PL118393B1 - Method of manufacture of ethanol from carbon monoxide and hydrogen - Google Patents
Method of manufacture of ethanol from carbon monoxide and hydrogen Download PDFInfo
- Publication number
- PL118393B1 PL118393B1 PL1979219151A PL21915179A PL118393B1 PL 118393 B1 PL118393 B1 PL 118393B1 PL 1979219151 A PL1979219151 A PL 1979219151A PL 21915179 A PL21915179 A PL 21915179A PL 118393 B1 PL118393 B1 PL 118393B1
- Authority
- PL
- Poland
- Prior art keywords
- catalyst
- ethanol
- rhodium
- hours
- hydrogen
- Prior art date
Links
- LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 title claims description 64
- 238000000034 method Methods 0.000 title claims description 17
- 229910002091 carbon monoxide Inorganic materials 0.000 title claims description 13
- 229910052739 hydrogen Inorganic materials 0.000 title claims description 8
- 239000001257 hydrogen Substances 0.000 title claims description 8
- UGFAIRIUMAVXCW-UHFFFAOYSA-N Carbon monoxide Chemical compound [O+]#[C-] UGFAIRIUMAVXCW-UHFFFAOYSA-N 0.000 title claims description 7
- UFHFLCQGNIYNRP-UHFFFAOYSA-N Hydrogen Chemical compound [H][H] UFHFLCQGNIYNRP-UHFFFAOYSA-N 0.000 title claims description 7
- 238000004519 manufacturing process Methods 0.000 title claims 2
- 239000003054 catalyst Substances 0.000 claims description 43
- 239000010948 rhodium Substances 0.000 claims description 25
- QTBSBXVTEAMEQO-UHFFFAOYSA-N Acetic acid Chemical compound CC(O)=O QTBSBXVTEAMEQO-UHFFFAOYSA-N 0.000 claims description 21
- 239000007789 gas Substances 0.000 claims description 21
- 229910052703 rhodium Inorganic materials 0.000 claims description 18
- MHOVAHRLVXNVSD-UHFFFAOYSA-N rhodium atom Chemical compound [Rh] MHOVAHRLVXNVSD-UHFFFAOYSA-N 0.000 claims description 18
- IKHGUXGNUITLKF-UHFFFAOYSA-N Acetaldehyde Chemical compound CC=O IKHGUXGNUITLKF-UHFFFAOYSA-N 0.000 claims description 12
- BASFCYQUMIYNBI-UHFFFAOYSA-N platinum Chemical compound [Pt] BASFCYQUMIYNBI-UHFFFAOYSA-N 0.000 claims description 9
- QVGXLLKOCUKJST-UHFFFAOYSA-N atomic oxygen Chemical compound [O] QVGXLLKOCUKJST-UHFFFAOYSA-N 0.000 claims description 8
- 239000001301 oxygen Substances 0.000 claims description 8
- 229910052760 oxygen Inorganic materials 0.000 claims description 8
- 239000011651 chromium Substances 0.000 claims description 5
- VYZAMTAEIAYCRO-UHFFFAOYSA-N Chromium Chemical compound [Cr] VYZAMTAEIAYCRO-UHFFFAOYSA-N 0.000 claims description 4
- 229910052804 chromium Inorganic materials 0.000 claims description 4
- 150000001875 compounds Chemical class 0.000 claims description 4
- 238000002474 experimental method Methods 0.000 claims description 4
- 229910052735 hafnium Inorganic materials 0.000 claims description 4
- VBJZVLUMGGDVMO-UHFFFAOYSA-N hafnium atom Chemical compound [Hf] VBJZVLUMGGDVMO-UHFFFAOYSA-N 0.000 claims description 4
- 229910052746 lanthanum Inorganic materials 0.000 claims description 4
- FZLIPJUXYLNCLC-UHFFFAOYSA-N lanthanum atom Chemical compound [La] FZLIPJUXYLNCLC-UHFFFAOYSA-N 0.000 claims description 4
- QSHDDOUJBYECFT-UHFFFAOYSA-N mercury Chemical compound [Hg] QSHDDOUJBYECFT-UHFFFAOYSA-N 0.000 claims description 4
- 229910052753 mercury Inorganic materials 0.000 claims description 4
- 229910052697 platinum Inorganic materials 0.000 claims description 4
- 239000011521 glass Substances 0.000 claims description 3
- 239000011777 magnesium Substances 0.000 claims description 3
- 230000009467 reduction Effects 0.000 claims description 3
- RMAQACBXLXPBSY-UHFFFAOYSA-N silicic acid Chemical compound O[Si](O)(O)O RMAQACBXLXPBSY-UHFFFAOYSA-N 0.000 claims description 3
