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Merck
CN

763721

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
NACRES:
NA.23
PubChem Substance ID:
329767073
UNSPSC Code:
12352103
MDL number:
MFCD22572687

Key Documents

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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

SMILES string

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

InChI key

YUDZJTFIRBVGFN-UHFFFAOYSA-N

assay

98%

form

powder or crystals

mp

145-150 °C

λmax

308 nm in dichloromethane

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

signalword

Warning

hcodes

H302

Hazard Classifications

Acute Tox. 4 Oral

Storage Class

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
MKCJ7481
MKCJ7478
MKCC1806
MKBT7889V
MKBL2429

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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)
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)
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

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.

Soluble Pentacene Precursors

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

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