EP0771865A1 - Reinigungsmittel auf Grundlage von 1,1,1,2,2,4,4-Heptafluorbutan und Alkoholen - Google Patents
Reinigungsmittel auf Grundlage von 1,1,1,2,2,4,4-Heptafluorbutan und Alkoholen Download PDFInfo
- Publication number
- EP0771865A1 EP0771865A1 EP96402131A EP96402131A EP0771865A1 EP 0771865 A1 EP0771865 A1 EP 0771865A1 EP 96402131 A EP96402131 A EP 96402131A EP 96402131 A EP96402131 A EP 96402131A EP 0771865 A1 EP0771865 A1 EP 0771865A1
- Authority
- EP
- European Patent Office
- Prior art keywords
- heptafluorobutane
- composition according
- weight
- mcf
- cleaning
- Prior art date
- Legal status (The legal status is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the status listed.)
- Withdrawn
Links
- 239000000203 mixture Substances 0.000 title claims abstract description 34
- RHVGXXQQIJMCMW-UHFFFAOYSA-N 1,1,1,2,2,4,4-heptafluorobutane Chemical compound FC(F)CC(F)(F)C(F)(F)F RHVGXXQQIJMCMW-UHFFFAOYSA-N 0.000 title claims abstract description 10
- 238000004140 cleaning Methods 0.000 title claims description 12
- 150000001298 alcohols Chemical class 0.000 title 1
- OKKJLVBELUTLKV-UHFFFAOYSA-N Methanol Chemical compound OC OKKJLVBELUTLKV-UHFFFAOYSA-N 0.000 claims abstract description 30
- LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 claims abstract description 15
- KFZMGEQAYNKOFK-UHFFFAOYSA-N Isopropanol Chemical compound CC(C)O KFZMGEQAYNKOFK-UHFFFAOYSA-N 0.000 claims abstract description 12
- 239000003381 stabilizer Substances 0.000 claims abstract description 5
- 238000009835 boiling Methods 0.000 claims description 6
- 238000005238 degreasing Methods 0.000 claims description 5
- 239000007787 solid Substances 0.000 claims description 3
- 150000001336 alkenes Chemical class 0.000 description 8
- JRZJOMJEPLMPRA-UHFFFAOYSA-N olefin Natural products CCCCCCCC=C JRZJOMJEPLMPRA-UHFFFAOYSA-N 0.000 description 8
- 230000004907 flux Effects 0.000 description 7
- ZMANZCXQSJIPKH-UHFFFAOYSA-N Triethylamine Chemical compound CCN(CC)CC ZMANZCXQSJIPKH-UHFFFAOYSA-N 0.000 description 6
- FAPWRFPIFSIZLT-UHFFFAOYSA-M Sodium chloride Chemical compound [Na+].[Cl-] FAPWRFPIFSIZLT-UHFFFAOYSA-M 0.000 description 4
- 238000004458 analytical method Methods 0.000 description 4
- 229910052751 metal Inorganic materials 0.000 description 4
- 239000002184 metal Substances 0.000 description 4
- LYGJENNIWJXYER-UHFFFAOYSA-N nitromethane Chemical compound C[N+]([O-])=O LYGJENNIWJXYER-UHFFFAOYSA-N 0.000 description 4
- 238000010992 reflux Methods 0.000 description 4
- 239000012808 vapor phase Substances 0.000 description 4
- 238000005481 NMR spectroscopy Methods 0.000 description 3
- 238000004821 distillation Methods 0.000 description 3
- 238000004817 gas chromatography Methods 0.000 description 3
- 238000000034 method Methods 0.000 description 3
- KDLHZDBZIXYQEI-UHFFFAOYSA-N palladium Substances [Pd] KDLHZDBZIXYQEI-UHFFFAOYSA-N 0.000 description 3
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 3
- IJGRMHOSHXDMSA-UHFFFAOYSA-N Atomic nitrogen Chemical compound N#N IJGRMHOSHXDMSA-UHFFFAOYSA-N 0.000 description 2
- UFHFLCQGNIYNRP-UHFFFAOYSA-N Hydrogen Chemical compound [H][H] UFHFLCQGNIYNRP-UHFFFAOYSA-N 0.000 description 2
- CBENFWSGALASAD-UHFFFAOYSA-N Ozone Chemical compound [O-][O+]=O CBENFWSGALASAD-UHFFFAOYSA-N 0.000 description 2
- 230000015572 biosynthetic process Effects 0.000 description 2
- 239000003054 catalyst Substances 0.000 description 2
