Nakamura Shotaro, Okubo Kohei, Nishii Yuji, Hirano Koji, Tohnai Norimitsu, Miura Masahiro
Department of Applied Chemistry, Graduate School of Engineering, Osaka University, Suita, Osaka, 565-0871, Japan.
Innovative Catalysis Science Division, Institute for Open and Transdisciplinary Research Initiatives (ICS-OTRI), Osaka University, Suita, Osaka, 565-0871, Japan.
Chemistry. 2023 Dec 6;29(68):e202302605. doi: 10.1002/chem.202302605. Epub 2023 Oct 20.
Stimulus-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 CHCl 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.
具有发光开关特性的刺激响应性有机材料因其在传感、安全和显示设备中的实际应用而备受关注。本文合成了具有良好溶解性的弯曲型双苯并呋喃吡嗪衍生物Bent-H和Bent-sBu,并详细研究了它们的物理和光学性质。Bent-H有三种晶体多晶型物,它们根据晶体堆积结构表现出不同的发光性质。此外,尽管Bent-H具有刚性骨架,但仍表现出机械变色发光。Bent-sBu表现出独特的浓度依赖性气相变色发光。在低、中、高浓度的CHCl蒸汽下,固态Bent-sBu分别转变为蓝色发光、绿色发光和绿色发光的高粘度溶液状态。这一发现代表了与有机溶剂的浓度依赖性多相转变,在传感系统中的应用具有潜在的研究价值。