EP0140274B2 - Additifs pour huile lubrifiante - Google Patents
Additifs pour huile lubrifiante Download PDFInfo
- Publication number
- EP0140274B2 EP0140274B2 EP84112445A EP84112445A EP0140274B2 EP 0140274 B2 EP0140274 B2 EP 0140274B2 EP 84112445 A EP84112445 A EP 84112445A EP 84112445 A EP84112445 A EP 84112445A EP 0140274 B2 EP0140274 B2 EP 0140274B2
- Authority
- EP
- European Patent Office
- Prior art keywords
- mol
- esters
- proportion
- component
- acrylic acid
- 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.)
- Expired - Lifetime
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
- 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 completely prevent them ("sticking").
- 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 only performs 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 even in concentrations between 0.05 and 1%. The following idea is decisive:
- 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 operation 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 the 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 a concentration 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 branching wheel 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 to heavy, high-molecular lubricating oils to be improved.
- FR-A 2 407 259 has set itself the task of the pour point of a so-called non-classic oil, namely a hydrocracked base oil with a particularly high V.I. (XHVI- ⁇ I with V.I. of at least 140 according to ASTM D-2270).
- non-classic oil namely a hydrocracked base oil with a particularly high V.I.
- Such oils are not special cases directly comparable to "classic" oils. thereby proving that polyalkyl methacrylates with an average carbon number of 12.4-13.7 in the range of the C9-C18 alkyl esters and at least 6 alkyl chains with a different C number in the range of the alkyl esters with 9-18 carbon atoms, which are especially for HVI oils were developed according to which FR-A did not produce any useful results with these non-classical oils.
- multifunctional additives for mineral oils are also said to improve the viscosity / temperature behavior at high and low temperatures. This requires, compared to pure pour point improvers, larger additional amounts in the range between 1-30% by weight.
- 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 is explained in more detail using the example of lubricating oils containing n-paraffin:
- base oils quality poorer mineral oils
- Lubricating oils in the sense of the present invention are understood to mean paraffin-based and naphthenic-based vacuum distillate oils.
- the additives according to the invention also contain VI-improving polyolefins / olefin copolymers (OCP), preferably of the type of the combination of polyalkyl (meth) acrylates (PAMA) and OCP (mixed polymers) as described in DE-PS 29 05 954 or US Pat. No. 4,290,925 is described.
- OCP VI-improving polyolefins / olefin copolymers
- the proportion of the olefin copolymers or the polymers according to the cited DE-PS 29 05 954 or US Pat. No. 4,290,925 in the additives can be 10-70% 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%.
- the polymer P 2 is composed only of components a ') and b').
- components b) and b ') are preferably acrylic or methacrylic acid esters of straight-chain, unbranched C 16 -C 24 alcohols, especially C 18 -C 22 alcohols.
- the tallow fatty alcohols and Alfole® (products from Condea) may be mentioned.
- the molecular weights Mw of the polymers P 1 are generally in the range from 50,000 to 500,000, and 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 free-radical polymerization processes.
- Component e) of the polymers P 1 is by definition understood to mean free-radically 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.
- 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 are an optionally alkylated hydrocarbon bridge with a total of 2 to 10 carbon atoms and R 2 and R 3 are each 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 R 4 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 the paraffin- or naphthene-based mineral oils known in the art for lubricating oil additives or the known ester oils or poly-a-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 feed, further initiator is fed.
- 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.
- One component is placed in a suitable container and heated to approx. 80-120 ° C with stirring.
- the admixing components are also heated to approx. 80-120 ° C and metered in as quickly as possible to the component while stirring.
- 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.
