Substituent effect on the photochromic reactivity of bis(2-thienyl)perfluorocyclopentenes

Effects of substitution on the optoelectronic properties of photochromic diarylethenes bearing a pyrrole moiety

“…For example, some reports indicated that the introduction of electron-donating substituents to bis(3-thienyl)ethene diarylethenes increased the absorption coefficient of the closed-ring isomers and decreased the cycloreversion quantum yield [10], but the same substituents on bis(2-thienyl)ethene diarylethenes increased the absorption maxima of the open-ring isomers and decreased the cyclization quantum yield [11]. Moreover, Bertarelli et al demonstrated that the strong electron-donating substituents directly linked to the 5,5 0 -position of the diarylethene moieties gave rise to an increase in the change of the refractive index [12].…”

Synthesis and photochromism of isomeric unsymmetrical diarylethenes bearing both naphthalene and thiophene moieties

“…Similarly, the types of substituents and their substitution positions also have notable effects on diarylethene photochromic properties [28][29][30]. In general, the introduction of electron-donating substituents to bis (3-thienyl) closed-ring isomers, while those attached to bis(2-thienyl)ethene diarylethenes would reduce the cyclization quantum yields and shift the absorption maxima of the open-ring isomers to a longer wavelength [31][32][33].…”

New Unsymmetrical Photochromic 1,2-Diaryleperfluorocyclopentenes Bearing a Naphthalene and Thiophene Moiety

“…Additionally, substituent is another key factor on the photochromic performance. For example, Irie et al and Pu et al reported the effect of the substituents at different positions of the terminal phenyl groups on the photochromic property and the photochemical reactivity, which exhibited that different substituents have a remarkably influence on their properties [16][17][18]. In the past decade, scientists have been investigated the relationship between the aryl groups aromatic stabilization energy and thermally irreversible photochromic reactions, and the results indicated that diarylethenes have lower aromatic stabilization energy will be own better thermal stability both in open-ring and closed-ring isomers [19].…”