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  • 1965-1969  (5)
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  • 1
    Electronic Resource
    Electronic Resource
    Polymerization of methyl methacrylate initiated by the benzoic anhydride/dimethylaniline n-oxide system and the acceleration by alcohol. Vinyl polymerization. 165164 of the series: M. OTSUKA, K. TAKEMOTO, and M. IMOTO, Memoirs Fac. Eng. Osaka City University 8 (1966) in press. (1967)
    New York : Wiley-Blackwell
    Die Makromolekulare Chemie 104 (1967), S. 297-304 
    Details
    ISSN: 0025-116X
    Keywords: Chemistry ; Polymer and Materials Science
    Source: Wiley InterScience Backfile Collection 1832-2000
    Topics: Chemistry and Pharmacology , Physics
    Description / Table of Contents: Im Zusammenhang mit der durch das System Benzoesäureanhydrid/Dimethylanilin-N-oxide initiierten Polymerisation von Methylmethacrylat wurde die Umsetzung von Benzoesäureanhydrid mit Dimethylanilin-N-oxide bei 40°c in Benzollösung untersucht. Es ergab sich, daß Alkohol keinen Effekt auf diese Umsetzung ausübt, obwohl die Polymerisation mit diesem System in Gegenwart von Alkohol beschleunigt werden konnte. Ein weiterer Versuch wurde mit 14C-markiertem Benzoesäureanhydrid durchgeführt; auf Grund der Ergebnisse wurde der Initiierungsmechanismus der Polymerisation durch das System Benzoesäureanhydrid/Dimethylanilin-N-oxid diskutiert.
    Notes: In connection with the polymerization of methyl methacrylate initiated by the system benzoic anhydride/dimethylaniline N-oxide, the reaction of benzoic anhydride with dimethylaniline N-oxide was studied at 40°c in benzene solution. It was found that alcohol has no effect on this reaction, though the polymerization initiated by this system was accelerated in the presence of alcohol. 14C-labelled benzoic anhydride was used and, from the results obtained, the initiation mechanism of the polymerization by the system benzoic anhydride/dimethylaniline N-oxide was discussed.
    Additional Material: 3 Ill.
    Type of Medium: Electronic Resource
    URL: http://dx.doi.org/10.1002/macp.1967.021040130
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  • 2
    Electronic Resource
    Electronic Resource
    Vinyl polymerization initiated with dimethylaniline N-oxide and metal salts (1969)
    New York : Wiley-Blackwell
    Die Makromolekulare Chemie 125 (1969), S. 1-14 
    Details
    ISSN: 0025-116X
    Keywords: Chemistry ; Polymer and Materials Science
    Source: Wiley InterScience Backfile Collection 1832-2000
    Topics: Chemistry and Pharmacology , Physics
    Description / Table of Contents: Die Polymerisation von Methylmethacrylat wurde mit Katalysatorsystemen aus Dimethylanilin-N-oxid (DMAO) und einigen Metallsalzen durchgeführt. Co(II)-Nitrat erwies sich dabei als besonders wirksam. Kinetische Messungen und Copolymerisationsversuche zeigten, daß das Katalysatorsystem DMAO/Co(II)-Nitrat eine radikalische Polymerisation auslöst. Der eigentliche Initiator ist ein Koordinationskomplex aus einem Molekül Co(II)-Nitrat und sechs Molekülen DMAO; dieser Komplex wurde durch spektroskopische und kinetische Messungen nachgewiesen. Die Polymeren enthalten eine Endgruppe, deren UV-Spektrum demjenigen von Dimethylanilin gleicht. An Hand dieser Ergebnisse und auf Grund von Produktanalysen der Reaktion zwischen DMAO und Co(II)-Nitrat wird ein Mechanismus für die Initiierung der Polymerisation durch dieses Katalysatorsystem vorgeschlagen.
    Notes: A study of the polymerization of methyl methacrylate with catalyst systems of dimethylaniline N-oxide (DMAO) and some metal salts especially Co(II)nitrate has been made. From the results of kinetic studies and of the copolymerization with styrene, it was found that the polymerization initiated with the DMAO/Co(II)nitrate system proceeds via radical mechanism. The change in visible spectra of DMAO/Co(II)nitrate system and kinetic results showed that one mole of Co(II)nitrate and six moles of DMAO form a coordinate complex in the polymerization system and this complex plays an important role for the initiation. The polymer obtained using this system was found to contain one end group similar to dimethylaniline from its UV spectrum. From these results and from the product analysis of the reaction of DMAO with Co(II)nitrate, the initiation mechanism with these initiator systems is discussed.
    Additional Material: 11 Ill.
    Type of Medium: Electronic Resource
    URL: http://dx.doi.org/10.1002/macp.1969.021250101
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  • 3
    Electronic Resource
    Electronic Resource
    Polymerization of acrylonitrile initiated by 1-acetoxy-2-methylpyridimium picrate. Vinyl polymerization. 140139 of the series: S. AOKI, Y. HARITA, T. OTSU, and M. IMOTO, Bull. chem. Soc. Japan, 39 (1966) 889. (1966)
    New York : Wiley-Blackwell
    Die Makromolekulare Chemie 98 (1966), S. 66-73 
    Details
    ISSN: 0025-116X
    Keywords: Chemistry ; Polymer and Materials Science
    Source: Wiley InterScience Backfile Collection 1832-2000
    Topics: Chemistry and Pharmacology , Physics
    Description / Table of Contents: In der Reihe unserer Untersuchungen über den Initiierungsmechanismus der Vinyl polymerisation mit dem System Dibenzoylperoxid/Dimethylanilin und mit dem System Benzoesäureanhydrid/Amin-N-oxid wurde gefolgert, daß diese Initiatorsysteme über Anilinium-Zwischenverbindungen/Amin-N-oxid wurde gefolgert, daß diese Initiatorsysteme über Anilinium-Zwischenverbindungen, die eine Bindung enthalten, in freie Radikale zerfallen und damit die Vinylpolymerisation radikalisch auslösen. Um aufzuklären, ob Verbindungen, die eine Bindung enthalten, auch die radikalische Polymerisation auslösen können, wurde die Polymerisation von Acrylnitril in Dimethylformamid in Gegenwart von 1-Acetoxy-2-methylpyridiniumpikrat durchgeführt. Es ergab sich, daß die Verbindung die Polymerisation von Acrylnitril im Temperaturbereich zwischen 60° und 90°C radikalisch auslöst und daß das System 2-Picolin-N-oxyd/Picrylacetat das gleiche Verhalten zeigt.
