922943

TpOx-Ph-p-CF3

• Synonyme(s) : 2,3,6,11,12-Pentakis(pentyloxy)-8-(4-(trifluoromethyl)phenyl)triphenyleno[1,2-d]oxazole, TpOx-Ph-CF3 Series
• Formule empirique (notation de Hill): C₅₁H₆₄F₃NO₆
• Numéro CAS: 2377209-48-6
• Poids moléculaire : 844.05
• Nomenclature NACRES : NA.23

Propriétés

• Description: Polymorph crystalline phase: Solid, Discotic Liquid Crystal, Isotropic
• Niveau de qualité: 100
• Bande interdite: 2.94 eV (Optical, Solution state)
• Température de transition: crystalline phase to discotic phase 145 °C (heating); isotropic phase to discotic phase 276 °C (cooling); discotic phase to isotropic phase 281 °C (heating); discotic phase to crystalline phase <74 °C (cooling)
• Solubilité: soluble (THF > 1 mg/mL, MeCN < 0.23 mg/mL, DMSO < 0.23 mg/mL, DCM > 1 mg /mL)
• λmax: 271 nm in ethyl acetate
• ε (coefficient d'extinction): 104,000 M^-1cm^-1
• Fluorescence: λ_em 526 nm, quantum yield 0.51 (pSS(nm) = 255; Fluorescence lifetime (ns) = 7.31)
• Énergie orbitale: HOMO -5.44 eV (CV); LUMO -2.5 eV (CV)
• Température de stockage: −20°C

Description

Description générale

TpOx-Ph-p-CF3 is a UV excitable fluorescent material with a polycyclic aromatic donor-acceptor structure where the triphenoxazole core acts as a donor and the aromatic group on the two position of the oxazole (4-trifluoromethyl-phenyl) act as the acceptor group. The push-pull, donor-acceptor, structure facilitates intramolecular charge transfer in the excited state that results in a 255 nm emission Stokes Shift. This oxazole is also a photo-conducting Discotic Liquid Crystalline (DLC) material with mesophase transition onset temperature of 145 °C. It is designed for 355 nm and 405 nm excitation with emission at 526 nm with quantum yield of 0.51, high thermal, chemical and photostability. This luminescent compound has potential uses in fluorescent dye staining, organic electronic and photonics, and imaging applications.

Application

Fluorescent materials have a range of unique properties that allows for potential use in a range of applications:

• Fluorescent dye staining

UV fluorescent materials can be used to dope polymer and resin composites, including 3D applications, and further identified using fluorescence emission.

• Organic semiconductor for organic electronic and photonic applications

These organic discotic liquid crystals display columnar hexagonal mesophase, and were incorporated into OPV device as a hole transport layer and donor material. Similar compounds have been used in organic light emitting devices (OLEDs), organic photovoltaic device (OPVs) and organic field-effect transistor (OFETs) as hole transport material.

Stockage et stabilité

Store under nitrogen in the dark in the freezer (below 8 Celsius).

Informations sur la sécurité

• Code de la classe de stockage: 11 - Combustible Solids
• Classe de danger pour l'eau (WGK): WGK 3