- 150000001875 compounds Chemical class 0.000 description 2
- 230000001066 destructive effect Effects 0.000 description 2
- 239000007789 gas Substances 0.000 description 2
- 239000011521 glass Substances 0.000 description 2
- 239000001257 hydrogen Substances 0.000 description 2
- 229910052739 hydrogen Inorganic materials 0.000 description 2
- 239000003507 refrigerant Substances 0.000 description 2
- 239000011780 sodium chloride Substances 0.000 description 2
- 229910000679 solder Inorganic materials 0.000 description 2
- 238000003786 synthesis reaction Methods 0.000 description 2
- HARLTNOWESORSQ-UHFFFAOYSA-N 1,1,1,2,2,4,4-heptafluoro-4-iodobutane Chemical compound FC(F)(F)C(F)(F)CC(F)(F)I HARLTNOWESORSQ-UHFFFAOYSA-N 0.000 description 1
- AJDIZQLSFPQPEY-UHFFFAOYSA-N 1,1,2-Trichlorotrifluoroethane Chemical compound FC(F)(Cl)C(F)(Cl)Cl AJDIZQLSFPQPEY-UHFFFAOYSA-N 0.000 description 1
- 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
- JSZOAYXJRCEYSX-UHFFFAOYSA-N 1-nitropropane Chemical compound CCC[N+]([O-])=O JSZOAYXJRCEYSX-UHFFFAOYSA-N 0.000 description 1
- 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 1
- UXVMQQNJUSDDNG-UHFFFAOYSA-L Calcium chloride Chemical compound [Cl-].[Cl-].[Ca+2] UXVMQQNJUSDDNG-UHFFFAOYSA-L 0.000 description 1
- OKTJSMMVPCPJKN-UHFFFAOYSA-N Carbon Chemical compound [C] OKTJSMMVPCPJKN-UHFFFAOYSA-N 0.000 description 1
- 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 1
- DHKHKXVYLBGOIT-UHFFFAOYSA-N acetaldehyde Diethyl Acetal Natural products CCOC(C)OCC DHKHKXVYLBGOIT-UHFFFAOYSA-N 0.000 description 1
- 150000001241 acetals Chemical class 0.000 description 1
- 239000001110 calcium chloride Substances 0.000 description 1
- 229910001628 calcium chloride Inorganic materials 0.000 description 1
- 229910052799 carbon Inorganic materials 0.000 description 1
- 238000009903 catalytic hydrogenation reaction Methods 0.000 description 1
- 239000002131 composite material Substances 0.000 description 1
- 230000000593 degrading effect Effects 0.000 description 1
- 238000005914 dehydroiodination reaction Methods 0.000 description 1
- NKDDWNXOKDWJAK-UHFFFAOYSA-N dimethoxymethane Chemical compound COCOC NKDDWNXOKDWJAK-UHFFFAOYSA-N 0.000 description 1
- 238000001035 drying Methods 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
- XMBWDFGMSWQBCA-UHFFFAOYSA-N hydrogen iodide Chemical compound I XMBWDFGMSWQBCA-UHFFFAOYSA-N 0.000 description 1
- 230000007062 hydrolysis Effects 0.000 description 1
- 238000006460 hydrolysis reaction Methods 0.000 description 1
- 238000007654 immersion Methods 0.000 description 1
- 239000012535 impurity Substances 0.000 description 1
- 229910001026 inconel Inorganic materials 0.000 description 1
- 239000007791 liquid phase Substances 0.000 description 1
- 238000010907 mechanical stirring Methods 0.000 description 1
- -1 n-pro-panol Chemical compound 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
- 229910052757 nitrogen Inorganic materials 0.000 description 1
- 239000003960 organic solvent Substances 0.000 description 1
- 229910052763 palladium Inorganic materials 0.000 description 1
- 239000012071 phase Substances 0.000 description 1
- 239000004033 plastic Substances 0.000 description 1
- 229920003023 plastic Polymers 0.000 description 1
- 229960005335 propanol Drugs 0.000 description 1
- 150000003254 radicals Chemical class 0.000 description 1
