Photophysical and photochemical parameters of octakis (benzylthio) phthalocyaninato zinc, aluminium and tin: Red shift index concept in solvent effect on the ground state absorption of zinc phthalocyanine derivatives

Akpe, Victor; Brismar, Hjalmar; Nyokong, Tebello; Osadebe, PO

doi:10.1016/j.molstruc.2010.08.033

Cited by 9 publications

(21 citation statements)

References 40 publications

(36 reference statements)

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“…A significant change in solvent polarity can cause a corresponding shift in spectral wavelength. Polarization red-shifts of MPcs do not correlate well with dipole moments, as shown by recent studies [17,18]. Thus, in this work, we have deliberately not included dipole moment functions in the study because the polarization red-shift correlates well with other parameters listed in the Tables 1, 2 and 3.…”

Section: Polarization Red-shift Of Mpcsmentioning

confidence: 82%

“…Ref. [18] We look at two case studies of CS-MPcs based on the studies by Baylis and coworkers [13,14]: (1) those that are mostly influenced by a momentary transition dipole during the optical absorption process in the ground state electronic absorption spectra, and (2) those that are influenced by a transition from the ground state to the excited state. For CS-MPc in the ground state, absorption spectra in non-polar solvents with bathochromic (red) shifts, we have used these defined parameters: (1) the Q-band (k Qmax ) of the unsubstituted MPc in the vapor phase, where we have referenced the experimental Q-band of unsubstituted ZnPc in the vapor phase [17]; (2) the Q-band of the unsubstituted MPc in solution.…”

Section: Polarization Red-shift Of Mpcsmentioning

confidence: 99%

“…is the polarization red-shift of the investigated sample, that is the CS-MPc in solution. N dye [18,19] is the scaling factor of the dye when dissolved in a given solvent. It is determined by selecting the solvent with the highest solvent polarity index value.…”

Section: Nature Of Chromophore Substituents Of Mpcsmentioning

confidence: 99%

“…It also contains a list of common solvents. These parameters are: the Q-band (k max ) at the ground electronic state, fluorescence emission wavelength (k f ), the polarization-red shifts at the ground and excited states (Dk grd and Dk exc ), red-shift index at the ground and excited states (R s I), N dye at the ground and excited states, polarizability efficiency, and solvent parameters: solvent polarity index (PI) and dielectric constant, F(MPc), which is a constant for a specific MPc; solvent donor number (DN) and refractive index of solvents have not been included in this table but their correlation with the Q-band and the polarization redshift have been discussed previously [17,18].…”

Section: Nature Of Chromophore Substituents Of Mpcsmentioning

confidence: 99%

“…The CS behavior of MPc should change in the different solvent environments [17][18][19][20]. The magnitude of the change depends on the nature of solvent, polarity index of solvent, the dielectric value of solvent and the polarity of the CS of MPc during the solvation process either in the ground state absorption or the excited state.…”

Section: Nature Of Chromophore Substituents Of Mpcsmentioning

confidence: 99%

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Red-Shift Index Concept in Solvent Effects of Chromophore-Substituted Metallophthalocyanines: A Look at the Empirical Relationship of the Macroscopic Properties of the Solute–Solvent Interactions

et al. 2015

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Solvent effects on the UV/vis spectra of metallopthalocyanines (MPcs) have been interpreted using the red-shift index concept (R s I). The concept connects empirically, direct, experimental, easily accessible optical spectral data, which are explained by considering the differential behavior of the solute-solvent interactions at the ground state and excited state using the spectral values of MPcs along with the derived concept, called the associated solvation energy (ASE). R s I is formulated from three fundamental parameters, which are: ground state electronic absorption spectrum, polarization red-shift and a scaling factor of MPc (N dye ) in the respective solvents. The R s I is a reflection of the index value of the chromophore substituent of MPc in the solvent; thus, the concept can be used as a solvatochromic parameter to study a wide range of supramolecular and heterocyclic compounds that can be modified at their periphery or 'handles'. Particularly, in this study, the concept has been used to rank MPc candidates by using the statistical mean performance of the solvatochromic parameters, which are red shift index, polarizability efficiency and ASE. We hereby review the solvent effects on the UV/vis spectra of substituted and unsubstituted MPcs.Metallophthalocyanines (MPcs) are classical organometallic dyes and many of their derivatives exhibit intrinsic properties that make them suitable in optical data storage [1],

