WO1993005002A3 - Gem-dihydropolyfluoroalkanes and monohydropolyfluoroalkenes, processes for their production, and use of gem-dihydropolyfluoroalkanes in cleaning compositions - Google Patents

Gem-dihydropolyfluoroalkanes and monohydropolyfluoroalkenes, processes for their production, and use of gem-dihydropolyfluoroalkanes in cleaning compositions Download PDF

Info

Publication number
WO1993005002A3
WO1993005002A3 PCT/US1992/007147 US9207147W WO9305002A3 WO 1993005002 A3 WO1993005002 A3 WO 1993005002A3 US 9207147 W US9207147 W US 9207147W WO 9305002 A3 WO9305002 A3 WO 9305002A3
Authority
WO
WIPO (PCT)
Prior art keywords
gem
dihydropolyfluoroalkanes
cf3cf2ch2
cf3ch
cf3cf
Prior art date
Application number
PCT/US1992/007147
Other languages
French (fr)
Other versions
WO1993005002A2 (en
Inventor
Velliyur Nott Mallikarjuna Rao
Frank Julian Weigert
Carl George Krespan
Original Assignee
Du Pont
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 Du Pont filed Critical Du Pont
Priority to EP92918892A priority Critical patent/EP0602133A1/en
Priority to JP5505243A priority patent/JPH06510297A/en
Publication of WO1993005002A2 publication Critical patent/WO1993005002A2/en
Publication of WO1993005002A3 publication Critical patent/WO1993005002A3/en

