Synthesis and characterization of alkyl- and acyl-substituted oxime-phosphazenes


Çil E., Arslan M., GÖRGÜLÜ A. O.

Canadian Journal of Chemistry, cilt.83, sa.12, ss.2039-2045, 2005 (SCI-Expanded) identifier

  • Yayın Türü: Makale / Tam Makale
  • Cilt numarası: 83 Sayı: 12
  • Basım Tarihi: 2005
  • Doi Numarası: 10.1139/v05-223
  • Dergi Adı: Canadian Journal of Chemistry
  • Derginin Tarandığı İndeksler: Science Citation Index Expanded (SCI-EXPANDED), Scopus
  • Sayfa Sayıları: ss.2039-2045
  • Anahtar Kelimeler: Hexachlorocyclotriphosphazene, Oxime, Oxime derivatives, Oxime-phosphazenes, Phosphazene
  • Marmara Üniversitesi Adresli: Evet

Özet

Two oxime-cyclophosphazenes were prepared from the hexakis(4-formylphenoxy) cyclotriphosphazene (2) and hexakis(4-acetylphenoxy)cyclotriphosphazene (8). The reactions of these oximes with ethyl bromide, allyl bromide, propanoyl chloride, and acriloyl chloride were studied. Hexasubstituted compounds were obtained from the reactions of hexakis{4-[(hydroxyimino)methyl]phenoxy} cyclotriphosphazene (3) with ethyl bromide (4), allyl bromide (5), and propanoyl chloride (6), however, the oxime groups on 3 rearranged to nitrile (7) in the reaction of 3 with acriloyl chloride. Hexasubstituted compounds were also obtained from the reactions of hexakis{4-[(1)-N-hydroxyethaneimidoyl]phenoxy} cyclotriphosphazene (9) with allyl bromide (11) and propanoyl chloride (12). Tetra- and penta-substituted products were obtained from the reactions of 9 with ethyl bromide (10) and acriloyl chloride (13), respectively. All products were generally obtained in high yields. The structures of the compounds were defined by elemental analysis, IR, 1H, 13C, and 31P NMR spectroscopy. © 2005 NRC Canada.