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論文名稱(中文) 苯並三唑類(Benzotriazole)紫外光吸收劑之合成與定性
論文名稱(英文) Synthesis and Characterization of Benzotriazole Basis UV Absorbents
校院名稱 成功大學
系所名稱(中) 化學系碩博士班
系所名稱(英) Department of Chemistry
學年度 101
學期 2
出版年 102
研究生(中文) 邱丞偉
研究生(英文) Cheng-Wei Chiu
電子信箱 keith77508@hotmail.com
學號 l36001173
學位類別 碩士
語文別 中文
論文頁數 94頁
口試委員 指導教授-黃福永
口試委員-蕭世裕
口試委員-王小萍
中文關鍵字 2-(2’-羥基-5’-叔丁基苯基)苯並三唑  分子內氫鍵  紫外光吸收  熱可塑性彈性體  拉電子官能基  密度泛函理論  紫外光吸收劑 
英文關鍵字 Tinuvin PS  H-bonding  UV absorbent  density functional theory 
學科別分類
中文摘要 本研究先用密度泛函理論方法的理論計算起始物2-(5’-叔丁基-2’-羥基苯基)苯並三唑及其衍生物之紫外光吸收範圍與強度為基礎,而後利用起始物合成相關衍生物。我們以合成2-(5’-叔丁基-2’-羥基-3’-硝基苯基)苯並三唑(1)、2-(5’-叔丁基-2’-甲氧基苯基)苯並三唑(2)、2-(3’-苯甲醯基-5’-叔丁基-2’-羥基苯基)苯並三唑(3)、2-(3’-苯甲醇基-5’-叔丁基-2’-羥基苯基)苯並三唑(4)、2-(5’-叔丁基-3’-甲苯基-2’-羥基苯基)苯並三唑(5)、2-(5’-叔丁基-2’-羥基-3’-甲醇基苯基)苯並三唑(6)、2-(5’-叔丁基-2’-羥基-3’-甲醛基苯基)苯並三唑(7)、2-[5’-叔丁基-2’-羥基-3’-(2’-萘甲醯基)苯基]苯並三唑(8)、2-[5’-叔丁基-2’-羥基-3’-(2’-萘甲醇基)苯基)苯並三唑(9)、2-(5’-叔丁基-2’-羥基-3’-(2’-甲萘)苯基)苯並三唑(10)等衍生物。溶於氯仿中,以溶液態測定衍生物的紫外光吸收光譜,探討其在溶液態時的紫外光吸收,並用於解釋實驗結果。根據紫外光吸收光譜結果,推測分子內氫鍵的強化及碳氧雙鍵作為側鏈連接共軛取代基與主幹,能夠提升紫外光吸收效果,其中拉電子基具有強化分子內氫鍵之作用。並討論化合物(3)在不同溶劑中之紫外光吸收光譜改變,以及添加於熱可塑性彈性體中,測定其紫外光保護效果,結果證明對於UV-A有良好保護效果。
英文摘要 In this research, theoretical study with density functional theory (DFT) method were employed to calculate the absorb range and intensity of 2-(5’-tert-butyl-2’-hydroxylphenyl)benzotriazole and its derivatives first. And then use this starting material to synthesize various derivatives such as 2-(5’-tert-butyl-2’-hydroxy-3’-nitrophenyl) benzotriazole(1), 2-(5’-tert-butyl-2’-methoxyphenyl)benzotriazole (2), 2- (3’-benzoyl-5’-tert-butyl-2’-hydroxyphenyl)benzotriazole (3),2-(3’-benze -nemethanol-2’-hydroxy-phenyl)benzotriazole (4), 2-(3’-benzenemethyl -5’-tertbutyl-2’-hydroxyphenyl)benzotriazole (5), 2-(5’-tert-butyl-2’- hydroxy-3’-methanolphenyl)benzotriazole (6), 2-(3’-aldehyde-5’-tert- butyl-2’-hydroxy-phenyl)benzotriazole (7), 2-[5’-tert-butyl-2’-hydroxy- 3’-(2’-naphthoyl)phenyl]benzotriazole (8), 2-[5’-tert-butyl-2’-hydroxy- 3’-(2’-naphthalenemethanol)phenyl]benzotriazole(9),2-[5’-tert-butyl-2’-hydroxy-3’-(2’-naphthoylmethyl)phenyl] benzotriazole (10). Each of the derivatives was dissolved in chloroform, respectively, to measure the UV absorption. Spectroscopic studues of UV absorption in solution state were also examined. According to the results of UV absorption, it was found compounds who has showed the intra-molecular hydrogen bonding and groups with  conjugation system connecting to the could increase the intensity of UV absorption. And it also found that electron withdrawing group connecting to C3 of the phenyl moiety could promote the intra-molecular hydrogen bonding. Compound (3) was add to Thermoplastic polyurethane to test the protection ability of UV, and the results show that it has great protection ability for UV-A.
論文目次 摘要 II
Abstrct III
誌謝 IV
目錄 V
表目錄 VII
圖目錄 VIII
第一章 緒論 1
1.1 前言 1
1.2 紫外光吸收劑種類介紹 4
1.3 Tinuvin系列介紹 5
第二章 相關研究回顧及原理 6
2.1 合成研究之進展 6
2.2 不同功能之研究 9
2.3 紫外光-可見光吸收光譜原理 12
第三章 實驗部分 17
3.1 實驗儀器和藥品 17
3.2 Tinuvin PS衍生物合成與鑑定 21
第四章 結果與討論 42
4.1 化合物之紫外光吸收光譜 42
4.2 溶劑對於紫外光光譜的影響測定 74
4.3 紫外光吸收劑之應用 78
第五章 結論 80
參考文獻 84
附錄 88
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