Novel metallomesogens derived from heterocyclic benzoxazoles

Wang, Hsiang Cheng; Wang, Yueh Ju; Hu, Hui Mei; Lee, Gene Hsiang; Lai, Chung K.

doi:10.1016/j.tet.2008.03.101

Cited by 38 publications

(5 citation statements)

References 23 publications

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“…The layer spacing is much smaller than the molecular length and the d/L ratio was found to be 1.12. By combining the data from POM and XRD, SmA phase was identified to be present in compound 16MeBTH 20 . It can be seen that the layer spacing d, is significantly larger than the calculated molecular length (Table-3).…”

Section: Resultsmentioning

confidence: 99%

Synthesis and Characterization of Thermotropic Liquid Crystals Consisting Heterocyclic Benzothiazole Core System

Foo

Lee³

2014

Asian J. Chem.

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At the present day, liquid crystals have turn out to be the basic molecular electronic materials that used in our daily life. These materials have useful applications in the field of surfactant and detergents, high yield strength polymers, membrane, photonic, thin films, semiconductors etc. 1. Interest in mesomorphic heterocyclic compounds has dramatically increased in recent years due to their larger range of structural templates, as well as their optical and photochemical properties 2. Ability to generate lateral and/or longitudinal dipoles is among the great significance of heterocycles as core units in thermotropic liquid crystal. The introduction of heterocyclic fragment is always accompanied with changes in the molecular shape 3. These structures basically incorporated unsaturated atoms, such as, oxygen, nitrogen, sulfur and/or others and the presence of such electronegativity atoms often yielded in a reduced symmetry for the overall molecules and a stronger polar induction 2. The heterocyclic compounds involved are usually five-or six-membered and they form part of the central core in a typical rod-shaped molecule. In previous studies, benzothiazole ring was incorporated as a mesogenic core in thermotropic liquid crystals which allowed them to display good mesomorphic properties 4. Prajapati and Bonde have synthesized two series of mesogenic benzothiazole derivatives with polar nitro substituent. It was found that the molecular

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Section: Resultsmentioning

confidence: 99%

Synthesis and Characterization of Thermotropic Liquid Crystals Consisting Heterocyclic Benzothiazole Core System

Foo

Lee³

2014

Asian J. Chem.

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“…These ferrocene derivatives generally with benzene rings combine properties of the metal with those of the mesogens, leading to processable material with interesting magnetic, electronic, optical, and anisotropic properties. On the other hand, liquid crystals containing heterocyclic units are of crucial importance in the design and synthesis of new functional materials, where liquid crystalline phases, polarity, geometry, luminescence and other properties of the molecule may be varied through the introduction of a high polar heteroatom [5,6]. Ferrocene-based liquid-crystalline compounds containing heterocyclic rings such as a thiadiazole, pyrazole or oxadiazole unit in the rigid molecular core exhibited unique mesophases [7][8][9].…”

Section: Introductionmentioning

confidence: 99%

Electrochemistry and liquid crystal properties of mono-substituted 1,2,3-triazolylferrocene derivatives

Zhao

Liu

Chuo

et al. 2015

Journal of Molecular Liquids

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“…[1] Benzoxazole derivatives have been developed as one kind of mesogenic heterocyclic compounds, including benzoxazole-based mesogenic [2][3][4][5][6][7] and metallomesogenic materials. [8][9][10] Since fluorine is a relatively small atom with a large electronegativity, fluorine atom has been widely introduced into the mesogenic core structure to alter the molecular polarity, and furthermore, to modify mesophase morphology and the physical properties of liquid crystalline materials. [11][12][13] Recently, we prepared a series of two lateral fluorine-substituted mesogenic benzoxazole compounds, [14] 2-(3ʹ,5ʹ-difluoro-4ʹ-alkoxy-1,1ʹ-biphenyl-4-yl)-benzoxazole derivatives (compounds I in Figure 1), whereas the compounds display a narrow mesophase range, which is attributed to the enhanced molecular width resulting from the two lateral fluorines located at both sides of the molecule and to the reduced molecular polarity caused by anti-parallel dipole ordering of two lateral fluorines compared with the benzoxazole group.…”

Section: Introductionmentioning

confidence: 99%

Preparation and properties of lateral monofluoro-substituted benzoxazole-based mesogenic compounds

Chen

Weng

et al. 2015

Liquid Crystals

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2015): Preparation and properties of lateral monofluorosubstituted benzoxazole-based mesogenic compounds, Liquid Crystals,A series of 2-(3ʹ-fluoro-4ʹ-alkoxy-1,1ʹ-biphenyl-4-yl)-benzoxazole liquid crystals (coded as nPF(3)PBx) were prepared, where a lateral fluorine substituent, as well as methyl, chlorine and nitro terminal groups, was introduced into the molecules to investigate the effects of different polar substituents on the liquid crystal properties. The mesomorphic and photophysical properties were investigated. The results show that compounds nPF(3)PBx have enantiotropic mesophases; meanwhile, they exhibit UV-vis absorption bands with maxima at 323-326 nm and photoluminescence emission peaks at 389-395 nm, respectively. It is noted that nPF(3)PBx with terminal polar groups or electron-withdrawing groups (NO 2 , Cl) display higher clearing temperatures and wider mesophase range than those of the corresponding homologues with terminal non-polar groups or electron-donating groups (CH 3 , H). Meanwhile, compared with two lateral fluorine-substituted analogues containing 3,5-difluorophenyl unit, lateral monofluoro-substituted nPF(3)PBx display enhanced mesophase range both in heating and cooling except for terminal methyl-substituted compounds, as well as show obvious red-shifted UV-vis absorption bands and photoluminescence emission, which are attributed to the enhanced dipole-dipole interaction caused by increased dipole moment.

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Novel metallomesogens derived from heterocyclic benzoxazoles

Cited by 38 publications

References 23 publications

Synthesis and Characterization of Thermotropic Liquid Crystals Consisting Heterocyclic Benzothiazole Core System

Synthesis and Characterization of Thermotropic Liquid Crystals Consisting Heterocyclic Benzothiazole Core System

Electrochemistry and liquid crystal properties of mono-substituted 1,2,3-triazolylferrocene derivatives

Preparation and properties of lateral monofluoro-substituted benzoxazole-based mesogenic compounds

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