RU2010103963A - COMPOSITIONS OF LUBRICANTS STABILIZED BY STYROLIZED PHENOL ANTioxIDANT - Google Patents

COMPOSITIONS OF LUBRICANTS STABILIZED BY STYROLIZED PHENOL ANTioxIDANT Download PDF

Info

Publication number
RU2010103963A
RU2010103963A RU2010103963/04A RU2010103963A RU2010103963A RU 2010103963 A RU2010103963 A RU 2010103963A RU 2010103963/04 A RU2010103963/04 A RU 2010103963/04A RU 2010103963 A RU2010103963 A RU 2010103963A RU 2010103963 A RU2010103963 A RU 2010103963A
Authority
RU
Russia
Prior art keywords
alpha
group
methylphenol
methylstyryl
methylbenzyl
Prior art date
Application number
RU2010103963/04A
Other languages
Russian (ru)
Inventor
Цзюнь ДУН (US)
Цзюнь ДУН
Сирил Э. МИГДАЛ (US)
Сирил Э. МИГДАЛ
Джерард МАЛКВИН (US)
Джерард МАЛКВИН
Original Assignee
Кемтура Корпорейшн (Us)
Кемтура Корпорейшн
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 Кемтура Корпорейшн (Us), Кемтура Корпорейшн filed Critical Кемтура Корпорейшн (Us)
Publication of RU2010103963A publication Critical patent/RU2010103963A/en

