The catalyst of oxidative diacetoxybiphenyl 1,3 - pentadiene

 

(57) Abstract:

Usage: chemical technology, catalysts, organic synthesis, oxidative acetoxysilane. The inventive catalyst diacetoxybiphenyl 1,3-pentadiene contains the intermetallic compound of the formula Pd3Sb in the amount of 2.3 to 3.3 wt.%, the rest of the media is activated carbon. Increases the yield of 1,4-and 3,4-diacetoxybenzoic with preferential formation of TRANS-1,4-diacetoxybiphenyl-2. The output of isomers 87-90% . table 4.

The invention relates to the primary organic synthesis, and in particular to catalysts for diacetoxybiphenyl S-CIS-1,3-pen - tadiene in diacetoxybiphenyl.

The use of diacetoxybenzoic (WCT) depends on their structure. 1,4-Derivatives are the target feedstock for production of acetyl propylene alcohol, methylcyclopropyl, 2-methyltetrahydrofuran and other solvents for the electronics industry. Preferably formed TRANS-1,4-diacetoacetate-2 is a copolymer in the production of cordovero fiber. Along with the resulting 3,4-diacetoacetate-1 is the basis for the synthesis of secondary alcohols, epoxy components and steroids.

API 1,3-butadiene, containing Cu or other compounds and Fe, Co, Ni, Ag, Pb, Sb, Bi, Mn, Cr, Mo, W, etc. the Catalyst is used at 250aboutWith the response time of 6-6 .5 hours Out of diacetoxybenzoic (WCT) 65%.

The disadvantages of this catalyst:

the low yield of the target product;

high operating temperature of the catalyst;

the difficulty of separation of homogeneous catalysts from the reaction products;

high consumption of the catalytic mass.

Known catalyst for acetoxysilane 1,3-alkadienes, including 1,3-pentadiene containing palladium, tellurium, and possibly tin, germanium and lead.

The reaction is carried out at 40-180aboutC and a pressure of 1-100 atmospheres. The yield of the target products is not given. For more reactive 1,3-butadiene yield stands at 12.9%.

The disadvantage of using this catalyst is extremely low yield of the target products.

Known catalyst diacetoxybiphenyl 1,3-pentadiene prototype containing acetates, Pd, si and Li. The reaction is performed for 4 h at 110-130aboutC. the Total yield of diacetoxybenzoic equal to 17%, the yield of 1,4-diacetoxybenzoic-2 is 14% . Target products after washing with water, emit methods extractive chemistry using Baia temperature of the reaction;

the difficulty of separation of homogeneous catalysts from the reaction products.

Large costs when washing and extraction of the target diacetoxybenzoic from the reaction mixture.

The aim of the invention is to increase the activity of the catalyst in the reaction of oxidative diacetoxybiphenyl 1,3-pentadiene to enhance the yield of 1,4 - and 3,4-diacetoxybenzoic, with a predominant getting isomer TRANS - 1,4-diacetoxybiphenyl-2.

The objective according to the present invention is achieved by the use of intermetallic catalyst of the formula PD3Sb deposited on the carrier is activated carbon in the amount of 2.3 to 3.3% by weight of the catalyst, the rest of the media.

The hallmark of this catalyst is that the active portion of the catalyst is an intermetallic compound of the formula Pd3Sb, i.e., stibig palladium.

The advantages of the present invention before the prototype are:

1. The increased yield of the desired 1,4 - and 3,4-diacetoxybenzoic to 87-88,7%.

2. Reducing the temperature of the reaction, which increases the selectivity of the process.

3. The application of the proposed catalyst permission is illustrated by the following examples.

P R I m e R 1. The catalyst was prepared as follows. Powder recovery activated carbon (AR-5) in an amount of 10 g is treated with 60 ml of 15% nitric acid, evaporated on a water bath to dryness. 75 g of an aqueous solution of the mixture of acids (26 wt.% NGO3and 7.2 wt.%. HCl) dissolved 0,2846 g of palladium chloride, 0,1189 g of antimony chloride. The resulting solution impregnated treated (see above) activated carbon, with stirring, evaporated on a boiling water bath to dryness. The catalyst is placed in a vertical tubular reactor, calcined in air at 150about1 h and restore in a stream of moist hydrogen at 250aboutWith 2.5 h at 420aboutWith - for 1.5 h Such conditions of preparation of the catalyst leads to the formation of intermetallic compounds. Analysis of the catalyst by the method of XPS showed that it corresponds to the composition Pd3Sb in the amount of 2.3 to the weight of the catalyst.

