Benzoin type photoinitiator for free radical polymerization
Benzoin, a popular photoinitiator for free radical polymerization of vinyl monomers, was improved by introduction of two methyl thioether substituents. This new benzoin derivative showed an about 50 times higher light absorption in the near‐UV spectral region and performed better than the unsubstitu...
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Veröffentlicht in: | Journal of polymer science. Part A, Polymer chemistry Polymer chemistry, 2013-04, Vol.51 (8), p.1865-1871 |
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container_title | Journal of polymer science. Part A, Polymer chemistry |
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creator | Esen, Duygu Sevinc Arsu, Nergis Da Silva, José P. Jockusch, Steffen Turro, Nicholas J. |
description | Benzoin, a popular photoinitiator for free radical polymerization of vinyl monomers, was improved by introduction of two methyl thioether substituents. This new benzoin derivative showed an about 50 times higher light absorption in the near‐UV spectral region and performed better than the unsubstituted benzoin in polymerization experiments in bulk solutions or films of acrylate monomers when low initiator concentrations are used. Laser flash photolysis, low temperature luminescence experiments and photoproduct studies by mass spectrometry suggest that a slow α‐cleavage mechanism (kα = 2.2 × 105 s−1) from the electronic triplet state with a quantum yield of 0.1 is the primary photoreaction to generate the initiating free radicals. © 2013 Wiley Periodicals, Inc. J Polym Sci Part A: Polym Chem, 2013
This new benzoin derivative performed significantly better in photo‐polymerization experiments of bulk solutions or films of acrylate monomers than the unsubstituted benzoin, a popular photoinitiator. Studies suggest that a slow α‐cleavage mechanism from the electronic triplet state with a quantum yield of 0.1 is the primary photoreaction to generate the initiating free radicals. |
doi_str_mv | 10.1002/pola.26569 |
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This new benzoin derivative performed significantly better in photo‐polymerization experiments of bulk solutions or films of acrylate monomers than the unsubstituted benzoin, a popular photoinitiator. Studies suggest that a slow α‐cleavage mechanism from the electronic triplet state with a quantum yield of 0.1 is the primary photoreaction to generate the initiating free radicals.</description><identifier>ISSN: 0887-624X</identifier><identifier>EISSN: 1099-0518</identifier><identifier>DOI: 10.1002/pola.26569</identifier><identifier>CODEN: JPLCAT</identifier><language>eng</language><publisher>Hoboken: Wiley Subscription Services, Inc., A Wiley Company</publisher><subject>Acrylates ; Applied sciences ; Benzoin ; Derivatives ; Electronics ; Exact sciences and technology ; Free radical polymerization ; Free radicals ; laser flash photolysis ; Monomers ; photochemistry ; photoinitiator ; Photoinitiators ; photophysics ; photopolymerization ; Physicochemistry of polymers ; Polymerization ; Polymers and radiations ; radical polymerization</subject><ispartof>Journal of polymer science. Part A, Polymer chemistry, 2013-04, Vol.51 (8), p.1865-1871</ispartof><rights>Copyright © 2013 Wiley Periodicals, Inc.</rights><rights>2014 INIST-CNRS</rights><woscitedreferencessubscribed>false</woscitedreferencessubscribed><citedby>FETCH-LOGICAL-c4689-e6359a7968e1789dd12927588b29914faaa2d7ccea70ed6c7c9668c35e0b4b853</citedby><cites>FETCH-LOGICAL-c4689-e6359a7968e1789dd12927588b29914faaa2d7ccea70ed6c7c9668c35e0b4b853</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%2Fpola.26569$$EPDF$$P50$$Gwiley$$H</linktopdf><linktohtml>$$Uhttps://onlinelibrary.wiley.com/doi/full/10.1002%2Fpola.26569$$EHTML$$P50$$Gwiley$$H</linktohtml><link.rule.ids>315,781,785,1418,27929,27930,45579,45580</link.rule.ids><backlink>$$Uhttp://pascal-francis.inist.fr/vibad/index.php?action=getRecordDetail&idt=27153422$$DView record in Pascal Francis$$Hfree_for_read</backlink></links><search><creatorcontrib>Esen, Duygu Sevinc</creatorcontrib><creatorcontrib>Arsu, Nergis</creatorcontrib><creatorcontrib>Da Silva, José P.