Treatment of 2-(1-alkynyl)phenyl isocyanates 6 with the iminophosphorane 14 produced in situ the benzoenynyl carbodiimides 15. Thermolysis of 15 under refluxing p-xylene furnished the 6H-indolo[2,3-b][1,6]naphthyridines 5, which could be regarded as the 5-aza analogues of ellipticine alkaloids. Similarly, condensation of 6 with the iminophosphorane 20 led to the formation of the 6H-indolo[2,3-b][1,5]naphthyridines 25 as the major isomer and the 10H- indolo[2,3-b][1,7]naphthyridines 26 as the minor isomer. The indolonaphthyridines 32, 33, and 34 having a methoxyl substituent were likewise synthesized. Treatment of the diisocyanate 43 with 2 equiv of the iminophosphorane 7 furnished 45 having two indoloquinoline units incorporated in a seven-fused-ring system.
Room‐temperature switchable dielectric materials are of interest for many applications, including solar energy storage, smart switches, automatic filters, and next‐generation sensors. Here, a temperature‐triggered dielectric switchable nanocomposite by dispersing octadecylamine‐grafted multiwalled carbon nanotubes (ODA‐MWCNTs, for short) into hexadecane is reported. The composite has low permittivity at molten state and high permittivity at frozen state, and the permittivity switch is triggered around 18 °C. The highest permittivity contrast ratio reaches 106.4 at 2.0% CNT volume fraction. The composite shows frequency‐sensitive and temperature‐ramping‐rate‐sensitive properties. Further investigation indicates that the permittivity switch is caused by the change of the ODA‐MWCNT percolating networks during phase transition.
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