Carbazole-Dendronized Luminescent Radicals

Rui Xiaotian; Wataru Ota; Tohru Sato; Minori Furukori; Yasuo Nakayama; Takuya Hosokai; Eri Hisamura; Kazuhiro Nakamura; Kenshiro Matsuda; Kohei Nakao; Andrew P Monkman; Ken Albrecht

doi:10.1002/anie.202302550

Carbazole-Dendronized Luminescent Radicals

Angew Chem Int Ed Engl. 2023 Jul 10;62(28):e202302550. doi: 10.1002/anie.202302550. Epub 2023 Apr 18.

Authors

Rui Xiaotian¹, Wataru Ota², Tohru Sato^{3

4

5}, Minori Furukori^{6

7}, Yasuo Nakayama^{6

7}, Takuya Hosokai^{6

7}, Eri Hisamura⁸, Kazuhiro Nakamura¹, Kenshiro Matsuda¹, Kohei Nakao⁸, Andrew P Monkman⁹, Ken Albrecht^{5

8

10}

Affiliations

¹ Department of Applied Science for Electronics and Materials, Interdisciplinary Graduate School of Engineering Sciences, Kyushu University, 6-1, Kasuga-Koen Kasuga-shi Fukuoka, 816-8580, Japan.
² MOLFEX, Inc., Takano Nishibiraki-cho 34-4, Sakyo-ku, Kyoto, 606-8103, Japan.
³ Fukui Institute for Fundamental Chemistry, Kyoto University, Takano Nishibiraki-cho 34-4, Sakyo-ku, Kyoto, 606-8103, Japan.
⁴ Department of Molecular Engineering, Graduate School of Engineering, Kyoto University Nishikyo-ku, Kyoto, 615-8510, Japan.
⁵ Elements Strategy Initiative for Catalysts & Batteries (ESICB), Kyoto University, Kyotodaigaku Katsura, Nishikyo-ku, Kyoto, 615-8245, Japan.
⁶ Department of Pure and Applied Chemistry, Graduate School of Science and Technology, Tokyo University of Science, 2641 Yamazaki, Noda, Chiba, 278-8510, Japan.
⁷ National Institute of Advanced Industrial Science and Technology (AIST), Tsukuba Central 5, 1-1-1 Higashi, Tsukuba, Ibaraki, 305-8565, Japan.
⁸ Institute for Materials Chemistry and Engineering, Kyushu University, 6-1 Kasuga-Koen Kasuga-shi, Fukuoka, 816-8580, Japan.
⁹ Physics Department, OEM Research Group, Durham University Rochester Building, South Road, DH1 3LE, County Durham, UK.
¹⁰ JST-PRESTO, 4-1-8 Honcho, Kawaguchi, Saitama, 332-0012, Japan.

PMID: 36951925
DOI: 10.1002/anie.202302550

Abstract

A series of carbazole-dendronized tris(2,4,6-trichlorophenyl)methyl (TTM) radicals have been synthesized. The photophysical properties of dendronized radicals up to the fourth generation were compared systematically to understand how structure-property relationships evolve with generation. The photoluminescence quantum yield (PLQY) was found to increase with the increasing generation, and the fourth generation (G4TTM) in cyclohexane solution showed a PLQY as high as 63 % at a wavelength of 627 nm (in the deep-red region) from the doublet state. The dendron modification strategy also showed a blue-shift of the emission on increasing the generation number, and the photostability was also increased compared to the bare TTM radical.

Keywords: Carbazoles; Dendrimers; Excited Doublet State; Luminescencent Materials; Stable Radicals.

Abstract

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