本篇主要利用馬來酸酐結合聚乙二醇系列(PEG1000、2000、4000、6000、8000)開環雙酚A型環氧樹酯（SR3），探討其合成、聚集特性和放光性質。藉由聚乙二醇，使得化合物也具有親水性質，可溶在高極性溶劑與低極性溶劑中。此系列化合物在不同濃度會隨著激發波長的改變，產生不同的放射波長，此現象即所謂的excitation-wavelength dependent photoluminescence現象。然而我們還發現不同濃度與不同系列，激發波長均會有紅位移的現象。此系列在低極性溶劑和高極性溶劑中，均有放光性質，且具有EWDP現象。藉由NMR DOSY、gel permeation chromotography，探討其聚集特性與分子量。
 

目錄
謝誌................................................................................................................................. I
中文摘要........................................................................................................................ II
Abstract ......................................................................................................................... III
目錄...............................................................................................................................IV
表目錄...........................................................................................................................VI
圖目錄..........................................................................................................................VII
第一章 緒論............................................................................................................ 1
1-1前言 ......................................................................................................................... 1
1-2分子作用力 ............................................................................................................. 2
1-2-1離子-離子作用力(ion-ion interactions) ...................................................... 2
1-2-2離子-偶極矩作用力(ion-dipole interactions) ............................................ 2
1-2-3偶極矩-偶極矩作用力2(dipole-dipole interactions) ................................. 3
1-2-4氫鍵作用力(hydrogen bond)3-5.................................................................... 4
1-2-5陽離子-π作用力(cation-π interactions)8 ..................................................... 6
1-3 微胞 .............................................................................................................. 7
1-4 Excitation-wavelength dependent photoluminescence ................................. 8
1-5溶劑之效應15................................................................................................ 12
1-5研究動機 ....................................................................................................... 14
第二章 實驗部分.................................................................................................. 16
2-1 實驗藥品 ...................................................................................................... 16
2-2 儀器設備與原理 .......................................................................................... 18
2-3 實驗步驟 ...................................................................................................... 21
2-3-1 化合物 Maleic-PEG系列-SR3之合成 ................................................... 21
2-3-1-1 Maleic-PEGX之合成(X=1000、2000、4000、6000、8000) ............. 21
2-3-1-2 Maleic-PEGX-SR3之合成 .................................................................... 22
第三章 結果與討論.................................................................................................. 23
3-1 化合物Maleic-PEGX-SR3之結構與光譜研究 ......................................... 23
3-1-1 化合物 Maleic-PEGX-SR3 的結構鑑定 ................................................ 23
3-1-1-1 核磁共振儀(NMR)、紅外線光譜儀(IR) ........................................... 23
3-2化合物分子量鑑定 ....................................................................................... 30
3-3 NMR DOSY圖譜17...................................................................................... 38
3-3-1 DOSY圖譜計算水合半徑大小17 ............................................................ 41
3-4穿透式電子掃描顯微鏡圖像 ....................................................................... 43
3-5 化合物Maleic-PEGX-SR3(X=1000、2000、4000、6000、8000)之光致發光、螢光光譜...................................................................................................... 45
3-5-1 激發光譜圖 ............................................................................................... 45
3-5-2放射光譜圖 ................................................................................................ 54
3-5-3水溶液螢光光譜圖 .................................................................................... 59
3-6共聚焦雷射螢光掃描顯微鏡 ....................................................................... 61
第四章 結論.............................................................................................................. 63
參考文獻...................................................................................................................... 64
表目錄
表1.1 氫鍵鍵長、鍵能及鍵角之比較........................................................................ 5
表1.2 溶劑與結合常數之影響.................................................................................. 12
表2.1實驗藥品........................................................................................................... 16
表2.2實驗溶劑........................................................................................................... 17
表3.1 不同化合物所計算出水合半徑大小.............................................................. 41
圖目錄
圖1.1 氯化鈉晶格圖.................................................................................................... 2
