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1.发明授权Integrated process and apparatus to produce hydrocarbons from aqueous solutions of lactones, hydroxy-carboxylic acids, alkene-carboxylic acids, and/or alcohols 有权从内酯，羟基羧酸，烯烃 - 羧酸和/或醇的水溶液中生产烃的综合方法和装置公开(公告)号：US08410326B2
公开(公告)日：2013-04-02
申请号：US12687471
申请日：2010-01-14
CPC分类号： B01J8/0457 , B01J21/12 , B01J29/40 , B01J31/10 , C07C1/2078 , C07C1/213 , C07C1/24 , C07C2/12 , C07C11/02 , C07C2521/12 , C07C2529/40 , C10G3/42 , C10G50/00 , C10G2300/1014 , C10G2300/4018 , C10G2400/22 , Y02P20/125 , C07C11/08
摘要： A process for producing hydrocarbons, especially C8 or larger alkenes, from lactones, hydroxy-carboxylic acids, alkene-carboxylic acids, alcohols, or mixtures thereof, or an aqueous solution of lactones, hydroxy-carboxylic acids, alkene-carboxylic acids, alcohols, or mixtures thereof is described. The process includes reacting the starting materials with a first acid catalyst to yield a first product mixture. The first product mixture is then reacted with a second acid catalyst (which can be the same or different from the first acid catalyst) to yield a second product mixture comprising hydrocarbons, for example alkenes having a chain length of C8+. The process is suitable for producing hydrocarbons that can be used in or as liquid transportation fuels.
摘要翻译： 由内酯，羟基羧酸，烯烃 - 羧酸，醇或其混合物生产烃，特别是C8或更大链烯的方法，或内酯，羟基羧酸，烯烃 - 羧酸，醇， 或其混合物。 该方法包括使起始原料与第一种酸催化剂反应以产生第一产物混合物。 然后将第一产物混合物与第二酸催化剂（其可以与第一酸催化剂相同或不同）反应，以产生包含烃的第二产物混合物，例如链长为C8 +的烯烃。 该方法适用于生产可用作液体运输燃料或作为液体运输燃料的碳氢化合物。
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2.发明授权Catalytic conversion of cellulose to liquid hydrocarbon fuels by progressive removal of oxygen to facilitate separation processes and achieve high selectivities 有权通过逐步去除氧气促进分离过程并实现高选择性，将纤维素催化转化为液体烃燃料公开(公告)号：US08148553B2
公开(公告)日：2012-04-03
申请号：US12490129
申请日：2009-06-23
IPC分类号： C07D307/00 , C07C6/00 , C07C51/00
CPC分类号： C07D309/12 , B01J23/10 , B01J23/6484 , B01J35/0006 , B01J35/1019 , C01B3/32 , C01B2203/0233 , C01B2203/06 , C01B2203/065 , C01B2203/1211 , C07C1/213 , C07C1/24 , C07C51/00 , C07C51/09 , C07C2521/12 , C07C2527/054 , C07C2527/08 , C07C2527/11 , C07C2527/1206 , C07C2527/173 , C07C2531/04 , C07D307/33 , C10G3/42 , C10G3/45 , C10G3/47 , C10G2300/1014 , C10G2400/20 , Y02P30/20 , C07C11/08 , C07C11/02 , C07C53/126 , C07C59/185
摘要： Described is a method to make liquid chemicals, such as functional intermediates, solvents, and liquid fuels from biomass-derived cellulose. The method is cascading; the product stream from an upstream reaction can be used as the feedstock in the next downstream reaction. The method includes the steps of deconstructing cellulose to yield a product mixture comprising levulinic acid and formic acid, converting the levulinic acid to γ-valerolactone, and converting the γ-valerolactone to pentanoic acid. Alternatively, the γ-valerolactone can be converted to a mixture of n-butenes. The pentanoic acid so formed can be further reacted to yield a host of valuable products. For example, the pentanoic acid can be decarboxylated yield 1-butene or ketonized to yield 5-nonanone. The 5-nonanone can be hydrodeoxygenated to yield nonane, or 5-nonanone can be reduced to yield 5-nonanol. The 5-nonanol can be dehydrated to yield nonene, which can be dimerized to yield a mixture of C9 and C18 olefins, which can be hydrogenated to yield a mixture of alkanes. Alternatively, the nonene may be isomerized to yield a mixture of branched olefins, which can be hydrogenated to yield a mixture of branched alkanes. The mixture of n-butenes formed from γ-valerolactone can also be subjected to isomerization and oligomerization to yield olefins in the gasoline, jet and Diesel fuel ranges.
