WO2015178718A1 - 큐멘의 정제 장치 및 정제 방법 - Google Patents
큐멘의 정제 장치 및 정제 방법 Download PDFInfo
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- WO2015178718A1 WO2015178718A1 PCT/KR2015/005146 KR2015005146W WO2015178718A1 WO 2015178718 A1 WO2015178718 A1 WO 2015178718A1 KR 2015005146 W KR2015005146 W KR 2015005146W WO 2015178718 A1 WO2015178718 A1 WO 2015178718A1
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- benzene
- cumene
- discharge line
- distillation column
- stream
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- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C7/00—Purification; Separation; Use of additives
- C07C7/04—Purification; Separation; Use of additives by distillation
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- B—PERFORMING OPERATIONS; TRANSPORTING
- B01—PHYSICAL OR CHEMICAL PROCESSES OR APPARATUS IN GENERAL
- B01D—SEPARATION
- B01D3/00—Distillation or related exchange processes in which liquids are contacted with gaseous media, e.g. stripping
- B01D3/14—Fractional distillation or use of a fractionation or rectification column
- B01D3/141—Fractional distillation or use of a fractionation or rectification column where at least one distillation column contains at least one dividing wall
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- B—PERFORMING OPERATIONS; TRANSPORTING
- B01—PHYSICAL OR CHEMICAL PROCESSES OR APPARATUS IN GENERAL
- B01D—SEPARATION
- B01D3/00—Distillation or related exchange processes in which liquids are contacted with gaseous media, e.g. stripping
- B01D3/14—Fractional distillation or use of a fractionation or rectification column
- B01D3/143—Fractional distillation or use of a fractionation or rectification column by two or more of a fractionation, separation or rectification step
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- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07B—GENERAL METHODS OF ORGANIC CHEMISTRY; APPARATUS THEREFOR
- C07B63/00—Purification; Separation; Stabilisation; Use of additives
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- 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
- C07C2/00—Preparation of hydrocarbons from hydrocarbons containing a smaller number of carbon atoms
- C07C2/54—Preparation of hydrocarbons from hydrocarbons containing a smaller number of carbon atoms by addition of unsaturated hydrocarbons to saturated hydrocarbons or to hydrocarbons containing a six-membered aromatic ring with no unsaturation outside the aromatic ring
- C07C2/64—Addition to a carbon atom of a six-membered aromatic ring
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- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C37/00—Preparation of compounds having hydroxy or O-metal groups bound to a carbon atom of a six-membered aromatic ring
- C07C37/48—Preparation of compounds having hydroxy or O-metal groups bound to a carbon atom of a six-membered aromatic ring by exchange of hydrocarbon groups, which may be substituted, from the same of other compounds, e.g. transalkylation
Definitions
- the present application relates to a purification apparatus and a purification method of cumene.
- the present application relates to a purification apparatus and a purification method of cumene that can increase energy efficiency in the purification process.
- Cumene is isopropylbenzene (C 6 H 5 CH (CH 3 ) 2 ), which is used as an important intermediate material in various chemical and polymer industries. At present, most of the cumene (isopropylbenzene) produced is used for the production of phenol and acetone.
- cumene is prepared by reacting benzene with propylene in liquid or gaseous conditions in the presence of a catalyst.
- Korean Unexamined Patent Publication No. 10-2011-0082160 and Korean Unexamined Patent Publication No. 10-2013-0008595 disclose technology related to the production of cumene.
- the cumene manufacturing apparatus includes an alkylation reaction unit and a transalkylation reaction unit.
- benzene and propylene react to produce cumene (isopropylbenzene), and cumene and propylene react as by-products such as diisopropylbenzene (DIPB; diisopropylbenzene) and triisopropylbenzene (TIPB; triisopropylbenzene).
- DIPB diisopropylbenzene
- TIPB triisopropylbenzene
- Polyisopropylbenzene (PIPB; polyisopropylbenzene) is produced.
- a competitive reaction in the preparation of cumene is a polyalkylation reaction. That is, it is a side reaction which produces
- the transalkylation reaction section is used to react polyalkylated benzene, ie, polyisopropylbenzene (PIPB) produced by the side reaction with benzene, to produce additional cumene.
- polyalkylated benzene ie, polyisopropylbenzene (PIPB) produced by the side reaction with benzene, to produce additional cumene.
- PIPB polyisopropylbenzene
- cumene also produces other light products such as C3 (propylene, propane, etc.) and heavies that are heavier than polyisopropylbenzene (PIPB).
- PIPB polyisopropylbenzene
- unreacted benzene and water exist together. Therefore, in the alkylation reaction unit and the transalkylation reaction unit, in addition to the desired cumene (isopropylbenzene), hard materials such as C3 (propylene, propane, etc.), polyisopropylbenzene (PIPB), unreacted benzene, Water and other heavy substances are released. They are removed or recycled through the purification process for high purity cumene.
