Method for preparing alkylaryl hydroperoxide-containing product, method for preparing alkylaryl hydroperoxide and method for preparing alkenylaryl

FIELD: organic chemistry, chemical technology.

SUBSTANCE: invention relates to method for synthesis of alkylaryl peroxide-containing compound. Method involves the following steps: (a) oxidation of alkylaryl compound to yield the alkylaryl hydroperoxide-containing reaction substance; (b) treatment of at least part of the reaction substance containing alkylaryl hydroperoxide synthesized at the step (a) wherein this the reaction product comprises less 0.05% of sodium (by mass); (c) separation of product synthesized at the step (b) for hydrocarbon phase containing alkylaryl hydroperoxide and an aqueous phase; (d) repeating steps (b) and (c) by one or some time being optionally. Also, synthesis of alkylaryl hydroxide involves the additional treatment step (e) of at least part of hydrocarbon phase containing alkylaryl hydroperoxide synthesized at steps (c) or (d), olefin and a catalyst to yield alkylaryl hydroxide and oxirane compounds, and (f) separation of at least part of oxirane compound from alkylaryl hydroxide. Synthesis of alkenylaryl involves the additional step (g) of dehydration of at least part of alkylaryl hydroxide synthesized at step (f). Invention provides simplifying the technological process resulting to synthesis of improved substance containing alkylaryl hydroperoxide from which alkylaryl hydroxide is prepared followed by preparing alkenylaryl.

EFFECT: improved method of synthesis.

11 cl, 1 tbl, 6 ex

 

The present invention relates to a method for producing a product containing a hydroperoxide of alkylaryl. This product can be used in various processes, such as obtaining oxirane compounds and alkynylaryl.

Background of invention

Methods for producing propylene oxide, which are used hydroperoxides of alkylaryl, well known in this field. As described in the publication US-A-5883268, these methods typically include the oxidation of ethylbenzene with subsequent processing of the reaction products of peroxide oxidation of an aqueous solution of a base in a quantity sufficient to neutralize the resulting acid components, and separation of the resulting mixture in an aqueous solution and neutralized organic solution. Contaminated ground neutralized solution of the hydroperoxide is washed with water, and the resulting mixture is separated into the aqueous phase is contaminated with organic compounds, and organic phase with a low content of alkali metals.

Discovered that the product of peroxidation is no need to rinse water base. Surprisingly, but the product of peroxidation may be washed with water only. An important advantage of the exception flushing water based is that in the organic phase can be assumed Bo is ISEE water content. In accordance with this invention a higher water content valid in the way, because this water does not contain residues of an aqueous solution of a base (e.g. sodium salt). The presence of such compounds, as a rule, causes difficulties when performing subsequent stages of the method. In the method described in the present invention, the water does not need to be carefully removed, and this simplifies the separation of the aqueous and organic phases. In addition, hardware problems at the plants, leading to reduced efficiency removal of water, less harmful to the method described in the present invention than the conventional method.

It was found that the reaction product containing the hydroperoxide of alkylaryl and washed only with water, similarly deactivates the catalyst in a subsequent reaction, and the product washed with water based and water; the yield of cumene alkylaryl was higher if the reaction product was washed with water only. This is due to the reduction in the degree of decomposition of cumene alkylaryl. It is assumed that such a decomposition is catalyzed by the presence of aqueous base in alkaline conditions. Such a similarity degree of decontamination is very surprising, since the washing water is removed very few impurities (e.g., benzoic acid), about which it is known that they are present in the crude reaction sm is si. In addition, when washing with clean water product containing the hydroperoxide of alkylaryl, to a lesser extent formed emulsion.

In document WO 00/12470 described method of purification of the reaction mixture containing the hydroperoxide of cyclohexyl for further decomposition or hydrogenation to cyclohexanol and cyclohexanone. In this document there is no information about the purification of the reaction mixture containing the hydroperoxide of alkylaryl, for subsequent reaction with the olefin in the presence of an epoxidation catalyst.

Brief description of the invention

Unexpectedly managed to develop a way that leads to improved product containing the hydroperoxide of alkylaryl.

