Studies on Metastable States of Porphyrins. II. Spectra and Decay Kinetics of Tetraphenylporphine, Zinc Tetraphenylporphine and Bacteriochlorophyll<sup>1</sup>

Pekkarinen, Lauri; Linschitz, Henry

doi:10.1021/ja01495a001

Cited by 275 publications

(127 citation statements)

References 0 publications

Supporting

Mentioning

115

Contrasting

Unclassified

Order By: Relevance

“…The triplet state absorption spectrum of Zn(II)porphyrin is generally composed of two bands; one lies in the visible region and the other in the nearinfrared (IR) region. 25,26 While the near-infrared absorption in the triplet state corresponds to the transition between two states with singly excited configurations [a 1u (π),e g (π 26- 28 We have measured the triplet state absorption spectra of Zn(II) 5,15-bis(3,5-dioctyloxyphenyl) porphyrin monomer (Z1) and its mesomeso linked array compounds (Z2, Z3, Z6, and Z12) to investigate the change in the triplet state absorption spectra and their dynamics along with the increase of porphyrin moieties in the arrays.…”

Section: Resultsmentioning

confidence: 99%

Energy Relaxation Dynamics of Excited Triplet States of Directly Linked Zn(II)Porphyrin Arrays

Song

Cho

Yoon

et al. 2002

Bulletin of the Korean Chemical Society

View full text Add to dashboard Cite

The energy relaxation dynamics of the lowest excited singlet and triplet states of the Zn(II)porphyrin monomer and its directly linked arrays were comparatively investigated with increasing the number of porphyrin moieties. While the fluorescence decay rates and quantum yields of the porphyrin arrays increased with the increase of porphyrin units, their triplet-triplet (T-T) absorption spectra and decay times remained almost the same. The difference in the trends of energy relaxation dynamics between the excited singlet and triplet states has been discussed in view of the electronic orbital configurations.

show abstract

Section: Resultsmentioning

confidence: 99%

Energy Relaxation Dynamics of Excited Triplet States of Directly Linked Zn(II)Porphyrin Arrays

Song

Cho

Yoon

et al. 2002

Bulletin of the Korean Chemical Society

View full text Add to dashboard Cite

show abstract

“…In porphyrins and phthalocyanines the useful RSA region lies between the Q and Soret absorption bands, where the ground state absorption is low. In porphyrins the RSA region typically extends over the range 440±540 nm, [4,5] whereas in phthalocyanines the RSA band can extend out to 650 nm [4,6] and to 700 nm [7] for naphthalocyanines. A reasonable strategy for extending the RSA band to longer wavelengths is to increase the p-conjugation and red-shift the Q-band.…”

mentioning

confidence: 99%

Reverse Saturable Absorption in the Near‐Infrared by Fused Porphyrin Dimers

McEwan¹,

Fleitz

Rogers³

et al. 2004

Advanced Materials

View full text Add to dashboard Cite

Macrocyclic dyes such as porphyrins and phthalocyanines are well known to exhibit strong reverse saturable absorption (RSA) in the visible-wavelength range.[1±5] Here we present results on a new class of macrocyclic dyes, specifically triply linked porphyrin dimers, with the goal of extending the region of RSA to longer wavelengths. Reverse saturable absorption is a phenomenon in which the absorption increases with light intensity because the excited state has a larger absorption cross-section, r ex , than the ground state, r gr , i.e., r ex /r gr > 1. In porphyrins and phthalocyanines the useful RSA region lies between the Q and Soret absorption bands, where the ground state absorption is low. In porphyrins the RSA region typically extends over the range 440±540 nm, [4,5] whereas in phthalocyanines the RSA band can extend out to 650 nm [4,6] and to 700 nm [7] for naphthalocyanines. A reasonable strategy for extending the RSA band to longer wavelengths is to increase the p-conjugation and red-shift the Q-band. Some attempts have been made to extend the RSA band by synthesizing anthralocyanines. [8] This route does shift the Q-band to longer wavelengths (~950 nm), however dye stability and solubility become serious limitations. Recent work on Osuka's triply linked, fused porphyrin dimers [9±13] and higher tape-like oligomers has shown that these materials have extremely red-shifted absorption spectra coupled with photo-and chemical stability. The dimers typically have Q-band maxima around 1000±1200 nm. A further requirement for reverse saturable absorption to be useful is that the excited-state lifetime must be comparable to, or longer than, the optical pulse of interest. This allows the excited state population to accumulate throughout the pulse.Generally this means that the dye must have an appreciable triplet yield, since the triplet excited state has a longer lifetime (microseconds) than the singlet state (nanoseconds). Preliminary photophysical measurements with fused porphyrin dimers suggested that they would not be useful for RSA applications since the excited-state lifetime is of the order of a few picoseconds. [12,13] However in this article we show that, by use of meso-bromo and meso-iodo substituents, we can achieve appreciable triplet yields, which allows us to measure tripletstate lifetimes and excited-state absorption spectra using nanosecond excitation. The spectra and structures of some of the materials discussed in this article are shown in Figure 1. Dimers 1 and 2a have been described previously [11] and dimer 3 was synthesized to increase the conjugation and red-shift the absorption features; it also gives a useful comparison with 2a and 2b to help understand the importance of the bromine and iodine for increasing the triplet yield. The quinoidal tetracyano dimer 1 has a Q-band peak at 958 nm, which is comparable with the anthralocyanines, however in dimers 2a and 2b the Q-band is shifted out to 1139 nm and 1152 nm respectively. The absorption spectra of 2a and 2b are extremely similar, so onl...

