82531-03-1

Basic information

• Product Name: N,N'-Bis(2-ethylhexyl)-3,4,9,10-perylenetetracarboxylic DiiMide
• Synonyms: N,N'-Bis(2-ethylhexyl)-3,4,9,10-perylenetetracarboxylic DiiMide;N,N'-Bis(2-ethylhexyl)-3,4,9,10-perylenetetracarboxylic Diimide
• CAS NO: 82531-03-1
• Molecular Formula: C₄₀H₄₂N₂O₄
• Molecular Weight: 690.8735
• Mol File: 82531-03-1.mol
• Article Data: 23

Chemical Properties

• Appearance: /
• CAS DataBase Reference: N,N'-Bis(2-ethylhexyl)-3,4,9,10-perylenetetracarboxylic DiiMide(CAS DataBase Reference)
• NIST Chemistry Reference: N,N'-Bis(2-ethylhexyl)-3,4,9,10-perylenetetracarboxylic DiiMide(82531-03-1)
• EPA Substance Registry System: N,N'-Bis(2-ethylhexyl)-3,4,9,10-perylenetetracarboxylic DiiMide(82531-03-1)

Safety Data

• Hazardous Substances Data: 82531-03-1(Hazardous Substances Data)

Usage

General Description

N,N'-Bis(2-ethylhexyl)-3,4,9,10-perylenetetracarboxylic diimide, also known as PDI, is a synthetic organic compound widely used as a non-fullerene acceptor in organic solar cells and organic field-effect transistors. Its chemical structure consists of two 2-ethylhexyl chains attached to a perylenetetracarboxylic diimide core, which provides excellent electron-accepting properties. PDI has been found to exhibit high electron mobility, good film-forming properties, and exceptional stability under ambient conditions, making it a promising candidate for the development of efficient and durable organic electronic devices. Additionally, PDI has shown potential for use in fluorescent dyes, liquid crystals, and conductive materials due to its unique optical and electrical properties.

Upstream product

• 104-75-6 2-Ethylhexylamine 
• 128-69-8 perylene-3,4,9,10-tetracarboxylic acid 3,4:9,10-dianhydride 
• 26392-49-4 2-ethyl-hexylamine hydrochloride 

Downstream Products

• 851786-15-7 N,N'-di(2-ethylhexyl)-1,7-dibromoperylene-3,4,9,10-bisdicarboximide 
• 1015473-19-4 5-bromo-2,9-bis(2-ethylhexyl)anthra[2,1,9-def:6,5,10-d',e',f']diisoquinoline-1,3,8,10(2H,9H)-tetraone 
• 1372642-67-5 C₅₀H₅₅N₃O₄ 
• 1389336-63-3 C₅₁H₅₅N₃O₅ 
• 1372642-66-4 C₄₆H₄₆N₂O₄ 
• 952684-26-3 C₆₀H₆₆N₂O₆ 
• 1356240-97-5 C₄₈H₄₉BrN₂O₅ 
• 1356240-93-1 C₄₇H₄₇BrN₂O₅ 
• 1356240-88-4 C₄₇H₄₆Br₂N₂O₅ 

Relevant articles and documents

A highly sensitive and selective colorimetric chemosensor for F- detection based on perylene-3,4:9,10-tetracarboxylic bisimide

A novel colorimetric chemosensor PBIOSi has been designed and synthesized. The addition of F- to a THF solution of PBIOSi resulted in an obvious color change (from red to green) in a short time because of the specific cleavage of Si-O bond in P

Influence of para-alkyl chain length of the bay-phenyl unit on properties and photovoltaic performance of asymmetrical perylenediimide derivatives

In this report, three asymmetrical perylenediimide derivatives (PDI) substituted on the bay-position with para-alkylphenyl groups were synthesized, on which the substituted alkyl side chain was n-propyl (4-PP-PDI), n-hexyl (4-HP-PDI), or n-nonyl (4-NP-PDI

Perylene derivatives as a fluorescent probe for sensing of amines in solution

Amines play an important role in many physiological processes in living organisms. The present study explores the use of perylene diimide (PDI) and perylene monoimide (PMI) for the detection of common amines in solution. A systematic investigation using primary, secondary and tertiary amines as electron donors and perylene derivatives as electron acceptors is carried out in solution to understand the molecular interactions. Results from steady-state luminescence spectroscopy suggested that the PDI and PMI interact with the amine derivatives in the excited state, which led to photoinduced electron transfer and fluorescence quenching. Stern-Volmer plots were used to understand the quenching behavior of perylene derivatives in presence of various amines. The bimolecular rate constants of the dynamic quenching have been deduced for PDI, the values are in the range of 1.8?×?109?M?1s?1 for primary amines, 8?×?109?M?1s?1 for tertiary amines and 2.2?×?1010?M?1s?1 for aniline. Similar quenching rate constants for primary, secondary and tertiary amines were also observed for PMI. PDI showed higher selectivity for bulky hydrophobic amines over linear primary amines in solution. Such interactions could be investigated further to understand the response of perylene based sensors for amines.

Near infrared absorption/emission perylenebisimide fluorophores with geometry relaxation-induced large Stokes shift

The dyes (P-1 and P-2) of perylenebisimide (PBI) conjugated with 2-(2-hydroxyphenyl)benzothiazole (HBT) were prepared by Sonogashira coupling reaction. The new compounds have special photophysical properties, such as near infrared absorption/emission and large Stokes shift. The UV-vis absorption (range from 651 nm to 690 nm) and emission wavelength (range from 732 nm to 756 nm) of P-1 and P-2 extend to near infrared range. Importantly, they have much larger Stokes shifts (range from 73 nm to 105 nm) compared with the conventional PBI derivatives, such as 7 (from 19 nm to 65 nm) and 9 (from 81 nm to 86 nm). TD-DFT calculation was used to rationalize UV-vis absorption, emission and especially large Stokes shift from the theoretical point of view. We found geometry relaxation of P-1 and P-2 in the excited state is an important reason for the origin of large Stokes shift besides intramolecular electron transfer (ICT).

Benzoperylenetriimide derivative anion free radical L-type pi-dimer and preparation method thereof

The invention provides a benzoperylenetriimide derivative anion free radical L-type pi-dimer and a preparation method thereof, and belongs to the technical field of organic synthesis. The benzoperylenetriimide derivative anion free radical L-type pi-dimer