EP0445438A1 - Azeotrope-like solvents mixture and process for cleaning electronic components using them - Google Patents

Azeotrope-like solvents mixture and process for cleaning electronic components using them Download PDF

Info

Publication number
EP0445438A1
EP0445438A1 EP90125837A EP90125837A EP0445438A1 EP 0445438 A1 EP0445438 A1 EP 0445438A1 EP 90125837 A EP90125837 A EP 90125837A EP 90125837 A EP90125837 A EP 90125837A EP 0445438 A1 EP0445438 A1 EP 0445438A1
Authority
EP
European Patent Office
Prior art keywords
azeotrope
weight
mixture
methanol
electronic components
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.)
Granted
Application number
EP90125837A
Other languages
German (de)
French (fr)
Other versions
EP0445438B1 (en
Inventor
Horst Robeck
Hans-Matthias Dr. Deger
Klaus Dr. Raab
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
Hoechst AG
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 Hoechst AG filed Critical Hoechst AG
Publication of EP0445438A1 publication Critical patent/EP0445438A1/en
Application granted granted Critical
Publication of EP0445438B1 publication Critical patent/EP0445438B1/en
Anticipated expiration legal-status Critical
Expired - Lifetime legal-status Critical Current

Links

Classifications

    • 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
    • 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

Definitions

  • 1,4-dihydroperfluorobutane (CHF2-CF2-CF2-CHF2) forms an azeotrope-like solvent mixture with methanol, which is outstandingly suitable for cleaning electronic components, in particular soldered printed circuit boards or printed circuits, especially for removing soldering flux .
  • the invention relates to an azeotrope-like mixture which contains about 3-5% by weight of methanol and about 95-97% by weight of 1,4-dihydroperfluorobutane.
  • the mixture preferably contains 3.2-4.0% by weight of methanol, in particular 3.4-3.6% by weight of methanol, the remainder being 1,4-dihydroperfluorobutane in each case.
  • Another object of the invention is a method for cleaning electronic components, in particular soldered circuit boards or printed circuits, which is characterized in that the components are washed with an azeotrope-like mixture which contains about 3-5% by weight of methanol and 95-97 Wt .-% 1,4-dihydroperfluorobutane contains.
  • a mixture is preferably used which contains 3.2-4.0% by weight of methanol, in particular 3.4-3.6% by weight of methanol, the remainder being essentially 1,4-dihydroperfluorobutane.
  • a particularly preferred solvent mixture contains 96.5% by weight of 1,4-dihydroperfluorobutane and 3.5% by weight of methanol and has a boiling point of 40.5 ° C. at 1 bar.
  • the composition of the vapor is identical or essentially identical to the composition of the liquid, ie the composition of the mixture does not change or does not change significantly during evaporation.
  • the solvent mixture according to the invention has the further advantage that it contains no chlorine and therefore does not cause any damage to the ozone layer. Besides, it is not flammable and can be used in the usual ultrasonic, immersion and brush washing systems.
  • a glass-fiber-reinforced base material for printed circuit boards based on polyester was coated with a commercially available soldering flux (Zeva C20-200 from Zevatron, main component rosin, also activators) and dried in a drying cabinet at 60 ° C. for 18 hours. The material was then washed with a mixture of 1,4-dihydroperfluorobutane (96.5% by weight) and methanol (3.5% by weight) using ultrasound. The exposure time was 5 seconds, the flux was completely removed.
  • a commercially available soldering flux Zeva C20-200 from Zevatron, main component rosin, also activators
  • Example 2 The procedure was as in Example 1, except that another soldering flux was used (Zeva C 30-300 from Zevatron), which in turn contained rosin as the main constituent in addition to activators.
  • the flux was completely removed after an exposure time of 10 seconds.
  • the treatment times are between 60 and 90 seconds, depending on the flux.
  • ionic residues can be removed more easily with the azeotrope than with the conventional mixtures.

