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1.
ACS Appl Mater Interfaces ; 10(15): 12886-12896, 2018 Apr 18.
Artigo em Inglês | MEDLINE | ID: mdl-29582654

RESUMO

We report the unprecedented dual properties of excited-state structural planarization and thermally activated delayed fluorescence (TADF) of 10-dimesitylboryl phenoxazine, i.e., PXZBM. Bearing a nonplanar phenoxazine moiety, PXZBM shows the lowest lying absorption onset at ∼390 nm in nonpolar solvents such as cyclohexane but reveals an anomalously large Stokes-shifted (∼14 500 cm-1) emission maximized at 595 nm. In sharp contrast, when a phenylene spacer is added between phenoxazine and dimesitylboryl moieties of PXZBM, the 10-(4-dimesitylborylphenyl)phenoxazine PXZPBM in cyclohexane reveals a much blue-shifted emission at 470 nm despite its red-shifted absorption maximized at 420 nm (cf. PXZBM). The emission of PXZBM further reveals solvent polarity dependence, being red-shifted from 595 nm in cyclohexane to 645 nm in CH2Cl2. For rationalization, the steric hindrance between phenoxazine and the dimesitylboryl unit in PXZBM caused a puckered arrangement of phenoxazine at the ground state. Upon electronic excitation, as supported by the femtosecond early relaxation dynamics, spectral-temporal evolution and energetics calculated along the reaction potential energy surfaces, the diminution of N → B electron transfer reduces π-conjugation and elongates the N-B bond length, inducing the fast phenoxazine planarization with a time constant of 890 ± 100 fs. The associated charge-transfer reaction from phenoxazine (donor) to dimesitylboryl unit (acceptor) results in a further red-shifted emission in polar solvents. In stark contrast, PXZPBM shows a planar phenoxazine and undergoes excited-state charge transfer only. Despite the distinct difference in excited-state relaxation dynamics, both PXZBM and PXZPBM exhibit efficient TADF capable of producing highly efficient orange and green organic light emitting diodes with peak efficiencies of 10.9% (30.3 cd A-1 and 18.7 lm W-1) and 22.6% (67.7 cd A-1 and 50.0 lm W-1).

2.
ACS Appl Mater Interfaces ; 9(32): 27090-27101, 2017 Aug 16.
Artigo em Inglês | MEDLINE | ID: mdl-28731681

RESUMO

Despite the fast boom of thermally activated delayed fluorescence (TADF) emitters bearing borane-based acceptor, so far, no TADF emitter with a direct B-N linkage between N-donor and boryl acceptor has been reported. The latter should simplify the molecular architecture and hence facilitate the synthetic design and versatility. We report here the preparation and characterization of a new series of N-borylated compounds with functional acridine donor unit; namely: ACBM, PACBM, and SACBM. Spectroscopic studies were performed to explore their photophysical properties that exhibited prominent solvatochromism and thermally activated delayed fluorescence. The time-dependent DFT calculation indicated the involvement of substantial intramolecular charge transfer character for which HOMO and LUMO are spatially separated. For compound SACBM, fabrication of green emitting OLED gave CIE chromaticity of (0.22, 0.59) and maximum external quantum efficiency, luminance efficiency and power efficiency of 19.1%, 60.9 cd/A, and 43.6 lm/W, respectively, demonstrating for the first time the highly efficient OLEDs using N-borylated TADF emitters.

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