EP0518567B1 - Base lubrifiante synthétique formée à partir de mélanges d'acides dont une grande partie à chaínes ramifiées - Google Patents
Base lubrifiante synthétique formée à partir de mélanges d'acides dont une grande partie à chaínes ramifiées Download PDFInfo
- Publication number
- EP0518567B1 EP0518567B1 EP92305169A EP92305169A EP0518567B1 EP 0518567 B1 EP0518567 B1 EP 0518567B1 EP 92305169 A EP92305169 A EP 92305169A EP 92305169 A EP92305169 A EP 92305169A EP 0518567 B1 EP0518567 B1 EP 0518567B1
- Authority
- EP
- European Patent Office
- Prior art keywords
- acid
- iso
- base stock
- synthetic ester
- lubricant base
- 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
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Classifications
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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
- 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
- C10M105/38—Esters of polyhydroxy compounds
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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
- C10M2207/00—Organic non-macromolecular hydrocarbon compounds containing hydrogen, carbon and oxygen as ingredients in lubricant compositions
- C10M2207/28—Esters
- C10M2207/281—Esters of (cyclo)aliphatic monocarboxylic acids
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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
- C10M2207/00—Organic non-macromolecular hydrocarbon compounds containing hydrogen, carbon and oxygen as ingredients in lubricant compositions
- C10M2207/28—Esters
- C10M2207/282—Esters of (cyclo)aliphatic oolycarboxylic acids
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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
- C10M2207/00—Organic non-macromolecular hydrocarbon compounds containing hydrogen, carbon and oxygen as ingredients in lubricant compositions
- C10M2207/28—Esters
- C10M2207/283—Esters of polyhydroxy compounds
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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
- C10M2207/00—Organic non-macromolecular hydrocarbon compounds containing hydrogen, carbon and oxygen as ingredients in lubricant compositions
- C10M2207/28—Esters
- C10M2207/286—Esters of polymerised unsaturated acids
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- C—CHEMISTRY; METALLURGY
- C10—PETROLEUM, GAS OR COKE INDUSTRIES; TECHNICAL GASES CONTAINING CARBON MONOXIDE; FUELS; LUBRICANTS; PEAT
- C10N—INDEXING SCHEME ASSOCIATED WITH SUBCLASS C10M RELATING TO LUBRICATING COMPOSITIONS
- C10N2040/00—Specified use or application for which the lubricating composition is intended
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- C—CHEMISTRY; METALLURGY
- C10—PETROLEUM, GAS OR COKE INDUSTRIES; TECHNICAL GASES CONTAINING CARBON MONOXIDE; FUELS; LUBRICANTS; PEAT
- C10N—INDEXING SCHEME ASSOCIATED WITH SUBCLASS C10M RELATING TO LUBRICATING COMPOSITIONS
- C10N2040/00—Specified use or application for which the lubricating composition is intended
- C10N2040/06—Instruments or other precision apparatus, e.g. damping fluids
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- C—CHEMISTRY; METALLURGY
- C10—PETROLEUM, GAS OR COKE INDUSTRIES; TECHNICAL GASES CONTAINING CARBON MONOXIDE; FUELS; LUBRICANTS; PEAT
- C10N—INDEXING SCHEME ASSOCIATED WITH SUBCLASS C10M RELATING TO LUBRICATING COMPOSITIONS
- C10N2040/00—Specified use or application for which the lubricating composition is intended
- C10N2040/135—Steam engines or turbines
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- C—CHEMISTRY; METALLURGY
- C10—PETROLEUM, GAS OR COKE INDUSTRIES; TECHNICAL GASES CONTAINING CARBON MONOXIDE; FUELS; LUBRICANTS; PEAT
- C10N—INDEXING SCHEME ASSOCIATED WITH SUBCLASS C10M RELATING TO LUBRICATING COMPOSITIONS
- C10N2040/00—Specified use or application for which the lubricating composition is intended
