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EP1774059A1 - Composition a base de 1,1,1,3,3 pentafluobutane - Google Patents

Composition a base de 1,1,1,3,3 pentafluobutane

Info

Publication number
EP1774059A1
EP1774059A1 EP05791095A EP05791095A EP1774059A1 EP 1774059 A1 EP1774059 A1 EP 1774059A1 EP 05791095 A EP05791095 A EP 05791095A EP 05791095 A EP05791095 A EP 05791095A EP 1774059 A1 EP1774059 A1 EP 1774059A1
Authority
EP
European Patent Office
Prior art keywords
weight
composition
alcohol
composition according
hfc
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.)
Withdrawn
Application number
EP05791095A
Other languages
German (de)
English (en)
French (fr)
Inventor
Jean-Pierre Lallier
Christopher Bertelo
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.)
Arkema France SA
Original Assignee
Arkema France SA
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 Arkema France SA filed Critical Arkema France SA
Publication of EP1774059A1 publication Critical patent/EP1774059A1/fr
Withdrawn legal-status Critical Current

Links

Classifications

    • CCHEMISTRY; METALLURGY
    • C11ANIMAL OR VEGETABLE OILS, FATS, FATTY SUBSTANCES OR WAXES; FATTY ACIDS THEREFROM; DETERGENTS; CANDLES
    • C11DDETERGENT COMPOSITIONS; USE OF SINGLE SUBSTANCES AS DETERGENTS; SOAP OR SOAP-MAKING; RESIN SOAPS; RECOVERY OF GLYCEROL
    • C11D7/00Compositions of detergents based essentially on non-surface-active compounds
    • C11D7/22Organic compounds
    • C11D7/26Organic compounds containing oxygen
    • C11D7/261Alcohols; Phenols
    • CCHEMISTRY; METALLURGY
    • C07ORGANIC CHEMISTRY
    • C07CACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C19/00Acyclic saturated compounds containing halogen atoms
    • C07C19/01Acyclic saturated compounds containing halogen atoms containing chlorine
    • C07C19/03Chloromethanes
    • CCHEMISTRY; METALLURGY
    • C07ORGANIC CHEMISTRY
    • C07CACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C19/00Acyclic saturated compounds containing halogen atoms
    • C07C19/08Acyclic saturated compounds containing halogen atoms containing fluorine
    • CCHEMISTRY; METALLURGY
    • C07ORGANIC CHEMISTRY
    • C07CACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C31/00Saturated compounds having hydroxy or O-metal groups bound to acyclic carbon atoms
    • C07C31/02Monohydroxylic acyclic alcohols
    • C07C31/08Ethanol
    • CCHEMISTRY; METALLURGY
    • C07ORGANIC CHEMISTRY
    • C07CACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C31/00Saturated compounds having hydroxy or O-metal groups bound to acyclic carbon atoms
    • C07C31/02Monohydroxylic acyclic alcohols
    • C07C31/10Monohydroxylic acyclic alcohols containing three carbon atoms
    • CCHEMISTRY; METALLURGY
    • C07ORGANIC CHEMISTRY
    • C07CACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C31/00Saturated compounds having hydroxy or O-metal groups bound to acyclic carbon atoms
    • C07C31/02Monohydroxylic acyclic alcohols
    • C07C31/12Monohydroxylic acyclic alcohols containing four carbon atoms
    • CCHEMISTRY; METALLURGY
    • C11ANIMAL OR VEGETABLE OILS, FATS, FATTY SUBSTANCES OR WAXES; FATTY ACIDS THEREFROM; DETERGENTS; CANDLES
    • C11DDETERGENT COMPOSITIONS; USE OF SINGLE SUBSTANCES AS DETERGENTS; SOAP OR SOAP-MAKING; RESIN SOAPS; RECOVERY OF GLYCEROL
    • C11D7/00Compositions of detergents based essentially on non-surface-active compounds
    • C11D7/50Solvents
    • C11D7/5004Organic solvents
