Aqueous Copper-Mediated Living Radical Polymerisation of N-Acryloylmorpholine, SET-LRP in Water
The polymerisation of N‐acryloylmorpholine in water is reported utilising Cu(0)‐mediated living radical polymerisation (SET‐LRP). The inherent instability of [CuI(Me6‐Tren)Br] in aqueous solution is exploited via rapid disproportionation to prepare Cu(0) particles and [CuII(Me6‐Tren)Br2] in situ pri...
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| Veröffentlicht in: | Macromolecular rapid communications. 2014-05, Vol.35 (10), p.965-970 |
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| creator | Anastasaki, Athina Haddleton, Alice J. Zhang, Qiang Simula, Alexandre Droesbeke, Martijn Wilson, Paul Haddleton, David M. |
| description | The polymerisation of N‐acryloylmorpholine in water is reported utilising Cu(0)‐mediated living radical polymerisation (SET‐LRP). The inherent instability of [CuI(Me6‐Tren)Br] in aqueous solution is exploited via rapid disproportionation to prepare Cu(0) particles and [CuII(Me6‐Tren)Br2] in situ prior to addition of monomer and initiator. Quantitative conversion is attained within 30 min for various degrees of polymerisation (DPn = 20–640) with SEC showing symmetrical narrow molecular weight distributions (Đ < 1.18) in all cases. Optimised conditions are subsequently applied for the preparation of a diblock copolymer poly(NIPAm)‐b‐(N‐acryloylmorpholine), illustrating the versatility of this approach.
Copper‐mediated controlled polymerisation of N‐acryloylmorpholine in pure aqueous media is reported for the first time. The recently developed aqueous SET‐LRP protocol is exploited for the preparation of biocompatible poly(N‐acyloylmorpholine) with a range of molecular weights and the formation of biocompatible double‐hydrophilic block copolymers is also demonstrated. |
| doi_str_mv | 10.1002/marc.201400024 |
| format | Article |
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Copper‐mediated controlled polymerisation of N‐acryloylmorpholine in pure aqueous media is reported for the first time. The recently developed aqueous SET‐LRP protocol is exploited for the preparation of biocompatible poly(N‐acyloylmorpholine) with a range of molecular weights and the formation of biocompatible double‐hydrophilic block copolymers is also demonstrated.</description><identifier>ISSN: 1022-1336</identifier><identifier>EISSN: 1521-3927</identifier><identifier>DOI: 10.1002/marc.201400024</identifier><identifier>PMID: 24610798</identifier><language>eng</language><publisher>Weinheim: Blackwell Publishing Ltd</publisher><subject>Applied sciences ; ATRP ; Biocompatibility ; biocompatible ; Biocompatible Materials - chemical synthesis ; Biocompatible Materials - chemistry ; Conversion ; Copolymers ; Copper - chemistry ; Exact sciences and technology ; Free Radicals - chemistry ; Hydrophobic and Hydrophilic Interactions ; living radical polymerisation ; Molecular weight ; Molecular weight distribution ; Monomers ; Morpholines - chemistry ; Organic polymers ; Physicochemistry of polymers ; poly(N-acryloylmorpholine) ; Polymerization ; Polymers - chemical synthesis ; Polymers - chemistry ; Preparation, kinetics, thermodynamics, mechanism and catalysts ; Radicals ; SET-LRP ; Water - chemistry</subject><ispartof>Macromolecular rapid communications., 2014-05, Vol.35 (10), p.965-970</ispartof><rights>2014 WILEY‐VCH Verlag GmbH & Co. KGaA, Weinheim</rights><rights>2015 INIST-CNRS</rights><rights>2014 WILEY-VCH Verlag GmbH & Co. KGaA, Weinheim.