Multi-stimuli-responsive fluorescence switching from a novel organic polymorphic benzoimido-benzamide derivative

被引:9
作者
Chen, Jianai [1 ]
Guo, Xiaosong [1 ]
Yu, Yue [1 ]
Liu, Chunyu [1 ]
Li, Weijun [1 ]
Zhang, Shitong [2 ]
Liu, Jin [1 ]
Dong, Yujie [1 ]
Zhang, Cheng [1 ]
Wong, Wai-Yeung [3 ,4 ]
机构
[1] Zhejiang Univ Technol, Coll Chem Engn, State Key Lab Breeding Base Green Chem Synth Tech, Hangzhou 310014, Peoples R China
[2] Jilin Univ, State Key Lab Supramol Struct & Mat, 2699 Qianjin Ave, Changchun 130012, Peoples R China
[3] Hong Kong Polytech Univ, Dept Appl Biol & Chem Technol, Hung Hom, Hong Kong, Peoples R China
[4] Hong Kong Polytech Univ, Shenzhen Res Inst, Shenzhen 518057, Peoples R China
基金
中国国家自然科学基金;
关键词
Multi-stimuli-responsive fluorescence; Polymorphs; Protonation effect; Mechanochromism; AGGREGATION-INDUCED EMISSION; SOLID-STATE; LUMINESCENCE; PROTONATION; EFFICIENT;
D O I
10.1016/j.jlumin.2021.118690
中图分类号
O43 [光学];
学科分类号
070207 ; 0803 ;
摘要
A novel organic polymorphic luminogen, (Z)-N-((benzoylimino) (4-(diphenylamino)phenyl)methyl)-N-(4-fluo-rophenyl)benzamide (DPA-PYZ-F), has been designed and synthesized successfully by a green photo-oxidation reaction. Two polymorphs (FB and FG) based on DPA-PYZ-F with different conformations display blue and green fluorescence, respectively. The emission of the newly obtained polymorphic molecule can be switched through the response to a mechanical force, thermal stimulus and protonic acid. The photophysical property tests and single crystal structural analysis disclosed that the mechanical force stimuli-responsive behavior of the FB and FG samples originate from the change of molecular arrangement. More significantly, FT-IR spectroscopy confirmed that the conformation transition from the FG to the FB could be achieved by thermal stimulus at 430 K. Additionally, protonation-deprotonation of the benzoylimino moieties in DPA-PYZ-F induced a remarkable fluorescence on-off characteristics upon protonic acid and thermal stimulus. The multi-stimuli response performance endows the new kind of molecule with the potential as a candidate for applications in mechanical force, thermal and protonic acid sensing.
引用
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页数:7
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