CN112876331B - Method for producing durene - Google Patents
Method for producing durene Download PDFInfo
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- CN112876331B CN112876331B CN202110162445.XA CN202110162445A CN112876331B CN 112876331 B CN112876331 B CN 112876331B CN 202110162445 A CN202110162445 A CN 202110162445A CN 112876331 B CN112876331 B CN 112876331B
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- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C7/00—Purification; Separation; Use of additives
- C07C7/005—Processes comprising at least two steps in series
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- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C7/00—Purification; Separation; Use of additives
- C07C7/14—Purification; Separation; Use of additives by crystallisation; Purification or separation of the crystals
Abstract
The invention discloses a method for producing durene, which comprises the following steps: s1, adding durene mother liquor into a crystallization kettle to obtain durene crystal mixed liquor; s2, adding the durene crystal mixed solution into a filter press to obtain a durene filter cake; s3, counting a durene filter cake into a pulverizer to obtain durene massive materials; s4, adding the durene blocky material and the filtrate obtained by filter pressing into a stirring kettle to obtain durene crystal material; s5, adding the durene crystal material into a squeezer to obtain durene solid cakes; s6, adding the obtained durene solid cake into a pulverizer to obtain a durene finished product. The invention carries in whole course in a closed way, and produces durene through freezing crystallization, filter pressing, first crushing, stirring, pressing and second crushing in sequence, thus producing durene with the product purity reaching 99 percent.
Description
Technical Field
The invention belongs to the technical field of durene purification, and particularly relates to a durene production method.
Background
Durene is also known as durene, and the chemical name is 1,2,4, 5-tetramethyl benzene, which is an important organic chemical raw material. The method is mainly used for producing pyromellitic dianhydride (1, 2,4, 5-benzoic acid dianhydride, PMDA), wherein the pyromellitic dianhydride is an important raw material for producing polyimide polymer, and polyimide is a novel synthetic material which is high-temperature resistant, low-temperature resistant, radiation resistant, impact resistant and has excellent electrical property and mechanical property, and has irreplaceable important application of other engineering plastics in aerospace and electromechanical industries. Along with the continuous expansion of the market quantity of polyimide, durene is used as a main raw material for synthesizing polyimide, and the demand of durene is also increasing. The production routes of durene are divided into two types, one type is a chemical synthesis method, including an isomerization method, an alkylation method, a disproportionation reaction method and the like, and the synthesis method is complex in process and high in cost; the other is a separation and purification method, which uses byproducts in the petroleum and coal processing process, mainly C10 heavy aromatics, as raw materials for separation and purification. The C10 resource of China is rich, and a catalytic reforming device of an oil refinery, a wide-fraction catalytic reforming device of a terylene factory, an ethylene device, a coal height Wen Lianjiao device and the like are provided. For domestic enterprises, the durene with high added value is extracted from the C10, so that obvious economic benefits can be brought to the enterprises.
Besides the quantity of the original durene freezing crystallization kettles is the same as that of the existing crystallization equipment, the quantity of the centrifugation and squeezing equipment is large, and the operation processes of centrifugation, squeezing, shaking and unloading are required to be performed by a large quantity of manual operations, so that the labor intensity of workers is high. The most serious problems of the squeezing process are safety, environmental protection and occupational health problems, the squeezing is basically carried out under open-type environmental conditions, the production environment is severe, the physical health of operators is hurt, and the normal operation of enterprises is adversely affected by serious unorganized emission of VOCs.
Therefore, a simple, effective and easily industrialized technical route has important significance.
Disclosure of Invention
In order to solve the defects in the prior art, the invention provides a production method of durene.
In order to solve the technical problems, the invention provides the following technical scheme:
the invention provides a method for producing durene, which comprises the following steps:
s1, freezing and crystallizing: adding the durene mother liquor into a crystallization kettle, and freezing and crystallizing to obtain durene crystal mixed liquor;
s2, filter pressing: adding the durene crystal mixed solution obtained in the step S1 into a filter press, and performing filter pressing to obtain a durene filter cake;
s3, crushing for the first time: adding the durene filter cake obtained in the step S2 into a pulverizer, and pulverizing to obtain durene massive materials;
s4, stirring: adding the durene blocky material obtained in the step S3 and the filtrate obtained in the step S2 through pressure filtration into a stirring kettle, and stirring to obtain durene crystal material;
s5, squeezing: adding the durene crystal material obtained in the step S4 into a squeezer, and squeezing to obtain durene solid cakes;
s6, crushing for the second time: and (5) adding the durene solid cake obtained in the step (S5) into a pulverizer, and pulverizing to obtain a durene finished product.
