Experimental and theoretical studies on monoazo dye including diphenylamine and N -methyldiphenylamine derivatives

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Aksungur T., Erol F., Seferoğlu N., Seferoğlu Z.

JOURNAL OF MOLECULAR STRUCTURE, cilt.1217, 2020 (SCI-Expanded) identifier identifier

  • Yayın Türü: Makale / Tam Makale
  • Cilt numarası: 1217
  • Basım Tarihi: 2020
  • Doi Numarası: 10.1016/j.molstruc.2020.128449
  • Dergi Adı: JOURNAL OF MOLECULAR STRUCTURE
  • Derginin Tarandığı İndeksler: Science Citation Index Expanded (SCI-EXPANDED), Scopus, Academic Search Premier, Chimica, Compendex, INSPEC
  • Gazi Üniversitesi Adresli: Evet

Özet

In this manuscript, two series of azo dyes preparing by coupling diphenylamine and N-methyl diphenylamine

and diazotized substituted anilines bearing various substituents were designed and synthesized.

These azo dyes were characterized by spectroscopic techniques such as 1H/13C NMR and HRMS or

LCMS. Photophysical, NLO and protonation properties were investigated by experimentally and theoretically.

The absorption maxima were observed in long wavelength in DMSO. The most stable tautomeric

form of dyes which have tautomeric forms, were determined using model compounds. The results

showed that the azo dyes are stable in azo form in all solvents used. For the usability as optic dye of the

synthesized dyes, thermal property of all dyes was also determined. The all compounds are thermally

stable and Td values are bigger than 220 C.