    • C11D7/5018Halogenated solvents
    • CCHEMISTRY; METALLURGY
    • C23COATING 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
    • C23GCLEANING OR DE-GREASING OF METALLIC MATERIAL BY CHEMICAL METHODS OTHER THAN ELECTROLYSIS
    • C23G5/00Cleaning or de-greasing metallic material by other methods; Apparatus for cleaning or de-greasing metallic material with organic solvents
    • C23G5/02Cleaning or de-greasing metallic material by other methods; Apparatus for cleaning or de-greasing metallic material with organic solvents using organic solvents
    • C23G5/028Cleaning 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
    • C23G5/02803Cleaning 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
    • CCHEMISTRY; METALLURGY
    • C23COATING 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
    • C23GCLEANING OR DE-GREASING OF METALLIC MATERIAL BY CHEMICAL METHODS OTHER THAN ELECTROLYSIS
    • C23G5/00Cleaning or de-greasing metallic material by other methods; Apparatus for cleaning or de-greasing metallic material with organic solvents
    • C23G5/02Cleaning or de-greasing metallic material by other methods; Apparatus for cleaning or de-greasing metallic material with organic solvents using organic solvents
    • C23G5/028Cleaning 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
    • C23G5/02806Cleaning 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 only chlorine as halogen atom
    • DTEXTILES; PAPER
    • D06TREATMENT OF TEXTILES OR THE LIKE; LAUNDERING; FLEXIBLE MATERIALS NOT OTHERWISE PROVIDED FOR
    • D06LDRY-CLEANING, WASHING OR BLEACHING FIBRES, FILAMENTS, THREADS, YARNS, FABRICS, FEATHERS OR MADE-UP FIBROUS GOODS; BLEACHING LEATHER OR FURS
    • D06L1/00Dry-cleaning or washing fibres, filaments, threads, yarns, fabrics, feathers or made-up fibrous goods
    • D06L1/02Dry-cleaning or washing fibres, filaments, threads, yarns, fabrics, feathers or made-up fibrous goods using organic solvents
    • FMECHANICAL ENGINEERING; LIGHTING; HEATING; WEAPONS; BLASTING
    • F26DRYING
    • F26BDRYING SOLID MATERIALS OR OBJECTS BY REMOVING LIQUID THEREFROM
    • F26B5/00Drying solid materials or objects by processes not involving the application of heat
    • F26B5/005Drying solid materials or objects by processes not involving the application of heat by dipping them into or mixing them with a chemical liquid, e.g. organic; chemical, e.g. organic, dewatering aids
    • CCHEMISTRY; METALLURGY
    • C11ANIMAL OR VEGETABLE OILS, FATS, FATTY SUBSTANCES OR WAXES; FATTY ACIDS THEREFROM; DETERGENTS; CANDLES
    • C11DDETERGENT COMPOSITIONS; USE OF SINGLE SUBSTANCES AS DETERGENTS; SOAP OR SOAP-MAKING; RESIN SOAPS; RECOVERY OF GLYCEROL
    • C11D2111/00Cleaning compositions characterised by the objects to be cleaned; Cleaning compositions characterised by non-standard cleaning or washing processes
    • C11D2111/10Objects to be cleaned
    • C11D2111/14Hard surfaces
    • C11D2111/20Industrial or commercial equipment, e.g. reactors, tubes or engines
    • CCHEMISTRY; METALLURGY
    • C11ANIMAL OR VEGETABLE OILS, FATS, FATTY SUBSTANCES OR WAXES; FATTY ACIDS THEREFROM; DETERGENTS; CANDLES
    • C11DDETERGENT COMPOSITIONS; USE OF SINGLE SUBSTANCES AS DETERGENTS; SOAP OR SOAP-MAKING; RESIN SOAPS; RECOVERY OF GLYCEROL
    • C11D7/00Compositions of detergents based essentially on non-surface-active compounds
    • C11D7/22Organic compounds
    • C11D7/28Organic compounds containing halogen

