WO2012065365A1 - 异丙苯的生产方法 - Google Patents
异丙苯的生产方法 Download PDFInfo
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- WO2012065365A1 WO2012065365A1 PCT/CN2011/001911 CN2011001911W WO2012065365A1 WO 2012065365 A1 WO2012065365 A1 WO 2012065365A1 CN 2011001911 W CN2011001911 W CN 2011001911W WO 2012065365 A1 WO2012065365 A1 WO 2012065365A1
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- cumene
- transalkylation
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- benzene
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- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C6/00—Preparation of hydrocarbons from hydrocarbons containing a different number of carbon atoms by redistribution reactions
- C07C6/02—Metathesis reactions at an unsaturated carbon-to-carbon bond
- C07C6/04—Metathesis reactions at an unsaturated carbon-to-carbon bond at a carbon-to-carbon double bond
- C07C6/06—Metathesis reactions at an unsaturated carbon-to-carbon bond at a carbon-to-carbon double bond at a cyclic carbon-to-carbon double bond
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- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C6/00—Preparation of hydrocarbons from hydrocarbons containing a different number of carbon atoms by redistribution reactions
- C07C6/08—Preparation of hydrocarbons from hydrocarbons containing a different number of carbon atoms by redistribution reactions by conversion at a saturated carbon-to-carbon bond
- C07C6/12—Preparation of hydrocarbons from hydrocarbons containing a different number of carbon atoms by redistribution reactions by conversion at a saturated carbon-to-carbon bond of exclusively hydrocarbons containing a six-membered aromatic ring
- C07C6/126—Preparation of hydrocarbons from hydrocarbons containing a different number of carbon atoms by redistribution reactions by conversion at a saturated carbon-to-carbon bond of exclusively hydrocarbons containing a six-membered aromatic ring of more than one hydrocarbon
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C15/00—Cyclic hydrocarbons containing only six-membered aromatic rings as cyclic parts
- C07C15/02—Monocyclic hydrocarbons
- C07C15/085—Isopropylbenzene
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- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C4/00—Preparation of hydrocarbons from hydrocarbons containing a larger number of carbon atoms
- C07C4/08—Preparation of hydrocarbons from hydrocarbons containing a larger number of carbon atoms by splitting-off an aliphatic or cycloaliphatic part from the molecule
- C07C4/12—Preparation of hydrocarbons from hydrocarbons containing a larger number of carbon atoms by splitting-off an aliphatic or cycloaliphatic part from the molecule from hydrocarbons containing a six-membered aromatic ring, e.g. propyltoluene to vinyltoluene
- C07C4/14—Preparation of hydrocarbons from hydrocarbons containing a larger number of carbon atoms by splitting-off an aliphatic or cycloaliphatic part from the molecule from hydrocarbons containing a six-membered aromatic ring, e.g. propyltoluene to vinyltoluene splitting taking place at an aromatic-aliphatic bond
- C07C4/18—Catalytic processes
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- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C2529/00—Catalysts comprising molecular sieves
- C07C2529/04—Catalysts comprising molecular sieves having base-exchange properties, e.g. crystalline zeolites, pillared clays
- C07C2529/06—Crystalline aluminosilicate zeolites; Isomorphous compounds thereof
- C07C2529/08—Crystalline aluminosilicate zeolites; Isomorphous compounds thereof of the faujasite type, e.g. type X or Y
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C2529/00—Catalysts comprising molecular sieves
- C07C2529/04—Catalysts comprising molecular sieves having base-exchange properties, e.g. crystalline zeolites, pillared clays
- C07C2529/06—Crystalline aluminosilicate zeolites; Isomorphous compounds thereof
- C07C2529/70—Crystalline aluminosilicate zeolites; Isomorphous compounds thereof of types characterised by their specific structure not provided for in groups C07C2529/08 - C07C2529/65
Definitions
- the present invention relates to a process for producing cumene from benzene and propylene. Background technique
- Cumene is an important organic chemical raw material and is the main intermediate compound for the production of phenol, acetone and fluorenyl styrene.
