以溶膠－凝膠程序製備磺胺二甲嘧啶無機分子拓印高分子

以作者查詢圖書館館藏

、以作者查詢臺灣博碩士

、以作者查詢全國書目

、勘誤回報

、線上人數：135

、訪客IP：3.12.71.237

姓名

彭均莉(Chun-li Peng) 查詢紙本館藏

畢業系所

化學工程與材料工程學系

論文名稱

以溶膠－凝膠程序製備磺胺二甲嘧啶無機分子拓印高分子
(Preparation of inorganic molecularly imprinted polymers based on Sulfamethazine by sol–gel process)

相關論文

★ 快速合成具核殼結構之均ㄧ粒徑次微米球與其表面改質之特性研究	★ 高效率染料敏化太陽能電池及製備次模組元件之研究
★ 利用核殼結構次微米球建構具耐溶劑性質及機械性質之光子晶體膜	★ 利用次微米球建構具機械性質之光子晶體薄膜
★ 電漿高分子聚合膜對二氧化碳及甲烷氣體之分離性研究	★ 同時聚合下製備聚苯乙烯/矽膠高分子混成體
★ 甲基丙烯酸酯系列團聯共聚物為界面活性劑之迷你乳化聚合研究	★ 含水溶性藥物之乙基纖維素微膠囊的製備
★ 銅箔基板環氧樹脂含浸液之研究	★ 含光敏感單體之甲基丙烯酸酯系列正型光阻之製備
★ 溶膠-凝膠法製備聚甲基丙烯酸甲酯 / 二氧化矽混成體之研究	★ 均一粒徑無乳化劑次微米粒子之合成及種子溶脹製備均一粒徑微米級之緻密或交聯結構粒子
★ 溶膠-凝膠法製備環氧樹脂/二氧化矽有機無機混成體	★ 溶膠-凝膠法製備相轉移材料微膠囊
★ 親疏水性光阻製備	★ 奈米多孔性材料之製備

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]

[檢視]

[下載]

本電子論文使用權限為同意立即開放。
已達開放權限電子全文僅授權使用者為學術研究之目的，進行個人非營利性質之檢索、閱讀、列印。
請遵守中華民國著作權法之相關規定，切勿任意重製、散佈、改作、轉貼、播送，以免觸法。

摘要(中)

本研究以磺胺二甲嘧啶 (Sulfamethazine, SMZ) 為模板分子，四甲氧基矽烷(Tetramethoxysilane, TMOS) 和一甲基三甲氧基矽烷 (Methyltrimethoxysilane, MTMOS) 為單體，經溶膠-凝膠程序製備無機分子拓印高分子 (inorganic molecularly imprinted polymer, IMIP) 。所討論的變數為 (1) 反應系統的R值 (H2O/Si molar ratio) (2) 競爭吸附實驗中標準溶液pH值 (3) 鍛燒溫度 (4) TMOS之比例 (5) HCl添加量 (6) 系統反應溫度，最後再以高效能液相層析儀 (high performance liquid chromatographic method, HPLC) 測量SMZ與相似物磺胺甲噁唑 (Sulfamethoxazole, SMO) 濃度進而算出吸附量與選擇率。
結果顯示當競爭吸附實驗中標準溶液pH值接近模板分子的pKa2值時(pH=7.4) 可有效提高選擇率。其中IMIP之SMZ吸附量會隨著R值和第二階段鍛燒溫度上升而增加。TMOS之比例會影響無機網目的交聯密度和柔軟性，最後再適當改變HCl添加量和反應溫度。結果顯示當標準溶液pH值為7.4， R值為10，第二階段鍛燒溫度為375℃，TMOS比例為1， HCl添加量為750 μl和反應溫度為80℃下，可獲得最高的選擇率 (α=21.8) 且辨識效果比無拓印高分子 (non-imprinted polymer, NIP) 更佳。

摘要(英)

