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| DC 欄位 | 值 | 語言 |
|---|---|---|
| dc.contributor.advisor | 賴育英(Yu-Ying Lai) | |
| dc.contributor.author | Yu-Jen Lin | en |
| dc.contributor.author | 林囿任 | zh_TW |
| dc.date.accessioned | 2021-05-11T05:00:14Z | - |
| dc.date.available | 2019-08-07 | |
| dc.date.available | 2021-05-11T05:00:14Z | - |
| dc.date.copyright | 2019-08-07 | |
| dc.date.issued | 2019 | |
| dc.date.submitted | 2019-07-26 | |
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| dc.identifier.uri | http://tdr.lib.ntu.edu.tw/handle/123456789/731 | - |
| dc.description.abstract | 直接芳基化聚合反應是一個已被發展用以合成共軛高分子的方法，相較於傳統偶合反應更符合原子經濟且較節省合成成本。另一方面，水溶性共軛高分子因同時具備優異的光電性質與親水的溶解特性，在生醫相關領域應用十分廣泛，生物感應或細胞顯影尤為熱門，然而，於過往文獻中，絕大部分的合成皆以傳統偶合反應進行，且以有機溶劑作為反應條件，相較於純水，有機溶劑是一種毒性較高且對環境較不友善的反應媒介，在純水相中使用直接芳基化法聚合共軛高分子的研究尚未有文獻記載，因此，本實驗提出於水相中進行直接芳基化聚合反應，以芴和噻吩衍生物為單體，進一步調控反應條件如：反應溫度、時間、鈀金屬配位基及各項反應試劑等，試圖得到水相鈀催化直接芳基化聚合反應之最佳化條件。我們發現部分聚合產物擁有異常的吸收光譜，藉由理論計算的輔助，合理地解釋其產生機制。此外，凝膠滲透層析儀(GPC)指出反應產物的分散係數異常的低(Đ = ~1.09)，透過一系列的實驗驗證，發現高分子鏈會因其主鏈與側鏈的親疏水性不同，而導致構型改變的結果，進而使GPC所測得的分散係數與分子量的下降。 | zh_TW |
| dc.description.abstract | Direct arylation polymerization (DArP) has been developed to synthesize conjugated polymers. Compared to the conventional cross-coupling methods, DArP exhibits atomic economy and reduces the synthetic cost. On the other hand, with the decent optoelectronic characteristics and outstanding water solubility, water-soluble conjugated polymers are widely used in biomedical science, especially in biosensor or cell imaging. However, most of the reactions were achieved by traditional cross-coupling methods. Also, the environmental media are usually organic solvents which are more eco-unfriendly than water. Herein, aqueous palladium-catalyzed direct arylation polymerization is utilized to synthesize conjugated polymers. Fluorene and thiophene derivatives are chosen as the reaction monomers and optimization of polymerization conditions was performed by varying temperature, time, loading amount, base, and ligand. It was found that certain polymers provide extraordinary profiles in absorption spectra, which can be elucidated with the assistance of theoretical computation. Moreover, the synthesized polymers exhibit nearly monodispersity (Đ = ~1.09), which can be rationalized by the formation of aggregates on account of the hydrophobic and hydrophilic interactions. | en |
| dc.description.provenance | Made available in DSpace on 2021-05-11T05:00:14Z (GMT). No. of bitstreams: 1 ntu-108-R06549006-1.pdf: 8896624 bytes, checksum: 3bcf58c39e0becfb87013dc4372feed0 (MD5) Previous issue date: 2019 | en |
| dc.description.tableofcontents | 第1章 緒論 1
1-1 有機共軛高分子 1 1-1-1 有機共軛高分子聚合方法 1 1-2 直接芳基化法 3 1-2-1 直接芳基化法聚合共軛高分子 7 1-3 水溶性共軛高分子 11 1-3-1 水溶性共軛高分子的合成 13 1-3-2 水相環境之聚合反應 19 1-4 自折疊效應 21 1-5 研究動機 23 第2章 結果與討論 25 2-1 單體的合成與鑑定 25 2-2 以磷配位基進行直接芳基化聚合反應 29 2-2-1 配位基的自我聚集效應 48 2-3 以嘧啶配位基進行直接芳基化聚合反應 53 2-4 水溶性高分子的自折疊效應 62 第3章 結論 65 第4章 實驗 67 4-1 試藥 67 4-2 實驗儀器 67 4-2-1 核磁共振光譜儀(Nuclear Magnetic Reasonance, NMR) 67 4-2-2 質譜儀(Mass Spectrometry, MS) 68 4-2-3 凝膠滲透層析儀(Gel Permeation Chromatography, GPC) 68 4-2-4 紫外光可見光吸收光譜儀(Uv-Vis Spectrophotometer) 68 4-2-5 粒徑/介面電位分析儀(Particle Sizing and Zeta Potential) 68 4-2-6 基質輔助雷射脫附游離飛行時間質譜儀(Matrix-Assisted Laser Desorption/Ionization Time of Flight Mass Spectrometry, MALDI-TOF) 69 4-3 合成 69 第5章 參考文獻 78 第6章 附錄 89 | |
| dc.language.iso | zh-TW | |
| dc.subject | 自摻雜效應 | zh_TW |
| dc.subject | 直接芳基化法 | zh_TW |
| dc.subject | 水溶性共軛高分子 | zh_TW |
| dc.subject | 水相環境 | zh_TW |
| dc.subject | 自摺疊效應 | zh_TW |
| dc.subject | Direct-arylation | en |
| dc.subject | Self-doping effect | en |
| dc.subject | Self-folding effect | en |
| dc.subject | Aqueous media | en |
| dc.subject | Water-soluble conjugated polymers | en |
| dc.title | 水相環境中以鈀催化直接芳基化聚合反應合成水溶性高分子 | zh_TW |
| dc.title | Aqueous Palladium-Catalyzed Direct-Arylation Polymerization | en |
| dc.date.schoolyear | 107-2 | |
| dc.description.degree | 碩士 | |
| dc.contributor.oralexamcommittee | 王立義(Leeyih Wang),劉沂欣(Yi-Hsin Liu),游文岳(Wen-Yueh Yu) | |
| dc.subject.keyword | 直接芳基化法,水溶性共軛高分子,水相環境,自摺疊效應,自摻雜效應, | zh_TW |
| dc.subject.keyword | Direct-arylation,Water-soluble conjugated polymers,Aqueous media,Self-folding effect,Self-doping effect, | en |
| dc.relation.page | 107 | |
| dc.identifier.doi | 10.6342/NTU201902024 | |
| dc.rights.note | 同意授權(全球公開) | |
| dc.date.accepted | 2019-07-29 | |
| dc.contributor.author-college | 工學院 | zh_TW |
| dc.contributor.author-dept | 高分子科學與工程學研究所 | zh_TW |
| 顯示於系所單位： | 高分子科學與工程學研究所 | |
文件中的檔案：
| 檔案 | 大小 | 格式 | |
|---|---|---|---|
| ntu-108-1.pdf | 8.69 MB | Adobe PDF | 檢視/開啟 |
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