DE1243170B - Verfahren zur elektrochemischen Herstellung von Olefinoxyden - Google Patents
Verfahren zur elektrochemischen Herstellung von OlefinoxydenInfo
- Publication number
- DE1243170B DE1243170B DEF45416A DEF0045416A DE1243170B DE 1243170 B DE1243170 B DE 1243170B DE F45416 A DEF45416 A DE F45416A DE F0045416 A DEF0045416 A DE F0045416A DE 1243170 B DE1243170 B DE 1243170B
- Authority
- DE
- Germany
- Prior art keywords
- anode
- cathode
- electrolyte
- diaphragm
- compartment
- 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.)
- Pending
Links
- 150000001336 alkenes Chemical class 0.000 title claims description 15
- JRZJOMJEPLMPRA-UHFFFAOYSA-N olefin Natural products CCCCCCCC=C JRZJOMJEPLMPRA-UHFFFAOYSA-N 0.000 title claims description 13
- 238000000034 method Methods 0.000 title claims description 9
- 238000004519 manufacturing process Methods 0.000 title claims description 5
- 239000003792 electrolyte Substances 0.000 claims description 28
- 239000004744 fabric Substances 0.000 claims description 22
- 229920002239 polyacrylonitrile Polymers 0.000 claims description 15
- 239000000835 fiber Substances 0.000 claims description 6
- QQONPFPTGQHPMA-UHFFFAOYSA-N propylene Natural products CC=C QQONPFPTGQHPMA-UHFFFAOYSA-N 0.000 description 8
- 125000004805 propylene group Chemical group [H]C([H])([H])C([H])([*:1])C([H])([H])[*:2] 0.000 description 8
- -1 olefin halohydrin Chemical class 0.000 description 7
- LYCAIKOWRPUZTN-UHFFFAOYSA-N Ethylene glycol Chemical compound OCCO LYCAIKOWRPUZTN-UHFFFAOYSA-N 0.000 description 6
- WCUXLLCKKVVCTQ-UHFFFAOYSA-M Potassium chloride Chemical compound [Cl-].[K+] WCUXLLCKKVVCTQ-UHFFFAOYSA-M 0.000 description 6
- 238000006243 chemical reaction Methods 0.000 description 6
- 239000004698 Polyethylene Substances 0.000 description 5
- 239000010425 asbestos Substances 0.000 description 5
- 229920000573 polyethylene Polymers 0.000 description 5
- 229910052895 riebeckite Inorganic materials 0.000 description 5
- GOOHAUXETOMSMM-UHFFFAOYSA-N Propylene oxide Chemical compound CC1CO1 GOOHAUXETOMSMM-UHFFFAOYSA-N 0.000 description 4
- 238000005868 electrolysis reaction Methods 0.000 description 4
- BASFCYQUMIYNBI-UHFFFAOYSA-N platinum Chemical compound [Pt] BASFCYQUMIYNBI-UHFFFAOYSA-N 0.000 description 4
- BRLQWZUYTZBJKN-UHFFFAOYSA-N Epichlorohydrin Chemical compound ClCC1CO1 BRLQWZUYTZBJKN-UHFFFAOYSA-N 0.000 description 3
- IAYPIBMASNFSPL-UHFFFAOYSA-N Ethylene oxide Chemical compound C1CO1 IAYPIBMASNFSPL-UHFFFAOYSA-N 0.000 description 3
- KWYUFKZDYYNOTN-UHFFFAOYSA-M Potassium hydroxide Chemical compound [OH-].[K+] KWYUFKZDYYNOTN-UHFFFAOYSA-M 0.000 description 3
- DNIAPMSPPWPWGF-UHFFFAOYSA-N Propylene glycol Chemical compound CC(O)CO DNIAPMSPPWPWGF-UHFFFAOYSA-N 0.000 description 3
- 239000006227 byproduct Substances 0.000 description 3
- WGCNASOHLSPBMP-UHFFFAOYSA-N hydroxyacetaldehyde Natural products OCC=O WGCNASOHLSPBMP-UHFFFAOYSA-N 0.000 description 3
- 239000000463 material Substances 0.000 description 3
- 239000000203 mixture Substances 0.000 description 3
- 239000001103 potassium chloride Substances 0.000 description 3
- 235000011164 potassium chloride Nutrition 0.000 description 3
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 3
- VZIQXGLTRZLBEX-UHFFFAOYSA-N 2-chloro-1-propanol Chemical compound CC(Cl)CO VZIQXGLTRZLBEX-UHFFFAOYSA-N 0.000 description 2
- OSDWBNJEKMUWAV-UHFFFAOYSA-N Allyl chloride Chemical compound ClCC=C OSDWBNJEKMUWAV-UHFFFAOYSA-N 0.000 description 2