Links

Classifications

    • C—CHEMISTRY; METALLURGY
    • C10—PETROLEUM, GAS OR COKE INDUSTRIES; TECHNICAL GASES CONTAINING CARBON MONOXIDE; FUELS; LUBRICANTS; PEAT
    • C10M—LUBRICATING COMPOSITIONS; USE OF CHEMICAL SUBSTANCES EITHER ALONE OR AS LUBRICATING INGREDIENTS IN A LUBRICATING COMPOSITION
    • 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
    • C10M129/10—Hydroxy compounds having hydroxy groups bound to a carbon atom of a six-membered aromatic ring
    • C—CHEMISTRY; METALLURGY
    • C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
    • C08K—Use of inorganic or non-macromolecular organic substances as compounding ingredients
    • C08K5/00—Use of organic ingredients
    • C08K5/04—Oxygen-containing compounds
    • C08K5/13—Phenols; Phenolates
    • C—CHEMISTRY; METALLURGY
    • C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
    • C08K—Use of inorganic or non-macromolecular organic substances as compounding ingredients
    • C08K5/00—Use of organic ingredients
    • C08K5/16—Nitrogen-containing compounds
    • C08K5/17—Amines; Quaternary ammonium compounds
    • C08K5/18—Amines; Quaternary ammonium compounds with aromatically bound amino groups
    • C—CHEMISTRY; METALLURGY
    • C10—PETROLEUM, GAS OR COKE INDUSTRIES; TECHNICAL GASES CONTAINING CARBON MONOXIDE; FUELS; LUBRICANTS; PEAT
    • C10M—LUBRICATING COMPOSITIONS; USE OF CHEMICAL SUBSTANCES EITHER ALONE OR AS LUBRICATING INGREDIENTS IN A LUBRICATING COMPOSITION
    • 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
    • C10M133/12—Amines, e.g. polyalkylene polyamines; Quaternary amines having amino groups bound to a carbon atom of a six-membered aromatic ring
    • C—CHEMISTRY; METALLURGY
    • C10—PETROLEUM, GAS OR COKE INDUSTRIES; TECHNICAL GASES CONTAINING CARBON MONOXIDE; FUELS; LUBRICANTS; PEAT
    • C10M—LUBRICATING COMPOSITIONS; USE OF CHEMICAL SUBSTANCES EITHER ALONE OR AS LUBRICATING INGREDIENTS IN A LUBRICATING COMPOSITION
    • C10M141/00—Lubricating compositions characterised by the additive being a mixture of two or more compounds covered by more than one of the main groups C10M125/00 - C10M139/00, each of these compounds being essential
    • C10M141/06—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 nitrogen-containing compound
    • 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
    • C10M2201/00—Inorganic compounds or elements as ingredients in lubricant compositions
    • C10M2201/10—Compounds containing silicon
    • C10M2201/1006—Compounds containing silicon used as base material
    • 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
    • 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
    • C10M2203/1006—Petroleum or coal fractions, e.g. tars, solvents, bitumen used as base material
    • 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
    • C10M2205/00—Organic macromolecular hydrocarbon compounds or fractions, whether or not modified by oxidation as ingredients in lubricant compositions
    • C10M2205/02—Organic macromolecular hydrocarbon compounds or fractions, whether or not modified by oxidation as ingredients in lubricant compositions containing acyclic monomers
    • C10M2205/028—Organic macromolecular hydrocarbon compounds or fractions, whether or not modified by oxidation as ingredients in lubricant compositions containing acyclic monomers containing aliphatic monomers having more than four carbon atoms
    • C10M2205/0285—Organic macromolecular hydrocarbon compounds or fractions, whether or not modified by oxidation as ingredients in lubricant compositions containing acyclic monomers containing aliphatic monomers having more than four carbon atoms used as base material
    • C—CHEMISTRY; METALLURGY
    • C10—PETROLEUM, GAS OR COKE INDUSTRIES; TECHNICAL GASES CONTAINING CARBON MONOXIDE; FUELS; LUBRICANTS; PEAT
    • C10M—LUBRICATING COMPOSITIONS; USE OF CHEMICAL SUBSTANCES EITHER ALONE OR AS LUBRICATING INGREDIENTS IN A LUBRICATING COMPOSITION
    • C10M2207/00—Organic non-macromolecular hydrocarbon compounds containing hydrogen, carbon and oxygen as ingredients in lubricant compositions
    • C10M2207/02—Hydroxy compounds
    • C10M2207/023—Hydroxy compounds having hydroxy groups bound to carbon atoms of six-membered aromatic rings
    • C10M2207/024—Hydroxy compounds having hydroxy groups bound to carbon atoms of six-membered aromatic rings having at least two phenol groups but no condensed ring
    • C—CHEMISTRY; METALLURGY
    • C10—PETROLEUM, GAS OR COKE INDUSTRIES; TECHNICAL GASES CONTAINING CARBON MONOXIDE; FUELS; LUBRICANTS; PEAT
    • C10M—LUBRICATING COMPOSITIONS; USE OF CHEMICAL SUBSTANCES EITHER ALONE OR AS LUBRICATING INGREDIENTS IN A LUBRICATING COMPOSITION
    • C10M2207/00—Organic non-macromolecular hydrocarbon compounds containing hydrogen, carbon and oxygen as ingredients in lubricant compositions
    • C10M2207/02—Hydroxy compounds
    • C10M2207/023—Hydroxy compounds having hydroxy groups bound to carbon atoms of six-membered aromatic rings
