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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%

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Synonym(s):
N,N′-Dihexyl-3,4,9,10-perylenedicarboximide, PDI-C6
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

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

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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
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

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