JPS6257621B2 - - Google Patents
Info
- Publication number
- JPS6257621B2 JPS6257621B2 JP16263085A JP16263085A JPS6257621B2 JP S6257621 B2 JPS6257621 B2 JP S6257621B2 JP 16263085 A JP16263085 A JP 16263085A JP 16263085 A JP16263085 A JP 16263085A JP S6257621 B2 JPS6257621 B2 JP S6257621B2
- Authority
- JP
- Japan
- Prior art keywords
- piperazine
- fluoride
- perfluoro
- propionic acid
- present
- 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
- IHPYMWDTONKSCO-UHFFFAOYSA-N 2,2'-piperazine-1,4-diylbisethanesulfonic acid Chemical compound OS(=O)(=O)CCN1CCN(CCS(O)(=O)=O)CC1 IHPYMWDTONKSCO-UHFFFAOYSA-N 0.000 claims description 13
- KRHYYFGTRYWZRS-UHFFFAOYSA-N Fluorane Chemical compound F KRHYYFGTRYWZRS-UHFFFAOYSA-N 0.000 claims description 13
- KRHYYFGTRYWZRS-UHFFFAOYSA-M Fluoride anion Chemical compound [F-] KRHYYFGTRYWZRS-UHFFFAOYSA-M 0.000 claims description 12
- 229910000040 hydrogen fluoride Inorganic materials 0.000 claims description 9
- XBDQKXXYIPTUBI-UHFFFAOYSA-N Propionic acid Substances CCC(O)=O XBDQKXXYIPTUBI-UHFFFAOYSA-N 0.000 claims description 7
- 239000007788 liquid Substances 0.000 claims description 5
- 238000004519 manufacturing process Methods 0.000 claims description 3
- 125000003545 alkoxy group Chemical group 0.000 claims description 2
- 229910052801 chlorine Inorganic materials 0.000 claims description 2
- 125000001309 chloro group Chemical group Cl* 0.000 claims description 2
- 238000006243 chemical reaction Methods 0.000 description 9
- 238000003682 fluorination reaction Methods 0.000 description 9
- 150000001875 compounds Chemical class 0.000 description 8
- 239000000047 product Substances 0.000 description 8
- 239000002994 raw material Substances 0.000 description 8
- 238000005868 electrolysis reaction Methods 0.000 description 7
- GLUUGHFHXGJENI-UHFFFAOYSA-N Piperazine Chemical compound C1CNCCN1 GLUUGHFHXGJENI-UHFFFAOYSA-N 0.000 description 6
- 238000009835 boiling Methods 0.000 description 6
- YCKRFDGAMUMZLT-UHFFFAOYSA-N Fluorine atom Chemical compound [F] YCKRFDGAMUMZLT-UHFFFAOYSA-N 0.000 description 5
- 229910052731 fluorine Inorganic materials 0.000 description 5
- 239000011737 fluorine Substances 0.000 description 5
- 239000002253 acid Substances 0.000 description 4
- 239000003814 drug Substances 0.000 description 4
- 125000001495 ethyl group Chemical group [H]C([H])([H])C([H])([H])* 0.000 description 4
- 239000000203 mixture Substances 0.000 description 4
- -1 perfluoropiperazino group Chemical group 0.000 description 4
- WMFABESKCHGSRC-UHFFFAOYSA-N propanoyl fluoride Chemical compound CCC(F)=O WMFABESKCHGSRC-UHFFFAOYSA-N 0.000 description 4
- PUZPDOWCWNUUKD-UHFFFAOYSA-M sodium fluoride Chemical compound [F-].[Na+] PUZPDOWCWNUUKD-UHFFFAOYSA-M 0.000 description 4
- 238000001816 cooling Methods 0.000 description 3
- NBVXSUQYWXRMNV-UHFFFAOYSA-N fluoromethane Chemical compound FC NBVXSUQYWXRMNV-UHFFFAOYSA-N 0.000 description 3
- 239000000543 intermediate Substances 0.000 description 3
- 239000010687 lubricating oil Substances 0.000 description 3
- 238000000034 method Methods 0.000 description 3
- 239000000178 monomer Substances 0.000 description 3
- VLKZOEOYAKHREP-UHFFFAOYSA-N n-Hexane Chemical compound CCCCCC VLKZOEOYAKHREP-UHFFFAOYSA-N 0.000 description 3
- 239000003921 oil Substances 0.000 description 3
- 229960005141 piperazine Drugs 0.000 description 3
- 239000005871 repellent Substances 0.000 description 3
- 230000002940 repellent Effects 0.000 description 3
- 239000004094 surface-active agent Substances 0.000 description 3
