公开(公告)号：US20100105893A1

公开(公告)日：2010-04-29

申请号：US12543022

申请日：2009-08-18

Applicant: Tatsuya OKUBO ,  Yuki SUZUKI ,  Tsuyoshi MATSUSHITA ,  Tatsuya SUZUKI

Inventor： Tatsuya OKUBO ,  Yuki SUZUKI ,  Tsuyoshi MATSUSHITA ,  Tatsuya SUZUKI

IPC: C07D201/04 ,  C01B39/04

CPC classification number: C07D201/04 ,  C01B37/02 ,  C01B39/36 ,  C01B39/40 ,  Y02P20/52

Abstract: The present invention provides a method which can produce ε-caprolactam with a good selectivity by reacting cyclohexanone oxime with a good conversion in a vapor phase Beckmann rearrangement reaction. Disclosed is a method for producing ε-caprolactam, which comprises performing a vapor phase Beckmann rearrangement reaction of cyclohexanone oxime in the presence of a pentasil type zeolite, wherein the pentasil type zeolite is a zeolite obtained by subjecting a mixture containing a silicon compound, water, and a compound represented by formula (I): [(R1)3N+—(CH2)m—N+(R1)2—(CH2)m—N+(R1)3]·3/n (A)   (I) wherein R1 represents an alkyl group having 1 to 4 carbon atoms, A represents an n-valent anion, m represents an integer of 5 to 7, and n represents an integer of 1 to 3, to a hydrothermal synthesis reaction.

Abstract translation: 本发明提供了一种通过在气相贝克曼重排反应中使环己酮肟与良好的转化率反应，能够以良好的选择性生产“己内酰胺”的方法。 公开了一种生产ε-己内酰胺的方法，其包括在pentasil型沸石存在下进行环己酮肟的气相Beckmann重排反应，其中pentasil型沸石是通过使含有硅化合物的混合物， 水和由式（I）表示的化合物：[（R1）3N + - （CH2）m-N +（R1）2-（CH2）m-N +（R1）3]·3 / n（A） 其中，R1表示碳原子数1〜4的烷基，A表示n价阴离子，m表示5〜7的整数，n表示1〜3的整数。

公开(公告)号：US20100029932A1

公开(公告)日：2010-02-04

申请号：US12519675

申请日：2007-12-20

Applicant: Yasutaka Ishii ,  Takahiro Iwahama ,  Tatsuya Nakano

Inventor： Yasutaka Ishii ,  Takahiro Iwahama ,  Tatsuya Nakano

IPC: C07D225/02 ,  C07D201/04

CPC classification number: C07C231/10 ,  C07D201/04 ,  C07D211/76 ,  C07D223/10 ,  C07D225/02 ,  C07D227/087

Abstract: Disclosed is a process for producing an amide or lactam in a high yield in a simple manner by allowing a rearrangement reaction of an oxime compound to proceed without causing large amounts of by-products such as ammonium sulfate.Specifically, disclosed is a process for producing an amide or lactam in which a corresponding amide or lactam is produced by rearranging an oxime compound in the presence of a compound containing a structure represented by following Formula (1): —Z—X   (1) wherein Z represents P, N, S, B, or Si atom; and X represents a leaving group, where Z is bonded to one or more atoms or groups besides X. In the process, X may be a halogen atom.

Abstract translation: 公开了通过使肟化合物的重排反应进行而不产生大量的副产物如硫酸铵，以简单的方式生产酰胺或内酰胺的方法。 具体地，公开了一种酰胺或内酰胺的制备方法，其中通过在含有下式（1）表示的结构的化合物的存在下重排肟化合物而制备相应的酰胺或内酰胺：-ZX（1）其中Z 表示P，N，S，B或Si原子; 并且X表示离去基团，其中Z与除了X之外的一个或多个原子或基团键合。在该方法中，X可以是卤素原子。

