JP2002502834A - ヘプタフルオロプロパンの製造 - Google Patents
ヘプタフルオロプロパンの製造Info
- Publication number
- JP2002502834A JP2002502834A JP2000530485A JP2000530485A JP2002502834A JP 2002502834 A JP2002502834 A JP 2002502834A JP 2000530485 A JP2000530485 A JP 2000530485A JP 2000530485 A JP2000530485 A JP 2000530485A JP 2002502834 A JP2002502834 A JP 2002502834A
- Authority
- JP
- Japan
- Prior art keywords
- hcl
- hcfc
- hfc
- stream
- gas phase
- 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.)
- Pending
Links
- 238000004519 manufacturing process Methods 0.000 title abstract description 12
- UKACHOXRXFQJFN-UHFFFAOYSA-N heptafluoropropane Chemical compound FC(F)C(F)(F)C(F)(F)F UKACHOXRXFQJFN-UHFFFAOYSA-N 0.000 title abstract 2
- 238000000034 method Methods 0.000 claims abstract description 48
- PNLQPWWBHXMFCA-UHFFFAOYSA-N 2-chloroprop-1-ene Chemical compound CC(Cl)=C PNLQPWWBHXMFCA-UHFFFAOYSA-N 0.000 claims abstract description 6
- BKWAVXQSZLEURV-UHFFFAOYSA-N 2-chloro-1,1,1,3,3,3-hexafluoropropane Chemical compound FC(F)(F)C(Cl)C(F)(F)F BKWAVXQSZLEURV-UHFFFAOYSA-N 0.000 claims description 49
- 238000004821 distillation Methods 0.000 claims description 34
- 239000003054 catalyst Substances 0.000 claims description 29
- 238000003682 fluorination reaction Methods 0.000 claims description 27
- 239000012071 phase Substances 0.000 claims description 24
- 239000007791 liquid phase Substances 0.000 claims description 13
- 150000004820 halides Chemical class 0.000 claims description 9
- 238000000926 separation method Methods 0.000 claims description 8
- 229910001507 metal halide Inorganic materials 0.000 claims description 7
- 229910044991 metal oxide Inorganic materials 0.000 claims description 7
- 150000004706 metal oxides Chemical class 0.000 claims description 7
- QSSVZVNYQIGOJR-UHFFFAOYSA-N 1,1,2-trichloro-3,3,3-trifluoroprop-1-ene Chemical compound FC(F)(F)C(Cl)=C(Cl)Cl QSSVZVNYQIGOJR-UHFFFAOYSA-N 0.000 claims description 6
- 239000007858 starting material Substances 0.000 claims description 6
- QDOXWKRWXJOMAK-UHFFFAOYSA-N dichromium trioxide Chemical compound O=[Cr]O[Cr]=O QDOXWKRWXJOMAK-UHFFFAOYSA-N 0.000 claims description 5
- 229910003455 mixed metal oxide Inorganic materials 0.000 claims description 4
- 239000000203 mixture Substances 0.000 claims description 4
- PNEYBMLMFCGWSK-UHFFFAOYSA-N aluminium oxide Inorganic materials [O-2].[O-2].[O-2].[Al+3].[Al+3] PNEYBMLMFCGWSK-UHFFFAOYSA-N 0.000 claims description 3
- OKTJSMMVPCPJKN-UHFFFAOYSA-N Carbon Chemical compound [C] OKTJSMMVPCPJKN-UHFFFAOYSA-N 0.000 claims description 2
- 229910052787 antimony Inorganic materials 0.000 claims description 2
- WATWJIUSRGPENY-UHFFFAOYSA-N antimony atom Chemical group [Sb] WATWJIUSRGPENY-UHFFFAOYSA-N 0.000 claims description 2
- 229910052799 carbon Inorganic materials 0.000 claims description 2
- 238000001035 drying Methods 0.000 claims description 2
- VFDYKPARTDCDCU-UHFFFAOYSA-N hexachloropropene Chemical compound ClC(Cl)=C(Cl)C(Cl)(Cl)Cl VFDYKPARTDCDCU-UHFFFAOYSA-N 0.000 claims description 2
