Synthesis of jet fuel additive with cyclopentanone
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摘要
A new route was developed for the synthesis of renewable decalin with cyclopentanone which can be derived from lignocellulose.It was found that 1,2,3,4,5,6,7,8-octahydronaphthalene could be selectively produced by the hydrogenation/dehydration/rearrangement of [1,1-bi(cyclopentylidene)]-2-one(i.e.the selfaldol condensation product of cyclopentanone) over a dual-bed catalyst system.Among the investigated catalysts,the Ru/C and Amberlyst-15 resin exhibited the highest activities for the hydrogenation of [1,1-bi(cyclopentylidene)]-2-one to [1,1-bi(cyclopentan)]-2-ol and the dehydration/rearrangement of [1,1-bi(cyclopentan)]-2-ol to 1,2,3,4,5,6,7,8-octahydronaphthalene,respectively.Using Ru/C and Amberlyst-15 resin as the first bed and the second bed catalysts,1,2,3,4,5,6,7,8-octahydronaphthalene was directly produced in high carbon yield(83.7%) under mild conditions(393 K,1 MPa).After being hydrogenated,the1,2,3,4,5,6,7,8-octahydronaphthalene was converted to decalin which can be used as additive to improve the thermal stability and volumetric heat value of jet fuel.
A new route was developed for the synthesis of renewable decalin with cyclopentanone which can be derived from lignocellulose.It was found that 1,2,3,4,5,6,7,8-octahydronaphthalene could be selectively produced by the hydrogenation/dehydration/rearrangement of [1,1-bi(cyclopentylidene)]-2-one(i.e.the selfaldol condensation product of cyclopentanone) over a dual-bed catalyst system.Among the investigated catalysts,the Ru/C and Amberlyst-15 resin exhibited the highest activities for the hydrogenation of [1,1-bi(cyclopentylidene)]-2-one to [1,1-bi(cyclopentan)]-2-ol and the dehydration/rearrangement of [1,1-bi(cyclopentan)]-2-ol to 1,2,3,4,5,6,7,8-octahydronaphthalene,respectively.Using Ru/C and Amberlyst-15 resin as the first bed and the second bed catalysts,1,2,3,4,5,6,7,8-octahydronaphthalene was directly produced in high carbon yield(83.7%) under mild conditions(393 K,1 MPa).After being hydrogenated,the1,2,3,4,5,6,7,8-octahydronaphthalene was converted to decalin which can be used as additive to improve the thermal stability and volumetric heat value of jet fuel.
A new route was developed for the synthesis of renewable decalin with cyclopentanone which can be derived from lignocellulose.It was found that 1,2,3,4,5,6,7,8-octahydronaphthalene could be selectively produced by the hydrogenation/dehydration/rearrangement of [1,1-bi(cyclopentylidene)]-2-one(i.e.the selfaldol condensation product of cyclopentanone) over a dual-bed catalyst system.Among the investigated catalysts,the Ru/C and Amberlyst-15 resin exhibited the highest activities for the hydrogenation of [1,1-bi(cyclopentylidene)]-2-one to [1,1-bi(cyclopentan)]-2-ol and the dehydration/rearrangement of [1,1-bi(cyclopentan)]-2-ol to 1,2,3,4,5,6,7,8-octahydronaphthalene,respectively.Using Ru/C and Amberlyst-15 resin as the first bed and the second bed catalysts,1,2,3,4,5,6,7,8-octahydronaphthalene was directly produced in high carbon yield(83.7%) under mild conditions(393 K,1 MPa).After being hydrogenated,the1,2,3,4,5,6,7,8-octahydronaphthalene was converted to decalin which can be used as additive to improve the thermal stability and volumetric heat value of jet fuel.
引文
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[49]G.S.Zhang,M.M.Zhu,Q.Zhang,Y.M.Liu,H.Y.He,Y.Cao,Green Chem.18(2016)2155-2164.
[50]F.Chen,N.Li,W.Wang,A.Wang,Y.Cong,X.Wang,T.Zhang,Chem.Commun.51(2015)11876-11879.
[51]X.Zhang,Z.Zhang,F.Wang,Y.Wang,Q.Song,J.Xu,J.Mol.Catal.A 377(2013)102-107.
[52]J.Wisniak,M.Hershkowitz,S.Stein,Ind.Eng.Chem.Prod.Res.Dev.13(1974)232-236.
[53]L.E.Manzer,Appl.Catal.A 272(2004)249-256.
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[57]K.A.Mauritz,R.B.Moore,Chem.Rev.104(2004)4535-4586.
[58]B.G.Harvey,M.E.Wright,R.L.Quintana,Energy Fuels 24(2010)267-273.
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[60]P.A.Riveros,Hydrometallurgy 72(2004)279-290.