- FIG. 1 is a block diagram showing a cumene purification apparatus according to the prior art. Referring to FIG. 1, the purification process of cumene according to the prior art will be described as follows.
- the cumene purification apparatus is installed in association with the alkylation reaction unit and the transalkylation reaction unit, and includes three distillation columns as a first distillation column, a second distillation column, and a third distillation column.
- the first distillation column is a benzene column (1) for recovering benzene from the stream of the alkylation reaction section and the transalkylation reaction section.
- an inlet line (1b, In-put Line) for introducing the stream discharged from the alkylation reaction unit, and an inlet line for introducing the stream discharged from the transalkylation reaction unit at the front end of the benzene column (1) 1c) is connected.
- a benzene inlet line 1a through which fresh benzene flows is connected to the front end of the benzene column 1.
- the upper part of the benzene column 1 emits light and water such as C3 through a light out-put line 1d, and the cumene stream discharge line 1e, Cumene streams are discharged through the Cumene Stream Out-put Line.
- benzene is discharged through the Benzene Recycle Line (1f), and the discharged benzene is recycled.
- the second distillation column is a cumene column (2) for recovering cumene from the cumene stream withdrawn from the bottom of the benzene column (1).
- PIPB polyisopropylbenzene
- the third distillation column is a polyisopropylbenzene (PIPB) column (3) in which the polyisopropylbenzene (PIPB) stream withdrawn from the bottom of the cumene column (2) is introduced and recycled.
- PIPB polyisopropylbenzene
- the polyisopropyl benzene (PIPB) such as diisopropyl benzene (DIPB) is discharged from the upper portion of the polyisopropyl benzene (PIPB) column 3 through the polyisopropyl benzene (PIPB) discharge line (3a) Recycled.
- PIPB polyisopropyl benzene
- DIPB diisopropyl benzene
- PIPB polyisopropyl benzene
- each column (1) (2) (3) is supplied with a heat source for the separation of the components through the difference in boiling point, which is consumed most of the energy.
- reference numeral C denotes a condenser
- reference numeral B denotes a heat exchanger (or reboiler) for supplying heat.
- each column (1) (2) (3) is supplied with a heat source for the separation of the components, in particular, there is a problem that a lot of thermal energy is consumed in this separation process.
- the purification apparatus and purification method of cumene according to the present application can reduce energy consumption by ancillary equipment such as a condenser or a heat exchanger.
- a dividing wall type first distillation column comprising a first benzene discharge line for introducing a stream of the alkylation reaction unit to discharge benzene and a bottom discharge line for discharging a benzene / cumene / polyisopropylbenzene stream;
- a dividing wall type distillation column comprising a polyisopropylbenzene stream discharge line for discharging the stream to the bottom;
- the polyisopropylbenzene stream is discharged from the polyisopropylbenzene stream discharge line of the second distillation wall, and the polyisopropylbenzene discharge line and heavy material are discharged to discharge the polyisopropylbenzene (PIPB) to the top.
- a purifying apparatus for cumene comprising a third distillation column comprising a heavy material discharge line for discharging to a furnace.
- the purifying apparatus of cumene may further include a lamination portion in which a first benzene discharge line and a second benzene discharge line are laminated; And a benzene recycling line for supplying benzene laminated in the lamination part to at least one reaction part selected from an alkylation reaction part and a trans alkylation reaction part.
- the first benzene discharge line and the second benzene discharge line may be operated to satisfy the following formula (1).
- BZ 1 is the flow rate of benzene discharged through the first benzene line
- BZ 2 is the flow rate of benzene discharged through the second benzene discharge line
- the present application also provides a first distillation column of the alkylation reaction stream into a dividing wall type distillation column to discharge benzene to a first benzene discharge line and to discharge a benzene / cumene / polyisopropylbenzene stream to a lower discharge line. Separation step;
- the stream of the transalkylation reaction unit and the benzene / cumene / polyisopropylbenzene stream separated in the first separation stage are introduced into a dividing wall-type second distillation column, and the benzene is discharged to the second benzene discharge line, and polyisopropylbenzene A second separation step of discharging the polyisopropylbenzene stream to the stream discharge line;
- It relates to a cumene purification method comprising a third separation step of separating the polyisopropyl benzene and the heavy material by flowing the poly isopropyl benzene stream separated in the second separation step into a third distillation column.
- the method for purifying cumene according to the present application is to stack the benzene discharged from the first benzene discharge line and the second benzene discharge line, and then select the laminated benzene from the alkylation reaction section and the transalkylation reaction section.
- the method may further include supplying any one or more reaction units.
- the first separation step and the second separation step may satisfy the following Equation 1.
- BZ 1 is the flow rate of benzene discharged through the first benzene line
- BZ 2 is the flow rate of benzene discharged through the second benzene discharge line
- FIG. 1 is a block diagram of a purification apparatus of cumene according to the prior art.
- FIG. 2 is a block diagram of a cumene purification apparatus according to an embodiment of the present application.
- FIG. 3 is a block diagram of a purification apparatus of cumene applied in the comparative example.
