EP0980416B1 - Polyalkylene glycols comme lubrifiant de machines frigorifiques au co 2 - Google Patents

Polyalkylene glycols comme lubrifiant de machines frigorifiques au co 2 Download PDF

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Publication number
EP0980416B1
EP0980416B1 EP98932037A EP98932037A EP0980416B1 EP 0980416 B1 EP0980416 B1 EP 0980416B1 EP 98932037 A EP98932037 A EP 98932037A EP 98932037 A EP98932037 A EP 98932037A EP 0980416 B1 EP0980416 B1 EP 0980416B1
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EP
European Patent Office
Prior art keywords
working composition
polyalkylene glycols
mixtures
working
composition according
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EP98932037A
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German (de)
English (en)
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EP0980416A2 (fr
EP0980416B2 (fr
Inventor
Jörg Fahl
David F. Pipe
Reiner Knickmeyer
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Shell Internationale Research Maatschappij BV
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RWE Dea AG fuer Mineraloel und Chemie
RWE Dea AG
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Priority claimed from DE19719132A external-priority patent/DE19719132A1/de
Priority claimed from DE19719430A external-priority patent/DE19719430C1/de
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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
    • C10M107/00—Lubricating compositions characterised by the base-material being a macromolecular compound
    • C10M107/20—Lubricating compositions characterised by the base-material being a macromolecular compound containing oxygen
    • C10M107/30—Macromolecular compounds obtained otherwise than by reactions only involving carbon-to-carbon unsaturated bonds
    • C10M107/32—Condensation polymers of aldehydes or ketones; Polyesters; Polyethers
    • C10M107/34—Polyoxyalkylenes
    • 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
    • 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
    • C10M111/00—Lubrication compositions characterised by the base-material being a mixture of two or more compounds covered by more than one of the main groups C10M101/00 - C10M109/00, each of these compounds being essential
    • C10M111/04—Lubrication compositions characterised by the base-material being a mixture of two or more compounds covered by more than one of the main groups C10M101/00 - C10M109/00, each of these compounds being essential at least one of them being a macromolecular organic compound
    • 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
    • C10M171/00—Lubricating compositions characterised by purely physical criteria, e.g. containing as base-material, thickener or additive, ingredients which are characterised exclusively by their numerically specified physical properties, i.e. containing ingredients which are physically well-defined but for which the chemical nature is either unspecified or only very vaguely indicated
    • C10M171/008—Lubricant compositions compatible with refrigerants
    • 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
    • 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
    • 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
    • C—CHEMISTRY; METALLURGY
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    • C10M2207/00—Organic non-macromolecular hydrocarbon compounds containing hydrogen, carbon and oxygen as ingredients in lubricant compositions
    • C10M2207/28—Esters
    • C10M2207/283—Esters of polyhydroxy compounds
    • C10M2207/2835—Esters of polyhydroxy compounds used as base material
    • C—CHEMISTRY; METALLURGY
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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
    • C10M2207/286—Esters of polymerised unsaturated 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
    • 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
    • C10M2209/103—Polyethers, i.e. containing di- or higher polyoxyalkylene groups
    • C10M2209/1033—Polyethers, i.e. containing di- or higher polyoxyalkylene groups used as base material
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    • C10M2209/10—Macromolecular compoundss obtained otherwise than by reactions only involving carbon-to-carbon unsaturated bonds
    • C10M2209/103—Polyethers, i.e. containing di- or higher polyoxyalkylene groups
    • C10M2209/104—Polyethers, i.e. containing di- or higher polyoxyalkylene groups of alkylene oxides containing two carbon atoms only
    • C10M2209/1045—Polyethers, i.e. containing di- or higher polyoxyalkylene groups of alkylene oxides containing two carbon atoms only 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
    • 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
    • C10M2209/103—Polyethers, i.e. containing di- or higher polyoxyalkylene groups
    • C10M2209/105—Polyethers, i.e. containing di- or higher polyoxyalkylene groups of alkylene oxides containing three carbon atoms only
