EP0974642B1 - Reinigungs- und Trocknungsmittel auf Basis von 1,1,1,2,3,4,4,5,5,5-Decafluorpentan und 1,1,1,3,3-pentafluorbutan - Google Patents
Reinigungs- und Trocknungsmittel auf Basis von 1,1,1,2,3,4,4,5,5,5-Decafluorpentan und 1,1,1,3,3-pentafluorbutan Download PDFInfo
- Publication number
- EP0974642B1 EP0974642B1 EP99401419A EP99401419A EP0974642B1 EP 0974642 B1 EP0974642 B1 EP 0974642B1 EP 99401419 A EP99401419 A EP 99401419A EP 99401419 A EP99401419 A EP 99401419A EP 0974642 B1 EP0974642 B1 EP 0974642B1
- Authority
- EP
- European Patent Office
- Prior art keywords
- cleaning
- compositions
- azeotropic
- 365mfc
- mee
- 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
- 239000000203 mixture Substances 0.000 title claims description 49
- 238000004140 cleaning Methods 0.000 title claims description 18
- RIQRGMUSBYGDBL-UHFFFAOYSA-N 1,1,1,2,2,3,4,5,5,5-decafluoropentane Chemical compound FC(F)(F)C(F)C(F)C(F)(F)C(F)(F)F RIQRGMUSBYGDBL-UHFFFAOYSA-N 0.000 title claims description 7
- WZLFPVPRZGTCKP-UHFFFAOYSA-N 1,1,1,3,3-pentafluorobutane Chemical compound CC(F)(F)CC(F)(F)F WZLFPVPRZGTCKP-UHFFFAOYSA-N 0.000 title claims description 5
- 238000001035 drying Methods 0.000 title claims description 5
- OKKJLVBELUTLKV-UHFFFAOYSA-N Methanol Chemical compound OC OKKJLVBELUTLKV-UHFFFAOYSA-N 0.000 claims description 27
- NKDDWNXOKDWJAK-UHFFFAOYSA-N dimethoxymethane Chemical compound COCOC NKDDWNXOKDWJAK-UHFFFAOYSA-N 0.000 claims description 8
- 238000009835 boiling Methods 0.000 claims description 7
- 238000005238 degreasing Methods 0.000 claims description 7
- 239000007787 solid Substances 0.000 claims description 6
- 239000003381 stabilizer Substances 0.000 claims description 6
- 230000004907 flux Effects 0.000 description 6
- CBENFWSGALASAD-UHFFFAOYSA-N Ozone Chemical compound [O-][O+]=O CBENFWSGALASAD-UHFFFAOYSA-N 0.000 description 5
- 238000004821 distillation Methods 0.000 description 5
- 238000004817 gas chromatography Methods 0.000 description 5
- FAPWRFPIFSIZLT-UHFFFAOYSA-M Sodium chloride Chemical compound [Na+].[Cl-] FAPWRFPIFSIZLT-UHFFFAOYSA-M 0.000 description 4
- 230000001066 destructive effect Effects 0.000 description 4
- 238000010992 reflux Methods 0.000 description 4
- 239000012808 vapor phase Substances 0.000 description 4
- 238000000034 method Methods 0.000 description 3
- 238000003466 welding Methods 0.000 description 3
- AJDIZQLSFPQPEY-UHFFFAOYSA-N 1,1,2-Trichlorotrifluoroethane Chemical compound FC(F)(Cl)C(F)(Cl)Cl AJDIZQLSFPQPEY-UHFFFAOYSA-N 0.000 description 2
- RSWGJHLUYNHPMX-UHFFFAOYSA-N Abietic-Saeure Natural products C12CCC(C(C)C)=CC2=CCC2C1(C)CCCC2(C)C(O)=O RSWGJHLUYNHPMX-UHFFFAOYSA-N 0.000 description 2
- YCKRFDGAMUMZLT-UHFFFAOYSA-N Fluorine atom Chemical compound [F] YCKRFDGAMUMZLT-UHFFFAOYSA-N 0.000 description 2
- KHPCPRHQVVSZAH-HUOMCSJISA-N Rosin Natural products O(C/C=C/c1ccccc1)[C@H]1[C@H](O)[C@@H](O)[C@@H](O)[C@@H](CO)O1 KHPCPRHQVVSZAH-HUOMCSJISA-N 0.000 description 2
- 239000003795 chemical substances by application Substances 0.000 description 2
- 150000001875 compounds Chemical class 0.000 description 2
- 229910052731 fluorine Inorganic materials 0.000 description 2
- 239000011737 fluorine Substances 0.000 description 2
- 239000012535 impurity Substances 0.000 description 2
- 239000007791 liquid phase Substances 0.000 description 2
- 229910052751 metal Inorganic materials 0.000 description 2
- 239000002184 metal Substances 0.000 description 2
- 239000011780 sodium chloride Substances 0.000 description 2
- 239000000126 substance Substances 0.000 description 2
- 238000012360 testing method Methods 0.000 description 2
- KHPCPRHQVVSZAH-UHFFFAOYSA-N trans-cinnamyl beta-D-glucopyranoside Natural products OC1C(O)C(O)C(CO)OC1OCC=CC1=CC=CC=C1 KHPCPRHQVVSZAH-UHFFFAOYSA-N 0.000 description 2
- 238000012795 verification Methods 0.000 description 2
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 2
- FRCHKSNAZZFGCA-UHFFFAOYSA-N 1,1-dichloro-1-fluoroethane Chemical compound CC(F)(Cl)Cl FRCHKSNAZZFGCA-UHFFFAOYSA-N 0.000 description 1
