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完整後設資料紀錄
DC 欄位 | 值 | 語言 |
---|---|---|
dc.contributor.advisor | 楊吉水(Jye-Shane Yang) | |
dc.contributor.author | Yi-Hsuan Huang | en |
dc.contributor.author | 黃亦萱 | zh_TW |
dc.date.accessioned | 2021-06-08T02:47:15Z | - |
dc.date.copyright | 2017-08-25 | |
dc.date.issued | 2017 | |
dc.date.submitted | 2017-08-20 | |
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dc.identifier.uri | http://tdr.lib.ntu.edu.tw/jspui/handle/123456789/20393 | - |
dc.description.abstract | 一直以來,有機化學家們對於如何操控螢光團的螢光顏色有極大的興趣。在先前的研究中,我們把立障較大的五苯荑骨架接上發光團蒽設計出9,10-dipentiptycenylanthracene (9,10-P2A)時,可以利用機械外力來改變該化合物固態螢光顏色,我們認為那是出於立障較大的取代基會使得分子會有多種堆疊方式之結構,彼此可以透過摩擦或輾壓的方式來進行轉換。而在我們先前的研究中發現,當我們將我們立障很大的五苯荑基接上蒽的兩邊,這個分子會同時具有力致螢光變色(mechanofluorochromism, MFC)、薰致螢光變色(vapofluorochromism, VFC)和力致螢光記憶(mechanofluoromemory, MFM)。薰致螢光變色乃是螢光團會與氣體分子作用而產生不同的螢光顏色;而力致螢光記憶則是螢光團在受到機械外力後除了改變成特定螢光顏色,對氣體分子的靈敏度也同時發生改變,具有較弱的薰致螢光變色效應,此時在磨過的區域,不論再遇到任何氣體,都不會改變其螢光顏色,就如同”記憶”住施以外力前那刻的螢光顏色,故稱之為力致螢光記憶。
由於這是首次發現 MFM 的性質,且 9,10-P2A 是首個在固態利用激發複合體(exciplex)來感應不同揮發性有機物(volatile organic compounds)的螢光有機物。為了更深入探討這些現象背後的機制,以及五苯荑基與蒽各自扮演的角色,我們將五苯荑基接在蒽的不同取代位置上,根據對稱性合成,設計了一系列雙五苯荑基取代蒽的化合物1,4-, 1,5-, 1,8-, 2,6-dipentiptcenylanthracene、以及單邊取代的9-pentiptycenylanthracene,並測量其MFC、VFC、MFM 的效應,最後發現五苯荑基的重點是在其3D 立體的結構提供很許多不同種分子間作用力的可能性,這些作用力雖然單獨來看十分微弱,但在整體加成的效果之下,會讓分子間堆積各種可能的能量下降,導致 MFC、VFC 的可能性。 | zh_TW |
dc.description.abstract | Recently, we found that when a common planar chromophore like anthracene is substituted with the pentiptycenyl groups the resulting compound has the mechanofluorochromic (MFC), vapofluorochromic (VFC) and mechanofluorochromy (MFM) properties.
