scholarly journals Synthesis and Mesomorphic Properties of New Fluorinated Schiff Base Liquid Crystals

2014 ◽  
Vol 2014 ◽  
pp. 1-7 ◽  
Author(s):  
Sie-Tiong Ha ◽  
Teck-Leong Lee

Two new compounds, 4-alkanoyloxybenzylidene-4′-fluoroaniline and 4-fluorobenzylidene-4′-n-alkanoyloxyaniline comprising a terminal fluorosubstituent were studied. The fluoro substituent contributes to the molecular polarizability, thus affecting intermolecular interactions and hence resulting in smectic mesomorphism. The mesomorphic properties were studied using differential scanning calorimetry and polarizing optical microscopy techniques. The mesomorphic properties of compounds studied are strongly dependent on the orientation of the imine (CH=N) linkage. The former Schiff base exhibited smectic A phase whereas the latter compound did not display any mesophase. Reversed imine linkage has caused depression of mesomorphic property in the compound studied (4-fluorobenzylidene-4′-n-alkanoyloxyaniline). The mesomorphic properties of the present compounds were compared with other structurally related series to establish the chemical structure-mesomorphic property relationship.

2014 ◽  
Vol 699 ◽  
pp. 233-238 ◽  
Author(s):  
Kok Leei Foo ◽  
Sie Tiong Ha

A series of new rod-shaped liquid crystal, 6-methoxy-2-(4-alkyloxybenzylidenamino) benzothiazoles possessingeven numbers of carbon atoms at the alkyloxy chain (CnH2n+1O-, n = 10, 12, 14, 16, 18) are prepared and characterized. The phase behaviour of these new compounds was studied by differential scanning calorimetry and polarising optical microscopy. All members exhibited mesophase. Influence of alkyl chain length on the mesomorphic properties was studied. Enantiotropic nematic phase was identified in all the members except for n = 18. Lower member (n = 10) exhibited monotropic (metastable) smectic A phase. The enantiotropic smectic A phase was observed fromn-dodecyloxy derivatives onward to the last homologous synthesized.


Author(s):  
Gundula F Starkulla ◽  
Elisabeth Kapatsina ◽  
Angelika Baro ◽  
Frank Giesselmann ◽  
Stefan Tussetschläger ◽  
...  

Based on 5-(4-hydroxyphenyl)-2-octylpyrimidine 8, 5-phenylpyrimidine derivatives 3–7, 9 with different spacer chain lengths (C2 up to C6) and different terminal polar groups (Br, Cl, N3, OH, CN) were synthesized by etherification and nucleophilic substitution. The mesomorphic behaviour of these compounds was investigated by differential scanning calorimetry (DSC), polarizing optical microscopy (POM) and X-ray diffraction (WAXS and SAXS) and revealed smectic A mesophases for bromides, chlorides and azides 3, 4 and 6. For these compounds a maximum phase width was observed for the C5 spacer regardless of the terminal group, whereas the hydroxy- and cyano-substituted derivatives 5 and 7, respectively, were non mesomorphic and showed only melting transitions.


Symmetry ◽  
2021 ◽  
Vol 13 (10) ◽  
pp. 1832
Author(s):  
Sayed Z. Mohammady ◽  
Daifallah M. Aldhayan ◽  
Mohammed A. Alshammri ◽  
Ayoub K. Alshammari ◽  
Mohammed Alazmi ◽  
...  

A series of non-symmetrical Schiff base liquid crystals were prepared and investigated. Schiff bases of p-alkyloxy aniline derivatives and 4-phenyl pyridine-4′-carbaldehyde were synthesized. The terminal alkoxy groups substituting aniline are of varied chain length, namely C6, C8, and C16. The structures of the compounds were confirmed via 1H NMR and 13C NMR spectroscopy. Different mesophases of the samples were thermally and optically characterized by differential thermal analysis (DSC) and polarized optical microscopy (POM). All samples revealed enantiotropic smectic B (SmB) and smectic A (SmA) mesophases. The results obtained were further correlated with the density functional theory (DFT) theoretical calculations. The results are compared to a series of compounds bearing biphenyl moiety in their mesogens. The thermal stabilities of the different mesophase reduced upon the increment of the alkoxy chain length. The temperature ranges of both the smectic mesophases of new compounds bearing the 4-phenyl pyridine moiety are generally expanded higher than the other series. In addition, the total mesophase range is greater in the new compounds when compared to their biphenyl analogues. The DFT results were investigated in terms of the molecular geometries and the frontier molecular orbitals as well as the charge distribution mapping to show and illustrate the difference in the mesomorphic properties.


2021 ◽  
Vol 68 (4) ◽  
pp. 904-912
Author(s):  
Prem Kumar Shrestha ◽  
Pawan Raj Shakya

A mesogenic Schiff base, N,N’-di(4-decyloxysalicylidene)-1’,8’-diamino-3’,6’-dioxaoctane (H2L) and a series of homo dinuclear lanthanide(III) complexes of the type [Ln2(LH2)3(NO3)4](NO3)2, (Ln = La, Pr, Nd, Sm, Eu, Gd, Tb, Dy, and Ho) were synthesized and characterized by elemental analysis, mass spectrometry, FTIR, and NMR spectral techniques. The IR and NMR spectral evidences imply bonding of a neutral bidentate H2L species through two phenolate oxygen atoms in its zwitterionic form to LnIII, rendering the overall geometry of the complexes as a seven-coordinate polyhedron – possibly distorted mono-capped octahedron. Differential scanning calorimetry (DSC) and polarizing optical icroscopic (POM) studies reveal mesogenic properties (smectic-X, smectic-A and nematic mesophases) in the ligand over a wide range of temperature but none mesomorphism in the LnIII complexes synthesized under this study. Luminescence studies exhibit emissions of H2L and TbIII complex.