Landscapes

  • Chemical & Material Sciences (AREA)
  • Chemical Kinetics & Catalysis (AREA)
  • Organic Chemistry (AREA)
  • Engineering & Computer Science (AREA)
  • Metallurgy (AREA)
  • Mechanical Engineering (AREA)
  • Materials Engineering (AREA)
  • General Chemical & Material Sciences (AREA)
  • Life Sciences & Earth Sciences (AREA)
  • Oil, Petroleum & Natural Gas (AREA)
  • Wood Science & Technology (AREA)
  • Manufacturing Of Printed Wiring (AREA)
  • Detergent Compositions (AREA)
  • Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
  • Electric Connection Of Electric Components To Printed Circuits (AREA)

Abstract

Die Erfindung betrifft ein azeotropartiges Gemisch, das etwa 3 - 5 Gew.-% Methanol und etwa 95 - 97 Gew.-% 1,4-Dihydroperfluorbutan enthält, sowie ein Verfahren zur Reinigung von elektronischen Bauteilen, insbesondere gelöteten Leiterplatten oder gedruckten Schaltungen mit Hilfe dieses Gemisches.The invention relates to an azeotrope-like mixture which contains about 3-5% by weight of methanol and about 95-97% by weight of 1,4-dihydroperfluorobutane, and a method for cleaning electronic components, in particular soldered printed circuit boards or printed circuits, with the aid this mixture.

Description

Es ist Stand der Technik, zum Reinigen von gelöteten Leiterplatten und anderen elektronischen Bauteilen Gemische aus 1,1,2-Trichlor-1,2,2-trifluorethan (R 113) und Alkoholen wie Methanol, Ethanol oder 2-Propanol einzusetzen (GB-PS 1 026 003, GB-PS 1 399 867). Aus US-PS 3 960 746 ist eine azeotropartige Mischung aus R 113, Methanol und Nitromethan für denselben Zweck bekannt. Da jedoch die FCKW im Verdacht stehen, die Ozonschicht zu schädigen, ist es notwendig, auf diese Stoffklasse zu verzichten.It is state of the art to use mixtures of 1,1,2-trichloro-1,2,2-trifluoroethane (R 113) and alcohols such as methanol, ethanol or 2-propanol for cleaning soldered circuit boards and other electronic components (GB- PS 1 026 003, GB-PS 1 399 867). An azeotrope-like mixture of R 113, methanol and nitromethane for the same purpose is known from US Pat. No. 3,960,746. However, since CFCs are suspected of damaging the ozone layer, it is necessary to dispense with this class of substances.

Für den Bereich der Elektronik-Industrie, insbesondere zum Reinigen von Leiterplatten nach dem Lötvorgang, werden zur Zeit verschiedene Systeme auf wäßriger Basis und auf Basis nichthalogenierter organischer Lösemittel diskutiert. Bei wäßrigen Reinigungsmitteln ist es jedoch schwierig, die richtige Tensid/Komplexbildner-Kombination zu finden. Auch muß das System an die mechanische Behandlung wie Spülen, Bürsten, Dampfstrahl, Ultraschall angepaßt werden. Bei der SMT (Surface Mount Technology)-Technik scheiden wäßrige Reinigungssysteme häufig aus, da sich das Wasser nur schwer wieder entfernen läßt.Various systems based on water and non-halogenated organic solvents are currently being discussed for the electronics industry, especially for cleaning printed circuit boards after the soldering process. With aqueous cleaning agents, however, it is difficult to find the right surfactant / complexing agent combination. The system must also be adapted to mechanical treatment such as rinsing, brushing, steam jet, ultrasound. With the SMT (Surface Mount Technology) technology, aqueous cleaning systems are often ruled out because the water is difficult to remove.

Bei Einsatz nichthalogenierter organischer Lösemittel, wie Benzin, Alkohole, Terpene oder Ester ist aufgrund der Brennbarkeit und der Explosivität dieser Substanzen eine explosionsgeschützte Ausführung der Anlage erforderlich, so daß aus ökonomischen Gründen eine Verwendung in Oberflächenbehandlungsanlagen nur in wenigen Fällen infrage kommt.When using non-halogenated organic solvents, such as gasoline, alcohols, terpenes or esters, the flammability and explosiveness of these substances necessitates an explosion-proof design of the system, so that use in surface treatment systems is only possible in a few cases for economic reasons.