- cumene is prepared by alkylation of propylene and benzene, and its by-product is mainly polyisopropylbenzene.
- UOP announced the preparation of cumene by the reaction of propylene and benzene in the presence of an acidic catalyst (SPA method) (USP2382318).
- SPA method acidic catalyst
- USP2382318 an acidic catalyst
- the SPA process uses solid phosphoric acid as the alkylation catalyst. Since the solid phosphoric acid cannot catalyze the transalkylation reaction, there is no transalkylation moiety in the process.
- the SPA method can only be operated at a high benzene molar ratio (5 to 7), and its isopropyl yield is only about 95%.
- Monsanto developed a cumene production process using A1C1 3 as an alkylation catalyst and industrial applications. Since A1C1 3 also cannot catalyze the transalkylation reaction, the production of cumene by the A1C1 3 method is still low in the yield of cumene, and there are also serious pollution problems and device corrosion problems.
- the transalkylation of benzene with polycumene the molar ratio of benzene to polycumene, the space velocity of the feedstock, and the composition of the polyisopropylbenzene feedstock can significantly affect the conversion of polyisopropylbenzene and the positive
- the amount of benzene formed, the transalkylation of polyisopropylbenzene tends to produce more impurities, n-propylbenzene, which can seriously reduce the quality of the product cumene. Therefore, through process optimization, increasing the conversion rate of polyisopropylbenzene and reducing the n-propylbenzene formed by transalkylation are of great significance for improving production efficiency and improving product quality.
- the technical problem to be solved by the present invention is the problem that the content of n-propylbenzene in the transalkylation product existing in the prior art is high, and a new method for producing cumene is provided. This method greatly reduces the content of n-propylbenzene and improves product quality.
- a method for producing cumene includes the following steps:
- Step b) can be performed, for example, as follows:
- the first benzene stream and the lighter component stream enter the first transalkylation reaction zone from the top, undergo a transalkylation reaction with the catalyst, and obtain a first cumene-containing material at the bottom;
- the second benzene The stream of the stream and the heavier component enters the second transalkylation reaction zone from the top, undergoes a transalkylation reaction in contact with the catalyst, and obtains a second cumene-containing stream at the bottom of the second transalkylation reaction zone;
- the first cumene-containing stream and the second cumene-containing stream are separately subjected to a subsequent refining process to obtain a product of cumene; or
- the first benzene stream and the lighter component stream enter the first transalkylation reaction zone from the top, undergo a transalkylation reaction with the catalyst, and obtain a first cumene-containing stream at the bottom;
- the propylbenzene stream and the heavier component stream are passed from the top to the second transalkylation reaction zone, contacted with the catalyst for transalkylation, and the second cumene is obtained at the bottom of the second transalkylation reaction zone.
- the second cumene-containing stream enters a subsequent refining process to obtain a product of cumene.
- first and second as used in the description of the above methods are merely for convenience of description and understanding, so as to distinguish between different objects, not for their time and / or The spatial order is subject to any specific restrictions.
- the weight ratio of the first benzene stream to the lighter component stream is preferably in the range of 0.3 to 5, more preferably in the range of 0.7 to 3; the second benzene stream and the component are heavier
- the weight ratio of the stream is preferably in the range of 0.3 to 5, more preferably in the range of 0.7 to 3.
- the weight ratio of the first benzene stream to the lighter component stream is preferably in the range of 0.3 to 5, more preferably in the range of 0.7 to 3; the first cumene-containing stream and the heavier component stream Weight ratio Preferably, the range is from 0.3 to 5, more preferably from 0.7 to 3; the weight ratio of the first benzene stream to the stream containing the polysubstituted cumene is from 0.3 to 5.
- the dicumyl content is preferably in the range of from 96 to 100% by weight.
- the triisopropylbenzene content preferably ranges from 1 to 50% by weight.
