154845-72-4

Upstream product

• 120-47-8 Ethyl 4-hydroxybenzoate 
• 111-25-1 1-bromo-hexane 
• 99-96-7 4-hydroxy-benzoic acid 
• 111-27-3 hexan-1-ol 

Downstream Products

• 31792-05-9 p-Hexyloxybenzohydroxamsaeure 
• 104192-38-3 1,3-Di-(p-n-hexyloxyphenyl)propane-1,3-dione 
• 1630013-00-1 4-butyl-5-(4-hexyloxyphenyl)-2H-1,2,4-triazole-3(4H)-one 
• 1630012-44-0 C₁₄H₁₈N₂O₃ 
• 1630012-58-6 C₁₈H₂₉N₃O₃ 
• 77477-53-3 5,5'-Bis-<4-hexyloxy-phenyl>-2,2'-di-1,3,4-thiadiazol 
• 1440507-30-1 tris[2-(4-hexyloxybenzoyloxy)ethyl]amine 
• 33903-97-8 C₃₄H₄₂O₆ 
• 33903-96-7 C₃₃H₄₀O₆ 
• 33905-77-0 C₂₈H₃₀O₆ 
• 33905-71-4 C₂₇H₂₈O₆ 
• 33905-64-5 4-hydroxyphenyl 4'-n-hexyloxybenzoate 
• 152462-12-9 3,5-Di-(p-n-hexyloxyphenyl)pyrazole 

Relevant academic research and scientific papers

Synthesis and mesomorphic characterization of some novel steroidal mesogens: A structure–property correlation

The steroidal derivatives are found to be extremely good mesogens since their inception. Because of their inherent chirality, they have the potential to induce a wide variety of liquid crystalline phases, including frustrated phases depending upon the structure of the steroidal skeleton and the substituents attached. In this report, a series of novel monoalkoxy and dialkoxy benzoate derivatives of ergosterol and a few monoalkoxy derivatives of stigmasterol have been synthesized and their mesomorphic property has been investigated. The derivatives exhibited various mesophases including SmA, SmC*, N*, TGB and blue phases. Also, the gelation ability of some of these derivatives with various organic solvents has been examined. Furthermore, the mesomorphism of these derivatives has been compared with the analogous cholesteryl counterparts.

Synthesis and gelation behavior of 4′-propyl-1,1′- bi(cyclohexyl)-4-one 4-alkoxybenzoylhydrazone

A series of new alkoxybenzoylhydrazones of 4′-propyl-1,1′- bi(cyclohexyl)-4-one were prepared as novel low molecular weight organogelators (LMOGs). Their gelation behaviors in 10 solvents were tested. Some of the compounds could form stable gels in bulk o

Design and characterization of novel bis-benzamide liquid crystalline materials

A new homologous series of symmetric, bent-shaped bis-benzamide dimers have been prepared. Several 1,n-bis(p-aminophenoxy)alkanes (n = 3, 5, 9,10,11) were employed as spacers and p-hexyloxy tails have been synthesized and appended to the spacers by amide linking groups. Different important parameters were explored using computational analysis by semi empirical method. The experimental results were correlated with theoretical studies and relationship between molecular structure and mesogenic behavior has been established. The mesomorphic properties of the resultant dimers were characterized by differential scanning calorimetry (DSC) and polarized optical microscopy (POM) equipped with a hot stage. Change in mesomorphic properties with change of methylene spacers was observed. Enantiotropic mesogenic behavior was exhibited by D3A6, D10A6 and D11A6 and the needle like and blurred schleiren textures were observed. It was observed that increased methylene spacers chain length decreased the melting temperatures. Thermogravimetric analysis revealed the thermal stability of dimers upto 360 °C.

Study on some azo liquid crystals as antioxidants for local base oil

Four new azo compounds namely, 2-(sec-butyl)-4-((4-methoxyphenyl)diazenyl) phenyl-4-(hexyloxy)benzoate (I6a), 2-(sec-butyl)-4-(p-tolyldiazenyl)phenyl-4-(hexyloxy) benzoate (I6b), 4-((4-bromophenyl)diazenyl)-2-(sec-butyl)phenyl 4-(hexyloxy)benzoate (I6c) and 2-(sec-butyl)-4-((4-nitrophenyl)diazenyl)phenyl 4-(hexyloxy)benzoate (I6d) were synthesized. Their structure elucidated via Elemental Analysis, FT-IR, 1H-NMR and Mass Spectroscopy. Their mesophase behavior was investigated by Differential Scanning Calorimetry (DSC). They were tested as antioxidants for local base oil. The efficiency of them was investigated via monitoring the oxidation reaction through the change in total acid number (TAN) and viscosity. The obtained results showed that, the efficiency of these compounds was ranked as follows I6d > I6c > I6b > I6a.

