EP0140274A2 - Additifs pour huile lubrifiante - Google Patents

Additifs pour huile lubrifiante Download PDF

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Publication number
EP0140274A2
EP0140274A2 EP84112445A EP84112445A EP0140274A2 EP 0140274 A2 EP0140274 A2 EP 0140274A2 EP 84112445 A EP84112445 A EP 84112445A EP 84112445 A EP84112445 A EP 84112445A EP 0140274 A2 EP0140274 A2 EP 0140274A2
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EP
European Patent Office
Prior art keywords
mol
acrylic acid
meth
proportion
alcohols
Prior art date
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
EP84112445A
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German (de)
English (en)
Other versions
EP0140274A3 (en
EP0140274B2 (fr
EP0140274B1 (fr
Inventor
Horst Dr. Dipl.-Chem. Pennewiss
Heinz Jost
Helmut Knöll
Ulrich Dr. Dipl.-Phys. Schödel
Current Assignee (The listed assignees may be inaccurate. Google has not performed a legal analysis and makes no representation or warranty as to the accuracy of the list.)
Roehm GmbH Darmstadt
Original Assignee
Roehm GmbH Darmstadt
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Publication of EP0140274A3 publication Critical patent/EP0140274A3/de
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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
    • 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
    • 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
    • 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
    • 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
    • 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
    • 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
    • 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
    • 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
    • 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
    • C10M2205/06—Organic macromolecular hydrocarbon compounds or fractions, whether or not modified by oxidation as ingredients in lubricant compositions containing conjugated dienes
    • 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
    • C10M2209/00—Organic macromolecular compounds containing oxygen as ingredients in lubricant compositions
    • C10M2209/02—Macromolecular compounds obtained by reactions only involving carbon-to-carbon unsaturated bonds
    • C10M2209/08—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 type
    • C10M2209/084—Acrylate; Methacrylate
    • 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
    • C10M2217/00—Organic macromolecular compounds containing nitrogen as ingredients in lubricant compositions
    • C10M2217/02—Macromolecular compounds obtained from nitrogen containing monomers by reactions only involving carbon-to-carbon unsaturated bonds
    • 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
    • C10M2217/00—Organic macromolecular compounds containing nitrogen as ingredients in lubricant compositions
    • C10M2217/02—Macromolecular compounds obtained from nitrogen containing monomers by reactions only involving carbon-to-carbon unsaturated bonds
    • C10M2217/022—Macromolecular compounds obtained from nitrogen containing monomers by reactions only involving carbon-to-carbon unsaturated bonds containing monomers having an unsaturated radical bound to an amino group
    • C10M2217/023—Macromolecular compounds obtained from nitrogen containing monomers by reactions only involving carbon-to-carbon unsaturated bonds containing monomers having an unsaturated radical bound to an amino group the amino group containing an ester bond
    • 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
    • C10M2217/00—Organic macromolecular compounds containing nitrogen as ingredients in lubricant compositions
    • C10M2217/02—Macromolecular compounds obtained from nitrogen containing monomers by reactions only involving carbon-to-carbon unsaturated bonds
    • C10M2217/024—Macromolecular compounds obtained from nitrogen containing monomers by reactions only involving carbon-to-carbon unsaturated bonds containing monomers having an unsaturated radical bound to an amido or imido group
    • 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
    • C10M2217/00—Organic macromolecular compounds containing nitrogen as ingredients in lubricant compositions
    • C10M2217/02—Macromolecular compounds obtained from nitrogen containing monomers by reactions only involving carbon-to-carbon unsaturated bonds
    • C10M2217/028—Macromolecular compounds obtained from nitrogen containing monomers by reactions only involving carbon-to-carbon unsaturated bonds containing monomers having an unsaturated radical bound to a nitrogen-containing hetero 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
    • C10M2217/00—Organic macromolecular compounds containing nitrogen as ingredients in lubricant compositions
    • C10M2217/06—Macromolecular compounds obtained by functionalisation op polymers with a nitrogen containing compound

