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Synthesis of C 70 ‐Based Fluorophores through Sequential Functionalization to Form Isomerically Pure Multiadducts
Author(s) -
Lou Ning,
Li Yanbang,
Gan Liangbing
Publication year - 2017
Publication title -
angewandte chemie
Language(s) - English
Resource type - Journals
eISSN - 1521-3757
pISSN - 0044-8249
DOI - 10.1002/ange.201612054
Subject(s) - conjugated system , quantum yield , chemistry , fluorescence , yield (engineering) , absorption (acoustics) , photochemistry , surface modification , fullerene , organic chemistry , materials science , polymer , optics , physics , metallurgy , composite material
Abstract Selective addition to the C 70 cage divides its π‐conjugated system into various smaller π‐conjugated systems with enhanced fluorescent properties. Key reactions include chlorination, methoxylation, ozonation, and Bingel or Bingel–Hirsch reactions. The maximum emission wavelength of the C 70 multiadducts ranges from 450 to 655 nm. Among the C 70 multiadducts, C 70 (OMe) 8 (C(COOEt) 2 ) 3 showed the highest quantum yield ( Φ F =0.18) and the largest Δ[ λ max (emission)− λ max (absorption)] (402 nm), with maximum emission at 655 nm.