Method for producing A-hydroxyisobutyric acid amide and reactor

Patent metadata

Field	Value
Publication number	US-9718761-B2
Application number	US-201414903375-A
Country	US
Kind code	B2
Filing date	Jul 15, 2014
Priority date	Jul 16, 2013
Publication date	Aug 1, 2017
Grant date	Aug 1, 2017

Abstract

The present invention provides a method for producing α-hydroxyisobutyric acid amide by hydration of acetone cyanohydrin under the presence of a catalyst composed mainly of manganese oxide using a reactor in which at least two reaction regions are connected in series, the method being characterized by comprising: a step (B) of cyclically supplying at least a portion of a reaction liquid withdrawn from at least one reaction region to a first reaction region (I) in the reactor; and a step (b1) of further cyclically supplying at least a portion of the reaction liquid withdrawn from at least one reaction region to at least one reaction region other than the first reaction region. The method is also characterized in that an oxidizing agent is supplied to at least one reaction region in the reactor.

First claim

The invention claimed is:

1. A method for producing α-hydroxyisobutyric acid amide by hydration of acetone cyanohydrin in the presence of a catalyst comprising manganese oxide using a reaction apparatus in which two to seven reaction regions are connected in series, wherein the method comprises:
(B) cyclically supplying at least a portion of a reaction liquid withdrawn from at least one reaction region to a first reaction region (I) in the reaction apparatus;
(b1) further cyclically supplying at least a portion of the reaction liquid withdrawn from at least one reaction region to at least one reaction region other than the first reaction region (I), and
(C) supplying at least a portion of a reaction liquid withdrawn from at least one reaction region other than the first reaction region (I) to:
i) at least one reaction region other than the first reaction region (I) which is the same as or upstream from the at least one reaction region other than the first reaction region (I) from which the reaction liquid is withdrawn, and
ii) at least one reaction region other than the first reaction region (I) which is downstream from the at least one reaction region other than the first reaction region (I) from which the reaction liquid is withdrawn; wherein
an oxidizing agent is supplied to at least one reaction region in the reaction apparatus, wherein the method further comprises supplying a reaction raw material liquid containing the acetone cyanohydrin to the reaction apparatus, and wherein the concentration of the acetone cyanohydrin in the total amount of the reaction raw material liquid is 30% by weight or more, and
wherein the concentration of manganese eluted from the first reaction region (I) is less than or equal to 4.5 ppm.

2. A method for producing α-hydroxyisobutyric acid amide by hydration of acetone cyanohydrin in the presence of a catalyst comprising manganese oxide using a reaction apparatus in which two to seven reaction regions are connected in series, wherein the method comprises:
(A) supplying a reaction raw material liquid containing the acetone cyanohydrin dividedly to a first reaction region (I) and at least one reaction region other than the first reaction region (I) in the reaction apparatus;
(B) cyclically supplying at least a portion of a reaction liquid withdrawn from at least one reaction region to the first reaction region (I) in the reaction apparatus;
(b1) further cyclically supplying at least a portion of the reaction liquid withdrawn from at least one reaction region to at least one reaction region other than the first reaction region (I), and
(C) supplying at least a portion of a reaction liquid withdrawn from at least one reaction region other than the first reaction region (I) to:
i) at least one reaction region other than the first reaction region (I) which is the same as or upstream from the at least one reaction region other than the first reaction region (I) from which the reaction liquid is withdrawn, and
ii) at least one reaction region other than the first reaction region (I) which is downstream from the at least one reaction region other than the first reaction region (I) from which the reaction liquid is withdrawn; wherein
an oxidizing agent is supplied to at least one reaction region in the reaction apparatus, and wherein the concentration of the acetone cyanohydrin in the total amount of the reaction raw material liquid is 30% by weight or more, and
wherein the concentration of manganese eluted from the first reaction region (I) is less than or equal to 4.5 ppm.

3. The method for producing α-hydroxyisobutyric acid amide according to claim 1 , wherein in at least a part of (b1) the reaction liquid withdrawn from the at least one reaction region is cyclically supplied to a reaction region that is downstream from the at least one reaction region.

4. The method for producing α-hydroxyisobutyric acid amide according to claim 3 , wherein in at least a part of (b1) the reaction liquid withdrawn from the at least one reaction region is cyclically supplied downstream to the final reaction region in the series of reaction regions.

5. The method for producing α-hydroxyisobutyric acid amide according to claim 1 , wherein in (C) the portion of the reaction liquid withdrawn from at least one reaction region other than the first reaction region is cyclically supplied to the same at least one reaction region other than the first reaction region.

6. The method for producing α-hydroxyisobutyric acid amide according to claim 2 , wherein the number of the reaction regions to which the reaction raw material liquid containing acetone cyanohydrin is supplied in (A) is 5 or less.

7. The method for producing α-hydroxyisobutyric acid amide according to claim 1 , wherein the reaction raw material liquid is supplied to two to seven of the reaction regions of the reaction apparatus and wherein the concentration of the acetone cyanohydrin in the reaction raw material liquid is diluted to 25 wt % or less before being supplied to said two to seven reaction regions using a diluent or a reaction liquid flowing out of or withdrawn from the reaction regions.

8. The method for producing α-hydroxyisobutyric acid amide according to claim 1 , wherein an oxygen-containing gas is used as the oxidizing agent, and wherein the oxygen concentration in the oxygen-containing gas is 2 to 50% by volume.

9. The method for producing α-hydroxyisobutyric acid amide according to claim 8 , wherein the oxygen-containing gas is supplied to the at least one reaction region in the reaction apparatus while withdrawing a gas having a reduced oxygen concentration from the at least one reaction region in the reaction apparatus.

10. The method for producing α-hydroxyisobutyric acid amide according to claim 1 , wherein the catalyst comprising manganese oxide is manganese dioxide.

11. The method for producing α-hydroxyisobutyric acid amide according to claim 1 , wherein the catalyst comprising manganese oxide comprises a compound represented by composition formula: Mn a K b M c O d wherein: Mn represents manganese; K represents potassium; O represents oxygen; M represents at least one element selected from the group consisting of V, Sn, and Bi; and regarding the atomic ratio of each element, a is 1, b is 0.005 to 0.5, c is 0.001 to 0.1, and d is 1.7 to 2.0.

Assignees

• Mitsubishi Gas Chemical Co
• Mitsubishi Gas Chemical Co

Inventors

• KAKIMI Atsushi
• Uchiyama Takako
• Matsuda Hideho
• Takemoto Masaki
• Higuchi Katsumi

Classifications

• B01J23/34

  Manganese · CPC title

• C07C235/06

  having the nitrogen atoms of the carboxamide groups bound to hydrogen atoms or to acyclic carbon atoms · CPC title

• C07C231/065 Primary

  By hydration using metals or metallic ions as catalyst · CPC title

• B01J19/00

  Chemical, physical or physico-chemical processes in general; Their relevant apparatus · CPC title

• C07B61/00

  Other general methods · CPC title