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研究生:王懷琳
研究生(外文):Wang Huai Lim
論文名稱:砒唑哢染料之合成及性質探討
論文名稱(外文):Synthesis and properties of pyrazolone dyes
指導教授:王英靖
指導教授(外文):Ying Jing Wang
學位類別:碩士
校院名稱:國立臺灣科技大學
系所名稱:纖維及高分子研究所
學門:工程學門
學類:紡織工程學類
論文種類:學術論文
論文出版年:1998
畢業學年度:86
語文別:中文
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本研究以hydrazine 和乙醯乙酸乙酯(ethyl acetoacetate)為起始原料,合成一系列不同取代基的Pyrazolone中間體,將Pyrazolone和芳香族醛類化合物在乙醇或dioxane溶劑中進行縮合反應,得一系列之Methine分散性染料,染於聚酯織物上呈現黃至橘紅色色相。又將Pyrazolone中間體和N,N-雙烷基胺基苯-4-亞硝基衍生物在鹼性觸媒存在下,在乙醇或dioxane溶劑中進行縮合反應,可得一系列之Aza-methine Pyrazolone染料,染於聚酯織物上呈現暗紅至深紫色之色相。又以Pyrazolone中間體為偶合成份,與苯胺化合物為重氮成份進行偶合反應,可得一系列的偶氮Pyrazolone染料,染於聚酯織物上呈現黃色色相。所合成之染料均經IR,Mass, -NMR光譜鑑定確定其化學構造。所合成之染料在不同的溶劑及酸鹼度下,以紫外線光譜測定其最大吸收波長(λmax),發現染料在DMF之最大吸收波長較丙酮為大;於酸鹼度不同而溶劑相同的情況下,發現對二甲基胺基苯Pyrazolone Methine(C=C)系列染料,在鹼性溶液下呈無色有強烈的藍移現象;而對氫氧基苯之Pyrazolone Methine(C=C)系列者,在鹼性下卻有紅移現象。又發現4-亞硝基二甲苯胺之Aza-Methine(N=C)染料,在酸性下之藍移現象較在鹼性中激烈;而同為Aza-Methine(N=C)染料之4-亞硝基雙苯胺Pyrazolone染料,在酸性下亦會往短波長藍移,但在鹼性下則有紅移現象。而Pyrazolone Azo(-N=N-)染料,染料於鹼性下則出現往長波長紅移現象。其次以不同的pH值對聚酯織物進行染色,其色相由黃色至深紫色,並以電腦配色系統(ACS)進行色彩評估;由實驗得知日光堅牢度為4∼7級,水洗堅牢度為4∼5級,昇華堅牢度(180℃)為2∼5級不等,大部分的染料之彩度及明度值大且色彩鮮艷亮麗。

The pyrazolone derivatives were prepared from ethyl acetoacetate with hydrazine hydrate , methylhydrazine and phenylhydrazine, respectively.In this study , three types of heterocyclic methine、aza-methine and azo disperse dyes were prepared by pyrazolone intermediates.The pyrazolone intermediates were condensed with aromatic aldehyde in basic solution to obtain a series of yellow to red-coloured methine pyrazolone dyes,with nitrosoaniline derivatives to obtain a series of garnet to petunia-coloured aza-methine pyrazolone dyes, with some aromatic primary amines to give a series of yellow-coloured monoazo pyrazolone dyes. The structure of the dyes was confirmed by,IR,MS, -NMR spectral analysis.The absorption maximum of dyes in acetone and DMF were measured.We found that the λmax of dyes in DMF solvent is longer than in acetone.By changing of pH value , p-Dimethylaminobenzylidene pyrazolone methine dyes have strong hypsochromic shifts in basic solution,but p-hydroxybenzylidene pyrazolone methine dyes have bathochromic shifts. N,N-dimethylaniline methyleneamino pyrazolone aza-methine dyes have strong hypsochromic shifts both in basic and acid solution,but phenylamine methyleneamino pyrazolone aza-methine dyes have bathochromic shifts in the basic solution. Pyrazolone azo dyes have bathochromic shifts in the basic solution.These dyes were applied to dyeing on polyester fabrics in different pH and shown yellow to petunia hues. The sublimation fastness、the lightfastness and washfastness of dyes on polyester fabrics were in the range between 2~5 grade, 4~7 grade and 4~5 grade,respectively.

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