    • C10M2207/026—Hydroxy compounds having hydroxy groups bound to carbon atoms of six-membered aromatic rings with tertiary alkyl groups
    • C—CHEMISTRY; METALLURGY
    • C10—PETROLEUM, GAS OR COKE INDUSTRIES; TECHNICAL GASES CONTAINING CARBON MONOXIDE; FUELS; LUBRICANTS; PEAT
    • C10M—LUBRICATING COMPOSITIONS; USE OF CHEMICAL SUBSTANCES EITHER ALONE OR AS LUBRICATING INGREDIENTS IN A LUBRICATING COMPOSITION
    • C10M2207/00—Organic non-macromolecular hydrocarbon compounds containing hydrogen, carbon and oxygen as ingredients in lubricant compositions
    • C10M2207/04—Ethers; Acetals; Ortho-esters; Ortho-carbonates
    • C10M2207/042—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
    • C10M2207/00—Organic non-macromolecular hydrocarbon compounds containing hydrogen, carbon and oxygen as ingredients in lubricant compositions
    • C10M2207/28—Esters
    • C10M2207/287—Partial esters
    • C10M2207/289—Partial esters containing free hydroxy groups
    • C—CHEMISTRY; METALLURGY
    • C10—PETROLEUM, GAS OR COKE INDUSTRIES; TECHNICAL GASES CONTAINING CARBON MONOXIDE; FUELS; LUBRICANTS; PEAT
    • C10M—LUBRICATING COMPOSITIONS; USE OF CHEMICAL SUBSTANCES EITHER ALONE OR AS LUBRICATING INGREDIENTS IN A LUBRICATING COMPOSITION
    • C10M2215/00—Organic non-macromolecular compounds containing nitrogen as ingredients in lubricant compositions
    • C10M2215/02—Amines, e.g. polyalkylene polyamines; Quaternary amines
    • C10M2215/06—Amines, e.g. polyalkylene polyamines; Quaternary amines having amino groups bound to carbon atoms of six-membered aromatic rings
    • C10M2215/064—Di- and triaryl amines
    • C—CHEMISTRY; METALLURGY
    • C10—PETROLEUM, GAS OR COKE INDUSTRIES; TECHNICAL GASES CONTAINING CARBON MONOXIDE; FUELS; LUBRICANTS; PEAT
    • C10M—LUBRICATING COMPOSITIONS; USE OF CHEMICAL SUBSTANCES EITHER ALONE OR AS LUBRICATING INGREDIENTS IN A LUBRICATING COMPOSITION
    • C10M2215/00—Organic non-macromolecular compounds containing nitrogen as ingredients in lubricant compositions
    • C10M2215/28—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
    • C10M2219/00—Organic non-macromolecular compounds containing sulfur, selenium or tellurium as ingredients in lubricant compositions
    • C10M2219/04—Organic non-macromolecular compounds containing sulfur, selenium or tellurium as ingredients in lubricant compositions containing sulfur-to-oxygen bonds, i.e. sulfones, sulfoxides
    • C10M2219/046—Overbasedsulfonic acid salts
    • C—CHEMISTRY; METALLURGY
    • C10—PETROLEUM, GAS OR COKE INDUSTRIES; TECHNICAL GASES CONTAINING CARBON MONOXIDE; FUELS; LUBRICANTS; PEAT
    • C10M—LUBRICATING COMPOSITIONS; USE OF CHEMICAL SUBSTANCES EITHER ALONE OR AS LUBRICATING INGREDIENTS IN A LUBRICATING COMPOSITION
    • C10M2223/00—Organic non-macromolecular compounds containing phosphorus as ingredients in lubricant compositions
    • C10M2223/02—Organic non-macromolecular compounds containing phosphorus as ingredients in lubricant compositions having no phosphorus-to-carbon bonds
    • C10M2223/04—Phosphate esters
    • C10M2223/045—Metal containing thio derivatives
    • 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
    • C10M2223/00—Organic non-macromolecular compounds containing phosphorus as ingredients in lubricant compositions
    • C10M2223/02—Organic non-macromolecular compounds containing phosphorus as ingredients in lubricant compositions having no phosphorus-to-carbon bonds
    • C10M2223/049—Phosphite
    • C—CHEMISTRY; METALLURGY
    • C10—PETROLEUM, GAS OR COKE INDUSTRIES; TECHNICAL GASES CONTAINING CARBON MONOXIDE; FUELS; LUBRICANTS; PEAT
    • C10N—INDEXING SCHEME ASSOCIATED WITH SUBCLASS C10M RELATING TO LUBRICATING COMPOSITIONS
    • C10N2010/00—Metal present as such or in compounds
    • C10N2010/04—Groups 2 or 12
    • 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
    • C10N2020/00—Specified physical or chemical properties or characteristics, i.e. function, of component of lubricating compositions
    • C10N2020/01—Physico-chemical properties
    • C10N2020/02—Viscosity; Viscosity index
    • 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
    • C10N2020/065—Saturated Compounds
    • C—CHEMISTRY; METALLURGY
    • C10—PETROLEUM, GAS OR COKE INDUSTRIES; TECHNICAL GASES CONTAINING CARBON MONOXIDE; FUELS; LUBRICANTS; PEAT
    • C10N—INDEXING SCHEME ASSOCIATED WITH SUBCLASS C10M RELATING TO LUBRICATING COMPOSITIONS
    • C10N2030/00—Specified physical or chemical properties which is improved by the additive characterising the lubricating composition, e.g. multifunctional additives
    • C10N2030/10—Inhibition of oxidation, e.g. anti-oxidants
    • C—CHEMISTRY; METALLURGY
    • C10—PETROLEUM, GAS OR COKE INDUSTRIES; TECHNICAL GASES CONTAINING CARBON MONOXIDE; FUELS; LUBRICANTS; PEAT
    • C10N—INDEXING SCHEME ASSOCIATED WITH SUBCLASS C10M RELATING TO LUBRICATING COMPOSITIONS
    • C10N2050/00—Form in which the lubricant is applied to the material being lubricated
    • C10N2050/10—Semi-solids; greasy

