13090-49-8

Usage

Uses

Used in Organic Electronics:
Dithieno(3,4-b:3,4-d)thiophene is utilized as a key component in organic semiconductors due to its favorable electronic properties, which contribute to the performance and efficiency of these materials.
Used in Organic Thin-Film Transistors:
In the industry of thin-film transistors, Dithieno(3,4-b:3,4-d)thiophene serves as a material that enhances the semiconductor layer, improving the device's electrical characteristics and overall functionality.
Used in Organic Photovoltaic Devices:
Dithieno(3,4-b:3,4-d)thiophene is employed in the development of organic photovoltaic devices, where its optical properties play a crucial role in the conversion of light into electricity, thereby boosting the efficiency of solar cells.
Used in Research and Development:
Dithieno(3,4-b:3,4-d)thiophene is also used as a subject of study in research and development settings, where scientists explore its synthesis and chemical properties to unlock further potential applications and improve existing technologies in the field of organic electronics.

Upstream product

• 28504-81-6 4,4'-dibromo-3,3'-dithienyl sulfide 
• 638-02-8 2,5-DIMETHYLTHIOPHENE 
• 128912-54-9 2,5-dioctylthiophene 
• 1187319-44-3 tetra(trimethylsilanyl)dithieno[3,4-b;3',4'-d]thiophene 
• 5556-13-8 4,4′-dibromo-3,3′-bithiophene 
• 241806-32-6 3,4-dibromo-2,5-dioctylthiophene 
• 30711-41-2 1-(thiophen-2-yl)octan-1-one 
• 241806-30-4 2-octanoyl-5-octylthiophene 
• 880-36-4 2-octylthiophene 
• 39129-54-9 3,4-dibromo-2,5-dimethylthiophene 

Relevant academic research and scientific papers

The efficient synthesis of dithieno [3,4-b:3',4'-d] thiophene

The efficient synthesis of dithieno[3,4-b:3',4'-d]thiophene was improved by the introduction of TMS groups in four synthetic steps including TMS protection, sulfidation, intramolecular cyclization, and TMS removal. The total yield is 55-63% with 3,4-dibro

Synthesis, polymerization and characterization of substituted dithieno [3,4-b: 3',4'-d] thiophenes

Chemical or electrochemical oxidation of substituted dithieno [3,4- b:3',4'-d]thiophenes provides polymers with defined regiochemical structures. These materials have lower bandgaps (0.7-0.9 eV) than the unsubstituted fused heteroarene. Potential cycling of the 1,3-dimethyl substituted polymer film shows repetitive p- and n-dopability. The chemically-prepared dioctyl analog is soluble in common solvents such as chloroform, dichloromethane and THF. However, overoxidation of the polymers at an electrode surface presents a limitation to the polymerization of substituted analogs of the parent fused heteroarene.

Synthesis of dithienothiophenes, cyclopentadithiophene and silacyclopentadithiophenes using palladium catalyzed cyclization

The intramolecular cyclization of bromothiophene derivatives with hexamethylditin in the presence of tetrakis(triphenylphosphine)palladium(O) gave dithienothiophenes, cyclopentadithiophene, and silacyclopentadithiophenes in moderate to good yields.

Asymmetric b thiopheneglyoxylic and fragrant heterocyclic the synthetic method of the compound of

The invention discloses a synthesis method of asymmetrical beta-bromodithieno heteroaromatic compounds, which comprises the following steps: reacting 4,4'-dibromo-3,3'-bithiophene used as a raw material and n-butyl lithium in anhydrous ethyl ether; then performing cyclization reaction under the action of different cyclization reagents (bis(benzenesulfonyl)thioether, N,N-dimethylformyl chloride and dimethyl dichlorosilane); and finally, performing water quenching to generate the asymmetrical beta-bromodithieno heteroaromatic compounds and symmetrical dithieno heteroaromatic compounds, wherein the asymmetrical beta-bromodithieno heteroaromatic compounds and a small amount of symmetrical dithieno heteroaromatic compounds are selectively obtained at a high yield in the presence of the n-butyl lithium; the asymmetrical beta-bromodithieno heteroaromatic compounds include 3-bromo-dithieno[2,3-b:3',4'-d]thiophene, 3-bromo-7H-cyclopentano[1,2-b:3,4-c']dithiophene-7-one and 3-bromo-7,7-dimethyl-7H-dithieno[2,3-b:3',4'-d]silole; and the symmetrical dithieno heteroaromatic compounds include dithieno[3,4-b:3',4'-d]thiophene, 7H-cyclopentano[1,2-c:3,4-c']dithiophene-7-one and 4,4-dimethyl-4H-dithieno[3,4-b:3',4'-d]silole. The synthesis process disclosed by the invention is operable, and the reaction condition is involved with a water-free, oxygen-free and low-temperature condition, thus ensuring that the invention is suitable for laboratory-scale preparation.

Selectivity of Br/Li exchange and deprotonation of 4,4′-dibromo-3, 3′-bithiophene for synthesis of symmetrical and unsymmetrical dithienoheteroaromatic rings

The novel selective synthesis of symmetrical and unsymmetrical dithienoheteroaromatic rings (DTHAs) has been developed via intramolecular cyclization of 4,4′-dibromo-3,3′-bithiophene (3). Four reaction conditions including n-BuLi/Et2O, n-BuLi/T

New syntheses of tricyclic thiophenes and cyclic tetrathiophenes using transition-metal-catalyzed cyclization

New synthetic methods for polycyclic thiophenes were developed. Thus, dithienothiophenes, cyclopentadithiophene, silacyclopentadithiophenes, and cyclooctatetrathiophenes were synthesized in moderate to good yields by using the CuCl2-mediated cyclization of organocopper(I) and organozinc intermediates prepared from dilithio-derivatives with CuCN or ZnCl2, respectively. A direct cyclization of bromothiophene derivatives with hexamethylditin in the presence of tetrakis(triphenylphosphine)palladium(0) also gave dithienothiophenes, cyclopenta-dithiophenes, and silacyclopentadithiophenes in good yields.