As a preferable technical scheme of the invention, the durene solution in the step S1 is obtained by rectifying and cutting a C10 raw material to obtain a fraction at 190-200 ℃, and the durene solution contains 18-28% of durene.
As a preferable technical scheme of the invention, the cold freezing crystallization process in the step S1 is to freeze to-20 ℃ to-30 ℃, the freezing time is 6-12 h, and the stirring speed of the crystallization kettle is 34r/min.
As a preferred technical scheme of the present invention, the medium pressure filtration process in step S2 includes the steps of:
s21, feeding, namely pumping the durene crystal mixed liquid obtained through cooling crystallization into a liquid inlet of a filter plate by a plunger pump, filling the filter chamber with the durene crystal mixed liquid, intercepting durene crystals by the filter cloth through the filter cloth, and opening an outlet valve at the lower part of the filter plate after observing that liquid oil overflows from an oil filtering discharge port on the filter plate through a sight glass in order to ensure that the durene crystal mixed liquid can fill cavities among the filter plates to form a uniform filter cake;
s22, filtering, namely, entering a filtering stage after a liquid-oil related valve is opened after feeding is finished, intercepting solid-phase durene crystals by a filter cloth during filtering, and finishing the filtering stage at the end point of the filtering stage by using the oil inlet pressure reaching 0.2 Mpa;
s23, extruding, namely after the filtering oil inlet pump is stopped, entering an extruding stage, inputting extruding materials into the membrane plate, expanding the extruding materials by the membrane plate to form a durene filter cake, separating filtrate from the durene filter cake, and ending the extruding stage when the pressure reaches 0.8 Mpa;
s24, after extrusion is completed, the extrusion material is stopped, the pressure is gradually released to 0.3Mpa, and purging of a liquid oil pipeline is started; the oil of the liquid oil line pipe is blown to a first intermediate tank of solvent oil, and then is conveyed to an SA-1500 solvent airtight product pipe by a plunger pump; and continuously decompressing to 0Mpa after purging, and opening the filter plate to obtain a filter cake.
As a preferable technical scheme of the invention, the grain diameter of the durene blocky material obtained by crushing in the step S3 is 5-8 cm.
As a preferred technical solution of the present invention, the pressing process in step S5 includes the following steps: setting the extrusion pressure to be 20-22 MPa and the extrusion time to be 50-80 min, conveying the obtained durene crystal material into a squeezer through a plunger pump, removing solvent oil in the squeezing process, conveying the solvent oil into a second intermediate tank, conveying 70% of the solvent oil into a crystallization kettle through the plunger pump for recycling, and conveying 30% of the solvent oil into a stirring kettle through the plunger pump for recycling as stirring liquid.
As a preferable technical scheme of the invention, the grain diameter of the durene finished product obtained by crushing in the step S6 is 2-5 cm.
Compared with the prior art, the invention has the following beneficial effects:
firstly, the invention takes C10 as raw material, and the durene with the product purity reaching 99% is produced through rectification, freezing crystallization, filter pressing, first crushing, stirring, pressing and second crushing.
Secondly, the crystallization time is 6-12 h, the crystallization time is short, durene cannot be fully separated out from the solution, but the time is too long, the cold quantity is wasted, and the production cost is correspondingly increased.
Thirdly, in the crystallization process, crystal nuclei are generated in the solution, after the crystal nuclei grow, solute molecules continue to be arranged layer by layer to form crystal grains, namely crystal growth is carried out, the first step of crystal growth is solute diffusion, and the solute to be crystallized is transferred from the solution to the surface of the crystal by diffusion through a static liquid layer close to the surface of the crystal; the second step is surface reaction, so that solute on the surface of the crystal is embedded into the crystal face, the crystal is grown, and the contact between the solute and the crystal face is increased by stirring. The stirring speed has an influence on the crystal growth speed, and accelerates the reaction rate. The stirring speed is too low, so that the crystallization kettle surface is easy to form a wall hanging, and the cooling of materials is not facilitated. The stirring speed of the crystallization kettle is 34r/min.
