4-[3-fluoro-4-(trifluoromethoxy)phenyl]-2-methylbut-3-yn-2-ol 100 4-bromo-2-fluoro-1-(trifluoromethoxy)benzene 31 (388.5g -1.5mol), triethylamine TEA (218cm 3 -1.58mol), 1.8-diazabicyclo[5.4.0]undec-7-ene DBU (236cm 3 -1.58mol), PdCl2(PPh3)2 (0.3mol%), CuI (0.15mol%) and 750cm 3 of toluene were added to reaction vessel. Reaction was carried out under an N2 atmosphere. The mixture was stirred and heated up to the boiling temperature and kept under this conditions for 15 minutes. Then it was cooled down to 60 o C and a solution of 2-methylbut-3-yn-2-ol 99 (155cm 3 -1.575mol) in 300cm 3 of toluene was added dropwise and the reaction mixture was heated under reflux for 4h. When the reaction was finished resulting precipitate was filtered on a Büchner funnel. The filtrate was poured into a large amount of water and stirred for 15 minutes. Moved to a separating funnel, the layers were separated. The organic layer was washed three times with water, separated, dried with MgSO4 and solvent evaporated. Product was distilled under reduced pressure b.p. 103 o C at 0.6mmHg, yield 283g (72%). MS(EI) m/z: 262(
For majority of Liquid Crystalline compounds the absorption occurs at two spectral regions: ultraviolet UV (due to electronic excitations) and infrared IR (caused by molecular vibrations). Both cause the absorption which deteriorates electro-optical modulation abilities of LC. In the MWIR and LWIR regions, there are many fundamental molecular vibration bands. The most intense are the ones with high anharmonicity, which in the case of LCs corresponds to the C-H bonds, especially present in the aliphatic chains. In the NIR region, overtone molecular vibration bands derived from IR region begin to appear. In the case of C-H bond system, the first overtones are present at 1.6-1.7 microns. To reduce NIR absorptions, perdeuterated Liquid crystal has been proposed. In this paper, we report the physical and optical properties of liquid crystals based on polarimetry measurements method. We also provide a polar decomposition of experimentally measured Mueller matrix in order to determine polarization properties of the device such as depolarization and diattenuation which cannot be obtained from absorption spectra.
Synthesis procedures2-[4-(trifluoromethoxy)phenyl]-1,3,2-dioxaborinane 3 The solution of 1-bromo-4-(trifluoromethoxy)benzene 1(363g -1.50mol)in 1500cm 3 of anhydrous THF was added dropwise to magnesium chips (36.1g -1.50mol) with vigorous stirring under an N2 atmosphere. After addition, the reaction mixture was refluxed for 1h, then it was cooled slowly to room temperature and then to −70 o C. Maintaining vigorous stirring, tripropyl boronate B(OC3H7)3 (311.5g -1.65mol) was added dropwise. Stirring was continued while the mixture was allowed to heat up to roomtemperature. Then the solvents were evaporated andthe residue was acidified with 150cm 3 38% HCl and 150cm 3 H2O. Due to the problem with separation of boronic acid it was decided to convert it into cyclic ester (1,3,2dioxaborinane) with propane-1,3-diol. To obtain suspension 1000cm 3 toluene and propane-1,3diol (114g -1.5mol) was added and it was heat up to the boiling temperature. During reaction water was removed by azeotropic distillation. Reaction mixture was poured into 500cm 3 H2O. Crude product was extracted with toluene. Organic layer was washed three times with water, separated, dried with MgSO4 and solvent evaporated. Product was distilled under reduced pressure b.p. 111-112 o C at 0.6 mmHg, yield 258g (70%). MS(EI) m/z: 246(M+); 188; 175; 69. 1
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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