KR19990066942A - 1,1,1,3,3-펜타플루오로프로판의 제조방법 - Google Patents
1,1,1,3,3-펜타플루오로프로판의 제조방법 Download PDFInfo
- Publication number
- KR19990066942A KR19990066942A KR1019980702865A KR19980702865A KR19990066942A KR 19990066942 A KR19990066942 A KR 19990066942A KR 1019980702865 A KR1019980702865 A KR 1019980702865A KR 19980702865 A KR19980702865 A KR 19980702865A KR 19990066942 A KR19990066942 A KR 19990066942A
- Authority
- KR
- South Korea
- Prior art keywords
- catalyst
- pentachloropropane
- process according
- telomerization
- chloride
- 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.)
- Ceased
Links
- MSSNHSVIGIHOJA-UHFFFAOYSA-N pentafluoropropane Chemical compound FC(F)CC(F)(F)F MSSNHSVIGIHOJA-UHFFFAOYSA-N 0.000 title claims abstract description 16
- 238000000034 method Methods 0.000 title claims description 40
- 239000003054 catalyst Substances 0.000 claims abstract description 43
- VVWFZKBKXPXGBH-UHFFFAOYSA-N 1,1,1,3,3-pentachloropropane Chemical compound ClC(Cl)CC(Cl)(Cl)Cl VVWFZKBKXPXGBH-UHFFFAOYSA-N 0.000 claims abstract description 31
- BZHJMEDXRYGGRV-UHFFFAOYSA-N Vinyl chloride Chemical compound ClC=C BZHJMEDXRYGGRV-UHFFFAOYSA-N 0.000 claims abstract description 21
- 229950005499 carbon tetrachloride Drugs 0.000 claims abstract description 15
- VZGDMQKNWNREIO-UHFFFAOYSA-N tetrachloromethane Chemical compound ClC(Cl)(Cl)Cl VZGDMQKNWNREIO-UHFFFAOYSA-N 0.000 claims abstract description 15
- KRHYYFGTRYWZRS-UHFFFAOYSA-N Fluorane Chemical compound F KRHYYFGTRYWZRS-UHFFFAOYSA-N 0.000 claims abstract description 14
- 229910000040 hydrogen fluoride Inorganic materials 0.000 claims abstract description 14
- 150000002825 nitriles Chemical class 0.000 claims abstract description 7
- WEVYAHXRMPXWCK-UHFFFAOYSA-N Acetonitrile Chemical group CC#N WEVYAHXRMPXWCK-UHFFFAOYSA-N 0.000 claims description 18
- 229910052751 metal Inorganic materials 0.000 claims description 13
- 239000002184 metal Substances 0.000 claims description 13
- 238000006243 chemical reaction Methods 0.000 claims description 10
- 150000002739 metals Chemical class 0.000 claims description 10
- 230000000737 periodic effect Effects 0.000 claims description 7
- ORTQZVOHEJQUHG-UHFFFAOYSA-L copper(II) chloride Chemical group Cl[Cu]Cl ORTQZVOHEJQUHG-UHFFFAOYSA-L 0.000 claims description 6
- 239000000203 mixture Substances 0.000 claims description 6
- 239000002904 solvent Substances 0.000 claims description 6
- VEXZGXHMUGYJMC-UHFFFAOYSA-M Chloride anion Chemical compound [Cl-] VEXZGXHMUGYJMC-UHFFFAOYSA-M 0.000 claims description 5
- 150000001805 chlorine compounds Chemical group 0.000 claims description 5
- 238000004519 manufacturing process Methods 0.000 claims description 5
- XEEYBQQBJWHFJM-UHFFFAOYSA-N Iron Chemical group [Fe] XEEYBQQBJWHFJM-UHFFFAOYSA-N 0.000 claims description 4
- ATJFFYVFTNAWJD-UHFFFAOYSA-N Tin Chemical group [Sn] ATJFFYVFTNAWJD-UHFFFAOYSA-N 0.000 claims description 4
- 229910052787 antimony Inorganic materials 0.000 claims description 4
- WATWJIUSRGPENY-UHFFFAOYSA-N antimony atom Chemical compound [Sb] WATWJIUSRGPENY-UHFFFAOYSA-N 0.000 claims description 4
- 150000001875 compounds Chemical class 0.000 claims description 4
- OMRRUNXAWXNVFW-UHFFFAOYSA-N fluoridochlorine Chemical class ClF OMRRUNXAWXNVFW-UHFFFAOYSA-N 0.000 claims description 4
- 229910052718 tin Inorganic materials 0.000 claims description 4
