JPS6216946B2 - - Google Patents
Info
- Publication number
- JPS6216946B2 JPS6216946B2 JP3867783A JP3867783A JPS6216946B2 JP S6216946 B2 JPS6216946 B2 JP S6216946B2 JP 3867783 A JP3867783 A JP 3867783A JP 3867783 A JP3867783 A JP 3867783A JP S6216946 B2 JPS6216946 B2 JP S6216946B2
- Authority
- JP
- Japan
- Prior art keywords
- perfluoro
- formula
- group
- ring
- sulfuric acid
- 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
- -1 perfluoro Chemical group 0.000 claims description 21
- HIFJUMGIHIZEPX-UHFFFAOYSA-N sulfuric acid;sulfur trioxide Chemical compound O=S(=O)=O.OS(O)(=O)=O HIFJUMGIHIZEPX-UHFFFAOYSA-N 0.000 claims description 10
- 238000004519 manufacturing process Methods 0.000 claims description 4
- 238000010438 heat treatment Methods 0.000 claims description 3
- XAMXPQOUNJEDLT-UHFFFAOYSA-N 1,2,2,3,3,4,4,5,5,6,6,7,7-tridecafluoroazepane Chemical group FN1C(F)(F)C(F)(F)C(F)(F)C(F)(F)C(F)(F)C1(F)F XAMXPQOUNJEDLT-UHFFFAOYSA-N 0.000 claims description 2
- VCEAGMYKGZNUFL-UHFFFAOYSA-N 1,2,2,3,3,4,4,5,5,6,6-undecafluoropiperidine Chemical group FN1C(F)(F)C(F)(F)C(F)(F)C(F)(F)C1(F)F VCEAGMYKGZNUFL-UHFFFAOYSA-N 0.000 claims description 2
- IMJJOJJRJLJSTL-UHFFFAOYSA-N 1,2,2,3,3,4,4,5,5-nonafluoropyrrolidine Chemical group FN1C(F)(F)C(F)(F)C(F)(F)C1(F)F IMJJOJJRJLJSTL-UHFFFAOYSA-N 0.000 claims description 2
- BJBXQQZMELYVMD-UHFFFAOYSA-N 2,2,3,3,4,5,5,6,6-nonafluoromorpholine Chemical group FN1C(F)(F)C(F)(F)OC(F)(F)C1(F)F BJBXQQZMELYVMD-UHFFFAOYSA-N 0.000 claims description 2
- 125000005843 halogen group Chemical group 0.000 claims description 2
- 125000005460 perfluorocycloalkyl group Chemical group 0.000 claims description 2
- QAOWNCQODCNURD-UHFFFAOYSA-N Sulfuric acid Chemical compound OS(O)(=O)=O QAOWNCQODCNURD-UHFFFAOYSA-N 0.000 description 10
- 238000006243 chemical reaction Methods 0.000 description 9
- 239000000047 product Substances 0.000 description 8
- DOBUSJIVSSJEDA-UHFFFAOYSA-L 1,3-dioxa-2$l^{6}-thia-4-mercuracyclobutane 2,2-dioxide Chemical compound [Hg+2].[O-]S([O-])(=O)=O DOBUSJIVSSJEDA-UHFFFAOYSA-L 0.000 description 7
- 229940074994 mercuric sulfate Drugs 0.000 description 7
- 229910000372 mercury(II) sulfate Inorganic materials 0.000 description 7
- 230000003197 catalytic effect Effects 0.000 description 6
- JHHFDZGMTGZWGV-UHFFFAOYSA-N 3,3,4,4,5,5-hexafluoro-1-(1,1,2,2,2-pentafluoroethyl)pyrrolidin-2-one Chemical compound FC(F)(F)C(F)(F)N1C(=O)C(F)(F)C(F)(F)C1(F)F JHHFDZGMTGZWGV-UHFFFAOYSA-N 0.000 description 5
- 238000000034 method Methods 0.000 description 5
- UMGCTGRNIYHTCR-UHFFFAOYSA-N 2,2,3,3,4,4,5,5-octafluoro-1-(1,1,2,2,2-pentafluoroethyl)pyrrolidine Chemical compound FC(F)(F)C(F)(F)N1C(F)(F)C(F)(F)C(F)(F)C1(F)F UMGCTGRNIYHTCR-UHFFFAOYSA-N 0.000 description 3
