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Usage

Uses

Used in Organic Electronics:
2,3,6,7,10,11-Hexakis[hexyloxy]triphenylene is used as a component in organic electronics for its potential properties that may contribute to the development of advanced electronic devices. The presence of hexyloxy groups may enhance solubility and processability, which are essential for the fabrication of organic electronic materials.
Used in Organic Light-Emitting Diodes (OLEDs):
2,3,6,7,10,11-Hexakis[hexyloxy]triphenylene is used as a material in the development of organic light-emitting diodes (OLEDs) for its potential to improve the performance of these devices. 2,3,6,7,10,11-Hexakis[hexyloxy]triphenylene's structure may contribute to better charge transport and light emission properties, which are crucial for the efficiency and brightness of OLEDs.
Used in Photovoltaics:
2,3,6,7,10,11-Hexakis[hexyloxy]triphenylene is used as a material in photovoltaic applications for its potential to enhance the efficiency of solar cells. 2,3,6,7,10,11-Hexakis[hexyloxy]triphenylene's structure may contribute to improved charge separation and transport, which are essential for the performance of solar energy conversion devices.
Used in Chemical Research:
2,3,6,7,10,11-Hexakis[hexyloxy]triphenylene is used as a subject of study in chemical research to better understand its properties and potential applications. 2,3,6,7,10,11-Hexakis[hexyloxy]triphenylene's unique structure and the presence of hexyloxy groups may provide insights into the design and synthesis of new materials for various industries.

Upstream product

• 156245-10-2 1,2-bis(hexyloxy)-4,5-diiodobenzene 
• 111-25-1 1-bromo-hexane 
• 4877-80-9 2,3,6,7,10,11-hexahydroxytriphenylene 
• 120-80-9 benzene-1,2-diol 
• 94259-20-8 1,2-dihexyloxybenzene 
• 90-05-1 2-methoxy-phenol 
• 200959-51-9 4-bromo-1,2-bis(hexyloxy)benzene 
• 881209-78-5 2-[3,4-bis(hexyloxy)phenyl]-4,4,5,5-tetramethyl-1,3,2-dioxaborolane 
• 31189-03-4 2-(hexyloxy)phenol 
• 808-57-1 2,3,6,7,10,11-hexamethoxytriphenylene 
• 244091-61-0 2,3,6,7,10,11-Hexakis-trimethylsilanyloxy-triphenylene 
• 160257-82-9 4,4'-bis(hexyloxy)-3,3'-dimethoxybiphenyl 
• 155787-83-0 3,3′-di(hexyloxy)-4,4′-bis(methyloxy)biphenyl 
• 4956-41-6 1,2-dioctyloxybenzene 

Downstream Products

• 1244773-43-0 3,6,7,10,11-pentakis(hexyloxy)triphenylen-2-yl 1,1,1-trifluoromethanesulfonate 
• 1280536-76-6 2-(3,3-diethoxyprop-1-yn-1-yl)-3,6,7,10,11-pentakis(hexyloxy)triphenylene 
• 1280536-79-9 3-[3,6,7,10,11-pentakis(hexyloxy)triphenylen-2-yl]prop-2-ynal 
• 1209485-08-4 2,3,6,7,10-pentakis(hexyloxy)-11-(prop-2-ynyloxy)triphenylene 
• 1209485-09-5 C₅₃H₇₈O₆ 
• 1254961-75-5 2-((8-bromooctyl)oxy)-3,6,7,10,11-pentakis(hexyloxy)triphenylene 
• 241474-61-3 2-((10-bromo)decyloxy)-3,6,7,10,11-pentahexyloxybenzophenanthrene 
• 314051-20-2 3,6,7,10,11-pentakis(hexyloxy)triphenylene-1,2-dione 
• 1337993-23-3 C₅₅H₈₄N₂O₅ 
• 1337993-22-2 C₄₉H₇₂N₂O₅ 
• 206654-95-7 η(6)-2,3,6,7,10,11-hexahexyloxytriphenylene(1,1a,2,3,4,4a)-tricarbonyl-chromium(0) 
• 227024-10-4 2,6,10-tri(hydroxy)-3,7,11-tris(hexyloxy)triphenylene 

Relevant academic research and scientific papers

Highly Oriented Fibres of Discotic Liquid Crystals

Highly aligned discotic liquid crystal fibres of hexa-alkoxytriphenylene (HET-n) and its ester derivative (HAT-n) can be drawn by a new strand technique; our synchrotron X-ray scattering study indicates the single crystal quality of these fibres.

A Flexible and Rational Synthesis of Substituted Triphenylenes by Palladium-catalysed Cross-coupling of Arylzinc Halides

A new, flexible route to substituted triphenylenes has been developed which involves the preparation of terphenyls using a palladium-catalysed cross-coupling of arylzinc halides with 1,2-dihalogenobenzenes, followed by oxidative cyclisation of these terphenyls using ferric chloride.

Oxidative cyclotrimerization of unsaturated compounds with DDQ and triflic acid: An efficient synthetic route to triply-fused benzene rings

Intermolecular oxidative cyclotrimerization reactions of alkenes and aromatic compounds with DDQ and trifluoromethanesulfonic acid are described. Scholl-type oxidation reactions involving alkenes have not previously been demonstrated. Moreover, the DDQ/acid system has never been used for intermolecular oxidative cyclization reactions. This convenient, metal-free reagent system (DDQ/TfOH) is advantageous with respect to metal-based Scholl-type oxidants because it eliminates the possibility of halogenation of aromatic compounds as a competing side reaction.

