A Novel, One-Pot Synthesis of Novel 3F, 5F, and 8F Aromatic Polymers
A series of novel, linear, soluble, high‐molecular‐weight, fluorinated aromatic polymers has been obtained for the first time using a superacid‐catalyzed polyhydroxyalkylation reaction of fluorinated carbonyl‐containing compounds: 1,1,1,‐trifluoroacetone (1), 2,2,2‐trifluoroacetophenone (2), 2,3,4,5...
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| Veröffentlicht in: | Macromolecular rapid communications. 2007-01, Vol.28 (2), p.183-187 |
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| creator | Diaz, Adan M. Zolotukhin, Mikhail G. Fomine, Serguei Salcedo, Roberto Manero, Octavio Cedillo, Gerardo Velasco, Victor M. Guzman, Maria T. Fritsch, Detlev Khalizov, Alexei F. |
| description | A series of novel, linear, soluble, high‐molecular‐weight, fluorinated aromatic polymers has been obtained for the first time using a superacid‐catalyzed polyhydroxyalkylation reaction of fluorinated carbonyl‐containing compounds: 1,1,1,‐trifluoroacetone (1), 2,2,2‐trifluoroacetophenone (2), 2,3,4,5,6,‐pentafluorobenzaldehyde (3), and octafluoroacetophenone (4) with aromatic hydrocarbons such as biphenyl (a), phenyl ether (b), terphenyl (c), and 4,4′‐diphenoxybenzophenone (d). These Friedel‐Crafts‐type aromatic electrophilic substitution reactions are performed at room temperature in trifluoromethane sulfonic acid or in its mixtures with dichloromethane. The polymers obtained are soluble in common organic solvents, and colorless transparent films could be cast from the solutions. 1H and 13C NMR analyses of the polymers synthesized reveal their linear, highly regular structure. The polymers also possess high thermostability. |
| doi_str_mv | 10.1002/marc.200600656 |
| format | Article |
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These Friedel‐Crafts‐type aromatic electrophilic substitution reactions are performed at room temperature in trifluoromethane sulfonic acid or in its mixtures with dichloromethane. The polymers obtained are soluble in common organic solvents, and colorless transparent films could be cast from the solutions. 1H and 13C NMR analyses of the polymers synthesized reveal their linear, highly regular structure. The polymers also possess high thermostability.</description><identifier>ISSN: 1022-1336</identifier><identifier>EISSN: 1521-3927</identifier><identifier>DOI: 10.1002/marc.200600656</identifier><language>eng</language><publisher>Weinheim: WILEY-VCH Verlag</publisher><subject>Applied sciences ; Exact sciences and technology ; fluoropolymers ; Organic polymers ; Physicochemistry of polymers ; Polymers with particular properties ; Preparation, kinetics, thermodynamics, mechanism and catalysts ; synthesis ; thermal properties</subject><ispartof>Macromolecular rapid communications., 2007-01, Vol.28 (2), p.183-187</ispartof><rights>Copyright © 2007 WILEY‐VCH Verlag GmbH & Co. KGaA, Weinheim</rights><rights>2007 INIST-CNRS</rights><lds50>peer_reviewed</lds50><woscitedreferencessubscribed>false</woscitedreferencessubscribed><citedby>FETCH-LOGICAL-c3576-6c98755164d7a8f057be25d91a40163c47d347a18d3fa68a55de96f6d09b77313</citedby><cites>FETCH-LOGICAL-c3576-6c98755164d7a8f057be25d91a40163c47d347a18d3fa68a55de96f6d09b77313</cites></display><links><openurl>$$Topenurl_article</openurl><openurlfulltext>$$Topenurlfull_article</openurlfulltext><thumbnail>$$Tsyndetics_thumb_exl</thumbnail><linktopdf>$$Uhttps://onlinelibrary.wiley.com/doi/pdf/10.1002%2Fmarc.200600656$$EPDF$$P50$$Gwiley$$H</linktopdf><linktohtml>$$Uhttps://onlinelibrary.wiley.com/doi/full/10.1002%2Fmarc.200600656$$EHTML$$P50$$Gwiley$$H</linktohtml><link.rule.ids>314,776,780,1411,27903,27904,45553,45554</link.rule.ids><backlink>$$Uhttp://pascal-francis.inist.fr/vibad/index.php?action=getRecordDetail&idt=18462033$$DView record in Pascal Francis$$Hfree_for_read</backlink></links><search><creatorcontrib>Diaz, Adan M.