TW200523230A - Process for the manufacture of 1,3,3,3-tetrafluoropropene - Google Patents
Process for the manufacture of 1,3,3,3-tetrafluoropropene Download PDFInfo
- Publication number
- TW200523230A TW200523230A TW093122293A TW93122293A TW200523230A TW 200523230 A TW200523230 A TW 200523230A TW 093122293 A TW093122293 A TW 093122293A TW 93122293 A TW93122293 A TW 93122293A TW 200523230 A TW200523230 A TW 200523230A
- Authority
- TW
- Taiwan
- Prior art keywords
- reaction
- chloro
- pentafluoropropane
- catalyst
- tetrafluoropropane
- Prior art date
Links
- 238000000034 method Methods 0.000 title claims abstract description 58
- CDOOAUSHHFGWSA-OWOJBTEDSA-N (e)-1,3,3,3-tetrafluoroprop-1-ene Chemical compound F\C=C\C(F)(F)F CDOOAUSHHFGWSA-OWOJBTEDSA-N 0.000 title claims abstract description 8
- 238000004519 manufacturing process Methods 0.000 title abstract description 3
- MSSNHSVIGIHOJA-UHFFFAOYSA-N pentafluoropropane Chemical compound FC(F)CC(F)(F)F MSSNHSVIGIHOJA-UHFFFAOYSA-N 0.000 claims abstract description 42
- ZGOMEYREADWKLC-UHFFFAOYSA-N 3-chloro-1,1,1,3-tetrafluoropropane Chemical compound FC(Cl)CC(F)(F)F ZGOMEYREADWKLC-UHFFFAOYSA-N 0.000 claims abstract description 5
- 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 abstract description 4
- 239000003054 catalyst Substances 0.000 claims description 58
- KRHYYFGTRYWZRS-UHFFFAOYSA-N Fluorane Chemical compound F KRHYYFGTRYWZRS-UHFFFAOYSA-N 0.000 claims description 41
- 238000006243 chemical reaction Methods 0.000 claims description 39
- 229910000040 hydrogen fluoride Inorganic materials 0.000 claims description 39
- 238000003682 fluorination reaction Methods 0.000 claims description 25
- OKTJSMMVPCPJKN-UHFFFAOYSA-N Carbon Chemical compound [C] OKTJSMMVPCPJKN-UHFFFAOYSA-N 0.000 claims description 23
- QDOXWKRWXJOMAK-UHFFFAOYSA-N dichromium trioxide Chemical compound O=[Cr]O[Cr]=O QDOXWKRWXJOMAK-UHFFFAOYSA-N 0.000 claims description 22
- 239000012670 alkaline solution Substances 0.000 claims description 11
- 239000007789 gas Substances 0.000 claims description 11
- 239000013067 intermediate product Substances 0.000 claims description 11
- 239000000203 mixture Substances 0.000 claims description 10
- INEMUVRCEAELBK-UHFFFAOYSA-N 1,1,1,2-tetrafluoropropane Chemical compound CC(F)C(F)(F)F INEMUVRCEAELBK-UHFFFAOYSA-N 0.000 claims description 9
- PNEYBMLMFCGWSK-UHFFFAOYSA-N aluminium oxide Inorganic materials [O-2].[O-2].[O-2].[Al+3].[Al+3] PNEYBMLMFCGWSK-UHFFFAOYSA-N 0.000 claims description 9
- KZBUYRJDOAKODT-UHFFFAOYSA-N Chlorine Chemical compound ClCl KZBUYRJDOAKODT-UHFFFAOYSA-N 0.000 claims description 8
- DYLIWHYUXAJDOJ-OWOJBTEDSA-N (e)-4-(6-aminopurin-9-yl)but-2-en-1-ol Chemical class NC1=NC=NC2=C1N=CN2C\C=C\CO DYLIWHYUXAJDOJ-OWOJBTEDSA-N 0.000 claims description 7
- -1 chloro- Chemical class 0.000 claims description 7
- 229910052593 corundum Inorganic materials 0.000 claims description 7
- 229910001845 yogo sapphire Inorganic materials 0.000 claims description 7
- KLZUFWVZNOTSEM-UHFFFAOYSA-K Aluminium flouride Chemical compound F[Al](F)F KLZUFWVZNOTSEM-UHFFFAOYSA-K 0.000 claims description 6
- VEXZGXHMUGYJMC-UHFFFAOYSA-N Hydrochloric acid Chemical compound Cl VEXZGXHMUGYJMC-UHFFFAOYSA-N 0.000 claims description 5
- 229910021586 Nickel(II) chloride Inorganic materials 0.000 claims description 5
- VMPVEPPRYRXYNP-UHFFFAOYSA-I antimony(5+);pentachloride Chemical compound Cl[Sb](Cl)(Cl)(Cl)Cl VMPVEPPRYRXYNP-UHFFFAOYSA-I 0.000 claims description 5
- 229910052799 carbon Inorganic materials 0.000 claims description 5
- 239000007795 chemical reaction product Substances 0.000 claims description 5
- 229910000041 hydrogen chloride Inorganic materials 0.000 claims description 5
- IXCSERBJSXMMFS-UHFFFAOYSA-N hydrogen chloride Substances Cl.Cl IXCSERBJSXMMFS-UHFFFAOYSA-N 0.000 claims description 5
- QMMRZOWCJAIUJA-UHFFFAOYSA-L nickel dichloride Chemical compound Cl[Ni]Cl QMMRZOWCJAIUJA-UHFFFAOYSA-L 0.000 claims description 5
- FAPDDOBMIUGHIN-UHFFFAOYSA-K antimony trichloride Chemical compound Cl[Sb](Cl)Cl FAPDDOBMIUGHIN-UHFFFAOYSA-K 0.000 claims description 4
- 125000001309 chloro group Chemical group Cl* 0.000 claims description 4
- 229910052723 transition metal Inorganic materials 0.000 claims description 4
- 150000003624 transition metals Chemical class 0.000 claims description 4
- PGJHURKAWUJHLJ-UHFFFAOYSA-N 1,1,2,3-tetrafluoroprop-1-ene Chemical compound FCC(F)=C(F)F PGJHURKAWUJHLJ-UHFFFAOYSA-N 0.000 claims description 3
- FDMFUZHCIRHGRG-UHFFFAOYSA-N 3,3,3-trifluoroprop-1-ene Chemical compound FC(F)(F)C=C FDMFUZHCIRHGRG-UHFFFAOYSA-N 0.000 claims description 3
