192126-74-2

Upstream product

• 98-54-4 para-tert-butylphenol 
• 118129-60-5 1,7-dibromoperylene-3,4,9,10-tetracarboxylic dianhydride 
• 128-69-8 perylene-3,4,9,10-tetracarboxylic acid 3,4:9,10-dianhydride 

Downstream Products

• 1050520-25-6 N,N′‐dioctyl‐1,7‐di (4‐tert‐butylphenoxy)perylene‐3,4;9,10‐tetracarboxydiimide 
• 1414294-27-1 N,N'-di(4'-benzo-15-crown-5-ether)-1,7-di(4-tert-butyl-phenoxy)perylene-3,4;9,10-tetracarboxylic diimide 
• 1401032-31-2 C₅₀H₄₅NO₈ 
• 1354950-64-3 C₈₉H₁₁₄N₂O₁₁ 
• 1063607-25-9 C₁₁₀H₁₀₄N₁₆O₁₂ 

Relevant academic research and scientific papers

Light-harvesting and energy-transfer system based on self-assembling perylene diimide-appended hexaazatriphenylene

(Chemical Equation Presented) Six perylene diimide-appended hexaazatriphenylene, HAT-PDI6, was self-assembled in both solution and film state to form a highly stabilized dimer aggregate, in which an efficient energy transfer occurs from the hexaazatriphenylene core to the perylene-diimide moiety.

Highly uniform supramolecular nano-films derived from carbazole-containing perylene diimide: Via surface-supported self-assembly and their electrically bistable memory behavior

For electrical memory applications, two perylenetetracarboxylic diimide (PDI) derivatives, N,N′-(6-carbazole hexyl)-1,7-di(4-tert-butylphenoxy)perylene-3,4,9,10-tetracarboxylic diimide (PDI-6Cz) and N,N′-(2-carbazole ethyl)-1,7-di(4-tert-butylphenoxy)perylene-3,4,9,10-tetracarboxylic diimide (PDI-2Cz), were synthesized and their surface-supported self-assembly behaviors were investigated. PDI-2Cz tends to self-organize into regular rods, which are proved to be hexagonal lattices with single crystal nature, based on which memory device fabrication and electrically bistable behavior evaluation are technically infeasible. Whereas PDI-6Cz readily self-assembles into highly uniform nano-films with a considerably smooth surface, in which the X-ray diffraction study indicates strong π-π stacking between the aromatic skeletons. Further characterization indicates that sandwich memory devices using a PDI-6Cz nano-film as the active layer exhibit reprogrammable flash-type memory behavior with a switching-on voltage of ca. 0.8 V and an ON/OFF current ratio of 104. Besides, the devices exhibit excellent long-term operation stability, enduring up to 108 reading cycles without obvious current variation and an ultrafast switching response period of less than 20 ns. Photophysical and electrochemical measurements and DFT molecular simulations were conducted to determine the electronic transition occurring in the supramolecular self-assembled nano-film. Compared with organic storage materials based on polymers, the current memory device exhibits lower threshold voltage and more rapid response speed, which provides a new way for developing high-performance organic data storage materials.

[...] derivatives and their use

The invention relates to an N,N'-dimethyl-3,4,9,10-perylenetetracarboxylic diimide derivative and application thereof. The N,N'-dimethyl-3,4,9,10-perylenetetracarboxylic diimide derivative refers to the compound shown as a formula II in the specification or salts thereof. The designed and synthesized N,N'-dimethyl-3,4,9,10-perylenetetracarboxylic diimide derivative can be used for preparing perylene pigments such as C.I.pigment red 149. The perylene pigment prepared by the N,N'-dimethyl-3,4,9,10-perylenetetracarboxylic diimide derivative disclosed by the invention has large specific surface area and narrow particle size distribution.

Two novel rhodamine-perylenediimide fluorescent probes: Synthesis, photophysical properties, and cell imaging

In this study, two novel dual-switch fluorescent chemosensors based on rhodamine-peryleneiimide have been designed and synthesized. The dual-switching behaviors of the sensors were based on the structural transformations of rhodamine and an intramolecular photoinduced electron transfer (PET) process from rhodamine to perylenediimide. These probes exhibited excellent sensitivity to protons with enhanced fluorescence emission from 500 nm to 580 nm. The fluorescence changes of probes were reversible within a wide range of pH values from 2.0 to 11.0. Moreover, the sensors exhibited high selectivity, short response time, and long lifetime toward protons. The possible mechanism was investigated by the DFT calculation and 1H NMR. According to the experiment of confocal laser scanning microscopy, these probes could be used to detect the acidic pH variations in living cells.

A [...] imide-rhodamine fluorescence probe and its preparation method and application

The invention discloses a perylene diimide-rhodamine fluorescent probe, and a preparation method and an application thereof. The fluorescent probe has the following structural formula. The invention also discloses a preparation method of the fluorescent probe and an application thereof. The perylene diimide-rhodamine fluorescent probe provided by the invention has good solubility and a fluorescent probe property of good sensitivity. The fluorescent probe can be used as a near-infrared fluorescence emission sensitive pH fluorescent probe and a mercury ion fluorescent probe. The fluorescent probe has important application values in the fields of fluorescent switch and sensor, fluorescent probe, bio-marker and fluorescent imaging, organic light-emitting device, and the like.

Synthesis and intramolecular FRET of perylenediimide-naphthalimide dendrons

Two novel fluorescence resonance energy transfer-based perylenediimide- naphthalimide dendrons with perylenediimides as the energy acceptor, tertiary amines as the proton or metal receptor and naphthalimide as the energy donor were successfully synthesized. The dendrons exhibited high selectivity toward Fe(III) in the presence of various other metal cations and exhibited sensitivity to protons. A 1:2 stoichiometry was found for the complex formed by the probes and Fe(III) using a Job's plot and by non-linear least square fitting of the fluorescence titration curves. The probe molecules present abilities of fast fluorescence detection of Fe(III) and for the fluorescent detection of protons with high energy transfer efficiency of 96-98%.

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.

NOVEL POLYHEDRAL OLIGOMERIC SILSESQUIOXANE (POSS) BASED FLUORESCENT COLORANTS

Novel fluorescent polyhedral oligomeric silsesquioxane (POSS) colorants are provided. The colorants are strongly fluorescing and long lasting with excellent light stability. The novel colorants can be prepared from chromophores found in common pigments an

1,7-diaroxy- or 1,7-arylthio-substituted perylene-3,4,9,10-tetracarboxylic acids, their dianhydrides and diimides

PCT No. PCT/EP96/05519 Sec. 371 Date Jun. 18, 1998 Sec. 102(e) Date Jun. 18, 1998 PCT Filed Dec. 11, 1996 PCT Pub. No. WO97/22607 PCT Pub. Date Jun. 26, 19971,7-Disubstituted perylene-3,4,9,10-tetracarboxylic dianhydrides I and perylene-3,4,9,10-tetracarboxylic acids Ia where R is substituted or unsubstituted aryloxy, arylthio, hetaryloxy or hetarylthio, their preparation and use as pigments, laser dyes and precursors for preparing fluorescent dyes, polymeric colorants, pigments and pigment additives, and 1,7-disubstituted perylene-3,4,9,10-tetracarboxylic diimides (VI) as intermediates thereof.