Purification method of aldehyde compound

Patent metadata

Field	Value
Publication number	US-9809533-B2
Application number	US-201314434114-A
Country	US
Kind code	B2
Filing date	Nov 8, 2013
Priority date	Nov 9, 2012
Publication date	Nov 7, 2017
Grant date	Nov 7, 2017

Abstract

The purification method of an aldehyde compound of the present invention includes a step of neutralizing a reaction solution containing an aldehyde compound by adding water and a base compound to the reaction solution, and a step of distilling the neutralized reaction solution, in which the reaction solution is obtained by reacting a compound represented by the following Formula (a1) or (a2) with hydrogen and carbon monoxide in the presence of a metal compound of groups 8 to 10 and a phosphorus compound, the phosphorus compound is represented by Formula (R 1 O) 3 P, and the base compound is at least one kind selected from among carbonate and hydrogen carbonate of metals of group I on the periodic table and carbonate and hydrogen carbonate of metals of group II on the periodic table.

First claim

The invention claimed is:

1. A manufacturing method of an aldehyde compound, comprising:
a step of obtaining a reaction solution containing an aldehyde compound by reacting a compound represented by the following Formula (a1) or (a2) with hydrogen and carbon monoxide in the presence of a metal compound of groups 8 to 10 and a phosphorus compound;
a step of neutralizing the reaction solution by adding water and a base compound to the reaction solution; and
a step of purifying an aldehyde compound by distilling the neutralized reaction solution,
wherein the phosphorus compound is represented by the following Formula (R 1 O) 3 P, and the base compound is at least one selected from carbonate and hydrogen carbonate of metals of group I on the periodic table and carbonate and hydrogen carbonate of metals of group II on the periodic table,

in Formula (a1), X represents a hydrogen atom, a cyano group, an aldehyde group, or a —CH═NR group; R represents a hydrogen atom, an alkyl group having 1 to 6 carbon atoms, or an aryl group; and in Formulae (a1) and (a2), n represents 0, 1, or 2,
(R 1 O) 3 P

in the formula, a plurality of R 1 s may be the same as or different from each other, and represents an alkyl group having 1 to 16 carbon atoms that may have a substituent or an aryl group having 6 to 16 carbon atoms that may have a substituent, and
wherein the step of neutralizing the reaction solution is performed within a temperature range of equal to or higher than 40° C. and equal to or lower than 50° C.

2. The manufacturing method of an aldehyde compound according to claim 1 ,
wherein the base compound is potassium hydrogen carbonate or potassium carbonate.

3. The manufacturing method of an aldehyde compound according to claim 1 ,
wherein the phosphorus compound is at least one selected from the group consisting of triphenyl phosphite, trimethyl phosphite, triethyl phosphite, tripropyl phosphite, triisopropyl phosphite, trimethylphenyl phosphite, and tris(2,4-di-tert-butylphenyl)phosphite.

4. The manufacturing method of an aldehyde compound according to claim 1 ,
wherein the metal compound of groups 8 to 10 is a rhodium compound, a cobalt compound, a ruthenium compound, or an iron compound.

5. The manufacturing method of an aldehyde compound according to claim 1 ,
wherein the metal compound of groups 8 to 10 is a rhodium compound.

6. The manufacturing method of an aldehyde compound according to claim 1 ,
wherein a compound represented by the Formula (a1) is used, and the compound is a compound represented by the following Formula (1),

in Formula (1), X has the same definition as X in Formula (a1).

Assignees

• Mitsui Chemicals Inc

Inventors

• Kakinuma Naoyuki
• Furuya Masayuki
• Sakata Michiharu
• Tokunaga Koichi
• Kuma Shigetoshi

Classifications

• B01J2531/845

  Cobalt · CPC title

• C07C209/26

  by reduction with hydrogen · CPC title

• C07C265/14

  containing at least two isocyanate groups bound to the same carbon skeleton · CPC title

• B01J2531/821

  Ruthenium · CPC title

• C07C2602/42

  the bicyclo ring system containing seven carbon atoms · CPC title