Two novel pyrazole-based chemosensors: "naked-eye" colorimetric recognition of Ni2+ and Al3+ in alcohol and aqueous DMF media

Two novel pyrazole-based chemosensors Pry-Flu and Pry-R6G were successfully synthesized, and their structures were confirmed by NMR spectroscopy and high-resolution mass spectroscopy (HRMS). The sensors Pry-Flu and Pry-R6G showed high selectivity and sensitivity toward Ni 2+ and Al 3+ over other com...

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Bibliographic Details
Published in:New journal of chemistry 2018-09, Vol.42 (17), p.1463-14641
Main Authors: Yang, Geng, Meng, Xia, Fang, Shimin, Wang, Lizhen, Wang, Zhenzheng, Wang, Fanwei, Duan, Hongdong, Hao, Aiyou
Format: Article
Language:English
Subjects:
Aluminum
Chelation
Chemical sensors
Chemoreceptors
Color
Colorimetry
Fluorescence
Fourier transforms
Infrared spectroscopy
NMR spectroscopy
Pyrazole
Response time
Sensors
Spectrum analysis
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Summary:Two novel pyrazole-based chemosensors Pry-Flu and Pry-R6G were successfully synthesized, and their structures were confirmed by NMR spectroscopy and high-resolution mass spectroscopy (HRMS). The sensors Pry-Flu and Pry-R6G showed high selectivity and sensitivity toward Ni 2+ and Al 3+ over other competitive metal ions, respectively. Fluorescence investigation revealed that the sensor Pry-Flu could selectively coordinate with Ni 2+ with a color change from colorless to orange-yellow, and the sensor Pry-R6G could be used for the specific detection of Al 3+ with a color change from colorless to pink in mixed solvent (DMF/H 2 O, 1/99, v/v). In addition, the detection limits for Al 3+ and Ni 2+ were found to be as low as 2.61 × 10 −8 and 1.87 × 10 −8 M, respectively. The stoichiometric ratio of sensors toward the Ni 2+ /Al 3+ ions was determined to be 1 : 1. The sensors Pry-Flu and Pry-R6G were also found to have a wide pH range (4-12) and short response time (1-3 min). Furthermore, the sensing mechanism was proposed based on chelation-enhanced fluorescence (CHEF) and investigated in detail by fluorescence spectroscopy, 1 H NMR titrations and FT-IR. Sensors Pry-Flu and Pry-R6G were found to have a wide pH range (4-12), good anti-jamming ability and can be reused. And the sensors Pry-Rhy and Pyr-R6G could be quite useful for the fabrication of sensing devices with fast and convenient detection of Ni 2+ and Al 3+ .
ISSN:1144-0546
1369-9261
DOI:10.1039/c8nj02541j