两种新型双极有机小分子发光材料的合成与发光

设计和合成了两种新的具有“双极(bipolar)”性质和发光性能的有机小分子化合物N-[4-(5-(2-苯基喹啉-4)-1,3,4-噁二唑-2)苯基]-N'-苯基-N,N'-二苯基-1,1'-联苯基-4,4'-二胺(TPDOPQ)和N,N'-双{4-[5-(2-苯基喹啉-4-基)-1,3,4-噁二唑-2]苯基}-N,N'-二苯基-1,1'-联苯基-4,4'-二胺[TPD(OPQ)₂]. 用¹H NMR, MS和元素分析进行了表征, 研究了化合物的热稳定性和光致发光性质, 并用循环伏安法测定了其电化学性能. 结果表明, 这两种合成的有机化合物同时具备空穴传导和电子输入双重功能, 光致发光性能优良, 热稳定性好, 能形成均衡薄膜, 因此可作为制作有机电致发光器件的候选材料.     

苯甲酸及其酯类衍生物的分子印迹机理的研究

分子印迹聚合物(M IP)是一种具有分子识别能力的新型高分子材料^[1～3].对其研究的重要问题之一是如何获得对相应模板化合物具有特异性结合的聚合物,这除了受模板分子结构特征的影响外,同时在很大程度上还受各种聚合物制备条件的影响,比如功能单体^[4～6]、溶剂^[7]及辅助金属离子的影响^[8]等.我们成功地通过计算模板分子与功能单体间的相互作用,预测了一些模板分子的印迹原性(产生印迹效应的性质)的强弱^[9],同时对几十种小分子化合物的分子印迹原性与结构之间的关系进行了讨论^[10].本文以苯甲酸、对氨基苯甲酸、对羟基苯甲酸及其酯的衍生物(结构见下式)为模板,在不同的功能单体和溶剂体系中制备了相应的分子印迹聚合物,研究了模板分子中不同取代功能基的印迹作用的相对强弱,探讨了功能基的印迹作用强弱与聚合反应体系溶剂极性间的相关性.     

含三苯胺的二苯乙烯化合物的合成及其电致发光性能

电致发光器件在光通讯、光信息处理、视频器件、测控仪器等光电子领域有着广泛而重要的应用价值.无机半导体二极管、半导体粉末、半导体薄膜等电致发光器件尽管已取得了令人注目的成就,但由于其复杂的器件制备工艺,高驱动电压、低发光效率,不能大面积平板显示,能耗较高以及难以解决短波长(如蓝光)等问题,使得无机电致发光材料的进一步发展受到一定的影响.相比之下,有机化合物可通过分子设计的方法合成数量巨大、种类繁多的有机化合物发光材料,使得有机材料构成的电致发光器件有着众多的优势,并成为目前电致发光领域的前沿研究课题之一.有关材料的制备^[1~3],发光机理^[4,5],电致发光器件的制备和性能^[6,7]的研究工作取得了相当大的进展.得到了各种发光颜色的器件,器件的发光亮度也较高.但由于电/光转换效率(量子效率)较低(小于10%),而且稳定性差,目前还只能制备出一些原型器件.     

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.     

N,N,N＇,N＇-四苄基取代方块菁染料LB膜研究

方块菁染料在有机光导材料^[1,2]、有机太阳能存储^[2,3]、光记录^[4、有机光盘中红外吸收器^[4]以及光纤识别功能薄膜等领域中有着广泛应用前景.     

电照相用苝四羧酸二酰亚胺系有机光导材料

苝四梭酸二酞亚胺系(PTCDI)化合物具有较强的荧光性能和光稳定性.是一类非常适合作为光电转化材料的有机化合物.目前,该化合物的应用已涉及到太阳能转化材料、电子照像用材料、液晶材料等领域^[1,2],象酞菁、方酸类化合物一样^[3,4],目前国际上已有以苝类化合物制备的有机光导鼓(OPC),但对这类化合物的研究,仅局限在少数几个化合物上,搞清结构与性能之间的关系,对苝类化合物作为光导材料的应用,就显得尤为重要.     

In[(C2H5O)2PS2]3配合物的合成及晶体结构研究

稀散元素材料已成为当代高新技术领域的重要支撑材料,其中铟应用于液晶材料(ITO)的研究与开发^[1,2].烷基二硫代磷酸酯具有优良的配位性能,可用作石油添加剂和高聚物防老化剂^[3,4].因此,目前对稀散元素烷基硫代配合物研究十分活跃.     

发光多孔硅表面的STM研究

自从Canham首次报道了室温下多孔硅的光致发光现象以来^[1],多孔硅已成为半导体光电化学及材料领域内最为热门的研究课题^[2].     

XRD谱研究扩散控制的固-固相反应

很多分子固体和低维固体在室温或低热温度条件下可发生固相反应^[1,2],甚至可以在短时间内完成^[3,4].我们已成功地用低热固相合成法合成了200多个化合物,其中大多数为结构新颖的原子簇化合物^[5～7].     