摘要翻译： 描述了一种从生物质衍生的纤维素制备液体化学物质，例如功能性中间体，溶剂和液体燃料的方法。 方法是级联; 来自上游反应的产物流可以用作下一个下游反应中的原料。 该方法包括解纤维素以产生包含乙酰丙酸和甲酸的产物混合物，将乙酰丙酸转化成γ-戊内酯并将γ-戊内酯转化为戊酸的步骤。 或者，γ-戊内酯可以转化为正丁烯的混合物。 如此形成的戊酸可以进一步反应以产生大量有价值的产物。 例如，戊酸可以脱羧，得到1-丁烯或酮化，得到5-壬酮。 可以将5-壬酮加氢脱氧以得到壬烷，或5-壬酮可以还原得到5-壬醇。 可以将5-壬醇脱水得到壬烯，其可以二聚化以产生C 9和C 18烯烃的混合物，其可被氢化以产生烷烃的混合物。 或者，壬烯可以异构化以产生支化烯烃的混合物，其可以被氢化以产生支链烷烃的混合物。 由γ-戊内酯形成的正丁烯的混合物也可以进行异构化和低聚反应以在汽油，喷射和柴油燃料范围内产生烯烃。
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公开(公告)号：US07960592B1
公开(公告)日：2011-06-14
申请号：US12685887
申请日：2010-01-12
申请人： James A. Dumesic , Ryan M. West
发明人： James A. Dumesic , Ryan M. West
IPC分类号： C07C45/65
CPC分类号： C07C45/67 , C07C49/205
摘要： A method for converting levulinic acid to methyl vinyl ketone is described. The method includes the steps of reacting an aqueous solution of levulinic acid, over an acid catalyst, at a temperature of from room temperature to about 1100 K. Methyl vinyl ketone is thereby formed.
摘要翻译： 描述了将乙酰丙酸转化为甲基乙烯基酮的方法。 该方法包括在室温至约1100K的温度下使乙酰丙酸的水溶液在酸催化剂上反应的步骤。从而形成甲基乙烯基酮。
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4.发明授权Catalytic conversion of cellulose to liquid hydrocarbon fuels by progressive removal of oxygen to facilitate separation processes and achieve high selectivities 有权通过逐步去除氧气促进分离过程并实现高选择性，将纤维素催化转化为液体烃燃料公开(公告)号：US08624043B2
公开(公告)日：2014-01-07
申请号：US13369388
申请日：2012-02-09
IPC分类号： C07D307/00 , C07C6/00 , C07C51/00
CPC分类号： C07D309/12 , B01J23/10 , B01J23/6484 , B01J35/0006 , B01J35/1019 , C01B3/32 , C01B2203/0233 , C01B2203/06 , C01B2203/065 , C01B2203/1211 , C07C1/213 , C07C1/24 , C07C51/00 , C07C51/09 , C07C2521/12 , C07C2527/054 , C07C2527/08 , C07C2527/11 , C07C2527/1206 , C07C2527/173 , C07C2531/04 , C07D307/33 , C10G3/42 , C10G3/45 , C10G3/47 , C10G2300/1014 , C10G2400/20 , Y02P30/20 , C07C11/08 , C07C11/02 , C07C53/126 , C07C59/185
摘要： Described is a method to make liquid chemicals. The method includes deconstructing cellulose to yield a product mixture comprising levulinic acid and formic acid, converting the levulinic acid to γ-valerolactone, and converting the γ-valerolactone to pentanoic acid. Alternatively, the γ-valerolactone can be converted to a mixture of n-butenes. The pentanoic acid can be decarboxylated yield 1-butene or ketonized to yield 5-nonanone. The 5-nonanone can be hydrodeoxygenated to yield nonane, or 5-nonanone can be reduced to yield 5-nonanol. The 5-nonanol can be dehydrated to yield nonene, which can be dimerized to yield a mixture of C9 and C18 olefins, which can be hydrogenated to yield a mixture of alkanes.
