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Usage

Uses

Used in Optoelectronic Industry:
PTCDI-C8 is used as an organic semiconductor for fabricating a wide range of optoelectronic devices, including light-emitting diodes (LEDs), photovoltaic cells, and field-effect transistors (FETs). Its high charge carrier mobility, excellent stability, and tunable energy levels make it an attractive material for these applications.
Used in Light Emitting Diodes (LEDs):
PTCDI-C8 is employed as an active layer material in LEDs due to its strong photoluminescence and electroluminescence properties. This allows for the efficient conversion of electrical energy into light, resulting in high brightness and color purity in the emitted light.
Used in Photovoltaic Cells:
In photovoltaic cells, PTCDI-C8 serves as a donor material in organic solar cells, where it can efficiently absorb sunlight and generate charge carriers. Its compatibility with a wide range of acceptor materials and tunable energy levels make it suitable for improving the power conversion efficiency of solar cells.
Used in Field Effect Transistors (FETs):
PTCDI-C8 is utilized as a semiconducting material in FETs, where it can modulate the flow of charge carriers in response to an applied electric field. Its high charge carrier mobility and stability contribute to the performance and reliability of FETs in various electronic devices.

Upstream product

• 111-86-4 n-Octylamine 
• 128-69-8 perylene-3,4,9,10-tetracarboxylic acid 3,4:9,10-dianhydride 
• 39061-46-6 N-n-Octyl-naphthalsaeureimid 

Downstream Products

• 1207954-40-2 N,N’-bis-n-octyl-2,5,8,11-tetra-phenethyl-3,4,9,10-perylenediimide 
• 1256572-78-7 C₅₄H₅₀N₂O₆ 
• 209111-67-1 N,N'-bis(n-octyl)-1,7-dibromo-perylene-3,4:9,10-bis(dicarboximide) 

Relevant academic research and scientific papers

Sulfur-substituted perylene diimides: Efficient tuning of LUMO levels and visible-light absorption: Via sulfur redox

A series of sulfide and sulfone substituted perylene diimides (PDIs) with different LUMO levels covering a range of 0.72 eV were synthesized through simple sulfur redox chemistry. The LUMO level of phenylsulfone substituted PDI reached a record-breaking-4

Perylene Diimide Based Fluorescent Dyes for Selective Sensing of Nitroaromatic Compounds: Selective Sensing in Aqueous Medium Across Wide pH Range

Water soluble perylenediimide based fluorophore salt, N,N′-bis(ethelenetrimethyl ammoniumiodide)-perylene-3,4,9,10-tetracarboxylicbisimide (PDI-1), has been used for selective fluorescence sensing of picric acid (PA) and 4-nitroaniline (4-NA) in organic as well as aqueous medium across wide pH range (1.0 to 10.0). PDI-1 showed strong fluorescence in dimethylformamide (DMF) (Φf = 0.26 (DMF) and moderate fluorescence in water. Addition of picric acid (PA) and 4-nitroaniline (4-NA) into PDI-1 in DMF/aqueous solution selectively quenches the fluorescence. The concentration dependent studies showed decrease of fluorescence linearly with increase of PA and 4-NA concentration. The interference studies demonstrate high selectivity for PA and 4-NA. Interestingly, PDI-1 showed selective fluorescence sensing of PA and 4-NA across wide pH range (1.0 to 10.0). Selective fluorescence sensing of PA and 4-NA has also been observed with trifluoroacetate (PDI-2), sulfate (PDI-3) salt of PDI-1 as well as octyl chain substituted PDI (PDI-4) without amine functionality. These studies suggest that PA and 4-NA might be having preferential interaction with PDI aromatic core and quenches the fluorescence. Thus PDI based dyes have been used for selective fluorescent sensing of explosive NACs for the first time to the best our knowledge.

