EP0618288B1 - Compositions comprenant du pentafluorobutane et utilisation de ces compositions - Google Patents

Compositions comprenant du pentafluorobutane et utilisation de ces compositions Download PDF

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Publication number
EP0618288B1
EP0618288B1 EP94200718A EP94200718A EP0618288B1 EP 0618288 B1 EP0618288 B1 EP 0618288B1 EP 94200718 A EP94200718 A EP 94200718A EP 94200718 A EP94200718 A EP 94200718A EP 0618288 B1 EP0618288 B1 EP 0618288B1
Authority
EP
European Patent Office
Prior art keywords
pentafluorobutane
compositions according
compositions
weight
ethanol
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.)
Expired - Lifetime
Application number
EP94200718A
Other languages
German (de)
English (en)
French (fr)
Other versions
EP0618288A1 (fr
Inventor
Pascal Pennetreau
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.)
Solvay SA
Original Assignee
Solvay 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 Solvay SA filed Critical Solvay SA
Publication of EP0618288A1 publication Critical patent/EP0618288A1/fr
Application granted granted Critical
Publication of EP0618288B1 publication Critical patent/EP0618288B1/fr
Anticipated expiration legal-status Critical
Expired - Lifetime legal-status Critical Current

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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
    • 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
    • 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
    • C11D7/5036Azeotropic mixtures containing halogenated solvents
    • C11D7/5068Mixtures of halogenated and non-halogenated solvents
    • C11D7/5077Mixtures of only oxygen-containing solvents
    • C11D7/5081Mixtures of only oxygen-containing solvents the oxygen-containing solvents being alcohols only
    • 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
    • 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 invention relates to compositions comprising pentafluorobutane. and the use of these compositions, in particular as a cleaning agent and / or for drying solid surfaces.
  • CFCs Fully halogenated chlorofluorinated hydrocarbons
  • CFC-113 1,1,2-trichloro-1,2,2-trifluoroethane
  • These solvents can be used in different ways manners, mainly cold or hot.
  • compositions based on CFC-113 are also conventionally used as a desiccant, to remove water adsorbed on the surface of parts solid.
  • CFC-113 as well as other chlorofluoroalkanes completely halogenated, is today suspected of causing problems environment, on the one hand in the context of the destruction of the ozone layer stratospheric and secondly as part of the warming of the atmosphere (greenhouse effect).
  • patent application EP-A-431458 proposes a cleaning composition containing an aliphatic hydrofluorocarbon of formula C n FmH 2n + 2-m in which 4 ⁇ n ⁇ 6 and 6 ⁇ m ⁇ 12 and optionally an organic solvent selected from hydrocarbons, alcohols, esters and ketones.
  • One of the objects of the present invention is to provide other compositions forming azeotropes or pseudo-azeotropes, which are particularly effective when they are used as a cleaning agent in solvent cleaning processes.
  • a subject of the invention is also such compositions having properties particularly suitable for cleaning printed circuit boards.
  • Another object of the invention is to provide such compositions devoid of effect destructive to the ozone layer, compositions therefore usable in completely chlorofluoroalkane solvent replacement halogenated.
  • the present invention therefore relates to compositions containing 1,1,1,3,3-pentafluorobutane and ethanol in proportions for which they form an azeotrope or a pseudo-azeotrope, said azeotrope or pseudo-azeotrope consisting of 0.25 to 7.5 g of ethanol per 100 g of 1,1,1,3,3-pentafluorobutane.
  • compositions according to the invention can vary within wide limits, depending on the intended use.
  • compositions according to the invention contain at least 75% by weight of 1,1,1,3,3-pentafluorobutane. They contain advantageously at least 85% by weight. Particularly preferred, they contain at least 90% thereof. They preferably contain not more than 99.7% by weight.
  • 1,1,1,3,3-pentafluorobutane The boiling point of pressure 1,1,1,3,3-pentafluorobutane atmospheric is around 40 ° C (39.9 ° C at 995 mbar). Regarding his impact on the environment, 1,1,1,3,3-pentafluorobutane appears particularly interesting, since due to the absence of chlorine in its molecular structure, it has zero ozone destruction potential.
  • compositions according to the invention can thus contain stabilizers, agents surfactants or any other additives to improve the performances of the compositions according to the invention during their use.
  • the nature and quantity of these additives are depending on the intended use and are easily defined by the skilled person.
  • the amount of additives present in the compositions according to the invention does not exceed about 20% of the weight of the composition, most often not more 10%.
  • 1,1,1,3,3-pentafluorobutane and ethanol have the particularity to form binary azeotropic mixtures.
  • the compositions according to the invention contain the 1,1,1,3,3-pentafluorobutane and ethanol in proportions in which they form an azeotrope or a pseudo-azeotrope.
  • thermodynamic state of a fluid is defined by four interdependent variables: pressure (P), the temperature (T), the composition of the liquid phase (X) and the composition of the gas phase (Y).
  • a true azeotrope is a particular system with 2 or more components for which, at a given temperature and at a given pressure, X is exactly equal to Y.
  • a pseudo-azeotrope is a system with 2 or more components for which, at a given temperature and at a given pressure, X is substantially equal to Y. In practice, this means that the constituents of such azeotropic systems and pseudo-azeotropics cannot be separated easily by distillation and therefore their composition remains constant in solvent cleaning operations, as well as in recovery operations for used solvents by distillation.