Links

Classifications

    • C—CHEMISTRY; METALLURGY
    • C23—COATING METALLIC MATERIAL; COATING MATERIAL WITH METALLIC MATERIAL; CHEMICAL SURFACE TREATMENT; DIFFUSION TREATMENT OF METALLIC MATERIAL; COATING BY VACUUM EVAPORATION, BY SPUTTERING, BY ION IMPLANTATION OR BY CHEMICAL VAPOUR DEPOSITION, IN GENERAL; INHIBITING CORROSION OF METALLIC MATERIAL OR INCRUSTATION IN GENERAL
    • C23G—CLEANING OR DE-GREASING OF METALLIC MATERIAL BY CHEMICAL METHODS OTHER THAN ELECTROLYSIS
    • C23G5/00—Cleaning or de-greasing metallic material by other methods; Apparatus for cleaning or de-greasing metallic material with organic solvents
    • C23G5/02—Cleaning or de-greasing metallic material by other methods; Apparatus for cleaning or de-greasing metallic material with organic solvents using organic solvents
    • C23G5/028—Cleaning or de-greasing metallic material by other methods; Apparatus for cleaning or de-greasing metallic material with organic solvents using organic solvents containing halogenated hydrocarbons
    • C23G5/02803—Cleaning or de-greasing metallic material by other methods; Apparatus for cleaning or de-greasing metallic material with organic solvents using organic solvents containing halogenated hydrocarbons containing fluorine
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C17/00—Preparation of halogenated hydrocarbons
    • C07C17/07—Preparation of halogenated hydrocarbons by addition of hydrogen halides
    • C07C17/087—Preparation of halogenated hydrocarbons by addition of hydrogen halides to unsaturated halogenated hydrocarbons
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C17/00—Preparation of halogenated hydrocarbons
    • C07C17/25—Preparation of halogenated hydrocarbons by splitting-off hydrogen halides from halogenated hydrocarbons
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C17/00—Preparation of halogenated hydrocarbons
    • C07C17/26—Preparation of halogenated hydrocarbons by reactions involving an increase in the number of carbon atoms in the skeleton
    • C07C17/272—Preparation of halogenated hydrocarbons by reactions involving an increase in the number of carbon atoms in the skeleton by addition reactions
    • C07C17/278—Preparation of halogenated hydrocarbons by reactions involving an increase in the number of carbon atoms in the skeleton by addition reactions of only halogenated hydrocarbons
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C17/00—Preparation of halogenated hydrocarbons
    • C07C17/35—Preparation of halogenated hydrocarbons by reactions not affecting the number of carbon or of halogen atoms in the reaction
    • C07C17/354—Preparation of halogenated hydrocarbons by reactions not affecting the number of carbon or of halogen atoms in the reaction by hydrogenation
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C17/00—Preparation of halogenated hydrocarbons
    • C07C17/35—Preparation of halogenated hydrocarbons by reactions not affecting the number of carbon or of halogen atoms in the reaction
    • C07C17/358—Preparation of halogenated hydrocarbons by reactions not affecting the number of carbon or of halogen atoms in the reaction by isomerisation
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C19/00—Acyclic saturated compounds containing halogen atoms
    • C07C19/08—Acyclic saturated compounds containing halogen atoms containing fluorine
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C21/00—Acyclic unsaturated compounds containing halogen atoms
    • C07C21/02—Acyclic unsaturated compounds containing halogen atoms containing carbon-to-carbon double bonds
    • C07C21/18—Acyclic unsaturated compounds containing halogen atoms containing carbon-to-carbon double bonds containing fluorine
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C23/00—Compounds containing at least one halogen atom bound to a ring other than a six-membered aromatic ring
    • C07C23/02—Monocyclic halogenated hydrocarbons
    • C07C23/08—Monocyclic halogenated hydrocarbons with a five-membered ring
    • C—CHEMISTRY; METALLURGY
    • C11—ANIMAL OR VEGETABLE OILS, FATS, FATTY SUBSTANCES OR WAXES; FATTY ACIDS THEREFROM; DETERGENTS; CANDLES
    • C11D—DETERGENT COMPOSITIONS; USE OF SINGLE SUBSTANCES AS DETERGENTS; SOAP OR SOAP-MAKING; RESIN SOAPS; RECOVERY OF GLYCEROL
    • C11D7/00—Compositions of detergents based essentially on non-surface-active compounds
    • C11D7/50—Solvents
    • C11D7/5004—Organic solvents
    • C11D7/5013—Organic solvents containing nitrogen
    • C—CHEMISTRY; METALLURGY
    • C11—ANIMAL OR VEGETABLE OILS, FATS, FATTY SUBSTANCES OR WAXES; FATTY ACIDS THEREFROM; DETERGENTS; CANDLES
    • C11D—DETERGENT COMPOSITIONS; USE OF SINGLE SUBSTANCES AS DETERGENTS; SOAP OR SOAP-MAKING; RESIN SOAPS; RECOVERY OF GLYCEROL
    • C11D7/00—Compositions of detergents based essentially on non-surface-active compounds
    • C11D7/50—Solvents
    • C11D7/5004—Organic solvents
    • C11D7/5018—Halogenated solvents
    • C—CHEMISTRY; METALLURGY
    • C11—ANIMAL OR VEGETABLE OILS, FATS, FATTY SUBSTANCES OR WAXES; FATTY ACIDS THEREFROM; DETERGENTS; CANDLES
    • C11D—DETERGENT COMPOSITIONS; USE OF SINGLE SUBSTANCES AS DETERGENTS; SOAP OR SOAP-MAKING; RESIN SOAPS; RECOVERY OF GLYCEROL
    • C11D7/00—Compositions of detergents based essentially on non-surface-active compounds
    • C11D7/50—Solvents
    • C11D7/5036—Azeotropic mixtures containing halogenated solvents
    • C11D7/5068—Mixtures of halogenated and non-halogenated solvents
    • C11D7/5077—Mixtures of only oxygen-containing solvents
    • C11D7/5081—Mixtures of only oxygen-containing solvents the oxygen-containing solvents being alcohols only
    • C—CHEMISTRY; METALLURGY
    • C11—ANIMAL OR VEGETABLE OILS, FATS, FATTY SUBSTANCES OR WAXES; FATTY ACIDS THEREFROM; DETERGENTS; CANDLES
    • C11D—DETERGENT COMPOSITIONS; USE OF SINGLE SUBSTANCES AS DETERGENTS; SOAP OR SOAP-MAKING; RESIN SOAPS; RECOVERY OF GLYCEROL
    • C11D7/00—Compositions of detergents based essentially on non-surface-active compounds
    • C11D7/22—Organic compounds
    • C11D7/28—Organic compounds containing halogen
    • C—CHEMISTRY; METALLURGY
    • C11—ANIMAL OR VEGETABLE OILS, FATS, FATTY SUBSTANCES OR WAXES; FATTY ACIDS THEREFROM; DETERGENTS; CANDLES
    • C11D—DETERGENT COMPOSITIONS; USE OF SINGLE SUBSTANCES AS DETERGENTS; SOAP OR SOAP-MAKING; RESIN SOAPS; RECOVERY OF GLYCEROL
    • C11D7/00—Compositions of detergents based essentially on non-surface-active compounds
    • C11D7/22—Organic compounds
    • C11D7/32—Organic compounds containing nitrogen

