Applications of Perfluorinated Phenylenes for Organic Electroluminescent Devices

采用有机铜交叉偶联法合成了含全氟-对醌苯基至-辛基苯基（PF-5P至-8P）的全氟低聚（对苯）化合物。还制备了两种含有三氟甲基和全氟-2-萘基基团的PF-6P衍生物。所有化合物都是无色固体，不溶于一般的有机溶剂。差示扫描量热测量表明，它们是高度结晶的固体，没有玻璃化转变。与全氟苯树枝状大分子相比，全氟低聚（对苯）s具有优异的电子输运能力。在10.0 V下，萘基衍生物的最大亮度为19970 cd/m^2。PF-7P和-8P的发光电压和电流电压特性与PF-6P几乎相同。合成了全氟- 1,3,5 -三（对四苯基）苯（PF-13Y）和全氟- 1,3,5 -三（对醌苯基）苯（PF-16Y）并对其进行了表征。与全氟- 1,3,5 -三（对terphenyl）苯（pf - 10y）相比，它们具有更高的玻璃化转变温度。利用这些材料作为电子传输层制备了有机发光二极管（oled）。PF-13Y和-16Y是比pf - 10y更好的电子输运子。用飞行时间法测定了pf - 10y和A1q_3的电子迁移率。与A1q3相比，PF-1OY具有更高的电子迁移率（10^<-4> cm2/Vs）和较弱的电场依赖性。在有机发光器件中实现磷光高效发射的关键之一是将产生的三重态激子限制在发射层内。我们采用星爆全氟乙烯（C60F42）作为空穴和激子阻滞层，并采用空穴传输材料4,4,4 -三（n-咔唑基）三苯胺作为发光层中磷光掺杂染料的宿主。最大外量子效率达到19.2%，即使在10-20 mA/cm^2的高电流密度下也保持在15%以上，为照明提供数倍于荧光灯管的亮度。少

Perfluorinated oligo(p-phenylene)s including perfluoro-p-quinquephenyl to -octiphenyl (PF-5P to -8P) have been synthesized by the organocopper cross-coupling method. Two PF-6P derivatives containing trifluoromethyl and perfluoro-2-naphtyl groups were also prepared. All compounds are colorless solids and insoluble in common organic solvents. The differential scanning calorimetry measurements indicated that they are highly crystalline solids without glass transitions. The electron-transport capabilities of perfluorinated oligo(p-phenylene)s are excellent compared with perfluorinated phenylene dendrimers. The maximum luminance of the naphtyl derivative is 19970 cd/m^2 at 10.0 V. The luminance-voltage and current-voltage characteristics of PF-7P and -8P are almost identical to those of PF-6P.Perfluoro-1, 3, 5-tris(p-quaterphenyl)benzene (PF-13Y) and perfluoro-1, 3, 5-tris(p-quinquephenyl)benzene (PF-16Y) have been synthesized and characterized. They showed higher glass transition temperatu … More res compared with perfluoro-1, 3, 5-tris(p-terphenyl)benzene (PF-1OY). Organic light-emitting diodes (OLEDs) were fabricated using these materials as the electron-transport layers. PF-13Y and -16Y are better electron-transporters than PF-1OY. The electron mobilities of PF-1OY and A1q_3 were measured by the time-of-flight technique. PF-1OY showed higher electron mobilities (10^<-4> cm2/Vs) and weaker electric field dependence compared with A1q3.One of the keys to highly efficient phosphorescent emission in organic light-emitting devices is to confine triplet excitons generated within the emitting layer. We employ starburst perfluorinated phenylenes (C60F42) as a both hole- and exciton-block layer, and a hole-transport material 4, 4, 4 -tri(N-carbazolyl) triphenylamine as a host for the phosphorescent dopant dye in the emitting layer. A maximum external quantum efficiency reaches to 19.2%, and keeps over 15% even at high current densities of 10-20 mA/cm^2, providing several times the brightness of fluorescent tubes for lighting. Less