Photophysical Studies of Porphyrins and Metalloporphyrins:  Accurate Measurements of Fluorescence Spectra and Fluorescence Quantum Yields for Soret Band Excitation of Zinc Tetraphenylporphyrin

2004 ◽  
Vol 108 (21) ◽  
pp. 4570-4575 ◽  
Author(s):  
Jerzy Karolczak ◽  
Dorota Kowalska ◽  
Adam Lukaszewicz ◽  
Andrzej Maciejewski ◽  
Ronald P. Steer
2016 ◽  
Vol 12 ◽  
pp. 825-834 ◽  
Author(s):  
Andreea Petronela Diac ◽  
Ana-Maria Ţepeş ◽  
Albert Soran ◽  
Ion Grosu ◽  
Anamaria Terec ◽  
...  

New indeno[1,2-c]pyran-3-ones bearing different substituents at the pyran moiety were synthesized and their photophysical properties were investigated. In solution all compounds were found to be blue emitters and the trans isomers exhibited significantly higher fluorescence quantum yields (relative to 9,10-diphenylanthracene) as compared to the corresponding cis isomers. The solid-state fluorescence spectra revealed an important red shift of λmax due to intermolecular interactions in the lattice, along with an emission-band broadening, as compared to the solution fluorescence spectra.


2009 ◽  
Vol 2009 ◽  
pp. 1-10 ◽  
Author(s):  
Anabela Sousa Oliveira ◽  
Dumitru Licsandru ◽  
Rica Boscencu ◽  
Radu Socoteanu ◽  
Veronica Nacea ◽  
...  

This paper deals with a series of new unsymmetrically substituted mesoporphyrins: 5-(2-hydroxyphenyl)-10,15,20-tris-phenyl-21,23-H-porphyrin (TPPOHO), 5-(3-hydroxyphenyl)-10,15,20-tris-phenyl-21,23-H-porphyrin (TPPOHM), 5-(4-hydroxyphenyl)-10,15,20-tris-phenyl-21,23-H-porphyrin (TPPOHP), 5-(2-hydroxyphenyl)-10,15,20-tris-butyl-21,23-H-porphyrin (TBPOHO), and their parent nonsubstituted compounds, respectively, 5,10,15,20-tetrakis-phenyl-21,23-H-porphyrin (TPP) and 5,10,15,20-tetrakis-butyl-21,23-H-porphyrin (TBP). Several photophysical studies were carried out to access the influence of the unsymmetrical substitution at the porphyrinic macrocycle on porthyrin's photophysical properties, especially porthyrin's efficiency as singlet oxygen sensitizers. The quantum yields of singlet oxygen generation were determined in benzene (ΦΔ(TPP) = 0.66 ± 0.05;ΦΔ(TPPOHO) = 0.69 ± 0.04;ΦΔ(TPPOHM) = 0.62 ± 0.04;ΦΔ(TPPOHP) = 0.73 ± 0.03;ΦΔ(TBP) = 0.76 ± 0.03;ΦΔ(TBPOHO) = 0.73 ± 0.02) using the 5,10,15,20-tetraphenyl-21,23-H-porphine (ΦΔ(TPP) = 0.66) and Phenazine (ΦΔ(Phz) = 0.83) as reference compounds. Their fluorescence quantum yields were found to be (Φf(TPPOHO) = 0.10 ± 0.04;Φf(TPPOHM) = 0.09 ± 0.03;Φf(TPPOHP) = 0.13 ± 0.02;Φf(TBP) = 0.08 ± 0.03 andΦf(TBPOHO) = 0.08 ± 0.02 using 5,10,15,20-tetraphenyl-21,23-H-porphine as referenceΦf(TPP) = 0.13). Singlet state lifetimes were also determined in the same solvent. All the porphyrins presented very similar fluorescence lifetimes (mean values ofτS(withO2, air equilibrated) = 9.6 ± 0.3 nanoseconds and (withoutO2, argon purged) = 10.1 ± 0.6 nanoseconds, resp.). The phosphorescence emission was found to be negligible for this series of unsymmetrically substituted mesoporphyrins, but an E-type, thermally activated, delayed fluorescence process was proved to occur at room temperature.


2005 ◽  
Vol 09 (06) ◽  
pp. 430-435 ◽  
Author(s):  
Can-Cheng Guo ◽  
Tie-Gang Ren ◽  
Jian Wang ◽  
Chun-Yan Li ◽  
Jian-Xin Song

Five new meso-tetrakis(1-arylpyrazol-4-yl)porphyrins were synthesized to investigate their fluorescence properties. Preparation of these porphyrins was carried out by cyclization of tetramethoxypropane with substituted phenylhydrazine, followed by formylation to give the corresponding aldehydes, which reacted with pyrrole under the Adler reaction condition to get the target porphyrins (1a-1e). All the porphyrins were characterized by 1 H NMR, elemental analysis, UV-vis spectra and mass spectra. Red fluorescence emission of these porphyrins was observed in fluorescence spectra. Compared with meso-tetraphenylporphyrin (TPPH2), these meso-tetrakis(1-arylpyrazol-4-yl) porphyrins had a significant red shift in UV-vis and fluorescence spectra with increased fluorescence quantum yields.


