WO2016170707A1 - Composition d'huile de graissage - Google Patents

Composition d'huile de graissage Download PDF

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Publication number
WO2016170707A1
WO2016170707A1 PCT/JP2015/083001 JP2015083001W WO2016170707A1 WO 2016170707 A1 WO2016170707 A1 WO 2016170707A1 JP 2015083001 W JP2015083001 W JP 2015083001W WO 2016170707 A1 WO2016170707 A1 WO 2016170707A1
Authority
WO
WIPO (PCT)
Prior art keywords
acid
formula
lubricating oil
oil composition
group
Prior art date
Application number
PCT/JP2015/083001
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English (en)
Japanese (ja)
Inventor
直史 置塩
八木下 和宏
Original Assignee
Jxエネルギー株式会社
Priority date (The priority date is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the date listed.)
Filing date
Publication date
Priority claimed from JP2015089260A external-priority patent/JP2016204548A/ja
Priority claimed from JP2015089259A external-priority patent/JP6408953B2/ja
Application filed by Jxエネルギー株式会社 filed Critical Jxエネルギー株式会社
Publication of WO2016170707A1 publication Critical patent/WO2016170707A1/fr

Links

Classifications

    • CCHEMISTRY; METALLURGY
    • C10PETROLEUM, GAS OR COKE INDUSTRIES; TECHNICAL GASES CONTAINING CARBON MONOXIDE; FUELS; LUBRICANTS; PEAT
    • C10MLUBRICATING COMPOSITIONS; USE OF CHEMICAL SUBSTANCES EITHER ALONE OR AS LUBRICATING INGREDIENTS IN A LUBRICATING COMPOSITION
    • C10M137/00Lubricating compositions characterised by the additive being an organic non-macromolecular compound containing phosphorus
    • C10M137/12Lubricating compositions characterised by the additive being an organic non-macromolecular compound containing phosphorus having a phosphorus-to-carbon bond
    • CCHEMISTRY; METALLURGY
    • C10PETROLEUM, GAS OR COKE INDUSTRIES; TECHNICAL GASES CONTAINING CARBON MONOXIDE; FUELS; LUBRICANTS; PEAT
    • C10MLUBRICATING COMPOSITIONS; USE OF CHEMICAL SUBSTANCES EITHER ALONE OR AS LUBRICATING INGREDIENTS IN A LUBRICATING COMPOSITION
    • C10M105/00Lubricating compositions characterised by the base-material being a non-macromolecular organic compound
    • C10M105/08Lubricating compositions characterised by the base-material being a non-macromolecular organic compound containing oxygen
    • C10M105/32Esters
    • C10M105/38Esters of polyhydroxy compounds
    • CCHEMISTRY; METALLURGY
    • C10PETROLEUM, GAS OR COKE INDUSTRIES; TECHNICAL GASES CONTAINING CARBON MONOXIDE; FUELS; LUBRICANTS; PEAT
    • C10MLUBRICATING COMPOSITIONS; USE OF CHEMICAL SUBSTANCES EITHER ALONE OR AS LUBRICATING INGREDIENTS IN A LUBRICATING COMPOSITION
    • C10M137/00Lubricating compositions characterised by the additive being an organic non-macromolecular compound containing phosphorus
    • C10M137/02Lubricating compositions characterised by the additive being an organic non-macromolecular compound containing phosphorus having no phosphorus-to-carbon bond
    • C10M137/04Phosphate esters
    • CCHEMISTRY; METALLURGY
    • C10PETROLEUM, GAS OR COKE INDUSTRIES; TECHNICAL GASES CONTAINING CARBON MONOXIDE; FUELS; LUBRICANTS; PEAT
    • C10MLUBRICATING COMPOSITIONS; USE OF CHEMICAL SUBSTANCES EITHER ALONE OR AS LUBRICATING INGREDIENTS IN A LUBRICATING COMPOSITION
    • C10M137/00Lubricating compositions characterised by the additive being an organic non-macromolecular compound containing phosphorus
    • C10M137/02Lubricating compositions characterised by the additive being an organic non-macromolecular compound containing phosphorus having no phosphorus-to-carbon bond
    • C10M137/04Phosphate esters
    • C10M137/10Thio derivatives

