WO2005049761A1 - Refrigerant compositions comprising uv fluorescent dye and solubilizing agent - Google Patents

Refrigerant compositions comprising uv fluorescent dye and solubilizing agent Download PDF

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Publication number
WO2005049761A1
WO2005049761A1 PCT/US2004/038041 US2004038041W WO2005049761A1 WO 2005049761 A1 WO2005049761 A1 WO 2005049761A1 US 2004038041 W US2004038041 W US 2004038041W WO 2005049761 A1 WO2005049761 A1 WO 2005049761A1
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WIPO (PCT)
Prior art keywords
carbon atoms
refrigerant
composition
aliphatic
hydrocarbon radicals
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.)
Ceased
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PCT/US2004/038041
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English (en)
French (fr)
Inventor
Martin D. Drigotas
Thomas J. Leck
David J. Bateman
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.)
EIDP Inc
Original Assignee
EI Du Pont de Nemours and Co
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 EI Du Pont de Nemours and Co filed Critical EI Du Pont de Nemours and Co
Priority to CA002543992A priority Critical patent/CA2543992A1/en
Priority to EP04810976A priority patent/EP1682629A1/en
Priority to JP2006539962A priority patent/JP2007511645A/ja
Priority to AU2004291897A priority patent/AU2004291897A1/en
Priority to BRPI0415806-7A priority patent/BRPI0415806A/pt
Publication of WO2005049761A1 publication Critical patent/WO2005049761A1/en
Anticipated expiration legal-status Critical
Priority to NO20062745A priority patent/NO20062745L/no
Ceased 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
    • 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
    • C09—DYES; PAINTS; POLISHES; NATURAL RESINS; ADHESIVES; COMPOSITIONS NOT OTHERWISE PROVIDED FOR; APPLICATIONS OF MATERIALS NOT OTHERWISE PROVIDED FOR
    • C09K—MATERIALS FOR MISCELLANEOUS APPLICATIONS, NOT PROVIDED FOR ELSEWHERE
    • C09K5/00—Heat-transfer, heat-exchange or heat-storage materials, e.g. refrigerants; Materials for the production of heat or cold by chemical reactions other than by combustion
    • C—CHEMISTRY; METALLURGY
    • C09—DYES; PAINTS; POLISHES; NATURAL RESINS; ADHESIVES; COMPOSITIONS NOT OTHERWISE PROVIDED FOR; APPLICATIONS OF MATERIALS NOT OTHERWISE PROVIDED FOR
    • C09K—MATERIALS FOR MISCELLANEOUS APPLICATIONS, NOT PROVIDED FOR ELSEWHERE
    • C09K5/00—Heat-transfer, heat-exchange or heat-storage materials, e.g. refrigerants; Materials for the production of heat or cold by chemical reactions other than by combustion
    • C09K5/02—Materials undergoing a change of physical state when used
    • C09K5/04—Materials undergoing a change of physical state when used the change of state being from liquid to vapour or vice versa
    • C—CHEMISTRY; METALLURGY
    • C09—DYES; PAINTS; POLISHES; NATURAL RESINS; ADHESIVES; COMPOSITIONS NOT OTHERWISE PROVIDED FOR; APPLICATIONS OF MATERIALS NOT OTHERWISE PROVIDED FOR
    • C09K—MATERIALS FOR MISCELLANEOUS APPLICATIONS, NOT PROVIDED FOR ELSEWHERE
    • C09K5/00—Heat-transfer, heat-exchange or heat-storage materials, e.g. refrigerants; Materials for the production of heat or cold by chemical reactions other than by combustion
    • C09K5/02—Materials undergoing a change of physical state when used
    • C09K5/04—Materials undergoing a change of physical state when used the change of state being from liquid to vapour or vice versa
    • C09K5/041—Materials undergoing a change of physical state when used the change of state being from liquid to vapour or vice versa for compression-type refrigeration systems
    • C09K5/044—Materials undergoing a change of physical state when used the change of state being from liquid to vapour or vice versa for compression-type refrigeration systems comprising halogenated compounds
    • C09K5/045—Materials undergoing a change of physical state when used the change of state being from liquid to vapour or vice versa for compression-type refrigeration systems comprising halogenated compounds containing only fluorine as halogen
    • 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
    • C10M2203/00—Organic non-macromolecular hydrocarbon compounds and hydrocarbon fractions as ingredients in lubricant compositions
    • C10M2203/06—Well-defined aromatic 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
    • C10M2203/00—Organic non-macromolecular hydrocarbon compounds and hydrocarbon fractions as ingredients in lubricant compositions
    • C10M2203/06—Well-defined aromatic compounds
    • C10M2203/065—Well-defined aromatic compounds 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
    • C10M2203/00—Organic non-macromolecular hydrocarbon compounds and hydrocarbon fractions as ingredients in lubricant compositions
    • C10M2203/10—Petroleum or coal fractions, e.g. tars, solvents, bitumen
    • C10M2203/1006—Petroleum or coal fractions, e.g. tars, solvents, bitumen 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
    • C10M2203/00—Organic non-macromolecular hydrocarbon compounds and hydrocarbon fractions as ingredients in lubricant compositions
    • C10M2203/10—Petroleum or coal fractions, e.g. tars, solvents, bitumen
    • C10M2203/102—Aliphatic fractions
    • C10M2203/1025—Aliphatic fractions 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
    • C10M2203/00—Organic non-macromolecular hydrocarbon compounds and hydrocarbon fractions as ingredients in lubricant compositions
    • C10M2203/10—Petroleum or coal fractions, e.g. tars, solvents, bitumen
    • C10M2203/106—Naphthenic fractions
    • C10M2203/1065—Naphthenic fractions 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
    • C10M2205/00—Organic macromolecular hydrocarbon compounds or fractions, whether or not modified by oxidation as ingredients in lubricant compositions
    • C10M2205/02—Organic macromolecular hydrocarbon compounds or fractions, whether or not modified by oxidation as ingredients in lubricant compositions containing acyclic monomers
    • C10M2205/0206—Organic macromolecular hydrocarbon compounds or fractions, whether or not modified by oxidation as ingredients in lubricant compositions containing acyclic monomers 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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    • C10M2205/00—Organic macromolecular hydrocarbon compounds or fractions, whether or not modified by oxidation as ingredients in lubricant compositions