    • C10M2209/1055—Polyethers, i.e. containing di- or higher polyoxyalkylene groups of alkylene oxides containing three carbon atoms only used as base material
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    • C10—PETROLEUM, GAS OR COKE INDUSTRIES; TECHNICAL GASES CONTAINING CARBON MONOXIDE; FUELS; LUBRICANTS; PEAT
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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
    • C10M2209/103—Polyethers, i.e. containing di- or higher polyoxyalkylene groups
    • C10M2209/106—Polyethers, i.e. containing di- or higher polyoxyalkylene groups of alkylene oxides containing four carbon atoms only
    • C10M2209/1065—Polyethers, i.e. containing di- or higher polyoxyalkylene groups of alkylene oxides containing four carbon atoms only used as base material
    • 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
    • C10M2209/10—Macromolecular compoundss obtained otherwise than by reactions only involving carbon-to-carbon unsaturated bonds
    • C10M2209/103—Polyethers, i.e. containing di- or higher polyoxyalkylene groups
    • C10M2209/107—Polyethers, i.e. containing di- or higher polyoxyalkylene groups of two or more specified different alkylene oxides covered by groups C10M2209/104 - C10M2209/106
    • 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
    • C10M2209/10—Macromolecular compoundss obtained otherwise than by reactions only involving carbon-to-carbon unsaturated bonds
    • C10M2209/103—Polyethers, i.e. containing di- or higher polyoxyalkylene groups
    • C10M2209/107—Polyethers, i.e. containing di- or higher polyoxyalkylene groups of two or more specified different alkylene oxides covered by groups C10M2209/104 - C10M2209/106
    • C10M2209/1075—Polyethers, i.e. containing di- or higher polyoxyalkylene groups of two or more specified different alkylene oxides covered by groups C10M2209/104 - C10M2209/106 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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    • 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
    • C10M2209/103—Polyethers, i.e. containing di- or higher polyoxyalkylene groups
    • C10M2209/108—Polyethers, i.e. containing di- or higher polyoxyalkylene groups etherified
    • C10M2209/1085—Polyethers, i.e. containing di- or higher polyoxyalkylene groups etherified used as base material
    • 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
    • C10M2209/10—Macromolecular compoundss obtained otherwise than by reactions only involving carbon-to-carbon unsaturated bonds
    • C10M2209/103—Polyethers, i.e. containing di- or higher polyoxyalkylene groups
    • C10M2209/109—Polyethers, i.e. containing di- or higher polyoxyalkylene groups esterified
    • 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
    • C10M2209/10—Macromolecular compoundss obtained otherwise than by reactions only involving carbon-to-carbon unsaturated bonds
    • C10M2209/103—Polyethers, i.e. containing di- or higher polyoxyalkylene groups
    • C10M2209/109—Polyethers, i.e. containing di- or higher polyoxyalkylene groups esterified
    • C10M2209/1095—Polyethers, i.e. containing di- or higher polyoxyalkylene groups esterified used as base material
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    • C10N—INDEXING SCHEME ASSOCIATED WITH SUBCLASS C10M RELATING TO LUBRICATING COMPOSITIONS
    • C10N2020/00—Specified physical or chemical properties or characteristics, i.e. function, of component of lubricating compositions
    • C10N2020/01—Physico-chemical properties
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    • C10N2040/00—Specified use or application for which the lubricating composition is intended
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    • C10N2040/00—Specified use or application for which the lubricating composition is intended
    • C10N2040/30—Refrigerators lubricants or compressors lubricants
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    • C10N2040/32—Wires, ropes or cables lubricants
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    • C10N2040/00—Specified use or application for which the lubricating composition is intended
    • C10N2040/34—Lubricating-sealants
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    • C10N2040/36—Release agents or mold release agents
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    • C10N2040/38—Conveyors or chain belts
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    • C10N2040/40—Generators or electric motors in oil or gas winning field
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    • C10N2040/42—Flashing oils or marking oils
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    • C10N2040/44—Super vacuum or supercritical use
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    • C10N2040/00—Specified use or application for which the lubricating composition is intended
    • C10N2040/50—Medical uses