- OKTJSMMVPCPJKN-UHFFFAOYSA-N Carbon Chemical compound [C] OKTJSMMVPCPJKN-UHFFFAOYSA-N 0.000 description 2
- CURLTUGMZLYLDI-UHFFFAOYSA-N Carbon dioxide Chemical compound O=C=O CURLTUGMZLYLDI-UHFFFAOYSA-N 0.000 description 2
- VGGSQFUCUMXWEO-UHFFFAOYSA-N Ethene Chemical compound C=C VGGSQFUCUMXWEO-UHFFFAOYSA-N 0.000 description 2
- 239000005977 Ethylene Substances 0.000 description 2
- BAPJBEWLBFYGME-UHFFFAOYSA-N Methyl acrylate Chemical compound COC(=O)C=C BAPJBEWLBFYGME-UHFFFAOYSA-N 0.000 description 2
- RTAQQCXQSZGOHL-UHFFFAOYSA-N Titanium Chemical compound [Ti] RTAQQCXQSZGOHL-UHFFFAOYSA-N 0.000 description 2
- 239000007864 aqueous solution Substances 0.000 description 2
- QVGXLLKOCUKJST-UHFFFAOYSA-N atomic oxygen Chemical compound [O] QVGXLLKOCUKJST-UHFFFAOYSA-N 0.000 description 2
- 230000009286 beneficial effect Effects 0.000 description 2
- 239000000460 chlorine Substances 0.000 description 2
- 239000010439 graphite Substances 0.000 description 2
- 229910002804 graphite Inorganic materials 0.000 description 2
- 239000001301 oxygen Substances 0.000 description 2
- 229910052760 oxygen Inorganic materials 0.000 description 2
- 230000035699 permeability Effects 0.000 description 2
- 229910052697 platinum Inorganic materials 0.000 description 2
- FAPWRFPIFSIZLT-UHFFFAOYSA-M sodium chloride Inorganic materials [Na+].[Cl-] FAPWRFPIFSIZLT-UHFFFAOYSA-M 0.000 description 2
- 239000000243 solution Substances 0.000 description 2
- 239000010936 titanium Substances 0.000 description 2
- 229910052719 titanium Inorganic materials 0.000 description 2
- SCYULBFZEHDVBN-UHFFFAOYSA-N 1,1-Dichloroethane Chemical compound CC(Cl)Cl SCYULBFZEHDVBN-UHFFFAOYSA-N 0.000 description 1
- KNKRKFALVUDBJE-UHFFFAOYSA-N 1,2-dichloropropane Chemical compound CC(Cl)CCl KNKRKFALVUDBJE-UHFFFAOYSA-N 0.000 description 1
- DEWLEGDTCGBNGU-UHFFFAOYSA-N 1,3-dichloropropan-2-ol Chemical compound ClCC(O)CCl DEWLEGDTCGBNGU-UHFFFAOYSA-N 0.000 description 1
- SZIFAVKTNFCBPC-UHFFFAOYSA-N 2-chloroethanol Chemical compound OCCCl SZIFAVKTNFCBPC-UHFFFAOYSA-N 0.000 description 1
- NLHHRLWOUZZQLW-UHFFFAOYSA-N Acrylonitrile Chemical compound C=CC#N NLHHRLWOUZZQLW-UHFFFAOYSA-N 0.000 description 1
- IJGRMHOSHXDMSA-UHFFFAOYSA-N Atomic nitrogen Chemical compound N#N IJGRMHOSHXDMSA-UHFFFAOYSA-N 0.000 description 1
- 241000283690 Bos taurus Species 0.000 description 1
- ZAMOUSCENKQFHK-UHFFFAOYSA-N Chlorine atom Chemical compound [Cl] ZAMOUSCENKQFHK-UHFFFAOYSA-N 0.000 description 1
- DGAQECJNVWCQMB-PUAWFVPOSA-M Ilexoside XXIX Chemical compound C[C@@H]1CC[C@@]2(CC[C@@]3(C(=CC[C@H]4[C@]3(CC[C@@H]5[C@@]4(CC[C@@H](C5(C)C)OS(=O)(=O)[O-])C)C)[C@@H]2[C@]1(C)O)C)C(=O)O[C@H]6[C@@H]([C@H]([C@@H]([C@H](O6)CO)O)O)O.[Na+] DGAQECJNVWCQMB-PUAWFVPOSA-M 0.000 description 1
- XTXRWKRVRITETP-UHFFFAOYSA-N Vinyl acetate Chemical compound CC(=O)OC=C XTXRWKRVRITETP-UHFFFAOYSA-N 0.000 description 1
- 239000010405 anode material Substances 0.000 description 1
- 239000001569 carbon dioxide Substances 0.000 description 1
- 229910002092 carbon dioxide Inorganic materials 0.000 description 1
- 229910010293 ceramic material Inorganic materials 0.000 description 1
- 229910052801 chlorine Inorganic materials 0.000 description 1
- 230000000052 comparative effect Effects 0.000 description 1
- 239000000470 constituent Substances 0.000 description 1
- 238000007334 copolymerization reaction Methods 0.000 description 1
