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Effects of cyano groups on the properties of thiazole-based beta-ketoiminate boron complexes: aggregation-induced emission and mechanofluorochromism
Zhou, Lin1; Xu, Defang2; Gao, Huaizhi1; Han, Aixia1; Yang, Yan1; Zhang, Chao1; Liu, Xingliang1; Zhao, Feng3
2016
发表期刊RSC ADVANCES
卷号6期号:73页码:69551-69568
文章类型Article
摘要A series of new thiazole-based beta-ketoiminate boron complexes BF2-TT-CN, BPh2-TT-CN, BF2-TT and BPh2-TT, have been designed and successfully synthesized. These compounds show clear intramolecular charge transfer (ICT) from the electron donor (triphenylamine unit) to the electron acceptor (the beta-iminoenolate boron moiety). It is particularly noteworthy that these compounds exhibit strong cyano-dependent aggregation-induced emission (AIE) and mechanofluorochromic (MFC) properties. In the cyano-substituted derivatives, BF2-TT-CN and BPh2-TT-CN, the high electron affinity of the cyano group confers stronger ICT properties relative to BF2-TT and BPh2-TT. In addition, the internal steric hindrance arising from the cyano group results in more twisted conformations, endowing BF2-TT-CN and BPh2-TT-CN with evident AIE characteristics and reversible mechanofluorochromism. The MFC behavior of BF2-TT-CN (from bright yellow to orange emission, lambda(em) from 542 to 599 nm) and BPh2-TT-CN (from bright yellow to orange emission, lambda(em) from 549 to 566 nm) is reversible by repeating the grinding-fuming process. However, BF2-TT and BPh2-TT, which lack cyano groups, exhibit no AIE and mechanofluorochromism, partly because of their relatively weak twisted configurations. Therefore, the introduction of the cyano group plays an important role in the strong ICT behavior and excellent mechanofluorochromic AIE properties of BF2-TT-CN and BPh2-TT-CN. These results will be of great help in understanding the AIE and MFC mechanisms and designing new MFC AIE materials.
WOS标题词Science & Technology ; Physical Sciences
关键词[WOS]GRAPHENE-BASED MATERIALS ; ATOMIC-FORCE MICROSCOPY ; PRISTINE GRAPHENE ; BIOMEDICAL APPLICATIONS ; SIGNALING PATHWAYS ; CELL-MEMBRANES ; OXIDE ; ADSORPTION ; OXIDATION ; DISPERSIONS
收录类别SCI
语种英语
WOS研究方向Chemistry
WOS类目Chemistry, Multidisciplinary
WOS记录号WOS:000381512600113
引用统计
文献类型期刊论文
条目标识符http://ir.isl.ac.cn/handle/363002/6342
专题青海盐湖研究所知识仓储
作者单位1.Qinghai Univ, Chem Engn Coll, Xining 810016, Peoples R China
2.Chinese Acad Sci, Qinghai Inst Salt Lakes, Key Lab Comprehens & Highly Efficient Utilizat Sa, Xining 810008, Peoples R China
3.Anyang Normal Univ, Coll Chem & Chem Engn, Henan Prov Key Lab New Optoelect Funct Mat, Anyang 455000, Henan, Peoples R China
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GB/T 7714
Zhou, Lin,Xu, Defang,Gao, Huaizhi,et al. Effects of cyano groups on the properties of thiazole-based beta-ketoiminate boron complexes: aggregation-induced emission and mechanofluorochromism[J]. RSC ADVANCES,2016,6(73):69551-69568.
APA Zhou, Lin.,Xu, Defang.,Gao, Huaizhi.,Han, Aixia.,Yang, Yan.,...&Zhao, Feng.(2016).Effects of cyano groups on the properties of thiazole-based beta-ketoiminate boron complexes: aggregation-induced emission and mechanofluorochromism.RSC ADVANCES,6(73),69551-69568.
MLA Zhou, Lin,et al."Effects of cyano groups on the properties of thiazole-based beta-ketoiminate boron complexes: aggregation-induced emission and mechanofluorochromism".RSC ADVANCES 6.73(2016):69551-69568.
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