JPS6023334A - ３．３．３−トリフルオロ−２−トリフルオロメチルプロペンの製造法および精製法 - Google Patents
３．３．３−トリフルオロ−２−トリフルオロメチルプロペンの製造法および精製法Info
- Publication number
- JPS6023334A JPS6023334A JP58127875A JP12787583A JPS6023334A JP S6023334 A JPS6023334 A JP S6023334A JP 58127875 A JP58127875 A JP 58127875A JP 12787583 A JP12787583 A JP 12787583A JP S6023334 A JPS6023334 A JP S6023334A
- Authority
- JP
- Japan
- Prior art keywords
- washing
- ketene
- sulfuric acid
- reaction
- compound
- 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.)
- Granted
Links
- 238000004519 manufacturing process Methods 0.000 title claims description 6
- 238000000746 purification Methods 0.000 title claims description 5
- QMIWYOZFFSLIAK-UHFFFAOYSA-N 3,3,3-trifluoro-2-(trifluoromethyl)prop-1-ene Chemical compound FC(F)(F)C(=C)C(F)(F)F QMIWYOZFFSLIAK-UHFFFAOYSA-N 0.000 title description 15
- 238000006243 chemical reaction Methods 0.000 claims abstract description 24
- 150000001875 compounds Chemical class 0.000 claims abstract description 24
- 238000000034 method Methods 0.000 claims abstract description 20
- QAOWNCQODCNURD-UHFFFAOYSA-N sulfuric acid Substances OS(O)(=O)=O QAOWNCQODCNURD-UHFFFAOYSA-N 0.000 claims abstract description 20
- 238000005406 washing Methods 0.000 claims abstract description 18
- 238000010438 heat treatment Methods 0.000 claims abstract description 6
- 239000006227 byproduct Substances 0.000 claims abstract description 3
- 239000007795 chemical reaction product Substances 0.000 claims abstract 2
- ICTYZHTZZOUENE-UHFFFAOYSA-N 1,1,1-trifluorobut-2-ene Chemical compound CC=CC(F)(F)F ICTYZHTZZOUENE-UHFFFAOYSA-N 0.000 claims 1
- 239000007789 gas Substances 0.000 abstract description 13
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 abstract description 12
- CCGKOQOJPYTBIH-UHFFFAOYSA-N ethenone Chemical compound C=C=O CCGKOQOJPYTBIH-UHFFFAOYSA-N 0.000 abstract description 8
- 239000012495 reaction gas Substances 0.000 abstract description 6
- YCKRFDGAMUMZLT-UHFFFAOYSA-N Fluorine atom Chemical compound [F] YCKRFDGAMUMZLT-UHFFFAOYSA-N 0.000 abstract description 2
- 239000011737 fluorine Substances 0.000 abstract description 2
- 229910052731 fluorine Inorganic materials 0.000 abstract description 2
- 229920000642 polymer Polymers 0.000 abstract description 2
- 150000004683 dihydrates Chemical class 0.000 abstract 2
- AKVXSYUWYXOLMY-UHFFFAOYSA-N hexafluoroacetone hydrate Chemical compound FC(F)(F)C(O)(O)C(F)(F)F AKVXSYUWYXOLMY-UHFFFAOYSA-N 0.000 abstract 1
- WFDIJRYMOXRFFG-UHFFFAOYSA-N Acetic anhydride Chemical compound CC(=O)OC(C)=O WFDIJRYMOXRFFG-UHFFFAOYSA-N 0.000 description 12
- QTBSBXVTEAMEQO-UHFFFAOYSA-N Acetic acid Chemical compound CC(O)=O QTBSBXVTEAMEQO-UHFFFAOYSA-N 0.000 description 11
- 239000000203 mixture Substances 0.000 description 9
- 238000004821 distillation Methods 0.000 description 8
- 239000012535 impurity Substances 0.000 description 7
- 239000002994 raw material Substances 0.000 description 7
- 238000009835 boiling Methods 0.000 description 6
- WASQWSOJHCZDFK-UHFFFAOYSA-N diketene Chemical compound C=C1CC(=O)O1 WASQWSOJHCZDFK-UHFFFAOYSA-N 0.000 description 6
- 239000005416 organic matter Substances 0.000 description 6
- 239000006200 vaporizer Substances 0.000 description 5
- 229960000583 acetic acid Drugs 0.000 description 4
- 238000004140 cleaning Methods 0.000 description 4
- 230000007423 decrease Effects 0.000 description 4
- 239000000047 product Substances 0.000 description 4
