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Efficient Polymerization Inhibition Systems for Acrylic Acid Distillation: New Liquid-Phase Inhibitors

Identifieur interne : 000581 ( France/Analysis ); précédent : 000580; suivant : 000582

Efficient Polymerization Inhibition Systems for Acrylic Acid Distillation: New Liquid-Phase Inhibitors

Auteurs : Jaroslav Mosnacek [États-Unis, Slovaquie] ; Renaud Nicolay [États-Unis, France] ; Kishore K. Kar [États-Unis] ; Stanley O. Fruchey [États-Unis] ; Michael D. Cloeter [États-Unis] ; Richard S. Harner [États-Unis] ; Krzysztof Matyjaszewski [États-Unis]

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RBID : Pascal:12-0160652

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Abstract

Phenothiazine and other compounds with similar structures, namely, phenoxazine, promazine, promazine hydrochloride, N,N'-dimethylphenazine, carbazole, N-ethylcarbazole, N-benzylphenothiazine, and N-(1-phenylethyl)phenothiazine were tested as liquid-phase inhibitors for acrylic acid. N-Alkylated phenothiazine (PTZ) derivatives, such as N-benzylphenothiazine and especially N-(1-phenylethyl)phenothiazine, showed improved efficiency for liquid-phase inhibition, in comparison with PTZ. It was also shown that N-alkylated PTZ derivatives could be used in combination with nitroso compounds that can be employed as vapor-phase inhibitors. The combination of N-(1-phenylethyl)phenothiazine and nitrosobenzene showed superior liquid-phase-inhibition efficiency, with time to gelation of >122 h, in comparison with 64 h obtained with PTZ alone. The structure of liquid-phase inhibitors had no influence on the extent of Michael addition reactions during heating of acrylic acid.

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<div type="abstract" xml:lang="en">Phenothiazine and other compounds with similar structures, namely, phenoxazine, promazine, promazine hydrochloride, N,N'-dimethylphenazine, carbazole, N-ethylcarbazole, N-benzylphenothiazine, and N-(1-phenylethyl)phenothiazine were tested as liquid-phase inhibitors for acrylic acid. N-Alkylated phenothiazine (PTZ) derivatives, such as N-benzylphenothiazine and especially N-(1-phenylethyl)phenothiazine, showed improved efficiency for liquid-phase inhibition, in comparison with PTZ. It was also shown that N-alkylated PTZ derivatives could be used in combination with nitroso compounds that can be employed as vapor-phase inhibitors. The combination of N-(1-phenylethyl)phenothiazine and nitrosobenzene showed superior liquid-phase-inhibition efficiency, with time to gelation of >122 h, in comparison with 64 h obtained with PTZ alone. The structure of liquid-phase inhibitors had no influence on the extent of Michael addition reactions during heating of acrylic acid.</div>
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