- 239000005749 Copper compound Substances 0.000 claims description 3
- 150000001880 copper compounds Chemical class 0.000 claims description 3
- 150000002222 fluorine compounds Chemical class 0.000 claims description 3
- 230000003373 anti-fouling effect Effects 0.000 claims description 2
- 229910052742 iron Inorganic materials 0.000 claims description 2
- FVSKHRXBFJPNKK-UHFFFAOYSA-N propionitrile Chemical compound CCC#N FVSKHRXBFJPNKK-UHFFFAOYSA-N 0.000 claims description 2
- FAPDDOBMIUGHIN-UHFFFAOYSA-K antimony trichloride Chemical class Cl[Sb](Cl)Cl FAPDDOBMIUGHIN-UHFFFAOYSA-K 0.000 claims 1
- 239000011541 reaction mixture Substances 0.000 description 7
- 239000007791 liquid phase Substances 0.000 description 5
- 238000002360 preparation method Methods 0.000 description 5
- ATUOYWHBWRKTHZ-UHFFFAOYSA-N Propane Chemical compound CCC ATUOYWHBWRKTHZ-UHFFFAOYSA-N 0.000 description 4
- 150000001462 antimony Chemical class 0.000 description 4
- 238000003682 fluorination reaction Methods 0.000 description 4
- 239000000376 reactant Substances 0.000 description 4
- 229910021591 Copper(I) chloride Inorganic materials 0.000 description 3
- LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 description 3
- OKKJLVBELUTLKV-UHFFFAOYSA-N Methanol Chemical compound OC OKKJLVBELUTLKV-UHFFFAOYSA-N 0.000 description 3
- OXBLHERUFWYNTN-UHFFFAOYSA-M copper(I) chloride Chemical compound [Cu]Cl OXBLHERUFWYNTN-UHFFFAOYSA-M 0.000 description 3
- 239000007788 liquid Substances 0.000 description 3
- 239000000463 material Substances 0.000 description 3
- 150000003839 salts Chemical class 0.000 description 3
- XAHBEACGJQDUPF-UHFFFAOYSA-N 1,2-dichloro-1,1,3,3,3-pentafluoropropane Chemical compound FC(F)(F)C(Cl)C(F)(F)Cl XAHBEACGJQDUPF-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
- HZAXFHJVJLSVMW-UHFFFAOYSA-N 2-Aminoethan-1-ol Chemical compound NCCO HZAXFHJVJLSVMW-UHFFFAOYSA-N 0.000 description 2
- VEXZGXHMUGYJMC-UHFFFAOYSA-N Hydrochloric acid Chemical compound Cl VEXZGXHMUGYJMC-UHFFFAOYSA-N 0.000 description 2
- UFHFLCQGNIYNRP-UHFFFAOYSA-N Hydrogen Chemical compound [H][H] UFHFLCQGNIYNRP-UHFFFAOYSA-N 0.000 description 2
- KFZMGEQAYNKOFK-UHFFFAOYSA-N Isopropanol Chemical compound CC(C)O KFZMGEQAYNKOFK-UHFFFAOYSA-N 0.000 description 2
- JUJWROOIHBZHMG-UHFFFAOYSA-N Pyridine Chemical compound C1=CC=NC=C1 JUJWROOIHBZHMG-UHFFFAOYSA-N 0.000 description 2
- DKGAVHZHDRPRBM-UHFFFAOYSA-N Tert-Butanol Chemical compound CC(C)(C)O DKGAVHZHDRPRBM-UHFFFAOYSA-N 0.000 description 2
- 150000001412 amines Chemical class 0.000 description 2
- WGQKYBSKWIADBV-UHFFFAOYSA-N benzylamine Chemical compound NCC1=CC=CC=C1 WGQKYBSKWIADBV-UHFFFAOYSA-N 0.000 description 2
- 229940045803 cuprous chloride Drugs 0.000 description 2
- PXBRQCKWGAHEHS-UHFFFAOYSA-N dichlorodifluoromethane Chemical compound FC(F)(Cl)Cl PXBRQCKWGAHEHS-UHFFFAOYSA-N 0.000 description 2
- 235000019404 dichlorodifluoromethane Nutrition 0.000 description 2
- 239000001257 hydrogen Substances 0.000 description 2
- 229910052739 hydrogen Inorganic materials 0.000 description 2
- IXCSERBJSXMMFS-UHFFFAOYSA-N hydrogen chloride Substances Cl.Cl IXCSERBJSXMMFS-UHFFFAOYSA-N 0.000 description 2
- 229910000041 hydrogen chloride Inorganic materials 0.000 description 2
- 239000001294 propane Substances 0.000 description 2
