Amberlyst-15 Catalyzed Oxidation of Butanone to Methyl Ethyl Ketone Peroxide

doi:10.11944/j.issn.1000-0518.2017.04.160287

Chinese Journal of Applied Chemistry ›› 2017, Vol. 34 ›› Issue (4): 408-413.DOI: 10.11944/j.issn.1000-0518.2017.04.160287

• Full Papers • Previous Articles Next Articles

Amberlyst-15 Catalyzed Oxidation of Butanone to Methyl Ethyl Ketone Peroxide

TANG Xiaohua^a,PAN Jiao^a,KANG Xiaoxiao^a,ZHA Fei^a^*(),ZHOU Yousan^b,NIU Keyan^b

^aCollege of Chemistry & Chemical Engineering,Northwest Normal University,Lanzhou 730070,China
^bLanzhou Auxiliary Agent Plant,Lanzhou 730070,China

Received:2016-07-12 Accepted:2016-10-08 Published:2017-03-31 Online:2017-03-31
Contact: ZHA Fei
Supported by:
Supported by the National Natural Science Foundation of China(No.21161017)

Abstract

Abstract:

Ion exchange resin, as a new green catalyst, can replace traditional catalysts used in series of organic reaction. In this paper, methyl ethyl ketone peroxides(MEKP) were synthesized by oxidation of methyl ethyl ketone using 30% hydrogen peroxide as oxidant, dibutyl phthalate as diluent and Amberlyst-15 as catalyst. Under the conditions that the molar ratio of hydrogen peroxide to methyl ethyl ketone is of 1.0, mass ratio of Amberlyst-15 to methyl ethyl ketone is of 0.06, the reaction temperature at 27 ℃ and reaction time for 55 min, the yield of methyl ethyl ketone peroxide can reach 86%, and activated oxygen content is 12.9%. Amberlyst-15 still keep good stability after recycling for 8 times. This study shows that Amberlyst-15 has the advantages of high catalytic activity, good repeated utilization, cleaning and low corrosivity. The method developed can be a new way for the production of MEKP.

Key words: amberlyst-15, butanone, methyl ethyl ketone peroxide, catalysis oxidation

TANG Xiaohua, PAN Jiao, KANG Xiaoxiao, ZHA Fei, ZHOU Yousan, NIU Keyan. Amberlyst-15 Catalyzed Oxidation of Butanone to Methyl Ethyl Ketone Peroxide[J]. Chinese Journal of Applied Chemistry, 2017, 34(4): 408-413.

