Efficient Polymerization Inhibition Systems for Acrylic Acid Distillation: New Liquid-Phase Inhibitors
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 phe...
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| Veröffentlicht in: | Industrial & engineering chemistry research 2012-03, Vol.51 (10), p.3910-3915 |
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| creator | Mosnáček, Jaroslav Nicolaÿ, Renaud Kar, Kishore K Fruchey, Stanley O Cloeter, Michael D Harner, Richard S Matyjaszewski, Krzysztof |
| description | 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. |
| doi_str_mv | 10.1021/ie201708n |
| format | Article |
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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.</description><identifier>ISSN: 0888-5885</identifier><identifier>EISSN: 1520-5045</identifier><identifier>DOI: 10.1021/ie201708n</identifier><identifier>CODEN: IECRED</identifier><language>eng</language><publisher>Washington, DC: American Chemical Society</publisher><subject>Acrylic acid ; Applied sciences ; Carbazoles ; Chemical engineering ; Derivatives ; Distillation ; Exact sciences and technology ; Heating ; Industrial engineering ; Inhibition ; Inhibitors ; Phenothiazines</subject><ispartof>Industrial & engineering chemistry research, 2012-03, Vol.51 (10), p.3910-3915</ispartof><rights>Copyright © 2012 American Chemical Society</rights><rights>2015 INIST-CNRS</rights><rights>Distributed under a Creative Commons Attribution 4.0 International License</rights><lds50>peer_reviewed</lds50><woscitedreferencessubscribed>false</woscitedreferencessubscribed><citedby>FETCH-LOGICAL-a393t-345a1d5fc0257858221b412f9a4abdd916d8a6b6b99948ed7590193c30cff87c3</citedby><cites>FETCH-LOGICAL-a393t-345a1d5fc0257858221b412f9a4abdd916d8a6b6b99948ed7590193c30cff87c3</cites></display><links><openurl>$$Topenurl_article</openurl><openurlfulltext>$$Topenurlfull_article</openurlfulltext><thumbnail>$$Tsyndetics_thumb_exl</thumbnail><linktopdf>$$Uhttps://pubs.acs.org/doi/pdf/10.1021/ie201708n$$EPDF$$P50$$Gacs$$H</linktopdf><linktohtml>$$Uhttps://pubs.acs.org/doi/10.1021/ie201708n$$EHTML$$P50$$Gacs$$H</linktohtml><link.rule.ids>230,314,776,780,881,2752,27053,27901,27902,56713,56763</link.rule.ids><backlink>$$Uhttp://pascal-francis.inist.fr/vibad/index.php?action=getRecordDetail&idt=25666505$$DView record in Pascal Francis$$Hfree_for_read</backlink><backlink>$$Uhttps://hal.science/hal-00681897$$DView record in HAL$$Hfree_for_read</backlink></links><search><creatorcontrib>Mosnáček, Jaroslav</creatorcontrib><creatorcontrib>Nicolaÿ, Renaud</creatorcontrib><creatorcontrib>Kar, Kishore K</creatorcontrib><creatorcontrib>Fruchey, Stanley O</creatorcontrib><creatorcontrib>Cloeter, Michael D</creatorcontrib><creatorcontrib>Harner, Richard S</creatorcontrib><creatorcontrib>Matyjaszewski, Krzysztof</creatorcontrib><title>Efficient Polymerization Inhibition Systems for Acrylic Acid Distillation: New Liquid-Phase Inhibitors</title><title>Industrial & engineering chemistry research</title><addtitle>Ind. Eng. Chem. Res</addtitle><description>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.</description><subject>Acrylic acid</subject><subject>Applied sciences</subject><subject>Carbazoles</subject><subject>Chemical engineering</subject><subject>Derivatives</subject><subject>Distillation</subject><subject>Exact sciences and technology</subject><subject>Heating</subject><subject>Industrial engineering</subject><subject>Inhibition</subject><subject>Inhibitors</subject><subject>Phenothiazines</subject><issn>0888-5885</issn><issn>1520-5045</issn><fulltext>true</fulltext><rsrctype>article</rsrctype><creationdate>2012</creationdate><recordtype>article</recordtype><recordid>eNptkMtOwzAQRS0EEuWx4A-yQYJFYOzEic2u4lmpAiRgbTmOrU6VxsVOQeXrCS20G1YzGp17pLmEnFC4oMDoJVoGtATR7pAB5QxSDjnfJQMQQqRcCL5PDmKcAgDneT4g7tY5NGjbLnn2zXJmA37pDn2bjNoJVrhaX5axs7OYOB-SoQnLBk0_sU5uMHbYNKvAVfJoP5Mxvi-wTp8nOto_hQ_xiOw53UR7_DsPydvd7ev1Qzp-uh9dD8epzmTWpVnONa25M8B4KbhgjFY5ZU7qXFd1LWlRC11URSWlzIWtSy6BysxkYJwTpckOyfnaO9GNmgec6bBUXqN6GI7Vzw2gEFTI8oP27NmanQf_vrCxUzOMxvbvtNYvoqKFZBnNcsa2WhN8jMG6jZuC-uldbXrv2dNfrY5GNy7o1mDcBBgvioID33LaRDX1i9D2xfzj-wYhr42y</recordid><startdate>20120314</startdate><enddate>20120314</enddate><creator>Mosnáček, Jaroslav</creator><creator>Nicolaÿ, Renaud</creator><creator>Kar, Kishore