WO2001057165A1 - Refrigerant lubricant composition comprising a foam-inducing additive - Google Patents

Refrigerant lubricant composition comprising a foam-inducing additive Download PDF

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Publication number
WO2001057165A1
WO2001057165A1 PCT/GB2001/000255 GB0100255W WO0157165A1 WO 2001057165 A1 WO2001057165 A1 WO 2001057165A1 GB 0100255 W GB0100255 W GB 0100255W WO 0157165 A1 WO0157165 A1 WO 0157165A1
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WO
WIPO (PCT)
Prior art keywords
lubricant composition
foam
composition according
lubricant
additive
Prior art date
Application number
PCT/GB2001/000255
Other languages
English (en)
French (fr)
Inventor
Stephen Boyde
Original Assignee
Imperial Chemical Industries Plc
Priority date (The priority date 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 date listed.)
Filing date
Publication date
Application filed by Imperial Chemical Industries Plc filed Critical Imperial Chemical Industries Plc
Priority to EP01902469A priority Critical patent/EP1252278B1/en
Priority to DE60123386T priority patent/DE60123386D1/de
Priority to JP2001557984A priority patent/JP2003522254A/ja
Priority to AU2001230330A priority patent/AU2001230330A1/en
Publication of WO2001057165A1 publication Critical patent/WO2001057165A1/en
Priority to US10/207,178 priority patent/US20030040445A1/en

