Rational design, synthesis of reaction-based dual-channel cyanide sensor in aqueous solution

被引:35
作者
Li, Jun-Jian [1 ]
Wei, Wei [1 ]
Qi, Xiao-Liang [1 ]
Xu, Xiao [1 ]
Liu, Yu-Cheng [1 ]
Lin, Qiu-Han [1 ]
Dong, Wei [1 ]
机构
[1] Nanjing Univ Sci & Technol, Sch Chem Engn, Nanjing 210094, Jiangsu, Peoples R China
基金
中国国家自然科学基金;
关键词
Cyanide (CN-); Reaction-based; Dual-channel; Intramolecular charge transfer; Donor-pi-acceptor; FLUORESCENT CHEMOSENSOR; NIR FLUORESCENCE; PROBE; ANION; CHEMODOSIMETER; MEROCYANINE; GLUTATHIONE;
D O I
10.1016/j.saa.2015.07.089
中图分类号
O433 [光谱学];
学科分类号
0703 ; 070302 ;
摘要
A new dual-channel sensor for the detection of cyanide was developed based on the conjugated of naphthalene and malononitrile. Upon the addition of CN-, the sensor displayed very large blue-shift in both fluorescence (80 nm) and absorption (120 nm) spectra. The sensor of cyanide was performed via the nucleophilic attack of cyanide anion to vinylic groups of the sensor with a 1:1 binding stoichiometry and the color changed of the sensor is mainly due to the intramolecular charge transfer process improvement. The intramolecular charge transfer progress was blocked with color changed and fluorescence blue-shift. The mechanism of sensor reaction with CN- ion was studied using H-1 NMR and mass spectrometry. (C) 2015 Elsevier B.V. All rights reserved.
引用
收藏
页码:288 / 293
页数:6
相关论文
共 31 条
[1]   Naphthyl-imidazo-anthraquinones as novel colorimetric and fluorimetric chemosensors for ion sensing [J].
Batista, Rosa M. F. ;
Costa, Susana P. G. ;
Raposo, M. Manuela M. .
JOURNAL OF PHOTOCHEMISTRY AND PHOTOBIOLOGY A-CHEMISTRY, 2013, 259 :33-40
[2]   A critical review: General toxicity and environmental fate of three aqueous cyanide ions and associated ligands [J].
Boening, DW ;
Chew, CM .
WATER AIR AND SOIL POLLUTION, 1999, 109 (1-4) :67-79
[3]   Cyanide ion colorimetric chemosensor based on protonated merocyanine in EtOH [J].
Chen, Lianfang ;
Nie, Hongmei ;
Zhang, Guangbo ;
Gong, Fuwen ;
Yang, Yuzhu ;
Gong, Chengbin ;
Tang, Qian ;
Xiao, Kun .
TETRAHEDRON LETTERS, 2014, 55 (19) :3017-3023
[4]   Fluorescent Chemosensors Based on Spiroring-Opening of Xanthenes and Related Derivatives [J].
Chen, Xiaoqiang ;
Pradhan, Tuhin ;
Wang, Fang ;
Kim, Jong Seung ;
Yoon, Juyoung .
CHEMICAL REVIEWS, 2012, 112 (03) :1910-1956
[5]   New Fluorescent and Colorimetric Probe for Cyanide: Direct Reactivity, High Selectivity, and Bioimaging Application [J].
Cheng, Xiaohong ;
Tang, Runli ;
Jia, Huizhen ;
Feng, Jun ;
Qin, Jingui ;
Li, Zhen .
ACS APPLIED MATERIALS & INTERFACES, 2012, 4 (08) :4387-4392
[6]  
Committee A. M., 1987, ANALYST, V112, P199
[7]   Cyanide preconditioning protects brain endothelial and NT2 neuron-like cells against glucotoxicity: Role of mitochondrial reactive oxygen species and HIF-1α [J].
Correia, Sonia C. ;
Santos, Renato X. ;
Cardoso, Sandra M. ;
Santos, Maria S. ;
Oliveira, Catarina R. ;
Moreira, Paula I. .
NEUROBIOLOGY OF DISEASE, 2012, 45 (01) :206-218
[8]   Smart Near-Infrared Fluorescence Probes with Donor-Acceptor Structure for in Vivo Detection of β-Amyloid Deposits [J].
Cui, Mengchao ;
Ono, Masahiro ;
Watanabe, Hiroyuki ;
Kimura, Hiroyuki ;
Liu, Boli ;
Saji, Hideo .
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 2014, 136 (09) :3388-3394
[9]   Switching of Reverse Charge Transfers for a Rational Design of an OFF-ON Phosphorescent Chemodosimeter of Cyanide Anions [J].
Fillaut, Jean-Luc ;
Akdas-Kilig, Huriye ;
Dean, Edouard ;
Latouche, Camille ;
Boucekkine, Abdou .
INORGANIC CHEMISTRY, 2013, 52 (09) :4890-4897
[10]   A reversible fluorescent chemosensor for cyanide in 100% aqueous solution [J].
Guo, Yuan-Yuan ;
Tang, Xiao-Liang ;
Hou, Feng-Ping ;
Wu, Jiang ;
Dou, Wei ;
Qin, Wen-Wu ;
Ru, Jia-Xi ;
Zhang, Guo-Lin ;
Liu, Wei-Sheng ;
Yao, Xiao-Jun .
SENSORS AND ACTUATORS B-CHEMICAL, 2013, 181 :202-208