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1.
The development of red/near-infrared (NIR) thermally activated delayed fluorescence (TADF) emitters are relatively lagging due to the spin statistics and energy gap law. Herein, we designed and synthesized a new NIR TADF emitter, 3-(4-(9,9′-spirobi[fluorene]-3-yl(phenyl)amino)phenyl)acenaphtho[1,2-b]pyrazine-8,9-dicarboni-trile (SDPA-APDC), by incorporating a spiro-type electron-donating moiety N,N-diphenyl-9,9′-spirobi[fluorene]-2-amine (SDPA) to an electron-withdrawing unit acenaphtho[1,2-b]pyrazine-8,9-dicarbonitrile (APDC). The photophysical, electrochemical and thermal properties of SDPA-APDC have been systematically explored. Consequently, the emitter was found high photoluminescence quantum yield (PLQY), narrow bandgap, small singlet-triplet energy gap (ΔEST) and excellent thermal stability. Furthermore, SDPA-APDC was developed for electroluminescence devices. The doped devices of SDPA-APDC achieved a red emission peak at 696 nm with a maximum external quantum efficiency (EQE) of 10.75%. And the non-doped device exhibited a NIR emission peak at 782 nm with a maximum EQE of 2.55%  相似文献   

2.
A series of new blue emissive materials based on the conjugates of highly fluorescent diaryl anthracene and electron-transporting triphenylimidazole moieties: 2-(4-(anthracen-9-yl)phenyl)-1,4,5-triphenyl-1H-imidazole (ACBI), 2-(4-(10-(naphthalen-1-yl)anthracen-9-yl)phenyl)-1,4,5-triphenyl-1H-imidazole (1-NaCBI), 2-(4-(10-(naphthalen-2-yl)anthracen-9-yl)phenyl)-1,4,5-triphenyl-1H-imidazole (2-NaCBI) were designed and synthesized successfully. These materials exhibit good film-forming properties and excellent thermal stabilities. Meanwhile, the decreased π-conjugation in these compounds compared with phenanthroimidazole derivatives leads to obvious hypsochromic shift. To explore the electroluminescence properties of these materials, typical three-layer organic light-emitting devices were fabricated. With respect to the three layer device 2 using 1-NaCBI as the emitting layer, its maximum current efficiency reaches 3.06 cd A−1 with Commission Internationale del’Eclairage (CIE) coordinates of (0.149, 0.092). More interestingly, sky blue doped device 5 based on 1-NaCBI achieved a maximum current efficiency of 15.53 cd A−1 and a maximum external quantum efficiency of 8.15%, high EQE has been proved to be induced by the up-conversion of a triplet excited state.  相似文献   

3.
Conventional thermally activated delayed fluorescence (TADF) molecules achieve small energy differences between the lowest singlet and triplet excited states (ΔEST) by enhancing the intramolecular charge transfer, which inevitably leads to a wide emission spectrum and low fluorescence rate. Here, we prepared a deep blue TADF molecule via a small ΔEST pyridine-phenol fluoroboron complex as the acceptor. The small ΔEST is maintained when carbazole donors are attached to the 4-position of the phenyl rings in the fluoroboron complex. Benefiting from the strong electron coupling between the donor (D) and acceptor (A) moieties, the compound Cz-4-BF exhibits a high fluorescence rate of 4.8 × 108 s−1 and a small D-A dihedral angle change in the excited state. Consequently, a photoluminescence (PL) quantum yield of nearly 100% and a PL spectrum with full-width at half-maximum (FWHM) < 60 nm were obtained in solution and low-concentration doped films. A TADF-sensitized fluorescence (TSF) device containing Cz-4-BF achieves an external quantum efficiency of 21%, which is higher than the devices employing classical fluorescent emitters and multiple resonance-type TADF emitters. The Cz-4-BF-based TSF device shows significantly improved color coordinates of (0.14, 0.10) versus a control device without Cz-4-BF.  相似文献   

