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771635

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

97%

Synonym(s):

Bis(n-propylimido)perylene, PDI-C3, Perylene-3,4,9,10-tetracarboxylic acid bis(propylimide)

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About This Item

Empirical Formula (Hill Notation):
C30H22N2O4
CAS Number:
59442-38-5
Molecular Weight:
474.51
NACRES:
NA.23
PubChem Substance ID:
329767510
UNSPSC Code:
12352103
MDL number:
MFCD09952500
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assay

97%

form

solid

mp

>300 °C

λmax

524, 488 nm

semiconductor properties

N-type (mobility=0.1-2.1 cm2/V·s)

SMILES string

CCCN1C(=O)c2ccc3c4ccc5C(=O)N(CCC)C(=O)c6ccc(c7ccc(C1=O)c2c37)c4c56

InChI

1S/C30H22N2O4/c1-3-13-31-27(33)19-9-5-15-17-7-11-21-26-22(30(36)32(14-4-2)29(21)35)12-8-18(24(17)26)16-6-10-20(28(31)34)25(19)23(15)16/h5-12H,3-4,13-14H2,1-2H3

InChI key

GEIYCUVJOKJQPO-UHFFFAOYSA-N

General description

2,9-Dipropylanthra[2,1,9-def:6,5,10-d′e′f′]diisoquinoline-1,3,8,10(2H,9H)tetrone belongs to the class of perylenebis(dicarboximide) (PDI) that has an electron transporting character. It can be used as an air-stable n-type semiconductor material in organic field effect transistors. It can also be used as an acceptor molecule in organic photovoltaics.

Application

High electron transporting character; Perylenebis(dicarboximide)s (PDIs) can be used as air-stable n-type semiconductor materials for organic fieldeffect transistors (OFETs);
Excellent candidates as electron accepting building blocks 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

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

Regulatory Information

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Certificates of Analysis (COA)

Lot/Batch Number
MKBN0248

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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

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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.

View All Articles
Evolution of the Molecular Organization in Bis (n-propylimido) perylene Films under Thermal Annealing
Kam A, et al.
Chemistry of Materials, 10(1), 172-176 (1998)
Role of water in the molecular reorientation on thermal annealing of bis (n-propylimido) perylene films
Kam AP, et al.
Langmuir, 16(3), 1185-1188 (2000)
Physical vapor deposited films of a perylene derivative: supramolecular arrangement and thermal stability
Fernandes JD, et al.
Materials Research, 20(4), 882-890 (2017)
View All Related Papers

Global Trade Item Number

SKUGTIN
771635-1G04061826243084