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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

signalword

Warning

Hazard Classifications

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

target_organs

Respiratory system

Storage Class

11 - Combustible Solids

wgk_germany

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
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
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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