- 229910052751 metal Inorganic materials 0.000 claims description 2
- 239000002184 metal Substances 0.000 claims description 2
- 229910052758 niobium Inorganic materials 0.000 claims description 2
- 239000010955 niobium Substances 0.000 claims description 2
- GUCVJGMIXFAOAE-UHFFFAOYSA-N niobium atom Chemical compound [Nb] GUCVJGMIXFAOAE-UHFFFAOYSA-N 0.000 claims description 2
- 239000011541 reaction mixture Substances 0.000 claims description 2
- 229910052715 tantalum Inorganic materials 0.000 claims description 2
- GUVRBAGPIYLISA-UHFFFAOYSA-N tantalum atom Chemical compound [Ta] GUVRBAGPIYLISA-UHFFFAOYSA-N 0.000 claims description 2
- YCKRFDGAMUMZLT-UHFFFAOYSA-N Fluorine atom Chemical compound [F] YCKRFDGAMUMZLT-UHFFFAOYSA-N 0.000 claims 1
- 229910052731 fluorine Inorganic materials 0.000 claims 1
- 239000011737 fluorine Substances 0.000 claims 1
- 150000005309 metal halides Chemical class 0.000 claims 1
- NEHMKBQYUWJMIP-UHFFFAOYSA-N chloromethane Chemical compound ClC NEHMKBQYUWJMIP-UHFFFAOYSA-N 0.000 abstract description 3
- 239000002994 raw material Substances 0.000 abstract description 2
- 238000007039 two-step reaction Methods 0.000 abstract 1
- 238000006243 chemical reaction Methods 0.000 description 27
- 239000007789 gas Substances 0.000 description 25
- 239000002243 precursor Substances 0.000 description 10
- 239000000047 product Substances 0.000 description 10
- KRHYYFGTRYWZRS-UHFFFAOYSA-N Fluorane Chemical compound F KRHYYFGTRYWZRS-UHFFFAOYSA-N 0.000 description 6
- 229910000040 hydrogen fluoride Inorganic materials 0.000 description 6
- QQAHAGNPDBPSJP-UHFFFAOYSA-N 1,1,1,2,2,3,3,3-octachloropropane Chemical compound ClC(Cl)(Cl)C(Cl)(Cl)C(Cl)(Cl)Cl QQAHAGNPDBPSJP-UHFFFAOYSA-N 0.000 description 4
- OWXJKYNZGFSVRC-NSCUHMNNSA-N (e)-1-chloroprop-1-ene Chemical compound C\C=C\Cl OWXJKYNZGFSVRC-NSCUHMNNSA-N 0.000 description 3
- YFMFNYKEUDLDTL-UHFFFAOYSA-N 1,1,1,2,3,3,3-heptafluoropropane Chemical compound FC(F)(F)C(F)C(F)(F)F YFMFNYKEUDLDTL-UHFFFAOYSA-N 0.000 description 3
- XEEYBQQBJWHFJM-UHFFFAOYSA-N Iron Chemical compound [Fe] XEEYBQQBJWHFJM-UHFFFAOYSA-N 0.000 description 2
- PXHVJJICTQNCMI-UHFFFAOYSA-N Nickel Chemical compound [Ni] PXHVJJICTQNCMI-UHFFFAOYSA-N 0.000 description 2
- ATUOYWHBWRKTHZ-UHFFFAOYSA-N Propane Chemical class CCC ATUOYWHBWRKTHZ-UHFFFAOYSA-N 0.000 description 2
- QQONPFPTGQHPMA-UHFFFAOYSA-N Propene Chemical class CC=C QQONPFPTGQHPMA-UHFFFAOYSA-N 0.000 description 2
- 150000008280 chlorinated hydrocarbons Chemical class 0.000 description 2
- 230000000052 comparative effect Effects 0.000 description 2
- 235000013849 propane Nutrition 0.000 description 2
- 239000003380 propellant Substances 0.000 description 2
- LWLBLAAPXGGJGY-UHFFFAOYSA-N 1,1,1,2-tetrachloro-3,3,3-trifluoropropane Chemical compound FC(F)(F)C(Cl)C(Cl)(Cl)Cl LWLBLAAPXGGJGY-UHFFFAOYSA-N 0.000 description 1
- WFHFXEYKXJKYMG-UHFFFAOYSA-N 1,1,2-trichloro-1,3,3,3-tetrafluoropropane Chemical compound FC(F)(F)C(Cl)C(F)(Cl)Cl WFHFXEYKXJKYMG-UHFFFAOYSA-N 0.000 description 1
