公开(公告)号：US08962826B2

公开(公告)日：2015-02-24

申请号：US14141916

申请日：2013-12-27

Applicant: Ube Industries, Ltd.

Inventor： Junichi Kugimoto ,  Joji Kawai ,  Kazuo Yamato ,  Masahide Okada ,  Tsunemi Sugimoto ,  Hiroshi Matsumoto

IPC: C07D225/02 ,  C07D201/04 ,  C07D201/06

CPC classification number: C07D201/06 ,  C07D201/04 ,  C07D225/02

Abstract: A method for producing a high purity, high quality amide compound, particularly a lactam. An amount of each of a halide, an aldehyde compound, an alcohol compound and a nitrile compound contained in a solution recycled into an oxime-forming step is controlled to an amount of 0.4 mol% or less based on the ketone as a starting material. One or more of a ketone, an oxime and an amide compound are purified by hydrogenation and/or crystallization for eliminating impurities containing a double bond. A content of impurities having a cyclic bridge structure is controlled using a cycloalkanone purified by recrystallization.

Abstract translation: 一种生产高纯度，优质酰胺化合物，特别是内酰胺的方法。 以循环到肟形成步骤的溶液中所含的卤化物，醛化合物，醇化合物和腈化合物中的每一种的量基于作为起始原料的酮被控制为0.4摩尔％以下的量。 通过氢化和/或结晶来纯化酮，肟和酰胺化合物中的一种或多种，​​以消除含有双键的杂质。 使用通过重结晶纯化的环烷酮控制具有环状桥结构的杂质含量。

公开(公告)号：US20140114062A1

公开(公告)日：2014-04-24

申请号：US14141916

申请日：2013-12-27

Applicant: Ube Industries, Ltd.

Inventor： Junichi Kugimoto ,  Joji Kawai ,  Kazuo Yamato ,  Masahide Okada ,  Tsunemi Sugimoto ,  Hiroshi Matsumoto

IPC: C07D201/06 ,  C07D225/02

CPC classification number: C07D201/06 ,  C07D201/04 ,  C07D225/02

Abstract: A method for producing a high purity, high quality amide compound, particularly a lactam. An amount of each of a halide, an aldehyde compound, an alcohol compound and a nitrile compound contained in a solution recycled into an oxime-forming step is controlled to an amount of 0.4 mol % or less based on the ketone as a starting material. One or more of a ketone, an oxime and an amide compound are purified by hydrogenation and/or crystallization for eliminating impurities containing a double bond. A content of impurities having a cyclic bridge structure is controlled using a cycloalkanone purified by recrystallization.

Abstract translation: 一种生产高纯度，优质酰胺化合物，特别是内酰胺的方法。 以循环到肟形成步骤的溶液中所含的卤化物，醛化合物，醇化合物和腈化合物中的每一种的量基于作为起始原料的酮被控制为0.4摩尔％以下的量。 通过氢化和/或结晶来纯化酮，肟和酰胺化合物中的一种或多种，​​以消除含有双键的杂质。 使用通过重结晶纯化的环烷酮控制具有环状桥结构的杂质含量。

公开(公告)号：US06469163B1

公开(公告)日：2002-10-22

申请号：US09221209

申请日：1998-12-24

Applicant: Diego Fernandez Echegaray ,  Antonio Augusto M. Velloso ,  Matthew Lincoln Wagner

Inventor： Diego Fernandez Echegaray ,  Antonio Augusto M. Velloso ,  Matthew Lincoln Wagner

IPC: C07D20104

CPC classification number: C07D201/06 ,  C07D201/10

Abstract: An improvement in the conventional process for the production of caprolactam. The process involves: (a) reacting air with ammonia gas in an ammonia conversion zone to produce nitric oxide; (b) oxidizing a portion of the nitric oxide to nitrogen dioxide to produce an NOx-rich process gas stream; (c) reacting the NOx-rich stream with ammonium carbonate in a nitriting zone to produce ammonium nitrite; (d) reducing the ammonium nitrite to hydroxylamine diammonium sulfate; (e) hydrolyzing the hydroxylamine diammonium sulfate to hydroxylamine sulfate; (f) oximating the hydroxylamine sulfate with cyclohexanone to produce cyclohexanone oxime; and (g) converting the cyclohexanone oxime to caprolactam. The process is improved by adding supplemental oxygen downstream of the ammonia conversion zone to increase the quantity and rate of formation of nitrogen dioxide in the NOx-rich process gas stream.

