808-57-1

Usage

Uses

Used in Organic Electronics:
2,3,6,7,10,11-Hexamethoxytriphenylene is used as a component in organic electronics for its ability to form self-assembled monolayers, which are crucial for the development of advanced electronic devices and materials.
Used in Materials Science:
In materials science, 2,3,6,7,10,11-Hexamethoxytriphenylene is utilized for its aromatic properties, which contribute to the creation of novel materials with specific functionalities and improved performance.
Used in Organic Light-Emitting Diodes (OLEDs):
2,3,6,7,10,11-Hexamethoxytriphenylene is used as a material in the fabrication of organic light-emitting diodes due to its potential to enhance the efficiency and performance of these devices.
Used in Organic Photovoltaic Devices:
2,3,6,7,10,11-Hexamethoxytriphenylene is also employed in the development of organic photovoltaic devices, where its properties can improve the conversion of light into electricity.
Used in Therapeutic Applications:
2,3,6,7,10,11-Hexamethoxytriphenylene is studied for its potential therapeutic uses, particularly for its anti-inflammatory and antioxidant properties, which may contribute to the treatment of various diseases and conditions.
Used in Pharmaceutical Industry:
In the pharmaceutical industry, 2,3,6,7,10,11-Hexamethoxytriphenylene is explored for its potential as a therapeutic agent, leveraging its anti-inflammatory and antioxidant capabilities for medicinal purposes.

InChI:InChI=1/C24H24O6/c1-25-19-7-13-14(8-20(19)26-2)16-10-22(28-4)24(30-6)12-18(16)17-11-23(29-5)21(27-3)9-15(13)17/h7-12H,1-6H3

Upstream product

• 274-09-9 Methylenedioxybenzene 
• 91-16-7 1,2-dimethoxybenzene 
• 493-09-4 benzo-1,4-dioxane 
• 161691-13-0 3,3',4,4'-tetrahexyloxybiphenyl 
• 5460-32-2 1-iodo-3,4-dimethoxybenzene 
• 2319-91-7 3,3'',4,4',4'',5'-hexamethoxy-o-terphenyl 
• 37895-73-1 1,2-dibromo-4,5-dimethoxybenzene 
• 89978-46-1 4-bromo-5-iodoveratrole 
• 1595078-14-0 (2-bromo-4,5-dimethoxyphenyl)boronic acid pinacol ester 
• 4218-87-5 1,2-bis-allyloxy-benzene 
• 1004-66-6 2-methoxy-1,3-dimethylbenzene 
• 67950-78-1 benzo-21-crown-7 
• 14098-24-9 2,3,5,6,8,9,11,12,14,15-decahydro-1,4,7,10,13,16-benzohexaoxacyclooctadecin 
• 14098-44-3 2,3,5,6,8,9,11,12-octahydro-1,4,7,10,13-benzopentaoxacyclopentadecin 

Downstream Products

• 4877-80-9 2,3,6,7,10,11-hexahydroxytriphenylene 
• 70351-86-9 2,3,6,7,10,11-hexakis(hexyloxy)triphenylene 
• 69079-52-3 2,3,6,7,10,11-hexakis(pentyloxy)triphenylene 
• 1258425-91-0 2,3,6,7,10,11-hexamethoxy-4,8,12-tri(4-bromophenyl)-1,5,9-triazocoronene 

Relevant academic research and scientific papers

Synthesis, structure and properties of C3-symmetric heterosuperbenzene with three BN units

The parent skeleton of BN heterocoronene with three BN units and C3 symmetry was synthesized as a model compound of BN-doped graphene. Further investigation of this graphene-type molecule revealed the important role of BN doping in opening the

Novel Large π-Conjugated Coronene-Based Molecules: Diaryl-Substituted 1,2,7,8,13,14-Hexamethoxytribenzo[a,g,m]coronenes

Abstract: A series of novel coronene-based fluorescent materials have been synthesized through well-defined protocol from 1,2-dimethoxybenzene, with the key steps including Suzuki–Miyaura coupling and oxidative cyclodehydrogenation with ferric chloride. F

Synthesis and Complex Crystal Structure of C60 with Symmetrical Donor of 2,3,6,7,10,11-Hexamethoxytriphenylene (HMT)

We have successfully synthesized the complex of C60 fullerene with a three-fold symmetrical donor of 2,3,6,7,10,11-hexamethoxytriphenylene (HMT).All spectroscopic data, and analyses support the chemical composition of this complex as C60(HMT)2.Individually, each C60 fullerene sphere was found to be surrounded by four HMT molecules in distinctive tetrahedral arrangement.The closest distance from one C60 centroid to the next C60 centroid in the adjacent chain is 13.099 Angstroem.

Mesomorphic triphenylene polyanion-surfactant complexes

Triphenylene derivatives have been reported as one of the prominent members of discotic liquid crystalline systems. This report gives an account of the mesomorphic behavior of complexes involving triphenylene and double tail surfactants synthesized through the ionic self-assembly route. The lamellar structure of these complexes has been determined using X-ray diffraction, differential scanning calorimetry and polarizing optical microscopy. The amphotropic nature of these complexes has also been studied.

