Ultrafast Preparation of AIE-Active Fluorescent Organic Nanoparticles via a "One-Pot" Microwave-Assisted Kabachnik-Fields Reaction
The development of effective strategies for fabrication of fluorescent organic nanoparticles (FONs) with an aggregation‐induced emission (AIE) feature has an important impact on the biomedical applications of these AIE‐active FONs. In the current work, an ultrafast strategy for fabricating AIE‐activ...
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Veröffentlicht in: | Macromolecular rapid communications. 2016-11, Vol.37 (21), p.1754-1759 |
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creator | Long, Zi Liu, Meiying Wan, Qing Mao, Liucheng Huang, Hongye Zeng, Guangjian Wan, Yiqun Deng, Fengjie Zhang, Xiaoyong Wei, Yen |
description | The development of effective strategies for fabrication of fluorescent organic nanoparticles (FONs) with an aggregation‐induced emission (AIE) feature has an important impact on the biomedical applications of these AIE‐active FONs. In the current work, an ultrafast strategy for fabricating AIE‐active FONs is developed through a “one‐pot” microwave‐assisted, catalysts‐free, and solvent‐free Kabachnik–Fields (KF) reaction for the first time. It is demonstrated that such organophosphorous‐containing AIE‐active block polymers can be synthesized within 2 min under air atmosphere through the microwave‐assisted KF reaction. These polymers show amphiphilic properties and can self‐assemble into mPEG‐CHO‐Phe‐NH2‐DEP FONs, which display high water dispersibility and desirable optical properties. Biological evaluation results suggest that the mPEG‐CHO‐Phe‐NH2‐DEP FONs exhibit low toxicity and are potential for biological imaging applications. More importantly, many other multifunctional AIE‐active FONs can also be fabricated through the strategy described in this work owing to the universality of KF reaction. Besides, combined with the excellent properties of mPEG‐CHO‐Phe‐NH2‐DEP FONs, it is believed that such microwave‐assisted KF reaction shall be an effective route for designing various AIE‐active nanomaterials for different biomedical applications.
Fluorescent organic nanoparticles with an aggregation‐induced emission feature are fabricated through a “one‐pot” microwave‐assisted Kabachnik–Fields reaction within 2 min. |
doi_str_mv | 10.1002/marc.201600452 |
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Fluorescent organic nanoparticles with an aggregation‐induced emission feature are fabricated through a “one‐pot” microwave‐assisted Kabachnik–Fields reaction within 2 min.</description><identifier>ISSN: 1022-1336</identifier><identifier>EISSN: 1521-3927</identifier><identifier>DOI: 10.1002/marc.201600452</identifier><identifier>PMID: 27717060</identifier><language>eng</language><publisher>Germany: Blackwell Publishing Ltd</publisher><subject>aggregation-induced emissions ; Biomedical materials ; Emission ; Fluorescence ; Fluorescent Dyes - chemical synthesis ; Fluorescent Dyes - chemistry ; fluorescent organic nanoparticles ; Kabachnik-Fields ; microwave-assisted ; Microwaves ; Nanomaterials ; Nanoparticles ; Nanoparticles - chemistry ; Organophosphorus Compounds - chemical synthesis ; Organophosphorus Compounds - chemistry ; Particle Size ; Polymers ; Strategy ; Surface Properties ; Time Factors ; Toxicity</subject><ispartof>Macromolecular rapid communications., 2016-11, Vol.37 (21), p.1754-1759</ispartof><rights>2016 WILEY‐VCH Verlag GmbH & Co. KGaA, Weinheim</rights><rights>2016 WILEY-VCH Verlag GmbH & Co. KGaA, Weinheim.