公开(公告)号：US20170217873A1

公开(公告)日：2017-08-03

申请号：US15025812

申请日：2015-03-09

申请人： MITSUBISHI GAS CHEMICAL COMPANY, INC.

发明人： Yukiya IBI ,  Tatsuyuki KUMANO ,  Natsumi WAKITA

IPC分类号： C07C209/48 ,  C07C253/28 ,  B01D53/14 ,  B01D3/14 ,  B01D17/02 ,  B01D19/00 ,  B01D1/00 ,  C07C253/34 ,  B01D11/04

CPC分类号： C07C209/48 ,  B01D1/0082 ,  B01D3/14 ,  B01D11/0492 ,  B01D17/0214 ,  B01D19/00 ,  B01D53/1418 ,  B01D53/1493 ,  B01D2252/2053 ,  C07C253/24 ,  C07C253/28 ,  C07C253/34 ,  C07C255/51 ,  C07C211/27

摘要： The object is to prevent deterioration and loss of dicyanobenzene in producing dicyanobenzene by ammoxidation of xylene to thereby achieve industrial and economical advantage in producing of dicyanobenzene. The method for producing dicyanobenzene of the present invention includes: contacting a xylene-ammoxidation reaction gas containing dicyanobenzene in ammoxidation of xylene with an organic solvent so as to obtain a dicyanobenzene-absorbing solution; contacting the dicyanobenzene-absorbing solution with a basic aqueous solution containing a salt such as ammonium carbonate so as to extract a water-soluble salt formed by neutralization reaction between carboxylic acid in the dicyanobenzene-absorbing solution and a base in the basic aqueous solution into an aqueous phase; separating the mixture of the dicyanobenzene-absorbing solution and the basic aqueous solution into an organic phase and an aqueous phase; decomposing the salt such as ammonium carbonate contained in the organic phase for separation of the salt from the organic phase; and distilling the organic phase to separate low boiling point compounds contained in the organic phase from the organic phase so as to obtain dicyanobenzene.

公开(公告)号：US20230040356A1

公开(公告)日：2023-02-09

申请号：US17784314

申请日：2020-12-15

申请人： MITSUBISHI GAS CHEMICAL COMPANY, INC.

发明人： Emi NOGUCHI ,  Yukiya IBI ,  Tatsuyuki KUMANO

IPC分类号： C07C211/18 ,  C07C209/72 ,  B01J23/46

摘要： A method for producing bis(aminomethyl)cyclohexane, including hydrogenating xylylenediamine in the presence of a solvent and a catalyst, wherein the catalyst with decreased activity due to use is treated in a catalyst regeneration treatment step including the following step (1) and step (2), and then reused in a reaction system: step (1): maintaining an amount of bis(aminomethyl)cyclohexane in a liquid before the step (2) at 20% by mass or less, step (2): heating the catalyst to 100 to 500° C. and bringing the catalyst into contact with a hydrogen-containing gas.

公开(公告)号：US20220153682A1

公开(公告)日：2022-05-19

申请号：US17438535

申请日：2020-02-28

申请人： MITSUBISHI GAS CHEMICAL COMPANY, INC.

发明人： Yukiya IBI ,  Tatsuyuki KUMANO

IPC分类号： C07C209/48 ,  C07C209/84 ,  B01J23/75 ,  B01J23/755 ,  B01J25/00 ,  C07C209/86

摘要： A method for producing xylylenediamine, including performing a first hydrogenation including hydrogenating a mixed solution including dicyanobenzene and a solvent including liquid ammonia in a fixed-bed reactor such that a reaction product (A) is produced, performing ammonia separation including separating and removing liquid ammonia included in the reaction product (A) or a reaction product (D) such that a reaction product (B) or (E) is produced, performing solid-liquid separation including subjecting the reaction product (B) or (A) to solid-liquid separation and removing a solid component such that a reaction product (C) or the reaction product (D) is produced, and performing a second hydrogenation including hydrogenating the reaction product (C) or (E) in a fixed-bed reactor. After the first hydrogenation is performed, the ammonia separation and the solid-liquid separation are performed in this order or reverse order, followed by the second hydrogenation.