EP0443911B1 - Anwendung von Perfluoralkyl-Ethylenen als Reinigungs- oder Trocknungsmittel - Google Patents
Anwendung von Perfluoralkyl-Ethylenen als Reinigungs- oder Trocknungsmittel Download PDFInfo
- Publication number
- EP0443911B1 EP0443911B1 EP91400353A EP91400353A EP0443911B1 EP 0443911 B1 EP0443911 B1 EP 0443911B1 EP 91400353 A EP91400353 A EP 91400353A EP 91400353 A EP91400353 A EP 91400353A EP 0443911 B1 EP0443911 B1 EP 0443911B1
- Authority
- EP
- European Patent Office
- Prior art keywords
- ethylene
- composition according
- weight
- perfluorobutyl
- perfluoroalkyl
- 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
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
- C11D7/22—Organic compounds
- C11D7/26—Organic compounds containing oxygen
- C11D7/261—Alcohols; Phenols
-
- 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
- C11D7/30—Halogenated hydrocarbons
-
- 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
- C11D7/504—Azeotropic mixtures containing halogenated solvents all solvents being halogenated hydrocarbons
- C11D7/5059—Mixtures containing (hydro)chlorocarbons
-
- 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
- C11D7/5086—Mixtures of only oxygen-containing solvents the oxygen-containing solvents being different from alcohols, e.g. mixtures of water and ethers
-
- 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
- C11D7/509—Mixtures of hydrocarbons and oxygen-containing solvents
-
- 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
- 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
- C11D7/26—Organic compounds containing oxygen
- C11D7/263—Ethers
-
- 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
- C11D7/26—Organic compounds containing oxygen
- C11D7/264—Aldehydes; Ketones; Acetals or ketals
-
- 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
- C11D7/26—Organic compounds containing oxygen
- C11D7/266—Esters or carbonates
-
- 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
Definitions
- the present invention relates to the field of fluorinated hydrocarbons and more particularly relates to the use of (perfluoroalkyl) -ethylenes as cleaning or drying agents for solid surfaces.
- F113 1,1,2-trichloro-1,2,2-trifluoroethane
- electronics the F113 has notably found an important application in defluxing and cold cleaning of printed circuits.
- Other examples of applications of F113 include the degreasing of metal parts and the cleaning of high quality and high precision mechanical parts such as, for example, gyroscopes and military, aerospace or medical equipment.
- F113 is often combined with other organic solvents (for example methanol), in particular in the form of azeotropic or pseudo-azeotropic mixtures which do not demix and which, when used at reflux, have substantially the same composition in the vapor phase than in the liquid phase.
- organic solvents for example methanol
- F113 is also used in industry for drying various solid substrates (metal parts, plastics, composites or glasses) after cleaning in an aqueous medium.
- F113 is often added with one or more surfactants (see in particular the patents FR 2 353 625, FR 2 527 625, EP 0 090 677 and 0 189 436 and the references cited in these patents).
- F113 is one of the completely halogenated chlorofluorocarbons that are currently suspected attack or degrade stratospheric ozone. We are therefore looking for products devoid of any destructive effect with respect to ozone and capable of replacing F113 in its various applications.
- these compounds are particularly stable to oxidation and do not damage plastics (polystyrene, ABS, ...) or elastomers such as ethylene-propylene copolymers.
- the subject of the invention is therefore the use of a (perfluoroalkyl) -ethylene of formula (I) as a substitute for F113 in the various applications of the latter. Also part of the present invention, the cleaning or drying compositions based on a (perfluoroalkyl) -ethylene.
- the (perfluoroalkyl) -ethylene of formula (I) can be used alone or as a mixture with one another or with other organic solvents which are liquid at room temperature, for example with alcohols such as methanol, ethanol, and isopropanol, ketones like acetone, esters like methyl or ethyl acetate and ethyl formate, ethers like methyl tert-butyl ether and tetrahydrofuran, acetals like dimethoxy- 1.1 ethane and 1,3-dioxolane, chlorinated or non-chlorinated hydrocarbons such as methylene chloride, trichlorethylene and 1,1,1 trichloroethane, 2-methyl pentane, 2,3-dimethyl butane, n.hexane and hexene-1.
- alcohols such as methanol, ethanol, and isopropanol
- ketones like acetone
- esters like methyl or
- the mixture has a pseudo-azeotropic behavior, that is to say that the composition of the vapor and liquid phases is substantially the same, which is particularly advantageous for the intended applications.