We believe that the bulky pentitpycene groups prevent strong intermolecular interactions, which tend to make the system polymorphic and switchable by external mechano-stimuli. To further understand the mechanism of this system, we have investigated its position isomers, including 1,4-, 1,5-, 1,8- and 2,6- dipentiptcenylanthracene. The fluorescence spectra and time-dependent emission intensity were measured to compare their MFC and VFC properties by powder X-ray diffraction, scanning electron microscopy, transmission electron microscopy. | en |
dc.description.provenance | Made available in DSpace on 2021-06-08T02:47:15Z (GMT). No. of bitstreams: 1 ntu-106-R04223112-1.pdf: 8831437 bytes, checksum: 622a6208fc37e413acc0d638590b8216 (MD5) Previous issue date: 2017 | en |
dc.description.tableofcontents | 謝誌 ................................................................................................................................................ I
中文摘要........................................................................................................................................ II ABSTRACT ..................................................................................................................................... III 目錄 ............................................................................................................................................. IV 圖目錄 ......................................................................................................................................... VI 表目錄 ....................................................................................................................................... VIII 附圖目錄.......................................................................................................................................IX 附表目錄........................................................................................................................................ 1 CHAPTER 1 前言 ....................................................................................................................... 2 1.1.1 光致發光 .......................................................................................................................... 2 1.1.2 吸收複合體與激發複合體 ............................................................................................... 3 1.1.3 溶致變色 .......................................................................................................................... 8 1.2 固態放光顏色 ........................................................................................................................... 9 1.2.1 薰致變色 .......................................................................................................................... 9 1.2.2 力致變色 ........................................................................................................................ 11 1.3 五苯荑蒽在固態放光顏色之研究 ......................................................................................... 17 1.3.1 蒽之簡介 ........................................................................................................................ 17 1.3.2 五苯荑基之簡介 ............................................................................................................ 17 1.3.3 五苯荑蒽在固態放光顏色之研究 ................................................................................. 18 1.4 研究動機 ................................................................................................................................. 26 CHAPTER 2 結果與討論.......................................................................................................... 27 2.1 目標分子的合成 ..................................................................................................................... 27 2.2 雙五苯荑蒽異構物之晶體結構 ............................................................................................. 33 2.2.1 9-PA 之三種晶體結構 ..................................................................................................... 33 2.2.2 1,8-P2A 之晶體結構 ........................................................................................................ 39 2.3 雙五苯荑蒽異構物之基本螢光性質 ..................................................................................... 41 2.4 雙五苯荑蒽之力致螢光變色行為 ......................................................................................... 46 2.4.1 雙五苯荑蒽初始狀態與磨後之螢光光譜 ..................................................................... 46 2.4.2 雙五苯荑蒽初始狀態與磨後之粉末 X-光繞射 ............................................................. 47 2.4.3 雙五苯荑蒽初始狀態與磨後之差示掃描量熱 ............................................................. 49 2.4.4 雙五苯荑蒽初始狀態與磨後之微觀形貌 ..................................................................... 51 2.5 雙五苯荑蒽之薰致螢光變色研究 ......................................................................................... 53 2.6 雙五苯荑蒽異構物之力致螢光記憶效應研究 ..................................................................... 55 CHAPTER 3 結論 ..................................................................................................................... 58 CHAPTER 4 實驗部分 ............................................................................................................. 59 4.1 實驗藥品與溶劑 ..................................................................................................................... 59 4.2 實驗儀器與方法 ..................................................................................................................... 63 4.3 化合物光學性質之量測 ......................................................................................................... 64 4.4 實驗步驟 ................................................................................................................................. 67 參考資料...................................................................................................................................... 81 附圖 ............................................................................................................................................. 83 附表 ........................................................................................................................................... 107 | |
dc.language.iso | zh-TW | |
dc.title | 雙(五苯荑)蒽位置異構物之力致與薰致螢光變色與力致螢光記憶效應之研究 | zh_TW |
dc.title | Studies on the Mechano- and Vapo-chromism and Mechanofluoromemory of Positional Isomers of Di-pentiptycenyl Anthracenes | en |
dc.type | Thesis | |
dc.date.schoolyear | 105-2 | |
dc.description.degree | 碩士 | |
dc.contributor.oralexamcommittee | 詹益慈(Yi-Tsu Chan),陳浩銘(Hao-Ming Chen) | |
dc.subject.keyword | 五苯荑,力致變色,薰致變色, | zh_TW |
dc.subject.keyword | pentiptycene,mechanochromism,vapochromism, | en |
dc.relation.page | 149 | |
dc.identifier.doi | 10.6342/NTU201704081 | |
dc.rights.note | 未授權 | |
dc.date.accepted | 2017-08-21 | |
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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