Aromatic oxadiazole‐based conjugated polymers with excited‐state intramolecular proton transfer: Their synthesis and sensing ability for explosive nitroaromatic compounds
2006; Wiley; Volume: 44; Issue: 6 Linguagem: Inglês
10.1002/pola.21319
ISSN1099-0518
AutoresTae‐Hoon Kim, Hyung Jun Kim, Chan Gyu Kwak, Won Ho Park, Taek Seung Lee,
Tópico(s)Conducting polymers and applications
ResumoAbstract Aromatic polyoxadiazole derivatives containing 9,9′‐dioctylfluorene were successfully synthesized via the Suzuki coupling reaction. The oxadiazole moiety in the polymer backbone was linked with the bis(hydroxyphenyl) group in its 2‐position to exhibit a large Stokes shift in the emission spectrum due to the excited‐state intramolecular proton transfer. To prepare the polymer via the Suzuki cross‐coupling reaction, the hydroxyl group in the monomer was protected with the t ‐butoxycarbonyl group before polymerization and removed after polymerization to a desirable extent. The polymer with the free hydroxyl group showed a considerable sensitivity for nitroaromatic compounds, exhibiting fluorescence quenching in a chloroform solution. The interaction between the electron‐donating OH group and electron‐deficient nitroaromatic compounds seemed to play a decisive role in fluorescence quenching. © 2006 Wiley Periodicals, Inc. J Polym Sci Part A: Polym Chem 44: 2059–2068, 2006
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