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| DC 欄位 | 值 | 語言 |
|---|---|---|
| dc.contributor.advisor | 梁文傑 | zh_TW |
| dc.contributor.advisor | Man-Kit Leung | en |
| dc.contributor.author | 張中瑞 | zh_TW |
| dc.contributor.author | Chung-Jui Chang | en |
| dc.date.accessioned | 2024-08-06T16:13:53Z | - |
| dc.date.available | 2024-08-07 | - |
| dc.date.copyright | 2024-08-06 | - |
| dc.date.issued | 2024 | - |
| dc.date.submitted | 2024-06-14 | - |
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Jiang, X.; Zhu, N.; Zhao, D.; Ma, Y., New cyclometalated transition-metal based photosensitizers for singlet oxygen generation and photodynamic therapy. Sci. China Chem. 2016, 59, 40-52. 57. Adam, W.; Ahrweiler, M.; Sauter, M.; Schmiedeskamp, B., Oxidation of indoles by singlet oxygen and dimethyldioxirane: Isolation of indole dioxetanes and epoxides by stabilization through nitrogen acylation. Tetrahedron Lett. 1993, 34, 5247-5250. | - |
| dc.identifier.uri | http://tdr.lib.ntu.edu.tw/jspui/handle/123456789/93606 | - |
| dc.description.abstract | 磷光有機發光二極體是OLED領域中相當常見的一類化合物。本篇論文利用含有吡咯(Pyrrole)及其衍生物的醛類和一級氨在溫和的酸催化下合成希夫鹼的配位基，此類配位基具有製備和純化相當容易的優勢。透過和過度金屬鈀和鉑配位，在重金屬效應的幫助下得以進行磷光放光。我們成功合成出一系列希夫鹼相關衍生物的金屬錯合物分子。此外，透過將苯環及吡咯分別替換為萘(Naphthalene)及吲哚(Indole)，對配位基的不同位置進行苯環的共振延長，其金屬螯合物的放光波長會有不同程度的紅移。吡咯錯合物之放光多落在680奈米的紅光區段，且能夠被固化於高分子薄膜中進行薄膜態的放光。而含吲哚基團的鉑錯合物甚至可達到900奈米的近紅外光區段。所有材料熱裂解溫度皆大於攝氏300度，具有不錯的熱穩定性。
除了放光特性外，以吡咯基團為配基的金屬化合物具有和9,10-二苯蒽(9,10-Diphenylanthracene, DPA)進行三重態-三重態湮滅光子上轉換 (TTA-UC)的能力，可扮演光敏劑的角色，將所吸收的綠光轉移至受體引發TTA現象，而放出更高能量的藍光。本實驗成功合成出四種能夠和DPA進行TTA-UC的分子，Ph-Py-Pt, Ph-Py-Pd, Na-Py-Pt, 及Na-Py-Pd。其中，以Na-Py-Pd具備最好的光敏劑特性。其具有16.1%的QYUC。Ph-Py-Pt 則具備最大之淬息常數4.7x 109 M-1s-1。 最終，透過密度泛函理論，配合X-ray單晶繞射分析，我們推論其配基間的非平面扭轉振動模式是降低其量子效率的主因，因此，未來進行材料設計上可透過成環的概念設計分子來增加量子效率。由於已知悉共振延長對光色紅移效果的影響，可在未來深紅光及近紅外光磷光材料的設計上，提供光色修飾的構想。 | zh_TW |
| dc.description.abstract | A series of Schiff base ligands were synthesized by combining pyrrole and benzene moiety, and their corresponding Pd(II) and Pt(II) complexes chelation was accomplished. As the replacement by naphthalene and indole group, the phosphorescence emission performed a red-shift to a different extent. The conjugation extension of benzene moiety caused a 10 nm red shift, while the indole subunit moved the phosphorescence emission from deep-red to NIR windows. Although the PLQY was relatively low due to vibrational relaxation, the extension concept gave an idea to the deep-red NIR phosphorescence emitter design. Furthermore, the pyrrole-containing complexes exhibit their potential as a triplet sensitizer with 9,10-Diphenylanthracene (DPA) to demonstrate the triple-triplet up-conversion (TTAUC) phenomenon. Na-Py-Pd showed the highest QYUC, 16.1%, and Ph-Py-Pt performed the highest bimolecular quenching constants, 4.7x 109 M-1s-1. Moreover, Ph-In-Pt demonstrateses the potential for a singlet oxygen generation sensitizer. | en |
