scholarly journals Influence of spacer chain lengths and polar terminal groups on the mesomorphic properties of tethered 5-phenylpyrimidines

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.

2012 ◽  
Vol 8 ◽  
pp. 371-378 ◽  
Author(s):  
Katharina C Kress ◽  
Martin Kaller ◽  
Kirill V Axenov ◽  
Stefan Tussetschläger ◽  
Sabine Laschat

4-Cyano-1,1'-biphenyl derivatives bearing ω-hydroxyalkyl substituents were reacted with methyl 3-chloro-3-oxopropionate or cyanoacetic acid, giving liquid-crystalline linear malonates and cyanoacetates. These compounds formed monotropic nematic phases at 62 °C down to ambient temperature upon cooling from the isotropic liquid. The mesomorphic properties were investigated by differential scanning calorimetry, polarizing optical microscopy and X-ray diffraction (WAXS).


2018 ◽  
Vol 2018 ◽  
pp. 1-10
Author(s):  
Monica Iliş ◽  
Viorel Cîrcu

Mesomorphic three-coordinate copper(I) complexes ([Cu(BTU)2X], where X = Cl or Br) based on a new N-benzoylthiourea (BTU) ligand with two decyloxy and one perfluorooctyl groups at its periphery were designed and prepared. The BTU ligand coordinates via the S atom in a neutral monodentate fashion as confirmed by IR and NMR spectroscopy data. The liquid crystalline behavior of these copper(I) complexes was investigated by a combination of polarized optical microscopy (POM), differential scanning calorimetry (DSC), and X-ray diffraction analysis (XRD), while their thermal stability was studied by thermogravimetric analysis (TGA). These new copper(I) complexes have mesomorphic properties and exhibit a hexagonal columnar mesophase over a large temperature range, more than 100°C.


2010 ◽  
Vol 428-429 ◽  
pp. 140-143
Author(s):  
Chung Jung Chen ◽  
Chung K. Lai

A new type of 3,3'-(2-hydroxypropane-1,3-diyl) bis(azan-1-yl-1-ylidene)bis(2-(4-alkoxy phenyl)prop-1-en-1-ol) and their copper complexes were prepared and mesomorphic properties characterized. The mesomorphic properties of these copper complexes were studied by differential scanning calorimetry (DSC), polarized optical microscopy (POM) and powder X-ray diffraction. X-ray structural crystallographic analysis showed that these bimetallic compounds have two copper centers coordinated with central square planar geometry. These molecules all have total two 1a or five alkoxy sidechains 1b appended around the central core. The mesomorphic behavior exhibited was found to be dependent on the sidechain density. All compounds in 1a exhibited smectic mesophases, however, compounds in 1b exhibited hexagonal columnar phases (Colh), which were characterized by optical textures and confirmed by powder x-ray diffraction.


Crystals ◽  
2020 ◽  
Vol 10 (9) ◽  
pp. 801 ◽  
Author(s):  
Hoda A. Ahmed ◽  
Muna S. Khushaim

New symmetrical 1:2 supramolecular H-bonded liquid crystals (SMHBLCs) interactions, A/2Bn, were formed between adipic acid and 4-(4′–pyridylazophenyl) 4″-alkoxybenzoates. Optical and mesomorphic behaviors of the prepared SMHBLC complexes were investigated using differential scanning calorimetry (DSC), polarizing optical microscopy (POM) and X-ray diffraction (XRD). FT-IR spectroscopy was carried out to confirm the H-bond interactions of the prepared complexes via Fermi bands formation. Their photo-physical properties were investigated by UV-spectroscopy and the observed absorbance values were found to be mainly dependent on the length of the terminal alkoxy chain. Mesomorphic behaviour for all A/2Bn complexes revealed that all complexes are dimorphic-exhibiting enantiotropic mesophases with induced nematic phases, except for the long chain terminal complex which exhibits only a monomorphic smectic A phase. In order to investigate the effect of mesogenic core geometry on the mesophase properties, a comparison was established between the mesomeric behaviors of the present complexes and previously reported rigid core acid complexes. Finally, the XRD pattern confirmed the POM and DSC results.


Polymers ◽  
2021 ◽  
Vol 13 (13) ◽  
pp. 2156
Author(s):  
Alexej Bubnov ◽  
Martin Cigl ◽  
Deyvid Penkov ◽  
Marek Otruba ◽  
Damian Pociecha ◽  
...  

Smart self-organising systems attract considerable attention in the scientific community. In order to control and stabilise the liquid crystalline behaviour, and hence the self-organisation, the polymerisation process can be effectively used. Mesogenic units incorporated into the backbones as functional side chains of weakly cross-linked macromolecules can become orientationally ordered. Several new calamitic reactive mesogens possessing the vinyl terminal group with varying flexible chain lengths and with/without lateral substitution by the methyl (methoxy) groups have been designed and studied. Depending on the molecular structure, namely, the type and position of the lateral substituents, the resulting materials form the nematic, the orthogonal SmA and the tilted SmC phases in a reasonably broad temperature range, and the structure of the mesophases was confirmed by X-ray diffraction experiments. The main objective of this work is to contribute to better understanding of the molecular structure–mesomorphic property relationship for new functional reactive mesogens, aiming at further design of smart self-assembling macromolecular materials for novel sensor systems.


