Articulated Structures of D-A Type Dipolar Dye with AIEgen: Synthesis, Photophysical Properties, and Applications

Na Hee Kim; Byeong Wook Kim; Youngseo Kim; Junho K Hur; Junyang Jung; Yohan Oh; Sungnam Park; B Moon Kim; Dokyoung Kim

doi:10.3390/ma13081939

Articulated Structures of D-A Type Dipolar Dye with AIEgen: Synthesis, Photophysical Properties, and Applications

Materials (Basel). 2020 Apr 20;13(8):1939. doi: 10.3390/ma13081939.

Authors

Na Hee Kim¹, Byeong Wook Kim², Youngseo Kim³, Junho K Hur^{1

4}, Junyang Jung^{1

5}, Yohan Oh^{6

7}, Sungnam Park³, B Moon Kim², Dokyoung Kim^{1

5

8

9}

Affiliations

¹ Department of Biomedical Science, Graduate School, Kyung Hee University, Seoul 02447, Korea.
² Department of Chemistry, College of Natural Sciences, Seoul National University, Seoul 08826, Korea.
³ Department of Chemistry, Korea University, Seoul 02841, Korea.
⁴ Department of Pathology, College of Medicine, Kyung Hee University, Seoul 02447, Korea.
⁵ Department of Anatomy and Neurobiology, College of Medicine, Kyung Hee University, Seoul 02447, Korea.
⁶ Department of Biomedical Science, Graduate School of Biomedical Science and Engineering, Hanyang University, Seoul 04763, Korea.
⁷ Department of Biochemistry and Molecular Biology, College of Medicine, Hanyang University, Seoul 04763, Korea.
⁸ Center for Converging Humanities, Korea University, Seoul 02841, Korea.
⁹ Medical Research Center for Bioreaction to Reactive Oxygen Species and Biomedical Science Institute, School of Medicine, Graduate School, Kyung Hee University, Seoul 02841, Korea.

Abstract

Articulated structures of naphthalene-based donor (D)-acceptor (A) type dipolar dye and aggregation-induced emission luminogen (AIEgen) based on tetraphenylethylene (TPE) were synthesized, and their photophysical properties were analyzed for the first time. There are many fluorophore backbones, which have dipolar structure and AIEgen. However, there has been neither property analysis nor research that closely articulates DA and AIE through non-conjugation linker. We have therefore prepared two representative fluorophores; DA-AIE series (DA-AIE-M and DA-AIE-D), and characterized their UV/vis absorption and emission properties with quantum chemical calculations. In addition, we utilized the unique photophysical properties of DA-AIE-D for monitoring a trace of dimethyl sulfoxide (DMSO) in aqueous media, including real water samples.

Keywords: DMSO sensing; aggregation-induced emission; dipolar dye; fluorophore; functionalized naphthalene.

Abstract

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