  • azeotrope is meant or pseudo-azeotrope, a mixture of two or more constituents whose boiling point (at a given pressure) differs from boiling point of true azeotrope of no more than 0.5 ° C, or still whose vapor pressure (at a given temperature) differs from that of the true azeotrope by up to 10 mbar.
  • 1,1,1,3,3-pentafluorobutane and ethanol form a azeotrope or a binary pseudo-azeotrope when their mixture contains 0.25 to 7.5 g of ethanol per 100 g of 1,1,1,3,3-pentafluorobutane.
  • they form an azeotrope or a pseudo-azeotrope when their mixture contains 0.5 to 7 g ethanol per 100 g of 1,1,1,3,3-pentafluorobutane.
  • the binary composition consisting essentially about 98.4% by weight of 1,1,1,3,3-pentafluorobutane and about 1.6% by weight of ethanol constitutes a true azeotrope, with a boiling point of approximately 39.2 ° C. This composition is very particularly preferred.
  • compositions according to the invention are also inert to against the different types of surfaces to be treated, that these are made of metal, plastic or glass.
  • compositions according to the invention are therefore suitable for any solid object cleaning operation, either simply by immersion of the objects to be cleaned in such a composition, either by washing objects with a cloth, sponge or similar flexible absorbent material impregnated with said composition.
  • compositions according to the invention for this application are those in which ethanol is present in a controlled amount to form a azeotrope or pseudo-azeotrope with 1,1,1,3,3-pentafluorobutane. These compositions indeed have the property of not not separate into their constituents by evaporation or by distillation.
  • the invention therefore also relates to the use of compositions according to the invention, as a cleaning agent, solvent, degreaser, defluxing or desiccant.
  • the invention relates in particular to the use of the compositions according to the invention as a degreasing agent for surfaces solid.
  • the invention relates in particular to the use of the compositions according to the invention as a solvent for degreasing steam surfaces.
  • degreasing steam consists of exposure, at temperature ambient, of the surface to be cleaned, with the vapor of the solvent carried to a boil. By condensing on the surface, the vapor of the solvent removes grease and all other contaminations, by dissolution.
  • the steam degreasing operation conventionally consists of first by immersing the part to be cleaned in one or several baths containing the liquid solvent at temperature boiling, possibly combined with treatment with ultrasound, which removes most of the dirt, and finally by exposing the part to the vapor of the solvent which, by condensing on the surface thereof, achieves a final rinse.
  • this last step can be preceded by spraying the part with liquid solvent.
  • the compositions comprising an azeotrope or pseudo-azeotrope between the 1,1,1,3,3-pentafluorobutane and ethanol are particularly well suited to serve as a solvent in these cleaning processes.
  • the invention also relates to the use of the compositions according to the invention as a card cleaning agent printed circuits contaminated by a flux flux and its residues, i.e. to remove from the surface of these cards the flux flux used in the component welding step and residues of this flow.
  • Parts cleaning electronics, including defluxing printed circuit boards is a particularly important cleaning operation from an industrial and increasingly delicate point of view due to the current evolution towards maps of more and more complex printed circuits dense in electronic components.
  • the processes soldering of electronic components on boards works depositing on them, a film of a flow stripper, followed by the passage of the card thus covered in a molten solder.
  • the flux cleans the conductive metal parts and promotes adhesion of the solder.
  • compositions according to the invention indeed have a high solvent power for the flow and its residues without altering the material constituting the support of the card or the electronic components placed on it.
  • the compositions according to the invention have viscosity and tension characteristics particularly superficial, particularly well suited to this application.
  • compositions according to the invention can also be used in any other process to replace the compositions based on CFC-113. They are particularly suitable good as a desiccant, i.e. to remove water adsorbed on the surface of solid objects requiring a surface perfectly clean, such as printed circuit boards, silicon, optical glasses, timepieces and all others precision parts.
  • azeotropic compositions or pseudo-azeotropics between 1,1,1,3,3-pentafluorobutane and ethanol we used a glass apparatus consisting of a 50 ml boiling flask topped with a condenser at reflux. The temperature of the liquid is measured using a thermometer immersed in the bottle.
  • the determination of the azeotropic composition was made by a statement of the temperature evolution of boiling of the mixture according to its composition.
  • the composition for which a boiling point has been observed minimum is the azeotropic composition (at a pressure of 995 mbar).
  • the table below shows the boiling temperatures obtained for different compositions of 1,1,1,3,3-pentafluorobutane (PFBA) and ethanol (EtOH). It is observed that the best estimate of the composition for which the boiling point is minimum (39.2 ° C) is about 98.4% by weight of 1,1,1,3,3-pentafluorobutane and 1 , 6% by weight of ethanol. The boiling point is 39.4 ° C ⁇ 0.2 ° C for a composition containing approximately from 93.5 to 99.5% by weight of 1,1,1,3,3-pentafluorobutane under a pressure of 995 mbar.
  • PFBA 1,1,1,3,3-pentafluorobutane
  • EtOH ethanol
EP94200718A 1993-03-31 1994-03-21 Compositions comprenant du pentafluorobutane et utilisation de ces compositions Expired - Lifetime EP0618288B1 (fr)

