DE745032C - Method for producing a synthetic rubber - Google Patents
Method for producing a synthetic rubberInfo
- Publication number
- DE745032C DE745032C DEI61551D DEI0061551D DE745032C DE 745032 C DE745032 C DE 745032C DE I61551 D DEI61551 D DE I61551D DE I0061551 D DEI0061551 D DE I0061551D DE 745032 C DE745032 C DE 745032C
- Authority
- DE
- Germany
- Prior art keywords
- oxygen
- butadiene
- ketone
- secondary amine
- radical
- 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
- C08F36/00—Homopolymers and copolymers of compounds having one or more unsaturated aliphatic radicals, at least one having two or more carbon-to-carbon double bonds
- C08F36/02—Homopolymers and 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
- C08F36/04—Homopolymers and 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)
- Polymerisation Methods In General (AREA)
- Addition Polymer Or Copolymer, Post-Treatments, Or Chemical Modifications (AREA)
Description
Verfahren zur Herstellung eines synthetischen Kautschuks Es wurde gefunden, daß wertvolle Polymerisationsprodukte erhalten werden, wenn man Butadien-i # 3. im Gemisch mit Methylvinylketon in saurem Medium in Gegenwart von Sauerstoff bzw. sauerstoffabgebenden Katalysatoren der Emulsionspolymerisation unterwirft, wobei das Methylvinylketon`mindestens in Mengen von 25 °/o der Gesamtmengen an polymerisierbaren Stoffen (Methylvinylketon + Butadien) zugegen. sein soll. Vorzugsweise arbeitet man bei gewöhnlicher Temperatur oder bei mäßig erhöhter Temperatur. Die Reaktionskomponenten werden vorzugsweise im Verhältnis i : i angewandt. Es empfiehlt sich, in Gegenwart von Polymerisationsreglern zu arbeiten. Ausgenommen ist das zum Gegenstand des Patents 702 749 gehörende Arbeiten unter Verwendung solcher Emulgiermittel, welche wasserlösliche Salze von Verbindungen der allgemeinen Formel 'X-CH2-CH2=F-CH2-CH2-NZ darstellen, worin Y Sauerstoff oder Schwefel, NZ den Rest eines sekundären Amins oder einer quaternären Ammoniumverbindung, X den Rest eines sekundären Amins, eines Säureamids, eines Esters, eines Äthers oder eine Hydroxylgruppe bedeutet, wobei in wenigstens einem der Reste X und Z mindestem 8 Kohlenstoffatome in nichtcyclischer Bindung direkt miteinander verbunden sind.Process for the production of a synthetic rubber It has been found that valuable polymerization products are obtained if butadiene-i # 3. In a mixture with methyl vinyl ketone in an acidic medium in the presence of oxygen or oxygen-releasing catalysts is subjected to emulsion polymerization, the methyl vinyl ketone being at least in quantities of 25% of the total amount of polymerizable substances (methyl vinyl ketone + butadiene) is present. should be. It is preferred to work at an ordinary temperature or at a moderately elevated temperature. The reaction components are preferably used in the ratio i: i. It is advisable to work in the presence of polymerization regulators. This does not apply to the work belonging to the subject of patent 702 749 using emulsifiers which represent water-soluble salts of compounds of the general formula X-CH2-CH2 = F-CH2-CH2-NZ, in which Y is oxygen or sulfur, NZ is the remainder of one secondary amine or a quaternary ammonium compound, X denotes the radical of a secondary amine, an acid amide, an ester, an ether or a hydroxyl group, where in at least one of the radicals X and Z at least 8 carbon atoms are directly connected to one another in a noncyclic bond.
