Synthesis and study of new photochromic halogen-substituted spiropyrans of the indoline series

New indoline spiropyrans containing chlorine and bromine atoms in position 5 of the indoline moiety of the molecule as a substituent were synthesized and studied. The structures of the synthesized compounds were confirmed by NMR and IR spectroscopy. The molecular structure of the chlorine-substitute...

Full description

Saved in:
Bibliographic Details
Published in:Russian chemical bulletin 2023-11, Vol.72 (11), p.2637-2648
Main Authors: Pugachev, A. D., Rostovtseva, I. A., Makarova, N. I., Ievlev, M. Yu, Dmitriev, V. S., Ozhogin, I. V., Tkachev, V. V., Utenyshev, A. N., Borodkina, I. G., Metelitsa, A. V., Aldoshin, S. M., Minkin, V. I., Luk’yanov, B. S.
Format: Article
Language:English
Subjects:
Acetonitrile
Bromine
Chemical synthesis
Chemistry
Chemistry and Materials Science
Chemistry/Food Science
Chlorine
Dye-sensitized solar cells
Full Articles
Infrared spectroscopy
Inorganic Chemistry
Molecular structure
NMR
Nuclear magnetic resonance
Organic Chemistry
Photochromism
Spiropyrans
Substitutes
Ultraviolet radiation
Citations: Items that this one cites
Items that cite this one
Online Access:Get full text
Tags: Add Tag
No Tags, Be the first to tag this record!
Description
Summary:New indoline spiropyrans containing chlorine and bromine atoms in position 5 of the indoline moiety of the molecule as a substituent were synthesized and studied. The structures of the synthesized compounds were confirmed by NMR and IR spectroscopy. The molecular structure of the chlorine-substituted derivative was determined by X-ray diffraction analysis, and intermolecular interactions in the crystal were studied using the CrystalExplorer21.5 software package. The spectral kinetic studies revealed photochromic properties of novel spiropyrans in an acetonitrile solution. The photoelectrochemical characteristics of dye-sensitized solar cells (DSSC) made from the synthesized compounds before and after UV irradiation were studied in comparison.
ISSN:1066-5285
1573-9171
DOI:10.1007/s11172-023-4068-7