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Section: Polarization Red-shift Of Mpcsmentioning

confidence: 82%

Section: Polarization Red-shift Of Mpcsmentioning

confidence: 99%

Section: Nature Of Chromophore Substituents Of Mpcsmentioning

confidence: 99%

Section: Nature Of Chromophore Substituents Of Mpcsmentioning

confidence: 99%

Section: Nature Of Chromophore Substituents Of Mpcsmentioning

confidence: 99%

See 3 more Smart Citations

Red-Shift Index Concept in Solvent Effects of Chromophore-Substituted Metallophthalocyanines: A Look at the Empirical Relationship of the Macroscopic Properties of the Solute–Solvent Interactions

et al. 2015

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Construction of high‐throughput magnetic circular dichroism measurement system and its application to research on magnetic and optical properties of phthalocyanine complexes

Suzuki,

Kaneta,

Santria

et al. 2024

Chirality

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Magnetic circular dichroism (MCD) spectroscopy is a powerful method for evaluating the electronic structure and magnetic and optical properties of molecules. In particular, MCD measurements have been performed on phthalocyanines and porphyrins with various central metal ions, axial ligands, and substituents to elucidate their properties. It is essential to develop a robust high‐throughput technique to perform these measurements comprehensively and efficiently. However, MCD spectroscopy requires very high optical quality for each component of the instrument, and even slight cell distortions can impair the baseline flatness. Consequently, when versatility and data quality are important, an optical system designed for a microplate reader is not suitable for the MCD spectrometer. Therefore, in this study, we develop a new magnetic flow‐through cell and combine it with an existing CD spectrometer and autosampler to construct a high‐throughput system. The effectiveness and performance of this new system are then evaluated. In addition, based on the MCD and absorption spectra of various phthalocyanine complexes, the effects of substituents and solvents on their magnetic and optical properties and the causes of these effects are discussed. The results demonstrate that this system is effective for the evaluation of the physicochemical properties of various phthalocyanine complexes.

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Understanding the Photochemical Pathway of In Vitro Target Delivery of Aluminium Phthalocyanine: A Mechanistic Approach Using Radical Reaction Chemistry

et al. 2014

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A classical dye, aluminium phthalocyanine (AlPc), is used to study the photochemical processes involved in the chromophore-assisted laser inactivation technique. Both cell-free and cell-based systems are investigated by novel methods and radical reaction chemistry. Findings on the photochemical pathways in two models representing cell-free and a cell-based systems are reported. In the cell-free system, the unsubstituted, free, fluorescence-active photosensitiser AlPc recovers its fluorescence signal by means of phosphorescence through a reversible photobleaching process. In the cell-based system, photoactivation of substituted AlPc conjugated to an antibody results in the loss of fluorescence signal at the area examined. Reinjection of the AlPc-conjugated antibodies restores the fluorescence signal.[a] V.

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Photophysical and photochemical parameters of octakis (benzylthio) phthalocyaninato zinc, aluminium and tin: Red shift index concept in solvent effect on the ground state absorption of zinc phthalocyanine derivatives

Cited by 9 publications

References 40 publications

Red-Shift Index Concept in Solvent Effects of Chromophore-Substituted Metallophthalocyanines: A Look at the Empirical Relationship of the Macroscopic Properties of the Solute–Solvent Interactions

Red-Shift Index Concept in Solvent Effects of Chromophore-Substituted Metallophthalocyanines: A Look at the Empirical Relationship of the Macroscopic Properties of the Solute–Solvent Interactions

Construction of high‐throughput magnetic circular dichroism measurement system and its application to research on magnetic and optical properties of phthalocyanine complexes

Understanding the Photochemical Pathway of In Vitro Target Delivery of Aluminium Phthalocyanine: A Mechanistic Approach Using Radical Reaction Chemistry

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