Synthesis and Characterization of N,N-Bis(2-hydroxyethyl) Cinnamamide as a Photo-Responsive Monomer
N,N-Bis(2-hydroxyethyl) cinnamamide (BHECA), a diol monomer with a pendant photo-responsive cinnamamide group, was successfully synthesized in high yield from methyl cinnamate (MC) and diethanolamine (DEA) under mild conditions. This ammonolysis approach is characterized by readily available and saf...
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Veröffentlicht in: | Designed monomers and polymers 2011-01, Vol.14 (1), p.47-55 |
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description | N,N-Bis(2-hydroxyethyl) cinnamamide (BHECA), a diol monomer with a pendant photo-responsive cinnamamide group, was successfully synthesized in high yield from methyl cinnamate (MC) and diethanolamine (DEA) under mild conditions. This ammonolysis approach is characterized by readily
available and safe raw material, high yield and easy separation. Also, it does not require the use of an organic solvent. The product was characterized with element analysis, FT-IR,
1
H-NMR, MS, DSC and TGA. Its photo-response was tested by ultraviolet absorption. BHECA is able to
undergo reversible [2+2] cycloaddition under alternating >260 nm and |
doi_str_mv | 10.1163/138577210X541196 |
format | Article |
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available and safe raw material, high yield and easy separation. Also, it does not require the use of an organic solvent. The product was characterized with element analysis, FT-IR,
1
H-NMR, MS, DSC and TGA. Its photo-response was tested by ultraviolet absorption. BHECA is able to
undergo reversible [2+2] cycloaddition under alternating >260 nm and <260 nm ultraviolet irradiation and, therefore, appears to be a potential functional monomer for synthesis of novel photo-responsive polymers.</description><identifier>ISSN: 1568-5551</identifier><identifier>EISSN: 1568-5551</identifier><identifier>DOI: 10.1163/138577210X541196</identifier><language>eng</language><publisher>Taylor & Francis Group</publisher><subject>LIGHT-INDUCED SHAPE MEMORY POLYMERS ; N,N-BIS(2-HYDROXYETHYL) CINNAMAMIDE ; PHOTO-RESISTS ; PHOTO-RESPONSIVE POLYMER ; PHOTO-SENSITIVE MONOMER</subject><ispartof>Designed monomers and polymers, 2011-01, Vol.14 (1), p.47-55</ispartof><rights>Copyright Taylor & Francis Group, LLC 2011</rights><lds50>peer_reviewed</lds50><oa>free_for_read</oa><woscitedreferencessubscribed>false</woscitedreferencessubscribed><citedby>FETCH-LOGICAL-c337t-e8ce5cb8eb074ae1f64f66c96b9a28bf4aa43e225d9625d4f7efa4c4bcd5211a3</citedby><cites>FETCH-LOGICAL-c337t-e8ce5cb8eb074ae1f64f66c96b9a28bf4aa43e225d9625d4f7efa4c4bcd5211a3</cites></display><links><openurl>$$Topenurl_article</openurl><openurlfulltext>$$Topenurlfull_article</openurlfulltext><thumbnail>$$Tsyndetics_thumb_exl</thumbnail><link.rule.ids>314,780,784,27924,27925</link.rule.ids></links><search><creatorcontrib>Jin, Chunli</creatorcontrib><creatorcontrib>Sun, Xiangying</creatorcontrib><creatorcontrib>Wu, Linbo</creatorcontrib><title>Synthesis and Characterization of N,N-Bis(2-hydroxyethyl) Cinnamamide as a Photo-Responsive Monomer</title><title>Designed monomers and polymers</title><description>N,N-Bis(2-hydroxyethyl) cinnamamide (BHECA), a diol monomer with a pendant photo-responsive cinnamamide group, was successfully synthesized in high yield from methyl cinnamate (MC) and diethanolamine (DEA) under mild conditions. This ammonolysis approach is characterized by readily
available and safe raw material, high yield and easy separation. Also, it does not require the use of an organic solvent. The product was characterized with element analysis, FT-IR,
1
H-NMR, MS, DSC and TGA. Its photo-response was tested by ultraviolet absorption. BHECA is able to