- 235000012239 silicon dioxide Nutrition 0.000 claims description 3
- FBEIPJNQGITEBL-UHFFFAOYSA-J tetrachloroplatinum Chemical compound Cl[Pt](Cl)(Cl)Cl FBEIPJNQGITEBL-UHFFFAOYSA-J 0.000 claims description 3
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 claims description 3
- ZAMOUSCENKQFHK-UHFFFAOYSA-N Chlorine atom Chemical compound [Cl] ZAMOUSCENKQFHK-UHFFFAOYSA-N 0.000 claims description 2
- FYYHWMGAXLPEAU-UHFFFAOYSA-N Magnesium Chemical compound [Mg] FYYHWMGAXLPEAU-UHFFFAOYSA-N 0.000 claims description 2
- 229910052799 carbon Inorganic materials 0.000 claims description 2
- 239000000460 chlorine Substances 0.000 claims description 2
- 229910052801 chlorine Inorganic materials 0.000 claims description 2
- ICAKDTKJOYSXGC-UHFFFAOYSA-K lanthanum(iii) chloride Chemical compound Cl[La](Cl)Cl ICAKDTKJOYSXGC-UHFFFAOYSA-K 0.000 claims description 2
- 229910052749 magnesium Inorganic materials 0.000 claims description 2
- 150000004760 silicates Chemical class 0.000 claims description 2
- 229910052845 zircon Inorganic materials 0.000 claims description 2
- GFQYVLUOOAAOGM-UHFFFAOYSA-N zirconium(iv) silicate Chemical compound [Zr+4].[O-][Si]([O-])([O-])[O-] GFQYVLUOOAAOGM-UHFFFAOYSA-N 0.000 claims description 2
- 230000015572 biosynthetic process Effects 0.000 description 14
- 238000006243 chemical reaction Methods 0.000 description 7
- OKKJLVBELUTLKV-UHFFFAOYSA-N Methanol Chemical compound OC OKKJLVBELUTLKV-UHFFFAOYSA-N 0.000 description 6
- 239000000203 mixture Substances 0.000 description 5
- 239000000047 product Substances 0.000 description 5
- LRHPLDYGYMQRHN-UHFFFAOYSA-N N-Butanol Chemical compound CCCCO LRHPLDYGYMQRHN-UHFFFAOYSA-N 0.000 description 4
- VNWKTOKETHGBQD-UHFFFAOYSA-N methane Chemical compound C VNWKTOKETHGBQD-UHFFFAOYSA-N 0.000 description 4
- 238000003786 synthesis reaction Methods 0.000 description 4
- XEKOWRVHYACXOJ-UHFFFAOYSA-N Ethyl acetate Chemical compound CCOC(C)=O XEKOWRVHYACXOJ-UHFFFAOYSA-N 0.000 description 3
- DHKHKXVYLBGOIT-UHFFFAOYSA-N 1,1-Diethoxyethane Chemical compound CCOC(C)OCC DHKHKXVYLBGOIT-UHFFFAOYSA-N 0.000 description 2
- IJGRMHOSHXDMSA-UHFFFAOYSA-N Atomic nitrogen Chemical compound N#N IJGRMHOSHXDMSA-UHFFFAOYSA-N 0.000 description 2
- CURLTUGMZLYLDI-UHFFFAOYSA-N Carbon dioxide Chemical compound O=C=O CURLTUGMZLYLDI-UHFFFAOYSA-N 0.000 description 2
- XEEYBQQBJWHFJM-UHFFFAOYSA-N Iron Chemical compound [Fe] XEEYBQQBJWHFJM-UHFFFAOYSA-N 0.000 description 2
- QCWXUUIWCKQGHC-UHFFFAOYSA-N Zirconium Chemical compound [Zr] QCWXUUIWCKQGHC-UHFFFAOYSA-N 0.000 description 2
- 229910007932 ZrCl4 Inorganic materials 0.000 description 2
- 239000006227 byproduct Substances 0.000 description 2
- 239000007795 chemical reaction product Substances 0.000 description 2
- 230000000052 comparative effect Effects 0.000 description 2
- 229930195733 hydrocarbon Natural products 0.000 description 2
- 150000002430 hydrocarbons Chemical class 0.000 description 2
- 159000000014 iron salts Chemical class 0.000 description 2
- BDERNNFJNOPAEC-UHFFFAOYSA-N propan-1-ol Chemical compound CCCO BDERNNFJNOPAEC-UHFFFAOYSA-N 0.000 description 2
- 239000000243 solution Substances 0.000 description 2
- 229910052726 zirconium Inorganic materials 0.000 description 2
- DUNKXUFBGCUVQW-UHFFFAOYSA-J zirconium tetrachloride Chemical compound Cl[Zr](Cl)(Cl)Cl DUNKXUFBGCUVQW-UHFFFAOYSA-J 0.000 description 2
- 230000005526 G1 to G0 transition Effects 0.000 description 1
