Synthesis of functionalized fullerene-C₆₀ by the living anionic polymerization technique
The synthesis of functionalized fullerene-C₆₀ (C₆₀) was performed using living anionic polymerization. The metalation of the benzylic hydrogen atom on toluene or p-substituted toluene was conducted with the alkyllithium/amine system, and examined by living anionic polymerization of 1,3-cyclohexadien...
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| Veröffentlicht in: | Journal of applied polymer science 2011-05, Vol.120 (3), p.1372-1378 |
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| container_title | Journal of applied polymer science |
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| creator | Natori, Itaru Natori, Shizue Hirose, Yuto |
| description | The synthesis of functionalized fullerene-C₆₀ (C₆₀) was performed using living anionic polymerization. The metalation of the benzylic hydrogen atom on toluene or p-substituted toluene was conducted with the alkyllithium/amine system, and examined by living anionic polymerization of 1,3-cyclohexadiene. The number of carbanions bonded onto C₆₀ was estimated by the grafting reaction of living polymer onto C₆₀. The tert-butyllithium/N,N,N′,N′-tetramethylethylenediamine system was an effective metalation reagent, and toluene-, p-xylene-, 4-methyltriphenylamine-functionalized C₆₀s having good solubility were successfully synthesized. |
| doi_str_mv | 10.1002/app.33223 |
| format | Article |
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The metalation of the benzylic hydrogen atom on toluene or p-substituted toluene was conducted with the alkyllithium/amine system, and examined by living anionic polymerization of 1,3-cyclohexadiene. The number of carbanions bonded onto C₆₀ was estimated by the grafting reaction of living polymer onto C₆₀. The tert-butyllithium/N,N,N′,N′-tetramethylethylenediamine system was an effective metalation reagent, and toluene-, p-xylene-, 4-methyltriphenylamine-functionalized C₆₀s having good solubility were successfully synthesized.</description><identifier>ISSN: 0021-8995</identifier><identifier>ISSN: 1097-4628</identifier><identifier>EISSN: 1097-4628</identifier><identifier>DOI: 10.1002/app.33223</identifier><identifier>CODEN: JAPNAB</identifier><language>eng</language><publisher>Hoboken: Wiley Subscription Services, Inc., A Wiley Company</publisher><subject>addition of carbanion ; alkyllithium/amine system ; Anionic polymerization ; Applied sciences ; Bonding ; Buckminsterfullerene ; Cross-disciplinary physics: materials science; rheology ; Exact sciences and technology ; Fullerenes ; Fullerenes and related materials; diamonds, graphite ; functionalized fullerene ; Hydrogen atoms ; living anionic polymerization ; Materials science ; metalation ; Organic polymers ; Physicochemistry of polymers ; Physics ; Polymerization ; Polymers ; Preparation, kinetics, thermodynamics, mechanism and catalysts ; Solubility ; Specific materials ; Synthesis ; Toluene</subject><ispartof>Journal of applied polymer science, 2011-05, Vol.120 (3), p.1372-1378</ispartof><rights>Copyright © 2010 Wiley Periodicals, Inc.</rights><rights>2015 INIST-CNRS</rights><lds50>peer_reviewed</lds50><woscitedreferencessubscribed>false</woscitedreferencessubscribed></display><links><openurl>$$Topenurl_article</openurl><openurlfulltext>$$Topenurlfull_article</openurlfulltext><thumbnail>$$Tsyndetics_thumb_exl</thumbnail><linktopdf>$$Uhttps://onlinelibrary.wiley.com/doi/pdf/10.1002%2Fapp.33223$$EPDF$$P50$$Gwiley$$H</linktopdf><linktohtml>$$Uhttps://onlinelibrary.wiley.com/doi/full/10.1002%2Fapp.33223$$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=23916973$$DView record in Pascal