52000-75-6

Basic information

• Product Name: 2,9-Dibutyl-anthra2,1,9-def:6,5,10-d'e'f'diisoquinoline-1,3,8,10-tetrone
• Synonyms: 2,9-Dibutyl-anthra2,1,9-def:6,5,10-d'e'f'diisoquinoline-1,3,8,10-tetrone
• CAS NO: 52000-75-6
• Molecular Formula: C₃₂H₂₆N₂O₄
• Molecular Weight: 502.567
• Product Categories: electronic
• Mol File: 52000-75-6.mol
• Article Data: 12

Chemical Properties

• Appearance: /
• CAS DataBase Reference: 2,9-Dibutyl-anthra2,1,9-def:6,5,10-d'e'f'diisoquinoline-1,3,8,10-tetrone(CAS DataBase Reference)
• NIST Chemistry Reference: 2,9-Dibutyl-anthra2,1,9-def:6,5,10-d'e'f'diisoquinoline-1,3,8,10-tetrone(52000-75-6)
• EPA Substance Registry System: 2,9-Dibutyl-anthra2,1,9-def:6,5,10-d'e'f'diisoquinoline-1,3,8,10-tetrone(52000-75-6)

Safety Data

• Hazardous Substances Data: 52000-75-6(Hazardous Substances Data)

Usage

Structural components

Anthracene and isoquinoline aromatic ring systems, tetrone functional group with four oxygen atoms

Physical properties

Large, rigid structure

Potential applications

Organic electronics, materials chemistry

Potential properties

Interesting physical and chemical properties for industrial and technological applications

Upstream product

• 95689-64-8 N,N’-dibutyl-1,6,7,12-tetrachloroperylene-3,4:9,10-tetracarboxylic acid bisimide 
• 81-32-3 perylene-3,4,9,10-tetracarboxylic acid 
• 109-73-9 N-butylamine 
• 128-69-8 perylene-3,4,9,10-tetracarboxylic acid 3,4:9,10-dianhydride 

Downstream Products

• 70654-99-8 N-(n-butyl)perylene-3,4-dicarboxiimide-9,10-dicarboxylic acid anhydride 
• 128-69-8 perylene-3,4,9,10-tetracarboxylic acid 3,4:9,10-dianhydride 

Relevant articles and documents

Synthesis and properties of a tetrathiafulvalene-perylene tetracarboxylic diimide-tetrathiafulvalene dyad

A donor-acceptor-donor dyad 4 involving 2-sulfur-3-methylthio-6,7- bis(hexylthio)tetrathiafulvalene (TTF) as a donor attached directly to N,N′-dibutylperylene-3,4,9,10-tetracarboxylic diimide (PDI) as an acceptor was synthesized by condensation of N,N′-dibutyl-1,6-dibromo-3,4,9,10- perylenetetracarboxylic diimide and 2-(2-cyanoethylthio-3-methylthio-6,7- bis(hexylthio)tetrathiafulvalene. The cyclic voltammetric (CV) data implied significant intramolecular interaction and the absorption spectrum indicated that there was an intramolecular charge transfer (ICT) interaction between TTF and PDI moieties in dyad 4. Comparing with PDI 13, the fluorescence emission intensity of dyad 4 was quenched almost quantitatively, which might result from the photo-induced electron transfer (PET) interaction between the PDI and TTF moieties in dyad 4. The fluorescence intensity of dyad 4 could be reversibly modulated by sequential oxidation and reduction of the TTF unit using chemical methods. Thus dyad 4 can be regarded as a new reversible fluorescence-redox dependent molecular switch. The Royal Society of Chemistry and the Centre National de la Recherche Scientifique 2008.

Practical Preparation of Octa- and Tetrabromoperylene Diimides and Derivatives Thereof

A mild synthesis of fully brominated perylene dianhydride and diimides in one step from easily available unsubstituted precursors is presented. The partial reduction of ortho -bromo substituents with hydrazine hydrate allowed for a gram-scale synthesis of a valuable intermediate, 1,6,7,12-tetrabromoperylene diimide. Several new twisted fully core-substituted perylene diimide derivatives having sulfur, nitrogen, or oxygen substituents were synthesized using regioselective nucleophilic substitution reactions.

Core Perylene Diimide Designs via Direct Bay- and ortho-(Poly)trifluoromethylation: Synthesis, Isolation, X-ray Structures, Optical and Electronic Properties

We developed an efficient solvent- and catalyst-free direct polytrifluoromethylation of solid perylene-3,4,9,10-tetracarboxylic dianhydride that produced a new family of (poly)perfluoroalkyl bay- and ortho-substituted PDIs with two different imide substituents. Direct hydrogen substitution with CN group led to the synthesis of a cyanated perfluoroalkyl PDI derivative for the first time. Absorption, steady-state and time-resolved emission, X-ray diffraction, electrochemical, and gas-phase electron affinity data allowed for systematic studies of substitution effects at bay, ortho, and imide positions in the new PDIs. Solid-state packing showed remarkable variations in the intermolecular interactions that are important for charge transport and photophysical properties. Analysis of the electrochemical data for 143 electron poor PDIs, including newly reported compounds, revealed some general trends and peculiar effects from substituting electron-withdrawing groups at all three positions.

Method for performing dehalogenation reduction on multi-halogenated perylene diimide through cobalt catalyzing

The invention discloses a method for performing dehalogenation reduction on multi-halogenated perylene diimide through cobalt catalyzing. The method is characterized in that multi-halogenated perylenediimide arene is effectively subjected to dehalogenation reduction by one step in the presence of an organic solvent through an inert atmosphere reactor under a catalyzing system containing dibromo cobalt with a catalyzing quantity, excessive manganese powder and excessive sodium formate. According to the method, the synthesizing route has the advantages of being simple, efficient, low in price of raw materials, low in synthesizing cost, and high in repeatability and can be widely applied to dehalogenation reduction reaction of other halogenated aromatic hydrocarbons.