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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.[1]
  • Used as an air-stable n-type dopant in solution processed n-channel organic thin film transistors (OTFTs).[2]

Features and Benefits

  • High degree of stability under ambient conditions.
  • Forms transparent and homogeneous film in TFTs. [3]

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

Regulatory Listings

Regulatory Listings are mainly provided for chemical products. Only limited information can be provided here for non-chemical products. No entry means none of the components are listed. It is the user’s obligation to ensure the safe and legal use of the product.

JAN Code

763721-BULK:
763721-1G:
763721-VAR:

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Certificates of Analysis (COA)

Lot/Batch Number
MKCJ7481
MKCJ7478
MKCC1806
MKBT7889V
MKBL2429

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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.

Organic Transistors for Biomedical Applications

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

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