Definitions

  • the invention relates to multifunctional lubricating oil additives based on polyalkyl acrylates and polyalkyl methacrylates as well as systems formed from olefin copolymers (OCP) or hydrogenated styrene-diene copolymers (HSD) and PAMA.
  • OCP olefin copolymers
  • HSD hydrogenated styrene-diene copolymers
  • Lubricating oils generally contain n-paraffin hydrocarbons, which on the one hand have a positive effect on the setting of a good viscosity / temperature behavior, but on the other hand fail in crystalline form on cooling and thereby impair the flow of the oils or prevent them completely (“stagnation").
  • An improvement in the low-temperature flow properties can be achieved by dewaxing. Since the costs increase considerably if one wants to lower the "pour point" beyond certain values, one generally performs only a partial dewaxing of the oils up to a pour point in the range of -15 ° C. and makes use of the further reduction Pour point (down to about -40 ° C) so-called pour point depressants, which effectively reduce the pour point already in concentrations between 0.05 and 1%.
  • Paraffin-like compounds are built into the growing paraffin crystal surfaces and thus prevent the crystals from growing further and the formation of extensive crystal groups.
  • pour point improvers For the mode of action of such pour point improvers, it applies that they have certain structural elements, namely sufficiently long alkyl groups to be incorporated into the growing paraffin crystals from the nucleation and side chains or side groups at greater intervals to disrupt crystal growth. (See Ullmanns, Encyklopedia of technical chemistry, 4th edition, volume 20, Verlag Chemie, 1981, p. 548).
  • Technically applicable pour point depressants on the other hand, must be required to have good thermal, oxidative and chemical stability, shear strength and the like. have.
  • the currently preferred pour point depressants are polymethacrylates, which lower the pour point of lubricating oils sufficiently in concentrations of 0.1-0.5% (cf. US Pat. No. 2,091,627, US Pat. No. 2,100,993, US Pat. PS 2 114 233).
  • the carbon number of the alkyl radicals is between 12 and 18, the degree of branching between 10 and 30 mol%.
  • Polymethacrylates in the M range between approx. 5,000 and 500,000 are available, which allow the flow behavior of light, low molecular weight to heavy, high molecular weight lubricating oils to be improved.
  • multifunctional additives for mineral oils are also said to improve the viscosity / temperature behavior at high and low temperatures.
  • larger amounts in the range between 1 - 30% by weight are necessary.
  • multifunctional viscosity index improvers can also have dispersing / detergent properties (cf. Ullmanns Encyklopadie der Technische Chemie, 4th edition, volume 20, loc.cit., Pp. 457-671) .
  • These multifunctional VI improvers are mostly based on polymethacrylic acid esters (PAMA) and combinations (mixed polymers) of PAMA with olefin copolymers (OCP) or hydrogenated styrene-diene copolymers (HSD) and less on the basis of OCP or HSD alone.
  • PAMA polymethacrylic acid esters
  • OCP olefin copolymers
  • HSD hydrogenated styrene-diene copolymers
  • the object on which the present invention is based relates to improving the viscosity / temperature behavior of mineral oils containing n-paraffin in the broadest sense, especially at low temperatures, caused by the tendency of the n-paraffins to crystallize.
  • This task in one of its particularly acute forms should be explained in more detail using the example of lubricating oils containing n-paraffin: Exhaustion of existing oil deposits has, as is well known, led to less productive or low-quality oil deposits being exploited. One is therefore increasingly finding an offer of poorer quality mineral oils (base oils). For example, the fact that these oils are less and less dewaxed can have a critical impact and are technologically more difficult to handle; (so-called "critical base oils”).
  • Lubricating oils for the purposes of the present invention are paraffin-based and naphthenic-based vacuum distillate oils.
  • inventive additives in addition to the solvents still VI improving polyolefins / olefin copolymers (OCP) and / or hydrogenated styrene-diene polymers (HSD) may contain, preferably from T y of the combination p of polyalkyl (meth) acrylates (PAMA ) and OCP (mixed polymers) as described in DE-PS 29 05 954 and US-PS 4 290 925.
  • PAMA polyalkyl
