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完整後設資料紀錄
DC 欄位 | 值 | 語言 |
---|---|---|
dc.contributor.advisor | 周必泰(Pi-Tai Chou) | |
dc.contributor.author | Wei-Ti Chuang | en |
dc.contributor.author | 莊惟廸 | zh_TW |
dc.date.accessioned | 2021-06-13T07:56:33Z | - |
dc.date.available | 2016-07-29 | |
dc.date.copyright | 2011-07-29 | |
dc.date.issued | 2011 | |
dc.date.submitted | 2011-07-21 | |
dc.identifier.citation | Chapter 1
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dc.identifier.uri | http://tdr.lib.ntu.edu.tw/jspui/handle/123456789/36307 | - |
dc.description.abstract | 第一章
綠色螢光蛋白質與1H-咪唑5-甲醛可利用氯化鋅為催化劑來進行一步縮合反應,此種方法能夠有效地合成紅色螢光蛋白質(red Kaede)及其衍生物(1a-1d、2及3),其中1a於染料敏化太陽能電池中又擁有3.04%的光電轉換效率,開創了螢光蛋白質做為此類型太陽能電池的潛力。 第二章 我們已經成功合成具有鄰羥基的綠色螢光蛋白質1a-1g,並參考X射線單晶分析、電化學及蛋白質放光光譜等性質來探討其結構與電子特性的相關。1a-1g僅存在單一的七元環氫鍵Z形結構,並可進行激發態分子內質子轉移反應(ESIPT),而獲得質子轉移後的異構體放光。蛋白質置於環己烷溶液中,除了1g因擁有較強的分子內氫鍵,其能抑止蛋白質本身結構中連結芳香環與烯鍵間的單鍵旋轉,進而產生0.2的量子效率,1a-1f的放光強度則為中等(0.08)至弱(10-4)的範圍。在固態中,因為C(5)-C(4)-C(3)的旋轉會被分子內氫鍵鎖住,1a-1g能帶有0.1甚至0.9的高量子效率。藉著變化蛋白質結構裡不同的電子供體與電子受體,即變化HOMO與LUMO位置取代基的強弱,我們可以展現一系列的放光光色,廣泛的範圍由1g的560 nm延伸至1a的670 nm。 第三章 綠色螢光蛋白質的衍生物o-HBDI,本篇主要將其進行的激發態分子內質子轉移反應做了全面性的研究與機制探討。在分子體內,自然的綠色螢光蛋白質需要藉由氫鍵來完成質子轉移,o-HBDI因擁有一個七元環分子內氫鍵結構,提供了一個理想的系統去模仿內在的質子轉移反應。 | zh_TW |
dc.description.abstract | Chapter 1
One-step condensation between Green Fluorescent Protein (GFP) chromophore and 1H-imidazole-5-carbaldehyde catalyzed by ZnCl2 proved to be a facile method to synthesize red Kaede chromophore and its derivatives (1a-d, 2 and 3 > 70%), among which 1a then demonstrated its potential as a dye in solar cell, with a moderate conversion efficiency ( | en |
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dc.description.tableofcontents | CONTENTS
Figure Captions…………………………………………………………………...… IX Scheme Captions…………………………………………………………..……… XIV Table Captions……………………………………………………………….……. XVI Chapter 1. Fluorescent Protein Red Kaede Chromophore ; One-Step, High-Yield Synthesis and Potential Application for Solar Cells………………………………….. 1 Abstract…………………………………………………………………………. 1 1. Introduction………………………………………………………………..... 1 2. Result and Discussion………………………………………………………. 3 3. Conclusion…………………………………………………………………. 12 References…………………………………………………………………...… 13 Supporting Information……………………………………………………..…. 16 Synthesis : General Procedures………………………………………...… 16 Synthesis………………………………………………………………….. 18 Ultrafast Fluorescence Measurements…………………………….……… 27 Fabrication of DSSC and Photovoltaic Measurements…………………... 29 Stability Test……………………………………………………………… 31 References………………………………………………..………………. 32 Chapter 2. Excited-State Intramolecular Proton Transfer Molecules Bearing ortho-Hydroxy Analogues of Green Fluorescent Protein Chromophore………….... 33 Abstract……………………………………………………………...………… 33 1. Introduction…………………………………………..……………………. 34 2. Results and Discussion………………………………..…………………… 38 2.1 Design strategy………………………………………..……………… 38 2.2 Synthesis and characterization………………………….……………. 40 2.3 Photophysical properties……………………………...……………… 49 2.4 ESIPT and relaxation dynamics……………………………………… 53 2.5 Computation and electrochemistry………………...…………………. 59 2.6 Fabrication of OLEDs…………………………………...…………… 63 3. Conclusion…………………………………………………………………. 66 4. Experimental Section……………………………………………...………. 68 4.1 Synthesis……………………………………..……………………..… 68 4.2 Measurements………………………………………………………… 84 4.3 Theoretical approach…………………………………………………. 85 4.4 Fabrication of OLEDs………………………………………………... 86 References……………………………………………………………………... 87 Supporting Information………………………………………………….…….. 92 X-ray Structural Analysis……………………………………..………….. 92 Chapter 3. Comprehensive Studies on an Overall Proton Transfer Cycle of the ortho-Green Fluorescent Protein Chromophore…………………………...………. 101 Abstract………………………………………………………………………. 101 1. Introduction………………………………………………………………. 104 2. Experimental Section…………………………………………………….. 108 2.1 Synthesis……………………………………………………………… 108 2.2 Steady-state and femtosecond time-resolved fluorescence spectroscopy………………………………………………………….. 