EP2526179B1 - Compositions de nettoyage a base d'hydrochlorofluoroolefine - Google Patents
Compositions de nettoyage a base d'hydrochlorofluoroolefine Download PDFInfo
- Publication number
- EP2526179B1 EP2526179B1 EP11705016.1A EP11705016A EP2526179B1 EP 2526179 B1 EP2526179 B1 EP 2526179B1 EP 11705016 A EP11705016 A EP 11705016A EP 2526179 B1 EP2526179 B1 EP 2526179B1
- Authority
- EP
- European Patent Office
- Prior art keywords
- composition
- chloro
- trifluoropropene
- weight
- hfco
- 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.)
- Active
Links
- 239000000203 mixture Substances 0.000 title claims description 172
- 238000004140 cleaning Methods 0.000 title claims description 102
- 239000007788 liquid Substances 0.000 claims description 48
- KFUSEUYYWQURPO-OWOJBTEDSA-N trans-1,2-dichloroethene Chemical group Cl\C=C\Cl KFUSEUYYWQURPO-OWOJBTEDSA-N 0.000 claims description 42
- LDTMPQQAWUMPKS-OWOJBTEDSA-N (e)-1-chloro-3,3,3-trifluoroprop-1-ene Chemical compound FC(F)(F)\C=C\Cl LDTMPQQAWUMPKS-OWOJBTEDSA-N 0.000 claims description 40
- WHXSMMKQMYFTQS-UHFFFAOYSA-N Lithium Chemical compound [Li] WHXSMMKQMYFTQS-UHFFFAOYSA-N 0.000 claims description 30
- 229910052744 lithium Inorganic materials 0.000 claims description 30
- 239000007787 solid Substances 0.000 claims description 29
- 238000000034 method Methods 0.000 claims description 28
- 239000004519 grease Substances 0.000 claims description 21
- 229910052500 inorganic mineral Inorganic materials 0.000 claims description 17
- 239000011707 mineral Substances 0.000 claims description 17
- OYPRJOBELJOOCE-UHFFFAOYSA-N Calcium Chemical compound [Ca] OYPRJOBELJOOCE-UHFFFAOYSA-N 0.000 claims description 14
- 229910052791 calcium Inorganic materials 0.000 claims description 14
- 239000011575 calcium Substances 0.000 claims description 14
- 239000003921 oil Substances 0.000 claims description 12
- ZVQOOHYFBIDMTQ-UHFFFAOYSA-N [methyl(oxido){1-[6-(trifluoromethyl)pyridin-3-yl]ethyl}-lambda(6)-sulfanylidene]cyanamide Chemical compound N#CN=S(C)(=O)C(C)C1=CC=C(C(F)(F)F)N=C1 ZVQOOHYFBIDMTQ-UHFFFAOYSA-N 0.000 claims description 11
- 239000000945 filler Substances 0.000 claims description 7
- 239000002131 composite material Substances 0.000 claims description 6
- 238000005238 degreasing Methods 0.000 claims description 6
- 239000011521 glass Substances 0.000 claims description 6
- 229910052751 metal Inorganic materials 0.000 claims description 6
- 239000002184 metal Substances 0.000 claims description 6
- 239000004033 plastic Substances 0.000 claims description 6
- 229920003023 plastic Polymers 0.000 claims description 6
- 230000004907 flux Effects 0.000 claims description 4
- 238000010438 heat treatment Methods 0.000 claims description 4
- 238000003466 welding Methods 0.000 claims 1
- 239000003925 fat Substances 0.000 description 22
- LDTMPQQAWUMPKS-UHFFFAOYSA-N 1-chloro-3,3,3-trifluoroprop-1-ene Chemical compound FC(F)(F)C=CCl LDTMPQQAWUMPKS-UHFFFAOYSA-N 0.000 description 11
- 239000012808 vapor phase Substances 0.000 description 10
- OKKJLVBELUTLKV-UHFFFAOYSA-N Methanol Chemical compound OC OKKJLVBELUTLKV-UHFFFAOYSA-N 0.000 description 9
- 239000007921 spray Substances 0.000 description 7
- 238000009833 condensation Methods 0.000 description 5
- 230000005494 condensation Effects 0.000 description 5
- 238000001704 evaporation Methods 0.000 description 5
- 230000008020 evaporation Effects 0.000 description 5
- 239000012071 phase Substances 0.000 description 5
- XBDQKXXYIPTUBI-UHFFFAOYSA-M Propionate Chemical compound CCC([O-])=O XBDQKXXYIPTUBI-UHFFFAOYSA-M 0.000 description 4
- KXKVLQRXCPHEJC-UHFFFAOYSA-N acetic acid trimethyl ester Natural products COC(C)=O KXKVLQRXCPHEJC-UHFFFAOYSA-N 0.000 description 4
- 239000012459 cleaning agent Substances 0.000 description 4
- 229910000679 solder Inorganic materials 0.000 description 4
- AJDIZQLSFPQPEY-UHFFFAOYSA-N 1,1,2-Trichlorotrifluoroethane Chemical compound FC(F)(Cl)C(F)(Cl)Cl AJDIZQLSFPQPEY-UHFFFAOYSA-N 0.000 description 3
- 241001080024 Telles Species 0.000 description 3
- 150000001875 compounds Chemical class 0.000 description 3
- 238000001816 cooling Methods 0.000 description 3