Applications Claiming Priority (2)

Application Number Priority Date Filing Date Title
BE9300313A BE1006894A3 (fr) 1993-03-31 1993-03-31 Compositions comprenant du pentafluorobutane et utilisation de ces compositions.
BE9300313 1993-03-31

Publications (2)

Publication Number Publication Date
EP0618288A1 EP0618288A1 (fr) 1994-10-05
EP0618288B1 true EP0618288B1 (fr) 2002-03-06

Family

ID=3886939

Family Applications (1)

Application Number Title Priority Date Filing Date
EP94200718A Expired - Lifetime EP0618288B1 (fr) 1993-03-31 1994-03-21 Compositions comprenant du pentafluorobutane et utilisation de ces compositions

Country Status (9)

Country Link
US (1) US5445757A (es)
EP (1) EP0618288B1 (es)
JP (1) JP3587873B2 (es)
KR (1) KR100328574B1 (es)
AT (1) ATE214090T1 (es)
BE (1) BE1006894A3 (es)
CA (1) CA2119686C (es)
DE (1) DE69430020T2 (es)
ES (1) ES2173903T3 (es)

Families Citing this family (23)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
BE1007699A3 (fr) * 1993-11-04 1995-10-03 Solvay Compositions comprenant du pentafluorobutane et utilisation de ces compositions.
FR2740469B1 (fr) * 1995-10-31 1997-12-05 Atochem Elf Sa Compositions de nettoyage a base de 1,1,1,2,2,4,4,- heptafluorobutane et d'alcools
GB2313601A (en) * 1996-05-31 1997-12-03 Procter & Gamble Detergent compositions
US5683974A (en) * 1996-06-20 1997-11-04 Alliedsignal Inc. Azeotrope-like compositions of 1,1,1,3,3-pentafluoropropane and C1 -C3 alcohols for cleaning
GB2320024A (en) * 1996-12-06 1998-06-10 Advanced Phytonics Ltd Process for the removal of contaminants
GB2320025B (en) * 1996-12-06 2001-07-04 Advanced Phytonics Ltd Process of removing a first material from a mass of material
DE69723294T2 (de) 1996-12-06 2004-05-27 Advanced Phytonics Ltd. Materialien behandlung
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
FR2768717B1 (fr) * 1997-09-24 1999-11-12 Solvay Procede de separation de fluorure d'hydrogene de ses melanges avec un hydrofluoroalcane contenant de 3 a 6 atomes de carbone
US6071872A (en) * 1998-06-10 2000-06-06 Arnco Corporation Cable cleaning solution comprising a brominated hydrocarbon and an ester
CZ301391B6 (cs) * 1998-12-12 2010-02-10 Solvay (Societe Anonyme) Kompozice s omezenou horlavostí obsahující 1,1,1,3,3-pentafluorbutan a použití techto kompozic
US6951835B1 (en) * 1999-03-22 2005-10-04 E.I. Du Pont De Nemours And Company Azeotrope-like compositions of 1,1,1,3,3-pentafluorobutane
KR20030064859A (ko) 2000-12-21 2003-08-02 다우 글로벌 테크놀로지스 인크. 표준 액상 하이드로플루오로카본과 이산화탄소를 함유하는발포제 조성물 및 중합체성 포움
JP3934552B2 (ja) 2000-12-21 2007-06-20 ダウ グローバル テクノロジーズ インコーポレイティド ヒドロフルオロカーボン及び低沸点アルコール及び/又は低沸点カルボニル化合物を含む発泡剤組成物
US7091170B2 (en) 2001-02-14 2006-08-15 Kaneko Chemical Co., Ltd. Solvent composition for washing
US6451867B1 (en) * 2001-03-21 2002-09-17 Honeywell International Inc. Mixtures containing 1,1,1,3,3-pentafluoropropane and 1,1,1,3,3-pentafluorobutane
US6365566B1 (en) * 2001-03-21 2002-04-02 Honeywell International Inc. Azeotrope-like compositions of pentafluorobutane and water
FR2855069B1 (fr) * 2003-05-22 2006-06-16 Solvay Procede pour la separation d'au moins un compose organique
JP3640661B1 (ja) 2004-03-09 2005-04-20 株式会社カネコ化学 ペンタフルオロブタン組成物
FR2873689B1 (fr) * 2004-07-29 2006-10-13 Arkema Sa Composition a base de 1,1,1,3,3,-pentafluorobutane
JP3955878B1 (ja) 2006-06-28 2007-08-08 株式会社カネコ化学 ペンタフルオロブタン組成物
RU2469016C2 (ru) * 2007-02-06 2012-12-10 Солвей Флуор Гмбх Невоспламеняющиеся композиции, содержащие фторированные соединения, и применение этих композиций
CN112553014B (zh) * 2020-12-07 2022-12-09 北京飞狐鱼智能科技有限公司 电子产品带电抑菌清洁剂