</rights><rights>Copyright 2016 WILEY-VCH Verlag GmbH & Co. KGaA, Weinheim</rights><lds50>peer_reviewed</lds50><woscitedreferencessubscribed>false</woscitedreferencessubscribed><citedby>FETCH-LOGICAL-c4442-c39e9e238ebd1396d587b037ce589230e6b0220456ae38a7cc2d56bed56c03f93</citedby><cites>FETCH-LOGICAL-c4442-c39e9e238ebd1396d587b037ce589230e6b0220456ae38a7cc2d56bed56c03f93</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%2Fmarc.201600452$$EPDF$$P50$$Gwiley$$H</linktopdf><linktohtml>$$Uhttps://onlinelibrary.wiley.com/doi/full/10.1002%2Fmarc.201600452$$EHTML$$P50$$Gwiley$$H</linktohtml><link.rule.ids>314,777,781,1412,27905,27906,45555,45556</link.rule.ids><backlink>$$Uhttps://www.ncbi.nlm.nih.gov/pubmed/27717060$$D View this record in MEDLINE/PubMed$$Hfree_for_read</backlink></links><search><creatorcontrib>Long, Zi</creatorcontrib><creatorcontrib>Liu, Meiying</creatorcontrib><creatorcontrib>Wan, Qing</creatorcontrib><creatorcontrib>Mao, Liucheng</creatorcontrib><creatorcontrib>Huang, Hongye</creatorcontrib><creatorcontrib>Zeng, Guangjian</creatorcontrib><creatorcontrib>Wan, Yiqun</creatorcontrib><creatorcontrib>Deng, Fengjie</creatorcontrib><creatorcontrib>Zhang, Xiaoyong</creatorcontrib><creatorcontrib>Wei, Yen</creatorcontrib><title>Ultrafast Preparation of AIE-Active Fluorescent Organic Nanoparticles via a "One-Pot" Microwave-Assisted Kabachnik-Fields Reaction</title><title>Macromolecular rapid communications.</title><addtitle>Macromol. Rapid Commun</addtitle><description>The development of effective strategies for fabrication of fluorescent organic nanoparticles (FONs) with an aggregation‐induced emission (AIE) feature has an important impact on the biomedical applications of these AIE‐active FONs. In the current work, an ultrafast strategy for fabricating AIE‐active FONs is developed through a “one‐pot” microwave‐assisted, catalysts‐free, and solvent‐free Kabachnik–Fields (KF) reaction for the first time. It is demonstrated that such organophosphorous‐containing AIE‐active block polymers can be synthesized within 2 min under air atmosphere through the microwave‐assisted KF reaction. These polymers show amphiphilic properties and can self‐assemble into mPEG‐CHO‐Phe‐NH2‐DEP FONs, which display high water dispersibility and desirable optical properties. Biological evaluation results suggest that the mPEG‐CHO‐Phe‐NH2‐DEP FONs exhibit low toxicity and are potential for biological imaging applications. More importantly, many other multifunctional AIE‐active FONs can also be fabricated through the strategy described in this work owing to the universality of KF reaction. Besides, combined with the excellent properties of mPEG‐CHO‐Phe‐NH2‐DEP FONs, it is believed that such microwave‐assisted KF reaction shall be an effective route for designing various AIE‐active nanomaterials for different biomedical applications.
Fluorescent organic nanoparticles with an aggregation‐induced emission feature are fabricated through a “one‐pot” microwave‐assisted Kabachnik–Fields reaction within 2 min.</description><subject>aggregation-induced emissions</subject><subject>Biomedical materials</subject><subject>Emission</subject><subject>Fluorescence</subject><subject>Fluorescent Dyes - chemical synthesis</subject><subject>Fluorescent Dyes - chemistry</subject><subject>fluorescent organic nanoparticles</subject><subject>Kabachnik-Fields</subject><subject>microwave-assisted</subject><subject>Microwaves</subject><subject>Nanomaterials</subject><subject>Nanoparticles</subject><subject>Nanoparticles - chemistry</subject><subject>Organophosphorus Compounds - chemical synthesis</subject><subject>Organophosphorus Compounds - chemistry</subject><subject>Particle Size</subject><subject>Polymers</subject><subject>Strategy</subject><subject>Surface