DE974338C - Process for the preparation of monomeric organosilicon compounds - Google Patents

Process for the preparation of monomeric organosilicon compounds

Info

Publication number
DE974338C
DE974338C DEK18392A DEK0018392A DE974338C DE 974338 C DE974338 C DE 974338C DE K18392 A DEK18392 A DE K18392A DE K0018392 A DEK0018392 A DE K0018392A DE 974338 C DE974338 C DE 974338C
Authority
DE
Germany
Prior art keywords
silicic acid
organosilicon compounds
preparation
compounds
acid esters
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.)
Expired
Application number
DEK18392A
Other languages
German (de)
Inventor
Herbert Dr Jenkner
Hans Werner Dr Schmidt
Current Assignee (The listed assignees may be inaccurate. Google has not performed a legal analysis and makes no representation or warranty as to the accuracy of the list.)
Kali Chemie AG
Original Assignee
Kali Chemie AG
Priority date (The priority date 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 date listed.)
Filing date
Publication date
Application filed by Kali Chemie AG filed Critical Kali Chemie AG
Priority to DEK18392A priority Critical patent/DE974338C/en
Application granted granted Critical
Publication of DE974338C publication Critical patent/DE974338C/en
Expired legal-status Critical Current

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Classifications

    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07F—ACYCLIC, CARBOCYCLIC OR HETEROCYCLIC COMPOUNDS CONTAINING ELEMENTS OTHER THAN CARBON, HYDROGEN, HALOGEN, OXYGEN, NITROGEN, SULFUR, SELENIUM OR TELLURIUM
    • C07F7/00—Compounds containing elements of Groups 4 or 14 of the Periodic System
    • C07F7/02—Silicon compounds
    • C07F7/08—Compounds having one or more C—Si linkages
    • C07F7/18—Compounds having one or more C—Si linkages as well as one or more C—O—Si linkages
    • C07F7/1804—Compounds having Si-O-C linkages
    • C07F7/1872—Preparation; Treatments not provided for in C07F7/20
    • C07F7/1876—Preparation; Treatments not provided for in C07F7/20 by reactions involving the formation of Si-C linkages

Description

Verfahren zur Herstellung von monomeren Organosiliciumverbindungen Bekanntlich können Kieselsäureester durch Reaktion mit Grignard-Verbindungen zu Alkyl- oder Arylkieselsäureestern umgesetzt werden. Diese Umsetzungen bergen bei großtechnischen Ansätzen die Gefahr der Verzögerung des Anspringens der Reaktion in sich. Die Überführung der o-Kieselsäureester in Alkyl- oder Arylkieselsäureester gelingt auch unter Verwendung von Na-Metall und Alkyl- bzw. Arylhalogenid.Process for the preparation of monomeric organosilicon compounds As is well known can silicic acid esters by reaction with Grignard compounds to alkyl or Aryl silicic acid esters are implemented. These implementations hold in large-scale Approaches the risk of delaying the start of the reaction in itself. The overpass the o-silicic acid ester in alkyl or aryl silicic acid ester can also be used of Na metal and alkyl or aryl halide.

Es wurde nun gefunden, daß bei Einwirkung von Organoaluminium-Verbindungen der allgemeinen Formel A1Rs, worin R eine Alkyl- oder Arylgruppe bedeutet, auf o-Kieselsäureester bei erhöhter Temperatur neben Organosilanen in der Hauptsache Organokieselsäureester entstehen. It has now been found that when exposed to organoaluminum compounds of the general formula A1Rs, in which R is an alkyl or aryl group, on o-silicic acid ester At elevated temperatures, in addition to organosilanes, mainly organosilicic acid esters develop.

Die so hergestellten Produkte können in bekannter Weise in der Kunststoffindustrie und zu anderen Zwecken benutzt werden. The products produced in this way can be used in a known manner in the plastics industry and used for other purposes.

Das neue Verfahren unterscheidet sich von dem in Absatz 1 erwähnten bekannten Grignard-Verfahren weiterhin dadurch vorteilhaft, daß zur Alkylierung von Kieselsäureestern nach dem beanspruchten Verfahren Alkylhalogenid nicht mehr notwendig ist. The new procedure differs from that mentioned in paragraph 1 known Grignard process furthermore advantageous in that for the alkylation of silicic acid esters after the claimed process alkyl halide no longer necessary is.

Beispiel Nach der Gleichung Al(C2H5)3 + + Si(O C4Hg) # AlC2H5(OC4H9)2+Si(C2H5)2(OC4H9)2 wurden gleiche Molgewichte Aluminiumtriäthyl und Orthokieselsäure-n-butylester dergestalt zur Umsetzung gebracht, daß zu dem vorgelegten Aluminiumtriäthyl (unter Stickstoff) der Orthokieselsäureester unter Rühren zutropfen gelassen wurde. Example According to the equation Al (C2H5) 3 + + Si (O C4Hg) # AlC2H5 (OC4H9) 2 + Si (C2H5) 2 (OC4H9) 2 became equal molecular weights of aluminum triethyl and orthosilicic acid n-butyl ester in this way brought to implementation that to the submitted aluminum triethyl (under nitrogen) the orthosilicic acid ester was added dropwise with stirring.

