165617-59-4

Usage

Uses

Due to the limited information available on 4,7-dibromoMobenzo[1,2-c:4,5-c']bis([1,2,5]thiadiazole), its uses are not well-defined. However, given its classification as a heterocyclic compound, it is plausible that it could be utilized in various industries such as pharmaceuticals, agrochemicals, or materials science. Further research and development would be required to explore and validate its potential applications.
Used in Pharmaceutical Industry:
4,7-dibromoMobenzo[1,2-c:4,5-c']bis([1,2,5]thiadiazole) could be used as a chemical intermediate or a building block for the synthesis of pharmaceutical compounds, given its heterocyclic nature. Its potential role in drug development would need to be investigated through extensive research and clinical trials.
Used in Agrochemical Industry:
In the agrochemical sector, 4,7-dibromoMobenzo[1,2-c:4,5-c']bis([1,2,5]thiadiazole) might serve as a component in the formulation of pesticides, herbicides, or other crop protection products. Its effectiveness and safety in this context would need to be assessed through rigorous testing and regulatory approval processes.
Used in Materials Science:
4,7-dibromoMobenzo[1,2-c:4,5-c']bis([1,2,5]thiadiazole) could potentially be incorporated into the development of new materials with unique properties, such as advanced polymers, sensors, or electronic devices. The exploration of its properties and applications in materials science would require interdisciplinary collaboration and innovative research approaches.

Upstream product

• 4506-66-5 1,2,4,5-benzenetetraamine tetrahydrochloride 
• 1236133-49-5 1,2,4,5-benzenetetraamine tetrahydrobromic acid 
• 76186-72-6 4,7-dibromo-5,6-dinitrobenzo[2,1,3]thiadiazole 
• 15155-41-6 4,7-dibromobenzo[c][1,2,5]thiadiazole 
• 273-13-2 benzo[1,2,5]thiadiazole 
• 141215-32-9 5,6-diamino-4,7-dibromobenzo[c][1,2,5]-thiadiazole 

Downstream Products

• 1122400-32-1 C₈₂H₈₈N₆O₁₂S₄ 
• 1122400-40-1 C₃₄H₄₂N₄O₂S₂ 

Relevant academic research and scientific papers

Infrared organic light-emitting material based on benzobisthiadiazole derivative

The invention discloses an infrared organic light-emitting material based on benzobisthiadiazole derivative; in the invention, a characteristic compound, in which the type of connecting groups with benzobisthiadiazole and symmetric or asymmetric bonding modes are defined, serves as the infrared organic light-emitting material, so that charge balance in a luminescent layer in an organic electroluminescent material is achieved, and the organic electronic component is improved in luminous efficiency, thermal stability, color purity and luminescent life, and the driving voltage of the device is reduced. The infrared organic light-emitting material based on benzobisthiadiazole derivative is a potential TADF (thermal-activated delayed fluorescence) material, is high in performance and high in external quantum efficiency, and has a potential application prospect.

COMPOUND, LIGHT EMITTER COMPOUND, LIGHT EMITTER, LIGHT-EMITTING DEVICE, LIGHT SOURCE, AUTHENTICATION DEVICE, AND ELECTRONIC APPARATUS

PROBLEM TO BE SOLVED: To provide: a compound and a light emitter compound that are capable of providing an efficient, long-life light emitter emitting light in a wide wavelength region of the near-infrared region by being included in a light-emitting layer included in a light emitter; an efficient, long-life light emitter emitting light in a wide wavelength region of the near-infrared region; and a light-emitting device, a light source, an authentication device and an electronic apparatus that comprise the light emitter. SOLUTION: A light emitter 1 comprises a positive electrode 3, a negative electrode 8, and a light-emitting layer 5 disposed between the positive electrode 3 and the negative electrode 8 to emit light upon energization between the positive electrode 3 and the negative electrode 8. The light-emitting layer 5 contains a compound represented by a general formula IRD as a light-emitting material. SELECTED DRAWING: Figure 1 COPYRIGHT: (C)2018,JPOandINPIT

HIGH-PURITY DIHALOGENOBENZOBISTHIADIAZOLE COMPOUND AND METHOD FOR PRODUCING THE SAME

PROBLEM TO BE SOLVED: To provide a dihalogenobenzobisthiazole compound that has a sufficiently high purity as to be usable as a synthetic intermediate of an organic semiconductor material and a method of producing the same. SOLUTION: Provided are a high-purity dihalogenobenzobisthiadiazole compound of formula (1) which has a sulfur content of 1 wt% or less and a method for producing the high-purity dihalogenobenzobisthiadiazole compound. A tetraaminobenzene compound (including a base) and a halogenating agent are reacted in a halogenated hydrocarbon solvent in the presence of a base to produce a crude dihalogenobenzobisthiazole compound and subjecting the resultant compound and a halogenated hydrocarbon is subjected to contact treatment to produce a high-purity dihalogenobenzobisthiazole. COPYRIGHT: (C)2015,JPOandINPIT

New low band gap 2-(4-(trifluoromethyl)phenyl)-1H-benzo[d]imidazole and benzo[1,2-c;4,5-c′]bis[1,2,5]thiadiazole based conjugated polymers for organic photovoltaics