Fourthly, the squeezing process is the last defense line for ensuring qualified product quality, and sufficient squeezing time and pressure can ensure that oil in the material flows out sufficiently, so that the finished product meets the purity requirement, but the longer the squeezing pressure and time, the better the longer the squeezing pressure and time, the energy is wasted, and the cost is increased.
Drawings
FIG. 1 is a flow chart of the process for producing durene according to the present invention.
Detailed Description
The preferred embodiments of the present invention will be described below with reference to the accompanying drawings, it being understood that the preferred embodiments described herein are for illustration and explanation of the present invention only, and are not intended to limit the present invention.
Example 1
In order to achieve the object of the present invention, as shown in fig. 1, in one embodiment of the present invention, there is provided a method for producing durene, comprising the steps of:
s1, freezing and crystallizing: adding the durene mother liquor into a crystallization kettle, and freezing and crystallizing to obtain durene crystal mixed liquor; wherein, the durene mother liquor is obtained by rectifying and cutting a C10 raw material to obtain a fraction at 190 ℃, 18% durene is contained in the durene mother liquor, the freezing crystallization process is that the durene is frozen to-20 ℃, the freezing time is 6h, and the stirring speed of a crystallization kettle is 34r/min.
S2, filter pressing: adding the durene crystal mixed solution obtained in the step S1 into a filter press, and performing filter pressing to obtain a durene filter cake; wherein, the filter pressing process comprises the following steps: s21, feeding, namely pumping the durene crystal mixed liquid obtained through cooling crystallization into a liquid inlet of a filter plate by a plunger pump, filling the filter chamber with the durene crystal mixed liquid, penetrating filter cloth and intercepting durene crystals by the filter cloth, and opening an outlet valve at the lower part of the filter plate after observing that liquid oil overflows from an oil filtering discharge port on the filter plate through a sight glass in order to ensure that the durene crystal mixed liquid can fill cavities among the filter plates to form uniform filter cakes; s22, filtering, namely, entering a filtering stage after a liquid-oil related valve is opened after feeding is finished, intercepting solid-phase durene crystals by a filter cloth during filtering, and finishing the filtering stage at the end point of the filtering stage by using the oil inlet pressure reaching 0.2 Mpa; s23, extruding, namely after the filtering oil inlet pump is stopped, entering an extruding stage, inputting extruding materials into the membrane plate, expanding the extruding materials by the membrane plate to form a durene filter cake, separating filtrate from the durene filter cake, and ending the extruding stage when the pressure reaches 0.8 Mpa; s24, after extrusion is completed, the extrusion material is stopped, the pressure is gradually released to 0.3Mpa, and purging of a liquid oil pipeline is started; the oil of the liquid oil line pipe is blown to a first intermediate tank of solvent oil, and then is conveyed to an SA-1500 solvent airtight product pipe by a plunger pump; and continuously decompressing to 0Mpa after purging, and opening the filter plate to obtain a filter cake.
S3, crushing for the first time: counting the durene filter cake obtained in the step S2 into a pulverizer, and pulverizing to obtain durene blocky materials; the particle size of the durene block material was 5cm.
S4, stirring: adding the durene blocky material obtained in the step S3 and the filtrate obtained in the step S2 through pressure filtration into a stirring kettle, and stirring to obtain durene crystal material;
s5, squeezing: adding the durene crystal material obtained in the step S4 into a squeezer, and squeezing to obtain durene solid cakes; wherein the pressing process comprises the steps of: setting the extrusion pressure to be 20MPa and the extrusion time to be 50min, conveying the obtained durene crystal material into a squeezer through a plunger pump, removing solvent oil in the squeezing process, conveying the solvent oil into a second intermediate tank, conveying 70% of the solvent oil into a crystallization kettle through the plunger pump for recycling, and conveying 30% of the solvent oil into the stirring kettle through the plunger pump for recycling as stirring liquid.
