公开(公告)号：EP0770061B1

公开(公告)日：1999-04-07

申请号：EP95924331.2

申请日：1995-06-28

申请人： Degussa Aktiengesellschaft

发明人： HASSEBERG, Hans-Albrecht ,  HUTHMACHER, Klaus ,  TANNER, Herbert ,  HÄFNER, Volker ,  HEINZEL, Harald

IPC分类号： C07C319/28 ,  C07C319/20 ,  C07C323/60 ,  A23K1/16

CPC分类号： C07C319/28 ,  A23K20/105 ,  C07C319/20 ,  Y10S426/807 ,  C07C323/60

公开(公告)号：EP0770061A1

公开(公告)日：1997-05-02

申请号：EP95924331.0

申请日：1995-06-28

申请人： Degussa Aktiengesellschaft

发明人： HASSEBERG, Hans-Albrecht ,  HUTHMACHER, Klaus ,  TANNER, Herbert ,  HÄFNER, Volker ,  HEINZEL, Harald

IPC分类号： A23K1 ,  C07C319 ,  C07C323

CPC分类号： C07C319/28 ,  A23K20/105 ,  C07C319/20 ,  Y10S426/807 ,  C07C323/60

摘要： It is known to isolate MHA from a reaction mixture obtained by the addition of hydrocyanic acid (HCN) to methyl mercaptopropionic aldehyde (MMP) and the hydrolysis of the methyl mercapto propionic aldehyde cyanohydrine (MMP-CH) obtained thereby with sulphuric acid, in which the reaction mixture is brought into contact with a substantially non-water-miscible organic solvent, in order to form an extraction solution having the solvent and MHA transferred from the reaction mixture, and the MHA is obtained as an extract from this extraction solution by concentration. The simplest and most economical process of the invention concerning the processing of the reaction product which facilitates the production of a highly concentrated product with an extremely low dimer, oligomer and by-product content, is characterised in that the concentration is conducted in such a way that the remaining extract contains less than 4 wt % and preferably less than 2 wt % of water. Animal feed supplement, mixtures for supplementing animal feed, e.g. with methionine or ammonium-MHA.

公开(公告)号：EP0665832A1

公开(公告)日：1995-08-09

申请号：EP93923467.0

申请日：1993-10-14

申请人： Degussa Aktiengesellschaft

发明人： HASSEBERG, Hans-Albrecht ,  HUTHMACHER, Klaus ,  RAUTENBERG, Stephan ,  PETSCH, Heinrich ,  WEIGEL, Horst

IPC分类号： C07C319 ,  C07C323

CPC分类号： C07C319/20 ,  C07C323/58

摘要： The direct saponification of methionine nitrile obtained from methylmercaptopropionaldehyde, prussic acid and ammonia gives low yields, catalyst and educt losses and unwanted side-products. The aim of the invention is therefore to provide a method which can be carried out without isolating the intermediate products, in particular continuously, and with low losses. The ketone used is recovered in high yields after amide saponification since this liberates the ketone from side-products. In order to recover the ammonia, it is necessary for the ammonia to be substantially freed of ketone, the mixture of ammonia, ketone and water obtained being separated under pressure in a separation column. When the amide is saponified at » 160 °C, amide concentrations of less than 25 % by wt. are preferred. Methionine nitrile is produced by treatment with at least 4 equivalents of » 50 % by wt. ammonia at between 40 and 80 °C for between 5 and 60 min. Cyanide residues are destroyed by heating to over 150 °C. Methionine is of particular use as a feedstuff, in particular in aqueous solution.

公开(公告)号：EP0874811A1

公开(公告)日：1998-11-04

申请号：EP96943038.0

申请日：1996-12-05

申请人： Degussa Aktiengesellschaft

发明人： HASSEBERG, Hans-Albrecht ,  HASSELBACH, Hans-Joachim ,  HUTHMACHER, Klaus ,  HÄFNER, Volker ,  HEINZEL, Harald ,  JÄGER, Barbara

IPC分类号： C07C319 ,  C07C323

CPC分类号： C07C319/28 ,  C07C319/20 ,  C07C323/52

摘要： In known processes: the MHA is isolated from a reaction mixture obtained by addition of hydrocyanic acid (HCN) to methylmercapto-propionaldehyde (MMP) and hydrolysis of the resulting methylmercapto-propionaldehyde cyanhydrine (MMP-CH) with sulphuric acid; the reaction mixture is brought into contact in a fluid/fluid extraction system with an organic solvent which is essentially non-miscible with water to form an extraction solution containing the solvent and MHA from the reaction mixture, and the MHA is obtained as an extract from this extraction solvent by evaporation. Such processes solve the problem of sulphate waste by coupling with a sulphuric acid recovery system. For effective operation of the latter, the salt-containing waste streams must undergo evaporation. According to the invention, the salt content of the reaction mixture before fluid/fluid extraction is adjusted to a level greater than about 50 wt % and preferably greater than 55 wt % relative to the total quantity of non-organic components in the reaction mixture. This improves the energy balance of the entire process, eliminates the need to evaporate highly corrosive solutions, increases the conversion rate in the hydrolysis stage and improves the distribution coefficients in the extraction. The acid obtained can be used as animal fee additive.

公开(公告)号：EP0665832B1

公开(公告)日：1997-04-16

申请号：EP93923467.0

申请日：1993-10-14

申请人： Degussa Aktiengesellschaft

发明人： HASSEBERG, Hans-Albrecht ,  HUTHMACHER, Klaus ,  RAUTENBERG, Stephan ,  PETSCH, Heinrich ,  WEIGEL, Horst

IPC分类号： C07C319/20 ,  C07C323/58

CPC分类号： C07C319/20 ,  C07C323/58

摘要： The direct saponification of methionine nitrile obtained from methylmercaptopropionaldehyde, prussic acid and ammonia gives low yields, catalyst and educt losses and unwanted side-products. The aim of the invention is therefore to provide a method which can be carried out without isolating the intermediate products, in particular continuously, and with low losses. The ketone used is recovered in high yields after amide saponification since this liberates the ketone from side-products. In order to recover the ammonia, it is necessary for the ammonia to be substantially freed of ketone, the mixture of ammonia, ketone and water obtained being separated under pressure in a separation column. When the amide is saponified at » 160 °C, amide concentrations of less than 25 % by wt. are preferred. Methionine nitrile is produced by treatment with at least 4 equivalents of » 50 % by wt. ammonia at between 40 and 80 °C for between 5 and 60 min. Cyanide residues are destroyed by heating to over 150 °C. Methionine is of particular use as a feedstuff, in particular in aqueous solution.