新型螺旋羰酮結構應用在光電元件之研究

Application of Novel Spiro[fluorene-9,9'-phenanthren]-10'-one in Photoelectric Device

林昱諠(Yu Hsuan Lin) ； 黃鈺淇(Yu Qi Huang) ； 姚子頌(Tsz Chung Yiu) ； 陳羿君(Yih-Chun Chen) ； 邱昱霖(Yu-Lin Chiu) ； 黃叡瑜(Rui-Yu Huang) ； 李馨(Hsin Li) ； 張易閔(Yi-Min Chang) ； 張源杰(Yuan Jay Chang)

《化學》 80卷4期 (2022/09) Pp. 381-395

https://doi.org/10.6623/chem.202209_80(4).007

摘要

本實驗室近年來發展新型含羰酮螺旋狀分子（spiro[fluorene-9,9'-phenanthren]-10'-one），螺旋羰酮結構由於合成步驟簡單，成本低廉，能夠大量生產，以及良好熱穩定性等優點。利用分子設計合成含羰酮螺旋狀分子衍生物，分別應用在（1）鈣鈦礦太陽能電池；（2）染料敏化太陽能電池；（3）有機發光二極體。我們展示三個系列電洞傳輸材料Yih-系列，MS-系列，與YLC-系列應用在鈣鈦礦電池的電洞傳輸材料以及介面修飾材料，在正式（n-i-p）或是反式（p-i-n）元件都可達到16～21%的光電轉效率。因羰酮螺旋狀分子體積龐大的特性，引入到光敏劑材料中，使得光敏劑呈現最佳分子間的排列，不會造成分子間堆疊，而且分子不易傾倒在二氧化鈦表面上。將RY-3與N719組裝共混摻元件在AM1.5與弱光燈源TL84，都呈現不錯的效率，分別效率為8.55%與26%。進一步將電子能階契合的MS-系列作為有機發光二極體中的主體材料，分別應用在綠光、紅光以及黃光發光材料中，尤其MS-OC作為主體材料具有最好的三種OLED元件的效率。元件B中的黃光和綠光發光團中分別可以獲得27.1%（80.0 cd A^(-1)和113.0 lm W^(-1)）和22.3%（78.2 cd A^(-1)和111.1 lm W^(-1)），分別最大亮度142464 cd m^(-2)（10.4 V）以及106900 cd m^(-2)（9.6 V）。值得一提的是，與目前以PO-01黃光發光材料所發表最好的元件效率25.3%（77.2 cd A^(-1)和59.8 lm W^(-1)）相比，我們的系統取得了非常好的突破。

關鍵字

螺旋狀分子 ； 染料敏化太陽能電池 ； 鈣鈦礦太陽能電池 ； 有機發光二極體

並列摘要

In recent years, our group has been committed to the development of a new type of spiro molecule, which contains spiro[fluorene-9,9'-phenanthren]-10'-one moiety, because it has the advantages of simple synthesis, low mass production cost, good thermal stability, etc. We demonstrated several derivatives containing spiro[fluorene-9,9'-phenanthren]-10'-one as core moiety and were applied in (1) perovskite solar cells; (2) dye-sensitized solar cells; (3) organic light-emitting diodes. Three type of hole transporting materials, namely Yih, MS, and YLC series, were applied in perovskite solar cells, reaching photoelectric conversion efficiencies of 16~21%. Since spiro[fluorene-9,9'-phenanthren]-10'-one moiety is bulky in size, we introduced this moiety into the photosensitizer molecule RY series. The RY-3 photosensitizer has the best intermolecular arrangement and used in co-sensitization with N719 under AM1.5 and TL84 radiation, reaching PCEs of 8.55% and 26%, respectively. The MS series shows good match in energy level for host material of organic light-emitting diode, which is suitable for green, red and yellow light-emitting materials. It is worth mentioning that host material MS-OC has the best efficiency among the fabricated OLED devices. EQE of 27.1% (80.0 cd A^(-1) and 113.0 lm W^(-1)) and 22.3% (78.2 cd A^(-1) and 111.1 lm W^(-1)) could be obtained in the yellow and green OLED devices respectively, which is a good breakthrough compared to the typical yellow emitter of 25.3% (77.2 cd A^(-1) and 59.8 lm W^(-1)).

並列關鍵字

Spiro-based molecule ； Spiro[fluorene-9,9'-phenanthren]-10'-one ； Dye-sensitized solar cells ； Perovskite solar cells ； Organic light-emitting diodes