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Facile fabrication of end-functional PLLA with AIEgens via Ugi reaction
Herein, we report a facile approach to synthesize poly(l-lactide) (PLLA) with end-capped aggregation-induced emission (AIE) luminogens via the Ugi reaction, a typical multi-component reactions (MCRs). In the presence of carboxylic acid and isocyanide, end-functionalized PLLA with tetraphenylethylene...
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Published in: | Polymer (Guilford) 2022-01, Vol.239, p.124432, Article 124432 |
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description | Herein, we report a facile approach to synthesize poly(l-lactide) (PLLA) with end-capped aggregation-induced emission (AIE) luminogens via the Ugi reaction, a typical multi-component reactions (MCRs). In the presence of carboxylic acid and isocyanide, end-functionalized PLLA with tetraphenylethylene (TPE), i.e., PLLA-TPE, can be synthesized from aldehyde-terminated PLLA and amine-substituted TPE. The photophysical properties of PLLA-TPE in solution and in solid film were investigated. Also, the impact of TPE end-group on the crystallization behavior of PLLA and the influence of crystallization on photoluminescence were examined. This work provides an effective approach for the development of novel end-functionalized polymers.
[Display omitted]
•End-functional PLLA with AIEgens can be synthesized via the Ugi reaction.•PLLA chains can promote the aggregating of TPE motifs, giving a low critical concentration of AIE.•Crystallization of PLLA gives rise to a weakened aggregation of TPE motifs, resulting in the reduced PL intensity. |
doi_str_mv | 10.1016/j.polymer.2021.124432 |
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[Display omitted]
•End-functional PLLA with AIEgens can be synthesized via the Ugi reaction.•PLLA chains can promote the aggregating of TPE motifs, giving a low critical concentration of AIE.•Crystallization of PLLA gives rise to a weakened aggregation of TPE motifs, resulting in the reduced PL intensity.</description><identifier>ISSN: 0032-3861</identifier><identifier>EISSN: 1873-2291</identifier><identifier>DOI: 10.1016/j.polymer.2021.124432</identifier><language>eng</language><publisher>Kidlington: Elsevier Ltd</publisher><subject>Aggregation-induced emission ; Aldehydes ; Carboxylic acids ; Crystallization ; End-functionalization ; Fabrication ; Photoluminescence ; Photons ; Poly(L-lactide) ; Polylactic acid ; Polymers ; Ugi reaction</subject><ispartof>Polymer (Guilford), 2022-01, Vol.239, p.124432, Article 124432</ispartof><rights>2021 Elsevier Ltd</rights><rights>Copyright Elsevier BV Jan 17, 2022</rights><lds50>peer_reviewed</lds50><woscitedreferencessubscribed>false</woscitedreferencessubscribed><citedby>FETCH-LOGICAL-c337t-493e325beea738051b1e9de9e29cfec0db0fe54e96b2e895ba7e13408997e8c23</citedby><cites>FETCH-LOGICAL-c337t-493e325beea738051b1e9de9e29cfec0db0fe54e96b2e895ba7e13408997e8c23</cites><orcidid>0000-0002-8376-0608</orcidid></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>Zeng, Guangjian</creatorcontrib><creatorcontrib>Qiu, Lu</creatorcontrib><creatorcontrib>Li, Xinyu</creatorcontrib><creatorcontrib>Wen, Tao</creatorcontrib><title>Facile fabrication of end-functional PLLA with AIEgens via Ugi reaction</title><title>Polymer (Guilford)</title><description>Herein, we report a facile approach to synthesize poly(l-lactide) (PLLA) with end-capped aggregation-induced emission (AIE) luminogens via the Ugi reaction, a typical multi-component reactions (MCRs). In the presence of carboxylic acid and isocyanide, end-functionalized PLLA with tetraphenylethylene (TPE), i.e., PLLA-TPE, can be synthesized from aldehyde-terminated PLLA and amine-substituted TPE. The photophysical properties of PLLA-TPE in solution and in solid film were investigated. Also, the impact of TPE end-group on the crystallization behavior of PLLA and the influence of crystallization on photoluminescence were examined. This work provides an effective approach for the development of novel end-functionalized polymers.
