Tadpole-shaped polymers based on UV-induced strain promoted azide-alkyne cycloaddition reaction
In the present study, we synthesized well-defined tadpole-shaped polystyrene （PS） via the combination of atom transfer radical polymerization （ATRP） and UV-induced strain promoted azide-alkyne cycloaddtion （SPAAC） reaction. A di-bromo ATRP initiator （Br-ini-Br） containing cyclopropenone-masked diben...
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| Veröffentlicht in: | Science China. Chemistry 2016-10, Vol.59 (10), p.1277-1282 |
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| container_title | Science China. Chemistry |
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| creator | Hu, Jinghui Sun, Peng Jiang, Xiubo Zhu, Wen Zhang, Ke |
| description | In the present study, we synthesized well-defined tadpole-shaped polystyrene （PS） via the combination of atom transfer radical polymerization （ATRP） and UV-induced strain promoted azide-alkyne cycloaddtion （SPAAC） reaction. A di-bromo ATRP initiator （Br-ini-Br） containing cyclopropenone-masked dibenzocyclooctyne group was used to prepare the linear PS with a cyclopropenone-masked dibenzocyclooctyne in the middle of the chain and bromo groups at both ends （Br-PS-Br）. Then we used the single electron transfer-nitroxide radical coupling （SET-NRC） reaction to transfer the bromo end groups to azide groups （N3-PS-N3）. After UV irradiation, the dibenzocyclooctyne group was quantitatively released, and intramolecularly reacted with alternative azide end group to produce the tadpole-shaped PS based on SPAAC reaction. |
| doi_str_mv | 10.1007/s11426-016-0126-5 |
| format | Article |
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A di-bromo ATRP initiator （Br-ini-Br） containing cyclopropenone-masked dibenzocyclooctyne group was used to prepare the linear PS with a cyclopropenone-masked dibenzocyclooctyne in the middle of the chain and bromo groups at both ends （Br-PS-Br）. Then we used the single electron transfer-nitroxide radical coupling （SET-NRC） reaction to transfer the bromo end groups to azide groups （N3-PS-N3）. After UV irradiation, the dibenzocyclooctyne group was quantitatively released, and intramolecularly reacted with alternative azide end group to produce the tadpole-shaped PS based on SPAAC reaction.</description><identifier>ISSN: 1674-7291</identifier><identifier>EISSN: 1869-1870</identifier><identifier>DOI: 10.1007/s11426-016-0126-5</identifier><language>eng</language><publisher>Beijing: Science China Press</publisher><subject>Alkynes ; Chemistry ; Chemistry and Materials Science ; Chemistry/Food Science ; Cycloaddition ; Electron transfer ; Polystyrene resins ; Single electrons ; Ultraviolet radiation ; 原子转移自由基聚合 ; 叠氮基团 ; 应变 ; 环加成反应 ; 紫外光诱导 ; 紫外线照射 ; 聚合物基 ; 蝌蚪</subject><ispartof>Science China. Chemistry, 2016-10, Vol.59 (10), p.1277-1282</ispartof><rights>Science China Press and Springer-Verlag Berlin Heidelberg 2016</rights><rights>Science China Press and Springer-Verlag Berlin Heidelberg 2016.</rights><lds50>peer_reviewed</lds50><woscitedreferencessubscribed>false</woscitedreferencessubscribed><citedby>FETCH-LOGICAL-c343t-b18671aa53bf23f9c389dd63a5914e1870ac179bdf59ef7338013453d3eea9103</citedby><cites>FETCH-LOGICAL-c343t-b18671aa53bf23f9c389dd63a5914e1870ac179bdf59ef7338013453d3eea9103</cites></display><links><openurl>$$Topenurl_article</openurl><openurlfulltext>$$Topenurlfull_article</openurlfulltext><thumbnail>$$Uhttp://image.cqvip.com/vip1000/qk/60113X/60113X.jpg</thumbnail><linktopdf>$$Uhttps://link.springer.com/content/pdf/10.1007/s11426-016-0126-5$$EPDF$$P50$$Gspringer$$H</linktopdf><linktohtml>$$Uhttps://www.proquest.com/docview/2918566642?pq-origsite=primo$$EHTML$$P50$$Gproquest$$H</linktohtml><link.rule.ids>314,777,781,21369,21370,21371,21372,23237,27905,27906,33511,33684,33725,33986,34295,41469,42538,43640,43768,43786,43934,44048,51300,64364,64368,72218</link.rule.ids></links><search><creatorcontrib>Hu, Jinghui</creatorcontrib><creatorcontrib>Sun, Peng</creatorcontrib><creatorcontrib>Jiang, Xiubo</creatorcontrib><creatorcontrib>Zhu, Wen</creatorcontrib><creatorcontrib>Zhang, Ke</creatorcontrib><title>Tadpole-shaped