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Sigma-Aldrich

N,N′-Bis(3-pentyl)perylene-3,4,9,10-bis(dicarboximide)

98% (HPLC)

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Synonym(s):
2,9-Di(pent-3-yl)-anthra[2,1,9-def,6,5,10-d′e′f′]diisoquinoline-1,3,8,10-tetrone, N,N′-Bis(ethylpropyl)perylene-3,4,9,10-tetracarboxylicdimide, N,N-Bis(ethylpropyl)perylene-3,4,9,10-tetracarboxylicdiimide, Anthra[2,1,9-def:6,5,10-d′e′f′]diisoquinoline-1,3,8,10(2H,9H)-tetrone, 2,9-bis(1-ethylpropyl)-, PBI
Empirical Formula (Hill Notation):
C34H30N2O4
CAS Number:
Molecular Weight:
530.61
MDL number:
PubChem Substance ID:
NACRES:
NA.23

Quality Level

assay

98% (HPLC)

form

powder

mp

>450 °C

λmax

524, 488, 457 nm in dichloromethane

SMILES string

CCC(CC)N1C(=O)c2ccc3c4ccc5C(=O)N(C(CC)CC)C(=O)c6ccc(c7ccc(C1=O)c2c37)c4c56

InChI

1S/C34H30N2O4/c1-5-17(6-2)35-31(37)23-13-9-19-21-11-15-25-30-26(34(40)36(33(25)39)18(7-3)8-4)16-12-22(28(21)30)20-10-14-24(32(35)38)29(23)27(19)20/h9-18H,5-8H2,1-4H3

InChI key

AIPBSZJAQGGCPD-UHFFFAOYSA-N

Related Categories

General description

N,N′-Bis(3-pentyl)perylene-3,4,9,10-bis(dicarboximide) (EP-PDI) is a perylenediimide derivative that has a planar backbone and π-conjugation. It is a thermally stable polymer with luminescence and photochemical properties. It acts as a pigment and has charge mobility of 1 cm2V-1s-1 which can be used in a variety of energy and chemical sensing based applications.

Application

EP-PDI (acceptor) blended with P3HT (donor) and PCBM (donor) can be used in the fabrication of organic photovoltaic devices and organic solar cells. It forms a mixture with tetrahydrofuran (THF) that shows high intensity fluorescence which can be used as a sensor for the detection of nitroaromatic compounds.
High electron transporting character; Perylenebis(dicarboximide)s (PDIs) can be used as air-stable n-type semiconductor materials for organic fieldeffect transistors (OFETs);
Perylene bisimide dye used for organic photovoltaics (OPVs). A PCE of 1.75% was demonstrated with the solvent vapor annealed films; representing the best among the solar cells based on the single molecule materials.

pictograms

Exclamation mark

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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Articles

Fabrication procedure of organic field effect transistor device using a soluble pentacene precursor.

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.

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