Catalyst for producing alpha, beta-unsaturated carboxylic acid and method for preparation thereof, and method for producing alpha, beta-unsaturated carboxylic acid

Abstract

The object of the present invention is to provide a catalyst which can produce an α,β-unsaturated carboxylic acid through liquid-phase oxidation of an olefin or an α,β-unsaturated aldehyde in good reaction performance, a method for producing the catalyst, and a method for producing an α,β-unsaturated carboxylic acid by using the catalyst. The present invention resides in a catalyst for producing an α,β-unsaturated carboxylic acid, wherein a metal is supported on a carrier with a total pore volume of 0.40 to 1.50 cc/g as measured by nitrogen gas adsorption method, or wherein palladium with an average particle diameter in the range of 1 to 8 nm is supported on the carrier.

1 . A catalyst for producing an α,β-unsaturated carboxylic acid through liquid-phase oxidation of an olefin or an α,β-unsaturated aldehyde, comprising a metal supported on a carrier with a total pore volume of 0.40 to 1.50 cc/g as measured by nitrogen gas adsorption method.  
   
   
       2 . The catalyst for producing an α,β-unsaturated carboxylic acid according to  claim 1 , wherein the total pore volume of the carrier as measured by nitrogen gas adsorption method is 0.40 to 0.80 cc/g.  
   
   
       3 . The catalyst for producing an α,β-unsaturated carboxylic acid according to  claim 2 , wherein a proportion of the pore volume of the mesopore having a pore size of from 2 nm through 50 nm of the carrier as measured by nitrogen gas adsorption method to the total pore volume of the carrier is 40% or less.  
   
   
       4 . The catalyst for producing an α,β-unsaturated carboxylic acid according to  claim 1 , wherein the total pore volume of the carrier as measured by nitrogen gas adsorption method is 0.80 to 1.50 cc/g.  
   
   
       5 . The catalyst for producing an α,β-unsaturated carboxylic acid according to  claim 4 , wherein a proportion of the pore volume of the mesopore having a pore size of from 2 nm through 50 nm of the carrier as measured by nitrogen gas adsorption method to the total pore volume of the carrier is 10% or less.  
   
   
       6 . A catalyst for producing an α,β-unsaturated carboxylic acid through liquid-phase oxidation of an olefin or an α,β-unsaturated aldehyde, comprising palladium with an average particle diameter in the range of 1 to 8 nm supported on a carrier.  
   
   
       7 . A method for producing the catalyst for producing an α,β-unsaturated carboxylic acid according to  claim 1 , wherein a metal compound is reduced by a reducing agent in the presence of the carrier.  
   
   
       8 . A method for producing the catalyst for producing an α,β-unsaturated carboxylic acid according to  claim 6 , comprising reducing a palladium compound by a reducing agent in the presence of the carrier.  
   
   
       9 . A method for producing an α,β-unsaturated carboxylic acid through liquid-phase oxidation of an olefin or an α,β-unsaturated aldehyde with molecular oxygen in the presence of the catalyst for producing an α,β-unsaturated carboxylic acid according to  claim 1 .  
   
   
       10 . A method for producing the catalyst for producing an α,β-unsaturated carboxylic acid according to  claim 2 , comprising reducing a metal compound by a reducing agent in the presence of the carrier.  
   
   
       11 . A method for producing the catalyst for producing an α,β-unsaturated carboxylic acid according to  claim 3 , comprising reducing a metal compound by a reducing agent in the presence of the carrier.  
   
   
       12 . A method for producing the catalyst for producing an α,β-unsaturated carboxylic acid according to  claim 4 , comprising reducing a metal compound by a reducing agent in the presence of the carrier.  
   
   
       13 . A method for producing the catalyst for producing an α,β-unsaturated carboxylic acid according to  claim 5 , comprising reducing a metal compound is reduced by a reducing agent in the presence of the carrier.  
   
   
       14 . A method for producing an α,β-unsaturated carboxylic acid through liquid-phase oxidation of an olefin or an α,β-unsaturated aldehyde with molecular oxygen in the presence of the catalyst for producing an (α,β-unsaturated carboxylic acid according to  claim 2 .  
   
   
       15 . A method for producing an α,β-unsaturated carboxylic acid through liquid-phase oxidation of an olefin or an α,β-unsaturated aldehyde with molecular oxygen in the presence of the catalyst for producing an α,β-unsaturated carboxylic acid according to  claim 3 .  
   
   
       16 . A method for producing an α,β-unsaturated carboxylic acid through liquid-phase oxidation of an olefin or an (α,β-unsaturated aldehyde with molecular oxygen in the presence of the catalyst for producing an α,β-unsaturated carboxylic acid according to  claim 4 .  
   
   
       17 . A method for producing an α,β-unsaturated carboxylic acid through liquid-phase oxidation of an olefin or an (α,β-unsaturated aldehyde with molecular oxygen in the presence of the catalyst for producing an α,β-unsaturated carboxylic acid according to  claim 5 .  
   
   
       18 . A method for producing an α,β-unsaturated carboxylic acid through liquid-phase oxidation of an olefin or an α,β-unsaturated aldehyde with molecular oxygen in the presence of the catalyst for producing an (α,β-unsaturated carboxylic acid according to  claim 6.