EP0877074A2 - Huile lubrifiante à base d'esters et utilisation d'inhibiteurs contre la dissolution de metaux dans la meme - Google Patents

Huile lubrifiante à base d'esters et utilisation d'inhibiteurs contre la dissolution de metaux dans la meme Download PDF

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Publication number
EP0877074A2
EP0877074A2 EP98890117A EP98890117A EP0877074A2 EP 0877074 A2 EP0877074 A2 EP 0877074A2 EP 98890117 A EP98890117 A EP 98890117A EP 98890117 A EP98890117 A EP 98890117A EP 0877074 A2 EP0877074 A2 EP 0877074A2
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EP
European Patent Office
Prior art keywords
weight
lubricating oil
comparative example
lead
machines
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.)
Withdrawn
Application number
EP98890117A
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German (de)
English (en)
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EP0877074A3 (fr
Inventor
Werner Dipl.-Ing. Dr. Baumann
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.)
OMV AG
OEMV AG
Original Assignee
OMV AG
OEMV AG
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Publication date
Application filed by OMV AG, OEMV AG filed Critical OMV AG
Publication of EP0877074A2 publication Critical patent/EP0877074A2/fr
Publication of EP0877074A3 publication Critical patent/EP0877074A3/fr
Withdrawn legal-status Critical Current