- Figure 4 is a block diagram of a purification device of cumene applied in the embodiment.
- 'connection', 'installation', 'combination' and the like mean that the two members are detachable (combined and separated) as well as include an integral structure.
- the terms 'connection', 'installation', 'combination', etc., as used herein include, for example, a forced fit method; Fitting method using grooves and protrusions; And by means of fastening methods using fastening members such as screws, bolts, pieces, rivets, brackets, etc., to promote the separation of the two members from the joint, and the joining of the two members through welding, adhesive, or integral molding. After that, it includes any one that cannot be separated.
- a stream means a flow comprising at least the 'A' component, which may include the 'A' component as a main component.
- a "polyisopropylbenzene stream” is a stream comprising at least 'polyisopropylbenzene', which may comprise 'polyisopropylbenzene' as a main component.
- 'comprising polyisopropylbenzene as a main component' may be understood to mean that polyisopropylbenzene is most contained among various components of the stream.
- a / B stream means a flow comprising at least the 'A' component and the 'B' component, which means that the "A / B / C stream” means at least the 'A' component, 'B' A flow comprising a component and a 'C' component.
- benzene / cumene / polyisopropylbenzene stream may mean a stream comprising at least 'benzene', 'cumen' and 'polyisopropylbenzene'.
- the present application relates to a purification apparatus of cumene.
- the purifying apparatus of cumene according to the present application may be installed in connection with, for example, the manufacturing apparatus of cumene.
- the purification apparatus of cumene according to the present application may be installed in association with the alkylation reaction unit and the transalkylation reaction unit constituting the cumene manufacturing apparatus.
- benzene and propylene react to generate cumene (isopropylbenzene), and as the by-product, cumene and propylene react to diisopropylbenzene (DIPB; diisopropylbenzene) and triisopropylbenzene.
- DIPB diisopropylbenzene
- PIPB polyisopropylbenzene
- TIPB triisopropylbenzene
- the produced cumene is separated and recovered through a recovery line, and a stream including the byproduct is discharged through a separate line.
- polyalkylated benzene that is, polyisopropylbenzene (PIPB) generated by the side reaction and benzene react to generate additional cumene.
- PIPB polyisopropylbenzene
- heavies that are heavier than polyisopropylbenzene (PIPB) are present in the stream discharged from the transalkylation reaction unit.
- the purification apparatus of cumene according to the present application may introduce and purify the stream of the alkylation reaction unit and the stream of the transalkylation reaction unit as described above.
- the purification apparatus of cumene may separately purify the stream of the alkylation reaction unit and the stream of the transalkylation reaction unit by separately flowing through different distillation columns.
- the purification apparatus of cumene comprises a first distillation column 10, a second distillation column 20 and a third distillation column 30.
- the first distillation column 10 and the second distillation column 20 may be a dividing wall column (DWC).
- the third distillation column 30 may also be a partition wall column (DWC).
- the first distillation column 10 may include a first benzene discharge line for introducing a stream of the alkylation reaction section to discharge benzene and a bottom discharge line for exhausting a benzene / cumene / polyisopropylbenzene stream.
- the first benzene discharge line may be located, for example, in the central region of the first distillation column 10.
- the second distillation column 20 injects a stream of the transalkylation reaction unit and a benzene / cumene / polyisopropylbenzene stream discharged from the bottom discharge line of the first distillation column to discharge benzene. And a polyisopropylbenzene stream discharge line for discharging the benzene discharge line and the polyisopropylbenzene stream downwards.
- the second benzene discharge line may be located, for example, on top of the second distillation column 20.
- the third distillation column 30 enters the polyisopropylbenzene stream discharged from the polyisopropylbenzene stream discharge line of the dividing wall type second distillation column to discharge polyisopropylbenzene (PIPB) to the top. It may include a polyisopropyl benzene discharge line and a heavy material discharge line for discharging the heavy material downward.
- PIPB polyisopropylbenzene
- FIG. 2 is an exemplary view of a purification apparatus of cumene according to the present application.
- the purification apparatus of cumene may include a first distillation column 10, a second distillation column 20 installed behind the first distillation column 10, and the second distillation column ( A third distillation column 30 installed at the rear of 20).
- each of the columns 10, 20, 30 is selected from a distillation column used in the distillation process of the general industrial field, at least the first distillation column 10 and the second distillation column ( 20 may be a partition wall type.
- the reflux ratio of is not particularly limited, and may be freely changed in design to the extent that the person of ordinary skill in the art can achieve the object of the present application.
- each column 10, 20, 30 of the present application may be provided with a condenser and / or a heat exchanger (or reboiler).
- reference numeral C denotes a condenser
- reference numeral B denotes a heat exchanger (or reboiler).
- the condenser C and / or the heat exchanger B may be selectively installed or not installed according to each column 10, 20, 30.
- condenser (C) and the heat exchanger (B) is a component that can be omitted even if shown in the drawings, unless otherwise noted, on the contrary, components that may be included (installed) even if not shown in the drawings to be.