</creatorcontrib><creatorcontrib>Zolotukhin, Mikhail G.</creatorcontrib><creatorcontrib>Fomine, Serguei</creatorcontrib><creatorcontrib>Salcedo, Roberto</creatorcontrib><creatorcontrib>Manero, Octavio</creatorcontrib><creatorcontrib>Cedillo, Gerardo</creatorcontrib><creatorcontrib>Velasco, Victor M.</creatorcontrib><creatorcontrib>Guzman, Maria T.</creatorcontrib><creatorcontrib>Fritsch, Detlev</creatorcontrib><creatorcontrib>Khalizov, Alexei F.</creatorcontrib><title>A Novel, One-Pot Synthesis of Novel 3F, 5F, and 8F Aromatic Polymers</title><title>Macromolecular rapid communications.</title><addtitle>Macromol. Rapid Commun</addtitle><description>A series of novel, linear, soluble, high‐molecular‐weight, fluorinated aromatic polymers has been obtained for the first time using a superacid‐catalyzed polyhydroxyalkylation reaction of fluorinated carbonyl‐containing compounds: 1,1,1,‐trifluoroacetone (1), 2,2,2‐trifluoroacetophenone (2), 2,3,4,5,6,‐pentafluorobenzaldehyde (3), and octafluoroacetophenone (4) with aromatic hydrocarbons such as biphenyl (a), phenyl ether (b), terphenyl (c), and 4,4′‐diphenoxybenzophenone (d). These Friedel‐Crafts‐type aromatic electrophilic substitution reactions are performed at room temperature in trifluoromethane sulfonic acid or in its mixtures with dichloromethane. The polymers obtained are soluble in common organic solvents, and colorless transparent films could be cast from the solutions. 1H and 13C NMR analyses of the polymers synthesized reveal their linear, highly regular structure. The polymers also possess high thermostability.</description><subject>Applied sciences</subject><subject>Exact sciences and technology</subject><subject>fluoropolymers</subject><subject>Organic polymers</subject><subject>Physicochemistry of polymers</subject><subject>Polymers with particular properties</subject><subject>Preparation, kinetics, thermodynamics, mechanism and catalysts</subject><subject>synthesis</subject><subject>thermal properties</subject><issn>1022-1336</issn><issn>1521-3927</issn><fulltext>true</fulltext><rsrctype>article</rsrctype><creationdate>2007</creationdate><recordtype>article</recordtype><recordid>eNqFkE1PwzAMhiMEEmNw5ZwLNzqcpEnaYzXoAI1tfGncoixNRaFrp6QC-u_pVDS4IdmyJft5Lb8InRIYEQB6sdbOjCiA6IKLPTQgnJKAxVTudz1QGhDGxCE68v4NAKIQ6ABdJnhWf9jyHM8rGyzqBj-2VfNqfeFxnfczzNJzzLvUVYajFCeuXuumMHhRl-3aOn-MDnJdenvyU4foOb16Gl8H0_nkZpxMA8O4FIEwcSQ5JyLMpI5y4HJlKc9iokMggplQZiyUmkQZy7WINOeZjUUuMohXUjLChmjU6xpXe-9srjau6N5uFQG19UBtPVA7DzrgrAc22htd5k5XpvC_VBQKCox1e3G_91mUtv1HVd0lD-O_N4KeLXxjv3asdu9KSCa5Ws4miqbi9n4ZSvXCvgFWj3iu</recordid><startdate>20070123</startdate><enddate>20070123</enddate><creator>Diaz, Adan M.</creator><creator>Zolotukhin, Mikhail G.</creator><creator>Fomine, Serguei</creator><creator>Salcedo, Roberto</creator><creator>Manero, Octavio</creator><creator>Cedillo, Gerardo</creator><creator>Velasco, Victor M.</creator><creator>Guzman, Maria T.</creator><creator>Fritsch, Detlev</creator><creator>Khalizov, Alexei F.</creator><general>WILEY-VCH Verlag</general><general>WILEY‐VCH Verlag</general><general>Wiley</general><scope>BSCLL</scope><scope>IQODW</scope><scope>AAYXX</scope><scope>CITATION</scope></search><sort><creationdate>20070123</creationdate><title>A Novel, One-Pot Synthesis of Novel 3F, 5F, and 8F Aromatic Polymers</title><author>Diaz, Adan M. ; Zolotukhin, Mikhail G. ; Fomine, Serguei ; Salcedo, Roberto ; Manero, Octavio ; Cedillo, Gerardo ; Velasco, Victor M. ; Guzman, Maria T. ; Fritsch, Detlev ; Khalizov, Alexei F.