- 239000002994 raw material Substances 0.000 description 3
- XYPGJVPVOPBFMI-UHFFFAOYSA-N 2,2,3,3,4,4,5,5,6,6-decafluoro-1-(1,1,2,2,3,3,3-heptafluoropropyl)piperidine Chemical compound FC(F)(F)C(F)(F)C(F)(F)N1C(F)(F)C(F)(F)C(F)(F)C(F)(F)C1(F)F XYPGJVPVOPBFMI-UHFFFAOYSA-N 0.000 description 2
- PPIFMJXJHBIWAY-UHFFFAOYSA-N 2,2,3,3,4,4,5,5-octafluoro-1-(1,1,2,2,3,3,4,4,5,5,5-undecafluoropentyl)pyrrolidine Chemical compound FC(F)(F)C(F)(F)C(F)(F)C(F)(F)C(F)(F)N1C(F)(F)C(F)(F)C(F)(F)C1(F)F PPIFMJXJHBIWAY-UHFFFAOYSA-N 0.000 description 2
- DBPOMYFTYONHGA-UHFFFAOYSA-N 2,2,3,3,5,5,6,6-octafluoro-4-(1,2,2,3,3,4,4,5,5-nonafluorocyclopentyl)morpholine Chemical compound FC1(F)C(F)(F)C(F)(F)C(F)(F)C1(F)N1C(F)(F)C(F)(F)OC(F)(F)C1(F)F DBPOMYFTYONHGA-UHFFFAOYSA-N 0.000 description 2
- FDWFLVJNJYRHIU-UHFFFAOYSA-N 3-morpholin-4-ylpropane-1-sulfonyl fluoride Chemical compound FS(=O)(=O)CCCN1CCOCC1 FDWFLVJNJYRHIU-UHFFFAOYSA-N 0.000 description 2
- RZVAJINKPMORJF-UHFFFAOYSA-N Acetaminophen Chemical compound CC(=O)NC1=CC=C(O)C=C1 RZVAJINKPMORJF-UHFFFAOYSA-N 0.000 description 2
- VSCWAEJMTAWNJL-UHFFFAOYSA-K aluminium trichloride Chemical compound Cl[Al](Cl)Cl VSCWAEJMTAWNJL-UHFFFAOYSA-K 0.000 description 2
- 150000001412 amines Chemical class 0.000 description 2
- 239000003708 ampul Substances 0.000 description 2
- 229910052799 carbon Inorganic materials 0.000 description 2
- 125000002915 carbonyl group Chemical group [*:2]C([*:1])=O 0.000 description 2
- 239000007795 chemical reaction product Substances 0.000 description 2
- 150000001875 compounds Chemical class 0.000 description 2
- NBVXSUQYWXRMNV-UHFFFAOYSA-N fluoromethane Chemical compound FC NBVXSUQYWXRMNV-UHFFFAOYSA-N 0.000 description 2
- 229920001002 functional polymer Polymers 0.000 description 2
- 238000004817 gas chromatography Methods 0.000 description 2
- 239000012528 membrane Substances 0.000 description 2
- 239000005297 pyrex Substances 0.000 description 2
- 239000007858 starting material Substances 0.000 description 2
- BOSAWIQFTJIYIS-UHFFFAOYSA-N 1,1,1-trichloro-2,2,2-trifluoroethane Chemical compound FC(F)(F)C(Cl)(Cl)Cl BOSAWIQFTJIYIS-UHFFFAOYSA-N 0.000 description 1
- AJDIZQLSFPQPEY-UHFFFAOYSA-N 1,1,2-Trichlorotrifluoroethane Chemical compound FC(F)(Cl)C(F)(Cl)Cl AJDIZQLSFPQPEY-UHFFFAOYSA-N 0.000 description 1
- 238000004293 19F NMR spectroscopy Methods 0.000 description 1
- CYMKDLLKXWRAMC-UHFFFAOYSA-N 2,2,3,3,5,5,6,6-octafluoro-4-(1,2,2,3,3,4,4,5,5,6,6-undecafluorocyclohexyl)morpholine Chemical compound FC1(F)C(F)(F)OC(F)(F)C(F)(F)N1C1(F)C(F)(F)C(F)(F)C(F)(F)C(F)(F)C1(F)F CYMKDLLKXWRAMC-UHFFFAOYSA-N 0.000 description 1
