CN1014404B - 气相氟化方法 - Google Patents
气相氟化方法Info
- Publication number
- CN1014404B CN1014404B CN88104212A CN88104212A CN1014404B CN 1014404 B CN1014404 B CN 1014404B CN 88104212 A CN88104212 A CN 88104212A CN 88104212 A CN88104212 A CN 88104212A CN 1014404 B CN1014404 B CN 1014404B
- Authority
- CN
- China
- Prior art keywords
- metal
- catalyzer
- cobalt
- contact
- halogen ethene
- 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.)
- Expired
Links
- 238000000034 method Methods 0.000 title claims abstract description 23
- 238000003682 fluorination reaction Methods 0.000 title description 4
- 229910052751 metal Inorganic materials 0.000 claims abstract description 21
- 239000002184 metal Substances 0.000 claims abstract description 21
- 229910052731 fluorine Inorganic materials 0.000 claims abstract description 15
- YCKRFDGAMUMZLT-UHFFFAOYSA-N Fluorine atom Chemical compound [F] YCKRFDGAMUMZLT-UHFFFAOYSA-N 0.000 claims abstract description 14
- 239000011737 fluorine Substances 0.000 claims abstract description 13
- PXHVJJICTQNCMI-UHFFFAOYSA-N Nickel Chemical compound [Ni] PXHVJJICTQNCMI-UHFFFAOYSA-N 0.000 claims description 18
- VGGSQFUCUMXWEO-UHFFFAOYSA-N Ethene Chemical compound C=C VGGSQFUCUMXWEO-UHFFFAOYSA-N 0.000 claims description 17
- 229910052736 halogen Inorganic materials 0.000 claims description 16
- 150000002367 halogens Chemical class 0.000 claims description 16
- 239000003054 catalyst Substances 0.000 claims description 15
- 239000010941 cobalt Substances 0.000 claims description 11
- 229910017052 cobalt Inorganic materials 0.000 claims description 11
- GUTLYIVDDKVIGB-UHFFFAOYSA-N cobalt atom Chemical compound [Co] GUTLYIVDDKVIGB-UHFFFAOYSA-N 0.000 claims description 11
- 229910052759 nickel Inorganic materials 0.000 claims description 9
- 229910016569 AlF 3 Inorganic materials 0.000 claims description 8
- 239000007789 gas Substances 0.000 claims description 8
- WPBNNNQJVZRUHP-UHFFFAOYSA-L manganese(2+);methyl n-[[2-(methoxycarbonylcarbamothioylamino)phenyl]carbamothioyl]carbamate;n-[2-(sulfidocarbothioylamino)ethyl]carbamodithioate Chemical compound [Mn+2].[S-]C(=S)NCCNC([S-])=S.COC(=O)NC(=S)NC1=CC=CC=C1NC(=S)NC(=O)OC WPBNNNQJVZRUHP-UHFFFAOYSA-L 0.000 claims description 8
- VYZAMTAEIAYCRO-UHFFFAOYSA-N Chromium Chemical compound [Cr] VYZAMTAEIAYCRO-UHFFFAOYSA-N 0.000 claims description 7
- 229910052804 chromium Inorganic materials 0.000 claims description 7
- 239000011651 chromium Substances 0.000 claims description 7
- 239000000203 mixture Substances 0.000 claims description 7
- 239000004411 aluminium Substances 0.000 claims description 3
- 229910052782 aluminium Inorganic materials 0.000 claims description 3
- XAGFODPZIPBFFR-UHFFFAOYSA-N aluminium Chemical compound [Al] XAGFODPZIPBFFR-UHFFFAOYSA-N 0.000 claims description 3
- QVGXLLKOCUKJST-UHFFFAOYSA-N atomic oxygen Chemical compound [O] QVGXLLKOCUKJST-UHFFFAOYSA-N 0.000 claims description 3
- 230000003647 oxidation Effects 0.000 claims description 3
- 238000007254 oxidation reaction Methods 0.000 claims description 3
- 229910052760 oxygen Inorganic materials 0.000 claims description 3
