2,3-Diarylbenzo[b]arsole: Structural Modification and Polymerization for Tuning of Photophysical Properties

Kosuke Ishijima; Susumu Tanaka; Hiroaki Imoto; Kensuke Naka

doi:10.1002/chem.202005001

2,3-Diarylbenzo[b]arsole: Structural Modification and Polymerization for Tuning of Photophysical Properties

Chemistry. 2021 Mar 8;27(14):4676-4682. doi: 10.1002/chem.202005001. Epub 2021 Feb 9.

Authors

Kosuke Ishijima¹, Susumu Tanaka¹, Hiroaki Imoto^{1

2}, Kensuke Naka^{1

2}

Affiliations

¹ Faculty of Molecular Chemistry and Engineering, Graduate School of, Science and Technology, Kyoto Institute of Technology, Goshokaido-cho, Matsugasaki, Sakyo-ku, Kyoto, 606-8585, Japan.
² Materials Innovation Lab, Kyoto Institute of Technology, Goshokaido-cho, Matsugasaki, Sakyo-ku, Kyoto 606-8585, Japan.

PMID: 33415783
DOI: 10.1002/chem.202005001

Abstract

2,3-Diarylbenzo[b]arsoles were synthesized from zirconacycles and diiodophenylarsine. The structural modification to the luminophore was attained through diarylacetylene precursors, Suzuki-Miyaura coupling, and oxidation of the arsenic atom. The emission properties were controlled according to these modifications. The 2,3-diarylbenzo[b]arsoles showed aggregation-induced emission enhancement; the stronger emission was observed in the solid states than in solutions. In addition, Suzuki-Miyaura polycondensation and olefin metathesis polymerization produced main- and side-chain polymers, respectively. The resultant polymers showed different emission behaviors such as aggregation caused quenching and aggregation induced emission enhancement.

Keywords: arsenic; conjugated polymers; emission; indole; metathesis.