K</creator><creator>Fruchey, Stanley O</creator><creator>Cloeter, Michael D</creator><creator>Harner, Richard S</creator><creator>Matyjaszewski, Krzysztof</creator><general>American Chemical Society</general><scope>IQODW</scope><scope>AAYXX</scope><scope>CITATION</scope><scope>7SR</scope><scope>8BQ</scope><scope>8FD</scope><scope>JG9</scope><scope>1XC</scope></search><sort><creationdate>20120314</creationdate><title>Efficient Polymerization Inhibition Systems for Acrylic Acid Distillation: New Liquid-Phase Inhibitors</title><author>Mosnáček, Jaroslav ; Nicolaÿ, Renaud ; Kar, Kishore K ; Fruchey, Stanley O ; Cloeter, Michael D ; Harner, Richard S ; Matyjaszewski, Krzysztof</author></sort><facets><frbrtype>5</frbrtype><frbrgroupid>cdi_FETCH-LOGICAL-a393t-345a1d5fc0257858221b412f9a4abdd916d8a6b6b99948ed7590193c30cff87c3</frbrgroupid><rsrctype>articles</rsrctype><prefilter>articles</prefilter><language>eng</language><creationdate>2012</creationdate><topic>Acrylic acid</topic><topic>Applied sciences</topic><topic>Carbazoles</topic><topic>Chemical engineering</topic><topic>Derivatives</topic><topic>Distillation</topic><topic>Exact sciences and technology</topic><topic>Heating</topic><topic>Industrial engineering</topic><topic>Inhibition</topic><topic>Inhibitors</topic><topic>Phenothiazines</topic><toplevel>peer_reviewed</toplevel><toplevel>online_resources</toplevel><creatorcontrib>Mosnáček, Jaroslav</creatorcontrib><creatorcontrib>Nicolaÿ, Renaud</creatorcontrib><creatorcontrib>Kar, Kishore K</creatorcontrib><creatorcontrib>Fruchey, Stanley O</creatorcontrib><creatorcontrib>Cloeter, Michael D</creatorcontrib><creatorcontrib>Harner, Richard S</creatorcontrib><creatorcontrib>Matyjaszewski, Krzysztof</creatorcontrib><collection>Pascal-Francis</collection><collection>CrossRef</collection><collection>Engineered Materials Abstracts</collection><collection>METADEX</collection><collection>Technology Research Database</collection><collection>Materials Research Database</collection><collection>Hyper Article en Ligne (HAL)</collection><jtitle>Industrial & engineering chemistry research</jtitle></facets><delivery><delcategory>Remote Search Resource</delcategory><fulltext>fulltext</fulltext></delivery><addata><au>Mosnáček, Jaroslav</au><au>Nicolaÿ, Renaud</au><au>Kar, Kishore K</au><au>Fruchey, Stanley O</au><au>Cloeter, Michael D</au><au>Harner, Richard S</au><au>Matyjaszewski, Krzysztof</au><format>journal</format><genre>article</genre><ristype>JOUR</ristype><atitle>Efficient Polymerization Inhibition Systems for Acrylic Acid Distillation: New Liquid-Phase Inhibitors</atitle><jtitle>Industrial & engineering chemistry research</jtitle><addtitle>Ind. Eng. Chem. Res</addtitle><date>2012-03-14</date><risdate>2012</risdate><volume>51</volume><issue>10</issue><spage>3910</spage><epage>3915</epage><pages>3910-3915</pages><issn>0888-5885</issn><eissn>1520-5045</eissn><coden>IECRED</coden><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.</abstract><cop>Washington, DC</cop><pub>American Chemical Society</pub><doi>10.1021/ie201708n</doi><tpages>6</tpages></addata></record> |
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| source | ACS Publications |
| subjects | Acrylic acid Applied sciences Carbazoles Chemical engineering Derivatives Distillation Exact sciences and technology Heating Industrial engineering Inhibition Inhibitors Phenothiazines |
| title | Efficient Polymerization Inhibition Systems for Acrylic Acid Distillation: New Liquid-Phase Inhibitors |
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