Derivatization of 2-chlorophenol with 4-amino-anti-pyrine: A novel method for improving the selectivity of molecularly imprinted solid phase extraction of 2-chlorophenol from water

• Published in: Talanta (Oxford) Vol. 83; no. 2; pp. 667 - 673
• Main Authors: El-Sheikh, Amjad H., Al-Quse, Rasha W., El-Barghouthi, Musa I., Al-Masri, Fida’a S.
• Format: Journal Article
• Language: English
• Published: Amsterdam Elsevier B.V 15.12.2010; Elsevier
• Subjects: 4-amino-anti-pyrine; Adsorption; Ampyrone - chemistry; Analytical chemistry; Applied sciences; Chemistry; Chemistry Techniques, Analytical; Chlorophenols - chemistry; Chromatography, High Pressure Liquid - methods; Derivatization of phenols; Environmental Monitoring - methods; Exact sciences and technology; Global environmental pollution; Models, Chemical; Molecularly imprinted polymer; Molecularly imprinted solid phase extraction; Phenol - chemistry; Phenolic compounds; Phenols - chemistry; Pollution; Polymers - chemistry; Pyrenes - chemistry; Water - chemistry; Water Pollutants, Chemical - analysis; Water Purification; Water samples; Molecularly imprinted solid phase extraction; 4-amino-anti-pyrine; Derivatization of phenols; Phenolic compounds; Molecularly imprinted polymer; Water samples; Water; molecularly imprinted solid phase; Solid phase extraction; Molecular structure; Binding site; Selectivity; Molecular size; Derivatization; Chemical enrichment; Sample preparation; Loading; Detection limit; Functional group; Sample; Use; Polymer; Method; extraction; Sorption; Phenol; Phenols; Environment; Solid phase; Molecular imprinting
• ISSN: 0039-9140; 1873-3573
• DOI: 10.1016/j.talanta.2010.10.022

Molecularly imprinted polymer (MIP) may not selectively recognize small template of limited number of functional groups, such as 2-chlorophenol (2-CP). In this work, a novel method was proposed to improve the recognition ability of the molecularly imprinted solid phase extraction (MISPE) of 2-CP from environmental waters. This was achieved by derivatization of 2-CP with 4-amino-anti-pyrine (4-AAP) to enlarge its molecular size and add more binding sites. For that purpose, two MISPE methods of 2-CP were developed. In method 1, a polymer imprinted with 2-CP was used as the extracting sorbent but it suffered from low selectivity and high detection limit of 2-CP (7.10 ng L −1). In method 2, a polymer imprinted with 4-AAP derivatized 2-CP (2-CP-4-AAP) was used as the extracting sorbent. Prior to loading the water sample it was subjected to a simple derivatization procedure with 4-AAP. Method 2 showed high recognition ability/selectivity towards 2-CP-4-AAP with lower detection limit of 0.05 ng L −1 for 2-CP-4-AAP. Method 2 was able to detect the presence of 2-CP-4-AAP in unspiked real water samples and almost full spike recovery was achieved.