- ZOKXTWBITQBERF-UHFFFAOYSA-N Molybdenum Chemical compound [Mo] ZOKXTWBITQBERF-UHFFFAOYSA-N 0.000 description 1
- 229910019029 PtCl4 Inorganic materials 0.000 description 1
- SPEUIVXLLWOEMJ-UHFFFAOYSA-N acetaldehyde dimethyl acetal Natural products COC(C)OC SPEUIVXLLWOEMJ-UHFFFAOYSA-N 0.000 description 1
- 230000001476 alcoholic effect Effects 0.000 description 1
- 239000012267 brine Substances 0.000 description 1
- 125000004432 carbon atom Chemical group C* 0.000 description 1
- 239000001569 carbon dioxide Substances 0.000 description 1
- 229910002092 carbon dioxide Inorganic materials 0.000 description 1
- 150000001805 chlorine compounds Chemical class 0.000 description 1
- RCTYPNKXASFOBE-UHFFFAOYSA-M chloromercury Chemical compound [Hg]Cl RCTYPNKXASFOBE-UHFFFAOYSA-M 0.000 description 1
- 238000005260 corrosion Methods 0.000 description 1
- 230000007797 corrosion Effects 0.000 description 1
- 238000007865 diluting Methods 0.000 description 1
- 230000000694 effects Effects 0.000 description 1
- 238000011010 flushing procedure Methods 0.000 description 1
- 230000017525 heat dissipation Effects 0.000 description 1
- 238000010438 heat treatment Methods 0.000 description 1
- 150000002431 hydrogen Chemical class 0.000 description 1
- 239000012442 inert solvent Substances 0.000 description 1
- 229910052742 iron Inorganic materials 0.000 description 1
- 239000007788 liquid Substances 0.000 description 1
- 238000002156 mixing Methods 0.000 description 1
- 229910052750 molybdenum Inorganic materials 0.000 description 1
- 239000011733 molybdenum Substances 0.000 description 1
- 229910052757 nitrogen Inorganic materials 0.000 description 1
- 239000012299 nitrogen atmosphere Substances 0.000 description 1
- 239000011148 porous material Substances 0.000 description 1
- 238000002360 preparation method Methods 0.000 description 1
- 238000010992 reflux Methods 0.000 description 1
- 238000000926 separation method Methods 0.000 description 1
- HPALAKNZSZLMCH-UHFFFAOYSA-M sodium;chloride;hydrate Chemical compound O.[Na+].[Cl-] HPALAKNZSZLMCH-UHFFFAOYSA-M 0.000 description 1
- 239000007787 solid Substances 0.000 description 1
- 239000002904 solvent Substances 0.000 description 1
- 229910001220 stainless steel Inorganic materials 0.000 description 1
- 239000010935 stainless steel Substances 0.000 description 1
- WFKWXMTUELFFGS-UHFFFAOYSA-N tungsten Chemical compound [W] WFKWXMTUELFFGS-UHFFFAOYSA-N 0.000 description 1
- 229910052721 tungsten Inorganic materials 0.000 description 1
- 239000010937 tungsten Substances 0.000 description 1
- 239000002912 waste gas Substances 0.000 description 1
Classifications
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C45/00—Preparation of compounds having >C = O groups bound only to carbon or hydrogen atoms; Preparation of chelates of such compounds
- C07C45/49—Preparation of compounds having >C = O groups bound only to carbon or hydrogen atoms; Preparation of chelates of such compounds by reaction with carbon monoxide
-
- B—PERFORMING OPERATIONS; TRANSPORTING
- B01—PHYSICAL OR CHEMICAL PROCESSES OR APPARATUS IN GENERAL
- B01J—CHEMICAL OR PHYSICAL PROCESSES, e.g. CATALYSIS OR COLLOID CHEMISTRY; THEIR RELEVANT APPARATUS
- B01J23/00—Catalysts comprising metals or metal oxides or hydroxides, not provided for in group B01J21/00
- B01J23/38—Catalysts comprising metals or metal oxides or hydroxides, not provided for in group B01J21/00 of noble metals
- B01J23/40—Catalysts comprising metals or metal oxides or hydroxides, not provided for in group B01J21/00 of noble metals of the platinum group metals