- 239000001301 oxygen Substances 0.000 claims description 3
- 238000002203 pretreatment Methods 0.000 claims description 3
- 229910052799 carbon Inorganic materials 0.000 claims description 2
- 230000003197 catalytic effect Effects 0.000 claims description 2
- 238000006243 chemical reaction Methods 0.000 abstract description 31
- PNEYBMLMFCGWSK-UHFFFAOYSA-N aluminium oxide Inorganic materials [O-2].[O-2].[O-2].[Al+3].[Al+3] PNEYBMLMFCGWSK-UHFFFAOYSA-N 0.000 abstract description 6
- OHMHBGPWCHTMQE-UHFFFAOYSA-N 2,2-dichloro-1,1,1-trifluoroethane Chemical compound FC(F)(F)C(Cl)Cl OHMHBGPWCHTMQE-UHFFFAOYSA-N 0.000 abstract description 5
- BOUGCJDAQLKBQH-UHFFFAOYSA-N 1-chloro-1,2,2,2-tetrafluoroethane Chemical compound FC(Cl)C(F)(F)F BOUGCJDAQLKBQH-UHFFFAOYSA-N 0.000 abstract description 4
- 238000004519 manufacturing process Methods 0.000 abstract description 3
- KRHYYFGTRYWZRS-UHFFFAOYSA-N Fluorane Chemical compound F KRHYYFGTRYWZRS-UHFFFAOYSA-N 0.000 abstract 1
- 229910000040 hydrogen fluoride Inorganic materials 0.000 abstract 1
- GTLACDSXYULKMZ-UHFFFAOYSA-N pentafluoroethane Chemical compound FC(F)C(F)(F)F GTLACDSXYULKMZ-UHFFFAOYSA-N 0.000 abstract 1
- 239000000047 product Substances 0.000 description 13
- 150000001875 compounds Chemical class 0.000 description 7
- KLZDCUBZWUSEGO-UHFFFAOYSA-N CC.F.F.F.F.F Chemical compound CC.F.F.F.F.F KLZDCUBZWUSEGO-UHFFFAOYSA-N 0.000 description 6
- 238000004334 fluoridation Methods 0.000 description 6
- 238000002360 preparation method Methods 0.000 description 6
- 230000009466 transformation Effects 0.000 description 6
- IJGRMHOSHXDMSA-UHFFFAOYSA-N Atomic nitrogen Chemical compound N#N IJGRMHOSHXDMSA-UHFFFAOYSA-N 0.000 description 5
- TWNQGVIAIRXVLR-UHFFFAOYSA-N oxo(oxoalumanyloxy)alumane Chemical compound O=[Al]O[Al]=O TWNQGVIAIRXVLR-UHFFFAOYSA-N 0.000 description 5
- KYKAJFCTULSVSH-UHFFFAOYSA-N chloro(fluoro)methane Chemical compound F[C]Cl KYKAJFCTULSVSH-UHFFFAOYSA-N 0.000 description 4
- UUAGAQFQZIEFAH-UHFFFAOYSA-N chlorotrifluoroethylene Chemical group FC(F)=C(F)Cl UUAGAQFQZIEFAH-UHFFFAOYSA-N 0.000 description 4
- 238000007598 dipping method Methods 0.000 description 4
- 229910052739 hydrogen Inorganic materials 0.000 description 4
- KWYUFKZDYYNOTN-UHFFFAOYSA-M Potassium hydroxide Chemical compound [OH-].[K+] KWYUFKZDYYNOTN-UHFFFAOYSA-M 0.000 description 3
- 125000002577 pseudohalo group Chemical group 0.000 description 3
- 239000002994 raw material Substances 0.000 description 3
- 239000005977 Ethylene Substances 0.000 description 2
- KRHYYFGTRYWZRS-UHFFFAOYSA-M Fluoride anion Chemical compound [F-] KRHYYFGTRYWZRS-UHFFFAOYSA-M 0.000 description 2
- WGLPBDUCMAPZCE-UHFFFAOYSA-N Trioxochromium Chemical compound O=[Cr](=O)=O WGLPBDUCMAPZCE-UHFFFAOYSA-N 0.000 description 2
- 125000001931 aliphatic group Chemical group 0.000 description 2
- 238000009826 distribution Methods 0.000 description 2
- 238000010574 gas phase reaction Methods 0.000 description 2
- 229960003132 halothane Drugs 0.000 description 2
- 239000001257 hydrogen Substances 0.000 description 2
- -1 hydrogen compound Chemical class 0.000 description 2
