82953-57-9

Basic information

• Product Name: N,N'-Bis(2,6-diisopropylphenyl)-3,4,9,10-perylenetetracarboxylic DiiMide
• Synonyms: N,N'-Bis(2,6-diisopropylphenyl)-3,4,9,10-perylenetetracarboxylic DiiMide;N,N'-bis-(2,6-Diisopropylphenyl)-3,4,9,10-tetracarboxdiimide;2,9-bis[2,6-bis(1-methylethyl)phenAnthra[2,1,9-def:6,5,10-d'e'f'] diisoquinoline-1,3,8,10(2H,9H)-tetrone;Orange fluorescence dye F-240
• CAS NO: 82953-57-9
• Molecular Formula: C49H50N6O4
• Molecular Weight: 786.9591
• Mol File: 82953-57-9.mol
• Article Data: 3

Chemical Properties

• Melting Point: 295-297 °C
• Appearance: /
• Density: 1.290±0.06 g/cm3(Predicted)
• Solubility: slightly sol. in Dimethylformamide
• PKA: 3.98±0.20(Predicted)
• CAS DataBase Reference: N,N'-Bis(2,6-diisopropylphenyl)-3,4,9,10-perylenetetracarboxylic DiiMide(CAS DataBase Reference)
• NIST Chemistry Reference: N,N'-Bis(2,6-diisopropylphenyl)-3,4,9,10-perylenetetracarboxylic DiiMide(82953-57-9)
• EPA Substance Registry System: N,N'-Bis(2,6-diisopropylphenyl)-3,4,9,10-perylenetetracarboxylic DiiMide(82953-57-9)

Safety Data

• Safety Statements: 24/25
• Hazardous Substances Data: 82953-57-9(Hazardous Substances Data)

Usage

General Description

N,N'-Bis(2,6-diisopropylphenyl)-3,4,9,10-perylenetetracarboxylic DiiMide, often abbreviated as PTCDA, is a synthetic, organic compound primarily used in the field of organic electronics due to its semiconducting properties. This chemical is derived from perylene, and is known for its unique molecular structure, which includes two anthracene units with four carboxylic imide groups, as well as its large, flat, and rigid structure. PTCDA displays several notable characteristics such as high thermal stability, strong light absorption in the UV-visible region, and a low-lying LUMO level. Its stability and unique electronic properties make it useful in the manufacturing of organic field-effect transistors (OFETs), organic light emitting diodes (OLEDs) and other organic electronic devices.

Upstream product

• 24544-04-5 2,6-diisopropylbenzenamine 
• 128-69-8 perylene-3,4,9,10-tetracarboxylic acid 3,4:9,10-dianhydride 

Relevant articles and documents

Electrochemistry, spectroscopy and electrogenerated chemiluminescence of perylene, terrylene, and quaterrylene diimides in aprotic solution

The electrochemistry, UV-vis spectrophotometry, photoluminescence, and electrogenerated chemiluminescence (ECL) of perylenedicarboxylic imide, perylenetetracarboxylic diimide (PDI), terrylenetetracarboxylic diimide (TDI), and quaterrylenecarboxylic diimide (QDI) were investigated. All compounds undergo two reversible one-electron reductions and one reversible one-electron oxidation reaction. The first reduction potential shifts to less negative values and the potential for oxidation to less positive values for the diimide series with increasing size of the aromatic core. These changes in potential correlate well with orbital energies from molecular orbital calculations. The difference in potential between the first and Second reduction waves decreased with increasing distance between the imide groups, so that TDI and QDI show only a single reduction wave, equivalent to a two- electron reduction. These reduction potentials provide estimates for the equilibrium constant for disproportionation of the radical anion. Very stable ECL spectra of PDI or TDI generated by sequential production of the radical cation and radical anion at an electrode were observed; these were identical to the photoluminescence spectra A consideration of the energetics of the electron transfer reaction and the singlet energy leads to the conclusion that emission occurs mainly via generation of triplets followed by triplet- triplet annihilation (the T-route).

[...] imide derivative and its preparation method and application

The invention discloses benzoperylene imide derivatives, and a preparation method and application thereof. The structural formula of the benzoperylene imide derivatives is disclosed in the specification. The benzoperylene imide derivatives are prepared by carrying out multiple reactions on the initial raw material 3,4,9,10-perylene tetracarboxylic acid anhydride. The benzoperylene imide derivatives have strong blue light absorptivity, the molar absorption coefficient at the maximum absorption wavelength reaches 50000 molcm above, the benzoperylene imide derivatives have no absorption in other visible light regions within the range of 500-800nm; and the spectrum properties of the derivatives can be utilized to prepare the blue light absorbing material which is applicable to the field of daily high-energy short-wave radiation prevention, such as mobile phone screen anti-blue-light coatings, eyeglass anti-blue-light coatings, paper anti-blue-light painting and the like.