- B01J23/46—Ruthenium, rhodium, osmium or iridium
- B01J23/464—Rhodium
-
- B—PERFORMING OPERATIONS; TRANSPORTING
- B01—PHYSICAL OR CHEMICAL PROCESSES OR APPARATUS IN GENERAL
- B01J—CHEMICAL OR PHYSICAL PROCESSES, e.g. CATALYSIS OR COLLOID CHEMISTRY; THEIR RELEVANT APPARATUS
- B01J23/00—Catalysts comprising metals or metal oxides or hydroxides, not provided for in group B01J21/00
- B01J23/38—Catalysts comprising metals or metal oxides or hydroxides, not provided for in group B01J21/00 of noble metals
- B01J23/54—Catalysts comprising metals or metal oxides or hydroxides, not provided for in group B01J21/00 of noble metals combined with metals, oxides or hydroxides provided for in groups B01J23/02 - B01J23/36
- B01J23/56—Platinum group metals
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C29/00—Preparation of compounds having hydroxy or O-metal groups bound to a carbon atom not belonging to a six-membered aromatic ring
- C07C29/15—Preparation of compounds having hydroxy or O-metal groups bound to a carbon atom not belonging to a six-membered aromatic ring by reduction of oxides of carbon exclusively
- C07C29/151—Preparation of compounds having hydroxy or O-metal groups bound to a carbon atom not belonging to a six-membered aromatic ring by reduction of oxides of carbon exclusively with hydrogen or hydrogen-containing gases
- C07C29/153—Preparation of compounds having hydroxy or O-metal groups bound to a carbon atom not belonging to a six-membered aromatic ring by reduction of oxides of carbon exclusively with hydrogen or hydrogen-containing gases characterised by the catalyst used
- C07C29/156—Preparation of compounds having hydroxy or O-metal groups bound to a carbon atom not belonging to a six-membered aromatic ring by reduction of oxides of carbon exclusively with hydrogen or hydrogen-containing gases characterised by the catalyst used containing iron group metals, platinum group metals or compounds thereof
- C07C29/157—Preparation of compounds having hydroxy or O-metal groups bound to a carbon atom not belonging to a six-membered aromatic ring by reduction of oxides of carbon exclusively with hydrogen or hydrogen-containing gases characterised by the catalyst used containing iron group metals, platinum group metals or compounds thereof containing platinum group metals or compounds thereof
- C07C29/158—Preparation of compounds having hydroxy or O-metal groups bound to a carbon atom not belonging to a six-membered aromatic ring by reduction of oxides of carbon exclusively with hydrogen or hydrogen-containing gases characterised by the catalyst used containing iron group metals, platinum group metals or compounds thereof containing platinum group metals or compounds thereof containing rhodium or compounds thereof
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C51/00—Preparation of carboxylic acids or their salts, halides or anhydrides
- C07C51/10—Preparation of carboxylic acids or their salts, halides or anhydrides by reaction with carbon monoxide
- C07C51/12—Preparation of carboxylic acids or their salts, halides or anhydrides by reaction with carbon monoxide on an oxygen-containing group in organic compounds, e.g. alcohols
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Engineering & Computer Science (AREA)
- Materials Engineering (AREA)
- Oil, Petroleum & Natural Gas (AREA)
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
- Low-Molecular Organic Synthesis Reactions Using Catalysts (AREA)
