In organic chemistry, atoms other than carbon and hydrogen are generally referred to as heteroatoms. The most common heteroatoms are nitrogen, oxygen and sulfur. Now I present to you an article called Exceptional dual fluorescent, excited-state intramolecular proton-transfer (ESIPT) columnar liquid crystals characterized by J-stacking and large Stokes shifts, published in 2021-06-15, which mentions a compound: 693-67-4, mainly applied to phasmidic bissalicylideneaniline preparation columnar liquid crystal phase transition fluorescence, Product Details of 693-67-4.
Herein the synthesis, characterization, and ESIPT activity of a homologous series of novel phasmidic bis(N-salicylideneaniline) Col LCs. was reported. Optical microscopic, calorimetric and powder X-ray diffraction (XRD) studies evidence the occurrence of hexagonal columnar (Colh) phase having p6mm symmetry where the constituent slices result from the self-assembly of a pair of mesogens in a side-by-side manner facilitated by intense longitudinal π-π interactions. X-ray data confirm the absence of both directionally correlated tilting of the slices and transverse core-core interactions within the columns. Fluorescence probing clearly evidence the ESIPT occurring not only in DCM solution of the mesogens but also in their three-condensed states viz., solid, liquid crystal, and isotropic liquid phase; in general, two archetypal emission bands at ∼430 nm (weak) and ∼ 630 nm (strong) with large Stokes shifts (250-275 nm) of ESIPT phenomenon was observed The slow shift of emission maxima of the ESIPT fluorescence as a function of decreasing temperature without photoluminescence quenching coupled with the estimated tilt angle (θ) of the slices normal to the columnar axis (37 to 42°), from the XRD data, confirmed the formation of so-called Scheibe or J-aggregates. The redox activity, metal ion sensing ability, and solvatochromism of the mesogens was also investigated. The study suggests that these ESIPT Col LCs with band-gap of about 3 eV can be regarded as wide-bandgap semiconducting materials having the electronic characteristics falling between those of conventional semiconductors and insulators.
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Reference:
Tetrahydroisoquinoline – Wikipedia,
1,2,3,4-Tetrahydroisoquinoline | C9H11N – PubChem