Fluorescent poly(boron enaminoketonate)s: synthesis via the direct modification of polyisoxazoles obtained from the click polymerization of a homoditopic nitrile N-oxide and diynes

Fluorescent poly(boron enaminoketonate)s ( PBEK s) were synthesized via the polycycloaddition of a homoditopic nitrile N -oxide to diynes followed by other polymer reactions. Click polycycloaddition of the nitrile N -oxide to various diynes effectively produced polyisoxazoles in high yields. The pol...

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Veröffentlicht in:Polymer journal 2014-09, Vol.46 (9), p.609-616
Hauptverfasser: Matsumura, Tohru, Koyama, Yasuhito, Uchida, Satoshi, Yonekawa, Morio, Yui, Tatsuto, Ishitani, Osamu, Takata, Toshikazu
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Sprache:eng
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Zusammenfassung:Fluorescent poly(boron enaminoketonate)s ( PBEK s) were synthesized via the polycycloaddition of a homoditopic nitrile N -oxide to diynes followed by other polymer reactions. Click polycycloaddition of the nitrile N -oxide to various diynes effectively produced polyisoxazoles in high yields. The polyisoxazoles were transformed into the corresponding fluorescent PBEK s by forming the poly(β-aminoenone) intermediates and reacting these intermediates with (C 6 F 5 ) 2 BF·OEt 2 . The solution and solid-state optical properties of the PBEK s were evaluated by ultraviolet–visible (UV–vis) and fluorescence spectroscopy. Fluorescent poly(boron enaminoketonate)s ( PBEK s) were synthesized via polycycloaddition of homoditopic nitrile N -oxide to diynes and subsequent polymer reactions. Click polycycloaddition of the nitrile N -oxide to various diynes effectively produced polyisoxazoles in high yields. Transformation of the polyisoxazoles afforded the corresponding fluorescent PBEK s via intermediary formation of poly(β-aminoenone) followed by the reaction with (C 6 F 5 ) 2 BF·OEt 2 . The optical properties of PBEK s were evaluated by the UV–vis and fluorescent spectra obtained under solution and solid states.
ISSN:0032-3896
1349-0540
DOI:10.1038/pj.2014.31