- 229910021580 Cobalt(II) chloride Inorganic materials 0.000 claims description 3
- PXHVJJICTQNCMI-UHFFFAOYSA-N Nickel Chemical group [Ni] PXHVJJICTQNCMI-UHFFFAOYSA-N 0.000 claims description 3
- 238000002360 preparation method Methods 0.000 claims description 3
- VJGCZWVJDRIHNC-UHFFFAOYSA-N 1-fluoroprop-1-ene Chemical compound CC=CF VJGCZWVJDRIHNC-UHFFFAOYSA-N 0.000 claims description 2
- JRHNUZCXXOTJCA-UHFFFAOYSA-N 1-fluoropropane Chemical compound CCCF JRHNUZCXXOTJCA-UHFFFAOYSA-N 0.000 claims description 2
- 229910021578 Iron(III) chloride Inorganic materials 0.000 claims description 2
- 229910004537 TaCl5 Inorganic materials 0.000 claims description 2
- 229910010165 TiCu Inorganic materials 0.000 claims description 2
- 239000003513 alkali Substances 0.000 claims description 2
- 239000000460 chlorine Substances 0.000 claims description 2
- 229910052801 chlorine Inorganic materials 0.000 claims description 2
- 125000004435 hydrogen atom Chemical class [H]* 0.000 claims description 2
- RBTARNINKXHZNM-UHFFFAOYSA-K iron trichloride Chemical compound Cl[Fe](Cl)Cl RBTARNINKXHZNM-UHFFFAOYSA-K 0.000 claims description 2
- OEIMLTQPLAGXMX-UHFFFAOYSA-I tantalum(v) chloride Chemical compound Cl[Ta](Cl)(Cl)(Cl)Cl OEIMLTQPLAGXMX-UHFFFAOYSA-I 0.000 claims description 2
- 229910001507 metal halide Inorganic materials 0.000 claims 4
- 150000005309 metal halides Chemical class 0.000 claims 4
- YMWUJEATGCHHMB-UHFFFAOYSA-N Dichloromethane Chemical compound ClCCl YMWUJEATGCHHMB-UHFFFAOYSA-N 0.000 claims 3
- UQSXHKLRYXJYBZ-UHFFFAOYSA-N Iron oxide Chemical compound [Fe]=O UQSXHKLRYXJYBZ-UHFFFAOYSA-N 0.000 claims 2
- 239000000126 substance Substances 0.000 claims 2
- KDWQLICBSFIDRM-UHFFFAOYSA-N 1,1,1-trifluoropropane Chemical compound CCC(F)(F)F KDWQLICBSFIDRM-UHFFFAOYSA-N 0.000 claims 1
- 229910015221 MoCl5 Inorganic materials 0.000 claims 1
- 229910019804 NbCl5 Inorganic materials 0.000 claims 1
- 241001674048 Phthiraptera Species 0.000 claims 1
- XZQYTGKSBZGQMO-UHFFFAOYSA-I Rhenium(V) chloride Inorganic materials Cl[Re](Cl)(Cl)(Cl)Cl XZQYTGKSBZGQMO-UHFFFAOYSA-I 0.000 claims 1
- 150000001412 amines Chemical class 0.000 claims 1
- 229910000428 cobalt oxide Inorganic materials 0.000 claims 1
- IVMYJDGYRUAWML-UHFFFAOYSA-N cobalt(ii) oxide Chemical compound [Co]=O IVMYJDGYRUAWML-UHFFFAOYSA-N 0.000 claims 1
- GICWIDZXWJGTCI-UHFFFAOYSA-I molybdenum pentachloride Chemical compound Cl[Mo](Cl)(Cl)(Cl)Cl GICWIDZXWJGTCI-UHFFFAOYSA-I 0.000 claims 1
- YHBDIEWMOMLKOO-UHFFFAOYSA-I pentachloroniobium Chemical compound Cl[Nb](Cl)(Cl)(Cl)Cl YHBDIEWMOMLKOO-UHFFFAOYSA-I 0.000 claims 1
- QQONPFPTGQHPMA-UHFFFAOYSA-N propylene Natural products CC=C QQONPFPTGQHPMA-UHFFFAOYSA-N 0.000 claims 1
- 125000004805 propylene group Chemical group [H]C([H])([H])C([H])([*:1])C([H])([H])[*:2] 0.000 claims 1
- 239000004576 sand Substances 0.000 claims 1
- UXMRNSHDSCDMLG-UHFFFAOYSA-J tetrachlororhenium Chemical compound Cl[Re](Cl)(Cl)Cl UXMRNSHDSCDMLG-UHFFFAOYSA-J 0.000 claims 1
- 150000003623 transition metal compounds Chemical class 0.000 claims 1
- 238000007033 dehydrochlorination reaction Methods 0.000 abstract 1
- 238000005796 dehydrofluorination reaction Methods 0.000 abstract 1
- IJGRMHOSHXDMSA-UHFFFAOYSA-N Atomic nitrogen Chemical compound N#N IJGRMHOSHXDMSA-UHFFFAOYSA-N 0.000 description 13
- 238000004821 distillation Methods 0.000 description 7
- HEMHJVSKTPXQMS-UHFFFAOYSA-M Sodium hydroxide Chemical compound [OH-].[Na+] HEMHJVSKTPXQMS-UHFFFAOYSA-M 0.000 description 6
- 229910052757 nitrogen Inorganic materials 0.000 description 6
- 239000000376 reactant Substances 0.000 description 6
- 238000005979 thermal decomposition reaction Methods 0.000 description 5
- 239000002904 solvent Substances 0.000 description 4
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 4
- WEVYAHXRMPXWCK-UHFFFAOYSA-N Acetonitrile Chemical compound CC#N WEVYAHXRMPXWCK-UHFFFAOYSA-N 0.000 description 3
- 229910000792 Monel Inorganic materials 0.000 description 3
- 230000004913 activation Effects 0.000 description 3
- 238000006356 dehydrogenation reaction Methods 0.000 description 3
- 239000004088 foaming agent Substances 0.000 description 3
- 239000012071 phase Substances 0.000 description 3
- 239000003507 refrigerant Substances 0.000 description 3
- PFFGXVGPSGJOBV-UHFFFAOYSA-N 1,1,1,3-tetrafluoropropane Chemical compound FCCC(F)(F)F PFFGXVGPSGJOBV-UHFFFAOYSA-N 0.000 description 2
- OHMHBGPWCHTMQE-UHFFFAOYSA-N 2,2-dichloro-1,1,1-trifluoroethane Chemical compound FC(F)(F)C(Cl)Cl OHMHBGPWCHTMQE-UHFFFAOYSA-N 0.000 description 2