In accordance with the present invention a method of obtaining a product containing organic hydroperoxides, includes:

(a) oxidation alcylaryl connection with the formation of the reaction product containing organic hydroperoxides,

(b) processing of water, at least part of the reaction product obtained in stage (a), and containing the hydroperoxide of alkylaryl, and the reaction product contains less than 0.05% of sodium by weight),

(c) separating the product obtained in stage (b), in the hydrocarbon phase containing the hydroperoxide of alkylaryl, and the aqueous phase,

(d) optionally, repeating steps (b) and (C) one or more times

(e) education is otcu, at least part of the hydrocarbon phase containing the hydroperoxide of alkylaryl obtained in stage (C) or (d), the olefin and the catalyst receiving hydroxide alkylaryl and oxiranes connection, and

(f) separating at least part oxiranes connection from hydroxide alkylaryl.

The product processed in accordance with stage (b), viewed as a product in General. If the reaction product, which needs to be washed out by water, there is any aqueous phase, is also taken into account the sodium content in this phase. Conventional product containing the hydroperoxide of alkylaryl and neutralized water based, as a rule, contains up to washing water from 0.10 to 0.15% of sodium by weight calculated on the total weight of the organic and aqueous phase.

Before processing in accordance with stage (e) obtained in stage (C) or (d) a hydrocarbon phase containing the hydroperoxide of alkylaryl, it is best to remove water from it. The usual and preferred method of removal of water from this hydrocarbon phase is distilled.

Hydroxide alkylaryl obtained at stage (f), can be used in different processes. One of these processes may be getting alkynylaryl dehydration of the hydroxide alkylaryl. Another process is the hydrogenation of hydroxide alkylaryl education alkylaryl. Thus, a way is, described in the present invention, includes another stage:

(g) conversion of at least part of the hydroxide alkylaryl obtained at stage (f). Usually as a result of conversion of the formed reaction product and water.

Generally, stage (g) is either dehydration or hydrogenolysis of the product of the reaction. The hydrogenolysis is the reaction of hydroxide alkylaryl with hydrogen, preferably in the presence of a catalyst). As a result of dehydration usually formed alkynylaryl and water, and in the hydrogenolysis - alkylaryl.

Typically, the hydrogenation is formed alkylaryl, was used as the source of the connection.

Detailed description of the invention

In the methods described in the present invention, it is best to use alkylaryl, which is derived from benzene and containing at least one alkyl substituent; this Deputy may contain from 1 to 10 carbon atoms (preferably from 2 to 8). Preferably, a derivative of benzene contained on average from 1 to 2 substituents. The most often used following alkylaryl: ethylbenzene, cumene, di(isopropyl)benzene.

To oxidize alcylaryl connection can be any suitable method known in this field. The oxidation can be done in the liquid phase in the presence of a solvent. The solvent beam is e just to use the connection, which remains liquid under the reaction conditions and does not react with the starting substances and the reaction product. However, the solvent may be a connection, necessary for the reaction. For example, if alkylaryl is benzene, the solvent may be benzene, and if alkylation is cumene, it can also serve as a solvent.

In addition to cumene alkylaryl, during the oxidation of organic compounds are formed a number of impurities. Although most of these impurities is formed only in small quantities, it is found that the presence of compounds such as organic acids, may further complicate the use of hydroperoxides of alkylaryl. According to the publication US-A-5883268 convenient method of reducing the proportion of impurities is the treatment of the reaction product containing the hydroperoxide of alkylaryl, aqueous alkaline solution. However, after processing the aqueous alkaline solution in the reaction product containing the hydroperoxide are alkali metals. Although washing with alkali, the amount of organic acids in the product containing the hydroperoxide can be reduced, the amount of alkali metals increases.

To date, found that a simple water rinse is more effective as a method of purification of the reaction product containing the guide is operated, than the treatment with aqueous base followed by rinsing with water. In accordance with this invention, the product containing the hydroperoxide, it is better not to handle water based, more specifically sodium hydroxide, at a stage between the receipt of the product by oxidation of organic compounds and the following response.

In the usual ways as the aqueous base is most commonly used base containing sodium and/or potassium, such as sodium hydroxide, potassium hydroxide, sodium carbonate and potassium carbonate. It is assumed that the decomposition of hydroperoxide catalyzed by these salts in alkaline conditions. Therefore, it is desirable that the product used in stage (b), contains less than 0,010% sodium by weight, it is better, if less than 0,005%, better still less than 0,002%, and most preferably less than 0.001% sodium. The percentage content of sodium is calculated as the weight of metallic sodium or sodium ions relative to the total weight of the product, including the organic phase and any aqueous phase. In addition, it is desirable that the product used in stage (b)contain less than 0.05% of potassium (by weight), better if less than 0.01%, most preferably less than 0,002%. The percentage of potassium calculated as the weight of metallic potassium or potassium ions relative to the total weight of the product, including the organic phase and any vozmozhnostyu phase.

