205170-72-5

Usage

Uses

Used in Organic Electronics:
2,2':5',2''-Terthiophene, 3',4'-dinitrois used as a building block for organic electronics due to its unique electronic properties. The introduction of dinitro substituents at the 3' and 4' positions enhances its performance in electronic devices.
Used in Materials Science:
In the field of materials science, 2,2':5',2''-Terthiophene, 3',4'-dinitrois used as a component in the development of new materials with tailored properties. The presence of dinitro substituents allows for the fine-tuning of the compound's properties, making it suitable for various applications in materials science.
Used in Organic Semiconductors:
Used in Chemical Sensors:
Used in Dye-Sensitized Solar Cells (DSSCs):

Upstream product

• 52431-30-8 2,5-dibromo-3,4-dinitrothiophene 
• 54663-78-4 tributyl(thien-2-yl)stannane 
• 6165-68-0 thiophene boronic acid 
• 37496-13-2 2-(trimethylstannyl)thiophene 

Downstream Products

• 1145743-00-5 4,6-bis(5-bromo-2-thienyl)thieno[3,4-c][1,2,5]thiadiazole 
• 150600-72-9 4,6-di(2-thienyl)thieno[3,4-c][1,2,5]thiadiazole 
• 1292303-61-7 C₃₀H₁₄N₆O₄S₄ 
• 1435772-68-1 2,3-bis(phenylethynyl)-5,7-bis(2-thienyl)thieno[3,4-b]pyrazine 
• 868618-54-6 5,7-bis(5-bromothiophen-2-yl)-2,3-diphenylthieno[3,4-b]pyrazine 
• 1252795-28-0 C₁₈H₁₃BN₂S₃ 

Relevant academic research and scientific papers

Pushing fullerene absorption into the near-IR region by conjugately fusing oligothiophenes

Fusing two in one: The π-electron systems of fullerene and an oligothiophene were conjugately fused by an open-cage process. This led to novel fullerene-oligothiophene chromophores with significantly enhanced light-absorbing capability, which covers a wid

Organic NIR-II dyes with ultralong circulation persistence for image-guided delivery and therapy

Nanocarriers hold great promise for the controlled release of therapeutic payloads to target organs/tissues and extended duration of anticancer agents in the bloodstream. However, limited data on their in vivo pharmacokinetics and delivery process hamper clinical applications. Here we report a series of micellar nanocarriers self-assembled from new-generation thiophenthiadiazole (TTD)-based NIR-II fluorophores HLAnP (n = 1–4) for simultaneous bioimaging and drug delivery. The NIR-II HLA4P nanocarrier displays exceptional non-fouling performance, minimal immunogenicity, ultralong blood half-life, and high tumor accumulation even with different administration routes. When used as a drug carrier, HLA4P with encapsulated doxorubicin (DOX) realized accurate tumor targeting and continuous real-time in vivo NIR-II tracking of drug delivery and therapy, showing a sustained release rate, improved therapeutic effect, and diminished cardiotoxicity as compared to free DOX. This study provides a new perspective on the design of dual-functional NIR-II fluorophores for diagnostic and therapeutic applications.

Anionic N-heterocyclic carbenes derived from sydnone imines such as molsidomine. Trapping reactions with selenium, palladium, and gold

The sydnone imines Molsidomine and 5-(benzoylimino)-3-(2-methoxyphenyl)-1,2,3-oxadiazolium-2-ide gave anionic N-heterocyclic carbenes on deprotonation at C4 which were trapped as methylated selenium adducts, gold complexes (X-ray analysis) as well as palladium complexes (X-ray analysis). The 13C NMR resonance frequencies of the carbene carbon atom are extremely shifted upfield and appear at δ = 142.1 ppm (Molsidomine carbene) and δ = 159.8 ppm (sydnone imine carbene). The Pd complexes were applied as catalysts in Suzuki-Miyaura and Sonogashira-Hagihara cross-coupling reactions.

DEVICE FOR REGULATING THE PASSAGE OF ENERGY

The present application relates to a device for regulating the passage of energy from an outside space into an inside space, to compounds, windows and uses of the devices and compounds.

Highly π-extended polymers based on phenanthro-pyrazine: Synthesis, characterization, theoretical calculation and photovoltaic properties

Two novel narrow bandgap conjugated polymers containing phenanthro-pyrazine unit have been successfully synthesized by the Stille coupling reaction. Comparing to the common polymers containing dithiophen-quinoxaline or dithiophen-thieno[3,4-b]pyrazine moi

Synthesis and characterization of thieno[3,4- b ]pyrazine-based terthienyls: Tunable precursors for low band gap conjugated materials

Synthetic methods have been developed for the preparation of new 2,3-dihalo- and 2,3-ditriflato-5,7-bis(2-thienyl)thieno[3,4-b]pyrazines. From these reactive intermediates, a variety of new 2,3-difunctionalized 5,7-bis(2-thienyl)thieno[3,4-b]pyrazines hav

Dual functions of a novel low-gap polymer for near infra-red photovoltaics and light-emitting diodes

We have synthesised and characterised a new low-gap conjugated polymer, with a broad absorption profile. In blends with a C70 derivative we demonstrate power conversion efficiencies of 0.76%. We show electroluminescence from the polymer peaking at 956 nm, and quantum efficiency of 0.02% in a blend.

Low band gap conjugated small molecules containing benzobisthiadiazole and thienothiadiazole central units: Synthesis and application for bulk heterojunction solar cells

Two novel conjugated low band gap small molecules (SMs), M1 and M2, containing benzobisthiadiazole and thienothiadiazole central units, respectively, were synthesized. Both SMs carried terminal cyanovinylene 4-nitrophenyl at both sides which were connected to the central unit with a thiophene ring. The long-wavelength absorption band was located at 591-643 nm and the optical band gap was 1.62-1.63 eV, which is lower than that of P3HT. These two SMs were investigated as electron donor materials along with PCBM or F as electron acceptors for fabrication of bulk heterojunction (BHJ) organic photovoltaic devices. F is a modified PCBM which has been previously synthesized and used as an electron acceptor for poly(3-hexylthiophene) (P3HT). The power conversion efficiency (PCE) for M1:PCBM, M1:F, M2:PCBM and M2:F was 1.05%, 2.02%, 1.23% and 2.72%, respectively. The higher PCE for the devices with M2 as the electron donor has been related to the improved hole mobility for M2. However, the improved PCE for the devices with F as the electron acceptor has been attributed to the more intense absorption of F in the visible region than that of PCBM and also to the higher open circuit voltage resulting from the higher LUMO level of F. We have also fabricated devices with M2:F cast film from mixed solvents. The PCE for the BHJ devices with the as cast and thermally annealed M2:F (mixed solvents) is 3.34% and 3.65%, respectively.

Iron(II) complexes containing thiophene-substituted "bispicen" ligands Spin-crossover, ligand rearrangements, and ferromagnetic interactions

The synthesis and characterization of three new tetradentate "bispicen-type" ligands containing a substituted thiophene heterocycle are described [2,5-thienyl substituents = H (7), Ph (8), or 2-thienyl (9)]. Iron(II) bis(thiocyanate) coordination complexe

New azaborine-thiophene heteroacenes

A new class of heteroacenes containing B, N and S elements in the 22-electron aromatic nucleus has been synthesized by reaction of diaminoterthiophenes with dichlorophenylborane. Their structure was studied by X-ray crystallography and DFT calculations. UV-Vis absorption /emission spectroscopy shows high rigidity and deep-blue fluorescence of these compounds.