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
Hauptverfasser: Long, Zi, Liu, Meiying, Wan, Qing, Mao, Liucheng, Huang, Hongye, Zeng, Guangjian, Wan, Yiqun, Deng, Fengjie, Zhang, Xiaoyong, Wei, Yen
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container_end_page 1759
container_issue 21
container_start_page 1754
container_title Macromolecular rapid communications.
container_volume 37
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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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. 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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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source MEDLINE; Wiley Online Library Journals Frontfile Complete
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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