Landscapes

  • Chemical & Material Sciences (AREA)
  • Chemical Kinetics & Catalysis (AREA)
  • Organic Chemistry (AREA)
  • General Chemical & Material Sciences (AREA)
  • Oil, Petroleum & Natural Gas (AREA)
  • Medicinal Chemistry (AREA)
  • Health & Medical Sciences (AREA)
  • Polymers & Plastics (AREA)
  • Lubricants (AREA)
  • Compositions Of Macromolecular Compounds (AREA)
  • Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
  • Addition Polymer Or Copolymer, Post-Treatments, Or Chemical Modifications (AREA)
  • Anti-Oxidant Or Stabilizer Compositions (AREA)
  • Low-Molecular Organic Synthesis Reactions Using Catalysts (AREA)

Abstract

1. Композиция, содержащая: (a) по меньшей мере, одно смазочное масло, содержащее одно или несколько основных масел смазочных веществ Группы I, Группы II, Группы III, Группы IV или синтетических основных масел для смазочных веществ с различными свойствами вязкости; (b) по меньшей мере, один первый антиоксидант в количестве от приблизительно 0,01 до приблизительно 10 мас.%, содержащий одно или несколько пространственно затрудненных фенольных соединений, имеющих общую формулу ! ! или их изомеров или изомерных смесей, где R1 и R2 являются независимыми и представляют собой стирильные группы, представленные формулой (IA) ! ! где n представляет собой целое число от 0 до 5 и α-положение на стирильной группе является необязательно замещенным гидрокарбильной группой, имеющей от 1 примерно до 8 атомов углерода; и R3 представляет собой водород или гидрокарбильную группу; или выбрано из группы, включающей 2-альфа-метилбензил-4-метилфенол, 2-альфа-метилбензил-4-этилфенол, 2-альфа-метилбензил-4-изобутилфенол, 2-альфа-метилстирил-4-метилфенол, 2-альфа-метилстирил-4-этилфенол, 2-альфа-метилстирил-4-изобутилфенол, 2,2'-тиобис(6-альфа-метилбензил-4-метилфенол), 4,4'-тиобис(2,6-ди-альфа-метилбензил-4-метилфенол), 2,2'-тиобис(6-альфа-метилстирил-4-метилфенол), 4,4'-тиобис(2,6-ди-альфа-метилстирил-4-метилфенол), 2,2'-метиленбис(6-альфа-метилбензил-4-метилфенол) и 2,2'-метиленбис(6-альфа-метилстирил-4-метилфенол), ! и (c) необязательный второй антиоксидант, включающий один или несколько вторичных диариламинов, имеющих общую формулу (R4)a-Ar1-NH-AR2-(R5)b, где Ar1 и Ar2 являются независимыми и включают один или несколько ароматических углеводородов, и R4 и R5 являются независимыми и включают од� 1. A composition comprising: (a) at least one lubricating oil containing one or more basic oils of lubricants of Group I, Group II, Group III, Group IV or synthetic base oils for lubricants with different viscosity properties; (b) at least one first antioxidant in an amount of from about 0.01 to about 10 wt.%, containing one or more spatially hindered phenolic compounds having the general formula! ! or their isomers or isomeric mixtures, where R1 and R2 are independent and represent styryl groups represented by the formula (IA)! ! where n is an integer from 0 to 5 and the α-position on the styryl group is an optionally substituted hydrocarbyl group having from 1 to about 8 carbon atoms; and R3 represents hydrogen or a hydrocarbyl group; or selected from the group consisting of 2-alpha-methylbenzyl-4-methylphenol, 2-alpha-methylbenzyl-4-ethylphenol, 2-alpha-methylbenzyl-4-isobutylphenol, 2-alpha-methylstyryl-4-methylphenol, 2-alpha methylstyryl-4-ethylphenol, 2-alpha-methylstyryl-4-isobutylphenol, 2,2'-thiobis (6-alpha-methylbenzyl-4-methylphenol), 4,4'-thiobis (2,6-di-alpha-methylbenzyl -4-methylphenol), 2,2'-thiobis (6-alpha-methylstyryl-4-methylphenol), 4,4'-thiobis (2,6-di-alpha-methylstyryl-4-methylphenol), 2,2 ' methylenebis (6-alpha-methylbenzyl-4-methylphenol) and 2,2'-methylenebis (6-alpha-methylstyryl-4-methylphenol),! and (c) an optional second antioxidant comprising one or more secondary diarylamines having the general formula (R4) a-Ar1-NH-AR2- (R5) b, where Ar1 and Ar2 are independent and include one or more aromatic hydrocarbons, and R4 and R5 are independent and include

Claims (8)