- C10N2040/25—Internal-combustion engines
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- C—CHEMISTRY; METALLURGY
- C10—PETROLEUM, GAS OR COKE INDUSTRIES; TECHNICAL GASES CONTAINING CARBON MONOXIDE; FUELS; LUBRICANTS; PEAT
- C10N—INDEXING SCHEME ASSOCIATED WITH SUBCLASS C10M RELATING TO LUBRICATING COMPOSITIONS
- C10N2040/00—Specified use or application for which the lubricating composition is intended
- C10N2040/25—Internal-combustion engines
- C10N2040/251—Alcohol fueled engines
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- C—CHEMISTRY; METALLURGY
- C10—PETROLEUM, GAS OR COKE INDUSTRIES; TECHNICAL GASES CONTAINING CARBON MONOXIDE; FUELS; LUBRICANTS; PEAT
- C10N—INDEXING SCHEME ASSOCIATED WITH SUBCLASS C10M RELATING TO LUBRICATING COMPOSITIONS
- 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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- C—CHEMISTRY; METALLURGY
- C10—PETROLEUM, GAS OR COKE INDUSTRIES; TECHNICAL GASES CONTAINING CARBON MONOXIDE; FUELS; LUBRICANTS; PEAT
- C10N—INDEXING SCHEME ASSOCIATED WITH SUBCLASS C10M RELATING TO LUBRICATING COMPOSITIONS
- C10N2040/00—Specified use or application for which the lubricating composition is intended
- C10N2040/25—Internal-combustion engines
- C10N2040/255—Gasoline engines
- C10N2040/28—Rotary engines
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- C—CHEMISTRY; METALLURGY
- C10—PETROLEUM, GAS OR COKE INDUSTRIES; TECHNICAL GASES CONTAINING CARBON MONOXIDE; FUELS; LUBRICANTS; PEAT
- C10N—INDEXING SCHEME ASSOCIATED WITH SUBCLASS C10M RELATING TO LUBRICATING COMPOSITIONS
- C10N2040/00—Specified use or application for which the lubricating composition is intended
- C10N2040/30—Refrigerators lubricants or compressors lubricants
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- C—CHEMISTRY; METALLURGY
- C10—PETROLEUM, GAS OR COKE INDUSTRIES; TECHNICAL GASES CONTAINING CARBON MONOXIDE; FUELS; LUBRICANTS; PEAT
- C10N—INDEXING SCHEME ASSOCIATED WITH SUBCLASS C10M RELATING TO LUBRICATING COMPOSITIONS
- C10N2040/00—Specified use or application for which the lubricating composition is intended
- C10N2040/32—Wires, ropes or cables lubricants
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- C—CHEMISTRY; METALLURGY
- C10—PETROLEUM, GAS OR COKE INDUSTRIES; TECHNICAL GASES CONTAINING CARBON MONOXIDE; FUELS; LUBRICANTS; PEAT
- C10N—INDEXING SCHEME ASSOCIATED WITH SUBCLASS C10M RELATING TO LUBRICATING COMPOSITIONS
- C10N2040/00—Specified use or application for which the lubricating composition is intended
- C10N2040/34—Lubricating-sealants
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- C—CHEMISTRY; METALLURGY
- C10—PETROLEUM, GAS OR COKE INDUSTRIES; TECHNICAL GASES CONTAINING CARBON MONOXIDE; FUELS; LUBRICANTS; PEAT
- C10N—INDEXING SCHEME ASSOCIATED WITH SUBCLASS C10M RELATING TO LUBRICATING COMPOSITIONS
- C10N2040/00—Specified use or application for which the lubricating composition is intended
- C10N2040/36—Release agents or mold release agents
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- C—CHEMISTRY; METALLURGY
- C10—PETROLEUM, GAS OR COKE INDUSTRIES; TECHNICAL GASES CONTAINING CARBON MONOXIDE; FUELS; LUBRICANTS; PEAT
- C10N—INDEXING SCHEME ASSOCIATED WITH SUBCLASS C10M RELATING TO LUBRICATING COMPOSITIONS
- C10N2040/00—Specified use or application for which the lubricating composition is intended
- C10N2040/38—Conveyors or chain belts
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- C—CHEMISTRY; METALLURGY
- C10—PETROLEUM, GAS OR COKE INDUSTRIES; TECHNICAL GASES CONTAINING CARBON MONOXIDE; FUELS; LUBRICANTS; PEAT
- C10N—INDEXING SCHEME ASSOCIATED WITH SUBCLASS C10M RELATING TO LUBRICATING COMPOSITIONS
- C10N2040/00—Specified use or application for which the lubricating composition is intended
- C10N2040/40—Generators or electric motors in oil or gas winning field
