ChemicalBook--->CAS DataBase List--->1664293-06-4

1664293-06-4

1664293-06-4 Structure

1664293-06-4 Structure
IdentificationBack Directory
[Name]

2,2'-[[6,6,12,12-tetrakis(4-hexylphenyl)-s-indacenodithieno[3,2-b]thiophene]methylidyne(3-oxo-1H-indene-2,1(3H)-diylidene)]]bis(propanedinitrile)
[CAS]

1664293-06-4
[Synonyms]

ITIC,PTB7-TH/ITIC
2,2'-[[6,6,12,12-tetrakis(4-hexylphenyl)-s-indacenodithieno[3,2-b]thiophene]methylidyne(3-oxo-1H-indene-2,1(3H)-diylidene)]]bis(propanedinitrile)
3,9-Bis(2-methylene-(3-(1,1-dicyanomethylene)-indanone))-5,5,11,11-tetrakis(4-hexylphenyl)-dithieno[2,3-d:2',3'-d']-s-indaceno[1,2-b:5,6-b']dithiophene)
2,2'-[[6,6,12,12-Tetrakis(4-hexylphenyl)-6,12-dihydrodithieno[2,3-d:2',3'-d']-s-indaceno[1,2-b:5,6-b']dithiophene-2,8-diyl]bis[methylidyne(3-oxo-1H-indene-2,1(3H)-diylidene)]]bispropanedinitrile
ITIC, 2,2'-[[6,6,12,12-Tetrakis(4-hexylphenyl)-6,12-dihydrodithieno[2,3-d:2',3'-d']-s-indaceno[1,2-b:5,6-b']dithiophene-2,8-diyl]bis[methylidyne(3-oxo-1H-indene-2,1(3H)-diylidene)]]bispropanedinitrile
[Molecular Formula]

C94H82N4O2S4
[MDL Number]

MFCD31560654
[MOL File]

1664293-06-4.mol
[Molecular Weight]

1427.94
Chemical PropertiesBack Directory
[density ]

1.267±0.06 g/cm3(Predicted)
[storage temp. ]

Store at -20°C
[solubility ]

Soluble in DMSO
[form ]

solid
[InChIKey]

HQOWCDPFDSRYRO-CDKVKFQUSA-N
[CAS DataBase Reference]

1664293-06-4
Hazard InformationBack Directory
[Description]

ITIC represents the start of a new generation of electron-accepting small molecules for organic photovoltaic (OPV) applications. The energy levels of ITIC allow for good alignment with low band-gap polymers, resulting in enhanced charge separation efficiency and reduced energy loss. ITIC also has strong and broad absorption characteristics, from visible to near infrared and peaking at 700 nm, giving it the potential to increase the total absorption of an OPV device.
[Uses]

ITIC, non-fullerene acceptor, is an indacenodithienothiophene-based postfullerene electron acceptor, crystallizes in a profoundly different way as compared to fullerenes. ITIC has a superior thermal stability and undergoes a glass-crystal transition considerably below its high Tg of 180 °C.
[storage]

Store at -20°C
[References]

[1] Yu L, et al. Diffusion-Limited Crystallization: A Rationale for the Thermal Stability of Non-Fullerene Solar Cells. ACS Appl Mater Interfaces. 2019 Jun 19;11(24):21766-21774. DOI:10.1021/acsami.9b04554
Questions And AnswerBack Directory
[Applications]

ITIC represents the start of a new generation of electron-accepting small molecules for organic photovoltaic (OPV) applications. The energy levels of ITIC allow for good alignment with low band-gap polymers, resulting in enhanced charge separation efficiency and reduced energy loss. ITIC also has strong and broad absorption characteristics, from visible to near infrared and peaking at 700 nm, giving it the potential to increase the total absorption of an OPV device.
These properties have enabled ITIC to be the first small molecule to outperform fullerenes as the electron acceptor in an OPV device. When used in conjunction with PBDB-T (PCE12), a power conversion efficiency (PCE) of over 11% was achieved, compared to less than 8% when PC70BM was used as the electron acceptor. Additionally, ITIC proved to have excellent thermal stability, with devices showing no losses after being held at 100 °C for 250 hours.
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