1. Композиция, содержащая: (a) по меньшей мере, одно смазочное масло, содержащее одно или несколько основных масел смазочных веществ Группы I, Группы II, Группы III, Группы IV или синтетических основных масел для смазочных веществ с различными свойствами вязкости; (b) по меньшей мере, один первый антиоксидант в количестве от приблизительно 0,01 до приблизительно 10 мас.%, содержащий одно или несколько пространственно затрудненных фенольных соединений, имеющих общую формулу1. A composition comprising: (a) at least one lubricating oil containing one or more basic oils of lubricants of Group I, Group II, Group III, Group IV or synthetic base oils for lubricants with different viscosity properties; (b) at least one first antioxidant in an amount of from about 0.01 to about 10 wt.%, containing one or more spatially hindered phenolic compounds having the general formula
Figure 00000001
Figure 00000001
 или их изомеров или изомерных смесей, где R1 и R2 являются независимыми и представляют собой стирильные группы, представленные формулой (IA)or their isomers or isomeric mixtures, where R 1 and R 2 are independent and represent styryl groups represented by the formula (IA)
Figure 00000002
Figure 00000002
 где n представляет собой целое число от 0 до 5 и α-положение на стирильной группе является необязательно замещенным гидрокарбильной группой, имеющей от 1 примерно до 8 атомов углерода; и R3 представляет собой водород или гидрокарбильную группу; или выбрано из группы, включающей 2-альфа-метилбензил-4-метилфенол, 2-альфа-метилбензил-4-этилфенол, 2-альфа-метилбензил-4-изобутилфенол, 2-альфа-метилстирил-4-метилфенол, 2-альфа-метилстирил-4-этилфенол, 2-альфа-метилстирил-4-изобутилфенол, 2,2'-тиобис(6-альфа-метилбензил-4-метилфенол), 4,4'-тиобис(2,6-ди-альфа-метилбензил-4-метилфенол), 2,2'-тиобис(6-альфа-метилстирил-4-метилфенол), 4,4'-тиобис(2,6-ди-альфа-метилстирил-4-метилфенол), 2,2'-метиленбис(6-альфа-метилбензил-4-метилфенол) и 2,2'-метиленбис(6-альфа-метилстирил-4-метилфенол),where n is an integer from 0 to 5 and the α-position on the styryl group is an optionally substituted hydrocarbyl group having from 1 to about 8 carbon atoms; and R 3 represents hydrogen or a hydrocarbyl group; or selected from the group consisting of 2-alpha-methylbenzyl-4-methylphenol, 2-alpha-methylbenzyl-4-ethylphenol, 2-alpha-methylbenzyl-4-isobutylphenol, 2-alpha-methylstyryl-4-methylphenol, 2-alpha methylstyryl-4-ethylphenol, 2-alpha-methylstyryl-4-isobutylphenol, 2,2'-thiobis (6-alpha-methylbenzyl-4-methylphenol), 4,4'-thiobis (2,6-di-alpha-methylbenzyl -4-methylphenol), 2,2'-thiobis (6-alpha-methylstyryl-4-methylphenol), 4,4'-thiobis (2,6-di-alpha-methylstyryl-4-methylphenol), 2,2 ' methylenebis (6-alpha-methylbenzyl-4-methylphenol) and 2,2'-methylenebis (6-alpha-methylstyryl-4-methylphenol), и (c) необязательный второй антиоксидант, включающий один или несколько вторичных диариламинов, имеющих общую формулу (R4)a-Ar1-NH-AR2-(R5)b, где Ar1 и Ar2 являются независимыми и включают один или несколько ароматических углеводородов, и R4 и R5 являются независимыми и включают один или несколько атомов водорода или гидрокарбильных групп, и a и b представляют собой независимые и целые числа 0-3 при условии, что (a+b) не больше, чем 4.and (c) an optional second antioxidant comprising one or more secondary diarylamines having the general formula (R 4 ) a —Ar 1 —NH — AR 2 - (R 5 ) b , where Ar 1 and Ar 2 are independent and include one or several aromatic hydrocarbons, and R 4 and R 5 are independent and include one or more hydrogen atoms or hydrocarbyl groups, and a and b are independent and integers 0-3 provided that (a + b) is not more than 4 . 2. Композиция по п.1, дополнительно содержащая, по меньшей мере, одну дополнительную добавку, содержащую один или несколько дисперсантов, детергентов, ингибиторов коррозии, пассиваторов металлов, агентов против износа, противовспенивающих добавок, модификаторов трения, уплотнительных агентов, деэмульсификаторов, агентов, улучшающих индекс вязкости, и подавителей точки росы.2. The composition according to claim 1, additionally containing at least one additional additive containing one or more dispersants, detergents, corrosion inhibitors, metal passivators, anti-wear agents, anti-foaming additives, friction modifiers, sealing agents, demulsifiers, agents, viscosity index improvers and dew point suppressors. 3. Композиция по п.1, в которой смазочное вещество является пригодным для использования при высоких температурах и в окружающей среде, катализируемой железом.3. The composition according to claim 1, in which the lubricant is suitable for use at high temperatures and in an environment catalyzed by iron. 4. Композиция по п.3, в которой смазочное вещество представляет собой консистентную смазку.4. The composition according to claim 3, in which the lubricant is a grease. 5. Способ повышения окислительной стабильности смазочного масла, содержащего один или несколько основных масел смазочных веществ Группы I, Группы II, Группы III, Группы IV или синтетических основных масел для смазочных веществ с различными свойствами вязкости, включающий добавление к ним композиции, содержащей примерно от 0,01 примерно до 10 мас.% первого антиоксиданта и примерно от 0,01 примерно до 10 мас.% второго антиоксиданта, первый антиоксидант содержит одно или несколько затрудненных фенольных соединений, имеющих общую формулу5. A method of increasing the oxidative stability of a lubricating oil containing one or more basic oils of Group I, Group II, Group III, Group IV lubricants or synthetic base oils for lubricants with different viscosity properties, comprising adding to them a composition containing from about 0 01 to about 10 wt.% Of the first antioxidant and from about 0.01 to about 10 wt.% Of the second antioxidant, the first antioxidant contains one or more hindered phenolic compounds having the general formula
Figure 00000001
Figure 00000001
 или их изомеров или изомерных смесей, где R1 и R2 являются независимыми и представляют собой стирильные группы, представленные формулой (IA)or their isomers or isomeric mixtures, where R 1 and R 2 are independent and represent styryl groups represented by the formula (IA)
Figure 00000002
Figure 00000002
 где n представляет собой целое число от 0 до 5 и α-положение на стирильной группе является необязательно замещенным гидрокарбильной группой, имеющей от 1 примерно до 8 атомов углерода; и R3 представляет собой атом водорода или гидрокарбильную группу, и второй антиоксидант содержит один или несколько вторичных диариламинов, имеющих общую формулу (R4)a-Ar1-NH-AR2-(R5)b, где Ar1 и Ar2 являются независимыми и включают в себя один или несколько ароматических углеводородов, и R4 и R5 являются независимыми и включают в себя один или несколько атомов водорода или гидрокарбильных групп, и a и b представляют собой независимые и целые числа 0-3 при условии, что (a+b) не больше, чем 4.where n is an integer from 0 to 5 and the α-position on the styryl group is an optionally substituted hydrocarbyl group having from 1 to about 8 carbon atoms; and R 3 represents a hydrogen atom or a hydrocarbyl group, and the second antioxidant contains one or more secondary diarylamines having the general formula (R 4 ) a —Ar 1 —NH — AR 2 - (R 5 ) b , where Ar 1 and Ar 2 are independent and include one or more aromatic hydrocarbons, and R 4 and R 5 are independent and include one or more hydrogen atoms or hydrocarbyl groups, and a and b are independent and integers 0-3 provided that (a + b) no more than 4. 6. Способ по п.5, в котором отношение количества первого антиоксиданта к количеству второго антиоксиданта составляет от 1:99 до 99:1.6. The method according to claim 5, in which the ratio of the amount of the first antioxidant to the amount of the second antioxidant is from 1:99 to 99: 1. 7. Способ по п.5, дополнительно включающий один или несколько дисперсантов, детергентов, ингибиторов коррозии, пассиваторов металлов, агентов против износа, противовспенивающих добавок, модификаторов трения, уплотнительных агентов, деэмульсификаторов, агентов, улучшающих индекс вязкости, и подавителей точки росы.7. The method according to claim 5, further comprising one or more dispersants, detergents, corrosion inhibitors, metal passivators, anti-wear agents, anti-foaming agents, friction modifiers, sealing agents, demulsifiers, viscosity index improvers, and dew point suppressants. 8. Способ по п.5, в котором композиция содержит примерно 600 м.д. или менее фосфора. 8. The method according to claim 5, in which the composition contains approximately 600 ppm or less phosphorus.
RU2010103963/04A 2007-07-06 2008-06-25 COMPOSITIONS OF LUBRICANTS STABILIZED BY STYROLIZED PHENOL ANTioxIDANT RU2010103963A (en)