- WGYKZJWCGVVSQN-UHFFFAOYSA-N propylamine Chemical compound CCCN WGYKZJWCGVVSQN-UHFFFAOYSA-N 0.000 description 2
- 239000000523 sample Substances 0.000 description 2
- 238000003756 stirring Methods 0.000 description 2
- BBEAZDGZMVABIC-UHFFFAOYSA-N 1,1,1,3,3,3-hexachloropropane Chemical compound ClC(Cl)(Cl)CC(Cl)(Cl)Cl BBEAZDGZMVABIC-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
- UHMWWIKRVZTBBR-UHFFFAOYSA-N 1-chloro-1,1,2,2,3-pentafluoropropane Chemical compound FCC(F)(F)C(F)(F)Cl UHMWWIKRVZTBBR-UHFFFAOYSA-N 0.000 description 1
- LLJWABOOFANACB-UHFFFAOYSA-N 1-chloro-1,1,3,3,3-pentafluoropropane Chemical compound FC(F)(F)CC(F)(F)Cl LLJWABOOFANACB-UHFFFAOYSA-N 0.000 description 1
- OPLWDQVQIWKMSG-UHFFFAOYSA-N 1-chloro-1-fluoropropane Chemical compound CCC(F)Cl OPLWDQVQIWKMSG-UHFFFAOYSA-N 0.000 description 1
- JRHNUZCXXOTJCA-UHFFFAOYSA-N 1-fluoropropane Chemical compound CCCF JRHNUZCXXOTJCA-UHFFFAOYSA-N 0.000 description 1
- OEPOKWHJYJXUGD-UHFFFAOYSA-N 2-(3-phenylmethoxyphenyl)-1,3-thiazole-4-carbaldehyde Chemical compound O=CC1=CSC(C=2C=C(OCC=3C=CC=CC=3)C=CC=2)=N1 OEPOKWHJYJXUGD-UHFFFAOYSA-N 0.000 description 1
- 239000004604 Blowing Agent Substances 0.000 description 1
- ZOXJGFHDIHLPTG-UHFFFAOYSA-N Boron Chemical compound [B] ZOXJGFHDIHLPTG-UHFFFAOYSA-N 0.000 description 1
- 239000004338 Dichlorodifluoromethane Substances 0.000 description 1
- ZOKXTWBITQBERF-UHFFFAOYSA-N Molybdenum Chemical compound [Mo] ZOKXTWBITQBERF-UHFFFAOYSA-N 0.000 description 1
- CBENFWSGALASAD-UHFFFAOYSA-N Ozone Chemical compound [O-][O+]=O CBENFWSGALASAD-UHFFFAOYSA-N 0.000 description 1
- 239000004809 Teflon Substances 0.000 description 1
- 229920006362 Teflon® Polymers 0.000 description 1
- 229910021627 Tin(IV) chloride Inorganic materials 0.000 description 1
- RTAQQCXQSZGOHL-UHFFFAOYSA-N Titanium Chemical compound [Ti] RTAQQCXQSZGOHL-UHFFFAOYSA-N 0.000 description 1
- 150000001298 alcohols Chemical class 0.000 description 1
- 150000003973 alkyl amines Chemical class 0.000 description 1
- 150000004982 aromatic amines Chemical class 0.000 description 1
- 229910052796 boron Inorganic materials 0.000 description 1
- HQABUPZFAYXKJW-UHFFFAOYSA-N butan-1-amine Chemical compound CCCCN HQABUPZFAYXKJW-UHFFFAOYSA-N 0.000 description 1
- 238000006555 catalytic reaction Methods 0.000 description 1
- 125000001309 chloro group Chemical group Cl* 0.000 description 1
- 150000005827 chlorofluoro hydrocarbons Chemical class 0.000 description 1
- 238000001816 cooling Methods 0.000 description 1
- 229960003280 cupric chloride Drugs 0.000 description 1
- 230000007423 decrease Effects 0.000 description 1
- 230000001627 detrimental effect Effects 0.000 description 1
- 238000007599 discharging Methods 0.000 description 1
- 238000004821 distillation Methods 0.000 description 1
- 230000001747 exhibiting effect Effects 0.000 description 1
- NBVXSUQYWXRMNV-UHFFFAOYSA-N fluoromethane Chemical compound FC NBVXSUQYWXRMNV-UHFFFAOYSA-N 0.000 description 1
- ZZUFCTLCJUWOSV-UHFFFAOYSA-N furosemide Chemical compound C1=C(Cl)C(S(=O)(=O)N)=CC(C(O)=O)=C1NCC1=CC=CO1 ZZUFCTLCJUWOSV-UHFFFAOYSA-N 0.000 description 1
- 239000007789 gas Substances 0.000 description 1
- 150000004820 halides Chemical class 0.000 description 1
- 229910000856 hastalloy Inorganic materials 0.000 description 1
- 238000005984 hydrogenation reaction Methods 0.000 description 1
