Stimuli‐Responsive Properties on a Bisbenzofuropyrazine Core: Mechanochromism and Concentration‐Controlled Vapochromism

Author:

Nakamura Shotaro1,Okubo Kohei1,Nishii Yuji1ORCID,Hirano Koji12ORCID,Tohnai Norimitsu1ORCID,Miura Masahiro2ORCID

Affiliation:

1. Department of Applied Chemistry Graduate School of Engineering Osaka University Suita Osaka 565–0871 Japan

2. Innovative Catalysis Science Division Institute for Open and Transdisciplinary Research Initiatives (ICS-OTRI) Osaka University Suita Osaka 565–0871 Japan

Abstract

AbstractStimulus‐responsive organic materials with luminescence switching properties have attracted considerable attention for their practical applications in sensing, security, and display devices. In this paper, bent‐type bisbenzofuropyrazine derivatives, Bent‐H and Bent‐sBu, with good solubilities were synthesized, and their physical and optical properties were investigated in detail. Bent‐H gave three crystalline polymorphs, and they showed different luminescence properties depending on their crystal packing structures. In addition, Bent‐H exhibited mechanochromic luminescence in spite of its rigid skeleton. Bent‐sBu exhibited unique concentration‐dependent vapochromic luminescence. Ground Bent‐sBu was converted to blue‐emissive, green‐emissive, and green‐emissive high‐viscosity solution states at low, moderate, and high concentrations of CHCl3 vapor, respectively. This finding represents a concentration‐dependent multi‐phase transition with an organic solvent, which is of potent interest for application in sensing systems.

Funder

Japan Society for the Promotion of Science

Japan Science and Technology Corporation

Publisher

Wiley

Subject

General Chemistry,Catalysis,Organic Chemistry

Reference89 articles.

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