The reaction product obtained in stage (a), can be used in stage (b) as such. However, it is better to remove from the reaction mixture of low molecular weight compounds. These compounds can be removed by distillation of the reaction mixture obtained in stage (a) (preferably under reduced pressure). The most suitable method is the so-called "instant distillation, which consists in distilled under very low pressure. Found that after this "instant distillation effectively removes low-molecular compounds such as oxygen and low molecular weight acids formed during the oxidation.

In the method described in the present invention, the reaction mixture obtained in stage (a), is treated with water. Used water can contain impurities, such as organic compounds. The source of these impurities may be at least some reusable part of the wash water used either at the same stage of leaching, or at another stage. For washing, you can use only pure water or a mixture of pure water containing no impurities, leaching with water one or more species or a mixture of only the wash water of different species or any one kind of wash water.

The rate of equilibrium (for a more complete removal of impurities) can increase the way the mi, well-known experts in this field. You can increase the area of contact between the reaction product containing the hydroperoxide of alkylaryl, and water, intensificar contact. The intensification of the contact can be performed by any method known in this field, for example by intensive mixing. However, normal water rinse is sufficient for most of the methods described in the present invention.

The specific conditions of the washing water are highly dependent on the situation. It is desirable to produce washing at a temperature of from 0°to 150°With (preferably from 20°to 100°).

At the stage (C) the product obtained in stage (b)is separated into a hydrocarbon phase and aqueous phase. The preferred method is that of the hydrocarbon phase and the aqueous phase is placed in a settling tank where the mixture is allowed to settle, after which the hydrocarbon phase is separated from the water. The hydrocarbon phase containing the hydroperoxide of alkylaryl can then be placed in the coagulator, which is removed is still some part of the aqueous phase. Stage (C) is preferably carried out at a temperature of from 0°to 150°With (preferably from 20°to 100°).

Next, water, unreacted organic compounds and impurities can be separated by distillation from the hydrocarbon phase obtained from the coagulator. Typically, the distillate contains unreacted organic is soedineniya, water and impurities. The obtained distillate can be divided into organic and aqueous phase in the vessel. The resulting aqueous phase will contain organic impurities; it can be used for washing of the reaction product containing the hydroperoxide of alkylaryl.

Water, which can be used in this invention is water, used for washing the hydrocarbon phase containing the hydroperoxide of alkylaryl. Preferably, this water was obtained by washing the hydrocarbon phase containing the hydroperoxide of alkylaryl, water (preferably pure water), followed by the separation of the aqueous phase from the hydrocarbon. Thus obtained aqueous phase can be used without further processing.

As mentioned above, in the methods used in this invention, very carefully to separate the aqueous and hydrocarbon phases, as a rule, is not necessary. Therefore, it is desirable that stage (b) and (C) consisted in contacting obtained in stage (a) of the reaction product containing organic hydroperoxide, with water in the extraction column. It is best if the extraction column is operated in countercurrent mode.

The water, which can be used as water for washing or as part of stage (b) of the present method, is prepared in several ways, described in this invented the I. Best of all, if the rinsing water used in the present invention will contain at least part of one or more of the following types of wash water: water obtained as a by-product in the oxidation alcylaryl compounds at the stage of (a), wash water obtained at treatment filters exhaust gases, aqueous distillate obtained by distillation of the hydrocarbon phase obtained in stage (C), and water resulting from the reaction of hydroxide alkylaryl on stage (g). These kinds of wash water will be discussed in more detail below.

It was found that the oxidation alcylaryl compounds water is formed. It is believed that this water is formed as a result of adverse reactions (for example, in the decomposition of cumene hydroperoxide). As a result of condensation of the exhaust gases of the reactor and separating the hydrocarbon phase can be obtained the wash water, which can be used in stage (b).

In the oxidation of organic compounds formed exhaust gases containing organic impurities. One way to clean up such waste gases - use of the filter, more specifically, a carbon filter. The filter should be cleaned regularly to remove the absorbed impurities. Usually this is done using water, which can additionally contain small amounts of other compounds. Found that the Aya wash water, obtained after purification filters exhaust gases, especially suitable for washing at the stage (b).

