Ketone–enol tautomerism, polymorphism, mechanofluorochromism and solid-state acidochromism of isoquinolinone–arylidenehydrazine derivatives

Abstract

Four isoquinolinone-arylidenehydrazine derivatives with different aryl groups, such as benzene (BHIQ), naphthalene (NHIQ), anthracene (AHIQ), and triphenylamine (TPHIQ) are designed and synthesized. These compounds show solid-state fluorescence with the emission...

Mechanofluorochromism of (D–π–)2A-type azine-based fluorescent dyes

“…In particular, the intermolecular MFC (inter-MFC) based on reversible changes in molecular orientation and arrangement of dye molecules is superior in durability to the intramolecular MFC (intra-MFC) based on reversible changes in the chemical structures of dye molecules by cleavage and reconstruction of chemical bonds during the grinding–heating process, and thus, the inter-MFC is expected to be applicable to rewritable photoimaging and electroluminescence devices. 8–70 Among various types of fluorescent dyes possessing the mechanofluorochromic properties, donor–π–acceptor (D–π–A)-type fluorescent dyes composed of an electron-donating moiety (D) and an electron-withdrawing moiety (A) connected by a π-conjugated bridge exhibit intense photoabsorption and fluorescence emission properties based on the intramolecular charge transfer (ICT) excitation from the D moiety to the A moiety. 11–33 Thus, the dipole moments as well as photoabsorption ( i.e.…”

Quantifiable stretching-induced fluorescence shifts of an elastically bendable and plastically twistable organic crystal

“…S5). 44,45 To simulate the effect of the solvent on the excited states of MMIAB, the calculated emission and dominant orbital excitations were collected in Table S1. All the emissions from the optimized S1 state are originated from the similar orbital excitations.…”

Zn(II) Complexes Based on a Schiff Base: Mechanochromism- and Solvent Molecule-Dependent Acidochromism

“…Acidochromic materials exhibit excellent color or emission changes under the stimulation of acid gas and have potential applications in the detection of acid vapors. − Under the treatment of acid gas, the nitrogen atoms contained in the molecules can be mostly protonated, resulting in the change of the charge distribution and luminescence properties. When further treated with basic vapors, the deprotonation process takes place and the original luminescence state is restored, achieving reversible acidochromic properties. − …”