- 238000004519 manufacturing process Methods 0.000 description 3
- 206010061218 Inflammation Diseases 0.000 description 2
- 238000009835 boiling Methods 0.000 description 2
- 230000015556 catabolic process Effects 0.000 description 2
- 239000003795 chemical substances by application Substances 0.000 description 2
- 238000006731 degradation reaction Methods 0.000 description 2
- 239000012535 impurity Substances 0.000 description 2
- 230000004054 inflammatory process Effects 0.000 description 2
- 231100001231 less toxic Toxicity 0.000 description 2
- 239000007791 liquid phase Substances 0.000 description 2
- 239000000463 material Substances 0.000 description 2
- 238000011084 recovery Methods 0.000 description 2
- 239000002904 solvent Substances 0.000 description 2
- 239000004604 Blowing Agent Substances 0.000 description 1
- 101100536354 Drosophila melanogaster tant gene Proteins 0.000 description 1
- YCKRFDGAMUMZLT-UHFFFAOYSA-N Fluorine atom Chemical compound [F] YCKRFDGAMUMZLT-UHFFFAOYSA-N 0.000 description 1
- CBENFWSGALASAD-UHFFFAOYSA-N Ozone Chemical compound [O-][O+]=O CBENFWSGALASAD-UHFFFAOYSA-N 0.000 description 1
- 206010042674 Swelling Diseases 0.000 description 1
- 239000000654 additive Substances 0.000 description 1
- 239000000470 constituent Substances 0.000 description 1
- 238000010908 decantation Methods 0.000 description 1
- 230000008021 deposition Effects 0.000 description 1
- 230000007613 environmental effect Effects 0.000 description 1
- 238000000605 extraction Methods 0.000 description 1
- 239000011737 fluorine Substances 0.000 description 1
- 229910052731 fluorine Inorganic materials 0.000 description 1
- NHGVZTMBVDFPHJ-UHFFFAOYSA-N formyl fluoride Chemical compound FC=O NHGVZTMBVDFPHJ-UHFFFAOYSA-N 0.000 description 1
- 239000003205 fragrance Substances 0.000 description 1
- 239000000446 fuel Substances 0.000 description 1
- 238000009434 installation Methods 0.000 description 1
- 229920001296 polysiloxane Polymers 0.000 description 1
- 229920002545 silicone oil Polymers 0.000 description 1
- 229910001220 stainless steel Inorganic materials 0.000 description 1
- 239000010935 stainless steel Substances 0.000 description 1
- 239000000126 substance Substances 0.000 description 1
- 238000006467 substitution reaction Methods 0.000 description 1
- 230000008961 swelling Effects 0.000 description 1
- 231100000331 toxic Toxicity 0.000 description 1
- 230000002588 toxic effect Effects 0.000 description 1
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 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
- C11D7/5004—Organic solvents
- C11D7/5018—Halogenated 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
- C23G5/02809—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 chlorine and fluorine
-
- 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
- C23G5/02809—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 chlorine and fluorine
- C23G5/02825—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 chlorine and fluorine containing hydrogen
-
- 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
- C11D2111/00—Cleaning compositions characterised by the objects to be cleaned; Cleaning compositions characterised by non-standard cleaning or washing processes
- C11D2111/10—Objects to be cleaned
- C11D2111/14—Hard surfaces
- C11D2111/16—Metals
-
- 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
- C11D2111/00—Cleaning compositions characterised by the objects to be cleaned; Cleaning compositions characterised by non-standard cleaning or washing processes
- C11D2111/10—Objects to be cleaned
- C11D2111/14—Hard surfaces
- C11D2111/18—Glass; Plastics
-
- 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
- C11D2111/00—Cleaning compositions characterised by the objects to be cleaned; Cleaning compositions characterised by non-standard cleaning or washing processes
- C11D2111/10—Objects to be cleaned
- C11D2111/14—Hard surfaces
- C11D2111/22—Electronic devices, e.g. PCBs or semiconductors
Definitions
- the present invention relates to hydrochlorofluoroolefin-based cleaning compositions and the use of these compositions for a cleaning process.
