丁酮和3-甲基-2-丁酮與臭氧反應之探討

The Study of Reaction of Methyl Ethyl Ketone and 3-Methyl-2-Butanone with Ozone

林奕佐(I-Tso Lin)

指導教授 ： 黃美利

義守大學/理工學院/化學工程學系暨生物技術與化學工程研究所/碩士(2019年)

摘要

丁酮(MEK)與3-甲基-2-丁酮(MIPK)屬於揮發性有機化合物(VOCs)，經常被用工廠用來當作溶劑、脫蠟劑及清洗劑，容易造成水與空氣的汙染。臭氧具有高氧化能力的特性可以有效分解有機物質，因此本研究利用臭氧的高氧化能力，分析臭氧通過丁酮與3-甲基-2-丁酮之產物了解其氧化反應機制。
本實驗利用GC/MS與IR進行分析與鑑定丁酮和3-甲基-2-丁酮與臭氧反應之產物。臭氧與MEK反應後之產物含乙醛、醋酸、3-羥基-2丁酮與丁二酮。臭氧與MIPK反應後之產物含乙醛、丙酮、3,3-二甲基-2-丁酮、乙酸乙烯酯、3-羥基-3-甲基-2-丁酮與2-甲基-3-戊酮。
臭氧與酮類反應時會攻擊α-CH的位置，MEK有二級及一級的α-CH位置而MIPK有三級及一級的α-CH位置，結果發現臭氧不會攻擊一級α-CH位置，三級的α-CH會比二級的α-CH較易與臭氧反應，反應機制也一併探討。

關鍵字

丁酮 ； 3-甲基-2-丁酮 ； 臭氧

並列摘要

Butanone (MEK) and 3-methyl-2-butanone (MIPK) are volatile organic compounds (VOCs), and often used in factories as solvents, dewaxing agents and cleaning agents, which will lead to water and air pollution. Ozone can effectively decompose organic compounds due to its highly oxidizing properties. This research was applied the high oxidation capacity of ozone to study the products of reaction of ozone with methyl ethyl ketone and 3-methyl-2-butanone. The results will helpful for understanding the oxidation mechanism of oxidation reaction by ozone.
This study was applied GC/MS and IR to analyze and identify the products of reaction of methyl ethyl ketone and 3-methyl-2-butanone with ozone. The products of the ozone reaction with MEK include acetaldehyde, acetic acid, 3-hydroxy-2-butanone and butanedione. After the reaction of ozone with MIPK, the products detected were acetaldehyde, acetone, 3,3-dimethyl-2-butanone, vinyl acetate, 3-hydroxy-3-methyl-2-butanone and 2-methyl-3-pentanone.
When ozone reacts with ketones, ozone will react with the position of α-CH. MEK has secondary and primary α-CH, while MIPK has tertiary and primary α-CH. The results show that ozone does not react with the position of primary α-CH, and tertiary α-CH is easier to react with ozone than secondary α-CH. The reaction mechanism is also discussed.

並列關鍵字

butanone ； 3-methyl-2-butanone ； ozone

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