</rights><lds50>peer_reviewed</lds50><woscitedreferencessubscribed>false</woscitedreferencessubscribed><citedby>FETCH-LOGICAL-c5124-3a3f4b14d23d40a87108df14430d1c9fb92faab5ec304a0a08afac8a2118274f3</citedby><cites>FETCH-LOGICAL-c5124-3a3f4b14d23d40a87108df14430d1c9fb92faab5ec304a0a08afac8a2118274f3</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.201400024$$EPDF$$P50$$Gwiley$$H</linktopdf><linktohtml>$$Uhttps://onlinelibrary.wiley.com/doi/full/10.1002%2Fmarc.201400024$$EHTML$$P50$$Gwiley$$H</linktohtml><link.rule.ids>314,776,780,1411,27901,27902,45550,45551</link.rule.ids><backlink>$$Uhttp://pascal-francis.inist.fr/vibad/index.php?action=getRecordDetail&idt=28500311$$DView record in Pascal Francis$$Hfree_for_read</backlink><backlink>$$Uhttps://www.ncbi.nlm.nih.gov/pubmed/24610798$$D View this record in MEDLINE/PubMed$$Hfree_for_read</backlink></links><search><creatorcontrib>Anastasaki, Athina</creatorcontrib><creatorcontrib>Haddleton, Alice J.</creatorcontrib><creatorcontrib>Zhang, Qiang</creatorcontrib><creatorcontrib>Simula, Alexandre</creatorcontrib><creatorcontrib>Droesbeke, Martijn</creatorcontrib><creatorcontrib>Wilson, Paul</creatorcontrib><creatorcontrib>Haddleton, David M.</creatorcontrib><title>Aqueous Copper-Mediated Living Radical Polymerisation of N-Acryloylmorpholine, SET-LRP in Water</title><title>Macromolecular rapid communications.</title><addtitle>Macromol. Rapid Commun</addtitle><description>The polymerisation of N‐acryloylmorpholine in water is reported utilising Cu(0)‐mediated living radical polymerisation (SET‐LRP). The inherent instability of [CuI(Me6‐Tren)Br] in aqueous solution is exploited via rapid disproportionation to prepare Cu(0) particles and [CuII(Me6‐Tren)Br2] in situ prior to addition of monomer and initiator. Quantitative conversion is attained within 30 min for various degrees of polymerisation (DPn = 20–640) with SEC showing symmetrical narrow molecular weight distributions (Đ < 1.18) in all cases. Optimised conditions are subsequently applied for the preparation of a diblock copolymer poly(NIPAm)‐b‐(N‐acryloylmorpholine), illustrating the versatility of this approach.
Copper‐mediated controlled polymerisation of N‐acryloylmorpholine in pure aqueous media is reported for the first time. The recently developed aqueous SET‐LRP protocol is exploited for the preparation of biocompatible poly(N‐acyloylmorpholine) with a range of molecular weights and the formation of biocompatible double‐hydrophilic block copolymers is also demonstrated.</description><subject>Applied sciences</subject><subject>ATRP</subject><subject>Biocompatibility</subject><subject>biocompatible</subject><subject>Biocompatible Materials - chemical synthesis</subject><subject>Biocompatible Materials - chemistry</subject><subject>Conversion</subject><subject>Copolymers</subject><subject>Copper - chemistry</subject><subject>Exact sciences and technology</subject><subject>Free Radicals - chemistry</subject><subject>Hydrophobic and Hydrophilic Interactions</subject><subject>living radical polymerisation</subject><subject>Molecular weight</subject><subject>Molecular weight distribution</subject><subject>Monomers</subject><subject>Morpholines - chemistry</subject><subject>Organic polymers</subject><subject>Physicochemistry of polymers</subject><subject>poly(N-acryloylmorpholine)</subject><subject>Polymerization</subject><subject>Polymers - chemical synthesis</subject><subject>Polymers - chemistry</subject><subject>Preparation, kinetics, thermodynamics, mechanism