公开(公告)号：US20100029931A1

公开(公告)日：2010-02-04

申请号：US12519662

申请日：2007-12-20

Applicant: Akihiro Shibamoto ,  Takahiro Iwahama ,  Tatsuya Nakano

Inventor： Akihiro Shibamoto ,  Takahiro Iwahama ,  Tatsuya Nakano

IPC: C07D201/04

CPC classification number: C07D201/04 ,  C07D225/02

Abstract: Disclosed is a method for industrially efficiently producing a lactam compound having 8 to 15 carbon atoms at low cost by allowing a rearrangement reaction of a cyclic oxime compound to proceed without causing large amounts of by-products such as ammonium sulfate.[Solving Means] Disclosed is a method for producing a lactam compound, which includes the step of rearranging a cyclic oxime compound in a nonpolar solvent B in the presence of an aromatic compound A to give the lactam compound, in which the aromatic compound A has a leaving group bonded to a carbon atom constituting its aromatic ring and contains, as an atom constituting the aromatic ring, a heteroatom, or a carbon atom bonded with an electron-withdrawing group, the cyclic oxime compound is represented by following Formula (1): wherein “m” denotes an integer of 7 to 14, and the lactam compound is represented by following Formula (2): wherein “m” is as defined above.

Abstract translation: 公开了通过使环状肟化合物的重排反应进行而不产生大量副产物如硫酸铵，从而以低成本工业上有效地制备具有8至15个碳原子的内酰胺化合物的方法。 本发明公开了一种内酰胺化合物的制造方法，其包括在芳香族化合物A的存在下，在非极性溶剂B中重排环状肟化合物的步骤，得到芳香族化合物A具有的内酰胺化合物 与构成芳环的碳原子键合的离去基团，作为构成芳环的杂原子或与吸电子键相连的碳原子，含有下述通式（1）表示的环状肟化合物， ：其中“m”表示7〜14的整数，内酰胺化合物由下式（2）表示，式中，“m”如上所定义。

公开(公告)号：US07482446B2

公开(公告)日：2009-01-27

申请号：US11311604

申请日：2005-12-19

Applicant: Alan Levy ,  Gregory Cleotelis, II ,  James Sawyer ,  Nolan Henrich, III ,  Mohammed Loya ,  Matthew Warren ,  Gregory Moore

Inventor： Alan Levy ,  Gregory Cleotelis, II ,  James Sawyer ,  Nolan Henrich, III ,  Mohammed Loya ,  Matthew Warren ,  Gregory Moore

IPC: C07D201/04 ,  C07D201/16

CPC classification number: C07D201/04

Abstract: Methods are disclosed of producing and purifying at least one amide. In accordance with one of the methods disclosed herein, the at least one amide is produced by providing an organic liquid comprising at least one oxime, providing at least one catalyst, adding the at least one catalyst to the organic liquid to form a rearrangement mass, wherein the rearrangement mass comprises at least one amide, at least one impurity, and the at least one catalyst, and heating the rearrangement mass to a temperature of at least about 115° C. for a period of time in order to sulfonate, break down and/or reduce the concentration of some of the at least one impurity in the rearrangement mass.

Abstract translation: 公开了生产和纯化至少一种酰胺的方法。 根据本文公开的方法之一，通过提供包含至少一种肟的有机液体来提供至少一种酰胺，提供至少一种催化剂，将至少一种催化剂加入到有机液体中以形成重排质量， 其中所述重排质量包含至少一种酰胺，至少一种杂质和所述至少一种催化剂，并且将所述重排质量加热至至少约115℃的温度一段时间以便磺化，分解 和/或降低重排质量中的一些至少一种杂质的浓度。

公开(公告)号：US20070060749A1

公开(公告)日：2007-03-15

申请号：US10557770

申请日：2004-05-17

Applicant: Theodorus Maria Smeets ,  Joannes Albertus Wilhelmus Lemmens ,  Frank Mostert ,  Peter Wei-Hae Cheng

Inventor： Theodorus Maria Smeets ,  Joannes Albertus Wilhelmus Lemmens ,  Frank Mostert ,  Peter Wei-Hae Cheng