Applications Claiming Priority (2)

Application Number Priority Date Filing Date Title
US11/825,449 2007-07-06
US11/825,449 US20090011961A1 (en) 2007-07-06 2007-07-06 Lubricant compositions stabilized with styrenated phenolic antioxidant

Publications (1)

Publication Number Publication Date
RU2010103963A true RU2010103963A (en) 2011-08-20

Family

ID=39739831

Family Applications (2)

Application Number Title Priority Date Filing Date
RU2010103963/04A RU2010103963A (en) 2007-07-06 2008-06-25 COMPOSITIONS OF LUBRICANTS STABILIZED BY STYROLIZED PHENOL ANTioxIDANT
RU2010103965/04A RU2470067C2 (en) 2007-07-06 2008-07-07 Liquid composition of styrene-containing phenol compounds and methods for production thereof

Family Applications After (1)

Application Number Title Priority Date Filing Date
RU2010103965/04A RU2470067C2 (en) 2007-07-06 2008-07-07 Liquid composition of styrene-containing phenol compounds and methods for production thereof

Country Status (7)

Country Link
US (1) US20090011961A1 (en)
EP (2) EP2162518A1 (en)
JP (2) JP2010532414A (en)
KR (2) KR20100029119A (en)
CN (2) CN101688142A (en)
RU (2) RU2010103963A (en)
WO (2) WO2009009293A1 (en)