- the first distillation column 10 may include at least one inlet line 11, 12 installed at the front end thereof.
- the inlet line 11, 12 includes a stream inlet line 12 of the alkylation reaction unit for introducing a stream discharged from the alkylation reaction unit.
- the inlet lines 11 and 12 may further include a benzene inlet line 11 for introducing fresh benzene. That is, the purification apparatus of cumene according to the present application may further include a benzene inlet line located at the front end and introducing fresh benzene.
- FIG. 2 shows two inlet lines 11 and 12 installed at the front end of the first distillation column 10.
- the benzene inlet line 11 is installed at approximately the top of the first distillation column 10, and a stream inlet line 12 of the alkylation reaction unit is installed below the benzene inlet line 11.
- the stream inlet line 12 of the alkylation reaction unit may be installed in an approximately central region of the first distillation column 10, but is not limited thereto.
- the first distillation column 10 includes a first benzene discharge line 18 and a lower discharge line 16 installed below. Benzene can be discharged to the first benzene discharge line 18, and a benzene / cumene / polyisopropylbenzene stream can be discharged to the lower discharge line 16.
- the first distillation column 10 may further comprise an upper discharge line 14, as shown in FIG. 2.
- a light stream including water and water such as C3 may be discharged and removed to the upper discharge line 14.
- the first distillation column 10 may include a light stream including light materials and water; Benzene stream comprising benzene; And a three-phase stream of benzene / cumene / polyisopropylbenzene stream comprising benzene, cumene and polyisopropylbenzene (PIPB).
- a light stream including light materials and water Benzene stream comprising benzene
- a three-phase stream of benzene / cumene / polyisopropylbenzene stream comprising benzene, cumene and polyisopropylbenzene (PIPB).
- benzene exited through the first outlet line 18 of the three-phase stream is fed to an alkylation reaction unit and / or a transalkylation reaction unit and recycled, or the benzene inlet line 11 is Can be recycled to the first distillation column (10).
- the benzene / cumene / polyisopropylbenzene stream in the three phase stream can be withdrawn, for example, through the bottom outlet line 16 and introduced into the second distillation column 20.
- the first distillation column 10 is a dividing wall type as described above.
- a dividing wall 15 is provided in the vertical direction.
- the interior of the first distillation column 10 is partitioned by a dividing wall 15, the inlet portion (a) through which the stream of the alkylation reaction portion flows in, and the top section (b) through which hard material and water flow out. ), An outlet (c) through which benzene flows out, and a bottom zone (d) through which the benzene / cumene / polyisopropylbenzene stream flows out.
- the dividing wall type distillation column has a form in which two distillation columns are integrated into one, thereby reducing equipment investment costs and lower energy consumption than using two distillation columns compared to the same throughput. Can be.
- the second distillation column 20 may be installed behind the first distillation column 10 to separate the benzene and polyisopropylbenzene streams from the incoming stream.
- the second distillation column 20 may further separate cumene from the incoming stream, separating it in three phases with the benzene and polyisopropylbenzene streams described above.
- the second distillation column 20 enters the stream of the transalkylation reaction section and the benzene / cumene / polyisopropylbenzene stream exiting the bottom outlet line of the dividing wall first distillation column to top the benzene.
- It can be a dividing wall distillation column comprising a second benzene discharge line for releasing the furnace and a polyisopropylbenzene stream discharge line for discharging the polyisopropylbenzene stream to the bottom.
- the second distillation column 20 may be connected to a stream inlet line 22 of the transalkylation reaction unit and a lower outlet line 16 of the first distillation column 10 at a front end thereof.
- the second distillation column 20 may comprise a second benzene outlet line 28 and a polyisopropylbenzene stream outlet line 26.
- the second distillation column 20 may further include a cumene discharge line 24 installed in an approximately central region. Cumene may be discharged through the cumene discharge line 24.
- Benzene discharged through the second benzene discharge line 28 in the stream may be recycled.
- benzene discharged through the second benzene discharge line 28 is recycled by being fed to the alkylation reaction section and / or the transalkylation reaction section, or the first distillation column 10 via the benzene inlet line 11. ) Can be recycled.
- Cumene discharged through the cumene discharge line 24 in the flow may be recovered as a product. Specifically, the discharged cumene may be recovered after being cooled and then sent to a reservoir.
- the polyisopropylbenzene stream discharged through the polyisopropylbenzene stream discharge line 26 in the stream may enter the third distillation column 30.
- the second distillation column 20 is a dividing wall like the first distillation column 10.
- the dividing wall 15 is provided in the vertical direction in the second distillation column 20.
- the interior of the second distillation column 20 is partitioned by a dividing wall 15 to provide an inlet (a) through which the stream of the alkylation reaction unit flows in, and a top section (b) through which hard material and water flow out. ), An outlet (c) through which benzene flows out, and a bottom zone (d) through which the benzene / cumene / polyisopropylbenzene stream flows out.