Definitions

  • the invention relates to equipment compositions containing lubricants based on polyalkylene glycols, which are used for the lubrication of refrigeration machines, Heat pumps and related equipment, such as air conditioners, using carbon dioxide are operated as refrigerants.
  • Carbon dioxide has been used as a refrigeration machine resource since the beginning of modern refrigeration technology.
  • the Linde company built the first compression refrigeration machine in 1881 using carbon dioxide as the refrigerant.
  • Glycerin was used as the lubricant.
  • CFC refrigerants carbon dioxide was hardly used anymore.
  • Polypropylene glycols and polyalkylene glycol copolymers containing propylene oxide monomer units have long been known as lubricants.
  • EP 0 421 765-A1 describes their compatibility with R134a (1,1,1,2-tetrafluoroethane) described as refrigeration machine resources. R134a and carbon dioxide are fundamentally different resources. EP 0 421 765-A1 gives no indication of solubility / miscibility, compatibility, thermal and hydrolytic stability of equipment compositions containing polyalkylene glycols and carbon dioxide.
  • EP 0 017 172-A1 describes polyalkylene glycol-neopentyl polyol esters mixtures disclosed as a lubricant for compressors.
  • EP 0 017 172-A1 gives none Reference to refrigeration machines or the use of lubricants in refrigeration machine resources.
  • EP 0 861 883-A2, WO 98/08912, EP 0 908 509-A1, EP 0 844 299-A1 and EP 0 959 121-A1 have an earlier seniority, but are only after the priority date of the present application published and thus as Article 54 (3) documents only to be evaluated in terms of novelty.
  • a refrigerant which is in the consists essentially of carbon dioxide
  • polyalkyl ken glycols which contain at least 40% propylene oxide monomer units.
  • Refrigerants such as fluorine / chlorine or fluorine hydrocarbons have increased operating pressures and operating temperatures (or ⁇ p 's and ⁇ T' s) required high demands on sealing materials, moving parts and lubricants put. This is especially true for refrigeration systems operating in a transcritical Cyclic process operated.
  • Polyalkylene glycols have already been used as lubricants for both processes proposed (see e.g. Lubricants for Carbon Dioxide; U. Hesse, H.O.Spauschus in Refrigeration Science and Technology, Proceedings, Aarhus Denmark 3-6 Sept. 1996, ISSN 0 151 163).
  • the compression cycle takes place Go through states in which the carbon dioxide as a refrigerant both in the subcritical (subcritical) as well as in supercritical (supercritical) Area.
  • CO 2 behaves very differently with regard to the solubility properties.
  • Subcritical CO 2 is polar, while CO 2 is non-polar in the supercritical range.
  • the polyalkylene glycols according to the invention are soluble in CO 2 for higher mass fractions of lubricants over the entire temperature range from the critical temperature T k to below -55 ° C. With smaller proportions of lubricants, the polyalkylene glycols are no longer or only partially soluble in carbon dioxide.
  • the polyalkylene glycols have hydrogen, alkyl, aryl, alkylaryl, aryloxy, Alkoxy, alkylaryloxy and / or hydroxy end groups (c).
  • the end groups of the alkyl or aryl type preferably have 1 to 8, particularly preferably 1 to 4, Carbon atoms. In the latter case, these are alkyl and / or alkoxy end groups.
  • the polyalkylene glycols according to the invention are thus either homopolymers, namely polypropylene glycol (or polypropylene oxide), or copolymers, terpolymers etc. further containing monomer units of type (b).
  • the monomer units can have a statistical distribution or a block structure exhibit.
  • the monomer units of type (b) contained at least 5% in the polymer chain.
  • the monomer units of type (b) are preferably ethylene oxide and / or butylene oxide units.
