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776289

Sigma-Aldrich

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

98% (HPLC)

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

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About This Item

Empirical Formula (Hill Notation):
C34H30N2O4
CAS Number:
Molecular Weight:
530.61
MDL number:
UNSPSC Code:
12352103
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

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.[1][2]

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.[3][4] 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.[1]
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

Signal Word

Warning

Hazard Statements

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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Solvatochromism and turn-off fluorescence sensing property of N, N?-bis (3-pentyl) perylene-3, 4, 9, 10-bis (dicarboximide) towards nitroaromatics and photophysical study of its microstructures.
Maity S, et al.
Journal of Molecular Liquids, 224, 255-264 (2016)
Luca Grispoldi et al.
Toxins, 11(5) (2019-05-28)
Possible contamination by Staphylococcus aureus of the production environment and of the meat of a canned meat production factory was analysed. A total of 108 samples were taken from nine critical control points, 13 of them were positive for S.
The effects of donor: acceptor intermolecular mixing and acceptor crystallization on the composition ratio of blended, spin coated organic thin films.
Weintraub MT, et al.
Journal of Material Chemistry C, 4(33), 7756-7765 (2016)
Organic ternary solar cells: a review.
Ameri T, et al.
Advanced Materials, 25(31), 4245-4266 (2013)
Anna Truzzi et al.
Developmental psychobiology, 60(3), 333-339 (2018-01-23)
The oxytocinergic system is highly involved in social bonding and early caregiver-infant interactions. Here, we hypothesize that oxytocin receptor (OXTR) gene genotype and parental bonding history interact in influencing social development. To address this question, we assessed adult males' arousal

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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