565228-31-1

Basic information

• Product Name: 5,8‐dibroMo‐2,3‐bis(3‐ (octyloxy)phenyl)quinoxal ine
• Synonyms: 5,8‐dibroMo‐2,3‐bis(3‐ (octyloxy)phenyl)quinoxal ine;BNCO;Quinoxaline, 5,8-dibromo-2,3-bis[3-(octyloxy)phenyl]-
• CAS NO: 565228-31-1
• Molecular Formula: C₃₆H₄₄Br₂N₂O₂
• Molecular Weight: 696.55476
• Mol File: 565228-31-1.mol
• Article Data: 5

Chemical Properties

• Appearance: /
• CAS DataBase Reference: 5,8‐dibroMo‐2,3‐bis(3‐ (octyloxy)phenyl)quinoxal ine(CAS DataBase Reference)
• NIST Chemistry Reference: 5,8‐dibroMo‐2,3‐bis(3‐ (octyloxy)phenyl)quinoxal ine(565228-31-1)
• EPA Substance Registry System: 5,8‐dibroMo‐2,3‐bis(3‐ (octyloxy)phenyl)quinoxal ine(565228-31-1)

Safety Data

• Hazardous Substances Data: 565228-31-1(Hazardous Substances Data)

Usage

Description

5,8-dibroMo-2,3-bis(3-(octyloxy)phenyl)quinoxaline, also known as Quinoxaline-2PhO-2Br, is a chemical compound that serves as a building block for the synthesis of low band-gap polymer semiconductor materials, such as TQ1. The octyloxy side chain of quinoxaline enhances the solubility of the resulting polymer in organic solvents, making it a valuable component in the development of advanced materials.

Uses

Used in Solar Cell Applications:
5,8-dibroMo-2,3-bis(3-(octyloxy)phenyl)quinoxaline is used as a donor-π-acceptor polymeric hole conductor for the design and fabrication of efficient perovskite solar cells. Its unique structure and properties contribute to the improved performance and efficiency of these solar cells by facilitating charge transport and enhancing the overall device architecture.
Used in Polymer Semiconductor Materials:
In the field of polymer semiconductor materials, 5,8-dibroMo-2,3-bis(3-(octyloxy)phenyl)quinoxaline is used as a key component in the synthesis of low band-gap polymers, such as TQ1. These materials have potential applications in various electronic devices, including transistors, sensors, and light-emitting diodes (LEDs), due to their tunable electronic properties and improved solubility in organic solvents.

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Relevant articles and documents

Dithienosilole–phenylquinoxaline-based copolymers with A-D-A-D and A-D structures for polymer solar cells

Two copolymers having D-A-D-A (P1) and D-A (P2) structures with quinoxaline acceptor unit and dithienosilole donor unit were synthesized and their optical and electrochemical (both experimental and theoretical) properties were investigated. The optical pr

Synthesis and photophysical properties of semiconductor molecules D1-A-D2-A-D1-type structure based on derivatives of quinoxaline and dithienosilole for organics solar cells

A novel small molecule with D1-A-D2-A-D1 structure denoted as DTS(QxHT2)2 based on quinoxaline acceptor and dithienosilone donor units was synthesized and its optical and electrochemical properties were investigated. The thin film of DTS(QxHT2)2 showed a broad absorption profile covering the solar spectrum from 350?nm to 780?nm with an optical bandgap of 1.63?eV. The energy levels estimated from the cyclic voltammetry indicate that this small molecule is suitable as donor along with PC71BM as acceptor for the fabrication solution processed bulk heterojunction solar cells for efficient exciton dissociation and high open circuit voltage. The organic solar cells based on optimized DTS(QxHT2)2:PC71BM active layers processed with chloroform and DIO/CF showed overall power conversion efficiency of 3.16% and 6.30%, respectively. The higher power conversion efficiency of the solar cell based on the DIO/CF processed active layer is attributed to enhanced short circuit photocurrent and fill factor may be related to better phase separation between donor and acceptor in the active layer and more balanced charge transport, induced by the solvent additive. The power conversion efficiency of the organic solar cell was further improved up to 7.81% based on active layer processed with solvent additive, using CuSCN as hole transport layer instead of PEDOT:PSS and mainly attributed to increased fill factor and open circuit voltage due the formation of better Ohmic contact between the active layer and the CuSCN layer.

A copolymer based on benzo[1,2-b:4,5-b′]dithiophene and quinoxaline derivative for photovoltaic application

A D-A-D copolymer (PBDTQx) with a bandgap of 1.78 eV, containing alkoxy-substituted benzo[1,2-b:4,5-b′]dithiophene (BDT) as donor and quinoxaline derivative (Qx) as acceptor, was synthesized by Stille coupling reaction. In order to study the photovoltaic property of PBDTQx, polymer solar cells (PSCs) were fabricated with PBDTQx as the electron donor blended with [6,6]-phenyl-C61-butyric acid methyl ester (PC61BM) as the electron acceptor. The power conversion efficiency (PCE) of PSC was 1.01% for an optimized PBDTQx: PC61BM ratio of 1:5, under the illumination of AM 1.5, 100 mW/cm2. The results indicated that PBDTQx was a promising donor candidate in the application of polymer solar cells.