Copolymerization of amino acid and amino ester functionalized norbornenes via living ring-opening metathesis polymerization
The block and random copolymerization of a series of amino acid and amino ester functionalized norbornenes by ring-opening metathesis polymerization (ROMP) induced by the well-defined molybdenum [Mo(==N-2,6-iPr---C₆H₃)(==CHCMe₂)Ph)(OCMe₃)₂] or ruthenium [Ru(PCy)₂Cl₂(==CHPh)] based initiators is desc...
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Veröffentlicht in: | Journal of polymer science. Part A, Polymer chemistry Polymer chemistry, 2008-12, Vol.46 (24), p.7985-7995 |
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container_title | Journal of polymer science. Part A, Polymer chemistry |
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creator | Biagini, Stefano C.G Gibson, Vernon C Giles, Matthew R Marshall, Edward L North, Michael |
description | The block and random copolymerization of a series of amino acid and amino ester functionalized norbornenes by ring-opening metathesis polymerization (ROMP) induced by the well-defined molybdenum [Mo(==N-2,6-iPr---C₆H₃)(==CHCMe₂)Ph)(OCMe₃)₂] or ruthenium [Ru(PCy)₂Cl₂(==CHPh)] based initiators is described. The monomers are derived from the amino acids glycine, alanine, and isoleucine or the methyl esters of these amino acids and either endo- or exo-norborn-5-ene-2,3-dicarboxylic anhydride. Enantiomerically pure monomers afforded optically active polymers, and the mechanism and kinetics of the copolymerizations are investigated. |
doi_str_mv | 10.1002/pola.23098 |
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The monomers are derived from the amino acids glycine, alanine, and isoleucine or the methyl esters of these amino acids and either endo- or exo-norborn-5-ene-2,3-dicarboxylic anhydride. Enantiomerically pure monomers afforded optically active polymers, and the mechanism and kinetics of the copolymerizations are investigated.</description><identifier>ISSN: 0887-624X</identifier><identifier>EISSN: 1099-0518</identifier><identifier>DOI: 10.1002/pola.23098</identifier><identifier>CODEN: JPLCAT</identifier><language>eng</language><publisher>Hoboken: Wiley Subscription Services, Inc., A Wiley Company</publisher><subject>amino acids ; Applied sciences ; biomimetic ; Copolymerization ; Exact sciences and technology ; Organic polymers ; peptides ; Physicochemistry of polymers ; Preparation, kinetics, thermodynamics, mechanism and catalysts ; ROMP</subject><ispartof>Journal of polymer science. 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Part A, Polymer chemistry</title><addtitle>J. Polym. Sci. A Polym. Chem</addtitle><description>The block and random copolymerization of a series of amino acid and amino ester functionalized norbornenes by ring-opening metathesis polymerization (ROMP) induced by the well-defined molybdenum [Mo(==N-2,6-iPr---C₆H₃)(==CHCMe₂)Ph)(OCMe₃)₂] or ruthenium [Ru(PCy)₂Cl₂(==CHPh)] based initiators is described. The monomers are derived from the amino acids glycine, alanine, and isoleucine or the methyl esters of these amino acids and either endo- or exo-norborn-5-ene-2,3-dicarboxylic anhydride. Enantiomerically pure monomers afforded optically active polymers, and the mechanism and kinetics of the copolymerizations are investigated.</description><subject>amino acids</subject><subject>Applied sciences</subject><subject>biomimetic</subject><subject>Copolymerization</subject><subject>Exact sciences and technology</subject><subject>Organic polymers</subject><subject>peptides</subject><subject>Physicochemistry of polymers</subject><subject>Preparation, kinetics, thermodynamics, mechanism and catalysts</subject><subject>ROMP</subject><issn>0887-624X</issn><issn>1099-0518</issn><fulltext>true</fulltext><rsrctype>article</rsrctype><creationdate>2008</creationdate><recordtype>article</recordtype><recordid>eNp9kE9vEzEQxVcIJELhwhfAFzggbRnbtdc-VoGGPxFFggrExZp47WLYtYOdFFK-PA4bKnHhMqORf--N5zXNQwrHFIA9W6cBjxkHrW41MwpatyCout3MQKmulezk093mXilfAeqbULPm1zxVzW50OVzjJqRIkic4hpgI2tATjP1hdGXjMvHbaPcYDuHa9SSmvEo5uugKuQpIhnAV4iXJtbRp7eJ-GN0GN19cCYX8u-p-c8fjUNyDQz9qLs5efJi_bJfni1fz02VruZaqRSqVpkBlz5hQ9Y6uc75HiU4qig5BasnQCyWttd0KtPfIPRO46txKeMePmieT7zqn79t6hxlDsW4YMLq0LYaLDrToRAWfTqDNqZTsvFnnMGLeGQpmn6_Z52v-5FvhxwdXLBYHnzHaUG4UDJQ-kQCVoxP3Iwxu9x9H8-58efrXu500oYb-80aD-ZuRHe-E-fh2Yeb87PVnePPcLCr_aOI9JoOXuf7j4j0DyoEKyTlT_DdYuacK</recordid><startdate>20081215</startdate><enddate>20081215</enddate><creator>Biagini, Stefano