6007-86-9

Upstream product

• 20005-11-2 2,5-bis(acetoxymethyl)thiophene 
• 932-95-6 2,5-thiophenedicarboxaldehyde 
• 157890-51-2 3,4,11,12-Tetraoxa-17,18-dithia-tricyclo[12.2.1.1^6,9]octadeca-1⁽¹⁶⁾,6,8,14-tetraene 
• 527-72-0 2-thiophenylcarboxylic acid 
• 124-38-9 carbon dioxide 
• 859795-31-6 2,5-bis-(2-cyano-ethoxymethyl)-thiophene 
• 66806-34-6 2,5-dimethylene-2,5-dihydrothiophene 
• 157890-50-1 (5-methyl-2-thiophene-yl)methyl benzoate 
• 28569-48-4 2,5-bis-chloromethyl-thiophene 
• 4282-34-2 Dimethyl thiophene-2,5-dicarboxylate 
• 4282-31-9 Thiophene-2,5-dicarboxylic acid 
• 61755-85-9 2,5‐diethyl thiophene‐2,5‐dicarboxylate 

Downstream Products

• 344416-04-2 thiophene-2,5-diyl-bis(methylene)bis(triphenylphosphonium bromide) 

Relevant academic research and scientific papers

Thiophene donor - Acceptor [2]rotaxanes

(Chemical Equation Presented) A series of the thiophene donor-acceptor [2]rotaxanes have been synthesized based on the inclusion complexes of cyclobis(paraquat-p-phenylene) (CBPQT4+) with thiophene, bithiophene, and terthiophene. The maximum wavelength of the charge-transfer band strongly depends on the number of thiophene units, while the association constant does not. These donor-acceptor pairs will be fascinating constituents for optoelectronic and electromechanical materials.

Tetraethylthiophene-2,5-diylbismethylphosphonate: A Novel Electrolyte Additive for High-Voltage Batteries

In this work, a novel high-voltage electrolyte additive, tetraethylthiophene-2,5-diylbismethylphosphonate (TTD), was synthesized, and the influence of TTD on the electrolyte and its electrochemical performance under different voltages were studied by changing the content of the TTD additive. The results showed that the TTD additive significantly improved the capacity, cycle stability, and rate capability of batteries when charging/discharging at high voltages. After adding 1 % TTD to the basic electrolyte, the capacity retention rate of batteries after 200 cycles at 4.2, 4.3, 4.4, and 4.5 V increased by 20.8, 18.3, 50, and 31.9 %, respectively. In addition, transmission electron microscopy (TEM) and X-ray photoelectron spectroscopy (XPS) results showed that TTD could effectively inhibit the decomposition of the electrolyte and participate in the formation of a uniform, thin, and stable cathode electrolyte interphase (CEI) film on the electrode surface, thereby effectively inhibiting the side reaction between the electrolyte decomposition product and the CEI membrane, and finally improving the high-voltage performance of the battery. The TTD additive may provide a cost-effective solution for high-performance high-voltage electrolytes.

Synthesis, antimicrobial activity, and ion transportation investigation of four new [1 + 1] condensed furan and thiophene-based cycloheterophane amides

Four new macrocyclic compounds with thiophene (L1 and L2) and furan (L3 and L4) rings were synthesized and characterized by IR, 1H NMR, 13C NMR, and Q-TOF spectral data. Macrocyclic amides (L1, L2, L3, and L4) were tested for ion transportation with Na+ and K+ ions, and also, antimicrobial activities were investigated against the Gram-negative Escherichia coli ATCC 25922, Gram-positive Staphylococcus aureus ATCC 25923, Gram-negative Listeria monocytogenes ATCC 19115, Gram-negative Salmonella typhimurium ATCC 14028, Bacillus cereus bacteria, and Candida albicans ATCC 10231 for all amides.

Thiophene-Based Two-Dimensional Dion-Jacobson Perovskite Solar Cells with over 15percent Efficiency

Two-dimensional (2D) perovskites are emerging photovoltaic materials because of their highly tunable photophysical properties and improved environmental stability in comparison with 3D perovskites. Here, a thiophene-based bulky dication spacer, namely, 2,5-thiophenedimethylammonium (ThDMA), was developed and applicated in 2D Dion-Jacobson (DJ) perovskite. High-quality 2D DJ perovskite, (ThDMA)(MA)n-1PbnI3n+1 (nominal n = 5), with improved crystallinity, preferred vertical orientation, and enlarged spatially resolved carrier lifetime could be achieved by a one-step method using a mixed solvent of DMF/DMSO (v/v, 9:1). The optimized device exhibits a high efficiency of 15.75percent, which is a record for aromatic spacer-based 2D DJ perovskite solar cells (PSCs). Moreover, the unencapsulated 2D DJ perovskite devices sustained over 95percent of their original efficiency after storage in N2 for 1655 h. Importantly, both the light-soaking stability and thermal stability (T = 80 °C) of the 2D DJ perovksite devices are dramatically improved in comparison with their 3D counterparts. These results indicate that highly efficient and stable 2D DJ PSCs could be achieved by developing thiophene-based aromatic spacers as well as device engineering.

