Near-Unity Quantum Yields for Intersystem Crossing and Singlet Oxygen Generation in Polymethine-like Molecules: Design and Experimental Realization

2010 ◽  
Vol 1 (15) ◽  
pp. 2354-2360 ◽  
Author(s):  
Scott Webster ◽  
Davorin Peceli ◽  
Honghua Hu ◽  
Lazaro A. Padilha ◽  
Olga V. Przhonska ◽  
...  
Keyword(s):  
Singlet Oxygen ◽  
Quantum Yields ◽  
Intersystem Crossing ◽  
Experimental Realization ◽  
Oxygen Generation ◽  
Singlet Oxygen Generation

Singlet oxygen generation of subphthalocyanine-fused dimer and trimer

2020 ◽  
Vol 24 (01n03) ◽  
pp. 211-219
Author(s):  
Rei Fujishiro ◽  
Hayato Sonoyama ◽  
Yuki Ide ◽  
Takuya Fujimura ◽  
Ryo Sasai ◽  
...  
Keyword(s):  
Singlet Oxygen ◽  
Quantum Yields ◽  
Absorption Bands ◽  
Low Light ◽  
Oxygen Generation ◽  
Singlet Oxygen Generation ◽  
Near Ir ◽  
Interesting Class ◽  
High Fluorescence ◽  
Significant Wavelength

Subphthalocyanine (SubPc) macrocycles are known as an interesting class of nonplanar aromatic dyes. Despite documented high fluorescence and singlet oxygen quantum yields, the properties of SubPcs in photodynamic therapy (PDT) are underestimated, because their absorption bands do not reach a significant wavelength range. With this in mind, we combined a SubPc ring and a SubPc ring by introducing a common benzene ring and obtained a SubPc dimer (2) and trimer (3) with the Q-band at the near-IR region, owing to the expansion of the [Formula: see text] electron conjugated system. In this study, we reported 1O2 generation abilities of 2 and 3based on the applied absolute singlet oxygen quantum yields ([Formula: see text]absolute). Subsequent research revealed that 2 and 3 showed the potential to generate 1O2 to not only in toluene but also in DMSO. Although the photocytotoxicity of 2 and 3 were investigated upon photo-irradiation with a low light dose of approximately 1.5 J/cm2, 2 and 3 showed almost negligible toxic properties toward HEp2 cells.

Aggregation-induced emission (AIE)-active molecules bearing singlet oxygen generation activities: the tunable singlet–triplet energy gap matters

2019 ◽  
Vol 55 (10) ◽  
pp. 1450-1453 ◽  
Author(s):  
Chengkai Zhang ◽  
Yanqian Zhao ◽  
Dandan Li ◽  
Jiejie Liu ◽  
Heguo Han ◽  
...  
Keyword(s):  
Singlet Oxygen ◽  
Cell Apoptosis ◽  
Near Infrared ◽  
Energy Gap ◽  
Intersystem Crossing ◽  
Triplet Energy ◽  
Oxygen Generation ◽  
Two Photon ◽  
Singlet Oxygen Generation ◽  
Infrared Excitation

Two-photon active photosensitizers showed relatively strong intersystem crossing facilitating 1O2 generation and cell apoptosis with near-infrared excitation.

Organic nanostructures of thermally activated delayed fluorescent emitters with enhanced intersystem crossing as novel metal-free photosensitizers

2016 ◽  
Vol 52 (79) ◽  
pp. 11744-11747 ◽  
Author(s):  
Jinfeng Zhang ◽  
Wencheng Chen ◽  
Rui Chen ◽  
Xiao-Ke Liu ◽  
Yuan Xiong ◽  
...  
Keyword(s):  
Singlet Oxygen ◽  
Intersystem Crossing ◽  
Oxygen Generation ◽  
Metal Free ◽  
Thermally Activated ◽  
Singlet Oxygen Generation ◽  
Organic Nanostructures

We applied organic nanostructures based on TADF emitters for singlet oxygen generation.

New heterogeneous photosensitizers with phthalocyanine molecules covalently linked to aminopropyl silica gel

2011 ◽  
Vol 15 (07n08) ◽  
pp. 718-726 ◽  
Author(s):  
Nina A. Kuznetsova ◽  
Olga A. Yuzhakova ◽  
Marina G. Strakhovskaya ◽  
Anna O. Shumarina ◽  
Anton S. Kozlov ◽  
...  
Keyword(s):  
Singlet Oxygen ◽  
Silica Gel ◽  
Fluorescence Spectra ◽  
Quantum Yields ◽  
Absorption And Fluorescence Spectra ◽  
Oxygen Generation ◽  
E Coli ◽  
Singlet Oxygen Generation ◽  
Aqueous Suspensions ◽  
Covalently Linked

New heterogeneous photosensitizers were synthesized, in which phthalocyanines of zinc and aluminum, tetrasubstituted at non-peripheral positions with modified thiophenyl groups, were grafted to aminopropyl silica gel. The absorption and fluorescence spectra, and the quantum yields of fluorescence and photosensitized singlet oxygen generation were estimated for aqueous suspensions of these sensitizers. It is shown that upon photoexcitation, silica gel-bound phthalocyanines produce singlet oxygen and display photobactericidal activity against bacteria E. coli.