Überraschenderweise wurde nun gefunden, daß 1,4-Dihydroperfluorbutan (CHF₂-CF₂-CF₂-CHF₂) mit Methanol ein azeotropartiges Lösungsmittelgemisch bildet, welches hervorragend zur Reinigung von elektronischen Bauteilen, insbesondere gelöteten Leiterplatten oder gedruckten Schaltungen, vor allem zur Entfernung von Lötflußmitteln geeignet ist.Surprisingly, it has now been found that 1,4-dihydroperfluorobutane (CHF₂-CF₂-CF₂-CHF₂) forms an azeotrope-like solvent mixture with methanol, which is outstandingly suitable for cleaning electronic components, in particular soldered printed circuit boards or printed circuits, especially for removing soldering flux .

Ein Gegenstand der Erfindung ist ein azeotropartiges Gemisch, das etwa 3 - 5 Gew.-% Methanol und etwa 95 - 97 Gew.-% 1,4-Dihydroperfluorbutan enthält. Vorzugsweise enthält das Gemisch 3,2 - 4,0 Gew.-% Methanol, insbesondere 3,4 - 3,6 Gew.-% Methanol, wobei der Rest jeweils 1,4-Dihydroperfluorbutan ist. Ein weiterer Gegenstand der Erfindung ist ein Verfahren zur Reinigung von elektronischen Bauteilen, insbesondere gelöteten Leiterplatten oder gedruckten Schaltungen, das dadurch gekennzeichnet ist, daß man die Bauteile mit einem azeotropartigen Gemisch wäscht, das etwa 3 - 5 Gew.-% Methanol und 95 - 97 Gew.-% 1,4-Dihydroperfluorbutan enthält. Vorzugsweise verwendet man ein Gemisch, das 3,2 - 4,0 Gew.-% Methanol, insbesondere 3,4 - 3,6 Gew.-% Methanol enthält, wobei der Rest jeweils im wesentlichen 1,4-Dihydroperfluorbutan ist.The invention relates to an azeotrope-like mixture which contains about 3-5% by weight of methanol and about 95-97% by weight of 1,4-dihydroperfluorobutane. The mixture preferably contains 3.2-4.0% by weight of methanol, in particular 3.4-3.6% by weight of methanol, the remainder being 1,4-dihydroperfluorobutane in each case. Another object of the invention is a method for cleaning electronic components, in particular soldered circuit boards or printed circuits, which is characterized in that the components are washed with an azeotrope-like mixture which contains about 3-5% by weight of methanol and 95-97 Wt .-% 1,4-dihydroperfluorobutane contains. A mixture is preferably used which contains 3.2-4.0% by weight of methanol, in particular 3.4-3.6% by weight of methanol, the remainder being essentially 1,4-dihydroperfluorobutane.

Ein besonders bevorzugtes Lösungsmittelgemisch enthält 96,5 Gew.-% 1,4-Dihydroperfluorbutan und 3,5 Gew.-% Methanol und hat einen Siedepunkt bei 1 bar von 40,5°C.A particularly preferred solvent mixture contains 96.5% by weight of 1,4-dihydroperfluorobutane and 3.5% by weight of methanol and has a boiling point of 40.5 ° C. at 1 bar.

Bei dem erfindungsgemäßen Gemisch ist die Zusammensetzung des Dampfes identisch oder im wesentlichen identisch mit der Zusammensetzung der Flüssigkeit, d.h. beim Verdampfen ändert sich die Zusammensetzung des Gemisches nicht oder nicht wesentlich. Das erfindungsgemäße Lösemittelgemisch hat den weiteren Vorteil, daß es kein Chlor enthält, und damit keine Ozonschädigung bewirkt. Außerdem ist es nicht brennbar und kann in den üblichen Ultraschall-, Tauch- und Bürstenwaschanlagen eingesetzt werden.In the mixture according to the invention, the composition of the vapor is identical or essentially identical to the composition of the liquid, ie the composition of the mixture does not change or does not change significantly during evaporation. The solvent mixture according to the invention has the further advantage that it contains no chlorine and therefore does not cause any damage to the ozone layer. Besides, it is not flammable and can be used in the usual ultrasonic, immersion and brush washing systems.