Another type of wash water, which, as it was found, can be used for washing stage (b)is an aqueous distillate obtained in the separation of hydrocarbons from water and distillation of the hydrocarbon phase with subsequent separation of the hydrocarbon distillate and aqueous distillate. The preferred method of obtaining this water distillate for use as wash water on the stage (b) was described previously, in the discussion stage (b). Such aqueous distillate is especially useful for washing stage (b). Typically, the reaction formed reaction product and water.

The following type of water used for washing, is the water resulting from the reaction of hydroxide alkylaryl on stage (g). As mentioned above, it is, as a rule, the reaction of dehydration or hydrogenolysis. If at stage (g) is dehydration, the reaction product of dehydration is best to overtake, resulting in a distillate containing water and organic compounds. This distillate is subjected to separation of the phases, separating the hydrocarbon phase in the settling tank and placing the aqueous phase in the coagulator. Received in the coagulator aqueous phase is particularly suitable for use as wash water n the stage (b). If at stage (g) is the hydrogenolysis received water can be used for washing stage (b), preferably after separation of the hydrocarbon phase by using one of the methods of separation of the phases. If the hydrogenolysis is formed alcylaryl compound, which was used as the source, alcylaryl the compound obtained in stage (g), you can return to the step (a).

At stage (e) of the method, at least part of the hydrocarbon phase containing the hydroperoxide of alkylaryl obtained in stage (d), interacts with the olefin (preferably with propylene in the presence of a catalyst with the formation of hydroxide alkylaryl and oxirane compounds. A good catalyst of this method is titanium on silica and/or silicate. The optimal catalyst described in the publication EP-A-345856. Generally, the reaction proceeds at moderate non-critical; it is only important that the reaction mixture remained liquid or a mixture of vapor and liquid. Atmospheric pressure may be sufficient. In General, the pressure may vary from 1 to 100×105N/m2.

The product obtained in stage (C) or (d), it is better to overtake before using on stage (e). In the distillation removes low molecular weight compounds (e.g., water)that may adversely affect the catalyst.

Oxirane compounds can be separated from the reaction product containing the hydroxide alkylaryl, by any method known to specialists in this field. The liquid product can be divided into fractions by fractional distillation, selective extraction and/or filtration. The solvent, catalyst and unreacted olefin or a hydroperoxide of alkylaryl can be reused.

Hydroxide alkylaryl obtained in this way, you can degidratiruth in the presence of a catalyst with the formation of styrene and water. Ways that you can use at this stage, is described in WO 99/42425 and WO 99/42426. However, in principle, possible to use any suitable method known to specialists in this field.

Further, the present invention is illustrated by the following examples.

Example 1

Through ethylbenzene, placed in the reactor to purge the air. The resulting product contains ethylbenzene hydroperoxide.

To 200 grams of this product add 800 grams of demineralized water and stirred the mixture for 1 hour. The mixture is allowed to settle in for the night and split phase. The organic phase is distilled at 30 mbar and 50-55°C. the resulting product is called "sample, rinsed with water".

Comparative example 1

Another part of the obtained product containing ethylbenzene hydroperoxide, which prigotovlennogo in Example 1, treated with a solution containing 0.5% (by weight) NaOH in water, and stirred at a temperature of 60°C. the Weight ratio of the product containing ethylbenzene hydroperoxide, to a solution containing NaOH and 4.5:1 (by weight). The obtained neutralized reaction mixture is allowed to settle and separating the neutralized hydrocarbon phase containing ethylbenzene hydroperoxide, from the aqueous phase. Then neutralized hydrocarbon phase containing a hydroperoxide, ethyl benzene, washed twice with water. The resulting product is called "neutralized the washed sample.

Comparative example 2

Another portion of the product containing ethylbenzene hydroperoxide obtained in Example 1 is distilled at 30 mbar and 50-55°C. the resulting product is called "nephropathy sample".