    • C10M2205/02—Organic macromolecular hydrocarbon compounds or fractions, whether or not modified by oxidation as ingredients in lubricant compositions containing acyclic monomers
    • C10M2205/028—Organic macromolecular hydrocarbon compounds or fractions, whether or not modified by oxidation as ingredients in lubricant compositions containing acyclic monomers containing aliphatic monomers having more than four carbon atoms
    • C10M2205/0285—Organic macromolecular hydrocarbon compounds or fractions, whether or not modified by oxidation as ingredients in lubricant compositions containing acyclic monomers containing aliphatic monomers having more than four carbon atoms 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
    • C10M2205/00—Organic macromolecular hydrocarbon compounds or fractions, whether or not modified by oxidation as ingredients in lubricant compositions
    • C10M2205/22—Alkylation reaction products with aromatic type compounds, e.g. Friedel-crafts
    • C10M2205/223—Alkylation reaction products with aromatic type compounds, e.g. Friedel-crafts 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
    • C10M2207/00—Organic non-macromolecular hydrocarbon compounds containing hydrogen, carbon and oxygen as ingredients in lubricant compositions
    • C10M2207/04—Ethers; Acetals; Ortho-esters; Ortho-carbonates
    • 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
    • C10M2207/08—Aldehydes; Ketones
    • 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
    • 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
    • C10M2207/2835—Esters of polyhydroxy compounds 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
    • C10M2207/00—Organic non-macromolecular hydrocarbon compounds containing hydrogen, carbon and oxygen as ingredients in lubricant compositions
    • C10M2207/28—Esters
    • C10M2207/284—Esters of aromatic 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
    • C10M2209/00—Organic macromolecular compounds containing oxygen as ingredients in lubricant compositions
    • C10M2209/02—Macromolecular compounds obtained by reactions only involving carbon-to-carbon unsaturated bonds
    • C10M2209/04—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
    • C10M2209/043—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 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
    • C—CHEMISTRY; METALLURGY
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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
    • C10M2209/1033—Polyethers, i.e. containing di- or higher polyoxyalkylene groups 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
    • C10M2211/00—Organic non-macromolecular compounds containing halogen as ingredients in lubricant compositions
    • C10M2211/02—Organic non-macromolecular compounds containing halogen as ingredients in lubricant compositions containing carbon, hydrogen and halogen only
    • C—CHEMISTRY; METALLURGY
    • C10—PETROLEUM, GAS OR COKE INDUSTRIES; TECHNICAL GASES CONTAINING CARBON MONOXIDE; FUELS; LUBRICANTS; PEAT
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    • C10M2211/00—Organic non-macromolecular compounds containing halogen as ingredients in lubricant compositions
    • C10M2211/04—Organic non-macromolecular compounds containing halogen as ingredients in lubricant compositions containing carbon, hydrogen, halogen, and oxygen
    • C10M2211/042—Alcohols; Ethers; Aldehydes; Ketones
    • 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
    • C10M2215/00—Organic non-macromolecular compounds containing nitrogen as ingredients in lubricant Compositions
    • C10M2215/08—Amides [having hydrocarbon substituents containing less than thirty carbon atoms]
    • C—CHEMISTRY; METALLURGY
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    • C10M2215/00—Organic non-macromolecular compounds containing nitrogen as ingredients in lubricant Compositions
    • C10M2215/086—Imides [having hydrocarbon substituents containing less than thirty carbon atoms]
    • C—CHEMISTRY; METALLURGY
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    • C10M2215/00—Organic non-macromolecular compounds containing nitrogen as ingredients in lubricant Compositions
    • C10M2215/16—Nitriles
    • C—CHEMISTRY; METALLURGY
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    • C10M2219/00—Organic non-macromolecular compounds containing sulfur, selenium or tellurium as ingredients in lubricant compositions
    • C10M2219/10—Heterocyclic compounds containing sulfur, selenium or tellurium compounds in the ring
    • C10M2219/102—Heterocyclic compounds containing sulfur, selenium or tellurium compounds in the ring containing sulfur and carbon only in the ring
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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
    • C10N2020/09—Characteristics associated with water
    • C10N2020/097—Refrigerants
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    • C10N2020/101—Containing Hydrofluorocarbons
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    • C10N2020/103—Containing Hydrocarbons
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    • C10N—INDEXING SCHEME ASSOCIATED WITH SUBCLASS C10M RELATING TO LUBRICATING COMPOSITIONS
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    • C10N2020/09—Characteristics associated with water
    • C10N2020/097—Refrigerants
    • C10N2020/105—Containing Ammonia
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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
    • C10N2040/30—Refrigerators lubricants or compressors lubricants

Definitions

  • the present invention relates to refrigerant compositions comprising refrigerant, ultraviolet (UV) fluorescent dye and solubilizing agent that enable introduction of leak detectant UV fluorescent dye as solution of dye in refrigerant. Additionally, said compositions may contain a lubricant. Further, the present invention relates to methods for introducing dye, methods for solubilizing dye, methods for detecting leaks and methods for producing refrigeration and heat using the compositions described herein.
