9,9-Dimethyl-9,10-dihydroacridine-based donor–acceptor cruciform luminophores: Envident aggregation-induced emission and remarkable mechanofluorochromism

9,9-Dimethyl-9,10-dihydroacridine-based donor–acceptor cruciform luminophores: Envident aggregation-induced emission and remarkable mechanofluorochromism
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9,9-二甲基-9,10-二氢吖啶基供体-受体十字形发光体:明显的聚集诱导发射和显着的机械荧光变色

DOI:
10.1016/j.dyepig.2019.107937
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发表时间:
2020-02
期刊:
影响因子:
4.5
通讯作者:
Chao Zhang
Chao Zhang
中科院分区:
材料科学2区
文献类型:
--
作者:
D;an Cheng;Defang Xu;Ying Wang;Hongke Zhou;Zhifu Zhou;Xingliang Liu;Aixia Han;Chao Zhang

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设计并合成了两种具有独特分子内电荷转移(ICT)过程的给体- 9,9-二甲基-9,10-二氢吖啶基团和电子受体-二氰乙烯基苯基团的给体-受体交叉发光基团mb - caceb和dfb - caceb。由于与中心苯环相连的四周四个取代基之间存在较大的位阻,mb - caceb和dfb - caceb具有高度畸变的空间构象,这使得这两种化合物具有聚集诱导发射(AIE)性质、有效的固态发光和高对比度的机械荧光(MFC)行为。在外力刺激下,mb - cacebanddfb - caceb固体粉末的发射色由最初的亮黄绿色(535 nm和537 nm)分别变为橙色(604 nm)和红色(628 nm),光谱红移分别为69 nm和91 nm。PXRD和光谱结果表明,这种显著的MFC现象是由于外力破坏晶体过程中分子构象的平面化和随之而来的平面分子内电荷转移(PICT)所致。此外,与toMB-CACEB相比,dfb - caceb表现出更显著的MFC行为,这是因为edfb - caceb比mb - caceb具有更大的失真程度和更强的ICT过程。
Two donor–acceptor cruciform luminophoresMB-CACEBandDFB-CACEB, which show unique intramolecular charge transfer (ICT) process originating from electron-donors 9,9-Dimethyl-9,10-dihydroacridine units and electron-acceptors dicyanovinylbenzene moieties, are designed and synthesized. Owing to the presence of the large steric hindrance between the four surrounding substituents attaching to the central benzene ring,MB-CACEBandDFB-CACEBadopt the spatial conformation with high degree of distortion, which endows the two compounds with aggregation-induced emission (AIE) properties, effective solid-state luminescence and high contrast mechanofluorochromic (MFC) behavior. Upon external force stimuli, the emission color ofMB-CACEBandDFB-CACEBsolid powders changes from initial bright yellow-green (535 nm and 537 nm) to orange (604 nm) and red (628 nm), respectively, thus large spectral red-shifts of 69 nm and 91 nm are obtained. PXRD and spectral results suggest that the remarkable MFC phenomenon comes from the planarization of the molecular conformation and subsequent planar intramolecular charge transfer (PICT) during the process of destruction of the crystals in the as-prepared samples by external force. Moreover, compared toMB-CACEB,DFB-CACEBshows more significant MFC behavior, this is becauseDFB-CACEBpossesses the larger distortion degree and the stronger ICT process than that ofMB-CACEB.
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