- Such a mixture also has the significant advantage of not having a flash point under the standard conditions of determination (standard ASTM-D 3828) and is therefore non-flammable.
- compositions according to the invention containing (perfluoroalkyl) -ethylenes intended for drying (elimination of water) from the solid substrates after cleaning in an aqueous medium may contain, in a proportion ranging from 0.01 to 5% by by weight (preferably from 0.1 to 3%), the same additives as the drying compositions based on F113.
- additives are generally surface-active agents such as, for example, mono- or dialkylphosphates of amines, salts of the dioleate type of N-oleylpropylenediamine, diamides of the dioleyl-oleylamidopropyleneamide type, cationic compounds derived from l imidazoline, or compounds resulting from the reaction of a quaternary ammonium hydrochloride with an alkylphosphoric acid in the presence of a fluorinated amine or not.
- surface-active agents such as, for example, mono- or dialkylphosphates of amines, salts of the dioleate type of N-oleylpropylenediamine, diamides of the dioleyl-oleylamidopropyleneamide type, cationic compounds derived from l imidazoline, or compounds resulting from the reaction of a quaternary ammonium hydrochloride with an alkylphosphoric acid in the presence of a fluorinated amine or
- This azeotrope used for cleaning solder flux or degreasing mechanical parts, gives good results.
- Example 2 is repeated using 0.1% nitromethane and 0.1% propylene oxide. The following results are obtained:
- Example 2 The procedure is as in Example 1, but replacing the methanol with other solvents.
- the following table shows the normal boiling point (at 1.013 bar) and the composition of the azeotropes.
- composition and normal boiling point of three other ternary azeotropes are shown in the following table.
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- Chemical & Material Sciences (AREA)
- Engineering & Computer Science (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Organic Chemistry (AREA)
- Life Sciences & Earth Sciences (AREA)
- Oil, Petroleum & Natural Gas (AREA)
- Wood Science & Technology (AREA)
- Materials Engineering (AREA)
- General Chemical & Material Sciences (AREA)
- Mechanical Engineering (AREA)
- Metallurgy (AREA)
- Health & Medical Sciences (AREA)
- Emergency Medicine (AREA)
- Detergent Compositions (AREA)
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
- Extraction Or Liquid Replacement (AREA)
- Materials Applied To Surfaces To Minimize Adherence Of Mist Or Water (AREA)
Claims (18)
- Verwendung von Perfluoralkylethylen der Formel:
RFCH=CH₂ (I)
in der RF einen linearen oder verzweigten Perfluoralkylrest mit 3 bis 6 Kohlenstoffatomen enthält, als Reinigungs- oder Trockungsmittel für Feststoffoberflächen. - Verwendung nach Anspruch 1, wobei die Verbindung der Formel (I) n-Perfluorbutylethylen C₄F₉CH=CH₂ ist.
- Zusammensetzung zur Reinigung von Feststoffoberflächen, dadurch gekennzeichnet, daß sie aus einer Mischung eines Perfluoralkylethylens nach Anspruch 1 oder 2 mit wenigstens einem organischen Lösemittel, ausgewählt aus Alkoholen, Ketonen, Estern, Ethern, Acetalen und chlorierten oder nicht-chlorierten Kohlenwasserstoffen besteht.
- Zusammensetzung nach Anspruch 3, die 85 bis 98 Gew.-% n-Perfluorbutylethylen und 2 bis 15 Gew.-% Methanol umfaßt.
- Zusammensetzung nach Anspruch 4, die 90 bis 95 Gew.-% n-Perfluorbutylethylen und 5 bis 10 Gew.-% Methanol umfaßt.
- Zusammensetzung nach Anspruch 4, das als Azeotrop mit einem Siedepunkt von 46,3 °C bei Atmosphärendruck vorliegt.
- Zusammensetzung nach Anspruch 3, die 91 bis 98 Gew.-% n-Perfluorbutylethylen und 2 bis 9 Gew.-% Isopropanol umfaßt.
- Zusammensetzung nach Anspruch 3, die 41 bis 51 Gew.-% n-Perfluorbutylethylen und 49 bis 59 Gew.-% Methylenchlorid umfaßt.
- Zusammensetzung nach Anspruch 3, die 89 bis 97 Gew.-% n-Perfluorbutylethylen und 3 bis 11 Gew.-% Trichlorethylen umfaßt.
