Thieno[3,2-b]thiophene fused BODIPYs: synthesis, near-infrared luminescence and photosensitive properties
Thieno[3,2-b]thiophene fused BODIPYs: synthesis, near-infrared luminescence and photosensitive properties
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噻吩并[3,2-b]噻吩稠合BODIPY：合成、近红外发光和光敏特性
DOI：
10.1039/c9ob00030e
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发表时间：
2019
期刊：
影响因子：
--
通讯作者：
Lu H.
中科院分区：
文献类型：
--
作者：
Sun Y.;Qu Z.;Zhou Z.;Gai L.;Lu H.
π-足够的杂芳基部分的融合已被证明是实现BODIPY的主要光谱带红移的有效策略。本文设计并合成了噻吩并[3，2-B]噻吩稠合的BODIPY衍生物1和2，通过多种光谱方法对其进行了表征，并对其光敏性能进行了探索。由于噻吩并[3，2-B]噻吩部分的融合使π-共轭延伸，这两种染料在近红外区域吸收，具有极高的摩尔消光系数。它们的荧光量子产率和单线态氧产生特性受到碘取代的显著影响;染料2显示出0.32的中等单线态氧产生值，这使其在未来的研究中成为光动力学治疗癌症的潜在近红外光敏剂。
The fusion of π-sufficient heteroaryl moieties has proven to be an effective strategy for achieving the red shift of the main spectral bands of BODIPY. In this paper, thieno[3,2-b]thiophene-fused BODIPY derivatives 1 and 2 have been designed and characterized by various spectroscopic methods, and their photosensitive properties have also been explored. Both dyes absorb in the near-infrared region with extremely high molar extinction coefficients, due to the extension of π-conjugation by fusion of the thieno[3,2-b]thiophene moiety. Their fluorescence quantum yields and singlet oxygen generation properties are significantly affected by iodine substitutions; dye 2 displays a moderate singlet oxygen generation value of 0.32, which makes it a potential NIR photosensitizer for photodynamic therapy of cancer in future research.