DE875728C - Process for the manufacture of synthetic rubbery products - Google Patents
Process for the manufacture of synthetic rubbery productsInfo
- Publication number
- DE875728C DE875728C DEF3359D DEF0003359D DE875728C DE 875728 C DE875728 C DE 875728C DE F3359 D DEF3359 D DE F3359D DE F0003359 D DEF0003359 D DE F0003359D DE 875728 C DE875728 C DE 875728C
- Authority
- DE
- Germany
- Prior art keywords
- parts
- manufacture
- synthetic rubbery
- rubbery products
- vinyl compounds
- 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
Links
Classifications
-
- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08F—MACROMOLECULAR COMPOUNDS OBTAINED BY REACTIONS ONLY INVOLVING CARBON-TO-CARBON UNSATURATED BONDS
- C08F236/00—Copolymers of compounds having one or more unsaturated aliphatic radicals, at least one having two or more carbon-to-carbon double bonds
- C08F236/02—Copolymers of compounds having one or more unsaturated aliphatic radicals, at least one having two or more carbon-to-carbon double bonds the radical having only two carbon-to-carbon double bonds
- C08F236/04—Copolymers of compounds having one or more unsaturated aliphatic radicals, at least one having two or more carbon-to-carbon double bonds the radical having only two carbon-to-carbon double bonds conjugated
Landscapes
- 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 Herstellung synthetischer kautschukartiger Produkte Es wurde gefunden, daß wertvolle kautschukartige Polymerisate entstehen, wenn man Butadiene der Emulsionsmischpolymerisation mit Alkyli,denmalonestern, gegebenenfalls in Gegenwart anderer Vinylverbindungen, unterwirft. Die wesentlichste Wirkung der Einpolymerisation der Alkylidenmalonester besteht darin, daß sehr weiche Produkte entstehen. Besonderes Interesse kommt den 1Vlischpolymerisaten aus Butadienen + Alkylidenmalonestern + anderen Vinylverbindungen zu. Unter letzteren interessieren wieder besonders solche mit einer ölfest machenden Wirkung wie Acrylnitril, Vinvltnethvlleton. oder Fumarsäuredinitril, zumal die Alkvlidenmalonester an sich ebenfalls eine ölfest machende `'Wirkung ausüben. Die Vulkanisate zeichnen sich durch hohe Elastizitätswerte aus.Process for making synthetic rubbery products It has been found that valuable rubber-like polymers are formed when one Butadienes of emulsion copolymerization with alkyl, denmalonic esters, optionally in the presence of other vinyl compounds. The main effect of the Polymerization of the alkylidene malonic esters consists in making very soft products develop. The mixed polymers made from butadienes + are of particular interest Alkylidenemalonic esters + other vinyl compounds too. Interested in the latter again especially those with an oil-proofing effect such as acrylonitrile, Vinvltnethvlleton. or fumaric acid dinitrile, especially since the alkylidene malonic esters themselves are also oil-resistant making '' effect. The vulcanizates are characterized by high elasticity values the end.
Als Alkylidenmalonester kommen in erster Linie das äthyliden- und das Butylidenprodukt in Frage. _11s Butadiene seien das Butadien selbst sowie Homologen desselben wie Isopren und Substitutionsprodukte wie Chlorbutadien genannt. Die Polymerisation wird vorzugsweise in saurem oder neutralem Medium durchgeführt, da ein alkalisches Medium zu unerwünschten Verseifungen führen kann. Als Emulgatoren kommen beispielsweise höhere Paraffinsulfosäuren oder Diäthylaminoäthanolester höherer Fettsäuren in Frage, letztere in Form ihrer wasserlöslichen Salze. Im übrigen kann unter Zugabe .der üblichen Hilfsmittel wie Peroxyd gearbeitet werden. Die Zugabe von Reglern kann erfolgen, ist aber im allgemeinen wegen der starken regelnden Wirkung der Alkylidenmalonester nicht erforderlich.The main alkylidene malonic esters are ethylidene and the butylidene product in question. _11s butadienes are butadiene itself and homologues the same as isoprene and substitution products such as chlorobutadiene. The polymerization is preferably carried out in an acidic or neutral medium, as it is an alkaline one Medium can lead to undesired saponification. For example, emulsifiers are used higher paraffin sulfonic acids or diethylaminoethanol esters of higher fatty acids in question, the latter in the form of their water-soluble salts. In addition, the usual auxiliaries such as peroxide can be worked. The addition of regulators can take place, but is generally because of the strong regulating effect of the alkylidene malonic ester not mandatory.
