Efficiency Factors of Singlet Oxygen Generation from Core-Modified Expanded Porphyrin : Tetrathiarubyrin in Ethanol

Bulletin of the Korean chemical society

Gook Young Jung¹  Yong-Rok Kim¹  Jeong-Hyon Ha¹  Yang Hoon Lee¹  Koo Shin¹  Min-Sun Kim¹ 

关键词: Tetrathiarubyrin;    Triplet state;    Singlet oxygen;    Photophysics;    Photodynamic therapy.;   

DOI  :  

学科分类：化学（综合）

来源: Korean Chemical Society

【 摘 要 】

The photophysical properties and the singlet oxygen generation efficiency of tetrathiarubyrin have been investigated to elucidate the possibility of its use as a photodynamic therapy (PDT) photosensitizer by steady-state and time-resolved spectroscopic methods. The observed photophysical properties were affected by various molecular aspects, such as extended ヰconjugation, structural distortion, and internal heavy atom. The steady-state electronic absorption spectrum was red-shifted due to the extended �?-conjugation, and the spin orbital coupling was enhanced by the structural distortion and the internal heavy atom effect. As a result of the enhanced spin orbital coupling, the triplet quantum yield increased to 0.90 �? 0.10 and the triplet state lifetime was shortened to 7.0 �? 1.2 Я. Since the triplet state decays at a relatively faster rate, the efficiency of the oxygen quenching of the triplet state decreases. The singlet oxygen quantum yield was estimated to be 0.52 �? 0.02, which is somewhat lower than expected. On the other hand, the efficiency of singlet oxygen generation during the oxygen quenching of triplet state, f_�?^T , is near unity. Such high efficiency of singlet oxygen generation can be explained by the following two possible factors: The hydrogen bonding of ethanol which impedes the deactivation pathway of the charge transfer complex with oxygen to the ground state, the less probability of the aggregation formation.

【 授权许可】

Unknown