EP0146771A2 - Process for manufacturing alcali alcoholates - Google Patents

Process for manufacturing alcali alcoholates Download PDF

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Publication number
EP0146771A2
EP0146771A2 EP84113888A EP84113888A EP0146771A2 EP 0146771 A2 EP0146771 A2 EP 0146771A2 EP 84113888 A EP84113888 A EP 84113888A EP 84113888 A EP84113888 A EP 84113888A EP 0146771 A2 EP0146771 A2 EP 0146771A2
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alkali metal
alcohol
cathode compartment
solution
compartment
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German (de)
French (fr)
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EP0146771A3 (en
EP0146771B1 (en
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Carl H. Prof. Hamann
Jürgen Schneider
Peter Dr. Schmittinger
Rudolf Dr. Stephan
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Huels AG
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Huels AG
Dynamit Nobel AG
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    • 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
    • C25B3/25—Reduction

Definitions

  • the invention relates to a method for producing alkali alcoholates of the type described in the preamble of claim 1.
  • the solvent on the anode side can be the alcohol itself. Because of the low conductivities that can be achieved in the solvents in question, the electrode spacing should be minimized as far as possible.
  • stirring the catholyte and the anolyte is advantageous to ensure adequate mass transfer speeds.
  • the two-part test electrolysis cell used for carrying out the tests for Examples 1 to 3 has riser pipes for gas outlet from both electrolysis chambers and devices for loading and emptying the anode and cathode compartments.
  • the membrane is clamped between the flanges of the two cell halves or the like by means of a screw. pressed together and sealed by a 0-ring lying in a groove.
  • Bare platinum electrodes serve as electrodes.
  • the experiments shown in the examples were carried out with current densities of about 1.7 kA.m-2 with galvanostatic switching.
  • the platinum electrodes are arranged at a distance of 2 to 4 mm on both sides of the exchange membrane.
  • the anolyte consisted of a 1.4 N CH 3 COONa, 1.2 N CH 3 COOH methanolic solution.
  • the anode reaction is based on the following relationship anodically discharge the acetate ion and thus release Na + .
  • the present method can be applied analogously to the production of alcoholates of other metals if the restrictions resulting from the solubility ratios are observed and appropriate exchange membranes are used.

Abstract

1. Process for the production of alkali alcoholates from a monovalent aliphatic alcohol with 1 to 4 C-atoms and a dissociable compound of the respective alkali metal in solution, suspension or emulsion form, with participation of an alcohol, characterized in that the anode space and the cathode space in an electrolysis cell are separated by a cation exchange membrane and alcoholate anions are liberated in the cathode space from the alcohol, with hydrogen evolution, and alkali metal ions are liberated from the alkali metal compound in the anode space and the latter ions are transported through the cation exchange membrane into the cathode space.

Description

Die Erfindung betrifft ein Verfahren zur Herstellung von Alkalialkoholaten der im Oberbegriff des Patentanspruchs 1 bezeichneten Art.The invention relates to a method for producing alkali alcoholates of the type described in the preamble of claim 1.

Es ist bekannt, Alkoholate durch Umsetzung von Alkaliamalgam aus Chlor-Alkali-Elektrolysen mit einem Alkohol an einem elektrokatalytisch aktiven Kontakt herzustellen (vgl. Ullmanns Encyclopädie der Technischen Chemie, Band 7, 4. Auflage, Verlag Chemie, Weinheim 1974, Seite 221 oder Kirk-Othmer, Encyclopedia of Chemical Technology, Vol. 2, 3. Auflage, Wiley, New York 1978).It is known to produce alcoholates by reacting alkali metal amalgam from chlor-alkali electrolysis with an alcohol at an electrocatalytically active contact (cf. Ullmanns Encyclopadie der Technischen Chemie, Volume 7, 4th Edition, Verlag Chemie, Weinheim 1974, page 221 or Kirk -Othmer, Encyclopedia of Chemical Technology, Vol. 2, 3rd edition, Wiley, New York 1978).

