Expanded graphite supported copper catalyst for effective oxidation of cyclohexene with molecular oxygen under mild conditions
Source abstract
Abstract
A novel cross-shaped copper catalyst supported on an expanded graphite (Cu/EG) substrate was prepared by intermittent feeding. The catalyst was further characterized by scanning electronic microscopy, transmission electron microscopy, inductively coupled plasma, and X-ray diffraction. The results indicated that the Cu/EG exhibited a very high substrate conversion (99.1 %) and a good product (2-cyclohexene-1-one) selectivity (65.5 %) for the oxidation of cyclohexene using oxygen as the only oxidant under mild reaction conditions, and it could be reused with almost the same activity. Furthermore, if the economic benefits was considered, the 4.29 % Cu/EG might be the best catalyst in order to get more 2-cyclohexene-1-one.
Source: openaire · Quality: candidate unverified · Source record ↗
Research context
OpenAlex topics: Catalytic Processes in Materials Science · Mesoporous Materials and Catalysis · Electrocatalysts for Energy Conversion
SciVX discovery tags are terminology-based. OpenAlex topics are source-provided classifications.
References (27)
Show source-provided references
1. Bulushev DA, Paukshtis EA, Nogin YN, Bal’zhinimaev BS (1995) Transient response and infrared studies of ethylene oxide reactions on silver catalysts and supports. Appl Catal A: Gen 123:301–32210.1016/0926-860X(94)00221-5 ↗
2. Böttcher A, Grinstaff MW, Labinger JA, Gray HB (1996) Aerobic oxidation of hydrocarbons catalyzed by electronegative iron salen complexes. J Mol Catal A 113:191–20010.1016/S1381-1169(96)00053-2 ↗
3. Lempers HEB, Sheldon RA (1996) Allylic oxidation of olefins to the corresponding α, β-unsaturated ketones catalyzed by chromium aluminophosphate-5. Appl Catal A: Gen 143:137–14310.1016/0926-860X(96)00076-2 ↗
4. Hughes MD, Xu YJ, Jenkins P, McMorn P, Landon P, Enache DI, Carley AF, Attard GA, Hutchings GJ, King F, Stitt EH, Johnston P, Griffin K, Kiely CJ (2005) Tunable gold catalysts for selective hydrocarbon oxidation under mild conditions. Nature 437:1132–113510.1038/nature04190 ↗
5. Menini L, Pereira MC, Parreira LA, Fabris JD, Gusevskaya EV (2008) Cobalt- and manganese-substituted ferrites as efficient single-site heterogeneous catalysts for aerobic oxidation of monoterpenic alkenes under solvent-free condition. J Catal 254:355–36410.1016/j.jcat.2008.01.013 ↗
6. Lane BS, Vogt M, DeRose VJ, Burgess K (2002) Manganese-catalyzed epoxidations of alkenes in bicarbonate solutions. J Am Chem Soc 124:11946–1195410.1021/ja025956j ↗
7. Guo CC, Yang WJ, Mao YL (2005) Selectively aerobic oxidation of C=C and allylic C–H bonds in α-pinene over simple metalloporphyrins. J Mol Catal A 226:279–28410.1016/j.molcata.2004.10.049 ↗
8. Barton DHR, Martell AE, Sawyer DT (1993) The activation of dioxygen and homogeneous catalytic oxidation. Plenum, New York10.1007/978-1-4615-3000-8 ↗
9. Riahi A, Hénin F, Muzart J (1999) Homogeneous chromium(VI)-catalyzed oxidations of allylic alcohols by alkyl hydroperoxides: influence of the nature of the alkyl group on the product distribution. Tetrahedron Lett 40:2303–230610.1016/S0040-4039(99)00168-9 ↗
10. Do Nascimento E, De Silva GF, Caetano FA, Fernandes MAM, Da Silva DC, De Carvalho MEMD, Pernaut JM, Reboucas JS, Idemori YM (2005) Partially and fully β-brominated Mn-porphyrins in P450 biomimetic systems: effects of the degree of bromination on electrochemical and catalytic properties. J Inorg Biochem 99:1193–120410.1016/j.jinorgbio.2005.02.019 ↗
