A Low-Cost and Easily Prepared Manganese Carbonate as an Efficient Catalyst for Aerobic Oxidation of 5-Hydroxymethylfurfural to 2,5-Diformylfuran
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摘要
A low-cost and easily prepared manganese carbonate(Mn CO_3) has been synthesized for catalytic conversion of 5-hydroxymethylfurfural(5-HMF) to 2,5-diformylfuran(DFF). The properties and morphology of the manganese carbonate were measured by SEM,XRD,TGA,BET and XPS. In this method,no harsh reaction conditions were required,and it was a simple and green process for the oxidation of 5-HMF into DFF. To achieve an optimum DFF yield,different reaction conditions,including reaction temperature,reaction time,catalyst amount,and solvents were investigated. Results from the experiments indicated that the highest DFF yield of 86.9% was obtained at 120 °C under atmospheric oxygen pressure after 6h. Finally,Mn CO_3 could be used at least five times with considerable stability.
A low-cost and easily prepared manganese carbonate(Mn CO_3) has been synthesized for catalytic conversion of 5-hydroxymethylfurfural(5-HMF) to 2,5-diformylfuran(DFF). The properties and morphology of the manganese carbonate were measured by SEM,XRD,TGA,BET and XPS. In this method,no harsh reaction conditions were required,and it was a simple and green process for the oxidation of 5-HMF into DFF. To achieve an optimum DFF yield,different reaction conditions,including reaction temperature,reaction time,catalyst amount,and solvents were investigated. Results from the experiments indicated that the highest DFF yield of 86.9% was obtained at 120 °C under atmospheric oxygen pressure after 6h. Finally,Mn CO_3 could be used at least five times with considerable stability.
A low-cost and easily prepared manganese carbonate(Mn CO_3) has been synthesized for catalytic conversion of 5-hydroxymethylfurfural(5-HMF) to 2,5-diformylfuran(DFF). The properties and morphology of the manganese carbonate were measured by SEM,XRD,TGA,BET and XPS. In this method,no harsh reaction conditions were required,and it was a simple and green process for the oxidation of 5-HMF into DFF. To achieve an optimum DFF yield,different reaction conditions,including reaction temperature,reaction time,catalyst amount,and solvents were investigated. Results from the experiments indicated that the highest DFF yield of 86.9% was obtained at 120 °C under atmospheric oxygen pressure after 6h. Finally,Mn CO_3 could be used at least five times with considerable stability.
引文
1.Gallezot P(2012)Conversion of biomass to selected chemical products.Chem Soc Rev 41(4):1538-1558
2.Corma AIS,Velty A(2007)Chemical routes for the transformation of biomass into chemicals.Chem Rev 107(6):2411-2502
3.Binder JB,Raines RT(2009)Simple chemical transformation of lignocellulosic biomass into furans for fuels and chemicals.J Am Chem Soc 131(5):1979-1985
4.Tong X,Ma Y,Li Y(2009)Biomass into chemicals:conversion of sugars to furan derivatives by catalytic processes.Appl Catal A 385(1-2):1-13
5.Besson M,Gallezot P,Pinel C(2009)Conversion of biomass into chemicals over metal catalysts.Chem Rev 114(3):1827-1870
6.Zhang X,Wu D(2016)Ceramic monolith supported Mn-Ce-Mternary mixed-oxide(M=Cu,NiorCo)catalyst for VOCs catalytic oxidation.Ceram Int 42(15):16563-16570
7.Zou S,Wu Y,Mingde Yang et al(2010)Production and characterization of bio-oil from hydrothermal liquefaction of microalgae Dunaliella tertiolecta cake.Energy 35(12):5406-5411
8.Yurdakal S,Tek BS,Alag?z Oet al(2013)Photocatalytic selective oxidation of 5-(hydroxymethyl)-2-furaldehyde to 2,5-furandicarbaldehyde in water by using anatase,rutile,and brookite TiO2 nanoparticles.ACS Sustain Chem Eng 1(5):456-461
9.Yang Z-Z,Deng J,Pan T et al(2012)A one-pot approach for conversion of fructose to 2,5-diformylfuran by combination of Fe3O4-SBA-SO3H and K-OMS-2.Green Chem 14(11):2986-2989
10.Liu X,Xiao J,Ding H et al(2016)Catalytic aerobic oxidation of 5-hydroxymethylfurfural over VO2+and Cu2+immobilized on amino functionalized SBA-15.Chem Eng 283:1315-1321
11.Wang S,Zhang Z,Liu B(2015)Catalytic conversion of fructose and 5-hydroxymethylfurfural into 2,5-furandicarboxylic acid over a recyclable Fe3O4-CoOx magnetite nanocatalyst.ACS Sustain Chem Eng3(3):406-412
12.Wan X,Zhou C,Chen J et al(2014)Base-free aerobic oxidation of5-hydroxymethyl-furfural to 2,5-furandicarboxylic acid in water catalyzed by functionalized carbon nanotube-supported Au-Pd alloy nanoparticles.ACS Catal 4(7):2175-2185
