851786-15-7

Basic information

• Product Name: N,N'-Bis(2-ethylhexyloxy)-1,7-dibroMo-3,4,9,10-perylene diiMide
• Synonyms: N,N'-Bis(2-ethylhexyloxy)-1,7-dibroMo-3,4,9,10-perylene diiMide;5,12-DibroMo-2,9-bis(2-ethylhexyl)anthra[2,1,9-def:6,5,10-d'e'f']diisoquinoline-1,3,8,10(2H,9H)-tetraone;N,N'-bis(2-ethylhexyl)-1,7-dibromo-3,4,9,10-perylene tetracarboxylic diimide;PDT32;N,N'-bis(2-ethylhexyl)-1,7-dibromoperylene-3,4:9,10-tetracarboxylic acid diimide;N,N'-bis(2-ethylhexyl)-1,7-dibr
• CAS NO: 851786-15-7
• Molecular Formula: C₄₀H₄₀Br₂N₂O₄
• Molecular Weight: 772.5646
• Mol File: 851786-15-7.mol
• Article Data: 29

Chemical Properties

• Boiling Point: 833.5±65.0 °C(Predicted)
• Appearance: /
• Density: 1.461±0.06 g/cm3(Predicted)
• Storage Temp.: Inert atmosphere,Room Temperature
• PKA: -2.83±0.20(Predicted)
• CAS DataBase Reference: N,N'-Bis(2-ethylhexyloxy)-1,7-dibroMo-3,4,9,10-perylene diiMide(CAS DataBase Reference)
• NIST Chemistry Reference: N,N'-Bis(2-ethylhexyloxy)-1,7-dibroMo-3,4,9,10-perylene diiMide(851786-15-7)
• EPA Substance Registry System: N,N'-Bis(2-ethylhexyloxy)-1,7-dibroMo-3,4,9,10-perylene diiMide(851786-15-7)

Safety Data

• Hazardous Substances Data: 851786-15-7(Hazardous Substances Data)

Usage

General Description

N,N'-Bis(2-ethylhexyloxy)-1,7-dibromo-3,4,9,10-perylene diimide is a chemical compound with a complex molecular structure. The specific structure includes two bromine atoms, which can provide the compound with unique properties. Its long chemical name often signifies a large molecular structure that includes a wide array of atoms such as carbon, hydrogen, oxygen, nitrogen, and bromine. As a perylene diimide derivative, it is likely characterized by strong absorption and luminescence in the visible light spectrum, making it potentially useful in dye or pigments, photoconductive coatings, or electronic applications. However, specific details of its hazard classification, toxicity, or overall health or environmental impacts may not readily available. Its application and characteristics can vary based on how it is synthesized or applied.

Upstream product

• 104-75-6 2-Ethylhexylamine 
• 124-22-1 n-Dodecylamine 
• 128-69-8 perylene-3,4,9,10-tetracarboxylic acid 3,4:9,10-dianhydride 
• 82531-03-1 2,9-bis(2-ethylhexyl)anthra[2,1,9-def:6,5,10-d',e',f']diisoquinoline-1,3,8,10(2H,9H)-tetraone 
• 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 
• 118129-60-5 1,7-dibromoperylene-3,4,9,10-tetracarboxylic dianhydride 

Downstream Products

• 952684-26-3 C₆₀H₆₆N₂O₆ 
• 1356240-97-5 C₄₈H₄₉BrN₂O₅ 
• 1356240-93-1 C₄₇H₄₇BrN₂O₅ 
• 1311405-84-1 1,7-bis[4-(diphenylamino)phenyl] N,N'-2-ethylhexyl perylene bisimide 
• 1639428-87-7 C₇₂H₇₈N₆O₈ 
• 1380209-95-9 C₅₈H₅₀N₂O₆ 
• 1372642-67-5 C₅₀H₅₅N₃O₄ 
• 1389336-63-3 C₅₁H₅₅N₃O₅ 
• 1269063-77-5 C₅₆H₄₈F₆N₂O₈ 
• 851786-19-1 N,N'-di(2-ethylhexyl)-1,7-dithien-2-yl-3,4,9,10-perylenediimide 

Relevant articles and documents

Orientation of bromination in bay-region of perylene diimides

We found that the entering position of the bromination in the bay-region (e.g., 1,6,7,12-positions) was precisely determined by the orientation director(s), either individually or cooperatively. In particular, a combination of two directors shows precisely positioning for the third entering bromo with an effect of '1+1>2'.

Complementary Photocatalytic Toolbox: Control of Intramolecular endo-versus exo-trig Cyclizations of α-Phenyl Olefins to Oxaheterocyclic Products

The regioselectivity of the intramolecular cyclization of bifunctional α-phenyl alkenes can be controlled simply by the choice of the organic chromophore as the photocatalyst. The central photoredox catalytic reaction in both cases is a nucleophilic addition of the hydroxyl function to the olefin function of the substrates. N,N-(4-Diisobutylaminophenyl) phenothiazine catalyzes exo-trig cyclizations, whereas 1,7-dicyanoperylene-3,4,9,10-tetracarboxylic acid bisimides catalyze endo-trig additions to products with anti-Markovnikov regioselectivity. We preliminarily report the photoredox catalytic conversions of 11 representative substrates into 20 oxaheterocycles in order to demonstrate the similarity, but also the complementarity, of these two variants in this photoredox catalytic toolbox.

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).

Tubular Perylene Bisimide Macrocycles for the Recognition of Geometrical Isomers of Azobenzenes

Perylene bisimide-based materials are good candidates for photosensitive applications. Herein, we report synthesis, characterization, and complexation studies of perylene bisimide macrocycles obtained through bayside coupling. The isomeric macrocycles incorporated with interesting optical properties and tubular-shaped cavities are able to recognize geometric isomers of azobenzenes and aromatic amines. Such selective recognition is useful toward developing potential sensors for interesting isomeric pairs in the future.