ATE556043T1 - Verfahren zur herstellung von difluoromethan - Google Patents
Verfahren zur herstellung von difluoromethanInfo
- Publication number
- ATE556043T1 ATE556043T1 AT05779894T AT05779894T ATE556043T1 AT E556043 T1 ATE556043 T1 AT E556043T1 AT 05779894 T AT05779894 T AT 05779894T AT 05779894 T AT05779894 T AT 05779894T AT E556043 T1 ATE556043 T1 AT E556043T1
- Authority
- AT
- Austria
- Prior art keywords
- catalyst
- reaction vessel
- lewis acid
- strong lewis
- product
- Prior art date
Links
- 238000004519 manufacturing process Methods 0.000 title abstract 2
- RWRIWBAIICGTTQ-UHFFFAOYSA-N difluoromethane Chemical compound FCF RWRIWBAIICGTTQ-UHFFFAOYSA-N 0.000 title 2
- OKTJSMMVPCPJKN-UHFFFAOYSA-N Carbon Chemical compound [C] OKTJSMMVPCPJKN-UHFFFAOYSA-N 0.000 abstract 4
- 239000003054 catalyst Substances 0.000 abstract 4
- YMWUJEATGCHHMB-UHFFFAOYSA-N Dichloromethane Chemical compound ClCCl YMWUJEATGCHHMB-UHFFFAOYSA-N 0.000 abstract 3
- 238000006243 chemical reaction Methods 0.000 abstract 3
- -1 1,1-dichloroethylene, 1,2-dichloroethylene, 1,2-dichloroethane Chemical class 0.000 abstract 2
- NPNPZTNLOVBDOC-UHFFFAOYSA-N 1,1-difluoroethane Chemical compound CC(F)F NPNPZTNLOVBDOC-UHFFFAOYSA-N 0.000 abstract 2
- KRHYYFGTRYWZRS-UHFFFAOYSA-N Fluorane Chemical compound F KRHYYFGTRYWZRS-UHFFFAOYSA-N 0.000 abstract 2
- 239000002841 Lewis acid Substances 0.000 abstract 2
- 238000003682 fluorination reaction Methods 0.000 abstract 2
- 229910000040 hydrogen fluoride Inorganic materials 0.000 abstract 2
- 150000007517 lewis acids Chemical class 0.000 abstract 2
- UOCLXMDMGBRAIB-UHFFFAOYSA-N 1,1,1-trichloroethane Chemical compound CC(Cl)(Cl)Cl UOCLXMDMGBRAIB-UHFFFAOYSA-N 0.000 abstract 1
- SCYULBFZEHDVBN-UHFFFAOYSA-N 1,1-Dichloroethane Chemical compound CC(Cl)Cl SCYULBFZEHDVBN-UHFFFAOYSA-N 0.000 abstract 1
- KZBUYRJDOAKODT-UHFFFAOYSA-N Chlorine Chemical compound ClCl KZBUYRJDOAKODT-UHFFFAOYSA-N 0.000 abstract 1
- XWCDCDSDNJVCLO-UHFFFAOYSA-N Chlorofluoromethane Chemical compound FCCl XWCDCDSDNJVCLO-UHFFFAOYSA-N 0.000 abstract 1
- VEXZGXHMUGYJMC-UHFFFAOYSA-N Hydrochloric acid Chemical compound Cl VEXZGXHMUGYJMC-UHFFFAOYSA-N 0.000 abstract 1
- BZHJMEDXRYGGRV-UHFFFAOYSA-N Vinyl chloride Chemical compound ClC=C BZHJMEDXRYGGRV-UHFFFAOYSA-N 0.000 abstract 1
- 230000003213 activating effect Effects 0.000 abstract 1
- 229910052787 antimony Inorganic materials 0.000 abstract 1
- 229910052785 arsenic Inorganic materials 0.000 abstract 1
- 150000008280 chlorinated hydrocarbons Chemical class 0.000 abstract 1
- 239000007789 gas Substances 0.000 abstract 1
- 229910052735 hafnium Inorganic materials 0.000 abstract 1
- 150000004820 halides Chemical class 0.000 abstract 1
- 150000008282 halocarbons Chemical class 0.000 abstract 1
- 229910000041 hydrogen chloride Inorganic materials 0.000 abstract 1
- IXCSERBJSXMMFS-UHFFFAOYSA-N hydrogen chloride Substances Cl.Cl IXCSERBJSXMMFS-UHFFFAOYSA-N 0.000 abstract 1
- 229910052738 indium Inorganic materials 0.000 abstract 1
- 239000011968 lewis acid catalyst Substances 0.000 abstract 1
- 238000000034 method Methods 0.000 abstract 1
- 229910052758 niobium Inorganic materials 0.000 abstract 1
- 239000000376 reactant Substances 0.000 abstract 1
- 229910052715 tantalum Inorganic materials 0.000 abstract 1
- 229910052719 titanium Inorganic materials 0.000 abstract 1
- 229910052720 vanadium Inorganic materials 0.000 abstract 1
- 229910052726 zirconium Inorganic materials 0.000 abstract 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
-
- 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