- WNXJIVFYUVYPPR-UHFFFAOYSA-N 1,3-dioxolane Chemical compound C1COCO1 WNXJIVFYUVYPPR-UHFFFAOYSA-N 0.000 description 1
- RYHBNJHYFVUHQT-UHFFFAOYSA-N 1,4-Dioxane Chemical compound C1COCCO1 RYHBNJHYFVUHQT-UHFFFAOYSA-N 0.000 description 1
- JSZOAYXJRCEYSX-UHFFFAOYSA-N 1-nitropropane Chemical compound CCC[N+]([O-])=O JSZOAYXJRCEYSX-UHFFFAOYSA-N 0.000 description 1
- 238000001159 Fisher's combined probability test Methods 0.000 description 1
- 229920005830 Polyurethane Foam Polymers 0.000 description 1
- 150000001241 acetals Chemical class 0.000 description 1
- 239000000443 aerosol Substances 0.000 description 1
- 238000004458 analytical method Methods 0.000 description 1
- 239000002131 composite material Substances 0.000 description 1
- 238000009833 condensation Methods 0.000 description 1
- 230000005494 condensation Effects 0.000 description 1
- 239000000470 constituent Substances 0.000 description 1
- 238000005108 dry cleaning Methods 0.000 description 1
- 238000010981 drying operation Methods 0.000 description 1
- 230000000694 effects Effects 0.000 description 1
- 230000008030 elimination Effects 0.000 description 1
- 238000003379 elimination reaction Methods 0.000 description 1
- 150000002170 ethers Chemical class 0.000 description 1
- 238000001704 evaporation Methods 0.000 description 1
- 230000008020 evaporation Effects 0.000 description 1
- 239000012530 fluid Substances 0.000 description 1
- 239000011521 glass Substances 0.000 description 1
- 229910001385 heavy metal Inorganic materials 0.000 description 1
- 229930195733 hydrocarbon Natural products 0.000 description 1
- 150000002430 hydrocarbons Chemical class 0.000 description 1
- 230000007062 hydrolysis Effects 0.000 description 1
- 238000006460 hydrolysis reaction Methods 0.000 description 1
- 230000002209 hydrophobic effect Effects 0.000 description 1
- 238000007654 immersion Methods 0.000 description 1
- 238000004519 manufacturing process Methods 0.000 description 1
- 239000000463 material Substances 0.000 description 1
- 238000000691 measurement method Methods 0.000 description 1
- 150000002739 metals Chemical class 0.000 description 1
- 238000002156 mixing Methods 0.000 description 1
- 125000004971 nitroalkyl group Chemical group 0.000 description 1
- MCSAJNNLRCFZED-UHFFFAOYSA-N nitroethane Chemical compound CC[N+]([O-])=O MCSAJNNLRCFZED-UHFFFAOYSA-N 0.000 description 1
- LYGJENNIWJXYER-UHFFFAOYSA-N nitromethane Chemical compound C[N+]([O-])=O LYGJENNIWJXYER-UHFFFAOYSA-N 0.000 description 1
- 239000003960 organic solvent Substances 0.000 description 1
- 238000004806 packaging method and process Methods 0.000 description 1
- 239000004033 plastic Substances 0.000 description 1
- 229920003023 plastic Polymers 0.000 description 1
- 239000011496 polyurethane foam Substances 0.000 description 1
- 150000003254 radicals Chemical class 0.000 description 1
- 238000004064 recycling Methods 0.000 description 1
- 239000003507 refrigerant Substances 0.000 description 1
- 230000001105 regulatory effect Effects 0.000 description 1
- 229910000679 solder Inorganic materials 0.000 description 1
- 239000002904 solvent Substances 0.000 description 1
- 238000010561 standard procedure Methods 0.000 description 1
- 239000004094 surface-active agent Substances 0.000 description 1
- 238000010998 test method Methods 0.000 description 1
- 239000004753 textile Substances 0.000 description 1
- 238000004506 ultrasonic cleaning Methods 0.000 description 1
- 238000002604 ultrasonography Methods 0.000 description 1
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
- C11D7/504—Azeotropic mixtures containing halogenated solvents all solvents being halogenated hydrocarbons
- C11D7/505—Mixtures of (hydro)fluorocarbons
-
- 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
- the present invention relates to the field of fluorinated hydrocarbons and has more particularly for the purpose of new compositions usable for cleaning or dry solid surfaces.
