Bi-ortho-Carborane Unit-Riveted Perylene Monoimides:Structure-Tuned Optical Switches for Electron Transfer and Robust Thin Film-Based Fluorescence Sensors  

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作  者:Nannan Ding Yu-Chan Liao Gang Wang Kai-Hsin Chang Zhaolong Wang Ke Liu Jiani Ma Pi-Tai Chou Yu Fang 

机构地区:[1]Key Laboratory of Applied Surface and Colloid Chemistry of Ministry of Education,School of Chemistry and Chemical Engineering,Shaanxi Normal University,Shaanxi,Xi’an 710019 [2]Department of Chemistry,Taiwan University,Taipei 10617,China

出  处:《CCS Chemistry》2023年第12期2922-2932,共11页中国化学会会刊(英文)

基  金:the Ministry of Science and Technology of China(grant nos.SQ2022YFA1200081 and 2022010133);the National Natural Science Foundation of China(grant nos.21820102005 and 22132002);111 project(grant no.B14041).

摘  要:Innovative design of sensing fluorophores possessing superior photophysical properties,porosity,and packing-resistance structures is pivotal for high performance film-based fluorescent sensors.Herein,PDCB,a perylene monoimide(PMI)derivative incorporating large spatial phenyl-carborane was synthesized and found to exhibit unexpected photophysical properties.The structurally bent PDCB exhibits not only PMI-like emission but also a red-shifted emission.In sharp contrast,PMI-CBH,a linear PMI derivative,exhibits only PMI-like emission.Furthermore,upon local excitation,PDCB undergoes a photoinduced electron transfer(PET)between PMI and phenylcarborane,resulting in a charge-transfer state.Two other PMI derivatives,PCB and PDCBP,showed a similar phenomenon.The PET rate is in the order of PCB(48 ps^(-1))>PDCB(163 ps^(-1))>PDCBP(815 ps^(-1))in toluene,which decreases with increasing steric hindrance,inferring structure reorganization prior to the PET process.As expected,a fabricated PDCB-based sensor showed excellent performance in acetone sensing.

关 键 词:perylene monoimide O-CARBORANE excited-state charge transfer fluorescent film sensors ACETONE 

分 类 号:O62[理学—有机化学]

 

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