4.
A series of fluorene-free bipolar star-shaped molecules, Sn-Cz-OXD (n = 1–5), with increasing conjugated length in branches were synthesized as high efficient blue emitters for OLEDs. With the extension of conjugated branches, the solid PL quantum efficiency and external quantum efficiency of Sn-Cz-OXD significantly increased with longer spacer, while the emission spectrum of these materials exhibited a blue-shift with enhanced color purity due to the unique molecular design. All materials maintained exceptionally high thermal stability after prolonged heat treatment at 150 °C in air. The photophysical, electrochemical, thermal properties of these emitters were studied in relation to the molecular structure. Nondoped device based on S4-Cz-OXD with structure ITO/PEDOT:PSS/EML/TPBI/LiF/Al emitted stable pure blue light with CIE coordinates of (0.157, 0.146). It exhibited high current efficiency and external quantum efficiency of 4.96 cd A−1 and 4.20%, respectively. These values are among the best results for solution-processed non-doped blue device based on fluorene-free materials, indicating its potential for commercial applications.  相似文献   

5.
Efficient deep-blue fluorescent emitters are of particular significance in organic light-emitting devices (OLEDs). An ambipolar deep-blue emitter, 4,4′-bis(4-(1-(4-(tert-butyl)phenyl)-1H-phenanthro[9,10-d]imidazol-2-yl)phenyl)-1,1′-binaphthalene (2NBTPI), was designed, synthesized and applied in a high-efficiency deep-blue emitting OLED. By modifying with binaphthyl, 2NBTPI exhibits a high thermal stability, deep blue emission as well as spatially separated HOMO and LUMO orbits. Comparing with its mononaphthyl counterpart 1,4-bis(4-(1-(4-(tert-butyl)phenyl)-1H-phenanthro[9,10-d]imidazol-2-yl)phenyl)naphthalene (NBTPI), 2NBTPI shows more balanced charge transport properties, better color purity (color index: (0.15, 0.09) versus (0.15, 0.11)), higher external quantum efficiency (EQE) (5.95% versus 5.73%) and slower efficiency roll-off (EQE roll-off at 100 mA cm−2: 13.1% versus 27.6%). To the best of our knowledge, OLED performances of 2NBTPI are comparable to the best reported non-doped deep-blue emitters.  相似文献   

6.
《Organic Electronics》2008,9(5):557-568
A series of novel non-conjugated functionalized benzoimidazole-based dendrimers containing peripheral benzyl ether type dendrons have been synthesized and characterized. These compounds undergo cyclometalation with iridium trichloride to form iridium(III) complexes. The emission wavelengths of these dendrimers are in the range from 510 to 530 nm, and the photoluminescence quantum yields (PLQYs) in the range from 0.45 to 0.80. Dendrimers (Gn)2Ir(acac) and (Gn)3Ir exhibit a reversible one-electron oxidation wave at ∼0.55 V and ∼0.37 V (vs. Ag/AgNO3), respectively. With a device configuration of indium tin oxide/poly(3,4-ethylenedioxythiophene):poly(styrene sulfonic acid)/4,4′-bis(N-carbarzolyl)biphenyl:(G2)3Ir 20 wt% dopant/1,3,5-tris(2-N-phenyl-benzoimidazolyl)benzene/LiF/Al has a maximum external quantum efficiency (EQE) of 17.6% and a maximum current efficiency of 61.5 cd/A.  相似文献   

7.
In order to obtain triplet emitters with high stability and efficiency, three homoleptic iridium(III) compounds — specifically, Ir(tpim)3 (1), Ir(mtpim)3 (2), and Ir(itpim)3 (3), where tpim = 1-([1,1′:3′,1″-terphenyl]-2′-yl)-2-(4-fluorophenyl)-1H-imidazole, mtpim = 2-(4-fluorophenyl)-1-(5′-methyl-[1,1′:3′,1″-terphenyl]-2′-yl)-1H-imidazole, and itpim = 2-(4-fluorophenyl)-1-(5′-isopropyl-[1,1′:3′,1″-terphenyl]-2′-yl)-1H-imidazole — were prepared by one-pot reaction of the corresponding phenylimidazole ligand with an Ir(I) complex as a starting material. Compounds 13 emit bright sky-blue phosphorescence with λmax = 459–463 nm and phosphorescent quantum efficiencies of 0.38–0.50. Multi-layer phosphorescent organic light-emitting diodes using compounds 13 as the triplet emitters and mCBP (3,3-di(9H-carbazol-9-yl)biphenyl) as the host have been fabricated. Compound 3 doped in the emissive layer demonstrate external quantum efficiency as high as 20.1% at 1000 cd/m2. In addition, the device based on compound 1 as an emitter shows a stable lifetime greater than 300 h at 1000 cd/m2, which is one of the best results concerning the device lifetime.  相似文献   

