DE1468148B1 - Elektrochemische Zelle fuer die Herstellung von Olefinoxyden aus aliphatischen oder cycloaliphatischen Olefinen - Google Patents
Elektrochemische Zelle fuer die Herstellung von Olefinoxyden aus aliphatischen oder cycloaliphatischen OlefinenInfo
- Publication number
- DE1468148B1 DE1468148B1 DE19631468148 DE1468148A DE1468148B1 DE 1468148 B1 DE1468148 B1 DE 1468148B1 DE 19631468148 DE19631468148 DE 19631468148 DE 1468148 A DE1468148 A DE 1468148A DE 1468148 B1 DE1468148 B1 DE 1468148B1
- Authority
- DE
- Germany
- Prior art keywords
- anode
- cathode
- cell
- perforated
- chamber
- 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 78
- JRZJOMJEPLMPRA-UHFFFAOYSA-N olefin Natural products CCCCCCCC=C JRZJOMJEPLMPRA-UHFFFAOYSA-N 0.000 title claims description 70
- 238000004519 manufacturing process Methods 0.000 title claims description 12
- 125000001931 aliphatic group Chemical group 0.000 title claims 2
- 239000007789 gas Substances 0.000 claims description 52
- 239000007788 liquid Substances 0.000 claims description 44
- 230000002093 peripheral effect Effects 0.000 claims description 38
- 239000003792 electrolyte Substances 0.000 claims description 34
- 238000009826 distribution Methods 0.000 claims description 24
- 239000004020 conductor Substances 0.000 claims description 11
- 230000009969 flowable effect Effects 0.000 claims description 10
- 239000000463 material Substances 0.000 claims description 7
- 239000000376 reactant Substances 0.000 claims description 4
- 238000004891 communication Methods 0.000 claims description 2
- 229910052736 halogen Inorganic materials 0.000 claims description 2
- 125000005843 halogen group Chemical group 0.000 claims description 2
- 230000000149 penetrating effect Effects 0.000 claims description 2
- 239000011244 liquid electrolyte Substances 0.000 claims 6
- 239000011810 insulating material Substances 0.000 claims 1
- FAPWRFPIFSIZLT-UHFFFAOYSA-M Sodium chloride Chemical compound [Na+].[Cl-] FAPWRFPIFSIZLT-UHFFFAOYSA-M 0.000 description 31
- 239000002585 base Substances 0.000 description 24
- 239000010410 layer Substances 0.000 description 21
- -1 hydroxyl ions Chemical class 0.000 description 18
- 229910052751 metal Inorganic materials 0.000 description 16
- 239000002184 metal Substances 0.000 description 16
- 239000000047 product Substances 0.000 description 16
- 239000001257 hydrogen Substances 0.000 description 15
- 229910052739 hydrogen Inorganic materials 0.000 description 15
- GOOHAUXETOMSMM-UHFFFAOYSA-N Propylene oxide Chemical compound CC1CO1 GOOHAUXETOMSMM-UHFFFAOYSA-N 0.000 description 12
- 229910000831 Steel Inorganic materials 0.000 description 12
- 239000012736 aqueous medium Substances 0.000 description 12
- 239000004568 cement Substances 0.000 description 12
- 125000004805 propylene group Chemical group [H]C([H])([H])C([H])([*:1])C([H])([H])[*:2] 0.000 description 12
- 239000010959 steel Substances 0.000 description 12
- UFHFLCQGNIYNRP-UHFFFAOYSA-N Hydrogen Chemical compound [H][H] UFHFLCQGNIYNRP-UHFFFAOYSA-N 0.000 description 11
- QQONPFPTGQHPMA-UHFFFAOYSA-N propylene Natural products CC=C QQONPFPTGQHPMA-UHFFFAOYSA-N 0.000 description 11
- ATUOYWHBWRKTHZ-UHFFFAOYSA-N Propane Chemical compound CCC ATUOYWHBWRKTHZ-UHFFFAOYSA-N 0.000 description 10
- VGGSQFUCUMXWEO-UHFFFAOYSA-N Ethene Chemical compound C=C VGGSQFUCUMXWEO-UHFFFAOYSA-N 0.000 description 9
- 239000005977 Ethylene Substances 0.000 description 9
- 229920001343 polytetrafluoroethylene Polymers 0.000 description 9
- 239000004810 polytetrafluoroethylene Substances 0.000 description 9
- RYGMFSIKBFXOCR-UHFFFAOYSA-N Copper Chemical compound [Cu] RYGMFSIKBFXOCR-UHFFFAOYSA-N 0.000 description 8
- IAYPIBMASNFSPL-UHFFFAOYSA-N Ethylene oxide Chemical compound C1CO1 IAYPIBMASNFSPL-UHFFFAOYSA-N 0.000 description 8
- 229910052802 copper Inorganic materials 0.000 description 8
- 239000010949 copper Substances 0.000 description 8
- 239000011148 porous material Substances 0.000 description 8
- 239000010425 asbestos Substances 0.000 description 7
- 229910052895 riebeckite Inorganic materials 0.000 description 7
- RTZKZFJDLAIYFH-UHFFFAOYSA-N Diethyl ether Chemical compound CCOCC RTZKZFJDLAIYFH-UHFFFAOYSA-N 0.000 description 6
- 230000015572 biosynthetic process Effects 0.000 description 6
- 239000004744 fabric Substances 0.000 description 6
- 239000011521 glass Substances 0.000 description 6
- 238000000034 method Methods 0.000 description 6
- 239000011780 sodium chloride Substances 0.000 description 6
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 6
