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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
Source PublicationRSC ADVANCES
Volume6Issue:73Pages:69551-69568
SubtypeArticle
AbstractA 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 HeadingsScience & Technology ; Physical Sciences
WOS KeywordGRAPHENE-BASED MATERIALS ; ATOMIC-FORCE MICROSCOPY ; PRISTINE GRAPHENE ; BIOMEDICAL APPLICATIONS ; SIGNALING PATHWAYS ; CELL-MEMBRANES ; OXIDE ; ADSORPTION ; OXIDATION ; DISPERSIONS
Indexed BySCI
Language英语
WOS Research AreaChemistry
WOS SubjectChemistry, Multidisciplinary
WOS IDWOS:000381512600113
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Document Type期刊论文
Identifierhttp://ir.isl.ac.cn/handle/363002/6342
Collection青海盐湖研究所知识仓储
Affiliation1.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
Recommended Citation
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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