Reaction of functionalized pyrone with N-benzylmaleimide: study of the relevant parameters for isolation of cycloadducts
New functionalized (ketone, ester or amide) pyrones derived from coumalic acid were synthesized either by a Friedel-Craft condensation of the diphenylether or by reactions with phenols and amines. The Diels-Alder (DA) cycloaddition of these pyrones with monofunctional maleimide the N-benzylmaleimide...
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| Veröffentlicht in: | Designed monomers and polymers 2006-01, Vol.9 (1), p.13-27 |
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| container_title | Designed monomers and polymers |
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| creator | Mzani, O. Romdhane, H. Ben Baklouti, M. Mercier, R. |
| description | New functionalized (ketone, ester or amide) pyrones derived from coumalic acid were synthesized either by a Friedel-Craft condensation of the diphenylether or by reactions with phenols and amines. The Diels-Alder (DA) cycloaddition of these pyrones with monofunctional maleimide
the N-benzylmaleimide has been studied and two parameters, temperature and solvent effects, have been investigated to control the formation of cycloadduct containing CO
2
bridge (CARAD) or decarboxylated cycloadducts (DECARAD). The pyrones and the cycloadducts were characterized
by proton and carbon NMR, GC/MS and HPLC/MS. This work allowed the determination of the scope and limitation for the polyimide synthesis with bis-pyrones and bis-maleimides, which is under investigation. |
| doi_str_mv | 10.1163/156855506775526160 |
| format | Article |
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the N-benzylmaleimide has been studied and two parameters, temperature and solvent effects, have been investigated to control the formation of cycloadduct containing CO
2
bridge (CARAD) or decarboxylated cycloadducts (DECARAD). The pyrones and the cycloadducts were characterized
by proton and carbon NMR, GC/MS and HPLC/MS. This work allowed the determination of the scope and limitation for the polyimide synthesis with bis-pyrones and bis-maleimides, which is under investigation.</description><identifier>ISSN: 1385-772X</identifier><identifier>ISSN: 1568-5551</identifier><identifier>EISSN: 1568-5551</identifier><identifier>DOI: 10.1163/156855506775526160</identifier><language>eng</language><publisher>Lieden: Taylor & Francis Group</publisher><subject>Applied sciences ; Chemical Sciences ; Copolymerization ; COUMALIC ACID ; DIELS-ALDER ; Exact sciences and technology ; MALEIMIDE ; Organic polymers ; Physicochemistry of polymers ; Polymers ; Preparation, kinetics, thermodynamics, mechanism and catalysts ; PYRONE</subject><ispartof>Designed monomers and polymers, 2006-01, Vol.9 (1), p.13-27</ispartof><rights>Copyright Taylor & Francis Group, LLC 2006</rights><rights>2006 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-c414t-b62d59d898855de88bab355096ab5e80353c50e8bd195cf9f0fc3c4cf3c9499a3</citedby><cites>FETCH-LOGICAL-c414t-b62d59d898855de88bab355096ab5e80353c50e8bd195cf9f0fc3c4cf3c9499a3</cites></display><links><openurl>$$Topenurl_article</openurl><openurlfulltext>$$Topenurlfull_article</openurlfulltext><thumbnail>$$Tsyndetics_thumb_exl</thumbnail><link.rule.ids>230,314,777,781,882,4010,27904,27905,27906</link.rule.ids><backlink>$$Uhttp://pascal-francis.inist.fr/vibad/index.php?action=getRecordDetail&idt=17604274$$DView record in Pascal Francis$$Hfree_for_read</backlink><backlink>$$Uhttps://hal.science/hal-00558938$$DView record in HAL$$Hfree_for_read</backlink></links><search><creatorcontrib>Mzani, O.</creatorcontrib><creatorcontrib>Romdhane, H. Ben</creatorcontrib><creatorcontrib>Baklouti, M.</creatorcontrib><creatorcontrib>Mercier, R.</creatorcontrib><title>Reaction of functionalized pyrone with N-benzylmaleimide: study of the relevant parameters for isolation of cycloadducts</title><title>Designed monomers and polymers</title><description>New functionalized (ketone, ester or amide) pyrones derived from coumalic acid were synthesized either by a Friedel-Craft condensation of the diphenylether or by reactions with phenols and amines. The Diels-Alder (DA) cycloaddition of these pyrones with monofunctional maleimide
the N-benzylmaleimide has been studied and two parameters, temperature and solvent effects, have been investigated to control the formation of cycloadduct containing CO
2
bridge (CARAD) or decarboxylated cycloadducts (DECARAD). The pyrones and the cycloadducts were characterized
