臺灣博碩士論文加值系統

本論文使用含有chalcone結構之雙酚單體，成功製備出雙官能的氧代氮代苯并環己烷(Benzoxazine)單體(2)。將合成之 Benzoxazine 單體以紫外光照射，探討其雙鍵因受光激發進行[2+2]環加成(cycloaddition)反應及其結構變化。
此外，為了瞭解光交聯機制對於整體熱性質與機械性質的影響，將照光後的Benzoxazine 單體(2)進行加熱固化，使雙鍵進行環加成反應後，再升溫固化使得Benzoxazine開環，進而得到交聯之網狀結構，因此在材料測試方面，由於其交聯密度的提升，整體分子間緊密程度增加，使此材料可具備良好的熱性質及機械性質。

The photosensitive chalcone-containing benzoxazine (2) was synthesized successfully from chalcone-containing bisphenol, aniline and paraformaldehyde by one-pot procedure. The [2+2] cycloaddition of the chalcone moiety after UV irradiation was monitored by FTIR and UV-vis spectra.
To investigate the effect of photodimerization on thermal and mechanical properties, two steps curing procedure was performed. After the cycloaddition of the chalcone moiety by UV-irradiation, the ring-opening polymerization of benzoxazine was performed by thermal curing. Due to the enhancement of the crosslink density, the UV-irradiated thermosets exhibit good thermal and mechanical properties.

摘要 i
Abstract ii
第一章 緒論 1
第二章 原理與文獻回顧 3
2.1. 氧代氮代苯并環己烷(Benzoxazine)文獻回顧 3
2.1.2. 具有光起始效應的Benzoxazine 5
2.2. 查耳酮(chalcone)文獻回顧 7
2.2.1. 查耳酮(chalcone)結構介紹 7
2.2.2. 含有查耳酮(chalcone)結構之應用 10
2.2.3. 查耳酮(chalcone)結構與環氧樹脂之反應 19
2.3. 研究動機 22
第三章 實驗 23
3.1. 實驗藥品與溶劑 23
3.2. 儀器設備 24
3.3. 實驗合成 29
3.3.1. 含Chalcone結構雙酚單體(1)合成 29
3.3.2. 含Chalcone結構之Benzoxazine單體(2)合成 30
3.3.3. 材料製備 31
3.3.3.1. 共聚物固化 31
3.3.3.2. 熱固化試片製備 32
3.3.3.3. 紫外光-熱固化試片製備 33
第四章 結構鑑定與分析 34
4.1. 單體(1)光譜鑑定與分析 34
4.1.1. 1H NMR 鑑定 34
4.1.2. 1C NMR 鑑定 36
4.1.3. 傅立葉轉換紅外線光譜(FTIR)鑑定 38
4.1.4. 微差掃描熱卡計(DSC)分析 39
4.2. 單體(2)結構鑑定與分析 40
4.2.1. 1H NMR 鑑定 40
4.2.2. 13C NMR 鑑定 42
4.2.3. 傅立葉轉換紅外線光譜(FTIR)鑑定 44
4.2.4. 微差掃描熱卡計(DSC)分析 45
第五章 結果與討論 46
5.1. Benzoxazine 單體合成探討 46
5.2. Chalcone雙酚單體探討 48
5.3. Benzoxazine之FTIR探討 51
5.4. 共聚物性質分析 52
5.4.1. 熱性質分析 52
5.4.2. 電氣性質分析與比較 56
5.5. 感光性測試 57
5.5.1. 紫外光-可見光光譜儀( UV-Vis) 鑑定與特性分析 57
5.5.2. 照紫外光後Benzoxazine 之FTIR探討 59
5.5.3. 照紫外光後Benzoxazine 之1H NMR探討 60
5.6. Benzoxazine 之升溫固化與照光後升溫固化性質比較 62
第六章 結論 68
第七章 參考文獻 69

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