschweiler Schmiermittel
US4705643A (en) * 1984-08-30 1987-11-10 Standard Oil Company (Indiana) Detergent lubricant compositions
NZ225098A (en) * 1987-07-02 1991-02-26 Chevron Res Straight chain alkylphenyl poly(oxypropylene)amino-carbamates and fuel and lubrications oil compositions thereof
EP0473746A1 (de) * 1990-03-15 1992-03-11 The Lubrizol Corporation Zweitaktmotortreibstoffzusammensetzung
JP3001679B2 (ja) * 1991-07-19 2000-01-24 出光興産株式会社 ２サイクルエンジンまたはロータリーエンジン用潤滑油組成物
US5330667A (en) * 1992-04-15 1994-07-19 Exxon Chemical Patents Inc. Two-cycle oil additive

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Publication number Priority date Publication date Assignee Title
JPS4874507A (de) * 1971-12-31 1973-10-08
JPS54160401A (en) * 1978-05-15 1979-12-19 Nippon Oil Co Ltd Two-cycle enging oil composition
JPS6252799B2 (de) * 1979-11-28 1987-11-06 Nippon Oil Co Ltd

Non-Patent Citations (1)

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Title
See also references of EP0636680A4 *

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EP0636680A4 (de) 1995-10-04
EP0636680A1 (de) 1995-02-01

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