Aggregates of Hexakis(n-hexyloxy)triphenylene Self-Assemble in Dodecane Solution: Intercalation of (-)-Menthol 3,5-Dinitrobenzoate Induces Formation of Helical Structures

Concentrated dodecane solutions of hexakis(n-hexyloxy)triphenylene form columnar aggregates as evidenced by optical spectroscopy.Addition of either ethyl 3,5-dinitrobenzoate, (+)-2'-octyl 3,5-dinitrobenzoate, (-)-2'-butyl 3,5-dinitrobenzoate, or (-)-menthol 3,5-dinitrobenzoate to these solutions results in the formation of charge-transfer complexes as shown by examination of their optical spectra.Investigation of the circular dichroism spectra of the charge-transfer complexes suggests that intercalation of the menthol ester in the columnar aggregate induces a helical twist to the structure.

A new strategy towards the synthesis of a room-temperature discotic nematic liquid crystal employing triphenylene and pentaalkynylbenzene units

A new approach is reported for the design of a room-temperature discotic nematic (ND) liquid crystal (LC) dimer consisting of a triphenylene and a pentaalkynylbenzene unit linked via flexible alkyl spacers. The formation of the ND phase is realized most likely through folding of the dimeric molecule that prevent stacking between the triphenylene units, as suggested by modelling in the mesophase derived from X-ray scattering results and high-level DFT calculations.

TNF Induced Switching of Columnar Rectangular to Hexagonal Assemblies in a New Class of Triphenylene-Based Room Temperature Discotic Liquid Crystals

A straightforward synthesis of triphenylene-based oligomeric systems that self-organize into room temperature columnar structures is presented. The compounds with longer spacer length (m = 10 and 12) exhibit columnar rectangular (Colr) mesophase whereas the compound with m = 8 exists in glassy Colr state. Interestingly, the Colr self-assembly of these compounds switches to columnar hexagonal (Colh) on doping the compounds with 2,4,7-trinitrofluorenone (TNF). For the dopant concentration of 1:1 with respect to native compound, an intermediate transition state between Colr and Colh phase was observed which completely transformed into the hexagonal phase on increasing the concentration to 1:2 (compound: TNF) and afterward. Both the Colr and Colh self-assemblies have been well resolved by detailed X-ray analysis. These kind of oligomeric compounds generally possess a combination of desirable alignment properties analogous to monomeric compounds and long-lived glassy states similar to that of polymeric mesogens. In addition, charge hopping behavior is expected to increase in these compounds due to donor-acceptor interactions. Overall, these compounds can find possible potential applications in semiconductor devices.

Triphenylene derivative and use thereof

A triphenylene derivative of general formula (I) or general formula (II) which can be used as a component of liquid crystal medium and the use thereof are provided in the present invention. This compound can be used to form a negative discotic liquid crystal composition having a suitable temperature range of liquid crystal phase and a lower clearing point, which can be used in TFT liquid crystal display as an optical compensation film (cell) material.

Method of manufacturing tripenylene compd.

PROBLEM TO BE SOLVED: To provide a method for producing a 2,3,6,7,10,11-hexasubstituted triphenylene compound in a high yield which enables mass production at a low cost and on an industrial scale and reduces the load to the environment as much as possible. SOLUTION: The method for producing a 2,3,6,7,10,11-hexasubstituted triphenylene compound by the trimerization reaction of a 1,2-disubstituted benzene compound in the presence of a compound including a divalent or trivalent iron ion comprises using at least one reaction solvent selected from the group consisting of carboxylic acid esters, lactones, carbonic acid esters, and sulfurous esters in the reaction. COPYRIGHT: (C)2013,JPOandINPIT

Discotic liquid crystal-functionalized gold nanorods: 2- and 3D self-assembly and macroscopic alignment as well as increased charge carrier mobility in hexagonal columnar liquid crystal hosts affected by molecular packing and π-π interactions

Gold nanorods functionalized with triphenylene-based discotic liquid crystal (LC) motifs show striking self-assembly behavior both on transmission electron microscopy (TEM) grids as well as in the bulk enforced by the π-π-stacking of triphenylene groups of adjacent nanorods. TEM images confirm that these discotic LC nanorods form ribbons of parallel-stacked nanorods several hundred nanometer long. The pursued silane conjugation approach to decorate the nanorods allows for the preparation of dispersions of the nanorods in the hexagonal columnar phases of parent discotic LCs, where the nanorods can be macroscopically aligned with almost 80% efficiency by a simple shearing protocol. Doping the parent host materials with about 1% by weight of the discotic LC-capped nanorods also reduces the lattice parameter and the intracolumnar packing, which gives rise to enhanced charge carrier mobility in these hosts as determined by time-of-flight measurements.

Self-organization of star-shaped columnar liquid crystals with a coaxial nanophase segregation revealed by a combined experimental and simulation approach

Fully consistent X-ray data and molecular dynamics simulations on new star-shaped liquid crystals yield two nanosegregated architectures with a coaxial stacking of two functional discotic units: tris(triazolyl)triazine and triphenylene. Analysis of lattice order along the principal axes reveals preferential staggered arrangement of the stacked molecules in the columnar assembly.