1304773-88-3

Usage

Uses

Used in Organic Electronics:
5,6-difluoro-4,7-di(thiophen-2-yl)benzo[c][1,2,5]thiadiazole is used as a semiconducting material in organic electronics due to its electron-accepting properties and high electron mobility.
Used in Optoelectronic Devices:
In the optoelectronics industry, 5,6-difluoro-4,7-di(thiophen-2-yl)benzo[c][1,2,5]thiadiazole is utilized for its potential applications in enhancing the performance of various optoelectronic devices.
Used in Organic Solar Cells:
5,6-difluoro-4,7-di(thiophen-2-yl)benzo[c][1,2,5]thiadiazole is employed as a key component in the development of organic solar cells, where it has demonstrated promising performance as a semiconducting material.
Used in Organic Field-Effect Transistors:
5,6-difluoro-4,7-di(thiophen-2-yl)benzo[c][1, 2, 5]thiadiazole is also used in the fabrication of organic field-effect transistors, where its unique chemical structure and electronic properties contribute to improved device performance.

Upstream product

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

Downstream Products

• 1596358-45-0 5,8-bis(5-bromothiophen-2-yl)-6,7-difluoro-2,3-diphenylquinoxaline 
• 1304773-87-2 2,3-difluoro-1,4-di(2-thienyl)-5,6-diamino-benzene 

Relevant academic research and scientific papers

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.

5,6-Difluorobenzothiadiazole and silafluorene based conjugated polymers for organic photovoltaic cells

To achieve 5,6-difluorobenzothiadiazole and 2,7-linked silafluorene based soluble conjugated polymers, flexible side chains were attached at different positions of the conjugated polymers. Three soluble polymers PSiF-D(OT)DFBT, PSiF-TTDFBT, and PDOSiF-DTDFBT were prepared and used as donor materials for polymer solar cells. PSiF-D(OT)DFBT exhibits a band gap of 2.06 eV with a deep HOMO of -5.64 eV. PSiF-TTDFBT shows a band gap of 1.75 eV with the HOMO of -5.23 eV. PDOSiF-DTDFBT is of a band gap of 1.86 eV with the HOMO level of -5.37 eV. Among these three polymers, PDOSiF-DTDFBT shows the highest field effect transistor (FET) hole mobility up to 3.31 × 10-2 cm2 V-1 s-1, PDOSiF-DTDFBT:PC71BM blend films show the highest SCLC mobility up to 5.10 × 10-4 cm2 V-1 s-1, and polymer solar cells (PSCs) with the blend of PDOSiF-DTDFBT:PC71BM (1:1, by weight) as the active layer gave a power conversion efficiency (PCE) of 4.03% with an open circuit voltage (V oc) of 0.73 V, a short circuit current (Jsc) of 8.55 mA cm-2, and a fill factor (FF) of 0.65. Our studies also reveal the structure-property relationship of 2,7-linked silafluorene and 5,6-difluorobenzothiadiazole based conjugated polymers.

Structural variation of donor-acceptor copolymers containing benzodithiophene with bithienyl substituents to achieve high open circuit voltage in bulk heterojunction solar cells

Three new donor-acceptor copolymers P1, P2, and P3 were synthesized with benzodithiophene with bithienyl substituents as the donor and 5,6-difluorobenzo[c][1,2,5]thiadiazole, 4,7-di(thiophen-2-yl)benzo[c][1,2,5] thiadiazole, and 5,6-difluoro-4,7-di(thiophen-2-yl)benzo[c][1,2,5]thiadiazole as the acceptors, respectively. The insertion of thiophene spacer between the donor and the acceptor broadened the absorption of the polymers P2 and P3 and resulted in a red shift of ～30 nm as compared to that of the polymer P1. However, the inclusion of fluorine atoms on the polymer had detrimental effects on the photovoltaic properties of the polymers. The synthesized donor-acceptor polymers were tested in bulk heterojunction (BHJ) solar cells with [6,6]-phenyl C71 butyric acid methyl ester (PC71BM) acceptor. Polymer P2 gave a PCE of 3.52% with PC71BM in which the active layer was prepared in chloroform with 3% v/v 1,8-diiodooctane (DIO) additive. The effect of fluorine substitution and thiophene group insertion on the UV/Vis absorbance, photovoltaic performances, morphology, and charge carrier mobilities for the polymers are discussed.