DE1593063A1 - Verbessertes Verfahren zur Herstellung fluorierter organischer Verbindungen durch Fluorierung aliphatischer Kohlenwasserstoffe in der Dampfphase - Google Patents
Verbessertes Verfahren zur Herstellung fluorierter organischer Verbindungen durch Fluorierung aliphatischer Kohlenwasserstoffe in der DampfphaseInfo
- Publication number
- DE1593063A1 DE1593063A1 DE19661593063 DE1593063A DE1593063A1 DE 1593063 A1 DE1593063 A1 DE 1593063A1 DE 19661593063 DE19661593063 DE 19661593063 DE 1593063 A DE1593063 A DE 1593063A DE 1593063 A1 DE1593063 A1 DE 1593063A1
- Authority
- DE
- Germany
- Prior art keywords
- catalyst
- fluorinated
- aliphatic hydrocarbons
- hydrocarbon
- mixture
- 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
- 238000000034 method Methods 0.000 title claims description 18
- 150000001338 aliphatic hydrocarbons Chemical class 0.000 title claims description 10
- 238000004519 manufacturing process Methods 0.000 title claims description 7
- 239000012808 vapor phase Substances 0.000 title claims description 5
- 150000004812 organic fluorine compounds Chemical class 0.000 title description 4
- 239000003054 catalyst Substances 0.000 claims description 21
- 239000000203 mixture Substances 0.000 claims description 20
- 239000000460 chlorine Substances 0.000 claims description 19
- QVGXLLKOCUKJST-UHFFFAOYSA-N atomic oxygen Chemical compound [O] QVGXLLKOCUKJST-UHFFFAOYSA-N 0.000 claims description 12
- 239000001301 oxygen Substances 0.000 claims description 12
- 229910052760 oxygen Inorganic materials 0.000 claims description 12
- 229930195733 hydrocarbon Natural products 0.000 claims description 11
- 150000002430 hydrocarbons Chemical class 0.000 claims description 11
- 239000004215 Carbon black (E152) Substances 0.000 claims description 8
- ZAMOUSCENKQFHK-UHFFFAOYSA-N Chlorine atom Chemical compound [Cl] ZAMOUSCENKQFHK-UHFFFAOYSA-N 0.000 claims description 7
- 229910052801 chlorine Inorganic materials 0.000 claims description 7
- 239000007795 chemical reaction product Substances 0.000 claims description 6
- 125000004432 carbon atom Chemical group C* 0.000 claims description 5
- KRHYYFGTRYWZRS-UHFFFAOYSA-N Fluorane Chemical compound F KRHYYFGTRYWZRS-UHFFFAOYSA-N 0.000 claims description 4
- 238000003682 fluorination reaction Methods 0.000 claims description 4
- 150000002894 organic compounds Chemical class 0.000 claims description 4
- 239000011541 reaction mixture Substances 0.000 claims description 4
- 238000005660 chlorination reaction Methods 0.000 claims description 2
- DNXHEGUUPJUMQT-CBZIJGRNSA-N Estrone Chemical compound OC1=CC=C2[C@H]3CC[C@](C)(C(CC4)=O)[C@@H]4[C@@H]3CCC2=C1 DNXHEGUUPJUMQT-CBZIJGRNSA-N 0.000 claims 1
- 241000158147 Sator Species 0.000 claims 1
- 125000001931 aliphatic group Chemical group 0.000 claims 1
- 239000011949 solid catalyst Substances 0.000 claims 1
- 238000006243 chemical reaction Methods 0.000 description 17
- 239000000047 product Substances 0.000 description 8
- 150000001875 compounds Chemical class 0.000 description 7
- 238000009835 boiling Methods 0.000 description 5
- 150000008282 halocarbons Chemical class 0.000 description 5
- -1 chloro fluorinated organic compounds Chemical class 0.000 description 4
- 238000010924 continuous production Methods 0.000 description 3