- 150000004679 hydroxides Chemical class 0.000 description 1
- 238000007654 immersion Methods 0.000 description 1
- 238000011065 in-situ storage Methods 0.000 description 1
- JJWLVOIRVHMVIS-UHFFFAOYSA-N isopropylamine Chemical compound CC(C)N JJWLVOIRVHMVIS-UHFFFAOYSA-N 0.000 description 1
- 229910001512 metal fluoride Inorganic materials 0.000 description 1
- 229910052750 molybdenum Inorganic materials 0.000 description 1
- 239000011733 molybdenum Substances 0.000 description 1
- UMJSCPRVCHMLSP-UHFFFAOYSA-N pyridine Natural products COC1=CC=CN=C1 UMJSCPRVCHMLSP-UHFFFAOYSA-N 0.000 description 1
- 239000002994 raw material Substances 0.000 description 1
- 230000035484 reaction time Effects 0.000 description 1
- 238000010992 reflux Methods 0.000 description 1
- 239000011347 resin Substances 0.000 description 1
- 229920005989 resin Polymers 0.000 description 1
- 229910001220 stainless steel Inorganic materials 0.000 description 1
- 239000010935 stainless steel Substances 0.000 description 1
- 229910052715 tantalum Inorganic materials 0.000 description 1
- GUVRBAGPIYLISA-UHFFFAOYSA-N tantalum atom Chemical compound [Ta] GUVRBAGPIYLISA-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
- 229910052719 titanium Inorganic materials 0.000 description 1
- 239000010936 titanium Substances 0.000 description 1
- 239000012808 vapor phase Substances 0.000 description 1
Classifications
-
- 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
-
- 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
- C07C17/26—Preparation of halogenated hydrocarbons by reactions involving an increase in the number of carbon atoms in the skeleton
- C07C17/272—Preparation of halogenated hydrocarbons by reactions involving an increase in the number of carbon atoms in the skeleton by addition reactions
- C07C17/278—Preparation of halogenated hydrocarbons by reactions involving an increase in the number of carbon atoms in the skeleton by addition reactions of only halogenated hydrocarbons
-
- Y—GENERAL TAGGING OF NEW TECHNOLOGICAL DEVELOPMENTS; GENERAL TAGGING OF CROSS-SECTIONAL TECHNOLOGIES SPANNING OVER SEVERAL SECTIONS OF THE IPC; TECHNICAL SUBJECTS COVERED BY FORMER USPC CROSS-REFERENCE ART COLLECTIONS [XRACs] AND DIGESTS
- Y02—TECHNOLOGIES OR APPLICATIONS FOR MITIGATION OR ADAPTATION AGAINST CLIMATE CHANGE
- Y02P—CLIMATE CHANGE MITIGATION TECHNOLOGIES IN THE PRODUCTION OR PROCESSING OF GOODS
- Y02P20/00—Technologies relating to chemical industry
- Y02P20/50—Improvements relating to the production of bulk chemicals
- Y02P20/582—Recycling of unreacted starting or intermediate materials
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
- Low-Molecular Organic Synthesis Reactions Using Catalysts (AREA)
Applications Claiming Priority (3)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| FR9512558A FR2740132B1 (fr) | 1995-10-23 | 1995-10-23 | Procede pour la preparation de 1,1,1,3,3-pentafluoropropane |
| FR95/12558 | 1995-10-23 | ||
| PCT/EP1996/004315 WO1997015540A1 (fr) | 1995-10-23 | 1996-10-04 | Procede pour la preparation de 1,1,1,3,3-pentafluoropropane |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| KR19990066942A true KR19990066942A (ko) | 1999-08-16 |
Family
ID=9483881
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| KR1019980702865A Ceased KR19990066942A (ko) | 1995-10-23 | 1996-10-04 | 1,1,1,3,3-펜타플루오로프로판의 제조방법 |
