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姓名 賴志峰(Zhi-Feng Lai) 查詢紙本館藏 畢業系所 化學學系 論文名稱 利用固相合成方法開發新型紫外線吸收劑 (UV-absorbers)
(Using Solid-Phase Synthesis to develop Novel UV-absorbers )相關論文 檔案 [Endnote RIS 格式] [Bibtex 格式] [相關文章] [文章引用] [完整記錄] [館藏目錄] 至系統瀏覽論文 ( 永不開放) 摘要(中) 固相合成的方法最早由R. B. Mrrifile所開創,並因此而獲得諾貝爾獎,近幾年來,由於固相合成方法的快速發展與電腦自動化操作的卓越進步,已使得固相合成方法不僅在醫學領域上引起熱烈的迴響,儼然已成為新藥研發過程中不可或缺的工具,然而在工業界的應用上,由於它的可自動化操作優點,更是開發新型材料的利器。
本篇論文是利用固相合成方法來合成2,4-diphenyl quinazoline系列的衍生物,而此系列分子的物理性質與紫外線吸收劑分子所需之條件相同,故可被應用為一種新型的紫外線吸收劑分子,並將此固相合成方法的合成策略應用於開發此新型紫外線吸收劑分子上,以期望能藉由固相合成方法來開發出具有性質較佳的紫外線吸收劑分子。摘要(英) Solid phase chemistry is itself a gem with the laureate of Nobel Prize. Now due to the easy accessibility of solid-phase organic synthesis, combinatorial chemistry has revolutionized the world of medicinal chemistry and has now become a must in the field of drug discovery. With the automated implements, it would serve as an even more powerful tool for the discovery of new materials possible for all kinds of applications in the industrial world.
In this thesis, combinatorial solid-phase synthesis was applied to develop new materials that are potential UV-absorbers. Based on the 2nd generation hydroxybenzotriazoles and also the 3rd generation hydroxyphenyltriazenes, new molecules were designed and were synthesized on solid supports. Small library of new UV-absorbers were constructed by solid-phase synthesis using a simple, straightforward and successful synthetic schemes in an economic way with respect to time and cost. Characterization of this library has led to lead compounds showing great absorbance (ε=28000) at 327nm which was suitable for stabilizing plastics such as polyacetals, thermoplastic polyesters, unsaturated polyesters and also poly (vinylchloride-co-vinyl acetate). This new series of UV-absorbers is complementary to those stabilizers which are suitable for shorter wavelength application.關鍵字(中) ★ 固相合成
★ 紫外線吸收劑關鍵字(英) ★ uv
★ uv-absorber
★ solid phase synthesis論文目次 謝誌 I
中文摘要 II
英文摘要 III
目錄 IV
圖目錄 VI
表目錄 VIII
一、導論: 2
1-1 固相合成的基本概念: 2
1-1-1 固相載體的基本概念: 4
1-1-2 鍵鏈劑的基本概念: 5
1-2 研究設計紫外光吸收劑的基本概念: 8
1-2-1 紫外線分解分子鍵之機制: 9
1-2-2 抗紫外線破壞的方法: 10
1-2-3 紫外線吸收劑的作用: 12
1-2-4 紫外線吸收劑的分類: 14
二、結果與討論: 17
2-1 新型紫外線吸收劑的設計概念: 17
2-1-1 新型紫外線吸收劑的合成策略: 18
2-1-2 新型紫外線吸收劑的合成問題與解決方針: 21
2-1-3 新型紫外線吸收劑分子的最終合成反應流程圖: 27
2-2 新型紫外線吸收劑的固相合成設計概念: 28
2-2-1 新型紫外線吸收劑的固相合成問題與解決方針: 29
2-2-2 新型紫外線吸收劑的固相合成最終流程圖: 31
三、結論與未來展望: 32
3-1 結論: 32
3-2 未來展望: 32
四、實驗流程與光譜數據: 33
4-1 實驗儀器與藥品簡介: 33
4-1-1 實驗儀器簡介: 33
4-1-2 實驗藥品簡介: 34
4-1-3 實驗用顯色劑之配置: 35
4-2 反應流程與光譜數據: 37
4-2-1 傳統溶液相反應的實驗步驟: 37
4-2-2 固相合成反應的實驗步驟: 54
4-2-3 光譜資料數據: 57
五、參考文獻: 59參考文獻 (1) Merrifield, R. B. J. Am. Chem. Soc. 1963, 85, 2149-2154.
(2) Mannhold, R.; Cruciani, G.; Weber, H.; Lemoine, H.; Derix, A.; Weichel, C.; Clementi, M. J . Med. Chem. 1999, 42, 981-991.
(3) Negash, K.; Nichols, D. E.; Watts, V. J.; Mailman, R. B. J . Med. Chem. 1997, 40, 2140-2147.
(4) Liu, G.; Link, J. T.; Pei, Z.; Reilly, E. B.; Leitza, S.; Nguyen, B.; Marsh, K. C.; Okasinski, G. F.; Geldern, T. W. v.; Ormes, M.; Fowler, K.; Gallatin, M. J . Med. Chem. 2000, 43, 4025-4040.
(5) Ashton, M. J.; Cook, D. C.; Fenton, G.; Karlsson, J.-A.; Palfreyman, M. N.; Raeburn, D.; Ratcliffe, A. J.; Souness, J. E.; Thurairatnam, S.; Vicker, N. J . Med. Chem. 1994, 37, 1696-1703.
(6) Yang, X.; Su, W.; Liu, D.; Wang, H.; Shen, J.; Da, C.; Wanga, R.; Chanb, A. S. C. Tetrahedron 2000, 56, 3511-3516.
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(8) Bergman, J.; Brynolf, A.; Elman, B. Heterocycles 1983, 20, 2141-2144.
(9) Bergman, J.; Brynolf, A.; Elman, B.; Vuorinen, E. Tetrahedron 1986, 42, 3697-3706.
(10) Wiklund, P.; Bergman, J. Org. Biomol. Chem. 2003, 1, 367-372.
(11) Carreiio, M. C.; Ruano, J. L. G.; Sanz, m.; Toledo, M. A.; Urbano, A. J. Org. Chem. 1995, 60, 5328-5331.
(12) Steele, M.; Watkinson, M.; Whiting, A. J. Chem. Soc., Perkin Trans. 1 2001, 6, 588-598.
(13) Li, W.-R.; Yo, Y.-C. Tetrahedron Letters 1999, 40, 9085-9090.指導教授 李文仁(Wen-Ren Li) 審核日期 2004-7-17 推文 facebook plurk twitter funp google live udn HD myshare reddit netvibes friend youpush delicious baidu 網路書籤 Google bookmarks del.icio.us hemidemi myshare