8.
Tetradentate Pt(II) complexes are promising emitters for deep blue organic light-emitting diodes (OLEDs) due to their emission energy and high photoluminescence efficiency. However, to obtain a pure blue color, spectral red-shifts, and additional emission peaks at longer wavelengths, originating from strong intermolecular interactions between parallel Pt(II) complexes, must be avoided. Herein, a new class of deep-blue emitting tetradentate Pt(II) complexes consisting of a non-planar ligand and a bulky adamantyl group is reported. The six-membered metallacycle structure renders the Pt(II) complex non-planar. In addition, the bulky adamantyl groups increase intermolecular distances and decrease red-shifts in the emission originating from strong dipole–dipole interactions. Therefore, these Pt(II) complexes exhibit little change in emission color with increasing dopant concentration. OLEDs incorporating these new Pt(II) complexes as emitters exhibit deep blue emission with a Commission International de L'Eclairage (CIE) y under 0.13 and a maximum external quantum efficiency of 22.6%, which is one of the highest observed for deep blue (CIE y < 0.15) phosphorescent OLEDs using Pt(II) complexes. These results provide a new approach for designing Pt(II) complexes for high efficiency deep blue OLEDs.  相似文献   

9.
The complexity of emissive process for five heteroleptic Ir(III) complexes (dfpypy)2Ir(LˆX), where dfpypy = 4-methyl-2',6'-difluoro-2,3'-bipyridine and LˆX = picolinate (1), dipivaloylmethanate (2), picolinic acid N-oxide (3), N,N'-di-tert-butylbenzamidinate (4), or 5-(4′-methylpyridine-2'-yl)-3-trifluoromethyl-1,2,4-triazole (5) (See Fig. 1), is unveiled by density functional theory (DFT) and quadratic response (QR) time-dependent (TD)DFT calculations including spin-orbit coupling (SOC). Besides the emission wavelength, we would like to pay intense attention on the emissive rule. It is found that the emission likely originates from different triplet states rather than only from the lowest Kasha state for complexes 1, 2, 3, and 5, which indicates they obey dual emission scenarios. In contrast, complex 4 follows the Kasha rule. Different from the total qualitative study, the quantum yield is semi-quantitatively determined in this work. The radiative decay rate constants (kr) from possible emissive states are quantitatively determined by the quadratic response method. The triplet potential energy surfaces are constructed to elucidate the factors that affect the temperature-dependent nonradiative rate constants (knr). Complex 4 have the higher quantum yields in all the investigated complexes because of the larger kr and smaller knr. The metal-centered (3MC) triplet state in the deactivation pathways is confirmed to play a vital role in determining the quantum yield.  相似文献   

10.
Two novel spiro-based host materials, namely 3-(9,9′-spirobi[fluoren]-6-yl)-9-phenyl-9H-carbazole (SF3Cz1) and 9-(3-(9,9′-spirobi[fluoren]-6-yl)phenyl)-9H-carbazole (SF3Cz2) were designed and synthesized. Due to the meta-linkage of spirobifluorene backbone, both SF3Cz1 and SF3Cz2 possess triplet energies over 2.70 eV, indicating they could serve as suitable hosts for blue and even white phosphorescent organic light-emitting diodes (PHOLEDs). The fabricated bis(4,6-(difluorophenyl)-pyridinato -N,C′)picolinate (FIrpic) based PHOLEDs hosted by SF3Cz1 and SF3Cz2 exhibited excellent performance with maximum external quantum efficiencies (EQEs) of 18.1% and 19.7%, respectively. Two-color warm white PHOLEDs fabricated by utilizing SF3Cz1 and SF3Cz2 as hosts also achieved high EQEs and low efficiency roll-offs. The results demonstrate that SF3Cz1 and SF3Cz2 are promising hosts for blue and white PHOLEDs.  相似文献   