- 238000003466 welding Methods 0.000 description 6
- OKTJSMMVPCPJKN-UHFFFAOYSA-N Carbon Chemical compound [C] OKTJSMMVPCPJKN-UHFFFAOYSA-N 0.000 description 5
- 239000000460 chlorine Substances 0.000 description 5
- 230000001427 coherent effect Effects 0.000 description 5
- 239000010439 graphite Substances 0.000 description 5
- 229910002804 graphite Inorganic materials 0.000 description 5
- 150000003944 halohydrins Chemical class 0.000 description 5
- 239000001294 propane Substances 0.000 description 5
- 238000000926 separation method Methods 0.000 description 5
- 239000007787 solid Substances 0.000 description 5
- 229910001868 water Inorganic materials 0.000 description 5
- ZAMOUSCENKQFHK-UHFFFAOYSA-N Chlorine atom Chemical compound [Cl] ZAMOUSCENKQFHK-UHFFFAOYSA-N 0.000 description 4
- LYCAIKOWRPUZTN-UHFFFAOYSA-N Ethylene glycol Chemical compound OCCO LYCAIKOWRPUZTN-UHFFFAOYSA-N 0.000 description 4
- CWYNVVGOOAEACU-UHFFFAOYSA-N Fe2+ Chemical compound [Fe+2] CWYNVVGOOAEACU-UHFFFAOYSA-N 0.000 description 4
- 229910052801 chlorine Inorganic materials 0.000 description 4
- 150000001875 compounds Chemical class 0.000 description 4
- 238000005868 electrolysis reaction Methods 0.000 description 4
- 230000003628 erosive effect Effects 0.000 description 4
- 150000004820 halides Chemical class 0.000 description 4
- 150000002431 hydrogen Chemical class 0.000 description 4
- BASFCYQUMIYNBI-UHFFFAOYSA-N platinum Chemical compound [Pt] BASFCYQUMIYNBI-UHFFFAOYSA-N 0.000 description 4
- 239000011241 protective layer Substances 0.000 description 4
- 239000012266 salt solution Substances 0.000 description 4
- WSFSSNUMVMOOMR-UHFFFAOYSA-N Formaldehyde Chemical compound O=C WSFSSNUMVMOOMR-UHFFFAOYSA-N 0.000 description 3
- 239000004698 Polyethylene Substances 0.000 description 3
- HEMHJVSKTPXQMS-UHFFFAOYSA-M Sodium hydroxide Chemical compound [OH-].[Na+] HEMHJVSKTPXQMS-UHFFFAOYSA-M 0.000 description 3
- 238000013459 approach Methods 0.000 description 3
- 239000008151 electrolyte solution Substances 0.000 description 3
- 239000003822 epoxy resin Substances 0.000 description 3
- 239000002609 medium Substances 0.000 description 3
- 150000002894 organic compounds Chemical class 0.000 description 3
- 238000005192 partition Methods 0.000 description 3
- 229920000647 polyepoxide Polymers 0.000 description 3
- 229920000573 polyethylene Polymers 0.000 description 3
- 229920000642 polymer Polymers 0.000 description 3
- 230000002829 reductive effect Effects 0.000 description 3
- 239000007921 spray Substances 0.000 description 3
- SCYULBFZEHDVBN-UHFFFAOYSA-N 1,1-Dichloroethane Chemical compound CC(Cl)Cl SCYULBFZEHDVBN-UHFFFAOYSA-N 0.000 description 2
- SDJHPPZKZZWAKF-UHFFFAOYSA-N 2,3-dimethylbuta-1,3-diene Chemical group CC(=C)C(C)=C SDJHPPZKZZWAKF-UHFFFAOYSA-N 0.000 description 2
- VZIQXGLTRZLBEX-UHFFFAOYSA-N 2-chloro-1-propanol Chemical compound CC(Cl)CO VZIQXGLTRZLBEX-UHFFFAOYSA-N 0.000 description 2
- SZIFAVKTNFCBPC-UHFFFAOYSA-N 2-chloroethanol Chemical compound OCCCl SZIFAVKTNFCBPC-UHFFFAOYSA-N 0.000 description 2
- KAKZBPTYRLMSJV-UHFFFAOYSA-N Butadiene Chemical group C=CC=C KAKZBPTYRLMSJV-UHFFFAOYSA-N 0.000 description 2
- VQTUBCCKSQIDNK-UHFFFAOYSA-N Isobutene Chemical compound CC(C)=C VQTUBCCKSQIDNK-UHFFFAOYSA-N 0.000 description 2
- RRHGJUQNOFWUDK-UHFFFAOYSA-N Isoprene Chemical group CC(=C)C=C RRHGJUQNOFWUDK-UHFFFAOYSA-N 0.000 description 2
- PXHVJJICTQNCMI-UHFFFAOYSA-N Nickel Chemical compound [Ni] PXHVJJICTQNCMI-UHFFFAOYSA-N 0.000 description 2
- PPBRXRYQALVLMV-UHFFFAOYSA-N Styrene Chemical compound C=CC1=CC=CC=C1 PPBRXRYQALVLMV-UHFFFAOYSA-N 0.000 description 2
- 125000003118 aryl group Chemical group 0.000 description 2
- IAQRGUVFOMOMEM-UHFFFAOYSA-N but-2-ene Chemical compound CC=CC IAQRGUVFOMOMEM-UHFFFAOYSA-N 0.000 description 2
- 239000006227 byproduct Substances 0.000 description 2
- 238000006243 chemical reaction Methods 0.000 description 2
- 238000010276 construction Methods 0.000 description 2
- HGCIXCUEYOPUTN-UHFFFAOYSA-N cyclohexene Chemical compound C1CCC=CC1 HGCIXCUEYOPUTN-UHFFFAOYSA-N 0.000 description 2
- LPIQUOYDBNQMRZ-UHFFFAOYSA-N cyclopentene Chemical compound C1CC=CC1 LPIQUOYDBNQMRZ-UHFFFAOYSA-N 0.000 description 2
- 125000003963 dichloro group Chemical group Cl* 0.000 description 2
- 239000011152 fibreglass Substances 0.000 description 2
- 239000012530 fluid Substances 0.000 description 2
- 239000003365 glass fiber Substances 0.000 description 2
- WGCNASOHLSPBMP-UHFFFAOYSA-N hydroxyacetaldehyde Natural products OCC=O WGCNASOHLSPBMP-UHFFFAOYSA-N 0.000 description 2