Francis$$Hfree_for_read</backlink></links><search><creatorcontrib>Natori, Itaru</creatorcontrib><creatorcontrib>Natori, Shizue</creatorcontrib><creatorcontrib>Hirose, Yuto</creatorcontrib><title>Synthesis of functionalized fullerene-C₆₀ by the living anionic polymerization technique</title><title>Journal of applied polymer science</title><addtitle>J. Appl. Polym. Sci</addtitle><description>The synthesis of functionalized fullerene-C₆₀ (C₆₀) was performed using living anionic polymerization. The metalation of the benzylic hydrogen atom on toluene or p-substituted toluene was conducted with the alkyllithium/amine system, and examined by living anionic polymerization of 1,3-cyclohexadiene. The number of carbanions bonded onto C₆₀ was estimated by the grafting reaction of living polymer onto C₆₀. The tert-butyllithium/N,N,N′,N′-tetramethylethylenediamine system was an effective metalation reagent, and toluene-, p-xylene-, 4-methyltriphenylamine-functionalized C₆₀s having good solubility were successfully synthesized.</description><subject>addition of carbanion</subject><subject>alkyllithium/amine system</subject><subject>Anionic polymerization</subject><subject>Applied sciences</subject><subject>Bonding</subject><subject>Buckminsterfullerene</subject><subject>Cross-disciplinary physics: materials science; rheology</subject><subject>Exact sciences and technology</subject><subject>Fullerenes</subject><subject>Fullerenes and related materials; diamonds, graphite</subject><subject>functionalized fullerene</subject><subject>Hydrogen atoms</subject><subject>living anionic polymerization</subject><subject>Materials science</subject><subject>metalation</subject><subject>Organic polymers</subject><subject>Physicochemistry of polymers</subject><subject>Physics</subject><subject>Polymerization</subject><subject>Polymers</subject><subject>Preparation, kinetics, thermodynamics, mechanism and catalysts</subject><subject>Solubility</subject><subject>Specific materials</subject><subject>Synthesis</subject><subject>Toluene</subject><issn>0021-8995</issn><issn>1097-4628</issn><issn>1097-4628</issn><fulltext>true</fulltext><rsrctype>article</rsrctype><creationdate>2011</creationdate><recordtype>article</recordtype><recordid>eNpd0VtPFDEUB_DGaOKKPvgJnMQYnwZ6menlkSxySQgSgWCMSXO220Kx2xnbWWF4Mjz4QfkkdlnCA09tc37_njYHofcEbxKM6Rb0_SZjlLIXaEKwEnXDqXyJJqVGaqlU-xq9yfkKY0JazCfo58kYh0ubfa46V7llNIPvIgR_a-flGIJNNtp6en_37_7ubzUbq6Kr4P_4eFFBLNabqu_CuLDJ38IqXA3WXEb_e2nfolcOQrbvHtcNdLb75XS6Xx9-3TuYbh_WjnLK6rnAjTBcOjkXVGFgM4YtSMYcEEyFADpjRqhGzK1SWBEHvAGuGkOVoVxStoE-r-_tU1fa5kEvfDY2BIi2W2atMOGiIQoX-fGZvOqWqfw3a9IWxISQbVGfHhVkA8EliMZn3Se_gDRqyhThSrDittbu2gc7PtUJ1qtZ6DIL_TALvX18_LApiXqd8HmwN08JSL_0qnmrz4_29M735vyI737TP4r_sPYOOg0Xqbzi7IRiwjBRTKpWsv8H4peK</recordid><startdate>20110505</startdate><enddate>20110505</enddate><creator>Natori, Itaru</creator><creator>Natori, Shizue</creator><creator>Hirose, Yuto</creator><general>Wiley Subscription Services, Inc., A Wiley Company</general><general>Wiley</general><general>Wiley Subscription Services, Inc</general><scope>FBQ</scope><scope>BSCLL</scope><scope>IQODW</scope><scope>7SR</scope><scope>8FD</scope><scope>JG9</scope></search><sort><creationdate>20110505</creationdate><title>Synthesis of functionalized fullerene-C₆₀ by the living anionic polymerization technique</title><author>Natori, Itaru ; Natori, Shizue ; Hirose, Yuto</author></sort><facets><frbrtype>5</frbrtype><frbrgroupid>cdi_FETCH-LOGICAL-f2623-d7047c68f8d7290a3b30ea833fa10277a2b3c7947de99091fa64a694c29c26823</frbrgroupid><rsrctype>articles</rsrctype><prefilter>articles</prefilter><language>eng</language><creationdate>2011</creationdate><topic>addition of