2021 ◽  
Vol 33 (5) ◽  
pp. 1159-1164
Author(s):  
Kamruzzaman ◽  
Roushown Ali ◽  
Rabiul Karim ◽  
Samiul Islam Chowdhury ◽  
Tariqul Hasan

Three rod-shaped alkyloxy substituted 4-chloroazobenzene liquid crystals, 1-(4-chlorophenyl)-2-[4- (alkyloxy)phenyl]diazene (hexayl, octyl and nonyl as flexible oxyalkyl chain) have been synthesized by diazotization of p-chloroaniline with phenol and subsequently performed etherification reaction with different alkyl bromides. The structures of the substituted 4-chloroazobenzene liquid crystals have been characterized by spectroscopic methods. The mesomorphic properties of the liquid crystals were examined by polarizing optical microscope (POM) and differential scanning calorimetry (DSC). All the oxyalkyl homologues of chloro substituted azobenzene showed enantiotropic smectic A (SmA) mesophase, which was understood clearly by the texture of the compounds employing polarizing optical microscope (POM) analysis. During heating scan in DSC analyses melting points, SmA-isotropic temperature and enthalphy changes associated with SmA-isotropic transition showed a remarkable impact on the spacer length of 4-chloro azobenzene derivatives.


2013 ◽  
Vol 2013 ◽  
pp. 1-5 ◽  
Author(s):  
L. K. Ong ◽  
S. T. Ha

A new homologous series of alkyl 4-{[(4-chlorophenyl)imino]methyl}benzoates were prepared, and all the members are differentiate by the alkoxy chain length,CnH2n+1O, wheren=2–7, 9, 11, 13, 15. Their phase transition behaviors and mesophase characteristics were studied by differential scanning calorimetry (DSC) and optical polarizing microscopy techniques. DSC thermograms show direct isotropization and recrystallization during heating and cooling processes, respectively. The crystal phase changed directly to dark area textures (isotropic phase) without displaying any mesophase. The mesomorphic properties of compounds studied are strongly dependent on the orientation of the ester linkage. Reversed ester linkage has caused depression of mesomorphic property in the compounds studied.


Polymers ◽  
2021 ◽  
Vol 13 (24) ◽  
pp. 4292
Author(s):  
Fowzia S. Alamro ◽  
Omaima A. Alhaddad ◽  
Magdi M. Naoum ◽  
Hoda A. Ahmed

New supramolecular complexes, based on H-bonding interactions between 4-(pyridin-4-yl) azo-(2-chlorophenyl) 4-alkoxybenzoates (Bn) and 4-[(4-(n-hexyloxy)phenylimino)methyl]benzoic acid (A6), were prepared and their thermal and mesomorphic properties investigated via differential scanning calorimetry (DSC) and Fourier-transform infrared spectroscopy (FT-IR) in order to confirm their H-bonding interactions. The mesophase behavior of each mixture was examined by DSC and polarized optical microscopy (POM). According to the findings of the study, in all of the designed mixtures, the introduction of laterally polar chlorine atom to the supramolecular complexes produces polymorphic compounds possessing smectic A, smectic C and nematic mesophases, in addition, all products have low melting transitions. Thermal stabilities of the associated phases depend on the position and orientation of the lateral polar Cl− atom as well as the length of terminal flexible alkoxy chain. Comparisons were made between the present lateral Cl− complexes and previously investigated laterally-neat complexes in order to investigate the impact of the addition, nature and orientation of polar substituent on the mesomorphic behavior. The investigations revealed that, the polarity and mesomeric nature of inserted lateral substituent into the base component play an essential role in affecting their mesomorphic properties. Furthermore, for current complexes, induced polymorphic phases have been found by introducing the chlorine atom.


2007 ◽  
Vol 19 (5-6) ◽  
pp. 541-552 ◽  
Author(s):  
Carmen Racles ◽  
Vasile Cozan ◽  
Istvan Sajo

A disiloxane dialdehyde was obtained from bis (chloromethyl)disiloxane and p-hydroxybenzal-dehyde and it was used in an equilibration (redistribution) reaction to synthesize an oligomeric dialdehyde. By solution polycondensation, starting from bis(formyl-p-phenoxymethyl)tetramethyldisiloxane and different organic diamines, poly(azomethine)s were obtained. In the case of aromatic diamines with high rigidity, which gave insoluble polymers, different approaches were tested in order to improve the solubility: the use of the dialdehyde having longer siloxane chain, or of a siloxane diamine in a copoly-condensation reaction. The polymers’ structures were confirmed by IR and 1H NMR spectroscopy and by elemental analysis. The structure-properties relationship was studied in terms of solubility, thermal and thermotropic behavior. Most of the obtained poly(azomethine)s has mesomorphic properties, which were studied by polarized optical microscopy (POM), differential scanning calorimetry (DSC) and X-ray diffraction. The influence of aromatic diamines’ chemical structure on the processability of the siloxane-organic poly(azomethine)s was emphasized.


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