Die Reaktion setzte unter Erwärmen sofort ein und wurde durch Erhitzen (I bis 8 Stunden) zu Ende geführt. Erhalten wurde ein Gemisch von Äthylbutoxysilanen und Äthylbutoxyaluminium neben Aluminiumbutylat, welches durch fraktionierte Destillation getrennt werden konnte. Die Umsetzung, bezogen auf eingesetztes Aluminiumtriäthyl und eingesetzten Kieselsäureester, war quantitativ. Die Alkylbutoxysilane wurden etwa in folgend @ prozentualen Anteilen erhalten: 35 %Äthyltributoxysilan 50 % Diäthyldibutoxysilan 15 % Triäthylbutoxysilan.The reaction started immediately with heating and was stopped by heating (I to 8 hours) completed. A mixture of ethylbutoxysilanes was obtained and ethyl butoxyaluminum in addition to aluminum butylate, which is obtained by fractional distillation could be separated. The implementation, based on the aluminum triethyl used and the silicic acid ester used was quantitative. The alkylbutoxysilanes were Obtained approximately in the following percentages: 35% ethyltributoxysilane 50% diethyldibutoxysilane 15% triethylbutoxysilane.

Außerdem entstanden, wenn auch in geringen Mengen, Tetraäthylsilan und Verbindungen-mit Si-H-Bindungen. In addition, tetraethylsilane was formed, albeit in small quantities and compounds-with Si-H bonds.

Claims (1)

PATENTANSPRUCH Verfahren zur Herstellung von Gemischen monomerer Organosiliciumverbindungen durch Umsetzung von o-Kieselsäureestern mit Organometallverbindungen, dadurdi gekennzeichnet, daß o-Kieselsäureester mit Organoaluminiumverbindungen der allgemeinen Formel A1R3, worin R eine Alkyl- oder Arylgruppe bedeutet, bei erhöhter Temperatur umgesetzt werden. PATENT CLAIM Process for the production of mixtures of monomeric Organosilicon compounds by reacting o-silicic acid esters with organometallic compounds, dadurdi that o-silicic acid esters with organoaluminum compounds of general formula A1R3, in which R is an alkyl or aryl group, in the case of increased Temperature are implemented. In Betracht gezogene Druckschriften: Deutsche Patentschrift Nr. 888 852; A. Hunyar: Chemie der Silikone, Verlag Technik, Berlin, I952, S. I03. Documents considered: German Patent No. 888 852; A. Hunyar: Chemistry of Silicones, Verlag Technik, Berlin, 1952, p. I03. USA.-Patentschriften Nr. 2 473 434, 2 442 053, 2426 121. U.S. Patent Nos. 2,473,434, 2,442,053, 2,426,121.
DEK18392A 1953-06-12 1953-06-12 Process for the preparation of monomeric organosilicon compounds Expired DE974338C (en)

Priority Applications (1)

Application Number Priority Date Filing Date Title
DEK18392A DE974338C (en) 1953-06-12 1953-06-12 Process for the preparation of monomeric organosilicon compounds

Applications Claiming Priority (1)

Application Number Priority Date Filing Date Title
DEK18392A DE974338C (en) 1953-06-12 1953-06-12 Process for the preparation of monomeric organosilicon compounds

Publications (1)

Publication Number Publication Date
DE974338C true DE974338C (en) 1960-12-01

Family

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Family Applications (1)

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DEK18392A Expired DE974338C (en) 1953-06-12 1953-06-12 Process for the preparation of monomeric organosilicon compounds

Country Status (1)

Country Link
DE (1) DE974338C (en)

Citations (4)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US2426121A (en) * 1944-10-03 1947-08-19 Montclair Res Corp Production of organo-silicon compounds
US2442053A (en) * 1945-06-06 1948-05-25 Corning Glass Works Dialkylated silicon esters and method of making them
US2473434A (en) * 1946-06-27 1949-06-14 Du Pont Method for preparing hydrocarbometallic halides
DE888852C (en) * 1950-06-09 1953-09-07 Bayer Ag Process for the preparation of organohalosilanes

Patent Citations (4)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US2426121A (en) * 1944-10-03 1947-08-19 Montclair Res Corp Production of organo-silicon compounds
US2442053A (en) * 1945-06-06 1948-05-25 Corning Glass Works Dialkylated silicon esters and method of making them
US2473434A (en) * 1946-06-27 1949-06-14 Du Pont Method for preparing hydrocarbometallic halides
DE888852C (en) * 1950-06-09 1953-09-07 Bayer Ag Process for the preparation of organohalosilanes

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