polymers based on UV-induced strain promoted azide-alkyne cycloaddition reaction</title><title>Science China. Chemistry</title><addtitle>Sci. China Chem</addtitle><addtitle>SCIENCE CHINA Chemistry</addtitle><description>In the present study, we synthesized well-defined tadpole-shaped polystyrene （PS） via the combination of atom transfer radical polymerization （ATRP） and UV-induced strain promoted azide-alkyne cycloaddtion （SPAAC） reaction. A di-bromo ATRP initiator （Br-ini-Br） containing cyclopropenone-masked dibenzocyclooctyne group was used to prepare the linear PS with a cyclopropenone-masked dibenzocyclooctyne in the middle of the chain and bromo groups at both ends （Br-PS-Br）. Then we used the single electron transfer-nitroxide radical coupling （SET-NRC） reaction to transfer the bromo end groups to azide groups （N3-PS-N3）. After UV irradiation, the dibenzocyclooctyne group was quantitatively released, and intramolecularly reacted with alternative azide end group to produce the tadpole-shaped PS based on SPAAC reaction.</description><subject>Alkynes</subject><subject>Chemistry</subject><subject>Chemistry and Materials Science</subject><subject>Chemistry/Food Science</subject><subject>Cycloaddition</subject><subject>Electron transfer</subject><subject>Polystyrene resins</subject><subject>Single electrons</subject><subject>Ultraviolet radiation</subject><subject>原子转移自由基聚合</subject><subject>叠氮基团</subject><subject>应变</subject><subject>环加成反应</subject><subject>紫外光诱导</subject><subject>紫外线照射</subject><subject>聚合物基</subject><subject>蝌蚪</subject><issn>1674-7291</issn><issn>1869-1870</issn><fulltext>true</fulltext><rsrctype>article</rsrctype><creationdate>2016</creationdate><recordtype>article</recordtype><sourceid>ABUWG</sourceid><sourceid>AFKRA</sourceid><sourceid>AZQEC</sourceid><sourceid>BENPR</sourceid><sourceid>CCPQU</sourceid><sourceid>DWQXO</sourceid><sourceid>GNUQQ</sourceid><recordid>eNp9UMtqwzAQFKWFhjQf0Jtpz2oly5LsYwl9QaCXpFchS3Li1LEcyTm4X981Du2tgkUzsLO7MwjdUvJACZGPkdIsFZjQsQDwCzSjuSgwzSW5BCxkhmVa0Gu0iHFP4DFGUslnSK217XzjcNzpztkE8HBwISaljkB9m2w-cd3akwEW-6DrNumCP_geuP6urcO6-Rpal5jBNF5bW_c1qILTZgQ36KrSTXSL8z9Hm5fn9fINrz5e35dPK2xYxnpcwrmSas1ZWaWsKgzLC2sF07ygmRttaENlUdqKF66SjOWEsowzy5zTBSVsju6nuXDc8eRir_b-FFpYqcB3zoUQWQpddOoywccYXKW6UB90GBQlaoxSTVEqiFKNUSoOmnTSROhtty78Tf5PdHdetPPt9gi6301CEjAL6bMfK12B7w</recordid><startdate>20161001</startdate><enddate>20161001</enddate><creator>Hu, Jinghui</creator><creator>Sun, Peng</creator><creator>Jiang, Xiubo</creator><creator>Zhu, Wen</creator><creator>Zhang, Ke</creator><general>Science China Press</general><general>Springer Nature B.V</general><scope>2RA</scope><scope>92L</scope><scope>CQIGP</scope><scope>~WA</scope><scope>AAYXX</scope><scope>CITATION</scope><scope>3V.</scope><scope>7XB</scope><scope>88I</scope><scope>8FE</scope><scope>8FG</scope><scope>8FK</scope><scope>ABJCF</scope><scope>ABUWG</scope><scope>AFKRA</scope><scope>AZQEC</scope><scope>BENPR</scope><scope>BGLVJ</scope><scope>CCPQU</scope><scope>D1I</scope><scope>DWQXO</scope><scope>GNUQQ</scope><scope>HCIFZ</scope><scope>KB.</scope><scope>M2P</scope><scope>PDBOC</scope><scope>PQEST</scope><scope>PQQKQ</scope><scope>PQUKI</scope><scope>Q9U</scope></search><sort><creationdate>20161001</creationdate><title>Tadpole-shaped polymers based on UV-induced strain promoted azide-alkyne cycloaddition reaction</title><author>Hu, Jinghui ; Sun, Peng ; Jiang, Xiubo ; Zhu, Wen ; Zhang, Ke</author></sort><facets><frbrtype>5</frbrtype><frbrgroupid>cdi_FETCH-LOGICAL-c343t-b18671aa53bf23f9c389dd63a5914e1870ac179bdf59ef7338013453d3eea9103</frbrgroupid><rsrctype>articles</rsrctype><prefilter>articles</prefilter><language>eng</language><creationdate>2016</creationdate><topic>Alkynes</topic><topic>Chemistry</topic><topic>Chemistry and Materials Science</topic><topic>Chemistry/Food Science</topic><topic>Cycloaddition</topic><topic>Electron transfer</topic><topic>Polystyrene resins</topic><topic>Single electrons</topic><topic>Ultraviolet