| 研究生: |
陳智能 Zhe-Rn Chen |
|---|---|
| 論文名稱: |
4,4’-雙胺基偶氮苯類化合物及其偶合染料之研究 |
| 指導教授: |
郭坤土
Kung-Tu Kuo |
| 口試委員: | |
| 學位類別: |
碩士 Master |
| 系所名稱: |
工學院 - 化學工程與材料工程學系 Department of Chemical & Materials Engineering |
| 畢業學年度: | 88 |
| 語文別: | 中文 |
| 論文頁數: | 71 |
| 中文關鍵詞: | G酸 、偶氮染料 、4, 4''-雙胺基偶氮苯 、過硼酸鈉 、氧化 |
| 外文關鍵詞: | 4 , 4-diaminoazobenzene, sodium perborate, oxide, azo dye, G acid |
| 相關次數: | 點閱:5 下載:0 |
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以過硼酸鈉或過氧化氫可以氧化一級苯胺縮合為對稱性偶氮苯的化合物,對-乙醯胺基苯胺、對-硝基苯胺及2-羥基-4-硝基苯胺所合成出來的雙乙醯胺基及雙硝基的偶氮苯類化合物經水解或還原成對位雙胺基偶氮苯化合物,如此可以替代致癌性的聯苯二胺作為多偶氮染料的中間體。
合成的雙胺基偶氮苯在酸性下以亞硝酸鈉使雙胺基重氮化,偶合G酸及苯酚形成兩邊非對稱性的三偶氮染料,以取代已被禁用的C.I. Direct Red 39 及C.I. Acid Red 114。另取4,4’-雙胺基二苯
Using sodium perborate or hydrogen peroxide to oxidize the primary amine to corresponding azo compounds . The azo compounds formed by p-acetaminoaniline、p-nitroaniline or 2-hydroxy-4-nitroaniline can be hydrolyzed or reduced to 4,4’-diaminoazobenzene compounds . These diamine compounds can replace the carcinogenic compounds (i.e. Benzidine or its symmetric derivatives) to be some new dye intermediates.
The 4,4’-diaminoazobenzene compounds can be formed to diazonium solution , then coupled with G acid and phenol . The produced dye can replace the carcinogenic dyes such as C.I. Direct Red 39 and C.I. Acid Red 114 . In order to compare the properties of the new dye , taking other 4,4’-diamine compounds (i.e. 4,4’-diamino-diphenylsulfone and 4,4’-diamino-diphenylether) to be dye intermediates and also coupling with G acid and phenol .Furthermore , we couple with double G acid or double phenol to see the differences with these new dyes.
We also synthesize some mono azo compounds of G acid to distinguish from these bisazo or trisazo compounds of G acid and compare the differences of the maximum absorption wave length of these compounds.
(1) S.M.Mehta and M.V.Vakilwala , J.Am.Chem.Soc.,vol. 74,p563.
(1952)
(2) Pasco Santurri,Frederick Robbins and Robert Stubbings ,
“Organic Syntheses vol.5”, John Wiley & Sons , Inc. ,
p341~343.(1973)
(3) Laurence Huestis , J.Chem.educ. , vol. 54 , p327.(1977)
(4) Yoshiro Ogata and Hideo Shimizu , Bull.Chem.Soc.Jpn. , vol.
52, p635~636.(1979)
(5) G.Carpeni , Chem.Abstr. , vol. 44 , p3391g . (1949)
(6) Jacques Muzart , Chem. Rev. ,p1325.(1995.11)
(7) Habib Firouzabadi , Bull.Chem.Soc.Jpn. , vol. 56 ,p 914 ~
917.(1983)
(8) M.Z. Barakat,M.F. Abdel-Wahab, and M.M.ElSadr, J.Chem.Soc.
vol. 33 , p 4685.(1956)
(9) Habib Firouzabadi , Bull.Chem.Soc.Jpn. ,vol.61 ,p
2185~2189. (1988)
(10) H.Firouzabadi. et.al . Tetrahedron Letters , vol. 23, No.
17, p1847~1850. (1982)
(11) T.F.Chung,Y.M.Wu, and C.H.Cheng, J.Org.Chem. vol. 49 ,p
1215 ~1217.(1984)
(12) Robert F.Nystrom and Weldon G.Brown, J.Am.Chem.Soc. vol.
70,p 3738~3740.(1948)
(13) Alper,H ;Paik,H.-N. , J.Organomet.chem. vol. 144, C18~C20.
(1978)
(14) John F.Corbett , Chem.Commun.,p 1257~ 1258.(1968)
(15) 陳彥達,國立中央大學化工所碩士論文(1995)
(16) 張俊雄,國立中央大學化工所碩士論文(1994)
(17) 黃茂村,國立中央大學化工所碩士論文(1999)
(18) Louis F. Fieser , “Organic Syntheses vol. 2 ” , John
Wiley & Sons , Inc. , p35.(1955)
(19)J.R.Johnson and L.T.Sandborn , “ Organic Syntheses vol.
1” , John Wiley & Sons , Inc. , p 111.(1951)
(20)細田 豐,“理論製造染料化學 (下) ”,技報堂出版,p604.
(1968)
(21)Susan Budavari , “ The Merck Index ” Eleventh Edition,
published by Merck & CO. U.S.A. (1989)
(22)E.H.Rodd , “Chemistry of Carbon Compounds, III-A
Aromatic Compounds ”,Elsevier publishing company, p316.
(1954)
(23)Alexander Mckillop and Jonathan A.Tarbin , Tetrahedron
Letters , vol. 24 , No.14 , p 1505~1508.(1983)