Höhere Alkoholate lassen sich jedoch besser durch Rühren des betreffenden Alkohols mit flüssigem Alkalimetall oder durch Umesterung herstellen.However, higher alcoholates can be prepared better by stirring the alcohol in question with liquid alkali metal or by transesterification.

Ein industriell in großem Umfang ausgeübtes Verfahren zur Herstellung einfacher Alkoholate ist an die Chlor-Alkali-Elektrolyse nach dem Amalgamverfahren gebunden.A large-scale industrial process for the production of simple alcoholates is linked to chlor-alkali electrolysis using the amalgam process.

Bei diesem Verfahren ist nicht auszuschließen, daß Quecksilber in geringen Mengen durch Abluft und Abwasser in die Umgebung gelangen kann. Außerdem können Quecksilber-Spuren in dem gebildeten Alkalialkoholat verbleiben.With this method it cannot be ruled out that small amounts of mercury can get into the environment through exhaust air and waste water. Traces of mercury can also remain in the alkali alcoholate formed.

Die Herstellung von Alkoholaten direkt aus dem Metall oder durch Umesterung ist gegenüber dem Amalgamverfahren vergleichsweise kostenintensiv.The production of alcoholates directly from the metal or by transesterification is comparatively expensive compared to the amalgam process.

Der Erfindung liegt die Aufgabe zugrunde, unter Umgehung des Amalgamverfahrens die elektrolytische Herstellung von Alkoholaten aus dem betreffenden Alkohol und einer Alkalimetallverbindung zu ermöglichen.The object of the invention is to enable the electrolytic production of alcoholates from the alcohol in question and an alkali metal compound, bypassing the amalgam process.

Diese Aufgabe wird mit der Erfindung gelöst. Sie besteht darin, daß bei einem Verfahren der eingangs angegebenen Art in einer Elektrolysezelle der Anodenraum und der Kathodenraum durch eine Kationen-Austauschermembran getrennt sind und im Kathodenraum unter Wasserstoffentwicklung aus dem Alkohol Alkoholat-Anionen und im Anodenraum aus der Alkalimetallverbindung Alkalimetall-Ionen freigesetzt und letztere durch die Kationen-Austauschermembran in den Kathodenraum transportiert werden.This object is achieved with the invention. It consists in that in a method of the type mentioned at the outset in an electrolysis cell the anode space and the cathode space are separated by a cation exchange membrane and in the cathode space with hydrogen evolution from the alcohol alkoxide anions and in the anode space from the alkali metal compound alkali metal ions are released and the latter can be transported through the cation exchange membrane into the cathode compartment.

Für die Anodenreaktion gibt es entsprechend Patentanspruch 2 und 3 bei dem vorliegenden Verfahren zwei Möglichkeiten:

  • 1. das Gegenion des Alkalimetall-Ions in der eingesetzten Verbindung, die so ausgewählt wird, daß sie eine ausreichende Dissoziationskonstante in dem gewählten System aufweist, wird entladen, beispielsweise Acetat-Ionen zu C2H6 und C02 oder Bromid-Ionen zu gasförmigem Brom;
  • 2. durch Oxidation des Alkohols selbst oder eines weiteren Einsatzstoffes wird für das Gegenion ein neuer Partner bereitgestellt.
According to patent claims 2 and 3, there are two possibilities for the anode reaction in the present method:
  • 1. the counter ion of the alkali metal ion in the compound used, which is selected so that it has a sufficient dissociation constant in the selected system, is discharged, for example acetate ions to C 2 H 6 and C0 2 or bromide ions to gaseous Bromine;
  • 2. A new partner is made available for the counterion by oxidation of the alcohol itself or of another starting material.

