Work

Synthesis of Bis-Thioacid Derivatives of Diarylethene and Their Photochromic Properties

Year: 2024
Type: article
Abstract: High Resolution Image Download MS PowerPoint Slide Diarylethenes (DAEs) are an important class of photoswitchable compounds that typically undergo reversible photochemical conversions between the open and closed cyclized forms upon treatment with UV light or visible light. In this study, we introduced thioacid functional groups to several photochromic dithienylethene (DTE) derivatives and established a method that can be used to prepare these photoswitchable thioacids. Four thioacid-functionalized diarylethene derivatives were synthesized through the activation of carboxylic acids with N -hydroxysuccinimide, followed by reactions with sodium hydrosulfide with yields over 90%. These derivatives exhibited reversible photoswitching and photochromic properties upon treatment with ultraviolet (UV) and visible lights. The thioacid groups on these compounds can act as reaction sites for attaching other desirable functionalities. The photochromic properties of these new derivatives were characterized by using ultraviolet–visible (UV–vis) spectroscopy. The photocyclizations of one of the derivatives and its potassium salt were also characterized by using nuclear magnetic resonance (NMR) spectroscopy. The anions of the thioacid formed water-soluble photochromic systems, and their applications as colorimetric sensors in agarose hydrogels were demonstrated.
Source: ACS Omega
Language: English
Open Access status: gold
Estimated APC paid: $1,935
OpenAlex ID: W4404482583
FWCI: 0.287
Cites: 54
Cited by: 3
Related to: 10