carbanion</topic><topic>alkyllithium/amine system</topic><topic>Anionic polymerization</topic><topic>Applied sciences</topic><topic>Bonding</topic><topic>Buckminsterfullerene</topic><topic>Cross-disciplinary physics: materials science; rheology</topic><topic>Exact sciences and technology</topic><topic>Fullerenes</topic><topic>Fullerenes and related materials; diamonds, graphite</topic><topic>functionalized fullerene</topic><topic>Hydrogen atoms</topic><topic>living anionic polymerization</topic><topic>Materials science</topic><topic>metalation</topic><topic>Organic polymers</topic><topic>Physicochemistry of polymers</topic><topic>Physics</topic><topic>Polymerization</topic><topic>Polymers</topic><topic>Preparation, kinetics, thermodynamics, mechanism and catalysts</topic><topic>Solubility</topic><topic>Specific materials</topic><topic>Synthesis</topic><topic>Toluene</topic><toplevel>peer_reviewed</toplevel><toplevel>online_resources</toplevel><creatorcontrib>Natori, Itaru</creatorcontrib><creatorcontrib>Natori, Shizue</creatorcontrib><creatorcontrib>Hirose, Yuto</creatorcontrib><collection>AGRIS</collection><collection>Istex</collection><collection>Pascal-Francis</collection><collection>Engineered Materials Abstracts</collection><collection>Technology Research Database</collection><collection>Materials Research Database</collection><jtitle>Journal of applied polymer science</jtitle></facets><delivery><delcategory>Remote Search Resource</delcategory><fulltext>fulltext</fulltext></delivery><addata><au>Natori, Itaru</au><au>Natori, Shizue</au><au>Hirose, Yuto</au><format>journal</format><genre>article</genre><ristype>JOUR</ristype><atitle>Synthesis of functionalized fullerene-C₆₀ by the living anionic polymerization technique</atitle><jtitle>Journal of applied polymer science</jtitle><addtitle>J. Appl. Polym. Sci</addtitle><date>2011-05-05</date><risdate>2011</risdate><volume>120</volume><issue>3</issue><spage>1372</spage><epage>1378</epage><pages>1372-1378</pages><issn>0021-8995</issn><issn>1097-4628</issn><eissn>1097-4628</eissn><coden>JAPNAB</coden><abstract>The synthesis of functionalized fullerene-C₆₀ (C₆₀) was performed using living anionic polymerization. The metalation of the benzylic hydrogen atom on toluene or p-substituted toluene was conducted with the alkyllithium/amine system, and examined by living anionic polymerization of 1,3-cyclohexadiene. The number of carbanions bonded onto C₆₀ was estimated by the grafting reaction of living polymer onto C₆₀. The tert-butyllithium/N,N,N′,N′-tetramethylethylenediamine system was an effective metalation reagent, and toluene-, p-xylene-, 4-methyltriphenylamine-functionalized C₆₀s having good solubility were successfully synthesized.</abstract><cop>Hoboken</cop><pub>Wiley Subscription Services, Inc., A Wiley Company</pub><doi>10.1002/app.33223</doi><tpages>7</tpages></addata></record> |
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| source | Wiley Online Library Journals Frontfile Complete |
| subjects | addition of carbanion alkyllithium/amine system Anionic polymerization Applied sciences Bonding Buckminsterfullerene Cross-disciplinary physics: materials science rheology Exact sciences and technology Fullerenes Fullerenes and related materials diamonds, graphite functionalized fullerene Hydrogen atoms living anionic polymerization Materials science metalation Organic polymers Physicochemistry of polymers Physics Polymerization Polymers Preparation, kinetics, thermodynamics, mechanism and catalysts Solubility Specific materials Synthesis Toluene |
| title | Synthesis of functionalized fullerene-C₆₀ by the living anionic polymerization technique |
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