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1.
Three triphenyl benzene derivatives of 1,3,5‐tri(m‐pyrid‐2‐yl‐phenyl)benzene (Tm2PyPB), 1,3,5‐tri(m‐pyrid‐3‐yl‐phenyl)benzene (Tm3PyPB) and 1,3,5‐tri(m‐pyrid‐4‐yl‐phenyl)benzene (Tm4PyPB), containing pyridine rings at the periphery, are developed as electron‐transport and hole/exciton‐blocking materials for iridium(III) bis(4,6‐(di‐fluorophenyl)pyridinato‐N,C2′)picolinate (FIrpic)‐based blue phosphorescent organic light‐emitting devices. Their highest occupied molecular orbital and lowest unoccupied molecular orbital (LUMO) energy levels decrease as the nitrogen atom of the pyridine ring moves from position 2 to 3 and 4; this is supported by both experimental results and density functional theory calculations, and gives improved electron‐injection and hole‐blocking properties. They exhibit a high electron mobility of 10?4–10?3 cm2 V?1 s?1 and a high triplet energy level of 2.75 eV. Confinement of FIrpic triplet excitons is strongly dependent on the nitrogen atom position of the pyridine ring. The second exponential decay component in the transient photoluminescence decays of Firpic‐doped films also decreases when the position of the nitrogen atom in the pyridine ring changes. Reduced driving voltages are obtained when the nitrogen atom position changes because of improved electron injection as a result of the reduced LUMO level, but a better carrier balance is achieved for the Tm3PyPB‐based device. An external quantum efficiency (EQE) over 93% of maximum EQE was achieved for the Tm4PyPB‐based device at an illumination‐relevant luminance of 1000 cd m?2, indicating reduced efficiency roll‐off due to better confinement of FIrpic triplet excitons by Tm4PyPB in contrast to Tm2PyPB and Tm3PyPB.  相似文献   

2.
We report the design and synthesis of three alcohol‐soluble neutral conjugated polymers, poly[9,9‐bis(2‐(2‐(2‐diethanolaminoethoxy) ethoxy)ethyl)fluorene] (PF‐OH), poly[9,9‐bis(2‐(2‐(2‐diethanol‐aminoethoxy)ethoxy)ethyl)fluorene‐alt‐4,4′‐phenylether] (PFPE‐OH) and poly[9,9‐bis(2‐(2‐(2‐diethanolaminoethoxy) ethoxy)ethyl)fluorene‐alt‐benzothiadizole] (PFBT‐OH) with different conjugation length and electron affinity as highly efficient electron injecting and transporting materials for polymer light‐emitting diodes (PLEDs). The unique solubility of these polymers in polar solvents renders them as good candidates for multilayer solution processed PLEDs. Both the fluorescent and phosphorescent PLEDs based on these polymers as electron injecting/transporting layer (ETL) were fabricated. It is interesting to find that electron‐deficient polymer (PFBT‐OH) shows very poor electron‐injecting ability compared to polymers with electron‐rich main chain (PF‐OH and PFPE‐OH). This phenomenon is quite different from that obtained from conventional electron‐injecting materials. Moreover, when these polymers were used in the phosphorescent PLEDs, the performance of the devices is highly dependent on the processing conditions of these polymers. The devices with ETL processed from water/methanol mixed solvent showed much better device performance than the devices processed with methanol as solvent. It was found that the erosion of the phosphorescent emission layer could be greatly suppressed by using water/methanol mixed solvent for processing the polymer ETL. The electronic properties of the ETL could also be influenced by the processing conditions. This offers a new avenue to improve the performance of phosphorescent PLEDs through manipulating the processing conditions of these conjugated polymer ETLs.  相似文献   

3.
The rate‐limiting step of charge generation in charge‐generation units (CGUs) composed of a p‐doped hole‐transporting layer (p‐HTL), 1,4,5,8,9,11‐hexaazatriphenylene hexacarbonitrile (HATCN) and n‐doped electron‐transporting layer (n‐ETL), where 1,1‐bis‐(4‐bis(4‐methyl‐phenyl)‐amino‐phenyl)‐cyclohexane (TAPC) was used as the HTL is reported. Energy level alignment determined by the capacitance–voltage (CV) measurements and the current density–voltage characteristics of the structure clearly show that the electron injection at the HATCN/n‐ETL junction limits the charge generation in the CGUs rather than charge generation itself at the p‐HTL/HATCN junction. Consequently, the CGUs with 30 mol% Rb2CO3‐doped 4,7‐diphenyl‐1,10‐phenanthroline (BPhen) formed with the HATCN layer generates charges very efficiently and the excess voltage required to generate the current density of ±10 mA cm?2 is around 0.17 V, which is extremely small compared with the literature values reported to date.  相似文献   