Definitions

  • the present invention relates to a lubricating oil composition having excellent thermal stability and load resistance.
  • the lubricating oil used in these machines is required to have excellent lubricating performance that can sufficiently guarantee the mechanical life over a long period even under high pressure, high speed, high load, and high temperature conditions.
  • Various additives are blended in the lubricating oil to enhance its performance, and dialkyldithiophosphoric acid (ZDTP) and tricresyl phosphate (TCP) have been conventionally used as antiwear additives.
  • ZDTP has problems in thermal oxidation stability under high-temperature and high-pressure conditions and hydrolysis stability due to water contamination, so it is difficult to obtain sufficient lubrication performance under severe conditions.
  • concerns about the use of zinc compounds such as ZDTP have increased.
  • TCP has a problem that it is inferior in terms of extreme pressure although it is excellent in thermal stability and hydrolysis stability as compared with ZDTP.
  • phosphorus-sulfur wear-resistant lubricating oil compositions combining sulfur compounds and phosphorus compounds have been developed.
  • a combination of sulfurized hydrocarbon and acidic phosphate ester, a combination of triaryl phosphorothioate and triaryl phosphate see Patent Document 1 below
  • a combination of thiophosphate and acidic phosphate ester see Patent Document 2 below
  • a combination of ⁇ -dithiophosphorylated propionic acid and triaryl phosphate see Patent Document 3 below
  • sulfur-containing compounds cause problems of corrosivity and odor
  • highly active acidic phosphates have problems such as hydrolysis stability.
  • the present invention has been made in view of such circumstances, and is useful in terms of environmental protection, safety, and practical performance of the lubricating oil. It is an object of the present invention to provide an ashless load-bearing lubricating oil composition having excellent extreme pressure and wear resistance even in a severe environment.
  • a lubricating oil composition obtained by blending a lubricating base oil with a phosphorus compound having a specific structure at a predetermined ratio, and completed the present invention. It came to do.
  • the present invention provides a lubricating oil composition
  • a lubricating oil composition comprising a lubricating base oil containing a phosphorus compound represented by formula (1) and / or formula (2) in an amount of 10 to 10000 mass ppm in terms of the total amount of the composition and converted to phosphorus. It is a thing.
  • R 1 and R 2 represent a hydrocarbon group having 2 to 18 carbon atoms
  • R 3 represents a hydrocarbon group having 1 to 4 carbon atoms.
  • the present invention further relates to the lubricating oil composition as described above, further containing 10 to 10,000 ppm by mass of the phosphorus compound represented by the formula (3) in terms of the total amount of the composition and converted to phosphorus.
  • R 5 , R 6 and R 7 are hydrogen atoms or hydrocarbon groups having 2 to 18 carbon atoms, and X 1 and X 2 are oxygen atoms or sulfur atoms.
  • the present invention also relates to the lubricating oil composition as described above, wherein the lubricating base oil is an ester of a carboxylic acid and a polyhydric alcohol.
  • a lubricating oil composition that is excellent in thermal stability, water resistance, extreme pressure resistance, and wear resistance in consideration of the environment.
  • a mineral base oil or a synthetic base oil is used as the lubricating base oil in the lubricating oil composition of the present invention. These may be a mixture.
  • mineral oil for example, a lubricating oil fraction obtained by subjecting crude oil to atmospheric distillation and vacuum distillation is subjected to solvent removal, solvent extraction, hydrocracking, solvent dewaxing, catalytic dewaxing, hydrorefining, sulfuric acid washing
  • paraffinic mineral oil or naphthenic mineral oil refined by appropriately combining one or more refining treatments such as white clay treatment may be mentioned.
  • Synthetic oils include, for example, poly- ⁇ -olefins, alkylbenzenes, alkylnaphthalenes, monoesters, diesters, polyesters, polyol esters, polyoxyalkylene glycols, polyphenyl ethers, dialkyldiphenyl ethers, phosphate esters, fluorine-containing compounds, silicone oils. These can be used, and these can be used alone or in combination of two or more.