Definitions

  • the present invention relates to the field of solvents. It relates more particularly to a composition based on 1,1,1,3,3-pentafluorobutane (HFC-365 mfc). The present invention also relates to a process for dissolving oil.
  • HFC-365 mfc 1,1,1,3,3-pentafluorobutane
  • the power of a solvent is generally characterized by the Kauri-Butanol Index which is the volume in ml at 25 ° C of a solvent necessary to produce a defined degree of turbidity when 20 g of a standard solution is added. of Kauri resin in n-butanol. This index is equal to 57 for 1,1-dichloro-1-fluoroethane (known under the name HCFC-141b),
  • HCFC - 141b In addition to its good solvent power, HCFC - 141b is also characterized by a low surface tension (equal to 19.3 mN / m) which gives it a very good wetting ability of surfaces. The boiling point of HCFC-141b 5 being equal to 32 0 C, this allows it to evaporate rapidly and thus facilitate the deposition of dissolved products on substrates. Finally, HCFC - 141b does not have a closed cup flash point and is therefore a non - flammable solvent.
  • HCFC-141b thus has properties that gives it a good ability to dissolve many organic compounds, including silicone oils 0.
  • HCFC-141b is subject to significant regulation that increasingly targets to delete it.
  • composition comprising 30 to 70% by weight of 1,1,1,3,3 - pentafluorobutane and 70 to 30% by weight methylene chloride 5 (US 2,694,942).
  • Ethanol, propanol, isopropanol, butanol, secondary butanol (sec “5 butanol) or tert-butanol may be suitable.
  • use is isopropanol or secondary butanol.
  • the total amount of alcohol present in the composition according to the invention is preferably between 1 and 10% by weight.
  • the present invention provides particularly:
  • composition comprising from 27 to 69% by weight of HFC-365 mfc, from 69 to 27% by weight of methylene chloride and from 1 to 10% by weight of alcohol, preferably from 1 to 5% by weight alcohol.
  • composition comprising from 47.5 to 60% by weight of HFC-365 mfc, from 5 to 47.5% by weight of methylene chloride and from 1 to 5% by weight of alcohol.
  • compositions according to the present invention can be prepared by mixing the various constituents. They are advantageously prepared by adding at least one alcohol containing from 2 to 4 carbon atoms to an azeotropic or azeotropic composition of HFC-365 mfc and methylene chloride.
  • compositions according to the present invention have a good solvent power, a good wetting ability of the surfaces and are moreover non-flammable.
  • compositions according to the present invention can be used in the industry for the cleaning, degreasing and drying of very solid surfaces. various (metal parts, glasses, plastics, composites). They can also be used in the manufacture of printed circuits to remove residues of the substances used to improve the quality of the welds. This elimination operation is referred to in the art as "defluxing".
  • the compositions according to the present invention can advantageously be used for the deposition of medical grade silicone oils on instruments, for example on syringe needles or for catheters. In addition, they can be used for depositing silicone oils on cooking utensils. These compositions can also be used as a deposition agent for silicone-based greases or polymers or in parts cleaning formulas coated with silicone oils or greases.
  • compositions may also be used as an expansion agent for polyurethane foams, as an aerosol propellant, as a heat-transfer fluid, as a dry-cleaning agent for textiles or for cleaning refrigeration plants.
  • the present invention also relates to a process for dissolving oil.
  • This process is characterized in that a composition comprising 1,1,1,3,3-pentafluorobutane, methylene chloride and at least one alcohol containing 2 to 4 carbon atoms is used.
  • the process according to the present invention is preferably carried out at a temperature below 10 ° C.
  • a temperature of between 0 and 8 ° C. is also preferred.
  • a temperature of between 3 and 6 ° C. is advantageously chosen. This process is particularly suitable for dissolving silicone oil.
  • composition according to item 1) is particularly suitable for the implementation of the process.
  • the composition according to item 2) is preferred. This process is of great interest, particularly in the medical field, when isopropanol or sec-butanol is present in the composition used.
  • compositions have been prepared:
  • a Crompton L900O1000 silicone oil is used
  • Crompton Corporation (Greenwich, USA). It is a hydroxy-o-polydimethylsiloxane, a transparent liquid having a density of 0.97 at ambient temperature (22 ° C.), a boiling point of greater than 200 ° C. and a flash point of
  • Mixtures are prepared at room temperature, that is, at 22 ° C.
  • Part of the mixture thus prepared is kept at room temperature (22 ° C.) for 24 hours. Another part is kept at rest at low temperature (6 ° C) for 7 days. After the storage time at different temperatures, the appearance of the mixture is precisely observed. It is considered that there is solubility at room temperature or at 6 0 C when the mixture is transparent, clear, homogeneous, monophasic and stable.

Landscapes

  • Chemical & Material Sciences (AREA)
  • Organic Chemistry (AREA)
  • Engineering & Computer Science (AREA)
  • Chemical Kinetics & Catalysis (AREA)
  • General Chemical & Material Sciences (AREA)
  • Life Sciences & Earth Sciences (AREA)
  • Mechanical Engineering (AREA)
  • Health & Medical Sciences (AREA)
  • Metallurgy (AREA)
  • Materials Engineering (AREA)
  • Oil, Petroleum & Natural Gas (AREA)
  • Wood Science & Technology (AREA)
  • Molecular Biology (AREA)
  • General Engineering & Computer Science (AREA)
  • Textile Engineering (AREA)
  • Emergency Medicine (AREA)
  • Detergent Compositions (AREA)
  • Cleaning And De-Greasing Of Metallic Materials By Chemical Methods (AREA)
EP05791095A 2004-07-29 2005-07-18 Composition a base de 1,1,1,3,3 pentafluobutane Withdrawn EP1774059A1 (fr)

Applications Claiming Priority (2)

Application Number Priority Date Filing Date Title
FR0408361A FR2873689B1 (fr) 2004-07-29 2004-07-29 Composition a base de 1,1,1,3,3,-pentafluorobutane
PCT/FR2005/001828 WO2006024729A1 (fr) 2004-07-29 2005-07-18 Composition a base de 1,1,1,3,3 pentafluobutane