4.
A series of pyridine‐containing electron‐transport materials are developed as an electron‐transport layer for the FIrpic‐based blue phosphorescent organic light‐emitting diodes. Their energy levels can be tuned by the introduction of pyridine rings in the framework and on the periphery of the molecules. Significantly reduced operating voltage is achieved without compromising external quantum efficiency by solely tuning the nitrogen atom orientations of those pyidine rings. Unprecedented low operating voltages of 2.61 and 3.03 V are realized at 1 and 100 cd m?2, giving ever highest power efficiency values of 65.8 and 59.7 lm W?1, respectively. In addition, the operating voltages at 100 cd m?2 can be further reduced to 2.70 V by using a host material with a small singlet‐triplet exchange energy, and the threshold voltage for electroluminescence can even be 0.2–0.3 V lower than the theoretical minimum value of the photon energy divided by electron charge. Aside from the reduced operating voltage, a further reduced roll‐off in efficiency is also achieved by the combination of an appropriate host material.  相似文献   

5.
The electron‐transporting material (ETM) is one of the key factors to determine the efficiency and stability of organic light‐emitting diodes (OLEDs). A novel ETM with a “(Acceptor)n–Donor–(Acceptor)n” (“(A)n–D–(A)n”) structure, 2,7‐di([2,2′:6′,2″‐terpyridin]‐4′‐yl)‐9,9′‐spirobifluorene (27‐TPSF), is synthesized by combining electron‐withdrawing terpyridine (TPY) moieties and rigid twisted spirobifluorene, in which the TPY moieties facilitate electron transport and injection while the spirobifluorene moiety ensures high triplet energy (T1 = 2.5 eV) as well as enhances glass transition temperature (Tg = 195 °C) for better stability. By using tris[2‐(p‐tolyl)pyridine]iridium(III) (Ir(mppy)3) as the emitter, the 27‐TPSF‐based device exhibits a maximum external quantum efficiency (ηext, max) of 24.5%, and a half‐life (T50) of 121, 6804, and 382 636 h at an initial luminance of 10 000, 1000, and 100 cd m?2, respectively, which are much better than the commercialized ETM of 9,10‐bis(6‐phenylpyridin‐3‐yl)anthracene (DPPyA). Furthermore, a higher efficiency, a ηext, max of 28.2% and a maximum power efficiency (ηPE, max) of 129.3 lm W?1, can be achieved by adopting bis(2‐phenylpyridine)iridium(III)(2,2,6,6‐tetramethylheptane‐3,5‐diketonate) (Ir(ppy)2tmd) as the emitter and 27‐TPSF as the ETM. These results indicate that the derivative of TPY to form “(A)n–D–(A)n” structure is a promising way to design an ETM with good comprehensive properties for OLEDs.  相似文献   

6.
Grafting six fluorene units to a benzene ring generates a new highly twisted core of hexakis(fluoren‐2‐yl)benzene. Based on the new core, six‐arm star‐shaped oligofluorenes from the first generation T1 to third generation T3 are constructed. Their thermal, photophysical, and electrochemical properties are studied, and the relationship between the structures and properties is discussed. Simple double‐layer electroluminescence (EL) devices using T1–T3 as non‐doped solution‐processed emitters display deep‐blue emissions with Commission Internationale de l'Eclairage (CIE) coordinates of (0.17, 0.08) for T1 , (0.16, 0.08) for T2 , and (0.16, 0.07) for T3 . These devices exhibit excellent performance, with maximum current efficiency of up to 5.4 cd A?1, and maximum external quantum efficiency of up to 6.8%, which is the highest efficiency for non‐doped solution‐processed deep‐blue organic light‐emitting diodes (OLEDs) based on starburst oligofluorenes, and is even comparable with other solution‐processed deep‐blue fluorescent OLEDs. Furthermore, T2‐ and T3‐ based devices show striking blue EL color stability independent of driving voltage. In addition, using T0–T3 as hole‐transporting materials, the devices of indium tin oxide (ITO)/poly(3,4‐ethylenedioxythiophene):poly(styrene sulfonic acid) (PEDOT:PSS)/ T0–T3 /tris(8‐hydroxyquinolinato)aluminium (Alq3)/LiF/Al achieve maximum current efficiencies of 5.51–6.62 cd A?1, which are among the highest for hole‐transporting materials in identical device structure.  相似文献   

