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Merck

922943

Sigma-Aldrich

TpOx-Ph-p-CF3

Synonym(e):

2,3,6,11,12-Pentakis(pentyloxy)-8-(4-(trifluoromethyl)phenyl)triphenyleno[1,2-d]oxazole, TpOx-Ph-CF3 Series

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About This Item

Empirische Formel (Hill-System):
C51H64F3NO6
CAS-Nummer:
Molekulargewicht:
844.05

Beschreibung

Polymorph crystalline phase: Solid, Discotic Liquid Crystal, Isotropic

Qualitätsniveau

Bandabstand

2.94 eV (Optical, Solution state)

Übergangstemp.

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)

Löslichkeit

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 (Extinktionskoeffizient)

104,000 M-1cm-1

Fluoreszenz

λem 526 nm, quantum yield 0.51 (pSS(nm) = 255; Fluorescence lifetime (ns) = 7.31)

Energie der Orbitale

HOMO -5.44 eV (CV)
LUMO -2.5 eV (CV)

Lagertemp.

−20°C

Verwandte Kategorien

Allgemeine Beschreibung

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.

Anwendung

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.

Lagerung und Haltbarkeit

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

Lagerklassenschlüssel

11 - Combustible Solids

WGK

WGK 3


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