Beispiel 1: Example 1 :

Ein glasfaserverstärktes Basismaterial für Leiterplatten auf Polyesterbasis wurde mit einem handelsüblichen Lötflußmittel (Zeva C20-200 der Firma Zevatron, Hauptbestandteil Kolophonium, daneben Aktivatoren) bestrichen und 18 Stunden bei 60°C im Trockenschrank getrocknet. Anschließend wurde das Material mit einem Gemisch aus 1,4-Dihydroperfluorbutan (96,5 Gew.-%) und Methanol (3,5 Gew.-%) unter Anwendung von Ultraschall gewaschen. Die Einwirkzeit betrug 5 Sekunden, das Flußmittel wurde vollständig entfernt.A glass-fiber-reinforced base material for printed circuit boards based on polyester was coated with a commercially available soldering flux (Zeva C20-200 from Zevatron, main component rosin, also activators) and dried in a drying cabinet at 60 ° C. for 18 hours. The material was then washed with a mixture of 1,4-dihydroperfluorobutane (96.5% by weight) and methanol (3.5% by weight) using ultrasound. The exposure time was 5 seconds, the flux was completely removed.

Beispiel 2: Example 2 :

Man ging vor wie in Beispiel 1, nur daß man ein anderes Lötflußmittel benutzte (Zeva C 30-300 der Firma Zevatron), welches wiederum als Hauptbestandteil Kolophonium neben Aktivatoren enthielt. Nach einer Einwirkzeit von 10 Sekunden war das Flußmittel vollständig entfernt. Bei den herkömmlichen Gemischen aus 1,1,2-Trichlor-1,2,2-trifluorethan mit Methanol, Ethanol oder 2-Propanol betragen die Behandlungszeiten dagegen je nach Flußmittel zwischen 60 und 90 Sekunden. Außerdem lassen sich ionische Rückstände mit dem Azeotrop besser entfernen als mit den herkömmlichen Gemischen.The procedure was as in Example 1, except that another soldering flux was used (Zeva C 30-300 from Zevatron), which in turn contained rosin as the main constituent in addition to activators. The flux was completely removed after an exposure time of 10 seconds. In contrast, with conventional mixtures of 1,1,2-trichloro-1,2,2-trifluoroethane with methanol, ethanol or 2-propanol, the treatment times are between 60 and 90 seconds, depending on the flux. In addition, ionic residues can be removed more easily with the azeotrope than with the conventional mixtures.

Claims (6)

Azeotropartiges Gemisch, das etwa 3 - 5 Gew.-% Methanol und etwa 95 - 97 Gew.-% 1,4-Dihydroperfluorbutan enthält.Azeotrope-like mixture containing about 3-5% by weight of methanol and about 95-97% by weight of 1,4-dihydroperfluorobutane. Azeotropartiges Gemisch nach Anspruch 1, das etwa 3,2 - 4,0 Gew.-% Methanol und etwa 96,0 - 96,8 Gew.-% 1,4-Dihydroperfluorbutan enthält.The azeotrope-like mixture of claim 1, which contains about 3.2-4.0 weight percent methanol and about 96.0-96.8 weight percent 1,4-dihydroperfluorobutane. Azeotropartiges Gemisch nach Anspruch 1, das etwa 3,4 - 3,6 Gew.-% Methanol, und 96,4 - 96,6 Gew.-% 1,4-Dihydroperfluorbutan enthält.An azeotrope-like mixture according to claim 1, which contains about 3.4-3.6% by weight of methanol and 96.4-96.6% by weight of 1,4-dihydroperfluorobutane. Verfahren zur Reinigung von elektronischen Bauteilen, insbesondere gelöteten Leiterplatten oder gedruckten Schaltungen, dadurch gekennzeichnet, daß man die Bauteile mit einem azeotropartigen Gemisch nach einem der Ansprüche 1 bis 3 wäscht.Process for cleaning electronic components, in particular soldered circuit boards or printed circuits, characterized in that the components are washed with an azeotrope-like mixture according to one of Claims 1 to 3. Verfahren zur Entfernung von Lötflußmitteln, gekennzeichnet durch eine Wäsche mit einem azeotropartigen Gemisch nach einem der Ansprüche 1 bis 3.Process for removing soldering flux, characterized by washing with an azeotrope-like mixture according to one of Claims 1 to 3.
EP90125837A 1990-01-25 1990-12-31 Azeotrope-like solvents mixture and process for cleaning electronic components using them Expired - Lifetime EP0445438B1 (en)

Applications Claiming Priority (2)

