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2,3,6,7,10,11-Hexakis(hexyloxy)triphenylene - HAT6

CAS Number 70351-86-9

Electron / Hole Transport Layer Materials, Liquid Crystals, Materials, Perovskite Interface Materials

Product Code M2433A1-250mg
Price $225 ex. VAT

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Discotic Liquid Crystals (DLCs) with Triphenylenes

A model molecule for DLC studies and a hole transport layer for perovskite solar cells

2,3,6,7,10,11-Hexakis(hexyloxy)triphenylene, also known as HAT6, has a hexagonal fused triphenylene core structure. Six n-hexyloxy side chains are symmetrically distributed onto the triphenylene core at 2,3,6,7,10,11-positions. The six side chains are there to promote solubility in organic solvents, plus a study showed that the dynamics of the cores and tails of discotic molecules are strongly correlated. HAT6 has been referred to as the model molecule for the study of the DLCs.

At room temperature, HAT6 is a plastic crystal where the cores are tilted with respect to the columnar axes. Two phase transition temperatures at about 65 °C and 100 °C are observed in the differential scanning calorimetry study of HAT6. This corresponds to the melting of the columnar hexagonal (ColH) and plastic crystalline phases into the isotropic and ColH phases, respectively.

HAT6 DLC has also been employed as a transparent hole transport material for perovskite solar cells to promote ambient and thermal stability. These perovskite solar cell devices retained 93% of the initial efficiency for 690 h and 92% after 1200 h under ambient conditions.

General Information

CAS Number 70351-86-9
Chemical Formula C54H84O6
Molecular Weight 829.24 g/mol
Absorption* λmax 278 nm (in DCM)
Fluorescence n.a.
HOMO/LUMO HOMO = 5.23 eV, LUMO = 1.88 eV (Eg = 3.35) [1]
Synonyms H6TP, HHOTP, HAT6
Classification or Family Triphenylene, Discotic liquid crystals, Hole transport layer materials.

Product Details

Purity >98% (HPLC)
Melting Point DSC: Tg = 65 °C, 100 °C
Appearance Off White/Pale yellow powder/crystals

* Sublimation is a technique used to obtain ultra pure-grade chemicals, see sublimed materials for OLED devices.

Chemical Structure

hat6 - 70351-86-9 - 2,3,6,7,10,11-hexakis(hexyloxy)triphenylene chemical structure
2,3,6,7,10,11-Hexakis(hexyloxy)triphenylene(HAT6) chemical structure, 70351-86-9

MSDS Documentation

hat6 - 70351-86-9 - 2,3,6,7,10,11-hexakis(hexyloxy)triphenyleneHAT6 - 2,3,6,7,10,11-Hexakis(hexyloxy)triphenylene MSDS Sheet

Literature and Reviews

  1. Synthesis and investigation on liquid crystal and optical properties of dyads based on triphenylene and perylene, X. Kong et al., RSC Adv., 7, 17030 (2017); DOI: 10.1039/c7ra01320e.
  2. Dynamics of a Triphenylene Discotic Molecule, HAT6, in the Columnar and Isotropic Liquid Phases, F. Mulder et al., J. Am. Chem. Soc., 125 (13), 3860–3866 (2003); DOI: 10.1021/ja029227f.
  3. Molecular ordering of the discotic liquid crystal HAT6 confined in mesoporous solids, S. Całus et al., Microporous Mesoporous Mater., 197, 26-32 (2014); DOi: 10.1016/j.micromeso.2014.05.036.
  4. Transparent Liquid Crystal Hole-Transporting Material for Stable Perovskite Solar Cells, A. Ain et al., Sol. RRL, 7 (2), 2200920 (2023); DOI: 10.1002/solr.202200920.
  5. Conformation, Defects, and Dynamics of a Discotic Liquid Crystal and Their Influence on Charge Transport, L. Haverkate et al., J. Phys. Chem. B, 115 (47), 13809–13816 (2011); DOI: 10.1021/jp2068478.
  6. Crystalline solid retains memory of anisotropy in precursor liquid crystalline phase, K. Bagchi et al., J. Mater. Chem. C, 11, 11466-11475 (2023); DOI: 10.1039/D3TC01175E.
  7. Polymeric ultralong organic phosphorescence with excellent humidity and temperature resistance via hydrophobic effect, Z. Li et al., Aggregate, e440 (2023); DOI: 10.1002/agt2.440.
  8. Recent Advances and Prospects of Small Molecular Organic Thermoelectric Materials, D. Zhou et al., Small, 18 (23), 2200679 (2022); DOI: 10.1002/smll.202200679.

To the best of our knowledge the information provided here is accurate. The values provided are typical at the time of manufacture and may vary over time and from batch to batch. Products may have minor cosmetic differences (e.g. to the branding) compared to the photos on our website. All products are for laboratory and research and development use only.

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