WO1981001578A1 - Method of obtaining monochlorohydrin or dichlorohydrin alcohols of saturated series - Google Patents
Method of obtaining monochlorohydrin or dichlorohydrin alcohols of saturated series Download PDFInfo
- Publication number
- WO1981001578A1 WO1981001578A1 PCT/SU1979/000120 SU7900120W WO8101578A1 WO 1981001578 A1 WO1981001578 A1 WO 1981001578A1 SU 7900120 W SU7900120 W SU 7900120W WO 8101578 A1 WO8101578 A1 WO 8101578A1
- Authority
- WO
- WIPO (PCT)
- Prior art keywords
- results
- ugleροdnyχ
- acid
- concentration
- ions
- Prior art date
Links
- 238000000034 method Methods 0.000 title abstract description 32
- -1 dichlorohydrin alcohols Chemical class 0.000 title abstract 3
- SSZWWUDQMAHNAQ-UHFFFAOYSA-N 3-chloropropane-1,2-diol Chemical compound OCC(O)CCl SSZWWUDQMAHNAQ-UHFFFAOYSA-N 0.000 title abstract 2
- 229920006395 saturated elastomer Polymers 0.000 title abstract 2
- 239000002253 acid Substances 0.000 abstract description 17
- VEXZGXHMUGYJMC-UHFFFAOYSA-N Hydrochloric acid Chemical compound Cl VEXZGXHMUGYJMC-UHFFFAOYSA-N 0.000 abstract description 6
- 238000005868 electrolysis reaction Methods 0.000 abstract description 3
- 239000000460 chlorine Substances 0.000 abstract description 2
- 229910052801 chlorine Inorganic materials 0.000 abstract description 2
- 239000000243 solution Substances 0.000 abstract 3
- 125000004432 carbon atom Chemical group C* 0.000 abstract 2
- 229930195735 unsaturated hydrocarbon Natural products 0.000 abstract 2
- 229910052784 alkaline earth metal Inorganic materials 0.000 abstract 1
- 150000001342 alkaline earth metals Chemical class 0.000 abstract 1
- 239000007864 aqueous solution Substances 0.000 abstract 1
- 150000001805 chlorine compounds Chemical class 0.000 abstract 1
- 150000002500 ions Chemical class 0.000 description 18
- 239000000203 mixture Substances 0.000 description 9
- KAKZBPTYRLMSJV-UHFFFAOYSA-N Butadiene Chemical group C=CC=C KAKZBPTYRLMSJV-UHFFFAOYSA-N 0.000 description 6
- PEDCQBHIVMGVHV-UHFFFAOYSA-N Glycerine Chemical compound OCC(O)CO PEDCQBHIVMGVHV-UHFFFAOYSA-N 0.000 description 5
- 238000004364 calculation method Methods 0.000 description 5
- 230000005611 electricity Effects 0.000 description 5
- 125000003903 2-propenyl group Chemical group [H]C([*])([H])C([H])=C([H])[H] 0.000 description 4
- 238000006243 chemical reaction Methods 0.000 description 4
- 235000013305 food Nutrition 0.000 description 4
- 238000004519 manufacturing process Methods 0.000 description 4
- SWSOIFQIPTXLOI-HNQUOIGGSA-N (e)-1,4-dichlorobut-1-ene Chemical compound ClCC\C=C\Cl SWSOIFQIPTXLOI-HNQUOIGGSA-N 0.000 description 3
- 238000004891 communication Methods 0.000 description 3
- 239000001257 hydrogen Substances 0.000 description 3
- 229910052739 hydrogen Inorganic materials 0.000 description 3
- WJEZJQBCEGOFPP-UHFFFAOYSA-N 1,2-dichlorobutane-1,1-diol Chemical compound CCC(Cl)C(O)(O)Cl WJEZJQBCEGOFPP-UHFFFAOYSA-N 0.000 description 2
- OYPRJOBELJOOCE-UHFFFAOYSA-N Calcium Chemical compound [Ca] OYPRJOBELJOOCE-UHFFFAOYSA-N 0.000 description 2
- LYCAIKOWRPUZTN-UHFFFAOYSA-N Ethylene glycol Chemical compound OCCO LYCAIKOWRPUZTN-UHFFFAOYSA-N 0.000 description 2
- RRHGJUQNOFWUDK-UHFFFAOYSA-N Isoprene Chemical compound CC(=C)C=C RRHGJUQNOFWUDK-UHFFFAOYSA-N 0.000 description 2
- 101100400378 Mus musculus Marveld2 gene Proteins 0.000 description 2
