752253-70-6

Upstream product

• 112-71-0 1-Bromotetradecane 
• 831-61-8 Ethyl gallate 
• 179031-22-2 3,4,5-tris(tetradecyloxy)benzoic acid 
• 149-91-7 3,4,5-trihydroxybenzoic acid 
• 99-24-1 methyl galloate 
• 219993-13-2 methyl [3,4,5-tris(n-tetradecan-1-yloxy)]benzoate 
• 13677-79-7 gallaldehyde 
• 752253-67-1 [3,4,5-tris(tetradecyloxy)phenyl]methanol 

Downstream Products

• 873874-64-7 2-(3,4,5-tris-tetradecyloxy-phenyl)-1H-1,3,7,8-tetraaza-cyclopenta[l]phenanthrene 
• 752253-67-1 [3,4,5-tris(tetradecyloxy)phenyl]methanol 
• 1391757-54-2 5-ethynyl-1,2,3-tris(tetradecyloxy)benzene 

Relevant academic research and scientific papers

Studies on a novel safety-catch linker cleaved by Pummerer rearrangement

(Equation Presented) We describe the use of a sulfide linkage as a safety-catch linker. This linker is significantly stable to acidic as well as basic conditions and allows transformations to be carried out on solid supports. Moreover, its cleavage is facile by applying Pummerer rearrangement after transforming it to sulfoxide.

Synthesis, mesomorphism, photophysics and device performance of liquid-crystalline pincer complexes of gold(iii)

Emissive gold(iii) complexes of pincer 2,6-diphenylpyridines also bearing a phenylacetylide ligand have been modified at both the pincer and phenylacetylide to confer liquid crystalline properties, with most complexes showing a columnar hexagonal phase in

AIE-active mechanoluminescent discotic liquid crystals for applications in OLEDs and bio-imaging

A multifunctional molecular design of fluorescent discotic liquid crystal (DLC) consisting of a tetraphenylethylene core is reported, which is found to serve as an excellent solid-state emitter in OLED devices with EQE of 4.4% and tunable mechanochromism.

Effect of regioisomerism on the self-assembly, photophysical and gelation behavior of aroylhydrazone based polycatenars: Synthesis and characterization

In this paper we report five series of aroylhydrazone based polycatenars differing from each other in number and position of alkoxy chains on one end of the core; keeping other end the same. A systematic variation in the structures was carried out to understand the effect of position and chain length on the mesophase behavior. In the case of single alkoxy chain at 4-position, there is a transition from Smectic C to Smectic A mesophase during cooling and Smectic A to Smectic C transition in heating cycle in all the homologues except n = 6 & n = 8. In the case of two alkoxy chains at 3-, 5-positions, the compounds are non-mesogenic in nature. On changing the position of alkoxy chains from 3-, 5-positions to 3-, 4-positions, intermolecular forces weaken and these compounds become liquid crystalline and show columnar rectangular mesophase resulting from the effect of regioisomerism. Moving on to the series with three alkoxy chains, it was observed that 2-, 3-, 4-trialkoxy substituted compounds exhibit columnar rectangular mesophase except lower chain length (n = 6 & 8) while 3-, 4-, 5-trialkoxy substituted aroylhydrazones show columnar rectangular mesophase; except n = 10 which shows columnar oblique mesophase. Thus it was established that on increasing density of alkoxy chains around one terminal, mesophase changes from smectic to columnar mesophase. Temperature dependent Raman studies confirm the presence of intermolecular hydrogen bonding. Further, effect of substitution pattern did not show much influence on the photophysical properties of the mesogenic series in solid and solution state. However, the non-mesogenic series showed a different absorption and emission transition from the mesogenic series in solid and solution state. Solid state fluorescence studies show almost similar emission maxima in all the series. However, it was also noticed that non-mesogenic series show maximum red shifted emission maxima in solid state as compared to that of solution. All the series showed good gelation properties with less than 1% CGC (wt%) suggesting the strong ability of molecules to form gel. These H-bonded liquid-crystalline gels have immense potential for applications in emissive displays.

s-Triazine-Based Functional Discotic Liquid Crystals: Synthesis, Mesomorphism and Photoluminescence

