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Integrated process for hexamethylenediamine production

A technology of hexamethylenediamine and methane gas, which is applied in chemical instruments and methods, preparation of amino compounds, preparation/purification/separation of hydrogen cyanide, and can solve problems that have not been disclosed

Active Publication Date: 2014-08-06
INVISTA TECHNOLOG IES S A R L
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

[0009] Although the Andrussow process and the recovery of HCN are well known, the separation of off-gas from the catalytic HCN process to recover the hydrogen stream has hardly been disclosed.
Furthermore, there have not been any reports of integration of HCN production systems with HMD and / or CAN production systems

Method used

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  • Integrated process for hexamethylenediamine production
  • Integrated process for hexamethylenediamine production
  • Integrated process for hexamethylenediamine production

Examples

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Embodiment 1

[0082] Pure oxygen, ammonia-containing gas, and methane-containing gas are combined to form a ternary gas mixture. In the ternary gas mixture, the molar ratio of ammonia to oxygen was 1.3:1 and the molar ratio of methane to oxygen was 1.2:1. A ternary gas mixture comprising 27 to 29.5 vol% oxygen is reacted in the presence of a platinum / rhodium catalyst to form a crude hydrogen cyanide product comprising 34 to 36 vol% hydrogen. Hydrogen gas is formed during the reaction. The crude hydrogen cyanide product is removed from the reactor and sent to an ammonia removal unit to separate residual ammonia from the crude hydrogen cyanide product. The crude hydrogen cyanide product is then sent to an adsorber to form a waste gas and hydrogen cyanide product stream. The exhaust gas had the composition shown in Table 3 (Oxygen Andrussow method) and was then compressed to a pressure of 2275 kPa and sent to the PSA unit. The PSA unit comprises four beds, each comprising activated carbon a...

Embodiment 2

[0084] The hydrogen stream from Example 1 was introduced into the HMD production system comprising the HMD reactor for the production of hydrogenated AND. The hydrogen stream may be pressurized to a pressure of at least 2100 kPa prior to entering the HMD production system. HMD production methods are described in US Patent 3398195. On a molar basis, the hydrogen flow is capable of providing at least 20% of the hydrogen required to hydrogenate ADN to form HMD or a combination of HMD and ACN.

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Abstract

Described is a process for the integrated production of hexamethylenediamine. The process includes integrating an HCN production process, an adiponitrile production process, and an HMD production process. The HCN.production process provides HCN for hydrocyanating butadiene to form adiponitrile and a hydrogen stream for hydrogenating adiponitrile to form HMD. The HCN production process includes forming a crude hydrogen cyanide product and separating the crude hydrogen cyanide product to form an off-gas stream and a hydrogen cyanide product stream. The off-gas stream is further separated to recover hydrogen. The hydrogen cyanide product stream is further processed to recover hydrogen cyanide.

Description

[0001] Cross References to Related Applications [0002] This application claims priority to US Provisional Application 61 / 738734, filed December 18, 2012, the entire disclosure of which is incorporated herein. technical field [0003] The present invention relates to a method for the production of hexamethylenediamine. In particular, the present invention improves the efficiency of the process by recovering a hydrogen stream and a hydrogen cyanide product stream from the crude hydrogen cyanide product, using the hydrogen cyanide product stream for the hydrocyanation of butadiene to form a dinitrile, and a stream of hydrogen is used for the hydrogenation of adiponitrile to form hexamethylenediamine. Background technique [0004] Hexamethylenediamine ("HMD") is produced on an industrial scale as an intermediate for products in the industrial, textile, resin, carpet and coating industries. In addition, HMD can be used in coatings, curing agents, petroleum additives, adhesiv...

Claims

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Application Information

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IPC IPC(8): C07C211/12C07C209/48C01C3/02
CPCC01C3/0212C01C3/04C07C209/48C07C253/10Y02P20/10Y02P20/582C07C255/04C07C211/12
Inventor 约翰·C·卡顿大卫·W·瑞贝诺德
Owner INVISTA TECHNOLOG IES S A R L
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