Example 2

Each of the samples obtained in Example 1, Comparative example 1 and Comparative example 2 contains 35% cumene ethylbenzene (by weight); the samples tested in the following way. Prepare a solution containing 340 g of 1-octene, 200 g of the solution of ethylbenzene hydroperoxide in ethylbenzene and 400 g of ethylbenzene. The concentration of ethylbenzene hydroperoxide is determined by titration of aliquots of the solution. In a round bottom flask (100 ml)equipped with a refrigerator and a stirrer, was placed 50 ml of the sample solution and 1.00 g of catalyst. The catalyst contains titanium on to the amazeme; he prepared as described in example described in the publication EP-A-345856. The flask was placed in an oil bath (40° (C) and the flask contents are stirred. After 1 hour, determine the concentration of ethylbenzene hydroperoxide titration of aliquots of the reaction mixture. The degree of conversion of ethylbenzene hydroperoxide is calculated as the ratio entered in the reaction of ethylbenzene hydroperoxide to the number entered in the reaction of cumene ethylbenzene using neutralized washed sample. The results are shown in table 1.

Comparative example 3

This experience is carried out in jacketed reactors (1 liter)equipped with a turbine stirrer, a temperature controller and a heating oil bath. The reactor is placed 561,2 g of a solution containing 26,34% (by weight) of ethylbenzene hydroperoxide in ethylbenzene. The solution is heated to 70°C. Upon reaching temperature the extraction add in one step 300 ml of caustic solution. Caustic solution is a solution of 6,8% sodium benzoate and 0.4% sodium hydroxide dissolved in demineralised water (all percent by weight). Before adding to the organic phase caustic solution previously heated to the same temperature in a separate vessel.

After stirring for 15 min the organic phase is separated from and determine the content of ethylbenzene hydroperoxide by iodometric titration. It was found that the content of ethylbenzene hydroperoxide is 25,72% (by weight).

Example 3

In this example, repeat the experiment described in Comparative example 3; they differ only in that the organic phase is mixed with clean water.

After stirring for 15 min the organic phase is separated and determine the content of ethylbenzene hydroperoxide by iodometric titration. It was found that the content of ethylbenzene hydroperoxide is 26,07% (by weight).

1. A method of obtaining a product containing the hydroperoxide of alkylaryl, including

(a) oxidation alcylaryl connection with obtaining the reaction product containing the hydroperoxide of alkylaryl,

(b) processing of water, at least part obtained in stage (a) of the reaction product containing the hydroperoxide of alkylaryl, and the reaction product contains less than 0.05% sodium (by weight)

(c) separating the product obtained in stage (b), in the hydrocarbon phase containing the hydroperoxide of alkylaryl, and the aqueous phase, and

(d) optionally, repeating steps (b) and (C) one or more times.

2. The method according to claim 1, characterized in that the stage (a) the reaction product containing the hydroperoxide of alkylaryl, is subjected to distillation under reduced pressure to remove low molecular weight connecting the front direction of the reaction product, containing the hydroperoxide of alkylaryl, in stage (b).

3. The method according to claim 1 or 2, characterized in that the product is directed to the step (b)further comprises less than 0.05% of potassium (by weight).

4. The method according to claim 1 or 2, characterized in that stage (b) and (C) of the method are performed using extraction columns.

5. The method according to claim 1 or 2, characterized in that it further includes a distillation of the reaction product obtained in stage (C) or (d).

6. The way hydroxide alkylaryl, which includes obtaining cumene alkylaryl using the method according to claim 1, and then further

(e) processing at least part of the hydrocarbon phase containing the hydroperoxide of alkylaryl obtained in stage (C) or (d), the olefin and the catalyst receiving hydroxide alkylaryl and oxiranes connection, and

(f) separating at least part oxiranes connection from hydroxide alkylaryl.

7. The method according to claim 6, characterized in that the stage (a) the reaction product containing the hydroperoxide of alkylaryl, is subjected to distillation under reduced pressure to remove low molecular weight compounds to the reaction product containing the hydroperoxide of alkylaryl, in stage (b).

8. The method according to claim 6 or 7, characterized in that the product is directed to the step (b), the stage is niteline contains less than 0.05% of potassium (by weight).

9. The method according to claim 6 or 7, characterized in that stage (b) and (C) of the method are performed using extraction columns.

10. The method according to claim 6 or 7, characterized in that it further includes a distillation of the reaction product obtained in stage (C) or (d), and stage (e) of the hydrocarbon phase from which the removed low molecular weight compounds.

11. The method of producing alkynylaryl comprising receiving hydroxide alkylaryl using the method according to claim 6, and then further

(g) dehydrating at least part of the hydroxide alkylaryl obtained at stage (f).