Application Number Priority Date Filing Date Title
DE4002120A DE4002120A1 (en) 1990-01-25 1990-01-25 NEW AZEOTROPARTY SOLVENT MIXTURE AND METHOD FOR CLEANING ELECTRONIC COMPONENTS WITH THE HELP OF THE SAME
DE4002120 1990-01-25

Publications (2)

Publication Number Publication Date
EP0445438A1 true EP0445438A1 (en) 1991-09-11
EP0445438B1 EP0445438B1 (en) 1996-06-05

Family

ID=6398744

Family Applications (1)

Application Number Title Priority Date Filing Date
EP90125837A Expired - Lifetime EP0445438B1 (en) 1990-01-25 1990-12-31 Azeotrope-like solvents mixture and process for cleaning electronic components using them

Country Status (6)

Country Link
US (1) US5073291A (en)
EP (1) EP0445438B1 (en)
JP (1) JP2812369B2 (en)
DE (2) DE4002120A1 (en)
DK (1) DK0445438T3 (en)
ES (1) ES2088953T3 (en)

Cited By (4)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
EP0519431A2 (en) * 1991-06-21 1992-12-23 Hoechst Aktiengesellschaft Azeotrope-like mixture of methanol and 1H-perfluorohexane
EP0519432A2 (en) * 1991-06-21 1992-12-23 Hoechst Aktiengesellschaft Azeotrope-like mixture of 2-propanol and 1H-perfluorohexane
WO1993008240A1 (en) * 1991-10-18 1993-04-29 E.I. Du Pont De Nemours And Company Azeotropic compositions of 1,1,2,2,3,3,4,4-octafluorobutane and alcohols or ketones
WO1993020177A1 (en) * 1992-04-02 1993-10-14 E.I. Du Pont De Nemours And Company Ternary azeotropic compositions

Families Citing this family (12)

* 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
FR2676067B1 (en) * 1991-05-02 1993-07-23 Atochem COMPOSITION BASED ON 1,1,1,3,3-PENTAFLUOROBUTANE AND METHANOL, FOR CLEANING AND / OR DRYING SOLID SURFACES.
FR2676066B1 (en) * 1991-05-02 1993-07-23 Atochem COMPOSITION BASED ON 1,1-DICHLORO-1-FLUOROETHANE, 1,1,1,3,3-PENTAFLUOROBUTANE AND METHANOL, FOR CLEANING AND / OR DRYING SOLID SURFACES.
US5219488A (en) * 1992-03-16 1993-06-15 Allied-Signal Inc. Azeotrope-like compositions of 2-trifluoromethyl-1,1,1,2-tetrafluorobutane and ethanol or isopropanol
US5667594A (en) * 1991-10-31 1997-09-16 Daikin Industries Ltd. Cleaning method with solvent
US6355113B1 (en) 1991-12-02 2002-03-12 3M Innovative Properties Company Multiple solvent cleaning system
US5194170A (en) * 1992-04-02 1993-03-16 E. I. Du Pont De Nemours And Company Binary azeotropic compositions of 1,1,2,2,3,3,4,4-octafluorobutane and either tran-1,2-dichloroethylene, cis 1,2-dichloroethylene, or 1-1 dichloroethane
US5219490A (en) * 1992-04-27 1993-06-15 Allied-Signal Inc. Azeotrope-like compositions of 1,1,2,3,3-pentafluoropropane
US5696307A (en) * 1994-01-21 1997-12-09 Alliedsignal Inc. Hydrofluoroalkanes as cleaning and degreasing solvents
FR2740469B1 (en) * 1995-10-31 1997-12-05 Atochem Elf Sa CLEANING COMPOSITIONS BASED ON 1,1,1,2,2,4,4, - HEPTAFLUOROBUTANE AND ALCOHOLS
US5730894A (en) * 1996-04-16 1998-03-24 E. I. Du Pont De Nemours And Company 1,1,2,2,3,3,4,4-octafluorobutane azeotropic (like) compositions
US5769935A (en) 1996-11-26 1998-06-23 Alliedsignal Inc. Use of fluorocarbons as a fusing agent for toners in laser printers