- 239000004793 Polystyrene Substances 0.000 description 2
- 230000002378 acidificating effect Effects 0.000 description 2
- 150000001336 alkenes Chemical class 0.000 description 2
- 230000015572 biosynthetic process Effects 0.000 description 2
- 239000011575 calcium Substances 0.000 description 2
- 229910052791 calcium Inorganic materials 0.000 description 2
- 150000001720 carbohydrates Chemical class 0.000 description 2
- 235000014633 carbohydrates Nutrition 0.000 description 2
- 229910052799 carbon Inorganic materials 0.000 description 2
- 230000000052 comparative effect Effects 0.000 description 2
- 238000001816 cooling Methods 0.000 description 2
- 230000002255 enzymatic effect Effects 0.000 description 2
- 235000011187 glycerol Nutrition 0.000 description 2
- 150000002431 hydrogen Chemical class 0.000 description 2
- JRZJOMJEPLMPRA-UHFFFAOYSA-N olefin Natural products CCCCCCCC=C JRZJOMJEPLMPRA-UHFFFAOYSA-N 0.000 description 2
- 229920002223 polystyrene Polymers 0.000 description 2
- BBEAQIROQSPTKN-UHFFFAOYSA-N pyrene Chemical compound C1=CC=C2C=CC3=CC=CC4=CC=C1C2=C43 BBEAQIROQSPTKN-UHFFFAOYSA-N 0.000 description 2
- 230000005855 radiation Effects 0.000 description 2
- 239000002699 waste material Substances 0.000 description 2
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 2
- 230000003442 weekly effect Effects 0.000 description 2
- RPAJSBKBKSSMLJ-DFWYDOINSA-N (2s)-2-aminopentanedioic acid;hydrochloride Chemical class Cl.OC(=O)[C@@H](N)CCC(O)=O RPAJSBKBKSSMLJ-DFWYDOINSA-N 0.000 description 1
- ZZCLHOQBSJBENC-UHFFFAOYSA-N 1,2-dichlorobut-1-ene Chemical compound CCC(Cl)=CCl ZZCLHOQBSJBENC-UHFFFAOYSA-N 0.000 description 1
- ABJXLKXBSYEECE-UHFFFAOYSA-N 1,4-dichloropent-1-ene Chemical compound CC(Cl)CC=CCl ABJXLKXBSYEECE-UHFFFAOYSA-N 0.000 description 1
- KSWRZJNADSIDKV-UHFFFAOYSA-N 8-amino-3-hydroxynaphthalene-1,6-disulfonic acid Chemical compound OC1=CC(S(O)(=O)=O)=C2C(N)=CC(S(O)(=O)=O)=CC2=C1 KSWRZJNADSIDKV-UHFFFAOYSA-N 0.000 description 1
- 241000894006 Bacteria Species 0.000 description 1
- OKTJSMMVPCPJKN-UHFFFAOYSA-N Carbon Chemical compound [C] OKTJSMMVPCPJKN-UHFFFAOYSA-N 0.000 description 1
- VEXZGXHMUGYJMC-UHFFFAOYSA-M Chloride anion Chemical compound [Cl-] VEXZGXHMUGYJMC-UHFFFAOYSA-M 0.000 description 1
- ZAMOUSCENKQFHK-UHFFFAOYSA-N Chlorine atom Chemical compound [Cl] ZAMOUSCENKQFHK-UHFFFAOYSA-N 0.000 description 1
- 241000760358 Enodes Species 0.000 description 1
- LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 description 1
- UFHFLCQGNIYNRP-UHFFFAOYSA-N Hydrogen Chemical compound [H][H] UFHFLCQGNIYNRP-UHFFFAOYSA-N 0.000 description 1
- 241000208202 Linaceae Species 0.000 description 1
- 235000004431 Linum usitatissimum Nutrition 0.000 description 1
- 241000699670 Mus sp. Species 0.000 description 1
- FAPWRFPIFSIZLT-UHFFFAOYSA-M Sodium chloride Chemical compound [Na+].[Cl-] FAPWRFPIFSIZLT-UHFFFAOYSA-M 0.000 description 1
- 238000010306 acid treatment Methods 0.000 description 1
- 150000007513 acids Chemical class 0.000 description 1
- 239000000853 adhesive Substances 0.000 description 1
- 230000001070 adhesive effect Effects 0.000 description 1
- 239000003610 charcoal Substances 0.000 description 1
- 238000001311 chemical methods and process Methods 0.000 description 1
- 238000004140 cleaning Methods 0.000 description 1
