Carrier injection and transport in blue phosphorescent organic light-emitting device with oxadiazole host

In this paper, we investigate the carrier injection and transport characteristics in iridium(III)bis[4,6-(di-fluorophenyl)-pyridinato-N,C2']picolinate (FIrpic) doped phosphorescent organic light-emitting devices (OLEDs) with oxadiazole (OXD) as the bipolar host material of the emitting layer (EML). When doping Firpic inside the OXD, the driving voltage of OLEDs greatly decreases because FIrpic dopants facilitate electron injection and electron transport from the electron-transporting layer (ETL) into the EML. With increasing dopant concentration, the recombination zone shifts toward the anode side, analyzed with electroluminescence (EL) spectra. Besides, EL redshifts were also observed with increasing driving voltage, which means the electron mobility is more sensitive to the electric field than the hole mobility. To further investigate carrier injection and transport characteristics, FIrpic was intentionally undoped at different positions inside the EML. When FIrpic was undoped close to the ETL, driving voltage increased significantly which proves the dopant-assisted-electron-injection characteristic in this OLED. When the undoped layer is near the electron blocking layer, the driving voltage is only slightly increased, but the current efficiency is greatly reduced because the main recombination zone was undoped. However, non-negligible FIrpic emission is still observed which means the recombination zone penetrates inside the EML due to certain hole-transporting characteristics of the OXD.     

Carbon nanotube modified electrodes for enhanced brightness in organic light emitting devices

Acid oxidised multiwall carbon nanotubes (COOH-MWCNT) have been introduced as a hole injection buffer layer in an organic light emitting diodes (OLED). We show that the OLED with COOH-MWCNT as a buffer layer provides higher brightness with lower operating voltages. The addition of a COOH-MWCNT buffer layer has enabled a further increase in the brightness of our OLED devices operating in excess of 20,000 cd/m² due to enhanced hole injection by several orders of magnitude. The increase in current injection and brightness does not alter the optical emission spectrum at different operating voltages in these devices. A model is proposed to explain this increase in current injection and brightness based on the modified electron energy band alignment.     

Influence of nickel oxide nanolayer and doping in organic light-emitting devices

Here we report the effect of introducing nickel oxide (NiO) on the performance of organic light-emitting devices (OLEDs) based on small molecules. For the purpose of aligning the NiO deposition with the conventional OLED process, we employed a thermal evaporation method using the NiO powders. To understand the influence of the NiO introduction, we fabricated two types of devices: (1) OLED with the NiO nanolayer and (2) OLED with the NiO-doped hole transport layer. Results show that the NiO introduction improved the hole injection in both types of OLED. However, the device with the NiO nanolayer exhibited greatly improved efficiency, whereas the efficiency was significantly lowered for the device with the NiO-doped hole transport layer.     

Slot die-coated blue SMOLED multilayers

The key challenge in solution-processing efficient OLEDs is to realize the multilayer device architecture. We demonstrate that slot die coating is applicable to deposit small-molecule (SM) layers on top of each other without dissolving the underlying layer. A stack for a blue SMOLED is chosen comprising slot die-coated PEDOT:PSS, an SM emissive layer (EML) as well as an SM electron transport layer (ETL). The devices are fabricated in a sheet-to-sheet coating process with a slot die table coater under ambient conditions. While keeping the processing parameters constant for PEDOT:PSS and the EML, the composition of the ETL is varied. The choice of solvent for coating the ETL is crucial regarding wetting and dissolution of the underlying layer, solubility, surface roughness, and device efficiencies. Average roughness values down to 0.38 nm and peak to valley values around 10 nm were measured. Comparing device efficiencies of devices with and without ETL, an increase in efficiency with a factor up to 42 was achieved. In total, we show 135 blue SMOLEDs to demonstrate reproducibility.     

Ordered and ultrathin reduced graphene oxide LB films as hole injection layers for organic light-emitting diode

In this paper, we demonstrated the utilization of reduced graphene oxide (RGO) Langmuir-Blodgett (LB) films as high performance hole injection layer in organic light-emitting diode (OLED). By using LB technique, the well-ordered and thickness-controlled RGO sheets are incorporated between the organic active layer and the transparent conducting indium tin oxide (ITO), leading to an increase of recombination between electrons and holes. Due to the dramatic increase of hole carrier injection efficiency in RGO LB layer, the device luminance performance is greatly enhanced comparable to devices fabricated with spin-coating RGO and a commercial conducting polymer PEDOT:PSS as the hole transport layer. Furthermore, our results indicate that RGO LB films could be an excellent alternative to commercial PEDOT:PSS as the effective hole transport and electron blocking layer in light-emitting diode devices.     

