Optimization of high-performance blue organic light-emitting diodes containing tetraphenylsilane molecular glass materials

Molecular glass material (4-(5-(4-(diphenylamino)phenyl)-2-oxadiazolyl)phenyl)triphenylsilane (Ph(3)Si(PhTPAOXD)) was used as the blue light-emitting material in the fabrication of high-performance organic light-emitting diodes (OLEDs). In the optimization of performance, five types of OLEDs were constructed from Ph(3)Si(PhTPAOXD): device I, ITO/NPB/Ph(3)Si(PhTPAOXD)/Alq(3)/Mg:Ag, where NPB and Alq(3) are 1,4-bis(1-naphylphenylamino)biphenyl and tris(8-hydroxyquinoline)aluminum, respectively; device II, ITO/NPB/Ph(3)Si(PhTPAOXD)/TPBI/Mg:Ag, where TPBI is 1,3,5-tris(N-phenylbenzimidazol-2-yl)benzene; device III, ITO/Ph(2)Si(Ph(NPA)(2))(2)/Ph(3)Si(PhTPAOXD)/TPBI/Mg:Ag, where Ph(2)Si(Ph(NPA)(2))(2) is bis(3,5-bis(1-naphylphenylamino)phenyl)-diphenylsilane, a newly synthesized tetraphenylsilane-containing triarylamine as hole-transporting material; device IV, ITO/Ph(2)Si(Ph(NPA)(2))(2)/NPB/Ph(3)Si(PhTPAOXD)/TPBI/Mg:Ag; device V, ITO/CuPc/NPB /Ph(3)Si(PhTPAOXD)/Alq(3)/LiF/Al, where CuPc is Cu(II) phthalocyanine. Device performances, including blue color purity, electroluminescence (EL) intensity, current density, and efficiency, vary drastically by changing the device thickness (100-600 A of the light-emitting layer) and materials for hole-transporting layer (NPB and/or Ph(2)Si(Ph(NPA)(2))(2)) or electron-transporting material (Alq(3) or TPBI). One of the superior OLEDs is device IV, showing maximum EL near 19 000 cd/m(2) with relatively low current density of 674 mA/cm(2) (or near 3000 cd/m(2) at 100 mA/cm(2)) and high external quantum efficiency of 2.4% (1.1 lm/W or 3.1 cd/A). The device possesses good blue color purity with EL emission maximum (lambda(max)(EL)) at 460 nm, corresponding to (0.16, 0.18) of blue color chromaticity on CIE coordinates. In addition, the device is reasonably stable and sustains heating over 100 degrees C with no loss of luminance on the basis of the annealing data for device V. Formation of the exciplex at the interface of NPB and Ph(3)Si(PhTPAOXD) layers is verified by EL and photoluminescence (PL) spectra studies on the devices with a combination of different charge transporting materials. The EL due to the exciplex (lambda(max)(EL) at 490-510 nm) can be properly avoided by using a 200 A layer of Ph(3)Si(PhTPAOXD) in device I, which limits the charge-recombination zone away from the interface area.     

中位四(1-苯基吡唑-4-基)卟啉掺杂空穴传输材料的红色有机电致发光器件(英文)

使用中位-四(1-苯基吡唑-4-基)卟啉(TPPyPH2)掺杂空穴传输材料N,N′-二苯基-N,N′-双(4-甲苯基)-1,1′-二苯基-4,4′-二胺(TPD)制备了红色有机电致发光器件.因为TPD的发射光谱与TPPyPH2的吸收光谱具有更大的光谱重叠,为了得到更为有效的从主体材料TPD向红光染料TPPyPH2的能量传递,我们使用TPD代替传统的8-羟基喹啉铝(Alq3)作为主体发光材料.器件在680nm处具有纯的红光发射峰;通过使用Alq3电子传输层以及使用Alq3共掺杂发光层的方法,使器件的发光性能得到了改善,结构为ITO/Alq3+TPPyPH2+TPD(50nm)/Alq3(30nm)/Al的器件的最大发光亮度为177cd/m2.     

