Synthesis and Mesomorphic Properties of a Series of Phenyl 6-(4-Alkoxyphenyl)nicotinates

Chia, Win‐Long; Tsai, Cheng-Yao

doi:10.3987/com-11-12155

Cited by 13 publications

(8 citation statements)

References 25 publications

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“…7 Pyridine is one of the simplest heterocyclic aromatics used as a core system in the design of liquid crystalline molecules. 7,8,9,10,11 The position of the nitrogen atom in the molecular core considerably influences the liquid crystalline properties of pyridine derivatives 12 and has a significant impact on the dispersion forces, the dipole moment, the polarizability of the molecule and inevitably, on the dielectric nature of the mesogen. 13 Additionally, the geometry and the value of the dihedral angle between the two aromatic rings of the phenyl-pyridine moiety, 14 depending of the position of the nitrogen, give rise to an effect on the mesophase molecular stacking.…”

Section: Introductionmentioning

confidence: 99%

“…Recently, a variety of pyridine containing liquid crystalline compounds were synthesized, 7,15,16,17 most of them were rod-like calamitic liquid crystals, but only few examples presenting nicotinate and picolinate as building blocks were reported, in order to determine the effect of 2-, 3-, and 4-pyridyl rings relative to phenyl in promoting mesophase thermal stability. 10,18 However, several Japanese patents were published concerning optically active liquid crystal based on pyridine carboxylate, demonstrating the importance of this type of patterns for technological applications. 19,20,21 The mentioned compounds in that patents mainly exhibit two liquid crystal mesophases such as SmC and SmA.…”

Section: Introductionmentioning

confidence: 99%

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Synthesis and characterization of new pyridine-based chiral calamitic liquid crystals

et al. 2020

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In this paper, novel chiral calamitic compounds, consisting of n-dodecyloxyphenyl substituted pyridine carboxylate core linked to one or two benzene rings through ester linkers have been synthesized by multi-step procedures. The other end has been varied by introducing a flexible (S)-2-methylbutyloxy or (S)-3,7-dimethyloctyloxy chiral chain. The liquid crystal properties of new compounds were investigated by various experimental techniques such as DSC, POM and SAXS. The pyridine-based calamitic compounds exhibited enantiotropic chiral smectic mesophases such as SmC*, SmA or uncharacteristic mesophase depending on hetero aromatic rings such as nicotinate or picolinate cores, number of aromatic rings and the type of chiral branched chain.

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Section: Introductionmentioning

confidence: 99%

Section: Introductionmentioning

confidence: 99%

Synthesis and characterization of new pyridine-based chiral calamitic liquid crystals

et al. 2020

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“…We previously reported a novel method for synthesizing pyridine-containing LC compounds [ 20 , 21 , 22 , 23 , 24 , 25 ]. Here, we report a convenient, short two-step synthesis method of a homologous series of 2-(4-alkoxybiphen-4′-yl)-5-methylpyridines ( n O-PPPyMe; n = 3–8; propyloxy to octoxy).…”

Section: Introductionmentioning

confidence: 99%

Effect of Pyridine on the Mesophase of Teraryl Liquid Crystals: A New Series of Nematic Liquid Crystals Named 2-(4-Alkoxybiphen-4′-yl)-5-methylpyridines

Chia

Huang

2016

IJMS

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A new series of teraryl 2-(4-alkoxybiphen-4′-yl)-5-methylpyridines (nO-PPPyMe, n = 3–8) nematic liquid crystal compounds, bearing a biphenylene core and a picoline terminus, were synthesized using a short two-step reaction, and overall yields between 34% and 38% were obtained. Spectral analysis results were in accordance with the expected structures. The thermotropic behavior of the teraryl liquid crystal compounds was investigated through polarized optical microscopy and differential scanning calorimetry. All compounds exhibited a solely enantiotropic nematic phase at the medium–high temperature range of 162.4–234.2 °C. Furthermore, the results for the nO-PPPyMe series were analyzed relative to three other compound series, mO-PPPyCN (m = 2–8), iO-PPQMe (i = 3–8) and xO-PPyPMe (x = 1–10). Consequently, the effect of pyridine on the mesophase of teraryl liquid crystals was demonstrated.

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“…We previously reported a novel method for synthesizing pyridine- and quinoline-containing liquid crystalline compounds [ 21 , 22 , 23 , 24 , 25 , 26 , 27 ]. These compounds have been attractive synthetic targets because of their chemo- and regioselective reactions, tolerating various functional groups.…”

Section: Introductionmentioning

confidence: 99%

A New Series of Kinked Liquid Crystals: 2-(6-Alkoxynaphthalen-2-yl)-6-methoxyquinolines

Chia¹,

Li²

2015

IJMS

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A new series of 2-(6-alkoxynaphthalen-2-yl)-6-methoxyquinolines (nO-NpQOMe, n = 3–8) liquid crystal compounds, a linear molecular structure with two kinks, were synthesized using a short two-step reaction with overall yields between 43% and 58%. Spectral analyses were in accord with the expected structures. Thermotropic behavior of these liquid crystal compounds were investigated using polarized optical microscopy and differential scanning calorimetry. All compounds exhibited purely enantiotropic nematic phase at the medium–high temperature range of 162.4–234.2 °C. However, short ranges of nematic phase, 20.5–16.6 °C at heating and 46.7–37.0 °C at cooling, were observed in these linear liquid-crystalline compounds with two kinks.

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Synthesis and Mesomorphic Properties of a Series of Phenyl 6-(4-Alkoxyphenyl)nicotinates

Cited by 13 publications

References 25 publications

Synthesis and characterization of new pyridine-based chiral calamitic liquid crystals

Synthesis and characterization of new pyridine-based chiral calamitic liquid crystals

Effect of Pyridine on the Mesophase of Teraryl Liquid Crystals: A New Series of Nematic Liquid Crystals Named 2-(4-Alkoxybiphen-4′-yl)-5-methylpyridines

A New Series of Kinked Liquid Crystals: 2-(6-Alkoxynaphthalen-2-yl)-6-methoxyquinolines

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