11.
《Organic Electronics》2014,15(7):1678-1686
A high efficient UV–violet emission type material bis[4-(9,9′-spirobifluorene-2-yl)phenyl] sulfone (SF-DPSO) has been synthesized by incorporating electron deficient sulfone and morphologically stable spirobifluorene into one molecule. The steric and bulky compound SF-DPSO exhibits an excellent solid state photoluminescence quantum yield (ΦPL = 92%), high glass transition temperature (Tg = 211 °C) and high triplet energy (ET = 2.85 eV). In addition, the uniform amorphous thin film could be formed by spin-coating from its solution. These promising physical properties of the material made it suitable for using as UV–violet emitter in non-doped device and appropriate host in phosphorescent OLEDs. With SF-DPSO as an emitter, the non-doped solution processed device achieved an efficient UV–violet emission with the EL peak around 400 nm. By using SF-DPSO as a host, solution processed blue and green phosphorescent organic light emitting diodes showed a high luminous efficiency of 13.7 and 30.2 cd A−1, respectively.  相似文献   

12.
Herein, we report a highly fluorescent material 3,4-bis(4′-(9H-carbazol-9-yl)-[1,1′-biphenyl]-4-yl)-1-hexyl-1H-pyrrole-2,5-dione (Cbz-MI) based on donor-π-acceptor-π-donor (D-π-A-π-D) backbone. We explored maleimide as an acceptor, phenyl as π-conjugated spacer and carbazole as donor. Photophysical properties revealed high photoluminescence quantum yield of 0.84 and 0.72 in solution and doped matrix, respectively. An encouraging external quantum efficiency of 2.5% with emission peak at 550 nm is achieved utilizing Cbz-MI as emitting layer in doped electroluminescent device structure.  相似文献   

13.
Metal halide perovskite quantum dots (QDs) have emerged as potential materials for high brightness, wide color gamut, and cost-effective backlight emission due to their high photoluminescence quantum yields, narrow emission linewidths, and tunable bandgaps. Herein, CsPbX3/SBA-15 nanocomposites are prepared with outstanding optical properties and high stability through an in situ growth strategy using mesoporous silica particles. According to finite-difference time-domain simulations, the mesoporous structure provides a strong waveguide effect on perovskite QDs and the uniform dispersion suppresses reabsorption losses, improving the overall photoconversion efficiency of perovskite QDs. The as-fabricated perovskite monochromatic light-emitting diode (LED) has a maximum luminous efficiency of 183 lm W−1, which is the highest for monochromatic perovskite LEDs reported to date. A further benefit of this work is that the white devices, which combine the green and red perovskite nanocomposites with commercial blue LED, exhibit a high luminous efficiency of 116 lm W−1 and a wide color gamut (125% for NTSC and 94% for Rec. 2020) with coordinates of (0.33,0.31).  相似文献   

14.
《Organic Electronics》2014,15(1):57-64
Diphenylamino- and triazole-endcapped fluorene derivatives which show a wide energy band gap, a high fluorescence quantum yield and high stability have been synthesized and characterized. Single-layer electroluminescent devices of these fluorene derivatives exhibited efficient deep blue to greenish blue emission at low driving voltage. The single-layer OLED of PhN-OF(1)-TAZ shows a maximum current efficiency of 1.54 cd/A at 20 mA cm−2 with external quantum efficiency (EQE) of 2.0% and CIE coordinates of (0.153, 0.088) in deep blue region, while the single-layer device of oligothienylfluorene PhN-OFOT-TAZ shows a maximum brightness of 7524 cd/m2 and a maximum current efficiency of 2.9 cd/A with CIE coordinates of (0.20, 0.40) in greenish blue.  相似文献   