- SZVJSHCCFOBDDC-UHFFFAOYSA-N iron(II,III) oxide Inorganic materials O=[Fe]O[Fe]O[Fe]=O SZVJSHCCFOBDDC-UHFFFAOYSA-N 0.000 description 2
- 229910001507 metal halide Inorganic materials 0.000 description 2
- 150000005309 metal halides Chemical class 0.000 description 2
- VNWKTOKETHGBQD-UHFFFAOYSA-N methane Chemical compound C VNWKTOKETHGBQD-UHFFFAOYSA-N 0.000 description 2
- ZGEGCLOFRBLKSE-UHFFFAOYSA-N methylene hexane Natural products CCCCCC=C ZGEGCLOFRBLKSE-UHFFFAOYSA-N 0.000 description 2
- 239000000203 mixture Substances 0.000 description 2
- 239000012811 non-conductive material Substances 0.000 description 2
- QMMOXUPEWRXHJS-UHFFFAOYSA-N pentene-2 Natural products CCC=CC QMMOXUPEWRXHJS-UHFFFAOYSA-N 0.000 description 2
- 229920001568 phenolic resin Polymers 0.000 description 2
- 229910052697 platinum Inorganic materials 0.000 description 2
- 230000000630 rising effect Effects 0.000 description 2
- 239000000243 solution Substances 0.000 description 2
- 239000010935 stainless steel Substances 0.000 description 2
- 229910001220 stainless steel Inorganic materials 0.000 description 2
- 238000011282 treatment Methods 0.000 description 2
- STHONQMAWQLWLX-QPJJXVBHSA-N (e)-4-ethylhex-2-ene Chemical compound CCC(CC)\C=C\C STHONQMAWQLWLX-QPJJXVBHSA-N 0.000 description 1
- CRSBERNSMYQZNG-UHFFFAOYSA-N 1 -dodecene Natural products CCCCCCCCCCC=C CRSBERNSMYQZNG-UHFFFAOYSA-N 0.000 description 1
- WSLDOOZREJYCGB-UHFFFAOYSA-N 1,2-Dichloroethane Chemical group ClCCCl WSLDOOZREJYCGB-UHFFFAOYSA-N 0.000 description 1
- LIKMAJRDDDTEIG-UHFFFAOYSA-N 1-hexene Chemical compound CCCCC=C LIKMAJRDDDTEIG-UHFFFAOYSA-N 0.000 description 1
- KXGFMDJXCMQABM-UHFFFAOYSA-N 2-methoxy-6-methylphenol Chemical compound [CH]OC1=CC=CC([CH])=C1O KXGFMDJXCMQABM-UHFFFAOYSA-N 0.000 description 1
- YHQXBTXEYZIYOV-UHFFFAOYSA-N 3-methylbut-1-ene Chemical compound CC(C)C=C YHQXBTXEYZIYOV-UHFFFAOYSA-N 0.000 description 1
- OSDWBNJEKMUWAV-UHFFFAOYSA-N Allyl chloride Chemical compound ClCC=C OSDWBNJEKMUWAV-UHFFFAOYSA-N 0.000 description 1
- SNRUBQQJIBEYMU-UHFFFAOYSA-N Dodecane Natural products CCCCCCCCCCCC SNRUBQQJIBEYMU-UHFFFAOYSA-N 0.000 description 1
- 229920001875 Ebonite Polymers 0.000 description 1
- 239000004593 Epoxy Substances 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
- 101100400378 Mus musculus Marveld2 gene Proteins 0.000 description 1
- 239000004743 Polypropylene Substances 0.000 description 1
- ZLMJMSJWJFRBEC-UHFFFAOYSA-N Potassium Chemical compound [K] ZLMJMSJWJFRBEC-UHFFFAOYSA-N 0.000 description 1
- PJANXHGTPQOBST-VAWYXSNFSA-N Stilbene Natural products C=1C=CC=CC=1/C=C/C1=CC=CC=C1 PJANXHGTPQOBST-VAWYXSNFSA-N 0.000 description 1
- 239000004809 Teflon Substances 0.000 description 1
- 229920006362 Teflon® Polymers 0.000 description 1
- 229910001069 Ti alloy Inorganic materials 0.000 description 1
- RTAQQCXQSZGOHL-UHFFFAOYSA-N Titanium Chemical compound [Ti] RTAQQCXQSZGOHL-UHFFFAOYSA-N 0.000 description 1
- YZCKVEUIGOORGS-NJFSPNSNSA-N Tritium Chemical compound [3H] YZCKVEUIGOORGS-NJFSPNSNSA-N 0.000 description 1
- 238000009825 accumulation Methods 0.000 description 1
- 230000002378 acidificating effect Effects 0.000 description 1
- 238000013019 agitation Methods 0.000 description 1
- 229910052783 alkali metal Inorganic materials 0.000 description 1
- 150000001340 alkali metals Chemical class 0.000 description 1
- 125000003342 alkenyl group Chemical group 0.000 description 1
- 125000002947 alkylene group Chemical group 0.000 description 1
- 150000001361 allenes Chemical group 0.000 description 1
- 229910052782 aluminium Inorganic materials 0.000 description 1
- XAGFODPZIPBFFR-UHFFFAOYSA-N aluminium Chemical compound [Al] XAGFODPZIPBFFR-UHFFFAOYSA-N 0.000 description 1
- 239000010405 anode material Substances 0.000 description 1
- 150000004945 aromatic hydrocarbons Chemical class 0.000 description 1
- 230000001174 ascending effect Effects 0.000 description 1
- 150000001805 chlorine compounds Chemical class 0.000 description 1
- XENVCRGQTABGKY-ZHACJKMWSA-N chlorohydrin Chemical compound CC#CC#CC#CC#C\C=C\C(Cl)CO XENVCRGQTABGKY-ZHACJKMWSA-N 0.000 description 1
- 238000000576 coating method Methods 0.000 description 1
- 229910017052 cobalt Inorganic materials 0.000 description 1
- 239000010941 cobalt Substances 0.000 description 1
- GUTLYIVDDKVIGB-UHFFFAOYSA-N cobalt atom Chemical compound [Co] GUTLYIVDDKVIGB-UHFFFAOYSA-N 0.000 description 1
- 238000005260 corrosion Methods 0.000 description 1
- 230000007797 corrosion Effects 0.000 description 1