</author></sort><facets><frbrtype>5</frbrtype><frbrgroupid>cdi_FETCH-LOGICAL-c3576-6c98755164d7a8f057be25d91a40163c47d347a18d3fa68a55de96f6d09b77313</frbrgroupid><rsrctype>articles</rsrctype><prefilter>articles</prefilter><language>eng</language><creationdate>2007</creationdate><topic>Applied sciences</topic><topic>Exact sciences and technology</topic><topic>fluoropolymers</topic><topic>Organic polymers</topic><topic>Physicochemistry of polymers</topic><topic>Polymers with particular properties</topic><topic>Preparation, kinetics, thermodynamics, mechanism and catalysts</topic><topic>synthesis</topic><topic>thermal properties</topic><toplevel>peer_reviewed</toplevel><toplevel>online_resources</toplevel><creatorcontrib>Diaz, Adan M.</creatorcontrib><creatorcontrib>Zolotukhin, Mikhail G.</creatorcontrib><creatorcontrib>Fomine, Serguei</creatorcontrib><creatorcontrib>Salcedo, Roberto</creatorcontrib><creatorcontrib>Manero, Octavio</creatorcontrib><creatorcontrib>Cedillo, Gerardo</creatorcontrib><creatorcontrib>Velasco, Victor M.</creatorcontrib><creatorcontrib>Guzman, Maria T.</creatorcontrib><creatorcontrib>Fritsch, Detlev</creatorcontrib><creatorcontrib>Khalizov, Alexei F.</creatorcontrib><collection>Istex</collection><collection>Pascal-Francis</collection><collection>CrossRef</collection><jtitle>Macromolecular rapid communications.</jtitle></facets><delivery><delcategory>Remote Search Resource</delcategory><fulltext>fulltext</fulltext></delivery><addata><au>Diaz, Adan M.</au><au>Zolotukhin, Mikhail G.</au><au>Fomine, Serguei</au><au>Salcedo, Roberto</au><au>Manero, Octavio</au><au>Cedillo, Gerardo</au><au>Velasco, Victor M.</au><au>Guzman, Maria T.</au><au>Fritsch, Detlev</au><au>Khalizov, Alexei F.</au><format>journal</format><genre>article</genre><ristype>JOUR</ristype><atitle>A Novel, One-Pot Synthesis of Novel 3F, 5F, and 8F Aromatic Polymers</atitle><jtitle>Macromolecular rapid communications.</jtitle><addtitle>Macromol. Rapid Commun</addtitle><date>2007-01-23</date><risdate>2007</risdate><volume>28</volume><issue>2</issue><spage>183</spage><epage>187</epage><pages>183-187</pages><issn>1022-1336</issn><eissn>1521-3927</eissn><abstract>A series of novel, linear, soluble, high‐molecular‐weight, fluorinated aromatic polymers has been obtained for the first time using a superacid‐catalyzed polyhydroxyalkylation reaction of fluorinated carbonyl‐containing compounds: 1,1,1,‐trifluoroacetone (1), 2,2,2‐trifluoroacetophenone (2), 2,3,4,5,6,‐pentafluorobenzaldehyde (3), and octafluoroacetophenone (4) with aromatic hydrocarbons such as biphenyl (a), phenyl ether (b), terphenyl (c), and 4,4′‐diphenoxybenzophenone (d). These Friedel‐Crafts‐type aromatic electrophilic substitution reactions are performed at room temperature in trifluoromethane sulfonic acid or in its mixtures with dichloromethane. The polymers obtained are soluble in common organic solvents, and colorless transparent films could be cast from the solutions. 1H and 13C NMR analyses of the polymers synthesized reveal their linear, highly regular structure. The polymers also possess high thermostability.</abstract><cop>Weinheim</cop><pub>WILEY-VCH Verlag</pub><doi>10.1002/marc.200600656</doi><tpages>5</tpages></addata></record> |
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| source | Wiley Online Library Journals Frontfile Complete |
| subjects | Applied sciences Exact sciences and technology fluoropolymers Organic polymers Physicochemistry of polymers Polymers with particular properties Preparation, kinetics, thermodynamics, mechanism and catalysts synthesis thermal properties |
| title | A Novel, One-Pot Synthesis of Novel 3F, 5F, and 8F Aromatic Polymers |
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