Pyridine-ring containing twisttetraazaacene: Synthesis, physical properties, crystal structure and picric acid sensing

TALANTA

卷:174

Article

Yu, Xianglin¹  Wan, Jiaqi¹  Chen, Shao²  Li, Miao¹  Gao, Junkuo³  Yang, Li^1,4  Wang, Huisheng²  Chen, Dugang¹  Pan, Zhiquan²  Li, Junbo^1,2 

[1] Wuhan Inst Technol, Key Lab Novel Reactor & Green Chem Technol Hubei, Key Lab Green Chem Proc, Minist Educ,Sch Chem Engn & Pharm, Wuhan 430074, Hubei, Peoples R China

[2] Wuhan Inst Technol, Sch Chem & Environm Engn, Wuhan 430074, Hubei, Peoples R China

[3] Zhejiang Sci Tech Univ, Zhejiang Prov Key Lab Fiber Mat & Mfg Technol, Hangzhou, Zhejiang, Peoples R China

[4] Natl Taiwan Univ, Dept Chem Engn, Taipei 10617, Taiwan

关键词: Organic dyes;    Diels-Alder reaction;    Twisttetraazaacene;    Physical properties;    Picric acid;    Sensor;   

DOI  :  10.1016/j.talanta.2017.06.046

来源: Elsevier

【 摘 要 】

Novel pyridine-ring containing twisttetraazaacene 9,14-diphenylpyreno[4,5-g]isoquinoline (1) and its full carbon derivative 9,14-diphenyldibenzo[de,qr]tetracene (2) have been synthesized and fully characterized. Studies showed that compound 1 could identify picric acid (PA) over other common nitro compounds with high selectivity and sensitivity. Upon the addition of PA, the emission peak of compound 1 in CH3CN was red shifted from 447 to 555 nm with a fluorescence quenching efficiency as high as 95%, the detection limit was calculated to be 2.42 mu M, while its full-carbon derivative (2) could not exhibit this kind of performance. The possible mechanism with the enhanced PA detection efficiency in pyridine-ring containing twisttetraazaacene (1) than its full-carbon derivative (2) was also investigated.

【 授权许可】

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