DE770048T1 - Verfahren zur herstellung von 1,1,1,3,3-pentafluorpropan - Google Patents
Verfahren zur herstellung von 1,1,1,3,3-pentafluorpropanInfo
- Publication number
- DE770048T1 DE770048T1 DE0770048T DE95924777T DE770048T1 DE 770048 T1 DE770048 T1 DE 770048T1 DE 0770048 T DE0770048 T DE 0770048T DE 95924777 T DE95924777 T DE 95924777T DE 770048 T1 DE770048 T1 DE 770048T1
- Authority
- DE
- Germany
- Prior art keywords
- formula
- compound
- chcl
- pentavalent
- halide
- 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
- MSSNHSVIGIHOJA-UHFFFAOYSA-N pentafluoropropane Chemical compound FC(F)CC(F)(F)F MSSNHSVIGIHOJA-UHFFFAOYSA-N 0.000 title claims abstract 4
- 238000004519 manufacturing process Methods 0.000 title 1
- 150000001875 compounds Chemical class 0.000 claims abstract 11
- 238000003682 fluorination reaction Methods 0.000 claims abstract 7
- 239000003054 catalyst Substances 0.000 claims abstract 6
- KRHYYFGTRYWZRS-UHFFFAOYSA-N Fluorane Chemical compound F KRHYYFGTRYWZRS-UHFFFAOYSA-N 0.000 claims abstract 3
- 229910000040 hydrogen fluoride Inorganic materials 0.000 claims abstract 3
- 238000000034 method Methods 0.000 claims 10
- 150000004820 halides Chemical class 0.000 claims 4
- -1 pentavalent antimony halide Chemical class 0.000 claims 4
- 229910052785 arsenic Inorganic materials 0.000 claims 2
- 229910052758 niobium Inorganic materials 0.000 claims 2
- 239000010955 niobium Substances 0.000 claims 2
- 229910052715 tantalum Inorganic materials 0.000 claims 2
- BZHJMEDXRYGGRV-UHFFFAOYSA-N Vinyl chloride Chemical compound ClC=C BZHJMEDXRYGGRV-UHFFFAOYSA-N 0.000 claims 1
- ZDINGUUTWDGGFF-UHFFFAOYSA-N antimony(5+) Chemical compound [Sb+5] ZDINGUUTWDGGFF-UHFFFAOYSA-N 0.000 claims 1
- RQNWIZPPADIBDY-UHFFFAOYSA-N arsenic atom Chemical compound [As] RQNWIZPPADIBDY-UHFFFAOYSA-N 0.000 claims 1
- 238000006243 chemical reaction Methods 0.000 claims 1
- 239000000203 mixture Substances 0.000 claims 1
- GUCVJGMIXFAOAE-UHFFFAOYSA-N niobium atom Chemical compound [Nb] GUCVJGMIXFAOAE-UHFFFAOYSA-N 0.000 claims 1
- GUVRBAGPIYLISA-UHFFFAOYSA-N tantalum atom Chemical compound [Ta] GUVRBAGPIYLISA-UHFFFAOYSA-N 0.000 claims 1
- 239000004604 Blowing Agent Substances 0.000 abstract 1
- 239000011551 heat transfer agent Substances 0.000 abstract 1
- 239000003380 propellant Substances 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
-
- 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
- C07C17/23—Preparation of halogenated hydrocarbons by dehalogenation
-
- 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
-
- 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
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)
Claims (10)
1. Verfahren zur Herstellung von 1,1,1,3,3-Pentafluorpropan,
bei dem man:
a) eine Verbindung der Formel
CFyCl3.yCH2CHF,Cl2.lf/
CFyCl3.yCH2CHF,Cl2.lf/
worin w = 0 oder 1 und y = 0 - 3, in Gegenwart eines
Fluorierungskatalysators mit Fluorwasserstoff unter Bedingungen umsetzt, die zur Herstellung einer Verbindung
der Formel CF3CH2CF2H ausreichen.
