Novel network polymeric phthalocyanines: Synthesis and characterization

BILGIN A., YAGCI C., Yildiz U.

MACROMOLECULAR CHEMISTRY AND PHYSICS, vol.206, no.22, pp.2257-2268, 2005 (SCI-Expanded) identifier identifier

  • Publication Type: Article / Article
  • Volume: 206 Issue: 22
  • Publication Date: 2005
  • Doi Number: 10.1002/macp.200500341
  • Journal Indexes: Science Citation Index Expanded (SCI-EXPANDED), Scopus
  • Page Numbers: pp.2257-2268
  • Kocaeli University Affiliated: Yes


New p-xylylenebis-(oxa-thia-propan) bridged metal-free and metallophthalocyanine polymers were synthesized. The metal-free phthalocyanine polymer (3) was prepared by the reaction of a tetranitrile monomer with 1,8-diazabicyclo[5.4.0]undec-7-ene (DBU) in pentanot. Ni- and Co-phthalocyanine polymers were prepared by reaction of the tetranitrile compound with the chlorides of Ni(II) and Co(II) in quinoline. Cu- and Zn-phthalocyanine polymers were prepared by the reaction of the tetranitrile compound with the acetates Of Cu(II) and Zn(II) and DBU in amyl alcohol. Yellow PbO and Fe(CO)(5) were used to prepare Pb- and Fe-analog polymers, respectively. The Co-phthalocyanine polymer was also prepared using ethylene glycol instead of quinoline in the presence of the catalyst ammonium molybdate. (3) was chemically doped with iodine. The electrical conductivities of the polymeric phthalocyanines measured as gold sandwiches were found to be 10(-9)-10(-7) S center dot cm(-1) in a vacuum and in argon. The electrical conductivity of iodine doped metal-free phthalocyanine (3a) was found to be approximately 57 times higher than that of the undoped version. The extraction ability of (3) was also evaluated in THF using transition metal picrates, such as Ag1+, Hg2+, Pb2+, Cd2+, Cu2+ and Zn2+. The extraction affinity of (3) for Ag1+ was found to be highest in the heterogeneous phase extraction experiments. All the novel compounds were characterized using elemental analysis, UV-Vis, FT-IR, NMR and MS spectral data and DSC.