- the first distillation column and / or the second distillation column are partitioned by a partition wall provided therein, and an inlet part through which the stream of the alkylation reaction part flows in, a top section through which hard material and water flow out, and an outflow through which benzene flows out. And bottoms zone from which the benzene and cumene / polyisopropylbenzene streams are discharged.
- the third distillation column 30 is installed at the rear of the second distillation column 20, and introduces a polyisopropylbenzene stream discharged to the lower portion of the second distillation column 20, so that the polyisopropylbenzene (PIPB) and It can be separated into heavies.
- PIPB polyisopropylbenzene
- the third distillation column 30 may include a polyisopropylbenzene (PIPB) discharge line 34 installed at the top and a heavy material discharge line 36 installed at the bottom.
- PIPB polyisopropylbenzene
- Polyisopropylbenzene (PIPB) separated in the third distillation column (30) is discharged to the top through the discharge line 34, the discharged polyisopropylbenzene (PIPB) is supplied to the trans alkylation reaction unit, for example Can be recycled.
- the polyisopropylbenzene stream introduced from the second distillation column 2 may comprise, for example, polyisopropylbenzene (PIPB) such as diisopropylbenzene (DIPB) and triisopropylbenzene (TIPB). .
- PIPB polyisopropylbenzene
- DIPB diisopropylbenzene
- TIPB triisopropylbenzene
- DIPB diisopropyl benzene
- TIPB triisopropyl benzene
- DIPB diisopropyl benzene
- TIPB triisopropyl benzene
- the third distillation column 30 may include a plurality of polyisopropylbenzene (PIPB) discharge lines 34 capable of discharging the polyisopropylbenzene (PIBP) by type. Can be.
- PIPB polyisopropylbenzene
- the third distillation column 30 includes a triisopropylbenzene (TIPB) discharge line installed at approximately the middle point of the stage and a diisopropylbenzene (DIPB) discharge line 34 installed at the top thereof.
- TIPB triisopropylbenzene
- DIPB diisopropylbenzene
- Polyalkylation benzene can be separated by stages by type.
- the heavy material discharged through the heavy material discharge line 36 of the third distillation column 30 is the heaviest material in the process, specifically, heavier than polyisopropylbenzene (PIPB) material (high boiling point material) May mean.
- PIPB polyisopropylbenzene
- the cumene purification apparatus includes three distillation columns (10) (20) (30) as described above, wherein at least the first distillation column (10) and the second distillation column (20) are separated. It is a wall.
- the streams of the alkylation reaction unit and the trans alkylation reaction unit are introduced into different distillation columns, and the outgoing benzene is not recovered and separated and discharged in a single column, for example.
- the purification apparatus of cumene according to the present application, the streams of the alkylation reaction unit and the trans alkylation reaction unit are introduced into different distillation columns, and the outgoing benzene is not recovered and separated and discharged in a single column, for example.
- the purification apparatus of cumene the streams of the alkylation reaction unit and the trans alkylation reaction unit are introduced into different distillation columns, and the outgoing benzene is not recovered and separated and discharged in a single column, for example.
- the amount of power used such as heat exchangers and coolers that may be used incidentally in the purification process.
- benzene is separated in two phases in two dividing wall distillation columns (10) (20), and the benzene separation is more than in the case of the conventional separation in one benzene column (1, see FIG. 1).
- the load can be reduced so that energy consumption can be reduced.
- the first benzene discharge line 18 and the second benzene discharge line 28 installed in the first distillation column 10 and the second distillation column 20 satisfy the following equation. It is good to drive.
- BZ 1 is the flow rate of benzene discharged through the first benzene discharge line 18
- BZ 2 is the flow rate of benzene discharged through the second benzene discharge line 28.
- the actual value of the flow rate of benzene passing through each of the discharge lines 18 and 28 is not limited, and they may have a flow rate ratio BZ 1 / BZ 2 satisfying the above equation.
- the flow rate ratio BZ 1 / BZ 2 is preferably 1.0 to 3.0.
- the flow rate ratio (BZ 1 / BZ 2 ) is not particularly limited, but for example, one or more operating conditions selected from the first distillation column 10 and the second distillation column 20, and each column 10 and 20.
- the inflow and / or outflow of the can be controlled by adjusting.
- the flow rate ratio BZ 1 / BZ 2 is one or more operating conditions selected from the pressure, temperature and level of the first distillation column 10 and / or the second distillation column 20, etc. It can be adjusted by controlling.
- the first benzene discharge line 18 and the second benzene discharge line 28, the lamination portion 40 and the benzene recycling line connected to the lamination portion 40 ( 42) may be further included.
- the benzene discharged through the first benzene discharge line 18 and the second benzene discharge line 28 is laminated in the lamination section 40, and then the alkylation reaction section through the benzene recycling line 42. It may be fed to one or more reaction units selected from transalkylation reaction units.
