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研究生:涂承恩
研究生(外文):TU,CHENG-EN
論文名稱:新穎型防曬劑合成與研究
論文名稱(外文):Synthesis and research of novel sunscreens
指導教授:楊朝成楊朝成引用關係何文岳何文岳引用關係
指導教授(外文):YANG,CHAO-CHENGHE,WEN-YUE
口試委員:劉家全羅順原
口試委員(外文):LIU,JIA-QUANLUO,SHUN-YUAN
口試日期:2019-09-02
學位類別:碩士
校院名稱:嘉南藥理大學
系所名稱:化粧品應用與管理系
學門:民生學門
學類:美容學類
論文種類:學術論文
論文出版年:2019
畢業學年度:107
語文別:中文
論文頁數:90
中文關鍵詞:防曬毒性高分子聚合物紫外線
外文關鍵詞:sunscreentoxicityhigh molecular weight
DOI:ultraviolet light
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本研究主要是以化學防曬劑Benzophenone-1、Benzophenone-3為起始物,經過帶有雙鍵官能基的修飾,得到具有雙鍵可聚合的中間產物,再利用中間產物跟偶氮二異丁腈 (AIBN) 進行自由基聚合反應,得到高分子防曬聚合物。探討高分子防曬劑之紫外線吸收、毒性測試,應用於防曬化粧品中,減少經皮吸收,以提升化學防曬產品的安全性。
進行高分子聚合物過程中,AIBN的添加量會影響聚合分子量大小的關鍵,透過不同的當量數可以觀察到,當量數越小,聚合物的分子量越大。
化學結構改變,對紫外線吸收的變化也是一大關鍵,實驗過程中,我們發現如果原本帶有兩個羥基的防曬起始物都接上雙鍵的官能基,會導致藍位移,反之,當苯環上還留有一個羥基時,則保持與起始物一樣的紫外線波長範圍。
除此之外,透過細胞毒性測試來檢驗發現在濃度500 ng/ml時,Benzophenone-1會顯著的抑制細胞生長(72±5%),而高分子聚合物則無明顯抑制細胞生長。



In this study, the chemical sunscreen agents Benzophenone-1 and Benzophenone-3 were used as the starting materials. After modification with a double bond functional group, an intermediate product with double bond polymerizable was obtained, and the intermediate product was used with azobisisoindole. The nitrile (AIBN) is subjected to radical polymerization to obtain a polymer sunscreen polymer. Explore the UV absorption and toxicity test of polymer sunscreens, apply them to sunscreen cosmetics, reduce percutaneous absorption, and improve the safety of chemical sunscreen products.
In the process of polymer, the amount of AIBN added will affect the molecular weight of the polymer. It can be observed by different number of equivalents. The smaller the number of equivalents, the larger the molecular weight of the polymer.
The change of chemical structure is also a key to the change of UV absorption. During the experiment, we found that if the sunscreen starting material with two hydroxyl groups is connected to the functional group of the double bond, it will cause blue shift, and vice versa. When a hydroxyl group remains on the ring, the same ultraviolet wavelength range as the starting material is maintained.
In addition, by cytotoxicity test, Benzophenone-1 significantly inhibited cell growth (72±5%) at a concentration of 500 ng/ml, while high molecular weight did not significantly inhibit cell growth.

目錄
摘要 VIII
Abstract IX
第一章、緒論 1
1-2研究動機與目的 3
第二章 文獻探討 6
2-1紫外線的種類 6
2-1-1 UVA區段 6
2-1-2 UVB區段 7
2-1-3 UVC區段 7
2-2-1物理性防曬 8
2-2-2化學性防曬 8
2-3常見的化學防曬劑分類 8
2-4優良防曬劑必備條件[10,11]: 11
2-5 二苯甲酮類 12
2-6防曬劑造成的危害 14
2-7二苯甲酮羥基取代對毒性的影響 15
2-8 改變化學結構對紫外線吸收帶的影響 17
2-9 防曬劑法定添加限量 18
第三章 材料與方法 23
3-1藥品及溶劑 23
3-2儀器設備 25
3-3 單體合成 26
3-3-1 2-Hydroxy-4-(acryloyloxy)benzophenone, 1a ( 單體 )合成 26
3-3-2 2-Hydroxy-4-allyloxybenzophenone, 2a ( 單體 ) 合成 27
3-3-3 4-[(4-Ethenylphenyl)methoxy-2-hydroxybenzophenone, 3a ( 單體 ) 合成 27
3-3-4 2-acryloyloxy-4-methoxybenzophenone, 4a ( 單體 ) 合成 29
3-3-5 2-allyloxy-4methoxybenzophenone, 5a ( 單體 ) 合成 29
3-4 聚合物合成 31
3-4-1 聚合物1b 31
3-4-2 聚合物2b 31
3-4-3 聚合物3b 32
3-4-4 聚合物4b 33
3-4-5 聚合物5b 34
3-5 紫外線測試製備 35
3-5-1 BP-1、1a、1b溶液配置 35
3-5-2 BP-1、2a、2b 溶液配置 35
3-5-3 BP-1、3a、3b 溶液配置 35
3-5-4 BP-1、4a、4b 溶液配置 36
3-5-5 BP-3、5a、5b 溶液配置 36
3-6 、熔點測試 37
第四章 結果與討論 44
4-1 分子量試驗 44
4-2 Benzophenone-1、Benzophenone-3衍生物溶解度 48
4-3 紫外線測試 49
4-3-1 1a、1b UV吸收波長 49
4-3-2 2a、2b UV吸收波長 49
4-3-3 3a、3b UV吸收波長 52
4-3-4 BP-3、4a、4b UV吸收波長 53
4-3-5 BP-3、5a、5b UV吸收波長 53
4-4 細胞毒性試驗 55
4-5 經皮吸收測定 58
第五章、結論 59
第六章、參考文獻 61


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