臺灣博碩士論文加值系統

開發新穎兼具優異性能及鈍感特性的高能物質（High Energy Materials, HEMs），近年來已成為新的軍事運用發展趨勢。1,2,4-丁三醇三硝酸酯（1,2,4-butanetriol trinitrate, BTTN）因顯現優於硝化甘油（Nitroglycerine, NG）的重要潛質，逐漸被選用為高能推進劑的增塑劑（Plasticizer）成分。然而，受限於BTTN前驅物1,2,4-丁三醇（1,2,4-butanetriol, BT）原料獲得不易，吸引許多研究者投入以生物技術法合成BT。本研究將以理論模擬及實驗的方法，探討化合物1,2,4-丁三醇的化學合成。研究的進行，將採經評估可行而建立之二系列製備方法，分為：（1）羥醛縮合製備法；（2）3-丁烯-1,2-二醇的環氧化製備法。旨在研提改良式的化學合成方法，以獲取高產率的目標產物。

The quest for novel high energy maerials（HEMs）with highest performance and
low sensitivity has led to the newly development of powerful explosives in military application. 1,2,4-butanetriol trinitrat（BTTN）, with superior latent trait to NG, is emerging as a potential candidate for its use as plasticizer ingredient in insensitive high energetic propellant. However, limited by the difficuly to obtain BTTN precursor 1,2,4-butanetriol（BT）, it has attracted many researchers to get into BT synthesis using biological techniques. This research will apply both theoretical simulation and experimental methods to discuss the chemical synthesis of BT. Two series of synthesis methods are proposed as：（1）The BT preparation via aldol condensation reaction.（2）The epoxidation of 3-butene-1,2-diol.The aim of this work is to explore improved synthesis methods for obtaining high yield of the target BT product.

誌謝 ............................................................................................................................... ii
摘要 .............................................................................................................................. iii
ABSTRACT ................................................................................................................. iv
目錄 ................................................................................................................................ v
表目錄 ......................................................................................................................... vii
圖目錄 ........................................................................................................................ viii
1. 緒論 ........................................................................................................................ 1
1.1 研究動機 ............................................................................................................ 1
1.2 研究目的 ............................................................................................................ 2
1.3 研究背景 ............................................................................................................ 3
1.4 研究架構 ............................................................................................................ 7
2. 研究方法 ................................................................................................................ 8
2.1 分子系統優選及能量計算 ................................................................................ 8
2.2 反應機構建立與過渡態物種模擬 .................................................................... 8
2.3 液相溶液模擬與能量 ...................................................................................... 10
2.4 熱力學帄衡常數與動力學參數之獲得 .......................................................... 11
3. 結果與討論 .......................................................................................................... 12
3.1 計算方法的可靠性 .......................................................................................... 12
3.2 反應合成的比較分析 ...................................................................................... 20
3.3 溫度與試液濃度對反應的影響 ...................................................................... 27
3.4 產率的提升 ...................................................................................................... 31
4. 結論 ..................................................................................................................... 37
參考文獻 .................................................................................................................. 39
附錄 .......................................................................................................................... 44
自傳 .......................................................................................................................... 50

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