- 230000001955 cumulated effect Effects 0.000 description 1
- 230000009089 cytolysis Effects 0.000 description 1
- 230000003247 decreasing effect Effects 0.000 description 1
- 125000000950 dibromo group Chemical group Br* 0.000 description 1
- 238000009792 diffusion process Methods 0.000 description 1
- XNMQEEKYCVKGBD-UHFFFAOYSA-N dimethylacetylene Natural products CC#CC XNMQEEKYCVKGBD-UHFFFAOYSA-N 0.000 description 1
- 229940069096 dodecene Drugs 0.000 description 1
- 229920001971 elastomer Polymers 0.000 description 1
- 239000007772 electrode material Substances 0.000 description 1
- 229920006334 epoxy coating Polymers 0.000 description 1
- 238000001125 extrusion Methods 0.000 description 1
- 239000000835 fiber Substances 0.000 description 1
- SLGWESQGEUXWJQ-UHFFFAOYSA-N formaldehyde;phenol Chemical compound O=C.OC1=CC=CC=C1 SLGWESQGEUXWJQ-UHFFFAOYSA-N 0.000 description 1
- 150000002367 halogens Chemical class 0.000 description 1
- PYGSKMBEVAICCR-UHFFFAOYSA-N hexa-1,5-diene Chemical group C=CCCC=C PYGSKMBEVAICCR-UHFFFAOYSA-N 0.000 description 1
- 150000004679 hydroxides Chemical class 0.000 description 1
- 238000011065 in-situ storage Methods 0.000 description 1
- 238000007373 indentation Methods 0.000 description 1
- 239000003350 kerosene Substances 0.000 description 1
- 239000011344 liquid material Substances 0.000 description 1
- 239000012263 liquid product Substances 0.000 description 1
- 229910052744 lithium Inorganic materials 0.000 description 1
- 238000003754 machining Methods 0.000 description 1
- WPBNNNQJVZRUHP-UHFFFAOYSA-L manganese(2+);methyl n-[[2-(methoxycarbonylcarbamothioylamino)phenyl]carbamothioyl]carbamate;n-[2-(sulfidocarbothioylamino)ethyl]carbamodithioate Chemical compound [Mn+2].[S-]C(=S)NCCNC([S-])=S.COC(=O)NC(=S)NC1=CC=CC=C1NC(=S)NC(=O)OC WPBNNNQJVZRUHP-UHFFFAOYSA-L 0.000 description 1
- 229910001509 metal bromide Inorganic materials 0.000 description 1
- 229910001510 metal chloride Inorganic materials 0.000 description 1
- 238000012986 modification Methods 0.000 description 1
- 230000004048 modification Effects 0.000 description 1
- SNMVRZFUUCLYTO-UHFFFAOYSA-N n-propyl chloride Chemical compound CCCCl SNMVRZFUUCLYTO-UHFFFAOYSA-N 0.000 description 1
- 239000003345 natural gas Substances 0.000 description 1
- 229910052759 nickel Inorganic materials 0.000 description 1
- 239000003973 paint Substances 0.000 description 1
- 239000002245 particle Substances 0.000 description 1
- RGSFGYAAUTVSQA-UHFFFAOYSA-N pentamethylene Natural products C1CCCC1 RGSFGYAAUTVSQA-UHFFFAOYSA-N 0.000 description 1
- YWAKXRMUMFPDSH-UHFFFAOYSA-N pentene Chemical compound CCCC=C YWAKXRMUMFPDSH-UHFFFAOYSA-N 0.000 description 1
- 239000003208 petroleum Substances 0.000 description 1
- 239000004033 plastic Substances 0.000 description 1
- 229920003023 plastic Polymers 0.000 description 1
- 229920000098 polyolefin Polymers 0.000 description 1
- 229920001155 polypropylene Polymers 0.000 description 1
- 229910052700 potassium Inorganic materials 0.000 description 1
- 239000011591 potassium Substances 0.000 description 1
- 230000002035 prolonged effect Effects 0.000 description 1
- 239000011253 protective coating Substances 0.000 description 1
- 239000002994 raw material Substances 0.000 description 1
- 230000000717 retained effect Effects 0.000 description 1
- 238000007789 sealing Methods 0.000 description 1
- 239000010802 sludge Substances 0.000 description 1
- 229910052708 sodium Inorganic materials 0.000 description 1
- 239000011734 sodium Substances 0.000 description 1
- 239000002904 solvent Substances 0.000 description 1
- PJANXHGTPQOBST-UHFFFAOYSA-N stilbene Chemical compound C=1C=CC=CC=1C=CC1=CC=CC=C1 PJANXHGTPQOBST-UHFFFAOYSA-N 0.000 description 1
- 235000021286 stilbenes Nutrition 0.000 description 1
- 239000000126 substance Substances 0.000 description 1
- 229910052715 tantalum Inorganic materials 0.000 description 1
- GUVRBAGPIYLISA-UHFFFAOYSA-N tantalum atom Chemical compound [Ta] GUVRBAGPIYLISA-UHFFFAOYSA-N 0.000 description 1
- 239000010936 titanium Substances 0.000 description 1
- 229910052719 titanium Inorganic materials 0.000 description 1
- 238000012546 transfer Methods 0.000 description 1
Classifications
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D301/00—Preparation of oxiranes
- C07D301/02—Synthesis of the oxirane ring
- C07D301/03—Synthesis of the oxirane ring by oxidation of unsaturated compounds, or of mixtures of unsaturated and saturated compounds