 

Same patents:

FIELD: industrial organic synthesis.

SUBSTANCE: invention relates to production of alkylaryl hydroperoxides useful as starting material in production of propylene oxide and alkenylaryl. Process of invention comprises following stages: oxidation of alkylaryl compound to form reaction product containing alkylaryl hydroperoxide; contacting at least part of reaction product with basic aqueous solution; separation of hydrocarbon phase containing alkylaryl hydroperoxide from aqueous phase; containing at least part of above hydrocarbon phase with aqueous solution containing waste water, said aqueous solution containing less than 0.2% alkali metal and/or salt (determined as ratio of metal component to total amount of solution); and separation of hydrocarbon phase from aqueous phase. By bringing at least part of above hydrocarbon phase containing alkylaryl hydroperoxide into interaction with propylene and catalyst, alkylaryl hydroxide and propylene oxide are obtained. At least part of propylene oxide is then separated from alkylaryl hydroxide. Dehydration of at least part of alkylaryl hydroxide results in formation of alkenylaryl.

EFFECT: reduced amount of contaminating by-products in alkylaryl hydroperoxide preparation stage.

8 cl, 4 ex

FIELD: organic chemistry, chemical technology.

SUBSTANCE: invention relates to a method for interaction of an organic compound with hydroperoxide. Invention describes a continuous method of interaction of organic compound comprising at least one C-C-double bond with hydroperoxide in the presence of a catalyst. Method involves interaction of organic compound at the reaction step (R1) under the range of the own pressure below 100 bars, temperature in the range 0-120°C and in the molar ratio of reacting organic compound to hydroperoxide in the range 0.7-20 with hydroperoxide in the presence of a zeolite-containing catalyst to yield at least one flow of the product (P1). Then at least one flow of the product (P1) is fed to intermediate treatment (Z1) wherein (Z1) forms at least one the hydroperoxide-containing product flow (PZ1) and wherein the intermediate treatment represents distillation separation of hydroperoxide from at least one the product flow (P1) or addition of a base to at least one the product flow (P1) and at least one the product flow is fed to at least in the reaction step (R2) wherein under pressure in the own pressure up to 100 bars, temperature in the range 0-120°C and in the molar ratio of the reacting organic compound to hydroperoxide in the range 0.7-20 hydroperoxide is subjected for interaction with an organic compound in the presence of a zeolite-containing catalyst to yield at least one the product flow (P2) wherein at least one of reaction steps (R1) and (R2) the method involves using the reactors system comprising at least two reactors joined in parallel. Also, invention describes a device for carrying out the interaction of an organic compound with hydroperoxide.

EFFECT: improved method for interaction.

9 cl

FIELD: organic chemistry, chemical technology.

SUBSTANCE: invention proposes a method for synthesis of oxirane compounds comprising the following steps: (i) oxidation of alkylaryl wherein alkyl substitute comprises from 2 to 10 carbon atoms to yield alkylaryl hydroperoxide; (ii) contacting at least part of alkylaryl hydroperoxide prepared at the step (i) with olefin at the temperature range 0-200°C and under pressure in the range 1-100 x 105 H/m2 in the presence of a catalyst comprising titanium on silicon dioxide and/or silicate to yield oxirane compound and alkylaryl hydroxyl; (iii) optional interaction of at least part of alkylaryl hydroperoxide prepared at the step (i) to yield phenol and ketone; (iv) separation of oxirane compound from the reaction product from the step (ii0, and (v) contacting at least part of the reaction product no containing oxirane with hydrogen at temperature 100-330°C and under pressure 0.1-50 x 105 H/m2 in the presence of the hydrogenation catalyst to yield alkylaryl and at least part of the latter is re-circulated to the step (i) wherein the hydrogenation catalyst represents catalyst comprising copper compound, zinc compound and at least one compound chosen from the group consisting of aluminum, zirconium, magnesium rare-earth metals and their mixtures. Invention provides the possibility for synthesis of oxirane compounds without necessity for simultaneous synthesis of other compounds.

EFFECT: improved method of synthesis.

5 cl, 7 ex

FIELD: organic chemistry, chemical technology.

