Abstract: In this paper, modified hydrothermal method for Ti-MWW catalyst preparation has been shown. Instrumental analysis of the zeolite material Ti-MWW has been performed by means of UV-vis spectrometry, infrared spectrometry (IR), scanning electron microscope (SEM), X-ray diffraction (XRD), and X-ray microanalysis. Moreover, the results of the epoxidation of diallyl ether (DAE) over the titanium silicate catalyst Ti-MWW and in the presence of methanol have been presented. t-Butyl hydroperoxide have been applied for the first time as an oxidant for this process. The influence of temperature (20-130°C), DAE/TBHP molar ratio (1:1-3:1), methanol concentration (10-80 wt%), amount of catalyst (1-7 wt%) and reaction time (60-1440 min.) was studied. The main functions describing the process were determined on the basis of the results obtained from the gas chromatography method.
How to cite this paper
Wróblewska, A., Walasek, M & Michalkiewicz, B. (2017). Synthesis of allyl-glycidyl ether by the epoxidation of diallyl ether with t-butyl hydroperoxide over the Ti-MWW catalyst.Current Chemistry Letters, 6(1), 7-14.
1 Ash M., and Ash I. (2007) Handbook of Fillers, Extenders, and Diluents. Second Edition. Synapse Information Resources, Inc., U.S.A. 224. 2 Kudyshkin V. O., and Mukhitdinova N. A. (1999) Control of the Molecular Weight of Polyvinylcaprolactam. Russ. J. Appl. Chem., 72 1846-1848. 3 Decker E. L., Neidig C. B., Vanier N.R., and Hung C. H. (2016) Co-dispersions de particules de carbone graphénique et leurs procédés de fabrication. W.O. Patent No. 2016014641. 4 Penn L. S., Xu X., Sha X., Marcolongo M., Schauer C., and Prudnikova K. (2015) Novel hydrogels and methods using same. W.O. Patent No. 2015142721. 5 Backer S., and Mercando P. (2015) Automatic dishwashing detergent with synergistic scale inhibition. W.O. Patent No. 2015034766. 6 Hu, H., Liu, G. and Rabnawaz M. (2015) Anti-smudge and anti-graffiti compositions. W.O. Patent No. 2016058104. 7 Zhu X., and Cheng H. (2006) Preparation of allyl glycidyl ethers with solid acid catalysts. CN Patent No. 1927851. 8 Inaki T. (2007) Preparation of allyl glycidyl ether while suppressing dichlorohydrin byproduct formation. JP Patent No. 2008266216. 9 Mao T., Xiang L., and Wang C. (2015) Preparation of Highly Selective Epoxy Glycidyl Ether. CN Patent No. 105254594. 10 Zhang Z., Tao M., Wang H., and Tang L. (2009) Effect of solvent on synthesis of allyl glycidyl ether under phase- transfer catalysis. Qingdao Keji Daxue Xuebao, Ziran Kexueban. 30 (1) 13-15, 20. 11 Yang H., Hu D., Xiao H., and Huang S. (2014) Allyl ether of a molecular sieve immobilized catalytic synthesis methods. CN Patent No. 104592166. 12 Wróblewska A., and Makuch E. (2013) Studies on the deactivation of Ti-MCM-41 catalyst in the process of allyl alcohol epoxidation. Pol. J. Chem., 15(4) 111-115. 13 Liu Y., Wang L., Wu H., Wu P., and He M. (2006) Process for producing epoxide of hydrocarbon kind. CN Patent No. 1793131 A. 14 Wu P., Liu Y., He M., and Tatsumi T. (2004) A novel titanosilicate with MWW structure; Catalytic properties in selective epoxidation of diallyl ether with hydrogen peroxide. J. Catal., 228 (1) 183-191. 15 Oguchi W., Nishi M., and Hetsugi Y. (2004) Process for oxidizing carbon-carbon double bond and process for producing oxidized compounds. U.S. Patent No. 20040122243. 16 Oguchi W., Tsuji K., Tatsumi T., and Wu P. (2002) Crystalline mww-type titanosilicate, its preparation and use thereof for producing epoxides. W.O. Patent No. 2002028774. 17 Wu P., Tatsumi T., Komatsu T., and Yashima T. (2001) A novel titanosilicate with MWW structure. I. Hydrothermal synthesis, elimination of extraframework titanium, and characterizations. J.Phys. Chem., 105 (15) 2897 – 2905. 18 Wróblewska A., Fajdek A., Milchert E., and Grzmil B. (2010) The Ti-MWW catalyst – its characteristic and catalytic properties in the epoxidation of allyl alcohol by hydrogen peroxide. Pol. J. Chem., 12 (1) 29-34. 19 Wu P., Nuntasri D., Liu Y. M., Wu H. H., Jiang Y. W., Fan W. B., He M. Y., and Tatsumi T. (2006) Selective liquid-phase oxidation of cyclopentene over MWW type titanosilicate. Catal. Today, 117, 199–205. 20 Wu P., Xu H., Xu L., Liu Y., and He M. (2013) MWW-Type Titanosilicate. Synthesis, Structural Modification and Catalytic Applications to Green Oxidants. Springer, New York. 21 Boccuti M. R., Rao K. M., Zecchina A., Leofanti G., and Petrini G. (1989) Spectroscopic Characterization of Silicalite and Titanium-Silicalite. Stud. Surf. Sci. Catal., 48, 133-144.