Yamaguchi Kirara, Murai Toshiaki, Guo Jing-Dong, Sasamori Takahiro, Tokitoh Norihiro
Department of Chemistry and Biomolecular Science Faculty of Engineering Gifu University, Yanagido Gifu 501-1193 Japan.
Institute for Chemical Research Kyoto University, Gokasho Uji Kyoto 611-0011 Japan.
ChemistryOpen. 2016 Aug 2;5(5):434-438. doi: 10.1002/open.201600059. eCollection 2016 Oct.
Solutions of 5--arylaminothiazoles containing pyridyl groups exhibited clear halochromism and halofluorism upon addition of Brønsted and Lewis acids. The addition of triflic acid to solutions of 5--arylaminothiazoles in EtO induced bathochromic shifts of the absorption and emission bands. DFT calculations suggested that the spectral changes arise from the protonation of the pyridyl group of the thiazoles in EtO. Single-crystal X-ray diffraction analysis of a thiazole and its protonated form revealed the change of the conformation around the thiazole ring. The emission of white light was accomplished from a single fluorescent dye by adjusting the ratio of dye and B(CF), whereby the International Commission on Illumination coordinates showed a linear change from blue to orange.
含有吡啶基的5-芳基氨基噻唑溶液在加入布朗斯特酸和路易斯酸后表现出明显的加酸显色和加酸荧光变色现象。向5-芳基氨基噻唑的EtO溶液中加入三氟甲磺酸会导致吸收带和发射带发生红移。密度泛函理论计算表明,光谱变化源于噻唑在EtO中的吡啶基质子化。对一种噻唑及其质子化形式进行单晶X射线衍射分析,揭示了噻唑环周围构象的变化。通过调节染料与B(CF)的比例,由单一荧光染料实现了白光发射,从而国际照明委员会坐标显示出从蓝色到橙色的线性变化。