- 239000011541 reaction mixture Substances 0.000 description 1
- 230000001105 regulatory effect Effects 0.000 description 1
- 239000000523 sample Substances 0.000 description 1
- 239000002904 solvent Substances 0.000 description 1
- 238000001228 spectrum Methods 0.000 description 1
- 238000010561 standard procedure Methods 0.000 description 1
- 238000003756 stirring Methods 0.000 description 1
- 239000000126 substance Substances 0.000 description 1
- 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 1
- 238000004506 ultrasonic cleaning Methods 0.000 description 1
- 238000012795 verification Methods 0.000 description 1
- 238000005406 washing Methods 0.000 description 1
- 238000003466 welding 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
- C11D3/00—Other compounding ingredients of detergent compositions covered in group C11D1/00
- C11D3/16—Organic compounds
- C11D3/24—Organic compounds containing halogen
-
- 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
- C11D7/50—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
Definitions
- the present invention relates to the field of fluorinated hydrocarbons and more particularly relates to new compositions which can be used for cleaning and degreasing 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 a wide variety of solid surfaces (metal parts, glasses , plastics, composites).
- F113 1,1,2-Trichloro-1,2,2-trifluoroethane
- F113 is most often combined with other organic solvents (for example methanol), preferably in the form of azeotropic or quasi-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
- compositions based on F113 are now prohibited since F113 is one of the chlorofluorocarbons (CFCs) suspected of attacking or degrading stratospheric ozone.
- CFCs chlorofluorocarbons
- F113 can be replaced by 1,1-dichloro-1-fluoroethane (known under the designation F141b), but the use of this substitute is already regulated because, although weak, its destructive effect vis- ozone is not zero.
- the present invention proposes to replace the compositions based on F113 or F141b by azeotropic or quasi-azeotropic compositions based on 1,1,1,2,2,4,4-heptafluorobutane.
- This compound (CF 3 CF 2 CH 2 CHF 2 hereinafter designated by the term F347 mcf) is completely devoid of destructive effect with respect to ozone and has characteristics close to those of F113 and F141b.
- compositions to be used according to the invention comprise by weight from 90 to 99.9% of F347 mcf and from 0.1 to 10% of a lower alcohol (methanol, ethanol, n-pro-panol, isopropanol).
- a particularly preferred composition according to the invention is that which comprises by weight 90 to 99% of F347 mcf and 1 to 10% of methanol. In this area, there is an azeotrope with a boiling point of 30.6 ° C at normal atmospheric pressure (1.013 bar). This composition does not have a flash point under the standard determination conditions (ASTM D 3828) and therefore makes it possible to work in complete safety.
- the cleaning compositions based on F347 mcf according to the invention can, if desired, be stabilized against hydrolysis and / or free radical attacks likely to occur.
- a usual stabilizer such as, for example, a nitroalkane (nitromethane, nitroethane, nitropropane, ...), an acetal (dimethoxymethane) and 1,4-dioxolane, the proportion of stabilizer which can range from 0.01 to 5% relative to the total weight of the composition.