IPC: C07D201/04

CPC classification number: B01F5/0428 ,  B01F5/0415 ,  B01J19/26 ,  B01J2219/00164 ,  C07D201/04

Abstract: The invention relates to a process for preparing caprolactam by admixture of cyclohexanone oxime to a reaction mixture comprising caprolactam and sulfuric acid using a mixing device, said mixing device comprising (i) a tube through which the reaction mixture can flow, and (ii) channels disposed around the tube, said channels opening into the tube, said process comprising: passing the reaction mixture through the tube, and feeding the cyclohexanone oxime into the reaction mixture through one or more of said channels, wherein Re>5000, Re being the Reynolds number as defined by ρ·V·D/η, wherein ρ=density (in kg/m3) of the reaction mixture that is fed to the tube V=velocity of the reaction mixture, V being defined as W/A, wherein W is the flow rate (in m3/s) of the reaction mixture that is fed into the tube and A is the cross section area of the tube (in m2) at the level where said channels open into the tube D=diameter of the tube at the level where said channels open into the tube (in m) η=viscosity of the reaction mixture that is fed into the tube (in Pa·s).

Abstract translation: 本发明涉及通过使用混合装置将环己酮肟与包含己内酰胺和硫酸的反应混合物混合来制备己内酰胺的方法，所述混合装置包括（i）反应混合物可以流过的管，以及（ii）通道 所述方法包括：使反应混合物通过管，并通过一个或多个所述通道将环己酮肟进料到反应混合物中，其中Re> 5000，Re为雷诺数 其数值由rho.VD / eta定义，其中rho =加入到管中的反应混合物的密度（单位为kg / m 3）V =反应混合物的速度，V定义为 W / A，其中W是供给到管中的反应混合物的流速（以m 3 S / s），A为管的横截面积（m / 2）在所述通道打开到管中的水平面D =在其上的管的直径 所述通道通入管中（以m计）eta =进料到管中的反应混合物的粘度（Pa.s）。

公开(公告)号：US06894163B2

公开(公告)日：2005-05-17

申请号：US10466888

申请日：2002-02-14

Applicant: Takashi Tsunoda ,  Kenji Akagishi ,  Mitsuhiro Sekiguchi

Inventor： Takashi Tsunoda ,  Kenji Akagishi ,  Mitsuhiro Sekiguchi

IPC: B01J21/16 ,  B01J29/035 ,  B01J29/40 ,  C07D201/04

CPC classification number: C07D201/04 ,  B01J21/16 ,  B01J29/035 ,  B01J29/40 ,  Y02P20/52 ,  Y02P20/584

Abstract: ε-Caprolactam is produced by contacting cyclohexanone oxime with a solid acid catalyst in the gaseous phase to effect a rearrangement reaction of the cyclohexanone oxime. The solid acid catalyst is produced by calcining a dried catalyst precursor that can be a zeolite, a crystalline clay mineral and at least one substance selected from an inorganic oxide and a compound which forms the inorganic oxide by calcination. The inorganic oxide includes at least one element selected Groups 4, 13 and 14 of the Periodic Table, and the inorganic oxide excludes oxides contained in a crystalline form in the zeolite and the crystalline clay mineral. Alternately, the rearrangement reaction occurs in the presence of a polyhydric alcohol compound R1—O—R2—OH (where R1 represents C1-C5 alkyl or phenyl, and R2 represents C2-C5 alkylene).

Abstract translation: 通过使环己酮肟与气相中的固体酸催化剂接触来制备ε-己内酰胺，以实现环己酮肟的重排反应。 固体酸催化剂通过煅烧可以是沸石的干燥催化剂前体，结晶粘土矿物和选自无机氧化物的至少一种物质和通过煅烧形成无机氧化物的化合物来制备。 无机氧化物包括选自元素周期表第4,13和14族中的至少一种元素，无机氧化物排除沸石和结晶粘土矿物中结晶形式的氧化物。 或者，重排反应发生在多元醇化合物R 1 -OR 2 -OH的存在下（其中R 1表示C

