本實驗利用紫外光吸收劑2-(2’-羥基-5’-甲基苯基)苯并三唑 (1) 為起始物合成2-(2’-羥基-5’-甲基-3’-硝基苯基)苯并三唑 (2) 、 2-(2’-羥基-5’-甲基-3’-磺酸苯基)苯并三唑 (3) 、 2-(2’-羥基-3’-甲氧基甲基-5’-甲基苯基)苯并三唑 (4) 、 2-(2’-羥基-3’-甲氧基甲基-5’-甲基苯基)苯并三唑 (4) 、 2-(2’-羥基-3’-丁氧基甲基-5’-甲基苯基)苯并三唑 (5) 及2-(2’-甲氧基-5’-甲基苯基)苯并三唑 (6) 等衍生物。溶於正己烷、環己烷、甲醇及二甲基亞碸溶媒中，以溶液態測定衍生物光物理性質(紫外-可見光、螢光)，探討其在溶液態時的紫外光吸收、螢光放射等行為，理論計算採用密度泛函理論方法驗證並解釋實驗結果。根據紫外光吸收及螢光結果推測在C-11位置上改為拉電子官能基的化合物可提升分子內氫鍵強度且化合物(4)、(5) 因取代基立體障礙能抵擋溶劑分子與化合物產生分子間氫鍵作用而造成化合物本身的分子內氫鍵破壞。當溶劑分子的極性提升易與化合物本身的氫氧基產生分子間氫鍵進而破壞分子內氫鍵造成長波長吸收峰(345 nm，屬於π->π* 電子躍遷)吸收值變弱。利用分子軌域合理分析化合物(1)-(5) 傾向發生在激發態進行分子內質子轉移，行激發態去活化行為。

In the present work, UV absorber, 2-(2’-hydroxyl-5’-methylphenyl) benzotriazole (1), has been taken as the starting material to synthesize various derivatives such as 2-(2’-hydroxyl-5’-methyl-3’-nitrophenyl) benzotriazole (2), 2-(2’-hydroxyl-5’-methyl-3’-sulfonphenyl)benzotriazole (3), 2-(2’-hydroxyl-3’- methoxymethyl-5’-methylphenyl)benzotriazole (4), 2-(2’-hydroxyl- 3’-butoxy- methyl-5’-methylphenyl)benzotriazole (5) and 2-(2’-methoxy- 5’-methylphenyl) benzotriazole (6). Each of the derivatives was dissolved in hexane, cyclohexane, methanol and DMSO, respectively, to measure the photophysical properties (UV/Vis and Fluorescence). Spectroscopic study of UV/Vis absorption and fluorescence emission in solution state, and theoretical study with density functional theory (DFT) method were employed to characterize these UV absorbers. According to the results of UV absorption and fluorescence emission, it was found compounds with electron- withdrawing groups in the C-11 site could promote the strength of intramolecular hydrogen bonding and compounds (4,5) were capable of preventing from interacting with the solvent, which was due to the steric effect from bulkyl substituent in the C-11 site. By using molecular orbital analysis, it was found we can reasonably analyze that compounds(1)-(5) prefer intramolecular proton transfer in excited state (1) to (5) as to deactivate the excited state.

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