Π-π stacking controlled photochromic/thermochromic properties of salicylaldehyde Schiff base in solid state. (June 2022)

• Record Type: Journal Article
• Authors: Li, Yuanyuan; Li, Haowen; Jin, Wenhui; Xu, Xinqi; Liu, Huiying; Ding, Yang; Wang, Gang; Zhang, Tingting; Peng, Qiuchen; He, Juan; Hu, Qinggang; Pan, Li; Li, Kai
• Is Part Of: Dyes and pigments. Volume 202(2022)
• Publication Date: 2022-06
• Subjects: Aggregation-induced emission -- Photochromism -- Thermochromism -- Salicylaldehyde Schiff base; Dyes and dyeing -- Periodicals; Pigments -- Periodicals; 667.2
• DOI: 10.1016/j.dyepig.2022.110295
• Languages: English
• ISSNs: 0143-7208

Abstract

Abstract: Salicylaldehyde Schiff base is a kind of typical photochromism and thermochromism system with aggregation-induced emission (AIE) characteristic. In this work, three salicylaldehyde Schiff base derivatives of 1 –3 were synthesized, which showed similar emissions but different photochromic/thermochromic properties in solid state. Only compound 1 exhibited reversible photo- and thermo-responsive performances in solid state according to the enol-keto tautomerism upon UV light irradiation and heating. Mechanism study showed that these different photochromic/thermochromic properties were controlled by the π-π stacking structure of adjacent molecules. This work provided a new perspective to understand the photochromic/thermochromic mechanism of salicylaldehyde Schiff base in solid state. Graphical abstract: Image 1 Highlights: Three salicylaldehyde Schiff base derivatives with similar structures were synthesized. They showed similar emissions but different photochromic/thermochromic properties in solid state. The different properties were controlled by the π-π stacking structure of adjacent molecules. Compound 1 was suitable to be used as a material for photo-patterning.