Citations (2)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
EP0337605A1 (en) * 1988-04-11 1989-10-18 E.I. Du Pont De Nemours And Company Azeotropic compositions of 1,1-difluoro-2, 2-dichloroethane and methanol or ethanol
WO1989010984A1 (en) * 1988-05-03 1989-11-16 Allied-Signal Inc. Azeotrope-like compositions of 1,1-dichloro-1-fluoroethane and methanol

Family Cites Families (8)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
NL129954C (en) * 1964-04-02
GB1399867A (en) * 1971-09-27 1975-07-02 Ici Ltd Cleaning process
GB1430582A (en) * 1972-01-14 1976-03-31 Haszeldine R N Preparation of fluorinated organic materials
US3960746A (en) * 1974-07-25 1976-06-01 E. I. Du Pont De Nemours And Company Azeotrope-like compositions of methanol, nitromethane and trichlorotrifluoroethane
US4157979A (en) * 1978-04-07 1979-06-12 Phillips Petroleum Company Azeotropic compositions
US4842764A (en) * 1988-05-03 1989-06-27 Allied-Signal Inc. Azeotrope-like compositions of 1,1-dichloro-1-fluoroethane and methanol
US4816174A (en) * 1988-05-03 1989-03-28 Allied-Signal Inc. Azeotrope-like compositions of 1,1-dichloro-1-fluoroethane, methanol and nitromethane
JPH02221386A (en) * 1989-02-23 1990-09-04 Asahi Glass Co Ltd Chlorofluorohydrocarbon-based degreasing detergent

Patent Citations (2)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
EP0337605A1 (en) * 1988-04-11 1989-10-18 E.I. Du Pont De Nemours And Company Azeotropic compositions of 1,1-difluoro-2, 2-dichloroethane and methanol or ethanol
WO1989010984A1 (en) * 1988-05-03 1989-11-16 Allied-Signal Inc. Azeotrope-like compositions of 1,1-dichloro-1-fluoroethane and methanol

Non-Patent Citations (1)

* Cited by examiner, † Cited by third party
Title
CHEMICAL ABSTRACTS Band 82, Nr. 19, 12. Mai 1975, Seite 11, Zusammenfassung Nr. 118757y, Columbus, Ohio, US; T.H.S. BURNS et al.: "Fluorine compounds in anesthesia. 8. Examination of seven derivatives of propane and three of normal butane" & Anaesthesia 1974, Band 29, Nr. 4, Seiten 435-444 *

Cited By (9)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
EP0519431A2 (en) * 1991-06-21 1992-12-23 Hoechst Aktiengesellschaft Azeotrope-like mixture of methanol and 1H-perfluorohexane
EP0519432A2 (en) * 1991-06-21 1992-12-23 Hoechst Aktiengesellschaft Azeotrope-like mixture of 2-propanol and 1H-perfluorohexane
EP0519431A3 (en) * 1991-06-21 1993-05-05 Hoechst Aktiengesellschaft Azeotrope-like mixture of methanol and 1h-perfluorohexane
EP0519432A3 (en) * 1991-06-21 1993-05-05 Hoechst Aktiengesellschaft Azeotrope-like mixture of 2-propanol and 1h-perfluorohexane
US5266232A (en) * 1991-06-21 1993-11-30 Hoechst Aktiengesellschaft Azeotrope-like mixture of methanol and 1H-perfluorohexane
US5266231A (en) * 1991-06-21 1993-11-30 Hoechst Aktiengesellschaft Azeotrope-like mixture of 2-propanol and 1H-perfluorohexane
WO1993008240A1 (en) * 1991-10-18 1993-04-29 E.I. Du Pont De Nemours And Company Azeotropic compositions of 1,1,2,2,3,3,4,4-octafluorobutane and alcohols or ketones
EP0697452A1 (en) * 1991-10-18 1996-02-21 E.I. Du Pont De Nemours And Company Azeotropic compositions of 1,1,2,2,3,3,4,4-octafluorobutane and alcohols or ketones
WO1993020177A1 (en) * 1992-04-02 1993-10-14 E.I. Du Pont De Nemours And Company Ternary azeotropic compositions

Also Published As

Publication number Publication date
JPH04213397A (en) 1992-08-04
DE4002120A1 (en) 1991-08-01
US5073291A (en) 1991-12-17
JP2812369B2 (en) 1998-10-22
DE59010360D1 (en) 1996-07-11
ES2088953T3 (en) 1996-10-01
EP0445438B1 (en) 1996-06-05
DK0445438T3 (en) 1996-11-04

