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773816

Sigma-Aldrich

2,9-Dihexylanthra[2,1,9-def:6,5,10-d′e′f′]diisoquinoline-1,3,8,10(2H,9H)tetrone

98%

Synonym(s):

N,N′-Dihexyl-3,4,9,10-perylenedicarboximide, PDI-C6

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About This Item

Empirical Formula (Hill Notation):
C36H34N2O4
CAS Number:
25811-56-7
Molecular Weight:
558.67
MDL number:
MFCD00728202
UNSPSC Code:
12352103
PubChem Substance ID:
329767640
NACRES:
NA.23

Assay

98%

form

powder

mp

>360 °C (lit)

λmax

524, 448, 229 nm in dichloromethane

semiconductor properties

N-type (mobility=0.1-2.1 cm2/V·s)

SMILES string

CCCCCCN1C(=O)c2ccc3c4ccc5C(=O)N(CCCCCC)C(=O)c6ccc(c7ccc(C1=O)c2c37)c4c56

InChI

1S/C36H34N2O4/c1-3-5-7-9-19-37-33(39)25-15-11-21-23-13-17-27-32-28(36(42)38(35(27)41)20-10-8-6-4-2)18-14-24(30(23)32)22-12-16-26(34(37)40)31(25)29(21)22/h11-18H,3-10,19-20H2,1-2H3

InChI key

DAMUEXRCHXVMQS-UHFFFAOYSA-N

Application

  • High electron transporting character
  • Perylenebis(dicarboximide)s (PDIs) can be used as n-type materials for organic fieldeffect transistors (OFETs)
  • Good optical properties
  • Suitable for use in solution-processed organic phototransistors (OPTs)
  • Excellent candidate as an electron accepting building block for organic photovoltaics (OPVs)

Pictograms

Exclamation mark
GHS07

Signal Word

Warning

Hazard Statements

H315,H319,H335

Hazard Classifications

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

Target Organs

Respiratory system

Storage Class Code

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
MKBN3019

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Nikita Nekrasov et al.
Nanomaterials (Basel, Switzerland), 9(12) (2019-12-15)
In this work, we report a novel method of maskless doping of a graphene channel in a field-effect transistor configuration by local inkjet printing of organic semiconducting molecules. The graphene-based transistor was fabricated via large-scale technology, allowing for upscaling electronic
Inho Kim et al.
ACS applied materials & interfaces, 2(5), 1390-1394 (2010-04-22)
We report that device performance of organic solar cells consisting of zinc phthalocyanine and fullerene (C(60)) can be enhanced by insertion of a perylene derivative interfacial layer between fullerene and bathocuproine (BCP) exciton blocking layer (EBL). The morphology of the
Mirella El Gemayel et al.
Journal of the American Chemical Society, 134(4), 2429-2433 (2012-01-10)
We report on the fabrication of solution-processed organic phototransistors (OPTs) based on perylenebis(dicarboximide)s (PDIs). We found that the responsivity to the photoillumination depends on the transistor's channel length and that it can be tuned by varying the device geometry. The

Articles

Polymer Semiconductors for Intrinsically Stretchable Organic Transistors

Intrinsically stretchable active layers for organic field-effect transistors (OFET) are discussed. Polymer structural modification & post-polymerization modifications are 2 methods to achieve this.

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.

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