含芳胺和1,3,4-噁二唑的星型有机分子合成及光电性质

通过分子设计, 采用多步反应合成了2种新型的具有“双极”(Bipolar)性质和发光性能的以N原子为中心的星型有机分子. 用1H NMR, MS和元素分析进行了表征, 研究了化合物的热稳定性和固体粉末的光致发光性质, 并用循环伏安法测定了其电化学性能. 结果表明, 这种同时具备空穴传导和电子输入双重功能基团的星型有机小分子的光致发光性能优良(量子效率达到82%—95%), 热稳定性好, 可以作为有机电致发光器件材料.     

Thermally stable nonaggregating pyrenylarenes for blue organic light-emitting devices

A new series of thermally stable blue light-emitting nonplanar pyrenylarenes having an amine donor and a nitrile acceptor group was prepared from a ketene-S,S-acetal under conventional heating and/or microwave irradiation. The photophysical, electrochemical, and optical behavior of donor-acceptor pyrenylarenes are demonstrated. The performance of blue light-emitting pyrenylarenes was investigated by fabricating a multilayer device with the device configuration of ITO/PEDOT:PSS (40 nm)/NPB (30 nm)/pyrenylarene (55 nm)/BCP (8 nm)/LiF (0.6 nm)/Al (200 nm), which exhibited low turn-on voltage (5 V) with luminance efficiency of 0.8 Cd/A with nonaggregation behavior in both solution and solid state.     

含有载流子传输功能基团咔唑和噁二唑的有机铕(Ⅲ)配合物的合成及其发光性能

合成了一种含有载流子传输功能基团咔唑和噁二唑的有机铕(Ⅲ)配合物. 在研究了光致发光等性能的同时, 制备了结构为ITO/NPB(40 nm)/2.5%铕(Ⅲ)配合物: CBP(30 nm)/BCP(10 nm)/Alq3(30 nm)/LiF(1 nm)/Al(100 nm)的电致发光器件, 器件在612 nm处有半峰宽为4 nm的高纯度的明亮红光发射, 起亮电压约为6 V, 在17.3 V时达到最大亮度1778 cd/m2.     

High-performance blue electroluminescent devices based on 2-(4-biphenylyl)-5-(4-carbazole-9-yl)phenyl-1,3,4-oxadiazole

An electron transporting moiety (1,3,4-oxadiazole) and a hole transporting moiety (carbazole) were combined to create 2-(4-biphenylyl)-5-(4-carbazole-9-yl)phenyl-1,3,4-oxadiazole (CzOxa), a three layer device with a configuration of ITO/TPD(50 nm)/CzOxa(40 nm)/AlQ(40 nm)/Mg0.9Ag0.1(200 nm)/Ag(80 nm) which exhibited a blue emission peak at approximately 470 nm (x = 0.14, y = 0.19) with a maximum luminance of 26,200 cd m(-2) at a drive voltage of 15 V and a maximum luminous efficiency of 2.25 lm W(-1).     

以N,N-四(间联苯基)-4,4-联苯二胺为正孔传送材料的有机电致发光器件(英文)

用新的路径成功地合成了N,N -四(间联苯基)-4,4 -联苯二胺(m TBPBz).以m TBPBz作为正孔传送材料,探讨了它在有机电致发光器件中的应用.制作了结构为玻璃基板／ITO阳极(130nm)／m TBPBz(40nm)／Alq(60nm)／LiF(0.5nm)／Al阴极(100nm)的器件.结果显示:该有机电致发光器件的绿色发光来源于Alq层.10V时,它的最大亮度为9486cd／m2.证明了m TBPBz具有正孔传送性能,可作为电致发光材料使用.     

A pure blue light emitting binaphthyl derivative：Synthesis and properties

A binaphthyl derivative with pyrene on 3 and 3＇ positions was synthesized and characterized via Suzuki coupling reaction. Emission maximum in solution was located at 390 nm with a quantum efficiency of 68% by taking 9,10-diphenyl anthracene as reference,while it is shifted to 450 nm with FWHM of 104 nm resulting from aggregation state in solid film.Glass transition temperature（Tg）and decomposition temperature were measured to be 184 and 447℃,respectively,by DSC and TGA.Unlike its photoluminescence spectrum,electroluminescent spectrum peaked at about 460 nm and shows a FWHM of 69 nm corresponding to a pure blue emission.The turn-on voltage,luminance and efficiency maximum were 5 V,2953 cd/m^2 and 1.37cd/A with CIE color coordinate of（0.16,0.15）,in the device structure of ITO/NPB（40nm）/PY-BN-PY（15nm）/BPhen（40nm）/Mg：Ag.     

Synthesis of a highly phosphorescent emitting iridium(III) complex and its application in OLEDs

A rigid ligand benzo[de]benzo[4,5]imidazo[2,1-α]isoquinolin-7-one (biio) was designed and conveniently synthesized, and the corresponding bis-cyclometalated iridium complex (biio)₂Ir(acac) (acac = acetylacetone) was prepared. The light emitting and electrochemical properties of this complex were studied. The complex has the characters of simply synthetic procedure and strong phosphorescence. The electroluminescent device using this complex as dopant was fabricated. The device had the structure of ITO/NPB (40 nm)/Ir complex:CBP (7%, 30 nm)/BCP (15 nm)/Alq₃ (30 nm)/LiF (1 nm)/Al (100 nm). The maximum emission of the device was at 496 nm. The maximum brightness of the device can reach 79640 cd m⁻² with an external quantum efficiency of 12.1% and a maximum current efficiency of 31.7 cd A⁻¹.     

