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922935

Sigma-Aldrich

TpOx-n-Non

Synonym(s):

8-Nonyl-2,3,6,11,12-pentakis(pentyloxy)triphenyleno[1,2-d]oxazole

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About This Item

Empirical Formula (Hill Notation):
C53H79NO6
CAS Number:
2377209-64-6
Molecular Weight:
826.20
NACRES:
NA.23

description

Polymorph crystalline phase: Solid, Discotic Liquid Crystal, Isotropic

Quality Level

100

transition temp

discotic phase to isotropic phase 116 °C (heating)
crystalline phase to discotic phase 59 °C (heating)

solubility

soluble (THF > 1 mg/mL, MeCN < 0.37 mg/mL, DMSO < 0.03 mg/mL, DCM > 1 mg/mL)

λmax

280 nm in ethyl acetate

εmax

160,000 M-1cm-1 in ethyl acetate

fluorescence

λem 366 nm, quantum yield 0.18 (pSS (nm) = 85)

storage temp.

−20°C

Related Categories

General description

TpOx-n-Non is a UV excitable fluorescent material with a polycyclic aromatic donor-acceptor structure where the triphenoxazole core acts as a donor and the nonyl group on the two position of the oxazole as the acceptor group. This oxazole is also a photo-conducting Discotic Liquid Crystalline (DLC) material with mesophase transition onset temperature of 59 °C. It is designed for 355 nm excitation with emission at 366 nm with quantum yield of 0.18, high thermal, chemical and photostability. This luminescent compound has potential uses in fluorescent dye staining, organic electronic and photonic 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.

Storage and Stability

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

Storage Class Code

11 - Combustible Solids

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

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