Polymeric aromatic amines were shown to be very promising cathodes for lithium-ion batteries. Surprisingly, these materials are scarcely used for designing post-lithium batteries. In this Letter, we investigate the application of the high-voltage poly(N-phenyl-5,10-dihydrophenazine) (p-DPPZ) cathodes for Kion batteries. The designed batteries demonstrate an impressive specific capacity of 162 mAh g −1 at the current density of 200 mA g −1 , operate efficiently at high current densities of 2−10 A g −1 , enabling charge and discharge within ∼1−4 min, and deliver the specific capacity of 125−145 mAh g −1 with a retention of 96 and 79% after 100 and 1000 charge−discharge cycles, respectively. Finally, these K-ion batteries with polymeric p-DPPZ cathodes showed rather outstanding specific power of >3 × 10 4 W kg −1 , thus paving a way to the design of ultrafast and durable high-capacity metalion batteries matching the increasing demand for high power and high energy density electrochemical energy storage devices.
Metal-free environmentally friendly polyamine-basedPDPPDcathodes delivered promising capacities and impressive rate capabilities (>100C) in Li, Na and K batteries.
A series of novel non-symmetrical coumarin-fused BODIPY dyes were synthesised. Their absorption and emission properties are strongly influenced by substitution in the coumarin moiety. Diethylamino-substituted dyes showed near-IR emission with large Stokes shifts (up to 144 nm) and good fluorescence quantum yields.
4-Hydroxycoumarin 1, 4,5-dihydroxycoumarin 2, and 4,7-dihydroxycoumarin 3 undergo H–D exchange at the C(3) atom of the lactone ring. Although only the 4-hydroxy-2-chromenone tautomeric forms are seen in the 1H and 13C NMR spectra of compounds 1–3, the equilibrium between the 4-hydroxy-2-chromenone and 2,4-chromandione forms is suggested to be the key step in the H–D exchange reaction. 4,5-Dihydroxycoumarin shows the highest rate of the reaction, since H-bonding between 5-hydroxyl and 4-keto functional groups can provide relative stability to the 5-hydroxy-2,4-chromandione tautomeric form, a probable intermediate of the exchange. NMR spectra and tautomeric transformations of 3-(4-methoxyphenylazo)-4-hydroxycoumarin 4 and 3-acetyl-4-hydroxycoumarin 5 are also discussed. The stabilities of different tautomeric forms of compounds 1–5 have been evaluated by MNDO calculations. Keywords: 4-hydroxycoumarin derivatives, keto-enol tautomerism, H–D-exchange.
Electronic absorption spectra of 18 hydroxycoumarin derivatives and their ionized forms have been studied. Close agreement between experimental and the PPP CI calculated electron absorption band energies has been found in most cases. Strong polarization of the carbonyl function of the pyrone ring in the 7-hydroxycoumarin derivatives, H-bonding between the hydroxyl group and neighboring substituent in the ortho-substituted hydroxycoumarins, as well as their tautomeric transformations, have been suggested in the discussion of the electronic absorption spectra of the hydroxycoumarin derivatives. In accord also with calculational results, ionization of the hydroxyl function leads to a bathochromic shift of the longest-wavelength absorption bands in the spectra of 7-hydroxycoumarin derivatives. The ionization has no effect on the electronic absorption of the 4-hydroxycoumarin derivatives. Relative stabilities of the tautomeric forms of hydroxycoumarin derivatives and their ionized forms have also been compared by MNDO calculations. Keywords: hydroxycoumarins, intramolecular H-bonding, ionization, electronic absorption spectra, keto–enol tautomerism.
We developed the synthesis of a series of furan-fused tetracyclic analogues of the antitumor agent ametantrone. The reactions included nucleophilic substitution of propoxy groups in 4,11-dipropoxyanthra[2,3-b]furan-5,10-diones with ethylenediamines, producing the derivatives of 4,11-diaminoanthra[2,3-b]furan-5,10-dione in good yields. Studies of anti-proliferative activity on a panel of mammalian tumor cell lines demonstrated that anthra[2,3-b]furan-5,10-diones were the most potent derivatives among heteroarene-fused ametantrone analogues with one heteroatom. We identified several compounds that evoked a growth inhibitory effect at submicromolar concentrations. The anthra[2,3-b]furan-5,10-dione 9 with distal methylamino groups was markedly potent against drug-resistant cell lines with P-glycoprotein overexpression or p53 gene deletion. Furthermore, this derivative attenuated in vitro topoisomerase I-mediated DNA uncoiling at low micromolar concentrations. These results demonstrate that anthrafurandiones are a new class of heterocyclic anthraquinone derivatives with the properties potentially valuable for anticancer therapy.
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