by proton and carbon NMR, GC/MS and HPLC/MS. This work allowed the determination of the scope and limitation for the polyimide synthesis with bis-pyrones and bis-maleimides, which is under investigation.</description><subject>Applied sciences</subject><subject>Chemical Sciences</subject><subject>Copolymerization</subject><subject>COUMALIC ACID</subject><subject>DIELS-ALDER</subject><subject>Exact sciences and technology</subject><subject>MALEIMIDE</subject><subject>Organic polymers</subject><subject>Physicochemistry of polymers</subject><subject>Polymers</subject><subject>Preparation, kinetics, thermodynamics, mechanism and catalysts</subject><subject>PYRONE</subject><issn>1385-772X</issn><issn>1568-5551</issn><issn>1568-5551</issn><fulltext>true</fulltext><rsrctype>article</rsrctype><creationdate>2006</creationdate><recordtype>article</recordtype><recordid>eNqFkEtLxDAUhYso-PwDrrJx4aKaNE2bCC5EfMGgIAruym0eTCRthiTjWH-9HcfHQtDVvRzOdy_nZNk-wUeEVPSYsIozxnBV14wVFanwWra1FPNRJevjTjnL67p42sy2Y3zGuKCUl1vZ670GmazvkTfIzPuPHZx90wrNhuB7jRY2TdFt3ur-bXAdOG07q_QJimmuhiWWphoF7fQL9AnNIECnkw4RGR-Qjd7B1305SOdBqblMcTfbMOCi3vucO9nj5cXD-XU-ubu6OT-b5LIkZcrbqlBMKC74mE9pzlto6RhUVNAyzTFlVDKseauIYNIIg42kspSGSlEKAXQnO1zdnYJrZsF2EIbGg22uzybNUsOYMS4ofyGjt1h5ZfAxBm2-AYKbZc_N755H6GAFzSBKcCZAL238IesKl0Vdjr7Tlc_2YzEdLHxwqkkwOB--IPrnH_4v_xtr0mui7153pWM</recordid><startdate>20060101</startdate><enddate>20060101</enddate><creator>Mzani, O.</creator><creator>Romdhane, H. Ben</creator><creator>Baklouti, M.</creator><creator>Mercier, R.</creator><general>Taylor & Francis Group</general><general>VSP</general><general>VSP BV</general><scope>IQODW</scope><scope>AAYXX</scope><scope>CITATION</scope><scope>1XC</scope></search><sort><creationdate>20060101</creationdate><title>Reaction of functionalized pyrone with N-benzylmaleimide: study of the relevant parameters for isolation of cycloadducts</title><author>Mzani, O. ; Romdhane, H. Ben ; Baklouti, M. ; Mercier, R.</author></sort><facets><frbrtype>5</frbrtype><frbrgroupid>cdi_FETCH-LOGICAL-c414t-b62d59d898855de88bab355096ab5e80353c50e8bd195cf9f0fc3c4cf3c9499a3</frbrgroupid><rsrctype>articles</rsrctype><prefilter>articles</prefilter><language>eng</language><creationdate>2006</creationdate><topic>Applied sciences</topic><topic>Chemical Sciences</topic><topic>Copolymerization</topic><topic>COUMALIC ACID</topic><topic>DIELS-ALDER</topic><topic>Exact sciences and technology</topic><topic>MALEIMIDE</topic><topic>Organic polymers</topic><topic>Physicochemistry of polymers</topic><topic>Polymers</topic><topic>Preparation, kinetics, thermodynamics, mechanism and catalysts</topic><topic>PYRONE</topic><toplevel>peer_reviewed</toplevel><toplevel>online_resources</toplevel><creatorcontrib>Mzani, O.</creatorcontrib><creatorcontrib>Romdhane, H. Ben</creatorcontrib><creatorcontrib>Baklouti, M.</creatorcontrib><creatorcontrib>Mercier, R.</creatorcontrib><collection>Pascal-Francis</collection><collection>CrossRef</collection><collection>Hyper Article en Ligne (HAL)</collection><jtitle>Designed monomers and polymers</jtitle></facets><delivery><delcategory>Remote Search Resource</delcategory><fulltext>fulltext</fulltext></delivery><addata><au>Mzani, O.</au><au>Romdhane, H. Ben</au><au>Baklouti, M.</au><au>Mercier, R.</au><format>journal</format><genre>article</genre><ristype>JOUR</ristype><atitle>Reaction of functionalized pyrone with N-benzylmaleimide: study of the relevant parameters for isolation of cycloadducts</atitle><jtitle>Designed monomers and polymers</jtitle><date>2006-01-01</date><risdate>2006</risdate><volume>9</volume><issue>1</issue><spage>13</spage><epage>27</epage><pages>13-27</pages><issn>1385-772X</issn><issn>1568-5551</issn><eissn>1568-5551</eissn><abstract>New functionalized (ketone, ester or amide) pyrones derived from coumalic acid were synthesized either by a Friedel-Craft condensation of the diphenylether or by reactions with phenols and amines. The Diels-Alder (DA) cycloaddition of these pyrones with monofunctional maleimide
the N-benzylmaleimide has been studied and two parameters, temperature and solvent effects, have been investigated to control the formation of cycloadduct containing CO
2
bridge (CARAD) or decarboxylated cycloadducts (DECARAD). The pyrones and the cycloadducts were characterized
by proton and carbon NMR, GC/MS and HPLC/MS. This work allowed the determination of the scope and limitation for the polyimide synthesis with bis-pyrones and bis-maleimides, which is under investigation.</abstract><cop>Lieden</cop><pub>Taylor & Francis Group</pub><doi>10.1163/156855506775526160</doi><tpages>15</tpages></addata></record> |
| fulltext | fulltext |
| identifier | ISSN: 1385-772X |
| ispartof | Designed monomers and polymers, 2006-01, Vol.9 (1), p.13-27 |
| issn | 1385-772X 1568-5551 1568-5551 |
| language | eng |
| recordid | cdi_pascalfrancis_primary_17604274 |
| source | EZB-FREE-00999 freely available EZB journals |
| subjects | Applied sciences Chemical Sciences Copolymerization COUMALIC ACID DIELS-ALDER Exact sciences and technology MALEIMIDE Organic polymers Physicochemistry of polymers Polymers Preparation, kinetics, thermodynamics, mechanism and catalysts PYRONE |
| title | Reaction of functionalized pyrone with N-benzylmaleimide: study of the relevant parameters for isolation of cycloadducts |
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