2020 ◽  
Vol 24 (05n07) ◽  
pp. 947-958
Author(s):  
Andreia C. S. Gonzalez ◽  
Liliana Damas ◽  
Rafael T. Aroso ◽  
Vanessa A. Tomé ◽  
Lucas D. Dias ◽  
...  

Tetra-substituted zinc(II) and copper(II) phthalocyanines bearing peripheral alkoxy-monoterpene groups were prepared by conventional vs. non-conventional synthetic approaches (ultrasound and microwave irradiation). The synthesis of (1[Formula: see text]-(–)-myrtenol (a) and (1[Formula: see text],2[Formula: see text],5[Formula: see text]-([Formula: see text]-menthol (b) derived phthalonitrile precursors was performed through ipso-nitro aromatic substitution reactions, with optimal conditions being obtained using ultrasound irradiation, which allowed us to achieve full conversions in 4.5 h, with isolated yields up to 74%. The subsequent cyclotetramerization of monoterpene-based phthalonitriles was carried out using Zn(II) or Cu(II) salts as metal templates, and also using conventional and non-conventional heating methods. Microwave-assisted synthesis was shown to be the most efficient approach, providing complete conversions in 1 h, yielding the target monoterpene-based metallophthalocyanines in up to 70% isolated yields. Furthermore, photophysical and photochemical studies revealed that Zn(II) phthalocyanines possess fluorescence quantum yields in the range of [Formula: see text] 0.27–0.29, while Cu(II) phthalocyanines exhibited room temperature phosphorescence. In addition, the monoterpene-based Zn(II) phthalocyanines led to high singlet oxygen quantum yields ([Formula: see text] 0.55–0.69).


1973 ◽  
Vol 26 (8) ◽  
pp. 1617 ◽  
Author(s):  
J Ferguson ◽  
AWH Mau

The absorption and fluorescence spectra of acridine orange, proflavine, and rhodamine B have been studied with particular attention being paid to the acid-base properties of these dyes in polar and non-polar solvents. These studies show that the neutral acridine dyes do not form dimers but they are readily protonated even in non-polar solvents due to traces of water which are difficult to remove. Attempts to achieve laser emission form the acridine dyes were unsuccessful, probably because of their low fluorescence quantum yields. Suggestions are made for optimizing the laser efficiency of rhodamine B in various alcohol solutions at low temperatures.


2009 ◽  
Vol 13 (12) ◽  
pp. 1221-1226 ◽  
Author(s):  
Lei Shi ◽  
Hai-Yang Liu ◽  
Han Shen ◽  
Jun Hu ◽  
Guo-Liang Zhang ◽  
...  

A series of mono-hydroxyl corrole bearing a fluorine (1), chlorine (2), bromine (3) and iodine (4) atom on its 10-phenyl group have been synthesized. Fluorescence spectroscopy shows that the halogen atom at meso-phenyl group of corroles exhibit significant heavy-atom effect on their photophysical properties. Fluorescence quantum yields and the lifetime of these corroles decrease with the increasing of the atomic weight of halogen atoms. The quenching of the fluorescence could be interpreted in terms of a heavy atom-induced increase in intersystem crossing from S1 to T1. The intersystem crossing rate constant of these corroles were also determined by transient fluorescence spectra.


1991 ◽  
Vol 46 (9) ◽  
pp. 823-828 ◽  
Author(s):  
Snezhana Bakalova

Abstract The absorption and fluorescence spectra and the fluorescence quantum yields of two methyl-2,3- dihydro-4(1H)-quinolinones in various solvents are reported. In some solvents deuteration-induced fluorescence enhancement has been observed. The solvent effects in aprotic solvents are consistent with the general type of solvent interaction. For protic solvents, solute-solvent complexation in the excited state is suggested


Author(s):  
KAZUYUKI ISHII ◽  
YOSHIHARU HIROSE ◽  
NAGAO KOBAYASHI

The UV-vis absorption, MCD and fluorescence spectra of phthalocyaninatosilicon ( SiPc ) covalently linked to one or two TEMPO radicals have been studied in comparison with those of (dihydroxy) SiPc . The electronic absorption and MCD spectra show little change on substitution of TEMPO radicals, indicating that the electronic interaction between excited singlet SiPc (1 SiPc *) and doublet TEMPO (2 TEMPO ) is very weak or non-existent. In contrast, fluorescence quantum yields decrease markedly with increasing number of TEMPO radicals. This result is interpreted reasonably by assuming that the decay from 1 SiPc * to excited triplet SiPc (3 SiPc *) partially becomes a spin-allowed transition owing to the interaction between 3 SiPc * and 2 TEMPO .


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