- 230000006835 compression Effects 0.000 description 1
- 238000007906 compression Methods 0.000 description 1
- 238000000502 dialysis Methods 0.000 description 1
- 239000010432 diamond Substances 0.000 description 1
- 150000001993 dienes Chemical class 0.000 description 1
- 239000000428 dust Substances 0.000 description 1
- 230000000694 effects Effects 0.000 description 1
- 229920001971 elastomer Polymers 0.000 description 1
- 239000000806 elastomer Substances 0.000 description 1
- 230000007613 environmental effect Effects 0.000 description 1
- 238000002474 experimental method Methods 0.000 description 1
- GVEPBJHOBDJJJI-UHFFFAOYSA-N fluoranthrene Natural products C1=CC(C2=CC=CC=C22)=C3C2=CC=CC3=C1 GVEPBJHOBDJJJI-UHFFFAOYSA-N 0.000 description 1
- 239000007789 gas Substances 0.000 description 1
- 150000002332 glycine derivatives Chemical class 0.000 description 1
- 230000036571 hydration Effects 0.000 description 1
- 238000006703 hydration reaction Methods 0.000 description 1
- 150000004678 hydrides Chemical class 0.000 description 1
- WGCNASOHLSPBMP-UHFFFAOYSA-N hydroxyacetaldehyde Natural products OCC=O WGCNASOHLSPBMP-UHFFFAOYSA-N 0.000 description 1
- 238000002347 injection Methods 0.000 description 1
- 239000007924 injection Substances 0.000 description 1
- FILUFGAZMJGNEN-UHFFFAOYSA-N pent-1-en-3-yne Chemical group CC#CC=C FILUFGAZMJGNEN-UHFFFAOYSA-N 0.000 description 1
- 238000002360 preparation method Methods 0.000 description 1
- FZAQMSARZVYAAV-UHFFFAOYSA-N propane-1,2,3-triol silver Chemical compound [Ag].OCC(O)CO FZAQMSARZVYAAV-UHFFFAOYSA-N 0.000 description 1
- CMDGQTVYVAKDNA-UHFFFAOYSA-N propane-1,2,3-triol;hydrate Chemical class O.OCC(O)CO CMDGQTVYVAKDNA-UHFFFAOYSA-N 0.000 description 1
- 239000003507 refrigerant Substances 0.000 description 1
- 230000001105 regulatory effect Effects 0.000 description 1
- 230000000630 rising effect Effects 0.000 description 1
- 239000011780 sodium chloride Substances 0.000 description 1
- 238000012358 sourcing Methods 0.000 description 1
- 238000004544 sputter deposition Methods 0.000 description 1
- 238000003786 synthesis reaction Methods 0.000 description 1
- 238000012546 transfer Methods 0.000 description 1
- 229920002554 vinyl polymer Polymers 0.000 description 1
- 239000002351 wastewater Substances 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
- C25B3/27—Halogenation
Definitions
- P ⁇ lucheyuschzyasya s ⁇ lyanaya ⁇ isl ⁇ a is ⁇ lzue ⁇ sya for further gene ⁇ atsii ⁇ l ⁇ a ⁇ ⁇ ea ⁇ tsii 2 ( ⁇ .e. ⁇ edla- gzemym s ⁇ s ⁇ b ⁇ y ⁇ eshae ⁇ sya ⁇ bleya u ⁇ ilizetsii ⁇ b ⁇ azuyu- scheysya abgazn ⁇ y s ⁇ lyan ⁇ y ⁇ isl ⁇ y) and ⁇ l ⁇ n ⁇ va ⁇ is ⁇ eya ⁇ isl ⁇ a vs ⁇ u ⁇ ze ⁇ in ⁇ ea ⁇ tsiyu ⁇ l ⁇ g ⁇ d ⁇ sili ⁇ veniya with ne ⁇ e- delnyy uglev ⁇ d ⁇ d ⁇ y, ne ⁇ ime ⁇ . Allyloles: ⁇ ns ⁇ ⁇ cn ⁇ cn nd
- elec- toralysis is subject to the concentration of ions in the electorate of the 1–4th city, - in Lithuania,
- CZESI is unprofitable, as it is also a waste of electronic power.
- electrically discharged rising above 75 ° C, the sputtering of the original non-weekly carbohydrates deteriorates. Injection through dust and waste in
- ⁇ edlagaey ⁇ m s ⁇ s ⁇ be y ⁇ zhn ⁇ is ⁇ lz ⁇ - va ⁇ , ne ⁇ iye ⁇ , ⁇ l ⁇ is ⁇ y allyl, divinyl (bu ⁇ adien- -1,3) iz ⁇ en (2-me ⁇ ilbu ⁇ edien- ⁇ , 3), pyrene (1,3- -pentzedien).
