Issue 42, 2015
From the journal:

RSC Advances

Fluorescent phenylethynylene calix[4]arenes for sensing TNT in aqueous media and vapor phase†

Kanokthorn Boonkitpatarakul,a   Yamonporn Yodta,b   Nakorn Niamnontc  and  Mongkol Sukwattanasinitt*b  

* Corresponding authors

a Program of Petrochemistry, Faculty of Science, Chulalongkorn University, Bangkok 10300, Thailand
E-mail: keng_knb@hotmail.com
Tel: +66 81 815 4973

b Department of Chemistry, Faculty of Science, Chulalongkorn University, Bangkok 10300, Thailand
E-mail: msukwatt@gmail.com
Tel: +66 81 901 0730

c Department of Chemistry, Faculty of Science, King Mongkut's University of Technology Thonburi, Bangkok 10140, Thailand

Abstract

The upper-rim of calix[4]arene is modified with phenylacetylene derivatives via Sonogashira coupling reaction to produce a wider cavity for entrapping TNT. The modified calix[4]arene with amino groups on the wider rim exhibits highly selective fluorescence quenching toward TNT compared to other nitro aromatic compounds in an aqueous medium due to the shape and hydrophobicity of the modified cavity. The limit of detection of TNT is 0.3 μM (68 ppb) in water and the Stern–Volmer fluorescence quenching constant is 1.09 × 105 M−1.

Graphical abstract: Fluorescent phenylethynylene calix[4]arenes for sensing TNT in aqueous media and vapor phase

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Article information

DOI
https://doi.org/10.1039/C5RA02758F
Article type
Paper
Submitted
12 Feb 2015
Accepted
30 Mar 2015
First published
30 Mar 2015

RSC Adv., 2015,5, 33306-33311

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Fluorescent phenylethynylene calix[4]arenes for sensing TNT in aqueous media and vapor phase

K. Boonkitpatarakul, Y. Yodta, N. Niamnont and M. Sukwattanasinitt, RSC Adv., 2015, 5, 33306 DOI: 10.1039/C5RA02758F

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