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1,7-Di-tert-butyl-Substituted aza-BODIPYs by Low-Barrier Rotation to Enhance a Photothermal-Photodynamic Effect |
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| Authors: | Yajun Su Qiao Hu Dongxiang Zhang Dr Yue Shen Sicheng Li Ran Li Prof Dr Xin-Dong Jiang Prof Dr Jianjun Du |
| Institution: | 1. Liaoning & Shenyang Key Laboratory of Functional Dye and Pigment, Shenyang University of Chemical Technology, Shenyang, China
These authors contributed equally to this work.;2. State Key Laboratory of Fine Chemicals, Dalian University of Technology, Dalian, China These authors contributed equally to this work.;3. Liaoning & Shenyang Key Laboratory of Functional Dye and Pigment, Shenyang University of Chemical Technology, Shenyang, China;4. State Key Laboratory of Fine Chemicals, Dalian University of Technology, Dalian, China |
| Abstract: | 1,7-Di-tert-butyl-substituted aza-BODIPYs ( tBu-azaBDP ) were successfully obtained for the first time. The structures of tBu-azaBDP and Ph-azaBDP were confirmed by X-ray crystal analysis, and tBu-azaBDP 2 is more twisted than Ph-azaBDP 5. tBu-azaBDP s have significant photo-stability and enhanced water solubility. tBu-azaBDP s possess excellent optical properties, such as high molar extinction coefficients, broad full width half maxima, and large Stokes shifts, which is comparable to those of the parent dye Ph-azaBDP . Although the low-barrier rotation of the distal -tBu groups in tBu-azaBDP s results in low quantum yield, photothermal conversion efficiency and singlet oxygen generation ability of tBu-azaBDP s are more effective than those of Ph-azaBDP , which is highly desirable for a photothermal-photodynamic therapy agent. |
| Keywords: | aza-BODIPY low-barrier rotation near-infrared photothermal conversion tert-butyl |