| dc.description.provenance | Submitted by admin ntu (admin@lib.ntu.edu.tw) on 2024-08-06T16:13:53Z No. of bitstreams: 0 | en |
| dc.description.provenance | Made available in DSpace on 2024-08-06T16:13:53Z (GMT). No. of bitstreams: 0 | en |
| dc.description.tableofcontents | 論文口試委員審定書 I
謝辭 II 摘要 III Abstract IV 目次 V 圖次 VII 表次 X 化合物名稱與結構 XI 第一章 緒論 1 1.1有機發光二極體起源 1 1.2有機分子發光機制 2 1.3機發光二極體元件 4 1.4有機發光二極體材料發展 5 第二章 研究動機與文獻回顧 12 2.1 研究動機 12 2.2 文獻回顧 12 2.2.1紅色磷光材料 12 2.2.2 希夫鹼材料 15 2.2.3 三重態-三重態湮滅光子上轉換光敏劑 16 2.3分子設計 25 2.4 合成途徑 26 第三章 結果與討論 29 3.1熱性質分析 29 3.2光物理性質分析 31 3.3電化學分析 39 3.4三重態-三重態湮滅光敏劑性質分析 43 3.5理論計算分析 47 3.6晶體結構分析 56 3.7單重態氧生成性質分析 62 第四章 結論 64 第五章 實驗部分 65 5.1 實驗儀器 65 5.2 試劑與溶劑 66 5.3 合成方法與步驟 66 第六章 參考資料 74 第七章 附錄 80 7.1 化合物之1H NMR 及13C NMR 80 7.2 化合物之TGA圖譜及DSC圖譜 102 7.3 化合物之X-ray 晶體數據 105 | - |
| dc.language.iso | zh_TW | - |
| dc.subject | 紅光 | zh_TW |
| dc.subject | 金屬錯合物 | zh_TW |
| dc.subject | 磷光 | zh_TW |
| dc.subject | 光敏劑 | zh_TW |
| dc.subject | 三重態-三重態湮滅光子上轉換 | zh_TW |
| dc.subject | Pd complex | en |
| dc.subject | triple-triplet annihilation up-conversion(TTAUC) | en |
| dc.subject | sensitizer | en |
| dc.subject | red phosphorescence | en |
| dc.subject | pyrrole | en |
| dc.subject | conjugation extension | en |
| dc.subject | Pt complex | en |
| dc.title | 探討共振延長對含吡咯基團希夫鹼之鈀金屬及鉑金屬錯合物磷光放光影響及其作為光敏劑之應用 | zh_TW |
| dc.title | Investigate Conjugation Extension of Pyrrole-Containing Palladium(II) and Platinum(II) Schiff Bases Complexes Phosphorescence and Their Application as Photosensitizer | en |
| dc.type | Thesis | - |
| dc.date.schoolyear | 112-2 | - |
| dc.description.degree | 碩士 | - |
| dc.contributor.oralexamcommittee | 李君浩;邱天隆;林伯彥 | zh_TW |
| dc.contributor.oralexamcommittee | Jiun-Haw Lee;Tien-Lung Chiu;Bo-Yen Lin | en |
| dc.subject.keyword | 三重態-三重態湮滅光子上轉換,紅光,光敏劑,磷光,金屬錯合物, | zh_TW |
| dc.subject.keyword | triple-triplet annihilation up-conversion(TTAUC),sensitizer,red phosphorescence,pyrrole,conjugation extension,Pt complex,Pd complex, | en |
| dc.relation.page | 141 | - |
| dc.identifier.doi | 10.6342/NTU202401167 | - |
| dc.rights.note | 同意授權(限校園內公開) | - |
| dc.date.accepted | 2024-06-14 | - |
| dc.contributor.author-college | 理學院 | - |
| dc.contributor.author-dept | 化學系 | - |
| dc.date.embargo-lift | 2029-06-14 | - |
| 顯示於系所單位： | 化學系 | |
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