- NQHJUBBYBWWBMJ-UHFFFAOYSA-N 1,2,3,3,3-pentachloro-1-fluoroprop-1-ene Chemical compound FC(Cl)=C(Cl)C(Cl)(Cl)Cl NQHJUBBYBWWBMJ-UHFFFAOYSA-N 0.000 description 1
- BZYWVHRIHAFTHL-UHFFFAOYSA-N 2,3,3,3-tetrachloro-1,1-difluoroprop-1-ene Chemical compound FC(F)=C(Cl)C(Cl)(Cl)Cl BZYWVHRIHAFTHL-UHFFFAOYSA-N 0.000 description 1
- KJGXPVLCSICDQG-UHFFFAOYSA-N 2-chloro-1,1,1,2,3,3,3-heptafluoropropane Chemical compound FC(F)(F)C(F)(Cl)C(F)(F)F KJGXPVLCSICDQG-UHFFFAOYSA-N 0.000 description 1
- COAUHYBSXMIJDK-UHFFFAOYSA-N 3,3-dichloro-1,1,1,2,2-pentafluoropropane Chemical class FC(F)(F)C(F)(F)C(Cl)Cl COAUHYBSXMIJDK-UHFFFAOYSA-N 0.000 description 1
- 239000007848 Bronsted acid Substances 0.000 description 1
- FYYHWMGAXLPEAU-UHFFFAOYSA-N Magnesium Chemical compound [Mg] FYYHWMGAXLPEAU-UHFFFAOYSA-N 0.000 description 1
- CBENFWSGALASAD-UHFFFAOYSA-N Ozone Chemical compound [O-][O+]=O CBENFWSGALASAD-UHFFFAOYSA-N 0.000 description 1
- 101100219325 Phaseolus vulgaris BA13 gene Proteins 0.000 description 1
- ATJFFYVFTNAWJD-UHFFFAOYSA-N Tin Chemical compound [Sn] ATJFFYVFTNAWJD-UHFFFAOYSA-N 0.000 description 1
- RTAQQCXQSZGOHL-UHFFFAOYSA-N Titanium Chemical compound [Ti] RTAQQCXQSZGOHL-UHFFFAOYSA-N 0.000 description 1
- HCHKCACWOHOZIP-UHFFFAOYSA-N Zinc Chemical compound [Zn] HCHKCACWOHOZIP-UHFFFAOYSA-N 0.000 description 1
- 239000000443 aerosol Substances 0.000 description 1
- 125000000217 alkyl group Chemical group 0.000 description 1
- 150000001412 amines Chemical class 0.000 description 1
- 230000009286 beneficial effect Effects 0.000 description 1
- 238000009835 boiling Methods 0.000 description 1
- 239000006227 byproduct Substances 0.000 description 1
- KYKAJFCTULSVSH-UHFFFAOYSA-N chloro(fluoro)methane Chemical class F[C]Cl KYKAJFCTULSVSH-UHFFFAOYSA-N 0.000 description 1
- 238000001816 cooling Methods 0.000 description 1
- 238000006298 dechlorination reaction Methods 0.000 description 1
- 230000002950 deficient Effects 0.000 description 1
- 230000000694 effects Effects 0.000 description 1
- 239000012025 fluorinating agent Substances 0.000 description 1
- 238000010574 gas phase reaction Methods 0.000 description 1
- 239000007792 gaseous phase Substances 0.000 description 1
- HCDGVLDPFQMKDK-UHFFFAOYSA-N hexafluoropropylene Chemical compound FC(F)=C(F)C(F)(F)F HCDGVLDPFQMKDK-UHFFFAOYSA-N 0.000 description 1
- 229910052739 hydrogen Inorganic materials 0.000 description 1
- 239000001257 hydrogen Substances 0.000 description 1
- 125000004435 hydrogen atom Chemical class [H]* 0.000 description 1
- 229910052742 iron Inorganic materials 0.000 description 1
- 239000011968 lewis acid catalyst Substances 0.000 description 1
- 239000007788 liquid Substances 0.000 description 1
- 231100000053 low toxicity Toxicity 0.000 description 1
- 229910052749 magnesium Inorganic materials 0.000 description 1
- 239000011777 magnesium Substances 0.000 description 1
- SNMVRZFUUCLYTO-UHFFFAOYSA-N n-propyl chloride Chemical compound CCCCl SNMVRZFUUCLYTO-UHFFFAOYSA-N 0.000 description 1
- 229910052759 nickel Inorganic materials 0.000 description 1