108 2.3 Femtosecond UV/Vis transient absorption measurements………..….. 110 2.4 Femtosecond UV pump/ Mid-IR probe spectroscopy………………... 111 2.5 Nanosecond Time-resolved Spectroscopy……………………………. 112 2.6 Theoretical Approach………………………………………………… 113 3. Results…………………………………………………………...……….. 114 3.1 Steady-state UV-Vis absorption/emission and time-resolved fluorescence………………………………………………….……….. 114 3.2 Femto-picosecond UV-Vis transient absorption………………..…….. 120 3.3 Nano-microsecond time-resolved experiment………………...……… 124 3.4 Time-resolved structural analyses…………………………….……… 127 4. Discussion…………………………………………………………..……. 131 Mechanism of ESIPT……………………………………………..…….. 131 5. Conclusion………………………………………………………...……… 143 References……………………………………………………….…………… 145 Figure Captions Chapter 1 Figure 1. Photocurrent density vs. voltage curves for DSSCs based on 1a (-), 2 (-●-) and 3 (-▲-) under AM 1.5 G simulated solar light (100 mW cm-2). Performances of DSSCs were measured with 0.16 cm2 working area and 0.6 M 1-propyl-3-methylimidazolium iodide (PMII), 0.1 M LiI, 0.05 M I2, 0.5 M 4-tert-butylpyridine (TBP) in dry acetonitrile as electrolyte. Inset: Photocurrent action spectrum of 1a…………………………………………………..……………………. 8 Figure 2. Evolution of photovoltaic parameters of compound 1a measured under the irradiance of AM 1.5G sunlight during light-soaking at 60 oC…………………….… 9 Figure S1. Absorption and emission spectra of neutral ( -□- , pH ~ 6.2) and anionic ( -×-, with 0.1 M KOH) red Kaede core chromophore 1a in water…………….…… 28 Figure S2. Absorption spectra of 2 and 3 in DMF……………………….………… 28 Chapter 2 Figure 1. (A). (upper) The molecular structure of 1a and its intermolecular relationship; thermal ellipsoids are drawn at the 50% probability level, (B). (lower) The molecular structure of 1h-E, thermal ellipsoids is drawn at the 50% probability level…………………………………………………………………………………. 46 Figure 2. (A) The absorption and emission spectra in terms of absorption extinction coefficient and the normalized emission spectra of 1a (-□-□-), 1b (-○-○-), 1c (-∆-∆-), 1d (-▽-▽-), 1e (-◇-◇-), 1f (-☆-☆-) and 1g (-+-+-) in cyclohexane. (B) 2a (-□-□-), 2b (-○-○-), 2c (-∆-∆-), 2d (-▽-▽-), 2e (-◇-◇-) and 2f (-☆-☆-) in cyclohexane…………………………………………………………………………. 50 Figure 3. The absorption and emission spectra of 1h-E form and 1h-Z form…...… 52 Figure 4. The decay curves of 1f (a) 490 nm (red) (b) 580 nm (red) and cross correlation trace between the excitation and the gate pulse (blue), (c) 620 nm (d) 660 nm and (e) the deuterium substitution decay dynamics at 580 nm recorded in cyclohexane. The excitation wavelength was set to be 400 nm………..…………… 53 Figure 5. The solid state emission spectra of 1a (-□-□-), 1b (-○-○-), 1c (-∆-∆-), 1d (-▽-▽-), 1e (-◇-◇-) and 1f (-☆-☆-)…………………………………………. 58 Figure 6. HOMO and LUMO that involve in the S0-S1 transition for selected 1b, 1d, 1e, 1f and the tautomer of 1d……………………………………………….………. 60 Figure 7. External quantum ( | |
dc.language.iso | en | |
dc.title | 綠色螢光蛋白質的發色團及其衍生物:高產率的合成方法、光譜動力學的研究及應用於染料敏化太陽能電池的潛力 | zh_TW |
dc.title | Green Fluorescent Protein chromophore and its derivatives;
High-Yield Synthesis, the Study of Spectroscopy and Potential Application for Dye-Sensitized Solar Cells | en |
dc.type | Thesis | |
dc.date.schoolyear | 99-2 | |
dc.description.degree | 博士 | |
dc.contributor.oralexamcommittee | 陳奎佑(Kew-Yu Chen),何美霖(Mei-Lin Ho),康佳正(Chia-Cheng Kang),趙登志(Teng-Chih Chao) | |
dc.subject.keyword | 綠色螢光蛋白質,紅色螢光蛋白質,染料敏化太陽能電池,七元環氫鍵,激發態分子內質子轉移反應, | zh_TW |
dc.subject.keyword | Green Fluorescent Protein,red Kaede,DSSC,seven-membered ring hydrogen bond,excited-state intramolecular proton transfer, | en |
dc.relation.page | 149 | |
dc.rights.note | 有償授權 | |
dc.date.accepted | 2011-07-21 | |
dc.contributor.author-college | 理學院 | zh_TW |
dc.contributor.author-dept | 化學研究所 | zh_TW |
顯示於系所單位: | 化學系 |
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