  • OCP mixed polymers
  • the proportion of the additives in the olefin copolymers and the hydrogenated styrene-diene polymers or the polymers according to the cited DE-PS 29 05 954 or US Pat. No. 4,290,925 can be 0 to 70% by weight.
  • the proportion of the polymers (P) in the additives according to the invention is 10-80% by weight, the total content of polymers is 20-80% by weight.
  • the proportion of component a) in the polymer P 1 is preferably 50-100 mol%, especially 100 mol%.
  • the proportion of component b ') in the polymer P 2 is preferably 20-40 mol%.
  • components b) and b ') are preferably acrylic or methacrylic acid esters of straight-chain, unbranched C16-C24 alcohols, especially C 18 -C 22 alcohols.
  • the tallow fatty alcohols and Alfole® (products from Condea) may be mentioned.
  • Components a), b), c) and a '), b'), c ') can in turn be grafted onto polyolefins or olefin copolymers of the type indicated above (OCP).
  • the molecular weights M w of the polymers P are generally in the range from 50,000 to 500,000, those of the polymers P 2 in the range from 50,000 to 500,000.
  • the polymers P 1 and P 2 can be prepared by the customary radical polymerization processes.
  • Component e) of the polymers P is by definition understood to mean radical-polymerizable monomers with functional groups in the molecule, in particular those whose positive effect on oil additives in the sense of dispersing or detergent activity is known.
  • compounds of the general formula I may be mentioned wherein R 1 is hydrogen or methyl and Bs is an (inert) heterocyclic 5- or 6-membered ring or a radical means, where Z is oxygen or a radical -NR 4 and Q for an optionally alkylated hydrocarbon bridge with a total of 2 to 10 carbon atoms and R 2 and R 3 each for an alkyl radical with 1 to 6 carbon atoms or together including nitrogen and optionally others Heteroatoms can form a heterocyclic 5- or 6-membered ring and in which R4 represents hydrogen or an alkyl radical having 1 to 6 carbon atoms.
  • Examples include C- and N-vinylpyridine, vinylpyrrolidone, vinylcarbazole, vinylimidazole and their alkyl derivatives, in particular the N-vinyl compounds, also the dialkylaminoalkyl esters of (meth) acrylic acid, especially dimethylaminoethyl acrylate and methacrylate, dimethylaminopropylacrylate, methacrylate and the corresponding amide (methacrylate) - or -methacrylamides) such as dimethylaminopropyl (meth) acrylamide.
  • the above definitions (formula I) also apply to e ') in the polymer P 2 *
  • the solvents (L) used in the additives according to the invention are those known for lubricating oil additives, in particular paraffin- or naphthenic-based mineral oils or the known ester oils or poly- ⁇ -olefins. (See Ullmanns Encyklopadie der techn. Chemie, Volume 20, loc.cit., Pp. 483-529).
  • the preparation of the polymers follows the polymerization processes of the prior art.
  • a mixture of mineral oil and a monomer mixture of a), b), c), d) and e) is placed in a reaction vessel which is suitably equipped with a stirrer, thermometer, reflux condenser and metering line.
  • the mixture is heated to about 90-100 ° C. under a CO 2 atmosphere and with stirring. After this temperature has been reached and initiator (preferably per compounds such as peresters, peroxides or azo compounds) has been added, a mixture of the monomers a), b), c), d) and e) and further initiator are metered in; approx. 2 hours after the end of the inflow there will be more
  • initiator preferably per compounds such as peresters, peroxides or azo compounds
  • the total amount of initiator is generally 1-3% by weight, based on the total amount of monomers.
  • the total polymerization time is generally 8-9 hours.
  • a viscous solution with a polymer content of generally 40-70% by weight is obtained.
  • the additive according to the invention possibly together with other additives, such as DI package and OCP-VI improver, is dissolved in the base oil at 50-60 ° C. with stirring.
  • the additives according to the invention can be added to the lubricating oils in a manner known per se.
  • Oil formulations containing the additives according to the invention in addition to the required viscosity data at 100 ° C., show very favorable values for pour point and stable pour point as well as excellent viscosity data at -15 ° C. to 40 ° C.
  • inlet 2 is started:
  • the experiment is held at 130 ° C. for a further 5 hours. A cloudy, viscous solution is obtained.