超薄层在白色有机电致发光器件中的应用

以DCJTB为掺杂剂, 以BCP为空穴阻挡层, 研究了两种结构的有机电致发光器件ITO/NPB/BCP/Alq3:DCJTB/Alq3/Al(结构A)和ITO/NPB/BCP/Alq3/Alq3:DCJTB/Alq3/Al(结构B)的电致发光光谱. 实验结果显示, 在结构A器件的电致发光光谱中, 绿光的相对发光强度较弱,增加Alq3层的厚度对绿光的相对发光强度的影响也很小; 而在结构B器件的电致发光光谱中, BCP层与掺杂层(Alq3:DCJTB)之间的Alq3薄层对绿光的相对发光强度影响显著, 用很薄的Alq3层就可以得到强的绿光发射. 进一步改变器件结构, 利用有机超薄层就可以得到稳定的白光器件ITO/NPB(50 nm)/BCP(3 nm)/Alq3(3 nm)/Alq3:DCJTB(1%(w))(5 nm)/Alq3(7 nm)/Al. 随着电压的增加(14-18 V), 该器件的色坐标基本保持在(0.33, 0.37)处不动; 在432 mA·cm-2的电流密度下, 该器件的发光亮度可达11521 cd·m-2.     

Light Emitting Materials and Devices of PPV Type Compounds Containing Quinolines

Five derivatives of 1,4‐bis(2′‐quinolinylethenyl)benzene were prepared through Wittig reaction of a diylide of p‐xylene and two molar equivalents of quinolinyl carbaldehyde. Dyes 1a,b and 2a‐c thus obtained exhibit fluorescence in quantum yields of 0.44–0.78. They are fabricated to light‐emitting diodes in the form of ITO/NPB/CBP/TPBI: dye(5% wt)/Mg: Ag. The devices can be turned on at 6 V, and they displayed blue and green light at intensities up to 5000 cd/m² at 15 V. The compounds containing methoxy substituents, i.e. 1b and 2b,c , performed more effectively than those without, i.e. 1a and 2a . The former derivatives also showed a red‐shift in their emission spectra with respect to the latter.     

Light-emitting carbazole derivatives: potential electroluminescent materials

Stable carbazole derivatives that contain peripheral diarylamines at the 3- and 6-positions and an ethyl or aryl substituent at the 9-position of the carbazole moiety have been synthesized via palladium-catalyzed C-N bond formation. These new carbazole compounds (carbs) are amorphous with high glass transition temperatures (T(g), 120-194 degrees C) and high thermal decomposition temperatures (T(d) > 450 degrees C). The compounds are weakly to moderately luminescent in nature. The emission wavelength ranges from green to blue and is dependent on the substituent at the peripheral nitrogen atoms. Two types of light-emitting diodes were constructed from carb: (I) ITO/carb/TPBI/Mg:Ag and (II) ITO/carb/Alq(3)/Mg:Ag, where TPBI and Alq(3) are 1,3,5-tris(N-phenylbenzimidazol-2-yl)benzene and tris(8-hydroxyquinoline) aluminum, respectively. In type I devices, the carb functions as the hole-transporting as well as emitting material. In type II devices, either carb, or Alq(3) is the light-emitting material. Several green light-emitting devices exhibit exceptional maximum brightness, and the physical performance appears to be better than those of typical green light-emitting devices of the structure ITO/diamine/Alq(3)/Mg:Ag. The relation between the LUMO of the carb and the performance of the light-emitting diode is discussed.     

Isophorone-based Fluorescent Dopant for Red Organic Electroluminescence Device

IntroductionOrganiclight emittingdiodes (OLEDs)haveattractedconsiderableattentionsincetheinitialworksbyTangetal.1andFriendetal.2 duetotheirpotentialapplicationsinfull colorflat paneldisplays .3,4 Torealizefull colorap plications ,highperformanceorganicmaterialsemittingthethreeelementalcolorsofred ,greenandbluearerequired .Aftertwodecadesofintensiveresearch ,anumberofgreenandblueemitterswithhighluminousefficiencies ,reason ablecolorpurityandpracticallifetimehavenowbeenreal izedinbothsmallmole…     