Im Kathodenraum wird aus dem Alkohol das Alkoholat-Anion unter Wasserstoffentwicklung freigesetzt. In der Anodenreaktion werden durch Elektrooxidation aus einer im Anolyten zugesetzten Alkalimetallverbindung oder durch Oxidation eines weiteren Einsatzstoffes Alkalimetall-Ionen freigesetzt und durch die Membran in den Katholyten transportiert, wo sich das gewünschte Produkt bildet.In the cathode compartment, the alcoholate anion is released from the alcohol with evolution of hydrogen. In the anode reaction, alkali metal ions are released by electrooxidation from an alkali metal compound added in the anolyte or by oxidation of another feedstock and transported through the membrane into the catholyte, where the desired product is formed.

In einer vorteilhaften Ausgestaltung wird das erfindungsgemäße Verfahren so durchgeführt, daß

  • a) ein einwertiger aliphatischer Alkohol mit 1 bis 4 C-Atomen eingesetzt wird,
  • b) im Kathodenraum eine Lösung des Alkalimetallalkoholats in dem betreffenden Alkohol vorgelegt und der Anodenraum mit einer Lösung einer Alkalimetallverbindung in einem Alkohol beschickt wird,
  • c) elektrolytisch aus dem Alkohol unter Wasserstoffentwicklung Alkoholat-Ionen im Kathodenraum und aus der Alkalimetallverbindung die Alkali-Ionen im Anodenraum freigesetzt und durch die Membran in den Kathodenraum transportiert werden,
  • d) die im Kathodenraum gebildete Alkalialkoholatlösung abgezogen wird und die entsprechenden Verluste im Anoden- und Kathodenraum ersetzt werden.
In an advantageous embodiment, the method according to the invention is carried out in such a way that
  • a) a monohydric aliphatic alcohol with 1 to 4 carbon atoms is used,
  • b) a solution of the alkali metal alcoholate in the alcohol in question is placed in the cathode compartment and the solution is charged with a solution of an alkali metal compound in an alcohol,
  • c) the alkali ions in the anode compartment are released electrolytically from the alcohol with hydrogen evolution, alcoholate ions in the cathode compartment and from the alkali metal compound and are transported through the membrane into the cathode compartment,
  • d) the alkali alcoholate solution formed in the cathode compartment is drawn off and the corresponding losses in the anode and cathode compartments are replaced.

Das Lösungsmittel auf der Anodenseite kann der betreffende Alkohol selbst sein. Wegen der geringen in den in Frage kommenden Lösungsmitteln erzielbaren Leitfähigkeiten sollte der Elektrodenabstand soweit als möglich minimiert werden.The solvent on the anode side can be the alcohol itself. Because of the low conductivities that can be achieved in the solvents in question, the electrode spacing should be minimized as far as possible.

Zu denken ist auch an die Anwendung des Nullabstands-oder Solid-Polymer-Electrolyte-Prinzips, vgl. Chem. Ing. Techn., Band 55, 1983, Nr. 4, Seiten 267 bis 275.The use of the zero-distance or solid polymer electrolyte principle should also be considered, cf. Chem. Ing. Techn., Vol. 55, 1983, No. 4, pages 267 to 275.

Bei größerem Elektrodenabstand ist eine Rührung des Katholyten und des Anolyten zur Gewährleistung ausreichender Stofftransportgeschwindigkeiten von Vorteil.If the distance between the electrodes is greater, stirring the catholyte and the anolyte is advantageous to ensure adequate mass transfer speeds.

Das vorliegende Verfahren wird anschließend weiter anhand der Beispiele 1 bis 3 erläutert.The present process is subsequently explained further using Examples 1 to 3.

