1024594-86-2

Basic information

• Product Name: 4,6-Dibromothieno[3,4-b]thiophene-2-carboxylic acid
• Synonyms: 4,6-Dibromothieno[3,4-b]thiophene-2-carboxylic acid;4,6-dibromothieno[2,3-c]thiophene-2-carboxylic acid
• CAS NO: 1024594-86-2
• Molecular Formula: C₇H₂Br₂O₂S₂
• Molecular Weight: 342
• Mol File: 1024594-86-2.mol
• Article Data: 2

Chemical Properties

• Boiling Point: 474.9±40.0 °C(Predicted)
• Appearance: /
• Density: 2.320
• Storage Temp.: under inert gas (nitrogen or Argon) at 2–8 °C
• PKA: 2.99±0.30(Predicted)
• CAS DataBase Reference: 4,6-Dibromothieno[3,4-b]thiophene-2-carboxylic acid(CAS DataBase Reference)
• NIST Chemistry Reference: 4,6-Dibromothieno[3,4-b]thiophene-2-carboxylic acid(1024594-86-2)
• EPA Substance Registry System: 4,6-Dibromothieno[3,4-b]thiophene-2-carboxylic acid(1024594-86-2)

Safety Data

• Hazardous Substances Data: 1024594-86-2(Hazardous Substances Data)

Usage

Uses

4,6-Dibromothieno[3,4-b]thiophene-2-carboxylic Acid is a useful intermediate in the preparation of thiophene based copolymers for photovoltaic applications.

InChI:InChI=1S/C7H2Br2O2S2/c8-5-2-1-3(7(10)11)12-4(2)6(9)13-5/h1H,(H,10,11)

Upstream product

• 18791-78-1 4-bromothiophene-3-carboxaldehyde 
• 14630-09-2 thieno[3,4-b]thiophene-2-carboxylic acid methyl ester 
• 7767-60-4 4,6-Dihydro-thieno[3,4-b]thiophene-2-carboxylic acid methyl ester 

Downstream Products

• 1160823-85-7 octyl 4,6-dibromothieno[3,4-b]thiophene-2-carboxylate 
• 1320201-16-8 C₁₄H₈Br₂O₃S₂ 
• 1320201-13-5 C₁₃H₆Br₂O₂S₂ 
• 1320201-11-3 C₁₃H₅Br₂FO₂S₂ 
• 1320201-09-9 C₁₄H₅Br₂F₃O₂S₂ 

Relevant articles and documents

Low band-gap polymers based on easily synthesized thioester-substituted thieno[3,4-b]thiophene for polymer solar cells

A new acceptor S-alkyl thieno[3,4-b]thiophene-2-carbothioate-based acceptor (TTS) was firstly developed via easy of synthesis and applied in the construction of donor-acceptor (D-A) type conjugated polymers, by replacing the alkyl chain of ketone-substituted thieno[3,4-b]thiophene with an alkylthio side chain. Then, two new TTS-based polymers PBDTT-TTSO and PBDTT-TTSE were synthesized by Stille coupling reaction. The TTS acceptor moieties made the polymers exhibit a lower band gap (～1.5 eV) and appropriate HOMO and LUMO energy levels relative to the fullerene acceptors, which could make the polymers perform well in photovoltaic devices. Solar cells were fabricated with the structure ITO/PEDOT:PSS/polymer:PC71BM/Ca/Al. The polymer PBDTT-TTSO device exhibits a power conversion efficiency (PCE) of 4.7% with an open circuit voltage (VOC) of 0.68 V, a short circuit current density (JSC) of 12.7 mA cm-2, and a fill factor (FF) of 54.6% while the PBDTT-TTSE device yields a higher PCE of 5.8% with a VOC of 0.70 V, a JSC of 14.6 mA cm-2, and a FF of 56.7%. The results indicate that thioester-substituted thieno[3,4-b]thiophene (TTS) is a promising building block for further design of high performance photovoltaic polymers.