  • the polyalkylene glycols according to the invention can be obtained by reacting alcohols, including the polyalcohols, as starter compounds with alkylene oxides such as ethylene oxide, propylene oxide and / or butylene oxide. This have only one free hydroxyl group as the end group after the reaction. Polyalkylene glycols with only one hydroxy group are compared to those with two preferred free hydroxyl groups.
  • hygroscopicity and compatibility are polyalkylene glycols, e.g. after a further etherification step none free hydroxyl groups have more.
  • polyalkylene glycols which average molecular weights of 400 to 3000 g / mol, particularly preferably of Have 1000 to 2000 g / mol.
  • the polyalkylene glycols according to the invention are distinguished by densities of more than 940 kg / m 3 , and preferably even more than 1000 kg / m 3 , and moreover surprisingly also have the properties listed above, which are required for use as a refrigerating machine oil in combination with carbon dioxide as a refrigerant are.
  • Polyalkylene glycols with a density of over 940 kg / m 3 are particularly suitable under these conditions. Practical tests have shown, however, that those with higher densities, above about 1000 kg / m 3, worked even better. This can be explained by a faster settling of the polyalkylene glycols according to the invention when complete solubility in the carbon dioxide refrigerant is no longer ensured.
  • additives customary in the equipment compositions such as Wear improvers, anti-foaming agents, antioxidants such as alkylated phenolic Antioxidants such as especially Irganox® L101, viscosity index improver, Corrosion protection agents or high-pressure additives, such as in particular Phosphate esters may be included.
  • esters or ester mixtures are also preferred, independently of one another, whose acid component according to (1) (a), based on the total carboxylic acid group concentration, consists of at least 60 mol% of n-pentanoic acid; whose acid component according to (1) (b) consists predominantly of branched monocarboxylic acids, particularly preferably of 5 to 40 mol% of branched monocarboxylic acids, based on the total carboxylic acid group concentration.
  • the acid components remaining for the complete esterification of all hydroxyl groups consist of linear C5 to C10 monocarboxylic acids.
  • all the hydroxyl groups of the alcohol component are completely esterified in the ester or the ester mixture.
  • the neopentyl glycol esters according to the invention preferably have densities above 940 kg / m 3 , generally even above 1000 kg / m 3 .
  • the inventive Polyalkylene glycols used together with neopentyl polyol esters as lubricants which are predominantly, i.e. more than 90%, preferably about 100%, branched C5 to C10 acid groups, particularly preferably branched C8 to C10 acid groups.
  • neopentyl polyol esters which are predominantly, i.e. more than 90%, preferably about 100%, branched C5 to C10 acid groups, particularly preferably branched C8 to C10 acid groups.
  • the proportion of the polyalkylene glycols according to the invention is preferably at least 20% by weight, particularly preferably at least 40% by weight, based on the Lubricant content (i.e. the lubricants without refrigerants and additives) in the resource composition.
  • the percentage of neopentyl polyol esters as Lubricants differ when using lubricant mixtures Compound classes preferably 20 to 60% by weight, particularly preferably 40 to 60% by weight, based in each case on the proportion of lubricant in the equipment composition.
  • FIG. 1 shows the viscosity / vapor pressure / temperature behavior of a mixture of carbon dioxide and the polyalkylene glycol Triton GL-220® from DEA Mineraloel AG (butanol-started polypropylene oxide).