- 1,1,2-trichloro-1,2,2-trifluoroethane (known in the art under the designation F113) has been widely used in the industry for cleaning and degreasing of very different solid surfaces (metal parts, glasses, plastics, composites), for which an absence - or at least residual as low as possible - in impurities, in particular of organic nature, is required.
- F 113 was particularly suitable for this purpose because of its non-aggressive character with regard to the materials used.
- This product was particularly used in the field of printed circuit manufacturing, to eliminate residues of the substances used to improve the quality of the welds (designated by the term flux welds). This elimination operation is designated in the trade by the term "defluxing".
- azeotropic mixture is meant in the sense of the present invention a mixture of generally miscible chemical compounds which, under certain particular conditions of proportion, temperature and pressure, butt at substantially constant temperature while maintaining substantially the same composition. When heated to reflux, such a mixture azeotropic is in equilibrium with a vapor phase whose composition is substantially the same as that of the liquid phase. Such behavior azeotropic or near azeotropic is desirable to ensure satisfactory machines in which are performed the operations of aforementioned cleaning, and in particular to ensure the recycling by distillation of cleaning fluid.
- the F113 is also used in the fields, especially in optics, for which it is required to have water-free surfaces, that is to say surfaces where water is present only in the form of undetectable traces by the method measurement method (Karl Fisher method). F113 is for this purpose implemented in drying (or dewetting) operations of said surfaces, in combination with hydrophobic surfactants.
- F113-based compositions are now banned because F113 is one of the chlorofluorocarbons (CFCs) suspected of attacking or degrade stratospheric ozone.
- CFCs chlorofluorocarbons
- F113 can be replaced by 1,1-dichloro-1-fluoroethane (known as F141b), but the use of this substitute is already regulated because, although weak, its destructive effect vis-à-vis ozone is not zero.
- F141b 1,1-dichloro-1-fluoroethane
- the application EP 0512885 describes a composition comprising from 93 to 99% by weight 1,1,1,3,3-pentafluorobutane and 1 to 7% methanol, usable as a substitute for F113.
- 1,1,1,3,3-Pentafluorobutane also known in the trade under the name of F365mfc, is devoid of destructive effect vis-à-vis ozone.
- the object of the invention is to propose other compositions which are capable of to be used as a substitute for F113 or F141b, and devoid of effect destructive to ozone.
- the present invention therefore object of the azeotropic or near azeotropic compositions comprising from 1 to 25% of 1,1,1,2,3,4,4,5,5,5-decafluoropentane, preferably 5 to 20%, and 75 to 99% of 1,1,1,3,3-pentafluorobutane, preferably 80 to 95%. Except otherwise indicated, the percentages used in this text to indicate the The content of the compositions according to the invention are percentages by weight.
- the 1,1,1,2,3,4,4,5,5,5-Decafluoropentane is a compound (also known as denomination 43-10 mee) totally devoid of destructive effect vis-à-vis ozone.
- compositions according to the invention make it possible to obtain very good results for the cleaning and degreasing of solid surfaces, as well as in the operations of drying and dewetting the surfaces.
