1147081-43-3

Basic information

• Product Name: 2-(4-bromophenyl)-1-phenyl-1H-phenanthro- [9,10-d]imidazole
• Synonyms: 2-(4-bromophenyl)-1-phenyl-1H-phenanthro- [9,10-d]imidazole
• CAS NO: 1147081-43-3
• Molecular Weight: 449.349
• Mol File: 1147081-43-3.mol
• Article Data: 40

Chemical Properties

• Boiling Point: 656.4±57.0 °C(Predicted)
• Density: 1.38±0.1 g/cm3(Predicted)
• CAS DataBase Reference: 2-(4-bromophenyl)-1-phenyl-1H-phenanthro- [9,10-d]imidazole(CAS DataBase Reference)
• NIST Chemistry Reference: 2-(4-bromophenyl)-1-phenyl-1H-phenanthro- [9,10-d]imidazole(1147081-43-3)
• EPA Substance Registry System: 2-(4-bromophenyl)-1-phenyl-1H-phenanthro- [9,10-d]imidazole(1147081-43-3)

Safety Data

• Hazardous Substances Data: 1147081-43-3(Hazardous Substances Data)

Usage

Chemical class

Phenanthroimidazole derivatives

Explanation

2-(4-bromophenyl)-1-phenyl-1H-phenanthro[9,10-d]imidazole belongs to a class of compounds known as phenanthroimidazole derivatives, which have potential applications in medicinal chemistry and material science.

Explanation

The compound has a multi-part structure featuring a central phenanthroimidazole core, with a bromophenyl group and a phenyl group attached to it.

Explanation

Phenanthroimidazole derivatives, including 2-(4-bromophenyl)-1-phenyl-1H-phenanthro[9,10-d]imidazole, have demonstrated promising biological activities such as antitumor, antimicrobial, and antiviral properties, making them of interest for further research and development in medicinal chemistry.

Explanation

The compound's structure can be modified by substituting the bromophenyl and phenyl groups, leading to varying degrees of pharmacological activities. This makes 2-(4-bromophenyl)-1-phenyl-1H-phenanthro[9,10-d]imidazole a versatile compound for research and development in medicinal chemistry and material science.

Structure

Complex structure consisting of a phenanthroimidazole core, a bromophenyl group, and a phenyl group

Biological activities

Antitumor, antimicrobial, and antiviral properties

Substitution variability

Different degrees of pharmacological activities through substitution of bromophenyl and phenyl groups

Upstream product

• 1122-91-4 4-bromo-benzaldehyde 
• 62-53-3 aniline 
• 84-11-7 9,10-phenanthrenequinone 
• 134-81-6 benzil 

Downstream Products

• 1147081-46-6 4,4'-bis(1-phenyl-1H-phenanthro[9,10-d]imidazole-2-yl)biphenyl 
• 1197175-60-2 2-(4-(10-(naphthalen-1-yl)anthracen-9-yl)phenyl)-1-phenyl-1H-phenanthro[9,10-d]imidazole 
• 1197175-44-2 2-(4-(10-(naphthalen-2-yl)anthracen-9-yl)phenyl)-1-phenyl-1H-phenanthro[9,10-d]imidazole 
• 1391996-94-3 2-(4-(anthracen-9-yl)phenyl)-1-phenyl-1H-phenanthro[9,10-d]imidazole 
• 1197177-29-9 1-phenyl-2-(4'-(triphenylsilyl)-(1,1'-biphenyl)-4-yl)-1H-phenanthro[9,10-d]imidazole 
• 1579955-06-8 2-(4’-((4-(9H-carbazol-9-yl)phenyl)diphenylsilyl)-(1,1’-biphenyl)-4-yl)-1-phenyl-1H-phenanthro[9,10-d]imidazole 
• 1228632-34-5 1-phenyl-2-(4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)phenyl)-1H-phenanthro[9,10-d]imidazole 
• 1619222-83-1 1-phenyl-2-(4’-(1,2,2-triphenylvinyl)-[1,1’-biphenyl]-4-yl)-1H-phenanthro[9,10-d]imidazole 

Relevant articles and documents

Novel diarylborane-phenanthroimidazole hybrid bipolar host materials for high-performance red, yellow and green electrophosphorescent devices

In this work, two novel bipolar host materials p-BPPI and m-BPPI containing phenanthroimidazole/dimesitylborane (Mes2B) with para- and meta-linkage have been designed, synthesized and characterized. The appending Mes2B moiety improves the thermal stability, electrochemical stability and carrier injection/transport ability of both target compounds. The test results of time-of-flight (TOF) and single-carrier devices show that both the new hosts possess bipolar charge-transporting characteristics. As a result, series of highly efficient green (66.3 cd A-1, 63.1 lm W-1, 18.2%), yellow (55.2 cd A-1, 66.6 lm W-1, 14.5%) and red (20.1 cd A-1, 20.4 lm W-1, 13.5%) PhOLEDs are achieved by using them as the universal host materials. The results indicate that bipolar host p-BPPI and m-BPPI have high potential in fabricating various color OLEDs for displays and lighting applications. Our study further enriches the selection of D and A group for phosphorescent host materials. The relationship between molecular structures and optoelectronic properties is discussed experimentally and theoretically.