- C07D301/14—Synthesis of the oxirane ring by oxidation of unsaturated compounds, or of mixtures of unsaturated and saturated compounds with organic peracids, or salts, anhydrides or esters thereof
-
- 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
- C25B9/00—Cells or assemblies of cells; Constructional parts of cells; Assemblies of constructional parts, e.g. electrode-diaphragm assemblies; Process-related cell features
- C25B9/17—Cells comprising dimensionally-stable non-movable electrodes; Assemblies of constructional parts thereof
- C25B9/19—Cells comprising dimensionally-stable non-movable electrodes; Assemblies of constructional parts thereof with diaphragms
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Electrochemistry (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Materials Engineering (AREA)
- Metallurgy (AREA)
- Engineering & Computer Science (AREA)
- Electrolytic Production Of Non-Metals, Compounds, Apparatuses Therefor (AREA)
- Electrodes For Compound Or Non-Metal Manufacture (AREA)
- Epoxy Compounds (AREA)
- Primary Cells (AREA)
- Feeding, Discharge, Calcimining, Fusing, And Gas-Generation Devices (AREA)
- Filling, Topping-Up Batteries (AREA)
- Hybrid Cells (AREA)
Applications Claiming Priority (4)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| US224991A US3288692A (en) | 1962-09-20 | 1962-09-20 | Electrochemical process for the production of organic oxides |
| US299519A US3342717A (en) | 1962-09-20 | 1963-08-02 | Electrochemical cell |
| US559271A US3379627A (en) | 1962-09-20 | 1966-06-21 | Process for the manufacture of oxygencontaining derivatives of olefins in an electrochemical cell |
| US70790067A | 1967-11-22 | 1967-11-22 |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| DE1468148B1 true DE1468148B1 (de) | 1969-12-18 |
Family
ID=27499382
Family Applications (3)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| DE19631468148 Pending DE1468148B1 (de) | 1962-09-20 | 1963-09-20 | Elektrochemische Zelle fuer die Herstellung von Olefinoxyden aus aliphatischen oder cycloaliphatischen Olefinen |
| DE19631671469 Pending DE1671469B1 (de) | 1962-09-20 | 1963-09-20 | Kathodeneinheit fuer elektrochemische Zellen |
| DE19631468149 Pending DE1468149B1 (de) | 1962-09-20 | 1963-09-20 | Verfahren zur herstellung von olefinoxiden |
Family Applications After (2)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| DE19631671469 Pending DE1671469B1 (de) | 1962-09-20 | 1963-09-20 | Kathodeneinheit fuer elektrochemische Zellen |
| DE19631468149 Pending DE1468149B1 (de) | 1962-09-20 | 1963-09-20 | Verfahren zur herstellung von olefinoxiden |
Country Status (4)
| Country | Link |
|---|---|
| US (3) | US3342717A (en, 2012) |
| BE (1) | BE637692A (en, 2012) |
| DE (3) | DE1468148B1 (en, 2012) |
| GB (7) | GB1064963A (en, 2012) |
Families Citing this family (77)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US3461057A (en) * | 1964-08-20 | 1969-08-12 | Georgy Mikirtychevich Kamarjan | Diaphragm electrolyzer for production of chlorine,hydrogen and alkalies |
| US3458411A (en) * | 1964-08-31 | 1969-07-29 | Hooker Chemical Corp | Electrolytic method for electrolysis of hydrochloric acid |
| US3390072A (en) * | 1965-05-16 | 1968-06-25 | Diamond Shamrock Corp | Diaphragm electrolytic alkali halogen cell |
| GB1087529A (en) * | 1965-11-04 | 1967-10-18 | Murgatroyds Salt & Chem | Improvements in or relating to electrolytic diaphragm cells |
| DE1592031A1 (de) * | 1965-12-29 | 1970-10-22 | Solvay | Stromzufuehrungen und Versiegelung der Elektroden in einer Elektrolysenzelle |
| NL135673C (en, 2012) * | 1966-05-16 | |||
| US4003817A (en) * | 1967-12-14 | 1977-01-18 | Diamond Shamrock Technologies, S.A. | Valve metal electrode with valve metal oxide semi-conductive coating having a chlorine discharge in said coating |
| US3775284A (en) * | 1970-03-23 | 1973-11-27 | J Bennett | Non-passivating barrier layer electrodes |
| US4028209A (en) * | 1971-02-02 | 1977-06-07 | Rhone-Pouleno | Electrolysis cell |
| BE793282A (fr) * | 1971-12-23 | 1973-06-22 | Rhone Progil | Perfectionnements aux cellules electrolytiques a diaphragmes |
| US3873437A (en) * | 1972-11-09 | 1975-03-25 | Diamond Shamrock Corp | Electrode assembly for multipolar electrolytic cells |
| US3981790A (en) * | 1973-06-11 | 1976-09-21 | Diamond Shamrock Corporation | Dimensionally stable anode and method and apparatus for forming the same |
| US3895210A (en) * | 1973-06-11 | 1975-07-15 | Diamond Shamrock Corp | Apparatus for forming a dimensionally stable anode |