- the cumene purification apparatus includes a lamination portion in which the first benzene discharge line and the second benzene discharge line are laminated; And a benzene recycling line for supplying benzene laminated in the lamination part to at least one reaction part selected from an alkylation reaction part and a transalkylation reaction part.
- the efficiency of the energy can be improved by the improved purification process as described above.
- benzene is separated into two divisions in the two dividing wall distillation column (10) 20, energy consumption can be reduced.
- the stream inlet line 12 of the alkylation reaction unit is connected to the first distillation column 10
- the stream inlet line 22 of the transalkylation reaction unit is connected to the second distillation column 20. This can also lead to an improved purification process.
- the lines through which the respective components and streams are introduced and discharged are not limited as long as the fluid can pass therethrough, and they can be selected from metal tubes, plastic tubes, and the like.
- each of the lines includes a flexible one.
- a pump or the like for smooth flow of each component and stream may be installed on the lines, or a valve or the like may be installed to control (block and / or adjust the flow rate) the flow.
- the present application also relates to a method for purifying cumene using such a device.
- the purification method of cumene according to the present application includes a first separation step, a second separation step, and a third separation step performed in the first distillation column, the second distillation column, and the third distillation column, respectively.
- the stream of the alkylation reaction unit flows into the first dividing wall type distillation column, and the benzene is discharged to the first benzene discharge line, and the benzene / cumene / polyisopropyl is discharged to the lower discharge line.
- a first separation step of withdrawing a benzene stream The stream of the transalkylation reaction unit and the benzene / cumene / polyisopropylbenzene stream separated in the first separation stage are introduced into a dividing wall-type second distillation column, and the benzene is discharged to the second benzene discharge line, and polyisopropylbenzene
- a third separation step of separating the polyisopropylbenzene and the heavy material by introducing the polyisopropylbenzene stream separated in the second separation step into a third distillation column.
- the first separation step may be performed in the first distillation column 10, and the stream of the alkylation reaction unit is introduced into the first distillation column, for example, benzene is discharged to the first benzene discharge line located in the central region. And exhausting the benzene / cumene / floisopropylbenzene stream to the underlying bottom line.
- the first separation step may further include discharging the hard material and water in the upper discharge line.
- the inlet stream of the first separation stage may further include a stream through which benzene flows into the benzene inlet line mentioned in the aforementioned first distillation column, as well as the stream of the alkylation reaction unit. That is, the first separation step may further include introducing benzene into the benzene inlet line installed at the front end portion.
- the second separation step may be performed in a second distillation column, and the stream of the transalkylation reaction unit is introduced into the second distillation column, for example, to discharge benzene into a second benzene discharge line located at the top, and And discharging the polyisopropyl benzene to the polyisopropylbenzene stream discharge line located at.
- the second separation step may further include discharging cumene from the cumene discharge line.
- the method for purifying cumene according to the present application is that two streams, for example, a stream of an alkylation reaction unit and a stream of a transalkylation reaction unit, are separately separated into two columns 10 and 20 instead of one single column. By dividing and introducing, the load of each column 10 and 20 is reduced, and an efficient purification process can be performed continuously.
- Purification method of cumene according to the present application is also any one selected from the alkylation reaction unit and the transalkylation reaction unit after the benzene discharged from the first benzene discharge line and the second benzene discharge line is laminated. It may further comprise the step of supplying to the reaction unit.
- the first separation step and the second separation step may satisfy the following Equation 1.
- Equation 1 BZ 1 is the flow rate of benzene discharged through the first benzene line
- BZ 2 is the flow rate of benzene discharged through the second benzene discharge line.
- Example and comparative example of this application are illustrated.
- the following examples are provided by way of example only to assist in understanding the present application, whereby the technical scope of the present application is not limited.
- the cumene was purified using an apparatus as shown in FIG. 4.
- the device shown in FIG. 4 is the same as the device shown in FIG. 2, but in FIG. 4, Q is used to describe the heat energy consumed in each column 10, 20.
- a fresh benzene 11 and a stream 12 discharged from the alkylation reaction unit were introduced into the first distillation column 10 through two inlet lines 11 and 12.
- the stream 22 discharged from the transalkylation reaction unit is introduced through the inlet line 22.
- the benzene was discharged to the second benzene discharge line 28 in the upper portion, and the cumene was discharged through the cumene discharge line 24 in the central region.
- the polyisopropylbenzene (PIPB) stream discharged through the bottom discharge line 26 was introduced into the third distillation column 30.
- polyisopropylbenzene (PIPB) is discharged through the upper discharge line 34 of the third distillation column 30 to be recycled to the transalkylation reaction unit, and heavy materials (Heavies) are discharged through the lower discharge line 36. Drained and cooled.
- the first distillation column 10 and the second distillation column 20 is a dividing wall type distillation column (DWC), the benzene flow rate (BZ 1 ) and the second passing through the first benzene discharge line 18
- the flow rate ratio (BZ 1 / BZ 2 ) of the benzene flow rate (BZ 2 ) passing through the benzene discharge line 28 was set to two.
