1057401-09-8

Basic information

• Product Name: N,N'-bis(dodecyl)-3,6-dithienyl-1,4-diketopyrrolo[3,4-c]pyrrole
• Synonyms: N,N'-bis(dodecyl)-3,6-dithienyl-1,4-diketopyrrolo[3,4-c]pyrrole
• CAS NO: 1057401-09-8
• Molecular Formula: C₃₈H₅₆N₂O₂S₂
• Molecular Weight: 636.99
• EINECS: -0
• Mol File: 1057401-09-8.mol

Chemical Properties

• Appearance: /
• CAS DataBase Reference: N,N'-bis(dodecyl)-3,6-dithienyl-1,4-diketopyrrolo[3,4-c]pyrrole(CAS DataBase Reference)
• NIST Chemistry Reference: N,N'-bis(dodecyl)-3,6-dithienyl-1,4-diketopyrrolo[3,4-c]pyrrole(1057401-09-8)
• EPA Substance Registry System: N,N'-bis(dodecyl)-3,6-dithienyl-1,4-diketopyrrolo[3,4-c]pyrrole(1057401-09-8)

Safety Data

• Hazardous Substances Data: 1057401-09-8(Hazardous Substances Data)

Usage

Uses

Used in Organic Semiconductor Synthesis:
N,N'-bis(dodecyl)-3,6-dithienyl-1,4-diketopyrrolo[3,4-c]pyrrole is used as a key component in the synthesis of organic semiconductors due to its electron donor and acceptor properties. This makes it suitable for the creation of materials that can be used in various electronic devices.
Used in Electronic Devices:
In the Electronics Industry, N,N'-bis(dodecyl)-3,6-dithienyl-1,4-diketopyrrolo[3,4-c]pyrrole is used as a material for manufacturing transistors and solar cells. Its application in these devices is attributed to its ability to enhance the performance and efficiency of organic photovoltaic devices.
Used in Thin Film Electronic Devices:
N,N'-bis(dodecyl)-3,6-dithienyl-1,4-diketopyrrolo[3,4-c]pyrrole is utilized as a soluble material in the production of thin film electronic devices. The dodecyl substituents on the nitrogen atoms improve the compound's solubility in organic solvents, allowing for easier processing and integration into thin film technologies.
Used in the Development of High-Performance Electronic Devices:
Due to its promising chemical and electronic properties, N,N'-bis(dodecyl)-3,6-dithienyl-1,4-diketopyrrolo[3,4-c]pyrrole is used as a constituent in the development of high-performance electronic devices. Its contribution to these devices is aimed at achieving better efficiency and lower production costs.

Upstream product

• 143-15-7 1-dodecylbromide 
• 1003-31-2 thiophene-2-carbonitrile 

Downstream Products

• 1232880-65-7 3,6-bis-(5-bromothiophen-2-yl)-N,N'-bis(dodecyl)-1,4-dioxopyrrolo[3,4-c]pyrrole 
• 1232880-70-4 C₅₂H₆₂F₆N₂O₂S₂ 
• 1232880-72-6 C₅₄H₆₀F₁₂N₂O₂S₂ 
• 1232880-68-0 C₅₆H₆₆F₆N₂O₂S₂ 

Relevant articles and documents

Synthesis and characterization of a new ethynyl-bridged C60 derivative bearing a diketopyrrolopyrrole moiety

A new soluble C60 derivative bearing a diketopyrrolopyrrole (DPP) moiety has been synthesized by ethynylation reaction. Characterization by UV-visible spectrophotometry and cyclic voltammetry has been performed in order to study the influence o

Aggregation-induced emission near-infrared emission diketopyrrolopyrrole compound and preparation method thereof

The invention discloses an aggregation-induced emission near-infrared emission diketopyrrolopyrrole compound and a preparation method thereof. The method comprises the steps that 3,6-dithiophene diketopyrrolopyrrole reacts with twice molar weight of alkyl

Optical properties of oligothiophene substituted diketopyrrolopyrrole derivatives in the solid phase: Joint J- and H-type aggregation

Photophysical properties of diketopyrrolopyrrole derivatives substituted with oligothiophenes are investigated. All compounds are found to be fluorescent both in solution and in the solid phase. At low temperature in the solid, fluorescence originates from excimer-like excited states. Comparison of absorption and fluorescence excitation spectra taken under matrix isolated conditions and on solid films show the presence of both J- and H-type absorption bands in the solid phase. Quantum-chemical calculations, including exciton-phonon coupling to account for deviations from the Born-Oppenheimer approximation, are performed to simulate the band shape of the lowest absorption band in the molecular solid. The joint presence of J- and H-bands is explained by the presence of two molecules in the unit cell. The Davydov splitting is substantial for molecules with linear alkyl substituents on the nitrogen atom (on the order of 0.2 eV) but can be reduced to almost zero by introducing branching at the β-carbon of the alkyl side chain.

N-Type Materials And Organic Electronic Devices

There is presently provided organic compounds of formula I, n-type acceptor materials derived from such compounds and devices comprising such n-type acceptor materials. [in-line-formulae](An-Dp?rAn??I[/in-line-formulae]

N-TYPE MATERIALS AND ORGANIC ELECTRONIC DEVICES

The invention provides organic compounds of formula I, wherein each A is an independently selected conjugated electron withdrawing aromatic or heteroaromatic group; each D is an independently selected ethenylene group, ethynylene group or a conjugated electron donating aromatic or heteroaromatic group; r is an integer having a value of 2 or greater; each n is independently an integer from 1 to 20; and each p is independently an integer from 1 to 10. N-type acceptor materials derived from such compounds and devices comprising such n-type acceptor materials are also provided.

Solution processable low bandgap diketopyrrolopyrrole (DPP) based derivatives: Novel acceptors for organic solar cells

Novel low bandgap solution processable diketopyrrolopyrrole (DPP) based derivatives functionalized with electron withdrawing end capping groups (trifluoromethylphenyl and trifluorophenyl) were synthesized, and their photophysical, electrochemical and photovoltaic properties were investigated. These compounds showed optical bandgaps ranging from 1.81 to 1.94 eV and intense absorption bands that cover a wide range from 300 to 700 nm, attributed to charge transfer transition between electron rich phenylene-thienylene moieties and the electron withdrawing diketopyrrolopyrrole core. All of the compounds were found to be fluorescent in solution with an emission wavelength ranging from 600 to 800 nm. Cyclic voltammetry indicated reversible oxidation and reduction processes with tuning of HOMO-LUMO energy levels. Bulk heterojunction (BHJ) solar cells using poly(3-hexylthiophene) (P3HT) as the electron donor with these new acceptors were used for fabrication. The best power conversion efficiencies (PCE) using 1:2 donor-acceptor by weight mixture were 1% under simulated AM 1.5 solar irradiation of 100 mW cm-2. These findings suggested that a DPP core functionalized with electron accepting end-capping groups were a promising new class of solution processable low bandgap n-type organic semiconductors for organic solar cell applications.