Families Citing this family (21)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US20090227035A1 (en) * 2005-05-24 2009-09-10 Taxaco Development Corporation Method and test kit for the determination of iron content of in-use lubricants
US20100197537A1 (en) * 2009-02-02 2010-08-05 R.T. Vanderbilt Company, Inc. Ashless lubricant composition
US9315760B2 (en) 2009-02-02 2016-04-19 Vanderbilt Chemicals, Llc Ashless lubricant composition
CN101805657B (en) * 2010-04-23 2012-11-07 路路达润滑油（无锡）有限公司 Motorcycle shock-absorber oil
JP5721983B2 (en) * 2010-09-14 2015-05-20 株式会社Adeka Antioxidant composition and lubricating oil composition containing the same
JP5546398B2 (en) * 2010-09-14 2014-07-09 株式会社Ａｄｅｋａ Antioxidant for lubricating oil and lubricating oil composition containing the same
JP5666222B2 (en) * 2010-09-14 2015-02-12 株式会社Adeka Lubricating oil additive composition and lubricating oil composition containing the same
US20120088704A1 (en) * 2010-10-08 2012-04-12 Material Engineering and Technical Support Services Corp., dba METSS Corporation Lubricant and functional fluid additive package, and lubricants and functional fluids containing same
US20170267942A1 (en) * 2010-10-08 2017-09-21 Materials Engineering And Technical Support Services Corp., Dba Metss Corporation Fluids for Extreme Pressure and Wear Applications
CN102757313A (en) * 2011-04-25 2012-10-31 遵义市倍缘化工有限责任公司 Asymmetric hindered phenol antioxidant and synthesis method thereof
CN102267876B (en) * 2011-06-20 2014-06-18 常州大学 Preparation method of styrenated hindered phenol or styrenated phenol antioxidant product
CN104145007A (en) * 2012-02-16 2014-11-12 路博润公司 Lubricant additive booster system
KR101638871B1 (en) * 2013-09-26 2016-07-12 금호석유화학 주식회사 Styrenated phenol adduct and manufacturing method thereof
JP6792557B2 (en) * 2015-01-05 2020-11-25 サウジ アラビアン オイル カンパニー Characterization of crude oil and its fractions by thermogravimetric analysis
WO2016129148A1 (en) 2015-02-09 2016-08-18 株式会社Moresco Lubricant composition, use thereof and aliphatic ether compound
US10767133B2 (en) * 2015-12-17 2020-09-08 The Lubrizol Corporation Protected mercaptophenols and thiophenols for lubricating compositions
CN109370732A (en) * 2018-11-23 2019-02-22 统石油化工有限公司 A kind of high peace and quiet type hydraulic fluid compositions
GB2579405B (en) * 2018-11-30 2022-09-14 Si Group Switzerland Chaa Gmbh Antioxidant compositions
CN109627146A (en) * 2018-12-07 2019-04-16 浙江皇马科技股份有限公司 A kind of preparation method of styrylphenol
EP4179050A4 (en) 2020-07-08 2024-08-21 Mat Engineering And Technical Support Services Corp Lubricating compositions comprising a non-silicone anti-foaming agent
CN112063437B (en) * 2020-08-24 2022-03-29 上海斯瑞文特种油品科技有限公司 Long-acting antirust oil capable of realizing rapid water replacement and preparation method thereof

Family Cites Families (30)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
DE1265756B (en) * 1963-08-13 1968-04-11 Koppers Co Inc Process for the selective o-alkylation of phenols
US3407147A (en) * 1963-10-14 1968-10-22 American Cyanamid Co Liquid styrenated phenolic antioxidant for rubber
US3463731A (en) * 1963-11-12 1969-08-26 Ethyl Corp Stabilization with phenolic type antioxidant
GB1080262A (en) * 1965-01-14 1967-08-23 Monsanto Chemicals Improvements in and relating to lubricating oils
GB1102032A (en) * 1965-04-27 1968-02-07 Monsanto Chemicals Antioxidant compositions
GB1111751A (en) * 1966-01-03 1968-05-01 Dorogomilovsky Khim Zd Im Frun Process for the arylalkylation of phenols
US3558490A (en) * 1968-05-31 1971-01-26 Chevron Res Styryl phosphorodithioate esters to be used as antioxidants in lubricating oil
US3839210A (en) * 1971-12-01 1974-10-01 Gaf Corp Antioxidant composition comprising a synergistic mixture of a phenol, amine and sulfone
JPS51142488A (en) * 1975-05-21 1976-12-08 Nippon Zeon Co Ltd Novel photocromic material
CA1093248A (en) * 1976-05-20 1981-01-06 Kenneth E. Russell Phenolic antioxidants with polymer tails
US4153562A (en) * 1977-12-23 1979-05-08 Exxon Research & Engineering Co. Antioxidants for low ash and medium ash lubricating oils
SU1587038A1 (en) * 1987-11-02 1990-08-23 Предприятие П/Я М-5593 Method of producing antioxidant for hydrocarbon oils
US5091099A (en) * 1988-06-09 1992-02-25 Ciba-Geigy Corporation Lubricating oil composition
JPH0211533A (en) * 1988-06-29 1990-01-16 Mitsubishi Petrochem Co Ltd Preparation of styrene-reacted phenol
DE3922518A1 (en) * 1989-07-08 1991-01-17 Bayer Ag METHOD FOR PRODUCING (ALPHA) METHYLBENZYL SUBSTITUTED PHENOLS
US7214648B2 (en) * 1997-08-27 2007-05-08 Ashland Licensing And Intellectual Property, Llc Lubricant and additive formulation
EP1006173A1 (en) * 1998-11-30 2000-06-07 Ethyl Petroleum Additives Limited Lubricant compositions exhibiting extended oxidation stability
US6242562B1 (en) * 1998-12-28 2001-06-05 Shin-Etsu Chemical Co., Ltd. Process for producing vinyl chloride polymer
US7229951B2 (en) * 2001-07-18 2007-06-12 Crompton Corporation Organo-imido molybdenum complexes as friction modifier additives for lubricant compositions
US6797677B2 (en) * 2002-05-30 2004-09-28 Afton Chemical Corporation Antioxidant combination for oxidation and deposit control in lubricants containing molybdenum and alkylated phenothiazine
US6599865B1 (en) * 2002-07-12 2003-07-29 Ethyl Corporation Effective antioxidant combination for oxidation and deposit control in crankcase lubricants
US7179311B2 (en) * 2003-01-31 2007-02-20 Chevron U.S.A. Inc. Stable olefinic, low sulfur diesel fuels
US7214649B2 (en) * 2003-12-31 2007-05-08 Afton Chemical Corporation Hydrocarbyl dispersants including pendant polar functional groups
CA2509735C (en) * 2004-06-11 2012-09-25 Infineum International Limited Detergent additives for lubricating oil compositions
US20060046941A1 (en) * 2004-08-26 2006-03-02 Laurent Chambard Lubricating oil compositions
US7799101B2 (en) * 2004-09-29 2010-09-21 Chemtura Corporation Stabilized lubricant compositions
US7732390B2 (en) * 2004-11-24 2010-06-08 Afton Chemical Corporation Phenolic dimers, the process of preparing same and the use thereof
US7704931B2 (en) * 2004-12-10 2010-04-27 Chemtura Corporation Lubricant compositions stabilized with multiple antioxidants
KR20100018486A (en) * 2007-05-24 2010-02-17 켐트라 코포레이션 Stabilization of polymers with styrenated-p-cresols
US7897552B2 (en) * 2007-11-30 2011-03-01 Afton Chemical Corporation Additives and lubricant formulations for improved antioxidant properties