  • UV ultraviolet
  • Hydrofluorocarbon (HFC) refrigerants have been adopted by the refrigeration and air conditioning industry as replacements for the chlorofluorocarbon (CFC) and hydrochlorofluorocarbon (HCFC) refrigerants, which have been found to contribute to the destruction of the stratospheric ozone layer.
  • CFC chlorofluorocarbon
  • HCFC hydrochlorofluorocarbon
  • the ability to detect leaks in any refrigeration or air conditioning apparatus is highly desirable in order to avoid costly recharging of refrigerant to the apparatus and reduce emissions to the atmosphere. Due to the numerous possible locations of leaks within an air conditioning apparatus, a means of identifying the location of a leak is also needed.
  • Ultra-violet (UV) fluorescent dyes have been used as leak detectants in CFC, HCFC and HFC refrigeration and air conditioning apparatus.
  • the UV fluorescent dye could be dissolved in the refrigerant itself thereby not requiring any specialized method for introduction to the refrigeration or air conditioning apparatus.
  • the present invention relates to compositions of refrigerant and UV fluorescent dye, which may be introduced into the system as a solution of dye in the refrigerant.
  • the inventive compositions will allow the storage and transport of dye- containing refrigerant even at low temperatures while maintaining the dye in solution.
  • the present invention relates to a leak-detectable refrigerant composition, said composition comprising: at least one refrigerant; at least one ultraviolet fluorescent dye; at least one solubilizing agent; and optionally, at least one lubricant, said lubricant being suitable for use in compression refrigeration or air conditioning apparatus.
  • the present invention further relates to a method for introducing an ultraviolet fluorescent dye into a compression refrigeration or air conditioning apparatus, said method comprising dissolving the ultraviolet fluorescent dye in the refrigerant in the presence of the solubilizing agent, and introducing the combination into said compression refrigeration or air conditioning apparatus.
  • the present invention further relates to a method for solubilizing ultraviolet fluorescent dye in refrigerant, said method comprising contacting the ultraviolet fluorescent dye with said refrigerant , in the presence of a solubilizing agent.
  • the refrigerant of the present invention is selected from the group consisting of hydrofluorocarbons, fluoroethers, hydrocarbons, DME, CO 2 , NH 3 , and mixtures thereof.
  • the hydrofluorocarbon refrigerants of the present invention contain at least one carbon atom, at least one hydrogen atom and at least one fluorine atom.
  • hydrofluorocarbons having 1-6 carbon atoms containing at least one fluorine atom and having a normal boiling point of from -90°C to 80°C.
  • Hydrofluorocarbon refrigerants are commercial products available from a number of sources such as E. I. du Pont de Nemours & Co., Fluoroproducts, Wilmington, DE, 19898, USA, or are available from custom chemical synthesis companies such as PCR Inc., P.O. Box 1466, Gainesville, Florida, 32602, USA, and additionally by synthetic processes disclosed in art such as The Journal of Fluorine Chemistry, or Chemistry of Organic Fluorine Compounds, edited by Milos Hudlicky, published by The MacMillan Company, New York, N.Y., 1962.
  • hydrofluorocarbon refrigerants include but are not limited to: CHF 3 (HFC-23), CH 2 F 2 (HFC-32), CH3F (HFC-41), CHF 2 CF 3 (HFC- 125), CHF 2 CHF 2 (HFC-134), CH 2 FCF 3 (HFC-134a), CHF 2 CH 2 F (HFC143), CF 3 CH 3 (HFC-143a), CHF 2 CH 3 (HFC-152a), CH 2 FCH 3 (HFC-161), CHF 2 CF 2 CF 3 (HFC-227ca), CF 3 CFHCF 3 (HFC-227ea), CHF 2 CF 2 CHF 2 (HFC-236ca), CH 2 FCF 2 CF 3 (HFC-236cb), CHF 2 CHFCF 3 (HFC-236ea), CF 3 CH 2 CF 3 (HFC-236fa), CH 2 FCF 2 CHF 2 (HFC-245ca), CH 3 CF 2 CF 3 (HFC- 245cb),
  • Hydrofluorocarbon refrigerants of the present invention may further comprise the azeotropic and azeotrope-like compositions, including HFC- 125/HFC-143a/HFC-134a (known by the ASHRAE designation, R-404A), HFC-32/HFC-125/HFC-134a (known by ASHRAE designations, R-407A, R-407B, and R-407C), HFC-32/HFC-125 (R-410A), and HFC-125/HFC- 143a (known by the ASHRAE designation: R-507) and others.
  • the fluoroether refrigerants of the present invention may comprise compounds similar to hydrofluorocarbons, which also contain at least one ether group oxygen atom.
  • the fluoroether refrigerants include but are not limited to C 4 F 9 OCH 3 , and C 4 F 9 OC 2 H 5 (both available from 3MTM, St. Paul, Minnesota).
  • the refrigerants of the present invention may further comprise carbon dioxide (CO 2 ), ammonia (NH 3 ), dimethyl ether (DME) or hydrocarbon refrigerants, which contain only carbon and hydrogen atoms.
  • Such hydrocarbon refrigerants include but are not limited to propane, propylene, cyclopropane, n-butane, isobutane, cyclobutane, n-pentane, iso-pentane (2-methylbutane), neo-pentane (2,2-dimethylpropane), cyclopentane.
  • the hydrocarbon refrigerants may also be mixtures of more than one hydrocarbon compound.