Abstract

A catalytic process is disclosed for producing fluorine-substituted hydrocarbon products of the formulae RCH2CF2R and RFC=CHR at an elevated temperature, from compounds of the formula RCHFCHFR, where each R is independently selected from the group consisting of -CF3, -CF2CF3 and -CF2CF2CF3 or where both R groups of a formula together are -(CF2)2-, -(CF2)3- or -(CF2)4-. Suitable catalysts include carbon catalysts and catalysts containing at least one compound of a selected metal (e.g., Na, K, Rb, Cs, Y, La, Ce, Pr, Nd, Sm, Cr, Fe, Co, Rh, Ni, Cu, and/or Zn) supported on carbon. The saturated gem-dihydro-products may also be produced by hydrofluorinating the corresponding olefinic product over such catalysts at an elevated temperature, and can be combined with various other miscible solvents to form compositions useful for cleaning. Compounds such as CF3CF2CH2CF2CF3, CF3CF2CH2(CF2)2CF3, CF3CH=CF(CF2)2CF3, CF3CF=CH(CF2)2CF3, CF3CF2CH2(CF2)3CF3, CF3(CF2)2CH2(CF2)2CF3,CF3CH=CF)CF2)3CF3, CF3CF=CH(CF2)3CF3, CF3(CF2)2CH2(CF2)3CF3, CF3CF2CH2(CF2)4CF3, CF3CH=CF(CF2)4CF3, CF3CF=CH(CF2)4CF3, CF3CF2CH=CF(CF2)3CF3, CF3CF2CF=CH(CF2)3CF3 and (a) azeotropic compositions such as azeotrops of CH3CH2CF2CF2CF3 and/or CF3CF2CH2CF2CF3 with methanol, ethanol, or isopropanol are disclosed.
PCT/US1992/007147 1991-08-28 1992-08-28 Gem-dihydropolyfluoroalkanes and monohydropolyfluoroalkenes, processes for their production, and use of gem-dihydropolyfluoroalkanes in cleaning compositions WO1993005002A2 (en)

Priority Applications (2)

Application Number Priority Date Filing Date Title
EP92918892A EP0602133A1 (en) 1991-08-28 1992-08-28 Gem-dihydropolyfluoroalkanes and monohydropolyfluoroalkenes, processes for their production, and use of gem-dihydropolyfluoroalkanes in cleaning compositions
JP5505243A JPH06510297A (en) 1991-08-28 1992-08-28 Gem-dihydropolyfluoroalkanes and monohydropolyfluoroalkanes, methods of their preparation, and use of gem-dihydropolyfluoroalkanes in cleaning compositions

Applications Claiming Priority (2)

Application Number Priority Date Filing Date Title
US751,019 1991-08-28
US07/751,019 US5268122A (en) 1991-08-28 1991-08-28 Gem-dihydropolyfluoroalkanes and monohydropolyfluoroalkenes, processes for their production, and use of gem-dihydropolyfluoroalkanes in cleaning compositions

Publications (2)

Publication Number Publication Date
WO1993005002A2 WO1993005002A2 (en) 1993-03-18
WO1993005002A3 true WO1993005002A3 (en) 1993-05-13

Family

ID=25020134

Family Applications (1)

Application Number Title Priority Date Filing Date
PCT/US1992/007147 WO1993005002A2 (en) 1991-08-28 1992-08-28 Gem-dihydropolyfluoroalkanes and monohydropolyfluoroalkenes, processes for their production, and use of gem-dihydropolyfluoroalkanes in cleaning compositions

Country Status (6)

Country Link
US (2) US5268122A (en)
EP (1) EP0602133A1 (en)
JP (1) JPH06510297A (en)
CN (1) CN1070903A (en)
AU (1) AU2511292A (en)
WO (1) WO1993005002A2 (en)