- 229910001026 inconel Inorganic materials 0.000 description 2
- 239000000463 material Substances 0.000 description 2
- 229910052757 nitrogen Inorganic materials 0.000 description 2
- 239000004576 sand Substances 0.000 description 2
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 2
- YACLCMMBHTUQON-UHFFFAOYSA-N 1-chloro-1-fluoroethane Chemical compound CC(F)Cl YACLCMMBHTUQON-UHFFFAOYSA-N 0.000 description 1
- CPELXLSAUQHCOX-UHFFFAOYSA-M Bromide Chemical compound [Br-] CPELXLSAUQHCOX-UHFFFAOYSA-M 0.000 description 1
- XFXPMWWXUTWYJX-UHFFFAOYSA-N Cyanide Chemical compound N#[C-] XFXPMWWXUTWYJX-UHFFFAOYSA-N 0.000 description 1
- 229920004449 Halon® Polymers 0.000 description 1
- PWHULOQIROXLJO-UHFFFAOYSA-N Manganese Chemical compound [Mn] PWHULOQIROXLJO-UHFFFAOYSA-N 0.000 description 1
- 238000007259 addition reaction Methods 0.000 description 1
- 150000001336 alkenes Chemical class 0.000 description 1
- 239000007864 aqueous solution Substances 0.000 description 1
- 230000037396 body weight Effects 0.000 description 1
- 229910052794 bromium Inorganic materials 0.000 description 1
- 229910052801 chlorine Inorganic materials 0.000 description 1
- BFGKITSFLPAWGI-UHFFFAOYSA-N chromium(3+) Chemical compound [Cr+3] BFGKITSFLPAWGI-UHFFFAOYSA-N 0.000 description 1
- 239000002826 coolant Substances 0.000 description 1
- XLJMAIOERFSOGZ-UHFFFAOYSA-M cyanate Chemical compound [O-]C#N XLJMAIOERFSOGZ-UHFFFAOYSA-M 0.000 description 1
- PXBRQCKWGAHEHS-UHFFFAOYSA-N dichlorodifluoromethane Chemical compound FC(F)(Cl)Cl PXBRQCKWGAHEHS-UHFFFAOYSA-N 0.000 description 1
- 238000010790 dilution Methods 0.000 description 1
- 239000012895 dilution Substances 0.000 description 1
- 229910001873 dinitrogen Inorganic materials 0.000 description 1
- 238000001035 drying Methods 0.000 description 1
- 230000000694 effects Effects 0.000 description 1
- 238000004817 gas chromatography Methods 0.000 description 1
- 125000005843 halogen group Chemical group 0.000 description 1
- 230000026030 halogenation Effects 0.000 description 1
- 238000005658 halogenation reaction Methods 0.000 description 1
- 150000005826 halohydrocarbons Chemical class 0.000 description 1
- 229910000856 hastalloy Inorganic materials 0.000 description 1
- 239000001307 helium Substances 0.000 description 1
- 229910052734 helium Inorganic materials 0.000 description 1
- SWQJXJOGLNCZEY-UHFFFAOYSA-N helium atom Chemical compound [He] SWQJXJOGLNCZEY-UHFFFAOYSA-N 0.000 description 1
- 238000005470 impregnation Methods 0.000 description 1
- 239000013067 intermediate product Substances 0.000 description 1
- 229910000765 intermetallic Inorganic materials 0.000 description 1
- 229910052748 manganese Inorganic materials 0.000 description 1
- 239000011572 manganese Substances 0.000 description 1
- 150000002739 metals Chemical class 0.000 description 1
- 238000012856 packing Methods 0.000 description 1
- 239000011148 porous material Substances 0.000 description 1
- 238000005070 sampling Methods 0.000 description 1
- 239000000243 solution Substances 0.000 description 1
- 238000007725 thermal activation Methods 0.000 description 1
