Effect of lateral substitution by chlorine and fluorine atoms of 4-alkyl-p-terphenyls on mesomorphic behaviour

Pytlarczyk, Marta; Dmochowska, Ewelina; Czerwiński, Michał; Herman, Jakub

doi:10.1016/j.molliq.2019.111379

Cited by 15 publications

(5 citation statements)

References 47 publications

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“…The nature of the substituent inuences the extent of conjugation, which alters the resultant dipole moment and polarizability of the molecule. [32][33][34][35][36] The nematic phase between SG12 and SG15 is almost 3 degrees this could be attributed to the EWG in the lateral position (F) in the case of SG12, and lateral and terminal position (NO 2 ) in SG15 but the melting and clearing temperatures are different. SG14 has one NO 2 laterally attached and exhibit an increased mesophase range.…”

Section: Mesomorphic Behaviourmentioning

confidence: 99%

“…The observed changes are due to the summation of different noncovalent interactions, functional groups, hydrogen bond (inter and intra), extent of conjugation, resultant dipole moment and overall shape of the compounds. [32][33][34][35][36] The optical textures were captured upon cooling from isotropic liquid at a cooling rate 2 C min À1 (Fig. 2).…”

Section: Mesomorphic Behaviourmentioning

confidence: 99%

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Influence of inter- and intramolecular H-bonding on the mesomorphic and photoswitching behaviour of (E)-4-((4-(hexyloxy)phenyl)diazenyl)-N-phenyl benzamides

Sunil¹,

Behera

Achalkumar

et al. 2020

RSC Adv.

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Section: Mesomorphic Behaviourmentioning

confidence: 99%

Section: Mesomorphic Behaviourmentioning

confidence: 99%

Influence of inter- and intramolecular H-bonding on the mesomorphic and photoswitching behaviour of (E)-4-((4-(hexyloxy)phenyl)diazenyl)-N-phenyl benzamides

Sunil¹,

Behera

Achalkumar

et al. 2020

RSC Adv.

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show abstract

“…Simulations of computational calculations for the molecular-shaped parameters offered interesting correlations between the experimental findings and theoretical predictions [ 41 , 42 , 43 , 44 , 45 , 46 , 47 , 48 , 49 , 50 , 51 , 52 ].…”

Section: Introductionmentioning

confidence: 99%

Synthetic, Mesomorphic, and DFT Investigations of New Nematogenic Polar Naphthyl Benzoate Ester Derivatives

et al. 2021

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Four new non-symmetrical derivatives based on central naphthalene moiety, 4-((4–(alkoxy)phenyl) diazenyl)naphthalen–1–yl 4–substitutedbenzoate (In/x), were prepared, and their properties were investigated experimentally and theoretically. The synthesized materials bear two wing groups: an alkoxy chain of differing proportionate length (n = 6 and 16 carbons) and one terminal attached to a polar group, X. Their molecular structures were elucidated via elemental analyses and FT-IR and NMR spectroscopy. Differential scanning calorimetry (DSC) and polarized optical microscopy (POM) were carried out to evaluate their mesomorphic properties. The results of the experimental investigations revealed that all the synthesized analogues possess only an enantiotropic nematic (N) mesophase with a high thermal stability and broad range. Density functional theory (DFT) calculations were in accordance with the experimental investigations and revealed that all prepared materials are to be linear and planar. Moreover, the rigidity of the molecule increased when an extra fused ring was inserted into the center of the structural shape, so its thermal and geometrical parameters were affected. Energy gap predictions confirmed that the I16/c derivative is more reactive than other compounds.

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“…Laterally unsubstituted molecules often fail to meet the Materials 2021, 14, 2616 2 of 18 required criteria for LCs, such as low melting point, relevant mesomorphic morphology (generally only the nematic phase is desirable), smectic suppression, appropriate clearing temperature, sign of dielectric anisotropy, and sufficiently high optical anisotropy. Therefore, a fluorine [52][53][54] or chlorine atom is most often introduced into the rigid core in the lateral position [55]. In some cases, it is necessary to use larger bulky substituents, such as short alkyl chains in the form of methyl CH 3 or ethyl C 2 H 5 groups, to achieve the required properties.…”

Section: Introductionmentioning

confidence: 99%

New-Generation Liquid Crystal Materials for Application in Infrared Region

Harmata

Herman

2021

Materials

Self Cite

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This study presents 13 new organic compounds with self-assembling behavior, which can be divided into two groups. The first synthesized group includes compounds based on 4′-(trifluoromethoxy)-[1,1′-biphenyl]-4-yl-4-(trifluoromethoxy) benzoate core, and the second includes compounds based on 4-((4-(trifluoromethoxy)phenyl)ethynyl)phenyl-4-(trifluoromethoxy) benzoate core. They differ in the number and location of the fluorine atom in the lateral position. Mesomorphic properties, phase transition enthalpies, refractive indices, birefringence, and MWIR (mid-wavelength infrared) spectral properties of the compounds were investigated, and the results were compared with currently used materials. The influence of the length of the core as well as type and position of substituents in the molecular core was analyzed. The lack of aliphatic protons in the molecular structure generated unique infrared properties.

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Effect of lateral substitution by chlorine and fluorine atoms of 4-alkyl-p-terphenyls on mesomorphic behaviour

Cited by 15 publications

References 47 publications

Influence of inter- and intramolecular H-bonding on the mesomorphic and photoswitching behaviour of (E)-4-((4-(hexyloxy)phenyl)diazenyl)-N-phenyl benzamides

Influence of inter- and intramolecular H-bonding on the mesomorphic and photoswitching behaviour of (E)-4-((4-(hexyloxy)phenyl)diazenyl)-N-phenyl benzamides

Synthetic, Mesomorphic, and DFT Investigations of New Nematogenic Polar Naphthyl Benzoate Ester Derivatives

New-Generation Liquid Crystal Materials for Application in Infrared Region

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