經由溶液製程將五環素（1）塗佈於有機薄膜場效電晶體是本研究主要開發之目標，研究中利用新的Diels-Alder反應試劑（10）與所需的鈀觸媒（9）成功地合成出新型的五環素前驅物B（11），以克服五環素高轉換溫度之問題。此前驅物（11）已有NMR與MS之鑑定、其對常用溶劑之溶解度的探討（10 mg/mL CDCl3）、其轉換回五環素之DSC、IR、TGA與UV，以及其定量與定性之動力學研究（活化能Ea = 108.44 kJ/mol）。在固相狀態，此前驅物（11）於無酸催化條件下，轉回五環素之溫度約160 ℃，相較於文獻上的五環素前驅物A（6），此一新開發之材料（11）具有較低的轉換溫度。在溶液（CDCl3）狀態，於室溫此前驅物（11）轉回五環素之半生期為14分鐘。未來將進行其元件電性之測試以評估其在溶液製程上之應用，進而找出最佳的有機薄膜電晶體條件。 Via the Diels-Alder reaction to overcome the low pentacene solubility problem in the organic thin film field-effect transistors (OTFTs) is our goal. Pentacene precursor B (11) had been successfully synthesized from the reaction of N-sulfinyl-methanesulfonamide (10) and pentacene (1) catalyzed by [Pd(dppp)(PhCN)2](BF4)2 (9), which has been charactered spectroscopically by DSC, IR, MS, NMR, TGA, and UV. The kinetic study of pentacene precursor B (11) has been investigated (activation energy, Ea = 108.44 kJ/mol). In solid state, lower conversion temperature (166 ℃, no acid catalyst) of pentacene precursor B (11) was found. In the solution state (CDCl3 or acetone-d6), the lowest conversion temperature (room temperature) of pentacene precursor B (11) was obtained (lifetime is 14 minute in CDCl3). The performance of pentacene precursor B (11) in the OTFT by the solution process will be examined later.
