Synthesis and spectroelectrochemistry of new phthalocyanines with ester functionalities

Sevim, Altuğ Mert; Arıkan, Sibel; Koca, Atıf; Gül, Ahmet

doi:10.1016/j.dyepig.2011.07.015

Cited by 43 publications

(13 citation statements)

References 22 publications

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“…Generally, phthalocyanine compounds have poor solubility in most organic solvents; however introduction of substituents on the peripheral or/and non-peripheral and/or on axial positions of the ring may act as spacers between phthalocyanine cores that are in close proximity and thus reduces the liability of forming aggregates and its consequence is excellent solubility in number of organic solvents [38][39][40][41][42]. In this sense, the phthalocyanine complexes (2-5) exhibited extreme solubility in toluene, dietyhlether, acetone, CHCl 3 , THF, ethylacetate, DMF, and DMSO.…”

Section: Synthesis and Characterizationmentioning

confidence: 99%

Synthesis, electrochemistry and in situ spectroelectrochemistry of novel hexadeca-substituted phthalocyanines with three different groups

et al. 2015

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Section: Synthesis and Characterizationmentioning

confidence: 99%

Synthesis, electrochemistry and in situ spectroelectrochemistry of novel hexadeca-substituted phthalocyanines with three different groups

et al. 2015

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“…The main limiting factor for phthalocyanines to be used in many areas is their poor solubility in solvents. A phthalocyanine must have a solubility in the application medium, generally water, at some points during the coloration process for the textile industry [14,15]. The solubility can be modified either by inserting different metal atoms into the inner core of the Pc ring or by substitution of functional groups at the peripheral/nonperipheral regions of the Pc ring with anionic or cationic groups, known as auxochromes (color helpers), examples of which are sulfonic acid, carboxylic acid, or quaternized ammonium groups.…”

Section: Introductionmentioning

confidence: 99%

The use of water-soluble phthalocyanines as textile dyes in nylon/elastane fabric: fastness and antibacterial effectiveness

et al. 2020

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This work reports on dyeing of nylon/elastane fabric with water-soluble phthalocyanines ( 1-4 ) bearing quinoline 5-sulfonic acid substituents on the peripheral or nonperipheral positions and determining the antibacterial efficiency of the phthalocyanine compounds and the dyed nylon/elastane fabrics. The light, washing, water, perspiration, and rubbing fastness properties of nylon/elastane fabrics dyed with phthalocyanines were also determined. The results showed that all dyed fabrics showed very good wet fastness values. The lightfastness value of the nylon/elastane fabric dyed with phthalocyanine dye ( 1 ) showed a much better value than the others. Also, the antibacterial efficiencies of the dyed nylon fabrics and the dye compounds were investigated against a gram-negative ( Escherichia coli ) and a grampositive ( Staphylococcus aureus ) bacteria by using disc diffusion method. The results showed that the dyed nylon/elastane fabrics and the compounds exhibited antibacterial activities against both bacteria.

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“…Thanks to their πelectron conjugation, Pcs can readily undergo electron transfer reactions (3). There are two main substitution patterns for Pcs: Peripheral (2, 9(10), 16 (17), 23 (24)) and non-peripheral (1, 8(11), 15 (18), 22 (25)) and these patterns allow for greater solubility in organic solvents, thereby increasing the spectral behaviors and applications (4)(5)(6)(7)(8). To synthesize substituted Pcs, a reaction called cyclotetramerization must be exercised, and substituted phthalonitriles will give way to substituted phthalocyanines.…”

Section: Introductionmentioning

confidence: 99%

Synthesis and photophysical properties of A3B-type non-symmetrically substituted anthracene-based zinc(II) phthalocyanine

Temizel

Sevim

2020

Journal of the Turkish Chemical Society Section A: Chemistry

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A novel unsymmetrical zinc(II) phthalocyanine (ZnPc) (3) with an alkynyl functional group was prepared by an efficient mixed statistical condensation of 4-((4-ethynylbenzyl)oxy)phthalonitrile (1) and 4-(4-tertbutylphenoxy)phthalonitrile (2). FTIR, 1 H NMR, UV-Vis, elemental analysis, and MALDI-TOF were used to characterize this new compound. Working with different concentrations, the compound's aggregation properties were investigated and concluded that no aggregation tendency has been observed in the studied concentration range (1.0 x 10 -6 M to 1.2 x10 -5 M). Fluorescent quantum yields and lifetimes of the compound were studied and found to be 0.09 and 0.57 ns, respectively. As a fluorescent quencher, 1,4-benzoquinone was used in the experiments at differing concentrations in tetrahydrofuran. The kq values showed a close follow-up to the diffusion control limits, around 10 11 s -1 and they seem to agree with Einstein-Smoluchowski's approximation for bimolecular, diffusion-control-including, interactions. For the new compound, the KSV value was calculated as 27.55, which is lower than that of unsubstituted ZnPc. The fluorescence of the studied compound 3 was effectively quenched by 1,4-benzoquinone.

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Synthesis and spectroelectrochemistry of new phthalocyanines with ester functionalities

Cited by 43 publications

References 22 publications

Synthesis, electrochemistry and in situ spectroelectrochemistry of novel hexadeca-substituted phthalocyanines with three different groups

Synthesis, electrochemistry and in situ spectroelectrochemistry of novel hexadeca-substituted phthalocyanines with three different groups

The use of water-soluble phthalocyanines as textile dyes in nylon/elastane fabric: fastness and antibacterial effectiveness

Synthesis and photophysical properties of A3B-type non-symmetrically substituted anthracene-based zinc(II) phthalocyanine

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