本研究的目的，是嘗試把在2及2’位置含三氟甲基的扭曲式聯苯結構，導入π-共軛型高分子的主鏈上，這些扭曲式聯苯結構，已被證明在提昇聚醯亞胺的溶解度有極佳的效果並且仍能保有高耐熱性。而在提昇π-共軛高分子的溶解度上，這是一個新的方法。首先三種新的化合物2,2’-Bis(trifluoromethyl)-4,4’-biphenyldicarbaldehyde (10)、2,2’-Bis(trifluoromethyl)-4,4’-bis(chloromethyl)biphenyl (12)及2,2’-Bis(trifluoromethyl)-4,4’-bis(methylenediethyl phosphate)biphenyl (13)，已被成功的製備及表徵。新型含2及2’位置三氟甲基的聯苯結構的poly(p-biphenylenevinylene)s (PBPVs)，利用上述三種化合物，分別以Gilch反應、Horner-Emmons反應加以製備。所得到的含扭曲式聯苯的π-共軛高分子(19)，其分子量(Mn)範圍為7200∼13500之間(DMAc為溶劑，聚苯乙烯為參考標準，於GPC量測)，固有黏度為1.07 dL/g (0.5g溶於100ml NMP)。這些高分子可溶於一般的有機溶劑，諸如NMP、DMAc及DMF，由於溶解度的提昇，並不像許多共軛高分子，是由長脂肪醚側鏈來達成，更顯可貴。示差掃描熱量分析儀顯示此高分子玻璃轉移溫度(Tg)為204℃，5%熱重損失溫度為512℃，維持良好的熱安定性。經由Uv-vis 吸收光譜顯示，此高分子在NMP溶液中之最大吸收波長在321∼341nm之間。經由UV起始吸收波長(λonset)所得之能隙(Eg)範圍在3.27∼3.41 eV之間。光激發螢光光譜分析(PL)顯示，在NMP溶液中，可發出波長為400nm之藍光。

The objective of this study is to introduce twisted biphenyl structure containing trifluoromethyl groups at 2 and 2’ positions into the main chain of the π-conjugated polymer. The incorporation twisted biphenyl structure has been proven to enhance the solubility of polyimides effectively. To our knowledge, this is the first attempt to improve the poor solubility of π-conjugated polymers by this method. The novel π-conjugated polymers in this study were synthesized by using three new compounds, 2,2’-Bis(trifluoromethyl)-4,4’-biphenyldicarbaldehyde(10) 、2,2’-Bis(trifluoromethyl)-4,4’-bis(chloromethyl)biphenyl(12) and 2,2’-Bis(trifluoromethyl)-4,4’-bis(methylenediethyl phosphate)biphenyl(13) , through Gilch and Horner-Emmons reactions. The formed polymers have relatively high molecular weights in the range of 7200 to 13500 (measured by GPC in DMAc and calibrated by polystyrene standards) and inherent viscosity 1.07 (determined in NMP, 0.5 g / dL at 30 ℃). These polymers exhibit excellent solubility in common organic solvents such as NMP、DMAc and DMF. This is particularity unique since the enhanced solubility is not achieved by the introduce of long , branched aliphatic ether side groups, which are widely used to improve the solubility of π-conjugated polymers. The formed polymers shows the glass transition at 204 ℃(by DSC ) , and the 5% decomposition temperature at 512 ℃. From Uv-visible spectrometric analysis, the maximum absorptions occur at the wavelength λmax between 321 and 341nm. The energy gap (Eg) calculated by the onset wavelength (λonset ) ranges from 3.27 to 3.41eV. From photoluminesce spectrum, the formed polymer shows maximum emission at wavelength 400nm, in NMP solution when excited by 345nm light.

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