Ultrafast fabrication of fluorescent organic nanoparticles with aggregation-induced emission feature through the microwave-assisted Biginelli reaction
Ultrafast fabrication of fluorescent organic nanoparticles with aggregation-induced emission feature through the microwave-assisted Biginelli reaction
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通过微波辅助 Biginelli 反应超快制造具有聚集诱导发射特征的荧光有机纳米颗粒
DOI：
10.1016/j.dyepig.2019.01.056
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发表时间：
2019-06
影响因子：
4.5
通讯作者：
Wei Yen
中科院分区：
文献类型：
--
作者：
Dong Ji;e;Liu Meiying;Jiang Ruming;Huang Hongye;Huang Qiang;Wen Yuanqing;Tian Jianwen;Dai Yanfeng;Zhang Xiaoyong;Wei Yen
聚集诱导发光（AIE）染料由于其独特的光学性质，在各种应用中引起了广泛的关注。特别是利用AIE活性染料制备荧光有机纳米粒子（FONs）在生物医学应用方面吸引了最大的研究兴趣。因此，开发新的和有效的策略来设计和制备具有AIE活性的FONs对于具有AIE活性的FONs的生物医学应用具有重要意义。本文报道了一种基于微波辅助Biginelli反应的超快合成方法，以2-（甲基丙烯酰氧基）乙基乙酸、丙烯酸（AA）和4′，4 ′-（1，2-二苯基乙烯-1，2-二基）双（[1，1 ′-联苯]-4-甲醛）（TPE-CHO）为底物，合成了具有AIE活性的聚（AA-AEMA-TPE）共聚物。微波辅助下的Biginelli反应具有简单、高效、原子经济等优点，可在3 min内完成。由于其两亲性，聚（AA-AEMA-TPE）共聚物将自组装成具有小尺寸和高吸水性的FONs。采用核磁共振氢谱、紫外-可见光谱和荧光光谱对共聚物进行了表征。结果表明，聚（AA-AEMA-TPE）FONs具有高吸水性、强荧光性、明显的AIE特性和良好的生物相容性。上述结果表明，聚（AA-AEMA-TPE）FONs是一个很有潜力的荧光成像。此外，微波辅助Biginelli反应可以在一个相当温和的环境下进行，具有高效率和良好的底物适应性。因此，我们相信，在这项工作中开发的方法可以大大推进AIE活性功能材料的应用。
Because of its unique optical properties, the aggregation-induced emission (AIE) dye has attracted extensive attention for various applications. Especially, the utilization of AIE-active dyes for fabrication of fluorescent organic nanoparticles (FONs) has attracted the most research interest for biomedical applications. Therefore, the development of novel and effective strategies to design and prepare AIE-active FONs should be of great importance for the biomedical applications of AIE-active FONs. In this report, we reported an ultrafast strategy that based on the one-pot microwave-assisted Biginelli reaction for fabrication of AIE-active poly(AA-AEMA-TPE) copolymers, which use the 2-(methacryloyoxy) ethylacet, acrylic acid (AA) and 4′,4‴-(1,2-diphenylethene-1,2-diyl) bis([1,1′-biphenyl]-4-carbaldehyde) (TPE-CHO) as the substrates. The microwave-assisted Biginelli reaction is simple, efficient and atom-economical and can be accomplished within 3 min. Owing to their amphiphilicity, poly(AA-AEMA-TPE) copolymers will self-assemble into FONs with small size and high water dispersibility. The proton nuclear magnetic resonance (1H NMR) spectroscopy, UV-Vis spectrum and fluorescence spectrometer were used to characterize the resultant copolymers. We demonstrated that poly(AA-AEMA-TPE) FONs possess many excellent properties, such as high water dispersibility, intense fluorescence, obvious AIE feature and favorable biocompatibility. The above results suggest that poly(AA-AEMA-TPE) FONs are of great potential for fluorescent imaging. Moreover, the microwave-assisted Biginelli reaction can occur under a rather benign environment with high efficiency and good substrate adaptability. Therefore, we believe that the method developed in this work could greatly advance the applications of AIE-active functional materials.
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重新审视微波介导的 Biginelli 反应。
DOI：
10.1039/b002697m
发表时间：
2000
期刊：
Journal of The Chemical Society-perkin Transactions 1
影响因子：
--
作者：
Alexander Stadler;C. Kappe
通讯作者：
C. Kappe
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影响因子：
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作者：
Zhao, Yuan;Yang, Bin;Zhang, Yaling;Wang, Shiqi;Fu, Changkui;Wei, Yen;Tao, Lei
通讯作者：
Tao, Lei
影响因子：
4.5
作者：
Xie Gaoyi;Chunping Ma;Xiqi Zhang;Hongliang Liu;Liutao Yang;Li Yang;K. Wang;Yen Wei
通讯作者：
Xie Gaoyi;Chunping Ma;Xiqi Zhang;Hongliang Liu;Liutao Yang;Li Yang;K. Wang;Yen Wei
影响因子：
4.5
作者：
Chunping Ma;Xie Gaoyi;Xiqi Zhang;Liutao Yang;Li Yang-;Hongliang Liu;K. Wang;Yen Wei
通讯作者：
Chunping Ma;Xie Gaoyi;Xiqi Zhang;Liutao Yang;Li Yang-;Hongliang Liu;K. Wang;Yen Wei
影响因子：
2.9
作者：
M. Hosseini;A. Pirouz
通讯作者：
M. Hosseini;A. Pirouz