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| DE19782846148 DE2846148A1 (de) | 1978-10-24 | 1978-10-24 | Verfahren zur herstellung von ethanol aus synthesegas |
Publications (2)
| Publication Number | Publication Date |
|---|---|
| PL219151A1 PL219151A1 (GUID-C5D7CC26-194C-43D0-91A1-9AE8C70A9BFF.html) | 1980-06-16 |
| PL118393B1 true PL118393B1 (en) | 1981-09-30 |
Family
ID=6052927
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| PL1979219151A PL118393B1 (en) | 1978-10-24 | 1979-10-23 | Method of manufacture of ethanol from carbon monoxide and hydrogen |
Country Status (9)
Families Citing this family (25)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| ZA802237B (en) * | 1979-04-24 | 1981-11-25 | British Petroleum Co | Process for the production of c1 to c4 oxygenated hydrocarbons |
| PT71476A (en) * | 1979-07-03 | 1980-08-01 | Sagami Chem Res | Process for producing oxygen-containing hydrocarbon compounds |
| US4506033A (en) * | 1979-07-03 | 1985-03-19 | Sagami Chemical Research Center | Process for producing oxygen-containing hydrocarbon compounds |
| NZ195461A (en) * | 1979-11-27 | 1983-06-14 | British Petroleum Co | Producing oxygenated hydrocarbon product containing ethanol |
| US4284586A (en) * | 1979-12-26 | 1981-08-18 | Halcon Research And Development Corp. | Process for the preparation of acetic anhydride |
| US4284585A (en) * | 1979-12-26 | 1981-08-18 | Halcon Research And Development Corp. | Process for the preparation of acetic anhydride |
| EP0033212A3 (en) * | 1980-01-24 | 1981-09-09 | The British Petroleum Company p.l.c. | Process for the production of oxygenated hydrocarbons from synthesis gas |
| US4463105A (en) * | 1980-04-21 | 1984-07-31 | Sagami Chemical Research Center | Process for producing oxygen-containing hydrocarbon compounds |
| FR2484404A1 (fr) * | 1980-05-06 | 1981-12-18 | Rhone Poulenc Ind | Preparation d'acides carboxyliques par carbonylation |
| ZA814981B (en) * | 1980-08-01 | 1983-02-23 | British Petroleum Co | Process for the production of c1 to c4 oxygenated hydrocarbons by the catalytic conversion of synthesis gas |
| US4361711A (en) * | 1981-12-18 | 1982-11-30 | The Standard Oil Company | Alcohols from olefins and synthesis gas |
| DE3203060A1 (de) * | 1982-01-30 | 1983-08-04 | Hoechst Ag, 6230 Frankfurt | Verfahren zur herstellung von essigsaeure, acetaldehyd und ethanol |
| JPS61112036A (ja) * | 1984-11-06 | 1986-05-30 | Agency Of Ind Science & Technol | Ｃ↓２含酸素化合物を製造する方法 |
| US6586501B1 (en) | 1999-01-20 | 2003-07-01 | Cabot Corporation | Aggregates having attached polymer groups and polymer foams |
| US6258864B1 (en) | 1999-01-20 | 2001-07-10 | Cabot Corporation | Polymer foam containing chemically modified carbonaceous filler |
| DE19929281A1 (de) | 1999-06-25 | 2000-12-28 | Basf Ag | Verfahren und Katalysator zur Herstellung von C¶2¶-Oxygenaten aus Synthesegas |
| GB0510356D0 (en) | 2005-05-20 | 2005-06-29 | Bp Chem Int Ltd | Process for the conversion of synthesis gas to oxygenate |
| US7449425B2 (en) * | 2005-06-29 | 2008-11-11 | Exxonmobil Chemical Patents Inc. | Production of alcohols from synthesis gas |
| EP1741692A1 (en) * | 2005-07-06 | 2007-01-10 | BP Chemicals Limited | Process for the conversion of hydrocarbons to C2-oxygenates |
| US7718832B1 (en) | 2006-12-29 | 2010-05-18 | Pacific Renewable Fuels, Inc. | Combination catalytic process for producing ethanol from synthesis gas |
| WO2012078276A1 (en) | 2010-12-06 | 2012-06-14 | Dow Global Technologies Llc | CONVERSION OF SYNGAS TO MIXED ALCOHOLS ON SUPPORTED CoMoSx CATALYSTS |