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- C—CHEMISTRY; METALLURGY
- C10—PETROLEUM, GAS OR COKE INDUSTRIES; TECHNICAL GASES CONTAINING CARBON MONOXIDE; FUELS; LUBRICANTS; PEAT
- C10N—INDEXING SCHEME ASSOCIATED WITH SUBCLASS C10M RELATING TO LUBRICATING COMPOSITIONS
- C10N2040/00—Specified use or application for which the lubricating composition is intended
- C10N2040/42—Flashing oils or marking oils
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- C—CHEMISTRY; METALLURGY
- C10—PETROLEUM, GAS OR COKE INDUSTRIES; TECHNICAL GASES CONTAINING CARBON MONOXIDE; FUELS; LUBRICANTS; PEAT
- C10N—INDEXING SCHEME ASSOCIATED WITH SUBCLASS C10M RELATING TO LUBRICATING COMPOSITIONS
- C10N2040/00—Specified use or application for which the lubricating composition is intended
- C10N2040/44—Super vacuum or supercritical use
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- C—CHEMISTRY; METALLURGY
- C10—PETROLEUM, GAS OR COKE INDUSTRIES; TECHNICAL GASES CONTAINING CARBON MONOXIDE; FUELS; LUBRICANTS; PEAT
- C10N—INDEXING SCHEME ASSOCIATED WITH SUBCLASS C10M RELATING TO LUBRICATING COMPOSITIONS
- C10N2040/00—Specified use or application for which the lubricating composition is intended
- C10N2040/50—Medical uses
Definitions
- This invention relates to a synthetic ester base stock and, in particular, to a synthetic ester base stock formed from an acid mixture having a high content of branched chain acid, and a lubricant from the base stock having increased viscosity at elevated temperatures and a decreased tendency to form deposits in high temperature uses.
- Synthetic ester base stocks for use as chain oils and lubricants for gas turbine engines are well known.
- the base stocks are combined with standard lubricant additive packages to form the lubricant.
- the base stock In order for the lubricant to have properties suitable for such high temperature use, the base stock must have certain physical properties. For example, it is a requirement that the lubricant for turbine oils meet the specifications set forth in military specification MIL-L-23699D.
- Chain oils should have low deposition properties at high temperatures, a viscosity of at least about 7.0 centistockes (cSt) and a reasonably low pour point below its ambient storage temperature.
- esters In general, synthetic high temperature lubricants use esters as a base stock.
- the esters are formed by reacting a polyol, such as pentaerythritol, either monopentaerythritol (MPE) and/or dipentaerythritol (DPE) or trimethylolpropane (TMP) with various acids, both straight chain and branched.
- MPE monopentaerythritol
- DPE dipentaerythritol
- TMP trimethylolpropane
- Japanese patent applications No. JP 55-105644 and No. 55-157537 disclose a neopentyl polyol ester of iso-C 9 acid and a straight chain saturated acid having from 4 to 18 and 2-24 carbon atoms, respectively, preferably 6 to 14 carbon atoms for air compressor oils.
- U.S. Patent No. 3,694,382 issued to Kleiman, et al. on September 26, 1972, discloses an ester blend for use as a synthetic lubricant.
- the ester blend includes esters of trimethylolpropane and dipentaerythritol formed from a mixture of aliphatic monocarboxylic acids.
- a jet engine oil consisting of an ester of a C 4 -C 12 monocarboxylic acid, a polyol selected from pentaerythritol, dipentaerythritol, tripentaerythritol, trimethylolpropane, trimethylolmethane, trimethylolbutane, neopentylglycol and mixtures thereof and a soluble methyl
- U.S. Patent No. 3,360,465 issued to Warman on December 26, 1967, discloses synthetic ester lubricant compositions of pentaerythritol mixed esters.
- the pentaerythritol utilized includes at least 1.5 weight percent dipentaerythritol.
- the acid includes a mixture of from two to six monocarboxylic alkanoic acids having from five to nine carbon atoms with some of the lower acids being branched chain.
