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Merck
CN

922943

TpOx-Ph-p-CF3

别名:

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

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关于此项目

经验公式(希尔记法):
C51H64F3NO6
化学文摘社编号:
分子量:
844.05
MDL number:
NACRES:
NA.23
UNSPSC Code:
12352200
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description

Emissive Layer, Polymorph crystalline phase: Solid, Discotic Liquid Crystal, Isotropic

band gap

2.94 eV (Optical, Solution state)

transition temp

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)

solubility

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 (extinction coefficient)

104,000 M-1cm-1

fluorescence

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

orbital energy

HOMO -5.44 eV (CV), LUMO -2.5 eV (CV)

storage temp.

−20°C

Quality Level

General description

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.

Preparation Note

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

存储类别

11 - Combustible Solids

wgk

WGK 3

法规信息

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Triphenoxazoles exhibit tunable properties, liquid crystallinity, and potential for modification.

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