- 238000011084 recovery Methods 0.000 description 4
- CSCPPACGZOOCGX-UHFFFAOYSA-N Acetone Chemical compound CC(C)=O CSCPPACGZOOCGX-UHFFFAOYSA-N 0.000 description 3
- 239000003513 alkali Substances 0.000 description 3
- 238000001816 cooling Methods 0.000 description 3
- 239000011521 glass Substances 0.000 description 3
- CURLTUGMZLYLDI-UHFFFAOYSA-N Carbon dioxide Chemical compound O=C=O CURLTUGMZLYLDI-UHFFFAOYSA-N 0.000 description 2
- RYGMFSIKBFXOCR-UHFFFAOYSA-N Copper Chemical compound [Cu] RYGMFSIKBFXOCR-UHFFFAOYSA-N 0.000 description 2
- 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
- 239000010949 copper Substances 0.000 description 2
- 229910052802 copper Inorganic materials 0.000 description 2
- 238000000354 decomposition reaction Methods 0.000 description 2
- 239000000463 material Substances 0.000 description 2
- 238000002156 mixing Methods 0.000 description 2
- 229910052573 porcelain Inorganic materials 0.000 description 2
- 239000000376 reactant Substances 0.000 description 2
- 238000005292 vacuum distillation Methods 0.000 description 2
- 229910001369 Brass Inorganic materials 0.000 description 1
- 238000010521 absorption reaction Methods 0.000 description 1
- 150000005215 alkyl ethers Chemical class 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
- 239000010951 brass Substances 0.000 description 1
- 229910052799 carbon Inorganic materials 0.000 description 1
- 239000001569 carbon dioxide Substances 0.000 description 1
- 229910002092 carbon dioxide Inorganic materials 0.000 description 1
- 230000018044 dehydration Effects 0.000 description 1
- 238000006297 dehydration reaction Methods 0.000 description 1
- 239000012362 glacial acetic acid Substances 0.000 description 1
- VBZWSGALLODQNC-UHFFFAOYSA-N hexafluoroacetone Chemical compound FC(F)(F)C(=O)C(F)(F)F VBZWSGALLODQNC-UHFFFAOYSA-N 0.000 description 1
- 230000007062 hydrolysis Effects 0.000 description 1
- 238000006460 hydrolysis reaction Methods 0.000 description 1
- 229910052742 iron Inorganic materials 0.000 description 1
- 239000007788 liquid Substances 0.000 description 1
- 125000002496 methyl group Chemical group [H]C([H])([H])* 0.000 description 1
- 229910052759 nickel Inorganic materials 0.000 description 1
- 238000005201 scrubbing Methods 0.000 description 1
- 239000007787 solid Substances 0.000 description 1
- 229910001220 stainless steel Inorganic materials 0.000 description 1
- 239000010935 stainless steel Substances 0.000 description 1
- 239000000126 substance Substances 0.000 description 1
- 239000002341 toxic gas Substances 0.000 description 1
- 230000008016 vaporization Effects 0.000 description 1
Classifications
-
- 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
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
Priority Applications (5)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| JP58127875A JPS6023334A (ja) | 1983-07-15 | 1983-07-15 | ３．３．３−トリフルオロ−２−トリフルオロメチルプロペンの製造法および精製法 |
| GB08417178A GB2143526B (en) | 1983-07-15 | 1984-07-05 | Preparing 3,3,3-trifluoro-2-trifluoromet |
| IT21820/84A IT1174602B (it) | 1983-07-15 | 1984-07-10 | Preparazione del 3.3.3-trifluoro-2-trifluorometilpropene |
| DE19843425907 DE3425907A1 (de) | 1983-07-15 | 1984-07-13 | Verfahren zur herstellung von 3,3,3-trifluor-2-trifluormethylpropen |
| FR8411194A FR2549039B1 (fr) | 1983-07-15 | 1984-07-13 | Procede de preparation de 3,3,3-trifluoro-2-trifluoro-mehylpropene |