7.
8.
Two new bipolar host molecules composed of hole‐transporting carbazole and electron‐transporting cyano ( CzFCN ) or oxadiazole ( CzFOxa )‐substituted fluorenes are synthesized and characterized. The non‐conjugated connections, via an sp3‐hybridized carbon, effectively block the electronic interactions between electron‐donating and ‐accepting moieties, giving CzFCN and CzFOxa bipolar charge transport features with balanced mobilities (10?5 to 10?6 cm2 V?1 s?1). The meta–meta configuration of the fluorene‐based acceptors allows the bipolar hosts to retain relatively high triplet energies [ET = 2.70 eV ( CzFOxa ) and 2. 86 eV ( CzFCN )], which are sufficiently high for hosting blue phosphor. Using a common device structure – ITO/PEDOT:PSS/DTAF/TCTA/host:10% dopants (from blue to red)/DPPS/LiF/Al – highly efficient electrophosphorescent devices are successfully achieved. CzFCN ‐based devices demonstrate better performance characteristics, with maximum ηext of 15.1%, 17.9%, 17.4%, 18%, and 20% for blue (FIrpic), green [(PPy)2Ir(acac)], yellowish‐green [m‐(Tpm)2Ir(acac)], yellow [(Bt)2Ir(acac)], and red [Os(bpftz)2(PPhMe2)2, OS1], respectively. In addition, combining yellowish‐green m‐(Tpm)2Ir(acac) with a blue emitter (FIrpic) and a red emitter (OS1) within a single emitting layer hosted by bipolar CzFCN , three‐color electrophosphorescent WOLEDs with high efficiencies (17.3%, 33.4 cd A?1, 30 lm W ?1), high color stability, and high color‐rendering index (CRI) of 89.7 can also be realized.  相似文献   

9.
A novel, highly efficient hole injection material based on a conducting polymer polythienothiophene (PTT) doped with poly(perfluoroethylene‐perfluoroethersulfonic acid) (PFFSA) in organic light‐emitting diodes (OLEDs) is demonstrated. Both current–voltage and dark‐injection‐current transient data of hole‐only devices demonstrate high hole‐injection efficiency employing PTT:PFFSA polymers with different organic charge‐transporting materials used in fluorescent and phosphorescent organic light‐emitting diodes. It is further demonstrated that PTT:PFFSA polymer formulations applied as the hole injection layer (HIL) in OLEDs reduce operating voltages and increase brightness significantly. Hole injection from PTT:PFFSA is found to be much more efficient than from typical small molecule HILs such as copper phthalocyanine (CuPc) or polymer HILs such as polyethylene dioxythiophene: polystyrene sulfonate (PEDOT‐PSS). OLED devices employing PTT:PFFSA polymer also demonstrate significantly longer lifetime and more stable operating voltages compared to devices using CuPc.  相似文献   

10.
Two novel naphtho[1,2‐d]imidazole derivatives are developed as deep‐blue, light‐emitting materials for organic light‐emitting diodes (OLEDs). The 1H‐naphtho[1,2‐d]imidazole based compounds exhibit a significantly superior performance than the 3H‐naphtho[1,2‐d]imidazole analogues in the single‐layer devices. This is because they have a much higher capacity for direct electron‐injection from the cathode compared to their isomeric counterparts resulting in a ground‐breaking EQE (external quantum efficiency) of 4.37% and a low turn‐on voltage of 2.7 V, and this is hitherto the best performance for a non‐doped single‐layer fluorescent OLED. Multi‐layer devices consisting of both hole‐ and electron‐transporting layers, result in identically excellent performances with EQE values of 4.12–6.08% and deep‐blue light emission (Commission Internationale de l'Eclairage (CIE) y values of 0.077–0.115) is obtained for both isomers due to the improved carrier injection and confinement within the emissive layer. In addition, they showed a significantly better blue‐color purity than analogous molecules based on benzimidazole or phenanthro[9,10‐d]imidazole segments.  相似文献   