- CFC-113 1,1,2-trichloro-1,2,2-trifluoroethane
- CFC-113 was particularly suitable for this purpose because of its non-aggressive nature with regard to the materials used.
- this product has been used in the field of printed circuit manufacturing, to remove residues of substances used to improve the quality of solder (referred to as solder flux). This removal operation is referred to in the art as "defluxing".
- WO 2009/140231 also describes the use of HFCO-1233zd for cleaning solid surfaces, and in particular for defluxing.
- the document also mentions the possibility of using a certain number of co-agents chosen from a list which notably comprises 1,2-transdichlorethylene (TDCE).
- TDCE 1,2-transdichlorethylene
- the only example of a cleaning composition comprising HFCO-1233zd and TDCE which is mentioned in the document is a ternary mixture, the third compound being methylacetate.
- HFCO-1233zd is one of the described fluoroolefins.
- the document evokes the possibility of combining HFCO-1233zd with TDCE (in particular in 25:75, 50:50 and 75:25 mass ratios) in different cleaning applications, namely in the field of blowing agents, silicone deposition (use as silicone oil solvent) and fragrance extraction.
- TDCE in particular in 25:75, 50:50 and 75:25 mass ratios
- silicone deposition use as silicone oil solvent
- fragrance extraction In the field of cleaning, the document proposes to use HFCO-1233zd alone, or in combination with methanol.
- the document US 7442321 discloses a composition of the azeotropic type comprising HCFO-1233zd and TDCE.
- HFCO-1233zd is a relatively powerful compound for cleaning applications, and has the advantage of being environmentally friendly. In particular, it has a low GWP. However, the effectiveness of HFCO-1233zd for cleaning solid surfaces is still unsatisfactory, at least in some applications, and whether used alone or in ternary combination with TDCE and methylacetate.
- the invention relates to a liquid composition
- a liquid composition comprising 1-chloro-3,3,3-trifluoropropene and 1,2-transdichloroethylene, 1-chloro-3,3,3-trifluoropropene and 1,2-transdichloroethylene representing at least 99% by weight of the composition, and the weight ratio of 1-chloro-3,3,3-trifluoropropene to 1,2-transdichloroethylene is between 57:43 and 65:35, preferably between 58:42 and 63:37, more preferably between 59:41 and 61:39.
- the present invention also relates to the use of the aforementioned composition for cleaning solid surfaces.
- the liquid composition is vaporized during the cleaning.
- the aforementioned use is for defluxing electronic boards or for degreasing metal parts, glasses, plastics or composite materials, said degreasing preferably comprising cleaning a grease or oil chosen from fats or oils of mineral or organic type with or without fillers, and more preferably chosen from mineral fats loaded with lithium / calcium or complex lithium.
- At least 80% by weight of 1-chloro-3,3,3-trifluoropropene is in trans form, preferably at least 90% by weight, more preferably at least 95% by weight, advantageously at least 98% by weight, and ideally essentially all of 1-chloro-3,3,3-trifluoropropene is in trans form.
- a method of cleaning solid surfaces comprising contacting the solid surfaces with a composition comprising 1-chloro-3,3,3-trifluoropropene and 1,2-transdichloroethylene, 1-chloro-3,3 , 3-trifluoropropene and 1,2-transdichloroethylene representing at least 99% by weight of the composition.
- the invention also relates to a method for cleaning solid surfaces comprising contacting the solid surfaces with a liquid composition comprising 1-chloro-3,3,3-trifluoropropene and 1,2-transdichlorethylene, the chloro-3,3,3-trifluoropropene and 1,2-transdichloroethylene representing at least 99% by weight of the composition, and the weight ratio of 1-chloro-3,3,3-trifluoropropene to 1,2-transdichloroethylene ranging from 57:43 to 65:35, preferably from 58:42 to 63:37, more preferably from 59:41 to 61:39.
