DE679943C - Process for the preparation of polymerization products of organic vinyl esters - Google Patents

Process for the preparation of polymerization products of organic vinyl esters

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Publication number
DE679943C
DE679943C DEI56150D DEI0056150D DE679943C DE 679943 C DE679943 C DE 679943C DE I56150 D DEI56150 D DE I56150D DE I0056150 D DEI0056150 D DE I0056150D DE 679943 C DE679943 C DE 679943C
Authority
DE
Germany
Prior art keywords
weight
vinyl esters
parts
preparation
polymerization products
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
DEI56150D
Other languages
German (de)
Inventor
Dr Werner Heuer
Dr Arthru Voss
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.)
IG Farbenindustrie AG
Original Assignee
IG Farbenindustrie 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 IG Farbenindustrie AG filed Critical IG Farbenindustrie AG
Priority to DEI56150D priority Critical patent/DE679943C/en
Application granted granted Critical
Publication of DE679943C publication Critical patent/DE679943C/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
    • C08F218/00Copolymers of compounds having one or more unsaturated aliphatic radicals, each having only one carbon-to-carbon double bond, and at least one being terminated by an acyloxy radical of a saturated carboxylic acid, of carbonic acid or of a haloformic acid
    • C08F218/02Esters of monocarboxylic acids
    • C08F218/04Vinyl esters
    • 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
    • C08F4/00Polymerisation catalysts
    • C08F4/28Oxygen or compounds releasing free oxygen
    • C08F4/32Organic compounds

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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)
  • Engineering & Computer Science (AREA)
  • Materials Engineering (AREA)
  • Polymerization Catalysts (AREA)

Description

Verfahren zur Herstellung von Polymerisationsprodukten organischer Vinylester Gegenstand des Patents 666 866 ist ein Verfahren zurr Darstellung besonders hochmolekularer Polymerisate, das dadurch gekennzeichnet ist, daß man bei der Poly,-merisation der zu polymerisierenden monomeren Vinylester als Polymerisationsbeschleuniger Peroxyde von mindestens q. Kohlenstoffatome im Molekül besitzenden Fettsäuren verwendet.Process for the preparation of polymerization products of organic Vinylester The subject of patent 666,866 is a method of representation in particular high molecular weight polymers, which is characterized in that one in the poly, -merization the monomeric vinyl ester to be polymerized as a polymerization accelerator peroxides of at least q. Fatty acids possessing carbon atoms in the molecule are used.

Es wurde nun gefunden, daß sich dieses Verfahren auch auf die Polymerisation von Mischung gen aus organischen Vinylestern mit anderen polym@erisierbaren ungesättigten organischen Verbindungen anwenden läßt. Auch hierbei werden Polymerisate von besonders hohem Polym-erisationsgrad :erhalten.It has now been found that this process also affects the polymerization of mixture of organic vinyl esters with other polymerizable unsaturated can use organic compounds. Here, too, polymers are particularly good high degree of polymerization: preserved.

- Beispiele 1. Eine Mischung aus 6oo Gewichtsteilen Vinylacetat und 125 Gewichtsteilen Maleinsäuredimethylester, der 3,5 Gewichtsteile Ölsäur,eperoxyd (:etwa l/2 % - der Polymeri.sationskomponenten) zugesetzt sind, wird unter langsamem Zutropfen bei 8o° im Block polymerisiert. Nach dem Trocknen de Produktes zeigt eine io%ige benzolische Lösung eine Viscosität von lggo Sekunden Auslaufzeit gegen 655 Sekunden bei Anwendung der gleichen Menge Benzoylsup:eroxyd.- Examples 1. A mixture of 600 parts by weight of vinyl acetate and 125 parts by weight of maleic acid dimethyl ester, to which 3.5 parts by weight of oleic acid and eperoxide (: about 1/2% of the polymerisation components) are added, is polymerized in the block at 80 °, slowly added dropwise. After the product has dried, a 10% strength benzene solution has a viscosity of lggo seconds flow time against 655 seconds when using the same amount of benzoyl sulfide.

2. Verwendet man in Beispiel i'an Stelle von 3,5 Gewichtsteilen nur 0,7 Gewichtsteile Ölsäureperoxyd (=1/100;o), so erhält man ein Polymerisat von der Viscosität: 3825 Sekunden Auslaufzeit. Eine Vergleichspolymerisation mit 1/1o @/o Benzoylsuperoxyd liefert ein wesentlich niedriger viscoses Produkt. 2. If only 0.7 parts by weight of oleic acid peroxide (= 1/100; o) are used instead of 3.5 parts by weight in Example 1, a polymer having the viscosity: 3825 seconds flow time is obtained. A comparative polymerization with 1/10 @ / o benzoyl peroxide gives a significantly lower viscous product.

