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Empirical Formula (Hill Notation):
Número de CAS:
Peso molecular:


Polymorph crystalline phase: Solid, Discotic Liquid Crystal, Isotropic

Nivel de calidad

temperatura de transición

crystalline phase to discotic phase <-22 °C (heating)
discotic phase to isotropic phase -275 °C (heating)


soluble (THF > 1 mg/mL, MeCN < 0.23 mg / mL, DCM > 1 mg /mL)


272 nm in ethyl acetate


103,000 M-1cm-1 in ethyl acetate


λem 558 nm, quantum yield 0.32 (pSS (nm) = 286, Fluorescence Lifetime (ns) = 5.55)

temp. de almacenamiento


Categorías relacionadas

Descripción general

TpOx-Ph-p-CN 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-cyano-phenyl) act as the acceptor group. The push-pull, donor-acceptor, structure facilitates intramolecular charge transfer in the excited state that results in a 244 nm emission Stokes Shift. This oxazole is also a photo-conducting Discotic Liquid Crystalline (DLC) material with room temperature mesophase. It is designed for 355 nm and 405 nm excitation with emission at 515 nm with quantum yield of 0.32, high thermal, chemical and photostability. This luminescent compound has potential uses in fluorescent dye staining, organic electronic and photonics, and imaging applications.


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.

  • Multi-photon microscopy
These UV fluorescent materials have been used in multi-photon microscopy, showing remarkable image resolution relative to commercial fluorophores in the multiphoton microscopy imaging. By perfusing it into an ex-planted human liver, it was possible to observe fluorophore staining of the hepatocytes and T-cells in the liver vasculature. During the live liver imaging these probes have been shown to perfuse effectively in human tissue and emit brightly without significant cytotoxicity during the course of the experiment.

Almacenamiento y estabilidad

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

Código de clase de almacenamiento

11 - Combustible Solids

Clase de riesgo para el agua (WGK)


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introducir como 1.000309185)

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Triphenoxazoles: A New Class of Fluorescent Photoconducting Liquid Crystalline Materials for Organic Electronic Applications

Here we introduce the Triphenoxazoles, a new class of organic electron donor-acceptor materials that can both be manipulated to change the electronic properties of the donor and acceptor with the consequent modulation of their HOMO/LUMO and properties, such as Stokes shift and (photo)conductivity, whilst at the same time displaying liquid crystallinity and functional groups for further chemical modification.

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