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    Production of 2,4-hexadienoic acid and 1,3-pentadiene from 6-methyl-5,6-dihydro-2-pyrone
    3.
    发明授权
    Production of 2,4-hexadienoic acid and 1,3-pentadiene from 6-methyl-5,6-dihydro-2-pyrone 有权
    由6-甲基-5,6-二氢-2-吡喃酮生产2,4-己二烯酸和1,3-戊二烯

    公开(公告)号：US08404890B2

    公开(公告)日：2013-03-26

    申请号：US12943433

    申请日：2010-11-10

    申请人： James A. Dumesic ,  Mei Chia

    发明人： James A. Dumesic ,  Mei Chia

    IPC分类号： C07C57/10 ,  C07C45/60 ,  C07C5/48

    CPC分类号： C07C1/213 ,  C07C51/09 ,  C07C2531/10 ,  C07C11/20 ,  C07C57/10

    摘要： Described is a method of making sorbic acid, pentadiene, or 3-penten-2-one. The method includes partially hydrogenating 4-hydroxy-6-methyl-2-pyrone (HMP) to yield 5,6-dihydro-4-hydroxy-6-methyl-2H-pyran-2-one (4-DHMMP). Then, if 3-penten-2-one is desired, thermally decomposing the 4-DHMMP to yield 3-penten-2-one. If sorbic acid or pentadiene are desired, the 4-DHMMP is hydrogenated to yield 4-hydroxy-6-methyltetrahydro-2-pyrone (4-HMTHP). The 4-HMTHP is then dehydrated by contacting it with a solid acid catalyst to yield parasorbic acid (PSA). The PSA can then be ring-opened by contacting it with a solid acid catalyst. The reaction conditions of the ring-opening reaction can be controlled to yield sorbic acid and/or pentadiene.

    摘要翻译： 描述了制备山梨酸，戊二烯或3-戊烯-2-酮的方法。 该方法包括部分氢化4-羟基-6-甲基-2-吡喃酮（HMP），得到5,6-二氢-4-羟基-6-甲基-2H-吡喃-2-酮（4-DHMMP）。 然后，如果需要3-戊烯-2-酮，则热分解4-DHMMP以得到3-戊烯-2-酮。 如果需要山梨酸或戊二烯，则将4-DHMMP氢化，得到4-羟基-6-甲基四氢-2-吡喃酮（4-HMTHP）。 然后通过使其与固体酸催化剂接触来脱水4-HMTHP以得到异烟酸（PSA）。 然后可以通过使其与固体酸催化剂接触来使PSA开环。 可以控制开环反应的反应条件以产生山梨酸和/或戊二烯。

    PRODUCTION OF 2,4-HEXADIENOIC ACID AND 1,3-PENTADIENE FROM 6-METHYL-5,6-DIHYDRO-2-PYRONE
    4.
    发明申请
    PRODUCTION OF 2,4-HEXADIENOIC ACID AND 1,3-PENTADIENE FROM 6-METHYL-5,6-DIHYDRO-2-PYRONE 有权
    从6-甲基-5,6-二氢-2-吡喃酮生产2,4-二十六烷酸和1,3-二戊烯

    公开(公告)号：US20120116119A1

    公开(公告)日：2012-05-10

    申请号：US12943433

    申请日：2010-11-10

    申请人： James A. Dumesic ,  Mei Chia

    发明人： James A. Dumesic ,  Mei Chia

    IPC分类号： C07C51/09 ,  C07C45/60 ,  C07C1/22

    CPC分类号： C07C1/213 ,  C07C51/09 ,  C07C2531/10 ,  C07C11/20 ,  C07C57/10

    摘要： Described is a method of making sorbic acid, pentadiene, or 3-penten-2-one. The method includes partially hydrogenating 4-hydroxy-6-methyl-2-pyrone (HMP) to yield 5,6-dihydro-4-hydroxy-6-methyl-2H-pyran-2-one (4-DHMMP). Then, if 3-penten-2-one is desired, thermally decomposing the 4-DHMMP to yield 3-penten-2-one. If sorbic acid or pentadiene are desired, the 4-DHMMP is hydrogenated to yield 4-hydroxy-6-methyltetrahydro-2-pyrone (4-HMTHP). The 4-HMTHP is then dehydrated by contacting it with a solid acid catalyst to yield parasorbic acid (PSA). The PSA can then be ring-opened by contacting it with a solid acid catalyst. The reaction conditions of the ring-opening reaction can be controlled to yield sorbic acid and/or pentadiene.

