50262-67-4Relevant articles and documents
EFFECT OF THE REVERSAL OF THE CENTRAL SCHIFF'S BASE LINKAGE ON LIQUID CRYSTAL PROPERTIES: THE 4-PHENYLBENZYLIDENE-4 prime -n-ALKOXYANILINES AND 4-(4 prime -n-ALKOYXBENZYLIDENEAMINO)-BIPHENYLS.
Byron,Keating,O'Neill,Wilson,Goodby,Gray
, p. 179 - 192 (1980)
Twelve 4-phenylbenzylidene-4 prime -n-alkoxyanilines were prepared and their liquid crystal phases categorized. The properties of these compounds are compared with those of the analogous Schiff's bases, the 4-(4 prime -n-alkoxybenzylideneamino)biphenyls,
Quinolines by three-component reaction: Synthesis and photophysical studies
Sales, Eric S.,Schneider, Juliana M. F. M.,Santos, Marcos J. L.,Bortoluzzi, Adailton J.,Cardoso, Daniel R.,Santos, Willy G.,Merlo, Aloir A.
, p. 562 - 571 (2015/03/14)
The synthesis of five quinolines 8-octyloxy-4-[4-(octyloxy)phenyl]quinoline and 6-alkoxy- 2-(4-alkoxyphenyl)-4-[(4-octyloxy)aryl]quinolines are described by three-component coupling reaction mediated by Lewis acid FeCl3 and Yb(OTf)3. 4-n-octyloxybenzaldehyde, anisaldehyde, 4-n-octyloxyaniline p-anisidine, and 1-ethynyl-4-heptyloxybenzene, 1-ethynyl-4-octyloxybenzene and 2-ethynyl-6-heptyloxynaphthalene are the reagents in this protocol. A Yb3+ catalyst resulted in higher yields of quinolines than Fe3+. Polarizing optical microscopy (POM) revealed that none of the quinolines were liquid crystals, even the more anisotropic. UV-Vis measurements of one of the quinolines in polar solvent show two absorption bands at 280 and 350 nm related to π,π?and n,π?transitions. No changes were observed to lower-energy absorption band (ε 4 mol L-1 cm-1) related to n,π?transition. A laser flash photolysis study for one of the quinolines relates a main transient band at 450 nm with a lifetime of 2.6 μs in ethanol, which is completely quenched in the presence of oxygen. This transient band was assigned to triplet-triplet absorption of one of the quinolines, which is semi-oxidised in the presence of phenol. Radiative rate constants have been determined along singlet and triplet excited state energies (3.39 and 3.10 eV, respectively). The chemical structure of one of the quinolines was also unequivocally confirmed by single-crystal X-ray analysis.
Liquid-crystalline polymorphism of 4-heptyloxybenzylidene-4′- alkyloxyanilines and their phase equilibrium with 4-octyloxyphenyl 4-nitrobenzoate
Godzwon, Joanna,Sienkowska, Monika J.,Galewski, Zbigniew
, p. 75 - 82 (2012/04/04)
This paper describes the synthesis and liquid-crystalline properties of the homologous series of 4-heptyloxybenzylidene-4′-alkyloxyanilines (7-n). Six of them are presented for the first time. Based on the polarization microscopy (POM and TOA methods) and the calorimetric (DSC) measurements following polymorphism has been detected: nematic, smectic C and smectic I mesophases. The presence of these mesophases was confirmed by the miscibility method, using 4-octyloxyphenyl 4-nitrobenzoate and terephtal-bis (4-butyloaniline) as a mesophase references. Extraordinary results have been found in the mixtures of the investigated compounds with 4-octyloxyphenyl 4-nitrobenzoate; Induced smectic A has been observed, which is connected with very strong intermolecular interactions. Additionally destabilization of nematic and smectic C phases was visible.