Water-soluble branched phenylene-ethynylene fluorophores with N-phenylcarbazole core. Auttapornpitak, P., Sukvvattanasinitt, M., & Rashatasakhon, P. SENSORS AND ACTUATORS B-CHEMICAL, 178:296-301, MAR 1, 2013.
doi  abstract   bibtex   
Three new water-soluble fluorophores containing N-phenylcarbazole core are synthesized by Sonogashira coupling of the triiodo core with arylethynes followed by ester hydrolysis or amino quaternization. In comparison with their analogs with triphenylamine core, these new fluorophores exhibit greater quantum efficiencies which could cause by the enhanced molecular rigidity. The quantum yield improvement is more pronounced in the systems devoid of intramolecular energy transfer (ICT) process. The fluorophore with salicylate peripheries exhibits a selective fluorescence switching-off by Cu2+ above 4 micromolar. Detailed investigations indicated that the peripheries on the carbazole nitrogen is responsible for fluorescent quenching, whereas those on the 3-and 6-position of carbazole function as the fluorescent signal amplifying units. The fluorescence switching-off is postulated to cause by synergetic works between superquenching induced by multiple complexation of Cu2+ with the fluorophore and quenching signal amplification fetched by efficient ICT. (c) 2012 Elsevier B.V. All rights reserved.
@article{ ISI:000315751100039,
Author = {Auttapornpitak, Pharkphoom and Sukvvattanasinitt, Mongkol and
   Rashatasakhon, Paitoon},
Title = {{Water-soluble branched phenylene-ethynylene fluorophores with
   N-phenylcarbazole core}},
Journal = {{SENSORS AND ACTUATORS B-CHEMICAL}},
Year = {{2013}},
Volume = {{178}},
Pages = {{296-301}},
Month = {{MAR 1}},
Abstract = {{Three new water-soluble fluorophores containing N-phenylcarbazole core
   are synthesized by Sonogashira coupling of the triiodo core with
   arylethynes followed by ester hydrolysis or amino quaternization. In
   comparison with their analogs with triphenylamine core, these new
   fluorophores exhibit greater quantum efficiencies which could cause by
   the enhanced molecular rigidity. The quantum yield improvement is more
   pronounced in the systems devoid of intramolecular energy transfer (ICT)
   process. The fluorophore with salicylate peripheries exhibits a
   selective fluorescence switching-off by Cu2+ above 4 micromolar.
   Detailed investigations indicated that the peripheries on the carbazole
   nitrogen is responsible for fluorescent quenching, whereas those on the
   3-and 6-position of carbazole function as the fluorescent signal
   amplifying units. The fluorescence switching-off is postulated to cause
   by synergetic works between superquenching induced by multiple
   complexation of Cu2+ with the fluorophore and quenching signal
   amplification fetched by efficient ICT. (c) 2012 Elsevier B.V. All
   rights reserved.}},
DOI = {{10.1016/j.snb.2012.12.079}},
EISSN = {{0925-4005}},
Unique-ID = {{ISI:000315751100039}},
}

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