Effect of ZnO:Cs2CO3 on the performance of organic photovoltaics

We demonstrate a new solution-processed electron transport layer (ETL), zinc oxide doped with cesium carbonate (ZnO:Cs₂CO₃), for achieving organic photovoltaics (OPVs) with good operational stability at ambient air. An OPV employing the ZnO:Cs₂CO₃ ETL exhibits a fill factor of 62%, an open circuit voltage of 0.90 V, and a short circuit current density of −6.14 mA/cm² along with 3.43% power conversion efficiency. The device demonstrated air stability for a period over 4 weeks. In addition, we also studied the device structure dependence on the performance of organic photovoltaics. Thus, we conclude that ZnO:Cs₂CO₃ ETL could be employed in a suitable architecture to achieve high-performance OPV.     

Spray-coated SnO2 electron transport layer with high uniformity for planar perovskite solar cells

SnO₂ has been proven to be an effective electron transport layer(ETL)material for perovskite solar cells(PSCs)owing to its excellent electrical and optical properties.Here,we introduce a viable spray coating method for the preparation of SnO2 films.Then,we employ a SnO₂ film prepared using the spray coating method as an ETL for PSCs.The PSC based on the spray-coated SnO₂ ETL achieves a power conversion efficiency of 17.78%,which is comparable to that of PSCs based on conventional spin-coated SnO₂ films.The large-area SnO₂ films prepared by spray coating exhibit good repeatability for device performance.This study shows that SnO₂ films prepared by spray coating can be applied as ETLs for stable and high-efficiency PSCs.Because the proposed method involves low material consumption,it enables the low-cost and large-scale production of PSCs.     

Triazole and Pyridine Hybrid Molecules as Electron-Transport Materials for Highly Efficient Green Phosphorescent Organic Light-Emitting Diodes

A series of triazole and pyridine hybrid molecules, with a triazole core and pyridine periphery, were designed and synthesized as an electron-transport layer (ETL) and a hole/exciton-block layer for green phosphorescent organic light-emitting diodes. Compared with the widely-used electron-transport material (ETM) of 3-(biphenyl-4-yl)-5-(4-tert-butylphenyl)-4-phenyl-4H-1,2,4-triazole (TAZ) with a triazole core, lower-lying HOMO and LUMO energy levels were obtained with the introduction of pyridine rings onto the periphery of the molecules, giving improved electron injection and carrier confinement. Significantly reduced driving voltages were achieved in a device structure of ITO/HATCN (5 nm)/TAPC (40 nm)/CBP:8 wt % Ir(PPy)₃ (10 nm)/ETL (40 nm)/LiF (1 nm)/Al (90 nm), giving a maximum power efficiency of 72.2 lm W⁻¹ and an external quantum efficiency of 21.8 %, due to the improved electron injection and transport and thus, more balanced carrier recombination, which are much higher than those of the device based on TAZ.     

Electrical properties of dye‐doped colour tunable organic light emitting diode

In this work, we report on the electrical properties of dye‐doped colour tunable organic light‐emitting diode (OLED). The device structure is glass substrate/indium tin oxide/N,N′‐di(naphthalen‐1‐yl)‐N,N′‐diphenyl‐benzidine (NPB) 30 nm/Alq₃:DCM 50 nm/Aluminum (Al) 150 nm where NPB is the hole transport layer. Alq₃:DCM is the emitting layer which made of tris(8‐hydroxyquinoline) aluminium (Alq₃) doped with 4‐(Dicyanomethylene)‐2‐methyl‐6‐(4‐dimethyl‐aminostyryl)‐4H‐pyran (DCM) organic dye. The influence of doping concentration has been investigated by current density–voltage measurement, luminance intensity–voltage characteristic, electroluminescence (EL) and impedance spectroscopy, respectively. The EL spectrum exhibits the shifted of peak position from green to red region. The threshold voltage of the device decreased at the low DCM doping concentration (1 wt.%), in contrast, when the increase in the doping concentrations then the threshold voltage will be increased. The highest luminance intensity and lowest turn‐on voltage of OLED can be observed at doping concentration about of 1 wt.% of DCM. The impedance characteristics of the dye‐doped OLED can be modelled by simply adopting the conventional equivalent circuit with the simple combination of resistors and capacitors network. © 2012 Canadian Society for Chemical Engineering     