- Lubricant compositions containing pentaerythritol esters are also disclosed in EP-A-0 458 584 and EP-A-0 498 152.
- Every lubricant has a characteristic tendency to form deposits when used in high temperature applications such as an engine or on industrial oven chains. If the deposits are excessive they will detract from the operating efficiency of the device and create other problems such as filter plugging in engines or track jumping of chains.
- an improved synthetic ester base stock is prepared by reacting at least one neopentyl polyol of the type defined in claim 1 below, with a monocarboxylic acid mixture including at least one C 5 -C 10 normal alkanoic acid and between 60 and 90 weight percent of C 7 -C 10 branched chain acid, based on the total weight of the acid charged.
- the polyol is a commercially available technical pentaerythritol.
- the straight chain monocarboxylic acids include those having between 5 and 10 carbon atoms, such as valeric acid (pentanoic acid), caproic acid (hexanoic acid), oenanthic acid (heptanoic acid), caprylic acid (octanoic acid), pelargonic acid (nonanoic acid), capric acid (decanoic acid) and mixtures thereof.
- the branched chain acid is preferably iso-C 9 acid, iso-nonanoic acid.
- the synthetic ester base stock prepared in accordance with the invention provides a lubricant having a viscosity at 98.9°C (210° F.) of at least 7.0 centistokes and remains cleaner at high chain oil operating temperatures than conventional chain oils.
- Another object of the invention is to provide an improved synthetic ester base stock having a decreased tendency to form deposits when used in a high temperature environment.
- a further object of the invention is to provide an improved synthetic ester base stock for high temperature applications and with a suitably higher viscosity.
- Yet another is to provide a synthetic ester base stock with higher oxidative stability.
- Still another object of the invention is to provide a synthetic ester base stock which when combined with a standard lubricant additive package provides a lubricant with a viscosity at 98.9°C (210° F.) of at least 7.0 centistokes and a pour point of less than -23°C (-10°F).
- Still another object of the invention is to provide the use of a synthetic ester lubricant base stock as defined in claim 10 appended hereto as a high temperature chain oil lubricant base stock.
- the invention accordingly comprises a composition of matter possessing the characteristics, properties and the relation of components which will be exemplified in the composition hereinafter described, and the scope of the invention will be indicated in the claims.
- the synthetic lubricant base stock prepared in accordance with the invention is to be used with standard lubricant additive packages.
- the lubricant base stock is the reaction product of a neopentyl polyol as defined in the claims and a monocarboxylic acid mixture having a high branched chain acid content, preferably between about 60-90 weight percent of a branched chain acid, based on the total acid charge.
- the lubricant has a viscosity at 98.9°C (210°F) of at least 7.0 centistokes and a pour point of less than -23°C (-10°F).
- the polyol is technical grade PE which includes about 12 weight percent DPE.
- the acid component is monocarboxylic and includes at least one straight chain acid having 5 to 10 carbon atoms and a branched chain acid having from 7 to 10 carbon atoms.
- the branched chain acid preferably has nine carbon atoms, namely, iso-nonanoic acid.
- Suitable straight chain acids include, but are not limited to, valeric acid, oneanthic acid, caprylic acid, pelargonic acid and capric acid.
- the straight chain acid component is valeric (C 5 ) or is a mixture of heptanoic (C 7 ) and caprylic-capric (C 8 -C 10 ).
- the caprylic-capric acid is identified as having between 8 and 10 carbon atoms, but actually includes C 6 to C 12 acids and is substantially free of C 12 acid (less than 1%).
- the amount of the preferred heptanoic and caprilic-capric mixture straight chain acid component suitable for use in preparing esters in accordance with the invention may vary widely.
- the mixture may be from 30 to 70 weight percent heptanoic acid and the balance the caprylic-capric mixture.
- the normal acid mixture is 40-60 parts by weight of heptanoic acid and the balance caprylic-capric acids.
- the branched chain acid may be iso-C 7 acid, iso-C 8 acid, iso-C 9 acid or iso-C 10 acid.
- iso-C 9 or iso-nonanoic acid is 3,5,5-trimethylhexanoic acid and has the formula: Addition of the iso-nonanoic acid provides the necessary viscosity characteristics and improves the pour point characteristics of the base stock and improves the oxidative stability and deposition tendency.