Synthesis of Boroxine and Dioxaborole Covalent Organic Frameworks via Transesterification and Metathesis of Pinacol Boronates

Boroxine and dioxaborole are the first and some of the most studied synthons of covalent organic frameworks (COFs). Despite their wide application in the design of functional COFs over the last 15 years, their synthesis still relies on the original Yaghi's condensation of boronic acids (with itself or with polyfunctional catechols), some of which are difficult to prepare, poorly soluble, or unstable in the presence of water. Here, we propose a new synthetic approach to boroxine COFs (on the basis of the transesterification of pinacol aryl boronates (aryl-Bpins) with methyl boronic acid (MBA) and dioxaborole COFs (through the metathesis of pinacol boronates with MBA-protected catechols). The aryl-Bpin and MBA-protected catechols are easy to purify, highly soluble, and bench-stable. Furthermore, the kinetic analysis of the two model reactions reveals high reversibility (Keq ～1) and facile control over the equilibrium. Unlike the conventional condensation, which forms water as a byproduct, the byproduct of the metathesis (MBA pinacolate) allows for easy kinetic measurements of the COF formation by conventional 1H NMR. We show the generality of this approach by the synthesis of seven known boroxine/dioxaborole COFs whose crystallinity is better or equal to those reported by conventional condensation. We also apply metathesis polymerization to obtain two new COFs, Py4THB and B2HHTP, whose synthesis was previously precluded by the insolubility and hydrolytic instability, respectively, of the boronic acid precursors.

Highly ordered smectic structures of disc-rod luminescent liquid crystals: The role of the tolane group

Two novel calamitic tolane luminogen-modified triphenylene-based discotic luminescent liquid-crystals (LLC) were rationally designed and synthesized to investigate the self-assembly competition between triphenylene discogens and tolane calamitic mesogens.

A 6π Azaelectrocyclization Strategy towards the 1,5,9-Triazacoronenes

We present the instance of two aromatic double bonds and an imine double bond involved thermal 6π-azaelectrocyclization and, on this basis, a one-step synthesis of triazacoronenes (TACs) from triphenylene-1,5,9-triamines and aldehydes under nonacidic cond

Carbocatalytic Oxidative Dehydrogenative Couplings of (Hetero)Aryls by Oxidized Multi-Walled Carbon Nanotubes in Liquid Phase

HNO3-oxidized carbon nanotubes catalyze oxidative dehydrogenative (ODH) carbon–carbon bond formation between electron-rich (hetero)aryls with O2 as a terminal oxidant. The recyclable carbocatalytic method provides a convenient and an operationally easy synthetic protocol for accessing various benzofused homodimers, biaryls, triphenylenes, and related benzofused heteroaryls that are highly useful frameworks for material chemistry applications. Carbonyls/quinones are the catalytically active site of the carbocatalyst as indicated by model compounds and titration experiments. Further investigations of the reaction mechanism with a combination of experimental and DFT methods support the competing nature of acid-catalyzed and radical cationic ODHs, and indicate that both mechanisms operate with the current material.

Self-Organized Frameworks on Textiles (SOFT): Conductive Fabrics for Simultaneous Sensing, Capture, and Filtration of Gases

Wearable electronics have the potential to advance personalized health care, alleviate disability, enhance communication, and improve homeland security. Development of multifunctional electronic textiles (e-textiles) with the capacity to interact with the local environment is a promising strategy for achieving electronic transduction of physical and chemical information. This paper describes a simple and rapid approach for fabricating multifunctional e-textiles by integrating conductive two-dimensional (2D) metal-organic frameworks (MOFs) into fabrics through direct solution-phase self-assembly from simple molecular building blocks. These e-textiles display reliable conductivity, enhanced porosity, flexibility, and stability to washing. The functional utility of these integrated systems is demonstrated in the context of chemiresistive gas sensing, uptake, and filtration. The self-organized frameworks on textiles (SOFT)-devices detect and differentiate important gaseous analytes (NO, H2S, and H2O) at ppm levels and maintain their chemiresistive function in the presence of humidity (5000 ppm, 18% RH). With sub-ppm theoretical limits of detection (LOD for NO = 0.16 ppm and for H2S = 0.23 ppm), these constitute the best textile-supported H2S and NO detectors reported and the best MOF-based chemiresistive sensors for these analytes. In addition to sensing, these devices are capable of capturing and filtering analytes.

METHOD FOR OXIDATIVE COUPLING OF AROMA COMPOUND, OXIDIZING AGENT USED IN THIS METHOD, AND OXIDIZED FLAKED GRAPHITE USED AS OXIDIZING AGENT

PROBLEM TO BE SOLVED: To provide a method for oxidative coupling of aroma compounds using an oxidizing agent used at the time of oxidative coupling of aroma compounds which facilitates separation of residues of the oxidizing agent as a by-product produced together with a target coupling product and can reduce by-product disposal cost, and an oxidizing agent used in the method and oxidized flaked graphite used as an oxidizing agent. SOLUTION: In a method for oxidatively coupling aromatic compounds by adding an oxidizing agent to a solution in which the aromatic compounds have been dissolved to cause an oxidative coupling reaction, oxidized flaked graphite flaked by oxidizing graphite is used as the oxidizing agent. More particularly, the oxidized flaked graphite is produced by adding graphite to a mixed solution of sodium nitrate, sulfuric acid, and potassium permanganate. SELECTED DRAWING: Figure 1 COPYRIGHT: (C)2017,JPOandINPIT