Charge Transfer Platform and Catalytic Amplification of Phenanthroimidazole Derivative: A New Strategy for DNA Bases Recognition

Research about DNA composition has been concentrated on DNA damage in the past few decades. However, it still remains a great challenge to construct a rapid, facile, and accurate approach for simultaneously monitoring four DNA bases, guanine (G), adenine (A), thymine (T), and cytosine (C). Herein, a novel electrochemical sensor based on phenanthroimidazole derivative, 2-(4-bromophenyl)-1-phenyl-1H-phenanthro[9,10-d]-imidazole (PPI), is successfully fabricated by a simple electrochemical method. The bromophenyl group in PI could expand their aromatic plane, induce the π-conjugated extension, and enhance the charge transfer and π-πinteraction. The phenyl group at N1 position could regulate the intermolecular interaction, which could promote the possibility of intermolecular connection. The PPI polymer (poly(PPI)) with π-electron enriched conjugation architecture has been applied in simultaneous determination of G, A, T, and C in neutral solution by square wave voltammetry (SWV) method with well-separated peak potentials at 0.714, 1.004, 1.177, and 1.353 V, respectively. The sensor functionalized with poly(PPI) exhibits wide linear response for G, A, T, and C in the concentration ranges of 3-300, 1-300, 30-800, and 20-750 μM, respectively. With favorable selectivity, stability, and reproducibility, the sensor is successfully utilized to monitor four DNA bases in real samples, displaying a promising prospect for electrochemical sensing devices.

Enhanced Sensitivity and Piezochromic Contrast through Single-Direction Extension of Molecular Structure

Two piezochromic materials containing phenanthro[9,10-d]imidazole and tetraphenylethylene (M1 and M2) were developed. A supra-amplification piezochromic effect originating from their various long-to-short axis ratios was discovered in high-pressure experiments. Based on the linear relationship between applied pressure and emission-peak wavelength during pressurizing and depressurizing cycles, quantitative sensitivity for piezochromism could be denoted. M2 displayed higher piezochromic contrast (102 nm) and better sensitivity (11.19 nm GPa?1) than M1 (69 nm and 6.12 nm GPa?1), which helps to develop a more comprehensive general strategy to evaluate pressure-responsive performance.

Solution-processed UV light emitting diode based on butyltriphenylsilane modified phenanthro[9,10-: D] imidazole with high efficiency

A new UV fluorescent material based on phenanthro[9,10-d]imidazole and butyltriphenylsilane (SiBPI) is designed and synthesized, which presents high quantum yield and excellent solubility. A non-doped solution-processed device using SiBPI as an active layer achieves an extremely high ηext of 1.76% with guaranteed saturated UV CIE coordinates of (0.158, 0.042).

Efficient and stable deep-blue narrow-spectrum electroluminescence based on hybridized local and charge-transfer (HLCT) state

Two phenanthroimidazole-acridine derivatives (DPM and TDPM) were designed and synthesized for deep-blue organic light-emitting diode (OLED). Twisted combined rigid structures with hybridized local and charge-transfer (HLCT) state properties enable them to

Method for separating halogenated impurities from organic light-emitting material

The invention discloses a method for separating halogenated impurities from an organic light-emitting material. The method comprises the steps: carrying out Suzuki reaction by utilizing halide, coupling with a boric acid ester raw material with an amino-containing side chain, and converting halogenated impurities into a compound containing an amino polar group; and furthermore, ionizing the compound containing the amino polar group by acid, so as to dissolve the compound in strong polar solvents such as alcohol and the like to realize remarkable solubility difference with an organic light-emitting material, and thus obtaining material purification. According to the method, the halogenated impurities in the organic light-emitting material are converted into the compound containing the amino polar groups, efficient separation can be achieved by well utilizing the solubility difference between the compound containing the amino polar groups and the organic light-emitting material, and then the purity of the organic light-emitting material is improved. According to the method, the halogenated impurities are removed in a targeted manner, the negative influence of halogen on an organic light-emitting device can be eliminated, the device efficiency is greatly improved, and the service life is greatly prolonged.

Blue fluorescent material with high exciton utilization rate and preparation and application thereof

The invention belongs to the technical field of organic photoelectric materials, and discloses a blue fluorescent material with high exciton utilization rate as well as preparation and application thereof. The blue fluorescent material is one or more of a formula I and a formula II. The invention also discloses a preparation method of the blue fluorescent material. The material provided by the invention is a blue fluorescent material, can form hybrid local charge transfer state (HLCT) luminescence, realizes a high-energy triplet state to singlet state reverse system crossing process, and improves the exciton utilization rate. Meanwhile, the blue fluorescent material is high in fluorescence quantum yield, high in carrier mobility and good in stability. The material provided by the inventionhas good performance in organic light-emitting devices. The blue fluorescent material disclosed by the invention is used for preparing an organic light-emitting device.