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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
    • C10M169/041—Mixtures of base-materials and additives the additives being macromolecular compounds only
    • 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
    • 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
    • C10M105/02—Well-defined hydrocarbons
    • C10M105/06—Well-defined hydrocarbons aromatic
    • 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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    • 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
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    • C10M147/00—Lubricating compositions characterised by the additive being a macromolecular compound containing halogen
    • C10M147/04—Monomer containing carbon, hydrogen, halogen and oxygen
    • C—CHEMISTRY; METALLURGY
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    • C10M171/008—Lubricant compositions compatible with refrigerants
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    • C10M2203/00—Organic non-macromolecular hydrocarbon compounds and hydrocarbon fractions as ingredients in lubricant compositions
    • C10M2203/06—Well-defined aromatic compounds
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    • C10M2203/06—Well-defined aromatic compounds
    • C10M2203/065—Well-defined aromatic compounds used as base material
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    • C10M2207/281—Esters of (cyclo)aliphatic monocarboxylic acids
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    • C10M2209/02—Macromolecular compounds obtained by reactions only involving carbon-to-carbon unsaturated bonds
    • C10M2209/04—Macromolecular compounds obtained by reactions only involving carbon-to-carbon unsaturated bonds containing monomers having an unsaturated radical bound to an alcohol or ester thereof; bound to an aldehyde, ketonic, ether, ketal or acetal radical
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    • C10M2209/062—Vinyl esters of saturated carboxylic or carbonic acids, e.g. vinyl acetate
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    • C10N2040/00—Specified use or application for which the lubricating composition is intended
    • C10N2040/30—Refrigerators lubricants or compressors lubricants
    • 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
    • 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
    • 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
    • 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
    • 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
    • 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
    • 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
    • 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 lubricant composition and its use in refrigeration systems
  • More polar, HFC-compatible, synthetic lubricant compositions are used.
  • suitable base fluids for such synthetic lubricant compositions are polyalkylene glycols, polyol esters, polyvinyl ethers and alkylbenzenes. It has been found that mixtures of HFC refrigerant gases and such synthetic lubricant compositions tend to show a much lower inherent foaming tendency than CFC mixtures with mineral oil based lubricant compositions; for example see Chapter 5 of "Foaming Characteristics of Refrigerant/Lubricant Mixtures", reference number DOE/CE/23810-88a which reported work supported by the US Department of Energy and was prepared for The Air-Conditioning and Refrigeration Technology Institute in March 1998.
  • a foaming additive is silicon based, for example organosiloxanes or silicones.
  • WO95/12649 discloses a lubricant composition comprising a synthetic polyol ester lubricant and a foam density-increasing additive for use in a refrigerator system with at least one compressor and a halocarbon refrigerant gas, preferably an HFC.
  • the foam density-increasing additive is preferably a siloxane but may also be a halogenated aliphatic polymeric ester (for example Fluorad FC430 available from 3M) and is found to both increase the foam density and control vapour evolution from the compressor.
  • a halogenated aliphatic polymeric ester for example Fluorad FC430 available from 3M
  • EP 0590238 A1 discloses a compressor for compressing an HFC refrigerant which is characterised by the presence of a lubricant composition consisting of a pentaerythntol ester and a siloxane foaming additive wherein an oil foam layer is created during compressor operation to reduce compressor noise.
  • JP10088173 A2 discloses lubricant compositions for refrigeration compressors for noise reduction comprising HFC refrigerants, ester oil lubricants with at least 2 ester bonds, a hydrolytic stabiliser, an antioxidant and 0.001 - 0.01 wt. % of silicone oils.
  • the present invention provides a lubricant composition comprising; a) a synthetic lubricant base oil; and b) a foam-inducing additive, which comprises a polyether having the formula
  • R is a partially or fully halogenated alkyl group having 1 to 10 carbon atoms and wherein adjacent R groups may be the same or different n is in the rangel to 1000 and X and Y are end groups.
  • partially halogenated we mean that at least one hydrogen atom of the alkyl group has been replaced by a halogen atom.
  • at least one hydrogen atom in each of the carbon atoms of the alkyl group has been replaced by a halogen atom, more preferably all of the hydrogen atoms of the alkyl group have been replaced by halogen atoms so that R is a fully halogenated alkyl group.
  • the halogen atom is a fluorine atom. Especially preferred is when fluorine atoms have replaced all of the hydrogen atoms of the alkyl group.
  • the alkyl group, R may be branched or straight chained and it may be saturated or unsaturated.
  • R preferably has 1 to 7 carbon atoms, more preferably 1 to 4 carbon atoms.
  • examples of preferred R include -CF 2 - , -CF 2 CF 2 -, - CF(CF 3 )-, -CF(CF 3 )CF 2 -, -CF 2 CF 2 CF 2 - and -CF 2 CF 2 CF 2 -.
  • R can be chosen such that the polyether is a block, random or graft copolymer or a homopolymer.
  • n is preferably in the range from 1 to 100, more preferably from 1 to 50. n may be the same or different for the R groups.
  • the polyether backbone has two end groups, X and Y
  • at least one of the end groups X and Y comprises at least one functionalised group
  • Types of functionalised groups include hydroxyl, ester, ethoxylated hydroxyl, ethoxylated ester, both organic and inorganic, amine, cyano, and amide
  • the or each functionalised group may be positioned on the end group so as to be directly linked to the polyether backbone, or it may be positioned at the extremity of the end group away from the polyether backbone, or it may be positioned within the backbone of the end group
  • the functionalised group is positioned at the extremity of the end group away from the polyether backbone
  • Other groups that may be present within the or each end group include alkyl and haloalkyl, in particular fluoralkyl
  • the end group is such that it confers solubility of the foam-inducmg additive in the synthetic lubricant base oil
  • the foam-inducing additive preferably has a molecular weight between 100 and 10000 atomic units, more preferably between 200 and 5000 atomic units It is present at a level of between 0 0001 to 1 0% by weight in the lubricant composition, preferably at a level of between 0.0001 to 0.05%
  • the synthetic lubricant base oil is selected such that the lubricant composition is compatible with HFC refrigerant gases
  • it is selected from alkylbenzenes, polyvinyl ethers, polyalkylene glycols and esters
  • the synthetic lubricant base oil is an ester, more preferably an ester which is a derivative of a polyol, preferably an aliphatic hydrocarbon-based polyol, having from 2 to 6 hydroxyl groups and, preferably, from 3 to 12 carbon atoms
  • Suitable poiyols include neopentyl glycol, pentaerythntol, t ⁇ methylolpropane, dit ⁇ methylolpropane and dipentaeryth ⁇ tol
  • the ester is derived from the reaction of such a polyol with one or more linear or branched, saturated or unsaturated monocarboxylic acids having from 3 to 12 carbon atoms and optionally one or more linear or branched, saturated or unsaturated poly
  • Suitable lubricant compositions include the EMKARATE RL range of refrigeration lubricants available from Uniqema, a business of Imperial Chemical Industries pic
  • the synthetic lubricant base oils for these lubricant compositions are derived from pentaerythntol or oligomers thereof and/or neopentyl glycol reacted with linear and/or branched acids (or their este ⁇ fiable derivatives) having from 5 to 10 carbon atoms
  • the synthetic lubricant base oil has a viscosity at 40°C from 2 to 500cSt
  • the lubricant composition has a viscosity at 40°C from 2 to 500cSt
  • the lubricant composition may further comprise other foaming additives, for example organosiloxanes or silicones If present, such other foaming additives are at a level of between 0 0001 to 1 0% by weight in the lubricant composition, preferably at a level of between 0 0001 to 0 1%, more preferably at a level between 0 0001 to 0 05%
  • the lubricant composition may also comprise other functional lubricant additives Suitable additives include antioxidants, antiwear additives, extreme pressure agents, acid scavengers, stabilisers, surfactants, viscosity index improvers, corrosion inhibitors, metal deactivators or passivators, lubricity improvers or oihness agents and friction modifiers
  • the present invention provides for use of a
  • R is a partially or fully halogenated alkyl group having 1 to 10 carbon atoms and wherein adjacent R groups may be the same or different n is in the rangel to 1000 and
  • the refrigerant in the refrigerant system suitably comprises a hydrochlorofluorocarbon (HCFC), an HFC or a blend of refrigerants containing at least one HFC, HCFC or both
  • HCFC hydrochlorofluorocarbon
  • Suitable HFC gases include R134a (1 ,1 ,1 2-tetrafluoroethane) R-32 (difluoromethane) R-125 (1 ,1 ,1 ,2,2-pentafluoroethane) R-152a (1 1 - difluoroethane) and R-143a (1 ,1 ,1-t ⁇ fluoroethane)
  • hydrocarbons preferably with 1 to 6 carbon atoms
  • fluo ⁇ nated hydrocarbons and other refrigerants for example carbon dioxide or ammonia
  • the foaming tendency and foam stability of 200mls of a lubricant composition comprising EMKARATE RL 22H ex ICI and various levels of foam- inducing additive, Fomblin HC-OH ex Ausimont (HOCH 2 CF 2 ⁇ -(CF 2 CF 2 0) P - (CF 2 ⁇ ) q -CF 2 CH 2 OH), were measured at room temperature (24 5 °C)
  • the foaming tendency of the lubricant composition was determined using the standard test method ASTM D-892-97, Standard Test Method for Foaming Characteristics of Lubricating Oils The test determines the foam tendency in terms of the volume of foam produced by bubbling air through 200mls of the lubricant composition
  • the foam stability is the time taken in seconds for the foam to disappear
  • Example 1 was repeated except that R134a was bubbled through the lubricant composition instead of air The results are shown in Table 2
  • Example 1 was repeated except the Fomblin HC-OH was replaced by Fluorohnk E10 (H(OCH 2 CH 2 ) n OCH 2 CF 2 ⁇ -(CF 2 CF 2 O)p-(CF 2 ⁇ ) q -CF 2 CH 2 O(CH 2 CH 2 O) n H) ex Ausimont The results are shown in Table 3 Table 1
  • FS1265 is trifluoromethyl siloxane ex Dow.
  • Fomblin Y Lvac is a perfluoroalkylether of molecular weight about 2400 ex Ausimont
  • Example 6 Example 1 was repeated using 250ppm Fomblin HC-OH and the addition of 120ppm of 50cSt Silicone Fluid SWS-101 50 ex Akrochem The results are shown in Table 6

