Synthesis and liquid crystal behavior of tris[2,3,9,10,16,17,23,24-octakis(octyloxy)phthalocyaninato] rare earth complexes

2007 ◽  
Vol 11 (02) ◽  
pp. 100-108 ◽  
Author(s):  
Ying Zhang ◽  
Weili Jiang ◽  
Jianzhuang Jiang ◽  
Qingbin Xue

A series of tris[2,3,9,10,16,17,23,24-octakis(octyloxy)phthalocyaninato] rare earth(III) complexes M 2[ Pc ( OC 8 H 17)8]3 [ M = Eu , Gd , Y , Lu ] has been prepared by the reaction of corresponding bis[2,3,9,10,16,17,23,24-octakis(octyloxy)phthalocyaninato] rare earth complexes with M ( acac )3·n H 2 O in refluxing 1,2,4-trichlorobenzene. These liquid crystalline sandwich, triple-decker complexes were characterized by elemental analysis and various spectroscopic methods including 1 H NMR, UV-vis, IR and mass spectroscopies. Their liquid crystal phase transition behavior was studied by Polarized Optical Microscope, Differential Scanning Calorimeter and X-ray diffraction. The complexes, with octyloxy attached as side chains, showed rectangular columnar liquid crystal phases in a liquid crystal temperature range between 83 and 305°C. In addition to the rare earth contraction, both the transition temperature and the wide temperature range of the mesophase show a slight but obvious trend to decrease, respectively, in the same order. In contrast, the molecular packing of these complexes as revealed by X-ray diffraction was found to be almost independent of the ionic size of the central rare earth.

2006 ◽  
Vol 10 (09) ◽  
pp. 1132-1139 ◽  
Author(s):  
Ying Zhang ◽  
Na Pan ◽  
Qingbin Xue ◽  
Ming Bai ◽  
Jianzhuang Jiang

A series of novel bis[3,4,12,13,21,22,30,31-octa(dodecylthio)-2,3-naphthalocyaninato] rare earth(III) complexes M [ Nc ( SC 12 H 25)8]2( M = Nd , Eu , Gd , Tb , Y , Ho , Er ) have been prepared by tetramerization of 2,3-bis(dodecylthio)-6,7-dicyanonaphthalene with M ( acac )3·n H 2 O in the presence of 1,8-diazabicyclo[5.4.0]undec-7-ene (DBU) in refluxing n-octanol. These sandwich double-decker complexes were characterized by elemental analysis and various spectroscopic methods including UV-vis, near IR, IR, and mass spectroscopies. Their liquid crystal behavior was studied by polarized optical microscope (POM), differential scanning calorimeter (DSC), and X-ray diffraction. These alkylthio-substituted bis(2,3-naphthalocyaninato) rare earth complexes yield a hexagonal columnar liquid crystal whose stable temperature range is between 42 and 243°C. The stable temperature domain of the mesophase shows a trend to be dependent on the central rare earth ionic size. In contrast, the molecular packing of these complexes as revealed by X-ray diffraction was found to be almost independent of the ionic size of the central rare earth.


2013 ◽  
Vol 781-784 ◽  
pp. 403-406
Author(s):  
Mei Tian ◽  
Zhi Xin Xu ◽  
Li Gao ◽  
Dan Shu Yao ◽  
Xiao Zhi He ◽  
...  

A series of new main-chain liquid-crystal polymers (LCPs) were prepared from sebacoyl chloride (SD) and various amount of 4, 4-Dihydroxy-2, 2-dimethyl Benzalazine (DDBA) and isosorbide (ISO). The liquid crystal (LC) properties were investigated by polarized optical microscope (POM), differential scanning calorimetry (DSC) and X-ray diffraction measurements. P1 exhibited a typical nematic thread texture, which contains no ISO. P2-P7 are Sc* and N LCPs, which exhibited broken fan-shaped texture and droplet texture. The introduction of chiral units into the polymers led to a change of mesomorphase, as compared with P1.