Inorganic molecularly imprinted polymer (IMIP) based on tetramethoxysilane (TMOS) and methyltrimethoxysilane (MTMOS) by sol-gel process has been developed. The conditions of preparation, the ratio of water to monomers (R), pH value of competition solution, calcination temperature, the ratio of TMOS to monomers (TMOS ratio), amount of hydrochloric acid and the reaction temperature were investigated. The competition experiment of the IMIP for template (sulfamethazine, SMZ) and analogue(sulfamethoxazole, SMO) were analyzed by High-Performance Liquid Chromatography (HPLC).
The results showed that the higher selectivity of IMIP was obtained when pH value of competition solution was set to the pKa2 of SMZ. In addition, the adsorption of SMZ was increased with increase of the R value and the 2nd step calcination temperature. The crosslink and flexible of network were affected by TMOS ratio. Finally, amount of hydrochloric acid and the reaction temperature were also adjusted appropriately. The results showed that the best selectivity (α=21.8) of IMIP were obtained with R=10, the pH value of competition solution = 7.4, TMOS ratio = 1, amount of hydrochloric acid was 750 μl, the reaction temperature = 80℃ and the 2nd step calcination temperature =375°C. The IMIP (AdSMZ=2.18 μmol/g, α=21.8) was obtained the more efficiency than non-imprinted polymer (AdSMZ=1.62 μmol/g, α=6.23).

關鍵字(中)

★ 無機分子拓印高分子
★ 溶膠-凝膠程序
★ 磺胺二甲嘧啶(SMZ)
★ 選擇率

關鍵字(英)

★ sulfamethazine
★ selectivity
★ sol-gel process
★ Inorganic molecularly imprinted polymer

論文目次

中文摘要 ………………………………………………………… i
英文摘要 ………………………………………………………… ii
誌謝 ………………………………………………………… iii
目錄 ………………………………………………………… iv
圖索引 ………………………………………………………… vi
表索引 ………………………………………………………… viii
第一章前言…………………………………………………… 1
1-1 分子拓印高分子發展及應用………………………… 1
1-2 分子拓印高分子技術與原理………………………… 2
1-3 溶膠－凝膠程序……………………………………… 4
1-3-1 系統之pH值對溶膠－凝膠程序的影響……………… 4
1-3-2 含水量對溶膠－凝膠程序的影響…………………… 5
1-3-3 矽偶合劑添加對溶膠－凝膠程序的影響…………… 5
1-4 文獻回顧……………………………………………… 7
1-5 模板分子SMZ之介紹………………………………… 8
1-6 研究目的……………………………………………… 9
第二章實驗…………………………………………………… 10
2-1 實驗藥品……………………………………………… 10
2-2 實驗儀器……………………………………………… 12
2-3 無機分子拓印高分子之製備………………………… 13
2-4 無機分子拓印高分子之物性測試…………………… 15
2-4-1 競爭吸附實驗………………………………………… 15
2-4-2 氮氣吸附孔隙儀分析………………………………… 15
2-4-3 紅外線光譜分析……………………………………… 15
2-4-4 熱重分析儀分析……………………………………… 15
第三章結果與討論…………………………………………… 16
3-1 R值對於無機分子拓印高分子的影響………………… 16
3-2 標準溶液pH值對於無機分子拓印高分子的影響…… 23
3-3 鍛燒溫度對無機分子拓印高分子的影響…………… 29
3-4 四甲氧基矽烷比例對無機分子拓印高分子的影響… 36
3-5 HCl添加量對於製備無機分子拓印高分子之影響…… 43
3-6 系統反應溫度於製備無機分子拓印高分子響……… 50
3-7 比較有無添加模版分子SMZ之無機分子拓印高分子… 53
第四章結論…………………………………………………… 55
參考文獻……………………………………………… 57