- 238000002474 experimental method Methods 0.000 description 3
- XEEYBQQBJWHFJM-UHFFFAOYSA-N iron Substances [Fe] XEEYBQQBJWHFJM-UHFFFAOYSA-N 0.000 description 3
- PNEYBMLMFCGWSK-UHFFFAOYSA-N aluminium oxide Inorganic materials [O-2].[O-2].[O-2].[Al+3].[Al+3] PNEYBMLMFCGWSK-UHFFFAOYSA-N 0.000 description 2
- TZCXTZWJZNENPQ-UHFFFAOYSA-L barium sulfate Chemical compound [Ba+2].[O-]S([O-])(=O)=O TZCXTZWJZNENPQ-UHFFFAOYSA-L 0.000 description 2
- 229910052799 carbon Inorganic materials 0.000 description 2
- 230000003197 catalytic effect Effects 0.000 description 2
- 238000010586 diagram Methods 0.000 description 2
- 238000000605 extraction Methods 0.000 description 2
- 239000008246 gaseous mixture Substances 0.000 description 2
- 238000010438 heat treatment Methods 0.000 description 2
- 229910052742 iron Inorganic materials 0.000 description 2
- VNWKTOKETHGBQD-UHFFFAOYSA-N methane Chemical compound C VNWKTOKETHGBQD-UHFFFAOYSA-N 0.000 description 2
- 238000002156 mixing Methods 0.000 description 2
- 238000002360 preparation method Methods 0.000 description 2
- 239000000126 substance Substances 0.000 description 2
- OKTJSMMVPCPJKN-UHFFFAOYSA-N Carbon Chemical compound [C] OKTJSMMVPCPJKN-UHFFFAOYSA-N 0.000 description 1
- BCBIXNWEWWQJST-UHFFFAOYSA-N ClICl Chemical compound ClICl BCBIXNWEWWQJST-UHFFFAOYSA-N 0.000 description 1
- 241000270281 Coluber constrictor Species 0.000 description 1
- VGGSQFUCUMXWEO-UHFFFAOYSA-N Ethene Chemical compound C=C VGGSQFUCUMXWEO-UHFFFAOYSA-N 0.000 description 1
- 239000005977 Ethylene Substances 0.000 description 1
- PXGOKWXKJXAPGV-UHFFFAOYSA-N Fluorine Chemical compound FF PXGOKWXKJXAPGV-UHFFFAOYSA-N 0.000 description 1
- 229910052776 Thorium Inorganic materials 0.000 description 1
- XSTXAVWGXDQKEL-UHFFFAOYSA-N Trichloroethylene Chemical group ClC=C(Cl)Cl XSTXAVWGXDQKEL-UHFFFAOYSA-N 0.000 description 1
- 238000005299 abrasion Methods 0.000 description 1
- HSFWRNGVRCDJHI-UHFFFAOYSA-N alpha-acetylene Natural products C#C HSFWRNGVRCDJHI-UHFFFAOYSA-N 0.000 description 1
- 229910052782 aluminium Inorganic materials 0.000 description 1
- 125000004429 atom Chemical group 0.000 description 1
- 230000015572 biosynthetic process Effects 0.000 description 1
- 229910052797 bismuth Inorganic materials 0.000 description 1
- 239000006227 byproduct Substances 0.000 description 1
- 150000001721 carbon Chemical class 0.000 description 1
- 150000001805 chlorine compounds Chemical class 0.000 description 1
- 229910052804 chromium Inorganic materials 0.000 description 1
- 238000004939 coking Methods 0.000 description 1
- 229910052802 copper Inorganic materials 0.000 description 1
- 239000003085 diluting agent Substances 0.000 description 1
- 238000004090 dissolution Methods 0.000 description 1
- 238000004821 distillation Methods 0.000 description 1
- 230000000694 effects Effects 0.000 description 1
- 239000003344 environmental pollutant Substances 0.000 description 1
- 125000002534 ethynyl group Chemical group [H]C#C* 0.000 description 1
- 229910052731 fluorine Inorganic materials 0.000 description 1
- 239000011737 fluorine Substances 0.000 description 1
- 150000002222 fluorine compounds Chemical class 0.000 description 1