| US3871988A (en) * | 1973-07-05 | 1975-03-18 | Hooker Chemicals Plastics Corp | Cathode structure for electrolytic cell |
| BE802182A (fr) * | 1973-07-11 | 1973-11-05 | Solvay | Electrolyseur a electrodes verticales |
| BE806280A (fr) * | 1973-10-19 | 1974-02-15 | Solvay | Assemblage d'anodes pour une cellule d'electrolyse a electrodes verticales |
| US3904504A (en) * | 1974-01-03 | 1975-09-09 | Hooker Chemicals Plastics Corp | Cathode busbar structure and cathode finger structure combination for an electrolytic cell |
| US3899408A (en) * | 1974-01-03 | 1975-08-12 | Hooker Chemicals Plastics Corp | Cathode finger structure for an electrolytic cell |
| US4086157A (en) * | 1974-01-31 | 1978-04-25 | C. Conradty | Electrode for electrochemical processes |
| BE810684A (fr) * | 1974-02-06 | 1974-05-29 | Cellules d'electrolyse a electrodes verticales. | |
| US3948750A (en) * | 1974-05-28 | 1976-04-06 | Hooker Chemical & Plastics Corporation | Hollow bipolar electrode |
| US3963595A (en) * | 1974-06-24 | 1976-06-15 | Olin Corporation | Electrode assembly for an electrolytic cell |
| US4008143A (en) * | 1974-06-24 | 1977-02-15 | Olin Corporation | Electrode assembly for an electrolytic cell |
| US3963596A (en) * | 1974-06-24 | 1976-06-15 | Olin Corporation | Electrode assembly for an electrolytic cell |
| US3932261A (en) * | 1974-06-24 | 1976-01-13 | Olin Corporation | Electrode assembly for an electrolytic cell |
| US4072585A (en) * | 1974-09-23 | 1978-02-07 | Diamond Shamrock Technologies S.A. | Valve metal electrode with valve metal oxide semi-conductive coating having a chlorine discharge catalyst in said coating |
| DE2448187A1 (de) * | 1974-10-09 | 1976-04-22 | Hooker Chemicals Plastics Corp | Elektrolysezelle |
| DE2460468C3 (de) * | 1974-12-20 | 1978-12-07 | Hoechst Ag, 6000 Frankfurt | Verfahren zur elektrolytischen Herstellung von Hexafluorpropenepoxid |
| US3959113A (en) * | 1975-02-19 | 1976-05-25 | Kelly Donald A | Square form permeable electrodes for pressure electrolysis process units |
| JPS5513416Y2 (en, 2012) * | 1975-02-21 | 1980-03-26 | ||
| FR2302351A1 (fr) * | 1975-02-26 | 1976-09-24 | Rhone Poulenc Ind | Cellule d'electrolyse a diaphragme comprenant un fond en un materiau isolant |
| US4130468A (en) * | 1975-11-28 | 1978-12-19 | Oronzio De Nora Impianti Elettrochimici S.P.A. | Method of operation of an electrolysis cell with vertical anodes and cathodes |
| US4118306A (en) * | 1976-02-02 | 1978-10-03 | Diamond Shamrock Technologies S. A. | Anode constructions for electrolysis cells |
| US4038170A (en) * | 1976-03-01 | 1977-07-26 | Rhees Raymond C | Anode containing lead dioxide deposit and process of production |
| US4045322A (en) * | 1976-03-29 | 1977-08-30 | Olin Corporation | Connection means for anode posts in diaphragm cells |
| GB1581534A (en) * | 1976-09-20 | 1980-12-17 | Ici Ltd | Electrolytic cell |
| US4081348A (en) * | 1977-06-01 | 1978-03-28 | The B. F. Goodrich Company | Electrolytic cell liner and seal device |
| DE2862342D1 (en) * | 1977-11-28 | 1983-12-01 | Nat Res Dev | Electrochemical cell and process |
| US4270995A (en) * | 1977-11-28 | 1981-06-02 | Diamond Shamrock Corporation | Electrochemical cell and process |
| DE2821985C2 (de) * | 1978-05-19 | 1982-07-01 | Hooker Chemicals & Plastics Corp., 14302 Niagara Falls, N.Y. | Elektrolysezellenblock |
| DE3066199D1 (en) * | 1979-11-01 | 1984-02-23 | Shell Int Research | A process for the electroreductive preparation of organic compounds |
| US4377454A (en) * | 1980-05-09 | 1983-03-22 | Occidental Chemical Corporation | Noble metal-coated cathode |
| FR2486521A1 (fr) * | 1980-07-08 | 1982-01-15 | Ugine Kuhlmann | Procede d'addition d'iodoperfluoroalcanes sur des composes ethyleniques ou acetyleniques |
| US4410410A (en) * | 1981-03-30 | 1983-10-18 | The Dow Chemical Company | Internally supported electrode |
| US4469580A (en) * | 1981-03-30 | 1984-09-04 | The Dow Chemical Company | Method of making an improved internally supported electrode |
| FR2503739B1 (fr) * | 1981-04-10 | 1985-11-08 | Chloe Chemie | Ensemble cathodique pour cellule d'electrolyse |
| US4472251A (en) * | 1983-03-25 | 1984-09-18 | Ppg Industries, Inc. | Electrolytic synthesis of organic compounds from gaseous reactant |
| US4462876A (en) * | 1983-03-25 | 1984-07-31 | Ppg Industries, Inc. | Electro organic method and apparatus for carrying out same |
| US4472252A (en) * | 1983-03-25 | 1984-09-18 | Ppg Industries, Inc. | Electrolytic synthesis of organic compounds from gaseous reactants |
| US4636286A (en) * | 1983-03-25 | 1987-01-13 | Ppg Industries, Inc. | Electro organic method |
