EP0380383A1 - Schmierölviskositätsadditiv, Verfahren zu seiner Herstellung und dieses enthaltende Schmiermittelzusammensetzungen - Google Patents

Schmierölviskositätsadditiv, Verfahren zu seiner Herstellung und dieses enthaltende Schmiermittelzusammensetzungen Download PDF

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Publication number
EP0380383A1
EP0380383A1 EP90400097A EP90400097A EP0380383A1 EP 0380383 A1 EP0380383 A1 EP 0380383A1 EP 90400097 A EP90400097 A EP 90400097A EP 90400097 A EP90400097 A EP 90400097A EP 0380383 A1 EP0380383 A1 EP 0380383A1
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EP
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Prior art keywords
weight
additive
oil
parts
ocp
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Legal status (The legal status 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 status listed.)
Granted
Application number
EP90400097A
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English (en)
French (fr)
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EP0380383B1 (de
Inventor
Philippe Gabillet
Claudie Willemin
Bernard Chauvel
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Great Lakes Chemical France SA
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Lubrizol Corp
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    • 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
    • C10M161/00—Lubricating compositions characterised by the additive being a mixture of a macromolecular compound and a non-macromolecular compound, each of these compounds being essential
    • 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
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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
    • C10M133/04—Amines, e.g. polyalkylene polyamines; Quaternary amines
    • C10M133/06—Amines, e.g. polyalkylene polyamines; Quaternary amines having amino groups bound to acyclic or cycloaliphatic carbon atoms
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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
    • C10M133/04—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
    • C10M135/00—Lubricating compositions characterised by the additive being an organic non-macromolecular compound containing sulfur, selenium or tellurium
    • C10M135/02—Sulfurised compounds
    • 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
    • C10M143/00—Lubricating compositions characterised by the additive being a macromolecular hydrocarbon or such hydrocarbon modified by oxidation
    • C10M143/04—Lubricating compositions characterised by the additive being a macromolecular hydrocarbon or such hydrocarbon modified by oxidation containing propene
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    • C10M—LUBRICATING COMPOSITIONS; USE OF CHEMICAL SUBSTANCES EITHER ALONE OR AS LUBRICATING INGREDIENTS IN A LUBRICATING COMPOSITION
    • C10M145/00—Lubricating compositions characterised by the additive being a macromolecular compound containing oxygen
    • C10M145/02—Macromolecular compounds obtained by reactions only involving carbon-to-carbon unsaturated bonds
    • C10M145/10—Macromolecular compounds obtained by reactions only involving carbon-to-carbon unsaturated bonds containing monomers having an unsaturated radical bound to a carboxyl radical, e.g. acrylate
    • C10M145/12—Macromolecular compounds obtained by reactions only involving carbon-to-carbon unsaturated bonds containing monomers having an unsaturated radical bound to a carboxyl radical, e.g. acrylate monocarboxylic
    • C10M145/14—Acrylate; Methacrylate
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    • C10M149/00—Lubricating compositions characterised by the additive being a macromolecular compound containing nitrogen
    • C10M149/02—Macromolecular compounds obtained by reactions only involving carbon-to-carbon unsaturated bonds
    • C10M149/10—Macromolecular compounds obtained by reactions only involving carbon-to-carbon unsaturated bonds containing monomers having an unsaturated radical bound to a nitrogen-containing hetero ring
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    • C10M157/00—Lubricating compositions characterised by the additive being a mixture of two or more macromolecular compounds covered by more than one of the main groups C10M143/00 - C10M155/00, each of these compounds being essential
    • C—CHEMISTRY; METALLURGY
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    • C10M157/04—Lubricating compositions characterised by the additive being a mixture of two or more macromolecular compounds covered by more than one of the main groups C10M143/00 - C10M155/00, each of these compounds being essential at least one of them being a nitrogen-containing compound
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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
    • C—CHEMISTRY; METALLURGY
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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
    • C10M2203/102—Aliphatic fractions
    • C—CHEMISTRY; METALLURGY
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    • C10M2205/00—Organic macromolecular hydrocarbon compounds or fractions, whether or not modified by oxidation as ingredients in lubricant compositions
    • C—CHEMISTRY; METALLURGY
    • C10—PETROLEUM, GAS OR COKE INDUSTRIES; TECHNICAL GASES CONTAINING CARBON MONOXIDE; FUELS; LUBRICANTS; PEAT
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    • 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
    • C10M2205/024—Propene
    • C—CHEMISTRY; METALLURGY
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    • 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
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    • C10M2207/00—Organic non-macromolecular hydrocarbon compounds containing hydrogen, carbon and oxygen as ingredients in lubricant compositions
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    • 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
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    • C10M2207/023—Hydroxy compounds having hydroxy groups bound to carbon atoms of six-membered aromatic rings
    • C10M2207/027—Neutral salts thereof
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    • C10M2209/084—Acrylate; Methacrylate
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    • C10M2215/064—Di- and triaryl amines
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    • C10M2215/064—Di- and triaryl amines
    • C10M2215/065—Phenyl-Naphthyl amines
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    • C10M2215/066—Arylene diamines
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    • C10M2215/068—Amines, e.g. polyalkylene polyamines; Quaternary amines having amino groups bound to carbon atoms of six-membered aromatic rings having amino groups bound to polycyclic aromatic ring systems, i.e. systems with three or more condensed rings
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    • C10M2219/088—Neutral salts
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    • C10M2219/089—Overbased salts
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    • 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
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    • C10N2070/00—Specific manufacturing methods for lubricant compositions
    • C10N2070/02—Concentrating of additives