  • the lubricating base oil is preferably an ester compound from the viewpoint of wear resistance of the additive, and particularly preferably a polyol ester of a carboxylic acid and a polyhydric alcohol.
  • the carboxylic acid may be a monobasic acid or a polybasic acid
  • the ester may be a complete ester or a partial ester.
  • polyhydric alcohol those having 2 to 10 valences, preferably 2 to 6 valences are usually used.
  • the polyhydric alcohol include ethylene glycol, diethylene glycol, polyethylene glycol (ethylene glycol 3-15 mer), propylene glycol, dipropylene glycol, polypropylene glycol (propylene glycol 3-15 mer), 1,3- Propanediol, 1,2-propanediol, 1,3-butanediol, 1,4-butanediol, 2-methyl-1,2-propanediol, 2-methyl-1,3-propanediol, 1,2- Dihydric alcohols such as pentanediol, 1,3-pentanediol, 1,4-pentanediol, 1,5-pentanediol, neopentyl glycol; glycerin, polyglycerin (diglycerin dimer to octamer, such as diglycerin,
  • a fatty acid having 2 to 24 carbon atoms is usually used as the monobasic acid.
  • the fatty acid may be linear or branched, and may be saturated or unsaturated. Specifically, acetic acid, propionic acid, butanoic acid, pentanoic acid, hexanoic acid, heptanoic acid, octanoic acid, nonanoic acid, decanoic acid, undecanoic acid, dodecanoic acid, tridecanoic acid, tetradecanoic acid, pentadecanoic acid, hexadecanoic acid, heptadecanoic acid Saturated fatty acids such as acid, octadecanoic acid, nonadecanoic acid, icosanoic acid, henicosanoic acid, docosanoic acid, tricosanoic acid, tetracosanoic acid, acrylic acid, butenoic acid, pentenoic acid
  • polybasic acids examples include dibasic acids having 2 to 16 carbon atoms and trimellitic acid.
  • the dibasic acid having 2 to 16 carbon atoms may be linear or branched, and may be saturated or unsaturated. Specifically, ethanedioic acid, propanedioic acid, butanedioic acid, pentanedioic acid, hexanedioic acid, heptanedioic acid, octanedioic acid, nonanedioic acid, decanedioic acid, undecanedioic acid, dodecanedioic acid, tridecane Diacid, tetradecanedioic acid, heptadecanedioic acid, hexadecanedioic acid, hexenedioic acid, heptenedioic acid, octenedioic acid, nonenedioic acid, decenedioic acid,
  • the combination of the polyhydric alcohol and the carboxylic acid forming the ester is arbitrary and is not particularly limited.
  • the following esters may be mentioned, and these esters may be used alone or in combination of two or more.
  • the kinematic viscosity at 40 ° C. of the lubricating base oil is not particularly limited, but is preferably 5 to 300 mm 2 / s, more preferably 10 to 100 mm 2 / s, and still more preferably 15 to 70 mm 2 / s.
  • the kinematic viscosity at 40 ° C. of the lubricating base oil exceeds 300 mm 2 / s, the low-temperature viscosity characteristic deteriorates.
  • the kinematic viscosity is less than 5 mm 2 / s, an oil film is formed at the lubrication point. Insufficient lubrication results in poor lubricity and increases the evaporation loss of the lubricating base oil, which is not preferable.
  • the viscosity index of the lubricating base oil is not particularly limited, but is preferably 100 or more, more preferably 110 or more, still more preferably 120 or more, particularly preferably 140 or more, and preferably 240 or less, more preferably. 200 or less.
  • the viscosity index is not particularly limited, but is preferably 100 or more, more preferably 110 or more, still more preferably 120 or more, particularly preferably 140 or more, and preferably 240 or less, more preferably. 200 or less.
  • the lubricating oil composition of the present invention contains a phosphorus compound represented by the following general formula (1) and / or formula (2).
  • R 1 and R 2 each independently represent a hydrocarbon group having 2 to 18 carbon atoms
  • R 3 represents a divalent hydrocarbon group having 1 to 4 carbon atoms.
  • R 1 and R 2 include an ethyl group, an n-propyl group, an isopropyl group, various butyl groups, various pentyl groups, various hexyl groups and other alkyl groups; a cyclopropyl group, a cyclobutyl group, a cyclopentyl group, and a cyclohexyl group.
  • Cycloalkyl groups such as phenyl groups, aryl groups such as naphthyl groups, alkylaryl groups such as tolyl groups, ethylphenyl groups, and propylphenyl groups; arylalkyl groups such as benzyl groups, phenylethyl groups, and phenylpropyl groups be able to.