</creatorcontrib><creatorcontrib>Jockusch, Steffen</creatorcontrib><creatorcontrib>Turro, Nicholas J.</creatorcontrib><title>Benzoin type photoinitiator for free radical polymerization</title><title>Journal of polymer science. Part A, Polymer chemistry</title><addtitle>J. Polym. Sci. A Polym. Chem</addtitle><description>Benzoin, a popular photoinitiator for free radical polymerization of vinyl monomers, was improved by introduction of two methyl thioether substituents. This new benzoin derivative showed an about 50 times higher light absorption in the near‐UV spectral region and performed better than the unsubstituted benzoin in polymerization experiments in bulk solutions or films of acrylate monomers when low initiator concentrations are used. Laser flash photolysis, low temperature luminescence experiments and photoproduct studies by mass spectrometry suggest that a slow α‐cleavage mechanism (kα = 2.2 × 105 s−1) from the electronic triplet state with a quantum yield of 0.1 is the primary photoreaction to generate the initiating free radicals. © 2013 Wiley Periodicals, Inc. J Polym Sci Part A: Polym Chem, 2013
This new benzoin derivative performed significantly better in photo‐polymerization experiments of bulk solutions or films of acrylate monomers than the unsubstituted benzoin, a popular photoinitiator. Studies suggest that a slow α‐cleavage mechanism from the electronic triplet state with a quantum yield of 0.1 is the primary photoreaction to generate the initiating free radicals.</description><subject>Acrylates</subject><subject>Applied sciences</subject><subject>Benzoin</subject><subject>Derivatives</subject><subject>Electronics</subject><subject>Exact sciences and technology</subject><subject>Free radical polymerization</subject><subject>Free radicals</subject><subject>laser flash photolysis</subject><subject>Monomers</subject><subject>photochemistry</subject><subject>photoinitiator</subject><subject>Photoinitiators</subject><subject>photophysics</subject><subject>photopolymerization</subject><subject>Physicochemistry of polymers</subject><subject>Polymerization</subject><subject>Polymers and radiations</subject><subject>radical polymerization</subject><issn>0887-624X</issn><issn>1099-0518</issn><fulltext>true</fulltext><rsrctype>article</rsrctype><creationdate>2013</creationdate><recordtype>article</recordtype><recordid>eNp9kFtLHDEYhkOp0O3qTX_BQCkUYTSHyYle6WI9sHgARe9CNvMNzXZ2Miaz6Prrm3V1L3rhRQghz_t8yYvQN4IPCMb0sA-tPaCCC_0JjQjWusScqM9ohJWSpaDVwxf0NaU5xvmOqxH6dQzdS_BdMax6KPo_YcgHP3g7hFg06xUBimhr72xbZP1qAdG_2MGHbhftNLZNsPe2j9Hd75PbyVk5vTo9nxxNS1cJpUsQjGsrtVBApNJ1Taimkis1o1qTqrHW0lo6B1ZiqIWTTguhHOOAZ9VMcTZGPzfePobHJaTBLHxy0La2g7BMhlRMS5YH6Ix-_w-dh2Xs8usMYYRrSbGgmdrfUC6GlCI0po9-YePKEGzWPZp1j-a1xwz_eFPalDtoou2cT9sElYSziq6lZMM9-RZWHxjN9dX06N1dbjI-DfC8zdj414j8I27uL0_Nwy1lN_cX2ByzfxD2kNU</recordid><startdate>20130415</startdate><enddate>20130415</enddate><creator>Esen, Duygu Sevinc</creator><creator>Arsu, Nergis</creator><creator>Da Silva, José P.</creator><creator>Jockusch, Steffen</creator><creator>Turro, Nicholas J.</creator><general>Wiley Subscription Services, Inc., A Wiley Company</general><general>Wiley</general><general>Wiley Subscription Services, Inc</general><scope>BSCLL</scope><scope>IQODW</scope><scope>AAYXX</scope><scope>CITATION</scope><scope>7SR</scope><scope>8FD</scope><scope>JG9</scope><scope>7SP</scope><scope>L7M</scope></search><sort><creationdate>20130415</creationdate><title>Benzoin type photoinitiator for free radical polymerization</title><author>Esen, Duygu Sevinc ; Arsu, Nergis ; Da Silva, José P. ; Jockusch, Steffen ; Turro, Nicholas J.