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767905

Sigma-Aldrich

4,4′-Dimethoxydiphenylamine

99%

Synonym(s):

4-Biphenylamine,4,4′-dimethoxy-, 4-Methoxy-N-(4-methoxyphenyl)aniline, p,p′-Dimethoxydiphenylamine, Benzenamine,4-methoxy-N-(4-methoxypheny)-, Bis(4-methoxyphenyl)-amine, Bis(4-methoxyphenyl)amine, Bis(p-anisyl)amine, Bis(p-methoxyphenyl)amine, Di-p-anisylamine, Di-p-methoxyphenylamine, Termofleks A

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About This Item

Empirical Formula (Hill Notation):
C14H15NO2
CAS Number:
101-70-2
Molecular Weight:
229.27
EC Number:
202-968-1
MDL number:
MFCD00014895
UNSPSC Code:
12352103
PubChem Substance ID:
329767347
NACRES:
NA.23

assay

99%

form

powder

mp

100-104 °C

SMILES string

COc1ccc(Nc2ccc(OC)cc2)cc1

InChI

1S/C14H15NO2/c1-16-13-7-3-11(4-8-13)15-12-5-9-14(17-2)10-6-12/h3-10,15H,1-2H3

InChI key

VCOONNWIINSFBA-UHFFFAOYSA-N

Related Categories

General description

4,4′-Dimethoxydiphenylamine is an aromatic amine that is used as a hole transporting material that facilitates efficiency mobility of charges in an electrochemical device.

Application

It can be used as a hole transporting material in the synthesis of 4,4′-dimethoxydiphenylamine-substituted 9,9′- bifluorenylidene with a power efficiency of ~18% which may be used in combination with an electron transporting layer in the fabrication of polymeric solar cells. It may also be used in the preparation of dimethyldiphenylamino functionalized carbazoles as electronically active materials which can potentially be used in the development of optoelectronic devices.

pictograms

Health hazardExclamation mark
GHS08,GHS07

signalword

Warning

Hazard Classifications

Carc. 2 - Eye Irrit. 2 - Skin Irrit. 2 - STOT SE 3

target_organs

Respiratory system

Storage Class

11 - Combustible Solids

wgk_germany

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

Certificates of Analysis (COA)

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Thermally stable triaryl amino chromophores with high molecular hyperpolarizabilities
Spraul, Bryan K., et al.
Tetrahedron Letters, 45(16), 3253-3256 (2004)
Diphenylamino-substituted derivatives of 9-phenylcarbazole as glass-forming hole-transporting materials for solid state dye sensitized solar cells.
Tomkeviciene A, et al.
Synthetic Metals, 162(23), 1997-2004 (2012)
Triarylene linked spacer effect for dye-sensitized solar cells
Chang, Y. J., Wu, Y. J., Chou, P. T., Watanabe, M., & Chow, T. J.
Thin Solid Films, 558, 330-336 (2014)
Dimethyldiphenylamino-substituted carbazoles as electronically active molecular materials.
Tomkeviciene A, et al.
Dyes and Pigments, 96(2), 574-580 (2013)
Molecular-radical catalysis of the chain reaction of quinone imine with hydroquinone under the action of aromatic amines.
Varlamov VT.
Kinetics and Catalysis, 45(5), 662-675 (2004)
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