- the solid surfaces to be cleaned are mechanical or electronic parts soiled by solder flux or metal parts, glasses, plastics and / or composite materials soiled with grease or oil, grease or the oil being preferably chosen from fats or oils of mineral or organic type with or without fillers, and more particularly preferably selected from mineral fats loaded with lithium / calcium or complex lithium.
- At least 80% by weight of 1-chloro-3,3,3-trifluoropropene in the liquid cleaning composition is in trans form, preferably at least 90% by weight, more preferably minus 95% by weight, advantageously at least 98% by weight, and ideally essentially all of 1-chloro-3,3,3-trifluoropropene is in trans form.
- the liquid composition is as described in the preceding paragraph.
- the liquid cleaning composition is as described in the preceding paragraph.
- the present invention overcomes the disadvantages of the state of the art. It provides more particularly an improved cleaning process, based on the use of a cleaner performing better, especially vis-à-vis certain fats, and has interesting physicochemical properties (especially a low GWP).
- the invention proposes the use of binary compositions of 1-chloro-3,3,3-trifluoropropene (HFCO-1233zd) and 1,2-transdichloroethylene (TDCE) in the context of cleaning solid surfaces.
- HFCO-1233zd 1-chloro-3,3,3-trifluoropropene
- TDCE 1,2-transdichloroethylene
- the solid surfaces to be cleaned may be electronic boards soiled by a flux of solder, in which case the cleaning process is a defluxing process.
- the solid surfaces to be cleaned may also be metal parts, glasses, plastics and / or composite materials soiled with grease or oil, in which case the cleaning process is a degreasing process.
- the fats or oils can be of mineral or organic type, with or without fillers. Among these are greases whose high viscosity (greater than 85 mm 2 / s at 40 ° C) makes them difficult to clean. These include mineral fats loaded with lithium / calcium (greases for resistance to high pressures) or loaded with complex lithium (greases for resistance to high loads and high speeds). The invention allows a particularly effective cleaning of these greases.
- the process is carried out in an installation comprising at least two tanks, namely a spray tank and a recovery tank.
- the spray tank is filled with cleaning composition in liquid form.
- the solid surfaces to be cleaned are arranged above the spray tank.
- the cleaning composition of the spray tank is heated and partially vaporized.
- the cleaning composition, in vapor form, is thus brought into contact with the solid surfaces to be cleaned.
- Materials grey or other are entrained during cleaning and fall into the spray tank, where they are recovered by decantation.
- Cooling means are arranged above the solid surfaces to be cleaned and allow the condensation of the cleaning composition.
- the condensed cleaning composition is collected in the recovery tank, which in turn feeds the spray tank.
- An addition of each compound of the cleaning composition (HFCO-1233zd and TDCE) or a top-up of the composition itself is generally provided.
- Rinsing solid surfaces with the same cleaning composition (in the liquid phase) or with another solvent can be provided.
- binary composition is meant a composition that contains exclusively or almost exclusively HFCO-1233zd and TDCE.
- the composition comprises a mass proportion of impurities or additives of less than or equal to 1%, preferably less than or equal to 0.5%, or even less than or equal to 0.1%.
- HFCO-1233zd is preferably in its trans form, which has the advantage of being less toxic than the cis form.
- the trans form advantageously represents at least 80% by weight of HFCO-1233zd, preferably at least 90% by weight, more preferably at least 95% by weight, for example at least 98% by weight.
- essentially all of the HFCO-1233zd is in trans form.
- the liquid composition comprising about 50% HFCO-1233zd and 50% TDCE does not have a flash point.
- this composition is not azeotropic.
- the relative mass proportions of HFCO-1233zd and TDCE in the liquid composition may vary if the amount of liquid composition itself varies, in case of incident (product leakage, failure of the cooling means ). In such a case, the final liquid composition may then have a flash point, that is to say be flammable.
- the final liquid composition obtained after evaporation of 90% of the mass of an initial liquid composition comprising 50% of HFCO-1233zd and 50% of TDCE is flammable. It is more generally the same for any final liquid composition obtained after evaporation of 90 % of the mass of an initial liquid composition comprising a proportion of HFCO-1233zd of less than or equal to 56%.
- compositions of HFCO-1233zd and TDCE h) to k) above make it possible to obtain a greater safety of the cleaning, in particular in the vapor phase, in the event of an incident leading to a decrease in the level of liquid composition (especially in the spray tank).
