Ketoprofen as a photoinitiator for anionic polymerization
A new photoinitiating system for anionic polymerization of acrylates based on the efficient photodecarboxylation of Ketoprofen ( 1 ) and the related derivatives 3 and 4 that generate the corresponding carbanion intermediates is presented. Carbanion intermediates are confirmed by deuterium incorporat...
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| Veröffentlicht in: | Photochemical & photobiological sciences 2015-06, Vol.14 (6), p.1120-1126 |
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| container_title | Photochemical & photobiological sciences |
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| creator | Wang, Yu-Hsuan Wan, Peter |
| description | A new photoinitiating system for anionic polymerization of acrylates based on the efficient photodecarboxylation of Ketoprofen (
1
) and the related derivatives
3
and
4
that generate the corresponding carbanion intermediates is presented. Carbanion intermediates are confirmed by deuterium incorporation in the trapped Michael adducts and by spectroscopic detection using laser flash photolysis (LFP). This novel anionic initiating system features excitation in the near UV and visible regions, potential characteristics of photocontrolled living polymerization, and metal-free photoinitiators generated from photoexcitation, different from typical anionic polymerization where the polymerizations are initiated by heat and strong base containing alkali metals. |
| doi_str_mv | 10.1039/c4pp00454j |
| format | Article |
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1
) and the related derivatives
3
and
4
that generate the corresponding carbanion intermediates is presented. Carbanion intermediates are confirmed by deuterium incorporation in the trapped Michael adducts and by spectroscopic detection using laser flash photolysis (LFP). This novel anionic initiating system features excitation in the near UV and visible regions, potential characteristics of photocontrolled living polymerization, and metal-free photoinitiators generated from photoexcitation, different from typical anionic polymerization where the polymerizations are initiated by heat and strong base containing alkali metals.</description><identifier>ISSN: 1474-905X</identifier><identifier>EISSN: 1474-9092</identifier><identifier>DOI: 10.1039/c4pp00454j</identifier><identifier>PMID: 25917384</identifier><language>eng</language><publisher>Cham: Springer International Publishing</publisher><subject>Anions - metabolism ; Biochemistry ; Biomaterials ; Chemistry ; Ketoprofen - chemistry ; Ketoprofen - pharmacology ; Lasers ; Light ; Magnetic Resonance Spectroscopy ; Molecular Structure ; Physical Chemistry ; Plant Sciences ; Polymerization - drug effects</subject><ispartof>Photochemical & photobiological sciences, 2015-06, Vol.14 (6), p.1120-1126</ispartof><rights>The Royal Society of Chemistry and Owner Societies 2015</rights><lds50>peer_reviewed</lds50><woscitedreferencessubscribed>false</woscitedreferencessubscribed><citedby>FETCH-LOGICAL-c426t-48fd3b1a22732543fd5efe9c0c4d4036f10529b1478fc692d49b1a3ea9697f823</citedby><cites>FETCH-LOGICAL-c426t-48fd3b1a22732543fd5efe9c0c4d4036f10529b1478fc692d49b1a3ea9697f823</cites></display><links><openurl>$$Topenurl_article</openurl><openurlfulltext>$$Topenurlfull_article</openurlfulltext><thumbnail>$$Tsyndetics_thumb_exl</thumbnail><linktopdf>$$Uhttps://link.springer.com/content/pdf/10.1039/c4pp00454j$$EPDF$$P50$$Gspringer$$H</linktopdf><linktohtml>$$Uhttps://link.springer.com/10.1039/c4pp00454j$$EHTML$$P50$$Gspringer$$H</linktohtml><link.rule.ids>314,780,784,27922,27923,41486,42555,51317</link.rule.ids><backlink>$$Uhttps://www.ncbi.nlm.nih.gov/pubmed/25917384$$D View this record in MEDLINE/PubMed$$Hfree_for_read</backlink></links><search><creatorcontrib>Wang, Yu-Hsuan</creatorcontrib><creatorcontrib>Wan, Peter</creatorcontrib><title>Ketoprofen as a photoinitiator for anionic polymerization</title><title>Photochemical & photobiological sciences</title><addtitle>Photochem Photobiol Sci</addtitle><addtitle>Photochem Photobiol Sci</addtitle><description>A new photoinitiating system for anionic polymerization of acrylates based on the efficient photodecarboxylation of Ketoprofen (
1
) and the related derivatives
3
and
4