3. Ein Gemisch von 75o Gewichtsteilen Vinylacetat und 1 Gewichtsteil Distearylperoxyd, dem 25o Gewichtsteile Acrylsäureäthylester zugesetzt werden, wird bei 8o bis 85° polymerisiert, indem ein Teil der Mischung im Reaktionsgefäß vorgelegt wird und der Rest iin Maße des Fortschreitens der Polymerisation zuläuft. Nach Beendigung der Reaktion wird noch 12 Stunden nachgeheizt. Man erhält ein Polymerisat von besonders guten mechanischen Eigenschaften. Durch. Zusatz von Weichmachern, wie z. B. Phthalsäureester, vor oder nach der Polymeri,sa:-tionsreaktion lassen sich die Eigenschaften des Produktes weitgehend variieren.3. A mixture of 750 parts by weight of vinyl acetate and 1 part by weight Distearyl peroxide, to which 250 parts by weight of ethyl acrylate are added, is Polymerized at 8o to 85 ° by placing part of the mixture in the reaction vessel and the remainder is tapered as the polymerization proceeds. After completion the reaction is heated for a further 12 hours. A polymer of especially is obtained good mechanical properties. By. Addition of plasticizers, such as. B. phthalic acid ester, The properties of the product can be determined before or after the polymerisation reaction vary widely.

q.. In 23o Gewichtsteile Wasser, dem 10,5 Gewichtsteile oxyoctodecansulfomurjes, Natrium zugesetzt werden, wird unter sehr guter Rührung eine Mischung von i 5o Gewichtsteilen Vinylacetat, 15 Gewichtsteilen Maleinsäuredimethylester und 1,6 Gewichtsteilen Distearylperoxyd eingetragen. Alsdann wird, unter andauerndem starkem Rühren auf l' bis 75° erwärmt. Nach kurzer Zeit 'setQt die Reaktion ein. Man läßt sie abklingen und erhitzt noch so lange, bis nur noch Spuren des Monomeren vorhanden sind. Die erhaltene Emulsion ist sehr fein dispers und läßt sich durch Ausfrieren, Aussalzen usw. koagulieren. Das erhaltene Polymerisat zeichnet sich durch hohes Molekulargewicht und gute Festigkeitseigenschaften aus.q .. In 23o parts by weight of water, the 10.5 parts by weight of oxyoctodecansulfomurjes, Sodium added is under very good Stir a mixture of i 50 parts by weight of vinyl acetate, 15 parts by weight of maleic acid dimethyl ester and 1.6 parts by weight of distearyl peroxide entered. Then will, under constant vigorous stirring to 1 'to 75 °. After a short time the reaction sets in. They are allowed to subside and heated until only traces of the monomer are left available. The emulsion obtained is very finely dispersed and can be passed through Coagulate freezing out, salting out, etc. The polymer obtained is noticeable characterized by high molecular weight and good strength properties.

5. In einem Autoklaven wird unter guter Rührung eine Mischung von 5oo Gewichtsteilen Vinylchlorid, 5oo Gewichtsteilen Vinylacetat, 5oo Gewichtsteilen Essigester und i Gewichtsteil Distearylperoxyd ao Stunden auf 70° erhitzt. Nach dieser Zeit ist eine hochviscose Lösung des Mischpolymerisates in Essigester entstanden. Um das reine Polymerisat zu erhalten, läßt man das Lösungsmittel auf einer heißen Walze verdampfen. Man erhält auf diese Weise ein Mischpolyrnerisat von hohem Molekulargewicht, das 'sich zu Formkörpern verschiedenster Art verarbeiten läßt und das auch für Lacke Verwendung finden kann.5. In an autoclave, a mixture of 500 parts by weight of vinyl chloride, 500 parts by weight of vinyl acetate, 500 parts by weight Ethyl acetate and i part by weight of distearyl peroxide heated to 70 ° for ao hours. To During this time, a highly viscous solution of the copolymer in ethyl acetate has formed. In order to obtain the pure polymer, the solvent is left on a hot Vaporize the roller. In this way, a mixed polymer of high molecular weight is obtained, that 'can be processed into moldings of all kinds and that also for paints Can be used.

Claims (1)

PATRNTANSPRUCII: Weiterausbildung des Verfahrens zur Herstellung von Polymerisationsprodukten organischer Vinylester unter Verwendung von Peroxyden von mindestens q. Kohlenstoffatome im Molekülenthaltenden Fettsäuren als Polymerisationsbeschleuniger nach Patent 666 866, dadurch gekennzeichnet, daß an Stelle organischer Vinylester deren Mischungen mit anderen polymerisierbaren ungesättigten organischen Verbindungen polymerisiert werden.PATRNTANSPRUCII: Further training in the process for producing Polymerization products of organic vinyl esters using peroxides from at least q. Carbon atoms in the molecule-containing fatty acids as a polymerization accelerator according to patent 666 866, characterized in that instead of organic vinyl esters mixtures thereof with other polymerizable unsaturated organic compounds are polymerized.
DEI56150D 1934-07-26 1935-02-06 Process for the preparation of polymerization products of organic vinyl esters Expired DE679943C (en)

Priority Applications (1)

Application Number Priority Date Filing Date Title
DEI56150D DE679943C (en) 1934-07-26 1935-02-06 Process for the preparation of polymerization products of organic vinyl esters

Applications Claiming Priority (2)

Application Number Priority Date Filing Date Title
DE462165X 1934-07-26
DEI56150D DE679943C (en) 1934-07-26 1935-02-06 Process for the preparation of polymerization products of organic vinyl esters

Publications (1)

Publication Number Publication Date
DE679943C true DE679943C (en) 1939-08-16

Family

ID=25943980

Family Applications (1)

Application Number Title Priority Date Filing Date
DEI56150D Expired DE679943C (en) 1934-07-26 1935-02-06 Process for the preparation of polymerization products of organic vinyl esters

Country Status (1)

Country Link
DE (1) DE679943C (en)

Cited By (1)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
DE1003767B (en) * 1952-01-02 1957-03-07 Monsanto Chemicals Soil improvers

Cited By (1)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
DE1003767B (en) * 1952-01-02 1957-03-07 Monsanto Chemicals Soil improvers

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