DE524220C - Process for the polymerization of styrene, its derivatives and homologues - Google Patents

Process for the polymerization of styrene, its derivatives and homologues

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Publication number
DE524220C
DE524220C DE1930524220D DE524220DD DE524220C DE 524220 C DE524220 C DE 524220C DE 1930524220 D DE1930524220 D DE 1930524220D DE 524220D D DE524220D D DE 524220DD DE 524220 C DE524220 C DE 524220C
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DE
Germany
Prior art keywords
homologues
derivatives
polymerization
hydrogen fluoride
styrene
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
DE1930524220D
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German (de)
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.)
KARL FREDENHAGEN DR
Original Assignee
KARL FREDENHAGEN DR
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.)
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Publication date
Application filed by KARL FREDENHAGEN DR filed Critical KARL FREDENHAGEN DR
Application granted granted Critical
Publication of DE524220C publication Critical patent/DE524220C/en
Expired legal-status Critical Current

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Classifications

    • CCHEMISTRY; METALLURGY
    • C08ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
    • C08FMACROMOLECULAR COMPOUNDS OBTAINED BY REACTIONS ONLY INVOLVING CARBON-TO-CARBON UNSATURATED BONDS
    • C08F2/00Processes of polymerisation
    • C08F2/36Polymerisation in solid state

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  • Chemical & Material Sciences (AREA)
  • Health & Medical Sciences (AREA)
  • Chemical Kinetics & Catalysis (AREA)
  • Medicinal Chemistry (AREA)
  • Polymers & Plastics (AREA)
  • Organic Chemistry (AREA)
  • Addition Polymer Or Copolymer, Post-Treatments, Or Chemical Modifications (AREA)

Description

Verfahren zur Polymerisation von Styrol, seinen Derivaten und Homologen Es ist bekannt, daß man St_vrol, seine Derivate und Homologen unter geeigneten Bedingungen polymerisieren kann. Dabei ist meistens die Anwendung höherer Temperaturen erforderlich.Process for the polymerization of styrene, its derivatives and homologues It is known that St_vrol, its derivatives and homologues can be used under suitable conditions can polymerize. In most cases, it is necessary to use higher temperatures.

Es wurde nun gefunden, daß man Stvrol, seine Derivate und Homologen in sehr vorteilhafter Weise, insbesondere schon bei gewöhnlicher oder noch tiefer liegender Temperatur, polymerisieren kann, wenn man die Polvmerisation in Gegenwart von Fluorwasserstoff erfolgen läßt. Durch Veränderung der Menge des angewandten Fluorwasserstoffs, seiner Konzentration, der Einwirkungsclauer und der Behandlungstemperatur gelangt man zu verschieden weit polymerisierten Produkten. Die Polvmerisation kann auch bei Gegenwart von Lösungsmitteln, wie Benzol, Tetrachlorkohlenstoff, Alkohol usw., vorgenommen werden. Man kann auch den Fluorwasserstoff durch geeignete Verdünnungsmittel, z. B. Alkohol oder Wasser, verdünnen. Die Ausführung des Verfahrens ist höchst einfach; der Fluorwasserstoff läßt sich weitgeliendst zurückgewinnen. Die zurückbleibenden Polvmerisationsprodukte sind in einfacher Weise zu reinigen und stellen technisch wertvolle Produkte dar, die z. B. für Kunsthorn Verwendung finden können. Die .-Ausbeute ist quantitativ.It has now been found that Stvrol, its derivatives and homologues in a very advantageous way, especially already with ordinary or even deeper temperature, can polymerize, if you do the polymerization in the presence can be done by hydrogen fluoride. By changing the amount of applied Hydrogen fluoride, its concentration, the exposure and the treatment temperature one arrives at products that have been polymerized to different extents. The polymerisation can even in the presence of solvents such as benzene, carbon tetrachloride, alcohol etc., can be made. You can also use the hydrogen fluoride by suitable diluents, z. B. alcohol or water, dilute. The procedure is extremely simple to carry out; the hydrogen fluoride can be recovered as far as possible. The ones left behind Polymerization products are easy to clean and provide technical valuable products that z. B. can be used for artificial horn. The. Yield is quantitative.