    摘要翻译： 描述了制备山梨酸，戊二烯或3-戊烯-2-酮的方法。 该方法包括部分氢化4-羟基-6-甲基-2-吡喃酮（HMP），得到5,6-二氢-4-羟基-6-甲基-2H-吡喃-2-酮（4-DHMMP）。 然后，如果需要3-戊烯-2-酮，则热分解4-DHMMP以得到3-戊烯-2-酮。 如果需要山梨酸或戊二烯，则将4-DHMMP氢化，得到4-羟基-6-甲基四氢-2-吡喃酮（4-HMTHP）。 然后通过使其与固体酸催化剂接触来脱水4-HMTHP以得到异烟酸（PSA）。 然后可以通过使其与固体酸催化剂接触来使PSA开环。 可以控制开环反应的反应条件以产生山梨酸和/或戊二烯。

    Catalytic conversion of cellulose to liquid hydrocarbon fuels by progressive removal of oxygen to facilitate separation processes and achieve high selectivities
    5.
    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

    申请人： James A. Dumesic ,  Juan Carlos Serrano Ruiz ,  Ryan M. West

    发明人： James A. Dumesic ,  Juan Carlos Serrano Ruiz ,  Ryan M. West

    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。

    Single-reactor process for producing liquid-phase organic compounds from biomass
    6.
    发明授权
    Single-reactor process for producing liquid-phase organic compounds from biomass 有权
    用于从生物质生产液相有机化合物的单反应器方法

    公开(公告)号：US08075642B2

    公开(公告)日：2011-12-13

    申请号：US12102223

    申请日：2008-04-14

    申请人： James A. Dumesic ,  Dante A. Simonetti ,  Edward L. Kunkes

    发明人： James A. Dumesic ,  Dante A. Simonetti ,  Edward L. Kunkes

    IPC分类号： C10L1/18

    CPC分类号： C10G3/49 ,  B01J23/6567 ,  C10G3/47 ,  C10G3/48 ,  C10G2300/1011 ,  C10G2400/18 ,  Y02P30/20

    摘要： Disclosed is a method for preparing liquid fuel and chemical intermediates from biomass-derived oxygenated hydrocarbons. The method includes the steps of reacting in a single reactor an aqueous solution of a biomass-derived, water-soluble oxygenated hydrocarbon reactant, in the presence of a catalyst comprising a metal selected from the group consisting of Cr, Mn, Fe, Co, Ni, Cu, Mo, Tc, Ru, Rh, Pd, Ag, W, Re, Os, Ir, Pt, and Au, at a temperature, and a pressure, and for a time sufficient to yield a self-separating, three-phase product stream comprising a vapor phase, an organic phase containing linear and/or cyclic mono-oxygenated hydrocarbons, and an aqueous phase.

    摘要翻译： 公开了一种从生物质来源的氧化烃制备液体燃料和化学中间体的方法。 该方法包括以下步骤：在包含选自Cr，Mn，Fe，Co，Cu，Fe，Co，Fe的Co的金属的催化剂存在下，在单一反应器中使生物质衍生的水溶性氧化烃反应物的水溶液反应， Ni，Cu，Mo，Tc，Ru，Rh，Pd，Ag，W，Re，Os，Ir，Pt和Au在一定温度和压力下进行，并且足以产生自分离的时间 包含气相，含有线性和/或环状单氧化烃​​的有机相和水相的相产物流。

    Method for catalytically reducing carboxylic acid groups to hydroxyl groups in hydroxycarboxylic acids
    9.
    发明授权
    Method for catalytically reducing carboxylic acid groups to hydroxyl groups in hydroxycarboxylic acids 有权
    在羟基羧酸中将羧酸基团催化还原成羟基的方法

    公开(公告)号：US06441241B1

    公开(公告)日：2002-08-27

    申请号：US09997924

    申请日：2001-11-30

    申请人： Randy D. Cortright ,  James A. Dumesic

    发明人： Randy D. Cortright ,  James A. Dumesic

    IPC分类号： C07C29141

    CPC分类号： C07C29/149 ,  B01J23/72 ,  Y02P20/52 ,  C07C31/205 ,  C07C31/202

    摘要： A method for catalytically reducing the carboxylic acid group of hydroxycarboxylic acids to a hydroxyl group is disclosed. An organic compound having an &agr;-hydroxyl group and at least one carboxylic acid group is contacted with a catalyst in the presence of hydrogen to yield a reduced product having at least two hydroxyl groups, the carboxylic acid group having been converted into one of the hydroxyl groups. The catalytic process may be conducted at hydrogen pressures of less than about 50 atm and is particularly suited for converting &agr;-hydroxycarboxylic acids, such as lactic acid or glycolic acid, to 1,2-dihydroxy alkanes, such as 1,2-propanediol or ethylene glycol, using zero valent copper. The catalyst may be supported on silica, and the hydroxyl groups on the silica may be capped with hydrophobic groups including alkyl groups and silanes, such as trialkylsilanes.

    摘要翻译： 公开了将羟基羧酸的羧酸基团催化还原成羟基的方法。 具有α-羟基和至少一个羧酸基团的有机化合物在氢气存在下与催化剂接触，得到具有至少两个羟基的还原产物，该羧酸基已转化为羟基 团体 催化过程可以在小于约50大气压的氢气压力下进行，并且特别适用于将α-羟基羧酸如乳酸或乙醇酸转化为1,2-二羟基烷烃如1,2-丙二醇或 乙二醇，使用零价铜。 催化剂可以负载在二氧化硅上，并且二氧化硅上的羟基可以用包括烷基和硅烷的疏水基团如三烷基硅烷封端。