501434-74-8

Basic information

• Product Name: 2,1,3-Benzothiadiazole, 4-broMo-7-(2-thienyl)-
• Synonyms: 2,1,3-Benzothiadiazole, 4-broMo-7-(2-thienyl)-
• CAS NO: 501434-74-8
• Molecular Formula: C10H5BrN2S2
• Molecular Weight: 297.1941
• Mol File: 501434-74-8.mol
• Article Data: 9

Chemical Properties

• Appearance: /
• CAS DataBase Reference: 2,1,3-Benzothiadiazole, 4-broMo-7-(2-thienyl)-(CAS DataBase Reference)
• NIST Chemistry Reference: 2,1,3-Benzothiadiazole, 4-broMo-7-(2-thienyl)-(501434-74-8)
• EPA Substance Registry System: 2,1,3-Benzothiadiazole, 4-broMo-7-(2-thienyl)-(501434-74-8)

Safety Data

• Hazardous Substances Data: 501434-74-8(Hazardous Substances Data)

Usage

Description

2,1,3-Benzothiadiazole, 4-bromo-7-(2-thienyl)is a chemical compound that belongs to the benzothiadiazole family. It is a derivative of benzothiadiazole with a bromine atom at the 4 position and a thienyl group at the 2 position. 2,1,3-Benzothiadiazole, 4-bromo-7-(2-thienyl)is known for its favorable electronic properties, including high electron affinity and good charge transport characteristics.

Uses

Used in Organic Electronics:
2,1,3-Benzothiadiazole, 4-bromo-7-(2-thienyl)is used as a component in organic semiconductor materials for its unique structural features and electronic properties. It contributes to the efficient performance of devices in this industry.
Used in Organic Photovoltaics:
In the field of organic photovoltaics, 2,1,3-Benzothiadiazole, 4-bromo-7-(2-thienyl)is used as a material to enhance the efficiency of solar cells, capitalizing on its high electron affinity and charge transport capabilities.
Used in Organic Light-Emitting Diodes (OLEDs):
2,1,3-Benzothiadiazole, 4-bromo-7-(2-thienyl)is utilized as a component in the development of organic light-emitting diodes, where its electronic properties aid in the creation of efficient and high-performing OLED devices.
Used in Other Optoelectronic Devices and Materials:
Beyond organic electronics, photovoltaics, and OLEDs, 2,1,3-Benzothiadiazole, 4-bromo-7-(2-thienyl)has been investigated for its potential use in a variety of other optoelectronic devices and materials, showing promise for future applications in this broad field.

Upstream product

• 6165-68-0 thiophene boronic acid 
• 15155-41-6 4,7-dibromobenzo[c][1,2,5]thiadiazole 
• 273-13-2 benzo[1,2,5]thiadiazole 
• 54663-78-4 tributyl(thien-2-yl)stannane 

Downstream Products

• 1278585-90-2 4-[4-(1,2,2-triphenylvinyl)phenyl]-7-{5-[4-(1,2,2-triphenylvinyl)phenyl]-2-thienyl}-2,1,3-benzothiadiazole 
• 1542150-50-4 C₅₄H₄₅BF₂N₆O₆S₆ 

Relevant articles and documents

Molecular engineering of conjugated polymers for solar cells and field-effect transistors: Side-chain versus main-chain electron acceptors

Two model polymers, containing fluorene as an electron-donating moiety and benzothiadiazole (BT) as an electron-accepting moiety, have been synthesized by Suzuki coupling reaction. Both polymers are composed of the same chemical composition, but the BT acceptor can be either at a side-chain (i.e., S-polymer) or along the polymer main chain (i.e., M-polymer). Their optical, electrochemical, and photovoltaic properties, together with the field-effect transistor (FET) characteristics, have been investigated experimentally and theoretically. The FET carrier mobilities were estimated to be 5.20 × 10-5 and 3.12 × 10-4 cm2 V-1 s-1 for the S-polymer and M-polymer, respectively. Furthermore, polymeric solar cells (PSCs) with the ITO/PEDOT:PSS/S-polymer or M-polymer:PC71BM(1:4)/Al structure were constructed and demonstrated to show a power conversion efficiency of 0.82 and 1.24% for the S-polymer and M-polymer, respectively. The observed superior device performances for the M-polymer in both FET and PSCs are attributable to its relatively low band-gap and close molecular packing for efficient solar light harvesting and charge transport. This study provides important insights into the design of ideal structure-property relationships for conjugate polymers in FETs and PSCs.

Design of (X-DADAD)n type copolymers for efficient bulk heterojunction organic solar cells

We show that extended TBTBT structure (T = thiophene, B = benzothiadiazole) can be used as an electron-deficient building block for designing conjugated polymers with deeply lying HOMO energy levels and narrow band gaps. The first carbazole-TBTBT copolymer P2 demonstrated power conversion efficiencies exceeding 6% in bulk heterojunction solar cells in combination with advanced operational stability, unlike conventional donor polymers such as PTB7, PBDTTT-CF, etc.

Low molecular weight organic compound having electron donor and acceptor and preparation method of the same, organic photoelectric device comprising the same

The present invention relates to a low molecular weight organic compound having an electron donor-acceptor introduced thereto, a method for preparing the same, and an organic photoelectric device comprising the same. The present invention provides a novel low molecular weight organic compound having an electron donor-acceptor represented by chemical formula 1. According to the present invention, it is possible to prepare a low molecular weight organic compound including a structure of [Aandprime;(Dandprime;AD)2] having a strong push-pull donor-acceptor system under the system of Pd(OAc)_2/Bu_4NBr catalyst with ease. When the low molecular weight organic compound having a structure of [Aandprime;(Dandprime;AD)2] is used for an active layer of an organic photoelectric device, it is possible to provide high intramolecular charge transportability (ICT) and high short current (Jsc).COPYRIGHT KIPO 2017