Abstract translation: 制备己内酰胺的常规方法的改进。 该方法包括：（a）在氨转化区中使空气与氨气反应以产生一氧化氮;（b）将一部分氧化氮氧化成二氧化氮以产生富含NO x的工艺气流;（c）使 在氮化区中用碳酸铵生成富含NO x的物流以产生亚硝酸铵;（d）将亚硝酸铵还原为羟胺二硫酸铵;（e）将羟胺二硫酸铵水解成硫酸羟胺;（f）用环己酮将硫酸羟胺酸化 生产环己酮肟; 并且（g）将环己酮肟转化为己内酰胺。通过在氨转化区下游加入补充氧以提高富氮过程气流中二氧化氮形成的数量和速率，从而提高了工艺。

公开(公告)号：US5264571A

公开(公告)日：1993-11-23

申请号：US954731

申请日：1992-09-30

Applicant: Hugo Fuchs ,  Gerald Neubauer ,  Josef Ritz

Inventor： Hugo Fuchs ,  Gerald Neubauer ,  Josef Ritz

IPC: C07D201/04 ,  C07D201/06 ,  C07D223/10 ,  C07D201/16

CPC classification number: C07D201/04 ,  C07D201/06

Abstract: A process for preparing caprolactam by Beckmann rearrangement of cyclohexanone oxime with oleum at from 85.degree. to 125.degree. C. in a plurality of rearrangement stages arranged in series entails returning a portion of the reaction mixture leaving the last rearrangement stage to at least one of the preceding rearrangement stages.

Abstract translation: 通过贝克曼重整环己酮肟与发烟硫酸在85℃至125℃下重排排列的多个重排阶段制备己内酰胺的方法需要将离开最后一个重排阶段的一部分反应混合物返回至 以前的重排阶段。

公开(公告)号：US06768013B1

公开(公告)日：2004-07-27

申请号：US09882519

申请日：2001-06-15

Applicant: Peter R. Pujado

Inventor： Peter R. Pujado

IPC: C07D30112

CPC classification number: B01J8/222 ,  B01J23/44 ,  B01J2208/00283 ,  B01J2208/0061 ,  C01B15/029 ,  C07B33/00 ,  C07B41/00 ,  C07D201/06 ,  Y02P30/42

Abstract: A novel process for the direct oxidation of hydrogen and hydrocarbons is disclosed, where the explosion risks inherent in gas phase oxidations are substantially eliminated. Gaseous oxidation reactants are soluble in a first reaction solvent phase such as a perfluorocarbon (e.g. C8F18) and the oxidation product is preferentially soluble in a second product solvent phase such as water or a dilute acid. A solid catalyst such as palladium on alumina is then contacted with the dissolved reactants. The oxidation product such as hydrogen peroxide may be separated from the reaction solvent phase by extraction into the immiscible product solvent phase and then separated from it by distillation, thereby allowing re-use of the aqueous phase. The present invention may be carried out using a two-phase reaction system whereby both the reaction solvent and product solvent are contained within a reaction vessel into which the solid catalyst is slurried and mechanically agitated to promote the reaction.

Abstract translation: 公开了用于氢气和烃直接氧化的新方法，其中基本上消除了气相氧化中固有的爆炸危险。 气态氧化反应物可溶于第一反应溶剂相如全氟化碳（例如C8F18），氧化产物优选溶于第二产物溶剂相如水或稀酸。 然后将固体催化剂如氧化铝上的钯与溶解的反应物接触。 氧化产物如过氧化氢可以通过萃取到不混溶的产物溶剂相中而从反应溶剂相中分离出来，然后通过蒸馏从其中分离出来，从而允许再次使用水相。 本发明可以使用两相反应体系进行，其中反应溶剂和产物溶剂都包含在反应容器中，固体催化剂在其中浆化并机械搅拌以促进反应。

公开(公告)号：US06482945B2

公开(公告)日：2002-11-19

申请号：US09964424

申请日：2001-09-28

Applicant: Wolfgang F. Hölderich ,  Gerd Dahlhoff ,  Andre Sbresny ,  Hiroshi Ichihashi

Inventor： Wolfgang F. Hölderich ,  Gerd Dahlhoff ,  Andre Sbresny ,  Hiroshi Ichihashi

IPC: C07D20104

CPC classification number: C07D201/06 ,  C07D201/04

Abstract: A process is provided for producing &egr;-caprolactam from cyclohexanone oxime. The process comprises a evaporation step of a mixture of cyclohexanone oxime and a solvent by introducing the mixture into a fluidized bed in which inert particles is fluidized by an inert gas, the particles having heat enough to evaporate the mixture; and a rearrangement step of cyclohexanone oxime in the evaporated mixture into &egr;-caprolactam by a gas phase Beckmann rearrangement reaction using a solid catalyst, excluding a catalyst consisting of a boric acid or a boron oxide.

Abstract translation: 提供了从环己酮肟生产ε-己内酰胺的方法。 该方法包括通过将混合物引入流化床中的环己酮肟和溶剂的混合物的蒸发步骤，其中惰性颗粒通过惰性气体流化，该颗粒具有足以蒸发混合物的热量; 和通过使用固体催化剂的气相贝克曼重排反应将蒸发的混合物中的环己酮肟重排成ε-己内酰胺，不包括由硼酸或氧化硼组成的催化剂。

公开(公告)号：US06333411B1

公开(公告)日：2001-12-25

申请号：US09221211

申请日：1998-12-24

Applicant: Diego Fernandez Echegaray ,  Antonio Augusto M. Velloso ,  Matthew Lincoln Wagner

