Skip to Content
Merck
CN
All Photos(1)

Documents

771627

Sigma-Aldrich

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)

Sign Into View Organizational & Contract Pricing
All Photos(1)

About This Item

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

Assay

99%

form

powder

mp

120-130 °C

λmax

527, 490 nm in dichloromethane

semiconductor properties

(mobility=0.5 cm2/V·s)

SMILES string

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

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

InChI key

LQDAMBYDGRGJGA-UHFFFAOYSA-N

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

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 1

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Certificates of Analysis (COA)

Search for Certificates of Analysis (COA) by entering the products Lot/Batch Number. Lot and Batch Numbers can be found on a product’s label following the words ‘Lot’ or ‘Batch’.

Already Own This Product?

Find documentation for the products that you have recently purchased in the Document Library.

Visit the Document Library

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

Articles

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.

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

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

Our team of scientists has experience in all areas of research including Life Science, Material Science, Chemical Synthesis, Chromatography, Analytical and many others.

Contact Technical Service