- 229910001873 dinitrogen Inorganic materials 0.000 description 1
- 230000000694 effects Effects 0.000 description 1
- 238000002474 experimental method Methods 0.000 description 1
- 150000003944 halohydrins Chemical class 0.000 description 1
- 229910001507 metal halide Inorganic materials 0.000 description 1
- 150000005309 metal halides Chemical class 0.000 description 1
- 150000005673 monoalkenes Chemical class 0.000 description 1
- 150000002894 organic compounds Chemical class 0.000 description 1
- 239000003960 organic solvent Substances 0.000 description 1
- 239000003973 paint Substances 0.000 description 1
- 229920000642 polymer Polymers 0.000 description 1
- 239000011148 porous material Substances 0.000 description 1
- 239000000047 product Substances 0.000 description 1
- 239000002994 raw material Substances 0.000 description 1
- 239000012429 reaction media Substances 0.000 description 1
- 150000003839 salts Chemical class 0.000 description 1
- 239000011780 sodium chloride Substances 0.000 description 1
- 239000007858 starting material Substances 0.000 description 1
- 239000000126 substance Substances 0.000 description 1
- 230000008961 swelling Effects 0.000 description 1
- 125000000383 tetramethylene group Chemical group [H]C([H])([*:1])C([H])([H])C([H])([H])C([H])([H])[*:2] 0.000 description 1
Classifications
-
- C—CHEMISTRY; METALLURGY
- C25—ELECTROLYTIC OR ELECTROPHORETIC PROCESSES; APPARATUS THEREFOR
- C25B—ELECTROLYTIC OR ELECTROPHORETIC PROCESSES FOR THE PRODUCTION OF COMPOUNDS OR NON-METALS; APPARATUS THEREFOR
- C25B3/00—Electrolytic production of organic compounds
- C25B3/20—Processes
- C25B3/23—Oxidation
-
- C—CHEMISTRY; METALLURGY
- C25—ELECTROLYTIC OR ELECTROPHORETIC PROCESSES; APPARATUS THEREFOR
- C25B—ELECTROLYTIC OR ELECTROPHORETIC PROCESSES FOR THE PRODUCTION OF COMPOUNDS OR NON-METALS; APPARATUS THEREFOR
- C25B13/00—Diaphragms; Spacing elements
- C25B13/04—Diaphragms; Spacing elements characterised by the material
- C25B13/08—Diaphragms; Spacing elements characterised by the material based on organic materials
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Engineering & Computer Science (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Electrochemistry (AREA)
- Materials Engineering (AREA)
- Metallurgy (AREA)
- Electrolytic Production Of Non-Metals, Compounds, Apparatuses Therefor (AREA)
- Manufacture Of Macromolecular Shaped Articles (AREA)
- Cell Separators (AREA)
Priority Applications (8)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| DEF45416A DE1243170B (de) | 1965-03-04 | 1965-03-04 | Verfahren zur elektrochemischen Herstellung von Olefinoxyden |
| AT162366A AT262246B (de) | 1965-03-04 | 1966-02-22 | Verfahren zur Herstellung von Olefinoxyden |
| US530788A US3451905A (en) | 1965-03-04 | 1966-03-01 | Electrolytic process for the preparation of olefine oxides |
| NL6602654A NL6602654A (GUID-C5D7CC26-194C-43D0-91A1-9AE8C70A9BFF.html) | 1965-03-04 | 1966-03-01 | |
| GB9402/66A GB1090006A (en) | 1965-03-04 | 1966-03-03 | Process for the preparation of olefine oxides |
| BE677299D BE677299A (GUID-C5D7CC26-194C-43D0-91A1-9AE8C70A9BFF.html) | 1965-03-04 | 1966-03-03 | |
| FR52140A FR1470721A (fr) | 1965-03-04 | 1966-03-04 | Procédé pour la préparation d'oxydes d'oléfines |
| ES0323793A ES323793A1 (es) | 1965-03-04 | 1966-03-04 | Procedimiento para la transformacion electroquimica de olefinas en oxidos olefinicos. |
