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  • 學位論文

末端炔類有機盤狀分子之合成與經由點擊化學應用於電極表面修飾

Synthesis of Alkyne-Terminated Discotic Materials and their Applications on Surface-Modification by way of Click Chemistry

指導教授 : 汪根欉

摘要


近年來,電荷傳輸材料已被廣泛地應用在有機的電子及光電元件上,以奈米尺寸發展此種具有分子自組裝(self-assembled monolayers, SAMs)能力之薄膜基版更是微型化元件的關鍵。回顧相關技術之應用顯示出盤狀液晶分子例如hexa-peri-hexabenzocoronenes (HBCs)是一極為有趣之材料,其中心芳香環部份具有較大的共軛面積,除了可自組裝堆疊成管柱結構之外,管柱一維方向擁有相當高的電荷遷移率。因此,我們設計出末端帶有乙炔官能基之HBC分子,希望在預先處理並帶有疊氮(-N3)官能基的基板表面上進行click-chemistry (速配組合式化學、點擊化學),利用共價鍵之形式將HBC分子鑲嵌於基板表面,除了藉此製作出分子自組裝單層薄膜之外,利用分子設計進一步控制其排列方式為edge-on (homogeneous)或是face-on (homeotropic)。

並列摘要


Charge-transport materials have been utilized substantially in organic/flexible electronics and optoelectronics in recent years. A focus for miniaturization of electronic device is to develop electroactive self-assembled monolayer (SAM) templates on the active electrode surface. Reviewing these technical applications reveals that discotic liquid crystalline (DLC) materials such as hexa-peri-hexabenzocoronenes (HBCs) are interesting materials due to their unique self-organization behavior into columnar superstructure and large aromatic core permits one of the highest values for intrinsic charge carrier mobility for mesogenes. Therefore, the pre-fabricated functional surface containing azide groups can be covalently anchored through click-chemistry by newly designed acetylene-appended HBCs. These HBC derivatives not only possess the potential in the formation of SAM, but their alignment modes of edge-on (homogeneous) or face-on (homeotropic) could be controlled by tailor-made molecular design.

參考文獻


11.Warman, J. M.; Craats, V. D.; Mol, A. M. Cryst. Liq. Cryst. 2003, 396
13.Scholl, R.; Seer, C.; Weitzenböck, R. Chem. Ber. 1910, 43,2202
15.Stabel, A.; Herwig, P.; Müllen, K.;Rabe, J. P. Angew. Chem. Int. Ed. Engl. 1995, 34, 1609
16.Iyer, V. S.; Wehmeier, M.; Brand, J. D.; Keegstra, M. A.; Müllen, K. Angew. Chem. Int. Ed. Engl. 1997, 36, 1604
17.Müller, M.; Iyer, V. S.; Kübel, C.; Enkelmann, V.; Müllen, K. Angew. Chem. Int. Ed. Engl. 1997, 36, 1607

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