- OQZCSNDVOWYALR-UHFFFAOYSA-N flurochloridone Chemical compound FC(F)(F)C1=CC=CC(N2C(C(Cl)C(CCl)C2)=O)=C1 OQZCSNDVOWYALR-UHFFFAOYSA-N 0.000 description 1
- 229910052733 gallium Inorganic materials 0.000 description 1
- 239000007789 gas Substances 0.000 description 1
- 239000000543 intermediate Substances 0.000 description 1
- 238000002386 leaching Methods 0.000 description 1
- 229910052745 lead Inorganic materials 0.000 description 1
- 239000007788 liquid Substances 0.000 description 1
- 229910052759 nickel Inorganic materials 0.000 description 1
- 210000000056 organ Anatomy 0.000 description 1
- TWNQGVIAIRXVLR-UHFFFAOYSA-N oxo(oxoalumanyloxy)alumane Chemical compound O=[Al]O[Al]=O TWNQGVIAIRXVLR-UHFFFAOYSA-N 0.000 description 1
- 229910052763 palladium Inorganic materials 0.000 description 1
- 231100000719 pollutant Toxicity 0.000 description 1
- 150000003839 salts Chemical class 0.000 description 1
- 229920006395 saturated elastomer Polymers 0.000 description 1
- 239000007858 starting material Substances 0.000 description 1
- 229910052720 vanadium Inorganic materials 0.000 description 1
- 238000005406 washing Methods 0.000 description 1
- 229910052725 zinc Inorganic materials 0.000 description 1
- 229910052726 zirconium Inorganic materials 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
- C07C17/10—Preparation of halogenated hydrocarbons by replacement by halogens of hydrogen atoms
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
- Paints Or Removers (AREA)
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| IT2048165 | 1965-09-14 |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| DE1593063A1 true DE1593063A1 (de) | 1970-07-30 |
Family
ID=11167582
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| DE19661593063 Pending DE1593063A1 (de) | 1965-09-14 | 1966-08-12 | Verbessertes Verfahren zur Herstellung fluorierter organischer Verbindungen durch Fluorierung aliphatischer Kohlenwasserstoffe in der Dampfphase |
Country Status (10)
| Country | Link |
|---|---|
| US (1) | US3476817A (OSRAM) |
| BE (1) | BE685652A (OSRAM) |
| CH (1) | CH481854A (OSRAM) |
| DE (1) | DE1593063A1 (OSRAM) |
| DK (1) | DK115616B (OSRAM) |
| GB (1) | GB1113658A (OSRAM) |
| LU (1) | LU51926A1 (OSRAM) |
| NL (1) | NL148035B (OSRAM) |
| NO (1) | NO124106B (OSRAM) |
| SE (1) | SE348722B (OSRAM) |
Families Citing this family (16)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| BE790121A (fr) * | 1971-10-15 | 1973-02-01 | Degussa | Catalyseurs pour la preparation de pyridine et de 3-methylpyridine |
| US4003849A (en) * | 1974-11-25 | 1977-01-18 | Phillips Petroleum Company | Lead/chloride/alumina isomerization catalyst for gasoline |
| US4060555A (en) * | 1975-12-22 | 1977-11-29 | Allied Chemical Corporation | Process for the production of chlorofluorinated aliphatic ketones |
| JPS5278801A (en) * | 1975-12-22 | 1977-07-02 | Allied Chem | Process for preparing organic chlorofluoride compounds |
| US4012453A (en) * | 1975-12-22 | 1977-03-15 | Allied Chemical Corporation | Process for the production of chlorofluorinated aromatic hydrocarbons |
| US4052468A (en) * | 1975-12-22 | 1977-10-04 | Allied Chemical Corporation | Process for the production of chlorofluorinated cycloaliphatic hydrocarbons |
| US4052470A (en) * | 1975-12-22 | 1977-10-04 | Allied Chemical Corporation | Process for the production of chlorofluorinated acyclic hydrocarbons |
