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.