The synthesis and spectral properties of novel phthalocyanines with pendant bulky units

Novel phthalocyanines with biphenyl substituents and ester groups that are readily soluble in organic solvents were synthesized from a phthalonitrile derivative obtained by displacement of the –CH proton in 1-chloro-3,4-dicyano-6-(1,1-dicarbethoxymethyl)benzene with 4-(chloromethyl)biphenyl, followe...

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Bibliographic Details
Published inDyes and pigments Vol. 79; no. 2; pp. 166 - 169
Main Authors Dinçer, Hatice A., Gonca, Ergün, Gül, Ahmet
Format Journal Article
LanguageEnglish
Published Elsevier Ltd 01.11.2008
Subjects
Aggregation
Cobalt
Copper
Lead
Phthalocyanine
Phthalonitrile
Zinc
Aggregation
Phthalocyanine
Lead
Phthalonitrile
Copper
Cobalt
Zinc
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Summary:Novel phthalocyanines with biphenyl substituents and ester groups that are readily soluble in organic solvents were synthesized from a phthalonitrile derivative obtained by displacement of the –CH proton in 1-chloro-3,4-dicyano-6-(1,1-dicarbethoxymethyl)benzene with 4-(chloromethyl)biphenyl, followed by cyclotetramerization in the presence of metal salts {CuCl 2, Pb(CH 3COO) 2·3H 2O, CoCl 2 and Zn(CH 3COO) 2}. Transesterification of malonyl esters occurred during the cyclotetramerization of dinitrile with CuCl 2, Pb(CH 3COO) 2·3H 2O in 1-pentanol in the presence of DBU. The structures of the newly synthesized molecules were verified using elemental analysis, 1H NMR, FT-IR, MicroTOF mass and UV–vis spectral data.
ISSN:0143-7208
1873-3743
DOI:10.1016/j.dyepig.2008.02.002