Properties</subject><subject>Time Factors</subject><subject>Toxicity</subject><issn>1022-1336</issn><issn>1521-3927</issn><fulltext>true</fulltext><rsrctype>article</rsrctype><creationdate>2016</creationdate><recordtype>article</recordtype><sourceid>EIF</sourceid><recordid>eNqNkUtv1DAURiMEoqWwZYmssmHjwY_Yjpdh1ClVH1ONWrG0HOcG3GaSwU6mdMsvx9GUEWIDG9uLcz_ruyfL3lIyo4Swj2sb3IwRKgnJBXuWHVLBKOaaqefpTRjDlHN5kL2K8Y4QUuSEvcwOmFJUEUkOs5-37RBsY-OArgNsbLCD7zvUN6g8O8GlG_wW0KId-wDRQTegZfhqO-_Qle36hA_etRDR1ltk0fGyA3zdD8fo0rvQP9gt4DJGHweo0bmtrPvW-Xu88NDWEa3Auumz19mLxrYR3jzdR9nt4uRm_hlfLE_P5uUFdnmeM-y4Bg2MF1DVlGtZi0JVhCsHotCME5BVqpu2IC3wwirnWC1kBelwhDeaH2Ufdrmb0H8fIQ5m7VOntrUd9GM0tBCC65yK4j9QLrjUQk7o-7_Qu34MXSoyUbnSpChkomY7Kq0lxgCN2QSf3D0aSswk0kwizV5kGnj3FDtWa6j3-G9zCdA74MG38PiPOHNZruZ_huPd7GTmx37WhnsjFVfCfLk6NQs5X90ofW4-8V_b0bgm</recordid><startdate>201611</startdate><enddate>201611</enddate><creator>Long, Zi</creator><creator>Liu, Meiying</creator><creator>Wan, Qing</creator><creator>Mao, Liucheng</creator><creator>Huang, Hongye</creator><creator>Zeng, Guangjian</creator><creator>Wan, Yiqun</creator><creator>Deng, Fengjie</creator><creator>Zhang, Xiaoyong</creator><creator>Wei, Yen</creator><general>Blackwell Publishing Ltd</general><general>Wiley Subscription Services, Inc</general><scope>BSCLL</scope><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>7SR</scope><scope>7U5</scope><scope>8FD</scope><scope>JG9</scope><scope>JQ2</scope><scope>L7M</scope><scope>7X8</scope></search><sort><creationdate>201611</creationdate><title>Ultrafast Preparation of AIE-Active Fluorescent Organic Nanoparticles via a "One-Pot" Microwave-Assisted Kabachnik-Fields Reaction</title><author>Long, Zi ; Liu, Meiying ; Wan, Qing ; Mao, Liucheng ; Huang, Hongye ; Zeng, Guangjian ; Wan, Yiqun ; Deng, Fengjie ; Zhang, Xiaoyong ; Wei, Yen</author></sort><facets><frbrtype>5</frbrtype><frbrgroupid>cdi_FETCH-LOGICAL-c4442-c39e9e238ebd1396d587b037ce589230e6b0220456ae38a7cc2d56bed56c03f93</frbrgroupid><rsrctype>articles</rsrctype><prefilter>articles</prefilter><language>eng</language><creationdate>2016</creationdate><topic>aggregation-induced emissions</topic><topic>Biomedical materials</topic><topic>Emission</topic><topic>Fluorescence</topic><topic>Fluorescent Dyes - chemical synthesis</topic><topic>Fluorescent Dyes - chemistry</topic><topic>fluorescent organic nanoparticles</topic><topic>Kabachnik-Fields</topic><topic>microwave-assisted</topic><topic>Microwaves</topic><topic>Nanomaterials</topic><topic>Nanoparticles</topic><topic>Nanoparticles - chemistry</topic><topic>Organophosphorus Compounds - chemical synthesis</topic><topic>Organophosphorus Compounds - chemistry</topic><topic>Particle Size</topic><topic>Polymers</topic><topic>Strategy</topic><topic>Surface Properties</topic><topic>Time Factors</topic><topic>Toxicity</topic><toplevel>peer_reviewed</toplevel><toplevel>online_resources</toplevel><creatorcontrib>Long, Zi</creatorcontrib><creatorcontrib>Liu, Meiying</creatorcontrib><creatorcontrib>Wan, Qing</creatorcontrib><creatorcontrib>Mao, Liucheng</creatorcontrib><creatorcontrib>Huang, Hongye</creatorcontrib><creatorcontrib>Zeng, Guangjian</creatorcontrib><creatorcontrib>Wan, Yiqun</creatorcontrib><creatorcontrib>Deng, Fengjie</creatorcontrib><creatorcontrib>Zhang, Xiaoyong</creatorcontrib><creatorcontrib>Wei, Yen</creatorcontrib><collection>Istex</collection><collection>Medline</collection><collection>MEDLINE</collection><collection>MEDLINE (Ovid)</collection><collection>MEDLINE</collection><collection>MEDLINE</collection><collection>PubMed</collection><collection>CrossRef</collection><collection>Engineered Materials Abstracts</collection><collection>Solid State and Superconductivity Abstracts</collection><collection>Technology Research Database</collection><collection>Materials Research Database</collection><collection>ProQuest Computer Science Collection</collection><collection>Advanced Technologies Database with Aerospace</collection><collection>MEDLINE - Academic</collection><jtitle>Macromolecular rapid communications.