- the first transalkylation reaction zone and the second transalkylation reaction zone may both be fixed bed reactors, wherein the loaded catalyst is selected from the group consisting of Y zeolite, Beta zeolite, mordenite, SHY-1, SHY-2. Or a mesoporous material molecular sieve, such as MCM-22 as described in US Pat. No. 4,954, 325, wherein SHY-1 can be prepared according to the method disclosed in CN200410066636.2, and SHY-2 can be prepared according to the method disclosed in CN200610029979.0.
- the loaded catalyst is selected from the group consisting of Y zeolite, Beta zeolite, mordenite, SHY-1, SHY-2.
- a mesoporous material molecular sieve such as MCM-22 as described in US Pat. No. 4,954, 325, wherein SHY-1 can be prepared according to the method disclosed in CN200410066636.2, and SHY-2 can be prepared according to the method disclosed in CN2006100
- the reaction conditions of the first transalkylation reaction zone can be, for example, a reaction temperature of 130 to 190 ° C, a reaction pressure of 1.0 to 3.0 MPa, a liquid phase space velocity of 0.5 to 10 hours, and a second transalkylation reaction zone.
- the reaction conditions may be, for example, a reaction temperature of 150 to 210 ° C, a reaction pressure of 1.0 to 3.0 MPa, and a liquid phase space velocity of 0.5 to 10 hours.
- the operation conditions of the human substituted isopropylbenzene column may be, for example, an operating pressure of -300 to 0 kPa. top temperature of 120 ⁇ 160 ° C, column bottom temperature of 190-250 ° C 0
- the pressure refers to gauge pressure.
- the polysubstituted isopropyl-containing stream refers to a product stream after alkylation of benzene and propylene in a hydrocarbonation reactor, including benzene, cumene, diisopropylbenzene, triisopropylbenzene, and n-propyl benzene.
- the polysubstituted cumene means dicumyl and triisopropylbenzene, typically 90 to 100% by weight of the alkylation product stream.
- the raw material benzene may be fresh benzene, recycled benzene in a subsequent stage or a mixture thereof.
- the method of the invention divides the polysubstituted cumene into two streams with lighter and heavier components through proper rectification and cutting, and controls the content of diisopropylbenzene in the lighter stream to be at least 95% by weight.
- the heavier component stream has a triisopropylbenzene content of at least greater than 0.5% by weight.
- the two streams were subjected to a transalkylation reaction, which greatly reduced the content of n-propylbenzene.
- the content of n-propylbenzene in isopropylbenzene was only 320 ppm, which improved the product quality and achieved good technical results.
- FIG. 1 is a schematic diagram of a prior art process flow.
- first transalkylation reaction zone and the second transalkylation reaction zone are separate, two parallel fixed bed reactors.
- first transalkylation reaction zone and the second transalkylation reaction zone are separate, two fixed bed reactors in series.
- the first transalkylation reaction zone and the second transalkylation reaction zone are contained within a fixed bed reactor.
- Fig. 1 is the first transalkylation reaction zone
- 2 is the second transalkylation reaction zone
- 3 is a polysubstituted pyridine column
- 4 is a first transalkylation reaction.
- Zone catalyst bed 5 is the second transalkylation reaction zone catalyst bed
- 6 is the feedstock containing polysubstituted cumene as the raw material
- 7 is the first benzene stream as the raw material
- 8 is the second as the raw material a benzene stream
- 9 is a first cumene-containing stream discharged as a first transalkylation reaction zone
- 10 is a second cumene-containing stream discharged as a second transalkylation reaction zone
- 1 1 For the tar-containing heavy component stream which is discharged as a polysubstituted pyridine column, 12 is a heavier stream as a component of the multi-substituted isopropyl stump, and 13 is a polysubstituted pyridine benzene tower.
- the lighter stream of the top discharge component, 20 is a cumene-containing stream discharged from the prior art as a transalkylation reaction zone, and 23 is a multi-substituted isopropylbenzene tower of the prior art. Material logistics. detailed description
- FIG. 1 A prior art production process is illustrated in Figure 1, in which a stream 6 containing a polysubstituted cumene enters a polysubstituted pyridine column 3, and after rectification separation, a multi-substituted isopropylbenzene column overhead stream is obtained at the top of the column. 14.