Tuning the self-assembly and photophysical properties of bi-1,3,4-thiadiazole derivatives through electron donor-acceptor interactions and their application in OLEDs

We report several shape anisotropic molecules that contain two centrally placed 1,3,4-thiadiazole units, which vary from each other with respect to the number and length of the flexible chains at the termini. The number, position and length of the periphe

Triketonate difluoroboron complexes. Substitution-dependent liquid crystal and photophysical properties

Novel alkyloxyphenyl-substituted β,δ-triketonate difluoroboron complexes have been efficiently synthesised and thoroughly characterised. Significant features such as liquid crystal behaviour and solid and solution fluorescence are observed in all cases. The mesomorphism was determined by the presence of one, two or three alkyl chains in each substituent aromatic group of the triketonate ligand. So, smectic C mesophases were found for compounds carrying two lateral chains, each of them located at one of each phenyl substituent, while the presence of four or six chains at the whole molecule gave rise to smectic A or discotic lamellar and hexagonal columnar mesophases, respectively. Fluorescence in the solid state and in solution is again proved to be dependent on the ligand substitution as well as to be maintained in the mesophase. These multifunctional materials also present luminescent sensor activity towards Hg2+ and Cu2+.

Synthesis and anticonvulsant activity evaluation of 4-butyl-5-(4- alkoxyphenyl)-2H-1,2,4-triazole-3(4H)-ones

A series of 4-butyl-5-(4-alkoxyphenyl)-2H-1,2,4-triazole-3(4H)-ones (6a-6u) was designed and synthesized. The anticonvulsant effects and neurotoxicity of the compounds were evaluated with maximal electroshock test and rotarod test. Among the synthetic compounds, 4-butyl-5-(4-(2-fluorinebenzyl)phenyl)-2H-1,2,4- triazole-3 (4H)-one (6k) was the most potent with ED50 value of 27.4 mg/kg and protective index (PI = TD50/ED50) value of 12.0. Besides the anti-MES efficacy, the potency of compound 6k against seizures induced by pentylenetetrazole (PTZ), 3-mercaptopropionic acid (3-MP), and bicuculline (BIC) was also established, which suggested that the mechanisms of action including enhancing of GABAergic activity might be involved in its anticonvulsant activity.

Synthesis, characterization and mesomorphic investigations of ester-substituted aroylhydrazones possessing a lateral hydroxyl group

The synthesis, characterization and investigation of a new liquid crystalline series of ester containing aroylhydrazones with a lateral hydroxyl group, N-[4-(4′-alkoxy)benzoyloxy-2-hydroxy-benzylidene]-N′- [4″-alkoxybenzoyl]hydrazine (Cm,nLH), with the same or different peripheral alkoxy chains, and some of their nickel(II) and copper(II) complexes are described. All the ligands, except those with no terminal chains on either end of the molecule, exhibit an enantiotropic SmC mesophase, as evidenced by polarizing optical microscopy and differential scanning calorimetric studies. It has been found that addition of a lateral hydroxyl group along with ester-substitution to the aroylhydrazone core increases the mesomorphic as well as thermal stability of the ligands. Also, the coordination of Ni2+ and Cu2+ with the aroylhydraozone core inhibits the mesomorphic potential of the ligands. A temperature dependent Raman study of one of the members, C12,12LH (m = n = 12) has been made to identify phase transitions and to understand the molecular rearrangement as a result of changes in intermolecular interactions at the phase transition. DFT calculations have been performed to obtain the stable electronic structure of the ligand (C6,6LH) and its nickel(II) complex.

Synthesis and study of vitrescent materials based on the alkoxybenzoic acids derivatives and triethanolamine

Fifteen new branched triethanolamine esters of the benzoic acid derivatives were designed and the mesomorphism typical of discotic mesogens was forecast for them. In eight of the obtained compounds a manifestation of liquid crystal properties was predicted, for four derivatives equiprobable prognosis was given, and only three compounds were predicted not to form a mesophase. The obtained esters were characterized by elemental analysis, NMR and IR spectroscopy, gas chromatography-mass spectrometry. The main thermal characteristics that allow accounting for their phase behavior were determined.

Self-assembly of imidazolium-based rodlike ionic liquid crystals: transition from lamellar to micellar organization

By using aryl-amination chemistry, a series of rodlike 1-phenyl1H- imidazole-based liquid crystals (LCs) and related imidazolium-based ionic liquid crystals (ILCs) has been prepared. The number and length of the C-terminal chains (at the noncharged end of the rodlike core) and the length of the N-terminal chain (on the imidazolium unit in the ILCs) were modified and the influence of these structural parameters on the mode of self-assembly in LC phases was investigated by polarizing microscopy, differential scanning calorimetry, and X-ray diffraction. For the single-chain imidazole derivatives nematic phases (N) and bilayer SmA2 phases were found, but upon increasing the number of alkyl chains the LC phases were lost. For the related imidazolium salts LC phases were preserved upon increasing the number and length of the C-terminal chains and in this series it leads to the phase sequence SmA-columnar (Col)-micellar cubic (Cuby1/Pm3n). Elongation of the N-terminal chain gives the reversed sequence. Short Nterminal chains prefer an end-to-end packing of the mesogens in which these chains are separated from the C-terminal chains. Elongation of the N-terminal chain leads to a mixing of N- and C-terminal chains, which is accompanied by complete intercalation of the aromatic cores. In the smectic phases this gives rise to a transition from bilayer (SmA2) to monolayer smectic (SmA) phases. For the columnar and cubic phases the segregated end-to-end packing leads to core-shell aggregates. In this case, elongation of the N-terminal chains distorts core-shell formation and removes Cub1 and Col phases in favor of single-layer SmA phases. Hence, by tailoring the length of the N-terminal chain, a crossover from taper-shaped to polycatenar LC tectons was achieved, which provides a powerful tool for control of self-assembly in ILCs.