The microwave-assisted synthesis and characterization of novel, octakis(2-hydroxyethoxy)resorcinarene bridged polymeric metallophthalocyanines

Abstract

The new metallophthalocyanine (Zn, Cu, Ni, Co) polymers containing 4,6,10,12,16,18,22,24-octakis(2-hydroxyethoxy)-2,8,14,20-tetramethylresorcinarene are described. Firstly, 4,6,10,12,16,18,22,24-octakis(2-hydroxyethoxy)-2,8,14,20-tetramethylresorcinarene compound (1) was synthesized by treating resorcinarene with 2-chloroethanol under microwave irradiation. Then, tetrakis(4,5-bis(2-hydroxyethoxy))phthalonitrile substituted resorcinarene compound (2) and octakis(4-(2-hydroxyethoxy))phthalonitrile substituted resorcinarene compound (3) were synthesized by treating compound (1) with 4,5-dichloro-1,2-dicyanobenzene and 4-nitro-1,2-dicyanobenzene, respectively, under microwave irradiation. The chlorides Cu (II), Ni (II), Co (II), were employed in order to synthesize the corresponding metallophthalocyanine polymers (2b-d and 3b-d) and Zn(CH3COO)2 was used for the preparation of zinc phthalocyanine polymers (2a and 3a). All products were synthesized by microwave-assisted synthesis method. The structures were characterized by elemental analyses, 1H NMR, 13C NMR, UV-Vis and FTIR spectroscopy. © 2009 Elsevier Ltd. All rights reserved.