Highly Bright White Organic Light-Emitting Diode

A highly bright white organic light-emitting diode (OLED) was realized by using a highly bright blue emitting layer, 1,7-diphenyl-4-biphenyl-3,5-dimethyl-l,7-dihydrodipyrazolo[3,4-b;4',3'-e]pyridine (PAP-Ph), together with a 4-(dicyanomethylene)-2-methyl-6-(4-dimethylaminostyryl)-4H-pyran (DCM)-doped Alq [tris(8-hydroxyquinolinato) aluminum (Ⅲ)] layer to provide the blue, red and green emission for color mixing. With appropriate thickness control, the white-light OLED has a performance that reaches 24700 cd/m2 at 15 V, 1.93 lm/W at 6.5 V, and ＞300 cd/m2 at 7.7 mA/em2. The Commission Internationale de l'Eclairage (CIE) coordinates of the emitted light vary in a very small range, from (0.35, 0.34) to (0.34, 0.35), when forward voltages change from 6 to 12 V.     

叔丁基联苯基苯基噁二唑作空穴限制层的掺杂聚合物蓝光发光二极管

叔丁基联苯基苯基噁二唑作空穴限制层的掺杂聚合物蓝光发光二极管马於光,吴军,薛善华,黄劲松,田文晶,刘式墉,沈家骢,刘晓冬（吉林大学分子光谱与分子结构开放实验室,集成光电子学国家重点实验室,长春,１３００２３）（白求恩医科大学基础部）关键词聚合物,发光...     

不同电子传输层的蓝光有机电致发光器件的性能研究

自从Tang等^[1]首次报道多层有机电致发光器件（OLED）以来,其在亮度和效率上有了质的飞跃,表明器件的结构对提高发光亮度和发光效率起着至关重要的作用,单层器件虽然具有制作简单的优点,但却存在明显缺点：（1）复合发光区靠近金属电极,该处缺陷很多,非辐射复合几率大,导致器件效率降低;（2）由于两种载流子注入不平衡,载流子的复合几率较低,因而影响器件的发光效率,要使发光层中具有高的载流子辐射复合效率,两种载流子的注入及传输能力应相当,否则传输快的一方就会直接穿过发光层到达对电极被猝灭,平衡电子和空穴的注入与传输可通过在电极和发光层之间加入载流子输运层或限制层制作多层器件的途径来实现,基于上述考虑,我们以PPCP为发光层（PPCP是一种荧光效率较高的蓝光材料^[2-4],对其进行深入研究尚未见有文献报道＿,设计了4种不同电子传输层（ETL)的三层 结构的OLED,为研究电子传输层对器件性能的影响,我们还制备了不含电子传输层的双层器件,结果表明,通过选择合适的ETL,OLED的发光亮度及发光效率会有很大程度的改善。     

Organic electroluminescent device with aromatic amine-containing polymer as a hole transport layer (II): Poly(arylene ether sulfone)-containing tetraphenylbenzidine

Organic electroluminescent devices were fabricated using a poly(arylene ether sulfone)-containing tetraphenylbenzidine (PTPDES) and tris(8-quinolinolato)-aluminum(III) complex, Alq, as the hole transport layer and the electron-transporting emitter layer, respectively. A device structure of glass substrate/indium—tin oxide (ITO)/PTPDES/Alq/Mg : Ag was employed. Hole injection from ITO through the PTPDES layer to the Alq layer and concomitant electroluminescence from the Alq layer were observed. Bright green light with a luminance of 14,000 cd/m² was observed at a drive voltage of 14 V, indicating that the polymer possesses a high hole mobility and a high electron-blocking capability.     

单分散齐聚芴电致发光材料的合成及器件化

用Sonogash ira法合成了一系列含三键的齐聚芴,所有产物经核磁共振谱、质谱及元素分析表征确认.此类物质在溶液中及薄膜状态均发射出蓝紫或深蓝色荧光,荧光发射峰随聚合度增大依次红移.以这些物质为发光材料制作了相应的有机电致发光二极管(OLED),对器件的测试结果表明,所合成的齐聚芴具有优良的蓝色电致发光特性,其中OF3R4的最大发光亮度达到5 795 cd/m²,而OF3R6的最大外量子效率达到1.0%,其最大发光亮度为2 690 cd/m².     