Definitions

  • the subject of the present invention is a viscosity additive for lubricating oils, based on an alkyl polymethacrylate and an olefin copolymer, its preparation process as well as the lubricant compositions containing said additive.
  • PMA Polymethacrylates
  • OCP olefin copolymers
  • the LDCs make it possible to obtain rheological properties at low temperatures superior to those of the OCPs; they also have an action on the pour point of the lubricating bases. On the other hand, their thickening effect is less than that of OCP; therefore they should be used in higher concentrations when making lubricant formulas.
  • the Applicant has found a viscosity additive which is particularly economical and stable over time, although comprising both high proportions of PMA on the one hand and of OCP on the other hand.
  • the invention is an additive based on an olefin copolymer and an alkyl polymethacrylate in solution in dilution oil, characterized in that it contains: - from 6 to 15 parts by weight, preferably from 7.5 to 12.5 parts by weight, of at least one ethylene-propylene copolymer of molecular mass weight average which can range from approximately 155,000 to approximately 250,000, preferably of the order of 155,000 to 190,000 and having an ethylene / propylene weight ratio ranging from 60/40 to 54/46, and preferably from 58/42 to 54 / 46.
  • a variant of the additive which is the subject of the invention is characterized in that said additive also contains from 0 to 10% of its weight, preferably from 0.1 to 0.4% of its weight of a antioxidant.
  • the olefinic as well as methacrylic polymers constituting said additive have a polydispersity index as low as possible; an index below 3.5 is particularly favorable.
  • the polymethyl alkyl methacrylate present is generally a mixture consisting of 0 to 10% by weight of light polymethacrylates whose alkyl group is less than C4 and from 10 to 100% by weight of heavy polymethacrylates whose alkyl group ranges from C10 to C20, preferably from C10 to C18.
  • the monomers providing said additive with units having a sludge dispersing effect in the lubricating oil there may be mentioned the usual nitrogenous vinyl monomers, in particular N-vinylpyrrolidone , N-vinylimidazole, N-vinylpyridine ...
  • the dilution oil can be any commercial base oil such as a petroleum oil with a paraffinic tendency, a mineral oil, a synthetic oil of the alkylene polymer type, diacid esters, polyol esters, etc.
  • antioxidants that may be present, mention may be made of: dialkylamines in which the alkyl group is greater than C12, optionally sulfurized alkyldiphenylamines, optionally sulfurized alkylphenols.
  • the viscosity additive which is the subject of the invention can be prepared by mixing, in the proportions indicated above, a solution in dilution oil of an ethylene-propylene copolymer as defined above. above and of a solution in a similar or different dilution oil of optionally grafted polymethacrylate as defined above.
  • Said solutions of olefinic and methacrylic polymers can be commercial or non-commercial solutions.
  • Polymers with molecular weights greater than those claimed can be used; precision cutting is then carried out, thus making it possible to arrive at polymers of desired molecular mass.
  • an antioxidant is present in said additive, it is preferably premixed with the olefinic copolymer solution.
  • the present invention also relates to the lubricating compositions obtained by addition to lubricating oils, in particular engine oils and oils for gearboxes and bridges, from 0.1 to 10% by weight, preferably from 1 to 5% by weight relative to the lubricating oil of the additive described above.
  • compositions can also contain other usual additives such as dispersants, detergents, anti-corrosion, extreme pressure ...
  • This mixture is stirred for one hour at 100 ° C; after cooling, a still stable mixture is obtained after 300 days.
  • the stability is determined by visual observation; mixtures in which a strong opalescence, an oil-in-oil emulsion or a demixion are observed are considered unstable).