- CBENFWSGALASAD-UHFFFAOYSA-N Ozone Chemical compound [O-][O+]=O CBENFWSGALASAD-UHFFFAOYSA-N 0.000 description 2
- ATUOYWHBWRKTHZ-UHFFFAOYSA-N Propane Chemical compound CCC ATUOYWHBWRKTHZ-UHFFFAOYSA-N 0.000 description 2
- FAPWRFPIFSIZLT-UHFFFAOYSA-M Sodium chloride Chemical compound [Na+].[Cl-] FAPWRFPIFSIZLT-UHFFFAOYSA-M 0.000 description 2
- 239000006227 byproduct Substances 0.000 description 2
- 230000000694 effects Effects 0.000 description 2
- 238000010438 heat treatment Methods 0.000 description 2
- 239000011261 inert gas Substances 0.000 description 2
- 239000012299 nitrogen atmosphere Substances 0.000 description 2
- 239000003380 propellant Substances 0.000 description 2
- 239000002994 raw material Substances 0.000 description 2
- 239000011541 reaction mixture Substances 0.000 description 2
- 239000000243 solution Substances 0.000 description 2
- 239000012085 test solution Substances 0.000 description 2
- VVWFZKBKXPXGBH-UHFFFAOYSA-N 1,1,1,3,3-pentachloropropane Chemical compound ClC(Cl)CC(Cl)(Cl)Cl VVWFZKBKXPXGBH-UHFFFAOYSA-N 0.000 description 1
- QAERDLQYXMEHEB-UHFFFAOYSA-N 1,1,3,3,3-pentafluoroprop-1-ene Chemical compound FC(F)=CC(F)(F)F QAERDLQYXMEHEB-UHFFFAOYSA-N 0.000 description 1
- VEXZGXHMUGYJMC-UHFFFAOYSA-M Chloride anion Chemical compound [Cl-] VEXZGXHMUGYJMC-UHFFFAOYSA-M 0.000 description 1
- ZAMOUSCENKQFHK-UHFFFAOYSA-N Chlorine atom Chemical compound [Cl] ZAMOUSCENKQFHK-UHFFFAOYSA-N 0.000 description 1
- VYZAMTAEIAYCRO-UHFFFAOYSA-N Chromium Chemical compound [Cr] VYZAMTAEIAYCRO-UHFFFAOYSA-N 0.000 description 1
- PXGOKWXKJXAPGV-UHFFFAOYSA-N Fluorine Chemical compound FF PXGOKWXKJXAPGV-UHFFFAOYSA-N 0.000 description 1
- 229910021627 Tin(IV) chloride Inorganic materials 0.000 description 1
- 229910045601 alloy Inorganic materials 0.000 description 1
- 239000000956 alloy Substances 0.000 description 1
- 239000007864 aqueous solution Substances 0.000 description 1
- RMTNSIBBWXZNDC-UHFFFAOYSA-N argon;hydrochloride Chemical compound Cl.[Ar] RMTNSIBBWXZNDC-UHFFFAOYSA-N 0.000 description 1
- 239000002585 base Substances 0.000 description 1
- 238000006555 catalytic reaction Methods 0.000 description 1
- 229910052804 chromium Inorganic materials 0.000 description 1
- 239000011651 chromium Substances 0.000 description 1
- 239000012459 cleaning agent Substances 0.000 description 1
- 150000001875 compounds Chemical class 0.000 description 1
- 238000005260 corrosion Methods 0.000 description 1
- 230000007797 corrosion Effects 0.000 description 1
- 239000013058 crude material Substances 0.000 description 1
- 239000012043 crude product Substances 0.000 description 1
- 238000006115 defluorination reaction Methods 0.000 description 1
- 239000003989 dielectric material Substances 0.000 description 1
- 239000003085 diluting agent Substances 0.000 description 1
- 229910001873 dinitrogen Inorganic materials 0.000 description 1
- 230000007613 environmental effect Effects 0.000 description 1
- 238000002474 experimental method Methods 0.000 description 1
- 238000000605 extraction Methods 0.000 description 1
- 239000012530 fluid Substances 0.000 description 1
- 239000011737 fluorine Substances 0.000 description 1
- 229910052731 fluorine Inorganic materials 0.000 description 1
- 229920002313 fluoropolymer Polymers 0.000 description 1
- 239000004811 fluoropolymer Substances 0.000 description 1
- 238000010574 gas phase reaction Methods 0.000 description 1
- 238000002309 gasification Methods 0.000 description 1
- 150000004820 halides Chemical class 0.000 description 1
- 150000008282 halocarbons Chemical class 0.000 description 1
- 229910000856 hastalloy Inorganic materials 0.000 description 1
- 239000001257 hydrogen Substances 0.000 description 1
- 229910052739 hydrogen Inorganic materials 0.000 description 1
- 239000012535 impurity Substances 0.000 description 1
- 229910001293 incoloy Inorganic materials 0.000 description 1
- 229910001026 inconel Inorganic materials 0.000 description 1
- 239000007791 liquid phase Substances 0.000 description 1
- 239000000463 material Substances 0.000 description 1
- 229910052751 metal Inorganic materials 0.000 description 1
- 239000002184 metal Substances 0.000 description 1
- 238000002156 mixing Methods 0.000 description 1
- 239000000178 monomer Substances 0.000 description 1
- 229910052759 nickel Inorganic materials 0.000 description 1
- 150000002894 organic compounds Chemical class 0.000 description 1
- 239000005416 organic matter Substances 0.000 description 1
- 239000007800 oxidant agent Substances 0.000 description 1
- 230000001590 oxidative effect Effects 0.000 description 1
