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研究生:廖敏玲
研究生(外文):Min-Ling Liao
論文名稱:含有兩性離子官能基之表面自我聚集單分子層之研究
論文名稱(外文):Studies for Surface Self-Assembled Monolayer with Zwitterionic Groups
指導教授:林睿哲
指導教授(外文):Jui-Che Lin
學位類別:碩士
校院名稱:國立成功大學
系所名稱:化學工程學系碩博士班
學門:工程學門
學類:化學工程學類
論文種類:學術論文
論文出版年:2002
畢業學年度:90
語文別:中文
論文頁數:76
中文關鍵詞:磷脂質自我聚集單分子層溶劑效應遲滯現象兩性離子官能基表面分析接觸角量測
外文關鍵詞:Zwitterionic functional groupContact angle measurementSurface analysisPhospholipidSelf-assembled monolayerHysteresisSolvent effect
相關次數:
  • 被引用被引用:2
  • 點閱點閱:306
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  • 收藏至我的研究室書目清單書目收藏:0
中文摘要
長碳鏈的烷基硫醇鍵結在金的表面上所形成的自我聚集單分子層,由於碳氫鏈間的凡得瓦力, 加上金-硫間的強鍵結,使得其具有排列緻密的特性,加上藉由改變末端的官能基,可使表面具有不同的性質。
本研究是以細胞膜成分中含量最豐富的磷脂質結構為基礎,因它具有親水性的兩性離子官能基與疏水性的長碳鏈結構, 由於熱力學的影響,使得磷脂質具有自我聚集的特性,故研究自我聚集單分子層恰可對磷脂質的結構作一個適切地模擬。本研究之起始物: 10-硫醇癸烷基分子是參考前人的作法合成而得,由於此硫醇分子在乙醇中的溶解度不佳,故尋找了其它適當的溶劑來溶解之,由接觸角的量測發現到,不同溶劑會影響到所形成的自我聚集單分子層結構,使得表面具有親疏水性的差異,又為了保護所長成的單分子層,避免因吸附空氣中的污染物而影響到接下來的改質實驗,故將其保存在適當的溶劑中,並在表面改質前作接觸角的量測,再次證明溶劑會影響到單分子
層結構的重組,但表面的遲滯現象在本研究中所使用的不同條件下卻極為類。
至於表面改質的部分, 根據ESCA 之O1s、N1s、P2p、S2p 圖譜證實表面官能基的存在,並觀察不同反應條件下的圖形變化與表面元素組成比(Atomicratio)的關係,發現到SOCl2 的確為一強氧化劑,有可能會破壞表面的金-硫鍵結,使得醋酸膽鹼與表面單分子層反應的機會降低,故對於SOCl2 加入反應系統的體積與反應時間皆須審慎考量,至於反應系統中所用的溶劑、反應時間、反應溫度等變因,仍須進一步研究探討。
Abstract
Due to the van der Waals forces between hydrocarbon chains and strong binding between gold and sulfur, the self-assembled monolayer formed by the long-chain alkanthiol has densely-packed, and well-oriented characteristics. On the other hand, varying the terminal functional groups of
the self-assembled monolayer will affect various properties of the surface.
This study is based on the structure of phospholipid, the most abundant component of the cell membrane. Due to the thermodynamic effect, phospholipid with long hydrophobic hydrocarbon chains and hydrophilic zwitterionic functional group has the self-assembly character. In other words, studying the self-assembled monolayer is just to mimic the
structure of phospholipid properly. The starting material: 10-mercaptodecanyl phosphonic acid was synthesized according to the previous study.
Because the solubility of this thiol in absolute ethanol was limited, other proper solvents were found to dissolve it. By the measurement of contact angle, it was found that different solvents would affect the structure of the
self-assembled monolayer. Therefore, the surface would have the differences in hydrophilicity due to the solvent effect. To protect the monolayer formed from adsorbing contaminants in the air that could affect the following modification reaction, the phosphonic acid terminated SAM was stored in the proper solvent. Also, the measurement of contact angle had been done again before the surface was modified. As a result, it was proven the solvents can affect the reorganization of the monolayer structure.
However, the hysteresis value of the surface in this study was similar to each other.
According to the spectra of O1s、N1s、P2p、S2p in ESCA , the existence of the functional group on the surface has been proven. By correlating the variation within the spectrum characteristics and atomic ratio under different
reaction conditions, it was found that thionyl chloride is indeed a strong oxidant, and may destroy the gold-sulfur binding on the surface.