Country Status (28)
| Country | Link |
|---|---|
| US (3) | US6730817B1 (https=) |
| EP (1) | EP0858440B1 (https=) |
| JP (3) | JP2000513705A (https=) |
| KR (1) | KR19990066942A (https=) |
| CN (1) | CN1079787C (https=) |
| AR (1) | AR004079A1 (https=) |
| AT (1) | ATE211723T1 (https=) |
| AU (1) | AU722645B2 (https=) |
| BR (1) | BR9611223A (https=) |
| CA (1) | CA2232421C (https=) |
| CZ (1) | CZ291762B6 (https=) |
| DE (1) | DE69618476T2 (https=) |
| DK (1) | DK0858440T3 (https=) |
| EA (1) | EA001416B1 (https=) |
| ES (1) | ES2171228T3 (https=) |
| FR (1) | FR2740132B1 (https=) |
| HU (1) | HU222560B1 (https=) |
| IL (1) | IL124086A (https=) |
| MX (1) | MX9803175A (https=) |
| NO (1) | NO309716B1 (https=) |
| NZ (1) | NZ320161A (https=) |
| PL (1) | PL186534B1 (https=) |
| PT (1) | PT858440E (https=) |
| RO (1) | RO120193B1 (https=) |
| SK (1) | SK282636B6 (https=) |
| UA (1) | UA61895C2 (https=) |
| WO (1) | WO1997015540A1 (https=) |
| ZA (1) | ZA968481B (https=) |
Cited By (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| KR20160122745A (ko) * | 2014-02-19 | 2016-10-24 | 알케마 인코포레이티드 | 하이드로클로로플루오로올레핀의 제조 방법 |
Families Citing this family (28)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| FR2740132B1 (fr) * | 1995-10-23 | 1997-12-19 | Solvay | Procede pour la preparation de 1,1,1,3,3-pentafluoropropane |
| FR2748473B1 (fr) * | 1996-05-13 | 1998-07-24 | Atochem Elf Sa | Synthese du 1-chloro-3,3,3 trifluoropropene et sa fluoration en 1,1,1,3,3 pentafluoropropane |
| US6023004A (en) * | 1996-11-12 | 2000-02-08 | Alliedsignal, Inc. | Liquid phase catalytic fluorination of hydrochlorocarbon and hydrochlorofluorocarbon |
| DE69823189T2 (de) * | 1997-05-05 | 2005-04-21 | Solvay Sa Bruessel Bruxelles | Verfahren zur herstellung von haloginierten kohlenwasserstoffen |
| CA2288939A1 (fr) | 1997-05-05 | 1998-11-12 | Solvay (Societe Anonyme) | Procede de preparation de 1,1,1,3,3-pentachlorobutane |
| BE1011319A3 (fr) | 1997-05-05 | 1999-07-06 | Solvay | Procede de preparation d'hydrocarbures halogenes. |
| BE1011188A3 (fr) * | 1997-06-02 | 1999-06-01 | Solvay | Procede de preparation d'hydrocarbures halogenes. |
| BE1011249A3 (fr) * | 1997-07-03 | 1999-06-01 | Solvay | Pentachlorobutane, son procede de fabrication et son utilisation, procede de preparation du 1,1-difluoro-2-trifluoromethylpropane et utilisation de ce compose. |
| JP2001513519A (ja) | 1997-08-08 | 2001-09-04 | ソルヴェイ | ハロ炭化水素の製造方法 |
| FR2768726A1 (fr) * | 1997-09-23 | 1999-03-26 | Atochem Elf Sa | Synthese du 1, 1, 1, 3, 3-pentafluoropropane |
| FR2768727A1 (fr) * | 1997-09-23 | 1999-03-26 | Atochem Elf Sa | Synthese du 1,1,1,3,3-pentafluoropropane |
| 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 |
| BE1012268A3 (fr) | 1998-11-05 | 2000-08-01 | Solvay | Procede de preparation d'hydrocarbures halogenes. |
| US6521803B1 (en) | 1998-12-18 | 2003-02-18 | Solvay (Societe Anonyme) | Method for separating a mixture comprising at least an hydrofluoroalkane and hydrogen fluoride, methods for preparing a hydrofluoroalkane and azeotropic compositions |
| ES2320850T5 (es) | 1999-10-06 | 2012-07-03 | Solvay (Société Anonyme) | Procedimiento de preparación de hidrocarburos halogenados en presencia de un cocatalizador |
| CN101270029A (zh) | 2001-06-01 | 2008-09-24 | 霍尼韦尔国际公司 | 1,1,1,3,3-五氟丁烷与氟化氢的类共沸组合物的应用 |
