Polychromogenic molecular systems based on photo- and ionochromic spiropyrans. (November 2018)

• Record Type: Journal Article
• Authors: Chernyshev, Anatoly V.; Voloshin, Nikolai A.; Rostovtseva, Irina A.; Solov'eva, Ekaterina V.; Gaeva, Elena B.; Metelitsa, Anatoly V.
• Is Part Of: Dyes and pigments. Volume 158(2018)
• Page Start: 506
• Page End: 516
• Publication Date: 2018-11
• Subjects: Photochromism -- Ionochromism -- Spiropyrans -- Polychromogenic molecular systems -- Complexes -- Binding constants; Dyes and dyeing -- Periodicals; Pigments -- Periodicals; 667.2
• DOI: 10.1016/j.dyepig.2018.05.040
• Languages: English
• ISSNs: 0143-7208

Abstract

Abstract: The obtained spiroindolinebenzopyrans bearing benzoxazole fragment in the position 8 of the benzopyran part appear as polychromogenic molecular systems exhibiting not only photochromic but also ionochromic properties. Photochromic properties demonstrate variability of spectral kinetic characteristics in the wide range depending on structural features and a solvent nature. Efficiency of photocoloration process is more than one order of magnitude higher than the photobleaching quantum yield. Owing to the presence of a benzoxazole fragment ionochromic properties allow detecting presence of such metal cations as Co 2+, Ni 2+, Zn 2+, Cu 2+, Cd 2+ . Exemplified by Ni 2+, Zn 2+ ionochromic effect has been quantitatively described. Combination of photochromism and ionochromism in the obtained spiropyrans afford an opportunity to create metal ion chemosensor with photodriven recognition function. Graphical abstract: Image 1 Highlights: 6-Formyl substituted spiropyrans bearing benzoxazole fragment in the position 8 of the benzopyran part have been obtained. Polychromogenic spiropyrans exhibit photochromic and ionocnromic properties. Quantum yields of photocoloration reaction are higher than those found for photobleaching. Benzoxazole fragment is a key factor providing prominent ionochromic properties.