Highly organosoluble metal-free phthalocyanines and metallophthalocyanines:: Synthesis and characterization

被引:50
作者
Bilgin, Ahmet [1 ]
Ertem, Beytullah
Goek, Yasar
机构
[1] Kocaeli Univ, Dept Sci Educ, TR-41380 Kocaeli, Turkey
[2] Karadeniz Tech Univ, Dept Chem, TR-61080 Trabzon, Turkey
[3] Pamukkale Univ, Dept Chem, TR-20070 Denizli, Turkey
关键词
soluble phthalocyanine; phthalonitrile; macrocycles; nickel; zinc;
D O I
10.1002/ejic.200600943
中图分类号
O61 [无机化学];
学科分类号
070301 ; 081704 ;
摘要
The syntheses and characterization of metal-free and metal-containing (Zn and Ni) derivatives of a symmetrically octa-substituted phthalocyanine derived from 4,5:12,13-bis(4'-tert-butylbenzo)-8,9-(4",5"-dicyanobenzo)-6,11-ditosyl- 6,11-diaza-2,15-dithiacyclohexadeca-4,8,12-triene and CuPc from 4,5:12,13-bis(4'-tert-butylbenzo)-8,9-(4",5"-dibromobenzo)-6,11-ditosyl-6,11-diaza-2,15-dithiacyclohexadeca- 4,8,12-triene were carried out. Pentanuclear silver(l) and palladium(II) complexes have also been prepared from nickel(II) phthalocyaninate derivatives. The prepared phthalocyanines were semiconducting materials in the range of 10(-5) to 10(-10) S cm(-1) in vacuo and under atmospheric pressure. The extraction abilities of NiPc and detosylated phthalocyanines were evaluated in chloroform/water by using several heavy-metal picrates such as Ag+, Cd2+, Cu2+, Hg2+, Pb2+, Pd2+, and Zn2+. The extraction affinities of NiPc and detosylated phthalocyanines for Ag+ were found to be the highest in solvent extraction experiments. The new compounds were characterized by using elemental analysis, UV/Vis, FTIR, NMR, MS spectroscopic data and DTA/TG. (C) Wiley-VCH Verlag GmbH & Co.
引用
收藏
页码:1703 / 1712
页数:10
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