References

[1]	REN Xiaodong,HOU Caiying,WU Yongge.Synthesis of Methyl Ethyl Ketone Peroxide[J]. Shanxi Chem Ind,2002,22(4):5-7(in Chinese). 任效东,候彩英,武永革. 过氧化甲乙酮合成研究[J]. 山西化工,2002,22(4):5-7.
[2]	Chang R H,Shu C M,Duh Y S,et al.Calorimetric Studies on the Thermal Hazard of Methyl Ethyl Ketone Peroxide with Incompatible Substances[J]. J Hazard Mater,2007,141(3):762-768.
[3]	Wu W,Qian G,Zhou X G,et al.Peroxidization of Methyl Ethyl Ketone in a Microchannel Reactor[J]. Chem Eng Sci,2007,62(18/19/20):5127-5132.
[4]	Chinook C C L. Ketone Peroxide Compositions.JP:5076011[P],1975.
[5]	Noller D C,Stanley J M,Gilbert F L,et al.A Relative Hazard Classification of Organic Peroxides[J]. Ind Eng Chem,1964,56(12):18-27.
[6]	ZHEN Weixian,RONG Jun,ZHOU Juxing.The Development of Methyl Ethyl Ketone Peroxide[J]. Chem Eng,1989,20(3):12-15(in Chinese). 甄谓先,荣军,周菊兴. 过氧化甲乙酮的研制[J]. 化学工程师,1989,20(3):12-15.
[7]	RAO Shisen.Synthesis of Methyl Ethyl Ketone Peroxide[J]. Guangzhou Chem Ind,1989,17(2):24-29(in Chinese). 饶仕森. 过氧化甲乙酮的合成研究[J]. 广州化工,1989,17(2):24-29.
[8]	LIU Yunli,HUANG Zhaohua,LI Cunxin.The Development of Methyl Ethyl Ketone Peroxide[J]. Gansu Chem Ind,2001,15(2):75-77(in Chinese). 刘云丽,黄昭骅,李存新. 过氧化甲乙酮的研制[J]. 甘肃化工,2001,15(2):75-77.
[9]	YU Liwei,LI Guoqing.Inquire into the Technology of Methyl Ketone Peroxide Comosition[J]. Chem Adhes,2002,39(3):142-143(in Chinese). 于丽薇,李国清. 过氧化甲乙酮合成工艺的探讨[J]. 化学与粘合,2002,39(3):142-143.
[10]	ZHAO Zhishan,LIN Zongji.Synthesis of Methyl Ethyl Ketone Peroxide[J]. Petrochem Technol,1990,19(4):233-237(in Chinese). 赵之山,林宗基. 过氧化甲乙酮合成工艺研究[J]. 石油化工,1990,19(4):233-237.
[11]	LIU Lin,JI Ping,SHEN Defen.Synthesis of Methyl Ethyl Ketone Peroxide[J]. J Fushun Pet Inst,1999,19(1):6-9(in Chinese). 刘琳,纪萍,沈德芬. 过氧化甲乙酮的合成[J]. 抚顺石油学院学报,1999,19(1):6-9.
[12]	YU Lushan,FU Zhongjun,WANG Guiqiang.Synthesis of Methyl Ethyl Ketone Peroxide[J]. Paint Coat Ind,2005,35(11):60-62(in Chinese). 于鲁汕,傅忠君,王桂强. 过氧化甲乙酮合成研究[J]. 涂料工业,2005,35(11):60-62.
[13]	CAI Hong,ZHOU Bin.Progress of Ion Exchange Resins in Organic Catalysis[J]. Chem Ind Eng Prog,2007,26(3):386-391(in Chinese). 蔡红,周斌. 离子交换树脂在有机催化反应中的应用进展[J]. 化工进展,2007,26(3):386-391.
[14]	WANG Fang,WANG Mingya,WANG Mingtai.New Research Progress on Electric Regeneration of Ion Exchange Resins[J]. Ion Exchange Adsorpt,2015,31(2):187-192(in Chinese). 王方,王明亚,王明太. 离子交换树脂电再生技术的研究新进展[J]. 离子交换与吸附,2015,31(2):187-192.
[15]	CAO Lilian,XIN Xiulan.The Application of Strong Acidic Exchange Resins Amberlyst-15 in Fine Chemical Synthesis[J]. J Beijing Technol Bus Univ(Nat Sci Ed),2004,22(3):9-12(in Chinese). 曹莉莲,辛秀兰. Amberlyst-15强酸性树脂在精细有机合成中的应用[J]. 北京工商大学学报(自然科学版),2004,22(3):9-12.
[16]	SU Yun.The Non-catalytic Oxidation of Isobutane to Produce Tert-butyl Hydroperoxide[D]. Xiangtan:Xiangtan University,2008(in Chinese). 粟昀. 异丁烷无催化氧化制备叔丁基过氧化氢[D]. 湘潭:湘潭大学,2008.
[17]	ZHANG Chengjun.Experimental Design and Data Processing[M]. Beijing:Chemical Industry Publisher,2009:13-16(in Chinese). 张成军. 实验设计与数据处理[M]. 北京:化学工业出版社,2009:13-16.
[18]	Milas N A,Golubovic A.Studies in Organic Peroxides. XXV.Preparation, Separation and Identification of Peroxides Derived from Methyl Ethyl Ketone and Hydrogen Peroxide[J]. J Am Chem Soc,1959,81(21):5824-5826.

Amberlyst-15 Catalyzed Oxidation of Butanone to Methyl Ethyl Ketone Peroxide

RichHTML

PDF

Knowledge

Abstract

Cite this article

share this article

References

Related Articles 1

Recommended Articles

Metrics

Comments