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776289

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:
110590-81-3
Molecular Weight:
530.61
MDL number:
MFCD00799275
UNSPSC Code:
12352103
PubChem Substance ID:
329767828
NACRES:
NA.23

Quality Level

100

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
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

Certificates of Analysis (COA)

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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.
Gierin Thomi et al.
Cells, 8(8) (2019-08-11)
Perinatal brain injury (PBI) in preterm birth is associated with substantial injury and dysmaturation of white and gray matter, and can lead to severe neurodevelopmental deficits. Mesenchymal stromal cells (MSC) have been suggested to have neuroprotective effects in perinatal brain
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)
Using molecular vibrations to probe exciton delocalization in films of perylene diimides with ultrafast mid-IR spectroscopy.
Kennehan ER, et al.
Physical Chemistry Chemical Physics, 19(36), 24829-24839 (2017)
Silvia Quattrosoldi et al.
Polymers, 12(1) (2020-01-23)
The crystallization behavior of fully biobased poly(butylene isophthalate) (PBI) has been investigated using calorimetric and microscopic techniques. PBI is an extremely slow crystallizing polymer that leads, after melt-crystallization, to the formation of lamellar crystals and rather large spherulites, due to
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