  • an alkyl group is preferable from the viewpoint of hydrolysis stability, and an alkyl group having 2 to 10 carbon atoms is particularly preferable.
  • R 3 include a methylene group, an ethylene group, a propylene group, and a butylene group.
  • the content of the phosphorus compound represented by the formula (1) and / or the formula (2) is 10 to 10000 mass ppm in terms of the total amount of the composition and in terms of phosphorus amount.
  • the amount is preferably 30 to 5000 ppm by mass, more preferably 50 to 1000 ppm by mass, and still more preferably 100 to 500 ppm by mass. If the content of the phosphorus compound represented by the formula (1) and / or the formula (2) is less than 10 ppm by mass in terms of the total amount of the composition and converted to the amount of phosphorus, sufficient effects cannot be obtained and 10000 masses. Exceeding ppm is not preferable because the oxidation stability of the lubricating oil composition tends to decrease.
  • the lubricating oil composition of the present invention preferably further contains a phosphorus compound represented by the formula (3).
  • R 5 , R 6 and R 7 are each independently a hydrogen atom or a hydrocarbon group having 2 to 18 carbon atoms, and X 1 and X 2 are each independently an oxygen atom or a sulfur atom.
  • the hydrocarbon group for R 5 , R 6 and R 7 include alkyl groups such as ethyl group, n-propyl group, isopropyl group, various butyl groups, various pentyl groups, and various hexyl groups; cyclopropyl group, cyclobutyl Group, cyclopentyl group, cyclohexyl group and other cycloalkyl groups; phenyl group, naphthyl group and other aryl groups; tolyl group, ethylphenyl group, propylphenyl group and other alkylaryl groups; benzyl group, phenylethyl group, phenylpropyl group and the like And an arylalkyl group.
  • the content of the phosphorus compound represented by the formula (3) is 10 to 10000 mass ppm in terms of the total amount of the composition and in terms of phosphorus.
  • the amount is preferably 30 to 5000 ppm by mass, more preferably 50 to 1000 ppm by mass, and still more preferably 100 to 500 ppm by mass. If the content of the phosphorus compound represented by the formula (3) is less than 10 ppm by mass in terms of the total amount of the composition and converted to phosphorus, sufficient effects cannot be obtained, and if it exceeds 10000 ppm by mass, the lubricating oil composition Since there is a tendency that the oxidative stability of the product is lowered, it is not preferable.
  • the lubricating oil composition of the present invention can contain various additives as required as long as the effects of the present invention are not impaired.
  • additives include metal detergents, ashless dispersants, antioxidants, extreme pressure agents, antiwear agents, friction modifiers, pour point depressants, corrosion inhibitors, rust inhibitors, demulsifiers, metals
  • examples include an inactivating agent and an antifoaming agent. These additives may be used individually by 1 type, and may be used in combination of 2 or more type.
  • the lubricating oil composition of the present invention preferably contains a small amount of metal-containing additive such as ZDTP, and the sulfated ash content of the composition is preferably 0.5% by mass or less, and 0.1% by mass or less. It is particularly preferred.
  • the sulfated ash is JIS K 2272 5. The value measured by the method specified in “Testing method for sulfated ash” is shown.
  • the kinematic viscosity of the lubricating oil composition of the present invention is not particularly limited, but from the viewpoint of low temperature fluidity, the kinematic viscosity at 40 ° C. is preferably 100 mm 2 / s or less, and 80 mm 2 / s or less. Is more preferably 60 mm 2 / s or less, and particularly preferably 50 mm 2 / s or less.
  • the kinematic viscosity at 40 ° C. is preferably 5 mm 2 / s or more, more preferably 10 mm 2 / s or more, and further preferably 15 mm 2 / s or more.
  • Tables 1 to 3 list the blending amounts and performances of various lubricating base oils and additives. The amount of each additive added is based on the total amount of the lubricating oil composition (mass%). The performance of each composition obtained was evaluated by the tests shown below.
  • the lubricating oil composition of the present invention is useful because it does not contain a zinc compound such as ZDTP, has low environmental risk, and is excellent in thermal stability, water resistance, extreme pressure resistance, and wear resistance.

