Dynamically Adaptive Characteristics of Resonance Variation for Selectively Enhancing Electrical Performance of Organic Semiconductors

Tao, Ye; Xiao, Jianjian; Zheng, Chao; Zhang, Zhen; Yan, Mingkuan; Chen, Runfeng; Li, Huanhuan; An, Zhongfu; Wang, Zhixiang; Xu, Hui; Huang, Wei

doi:10.1002/ange.201304540

Cited by 22 publications

(17 citation statements)

References 32 publications

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“…DCzB displays a maximum absorption band centered around 380 nm in toluene and 400 nm in film ( Fig. 2a) for visible-light excitable photoluminance ascribed to the ICT state of this D-A-D molecule [26][27][28] . This ICT character becomes more apparent in photoluminescence (PL) spectrum in solution, showing a broad PL band that redshifts with the increase of solvent polarity ( Supplementary Fig.…”

Section: Synthesis and Characterizationmentioning

confidence: 99%

Thermally activated triplet exciton release for highly efficient tri-mode organic afterglow

et al. 2020

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Developing high-efficient afterglow from metal-free organic molecules remains a formidable challenge due to the intrinsically spin-forbidden phosphorescence emission nature of organic afterglow, and only a few examples exhibit afterglow efficiency over 10%. Here, we demonstrate that the organic afterglow can be enhanced dramatically by thermally activated processes to release the excitons on the stabilized triplet state (T 1 *) to the lowest triplet state (T 1) and to the singlet excited state (S 1) for spin-allowed emission. Designed in a twisted donor-acceptor architecture with small singlet-triplet splitting energy and shallow exciton trapping depth, the thermally activated organic afterglow shows an efficiency up to 45%. This afterglow is an extraordinary tri-mode emission at room temperature from the radiative decays of S 1 , T 1 , and T 1 *. With the highest afterglow efficiency reported so far, the tri-mode afterglow represents an important concept advance in designing high-efficient organic afterglow materials through facilitating thermally activated release of stabilized triplet excitons.

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Section: Synthesis and Characterizationmentioning

confidence: 99%

Thermally activated triplet exciton release for highly efficient tri-mode organic afterglow

et al. 2020

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“…Nevertheless, owing to the electronwithdrawing feature of O, S, and Se atoms, the absorption peaks are slightly blue shifted from 292, 320, and 333 nm of carbazole to~287, 304, and 315 nm of these D-r-D molecules in dichloromethane (CH 2 Cl 2 ) solution. This hypochromic shift was also observed in the emission spectra, exhibiting the smallest blue shift in t-BuPSe (338 and 353 nm) compared to carbazole (341 and 354 nm) due to the weakest electronegativity of Se (Table S6) [17]. In solid films, the emission bands were bathochromic-shifted, and t-BuPS shows the largest red shift compared to that in solution, suggesting its strongest intermolecular interactions in solid film which is in line with its low free volume region with small V f of 4.3% (Figure S9) and heavy attractive and repulsive interactions from reduced density gradient calculations (Figure S13) [34].…”

Section: Optical Propertiesmentioning

confidence: 53%

“…Compared to the direct and straightforward static D-A strategy in achieving bipolar characteristics, we found recently that organic resonance molecules can dynamically change the widely recognized donor unit of carbazole to be electron transportable upon resonance variation [17]. By directly linking arylamine and phenylphosphine oxide (sulfide or selenide) moieties in N-P = X (X = O, S, or Se) resonance structures, dynamically bipolar organic semiconductors were constructed by the resonance variation-based dynamic adaptation (RVDA) strategy [18].…”

Section: Introductionmentioning

confidence: 99%

Constructing Donor-Resonance-Donor Molecules for Acceptor-Free Bipolar Organic Semiconductors

Jin

Wang

et al. 2021

Research

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Organic semiconductors with bipolar transporting character are highly attractive as they offer the possibility to achieve high optoelectronic performance in simple device structures. However, the continual efforts in preparing bipolar materials are focusing on donor-acceptor (D-A) architectures by introducing both electron-donating and electron-withdrawing units into one molecule in static molecular design principles. Here, we report a dynamic approach to construct bipolar materials using only electron-donating carbazoles connected by N-P=X resonance linkages in a donor-resonance-donor (D-r-D) structure. By facilitating the stimuli-responsive resonance variation, these D-r-D molecules exhibit extraordinary bipolar properties by positively charging one donor of carbazole in enantiotropic N+=P-X- canonical forms for electron transport without the involvement of any acceptors. With thus realized efficient and balanced charge transport, blue and deep-blue phosphorescent organic light emitting diodes hosted by these D-r-D molecules show high external quantum efficiencies up to 16.2% and 18.3% in vacuum-deposited and spin-coated devices, respectively. These results via the D-r-D molecular design strategy represent an important concept advance in constructing bipolar organic optoelectronic semiconductors dynamically for high-performance device applications.

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“…The electrochemical properties of the star‐shaped boron‐containing D–A molecules were investigated by cyclic voltammetry (CV) using tetrabutylammonium hexafluorophosphate (TBAPF 6 ) as the supporting electrolyte and ferrocene as the internal standard . From the onset of the oxidation wave, the HOMO energy levels of TNPhB , DNPhCzB , NPhDCzB , and TCzB were measured to be −5.34, −5.35, −5.40, and −5.66 eV, respectively (Figure S10, Supporting Information).…”

Section: Resultsmentioning

confidence: 99%

Star‐Shaped Boron‐Containing Asymmetric Host Materials for Solution‐Processable Phosphorescent Organic Light‐Emitting Diodes

Jin

Tao

et al. 2018

Advanced Science

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Boron‐containing compounds have attracted considerable attention because of their electron‐accepting properties, and they are widely used in a variety of fields. However, due to the essential requirement to protect the empty pz‐orbital of the boron atom using large steric hindrance or rigid groups, borane derivatives generally show poor solubility and are rarely reported as acceptor units to construct bipolar host materials for phosphorescent organic light‐emitting diodes (PhOLEDs). Here, a combined star‐shaped and asymmetric donor–acceptor molecular design strategy to improve the solubility and fine tune the optical and electronic properties of boron‐containing materials is presented. High thermal stability, solvent solubility, solution processability, and triplet energy are achieved simultaneously. With the thus‐designed boron‐containing bipolar molecules as host materials, the solution‐processed PhOLEDs exhibit high device performances, which are comparable to the vacuum‐processed counterparts, showing high external quantum efficiencies up to 18.5% and 14.5% in blue and white PhOLEDs, respectively. These results demonstrate the great potential of the star‐shaped and symmetry‐breaking borane derivatives in solution‐processable organic optoelectronic devices.

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Dynamically Adaptive Characteristics of Resonance Variation for Selectively Enhancing Electrical Performance of Organic Semiconductors

Cited by 22 publications

References 32 publications

Thermally activated triplet exciton release for highly efficient tri-mode organic afterglow

Thermally activated triplet exciton release for highly efficient tri-mode organic afterglow

Constructing Donor-Resonance-Donor Molecules for Acceptor-Free Bipolar Organic Semiconductors

Star‐Shaped Boron‐Containing Asymmetric Host Materials for Solution‐Processable Phosphorescent Organic Light‐Emitting Diodes

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