We report herein the synthesis, and structural, electrochemical and photophysical properties of new dihydroindeno[2,1-b]fluorene-based semi-conductors, i.e. dispiro[thioxanthene-9,5′-indeno[2,1-b]fluorene-7′,9′′-thioxanthene] 2 and dispiro-[dioxothioxanthene-9,5′-indeno[2,1-b]fluorene-7′,9′′-thioxanthene] 3. These properties will be compared to those of the pure hydrocarbon derivative dispiro[fluorene-9,5′-indeno[2,1-b]fluorene-7′,9′′-fluorene] 1 previously described. The incorporation of the sulfur atom within the bridged units allows tuning the HOMO and LUMO energy levels, nevertheless retaining the high E_T of the dihydroindeno[2,1-b]fluorenyl core ([2,1-b]IF), the key feature of further device applications. This control of the properties has allowed incorporating 3 as the host material in blue and green phosphorescent OLEDs (PhOLEDs) with an EQE of 12.8% (at 1 mA cm⁻² with the corresponding CE and PE of 48.6 cd A⁻¹ and 29.5 lm W⁻¹) for the green device and an EQE of 4.8% (at 1 mA cm⁻² with the corresponding CE and PE of 14.8 cd A⁻¹ and 8.2 lm W⁻¹) for the sky-blue device. To the best of our knowledge, this work is the second example of incorporation of a dihydroindeno[2,1-b]fluorene based semi-conductor in a blue PhOLED and highlights the potential of this fragment in organic electronics.

中文翻译：

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噻 吨蒽和二氧噻吨蒽二氢茚并[2,1- b ]芴：合成，性质和在绿色和天蓝色磷光OLED中的应用†

我们在此报告了新的基于二氢茚并[2,1- b ]芴的半导体，即二螺并[thioxanthene-9,5'-indeno [2,1- b ]芴-的合成，结构，电化学和光物理性质。7'，9''-噻吨并蒽] 2和双螺-[dioxothioxanthene-9,5'-indeno [2,1- b ]芴-7'，9''-并噻吨] 3。将这些性质与先前描述的纯烃衍生物二螺并[芴-9,5'-茚并[2,1- b ]芴-7'，9''-芴] 1的性质进行比较。在桥联单元中引入硫原子可以调节HOMO和LUMO的能级，但仍能保持较高的E_Ť的二氢茚并[2,1-的b ]芴基核（[2,1- b ] IF），进一步的设备应用程序的关键特征。对特性的这种控制允许将3作为主体材料掺入蓝色和绿色磷光OLED（PhOLED）中，其EQE为12.8％（在1 mA cm ^-2时，相应的CE和PE为48.6 cd A ^-1和29.5 lm w ^ ^-1），用于绿色装置及4.8％的EQE（在1mA厘米^-2与相应的CE和14.8 CD A的PE ^-1和8.2流明w ^ ^-1）为天蓝色器件。据我们所知，这项工作是掺入二氢茚并[2,1- b]的第二个例子。蓝色PhOLED中基于]芴的半导体，并突出了该片段在有机电子产品中的潜力。