- ZMZDMBWJUHKJPS-UHFFFAOYSA-N thiocyanic acid Chemical compound SC#N ZMZDMBWJUHKJPS-UHFFFAOYSA-N 0.000 description 1
- 238000005406 washing Methods 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
- C07C17/07—Preparation of halogenated hydrocarbons by addition of hydrogen halides
- C07C17/087—Preparation of halogenated hydrocarbons by addition of hydrogen halides 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
- C07C17/21—Preparation of halogenated hydrocarbons by replacement by halogens of halogen atoms by other halogen atoms with simultaneous increase of the number of halogen atoms
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (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 |
|---|---|---|---|
| US07/070,826 US4766260A (en) | 1987-07-07 | 1987-07-07 | Gas-phase fluorination process |
| US070826 | 1987-07-07 |
Publications (2)
| Publication Number | Publication Date |
|---|---|
| CN1031073A CN1031073A (zh) | 1989-02-15 |
| CN1014404B true CN1014404B (zh) | 1991-10-23 |
Family
ID=22097611
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| CN88104212A Expired CN1014404B (zh) | 1987-07-07 | 1988-07-07 | 气相氟化方法 |
Country Status (18)
Families Citing this family (64)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US5008475A (en) * | 1987-07-07 | 1991-04-16 | E. I. Du Pont De Nemours And Company | Gas-phase fluorination process |
| JPH01108292A (ja) * | 1987-10-19 | 1989-04-25 | Daikin Ind Ltd | 冷媒 |
| US4843181A (en) * | 1987-10-22 | 1989-06-27 | E. I. Du Pont De Nemours And Company | Process for the manufacture of 1,1,1-trifluorodichloroethane and 1,1,1,2-tetrafluorochloroethane |
| IN170774B (GUID-C5D7CC26-194C-43D0-91A1-9AE8C70A9BFF.html) * | 1988-05-23 | 1992-05-16 | Du Pont | |
| EP0420916B1 (en) * | 1988-06-23 | 1993-09-29 | E.I. Du Pont De Nemours And Company | Catalyzed hydrofluorination process |
| US5094773A (en) * | 1988-08-01 | 1992-03-10 | E. I. Du Pont De Nemours And Company | Azeotropes of HF and process for the separation of HF via azeotropic distillation |
| ES2046492T3 (es) * | 1988-10-25 | 1994-02-01 | E.I. Du Pont De Nemours And Company | Procedimiento mejorado para la preparacion de 1,1,1,2-tetrafluoroetano. |
| GB8828544D0 (en) * | 1988-12-07 | 1989-01-11 | Ici Plc | Chemical process |
| IT1230780B (it) * | 1989-07-12 | 1991-10-29 | Ausimont Srl | Procedimento per la preparazione di 1,2 dicloro 1,1,2 trifluoroetano. |
| IT1230779B (it) * | 1989-07-12 | 1991-10-29 | Ausimont Srl | Procedimento per preparare 1,1,1,2 tetrafluoroetano. |
| AU6647690A (en) | 1989-10-04 | 1991-04-28 | E.I. Du Pont De Nemours And Company | Fluorocarbon purification process |
| US5171901A (en) * | 1990-02-14 | 1992-12-15 | Bayer Aktiengesellschaft | Process for the preparation of 1,1,1,3,3,3-hexafluoropropane and 2-chloro-1,1,1,3,3,3-hexafluoropropane |
| FR2661906B1 (fr) * | 1990-05-11 | 1993-10-01 | Atochem | Procede de fabrication du 1,1,1,2-tetrafluoro-chloroethane et du pentafluoroethane. |
| US5030372A (en) * | 1990-07-31 | 1991-07-09 | E. I. Du Pont De Nemours And Company | Catalytic equilibration to improve the relative yield of selected halocarbons |