SUBSTANCE: invention proposes a method for synthesis of oxirane compounds comprising the following steps: (i) oxidation of alkylaryl to yield alkylaryl hydroperoxide; (ii) contacting at least lesser part of alkylaryl hydroperoxide prepared at the step (i) with olefin in the presence of catalyst to yield oxirane compound and alkylaryl hydroxyl; (iii) separation of oxirane compound from the reaction product from the step (ii), and (iv) contacting at least part of the reaction product no containing oxirane compound with hydrogen to yield alkylaryl and at least of part of the latter is re-circulated to the step (i) and wherein alkylaryl means an alkylaryl compound representing di-(isopropyl)-benzene. Invention provides the possibility for preparing oxirane compound without the necessity for preparing other compounds and reducing the amount of the parent alkylaryl.

EFFECT: improved method of synthesis.

3 cl

FIELD: organic chemistry, chemical technology.

SUBSTANCE: invention relates to a method for synthesis of compounds of oxirane, phenol and ketones and/or aldehydes. Proposed method involves the following steps: (i) oxidation of alkylaryl wherein alkyl substitute comprises from 2 to 10 carbon atoms to yield alkylaryl hydroperoxide; (ii) contacting at least part of alkylaryl hydroperoxide prepared at the step (i) with olefin in the presence of catalyst to yield oxirane compound and alkylaryl hydroxyl; (iii) reaction of at least part of alkylaryl hydroperoxide prepared at the step (i) to yield phenol and ketone and/or aldehyde; (iv) separation of oxirane compound from the reaction product from the step (ii), and (v) contacting at least part of the reaction product no containing oxirane with hydrogen to yield alkylaryl and at least part of the latter is re-circulated to the step (i). Invention provides the development of the combined method for synthesis of oxirane, phenol, ketones and/or aldehydes that allows reducing the amount of by-side products due to their conversion to useful compounds.

EFFECT: improved method of synthesis.

8 cl

FIELD: organic chemistry, chemical technology.

SUBSTANCE: invention proposes a method for synthesis of organic hydroperoxide comprising the reduced amount of impurities. Method involves the following steps: (a) oxidation of organic compound to yield the reaction product comprising organic hydroperoxide; (b) contacting at least part of the reaction product comprising organic hydroperoxide with the basic aqueous solution; (c) separation of hydrocarbon phase containing organic hydroperoxide from an aqueous phase; (d) washing out at least part of the separated hydrocarbon phase containing organic hydroperoxide, and (e) contacting at least part of hydrocarbon phase containing organic hydroperoxide with a protective layer comprising a solid adsorbent wherein a solid adsorbent shows porosity 50-98% by volume. Except for, invention proposes a method for preparing oxirane compound from hydrocarbon phase obtained at the step (e) by the method described above and containing alkylaryl hydroperoxide. The presence of the protective layer reduces the pressure increment in the catalyst layer that is caused by the declined content of impurities in the raw comprising alkylaryl hydroperoxide.

EFFECT: improved preparing method.

7 cl, 2 ex

FIELD: industrial organic synthesis.

SUBSTANCE: molybdenum is recovered from catalytic olefin epoxidation products using organic hydroperoxides. Method comprises treating heavy epoxidate fraction with alkali solution, treating resultant spent alkali stream with extractant, and subsequent precipitation of molybdenum trisulfide using sulfur-alkali effluents formed in production of olefins by pyrolysis of hydrocarbon feedstock.

EFFECT: increased molybdenum recovery degree and simplified operation.

11 ex

FIELD: organic chemistry, chemical technology.

SUBSTANCE: invention proposes method for epoxydation of olefins with ethyl benzene hydroperoxide in the presence of molybdenum-containing catalyst and nitrogen-containing compound. Derivatives of quinolines or Mannich base or their mixtures are used as nitrogen-containing compound and the mole ratio molybdenum : nitrogen-containing compound is maintained = 1:(0.05-0.4). Invention provides enhancing conversion and selectivity of the epoxydation process of olefins with organic hydroperoxides.

EFFECT: improved method for epoxydation.

3 cl, 15 ex

The invention relates to a method of producing accelerated, and more particularly to a method of producing accelerated of the alkene, which used the epoxidation reactors operate in such a way that the service life of the catalyst in the epoxidation increases significantly
The invention relates to the field of petrochemicals

FIELD: industrial organic synthesis.