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| DEF45416A DE1243170B (de) | 1965-03-04 | 1965-03-04 | Verfahren zur elektrochemischen Herstellung von Olefinoxyden |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| DE1243170B true DE1243170B (de) | 1967-06-29 |
Family
ID=7100484
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| DEF45416A Pending DE1243170B (de) | 1965-03-04 | 1965-03-04 | Verfahren zur elektrochemischen Herstellung von Olefinoxyden |
Country Status (7)
Cited By (2)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US3635803A (en) * | 1970-09-30 | 1972-01-18 | Interoxo Ag | Preparation of olefin oxide from an olefin |
| EP0068226A1 (en) * | 1981-06-16 | 1983-01-05 | Hoechst Aktiengesellschaft | Diaphragm for water electrolysis |
Families Citing this family (7)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| DE2658189C2 (de) * | 1976-12-22 | 1979-02-15 | Metallgesellschaft Ag, 6000 Frankfurt | Verfahren zur elektrochemischen Herstellung von Olefinoxid |
| US4182661A (en) * | 1978-07-31 | 1980-01-08 | Olin Corporation | Electrochemical production of available chlorine containing organic compounds in a divided cell |
| US4726887A (en) * | 1985-12-26 | 1988-02-23 | The Dow Chemical Company | Process for preparing olefin oxides in an electrochemical cell |
| US5980724A (en) * | 1998-07-09 | 1999-11-09 | Ppg Industries Ohio, Inc. | Method of electrochemically producing epoxides |
| US5997715A (en) * | 1998-07-09 | 1999-12-07 | Ppg Industries Ohio, Inc. | Method of electrochemically producing epoxides |
| US5997716A (en) * | 1998-07-09 | 1999-12-07 | Ppg Industries Ohio, Inc. | Method of electrochemically producing epoxides |
| US5972195A (en) * | 1998-07-09 | 1999-10-26 | Ppg Industries Ohio, Inc. | Method of electrolytically producing epoxides |
Family Cites Families (3)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US1253617A (en) * | 1916-03-18 | 1918-01-15 | Chemical Dev Company | Process of and apparatus for oxidizing hydrocarbons. |
| US3247133A (en) * | 1956-06-18 | 1966-04-19 | American Mach & Foundry | Method of forming graft copolymer ion exchange membranes |
| US3288692A (en) * | 1962-09-20 | 1966-11-29 | Pullman Inc | Electrochemical process for the production of organic oxides |
-
1965
- 1965-03-04 DE DEF45416A patent/DE1243170B/de active Pending
-
1966
- 1966-02-22 AT AT162366A patent/AT262246B/de active
- 1966-03-01 NL NL6602654A patent/NL6602654A/xx unknown
- 1966-03-01 US US530788A patent/US3451905A/en not_active Expired - Lifetime
- 1966-03-03 GB GB9402/66A patent/GB1090006A/en not_active Expired
- 1966-03-03 BE BE677299D patent/BE677299A/xx unknown
- 1966-03-04 ES ES0323793A patent/ES323793A1/es not_active Expired
Cited By (2)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US3635803A (en) * | 1970-09-30 | 1972-01-18 | Interoxo Ag | Preparation of olefin oxide from an olefin |
| EP0068226A1 (en) * | 1981-06-16 | 1983-01-05 | Hoechst Aktiengesellschaft | Diaphragm for water electrolysis |
Also Published As
| Publication number | Publication date |
|---|---|
| ES323793A1 (es) | 1967-01-16 |
| NL6602654A (GUID-C5D7CC26-194C-43D0-91A1-9AE8C70A9BFF.html) | 1966-09-05 |
| BE677299A (GUID-C5D7CC26-194C-43D0-91A1-9AE8C70A9BFF.html) | 1966-09-05 |
| GB1090006A (en) | 1967-11-08 |
| AT262246B (de) | 1968-06-10 |
| US3451905A (en) | 1969-06-24 |
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