- compositions according to the invention can be used in the same applications and according to the same techniques as the previous compositions based on F113 or F141b.
- This azeotrope used for cleaning solder flux or degreasing mechanical parts, gives good results.
- test circuits (standardized model IPC-25) are coated with rosin-based flux (R8F flux from the company ALPHAMETAL)) and annealed in an oven at 220 ° C for 30 seconds.
- circuits are cleaned using a composition comprising 95% of 347 mcf and 5% of methanol in an ultrasonic machine for 3 minutes by immersion and 3 minutes in the vapor phase.
- the cleaning is evaluated according to the standard procedure lPC 2.3.26 using a precision conductivity meter.
- the value obtained, 0.63 ⁇ g / cm 2 eq.NaCl, is much lower than the ionic impurity threshold tolerated by the profession (2.5 ⁇ g / cm 2 eq.NaCl).
- Example 1 By operating as in Example 1 with ethanol, it demonstrates the existence of an azeotrope F347 mcf / ethanol which boils at 32.4 ° C at 1.013 bar and contains by weight 98.45% of F347 mcf and 1.55% ethanol.
- Example 1 By reproducing Example 1 with isopropanol, it is demonstrated the existence of an azeotrope F347 mcf / isopropanol containing, by weight, 99.85% of F347 mcf and 0.15% of isopropanol. Its boiling point under 1.013 bar is 32.8 ° C.
- a one liter glass reactor is used, equipped with mechanical stirring, a dropping funnel (500 ml) and surmounted by a water condenser.
- the reactor is maintained under a light nitrogen sweep (10 to 20 ml / min) and the outlet of the refrigerant is connected to a metal trap maintained at -80 ° C., making it possible to recover the olefin formed which leaves the reaction mixture under form of gas (Teb 10-11 ° C / 1 atm).
- a washing bottle containing water is inserted, followed by a drying tube containing calcium chloride.
- a tubular Inconel reactor is used (internal diameter: 28 mm, length: 420 mm) heated by an electrical tape and loaded with 48 g (100 ml) of a commercial Pd / carbon catalyst with 5% palladium.
- the olefin synthesized in step 1 is hydrogenated in the gas phase on this catalyst previously activated by passing hydrogen (100 ml / min) at 80 ° C for one hour. Then hydrogen is introduced (100 ml / min measured at 20 ° C) and the olefin in gaseous form (40 ml / min measured at 20 ° C). The reactor temperature is maintained at 80 ° C. At the outlet of the reactor, the F347 mcf is condensed in a trap maintained at -80 ° C.
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Engineering & Computer Science (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Oil, Petroleum & Natural Gas (AREA)
- Wood Science & Technology (AREA)
- Life Sciences & Earth Sciences (AREA)
- Materials Engineering (AREA)
- General Chemical & Material Sciences (AREA)
- Mechanical Engineering (AREA)
- Metallurgy (AREA)
- Detergent Compositions (AREA)
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
- Manufacturing Of Printed Wiring (AREA)
- Cleaning And De-Greasing Of Metallic Materials By Chemical Methods (AREA)
Applications Claiming Priority (2)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| FR9512843 | 1995-10-31 | ||
