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| 題名: | 共晶化合物的篩選、製備、鑑定、分子辨認及應用：;胞嘧啶和二羧酸的研究 Screening, Manufacturing, Characterization, Molecular Recognition and Applications of Co-crystals: Cytosine with Dicarboxylic Acids |
| 作者: | 汪璞芸;Pu-Yun Wang |
| 貢獻者: | 化學工程與材料工程研究所 |
| 關鍵詞: | 胞嘧啶;分子辨認;光致螢光;共晶化合物;co-crystal;cytosine;molecular recognition;photoluminescence |
| 日期: | 2010-06-23 |
| 上傳時間: | 2010-12-08 13:35:20 (UTC+8) |
| 出版者: | 國立中央大學 |
| 摘要: | 晶體材料從固體中分子的排列，及改變分子之間位置和/或相互作用，其通常對一特定固體的特性有直接影響，藉以獲得基本的物理特性。該晶體形式的多樣性驅動獨特的物化性質。固體形式的發現和設計取決於感興趣分子的性質和其在發展上面臨各種物性的挑戰。 結晶工程已發展出以自組裝現有分子的方式產生廣泛的新型固體形式，而不需破壞或形成共價鍵。此結構特徵可以被視為經由特定的相互作用進行一系列分子辨認的結果。以共晶化合物來量身訂作材料特性，已激發許多研究人員在結晶工程領域的興趣。 儘管有大量關於共晶化合物的文獻，但大部分仍主要集中在活性藥物成分的探討。本論文的目的是採用目前發展在活性藥物成分上的優勢，來創造奇特的超分子結構，並調控一方便的、有系統的、有效率的，及貼近量產條件的方法來篩選，製造和鑑定共晶化合物。胞嘧啶(cytosine)已被選定為這項研究中作為共晶化合物的主成分，和一系列增加脂肪鏈長度的二羧酸(dicarboxylic acids)，HOOC(CH2)nCOOH (n= 0 至 2)被選定為共晶化合物的共同組成者。選擇溶劑微量研磨法(solvent-drop grinding)為共晶化合物的篩選方法，而採用溶液結晶法(solution crystallization)製備共晶化合物。我們製造的共晶化合物中胞嘧啶間的分子辨認和超分子異模塊(supramolecular heterosynthons)可能被用於研究胞嘧啶特有的分子印記和DNA蛋白質結合的理論設置。實驗室常見的分析工具，如PXRD，DSC，TGA，IR，OM，EA和SXD被用來了解超分子結構，並確認共晶化合物的品質。結果共產生4:1胞嘧啶－草酸二水合物、2:1胞嘧啶－丙二酸，和2:1胞嘧啶－琥珀酸的共晶化合物。之前，大多數研究共晶化合物的物理和化學性質主要來自製藥業，因此沒有提到共晶化合物關於光學性質的文獻。因此，我們希望製作共晶化合物用於光學元件上，其中具有光電特性的共晶化合物之光致發光強度，可以透過改變各種共晶化合物的共同組成者來調整，如果經由控制與優化，將可廣泛用於有機發光二極管(OLED)，甚至生物發光二極管(BioLED)的製程上。 The crystalline materials obtain their fundamental physical properties from the molecular arrangement within the solids, and altering the placement and/or interactions between these molecules can usually have a direct impact on the properties of a particular solid. The crystal form diversity drive unique physicochemical properties. Solid form discovery and design depends on the nature of the molecule of interest and the type of physical property challenges faced in its development. Crystal engineering has evolved in such a manner that it invokes self-assembly of existing molecules to generate a wide range of new solid forms without the need to break or form covalent bonds. The structural features can be regarded as the result of a series of molecular recognition events via specific interactions. Co-crystals have excited the interest of many researchers in the crystal engineering field as a way to tailor-make material properties. Despite of a large number of literatures about co-crystals, most paper focused mainly on active pharmaceutical ingredients (APIs). The aim of this thesis is to take the full advantage of those current advancements in APIs to creat exotic supramolecular architectures and to concoct a convenient, systematic, efficient, and close-to-scale-up-conditions method for screening, manufacturing, and characterization of co-crystal. Cytosine has been chosen for this study mainly as a co-crystal component with a series of dicarboxylic acids of increasing aliphatic chain length, HOOC(CH2)nCOOH (n= 0 to 2) were selected as co-crystal co-formers. The solvent-drop grinding method was selected to be the co-crystal screening method and solution crystallization was used for co-crystal manufacturing. The molecular recognition among cytosines and the supramolecular heterosynthons of our fabricated co-crystals might be used for the investigation of theoretical sites of cytosine specific to molecular imprint and DNA-binding proteins. Common laboratory analytical tools such as PXRD, DSC, TGA, FT-IR, OM, EA, and SXD were used to understand the supramolecular architectures and to ensure the quality of co-crystals. 4:1 co-crystal of cytosine-oxalic acid dihydrate, 2:1 co-crystal of cytosine-malonic acid, and 2:1 co-crystal of cytosine-succinic acid were manufactured. Formerly, most of those who study the physical and chemical properties of the co-crystal compound were from the pharmaceutical industry, and thus there was no literature mentioning the optical properties of co-crystals. Therefore, we hope to fabricate co-crystal compounds for optical devices in which the photoluminescence (PL) intensity of the co-crystal compounds having optoelectronic properties could be tuned by varying the kinds of co-crystal co-formers. It could widely be applied in the manufacturing process of organic light-emitting diodes (OLED), or even biologic light-emitting diodes (BioLED). |
| 顯示於類別: | [化學工程與材料工程研究所] 博碩士論文
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