Biorefining compounds and organocatalytic upgrading methods

    公开(公告)号:US09828354B2

    公开(公告)日:2017-11-28

    申请号:US15272324

    申请日:2016-09-21

    Abstract: The invention provides new methods for the direct umpolung self-condensation of 5-hydroxymethylfurfural (HMF) by organocatalysis, thereby upgrading the readily available substrate into 5,5′-di(hydroxymethyl) furoin (DHMF). While many efficient catalyst systems have been developed for conversion of plant biomass resources into HMF, the invention now provides methods to convert such nonfood biomass directly into DHMF by a simple process as described herein. The invention also provides highly effective new methods for upgrading other biomass furaldehydes and related compound to liquid fuels. The methods include the organocatalytic self-condensation (umpolung) of biomass furaldehydes into (C8-C12)furoin intermediates, followed by hydrogenation, etherification or esterification into oxygenated biodiesel, or hydrodeoxygenation by metal-acid tandem catalysis into premium hydrocarbon fuels.

    Biorefining compounds and organocatalytic upgrading methods
    2.
    发明授权
    Biorefining compounds and organocatalytic upgrading methods 有权
    生物精制化合物和有机催化升级方法

    公开(公告)号:US09469626B2

    公开(公告)日:2016-10-18

    申请号:US13934074

    申请日:2013-07-02

    Abstract: The invention provides new methods for the direct umpolung self-condensation of 5-hydroxymethylfurfural (HMF) by organocatalysis, thereby upgrading the readily available substrate into 5,5′-di(hydroxymethyl)furoin (DHMF). While many efficient catalyst systems have been developed for conversion of plant biomass resources into HMF, the invention now provides methods to convert such nonfood biomass directly into DHMF by a simple process as described herein. The invention also provides highly effective new methods for upgrading other biomass furaldehydes and related compound to liquid fuels. The methods include the organocatalytic self-condensation (umpolung) of biomass furaldehydes into (C8-C12)furoin intermediates, followed by hydrogenation, etherification or esterification into oxygenated biodiesel, or hydrodeoxygenation by metal-acid tandem catalysis into premium hydrocarbon fuels.

    Abstract translation: 本发明通过有机催化提供了5-羟甲基糠醛(HMF)的直接umpolung自缩合的新方法,从而将容易获得的底物升级成5,5'-二(羟甲基)呋喃蛋白(DHMF)。 虽然已经开发了许多有效的催化剂体系用于将植物生物质资源转化为HMF,但是本发明现在提供了通过本文所述的简单方法将这种非食用生物质直接转化成DHMF的方法。 本发明还提供了用于将其它生物物质的醛和相关化合物升级为液体燃料的高效的新方法。 方法包括将生物质糠醛的有机催化自缩合(umpolung)转化为(C8-C12)糠醛中间体,然后氢化,醚化或酯化成氧化生物柴油,或通过金属酸串联催化加氢脱氧成优质烃燃料。

    HYDROCARBON FUEL ANTIOXIDANT AND METHOD OF APPLICATION THEREOF
    5.
    发明申请
    HYDROCARBON FUEL ANTIOXIDANT AND METHOD OF APPLICATION THEREOF 审中-公开
    石油燃料抗氧化剂及其应用方法

    公开(公告)号:US20150225660A1

    公开(公告)日:2015-08-13

    申请号:US14370687

    申请日:2011-11-23

    Abstract: A hydrocarbon fuel antioxidant comprises a compound having a following molecular structure R1-(CnHm)-R2, a precursor or a derivative of the compound: wherein n and m are positive integers; —(CnHm)— group is a straight chain molecule segment formed by covalent linkage of carbon atoms which are more than or equal to 3 and less than or equal to 50; ,R1 and R2 comprise an aromatic ring or carboxylic acid or hydroxyl radical or alkyl group; the aromatic ring group may either be a single ring or polycyclic, and may also be a heterocycle containing oxygen or nitrogen, which may be provided with or not provided with a substituent group; the antioxidant contains more than one linear chain or ring conjugated bond formed by conjugated double bonds; the ring conjugated double bonds are located on the aromatic ring at the end part; the linear chain conjugated double bonds are located on a carbon chain in the middle; and the antioxidant has a prominent absorption peak in a 250-400 nm ultraviolet wavelength range. The hydrocarbon fuel antioxidant comprises carotinoid, vitamin A or vitamin E. The invention further provides applications and a method of application of the antioxidant. The antioxidant can promote the ultraviolet light stabilization effect of the fuels, but also can promote the oxygen stabilization effect of the fuels, and particularly can promote the combustion efficiency of the fuels and reduce the emission of contaminants when the antioxidant is together used with such additives as cetane number improver and octane number improver.