11.
A pyridine‐containing anthracene derivative, 9,10‐bis(3‐(pyridin‐3‐yl)phenyl)anthracene (DPyPA), which comprehensively outperforms the widely used electron‐transport material (ETM), tris(8‐quinolinolato) aluminum (Alq3), is synthesized. DPyPA exhibits ambipolar transport properties, with both electron and hole mobilities of around 10?3 cm?2 V?1 s?1; about two orders of magnitude higher than that of Alq3. The nitrogen atom in the pyridine ring of DPyPA coordinates to lithium cations, which leads to efficient electron injection when LiF/Al is used as the cathode. Electrochemical measurements demonstrate that both the cations and anions of DPyPA are stable, which may improve the stability of devices based on DPyPA. Red‐emitting, green‐emitting, and blue‐emitting fluorescent organic light emitting diodes with DPyPA as the ETM display lower turn‐on voltages, higher efficiencies, and stronger luminance than the devices with Alq3 as the ETM. The power efficiencies of the devices based on DPyPA are greater by 80–140% relative to those of the Alq3‐based devices. The improved performance of these devices is attributed to the increased carrier balance. In addition, the device employing DPyPA as the ETM possesses excellent stability: the half‐life of the DPyPA‐based device is 67 000 h—seven times longer than that of the Alq3‐based device—for an initial luminance of 5000 cd m?2.  相似文献   

12.
Highly efficient and fully solution‐processed white organic light‐emitting diodes (WOLEDs) based on fluorescent small molecules and a polar conjugated polymer as electron‐injection material are reported. The emitting layer in the WOLEDs is a blend of new blue‐, green‐, and red‐fluorescent small molecules, with a blending ratio of 100:0.4:0.8 (B/G/R) by weight, and a methanol/water soluble conjugated polymerpoly[(9,9‐bis(30‐(N,N‐dimethylamino)propyl)‐2,7‐fluorene)‐alt‐2,7‐(9,9‐dioctylfluorene)] (PFN) acts as the electron‐injection layer (EIL). All the organic layers are spin‐coated from solution. The device exhibits pure white emission with a maximum luminous efficiency of 9.2 cd A?1 and Commission Internationale d'Eclairage Coordinates of (0.35, 0.36). PFN acting as the EIL material plays a key role in the improvement of the device performance when used in solution‐processed small‐molecule WOLEDs.  相似文献   

13.
n‐Doping electron‐transport layers (ETLs) increases their conductivity and improves electron injection into organic light‐emitting diodes (OLEDs). Because of the low electron affinity and large bandgaps of ETLs used in green and blue OLEDs, n‐doping has been notoriously more difficult for these materials. In this work, n‐doping of the polymer poly[(9,9‐dioctylfluorene‐2,7‐diyl)‐alt‐(benzo[2,1,3]thiadiazol‐4,7‐diyl)] (F8BT) is demonstrated via solution processing, using the air‐stable n‐dopant (pentamethylcyclopentadienyl)(1,3,5‐trimethylbenzene)ruthenium dimer [RuCp*Mes]2. Undoped and doped F8BT films are characterized using ultraviolet and inverse photoelectron spectroscopy. The ionization energy and electron affinity of the undoped F8BT are found to be 5.8 and 2.8 eV, respectively. Upon doping F8BT with [RuCp*Mes]2, the Fermi level shifts to within 0.25 eV of the F8BT lowest unoccupied molecular orbital, which is indicative of n‐doping. Conductivity measurements reveal a four orders of magnitude increase in the conductivity upon doping and irradiation with ultraviolet light. The [RuCp*Mes]2‐doped F8BT films are incorporated as an ETL into phosphorescent green OLEDs, and the luminance is improved by three orders of magnitude when compared to identical devices with an undoped F8BT ETL.  相似文献   

