125151-57-7

Upstream product

• 96693-05-9 1-bromo-4-octyloxybenzene 
• 115-19-5 2-methyl-but-3-yn-2-ol 
• 96693-06-0 4-(n-octyloxy)-iodobenzene 
• 111-83-1 1-bromo-octane 
• 540-38-5 p-Iodophenol 
• 106-41-2 4-bromo-phenol 

Downstream Products

• 128345-47-1 4-(4-Octyloxy-phenylethynyl)-benzoic acid (S)-6-methyl-octyl ester 
• 121051-49-8 4-(4-Octyloxy-phenylethynyl)-benzoic acid (S)-4-methyl-hexyl ester 
• 127554-87-4 4-(4-Octyloxy-phenylethynyl)-benzoic acid (S)-2-methyl-butyl ester 
• 79887-19-7 4-octyloxyphenylacetylene 

Relevant academic research and scientific papers

Synthesis, mesomorphic properties and nonlinear optical studies of alkyl and alkoxy phenylacetylene containing phenazine fused extended triphenylene discotic liquid crystalline dyes

Herein, we have reported the alkyl and alkoxy phenylacetylene containing phenazine fused triphenylene discotic liquid crystals (DLCs) which are obtained by the condensation reaction of triphenylene-1,2-diquinone with 1,2-diamino-4,5-dibromobenzene, followed by Sonogashira C–C coupling reaction with 4-alkyl-phenylacetylene or 4-alkoxy-phenylacetylene. Six novel derivatives were synthesized and evaluated for their thermal and optical properties. They show a broad range of hexagonal columnar phase and retain their mesophase up to room temperature upon cooling from the isotropic liquid. Thermotropic liquid crystalline properties of all the compounds were studied by polarised optical microscopy (POM), differential scanning calorimetry (DSC). The self-assembly of mesophase structure was investigated by X-ray diffraction (XRD) studies. Thermogravimetric analysis of all the mesogens shows good thermal stability over a broad temperature range. The photophysical properties of newly synthesized compounds were measured using UV–Vis absorption and photoluminescence emission spectroscopy in anhydrous chloroform solvent. The π-extended conjugation in these mesogens exhibit strong absorption bands falling around 270–487 nm and corresponding emission band at 657–663 nm respectively. The high delocalization of π– electrons in extended discotic mesogens show high nonlinear optical properties when measured under excitation by nanosecond laser pulses at 532 nm. These materials may find distinctive applications in the semiconducting devices.

Thermal and nonlinear optical studies of newly synthesized EDOT based bent-core and hockey-stick like liquid crystals

Novel EDOT based bent-core and hockey-stick shaped mesogens bearing terminal alkyl chains and alkoxy terminal chains, respectively, have been designed and synthesized via the Sonogashira coupling reaction. Molecular structures of these new compounds were

Quinolines by three-component reaction: Synthesis and photophysical studies

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.

A rapid and efficient synthetic route to terminal arylacetylenes by tetrabutylammonium hydroxide- and methanol-catalyzed cleavage of 4-aryl-2-methyl-3-butyn-2-ols

Tetrabutylammonium hydroxide with methanol as an additive was found to be a highly active catalyst for the cleavage of 4-aryl-2-methyl-3-butyn-2-ols. The reaction was performed at 55-75 °C and gave terminal arylacetylenes in good to excellent yields within several minutes. Compared with the usual reaction conditions (normally >110 °C, several hours), this novel catalyst system can dramatically decrease the reaction time under much milder conditions.

Synthesis of optically active spiro compounds with a 3,3′(4H, 4′H-spirobi(2H-naphtho[l,2-b]pyran) skeleton and their applications as chiral dopants for nematic liquid crystals

Chiral dopants with a spiro structure for nematic liquid crystals were synthesized from optically active 3,3′- (4H/,4′H)-spirobi(2H- naphtho[l,2-b)]pyran)-6,6′-dicarboxylic acid, and their helical twisting power (HTP) values were evaluated. Chiral dopants having the S configuration induced minus helices in the host nematic liquid crystals. It was found that the novel ester-linked spiro chiral dopants exhibited large molar HTP values. In particular, a chiral dopant with two pyrimidine structures in the side chain moiety showed the highest molar HTP value of 62.1 μm-1mol -1g. In contrast, ether-linked chiral dopants showed relatively small molar HTP values.

3,5-disubstituted isoxazolines as potential molecular kits for liquid-crystalline materials

A collection of 3,5-disubstituted isoxazolines have been synthesized by 1,3-dipolar [3+2] cycloaddition reactions. Some isoxazolines were selected and transformed into liquid crystals. These new liquid crystals exhibit nematic and smectic C mesophases.

Buchwald protocol applied to the synthesis of N-heterotolan liquid crystals

A homologous series of the new N-heterotolans 8a-d were synthesized using two cross-coupling reactions mediated by copper and palladium/copper. The final compounds present the phenyl-pyridyl framework connected by the acetylene group. The evaluation of th

Dithia-s-indacene derivative

A 1,5-dithia-s-indacene or 1,7-dithia-s-indacene derivative represented by general formula (1): wherein R1 and R2 each independently represents a hydrogen atom, an alkyl group or an alkoxy group; R3-R12 each ind

Synthesis and mesomorphic properties of some fluorinated benzoate liquid crystals

Three series of [4-(4′-n-alkyloxyphenyl)acetylenyl]-2,6- difluorophenyl fluorinated benezoates and one series of fluorinated benzoates with 2,3,5,6-tetrafluorophenylene group and semi-perfluorocarbon chain have been synthesized. Their phase transition temperatures have been measured by texture observation in a polarizing microscope and confirmed by DSC. For the series without fluorocarbon chains, increasing the quantity of fluorosubstituents on the terminal phenyl groups decreased nematic stability (TN-I), but the breadth of the SmA phase range was increased. Lateral fluorosubstitution in the central group lowered the nematic stability (TN-I) and decreased the breadth of the SmA phase range. The series with semiperfluorocarbon chains were more likely to form SmA phases than the series with hydrogencarbon chains, and with the increasing of fluorosubstituents quantity on the terminal phenyl groups nematic and SmA stability (TN-I and TsmA-N) were both decreased.

Synthesis and mesomorphic properties of some fluoro-substituted benzoates

Several series of fluoro-substituted benzoate liquid crystals have been synthesized. The results showed that the SmA phase is enhanced with the increasing of the degree of fluoro-substitution on the para- and meta-position of the terminal phenyl groups. And the molecules which have same molecular structural formula show nearly the same melting points. It is also discussed about the effect of the ester bond's direction on the mesomorphic properties.