Crystal Structure and Emission Properties of 4,4'-Dimethoxy-2,2'-dihydroxybenzalazine

Abstract

X-ray crystallographic analysis has been used to determine the structure of the nematic liquid crystal, 4,4'-dimethoxy-2,2'-dihydroxybenzalazine (1). Benzalazine (1) is centrosymmetric, with two benzene rings that are almost coplanar with the azine bridge. Two intramolecular hydrogen bonds are observed between the OH group and nitrogen atom of the azine bridge, while two intermolecular interactions are observed for CH p and CH O. Benzalazine (1) produced emission bands at 506 and 537 nm in the solid state when excited at 430 nm.

2,4-Dimethoxybenzaldehyde azine

“…For the structures of related compounds, see: Narayana et al (2007); Liu et al (2007); Takakashi et al (2006). For a statistical study of methoxy groups bound to phenyl rings, see: Hummel et al (1988).…”

Crystal Structure, Mesomorphic and Emission Properties of Liquid Crystals Having a 7-(Diethylamino)-3-phenylcoumarin Core

“…Fluorescent Cholesteric Liquid Crystals Having Coumarin Ring pone 24) , 5-nitro-2-(4-alkoxybenzoylamino)tropone 25) , bis(tropon-2-yl)-4,4'-azobisbenzoate 26) , and 4,4'-dimethoxy-2,2'-dihydroxybenzalazine 3) . Good correlations have been found between the crystal structures and liquid crystalline behaviours of the LCs.…”

“…Numerous studies have been dedicated to the structural investigation and the determination of the molecular aggregation mechanisms 3,[21][22][23][24][25][26] . X-ray crystallographic analysis plays an important role to obtain the information about intermolecular interactions controlling mesophases.…”

Synthesis and mesomorphic properties of two series of new azine‐type liquid crystals

“…Azine compounds have interesting chemical and pharmacological properties. They are attracting increased interest for their potential in medical and biological applications (2)(3)(4), the design of metal complexes (5, 6) and other material applications (7,8). In 1959, a series of azine-type liquid crystals were synthesised by Wilfrid and Glenn (9) and were found have high clearing points.…”