- 239000002245 particle Substances 0.000 description 1
- 239000008188 pellet Substances 0.000 description 1
- 238000005057 refrigeration Methods 0.000 description 1
- 239000010936 titanium Substances 0.000 description 1
- 229910052719 titanium Inorganic materials 0.000 description 1
- 229910052725 zinc Inorganic materials 0.000 description 1
- 239000011701 zinc Substances 0.000 description 1
Classifications
-
- 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
- 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
- C07C17/21—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)
- 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 |
|---|---|---|---|
| GB9802487.0 | 1998-02-06 | ||
| GBGB9802487.0A GB9802487D0 (en) | 1998-02-06 | 1998-02-06 | Production of heptafluoropane |
| PCT/GB1999/000175 WO1999040053A1 (fr) | 1998-02-06 | 1999-01-19 | Production d'heptafluoropropane |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| JP2002502834A true JP2002502834A (ja) | 2002-01-29 |
Family
ID=10826531
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| JP2000530485A Pending JP2002502834A (ja) | 1998-02-06 | 1999-01-19 | ヘプタフルオロプロパンの製造 |
Country Status (7)
| Country | Link |
|---|---|
| EP (1) | EP1051377A1 (fr) |
| JP (1) | JP2002502834A (fr) |
| AR (1) | AR018067A1 (fr) |
| AU (1) | AU2287199A (fr) |
| GB (1) | GB9802487D0 (fr) |
| WO (1) | WO1999040053A1 (fr) |
| ZA (1) | ZA99531B (fr) |
Families Citing this family (2)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US6235950B1 (en) * | 1999-12-22 | 2001-05-22 | Honeywell International | Method of making hydrofluorocarbons |
| CN102617268B (zh) * | 2012-02-28 | 2014-02-05 | 张超智 | 气相催化氟化制备七氟丙烷 |
Family Cites Families (4)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US2637747A (en) * | 1948-01-23 | 1953-05-05 | Purdue Research Foundation | Fluorination |
| DE4004495A1 (de) * | 1990-02-14 | 1991-08-22 | Bayer Ag | Verfahren zur herstellung von 1,1,1,3,3,3-hexafluorpropan und 2-chlor-1,1,1,3,3,3-hexafluorpropan |
| JP3213929B2 (ja) * | 1994-07-14 | 2001-10-02 | ダイキン工業株式会社 | １，１，１，２，３，３，３−ヘプタフルオロプロパンの製造方法 |
| CN1102920C (zh) * | 1996-04-10 | 2003-03-12 | 纳幕尔杜邦公司 | 含有末端碳氟的卤代丙烷的制备方法 |
-
1998
- 1998-02-06 GB GBGB9802487.0A patent/GB9802487D0/en not_active Ceased
-
1999
- 1999-01-19 EP EP99902652A patent/EP1051377A1/fr not_active Withdrawn
- 1999-01-19 WO PCT/GB1999/000175 patent/WO1999040053A1/fr not_active Application Discontinuation
- 1999-01-19 JP JP2000530485A patent/JP2002502834A/ja active Pending
- 1999-01-19 AU AU22871/99A patent/AU2287199A/en not_active Abandoned
- 1999-01-25 ZA ZA9900531A patent/ZA99531B/xx unknown
- 1999-02-05 AR ARP990100484A patent/AR018067A1/es unknown
Also Published As
| Publication number | Publication date |
|---|---|
| WO1999040053A1 (fr) | 1999-08-12 |
| AU2287199A (en) | 1999-08-23 |
| AR018067A1 (es) | 2001-10-31 |
| GB9802487D0 (en) | 1998-04-01 |
| EP1051377A1 (fr) | 2000-11-15 |
| ZA99531B (en) | 1999-08-06 |
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