76372-75-3

Basic information

• Product Name: N N'-DIPENTYL-3 4 9 10-PERYLENEDICARBOX&
• Synonyms: N N'-DIPENTYL-3 4 9 10-PERYLENEDICARBOX&;2,9-Dipentyl-anthra2,1,9-def:6,5,10-d'e'f'diisoquinoline-1,3,8,10-tetrone;N,N′-dipentyl-perylene-3,4,9,10-tetracarboxylic acid diimide;N,N'-Dipentyl-3,4,9,10-perylenedicarboximide;PenPTC;N,N'-Dipentyl-3,4,9,10-perylenedicarboximide 98%;N,N'-BIS(2,5-DIPENTYL)-3,4,9,10-PERYLENE DICARBOXIMIDE
• CAS NO: 76372-75-3
• Molecular Formula: C₃₄H₃₀N₂O₄
• Molecular Weight: 530.621
• Product Categories: electronic;OTFT/OFET/OPV Materials
• Mol File: 76372-75-3.mol
• Article Data: 6

Chemical Properties

• Melting Point: >300 °C
• Boiling Point: 734.1 °C at 760 mmHg
• Flash Point: 321.8 °C
• Appearance: /
• Density: 1.337 g/cm³
• CAS DataBase Reference: N N'-DIPENTYL-3 4 9 10-PERYLENEDICARBOX&(CAS DataBase Reference)
• NIST Chemistry Reference: N N'-DIPENTYL-3 4 9 10-PERYLENEDICARBOX&(76372-75-3)
• EPA Substance Registry System: N N'-DIPENTYL-3 4 9 10-PERYLENEDICARBOX&(76372-75-3)

Safety Data

• Hazard Codes: Xi
• Statements: 36/37/38
• Safety Statements: 26-36
• WGK Germany: 3
• Hazardous Substances Data: 76372-75-3(Hazardous Substances Data)

Usage

Uses

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.

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.

Upstream product

• 110-58-7 n-Pentylamine 
• 128-69-8 perylene-3,4,9,10-tetracarboxylic acid 3,4:9,10-dianhydride 

Downstream Products

• 156028-30-7 1,6,7,12-tetrakis(4-tert-butylphenoxy)perylene-3,4:9,10-tetracarboxylic acid dianhydride 
• 949572-56-9 N,N'-dipentyl-1,6,7,12-tetra(p-tert-butylphenoxy)perylene-3,4:9,10-bis(dicarboximide) 

Relevant articles and documents

Green and highly efficient synthesis of perylene and naphthalene bisimides in nothing but water

High-purity, symmetrically substituted perylene and naphthalene bisimides were obtained by hydrothermal condensation of monoamines with the corresponding bisanhydride. The hydrothermal imidization proceeds quantitatively, without the need for organic solvents, catalysts or excess of the amines.

Synthesis, electrochemical and optical absorption properties of new perylene-3,4:9,10-bis(dicarboximide) and perylene-3,4:9,10-bis(benzimidazole) derivatives

A series of perylene-3,4:9,10-bis(dicarboximide) (PBI) and perylene-3,4:9,10-bis(benzimidazole) (PTCBI) derivatives that are di-or tetra-substituted at the bay region by electron-donating or electron-withdrawing groups have been synthesized as soluble n-type semiconductors. Optical absorption spectroscopy and electrochemical analysis show that the nature of substitution at the bay region plays a crucial role in the modulation of the electronic properties of these PBI and PTCBI derivatives. Examination of these optical and electrochemical data in the light of energy levels identified by theoretical studies allowed a relationship between the structure and the electronic properties to be established. A relationship between the structure and electronic properties of n-type semiconductors from perylene-3,4:9,10- bis(dicarboximide) (PBI) and perylene-3,4:9,10-bis(benzimidazole) (PTCBI) series substituted at the bay region by electron-donating or electron-withdrawing groups has been established by using the complementary techniques of absorption spectroscopy, electrochemical analysis and theoretical calculations. Copyright

The Relation between Packing Effects and Solid State Fluorescence of Dyes

The solid state fluorescence of diketopyrrolopyrrole dyes and perylene-3,4:9,10-tetracarboxylic bisimides with alkyl substituents are investigated and compared with noncovalent interactions.The latter are estimated by crystal structure analysis, heats and entropies of fusion and solubilities in organic solvents.Applications of the dyes are discussed.