Crystalline MWW-type titanosilicate catalyst for producing oxidized compound, production process for the catalyst, and process for producing oxidized compound by using the catalyst

Abstract

A crystalline titanosilicate catalyst which is usable as a catalyst in the oxidation reaction of a compound having a carbon-carbon double bond and at least one other functional group, a process for producing the catalyst, and a process for producing an oxidized compound by an oxidation reaction using the catalyst. It has been found that a crystalline titanosilicate having a structural code of MWW effectively functions as a catalyst in an oxidation reaction of a compound having a carbon-carbon double bond and at least one other functional group wherein the carbon-carbon double bond of the compound is oxidized by using a peroxide as an oxidizing agent, thereby to highly selectively provide an intended oxidized compound.

1 . A crystalline MWW-type titanosilicate catalyst for producing an oxidized compound, which is usable in producing an oxidized compound by an oxidation reaction of a compound having a carbon-carbon double bond and at least one other functional group wherein the carbon-carbon double bond of the compound is oxidized by using a peroxide as an oxidizing agent; the catalyst having an MWW structure and being represented by the following composition formula (1):  
       xTiO 2 .(1-x)SiO 2    Composition formula (1)  
       wherein x is a number of 0.0001 to 0.2:  
     
     
         2 . A crystalline MWW-type titanosilicate catalyst for providing an oxidized compound according to  claim 1 , wherein x is a number of 0.005 to 0.2.  
     
     
         3 . A crystalline MWW-type titanosilicate catalyst for producing an oxidized compound, which is usable in producing an oxidized compound by an oxidation reaction of a compound having a carbon-carbon double bond and at least one other functional group wherein the carbon-carbon double bond of the compound is oxidized by using a peroxide as an oxidizing agent; the catalyst having an MWW structure and being represented by the following composition formula (2):  
       xTiO 2 .yM 2 O 3 .(1-x-2y)SiO 2    Composition formula (2)  
       wherein M represents at least one element selected from the group consisting of aluminum, boron, chromium, gallium and iron, x is a number of 0.0001 to 0.2 and y is a number of 0.0001 to 0.1.  
     
     
         4 . A crystalline MWW-type titanosilicate catalyst for providing an oxidized compound according to  claim 3 , wherein M in the composition formula (2) is boron.  
     
     
         5 . A crystalline MWW-type titanosilicate catalyst for providing an oxidized compound according to  claim 3 , wherein x is a number from 0.005 to 0.2.  
     
     
         6 . A crystalline MWW-type titanosilicate catalyst for providing an oxidized compound according to  claim 3 , wherein y is a number from 0.0001 to 0.05.  
     
     
         7 . A process for producing a crystalline MWW-type titanosilicate catalyst for providing an oxidized compound according to  claim 1 , said production process comprising: 
 a first step of heating a mixture comprising a template compound, a titanium-containing compound, a boron-containing compound, a silicon-containing compound and water, to thereby obtain a precursor; and    a second step of calcining the precursor obtained in the first step, to thereby obtain a crystalline titanosilicate.    
     
     
         8 . A process for producing a crystalline MWW-type titanosilicate catalyst for providing an oxidized compound according to  claim 7 , wherein the template compound is a nitrogen-containing compound.  
     
     
         9 . A process for producing a crystalline MWW-type titanosilicate catalyst for providing an oxidized compound according to  claim 8 , wherein the nitrogen-containing compound is at least one compound selected from the group consisting of piperidine, hexamethyleneimine and a mixture thereof.  
     
     
         10 . A process for producing a crystalline MWW-type titanosilicate catalyst for providing an oxidized compound according to  claim 7 , wherein the titanium-containing compound is at least one compound selected from the group consisting of titanium oxide, titanium halide and tetraalkyl orthotitanates.  
     
     
         11 . A process for producing a crystalline MWW-type titanosilicate catalyst for providing an oxidized compound according to  claim 7 , wherein the boron-containing compound is at least one compound selected from the group consisting of boric acid, boric acid salt, boron oxide, boron halide and trialkylborons.  
     
     
         12 . A process for producing a crystalline MWW-type titanosilicate catalyst for providing an oxidized compound according to  claim 7 , wherein the silicon-containing compound is at least one compound selected from the group consisting of silicic acid, silicic acid salt, silicon oxide, silicon halide, fumed silicas, tetraalkylorthosilicates and colloidal silica.  
     
     
         13 . A process for producing a crystalline MWW-type titanosilicate catalyst for providing an oxidized compound according to  claim 7 , wherein the ratio between titanium and silicon in the mixture to be used in the first step is 0.001 to 0.3:1 (titanium:silicon) in terms of the molar ratio therebetween.  
     
     
         14 . A process for producing a crystalline MWW-type titanosilicate catalyst for providing an oxidized compound according to  claim 7 , wherein the ratio between boron and silicon in the mixture to be used in the first step is 0.3 to 10:1 (boron:silicon) in terms of the molar ratio therebetween.  
     
     
         15 . A process for producing a crystalline MWW-type titanosilicate catalyst for providing an oxidized compound according to  claim 7 , wherein the ratio between water and silicon in the mixture to be used in the first step is 5 to 200:1 (water:silicon) in terms of the molar ratio therebetween.  
     
     
         16 . A process for producing a crystalline MWW-type titanosilicate catalyst for providing an oxidized compound according to  claim 7 , wherein the ratio between the template compound and silicon in the mixture to be used in the first step is 0.1 to 5:1 (template compound:silicon) in terms of the molar ratio therebetween.  
     
     
         17 . A process for producing a crystalline MWW-type titanosilicate catalyst for providing an oxidized compound according to  claim 7 , wherein the heating temperature in the first step is in the range from 110 to 200° C.  
     
     
         18 . A process for producing a crystalline MWW-type titanosilicate catalyst for providing an oxidized compound according to  claim 7 , wherein the calcining temperature in the second step is in the range from 200 to 700° C.  
     
     
         19 . A process for producing a crystalline MWW-type titanosilicate catalyst for providing an oxidized compound according to  claim 7 , wherein the precursor obtained in the first step is contacted with an acid, and thereafter the second step is performed.