Relationship between crystal structures and photochromic properties of: N -salicylideneaminopyridine derivatives

Haruki Sugiyama, Hidehiro Uekusa

Research output: Contribution to journalArticle

7 Citations (Scopus)

Abstract

N-Salicylideneaminopyridine (SAP) is a derivative of the common organic photochromic compound, N-salicylideneaniline (SA), whose crystal changes colors from orange to red upon UV irradiation. Interestingly, the photochromic property of the crystal depends on the crystal structure. In this study, SAP derivatives and their co-crystals were synthesized, and their crystal structures were analyzed to determine the relationship between their structures and photochromic properties. The photochromic property was found to be closely related to the molecular conformation and the packing efficiency in the crystal. In general, crystals with large dihedral angles were photochromic, while those with small dihedral angles were non-photochromic. However, even for crystals with large dihedral angles, small free available spaces in the crystal structure led to non-photochromic properties. This study demonstrates the importance of a combination of structural factors to elucidate the photochromic property of SAP derivatives.

Original languageEnglish
Pages (from-to)2144-2151
Number of pages8
JournalCrystEngComm
Volume20
Issue number15
DOIs
Publication statusPublished - 2018 Jan 1
Externally publishedYes

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Crystal structure
Derivatives
Crystals
crystal structure
Dihedral angle
crystals
dihedral angle
organic compounds
Organic compounds
Conformations
Irradiation
Color
color
irradiation

ASJC Scopus subject areas

  • Chemistry(all)
  • Materials Science(all)
  • Condensed Matter Physics

Cite this

Relationship between crystal structures and photochromic properties of : N -salicylideneaminopyridine derivatives. / Sugiyama, Haruki; Uekusa, Hidehiro.

In: CrystEngComm, Vol. 20, No. 15, 01.01.2018, p. 2144-2151.

Research output: Contribution to journalArticle

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