Intermolecular hydrogen bonding as an aid to the preferential exhibition of the smectic C phase in troponoid liquid crystals

Mori, Akira; Takeshita, Hitoshi; Nimura, Ryuko; Isobe, Masao

doi:10.1080/02678299308027758

Cited by 25 publications

(2 citation statements)

References 11 publications

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“…5 When non-polar substituents such as alkoxy or alkanoyloxy groups were introduced into a polar troponoid core, a monotropic smectic A (SmA) phase appeared due to microphase segregation. 6 Additionally, the carbonyl group of troponoids plays a role in the formation of molecular aggregates through assistance of inter- 7 and intramolecular 4,8 hydrogen bonding. Since we have sometimes observed that troponoids are mesomorphic and the corresponding benzenoids are not, we propose that the troponoids are superior to the benzenoids for a core structure of liquid crystals.…”

Section: Introductionmentioning

confidence: 99%

Troponoid metallomesogens with 5-alkoxy, 5-alkoxycarbonyl, 5-alkanoyloxy, 5-alkyl, 5-alkoxy-2-amino, and 5-alkoxy-2-alkylamino substituents

Mori

Takemoto

et al. 2005

J. Mater. Chem.

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Metal complexes (Cu, VO, Zn, Mn, and Ni) with 5-alkoxy-, 5-alkoxycarbonyl-, 5-alkanoyloxy-, and 5-alkyl-tropolonato structures as well as bis(5-alkoxy-2-aminotroponato)copper were synthesized. All bistropolonato Cu complexes showed ordered smectic phases such as hexatic smectic B, smectic G(J), and smectic H phases. The Zn, Mn, and Ni complexes were nonmesomorphic whereas the VO complexes with 5-alkoxy-and 5-alkanoyloxy-tropolonato groups had mesophases. Among the Cu complexes, bis(5-alkanoyloxytropolonato)copper complex had the highest clearing point. The mesomorphic properties depend on the kinds of substituents, metal ions, and heteroatoms of the core. The Cu complexes have a square planar coordination structure and the VLO complexes a square pyramidal one. The thermal stability of the Cu complexes was explained by the size and symmetry of the core structure. To decrease the transition temperatures of bis(5-alkoxytropolonato)copper complexes, secondary alkoxyl groups were introduced at the C-5 positions and the two oxygen atoms of the bistropolonato core were replaced by two nitrogen atoms, which reduced the symmetry of the structure.

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Section: Introductionmentioning

confidence: 99%

Troponoid metallomesogens with 5-alkoxy, 5-alkoxycarbonyl, 5-alkanoyloxy, 5-alkyl, 5-alkoxy-2-amino, and 5-alkoxy-2-alkylamino substituents

Mori

Takemoto

et al. 2005

J. Mater. Chem.

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“…As donors were used various aliphatic and aromatic acids.In the present study, two new compounds bearing the pyridyl group are used as acceptors i.e. N-(p-methoxy-o-hydroxybenzylidene)-p-aminopyridine (I) and N-(p-methoxyo-hydroxybenzy1idene)-m-aminopyridine(11). These molecules were interacted in the melt with short and long chain p-n-alkoxybenzoic acids and the complexes obtained were investigated as far as the exhibition of liquid crystalline character is concerned.…”

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confidence: 99%

Liquid Crystals From Non-Mesogenic Anils Induced Through Hydrogen Bonding

Sideratou

Paleos

Skoulios

1995

Molecular Crystals and Liquid Crystals Science and Technology.

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The interaction of N-(p-methoxy-o-hydroxybenzylidene)-p-aminopyridine (I) and N-(p-methoxy-o-hydroxybenzylidene)-m-aminopyridine (11) with certain p-alkoxyberuoic acids results in the formation of liquid crystals. Specifically, as established by optical microscopy, DSC and X-ray diffraction studies, complexes of I with short-chain acids afford nematic phases while smectic and nematic phases are induced with acids of long alkyl chain. In the complexes derived from anil I1 only the acids with long alkyl chains induce the formation of nematic and smectic phases.