Beispiel i Man löst 2o Gewichtsteile Styrol in 5o Gewichtsteilen Benzol und destilliert in diese Lösung bei etwa io' io Gewichtsteile Fluorwasserstoff hinein. Man läßt einige Zeit stehen und vertreibt den Fluorwasserstoff und das Benzol durch Erwärmen. Es hinterbleibt eine weiße, bei Zimmertemperatur plastische Masse, aus der die letzten Reste von Fluorwasserstoff durch Waschen mit warmem Wasser entfernt werden können. Ähnliche plastische Massen erhält man, indem man Stvrol in hochkonzentrierte wässerige F luorwasserstoffsäure einträgt. Beispiel e Trägt man 2o Gewichtsteile' Stvrol in 2o Gewichtsteile Fluorwasserstoff unter Kühlung ein oder kondensiert man gleiche Mengen Fluorwasserstoff auf Stvrol, so fällt sofort ein Polymerisationsprodukt aus, das nach längerem Stehen zu einer harten, bei Zimmertemperatur pulver isierbaren Masse erstarrt, die bei höherer Temperatur plastisch ist. Die Entfernung des Fluorwasserstoffs geschieht, wie unter Beispiel i angegeben.EXAMPLE i 20 parts by weight of styrene are dissolved in 50 parts by weight of benzene and distilled into this solution at about 10-10 parts by weight of hydrogen fluoride. It is allowed to stand for some time and the hydrogen fluoride and benzene are driven off Heat. What remains is a white, plastic mass at room temperature which removes the last remains of hydrogen fluoride by washing with warm water can be. Similar plastic masses are obtained by converting Stvrol into highly concentrated enters aqueous hydrofluoric acid. Example e If one carries 2o parts by weight ' Stvrol in 20 parts by weight of hydrogen fluoride with cooling or condensation equal amounts of hydrogen fluoride on Stvrol, a polymerisation product immediately falls which, after standing for a long time, turns into a hard one that can be powdered at room temperature The mass solidifies, which is plastic at a higher temperature. The removal of the hydrogen fluoride happens as indicated under example i.

Claims (1)

PATENTANSPRUCH: Verfahren zur Polvmerisation von Stvrol, seinen Derivaten und Homologen, dadurch gekennzeichnet, daß man die Polymerisation in Gegenwart von Fluorwasserstoff vornimmt.PATENT CLAIM: Process for the polymerisation of Stvrol, its derivatives and homologues, characterized in that the polymerization in the presence of Hydrogen fluoride.
DE1930524220D 1930-08-02 1930-08-02 Process for the polymerization of styrene, its derivatives and homologues Expired DE524220C (en)

Applications Claiming Priority (1)

Application Number Priority Date Filing Date Title
DE524220T 1930-08-02

Publications (1)

Publication Number Publication Date
DE524220C true DE524220C (en) 1931-05-04

Family

ID=6552211

Family Applications (1)

Application Number Title Priority Date Filing Date
DE1930524220D Expired DE524220C (en) 1930-08-02 1930-08-02 Process for the polymerization of styrene, its derivatives and homologues

Country Status (1)

Country Link
DE (1) DE524220C (en)

Cited By (3)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US2460973A (en) * 1946-06-21 1949-02-08 Allied Chem & Dye Corp Low-temperature, hydrogen fluoride catalyzed polymerization of conjugated diolefins
DE1015600B (en) * 1950-01-03 1957-09-12 Dow Chemical Co Process for the production of copolymers from styrene and ª ‡ -methylstyrene with increased dimensional stability by means of bulk polymerisation
DE974268C (en) * 1952-01-12 1960-11-10 Monsanto Chemicals Process for the bulk polymerization of styrene

Cited By (3)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US2460973A (en) * 1946-06-21 1949-02-08 Allied Chem & Dye Corp Low-temperature, hydrogen fluoride catalyzed polymerization of conjugated diolefins
DE1015600B (en) * 1950-01-03 1957-09-12 Dow Chemical Co Process for the production of copolymers from styrene and ª ‡ -methylstyrene with increased dimensional stability by means of bulk polymerisation
DE974268C (en) * 1952-01-12 1960-11-10 Monsanto Chemicals Process for the bulk polymerization of styrene

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