that generate the corresponding carbanion intermediates is presented. Carbanion intermediates are confirmed by deuterium incorporation in the trapped Michael adducts and by spectroscopic detection using laser flash photolysis (LFP). This novel anionic initiating system features excitation in the near UV and visible regions, potential characteristics of photocontrolled living polymerization, and metal-free photoinitiators generated from photoexcitation, different from typical anionic polymerization where the polymerizations are initiated by heat and strong base containing alkali metals.</description><subject>Anions - metabolism</subject><subject>Biochemistry</subject><subject>Biomaterials</subject><subject>Chemistry</subject><subject>Ketoprofen - chemistry</subject><subject>Ketoprofen - pharmacology</subject><subject>Lasers</subject><subject>Light</subject><subject>Magnetic Resonance Spectroscopy</subject><subject>Molecular Structure</subject><subject>Physical Chemistry</subject><subject>Plant Sciences</subject><subject>Polymerization - drug effects</subject><issn>1474-905X</issn><issn>1474-9092</issn><fulltext>true</fulltext><rsrctype>article</rsrctype><creationdate>2015</creationdate><recordtype>article</recordtype><sourceid>EIF</sourceid><recordid>eNptkMtKAzEUhoMotlY3PoDMUpTR3GeylOINC24U3IU0k2jKzGRMMov69EZa68bF4dw-fs75AThF8ApBIq41HQYIKaOrPTBFtKKlgALv72r2NgFHMa4gRIzy6hBMMBOoIjWdAvFkkh-Ct6YvVCxUMXz45F3vklPJh8LmUL3zvdPF4Nt1Z4L7UikPjsGBVW00J9s8A693ty_zh3LxfP84v1mUmmKeSlrbhiyRwrgimFFiG2asERpq2lBIuEWQYbHMp9ZWc4EbmhtFjBJcVLbGZAbON7r5ys_RxCQ7F7VpW9UbP0aJeM0hryjjGb3YoDr4GIOxcgiuU2EtEZQ_Vsk_qzJ8ttUdl51pduivNxm43AAxr_p3E-TKj6HPv_4n9w1CP3Kf</recordid><startdate>20150601</startdate><enddate>20150601</enddate><creator>Wang, Yu-Hsuan</creator><creator>Wan, Peter</creator><general>Springer International Publishing</general><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></search><sort><creationdate>20150601</creationdate><title>Ketoprofen as a photoinitiator for anionic polymerization</title><author>Wang, Yu-Hsuan ; Wan, Peter</author></sort><facets><frbrtype>5</frbrtype><frbrgroupid>cdi_FETCH-LOGICAL-c426t-48fd3b1a22732543fd5efe9c0c4d4036f10529b1478fc692d49b1a3ea9697f823</frbrgroupid><rsrctype>articles</rsrctype><prefilter>articles</prefilter><language>eng</language><creationdate>2015</creationdate><topic>Anions - metabolism</topic><topic>Biochemistry</topic><topic>Biomaterials</topic><topic>Chemistry</topic><topic>Ketoprofen - chemistry</topic><topic>Ketoprofen - pharmacology</topic><topic>Lasers</topic><topic>Light</topic><topic>Magnetic Resonance Spectroscopy</topic><topic>Molecular Structure</topic><topic>Physical Chemistry</topic><topic>Plant Sciences</topic><topic>Polymerization - drug effects</topic><toplevel>peer_reviewed</toplevel><toplevel>online_resources</toplevel><creatorcontrib>Wang, Yu-Hsuan</creatorcontrib><creatorcontrib>Wan, Peter</creatorcontrib><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><jtitle>Photochemical & photobiological sciences</jtitle></facets><delivery><delcategory>Remote Search Resource</delcategory><fulltext>fulltext</fulltext></delivery><addata><au>Wang, Yu-Hsuan</au><au>Wan, Peter</au><format>journal</format><genre>article</genre><ristype>JOUR</ristype><atitle>Ketoprofen as a photoinitiator for anionic polymerization</atitle><jtitle>Photochemical & photobiological sciences</jtitle><stitle>Photochem Photobiol Sci</stitle><addtitle>Photochem Photobiol Sci</addtitle><date>2015-06-01</date><risdate>2015</risdate><volume>14</volume><issue>6</issue><spage>1120</spage><epage>1126</epage><pages>1120-1126</pages><issn>1474-905X</issn><eissn>1474-9092</eissn><abstract>A new photoinitiating system for anionic polymerization of acrylates based on the efficient photodecarboxylation of Ketoprofen (
1
) and the related derivatives
3
and
4
that generate the corresponding carbanion intermediates is presented. Carbanion intermediates are confirmed by deuterium incorporation in the trapped Michael adducts and by spectroscopic detection using laser flash photolysis (LFP). This novel anionic initiating system features excitation in the near UV and visible regions, potential characteristics of photocontrolled living polymerization, and metal-free photoinitiators generated from photoexcitation, different from typical anionic polymerization where the polymerizations are initiated by heat and strong base containing alkali metals.</abstract><cop>Cham</cop><pub>Springer International Publishing</pub><pmid>25917384</pmid><doi>10.1039/c4pp00454j</doi><tpages>7</tpages></addata></record> |
| fulltext | fulltext |
| identifier | ISSN: 1474-905X |
| ispartof | Photochemical & photobiological sciences, 2015-06, Vol.14 (6), p.1120-1126 |
| issn | 1474-905X 1474-9092 |
| language | eng |
| recordid | cdi_proquest_miscellaneous_1686067456 |
| source | MEDLINE; Royal Society Of Chemistry Journals 2008-; SpringerLink Journals - AutoHoldings |
| subjects | Anions - metabolism Biochemistry Biomaterials Chemistry Ketoprofen - chemistry Ketoprofen - pharmacology Lasers Light Magnetic Resonance Spectroscopy Molecular Structure Physical Chemistry Plant Sciences Polymerization - drug effects |
| title | Ketoprofen as a photoinitiator for anionic polymerization |
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