Similar Documents

Publication Publication Date Title
EP0445438B1 (en) Azeotrope-like solvents mixture and process for cleaning electronic components using them
EP0454109A1 (en) New azeotropic or azeotrope-like mixture of 2,2,2-trifluoroethyl-1,1,2,2-tetrafluoroethylether and ethanol, and its use
DE69430166T2 (en) Compositions containing pentafluorobutane and their use
DE69131737T2 (en) Solvent cleaning of objects
DE69228183T2 (en) COMPOSITION AND METHOD FOR REMOVING ROSINE SOLDER FLOW WITH TERPEN AND HYDROCARBONS
DE2345037C2 (en) Method of cleaning objects
DE69430020T2 (en) Compositions containing pentafluorobutane and their use
DE69031064T2 (en) Process for removing flux residues from electronic components using mixtures containing tetrahydrofurfuryl alcohol and amines.
DE69310170T2 (en) AZEOTROPARTIC COMPOSITIONS WITH 1,1,2,3,3-PENTAFLUOROPROPANE
DE69303604T2 (en) METHOD FOR CLEANING EPOXY ARTICLES
DE2210429A1 (en) Solvent compositions of matter
US5456760A (en) Cleaning process for electronic and electrical assemblies
DE4326469C2 (en) Mixture based on 1,1,1,3,3-pentafluorobutane and methylene chloride, for cleaning and / or drying solid surfaces
EP0519432A2 (en) Azeotrope-like mixture of 2-propanol and 1H-perfluorohexane
EP0519431B1 (en) Azeotrope-like mixture of methanol and 1H-perfluorohexane
DE69025594T2 (en) NON-TOXIC, NON-FLAMMABLE CLEANERS FOR CLEANING PRINTED CIRCUITS
EP0427069A2 (en) Detergent composition comprising fluorinated hydrocarbons containing hydrogen and partially fluorinated alcanols
DE68912325T2 (en) AZEOTROPLIKE COMPOSITIONS OF 1,1-DICHLORO-1-FLUOROETHANE, METHANOL AND NITROMETHANE.
DE602004013154T2 (en) CLEANING / rinsing
WO1994006265A1 (en) Cleaning-agent mixture for cleaning printed circuits and a method of cleaning such circuits
EP0450458B1 (en) Compositions of dichloropenta fluoropropane and acetone
DE69432702T2 (en) METHOD FOR PRODUCING CLEAN ITEMS
EP0378140B1 (en) Cleaning compositions
DE2403428A1 (en) DETERGENT SOLVENT COMPOSITION
EP0583719A1 (en) Compositions comprising the 1-chloro-2,2,2-trifluoroethyl difluoromethyl ehter and partially fluorinated alcanols

Legal Events

Date Code Title Description
PUAI Public reference made under article 153(3) epc to a published international application that has entered the european phase

Free format text: ORIGINAL CODE: 0009012

17P Request for examination filed

Effective date: 19901231

AK Designated contracting states

Kind code of ref document: A1

Designated state(s): BE DE DK ES FR GB IT NL

17Q First examination report despatched

Effective date: 19950710

GRAH Despatch of communication of intention to grant a patent

Free format text: ORIGINAL CODE: EPIDOS IGRA

GRAA (expected) grant

Free format text: ORIGINAL CODE: 0009210

AK Designated contracting states

Kind code of ref document: B1

Designated state(s): BE DE DK ES FR GB IT NL

REF Corresponds to:

Ref document number: 59010360

Country of ref document: DE

Date of ref document: 19960711

ITF It: translation for a ep patent filed
GBT Gb: translation of ep patent filed (gb section 77(6)(a)/1977)

Effective date: 19960809

ET Fr: translation filed
REG Reference to a national code

Ref country code: ES

Ref legal event code: FG2A

Ref document number: 2088953

Country of ref document: ES

Kind code of ref document: T3

REG Reference to a national code

Ref country code: DK

Ref legal event code: T3

REG Reference to a national code

Ref country code: ES

Ref legal event code: FG2A

Ref document number: 2088953

Country of ref document: ES

Kind code of ref document: T3

RAP2 Party data changed (patent owner data changed or rights of a patent transferred)