Modified poly(ether–imide–amide)s with pendent benzazole structures: Synthesis and characterization

Three series of novel modified poly(ether–imide–amide)s (PEIAs) having pendent benzazole units were prepared from diimide–dicarboxylic acids, including 2-[3,5-bis(4-trimellitimidophenoxy) phenyl]benzimidazole, 2-[3,5-bis(4-trimellitimidophenoxy) phenyl]benzoxazole, and 2-[3,5-bis(4-trimellitimidophenoxy) phenyl]benzothiazole, with various diamines by direct polycondensation in N-methyl-2-pyrrolidone with triphenyl phosphite and pyridine as condensing agents. These new diimide–dicarboxylic acids containing ether linkages and benzazole pendent groups were synthesized by the condensation reaction of 5-(2-benzimidazole)-1,3-bis(4-aminophenoxy)benzene, 5-(2-benzoxazole)-1,3-bis(4-aminophenoxy)benzene, or 5-(2-benzothiazole)-1,3-bis(4-aminophenoxy)benzene with trimellitic anhydride, respectively. All of the polymers were obtained in quantitative yields with inherent viscosities of 0.39–0.65 dL/g. For comparative purposes, the corresponding unsubstituted PEIAs were also prepared by the reaction of a diimide–dicarboxylic acid monomer lacking benzazole pendent groups, namely, 3,5-bis(4-trimellitimidophenoxy) phenyl, with the same diamines under similar conditions. The solubilities of the modified PEIAs in common organic solvents and their thermal stability were enhanced compared to those of the corresponding unmodified PEIAs. The glass-transition temperature, 10% weight loss temperature, and char yields at 800°C were 19–31°C, 22–57°C and 4–8% higher, respectively, than those of the unmodified polymers. © 2012 Wiley Periodicals, Inc. J Appl Polym Sci, 2012     

Modulating self-biased near-UV photodetection of Gd-doped bismuth ferrite ceramics by introducing zinc oxide as electron transport layer

ZnO semiconductor offers many advantages as an electron transport layer (ETL) in photovoltaic-based devices, including high charge carrier mobility and hole-blocking ability. In this work, ZnO thin film is introduced as an ETL between (Bi_0.93Gd_0.07)FeO₃ (BFO7Gd) ferroelectric and ITO thin film to form ITO/ZnO/BFO7Gd/Au heterostructure. The device with the ETL exhibited a superior photoresponsivity than the one without ETL, reaching ～32% enhancement. Furthermore, a subsequent E-field poling on the ITO/ZnO/BFO7Gd/Au heterostructure resulted in an additional ～25% increase in photoresponsivity. The enhancement is mainly attributed to two factors: (1) high electron mobility and lower recombination rate resulting from the introduction of ZnO ETL, and (2) efficient charge separation facilitated by the polarization-driven internal E field that superimposes with the interfacial built-in E fields. The introduction of ZnO ETL and the utilization of the ferroelectric polarization prove to be an alternative route to further modulate the photosensing performance of BiFeO₃-based near-UV photodetectors.     

有机电致发光功能色素材料的研究

介绍了有机电致发光材料的发展过程，阐述了空穴、电子传输材料。详细叙述了发光材料尤其是悬挂体系有机电致发光材料。提出了研究新材料的意义。     

Synthesis and properties of polyesterimides containing a bicyclo-octene ring

New polyesterimides containing a bicyclo-octene ring were synthesized by the polycondensation reaction of N,N′-dicarboxymethyl(bicyclo[2.2.2]oct-7-ene-2,3,5,6-tetracarboxylic acid diimide)dimethylester and N,N′-dicarboxyphenyl(bicyclo[2.2.2]oct-7-ene-2,3,5,6-tetracarboxylic acid diimide)dimethylester with various aliphatic diols. These polymers thus obtained are soluble in m-cresol, dimethylformamide (DMF), dimethylacetamide (DMAc) and dimethylsulfoxide (DMSO) except those from ethylene glycol. The polymers showed thermal stability above 350°C.     