- Feed 1 is metered in uniformly within 210 minutes. 120 minutes after the end of the inlet, inlet 2 is started:
Landscapes
- Chemical & Material Sciences (AREA)
- Chemical Kinetics & Catalysis (AREA)
- General Chemical & Material Sciences (AREA)
- Oil, Petroleum & Natural Gas (AREA)
- Organic Chemistry (AREA)
- Lubricants (AREA)
Claims (1)
à chaque fois par rapport au polymère P1, et
à chaque fois par rapport au polymère P2,
et d'un deuxième composant polymère choisi dans le groupe des copolymères d'oléfines améliorant l'indice de viscosité sous réserve que les copolymères d'oléfine soient constitués d'éthylène, de propylène, de butylène ou d'isobutylène, sur quoi sont greffés des monomères du groupe des composants a), b), c), ou sous la forme d'une émulsion de polymères concentrée, qui contient, comme phase continue, des poly(méth)acrylates, un milieu support qui est un bon solvant pour les poly(méth)-acrylesters, et un moins bon solvant pour les copolymères d'oléfine à cause de sa teneur en esters d'acide poly(méth)acrylique,
et, comme stabilisateur pour la dispersion de phases, un polymère greffé ou un polymère séquencé fait de copolymères d'oléfines et d'esters d'acide (méth)-acrylique,
outre le solvant L choisi dans le groupe composé des huiles minérales paraffiniques ou naphténiques, des huiles esters ou des poly-a-oléf ines, avec la condition que la proportion des polyméres (P) et des copolymères d'oléfines (OCP) s'élève à 20-80% en poids, par rapport aux additifs.
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 EP0140274A2 (fr) | 1985-05-08 |
EP0140274A3 EP0140274A3 (en) | 1987-05-13 |
EP0140274B1 EP0140274B1 (fr) | 1990-12-05 |
EP0140274B2 true 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) |
Families Citing this family (41)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
DE3544061A1 (de) * | 1985-12-13 | 1987-06-19 | Roehm Gmbh | Hochscherstabile mehrbereichsschmieroele mit verbessertem viskositaetsindex |
DE3607444A1 (de) * | 1986-03-07 | 1987-09-10 | Roehm Gmbh | Additive fuer mineraloele mit stockpunktverbessernder wirkung |
DE3613992C2 (de) * | 1986-04-25 | 2000-05-04 | Roehm Gmbh | Additive für paraffinische Schmieröle |
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 |
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 |
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 |
DE3905681A1 (de) * | 1989-02-24 | 1990-08-30 | Basf Ag | Konzentrierte mischungen von pfropfcopolymerisaten aus estern von ungesaettigten saeuren und ethylen-vinylester-copolymerisaten |
DE3930142A1 (de) * | 1989-09-09 | 1991-03-21 | Roehm Gmbh | Dispergierwirksame viskositaets-index-verbesserer |
US5149452A (en) * | 1990-12-19 | 1992-09-22 | Exxon Research And Engineering Company | Wax isomerate having a reduced pour point |
FR2679444B1 (fr) * | 1991-07-25 | 1995-04-07 | Oreal | Utilisation comme agents epaississants des huiles, dans une composition cosmetique huileuse, d'une association de deux copolymeres. |
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 |
US5416162A (en) * | 1993-09-20 | 1995-05-16 | Rohm And Haas Company | Compatibilizer for a viscosity index improving polymer blend |
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 |
US6140431A (en) * | 1997-02-27 | 2000-10-31 | Rohm And Haas Company | Process for preparing continuously variable-composition copolymers |
US5807815A (en) * | 1997-07-03 | 1998-09-15 | Exxon Research And Engineering Company | Automatic transmission fluid having low Brookfield viscosity and high shear stability |
DE69827653T2 (de) | 1997-08-22 | 2006-04-27 | Rohmax Additives Gmbh | Additivmischungen mit hohem und niedrigem molekulargewicht zur verbesserung der fliessfähigkeit von schmierölen bei tiefen temperaturen |
