70351-85-8

Basic information

• Product Name: 2,3,6,7,10,11-hexabutoxytriphenylene
• Synonyms: triphenylene, 2,3,6,7,10,11-hexabutoxy-
• CAS NO: 70351-85-8
• Molecular Formula: C₄₂H₆₀O₆
• Molecular Weight: 660.9222
• Mol File: 70351-85-8.mol

Chemical Properties

• Boiling Point: 741.246°C at 760 mmHg
• Flash Point: 262.808°C
• Density: 1.044g/cm³
• Vapor Pressure: 0mmHg at 25°C
• Refractive Index: 1.555
• CAS DataBase Reference: 2,3,6,7,10,11-hexabutoxytriphenylene(CAS DataBase Reference)
• NIST Chemistry Reference: 2,3,6,7,10,11-hexabutoxytriphenylene(70351-85-8)
• EPA Substance Registry System: 2,3,6,7,10,11-hexabutoxytriphenylene(70351-85-8)

Safety Data

• Hazardous Substances Data: 70351-85-8(Hazardous Substances Data)

Usage

Uses

Used in Organic Electronic Devices:
2,3,6,7,10,11-hexabutoxytriphenylene is used as a semiconductor material for its high thermal stability and strong electron-donor character, making it suitable for applications in organic photovoltaics, organic field-effect transistors, and organic light-emitting diodes.
Used in Liquid Crystal Displays:
2,3,6,7,10,11-hexabutoxytriphenylene is used as a material in liquid crystal displays due to its unique molecular structure and properties, which contribute to the display's performance.
Used in Thin-Film Deposition Processes:
2,3,6,7,10,11-hexabutoxytriphenylene is used as a material for thin-film deposition processes, benefiting from its hexabutoxy substituents that provide solubility and improved film-forming properties. This makes it a promising material for creating thin films in various electronic applications.

Upstream product

• 20367-35-5 1,2-dibutoxybenzene 
• 120-80-9 benzene-1,2-diol 

Downstream Products

• 1415486-37-1 C₆₆H₇₂O₆ 
• 941674-47-1 2,3,6,7,10,11-hexabutoxy-1,4,8-tris(3,4-dichlorophenyl)triphenylene 

Relevant articles and documents

Aligned carbon nanotubes in the supramolecular order of discotic liquid crystals

Between the lines: Functionalized single-walled carbon nanotubes (SWNTs) can be aligned in the hexagonal columnar mesophase of discotic liquid crystals (DLCs). The thermophysical properties of SWNT-DLC composites indicate inclusion of SWNTs in the supramolecular order of DLCs (see picture). (Figure Presented)

Synthesis and mesomorphism of triphenylene-based dimers with a highly ordered columnar plastic phase

A series of triphenylene-based discotic dimers have been synthesized, each of the triphenylene nuclei bears five β-OC4H9 substituents, which are linked through the remaining β-positions by a flexible O(CH2)nO polymethylene chain (n = 2-12). Their chemical structures were confirmed by proton nuclear magnetic resonance spectroscopy, Fourier transform infrared spectroscopy, high-resolution mass spectrometry and elemental analysis. The mesomorphic properties of these compounds were investigated by differential scanning calorimetry, polarizing optical microscopy and X-ray diffraction. It was found that these dimers for which n > 4 formed a highly ordered columnar plastic phase and some of them (n = 6, 7, 10, 11, and 12) exhibited multiple mesophases. This is the first time that the rectangular columnar plastic phase was defined by us as a novel liquid crystal phase of compound 4d (n = 5). The introduction of a single interconnecting chain between adjacent molecules does not significantly perturb the formation of a columnar plastic phase but enriches the mesophases of discotic molecules and hinders the crystallization; the mesophases of 4e-k (n = 6-12) can be supercooled into a glass state in which the self-assembly columnar structures are retained.

Hexaalkoxytriphenylenes synthesized from facile solvent-free oxidative coupling trimerization

By grinding 1,2-dialkoxybenzene with anhydrous FeCl3 powder using a glass pestle in a mortar at ambient temperature under solvent-free conditions, hexaalkoxytriphenylenes were obtained in good yield (up to 90%) in 30min. The solvent-free oxidative coupling reaction is a facile, efficient, green-chemistry method.

DNA binding activity of novel discotic phenathridine derivative

Phenanthridine dyes are known for their stunning ability to bind with DNA through intercalation. They are widely used as the standard for DNA binding studies. In this report, we present the synthesis and characterization of a novel liquid crystalline phen

Ambipolar Charge Transport Properties of Naphthophenanthridine Discotic Liquid Crystals

A series of novel naphthophenanthridine derivatives are synthesized via N-annulation of hexabutoxytriphenylene-1-amine with various aliphatic aldehydes through the Pictet-Spengler reaction. The synthesized derivatives have been found to self-assemble into

Functionalized coronenes: Synthesis, solid structure, and properties

The construction of coronenes using simple building blocks is a challenging task. In this work, triphenylene was used as a building block to construct functionalized coronenes, and their solid structures and optoelectronic properties were investigated. Th

Ambipolar charge carrier transport properties in the homologous series of 2,3,6,7,10,11-hexaalkoxytriphenylene

In this study, ambipolar charge carrier transport properties were investigated for a homologous series of triphenylene by time-of-flight (TOF) technique for the homeotropic domains. Ambipolar electronic charge carrier transport was observed and the both positive and negative charge carrier mobilities decrease with the increase of the alkyl chain length. Ionic conduction was also observed for the negative charge carrier transport except for C4OTP and any remarkable dependency of the alkyl chain length was not seen. It was reasonably found that both the positive and negative charged carrier mobilities by electronic hopping process is affected by the intra columnar order.

A convenient and economic method for the synthesis of monohydroxy- pentaalkoxy- and hexaalkoxytriphenylene discotics

A one-step process for the preparation of mono-functionalized triphenylene discotics is presented. Oxidative trimerization of ortho-dialkoxybenzenes using FeCl3 in nitromethane and a catalytic amount of various acids, furnished monohydroxy-pentaalkoxytriphenylene in addition to hexaalkoxytriphenylene. These products can be easily separated by column chromatography over aluminium oxide.

Synthesis and specific features of mesomorphic behavior of new polysubstituted triphenylenes

Previously unknown 2,3,6,7,10,11-hexakis(dodecyloxy)triphenylene and -(tetradecyloxy)triphenylene were synthesized. The structures of the synthesized compounds were proved by elemental analysis and spectral methods. Polymesomorphism was found for the first time and studied for substances of the hexaalkoxytriphenylene homologic series, as well as liotropic mesomorphism in a series of organic solvents.

Synthesis of triphenylene and dibenzopyrene derivatives: Vanadium oxytrichloride a novel reagent

This paper presents an efficient synthetic procedure for the preparation of various triphenylene and dibenzopyrene derivatives using VOC13 as a novel reagent. Symmetrically substituted hexaalkoxytriphenylenes are obtained from o-dialkoxybenzenes by oxidative trimerization with VOC13 in high yields. The oxidative coupling of a 3,3′,4,4′-tetraalkoxybiphenyl and 1,2-dialkoxybenzenes or 1,2,3-trialkoxybenzenes affords unsymmetrically substituted derivatives of triphenylene. The reagent oxidizes 3,3′,4,4′-tetraalkoxybiphenyl efficiently to 2,5,6,9,12,13-hexaalkoxydibenzo[fg, op]naphthacene-1,8-quinone and its 1,10-quinone isomer. Both the quinones can be converted to liquid crystalline derivatives using well-established chemistry. Effects of solvent, reagent concentration, acid catalyst and temperature have been studied.