- Zusammensetzung nach Anspruch 3, die 83 bis 90 Gew.-% n-Perfluorbutylethylen und 10 bis 17 Gew.-% 1,3-Dioxolan umfaßt.
- Zusammensetzung nach Anspruch 3, die 84,8 bis 97,8 Gew.-% n-Perfluorbutylethylen, 2 bis 15 Gew.-% Methanol und 0,2 bis 2,2 Gew.-% Methylacetat umfaßt.
- Zusammensetzung nach Anspruch 3, die 90 bis 98 Gew.-% n-Perfluorbutylethylen, 1 bis 9 Gew.-% Isopropanol und 1 bis 7 Gew.-% 1,3-Dioxolan umfaßt.
- Zusammensetzung nach Anspruch 3, die 90,95 bis 97,95 Gew.-% n-Perfluorbutylethylen, 2 bis 9 Gew.-% Isopropanol und 0,05 bis 1 Gew.-% 1,1-Dimethoxyethan umfaßt.
- Zusammensetzung nach einem der Ansprüche 3 bis 13, die ferner wenigstens einen Stabilisator umfaßt.
- Zusammensetzung nach Anspruch 14, wobei der Stabilisator ein Nitroalkan, ein Alkylenoxid oder eine Mischung dieser Verbindungen ist.
- Zusammensetzung nach Anspruch 14 oder 15, wobei der Anteil des Stabilisators 0,01 bis 5 % in bezug auf das Gesamtgewicht der Zusammensetzung beträgt.
- Zusammensetzung für die Trocknung von Feststoffoberflächen, dadurch gekennzeichnet, daß sie aus einer Mischung aus Perfluoralkylethylen nach Anspruch 1 oder 2 und wenigstens einem oberflächenaktiven Mittel besteht.
- Zusammensetzung nach Anspruch 17, wobei der Gehalt des oberflächenaktiven Mittels 0,01 bis 5 Gew.-%, vorzugsweise 0,1 bis 3 Gew.-% beträgt.
Applications Claiming Priority (2)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
FR9002011 | 1990-02-20 | ||
FR9002011A FR2658532B1 (fr) | 1990-02-20 | 1990-02-20 | Application des (perfluoroalkyl)-ethylenes comme agents de nettoyage ou de sechage, et compositions utilisables a cet effet. |
Publications (2)
Publication Number | Publication Date |
---|---|
EP0443911A1 EP0443911A1 (de) | 1991-08-28 |
EP0443911B1 true EP0443911B1 (de) | 1995-01-18 |
Family
ID=9393900
Family Applications (1)
Application Number | Title | Priority Date | Filing Date |
---|---|---|---|
EP91400353A Expired - Lifetime EP0443911B1 (de) | 1990-02-20 | 1991-02-12 | Anwendung von Perfluoralkyl-Ethylenen als Reinigungs- oder Trocknungsmittel |
Country Status (13)
Country | Link |
---|---|
US (1) | US5302212A (de) |
EP (1) | EP0443911B1 (de) |
JP (1) | JPH0615003B2 (de) |
KR (1) | KR930007225B1 (de) |
AT (1) | ATE117362T1 (de) |
AU (1) | AU635387B2 (de) |
CA (1) | CA2035687C (de) |
DE (1) | DE69106740T2 (de) |
FI (1) | FI98827C (de) |
FR (1) | FR2658532B1 (de) |
IE (1) | IE68777B1 (de) |
NO (1) | NO176673C (de) |
PT (1) | PT96811B (de) |
Families Citing this family (27)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
US5458800A (en) * | 1990-02-20 | 1995-10-17 | Societe Atochem | Use of (perfluoroalkyl) ethylenes as cleaning or drying agents, and compositions which can be used for this purpose |
US5531916A (en) * | 1990-10-03 | 1996-07-02 | E. I. Du Pont De Nemours And Company | Hydrofluorocarbon cleaning compositions |
EP0525266B1 (de) * | 1991-07-31 | 1994-09-14 | Elf Atochem S.A. | Zusammensetzung auf der Basis von N-Perfluorbutylethylen zum Reinigen von festen Oberflächen |
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. |
JP3123695B2 (ja) * | 1993-01-22 | 2001-01-15 | キヤノン株式会社 | 混合溶剤組成物、及びそれを利用する洗浄方法と洗浄処理装置 |
JP3390245B2 (ja) * | 1993-06-01 | 2003-03-24 | 富士通株式会社 | 洗浄液及び洗浄方法 |
