本論文主要以合成新穎聚芳香醚高分子並應用於藍光有機發光二極體為研究，我們利用有機發光二極體中常見的主、客摻雜系統，選用主體材料為咔唑(Carbazole)的二氟及二醇衍生物，客體材料為蒽(Anthracene)的二氟衍生物。一般而言，Carbazole衍生物因為其為一很好的磷光材料且有很大的三重激發態能量，常見許多文獻以此為主體材料，而Anthracene衍生物為一常見的藍光材料，由於主體材料Carbazole衍生物的放光光譜與客體材料Anthracene衍生物的吸收光譜有很大的重疊區域，主體利用Förster energy transfer方式轉移能量至客體，因此具有良好的發光效率。從分子設計的角度下，本研究利用C-F鍵及Carbazole增加高分子鏈之立體障礙性及藉由氟化改變化合物的最高占用分子軌域-最低未占用分子軌域(HOMO-LUMO)能階位。
將Anthracene的二氟衍生物及Carbazole之二氟及二醇衍生物三種單體依不同比例，經由親核性聚縮合反應合成出新穎藍光高分子。其中以摻雜比例25%的高分子P1性質最佳，熱裂解溫度(Td)達477℃、玻璃轉移溫度(Tg)為255℃，而過去本實驗時曾經以摻雜比例50%的高分子BH達到非常優越的效率、亮度和CIE座標，本研究的高分子P1在相近厚度下的固態薄膜放光光譜相對強度比高分子BH高了3~4倍，峰值在447nm，這結果指出了此高分子在摻雜比例25%下將會有最佳的效率。

In this research, a series of novel poly-aromatic ether polymer are synthized and applied in blue organic light-emitting diodes . We use organic light-emitting diodes in host and guest doping system, the choice of the host material is Carbazole of difluoro and glycol derivatives and guest material is Anthracene difluoro derivatives. Generally, because Carbazole derivatives is a very good phosphorescent materials and a very large triplet excitation energy, manny paper use the materias as a host material, and Anthracene derivative is a common blue material, due to the Carbazole materials of PL spectra and the Anthracene of absorption spectra are a great overlap, the host materials use Förster energy transfer transfer the energy to the guest materials, so it has good luminous efficiency. From the perspective of molecular design, this study using the C-F bond and Carbazole increased steric hindrance of the polymer chain and changed by fluorinated compounds of the highest occupied molecular orbital - lowest unoccupied molecular orbital (HOMO-LUMO) energy level position .
We use different ratio of the Anthracene derivatives and two Carbazole derivatives to synthesize a serias novel blue polymers. Wherein the doping ratio of 25% in the polymer P1 best nature the pyrolysis temperature (Td) of 477 ℃, the glass transition temperature (Tg) of 255 ℃, and in the past, the experiment was 50% of the polymer doping ratio BH achieve very superior efficiency, brightness and CIE coordinates. When the polymer P1 of the solid film thickness and the polymer BH of the solid film thickness are close, the relative intensity PL spectra of polymer P1 is higher 3 to 4 times than the polymer BH and the PL spectra of polymer P1 is at 447nm, these results indicate that this a polymer in a doping ratio of 25% will have the best efficiency.

摘要 i
Abstract ii
目錄 iv
圖目錄 vii
表目錄 ix
第一章 序論 1
1.1前言 1
1.2有機發光二極體發展歷史 2
1.3有機發光二極體原理 6
1.4能量轉移機制 8
1.4.1 輻射能量轉移 8
1.4.2 非輻射能量轉移 8
1.5量子效率 10
1.6有機發光二極體OLED和PLED的比較 11
1.6.1 設備、製程方面 11
1.6.2 材料、元件方面 11
1.7文獻回顧 12
1.8研究動機 16
第二章 實驗儀器介紹與原理 17
2.1熱分析儀器 17
2.1.1 熱重分析儀(Thermogravimetric analyzer，TGA) 17
2.1.2 熱示差掃描卡量計(Differential scanning calorimetry，DSC) 18
2.2光學分析儀器 20
2.2.1 紫外與可見光光譜儀(UV-VIS SPECTROMETER，UV-Vis) 20
2.2.2 螢光光譜儀(Fluorescence spectrometer，PL) 21
2.3材料鑑定分析儀器 22
2.3.1 凝膠滲透層析儀(GPC) 22
2.3.2 核磁共振光譜儀(nuclear magnetic resonance，NMR) 23
2.3.3 傅利葉轉換式質譜儀(Fourier-transfer mass spectrometry，FT-MS spectrometry) 24
2.4薄膜厚度量測儀器 25
2.5電化學分析儀器 26
第三章 實驗 27
3.1 實驗流程 27
3.1.1 Anthracene衍生物材料製備流程 27
3.1.2 Carbazole衍生物材料製備流程 28
3.2 Anthracene衍生物合成 29
(B1) 9,10-bis(4-fluoro-3-(trifluoromethyl)phenyl)anthracene 29
3.3 Carbazole衍生物合成 31
(1) 3,6-dibromo-9H-carbazole 31
(2-1) 3,6-bis(4-fluoro-3-(trifluoromethyl)phenyl)-9H-carbazole 33
(B2) 9-(2-ethylhexyl)-3,6-bis(4-fluoro-3-(trifluoromethyl)phenyl)-9H-carbazole 35
(3-1) 3,6-bis(4-methoxyphenyl)-9H-carbazole 37
(3-2) 9-(2-ethylhexyl)-3,6-bis(4-methoxyphenyl)-9H-carbazole 39
(B3) 4,4'-(9-(2-ethylhexyl)-9H-carbazole-3,6-diyl)diphenol 41
3.4藍光高分子合成 43
第四章 結果與討論 48
4.1高分子之合成 49
4.2熱穩定性分析 51
4.2.1 TGA 51
4.2.2 DSC 54
4.3光學分析 57
4.4電化學分析 62
第五章 結論 65
參考文獻 66
附錄 70

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