scholarly journals Absorption Characteristics and Quantum Yields of Singlet Oxygen Generation of Thioguanosine Derivatives

2018 ◽  
Vol 94 (4) ◽  
pp. 677-684 ◽  
Author(s):  
Shoma Miyata ◽  
Takeshi Yamada ◽  
Tasuku Isozaki ◽  
Hideyuki Sugimura ◽  
Yao-Zhong Xu ◽  
...  
Keyword(s):  
Singlet Oxygen ◽  
Quantum Yields ◽  
Oxygen Generation ◽  
Singlet Oxygen Generation ◽  
Absorption Characteristics

Bis-indole substituted phthalocyanines: Photophysical and photochemical properties

2020 ◽  
Vol 25 (01) ◽  
pp. 66-74
Author(s):  
Kevser Harmandar ◽  
Esra N. Kaya ◽  
Mehmet F. Saglam ◽  
Ibrahim F. Sengul ◽  
Devrim Atilla
Keyword(s):  
Photodynamic Therapy ◽  
Singlet Oxygen ◽  
Spectral Data ◽  
Quantum Yields ◽  
Oxygen Generation ◽  
Fluorescence Quantum Yields ◽  
H Nmr ◽  
Singlet Oxygen Generation ◽  
Photochemical Properties ◽  
C Nmr

Tetra substituted peripheral and non-peripheral Zn(II) phthalocyanines were successfully synthesized employing 4-(bis(3-methyl-1H-indol-2-yl)methyl)phenol as a starting material. The structure of these synthesized compounds was confirmed using 1H NMR, [Formula: see text]C NMR, infrared (IR), UV-vis, and MALDI-TOF spectral data. The photophysical (fluorescence quantum yields and lifetimes) and photochemical (singlet oxygen generation) properties of all synthesized peripheral and non-peripheral compounds were investigated in order to determine the potential of these compounds for application in photodynamic therapy.

A quantitative structure–property relationship (QSPR) study of singlet oxygen generation by pteridines

2016 ◽  
Vol 15 (6) ◽  
pp. 801-811 ◽  
Author(s):  
Andrey A. Buglak ◽  
Taisiya A. Telegina ◽  
Mikhail S. Kritsky
Keyword(s):  
Dipole Moment ◽  
Singlet Oxygen ◽  
Quantum Yields ◽  
Quantitative Structure ◽  
Oxygen Production ◽  
Structure Property ◽  
Oxygen Generation ◽  
Singlet Oxygen Generation ◽  
Structure Property Relationship ◽  
Qspr Study

Singlet oxygen production quantum yields of pteridine photosensitizers were analyzed with the QSPR method. The ability of pterins and flavins to generate1O2in D2O correlated withEHOMOand electronegativity, as well as with the dipole moment and some other parameters.

Exceptional Intersystem Crossing in Di(perylene bisimide)s: A Structural Platform toward Photosensitizers for Singlet Oxygen Generation

2010 ◽  
Vol 1 (17) ◽  
pp. 2499-2502 ◽  
Author(s):  
Yishi Wu ◽  
Yonggang Zhen ◽  
Yuchao Ma ◽  
Renhui Zheng ◽  
Zhaohui Wang ◽  
...  
Keyword(s):  
Singlet Oxygen ◽  
Intersystem Crossing ◽  
Oxygen Generation ◽  
Perylene Bisimide ◽  
Singlet Oxygen Generation

Photochemical properties of substituted tetraazachlorins

2014 ◽  
Vol 18 (06) ◽  
pp. 457-464 ◽  
Author(s):  
Anton P. Lastovoy ◽  
Nina A. Kuznetsova ◽  
Ludmila K. Slivka ◽  
Elena A. Makarova
Keyword(s):  
Singlet Oxygen ◽  
Colloidal Solution ◽  
Quantum Yields ◽  
Aromatic Rings ◽  
Oxygen Generation ◽  
Singlet Oxygen Generation ◽  
Micelle Core ◽  
Photodegradation Mechanism ◽  
Photochemical Properties ◽  
Aqueous Micellar Solutions

The photochemical properties of water-insoluble metal-free tetraazachlorin derivatives in organic solvents and aqueous micellar solutions of nonionic surfactants were investigated. The quantum yields of fluorescence, singlet oxygen generation and photodegradation were evaluated in benzene. The highest photostability and singlet oxygen quantum yield (ΦΔ = 0.7) was found for 2,2,3,3-tetramethyl-7,8,12,13,17,18-hexaphenyltetraazachlorin. The moderate ΦΔ values (0.21–0.35) of triarenotetraazachlorins in benzene were established. Expansion of tetraazachlorin π-system by fusion of three aromatic rings leads to reduction of efficiency of singlet oxygen generation. The study of photodegradation mechanism shows that radical photooxidation apparently is most plausible, though 1 O 2 may partly contribute to photodestruction of some tetraazachlorins. In aqueous colloidal solution of nonionic surfactant (Cremophor EL) the same, as in benzene, effect of sensitizer structure upon efficacy of singlet oxygen production was observed. It was shown that 1 O 2 diffusion from micelle core into solution and then to target slows its oxidation rate substantially in comparison to the case where sensitizer and target are localized in the same micelle.

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