C.G</creator><creator>Gibson, Vernon C</creator><creator>Giles, Matthew R</creator><creator>Marshall, Edward L</creator><creator>North, Michael</creator><general>Wiley Subscription Services, Inc., A Wiley Company</general><general>Wiley</general><scope>FBQ</scope><scope>BSCLL</scope><scope>IQODW</scope><scope>AAYXX</scope><scope>CITATION</scope><scope>7SR</scope><scope>8FD</scope><scope>JG9</scope></search><sort><creationdate>20081215</creationdate><title>Copolymerization of amino acid and amino ester functionalized norbornenes via living ring-opening metathesis polymerization</title><author>Biagini, Stefano C.G ; Gibson, Vernon C ; Giles, Matthew R ; Marshall, Edward L ; North, Michael</author></sort><facets><frbrtype>5</frbrtype><frbrgroupid>cdi_FETCH-LOGICAL-c3968-a16891016d225888777efda6ae681aea06962af586ccc7b09ffa3f25ab7eb5fe3</frbrgroupid><rsrctype>articles</rsrctype><prefilter>articles</prefilter><language>eng</language><creationdate>2008</creationdate><topic>amino acids</topic><topic>Applied sciences</topic><topic>biomimetic</topic><topic>Copolymerization</topic><topic>Exact sciences and technology</topic><topic>Organic polymers</topic><topic>peptides</topic><topic>Physicochemistry of polymers</topic><topic>Preparation, kinetics, thermodynamics, mechanism and catalysts</topic><topic>ROMP</topic><toplevel>online_resources</toplevel><creatorcontrib>Biagini, Stefano C.G</creatorcontrib><creatorcontrib>Gibson, Vernon C</creatorcontrib><creatorcontrib>Giles, Matthew R</creatorcontrib><creatorcontrib>Marshall, Edward L</creatorcontrib><creatorcontrib>North, Michael</creatorcontrib><collection>AGRIS</collection><collection>Istex</collection><collection>Pascal-Francis</collection><collection>CrossRef</collection><collection>Engineered Materials Abstracts</collection><collection>Technology Research Database</collection><collection>Materials Research Database</collection><jtitle>Journal of polymer science. Part A, Polymer chemistry</jtitle></facets><delivery><delcategory>Remote Search Resource</delcategory><fulltext>fulltext</fulltext></delivery><addata><au>Biagini, Stefano C.G</au><au>Gibson, Vernon C</au><au>Giles, Matthew R</au><au>Marshall, Edward L</au><au>North, Michael</au><format>journal</format><genre>article</genre><ristype>JOUR</ristype><atitle>Copolymerization of amino acid and amino ester functionalized norbornenes via living ring-opening metathesis polymerization</atitle><jtitle>Journal of polymer science. Part A, Polymer chemistry</jtitle><addtitle>J. Polym. Sci. A Polym. Chem</addtitle><date>2008-12-15</date><risdate>2008</risdate><volume>46</volume><issue>24</issue><spage>7985</spage><epage>7995</epage><pages>7985-7995</pages><issn>0887-624X</issn><eissn>1099-0518</eissn><coden>JPLCAT</coden><abstract>The block and random copolymerization of a series of amino acid and amino ester functionalized norbornenes by ring-opening metathesis polymerization (ROMP) induced by the well-defined molybdenum [Mo(==N-2,6-iPr---C₆H₃)(==CHCMe₂)Ph)(OCMe₃)₂] or ruthenium [Ru(PCy)₂Cl₂(==CHPh)] based initiators is described. The monomers are derived from the amino acids glycine, alanine, and isoleucine or the methyl esters of these amino acids and either endo- or exo-norborn-5-ene-2,3-dicarboxylic anhydride. Enantiomerically pure monomers afforded optically active polymers, and the mechanism and kinetics of the copolymerizations are investigated.</abstract><cop>Hoboken</cop><pub>Wiley Subscription Services, Inc., A Wiley Company</pub><doi>10.1002/pola.23098</doi><tpages>11</tpages></addata></record> |
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subjects | amino acids Applied sciences biomimetic Copolymerization Exact sciences and technology Organic polymers peptides Physicochemistry of polymers Preparation, kinetics, thermodynamics, mechanism and catalysts ROMP |
title | Copolymerization of amino acid and amino ester functionalized norbornenes via living ring-opening metathesis polymerization |
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