- the benzene flow rate BZ 1 and the second benzene passing through the first benzene discharge line 18 by varying the internal pressure, temperature, and level of the first distillation column 10 and the second distillation column 20 are different.
- the purification process of cumene was carried out in the same manner as in Example 1 except that the flow rate ratio (BZ 1 / BZ 2 ) of the benzene flow rate (BZ 2 ) passing through the discharge line 28 was set to 1.
- Thermal energy Q 1 supplied to the first distillation column 10 and thermal energy Q 2 supplied to the second distillation column 20 were measured, and the results are shown in Table 1 below.
- the internal pressure, temperature and level of the first distillation column 10 and the second distillation column 20 are different so that the benzene flow rate BZ1 and the second benzene discharge passing through the first benzene discharge line 18 are different.
- the purification process of cumene was carried out in the same manner as in Example 1 except that the flow rate ratio (BZ 1 / BZ 2 ) of the benzene flow rate (BZ 2 ) passing through the line 28 was set to 3.
- Thermal energy Q 1 supplied to the first distillation column 10 and thermal energy Q 2 supplied to the second distillation column 20 were measured, and the results are shown in Table 1 below.
- the benzene flow rate BZ 1 and the second benzene passing through the first benzene discharge line 18 by varying the internal pressure, temperature, and level of the first distillation column 10 and the second distillation column 20 are different.
- the purification process of cumene was carried out in the same manner as in Example 1 except that the flow rate ratio BZ 1 / BZ 2 of the benzene flow rate BZ 2 passing through the discharge line 28 was 0.5.
- Thermal energy (Q 1 ) supplied to the first distillation column (10) and thermal energy (Q 2 ) supplied to the second distillation column (20) were measured, and the results are shown in Table 1 below.
- the benzene flow rate BZ 1 and the second benzene passing through the first benzene discharge line 18 by varying the internal pressure, temperature, and level of the first distillation column 10 and the second distillation column 20 are different.
- the purification process of cumene was carried out in the same manner as in Example 1 except that the flow rate ratio (BZ 1 / BZ 2 ) of the benzene flow rate (BZ 2 ) passing through the discharge line 28 was 3.5.
- Thermal energy (Q 1 ) supplied to the first distillation column (10) and thermal energy (Q 2 ) supplied to the second distillation column (20) were measured, and the results are shown in Table 1 below.
- FIG. 3 The apparatus shown in FIG. 3 is the same as the apparatus shown in FIG. 1 except that in FIG.
- This comparative example is a conventional general process, and description of a well-known specific process is abbreviate
- the cumene is discharged through the upper discharge line 2a of the second distillation column 2 to be recovered, and the polyisopropylbenzene (PIPB) stream discharged through the lower discharge line 2b is converted into a third distillation column ( 3) was allowed to enter. Then, polyisopropylbenzene (PIPB) is discharged through the upper discharge line 3a of the third distillation column 3 and recycled to the transalkylation reaction unit, and heavy materials (Heavies) are discharged through the lower discharge line 3d. And cooled.
- PIPB polyisopropylbenzene
- the above purification process is performed in a stabilized state, and the thermal energy Q 1 supplied to the first distillation column 1 and the thermal energy Q 2 supplied to the second distillation column 2 are measured, and the results are shown in [Table 1]. ].
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Abstract
Description
비 고 | 유량비(BZ1/BZ2) | Q1 | Q2 | QT | 절감량(△Q) |
비교예 | - | 8.4 | 5.2 | 13.6 | - |
실시예 1 | 2 | 3.5 | 8.4 | 11.9 | 1.7 |
실시예 2 | 1 | 2.6 | 9.7 | 12.3 | 1.3 |
실시예 3 | 3 | 4.7 | 7.8 | 12.5 | 1.1 |
실시예 4 | 0.5 | 2.5 | 10.5 | 13.0 | 0.6 |
실시예 5 | 3.5 | 5.5 | 7.7 | 13.2 | 0.4 |
- Q1 : 제1 증류 컬럼에 공급된 열에너지(Gcal/hr)- Q2 : 제2 증류 컬럼에 공급된 열에너지(Gcal/hr)- QT : Q1과 Q2의 합량(Gcal/hr) |
Claims (13)
- 알킬레이션 반응부의 스트림을 유입하여, 벤젠을 배출하는 제 1 벤젠 배출 라인 및 벤젠/큐멘/폴리이소프로필벤젠 스트림을 배출하는 하부 배출 라인을 포함하는 분리벽형 제 1 증류 컬럼;트랜스 알킬레이션 반응부의 스트림 및 상기 분리벽형 제 1 증류 컬럼의 하부 배출 라인에서 배출된 벤젠/큐멘/폴리이소프로필벤젠 스트림을 유입하여, 벤젠을 상부로 배출시키는 제 2 벤젠 배출 라인 및 폴리이소프로필벤젠 스트림을 하부로 배출하는 폴리이소프로필벤젠 스트림 배출 라인을 포함하는 분리벽형 제 2 증류 컬럼; 및상기 분리벽형 제 2 증류 컬럼의 폴리이소프로필벤젠 스트림 배출 라인에서 배출된 폴리이소프로필벤젠 스트림을 유입하여, 폴리이소프로필벤젠(PIPB)을 상부로 배출하는 폴리이소프로필벤젠 배출 라인 및 중질 물질을 하부로 배출하는 중질 물질 배출 라인을 포함하는 제 3 증류 컬럼을 포함하는 큐멘의 정제장치.