Plasma-polymerized carbon disulfide films as a hole transport layer in organic electroluminescent devices

Electroluminescent devices were fabricated using plasma-polymerized carbon disulfide films, poly(CS₂), and tris(8-quinolinolato)aluminum(III) complex, Alq, as the hole transport layer and the emitting layer, respectively. A cell structure of glass substrate/indium–tin–oxide/poly(CS₂/Alq/Mg/Ag) was employed. Smooth hole injection from the electrode through the poly(CS₂) layer and concomitant electroluminescence from the Alq layer were observed. Green emission with a luminance of 250 cd/m² was achieved at a drive voltage of 14 V.     

Blue-light emitting diodes and flat display based on poly(p-phenylenevinylene) copolymers

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利用激基复合物发光的有机白光器件制备

以1,4-二(2-氰基-2-苯乙烯基)-2,5-二苯基苯(CNDPDSB)为发光层, N,N'-[3-萘基]-N,N'-二苯基[1,1'-二苯基]-4,4'-二胺(NPB)为空穴传输层, 8-羟基喹啉铝(Alq)为电子传输层, 制备了一种色度稳定的有机电致白光器件. 该器件的白光发射是由CNDPDSB与NPB界面形成的激基复合物发出的红光以及NPB与CNDPDSB发射的蓝光混合而成. 该白光器件的光谱稳定, 在工作电压(6~13 V)内, 色坐标由(0.33, 0.34)变化到(0.31, 0.37). 器件在6 V电压下开启, 10 V电压下的亮度和效率分别为1200 cd/m2和0.2 cd/A.     

氟化吡唑啉蓝色电致发光器件的制备

自从Tang等[1]首次报道了多层有机电致发光器件以来, 人们研究了大量的新型材料[2,3], 其中较吸引人的方法是将高量子产率的荧光染料掺杂于传输层中制备电致发光器件[4～9]. 三芳基吡唑啉化合物具有较高的荧光产率和蓝色发射特性. 这些化合物具有分子内电荷传输性能, 在激发状态下分子可发生扭曲形成电子给体-受体结构[10], 因此在EL器件制备过程中既可以作为载流子传输材料, 又可以作为发光材料来应用. 虽然吡唑啉类化合物在固态下具有空穴传输特性[11], 也有较高的荧光产率, 但它们的玻璃转化转变温度较低, 在制备EL器件时, 如单独作为传输层或发射层时, 该类材料易于结晶, 从而使得器件的性能快速衰减. 如果将它们分散于聚合物等主体中, 就会避免重结晶问题. 我们在三苯基吡唑啉中引入强吸电子基团CF3, 导致分子的刚性增强和荧光强度增加, 熔点升高. 将氟化三苯基吡唑啉(FTPP)作为发光中心制作了两类EL器件, 均获得蓝光发射. FTPP分子结构见图1.     

基于三苯胺和螺(芴-9,9'-氧杂蒽)的星射形蓝光寡聚材料的合成与光电性质

通过Sonogashira 反应合成了基于三苯胺、螺(芴-9,9'-氧杂蒽)及芴的星射形寡聚物. 三种寡聚物(TPA-F、TPA-SFX和TPA-SFXCz)都具有很高的热分解温度, 分别为417、439和425 °C. 差示扫描量热(DSC)分析研究表明, 它们也具有高的玻璃化转变温度(T_g), 都在100 °C以上, 其中两种螺芴取代的寡聚物(TPA-SFX和TPA-SFXCz)的T_g分别达到141和127 °C. 光物理的研究发现, 在薄膜中, TPA-F具有很宽的双发射峰, 峰值为424 和455 nm; 而TPA-SFX 和TPA-SFXCz 仍保持单一蓝光发射, 发射峰分别为434 和442 nm. 这表明将三苯胺非平面结构和螺形取代基团相结合, 能有效抑制在薄膜中聚集和激基缔合物的产生. 电化学的研究表明, 由于引入富电子的三苯胺核心结构, 三者都具有-5.4 eV左右的较高的HOMO能级. 通过旋涂法制备了结构为ITO(氧化铟锡)/PEDOT:PSS(聚3,4-乙撑二氧噻吩:聚苯乙烯磺酸盐)/寡聚物/TPBI(1,3,5-三(1-苯基-1H-苯并咪唑-2-基)苯)/LiF/Al 电致发光器件. 器件测试结果表明, TPA-SFX的器件具有最好的光电性能. 以它为发光层, 获得最大亮度为2680 cd·m^-2、最大电流效率为0.35 cd·A^-1、色坐标为(0.17, 0.13)的蓝光器件.     