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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

La présente invention concerne comme composition d'huile de graissage porteuse sans cendre qui est utile à la fois en termes de protection de l'environnement et de sécurité et en termes de performances d'huile de graissage pratique, qui a une excellente stabilité thermique/résistance à l'eau, et qui a des performance à des pressions extrêmes et une résistance à l'usure excellentes même dans des circonstances de charge très élevée, une composition d'huile de graissage contenant, dans une huile de base lubrifiante, 10 à 10000 ppm en masse d'un composé de phosphore représenté par la formule (1) et/ou la formule (2) calculé en tant que quantité de phosphore par rapport à la quantité totale de la composition. (1) (2) (Dans la formule (1) et la formule (2), R1 et R2 représentent des groupes hydrocarbures en C2 à C18 et R3 représente un groupe hydrocarbure en C1 à C4.)
PCT/JP2015/083001 2015-04-24 2015-11-25 Composition d'huile de graissage WO2016170707A1 (fr)

Applications Claiming Priority (4)

Application Number Priority Date Filing Date Title
JP2015089260A JP2016204548A (ja) 2015-04-24 2015-04-24 潤滑油組成物
JP2015-089260 2015-04-24
JP2015089259A JP6408953B2 (ja) 2015-04-24 2015-04-24 潤滑油組成物
JP2015-089259 2015-04-24

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WO2016170707A1 true WO2016170707A1 (fr) 2016-10-27

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Cited By (7)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
WO2018198645A1 (fr) * 2017-04-28 2018-11-01 Jxtgエネルギー株式会社 Additif destiné à un lubrifiant, composition lubrifiante, et mécanisme coulissant
JP2018188519A (ja) * 2017-04-28 2018-11-29 Jxtgエネルギー株式会社 潤滑油用添加剤及び潤滑油組成物
JP2018188521A (ja) * 2017-04-28 2018-11-29 Jxtgエネルギー株式会社 潤滑油組成物
JP2018188520A (ja) * 2017-04-28 2018-11-29 Jxtgエネルギー株式会社 潤滑油組成物及びこれを用いた摺動機構
JP2019206671A (ja) * 2018-05-30 2019-12-05 出光興産株式会社 潤滑油組成物及びその製造方法、駆動系機器の潤滑方法並びに駆動系機器
WO2020171135A1 (fr) * 2019-02-22 2020-08-27 Jxtgエネルギー株式会社 Huile pour machine frigorifique et composition de fluide de travail pour machine frigorifique
CN111684053A (zh) * 2018-02-08 2020-09-18 引能仕株式会社 油压工作油组合物

Citations (8)

