Tunable discotic building blocks for liquid crystalline displays

Gemming, Sibylle; Schreiber, Michael; Thiel, Werner R.; Heine, Thomas; Seifert, Gotthard; Abreu, Heitor A. De; Duarte, Hélio A.

doi:10.1016/j.jlumin.2004.01.031

Cited by 12 publications

(7 citation statements)

References 9 publications

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“…Packing motifs—theoretical considerations : The optimum relative orientation of star‐shaped mesogens within a columnar stack was investigated with the help of density‐functional‐based tight‐binding calculations42, and included dispersion interaction between non‐covalently bonded molecules or fragments 43. This approach has already been successfully applied to analyse stacking of the more rigid and ideally planar 1,3,5‐tris‐pyrazolylbenzene derivatives in columnar phases 44. A similar analysis for the present star‐shaped mesogens with a phloroglucinol core and oligobenzoate arms is more difficult owing to the higher flexibility and non‐planarity of the molecules.…”

Section: Resultsmentioning

confidence: 99%

Star‐Shaped Oligobenzoates: Non‐conventional Mesogens Forming Columnar Helical Mesophases

Lehmann

Jahr

Donnio

et al. 2008

Chemistry A European J

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Star-shaped mesogens with a phloroglucinol or a trimesic acid core and oligobenzoate arms with up to five repeating units have been synthesised. These non-conventional mesogens form various columnar mesophases over a broad temperature range. The liquid-crystal phases were characterised by optical microscopy, differential scanning calorimetry, X-ray diffraction, dilatometry and solid-state NMR spectroscopy. In addition to the high-temperature hexagonal columnar phases, the columnar self-assemblies undulate upon cooling and consequently form higher-ordered body-centred orthorhombic columnar 3D structures. A model of E-shaped folded conformers helically displaced along the columns is proposed. Helical preorganisation in the hexagonal phase precedes the transition to the low-temperature phases. Space filling and nano-segregation compete in the self-organisation process, thus aliphatic chains and the polar oligobenzoate scaffold are not perfectly separated in these star-shaped mesogens.

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Section: Resultsmentioning

confidence: 99%

Star‐Shaped Oligobenzoates: Non‐conventional Mesogens Forming Columnar Helical Mesophases

Lehmann

Jahr

Donnio

et al. 2008

Chemistry A European J

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“…10 Finally, Thiel and co-workers also prepared the tris-derivative 5. 9,11 The tautomerism of none of these compounds were examined.…”

Section: Resultsmentioning

confidence: 99%

A theoretical and experimental NMR study of the tautomerism of two phenylene-bis-C-substituted pyrazoles

et al. 2008

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“…Heterocycles, and especially pyrazoles, may present supramolecular structures with columnar stacked systems, such as one-dimensional constructs. As a result, these molecules present potentially enhanced luminescent and fluorescent properties [ 5 , 6 ]. However, different supramolecular arrangements can be observed between structures with similar molecular structures, which explains why small structural differences can drastically affect the self-assembly observed both in solution and in solid states [ 2 , 7 ].…”

Section: Introductionmentioning

confidence: 99%

Synthesis, Crystal Structure, and Supramolecular Understanding of 1,3,5-Tris(1-phenyl-1H-pyrazol-5-yl)benzenes

et al. 2017

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Understanding the supramolecular environment of crystal structures is necessary to facilitate designing molecules with desirable properties. A series of 12 novel 1,3,5-tris(1-phenyl-1H-pyrazol-5-yl)benzenes was used to assess the existence of planar stacking columns in supramolecular structures of pyrazoles. This class of molecules with different substituents may assist in understanding how small structural changes affect the supramolecular environment. The obtained compounds did not present the formation of planar stacking interactions between benzenes in solid or liquid states. This supposition was indicated by single crystal diffraction, Density Functional Theory (DFT) and quantum theory of atoms in molecules (QTAIM) calculations, and concentration-dependent liquid-state 1H nuclear magnetic resonance (NMR). NMR showed that chemical shifts of benzene and pyrazole hydrogens confirm that planar stacking interactions are not formed in solution. The crystalline structures presented different molecular conformations. The molecular structures of 5 and 9b are in a twisted conformation, while compound 7 showed a conformation analogous to a calyx form.

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Tunable discotic building blocks for liquid crystalline displays

Cited by 12 publications

References 9 publications

Star‐Shaped Oligobenzoates: Non‐conventional Mesogens Forming Columnar Helical Mesophases

Star‐Shaped Oligobenzoates: Non‐conventional Mesogens Forming Columnar Helical Mesophases

A theoretical and experimental NMR study of the tautomerism of two phenylene-bis-C-substituted pyrazoles

Synthesis, Crystal Structure, and Supramolecular Understanding of 1,3,5-Tris(1-phenyl-1H-pyrazol-5-yl)benzenes

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