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932523

Sigma-Aldrich

Di-[4-(N,N-di-p-tolyl-amino)-phenyl]cyclohexane

≥97% (HPLC)

Synonym(s):

4,4′-Cyclohexylidenebis[N,N-bis(4-methylphenyl)benzenamine], 1,1-Bis[4-[N,N-di(p-tolyl)amino]phenyl]cyclohexane, 4,4-(Cyclohexane-1,1-diyl)bis(N,N-di-p-tolylaniline), 4-Methyl-N-[4-[1-[4-(4-methyl-N-(4-methylphenyl)anilino)phenyl]cyclohexyl]phenyl]-N-(4-methylphenyl)aniline, Benzenamine, 4,4′-cyclohexylidenebis[N,N-bis(4-methylphenyl), TAPC

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About This Item

Empirical Formula (Hill Notation):
C46H46N2
CAS Number:
58473-78-2
Molecular Weight:
626.87
MDL number:
MFCD01310666
UNSPSC Code:
12352103
NACRES:
NA.23

grade

sublimed grade

Quality Level

100

description

µh ≈ 1.0 x 10-3cm2V-1s-1

Assay

≥97% (HPLC)

loss

0.5% TGA, >290°C (weigh loss)

mp

186 °C

solubility

THF: soluble
chloroform: soluble
toluene: soluble

λmax

305 nm±5 nm in THF

fluorescence

λem 370 nm±10 nm in dichloromethane

Orbital energy

HOMO 5.5 eV 
LUMO 2.0 eV 

SMILES string

Cc1ccc(cc1)N(c2ccc(C)cc2)c3ccc(cc3)C4(CCCCC4)c5ccc(cc5)N(c6ccc(C)cc6)c7ccc(C)cc7

InChI

1S/C46H46N2/c1-34-8-20-40(21-9-34)47(41-22-10-35(2)11-23-41)44-28-16-38(17-29-44)46(32-6-5-7-33-46)39-18-30-45(31-19-39)48(42-24-12-36(3)13-25-42)43-26-14-37(4)15-27-43/h8-31H,5-7,32-33H2,1-4H3

InChI key

ZOKIJILZFXPFTO-UHFFFAOYSA-N

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Application

Di-[4-(N,N-di-p-tolyl-amino)-phenyl]cyclohexane, also known as TAPC, is a solution-processable Hole Transport, Electron Blocking Layer (HTL / EBL) benzene compound material with a μh around 1.0 × 10−3 cm2 V−1 s−1. It has been explored in several optoelectronic devices, especially in diodes such as efficient and stable lead-free halide double perovskites diodes.

Storage Class Code

11 - Combustible Solids

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

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Certificates of Analysis (COA)

Lot/Batch Number
MKCW6275
MKCT0661

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Nature, 563(7732), 541-545 (2018-11-09)
Lighting accounts for one-fifth of global electricity consumption1. Single materials with efficient and stable white-light emission are ideal for lighting applications, but photon emission covering the entire visible spectrum is difficult to achieve using a single material. Metal halide perovskites
White light generation combining emissions from exciplex, excimer and electromer in TAPC-based organic light-emitting diodes
Yang, Shengyi et al.
Chemical Physics Letters, 484, 54-58 (2009)
Extremely Simplified, High-Performance, and Doping-Free White Organic Light-Emitting Diodes Based on a Single Thermally Activated Delayed Fluorescent Emitter
Luo, D. et al.
ACS Energy Letters, 3, 1531-1538 (2018)
Wei Li et al.
Angewandte Chemie (International ed. in English), 58(33), 11301-11305 (2019-06-14)
Blue thermally activated delayed fluorescence (TADF) emitters that can simultaneously achieve high efficiency in doped and nondoped organic light-emitting diodes (OLEDs) are rarely reported. Reported here is a strategy using a tri-spiral donor for such versatile blue TADF emitters. Impressively
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