- Electricity can be made from any source of energy, stable to the effect of eroded salty acid and hydrogen, and there is no harm to it.
- the cooling system is switched on and the temperature is maintained at 60-65 ° C.
- food and water are used.
- Salted acid that is produced by this reaction can be used for further generation of chlorine, and acid that can be removed from the skin is in contact with elastomer
- Condensed salted acid increases in elec- trulizere, a mixture of hydrogen and elastomeric acid, which is easily degradable
- the last call is returned to the device, and the network is returned to the electric drive.
- the appliance comes through a separate source of calcium, which is an indication of the lack of alcohol, after which it burns.
- the resulting product is distinguished by a vacant divergent after the release of water.
- ⁇ e ⁇ iy ⁇ b ⁇ ez ⁇ y increase ⁇ ntsen ⁇ etsii i ⁇ n ⁇ v ⁇ l ⁇ - ⁇ e in ele ⁇ li ⁇ e above 4 g-i ⁇ n ⁇ v in li ⁇ e ⁇ iv ⁇ di ⁇ ⁇ znzchi ⁇ eln ⁇ mu ⁇ vysheniyu vy ⁇ dz ⁇ b ⁇ chny ⁇ ⁇ du ⁇ v and s ⁇ - 30 ⁇ ve ⁇ s ⁇ venn ⁇ susches ⁇ venn ⁇ yu ⁇ edeniyu vy ⁇ de tselev ⁇ g ⁇ ⁇ du ⁇ e.
- the process is subject to conditions of 2, but the most concentrated concentration of ions in the electricity makes 35 0.7 g-sources in Lithuania.
- the process is carried out under conditions of 2, but at a temperature of 80 ° C.
- Example 2 The process is carried out under the conditions of Example 2, but with the same density of 0.30 ⁇ / ⁇ .
- P ⁇ iye ⁇ 12 P ⁇ tsess ⁇ v ⁇ dya ⁇ in usl ⁇ viya ⁇ ⁇ iy ⁇ e 2 ⁇ l ⁇ vyes ⁇ ⁇ l ⁇ is ⁇ g ⁇ ne ⁇ iya is ⁇ lzuyu ⁇ ⁇ l ⁇ is ⁇ y ⁇ ely with ⁇ z ⁇ iy ⁇ zsche ⁇ y, ch ⁇ by suyyz ⁇ naya ⁇ ntsen ⁇ ztsiya i ⁇ n ⁇ v ⁇ l ⁇ - ⁇ e in ele ⁇ li ⁇ e s ⁇ s ⁇ evlyale Sr-i ⁇ nz in li ⁇ e.
- the process is subject to conditions of 2, but instead of taking advantage of it, it may result in the risk of being ill-treated.
- P ⁇ tsess ⁇ v ⁇ dya ⁇ in usl ⁇ viya ⁇ ⁇ iye ⁇ a 2 ⁇ l ⁇ vyes- ⁇ ⁇ l ⁇ is ⁇ g ⁇ neg ⁇ iya is ⁇ lzuyug mixture ⁇ l ⁇ id ⁇ v s ⁇ ntsiya and bz ⁇ iya (ves ⁇ v ⁇ e s ⁇ n ⁇ shenie 1: 1) to ⁇ e ⁇ im ⁇ esche ⁇ m, ch ⁇ by summz ⁇ nzya ⁇ ntsen ⁇ ztsiya i ⁇ n ⁇ v ⁇ l ⁇ z in el ⁇ li ⁇ e s ⁇ s ⁇ zvlyale 3 gram i ⁇ nz in li ⁇ e.
- the process is carried out under conditions of I, but the endurance of the load is 0, 20 / o.
- Example 19 (average) ..
- the process is simple, but in the case of I, but the end-to-end density is 0.50 k / o.
- the process is subject to conditions of Example 2, only in the case of electricity, there are 15 acid and external products used.
- the process is subject to the conditions of the highest level of concentration of ions in the electric power of I Mr. in - 13 - lit.
- EXAMPLE 27 5 The process is carried out under conditions of an increased concentration of ions in the electric power of 1.5 g. In Lithuania.
- the process is subject to the conditions of the highest concentration of ions in the power supply of the 2nd generation in Lithuania.
