Synthesis and solvent effects on the electronic absorption and fluorescence spectral properties of substituted zinc phthalocyanines

被引:106
作者
Durmus, Mahmut
Nyokong, Tebello
机构
[1] Rhodes Univ, Dept Chem, ZA-6140 Grahamstown, South Africa
[2] Gebze Inst Technol, Dept Chem, TR-41400 Gebze, Turkey
基金
新加坡国家研究基金会;
关键词
phthalocyanine; zinc; fluorescence; aggregation; solvent effect;
D O I
10.1016/j.poly.2007.01.018
中图分类号
O61 [无机化学];
学科分类号
070301 ; 081704 ;
摘要
The synthesis and spectroscopic properties of the following tetra- and octa-substituted aryloxy zinc(Il) phthalocyanines are reported for the first time: 1,(4)-(tetrabenzyloxyphenoxyphthalocyaninato) zinc(II) (7); 2,(3)-(tetrabenzyloxyphenoxyphthalocyaninato) zinc(II) (8); 2,3-(octabenzyloxyphenoxyphthalocyaninato) zinc(Il) (9). The new compounds have been characterized by elemental analysis, IR, 1H NMR spectroscopy and electronic spectroscopy. Spectroscopic properties of these compounds were investigated in different solvents. Protonation of non-peripherally substituted complex 7 resulted in the splitting and red-shifting of the Q-band. The peripherally substituted derivatives 8 and 9, did not show the split in the Q-band. Fluorescence spectra of the derivatives show Stokes shifts typical of MPc complexes. (C) 2007 Elsevier Ltd. All rights reserved.
引用
收藏
页码:2767 / 2776
页数:10
相关论文
共 46 条
[1]   Interfacial aggregation of thioether-substituted phthalocyaninatomagnesium(II)-palladium(II) complexes in the toluene/water system [J].
Adachi, K ;
Watarai, H .
JOURNAL OF MATERIALS CHEMISTRY, 2005, 15 (44) :4701-4710
[2]   ELECTRONIC AND REDOX PROPERTIES OF STACKED-RING SILICON PHTHALOCYANINES FROM MOLECULAR-ORBITAL THEORY [J].
ANDERSON, AB ;
GORDON, TL ;
KENNEY, ME .
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1985, 107 (01) :192-195
[3]   SOLUBLE (TETRAETHYLPHTHALOCYANINATO)IRON(II) AND (TETRAETHYLPHTHALOCYANINATO)COBALT(II) COMPOUNDS [J].
BECK, A ;
MANGOLD, KM ;
HANACK, M .
CHEMISCHE BERICHTE, 1991, 124 (10) :2315-2321
[4]   A photophysical study of protonated (tetra-tert-butylphthalocyaninato)zinc [J].
Beeby, A ;
FitzGerald, S ;
Stanley, CF .
JOURNAL OF THE CHEMICAL SOCIETY-PERKIN TRANSACTIONS 2, 2001, (10) :1978-1982
[5]   THE PREPARATION AND PHOTOPHYSICAL MEASUREMENTS OF PERDEUTERO ZINC PHTHALOCYANINE [J].
BISHOP, SM ;
BEEBY, A ;
PARKER, AW ;
FOLEY, MSC ;
PHILLIPS, D .
JOURNAL OF PHOTOCHEMISTRY AND PHOTOBIOLOGY A-CHEMISTRY, 1995, 90 (01) :39-44
[6]   Phthalocyanines substituted with dendritic wedges: glass-forming columnar mesogens [J].
Brewis, M ;
Clarkson, GJ ;
Holder, AM ;
McKeown, NB .
CHEMICAL COMMUNICATIONS, 1998, (09) :969-970
[7]   Thermotropic and lyotropic mesophase behavior of some novel phthalocyanine-centered poly(oxyethylene)s [J].
Clarkson, GJ ;
Hassan, BM ;
Maloney, DR ;
McKeown, NB .
MACROMOLECULES, 1996, 29 (05) :1854-1856
[8]   Studies of the thermotropic mesophase behaviour exhibited by a highly asymmetric tetrabenzotriazaporphyrin derivative [J].
Corsellis, EA ;
Coles, HJ ;
Mckeown, NB ;
Weber, P ;
Guillon, D ;
Skoulios, A .
LIQUID CRYSTALS, 1997, 23 (04) :475-479
[9]   Polyethyleneoxide-capped phthalocyanines: limiting phthalocyanine aggregation to dimer formation [J].
Dominguez, DD ;
Snow, AW ;
Shirk, JS ;
Pong, RGS .
JOURNAL OF PORPHYRINS AND PHTHALOCYANINES, 2001, 5 (07) :582-592
[10]   Separation and mesogenic properties of tetraalkoxy-substituted phthalocyanine isomers [J].
Durmus, M ;
Yesilot, S ;
Ahsen, V .
NEW JOURNAL OF CHEMISTRY, 2006, 30 (05) :675-678