抗菌潑水偶氮酸性染料之合成與應用

The Synthesis and Application of Antibacterial and Water-repellent Acid Azo Dyes

李欣倫(Hsin-Lun Lee)

指導教授 ： 趙豫州

國立臺北科技大學/工程學院/有機高分子研究所/碩士(2008年)

摘要

近年來，隨著生活品質的提高，人們對於衣著的舒適度日漸重視，故潑水加工與抗菌加工的需求量也不斷地增加。本實驗室已成功合成出全氟烷基分散性染料並具有良好的潑水性與潑油性。氟烷基具有較低的界面張力，可於織物表面呈現如荷葉般排列而具潑水性與潑油性。鹵素與長鏈烷基皆具有抗菌效果，因此我們期望將全氟烷基導入酸性染料後，具備潑水性與抗菌性。
本實驗利用Ullmann reaction將長鏈氟烷基(CnF2n+1-)導入苯胺，製得中間體4-全氟己基苯胺、4-全氟辛基苯胺與4-全氟癸基苯胺，經重氮化反應後再分別與H-Acid進行偶合反應，並利用不同pH值來控制偶合反應發生的位置。製得的偶氮酸性染料，再對聚醯胺織物進行染色並測試其潑水性與抗菌性。自製染料經ESI-MS、1H-NMR及IR等光譜分析以推定其化學結構式，藉由紫外光/可見光吸收光譜分析以探討其色彩性質，再分別利用AATCC100-1999及AATCC 193-2004來檢測織物的抗菌性及潑水性。結果發現自製染料對於綠膿桿菌的抗菌效果均優於金黃色葡萄球菌，A系列含氟染料的抗菌效果優於同系列不含氟的染料；B系列染料則以染料ψ-B具有較好的抗菌效果。對於水溶性較好之染料，其染色織物對抗綠膿桿菌的抗菌效果，會隨染著量之增加而增加，而以磺胺

關鍵字

全氟烷基 ； 偶氮酸性染料 ； 抗菌 ； 潑水

並列摘要

In recent years, more and more people are enjoyed in their leisure activities due to the promotion of living quality. Hence clothes with some performance such as water repellent and antibacterial properties are demanded. In our previous work, we have synthesized the dispersive dyes which have water repellent even oil repellent properties. Due to the lower surface tension of perfluoroalkyl group, water can not spread on the surface. Both of the halogens and long chain alkyl group have the function of antibacterial. Consequently, we synthesized a series of acid dye which have perfluoroalkyl group and expected it have the function of water repellent and antibacterial.
The diazo components of 4-perfluoroalkyl aniline were obtained by using the Ullmann reaction. All of the dyes were obtained by coupling of diazo compounts with 1-amino-8-naphthol-3, 6-disulfonic acid respectivity. There coupling position were controlled by means of there pH value. The resulting chemical structures of these dyes were subject to Mass, 1H-NMR and IR investigation. Their color characteristics were studied by using UV/Vis spectrum. The resulting of the dyes were dyeing on the polyamide fabrics and compare there properties of water repellent and antibacterial. The antimicrobial efficiency of these treated fabrics against Staphylococcus aureus and Pseudomonas aeruginosa was evaluated by using AATCC100-1999 which was specified requirement of antibacterial textiles for general use. The test of the function of water repellency was as followed AATCC 193-2004. The results showed that all of the synthetic dyes had good antibacterial efficiency of inhibition against Pseudomonas aeruginosa than against Staphylococcus aureus. The dyes of series A which containing perfluoroalkyl group have good efficiency then it without perfluoroalkyl group. Dyeψ-B showed the best antibacterial efficiency than others in series B. The antibacterial efficiency of the dye STZ-B which was synthesized from sulfathiazole didn’t have a good efficiency as expected. In the function of water repellency, only dye C10-A and C8-A have a good grade. The former has fifth grade and the latter has fourth grade.

並列關鍵字

perfluoroalkyl ； acid azo dye ； antibacterial ； water-repellent

參考文獻

[6] Yuan Gao and Robin Cranston, “Recent Advances in Antimicrobial Treatments of Textiles”, Textile Research Journal, vol. 78, no. 1, 2008, pp. 60-72.

[7] X. Chen, H.J. Schluesener, “Nanosilver: A nanoproduct in medical applicatopn”, Toxicology Letters, vol. 176, 2008, pp.1-12.

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