| US6500995B1 (en) | 2001-06-14 | 2002-12-31 | Vulcan Chemicals | Water-enhanced production of 1,1,1,3,3,-pentachloropropane |
| WO2003035258A1 (en) * | 2001-10-24 | 2003-05-01 | Daikin Industries, Ltd. | Method and system for the recovery of catalysts and process and unit for the production of perfluoroalkyl iodide telomers |
| US7214839B2 (en) * | 2003-05-23 | 2007-05-08 | Honeywell International Inc. | Method of making hydrofluorocarbons |
| US7371363B2 (en) | 2003-07-15 | 2008-05-13 | Honeywell International Inc. | Methods of purifying hydrogen fluoride |
| US8645709B2 (en) * | 2006-11-14 | 2014-02-04 | Cfph, Llc | Biometric access data encryption |
| US20110215273A1 (en) * | 2008-11-13 | 2011-09-08 | Solvay Fluor Gmbh | Hydrofluoroolefins, manufacture of hydrofluoroolefins and methods of using hydrofluoroolefins |
| WO2010060868A1 (en) * | 2008-11-25 | 2010-06-03 | Solvay Fluor Gmbh | Process for the preparation of chlorofluoroalkenes |
| CN102491871B (zh) * | 2011-12-12 | 2013-12-18 | 南京信息工程大学 | 一种七氟丙烷的制备方法 |
| US9353029B2 (en) | 2013-03-14 | 2016-05-31 | Honeywell International, Inc. | Fluorination process and reactor |
| CN104230649A (zh) * | 2013-06-18 | 2014-12-24 | 林卫荃 | 五氯丙烷制备方法 |
| US10337205B2 (en) | 2017-06-22 | 2019-07-02 | Erick Westfahl | Portable fence system |
| CN117886665B (zh) * | 2023-12-11 | 2025-06-10 | 江西中欣埃克盛新材料有限公司 | 合成1,1,1,3,3-五氟丙烷的全流程连续工艺 |
Family Cites Families (15)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US3862978A (en) * | 1967-08-24 | 1975-01-28 | Dow Chemical Co | Catalytic synthesis of organic halogen compounds from an ethylenically unsaturated compound and a halogenated organic compound |
| BE1005096A3 (fr) * | 1991-07-10 | 1993-04-20 | Solvay | Procede pour la preparation de 1-chloro-1,1,3,3,3-pentafluoropropane et de 1,1,1,3,3,3-hexafluoropropane. |
| DE4305164A1 (de) | 1993-02-19 | 1994-08-25 | Bayer Ag | Verfahren zur Herstellung von 1,1,1,3,3-Pentafluorpropan |
| US5395997A (en) * | 1993-07-29 | 1995-03-07 | Alliedsignal Inc. | Process for the preparation of hydrofluorocarbons having 3 to 7 carbon atoms |
| JP2690200B2 (ja) | 1993-07-29 | 1997-12-10 | アライドシグナル・インコーポレーテッド | １，１，１，３，３−ペンタフルオロプロパンの製造方法 |
| WO1995005353A1 (en) | 1993-08-16 | 1995-02-23 | Alliedsignal Inc. | Process for combining chlorine-containing molecules to synthesize fluorine-containing products |
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| JPH09268141A (ja) * | 1996-04-03 | 1997-10-14 | Central Glass Co Ltd | １，１，１，３，３−ペンタフルオロプロパンの製造方法 |
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-
1995
- 1995-10-23 FR FR9512558A patent/FR2740132B1/fr not_active Expired - Lifetime
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1996
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- 1996-10-04 WO PCT/EP1996/004315 patent/WO1997015540A1/fr not_active Ceased
- 1996-10-04 KR KR1019980702865A patent/KR19990066942A/ko not_active Ceased
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1998
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2005
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2007
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| KR20160122745A (ko) * | 2014-02-19 | 2016-10-24 | 알케마 인코포레이티드 | 하이드로클로로플루오로올레핀의 제조 방법 |
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