Die für die Durchführung der Versuche zu den Beispielen 1 bis 3 verwendete zweiteilige Versuchselektrolysezelle weist Steigrohre zum Gasauslaß aus beiden Elektrolysekammern sowie Vorrichtungen zur Beschickung und Entleerung von Anoden- und Kathodenraum auf. Die Membran ist zwischen die Flansche der beiden Zellenhälften eingespannt, die mittels einer Verschraubung o.dgl. zusammengepreßt und durch einen in einer Nut liegenden 0-Ring abgedichtet sind. Als Elektroden dienen blanke Platinelektroden. Die in den Beispielen wiedergegebenen Versuche wurden mit Stromdichten von etwa 1,7 kA.m-2 bei galvanostatischer Schaltung durchgeführt. Die Platinelektroden sind in jeweils 2 bis 4 mm Abstand beidseitig der Austauschermembran angeordnet.The two-part test electrolysis cell used for carrying out the tests for Examples 1 to 3 has riser pipes for gas outlet from both electrolysis chambers and devices for loading and emptying the anode and cathode compartments. The membrane is clamped between the flanges of the two cell halves or the like by means of a screw. pressed together and sealed by a 0-ring lying in a groove. Bare platinum electrodes serve as electrodes. The experiments shown in the examples were carried out with current densities of about 1.7 kA.m-2 with galvanostatic switching. The platinum electrodes are arranged at a distance of 2 to 4 mm on both sides of the exchange membrane.

Beispiel 1example 1

Als Katholyt kam eine methanolische 0,4 N Natriummethanolat-Lösung zum Einsatz. Die Kathodenreaktion gehorcht dabei folgender Beziehung:

Figure imgb0001
A methanolic 0.4 N sodium methoxide solution was used as the catholyte. The cathode reaction obeys the following relationship:
Figure imgb0001

Der Anolyt bestand aus einer 1,4 N CH3COONa, 1,2 N CH3COOH methanolischen Lösung. Bei der Anodenreaktion wird nach der folgenden Beziehung

Figure imgb0002
anodisch das Acetat-Ion entladen und somit Na+ freigesetzt.The anolyte consisted of a 1.4 N CH 3 COONa, 1.2 N CH 3 COOH methanolic solution. The anode reaction is based on the following relationship
Figure imgb0002
 anodically discharge the acetate ion and thus release Na + .

Bei 2stündiger Elektrolyse mit 1,2 A bildeten sich bei 10 V Zellspannung 73 mMol Natriummethanolat. Das entspricht einer Faraday'schen Stromausbeute von rund 80 %.After 2 hours of electrolysis at 1.2 A, 73 mmol sodium methoxide were formed at 10 V cell voltage. This corresponds to a Faraday current efficiency of around 80%.

Als Membran wurde das Hydrolyseprodukt eines Copolymerisats aus Tetrafluorethylen und Perfluorsulfonylvinylether (Nafion-Membran 214(R), im Handel erhältlich) verwendet. Die Zellreaktion wird wie folgt angegeben:
CH3OH + CH3COONa→ CH3ONa+ CO2+ ½C2H6 + ½H2.The hydrolysis product of a copolymer of tetrafluoroethylene and perfluorosulfonyl vinyl ether (Nafion membrane 214 (R) , commercially available) was used as the membrane. The cell response is given as follows:
CH 3 OH + CH 3 COONa → CH 3 ONa + CO 2 + ½C 2 H 6 + ½H 2 .

Die theoretische Ausbeute bei einer Elektrolysedauer von 2 Stunden würde einer Produktmenge von 90 mMol CH3ONa entsprechen. Die angegebene Ausbeute von 73 mMol wurde durch Rücktitration des Katholyten bestimmt.The theoretical yield with an electrolysis time of 2 hours would correspond to a product amount of 90 mmol CH 3 ONa. The indicated yield of 73 mmol was determined by back titration of the catholyte.