  • “ultra-violet” dye is meant any fluorescent dye that absorbs light in the ultraviolet or "near" ultraviolet region of the electromagnetic spectrum. The fluorescence produced by the UV fluorescent dye under illumination by an UV light that emits radiation with wavelength anywhere from 10 nanometer to 750 nanometer may be detected visually.
  • UV fluorescent dyes include but are not limited to naphthalimides, perylenes, coumarins, anthracenes, phenanthracenes, xanthenes, thioxanthenes, naphthoxanthenes, fluoresceins, and derivatives or mixtures thereof. Many of said UV fluorescent dyes are described in the art. The most preferred UV dyes for leak detection applications are perylenes and naphthalimides. Perylenes fluoresce a brilliant yellow color when illuminated with long wave ultraviolet lamps.
  • Lubricants of the present invention may comprise those conventionally used in compression refrigeration apparatus utilizing chlorofluorocarbon refrigerants. Such lubricants and their properties are discussed in the 1990 ASHRAE Handbook, Refrigeration Systems and Applications, chapter 8, titled “Lubricants in Refrigeration Systems", pages 8.1 through 8.21. Lubricants of the present invention may comprise those commonly known as "mineral oils” in the field of compression refrigeration lubrication. Mineral oils comprise paraffins (i.e. straight chain and branched carbon-chain, saturated hydrocarbons), naphthenes (i.e. cyclic paraffins) and aromatics (i.e.
  • Lubricants of the present invention further comprise those commonly known as "synthetic oils" in the field of compression refrigeration lubrication.
  • Synthetic oils comprise alkylaryls (i.e. linear and branched alkyl alkylbenzenes), synthetic paraffins and napthenes, and poly-alpha- olefins).
  • Representative conventional lubricants of the present invention are the commercially available BVM 100 N (paraffinic mineral oil sold by BVA Oils), Suniso® 3GS (napthenic mineral oil sold by Crompton Co.), Sontex® 372LT (napthenic mineral oil sold by Pennzoil), Calumet® RO-30 (napthenic mineral oil sold by Calument Lubricants), Zerol® 75 and Zerol® 150 (linear alkylbenzenes sold by Scheve Chemicals) and HAB 22 (branched alkylbenzene sold by Nippon Oil).
  • Lubricants of the present invention may further comprise those, which have been designed for use with hydrofluorocarbon refrigerants and are miscible with refrigerants of the present invention under compression refrigeration and air-conditioning apparatus' operating conditions.
  • Such lubricants and their properties are discussed in "Synthetic Lubricants and High-Performance Fluids", R. L. Shubkin, editor, Marcel Dekker, 1993.
  • Such lubricants include, but are not limited to, polyol esters (POEs), polyalkylene glycols (PAGs), and polyvinyl ethers (PVEs).
  • Lubricants of the present invention are selected by considering a given compressor's requirements and the environment to which the lubricant will be exposed.
  • Lubricants of the present invention preferably have a kinematic viscosity of at least about 7 cs (centistokes) at 40°C.
  • Solubilizing agents of the present invention comprise any compound found to enhance solubility of the UV dye in the refrigerant.
  • the solubilizing agents of the present invention include compounds selected from the group consisting of hydrocarbons, dimethylether, polyoxyalkylene glycol ethers, amides, ketones, nitriles, chlorocarbons, esters, lactones, aryl ethers, fluoroethers, 1 ,1,1-trifluoroalkanes, and mixtures thereof.
  • the solubilizing agent may only be a different hydrocarbon.
  • the hydrocarbon solubilizing agents of the present invention further comprise hydrocarbons including straight chained, branched chain or cyclic alkanes or alkenes containing 5 or fewer carbon atoms and only hydrogen with no other functional groups.
  • Hydrocarbon solubilizing agents include but are not limited to propane, propylene, cyclopropane, n- butane, isobutane, n-pentane, isopentane (2-methylbutane), neopentane (2,2-dimethylpropane), cyclopentane and mixtures thereof.
  • Solubilizing agents of the present invention further comprise dimethyl ether (DME).
  • DME dimethyl ether
  • the polyoxyalkylene glycol ether solubilizing agents of the present invention comprise polyoxyalkylene glycol ethers represented by the formula R 1 [(OR 2 ) x OR 3 ] y , wherein: x is an integer from 1-3; y is an integer from 1-4; R 1 is selected from hydrogen and aliphatic hydrocarbon radicals having 1 to 6 carbon atoms and y bonding sites; R 2 is selected from aliphatic hydrocarbylene radicals having from 2 to 4 carbon atoms; R 3 is selected from hydrogen and aliphatic and alicyclic hydrocarbon radicals having from 1 to 6 carbon atoms; at least one of R 1 and R 3 is said hydrocarbon radical; and wherein said polyoxyalkylene glycol ethers have a molecular weight of from about 100 to about 300 atomic
  • x is preferably 1-2; y is preferably 1 ; R 1 and R 3 are preferably independently selected from hydrogen and aliphatic hydrocarbon radicals having 1 to 4 carbon atoms; R 2 is preferably selected from aliphatic hydrocarbylene radicals having from 2 or 3 carbon atoms, most preferably 3 carbon atoms; the polyoxyalkylene glycol ether molecular weight is preferably from about 100 to about 250 atomic mass units, most preferably from about 125 to about 250 atomic mass units.
  • the R 1 and R 3 hydrocarbon radicals having 1 to 6 carbon atoms may be linear, branched or cyclic.
