Processes for producing epsilon caprolactams
    33.
    发明授权
    Processes for producing epsilon caprolactams 失效
    生产ε己内酰胺的方法

    公开(公告)号:US5962680A

    公开(公告)日:1999-10-05

    申请号:US839576

    申请日:1997-04-15

    Abstract: This invention relates in part to processes for producing one or more substituted or unsubstituted epsilon caprolactams, e.g., epsilon caprolactam, which comprises: (a) subjecting one or more substituted or unsubstituted alkadienes to hydroxycarbonylation in the presence of a hydroxycarbonylation catalyst, e.g., a metal-organophosphorus ligand complex catalyst, and neutralization with a base to produce one or more substituted or unsubstituted pentenoic acid salts; (b) subjecting said one or more substituted or unsubstituted pentenoic acid salts to hydroformylation in the presence of a hydroformylation catalyst, e.g., a metal-organophosphorus ligand complex catalyst, to produce one or more substituted or unsubstituted formylvaleric acid salts and/or one or more substituted or unsubstituted epsilon caprolactam precursors; and (c) subjecting said one or more substituted or unsubstituted formylvaleric acid salts and/or said one or more substituted or unsubstituted epsilon caprolactam precursors to reductive amination in the presence of a reductive amination catalyst and cyclization optionally in the presence of a cyclization catalyst to produce said one or more substituted or unsubstituted epsilon caprolactams. This invention also relates in part to reaction mixtures containing one or more substituted or unsubstituted epsilon caprolactams as the principal product(s) of reaction.

    Abstract translation: 本发明部分地涉及用于制备一种或多种取代或未取代的ε-己内酰胺(例如ε-己内酰胺)的方法,其包括:(a)在羟基羰基化催化剂存在下使一种或多种取代或未取代的烷撑二醇进行羟基羰基化, 金属有机磷配体络合物催化剂,并用碱中和以产生一种或多种取代或未取代的戊烯酸盐; (b)使所述一种或多种取代或未取代的戊烯酸盐在加氢甲酰化催化剂(例如金属 - 有机磷配体配合物催化剂)存在下进行加氢甲酰化,以产生一种或多种取代或未取代的甲酰基戊酸盐和/或一种或多种 更多取代或未取代的ε己内酰胺前体; 和(c)在还原胺化催化剂存在下使所述一种或多种取代或未取代的甲酰基戊酸盐和/或所述一种或多种取代或未取代的己内酰胺前体进行还原胺化,任选地在环化催化剂存在下进行环化, 产生所述一种或多种取代或未取代的ε己内酰胺。 本发明还部分涉及含有一种或多种取代或未取代的ε-己内酰胺作为反应主要产物的反应混合物。

    Process for cleaving 2-nitrocyclohexanone using 6-aminocaproic acid as a catalyst
    38.
    发明授权
    Process for cleaving 2-nitrocyclohexanone using 6-aminocaproic acid as a catalyst 失效
    使用6-氨基己酸作催化剂清洗2-硝基环己酮的方法

    公开(公告)号:US3708472A

    公开(公告)日:1973-01-02

    申请号:US3708472D

    申请日:1970-10-14

    Applicant: TECHNI CHEM CO

    Inventor: PIVAWER P

    CPC classification number: C07D201/02

    Abstract: 2-NITROCYCLOHEXANONE IS CLEAVED IN THE PRESENCE OF 6AMINOCAPROIC ACID AS A CATALYST. 6-NITROCAPROIC ACID IS PRODUCED WHICH CAN BE REDUCED WITH HYDROGEN TO 6AMINOCAPROIC ACID AND THE LATTER CYCLIZED TO CAPROLACTAM BY HEATING IN FAIRLY DILUTE AQUEOUS SOLUTION, LESS THAN 25%. THE CAPROLACTAM FORMATION IS AN EQUILIBRIUM REACTION AND SOME AMINOCAPROIC ACID REMAINS WHICH CAN BE SEPARATED AND USED AS A CATALYST IN THE CLEAVAGE OF THE 2-NITROCYCLOHEXANONE.

    Production of caprolactam starting with cyclohexanone
    39.
    发明授权
    Production of caprolactam starting with cyclohexanone 失效
    生产使用环己酮的起始物起始

    公开(公告)号:US3562254A

    公开(公告)日:1971-02-09

    申请号:US3562254D

    申请日:1969-04-24

    CPC classification number: C07D201/02

    Abstract: A CONTINUOUS PROCESS FOR THE PRODUCTION OF CAPROLACTAM, INCLUDING ACETYLATION OF CYCLOHEXANONE WITH ACETIC ANHYDRIDE AND KETENE (WHICH REACTS WITH ACETIC ACID FORMED IN THE ACETYLATION REACTION). THE CYCLOHEXENYL ACETATE FORMED IS THEN NITRATED WITH CONCENTRATED NITRIC ACID AND THE RESULTING NITROCYCLOHEXANONE SEPARATED BY DISTILLATION. ACETIC ANHYDRIDE IS RECYCLED TO THE ACETYLATION REACTION, AND ACETIC ACID TOGETHER WITH MAKEUP ACETIC ACID IS PYROLYZED TO KETENE, WHICH IS ALSO USED IN THE ACETYLATION REACTION. THE NITROCYCLOHEXANONE IS THEN CLEAVED WITH AMMONIUM HYDROXIDE TO FORM THE AMMONIUM SALT OF 6-NITRO CAPROIC ACID, WHICH IS THEN REDUCED WITH HYDROGEN AND A HYDROGENATION CATALYST TO PRODUCE 6-AMINO CAPROIC ACID. THIS INTERMEDIATE IS THEN SEPARATED BY REMOVING AMMONIA, WHICH IS RECYCLED WITH MAKEUP AMMONIA TO THE CLEAVAGE REACTION. THE AQUEOUS 6-AMINO CAPROIC ACID IS THEN HEATED IN DILUTE AQUEOUS SOLUTION, 5% TO 25% W./V., TO CYCLIZE TO CAPROLACTAM. THE CAPROLACTAM IS THEN EXTRACTED WITH AN ORGANIC SOLVENT, SUCH AS TRICHLOROETHYLENE, AND THE UNCONVERTED AQUEOUS AMINO CAPROIC ACID RECYCLE TO THE CYCLIZATION STEP. SOLVENT IS THEN REMOVED AND THE CAPROLACTAM PURIFIED BY KNOWN MEANS. AN IMPORTANT PART OF THE PROCESS IS THAT THERE IS NO AMMONIUM SULFATE FORMED, WHICH IN EARLIER PROCESSES WAS AN UNDESIRABLE BY-PRODUCT. THE AMMONIA USED IN THE CLEAVAGE REACTION IS RECYCLED AND THERE IS NO LARGE LOSS OF RAW MATERIAL.

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