1293389-28-2Relevant articles and documents
Synthesis of 5H-dithieno[3,2-b:2′,3′-d]pyran as an electron-rich building block for donor-acceptor type low-bandgap polymers
Dou, Letian,Chen, Chun-Chao,Yoshimura, Ken,Ohya, Kenichiro,Chang, Wei-Hsuan,Gao, Jing,Liu, Yongsheng,Richard, Eric,Yang, Yang
, p. 3384 - 3390 (2013)
We describe the detailed synthesis and characterization of an electron-rich building block, dithienopyran (DTP), and its application as a donor unit in low-bandgap conjugated polymers. The electron-donating property of the DTP unit was found to be the strongest among the most frequently used donor units such as benzodithiophene (BDT) or cyclopentadithiophene (CPDT) units. When the DTP unit was polymerized with the strongly electron-deficient difluorobenzothiadiazole (DFBT) unit, a regiorandom polymer (PDTP-DFBT, bandgap = 1.38 eV) was obtained. For comparison with the DTP unit, polymers containing alternating benzodithiophene (BDT) or cyclopentadithiophene (CPDT) units and the DFBT unit were synthesized (PBDT-DFBT and PCPDT-DFBT). We found that the DTP based polymer PDTP-DFBT shows significantly improved solubility and processability compared to the BDT or CPDT based polymers. Consequently, very high molecular weight and soluble PDTP-DFBT can be obtained with less bulky side chains. Interestingly, PDTP-DFBT shows excellent performance in bulk-heterojunction solar cells with power conversion efficiencies reaching 8.0%, which is significantly higher than PBDT-DFBT and PCPDT-DFBT based devices. This study demonstrates that DTP is a promising building block for high-performance solar cell materials.
Development of fluorinated benzothiadiazole as a structural unit for a polymer solar cell of 7% efficiency
Zhou, Huaxing,Yang, Liqiang,Stuart, Andrew C.,Price, Samuel C.,Liu, Shubin,You, Wei
, p. 2995 - 2998 (2011)
High-powered polymer: Fluorinated benzothiadiazole was incorporated into a polymer that was used in a high-performance solar cell. The model polymer 2 has decreased HOMO and LUMO energy levels and a similar band gap when compared with its nonfluorinated analogue 1. A bulk heterojunction device derived from 1 demonstrated a high power conversion efficiency of 7.2% (5.0% for 1). (Chemical Equation Presented).
Synthesis of novel halogenated heterocycles based on o‐phenylenediamine and their interactions with the catalytic subunit of protein kinase ck2
Maciejewska, Agnieszka Monika,Paprocki, Daniel,Poznański, Jaros?aw,Speina, El?bieta,Winiewska‐szajewska, Maria
, (2021)
Protein kinase CK2 is a highly pleiotropic protein kinase capable of phosphorylating hundreds of protein substrates. It is involved in numerous cellular functions, including cell viability, apoptosis, cell proliferation and survival, angiogenesis, or ER‐stress response. As CK2 activity is found perturbed in many pathological states, including cancers, it becomes an attractive target for the pharma. A large number of low‐mass ATP‐competitive inhibitors have already been developed, the majority of them halogenated. We tested the binding of six series of halogenated heterocyclic ligands derived from the commercially available 4,5‐dihalo‐benzene‐1,2‐diamines. These ligand series were selected to enable the separation of the scaffold effect from the hydrophobic interactions attributed directly to the presence of halogen atoms. In silico molecular docking was initially applied to test the capability of each ligand for binding at the ATP‐binding site of CK2. HPLC‐derived ligand hydrophobicity data are compared with the binding affinity assessed by low‐volume differential scanning fluorimetry (nanoDSF). We identified three promising ligand scaffolds, two of which have not yet been described as CK2 inhibitors but may lead to potent CK2 kinase inhibitors. The inhibitory activity against CK2α and toxicity against four reference cell lines have been determined for eight compounds identified as the most promising in nanoDSF assay.
Altering Electronic and Optical Properties of Novel Benzothiadiazole Comprising Homopolymers via π Bridges
Karaman, Cansu Zeytun,G?ker, Seza,Hacio?lu, Serife O.,Haciefendio?lu, Tu?ba,Yildirim, Erol,Toppare, Levent
, (2021/04/23)
Four novel benzo[c][1,2,5]thiadiazole comprising monomers namely 5-fluoro-6-((2-octyldodecyl)oxy)-4,7-di(thiophen-2-yl)benzo[c][1,2,5]thiadiazole (TBTT), 5-fluoro-4,7-bis(4-hexylthiophen-2-yl)-6-((2-octyldodecyl)oxy)benzo[c][1,2,5]thiadiazole (HTBTHT), 5-fluoro-4,7-di(furan-2-yl)-6-((2-octyldodecyl)oxy)benzo- [c][1,2,5]thiadiazole (FBTF), and 5-fluoro-6-((2-octyldodecyl)oxy)-4,7-bis(thieno[3,2-b]thiophen-2-yl)benzo[c][1,2,5]thiadiazole (TTBTTT) were designed, and synthesized successfully via Stille polycondensation reaction. The structural characterizations of the monomers were performed by 1H and 13C NMR spectroscopy and High Resolution Mass Spectroscopy (HRMS). The monomers were then electropolymerized in a three electrode cell system via cyclic voltammetry. The electrochemical, and spectroelectrochemical characterization of the polymers were reported in detail. Besides, theoretical calculations were performed to elucidate observed experimental properties. According to the cyclic voltammogram of the polymers, HOMO and LUMO energy levels were calculated as -5.68 eV/-3.91 eV, -5.71 eV/-3.72 eV, -5.61 eV/-4.04 eV, and -5.51 eV/-3.71 eV and the electronic band gaps were 1.77 eV, 1.99 eV, 1.57 eV, and 1.80 eV for PTBTT, PHTBTHT, PFBTF, and PTTBTTT, respectively.