S6, crushing for the second time: and (5) adding the durene solid cake obtained in the step (S5) into a pulverizer, and pulverizing to obtain a durene finished product. The grain diameter of the durene finished product is 2cm.
Example 2
As a second embodiment, the present embodiment provides a method for producing durene, comprising the steps of:
s1, freezing and crystallizing: adding the durene solution into a crystallization kettle, and freezing and crystallizing to obtain durene crystal mixed solution; wherein, the durene solution is obtained by rectifying and cutting a C10 raw material to obtain a fraction at 200 ℃, the durene solution contains 28 percent of durene, the freezing crystallization process is freezing to-30 ℃, the freezing time is 12 hours, and the stirring speed of a crystallization kettle is 34r/min.
S2, filter pressing: adding the durene crystal mixed solution obtained in the step S1 into a filter press, and performing filter pressing to obtain a durene filter cake; wherein, the filter pressing process comprises the following steps: s21, feeding, namely pumping the durene crystal mixed liquid obtained through cooling crystallization into a liquid inlet of a filter plate by a plunger pump, filling the filter chamber with the durene crystal mixed liquid, intercepting durene crystals by the filter cloth through the filter cloth, and opening an outlet valve at the lower part of the filter plate after observing that liquid oil overflows from an oil filtering discharge port on the filter plate through a sight glass in order to ensure that the durene crystal mixed liquid can fill cavities among the filter plates to form a uniform filter cake; s22, filtering, namely, entering a filtering stage after a liquid-oil related valve is opened after feeding is finished, intercepting solid-phase durene crystals by a filter cloth during filtering, and finishing the filtering stage at the end point of the filtering stage by using the oil inlet pressure reaching 0.2 Mpa; s23, extruding, namely after the filtering oil inlet pump is stopped, entering an extruding stage, inputting extruding materials into the membrane plate, expanding the extruding materials by the membrane plate to form a durene filter cake, separating filtrate from the durene filter cake, and ending the extruding stage when the pressure reaches 0.8 Mpa; s24, after extrusion is completed, the extrusion material is stopped, the pressure is gradually released to 0.3Mpa, and purging of a liquid oil pipeline is started; the oil of the liquid oil line pipe is blown to a first intermediate tank of solvent oil, and then is conveyed to an SA-1500 solvent airtight product pipe by a plunger pump; and continuously decompressing to 0Mpa after purging, and opening the filter plate to obtain a filter cake.
S3, crushing for the first time: counting the durene filter cake obtained in the step S2 into a pulverizer, and pulverizing to obtain durene blocky materials; the particle size of the durene block material was 8cm.
S4, stirring: adding the durene blocky material obtained in the step S3 and the filtrate obtained in the step S2 through pressure filtration into a stirring kettle, and stirring to obtain durene crystal material;
s5, squeezing: adding the durene crystal material obtained in the step S4 into a squeezer, and squeezing to obtain durene solid cakes; wherein the pressing process comprises the steps of: setting the extrusion pressure to be 22MPa and the extrusion time to be 80min, conveying the obtained durene crystal material into a squeezer through a plunger pump, removing solvent oil in the squeezing process, conveying the solvent oil into a second intermediate tank, conveying 70% of the solvent oil into a crystallization kettle through the plunger pump for recycling, and conveying 30% of the solvent oil into the stirring kettle through the plunger pump for recycling as stirring liquid.
S6, crushing for the second time: and (5) adding the durene solid cake obtained in the step (S5) into a pulverizer, and pulverizing to obtain a durene finished product. The grain diameter of the durene finished product is 5cm.
Example 3
As a third embodiment, the present embodiment provides a method for producing durene, comprising the steps of:
s1, freezing and crystallizing: adding the durene solution into a crystallization kettle, and freezing and crystallizing to obtain durene crystal mixed solution; wherein, the durene solution is obtained by rectifying and cutting a C10 raw material to obtain a fraction at 195 ℃, 20% durene is contained in the durene solution, the freezing crystallization process is freezing to-26 ℃, the freezing time is 8 hours, and the stirring speed of a crystallization kettle is 34r/min.
