Novel non-aggregated soluble metallophthalocyanines bearing carboxylic acid groups

被引:11
作者
Bayar, Serife [1 ]
Dincer, Hatice A. [1 ]
Ugur, Ahmet L. [2 ]
机构
[1] Istanbul Tech Univ, Dept Chem, TR-34469 Istanbul, Turkey
[2] Yildiz Tekn Univ, Dept Chem, TR-34210 Istanbul, Turkey
关键词
Phthalocyanine; Carboxylic acid; Hydrolysis; Absorption; Aggregation; Polar solvent; EXCITED-STATE DYNAMICS; ZINC PHTHALOCYANINES; WATER; MACROCYCLES; PHOTOCATALYSTS; SUBSTITUENTS; OXIDATION; THERAPY; CELLS; TUMOR;
D O I
10.1080/00958972.2012.673124
中图分类号
O61 [无机化学];
学科分类号
070301 ; 081704 ;
摘要
Synthesis and characterization of zinc and cobalt phthalocyanines substituted with biphenylmethylpropionic acids, methyl-o-tolylpropionic acids, and methyl-p-tolylpropionic acids are described in this study. The new compounds have been characterized by elemental analyses, FT-IR, UV-Vis, MALDI-TOF, and H-1 NMR spectroscopy. All new compounds are soluble in THF, DMF, DMSO, and dilute sodium hydroxide solution. The influence of the carboxylic acid and bulky biphenyl, ortho-methylbenzyl and para-methylbenzyl groups on the spectroscopic properties has been investigated. UV-Vis experiments suggest that the tendency of phthalocyanines to aggregate in polar solvents is significantly reduced owing to the carboxylic acid groups and bulky peripheral substituents.
引用
收藏
页码:1371 / 1380
页数:10
相关论文
共 40 条
[1]  
Ball DJ, 1999, PHOTOCHEM PHOTOBIOL, V69, P390, DOI 10.1562/0031-8655(1999)069<0390:ACSOTC>2.3.CO
[2]  
2
[3]   The synthesis of some phthalocyanines derived from bulky substituted phthalonitriles [J].
Bayar, Serife ;
Dincer, Hatice Akin ;
Gonca, Erguen .
DYES AND PIGMENTS, 2009, 80 (01) :156-162
[4]   CONVENIENT SYNTHESIS OF WATER-SOLUBLE, ISOMERICALLY PURE RUTHENIUM PHTHALOCYANINE COMPLEXES [J].
BOSSARD, GE ;
ABRAMS, MJ ;
DARKES, MC ;
VOLLANO, JF ;
BROOKS, RC .
INORGANIC CHEMISTRY, 1995, 34 (06) :1524-1527
[5]  
BOYLE RW, 1993, SYNLETT, P351
[6]   BIOLOGICAL-ACTIVITIES OF PHTHALOCYANINES .9. PHOTOSENSITIZATION OF V-79 CHINESE-HAMSTER CELLS AND EMT-6 MOUSE MAMMARY-TUMOR BY SELECTIVELY SULFONATED ZINC PHTHALOCYANINES [J].
BRASSEUR, N ;
ALI, H ;
LANGLOIS, R ;
VANLIER, JE .
PHOTOCHEMISTRY AND PHOTOBIOLOGY, 1988, 47 (05) :705-711
[7]   SYNTHESIS AND CHARACTERIZATION OF SOME NONUNIFORMLY SUBSTITUTED MESOGENIC PHTHALOCYANINES [J].
CHAMBRIER, I ;
COOK, MJ ;
CRACKNELL, SJ ;
MCMURDO, J .
JOURNAL OF MATERIALS CHEMISTRY, 1993, 3 (08) :841-849
[8]   SYNTHESIS AND CHARACTERIZATION OF SOME NOVEL PHTHALOCYANINES CONTAINING BOTH OLIGO(ETHYLENEOXY) AND ALKYL OR ALKOXY SIDE-CHAINS - NOVEL UNSYMMETRICAL DISCOTIC MESOGENS [J].
CLARKSON, GJ ;
MCKEOWN, NB ;
TREACHER, KE .
JOURNAL OF THE CHEMICAL SOCIETY-PERKIN TRANSACTIONS 1, 1995, (14) :1817-1823
[9]   Synthesis and properties of new phthalocyanines with tertiary or quaternarized aminoethylsulfanyl substituents [J].
Dabak, S ;
Gumus, G ;
Gul, A ;
Bekaroglu, O .
JOURNAL OF COORDINATION CHEMISTRY, 1996, 38 (04) :287-293
[10]   Comparison of the photophysics of an aggregating and non-aggregating aluminium phthalocyanine system incorporated into unilamellar vesicles [J].
Dhami, S ;
Phillips, D .
JOURNAL OF PHOTOCHEMISTRY AND PHOTOBIOLOGY A-CHEMISTRY, 1996, 100 (1-3) :77-84