922846

TpOx-Ph-m-CN

Manufacturer: Sigma Aldrich

CAS Number: 2612025-77-9

Synonym(S): 3-(2,3,6,11,12-Pentakis(pentyloxy)triphenyleno[1,2-d]oxazol-8-yl)benzonitrile

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Pack Size SKU Availability Price
10 MG 922846-10-MG In Stock ₹ 36,063.90

922846 - 10 MG

₹ 36,063.90

In Stock

Quantity

1

Base Price: ₹ 36,063.90

GST (18%): ₹ 6,491.502

Total Price: ₹ 42,555.402

description

Polymorph crystalline phase: Solid, Discotic Liquid Crystal, Isotropic

Quality Level

100

transition temp

crystalline phase to discotic phase <22 °C (heating)discotic phase to isotropic phase 253 °C (heating)

solubility

soluble (THF > 1 mg/mL, MeCN < 0.03 mg/mL, DMSO < 0.3 mg/mL, DCM > 1 mg/mL)

λmax

271 nm in ethyl acetate

εmax

90,000 M-1cm-1 in ethyl acetate

fluorescence

λem 515 nm, quantum yield 0.51 (Fluorescence lifetime (ns) = 7.33)

storage temp.

−20°C

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Description

  • General description: TpOx-Ph-m-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 (3-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 0.51, 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 stainingUV 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.
  • Storage and Stability: Store under nitrogen in the dark in the freezer (below 8 Celsius).

SAFETY INFORMATION

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

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Sigma Aldrich

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description:
Polymorph crystalline phase: Solid, Discotic Liquid Crystal, Isotropic

Quality Level:
100

transition temp:
crystalline phase to discotic phase <22 °C (heating)discotic phase to isotropic phase 253 °C (heating)

solubility:
soluble (THF > 1 mg/mL, MeCN < 0.03 mg/mL, DMSO < 0.3 mg/mL, DCM > 1 mg/mL)

λmax:
271 nm in ethyl acetate

εmax:
90,000 M-1cm-1 in ethyl acetate

fluorescence:
λem 515 nm, quantum yield 0.51 (Fluorescence lifetime (ns) = 7.33)

storage temp.:
−20°C

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description:
Polymorph crystalline phase: Solid, Discotic Liquid Crystal, Isotropic

Quality Level:
100

transition temp:
crystalline phase to discotic phase 132 °C (heating)discotic phase to isotropic phase 243 °C (heating)

solubility:
soluble (THF > 1 mg /mL, MeCN < 0.4 mg/mL, DMSO < 0.27 mg/mL, DCM > 1 mg/mL)

λmax:
271 nm in ethyl acetate

εmax:
73,000 M-1cm-1 in ethyl acetate

fluorescence:
λem 503 nm, quantum yield 0.48 (pSS(nm) = 232; Fluorescence lifetime (ns) = 7.07)

storage temp.:
−20°C

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Validation : HNMR at 40C

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εmax:
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fluorescence:
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description:
Polymorph crystalline phase: Solid, Discotic Liquid Crystal, Isotropic

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100

transition temp:
crystalline phase to discotic phase 107 °C (heating)discotic phase to isotropic phase 190 °C (heating)

solubility:
soluble (THF > 1 mg/mL, DMSO < 0.33 mg/mL, DCM > 1 mg/mL)

λmax:
270 nm in ethyl acetate

εmax:
134,000 M-1cm-1

fluorescence:
λem 455 nm, quantum yield 0.56 (pSS(nm) = 185; Fluorescence lifetime (ns) = 4.69)

storage temp.:
−20°C