| WO2014114822A1 (es) | 2013-01-24 | 2014-07-31 | Abengoa Bioenergía Nuevas Tecnologías, S.A | Catalizador de rodio promovido para la conversión selectiva de gas de síntesis en etanol |
| US10196325B2 (en) | 2015-01-15 | 2019-02-05 | Exxonmobil Chemical Patents Inc. | Process for converting syngas to aromatics and catalyst system suitable therefor |
| CN106268856A (zh) * | 2015-05-22 | 2017-01-04 | 中国科学院大连化学物理研究所 | 合成气一步法制乙醇用的铑基催化剂及其制备方法和应用 |
| EP3852919A1 (en) * | 2018-09-17 | 2021-07-28 | SABIC Global Technologies B.V. | Catalysts for producing alcohols and ethers from synthesis gas |
Family Cites Families (12)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| GB313061A (en) * | 1928-02-28 | 1929-05-28 | Gilbert Thomas Morgan | Improvements in the manufacture of aldehydes and alcohols |
| GB337409A (en) * | 1929-07-24 | 1930-10-24 | Henry Dreyfus | Improvements in or relating to the manufacture of oxygenated organic compounds |
| DE871889C (de) * | 1944-03-02 | 1953-03-26 | Basf Ag | Verfahren zur Herstellung sauerstoffhaltiger organischer Verbindungen |
| US3833634A (en) * | 1971-12-21 | 1974-09-03 | Union Carbide Corp | Manufacture of polyfunctional compounds |
| JPS5038110A (GUID-C5D7CC26-194C-43D0-91A1-9AE8C70A9BFF.html) * | 1973-08-10 | 1975-04-09 | ||
| IT1031174B (it) * | 1974-01-28 | 1979-04-30 | Union Carbide Corp | Processo per la produzione di etanolo da gas di sintesi |
| AU514985B2 (en) * | 1975-06-26 | 1981-03-12 | Union Carbide Corporation | Making oxygenated carbon compounds |
| US4116994A (en) * | 1976-04-05 | 1978-09-26 | Exxon Research & Engineering Co. | Hydrocarbon synthesis from CO and H2 using Rh supported on titanium oxides |
| FR2369234A1 (fr) * | 1976-10-29 | 1978-05-26 | Inst Francais Du Petrole | Procede de fabrication d'alc |
| US4111975A (en) * | 1977-03-30 | 1978-09-05 | Union Carbide Corporation | Catalytic process for producing polyhydric alcohols and derivatives |
| US4224236A (en) * | 1978-04-04 | 1980-09-23 | Hoechst Aktiengesellschaft | Process for the manufacture of oxygen-containing carbon compounds from synthesis gas |
| US4228558A (en) * | 1979-02-09 | 1980-10-21 | Semen Zhadanov | Water impeller brush and massage |
-
1978
- 1978-10-24 DE DE19782846148 patent/DE2846148A1/de not_active Withdrawn
-
1979
- 1979-10-17 EP EP79104009A patent/EP0010295B1/de not_active Expired
- 1979-10-17 DE DE7979104009T patent/DE2963432D1/de not_active Expired
- 1979-10-22 DD DD79216379A patent/DD146703A5/de unknown
- 1979-10-23 ZA ZA00795650A patent/ZA795650B/xx unknown
- 1979-10-23 AU AU52073/79A patent/AU529003B2/en not_active Ceased
- 1979-10-23 SU SU792834356A patent/SU1064865A3/ru active
- 1979-10-23 JP JP13600479A patent/JPS5557527A/ja active Granted
- 1979-10-23 PL PL1979219151A patent/PL118393B1/pl unknown
-
1982
- 1982-11-19 US US06/443,131 patent/US4442228A/en not_active Expired - Fee Related
Also Published As
| Publication number | Publication date |
|---|---|
| EP0010295A1 (de) | 1980-04-30 |
| DE2963432D1 (en) | 1982-09-16 |
| JPS5557527A (en) | 1980-04-28 |
| SU1064865A3 (ru) | 1983-12-30 |
| DE2846148A1 (de) | 1980-05-08 |
| AU529003B2 (en) | 1983-05-19 |
| PL219151A1 (GUID-C5D7CC26-194C-43D0-91A1-9AE8C70A9BFF.html) | 1980-06-16 |
| ZA795650B (en) | 1980-11-26 |
| JPS6337772B2 (GUID-C5D7CC26-194C-43D0-91A1-9AE8C70A9BFF.html) | 1988-07-27 |
| US4442228A (en) | 1984-04-10 |
| DD146703A5 (de) | 1981-02-25 |
| AU5207379A (en) | 1980-05-01 |
| EP0010295B1 (de) | 1982-07-28 |
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