Indole based push-pull dyes bearing azo and dimethine: Synthesis, spectroscopic, NLO, anion affinity properties and thermal characterization

Keles E., Yahya M., Aktan E., Aydıner B., Seferoğlu N., Barsella A., ...Daha Fazla

JOURNAL OF PHOTOCHEMISTRY AND PHOTOBIOLOGY A-CHEMISTRY, cilt.402, 2020 (SCI-Expanded) identifier identifier

  • Yayın Türü: Makale / Tam Makale
  • Cilt numarası: 402
  • Basım Tarihi: 2020
  • Doi Numarası: 10.1016/j.jphotochem.2020.112818
  • Dergi Adı: JOURNAL OF PHOTOCHEMISTRY AND PHOTOBIOLOGY A-CHEMISTRY
  • Derginin Tarandığı İndeksler: Science Citation Index Expanded (SCI-EXPANDED), Scopus, Academic Search Premier, Agricultural & Environmental Science Database, BIOSIS, Chemical Abstracts Core, Chimica, INSPEC
  • Anahtar Kelimeler: Indole based chemosensor, Selective cyanide detection, Azo, Dimethine, NLO, DFT, TD-DFT, AQUEOUS-SOLUTION SYNTHESIS, SELECTIVE DETECTION, SENSING ABILITY, CYANIDE ANIONS, FLUORIDE, CHEMOSENSOR, COMPLEXES, MOLECULES, CHROMOPHORES, RECEPTORS
  • Gazi Üniversitesi Adresli: Evet

Özet

A series of novel indole based push-pull dyes bearing azo and dimethine chromophores in same structure were synthesized and characterized by Fourier Transform Infrared (FT-IR), H-1/C-13 nuclear magnetic resonance (NMR), and mass spectrometry. The photophysical properties of the dyes were determined in three solvents in UV-vis and theoretical studies. Their chemosensor and nonlinear optic (NLO) properties were also investigated. Anion selectivity and sensitivities of dyes were studied with some selected anions in ACN and interaction mechanisms were confirmed by spectrophotometric and H-1 NMR titration techniques. While the dyes showed affinity to F-, AcO-, CN-, and H2PO4- in the organic solvents such as DMSO and ACN and they showed selective behaviour only to CN- in partial aqueous solution. The thermal stabilities obtaining with thermogravimetric analysis (TGA) showed that the dyes have a good thermal stability up to around 300 degrees C.