The synthesis and characterization of new organosoluble long chain-substituted metal-free and metallophthalocyanines by microwave irradiation


BIYIKLIOĞLU Z., KANTEKİN H., ACAR İ.

INORGANIC CHEMISTRY COMMUNICATIONS, vol.11, no.12, pp.1448-1451, 2008 (Peer-Reviewed Journal) identifier identifier

  • Publication Type: Article / Article
  • Volume: 11 Issue: 12
  • Publication Date: 2008
  • Doi Number: 10.1016/j.inoche.2008.10.006
  • Journal Name: INORGANIC CHEMISTRY COMMUNICATIONS
  • Journal Indexes: Science Citation Index Expanded, Scopus
  • Page Numbers: pp.1448-1451
  • Keywords: Phthalocyanine, Cyclotetramerization, Metallophthalocyanine, Synthesis, ASSISTED SYNTHESIS, PHTHALOCYANINES, ELECTROCHEMISTRY

Abstract

The long chain-substitued phthalonitrile (3) was synthesized by nucleophilic displacement of nitro group in 4-nitrophthalonitrile with N,N-bis[2-(2-hyroxyethoxy)ethyl]-4-methyl benzenesulfonamide (1). The novel metal-free phthalocyanine (4) and metallophtalocyanines (5-8) have been synthesized by cyclotetramerization reaction of phthalonitrile derivative (3). Long chain-substituted Pcs showed the enhanced solubility in organic solvents. The new compounds were characterized by a combination of IR, H-1 NMR, C-13 NMR, UV-Vis, elemental analysis and MS spectral data. (c) 2008 Elsevier B.V. All rights reserved.