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Publication number Priority date Publication date Assignee Title
EP0431458A1 (en) * 1989-12-07 1991-06-12 Daikin Industries, Limited Cleaning composition

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DE3903336A1 (de) * 1989-02-04 1990-08-09 Bayer Ag Verwendung von c(pfeil abwaerts)3(pfeil abwaerts)- bis c(pfeil abwaerts)5(pfeil abwaerts)-polyfluoralkanen als treibgase
ATE150473T1 (de) * 1989-12-12 1997-04-15 Solvay Verfahren zur herstellung von schaumstoffen mit hilfe von fluoralkanen
FR2676067B1 (fr) * 1991-05-02 1993-07-23 Atochem Composition a base de 1,1,1,3,3-pentafluorobutane et de methanol, pour le nettoyage et/ou le sechage de surfaces solides.
FR2676066B1 (fr) * 1991-05-02 1993-07-23 Atochem Composition a base de 1,1-dichloro-1-fluoroethane, de 1,1,1,3,3-pentafluorobutane et de methanol, pour le nettoyage et/ou le sechage de surfaces solides.
EP0516029B1 (en) * 1991-05-28 1995-04-05 Daikin Industries, Limited A method of desiccating articles
US5275669A (en) * 1991-08-15 1994-01-04 Alliedsignal Inc. Method of dissolving contaminants from substrates by using hydrofluorocarbon solvents having a portion which is fluorocarbon and the remaining portion is hydrocarbon
US5221493A (en) * 1991-10-18 1993-06-22 E. I. Du Pont De Nemours And Company Azeotropic compositions of 1,1,2,2,3,3,4,4-octafluorobutane and alcohols or ketones
JPH05171185A (ja) * 1991-12-18 1993-07-09 Central Glass Co Ltd ハロゲン化炭化水素組成物
JPH05171190A (ja) * 1991-12-25 1993-07-09 Asahi Glass Co Ltd 洗浄用の溶剤組成物
JPH05168805A (ja) * 1991-12-25 1993-07-02 Asahi Glass Co Ltd 付着水除去用の溶剤組成物
JPH05302098A (ja) * 1992-04-28 1993-11-16 Asahi Glass Co Ltd 洗浄用の溶剤組成物

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EP0431458A1 (en) * 1989-12-07 1991-06-12 Daikin Industries, Limited Cleaning composition

Also Published As

Publication number Publication date
CA2119686A1 (fr) 1994-10-01
KR100328574B1 (ko) 2002-07-08
CA2119686C (fr) 2006-08-01
ATE214090T1 (de) 2002-03-15
JP3587873B2 (ja) 2004-11-10
DE69430020D1 (de) 2002-04-11
EP0618288A1 (fr) 1994-10-05
US5445757A (en) 1995-08-29
JPH06322394A (ja) 1994-11-22
BE1006894A3 (fr) 1995-01-17
DE69430020T2 (de) 2002-11-07
ES2173903T3 (es) 2002-11-01

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