US5482564A (en) * | 1994-06-21 | 1996-01-09 | Texas Instruments Incorporated | Method of unsticking components of micro-mechanical devices |
FR2731436B1 (fr) * | 1995-03-09 | 1997-04-30 | Atochem Elf Sa | Utilisation d'hydrofluoroalcenes comme agents de nettoyage, et compositions utilisables a cet effet |
US6372705B1 (en) | 1995-03-24 | 2002-04-16 | Bayer Corporation | Azeotropic compositions of perfluorohexane and hydrocarbons having 5 carbon atoms and the use thereof in the production of foams |
US5614565A (en) * | 1995-03-24 | 1997-03-25 | Bayer Corporation | Azeotropic compositions of perfluorohexane and hydrocarbons having 6 carbon atoms and the use thereof in the production of foams |
US6358908B1 (en) | 1995-03-24 | 2002-03-19 | Bayer Corporation | Azeotropic compositions of 1,3-dioxolane and hydrocarbons having 5 or 6 carbon atoms and the use thereof in the production of foams |
JPH08330266A (ja) * | 1995-05-31 | 1996-12-13 | Texas Instr Inc <Ti> | 半導体装置等の表面を浄化し、処理する方法 |
FR2766837A1 (fr) * | 1997-07-31 | 1999-02-05 | Atochem Elf Sa | Compositions azeotropiques a base de (n.perfluorohexyl) ethylene pour le traitement de surfaces solides |
US6793840B2 (en) * | 2000-12-22 | 2004-09-21 | E. I. Du Pont De Nemours And Company | Azeotrope mixtures with perfluorobutylethylene |
DE60033199T2 (de) * | 2000-12-22 | 2007-11-15 | E.I. Du Pont De Nemours And Co., Wilmington | Azeotrope mischungen mit perfluorbutylethylen |
DK2258404T3 (da) * | 2002-10-25 | 2017-11-13 | Honeywell Int Inc | Fremgangsmåde til sterilisering ved anvendelse af sammensætninger, der indeholder fluorsubstituerede olefiner |
US7745369B2 (en) * | 2003-12-19 | 2010-06-29 | Shell Oil Company | Method and catalyst for producing a crude product with minimal hydrogen uptake |
US7153448B2 (en) * | 2004-05-26 | 2006-12-26 | E.I. Du Pont De Nemours And Company | 1,1,1,2,2,4,5,5,5-nonafluoro-4-(trifluoromethyl)-3-pentanone compositions comprising a hydrofluorocarbon and uses thereof |
EP1874887A1 (de) * | 2005-04-26 | 2008-01-09 | E.I. Dupont De Nemours And Company | Wärmeträger- und kühlmittel mit 3,3,4,4,5,5,6,6,6-nonafluor-1-hexen und einem teilfluorierten kohlenwasserstoff |
US7553985B2 (en) * | 2005-11-02 | 2009-06-30 | E.I. Du Pont De Nemours And Company | Fluorinated surfactants |
JP4885233B2 (ja) * | 2005-11-10 | 2012-02-29 | イー・アイ・デュポン・ドウ・ヌムール・アンド・カンパニー | 組成物、燃焼防止組成物、燃焼防止及び/又は消火方法、燃焼防止システム及び生産方法 |
US7498296B2 (en) * | 2006-02-28 | 2009-03-03 | E. I. Dupont De Nemours And Company | Azeotropic compositions comprising fluorinated compounds for cleaning applications |
US8021490B2 (en) * | 2007-01-04 | 2011-09-20 | Eastman Chemical Company | Substrate cleaning processes through the use of solvents and systems |
BR122018074418B1 (pt) * | 2007-06-12 | 2019-03-26 | E. I. Du Pont De Nemours And Company | Composição e processo para produzir refrigeração |
EP2356086A2 (de) * | 2008-11-13 | 2011-08-17 | Solvay Fluor GmbH | Teilfluorierte olefine, herstellung von teilfluorierten olefinen und verfahren zur anwendung von teilfluorierten olefinen |
KR101753621B1 (ko) * | 2008-12-17 | 2017-07-19 | 허니웰 인터내셔널 인코포레이티드 | 세척 조성물 및 방법 |
