Synthesis and photophysical properties phthalocyanine–pyrene dyads

Özçeşmeci, İbrahim; Gelir, Ali; Gül, Ahmet

doi:10.1016/j.dyepig.2011.08.013

Cited by 40 publications

(16 citation statements)

References 31 publications

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“…The methods of synthesis and purication of 4-nitrophthalonitrile, 38 4,5-dichlorophthalonitrile, 39 4-(1-pyrenylmethoxy) phthalonitrile, 40 2,3,9,10,16,17-hexakis(4,7,10-trioxaundecan-1-sulfanyl)-23(24)-(1-pyrenyl methoxy) phthalocyaninato zinc(II) (ZnPc-py) 41 have already been published elsewhere. All solvents used in the reactions were dried and puried as described by Perrin and Armarego.…”

Section: Methodsmentioning

confidence: 99%

Hybrid materials of pyrene substituted phthalocyanines with single-walled carbon nanotubes: structure and sensing properties

et al. 2015

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Section: Methodsmentioning

confidence: 99%

Hybrid materials of pyrene substituted phthalocyanines with single-walled carbon nanotubes: structure and sensing properties

et al. 2015

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“…After the conjugation, the B band of ZnPc-Py (5) was almost as intense as its Q band because of the pyrene absorption in the B band region (21,22). As seen in the literature, the Soret band of phthalocyanine (5) overlaps with the absorption of pyrene unit at around 346 nm (21)(22)(23). The fluoresence measurements and fluorescence quenching studies of 5 were performed in DMF upon exitation at 615 nm.…”

Section: Synthesis and Spectroscopic Characterizationmentioning

confidence: 84%

“…According to the literature, Özçeşmeci and coworkers synthesized phthalocyanines bearing four pyrene units and studied their photophysical properties (21). In another study performed by Sürgün et al, pyrenyl substituted phthalocyanine synthesis and photophysical measurements were performed (22).…”

Section: Synthesis and Spectroscopic Characterizationmentioning

confidence: 99%

“…From the point of view, the aim of this study is to synthesize pyrenyl substituted unsymmetrical zinc phthalocyanine for the preparation of lightharvesting antennae. Although there are symmetrically or unsymmetrically substituted phthalocyanine-pyrene conjugated structures in the literature (21)(22)(23)(24), unsymmetrically substituted zinc phthalocyanine in which the pyrenyl group was bound to the phthalocyanine ring, was synthesized for the first time. The photophysical properties of this new compound was investigated by fluorescence measurements.…”

Section: Introductionmentioning

confidence: 99%

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Synthesis and photophysical properties of usymmetrically substituted phthalocyanine-pyrene conjugate

Karaoğlu

Burat

2019

Journal of the Turkish Chemical Society Section A: Chemistry

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An unsymmetrical zinc phthalocyanine (ZnPc) (5) bearing one pyrene (Py) and six tertbutylphenoxy units was synthesized in 3 steps. The unsymmetrical zinc phthalocyanine carrying the protecting group was synthesized in the first step. In the second stage, the protecting group was removed and in the final stage pyrene structure was introduced with the Sonagashira coupling reaction. The new compound was characterized by using spectroscopic techniques. The photophysical measurements of the conjugated structure were performed to determine the effect of the pyrene group on the fluorescence of Pc. It was determined that the absorption of the pyrene structure around 350 nm was overlapping with the B-band of phthalocyanine after conjugation. Fluorescence quantum yield (ΦF) and lifetime (τF) were calculated. The fluorescence quenching examinations were performed by adding the different concentration of 1,4-benzoquinone (BQ) in N,N-dimethylformamide (DMF) and the Stern-Volmer constant (Ksv) and quenching constant (kq) values of unsymmetrical zinc phthalocyanine (5) were determined.

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“…Thus, unsubstituted MPc can not be directly used as catalyst for the conversion of mercaptan to disulfide during light oil sweetening. The solubility of MPc compounds in alkali solution (or water) can be improved by introducing electron-withdrawing or electron-donating substituents, such as sulfonic acid, carboxylic acid, or amide groups at the periphery and axial positions of the Pc ring [5][6][7]. The conventional synthesis of metallosulfophthalocyanines (MSPc) is time-consuming method with low product yields.…”

Section: Introductionmentioning

confidence: 99%

Microwave-Promoted Synthesis of Sulfonated Metallophthalocyanines and Aggregation in Different Solvents

Zhenhua

Cui

Jiang

et al. 2015

Advances in Materials Science and Engineering

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Five metallosulfophthalocyanines (Fe, Ni, Zn, Co, and Cu) compounds were synthesized by microwave irradiation. Compared to the conventional method of synthesis in terms of reaction time and yields, the microwave-promoted synthesis is preferred with high product yield and short reaction time. All synthesized products were characterized with MALDI-TOF mass spectrum, Fourier transform infrared spectroscopy (FT-IR), ultraviolet-visible spectroscopy (UV-Vis), and X-ray diffraction (XRD). Aggregation behavior of the five metallosulfophthalocyanines (MSPc) in different solvents was studied by UV-Vis spectroscopy separately in N,N-dimethyl formamide (DMF) and NaOH aqueous solution (5%wt). A redshift of maximum absorption wavelength and deviations from Lambert-Beer law with increasing the concentration were observed. The dimerization equilibrium constants (K) of the five MSPc were determined, respectively.

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Synthesis and photophysical properties phthalocyanine–pyrene dyads

Cited by 40 publications

References 31 publications

Hybrid materials of pyrene substituted phthalocyanines with single-walled carbon nanotubes: structure and sensing properties

Hybrid materials of pyrene substituted phthalocyanines with single-walled carbon nanotubes: structure and sensing properties

Synthesis and photophysical properties of usymmetrically substituted phthalocyanine-pyrene conjugate

Microwave-Promoted Synthesis of Sulfonated Metallophthalocyanines and Aggregation in Different Solvents

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