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Atomfair 4,9-Bis(5-bromo-2-thienyl)-2,7-bis(2-ethylhexyl)benzo[lmn][3,8]phenanthroline-1,3,6,8(2H,7H)-tetraone NDI26-2ThBr C38H40Br2N2O4S2

Description 4,9-Bis(5-bromo-2-thienyl)-2,7-bis(2-ethylhexyl)benzo[lmn][3,8]phenanthroline-1,3,6,8(2H,7H)-tetraone (CAS: 1320282-67-4) is a high-purity, brominated thienyl-substituted naphthalene diimide (NDI) derivative with the molecular formula C38H40Br2N2O4S2. This compound features a rigid, planar benzo[lmn][3,8]phenanthroline core functionalized with electron-withdrawing bromothiophene groups and solubilizing 2-ethylhexyl side chains, making it an excellent candidate for optoelectronic and organic semiconductor applications. Its extended ??-conjugation and strong electron-accepting properties are ideal for use in organic photovoltaics (OPVs), perovskite solar cells, and n-type organic field-effect transistors (OFETs). The bromine substituents further enable cross-coupling reactions for polymer or small-molecule synthesis. Available in milligram to gram quantities with ??95% purity (HPLC), this compound is supplied in amber vials…

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Description

Description

4,9-Bis(5-bromo-2-thienyl)-2,7-bis(2-ethylhexyl)benzo[lmn][3,8]phenanthroline-1,3,6,8(2H,7H)-tetraone (CAS: 1320282-67-4) is a high-purity, brominated thienyl-substituted naphthalene diimide (NDI) derivative with the molecular formula C38H40Br2N2O4S2. This compound features a rigid, planar benzo[lmn][3,8]phenanthroline core functionalized with electron-withdrawing bromothiophene groups and solubilizing 2-ethylhexyl side chains, making it an excellent candidate for optoelectronic and organic semiconductor applications. Its extended ??-conjugation and strong electron-accepting properties are ideal for use in organic photovoltaics (OPVs), perovskite solar cells, and n-type organic field-effect transistors (OFETs). The bromine substituents further enable cross-coupling reactions for polymer or small-molecule synthesis. Available in milligram to gram quantities with ??95% purity (HPLC), this compound is supplied in amber vials under inert gas to ensure stability.

  • CAS No: 1320282-67-4
  • Molecular Formula: C38H40Br2N2O4S2
  • Molecular Weight: 812.7
  • Exact Mass: 812.07758
  • Monoisotopic Mass: 810.07963
  • IUPAC Name: 2,9-bis(5-bromothiophen-2-yl)-6,13-bis(2-ethylhexyl)-6,13-diazatetracyclo[6.6.2.04,16.011,15]hexadeca-1(15),2,4(16),8,10-pentaene-5,7,12,14-tetrone
  • SMILES: CCCCC(CC)CN1C(=O)C2=CC(=C3C4=C(C=C(C(=C24)C1=O)C5=CC=C(S5)Br)C(=O)N(C3=O)CC(CC)CCCC)C6=CC=C(S6)Br
  • Synonyms: 1320282-67-4, 4,9-Bis(5-bromo-2-thienyl)-2,7-bis(2-ethylhexyl)benzo[lmn][3,8]phenanthroline-1,3,6,8(2H,7H)-tetraone, 4,9-bis(5-bromothiophen-2-yl)-2,7-bis(2-ethylhexyl)benzo[lmn][3,8]phenanthroline-1,3,6,8(2H,7H)-tetraone, 2,9-bis(5-bromothiophen-2-yl)-6,13-bis(2-ethylhexyl)-6,13-diazatetracyclo[6.6.2.04,16.011,15]hexadeca-1(15),2,4(16),8,10-pentaene-5,7,12,14-tetrone, NDI26-2ThBr

Application

This brominated NDI derivative is primarily used as an electron-accepting material in organic electronics, particularly in bulk heterojunction solar cells and OFETs. Its thienyl-bromide groups facilitate further functionalization via Suzuki or Stille coupling for tailored optoelectronic properties. Researchers also exploit its deep LUMO level (?3.8 to ?4.0 eV) for air-stable n-type semiconductors. Additionally, it serves as a key intermediate in synthesizing low-bandgap polymers for near-infrared (NIR) photodetectors.

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