14.
Previous studies have identified triplet‐triplet annihilation and triplet‐polaron quenching as the exciton density‐dependent mechanisms which give rise to the efficiency roll‐off observed in phosphorescent organic light‐emitting devices (OLEDs). In this work, these quenching processes are independently probed, and the impact of the exciton recombination zone width on the severity of quenching in various OLED architectures is examined directly. It is found that in devices employing a graded‐emissive layer (G‐EML) architecture the efficiency roll‐off is due to both triplet‐triplet annihilation and triplet‐polaron quenching, while in devices which employ a conventional double‐emissive layer (D‐EML) architecture, the roll‐off is dominated by triplet‐triplet annihilation. Overall, the efficiency roll‐off in G‐EML devices is found to be much less severe than in the D‐EML device. This result is well accounted for by the larger exciton recombination zone measured in G‐EML devices, which serves to reduce exciton density‐driven loss pathways at high excitation levels. Indeed, a predictive model of the device efficiency based on the quantitatively measured quenching parameters shows the role a large exciton recombination zone plays in mitigating the roll‐off.  相似文献   

15.
The construction of state‐of‐the‐art charge transporting materials (CTMs) is challenging in modulating molecular configurations for simultaneously achieving high thermal stability and appreciable solution processability. Herein, N,N′‐bis(1‐indanyl)naphthalene‐1,4,5,8‐tetracarboxylic diimide (NDI‐ID) is served as a theoretical model to investigate the influence of molecular structure on the tradeoff between thermal stability and solubility. Compared with the alkyl substituted analog, the thermal stability of NDI‐ID is enhanced by the intramolecular and intermolecular short contacts, indicating the conformational rigidity dictates the morphological stability of the film phase. On the other hand, the dynamic topological transformation of material molecules occurs during the solvation process and, where the intramolecular hydrogen bonds are attenuated by the interactions with the surrounding solvent, leads to the increased solubility. The meta‐stable molecular configuration endows NDI‐ID a favorable union of superior solution processability and higher thermal stability, and this insight is also perfectly exemplified by the newly designed CTMs. Therefore, these results reveal the significant role of structural dynamics on material properties, which can provide a new train of thought to develop CTMs for highly efficient and stable perovskite solar cells.  相似文献   

16.
2,3,4,5‐Tetraphenylsiloles are excellent solid‐state light emitters featured aggregation‐induced emission (AIE) characteristics, but those that can efficiently function as both light‐emitting and electron‐transporting layers in one organic light‐emitting diode (OLED) are much rare. To address this issue, herein, three tailored n‐type light emitters comprised of 2,3,4,5‐tetraphenylsilole and dimesitylboryl functional groups are designed and synthesized. The new siloles are fully characterized by standard spectroscopic and crystallographic methods with satisfactory results. Their thermal stabilities, electronic structures, photophysical properties, electrochemical behaviors and applications in OLEDs are investigated. These new siloles exhibit AIE characteristics with high emission efficiencies in solid films, and possess lower LUMO energy levels than their parents, 2,3,4,5‐tetraphenylsiloles. The double‐layer OLEDs [ITO/NPB (60 nm)/silole (60 nm)/LiF (1 nm)/Al (100 nm)] fabricated by adopting the new siloles as both light emitter and electron transporter afford excellent performances, with high electroluminescence efficiencies up to 13.9 cd A–1, 4.35% and 11.6 lm W–1, which are increased greatly relative to those attained from the triple‐layer devices with an additional electron‐transporting layer. These results demonstrate effective access to n‐type solid‐state emissive materials with practical utility.  相似文献   

17.
Orange‐emitting phosphorescent copolymers containing iridium complexes and bis(carbazolyl)fluorene groups in their side chains are employed as the emissive layer in multilayer organic light‐emitting diodes (OLEDs). The efficiency of the OLED devices is optimized by varying characteristics of the copolymers: the molecular weight, the iridium loading level, and the nature and length of the linker between the side chains and the polymer backbone. A maximum efficiency of 4.9 ± 0.4%, 8.8 ± 0.7 cd A−1 at 100 cd m−2 is achieved with an optimized copolymer.  相似文献   