2. Verfahren nach Anspruch 1, bei dem man den
Fluorierungskatalysator aus der Gruppe bestehend aus fünfwertigem Antimonhalogenid, fünfwertigem Niobhalogenid,
fünfwertigem Arsenhalogenid, fünfwertigem Tantalhalogenid,
fünfwertigem Antimonmischhalogenid, fünfwertigem Niobmischhalogenid, fünfwertigem Arsenmischhalogenid,
fünfwertigem Tantalmischhalogenid und deren Gemischen auswählt.
3. Verfahren nach Anspruch 2, bei dem man einen
Fluorierungskatalysator der Formel SbClnF5.a, worin &eegr; für
0 bis 5 steht, einsetzt.
4. Verfahren nach Anspruch 2, bei dem man die
Verbindung der Formel CFyCl3.yCH2CHF,Cl2.w aus der Gruppe
bestehend aus CCl3CH2CHCl2, CF3CH2CHCl2, CFCl2CH2CHCl2,
CF2CICH2CHCl2, CFCI2CH2CHCIf, CF2CICh2CHFCI und CF3CH2CHFCl
auswählt.
5. Verfahren nach Anspruch 2, bei dem man als
Verbindung der Formel CFyCl3_yCH2CHFwCl2_w CCl3CH2CHCl2
einsetzt.
6. Verfahren nach Anspruch 1, bei dem man die 0 umsetzung bei einer Temperatur von etwa 50 bis etwa 1750C
durchführt.
017004
7. Verfahren nach Anpruch 1, bei dem man KF in einer
Menge von etwa dem 1- bis etwa dem 15 fachen der stöchiometrisehen
HF-Menge gegenüber der Verbindung der Formel CFyCl3_yCH2CHFwCl2_w einsetzt.
8. Verfahren nach Anspruch 7, bei dem man den Fluorierungskatalysator in einer Menge von etwa 5 bis
etwa 50 Gew.-%, bezogen auf die Menge der Verbindung der Formel CFyCl3.irCH2CHFwCl2.w, einsetzt.
9. Verfahren zur Herstellung von 1,1,1,3,3-Pentafluorpropan,
bei dem man:
a) CCl4 und Vinylchlorid unter Bedingungen
umsetzt, die zur Herstellung einer Verbindung der Formel CCl3CH2CHCl2 ausreichen; und
b) eine Verbindung der Formel CCl3CH2CHCl2 in
Gegenwart eines Fluorxerungskatalysators mit Fluorwasserstoff zu einer Verbindung der Formel CF3CH2CF2H umsetzt.
10. Verfahren nach Anspruch 9, bei dem man vor Schritt b CCl3CH2CHCl2 isoliert.
Applications Claiming Priority (2)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
US27355394A | 1994-07-11 | 1994-07-11 | |
PCT/US1995/008404 WO1996001797A1 (en) | 1994-07-11 | 1995-07-05 | Process for the manufacture of 1,1,1,3,3-pentafluoropropane |
Publications (1)
Publication Number | Publication Date |
---|---|
DE770048T1 true DE770048T1 (de) | 1998-01-02 |
Family
ID=23044411
Family Applications (2)
Application Number | Title | Priority Date | Filing Date |
---|---|---|---|
DE69507034T Expired - Lifetime DE69507034C5 (de) | 1994-07-11 | 1995-07-05 | Verfahren zur herstellung von 1,1,1,3,3-pentafluorpropan |
DE0770048T Pending DE770048T1 (de) | 1994-07-11 | 1995-07-05 | Verfahren zur herstellung von 1,1,1,3,3-pentafluorpropan |
Family Applications Before (1)
Application Number | Title | Priority Date | Filing Date |
---|---|---|---|
DE69507034T Expired - Lifetime DE69507034C5 (de) | 1994-07-11 | 1995-07-05 | Verfahren zur herstellung von 1,1,1,3,3-pentafluorpropan |
Country Status (15)
Country | Link |
---|---|
US (1) | US5574192A (de) |
EP (1) | EP0770048B1 (de) |
JP (1) | JP2818035B2 (de) |
KR (1) | KR100240375B1 (de) |
CN (1) | CN1063736C (de) |
AT (1) | ATE175180T1 (de) |
AU (1) | AU688925B2 (de) |
BR (1) | BR9508233A (de) |
