21210-90-2

Usage

Uses

Used in Semiconductor Industry:
2,5-Di(thiophen-2-yl)thieno[3,2-b]thiophene is used as a key intermediate for the synthesis of thieno[3,2-b]thiophene derivatives. These derivatives are valuable materials in the semiconductor industry due to their electronic properties, which make them suitable for the development of advanced electronic devices and components.
Used in Organic Synthesis:
In addition to its applications in the semiconductor industry, 2,5-Di(thiophen-2-yl)thieno[3,2-b]thiophene can also be utilized as a building block in organic synthesis. Its unique structure allows for the creation of a wide range of novel compounds with potential applications in various fields, such as pharmaceuticals, materials science, and chemical research.
Used in Research and Development:
Due to its unique properties and potential applications, 2,5-Di(thiophen-2-yl)thieno[3,2-b]thiophene is also used in research and development efforts. Scientists and researchers can explore its properties and investigate its potential uses in creating new materials, devices, and technologies.

InChI:InChI=1/C14H8S4/c1-3-9(15-5-1)11-7-13-14(17-11)8-12(18-13)10-4-2-6-16-10/h1-8H

Upstream product

• 930-96-1 3-bromo-2-thiophenecarboxaldehyde 
• 201004-08-2 ethyl thieno[3,2,-b]thiophene-2-carboxylate 
• 1723-27-9 thieno[3,2-b]thiophene-2-carboxylic acid 
• 251-41-2 thieno[3,2-b]thiophene 
• 25121-87-3 2,5-dibromothieno[3,2-b]thiophene 
• 193978-23-3 2-thiopheneboronic acid pinacol ester 
• 54663-78-4 tributyl(thien-2-yl)stannane 

Relevant academic research and scientific papers

Effect of Ring Fusion on the Electronic Absorption and Emission Properties of Oligothiophenes

A series of fused-ring oligothiophenes were synthesized by a combination of Stille and oxidative coupling reactions. Compounds with the same number of double bonds, but varying in extent of planarization, display a similar longest wavelength absorption maximum in solution. However, the introduction of sulfur linkages into these oligothiophenes leads to a blue shift of the maximum emission wavelength and a correspondingly smaller Stokes shift.

Organoboron copolymers containing thienothiophene and selenophenothiophene analogues: Optical, electrochemical and fluoride sensing properties

Conjugated donor-acceptor (D-A) copolymers possessing alternating fused bicyclic aromatic rings thieno[3,2-b]thiophene, selenopheno[3,2-b]thiophene, thieno[2,3-b]thiophene and selenopheno[2,3-b]thiophene as donors, thiophene as a π-conjugated bridge and mesitylboron as an acceptor were synthesized and characterized by spectroscopic methods. Large Stokes shifts of 96-166 nm were recorded and the solution quantum yields of the polymers were in the range of 5-18%. Their ionization potentials and electron affinities were investigated by cyclic voltammetry. Optical band gaps varied between 2.26 and 2.78 eV. (TD)-DFT studies were performed to unveil their electronic structures, Kohn-Sham orbitals and electronic transitions. Absorption and emission measurements revealed that these polymers have high sensitivity to fluoride anions, among which the polymer possessing cross-conjugated thienothiophene units had the best sensing properties supported by orbital composition analysis with Mulliken partition. Thus, copolymers P1-P4 could be used as colorimetric and fluorescent sensors for small fluoride anions.

Synthesis and characterization of new thieno[3,2-b]thiophene derivatives

Three derivatives of thieno[3,2-b]thiophene end-capped with phenyl units have been synthesized and characterized by MALDI TOF mass spectroscopy, elemental analysis, UV-vis absorption spectroscopy and thermogravimetric analysis (TGA). All compounds were prepared using Pd-catalyzed Stille or Suzuki coupling reactions. Optical measurements and thermal analysis revealed that these compounds are promising candidates for p-type organic semiconductor applications.