GB672720A - Improvements in or relating to process of preparing cyclic fluoroalkylene oxide compounds and the cyclic fluoroalkylene oxide compounds resulting from said process - Google Patents
Improvements in or relating to process of preparing cyclic fluoroalkylene oxide compounds and the cyclic fluoroalkylene oxide compounds resulting from said processInfo
- Publication number
- GB672720A GB672720A GB17972/49A GB1797249A GB672720A GB 672720 A GB672720 A GB 672720A GB 17972/49 A GB17972/49 A GB 17972/49A GB 1797249 A GB1797249 A GB 1797249A GB 672720 A GB672720 A GB 672720A
- Authority
- GB
- United Kingdom
- Prior art keywords
- oxide
- oxide compounds
- fluorine
- fluoroalkylene oxide
- cyclic fluoroalkylene
- 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
- 125000004122 cyclic group Chemical group 0.000 title abstract 4
- 238000000034 method Methods 0.000 title abstract 4
- 150000001875 compounds Chemical class 0.000 title abstract 3
- 229910052731 fluorine Inorganic materials 0.000 abstract 3
- NBVXSUQYWXRMNV-UHFFFAOYSA-N fluoromethane Chemical compound FC NBVXSUQYWXRMNV-UHFFFAOYSA-N 0.000 abstract 3
- OKTJSMMVPCPJKN-UHFFFAOYSA-N Carbon Chemical group [C] OKTJSMMVPCPJKN-UHFFFAOYSA-N 0.000 abstract 2
- KRHYYFGTRYWZRS-UHFFFAOYSA-N Fluorane Chemical compound F KRHYYFGTRYWZRS-UHFFFAOYSA-N 0.000 abstract 2
- PXGOKWXKJXAPGV-UHFFFAOYSA-N Fluorine Chemical compound FF PXGOKWXKJXAPGV-UHFFFAOYSA-N 0.000 abstract 2
- 239000011737 fluorine Substances 0.000 abstract 2
- 229910000040 hydrogen fluoride Inorganic materials 0.000 abstract 2
- 239000007788 liquid Substances 0.000 abstract 2
- ILIKFPWSIPNAPS-UHFFFAOYSA-N 2,2,3,3,4,4-hexafluorooxetane Chemical compound FC1(F)OC(F)(F)C1(F)F ILIKFPWSIPNAPS-UHFFFAOYSA-N 0.000 abstract 1
- BRLQWZUYTZBJKN-UHFFFAOYSA-N Epichlorohydrin Chemical compound ClCC1CO1 BRLQWZUYTZBJKN-UHFFFAOYSA-N 0.000 abstract 1
- UFHFLCQGNIYNRP-UHFFFAOYSA-N Hydrogen Chemical compound [H][H] UFHFLCQGNIYNRP-UHFFFAOYSA-N 0.000 abstract 1
- WYURNTSHIVDZCO-UHFFFAOYSA-N Tetrahydrofuran Chemical compound C1CCOC1 WYURNTSHIVDZCO-UHFFFAOYSA-N 0.000 abstract 1
- DHXVGJBLRPWPCS-UHFFFAOYSA-N Tetrahydropyran Chemical compound C1CCOCC1 DHXVGJBLRPWPCS-UHFFFAOYSA-N 0.000 abstract 1
- 125000001931 aliphatic group Chemical group 0.000 abstract 1
- 125000004429 atom Chemical group 0.000 abstract 1
- 230000015572 biosynthetic process Effects 0.000 abstract 1
- 229910052799 carbon Inorganic materials 0.000 abstract 1
- 125000001153 fluoro group Chemical group F* 0.000 abstract 1
- 229910052739 hydrogen Inorganic materials 0.000 abstract 1
- 239000001257 hydrogen Substances 0.000 abstract 1
- 125000004430 oxygen atom Chemical group O* 0.000 abstract 1
- 239000003507 refrigerant Substances 0.000 abstract 1
- 239000002904 solvent Substances 0.000 abstract 1
- BFKJFAAPBSQJPD-UHFFFAOYSA-N tetrafluoroethene Chemical group FC(F)=C(F)F BFKJFAAPBSQJPD-UHFFFAOYSA-N 0.000 abstract 1
Classifications
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D303/00—Compounds containing three-membered rings having one oxygen atom as the only ring hetero atom
- C07D303/02—Compounds containing oxirane rings
- C07D303/48—Compounds containing oxirane rings with hetero atoms or with carbon atoms having three bonds to hetero atoms with at the most one bond to halogen, directly attached to ring carbon atoms, e.g. ester or nitrile radicals
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Epoxy Compounds (AREA)
Abstract