Consequently, the chances of choline acetate reacting with the monolayer were reduced. This indicates that both the amount of the thionyl chloride adding to the reaction system and the reaction time need to be considered
carefully. As for the solvent used, both the reaction time of the reactants and the reaction temperature require further investigation.
目錄
頁數
中文摘要 Ⅰ
英文摘要Ⅱ
致謝Ⅳ
表目錄 Ⅴ
圖目錄Ⅵ
主文
第一章、前言1
第二章、文獻回顧2
2.1 細胞膜的簡介 2
2.1-1 細胞膜的結構:主要為脂類的組合 2
2.1-2 細胞膜的成分3
2.1-3 細胞膜結構的液體鑲嵌式模型(Fluid mosaic model of
membrane structure)5
2.1-4 膜的流體性質(The fluid quality of membrane)5
2.1-5 磷酸膽鹼( Phosphatidyl choline)6
2.1-6 Phosphoryl choline 的應用 7
2.2 含兩性離子官能基(Zwitterionic Group)的表面對於血液相容性的影響8
2.3 有機單分子層的簡介9
2.4 溶劑對於自我聚集單分子層的影響(Solvent effect) 11
2.5 研究動機與目的14
第三章儀器分析原理及應用簡介15
3.1 簡介 15
3.2 接觸角(Contact angle) 16
3.3 化學分析電子光譜儀(Electron Spectroscopy for Chemical
Analysis, ESCA) 17
第四章、實驗19
4.1 實驗藥品與儀器 19
4.2 實驗步驟 23
4.2-1 10-硫醇癸烷基亞磷酸(10-Mercaptodecanyl Phosphonic
acid)之合成 23
4.2-2 黃金基材(Gold substrate)的製備 25
4.2-3 自我聚集性分子層(Self-Assembled Monolayers)的製備 26
4.2-4 醋酸膽鹼( Choline Acetate ) 的合成26
4.2-5 兩性離子官能基(Zwitterionic Group)的合成27
4.2-6 接觸角的測量 28
第五章、結果與討論29
5.1 10-硫醇癸烷基亞磷酸(10-Mercaptodecanyl Phosphonic acid)
之合成29
5.2 醋酸膽鹼( Choline Acetate ) 的合成 29
5.3 自我聚集性單分子層之表面性質探討 30
5.3-1 溶劑效應對於自我聚集單分子層與接觸角測量的影響30
5.3-2 遲滯現象的討論 31
5.4 討論合成兩性離子官能基的反應條件與ESCA 分析的結果 33
第六章、結論與未來展望40
參考文獻 57
自述Ⅶ
表目錄
頁數
表2-1:磷脂質的命名方式 41
表3-1:測定材料表面特徵的方法 42
表5-1:10-硫醇癸烷基亞磷酸
(HSCH2CH2(CH2)6CH2CH2P(=O)(OH)2)的EA data 43
表5-2:金在不同條件下的角度 43
表5-3:不同條件下的自我聚集單分子層之ESCA 分析. 44
表5-4:不同條件下的自我聚集單分子層之ESCA 分析(以C1s 為基準
來定量) 45
表5-5:不同反應條件下自我聚集單分子層經改質後所測得角度45
圖目錄
頁數
圖2-1:脂肪酸的衍生物與生物細胞膜的組成 46
圖2-2:細胞膜的結構 46
圖2-3:典型的磷脂質47
圖2-4:自我聚集表面的形成是將substrate 進入一個具有活性物質的溶液中48
圖2-5:具有不同官能基的自我聚集表面單分子層 48
圖2-6:形成自我聚集性單分子層的主要硫化物 49
圖2-7: 經表面改質後的phosphatidyl choline 的硫醇 49
圖3-1:量測接觸角時液滴與與物質表面接觸的幾何形狀圖 50
圖3-2:前進角與後退角示意圖 50
圖3-3:接觸角的量測-威士法(Wilhelmy plate method)51
圖3-4:ESCA 的基本構造 52
圖3-5:光電子產生之示意圖52
圖5-1:10-硫醇癸烷基亞磷酸之NMR 圖53
圖5-2:醋酸膽鹼的NMR (D2O as the d solvent)54
圖5-3:ESCA for C1s spectra of different kinds of SAMs 55
圖5-4:ESCA for O1s spectra of different kinds of SAMs 55
圖5-5:ESCA for P1s spectra of different kinds of SAMs 56
圖5-6:ESCA for S1s spectra of different kinds of SAMs 56
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