參考文獻

1. Fischer, E.,“Einfluss der configuration auf die wirkung derenzyme”, Chem. Ber., Vol.27, pp. 2985-1993, 1894
2. Ramstrom, O., L.I. Andersson, and K. Mosbach,“RECOGNITION SITES INCORPORATING BOTH PYRIDINYL AND CARBOXY FUNCTIONALITIES PREPARED BY MOLECULAR IMPRINTING”, Journal of Organic Chemistry, Vol.58, pp. 7562-7564, 1993
3. L.Pauling,“A Theory of the Structure and Process of Formation of Antibodies”, Journal of the American Chemical Society Vol.62, pp. 2643-2657, 1940
4. Ye, L., I. Surugiu, and K. Haupt,“Scintillation proximity assay using molecularly imprinted microspheres”, Analytical Chemistry, Vol.74, pp. 959-964, 2002
5. Marx, S., et al.,“Parathion sensor based on molecularly imprinted sol-gel films”, Analytical Chemistry, Vol.76, pp. 120-126, 2004
6. Hillberg, A.L., K.R. Brain, and C.J. Allender,“Molecular imprinted polymer sensors: Implications for therapeutics”, Advanced Drug Delivery Reviews, Vol.57, pp. 1875-1889, 2005
7. Hwang, C.C. and W.C. Lee,“Chromatographic characteristics of cholesterol-imprinted polymers prepared by covalent and non-covalent imprinting methods”, Journal of Chromatography A, Vol.962, pp. 69-78, 2002
8. Becker, J.J. and M.R. Gagne,“Exploiting the synergy between coordination chemistry and molecular imprinting in the quest for new catalysts”, Accounts of Chemical Research, Vol.37, pp. 798-804, 2004
9. Visnjevski, A., et al.,“Catalysis of a Diels-Alder cycloaddition with differently fabricated molecularly imprinted polymers”, Catalysis Communications, Vol.6, pp. 601-606, 2005
10. Wulff, G.,“MOLECULAR IMPRINTING IN CROSS-LINKED MATERIALS WITH THE AID OF MOLECULAR TEMPLATES - A WAY TOWARDS ARTIFICIAL ANTIBODIES”, Angewandte Chemie-International Edition in English, Vol.34, pp. 1812-1832, 1995
11. Mosbach, K.,“MOLECULAR IMPRINTING”, Trends in Biochemical Sciences, Vol.19, pp. 9-14, 1994
12. Corriu, R.J.P. and D. Leclercq,“Recent developments of molecular chemistry for sol-gel processes”, Angewandte Chemie-International Edition in English, Vol.35, pp. 1420-1436, 1996
13. Shea, K.J. and D.A. Loy,“Bridged polysilsesquioxanes. Molecular-engineered hybrid organic-inorganic materials”, Chemistry of Materials, Vol.13, pp. 3306-3319, 2001
14. Buckley, A.M. and M. Greenblatt,“THE SOL-GEL PREPARATION OF SILICA-GELS”, Journal of Chemical Education, Vol.71, pp. 599-602, 1994
15. Hench, L.L. and J.K. West,“THE SOL-GEL PROCESS”, Chemical Reviews, Vol.90, pp. 33-72, 1990
16. Jitianu, A., et al.,“Comparative study of the sol-gel processes starting with different substituted Si-alkoxides”, Journal of Non-Crystalline Solids, Vol.319, pp. 263-279, 2003
17. Liu, R.L., et al.,“Comparative study on the hydrolysis kinetics of substituted ethoxysilanes by liquid-state Si-29 NMR”, Journal of Non-Crystalline Solids, Vol.343, pp. 61-70, 2004
18. Xu, Y., et al.,“Ammonia-catalyzed hydrolysis kinetics of mixture of tetraethoxysilane with methyltriethoxysilane by Si-29 NMR”, Journal of Non-Crystalline Solids, Vol.351, pp. 2403-2413, 2005
19. Zheng, N., et al.,“Chromatographic characterization of sulfonamide imprinted polymers”, Microchemical Journal, Vol.69, pp. 153-158, 2001
20. Zheng, N., et al.,“Sulfonamide imprinted polymers using co-functional monomers”, Analytica Chimica Acta, Vol.452, pp. 277-283, 2002
21. Zheng, N., Y.Z. Li, and M.J. Wen,“Sulfamethoxazole-imprinted polymer for selective determination of sulfamethoxazole in tablets”, Journal of Chromatography A, Vol.1033, pp. 179-182, 2004
22. Chen, Z.Y., et al.,“Preparation and evaluation of uniform-sized molecularly imprinted polymer beads used for the separation of sulfamethazine”, Biomedical Chromatography, Vol.19, pp. 533-538, 2005
23. Haginaka, J. and H. Sanbe,“Uniformly sized molecularly imprinted polymer for (S)-naproxen - Retention and molecular recognition properties in aqueous mobile phase”, Journal of Chromatography A, Vol.913, pp. 141-146, 2001
24. de Prada, A.G.V., et al.,“Solid-phase molecularly imprinted on-line preconcentration and voltammetric determination of sulfamethazine in milk”, Analytica Chimica Acta, Vol.539, pp. 125-132, 2005
