1056841-63-4

Basic information

• Product Name: 2,5-dibromo-3,4-dicyanothiophene
• CAS NO: 1056841-63-4
• Molecular Weight: 291.953
• Mol File: 1056841-63-4.mol
• Article Data: 5

Chemical Properties

• CAS DataBase Reference: 2,5-dibromo-3,4-dicyanothiophene(CAS DataBase Reference)
• NIST Chemistry Reference: 2,5-dibromo-3,4-dicyanothiophene(1056841-63-4)
• EPA Substance Registry System: 2,5-dibromo-3,4-dicyanothiophene(1056841-63-4)

Safety Data

• Hazardous Substances Data: 1056841-63-4(Hazardous Substances Data)

Usage

Structure

Thiophene derivative with bromine and cyano groups

Usage

Organic synthesis and materials science

Building block

Synthesis of organic semiconductors and optoelectronic materials

Electron-accepting properties

Good

Applications

Organic light-emitting diodes, organic photovoltaics, and organic field-effect transistors

Potential applications

Organic electronics, photovoltaics, and sensor technologies

High electron affinity

Yes

Optical properties

Yes

Upstream product

• 18853-32-2 3,4-dicyanothiophene 

Downstream Products

• 197370-02-8 (4-Butyl-phenyl)-[2,5-dibromo-4-(4-butyl-benzoyl)-thiophen-3-yl]-methanone 
• 190723-14-9 1,3-dibromo-5-butyl-4H-thieno[3,4-c]pyrrole-4,6(5H)-dione 

Relevant articles and documents

Two-Dimensional Halide Perovskite Materials

The present disclosure relates to novel two-dimensional halide perovskite materials, and the method of making and using the two-dimensional halide perovskite materials.

OLIGOTHIOPHENES DERIVATIVES

The present invention is directed to new oligothiophene derivatives and their use as a semiconductor material in electronic devices. More specifically, the present invention relates to new 3,4-dicyanooligothiophenes derivatives, processes for manufacturing thereof, and to their use as organic n-type (electron-transporting) semiconductors, in particular, in field-effect transistors (FET).

Alternating donor/acceptor repeat units in polythiophenes. Intramolecular charge transfer for reducing band gaps in fully substituted conjugated polymers

This paper describes a method to limit the band gap widening that occurs in fully substituted conjugated polymers. This is done by constructing step growth [AB] polymers where the A-units are electron rich and the B-units are electron deficient. The thiophene-based polymers were prepared by modified Stille polymerizations using Pd(0)/CuI catalyst systems in which aryldibromides were coupled with aryldistannanes. The donor units were N,N′-(bis-tert-butoxycarbonyl)-3,4-diaminothiophene, N,N′-(bis-tert-butoxycarbonyl)-N,N′-(dimethyl)-3,4-diaminothiophene, 3,4-diaminothiophene, or 3,4-dialkoxythiophenes while the acceptor units were 3,4-dinitrothiophene, 3,4-(N-n-butylimido)thiophene, or 3,4-diketone-containing thiophenes. The optical spectra showed λmax values ranging from 400 to 676 nm (solution) and 400-768 (film) for these fully substituted polythiophenes, consistent with significant decreases in the band gaps. Intramolecular charge transfer character between the consecutive units explained the lowering of the band gaps. Two polymer systems based solely on electron deficient thiophenes were prepared via an Ullmann coupling which had optical absorption maxima that were in the range of 300-340 nm; considerably smaller than the λmax values for the donor/acceptor systems. Several model trimers were prepared which had significantly shorter wavelength optical absorptions than their corresponding polymers, thus confirming the need for the extended polymeric backbones.