18.
Here, a new series of crosslinkable heteroleptic iridium (III) complexes for use in solution processed phosphorescent organic light emitting diodes (OLEDs) is reported. These iridium compounds have the general formula of (PPZ‐VB)2Ir(CˆN), where PPZ‐VB is phenylpyrazole (PPZ) vinyl benzyl (VB) ether; and the CˆN ligands represent a family of four different cyclometallating ligands including 1‐phenylpyrazolyl (PPZ) (1), 2‐(4,6‐difluorophenyl)pyridyl (DFPPY) (2), 2‐(p‐tolyl)pyridyl (TPY) (3), and 2‐phenylquinolyl (PQ) (4). With the incorporation of two crosslinkable VB ether groups, these compounds can be fully crosslinked after heating at 180 °C for 30 min. The crosslinked films exhibit excellent solvent resistance and film smoothness which enables fabrication of high‐performance multilayer OLEDs by sequential solution processing of multiple layers. Furthermore, the photophysical properties of these compounds can be easily controlled by simply changing the cyclometallating CˆN ligand in order to tune the triplet energy within the range of 3.0–2.2 eV. This diversity makes these materials not only suitable for use in hole transporting and electron blocking but also as emissive layers of several colors. Therefore, these compounds are applied as effective materials for all‐solution processed OLEDs with (PPZ‐VB)2IrPPZ (1) acting as hole transporting and electron blocking layer and host material, as well as three other compounds, (PPZ‐VB)2IrDFPPY ( 2 ), (PPZ‐VB)2IrTPY(3), and (PPZ‐VB)2IrPQ( 4 ), used as crosslinkable phosphorescent emitters.  相似文献   

19.
Highly power‐efficient white organic light‐emitting diodes (OLEDs) are still challenging to make for applications in high‐quality displays and general lighting due to optical confinement and energy loss during electron‐photon conversion. Here, an efficient white OLED structure is shown that combines deterministic aperiodic nanostructures for broadband quasi‐omnidirectional light extraction and a multilayer energy cascade structure for energy‐efficient photon generation. The external quantum efficiency and power efficiency are raised to 54.6% and 123.4 lm W?1 at 1000 cd m?2. An extremely small roll‐off in efficiency at high luminance is also obtained, yielding a striking value of 106.5 lm W?1 at 5000 cd m?2. In addition to a substantial increase in efficiency, this device structure simultaneously offers the superiority of angular color stability over the visible wavelength range compared to conventional OLEDs. It is anticipated that these findings could open up new opportunities to promote white OLEDs for commercial applications.  相似文献   

20.
A novel red phosphorescent iridium complex containing a carbazole‐functionalized β‐diketonate, Ir(DBQ)2(CBDK) (bis(dibenzo[f,h]quinoxalinato‐N,C2) iridium (1‐(carbazol‐9‐yl)‐5,5‐dimethylhexane‐2,4‐diketonate)) is designed, synthesized, and characterized. The electrophosphorescence properties of a nondoped device using the title complex as an emitter with a device configuration of indium tin oxide (ITO)/N,N′‐diphenyl‐N,N′‐bis(1‐naphthyl)‐1,1′‐diphenyl‐4,4′‐diamine (NPB; 20 nm)/iridium complex (20 nm)/2,9‐dimethyl‐4,7‐diphenyl‐1,10‐phenanthroline (BCP; 5 nm)/tris(8‐hydroxyquinoline) (AlQ; 30 nm)/Mg0.9Ag0.1 (200 nm)/Ag (80 nm) are examined. The results show that the nondoped device achieves a maximum lumen efficiency as high as 3.49 lm W–1. To understand this excellent result observed, two reference complexes Ir(DBQ)2(acac), where acac is the acetyl acetonate anion, and Ir(DBQ)2(FBDK), [bis(dibenzo[f,h]quinoxalinato‐N,C2) iridium (1‐(9‐methyl‐fluoren‐9‐yl)‐6,6‐dimethylheptane‐3,5‐diketonate)], have also been synthesized, and as emitters they were examined under the same device configuration. The maximum lumen efficiency of the former compound is found to be 0.26 lm W–1 while that for the latter is 0.37 lm W–1, suggesting that the excellent performance of Ir(DBQ)2(CBDK) can be attributed mainly to an improved hole‐transporting property that benefits the exciton transport. In addition, a bulky diketonate group separates the emitter centers from each other, which is also important for organic light‐emitting diodes.  相似文献   

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