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Modified metal supported catalyst, diaminodicyclohexylmethane product and preparation method and application of diaminodicyclohexylmethane product

A technology of diaminodicyclohexylmethane and diaminodiphenylmethane, which is applied in the fields of diaminodicyclohexylmethane products and their preparation, and modified metal-supported catalysts, can solve the problem of increasing investment in processes and equipment, potential safety hazards, and equipment Corrosion etc.

Active Publication Date: 2020-10-23
WANHUA CHEM GRP CO LTD
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

The introduction of a large amount of ammonia gas in industrial installations will cause corrosion of equipment and bring potential safety hazards
At the same time, the recovery and analysis of ammonia gas is also required in the post-treatment process, which increases the process and equipment investment

Method used

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  • Modified metal supported catalyst, diaminodicyclohexylmethane product and preparation method and application of diaminodicyclohexylmethane product
  • Modified metal supported catalyst, diaminodicyclohexylmethane product and preparation method and application of diaminodicyclohexylmethane product
  • Modified metal supported catalyst, diaminodicyclohexylmethane product and preparation method and application of diaminodicyclohexylmethane product

Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0059] In a 2 L volume autoclave with built-in filter, add 6 g of Rh / Al with a metal content of 4 wt % 2 o 3 Catalyst, add the MDA-100 of 400g and tetrahydrofuran of 267g simultaneously, use the N of 10bar (absolute pressure) 2 After three replacements, use 10bar (absolute pressure) of H 2 Replaced three times, then H 2 Make up the pressure to 45-50bar (absolute pressure). Raise the temperature to 180°C, and continuously feed H into the reactor through the hydrogen flow controller during the reaction. 2 , to ensure that the reaction pressure is maintained at 60bar (absolute pressure), when the hydrogen flow rate indication by the hydrogen flow controller is lower than 100sccm, stop feeding H 2 , When the pressure drop of the reactor is less than 0.1bar / min, stop the reaction, and lower the temperature and release the pressure of the reactor. When the temperature of the reactor drops to 50°C, use no more than 6bar (absolute pressure) of N 2 The product liquid and the cata...

Embodiment 2

[0065] In a 2 L autoclave with built-in filter, 10 g of Rh / Al with a metal content of 4 wt % 2 o 3 Catalyst, add 500g MDA-85 and 500g tetrahydrofuran simultaneously, use the N of 10bar (absolute pressure) 2 After three replacements, use 10bar (absolute pressure) of H 2 Replaced three times, then H 2 Make up the pressure to 45-50bar (absolute pressure). Raise the temperature to 190°C, and continuously feed H into the reactor through the hydrogen flow controller during the reaction. 2 , to ensure that the reaction pressure is maintained at 80bar (absolute pressure), when the hydrogen flow rate indication by the hydrogen flow controller is lower than 100sccm, stop feeding H 2 , When the pressure drop of the reactor is less than 0.1bar / min, stop the reaction, and lower the temperature and release the pressure of the reactor. When the temperature of the reactor drops to 50°C, use no more than 6bar (absolute pressure) of N 2 The product liquid and the catalyst are filtered and...

Embodiment 3

[0070] Beginning at the 7th batch of embodiment 1, the addition amount of every batch of lithium amide drops to 0.06g, all the other conditions are the same as embodiment 1. The results obtained are shown in Table 3.

[0071] Catalyst application reaction result of table 3 embodiment 3

[0072]

[0073] As can be seen from Table 3, when applying mechanically for the 7th-9th time, add 1wt% (in Rh / Al 2 o 3 By weight) lithium amide, compared with the 4-6 batches, the secondary amine content has no significant change, while the PACM-OH content rises slightly, H 12 The content of MDA was slightly reduced, but compared with no addition of lithium amide, H 12 MDA content is still significantly improved.

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Abstract

The invention relates to a modified metal supported catalyst, a diaminodicyclohexylmethane product, and a preparation method and application of the diaminodicyclohexylmethane product. The modified metal supported catalyst is prepared by modifying a metal supported catalyst by using lithium amide. The modified metal supported catalyst is used for catalyzing a diaminodiphenyl methane hydrogenation method. The content of alicyclic amines in a product can be effectively improved, great increase of secondary amine by-products and PACM-OH is avoided, the proportion of trans-trans-isomers in the product is effectively reduced, the content of secondary amine by-products in each batch of products is greatly reduced to 2% or less, the problem of substantial increase of the filtration separation timeof the catalyst and the product liquid due to increase of the catalyst application frequency is solved, the filtration time is maintained within 40min after 40 batches of catalyst application, and the product yield and the production efficiency are greatly improved.

Description

technical field [0001] The invention relates to the technical field of hydrogenation of benzene rings, in particular to a modified metal-loaded catalyst, a diaminodicyclohexylmethane product and a preparation method and application thereof. Background technique [0002] Diaminodicyclohexylmethane (PACM for short) has three stereoisomers with different thermodynamic properties: anti-trans, cis-trans, and cis-cis. Among them, PACM20 refers to the PACM product with an anti-trans isomer content of about 20wt%, which is mainly used in the fields of isocyanate synthesis and epoxy curing agent. Due to the stability and steric hindrance effect of the aromatic ring, the hydrogenation of diaminodiphenylmethane (MDA for short) is very difficult. Most patents use supported noble metal catalysts to carry out intermittent catalytic reactions under high temperature and high pressure in stirred tank reactors or fixed bed reactors to obtain satisfactory yields and anti-anti-body ratios. ...

Claims

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Application Information

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IPC IPC(8): B01J27/24B01J23/46C07C209/72C07C211/36C07C263/00C08G59/50
CPCB01J27/24B01J23/464C07C209/72C07C211/36C07C263/00C08G59/5026C07C2601/14C07C2527/24C07C2523/46Y02P20/584
Inventor 李鑫孙家家张聪颖智丁未刘志鹏张兵初长坤
Owner WANHUA CHEM GRP CO LTD
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