Substituted 2-Aminobenzothiazoles Salicylidenes Synthesis and Characterization as Cyanide Sensors in Aqueous Medium

被引:9
作者
Elsafy, Anas G. [1 ]
Al-Easa, Hala Sultan [1 ]
Hijji, Yousef M. [1 ]
机构
[1] Qatar Univ, Dept Chem & Earth Sci, Doha 2713, Qatar
关键词
2-aminobenzothiazoles; cyanide; fluorescence; sensors; microwave assisted synthesis; SCHIFF-BASE; SELECTIVE DETECTION; FLUORESCENT-PROBE; ANION; WATER; CHEMOSENSOR; CHEMODOSIMETER; TAUTOMERISM; FLUORIDE;
D O I
10.3390/s18072219
中图分类号
O65 [分析化学];
学科分类号
070302 ; 081704 ;
摘要
(E)-2-((benzo[d]thiazol-2-ylimino)methyl)-nitrophenol 1 and (E)-2-(((6-methoxybenzo[d]thiazol-2-yl)imino)methyl)-4-nitrophenol 2 were synthesized efficiently under microwave conditions. The structures were confirmed using IR, H-1 NMR, and C-13 NMR. UV-vis. Fluorescence investigations demonstrated that 1 and 2 are sensitive and selective sensors for detection of cyanide over all other anions SCN-, AcO-, N-3(-), H2PO4-, H2AsO4-, F-, Cl-, Br-, and I- in aqueous media. Cyanide induces colorimetric change from pale yellow to dark yellow and from transparent to pale yellow for 1 and 2, respectively. It enhances the absorption at wavelengths 385 nm and 425 nm of 1 and 385 nm and 435 nm of 2. Acidic anions H2PO4 and H2AsO4 displayed significant interference with the interaction of cyanide and sensors 1 and 2. Sensor 1 has lower detection limit (LDL) 1 x 10(-6) M, while 2 has LDL 1.35 x 10(-6) M.
引用
收藏
页数:11
相关论文
共 39 条
  • [31] A novel fluorescent and chromogenic probe for cyanide detection in water based on the nucleophilic addition of cyanide to imine group
    Sun, Yue
    Liu, Yunlong
    Chen, Maliang
    Guo, Wei
    [J]. TALANTA, 2009, 80 (02) : 996 - 1000
  • [32] Colorimetric detection of cyanide with a chromogenic oxazine
    Tomasulo, M
    Raymo, FM
    [J]. ORGANIC LETTERS, 2005, 7 (21) : 4633 - 4636
  • [33] A cyanide-selective colorimetric "naked-eye" and fluorescent chemosensor based on a diketopyrrolopyrrole-hydrazone conjugate and its use for the design of a molecular-scale logic device
    Wang, Lingyun
    Chen, Xianggen
    Cao, Derong
    [J]. RSC ADVANCES, 2016, 6 (99) : 96676 - 96685
  • [34] A triphenylamine-based colorimetric and "turn-on" fluorescent probe for detection of cyanide anions in live cells
    Wang, Shaodan
    Xu, Hai
    Yang, Qingbiao
    Song, Yan
    Li, Yaoxian
    [J]. RSC ADVANCES, 2015, 5 (59) : 47990 - 47996
  • [35] World Health Organization, 1996, GUID DRINK WAT QUAL, V2, P6
  • [36] Sensors for the optical detection of cyanide ion
    Xu, Zhaochao
    Chen, Xiaoqiang
    Kim, Ha Na
    Yoon, Juyoung
    [J]. CHEMICAL SOCIETY REVIEWS, 2010, 39 (01) : 127 - 137
  • [37] Acridinium salt based fluorescent and colorimetric chemosensor for the detection of cyanide in water
    Yang, Young-Keun
    Tae, Jinsung
    [J]. ORGANIC LETTERS, 2006, 8 (25) : 5721 - 5723
  • [38] A NIR, special recognition on HS-/CN- colorimetric and fluorescent imaging material for endogenous H2S based on nucleophilic addition
    Yin, Caixia
    Huo, Fangjun
    Xu, Ming
    Barnes, Charles L.
    Glass, Timothy E.
    [J]. SENSORS AND ACTUATORS B-CHEMICAL, 2017, 252 : 592 - 599
  • [39] A phenolic Schiff base for highly selective sensing of fluoride and cyanide via different channels
    Zang, Libin
    Wei, Dayan
    Wang, Shichao
    Jiang, Shimei
    [J]. TETRAHEDRON, 2012, 68 (02) : 636 - 641