2002 ◽  
Vol 80 (8) ◽  
pp. 1162-1165 ◽  
Author(s):  
B Henrissat ◽  
G K Hamer ◽  
M G Taylor ◽  
R H Marchessault

A series of dodecyl 1-thio-β-D-glycosides has been synthesized and characterized (DSC, NMR, CP MAS, X-ray diffraction) as possible new marking materials with liquid-crystalline properties. These compounds undergo solid to liquid crystal phase transitions at various temperatures, which depend on the nature of the carbohydrate part of the structure. Their liquid-crystalline phases show extreme shear thinning behaviour.Key words: liquid crystal, powder X-ray diffraction, phase transition, thioglycoside, solid-state NMR, marking material


1990 ◽  
Vol 45 (7) ◽  
pp. 1084-1090 ◽  
Author(s):  
Klaus Praefcke ◽  
Bernd Kohne ◽  
Andreas Eckert ◽  
Joachim Hempel

Six S,S-dialkyl acetals 2a-f of inosose (1), tripodal in structure, have been synthesized, characterized and investigated by optical microscopy and differential scanning calorimetry (d.s.c.). The four S,S-acetals 2c-f with sufficiently long alkyl chains are thermotropic liquid crystalline; 2 e and 2 f are even dithermomesomorphic. Each of these four inosose derivatives 2c-f exhibits monotropically a most likely cubic mesophase (MI); in addition 2e and 2f show enantiotropically a hexagonal mesophase (Hx) with a non-covalent, supramolecular H-bridge architecture. Whereas the nature of the optically isotropic mesophase MI needs further clarification the stable high temperature mesophase Hx of 2 e and 2 f has been established by a miscibility test using a sugar S,S-dialkyl acetal also tripodal in structure and with a Hx phase proved by X-ray diffraction, but in contrast to 2 with an acyclic hydrophilic part. Similarities of structural features between the Hx-phases of 2e and 2f as well as of other thermotropic and lyotropic liquid crystal systems are discussed briefly.


2003 ◽  
Vol 18 (4) ◽  
pp. 293-295 ◽  
Author(s):  
L. Dobiášová ◽  
H. Šíchová ◽  
V. Valvoda

The ferroelectric liquid crystal material [4-[(4-methyloxyfenyl) carbonyloxyl] bifenyl-4′-yl]-(S)-2-methylbutoxypropionate containing a lateral methyl group on the aromatic ring of the alkoxybenzoate unit and two chiral carbons has been investigated by X-ray powder diffraction analysis at the 28 °C–105 °C temperature range. On cooling through the SmC temperature range, the layer spacing decreases from 28.3 to 27.7 Å with a small variation of average intermolecular distances. Lattice parameters of tetragonal and monoclinic crystalline phases occurring at lower temperatures have been determined.


Author(s):  
BELÉN DEL REY ◽  
M. VICTORIA MARTÍNEZ-DÍAZ ◽  
JOAQUÍN BARBERÁ ◽  
TOMÁS TORRES

Novel boron(III) subphthalocyanines 5-8 with six lipophilic alkylthio chains at the peripheral sites, bearing hydroxy or triethylsilyloxy groups in the axial position, have been synthesized and their thermotropic properties have been studied. These compounds are gelatinous materials at room temperature and gradually soften as the temperature is raised up to a point at which high fluidity typical of classical liquids is observed. By the usual techniques employed for the study of thermotropic behaviour (polarizing microscopy, DSC and X-ray diffraction), no liquid crystalline properties have been found. Instead, the compounds have an amorphous structure (i.e. behave as isotropic materials) throughout the temperature range studied. They could be designated as liquid subphthalocyanines.


2012 ◽  
Vol 16 (11) ◽  
pp. 1209-1216 ◽  
Author(s):  
Hiroyuki Sato ◽  
Yuya Sakagami ◽  
Eiji Itoh ◽  
Kazuchika Ohta

We synthesized a novel discotic liquid crystalline compound, octakis[3-(2-(2-(2-methoxyethoxy)ethoxy)ethoxy)phenoxy]phthalocyaninato copper(II) (abbreviated as [m- MeO(EtO)3PhO]8PcCu ), and established the mesomorphism by using a differential scanning calorimeter, a polarizing optical microscope, and temperature-dependent wide angle X-ray diffraction diffractometer. Very interestingly, this [m- MeO(EtO)3PhO]8PcCu complex showed a hexagonal ordered columnar (Colho) mesophase in the virgin sample, whereas it showed a rectangular ordered columnar (Colro(P21/a)) mesophase in the non-virgin sample. The Colho mesophase gave a dimer stacking distance at 9.26 Å, whereas the Colro mesophase gave a short monomer stacking distance at 3.45 Å. Furthermore, this novel Pc derivative is readily soluble in polar solvents such as acetone, ethanol and methanol. Using antagonist solubilities of the present hydrophilic [m- MeO(EtO)3PhO]8PcCu derivative in a polar solvent and the previous hydrophobic (C10O)16TzCu derivative in the non-polar solvent, a p-n junction layered thin films could be successfully prepared.


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