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Low Molecular Weight Gelators with Hexagonal Order in Their Liquid‐Crystal Phases and Gel States: 5‐Cyano‐2‐(3,4,5‐trialkoxybenzoylamino)tropones

Hashimoto

Ujiie

Mori³

2003

Advanced Materials

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In summary, we have prepared soluble, highly crystalline, monodisperse, and size-controlled In 2 O 3 nanoparticles by thermal decomposition of In(acac) 3 in oleylamine under inert atmosphere. The oxygen in the nanoparticles apparently originates from the acetylacetonate ligand in the In(acac) 3 precursor. The particle size of In 2 O 3 can be easily manipulated by changing the experimental conditions, and a weak size dependence of photoluminescence is demonstrated. The high solubility of the prepared oleylamine-capped In 2 O 3 nanoparticles in various organic solvents and the ready formation of a superlattice on a flat surface promise potential utilization of their size-dependent properties and the facile fabrication of nanodevices. ExperimentalPreparation of 6 nm In 2 O 3 Nanoparticles (Sample B): A slurry of 0.3 g In(acac) 3 in 2.34 g oleylamine (1:12 molar ratio) was heated at 250 C for 7 h under an atmosphere of argon, and the resulting reaction mixture was cooled to room temperature to form a brown, viscous oil. Dichloromethane (10 mL) was added to enhance the fluidity of the reaction mixture, and insoluble precipitates were removed by centrifugation. To the resulting brown solution was added excess ethanol (40 mL) to form a pale yellow precipitate. Centrifugation and repeated washing with ethanol gave a pale yellow powder, which can be easily re-dispersed in various organic solvents such as hexane, toluene, and dichloromethane.Preparation of 4 nm In 2 O 3 Nanoparticles (Sample A): A slurry of In(acac) 3 (0.075 g, 0.18 mmol) and oleylamine (2.34 g, 8.73 mmol, 48 equiv.) was used.Preparation of 8 nm In 2 O 3 Nanoparticles (Sample C): A slurry of In(acac) 3 (0.30 g, 0.73 mmol) and oleylamine (2.34 g, 8.73 mmol, 12 equiv.) in a 100 mL Schlenk flask connected to a bubbler was purged with argon for 20 min and then heated at 250 C for 7 h under an argon atmosphere. Solid In(acac) 3 (0.15 g, 0.36 mmol) was added to the reaction mixture against an argon stream and the resulting solution was heated at 250 C for 1 h; this step was repeated once more. Additional In(acac) 3 (0.15 g, 0.36 mmol) was added, and the reaction mixture was aged at 250 C for 7 h under an argon atmosphere.Characterization of In 2 O 3 Nanoparticles: The prepared nanoparticles were characterized by XRD (Rigaku D/MAX-RC (12 kW) diffractometer using graphite-monochromatized Cu Ka radiation at 40 kV and 45 mA), TEM (low resolution: Omega EM912 operated at 120 kV; high resolution: Philips F20Tec-nai operated at 200 kV), selected area electron diffraction (SAED) patterns attached to EM912, and energy dispersive X-ray analysis (EDX) attached to EM912. UV-vis absorption spectra were recorded on a Jasco V530 spectrophotometer. Photoluminescence measurements (Spex Fluorolog-3) were performed using an excitation wavelength of 275 nm with a 450 W Xe arc lamp at room temperature. Samples for TEM investigations were prepared by putting an aliquot of dichloromethane solution of In 2 O 3 nanoparticles onto an amorphous carbon substrate supported on a copper grid....

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Intermolecular hydrogen bonding as an aid to the preferential exhibition of the smectic C phase in troponoid liquid crystals

Cited by 25 publications

References 11 publications

Troponoid metallomesogens with 5-alkoxy, 5-alkoxycarbonyl, 5-alkanoyloxy, 5-alkyl, 5-alkoxy-2-amino, and 5-alkoxy-2-alkylamino substituents

Troponoid metallomesogens with 5-alkoxy, 5-alkoxycarbonyl, 5-alkanoyloxy, 5-alkyl, 5-alkoxy-2-amino, and 5-alkoxy-2-alkylamino substituents

Liquid Crystals From Non-Mesogenic Anils Induced Through Hydrogen Bonding

Low Molecular Weight Gelators with Hexagonal Order in Their Liquid‐Crystal Phases and Gel States: 5‐Cyano‐2‐(3,4,5‐trialkoxybenzoylamino)tropones

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