Dinaphthothiepine Bisimide and Its Sulfoxide: Soluble Precursors for Perylene Bisimide

The synthesis and properties of dinaphtho[1,8-bc:1′,8′-ef]thiepine bisimide (DNTBI) and its oxides are described. Their molecular design is conceptually based on the insertion of a sulfur atom into the perylene bisimide (PBI) core. These sulfur-inserted PBI derivatives adopt nonplanar structures, which significantly increases their solubility in common organic solvents. Upon electron injection, light irradiation, or heating, DNTBI and its sulfoxides undergo sulfur extrusion reactions to furnish PBI. The photoinduced and thermal sulfur extrusion reactions proceed almost quantitatively. This unique reactivity enabled the fabrication of a high-performance solution-processed n-type organic field-effect transistor with an electron mobility of up to 0.41 cm2 V-1 s-1.

Greener Dye Synthesis: Continuous, Solvent-Free Synthesis of Commodity Perylene Diimides by Twin-Screw Extrusion

A continuous, scalable, and solvent-free method for the synthesis of various naphthalic imides and perylene diimides (PDIs) using twin-screw extrusion (TSE) is reported. Using TSE, naphthalic imides were obtained quantitatively without the need for excess amine reactant or product purification. With good functional-group tolerance, alkyl and benzyl amine derived PDIs (incl. commercial dyes) were obtained in 50–99 % yield. Use of K2CO3, enabled synthesis of more difficult aniline-derived PDIs. Furthermore, an automated continuous TSE process for Pigments Black 31 and 32 is demonstrated, with a throughput rate of about 1500 g day?1, corresponding to a space time yield of about 30×103 kg m?3 day?1, which is 1–2 orders of magnitude greater than for solvent-based batch methods. These methods provide substantial waste reductions and improved efficiency compared to conventional solvent-based methods.

Highly fluorescent free-standing films assembled from perylenediimide microcrystals for boosting aniline sensing

Molecular assembly has emerged as a key protocol for designing functional materials, although building in task-specific applications remains challenging. Here, a simple solvent-diffusion fabrication of highly fluorescent free-standing films (FFSFs) obtained from perylenediimide (PDI) microcrystals is described. The high fluorescence intensity of the resulting FFSFs follows from the mode of solid-state packing of the PDI molecules. The porous, crystalline FFSFs provide increased surface area and enable unobstructed diffusion of guest molecules for boosting aniline sensing with low detection limit, high selectivity and reversibility. Density functional theory (DFT) calculations indicate that the fluorescence quenching is caused by photoinduced electron transfer (PET). The new FFSFs furnish amplified discrimination of analytes and represent a major step ahead toward the rational synthesis of assembled sensing materials.

Immobilization of Perylene-3,4,9,10-Tetracarboxylic Dianhydride on Hollow Polysulfone Fibers: Primary Amine Coupling and Fluorescence Reporting

The fluorescent dye perylene-3,4,9,10-tetracarboxylic dianhydride (PBA) was immobilized onto polysulfone hollow fibers by means of a wet coating procedure. After immobilization, PBA was able to react with primary amines through a double anhydride ring opening reaction. The in situ amine coupling was further revealed by fluorescence analysis. Both emission (534 nm →538 nm) and fluorescence lifetime changes (2.7 ns →3.3 ns) of the dye are a useful tool to detect and visualize the occurrence of the reaction. The successful implementation of amine coupling with a reporting function on polysulfone fibers holds great interest for biomedical applications.

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.

Green and highly efficient synthesis of perylene and naphthalene bisimides in nothing but water

High-purity, symmetrically substituted perylene and naphthalene bisimides were obtained by hydrothermal condensation of monoamines with the corresponding bisanhydride. The hydrothermal imidization proceeds quantitatively, without the need for organic solvents, catalysts or excess of the amines.

Organic photoelectric device and image sensor including the same

An organic photoelectric device may include an anode and a cathode facing each other and the active layer between the anode and cathode, wherein the active layer includes a compound represented by Chemical Formula 1 and a compound represented by Chemical Formula 2. Chemical Formula 1 and Chemical Formula 2 are the same as in the detailed description.

Synthesis and aggregation properties of a series of dumbbell polyhedral oligosilsesquioxane-perylene diimide triads

A series of perylenetetracarboxylic diimide (PDI) derivatives connected with two bulky polyhedral oligosilsesquioxanes (POSSs) were designed and synthesized for the purpose of revealing the effect of bulky and well-defined side groups on the self-aggregat