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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)

Abstract

La présente invention porte sur des composés de carburant comprenant du lubrifiant à base de polyalkylène glycols, qui conviennent pour lubrifier des machines frigorifiques, des pompes à chaleur et des installations apparentées, pour lesquelles le carburant requis est du dioxyde de carbone.

Claims (15)

  1. Composition de consommables pour machines frigorifiques contenant en tant qu'agent frigorifique des dioxydes de carbone et de polyalkylène-glycol respectivement leurs mélanges, les polyalkylène-glycols se composant par rapport à la chaíne de polymères
    (a) d'au moins 40 % de préférence au moins 60 % d'unités monomères issues des unités monomères du type (-CH(CH3)-CH2-O) et ou (-CH2-CH(CH3)-O-) et
    (b) d'un reste d'unités monomères du type (-R-O-), R étant un groupe d'alkyl saturé, linéaire ou ramifié, avec 2 à 6 atomes de carbone, et porte le cas échéant 1 à 2 autres groupes oxy (-O- ) et pouvant être différent pour chaque unité monomère,
    (c) présente des groupes terminaux qui sont
    (i) des groupes terminaux d'hydrogène et/ou d'hydroxy et/ou
    (ii) d'alkyl, d'aryl, d'alkylaryl, d'aryloxy, d'alkoxy et/ou d'alkylaryloxy,
    l'agent frigorifique se composant essentiellement de dioxyde de carbone,
  2. Composition de consommables selon la revendication 1, caractérisée en ce que la composition de consommables contient des polyalkylène-glycols respectivement leurs mélanges,
    (c) qui comportent des groupes terminaux qui
    (i) sont des groupes terminaux d'hydrogène et/ou d'hydroxy et/ou
    (ii) d'alkyl, d'aryl, d'alkylaryl, d'aryloxy, d'alkoxy et/ou d'alkylaryloxy avec 1 à 8, de préférence 1 ou 4 atomes de carbone.
  3. Composition de consommables selon l'une des revendications précédentes, caractérisée en ce que la composition de consommables contient des polyalkylène-glycols respectivement leurs mélanges, dont les unités de monomère du type (b) représentent au moins 5 % des unités de monomère de la molécule.
  4. Composition de consommables selon l'une des revendications précédentes, caractérisée en ce que la composition de consommables contient des polyalkylène-glycols respectivement leurs mélanges, dont les unités de monomère du type (b) sont des unités d'oxyde d'éthylène et/ou d'oxyde de butylène respectivement ont été fabriquées à partir de ces dernières.
  5. Composition de consommables selon l'une des revendications précédentes, caractérisée en ce que la composition de consommables contient des polyalkylène-glycols respectivement leurs mélanges, qui ne présentent par molécule qu'un groupe libre d'hydroxy.
  6. Composition de consommables selon l'une des revendications 1 à 4, caractérisée en ce que la composition de consommables contient des polyalkylène-glycols respectivement leurs mélanges, qui ne présentent aucun groupe libre d'hydroxy.
  7. Composition de consommables selon l'une des revendications précédentes, caractérisée en ce que la composition de consommables contient des polyalkylène-glycols respectivement leurs mélanges, qui présentent un poids moléculaire moyen de 400 à 3000 g/mol, particulièrement préféré de 1000 à 2000 g/mol.
  8. Composition de consommables selon l'une des revendications précédentes, caractérisée en ce que la composition de consommables contient en outre des esters ou des mélanges d'ester, les esters étant des neopentyl polyol esters.
  9. Composition de consommables selon la revendication 8, caractérisée en ce que les neopentyl polyol esters se composent
    (1) d'un composant d'acide, les composants d'acide,
    (a) par rapport à la concentration totale du groupe d'acide carbonique, se composant d'au moins 40 % en poids molaire d'acide de pentane et
    (b) pour le reste d'acides de monocarbone C6 à C10 linéaires ou ramifiés et/ou d'acides de monocarbone ramifiés C5 et
    (2) d'un composant d'alcool avec 4 à 8 groupes d'hydroxy, d'un, deux ou de trois atomes de carbone quaternaires, de 5 à 21 atomes de carbones et de 0 à 4 liaisons d'éther.
  10. Composition de consommables selon la revendication 8, caractérisée en ce que les neopentyl polyol esters se composent
    (1) d'un composant d'acide C5 à C10, les composants d'acide, par rapport à la concentration totale du groupe d'acide carbonique, se composant d'au moins 90 % en poids molaire d'acide de carbone ramifié et
    (2) d'un composant d'alcool avec 4 à 8 groupes d'hydroxy, d'un, de deux ou de trois atomes de carbone quaternaires, de 5 à 21 atomes de carbone et de 0 à 4 liaisons d'éther.
  11. Composition de consommables selon l'une des revendications précédentes, caractérisée en ce que la composition de consommables contient des polyalkylène-glycols ou des mélanges de polyalkylène-glycol/ester, respectivement selon l'une des revendications précédentes, qui présente une densité supérieure à 940 kg/m3, de préférence supérieure à 1000 kg/m3.
  12. Composition de consommables selon l'one des revendications précédentes, caractérisée en ce que la composition de consommables contient en tant que lubrifiant des polyalkylène-glycols selon l'une des revendications 1 à 7, ou des mélanges de polyalkylène-glycol/ester, selon l'une des revendications 8 à 11.
  13. Utilisation des polyalkylène-glycols ou des polyalkylène-glycols selon l'une des revendications précédentes comme lubrifiant dans des machines frigorifiques qui fonctionnent au dioxyde de carbone.
  14. Utilisation selon la revendication 13, caractérisée en ce que le consommable est amené dans un cycle transcritique.
  15. Utilisation selon la revendication 13, caractérisée en ce que le consommable est amené dans un cycle subcritique.
EP98932037A 1997-05-07 1998-04-29 Polyalkylene glycols comme lubrifiant de machines frigorifiques au co 2 Expired - Lifetime EP0980416B2 (fr)

Applications Claiming Priority (5)

Application Number Priority Date Filing Date Title
DE19719132A DE19719132A1 (de) 1997-05-07 1997-05-07 Polyol-Ester als Schmiermittel für CO¶2¶-Kältemaschinen
DE19719132 1997-05-07
DE19719430A DE19719430C1 (de) 1997-05-12 1997-05-12 Polyalkylenglykole als Schmiermittel für CO¶2¶-Kältemaschinen
DE19719430 1997-05-12
PCT/DE1998/001196 WO1998050499A2 (fr) 1997-05-07 1998-04-29 Polyalkylene glycols comme lubrifiant de machines frigorifiques au co¿2?

