論文目次 |
摘要........................................................................................................i
Abstract................................................................................................ii
目錄......................................................................................................iii
圖目錄................................................................................................viii
表目錄.................................................................................................xii
第一章 序論
1-1 前言.....................................................................................................1
1-2 電致變色原理.....................................................................................2
1-3 電致變色材料的基本參數.................................................................4
1-4 電致變色材料的應用.........................................................................7
1-5 電致變色材料的種類.......................................................................10
1-6 以共軛高分子作為電致變色材料的優點.......................................13
1-7 調變共軛高分子顏色的方式...........................................................16
1-8 合成三原色電致變色共軛高分子...................................................22
1-9 基礎色彩學.......................................................................................22
1-10 研究動機...........................................................................................24
第二章 實驗部分
2-1 實驗藥品.............................................................................................26
2-2 PDOCPDT 共軛高分子與其衍生物合成之實驗流程圖..................30
2-2-1 4,4-Dioctyl-cyclopenta[2,1-b;3,4-b’]dithiophene (DOCPDT)之
合成路徑.....................................................................................30
2-2-2 4,7-dibromobenzo[c][1,2,5]thiadiazole (DiBr-BTDA)、5,8-
dibromo-2,3-di(thiophen-2-yl)-2,3-dihydroquinoxaline (DiBr-
DTQ)與5,8-dibromo-2,3-di(benzene-2-yl)-2,3-dihydro-
Quinoxaline (DiBr-DBQ)之合成路徑........................................31
2-2-3 共聚物單體之合成路徑............................................................32
2-2-4 共聚物高分子之合成路徑........................................................33
2-3 中間產物、單體及共聚物之結構、命名與簡稱.................................34
2-4 合成步驟.............................................................................................39
2-4-1 Di-thiophen-3-yl-methanol 的合成.........................................39
2-4-2 Di-thiophen-3-yl-methanone 的合成........................................40
2-4-3 2,2-Di-thiophen-3-yl-[1,3]dioxolane 的合成............................41
2-4-4 2,2-Bis-(2-iodo-thiophen-3-yl)-[1,3]dioxolane 的合成............42
2-4-5 Cyclopenta[2,1-b;3,4-b']dithiophen-4-dioxolane 的合成.........43
2-4-6 Cyclopenta[2,1-b;3,4-b']dithiophen-4-one 的合成...................43
2-4-7 4H-Cyclopenta[2,1-b;3,4-b']dithiophene 的合成.....................44
2-4-8 4,4-Dioctyl-cyclopenta[2,1-b;3,4-b’]dithiophene 的合成........45
2-4-9 4,4-Dioctyl-2-trimethylstannanyl-4H-cyclopenta[2,1-b:3,4-b']-
dithiophene 的合成....................................................................46
2-4-10 4,7-dibromobenzo[c][1,2,5]thiadiazole 的合成........................47
2-4-11 3,6-dibromocyclohexa-3,5-diene-1,2-diamine 的合成.............48
2-4-12 5,8-dibromo-2,3-di(thiophen-2-yl)-2,3-dihydroquinoxaline
的合成.............................................................................49
2-4-13 5,8-dibromo-2,3-di(thiophen-2-yl)-2,3-dihydroquinoxaline
的合成.............................................................................49
2-4-14 4,4-bis(2-(4,4-Dioctyl-4H-Cyclopenta[2,1-b;3,4-b’]
dithiophene)thienyl)-biphenyl 的合成......................................50
2-4-15 Poly4,4-bis(2-(4,4-Dioctyl-4H-Cyclopenta[2,1-b;3,4-b’]
dithiophene)thienyl)-biphenyl 的合成......................................51
2-4-16 1,4-bis(2-(4,4-Dioctyl-4H-Cyclopenta[2,1-b;3,4-b’]
dithiophene)thienyl)-benzene 的合成.......................................52
2-4-17 Poly[5,8-bis(4,4-Dioctyl-4H-Cyclopenta[2,1-b;3,4-b’]
dithienyl)-2,3-di(thiophen-2-yl)quinoxaline]的合成..............53
2-4-18 5,8-bis(4,4-Dioctyl-4H-Cyclopenta[2,1-b;3,4-b’]dithienyl)-
2,3-di(thiophen-2-yl)quinoxaline 的合成..................................54
2-4-19 Poly[5,8-bis(4,4-Dioctyl-4H-Cyclopenta[2,1-b;3,4-b’]
dithienyl)-2,3-di(thiophen-2-yl)quinoxaline]的合成................56
2-4-20 5,8-bis(4,4-Dioctyl-4H-Cyclopenta[2,1-b;3,4-b’]dithienyl)-
2,3-di(thiophen-2-yl)quinoxaline 的合成................................56
2-4-21 Poly[5,8-bis(4,4-Dioctyl-4H-Cyclopenta[2,1-b;3,4-b’]
dithienyl)-2,3-di(thiophen-2-yl)quinoxaline]的合成................57
2-5 共軛高分子衍生物純化方式.............................................................58
2-6 儀器分析與樣品製備...........................................................................59
2-6-1 核磁共振光譜儀 (Nuclear Magnetic Resonance Spectroscopy
( NMR ))..................................................................................................59
2-6-2 紫外光/可見光/近紅外光吸收光譜儀 (Cary 5E UV/VIS/NIR
Spectrometer)..........................................................................................60
2-6-3 膠體滲透層析儀( Gel Permeation Chromato graphy , GPC)..61
2-6-4 熱重分析儀 (Perkin Elmer TGA 7, TGA)..............................62
2-6-5 掃瞄式電子顯微鏡 (Hitachis-2300).......................................63
2-6-6 電化學與光學性質的測試......................................................64
第三章 結果與討論
3-1 PDOCPDT- BP 之合成、鑑定及電致變色性質探討........................68
3-1-1 PBOCPDT-BP 之合成與結構鑑定............................................68
3-1-2 PBDOCPDT-BP 之電致變色性質探討.....................................69
3-2 PBDOCPDT-B 之合成、鑑定及電致變色性質探討.........................77
3-2-1 PBDOCPDT-Bz 之合成與結構鑑定.........................................77
3-2-2 PBDOCPDT-Bz 之電致變色性質探討.....................................77
3-3 PBDOCPDT-DBQ 之合成、鑑定及電致變色性質探討.....................83
3-3-1 PBDOCPDT-DBQ 之合成與結構鑑定.....................................83
3-3-2 PBDOCPDT-DBQ 之電致變色性質探討.................................88
3-4 PBDOCPDT-DTQ 之合成、鑑定及電致變色性質探討.....................96
3-4-1 PBDOCPDT-DTQ之合成與結構鑑定......................................96
3-4-2 PBDOCPDT-DTQ之電化學性質探討......................................96
第四章 結論...................................................................................105
參考文獻...........................................................................................106
附錄...................................................................................................110
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