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 3
- PXHVJJICTQNCMI-UHFFFAOYSA-N Nickel Chemical compound [Ni] PXHVJJICTQNCMI-UHFFFAOYSA-N 0.000 description 2
- 239000003905 agrochemical Substances 0.000 description 2
- 239000006227 byproduct Substances 0.000 description 2
- 229910052799 carbon Inorganic materials 0.000 description 2
- 238000003776 cleavage reaction Methods 0.000 description 2
- 239000004033 plastic Substances 0.000 description 2
- 229920003023 plastic Polymers 0.000 description 2
- 230000007017 scission Effects 0.000 description 2
- 239000011775 sodium fluoride Substances 0.000 description 2
- 235000013024 sodium fluoride Nutrition 0.000 description 2
- 238000003756 stirring Methods 0.000 description 2
- PVOAHINGSUIXLS-UHFFFAOYSA-N 1-Methylpiperazine Chemical class CN1CCNCC1 PVOAHINGSUIXLS-UHFFFAOYSA-N 0.000 description 1
- WGCYRFWNGRMRJA-UHFFFAOYSA-N 1-ethylpiperazine Chemical compound CCN1CCNCC1 WGCYRFWNGRMRJA-UHFFFAOYSA-N 0.000 description 1
- NGNBDVOYPDDBFK-UHFFFAOYSA-N 2-[2,4-di(pentan-2-yl)phenoxy]acetyl chloride Chemical compound CCCC(C)C1=CC=C(OCC(Cl)=O)C(C(C)CCC)=C1 NGNBDVOYPDDBFK-UHFFFAOYSA-N 0.000 description 1
- OKTJSMMVPCPJKN-UHFFFAOYSA-N Carbon Chemical compound [C] OKTJSMMVPCPJKN-UHFFFAOYSA-N 0.000 description 1
- 229910000792 Monel Inorganic materials 0.000 description 1
- CDBYLPFSWZWCQE-UHFFFAOYSA-L Sodium Carbonate Chemical compound [Na+].[Na+].[O-]C([O-])=O CDBYLPFSWZWCQE-UHFFFAOYSA-L 0.000 description 1
- 238000004458 analytical method Methods 0.000 description 1
- 229940111131 antiinflammatory and antirheumatic product propionic acid derivative Drugs 0.000 description 1
- 150000001721 carbon Chemical group 0.000 description 1
- OSQPUMRCKZAIOZ-UHFFFAOYSA-N carbon dioxide;ethanol Chemical compound CCO.O=C=O OSQPUMRCKZAIOZ-UHFFFAOYSA-N 0.000 description 1
- 150000001732 carboxylic acid derivatives Chemical group 0.000 description 1
- 229940079593 drug Drugs 0.000 description 1
- 230000000694 effects Effects 0.000 description 1
- 230000005611 electricity Effects 0.000 description 1
- 239000003792 electrolyte Substances 0.000 description 1
- 239000008151 electrolyte solution Substances 0.000 description 1
- 238000000921 elemental analysis Methods 0.000 description 1
- 238000005516 engineering process Methods 0.000 description 1
- 150000002148 esters Chemical class 0.000 description 1
- 239000007789 gas Substances 0.000 description 1
- 238000004817 gas chromatography Methods 0.000 description 1
- 238000010438 heat treatment Methods 0.000 description 1
- 239000001257 hydrogen Substances 0.000 description 1
- 229910052739 hydrogen Inorganic materials 0.000 description 1
- 125000004435 hydrogen atom Chemical class [H]* 0.000 description 1
- CVVIJWRCGSYCMB-UHFFFAOYSA-N hydron;piperazine;dichloride Chemical compound Cl.Cl.C1CNCCN1 CVVIJWRCGSYCMB-UHFFFAOYSA-N 0.000 description 1
- 239000007791 liquid phase Substances 0.000 description 1
- ACEONLNNWKIPTM-UHFFFAOYSA-N methyl 2-bromopropanoate Chemical compound COC(=O)C(C)Br ACEONLNNWKIPTM-UHFFFAOYSA-N 0.000 description 1
- 150000004702 methyl esters Chemical class 0.000 description 1
- 239000002808 molecular sieve Substances 0.000 description 1
- 229910052759 nickel Inorganic materials 0.000 description 1
- 229910052757 nitrogen Inorganic materials 0.000 description 1
- 125000004433 nitrogen atom Chemical group N* 0.000 description 1
- 239000008188 pellet Substances 0.000 description 1
- 229960003506 piperazine hexahydrate Drugs 0.000 description 1
