臺灣博碩士論文加值系統

由於對稱性的染料中間體相繼被禁止使用，本研究主要目的是以2-氯-5-硝基苯磺酸（2-Chloride-5-nitro-benzensulfonic acid ;簡寫為CNBS）與苯酚類、苯胺類化合物反應合成染料中間體。其中CNBS與苯酚類化合物反應合成三種化合物，分別為2-苯酚-5-硝基苯磺酸｛IR(cm-1) : 1520、1350（N-O）｝、2-(4'-胺基苯酚)-5-硝基苯磺酸; 鉀鹽｛IR(cm-1) : 3350、3280（N-H），1540、1360（N-O）｝和2-(4'-乙醯胺基苯酚)-5-硝基苯磺酸;鉀鹽｛IR(cm-1) : 3340（N-H），1540、1360（N-O），1660（C=O）｝。而CNBS與苯胺類化合物反應合成四種化合物，分別為2-苯胺-5-硝基苯磺酸｛IR(cm-1) : 3300（N-H），1540、1340（N-O）｝、2-(4'-羥基苯胺)-5-硝基苯磺酸;鉀鹽｛IR(cm-1) : 3300（O-H），3350（N-H），1540、1340（N-O）｝、2-(4'-羥基-3'-甲基苯酚)-5-硝基苯磺酸;鈉鹽｛IR(cm-1) : 3150（O-H），3270（N-H），1520、1350（N-O）｝和2-(4'-胺基苯胺)-5-硝基苯磺酸;鈉鹽｛IR(cm-1) : 3300、3090、2950（N-H），1520、1340（N-O）｝。
對-乙醯胺基苯酚為已知的臭氧偵測劑，而2-氯-5-硝基苯磺酸與對-羥基苯胺、2-甲基-4-羥基苯胺反應合成2-(4'-羥基苯胺)-5-硝基苯磺酸;鉀鹽、2-(4'-羥基-3'-甲基苯酚)-5-硝基苯磺酸;鈉鹽與對-乙醯胺基苯酚比較，具有類似的結構式。至於是否具有臭氧偵測的功能，則由本研究室胡長良同學進行探討研究。

Benzidine and it's derivatives were identified that they would let the maker and user got cancer recently, so they were forbidden to use in the world. This proposal is going to study the reactions of 2-chloride-5-nitrobenzensulfonic acid (abbreviated to "CNBS") with aromatic alcohol and CNBS with aromatic amine. The products of the reactions may offer people another choice about producing and using intermediate of dyes. There are three products of CNBS with aromatic alcohol. They are 2-phenoxy-5-nitro-benzensulfonic acid { IR(cm-1) : 1520, 1350 (N-O) }, 2-(4'-amino-phenoxy)-5-nitro-benzensulfonate; potassium { IR(cm-1) : 3350, 3280 (N-H); 1540, 1360 (N-O) } and 2-(4'-acetylamino-phenoxy)-5-nitro-benzensulfonate; potassium { IR(cm-1) : 3340 (N-H); 1540, 1360 (N-O); 1660 (C=O) }. And there are four products of CNBS with aromatic amine. They are 2-anilino-benzensulfonic acid { IR(cm-1) : 3300 (N-H); 1540, 1340 (N-O) }, 2-(4'-hydroxy-anilino)-5-nitro-benzensulfonate; potassium { IR (cm-1) : 3300 (O-H); 3350 (N-H); 1540, 1340 (N-O) }, 2-(4'-hydroxy-2'-methyl-anilino)-5-nitro-benzensulfonate; sodium { IR (cm-1) : 3150 (O-H); 3270 (N-H); 1520,1350 (N-O) } and 2-(4'-amino-anilino)-5-nitro-benzensulfonate; sodium { IR (cm-1) : 3300, 3090, 2950 (N-H); 1520, 1340 (N-O) }.
P-acetylamino-phenol has already been used to detect ozone in atmosphere. This proposal is going to synthesis the compounds which have the similar structure formula with p-acetylamino-phenol. There are two compounds which are 2-(4'-hydroxy-anilino)-5-nitro-benzensulfonate; potassium and 2-(4'-hydroxy-2'-methyl-anilino)-5-nitro-benzensulfonate; sodium. Studying and discussing the properties of the two compounds was going by another classmate of our laboratory.

目錄
圖目錄-----------------------------------------------------------------------------Ⅰ
表目錄-----------------------------------------------------------------------------Ⅱ
摘要--------------------------------------------------------------------------------Ⅲ
英文摘要--------------------------------------------------------------------------Ⅴ
第一章 緒論----------------------------------------------------------------------1
第二章 文獻回顧----------------------------------------------------------------2
第三章 實驗部份
3-1 實驗儀器、葯品-------------------------------------------------------------4
3-2 反應方程式
3-2-1原料製備反應方程式--------------------------------------------------6
3-2-2 CNBS與苯酚類之反應方程式--------------------------------------7
3-2-3 CNBS與苯胺類之反應方程式--------------------------------------9
3-3 操作流程
3-3-1原料製備操作流程----------------------------------------------------11
3-3-2 CNBS與苯酚之操作流程-------------------------------------------16
3-3-3 CNBS與苯胺之操作流程-------------------------------------------17
3-3-4 CNBS與苯酚類、苯胺類反應之操作流程-----------------------18
3-4實驗步驟
3-4-1原料製備----------------------------------------------------------------19
3-4-2 CNBS與苯酚類之反應----------------------------------------------22
3-4-3 CNBS與苯胺類之反應----------------------------------------------24
第四章 結果與討論
4-1化合物合成結果---------------------------------------------------------26
4-2 化合物紅外光光譜特性吸收之討論--------------------------------28
4-3 硝化、還原與乙醯化反應之討論-------------------------------------31
4-4 CNBS與苯酚類、苯胺類反應之結果討論--------------------------33
第五章 結論---------------------------------------------------------------------35
第六章 參考文獻---------------------------------------------------------------36
附圖--------------------------------------------------------------------------------37

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