| EP0541559A1 (en) | 1990-07-31 | 1993-05-19 | E.I. Du Pont De Nemours And Company | Catalytic equilibration of selected halocarbons |
| US5300711A (en) * | 1991-03-20 | 1994-04-05 | E. I. Du Pont De Nemours And Company | Process for the manufacture of 2,2-dichloro-1,1,1-trifluoroethane, 2-chloro-1,1,1,2-tetrafluoroethane and pentafluoroethane |
| US5321170A (en) * | 1991-03-20 | 1994-06-14 | E. I. Du Pont De Nemours And Company | Process for the manufacture of 1,1,1,2-tetrafluoroethane |
| US5300710A (en) * | 1991-03-20 | 1994-04-05 | E. I. Du Pont De Nemours And Company | Process for the manufacture of 2-chloro-1,1,1,2-tetrafluoroethane and pentafluoroethane |
| EP0576613B1 (en) * | 1991-03-20 | 1996-08-14 | E.I. Du Pont De Nemours And Company | Process for the manufacture of 2-chloro-1,1,1-trifluoroethane |
| JP2748720B2 (ja) * | 1991-05-23 | 1998-05-13 | ダイキン工業株式会社 | ハロゲン化炭化水素のフッ素化方法 |
| US5243106A (en) * | 1991-06-03 | 1993-09-07 | E. I. Du Pont De Nemours And Company | Processes using aluminum fluoride catalyst compositions for preparing 1,1-dichloro-1,2,2,2-tetrafluoroethane |
| US5243108A (en) * | 1991-06-03 | 1993-09-07 | E. I. Du Pont De Nemours And Company | Aluminum fluoride catalyst compositions and use thereof in a chlorofluorination process for preparing 1,1-dichloro-1,2,2,2-tetrafluoroethane |
| IT1251951B (it) * | 1991-10-18 | 1995-05-27 | Ausimont Spa | Procedimento per purificare 1,1,1-trifluoro-,2,2 dicloroetano dall`isomero 1,1,2-trifluoro-1,2-dicloroetano. |
| IT1251957B (it) * | 1991-10-18 | 1995-05-27 | Ausimont Spa | Procedimento per isomerizzare 1,1,2-trifluoro-1,2-dicloroetano a 1,1,1- trifluoro-2,2,-dicloroetano |
| US5334785A (en) * | 1991-10-25 | 1994-08-02 | Allied-Signal Inc. | Process for the manufacture of 1,1,1,2-tetrafluoroethane |
| JP2661441B2 (ja) * | 1991-11-27 | 1997-10-08 | ダイキン工業株式会社 | 1,1,1−トリフルオロ−2−クロロエタンおよび/または1,1,1,2−テトラフルオロエタンの製法 |
| JPH05194287A (ja) * | 1992-01-13 | 1993-08-03 | Daikin Ind Ltd | ハロゲン化ブテンおよびブタンの製造方法 |
| JP3369604B2 (ja) * | 1992-09-04 | 2003-01-20 | ダイキン工業株式会社 | 1,1,1,2,3,3−ヘキサフルオロプロパンの製造方法及びテトラフルオロクロロプロペンの製造方法 |
| US5345017A (en) * | 1992-12-08 | 1994-09-06 | E. I. Du Pont De Nemours And Company | Process for reducing the fluorine content of halocarbons |
| US5523498A (en) * | 1992-12-08 | 1996-06-04 | E. I. Du Pont De Nemours And Company | Process for reducing the fluorine content of hydrofluorocarbons and hydrohalofluorocarbons |
| FR2700766B1 (fr) * | 1993-01-27 | 1995-03-24 | Atochem Elf Sa | Procédé de fluoration de perchloréthylène ou du pentachloréthane. |
| FR2700770B1 (fr) * | 1993-01-27 | 1995-03-24 | Atochem Elf Sa | Procédé de fabrication du 1,1,1,2-tétrafluoro-2-chloroéthane et du pentafluoroéthane. |
| US5827492A (en) * | 1993-01-28 | 1998-10-27 | E. I. Du Pont De Nemours And Company | Hydrogen chloride purification process |
| US5866730A (en) * | 1993-04-02 | 1999-02-02 | E. I. Du Pont De Nemours And Company | Process for enriching 1,2-dichloro-1,1,2,2-tetrafluoroethane from a mixture of dichlorotetrafluoroethane isomers |