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    • 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
    • C10M169/00—Lubricating compositions characterised by containing as components a mixture of at least two types of ingredient selected from base-materials, thickeners or additives, covered by the preceding groups, each of these compounds being essential
    • C10M169/04—Mixtures of base-materials and additives
    • 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
    • C10M101/00—Lubricating compositions characterised by the base-material being a mineral or fatty oil
    • C10M101/04—Fatty oil fractions
    • 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
    • C10M105/00—Lubricating compositions characterised by the base-material being a non-macromolecular organic compound
    • C10M105/08—Lubricating compositions characterised by the base-material being a non-macromolecular organic compound containing oxygen
    • C10M105/32—Esters
    • 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
    • C10M105/00—Lubricating compositions characterised by the base-material being a non-macromolecular organic compound
    • C10M105/08—Lubricating compositions characterised by the base-material being a non-macromolecular organic compound containing oxygen
    • C10M105/32—Esters
    • C10M105/36—Esters of polycarboxylic acids
    • C—CHEMISTRY; METALLURGY
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    • 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
    • C10M129/26—Carboxylic acids; Salts thereof
    • C10M129/48—Carboxylic acids; Salts thereof having carboxyl groups bound to a carbon atom of a six-membered aromatic ring
    • C10M129/54—Carboxylic acids; Salts thereof having carboxyl groups bound to a carbon atom of a six-membered aromatic ring containing hydroxy groups
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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
    • C10M133/38—Heterocyclic nitrogen compounds
    • C10M133/48—Heterocyclic nitrogen compounds the ring containing both nitrogen and oxygen
    • C—CHEMISTRY; METALLURGY
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    • C10M135/00—Lubricating compositions characterised by the additive being an organic non-macromolecular compound containing sulfur, selenium or tellurium
    • C10M135/32—Heterocyclic sulfur, selenium or tellurium compounds
    • C10M135/36—Heterocyclic sulfur, selenium or tellurium compounds the ring containing sulfur and carbon with nitrogen or oxygen
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    • C10M2207/00—Organic non-macromolecular hydrocarbon compounds containing hydrogen, carbon and oxygen as ingredients in lubricant compositions
    • C10M2207/10—Carboxylix acids; Neutral salts thereof
    • C10M2207/14—Carboxylix acids; Neutral salts thereof having carboxyl groups bound to carbon atoms of six-membered aromatic rings
    • C10M2207/144—Carboxylix acids; Neutral salts thereof having carboxyl groups bound to carbon atoms of six-membered aromatic rings containing hydroxy groups
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    • C10M2207/2805—Esters used as base material
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    • C10M2207/282—Esters of (cyclo)aliphatic oolycarboxylic acids
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    • C10M2207/28—Esters
    • C10M2207/284—Esters of aromatic monocarboxylic acids
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    • C10M2207/285—Esters of aromatic polycarboxylic acids
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    • C10M2207/00—Organic non-macromolecular hydrocarbon compounds containing hydrogen, carbon and oxygen as ingredients in lubricant compositions
    • C10M2207/28—Esters
    • C10M2207/285—Esters of aromatic polycarboxylic acids
    • C10M2207/2855—Esters of aromatic polycarboxylic acids used as base material
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    • 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
    • C10M2207/34—Esters having a hydrocarbon substituent of thirty or more carbon atoms, e.g. substituted succinic acid derivatives
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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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    • C10M2207/34—Esters having a hydrocarbon substituent of thirty or more carbon atoms, e.g. substituted succinic acid derivatives
    • C10M2207/345—Esters having a hydrocarbon substituent of thirty or more carbon atoms, e.g. substituted succinic acid derivatives used as base material
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    • C10M2207/00—Organic non-macromolecular hydrocarbon compounds containing hydrogen, carbon and oxygen as ingredients in lubricant compositions
    • C10M2207/40—Fatty vegetable or animal oils
    • C10M2207/401—Fatty vegetable or animal oils used as base material
    • C—CHEMISTRY; METALLURGY
    • C10—PETROLEUM, GAS OR COKE INDUSTRIES; TECHNICAL GASES CONTAINING CARBON MONOXIDE; FUELS; LUBRICANTS; PEAT
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    • C10M2207/00—Organic non-macromolecular hydrocarbon compounds containing hydrogen, carbon and oxygen as ingredients in lubricant compositions
    • C10M2207/40—Fatty vegetable or animal oils
    • C10M2207/404—Fatty vegetable or animal oils obtained from genetically modified species
    • C10M2207/4045—Fatty vegetable or animal oils obtained from genetically modified species used as base material
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    • C10M2209/00—Organic macromolecular compounds containing oxygen as ingredients in lubricant compositions
    • C10M2209/10—Macromolecular compoundss obtained otherwise than by reactions only involving carbon-to-carbon unsaturated bonds
    • C10M2209/11—Complex polyesters
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    • C10M2215/00—Organic non-macromolecular compounds containing nitrogen as ingredients in lubricant Compositions
    • C10M2215/22—Heterocyclic nitrogen compounds
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    • C10M2215/00—Organic non-macromolecular compounds containing nitrogen as ingredients in lubricant Compositions
    • C10M2215/22—Heterocyclic nitrogen compounds
    • C10M2215/221—Six-membered rings containing nitrogen and carbon only
    • C—CHEMISTRY; METALLURGY
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    • 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
    • C10M2215/22—Heterocyclic nitrogen compounds
    • C10M2215/225—Heterocyclic nitrogen compounds the rings containing both nitrogen and oxygen
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    • C10M2215/22—Heterocyclic nitrogen compounds
    • C10M2215/225—Heterocyclic nitrogen compounds the rings containing both nitrogen and oxygen
    • C10M2215/226—Morpholines
    • C—CHEMISTRY; METALLURGY
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    • C10M2215/225—Heterocyclic nitrogen compounds the rings containing both nitrogen and oxygen
    • C10M2215/227—Phthalocyanines
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    • C10M2215/24—Organic non-macromolecular compounds containing nitrogen as ingredients in lubricant Compositions having hydrocarbon substituents containing thirty or more carbon atoms, e.g. nitrogen derivatives of substituted succinic acid
    • C10M2215/30—Heterocyclic compounds
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    • C10M2219/00—Organic non-macromolecular compounds containing sulfur, selenium or tellurium as ingredients in lubricant compositions
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    • C10M2219/106—Thiadiazoles
    • C—CHEMISTRY; METALLURGY
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    • C10M2219/108—Phenothiazine
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    • C10N—INDEXING SCHEME ASSOCIATED WITH SUBCLASS C10M RELATING TO LUBRICATING COMPOSITIONS
    • C10N2040/00—Specified use or application for which the lubricating composition is intended
    • C10N2040/08—Hydraulic fluids, e.g. brake-fluids
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    • C10N2040/25—Internal-combustion engines
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    • C10N2040/00—Specified use or application for which the lubricating composition is intended
    • C10N2040/25—Internal-combustion engines
    • C10N2040/251—Alcohol-fuelled engines
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    • C10N2040/00—Specified use or application for which the lubricating composition is intended
    • C10N2040/25—Internal-combustion engines
    • C10N2040/255—Gasoline engines
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    • C10N2040/25—Internal-combustion engines
    • C10N2040/255—Gasoline engines
    • C10N2040/28—Rotary engines