- B01J27/125—Halogens; Compounds thereof with scandium, yttrium, aluminium, gallium, indium or thallium
-
- 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
- B01J23/00—Catalysts comprising metals or metal oxides or hydroxides, not provided for in group B01J21/00
- B01J23/16—Catalysts comprising metals or metal oxides or hydroxides, not provided for in group B01J21/00 of arsenic, antimony, bismuth, vanadium, niobium, tantalum, polonium, chromium, molybdenum, tungsten, manganese, technetium or rhenium
- B01J23/20—Vanadium, niobium or tantalum
- B01J23/22—Vanadium
-
- 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
-
- 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
- B01J27/135—Halogens; Compounds thereof with titanium, zirconium, hafnium, germanium, tin or lead
-
- 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
- B01J37/00—Processes, in general, for preparing catalysts; Processes, in general, for activation of catalysts
- B01J37/22—Halogenating
- B01J37/26—Fluorinating
-
- 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
- C07C17/093—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
- C07C17/208—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 MX
-
- 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
- C07C17/21—Preparation of halogenated hydrocarbons by replacement by halogens of halogen atoms by other halogen atoms with simultaneous increase of the number of halogen atoms
-
- 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
-
- 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
-
- 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)
- Engineering & Computer Science (AREA)
- Materials Engineering (AREA)
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
- Low-Molecular Organic Synthesis Reactions Using Catalysts (AREA)
- Catalysts (AREA)
Applications Claiming Priority (2)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| US10/816,447 US7112708B2 (en) | 2004-04-01 | 2004-04-01 | Method of making difluoromethane, 1,1,1-trifluoroethane and 1,1-difluoroethane |
| PCT/US2005/011125 WO2005097716A1 (en) | 2004-04-01 | 2005-03-31 | Method of making difluoromethane, 1,1,1-trifluoroethane and 1,2-difluoroethane |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| ATE556043T1 true ATE556043T1 (de) | 2012-05-15 |
Family
ID=34964830
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| AT05779894T ATE556043T1 (de) | 2004-04-01 | 2005-03-31 | Verfahren zur herstellung von difluoromethan |
Country Status (8)
| Country | Link |
|---|---|
| US (1) | US7112708B2 (https=) |
| EP (2) | EP1735258B1 (https=) |
| JP (1) | JP4871261B2 (https=) |
| KR (1) | KR101163528B1 (https=) |
| CN (1) | CN100526271C (https=) |
| AT (1) | ATE556043T1 (https=) |
| ES (2) | ES2386898T3 (https=) |
| WO (1) | WO2005097716A1 (https=) |
Families Citing this family (10)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US7608574B2 (en) * | 2006-08-17 | 2009-10-27 | Honeywell International Inc. | Azeotropic or azeotropic-like compositions of 1,1,1-trifuoroethane and 1-chloro-2,2,2-trifluoroethane |
| KR101270583B1 (ko) * | 2011-08-25 | 2013-06-03 | 한국과학기술연구원 | 초임계유체공정에 의한 클로로디플루오로메탄으로부터 디플루오로메탄을 제조하는 방법 |
| JP5807690B2 (ja) | 2013-04-25 | 2015-11-10 | ダイキン工業株式会社 | 含フッ素オレフィンの製造方法 |
| CN104140353A (zh) * | 2014-07-18 | 2014-11-12 | 江西格美氟化工有限公司 | 偏氯乙烯液相一步氟化制1,1,1-三氟乙烷的方法 |
| CN104785306B (zh) * | 2015-03-18 | 2017-12-22 | 巨化集团技术中心 | 一种气相裂解三氯乙烷制备顺式二氯乙烯的镁基催化剂的原位活化和评价方法 |
| CN112739673B (zh) * | 2018-08-24 | 2025-03-25 | 霍尼韦尔国际公司 | 用于产生三氟碘甲烷和三氟乙酰碘的方法 |
| CN109734550B (zh) * | 2019-02-25 | 2023-06-30 | 内蒙古永和氟化工有限公司 | 一种1,1-二氟乙烷的制备方法 |