</jtitle></facets><delivery><delcategory>Remote Search Resource</delcategory><fulltext>fulltext</fulltext></delivery><addata><au>Long, Zi</au><au>Liu, Meiying</au><au>Wan, Qing</au><au>Mao, Liucheng</au><au>Huang, Hongye</au><au>Zeng, Guangjian</au><au>Wan, Yiqun</au><au>Deng, Fengjie</au><au>Zhang, Xiaoyong</au><au>Wei, Yen</au><format>journal</format><genre>article</genre><ristype>JOUR</ristype><atitle>Ultrafast Preparation of AIE-Active Fluorescent Organic Nanoparticles via a "One-Pot" Microwave-Assisted Kabachnik-Fields Reaction</atitle><jtitle>Macromolecular rapid communications.</jtitle><addtitle>Macromol. Rapid Commun</addtitle><date>2016-11</date><risdate>2016</risdate><volume>37</volume><issue>21</issue><spage>1754</spage><epage>1759</epage><pages>1754-1759</pages><issn>1022-1336</issn><eissn>1521-3927</eissn><abstract>The development of effective strategies for fabrication of fluorescent organic nanoparticles (FONs) with an aggregation‐induced emission (AIE) feature has an important impact on the biomedical applications of these AIE‐active FONs. In the current work, an ultrafast strategy for fabricating AIE‐active FONs is developed through a “one‐pot” microwave‐assisted, catalysts‐free, and solvent‐free Kabachnik–Fields (KF) reaction for the first time. It is demonstrated that such organophosphorous‐containing AIE‐active block polymers can be synthesized within 2 min under air atmosphere through the microwave‐assisted KF reaction. These polymers show amphiphilic properties and can self‐assemble into mPEG‐CHO‐Phe‐NH2‐DEP FONs, which display high water dispersibility and desirable optical properties. Biological evaluation results suggest that the mPEG‐CHO‐Phe‐NH2‐DEP FONs exhibit low toxicity and are potential for biological imaging applications. More importantly, many other multifunctional AIE‐active FONs can also be fabricated through the strategy described in this work owing to the universality of KF reaction. Besides, combined with the excellent properties of mPEG‐CHO‐Phe‐NH2‐DEP FONs, it is believed that such microwave‐assisted KF reaction shall be an effective route for designing various AIE‐active nanomaterials for different biomedical applications.
Fluorescent organic nanoparticles with an aggregation‐induced emission feature are fabricated through a “one‐pot” microwave‐assisted Kabachnik–Fields reaction within 2 min.</abstract><cop>Germany</cop><pub>Blackwell Publishing Ltd</pub><pmid>27717060</pmid><doi>10.1002/marc.201600452</doi><tpages>6</tpages></addata></record> |
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subjects | aggregation-induced emissions Biomedical materials Emission Fluorescence Fluorescent Dyes - chemical synthesis Fluorescent Dyes - chemistry fluorescent organic nanoparticles Kabachnik-Fields microwave-assisted Microwaves Nanomaterials Nanoparticles Nanoparticles - chemistry Organophosphorus Compounds - chemical synthesis Organophosphorus Compounds - chemistry Particle Size Polymers Strategy Surface Properties Time Factors Toxicity |
title | Ultrafast Preparation of AIE-Active Fluorescent Organic Nanoparticles via a "One-Pot" Microwave-Assisted Kabachnik-Fields Reaction |
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