Families Citing this family (46)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US5531916A (en) * 1990-10-03 1996-07-02 E. I. Du Pont De Nemours And Company Hydrofluorocarbon cleaning compositions
DE69226087T2 (en) * 1991-10-31 1999-02-25 Daikin Ind Ltd SOLVENT COMPOSITION FOR CLEANING AND CLEANING METHOD
US6355113B1 (en) 1991-12-02 2002-03-12 3M Innovative Properties Company Multiple solvent cleaning system
DE69314480T2 (en) * 1992-02-28 1998-04-23 Daikin Ind Ltd METHOD FOR PRODUCING 1,1,1,2,2,4,4,5,5,5, -DECAFLUORPENTANE
JP3407379B2 (en) * 1993-06-10 2003-05-19 ダイキン工業株式会社 Method for producing 1,1,1,3,3-pentafluoropropane
KR100354301B1 (en) * 1993-08-16 2002-12-31 다이낑 고오교 가부시키가이샤 Cleaning solvent composition and a method for cleaning or drying articles
US5578137A (en) * 1993-08-31 1996-11-26 E. I. Du Pont De Nemours And Company Azeotropic or azeotrope-like compositions including 1,1,1,2,3,4,4,5,5,5-decafluoropentane
KR100346677B1 (en) * 1993-10-18 2002-11-07 아사히 가라스 가부시키가이샤 Mixed solvent composition
US5696307A (en) * 1994-01-21 1997-12-09 Alliedsignal Inc. Hydrofluoroalkanes as cleaning and degreasing solvents
US5563304A (en) * 1994-05-26 1996-10-08 E. I. Du Pont De Nemours And Company Production of 1,2-dihydro and 2,2-dihydro hexafluoropropanes and azeotropes thereof with HF
US5597545A (en) * 1994-11-14 1997-01-28 Alliedsignal Inc. Recovery of HF from aqueous streams
US5925611A (en) 1995-01-20 1999-07-20 Minnesota Mining And Manufacturing Company Cleaning process and composition
US5718293A (en) * 1995-01-20 1998-02-17 Minnesota Mining And Manufacturing Company Fire extinguishing process and composition
US6506459B2 (en) 1995-01-20 2003-01-14 3M Innovative Properties Company Coating compositions containing alkoxy substituted perfluoro compounds
US6548471B2 (en) 1995-01-20 2003-04-15 3M Innovative Properties Company Alkoxy-substituted perfluorocompounds
FR2731436B1 (en) * 1995-03-09 1997-04-30 Atochem Elf Sa USE OF HYDROFLUOROALCENES AS CLEANING AGENTS, AND COMPOSITIONS FOR USE THEREOF
JP3783047B2 (en) 1995-12-15 2006-06-07 スリーエム カンパニー Cleaning method and composition
US5750488A (en) * 1996-01-04 1998-05-12 Crc Industries, Inc. Fluorinated cleaning solvents
US5762817A (en) * 1996-04-12 1998-06-09 E. I. Du Pont De Nemours And Company Decafluoropentane compositions
JPH10316597A (en) * 1997-05-15 1998-12-02 Agency Of Ind Science & Technol Fluorinated saturated hydrocarbon
KR100580912B1 (en) * 1997-05-16 2006-05-17 제온 코포레이션 Fluorinated hydrocarbons, detergents, deterging method, polymer-containing fluids, and method of forming polymer films
FR2781499B1 (en) 1998-07-24 2000-09-08 Atochem Elf Sa CLEANING OR DRYING COMPOSITIONS BASED ON 1,1,1,2,3,4,4,5,5,5 - DECAFLUOROPENTANE
US6472574B2 (en) 1999-12-10 2002-10-29 E. I. Du Pont Nemours And Company Production of 1,2-dihydro and 2,2-dihydro hexafluoropropanes and azeotropes thereof with HF
US6699829B2 (en) 2002-06-07 2004-03-02 Kyzen Corporation Cleaning compositions containing dichloroethylene and six carbon alkoxy substituted perfluoro compounds
