29914-81-6

Usage

Uses

Used in Organic Light-Emitting Diodes (OLEDs):
1,3-bis(2-benzimidazolyl)benzene is used as a host material in OLEDs for its ability to enhance the performance and efficiency of these devices. Its unique photophysical and photochemical properties contribute to improved light emission and overall device stability.
Used in Organic Electronics:
In the field of organic electronics, 1,3-bis(2-benzimidazolyl)benzene is utilized for its potential applications in various electronic devices, such as organic field-effect transistors and organic photovoltaics, due to its favorable electronic properties and compatibility with other organic materials.
Used in Chemical Sensors:
1,3-bis(2-benzimidazolyl)benzene is employed as a component in chemical sensors, leveraging its sensitivity to specific chemical interactions and changes in the environment. This allows for the development of highly selective and responsive sensors for detecting various target analytes.
Used in Pigments and Dyes:
1，3-bits（2-benzimidazolyl)benzene is used in the production of pigments and dyes, capitalizing on its color-yielding properties and stability. Its incorporation into these materials results in vibrant and long-lasting colors for various applications, including inks, paints, and textiles.
Used in Nanomaterials:
1,3-bis(2-benzimidazolyl)benzene is utilized in the development of nanomaterials, such as nanoparticles and nanocomposites, due to its ability to influence the optical, electronic, and structural properties of these materials. This makes it a valuable component in the creation of advanced materials for applications in electronics, medicine, and other fields.

InChI:InChI=1/C20H14N4/c1-2-9-16-15(8-1)21-19(22-16)13-6-5-7-14(12-13)20-23-17-10-3-4-11-18(17)24-20/h1-12H,(H,21,22)(H,23,24)

Upstream product

• 121-91-5 isophthalic acid 
• 95-54-5 1,2-diamino-benzene 
• 626-19-7 Isophthalaldehyde 
• 36323-28-1 α,α,α',α'-tetrabromo-m-xylene 
• 626-18-6 1,3-dimethanol benzene 

Downstream Products

• 141045-28-5 1,3-bis<1-(3,5-dimethoxybenzyl)benzimidazolo-2-yl>benzene 
• 141045-26-3 1,3-bis(1-methyl-1H-benzimidazol-2-yl)benzene 
• 1030378-87-0 poly[[[μ(2)-1,3-bis(1H-benzimidazol-2-yl)benzene-κ(2)N(3):N(3')](μ2-terephthalato-κ(2)O:O')zinc(II)] ethanol solvate] 

Relevant academic research and scientific papers

Synthesis and characterization of n-substituted polybenzimidazoles

Soluble N-substituted polybenzimidazoles have been prepared by aromatic nucleophilic displacement reaction of N-H sites in 1,3-bis(2- benzimidazolyl)benzene (mBBIB) with activated aromatic difluorides containing sulfonyl and carbonyl groups in sulfolane at 210 °C in the presence of anhydrous potassium carbonate. 1,3-Bis(2-benzimidazolyl)benzene was synthesized from isophthalic acid and 1,2- phenylenediamine in polyphosphoric acid. The structure of 1,3-bis(2-benzimidazolyl)benzene was confirmed by FT-IR, HRMS, 1H and 13C NMR. The characterizations of the resulting polymers were performed with FT-IR, 1H NMR, elemental analysis, GPC, DSC, TGA and solubility tests. DSC and TG measurements showed that polymers had high glass transition temperatures (Tg > 210 °C) and good thermal stability with high decomposition temperatures (TD > 430 °C). These novel polymers also showed good solubility.

A butterfly-like yellow luminescent Ir(iii) complex and its application in highly efficient polymer light-emitting devices

A novel butterfly-like Ir(iii) complex is designed, synthesized, and characterized for highly efficient yellow phosphorescent polymer-based light-emitting diodes (PLEDs). The device shows a maximum external quantum efficiency of 19.2%, luminance efficiency of 40 cd A-1 and Commission International de L'Eclairage (CIE) color coordinates of (0.49, 0.50) at J = 1.2 mA cm-2.

Broadband optical limiting of a novel twisted tetrathiafulvalene incorporated donor-acceptor material and its Ormosil gel glasses

To accomplish broadband optical limiting with high visible-light region (ca. 400-700 nm) transmittance, as well as to satisfy the requirement of practical applications, a novel molecule, TTF-Pt(bzimb), has been rationally designed and synthesized by connecting an excellent electron donating tetrathiafulvalene and a Pt(ii)-incorporated electron withdrawing Pt(bzimb) with a C-C triple bond. Chlorine substituted Cl-Pt(bzimb) was presented for comparison. As expected, the theoretical calculation results clearly demonstrate that TTF-Pt(bzimb) exhibits a twisted conformation with a dihedral angle of 50° at the C-C triple bond. The intramolecular charge transfer existing between the donor and the acceptor is well evidenced by a series of experimental results such as UV-vis spectra, fluorescence spectra, and CV. Benefiting from a unique conformation, TTF-Pt(bzimb) and its doped Ormosil gel glasses in a methyltriethoxysilane matrix exhibit broadband (532 and 1064 nm) optical limiting behaviour with high visible-light transmittance. Furthermore, TTF-Pt(bzimb) shows more remarkable optical limiting behaviour than the state-of-the-art optical limiting material, C60, under 532 nm. Thus, our results disclose a rational molecular design strategy for the accomplishment of remarkable optical limiting. TTF-Pt(bzimb) and its gel glasses can be considered as promising candidates for the applications of optical limiting and for use in nonlinear optical devices.

