Catalyst and method for hydrogenation of 4,4′-methylenedianiline

Patent metadata

Field	Value
Publication number	US-9399615-B2
Application number	US-201514706670-A
Country	US
Kind code	B2
Filing date	May 7, 2015
Priority date	Nov 27, 2014
Publication date	Jul 26, 2016
Grant date	Jul 26, 2016

Abstract

Disclosed is a catalyst for hydrogenation of 4,4′-methylenedianiline (MDA), including a support, a magnesium-aluminum oxide layer covering the support, and a rhodium-ruthenium active layer loaded on the magnesium-aluminum oxide layer, wherein the rhodium and the ruthenium of the rhodium-ruthenium active layer have a weight ratio of 40:60 to 10:90. The hydrogenation catalyst can be collocated with hydrogen for hydrogenation of the MDA to form bis(para-amino cyclohexyl) methane (PACM), and the PACM contains 0 mol % to 25 mol % of (t,t)-isomer.

First claim

What is claimed is:

1. A catalyst for hydrogenation of 4,4′-methylenedianiline, comprising:
a support,
a magnesium-aluminum oxide layer covering the support; and
a rhodium-ruthenium active layer loaded on the magnesium-aluminum oxide layer,
wherein the rhodium and the ruthenium of the rhodium-ruthenium active layer have a weight ratio of 40:60 to 10:90.

2. The catalyst as claimed in claim 1 , wherein the support comprises silica or alumina.

3. The catalyst as claimed in claim 1 , wherein the support has a specific surface area of 100 m 2 /g to 300 m 2 /g.

4. The catalyst as claimed in claim 1 , wherein the magnesium-aluminum oxide layer and the support have a weight ratio of 1:1 to 1:4.

5. The catalyst as claimed in claim 1 , wherein the magnesium and the aluminum of the magnesium-aluminum oxide layer have a weight ratio of 2:1 to 1:2.

6. The catalyst as claimed in claim 1 , wherein the rhodium-ruthenium active layer and the support have a weight ratio of 1:24 to 1:16.

7. A method of hydrogenating 4,4′-methylenedianiline, comprising:
hydrogenating the 4,4′ -methylenedianiline to form a bis(para-amino cyclohexyl) methane by the catalyst as claimed in claim 1 with hydrogen.

8. The method as claimed in claim 7 , wherein the bis(para-amino cyclohexyl) methane has a t,t-isomer molar ratio of 25 mole % to 0 mole %.

9. The method as claimed in claim 7 , wherein the hydrogen has a pressure of 60 bar to 70 bar.

10. The method as claimed in claim 7 , wherein the step of hydrogenating the 4,4′-methylenedianiline is performed at a temperature of 120° C. to 160° C.

Assignees

• Ind Tech Res Inst

Inventors

• Chen Chao-Huang
• Lee Chiou-Hwang
• Hsu Hsi-Yen

Classifications

• C07C209/72 Primary

  by reduction of six-membered aromatic rings · CPC title

• C07C2101/14

  Chemistry & Metallurgy · mapped topic

• B01J23/58

  with alkali- or alkaline earth metals · CPC title

• B01J35/40

  characterised by dimensions, e.g. grain size (in a colloidal state B01J35/23; crystallite size B01J35/77) · CPC title

• B01J37/088

  Decomposition of a metal salt · CPC title