文献类型：期刊文献

英文题名：Large red-shifted NIR absorption in azulenyl- and iodinated-modified BODIPYs sensitive to aggregation and protonation stimuli

作者：Zhao, Chunrui[1];Wu, Bin[2];Yang, Jufang[1];Baryshnikov, Glib, V[4];Zhou, Yunyun[2];Agren, Hans[5];Zou, Qi[1,3];Zhu, Liangliang[2]

机构：[1]Shanghai Univ Elect Power, Shanghai Key Lab Mat Protect & Adv Mat Elect Powe, Shanghai 200090, Peoples R China;[2]Fudan Univ, Dept Macromol Sci, State Key Lab Mol Engn Polymers, Shanghai 200438, Peoples R China;[3]East China Univ Sci & Technol, Sch Chem & Mol Engn, Frontiers Sci Ctr Materiobiol & Dynam Chem, Key Lab Adv Mat & Feringa Nobel Prize Scientist J, Shanghai 200237, Peoples R China;[4]Linkoping Univ, Dept Sci & Technol, Lab Organ Elect, S-60174 Norrkoping, Sweden;[5]Uppsala Univ, Dept Phys & Astron, Box 516, SE-75120 Uppsala, Sweden

年份：2022

卷号：197

外文期刊名：DYES AND PIGMENTS

收录：;EI(收录号：20214111001220);WOS:【SCI-EXPANDED(收录号:WOS:000708551100008)】；

基金：This work was supported by the Shanghai Pujiang Program (Grant No. 20PJ1404500) and the Natural Science Foundation of Shanghai (Grant No. 20ZR1421700) . G. V. Baryshnikov thanks for support Swedish Research Council (Grant No. 2020-04600) . The quantum chemical computations were enabled by resources provided by the Swedish National Infrastructure for Computing (SNIC 2020-3-29) at the High Performance Computing Center North (HPC2N) partially funded by the Swedish Research Council through grant agreement No. 2018-05973.

语种：英文

外文关键词：BODIPY; Azulene; Red-shifted electronic transition; Self-assembly; NIR photosensitizer

摘要：Pushing forward the red-shifting of electronic transitions in organic dyes is potentially important for applications in photodynamical chemistry and therapies. In this work, a series of BODIPY derivatives conjugated with azulene at different substituent positions were synthesized and investigated in depth. These compounds are shown to exhibit varying bathochromic shifts of their electronic transitions, as well as a further red-shift of the absorption by the modification of the compounds with iodine. Moreover, self-assembly and protonation of these compounds lead to hundreds of nanometer red-shifted electronic transitions, up to NIR-II window, relative to traditional BODIPYs. On this basis, a unique photoproduction of singlet oxygen species can be achieved under corresponding long-wavelength irradiation both in organic solution and in water, featuring a superior photosensitivity and photodynamic potential of the molecular design.