[Display omitted]
•End-functional PLLA with AIEgens can be synthesized via the Ugi reaction.•PLLA chains can promote the aggregating of TPE motifs, giving a low critical concentration of AIE.•Crystallization of PLLA gives rise to a weakened aggregation of TPE motifs, resulting in the reduced PL intensity.</description><subject>Aggregation-induced emission</subject><subject>Aldehydes</subject><subject>Carboxylic acids</subject><subject>Crystallization</subject><subject>End-functionalization</subject><subject>Fabrication</subject><subject>Photoluminescence</subject><subject>Photons</subject><subject>Poly(L-lactide)</subject><subject>Polylactic acid</subject><subject>Polymers</subject><subject>Ugi reaction</subject><issn>0032-3861</issn><issn>1873-2291</issn><fulltext>true</fulltext><rsrctype>article</rsrctype><creationdate>2022</creationdate><recordtype>article</recordtype><recordid>eNqFkE9Lw0AQxRdRsFY_grDgOXF3Nv_2JKW0tRDQgz0vm82kbkiTuptW_PYmpndPwzDvPeb9CHnkLOSMJ891eOyanwO6EBjwkEMUCbgiM56lIgCQ_JrMGBMQiCzht-TO-5oxBjFEM7JZa2MbpJUunDW6t11Lu4piWwbVqTXjrhv6nucL-m37T7rYrvbYenq2mu72ljrUf6J7clPpxuPDZc7Jbr36WL4G-dtmu1zkgREi7YNIChQQF4g6FRmLecFRligRpKnQsLJgFcYRyqQAzGRc6BS5iFgmZYqZATEnT1Pu0XVfJ_S9qruTG370ChKIkizl8aiKJ5VxnfcOK3V09qDdj-JMjcxUrS7M1MhMTcwG38vkw6HC2Q5Xbyy2Bkvr0PSq7Ow_Cb_gQHbC</recordid><startdate>20220117</startdate><enddate>20220117</enddate><creator>Zeng, Guangjian</creator><creator>Qiu, Lu</creator><creator>Li, Xinyu</creator><creator>Wen, Tao</creator><general>Elsevier Ltd</general><general>Elsevier BV</general><scope>AAYXX</scope><scope>CITATION</scope><scope>7QF</scope><scope>7QO</scope><scope>7QQ</scope><scope>7SC</scope><scope>7SE</scope><scope>7SP</scope><scope>7SR</scope><scope>7T7</scope><scope>7TA</scope><scope>7TB</scope><scope>7U5</scope><scope>8BQ</scope><scope>8FD</scope><scope>C1K</scope><scope>F28</scope><scope>FR3</scope><scope>H8D</scope><scope>H8G</scope><scope>JG9</scope><scope>JQ2</scope><scope>KR7</scope><scope>L7M</scope><scope>L~C</scope><scope>L~D</scope><scope>P64</scope><orcidid>https://orcid.org/0000-0002-8376-0608</orcidid></search><sort><creationdate>20220117</creationdate><title>Facile fabrication of end-functional PLLA with AIEgens via Ugi reaction</title><author>Zeng, Guangjian ; Qiu, Lu ; Li, Xinyu ; Wen, Tao</author></sort><facets><frbrtype>5</frbrtype><frbrgroupid>cdi_FETCH-LOGICAL-c337t-493e325beea738051b1e9de9e29cfec0db0fe54e96b2e895ba7e13408997e8c23</frbrgroupid><rsrctype>articles</rsrctype><prefilter>articles</prefilter><language>eng</language><creationdate>2022</creationdate><topic>Aggregation-induced emission</topic><topic>Aldehydes</topic><topic>Carboxylic acids</topic><topic>Crystallization</topic><topic>End-functionalization</topic><topic>Fabrication</topic><topic>Photoluminescence</topic><topic>Photons</topic><topic>Poly(L-lactide)</topic><topic>Polylactic acid</topic><topic>Polymers</topic><topic>Ugi reaction</topic><toplevel>peer_reviewed</toplevel><toplevel>online_resources</toplevel><creatorcontrib>Zeng, Guangjian</creatorcontrib><creatorcontrib>Qiu, Lu</creatorcontrib><creatorcontrib>Li, Xinyu</creatorcontrib><creatorcontrib>Wen, Tao</creatorcontrib><collection>CrossRef</collection><collection>Aluminium Industry Abstracts</collection><collection>Biotechnology Research Abstracts</collection><collection>Ceramic Abstracts</collection><collection>Computer and Information Systems Abstracts</collection><collection>Corrosion