Landscapes

  • Chemical & Material Sciences (AREA)
  • Chemical Kinetics & Catalysis (AREA)
  • General Chemical & Material Sciences (AREA)
  • Oil, Petroleum & Natural Gas (AREA)
  • Organic Chemistry (AREA)
  • Lubricants (AREA)
EP84112445A 1983-10-28 1984-10-16 Additifs pour huile lubrifiante Expired - Lifetime EP0140274B2 (fr)

Applications Claiming Priority (2)

Application Number Priority Date Filing Date Title
DE19833339103 DE3339103A1 (de) 1983-10-28 1983-10-28 Additive fuer schmieroele
DE3339103 1983-10-28

Publications (4)

Publication Number Publication Date
EP0140274A2 true EP0140274A2 (fr) 1985-05-08
EP0140274A3 EP0140274A3 (en) 1987-05-13
EP0140274B1 EP0140274B1 (fr) 1990-12-05
EP0140274B2 EP0140274B2 (fr) 1994-06-22

Family

ID=6212932

Family Applications (1)

Application Number Title Priority Date Filing Date
EP84112445A Expired - Lifetime EP0140274B2 (fr) 1983-10-28 1984-10-16 Additifs pour huile lubrifiante

Country Status (4)

Country Link
US (1) US4968444A (fr)
EP (1) EP0140274B2 (fr)
JP (1) JPH0631382B2 (fr)
DE (2) DE3339103A1 (fr)

Cited By (13)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
EP0225598A2 (fr) * 1985-12-13 1987-06-16 Röhm Gmbh Huile lubrifiante multifonctionnelle stable au cisaillement ayant un indice de viscosité
EP0236844A2 (fr) * 1986-03-07 1987-09-16 Röhm Gmbh Additifs pour huiles minérales ayant des caractéristiques modifiant le point d'écoulement
DE3613992A1 (de) * 1986-04-25 1987-10-29 Roehm Gmbh Additive fuer paraffinische schmieroele
EP0384367A2 (fr) * 1989-02-24 1990-08-29 BASF Aktiengesellschaft Mélanges concentrés de copolymères greffés d'ester insaturé et de copolymère éthylène-vinylester
EP0418610A1 (fr) * 1989-09-09 1991-03-27 Röhm Gmbh Produit améliorant l'indice de viscosité, à action dispersante
EP0491536A1 (fr) * 1990-12-19 1992-06-24 Exxon Research And Engineering Company Isomère de cire ayant un point d'écoulement réduit
FR2679444A1 (fr) * 1991-07-25 1993-01-29 Oreal Utilisation comme agents epaississants des huiles, dans une composition cosmetique huileuse, d'une association de deux copolymeres.
JPH078990B2 (ja) * 1987-08-19 1995-02-01 ペンゾイル・プロダクツ・カンパニー メタクリレート系流動点降下剤類及び組成物
EP0644252A2 (fr) * 1993-09-20 1995-03-22 Rohm And Haas Company Agent de compatibilité pour un mélange de polymère améliorant l'indice de viscosité
EP0889114A1 (fr) * 1997-07-03 1999-01-07 Exxon Research And Engineering Company Fluides de boites de vitesse automatique avec une faible viscosité Brookfield et une importante restistance au cisaillement
US6140431A (en) * 1997-02-27 2000-10-31 Rohm And Haas Company Process for preparing continuously variable-composition copolymers
US6458749B2 (en) 1997-08-22 2002-10-01 Rohmax Additives Gmbh Method for improving low-temperature fluidity of lubricating oils using high-and-low-molecular weight polymer
WO2011134694A1 (fr) * 2010-04-26 2011-11-03 Evonik Rohmax Additives Gmbh Polymère utile comme agent améliorant l'indice de viscosité