- these compositions do not have a flash point under the standard conditions of determination (ASTM D 3828) and therefore allow you to work safely.
- a ternary composition according to the invention includes 5 to 20% of 43-10 mee, 75 to 90% of 365 mfc, and 1 to 10% of methanol. More particularly preferred is a ternary composition containing 10 at 15% of 43-10 mee, 80 to 85% of 365 mfc, and 2 to 8% of methanol. In this domain, there is an azeotrope whose boiling point is 33.2 ° C at the normal atmospheric pressure.
- cleaning compositions based on 43-10 mee and 365 mfc according to the invention may, if desired, be protected against chemical attack resulting from their contact with water (hydrolysis), with light metals (constituting the solid surfaces to be cleaned), and / or against radical attacks likely to occur in the cleansing process, by adding a conventional stabilizer such as, for example, nitroalkanes (especially nitromethane, nitroethane, nitropropane), acetals (dimethoxymethane) and ethers (1,4-dioxane, 1,3-dioxolane).
- a conventional stabilizer such as, for example, nitroalkanes (especially nitromethane, nitroethane, nitropropane), acetals (dimethoxymethane) and ethers (1,4-dioxane, 1,3-dioxolane).
- the proportion of stabilizer can range from 0.01 to 5% by relative to the total weight of the composition.
- a stabilizer it is preferred to use the dimethoxymethane whose boiling point is close to that of the compositions azeotropic according to the invention; therefore, this stabilizer perfectly follows the cycle of evaporation and condensation of the solvent, which is particularly interesting in cleaning applications.
- compositions according to the invention can be used in the same applications and be implemented in the same way as the prior compositions based on F113 or F141b. They are therefore suitable especially for use in cleaning and degreasing surfaces solids, preferably for defluxing printed circuits, as well as for surface drying operations.
- compositions can also be used as an expansion agent polyurethane foams, as an agent for the dry cleaning of textiles, and as a refrigerant.
- This azeotrope used for the cleaning of welding flux or in degreasing of mechanical parts, gives good results.
- a mixture containing by weight 9% of 43-10 mee, 90.5% of 365mfc and 0.5% of methylal as stabilizer are introduced. After refluxing the system for one hour, an aliquot of the vapor phase is taken. Its analysis, by gas chromatography, shows the presence of methylal, which indicates that the mixture is also stabilized in the vapor phase.
- This azeotrope used for the cleaning of welding flux or in degreasing of mechanical parts, gives good results.
- Example 2 the azeotropic composition above can be stabilized with 0.5% dimethoxymethane.
- test circuits according to IPC-B-25 described in the IPC Test Methods Manual (Institute for Interconnecting and Packaging Electronic Circuits; Lincolnwood, IL, USA). These circuits are coated with rosin-based solder flux (product marketed by ALPHAMETAL under the name flux R8F) and annealed in an oven at 220 ° C for 30 seconds.
- rosin-based solder flux product marketed by ALPHAMETAL under the name flux R8F
- these circuits are cleaned using of the azeotropic composition of Example 3, in a small machine ultrasound for 3 minutes by immersion in the liquid phase and 3 minutes vapor phase.
- the cleaning is evaluated according to the standard procedure IPC 2.3.26 (also described in the manual cited above) using a precision conductivity meter.
- the value obtained, 2.2 ⁇ g / cm 2 eq.NaCl, is below the limit of ionic impurities tolerated by the profession (2.5 ⁇ g / cm 2 eq.NaCl).
Landscapes
- Chemical & Material Sciences (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Engineering & Computer Science (AREA)
- Organic Chemistry (AREA)
- General Chemical & Material Sciences (AREA)
- Materials Engineering (AREA)
- Mechanical Engineering (AREA)
- Metallurgy (AREA)
- Life Sciences & Earth Sciences (AREA)
- Oil, Petroleum & Natural Gas (AREA)
- Wood Science & Technology (AREA)
- Detergent Compositions (AREA)
Claims (7)
- Azeotrope oder quasiazeotrope Zusammensetzungen, enthaltend 1 bis 25% 1,1,1,2,3,4,4,5,5,5-Decafluorpentan (43-10 mee), vorzugsweise 5 bis 20%, und 75 bis 99% 1,1,1,3,3-Pentafluorbutan (365 mfc), vorzugsweise 80 bis 95%.
- Zusammensetzung nach Anspruch 1 in Form eines Azeotrops mit einem Siedepunkt von 36,5°C bei normalem Atmosphärendruck.
