1415929-78-0

Basic information

• Product Name: DiEH-Benzodithiophene-dione-2Th-2Br
• Synonyms: DiEH-Benzodithiophene-dione-2Th-2Br;1,3-bis(5-bromothiophen-2-yl)-5,7-bis(2-ethylhexyl)benzo[1,2-c:4,5-c']dithiophene-4,8-dione;1,3-Bis(5-bromothiophen-2-yl)-5,7-bis(2-ethylhexyl)benzo[1,2-c:4,5-c']dithiophene-4,8-dionee
• CAS NO: 1415929-78-0
• Molecular Formula: C34H38Br2O2S4
• Molecular Weight: 766.73
• Mol File: 1415929-78-0.mol

Chemical Properties

• Boiling Point: 784.0±60.0 °C(Predicted)
• Appearance: /
• Density: 1.408±0.06 g/cm3(Predicted)
• CAS DataBase Reference: DiEH-Benzodithiophene-dione-2Th-2Br(CAS DataBase Reference)
• NIST Chemistry Reference: DiEH-Benzodithiophene-dione-2Th-2Br(1415929-78-0)
• EPA Substance Registry System: DiEH-Benzodithiophene-dione-2Th-2Br(1415929-78-0)

Safety Data

• Hazardous Substances Data: 1415929-78-0(Hazardous Substances Data)

Usage

Uses

Used in Polymer Semiconductors:
DiEH-Benzodithiophene-dione-2Th-2Br is used as a building block for the synthesis of low band-gap polymer semiconductors such as PBDB-T (PCE12). Its electron-deficient nature and structural properties contribute to the development of high-performance semiconductor materials with improved electronic properties.
Used in Non-Fullerene Polymeric Solar Cells:
DiEH-Benzodithiophene-dione-2Th-2Br is used as a key component in the fabrication of non-fullerene polymeric solar cells. Its incorporation into the solar cell design enhances the efficiency and performance of these devices by providing strong electron acceptance and facilitating charge separation.
Used in the Synthesis of Conjugated Polymers:
DiEH-Benzodithiophene-dione-2Th-2Br is used as a starting material for the synthesis of new conjugated polymers, such as 5,7-bis(2-ethylhexyl)benzo[1,2-c:4,5-c']dithiophene-4,8-dione (PBDTBDD). These conjugated polymers have potential applications in various electronic devices, including organic light-emitting diodes (OLEDs) and field-effect transistors (FETs), due to their unique electronic and optical properties.

Upstream product

• 1415929-76-8 1,3-bis(4-(2-ethylhexyl)thiophen-2-yl)-5,7-bis(2-ethylhexyl)benzo[1,2-c:4,5-c']-dithiophene-4,8-dione 

Relevant articles and documents

Two new medium bandgap asymmetric copolymers based on thieno[2,3-f]benzofuran for efficient organic solar cells

Two new medium bandgap, alkoxyphenyl substituted thieno[2,3-f]benzofuran (TBFPO) and alkoxyl substituted thieno[2,3-f]benzofuran (TBFP)-based polymers were designed, synthesized and applied in polymer solar cells (PSCs), namely, TBFPO-BDD and TBFO-BDD, re

Structure evolution from D-A-D type small molecule toward D-A-D-A-D type oligomer for high-efficiency photovoltaic donor materials

In order to study the influence of structure evolution on properties, a D-A-D-A-D-type oligomer of 5BDTBDD and its D-A-D type small molecule of 3BDTBDD were designed and synthesized, which consist of electron-accepting (A) unit of benzo [1,2-c:4,5-c'] dithiophene-4,8-dione (BDD) and electron-donating (D) unit of 4,8-di (6-ethylhexylthiophen-2-yl)benzo [1,2-b:4,5-b']dithiophene (BDT). The effect of structure evolution on crystallinity, absorption, mobility, morphology and photovoltaic properties was primarily investigated. It is found that, by simply inserting a D-A repeat unit, 5BDTBDD shows more improved crystallization, absorption, mobility and morphology than 3BDTBDD. As a result, 5BDTBDD exhibits better photovoltaic properties than 3BDTBDD in their non-fullerene organic solar cells using 9-bis(2-methylene-(3-(1,1-dicyanomethylene)-indanone))-5,5,11,11-tetrakis (4-hexylphenyl)-di thieno [2,3-d:2′,3′-d']-s-indaceno [1,2-b:5,6-b'] dithiophene (ITIC) as acceptor material. An increasing power conversion efficiency of 7.89% is obtained in the 5BDTBDD:ITIC cells, which is 1.8 times higher than that value (4.33%) in the 3BDTBDD:ITIC cells. It indicates that structure evolution from D-A-D type small molecule toward D-A-D-A-D type oligomer is an efficient strategy to achieve high-efficiency donor materials in organic solar cells.

A Facile Synthesized Polymer Featuring B-N Covalent Bond and Small Singlet-Triplet Gap for High-Performance Organic Solar Cells

High-efficiency organic solar cells (OSCs) largely rely on polymer donors. Herein, we report a new building block BNT and a relevant polymer PBNT-BDD featuring B-N covalent bond for application in OSCs. The BNT unit is synthesized in only 3 steps, leading to the facile synthesis of PBNT-BDD. When blended with a nonfullerene acceptor Y6-BO, PBNT-BDD afforded a power conversion efficiency (PCE) of 16.1 % in an OSC, comparable to the benzo[1,2-b:4,5-b′]dithiophene (BDT)-based counterpart. The nonradiative recombination energy loss of 0.19 eV was afforded by PBNT-BDD. PBNT-BDD also exhibited weak crystallinity and appropriate miscibility with Y6-BO, benefitting of morphological stability. The singlet–triplet gap (ΔEST) of PBNT-BDD is as low as 0.15 eV, which is much lower than those of common organic semiconductors (≥0.6 eV). As a result, the triplet state of PBNT-BDD is higher than the charge transfer (CT) state, which would suppress the recombination via triplet state effectively.

Synthesis and application of (D-A)n+1D type oligomer photovoltaic donor material based on benzodithiophene-4,8-dione

The invention relates to a benzo[1,2-c,4,5-c']dithiophene-4,8-dione (BDD)-based electron acceptor, synthesis of an oligomer photovoltaic donor material with a (D-A)n+1D (n is equal to 1,2. . .) framework as well as application of the oligomer photovoltaic donor material to an organic solar battery. The oligomer comprises thiophene, benzene, benzodithiophene and a derivative electron donating (D) unit as well as BDD and a derivative electron acceptor (A) unit, and can serve as a donor material widely applied to a solution processing type organic solar battery. When a light active layer donor material is 5 BDTBDD, an acceptor material is 3,9-bis(2-methylene-3-(1,1-dicyanomethyl)indolone)-5,5,11,11-tetra(4-hexylphenyl)- dithiolato[2,3d,2',3'd]-s-indole[1,2-b,5,6']dithiophene (ITIC), and the highest energy conversion efficiency of bulk heterojunction oligomer solar energy is 7.89 percent when the mass ratio of the donor to the acceptor is 1,0.8. The organic solar battery is constructed bytaking the oligomer as the electron donor material and non-fullerene as the electron acceptor material, and efficient energy conversion of the device is realized.