CZ (1) | CZ7197A3 (de) |
DE (2) | DE69507034C5 (de) |
DK (1) | DK0770048T3 (de) |
ES (1) | ES2104521T3 (de) |
GR (2) | GR970300031T1 (de) |
HU (1) | HUT75954A (de) |
WO (1) | WO1996001797A1 (de) |
Families Citing this family (103)
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FR2740132B1 (fr) | 1995-10-23 | 1997-12-19 | Solvay | Procede pour la preparation de 1,1,1,3,3-pentafluoropropane |
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US6316681B1 (en) | 1996-03-05 | 2001-11-13 | Central Glass Company, Limited | Method for producing 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 |
US5817893A (en) * | 1996-06-18 | 1998-10-06 | E. I. Du Pont De Nemours And Company | Processes for the manufacture and purification of 1,1,2,2,3,3,4,4-octafluorobutane and by-products |
US6111150A (en) * | 1996-06-20 | 2000-08-29 | Central Glass Company, Limited | Method for producing 1,1,1,3,3,-pentafluoropropane |
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US8519200B1 (en) * | 2012-02-23 | 2013-08-27 | Honeywell International Inc. | Azeotropic compositions of 1,1,3,3-tetrachloro-1-fluoropropane and hydrogen fluoride |
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 |
US9272969B2 (en) * | 2013-03-13 | 2016-03-01 | Honeywell International Inc. | Azeotropic compositions of 1,3,3-trichloro-1,1-difluoropropane and hydrogen fluoride |
US9162947B2 (en) | 2013-03-15 | 2015-10-20 | Honeywell International Inc. | High temperature isomerization of (E)-1-chloro-3,3,3-trifluoropropene to (Z)-1-chloro-3,3,3-trifluoropropene |
CN103626625B (zh) * | 2013-08-29 | 2015-09-23 | 巨化集团技术中心 | 一种1,1,1,3,3-五氟丙烷的制备方法 |
US20160332935A1 (en) * | 2015-05-12 | 2016-11-17 | Honeywell International Inc. | Integrated Process for Making HCFO-1233zd and HFC-245fa |
JP6826280B2 (ja) | 2016-01-15 | 2021-02-03 | セントラル硝子株式会社 | トランス−1−クロロ−3,3,3−トリフルオロプロペンの製造方法 |
CA3110479A1 (en) | 2018-08-24 | 2020-02-27 | Honeywell International Inc. | Processes for producing trifluoroiodomethane and trifluoroacetyl iodide |
MX2021002101A (es) | 2018-08-24 | 2021-04-28 | Honeywell Int Inc | Procesos para producir trifluoroyodometano. |
US11554956B2 (en) | 2019-04-16 | 2023-01-17 | Honeywell International Inc. | Integrated process and catalysts for manufacturing hydrogen iodide from hydrogen and iodine |
US11274069B2 (en) | 2020-08-13 | 2022-03-15 | L'Air Liquide, Société Anonyme pour l'Etude et l'Exploitation des Procédés Georges Claude | Mono-substituted cyclopentadienes and metal cyclopentadienyl complexes and synthesis methods thereof |
US20230234901A1 (en) * | 2022-01-26 | 2023-07-27 | Honeywell International Inc. | Preparation of an improved composition from 1-chloro-3,3,3-trifluoropropene (hfo-1233zd) high boiling residue by-product |
Family Cites Families (11)
Publication number | Priority date | Publication date | Assignee | Title |
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CA684687A (en) * | 1964-04-21 | B. Smith Lee | Manufacture of halopropane | |
US2560838A (en) * | 1947-01-24 | 1951-07-17 | Arnold Robert Charles | Preparation of fluorine compounds |