- the process is subject to conditions of I, but the temperature is at 75 ° C,
- the process is subject to conditions 2, but the temperature is maintained at a temperature of 40 ° C.
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Engineering & Computer Science (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Electrochemistry (AREA)
- Materials Engineering (AREA)
- Metallurgy (AREA)
- Exposure Of Semiconductors, Excluding Electron Or Ion Beam Exposure (AREA)
- Electrolytic Production Of Non-Metals, Compounds, Apparatuses Therefor (AREA)
- Crystals, And After-Treatments Of Crystals (AREA)
Priority Applications (4)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| PCT/SU1979/000120 WO1981001578A1 (en) | 1979-11-28 | 1979-11-28 | Method of obtaining monochlorohydrin or dichlorohydrin alcohols of saturated series |
| DE792953906T DE2953906A1 (de) | 1979-11-28 | 1979-11-28 | Method of obtaining monochlorohydrin or dichlorohydrin alcohols of saturated series |
| JP50015879A JPS56501613A (enrdf_load_stackoverflow) | 1979-11-28 | 1979-11-28 | |
| GB8121898A GB2075095A (en) | 1979-11-28 | 1979-11-28 | Method of obtaining monochlorohydrin or dichlorohydrin alcohols of saturated series |
Applications Claiming Priority (2)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| WOSU79/00120 | 1979-11-28 | ||
| PCT/SU1979/000120 WO1981001578A1 (en) | 1979-11-28 | 1979-11-28 | Method of obtaining monochlorohydrin or dichlorohydrin alcohols of saturated series |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| WO1981001578A1 true WO1981001578A1 (en) | 1981-06-11 |
Family
ID=21616569
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| PCT/SU1979/000120 WO1981001578A1 (en) | 1979-11-28 | 1979-11-28 | Method of obtaining monochlorohydrin or dichlorohydrin alcohols of saturated series |
Country Status (4)
| Country | Link |
|---|---|
| JP (1) | JPS56501613A (enrdf_load_stackoverflow) |
| DE (1) | DE2953906A1 (enrdf_load_stackoverflow) |
| GB (1) | GB2075095A (enrdf_load_stackoverflow) |
| WO (1) | WO1981001578A1 (enrdf_load_stackoverflow) |
Citations (4)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US3598874A (en) * | 1969-05-09 | 1971-08-10 | Procter & Gamble | Preparation of chlorohydrins by reacting hypochlorous acid and long-chain olefins |
| GB1279586A (en) * | 1970-02-20 | 1972-06-28 | Hoechst Ag | Process for the continuous preparation of dichloropropanols |
| US3845145A (en) * | 1969-01-21 | 1974-10-29 | Olin Corp | Preparation of chlorohydrins |
| US3845144A (en) * | 1970-05-11 | 1974-10-29 | Basf Ag | Continuous production of propylene chlorohydrin |
Family Cites Families (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| JPS52113167A (en) * | 1976-03-19 | 1977-09-22 | Nippon Telegr & Teleph Corp <Ntt> | X-ray exposing device |
-
1979
- 1979-11-28 WO PCT/SU1979/000120 patent/WO1981001578A1/ru unknown
- 1979-11-28 GB GB8121898A patent/GB2075095A/en not_active Withdrawn
- 1979-11-28 JP JP50015879A patent/JPS56501613A/ja active Pending
- 1979-11-28 DE DE792953906T patent/DE2953906A1/de active Pending
Patent Citations (4)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US3845145A (en) * | 1969-01-21 | 1974-10-29 | Olin Corp | Preparation of chlorohydrins |
| US3598874A (en) * | 1969-05-09 | 1971-08-10 | Procter & Gamble | Preparation of chlorohydrins by reacting hypochlorous acid and long-chain olefins |
| GB1279586A (en) * | 1970-02-20 | 1972-06-28 | Hoechst Ag | Process for the continuous preparation of dichloropropanols |
| US3845144A (en) * | 1970-05-11 | 1974-10-29 | Basf Ag | Continuous production of propylene chlorohydrin |
Non-Patent Citations (1)
| Title |
|---|
| Zhurnal obshchei khimii AN SSSR, volume 44, No. 8, published in 1974 by "Nauka" publishing house (Leningrad), D.A. Ashurov et al: "Elektrokhimicheskoe gipokhlorirovavie olefinov", page 1842 * |
Also Published As
| Publication number | Publication date |
|---|---|
| DE2953906A1 (de) | 1982-02-04 |
| GB2075095A (en) | 1981-11-11 |
| JPS56501613A (enrdf_load_stackoverflow) | 1981-11-05 |
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