Skip to Content
Merck
All Photos(1)

Documents

763721

Sigma-Aldrich

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

98%

Sign Into View Organizational & Contract Pricing
All Photos(1)

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)

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’.

Already Own This Product?

Find documentation for the products that you have recently purchased in the Document Library.

Visit the Document Library

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

Articles

Soluble Pentacene Precursors

Fabrication procedure of organic field effect transistor device using a soluble pentacene precursor.

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.

Organic Transistors for Biomedical Applications

Thin, lightweight, and flexible electronic devices meet widespread demand for scalable, portable, and robust technology.

Our team of scientists has experience in all areas of research including Life Science, Material Science, Chemical Synthesis, Chromatography, Analytical and many others.

Contact Technical Service