8-Hydroxyquinoline based push-pull azo dye: Novel colorimetric chemosensor for anion detection

Autor: Zeynel Seferoğlu, Ömer Arslan, Nurgül Seferoğlu, Ergin Yalçın, Banu Babür, Burcu Aydıner
Rok vydání: 2017
Předmět:
Zdroj: Journal of Molecular Structure. 1149:499-509
ISSN: 0022-2860
DOI: 10.1016/j.molstruc.2017.08.001
Popis: A novel colorimetric chemosensor based on push-pull dye (8HQA) was synthesized and characterized by using IR, 1 H/ 13 C NMR and HRMS for the purpose of recognition of anions and cations in DMSO. The absorption maxima of the chemosensor were determined in different solvents. The selectivity and sensitivity of 8HQA to anions were determined with spectrophotometric and 1 H NMR titration techniques. The selectivity of 8HQA for studied anions (CN − , F − , Cl − , I − , AcO − , HSO 4 − and H 2 PO 4 − ) was determined in DMSO. There is no selectivity between competing anions such as CN − , F − AcO − and H 2 PO 4 − at the stoichiometric ratio of 1:1 in UV-vis titrations experiments however, it was observed different color changes upon addition of CN − , F − , AcO − and H 2 PO 4 − to the DMSO solution. In addition, the chemosensor showed no colorimetric response for the following anions; Cl − , I − and HSO 4 − in DMSO. The colorimetric sensing ability of 8HQA was studied in the presence of chloride salts of different cations such as Ca 2+ , Mg 2+ , Cu 2+ , Co 2+ , Sn 2+ , Ni 2+ , Cd 2+ and Hg 2+ . Upon the addition of 4 equiv of each of the cations showed bathochromic shifts except for Ca 2+ and Cu 2+ . Interestingly, no selectivity was observed in interaction with metal cations. In addition, the molecular and electronic structures of 8HQA, as well as the molecular complexes of 8HQA, formed with the anions, were obtained theoretically and confirmed by DFT and TD-DFT calculations.
Databáze: OpenAIRE