Physico-chemical and topochemical characteristics of the catalyst are: specific surface 930-950 m2/g; data micrograph mode REM - uniform particle size with the size of the globules to 50 nm, the distribution of elements on the granule - preferential concentration in the upper layers korechkovogo type over g glacial acetic acid, which reagent and solvent, 10 g of 1,3-pentadiene, 10 g of catalyst containing 2.3 wt. % PD3Sd. The autoclave is sealed, the reaction mixture is heated to 70aboutWith over 0,7 hours Then fed into the autoclave air to reach the pressure of 9.5 MPa and under stirring conduct a reaction for 5 hours

The balance of the experience shown in the table.1.

Analysis of the reaction mixture by GLC showed that the conversion of 1,3-pentadiene is 98,9%, the total yield of diacetoxybenzoic equal to 87.1%, the yield of 1,4-diacetoxybenzoic-2 73,3%.

The catalyst is filtered off, washed with glacial acetic acid and recovered by the method of re-activation as described in the method for the preparation of the catalyst (see above) from the stage of calcination.

The target products are rectification with the following physicochemical characteristics: CIS-1,4-diaza - toxaphene-2, so Kip. 104-106aboutWith at a residual pressure of 13 mm RT.art., nD201,4358; TRANS-1,4-diacetoacetate-2, so Kip. 117-119aboutWith at a residual pressure of 13 mm RT.art., nD201,4406; 3,4-diacetoacetate-1, so Kip. 91-92aboutWith at a residual pressure of 13 mm RT.article nD201,4290.

Thus the total whoIe substances).

P R I m m e R 2. The catalyst was prepared and restore, as in example 1, using the basic components in the following quantities, g: palladium chloride 0,3465 g, antimony chloride 0,1478 g, activated carbon 10.

Analysis of the catalyst by the method of XPS showed that the active portion of the catalyst corresponds to the composition PD3Sb in the amount of 2.8% by weight of catalyst. Physico-chemical characteristics of the catalyst, as in example 1.

Acetoxysilane 1,3-pentadiene carried out in the autoclave as described in example 1, except that the temperature of the 75aboutWith the pressure of 10 MPa.

The balance of the experiment are shown in table.2.

Analysis of the reaction mixture by GLC showed that the conversion of 1,3-pentadiene is 99.4% of the total output of diacetoxybenzoic equal to 88.4%, the yield of 1,4-diacetoxybenzoic-2 equal to 74.1%.

The catalyst is filtered off, the target products are rectification with the following physicochemical characteristics: CIS-1,4-diacetoacetate-2, so Kip.103-106aboutWith at a residual pressure of 13 mm RT.art., nD201,4360, TRANS-1,4-diacetoacetate-2 - so Kip. 118-120aboutWith at a residual pressure of 13 mm RT. Art. , nD201,4407, 3,4-diacetoacetate-1, Kip. 90-93aboutWhen the residual pressure,5% (20,26 g). The purity of the end product is 99.8%.

P R I m e R 3. The catalyst was prepared and restore, as in example 1, using the basic components in the following quantities, g: palladium chloride 0,4084, antimony chloride 0,1742, activated carbon 10.

Analysis of the catalyst by the method of XPS showed that the active portion of the catalyst corresponds to the composition PD3Sb in an amount of 3.3% by weight of catalyst. Physico-chemical characteristics of the catalyst as in example 1.

Acetoxysilane 1,3-pentadiene carried out in the autoclave as described in example 1, except that the temperature of 80aboutC and a pressure of 9.0 MPa.