- AVRVZRUEXIEGMP-UHFFFAOYSA-N piperazine;hexahydrate Chemical compound O.O.O.O.O.O.C1CNCCN1 AVRVZRUEXIEGMP-UHFFFAOYSA-N 0.000 description 1
- 150000005599 propionic acid derivatives Chemical class 0.000 description 1
- 238000007363 ring formation reaction Methods 0.000 description 1
- 102200082872 rs34866629 Human genes 0.000 description 1
- 238000007086 side reaction Methods 0.000 description 1
- URGAHOPLAPQHLN-UHFFFAOYSA-N sodium aluminosilicate Chemical compound [Na+].[Al+3].[O-][Si]([O-])=O.[O-][Si]([O-])=O URGAHOPLAPQHLN-UHFFFAOYSA-N 0.000 description 1
- 239000000243 solution Substances 0.000 description 1
- 238000004611 spectroscopical analysis Methods 0.000 description 1
- 239000000126 substance Substances 0.000 description 1
Priority Applications (1)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
JP16263085A JPS6222772A (ja) | 1985-07-23 | 1985-07-23 | 新規なペルフルオロジカルボン酸フルオリド及びその製造方法 |
Applications Claiming Priority (1)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
JP16263085A JPS6222772A (ja) | 1985-07-23 | 1985-07-23 | 新規なペルフルオロジカルボン酸フルオリド及びその製造方法 |
Publications (2)
Publication Number | Publication Date |
---|---|
JPS6222772A JPS6222772A (ja) | 1987-01-30 |
JPS6257621B2 true JPS6257621B2 (zh) | 1987-12-02 |
Family
ID=15758259
Family Applications (1)
Application Number | Title | Priority Date | Filing Date |
---|---|---|---|
JP16263085A Granted JPS6222772A (ja) | 1985-07-23 | 1985-07-23 | 新規なペルフルオロジカルボン酸フルオリド及びその製造方法 |
Country Status (1)
Country | Link |
---|---|
JP (1) | JPS6222772A (zh) |
Families Citing this family (1)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
EP0323742A3 (en) * | 1987-12-28 | 1990-10-17 | Tonen Chemical Corporation | Polymer composition, its heat resistant, shape memory formed product and method of producing same |
-
1985
- 1985-07-23 JP JP16263085A patent/JPS6222772A/ja active Granted
Also Published As
Publication number | Publication date |
---|---|
JPS6222772A (ja) | 1987-01-30 |
Similar Documents
Publication | Publication Date | Title |
---|---|---|
JPS6140040B2 (zh) | ||
US5366597A (en) | Process for the preparation of perfluorobutylsulphonyl fluoride | |
US4097344A (en) | Electrochemical coupling of perfluoroalkyl iodides | |
JPS6257621B2 (zh) | ||
JPS6350434B2 (zh) | ||
JPS60243293A (ja) | m−ハイドロオキシベンジルアルコ−ルの製造法 | |
JPH0251895B2 (zh) | ||
JPH0251896B2 (zh) | ||
JPS6342712B2 (zh) | ||
JPS60100536A (ja) | 2−(p−イソブチルフエニル)プロピオン酸の製造方法 | |
US20090107849A1 (en) | Electrochemical process to prepare a halogenated carbonyl group-containing compound | |
JPS5837393B2 (ja) | N−(α−アルコキシエチル)−カルボン酸アミドの製造方法 | |
JP3846778B2 (ja) | 有機エーテル化合物の電解フッ素化方法 | |
JP2984759B2 (ja) | 新規なペルフルオロ(2,6−ジメチルモルホリノアセチルフルオリド)及びその製造方法 | |
JPH0244905B2 (zh) | ||
JP2946045B1 (ja) | 新規なペルフルオロ(ピペラジン−n,n’−ジ−アセチルフルオリド)及びその製造方法 | |
JP2976030B1 (ja) | 新規な含窒素ペルフルオロジカルボン酸フルオリド及びその製造方法 | |
JPH05506273A (ja) | ハロゲン化アクリル酸の製法 | |
US5328571A (en) | Process for preparing perfluorinated bromoalkanes, or perfluorinated bromoalkanes containing ether groups | |
JP2967168B1 (ja) | ペルフルオロ(第二級アミノ基置換アセチルフルオリド)の製造方法 | |
JPH0228591B2 (zh) | ||
JP3871191B2 (ja) | 芳香族含窒素複素環化合物の電解フッ素化方法 | |
JPH0420998B2 (zh) | ||
Ibrišagić et al. | Electrochemical synthesis of tetra-alkylthiuram disulphides in emulsions | |
US3411997A (en) | Electrolytic process for preparing nlower acyloxymethyl-n-hydrocabyl lower acylamides and certain derivatives thereof |
Legal Events
Date | Code | Title | Description |
---|---|---|---|
EXPY | Cancellation because of completion of term |