拓印高分子已被證實對標的物具高辨識力與感測靈敏度，然而，當標的物與其他化合物共同存在時，卻可能因為干擾標的物與孔洞結合而影響吸附與感測能力，因此本研究分為兩個階段來釐清結構類似物對分子拓印高分子與光子晶體感測器干擾程度與型態。第一階段本研究選擇結構類似的Bisphenol A (BPA)、Bis(2-hydroxyphenyl)methane (2HDPM)、phenol為標的物分別製備三種拓印高分子(B-MIP、H-MIP、P- MIP)，並測定拓印高分子於結構類似物干擾下之吸附能力，結果得知MIP可在30分鐘內達吸附平衡，各吸附材均表現良好拓印效果(拓印因子IF=2.91-4.23)與對標的物的吸附選擇力(SF= 2.15-4.21)。根據干擾試驗，結構扭曲不對稱的BPA分子難有良好拓印的孔洞結構，結構類似物容易以競爭方式抑制B-MIP對BPA吸附；結構對稱之2HDPM由於拓印孔洞型態完整，干擾影響以分子間π-π作用力而產生的抑制為主；phenol結構小且簡單，吸附時容易因大分子覆蓋P-MIP表面而降低對phenol之吸附能力。
第二階段以相同配比合成拓印光子晶體感測器(B-IPC、H-IPC、P-IPC)，並量測感測器在結構類似物間競爭與抑制下的感測能力，相較於MIP粉體，拓印反蛋白石結構可在更短時間(20分鐘)達感測平衡，且對標的物吸附具更高的選擇性因子 (SF>10)，分析範圍可廣至0.2-100 mg/L。不同於MIP粉體，結構類似物對IPC分析標的物的干擾以抑制為主，此結果與IPC系統在製備能有孔洞結構完整性有關。另外，不同於BPA與2HDPM的干擾，當親水性較高的phenol濃度達40 mg/L以上時，phenol間傾向相互吸引，因而降低其對B-IPC與H-IPC感測干擾。

Imprinted photonic crystals have been demonstrated to have high selectivity and sensitivity to targets. However, their sensitivity could be inhibited if other compounds co-exist with targets to interfere the target binding. In this study, the interference extent and mechanisms of structural analogues in the adsorption ability and sensitivity of imprinted powders and photonic crystal sensors were clarified. Three structural analogues, including bisphenol A (BPA), bis(2-hydroxyphenyl)methane (2HDPM) and phenol, were selected as the targets to prepared three types of molecularly imprinted polymers(B-MIP, H-MIP, P-MIP). All the MIPs reached adsorption equilibrium within 30 min and exhibited high imprinting factors (IF=2.91-4.23) and high target selectivity (SF=2.15-4.21). According to the interference tests, structural analogues competed with molecules for the binding sites in the B-MIP because it was more challenging to have high quality of imprinting for the asymmetric BPA molecules. The π-π interaction between the 2HDPM and the analogues was the main cause for the reduced adsorption of the H-MIP for its target, and blocking by the larger analogues was responsible for the decreased adsorption of the P-MIP for phenol.
Imprinted photonic crystals (B-IPC, H-IPC, P-IPC) were fabricated with the chemical compositions for the MIPs. Compared to MIP powders, the IPCs exhibited faster response time (20 min) with higher selectivity (SF>10). In addition, they showed a broad analysis range (0.2-100 mg/L). Different from the MIPs, inhibition resulting from the molecular interactions was the major mechanism that lower the sensitivity of the IPCs. This was associated with higher quality of imprinted cavities created in the tiny-scaled systems. While BPA and 2HDPM intensified the interference with increasing their concentrations, attraction between the hydrophilic phenol in turn declined the interference when its concentration was over 40 mg/L.

摘要 I
誌謝 III
主目錄 IV
表目錄 VII
圖目錄 IX
第一章　前言 1
1.1 研究背景與動機 1
1.2 研究目的 3
第二章　文獻回顧 4
2.1 分子拓印材料 4
2.1.1 分子拓印技術與發展 4
2.1.2 分子拓印材料應用 6
2.2 分子拓印光子晶體感測器 7
2.2.1 感測器 7
2.2.3 蛋白石與反蛋白石光子晶體製備 10
2.2.4 分子拓印光子晶體感測能力 13
2.3 分子干擾 14
2.4 環境荷爾蒙 16
第三章　研究方法 19
3.1 實驗材料 21
3.2 分子拓印材料製備 23
3.3 拓印光子晶體感測器製備 24
3.3.1 二氧化矽膠體粒子製備 24
3.3.2 蛋白石光子晶體製備 25
3.3.3 拓印反蛋白石光子晶體製備 25
3.4 拓印高分子吸附特性分析 26
3.4.1 吸附平衡時間與等溫吸附 27
3.4.2 吸附選擇性 27
3.4.3 結構類似物干擾試驗 28
3.5 拓印光子晶體感測特性分析 28
3.5.1 響應時間與感測線性範圍 28
3.5.2 感測選擇性 29
3.5.3 結構類似物干擾試驗 29
3.5.4 再利用測試 29
3.6 儀器分析 30
3.6.1 高效能液相層析儀(High performance liquid chromatography, HPLC) 30
3.6.2 傅立葉轉換紅外線光譜儀(Fourier transform infrared spectrometer, FTIR) 30
3.6.3 紫外光-可見光光譜儀(Portable UV-visible spectrophotometer, UV-Vis) 30
3.6.4 動態光散射分析(Dynamic light scattering, DLS) 31
3.6.5 點光源UV照射裝置 31
第四章　結果與討論 32
4.1 分子拓印高分子 32
4.1.1 特性分析 32
4.1.2 拓印分子添加量影響 34
4.1.3 吸附行為 35
4.1.4 吸附選擇性 39
4.1.5 結構類似物干擾試驗 41
4.1.5.1 B-MIP吸附材料 42
4.1.5.2 H-MIP吸附材料 45
4.1.5.3 P-MIP吸附材料 48
4.2 拓印光子晶體感測器 51
4.2.1 感測特性分析 51
4.2.2 標的分子添加量影響 52
4.2.3 響應時間測試 53
4.2.4 感測選擇性 55
4.2.5 感測線性範圍分析 57
4.2.6 結構類似物干擾試驗 62
4.2.6.1 B-IPC感測系統 62
4.2.6.2 H-IPC感測系統 66
4.2.6.3 P-IPC感測系統 69
4.3 再使用性 72
第五章　結論與建議 73
5.1 結論 73
5.2 未來建議 74
參考文獻 75
附錄 79

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