| Identification | Back Directory | [Name]
1,3-Dibromo-5-octyl-4H-thieno[3,4-c]pyrrole-4,6(5H)-dione | [CAS]
566939-58-0 | [Synonyms]
2,5-DibroMo-N-n-octyl-3,4-thiophenedicarboxiMide 1,3-dibromo-5-octylthieno[3,4-cpyrrole-4,6-dione 1,3-Dibromo-5-octyl-4H-thieno[3,4-c]pyrrole-4,6(5H)-dione 4H-Thieno[3,4-c]pyrrole-4,6(5H)-dione, 1,3-dibroMo-5-octyl- 1,3-dibromo-5-(n-octyl)-4H-thieno[3,4-c]pyrrole-4,6(5H)-dione 2,5-Dibromo-N-n-octyl-3,4-thiophenedicarboximide | [Molecular Formula]
C14H17Br2NO2S | [MDL Number]
MFCD18804055 | [MOL File]
566939-58-0.mol | [Molecular Weight]
423 |
| Chemical Properties | Back Directory | [Melting point ]
105.0 to 109.0 °C | [Boiling point ]
457.8±45.0 °C(Predicted) | [density ]
1.621 | [storage temp. ]
under inert gas (nitrogen or Argon) at 2–8 °C | [form ]
powder to crystal | [pka]
-3.32±0.20(Predicted) | [color ]
White to Light yellow to Light orange | [InChI]
InChI=1S/C14H17Br2NO2S/c1-2-3-4-5-6-7-8-17-13(18)9-10(14(17)19)12(16)20-11(9)15/h2-8H2,1H3 | [InChIKey]
GSGMEQUXTCYOAU-UHFFFAOYSA-N | [SMILES]
N1(CCCCCCCC)C(=O)C2=C(Br)SC(Br)=C2C1=O | [Odor]
Orange powder/crystals |
| Hazard Information | Back Directory | [Uses]
suzuki reaction | [Description]
1,3-Dibromo-5-octyl-4H-thieno[3,4-c]pyrrole-4,6(5H)-dione, also referred to as TPD-C8, is electron-deficient and used as a monomer for the synthesis of low band-gap polymer semiconductors in OPV and OFET applications. | [General Description]
1,3-Dibromo-5-octyl-4H-thieno[3,4-c]pyrrole-4,6(5H)-dione is a thienopyrrolodione (TPD) based electron acceptor material (n-type semiconductor) which is used widely for organic photovoltaic (OPV) applications. They have very powerful electron withdrawing capability. TPD based conjugated polymers have exhibited a Power Conversion Efficiency (PCE) of as high as 7.3% in bulk heterojunction polymer solar cells. |
| Safety Data | Back Directory | [Hazard Codes ]
Xi | [Risk Statements ]
36/37/38 | [Safety Statements ]
26 | [WGK Germany ]
3 | [HS Code ]
2934.99.9001 | [Storage Class]
11 - Combustible Solids | [Hazard Classifications]
Eye Irrit. 2 Skin Irrit. 2 STOT SE 3 |
| Questions And Answer | Back Directory | [Classification]
Thiophene, Heterocyclic five-membered ring, Organic semiconducting materials, Semiconductor Synthesis, Low band gap polymers, OFETs, OLED, Organic Photovoltaics, Polymer Solar Cells.
| [Applications]
1,3-Dibromo-5-octyl-4H-thieno[3,4-c]pyrrole-4,6(5H)-dione, also referred to as TPD-C8, is electron-deficient and used as a monomer for the synthesis of low band-gap polymer semiconductors in OPV and OFET applications.
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