Definitions

  • the invention has a lubricating oil and inhibitors against the Inclusion of metals in the same subject.
  • Lubricating oils usually have a viscosity of 10 to 1,500 mm 2 sec -1 at working temperature and are intended to reduce the sliding but also rolling friction between metallic and / or ceramic materials.
  • the oil film remaining in the combustion chamber should burn as residue-free as possible.
  • the oil film has a particularly small layer thickness in order to keep the oil consumption as low as possible and, on the other hand, that oxygen atoms are built into the oil molecules in order to ensure residue-free combustion, so that no additional undesirable particle emission is present in the exhaust gases from the engine.
  • contaminants, which are deposited in the machine elements, in particular the bearings be dispersed from the engine oil, so that the functionality of the machine elements is ensured.
  • the lubricating oils have a wide temperature range a constant viscosity have, so that on the one hand even at lower temperatures no greater resistance when moving the machine elements arises and on the other hand too thin at high temperatures Film of the lubricating oil is avoided, for which additives are used be so that the desired lubricating effect is ensured.
  • additives are known in lubricating oils, which the Corrosion of steel components but also aluminum, as is the case for avoid the pistons, or at least reduce them should.
  • mineral lubricating oils are also broken down by microorganisms subject to nature, there is a desire to mineral lubricating oils, through natural and / or artificial To replace carboxylic acid esters. These lubricating oils have different ones Advantages on. So it becomes largely residue-free Burn these compounds in an internal combustion engine it with spark or auto ignition, due to the oxygen atoms promoted in the molecule. Furthermore, the viscosity of the basic substance by choosing organic carboxylic acids as well the alcohols can be controlled particularly easily. By known Additives can also affect the viscosity behavior over a wide range Temperature ranges as well as the corrosion behavior influenced will.
  • esters Another advantage of the esters is that the ester bond of microorganisms much lighter than the carbon-carbon bond broken down by n- or iso-hydrocarbons can be. This easier microbiological degradability special attention is given to the fact that with a exponentially increasing number of vehicles, even at better motors, hydraulic motors and. absolutely the like There is a risk that larger amounts of such lubricating oils, be it due to accidents, leaky crankcase u. The like Environment.
  • Carboxylic acid ester oils were initially used for aircraft turbines used and already have the conventional ones mineral oils replaced because the oil change times on the Engine overhaul times could be extended.
  • Carboxylic acid ester oils are usually from dicarboxylic acids u. between Sebacic, adipic and azelaic acid. As alcohols are preferred those by oxosynthesis or aldol condensation obtained alcohols used.
  • Corresponding carboxylic acid ester oils are for example in EP 0 264 842 A2 or US 5,057,247 A.
  • the present invention has for its object a To create lubricating oil that has the lowest absorption capacity for tin, copper, iron, especially for lead and / or their Compounds at room temperature as well as elevated temperatures has that, including the additives, rapidly biodegradable and is not an additional biological burden for the environment represents. Furthermore, the additions which are the inclusion of metals or their compounds in engine oil prevent that Do not negatively influence the viscosity behavior of the lubricating oil, and with hydraulic oils, which are both as working medium and serve as lubricating oil, the water and air separation behavior don't worsen.
  • Antioxidants especially based on sterically hindered Phenols and amines, anti-foaming agents, detergents, dispersants, Demulsifiers, corrosion inhibitors, wear protection, consists essentially in that it is an additive, preferably 0.01 wt .-% to 0.5 wt .-%, an inhibitor against chemical extraction and / or extraction of tin, copper, Iron, and especially lead, from alloys, preferably Bearing alloys and cage alloys.
  • the mechanism of action is not known per se, but there is Possibility that the inhibitor together with the metals a kind of protective film, e.g. B. a complex or the like. Is formed, which against the extraction or chemical dissolution of the Metals in the metallic alloy works.
  • a kind of protective film e.g. B. a complex or the like.