Beispiel 2Example 2

Bei Verwendung von Natriumbromid (NaBr) als anodischem Einsatzstoff wird das benötigte Alkalimetall-Ion durch die Bildung freien Halogens bereitgestellt. Bei gleichem Versuchsaufbau und gleichen Versuchsbedingungen sowie einem wie in Beispiel 1 zusammengesetzten Katholyten erhält man für den Fall der Verwendung einer Nafion 417-Membran(R) und eines methanolischen 1 N NaBr-Anolyten eine Faraday'sche Stromausbeute in bezug auf Natriummethanolat bei 5,7 V Klemmenspannung und einer Stromstärke von 1,2 A von 84 %. Die Kathodenreaktion ist die gleiche wie bei Beispiel 1, als Anodenreaktionenwerden zwei parallel ablaufende Reaktionen entsprechend den folgenden Beziehungen angenommen:

Figure imgb0003
Figure imgb0004
 When using sodium bromide (NaBr) as an anodic feed, the required alkali metal ion is provided by the formation of free halogen. With the same experimental setup and the same experimental conditions and with a catholyte composed as in Example 1, if a Nafion 417 membrane (R) and a methanolic 1 N NaBr anolyte are used, a Faraday current yield with respect to sodium methoxide at 5.7 is obtained V terminal voltage and a current of 1.2 A of 84%. The cathode reaction is the same as in Example 1, as anode reactions two parallel reactions are assumed according to the following relationships:
Figure imgb0003
Figure imgb0004

Beispiel 3Example 3

Bei Verwendung einer Nafion 214-Membran(R) wird als Anolyt eine Lösung von 1 N NaClO4 in Methanol eingesetzt. In diesem Falle ist das Lösungsmittel Methanol selbst der anodische Einsatzstoff, der oxidiert wird, woraufhin durch Transport von Na+-Ionen durch die Membran Perchlorsäure zurückbleibt. Die Zusammensetzung des Katholyten und die Kathodenreaktion sind identisch wie bei den Beispielen 1 und 2. Die Anodenreaktion wird entsprechend den folgenden Beziehungen angenommen:

Figure imgb0005
Figure imgb0006
 Unter den sonst analogen Bedingungen wie bei den Beispielen 1 und 2 wird bei einer Elektrolysespannung von 7 V eine Faraday'sche Stromausbeute von 57 % erzielt.When using a Nafion 214 membrane (R) , a solution of 1N NaClO 4 in methanol is used as the anolyte. In this case, the solvent methanol itself is the anodic feed that is oxidized, whereupon perchloric acid remains behind due to the transport of Na + ions through the membrane. The composition of the catholyte and the cathode reaction are identical to those in Examples 1 and 2. The anode reaction is assumed in accordance with the following relationships:
Figure imgb0005
Figure imgb0006
 Under the otherwise analogous conditions as in Examples 1 and 2, a Faraday current efficiency of 57% is achieved with an electrolysis voltage of 7 V.

Das vorliegende Verfahren kann analog auf die Herstellung von Alkoholaten anderer Metalle angewandt werden, wenn die sich aus den Löslichkeitsverhältnissen ergebenden Einschränkungen beachtet werden und entsprechende Austauschermembranen benutzt werden.The present method can be applied analogously to the production of alcoholates of other metals if the restrictions resulting from the solubility ratios are observed and appropriate exchange membranes are used.

Claims (4)

