Skip to Content
Merck
All Photos(1)

Key Documents

663921

Sigma-Aldrich

N,N′-Dipentyl-3,4,9,10-perylenedicarboximide

98%

Synonym(s):

PTCDI-C5

Sign Into View Organizational & Contract Pricing


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

Assay

98%

form

solid

mp

>300 °C

λmax

527 nm

fluorescence

λem ≤533 nm in chloroform

semiconductor properties

N-type (mobility~10−4 cm2/V·s)

SMILES string

CCCCCN1C(=O)c2ccc3c4ccc5C(=O)N(CCCCC)C(=O)c6ccc(c7ccc(C1=O)c2c37)c4c56

InChI

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

InChI key

JNZZCMNXYAOLTO-UHFFFAOYSA-N

General description

N,N′-Dipentyl-3,4,9,10-perylenedicarboximide (PTCDI-C5) belongs to the class of perylene based semiconducting materials that can be used as active compounds in a variety of opto-electronic devices. Its properties include cost efficiency, high mobility of electrons, high molar absorption coefficient, reversible redox properties and good electrochemical properties.

Application

Electron-transporting (n-type) organic semiconductor suitable for fabrication of n-channel organic field-effect transistors (OFETs). OFETs with electron mobilities με ~ 10-2 cm2/Vs and current on/off ratios on the order of 104 were made based on 1-dimensional nanowires prepared from N,N′-Dipentyl-3,4,9,10-perylenedicarboximide.
PTCDI-C5 can be used for a variety of applications which include liquid crystals, organic thin film transistors (OTFTs), solar cells, photovoltaics and sensors.

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

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

Choose from one of the most recent versions:

Certificates of Analysis (COA)

Lot/Batch Number

Don't see the Right Version?

If you require a particular version, you can look up a specific certificate by the Lot or Batch number.

Already Own This Product?

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

Visit the Document Library

Sensing properties of the n, n?-dipentyl-3, 4, 9, 10-perylenedicarboximide small molecule for different concentrations and solvents for sensor applications
Gunduz B
Sensor Letters, 13(1), 52-63 (2015)
Investigation of the spectral, optical and surface morphology properties of the N, N?-Dipentyl-3, 4, 9, 10-perylenedicarboximide small molecule for optoelectronic applications
Gunduz B
Polymers For Advanced Technologies, 27(2), 144-155 (2016)
Variable temperature film and contact resistance measurements on operating n-channel organic thin film transistors
Chesterfield RJ, et al.
Journal of Applied Physics, 95(11), 6396-6405 (2004)
Study of structural, optical properties and electronic structure of PTCDI-C5 organic nanostructure
Kurban M and Gunduz B
Chemical Physics Letters, 691(2), 14-21 (2018)
Frank Würthner
Chemical communications (Cambridge, England), (14), 1564-1579 (2004-07-21)
Perylene bisimide dyes and their organization into supramolecular architectures through hydrogen-bonding, metal ion coordination and pi-pi-stacking is discussed; further self-assembly leading to nano- and meso-scopic structures and liquid-crystalline compounds is also addressed.

Articles

Flexible electronic circuits, displays, and sensors based on organic active materials will enable future generations of electronics products that may eventually enter the mainstream electronics market.

Self-Assembled Nanodielectrics (SANDs) for Unconventional Electronics

Optoelectronic devices such as light-emitting diodes (LEDs), solar cells, and light-emitting field effect transistors (FETs) that utilize organic materials as their light harvesting and/or charge transporting component have been the subject of much academic and commercial attention.

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

See All

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