SUBSTANCE: invention relates to production of alkylaryl hydroperoxides useful as starting material in production of propylene oxide and alkenylaryl. Process of invention comprises following stages: oxidation of alkylaryl compound to form reaction product containing alkylaryl hydroperoxide; contacting at least part of reaction product with basic aqueous solution; separation of hydrocarbon phase containing alkylaryl hydroperoxide from aqueous phase; containing at least part of above hydrocarbon phase with aqueous solution containing waste water, said aqueous solution containing less than 0.2% alkali metal and/or salt (determined as ratio of metal component to total amount of solution); and separation of hydrocarbon phase from aqueous phase. By bringing at least part of above hydrocarbon phase containing alkylaryl hydroperoxide into interaction with propylene and catalyst, alkylaryl hydroxide and propylene oxide are obtained. At least part of propylene oxide is then separated from alkylaryl hydroxide. Dehydration of at least part of alkylaryl hydroxide results in formation of alkenylaryl.

EFFECT: reduced amount of contaminating by-products in alkylaryl hydroperoxide preparation stage.

8 cl, 4 ex

FIELD: organic chemistry, chemical technology.

SUBSTANCE: invention proposes a method for synthesis of organic hydroperoxide comprising the reduced amount of impurities. Method involves the following steps: (a) oxidation of organic compound to yield the reaction product comprising organic hydroperoxide; (b) contacting at least part of the reaction product comprising organic hydroperoxide with the basic aqueous solution; (c) separation of hydrocarbon phase containing organic hydroperoxide from an aqueous phase; (d) washing out at least part of the separated hydrocarbon phase containing organic hydroperoxide, and (e) contacting at least part of hydrocarbon phase containing organic hydroperoxide with a protective layer comprising a solid adsorbent wherein a solid adsorbent shows porosity 50-98% by volume. Except for, invention proposes a method for preparing oxirane compound from hydrocarbon phase obtained at the step (e) by the method described above and containing alkylaryl hydroperoxide. The presence of the protective layer reduces the pressure increment in the catalyst layer that is caused by the declined content of impurities in the raw comprising alkylaryl hydroperoxide.

EFFECT: improved preparing method.

7 cl, 2 ex

The invention relates to organic chemistry, namely the synthesis of the perforated deciphered specifically PERFLUORO-2-methyl-3-oxohexanoate used as an initiator radical copolymerization of fluorinated olefins

The invention relates to an improved method of decomposition of the hydroperoxide with the formation of a mixture containing the corresponding alcohol and ketone, comprising the stage of: a) adding water in the amount of 0.5-20% in the mixture containing the hydroperoxide; (b) the deletion of specified volume of water in such a way that together with water removes water-soluble impurities; C) removing the remaining water in such a way that the reaction mixture is not more than 2% of water; and (d) decomposition of the specified hydroperoxide by contacting the reaction mixture with a catalytic amount of a heterogeneous catalyst containing gold, supported on a carrier

The invention relates to a method of producing hydroperoxide tert-alkanes liquid-phase oxidation of hydrocarbons oxygen-containing gas

The invention relates to a technology for benzoyl peroxide interaction of benzoyl chloride with hydrogen peroxide in aqueous-alkaline medium under stirring and cooling

The invention relates to organic chemistry, namely the synthesis of perfluorinated diarilpirimido (WCT) - initiated radical copolymerization of farolatino

FIELD: organic chemistry, chemical technology.

SUBSTANCE: invention proposes a method for synthesis of organic hydroperoxide comprising the reduced amount of impurities. Method involves the following steps: (a) oxidation of organic compound to yield the reaction product comprising organic hydroperoxide; (b) contacting at least part of the reaction product comprising organic hydroperoxide with the basic aqueous solution; (c) separation of hydrocarbon phase containing organic hydroperoxide from an aqueous phase; (d) washing out at least part of the separated hydrocarbon phase containing organic hydroperoxide, and (e) contacting at least part of hydrocarbon phase containing organic hydroperoxide with a protective layer comprising a solid adsorbent wherein a solid adsorbent shows porosity 50-98% by volume. Except for, invention proposes a method for preparing oxirane compound from hydrocarbon phase obtained at the step (e) by the method described above and containing alkylaryl hydroperoxide. The presence of the protective layer reduces the pressure increment in the catalyst layer that is caused by the declined content of impurities in the raw comprising alkylaryl hydroperoxide.

EFFECT: improved preparing method.

7 cl, 2 ex

Up!