| US5409625A (en) * | 1993-05-24 | 1995-04-25 | E. I. Du Pont De Nemours And Company | Azeotropic mixture of linear hydrofluorocarbon and HF |
| US5274189A (en) * | 1993-05-24 | 1993-12-28 | E. I. Du Pont De Nemours And Company | Process for the manufacture of linear hydrofluorocarbons containing end group hydrogen substituents |
| US5396000A (en) * | 1993-05-24 | 1995-03-07 | E. I. Du Pont De Nemours And Company | Process for the manufacture of 1,1,1,2,3,-pentafluoropropane |
| US5274190A (en) * | 1993-05-24 | 1993-12-28 | E. I. Du Pont De Nemours And Company | Process for the manufacture of linear hydrofluorocarbons containing end group hydrogen substituents |
| WO1995011875A1 (en) * | 1993-10-28 | 1995-05-04 | Alliedsignal Inc. | Process for purifying 1,1-dichloro-2,2,2-trifluoroethane and 1-chloro-1,2,2,2-tetrafluoroethane |
| US5411583A (en) * | 1993-11-15 | 1995-05-02 | E. I. Du Pont De Nemours And Company | HF-resistant ceramics and use thereof |
| JP2865554B2 (ja) * | 1994-04-08 | 1999-03-08 | セントラル硝子株式会社 | フルオロメチル−1,1,1,3,3,3−ヘキサフルオロイソプロピルエーテルのガスクロマトグラフ分析 |
| US5545778A (en) * | 1994-05-25 | 1996-08-13 | Alliedsignal Inc. | Single stage process for producing hydrofluorocarbons from perchloroethylene |
| US5569794A (en) * | 1994-05-24 | 1996-10-29 | Alliedsignal Inc. | Vapor phase process for producing hydroflourocarbons from perchloroethylene having a phenolic inhibitor |
| US5563304A (en) * | 1994-05-26 | 1996-10-08 | E. I. Du Pont De Nemours And Company | Production of 1,2-dihydro and 2,2-dihydro hexafluoropropanes and azeotropes thereof with HF |
| ES2147857T3 (es) * | 1994-10-07 | 2000-10-01 | Daikin Ind Ltd | Procedimiento que permite separar pentafluoroetano y procedimiento de preparacion de pentafluoroetano con la ayuda de dicho procedimiento de separacion. |
| JP3558385B2 (ja) * | 1994-10-13 | 2004-08-25 | 昭和電工株式会社 | クロム系フッ素化触媒、及びフッ素化方法 |
| US5847242A (en) * | 1995-05-19 | 1998-12-08 | E. I. Du Pont De Nemours And Company | Catalysts for halogenated hydrocarbon processing, their precursors and their preparation and use |
| RU2141467C1 (ru) * | 1997-03-25 | 1999-11-20 | Товарищество с ограниченной ответственностью Научно-техническая фирма "Комкон" | Способ получения пентафторэтана |
| IT1303074B1 (it) | 1998-05-07 | 2000-10-23 | Ausimont Spa | Catalizzatore per la fluorurazione di composti organici alogenati |
| US6365544B2 (en) | 1998-05-22 | 2002-04-02 | Conoco Inc. | Fischer-Tropsch processes and catalysts using fluorided alumina supports |
| US6333294B1 (en) | 1998-05-22 | 2001-12-25 | Conoco Inc. | Fischer-tropsch processes and catalysts with promoters |
| US6472574B2 (en) | 1999-12-10 | 2002-10-29 | E. I. Du Pont Nemours And Company | Production of 1,2-dihydro and 2,2-dihydro hexafluoropropanes and azeotropes thereof with HF |
| US6333440B1 (en) | 2000-04-07 | 2001-12-25 | E. I. Du Pont De Nemours And Company | Process for perfluorocyclobutane purification |
| US7897823B2 (en) * | 2004-10-29 | 2011-03-01 | E. I. Du Pont De Nemours And Company | Process for production of azeotrope compositions comprising hydrofluoroolefin and hydrogen fluoride and uses of said azeotrope compositions in separation processes |
