JPS6121609B2 - - Google Patents
Info
- Publication number
- JPS6121609B2 JPS6121609B2 JP56095058A JP9505881A JPS6121609B2 JP S6121609 B2 JPS6121609 B2 JP S6121609B2 JP 56095058 A JP56095058 A JP 56095058A JP 9505881 A JP9505881 A JP 9505881A JP S6121609 B2 JPS6121609 B2 JP S6121609B2
- Authority
- JP
- Japan
- Prior art keywords
- trifluoro
- ether
- chloroethyl
- catalyst
- reaction
- 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
- 239000003054 catalyst Substances 0.000 claims description 24
- 238000006243 chemical reaction Methods 0.000 claims description 15
- KRHYYFGTRYWZRS-UHFFFAOYSA-N Fluorane Chemical compound F KRHYYFGTRYWZRS-UHFFFAOYSA-N 0.000 claims description 11
- 229910000040 hydrogen fluoride Inorganic materials 0.000 claims description 11
- 238000000034 method Methods 0.000 claims description 11
- 239000007789 gas Substances 0.000 claims description 8
- -1 1,1,2-trifluoro-2-chloroethyl Chemical group 0.000 claims description 7
- 238000004519 manufacturing process Methods 0.000 claims description 7
- FTIQRZXWIUQTJF-UHFFFAOYSA-N 2-chloro-1-(dichloromethoxy)-1,1,2-trifluoroethane Chemical compound FC(Cl)C(F)(F)OC(Cl)Cl FTIQRZXWIUQTJF-UHFFFAOYSA-N 0.000 claims description 6
- 238000009835 boiling Methods 0.000 claims description 4
- IOCGMLSHRBHNCM-UHFFFAOYSA-N difluoromethoxy(difluoro)methane Chemical compound FC(F)OC(F)F IOCGMLSHRBHNCM-UHFFFAOYSA-N 0.000 claims description 2
- RTZKZFJDLAIYFH-UHFFFAOYSA-N Diethyl ether Chemical compound CCOCC RTZKZFJDLAIYFH-UHFFFAOYSA-N 0.000 description 17
- 238000003682 fluorination reaction Methods 0.000 description 14
- OKTJSMMVPCPJKN-UHFFFAOYSA-N Carbon Chemical compound [C] OKTJSMMVPCPJKN-UHFFFAOYSA-N 0.000 description 10
- 239000012071 phase Substances 0.000 description 6
- 239000000047 product Substances 0.000 description 5
- 239000002994 raw material Substances 0.000 description 5
- JPGQOUSTVILISH-UHFFFAOYSA-N enflurane Chemical compound FC(F)OC(F)(F)C(F)Cl JPGQOUSTVILISH-UHFFFAOYSA-N 0.000 description 4
- 239000007791 liquid phase Substances 0.000 description 3
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 3
- QGZKDVFQNNGYKY-UHFFFAOYSA-N Ammonia Chemical compound N QGZKDVFQNNGYKY-UHFFFAOYSA-N 0.000 description 2
- WGLPBDUCMAPZCE-UHFFFAOYSA-N Trioxochromium Chemical compound O=[Cr](=O)=O WGLPBDUCMAPZCE-UHFFFAOYSA-N 0.000 description 2
- ZDINGUUTWDGGFF-UHFFFAOYSA-N antimony(5+) Chemical compound [Sb+5] ZDINGUUTWDGGFF-UHFFFAOYSA-N 0.000 description 2
- 239000011651 chromium Substances 0.000 description 2
- HKYGSMOFSFOEIP-UHFFFAOYSA-N dichloro(dichloromethoxy)methane Chemical compound ClC(Cl)OC(Cl)Cl HKYGSMOFSFOEIP-UHFFFAOYSA-N 0.000 description 2
- JKQOBWVOAYFWKG-UHFFFAOYSA-N molybdenum trioxide Chemical compound O=[Mo](=O)=O JKQOBWVOAYFWKG-UHFFFAOYSA-N 0.000 description 2
- 239000011541 reaction mixture Substances 0.000 description 2
- PUZPDOWCWNUUKD-UHFFFAOYSA-M sodium fluoride Chemical compound [F-].[Na+] PUZPDOWCWNUUKD-UHFFFAOYSA-M 0.000 description 2
- IRPGOXJVTQTAAN-UHFFFAOYSA-N 2,2,3,3,3-pentafluoropropanal Chemical compound FC(F)(F)C(F)(F)C=O IRPGOXJVTQTAAN-UHFFFAOYSA-N 0.000 description 1
