Solid-state photochromic properties, mechanism and electrospun membranes of (E)-2-(benzo[b]thiophen-2-ylmethylene)-N-ethylhydrazine-1-carbothioamide. (September 2018)

• Record Type: Journal Article
• Authors: Qiao, Yuqian; Che, Yuanyuan; Yu, Yuming; Tang, Yakun; Liu, Lang; Zhao, Xianmei; Zhao, Jianzhang
• Is Part Of: Dyes and pigments. Volume 156(2018)
• Page Start: 326
• Page End: 331
• Publication Date: 2018-09
• Subjects: Photochromic -- Carbothioamide -- Proton transfer -- Electrospinning; Dyes and dyeing -- Periodicals; Pigments -- Periodicals; 667.2
• DOI: 10.1016/j.dyepig.2018.04.013
• Languages: English
• ISSNs: 0143-7208

Abstract

Abstract: Three carbothioamide derivatives with reversible P-type photochromic properties in the solid state were synthesized in a one-step reaction. Based on the single crystal structures, the FT-IR spectra and theory calculations, the proposed photochromic mechanism was the intermolecular proton transfer between the thio-keto and thio-enol tautomer. Nanofibrous membranes were prepared by electrospinning, which showed improved reversible photochromic properties in comparison of the compound itself. This work may open a new pathway for design and synthesis of the new solid-state photochromic materials with high-performance. Graphical abstract: Highlights: Carbothioamide derivatives can be readily one-step prepared under mild conditions. Carbothioamide derivatives containing benzothiophene group possess reversible solid-state photochromic property. The photochromism originates from the isomerization between thio-keto form to thio-enol form. The carbothioamide can be applied in preparation of nanofibrous, which shows improved reversible photochromic properties.