咔唑化合物、其製造方法及作為發光材料的用途、以及有機發光二極體元件

專利類型

發明

專利國別 (專利申請國家)

中華民國

專利申請案號

108111347

專利證號

I 755589

專利獲證名稱

咔唑化合物、其製造方法及作為發光材料的用途、以及有機發光二極體元件

專利所屬機關 (申請機關)

元智大學

獲證日期

2022/02/21

技術說明

本研究利用咔唑 ( carbazole ) 及三咔唑 ( tricarbazole ) 修飾在苯并咪唑環化之菲啶化合物 ( benzimidazo<1,2-f>phenanthridine )，合成兩個雙偶極 (bipolar) 化合物。其中，咔唑及三咔唑連接在苯并咪唑環化之菲啶化合物的十號碳上。根據先前的研究，咔唑及三咔唑具有良好的電洞傳輸特性，而苯并咪唑 ( benzimidazole ) 是好的電子傳輸基團。在分子設機動機上，為了更加提升材料之電子傳輸特性及熱性質，我們將苯并咪唑改為苯并咪唑環化之菲啶化合物，以合成此兩化合物。 為了維持分子的高三重態能階，我們利用碳ｰ氮鍵連接使電子雲達到正交分布效果。此外，我們也針對化合物之熱性質、光物理性質、電化學性質進行討論，結果顯示此兩化合物均具有高玻璃轉換溫度和良好的三重態能階。並透過X-Ray單晶繞射進行晶體結構排列之研究與探討。 4-cbzCBIZ化合物作為主發光體材料，摻混FIrpic應用於藍色磷光有機發光二極體元件。而4-tcbzCBIZ化合物藉由溶液旋轉塗布的方式應用於藍色磷光有機發光二極體元件。 In this research, two bipolar compounds based on carbazole or tricarbazole substituted benzimidazo<1,2-f>phenanthridine have been synthesized in which the carbazole as well as tricarbazole are C10-linked to the benzimidazo<1,2-f>phenanthridine unit. According to previous reports, carbazole and tricarbazole are renowned hole-transporting moieties, and benzimidazo is a good electron transporting materials. However, looking forward to enhance electron mobility and to secure higher thermal properties, we transform benzimidazo unit to benzimidazo<1,2-f>phenanthridine unit in our molecule design. In order to synthesize molecules with high triplet state, units are expected to be orthogonally linked with each other to twist its conformation. In addition, the thermal properties, photophysical properties and electrochemical properties have been carefully evaluated, and the results show that both compounds possess not only a high glass transition temperature but also a high triplet energy state. The crystal arrangement is also studied through X-Ray single crystal diffraction. The 4-cbzCBIZ compound have been used as the host materials for FIrpic-doped blue PhOLED devices, while the 4-tcbzCBIZ compound have been used for PhOLED devices by using solution spin-coating process.

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