溴代苝二酰亚胺衍生物的光谱及其在溶液中的聚集

设计合成了一种新型的苝二酰亚胺衍生物1,6,7,12-四溴代-N,N-丙酸2-(2-氨基乙氧基)乙醇酯苝四羧酸酐.研究了在不同有机溶剂中的紫外、荧光光谱性能以及相应的聚集行为.光谱研究表明,在4种不同的溶剂中,临界聚集浓度不同.随着溶液浓度的增加,化合物分子呈斜线发生面-面堆积.SEM观察了在有机溶液中的聚集形貌,受分...     

Water vapor barrier property of organic-silica nanocomposite derived from perhydropolysilazane on polyvinyl alcohol substrate

Poly(vinyl alcohol) membrane was coated with organic-silica nanocomposite derived from perhydropolysilazane. For organic composite part, polystyrene-block-poly(4-vinyl phenol) [SP], poly(tert-butyl acrylate-co-2-hydroxyethyl methacrylate) [BA] and poly(butyl methacrylate-co-2-hydroxyethyl methacrylate) [BMA] were used. Water vapor barrier property of coat membrane was measured at relative humidity = 96% by a cup method. The coat films of nanocomposites with SP-silica and BA-silica showed better water vapor barrier property than those of the silica coat film without organic polymer and BMA-silica composites. The surface morphologies of the coat films were investigated by scanning electron microscopy and atomic force microscopy. The addition of organic polymer to silica prevented the crack formation of coat layer on the substrate.     

Field-Effect Mobility,Morphology and Electroluminescence of a Semiconductor Based on a DPP?Quaterfluorene Quadrupolar Linear Conjugated System

An organic semiconductor, expressed as a quadrupolar linear conjugated system ( DPP Linear-c ), consisting of a 1,4-diketopyrrolo[3,4-c]pyrrole (DPP) central unit and two quaterfluorenylphenyl arms at the 3- and 6-positions of the DPP fragment, is studied in organic field-effect transistors (OFETs). The strong propensity of DPP Linear-c to aggregate in the solid state favours the hole mobility of the semiconductor due to the alignment of HOMOs in the aggregates. The fabrication of OFETs from this novel p-type semiconductor is reported, using different dielectrics to evaluate their effect on the overall device performance. Despite its aggregation, DPP Linear-c remains luminescent in the solid state. Electroluminescence of a non-optimised OLED fabricated from this material is demonstrated.     

Hafnium metallocene compounds used as cathode interfacial layers for enhanced electron transfer in organic solar cells

We have used hafnium metallocene compounds as cathode interfacial layers for organic solar cells [OSCs]. A metallocene compound consists of a transition metal and two cyclopentadienyl ligands coordinated in a sandwich structure. For the fabrication of the OSCs, poly[3,4-ethylenedioxythiophene]:poly(styrene sulfonate), poly(3-hexylthiophene-2,5-diyl) + [6, 6]-phenyl C₆₁ butyric acid methyl ester, bis-(ethylcyclopentadienyl)hafnium(IV) dichloride, and aluminum were deposited as a hole transport layer, an active layer, a cathode interfacial layer, and a cathode, respectively. The hafnium metallocene compound cathode interfacial layer improved the performance of OSCs compared to that of OSCs without the interfacial layer. The current density-voltage characteristics of OSCs with an interfacial layer thickness of 0.7 nm and of those without an interfacial layer showed power conversion efficiency [PCE] values of 2.96% and 2.34%, respectively, under an illumination condition of 100 mW/cm² (AM 1.5). It is thought that a cathode interfacial layer of an appropriate thickness enhances the electron transfer between the active layer and the cathode, and thus increases the PCE of the OSCs.     