- PQMAKJUXOOVROI-UHFFFAOYSA-N 2,2,3,3,5,5,6,6-octafluoro-4-(trifluoromethyl)morpholine Chemical compound FC(F)(F)N1C(F)(F)C(F)(F)OC(F)(F)C1(F)F PQMAKJUXOOVROI-UHFFFAOYSA-N 0.000 description 1
- FURGEISYRKIUMX-UHFFFAOYSA-N 2,2,5,5,6,6-hexafluoro-4-(trifluoromethyl)morpholin-3-one Chemical compound FC(F)(F)N1C(=O)C(F)(F)OC(F)(F)C1(F)F FURGEISYRKIUMX-UHFFFAOYSA-N 0.000 description 1
- KRHYYFGTRYWZRS-UHFFFAOYSA-M Fluoride anion Chemical compound [F-] KRHYYFGTRYWZRS-UHFFFAOYSA-M 0.000 description 1
- YCKRFDGAMUMZLT-UHFFFAOYSA-N Fluorine atom Chemical compound [F] YCKRFDGAMUMZLT-UHFFFAOYSA-N 0.000 description 1
- 238000004566 IR spectroscopy Methods 0.000 description 1
- 229910000792 Monel Inorganic materials 0.000 description 1
- 229920001774 Perfluoroether Polymers 0.000 description 1
- 238000009835 boiling Methods 0.000 description 1
- 125000004432 carbon atom Chemical group C* 0.000 description 1
- 239000007806 chemical reaction intermediate Substances 0.000 description 1
- 238000004821 distillation Methods 0.000 description 1
- 238000000605 extraction Methods 0.000 description 1
- 229910052731 fluorine Inorganic materials 0.000 description 1
- 239000011737 fluorine Substances 0.000 description 1
- 239000000543 intermediate Substances 0.000 description 1
- 239000007788 liquid Substances 0.000 description 1
- QSHDDOUJBYECFT-UHFFFAOYSA-N mercury Chemical compound [Hg] QSHDDOUJBYECFT-UHFFFAOYSA-N 0.000 description 1
- 229910052753 mercury Inorganic materials 0.000 description 1
- GVGCUCJTUSOZKP-UHFFFAOYSA-N nitrogen trifluoride Chemical class FN(F)F GVGCUCJTUSOZKP-UHFFFAOYSA-N 0.000 description 1
- UJMWVICAENGCRF-UHFFFAOYSA-N oxygen difluoride Chemical class FOF UJMWVICAENGCRF-UHFFFAOYSA-N 0.000 description 1
- 125000005010 perfluoroalkyl group Chemical group 0.000 description 1
- 125000005459 perfluorocyclohexyl group Chemical group 0.000 description 1
- 238000003822 preparative gas chromatography Methods 0.000 description 1
- 238000000926 separation method Methods 0.000 description 1
- 239000000779 smoke Substances 0.000 description 1
- 239000002904 solvent Substances 0.000 description 1
- 239000000126 substance Substances 0.000 description 1
- AKEJUJNQAAGONA-UHFFFAOYSA-N sulfur trioxide Inorganic materials O=S(=O)=O AKEJUJNQAAGONA-UHFFFAOYSA-N 0.000 description 1
- 239000004094 surface-active agent Substances 0.000 description 1
Landscapes
- Other In-Based Heterocyclic Compounds (AREA)
- Hydrogenated Pyridines (AREA)
- Heterocyclic Carbon Compounds Containing A Hetero Ring Having Nitrogen And Oxygen As The Only Ring Hetero Atoms (AREA)
- Pyrrole Compounds (AREA)