Also Published As

Publication number Publication date
CN101688142A (en) 2010-03-31
RU2010103965A (en) 2011-08-20
WO2009009293A1 (en) 2009-01-15
EP2164933A2 (en) 2010-03-24
WO2009009481A2 (en) 2009-01-15
JP2010532763A (en) 2010-10-14
RU2470067C2 (en) 2012-12-20
US20090011961A1 (en) 2009-01-08
EP2162518A1 (en) 2010-03-17
KR20100029119A (en) 2010-03-15
JP2010532414A (en) 2010-10-07
CN101688143A (en) 2010-03-31
KR20100029120A (en) 2010-03-15
WO2009009481A3 (en) 2009-02-26

Similar Documents

Publication Publication Date Title
RU2010103963A (en) COMPOSITIONS OF LUBRICANTS STABILIZED BY STYROLIZED PHENOL ANTioxIDANT
JP4919813B2 (en) Highly efficient polyalkylene glycol lubricant for use in worm gears
CN103205301B (en) Gear oil composition and preparation method thereof
RU2009106723A (en) LUBRICANT COMPOSITION
RU2011125979A (en) ANTIOXIDANT COMPOSITIONS
WO2009025774A3 (en) Catalytic antioxidants
US9593292B2 (en) Engine lubricants containing a polyether
RU2010128648A (en) ADDITIVE COMPOSITIONS WITH MICHAEL ADDUCTS CONSISTING OF N-SUBSTITUTED Phenylenediamines
JP7444782B2 (en) Lubricating oil composition and method for producing the same
ATE506427T1 (en) LUBRICANT COMPOSITION FOR MARINE ENGINES
KR100575423B1 (en) Lubricating composition
JP5965139B2 (en) Lubricating oil composition
JP2015172165A (en) Lubricant composition for agricultural machinery
RU2011135812A (en) LUBRICANT COMPOSITION
US11220651B2 (en) Reciprocating-type compressor oil
JP2005330328A (en) Method of improving oil performance
RU2011113719A (en) ANTIOXIDANTS
JP2018048222A (en) Gas engine oil composition
US20020049144A1 (en) Use of surfactants with low molecular weight for improving the filterability in hydraulic lubricants
WO2004053031A3 (en) Alkoxylates as such or as base oils for hydraulic compositions
JP2017115040A (en) Lubricating oil composition for internal combustion engine
JP2023151484A (en) lubricating oil composition
JP6799980B2 (en) Gas engine oil composition
JP6558848B2 (en) Gas engine oil composition
JP6294817B2 (en) Engine oil composition

Legal Events

Date Code Title Description
FA92 Acknowledgement of application withdrawn (lack of supplementary materials submitted)

Effective date: 20130211