1664293-06-4 Usage
Description
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), also known as ITIC, is a new generation of electron-accepting small molecules designed for organic photovoltaic (OPV) applications. ITIC features energy levels that align well with low band-gap polymers, leading to improved charge separation efficiency and minimized energy loss. Its strong and broad absorption spectrum, ranging from visible to near-infrared light and peaking at 700 nm, enhances the total absorption of an OPV device.
Uses
Used in Organic Photovoltaic (OPV) Applications:
ITIC is used as an electron acceptor in OPV devices for its ability to align with low band-gap polymers, resulting in enhanced charge separation efficiency and reduced energy loss. Its strong and broad absorption characteristics increase the total absorption of the device, leading to improved power conversion efficiency (PCE). When combined with PBDB-T (PCE12), ITIC achieved a PCE of over 11%, surpassing the performance of fullerenes like PC70BM, which achieved less than 8% PCE. ITIC also demonstrated excellent thermal stability, with no losses observed after devices were maintained at 100 °C for 250 hours.
Used in Research and Development:
ITIC is utilized in the research and development of novel materials and devices for the advancement of organic photovoltaic technology. Its unique properties make it a valuable candidate for exploring new combinations with various polymers and other materials to further improve the performance and efficiency of OPV devices.
Used in the Electronics Industry:
The electronics industry can benefit from ITIC's properties, as it can be integrated into the development of more efficient and stable solar cells and other photovoltaic applications. This can lead to the production of more sustainable and cost-effective energy solutions, contributing to the growth of renewable energy sources.
Check Digit Verification of cas no
The CAS Registry Mumber 1664293-06-4 includes 10 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 7 digits, 1,6,6,4,2,9 and 3 respectively; the second part has 2 digits, 0 and 6 respectively.
Calculate Digit Verification of CAS Registry Number 1664293-06:
(9*1)+(8*6)+(7*6)+(6*4)+(5*2)+(4*9)+(3*3)+(2*0)+(1*6)=184
184 % 10 = 4
So 1664293-06-4 is a valid CAS Registry Number.
1664293-06-4Relevant articles and documents
Fluorination Effects on Indacenodithienothiophene Acceptor Packing and Electronic Structure, End-Group Redistribution, and Solar Cell Photovoltaic Response
Aldrich, Thomas J.,Matta, Micaela,Zhu, Weigang,Swick, Steven M.,Stern, Charlotte L.,Schatz, George C.,Facchetti, Antonio,Melkonyan, Ferdinand S.,Marks, Tobin J.
, (2019)
Indacenodithienothiophene (IDTT)-based postfullerene electron acceptors, such as 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)]]bis[propanedinitrile]), have become synonymous with high power conversion efficiencies (PCEs) in bulk heterojunction (BHJ) polymer solar cells (PSCs). Here we systematically investigate the influence of end-group fluorination density and positioning on the physicochemical properties, single-crystal packing, end-group redistribution propensity, and BHJ photovoltaic performance of a series of ITIC variants, ITIC-nF (n = 0, 2, 3, 4, and 6). Increasing n from 0 → 6 contracts the optical bandgap, but only marginally lowers the LUMO for n > 4. This yields enhanced photovoltaic short-circuit current density and good open-circuit voltage, so that ITIC-6F achieves the highest PCE of the series, approaching 12% in blends with the PBDB-TF donor polymer. Single-crystal diffraction reveals that the ITIC-nF molecules cofacially interleave with ITIC-6F having the shortest π-π distance of 3.28 ?. This feature together with ZINDO-level computed intermolecular electronic coupling integrals as high as 57 meV, and B3LYP/DZP-level reorganization energies as low as 147 meV, rival or surpass the corresponding values for fullerenes, ITIC-0F, and ITIC-4F, and track a positive correlation between the ITIC-nF space-charge limited electron mobility and n. Finally, a heretofore unrecognized solution-phase redistribution process between the 2-(3-oxo-indan-1-ylidene)-malononitrile-derived end-groups (EGs) of IDTT-based NFAs, i.e., EG1-IDTT-EG1 + EG2-IDTT-EG2 ? 2 EG1-IDTT-EG2, with implications for the entire ITIC PSC field, is identified and mechanistically characterized, and the effects on PSC performance are assessed.