| CN112608216B (zh) * | 2020-11-23 | 2022-01-21 | 浙江衢化氟化学有限公司 | 一种联产1,1-二氟乙烷和氯乙烯的方法 |
| GB202100874D0 (en) * | 2021-01-22 | 2021-03-10 | Mexichem Fluor Sa De Cv | Process |
| WO2025150175A1 (ja) * | 2024-01-12 | 2025-07-17 | 三菱電機株式会社 | フロン冷媒の製造方法、フロン冷媒の貯蔵方法、ヒートポンプ装置の製造方法、および二酸化炭素貯蔵システム |
Family Cites Families (16)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US2749375A (en) | 1956-06-05 | Fluorination | ||
| US2749374A (en) | 1950-02-24 | 1956-06-05 | Dow Chemical Co | Production of methylene fluoride |
| US2744148A (en) | 1952-02-04 | 1956-05-01 | Dow Chemical Co | Process for fluorination of haloalkanes using a hydrogen fluoride activated catalyst containing alumina, a metal fluoride and basic aluminum fluoride |
| US2749274A (en) | 1952-05-06 | 1956-06-05 | Bristol Lab Inc | Stable aqueous procaine penicillin suspension |
| US2745886A (en) | 1955-01-31 | 1956-05-15 | Dow Chemical Co | Process for fluorinating aliphatic halohydrocarbons with a chromium fluoride catalyst and process for preparing the catalyst |
| BE766395A (fr) | 1971-04-28 | 1971-10-28 | Solvay | Procede de fabrication du 1,1-difluorethane, |
| JPS5233604B2 (https=) * | 1973-05-08 | 1977-08-30 | ||
| US4147733A (en) | 1978-05-22 | 1979-04-03 | The Dow Chemical Company | Fluorination of chlorinated hydrocarbons |
| US5208395A (en) | 1992-04-06 | 1993-05-04 | Elf Atochem North America, Inc. | Manufacture of hydrofluorocarbons |
| GB9404703D0 (en) | 1993-03-24 | 1994-04-27 | Ici Plc | Production of difluoromethane |
| EP0712826A1 (en) | 1994-11-17 | 1996-05-22 | Elf Atochem North America, Inc. | 1,1,1-Trifluoroethane synthesis using a supported lewis acid |
| FR2736050B1 (fr) * | 1995-06-29 | 1997-08-01 | Atochem Elf Sa | Procede de fabrication du difluoromethane |
| FR2748022B1 (fr) * | 1996-04-29 | 1998-07-24 | Atochem Elf Sa | Procede de fabrication du difluoromethane |
| JPH10120602A (ja) * | 1996-08-06 | 1998-05-12 | Asahi Glass Co Ltd | 含水素フッ素化アルカンの製造方法 |
| JP3367861B2 (ja) * | 1997-04-15 | 2003-01-20 | セントラル硝子株式会社 | ３，３−ジクロロ−１，１，１−トリフルオロアセトンの製造方法 |
| US6080899A (en) | 1999-01-25 | 2000-06-27 | Alliedsignal Inc. | Method of producing fluorinated organic compounds |
-
2004
- 2004-04-01 US US10/816,447 patent/US7112708B2/en not_active Expired - Lifetime
-
2005
- 2005-03-31 EP EP05779894A patent/EP1735258B1/en not_active Expired - Lifetime
- 2005-03-31 JP JP2007506320A patent/JP4871261B2/ja not_active Expired - Fee Related
- 2005-03-31 ES ES05779894T patent/ES2386898T3/es not_active Expired - Lifetime
- 2005-03-31 AT AT05779894T patent/ATE556043T1/de active
- 2005-03-31 KR KR1020067022958A patent/KR101163528B1/ko not_active Expired - Fee Related
- 2005-03-31 ES ES11000069.2T patent/ES2547073T3/es not_active Expired - Lifetime
- 2005-03-31 EP EP11000069.2A patent/EP2336101B1/en not_active Expired - Lifetime
- 2005-03-31 CN CNB2005800163262A patent/CN100526271C/zh not_active Expired - Fee Related
- 2005-03-31 WO PCT/US2005/011125 patent/WO2005097716A1/en not_active Ceased
Also Published As
| Publication number | Publication date |
|---|---|
| EP1735258A1 (en) | 2006-12-27 |
| EP1735258B1 (en) | 2012-05-02 |
| US20050222472A1 (en) | 2005-10-06 |
| EP2336101B1 (en) | 2015-07-01 |
| JP4871261B2 (ja) | 2012-02-08 |
| KR101163528B1 (ko) | 2012-07-10 |
| ES2386898T3 (es) | 2012-09-05 |
| EP2336101A1 (en) | 2011-06-22 |
| ES2547073T3 (es) | 2015-10-01 |
| CN1956940A (zh) | 2007-05-02 |
| JP2007531732A (ja) | 2007-11-08 |
| US7112708B2 (en) | 2006-09-26 |
| CN100526271C (zh) | 2009-08-12 |
| KR20070002080A (ko) | 2007-01-04 |
| WO2005097716A1 (en) | 2005-10-20 |
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