radiation</topic><topic>原子转移自由基聚合</topic><topic>叠氮基团</topic><topic>应变</topic><topic>环加成反应</topic><topic>紫外光诱导</topic><topic>紫外线照射</topic><topic>聚合物基</topic><topic>蝌蚪</topic><toplevel>peer_reviewed</toplevel><toplevel>online_resources</toplevel><creatorcontrib>Hu, Jinghui</creatorcontrib><creatorcontrib>Sun, Peng</creatorcontrib><creatorcontrib>Jiang, Xiubo</creatorcontrib><creatorcontrib>Zhu, Wen</creatorcontrib><creatorcontrib>Zhang, Ke</creatorcontrib><collection>中文科技期刊数据库</collection><collection>中文科技期刊数据库-CALIS站点</collection><collection>中文科技期刊数据库-7.0平台</collection><collection>中文科技期刊数据库- 镜像站点</collection><collection>CrossRef</collection><collection>ProQuest Central (Corporate)</collection><collection>ProQuest Central (purchase pre-March 2016)</collection><collection>Science Database (Alumni Edition)</collection><collection>ProQuest SciTech Collection</collection><collection>ProQuest Technology Collection</collection><collection>ProQuest Central (Alumni) (purchase pre-March 2016)</collection><collection>Materials Science & Engineering Collection</collection><collection>ProQuest Central (Alumni Edition)</collection><collection>ProQuest Central UK/Ireland</collection><collection>ProQuest Central Essentials</collection><collection>ProQuest Central</collection><collection>Technology Collection</collection><collection>ProQuest One Community College</collection><collection>ProQuest Materials Science Collection</collection><collection>ProQuest Central Korea</collection><collection>ProQuest Central Student</collection><collection>SciTech Premium Collection</collection><collection>Materials Science Database</collection><collection>Science Database</collection><collection>Materials Science Collection</collection><collection>ProQuest One Academic Eastern Edition (DO NOT USE)</collection><collection>ProQuest One Academic</collection><collection>ProQuest One Academic UKI Edition</collection><collection>ProQuest Central Basic</collection><jtitle>Science China. Chemistry</jtitle></facets><delivery><delcategory>Remote Search Resource</delcategory><fulltext>fulltext</fulltext></delivery><addata><au>Hu, Jinghui</au><au>Sun, Peng</au><au>Jiang, Xiubo</au><au>Zhu, Wen</au><au>Zhang, Ke</au><format>journal</format><genre>article</genre><ristype>JOUR</ristype><atitle>Tadpole-shaped polymers based on UV-induced strain promoted azide-alkyne cycloaddition reaction</atitle><jtitle>Science China. Chemistry</jtitle><stitle>Sci. China Chem</stitle><addtitle>SCIENCE CHINA Chemistry</addtitle><date>2016-10-01</date><risdate>2016</risdate><volume>59</volume><issue>10</issue><spage>1277</spage><epage>1282</epage><pages>1277-1282</pages><issn>1674-7291</issn><eissn>1869-1870</eissn><abstract>In the present study, we synthesized well-defined tadpole-shaped polystyrene （PS） via the combination of atom transfer radical polymerization （ATRP） and UV-induced strain promoted azide-alkyne cycloaddtion （SPAAC） reaction. A di-bromo ATRP initiator （Br-ini-Br） containing cyclopropenone-masked dibenzocyclooctyne group was used to prepare the linear PS with a cyclopropenone-masked dibenzocyclooctyne in the middle of the chain and bromo groups at both ends （Br-PS-Br）. Then we used the single electron transfer-nitroxide radical coupling （SET-NRC） reaction to transfer the bromo end groups to azide groups （N3-PS-N3）. After UV irradiation, the dibenzocyclooctyne group was quantitatively released, and intramolecularly reacted with alternative azide end group to produce the tadpole-shaped PS based on SPAAC reaction.</abstract><cop>Beijing</cop><pub>Science China Press</pub><doi>10.1007/s11426-016-0126-5</doi><tpages>6</tpages></addata></record> |
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| subjects | Alkynes Chemistry Chemistry and Materials Science Chemistry/Food Science Cycloaddition Electron transfer Polystyrene resins Single electrons Ultraviolet radiation 原子转移自由基聚合 叠氮基团 应变 环加成反应 紫外光诱导 紫外线照射 聚合物基 蝌蚪 |
| title | Tadpole-shaped polymers based on UV-induced strain promoted azide-alkyne cycloaddition reaction |
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