- the column kettle is subjected to a tar-containing heavy component stream 11 which is passed to a subsequent process.
- the benzene stream 8 and the polysubstituted pyridine benzene overhead stream 14 are fed from the top to the transalkylation reaction zone, contacted with a catalyst for transalkylation, and bottom to provide a cumene containing stream 20 .
- a method for producing cumene comprising the following steps:
- Stream 6 containing polysubstituted cumene enters the polysubstituted pyridine benzene column 3, after rectification separation, the top of the column obtains a lighter stream 13 of the composition, and the middle part of the column obtains a heavier component 12, the column kettle Obtaining a tar-containing heavy component stream 1 1 , the tar-containing heavy component stream 11 enters a subsequent process; in the lighter component stream 13 , the diisopropylbenzene content is at least greater than 95% by weight; the heavier component stream 12 , the content of triisopropylbenzene is at least greater than 0.5% by weight, as shown in Figures 2, 3 and 4;
- the first benzene stream 7 and the lighter component stream 13 enter the first transalkylation reaction zone 1 from the top, undergo a transalkylation reaction with the catalyst, and obtain the first cumene-containing benzene at the bottom.
- Stream 9; the second benzene stream 8 and the heavier component stream 12 enter the second transalkylation reaction zone 2 from the top, undergo a transalkylation reaction with the catalyst, and a second cumene-containing stream 10 is obtained at the bottom.
- the first cumene-containing stream 9 and the second cumene-containing stream 10 are respectively subjected to a subsequent purification process to obtain a product of cumene, for example, as shown in FIG.
- the first benzene stream And the lighter stream 13 of the component enters the first transalkylation reaction zone 1 from the top, undergoes a transalkylation reaction in contact with the catalyst, and obtains a first cumene-containing stream 9 at the bottom; the first cumene-containing benzene
- the stream 9 and the heavier stream 12 are from the top to the second transalkylation reaction zone 2, in contact with the catalyst for transalkylation, and the bottom to obtain a second cumene-containing stream 10;
- the cumene-containing stream 10 is passed to a subsequent refining process to provide the product cumene, as shown, for example, in Figures 3 and 4.
- stream 6 containing polysubstituted cumene enters the polysubstituted pyridine benzene column 3, and after rectification separation, the top of the column is obtained as a lighter fraction 13 and the middle portion of the column is heavier.
- Stream 12 the column kettle is subjected to a tar-containing heavy component stream 1 1 and the stream 11 is passed to a subsequent process.
- the first benzene stream 7 and the lighter fraction stream 13 enter the first transalkylation reaction zone 1 from the top, undergo a transalkylation reaction in contact with the catalyst, and a first cumene-containing stream 9 is obtained at the bottom.
- the second benzene stream 8 and the heavier component stream 12 enter the second transalkylation reaction zone 2 from the top, undergo a transalkylation reaction in contact with the catalyst, and a second cumene-containing stream 10 is obtained at the bottom.
- the first cumene-containing stream 9 and the second cumene-containing stream 10 are passed to a subsequent purification process to obtain the product cumene.
- the feed stream 6 containing polysubstituted cumene enters the polysubstituted pyridine line 3, and after rectification separation, the top of the column obtains a lighter fraction 13 and the middle portion of the column is heavier.
- the logistics 12, the tower kettle obtains the tar-containing heavy component stream 1 1, and the stream 1 1 enters the subsequent process.
- the feed benzene stream 7 and the lighter component stream 13 are passed from the top to the first transalkylation reaction zone and contacted with a catalyst for a transalkylation reaction to provide a first cumene-containing stream 9.
- the first cumene-containing stream 9 and the heavier component stream 12 enter the second transalkylation reaction zone from the top, undergo a transalkylation reaction with the catalyst, and a second cumene-containing stream is obtained at the bottom of the reaction. 10.