- 239000008188 pellet Substances 0.000 description 1
- VOOZIXMWZPCLGB-UHFFFAOYSA-N potassium osmium(4+) oxygen(2-) Chemical compound [Os+4].[O-2].[K+] VOOZIXMWZPCLGB-UHFFFAOYSA-N 0.000 description 1
- 239000000047 product Substances 0.000 description 1
- 239000001294 propane Substances 0.000 description 1
- 238000010992 reflux Methods 0.000 description 1
- 230000008929 regeneration Effects 0.000 description 1
- 238000011069 regeneration method Methods 0.000 description 1
- 239000011780 sodium chloride Substances 0.000 description 1
- GCLGEJMYGQKIIW-UHFFFAOYSA-H sodium hexametaphosphate Chemical compound [Na]OP1(=O)OP(=O)(O[Na])OP(=O)(O[Na])OP(=O)(O[Na])OP(=O)(O[Na])OP(=O)(O[Na])O1 GCLGEJMYGQKIIW-UHFFFAOYSA-H 0.000 description 1
- 239000007787 solid Substances 0.000 description 1
- 230000001954 sterilising effect Effects 0.000 description 1
- 238000004659 sterilization and disinfection Methods 0.000 description 1
- 238000003756 stirring Methods 0.000 description 1
- 230000002195 synergetic effect Effects 0.000 description 1
- TXEYQDLBPFQVAA-UHFFFAOYSA-N tetrafluoromethane Chemical compound FC(F)(F)F TXEYQDLBPFQVAA-UHFFFAOYSA-N 0.000 description 1
- HPGGPRDJHPYFRM-UHFFFAOYSA-J tin(iv) chloride Chemical compound Cl[Sn](Cl)(Cl)Cl HPGGPRDJHPYFRM-UHFFFAOYSA-J 0.000 description 1
- 238000007039 two-step reaction Methods 0.000 description 1
- 238000010792 warming Methods 0.000 description 1
- 238000009941 weaving Methods 0.000 description 1
Classifications
-
- B—PERFORMING OPERATIONS; TRANSPORTING
- B01—PHYSICAL OR CHEMICAL PROCESSES OR APPARATUS IN GENERAL
- B01J—CHEMICAL OR PHYSICAL PROCESSES, e.g. CATALYSIS OR COLLOID CHEMISTRY; THEIR RELEVANT APPARATUS
- B01J27/00—Catalysts comprising the elements or compounds of halogens, sulfur, selenium, tellurium, phosphorus or nitrogen; Catalysts comprising carbon compounds
- B01J27/06—Halogens; Compounds thereof
- B01J27/08—Halides
- B01J27/10—Chlorides
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C17/00—Preparation of halogenated hydrocarbons
- C07C17/013—Preparation of halogenated hydrocarbons by addition of halogens
- C07C17/04—Preparation of halogenated hydrocarbons by addition of halogens to unsaturated halogenated hydrocarbons
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C17/00—Preparation of halogenated hydrocarbons
- C07C17/093—Preparation of halogenated hydrocarbons by replacement by halogens
- C07C17/20—Preparation of halogenated hydrocarbons by replacement by halogens of halogen atoms by other halogen atoms
- C07C17/202—Preparation of halogenated hydrocarbons by replacement by halogens of halogen atoms by other halogen atoms two or more compounds being involved in the reaction
- C07C17/206—Preparation of halogenated hydrocarbons by replacement by halogens of halogen atoms by other halogen atoms two or more compounds being involved in the reaction the other compound being HX
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C17/00—Preparation of halogenated hydrocarbons
- C07C17/25—Preparation of halogenated hydrocarbons by splitting-off hydrogen halides from halogenated hydrocarbons
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C19/00—Acyclic saturated compounds containing halogen atoms
- C07C19/08—Acyclic saturated compounds containing halogen atoms containing fluorine
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C21/00—Acyclic unsaturated compounds containing halogen atoms
- C07C21/02—Acyclic unsaturated compounds containing halogen atoms containing carbon-to-carbon double bonds
- C07C21/18—Acyclic unsaturated compounds containing halogen atoms containing carbon-to-carbon double bonds containing fluorine
-
- B—PERFORMING OPERATIONS; TRANSPORTING
- B01—PHYSICAL OR CHEMICAL PROCESSES OR APPARATUS IN GENERAL
- B01J—CHEMICAL OR PHYSICAL PROCESSES, e.g. CATALYSIS OR COLLOID CHEMISTRY; THEIR RELEVANT APPARATUS
- B01J21/00—Catalysts comprising the elements, oxides, or hydroxides of magnesium, boron, aluminium, carbon, silicon, titanium, zirconium, or hafnium
- B01J21/18—Carbon
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Engineering & Computer Science (AREA)
- Materials Engineering (AREA)
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
- Low-Molecular Organic Synthesis Reactions Using Catalysts (AREA)
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| US10/626,997 US7592494B2 (en) | 2003-07-25 | 2003-07-25 | Process for the manufacture of 1,3,3,3-tetrafluoropropene |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| TW200523230A true TW200523230A (en) | 2005-07-16 |
