Synthesis and study of liquid crystalline properties of schiff’s bases having 1,3,4-thiadiazole moiety

Tandel, R. C.; Patel, Nilesh K.

doi:10.1080/02678292.2013.859754

Cited by 13 publications

(1 citation statement)

References 49 publications

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“…Panels A and B and the inset in Figure and Tables and present the results of DSC measurements. − The inset in Figure shows the effect of the concentration of the investigated C1 and C7 compounds on the position of the temperature of the main L β′ → L α lipid phase transition in the DPPC lipid. Black and gray dots denote the results for C7 and C1, respectively.…”

Section: Resultsmentioning

confidence: 99%

Molecular Organization of Dipalmitoylphosphatidylcholine Bilayers Containing Bioactive Compounds 4-(5-Heptyl-1,3,4-thiadiazol-2-yl) Benzene-1,3-diol and 4-(5-Methyl-1,3,4-thiadiazol-2-yl) Benzene-1,3-diols

Kluczyk

Matwijczuk²,

Górecki

et al. 2016

J. Phys. Chem. B

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This article presents the results of spectroscopic studies of two compounds from the 1,3,4-thiadiazole group, that is, 4-(5-methyl-1,3,4-thiadiazole-2-yl)benzene-1,3-diol (C1) and 4-(5-heptyl-1,3,4-thiadiazole-2-yl)benzene-1,3-diol (C7), present at different molar concentrations in 1,2-dipalmitoyl-sn-glycero-3-phosphatidylcholine (DPPC) liposome systems. In the case of both investigated compounds, fluorescence measurements revealed the presence of several emission bands, whose appearance is related to the molecular organization induced by changes in the phase transition in DPPC. On the basis of the interpretation of Fourier transform infrared spectra, we determined the molecular organization of the analyzed compounds in multilayers formed from DPPC and the 1,3,4-thiadiazoles. It was found that the compound with a longer alkyl substituent both occupied the lipid polar head region in the lipid multilayer and interacted with lipid hydrocarbon chains. In turn, the compound with a shorter alkyl substituent interacted more strongly with the membrane polar region. On the basis of the knowledge from previous investigations conducted using different solvents, the fluorescence effects observed were related to the phenomenon of molecular aggregation. The effects were strongly influenced by the structure of the compound and, primarily, by the type of the alkyl substituent used in the molecule. The substantial shortening of fluorescence lifetimes associated with the effect of long-wave emission (with a maximum at 505 nm) decay also confirms the model of aggregation effects in the analyzed systems. Similar effects can be very easily distinguished and associated with respective forms of the compounds in biologically relevant samples.

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Section: Resultsmentioning

confidence: 99%

Molecular Organization of Dipalmitoylphosphatidylcholine Bilayers Containing Bioactive Compounds 4-(5-Heptyl-1,3,4-thiadiazol-2-yl) Benzene-1,3-diol and 4-(5-Methyl-1,3,4-thiadiazol-2-yl) Benzene-1,3-diols

Kluczyk

Matwijczuk²,

Górecki

et al. 2016

J. Phys. Chem. B

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Columnar self-assembly of star-shaped luminescent oxadiazole and thiadiazole derivatives

et al. 2015

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Effect of regioisomerism on the self-assembly and photophysical behavior of 1,3,4-thiadiazole-based polycatenars

et al. 2015

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A new class of polycatenars where the central benzene ring is connected to two arms derived from substituted 1,3,4-thiadiazoles at 1,3-and 1,4-positions was synthesized and characterized. These thiadiazole based molecules are promising as they stabilize columnar phases over a wide range in comparison to their oxadiazole analogues. para-substituted polycatenars exhibited columnar hexagonal and/or columnar oblique phase, while meta-substituted polycatenars exhibited solely columnar oblique phase. para-Substituted polycatenars exhibit green emission, while the meta-substituted polycatenars exhibited blue emission in solution and film state. Stabilization of broad range columnar phase and luminescence in solid state make these new compounds promising from the view point of applications in emissive displays. The self-assembly and luminescence of these regioisomers was greatly influenced by the molecular structure.

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Synthesis and study of liquid crystalline properties of schiff’s bases having 1,3,4-thiadiazole moiety

Cited by 13 publications

References 49 publications

Molecular Organization of Dipalmitoylphosphatidylcholine Bilayers Containing Bioactive Compounds 4-(5-Heptyl-1,3,4-thiadiazol-2-yl) Benzene-1,3-diol and 4-(5-Methyl-1,3,4-thiadiazol-2-yl) Benzene-1,3-diols

Molecular Organization of Dipalmitoylphosphatidylcholine Bilayers Containing Bioactive Compounds 4-(5-Heptyl-1,3,4-thiadiazol-2-yl) Benzene-1,3-diol and 4-(5-Methyl-1,3,4-thiadiazol-2-yl) Benzene-1,3-diols

Columnar self-assembly of star-shaped luminescent oxadiazole and thiadiazole derivatives

Effect of regioisomerism on the self-assembly and photophysical behavior of 1,3,4-thiadiazole-based polycatenars

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