and catalysts</subject><subject>Radicals</subject><subject>SET-LRP</subject><subject>Water - chemistry</subject><issn>1022-1336</issn><issn>1521-3927</issn><fulltext>true</fulltext><rsrctype>article</rsrctype><creationdate>2014</creationdate><recordtype>article</recordtype><sourceid>EIF</sourceid><recordid>eNqNkM9v0zAYhi0EYmNw5YhyQdoBF_9K4hyragxQNqZuMImL9dWxweDEwW7Z8t_jqqVwg5Nt6Xlff9-D0HNKZpQQ9rqHqGeMUEHySzxAx7RkFPOG1Q_znTCGKefVEXqS0reMSEHYY3TEREVJ3chjpOY_NiZsUrEI42givjCdg7Xpitb9dMOXYgmd0-CLq-Cn3kSXYO3CUARbXOK5jpMPk-9DHL8G7wbzqrg-u8Ht8qpwQ3Gbe-JT9MiCT-bZ_jxBH9-c3Sze4vbD-bvFvMW6pExgDtyKFRUd450gIGtKZGepEJx0VDd21TALsCqN5kQAASLBgpbAKJWsFpafoNNd7xhD3iitVe-SNt7DsF1P0VJkR5zK-j9QVtZVJRqe0dkO1TGkFI1VY3RZ-aQoUVv_autfHfznwIt992bVm-6A_xaegZd7AFL2aiMM2qU_nCxJnpJmrtlxd86b6R_fqov5cvH3EHiXdWlt7g9ZiN9VVfO6VLeX5-r9p-b6s6ikavkvQkusjg</recordid><startdate>201405</startdate><enddate>201405</enddate><creator>Anastasaki, Athina</creator><creator>Haddleton, Alice J.</creator><creator>Zhang, Qiang</creator><creator>Simula, Alexandre</creator><creator>Droesbeke, Martijn</creator><creator>Wilson, Paul</creator><creator>Haddleton, David M.</creator><general>Blackwell Publishing Ltd</general><general>Wiley</general><scope>BSCLL</scope><scope>IQODW</scope><scope>CGR</scope><scope>CUY</scope><scope>CVF</scope><scope>ECM</scope><scope>EIF</scope><scope>NPM</scope><scope>AAYXX</scope><scope>CITATION</scope><scope>7X8</scope><scope>7SR</scope><scope>7U5</scope><scope>8FD</scope><scope>JG9</scope><scope>L7M</scope></search><sort><creationdate>201405</creationdate><title>Aqueous Copper-Mediated Living Radical Polymerisation of N-Acryloylmorpholine, SET-LRP in Water</title><author>Anastasaki, Athina ; Haddleton, Alice J. ; Zhang, Qiang ; Simula, Alexandre ; Droesbeke, Martijn ; Wilson, Paul ; Haddleton, David M.</author></sort><facets><frbrtype>5</frbrtype><frbrgroupid>cdi_FETCH-LOGICAL-c5124-3a3f4b14d23d40a87108df14430d1c9fb92faab5ec304a0a08afac8a2118274f3</frbrgroupid><rsrctype>articles</rsrctype><prefilter>articles</prefilter><language>eng</language><creationdate>2014</creationdate><topic>Applied sciences</topic><topic>ATRP</topic><topic>Biocompatibility</topic><topic>biocompatible</topic><topic>Biocompatible Materials - chemical synthesis</topic><topic>Biocompatible Materials - chemistry</topic><topic>Conversion</topic><topic>Copolymers</topic><topic>Copper - chemistry</topic><topic>Exact sciences and technology</topic><topic>Free Radicals - chemistry</topic><topic>Hydrophobic and Hydrophilic Interactions</topic><topic>living radical polymerisation</topic><topic>Molecular weight</topic><topic>Molecular weight distribution</topic><topic>Monomers</topic><topic>Morpholines - chemistry</topic><topic>Organic polymers</topic><topic>Physicochemistry of polymers</topic><topic>poly(N-acryloylmorpholine)</topic><topic>Polymerization</topic><topic>Polymers - chemical synthesis</topic><topic>Polymers - chemistry</topic><topic>Preparation, kinetics, thermodynamics, mechanism and catalysts</topic><topic>Radicals</topic><topic>SET-LRP</topic><topic>Water - chemistry</topic><toplevel>peer_reviewed</toplevel><toplevel>online_resources</toplevel><creatorcontrib>Anastasaki, Athina</creatorcontrib><creatorcontrib>Haddleton, Alice J.</creatorcontrib><creatorcontrib>Zhang, Qiang</creatorcontrib><creatorcontrib>Simula, Alexandre</creatorcontrib><creatorcontrib>Droesbeke, Martijn</creatorcontrib><creatorcontrib>Wilson, Paul</creatorcontrib><creatorcontrib>Haddleton, David M.