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  2. 理學院
  3. 化學系
請用此 Handle URI 來引用此文件: http://tdr.lib.ntu.edu.tw/jspui/handle/123456789/38902
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DC 欄位值語言
dc.contributor.advisor何東英
dc.contributor.authorJui-Hsien Linen
dc.contributor.author林瑞僩zh_TW
dc.date.accessioned2021-06-13T16:51:36Z-
dc.date.available2005-07-04
dc.date.copyright2005-07-04
dc.date.issued2005
dc.date.submitted2005-06-22
dc.identifier.citation參 考 文 獻
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dc.identifier.urihttp://tdr.lib.ntu.edu.tw/jspui/handle/123456789/38902-
dc.description.abstract本篇論文利用Suzuki coupling及Sonogashira coupling合成出兩系列含有π電子共軛系統的化合物,分別為9-phenyl-10-anthronitriles ( PAN ) series 及9-phenylethynyl-10-anthronitriles ( PEAN ) series。並研究其光物理性質、電化學特性及電致化學發光性質 ( Electrogenerated ChemiLuminescence; ECL )。並利用理論計算( Density Functional Theory; DFT-B3LYP/6-31G* ) 的結果與所觀察到的電子性質相互比較。
這次的研究,我們藉由UV-Vis光譜儀及螢光光譜儀,做了UV-Vis吸收及螢光強度的測試並計算其量子產率,來探討這兩個系列化合物的光物理性質。接下來,用循環伏安計確認化合物的氧化還原電位,再利用ECL裝置使其在短時間內切換作用的氧化還原電位,產生足量且在此極短的時間內穩定的陰、陽離子自由基,進行反應。並於同一裝置內,以螢光儀偵測其化學發光。
根據實驗結果,得到的產物中PAN、AnAN、DMA-PAN及DMA-PEAN經由S-route放光,其餘的DTP-PAN、An2N-PAN、PEAN、AnEAN及DTP-PEAN為E-route放光,而An2N-PEAN沒有ECL放光。
zh_TW
dc.description.abstractTwo series of π-conjugated bipolar compounds namely 9-phenyl-10-anthronitriles (PANs) and 9-phenylethynyl-10-anthronitriles (PEANs) having inherent redox centers have been synthesized and their UV-Vis absorption, fluorescence emission and electrochemical behavior are studied. Electrochemiluminescence of these molecules bearing weak, strong and spin polarized donors is also studied. The observed electronic properties are explained by means of Density Functional Theory (DFT- B3LYP/6-31G*) calculations. The structure-property relationships of all the molecules are discussed.
In this study, we checked absorption and emission spectra in various solvents by the UV-Vis and fluorescence spectrometer respectively. Quantum yield (Φ) and other photophysical properties were also studied by the data. We used Cyclic Voltammetry ( CV ) to determine the electrochemical activities of all compounds. And then we checked ECL properties by triple-potential step.(fluorescence spectrometer as detector.)
In conclusion, PAN、AnAN、DMA-PAN and DMA-PEAN with energy sufficient to populate singlet state, thus they followed S-route emission. DTP-PAN、An2N-PAN、PEAN、AnEAN and DTP-PEAN show ECL emission red-shifted and energy deficient, thus they followed E-route emission. An2N-PEAN is no ECL emission.
en
dc.description.provenanceMade available in DSpace on 2021-06-13T16:51:36Z (GMT). No. of bitstreams: 1
ntu-94-R92223073-1.pdf: 11267064 bytes, checksum: d1dec41562d00570f763d08a233a2a41 (MD5)
Previous issue date: 2005
en
dc.description.tableofcontents目 錄
目 錄 I
中文摘要 III
英文摘要 IV
第一章 緒論 1
1-1 前言 1
1-2 電致化學發光 3
1-2-1 電致化學發光簡介 3
1-2-2 電致化學發光之機制 5
(一) Annihilation ECL 5
(二) 共試劑電化學發光 ( Coreactant ECL ) 7
1-2-3 電致化學發光之途徑 9
1-2-4 電致化學發光的應用 12
1-3 分子內電荷轉移 16
1-3-1 分子內電荷轉移簡介 16
1-3-2 TICT模型 18
1-3-3 Onsager模型 20
第二章 結果與討論 22
2-1 化合物的合成 22
2-2 光物理性質 25
2-3 電化學性質 40
2-4 理論計算 43
2-5 電致化學發光 49
2-6 結論 52
第三章 實驗部分 54
3-1 儀器部分 54
3-2 化合物之合成 56
3-2-1 Biaryls ( 9-phenyl-10-anthronitriles, PANs ) 56
(一) 硼化物的合成 56
(二) 碘化物的合成 58
(三) 用Suzuki coupling合成Biaryls 62
3-2-2 Biarylethynes ( 9-phenylethynyl-10-anthronitrile, PEANs ) 69
(一) 合成末端炔基化合物 69
(二) 溴化物的合成 74
(三) 用Sonogashira合成Biarylethynes 75
3-3 實驗步驟 83
3-3-1 測量UV-Vis光譜及螢光光譜 83
3-3-2 測量氧化電位及還原電位-CV實驗 84
3-3-3 ECL實驗 85
(一) 施加電壓的討論 85
(二) ECL 實驗 87
參 考 文 獻 91
附 錄 95
dc.language.isozh-TW
dc.subject電致化學發光zh_TW
dc.subject?蔥zh_TW
dc.subjectcyanoanthraceneen
dc.subjectECLen
dc.title腈蒽類共軛推-拉電子基化合物結構與性質之研究zh_TW
dc.titleStructure-Property Relationships in Conjugated Donor-Acceptor Molecules Based on Cyanoanthraceneen
dc.typeThesis
dc.date.schoolyear93-2
dc.description.degree碩士
dc.contributor.oralexamcommittee劉廣定,楊吉水
dc.subject.keyword電致化學發光,?蔥,zh_TW
dc.subject.keywordECL,cyanoanthracene,en
dc.relation.page128
dc.rights.note有償授權
dc.date.accepted2005-06-22
dc.contributor.author-college理學院zh_TW
dc.contributor.author-dept化學研究所zh_TW
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