  • R 1 and R 3 hydrocarbon radicals include methyl, ethyl, propyl, isopropyl, butyl, isobutyl, sec-butyl, terf-butyl, pentyl, isopentyl, neopentyl, terf-pentyl, cyclopentyl, and cyclohexyl.
  • R 1 and R 3 are preferably aliphatic hydrocarbon radicals having 1 to 4 carbon atoms, most preferably 1 carbon atom.
  • the R 2 aliphatic hydrocarbylene radicals having from 2 to 4 carbon atoms form repeating oxyalkylene radicals - (OR 2 ) x - that include oxyethylene radicals, oxypropylene radicals, and oxybutylene radicals.
  • the oxyalkylene radical comprising R 2 in one polyoxyalkylene glycol ether solubilizing agent molecule may be the same, or one molecule may contain different R 2 oxyalkylene groups.
  • the present polyoxyalkylene glycol ether solubilizing agents preferably comprise at least one oxypropylene radical.
  • R 1 is an aliphatic or alicyclic hydrocarbon radical having 1 to 6 carbon atoms and y bonding sites
  • the radical may be linear, branched or cyclic.
  • Representative R 1 aliphatic hydrocarbon radicals having two bonding sites include, for example, an ethylene radical, a propylene radical, a butylene radical, a pentylene radical, a hexylene radical, a cyclopentylene radical and a cyclohexylene radical.
  • R 1 aliphatic hydrocarbon radicals having three or four bonding sites include residues derived from polyalcohols, such as trimethylolpropane, glycerin, pentaerythritol, 1,2,3-trihydroxycyclohexane and 1 ,3,5-trihydroxycyclohexane, by removing their hydroxyl radicals.
  • Representative polyoxyalkylene glycol ether solubilizing agents include but are not limited to: CH 3 OCH 2 CH(CH 3 )O(H or CH 3 ) (propylene glycol methyl (or dimethyl) ether), CH 3 O[CH 2 CH(CH 3 )O] 2 (H or CH 3 )
  • the amide solubilizing agents of the present invention comprise amides represented by the formulae R 1 CONR 2 R 3 and cyclo-[R 4 CON(R 5 )-], wherein R 1 , R 2 , R 3 and R 5 are independently selected from aliphatic and alicyclic hydrocarbon radicals having from 1 to 12 carbon atoms; R 4 is selected from aliphatic hydrocarbylene radicals having from 3 to 12 carbon atoms; and wherein said amides have a molecular weight of from about 100 to about 300 atomic mass units. The molecular weight of said amides is preferably from about 160 to about 250 atomic mass units.
  • R 1 , R 2 , R 3 and R 5 may optionally include substituted hydrocarbon radicals, that is, radicals containing non-hydrocarbon substituents selected from halogens (e.g., fluorine, chlorine) and alkoxides (e.g. methoxy).
  • R 1 , R 2 , R 3 and R 5 may optionally include heteroatom-substituted hydrocarbon radicals, that is, radicals, which contain the atoms nitrogen (aza-), oxygen (oxa-) or sulfur (thia-) in a radical chain otherwise composed of carbon atoms.
  • amide solubilizing agents consist of carbon, hydrogen, nitrogen and oxygen.
  • R 1 , R 2 , R 3 and R 5 aliphatic and alicyclic hydrocarbon radicals include methyl, ethyl, propyl, isopropyl, butyl, isobutyl, sec-butyl, ferf-butyl, pentyl, isopentyl, neopentyl, tetf-pentyl, cyclopentyl, cyclohexyl, heptyl, octyl, nonyl, decyl, undecyl, dodecyl and their configurational isomers.
  • a preferred embodiment of amide solubilizing agents are those wherein R 4 in the aforementioned formula cyclo-[R 4 CON(R 5 )-] may be represented by the hydrocarbylene radical (CR 6 R 7 ) n , in other words, the formula: cyclo- [(CR 6 R 7 ) n CON(R 5 )-] wherein: the previously-stated values for molecular weight apply; n is an integer from 3 to 5; R 5 is a saturated hydrocarbon radical containing 1 to 12 carbon atoms; R 6 and R 7 are independently selected (for each n) by the rules previously offered defining R 1"3 .
  • R 6 and R 7 are preferably hydrogen, or contain a single saturated hydrocarbon radical among the n methylene units, and R 5 is a saturated hydrocarbon radical containing 3 to 12 carbon atoms.
  • R 5 is a saturated hydrocarbon radical containing 3 to 12 carbon atoms.
  • amide solubilizing agents include but are not limited to: l-octylpyrrolidin-2-one, 1-decylpyrrolidin-2-one, 1-octyl-5- methylpyrrolidin-2-one, 1-butylcaprolactam, 1-cyclohexylpyrrolidin-2-one, 1 -butyl-5-methylpiperid-2-one, 1 -pentyl-5-methylpiperid-2-one, 1 - hexylcaprolactam, 1-hexyl-5-methylpyrrolidin-2-one, 5-methyl-1- pentylpiperid-2-one, 1 ,3-dimethylpiperid-2-one, 1-methylcaprolactam, 1- butyl-pyrrolidin-2-one, 1 ,5-dimethylpiperid-2-one, 1-decyl-5- methylpyrrolidin-2-one, 1-dodecylpyrrolid-2-one, N,N-dibutylformamide and N,N
  • the ketone solubilizing agents of the present invention comprise ketones represented by the formula R 1 COR 2 , wherein R 1 and R 2 are independently selected from aliphatic, alicyclic and aryl hydrocarbon radicals having from 1 to 12 carbon atoms, and wherein said ketones have a molecular weight of from about 70 to about 300 atomic mass units.