  • the additive is present or has the same formula as a gallic acid ester where R is a methyl, ethyl, n-propyl, iso-propyl, n-butyl, iso-butyl, octyl and dodecyl radical, there is a particularly effective inhibitor which at the same time has low biological toxicity and is also particularly easy to decompose oxidatively and therefore does not cause any additional particles in the exhaust gas.
  • Gallic acid esters are known as oxidation inhibitors for pharmaceuticals, and it was quite surprising that these substances on the one hand prevent the uptake of lead or copper, tin and iron and their compounds in a carbonic ester oil and at the same time a quantitative oxidation of the oil film remaining in an internal combustion engine, to the extent it is oxidatively attacked, not delayed; Although water and air separation behavior are usually worsened by polar additives, no negative change in the property profile could be found, furthermore no additional deposits were necessary.
  • the additive for the lubricating oil can consist of phenothiazine or have such an additive, phenothiazine also is known as an oxidation inhibitor and again surprising was that such a substance extraction or chemical removal of the listed metals from machine components can prevent and furthermore no additional Particle emission and the water and air separation behavior not deteriorated, as well as no additional Deposits.
  • the addition can be according to another feature of the present Invention consist of phenoxazine or have the same.
  • a Phenoxazine is also known as an antioxidant and it was quite surprising that this connection was also the Extraction of tin, copper, iron and especially lead an alloy or the chemical extraction of these metals can prevent from an alloy, further the Particle emission in the exhaust gas of an internal combustion engine due to of these substances is not increased and no additional Deposits can be caused.
  • the invention further consists in the use of gallic acid esters of the following formula where R is a methyl, ethyl, n-propyl, iso-propyl, n-butyl, iso-butyl, octyl and dodecyl radical, in particular in an amount of 0.01% by weight to 0.5 %
  • R is a methyl, ethyl, n-propyl, iso-propyl, n-butyl, iso-butyl, octyl and dodecyl radical
  • the invention further consists in the use of Phenothiazine, in particular in an amount of 0.01 wt .-% to 0.5% by weight, as an inhibitor against lead absorption for a lubricating oil with 80 wt.% to 99 wt.% artificial and / or natural Carboxylic acid esters for machines, especially internal combustion engines, with spark and / or auto ignition, hydraulic Motors or the like. It was surprising that such a substance is also known as an oxidation inhibitor and again It was surprising that a substance of this type extraction or the chemical dissolution of the listed metals Can prevent machine components and also none additional particle emission and the water as well Air separation behavior did not deteriorate as well additional deposits.
  • the invention further consists in the use of phenoxazine, especially in an amount of 0.01 wt .-% to 0.5 wt .-%, as Inhibitor against the uptake of the metals mentioned, in particular Lead, for a lubricating oil with 80 wt .-% to 99 wt .-% with artificial and / or natural carboxylic acid esters for Machines, especially combustion machines, with third-party and / or auto ignition, hydraulic motors or the like.
  • a Phenoxazine is also known as an antioxidant and it was quite surprising that this connection was also the Extraction of tin, copper, iron and especially lead an alloy or the chemical extraction of these metals can prevent from an alloy, further the Particle emission in the exhaust gas of an internal combustion engine due to of these substances is not increased and no additional Deposits can be caused.
  • a synthetic carboxylic ester lubricating oil made from dioctyl adipate was used according to comparative example 1. It the values according to Table 4 were obtained.
  • a bearing metal alloy with 80.0% by weight of tin, 12.0% by weight of antimony, 6% by weight of copper and 2% by weight of lead was made in a synthetic carboxylic acid ester oil from adipic acid ditridecyl ester with 1.0% by weight.
  • % of the additive package specified in Comparative Example 1 stored at 120 ° C. with constant stirring.
  • the sample consisted of a circular disc with a weight of 25 g and an area of 8 cm 2 , whereas the amount of oil was 200 ml.
  • the amount reduced by sampling was replaced by the same, but unused, ester oil.
  • the determination of the lead content was carried out according to Comparative Example 1 and the values given in Table 5 were obtained.
  • a synthetic carboxylic acid ester lubricant made from dioctyl adipate was used according to comparative example 29. It the values according to Table 8 were obtained.