| FR9512843A FR2740469B1 (fr) | 1995-10-31 | 1995-10-31 | Compositions de nettoyage a base de 1,1,1,2,2,4,4,- heptafluorobutane et d'alcools |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| EP0771865A1 true EP0771865A1 (de) | 1997-05-07 |
Family
ID=9484093
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| EP96402131A Withdrawn EP0771865A1 (de) | 1995-10-31 | 1996-10-07 | Reinigungsmittel auf Grundlage von 1,1,1,2,2,4,4-Heptafluorbutan und Alkoholen |
Country Status (9)
| Country | Link |
|---|---|
| US (1) | US5747437A (de) |
| EP (1) | EP0771865A1 (de) |
| JP (1) | JPH09188636A (de) |
| KR (1) | KR970021272A (de) |
| CN (1) | CN1157319A (de) |
| AU (1) | AU7048496A (de) |
| CA (1) | CA2189061A1 (de) |
| FR (1) | FR2740469B1 (de) |
| TW (1) | TW364016B (de) |
Cited By (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| WO2001092456A1 (en) * | 2000-06-01 | 2001-12-06 | Asahi Kasei Kabushiki Kaisha | Cleaning agent, cleaning method and cleaning apparatus |
Families Citing this family (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN116669762B (zh) * | 2021-01-25 | 2026-01-30 | 东曹株式会社 | 不燃液体组合物及其用途 |
Citations (5)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| JPH05214372A (ja) * | 1992-02-05 | 1993-08-24 | Asahi Chem Ind Co Ltd | １ｈ，１ｈ，３ｈ−パーフルオロブタン洗浄用溶剤 |
| JPH05269302A (ja) * | 1992-01-23 | 1993-10-19 | Asahi Chem Ind Co Ltd | 水切り用溶剤 |
| JPH05302098A (ja) * | 1992-04-28 | 1993-11-16 | Asahi Glass Co Ltd | 洗浄用の溶剤組成物 |
| JPH0649491A (ja) * | 1992-07-29 | 1994-02-22 | Asahi Glass Co Ltd | 洗浄に用いる溶剤組成物 |
| JPH06100891A (ja) * | 1992-09-18 | 1994-04-12 | Daikin Ind Ltd | 溶剤又はその組成物 |
Family Cites Families (15)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| DE4002120A1 (de) * | 1990-01-25 | 1991-08-01 | Hoechst Ag | Neues azeotropartiges loesemittelgemisch und verfahren zur reinigung von elektronischen bauteilen mit hilfe desselben |
| US5059728A (en) * | 1990-06-29 | 1991-10-22 | Allied-Signal Inc. | Partially fluorinated alkanes having a tertiary structure |
| US5531916A (en) * | 1990-10-03 | 1996-07-02 | E. I. Du Pont De Nemours And Company | Hydrofluorocarbon 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. |
| DE69201913T2 (de) * | 1991-05-28 | 1995-12-21 | Daikin Ind Ltd | Verfahren zum Trocknen von Gegenständen. |
| DE59208347D1 (de) * | 1991-06-21 | 1997-05-22 | Solvay | Azeotropartiges Gemisch aus Methanol und 1H-Perfluorhexan |
| WO1993004160A1 (fr) * | 1991-08-26 | 1993-03-04 | Daikin Industries, Ltd. | Composition de solvant comprenant un melange de polyfluoroalcane et d'alcool inferieur |
| EP0610507B1 (de) * | 1991-10-31 | 1998-07-01 | Daikin Industries, Ltd. | Lösemittelzusammensetzung zum reinigen und reinigungsmethode |
| BE1005713A3 (fr) * | 1992-03-02 | 1993-12-28 | Solvay | Procede de stabilisation d'un hydrofluoroalcane et compositions comprenant au moins un hydrofluoroalcane. |
| US5250208A (en) * | 1992-04-02 | 1993-10-05 | E. I. Du Pont De Nemours And Company | Ternary azeotropic compositions |
| US5219490A (en) * | 1992-04-27 | 1993-06-15 | Allied-Signal Inc. | Azeotrope-like compositions of 1,1,2,3,3-pentafluoropropane |