15.
Highly bright and efficient azure blue quantum dot-based light-emitting diodes (QD-LEDs) have been demonstrated by employing ZnCdSe core/multishell QDs as emitters and the crucial development we report here is the ability to dramatically enhance the efficiency and brightness through doping poly vinyl(N-carbazole) (PVK) in the emissive layer to balance the charge injection. The best device displays remarkable features like maximum luminance of 13,800 cd/m2, luminous efficiency of 6.41 cd/A, and external quantum efficiency (EQE) of 8.76%, without detectable red-shift and broadening in electroluminescence (EL) spectra with increasing voltage as well as good spectral matching between photoluminescence (PL) and EL. Such azure blue quantum-dot LEDs show a 140% increase in external quantum efficiency compared with QD-LEDs without PVK. More important, the peak efficiency of the QD-LEDs with PVK dopant is achieved at luminance of about 1000 cd/m2, and high efficiency (EQE > 8%) can be maintained with brightness ranging from 200 to 2400 cd/m2. There are two main aspects of the role of PVK in the proposed system. Firstly, the lower HOMO of PVK than (poly[9,9-dioctylfluorene-co-N-[4-(3-methylpropyl)]-diphenylamine] (TFB) can reduce the potential barrier for 0.4 eV at the interface of QDs and hole transport layer which could result in higher hole injection efficiency along with good EQE as compared to TFB-only HTLs. Secondly, with PVK acting as buffer layer of TFB and QDs, the exciton energy transfer from the organic host to the QDs can be effectively improved.  相似文献   

16.
A new tris β-diketonate europium(III) complex [Eu(btfa)3Py-Im] (Eu-1) (4,4,4-trifluoro-1-phenyl-1,3-butanedione (btfa) and 2-(2-pyridyl)benzimidazole (Py-Im)] has been synthesized and structurally characterized. A single crystal X-ray diffraction analysis shows that Eu-1 is octacoordinated and the coordination sphere is composed of a EuO6N2 core with a trigonal dodecahedral (D2d) geometry. The photophysical properties of Eu-1 were analysed in detail and with the help of the experimental PL data and theoretical modelling, energy transfer rates were calculated, and an energy transfer mechanism is proposed for Eu-1. The complex has been used as the emitting layer (EML) to fabricate organic light emitting diodes (OLEDs). Eight OLEDs, of which four single-EML and four double-EML with varying doping concentration, were fabricated via a thermal evaporation method using Eu-1 as the EML. Under the optimum conditions a highly monochromatic bright red emission (CIEx,y = 0.640, 0.311) with brightness (B) = 896 cd/m2, current efficiency (ηc) = 2.26 cd/A, power efficiency (ηp) = 1.92 lm/W and external quantum efficiency (EQE) = 1.6% at very low Vturn-on = 3.4 V was obtained.  相似文献   

17.
By using molecular twisting and bulky side group substitution, we successfully develop two deep-blue emitters, BiPI-1 and BiPI-2. These two twisted linear molecules retain the excellent photophysical and electrical properties of planar analogue and remarkably supress redshifts in solid state emission. Especially, BiPI-1 showed deep-blue emission in both solution and solid phase, and high carrier mobilities with μh > 10−3 cm2 V−1 s−1 and μe > 10−5 cm2 V−1 s−1. Standard blue electroluminescence (color purity: (0.15, 0.08)) and high device efficiency (CE: 4.62 cd A−1, EQE: 6.18%) were observed in a non-doped OLED of BiPI-1.  相似文献   

18.
Highly efficient fluorescent white organic light-emitting diodes (WOLEDs) have been fabricated by using three red, green and blue, separately monochromatic emission layers. The red and blue emissive layers are based on 4-(dicyanomethylene)-2-tert-butyl-6-(1,1,7,7-tetramethyljulolidin-4-yl-vinyl)-4H-pyran (DCJTB) doped N,N′-di(naphthalene-1-yl)-N,N′-diphenyl-benzidine (NPB) and p-bis(p-N,N-diphenyl-amino-styryl) benzene (DSA-ph) doped 2-methyl-9,10-di(2-naphthyl) anthracene (MADN), respectively; and the green emissive layer is based on tris(8-hydroxyquionline)aluminum(Alq3) doped with 10-(2-benzothiazolyl)-2,3,6,7-tetrahydro-1,1,7,7-tetramethyl-1H,5H,1[H-(1)-benzopyropyrano(6,7-8-i,j)quinolizin-1]-one (C545T), which is sandwiched between the red and the blue emissive layers. It can be seen that the devices show stable white emission with Commission International de L’Eclairage coordinates of (0.41, 0.41) and color rendering index (CRI) of 84 in a wide range of bias voltages. The maximum power efficiency, current efficiency and quantum efficiency reach 15.9 lm/W, 20.8 cd/A and 8.4%, respectively. The power efficiency at brightness of 500 cd/m2 still arrives at 7.9 lm/W, and the half-lifetime under the initial luminance of 500 cd/m2 is over 3500 h.  相似文献   

