4877-80-9

Usage

InChI:InChI=1/C18H12O6/c19-13-1-7-8(2-14(13)20)10-4-17(23)18(24)6-12(10)11-5-16(22)15(21)3-9(7)11/h1-6,19-24H

Upstream product

• 808-57-1 2,3,6,7,10,11-hexamethoxytriphenylene 
• 120-80-9 benzene-1,2-diol 
• 1206881-88-0 C₅₄H₉₈O₆Si₆ 
• 1415815-64-3 2,7,12-tri(1,1-dimethylethyl)-2,7,12-trimethyltriphenyleno[2,3-d:6,7-d':10,11-d'']-tris[1,3]dioxole 
• 91-16-7 1,2-dimethoxybenzene 

Downstream Products

• 134025-09-5 2,3,6,7,10,11-hexabenzyloxytriphenylene 
• 154591-06-7 5-bromo-2-(decyloxy)-1,3-dimethylbenzene 

Relevant academic research and scientific papers

Purification of 2,3,6,7,10,11-Hexamethoxytriphenylene and preparation of hexakiscarbonylmethyl and hexakiscyanomethyl derivatives of 2,3,6,7,10,11-Hexahydroxytriphenylene

2,3,6,7,10,11-Hexamethoxytriphenylene (1) was subjected to an improved purification procedure and demethylated to give 2,3,6,7,10,11-hexahydroxytriphenylene (2) as the relatively stable trihydrate. Compound 2 was alkylated with reactive halogen reagents g

Fabrication of a COF-5 membrane on a functionalized α-Al 2O3 ceramic support using a microwave irradiation method

A novel surface modification strategy was developed using 3-aminopropytriethoxysilane and 4-formylphenylboronic acid successively as covalent linkers between COF-5 and the porous α-Al2O 3 ceramic support, and then the COF-5 membrane was further grown successfully on the modified α-Al2O3 support by using a microwave irradiation method. This journal is The Royal Society of Chemistry.

Facile cyclization of terphenyl to triphenylene: A new chemodosimeter for fluoride ions

[Chemical equation presented] Terphenyl derivatives 3 and 4 having OTBS groups have been synthesized via a Suzuki-Miyura coupling reaction. These compounds undergo unprecedented irreversible cyclization to symmetrically/ unsymmetrically substituted triphenylenes while carrying out the deprotection of OTBS groups using tetrabutylammonium fluoride. Terphenyl 3 also serves as a new chemodosimeter for fluoride Ions.

Synthesis and direct topology visualization of high-molecular-weight star PMMA

We report synthesis and direct topology visualization of single molecules of six-arm star poly(methyl methacrylate) (PMMA). We synthesized two hexafunctional initiators, 2,3,6,7,10,11-triph-enylene hexa-2-bromo-2- methylpropionate (fused-core initiator) a

A new host 2,3,6,7,10,11-hexahydroxy triphenylene which forms chiral inclusion crystalline lattice: X-ray structural study of the chiral crystalline lattice

The title compound was found to form an inclusion complex crystal with various kinds of guests. It was also found that crystalline lattice of some inclusion complex is chiral. By an enantioselective inclusion complexation in the chiral lattice, the racemic guest was resolved. The chiral crystalline lattice was studied by X-ray analysis. Solid-state synthesis of the title host compound is also described. Copyright

Columnar mesophase from a new hybrid siloxane-triphenylene

The design, the synthesis and the mesomorphic properties of a new disc-like mesogen based on a hexasubstituted triphenylene core terminated with pentamethyldisiloxane pendant groups are reported. The siloxane fragments were grafted to the six terminal olefinic branches of a triphenylene precursor by a Pt-catalysed hydrosilylation reaction. Both the hexaolefinic and the hexasiloxane derivatives are mesomorphic, showing a rectangular columnar (ColR - p2gg) mesophase between 55 and 88°C for the former, and a broad hexagonal (ColH - p6mm) mesophase between ambient temperature and 125°C for the latter. The liquid crystalline behaviour was investigated by means of differential scanning calorimetry, polarised-light optical microscopy, and X-ray diffractometry. The mesophase temperature range and stability were considerably extended for the hybrid compound with respect to the siloxane-free compound. This behaviour is explained on the basis of enhanced microsegregation between the chemically distinct constituent components of the molecule.

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.

UV-visible absorption study of the selfassociation of non-ionic chromonic triphenylenes TP6EOnM (n = 2, 3, 4) in dilute aqueous solutions: Impact of chain length on aggregation

A series of triphenylenes with oligoethoxy chains of various length, TP6EOnM with n = 2, 3, 4, has been synthesised and purified by HPLC. The self-association of these disc-shaped molecules in dilute aqueous solutions (~10-7 to ~4 × 10-4 M) has been studied by UV-visible absorption spectroscopy. The free energy of association decreases as the length of the chains increases. As a result, for a given concentration, the average size of aggregate diminishes as the chain length increases. While the absorption properties of the monomer are identical for the three molecules, the extinction coefficients of solutions of the three triphenylenes at a given concentration are significantly different and are directly linked to the average size of the aggregates. The change of epsilon values upon aggregation could explain the trend generally observed with dyes for solar cells substituted with chains of increasing length showing increasing extinction coefficient values.

Efficient electroorganic synthesis of 2,3,6,7,10,11-Hexahydroxytriphenylene derivatives

2,3,6,7,10,11-Hexahydroxytriphenylene of good quality and purity can be obtained via anodic treatment of catechol ketals and subsequent acidic hydrolysis. The electrolysis is conducted in propylene carbonate circumventing toxic and expensive acetonitrile.

Oxidative trimerization of catechol to hexahydroxytriphenylene

Direct oxidative coupling is an attractive tool for environmentally benign green chemistry. We report the novel oxidative synthesis of hexahydroxytriphenylene by using a hypervalent iodine reagent. The reaction proceeds under very mild conditions for reducing acid waste and in a very short time at room temperature. Symmetrically 2,3,6,7,10,11-hexaalkoxy-substituted derivatives of triphenylene are commonly studied discotic liquid crystals. Among them, hexahydroxytriphenylene (HHTP) is the most important building block for the synthesis of hexasubstituted triphenylenes. We report a metal-free, direct synthesis of HHTP by using a hypervalent iodine reagent under mild conditions for reducing acid waste. Copyright