4.6 Article

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

Journal

RSC ADVANCES
Volume 5, Issue 42, Pages 33306-33311

Publisher

ROYAL SOC CHEMISTRY
DOI: 10.1039/c5ra02758f

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Funding

  1. Thailand Research Fund the Royal Golden Jubilee Ph.D. Program [PHD/0234/2552]
  2. Nanotechnology Center (NANOTEC), though program of Center of Excellence Network, National Research University of CHE
  3. Ratchadaphiseksomphot Endowment Fund [AM1006A]
  4. Thai Government Stimulus Package 2 [TKK2555, SP2]
  5. Ratchadaphiseksomphot Endowment Fund of Chulalongkorn University [RES560530126-AM]
  6. 90th Anniversary of Chulalongkorn University
  7. Thailand Research Fund [TRF-MRG5680031]
  8. KMUTT Research Fund

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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 mM (68 ppb) in water and the Stern-Volmer fluorescence quenching constant is 1.09 x 10(5) M-1.

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