US7897823B2 (en) * 2004-10-29 2011-03-01 E. I. Du Pont De Nemours And Company Process for production of azeotrope compositions comprising hydrofluoroolefin and hydrogen fluoride and uses of said azeotrope compositions in separation processes
BRPI0619653A2 (en) * 2005-11-01 2011-10-11 Du Pont blowing agents, plasticized mass, premixable foamable composition and polyisocyanate based foamable composition
US7709438B2 (en) * 2005-11-01 2010-05-04 E. I. Du Pont De Nemours And Company Azeotrope compositions comprising nonafluoropentene and hydrogen fluoride and uses thereof
US7476771B2 (en) * 2005-11-01 2009-01-13 E.I. Du Pont De Nemours + Company Azeotrope compositions comprising 2,3,3,3-tetrafluoropropene and hydrogen fluoride and uses thereof
US7385094B2 (en) 2005-11-01 2008-06-10 E.I. Du Pont De Nemours And Company Azeotrope compositions comprising tridecafluoro-3-heptene and hydrogen fluoride and uses thereof
US7700004B2 (en) * 2005-11-01 2010-04-20 E.I. Du Pont De Nemours And Company Solvent compositions comprising unsaturated fluorinated hydrocarbons
US7902410B2 (en) * 2005-11-03 2011-03-08 Honeywell International Inc. Process for the manufacture of fluorinated alkanes
US7560602B2 (en) * 2005-11-03 2009-07-14 Honeywell International Inc. Process for manufacture of fluorinated olefins
CN103274895B (en) * 2005-11-03 2016-06-15 霍尼韦尔国际公司 The preparation method of fluorinated organic compounds
ES2392591T3 (en) * 2006-03-31 2012-12-12 E.I. Du Pont De Nemours And Company Co-production of hydrofluoroolefins
CN101479217B (en) 2006-06-27 2013-02-06 纳幕尔杜邦公司 Tetrafluoropropene production processes
US8044252B2 (en) * 2006-07-13 2011-10-25 E.I. Du Pont De Nemours And Company Catalytic isomerization between E and Z isomers of 1,2,3,3,3-pentafluoropropene
US8067650B2 (en) * 2006-08-24 2011-11-29 Honeywell International Inc. Process for the production of HFO trans-1234ze from HFC-245fa
EP2059492A1 (en) * 2006-09-05 2009-05-20 E.I. Du Pont De Nemours And Company 1,2,3,3,3-pentafluoropropene production processes
KR20100040880A (en) * 2007-06-27 2010-04-21 알케마 인코포레이티드 Two step process for the manufacture of hydrofluoroolefins
KR20110133616A (en) 2007-09-13 2011-12-13 알케마 인코포레이티드 A method of preparing a combination of z and e stereoisomers of hydrofluoroolefins
JP5292826B2 (en) * 2008-01-24 2013-09-18 ユニマテック株式会社 Fluoroalkyl alcohol mixture and process for producing the same
SG10201707156RA (en) * 2008-05-07 2017-10-30 Du Pont Compositions comprising 1,1,1,2,3-pentafluoropropane or 2,3,3,3- tetrafluoropropene
CN102671680B (en) * 2012-05-16 2014-05-07 临海市利民化工有限公司 Fluorination catalyst for preparing pentafluoroethane and preparation method and application of fluorination catalyst
AU2013289204B2 (en) 2012-07-10 2018-05-10 The Regents Of The University Of California Methods of inducing anesthesia
WO2022160762A1 (en) 2021-02-01 2022-08-04 Fujian Yongjing Technology Co., Ltd New industrial process for manufacturing of perfluoropentane (pfp)
CN115537832A (en) * 2022-08-31 2022-12-30 深圳市鑫承诺环保产业股份有限公司 Hydrocarbon cleaning agent for cleaning surface of metal piece and preparation method thereof

