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    Preparation of caprolactone, caprolactam, 2,5-tetrahydrofuran-dimethanol, 1,6-hexanediol or 1,2,6-hexanetriol from 5-hydroxymethyl-2-furfuraldehyde
    76.
    发明授权
    Preparation of caprolactone, caprolactam, 2,5-tetrahydrofuran-dimethanol, 1,6-hexanediol or 1,2,6-hexanetriol from 5-hydroxymethyl-2-furfuraldehyde 有权
    从5-羟甲基-2-糠醛制备己内酯，己内酰胺，2,5-四氢呋喃 - 二甲醇，1,6-己二醇或1,2,6-己三醇

    公开(公告)号：US09199961B2

    公开(公告)日：2015-12-01

    申请号：US13699934

    申请日：2011-03-23

    Applicant: Johannes Gerardus De Vries ,  Teddy ,  Pim Huat Phua ,  Ignacio Vladimiro Melián Cabrera ,  Hero Jan Heeres

    Inventor： Johannes Gerardus De Vries ,  Teddy ,  Pim Huat Phua ,  Ignacio Vladimiro Melián Cabrera ,  Hero Jan Heeres

    IPC: C07C29/132 ,  C07D201/08 ,  C07D313/04

    CPC classification number: C07D313/04 ,  C07C29/132 ,  C07D201/08

    Abstract: The present invention relates to a method for preparing caprolactone, comprising converting 5-hydroxymethyl-2-furfuraldehyde by hydrogenation into at least one intermediate compound selected from the group of 2,5-tetrahydrofuran-dimethanol, 1,6-hexanediol and 1,2,6-hexanetriol, and preparing caprolactone from said intermediate compound.Further, the invention relates to a method for preparing 1,2,6-hexanetriol comprising preparing 5-hydroxymethyl-2-furfaldehyde from a renewable source, converting 5-hydroxymethyl-2-furfaldehyde into 2,5-tetrahydrofuran-dimethanol and converting 2,5-tetrahydrofuran-dimethanol into 1,2,6-hexanetriol.Further, the invention relates to a method for preparing 1,6-hexanediol from 1,2,6-hexanetriol, wherein 1,2,6-hexanetriol is subjected to a ring closure reaction, thereby forming (tetrahydro-2H-pyran-2-yl)methanol, and the (tetrahydro-2H-pyran-2-yl)methanol is hydrogenated, thereby forming 1,6-hexane diol.

    Abstract translation: 本发明涉及一种制备己内酯的方法，包括通过氢化将5-羟甲基-2-糠醛转化为至少一种选自2,5-四氢呋喃 - 二甲醇，1,6-己二醇和1,2 ，6-己烷三醇，并由所述中间体化合物制备己内酯。 此外，本发明涉及一种制备1,2,6-己三醇的方法，包括从可再生来源制备5-羟甲基-2-糠醛，将5-羟甲基-2-糠醛转化为2,5-四氢呋喃 - 二甲醇并将2 ，5-四氢呋喃 - 二甲醇加入到1,2,6-己三醇中。 此外，本发明涉及从1,2,6-己三醇制备1,6-己二醇的方法，其中1,2,6-己三醇进行闭环反应，从而形成（四氢-2H-吡喃-2-基） - 基）甲醇，并将（四氢-2H-吡喃-2-基）甲醇氢化，从而形成1,6-己二醇。

    Preparation of caprolactone, caprolactam, 2,5-tetrahydrofuran-dimethanol, 1,6-hexanediol or 1,2,6-hexanetriol from 5-hydroxymethyl-2-furfuraldehyde
    77.
    发明申请
    Preparation of caprolactone, caprolactam, 2,5-tetrahydrofuran-dimethanol, 1,6-hexanediol or 1,2,6-hexanetriol from 5-hydroxymethyl-2-furfuraldehyde 有权
    从5-羟甲基-2-糠醛制备己内酯，己内酰胺，2,5-四氢呋喃 - 二甲醇，1,6-己二醇或1,2,6-己三醇

