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芳香族化合物快速鹵代反應的研究

時間:2019-06-23 21:24來源:畢業論文
以正己烷作溶劑,在一定量的甲苯中,加入三氯異氰尿酸(TCCA),調整各種反應物的比例,提高氯代物產率。優化反應時間,保持加熱攪拌回流反應,嘗試在此基礎上發展綠色、高效、

摘要:隨著人們對環境保護意識的日益增強,發展環境友好型的綠色化學已成為化學工業研究中的前沿課題。芳香族鹵代物是重要的有機物中間體,應用十分廣泛。芳香族化合物氯代產物的合成通常污染大,生產工藝復雜,危險性較高,所以發展廉價易得污染小,工藝簡單安全的合成方法非常必要。36585
論文首先以正己烷作溶劑,在一定量的甲苯中,加入三氯異氰尿酸(TCCA),調整各種反應物的比例,提高氯代物產率。優化反應時間,保持加熱攪拌回流反應,嘗試在此基礎上發展綠色、高效、快速的氯代方法,提高氯代物產率。優化過的反應條件為:甲苯與TCCA摩爾比為3:1,溶劑正己烷的含量為10 mL,經簡單后處理,產率為93.4 %。然后針對這些條件在芳香族其他化合物的普適性做了一定的研究。實驗表明,當苯環上的取代基為供電子基團時取代反應較容易發生,一氯代產物產率較高,如甲基、乙基、甲氧基等,產率最高可達到95.7%。而當取代基為吸電子基團時取代反應就相對難以進行,且取代基吸電子能力越強,取代反應越難進行,產率越低。
畢業論文關鍵詞:甲苯;三聚異氰尿酸;綠色化學;快速鹵代反應.
Fast halogenated reaction about aromatic compounds
Abstract: With the growing awareness of environmental protection, developing environmentally friendly green chemistry has become a frontier topic in the study of the chemical industry. Aromatic halogen content is an important organic intermediates, application is very extensive. The synthesis of chlorinated aromatic compounds product usually leads to large pollution, and the production process is complex. Besides, the risk is high. So to develop a synthesis method which cause low pollution, and is easy operating and safe is very necessary. 源`自!六^維"論^文;網www.aftnzs.live
Firstly, Hexane is used as solvent. And a certain amount of toluene and TCCA was put into three-necked flask. Then the ratio of reactants was adjusted to increase the yield of chlorinated products. Besides, the reaction time was also adjusted. Try to base on these conditions developing a green, efficient and fast method. The yield could be improved then. Conditions which has been adjusted are as follows: The molar amount of toluene is three times bigger than TCCA; the volume of hexane was set as 10 mL. Under these conditions, the yield reached 93.4%.Then substrate was changed to other aromatic derivatives. Experimental results showed a phenomenon. If the substituent on the benzene ring is electron-donor groups such as methyl, ethyl, methoxy, the substitution reaction will be likely to happen, and you can get a high yield. What’s more the highest yield can reach 95.7%. But if the substituent is electron-withdrawing group substitution reaction is relatively difficult, and the stronger ability electron-withdrawing substituent has, the harder the reaction is, which caused lower the yield.
Key words: toluene; trichloroisocyanuric acid; green chemistry; fast halogenated reaction
目  錄
1 芳香族氯代物性質及用途1
1.1芳香族鹵代物的合成方法1
1.1.1 芳香族化合物鹵代反應主要鹵代試劑1
1.1.2鹵代反應合成方法舉例1
1.2芳香族氯代物的性質及用途2
1.2.1芳香族氯代物的性質2
1.2.2芳香族氯代物的用途2
1.3芳香族化合物氯代反應的催化劑3
1.3.1以路易斯酸為催化劑3
1.3.2以沸石分子篩為催化劑4
1.3.3以金屬氯化物為催化劑5
1.3.4以三氯化鐵為催化劑6
1.4 TCCA的性質及用途6
1.4.1 TCCA的性質6
1.4.2 TCCA的用途7
 
1.5 本論文的研究意義8
2 芳香族化合物快速氯代反應的研究    9
2.1簡單有機酸催化下的綠色一氯代反應最佳條件探索9

源`自!六^維"論^文;網www.aftnzs.live


2.1.1 結果與討論9
2.1.2 實驗部分16 芳香族化合物快速鹵代反應的研究:http://www.aftnzs.live/huaxue/20190623/35093.html
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