本實驗研究設計是將具噻吩基 (Thienyl) 作為共軛側鏈之benzo[1,2-b:4,5-b']dithiophene (BDT) 為推電子單元 (electron donating group) 分別與thieno[3,4-c]pyrroledione (TPD)、dithieno[3',2':3,4;2'',3'':5,6]benzo[1,2-c][1,2,5]thiadiazole (DTBT)、benzo[c]-1,2,5- thiadiazole (BT) 及benzo[c]cinnoline (BC) 四種拉電子單元 (electron-withdrawing group)，以Stille polycondensation進行共聚，合成一系列新穎二維共軛高分子，NAP01、NAP03、NAP04、NAP05，比較缺電子單元的差異，並對其光學、電化學及結晶性質作分析與討論。接著又將噻吩共軛結構導入NAP01及NAP05主鏈中做為隔離物 (space group)，合成了NAP02及NAP06，比較導入噻吩共軛結構對其各項性質之影響。

This study focused on developing novel low-bandgap organic materials by the Stille polycondensation of an electron-rich monomer, benzo[1,2-b:4,5-b']dithiophene (BDT), with an electron-deficient monomer, thieno[3,4-c]pyrroledione (TPD), benzo[c]-1,2,5-thiadiazole (BT), dithieno[3',2':3,4;2'',3'':5,6]benzo[1,2-c][1,2,5]thiadiazole (DTBT) or benzo[c]cinnoline (BC), with or without two thiophene rings as a conjugated spacer in the backbone, producing six conjugated polymers, namely NAP01~06, in which two 2,3-didecylthiophene moieties were bonded to the BDT unit to increase their solubility as well as molecular weight. Both intermediates and final products were structurally characterized by NMR spectroscopy (1H NMR, 13C NMR) and mass spectrometry. Gel permeation chromatography (GPC), X-ray diffraction (XRD) and ultraviolet–visible spectrometer (UV/Vis) were applied to determine these polymers’ molecular weight characteristics, crystallinity and optical properties, respectively. Moreover, their electronic properties were then investigated by cyclic voltammetry (CV) and photoelectron spectroscopy in air (PESA).

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