Beispiel i 7o Teile Butadien werden mit 3o Teilen Butylidenmalonsäurediäthylester in einer Emulgatorlösung aus Zoo Teilen Wasser, 4,5 Teilen des Diäthylamin0äthanolesters einer- Paraffinfettsäure und der zur Neutralisation notwendigen -Menge Salzsäure in. Gegenwart von o,¢ Teilen Ammoniumpersulfat so lange bei 35' -gerührt, bis ein.Umsatz von 7o bis So% erreicht -ist. -Das-erhaltene Polymerisat ist ein sehr plastisches Produkt, für dessen Rußvulkanisate folgernde Prüfdaten ermittel wurden: Festigkeit: 16o kg/cm2, Dehnung: 5oo0%, Elastizität: 48 (bei 2o°); Ouellung in Benzol (q8 Stunden bei 5o'): 18o '/o.EXAMPLE i 70 parts of butadiene are mixed with 30 parts of diethyl butylidene malonate in an emulsifier solution from zoo parts of water, 4.5 parts of the Diethylamine ethanol ester a paraffin fatty acid and the amount of hydrochloric acid necessary for neutralization In the presence of o, [parts of ammonium persulfate] stirred at 35 'until conversion from 7o to So% is reached. The polymer obtained is very plastic Product for which the following test data were determined for the carbon black vulcanizates: Strength: 16o kg / cm2, elongation: 5oo0%, elasticity: 48 (at 2o °); Soaking in benzene (q8 hours at 5o '): 18o' / o.
Beispiel 2 6o Teile Butadien werden mit 2o Teilen Butylidenmalonsäurediäthylester und 2o Teilen Acrylnitril in der im Beispiel i beschriebenen Weise in Gegenwart von o,15 Teilen Diisopropylxanthöggendisulfid ,der Mischpolymerisation unterworfen. Das nach einem Umsatz von 75V0 isolierte,Polymerisät lieferte in Rußmischung -folgende Prüfwerte: Festigkeit: 238 kg/cm2, Dehnung: 6251/o, Elastizität: 422 (bei 20°), Ouellung in Benzin irq/o, in Benzol i851/o.Example 2 6o parts of butadiene are mixed with 20 parts of diethyl butylidenemalonate and 20 parts of acrylonitrile in the manner described in Example i in the presence of 0.15 parts of diisopropylxanthogen disulfide. The polymer isolated after a conversion of 75V0 gave the following test values in a carbon black mixture: strength: 238 kg / cm2, elongation: 6251 / o, elasticity: 422 (at 20 °), pouring in petrol irq / o, in benzene i851 / o .
Beispiel 3'-5o Teile Butadien werden mit 3o Teilen Butyli-denm_ alonsäurediäthylester und, 2o Teilen Acrylnitril entsprechend dem Beispiel r zur Mischpolymerisation gebracht. Das ohne Reglerzusatz bei einem Umsatz von 70% erhaltene Polymerisat lieferte in Rußmisdhung folgende Prüfwerte: Festig-2:25 kg/cm2, Dehnung: 630V0, Elastizität (bei 20'): 37, Ouellung in Benzin: 3 0/0, in Benzol i270/0. Dieses Polymerisat ist dem Perbunan extra bei einer um io Punkte höher liegenden Elastizität in seiner Ölfestigkeit eindeutig überlegen.Example 3'-5o parts butadiene with 3o parts Butyli-denm_ alonsäurediäthylester and 2o parts of acrylonitrile corresponding to the example r brought to copolymerization. The polymer obtained without the addition of a regulator at a conversion of 70% gave the following test values in carbon black mixture: strength 2: 25 kg / cm2, elongation: 630V0, elasticity (at 20 '): 37, filling in petrol: 3 0/0, in benzene i270 / 0. This polymer is clearly superior to Perbunan extra with an elasticity that is 10 points higher in terms of its oil resistance.
Beispiel q.Example q.
7o Teile Butadien werden mit 3o Teilen Äthylidennialonsäurediät'hylester unter den im Beispiel i genannten Bedingungen zur Mischpolymerisation gebracht. Auch hier wird ohne Reglerzusatz bei einem Umsatz von 881/o ein sehr plastisches Polymerisat erhalten; das in Rußmischung folgende Prüfwerte lieferte: Festigkeit: 162kg/cm2,Dehnung: 3700/0, Elastizität (bei :20'): .47, Ouellung in Benzol: 168%.70 parts of butadiene are mixed with 30 parts of ethylidene dialonic acid diethyl ester brought to copolymerization under the conditions mentioned in Example i. Here, too, without the addition of a regulator, a conversion of 881 / o becomes very plastic Polymer obtained; which delivered the following test values in a carbon black mixture: Strength: 162kg / cm2, elongation: 3700/0, elasticity (at: 20 '): .47, quenching in benzene: 168%.
Claims (1)
Priority Applications (1)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
DEF3359D DE875728C (en) | 1943-11-27 | 1943-11-27 | Process for the manufacture of synthetic rubbery products |
Applications Claiming Priority (1)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
DEF3359D DE875728C (en) | 1943-11-27 | 1943-11-27 | Process for the manufacture of synthetic rubbery products |
Publications (1)
Publication Number | Publication Date |
---|---|
DE875728C true DE875728C (en) | 1953-05-07 |
Family
ID=7083799
Family Applications (1)
Application Number | Title | Priority Date | Filing Date |
---|---|---|---|
DEF3359D Expired DE875728C (en) | 1943-11-27 | 1943-11-27 | Process for the manufacture of synthetic rubbery products |
Country Status (1)
Country | Link |
---|---|
DE (1) | DE875728C (en) |
-
1943
- 1943-11-27 DE DEF3359D patent/DE875728C/en not_active Expired
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