Journal
CHEMICAL SCIENCE
Volume 9, Issue 5, Pages 1213-1220Publisher
ROYAL SOC CHEMISTRY
DOI: 10.1039/c7sc04464j
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Funding
- National NSF of China [21672154, 21432005, 21372164]
- Youth Innovation Promotion Association of Chinese Academy of Sciences [2013150]
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The photoluminescence (PL) and electroluminescence (EL) properties of two highly efficient excited state intramolecular proton transfer (ESIPT) molecules, 2-(2 '-hydroxyphenyl)oxazoles containing one triphenylamine (TPA) (1) and two TPAs (2) respectively, are studied systematically. The enol-forms of both 1 and 2 possess highly hybridized local and charge transfer (HLCT) excited state character, while their excited-state keto-forms are not of obvious HLCT character. A 1-based device exhibits green-white electroluminescence with Commission Internationale d'Eclairage (CIE) coordinates of (0.25, 0.41) and a high external quantum efficiency (EQE) up to 5.3%, which is the highest EQE value recorded for single molecular white light-emitting materials. A 2-based device shows sky-blue emission with CIE coordinates of (0.18, 0.16) and an EQE of 8.0%, which is the highest EQE in the reported HLCT materials. The fluorescence intensities of the enol-forms of 1 and 2 in EL spectra are increased remarkably relative to their PL spectra. Experimental data and theoretical calculations reveal a new ESIPT equilibrium with a reverse intersystem crossing (RISC) process arising from the HLCT character. In EL, the RISC of the enol-form excitons from the triplet state to the singlet state triggers an increase in the number of enol-form singlet excitons, which further leads to a shift of the ESIPT equilibrium towards an enhanced enol-form emission. Thus, the difference between the ESIPT equilibria in PL and EL may be ascribed to the HLCT character of the enol-form excited state.
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