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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)
  • Health & Medical Sciences (AREA)
  • Emergency Medicine (AREA)
  • Lubricants (AREA)
EP98890117A 1997-05-07 1998-04-23 Huile lubrifiante à base d'esters et utilisation d'inhibiteurs contre la dissolution de metaux dans la meme Withdrawn EP0877074A3 (fr)

Applications Claiming Priority (3)

Application Number Priority Date Filing Date Title
AT784/97 1997-05-07
AT0078497A AT406688B (de) 1997-05-07 1997-05-07 Schmieröl und verwendung von inhibitoren gegen metallaufnahme
AT78497 1997-05-07

Publications (2)

Publication Number Publication Date
EP0877074A2 true EP0877074A2 (fr) 1998-11-11
EP0877074A3 EP0877074A3 (fr) 1999-12-15

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EP (1) EP0877074A3 (fr)
AT (1) AT406688B (fr)
CZ (1) CZ138298A3 (fr)
HU (1) HUP9800915A3 (fr)
SK (1) SK59198A3 (fr)

Cited By (3)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
WO2010079744A1 (fr) * 2009-01-09 2010-07-15 株式会社ジャパンエナジー Composition lubrifiante
WO2011084657A1 (fr) * 2009-12-17 2011-07-14 The Lubrizol Corporation Composition lubrifiante contenant un composé aromatique
DE112010000922B4 (de) 2009-02-27 2021-08-05 Ntn Corporation Schmierfettzusammensetzung, fettgeschmiertes lager, verwendung des fettgeschmierten lagers, und gelenkkupplung für kardanwelle

Family Cites Families (5)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US2062201A (en) * 1932-04-07 1936-11-24 Monsanto Chemicals Motor fuel treating process and products obtained thereby
US3413291A (en) * 1965-01-28 1968-11-26 Universal Oil Prod Co Hydrocarbylamino phenoxazines and phenazines
GB1180390A (en) * 1967-03-20 1970-02-04 British Petroleum Co Synthetic Lubricants for Aero Gas Turbines
GB1440129A (en) * 1972-11-13 1976-06-23 Tenneco Chem Lubricant compositions
US5358652A (en) * 1992-10-26 1994-10-25 Ethyl Petroleum Additives, Limited Inhibiting hydrolytic degradation of hydrolyzable oleaginous fluids

Cited By (7)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
WO2010079744A1 (fr) * 2009-01-09 2010-07-15 株式会社ジャパンエナジー Composition lubrifiante
JP5693240B2 (ja) * 2009-01-09 2015-04-01 Ｊｘ日鉱日石エネルギー株式会社 潤滑油組成物
DE112010000922B4 (de) 2009-02-27 2021-08-05 Ntn Corporation Schmierfettzusammensetzung, fettgeschmiertes lager, verwendung des fettgeschmierten lagers, und gelenkkupplung für kardanwelle
WO2011084657A1 (fr) * 2009-12-17 2011-07-14 The Lubrizol Corporation Composition lubrifiante contenant un composé aromatique
CN102762703A (zh) * 2009-12-17 2012-10-31 卢布里佐尔公司 含芳族化合物的润滑组合物
US9150813B2 (en) 2009-12-17 2015-10-06 The Lubrizol Corporation Lubricating composition containing an aromatic compound
US9279093B2 (en) 2009-12-17 2016-03-08 The Lubrizol Corporation Lubricating composition containing an aromatic compound

Also Published As

Publication number Publication date
AT406688B (de) 2000-07-25
HUP9800915A2 (hu) 1999-03-29
ATA78497A (de) 1999-12-15
HU9800915D0 (en) 1998-07-28
EP0877074A3 (fr) 1999-12-15
CZ138298A3 (cs) 1998-11-11
HUP9800915A3 (en) 2000-02-28
SK59198A3 (en) 2000-02-14

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