New frog-type Dibenzo[a,c] [1,2,5]thiadiazolo[3,4-i]phenazine heterocyclic derivatives with aggregation-enhanced one- and two-photon excitation NIR fluorescence

作者：Lu, Yuansheng; Sun, Qikun; Zhang, Zhenzhen; Tang, Liangliang; Shen, Xin; Xue, Shanfeng^*; Yang, Wenjun^*

来源：Dyes and Pigments, 2018, 153: 233-240.

DOI：10.1016/j.dyepig.2018.02.021

• Near infrared fluorescence
• Aggregation-enhanced emission
• Fused heterocycle
• Two-photon excitation activity
• Molecular modification
• Bio-imaging

Enabling organic fused heterocycles to exhibit aggregation-induced (or enhanced) near infrared (NIR) emission (AIE/AEE) and solution processability is very interesting but rarely reported since the large pi-plane and the strong intramolecular charge transfer are prone to quench the fluorescence emission. In this article, a new solution-processable donor-acceptor frog-type dibenzo[a,c] [1,2,5]thiadiazolo [3,4-i]- phenazine (DTP) derivative was designed and synthesized. It was characteristic of strong electron donors and solubilizing alkoxyphenyl groups linking respectively at the 3,6- and 10,14-positions of DTP core. The existence of multiple twisted and rotatable aryl moieties enabled this kind of fused heterocycles to exhibit aggregation-enhanced emission (AEE) feature. Benefiting from the extended pi-plane and AEE effect, the very large 2PA cross section and the aqueous aggregation-enhanced one- and two-photon excitation NIR fluorescence were achieved, and the preliminary experiment evidenced its applicable in fluorescence bioimaging.

• 出版日期2018-6
• 单位青岛科技大学