  • R 1 and R 2 in said ketones are preferably independently selected from aliphatic and alicyclic hydrocarbon radicals having 1 to 9 carbon atoms.
  • the molecular weight of said ketones is preferably from about 100 to 200 atomic mass units.
  • R 1 and R 2 may together form a hydrocarbylene radical connected and forming a five, six, or seven-membered ring cyclic ketone, for example, cyclopentanone, cyclohexanone, and cycloheptanone.
  • R 1 and R 2 may optionally include substituted hydrocarbon radicals, that is, radicals containing non-hydrocarbon substituents selected from halogens (e.g., fluorine, chlorine) and alkoxides (e.g. methoxy).
  • R 1 and R 2 may optionally include heteroatom-substituted hydrocarbon radicals, that is, radicals, which contain the atoms nitrogen (aza-), oxygen (keto-, oxa-) or sulfur (thia-) in a radical chain otherwise composed of carbon atoms.
  • heteroatom-substituted hydrocarbon radicals that is, radicals, which contain the atoms nitrogen (aza-), oxygen (keto-, oxa-) or sulfur (thia-) in a radical chain otherwise composed of carbon atoms.
  • no more than three non-hydrocarbon substituents and heteroatoms, and preferably no more than one, will be present for each 10 carbon atoms in R 1 and R 2 , and the presence of any such non- hydrocarbon substituents and heteroatoms must be considered in applying the aforementioned molecular weight limitations.
  • R 1 and R 2 aliphatic, alicyclic and aryl hydrocarbon radicals in the general formula R 1 COR 2 include methyl, ethyl, propyl, isopropyl, butyl, isobutyl, sec-butyl, terf-butyl, pentyl, isopentyl, neopentyl, terf-pentyl, cyclopentyl, cyclohexyl, heptyl, octyl, nonyl, decyl, undecyl, dodecyl and their configu rational isomers, as well as phenyl, benzyl, cumenyl, mesityl, tolyl, xylyl and phenethyl.
  • ketone solubilizing agents include but are not limited to: 2-butanone, 2-pentanone, acetophenone, butyrophenone, hexanophenone, cyclohexanone, cycloheptanone, 2-heptanone, 3- heptanone, 5-methyl-2-hexanone, 2-octanone, 3-octanone, diisobutyl ketone, 4-ethylcyclohexanone, 2-nonanone, 5-nonanone, 2-decanone, 4- decanone, 2-decalone, 2-tridecanone, dihexyl ketone and dicyclohexyl ketone.
  • the nitrile solubilizing agents of the present invention further comprise nitriles represented by the formula R 1 CN, wherein R 1 is selected from aliphatic, alicyclic or aryl hydrocarbon radicals having from 5 to 12 carbon atoms, and wherein said nitriles have a molecular weight of from about 90 to about 200 atomic mass units.
  • R 1 in said nitrile solubilizing agents is preferably selected from aliphatic and alicyclic hydrocarbon radicals having 8 to 10 carbon atoms.
  • the molecular weight of said nitrile solubilizing agents is preferably from about 120 to about 140 atomic mass units.
  • R 1 may optionally include substituted hydrocarbon radicals, that is, radicals containing non-hydrocarbon substituents selected from halogens (e.g., fluorine, chlorine) and alkoxides (e.g. methoxy).
  • R 1 may optionally include heteroatom-substituted hydrocarbon radicals, that is, radicals, which contain the atoms nitrogen (aza-), oxygen (keto-, oxa-) or sulfur (thia-) in a radical chain otherwise composed of carbon atoms.
  • R 1 aliphatic, alicyclic and aryl hydrocarbon radicals in the general formula R 1 CN include pentyl, isopentyl, neopentyl, terf-pentyl, cyclopentyl, cyclohexyl, heptyl, octyl, nonyl, decyl, undecyl, dodecyl and their configurational isomers, as well as phenyl, benzyl, cumenyl, mesityl, tolyl, xylyl and phenethyl.
  • nitrile solubilizing agents include but are not limited to: 1-cyanopentane, 2,2-dimethyl-4-cyanopentane, 1-cyanohexane, 1- cyanoheptane, 1 -cyanooctane, 2-cyanooctane, 1-cyanononane, 1- cyanodecane, 2-cyanodecane, 1-cyanoundecane and 1-cyanododecane.
  • the chlorocarbon solubilizing agents of the present invention comprise chlorocarbons represented by the formula RCI X , wherein; x is selected from the integers 1 or 2; R is selected from aliphatic and alicyclic hydrocarbon radicals having 1 to 12 carbon atoms; and wherein said chlorocarbons have a molecular weight of from about 100 to about 200 atomic mass units.
  • the molecular weight of said chlorocarbon solubilizing agents is preferably from about 120 to 150 atomic mass units.
  • R aliphatic and alicyclic hydrocarbon radicals in the general formula RCI X include methyl, ethyl, propyl, isopropyl, butyl, isobutyl, sec-butyl, terf-butyl, pentyl, isopentyl, neopentyl, te/if-pentyl, cyclopentyl, cyclohexyl, heptyl, octyl, nonyl, decyl, undecyl, dodecyl and their configurational isomers.
  • chlorocarbon solubilizing agents include but are not limited to: 3-(chloromethyl)pentane, 3-chloro-3-methylpentane, 1- chlorohexane, 1 ,6-dichlorohexane, 1-chloroheptane, 1-chlorooctane, 1- chlorononane, 1-chlorodecane, and 1 ,1 ,1-trichIorodecane.
  • the ester solubilizing agents of the present invention comprise esters represented by the general formula R 1 CO 2 R 2 , wherein R 1 and R 2 are independently selected from linear and cyclic, saturated and unsaturated, alkyl and aryl radicals.
