Synthesis, structural characterization and dielectric behavior of new oxime-cyclotriphosphazene derivatives


Koran K., Özen F., Biryan F., GÖRGÜLÜ A. O.

Journal of Molecular Structure, cilt.1105, ss.135-141, 2016 (SCI-Expanded) identifier

  • Yayın Türü: Makale / Tam Makale
  • Cilt numarası: 1105
  • Basım Tarihi: 2016
  • Doi Numarası: 10.1016/j.molstruc.2015.10.048
  • Dergi Adı: Journal of Molecular Structure
  • Derginin Tarandığı İndeksler: Science Citation Index Expanded (SCI-EXPANDED), Scopus
  • Sayfa Sayıları: ss.135-141
  • Anahtar Kelimeler: Conductivity, Cyclotriphosphazene, Dielectric constant, Oxime ether and ester, Oxime-phosphazene
  • Marmara Üniversitesi Adresli: Evet

Özet

The cyclotriphosphazene compound (2) bearing formyl groups as side groups was obtained from the reaction of 2,2-Dichloro-4,4,6,6-bis[spiro(2′,2″-dioxy-1′,1″-biphenylyl)]cyclotriphosphazene (1) with 4-hydroxy-3-methoxybenzaldehyde in the presence K2CO3 in tetrahydrofuran. Oxime-cyclotriphosphazene compound (3) was synthesized from the reaction of compound 2 with hydroxylamine hydrochloride in pyridine. The synthesized oxime-phosphazene compound (3) was reacted with alkyl and acyl halides. As a results, the cyclotriphosphazene compounds (1-10) bearing oxime ether and ester as side groups were obtained. The chemical structures of these compounds (1-10) were determined by elemental analysis, FT-IR, 1H, 13C and 31P NMR spectroscopic methods. Dielectric constant, dielectric loss factors and conductivity properties of cyclotriphosphazene compounds were measured over the frequency range from 100 Hz to 2 kHz at 25°C and compared with each other. It is found that ester substituted cyclotriphosphazenes have higher dielectric constant. Our study suggests that these phosphazenes promising candidate materials in multifunctional optoelectronic devices.