Synthesis,structures, and electroluminescence properties of a 1D zinc(II) coordination polymer containing both dicyanamide and pyrazinamide ligands

A 1D coordination polymer, {[Zn(μ_1,5-dca)₂(PZA)₂](PZA)₂}_n (1), has been synthesized and characterized by single-crystal X-ray crystallography. The coordination modes of the dicyanamide (dca) and the pyrazinamide (PZA) were inferred by IR spectroscopy. The complex was applied to organic electroluminescent (EL) devices as the emitting materials. The electroluminescent device of ITO/NPB (40 nm)/Zn polymer: CBP (30 nm) (30 nm)/BCP (15 nm)/Alq (30 nm)/LiF (1 nm)/Al (100 nm) was fabricated. The EL device emits cyan light originating from this complex with high brightness and efficiencies. For 1, a maximum luminance of 34.9 cd/A was achieved at 9 V.     

高效磷光铱配合物的合成及电致发光性能研究

合成了一种含苯并噻唑结构配体的环金属化铱配合物(ffbi)₂Ir(acac)，(其中ffbi为1-(4-氟苄基)-2-(4-氟苯基)苯并咪唑，acac为乙酰丙酮)，并以其作为发光体, 制备了有机电致发光器件。结果表明该配合物具有强磷光发光特性，器件发绿色光。其中结构为TCTA(40 nm)/CBP∶Ir(6.3%，30 nm)/BCP(10 nm)/Alq(40 nm)的电致发光器件在12 V电压下最大发光亮度达41 499 cd·m^-2，在8 V电压下，最大外量子效率达5.7%。     

Efficient electroluminescence from new lanthanide (Eu3+, Sm3+) complexes

The syntheses, structures, and electroluminescent properties are described for two new lanthanide complexes Ln(HFNH)3phen [HFNH = 4,4,5,5,6,6,6-heptafluoro-1-(2-naphthyl)hexane-1,3-dione; phen = 1,10-phenanthroline; Ln = Eu3+ (1), Sm3+ (2)]. Both complexes exhibit bright photoluminescence at room temperature (RT) due to the characteristic emission of Eu3+ and Sm3+ ion. Several devices using the two complexes as emitters were fabricated. The performances of these devices are among the best reported for devices using europium complex and samarium complex as emitters. The device based on 1 with the structure ITO/TPD (50 nm)/1:CBP (10%, 40 nm)/BCP (20 nm)/AlQ (30 nm)/LiF (1 nm)/Al (200 nm) exhibits the maximum brightness of 957 cd/m2, current efficiency of 4.14 cd/A, and power efficiency of 2.28 lm/W with a pure red Eu3+ ion emission. Especially, at the high brightness of 200 cd/m2, the device of 1 still has a high current efficiency of 2.15 cd/A. The device of 2 with a three-layer structure of ITO/TPD (50 nm)/2 (50 nm)/BCP (20 nm)/LiF (1 nm)/Al (200 nm) gives the maximum brightness of 42 cd/m2, current efficiency of 0.18 cd/A. By the comparison of the electroluminescent properties of devices based on Eu(TTA3phen (TTA = 2-thenoyltrifluoroacteonate) and 1, we conclude that the polyfluoration on the alkyl group of the ligand and the introduction of the long conjugate naphthyl group into the ligand improve the efficiency of 1-doped devices, especially at high current densities.     

Bright and monochromic red light-emitting electroluminescence devices based on a new multifunctional europium ternary complex

A novel europium(III) complex, tris(dibenzoylmethanato)(2-4'-triphenylamino)imidazo[4,5-f]1,10-phenanthroline)europium(III), Eu(DBM)3(TPIP), is synthesized. The light-emitting center, hole-transporting triphenylamine and electron-transporting phenanthroline fragments are integrated into one molecule. A single-layer device of ITO/Eu(DBM)3(TPIP) (60 nm)/Mg0.9Ag0.1/Ag exhibits Eu(III)-based pure red emission with a maximum brightness of 19 cd m(-2) at 13.5 V and 280 mA cm(-2), and an onset driving voltage of 8 V. A four-layer device of ITO/TPD (20 nm)/Eu(DBM)3(TPIP) (40 nm)/BCP (20 nm)/AlQ(40 nm)/Mg0.9Ag0.1/Ag gives a maximum Eu(III)-based pure red emitting luminance of 1305 cd m(-2) at 16 V and 255 mA cm(-2) with an onset driving voltage of 6 V; the maximum external quantum yield and luminous yield are estimated to be 0.85% and 1.44 lm W(-1), respectively, at 7.5 V and 0.25 mA cm(-2).