DE849102C - Process for the preparation of symmetrical dichlorodimethyl ether - Google Patents

Process for the preparation of symmetrical dichlorodimethyl ether

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Publication number
DE849102C
DE849102C DEB6430D DEB0006430D DE849102C DE 849102 C DE849102 C DE 849102C DE B6430 D DEB6430 D DE B6430D DE B0006430 D DEB0006430 D DE B0006430D DE 849102 C DE849102 C DE 849102C
Authority
DE
Germany
Prior art keywords
symmetrical
dichlorodimethyl ether
preparation
dichlorodimethyl
ether
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
DEB6430D
Other languages
German (de)
Inventor
Werner Dr Rohland
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.)
BASF SE
Original Assignee
BASF SE
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 BASF SE filed Critical BASF SE
Priority to DEB6430D priority Critical patent/DE849102C/en
Application granted granted Critical
Publication of DE849102C publication Critical patent/DE849102C/en
Expired legal-status Critical Current

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Classifications

    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C43/00—Ethers; Compounds having groups, groups or groups
    • C07C43/02—Ethers
    • C07C43/03—Ethers having all ether-oxygen atoms bound to acyclic carbon atoms
    • C07C43/04—Saturated ethers
    • C07C43/12—Saturated ethers containing halogen
    • C07C43/123—Saturated ethers containing halogen both carbon chains are substituted by halogen atoms

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  • Chemical & Material Sciences (AREA)
  • Organic Chemistry (AREA)
  • Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)

Description

Verfahren zur Herstellung von symmetrischem Dichlordimethyläther Es ist bekannt, daß man durch Umsetzung von Paraformaldehyd mit Säurechloriden oder Phosphorchloriden symmetrischen Dichlordimethyläther erhält, doch sind dabei die Ausbeuten meistens unbefriedigend, da neben der gewünschten Umsetzung zur Verharzung führende Nebenreaktionen stattfinden. Die Abtrennung und Reinigung des Dichlordimethyläthers ist bei diesen Verfahren oft schwierig und erfordert besondere Maßnahmen.Process for the preparation of symmetrical dichlorodimethyl ether Es is known that by reacting paraformaldehyde with acid chlorides or Phosphorus chlorides symmetrical dichlorodimethyl ether is obtained, but are the Yields mostly unsatisfactory, since in addition to the desired conversion to resinification leading side reactions take place. The separation and purification of the dichlorodimethyl ether is often difficult in these procedures and requires special measures.

Es wurde nun gefunden, daß man symmetrischen Dichlordimethyläther in sehr glatter Reaktion und in ausgezeichneten Ausbeuten erhält, wenn man polymeren Formaldehyd mit Thionylchlorid, gegebenenfalls unter Zusatz wasserabspaltender Metallhalogenide, wie Zinkchlorid, Zinntetrachlorid, Eisenchlorid und Antimonchlorid, umsetzt. Das Verfahren hat den besonderen Vorteil, daß dabei nur gasförmige Nebenprodukte entstehen, die aus dem Reaktionsgemisch entweichen.It has now been found that symmetrical dichlorodimethyl ether obtained in very smooth reaction and in excellent yields when polymeric Formaldehyde with thionyl chloride, optionally with the addition of dehydrating metal halides, such as zinc chloride, tin tetrachloride, iron chloride and antimony chloride. That Process has the particular advantage that only gaseous by-products are formed which escape from the reaction mixture.

Die im folgenden Beispiel verwendeten Teile sind Gewichtsteile.The parts used in the following example are parts by weight.

Beispiel Zu einem Gemisch aus 3ooo Teilen Paraformaldehyd und 3o Teilen Zinkchlorid, das durch fertigen Dichlordimethyläther verdünnt sein kann, läßt man im Verlauf von etwa 2 Stunden bei Raumtemperatur 6750 Teile Thionylchlorid zutropfen. Dabei entweicht reichlich Schwefeldioxyd und etwas. Chlorwasserstoff. Sobald das Thionylchlorid vollständig zugesetzt ist, erwärmt man das Gemisch unter Rühren auf etwa 50 bis 6o° und hält es einige Zeit auf dieser Temperatur. Dann läßt man es erkalten und trennt die obere Schicht von der unteren, das Zinkchlorid enthaltenden Schicht ab. Der so in einer Ausbeute von etwa 540o Teilen erhaltene symmetrische Dichlordimethyläther ist für die meisten Verwendungszwecke genügend rein. Von Spuren anhaftenden Thionylchlorids kann er gewünschtenfalls durch Waschen mit Eiswasser befreit werden. Man kann z. B. auch Chloroform, Tetrachlorkohlenstoff oder Trichlorbenzol als Verdünnungsmittel verwenden. .Example To a mixture of 3,000 parts of paraformaldehyde and 3o parts Zinc chloride, which can be diluted by ready-made dichlorodimethyl ether, is left in the course from about 2 hours at room temperature 6750 parts of thionyl chloride to drip. In the process, a lot of sulfur dioxide and something escapes. Hydrogen chloride. As soon as all of the thionyl chloride has been added, the mixture is heated under Stir to about 50 to 60 ° and keep it at this temperature for some time. Then lets it is cooled and the upper layer is separated from the lower one, which contains the zinc chloride Shift off. The symmetrical one so obtained in a yield of about 540o parts Dichlorodimethyl ether is sufficiently pure for most uses. Of traces Adhering thionyl chloride can be removed, if desired, by washing with ice water to be freed. You can z. B. also chloroform, carbon tetrachloride or trichlorobenzene use as a thinner. .

Claims (1)

PATENTANSPRUCH: Verfahren zur Herstellung von symmetrischem Dichlordimethyläther; dadurch gekennzeichnet, daß man auf polymeren Formaldehyd, gegebenenfalls in Gegenwart von wasserabspaltenden Metallhalogeniden, Thionylchlorid einwirken läßt. PATENT CLAIM: Process for the production of symmetrical dichlorodimethyl ether; characterized in that thionyl chloride is allowed to act on polymeric formaldehyde, optionally in the presence of dehydrating metal halides.
DEB6430D 1943-04-04 1943-04-04 Process for the preparation of symmetrical dichlorodimethyl ether Expired DE849102C (en)

Priority Applications (1)

Application Number Priority Date Filing Date Title
DEB6430D DE849102C (en) 1943-04-04 1943-04-04 Process for the preparation of symmetrical dichlorodimethyl ether

Applications Claiming Priority (1)

Application Number Priority Date Filing Date Title
DEB6430D DE849102C (en) 1943-04-04 1943-04-04 Process for the preparation of symmetrical dichlorodimethyl ether

Publications (1)

Publication Number Publication Date
DE849102C true DE849102C (en) 1952-09-11

Family

ID=6954625

Family Applications (1)

Application Number Title Priority Date Filing Date
DEB6430D Expired DE849102C (en) 1943-04-04 1943-04-04 Process for the preparation of symmetrical dichlorodimethyl ether

Country Status (1)

Country Link
DE (1) DE849102C (en)

Cited By (1)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
DE1025856B (en) * 1952-04-15 1958-03-13 Gen Aniline & Film Corp Production of bis-chloromethyl ether

Cited By (1)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
DE1025856B (en) * 1952-04-15 1958-03-13 Gen Aniline & Film Corp Production of bis-chloromethyl ether

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