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

a titanosilicate catalyst and mww-type technology, applied in the field of crystalline titanosilicate catalyst, can solve the problems of insufficient reaction activity, inability to achieve in many cases, and disadvantageous reduction of selectivity, and low oxidizing agen

Inactive Publication Date: 2004-05-13
SHOWA DENKO KK
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Benefits of technology

The present invention provides a crystalline MWW-type titanosilicate catalyst that can be used to selectively oxidize a carbon-carbon double bond in a compound having a carbon-carbon double bond and at least one other functional group using a peroxide as an oxidizing agent. The catalyst has a unique structure and can be easily produced. The technical effect of this invention is to provide a highly selective and efficient catalyst for the oxidation reaction of a compound having a carbon-carbon double bond and at least one other functional group.

Problems solved by technology

Further, both of the rate of the diffusion of an olefin compound as a reaction starting material into the inside of a pore and the rate of the effusion of an epoxy compound as a reaction product from the pore are low, so that a reaction activity which is sufficiently high, in view of the industrial use of TS-1, cannot be achieved in many cases.
Furthermore, there is a problem such that a ring-opening reaction of the epoxy group of an epoxy compound as a reaction product is liable to occur, and the resultant selectivity is disadvantageously decreased.
However, there are caused problems that the conversion of an oxidizing agent is low when hydrogen peroxide is used as the oxidizing agent for the epoxidation reaction, and that a ring-opening reaction of the epoxide is caused to produce a corresponding glycol, and as a result, the resultant selectivity is decreased.
That is, the catalyst life is short, and therefore it is necessary to repeat the regeneration of the catalyst frequently, whereby this point seriously hinders the implementation of such a molecular sieve on an industrial scale.
However, the yield of the intended product is rather low, while both of the resultant epoxide and diol are produced in a considerably large amount, whereby a tendency of selectively providing any of these compounds is not observed.
Therefore, there is a caused problem when this method is intended to be utilized industrially.
However, industrially practicable techniques are rather limited, and further, in any of the above-mentioned cases, only an oxidation reaction of a simple compound having a carbon-carbon double bond is disclosed.

Method used

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Examples

Experimental program
Comparison scheme
Effect test

example 1

Production of Catalyst 1

[0112] 182.5 g of piperidine (purity:98%, produced by Wako Pure Chemical Industries, Ltd.) (hereinafter, piperidine is simply referred to as "PI" in some cases) was dissolved in 513 g of ion-exchanged water at 25.degree. C. to prepare an aqueous piperidine solution. This aqueous piperidine solution was divided into two equal portions. Under vigorous stirring, 18.0 g of tetrabutyl orthotitanate (purity: 95%, produced by Wako Pure Chemical Industries, Ltd.) was added to one of the two portions, and 124.2 g of boric acid (purity:99.5%, produced by Wako Pure Chemical Industries, Ltd.) was added to the other of the two portions. The hydrolysis reaction of tetrabutyl orthotitanate was caused to completely proceed under stirring for 30 minutes, and thereafter, 45 g of fumed silica (trade name: Cab-o-sil M7D, mfd. by Cabot Co.) was added to each of the two resultant solutions containing titanium or boron. After the addition of silica, the solutions were stirred for 1...

example 2

Production of Catalyst 2

[0115] MWW-type titanosilicate Catalyst 2 was obtained in the same manner as in Example 1 except for using 1.0 mol / l-sulfuric acid in place of 6 mol / 1-nitric acid in the acid treatment.

[0116] The molar ratio of titanium / silicon and the molar ratio of boron / silicon of Catalyst 2 were measured. The results are shown in Table 2 appearing hereinbelow.

example 3

Production of Catalyst 3

[0117] MWW-type titanosilicate Catalyst 3 was obtained in the same manner as in Example 1 except for using 2.0 mol / l-sulfuric acid in place of 6 mol / 1-nitric acid in the acid treatment.

[0118] The molar ratio of titanium / silicon and the molar ratio of boron / silicon in Catalyst 3 were measured. The results obtained are shown in Table 2 appearing hereinbelow.

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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.

Description

[0001] This application is a continuation application of U.S. application Ser. No. 09 / 959,937 filed on Nov. 13, 2001, which was the National State of International Application No. PCT / JP01 / 08469, filed on Sep. 27, 2001, which claims the benefit of an application based on U.S. application Ser. No. 60 / 247,963 (filed on Nov. 14, 2000), the above-noted applications hereby incorporated by reference in their entirety.[0002] The present invention relates to crystalline titanosilicate catalyst having a structural (or framework type) code of MWW, which is usable as a)catalyst in an oxidation reaction of the carbon-carbon double bond of a compound having a carbon-carbon double bond and at least one other functional group. The present invention also relates to a process for producing such a catalyst and a process for producing an oxidized compound using this catalyst.[0003] More specifically, the present invention relates to a crystalline titanosilicate catalyst having a structural code of MWW...

Claims

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Application Information

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Patent Type & Authority Applications(United States)
IPC IPC(8): C30B29/22B01J29/70B01J29/89B82Y30/00C01B37/00C01B39/00C07B61/00C07C29/03C07C29/48C07C31/22C07D301/12C07D301/14C07D301/19C07D303/04C07D303/08C07D303/14C07D303/22H01L41/08H01L41/083H01L41/18H01L41/187H10B20/00
CPCB01J29/70B01J29/89C01B37/005C07C29/03C07D301/12C07C31/225C01B37/00
Inventor OGUCHI, WATARUTSUJI, KATSUYUKITATSUMI, TAKASHIWU, PENG
Owner SHOWA DENKO KK
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