| FR2694943B1 (fr) * | 1992-08-21 | 1994-10-14 | Atochem Elf Sa | Composition à base de 1,1,1,3,3-pentafluorobutane, de chlorure de méthylène et de méthanol, pour le nettoyage et/ou le séchage de surfaces solides. |
| JP3386810B2 (ja) * | 1992-09-30 | 2003-03-17 | 日本ゼオン株式会社 | 弗素化飽和炭化水素の製造法 |
| BE1006894A3 (fr) * | 1993-03-31 | 1995-01-17 | Solvay | Compositions comprenant du pentafluorobutane et utilisation de ces compositions. |
| US5494601A (en) * | 1993-04-01 | 1996-02-27 | Minnesota Mining And Manufacturing Company | Azeotropic compositions |
-
1995
- 1995-10-31 FR FR9512843A patent/FR2740469B1/fr not_active Expired - Fee Related
-
1996
- 1996-10-07 EP EP96402131A patent/EP0771865A1/de not_active Withdrawn
- 1996-10-21 KR KR1019960047177A patent/KR970021272A/ko not_active Withdrawn
- 1996-10-28 CA CA002189061A patent/CA2189061A1/fr not_active Abandoned
- 1996-10-29 TW TW085113195A patent/TW364016B/zh active
- 1996-10-29 CN CN96112480A patent/CN1157319A/zh active Pending
- 1996-10-30 US US08/739,602 patent/US5747437A/en not_active Expired - Fee Related
- 1996-10-30 AU AU70484/96A patent/AU7048496A/en not_active Abandoned
- 1996-10-31 JP JP8290276A patent/JPH09188636A/ja active Pending
Patent Citations (5)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| JPH05269302A (ja) * | 1992-01-23 | 1993-10-19 | Asahi Chem Ind Co Ltd | 水切り用溶剤 |
| JPH05214372A (ja) * | 1992-02-05 | 1993-08-24 | Asahi Chem Ind Co Ltd | １ｈ，１ｈ，３ｈ−パーフルオロブタン洗浄用溶剤 |
| JPH05302098A (ja) * | 1992-04-28 | 1993-11-16 | Asahi Glass Co Ltd | 洗浄用の溶剤組成物 |
| JPH0649491A (ja) * | 1992-07-29 | 1994-02-22 | Asahi Glass Co Ltd | 洗浄に用いる溶剤組成物 |
| JPH06100891A (ja) * | 1992-09-18 | 1994-04-12 | Daikin Ind Ltd | 溶剤又はその組成物 |
Non-Patent Citations (5)
| Title |
|---|
| DATABASE WPI Section Ch Week 9338, Derwent World Patents Index; Class E16, AN 93-299883, XP002007612 * |
| DATABASE WPI Section Ch Week 9346, Derwent World Patents Index; Class E16, AN 93-364389, XP002007611 * |
| DATABASE WPI Section Ch Week 9350, Derwent World Patents Index; Class E16, AN 93-400552, XP002007613 * |
| DATABASE WPI Section Ch Week 9412, Derwent World Patents Index; Class E16, AN 94-098084, XP002007614 * |
| DATABASE WPI Section Ch Week 9419, Derwent World Patents Index; Class A97, AN 94-156887, XP002007610 * |
Cited By (3)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| WO2001092456A1 (en) * | 2000-06-01 | 2001-12-06 | Asahi Kasei Kabushiki Kaisha | Cleaning agent, cleaning method and cleaning apparatus |
| US7531495B2 (en) | 2000-06-01 | 2009-05-12 | Asahi Kasei Kabushiki Kaisha | Cleaning agent, cleaning method and cleaning apparatus |
| US8529703B2 (en) | 2000-06-01 | 2013-09-10 | Asahi Kasei Kabushiki Kaisha | Cleaning agent, cleaning method and cleaning apparatus |
Also Published As
| Publication number | Publication date |
|---|---|
| AU7048496A (en) | 1997-05-08 |
| KR970021272A (ko) | 1997-05-28 |
| JPH09188636A (ja) | 1997-07-22 |
| FR2740469A1 (fr) | 1997-04-30 |
| US5747437A (en) | 1998-05-05 |
| CN1157319A (zh) | 1997-08-20 |
| FR2740469B1 (fr) | 1997-12-05 |
| CA2189061A1 (fr) | 1997-05-01 |
| TW364016B (en) | 1999-07-11 |
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