Families Citing this family (28)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US4844829A (en) * 1987-08-19 1989-07-04 Pennzoil Products Company Methacrylate pour point depressants and compositions
US4956111A (en) * 1987-08-19 1990-09-11 Pennzoil Products Company Methacrylate pour point depressants and compositions
US5349019A (en) * 1988-12-24 1994-09-20 Hoechst New copolymers, mixtures thereof with poly(meth)acrylate esters and the use thereof for improving the cold fluidity of crude oils
US5229021A (en) * 1991-12-09 1993-07-20 Exxon Research & Engineering Company Wax isomerate having a reduced pour point
US5534175A (en) * 1992-12-28 1996-07-09 The Lubrizol Corporation Copolymers of unsaturated fatty esters, their use as viscosity improver and lubricating oil containing said copolymers
HUT69298A (en) 1993-07-23 1995-09-28 Rohm & Haas Method of making a copolymer useful as viscosity index improving additive for hydraulic fluids
JP2748104B2 (ja) * 1994-03-08 1998-05-06 三洋化成工業株式会社 粘度指数向上剤及び潤滑油
US6228819B1 (en) 1994-04-14 2001-05-08 Rohm And Haas Company Process for making a viscosity index improving copolymer
IT1270673B (it) * 1994-10-19 1997-05-07 Euron Spa Additivo multifunzionale per olii lubrificanti compatibili con fluoroelastomeri
US5520832A (en) * 1994-10-28 1996-05-28 Exxon Research And Engineering Company Tractor hydraulic fluid with wide temperature range (Law180)
US5969068A (en) 1995-06-19 1999-10-19 The Lubrizol Corporation Dispersant-viscosity improvers for lubricating oil compositions
US5821313A (en) 1995-06-19 1998-10-13 The Lubrizol Corporation Dispersant-viscosity improvers for lubricating oil compositions
US6124249A (en) 1998-12-22 2000-09-26 The Lubrizol Corporation Viscosity improvers for lubricating oil compositions
US6255261B1 (en) * 1999-09-22 2001-07-03 Ethyl Corporation (Meth) acrylate copolymer pour point depressants
US6323164B1 (en) 2000-11-01 2001-11-27 Ethyl Corporation Dispersant (meth) acrylate copolymers having excellent low temperature properties
US20040077509A1 (en) * 2002-08-02 2004-04-22 Tsuyoshi Yuki Viscosity index improver and lube oil containing the same
US7378379B2 (en) * 2003-06-10 2008-05-27 The Lubrizol Corporation Functionalized polymer composition for grease
US20060252660A1 (en) * 2005-05-09 2006-11-09 Akhilesh Duggal Hydrolytically stable viscosity index improves
US8163683B2 (en) 2007-06-08 2012-04-24 Toho Chemical Industry Co., Ltd. Pour point depressant for lubricant
WO2011084997A1 (fr) * 2010-01-05 2011-07-14 Novomer Inc. Additifs à base d'hydrocarbures
BR112013010017A2 (pt) 2010-10-29 2016-08-02 Evonik Oil Additives Gmbh motor a diesel tendo propriedades aprimoradas
WO2012076285A1 (fr) 2010-12-10 2012-06-14 Evonik Rohmax Additives Gmbh Composition lubrifiante
WO2013062924A2 (fr) * 2011-10-27 2013-05-02 The Lubrizol Corporation Composition lubrifiante contenant un polymère estérifié
US20130340325A1 (en) * 2012-06-22 2013-12-26 Baker Hughes Incorporated Charged Block Co-polymers as Pour Point Depressants
AU2015208322B2 (en) * 2014-01-21 2018-06-14 Evonik Operations Gmbh Pour point depressants for improving the low-temperature viscosity of aged lubricating oil
CN105585657B (zh) * 2014-10-24 2018-03-20 中国石油化工股份有限公司 一种润滑油降凝剂及其制备方法
CN105524209B (zh) * 2014-10-24 2017-09-29 中国石油化工股份有限公司 丙烯酸酯系共聚物及其应用和润滑油降凝剂及其制备方法
JP6438069B2 (ja) * 2016-04-26 2018-12-12 三洋化成工業株式会社 潤滑油組成物

Citations (2)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US2655479A (en) * 1949-01-03 1953-10-13 Standard Oil Dev Co Polyester pour depressants
FR2407259A1 (fr) * 1977-10-26 1979-05-25 Shell Int Research Compositions d'huiles lubrifiantes comprenant certains polyalcoylacrylates ou methacrylates