undergo reversible [2+2] cycloaddition under alternating >260 nm and <260 nm ultraviolet irradiation and, therefore, appears to be a potential functional monomer for synthesis of novel photo-responsive polymers.</description><subject>LIGHT-INDUCED SHAPE MEMORY POLYMERS</subject><subject>N,N-BIS(2-HYDROXYETHYL) CINNAMAMIDE</subject><subject>PHOTO-RESISTS</subject><subject>PHOTO-RESPONSIVE POLYMER</subject><subject>PHOTO-SENSITIVE MONOMER</subject><issn>1568-5551</issn><issn>1568-5551</issn><fulltext>true</fulltext><rsrctype>article</rsrctype><creationdate>2011</creationdate><recordtype>article</recordtype><recordid>eNp1kEtLxDAUhYMoOI7uXWapYLVpHu3gSosvGEfxAe7KbXpDI20yJEWtv96RcSGCm3PO5juLj5B9lh4zpvgJ44XM84ylL1IwNlMbZMKkKhIpJdv8tbfJToyvaZpxXogJ0Y-jG1qMNlJwDS1bCKAHDPYTBusd9YYujhbJuY0HWdKOTfAfIw7t2B3S0joHPfS2QQornN63fvDJA8ald9G-Ib31zvcYdsmWgS7i3k9PyfPlxVN5nczvrm7Ks3miOc-HBAuNUtcF1mkuAJlRwiilZ6qeQVbURgAIjlkmm5lahTA5GhBa1LqRGWPApyRd_-rgYwxoqmWwPYSxYmn1Lan6K2mFnK4R64wPPbz70DXVAGPngwngtI0V_5f-Aisubm4</recordid><startdate>20110101</startdate><enddate>20110101</enddate><creator>Jin, Chunli</creator><creator>Sun, Xiangying</creator><creator>Wu, Linbo</creator><general>Taylor & Francis Group</general><scope>AAYXX</scope><scope>CITATION</scope></search><sort><creationdate>20110101</creationdate><title>Synthesis and Characterization of N,N-Bis(2-hydroxyethyl) Cinnamamide as a Photo-Responsive Monomer</title><author>Jin, Chunli ; Sun, Xiangying ; Wu, Linbo</author></sort><facets><frbrtype>5</frbrtype><frbrgroupid>cdi_FETCH-LOGICAL-c337t-e8ce5cb8eb074ae1f64f66c96b9a28bf4aa43e225d9625d4f7efa4c4bcd5211a3</frbrgroupid><rsrctype>articles</rsrctype><prefilter>articles</prefilter><language>eng</language><creationdate>2011</creationdate><topic>LIGHT-INDUCED SHAPE MEMORY POLYMERS</topic><topic>N,N-BIS(2-HYDROXYETHYL) CINNAMAMIDE</topic><topic>PHOTO-RESISTS</topic><topic>PHOTO-RESPONSIVE POLYMER</topic><topic>PHOTO-SENSITIVE MONOMER</topic><toplevel>peer_reviewed</toplevel><toplevel>online_resources</toplevel><creatorcontrib>Jin, Chunli</creatorcontrib><creatorcontrib>Sun, Xiangying</creatorcontrib><creatorcontrib>Wu, Linbo</creatorcontrib><collection>CrossRef</collection><jtitle>Designed monomers and polymers</jtitle></facets><delivery><delcategory>Remote Search Resource</delcategory><fulltext>fulltext</fulltext></delivery><addata><au>Jin, Chunli</au><au>Sun, Xiangying</au><au>Wu, Linbo</au><format>journal</format><genre>article</genre><ristype>JOUR</ristype><atitle>Synthesis and Characterization of N,N-Bis(2-hydroxyethyl) Cinnamamide as a Photo-Responsive Monomer</atitle><jtitle>Designed monomers and polymers</jtitle><date>2011-01-01</date><risdate>2011</risdate><volume>14</volume><issue>1</issue><spage>47</spage><epage>55</epage><pages>47-55</pages><issn>1568-5551</issn><eissn>1568-5551</eissn><abstract>N,N-Bis(2-hydroxyethyl) cinnamamide (BHECA), a diol monomer with a pendant photo-responsive cinnamamide group, was successfully synthesized in high yield from methyl cinnamate (MC) and diethanolamine (DEA) under mild conditions. This ammonolysis approach is characterized by readily
available and safe raw material, high yield and easy separation. Also, it does not require the use of an organic solvent. The product was characterized with element analysis, FT-IR,
1
H-NMR, MS, DSC and TGA. Its photo-response was tested by ultraviolet absorption. BHECA is able to
undergo reversible [2+2] cycloaddition under alternating >260 nm and <260 nm ultraviolet irradiation and, therefore, appears to be a potential functional monomer for synthesis of novel photo-responsive polymers.</abstract><pub>Taylor & Francis Group</pub><doi>10.1163/138577210X541196</doi><tpages>9</tpages><oa>free_for_read</oa></addata></record> |
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subjects | LIGHT-INDUCED SHAPE MEMORY POLYMERS N,N-BIS(2-HYDROXYETHYL) CINNAMAMIDE PHOTO-RESISTS PHOTO-RESPONSIVE POLYMER PHOTO-SENSITIVE MONOMER |
title | Synthesis and Characterization of N,N-Bis(2-hydroxyethyl) Cinnamamide as a Photo-Responsive Monomer |
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