EP4098729A1 (de) | 2021-06-01 | 2022-12-07 | Cipelia | Nichtentflammbare, flüchtige und wässrige reinigungszusammensetzung |
Family Cites Families (10)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
US2551639A (en) * | 1947-07-22 | 1951-05-08 | Socony Vacuum Oil Co Inc | Reaction of olefins and halogenated alkanes |
US3389187A (en) * | 1964-04-27 | 1968-06-18 | Dow Chemical Co | Perfluoroisobutylene dimer |
FR1560544A (de) * | 1968-01-31 | 1969-03-21 | ||
US3911035A (en) * | 1971-05-24 | 1975-10-07 | Pennwalt Corp | Novel hexafluorohexenes |
US3907576A (en) * | 1972-02-22 | 1975-09-23 | Ciba Geigy Corp | Compositions containing werner complexes of chromium and fluorinated carboxylic acids |
US5059728A (en) * | 1990-06-29 | 1991-10-22 | Allied-Signal Inc. | Partially fluorinated alkanes having a tertiary structure |
US5037573A (en) * | 1990-10-03 | 1991-08-06 | E. I. Du Pont De Nemours And Company | Binary azeotropic compositions of 1,1-dichloro-1-fluoroethane and n-perfluorobutylethylene |
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. |
US5076956A (en) * | 1990-11-29 | 1991-12-31 | E. I. Du Pont De Nemours And Company | Compositions of octafluorotrifluoromethylpentane and nonafluorotrifluoromethylpentane and use thereof for cleaning solid surfaces |
-
1990
- 1990-02-20 FR FR9002011A patent/FR2658532B1/fr not_active Expired - Lifetime
-
1991
- 1991-02-05 CA CA002035687A patent/CA2035687C/fr not_active Expired - Fee Related
- 1991-02-12 DE DE69106740T patent/DE69106740T2/de not_active Expired - Fee Related
- 1991-02-12 AT AT91400353T patent/ATE117362T1/de not_active IP Right Cessation
- 1991-02-12 AU AU70989/91A patent/AU635387B2/en not_active Ceased
- 1991-02-12 EP EP91400353A patent/EP0443911B1/de not_active Expired - Lifetime
- 1991-02-14 NO NO910596A patent/NO176673C/no unknown
- 1991-02-19 IE IE56091A patent/IE68777B1/en not_active IP Right Cessation
- 1991-02-19 PT PT96811A patent/PT96811B/pt not_active IP Right Cessation
- 1991-02-19 FI FI910800A patent/FI98827C/fi active
- 1991-02-20 JP JP3026414A patent/JPH0615003B2/ja not_active Expired - Lifetime
- 1991-02-20 US US07/658,270 patent/US5302212A/en not_active Expired - Fee Related
- 1991-02-20 KR KR1019910002732A patent/KR930007225B1/ko not_active IP Right Cessation
Also Published As
Publication number | Publication date |
---|---|
CA2035687A1 (fr) | 1991-08-21 |
NO910596L (no) | 1991-08-21 |
US5302212A (en) | 1994-04-12 |
FR2658532B1 (fr) | 1992-05-15 |
IE68777B1 (en) | 1996-07-10 |
ATE117362T1 (de) | 1995-02-15 |
CA2035687C (fr) | 1998-05-05 |
AU635387B2 (en) | 1993-03-18 |
EP0443911A1 (de) | 1991-08-28 |
PT96811A (pt) | 1991-10-31 |
AU7098991A (en) | 1991-08-22 |
FI98827B (fi) | 1997-05-15 |
DE69106740T2 (de) | 1995-08-10 |
KR930007225B1 (ko) | 1993-08-04 |
FI98827C (fi) | 1997-08-25 |
NO176673C (no) | 1995-05-10 |
FI910800A0 (fi) | 1991-02-19 |
JPH04227803A (ja) | 1992-08-17 |
FR2658532A1 (fr) | 1991-08-23 |
DE69106740D1 (de) | 1995-03-02 |
FI910800A (fi) | 1991-08-21 |
JPH0615003B2 (ja) | 1994-03-02 |
NO176673B (no) | 1995-01-30 |
PT96811B (pt) | 1998-07-31 |
KR910021472A (ko) | 1991-12-20 |
IE910560A1 (en) | 1991-08-28 |
NO910596D0 (no) | 1991-02-14 |
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