Synthesis, Photochromic Properties, and Crystal Structures of Salts Containing a Pyridinium-Fused Spiropyran: Positive and Negative Photochromism in the Solution and Solid State

September 30, 2020

Title

Synthesis, Photochromic Properties, and Crystal Structures of Salts Containing a Pyridinium-Fused Spiropyran: Positive and Negative Photochromism in the Solution and Solid State

Author

Yusuke Funasako, Haruka Miyazaki, Takuro Sasaki, Kenta Goshima, Makoto Inokuchi

Year

2020

Journal

The Journal of Physical chemistry. B

Abstract

Salts containing the merocyanine form of a pyridinium-fused spiropyran ([6′-MC]X; X = I and PF6) were prepared, and their crystal structures were determined. In addition, the photochromic properties of the salts were spectroscopically and kinetically investigated. In the solution state, the salts exhibited negative photochromism. Theoretical calculations revealed that the negative photochromism of the salt originates from the drastic stabilization of the merocyanine structure by electron delocalization of the pyridinium ring. Furthermore, the salts containing the merocyanine and spiropyran forms ([6′-MC]I, [6′-MC]PF6, and [6′-SP]PF6) were obtained by recrystallization. The crystals of [6′-SP]PF6 exhibited positive photochromism in the solid state; however, no photochromism was observed in the [6′-MC]X crystals.

Instrument

IRT-5200

Keywords

Pyridinium, Photochromic, FTIR microscopy