  • esters consist essentially of the elements C, H and O, have a molecular weight of from about 80 to about 550 atomic mass units.
  • Representative esters include but are not limited to: (CH ⁇ CHC ⁇ OO ⁇ CH ⁇ OCOC ⁇ C ⁇ CHs ⁇ (diisobutyl dibasic ester), ethyl hexanoate, ethyl heptanoate, n-butyl propionate, n-propyl propionate, ethyl benzoate, di-n-propyl phthalate, benzoic acid ethoxyethyl ester, dipropyl carbonate, "Exxate 700" (a commercial C 7 alkyl acetate), "Exxate 800" (a commercial Cs alkyl acetate), dibutyl phthalate, and tert- butyl acetate.
  • the lactone solubilizing agents of the present invention comprise lactones represented by structures [B], [C], and [D]:
  • lactones contain the functional group -CO 2 - in a ring of six (B), or preferably five atoms (C), wherein for structures [B] and [C], Ri through Re are independently selected from hydrogen or linear, branched, cyclic, bicyclic, saturated and unsaturated hydrocarbyl radicals. Each R 1 though Rs may be connected forming a ring with another Ri through R 3 .
  • the lactone may have an exocyclic alkylidene group as in structure [D], wherein Ri through RQ are independently selected from hydrogen or linear, branched, cyclic, bicyclic, saturated and unsaturated hydrocarbyl radicals.
  • the lactone solubilizing agents have a molecular weight range of from about 80 to about 300 atomic mass units, preferred from about 80 to about 200 atomic mass units.
  • Representative lactone solubilizing agents include but are not limited to the compounds listed in Table 1. TABLE 1
  • Lactone solubilizing agents generally have a kinematic viscosity of less than about 7 centistokes at 40°C.
  • gamma- undecalactone has kinematic viscosity of 5.4 centistokes and cis-(3-hexyl- 5-methyl)dihydrofuran-2-one has viscosity of 4.5 centistokes both at 40°C.
  • Lactone additives may be available commercially or prepared by methods as described in copending U. S. patent application no. 10/910,495, filed August 7, 2004, incorporated herein by reference.
  • the aryl ether solubilizing agents of the present invention comprise aryl ethers represented by the formula R 1 OR 2 , wherein: R 1 is selected from aryl hydrocarbon radicals having from 6 to 12 carbon atoms; R 2 is selected from aliphatic hydrocarbon radicals having from 1 to 4 carbon atoms; and wherein said aryl ethers have a molecular weight of from about 100 to about 150 atomic mass units.
  • R 1 aryl radicals in the general formula R 1 OR 2 include phenyl, biphenyl, cumenyl, mesityl, tolyl, xylyl, naphthyl and pyridyl.
  • R 2 aliphatic hydrocarbon radicals in the general formula R 1 OR 2 include methyl, ethyl, propyl, isopropyl, butyl, isobutyl, sec-butyl and terf-butyl.
  • Representative aromatic ether solubilizing agents include but are not limited to: methyl phenyl ether (anisole), 1 ,3-dimethyoxybenzene, ethyl phenyl ether and butyl phenyl ether.
  • the 1 ,1 ,1-trifluoroalkane solubilizing agents of the present invention further comprise 1 ,1 ,1-trifluoroalkanes represented by the general formula CF 3 R 1 , wherein R 1 is selected from aliphatic and alicyclic hydrocarbon radicals having from about 5 to about 15 carbon atoms, preferably primary, linear, saturated, alkyl radicals.
  • Representative 1 ,1 ,1- trifluoroalkane solubilizing agents include but are not limited to: 1 ,1 ,1- trifluorohexane and 1 ,1 ,1-trifluorododecane.
  • the fluoroether solubilizing agents of the present invention comprise fluoroethers represented by the general formula R 1 OCF 2 CF 2 H, wherein R 1 is selected from aliphatic and alicyclic hydrocarbon radicals having from about 5 to about 15 carbon atoms, preferably primary, linear, saturated, alkyl radicals.
  • Representative fluoroether solubilizing agents include but are not limited to: C 8 H 17 OCF 2 CF 2 H and C 6 H ⁇ 3 OCF 2 CF 2 H.
  • Solubilizing agents of the present invention may be present as a single compound, or may be present as a mixture of more than one solubilizing agent.
  • compositions of the present invention may be prepared by any convenient method to combine the desired amount of the individual components. A preferred method is to weigh the desired component amounts and thereafter combine the components in an appropriate vessel. Agitation may be used, if desired.
  • compositions comprising refrigerant, UV fluorescent dye and solubilizing agent, from about 1 to about 50 weight percent, preferably from about 2 to about 25 weight percent, and most preferably from about 5 to about 15 weight percent of the combined composition is solubilizing agent in the refrigerant.
  • the UV fluorescent dye is present in a concentration from about 0.001 weight percent to about 1.0 weight percent in the refrigerant, preferably from 0.005 weight percent to about 0.5 weight percent, and most preferably from 0.01 weight percent to about 0.25 weight percent.
  • Refrigerant and lubricant are present in the concentrations typically used in refrigeration and air conditioning apparatus for satisfactory performance.
  • Commonly used refrigeration system additives may optionally be added, as desired, to compositions of the present invention in order to enhance lubricity and system stability.
  • These additives are generally known within the field of refrigeration compressor lubrication, and include anti wear agents, extreme pressure lubricants, corrosion and oxidation inhibitors, metal surface deactivators, free radical scavengers, foam control agents, and the like. In general, these additives are present only in small amounts relative to the overall lubricant composition. They are typically used at concentrations of from less than about 0.1 weight percent to as much as about 3 weight percent of each additive. These additives are selected on the basis of the individual system requirements.