    公开(公告)号：US20130137863A1

    公开(公告)日：2013-05-30

    申请号：US13699934

    申请日：2011-03-23

    Applicant: Johannes Gerardus De Vries ,  Teddy ,  Pim Huat Phua ,  Ignacio Vladimiro Melián Cabrera ,  Hero Jan Heeres

    Inventor： Johannes Gerardus De Vries ,  Teddy ,  Pim Huat Phua ,  Ignacio Vladimiro Melián Cabrera ,  Hero Jan Heeres

    IPC: C07D313/04 ,  C07C29/132 ,  C07D201/08

    CPC classification number: C07D313/04 ,  C07C29/132 ,  C07D201/08

    Abstract: The present invention relates to a method for preparing caprolactone, comprising converting 5-hydroxymethyl-2-furfuraldehyde by hydrogenation into at least one intermediate compound selected from the group of 2,5-tetrahydrofuran-dimethanol, 1,6-hexanediol and 1,2,6-hexanetriol,and preparing caprolactone from said intermediate compound.Further, the invention relates to a method for preparing 1,2,6-hexanetriol comprising preparing 5-hydroxymethyl-2-furfaldehyde from a renewable source, converting 5-hydroxymethyl-2-furfaldehyde into 2,5-tetrahydrofuran-dimethanol and converting 2,5-tetrahydrofuran-dimethanol into 1,2,6-hexanetriol.Further, the invention relates to a method for preparing 1,6-hexanediol from 1,2,6-hexanetriol, wherein 1,2,6-hexanetriol is subjected to a ring closure reaction, thereby forming (tetrahydro-2H-pyran-2-yl)methanol, and the (tetrahydro-2H-pyran-2-yl)methanol is hydrogenated, thereby forming 1,6-hexane diol.

    Abstract translation: 本发明涉及一种制备己内酯的方法，包括通过氢化将5-羟甲基-2-糠醛转化为至少一种选自2,5-四氢呋喃 - 二甲醇，1,6-己二醇和1,2 ，6-己烷三醇，并由所述中间体化合物制备己内酯。 此外，本发明涉及一种制备1,2,6-己三醇的方法，包括从可再生来源制备5-羟甲基-2-糠醛，将5-羟甲基-2-糠醛转化为2,5-四氢呋喃 - 二甲醇并将2 ，5-四氢呋喃 - 二甲醇加入到1,2,6-己三醇中。 此外，本发明涉及从1,2,6-己三醇制备1,6-己二醇的方法，其中1,2,6-己三醇进行闭环反应，从而形成（四氢-2H-吡喃-2-基） - 基）甲醇，并将（四氢-2H-吡喃-2-基）甲醇氢化，从而形成1,6-己二醇。

    Synthesis of caprolactam from lysine
    78.
    发明授权
    Synthesis of caprolactam from lysine 有权
    从赖氨酸合成己内酰胺

    公开(公告)号：US07977450B2

    公开(公告)日：2011-07-12

    申请号：US12147256

    申请日：2008-06-26

    Applicant: John W. Frost

    Inventor： John W. Frost

    IPC: C08G69/16 ,  C07D201/08

    CPC classification number: C07D223/12 ,  C07D201/08

    Abstract: In various embodiments, the present invention can involve a method of synthesizing α-amino-ε-caprolactam. The method can comprise heating a salt of L-lysine in a solvent comprising an alcohol. In other embodiments, the present invention can involve methods for synthesizing ε-caprolactam. The methods can comprise heating a salt of L-lysine in a solvent comprising an alcohol and deaminating the reaction product. In various embodiments, the invention can include methods of converting biomass into nylon 6. The methods can comprise heating L-lysine in a solvent comprising an alcohol to produce α-amino-ε-caprolactam, deaminating to produce ε-caprolactam and polymerizing into nylon 6, wherein the L-lysine is derived from the biomass. In other embodiments, the present invention can include methods of making nylon 6. The methods can comprise synthesizing ε-caprolactam and then polymerizing, wherein the ε-caprolactam is derived from L-lysine.

