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Merck
CN

771627

2,9-Bis[(4-methoxyphenyl)methyl]anthra[2,1,9-def:6,5,10-d′e′f′]diisoquinoline-1,3,8,10(2H,9H)tetrone

99%

Synonym(s):

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

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About This Item

Empirical Formula (Hill Notation):
C40 H26 N2 O6
Molecular Weight:
630.64
NACRES:
NA.23
PubChem Substance ID:
329767509
UNSPSC Code:
12352103
EC Number:
280-472-4
MDL number:
MFCD23160595

Key Documents

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InChI key

LQDAMBYDGRGJGA-UHFFFAOYSA-N

InChI

1S/C40H26N2O6/c1-47-23-7-3-21(4-8-23)19-41-37(43)29-15-11-25-27-13-17-31-36-32(40(46)42(39(31)45)20-22-5-9-24(48-2)10-6-22)18-14-28(34(27)36)26-12-16-30(38(41)44)35(29)33(25)26/h3-18H,19-20H2,1-2H3

SMILES string

COc1ccc(CN2C(=O)c3ccc4c5ccc6C(=O)N(Cc7ccc(OC)cc7)C(=O)c8ccc(c9ccc(C2=O)c3c49)c5c68)cc1

assay

99%

form

powder

mp

120-130 °C

λmax

527, 490 nm in dichloromethane

semiconductor properties

(mobility=0.5 cm2/V·s)

Application

High electron transporting character (electron mobility on the order of 0.5 cm2 V-1 s-1); Perylenebis(dicarboximide)s (PDIs) can be used as n-type materials for organic fieldeffect transistors (OFETs);
Excellent candidates as electron accepting building blocks for organic photovoltaics (OPVs);
IR transparent pigment for coating application.

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 1

flash_point_f

Not applicable

flash_point_c

Not applicable

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Certificates of Analysis (COA)

Lot/Batch Number
MKBN3016

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Josh Vura-Weis et al.
Journal of the American Chemical Society, 132(6), 1738-1739 (2010-01-26)
The binding energy and electronic coupling of perylenediimide (PDI) pi-stacked dimers were calculated using M06-2X/6-31++G** as a function of stacking geometry. Due to shallow minima in the potential energy surface, electronic coupling can vary by over an order of magnitude
M Carmen Ruiz Delgado et al.
Journal of the American Chemical Society, 132(10), 3375-3387 (2010-02-20)
Perylene tetracarboxylic diimide (PTCDI) derivatives stand out as one of the most investigated families of air-stable n-type organic semiconductors for organic thin-film transistors. Here, we use density functional theory to illustrate how it is possible to control the charge-transport parameters

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Organic Transistors for Biomedical Applications

Thin, lightweight, and flexible electronic devices meet widespread demand for scalable, portable, and robust technology.

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.

Soluble Pentacene Precursors

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

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