具有不同取代基的吡唑啉衍生物的光致发光和电致发光

在合成两种具有不同取代基的吡唑啉衍生物PD1和PD2的基础上,研究了不同取代基效应对其光致发光和电致发光性质的影响.结果表明甲氧基取代的化合物PD2较N,N-二甲氨基取代的化合物PD1具有更高的荧光量子产率.而在作为有机电致发光器件的掺杂染料,当其器件结构为ITO/TPD/TPBI:2% PD/TP-BI/Mg:Ag时,PD1掺杂染料却有着较PD2更高的电致发光效率.当器件的电流密度为420 mA/cm²时,掺杂染料为PD1的器件在487 nm处发射蓝光,其发光亮度为1224 cd/m².     

Vapor-phase processable novel nonplanar donor-acceptor quateraryls for blue OLEDs(#)

A novel series of thermally stable blue light emitting quateraryls with a piperidine donor and a nitrile acceptor was prepared from a ketene- S, S-acetal under mild conditions without using an organometal catalyst. The performance of a blue quateraryl 6e was investigated by fabricating a multilayer OLED with a configuration of ITO/PEDOT:PSS (40 nm)/quateraryl (60 nm)/BCP (6 nm)/Alq(3) (20 nm)/LiF (0.5 nm)/Al (200 nm), which exhibited blue emission with a low turn on voltage of 4 V at a brightness of 0.22 cd/m(2).     

混合蓝色和绿色发射的高亮度白色有机电致发光器件

使用星形六苯芴类新材料1,2,3,4,5,6-hexakis(9,9-diethyl-9H-fluoren-2-yl)benzene (HKEthFLYPh)分别制备了三种不同结构的有机电致发光器件. 在结构为indium-tin oxide (ITO)/NPB (40 nm)/HKEthFLYPh (10 nm)/Alq3(50 nm)/Mg:Ag (200 nm)的器件中, 获得了两个电致发光谱峰分别位于435 和530 nm处的明亮白光. HKEth-FLYPh是能量传输层; N,N’-bis-(1-naphthyl)-N,N’-diphenyl-(1,1’-biphenyl)-4,4’-diamine (NPB)是空穴传输层和蓝色发光层; tris(8-hydroxyquinoline)aluminum (Alq3)是电子传输层和绿色发光层. 结果表明, 当驱动电压为15 V时, 器件的最大亮度达到8523 cd·m-2; 在5.5 V时, 器件达到最大流明效率为1.0 lm·W-1. 在电压为9 V时, CIE色坐标为(0.29, 0.34). 此外, 通过改变HKEthFLYPh层的厚度, 发现蓝色发射的相对强度随着HKEthFLYPh层厚度的增加而增强.     

MULTILAYER ORGANIC LEDS BASED ON A NEW DYE-DOPED POLYMER*

A blue dye, l-benzothiazoly-3-phenyl-pyrazoline (BTPP) was found to function as bright lightemitting dye in organic electroluminescent devices. This heterocyclic compound exhibits good characteristicsof blue photoluminescence and electroluminescence, which has emission peak at 445 nm.The thin films offluorescent dye dispersed in poly(N-vinylcarbazole) (PVK) could serve as light-emitting layers in multilayerorganic LEDs. 2-(4-Biphenyl)-5-(4-tert-butylpheynyl)-1,3,4-oxadiazole (PBD) and tris-(8-hydroxyquinoline)aluminum (Alq3) were introduced into double-layer and three-layer devices respectively. The introduction ofelectron transport material Alq_3 enhanced the electron injection and luminous efficiency, as compared withdouble-layer devices. Maximum brightness and luminous efficiency can be reached up to 190 cd/m~2 and0.31 m/W, respectively.