13.Ma J,Du Z,Xu J et al(2011)Effi cient aerobic oxidation of5-hydroxymethylfurfural to 2,5-diformylfuran,and synthesis of a fluorescent material.Chemsuschem 4(1):51-54
14.Hopkins KT,Wilson WD,Bender BC et al(1998)Extended aromatic furan amidino derivatives as anti-Pneumocystis carinii agents.J Med Chem 41(20):3872-3878
15.Gandini A(2011)The irruption of polymers from renewable resources on the scene of macromolecular science and technology.Green Chem 13(5):1061-1083
16.Zhu Y,Shen M,Xia Y et al(2015)Au/MnO2 nanostructured catalysts and their catalytic performance for the oxidation of5-(hydroxymethyl)furfural.Catal Commun 64:37-43
17.Nie J,Xie J,Liu H(2013)Effi cient aerobic oxidation of 5-hydroxymethylfurfural to 2,5-diformylfuran on supported Ru catalysts.JCatal 301:83-91
18.Moreau C,Durand R,Pourcheron C et al(1997)Selective oxidation of 5-hydroxymethylfurfural to 2,5-furan-dicarboxaldehyde in the presence of titania supported vanadia catalysts.Stud Surf Sci Catal 108:399-406
19.Nie J,Liu H(2014)Effi cient aerobic oxidation of 5-hydroxymethylfurfural to 2,5-diformylfuran on manganese oxide catalysts.J Catal 316:57-66
20.Liu B,Zhang Z,Lv Ket al(2014)Efficient aerobic oxidation of biomass-derived 5-hydroxymethylfurfural to 2,5-diformylfuran catalyzed by magnetic nanoparticle supported manganese oxide.Appl Catal A General 472:64-71
2.Corma AIS,Velty A(2007)Chemical routes for the transformation of biomass into chemicals.Chem Rev 107(6):2411-2502
3.Binder JB,Raines RT(2009)Simple chemical transformation of lignocellulosic biomass into furans for fuels and chemicals.J Am Chem Soc 131(5):1979-1985
4.Tong X,Ma Y,Li Y(2009)Biomass into chemicals:conversion of sugars to furan derivatives by catalytic processes.Appl Catal A 385(1-2):1-13
5.Besson M,Gallezot P,Pinel C(2009)Conversion of biomass into chemicals over metal catalysts.Chem Rev 114(3):1827-1870
6.Zhang X,Wu D(2016)Ceramic monolith supported Mn-Ce-Mternary mixed-oxide(M=Cu,NiorCo)catalyst for VOCs catalytic oxidation.Ceram Int 42(15):16563-16570
7.Zou S,Wu Y,Mingde Yang et al(2010)Production and characterization of bio-oil from hydrothermal liquefaction of microalgae Dunaliella tertiolecta cake.Energy 35(12):5406-5411
8.Yurdakal S,Tek BS,Alag?z Oet al(2013)Photocatalytic selective oxidation of 5-(hydroxymethyl)-2-furaldehyde to 2,5-furandicarbaldehyde in water by using anatase,rutile,and brookite TiO2 nanoparticles.ACS Sustain Chem Eng 1(5):456-461
9.Yang Z-Z,Deng J,Pan T et al(2012)A one-pot approach for conversion of fructose to 2,5-diformylfuran by combination of Fe3O4-SBA-SO3H and K-OMS-2.Green Chem 14(11):2986-2989
10.Liu X,Xiao J,Ding H et al(2016)Catalytic aerobic oxidation of 5-hydroxymethylfurfural over VO2+and Cu2+immobilized on amino functionalized SBA-15.Chem Eng 283:1315-1321
11.Wang S,Zhang Z,Liu B(2015)Catalytic conversion of fructose and 5-hydroxymethylfurfural into 2,5-furandicarboxylic acid over a recyclable Fe3O4-CoOx magnetite nanocatalyst.ACS Sustain Chem Eng3(3):406-412
12.Wan X,Zhou C,Chen J et al(2014)Base-free aerobic oxidation of5-hydroxymethyl-furfural to 2,5-furandicarboxylic acid in water catalyzed by functionalized carbon nanotube-supported Au-Pd alloy nanoparticles.ACS Catal 4(7):2175-2185
13.Ma J,Du Z,Xu J et al(2011)Effi cient aerobic oxidation of5-hydroxymethylfurfural to 2,5-diformylfuran,and synthesis of a fluorescent material.Chemsuschem 4(1):51-54
14.Hopkins KT,Wilson WD,Bender BC et al(1998)Extended aromatic furan amidino derivatives as anti-Pneumocystis carinii agents.J Med Chem 41(20):3872-3878
15.Gandini A(2011)The irruption of polymers from renewable resources on the scene of macromolecular science and technology.Green Chem 13(5):1061-1083
16.Zhu Y,Shen M,Xia Y et al(2015)Au/MnO2 nanostructured catalysts and their catalytic performance for the oxidation of5-(hydroxymethyl)furfural.Catal Commun 64:37-43
17.Nie J,Xie J,Liu H(2013)Effi cient aerobic oxidation of 5-hydroxymethylfurfural to 2,5-diformylfuran on supported Ru catalysts.JCatal 301:83-91
18.Moreau C,Durand R,Pourcheron C et al(1997)Selective oxidation of 5-hydroxymethylfurfural to 2,5-furan-dicarboxaldehyde in the presence of titania supported vanadia catalysts.Stud Surf Sci Catal 108:399-406
19.Nie J,Liu H(2014)Effi cient aerobic oxidation of 5-hydroxymethylfurfural to 2,5-diformylfuran on manganese oxide catalysts.J Catal 316:57-66
20.Liu B,Zhang Z,Lv Ket al(2014)Efficient aerobic oxidation of biomass-derived 5-hydroxymethylfurfural to 2,5-diformylfuran catalyzed by magnetic nanoparticle supported manganese oxide.Appl Catal A General 472:64-71