Family
ID=34080531
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| TW093122293A TW200523230A (en) | 2003-07-25 | 2004-07-26 | Process for the manufacture of 1,3,3,3-tetrafluoropropene |
Country Status (7)
| Country | Link |
|---|---|
| US (1) | US7592494B2 (https=) |
| EP (1) | EP1658252B1 (https=) |
| JP (2) | JP2007500127A (https=) |
| CN (1) | CN1852880B (https=) |
| ES (1) | ES2377500T3 (https=) |
| TW (1) | TW200523230A (https=) |
| WO (1) | WO2005012212A2 (https=) |
Families Citing this family (103)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US20030148024A1 (en) | 2001-10-05 | 2003-08-07 | Kodas Toivo T. | Low viscosity precursor compositons and methods for the depositon of conductive electronic features |
| US7485598B2 (en) | 2006-06-21 | 2009-02-03 | Arkema Inc. | High pressure catalyst activation method and catalyst produced thereby |
| US20050096246A1 (en) * | 2003-11-04 | 2005-05-05 | Johnson Robert C. | Solvent compositions containing chlorofluoroolefins |
| US7230146B2 (en) * | 2003-10-27 | 2007-06-12 | Honeywell International Inc. | Process for producing fluoropropenes |
| US7279451B2 (en) * | 2002-10-25 | 2007-10-09 | Honeywell International Inc. | Compositions containing fluorine substituted olefins |
| US20040089839A1 (en) * | 2002-10-25 | 2004-05-13 | Honeywell International, Inc. | Fluorinated alkene refrigerant compositions |
| US8033120B2 (en) * | 2002-10-25 | 2011-10-11 | Honeywell International Inc. | Compositions and methods containing fluorine substituted olefins |
| US9255046B2 (en) * | 2003-07-25 | 2016-02-09 | Honeywell International Inc. | Manufacturing process for HFO-1234ze |
| US8530708B2 (en) * | 2003-07-25 | 2013-09-10 | Honeywell International Inc. | Processes for selective dehydrohalogenation of halogenated alkanes |
| US7880040B2 (en) * | 2004-04-29 | 2011-02-01 | Honeywell International Inc. | Method for producing fluorinated organic compounds |
| US7563936B2 (en) * | 2006-10-27 | 2009-07-21 | Honeywell International Inc | Processes for geometric isomerization of halogenated olefins |
| US9499729B2 (en) * | 2006-06-26 | 2016-11-22 | Honeywell International Inc. | Compositions and methods containing fluorine substituted olefins |
| US9308199B2 (en) * | 2004-04-29 | 2016-04-12 | Honeywell International Inc. | Medicament formulations |
| US7655610B2 (en) * | 2004-04-29 | 2010-02-02 | Honeywell International Inc. | Blowing agent compositions comprising fluorinated olefins and carbon dioxide |
| US7951982B2 (en) * | 2004-04-29 | 2011-05-31 | Honeywell International Inc. | Method for producing fluorinated organic compounds |
| CA2564991C (en) * | 2004-04-29 | 2013-03-19 | Honeywell International Inc. | Processes for synthesis of 1,3,3,3-tetrafluoropropene and 2,3,3,3-tetrafluoropropene |
| KR20070011554A (ko) * | 2004-04-29 | 2007-01-24 | 허니웰 인터내셔널 인코포레이티드 | 1,3,3,3-테트라플루오로프로펜의 합성 방법 |
| US9102579B2 (en) * | 2004-04-29 | 2015-08-11 | Honeywell International Inc. | Method for producing fluorinated organic compounds |
| US7659434B2 (en) * | 2004-04-29 | 2010-02-09 | Honeywell International Inc. | Method for producing fluorinated organic compounds |
| US8383867B2 (en) * | 2004-04-29 | 2013-02-26 | Honeywell International Inc. | Method for producing fluorinated organic compounds |
| US7674939B2 (en) * | 2004-04-29 | 2010-03-09 | Honeywell International Inc. | Method for producing fluorinated organic compounds |
| US9024092B2 (en) * | 2006-01-03 | 2015-05-05 | Honeywell International Inc. | Method for producing fluorinated organic compounds |
| US8084653B2 (en) | 2004-04-29 | 2011-12-27 | Honeywell International, Inc. | Method for producing fluorinated organic compounds |
| EP1647549A1 (en) * | 2004-10-14 | 2006-04-19 | Laboratoire Theramex | Indazoles, benzisoxazoles and benzisothiazoles as estrogenic agents |
| CN109971428B (zh) * | 2005-03-04 | 2021-08-10 | 科慕埃弗西有限公司 | 包含氟代烯烃的组合物 |
| TW201742908A (zh) * | 2005-06-24 | 2017-12-16 | 哈尼威爾國際公司 | 含有經氟取代之烯烴之組合物 |
| US8574451B2 (en) * | 2005-06-24 | 2013-11-05 | Honeywell International Inc. | Trans-chloro-3,3,3-trifluoropropene for use in chiller applications |
| TW201336906A (zh) * | 2005-06-24 | 2013-09-16 | Honeywell Int Inc | 含有經氟取代之烯烴之發泡劑及組合物，及發泡方法 |
| US7423188B2 (en) | 2005-11-01 | 2008-09-09 | E. I. Du Pont De Nemours And Company | Azeotrope compositions comprising E-1,3,3,3-tetrafluoropropene and hydrogen fluoride and uses thereof |
| EP1943202B1 (en) * | 2005-11-03 | 2014-12-17 | Honeywell International Inc. | Method for producing fluorinated organic compounds |