圖1.2 離子-偶極矩作用圖 圖1.3 鈉與水分子作用圖 .......................... 3
圖1.4 丙酮間的偶極-偶極作用力2 ............................................................................ 3
圖1.5 鹼基對之間的氫鍵作用力................................................................................ 5
圖1.6 Ferrocene 示意圖............................................................................................ 6
圖1.7 微胞隨濃度變化的型態.................................................................................... 7
圖1.8 多孔矽奈米薄膜之EWDP光譜 ...................................................................... 8
圖1.9 奈米線網狀結構之EWDP圖 .......................................................................... 9
圖1.10 Graphene Quantum Dots 之EWDP圖 ......................................................... 10
圖1.11 carbon nanoparticles(CNPs)之波長放光現象 ............................................... 10
圖1.12 矽雜環高分子聚合物之EWDP光譜圖 ...................................................... 11
圖2.1 Maleic-PEGX(X=1000、2000、4000、6000、8000)之合成 ........................ 21
圖2.2 Maleic-PEGX-SR3之合成步驟 ...................................................................... 22
圖3.1 Maleic-PEG1000-SR3之1H-NMR 圖譜 ..................................................... 25
圖3.2 Maleic-PEG2000-SR3之1H-NMR 圖譜 ..................................................... 25
圖3.3 Maleic-PEG4000-SR3之1H-NMR 圖譜 ..................................................... 26
圖3.4 Maleic-PEG6000-SR3之1H-NMR 圖譜 ..................................................... 26
圖3.5 Maleic-PEG8000-SR3之1H-NMR 圖譜 ..................................................... 27
圖3.6主產物Maleic-PEG2000-SR3 IR圖譜 ......................................................... 27
圖3.7主產物Maleic-PEG2000-SR3 IR圖譜 ......................................................... 28
圖3.8主產物Maleic-PEG4000-SR3 IR圖譜 ......................................................... 28
圖3.9主產物Maleic-PEG6000-SR3 IR圖譜 ......................................................... 29
圖3.10主產物Maleic-PEG8000-SR3 IR圖譜 ....................................................... 29
圖3.11校正曲線 ...................................................................................................... 31
圖3.12 PEG1000 GPC圖譜 ..................................................................................... 32
圖3.13 Maleic-PEG1000-SR3 GPC圖譜 ................................................................ 33
圖3.14 PEG2000 GPC圖譜 ..................................................................................... 34
圖3.15 Maleic-PEG2000-SR3 GPC圖譜 ................................................................ 35
圖3.16 PEG4000 GPC圖譜 ..................................................................................... 36
圖3.17 Maleic-PEG4000-SR3 GPC圖譜 ................................................................ 37
圖3.18不同濃度Maleic-PEG1000-SR3 DOSY圖譜 ............................................ 39
圖3.19不同濃度Maleic-PEG2000-SR3 DOSY圖譜 ............................................ 39
圖3.20不同濃度Maleic-PEG4000-SR3 DOSY圖譜 ............................................ 40
圖3.21不同濃度Maleic-PEG6000-SR3 DOSY圖譜 ............................................ 40
圖3.22不同濃度Maleic-PEG8000-SR3 DOSY圖譜 ............................................ 40
圖3.23不同系列尺寸比較圖 .................................................................................. 42
圖3.24 Maleic-PEG2000-SR3 穿透式電子掃描顯微鏡圖像 ................................ 44
圖3.25 Maleic-PEG4000-SR3 穿透式電子掃描顯微鏡圖像 ................................ 44
圖3.26 Maleic-PEG1000-SR3不同濃度之激發光譜圖 ......................................... 46
圖3.27 Maleic-PEG2000-SR3不同濃度之激發光譜圖 ......................................... 46
圖3.28 Maleic-PEG4000-SR3不同濃度之激發光譜圖 ......................................... 47
圖3.29 Maleic-PEG6000-SR3不同濃度之激發光譜圖 ......................................... 47
圖3.30 Maleic-PEG8000-SR3不同濃度之激發光譜圖 ......................................... 48
圖3.31 5 mM不同PEG長度之激發光譜圖 .......................................................... 49
圖3.32 10 mM不同PEG長度之激發光譜圖 ........................................................ 50
圖3.33 25 mM不同PEG長度之激發光譜圖 ........................................................ 51
圖3.34 50 mM不同PEG長度之激發光譜圖 ........................................................ 52
圖3.35 不同系列激發波長比較圖 ......................................................................... 53
圖3.36 Maleic-PEG1000-SR3之放射光譜 ............................................................. 55
圖3.37 Maleic-PEG2000-SR3之放射光譜 ............................................................. 55
圖3.38 Maleic-PEG4000-SR3之放射光譜 ............................................................. 56
圖3.39 Maleic-PEG6000-SR3之放射光譜 ............................................................. 56
圖3.40 Maleic-PEG8000-SR3之放射光譜 ............................................................. 57
圖3.41 化合物 Maleic-PEG4000-SR3二氯甲烷濃度25 mM溶液用綠光和藍光雷射筆照射 ....................................................................................................... 58
圖3.42不同濃度Maleic-PEG4000-SR3水溶液之激發光譜 ................................ 59
圖3.43 Maleic-PEG4000-SR3水溶液之放射光譜 ................................................. 60
圖3.44 Maleic-PEG4000-SR3 不同螢光波長之共聚焦螢光掃描圖 .................... 62
圖3.45 Maleic-PEG4000-SR3單一螢光波長之共聚焦螢光掃描圖 ..................... 62

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