| US7476771B2 (en) | 2005-11-01 | 2009-01-13 | E.I. Du Pont De Nemours + Company | Azeotrope compositions comprising 2,3,3,3-tetrafluoropropene and hydrogen fluoride and uses thereof |
| GB0525699D0 (en) * | 2005-12-17 | 2006-01-25 | Ineos Fluor Holdings Ltd | Process |
| GB0525702D0 (en) * | 2005-12-17 | 2006-01-25 | Ineos Fluor Holdings Ltd | Process |
| GB0525701D0 (en) * | 2005-12-17 | 2006-01-25 | Ineos Fluor Holdings Ltd | Process |
| GB0525700D0 (en) * | 2005-12-17 | 2006-01-25 | Ineos Fluor Holdings Ltd | Process |
| JP5081225B2 (ja) * | 2006-03-31 | 2012-11-28 | イー・アイ・デュポン・ドウ・ヌムール・アンド・カンパニー | ハイドロフルオロオレフィンの併産 |
| US8232435B2 (en) * | 2006-09-05 | 2012-07-31 | E I Du Pont De Nemours And Company | 1,2,3,3,3-pentafluoropropene production processes |
| CN101522597B (zh) | 2006-10-03 | 2013-05-29 | 墨西哥化学阿玛科股份有限公司 | 通过脱卤化氢制备c3-c6(氢)氟烯烃的方法 |
| CN103755519A (zh) * | 2014-02-24 | 2014-04-30 | 山东联创节能新材料股份有限公司 | 六氟丁烯的合成方法 |
| CN112946126B (zh) * | 2021-02-02 | 2022-07-15 | 福建德尔科技有限公司 | 高纯三氟化氯中杂质定量、定性装置及方法 |
Family Cites Families (23)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US2669590A (en) * | 1951-08-03 | 1954-02-16 | Allied Chem & Dye Corp | Production of fluorine compounds |
| US2755313A (en) * | 1951-08-03 | 1956-07-17 | Allied Chem & Dye Corp | Manufacture of saturated halocarbons |
| US2744147A (en) * | 1952-02-04 | 1956-05-01 | Dow Chemical Co | Fluorination of haloalkanes with a catalyst containing gamma alumina |
| 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 |
| US2724004A (en) * | 1952-04-08 | 1955-11-15 | Goodrich Co B F | Preparation of 1, 1-difluoro-1, 2, 2-trichloroethane |
| US2850543A (en) * | 1954-02-17 | 1958-09-02 | Allied Chem | Manufacture of 1, 2, 2-trichloro-1, 1, 2-trifluoroethane |
| GB805503A (en) * | 1956-03-15 | 1958-12-10 | Dow Chemical Co | Improved fluorination catalyst and process |
| US3258500A (en) * | 1959-08-17 | 1966-06-28 | Du Pont | Process for fluorinating halohydro-carbons |
| US3157707A (en) * | 1961-02-20 | 1964-11-17 | Union Carbide Corp | Method of reacting tetrachloroethylene, chlorine and hydrogen fluoride |
| NL274475A (GUID-C5D7CC26-194C-43D0-91A1-9AE8C70A9BFF.html) * | 1962-02-07 | |||
| GB1000485A (en) * | 1962-02-07 | 1965-08-04 | Sicedison Spa | Improvements in or relating to the fluorination of halo-olefines |
| NL301934A (GUID-C5D7CC26-194C-43D0-91A1-9AE8C70A9BFF.html) * | 1962-12-28 | 1900-01-01 | ||
| US3607955A (en) * | 1968-04-08 | 1971-09-21 | Phillips Petroleum Co | Hydrofluorination and dehydrofluorination and catalysts therefor |
| SE361134B (GUID-C5D7CC26-194C-43D0-91A1-9AE8C70A9BFF.html) * | 1968-07-25 | 1973-10-22 | Montedison Spa | |
| DK138673B (da) * | 1968-10-10 | 1978-10-16 | Montedison Spa | Katalysator til fremstilling af chlorfluorerede ethaner. |
| DE1910529C3 (de) * | 1969-03-01 | 1978-09-28 | Dynamit Nobel Ag, 5210 Troisdorf | Verfahren zur katalytischen Hydrofluorierung von bestimmten gesattigten und ungesättigten halogenierten Kohlenwasserstoffen |
| GB1307224A (en) * | 1969-06-27 | 1973-02-14 | Ici Ltd | Chromium oxide catalyst |
