Benzo[1,2-b:4,5-b/']dithiophene-4,8-dione

• CAT Number: M003905
• CAS Number: 32281-36-0
• Molecular Formula: C10H4O2S2
• Molecular Weight: 220.26
• Purity: ≥95%
• Synonyms: Benzo[1,2-b:4,5-b/’]dithiophene-4,8-dione;4,8-Dihydrobenzo[1,2-b:4,5-b/’]dithiophen-4,8-dione
• Storage: 2-8°C
• IUPAC Name: thieno[2,3-f][1]benzothiole-4,8-dione
• InChI: InChI=1S/C10H4O2S2/c11-7-5-1-3-13-9(5)8(12)6-2-4-14-10(6)7/h1-4H
• InChIKey: SIUXRPJYVQQBAF-UHFFFAOYSA-N
• SMILES: C1=CSC2=C1C(=O)C3=C(C2=O)C=CS3

Benzo[1,2-b:4,5-b′]dithiophene-4,8-dione (Cat No.: M003905) is a fused aromatic compound featuring a benzo-dithiophene core with ketone groups at the 4 and 8 positions. Known for its planar, electron-deficient structure, it is widely used in organic electronics, particularly in the development of semiconducting materials for organic photovoltaics (OPVs), field-effect transistors (OFETs), and organic light-emitting diodes (OLEDs). The diketone functionality enhances electron-withdrawing capability, facilitating charge transport and molecular stacking. This compound serves as a key building block in donor-acceptor systems and conjugated polymer synthesis.

Reference

1.Huo, Lijun, and Jianhui Hou. "Benzo [1, 2-b: 4, 5-b′] dithiophene-based conjugated polymers: band gap and energy level control and their application in polymer solar cells." Polymer Chemistry 2.11 (2011): 2453-2461.
2.Cao, Jiamin, et al. "Synthesis and photovoltaic properties of low band gap polymers containing benzo [1, 2-b: 4, 5-c′] dithiophene-4, 8-dione." Macromolecules 45.3 (2012): 1710-1714.
3.Zhang, Shaoqing, et al. "Optimization of side chains in alkylthiothiophene-substituted benzo [1, 2-b: 4, 5-b′] dithiophene-based photovoltaic polymers." Polymer Chemistry 6.14 (2015): 2752-2760.
4.Zhang, Guobing, et al. "Low bandgap polymers with benzo [1, 2-b: 4, 5-b′] dithiophene and bisthiophene-dioxopyrrolothiophene units for photovoltaic applications." Polymer 52.2 (2011): 415-421.