Factors affecting production of nonaqueous peracetic acid in tubular packed reactors

Abstract

The synthesis of nonaqueous peracetic acid in acetone by acetaldehyde oxidation was carried out in a tubular packed reactor. The influencing factors of the reacting system including packing material, oxygen carrier, and reactor configuration were investigated. The results show that porous materials are inappropriate for peracetic acid synthesis and only non porous material with appropriate surface area can provide good peracetic acid selectivity and yield. Among the six kinds of packing material investigated, SA-5118 is the best one. As oxidizing gas, pure oxygen is superior to air. The optimum length-to-inner diameter ratio of the reactor is about 40. Under the proper reaction conditions, the highest peracetic acid yield of 84.15% and the highest selectivity of 93.34% can be achieved which indicates that the novel reacting system is effective and economical for nonaqueous peracetic acid production.

References

1. Lucie N G A Remediation of PAH-contaminated soils and sediments: the peroxy-acidprocessDissertation for the Doctoral DegreeUnited StatesRensselaer Polytechnic Inst. 2005
2. Murphy A Dubois G Stack T D P Simple iron catalyst for terminal alkene epoxidationOrg Lett 2003 5(14)24692472. doi:10.1021/ol0347085
3. Olojo R Simoyi R H Oxyhalogen-sulfur chemistry:kinetics and mechanism of the oxidation of thionicotinamide by peraceticacidJ Phys Chem A 2004 10810181023. doi:10.1021/jp036305s
4. Ando W OrganicPeroxidesEnglandJohn Wiley & Sons 1992
5. Bowler G Malone J Pehreeon R Recent advances in the application of peracetic acid formulationsin the European beet sugar industryZukerind 1996 121(6)414416
6. Kitis M Disinfectionof wastewater with peracetic acid: a reviewEnviron Int 2004 30(1)4755. doi:10.1016/S0160‐4120(03)00147‐8
7. Su F Y Xing X H Sun X L Reduction of excess sludge by peracetic acidJ Chem Eng Chin Univ 2004 18(4)471476 (in Chinese)
8. Teixeira L C Alkaline/peraceticacidas a pretreatment of lignocellulosic biomass for ethanol fuelproductionDissertation for the DoctoralDegreeColorradoColorado State Univ 1998
9. Zhang T Y Zhong L Progress of synthesis of peraceticacid and its industrial applicationChemInd Eng Prog 2007 26(2)205209 (in Chinese)
10. Vineyard M K Moison R L Budde F E Walton J R Continuousprocess for on-site and on-demand production of aqueous peraceticacidUS Patent 7012 154 B2 2006
11. Murahashi S I Komiya N New types of catalytic oxidationsin organic synthesisCatal Today 1998 41(4)339349. doi:10.1016/S0920‐5861(98)00024‐8
12. Palamakumbura A H Foshay M C Vitello L B Erman J E Oxidation ofcytochrome c peroxidase to compound I by peroxyacids: evidence forRate-Limiting diffusion through the protein matrixBiochem 1999 381564715652. doi:10.1021/bi991497w
13. Murata S Murata K Kidena K Nomura M A novel oxidativedesulfurization system for diesel fuels with molecular oxygen in thepresence of cobalt catalysts and aldehydesEnergy Fuels 2004 18(1)116121. doi:10.1021/ef034001z
14. Komiya N Noji S Murahashi S I Ruthenium-catalysed oxidation of alkanes with peraceticacid in trifluoroacetic acid: ruthenium as an efficient catalyst forthe oxidation of unactivated C–H bondsChem Commun20016566
15. Murahashi S I Naota T Oda Y Hirai N Ruthenium-catalyzedoxidation of alcohols with peracidsSynthLett1995733734
16. Taksoka S Hydrogenperoxide and peracetic acidStanfordResearch InstituteProcess EconomicsProgram Report No. 68A 1976
17. Swern D OrganicperoxidesTorontoJohn Wiley & Sons 1970
18. Imamura J Developmentof liquid phase peracetic acid process using acidic catalystInd Techn 1974 (1)5457
19. Imamura J Outlookfor peracetic acid production and its industryKagaku Keizai 1975 (12)4148
20. Liu G R Wang L Zhang L X Study on new process of peracetic acid synthesisShandong Chem Ind 2004 33(3)69 (in Chinese)
21. Chou T C Lin F S Synthesis of peracetic acidby partial oxidation of acetaldehyde in a semibatch reactorJ Chin Inst Chem Eng 1980 11(3)145151 (in Chinese)
22. Chou T C Lin F S Effect of interface mass transferon the liquid-phase oxidation of acetaldehydeCan J Chem 1983 6112951300. doi:10.1139/v83‐229
23. Matsuzaki T Imamura J Effects of reaction conditionson the production of peracetic acid by liquid phase oxidation of acetaldehydeNipp Kag Kaish 1975 (8)13771382
24. Otake T I Yamaguchi H F Otake H F Otake T S Otake N U Process for the production of peraceticacidUS Patent 3 963 773 1976
25. Philips B Frostick F C Starcher P S A new synthesis of peracetic acidJ Am Chem Soc 1957 7959825986. doi:10.1021/ja01579a037
26. Santini D G Factorsinfluencing the design and operation of peracetic acid from acetaldehydeChem Eng Prog 1961 37(12)6165
27. Matsuzaki T Imamura J Ohta N Catalytic effects of metal naphthenates on liquid-phaseoxidation of acetaldehydeKogyo Kagaku Zasshi 1968 71(5)700703
28. Tanaka K Kobayashi T Inoue G Preparation of peracetic acid by liquid phase oxidationof acetaldehydeKogyo Kagaku Zasshi 1970 73(5)938942
29. Starcher P S Phillips B Frostick F C The structure of the crystalline peroxide formed in theoxidation of acetaldehydeNotes 1961 2035683571