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 |
WO2008152984A1 (fr) * | 2007-06-08 | 2008-12-18 | Toho Chemical Industry Co., Ltd. | Agent abaissant le point d'écoulement pour lubrifiant |
WO2011084997A1 (fr) * | 2010-01-05 | 2011-07-14 | Novomer Inc. | Additifs à base d'hydrocarbures |
JP5748841B2 (ja) * | 2010-04-26 | 2015-07-15 | エボニック オイル アディティヴス ゲゼルシャフト ミット ベシュレンクテル ハフツングEvonik Oil Additives GmbH | 粘度指数向上剤として有用なポリマー |
CA2816375A1 (fr) | 2010-10-29 | 2012-05-03 | Evonik Oil Additives Gmbh | Moteur diesel ayant des proprietes ameliorees |
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 |
MY176066A (en) * | 2014-01-21 | 2020-07-24 | Evonik Operations Gmbh | Pour point depressants for improving the low-temperature viscosity of aged lubricating oil |
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 |
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 |
JP6438069B2 (ja) * | 2016-04-26 | 2018-12-12 | 三洋化成工業株式会社 | 潤滑油組成物 |
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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 |
US2655479A (en) * | 1949-01-03 | 1953-10-13 | Standard Oil Dev Co | Polyester pour depressants |
US3251775A (en) * | 1962-05-24 | 1966-05-17 | Rohm & Haas | Lubricating oil compositions |
US3386998A (en) * | 1964-05-19 | 1968-06-04 | Rohm & Haas | Nu-alkenoyloxy-2-morpholinones and their corresponding hydrolysis products |
US3513096A (en) * | 1968-12-03 | 1970-05-19 | Exxon Research Engineering Co | Oil concentrate containing a compatible mixture of polyisobutylene and ethylene-alpha olefin copolymer |
US3772196A (en) * | 1971-12-03 | 1973-11-13 | Shell Oil Co | Lubricating compositions |
PH10685A (en) * | 1972-12-29 | 1977-08-10 | Texaco Development Corp | Oil compositions having improved viscosity index and pour paint properties |
US4146492A (en) * | 1976-04-02 | 1979-03-27 | Texaco Inc. | Lubricant compositions which exhibit low degree of haze and methods of preparing same |
US4071407A (en) * | 1976-11-16 | 1978-01-31 | The Board Of Trustees Of The University Of Alabama | Novel maltase enzyme produced by a new yeast strain |
DE2657570C3 (de) * | 1976-12-18 | 1980-11-20 | Bayer Ag, 5090 Leverkusen | Elektrochemische Zelle zum Nachweis von Schwefelwasserstoff in einem Gasgemisch |
GB1559952A (en) * | 1977-10-26 | 1980-01-30 | Shell Int Research | Lubricating oil compositions |
DE2835192C2 (de) * | 1978-08-11 | 1986-12-11 | Röhm GmbH, 6100 Darmstadt | Schmieröladditive |
DE2905954C2 (de) * | 1979-02-16 | 1982-10-28 | Röhm GmbH, 6100 Darmstadt | Konzentrierte Polymerisatemulsionen als Viskositätsindexverbesserer für Mineralöle |
DE3544061A1 (de) * | 1985-12-13 | 1987-06-19 | Roehm Gmbh | Hochscherstabile mehrbereichsschmieroele mit verbessertem viskositaetsindex |
-
1983
- 1983-10-28 DE DE19833339103 patent/DE3339103A1/de not_active Ceased
-
1984
- 1984-10-16 EP EP84112445A patent/EP0140274B2/fr not_active Expired - Lifetime
- 1984-10-16 DE DE8484112445T patent/DE3483714D1/de not_active Expired - Lifetime
- 1984-10-24 JP JP59222331A patent/JPH0631382B2/ja not_active Expired - Fee Related
-
1988
- 1988-12-27 US US07/291,387 patent/US4968444A/en not_active Expired - Lifetime
Also Published As
Publication number | Publication date |
---|---|
JPS60110790A (ja) | 1985-06-17 |
JPH0631382B2 (ja) | 1994-04-27 |
EP0140274A2 (fr) | 1985-05-08 |
DE3339103A1 (de) | 1985-05-09 |
EP0140274A3 (en) | 1987-05-13 |
DE3483714D1 (de) | 1991-01-17 |
US4968444A (en) | 1990-11-06 |
EP0140274B1 (fr) | 1990-12-05 |
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