    Abstract translation: 烃燃料抗氧化剂包含具有以下分子结构R1-(CnHm)-R2的化合物,化合物的前体或衍生物:其中n和m是正整数; - (C n H m) - 基团是通过大于或等于3并且小于或等于50的碳原子的共价连接形成的直链分子链段; ,R 1和R 2包含芳环或羧酸或羟基或烷基; 芳环基可以是单环或多环,并且也可以是含有氧或氮的杂环,其可以具有或不具有取代基; 抗氧化剂含有多于一个由共轭双键形成的直链或环共轭键; 环共轭双键位于端部的芳环上; 线性链共轭双键位于中间的碳链上; 并且抗氧化剂在250-400nm紫外线波长范围内具有显着的吸收峰。 烃类燃料抗氧化剂包括类胡萝卜素,维生素A或维生素E.本发明还提供了抗氧化剂的应用和应用的方法。 抗氧化剂可以促进燃料的紫外光稳定作用,而且可以促进燃料的氧稳定化作用,特别是可以提高燃料的燃烧效率,并且当抗氧化剂与这种添加剂一起使用时减少污染物的排放 作为十六烷值改进剂和辛烷值改进剂。

    Gasoline compositions
    9.
    发明授权
    Gasoline compositions 有权
    汽油组成

    公开(公告)号:US08518129B2

    公开(公告)日:2013-08-27

    申请号:US12787273

    申请日:2010-05-25

    Abstract: Gasoline compositions are provided comprising component A, an alkyl alkenoate compound, or a mixture of alkyl alkenoate compounds, selected from compounds of formula I: wherein R1 is a linear alkenyl group containing 3 to 5 carbon atoms, optionally substituted by a methyl group, and R2 is a linear or branched alkyl group containing 1 to 6 carbon atoms, with the proviso that component A has a boiling point or boiling point range within the temperature range of from 90 to 200° C., and at least one additional selected component.

    Abstract translation: 提供了汽油组合物,其包含选自式I化合物的组分A,烷基烯酸酯化合物或烷基烯酸酯化合物的混合物:其中R 1是含有3至5个碳原子的直链烯基,任选被甲基取代;和 R2是含有1至6个碳原子的直链或支链烷基,条件是组分A的沸点或沸点范围在90至200℃的温度范围内,以及至少一种另外选择的组分。

    Method for producing biofuels, transforming triglycerides into at least two biofuel families: fatty acid monoesters and ethers and/or soluble glycerol acetals
    10.
    发明授权
    Method for producing biofuels, transforming triglycerides into at least two biofuel families: fatty acid monoesters and ethers and/or soluble glycerol acetals 失效
    生产生物燃料的方法,将甘油三酯转化为至少两个生物燃料系列:脂肪酸单酯和醚和/或可溶性甘油缩醛

    公开(公告)号:US08419810B2

    公开(公告)日:2013-04-16

    申请号:US10590351

    申请日:2005-01-27

    Abstract: A process for producing biofuels by transforming triglycerides into at least two families of biofuels, monoesters of fatty acids and soluble ethers and/or acetals of glycerol, comprises: at least one transesterification step in which said triglyceride is reacted by heterogeneous catalysis with at least one primary monoalcohol selected from methanol and ethanol to produce at least one methyl and/or ethyl ester of the fatty acids of the starting triglycerides and glycerol, said products being free of by-products; and an etherification step in which the glycerol is reacted with at least one olefinic hydrocarbon containing 4 to 12 carbon atoms; and/or an acetalization step in which the glycerol is reacted with at least one compound selected from aldehydes, ketones and acetals derived from aldehydes or ketones.

    Abstract translation: 通过将甘油三酯转化为至少两个生物燃料,脂肪酸的单酯和甘油的可溶性醚和/或缩醛来生产生物燃料的方法包括:至少一个酯交换步骤,其中所述甘油三酯通过非均相催化与至少一种 选自甲醇和乙醇的一级一元醇,以产生起始甘油三酯和甘油的脂肪酸的至少一种甲基和/或乙酯,所述产物不含副产物; 和其中甘油与至少一种含有4至12个碳原子的烯烃反应的醚化步骤; 和/或缩醛化步骤,其中甘油与至少一种选自醛,酮和衍生自醛或酮的缩醛的化合物反应。

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