Two new low band gap D-A structured conjugated polymers, PBDTTBI and PBDTBBT, based on 2-(4-(trifluoromethyl)phenyl)-1H-benzo[d]imidazole and benzo[1,2-c;4,5-c′]bis[1,2,5]thiadiazole acceptor units with benzo[1,2-b;3,4-b′]dithiophene as a donor unit have been designed and synthesized via a Stille coupling reaction. The incorporation of the benzo[1,2-c;4,5-c′]bis[1,2,5]thiadiazole unit into PBDTBBT has significantly altered the optical and electrochemical properties of the polymer. The optical band gap estimated from the onset absorption edge is ～1.88 eV and ～1.1 eV, respectively for PBDTTBI and PBDTBBT. It is observed that PBDTBBT exhibited a deeper HOMO energy level (-4.06 eV) with strong intramolecular charge transfer interactions. Bulk heterojunction solar cells fabricated with a configuration of ITO/PEDOT:PSS/PBDTBBT:PC71BM/Al exhibited a best power conversion efficiency of 0.67%, with a short circuit current density of 4.9 mA cm-2, an open-circuit voltage of 0.54 V and a fill factor of 25%.

One-pot synthesis of 4,8-dibromobenzo[1,2-c;4,5-c′]bis[1,2,5] thiadiazole

(Equation Presented). A one-step synthesis of 4,8-dibromobenzo[1,2-c;4,5- c′]bis[1,2,5]thiadiazole with use of 1,2,4,5-tetraaminobenzene tetrahydrobromide and thionyl bromide in good yield is reported. This unit can then be used in the synthesis of low bandgap materials via palladium-catalyzed coupling reactions. The approach offers a quick and easy way to prepare low bandgap materials as compared to the current literature methods.

Potentiometric, electronic structural, and ground- and excited-state optical properties of conjugated bis[(porphinato)zinc(II)] compounds featuring proquinoidal spacer units

We report the synthesis, optical, electrochemical, electronic structural, and transient optical properties of conjugated (porphinato)zinc(II)-spacer- (porphinato)zinc(II) (PZn-Sp-PZn) complexes that possess intervening conjugated Sp structures having varying degrees of proquinoidal character. These supermolecular PZn-Sp-PZn compounds feature Sp moieties {(4,7-diethynylbenzo[c] [1,2,5]thiadiazole (E-BTD-E), 6,13-diethynylpentacene (E-PC-E), 4,9-diethynyl-6,7-dimethyl[1,2,5]thiadiazolo[3,4-g]quinoxaline (E-TDQ-E), and 4,8-diethynylbenzo[1,2-c:4,5-c′]bis([1,2,5]thiadiazole) (E-BBTD-E)} that regulate frontier orbital energy levels and progressively increase the extent of the quinoidal resonance contribution to the ground and electronically excited states, augmenting the magnitude of electronic communication between terminal (5,-10,20-di(aryl)porphinato)zinc(II) units, relative to that evinced for a bis[(5,5′,-10,20-di(aryl)porphinato)zinc(II)]butadiyne benchmark (PZnE-EPZn). Electronic absorption spectra show significant red-shifts of the respective PZn-Sp-PZn x-polarized Q state (S0 → S1) transition manifold maxima (240-4810 cm-1) relative to that observed for PZnE-EPZn. Likewise, the potentiometrically determined PZn-Sp-PZn HOMO-LUMO gaps (E1/20/+ - E1/2-/0) display correspondingly diminished energy separations that range from 1.88 to 1.11 eV relative to that determined for PZnE-EPZn (2.01 eV). Electronic structure calculations provide insight into the origin of the observed PZn-Sp-PZn electronic and optical properties. Pump-probe transient spectral data for these PZn-Sp-PZn supermolecules demonstrate that the S1 → S n transition manifolds of these species span an unusually broad spectral domain of the NIR. Notably, the absorption maxima of these S 1 → Sn manifolds can be tuned over a 1000-1600 nm spectral region, giving rise to intense excited-state transitions ～4000 cm-1 lower in energy than that observed for the analogous excited-state absorption maximum of the PZnE-EPZn benchmark; these data highlight the unusually large quinoidal resonance contribution to the low-lying electronically excited singlet states of these PZn-Sp-PZn species. The fact that the length scales of the PZn-Sp-PZn species (～25 A) are small with respect to those of classic conducting polymers, yet possess NIR S1 → Sn manifold absorptions lower in energy, underscore the unusual electrooptic properties of these conjugated structures.

Synthesis and properties of benzobis(thiadiazole)s with nonclassical π-electron ring systems

Benzo[1,2-c:4,5-c']bis([1,2,5]thiadiazole) containing a hypervalent sulfur atom has a low LUMO energy. The aryl derivatives were synthesized using a Stille coupling reaction. The selenadiazole analogues were also prepared. The electron accepting properties of these nonclassical heterocycles were shown by their high reduction potentials. Introduction of electron-donating groups into the electron-withdrawing heterocycles afforded novel donor-acceptor compounds. Their cyclic vollammograms showed that they are easily both oxidized and reduced. Some of them have the absorption maxima above 700 nm due to the small HOMO-LUMO separation. X-ray structure analysis of the diphenyl derivative revealed the formation of a tape-like network through short S···N contacts.