- the stream 10 enters a subsequent refining process to obtain a product of cumene.
- two separate columns may be employed as the first transalkylation reaction zone 1 and the second transalkylation reaction zone 2, respectively, as shown in FIG.
- the step b2) can be carried out using a separate column, i.e., using a separate column to contain the first transalkylation reaction zone 1 and the second Both of the transalkylation reaction zones 2 are shown in FIG.
- the method of the present invention separates the polysubstituted cumene into two streams which are lighter and heavier by appropriate fine cleavage, and the content of diisopropylbenzene in the stream 13 which is lighter in the control component is at least more than 95% by weight.
- the trichlorobenzene content of stream 12 which controls the heavier component is at least greater than 0.5% by weight.
- the distribution of the components in the multi-substituted cumene column 3 is monitored such that the position of the heavier stream 12 of the component in the middle of the column is removed to ensure that the component is lighter in the stream 13 of diisopropyl
- the triphenylbenzene content of stream 12 having a benzene content of at least greater than 95% by weight and/or a heavier component is at least greater than 0.5% by weight.
- the first transalkylation reactor was loaded with a molding catalyst of 20 g of Beta zeolite
- the second transalkylation reactor was loaded with a molding catalyst of 50 g of MCM-22 zeolite.
- the reaction conditions of the first transalkylation reactor are: reaction temperature 150 ° C, reaction pressure 1.2 MPa, first benzene flow rate (stream 7) 40 g / h, polysubstituted cumene (stream 13), amount of 20 g /hour, the content of diisopropylbenzene in stream 13 is 98%.
- reaction conditions of the second transalkylation reactor are: reaction temperature 180 ° C, reaction pressure 1.5 MPa, second benzene flow rate (stream 8 ) 80 g / h, polysubstituted cumene (stream 12 ) flow rate 80 g / h , the content of triisopropylbenzene in the stream 12 is 10%. Continuous reaction for 5 days.
- the operating conditions of the multi-substituted isopropylbenzene column are: column top temperature 132 °C, column kettle temperature 215 °C:, operating pressure -80 MPa.
- the first transalkylation reactor was loaded with a molding catalyst of 30 g of Beta zeolite
- the second transalkylation reactor was loaded with a molding catalyst of 40 g of MCM-22 zeolite.
- the reaction conditions of the first transalkylation reactor are: reaction temperature 143 ° C, reaction pressure 1.2 MPa, first benzene flow rate (stream 7) 60 g / hr, polysubstituted cumene (stream 13) amount of 20 g /hour, the content of diisopropylbenzene in stream 13 is 99%.
- reaction conditions of the second transalkylation reactor are: reaction temperature 175 ° C, reaction pressure 1.5 MPa, second benzene flow rate (stream 8 ) 60 g / h, polysubstituted cumene (stream 12 ) flow rate 40 g / h , Logistics 12 The content of triisopropylbenzene is 8%. Continuous reaction for 5 days.
- the operating conditions of the multi-substituted isopropylbenzene column are: the temperature at the top of the column is 128 ° C, the temperature in the column is 209 ° C, and the operating pressure is -135 MPa.
- the first transalkylation reactor was loaded with a molding catalyst of 50 g of Beta zeolite
- the second transalkylation reactor was loaded with a molding catalyst of 40 g of SHY-1 zeolite.
- the reaction conditions of the first transalkylation reactor are: reaction temperature 150 ° C, reaction pressure 1.2 MPa, first benzene flow rate (stream 7) 100 g / h, polysubstituted cumene (stream 13), amount of 60 g /hour, the content of diisopropylbenzene in stream 13 is 98%.
- reaction conditions of the second transalkylation reactor are: reaction temperature 180 ° C, reaction pressure 1.5 MPa, second benzene flow rate (stream 8) 80 g / hr, polysubstituted cumene (stream 12) flow rate 80 g / h , the content of triisopropylbenzene in the stream 12 is 5%. Continuous reaction for 5 days.