- these compositions e) to h) have satisfactory cleaning properties, especially with respect to mineral fuels loaded with lithium / calcium or loaded with complex lithium, since a higher concentration of HFCO-1233zd (by for example, a concentration greater than or equal to 70% of HFCO-1233zd) leads to a degradation of the cleaning performance of the composition, especially with respect to the abovementioned fats.
- Example 1 cleaning properties
- test pieces were immersed for 5 min in a beaker containing a cleaning composition maintained at 20 ° C, and dried in the open air for 5 min. After this treatment, the specimens were weighed again to determine the percentage of fat removed by the cleaning composition. The results are expressed as the average value of 3 tests.
- HFCO-1233zd / TDCE binary compositions tested perform better than HFCO-1233zd alone on Grease A, Grease B and Grease C, and perform better than ternary HFCO-1233zd / TDCE composition. at least on fats A and C.
- the binary composition comprising 50% of HFCO-1233zd and 50% of TDCE is characterized by excellent cleaning properties on greases A, B and C, and the binary composition comprising 60 % of HFCO-1233zd and 40% of TDCE is characterized by excellent cleaning at least on greases B and C.
- the binary compositions comprising 70% HFCO-1233zd and 30% TDCE or 80% HFCO-1233zd and 20% TDCE are characterized by a relatively lower efficiency on all fats compared to to the binary composition comprising 60% HFCO-1233zd and 40% TDCE.
- the HFCO-1233zd / TDCE binary compositions comprising at least 57% of HFCO-1233zd remain non-flammable even after evaporation of 90% of their mass. Also, these compositions have better guarantees of safety in the context of a cleaning process, especially in the vapor phase, the compositions comprising less than 57% of HFCO-1233zd.
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- 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)
Applications Claiming Priority (2)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| FR1050415A FR2955590B1 (fr) | 2010-01-22 | 2010-01-22 | Compositions de nettoyage a base d'hydrochlorofluoroolefine |
| PCT/FR2011/050060 WO2011089344A1 (fr) | 2010-01-22 | 2011-01-13 | Compositions de nettoyage a base d'hydrochlorofluoroolefine |
Publications (2)
| Publication Number | Publication Date |
|---|---|
| EP2526179A1 EP2526179A1 (fr) | 2012-11-28 |
| EP2526179B1 true EP2526179B1 (fr) | 2017-08-02 |
Family
ID=42667352
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| EP11705016.1A Active EP2526179B1 (fr) | 2010-01-22 | 2011-01-13 | Compositions de nettoyage a base d'hydrochlorofluoroolefine |
Country Status (8)
| Country | Link |
|---|---|
| US (1) | US20130037058A1 (ja) |
| EP (1) | EP2526179B1 (ja) |
| JP (1) | JP5898094B2 (ja) |
| CN (1) | CN102712883B (ja) |
| ES (1) | ES2639034T3 (ja) |
| FR (1) | FR2955590B1 (ja) |
| PT (1) | PT2526179T (ja) |
| WO (1) | WO2011089344A1 (ja) |
Families Citing this family (14)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| FR2937328B1 (fr) | 2008-10-16 | 2010-11-12 | Arkema France | Procede de transfert de chaleur |
| US8772213B2 (en) | 2011-12-22 | 2014-07-08 | Honeywell International Inc. | Solvent compositions including trans-1-chloro-3,3,3-trifluoropropene and uses thereof |
| US8951358B2 (en) | 2013-03-15 | 2015-02-10 | Honeywell International Inc. | Cleaning compositions and methods |
| FR3003566B1 (fr) | 2013-03-20 | 2018-07-06 | Arkema France | Composition comprenant hf et e-3,3,3-trifluoro-1-chloropropene |
| US9255045B2 (en) | 2014-01-13 | 2016-02-09 | Arkema France | E-1-chloro-3,3,3-trifluoropropene production process from 1,1,3,3-tetrachloropropene |