1. Verfahren zur Herstellung von Alkalialkoholaten aus einem Alkohol und einer Alkalimetallverbindung als Lösung, Suspension, Emulsion oder sonstiges Mehrphasensystem unter Beteiligung eines Alkohols, dadurch gekennzeichnet, daß in einer Elektrolysezelle der Anodenraum und der Kathodenraum durch eine Kationen-Austauschermembran getrennt sind und im Kathodenraum unter Wasserstoffentwicklung aus dem Alkohol Alkoholat-Anionen und im Anodenraum aus der Alkalimetallverbindung Alkalimetall-Ionen freigesetzt und letztere durch die Kationen-Austauschermembran in den Kathodenraum transportiert werden.1. A process for the preparation of alkali metal alcoholates from an alcohol and an alkali metal compound as a solution, suspension, emulsion or other multiphase system with the participation of an alcohol, characterized in that the anode compartment and the cathode compartment are separated by a cation exchange membrane in an electrolytic cell and under in the cathode compartment Hydrogen evolution from the alcohol alcoholate anions and in the anode compartment from the alkali metal compound alkali metal ions are released and the latter are transported through the cation exchange membrane into the cathode compartment. 2. Verfahren nach Anspruch 1, dadurch gekennzeichnet, daß im Anodenraum Alkalimetall-Ionen durch Elektrooxidation einer ausreichend dissoziierbaren Alkalimetallverbindung freigesetzt werden und durch die Kationen-Austauschermembran in den Kathodenraum transportiert werden unter Bildung von Alkalimetallalkoholat in alkoholischer Lösung oder als Niederschlag.2. The method according to claim 1, characterized in that alkali metal ions are released in the anode compartment by electrooxidation of a sufficiently dissociable alkali metal compound and are transported through the cation exchange membrane into the cathode compartment to form alkali metal alcoholate in alcoholic solution or as a precipitate. 3. Verfahren nach Anspruch 1, dadurch gekennzeichnet, daß durch Oxidation des Alkohols selbst oder eines weiteren Einsatzstoffes für das Gegenion der Alkalimetallverbindung ein neuer Partner bereitgestellt und so das Alkalimetall-Ion freigesetzt und durch die Kationen-Austauschermembran transportiert wird.3. The method according to claim 1, characterized in that a new partner is provided by oxidation of the alcohol itself or another starting material for the counterion of the alkali metal compound and so the alkali metal ion is released and transported through the cation exchange membrane. 4. Verfahren nach einem der Ansprüche 1 bis 3, dadurch gekennzeichnet, daß a) ein einwertiger aliphatischer Alkohol mit 1 bis 4 C-Atomen eingesetzt wird, b) im Kathodenraum eine Lösung des Alkalimetallalkoholats in dem betreffenden Alkohol vorgelegt und der Anodenraum mit einer Lösung einer Alkalimetallverbindung in einem Alkohol beschickt wird, c) elektrolytisch aus dem Alkohol unter Wasserstoffentwicklung Alkoholat-Ionen im Kathodenraum und aus der Alkalimetallverbindung die Alkali-Ionen im Anodenraum freigesetzt und durch die Membran in den Kathodenraum transportiert werden, d) die im Kathodenraum gebildete Alkalialkoholatlösung abgezogen wird und die entsprechenden Verluste im Anoden- und Kathodenraum ersetzt werden. 4. The method according to any one of claims 1 to 3, characterized in that a) a monohydric aliphatic alcohol with 1 to 4 carbon atoms is used, b) a solution of the alkali metal alcoholate in the alcohol in question is placed in the cathode compartment and the solution is charged with a solution of an alkali metal compound in an alcohol, c) the alkali ions in the anode compartment are released electrolytically from the alcohol with hydrogen evolution, alcoholate ions in the cathode compartment and from the alkali metal compound and are transported through the membrane into the cathode compartment, d) the alkali alcoholate solution formed in the cathode compartment is drawn off and the corresponding losses in the anode and cathode compartments are replaced.
EP84113888A 1983-12-21 1984-11-16 Process for manufacturing alcali alcoholates Expired EP0146771B1 (en)

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DE3346131A DE3346131C2 (en) 1983-12-21 1983-12-21 Process for the production of alkali alcoholates
DE3346131 1983-12-21

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Cited By (7)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
EP0596485A1 (en) * 1992-11-05 1994-05-11 Salzgitter Anlagenbau Zweigniederlassung der Preussag Anlagenbau GmbH Electrochemical process for preparing alcoholates of alkaline metal and use thereof for regenaration of the catalyst in the synthesis of methylformat
US5425856A (en) * 1994-04-26 1995-06-20 Occidental Chemical Corporation Method of making alkali metal alcoholates
EP1312700A2 (en) * 2001-11-02 2003-05-21 Degussa AG Process for the production of alkali metal alcoholates
US8075758B2 (en) 2003-12-11 2011-12-13 Ceramatec, Inc. Electrolytic method to make alkali alcoholates using ion conducting alkali electrolyte/separator
US8268159B2 (en) 2005-12-20 2012-09-18 Ceramatec, Inc. Electrolytic process to produce sodium hypochlorite using sodium ion conductive ceramic membranes
US8506790B2 (en) 2003-12-11 2013-08-13 Shekar Balagopal Electrolytic cell for making alkali alcoholates using ceramic ion conducting solid membranes
CN112226782A (en) * 2020-09-15 2021-01-15 安徽金邦医药化工有限公司 Refining process of solid sodium methoxide