| JP5270361B2 (ja) * | 2005-11-03 | 2013-08-21 | ハネウェル・インターナショナル・インコーポレーテッド | フッ素化有機化合物の製造方法 |
| JP5143011B2 (ja) * | 2005-11-03 | 2013-02-13 | ハネウェル・インターナショナル・インコーポレーテッド | フッ素化有機化合物の製造方法 |
| SI3336074T1 (sl) | 2006-01-03 | 2025-09-30 | Honeywell International Inc. | Postopek za proizvodnjo fluoriranih organskih spojin |
| US8664455B2 (en) | 2008-08-08 | 2014-03-04 | Honeywell International Inc. | Process to manufacture 2-chloro-1,1,1,2-tetrafluoropropane (HCFC-244bb) |
| CN103193584B (zh) * | 2006-01-03 | 2015-07-01 | 霍尼韦尔国际公司 | 制备氟化有机化合物的方法 |
| US8952208B2 (en) * | 2006-01-03 | 2015-02-10 | Honeywell International Inc. | Method for prolonging a catalyst's life during hydrofluorination |
| EP1996668A2 (en) * | 2006-03-21 | 2008-12-03 | Honeywell International Inc. | Foaming agents and compositions containing fluorine substituted olefins and ethers, and methods of foaming |
| CN101466656B (zh) * | 2006-06-13 | 2013-07-03 | 中央硝子株式会社 | 用于生产1，3，3，3-四氟丙烯的方法 |
| WO2008002500A1 (en) * | 2006-06-27 | 2008-01-03 | E. I. Du Pont De Nemours And Company | Tetrafluoropropene production processes |
| US8377327B2 (en) * | 2006-06-27 | 2013-02-19 | E I Du Pont De Nemours And Company | Tetrafluoropropene production processes |
| US8067650B2 (en) * | 2006-08-24 | 2011-11-29 | Honeywell International Inc. | Process for the production of HFO trans-1234ze from HFC-245fa |
| ES2802124T3 (es) * | 2006-08-24 | 2021-01-15 | Honeywell Int Inc | Proceso integrado de fabricación de HFC trans-1234ze |
| US7485760B2 (en) * | 2006-08-24 | 2009-02-03 | Honeywell International Inc. | Integrated HFC trans-1234ze manufacture process |
| KR101397113B1 (ko) | 2006-10-03 | 2014-05-19 | 멕시켐 아만코 홀딩 에스.에이. 데 씨.브이. | 탄소수 3-6의 (하이드로)플루오로알켄의 생성을 위한 탈수소할로겐화 방법 |
| GB0806422D0 (en) | 2008-04-09 | 2008-05-14 | Ineos Fluor Holdings Ltd | Process |
| CN101528645B (zh) | 2006-10-31 | 2013-10-30 | 纳幕尔杜邦公司 | 氟丙烷、卤代丙烯以及2-氯-3,3,3-三氟-1-丙烯与hf的共沸组合物和1,1,1,2,2-五氟丙烷与hf的共沸组合物的制备方法 |
| GB0625214D0 (en) | 2006-12-19 | 2007-01-24 | Ineos Fluor Holdings Ltd | Process |
| EP2145150B8 (en) * | 2007-05-11 | 2016-08-10 | The Chemours Company FC, LLC | Method for exchanging heat in a vapor compression heat transfer system and a vapor compression heat transfer system comprising an intermediate heat exchanger with a dual-row evaporator or condenser |
| WO2008121776A1 (en) * | 2007-03-29 | 2008-10-09 | Arkema Inc. | Hydrofluoropropene blowing agents for thermoplastics |
| GB0706978D0 (en) | 2007-04-11 | 2007-05-16 | Ineos Fluor Holdings Ltd | Process |
| US9040759B2 (en) * | 2007-07-06 | 2015-05-26 | Honeywell International Inc. | Preparation of fluorinated olefins via catalytic dehydrohalogenation of halogenated hydrocarbons |
| US8119557B2 (en) * | 2007-12-10 | 2012-02-21 | Honeywell International Inc. | Method for making catalyst compositions of alkali metal halide-doped bivalent metal fluorides and process for making fluorinated olefins |
| US9035111B2 (en) | 2007-08-22 | 2015-05-19 | Honeywell International Inc. | Method for producing fluorinated organic compounds |
| JP2010531925A (ja) * | 2007-09-13 | 2010-09-30 | アーケマ・インコーポレイテッド | ヒドロフルオロオレフィンのｚ立体異性体とｅ立体異性体との組合せを含有する組成物 |
| US8710282B2 (en) * | 2008-03-14 | 2014-04-29 | Honeywell International Inc. | Integrated process for the manufacture of fluorinated olefins |
| US8071826B2 (en) * | 2008-04-04 | 2011-12-06 | Honeywell International Inc. | Process for the preparation of 2,3,3,3-tetrafluoropropene (HFO-1234yf) |
| GB0806389D0 (en) | 2008-04-09 | 2008-05-14 | Ineos Fluor Holdings Ltd | Process |
| GB0806419D0 (en) | 2008-04-09 | 2008-05-14 | Ineos Fluor Holdings Ltd | Process |
| GB0808836D0 (en) | 2008-05-15 | 2008-06-18 | Ineos Fluor Ltd | Process |
| JP5277813B2 (ja) * | 2008-09-11 | 2013-08-28 | セントラル硝子株式会社 | フッ素化プロペンの製造方法 |
| CA2736437A1 (en) * | 2008-10-27 | 2010-06-03 | E.I. Du Pont De Nemours And Company | Conversion of hydrofluorochloropropanes to fluoropropenes |
| JP5477011B2 (ja) * | 2009-02-03 | 2014-04-23 | セントラル硝子株式会社 | （ｚ）−１−クロロ−３，３，３−トリフルオロプロペンの精製方法 |
| GB0906191D0 (en) | 2009-04-09 | 2009-05-20 | Ineos Fluor Holdings Ltd | Process |
| FI3812360T3 (fi) | 2009-09-09 | 2024-01-16 | Honeywell Int Inc | Monoklooritrifluoripropeeniyhdisteitä ja -koostumuksia ja niitä käyttäviä menetelmiä |
| US7829748B1 (en) * | 2009-09-21 | 2010-11-09 | Honeywell International Inc. | Process for the manufacture of 1,3,3,3-tetrafluoropropene |
| US8426656B2 (en) * | 2010-04-05 | 2013-04-23 | Honeywell International Inc. | Integrated process to co-produce trans-1-chloro-3,3,3-trifluoropropene and trans-1,3,3,3-tetrafluoropropene |