Publications (3)

Publication Number Publication Date
EP0980416A2 EP0980416A2 (fr) 2000-02-23
EP0980416B1 true EP0980416B1 (fr) 2003-07-09
EP0980416B2 EP0980416B2 (fr) 2009-06-10

Family

ID=26036370

Family Applications (1)

Application Number Title Priority Date Filing Date
EP98932037A Expired - Lifetime EP0980416B2 (fr) 1997-05-07 1998-04-29 Polyalkylene glycols comme lubrifiant de machines frigorifiques au co 2

Country Status (6)

Country Link
EP (1) EP0980416B2 (fr)
AR (1) AR012666A1 (fr)
AU (1) AU8208998A (fr)
DE (2) DE19880588D2 (fr)
DK (1) DK0980416T4 (fr)
WO (1) WO1998050499A2 (fr)

Cited By (2)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US7811071B2 (en) 2007-10-24 2010-10-12 Emerson Climate Technologies, Inc. Scroll compressor for carbon dioxide refrigerant
US7861541B2 (en) 2004-07-13 2011-01-04 Tiax Llc System and method of refrigeration

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TW546372B (en) 1998-12-11 2003-08-11 Idemitsu Kosan Co Refrigerator oil composition, and method of using the composition for lubrication
TW574368B (en) * 1999-06-21 2004-02-01 Idemitsu Kosan Co Refrigerator oil for carbon dioxide refrigerant
JP2001073945A (ja) * 1999-08-31 2001-03-21 Sanyo Electric Co Ltd 密閉型電動圧縮機
JP4705743B2 (ja) * 1999-12-28 2011-06-22 出光興産株式会社 二酸化炭素冷媒用冷凍機油組成物
MY125381A (en) * 2000-03-10 2006-07-31 Sanyo Electric Co Refrigerating device utilizing carbon dioxide as a refrigerant.
JP2002194368A (ja) * 2000-10-17 2002-07-10 Nippon Mitsubishi Oil Corp 冷凍機油
DE10209987A1 (de) * 2002-03-07 2003-09-25 Clariant Gmbh Thermisch stabile Polyalkylenglykole als Schmiermittel für Kältemaschinen
JP5779668B2 (ja) * 2014-01-07 2015-09-16 Ｊｘ日鉱日石エネルギー株式会社 二酸化炭素冷媒用冷凍機油及び冷凍機用流体組成物

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WO1997003153A1 (fr) * 1995-07-10 1997-01-30 Idemitsu Kosan Co., Ltd. Huile pour refrigerateur et procede de lubrification y faisant appel
WO1997049787A1 (fr) * 1996-06-25 1997-12-31 Idemitsu Kosan Co., Ltd. Composition d'huile pour refrigerateurs
WO1998008912A1 (fr) * 1996-08-30 1998-03-05 Imperial Chemical Industries Plc Compositions refrigerantes
WO1998023710A1 (fr) * 1996-11-27 1998-06-04 Idemitsu Kosan Co., Ltd. Composition d'huile lubrifiante pour refrigerateurs et procede de lubrification a l'aide de cette composition
EP0861883A2 (fr) * 1997-02-27 1998-09-02 Idemitsu Kosan Co., Ltd. Composition d'huile pour machine frigorifique

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GB9516909D0 (en) † 1995-08-18 1995-10-18 Ici Plc Refrigerant compositions
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WO1997003153A1 (fr) * 1995-07-10 1997-01-30 Idemitsu Kosan Co., Ltd. Huile pour refrigerateur et procede de lubrification y faisant appel
WO1997049787A1 (fr) * 1996-06-25 1997-12-31 Idemitsu Kosan Co., Ltd. Composition d'huile pour refrigerateurs
WO1998008912A1 (fr) * 1996-08-30 1998-03-05 Imperial Chemical Industries Plc Compositions refrigerantes
WO1998023710A1 (fr) * 1996-11-27 1998-06-04 Idemitsu Kosan Co., Ltd. Composition d'huile lubrifiante pour refrigerateurs et procede de lubrification a l'aide de cette composition
EP0861883A2 (fr) * 1997-02-27 1998-09-02 Idemitsu Kosan Co., Ltd. Composition d'huile pour machine frigorifique

Cited By (2)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US7861541B2 (en) 2004-07-13 2011-01-04 Tiax Llc System and method of refrigeration
US7811071B2 (en) 2007-10-24 2010-10-12 Emerson Climate Technologies, Inc. Scroll compressor for carbon dioxide refrigerant

Also Published As

Publication number Publication date
DE59808991D1 (de) 2003-08-14
DK0980416T4 (da) 2009-10-12
AR012666A1 (es) 2000-11-08
EP0980416A2 (fr) 2000-02-23
DE19880588D2 (de) 2000-04-13
WO1998050499A2 (fr) 1998-11-12
EP0980416B2 (fr) 2009-06-10
WO1998050499A3 (fr) 1999-02-04
DK0980416T3 (da) 2003-10-20
AU8208998A (en) 1998-11-27

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