S2, filter pressing: adding the durene crystal mixed solution obtained in the step S1 into a filter press, and performing filter pressing to obtain a durene filter cake; wherein, the filter pressing process comprises the following steps: s21, feeding, namely pumping the durene crystal mixed liquid obtained through cooling crystallization into a liquid inlet of a filter plate by a plunger pump, filling the filter chamber with the durene crystal mixed liquid, intercepting durene crystals by the filter cloth through the filter cloth, and opening an outlet valve at the lower part of the filter plate after observing that liquid oil overflows from an oil filtering discharge port on the filter plate through a sight glass in order to ensure that the durene crystal mixed liquid can fill cavities among the filter plates to form a uniform filter cake; s22, filtering, namely, entering a filtering stage after a liquid-oil related valve is opened after feeding is finished, intercepting solid-phase durene crystals by a filter cloth during filtering, and finishing the filtering stage at the end point of the filtering stage by using the oil inlet pressure reaching 0.2 Mpa; s23, extruding, namely after the filtering oil inlet pump is stopped, entering an extruding stage, inputting extruding materials into the membrane plate, expanding the extruding materials by the membrane plate to form a durene filter cake, separating filtrate from the durene filter cake, and ending the extruding stage when the pressure reaches 0.8 Mpa; s24, after extrusion is completed, the extrusion material is stopped, the pressure is gradually released to 0.3Mpa, and purging of a liquid oil pipeline is started; the oil of the liquid oil line pipe is blown to a first intermediate tank of solvent oil, and then is conveyed to an SA-1500 solvent airtight product pipe by a plunger pump; and continuously decompressing to 0Mpa after purging, and opening the filter plate to obtain a filter cake.
S3, crushing for the first time: counting the durene filter cake obtained in the step S2 into a pulverizer, and pulverizing to obtain durene blocky materials; the particle size of the durene block material was 6cm.
S4, stirring: adding the durene blocky material obtained in the step S3 and the filtrate obtained in the step S2 through pressure filtration into a stirring kettle, and stirring to obtain durene crystal material;
s5, squeezing: adding the durene crystal material obtained in the step S4 into a squeezer, and squeezing to obtain durene solid cakes; wherein the pressing process comprises the steps of: setting the extrusion pressure to 21MPa and the extrusion time to 60min, conveying the obtained durene crystal material into a squeezer through a plunger pump, removing solvent oil in the squeezing process, conveying the solvent oil into a second intermediate tank, conveying 70% of the solvent oil into a crystallization kettle through the plunger pump for recycling, and conveying 30% of the solvent oil into the stirring kettle through the plunger pump for recycling as stirring liquid.
S6, crushing for the second time: and (5) adding the durene solid cake obtained in the step (S5) into a pulverizer, and pulverizing to obtain a durene finished product. The grain diameter of the durene finished product is 4cm.
Finally, it should be noted that: the foregoing description is only a preferred embodiment of the present invention, and the present invention is not limited thereto, but it is to be understood that modifications and equivalents of some of the technical features described in the foregoing embodiments may be made by those skilled in the art, although the present invention has been described in detail with reference to the foregoing embodiments. Any modification, equivalent replacement, improvement, etc. made within the spirit and principle of the present invention should be included in the protection scope of the present invention.