    Abstract translation: 在各种实施方案中，本发明可以涉及α-氨基 - 己内酰胺的合成方法。 该方法可以包括在包含醇的溶剂中加热L-赖氨酸的盐。 在其它实施方案中，本发明可涉及合成ε-己内酰胺的方法。 该方法可以包括在包含醇的溶剂中加热L-赖氨酸的盐并使反应产物脱氨。 在各种实施方案中，本发明可以包括将生物质转化成尼龙6的方法。该方法可以包括在包含醇的溶剂中加热L-赖氨酸以产生α-氨基 - 己内酰胺，脱氨以产生ε-己内酰胺并聚合 进入尼龙6，其中L-赖氨酸衍生自生物质。 在其它实施方案中，本发明可以包括制备尼龙6的方法。该方法可包括合成ε-己内酰胺然后聚合，其中ε-己内酰胺衍生自L-赖氨酸。

    CATALYTIC PROCESS FOR PREPARING (METH)ACRYLIC ESTERS OF N-HYDROXYALKYLATED LACTAMS
    79.
    发明申请
    CATALYTIC PROCESS FOR PREPARING (METH)ACRYLIC ESTERS OF N-HYDROXYALKYLATED LACTAMS 失效

    公开(公告)号：US20100010236A1

    公开(公告)日：2010-01-14

    申请号：US12525826

    申请日：2008-02-11

    Applicant: Hermann Bergmann ,  Frank Hoefer ,  Maximilian Angel

    Inventor： Hermann Bergmann ,  Frank Hoefer ,  Maximilian Angel

    IPC: C07D201/08

    CPC classification number: C07D207/12

    Abstract: A process for preparing (meth)acrylic esters (F) of N-hydroxyalkylated lactams, in which cyclic N-hydroxyalkylated lactams (L) in whichR1 is C1-C5-alkylene, or C2-C20-alkylene interrupted by one or more oxygen and/or sulfur atoms and/or one or more substituted or unsubstituted imino groups and/or by one or more cycloalkyl, —(CO)—, —O(CO)O—, —(NH)(CO)O—, —O(CO)(NH)—, —O(CO)— or —(CO)O— groups, where the radicals mentioned may each be substituted by aryl, alkyl, aryloxy, alkyloxy, heteroatoms and/or heterocycles,with the proviso that R1 must not have any atom other than a carbon atom directly adjacent to the lactam carbonyl group,R2 is C1-C20-alkylene, C5-C12-cycloalkylene, C6-C12-arylene, or C2-C20-alkylene interrupted by one or more oxygen and/or sulfur atoms and/or one or more substituted or unsubstituted imino groups and/or by one or more cycloalkyl, —(CO)—, —O(CO)O—, —(NH)(CO)O—, —O(CO)(NH)—, —O(CO)— or —(CO)O— groups, where the radicals mentioned may each be substituted by aryl, alkyl, aryloxy, alkyloxy, heteroatoms and/or heterocycles, orR2—OH is a group of the formula —[Xi]k—H,k is from 1 to 50 andXi, for each i=1 to k, may each independently be selected from the group of —CH2—CH2—O—, —CH2—CH2—N(H)—, —CH2—CH2—CH2—N(H)—, —CH2—CH(NH2)—, —CH2—CH(NHCHO)—, —CH2—CH(CH3)—O—, —CH(CH3)—CH2—O—, —CH2—C(CH3)2—O—, —C(CH3)2—CH2—O—, —CH2—CH2—CH2—O—, —CH2—CH2—CH2—CH2—O—, —CH2—CHVin—O—, —CHVin—CH2—O—, —CH2—CHPh—O— and —CHPh—CH2—O—, in which Ph is phenyl and Vin is vinyl,in the presence of at least one metal salt of C1-C10-alkoxides (A), is esterified with (meth)acrylic acid (S) or transesterified with at least one (meth)acrylic ester (D), in which the metal salt of C1-C10-alkoxides (A) used as a catalyst is added in the absence of solvents and completely at the start of the reaction.

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