Improved method for making caprolactam from impure...

C - Chemistry – Metallurgy – 07 – D

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C07D 201/08 (2006.01) C07D 223/10 (2006.01)

Patent

CA 2600769

The invention relates to the field of production of lactams from aminonitriles, and in particular to the production of .epsilon.-caprolactam by the vapor phase hydrolytic cyclization of 6-aminocapronitrile. A crude liquid caprolactam comprising .epsilon.-caprolactam (CL), 6-aminocapronitrile (ACN) and water obtained from a vapor phase cyclization reaction of ACN is contacted with hydrogen in the presence of a hydrogenation catalyst to convert the ACN in the crude liquid caprolactam to a product comprising hexamethylenediamine (HMD) and hexamethyleneimine (HMI). Tetrahydroazepine (THA) in the crude liquid caprolactam is converted to HMI during this hydrogenation. The HMD and HMI have lower boiling points compared to ACN and thus they are more easily separated from CL in the subsequent distillation operations. Thus a process to make CL from ACN with fewer distillation stages, and with lower pressure drop and lower base temperature, is accomplished.

L'invention concerne la fabrication de lactams à partir d'aminonitriles, et en particulier de e-caprolactam par cyclisation hydrolytique en phase vapeur de 6-aminocapronitrile. Un caprolactam liquide brut comprenant un e-caprolactam (CL), un 6-aminocapronitrile (ACN) et de l'eau, obtenu par réaction de cyclisation en phase vapeur d'ACN, est mis en contact avec de l'hydrogène en présence d'un catalyseur d'hydrogénation pour le transformer en un produit comprenant de hexaméthylènediamine (HMD) de l'hexaméthylèneimine (HMI). La tétrahydroazépine (THA) présente dans le caprolactam liquide brut est transformée en HMI pendant cette hydrogénation. Le HMD et le HMI ont des points d'ébullition plus bas que l'ACN et sont donc séparés plus facilement du CL lors d'opérations de distillation ultérieures. On dispose ainsi d'un procédé d'obtention de CL à partir d'ACN nécessitant des étapes de distillation moins nombreuses, pour une moindre chute de pression et une température de base plus faible.

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