Inventor： Diego Fernandez Echegaray ,  Antonio Augusto M. Velloso ,  Matthew Lincoln Wagner

IPC: C07D20104

CPC classification number: C07D201/06 ,  C07D201/10

Abstract: A method for production of caprolactam. The method involves: (a) reacting air with ammonia gas in an ammonia conversion zone to produce nitric oxide; (b) oxidizing at least a portion of the nitric oxide to nitrogen dioxide to produce an NOx-rich process gas stream; (c) reactively absorbing the NOx-rich gas stream with phosphoric acid containing solution in an absorption zone to form nitrate ions; (d) contacting the nitrate ions with air in a degassing zone to produce a nitrate-rich aqueous process stream; (e) reducing the nitrate-rich aqueous stream with hydrogen in the presence of phosphoric acid to produce hydroxylammonium phosphate; (f) oximating the hydroxylammonium phosphate with cyclohexanone to produce cyclohexanone oxime; and (g) converting the cyclohexanone oxime to caprolactam. According to the invention, supplemental oxygen is added downstream of the ammonia conversion zone to increase the quantity and rate of formation of nitrogen dioxide in the NOx-rich process gas stream.

Abstract translation: 一种生产己内酰胺的方法。 该方法包括：（a）在氨转化区中使空气与氨气反应以产生一氧化氮;（b）将至少一部分一氧化氮氧化成二氧化氮以产生富含NO x的工艺气流;（c） 在吸收区中用含磷酸溶液反应性吸收富含NO x的气流，形成硝酸根离子;（d）使硝酸根离子与脱气区的空气接触，产生富含硝酸盐的含水工艺流;（e） 富含硝酸盐的含水流在磷酸存在下用氢气生成磷酸羟铵;（f）用环己酮肟化磷酸羟铵以制备环己酮肟; 并且（g）将环己酮肟转化为己内酰胺。根据本发明，在氨转化区的下游添加补充氧以增加富氮过程气流中二氧化氮的形成量和速率。

公开(公告)号：US3335183A

公开(公告)日：1967-08-08

申请号：US42181564

申请日：1964-12-29

Applicant: STAMICARBON

Inventor： DE ROOIJ ABRAHAM H

IPC: C07D201/06

CPC classification number: C07D201/06

公开(公告)号：US20180093949A1

公开(公告)日：2018-04-05

申请号：US15562518

申请日：2015-06-04

Applicant: ANTHEA AROMATICS PRIVATE LIMITED

Inventor： Manoj Kumar MOHAPATRA ,  Ramamohanrao BENDAPUDI ,  Paul Vincent MENACHERRY ,  Vincent PAUL

IPC: C07D201/06 ,  C07D201/16 ,  C07D227/087 ,  C01G9/02 ,  C01B21/14

CPC classification number: C07D201/06 ,  B01D3/36 ,  C01B21/14 ,  C01G9/02 ,  C07D201/04 ,  C07D201/16 ,  C07D227/087

Abstract: Disclosed herein is an efficient, economical, industrially advantageous, straight-through process for the preparation of cyclic amides, also referred as lactams, in substantially pure form and high yield, from the corresponding cyclic ketones and a hydroxylammonium salt, using a combination of amphoteric metal oxide or amphoteric masked metal oxide and a base.

公开(公告)号：US08816069B2

公开(公告)日：2014-08-26

申请号：US13635092

申请日：2011-03-15

Applicant: Junichi Kugimoto ,  Joji Kawai ,  Hiroshi Matsumoto

Inventor： Junichi Kugimoto ,  Joji Kawai ,  Hiroshi Matsumoto

IPC: C07D225/02 ,  C07D201/04 ,  C07D201/06

CPC classification number: C07D201/06 ,  C07D201/04 ,  C07D225/02

Abstract: The present invention relates to a method for producing a high purity, high quality amide compound, particularly, lactam. A first embodiment of the present invention is characterized in that an amount of each of a halide, an aldehyde compound, an alcohol compound and a nitrile compound contained in a solution recycled into an oxime-forming step is controlled to an amount of 0.4 mol % or less based on the ketone as a starting material. A second embodiment of the present invention is characterized in that one or more compounds selected from the group consisting of a ketone, an oxime and an amide compound are purified by hydrogenation and/or crystallization for eliminating impurities containing a double bond. A third embodiment of the present invention is characterized in that a content of impurities having a cyclic bridge structure is controlled by using a cycloalkanone purified by recrystallization.

Abstract translation: 本发明涉及一种生产高纯度，优质酰胺化合物，特别是内酰胺的方法。 本发明的第一实施方案的特征在于，将再循环到肟形成步骤的溶液中所含的卤化物，醛化合物，醇化合物和腈化合物中的每一种的量控制为0.4mol％ 基于酮作为原料。 本发明的第二个实施方案的特征在于，通过氢化和/或结晶纯化一种或多种选自酮，肟和酰胺化合物的化合物，以消除含有双键的杂质。 本发明的第三实施方案的特征在于通过使用通过重结晶纯化的环烷酮来控制具有环状桥结构的杂质的含量。