Skip to Content
MilliporeSigma
All Photos(1)

Documents

663921

Sigma-Aldrich

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

98%

Synonym(s):

PTCDI-C5

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

About This Item

Empirical Formula (Hill Notation):
C34H30N2O4
CAS Number:
76372-75-3
Molecular Weight:
530.61
MDL number:
MFCD08276855
UNSPSC Code:
12352103
PubChem Substance ID:
24884669
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
GHS07

signalword

Warning

Hazard Classifications

Eye Irrit. 2 - Skin Irrit. 2 - STOT SE 3

target_organs

Respiratory system

Storage Class

11 - Combustible Solids

wgk_germany

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

dust mask type N95 (US), Eyeshields, Gloves

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

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)
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)
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.
View All Related Papers

Articles

Organic Materials for Thin Film Transistors

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

Review the potential of self-assembled multilayer gate dielectric films fabricated from silane precursors for organic, inorganic, and transparent TFT and for TFT circuitry and OLED displays.

Optoelectronic Devices with DPP-containing Molecules

Organic materials in optoelectronic devices like LEDs and solar cells are of significant academic and commercial interest.

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.

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