  • - thickening power amount of active material (ma), that is to say dry mixture of polymers necessary to obtain a kinematic viscosity of 13.8 mm2 / s at 100 ° C (measured according to ASTM D standard 445) in a 200 N oil (paraffinic oil whose kinematic viscosity at 40 ° C is 37.5-43.5 mm2 / s)
  • VIE viscosity index
  • Example 1 a mixture consisting of: - 87.5 g of the OCP solution described in Example 1 - 6.5 g of the "PMA" solution described in Example 1 - 6 g of 150 N oil
  • Example 1 a mixture consisting of: - 76.5 g of a solution at 9.8% by weight in a 150 N oil of an OCP having an ethylene / propylene weight ratio of 58/42, a molecular weight by weight of 177,400 and a polydispersity index of 2.3 - 0.2 g of phenolic antioxidant (GARBANOX 150 sold by the ciostowne d'Organo Syntician) - 4.3 g of the "PMA" solution described in Example 1 - 19.2 g of 150N oil
  • Example 1 a mixture consisting of: - 89.3 g of the OCP solution described in Example 3 - 0.2 g of the antioxidant from Example 3 - 6.5 g of the PMA solution described in Example 1 - 4.2 g of 150 N oil.
  • the concentration of active material (polymer) of the mixtures of the invention is of the same order or lower than those of commercial OCPs.
  • Example 1 According to the procedure of Example 1, a mixture consisting of: - 10 g of the OCP described in Example 1, taken in the pure state (and not in solution in a 150 N oil) - 12.9 g of the PMA solution described in Example 1 - 77.1 g of 150N oil.
  • Example 1 a mixture consisting of: - 75 g of the OCP solution described in Example 1 - 4.6 g of a solution at 54% by weight in a 150 N oil of an ungrafted alkyl copolymethacrylate having an average length of alkyl chains of 10 carbon atoms, a molecular weight by weight of 114,000 and a polydispersity index of 2.5 - 20.4 g of oil 150 N.
  • Example 1 a mixture consisting of: - 89.3 g of the OCP solution described in Example 3 - 0.2 g of the antioxidant described in Example 3 - 10.4 g of a 36% solution in 150 N oil of an alkyl copolymerhacrylate (average length of the alkyl chains: 10C) grafted with 1% of N-vinylimidazole, having a molecular weight by weight 114,000 and a polydispersity index of 2.5 - 0.3 g of oil 150 N.
  • an alkyl copolymerhacrylate average length of the alkyl chains: 10C
  • Example 1 a mixture consisting of: - 76.5 g of the OCP solution described in Example 3 - 0.2 g of the antioxidant described in Example 3 - 4.3 g of a 58% solution in 150 N oil of an alkyl copolymerhacrylate (average length of the alkyl chains: 10C) grafted with 3.5% by weight of N-vinylpyrrolidone, having a molecular weight by weight of 63,700 and a polydispersity index of 2.9.
  • an alkyl copolymerhacrylate average length of the alkyl chains: 10C
  • Example 1 a mixture consisting of: - 89.3 g of the OCP solution described in Example 4 - 0.2 g of the antioxidant described in Example 4 - 6.5 g of the PMA solution of Example 8.
  • Example 1 a mixture consisting of: - 12.5 g of the OCP described in Example 1, taken in the pure state - 4.3 g of the PMA solution of Example 1 - 83.2 g of 150 N oil
  • Example 1 a mixture consisting of: - 75 g of the OCP solution described in Example 1, - 12.9 g of the PMA solution of Example 3 - 12.1 g of 150 N oil
  • Example 1 a mixture consisting of: - 37.5 g of the OCP solution described in Example 1 - 8.6 g of the PMA solution of Example 1 - 53.9 g of 150 N oil
  • Example 1 a mixture consisting of: - 75 g of the OCP solution described in Example 3 - 0.2 of the antioxidant of Example 3 - 2.2 g of the PMA solution of Example 3 - 22.8 g of 150 N oil
  • a lubricating formulation of grade 15 W 40 is prepared by introducing into a beaker: - respectively: - 14.3 parts by weight of the mixture of Example 3 - 10 parts by weight of the mixture of Example 4 - 10.3 parts by weight of ECA 8685 - 5.9 parts by weight of VISCOPLEX 5164C. - 5 parts by weight of multifunctional package 0L0A 4261 D marketed by OROGIL - and the complement to 100 parts of a mixture of paraffinic base oils comprising 80% by weight of oil of grade 175 N and 20% of oil of grade 600 N.
  • the mixture is stirred for 1 hour at 80 ° C.