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US2114233A (en) * 1933-05-22 1938-04-12 Rohm & Haas Polymeric materials
US2091627A (en) * 1934-06-08 1937-08-31 Rohm & Haas Composition of matter and process
US2100993A (en) * 1934-12-14 1937-11-30 Rohm & Haas Process for preparing esters and products
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Cited By (26)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US4822508A (en) * 1985-12-13 1989-04-18 Rohm Gmbh Shear stable multirange oils having an improved viscosity index
EP0225598A2 (fr) * 1985-12-13 1987-06-16 Röhm Gmbh Huile lubrifiante multifonctionnelle stable au cisaillement ayant un indice de viscosité
EP0225598A3 (en) * 1985-12-13 1988-10-12 Rohm Gmbh High shear-stable multifunctional lubricating oil with an improved viscosity index
EP0236844A2 (fr) * 1986-03-07 1987-09-16 Röhm Gmbh Additifs pour huiles minérales ayant des caractéristiques modifiant le point d'écoulement
US4867894A (en) * 1986-03-07 1989-09-19 Rohm Gmbh Pour point improving additives for mineral oils
EP0236844A3 (fr) * 1986-03-07 1988-03-30 Röhm Gmbh Additifs pour huiles minérales ayant des caractéristiques modifiant le point d'écoulement
FR2601029A1 (fr) * 1986-04-25 1988-01-08 Roehm Gmbh Additifs pour huiles lubrifiantes paraffiniques
US5043087A (en) * 1986-04-25 1991-08-27 Rohn Gmbh Addives for paraffinic lubricants
DE3613992A1 (de) * 1986-04-25 1987-10-29 Roehm Gmbh Additive fuer paraffinische schmieroele
DE3613992C2 (de) * 1986-04-25 2000-05-04 Roehm Gmbh Additive für paraffinische Schmieröle
JPH078990B2 (ja) * 1987-08-19 1995-02-01 ペンゾイル・プロダクツ・カンパニー メタクリレート系流動点降下剤類及び組成物
EP0384367A2 (fr) * 1989-02-24 1990-08-29 BASF Aktiengesellschaft Mélanges concentrés de copolymères greffés d'ester insaturé et de copolymère éthylène-vinylester
EP0384367A3 (fr) * 1989-02-24 1990-10-17 BASF Aktiengesellschaft Mélanges concentrés de copolymères greffés d'ester insaturé et de copolymère éthylène-vinylester
EP0418610A1 (fr) * 1989-09-09 1991-03-27 Röhm Gmbh Produit améliorant l'indice de viscosité, à action dispersante
EP0491536A1 (fr) * 1990-12-19 1992-06-24 Exxon Research And Engineering Company Isomère de cire ayant un point d'écoulement réduit
US5149452A (en) * 1990-12-19 1992-09-22 Exxon Research And Engineering Company Wax isomerate having a reduced pour point
WO1993001797A1 (fr) * 1991-07-25 1993-02-04 L'oreal Composition cosmetique huileuse contenant comme agent epaississant une association de deux copolymeres et contenant facultativement un correcteur de rheologie amphiphile
FR2679444A1 (fr) * 1991-07-25 1993-01-29 Oreal Utilisation comme agents epaississants des huiles, dans une composition cosmetique huileuse, d'une association de deux copolymeres.
US5519063A (en) * 1991-07-25 1996-05-21 L'oreal Oily cosmetic composition containing, as a thickener, an association of two copolymers and optionally containing an amphiphilic rheology corrector
EP0644252A2 (fr) * 1993-09-20 1995-03-22 Rohm And Haas Company Agent de compatibilité pour un mélange de polymère améliorant l'indice de viscosité
EP0644252A3 (fr) * 1993-09-20 1995-06-28 Rohm & Haas Agent de compatibilité pour un mélange de polymère améliorant l'indice de viscosité.
US6140431A (en) * 1997-02-27 2000-10-31 Rohm And Haas Company Process for preparing continuously variable-composition copolymers
EP0889114A1 (fr) * 1997-07-03 1999-01-07 Exxon Research And Engineering Company Fluides de boites de vitesse automatique avec une faible viscosité Brookfield et une importante restistance au cisaillement
US6458749B2 (en) 1997-08-22 2002-10-01 Rohmax Additives Gmbh Method for improving low-temperature fluidity of lubricating oils using high-and-low-molecular weight polymer
WO2011134694A1 (fr) * 2010-04-26 2011-11-03 Evonik Rohmax Additives Gmbh Polymère utile comme agent améliorant l'indice de viscosité
US9481849B2 (en) 2010-04-26 2016-11-01 Evonik Oil Additives Gmbh Polymer useful as viscosity index improver

Also Published As

Publication number Publication date
EP0140274A3 (en) 1987-05-13
DE3339103A1 (de) 1985-05-09
JPH0631382B2 (ja) 1994-04-27
EP0140274B2 (fr) 1994-06-22
EP0140274B1 (fr) 1990-12-05
DE3483714D1 (de) 1991-01-17
JPS60110790A (ja) 1985-06-17
US4968444A (en) 1990-11-06

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