- YTLXXJFDHBDYDC-UHFFFAOYSA-N 2-chloro-1-[chloro(fluoro)methoxy]-1,1,2-trifluoroethane Chemical compound FC(Cl)OC(F)(F)C(F)Cl YTLXXJFDHBDYDC-UHFFFAOYSA-N 0.000 description 1
- 229910016569 AlF 3 Inorganic materials 0.000 description 1
- KLZUFWVZNOTSEM-UHFFFAOYSA-K Aluminum fluoride Inorganic materials F[Al](F)F KLZUFWVZNOTSEM-UHFFFAOYSA-K 0.000 description 1
- VHUUQVKOLVNVRT-UHFFFAOYSA-N Ammonium hydroxide Chemical compound [NH4+].[OH-] VHUUQVKOLVNVRT-UHFFFAOYSA-N 0.000 description 1
- VYZAMTAEIAYCRO-UHFFFAOYSA-N Chromium Chemical compound [Cr] VYZAMTAEIAYCRO-UHFFFAOYSA-N 0.000 description 1
- ZOKXTWBITQBERF-UHFFFAOYSA-N Molybdenum Chemical compound [Mo] ZOKXTWBITQBERF-UHFFFAOYSA-N 0.000 description 1
- ATJFFYVFTNAWJD-UHFFFAOYSA-N Tin Chemical compound [Sn] ATJFFYVFTNAWJD-UHFFFAOYSA-N 0.000 description 1
- WAIPAZQMEIHHTJ-UHFFFAOYSA-N [Cr].[Co] Chemical compound [Cr].[Co] WAIPAZQMEIHHTJ-UHFFFAOYSA-N 0.000 description 1
- 229910052782 aluminium Inorganic materials 0.000 description 1
- XAGFODPZIPBFFR-UHFFFAOYSA-N aluminium Chemical compound [Al] XAGFODPZIPBFFR-UHFFFAOYSA-N 0.000 description 1
- PNEYBMLMFCGWSK-UHFFFAOYSA-N aluminium oxide Inorganic materials [O-2].[O-2].[O-2].[Al+3].[Al+3] PNEYBMLMFCGWSK-UHFFFAOYSA-N 0.000 description 1
- 229910021529 ammonia Inorganic materials 0.000 description 1
- 235000011114 ammonium hydroxide Nutrition 0.000 description 1
- 230000003444 anaesthetic effect Effects 0.000 description 1
- WUKWITHWXAAZEY-UHFFFAOYSA-L calcium difluoride Chemical compound [F-].[F-].[Ca+2] WUKWITHWXAAZEY-UHFFFAOYSA-L 0.000 description 1
- 229910001634 calcium fluoride Inorganic materials 0.000 description 1
- RBHJBMIOOPYDBQ-UHFFFAOYSA-N carbon dioxide;propan-2-one Chemical compound O=C=O.CC(C)=O RBHJBMIOOPYDBQ-UHFFFAOYSA-N 0.000 description 1
- 239000007795 chemical reaction product Substances 0.000 description 1
- YCHHMRMFZOMLDW-UHFFFAOYSA-N chloro-[chloro(fluoro)methoxy]-fluoromethane Chemical compound FC(Cl)OC(F)Cl YCHHMRMFZOMLDW-UHFFFAOYSA-N 0.000 description 1
- 238000004587 chromatography analysis Methods 0.000 description 1
- 229910052804 chromium Inorganic materials 0.000 description 1
- 238000010924 continuous production Methods 0.000 description 1
- 238000001816 cooling Methods 0.000 description 1
- 238000004821 distillation Methods 0.000 description 1
- 150000002222 fluorine compounds Chemical class 0.000 description 1
- ORUIBWPALBXDOA-UHFFFAOYSA-L magnesium fluoride Chemical compound [F-].[F-].[Mg+2] ORUIBWPALBXDOA-UHFFFAOYSA-L 0.000 description 1
- 229910001635 magnesium fluoride Inorganic materials 0.000 description 1
- 229910052751 metal Inorganic materials 0.000 description 1
- 239000002184 metal Substances 0.000 description 1
- 150000002739 metals Chemical class 0.000 description 1
- 229910052750 molybdenum Inorganic materials 0.000 description 1
- 239000011733 molybdenum Substances 0.000 description 1
- 238000007086 side reaction Methods 0.000 description 1
- 235000013024 sodium fluoride Nutrition 0.000 description 1
- 239000011775 sodium fluoride Substances 0.000 description 1
- 229910052716 thallium Inorganic materials 0.000 description 1
- BKVIYDNLLOSFOA-UHFFFAOYSA-N thallium Chemical compound [Tl] BKVIYDNLLOSFOA-UHFFFAOYSA-N 0.000 description 1
