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The Synthetic and Anion-binding Ability of Novel Colorimetric Chemosensors Based on Azobenzol Derivatives: Experimental and Theoretical

[ Vol. 15 , Issue. 1 ]

Author(s):

Xuefang Shang*, Jie Li, Kerong Guo, Qian Dang, Tianyun Wang, Jinlian Zhang and Xiufang Xu   Pages 143 - 149 ( 7 )

Abstract:


Background: Azobenzol derivatives are important organic materials and show unique optical function. As a potential host, azobenzene has been broadly exploited in many areas because of its efficient inclusion ability and easy derivatization by functional groups.

Objective: A series of twelve novel compounds have been synthesized and optimized based on azobenzol derivatives. Method: The binding properties were evaluated for biologically important anions (F-, Cl-, Br-, I-, AcO- and H2PO4-) by theoretical investigation, UV-vis, fluorescence experiments.

Results: The compound containing three nitro groups displayed the strongest binding ability for AcO- ion among synthesized compounds. Theoretical investigation analysis revealed that the intramolecular hydrogen bond existed in the structure of the synthesized compounds.

Conclusion: we have developed twelve compounds based on azobenzol derivatives. Compound 6 involving three nitro groups showed high sensitive and selective binding ability for acetate ion through multiple hydrogen bonds among anions tested including AcO-, F-, H2PO4-, Cl-, Br- and I- due to the conformational complementarity and higher basicity. Compound 6 also can be used as a colorimetric sensor for detecting acetate ion in environmental and pharmacy samples. The above results can provide a clue for the constructing of anion receptor based on azobenzol derivatives.

Keywords:

Colorimetric sensor, azobenzol derivatives, synthesis, theoretical investigation, biochemistry, 1HNMR titration.

Affiliation:

Department of Chemistry, Xinxiang Medical University, Xinxiang, Henan 453003, Department of Chemistry, Xinxiang Medical University, Xinxiang, Henan 453003, School of Pharmacy, Xinxiang Medical University, Xinxiang, Henan 453003, School of Pharmacy, Xinxiang Medical University, Xinxiang, Henan 453003, Department of Biochemistry, Xinxiang Medical University, Xinxiang, Henan 453003, School of Pharmacy, Xinxiang Medical University, Xinxiang, Henan 453003, Department of Chemistry, Nankai University, Tianjin 300071

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