The balance of the experiment are shown in table.3.

Analysis of the reaction mixture by GLC showed that the conversion of 1,3-pentadiene is 99.6% , the total yield of diacetoxybenzoic equal to 88.7%, the yield of 1,4-diacetoxybenzoic-2 equal 74,6%.

The catalyst is filtered off, the target products are rectification with physico-chemical characteristics as in example 1. The output of diacetato 88,0% (24,1 g), the yield of 1,4-WCT-2 74,1% (20,3 g). The purity of the end product is 99.8%.

Shows a pivot table.4 diacetoxybiphenyl 1,3-pentadiene catalyst Pb3Sb/activated carbon.

The CATALYST Carney increasing the activity, it contains intermetallide - stibig palladium formula Pd3Sb and activated carbon as a carrier and has the following composition, wt.%:

Stibig palladium mentioned formula 2,3 - 3,3

Activated charcoal Else

 

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41 cl, 6 tbl,12 ex

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44 cl, 6 tbl, 15 ex

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SUBSTANCE: present invention relates to a method of preparing a catalyst or procatalyst suitable for use in production of alkenylalkanoates, to a catalyst composition for production of alkenylalkanoates and to a method of producing alkenylalkanoates. The invention describes a method of preparing a catalyst or procatalyst which involves bringing at least one solution of a catalyst component precursor which contains palladium or gold into contact with support material, where at least one solution of the catalyst component precursor is an aqueous solution which contains one or more of Pd(NH3)2(NO2)3, Pd(NH3)4(OH)2, Pd(NH3)4(NO3)2, Pd(NH3)4(OAc)2, Pd(NH3)2(OAc)2, Pd(NH3)4(HCO3)2) and of NaAuO2, KAuO2, NMe4AuO2 and HAu(NO3)4 in nitric acid or their combinations and reduction of palladiuim or gold when the reducing medium is brought into contact with the support material. The invention describes a catalyst composition which contains support material containing at least palladium and gold which is brought into contact with the support material to obtain a catalyst or procatalyst using the method described above. Described also is a method of producing alkenylalkanoates which involves bringing starting material which contains alkene, alkanoic acid and oxidising agent into contact with a catalyst or procatalyst described above.

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32 cl, 6 tbl, 15 ex

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EFFECT: method increases output of vinyl acetate.

2 cl, 3 ex, 1 dwg

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EFFECT: obtaining catalysts which can be used to produce alkenylalkanoates in general and vinyl acetate in particular, and which are suitable for use in obtaining low ratio of EA/VA while maintaining or improving selectivity of producing CO2.

34 cl

FIELD: chemistry.

SUBSTANCE: present invention relates to a carrier with a catalytic coating, production method thereof, use thereof in processes with heterogeneous catalysts, as well as a reactor containing the said catalyst layer. Described is a carrier with a catalytic coating, having at least one porous and cavity-containing catalyst layer, where the cavity consists of random voids with size greater than 5 mcm in at least two dimensions or with cross-sectional area of at least 10 mcm2. Described is a method of producing the said carrier, comprising a) preparing a carrier substrate, b) if needed, depositing an adhesion improving layer, c) spraying a suspension with at least 30% content of solid substance containing a catalytically active substance with average diameter of at least 5 mcm and/or precursor thereof and, if needed, an additional component of a catalytically active layer, and d) if needed, repeating step c) once or more. Described is a rector with a surface intended for coating, having at least one carrier with a catalytic coating described above. Described is use of the carrier in a method for catalytic oxidation of aliphatic compounds, in a method for oxidation of xylene and/or naphthalene to phthalic acid, in a method for oxidative coupling of acetic acid and ethane to form vinyl acetate using oxygen, in a method for catalytic hydrogenation of organic compounds and in a method for converting synthetic gas.

EFFECT: catalytic coatings are characterised by high adhesion strength of layers, having stability, negligible tolerance on layer thickness and mass-transfer resistance and can be universally used in multiple catalyst systems.

51 cl, 3 ex, 5 dwg

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