Synthesis and characterization of novel optically active polyarylene vinylenes with controlled effective conjugation length

New chiral and soluble binaphthyl derivatives (12 and 13) endowed with carboxaldehyde or cyanomethyl functional groups have been prepared as suitable building blocks for the synthesis by Knoevenagel condensation of a series of optically active block copolymers (1-7) with controlled effective conjugation length. A variety of functionalized co-monomers (14-19) have been prepared by different synthetic procedures to be used in further polymerization reactions with binaphthyl derivatives 12 and 13. Depending upon the nature of the co-monomers, it is possible to tune the wavelength of the new polymers, which is very close to that of the respective repeating units. Fluorescence measurements on polymers 1-3 reveal a strong blue-green emission with Stokes shifts of 74-107 nm. Theoretical calculations at the semiempirical AM-1 level have been carried out on model compounds, and the calculated torsion angles are in agreement with the electronic spectra data. Finally, the redox properties of the polymers prepared (1-7) were determined by cyclic voltammetry, and an amphoteric behavior with oxidation potentials ranging from 1.1 to 1.6 V and reduction potentials close to - 1.5 V was found.

Synthesis and properties of a mixed thiophene-octahomotetraoxacalixarene

The synthesis of a mixed thiophene unit containing octahomotetraoxa[2]thiophenecalix[2]arene is described. Its single-crystal X-ray structure and a preliminary solution complexation study are reported herein.

Controlling the thermoelectric properties of thiophene-derived single-molecule junctions

Thermoelectrics are famously challenging to optimize, because of inverse coupling of the Seebeck coefficient and electrical conductivity, both of which control the thermoelectric power factor. Inorganic-organic interfaces provide a promising route for realization of the strong electrical and thermal asymmetries required for thermoelectrics. In this work, transport properties of inorganic-organic interfaces are probed and understood at the molecular scale using the STM-break junction measurement technique, theory, and a class of newly synthesized molecules. We synthesized a series of disubstituted thiophene derivatives varying the length of alkylthio-linkers and the number of thiophene rings. These molecules allow the systematic tuning of electronic resonances within the junction. We observed that these molecules have a decreasing Seebeck coefficient with increasing length of the alkyl chain, while oligothiophene junctions show an increasing Seebeck coefficient with length. We find that thiophene-Au junctions have significantly higher Seebeck coefficients, compared to benzenedithiol (in the range of 7-15 μV/K). A minimal tight-binding model, including a gateway state associated with the S-Au bond, captures and explains both trends. This work identifies S-Au gateway states as being important and potentially tunable features of junction electronic structure for enhancing the power factor of organic/inorganic interfaces.

Optically probing the localized to delocalized transition in Mo2-Mo2 mixed-valence systems

Four thienylene (C4H2S) bridged Mo2 dimers, [Mo2(DAniF)3]2(μ-OOCC4H2SCOO) (DAniF = N,N′-di(p-anisyl)formamidinate), [Mo2(DAniF)3]2(μ-N

Modular Synthesis of Diverse Natural Product-Like Macrocycles: Discovery of Hits with Antimycobacterial Activity

A modular synthetic approach was developed in which variation of the triplets of building blocks used enabled systematic variation of the macrocyclic scaffolds prepared. The approach was demonstrated in the synthesis of 17 diverse natural product-like macrocyclic scaffolds of varied (12–20-membered) ring size. The biological relevance of the chemical space explored was demonstrated through the discovery of a series of macrocycles with significant antimycobacterial activity.

Stereoselective synthesis of thiophenedimethyl- and benzenedimethyl- α,α′-bridged bis(glycines)

Conformationally constrained cystine analogues have been synthesized which have an all-carbon backbone-chain as a bridge between the α,α′-positions in two glycine units. An aromatic ring consisting of a 1,2-disubstituted benzene or a 2,3- and 2,5-disubstituted thiophene has been inserted into the bridge. Chiral auxiliaries were used to effect stereoselective syntheses of the (S,S)-bis(amino acids). The latter were further derivatized as Fmoc-derivatives suitable for peptide syntheses. The product 2,3-bis[(2A,5S)-(2,5-dihydro-3,6-dimethoxy-2-isopropyl-5-pyrazinyl)methyl]-5- methylthiophene has been subjected to X-ray analysis. Acta Chemica Scandinavica 1997.