19.
Four novel bipolar hosts (DTAFNBI, m-DTAFNBI, DTAFCBI and m-DTAFCBI) comprising a hole-transport ditolylphenylamino donor and an electron-transport 1,2-diphenylbenzimidazole acceptor connected via a fluorene spacer were synthesized and characterized. Through the different linkage topologies of phenylbenzimidazole, the thermal, photophysical, and electrochemical properties can be fine-tuned. The saturated fluorene spacer along with the ditolylphenylamino donor and the phenylbenzimidazole acceptor endowed high triplet energies (ET = 2.47–2.62 eV, recorded in neat film at 20 K) and bipolar transporting abilities. Furthermore, the tetragonal geometry given by the sp3-hybridized C9 of fluorene encumbered intermolecular packing and led to excellent thermal and morphological stabilities (Td = 379–392 °C, corresponding 5% weight loss; Tg = 148–162 °C). As a result, these bipolar materials were utilized as universal hosts for red, yellow, and blue (RYB) phosphorescent OLEDs, showing maximum external quantum efficiencies (ηext) of 9.6%, 14.7%, and 18.9% for blue (FIrpic), yellow (m-(Tpm)2Ir(acac) and red [Os(bpftz)2(PPhMe2)2, OS1], respectively. In addition, white organic light-emitting diodes combining a blue emitter (FIrpic) and yellow emitter m-(Tpm)2Ir(acac) and a red emitter (OS1) within a single emitting layer were also fabricated which also exhibited good efficiencies (9.5–13.7%, 15.1–23.5 cd A−1, 13.3–23.9 lm W−1) with relatively low efficiency roll off.  相似文献   

20.
Two wide band gap functional compounds of phenylbis(4-(spiro [fluorene-9,9'-xanthen]-2-yl)phenyl)phosphine oxide (2SFOPO) and (4-(9-ethyl-9H- carbazol-3-yl)phenyl)(phenyl)(4-(spiro[fluorene-9,9′-xanthen]-2-yl)phenyl)phosphine oxide (SFOPO-CZ) were designed, synthesized and characterized. Their thermal, photophysical, electrochemical properties and device applications were further investigated to correlate the chemical structure of bipolar host materials with the electroluminescent performance for phosphorescent organic light-emitting diodes (PhOLEDs). Both of them show high thermal stability with glass transition temperatures in a range of 105–122 °C and thermal decomposition temperatures at 5% weight loss in a range of 406–494 °C. The optical band gaps of compound 2SFOPO and SFOPO-CZ in CH2Cl2 solution are 3.46 and 3.35 eV, and their triplet energy levels are 2.51 eV and 2.52 eV, respectively. The high photoluminescent quantum efficiency of emissive layer of doped green device up to 50% is obtained. Employing the developed materials, efficient green and red PhOLED in simple device configurations have been demonstrated. As a result, the green PhOLEDs of compound SFOPO-CZ doped with tris(2-phenylpyridine) iridium shows electroluminescent performance with a maximum current efficiency (CEmax) of 52.83 cd A−1, maximum luminance of 34,604 cd/m2, maximum power efficiency (PEmax) of 39.50 lm W−1 and maximum external quantum efficiency (EQEmax) of 14.1%. The red PhOLED hosted by compound 2SFOPO with bis(2-phenylpyridine)(acetylacetonato) iridium(III) as the guest exhibits a CEmax of 20.99 cd A−1, maximum luminance of 33,032 cd/m2, PEmax of 20.72 lm W−1 and EQEmax of 14.0%. Compound SFOPO-CZ exhibits better green device performance, while compound 2SFOPO shows better red device performance in PhOLEDs.  相似文献   

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