- Zusammensetzungen nach Anspruch 1, enthaltend 5 bis 20% 43-10 mee, 75 bis 90% 365 mfc und 1 bis 10% Methanol.
- Zusammensetzungen nach Anspruch 3, enthaltend 10 bis 15% 43-10 mee, 80 bis 85% 365 mfc und 2 bis 8% Methanol.
- Zusammensetzung nach Anspruch 3 oder 4 in Form eines Azeotrops mit einem Siedepunkt von 33,2°C bei normalem Atmosphärendruck.
- Zusammensetzungen nach einem der Ansprüche 1 bis 5, außerdem enthaltend einen Stabilisator, vorzugsweise Dimethoxymethan.
- Verwendung der Zusammensetzungen nach einem der Ansprüche 1 bis 6 zur Reinigung und Entfettung fester Oberflächen, vorzugsweise zur Entfernung von Flußmittelresten von Leiterplatten, sowie für Oberflächentrocknungsoperationen.
Applications Claiming Priority (2)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| FR9809464A FR2781499B1 (fr) | 1998-07-24 | 1998-07-24 | Compositions de nettoyage ou de sechage a base de 1,1,1,2,3,4,4,5,5, 5 - decafluoropentane |
| FR9809464 | 1998-07-24 |
Publications (2)
| Publication Number | Publication Date |
|---|---|
| EP0974642A1 EP0974642A1 (de) | 2000-01-26 |
| EP0974642B1 true EP0974642B1 (de) | 2003-09-03 |
Family
ID=9528973
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| EP99401419A Expired - Lifetime EP0974642B1 (de) | 1998-07-24 | 1999-06-11 | Reinigungs- und Trocknungsmittel auf Basis von 1,1,1,2,3,4,4,5,5,5-Decafluorpentan und 1,1,1,3,3-pentafluorbutan |
Country Status (5)
| Country | Link |
|---|---|
| US (2) | US6174850B1 (de) |
| EP (1) | EP0974642B1 (de) |
| DE (1) | DE69910916T2 (de) |
| ES (1) | ES2207140T3 (de) |
| FR (1) | FR2781499B1 (de) |
Families Citing this family (11)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| 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 |
| MXPA01005872A (es) | 1998-12-12 | 2002-03-27 | Solvay | Composiciones que comprenden 1,1,1,3,3-pentafluorobutano y uso de estas composiciones. |
| 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 |
| FR2792647B1 (fr) * | 1999-04-22 | 2001-06-08 | Atochem Elf Sa | COMPOSITIONS DE NETTOYAGE OU DE SECHAGE A BASE DE F365 mfc, CH2CL2, CH3OH ET 43-10mee |
| WO2002064724A1 (en) * | 2001-02-14 | 2002-08-22 | Kaneko Chemical Co., Ltd. | Solvent compositions for washing |
| FR2829773A1 (fr) * | 2001-09-17 | 2003-03-21 | Atofina | COMPOSITION DE NETTOYAGE OU DE SECHAGE A BASE DE N-PERFLUOROBUTYL-ETHYLENE ET DE HFC 365 mfc |
| GB0330010D0 (en) | 2003-12-24 | 2004-01-28 | Cavendish Kinetics Ltd | Method for containing a device and a corresponding device |
| FR2873689B1 (fr) * | 2004-07-29 | 2006-10-13 | Arkema Sa | Composition a base de 1,1,1,3,3,-pentafluorobutane |
| 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 |
| US7989262B2 (en) * | 2008-02-22 | 2011-08-02 | Cavendish Kinetics, Ltd. | Method of sealing a cavity |
| US7993950B2 (en) * | 2008-04-30 | 2011-08-09 | Cavendish Kinetics, Ltd. | System and method of encapsulation |
Family Cites Families (55)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| JPH0641519A (ja) | 1987-02-03 | 1994-02-15 | Nippon Sheet Glass Co Ltd | 防曇性コ−テイング組成物 |
| AU635362B2 (en) | 1989-12-07 | 1993-03-18 | Daikin Industries, Ltd. | Cleaning composition |