- the operating conditions of the multi-substituted isopropylbenzene column are: the temperature at the top of the column is 132 ° C, the temperature in the column is 213 ° C, and the operating pressure is -95 MPa.
- the first transalkylation reactor was loaded with a molding catalyst of 50 g of Beta zeolite, and the second transalkylation reactor was loaded with 50 g of a shaped catalyst of SHY-1.
- the first alkyl reactor reaction conditions are: reaction temperature 145 ° C, reaction pressure 1.3 MPa, first benzene flow (stream 7) 120 g / h, polysubstituted cumene (stream 13) amount of 90 g / Hours, the content of diisopropylbenzene in stream 13 is 99%.
- reaction conditions of the second transalkylation reactor are: reaction temperature 178 ° C, reaction pressure 1.5 MPa, second benzene flow rate (stream 8) 120 g / hr, polysubstituted cumene (stream 12) flow rate 100 g / hour , the content of triisopropylbenzene in the stream 12 is 12%. Continuous reaction for 5 days.
- the operating conditions of the multi-substituted isopropylbenzene column are: column top temperature 125 ° C, column kettle temperature 215 ° C, operating pressure -80 MPa.
- the first transalkylation reaction zone and the second transalkylation reaction zone are separate, two fixed bed reactors in series.
- the first transalkylation reaction zone was loaded with a molding catalyst of 15 g of Beta zeolite
- the second transalkylation reaction zone was loaded with a molding catalyst of 60 g of SHY-1 zeolite.
- the reaction conditions of the first transalkylation reaction zone are: reaction temperature 150 ° C, benzene flow rate (stream 6) 1 10 g / h, polysubstituted cumene (stream 8) access 20 g / h, stream 8 2
- the cumene content is 99%.
- reaction conditions of the second transalkylation reaction zone are: reaction temperature 178 ° C, outlet pressure of the second reaction zone 1.5 MPa, flow 9 flow rate 90 g / hr, and urethane content of the stream 9 6%. Continuous reaction for 5 days.
- the operating conditions of the multi-substituted isopropylbenzene column are: column top temperature 134 ° C, column kettle temperature 215 ° C, operating pressure -80 MPa.
- the first transalkylation reaction zone and the second transalkylation reaction zone are separate, two fixed bed reactors in series.
- the first transalkylation reaction zone was loaded with a molding catalyst of 50 g of Beta zeolite
- the second transalkylation reaction zone was loaded with a molding catalyst of 30 g of SHY-2 zeolite.
- the reaction conditions of the first transalkylation reaction zone are: reaction temperature 148 ° C, benzene flow rate (stream 6 ) 100 g / hr, polysubstituted cumene (stream 8 ) feed amount 50 g / h, stream 8 dichotomous
- the propylbenzene content is 99%.
- reaction conditions of the second transalkylation reaction zone are: reaction temperature 185 ° C, outlet pressure of the second reaction zone 1.5 MPa, polysubstituted cumene (stream 9) flow rate 25 g / h, stream 9 triisopropylbenzene content 8 %. Continuous reaction for 5 days.
- the operating conditions of the multi-substituted isopropylbenzene column are: top temperature 129 ° C, column temperature 210 ° C, operating pressure -120 MPa.
- the first transalkylation reaction zone and the second transalkylation reaction zone It is a separate, two series fixed bed reactor.
- the first transalkylation reaction zone was loaded with 40 g of a shaped catalyst of Beta zeolite, and the second transalkylation reaction zone was loaded with 40 g of a shaped catalyst of MCM-49 zeolite.
- the reaction conditions of the first transalkylation reaction zone are: reaction temperature 151. C, benzene flow (stream 6) 80 g / h, polysubstituted cumene (stream 8) feed 40 g / h, stream 8 dicumyl content 98%.
- reaction conditions of the second transalkylation reaction zone are: reaction temperature 171 ° C, outlet pressure of the second reaction zone 1.5 MPa, polysubstituted cumene (stream 9) flow rate 50 g / h, stream 9 triisopropylbenzene content 5 %. Continuous reaction for 5 days.