Abstracts</collection><collection>Electronics & Communications Abstracts</collection><collection>Engineered Materials Abstracts</collection><collection>Industrial and Applied Microbiology Abstracts (Microbiology A)</collection><collection>Materials Business File</collection><collection>Mechanical & Transportation Engineering Abstracts</collection><collection>Solid State and Superconductivity Abstracts</collection><collection>METADEX</collection><collection>Technology Research Database</collection><collection>Environmental Sciences and Pollution Management</collection><collection>ANTE: Abstracts in New Technology & Engineering</collection><collection>Engineering Research Database</collection><collection>Aerospace Database</collection><collection>Copper Technical Reference Library</collection><collection>Materials Research Database</collection><collection>ProQuest Computer Science Collection</collection><collection>Civil Engineering Abstracts</collection><collection>Advanced Technologies Database with Aerospace</collection><collection>Computer and Information Systems Abstracts Academic</collection><collection>Computer and Information Systems Abstracts Professional</collection><collection>Biotechnology and BioEngineering Abstracts</collection><jtitle>Polymer (Guilford)</jtitle></facets><delivery><delcategory>Remote Search Resource</delcategory><fulltext>fulltext</fulltext></delivery><addata><au>Zeng, Guangjian</au><au>Qiu, Lu</au><au>Li, Xinyu</au><au>Wen, Tao</au><format>journal</format><genre>article</genre><ristype>JOUR</ristype><atitle>Facile fabrication of end-functional PLLA with AIEgens via Ugi reaction</atitle><jtitle>Polymer (Guilford)</jtitle><date>2022-01-17</date><risdate>2022</risdate><volume>239</volume><spage>124432</spage><pages>124432-</pages><artnum>124432</artnum><issn>0032-3861</issn><eissn>1873-2291</eissn><abstract>Herein, we report a facile approach to synthesize poly(l-lactide) (PLLA) with end-capped aggregation-induced emission (AIE) luminogens via the Ugi reaction, a typical multi-component reactions (MCRs). In the presence of carboxylic acid and isocyanide, end-functionalized PLLA with tetraphenylethylene (TPE), i.e., PLLA-TPE, can be synthesized from aldehyde-terminated PLLA and amine-substituted TPE. The photophysical properties of PLLA-TPE in solution and in solid film were investigated. Also, the impact of TPE end-group on the crystallization behavior of PLLA and the influence of crystallization on photoluminescence were examined. This work provides an effective approach for the development of novel end-functionalized polymers.
[Display omitted]
•End-functional PLLA with AIEgens can be synthesized via the Ugi reaction.•PLLA chains can promote the aggregating of TPE motifs, giving a low critical concentration of AIE.•Crystallization of PLLA gives rise to a weakened aggregation of TPE motifs, resulting in the reduced PL intensity.</abstract><cop>Kidlington</cop><pub>Elsevier Ltd</pub><doi>10.1016/j.polymer.2021.124432</doi><orcidid>https://orcid.org/0000-0002-8376-0608</orcidid></addata></record> |
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subjects | Aggregation-induced emission Aldehydes Carboxylic acids Crystallization End-functionalization Fabrication Photoluminescence Photons Poly(L-lactide) Polylactic acid Polymers Ugi reaction |
title | Facile fabrication of end-functional PLLA with AIEgens via Ugi reaction |
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