Triphenylamine or carbazole-based benzothiadiazole luminophors with remarkable solvatochromism and different mechanofluorochromic behaviors. Issue 47 (21st November 2019)

• Record Type: Journal Article
• Authors: He, Hai-feng; Shao, Xuan-tao; Deng, Li-li; Zhou, Jia-xin; Zhu, Yuan-yuan; Xia, Hong-ying; Shen, Liang; Zhao, Feng
• Is Part Of: Tetrahedron letters. Volume 60:Issue 47(2019)
• Publication Date: 2019-11-21
• Subjects: Triphenylamine -- Carbazole -- Solvatochromism -- Different mechanofluorochromic behavior; Chemistry, Organic -- Periodicals; 547.005
• DOI: 10.1016/j.tetlet.2019.150968
• Languages: English
• ISSNs: 0040-4039

Abstract

Graphical abstract: Highlights: Two donor-acceptor-donor (D-A-D) type benzothiadiazole derivatives were synthesized. The two fluorescent molecules exhibited remarkable solvatochromism behavior. These compounds exhibited distinct-different mechanofluorochromic characteristics. This morphology transition is responsible for their mechanofluorochromic phenomena. Abstract: Two triphenylamine or carbazole-based benzothiadiazole luminophors have been successfully synthesized and characterized. Interestingly, both the donor-acceptor-donor (D-A-D) type compounds 1 and 2 exhibited remarkable solvatochromism behavior. In addition, luminogen 1 showed reversible mechanochromism phenomenon involving red-shifted fluorescent color transformation from yellow to red. However, luminogen 2 showed switchable mechanochromism behavior involving blue-shifted fluorescent color change from yellow to yellow-green.