249733-87-7

Upstream product

• 123-75-1 pyrrolidine 
• 191997-95-2 N,N'-dicyclohexyl-1,7-dibromoperylene-3,4:9,10-tetracarboxylic dianhydride 
• 108-91-8 cyclohexylamine 
• 128-69-8 perylene-3,4,9,10-tetracarboxylic acid 3,4:9,10-dianhydride 
• 118129-60-5 1,7-dibromoperylene-3,4,9,10-tetracarboxylic dianhydride 
• 1202969-21-8 1,7-dichloroperylene-3,4:9,10-tetracarboxylic acid bisanhydride 

Downstream Products

• 404871-18-7 N-cyclohexyl-1,7-bis(pyrrolidin-1-yl)perylene-3,4:9,10-tetracarboxylic acid 3,4-anhydride 9,10-imide 

Relevant academic research and scientific papers

Synthesis and photophysical properties of electron-rich perylenediimide-fullerene dyad

An electron-rich perylenediimide-C60 dyad has been prepared to explore a new type of donor-acceptor system. Time-resolved absorption measurements in benzonitrile revealed unambiguous evidence for the formation of a charge-separated state consis

Light harvesting and amplification of emission of donor perylene-acceptor perylene aggregates in aqueous medium

With the aid of rational design, we have synthesized a pair of water-soluble donor- and acceptor-type twisted perylene bisimide units, which together form aggregates upon lowering the pH of the medium, providing bright yellow fluorescence. The light-harvesting efficiency of the co-assembled system can be tuned by controlling the ratio of donor to acceptor and 98.1 % efficiency has been achieved. Light harvesting: Through the use of rational design, a pair of water-soluble donor- and acceptor-type twisted perylene bisimide units have been synthesized. Together, these form aggregates when the pH of the medium is lowered, emitting bright yellow fluorescence. The light-harvesting efficiency of the co-assembled system can be tuned by controlling the ratio of donor to acceptor and over 98 % efficiency has been achieved.

Synthesis and characterization of perylene diimide based molecular multilayers using CuAAC: Towards panchromatic assemblies

Three perylene diimides (PDI) were synthesized with propargyl groups at the diimide positions to enable the fabrication of molecular multilayer thin films via sequential copper(i) catalyzed azide-alkyne cycloaddition (CuAAC) coupling reactions in a layer-by-layer (LbL) fashion. The new PDIs with phenoxy (PhO-PDI), dodecylthiol (Thiol-PDI), and pyrrolidine (Pyrr-PDI) substituents in bay positions have optical absorption spectra that span a large portion of the visible region. Multilayer growth on 11-azidoundecylsiloxane coated silica glass and indium tin oxide (ITO) surfaces was demonstrated up to 10 bilayers of each PDI with 1,3,5-tris(azidomethyl)-benzene (N3Mest) via optical and infrared spectroscopy. Polarized UV-visible absorption measurements showed a strong dependence on the orientation of the film in the light path and was consistent with a preferential orientation of the PDI molecules in the film at 40-42° with respect to the substrate surface. Grazing-angle attenuated total reflectance (GATR) infrared spectra of the films show an increase in content of unreacted azides during multilayer growth from N3Mest as a result of the smaller molecular footprint as compared to the PDI components. Electrochemical scans of the multilayer films grown on ITO exhibited reversible two-electron reduction waves for the PDIs with linear increases in charge with bilayer growth. The electrochemically derived surface coverages of PDIs averaged 1.2-1.3 × 1014 molecules per cm2 for each layer added to the multilayer films. The flexibility of the CuAAC based LbL assembly methodology is highlighted by the assembly of a mixed multilayer film containing five layers of each PDI, resulting in a panchromatic film that is a summation of individual chromophores. This journal is the Partner Organisations 2014.

Rigid oligoperylenediimide rods: Anion-π slides with photosynthetic activity

(Chemical Equation Presented) Slide rules: A new class of membrane-active rigid-rod molecules comprising π-acidic, n-semiconducting oligoperylene-diimides is introduced (see picture). They are able to combine passive anion transport across lipid bilayers with photoactive electron transport in the other direction across intact vesicle membranes. Thus, the compounds demonstrate artificial photosynthetic activity.

Preparation and characterization of regioisomerically pure 1,7-disubstituted perylene bisimide dyes

A detailed study on bromination and subsequent imidization of perylene bisanhydride with cyclohexylamine is reported. The present results reveal that previously reported 1,7-difunctionalized perylene bisimides are presumably contaminated with the respecti

3,4:9,10-Perylenebis(dicarboximide) chromophores that function as both electron donors and acceptors

Five green 3,4:9,10-perylenebis(dicarboximide)dyes that both donate and accept electrons have been synthesized under mild conditions in high yields. These chromophores undergo reversible one-electron oxidation and reduction in butyronitrile at modest pote