2010 ◽  
Vol 428-429 ◽  
pp. 106-110
Author(s):  
Wen Hao Yu ◽  
Yue Feng Bai ◽  
Yang Jing ◽  
Shi Chang Nie ◽  
Bi Qin Wang ◽  
...  

A series of disk-rod-disk liquid crystal trimers have been synthesized. Two triphenylene discogens have been connected to a biphenyl mesogen via CuI-NEt3 catalyzed alkyne azide cycloaddition in toluene at room temperature. The trimers have been characterized by using 1H NMR, IR, high resolution Mass spectra and the mesomorphic properties investigated with polarized optical microscopy (POM), differential scanning calorimetry (DSC), and X-ray diffraction. The result shows that the trimers exhibited rectangular columnar mesophase (Colr). The length of the flexible spacer connecting the three segments has important influence on the thermal behaviors of the trimers.


2020 ◽  
Vol 02 (04) ◽  
pp. 288-299
Author(s):  
Christopher Schilling ◽  
Finn Schulz ◽  
Andreas Köhn ◽  
Sabine Laschat

Two series of N-methyliminodiacetic acid (MIDA) boronates were prepared and their mesomorphic properties were investigated. MIDA-substituted benzoic acid esters were synthesized via the Mitsunobu reaction. The second series of MIDA benzyl ether derivatives was prepared via Williamson etherification and subsequent borylation. Both series exhibit smectic A (SmA) phases. In the case of MIDA boronate esters, a substitution with perfluorinated side chains led to increased transition temperatures and broadening of the SmA phases. The phase geometries of the mesophases were determined by X-ray diffraction. Quantum-chemical calculations provided further insight into the packing model.


Crystals ◽  
2020 ◽  
Vol 10 (10) ◽  
pp. 878 ◽  
Author(s):  
H.A. Ahmed ◽  
Muna S. Khushaim

New laterally CH3-substituted series of 1:2 hydrogen-bonded supramolecular complexes (HBSMCs) based on flexible acid core were prepared and mesomorphically investigated. Mixtures were formed through H-bonded interactions between adipic acid (A) and 4-(2-(pyridin-4-yl)diazenyl-(3-methylphenyl) 4-alkoxybenzoate (Bn). Mesomorphic and optical properties were investigated by differential scanning calorimetry (DSC), polarized optical microscopy (POM), X-ray diffraction (XRD), and UV-spectroscopy. HBSMCs formed from 1:2 mol mixture of A:2Bn, where the base component (B) bearing different alkoxy chain lengths from n = 8 to 14. The new HBSMCs (A/2B) interactions were confirmed by Fermi-bands formation via FT-IR spectroscopy measurements. Results revealed that all prepared HBSMCs are enantiotropic, exhibiting induced nematic (N) phase. The XRD pattern confirmed the POM texture results. Moreover, a comparison was made between the new laterally HBSMC series based on flexible core and the previously analyzed laterally neat complexes.


Author(s):  
Eugen Wuckert ◽  
Constanze Hägele ◽  
Frank Giesselmann ◽  
Angelika Baro ◽  
Sabine Laschat

Tetraphenylenes 2 with eight peripheral gallic esters were prepared in two steps from octamethoxytetraphenylene 1 in 19–72% yield. Investigation of the mesomorphic properties of 2 by DSC, POM and X-ray diffraction revealed that derivatives 2a–d with short alkoxy chain lengths (C5–C8) did not show any mesomorphic properties, whereas compounds 2e–i with C9–C13 chains displayed rectangular columnar mesophases and compounds 2j–l with C14–C16 chains displayed hexagonal columnar mesophases. Furthermore an anomalous odd-even effect of the clearing points of compounds 2e–l versus chain length was detected.


Author(s):  
D. Nagasamy Venkatesh ◽  
S. Karthick ◽  
M. Umesh ◽  
G. Vivek ◽  
R.M. Valliappan ◽  
...  

Roxythromycin/ β-cyclodextrin (Roxy/ β-CD) dispersions were prepared with a view to study the influence of β-CD on the solubility and dissolution rate of this poorly soluble drug. Phase-solubility profile indicated that the solubility of roxythromycin was significantly increased in the presence of β-cyclodextrin and was classified as AL-type, indicating the 1:1 stoichiometric inclusion complexes. Physical characterization of the prepared systems was carried out by differential scanning calorimetry (DSC), X-ray diffraction studies (XRD) and IR studies. Solid state characterization of the drug β-CD binary system using XRD, FTIR and DSC revealed distinct loss of drug crystallinity in the formulation, ostensibly accounting for enhancement of dissolution rate.


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