- 1항에 있어서,제 1 증류 컬럼은 경질 물질과 물을 상부로 배출하는 상부 배출 라인을 더 포함하는 큐멘의 정제장치.
- 제 1항에 있어서,제 1 증류 컬럼은, 전단부에 위치하고, 프레쉬 벤젠을 유입하는 벤젠 유입라인을 포함하는 큐멘의 정제장치.
- 제 1항에 있어서,제 2 증류 컬럼은, 큐멘을 배출하는 큐멘 배출라인을 더 포함하는 큐멘의 정제장치.
- 제 1항에 있어서,제 1 벤젠 배출라인과 제 2 벤젠 배출라인이 합지되는 합지부; 및 상기 합지부에서 합지된 벤젠을 알킬레이션 반응부 및 트랜스 알킬레이션 반응부로부터 선택되는 어느 하나 이상의 반응부에 공급하는 벤젠 리사이클 라인을 더 포함하는 큐멘의 정제장치.
- 제 1항에 있어서,제 1 벤젠 배출라인 및 제 2 벤젠 배출라인은 하기 수식 1을 만족하도록 운전하는 큐멘의 정제장치:[수식 1]BZ1/BZ2 = 1.0 내지 3.0(상기 수식 1에서, BZ1은 제 1 벤젠 라인을 통해 배출되는 벤젠의 유량이고, BZ2는 제 2 벤젠 배출라인을 통해 배출되는 벤젠의 유량이다).
- 제 1항에 있어서,제 1 증류 컬럼 및/또는 제 2 증류 컬럼은 내부에 설치된 분리벽에 의해 구획되어, 알킬레이션 반응부의 스트림이 유입되는 유입부, 경질 물질 및 물이 유출되는 탑정 구역, 벤젠이 유출되는 유출부 및 벤젠/큐멘/폴리이소프로필벤젠 스트림이 유출되는 탑저 구역을 포함하는 큐멘의 정제장치.
- 알킬레이션 반응부의 스트림을 분리벽형 제 1 증류 컬럼으로 유입하여, 제 1 벤젠 배출라인으로 벤젠을 배출하고, 하부 배출라인으로 벤젠/큐멘/폴리이소프로필벤젠 스트림을 배출하는 제 1 분리단계;트랜스 알킬레이션 반응부의 스트림과 제 1 분리단계에서 분리된 상기 벤젠/큐멘/폴리이소프로필벤젠 스트림을 분리벽형 제 2 증류 컬럼으로 유입하여, 제 2 벤젠 배출라인으로 벤젠을 배출하고, 폴리이소프로필벤젠 스트림 배출라인으로 폴리이소프로필벤젠 스트림을 배출하는 제 2 분리단계; 및상기 제 2 분리단계에서 분리된 폴리이소프로필벤젠 스트림을 제 3 증류 컬럼으로 유입하여, 폴리이소프로필벤젠과 중질 물질을 분리하는 제 3 분리단계를 포함하는 큐멘의 정제방법.
- 제 8항에 있어서,제 1 분리단계는 상부 배출라인에서 경질 물질과 물을 배출하는 것을 더 포함하는 큐멘의 정제방법.
- 제 8항에 있어서,제 1 분리단계는 전단부에 설치된 벤젠 유입라인으로 벤젠을 유입하는 것을 더 포함하는 큐멘의 정제방법.
- 제 8항에 있어서,제 2 분리 단계는 큐멘 배출라인에서 큐멘을 배출하는 것을 더 포함하는 큐멘의 정제방법.
- 제 8항에 있어서,제 1 벤젠 배출라인 및 제 2 벤젠 배출라인에서 배출된 벤젠을 합지한 후, 합지된 벤젠을 알킬레이션 반응부 및 트랜스 알킬레이션 반응부로부터 선택되는 어느 하나 이상의 반응부에 공급하는 단계를 더 포함하는 큐멘의 정제방법.
- 제 8항에 있어서,제 1 분리단계 및 2 분리단계는 하기 수식 1을 만족하는 큐멘의 정제방법:[수식 1]BZ1/BZ2 = 1.0 내지 3.0(상기 수식 1에서, BZ1은 제 1 벤젠 라인을 통해 배출되는 벤젠의 유량이고, BZ2는 제 2 벤젠 배출라인을 통해 배출되는 벤젠의 유량이다).
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CN106458791A (zh) | 2017-02-22 |
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