| 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. |
| 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 |
| US5171902A (en) | 1990-10-11 | 1992-12-15 | E. I. Du Pont De Nemours And Company | Saturated linear polyfluorohydrocarbons, processes for their production, and their use in cleaning compositions |
| 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. |
| US5268122A (en) | 1991-08-28 | 1993-12-07 | E. I. Du Pont De Nemours And Company | Gem-dihydropolyfluoroalkanes and monohydropolyfluoroalkenes, processes for their production, and use of gem-dihydropolyfluoroalkanes in cleaning compositions |
| US5196137A (en) | 1991-10-01 | 1993-03-23 | E. I. Du Pont De Nemours And Company | Azeotropic composition of 1,1,1,2,3,4,4,5,5,5-decafluoropentane and trans-1,2-dichloroethylene, cis-1,2-dichloroethylene or 1,1-dichlorethane |
| JP2978309B2 (ja) | 1991-10-30 | 1999-11-15 | 三井・デュポンフロロケミカル株式会社 | 共沸様組成物 |
| JP3038264B2 (ja) | 1991-10-30 | 2000-05-08 | 三井・デュポンフロロケミカル株式会社 | 共沸様組成物 |
| JP3153298B2 (ja) | 1991-10-30 | 2001-04-03 | 三井・デュポンフロロケミカル株式会社 | 共沸様組成物 |
| JPH05124988A (ja) | 1991-10-30 | 1993-05-21 | Du Pont Mitsui Fluorochem Co Ltd | 共沸様組成物 |
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| JP2978310B2 (ja) | 1991-10-30 | 1999-11-15 | 三井・デュポンフロロケミカル株式会社 | 共沸様組成物 |
| JP3074867B2 (ja) | 1991-10-30 | 2000-08-07 | 三井・デュポンフロロケミカル株式会社 | 共沸様組成物 |
| JPH05124990A (ja) | 1991-10-30 | 1993-05-21 | Du Pont Mitsui Fluorochem Co Ltd | 共沸様組成物 |
| JP3153299B2 (ja) | 1991-10-30 | 2001-04-03 | 三井・デュポンフロロケミカル株式会社 | 共沸様組成物 |
| JP3153297B2 (ja) | 1991-10-30 | 2001-04-03 | 三井・デュポンフロロケミカル株式会社 | 共沸様組成物 |
| JP3074868B2 (ja) | 1991-10-30 | 2000-08-07 | 三井・デュポンフロロケミカル株式会社 | 共沸様組成物 |
| WO1993009216A1 (fr) | 1991-10-31 | 1993-05-13 | Daikin Industries, Ltd. | Composition de solvant nettoyant et procede de nettoyage |
| US5273592A (en) * | 1991-11-01 | 1993-12-28 | Alliesignal Inc. | Method of cleaning using partially fluorinated ethers having a tertiary structure |
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| JPH05148498A (ja) * | 1991-11-29 | 1993-06-15 | Daikin Ind Ltd | デカフルオロペンタンを含む溶剤組成物 |
| JPH0671103A (ja) | 1992-01-27 | 1994-03-15 | Asahi Chem Ind Co Ltd | 水切り用フッ素系溶剤 |
| JPH06341054A (ja) | 1992-01-28 | 1994-12-13 | Mitsubishi Heavy Ind Ltd | ドライクリーニング方法 |
| JPH0617093A (ja) | 1992-06-29 | 1994-01-25 | Du Pont Mitsui Fluorochem Co Ltd | 洗浄用乳濁液組成物 |
| JP3268506B2 (ja) | 1992-06-29 | 2002-03-25 | 三井・デュポンフロロケミカル株式会社 | 付着水除去用溶剤組成物 |
| JPH0641591A (ja) * | 1992-07-24 | 1994-02-15 | Asahi Glass Co Ltd | 洗浄溶剤組成物 |
| WO1994011460A1 (en) | 1992-11-19 | 1994-05-26 | E.I. Du Pont De Nemours And Company | Refrigerant compositions including 1,1,2-trifluoroethane |
| JPH06157614A (ja) | 1992-11-25 | 1994-06-07 | Asahi Glass Co Ltd | フッ素系重合体の製造方法 |
| JP3309924B2 (ja) | 1993-01-11 | 2002-07-29 | ダイキン工業株式会社 | 脱水剤組成物、及びそれを用いて水分を除去する方法 |
| JP3443628B2 (ja) | 1993-02-08 | 2003-09-08 | 三井・デュポンフロロケミカル株式会社 | 付着水除去用溶剤組成物 |
| JPH06234998A (ja) | 1993-02-10 | 1994-08-23 | Du Pont Mitsui Fluorochem Co Ltd | 物品表面清浄法 |
