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Multiple Enol-Keto Isomerization and Excited-State Unidirectional Intramolecular Proton Transfer Generate Intense, Narrowband Red OLEDs.
Wu, Xiugang; Wang, Chih-Hsing; Ni, Songqian; Wu, Chi-Chi; Lin, Yan-Ding; Qu, Hao-Ting; Wu, Zong-Hsien; Liu, Denghui; Yang, Ming-Zhou; Su, Shi-Jian; Zhu, Weiguo; Chen, Kai; Jiang, Zi-Cheng; Yang, Shang-Da; Hung, Wen-Yi; Chou, Pi-Tai.
Afiliación
  • Wu X; School of Materials Science and Engineering, Jiangsu Engineering Laboratory of Light-Electricity-Heat Energy-Converting Materials and Applications, Changzhou University, Changzhou 213164, China.
  • Wang CH; Department of Chemistry, National Taiwan University, Taipei 10617, Taiwan.
  • Ni S; School of Materials Science and Engineering, Jiangsu Engineering Laboratory of Light-Electricity-Heat Energy-Converting Materials and Applications, Changzhou University, Changzhou 213164, China.
  • Wu CC; Department of Chemistry, National Taiwan University, Taipei 10617, Taiwan.
  • Lin YD; Department of Chemistry, National Taiwan University, Taipei 10617, Taiwan.
  • Qu HT; Department of Chemistry, National Taiwan University, Taipei 10617, Taiwan.
  • Wu ZH; Department of Optoelectronics and Materials Technology, National Taiwan Ocean University, Keelung 20224, Taiwan.
  • Liu D; State Key Laboratory of Luminescent Materials and Devices and Institute of Polymer Optoelectronic Materials and Devices, South China University of Technology, Guangzhou 510640, China.
  • Yang MZ; School of Materials Science and Engineering, Jiangsu Engineering Laboratory of Light-Electricity-Heat Energy-Converting Materials and Applications, Changzhou University, Changzhou 213164, China.
  • Su SJ; State Key Laboratory of Luminescent Materials and Devices and Institute of Polymer Optoelectronic Materials and Devices, South China University of Technology, Guangzhou 510640, China.
  • Zhu W; School of Materials Science and Engineering, Jiangsu Engineering Laboratory of Light-Electricity-Heat Energy-Converting Materials and Applications, Changzhou University, Changzhou 213164, China.
  • Chen K; Robinson Research Institute, Faculty of Engineering, Victoria University of Wellington, Wellington 6012, New Zealand.
  • Jiang ZC; Institute of Photonics Technologies, National Tsing Hua University, Hsinchu 30013, Taiwan.
  • Yang SD; Institute of Photonics Technologies, National Tsing Hua University, Hsinchu 30013, Taiwan.
  • Hung WY; Department of Optoelectronics and Materials Technology, National Taiwan Ocean University, Keelung 20224, Taiwan.
  • Chou PT; Department of Chemistry, National Taiwan University, Taipei 10617, Taiwan.
J Am Chem Soc ; 146(35): 24526-24536, 2024 Sep 04.
Article en En | MEDLINE | ID: mdl-39177295
ABSTRACT
A novel series of excited-state intramolecular proton transfer (ESIPT) emitters, namely, DPNA, DPNA-F, and DPNA-tBu, endowed with dual intramolecular hydrogen bonds, were designed and synthesized. In the condensed phase, DPNAs exhibit unmatched absorption and emission spectral features, where the minor 0-0 absorption peak becomes a major one in the emission. Detailed spectroscopic and dynamic approaches conclude fast ground-state equilibrium among enol-enol (EE), enol-keto (EK), and keto-keto (KK) isomers. The equilibrium ratio can be fine-tuned by varying the substitutions in DPNAs. Independent of isomers and excitation wavelength, ultrafast ESIPT takes place for all DPNAs, giving solely KK tautomer emission maximized at >650 nm. The spectral temporal evolution of ESIPT was resolved by a state-of-the-art technique, namely, the transient grating photoluminescence (TGPL), where the rate of EK* → KK* is measured to be (157 fs)-1 for DPNA-tBu, while a stepwise process is resolved for EE* → EK* → KK*, with a rate of EE* → EK* of (72 fs)-1. For all DPNAs, the KK tautomer emission shows a narrowband emission with high photoluminescence quantum yields (PLQY, ∼62% for DPNA in toluene) in the red, offering advantages to fabricate deep-red organic light-emitting diodes (OLED). The resulting OLEDs give high external quantum efficiency with a spectral full width at half-maximum (FWHM) as narrow as ∼40 nm centered at 666-670 nm for DPNAs, fully satisfying the BT. 2020 standard. The unique ESIPT properties and highly intense tautomer emission with a small fwhm thus establish a benchmark for reaching red narrowband organic electroluminescence.

Texto completo: 1 Colección: 01-internacional Base de datos: MEDLINE Idioma: En Revista: J Am Chem Soc Año: 2024 Tipo del documento: Article País de afiliación: China Pais de publicación: Estados Unidos

Texto completo: 1 Colección: 01-internacional Base de datos: MEDLINE Idioma: En Revista: J Am Chem Soc Año: 2024 Tipo del documento: Article País de afiliación: China Pais de publicación: Estados Unidos