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Publication number Priority date Publication date Assignee Title
JPS536305A (en) * 1976-07-06 1978-01-20 Sakai Chem Ind Co Ltd Additives for lubricating oils
JPS58146592A (ja) * 1981-12-29 1983-09-01 ザ・プロクタ−・エンド・ギヤンブル α−ホスホノアミド潤滑剤添加剤および燃料添加剤
JPH05302093A (ja) * 1992-04-28 1993-11-16 Tonen Corp 潤滑油組成物
JPH0940988A (ja) * 1995-07-31 1997-02-10 Sumitomo Metal Ind Ltd 金属の圧延加工用潤滑剤組成物
JPH09165593A (ja) * 1995-10-09 1997-06-24 Kao Corp 潤滑油組成物
US20130072407A1 (en) * 2011-09-15 2013-03-21 Afton Chemical Corporation Preparation and use of aminoalkylphosphonic acid dilakyl ester compounds in a lubricant for antiwear, friction reduction, and/or micropitting prevention
WO2014017596A1 (fr) * 2012-07-26 2014-01-30 Jx日鉱日石エネルギー株式会社 Huile de base lubrifiante, huile de réfrigérateur et composition de fluide de travail pour réfrigérateurs
JP2015086346A (ja) * 2013-11-01 2015-05-07 Jx日鉱日石エネルギー株式会社 潤滑油組成物

Patent Citations (8)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
JPS536305A (en) * 1976-07-06 1978-01-20 Sakai Chem Ind Co Ltd Additives for lubricating oils
JPS58146592A (ja) * 1981-12-29 1983-09-01 ザ・プロクタ−・エンド・ギヤンブル α−ホスホノアミド潤滑剤添加剤および燃料添加剤
JPH05302093A (ja) * 1992-04-28 1993-11-16 Tonen Corp 潤滑油組成物
JPH0940988A (ja) * 1995-07-31 1997-02-10 Sumitomo Metal Ind Ltd 金属の圧延加工用潤滑剤組成物
JPH09165593A (ja) * 1995-10-09 1997-06-24 Kao Corp 潤滑油組成物
US20130072407A1 (en) * 2011-09-15 2013-03-21 Afton Chemical Corporation Preparation and use of aminoalkylphosphonic acid dilakyl ester compounds in a lubricant for antiwear, friction reduction, and/or micropitting prevention
WO2014017596A1 (fr) * 2012-07-26 2014-01-30 Jx日鉱日石エネルギー株式会社 Huile de base lubrifiante, huile de réfrigérateur et composition de fluide de travail pour réfrigérateurs
JP2015086346A (ja) * 2013-11-01 2015-05-07 Jx日鉱日石エネルギー株式会社 潤滑油組成物

Cited By (10)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
WO2018198645A1 (fr) * 2017-04-28 2018-11-01 Jxtgエネルギー株式会社 Additif destiné à un lubrifiant, composition lubrifiante, et mécanisme coulissant
JP2018188519A (ja) * 2017-04-28 2018-11-29 Jxtgエネルギー株式会社 潤滑油用添加剤及び潤滑油組成物
JP2018188521A (ja) * 2017-04-28 2018-11-29 Jxtgエネルギー株式会社 潤滑油組成物
JP2018188520A (ja) * 2017-04-28 2018-11-29 Jxtgエネルギー株式会社 潤滑油組成物及びこれを用いた摺動機構
CN111684053A (zh) * 2018-02-08 2020-09-18 引能仕株式会社 油压工作油组合物
JP2019206671A (ja) * 2018-05-30 2019-12-05 出光興産株式会社 潤滑油組成物及びその製造方法、駆動系機器の潤滑方法並びに駆動系機器
WO2019230405A1 (fr) * 2018-05-30 2019-12-05 出光興産株式会社 Composition d'huile lubrifiante, son procédé de production, procédé de lubrification de dispositif de système d'entraînement et dispositif de système d'entraînement
JP7099876B2 (ja) 2018-05-30 2022-07-12 出光興産株式会社 潤滑油組成物及びその製造方法、駆動系機器の潤滑方法並びに駆動系機器
WO2020171135A1 (fr) * 2019-02-22 2020-08-27 Jxtgエネルギー株式会社 Huile pour machine frigorifique et composition de fluide de travail pour machine frigorifique
JP7455109B2 (ja) 2019-02-22 2024-03-25 Eneos株式会社 冷凍機油及び冷凍機用作動流体組成物

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