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  • Chemical & Material Sciences (AREA)
  • Oil, Petroleum & Natural Gas (AREA)
  • Chemical Kinetics & Catalysis (AREA)
  • General Chemical & Material Sciences (AREA)
  • Organic Chemistry (AREA)
  • Health & Medical Sciences (AREA)
  • Emergency Medicine (AREA)
  • Engineering & Computer Science (AREA)
  • Lubricants (AREA)
PCT/GB2001/000255 2000-01-31 2001-01-24 Refrigerant lubricant composition comprising a foam-inducing additive WO2001057165A1 (en)

Priority Applications (5)

Application Number Priority Date Filing Date Title
EP01902469A EP1252278B1 (en) 2000-01-31 2001-01-24 Refrigerant lubricant compositions comprising a foam-inducing additive
DE60123386T DE60123386D1 (de) 2000-01-31 2001-01-24 Schaumerzeugungsadditiv enthaltende kältemaschinenschmiermittelzusammensetzungen
JP2001557984A JP2003522254A (ja) 2000-01-31 2001-01-24 気泡誘導剤を含む冷媒潤滑剤組成物
AU2001230330A AU2001230330A1 (en) 2000-01-31 2001-01-24 Refrigerant lubricant composition comprising a foam-inducing additive
US10/207,178 US20030040445A1 (en) 2000-01-31 2002-07-30 Refrigerant lubrificant composition comprising a foam-inducing additive