| US20110269860A1 (en) | 2010-04-28 | 2011-11-03 | E.I. Du Pont De Nemours And Company | Foam expansion agent compositions containing hydrohaloolefin butene and water and their uses in the preparation of polyurethane and polyisocyanurate polymer foams |
| US8927791B2 (en) * | 2010-04-29 | 2015-01-06 | Honeywell International Inc. | Method for producing tetrafluoropropenes |
| US9334207B2 (en) | 2010-09-03 | 2016-05-10 | Honeywell International Inc. | Integrated process to coproduce trans-1-chloro-3,3,3-trifluoropropene, trans-1,3,3,3-tetrafluoropropene, and 1,1,1,3,3-pentafluoropropane |
| CN101913985B (zh) * | 2010-09-07 | 2013-03-13 | 西安近代化学研究所 | 气相氟化制备1，3，3，3-四氟丙烯的方法 |
| US8648221B2 (en) * | 2011-01-19 | 2014-02-11 | Honeywell International Inc. | Integrated process to co-produce trans-1-chloro-3,3,3-trifluoropropene, trans-1,3,3,3-tetrafluoropropene, and 1,1,1,3,3-pentafluoropropane |
| CN102211974B (zh) * | 2011-04-08 | 2013-06-05 | 北京宇极科技发展有限公司 | 一种1，3，3，3-四氟丙烯的制备方法 |
| US8436217B2 (en) * | 2011-04-25 | 2013-05-07 | Honeywell International Inc. | Integrated process to co-produce 1,1,1,3,3-pentafluoropropane, trans-1-chloro-3,3,3-trifluoropropene and trans-1,3,3,3-tetrafluoropropene |
| US9000240B2 (en) | 2011-05-19 | 2015-04-07 | Honeywell International Inc. | Integrated process for the production of 1-chloro-3,3,3-trifluoropropene |
| US9334208B2 (en) * | 2011-12-14 | 2016-05-10 | Arkema France | Process for the preparation of 2,3,3,3 tetrafluoropropene |
| US8889924B2 (en) * | 2012-02-14 | 2014-11-18 | Honeywell International Inc. | Process for the production of 1,3,3,3-tetrafluoropropene |
| US8829254B2 (en) * | 2012-02-14 | 2014-09-09 | Honeywell International Inc. | Process for making 1,3,3,3-tetrafluoropropene |
| US8664456B2 (en) * | 2012-03-28 | 2014-03-04 | Honeywell International Inc. | Integrated process for the co-production of trans-1-chloro-3,3,3-trifluoropropene, trans-1,3,3,3-tetrafluoropropene, and 1,1,1,3,3-pentafluoropropane |
| US9938212B2 (en) * | 2012-03-28 | 2018-04-10 | Honeywell International Inc. | Integrated process to coproduce trans-1-chloro-3,3,3-trifluoropropene, trans-1,3,3,3-tetrafluoropropene, and 1,1,1,3,3-pentafluoropropane |
| GB201207666D0 (en) * | 2012-05-02 | 2012-06-13 | Mexichem Amanco Holding Sa | Process |
| KR101265809B1 (ko) | 2012-11-14 | 2013-05-20 | (주)후성 | 1,1,1,2,3-펜타플루오로프로판의 고수율 연속 제조 방법 및 제조 장치 |
| CN103880590B (zh) | 2012-12-19 | 2016-10-05 | 中化蓝天集团有限公司 | 一种制备1,3,3,3-四氟丙烯的工艺 |
| CN103880589B (zh) | 2012-12-19 | 2015-07-29 | 中化蓝天集团有限公司 | 一种联产制备HFO-1234ze和HFC-245fa的工艺 |
| US8889930B2 (en) * | 2013-01-22 | 2014-11-18 | Axiall Ohio, Inc. | Process for producing chlorinated hydrocarbons |
| US9289758B2 (en) | 2013-01-22 | 2016-03-22 | Axiall Ohio, Inc. | Processes for producing chlorinated hydrocarbons and methods for recovering polyvalent antimony catalysts therefrom |
| US9180433B2 (en) | 2013-03-14 | 2015-11-10 | Honeywell International, Inc. | Catalysts for 2-chloro-1,1,1,2-tetrafluoropropane dehydrochlorination |
| CN103537305B (zh) * | 2013-10-14 | 2015-05-13 | 浙江师范大学 | 用于HFC-245fa裂解联产HFC-1234ze和HFC-1234yf的催化剂及其制备方法 |
| WO2015115548A1 (ja) * | 2014-01-30 | 2015-08-06 | 旭硝子株式会社 | トリフルオロエチレンの製造方法 |
| CN109438174A (zh) * | 2014-01-30 | 2019-03-08 | Ａｇｃ株式会社 | 三氟乙烯的制造方法 |
| WO2016025288A1 (en) | 2014-08-14 | 2016-02-18 | The Chemours Company Fc, Llc | Process for the production of e-1,3,3,3-tetrafluoropropene (hfc-1234ze) by dehydrofluorinatiokl |
| CN105753641B (zh) * | 2014-12-13 | 2018-08-31 | 西安近代化学研究所 | 1,3,3,3-四氟丙烯的制备方法 |
| GB2535512A (en) * | 2015-02-19 | 2016-08-24 | Mexichem Fluor Sa De Cv | Process |
| EP3347334A4 (en) * | 2015-09-11 | 2019-05-01 | The Chemours Company FC, LLC | DEHYDROHALOGENICATION OF FLUOROCHOLE HYDROGEN |
| GB201615197D0 (en) | 2016-09-07 | 2016-10-19 | Mexichem Fluor Sa De Cv | Catalyst and process using the catalyst |
| GB201615209D0 (en) | 2016-09-07 | 2016-10-19 | Mexichem Fluor Sa De Cv | Catalyst and process using the catalyst |
| GB201701099D0 (en) | 2017-01-23 | 2017-03-08 | Mexichem Fluor Sa De Cv | Process |
| CN106946647B (zh) * | 2017-02-08 | 2019-10-11 | 陕西延长石油矿业有限责任公司 | 一种混合料常温异构化制备反式-1,3,3,3-四氟丙烯的方法 |
| FR3066927B1 (fr) * | 2017-06-06 | 2019-06-21 | Arkema France | Procede de modification de la distribution en fluor dans un compose hydrocarbure. |
| CN107721809B (zh) | 2017-10-19 | 2020-06-19 | 浙江衢化氟化学有限公司 | 一种2,3,3,3-四氟丙烯和反式-1,3,3,3-四氟丙烯的联产方法 |
| GB2580623A (en) | 2019-01-17 | 2020-07-29 | Mexichem Fluor Sa De Cv | Method |