Citations (4)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US2975220A (en) * 1958-11-13 1961-03-14 Pennsalt Chemicals Corp Fluorinated organic compounds
EP0376686A1 (en) * 1988-12-28 1990-07-04 E.I. Du Pont De Nemours And Company Isomerization of saturated fluorohydrocarbons
EP0431458A1 (en) * 1989-12-07 1991-06-12 Daikin Industries, Limited Cleaning composition
EP0458279A2 (en) * 1990-05-21 1991-11-27 Japan as represented by Director-General, Agency of Industrial Science and Technology Cleaning solvent

Family Cites Families (23)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US2917559A (en) * 1958-09-11 1959-12-15 Allied Chem Hydrofluorination of propylene
US2999815A (en) * 1960-08-11 1961-09-12 Du Pont Azeotropic composition
US2999817A (en) * 1960-08-15 1961-09-12 Du Pont Azeotropic composition
GB1046095A (en) * 1963-06-03 1966-10-19 Du Pont Improvements relating to polymers of perfluorinated monomers
US3520786A (en) * 1966-12-29 1970-07-14 Union Carbide Corp Preparation of cycloalkanes
US3573213A (en) * 1968-01-18 1971-03-30 Du Pont Azeotrope of 1,1,2-trichloro-1,2,2-trifluoroethane and nitromethane
GB1330534A (en) * 1970-07-07 1973-09-19 Ici Ltd Solvent compositions
US3728268A (en) * 1970-12-11 1973-04-17 Du Pont Mixtures of 1,1,2-trichloro-1,2,2-trifluoroethane,ethanol and acetone and a ternary azeotrope thereof
US3881949A (en) * 1973-02-27 1975-05-06 Du Pont Vapor degreaser process employing trichlorotrifluoroethane and ethanol
US3903009A (en) * 1973-11-16 1975-09-02 Du Pont Azeotrope of 1,1,2-trichloro-1,2,2-trifluoroethane, ethanol and nitromethane
US4440971A (en) * 1982-05-24 1984-04-03 Electric Power Research Institute, Inc. Supersaturated vapor dielectrics
US4418185A (en) * 1982-09-20 1983-11-29 The Goodyear Tire & Rubber Company Process for nonaqueous dispersion polymerization of butadiene in the presence of high cis-1,4-polyisoprene as a polymeric dispersing agent
US4715900A (en) * 1987-01-08 1987-12-29 E. I. Du Pont De Nemours And Company Azeotropic compositions of trichlorotrifluoroethane, dichlorodifluoroethane and methanol/ethanol
US4820883A (en) * 1987-07-13 1989-04-11 E. I. Du Pont De Nemours And Company Defluorination process using activated carbon
US4820884A (en) * 1987-07-13 1989-04-11 E. I. Du Pont De Nemours And Company Defluorination process using activated carbon
GB8824571D0 (en) * 1988-10-20 1988-11-23 Ici Plc Chemical process
US4947881A (en) * 1989-02-24 1990-08-14 Allied-Signal Inc. Method of cleaning using hydrochlorofluorocarbons
US5059728A (en) * 1990-06-29 1991-10-22 Allied-Signal Inc. Partially fluorinated alkanes having a tertiary structure
US5100572A (en) * 1990-10-03 1992-03-31 E. I. Du Pont De Nemours And Company Binary azeotropic compositions of polyfluoropentanes and methanol
US5064559A (en) * 1990-10-11 1991-11-12 E. I. Du Pont De Nemours And Company Binary azeotropic compositions of (CF3 CHFCHFCF2 CF3) with methanol or ethanol or isopropanol
US5064560A (en) * 1990-10-11 1991-11-12 E. I. Du Pont De Nemours And Company Ternary azeotropic compositions of 43-10mee (CF3 CHFCHFCH2 CF.sub.
US5162594A (en) 1990-10-11 1992-11-10 E. I. Du Pont De Nemours And Company Process for production of polyfluoroolefins
US5171902A (en) * 1990-10-11 1992-12-15 E. I. Du Pont De Nemours And Company Saturated linear polyfluorohydrocarbons, processes for their production, and their use in cleaning compositions

Patent Citations (4)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US2975220A (en) * 1958-11-13 1961-03-14 Pennsalt Chemicals Corp Fluorinated organic compounds
EP0376686A1 (en) * 1988-12-28 1990-07-04 E.I. Du Pont De Nemours And Company Isomerization of saturated fluorohydrocarbons
EP0431458A1 (en) * 1989-12-07 1991-06-12 Daikin Industries, Limited Cleaning composition
EP0458279A2 (en) * 1990-05-21 1991-11-27 Japan as represented by Director-General, Agency of Industrial Science and Technology Cleaning solvent

Non-Patent Citations (2)

* Cited by examiner, † Cited by third party
Title
BULLETIN OF THE ACADEMY OF SCIENCES OF THE USSR DIVISION OF CHEMICAL SCIENCE vol. 31, no. 7, 20 January 1983, NEW YORK US pages 1414 - 1416 V. A. PETROV ET AL. 'Electrophilic Condensation of 1-Hydroperfluoropropylene and 1-Hydroperfluoro-1-butene with Fluoroethylenes' *
JOURNAL OF THE CHEMICAL SOCIETY 1963, LETCHWORTH GB pages 281 - 289 R. J. HEITZMAN ET AL. 'Fluorocyclopentanes. Part I. The 1H,2H and 1H,3H- Octafluorocyclopentanes, and 1H,3H/2H- Heptafluorocyclopentane.' *