Claims (5)
1. The production method of durene is characterized by comprising the following steps:
s1, freezing and crystallizing: adding the durene mother liquor into a crystallization kettle, and freezing and crystallizing to obtain durene crystal mixed liquor; freezing to-26 to-30 ℃ for 6-12 h, and stirring at 34r/min;
s2, filter pressing: adding the durene crystal mixed solution obtained in the step S1 into a filter press, and performing filter pressing to obtain a durene filter cake; the filter pressing process comprises the following steps:
s21, feeding, namely pumping the durene crystal mixed liquid obtained through cooling crystallization into a liquid inlet of a filter plate by a plunger pump, filling the filter chamber with the durene crystal mixed liquid, intercepting durene crystals by the filter cloth through the filter cloth, and opening an outlet valve at the lower part of the filter plate after observing that liquid oil overflows from an oil filtering discharge port on the filter plate through a sight glass in order to ensure that the durene crystal mixed liquid can fill cavities among the filter plates to form a uniform filter cake;
s22, filtering, namely, entering a filtering stage after a liquid-oil related valve is opened after feeding is finished, intercepting solid-phase durene crystals by a filter cloth during filtering, and finishing the filtering stage at the end point of the filtering stage by using the oil inlet pressure reaching 0.2 Mpa;
s23, extruding, namely after the filtering oil inlet pump is stopped, entering an extruding stage, inputting extruding materials into the membrane plate, expanding the extruding materials by the membrane plate to form a durene filter cake, separating filtrate from the durene filter cake, and ending the extruding stage when the pressure reaches 0.8 Mpa;
s24, after extrusion is completed, the extrusion material is stopped, the pressure is gradually released to 0.3Mpa, and purging of a liquid oil pipeline is started; the oil of the liquid oil line pipe is blown to a first intermediate tank of solvent oil, and then is conveyed to an SA-1500 solvent airtight product pipe by a plunger pump; continuously decompressing to 0Mpa after purging, and opening a filter plate to obtain a filter cake;
s3, crushing for the first time: adding the durene filter cake obtained in the step S2 into a pulverizer, and pulverizing to obtain durene massive materials;
s4, stirring: adding the durene blocky material obtained in the step S3 and the filtrate obtained in the step S2 through pressure filtration into a stirring kettle, and stirring to obtain durene crystal material;
s5, squeezing: adding the durene crystal material obtained in the step S4 into a squeezer, and squeezing to obtain durene solid cakes;
s6, crushing for the second time: and (5) adding the durene solid cake obtained in the step (S5) into a pulverizer, and pulverizing to obtain a durene finished product.
2. The method for producing durene according to claim 1, wherein the durene solution in the step S1 is obtained by rectifying and cutting a C10 raw material to obtain a fraction of 190-200 ℃, and the durene solution contains 18-28% of durene.
3. The method for producing durene according to claim 1, wherein the particle size of durene lump material obtained by crushing in step S3 is 5-8 cm.
4. The method for producing durene according to claim 1, wherein the pressing process in step S5 comprises the steps of: setting the extrusion pressure to be 20-22 MPa and the extrusion time to be 50-80 min, conveying the obtained durene crystal material into a squeezer through a plunger pump, removing solvent oil in the squeezing process, conveying the solvent oil into a second intermediate tank, conveying 70% of the solvent oil into a crystallization kettle through the plunger pump for recycling, and conveying 30% of the solvent oil into a stirring kettle through the plunger pump for recycling as stirring liquid.
5. The method for producing durene according to claim 1, wherein the grain size of the durene product obtained by crushing in step S6 is 2-5 cm.
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| GB796479A (en) * | 1956-12-27 | 1958-06-11 | Exxon Research Engineering Co | Durene recovery process |
| JPS62209030A (en) * | 1986-03-10 | 1987-09-14 | Nippon Shokubai Kagaku Kogyo Co Ltd | Separation of durene |
| CN101279886A (en) * | 2008-05-22 | 2008-10-08 | 天津市大港区兴源化工厂 | Technological process for preparing durene with reformed C10 aromatic |
| CN105541543A (en) * | 2016-02-15 | 2016-05-04 | 天津市兴源化工有限公司 | Durene purifying method |
| CN109232158A (en) * | 2018-10-26 | 2019-01-18 | 江苏华伦化工有限公司 | Durol continuous crystallisation process |
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- 2021-02-05 CN CN202110162445.XA patent/CN112876331B/en active Active
Patent Citations (5)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| GB796479A (en) * | 1956-12-27 | 1958-06-11 | Exxon Research Engineering Co | Durene recovery process |
| JPS62209030A (en) * | 1986-03-10 | 1987-09-14 | Nippon Shokubai Kagaku Kogyo Co Ltd | Separation of durene |
| CN101279886A (en) * | 2008-05-22 | 2008-10-08 | 天津市大港区兴源化工厂 | Technological process for preparing durene with reformed C10 aromatic |
| CN105541543A (en) * | 2016-02-15 | 2016-05-04 | 天津市兴源化工有限公司 | Durene purifying method |
| CN109232158A (en) * | 2018-10-26 | 2019-01-18 | 江苏华伦化工有限公司 | Durol continuous crystallisation process |
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