| JPH06240299A (ja) | 1993-02-15 | 1994-08-30 | Daikin Ind Ltd | ドライクリーニング用溶剤組成物 |
| JP3272475B2 (ja) | 1993-04-19 | 2002-04-08 | 旭硝子株式会社 | エチレン−テトラフルオロエチレン系共重合体の製造方法 |
| JPH06340716A (ja) | 1993-05-28 | 1994-12-13 | Asahi Glass Co Ltd | エチレン−テトラフルオロエチレン系共重合体の製造方法 |
| US5578137A (en) | 1993-08-31 | 1996-11-26 | E. I. Du Pont De Nemours And Company | Azeotropic or azeotrope-like compositions including 1,1,1,2,3,4,4,5,5,5-decafluoropentane |
| JPH07113098A (ja) | 1993-10-18 | 1995-05-02 | A G Technol Kk | 擬共沸溶剤組成物 |
| JPH07113097A (ja) | 1993-10-18 | 1995-05-02 | A G Technol Kk | 溶剤用組成物 |
| BE1007699A3 (fr) * | 1993-11-04 | 1995-10-03 | Solvay | Compositions comprenant du pentafluorobutane et utilisation de ces compositions. |
| JPH07197092A (ja) * | 1993-12-28 | 1995-08-01 | Asahi Glass Co Ltd | 洗浄乾燥方法 |
| US5827454A (en) | 1994-05-19 | 1998-10-27 | Ag Technology Co., Ltd. | Mixed solvent composition |
| JP3588625B2 (ja) | 1994-07-13 | 2004-11-17 | 三井・デュポンフロロケミカル株式会社 | 付着水除去用溶剤組成物 |
| JP3569980B2 (ja) * | 1994-10-24 | 2004-09-29 | 旭硝子株式会社 | 水切り乾燥方法 |
| US5558810A (en) | 1994-11-16 | 1996-09-24 | E. I. Du Pont De Nemours And Company | Pentafluoropropane compositions |
| FR2732356B1 (fr) * | 1995-03-31 | 1997-05-30 | Solvay | Compositions comprenant un hydrofluorocarbure et procede d'elimination d'eau d'une surface solide |
| BE1009964A3 (fr) * | 1996-01-15 | 1997-11-04 | Solvay | Procede de fixage d'un toner dans un appareil d'impression ou de reproduction de documents et compositions utilisables dans ce procede. |
| US5762817A (en) | 1996-04-12 | 1998-06-09 | E. I. Du Pont De Nemours And Company | Decafluoropentane compositions |
| FR2757871B1 (fr) * | 1996-12-27 | 1999-03-26 | Aerospatiale | Composition hydrofuge comprenant un agent hydrophobe et un solvant, application a l'elimination de l'eau de surface notamment de pare-brise de vehicules ou d'aeronefs |
| JP3627780B2 (ja) * | 1997-01-08 | 2005-03-09 | ダイキン工業株式会社 | フェノール樹脂発泡体の製造方法 |
| FR2760463B1 (fr) * | 1997-03-04 | 2000-12-08 | Atochem Elf Sa | Compositions pour le sechage 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 |
| 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 |
| 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 |
-
1998
- 1998-07-24 FR FR9809464A patent/FR2781499B1/fr not_active Expired - Fee Related
-
1999
- 1999-06-11 DE DE69910916T patent/DE69910916T2/de not_active Expired - Lifetime
- 1999-06-11 EP EP99401419A patent/EP0974642B1/de not_active Expired - Lifetime
- 1999-06-11 ES ES99401419T patent/ES2207140T3/es not_active Expired - Lifetime
- 1999-07-20 US US09/358,257 patent/US6174850B1/en not_active Ceased
-
2003
- 2003-01-15 US US10/342,256 patent/USRE39819E1/en not_active Expired - Lifetime
Also Published As
| Publication number | Publication date |
|---|---|
| EP0974642A1 (de) | 2000-01-26 |
| USRE39819E1 (en) | 2007-09-04 |
| ES2207140T3 (es) | 2004-05-16 |
| DE69910916D1 (de) | 2003-10-09 |
| US6174850B1 (en) | 2001-01-16 |
| DE69910916T2 (de) | 2004-07-15 |
| FR2781499A1 (fr) | 2000-01-28 |
| FR2781499B1 (fr) | 2000-09-08 |
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