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763721

Sigma-Aldrich

4-(1,3-Dimethyl-2,3-dihydro-1H-benzoimidazol-2-yl)-N,N-diphenylaniline

98%

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About This Item

Empirical Formula (Hill Notation):
C27H25N3
Molecular Weight:
391.51
MDL number:
MFCD22572687
UNSPSC Code:
12352103
PubChem Substance ID:
329767073
NACRES:
NA.23

Assay

98%

form

powder or crystals

mp

145-150 °C

λmax

308 nm in dichloromethane

SMILES string

CN1C(N(C)c2ccccc12)c3ccc(cc3)N(c4ccccc4)c5ccccc5

InChI

1S/C27H25N3/c1-28-25-15-9-10-16-26(25)29(2)27(28)21-17-19-24(20-18-21)30(22-11-5-3-6-12-22)23-13-7-4-8-14-23/h3-20,27H,1-2H3

InChI key

YUDZJTFIRBVGFN-UHFFFAOYSA-N

Application

  • Used as an n-type dopant for C60 fullerene which is an n-type semiconductor in organic and printed electronics.
  • Used as an air-stable n-type dopant in solution processed n-channel organic thin film transistors (OTFTs).

Features and Benefits

  • High degree of stability under ambient conditions.
  • Forms transparent and homogeneous film in TFTs.

Pictograms

Exclamation mark
GHS07

Signal Word

Warning

Hazard Statements

H302

Precautionary Statements

P301 + P312 + P330

Hazard Classifications

Acute Tox. 4 Oral

Storage Class Code

11 - Combustible Solids

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Certificates of Analysis (COA)

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Molecular n-type doping for air-stable electron transport in vacuum-processed n-channel organic transistors
Oh, Joon Hak, Peng Wei, and Zhenan Bao
Applied Physics Letters, 97(24), 243305-243305 (2010)
A comparison of two air-stable molecular-dopants for C60
Menke, T., Wei, P., Ray, D., Kleemann, H., Naab, B. D., Bao, Z., & Riede, M.
Organic Electronics, 13(12), 3319-3325 (2012)
N-type doping of poly (p-phenylene vinylene) with air-stable dopants
Lu, M., Nicolai, H. T., Wetzelaer, G. J. A., & Blom, P. W.
Applied Physics Letters, 99(17), 173302-173302 (2011)
Peng Wei et al.
Journal of the American Chemical Society, 132(26), 8852-8853 (2010-06-18)
We present here the development of a new solution-processable n-type dopant, N-DMBI. Our experimental results demonstrated that a well-known n-channel semiconductor, [6,6]-phenyl C(61) butyric acid methyl ester (PCBM), can be effectively doped with N-DMBI by solution processing; the film conductivity

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Development of Small Molecule Donors for Solution-Processed Organic Solar Cells

Solution-processed organic photovoltaic devices (OPVs) have emerged as a promising clean energy generating technology due to their ease of fabrication, potential to enable low-cost manufacturing via printing or coating techniques, and ability to be incorporated onto light weight, flexible substrates.

Development of Small Molecule Donors for Solution-Processed Organic Solar Cells

Solution-processed organic photovoltaic devices (OPVs) have emerged as a promising clean energy generating technology due to their ease of fabrication, potential to enable low-cost manufacturing via printing or coating techniques, and ability to be incorporated onto light weight, flexible substrates.

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