一种新型二胺类空穴传输材料和NPB的合成及表征

以N-苯基-1-萘胺和对溴碘苯为起始原料,经Buchwald-Hartwing偶联反应合成有机发光二极管空穴传输材料N,N′-二[4-(1-萘基苯基氨基)苯基]-N,N′-二苯基-[1,1′-联苯]-4,4′-二胺(2)。以1-溴化萘(1-溴萘)为初始原料与N,N′-二苯基联苯二胺经Buchwald-Hartwing偶联合成了N,N′-[二(1-萘基)-N,N′-二苯基]-1,1′-联苯基)-4,4′-二胺(NPB)。利用~1HNMR、LC-MS等对产品结构进行表征。通过差示扫描量热仪(DSC)测得化合物2和NPB失重5%的温度分别为510℃和491℃,化合物2的玻璃化转变温度Tg为126℃,化合物2和NPB的升华温度分别为395℃和290℃,并通过UV-Vis紫外吸收光谱、荧光光谱研究了两种传输材料的光学性质。     

Polylactide‐perylene derivative for blue biodegradable organic light‐emitting diodes

In this work we demonstrate, for the first time, the use of polylactic acid (PLA) as a biodegradable host matrix for the construction of the active emissive layer of organic light‐emitting diode (OLED) devices for potential use in bioelectronics. In this preliminary study, we report a robust synthesis of two fluorescent PLA derivatives, pyrene‐PLA ( AH10 ) and perylene‐PLA ( AH11 ). These materials were prepared by the ring opening polymerisation of l ‐lactide with hydroxyalkyl‐pyrene and hydroxyalkyl‐perylene derivatives using 1,8‐diazabicyclo[5.4.0]undec‐7‐ene as catalyst. OLEDs were fabricated from these materials using a simple device architecture involving a solution‐processed single‐emitting layer in the configuration ITO/PEDOT:PSS/PVK:OXD‐7 (35%): AH10 or AH11 (20%)/TPBi/LiF/Al (ITO, indium tin oxide; PEDOT:PSS, poly(3,4‐ethylenedioxythiophene) doped with poly(styrenesulfonic acid); PVK, poly(vinylcarbazole); OXD‐7, (1,3‐phenylene)‐bis‐[5‐(4‐tert‐butylphenyl)‐1,3,4‐oxadiazole]; TPBi, 2,2′,2″‐(1,3,5‐benzenetriyl)tris(1‐phenyl‐1H‐benzimidazole)). The turn‐on voltage for the perylene OLED at 10 cd m^–2 was around 6 V with a maximum brightness of 1200 cd m^–2 at 13 V. The corresponding external quantum efficiency and device current efficiency were 1.5% and 2.8 cd A^–1 respectively. In summary, this study provides proof of principle that OLEDs can be constructed from PLA, a readily available and renewable bio‐source. © 2020 The Authors. Polymer International published by John Wiley & Sons Ltd on behalf of Society of Industrial Chemistry.     

Synthesis and characterization of organosoluble poly(arylate‐imide)s prepared from direct polycondensation of bis(trimellitimide)‐diacids and various bisphenols

Three diimide‐diacids, 2,2‐bis[4‐(4‐trimellitimidophenoxy)phenyl]hexafluoropropane ( I‐A ), 2,2‐bis[4‐(4‐trimellitimidophenoxy)phenyl]propane ( I‐B ), and 5,5′‐bis[4‐ (4‐trimellitimidophenoxy)phenyl]hexahydro‐4,7‐methanoindan ( I‐C ), were prepared by the azeotropic condensation of trimellitic anhydride with three analogous diamines. Three series of alternating aromatic poly(arylate‐imide)s, having inherent viscosities of 0.41–0.82 dL/g, were synthesized from these diimide‐diacids ( I‐A , I‐B , and I‐C ) with various bisphenols by direct polycondensation using diphenyl chlorophosphate and pyridine as condensing agents. All of the polymers were readily soluble in a variety of organic solvents such as N‐methyl‐2‐pyrrolidone, N,N‐dimethylacetamide, and even in the less polar tetrahydrofuran. These polymers could be cast into transparent and tough films, which had strength at break values ranging from 73 to 98 MPa, elongation at break from 6 to 11%, and initial modulus from 1.6 to 2.2 GPa. The softening temperatures of the polymers were recorded at 145–248°C. They had 10% weight loss at a temperature above 450°C and left 35–51% residue even at 800°C in nitrogen. © 2003 Wiley Periodicals, Inc. J Appl Polym Sci 89: 3818–3825, 2003