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Sigma-Aldrich

4,4′,4′′-Tris(N-(naphthalen-2-yl)-N-phenyl-amino)-triphenylamine

≥99% (HPLC)

Synonym(s):

4,4′,4′′-Tris[2-naphthyl(phenyl)amino]triphenylamine, 2T-NATA, 2-TNATA, 2TNATA

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About This Item

Empirical Formula (Hill Notation):
C66H48N4
CAS Number:
185690-41-9
Molecular Weight:
897.11
MDL number:
MFCD01310662
UNSPSC Code:
12352116
NACRES:
NA.23

grade

sublimed grade

Quality Level

100

description

μh ≈ 3.0 x 10-6 cm2 V−1 s−1

Assay

≥99% (HPLC)

loss

0.5% TGA, > 350 °C (weight loss)

mp

247 °C

solubility

THF: soluble
chloroform: soluble

fluorescence

λem 490 nm±10 nm in THF

Orbital energy

HOMO 5.1 eV 
LUMO 2.2 eV 

λ

in THF

UV absorption

λ: 326 nm±5 nm Amax

SMILES string

c1ccc(cc1)N(c2ccc(cc2)N(c3ccc(cc3)N(c4ccccc4)c5ccc6ccccc6c5)c7ccc(cc7)N(c8ccccc8)c9ccc%10ccccc%10c9)c%11ccc%12ccccc%12c%11

InChI

1S/C66H48N4/c1-4-22-55(23-5-1)68(64-31-28-49-16-10-13-19-52(49)46-64)61-40-34-58(35-41-61)67(59-36-42-62(43-37-59)69(56-24-6-2-7-25-56)65-32-29-50-17-11-14-20-53(50)47-65)60-38-44-63(45-39-60)70(57-26-8-3-9-27-57)66-33-30-51-18-12-15-21-54(51)48-66/h1-48H

InChI key

KDOQMLIRFUVJNT-UHFFFAOYSA-N

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Application

4,4′,4′′-Tris(N-(naphthalen-2-yl)-N-phenyl-amino)-triphenylamine can be used in various applications in organic electronics and materials chemistry such as organic Light-Emitting Diodes (OLEDs), organic Photovoltaics(OPVs), organic Field-Effect Transistors (OFETs), dye-sensitized solar Cells(DSSCs), as a hole transport material. It can be utilized in the assembly of supramolecular structures or coordination polymers, offering opportunities for the design and synthesis of functional materials.
Injection Layer (HIL) in Organic Light Emitting Diode (OLED).

Storage Class Code

11 - Combustible Solids

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Certificates of Analysis (COA)

Search for Certificates of Analysis (COA) by entering the products Lot/Batch Number. Lot and Batch Numbers can be found on a product’s label following the words ‘Lot’ or ‘Batch’.

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Synthesis and electroluminescent properties of 9,10-diphenylanthracene containing 9H-carbazole derivatives for blue organic light-emitting diodes.
Lee S B, et al.
Synth. Meth. Organomet. Inorg. Chem., 203, 174-179 (2015)
Synthesis and electroluminescent properties of 9,10-diphenylanthracene containing 9H-carbazole derivatives for blue organic light-emitting diodes.
Lee S B, et al.
Synthetic Metals, 203, 174-179 (2015)
Beomjin Kim et al.
Journal of nanoscience and nanotechnology, 14(8), 6404-6408 (2015-05-06)
New hole injection materials for OLED based on phenothiazine were synthesized, and the electro-optical properties of synthesized materials were examined by through UV-Vis. and photoluminescence spectroscopy as well as cyclic voltammetry. 1-NDD-t-BPBP and 2-NDD-t-BPBP showed Tg of 180 and 177

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