Also Published As

Publication number Publication date
EP0602133A1 (en) 1994-06-22
AU2511292A (en) 1993-04-05
JPH06510297A (en) 1994-11-17
WO1993005002A2 (en) 1993-03-18
US6194619B1 (en) 2001-02-27
US5268122A (en) 1993-12-07
CN1070903A (en) 1993-04-14

Similar Documents

Publication Publication Date Title
WO1993005002A3 (en) Gem-dihydropolyfluoroalkanes and monohydropolyfluoroalkenes, processes for their production, and use of gem-dihydropolyfluoroalkanes in cleaning compositions
JP5484321B2 (en) Process for the production of methyltetrahydrofuran from furfural over two catalysts in a structured packed bed in one step
JPS62145038A (en) Hydroformylation of olefin
KR930702260A (en) Saturated Linear Polyfluorohydrocarbons, Methods of Making the Same, and Uses in Washing Compositions
EP0585680B1 (en) Catalytic isomerization of alpha alkenols using organic derivatives of rhenium oxides
DE69121711D1 (en) METHOD FOR DEGRADING HALOGENED ORGANIC SUBSTANCES
EP0124744B1 (en) Hydrogenating catalyst, its preparation and use
JP2003512344A5 (en)
KR20050088313A (en) Method for the production of 1,6-hexanediol
ES8302042A1 (en) Oxygen-curable mercaptoorganosiloxane compositions possessing rapid surface reaction and method of forming higher molecular weight products therefrom.
EP1162186A3 (en) Process for the preparation of d,l-menthol
DE876991C (en) Process for converting olefins into valuable oily or higher molecular weight products by polymerization
ES8302030A1 (en) Oxygen-curable mercapto-functional organic compound compositions catalyzed by metal carbonyl compounds and method of forming higher molecular weight products therefrom.
DE2404306C3 (en) Optically active pinane derivatives
DE872205C (en) Process for the production of acrylic acid, its esters and substitute products
DE1184757C2 (en) METHOD FOR PRODUCING REACTION PRODUCTS FROM 3,4-DIMETHYLPHENOL
US4418216A (en) Bis-tert.-butoxypentanals and bis-tert.-butoxypentanols
DE534118C (en) Process for the production of strongly adsorbing, high molecular weight products by catalytic polymerisation and / or condensation of acetylene
Zakzeski et al. Oxidative carbonylation of benzotrifluoride to form trifluoromethylbenzoic acid
DE60319028T2 (en) Process for the preparation of perfluoropolyoxyalkylenes with OCF2H, OCF2CF2H or OCF (CF3) H end groups
DE870419C (en) Process for the production of n-propylamine
JPS5811411B2 (en) 1,2,6-trimethyltricyclo[5,3,2,0↑2'↑7]-dodecane derivative and method for producing the same
DE1668646C (en) Method for cleaning up benzyl alcohol
JPH0344341A (en) Alcohol for plasticizer
ES8302066A1 (en) Oxygen-curable mercapto-functional organic compound compositions possessing rapid surface reaction and method of forming higher molecular weight products therefrom.

Legal Events

Date Code Title Description
AK Designated states

Kind code of ref document: A2

Designated state(s): AU CA JP KR RU

AL Designated countries for regional patents

Kind code of ref document: A2

Designated state(s): AT BE CH DE DK ES FR GB GR IE IT LU MC NL SE

DFPE Request for preliminary examination filed prior to expiration of 19th month from priority date (pct application filed before 20040101)

Free format text: RU

AK Designated states

Kind code of ref document: A3

Designated state(s): AU CA JP KR RU

AL Designated countries for regional patents

Kind code of ref document: A3

Designated state(s): AT BE CH DE DK ES FR GB GR IE IT LU MC NL SE

EX32 Extension under rule 32 effected after completion of technical preparation for international publication

Ref country code: UA

LE32 Later election for international application filed prior to expiration of 19th month from priority date or according to rule 32.2 (b)

Ref country code: UA

LE32 Later election for international application filed prior to expiration of 19th month from priority date or according to rule 32.2 (b)

Ref country code: UA

WWE Wipo information: entry into national phase

Ref document number: 1992918892

Country of ref document: EP

WWP Wipo information: published in national office

Ref document number: 1992918892

Country of ref document: EP

NENP Non-entry into the national phase

Ref country code: CA

WWW Wipo information: withdrawn in national office

Ref document number: 1992918892

Country of ref document: EP