A new series of C3-symmetric, π-conjugated molecules was designed, synthesized and characterized. The materials were derived from electron-accepting s-triazine, appended covalently to electron-donating styrylbenzene arms, and were readily prepared in excellent yield with high purity by means of three-fold condensation of triphosphonate with n-alkoxybenzaldehydes under Horner–Wadsworth–Emmons reaction conditions. Examination of the phase transitional properties by several complementary techniques evidenced self-assembly into a hexagonal columnar phase, occurring over wide and reasonable thermal ranges. The photophysical properties were studied both in solution and in the fluid/frozen columnar states by UV/Vis absorption and photoluminescence spectroscopy. The emission spectra obtained as a function of the temperature rule out the breaking-up of larger columns and a non-radiative, thermally activated process. A study carried out on thin films of the glassy columnar state, which accounts for conserved fluorescence, defect-free orientation, and freezing ionic species, with the help of atomic force microscopy (AFM) images, suggested a homogeneous granular morphology comprising fibrillar structures. Dissimilarities in the surface morphology and birefringence of thin films of the solid and frozen columnar states were clearly shown by Raman spectroscopy. An electrochemical investigation revealed a LUMO energy of ?4.0 eV. Thus, the discotic motifs presented herein meet certain criteria of organic materials, which are essential for developing electronic devices.

Supramolecular Columnar Liquid Crystals with Tapered-Shape Simple Pyrazoles Obtained by Efficient Henry/Michael Reactions

A straightforward synthesis of mesogenic pyrazoles starting from benzaldehydes by a combination of efficient Henry and Michael reactions led to novel supramolecular liquid crystals. The mesogens are fluorescent 3,5-dimethyl-4-(di or trialkoxyphenyl)pyrazoles and, in spite of the tapered shape of these molecules and their structural simplicity (only one phenyl ring), columnar liquid-crystal phases were formed that are stable at room temperature. The self-assembled structure was studied by XRD and the columnar cross section contains two molecules on average with an antiparallel arrangement of pyrazoles interacting through hydrogen bonds. In contrast, the single-crystal structure of a trimethoxy analog did not show hydrogen-bonded pyrazoles but chains of head-to-tail arranged molecules.

Tuning the thermotropic properties of liquid crystalline p-substituted aroylhydrazones

The synthesis and mesomorphic properties of forty substituted aroylhydrazones with peripheral mono-, di- and tri- alkoxy chains derived from a p-amino aroylhydrazone core are described. The compounds with two side chains exhibited a smectic A phase, while the compounds with six soft alkoxy side chains at symmetrical positions formed a rectangular columnar mesophase. The structures of these mesophases were confirmed by differential scanning calorimetry (DSC) analysis, polarized optical microscopy (POM) and powder X-ray diffraction (XRD) studies. Raman studies with the help of density functional theory on some of the mesogenic members have been performed to understand the changes in the intermolecular interactions during phase transitions. A structure-property relationship has been deduced, and mesogenic properties are found to be dependent on the chain length, density and position of the alkoxy chains around the molecular core.

Room temperature liquid porphyrins

The syntheses of 5,10,15,20-tetrakis(3,4,5-trialkoxyphenyl)porphyrins, which exhibit fluid state behavior at room temperature, are reported. The thermal and rheological measurements indicate that they behave like liquid at 25 °C (298 K).

Supramolecular synthons on surfaces: Controlling dimensionality and periodicity of tetraarylporphyrin assemblies by the interplay of cyano and alkoxy substituents

The self-assembly of three porphyrin derivatives was studied in detail on a Cu(111) substrate by means of scanning tunneling microscopy (STM). All derivatives have two 4-cyanophenyl substituents in diagonally opposed meso-positions of the porphyrin core, but differ in the nature of the other two meso-alkoxyphenyl substituents. At coverages below 0.8 monolayers, two derivatives form molecular chains, which evolve into nanoporous networks at higher coverages. The third derivative self-assembles directly into a nanoporous network without showing a one-dimensional phase. The pore-to-pore distances for the three networks depend on the size and shape of the alkoxy substituents. All observed effects are explained by 1) different steric demands of the alkoxy residues, 2) apolar (mainly dispersion) interactions between the alkoxy chains, 3) polar bonding involving both cyanophenyl and alkoxyphenyl substituents, and 4) the entropy/enthalpy balance of the network formation.

A propeller-like uranyl metallomesogen

Uranyl triflate forms with three imidazo[4,5-f]-1,10-phenanthroline ligands a propeller-like complex that exhibits a hexagonal columnar phase. The ligand is not liquid-crystalline, but a mesophase is induced upon complex formation with the uranyl salt. Th