| CN113527046B (zh) * | 2020-04-22 | 2024-07-23 | 中化近代环保化工(西安)有限公司 | HFO-1234ze的制备方法 |
| CN116143583B (zh) * | 2023-04-19 | 2023-07-07 | 山东澳帆新材料有限公司 | 一种2,3,3,3-四氟丙烯和1,3,3,3-四氟丙烯的联产制备方法 |
| CN120923310A (zh) * | 2025-10-13 | 2025-11-11 | 山东新龙科技股份有限公司 | 一种四氯乙烷裂解联产三氯乙烯和四氯乙烯的多段控制方法 |
Family Cites Families (15)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| JP3821514B2 (ja) | 1996-06-20 | 2006-09-13 | セントラル硝子株式会社 | １，３，３，３−テトラフルオロプロペンの製造法 |
| JP3465865B2 (ja) | 1996-06-20 | 2003-11-10 | セントラル硝子株式会社 | １，３，３，３−テトラフルオロプロペンの製造法 |
| US6111150A (en) * | 1996-06-20 | 2000-08-29 | Central Glass Company, Limited | Method for producing 1,1,1,3,3,-pentafluoropropane |
| US5710352A (en) | 1996-09-19 | 1998-01-20 | Alliedsignal Inc. | Vapor phase process for making 1,1,1,3,3-pentafluoropropane and 1-chloro-3,3,3-trifluoropropene |
| US5986151A (en) | 1997-02-05 | 1999-11-16 | Alliedsignal Inc. | Fluorinated propenes from pentafluoropropane |
| JP3886229B2 (ja) * | 1997-11-11 | 2007-02-28 | セントラル硝子株式会社 | １，３，３，３−テトラフルオロプロペンの製造法 |
| US5895825A (en) * | 1997-12-01 | 1999-04-20 | Elf Atochem North America, Inc. | Preparation of 1,1,1,3,3-pentafluoropropane |
| JP3154702B2 (ja) * | 1998-02-26 | 2001-04-09 | セントラル硝子株式会社 | １，１，１，３，３−ペンタフルオロプロパンの製造方法 |
| EP0939071B1 (en) | 1998-02-26 | 2003-07-30 | Central Glass Company, Limited | Method for producing fluorinated propane |
| JP3518321B2 (ja) * | 1998-03-23 | 2004-04-12 | ダイキン工業株式会社 | １，１，１，３，３−ペンタフルオロプロパンの製造方法 |
| US6124510A (en) * | 1998-07-21 | 2000-09-26 | Elf Atochem North America, Inc. | 1234ze preparation |
| US6528691B1 (en) * | 1999-05-14 | 2003-03-04 | Atofina Chemicals, Inc. | Preparation of 245fa |
| JP3880300B2 (ja) * | 2000-09-29 | 2007-02-14 | セントラル硝子株式会社 | １，１，１，３，３−ペンタフルオロプロパンの製造方法 |
| US6471573B1 (en) * | 2001-02-28 | 2002-10-29 | Dana Corporation | Adapter for supplying lubricating fluid to a workpiece-engaging tool |
| US6548719B1 (en) * | 2001-09-25 | 2003-04-15 | Honeywell International | Process for producing fluoroolefins |
-
2003
- 2003-07-25 US US10/626,997 patent/US7592494B2/en not_active Expired - Lifetime
-
2004
- 2004-07-21 JP JP2006521162A patent/JP2007500127A/ja not_active Withdrawn
- 2004-07-21 ES ES04778595T patent/ES2377500T3/es not_active Expired - Lifetime
- 2004-07-21 EP EP20040778595 patent/EP1658252B1/en not_active Revoked
- 2004-07-21 WO PCT/US2004/023160 patent/WO2005012212A2/en not_active Ceased
- 2004-07-21 CN CN2004800270965A patent/CN1852880B/zh not_active Expired - Lifetime
- 2004-07-26 TW TW093122293A patent/TW200523230A/zh unknown
-
2011
- 2011-05-31 JP JP2011121401A patent/JP5491451B2/ja not_active Expired - Lifetime
Also Published As
| Publication number | Publication date |
|---|---|
| JP5491451B2 (ja) | 2014-05-14 |
| EP1658252A2 (en) | 2006-05-24 |
| WO2005012212A2 (en) | 2005-02-10 |
| WO2005012212A3 (en) | 2005-03-31 |
| US20050020862A1 (en) | 2005-01-27 |
| US7592494B2 (en) | 2009-09-22 |
| JP2007500127A (ja) | 2007-01-11 |
| ES2377500T3 (es) | 2012-03-28 |
| CN1852880B (zh) | 2011-06-15 |
| CN1852880A (zh) | 2006-10-25 |
| EP1658252B1 (en) | 2012-01-04 |
| JP2011190272A (ja) | 2011-09-29 |
Similar Documents
| Publication | Publication Date | Title |
|---|---|---|
| TW200523230A (en) | Process for the manufacture of 1,3,3,3-tetrafluoropropene | |
| US7829748B1 (en) | Process for the manufacture of 1,3,3,3-tetrafluoropropene | |
| JP6223350B2 (ja) | ヒドロフルオロオレフィンを製造するための方法 | |
| JP5491392B2 (ja) | フッ素化された有機化合物を生成するための方法 | |
| KR101388042B1 (ko) | 통합된 ＨＦＣ 트랜스-1234ｚｅ 제조 공정 | |
| CA2598386C (en) | Process for the production of hfo trans-1234ze from hfc-245fa | |
| CN102858725B (zh) | 制造四氟烯烃的方法 | |
| JP2016222697A (ja) | ２，３，３，３−テトラフルオロプロペンの製造法 | |
| JP2007508376A (ja) | １，１，１，３，３−ペンタフルオロプロパンおよび１，１，１，２，３−ペンタフルオロプロパンの調製法 | |
| JP2010536881A (ja) | フッ素化されたオレフィンを生成するための方法 | |
| CN102918010A (zh) | 联合生产反式-1-氯-3,3,3-三氟丙烯和反式-l,3,3,3-四氟丙烯的综合方法 | |
| JP2010531897A (ja) | ヒドロフルオロオレフィンを製造する２段階法 | |
| JP6463329B2 (ja) | ２−クロロ−１，１，１，２−テトラフルオロプロパン（ＨＣＦＣ−２４４ｂｂ）の製造方法 | |
| JP2007508377A (ja) | １，１，１，３，３−ペンタフルオロプロパンおよび１，１，１，３，３，３−ヘキサフルオロプロパンの調製法 | |
| JP2016517345A (ja) | ２−クロロ−１，１，１，２−テトラフルオロプロパンを脱塩化水素化するための触媒 | |
| WO2005030685A2 (en) | Method of making 1,1,3,3,3-pentafluoropropene | |
| HK1099274B (en) | Process for the preparation of 1,1,1,3,3-pentafluoropropane and 1,1,1,2,3-pentafluoropropane | |
| HK1099273A1 (zh) | 制备1，1，1，3，3，3-六氟丙烷以及1，1，1，2，3，3-六氟丙烷和1，1，1，2，3，3，3-七氟丙烷中至少之一的方法 | |
| HK1099273B (en) | Process for the preparation of 1,1,1,3,3,3-hexafluoropropane and at least one of 1,1,1,2,3,3-hexafluoropropane and 1,1,1,2,3,3,3-heptafluoropropane |