TY - JOUR
T1 - Bipolar thianthrene derivatives exhibiting room temperature phosphorescence for oxygen sensing
AU - Tomkeviciene, Ausra
AU - Dabulienė, Asta
AU - Matulaitis, Tomas
AU - Guzauskas, Matas
AU - Andruleviciene, Viktorija
AU - Grazulevicius, Juozas Vidas
AU - Yamanaka, Yuri
AU - Yano, Yoshio
AU - Ono, Toshikazu
N1 - Funding Information:
This research was funded by a grant No. S-MIP-17-96 from Research Council of Lithuania.
PY - 2019/11
Y1 - 2019/11
N2 - The series of donor-acceptor (D-A) compounds consisting of a thianthrene donor and either a benzophenone or a diphenylsulfone acceptor units were designed and synthesized via Suzuki cross-coupling. By varying the number of donor units, as well as by introducing heavy atom (Br) into the molecular structure the impact of these substituents on the thermal, electrochemical and emissive properties of the compounds was studied. The compound containing two thianthrene units appeared to have higher thermal stability and higher glass transition temperature than monosubstituted derivative. All thianthrenyl substituted benzophenone or diphenylsulfone compounds showed bipolar behavior. Strong room temperature phosphorescence and dual fluorescence-phosphorescence were observed at room temperature. The compounds containing stronger electron acceptor diphenylsulfone demonstrated a two-fold higher photoluminescence quantum yield values up to 19% in rigid Zeonex® films than that benzophenone derivatives. The crystals of some synthesized compounds demonstrated oxygen sensing ability.
AB - The series of donor-acceptor (D-A) compounds consisting of a thianthrene donor and either a benzophenone or a diphenylsulfone acceptor units were designed and synthesized via Suzuki cross-coupling. By varying the number of donor units, as well as by introducing heavy atom (Br) into the molecular structure the impact of these substituents on the thermal, electrochemical and emissive properties of the compounds was studied. The compound containing two thianthrene units appeared to have higher thermal stability and higher glass transition temperature than monosubstituted derivative. All thianthrenyl substituted benzophenone or diphenylsulfone compounds showed bipolar behavior. Strong room temperature phosphorescence and dual fluorescence-phosphorescence were observed at room temperature. The compounds containing stronger electron acceptor diphenylsulfone demonstrated a two-fold higher photoluminescence quantum yield values up to 19% in rigid Zeonex® films than that benzophenone derivatives. The crystals of some synthesized compounds demonstrated oxygen sensing ability.
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U2 - 10.1016/j.dyepig.2019.107605
DO - 10.1016/j.dyepig.2019.107605
M3 - Article
AN - SCOPUS:85066467005
SN - 0143-7208
VL - 170
JO - Dyes and Pigments
JF - Dyes and Pigments
M1 - 107605
ER -