</author></sort><facets><frbrtype>5</frbrtype><frbrgroupid>cdi_FETCH-LOGICAL-c4689-e6359a7968e1789dd12927588b29914faaa2d7ccea70ed6c7c9668c35e0b4b853</frbrgroupid><rsrctype>articles</rsrctype><prefilter>articles</prefilter><language>eng</language><creationdate>2013</creationdate><topic>Acrylates</topic><topic>Applied sciences</topic><topic>Benzoin</topic><topic>Derivatives</topic><topic>Electronics</topic><topic>Exact sciences and technology</topic><topic>Free radical polymerization</topic><topic>Free radicals</topic><topic>laser flash photolysis</topic><topic>Monomers</topic><topic>photochemistry</topic><topic>photoinitiator</topic><topic>Photoinitiators</topic><topic>photophysics</topic><topic>photopolymerization</topic><topic>Physicochemistry of polymers</topic><topic>Polymerization</topic><topic>Polymers and radiations</topic><topic>radical polymerization</topic><toplevel>online_resources</toplevel><creatorcontrib>Esen, Duygu Sevinc</creatorcontrib><creatorcontrib>Arsu, Nergis</creatorcontrib><creatorcontrib>Da Silva, José P.</creatorcontrib><creatorcontrib>Jockusch, Steffen</creatorcontrib><creatorcontrib>Turro, Nicholas J.</creatorcontrib><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><collection>Electronics & Communications Abstracts</collection><collection>Advanced Technologies Database with Aerospace</collection><jtitle>Journal of polymer science. Part A, Polymer chemistry</jtitle></facets><delivery><delcategory>Remote Search Resource</delcategory><fulltext>fulltext</fulltext></delivery><addata><au>Esen, Duygu Sevinc</au><au>Arsu, Nergis</au><au>Da Silva, José P.</au><au>Jockusch, Steffen</au><au>Turro, Nicholas J.</au><format>journal</format><genre>article</genre><ristype>JOUR</ristype><atitle>Benzoin type photoinitiator for free radical polymerization</atitle><jtitle>Journal of polymer science. Part A, Polymer chemistry</jtitle><addtitle>J. Polym. Sci. A Polym. Chem</addtitle><date>2013-04-15</date><risdate>2013</risdate><volume>51</volume><issue>8</issue><spage>1865</spage><epage>1871</epage><pages>1865-1871</pages><issn>0887-624X</issn><eissn>1099-0518</eissn><coden>JPLCAT</coden><abstract>Benzoin, a popular photoinitiator for free radical polymerization of vinyl monomers, was improved by introduction of two methyl thioether substituents. This new benzoin derivative showed an about 50 times higher light absorption in the near‐UV spectral region and performed better than the unsubstituted benzoin in polymerization experiments in bulk solutions or films of acrylate monomers when low initiator concentrations are used. Laser flash photolysis, low temperature luminescence experiments and photoproduct studies by mass spectrometry suggest that a slow α‐cleavage mechanism (kα = 2.2 × 105 s−1) from the electronic triplet state with a quantum yield of 0.1 is the primary photoreaction to generate the initiating free radicals. © 2013 Wiley Periodicals, Inc. J Polym Sci Part A: Polym Chem, 2013
This new benzoin derivative performed significantly better in photo‐polymerization experiments of bulk solutions or films of acrylate monomers than the unsubstituted benzoin, a popular photoinitiator. Studies suggest that a slow α‐cleavage mechanism from the electronic triplet state with a quantum yield of 0.1 is the primary photoreaction to generate the initiating free radicals.</abstract><cop>Hoboken</cop><pub>Wiley Subscription Services, Inc., A Wiley Company</pub><doi>10.1002/pola.26569</doi><tpages>7</tpages></addata></record> |
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subjects | Acrylates Applied sciences Benzoin Derivatives Electronics Exact sciences and technology Free radical polymerization Free radicals laser flash photolysis Monomers photochemistry photoinitiator Photoinitiators photophysics photopolymerization Physicochemistry of polymers Polymerization Polymers and radiations radical polymerization |
title | Benzoin type photoinitiator for free radical polymerization |
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