</creatorcontrib><collection>Istex</collection><collection>Pascal-Francis</collection><collection>Medline</collection><collection>MEDLINE</collection><collection>MEDLINE (Ovid)</collection><collection>MEDLINE</collection><collection>MEDLINE</collection><collection>PubMed</collection><collection>CrossRef</collection><collection>MEDLINE - Academic</collection><collection>Engineered Materials Abstracts</collection><collection>Solid State and Superconductivity Abstracts</collection><collection>Technology Research Database</collection><collection>Materials Research Database</collection><collection>Advanced Technologies Database with Aerospace</collection><jtitle>Macromolecular rapid communications.</jtitle></facets><delivery><delcategory>Remote Search Resource</delcategory><fulltext>fulltext</fulltext></delivery><addata><au>Anastasaki, Athina</au><au>Haddleton, Alice J.</au><au>Zhang, Qiang</au><au>Simula, Alexandre</au><au>Droesbeke, Martijn</au><au>Wilson, Paul</au><au>Haddleton, David M.</au><format>journal</format><genre>article</genre><ristype>JOUR</ristype><atitle>Aqueous Copper-Mediated Living Radical Polymerisation of N-Acryloylmorpholine, SET-LRP in Water</atitle><jtitle>Macromolecular rapid communications.</jtitle><addtitle>Macromol. Rapid Commun</addtitle><date>2014-05</date><risdate>2014</risdate><volume>35</volume><issue>10</issue><spage>965</spage><epage>970</epage><pages>965-970</pages><issn>1022-1336</issn><eissn>1521-3927</eissn><abstract>The polymerisation of N‐acryloylmorpholine in water is reported utilising Cu(0)‐mediated living radical polymerisation (SET‐LRP). The inherent instability of [CuI(Me6‐Tren)Br] in aqueous solution is exploited via rapid disproportionation to prepare Cu(0) particles and [CuII(Me6‐Tren)Br2] in situ prior to addition of monomer and initiator. Quantitative conversion is attained within 30 min for various degrees of polymerisation (DPn = 20–640) with SEC showing symmetrical narrow molecular weight distributions (Đ < 1.18) in all cases. Optimised conditions are subsequently applied for the preparation of a diblock copolymer poly(NIPAm)‐b‐(N‐acryloylmorpholine), illustrating the versatility of this approach.
Copper‐mediated controlled polymerisation of N‐acryloylmorpholine in pure aqueous media is reported for the first time. The recently developed aqueous SET‐LRP protocol is exploited for the preparation of biocompatible poly(N‐acyloylmorpholine) with a range of molecular weights and the formation of biocompatible double‐hydrophilic block copolymers is also demonstrated.</abstract><cop>Weinheim</cop><pub>Blackwell Publishing Ltd</pub><pmid>24610798</pmid><doi>10.1002/marc.201400024</doi><tpages>6</tpages></addata></record> |
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| subjects | Applied sciences ATRP Biocompatibility biocompatible Biocompatible Materials - chemical synthesis Biocompatible Materials - chemistry Conversion Copolymers Copper - chemistry Exact sciences and technology Free Radicals - chemistry Hydrophobic and Hydrophilic Interactions living radical polymerisation Molecular weight Molecular weight distribution Monomers Morpholines - chemistry Organic polymers Physicochemistry of polymers poly(N-acryloylmorpholine) Polymerization Polymers - chemical synthesis Polymers - chemistry Preparation, kinetics, thermodynamics, mechanism and catalysts Radicals SET-LRP Water - chemistry |
| title | Aqueous Copper-Mediated Living Radical Polymerisation of N-Acryloylmorpholine, SET-LRP in Water |
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