11. Maksimchuk NV, Melgunov MS, Mrowiec-Białoń J, Jarzebski AB, Kholdeeva OA (2005) H2O2-based allylic oxidation of α-pinene over different single site catalysts. J Catal 235:175–18310.1016/j.jcat.2005.08.001 ↗
12. De Boer JW, Brinksma J, Browne WR, Meetsma A, Alsters PL, Hage R, Feringa BL (2005) Cis-dihydroxylation and epoxidation of alkenes by [Mn2O(RCO2)2(tmtacn)2]: tailoring the selectivity of a highly H2O2-efficient catalyst. J Am Chem Soc 127:7990–799110.1021/ja050990u ↗
13. Adamo MFA, Aggarwal VK, Sage MA (2000) Epoxidation of alkenes by amine catalyst precursors: implication of aminium ion and radical cation intermediates. J Am Chem Soc 122:8317–831810.1021/ja0004433 ↗
14. Lane BS, Burgess K (2001) A cheap, catalytic, scalable, and environmentally benign method for alkene epoxidations. J Am Chem Soc 123:2933–293410.1021/ja004000a ↗
15. Yin CX, Yang ZH, Li B, Zhang FM, Wang JQ, Ou EC (2009) Allylic oxidation of cyclohexene with molecular oxygen using cobalt resinate as catalyst. Catal Lett 131:440–44310.1007/s10562-009-9886-1 ↗
16. Chen JD, Sheldon RA (1995) Selective oxidation of hydrocarbons with O2 over chromium aluminophosphate-5 molecular-sieve. J Catal 153:1–810.1006/jcat.1995.1101 ↗
17. Jiang DM, Mallat T, Meier DM, Urakawa A, Baiker A (2010) Copper metal–organic framework: structure and activity in the allylic oxidation of cyclohexene with molecular oxygen. J Catal 270:26–3310.1016/j.jcat.2009.12.002 ↗
18. Chang Y, Lv YR, Lua F, Zha F, Lei ZQ (2010) Efficient allylic oxidation of cyclohexene with oxygen catalyzed by chloromethylated polystyrene supported tridentate Schiff-base complexes. J Mol Catal A 320:56–6110.1016/j.molcata.2010.01.003 ↗
19. Guo J, Jiao QZ, Shen JP, Jiang DZ, Yang GH, Min EZ (1996) Catalytic oxidation of cyclohexene with molecular oxygen by polyoxometalate-intercalated hydrotalcites. Catal Lett 40:43–4510.1007/BF00807455 ↗
20. Zheng W, Wong SC (2003) Electrical conductivity and dielectric properties of PMMA/expanded graphite composites. Compos Sci Technol 63:225–23510.1016/S0266-3538(02)00201-4 ↗
21. Celzard A, Marěché JF, Furdin G (2002) Surface area of compressed expanded graphite. Carbon 40:2713–271810.1016/S0008-6223(02)00183-5 ↗
22. Li W, Han C, Liu W, Zhang MH, Tao KY (2007) Expanded graphite applied in the catalytic process as a catalyst support. Catal Today 125:278–28110.1016/j.cattod.2007.01.035 ↗
23. Liu B, Zeng HC (2005) Semiconductor rings fabricated by self-assembly of nanocrystals. J Am Chem Soc 127:18262–1826810.1021/ja055734w ↗
24. Liu JP, Huang XT, Li YY, Sulieman KM, He X, Sun FL (2006) Self-assembled CuO monocrystalline nanoarchitectures with controlled dimensionality and morphology. Cryst Growth Des 6:1690–169610.1021/cg060198k ↗
25. Wang RM, Hao CJ, He YF, Wang YP, Xia CG (2002) Polymer bound glutamic acid salicylaldehyde Schiff-base complex-catalyst for oxidation of olefins with -dioxygen. Polym Adv Technol 13:6–1010.1002/pat.99 ↗
26. Weiner H, Trovarelli A, Finke RG (2003) Expanded product, plus kinetic and mechanistic, studies of polyoxoanion-based cyclohexene oxidation catalysis: the detection of ∼70 products at higher conversion leading to a simple, product-based test for the presence of olefin autoxidation. J Mol Catal A 191:217–25210.1016/S1381-1169(02)00344-8 ↗
27. Wang RM, Hao CJ, Wang YP, Li SB (1999) Amino acid Schiff base complex catalyst for effective oxidation of olefins with molecular oxygen. J Mol Catal A 147:173–17810.1016/S1381-1169(99)00143-0 ↗