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Donor-acceptor architectures of tetraphenylethene linked aza-BODIPYs: Synthesis, crystal structure, energy transfer and computational studies
Dyes and Pigments ( IF 4.5 ) Pub Date : 2020-01-28 , DOI: 10.1016/j.dyepig.2020.108249
Naresh Balsukuri , Neha Manav , Mohsin Y. Lone , Shigeki Mori , Aritra Das , Pratik Sen , Iti Gupta

This work is focused on the design and synthesis of donor-acceptor pairs comprising of aza-BODIPY and tetraphenylethene (TPE) fluorogens with large pseudo Stokes shifts (386–424 nm). Femtosecond transient absorption spectroscopy, single crystal X-ray technique and TD-DFT studies were used to get more insight about their spectral behavior. As compared to the tetra-phenylaza-BODIPY, the four aza-BODIPYs exhibited 50–90 nm red shifted absoprtion and emission spectra. When the donor-acceptor architectures were excited at 300 nm, the aza-BODIPY unit emitted strong fluorescence in red region. This suggested an intramolecular energy transfer between donor (TPE) and the aza-BODIPY acceptor; with 81–90% energy transfer efficiencies. Femtosecond transient absorption studies also supported energy transfer process in the molecules, with 3.7 ps time constant associated with it. Aggregation studies in THF/n-heptane solution showed hypsochromic shifts in the aggregated form; X-ray packing structures indicated H-type aggregates (slip angle > 54.7°) in the solid state. Scanning electron microscopy (SEM) measurement revealed 200–700 nm size sphere shaped structures in the aggregated forms.



中文翻译:

四苯基乙烯连接的氮杂-BODIPY的供体-受体结构:合成,晶体结构,能量转移和计算研究

这项工作的重点是设计和合成由aza-BODIPY和具有大拟斯托克斯位移(386-424 nm)的四苯基乙烯(TPE)氟原子组成的供体-受体对。飞秒瞬态吸收光谱法,单晶X射线技术和TD-DFT研究用于获得有关其光谱行为的更多信息。与四苯基氮杂-BODIPY相比,四个氮杂-BODIPY表现出50-90 nm的红移吸收和发射光谱。当供体-受体结构在300 nm处激发时,aza-BODIPY单元在红色区域发出强荧光。这表明在供体(TPE)和氮杂-BODIPY受体之间进行了分子内能量转移。具有81–90%的能量传输效率。飞秒瞬态吸收研究还支持分子中的能量转移过程,具有3。与之相关的7 ps时间常数。在THF /正庚烷溶液中的聚集研究显示聚集形式的七色移;X射线堆积结构表明固态的H型聚集体(滑移角> 54.7°)。扫描电子显微镜(SEM)测量显示出聚集形式的200–700 nm大小的球形结构。

更新日期:2020-01-29
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