1293389-29-3

Basic information

• Product Name: 5,6-difluoro-4,7-diiodobenzo[c][1,2,5]thiadiazole
• Synonyms: 5,6-difluoro-4,7-diiodobenzo[c][1,2,5]thiadiazole;5,6-Difluoro-4,7-diiodo-2,1,3-benzothiadiazole
• CAS NO: 1293389-29-3
• Molecular Formula: C₆F₂I₂N₂S
• Molecular Weight: 423.9483464
• EINECS: -0
• Mol File: 1293389-29-3.mol
• Article Data: 5

Chemical Properties

• Melting Point: 207 °C
• Boiling Point: 371.6±37.0 °C(Predicted)
• Appearance: /
• Density: 2.788±0.06 g/cm3(Predicted)
• PKA: -4.68±0.50(Predicted)
• CAS DataBase Reference: 5,6-difluoro-4,7-diiodobenzo[c][1,2,5]thiadiazole(CAS DataBase Reference)
• NIST Chemistry Reference: 5,6-difluoro-4,7-diiodobenzo[c][1,2,5]thiadiazole(1293389-29-3)
• EPA Substance Registry System: 5,6-difluoro-4,7-diiodobenzo[c][1,2,5]thiadiazole(1293389-29-3)

Safety Data

• Hazardous Substances Data: 1293389-29-3(Hazardous Substances Data)

Usage

General Description

5,6-difluoro-4,7-diiodobenzo[c][1,2,5]thiadiazole is a chemical compound with the molecular formula C6H2F2I2N2S. It is a heterocyclic compound that contains both nitrogen and sulfur atoms in its ring structure. 5,6-difluoro-4,7-diiodobenzo[c][1,2,5]thiadiazole has potential applications in organic synthesis and materials science. Its unique structure and properties make it a promising building block for the development of new materials and drugs. As a result, research is ongoing to explore the various potential uses and applications of 5,6-difluoro-4,7-diiodobenzo[c][1,2,5]thiadiazole in various fields.

Upstream product

• 76179-40-3 2-amino-4,5-difluoroaniline 

Downstream Products

• 1304773-89-4 4,7-bis(5-bromothiophen-2-yl)-5,6-difluorobenzo[c]-[1,2,5]thiadiazole 
• 1402411-13-5 4,4'-(5',5'''-(5,6-difluorobenzo[c][1,2,5]thiadiazole-4,7-diyl)bis([2'',2'''-bithiophene]-5'',5'-diyl)) 
• 1421762-30-2 5,6-difluoro-4,7-bis(5-(trimethylstannyl)thiophene-2-yl)benzo[c][1,2,5]thiadiazole 
• 1293389-31-7 5,6-difluoro-4,7-bis-(5-bromo-4-(2-ethylhexyl)-2-thienyl)-2,1,3-benzothiadiazole 
• 1283598-36-6 4,7-bis(5-bromo-4-octylthiophen-2-yl)-5,6-difluorobenzo[c][1,2,5]thiadiazole 
• 1450590-76-7 4,7-di(4-hexyl-5-bromothiophen-2-yl)-5,6-difluorine-2,1,3-benzothiadiazole 

Relevant articles and documents

5-alkyloxy-6-fluorobenzo[c][1,2,5]thiadiazole- and silafluorene-based D-A alternating conjugated polymers: Synthesis and application in polymer photovoltaic cells

Three donor-acceptor (D-A) alternating conjugated polymers with silafluorene as the donor unit, 5-alkyloxy-6-fluorobenzothiadiazole as the acceptor unit, and thiophene as the spacer has been synthesized and used as donor materials for polymer solar cells (PSCs). The introduction of a fluorine atom on the benzothiadiazole unit can lower the HOMO and LUMO energy level of the resulted polymers to afford higher open circuit voltage (Voc); whereas the introduction of a flexible alkyloxy chain on benzothiadiazole unit can increase the solubility of the resulted polymers without interfering the close packing of polymer chains in the solid state. High molecular weight polymers P-1a, P-1b, and P-1c, which are fully soluble in 1,2-dichorobenzene (DCB) at elevated temperature, have been prepared by Suzuki polycondensation. Among these polymers, P-1c exhibited the highest hole mobility up to 1.36 × 10-2 cm2 V-1 s-1. PSCs based P-1b:PC71BM demonstrated the highest Voc up to 0.98 V. P-1a:PC71BM based PSCs gave the highest power conversion efficiency (PCE) of 6.41%, which is the highest value among solar cells with benzothiadiazole- and silafluorene-containing polymers as the donor material.

ELECTRONIC DEVICES USING ORGANIC SMALL MOLECULE SEMICONDUCTING COMPOUNDS

Small organic molecule semi-conducting chromophores containing a halogen-substituted core structure are disclosed. Such compounds can be used in organic heterojunction devices, such as organic small molecule solar cells and transistors.

Development of fluorinated benzothiadiazole as a structural unit for a polymer solar cell of 7% efficiency

High-powered polymer: Fluorinated benzothiadiazole was incorporated into a polymer that was used in a high-performance solar cell. The model polymer 2 has decreased HOMO and LUMO energy levels and a similar band gap when compared with its nonfluorinated analogue 1. A bulk heterojunction device derived from 1 demonstrated a high power conversion efficiency of 7.2% (5.0% for 1). (Chemical Equation Presented).