Atomfair 2,2′-((2Z,2’Z)-((4,4,9,9-Tetrahexyl-4,9-dihydro-s-indaceno[1,2-b:5,6-b’]dithiophene-2,7-diyl)bis(methanylylidene))bis(3-oxo-2,3-dihydro-1H-indene-2,1-diylidene))dimalononitrile IDIC, IC-C6IDT-IC C66H66N4O2S2 CAS 1883441-92-6

2,2′-((2Z,2’Z)-((4,4,9,9-Tetrahexyl-4,9-dihydro-s-indaceno[1,2-b:5,6-b’]dithiophene-2,7-diyl)bis(methanylylidene))bis(3-oxo-2,3-dihydro-1H-indene-2,1-diylidene))dimalononitrile (CAS: 1883441-92-6) is a high-purity organic semiconductor material with the molecular formula C66H66N4O2S2. This compound, also known as IDIC or IC-C6IDT-IC, features a fused indacenodithiophene (IDT) core functionalized with malononitrile-terminated indan-1-one groups, offering excellent electron-accepting properties and broad absorption in the visible to near-infrared spectrum. Its extended π-conjugation and planar structure make it ideal for use in organic photovoltaics (OPVs) and organic field-effect transistors (OFETs). The tetrahexyl side chains enhance solubility in common organic solvents while maintaining strong intermolecular interactions for efficient charge transport. Supplied as a dark solid with >98% purity (HPLC), this material is rigorously tested for…

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Description

2,2′-((2Z,2’Z)-((4,4,9,9-Tetrahexyl-4,9-dihydro-s-indaceno[1,2-b:5,6-b’]dithiophene-2,7-diyl)bis(methanylylidene))bis(3-oxo-2,3-dihydro-1H-indene-2,1-diylidene))dimalononitrile (CAS: 1883441-92-6) is a high-purity organic semiconductor material with the molecular formula C66H66N4O2S2. This compound, also known as IDIC or IC-C6IDT-IC, features a fused indacenodithiophene (IDT) core functionalized with malononitrile-terminated indan-1-one groups, offering excellent electron-accepting properties and broad absorption in the visible to near-infrared spectrum. Its extended π-conjugation and planar structure make it ideal for use in organic photovoltaics (OPVs) and organic field-effect transistors (OFETs). The tetrahexyl side chains enhance solubility in common organic solvents while maintaining strong intermolecular interactions for efficient charge transport. Supplied as a dark solid with >98% purity (HPLC), this material is rigorously tested for consistency in performance-critical applications. Store under inert atmosphere at -20°C to prevent degradation.

Properties

  • CAS Number: 1883441-92-6
  • Complexity: 2180
  • IUPAC Name: 2-[(2Z)-2-[[15-[(Z)-[1-(dicyanomethylene)-3-oxo-indan-2-ylidene]methyl]-9,9,18,18-tetrahexyl-5,14-dithiapentacyclo[10.6.0.03,10.04,8.013,17]octadeca-1(12),2,4(8),6,10,13(17),15-heptaen-6-yl]methylene]-3-oxo-indan-1-ylidene]propanedinitrile
  • InChI: InChI=1S/C66H66N4O2S2/c1-5-9-13-21-29-65(30-22-14-10-6-2)55-37-52-56(38-51(55)63-57(65)35-45(73-63)33-53-59(43(39-67)40-68)47-25-17-19-27-49(47)61(53)71)66(31-23-15-11-7-3,32-24-16-12-8-4)58-36-46(74-64(52)58)34-54-60(44(41-69)42-70)48-26-18-20-28-50(48)62(54)72/h17-20,25-28,33-38H,5-16,21-24,29-32H2,1-4H3/b53-33-,54-34-
  • InChI Key: HSIQYKBCOIIFNJ-UVJLJKBISA-N
  • Exact Mass: 1010.46271971
  • Molecular Formula: C66H66N4O2S2
  • Molecular Weight: 1011.4
  • SMILES: CCCCCCC1(C2=CC3=C(C=C2C4=C1C=C(S4)/C=C5/C(=C(C#N)C#N)C6=CC=CC=C6C5=O)C(C7=C3SC(=C7)/C=C8/C(=C(C#N)C#N)C9=CC=CC=C9C8=O)(CCCCCC)CCCCCC)CCCCCC
  • Topological: 186
  • Monoisotopic Mass: 1010.46271971
  • Synonyms: 1883441-92-6, 2,2′-((2Z,2’Z)-((4,4,9,9-Tetrahexyl-4,9-dihydro-s-indaceno[1,2-b:5,6-b’]dithiophene-2,7-diyl)bis(met, 2,2′-((2Z,2’Z)-((4,4,9,9-Tetrahexyl-4,9-dihydro-s-indaceno[1,2-b:5,6-b’]dithiophene-2,7-diyl)bis(methanylylidene))bis(3-oxo-2,3-dihydro-1H-indene-2,1-diylidene))dimalononitrile, IDIC, IC-C6IDT-IC, SCHEMBL19803827, GLXC-07131, 2,1(3H)-diylidene)]]bis-propanedinitrile, F76115, 2,2 inverted exclamation mark -[(4,4,9,9-Tetrahexyl-4,9-dihydro-s-indaceno[1,2-b:5,6-, b inverted exclamation mark ]-dithiophene-2,7-diyl)bis[methylidyne(3-oxo-1H-indene-, 2-[(2Z)-2-[[15-[(Z)-[1-(dicyanomethylidene)-3-oxoinden-2-ylidene]methyl]-9,9,18,18-tetrahexyl-5,14-dithiapentacyclo[10.6.0.03,10.04,8.013,17]octadeca-1(12),2,4(8),6,10,13(17),15-heptaen-6-yl]methylidene]-3-oxoinden-1-ylidene]propanedinitrile, Propanedinitrile,2,2′-[(4,4,9,9-tetrahexyl-4,9-dihydro-s-indaceno[1,2-b:5,6-b’]dithiophene-2,7-diyl)bis[methylidyne(3-oxo-1H-indene-2,1(3H)-diylidene)]]bis-

Application

This compound serves as a non-fullerene acceptor (NFA) in high-efficiency organic solar cells, enabling power conversion efficiencies over 12% when paired with appropriate donor polymers. Its strong near-infrared absorption and suitable energy levels make it valuable for tandem solar cell architectures. Researchers also utilize it in photodetectors due to its broad spectral response. The material’s ambipolar charge transport properties allow investigation in organic light-emitting transistors (OLETs).

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