- 239000012974 tin catalyst Substances 0.000 description 1
- XROWMBWRMNHXMF-UHFFFAOYSA-J titanium tetrafluoride Chemical compound [F-].[F-].[F-].[F-].[Ti+4] XROWMBWRMNHXMF-UHFFFAOYSA-J 0.000 description 1
- 239000012808 vapor phase Substances 0.000 description 1
- 239000002699 waste material Substances 0.000 description 1
Classifications
-
- 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
- Y02P20/52—Improvements relating to the production of bulk chemicals using catalysts, e.g. selective catalysts
Landscapes
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
- Low-Molecular Organic Synthesis Reactions Using Catalysts (AREA)
- Acyclic And Carbocyclic Compounds In Medicinal Compositions (AREA)
Priority Applications (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| JP56095058A JPS57209242A (en) | 1981-06-18 | 1981-06-18 | Preparation of 1,1,2-trifluoro-2- chloroethyldifluoromethyl ether |
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| JP56095058A JPS57209242A (en) | 1981-06-18 | 1981-06-18 | Preparation of 1,1,2-trifluoro-2- chloroethyldifluoromethyl ether |
Publications (2)
| Publication Number | Publication Date |
|---|---|
| JPS57209242A JPS57209242A (en) | 1982-12-22 |
| JPS6121609B2 true JPS6121609B2 (enExample) | 1986-05-28 |
Family
ID=14127435
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| JP56095058A Granted JPS57209242A (en) | 1981-06-18 | 1981-06-18 | Preparation of 1,1,2-trifluoro-2- chloroethyldifluoromethyl ether |
Country Status (1)
| Country | Link |
|---|---|
| JP (1) | JPS57209242A (enExample) |
-
1981
- 1981-06-18 JP JP56095058A patent/JPS57209242A/ja active Granted
Also Published As
| Publication number | Publication date |
|---|---|
| JPS57209242A (en) | 1982-12-22 |
Similar Documents
| Publication | Publication Date | Title |
|---|---|---|
| JPH11199529A (ja) | １２３０ｚａの気相フッ素化 | |
| JPH08104655A (ja) | １，１，１，３，３−ペンタフルオロプロパンの合成 | |
| JPH04503215A (ja) | １，１，１，２―テトラフルオロエタンの製造 | |
| JPS62135439A (ja) | ヒドロフルオルアルカン類の製造方法 | |
| JP2025500681A (ja) | １，１，１，２，３－ペンタクロロプロパンの連続製造方法 | |
| CN1592656B (zh) | 用单质卤素再生催化剂 | |
| JP3572619B2 (ja) | ジフルオロメタンの製造方法 | |
| JPH02117627A (ja) | 触媒されたハイドロフルオリネーションの方法 | |
| JPH0640965A (ja) | ヘキサフルオロブタンの製造方法、およびそれにより得られる中間生成物類 | |
| KR100296464B1 (ko) | 1,1,1,3,3-펜타플루오로프로판의제조방법 | |
| JPH0625029A (ja) | クロロフルオロブテンの製造のための方法 | |
| JPS6121609B2 (enExample) | ||
| JP3552887B2 (ja) | １，１，１，２，２−ペンタフルオロエタンの製造方法 | |
| US4504686A (en) | Process for preparing 1,1,2-trifluoro-2-chloroethyl difluoromethyl ether | |
| EP0808814A1 (en) | Process for producing difluoromethane and difluorochloromethane | |
| JP4727830B2 (ja) | １，１，１−トリフルオロ−２，２−ジクロロエタンの製造方法 | |
| US5055624A (en) | Synthesis of 1,1-dichloro-1,2,2,2-tetrafluoroethane | |
| JPH03184933A (ja) | ヘミアセタール化合物の製造方法 | |
| EP0100788B1 (en) | Process for preparing 1,1,2-trifluoro-2-chloroethyl difluoromethyl ether | |
| JPH08231462A (ja) | パーフルオロアルキルカルボン酸フルオライド及びその誘導体の製造方法 | |
| JP2007509056A (ja) | ヒドロフルオロカーボンの製造方法 | |
| JP3132923B2 (ja) | メチル芳香族化合物の遊離基塩素化または臭素化方法 | |
| JP2523936B2 (ja) | ジカルボニルフロライドの製造方法 | |
| JP2658070B2 (ja) | 含フツ素アルカンの製造方法 | |
| JP2000159700A (ja) | ビスジフルオロメチルベンゼンの製造方法 |