| FR3036398B1 (fr) | 2015-05-22 | 2019-05-03 | Arkema France | Compositions a base de 1,1,3,3-tetrachloropropene |
| FR3056222B1 (fr) | 2016-09-19 | 2020-01-10 | Arkema France | Composition a base de 1-chloro-3,3,3-trifluoropropene |
| CN108570369B (zh) * | 2018-04-09 | 2020-12-29 | 三明市海斯福化工有限责任公司 | 包含氧杂氢氟醚化合物的清洗组合物及其用于清洁的方法 |
| FR3081158B1 (fr) | 2018-05-16 | 2020-07-31 | Arkema France | Procede de production du 1-chloro-3,3,3-trifluoropropene. |
| FR3083232B1 (fr) | 2018-06-27 | 2021-11-12 | Arkema France | Procede de production du 1-chloro-3,3,3-trifluoropropene |
| FR3086287B1 (fr) | 2018-09-26 | 2020-09-18 | Arkema France | Stabilisation du 1-chloro-3,3,3-trifluoropropene |
| KR102126219B1 (ko) * | 2019-01-30 | 2020-06-24 | 한국화학연구원 | 전자부품용 친환경 세정제 |
| WO2020246231A1 (ja) * | 2019-06-07 | 2020-12-10 | Ａｇｃ株式会社 | 共沸組成物、共沸様組成物、組成物、洗浄剤、溶媒、熱移動媒体 |
| CN112029596B (zh) | 2020-10-20 | 2021-08-10 | 淄博雷玛国际贸易有限公司 | 一种抑制反式-1，2-二氯乙烯闪点的方法及应用 |
Family Cites Families (10)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US20050096246A1 (en) | 2003-11-04 | 2005-05-05 | Johnson Robert C. | Solvent compositions containing chlorofluoroolefins |
| US20090253820A1 (en) * | 2006-03-21 | 2009-10-08 | Honeywell International Inc. | Foaming agents and compositions containing fluorine sustituted olefins and methods of foaming |
| US20110037016A1 (en) * | 2003-10-27 | 2011-02-17 | Honeywell International Inc. | Fluoropropene compounds and compositions and methods using same |
| US9499729B2 (en) * | 2006-06-26 | 2016-11-22 | Honeywell International Inc. | Compositions and methods containing fluorine substituted olefins |
| US7442321B1 (en) * | 2008-03-07 | 2008-10-28 | Arkema Inc. | Azeotrope-like composition of 1,1,1-trifluoro-3-chloropropene and trans-1,2-dichloroethylene |
| CN102015595B (zh) * | 2008-05-12 | 2014-10-01 | 阿科玛股份有限公司 | 氢氯氟烯烃的组合物 |
| US7935268B2 (en) * | 2008-10-28 | 2011-05-03 | Honeywell International Inc. | Azeotrope-like compositions comprising trans-1-chloro-3,3,3-trifluoropropene |
| US8163196B2 (en) * | 2008-10-28 | 2012-04-24 | Honeywell International Inc. | Azeotrope-like compositions comprising 1-chloro-3,3,3-trifluoropropene |
| WO2010085397A1 (en) * | 2009-01-22 | 2010-07-29 | Arkema Inc. | Trans-1,2-dichloroethylene with flash point elevated by 1 -chloro-3,3,3-trifluoropropene |
| SI3812360T1 (sl) * | 2009-09-09 | 2024-02-29 | Honeywell International Inc. | Monoklorotrifluoropropenske spojine in sestavki ter postopki, ki jih uporabljajo |
-
2010
- 2010-01-22 FR FR1050415A patent/FR2955590B1/fr not_active Expired - Fee Related
-
2011
- 2011-01-13 JP JP2012549396A patent/JP5898094B2/ja active Active
- 2011-01-13 ES ES11705016.1T patent/ES2639034T3/es active Active
- 2011-01-13 WO PCT/FR2011/050060 patent/WO2011089344A1/fr active Application Filing
- 2011-01-13 EP EP11705016.1A patent/EP2526179B1/fr active Active
- 2011-01-13 US US13/521,562 patent/US20130037058A1/en not_active Abandoned
- 2011-01-13 PT PT117050161T patent/PT2526179T/pt unknown
- 2011-01-13 CN CN201180006614.5A patent/CN102712883B/zh active Active
Non-Patent Citations (1)
| Title |
|---|
| None * |
Also Published As
| Publication number | Publication date |
|---|---|
| FR2955590A1 (fr) | 2011-07-29 |
| CN102712883B (zh) | 2014-07-09 |
| WO2011089344A1 (fr) | 2011-07-28 |
| US20130037058A1 (en) | 2013-02-14 |
| ES2639034T3 (es) | 2017-10-25 |
| CN102712883A (zh) | 2012-10-03 |
| PT2526179T (pt) | 2017-09-13 |
| FR2955590B1 (fr) | 2012-03-23 |
| EP2526179A1 (fr) | 2012-11-28 |
| JP5898094B2 (ja) | 2016-04-06 |
| JP2013518140A (ja) | 2013-05-20 |
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