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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)
EP90400097A 1989-01-27 1990-01-15 Schmierölviskositätsadditiv, Verfahren zu seiner Herstellung und dieses enthaltende Schmiermittelzusammensetzungen Expired - Lifetime EP0380383B1 (de)

Applications Claiming Priority (2)

Application Number Priority Date Filing Date Title
FR8900992 1989-01-27
FR8900992A FR2642435B1 (fr) 1989-01-27 1989-01-27 Additif de viscosite pour huiles lubrifiantes, son procede de preparation et compositions lubrifiantes a base dudit additif

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EP0380383A1 true EP0380383A1 (de) 1990-08-01
EP0380383B1 EP0380383B1 (de) 1994-04-13

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EP (1) EP0380383B1 (de)
AT (1) ATE104332T1 (de)
CA (1) CA2008630C (de)
DE (1) DE69007995T2 (de)
DK (1) DK0380383T3 (de)
ES (1) ES2055349T3 (de)
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SG (1) SG157194G (de)

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EP0561335A1 (de) * 1992-03-10 1993-09-22 ALBRIGHT & WILSON AMERICAS INC. Viskositätsindexverbessererzusammensetzung für Schmieröl
WO1998021297A1 (en) * 1996-11-13 1998-05-22 Exxon Chemical Patents Inc. Lubricating oil formulations with improved low temperature performance
CN100363476C (zh) * 2005-05-31 2008-01-23 中国石油天然气股份有限公司 一种干式气柜密封油的改性剂

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US5821313A (en) 1995-06-19 1998-10-13 The Lubrizol Corporation Dispersant-viscosity improvers for lubricating oil compositions
US5969068A (en) * 1995-06-19 1999-10-19 The Lubrizol Corporation Dispersant-viscosity improvers for lubricating oil compositions
KR100517190B1 (ko) * 1997-08-22 2005-09-28 로막스 아디티페스 게엠베하 윤활유 조성물의 저온 유동도 유지방법, 윤활유 조성물용 농축물 및 윤활유 조성물
IT1298008B1 (it) * 1997-12-19 1999-12-20 Annovi E Reverberi S R L Lancia di lavaggio ad ugello rotante
US6124249A (en) 1998-12-22 2000-09-26 The Lubrizol Corporation Viscosity improvers for lubricating oil compositions
US6303548B2 (en) 1998-12-11 2001-10-16 Exxon Research And Engineering Company Partly synthetic multigrade crankcase lubricant
WO2002083825A1 (en) * 2001-04-11 2002-10-24 The Lubrizol Corporation Lubricants containing olefin copolymer and acrylate copolymer
US20030171223A1 (en) * 2002-01-31 2003-09-11 Winemiller Mark D. Lubricating oil compositions with improved friction properties
US20030236177A1 (en) * 2002-03-05 2003-12-25 Wu Margaret May-Som Novel lubricant blend composition
US8318993B2 (en) 2002-03-05 2012-11-27 Exxonmobil Research And Engineering Company Lubricant blend composition
US20040132629A1 (en) * 2002-03-18 2004-07-08 Vinci James N. Lubricants containing olefin copolymer and acrylate copolymer
DE102004021778A1 (de) * 2004-04-30 2005-12-08 Rohmax Additives Gmbh Verwendung von Polyalkyl(meth)acrylaten in Schmierölzusammensetzungen
US20070191242A1 (en) * 2004-09-17 2007-08-16 Sanjay Srinivasan Viscosity modifiers for lubricant compositions
US20070197410A1 (en) * 2006-02-21 2007-08-23 Rohmax Additives Gmbh Energy efficiency in hydraulic systems
EP2154230A1 (de) * 2008-08-08 2010-02-17 Afton Chemical Corporation Schmiermittelzusatzzusammensetzungen mit verbesserten Eigenschaften zur Steigerung des Viskositätsindex
JP6293115B2 (ja) * 2013-03-04 2018-03-14 出光興産株式会社 潤滑油組成物
EP2781587B1 (de) * 2013-03-21 2019-02-13 Infineum International Limited Schmierung für einen schiffsmotor
CN103555394B (zh) * 2013-08-03 2016-04-27 深圳昆油石化技术有限公司 一种重组型润滑油粘度指数改进剂

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EP0561335A1 (de) * 1992-03-10 1993-09-22 ALBRIGHT & WILSON AMERICAS INC. Viskositätsindexverbessererzusammensetzung für Schmieröl
WO1998021297A1 (en) * 1996-11-13 1998-05-22 Exxon Chemical Patents Inc. Lubricating oil formulations with improved low temperature performance
CN100363476C (zh) * 2005-05-31 2008-01-23 中国石油天然气股份有限公司 一种干式气柜密封油的改性剂

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FR2642435A1 (fr) 1990-08-03
DK0380383T3 (da) 1994-08-08
EP0380383B1 (de) 1994-04-13
CA2008630A1 (fr) 1990-07-27
FR2642435B1 (fr) 1994-02-11
US5108635A (en) 1992-04-28
CA2008630C (fr) 2001-01-09
DE69007995T2 (de) 1994-07-28
DE69007995D1 (de) 1994-05-19
ES2055349T3 (es) 1994-08-16
SG157194G (en) 1995-04-28
ATE104332T1 (de) 1994-04-15

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