公开(公告)号：US06531595B2

公开(公告)日：2003-03-11

申请号：US09963603

申请日：2001-09-27

Applicant: Wolfgang F. Hölderich ,  Gerd Dahlhoff ,  Hiroshi Ichihashi ,  Keisuke Sugita

Inventor： Wolfgang F. Hölderich ,  Gerd Dahlhoff ,  Hiroshi Ichihashi ,  Keisuke Sugita

IPC: C07D20104

CPC classification number: C07D201/04

Abstract: A method is provided for producing &egr;-caprolactam from cyclohexanone oxime by using a zeolite or non-zeolitic material as a catalyst under gas phase reaction conditions. The method comprises a reaction step converting cyclohexanone oxime into &egr;-caprolactam in the presence of the zeolite or non-zeolitic material; and a regeneration step of treating the zeolite or non-zeolitic material with a non-oxidizing gas at a temperature of from about 100°C. to about 600° C.

Abstract translation: 提供了一种通过在气相反应条件下使用沸石或非沸石材料作为催化剂从环己酮肟生产ε-己内酰胺的方法。 该方法包括在沸石或非沸石材料存在下将环己酮肟转化成ε-己内酰胺的反应步骤; 以及在约100℃的温度下用非氧化性气体处理沸石或非沸石材料的再生步骤。 至约600℃

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：US5900482A

公开(公告)日：1999-05-04

申请号：US820095

申请日：1997-03-19

Applicant: Kouji Teramoto ,  Yu Kanda ,  Makoto Tezuka ,  Toshio Uchibori ,  Hidefumi Sano

Inventor： Kouji Teramoto ,  Yu Kanda ,  Makoto Tezuka ,  Toshio Uchibori ,  Hidefumi Sano

IPC: C07D201/04

CPC classification number: C07D201/04

Abstract: The present invention provides a method for producing .epsilon.-caprolactam, which comprises subjecting cyclohexene to a hydration reaction to obtain cyclohexanol, subjecting the cyclohexanol to a dehydrogenation reaction to obtain cyclohexanone, subjecting the cyclohexanone to an oxime-forming reaction to obtain cyclohexanone oxime, and subjecting the cyclohexanone oxime to a Beckmann rearrangement reaction to obtain .epsilon.-caprolactam, wherein methylcyclopentanones contained in the cyclohexanone subjected to the oxime-forming reaction are controlled to be not more than 400 ppm.According to the present invention, it is possible to produce .epsilon.-caprolactam having a quality not inferior to conventional quality at a low cost.

Abstract translation: 本发明提供了ε-己内酰胺的制造方法，其包括使环己烯进行水合反应得到环己醇，使环己醇进行脱氢反应得到环己酮，使环己酮进行肟形成反应，得到环己酮肟， 使环己酮肟进行贝克曼重排反应，得到ε-己内酰胺，其中将进行了肟形成反应的环己酮中所含的甲基环戊酮控制为不大于400ppm。 根据本发明，可以以低成本生产质量不劣于常规质量的ε-己内酰胺。

公开(公告)号：US5594137A

公开(公告)日：1997-01-14

申请号：US368647

申请日：1995-01-04

Applicant: Brajesh K. Jha ,  Ajay S. Chhatre ,  Bhaskar D. Kulkarni ,  Subramanian Sivasanker

Inventor： Brajesh K. Jha ,  Ajay S. Chhatre ,  Bhaskar D. Kulkarni ,  Subramanian Sivasanker

IPC: C07D201/04

CPC classification number: C07D201/04

Abstract: A process for the preparation of caprolactam by reacting cyclohexanone oxime with a cationic or nonionic surfactant and a cosurfactant in dilute sulfuric acid at a temperature in the range of 15.degree. C. to 40.degree. C., neutralizing excess acid present in the solution and recovering the caprolactam from the solution by filtration.

Abstract translation: 通过环己酮肟与阳离子或非离子表面活性剂和辅助表面活性剂在稀硫酸中在15℃至40℃的温度下反应制备己内酰胺的方法，中和溶液中存在的过量酸，并回收 己内酰胺从溶液中过滤。