76372-75-3

Usage

Uses

1. Used in Electronics Industry:
N,N'-Dipentyl-3,4,9,10-perylenedicarboximide is used as an electron-transporting (n-type) organic semiconductor for the fabrication of n-channel organic field-effect transistors (OFETs). These OFETs exhibit electron mobilities με ~ 10^-2 cm^2/Vs and current on/off ratios on the order of 10^4, which are achieved using 1-dimensional nanowires prepared from PTCDI-C5.
2. Used in Optoelectronic Devices:
PTCDI-C5 is utilized as an active compound in a variety of optoelectronic devices due to its high electron mobility and excellent electrochemical properties. These devices can include organic light-emitting diodes (OLEDs), organic photovoltaics (OPVs), and other advanced electronic components that require efficient charge transport and light interaction.
3. Used in Research and Development:
N,N'-Dipentyl-3,4,9,10-perylenedicarboximide is also used in research and development for the creation of novel materials and devices with improved performance in terms of charge transport, stability, and energy efficiency. Its unique properties make it a valuable candidate for exploring new applications and pushing the boundaries of current technology.

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 academic research and scientific papers

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.

Organic field-effect transistors based on disubstituted perylene diimides: Effect of alkyl chains on the device performance

The preparation and systematic investigation of n-type semiconductor materials based on disubstituted perylene diimides (PDIs) possessing alkyl chains with variable length (from C4 to C12) are reported. It was shown that electrical characteristics of field-effect transistors can be tuned by changing the length of the alkyl chains in the PDIs used as semiconductor materials.

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

WRITABLE AND ERASABLE HIGH-DENSITY OPTICAL STORAGE MEDIA

The invention relates to an optical storage medium comprising a substrate and a storage layer, wherein the storage layer comprises a compound of the formula (I) or (II)in which A and A', independently of one another, are unsubstituted or mono- or di-halo-, -hydroxy-, -C1-C6alkyl-, -C1-C6alkoxy-, -cyano- or -nitro-substituted phenyl, pyridyl, pyrrolyl, imidazolyl, furyl or thienyl, which can, if desired, be fused to a benzene ring, are halide, tetrafluoroborate or unsubstituted or with one or more halogen substituted C1-C6alkane-sulfonate, benzenesulfonate, C1-C6alkylbenzenesulfonate, C1-C6alkylsulfate or di-C1-C6alkyl-phosphonate of N-C1-C6alkyl-pyridiniumyl, or are unsubstituted or mono- or di-hydroxy-substituted C2-C6alkyl or C2-C6alkenyl, whose chain may be uninterrupted or interrupted by one or two oxygen atoms, B and B', independently of one another, are 2 H, S, S2 or SO2, and n and n', independently of one another, are each a number from 1 to 4. The invention also relates to a process for the optical writing, storage, reading, modification or erasing of data at a wavelength of from 400 to 700 nm using a novel recording medium, to an optical recorder for the optical writing, modification or erasing of data using only continuous laser radiation or only modulated laser radiation, to a process for converting a compound of the formula (I) or (II) from a black form into a red form by mechanical force, and to new compounds of the formula (I) or (II).

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.

Synthesis and Reactions of Perylenecarboxylic Acid Derivatives. VIII. Synthesis of N-Alkyl-3,4:9,10-Perylenetetracarboxylic Monoanhydride Monoimide

The condensations of 3,4:9,10-perylenetetracarboxylic dianhydride with alkylamines (isobutyl-, pentyl-, hexyl-, and octylamines) were spectroscopically determined.Under all of the reaction conditions employed, N-alkyl-3,4:9,10-perylenetetracarboxylic monoanhydride monoimide (2a-d) (alkyl=a; isobutyl, b; pentyl, c; hexyl, d; octyl) were obtained.As the reaction proceeded, the yield of 2a-d increased at an initial stage but decreased gradually after reaching a maximum.This maximum yield of 2a-d was: 2a; 85-88percent, 2b; 85-89percent, 2c; 78-84percent, 2d; 79-85percent.The kinetics of the reaction were also examined.