Mesomorphic behavior of new azomethine liquid crystals having terminal iodo group

Ha, Sie‐Tiong; Lee, Teck-Leong; Yeap, Guan‐Yeow; Ito, Masato; Saito, Ayumu; Watanabe, Minro

doi:10.1016/j.cclet.2010.09.017

Cited by 10 publications

(3 citation statements)

References 16 publications

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“…Since then a number of methods for the synthesis of imines have been described [6,7,8,9]. Schiff bases have been drawing considerable attention due to their potential application in many areas such as liquid crystals [10,11,12,13], organic dyes [14,15,16,17,18,19,20,21], catalysts [22,23,24], and intermediates in organic synthesis [25,26,27,28,29,30]. Moreover, many Schiff bases exhibit a broad range of biological activities [31,32,33,34,35].…”

Section: Introductionmentioning

confidence: 99%

Synthesis, X-ray Structure, Spectroscopic Properties and DFT Studies of a Novel Schiff Base

Chen

Tsai

2014

IJMS

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A series of Schiff bases, salicylideneaniline derivatives 1–4, was synthesized under mild conditions and characterized by 1H NMR, HRMS, UV-Vis and fluorescence spectra, and single-crystal X-ray diffraction. In solid and aprotic solvents 1–4 exist mainly as E conformers that possess an intramolecular six-membered-ring hydrogen bond. A weak intramolecular C–H···F hydrogen bond is also observed in fluoro-functionalized Schiff base 4, which generates another S(6) ring motif. The C–H···F hydrogen bond further stabilizes its structure and leads it to form a planar configuration. Compounds 1–3 exhibit solely a long-wavelength proton-transfer tautomer emission, while dipole-functionalized Schiff base 4 shows remarkable dual emission originated from the excited-state intramolecular charge transfer (ESICT) and excited-state intramolecular proton transfer (ESIPT) states. Furthermore, the geometric structures, frontier molecular orbitals (MOs) and the potential energy curves for 1–4 in the ground and the first singlet excited state were fully rationalized by density functional theory (DFT) and time-dependent DFT calculations.

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Section: Introductionmentioning

confidence: 99%

Synthesis, X-ray Structure, Spectroscopic Properties and DFT Studies of a Novel Schiff Base

Chen

Tsai

2014

IJMS

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“…[15] In addition, heterocyclic rings fused with benzene have been found to be popular mesogenic cores in liquid crystal research. [16] This review highlights the developments made over the last decade (since 2001) on the synthesis of various-shaped heterocycle-based metal-free molecules assembled to form thermotropic columnar LCs. An attempt has also been made to include mesomorphic and other related properties useful for several applications and structural features in brief.…”

Section: Introductionmentioning

confidence: 99%

Advances in Metal‐Free Heterocycle‐Based Columnar Liquid Crystals

Roy

Majumdar

2012

Chemistry A European J

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Liquid crystals are ordered soft materials formed by self-organized molecules and can potentially be used as new functional materials for electron-, ion- or molecular-transport; optical; and bio-active materials. In particular, the columnar liquid crystals are promising candidates used in various optical and electronic devices. For this purpose, design and synthesis of unconventional materials are essential. In this review, we have summarized several approaches for the synthesis of columnar liquid crystals composed of various heterocyclic systems. We also outline their liquid crystalline and other relevant properties, and their suitability for applications in diverse fields.

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“…In the previous studies [13][14][15][16][17][18] , it was concluded that linking groups such as Schiff base and ester are good for generating mesomorphism in two and three unsaturate rings thermotropic liquid crystals. This continuation project involves the study of 4-alkanoyloxybenzylidene-4'-fluoroaniline possessing even number of carbon atoms at alkanoyloxy chain (Cn-1H2n-1COO -, n = 10, 12, 14, 16, 18).…”

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confidence: 99%

Mesomorphic Properties and X-Ray Diffraction Studies of 4-Alkanoyloxybenzylidene-4'-fluoroaniline

Lee

et al. 2014

Asian J. Chem.

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Liquid crystals (LCs) are known as fourth state of matter, which own the anisotropic properties of crystals as well as fluid properties of liquids. It was first reported by Otto Lehman in 1889 after he investigated the double-melting points phenomenon of molten cholesteryl benzoate 1. The self-assembly properties of liquid crystals play a significant role in producing specific properties to a particular phase. This gives different order parameters in different mesophases 2. Liquid crystals found to be applied in display technology, advanced technological devices and prototypical self-organizing molecular materials 3. A minor structure modification results a great effect on the mesomorphic property. Therefore, in order to prepare a new mesogen with desirable property and application, it is essential to understand chemical structure-mesomorphic property relationships 4. Low-mass calamitic liquid crystals consisting of two aromatic rings with at least one terminal substituent, for instance, 4-methoxybenzylidene-4'-butylaniline (MBBA), are capable of showing liquid crystal properties 5,6. The discovery of 4-methoxybenzylidene-4'-butylaniline has sparked a renewed interest of researcher on Schiff bases due to its room temperature nematic phase 7-12 .

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Mesomorphic behavior of new azomethine liquid crystals having terminal iodo group

Cited by 10 publications

References 16 publications

Synthesis, X-ray Structure, Spectroscopic Properties and DFT Studies of a Novel Schiff Base

Synthesis, X-ray Structure, Spectroscopic Properties and DFT Studies of a Novel Schiff Base

Advances in Metal‐Free Heterocycle‐Based Columnar Liquid Crystals

Mesomorphic Properties and X-Ray Diffraction Studies of 4-Alkanoyloxybenzylidene-4'-fluoroaniline

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