- the iso-acids other than iso-nonanoic can be used to provide base stocks which are suitable for turbine engine or chain lubricant applications.
- iso-C 7 , iso-C 8 and iso-C 10 acids are available, but these acids contain a complex mixture of isomers, unlike iso-C 9 acid which is mainly 3,5,5-trimethylhexanoic acid.
- the physical properties of an acid that is a complex mixture of isomers can change if the relative ratios of the isomeric components change and this affects the properties of an ester produced from the acid. Therefore, to produce a consistent ester product, it is preferable to use raw materials that consist of a single, high purity component, namely, iso-C 9 or iso-nonanoic acid.
- the acid mixture is present in the reaction in an excess of about 5 to 10 weight percent for the amount of the polyol mixture used.
- the excess acid is used to force the reaction to completion.
- the excess acid is not critical to carrying out the reaction except that the smaller the excess, the longer the reaction time.
- the excess acid is removed by stripping and refining.
- the esterification reaction is carried out in the presence of conventional catalysts.
- a tin or titanium based catalyst of such a catalyst may be used. Tin oxalate is an example.
- Lubricants including ester base stocks prepared in accordance with the invention are prepared by mixing a conventional additive package to the base stocks in conventional concentrations.
- Typical additive packages are described in U.S. Patent Nos. 4,124,513, 4,141,845 and 4,440,657.
- the two former patents describe additive packages based on an alkylphenyl or alkarylphenyl naphthylamine, a dialkyldiphenylamine, a polyhydroxy anthraquinone, a hydrocarbyl phosphate ester with an S-alkyl-2-mercaptobenzotriazole or an N-(alkyl)-benzothiazole-2-thione.
- the third patent describes additives of a selected tertiarybutylphenyl substitute phosphate and a selected alkyl amine.
- ester base stocks were prepared.
- the raw materials identified in the Table and a tin oxalate catalyst were charged to a stirred reactor capable of attaining 238°-254°C (460°-490° F). and a vacuum of at least 736.6 mm (29 inches) of mercury.
- the reactor was provided with a nitrogen sparge or blanket.
- the charge was heated to a reaction temperature between about 226.7° and 232.2° (440° and 450° F.) and the water of reaction was collected in a trap while the acids were returned to the reactor.
- reflux slowed vacuum was applied in order to maintain a reasonable reflux rate.
- Lubricants prepared in accordance with the invention have a decreased tendency to form deposits when used in high temperature applications. This reduced tendency was demonstrated by mixing base stock with an additive package as follows:
- This additive package was selected as the standard package for comparing base stocks in the panel test.
- a stainless steel panel is electrically heated by means of two heaters which are inserted into holes in the panel. The temperature is monitored by means of a thermocouple. The panel is placed on a slight incline and heated to 282.2°C (540° F.) The lubricant to be tested is dropped onto the heated panel and the characteristics are observed. The lubricant contacts the panel near the top of the incline and is observed as a central dark band. The lubricant then tends to thin out as it travels towards the lower end of the heated panel. It is along the oil-air-metal interface that the degradation of the lubricant is best observed.
- compositions prepared in accordance with the composition of Run 1-2 of the Example showed little degradation along the oil-air-metal interface.
- These lubricants are an ester mixture formed by reacting technical grade pentaerythritol with an acid mixture including valeric or heptanoic and capric-caprylic as the normal acid and iso-nonanoic acids.
- Runs 3-5 were lubricants formed from base stocks prepared by reacting technical grade PE or MPE and dodecanoic acid consistent with Runs 5 and 6 of Example 1 in JP 55-105644.
- the panel test results for a lubricant made from these esters formed from dodecanoic acid showed significantly increased carbonization along the oil-air-metal interface compared to Runs 1-2.
- ester lubricants having improved properties may be obtained.
- the lubricants have improved oxidation stability with lower depositing tendency at high temperatures, a viscosity at 98.9°C (210°F) of at least 7.0 cSt and improved pour points.
- the iso-acid is iso-C 9 acid and is present from 60 to 90 weight percent of the total acid charge.