show abstract

“…The spectrum has a maximum transient absorption at 450 nm and is very similar to the triplet-triplet absorption of metallotetraphenylporphyrins with diamagnetic central. [33][34][35] The triplet lifetime of InTPP (1.58 ± 0.01 µs) is of the same order of magnitude as those usually found for porphyrins (2.27 µs) in nitrogen bubbling methanol solutions. A similar result was obtained by Hoshino et al, 34 with a value of 1.90 µs for the triplet lifetime of InTPP in an aerated methanol solution and a transient peak maximum at 460 nm.…”

Section: Photophysical Resultsmentioning

confidence: 52%

Photodynamic activity of chloro(5,10,15,20-tetraphenylporphyrinato)indium(III)

Silva¹,

Pelegrino²,

Tedesco³

et al. 2008

J. Braz. Chem. Soc.

View full text Add to dashboard Cite

A atividade fotodinâmica do cloro (5,10,15,20-tetrafenilporfirinato) de índio(III) (InTPP) in vitro foi investigado para possível uso em terapia fotodinâmica (PDT). O rendimento quântico de oxigênio singlete do InTPP (Φ ∆ = 0,72) em DMSO foi maior que da 5,10,15,20-tetrafenilporfirina (TPP) (Φ ∆ = 0,52). Os sítios de ligação entre os fotossensibilizadores e albumina bovina (BSA) são independentes e com células vermelhas de sangue humano (RBC) são cooperativos, com um e quatro sítios de ligação por molécula, respectivamente. As constantes de associação com BSA são (1,15 ± 0,07) × 10 5 e (2,6 ± 0,1) × 10 4 L mol -1 e com RBC são (2,40 ± 0,05) × 10 7 L mol -1 e (7,2 ± 0,2) × 10 4 L mol ) of photosensitizers were used. InTPP was 1.37-1.5 times more effective in the photooxidation of RBC than Photofrin®. Our results indicate that InTPP should be used in future studies of PDT.

show abstract

Studies on Metastable States of Porphyrins. II. Spectra and Decay Kinetics of Tetraphenylporphine, Zinc Tetraphenylporphine and Bacteriochlorophyll¹

Cited by 275 publications

References 0 publications

Energy Relaxation Dynamics of Excited Triplet States of Directly Linked Zn(II)Porphyrin Arrays

Energy Relaxation Dynamics of Excited Triplet States of Directly Linked Zn(II)Porphyrin Arrays

Reverse Saturable Absorption in the Near‐Infrared by Fused Porphyrin Dimers

Photodynamic activity of chloro(5,10,15,20-tetraphenylporphyrinato)indium(III)

Contact Info

Product

Resources

About

Studies on Metastable States of Porphyrins. II. Spectra and Decay Kinetics of Tetraphenylporphine, Zinc Tetraphenylporphine and Bacteriochlorophyll1

Cited by 275 publications

References 0 publications

Energy Relaxation Dynamics of Excited Triplet States of Directly Linked Zn(II)Porphyrin Arrays

Energy Relaxation Dynamics of Excited Triplet States of Directly Linked Zn(II)Porphyrin Arrays

Reverse Saturable Absorption in the Near‐Infrared by Fused Porphyrin Dimers

Photodynamic activity of chloro(5,10,15,20-tetraphenylporphyrinato)indium(III)

Contact Info

Product

Resources

About

Studies on Metastable States of Porphyrins. II. Spectra and Decay Kinetics of Tetraphenylporphine, Zinc Tetraphenylporphine and Bacteriochlorophyll¹