Owner name: SOLVAY (SOCIETE ANONYME)

NLT2 Nl: modifications (of names), taken from the european patent patent bulletin

Owner name: SOLVAY (SOCIETE ANONYME)

REG Reference to a national code

Ref country code: GB

Ref legal event code: 732E

REG Reference to a national code

Ref country code: FR

Ref legal event code: TP

PLBE No opposition filed within time limit

Free format text: ORIGINAL CODE: 0009261

STAA Information on the status of an ep patent application or granted ep patent

Free format text: STATUS: NO OPPOSITION FILED WITHIN TIME LIMIT

26N No opposition filed
NLS Nl: assignments of ep-patents

Owner name: SOLVAY (SOCIETE ANONYME)

PGFP Annual fee paid to national office [announced via postgrant information from national office to epo]

Ref country code: DK

Payment date: 19991124

Year of fee payment: 10

PGFP Annual fee paid to national office [announced via postgrant information from national office to epo]

Ref country code: ES

Payment date: 19991203

Year of fee payment: 10

PGFP Annual fee paid to national office [announced via postgrant information from national office to epo]

Ref country code: FR

Payment date: 19991216

Year of fee payment: 10

PGFP Annual fee paid to national office [announced via postgrant information from national office to epo]

Ref country code: GB

Payment date: 19991229

Year of fee payment: 10

PGFP Annual fee paid to national office [announced via postgrant information from national office to epo]

Ref country code: DE

Payment date: 19991230

Year of fee payment: 10

PGFP Annual fee paid to national office [announced via postgrant information from national office to epo]

Ref country code: NL

Payment date: 19991231

Year of fee payment: 10

PGFP Annual fee paid to national office [announced via postgrant information from national office to epo]

Ref country code: BE

Payment date: 20000105

Year of fee payment: 10

PG25 Lapsed in a contracting state [announced via postgrant information from national office to epo]

Ref country code: GB

Free format text: LAPSE BECAUSE OF NON-PAYMENT OF DUE FEES

Effective date: 20001231

Ref country code: DK

Free format text: LAPSE BECAUSE OF NON-PAYMENT OF DUE FEES

Effective date: 20001231

Ref country code: BE

Free format text: LAPSE BECAUSE OF NON-PAYMENT OF DUE FEES

Effective date: 20001231

PG25 Lapsed in a contracting state [announced via postgrant information from national office to epo]

Ref country code: ES

Free format text: LAPSE BECAUSE OF NON-PAYMENT OF DUE FEES

Effective date: 20010101

BERE Be: lapsed

Owner name: SOLVAY (S.A.)

Effective date: 20001231

PG25 Lapsed in a contracting state [announced via postgrant information from national office to epo]

Ref country code: NL

Free format text: LAPSE BECAUSE OF NON-PAYMENT OF DUE FEES

Effective date: 20010701

GBPC Gb: european patent ceased through non-payment of renewal fee

Effective date: 20001231

PG25 Lapsed in a contracting state [announced via postgrant information from national office to epo]

Ref country code: FR

Free format text: LAPSE BECAUSE OF NON-PAYMENT OF DUE FEES

Effective date: 20010831

NLV4 Nl: lapsed or anulled due to non-payment of the annual fee

Effective date: 20010701

REG Reference to a national code

Ref country code: DK

Ref legal event code: EBP

REG Reference to a national code

Ref country code: FR

Ref legal event code: ST

PG25 Lapsed in a contracting state [announced via postgrant information from national office to epo]

Ref country code: DE

Free format text: LAPSE BECAUSE OF NON-PAYMENT OF DUE FEES

Effective date: 20011002

REG Reference to a national code

Ref country code: ES

Ref legal event code: FD2A

Effective date: 20020112

PG25 Lapsed in a contracting state [announced via postgrant information from national office to epo]

Ref country code: IT

Free format text: LAPSE BECAUSE OF NON-PAYMENT OF DUE FEES;WARNING: LAPSES OF ITALIAN PATENTS WITH EFFECTIVE DATE BEFORE 2007 MAY HAVE OCCURRED AT ANY TIME BEFORE 2007. THE CORRECT EFFECTIVE DATE MAY BE DIFFERENT FROM THE ONE RECORDED.

Effective date: 20051231