- the straight chain acid will be present from 10 to 40 weight percent of the acid charge which maintains good pour point characteristics and an improved viscosity index.
- linear acids above C 10 are used, the resulting esters tend to crystallize at ambient temperatures.
- linear acids having less than five carbon atoms are used, odor and corrosion problems arise.
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- Chemical & Material Sciences (AREA)
- Health & Medical Sciences (AREA)
- Emergency Medicine (AREA)
- Chemical Kinetics & Catalysis (AREA)
- General Chemical & Material Sciences (AREA)
- Oil, Petroleum & Natural Gas (AREA)
- Organic Chemistry (AREA)
- Lubricants (AREA)
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
Claims (10)
- Base lubrifiante d'ester synthétique comprenant le produit de la réaction de:un pentaérythritol de qualité technique qui est un mélange de monopentaérythritol ayant entre 6 et 15 % en poids de dipentaérythritol; etun mélange d'acides comprenant (1) au moins un acide à chaíne droite ayant entre 5 et 10 atomes de carbone et (2) un iso-acide choisi dans le groupe consistant en iso-C7 acide, iso-C8 acide, iso-C9 acide, iso-C10 acide et des mélanges de ceux-ci;l'iso-acide étant présent en une quantité de 60 à 90% en poids du mélange d'acides; etle mélange résultant d'esters lorsqu'il est mélangé avec un d'additif lubrifiant d'ester synthétique ayant une viscosité à 98,9°C (210°F) d'au moins 7.0 centistokes.
- La base lubrifiante d'ester synthétique de la revendication 1 dans lequel l'iso-acide est l'acide isononanoïque.
- La base lubrifiante d'ester synthétique de la revendication 1 dans lequel l'iso-C9 acide est l'acide 3,5,5-triméthylhexanoïque.
- La base lubrifiante d'ester synthétique de la revendication 2 dans lequel les acides à chaíne droite est/sont un mélange d'acide heptanoïque (C7) et d'acide caprylique-caprique (C8-C10).
- La base lubrifiante d'ester synthétique de la revendication 4 dans lequel le ou les acide(s) en C7 et C8-C10 à chaíne droite est/sont présent(s) en quantités environ égales en poids.
- La base lubrifiante d'ester synthétique de la revendication 5 dans lequel l'acide iso-nonanoïque est présent en 65 à 75% en poids du mélange d'acides.
- La base lubrifiante d'ester synthétique de la revendication 2 dans lequel l'acide normal est l'acide valérique.
- La base lubrifiante d'ester synthétique de la revendication 1 mélangé avec une quantité efficace d'additif de lubrifiant d'ester synthétique pour améliorer les propriétés à température élevée et le facteur de charge d'un lubrifiant.
- La base lubrifiante d'ester synthétique selon l'une quelconque des revendications précédentes dans lequel l'acide iso-nonanoïque est présent en 65 à 75% en poids du mélange d'acides.
- L'utilisation d'une base lubrifiante d'huile de chaíne de haute température d'un base lubrifiante d'ester synthétique telle que définie selon l'une quelconque des revendications précédentes.
