摘要
本論文研究使用FTIR、UV-vis、GC-MS、NMR等儀器分析探討新型紫外線吸收劑合成3-（3-叔丁基-4-羥基-5-苯醯基）苯丙酸(3-tert-butyl-4-Hydroxyphenyl-5-Benzeneacyl)-propanoic acid} (BHPBPA)及3-（3-叔丁基-4-羥基-5-苯醯基）苯丙酸甲酯(3-tert-butyl-4- Hydroxyphenyl-5- Benzeneacyl)- methyl propanoate } (BHPBMP)。實驗証實3-（3-叔丁基-4-羥基）苯丙酸{(3-tert-butyl-4-Hydroxyphenyl)-propanoic acid}(BHPPA) 因Friedel-Craft反應中長鏈的酸基會造成反應複雜化，不適用間苯二酚和三氯甲苯反應成2,4-二羥基苯甲酮機制。3-（3-叔丁基-4-羥基）苯丙酸甲酯{(3-tert-butyl-4- Hydroxyphenyl) -methyl propanoate} (BHPMP)與醯化劑Benzoyl chloride 和觸媒無水氯化鋁 Anhydrous aluminum chloride、氧化鋅Zinc oxide可加溫合成Benzophenone (BHPBMP)。隨著反應時間、溫度、及觸媒當量增加，有較佳紫外線吸收但有副產物生成，而降低3-（3-叔丁基-4-苯酚酯）苯丙酸甲酯{(3-tert- butyl-4- phenyl benzoate)- methyl propanoate} (BPBMP)及Benzophenone (BHPBMP)產率。使用反應中間體BPBMP，進行Fries rearrangement，使用觸媒AlCl3反應溫度越高時間越短，合成之產物紫外線吸收越佳。170℃反應3小時的產物於150 ppm濃度下,UV-A平均吸收26.4 (%T)。
並列摘要
The synthesis of a new UV absorbing agent, 3-tert-butyl-4-Hydroxyphenyl-5-Benzeneacyl)-propanoic acid (BHPBPA), is studied using Fourier transformed infrared spectroscopy, UV-visible spectroscopy, GC-mass spectroscopy, and NMR. It is obtained that the acid groups of 3-tert-butyl-4-Hydroxyphenyl)-propanoic acid (BHPPA) can interfere the Friedel-Craft reaction and adversely affect the formation of benzophenone groups. The 3-tert-butyl-4-Hydroxyphenyl-5-Benzeneacyl)-propanoic ester (BHPBMP) can be synthesized by reacting (3-tert-butyl-4- Hydroxyphenyl) -methyl propanoate (BHPMP) with benzoyl chloride, anhydrous aluminum trichloride (AlCl3), and zinc oxide. The yields of BHPBMP and BPBMP decrease with the increases of reacting time, temperature, and content of catalysts due to the increasing amount of byproducts formed. The use of the reacting intermediate BPBMP to follow the Fries rearrangement reaction in the presence of AlCl3 can successfully prepare BHPBPA with a great UV absorption ability at a high temperature within a short time. The prepared product has a maximal UV absorption at 338nm and with an average UV transmission lower than 27 %T in the range of UVA。