Inhibition of radical polymerization in liquid sulfur dioxide by alkali iodide and dimethylsulfoxide

Tokura, Niichiro; Kichiji, Hiroshi

doi:10.1002/pol.1962.1206117226

Cited by 7 publications

(1 citation statement)

References 10 publications

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“…Radical homopolymerization of a-methyl styrene in liquid sulfur dioxide was not occurred (polymerization temp. 50 "C.) and only cationic product (poly cr-methyl styrene) was obtained even when radical initiator was present in polymerization system a t 0 "C. 15). Consequently, a value near zero should be obtained as the value of r2 (aMST) however, it is larger than that of rI (Table 3) the reason being left unclarified.…”

Section: Discussionmentioning

confidence: 98%

Radical copolymerization of acrylonitrile with methyl methacrylate and with α‐methyl styrene in liquid sulfur dioxide

Iino

Tokura

1963

Makromol. Chem.

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By MINORU MATSUDA, MASASHI IINO, and NIICHIRO TOKURA (Eingegangcn am 2. Januar 1963) S U M M il R Y:Only polymclhyl methacrylate was obtained and polysulfone was not produced when radical polymerization of methyl methacrylate was carried out in liquid sulfur dioxide. When acrylonitrile (AN) with methyl methacrylate (MMA) and with a-methyl styrene (aMST) were copolymerized respectively, the copolysulfones were not obtained. Liquid sulfur dioxide acted only as a solvent. The following monomer reactivity ratios were obtained: rl (AN) = 0.09 & 0.05, r2 (MMA) = 1.01 i 0.07 : rI (AN) = 0.08 i. 0.03, r2 (aMST) = 0.25 i 0.06. Tetraethyl ammonium bromide (TEAB) were added to these copolymcrization systems to see that there is almost no change in the values of r;s and r i s . Also no change was observed in the fraction of acrylonitrile and styrene in the copolymer formed with or without added TEAB when the radical copolymerization of AN and styrene in liquid sulfur dioxide was carried out. I t was therefore made clear that the effect of TEAB on the radical polymerization of acrylonitrile in liquid sulfur dioxide was acting principally on the termination step. ZUSAMMENFASSUNG: Bei der radikalischen Polymerisation von Methylmethacrylat in fliissigem Schwefeldioxyd wird nur Polymethylmethacrylat, aber kein Polysulfon erhalten. Auch bei der Copolymerisation von Acrylnitril (AN) mit Methylmethacrylat (MMA) oder mit a-Methylstyrol (aMST) erhalt man keine Copolysulfone; fliissiges Schwcfeldioxyd wirkt nur als Losungsmittel. Folgende Copolymerisations-Parameter wurden erhalten: rl (AN) = 0,09 f 0,05, r2 (MMA) = 1 , O l i 0,07 : rl (AN) = 0,08 & 0,03, r2 (aMST) = 0,25 + 0,06.Zusatz von Tetraathylammoniumbromid (TEAB) zum Copolymerisationssystem ruft kcine Anderung der rl-und r,-Werte hervor. Auch sind die Acrylnitril-und Styrolfraktionen im Copolymercn bei der radikalischen Copolymerisation von AN und Styrol in flussigem Schwefeldioxyd unabhangig von einem TEAB-Zusatz, was darauf schliel3en lafit, da13 TEAB prinzipiell die Kcttenabbruchreaktion beeinflufit.

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Section: Discussionmentioning

confidence: 98%

Radical copolymerization of acrylonitrile with methyl methacrylate and with α‐methyl styrene in liquid sulfur dioxide

Iino

Tokura

1963

Makromol. Chem.

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Effect of ammonium salts on the radical polymerization of acrylonitrile in liquid sulfur dioxide,,

Matsuda

1963

Makromol. Chem.

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Tetraethyl ammonium bromide, tetramethyl ammonium bromide, ammonium bromide, tetraethyl ammonium chloride, and tetraethyl ammonium iodide were respectively added in the radical polymerization of acrylonitrile in liquid sulfur dioxide. The temperature of polymerization was 50°C. The result showed that the over-all rate of polymerization was retarded by the addition of these ammonium salts. The retarding effect was caused by the anions and not by the ammonium cations, and the contribution to the retardation by the

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The constitution of styrene‐polysulfone

1966

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2 :1 styrene-polysulfone was subjected to an alkaline degradation with potassium tertbutoxide in diniethylsulfoxide at 50 "C. A random and not an unzipping degradation was operating throughout the decomposition and P-phenylbutyrophenone and other materials were obtained as the products, indicating dimeric and head to tail sequences are dominating in the polymer chain.NMR spectrometry was also undertaken to get a further information on the chain constitution, where repeating (-St-St-SO,-) sequence is believed to be the principal part of the polymer chain as compared to the NMR spectra of polystyrene. poly-cc-methylstyrene, and the high styrene containing styrene-polysulfone. ZUSAMMENFASSUNG:2 :I Styrol-Polysulfone wurden in Dimethylsulfoxid mit Kalium-tert.-butylat bei 50 "C einem alkalischen Abbau unterworfen. Dieser vollzog sich statistisch und nicht nach einem ReiBverschluBmechanismus. P-Phenylbutyrophenon und andere Reaktionsprodukte weisen aid dimere Kopf-Schwanz-Sequenzen als dominierend in der Kette hin.Auch NMR-Spektrometrie wurde angewendet, urn eine weitere Information iiber den Kettenaufbau zu erhalten. Es wird angenommen, daB (-St-St-SO,-)-Sequenzen den Hauptanteil der Kettenabfolgen bilden, wie ein Vergleich mit den NMR-Spektren von Polystyrol, Poly-a-methylstyrol und styrolreichem Styrolpolysulfon ergibt.

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Inhibition of radical polymerization in liquid sulfur dioxide by alkali iodide and dimethylsulfoxide

Cited by 7 publications

References 10 publications

Radical copolymerization of acrylonitrile with methyl methacrylate and with α‐methyl styrene in liquid sulfur dioxide

Radical copolymerization of acrylonitrile with methyl methacrylate and with α‐methyl styrene in liquid sulfur dioxide

Effect of ammonium salts on the radical polymerization of acrylonitrile in liquid sulfur dioxide,,

The constitution of styrene‐polysulfone

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