Applications Claiming Priority (2)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
US71219091A | 1991-06-07 | 1991-06-07 | |
US712190 | 1991-06-07 |
Publications (2)
Publication Number | Publication Date |
---|---|
EP0518567A1 EP0518567A1 (fr) | 1992-12-16 |
EP0518567B1 true EP0518567B1 (fr) | 2000-09-13 |
Family
ID=24861110
Family Applications (1)
Application Number | Title | Priority Date | Filing Date |
---|---|---|---|
EP92305169A Expired - Lifetime EP0518567B1 (fr) | 1991-06-07 | 1992-06-05 | Base lubrifiante synthétique formée à partir de mélanges d'acides dont une grande partie à chaínes ramifiées |
Country Status (3)
Country | Link |
---|---|
EP (1) | EP0518567B1 (fr) |
JP (1) | JPH0665587A (fr) |
DE (1) | DE69231433T2 (fr) |
Families Citing this family (14)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
EP0656931A4 (fr) * | 1992-08-28 | 1997-05-02 | Henkel Corp | Compositions biodegradables d'huile pour moteurs a deux temps et matieres a base d'esters. |
US5503761A (en) * | 1994-08-02 | 1996-04-02 | Exxon Research & Engineering Co./Hatco Corp. | Technical pentaerythritol esters as lubricant base stock |
JPH08253787A (ja) * | 1995-03-14 | 1996-10-01 | Senshin Zairyo Riyou Gas Jienereeta Kenkyusho:Kk | 潤滑油組成物 |
FR2734576B1 (fr) * | 1995-05-24 | 1997-07-18 | Elf Antar France | Composition lubrifiante pour compresseurs frigorifiques |
EP0927151B1 (fr) * | 1996-08-30 | 2003-01-29 | ExxonMobil Chemical Patents Inc. | Base d'huile de turbine aeronautique a odeur reduite et grande stabilite |
US6177387B1 (en) * | 1996-08-30 | 2001-01-23 | Exxon Chemical Patents Inc | Reduced odor and high stability aircraft turbine oil base stock |
FI970269A (fi) * | 1997-01-22 | 1998-07-23 | Neste Oy | 1,3-diolipohjaisten esterien seokset, menetelmä 1,3-diolipohjaisten esterien valmistamiseksi sekä esterien käyttö |
US6750182B1 (en) | 1998-10-09 | 2004-06-15 | Exxonmobil Research And Engineering Company | Polar oil based industrial oils with enhanced sludge performance |
US6436881B1 (en) * | 2001-06-01 | 2002-08-20 | Hatco Corporation | High temperature lubricant composition |
US6884761B2 (en) * | 2001-12-18 | 2005-04-26 | Bp Corporation North America Inc. | High temperature stable lubricant mixed polyol ester composition containing an aromatic carboxylic acid and method for making the same |
US6774093B2 (en) * | 2002-07-12 | 2004-08-10 | Hatco Corporation | High viscosity synthetic ester lubricant base stock |
US20120178658A1 (en) | 2009-09-07 | 2012-07-12 | Cara Siobhan Tredget | Lubricating compositions |
CN102260571B (zh) * | 2011-06-27 | 2013-05-15 | 中国人民解放军空军油料研究所 | 一种航空基础油 |
CN107735484B (zh) | 2015-06-12 | 2021-05-07 | 诺瓦蒙特股份公司 | 低倾点的三羟甲基丙烷酯 |
Family Cites Families (8)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
NL6800089A (fr) * | 1968-01-03 | 1969-07-07 | ||
DE1912486B1 (de) * | 1969-03-12 | 1970-03-19 | Ruhrchemie Ag | Schmiermittel auf der Basis von Carbonsaeureestern |
US4826633A (en) * | 1986-10-16 | 1989-05-02 | Hatco Chemical Corporation | Synthetic lubricant base stock of monopentaerythritol and trimethylolpropane esters |
DE3643935C2 (de) * | 1986-12-22 | 1995-07-06 | Henkel Kgaa | Synthetische Polyolester |
KR950005694B1 (ko) * | 1989-07-05 | 1995-05-29 | 가부시끼가이샤 교오세끼 세이힝기주쓰 겡뀨쇼 | 냉각윤활제 |
DE69007264T2 (de) * | 1989-12-28 | 1994-07-28 | Nippon Oil Co Ltd | Kühlschranköle zum Gebrauch mit Hydrogen enthaltenden Halogenocarbonkühlmitteln. |
AU640019B2 (en) * | 1990-05-22 | 1993-08-12 | Unichema Chemie Bv | Lubricants |
DE69220392T2 (de) * | 1991-01-17 | 1998-01-29 | Cpi Eng Services Inc | Schmierzusammensetzung für fluorierte Kühlmittel |
-
1992
- 1992-06-05 DE DE69231433T patent/DE69231433T2/de not_active Expired - Lifetime
- 1992-06-05 EP EP92305169A patent/EP0518567B1/fr not_active Expired - Lifetime
- 1992-06-08 JP JP4173790A patent/JPH0665587A/ja active Pending
Also Published As
Publication number | Publication date |
---|---|
DE69231433D1 (de) | 2000-10-19 |
JPH0665587A (ja) | 1994-03-08 |
EP0518567A1 (fr) | 1992-12-16 |
DE69231433T2 (de) | 2001-05-23 |
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