title: Reaction-based colorimetric signaling of Cu(2+) ions by oxidative coupling of phenols with 4-aminoantipyrine.
abstract: A new Cu(2+)-selective chromogenic probe system based on the oxidative coupling of phenols with 4-aminoantipyrine was developed. Cu(2+) ions promoted facile coupling of phenols with 4-aminoantipyrine to yield quinoneimine dyes. Signaling with a number of phenols having no para-substituent, such as o-cresol and m-cresol, as well as p-chlorophenol having para substituent that could be expelled during the oxidation process was possible. The signaling of Cu(2+) ions was not interfered by the presence of representative metal ions except for Al(3+) ions. The possible interference from Al(3+) ions was successfully removed by using fluoride ions as a masking agent. The phenol-4-aminoantipyrine probe system showed chromogenic Cu(2+) signaling by prominent color change from colorless to pink with a detection limit of 8.5×10(-7) M. The signaling of Cu(2+) ions in practical samples using tap water and simulated semiconductor wastewater was also tested.
authors.affiliation: Department of Chemistry, Chung-Ang University, Seoul 156-756, Republic of Korea.
authors.forename: Hong Yeong
authors.initials: HY
authors.lastname: Kim
authors.affiliation: Department of Chemistry, Chung-Ang University, Seoul 156-756, Republic of Korea.
authors.forename: Hyo Jin
authors.initials: HJ
authors.lastname: Lee
authors.affiliation: Department of Chemistry, Chung-Ang University, Seoul 156-756, Republic of Korea. Electronic address: skchang@cau.ac.kr.
authors.forename: Suk-Kyu
authors.initials: SK
authors.lastname: Chang
mesh_terms: D000535:Aluminum / Q000737:chemistry; D000675:Ampyrone / Q000737:chemistry*; D002413:Cations, Divalent; D002733:Chlorophenols / Q000737:chemistry; D003124:Colorimetry / Q000379:methods*; D003300:Copper / Q000032:analysis / Q000737:chemistry*; D003408:Cresols / Q000737:chemistry; D060766:Drinking Water / Q000737:chemistry; D005459:Fluorides / Q000737:chemistry; D006801:Humans; D057230:Limit of Detection; D058451:Oxidative Coupling; D010636:Phenols / Q000737:chemistry*; D062065:Wastewater / Q000737:chemistry
chemical_list: D000535:Aluminum; D000675:Ampyrone; D002413:Cations, Divalent; D002733:Chlorophenols; D003300:Copper; D003408:Cresols; D060766:Drinking Water; D005459:Fluorides; D010636:Phenols; D062065:Wastewater; C032538:4-cresol; C029107:4-chlorophenol; C034047:2-cresol
keywords: 4-Aminoantipyrine; Colorimetry; Cu(2+) signaling; Oxidative coupling; Phenol; Quinoneimine dye