Die erhältlichen Polymerisate vereinigen gute kautschukähnliche Eigenschaften mit einer hervorragenden Beständigkeit (im vulkanisierten Zustand) gegen aliphatische oder aromatische Kohlenwasserstoffe. Sie heben sich in dieser Beziehung aus der allgemeinen Klasse der Mischpolymerisate von Butadienen mit ungesättigten K etonen heraus (s. Patentschrift 543 343). Beispiel i 25 Gewichtsteile Vinylmethylketon und 75 Gewichtsteile Butadien werden in einer wäßrigen Emulsion, die aus 3 Gewichtsteilen salzsaurem Dodecylamin oder Octadecyldimethylamin, Zoo Gewichtsteilen Wasser und o,i5 Gewichtsteilen Ammoniumpersulfat besteht, bei 3o° polymerisiert. Nach i bis z Tagen wird eine Polymerisationsausbeute von 8o'/, erhalten. - Beispiel 2 5o Gewichtsteile Butadien werden in einer Lösung von 5o Gewichtsteilen Vinylmethylketon in i5o Gewichtsteilen einer 30/0i,-en Dodecylaminchlorhydratlösung, die mit 3 Gewichtsteilen io°/oiger Ammonpersulfatlösung versetzt ist, emulgiert und 3 Tage bei 3o° geschüttelt. Man erhält in nahezu quantitativer Ausbeute ein Polymerisat, welches bei guten mechanischen Eigenschaften eine ausgezeichnete Benzin- und Benzolbeständigkeit besitzt. EeiZusatz von o,2 Gewichtsteilen Diisopropylxanthogendisulfid erhält man unter sonst gleichen Polymerisationsbedingungen ein Polymerisat von hervorragenden plastischen Eigenschaften.The polymers available combine good rubber-like properties with excellent resistance (in the vulcanized state) to aliphatic or aromatic hydrocarbons. You stand out in this relationship general class of copolymers of butadienes with unsaturated ketones out (see patent specification 543 343). Example i 25 parts by weight of vinyl methyl ketone and 75 parts by weight of butadiene are in an aqueous emulsion consisting of 3 parts by weight hydrochloric acid dodecylamine or octadecyldimethylamine, zoo parts by weight of water and o, 15 parts by weight of ammonium persulfate, polymerized at 3o °. After i to A polymerization yield of 80% is obtained for two days. - Example 2 50 parts by weight of butadiene are added to a solution of 50 parts by weight Vinyl methyl ketone in 150 parts by weight of a 30 / 0i, -en dodecylamine chlorohydrate solution, which is mixed with 3 parts by weight of 10% ammonium persulfate solution, emulsified and shaken for 3 days at 30 °. A virtually quantitative yield is obtained Polymer, which has good mechanical properties and excellent gasoline and has benzene resistance. Addition of 0.2 parts by weight of diisopropylxanthogen disulfide a polymer of excellent quality is obtained under otherwise identical polymerization conditions plastic properties.
Claims (1)
Priority Applications (1)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
DEI61551D DE745032C (en) | 1938-06-05 | 1938-06-05 | Method for producing a synthetic rubber |
Applications Claiming Priority (1)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
DEI61551D DE745032C (en) | 1938-06-05 | 1938-06-05 | Method for producing a synthetic rubber |
Publications (1)
Publication Number | Publication Date |
---|---|
DE745032C true DE745032C (en) | 1944-02-24 |
Family
ID=7195487
Family Applications (1)
Application Number | Title | Priority Date | Filing Date |
---|---|---|---|
DEI61551D Expired DE745032C (en) | 1938-06-05 | 1938-06-05 | Method for producing a synthetic rubber |
Country Status (1)
Country | Link |
---|---|
DE (1) | DE745032C (en) |
Citations (2)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
DE543343C (en) * | 1930-01-21 | 1932-02-04 | Ig Farbenindustrie Ag | Process for the preparation of rubber-like compositions from butadiene hydrocarbons |
FR803563A (en) * | 1935-03-23 | 1936-10-03 | Ig Farbenindustrie Ag | Polymerization products and their production process |
-
1938
- 1938-06-05 DE DEI61551D patent/DE745032C/en not_active Expired
Patent Citations (2)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
DE543343C (en) * | 1930-01-21 | 1932-02-04 | Ig Farbenindustrie Ag | Process for the preparation of rubber-like compositions from butadiene hydrocarbons |
FR803563A (en) * | 1935-03-23 | 1936-10-03 | Ig Farbenindustrie Ag | Polymerization products and their production process |
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