Publications (1)

Publication Number Publication Date
EP1774059A1 true EP1774059A1 (fr) 2007-04-18

Family

ID=34947489

Family Applications (1)

Application Number Title Priority Date Filing Date
EP05791095A Withdrawn EP1774059A1 (fr) 2004-07-29 2005-07-18 Composition a base de 1,1,1,3,3 pentafluobutane

Country Status (7)

Country Link
US (1) US7888305B2 (zh)
EP (1) EP1774059A1 (zh)
JP (1) JP2008508386A (zh)
KR (1) KR20070045206A (zh)
CN (1) CN1989275B (zh)
FR (1) FR2873689B1 (zh)
WO (1) WO2006024729A1 (zh)

Families Citing this family (3)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
FR2873689B1 (fr) * 2004-07-29 2006-10-13 Arkema Sa Composition a base de 1,1,1,3,3,-pentafluorobutane
CN107338140B (zh) * 2017-05-27 2019-08-02 国网河南省电力公司郑州供电公司 通信设备带电清洗用高绝缘清洗剂
CN116987444B (zh) * 2023-08-04 2025-06-06 南京林业大学 一种阻燃型医用硅油溶液及其制备方法和应用

Family Cites Families (14)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
FR2694943B1 (fr) * 1992-08-21 1994-10-14 Atochem Elf Sa Composition à base de 1,1,1,3,3-pentafluorobutane, de chlorure de méthylène et de méthanol, pour le nettoyage et/ou le séchage de surfaces solides.
FR2694942B1 (fr) * 1992-08-21 1994-10-14 Atochem Elf Sa Composition à base de 1,1,1,3,3-pentafluorobutane et de chlorure de méthylène, pour le nettoyage et/ou le séchage de surfaces solides.
BE1006894A3 (fr) * 1993-03-31 1995-01-17 Solvay Compositions comprenant du pentafluorobutane et utilisation de ces compositions.
BE1007699A3 (fr) * 1993-11-04 1995-10-03 Solvay Compositions comprenant du pentafluorobutane et utilisation de ces compositions.
FR2732356B1 (fr) * 1995-03-31 1997-05-30 Solvay Compositions comprenant un hydrofluorocarbure et procede d'elimination d'eau d'une surface solide
FR2766836B1 (fr) * 1997-07-31 1999-09-24 Atochem Elf Sa Melange quasi azeotropique a base de 1,1,1,3,3- pentafluorobutane, de chlorure de methylene et de methanol pour le traitement de surfaces solides
FR2781499B1 (fr) * 1998-07-24 2000-09-08 Atochem Elf Sa Compositions de nettoyage ou de sechage a base de 1,1,1,2,3,4,4,5,5, 5 - decafluoropentane
HUP0104496A3 (en) * 1998-12-12 2007-11-28 Solvay Compositions comprising 1,1,1,3,3-pentafluorobutane and use of said compositions
FR2819201B1 (fr) * 2001-01-09 2003-02-21 Atofina Procede de nettoyage d'une surface solide par elimination de salissures organiques et/ou minerales au moyen d'une microemulsion
EP1432756A1 (en) * 2001-10-01 2004-06-30 Honeywell International Inc. Foams and methods of producing foams
US6699829B2 (en) * 2002-06-07 2004-03-02 Kyzen Corporation Cleaning compositions containing dichloroethylene and six carbon alkoxy substituted perfluoro compounds
FR2873689B1 (fr) * 2004-07-29 2006-10-13 Arkema Sa Composition a base de 1,1,1,3,3,-pentafluorobutane
FR2873713B1 (fr) * 2004-07-29 2006-10-13 Arkema Sa Procede de dissolution d'huile a basse temperature
FR2874383B1 (fr) * 2004-08-18 2006-10-13 Arkema Sa Composition a base de 1,1,1,3,3 - pentafluorobutane, utilisable dans des applications de depot, nettoyage, degraissage et sechage

Non-Patent Citations (1)

* Cited by examiner, † Cited by third party
Title
See references of WO2006024729A1 *

Also Published As

Publication number Publication date
CN1989275B (zh) 2010-05-05
US7888305B2 (en) 2011-02-15
KR20070045206A (ko) 2007-05-02
JP2008508386A (ja) 2008-03-21
WO2006024729A1 (fr) 2006-03-09
US20090005289A1 (en) 2009-01-01
FR2873689B1 (fr) 2006-10-13
CN1989275A (zh) 2007-06-27
FR2873689A1 (fr) 2006-02-03

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