- the operating conditions of the multi-substituted isopropylbenzene column are: the temperature at the top of the column is 134 ° C, the temperature in the column is 215 ° C, and the operating pressure is -80 MPa.
- the first transalkylation reaction zone and the second transalkylation reaction zone are contained in a fixed bed reactor.
- the first transalkylation reaction zone was loaded with a shaped catalyst of 60 g of Beta zeolite and the second transalkylation reaction zone was loaded with 20 g of MCM-22 shaped catalyst.
- the reaction conditions of the first alkyl reaction zone are: reaction temperature 145 ° C, benzene flow rate (stream 6) 120 g / h, polysubstituted cumene (stream 8) feed amount 70 g / h, stream 8 diisopropyl
- the benzene content is 99%.
- the reaction conditions of the second transalkylation reaction zone are: reaction temperature 170. C, reactor outlet pressure 1.5MPa, multi-substituted cumene (stream 9) flow rate 20g / hour, the content of triisopropylbenzene in stream 9 is 10%. Continuous reaction for 5 days.
- the operating conditions of the multi-substituted isopropylbenzene column are: column top temperature 125 °C, column kettle temperature 208 °C, operating pressure -150 MPa.
- the polysubstituted pyridine column only draws the stream from the top of the column, and the stream all enters the transalkylation reactor.
- the transalkylation reaction zone is loaded with 50 g of Beta zeolite forming catalyst, reaction temperature 153 ° C, reaction pressure l. l MPa, benzene flow rate 100 g / h, polysubstituted cumene flow rate 80 g / h, multi-substituted isopropyl
- the content of diisopropylbenzene in benzene was 96%, and the reaction was continued for 5 days. Reaction results: The conversion of polyisopropylbenzene was only 35%, and the content of n-propylbenzene in cumene was 560 ppm.
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KR1020137014340A KR101844037B1 (ko) | 2010-11-17 | 2011-11-15 | 큐멘의 제조 방법 |
SG2013038443A SG190832A1 (en) | 2010-11-17 | 2011-11-15 | A process for producing isopropyl benzene |
US13/886,000 US9321705B2 (en) | 2010-11-17 | 2011-11-15 | Process for producing cumene |
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CN201010551962.8 | 2010-11-17 | ||
CN201010551951.X | 2010-11-17 | ||
CN201010551962.8A CN102464564B (zh) | 2010-11-17 | 2010-11-17 | 生产异丙苯的方法 |
CN201010551951XA CN102464563B (zh) | 2010-11-17 | 2010-11-17 | 异丙苯的生产方法 |
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CN1915944A (zh) * | 2005-08-15 | 2007-02-21 | 中国石油化工股份有限公司 | 生产异丙苯的方法 |
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CN100567149C (zh) | 2006-08-11 | 2009-12-09 | 中国石油化工股份有限公司 | 有机硅微孔沸石及其合成方法 |
US9150469B2 (en) * | 2009-05-18 | 2015-10-06 | Uop Llc | Aromatic alkylation process with reduced byproduct formation |
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2011
- 2011-11-15 US US13/886,000 patent/US9321705B2/en active Active
- 2011-11-15 WO PCT/CN2011/001911 patent/WO2012065365A1/zh active Application Filing
- 2011-11-15 KR KR1020137014340A patent/KR101844037B1/ko active IP Right Grant
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CN1058011A (zh) * | 1990-06-08 | 1992-01-22 | Abb鲁姆斯克雷斯特公司 | 在催化剂浆液存在下的烷基转移 |
CN1915944A (zh) * | 2005-08-15 | 2007-02-21 | 中国石油化工股份有限公司 | 生产异丙苯的方法 |
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US20130237730A1 (en) | 2013-09-12 |
KR101844037B1 (ko) | 2018-03-30 |
US9321705B2 (en) | 2016-04-26 |
KR20140001929A (ko) | 2014-01-07 |
SG190832A1 (en) | 2013-07-31 |
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