Aspects of metal phthalocyanine photosensitization system for light energy conversion

Xu, Huijun; Shen, Tao; Qing, Zhou; Shu‐Yin, Shen; Liu, Jixiang; Li, Li; Zhou, Sen; Zhang, Xianfu; Yu, Qun; Bi, Zhichu; Xiao, Xurui

doi:10.1016/1010-6030(92)85051-u

Cited by 16 publications

(5 citation statements)

References 4 publications

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“…Substituents may also have an effect on the stability of the Pc ring. Thus, electron-withdrawing groups reduce the probability of Pc ring photooxidation [87]. This finding can be invoked to explain the Φ d values obtained for 4-7, and are within the range expected for stable phthalocyanines; accordingly, the Pc ring is stabilised against oxidative attack, which renders it more resistant to oxidative degradation.…”

Section: Photophysical and Photochemical Propertiessupporting

confidence: 65%

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A Study on Ball-Types Phthalocyanines Substituted for Carboxyl Groups: Spectroscopic, Photophysical and Photochemical Properties

Canlıca

2021

Russ. J. Inorg. Chem.

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The synthesis of ball-type binuclear metal-free (H 2 BPc) and metallic (magnesium (MgBPc), cobalt (CoBPc), and zinc (ZnBPc)) phthalocyanine derivatives containing four benzoic acid substituents at the peripheral positions is described. The new compounds were fully characterized using elemental analysis, mass spectrometry, fourier-transform infrared, 1 H nuclear magnetic resonance and electronic spectroscopies. The Q band absorptions in DMSO were observed at 675/702 for H 2 BPc, at 668/698 for MgBPc, 672 nm for CoBPc and 681 nm for ZnBPc. Considering their potential application as photosensitisers in photodynamic therapy, the fluorescence quantum yield, triplet quantum yield, and singlet oxygen quantum yield of the diamagnetic derivatives was determined, and photodegredation quantum yields and magnetic circular dicroism measurements were performed for all complexes. The triplet lifetime value of the MgBPc was found to be larger than that of the metal-free and zinc counterparts, which were 60 μs, 130 μs and 60 μs, respectively. H 2 BPc, MgBPc and ZnBPc were obtained singlet oxygen quantum yield of 0.03, 0.06 and 0.40 while the tiplet quantum yield were 0.84, 0.91 and 0.93 in DMSO, respectively.

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Section: Photophysical and Photochemical Propertiessupporting

confidence: 65%

“…Substituents at alpha positions of the Pc are known to result in a stabilising effect an order of magnitude greater than substitution at the beta positions [87]. The Φ d values obtained in this work show that the molecules are highly stable in the solvent used and with peripheral substitution.…”

Section: Photophysical and Photochemical Propertiesmentioning

confidence: 63%

A Study on Ball-Types Phthalocyanines Substituted for Carboxyl Groups: Spectroscopic, Photophysical and Photochemical Properties

Canlıca

2021

Russ. J. Inorg. Chem.

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“…The difference in E °′ values of 12d and 12e is attributed to the different natures of the aryloxy and arylthio substituents. Introduction of electron-donating groups at the peripheral positions increases the electron density of the Pc core, making it more easily oxidized and less easily reduced. , Both aryloxy and arylthio groups are electron-donating substituents. It was shown previously that peripheral arylthio substituents are less electron-donating than aryloxy groups, which explains the more positive E °′ value observed for the oxidation of 12e relative to 12d .…”

Section: Resultsmentioning

confidence: 99%

Phosphonic Acid Functionalized Asymmetric Phthalocyanines: Synthesis, Modification of Indium Tin Oxide, and Charge Transfer

et al. 2011

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Metalated and free-base A(3)B-type asymmetric phthalocyanines (Pcs) bearing, in the asymmetric quadrant, a flexible alkyl linker of varying chain lengths terminating in a phosphonic acid (PA) group have been synthesized. Two parallel series of asymmetric Pc derivatives bearing aryloxy and arylthio substituents are reported, and their synthesis and characterization through NMR, combustion analysis, and MALDI-MS are described. We also demonstrate the modification of indium tin oxide (ITO) substrates using the PA functionalized asymmetric Pc derivatives and monitoring their electrochemistry. The PA functionalized asymmetric Pcs were anchored to the ITO surface through chemisorption and their electrochemical properties characterized using cyclic voltammetry to investigate the effects of PA structure on the thermodynamics and kinetics of charge transfer. Ionization energies of the modified ITO surfaces were measured using ultraviolet photoemission spectroscopy.

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“…Because N , K b , and K p were previously obtained by the above procedure, the only remaining parameters to be fitted by eq 3 are the two quenching rate constants k q b and k q p , as k 0 is known to be 3.3 × 10 8 s -1 . ,, For a given amine, the same values of k q b and k q p are obtained by a nonlinear fit to eq 3 irrespective of the CTAC concentration. The fits are shown by the solid lines in Figure , and the best values for k q b and k q p are given in Table .…”

Section: Resultsmentioning

confidence: 99%

Reaction of Zinc Phthalocyanine Excited States with Amines in Cationic Micelles

et al. 1996

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Excited state deactivation of a zinc phthalocyanine (ZnPc) by amines was studied in micelles of hexadecyltrimethylammonium chloride. The singlet state deactivation was studied by fluorescence quenching. This technique allows us to determine equilibrium constants for the distribution of the amines between the aqueous and the micellar phases. It could be established that amines associate to the micelles in two different ways: with a greater affinity to a saturable number of sites, that we will term binding sites, and with a lower affinity by a partitioning mechanism. Equilibrium constants could be determined for aliphatic and aromatic amines. A kinetic scheme taking into account the simultaneous quenching of ZnPc fluorescence by the two types of micellized amines could be successfully applied to derive singlet quenching rate constants, under the assumption that micelles behave like closed compartments during the singlet deactivation. Aromatic amines are more efficient than aliphatic ones, and partitioned quenchers are more effective than bound quenchers. Aromatic amines also deactivate the triplet state of ZnPc. By flash photolysis, the absorption of the anion radical of ZnPc was detected. This species originates on singlet and triplet quenching, indicating that both proceed by electron transfer.

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Aspects of metal phthalocyanine photosensitization system for light energy conversion

Cited by 16 publications

References 4 publications

A Study on Ball-Types Phthalocyanines Substituted for Carboxyl Groups: Spectroscopic, Photophysical and Photochemical Properties

A Study on Ball-Types Phthalocyanines Substituted for Carboxyl Groups: Spectroscopic, Photophysical and Photochemical Properties

Phosphonic Acid Functionalized Asymmetric Phthalocyanines: Synthesis, Modification of Indium Tin Oxide, and Charge Transfer

Reaction of Zinc Phthalocyanine Excited States with Amines in Cationic Micelles

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