Families Citing this family (6)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
DE4233191C2 (en) * 1992-01-16 1995-06-29 Huels Chemische Werke Ag Process for the production of alcoholates
US7824536B2 (en) 2003-12-11 2010-11-02 Ceramatec, Inc. Electrolytic method to make alkali alcoholates using ceramic ion conducting solid membranes
DE10360758A1 (en) * 2003-12-23 2005-07-28 Degussa Ag Electrochemical production of alkali alcoholate, used as intermediate, reactant or catalyst in organic synthesis, uses sodium- or potassium-ion-conducting ceramic membrane separating anolyte containing salt and alcoholic catholyte
CN117586506A (en) 2022-08-12 2024-02-23 赢创运营有限公司 Preparation of alkoxysiloxanes
CN117586505A (en) 2022-08-12 2024-02-23 赢创运营有限公司 Preparation of alkoxysiloxanes
CA3208911A1 (en) 2022-08-12 2024-02-12 Evonik Operations Gmbh Process for producing alkoxysiloxanes from waste silicone

Citations (2)

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US2438963A (en) * 1942-10-17 1948-04-06 Mathieson Alkali Works Inc Manufacture of alkali metal alcoholates
US4250000A (en) * 1979-03-26 1981-02-10 Stauffer Chemical Company Electrochemical process for metal alkoxides

Patent Citations (2)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US2438963A (en) * 1942-10-17 1948-04-06 Mathieson Alkali Works Inc Manufacture of alkali metal alcoholates
US4250000A (en) * 1979-03-26 1981-02-10 Stauffer Chemical Company Electrochemical process for metal alkoxides

Cited By (9)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
EP0596485A1 (en) * 1992-11-05 1994-05-11 Salzgitter Anlagenbau Zweigniederlassung der Preussag Anlagenbau GmbH Electrochemical process for preparing alcoholates of alkaline metal and use thereof for regenaration of the catalyst in the synthesis of methylformat
US5425856A (en) * 1994-04-26 1995-06-20 Occidental Chemical Corporation Method of making alkali metal alcoholates
EP1312700A2 (en) * 2001-11-02 2003-05-21 Degussa AG Process for the production of alkali metal alcoholates
EP1312700A3 (en) * 2001-11-02 2003-05-28 Degussa AG Process for the production of alkali metal alcoholates
US8075758B2 (en) 2003-12-11 2011-12-13 Ceramatec, Inc. Electrolytic method to make alkali alcoholates using ion conducting alkali electrolyte/separator
US8506790B2 (en) 2003-12-11 2013-08-13 Shekar Balagopal Electrolytic cell for making alkali alcoholates using ceramic ion conducting solid membranes
US8268159B2 (en) 2005-12-20 2012-09-18 Ceramatec, Inc. Electrolytic process to produce sodium hypochlorite using sodium ion conductive ceramic membranes
CN112226782A (en) * 2020-09-15 2021-01-15 安徽金邦医药化工有限公司 Refining process of solid sodium methoxide
CN112226782B (en) * 2020-09-15 2021-06-29 安徽金邦医药化工有限公司 Refining process of solid sodium methoxide

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DE3346131C2 (en) 1986-07-10
DE3478038D1 (en) 1989-06-08
EP0146771A3 (en) 1986-12-10
EP0146771B1 (en) 1989-05-03
DE3346131A1 (en) 1985-06-27

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