| NL171235C (nl) * | 1970-06-10 | 1983-03-01 | Montedison Spa | Werkwijze voor het bereiden van katalysatoren die in hoofdzaak uit aluminiumfluoride bestaan en werkwijze voor het bereiden van gefluoreerde of gechloorfluoreerde koolwaterstoffen met behulp van een dergelijke katalysator. |
| US3752850A (en) * | 1970-12-24 | 1973-08-14 | Hoechst Ag | Fluorination of aliphatic compounds |
| BE613582A (GUID-C5D7CC26-194C-43D0-91A1-9AE8C70A9BFF.html) * | 1973-09-24 | 1900-01-01 | ||
| US4147733A (en) * | 1978-05-22 | 1979-04-03 | The Dow Chemical Company | Fluorination of chlorinated hydrocarbons |
| DE3009760A1 (de) * | 1980-03-14 | 1981-09-24 | Hoechst Ag, 6000 Frankfurt | Verfahren zur herstellung von hochreinen teilfluorierten aethanen |
| IT1202652B (it) * | 1987-03-09 | 1989-02-09 | Ausimont Spa | Processo per la preparazione di 1,1,1-trifluoro-2,2-dicloroetano mediante idrofluorurazione in presenza di catalizzatori |
-
1987
- 1987-07-07 US US07/070,826 patent/US4766260A/en not_active Expired - Lifetime
-
1988
- 1988-06-30 DE DE8888305956T patent/DE3869242D1/de not_active Expired - Lifetime
- 1988-06-30 AT AT88305956T patent/ATE73748T1/de not_active IP Right Cessation
- 1988-06-30 EP EP88305956A patent/EP0298662B2/en not_active Expired - Lifetime
- 1988-06-30 ES ES198888305956T patent/ES2033432T3/es not_active Expired - Lifetime
- 1988-07-05 CA CA000571133A patent/CA1308743C/en not_active Expired - Lifetime
- 1988-07-06 BR BR8803356A patent/BR8803356A/pt not_active Application Discontinuation
- 1988-07-06 AR AR88311354A patent/AR244651A1/es active
- 1988-07-06 RU SU884356113A patent/RU1799375C/ru active
- 1988-07-06 ZA ZA884845A patent/ZA884845B/xx unknown
- 1988-07-06 KR KR1019880008379A patent/KR890001916A/ko not_active Withdrawn
- 1988-07-06 AU AU18771/88A patent/AU600212B2/en not_active Ceased
- 1988-07-07 CN CN88104212A patent/CN1014404B/zh not_active Expired
- 1988-07-07 MX MX012191A patent/MX166813B/es unknown
- 1988-07-07 JP JP63167898A patent/JP2578923B2/ja not_active Expired - Fee Related
-
1992
- 1992-03-19 GR GR920400461T patent/GR3004106T3/el unknown
- 1992-05-15 SG SG540/92A patent/SG54092G/en unknown
- 1992-07-30 HK HK567/92A patent/HK56792A/en not_active IP Right Cessation
Also Published As
| Publication number | Publication date |
|---|---|
| ZA884845B (en) | 1990-03-28 |
| JP2578923B2 (ja) | 1997-02-05 |
| MX166813B (es) | 1993-02-08 |
| CA1308743C (en) | 1992-10-13 |
| DE3869242D1 (de) | 1992-04-23 |
| ATE73748T1 (de) | 1992-04-15 |
| CN1031073A (zh) | 1989-02-15 |
| US4766260A (en) | 1988-08-23 |
| BR8803356A (pt) | 1989-01-24 |
| HK56792A (en) | 1992-08-07 |
| EP0298662A1 (en) | 1989-01-11 |
| AU1877188A (en) | 1989-01-12 |
| JPH01221338A (ja) | 1989-09-04 |
| KR890001916A (ko) | 1989-04-06 |
| SG54092G (en) | 1992-07-24 |
| AR244651A1 (es) | 1993-11-30 |
| AU600212B2 (en) | 1990-08-02 |
| ES2033432T3 (es) | 1993-03-16 |
| RU1799375C (ru) | 1993-02-28 |
| EP0298662B1 (en) | 1992-03-18 |
| GR3004106T3 (GUID-C5D7CC26-194C-43D0-91A1-9AE8C70A9BFF.html) | 1993-03-31 |
| EP0298662B2 (en) | 1999-08-11 |
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