Applications Claiming Priority (2)

Application Number Priority Date Filing Date Title
GB0001981.0 2000-01-31
GBGB0001981.0A GB0001981D0 (en) 2000-01-31 2000-01-31 Refrigerant lubricant compositions

Related Child Applications (1)

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US10/207,178 Continuation US20030040445A1 (en) 2000-01-31 2002-07-30 Refrigerant lubrificant composition comprising a foam-inducing additive

Publications (1)

Publication Number Publication Date
WO2001057165A1 true WO2001057165A1 (en) 2001-08-09

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US (1) US20030040445A1 (enrdf_load_stackoverflow)
EP (1) EP1252278B1 (enrdf_load_stackoverflow)
JP (2) JP2003522254A (enrdf_load_stackoverflow)
KR (1) KR100675248B1 (enrdf_load_stackoverflow)
CN (1) CN1210387C (enrdf_load_stackoverflow)
AT (1) ATE340840T1 (enrdf_load_stackoverflow)
AU (1) AU2001230330A1 (enrdf_load_stackoverflow)
DE (1) DE60123386D1 (enrdf_load_stackoverflow)
ES (1) ES2270978T3 (enrdf_load_stackoverflow)
GB (1) GB0001981D0 (enrdf_load_stackoverflow)
MY (1) MY136416A (enrdf_load_stackoverflow)
TW (1) TWI225515B (enrdf_load_stackoverflow)
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Cited By (3)

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JP2008266656A (ja) * 2008-07-04 2008-11-06 Tonengeneral Sekiyu Kk 潤滑油組成物
DE10348584B4 (de) * 2002-11-19 2009-11-12 General Motors Corp., Detroit Fluide für automatische Getriebe und deren Verwendung
EP2275509B1 (en) 2003-10-27 2019-07-17 Honeywell International Inc. Use of fluorinated alkene refrigerant compositions

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US7759532B2 (en) 2006-01-13 2010-07-20 E.I. Du Pont De Nemours And Company Refrigerant additive compositions containing perfluoropolyethers
TW200738861A (en) * 2006-01-13 2007-10-16 Du Pont Refrigerant additive compositions containing perfluoropolyethers
US8188323B2 (en) * 2006-01-13 2012-05-29 E.I. Du Pont De Nemours And Company Refrigerant compositions containing perfluoropolyethers
US8101094B2 (en) 2006-09-01 2012-01-24 E. I. Du Pont De Nemours And Company Terpene, terpenoid, and fullerene stabilizers for fluoroolefins

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EP0590238A1 (en) * 1992-09-30 1994-04-06 Tecumseh Products Company Method of making foam in an energy efficient compressor
WO1995012649A1 (en) * 1993-11-06 1995-05-11 Castrol Limited Lubrication of refrigeration compressors

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EP0590238A1 (en) * 1992-09-30 1994-04-06 Tecumseh Products Company Method of making foam in an energy efficient compressor
WO1995012649A1 (en) * 1993-11-06 1995-05-11 Castrol Limited Lubrication of refrigeration compressors

Cited By (3)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
DE10348584B4 (de) * 2002-11-19 2009-11-12 General Motors Corp., Detroit Fluide für automatische Getriebe und deren Verwendung
EP2275509B1 (en) 2003-10-27 2019-07-17 Honeywell International Inc. Use of fluorinated alkene refrigerant compositions
JP2008266656A (ja) * 2008-07-04 2008-11-06 Tonengeneral Sekiyu Kk 潤滑油組成物

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Publication number Publication date
KR100675248B1 (ko) 2007-01-29
ATE340840T1 (de) 2006-10-15
MY136416A (en) 2008-09-30
KR20020068545A (ko) 2002-08-27
AU2001230330A1 (en) 2001-08-14
TWI225515B (en) 2004-12-21
CN1210387C (zh) 2005-07-13
EP1252278A1 (en) 2002-10-30
US20030040445A1 (en) 2003-02-27
GB0001981D0 (en) 2000-03-22
JP5767130B2 (ja) 2015-08-19
DE60123386D1 (de) 2006-11-09
ES2270978T3 (es) 2007-04-16
EP1252278B1 (en) 2006-09-27
JP2003522254A (ja) 2003-07-22
CN1396949A (zh) 2003-02-12
JP2012132014A (ja) 2012-07-12

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