| US4088704A (en) * | 1977-01-21 | 1978-05-09 | Allied Chemical Corporation | Production of fluorocarbons employing two catalyst zones |
| US4194990A (en) * | 1977-02-11 | 1980-03-25 | Allied Chemical Corporation | Catalyst and process for the production of chlorofluorinated hydrocarbons |
| US4410753A (en) * | 1981-03-20 | 1983-10-18 | Publicker Industries, Inc. | Process and catalyst for skeletal isomerization of olefins |
| US5051537A (en) * | 1988-02-12 | 1991-09-24 | E. I. Du Pont De Nemours And Company | Gas-phase fluorination |
| DE3936024A1 (de) * | 1989-10-28 | 1991-05-02 | Bayer Ag | Verfahren zum halogen-fluor-austausch in organischen verbindungen und katalysatoren hierzu |
| GB9104775D0 (en) * | 1991-03-07 | 1991-04-17 | Ici Plc | Fluorination catalyst and process |
| ES2111207T3 (es) * | 1993-06-18 | 1998-03-01 | Showa Denko Kk | Catalizador de fluoracion y procedimiento de fluoracion. |
| EP0641598B1 (en) * | 1993-09-07 | 1999-01-07 | Showa Denko Kabushiki Kaisha | Chromium-based fluorination catalyst, process for producing the catalyst, and fluorination process using the catalyst |
| US5494877A (en) * | 1994-06-20 | 1996-02-27 | Showa Denko K. K. | Chromium-based fluorination catalyst containing gallium and production method thereof |
Family Cites Families (6)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CA546962A (en) * | 1957-10-01 | J. Edwards Arnold | Process for producing fluorohalo-derivatives of saturated aliphatic hydrocarbons | |
| CA714103A (en) * | 1965-07-20 | Lodi Luciano | Process for the preparation of aliphatic halogenated hydrocarbons | |
| US2458551A (en) * | 1947-02-18 | 1949-01-11 | Du Pont | Preparation of carbon tetrafluoride |
| BE563523A (OSRAM) * | 1957-01-14 | |||
| NL129846C (OSRAM) * | 1962-01-24 | |||
| US3294852A (en) * | 1963-07-11 | 1966-12-27 | Edison Soc | Process for preparing fluorine containing organic compounds |
-
1966
- 1966-07-29 NL NL666610712A patent/NL148035B/xx not_active IP Right Cessation
- 1966-08-09 US US571218A patent/US3476817A/en not_active Expired - Lifetime
- 1966-08-12 DE DE19661593063 patent/DE1593063A1/de active Pending
- 1966-08-18 BE BE685652D patent/BE685652A/xx not_active IP Right Cessation
- 1966-08-24 GB GB37931/66A patent/GB1113658A/en not_active Expired
- 1966-09-09 LU LU51926A patent/LU51926A1/xx unknown
- 1966-09-12 SE SE12240/66A patent/SE348722B/xx unknown
- 1966-09-13 CH CH1320366A patent/CH481854A/de not_active IP Right Cessation
- 1966-09-13 DK DK470466AA patent/DK115616B/da unknown
- 1966-09-13 NO NO164693A patent/NO124106B/no unknown
Also Published As
| Publication number | Publication date |
|---|---|
| SE348722B (OSRAM) | 1972-09-11 |
| NO124106B (OSRAM) | 1972-03-06 |
| US3476817A (en) | 1969-11-04 |
| DK115616B (da) | 1969-10-27 |
| NL148035B (nl) | 1975-12-15 |
| LU51926A1 (OSRAM) | 1966-11-09 |
| BE685652A (OSRAM) | 1967-02-01 |
| CH481854A (de) | 1969-11-30 |
| GB1113658A (en) | 1968-05-15 |
| NL6610712A (OSRAM) | 1967-03-15 |
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Legal Events
| Date | Code | Title | Description |
|---|---|---|---|
| E77 | Valid patent as to the heymanns-index 1977 | ||
| EF | Willingness to grant licences |