Neutral bis(benzimidazole) Λ-shaped anion receptor

A neutral receptor, integrating a series of -N(H) and -C(H) donor groups organized in a Λ-shape motif was designed and prepared. This compound can form stable 1:1 complexes in acetonitrile solution with halides (F-, Cl-, Br-, and I-) and nitrate (NO3-) anions. The main binding site in the receptor is on the cleft and recognition occurs through a series of co-operative hydrogen bonding interactions including intramolecular hydrogen bonds which stabilizes the co-planar conformation of the host-guest complex. For halides, complex stability is determined by anion basicity, but for anions having other geometries, size and shape complementarity play a major role.

Crystal structures and study of interaction mode of bis-benzimidazole-benzene derivatives with DNA

Three derivatives of the scaffold, 1,3-bis(benzimidazol-2-yl)benzene 1–3, were synthesized and structurally characterized by single X-ray diffraction. Spectroscopic studies by fluorescence competitive displacement assays, UV–Vis, circular dichroism, and docking simulations revealed that the interaction of these derivatives with ds-DNA at pH= 7.4 is through groove binding mode with pronounced affinity to derivative 1 which contains hydrogen bond donor groups (NH), 1 (KA= 4.48 × 104 M?1), over the other derivatives lacking hydrogen bond donors, 2–3 (KA= 6.6 × 103 - 2.1 × 103 M?1). Melting DNA studies and Stern-Volmer constants at different temperatures of 1 with DNA are consistent with a static quenching mechanism by a groove binding mode. Based on experimentally estimated enthalpic (ΔH= -55.33 kJmol?1) and entropic (ΔS= -98.77 Jmol?1K?1) parameters, and theoretical calculations for the complex 1-DNA, the proposed interaction model is predominantly enthalpically driven through hydrogen bonds and Van der Waals. Finally, bisbenzimidazole derivatives 1 and 2 exhibit potential anti-proliferative activity toward human colorectal adenocarcinoma and human lung adenocarcinoma, respectively.

Nickel catalysed construction of benzazoles: Via hydrogen atom transfer reactions

Herein we report a homogeneous, phosphine free, inexpensive nickel catalyst that forms a wide variety of benzazoles from alcohol and diamines by a reaction sequence of alcohol oxidation, imine formation, ring cyclization and dehydrogenative aromatization. A reversible azo/hydrazo couple, that is part of the ligand architecture steers both the alcohol oxidation and dehydrogenation of the annulated amine under fairly mild reaction conditions. Interestingly, both the alcohol oxidation and amine dehydrogenation steps are directly mediated by hydrogen atom transfer (HAT), which is greatly facilitated by the reduced ligand backbone. The kH/kD for the amine dehydrogenation step, measured at 60 °C is 5.9, fully consistent with HAT as the rate determining factor during this step. This is a unique scenario where two consecutive oxidation steps towards benzazole formation undergo HAT, which has been substantiated via kinetic studies, KIE determination and intermediate isolation. This journal is

Solid Phase Synthesis of Biologically active Benzimidazole Derivatives Catalysed by CH3S03H-Si02 under Solvent free Condition

A simple an expeditious method was established for the synthesis of 2-Substituted-1H-Benzimidazole derivatives at 90°C using o-phenylenediamine and different aldehydes. It has been found that a mixture of Methanesulphonic acid-Si02to be an effective catal

Urea group-containing platinum alkynyl coordination compound having anion recognition function, and preparation method thereof

The invention provides a urea group-containing platinum alkynyl coordination compound having anion recognition function, and a preparation method thereof, wherein the urea group-containing platinum alkynyl coordination compound has a structure represented

Ureido-containing platinum pyridyl complex with anion recognition function and preparation method thereof

The invention provides a ureido-containing platinum pyridyl complex with an anion recognition function and a preparation method thereof. The structure of the ureido-containing platinum pyridyl complexis shown by a formula (1) as shown in the specification

Concise design and synthesis of water-soluble fluorescence sensor for sequential detection of Zn(II) and picric acid via cascade mechanism

Under microwave assistance, 2,6-bis(benzimidazolyl)-pyridine has been concisely synthesized and further productively converted to the functional molecule BMBP via accessible N-alkylation reaction. For the introduction of alkoxyalkyl chain, this original substance BMBP with better solubility in water exhibits specific fluorescence response toward Zn2+ from colourless to blue in aqueous solution. A sequential detection for picric acid (PA) can be conducted in this following system, showing the high selectivity and sensitivity of quenching over other analogues. On the basis of the comparison with the control BMBB, a cascade sensing mechanism has been disclosed to accelerate the recognition of structure-property relationship, which is fully supported by LC-MS, 1H NMR, lifetime measurement and theoretical calculation. Noteworthily, BMBP is also readily available for practical application not only in quantitative determination of Zn2+ and PA in real water samples, but also in visible detection of two analytes in multiple forms on paper test strips, offering convenient process for low-cost, portable and versatile sensing device.