| SE466196B (sv) * | 1989-06-13 | 1992-01-13 | Pavel Voracek | Foerfarande och anordning foer elektrisk behandling av en elektrolytisk loesning samt loesningsfraktioner framstaellda enligt foerfarandet |
| US5137612A (en) * | 1990-07-13 | 1992-08-11 | Oxytech Systems, Inc. | Bonded busbar for diaphragm cell cathode |
| GB2265910B (en) * | 1992-04-07 | 1995-02-22 | Atomic Energy Authority Uk | Hydrolysis |
| US5976724A (en) * | 1997-07-15 | 1999-11-02 | Niagara Mohawk Power Corporation | Fuel cell power plant with electrochemical autothermal reformer |
| IT1293840B1 (it) * | 1997-08-08 | 1999-03-10 | De Nora Spa | Migliorata cella per l'elettrolisi cloro-soda a diaframma |
| CN103098263B (zh) | 2010-09-09 | 2016-01-20 | 加州理工学院 | 电化学能量存储系统和方法 |
| EP2732487A4 (en) | 2011-07-11 | 2015-04-08 | California Inst Of Techn | NEW SEPARATORS FOR ELECTROCHEMICAL SYSTEMS |
| US9379368B2 (en) | 2011-07-11 | 2016-06-28 | California Institute Of Technology | Electrochemical systems with electronically conductive layers |
| US10714724B2 (en) | 2013-11-18 | 2020-07-14 | California Institute Of Technology | Membranes for electrochemical cells |
| WO2015074037A2 (en) | 2013-11-18 | 2015-05-21 | California Institute Of Technology | Separator enclosures for electrodes and electrochemical cells |
| US10340528B2 (en) | 2015-12-02 | 2019-07-02 | California Institute Of Technology | Three-dimensional ion transport networks and current collectors for electrochemical cells |
| WO2019155414A1 (en) * | 2018-02-08 | 2019-08-15 | Human Jan Peterus | Production of hydrogenand oxygen by electrolysis |
| US11001549B1 (en) | 2019-12-06 | 2021-05-11 | Saudi Arabian Oil Company | Electrochemical reduction of carbon dioxide to upgrade hydrocarbon feedstocks |
| US11426708B2 (en) | 2020-03-02 | 2022-08-30 | King Abdullah University Of Science And Technology | Potassium-promoted red mud as a catalyst for forming hydrocarbons from carbon dioxide |
| US11420915B2 (en) | 2020-06-11 | 2022-08-23 | Saudi Arabian Oil Company | Red mud as a catalyst for the isomerization of olefins |
| US11495814B2 (en) | 2020-06-17 | 2022-11-08 | Saudi Arabian Oil Company | Utilizing black powder for electrolytes for flow batteries |
| US12000056B2 (en) | 2020-06-18 | 2024-06-04 | Saudi Arabian Oil Company | Tandem electrolysis cell |
| CN112046800B (zh) * | 2020-08-14 | 2022-02-01 | 中国科学院空间应用工程与技术中心 | 一种微重力环境下用多层板人工光合作用装置 |
| US11718920B2 (en) * | 2020-12-08 | 2023-08-08 | Wisconsin Alumni Research Foundation | Electrochemical, dehydrogenation, epoxidation, substitution, and halogenation of hydrocarbons and hydrocarbon derivatives |
| US11820658B2 (en) | 2021-01-04 | 2023-11-21 | Saudi Arabian Oil Company | Black powder catalyst for hydrogen production via autothermal reforming |
| US11724943B2 (en) | 2021-01-04 | 2023-08-15 | Saudi Arabian Oil Company | Black powder catalyst for hydrogen production via dry reforming |
| US11427519B2 (en) | 2021-01-04 | 2022-08-30 | Saudi Arabian Oil Company | Acid modified red mud as a catalyst for olefin isomerization |
| US11814289B2 (en) | 2021-01-04 | 2023-11-14 | Saudi Arabian Oil Company | Black powder catalyst for hydrogen production via steam reforming |
| US11718522B2 (en) | 2021-01-04 | 2023-08-08 | Saudi Arabian Oil Company | Black powder catalyst for hydrogen production via bi-reforming |
| US12365996B2 (en) | 2021-03-04 | 2025-07-22 | Saudi Arabian Oil Company | Electrochemical conversion of carbon dioxide |
| EP4453278A1 (en) * | 2021-12-23 | 2024-10-30 | Multim S.r.l. | Device and method for generation and control of free oh radical in an electrolytic cell containing water and ionic compounds |
| US12018392B2 (en) | 2022-01-03 | 2024-06-25 | Saudi Arabian Oil Company | Methods for producing syngas from H2S and CO2 in an electrochemical cell |
Family Cites Families (13)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US1308797A (en) * | 1919-07-08 | Process of oxidizing hydrocarbons | ||
| FR400787A (fr) * | 1908-06-23 | 1909-08-07 | Charles Marie | Procédé d'électrolyse des chlorures, sulfates et autres sels alcalins |
| US1253615A (en) * | 1915-06-22 | 1918-01-15 | Chemical Dev Company | Manufacture of chlorhydrins. |
| GB303027A (en) * | 1927-12-24 | 1929-10-24 | Eugen Citovich | Improvements in electrochemical processes |
| US1992309A (en) * | 1930-04-30 | 1935-02-26 | Hultman And Powell Corp | Oxidation of hydrocarbons |
| US2273797A (en) * | 1936-12-31 | 1942-02-17 | Nat Carbon Co Inc | Electrolyzing brines |
