Title Malonitrile-Functionalized Tetraphenylpyrazine: Aggregation-Induced Emission, Ratiometric Detection of Hydrogen Sulfide, and Mechanochromism
Authors Chen, Ming
Chen, Rui
Shi, Yang
Wang, Jianguo
Cheng, Yanhua
Li, Ying
Gao, Xuedong
Yan, Yun
Sun, Jing Zhi
Qin, Anjun
Kwok, Ryan T. K.
Lam, Jacky W. Y.
Tang, Ben Zhong
Affiliation Hong Kong Univ Sci & Technol, Hong Kong Branch, Chinese Natl Engn Res Ctr Tissue Restorat & Recon, Inst Adv Study,Div Biomed Engn,Div Life Sci,State, Kowloon, Hong Kong, Peoples R China.
Hong Kong Univ Sci & Technol, Inst Mol Funct Mat, Kowloon, Hong Kong, Peoples R China.
HKUST Shenzhen Res Inst, Guangdong Prov Key Lab Brain Sci Dis & Drug Dev, Shenzhen 518057, Peoples R China.
Zhejiang Univ, Dept Polymer Sci & Engn, MOE Key Lab Macromol Synth & Functionalizat, Hangzhou 310027, Zhejiang, Peoples R China.
Peking Univ, Beijing Natl Lab Mol Sci, State Key Lab Struct Chem Unstable & Stable Speci, Coll Chem & Mol Engn, Beijing 100871, Peoples R China.
South China Univ Technol, State Key Lab Luminescent Mat & Devices, Guangdong Innovat Res Team, Guangzhou 510640, Guangdong, Peoples R China.
Hong Kong Univ Sci & Technol, Hong Kong Branch, Chinese Natl Engn Res Ctr Tissue Restorat & Recon, Inst Adv Study,Div Biomed Engn,Div Life Sci,State, Kowloon, Hong Kong, Peoples R China.
Tang, BZ (reprint author), Hong Kong Univ Sci & Technol, Inst Mol Funct Mat, Kowloon, Hong Kong, Peoples R China.
Tang, BZ (reprint author), HKUST Shenzhen Res Inst, Guangdong Prov Key Lab Brain Sci Dis & Drug Dev, Shenzhen 518057, Peoples R China.
Tang, BZ (reprint author), South China Univ Technol, State Key Lab Luminescent Mat & Devices, Guangdong Innovat Res Team, Guangzhou 510640, Guangdong, Peoples R China.
Keywords aggregation-induced emission
hydrogen sulfide
mechanochromism
sensors
tetraphenylpyrazine
FLUORESCENT-PROBE
FACILE PREPARATION
THIOL OXIDATION
RAPID DETECTION
LIVING CELLS
LUMINESCENCE
LUMINOGENS
SOLVATOCHROMISM
NEUROMODULATOR
NANOPARTICLES
Issue Date 2018
Publisher ADVANCED FUNCTIONAL MATERIALS
Citation ADVANCED FUNCTIONAL MATERIALS. 2018, 28(6).
Abstract Development of new aggregation-induced emission (AIE) luminogens has been a hot research topic because they thoroughly solve the notorious aggregation-caused quenching effect confronted in conventional fluorogens and their promising applications in, for example, organic light-emitting diodes, chemo-and biosensors and bioimaging. Many AIE luminogens (AIEgens) have been prepared but most of them are silole, tetraphenylethene, distyrylanthracene, and their derivatives. In this work, based on the skeleton of tetraphenylpyrazine (TPP), a new AIEgen, named TPP-PDCV, is generated by functionalizing TPP with malonitrile group. TPP-PDCV can serve as a sensitive ratiometric fluorescent probe for detecting hydrogen sulfide with high speciality and low detection limit of down to 0.5 x 10(-6) m. The mechanism for such detection is fully investigated and deciphered. Unlike most reported mechanochromic AIEgens, which undergo turn-off or -on emission or emission bathochromic shift in the presence of external stimuli, TPP-PDCV exhibits an abnormal and reversible mechanochromism with hypsochromic effect. These indicate that TPP-PDCV possesses a huge potential for high-tech applications through rational modification of TPP core.
URI http://hdl.handle.net/20.500.11897/506837
ISSN 1616-301X
DOI 10.1002/adfm.201704689
Indexed SCI(E)
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