摘要翻译： 描述了制造液体化学品的方法。 该方法包括解构纤维素以产生包含乙酰丙酸和甲酸的产物混合物，将乙酰丙酸转化为γ-戊内酯，并将γ-戊内酯转化成戊酸。 或者，γ-戊内酯可以转化为正丁烯的混合物。 戊酸可以脱羧，得到1-丁烯或酮化，得到5-壬酮。 可以将5-壬酮加氢脱氧以得到壬烷，或5-壬酮可以还原得到5-壬醇。 可以将5-壬醇脱水得到壬烯，其可以二聚化以产生C 9和C 18烯烃的混合物，其可被氢化以产生烷烃的混合物。
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5.发明申请公开(公告)号：US20100324310A1
公开(公告)日：2010-12-23
申请号：US12490129
申请日：2009-06-23
IPC分类号： C07D305/12 , C07C51/00 , C07C1/00
CPC分类号： C07D309/12 , B01J23/10 , B01J23/6484 , B01J35/0006 , B01J35/1019 , C01B3/32 , C01B2203/0233 , C01B2203/06 , C01B2203/065 , C01B2203/1211 , C07C1/213 , C07C1/24 , C07C51/00 , C07C51/09 , C07C2521/12 , C07C2527/054 , C07C2527/08 , C07C2527/11 , C07C2527/1206 , C07C2527/173 , C07C2531/04 , C07D307/33 , C10G3/42 , C10G3/45 , C10G3/47 , C10G2300/1014 , C10G2400/20 , Y02P30/20 , C07C11/08 , C07C11/02 , C07C53/126 , C07C59/185
摘要： Described is a method to make liquid chemicals, such as functional intermediates, solvents, and liquid fuels from biomass-derived cellulose. The method is cascading; the product stream from an upstream reaction can be used as the feedstock in the next downstream reaction. The method includes the steps of deconstructing cellulose to yield a product mixture comprising levulinic acid and formic acid, converting the levulinic acid to γ-valerolactone, and converting the γ-valerolactone to pentanoic acid. Alternatively, the γ-valerolactone can be converted to a mixture of n-butenes. The pentanoic acid so formed can be further reacted to yield a host of valuable products. For example, the pentanoic acid can be decarboxylated yield 1-butene or ketonized to yield 5-nonanone. The 5-nonanone can be hydrodeoxygenated to yield nonane, or 5-nonanone can be reduced to yield 5-nonanol. The 5-nonanol can be dehydrated to yield nonene, which can be dimerized to yield a mixture of C9 and C18 olefins, which can be hydrogenated to yield a mixture of alkanes. Alternatively, the nonene may be isomerized to yield a mixture of branched olefins, which can be hydrogenated to yield a mixture of branched alkanes. The mixture of n-butenes formed from γ-valerolactone can also be subjected to isomerization and oligomerization to yield olefins in the gasoline, jet and Diesel fuel ranges.
摘要翻译： 描述了一种从生物质衍生的纤维素制备液体化学物质，例如功能性中间体，溶剂和液体燃料的方法。 方法是级联; 来自上游反应的产物流可以用作下一个下游反应中的原料。 该方法包括解纤维素以产生包含乙酰丙酸和甲酸的产物混合物，将乙酰丙酸转化成γ-戊内酯并将γ-戊内酯转化为戊酸的步骤。 或者，γ-戊内酯可以转化为正丁烯的混合物。 如此形成的戊酸可以进一步反应以产生大量有价值的产物。 例如，戊酸可以脱羧，得到1-丁烯或酮化，得到5-壬酮。 可以将5-壬酮加氢脱氧以得到壬烷，或5-壬酮可以还原得到5-壬醇。 可以将5-壬醇脱水得到壬烯，其可以二聚化以产生C 9和C 18烯烃的混合物，其可被氢化以产生烷烃的混合物。 或者，壬烯可以异构化以产生支化烯烃的混合物，其可以被氢化以产生支链烷烃的混合物。 由γ-戊内酯形成的正丁烯的混合物也可以进行异构化和低聚反应以在汽油，喷射和柴油燃料范围内产生烯烃。
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6.发明申请公开(公告)号：US20120149922A1
公开(公告)日：2012-06-14
申请号：US13369388
申请日：2012-02-09
IPC分类号： C07D307/33 , C07C51/00
CPC分类号： C07D309/12 , B01J23/10 , B01J23/6484 , B01J35/0006 , B01J35/1019 , C01B3/32 , C01B2203/0233 , C01B2203/06 , C01B2203/065 , C01B2203/1211 , C07C1/213 , C07C1/24 , C07C51/00 , C07C51/09 , C07C2521/12 , C07C2527/054 , C07C2527/08 , C07C2527/11 , C07C2527/1206 , C07C2527/173 , C07C2531/04 , C07D307/33 , C10G3/42 , C10G3/45 , C10G3/47 , C10G2300/1014 , C10G2400/20 , Y02P30/20 , C07C11/08 , C07C11/02 , C07C53/126 , C07C59/185
摘要： Described is a method to make liquid chemicals. The method includes deconstructing cellulose to yield a product mixture comprising levulinic acid and formic acid, converting the levulinic acid to γ-valerolactone, and converting the γ-valerolactone to pentanoic acid. Alternatively, the γ-valerolactone can be converted to a mixture of n-butenes. The pentanoic acid can be decarboxylated yield 1-butene or ketonized to yield 5-nonanone. The 5-nonanone can be hydrodeoxygenated to yield nonane, or 5-nonanone can be reduced to yield 5-nonanol. The 5-nonanol can be dehydrated to yield nonene, which can be dimerized to yield a mixture of C9 and C18 olefins, which can be hydrogenated to yield a mixture of alkanes.
摘要翻译： 描述了制造液体化学品的方法。 该方法包括解构纤维素以产生包含乙酰丙酸和甲酸的产物混合物，将乙酰丙酸转化为γ-戊内酯，并将γ-戊内酯转化为戊酸。 或者，γ-戊内酯可以转化为正丁烯的混合物。 戊酸可以脱羧，得到1-丁烯或酮化，得到5-壬酮。 可以将5-壬酮加氢脱氧以得到壬烷，或5-壬酮可以还原得到5-壬醇。 可以将5-壬醇脱水得到壬烯，其可以二聚化以产生C 9和C 18烯烃的混合物，其可被氢化以产生烷烃的混合物。
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