| US2390591A (en) * | 1941-11-08 | 1945-12-11 | Nat Carbon Co Inc | Electrolytic method for producing oxygen |
| DE814002C (de) * | 1948-09-10 | 1951-09-17 | Minnesota Mining & Mfg | Elektrochemisches Verfahren zur Herstellung cyclischer Fluorkohlenstoffoxyde |
| NL229673A (en, 2012) * | 1957-07-17 | |||
| NL239909A (en, 2012) * | 1958-06-06 | |||
| GB896912A (en) * | 1959-02-19 | 1962-05-23 | Ici Ltd | Improvements relating to electrode structures |
| BE594986A (en, 2012) * | 1959-09-28 | |||
| US3254015A (en) * | 1961-07-28 | 1966-05-31 | Bishop & Co Platinum Works J | Process for treating platinum-coated electrodes |
-
0
- BE BE637692D patent/BE637692A/xx unknown
-
1963
- 1963-08-02 US US299519A patent/US3342717A/en not_active Expired - Lifetime
- 1963-09-16 GB GB16753/66A patent/GB1064963A/en not_active Expired
- 1963-09-16 GB GB36316/63A patent/GB1049756A/en not_active Expired
- 1963-09-16 GB GB35931/65A patent/GB1064962A/en not_active Expired
- 1963-09-16 GB GB44776/66A patent/GB1064966A/en not_active Expired
- 1963-09-16 GB GB34037/66A patent/GB1064964A/en not_active Expired
- 1963-09-16 GB GB34038/66A patent/GB1064965A/en not_active Expired
- 1963-09-16 GB GB36317/63A patent/GB1064961A/en not_active Expired
- 1963-09-20 DE DE19631468148 patent/DE1468148B1/de active Pending
- 1963-09-20 DE DE19631671469 patent/DE1671469B1/de active Pending
- 1963-09-20 DE DE19631468149 patent/DE1468149B1/de active Pending
-
1966
- 1966-06-21 US US559271A patent/US3379627A/en not_active Expired - Lifetime
-
1967
- 1967-11-22 US US707900A patent/US3632497A/en not_active Expired - Lifetime
Non-Patent Citations (1)
| Title |
|---|
| None * |
Also Published As
| Publication number | Publication date |
|---|---|
| GB1064963A (en) | 1967-04-12 |
| GB1064961A (en) | 1967-04-12 |
| GB1064965A (en) | 1967-04-12 |
| GB1049756A (en) | 1966-11-30 |
| GB1064966A (en) | 1967-04-12 |
| BE637692A (en, 2012) | |
| US3342717A (en) | 1967-09-19 |
| US3632497A (en) | 1972-01-04 |
| GB1064962A (en) | 1967-04-12 |
| US3379627A (en) | 1968-04-23 |
| DE1468149B1 (de) | 1973-08-09 |
| DE1671469B1 (de) | 1972-01-20 |
| GB1064964A (en) | 1967-04-12 |
Similar Documents
| Publication | Publication Date | Title |
|---|---|---|
| DE1468148B1 (de) | Elektrochemische Zelle fuer die Herstellung von Olefinoxyden aus aliphatischen oder cycloaliphatischen Olefinen | |
| DE4444114C2 (de) | Elektrochemische Halbzelle mit Druckkompensation | |
| DE2629506A1 (de) | Elektrolysezelle fuer die herstellung von alkalimetallhydroxiden und halogenen | |
| DE2514132C3 (de) | Bipolare Chlor-Alkali-Elektrolysier-Vorrichtung | |
| DE7608249U1 (de) | Elektrolysezelle fuer die technische darstellung von fluor | |
| DE69220526T2 (de) | Bipolare filterpressenartige Elektrolysezelle | |
| DE2348889C3 (de) | Verfahren und Vorrichtung zum Elektrolysieren wässriger Lösungen von Natrium- und/oder Kaliumsalzen und/oder -hydroxiden | |
| DE2835800A1 (de) | Separator-elektroden-einheit fuer elektrolytische zellen, zur einheit gehoeriger separator, verfahren zum zusammenbau der einheit und mit ihr versehene zelle | |
| DE2251386A1 (de) | Elektrolysezelle mit permeabler ventilmetall-anode und diaphragmen an anode und kathode | |
| WO1997047787A1 (de) | Elektrochemische halbzelle mit druckkompensation | |
| DE2515372A1 (de) | Verfahren zum betreiben von elektrolytischen diaphragmazellen mit horizontalen elektroden und derartige zellen | |
| DE3025662A1 (de) | Elektrolytische zelle | |
| DE2445058A1 (de) | Elektrolysezelle zur erzeugung von chlorgas | |
| DE2827266A1 (de) | Verfahren zur elektrolyse in einer membranzelle unter einhaltung eines durch druckbeaufschlagung erzielten gleichmaessigen abstands sowie vorrichtung zur durchfuehrung des verfahrens | |
| DE2432546A1 (de) | Bipolare elektroden mit eingebauten rahmen | |
| DE2430444A1 (de) | Bipolare elektrolysezellen mit perforierten metallanoden | |
| DE1592020A1 (de) | Elektrolytische Zelle | |
| WO1994020649A1 (de) | Elektrodenanordnung für gasbildende elektrolytische prozesse in membran-zellen und deren verwendung | |
| DE2303589A1 (de) | Elektrolytische zellenanordnungen und chemische herstellungsverfahren | |
| EP2652176B1 (de) | Elektrolyseur mit spiralförmigem einlaufschlauch | |
| DE2923818A1 (de) | Elektrodenabteil | |
| DE2653849A1 (de) | Elektrolysevorrichtung und elektrolyseverfahren | |
| DD216049A5 (de) | Elektrolysezelle | |
| DE2430915C3 (de) | Elektrolysierzelle und Elektrolysierverfahren | |
| DE2451868A1 (de) | Elektrolytische zelle in membranbauart |