  • additives may include, but are not limited to, lubrication enhancing additives, such as alkyl or aryl esters of phosphoric acid and of thiophosphates. These include members of the triaryl phosphate family of EP lubricity additives, such as butylated triphenyl phosphates (BTPP), or other alkylated triaryl phosphate esters, e.g. Syn- 0-Ad 8478 from Akzo Chemicals, tricrecyl phosphates and related compounds. Additionally, the metal dialkyl dithiophosphates (e.g.
  • antiwear additives include natural product oils and asymmetrical polyhydroxyl lubrication additives such as Synergol TMS (International Lubricants).
  • stabilizers such as anti oxidants, free radical scavengers, and water scavengers may be employed.
  • Compounds in this category can include, but are not limited to, butylated hydroxy toluene (BHT) and epoxides. Solubilizing agents such as ketones may have an objectionable odor, which can be masked by addition of an odor masking agent or fragrance.
  • odor masking agents or fragrances may include Evergreen, Fresh Lemon, Cherry, Cinnamon, Peppermint, Floral or Orange Peel or sold by Intercontinental Fragrance, as well as d- limonene and pinene.
  • Such odor masking agents may be used at concentrations of from about 0.001 % to as much as about 15% by weight based on the combined weight of odor masking agent and solubilizing agent.
  • Compositions of the present invention may optionally further comprise from about 0.5 to about 50 weight percent (based on total amount of solubilizing agent) of a linear or cyclic aliphatic or aromatic hydrocarbon containing from 6 to 15 carbon atoms.
  • hydrocarbons include hexane, octane, nonane, decane, Isopar® H (a high purity Cn to C- ⁇ 2 iso-paraffinic), Aromatic 150 (a C 9 to C-n aromatic), Aromatic 200 (a C 9 to C 15 aromatic) and Naptha 140. All of these hydrocarbons are sold by Exxon Chemical, USA. Compositions of the present invention may optionally further comprise a polymeric additive.
  • CH 2 C(R 5 )C 6 H 4 XR 6 , wherein X is oxygen or sulfur; R 1 , R 3 , and R 5 are independently selected from the group consisting of H and C 1 -C 4 alkyl radicals; and R 2 , R 4 , and R 6 are independently selected from the group consisting of carbon-chain-based radicals containing C, and F, and may further contain H, Cl, ether oxygen, or sulfur in the form of thioether, sulfoxide, or sulfone groups.
  • polymeric additives include those disclosed in U.S. patent no. 6,299,792, incorporated herein by reference, such as Zonyl® PHS sold by E. I. du Pont de Nemours & Co., Wilmington, DE, 19898, USA.
  • Zonyl® PHS is a random copolymer made by polymerizing 40 weight percent
  • compositions of the present invention may optionally further contain from about 0.01 to 30 weight percent (based on total amount of solubilizing agent) of an additive which reduces the surface energy of metallic copper, aluminum, steel, or other metals found in heat exchangers in a way that reduces the adhesion of lubricants to the metal.
  • metal surface energy reducing additives examples include those disclosed in WIPO PCT publication WO 96/7721 , such as Zonyl® FSA, Zonyl® FSP and Zonyl® FSJ, all of which are products of E. I. du Pont de Nemours and Co.
  • the lubricant circulates more freely through the heat exchangers and connecting tubing in an air conditioning or refrigeration system, instead of remaining as a layer on the surface of the metal. This allows for the increase of heat transfer to the metal and allows efficient return of lubricant to the compressor.
  • the present invention further relates to a method for introducing an ultraviolet fluorescent dye into a compression refrigeration or air conditioning apparatus, said method comprising dissolving the ultraviolet fluorescent dye in the refrigerant, and introducing the combination into said compression refrigeration or air conditioning apparatus.
  • Refrigeration or air-conditioning apparatus include but are not limited to centrifugal chillers, household refrigerator/freezers, residential air-conditioners, automotive air-conditioners, refrigerated transport vehickles, heat pumps, supermarket food coolers and display cases, and cold storage warehouses.
  • the present invention further relates to a method for solubilizing ultraviolet fluorescent dye in refrigerant, said method comprising contacting the ultraviolet fluorescent dye with said refrigerant in the presence of a solubilizing agent.
  • the present invention further relates to a method for detecting leaks, said method comprising using the composition comprising refrigerant, ultraviolet fluorescent dye and solubilizing agent.
  • the method of detecting leaks for refrigeration and air conditioning apparatus with said ultraviolet fluorescent dye containing compositions involves using an ultraviolet lamp, often referred to as a "black light” or "blue light". Such ultraviolet lamps are commercially available from numerous sources specifically designed for this purpose. Once the ultraviolet fluorescent dye containing composition has been introduced to the refrigeration or air conditioning apparatus and has been allowed to circulate throughout the system, a leak can be found by shining said ultraviolet lamp on the apparatus and observing the fluorescence of the dye in the vicinity of any leak point.
  • the present invention further relates to a method of using the leak detectable refrigerant composition of the present invention said method comprising: (i) producing refrigeration by evaporating the leak detectable refrigerant composition in the vicinity of a body to be cooled and thereafter condensing said composition; or (ii) producing heat by condensing the leak detectable refrigerant composition in the vicinity of the body to be heated and thereafter evaporating said composition.
  • UV dye used in all cases was Tracerline® TP3860, a dye concentrate (in lubricant), obtained from Spectronics Corporation (Wesbury, NY).

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