本篇論文旨在合成以菲烴、苯并二噻吩及芘烴為主體結構的有機分子，利用取代基修飾主體結構，使分子具有p型有機半導體的性質，並將這類分子應用於有機場效電晶體上，探討其半導體效能。
利用鈀金屬催化交叉耦合的方式，在菲烴溴化物及芘烴硼化物進行反應，將不同取代基與菲烴主體結構聯結，取得目標產物。苯并二噻吩的製備則是使用Sonogashira耦合，將末端炔衍生物與二氯二碘苯鍵結，取得雙炔苯中間體，再進一步進行環化取得苯并二噻吩衍生物。由於此類型有機分子的分子間作用力相當大，導致其溶解度極差，因此我們於最終產物上修飾側鏈以解決溶解度上的問題，便於產物的純化。
根據本實驗室先前發表的合成方法，利用鈀催化的方式快速合成苯并[k] 艹伊，並於目標產物修飾不同取代基。苯并[k] 艹伊分子具有很強的螢光發光性質，我們將其製作成有機發光二極體元件，並探討其元件的發光效能。
最後，我們探討了萘環上雙炔所發生的分子內環化現象，包含烷基轉移、烷基斷裂及雙炔苊的環化現象，並成功取得環化產物的單晶結構，證實結構正確。

Phenanthrene, Benzodithiophene and Pyrene derivatives as p-channel semiconducting materials were modified by introducing phenyl, alkylphenyl, thienyl and alkylthienyl group into the central core moieties. On examination of organic thin-film transistors fabricated using these modified compounds, the octyl-substituted BDT derivative were found to act as p-channel semiconductor with high hole mobility of 0.31 cm2/Vs.
We investigated systematically benzo[k]fluoranthene based linear acenes as emitting molecular in organic light emitting diodes. In solid state, there were quite high photoluminescence quantum yield of these molecular when it was dispersed in CBP host molecular.
Finally, we investigated unusually cyclization of 1,8-Diethynylnaphtha-
lene derivatives included alkyl cleavage, silver-catalyzed alkyl shift and Nickel-catalyzed cyclization of diyne 18c, we have get X-Ray data of these cycliztion product and comfirm the structure.

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