Priority Applications (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| JP3867783A JPS59164772A (ja) | 1983-03-09 | 1983-03-09 | ペルフルオロラクタム類の製造方法 |
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| JP3867783A JPS59164772A (ja) | 1983-03-09 | 1983-03-09 | ペルフルオロラクタム類の製造方法 |
Publications (2)
| Publication Number | Publication Date |
|---|---|
| JPS59164772A JPS59164772A (ja) | 1984-09-17 |
| JPS6216946B2 true JPS6216946B2 (enrdf_load_stackoverflow) | 1987-04-15 |
Family
ID=12531902
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| JP3867783A Granted JPS59164772A (ja) | 1983-03-09 | 1983-03-09 | ペルフルオロラクタム類の製造方法 |
Country Status (1)
| Country | Link |
|---|---|
| JP (1) | JPS59164772A (enrdf_load_stackoverflow) |
Families Citing this family (2)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| JPS62178569A (ja) * | 1986-01-31 | 1987-08-05 | Agency Of Ind Science & Technol | パ−フルオロビシクロラクタム類及びその製造法 |
| JPS63208572A (ja) * | 1987-02-24 | 1988-08-30 | Daikin Ind Ltd | パ−フルオロ含窒素環状化合物およびその製法 |
-
1983
- 1983-03-09 JP JP3867783A patent/JPS59164772A/ja active Granted
Also Published As
| Publication number | Publication date |
|---|---|
| JPS59164772A (ja) | 1984-09-17 |
Similar Documents
| Publication | Publication Date | Title |
|---|---|---|
| JP4275747B2 (ja) | フッ素化ニトリル化合物の合成方法 | |
| RU2169724C2 (ru) | Способ получения замещенных монофторметиловых эфиров | |
| US6225511B1 (en) | Synthesis of fluorinated ethers | |
| JPH1192423A (ja) | トリフルオロ酢酸及びクロロジフルオロ酢酸のメチルエステル又はエチルエステルの製造方法 | |
| JP2562918B2 (ja) | ハロゲン化ポリエーテルの製造方法 | |
| JPS6216946B2 (enrdf_load_stackoverflow) | ||
| EP0259663B1 (en) | Process for producing tetrafluorophihalic acid | |
| JP2012067030A (ja) | クロロギ酸含フッ素アルキルの改良された製造方法 | |
| JP2725179B2 (ja) | ２，４，５−トリフルオロー３−ヒドロキシ安息香酸の製造方法 | |
| JPS5839135B2 (ja) | ポリフルオロアルコ−ル類の製法 | |
| JPH11140030A (ja) | ジ−ｔｅｒｔ−ブチルジカーボネートの製造方法 | |
| JPS6121455B2 (enrdf_load_stackoverflow) | ||
| JP4318803B2 (ja) | ビス（パーフルオロアルキルスルホニル）メタンの製造方法 | |
| JPH0142956B2 (enrdf_load_stackoverflow) | ||
| RU2125555C1 (ru) | Способ получения фторированной сульфокислоты | |
| JP4269212B2 (ja) | 含フッ素クロロスルホニルアルキルビニルエーテルの精製方法 | |
| JP3412246B2 (ja) | ２−ハロゲノ−１−アルケン誘導体の製法 | |
| KR890002514B1 (ko) | 액상 할로겐 교환 반응에서의 촉매재생법 | |
| US6423189B1 (en) | Process for the preparation of 1,3-dichloropropane | |
| JPH0317830B2 (enrdf_load_stackoverflow) | ||
| JPS623822B2 (enrdf_load_stackoverflow) | ||
| JP2004244401A (ja) | 含フッ素フルオロスルホニルアルキルビニルエーテルの製造方法 | |
| JPH0987288A (ja) | １，３−ビス（３−アミノプロピル）−１，１，３，３−テトラオルガノジシロキサンの精製方法 | |
| JP3177649B2 (ja) | Ｎ−フルオロアルキルペルフルオロ環状アミン類及びその製造方法 | |
| JPH0637437B2 (ja) | 含窒素ペルフルオロアルキルヨ―ジド及びその製造方法 |