25. Liu, X.J., et al.,“Monolithic molecularly imprinted polymer for sulfamethoxazole and molecular recognition properties in aqueous mobile phase”, Analytica Chimica Acta, Vol.571, pp. 235-241, 2006
26. Matsui, J., et al.,“MOLECULAR RECOGNITION IN CONTINUOUS POLYMER RODS PREPARED BY A MOLECULAR IMPRINTING TECHNIQUE”, Analytical Chemistry, Vol.65, pp. 2223-2224, 1993
27. Huang, X.D., et al.,“Molecularly imprinted monolithic stationary phases for liquid chromatographic separation of enantiomers and diastereomers”, Journal of Chromatography A, Vol.984, pp. 273-282, 2003
28. Huang, X.D., et al.,“Short columns with molecularly imprinted monolithic stationary phases for rapid separation of diastereomers and enantiomers”, Journal of Chromatography B-Analytical Technologies in the Biomedical and Life Sciences, Vol.804, pp. 13-18, 2004
29. Yin, J.F., G.L. Yang, and Y. Chen,“Rapid and efficient chiral separation of nateglinide and its L-enantiomer on monolithic molecularly imprinted polymers”, Journal of Chromatography A, Vol.1090, pp. 68-75, 2005
30. Schweitz, L., L.I. Andersson, and S. Nilsson,“Capillary electrochromatography with predetermined selectivity obtained through molecular imprinting”, Analytical Chemistry, Vol.69, pp. 1179-1183, 1997
31. Schweitz, L., L.I. Andersson, and S. Nilsson,“Rapid electrochromatographic enantiomer separations on short molecularly imprinted polymer monoliths”, Analytica Chimica Acta, Vol.435, pp. 43-47, 2001
32. Schaal, W., et al.,“Synthesis and comparative molecular field analysis (CoMFA) of symmetric and nonsymmetric cyclic sulfamide HIV-1 protease inhibitors”, Journal of Medicinal Chemistry, Vol.44, pp. 155-169, 2001
33. Agarwal, V.K.,“HIGH-PERFORMANCE LIQUID-CHROMATOGRAPHIC METHODS FOR THE DETERMINATION OF SULFONAMIDES IN TISSUE, MILK AND EGGS”, Journal of Chromatography, Vol.624, pp. 411-423, 1992
34. Littlefield, N.A., et al.,“CHRONIC TOXICITY CARCINOGENICITY STUDIES OF SULFAMETHAZINE IN FISCHER 344/N RATS - 2-GENERATION EXPOSURE”, Food and Chemical Toxicology, Vol.28, pp. 157-167, 1990
35. Stoev, G. and A. Michailova,“Quantitative determination of sulfonamide residues in foods of animal origin by high-performance liquid chromatography with fluorescence detection”, Journal of Chromatography A, Vol.871, pp. 37-42, 2000
36. Kao, Y.M., et al.,“Multiresidue determination of veterinary drugs in chicken and swine muscles by high performance liquid chromatography”, Journal of Food and Drug Analysis, Vol.9, pp. 84-95, 2001
37. Kishida, K. and N. Furusawa,“Matrix solid-phase dispersion extraction and high-performance liquid chromatographic determination of residual sulfonamides in chicken”, Journal of Chromatography A, Vol.937, pp. 49-55, 2001
38. Furusawa, N.,“Rapid high-performance liquid chromatographic determining technique of sulfamonomethoxine, sulfadimethoxine, and sulfaquinoxaline in eggs without use of organic solvents”, Analytica Chimica Acta, Vol.481, pp. 255-259, 2003
39. Siouffi, A.M.,“Silica gel-based monoliths prepared by the sol-gel method: facts and figures”, Journal of Chromatography A, Vol.1000, pp. 801-818, 2003
40. Brunauer, S., et al.,“On a Theory of the van der Waals Adsorption of Gases”, Journal of the American Chemical Society Vol.62, pp. 1723-1732, 1940
41. Gregg, S.J. and K.S.W. Sing,“Adsorption, surface area and porosity”, Academic Press Inc. ( London), Vol.9, pp. 41-72, 1982
42. Renew, J.E. and C.H. Huang,“Simultaneous determination of fluoroquinolone, sulfonamide, and trimethoprim antibiotics in wastewater using tandem solid phase extraction and liquid chromatography-electrospray mass spectrometry”, Journal of Chromatography A, Vol.1042, pp. 113-121, 2004
43. Lin, C.E., C.C. Chang, and W.C. Lin,“Migration behavior and separation of sulfonamides in capillary zone electrophoresis .3. Citrate buffer as a background electrolyte”, Journal of Chromatography A, Vol.768, pp. 105-112, 1997
44. Zhang, Z., et al.,“PREPARATION OF TRANSPARENT METHYL-MODIFIED SILICA-GEL”, Journal of Non-Crystalline Solids, Vol.189, pp. 212-217, 1995
45. Arrhenius, S.,“The Viscosity of Aqueous Mixture”, Physical and Chemistry, Vol.1, pp. 285-298, 1887

指導教授

陳暉(Hui Chen)

審核日期

2008-6-20

推文