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| JP58127875A JPS6023334A (ja) | 1983-07-15 | 1983-07-15 | ３．３．３−トリフルオロ−２−トリフルオロメチルプロペンの製造法および精製法 |
Publications (2)
| Publication Number | Publication Date |
|---|---|
| JPS6023334A true JPS6023334A (ja) | 1985-02-05 |
| JPS6324493B2 JPS6324493B2 (enrdf_load_stackoverflow) | 1988-05-20 |
Family
ID=14970798
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| JP58127875A Granted JPS6023334A (ja) | 1983-07-15 | 1983-07-15 | ３．３．３−トリフルオロ−２−トリフルオロメチルプロペンの製造法および精製法 |
Country Status (5)
| Country | Link |
|---|---|
| JP (1) | JPS6023334A (enrdf_load_stackoverflow) |
| DE (1) | DE3425907A1 (enrdf_load_stackoverflow) |
| FR (1) | FR2549039B1 (enrdf_load_stackoverflow) |
| GB (1) | GB2143526B (enrdf_load_stackoverflow) |
| IT (1) | IT1174602B (enrdf_load_stackoverflow) |
Cited By (5)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US4729459A (en) * | 1984-10-01 | 1988-03-08 | Nippon Soken, Inc. | Adjustable damping force type shock absorber |
| US5105918A (en) * | 1989-10-23 | 1992-04-21 | Nippondenso Co., Ltd. | Detection of damping force for shock absorber control |
| JP2008506905A (ja) * | 2004-07-14 | 2008-03-06 | テネコ オートモティブ オペレーティング カンパニー インコーポレイテッド | 一体化された変位センサをもつショックアブソーバ |
| JP2009002513A (ja) * | 2007-06-20 | 2009-01-08 | Stabilus Gmbh | 位置調整要素 |
| JP2018525355A (ja) * | 2015-07-17 | 2018-09-06 | メキシケム フロー エセ・ア・デ・セ・ヴェ | ハイドロ（クロロ）フルオロオレフィンを乾燥するためのプロセス |
Families Citing this family (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| DE4243526C2 (de) * | 1992-12-22 | 1994-11-10 | Bayer Ag | Methylenperfluorcycloalkane, Verfahren zu deren Herstellung und deren Verwendung zur Herstellung thermoplastischer Fluorharze |
Family Cites Families (2)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US3894097A (en) * | 1974-05-10 | 1975-07-08 | Allied Chem | Process for the preparation of hexafluoroisobutylene |
| US4244891A (en) * | 1979-12-21 | 1981-01-13 | Allied Chemical Corporation | Preparation of hexafluoroisobutylene |
-
1983
- 1983-07-15 JP JP58127875A patent/JPS6023334A/ja active Granted
-
1984
- 1984-07-05 GB GB08417178A patent/GB2143526B/en not_active Expired
- 1984-07-10 IT IT21820/84A patent/IT1174602B/it active
- 1984-07-13 DE DE19843425907 patent/DE3425907A1/de active Granted
- 1984-07-13 FR FR8411194A patent/FR2549039B1/fr not_active Expired
Cited By (5)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US4729459A (en) * | 1984-10-01 | 1988-03-08 | Nippon Soken, Inc. | Adjustable damping force type shock absorber |
| US5105918A (en) * | 1989-10-23 | 1992-04-21 | Nippondenso Co., Ltd. | Detection of damping force for shock absorber control |
| JP2008506905A (ja) * | 2004-07-14 | 2008-03-06 | テネコ オートモティブ オペレーティング カンパニー インコーポレイテッド | 一体化された変位センサをもつショックアブソーバ |
| JP2009002513A (ja) * | 2007-06-20 | 2009-01-08 | Stabilus Gmbh | 位置調整要素 |
| JP2018525355A (ja) * | 2015-07-17 | 2018-09-06 | メキシケム フロー エセ・ア・デ・セ・ヴェ | ハイドロ（クロロ）フルオロオレフィンを乾燥するためのプロセス |
Also Published As
| Publication number | Publication date |
|---|---|
| GB8417178D0 (en) | 1984-08-08 |
| FR2549039A1 (fr) | 1985-01-18 |
| IT8421820A0 (it) | 1984-07-10 |
| GB2143526B (en) | 1987-01-21 |
| FR2549039B1 (fr) | 1986-12-26 |
| IT1174602B (it) | 1987-07-01 |
| DE3425907C2 (enrdf_load_stackoverflow) | 1987-06-11 |
| JPS6324493B2 (enrdf_load_stackoverflow) | 1988-05-20 |
| DE3425907A1 (de) | 1985-01-31 |
| GB2143526A (en) | 1985-02-13 |
| IT8421820A1 (it) | 1986-01-10 |
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