39581-21-0Relevant articles and documents
Two cyanopyridinone-capped 9,9′-bifluorenylidene derivatives as non-fullerene acceptors for organic photovoltaic cells
Wei, Chengjin,Zhang, Tong,Zhao, Yuling,Zhou, Yang,Hailin, Ma,Yu, Tianzhi
, p. 7637 - 7646 (2021)
Two new cyanopyridinone-capped 9,9′-bifluorenylidene derivatives, 5,5′,5′′,5′′′-(([9,9′-bifluorenylidene]-3,3′,6,6′-tetrayltetrakis(4-hexylthiophene-5,2-diyl))tetrakis(methanylylidene)) tetrakis(1-butyl-4-methyl-2,6-dioxo-1,2,5,6-tetrahydropyridine-3-carbonitrile) (A1) and 5,5′,5′′,5′′′-(([9,9′-bifluorenylidene]-2,2′,7,7′-tetrayltetrakis(4-octylthiophene-5,2-diyl))tetrakis (methanylylidene))tetrakis(1-(2-ethylhexyl)-4-methyl-2,6-dioxo-1,2,5,6-tetrahydropyridine-3-carbonitrile) (A2), were synthesized as non-fullerene small molecular acceptors for organic solar cells. The compounds exhibited excellent solubility in a variety of common organic solvents such as dichloromethane, toluene and o-dichlorobenzene due to possessing different length alkyl chains on the thiophene-bridged groups and the cyanopyridinone units. The introduction of the strong electron-withdrawing cyanopyridinone groups as the capping groups can improve the intramolecular charge transfer (ICT) and thus broaden the absorption spectra of the molecules. By changing the connection points of the capping groups in the 9,9′-bifluorenylidene core, the photophysical and electrochemical properties of the compounds can be easily adjusted. The photovoltaic performance of A1 and A2 as acceptors was investigated by fabricating solar cells with the following structure: ITO/PEDOT:PSS/PBDB-T:A1(or A2)/PDTNO/Al. The results showed that power conversion efficiencies (PCEs) of 1.01% and 1.98% were obtained using A1 and A2, respectively, as the acceptors without any treatment. After treating the active layers with solvent vapor annealing, their PCEs were increased to 1.28% and 2.94%, respectively. This journal is
ATOP dyes. Optimization of a multifunctional merocyanine chromophore for high refractive index modulation in photorefractive materials
Wuerthner,Yao,Schilling,Wortmann,Redi-Abshiro,Mecher,Gallego-Gomez,Meerholz
, p. 2810 - 2824 (2001)
This paper reports synthesis, characterization and structural optimization of amino-thienyl-dioxocyano-pyridine (ATOP) chromophores toward a multifunctional amorphous material with unprecedented photorefractive performance. The structural (dynamic NMR, XRD) and electronic (UV/vis, electrooptical absorption, Kerr effect measurements) characterization of the ATOP chromophore revealed a cyanine-type π-conjugated system with an intense and narrow absorption band (εmax = 140 000 L mol-1 cm-1), high polarizability anisotropy (δα0 = 55 × 10-40 C V-1 m2), and a large dipole moment (13 D). This combination of molecular electronic properties is a prerequisite for strong electrooptical response in photorefractive materials with low glass-transition temperature (Tg). Other important materials-related properties such as compatibility with the photoconducting poly(N-vinylcarbazole) (PVK) host matrix, low melting point, low Tg, and film-forming capabilities were optimized by variation of four different alkyl substituents attached to the ATOP core. A morphologically stable PVK-based composite containing 40 wt % of ATOP-3 showed an excellent photorefractive response characterized by a refractive index modulation of Δn ≈ 0.007 and a gain coefficient of Γ ≈ 180 cm-1 at a moderate electrical field strength of E = 35 V μm-1. Even larger effects were observed with thin amorphous films consisting of the pure glass-forming dye ATOP-4 (Tg = 16 °C) and 1 wt % of the photosensitizer 2,4,7-trinitro-9-fluorenylidene-malononitrile (TNFM). This material showed complete internal diffraction at a field strength of only E = 10 V μm-1 and Δn reached 0.01 at only E = 22 V μm-1 without addition of any specific photoconductor.
Design of a novel thiophene inhibitor of 15-lipoxygenase-1 with both anti-inflammatory and neuroprotective properties
Eleftheriadis, Nikolaos,Poelman, Hessel,Leus, Niek G.J.,Honrath, Birgit,Neochoritis, Constantinos G.,Dolga, Amalia,D?mling, Alexander,Dekker, Frank J.
, p. 786 - 801 (2016/08/30)
The enzyme 15-lipoxygenase-1 (15-LOX-1) plays a dual role in diseases with an inflammatory component. On one hand 15-LOX-1 plays a role in pro-inflammatory gene expression and on the other hand it has been shown to be involved in central nervous system (CNS) disorders by its ability to mediate oxidative stress and damage of mitochondrial membranes under hypoxic conditions. In order to further explore applications in the CNS, novel 15-LOX-1 inhibitors with favorable physicochemical properties need to be developed. Here, we present Substitution Oriented Screening (SOS) in combination with Multi Component Chemistry (MCR) as an effective strategy to identify a diversely substituted small heterocyclic inhibitors for 15-LOX-1, denoted ThioLox, with physicochemical properties superior to previously identified inhibitors. Ex?vivo biological evaluation in precision-cut lung slices (PCLS) showed inhibition of pro-inflammatory gene expression and in?vitro studies on neuronal HT-22?cells showed a strong protection against glutamate toxicity for this 15-LOX-1 inhibitor. This provides a novel approach to identify novel small with favorable physicochemical properties for exploring 15-LOX-1 as a drug target in inflammatory diseases and neurodegeneration.
