Synthesis and spectral properties of new ethylene glycol bridged oxazol-5-ones: High Stokes' shift fluorophores sensitive to solvent polarity

ÖZTÜRK ÜRÜT G., Bayramin D., ALP S.

JOURNAL OF MOLECULAR LIQUIDS, cilt.247, ss.109-115, 2017 (SCI-Expanded) identifier identifier

  • Yayın Türü: Makale / Tam Makale
  • Cilt numarası: 247
  • Basım Tarihi: 2017
  • Doi Numarası: 10.1016/j.molliq.2017.09.092
  • Dergi Adı: JOURNAL OF MOLECULAR LIQUIDS
  • Derginin Tarandığı İndeksler: Science Citation Index Expanded (SCI-EXPANDED), Scopus
  • Sayfa Sayıları: ss.109-115
  • Anahtar Kelimeler: Oxazol-5-one, Ethylene glycol, Fluorophore, Spectroscopy, Solvatochromism, STATE DIPOLE-MOMENTS, POLY(ETHYLENE GLYCOL), PHOTOPHYSICAL PROPERTIES, ELECTRON-TRANSFER, SOLID-STATE, LASER-DYES, FLUORESCENCE, OXAZOLONES, ABSORPTION, COMPLEXES
  • Dokuz Eylül Üniversitesi Adresli: Evet

Özet

A set of new oxazol-5-one fluorophores incorporating ethylene glycol chains terminated with an aldehyde unit has been synthesized and characterized structurally. Two pairs of compounds can be distinguished according to the substitution on the oxazol-5-one moiety: one pair bears a tolyl unit and the other a nitrophenyl unit. The difference within the pairs is the length of the ethylene glycol chain. The evaluation of absorption and emission properties of the new oxazol-5-one derivatives was carried out in seven different solvents of varying polarity, which showed intense absorption maxima at 384-418 nm and emission maxima at 430-607 nm, respectively. The solvatofluorism study of 3a and 3c revealed that their emission wavelengths are very sensitive to solvent polarity and are red shifted in polar solvents. 3a and 3c fluorophores exhibited high Stokes shift values between 4158 and 7921 cm(-1). (C) 2017 Elsevier B.V. All rights reserved.