An electrochemical process of preparing cyclic fluorocarbon oxides comprises electrolysing a solution of liquid hydrogen fluoride containing a soluble hydrogen-containing compound, containing a carbon ring having an oxygen atom therein and having carbon bonded atoms replaceable by fluorine at a cell voltage insufficient to result in the formation of free fluorine and recovering a cyclic fluorocarbon oxide. The simplest products have the formula <FORM:0672720/IV (b)/1> where n is an integer. Homologues in which a saturated aliphatic fluorocarbon group, e.g. -CF3, -C2F5, -C3F7 replaces a fluorine atom may also be produced. Atmospheric pressure and 0 DEG C. are preferred reaction conditions. Examples describe the preparation of (1) decafluoropentamethylene oxide from pentamethylene oxide dissolved in liquid hydrogen fluoride; by a similar method the preparation of (2) octafluoro-tetramethylene oxide from tetramethylene oxide; (3) 1 : 2-hexafluoropropylene oxide from epichlorhydrin. Tetrafluorethylene oxide and hexafluorotrimethylene oxide are also mentioned. The products may be used as refrigerants and solvents.
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| US672720XA | 1948-09-10 | 1948-09-10 |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| GB672720A true GB672720A (en) | 1952-05-28 |
Family
ID=22074886
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| GB17972/49A Expired GB672720A (en) | 1948-09-10 | 1949-07-07 | Improvements in or relating to process of preparing cyclic fluoroalkylene oxide compounds and the cyclic fluoroalkylene oxide compounds resulting from said process |
Country Status (1)
| Country | Link |
|---|---|
| GB (1) | GB672720A (en) |
Cited By (7)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US3125581A (en) * | 1964-03-17 | perfluoro carbon substi- | ||
| US3136744A (en) * | 1961-04-14 | 1964-06-09 | Du Pont | Fluorothiranes, their preparation and hompolymers thereof |
| US3272871A (en) * | 1962-02-01 | 1966-09-13 | Du Pont | Fluorocarbon-hydrocarbon polyethers |
| US3358003A (en) * | 1959-07-17 | 1967-12-12 | Fluorocarbon epoxides | |
| US3505411A (en) * | 1966-10-11 | 1970-04-07 | Minnesota Mining & Mfg | Perfluoroalkylene oxide polymers |
| FR2295035A1 (en) * | 1974-12-20 | 1976-07-16 | Hoechst Ag | PROCESS FOR PREPARING EPOXY-HEXAFLUOROPROPANE BY ELECTROCHEMICAL OXIDATION OF HEXAFLUOROPROPENE |
| US4172016A (en) | 1976-08-21 | 1979-10-23 | Agency Of Industrial Science & Technology | Method for manufacture of perfluorotetrahydrofuran derivatives |
-
1949
- 1949-07-07 GB GB17972/49A patent/GB672720A/en not_active Expired
Cited By (7)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US3125581A (en) * | 1964-03-17 | perfluoro carbon substi- | ||
| US3358003A (en) * | 1959-07-17 | 1967-12-12 | Fluorocarbon epoxides | |
| US3136744A (en) * | 1961-04-14 | 1964-06-09 | Du Pont | Fluorothiranes, their preparation and hompolymers thereof |
| US3272871A (en) * | 1962-02-01 | 1966-09-13 | Du Pont | Fluorocarbon-hydrocarbon polyethers |
| US3505411A (en) * | 1966-10-11 | 1970-04-07 | Minnesota Mining & Mfg | Perfluoroalkylene oxide polymers |
| FR2295035A1 (en) * | 1974-12-20 | 1976-07-16 | Hoechst Ag | PROCESS FOR PREPARING EPOXY-HEXAFLUOROPROPANE BY ELECTROCHEMICAL OXIDATION OF HEXAFLUOROPROPENE |
| US4172016A (en) | 1976-08-21 | 1979-10-23 | Agency Of Industrial Science & Technology | Method for manufacture of perfluorotetrahydrofuran derivatives |
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