US2942036A (en) * | 1957-12-13 | 1960-06-21 | Allied Chem | Manufacture of halopropane |
GB920855A (en) * | 1960-05-08 | 1963-03-13 | Aharon Katchalsky | A process for the preparation of telomers or adducts |
BE622938A (de) * | 1961-09-28 | |||
US4078007A (en) * | 1975-10-03 | 1978-03-07 | Halocarbon Products Corporation | Fluorine substitution in 1,1,1-trihalomethanes |
US4967024A (en) * | 1988-06-23 | 1990-10-30 | E. I. Du Pont De Nemours And Company | Catalyzed hydrofluorination process |
DE69029290T2 (de) * | 1989-02-02 | 1997-04-03 | Asahi Glass Co Ltd | Verfahren zur herstellung eines 2,2-difluorpropans |
US5202509A (en) * | 1989-09-01 | 1993-04-13 | Societe Atochem | Catalysts for liquid phase fluorination |
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. |
US5395997A (en) * | 1993-07-29 | 1995-03-07 | Alliedsignal Inc. | Process for the preparation of hydrofluorocarbons having 3 to 7 carbon atoms |
-
1995
- 1995-07-05 KR KR1019970700157A patent/KR100240375B1/ko not_active IP Right Cessation
- 1995-07-05 BR BR9508233A patent/BR9508233A/pt not_active Application Discontinuation
- 1995-07-05 DE DE69507034T patent/DE69507034C5/de not_active Expired - Lifetime
- 1995-07-05 DK DK95924777T patent/DK0770048T3/da active
- 1995-07-05 ES ES95924777T patent/ES2104521T3/es not_active Expired - Lifetime
- 1995-07-05 EP EP95924777A patent/EP0770048B1/de not_active Expired - Lifetime
- 1995-07-05 AT AT95924777T patent/ATE175180T1/de active
- 1995-07-05 HU HU9700083A patent/HUT75954A/hu unknown
- 1995-07-05 AU AU29160/95A patent/AU688925B2/en not_active Expired
- 1995-07-05 JP JP8504369A patent/JP2818035B2/ja not_active Expired - Lifetime
- 1995-07-05 CZ CZ9771A patent/CZ7197A3/cs unknown
- 1995-07-05 DE DE0770048T patent/DE770048T1/de active Pending
- 1995-07-05 WO PCT/US1995/008404 patent/WO1996001797A1/en not_active Application Discontinuation
- 1995-07-05 CN CN95194097A patent/CN1063736C/zh not_active Expired - Lifetime
- 1995-08-25 US US08/519,857 patent/US5574192A/en not_active Expired - Lifetime
-
1997
- 1997-09-30 GR GR970300031T patent/GR970300031T1/el unknown
-
1999
- 1999-03-26 GR GR990400899T patent/GR3029809T3/el unknown
Also Published As
Publication number | Publication date |
---|---|
EP0770048A1 (de) | 1997-05-02 |
ATE175180T1 (de) | 1999-01-15 |
DK0770048T3 (da) | 1999-08-30 |
GR970300031T1 (en) | 1997-09-30 |
US5574192A (en) | 1996-11-12 |
DE69507034C5 (de) | 2009-04-30 |
CN1063736C (zh) | 2001-03-28 |
ES2104521T3 (es) | 1999-05-01 |
DE69507034T2 (de) | 1999-07-01 |
WO1996001797A1 (en) | 1996-01-25 |
BR9508233A (pt) | 1998-05-19 |
KR100240375B1 (ko) | 2000-01-15 |
KR970704649A (ko) | 1997-09-06 |
JPH09508138A (ja) | 1997-08-19 |
JP2818035B2 (ja) | 1998-10-30 |
CZ7197A3 (cs) | 1998-02-18 |
CN1152904A (zh) | 1997-06-25 |
GR3029809T3 (en) | 1999-06-30 |
ES2104521T1 (es) | 1997-10-16 |
AU2916095A (en) | 1996-02-09 |
EP0770048B1 (de) | 1998-12-30 |
AU688925B2 (en) | 1998-03-19 |
DE69507034D1 (de) | 1999-02-11 |
HUT75954A (en) | 1997-05-28 |
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