    Notes: In the series of our studies on the initiation mechanism of vinyl polymerization initiated by dibenzoyl peroxide/dimethylaniline system and by benzoic anhydride/amine N-oxide system, it has been concluded that the systems involved anilinium ion intermediate containing bond, which was capable of homolytic decomposition to free radicals to initiate radical polymerization. In order to elucidate whether any compounds containing bond in their structures can initiate radical polymerization, the polymerization of acrylonitrile was carried out in dimethylformamide, in the presence of 1-acetoxy-2-methylpyridinium picrate. It was found that the compound was proved to initiate radical polymerization in the temperature range between 60° and 90°C., and that 2-picoline N-oxide/picryl acetate system could polymerize acrylonitrile in the same way.
    Additional Material: 6 Ill.
    Type of Medium: Electronic Resource
    URL: http://dx.doi.org/10.1002/macp.1966.020980108
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  • 4
    Electronic Resource
    Electronic Resource
    Polymerization of vinyl monomers with a benzoic anhydride/dimethylaniline N-oxide system. Vinyl polymerization. 121120 of this series, M. IMOTO, M. KINOSHITA, and M. NISHIGAKI, Makromolekulare Chem. 94 (1966) 238. (1966)
    New York : Wiley-Blackwell
    Die Makromolekulare Chemie 95 (1966), S. 117-127 
    Details
    ISSN: 0025-116X
    Keywords: Chemistry ; Polymer and Materials Science
    Source: Wiley InterScience Backfile Collection 1832-2000
    Topics: Chemistry and Pharmacology , Physics
    Description / Table of Contents: Die Polymerisation von Methylmethacrylat mit dem System Benzoesäureanhydrid/Dimethylanilin N-oxyd wurde in Benzol kinetisch untersucht. Es ergab sich, daß die Polymerisationsgeschwindigkeit proportional der Quadratwurzel der Ausgangskonzentrationen des Benzoesäureanhydrids und des Dimethylanilin-N-oxyds war, daß die Polymerisation mit Zugabe verschiedener Alkohole stark beschleunigt wurde und daß die Polymerisation in Gegenwart von Hydrochinon deutlich gehemmt wurde. Die Polymerisationen von Acrylnitril, Styrol und Vinylidenchlorid mit diesem Initiatorsystem wurden in gleicher Weise durchgeführt. Aus den Ergebnissen sowie aus dem Copolymerisatsverhalten von Methyl-methacrylat mit Styrol wurde gefolgert, daß das Initiatorsystem die Vinylpolymerisation radikalisch auslöst.
    Notes: The polymerization of methyl methacrylate was carried out in benzene, using benzoic anhydride-dimethylaniline N-oxide system as initiator. It was found that the rate of polymerization was proportional to the square root of the initial concentrations of both benzoic anhydride and dimethylaniline N-oxide, that the polymerization was remarkably accelerated in the presence of alcohols, and that hydroquinone inhibited the polymerization. Polymerizations of acrylonitrile, styrene and vinylidene chloride were also carried out by this system. From the results mentioned here together with the observation on the composition curve of the copolymerization of methyl methacrylate with styrene, it was concluded that the system could initiate radical polymerization of vinyl monomers.
    Additional Material: 9 Ill.
    Type of Medium: Electronic Resource
    URL: http://dx.doi.org/10.1002/macp.1966.020950109
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  • 5
    Electronic Resource
    Electronic Resource
    Polymerization of methyl methacrylate with dimethylbenzylanilinium chloride (1969)
    New York : Wiley-Blackwell
    Journal of Polymer Science Part A-1: Polymer Chemistry 7 (1969), S. 3329-3336 
    Details
    ISSN: 0449-296X
    Keywords: Physics ; Polymer and Materials Science
    Source: Wiley InterScience Backfile Collection 1832-2000
    Topics: Chemistry and Pharmacology
    Notes: In order to clarify the mechanism of initiation by dimethylbenzylanilinium chloride (DMBAC), the polymerization of methyl methacrylate with DMBAC has been investigated at 60-80°C. From the results of kinetic and tracer studies, it was found that this polymerization proceeded via a radical mechanism and benzyl radical was not an initiating species. However, it was also noted that DMBAC easily dissociated into dimethylaniline and benzyl chloride under the present conditions, and the overall activation energy for the methyl methacrylate polymerization was 14.6 kcal/mole. These observations indicate that initiating radicals other than benzyl radical, i.e., phenyl or methyl radicals, may be produced through a redox interaction between DMBAC and dimethylaniline dissociated from DMBAC.
    Additional Material: 3 Ill.
    Type of Medium: Electronic Resource
    URL: http://dx.doi.org/10.1002/pol.1969.150071206
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