Abstract
Two thermally activated delayed fluorescence (TADF) emitters 9′-(4-(4,6-diphenyl-1,3,5-triazin-2-yl)-2-fluorophenyl)-9′H-9,3′:6′,9′′-tercarbazole (TCTZ-F) and 9′-(4-(4,6-diphenyl-1,3,5-triazin-2-yl)-2,6-difluorophenyl)-9′H-9,3′:6′,9′′-tercarbazole (TCTZ-2F) were synthesized and compared to the previously reported molecule 9′-(4-(4,6-diphenyl-1,3,5-triazin-2-yl)phenyl)-9′H-9,3′:6′,9′′-tercarbazole (TCTZ) to explore the possible effects of the fluorine atom(s) on the molecular conformation, electronic coupling between the donor and acceptor groups, and consequently the photophysical behavior of the emitters. Specifically, the TCTZ-F molecule was calculated to have a smaller dihedral angle than TCTZ-2F and a smaller S1-T1 gap than TCTZ, which led it to have the highest photoluminescence quantum yield (PLQY) among this series of compounds. An OLED fabricated with TCTZ-F as the emitter achieved the highest external quantum efficiencies (22.5%) of this series, indicating that fluorination can play a useful role in TADF emitters.
| Original language | English |
|---|---|
| Pages (from-to) | 5536-5541 |
| Number of pages | 6 |
| Journal | Journal of Materials Chemistry C |
| Volume | 6 |
| Issue number | 20 |
| DOIs | |
| Publication status | Published - Jan 1 2018 |
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All Science Journal Classification (ASJC) codes
- Chemistry(all)
- Materials Chemistry
Cite this
The role of fluorine-substitution on the π-bridge in constructing effective thermally activated delayed fluorescence molecules. / Li, Yun; Liang, Jiao Jiao; Li, Hong Cheng; Cui, Lin Song; Fung, Man Keung; Barlow, Stephen; Marder, Seth R.; Adachi, Chihaya; Jiang, Zuo Quan; Liao, Liang Sheng.
In: Journal of Materials Chemistry C, Vol. 6, No. 20, 01.01.2018, p. 5536-5541.Research output: Contribution to journal › Article
}
TY - JOUR
T1 - The role of fluorine-substitution on the π-bridge in constructing effective thermally activated delayed fluorescence molecules
AU - Li, Yun
AU - Liang, Jiao Jiao
AU - Li, Hong Cheng
AU - Cui, Lin Song
AU - Fung, Man Keung
AU - Barlow, Stephen
AU - Marder, Seth R.
AU - Adachi, Chihaya
AU - Jiang, Zuo Quan
AU - Liao, Liang Sheng
PY - 2018/1/1
Y1 - 2018/1/1
N2 - Two thermally activated delayed fluorescence (TADF) emitters 9′-(4-(4,6-diphenyl-1,3,5-triazin-2-yl)-2-fluorophenyl)-9′H-9,3′:6′,9′′-tercarbazole (TCTZ-F) and 9′-(4-(4,6-diphenyl-1,3,5-triazin-2-yl)-2,6-difluorophenyl)-9′H-9,3′:6′,9′′-tercarbazole (TCTZ-2F) were synthesized and compared to the previously reported molecule 9′-(4-(4,6-diphenyl-1,3,5-triazin-2-yl)phenyl)-9′H-9,3′:6′,9′′-tercarbazole (TCTZ) to explore the possible effects of the fluorine atom(s) on the molecular conformation, electronic coupling between the donor and acceptor groups, and consequently the photophysical behavior of the emitters. Specifically, the TCTZ-F molecule was calculated to have a smaller dihedral angle than TCTZ-2F and a smaller S1-T1 gap than TCTZ, which led it to have the highest photoluminescence quantum yield (PLQY) among this series of compounds. An OLED fabricated with TCTZ-F as the emitter achieved the highest external quantum efficiencies (22.5%) of this series, indicating that fluorination can play a useful role in TADF emitters.
AB - Two thermally activated delayed fluorescence (TADF) emitters 9′-(4-(4,6-diphenyl-1,3,5-triazin-2-yl)-2-fluorophenyl)-9′H-9,3′:6′,9′′-tercarbazole (TCTZ-F) and 9′-(4-(4,6-diphenyl-1,3,5-triazin-2-yl)-2,6-difluorophenyl)-9′H-9,3′:6′,9′′-tercarbazole (TCTZ-2F) were synthesized and compared to the previously reported molecule 9′-(4-(4,6-diphenyl-1,3,5-triazin-2-yl)phenyl)-9′H-9,3′:6′,9′′-tercarbazole (TCTZ) to explore the possible effects of the fluorine atom(s) on the molecular conformation, electronic coupling between the donor and acceptor groups, and consequently the photophysical behavior of the emitters. Specifically, the TCTZ-F molecule was calculated to have a smaller dihedral angle than TCTZ-2F and a smaller S1-T1 gap than TCTZ, which led it to have the highest photoluminescence quantum yield (PLQY) among this series of compounds. An OLED fabricated with TCTZ-F as the emitter achieved the highest external quantum efficiencies (22.5%) of this series, indicating that fluorination can play a useful role in TADF emitters.
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U2 - 10.1039/c8tc01158c
DO - 10.1039/c8tc01158c
M3 - Article
AN - SCOPUS:85047558949
VL - 6
SP - 5536
EP - 5541
JO - Journal of Materials Chemistry C
JF - Journal of Materials Chemistry C
SN - 2050-7526
IS - 20
ER -