CN111925287A - Device and method for producing fumaric acid by taking pyromellitic dianhydride tail gas washing liquid as raw material - Google Patents
Device and method for producing fumaric acid by taking pyromellitic dianhydride tail gas washing liquid as raw material Download PDFInfo
- Publication number
- CN111925287A CN111925287A CN202010819752.6A CN202010819752A CN111925287A CN 111925287 A CN111925287 A CN 111925287A CN 202010819752 A CN202010819752 A CN 202010819752A CN 111925287 A CN111925287 A CN 111925287A
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- China
- Prior art keywords
- pyromellitic dianhydride
- tail gas
- washing liquid
- gas washing
- kettle
- Prior art date
- Legal status (The legal status is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the status listed.)
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- VZCYOOQTPOCHFL-OWOJBTEDSA-N Fumaric acid Chemical compound OC(=O)\C=C\C(O)=O VZCYOOQTPOCHFL-OWOJBTEDSA-N 0.000 title claims abstract description 50
- VLDPXPPHXDGHEW-UHFFFAOYSA-N 1-chloro-2-dichlorophosphoryloxybenzene Chemical compound ClC1=CC=CC=C1OP(Cl)(Cl)=O VLDPXPPHXDGHEW-UHFFFAOYSA-N 0.000 title claims abstract description 35
- VZCYOOQTPOCHFL-UHFFFAOYSA-N trans-butenedioic acid Natural products OC(=O)C=CC(O)=O VZCYOOQTPOCHFL-UHFFFAOYSA-N 0.000 title claims abstract description 34
- 239000007788 liquid Substances 0.000 title claims abstract description 33
- 238000005406 washing Methods 0.000 title claims abstract description 32
- 239000001530 fumaric acid Substances 0.000 title claims abstract description 25
- 239000002994 raw material Substances 0.000 title claims abstract description 14
- 238000004519 manufacturing process Methods 0.000 title claims abstract description 7
- 239000000463 material Substances 0.000 claims abstract description 20
- 238000006317 isomerization reaction Methods 0.000 claims abstract description 19
- UMGDCJDMYOKAJW-UHFFFAOYSA-N thiourea Chemical compound NC(N)=S UMGDCJDMYOKAJW-UHFFFAOYSA-N 0.000 claims abstract description 16
- 238000000034 method Methods 0.000 claims abstract description 14
- OKTJSMMVPCPJKN-UHFFFAOYSA-N Carbon Chemical compound [C] OKTJSMMVPCPJKN-UHFFFAOYSA-N 0.000 claims abstract description 12
- OFOBLEOULBTSOW-UHFFFAOYSA-N Propanedioic acid Natural products OC(=O)CC(O)=O OFOBLEOULBTSOW-UHFFFAOYSA-N 0.000 claims abstract description 9
- VZCYOOQTPOCHFL-UPHRSURJSA-N maleic acid Chemical compound OC(=O)\C=C/C(O)=O VZCYOOQTPOCHFL-UPHRSURJSA-N 0.000 claims abstract description 9
- 239000011976 maleic acid Substances 0.000 claims abstract description 9
- XSQUKJJJFZCRTK-UHFFFAOYSA-N Urea Natural products NC(N)=O XSQUKJJJFZCRTK-UHFFFAOYSA-N 0.000 claims abstract description 8
- 238000006243 chemical reaction Methods 0.000 claims abstract description 7
- 238000001914 filtration Methods 0.000 claims abstract description 4
- 238000001035 drying Methods 0.000 claims description 8
- 238000003756 stirring Methods 0.000 claims description 6
- 239000002253 acid Substances 0.000 claims description 5
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 claims description 3
- 238000001816 cooling Methods 0.000 claims description 2
- 239000003054 catalyst Substances 0.000 abstract description 3
- 239000012847 fine chemical Substances 0.000 abstract description 2
- 239000002699 waste material Substances 0.000 abstract description 2
- UHOVQNZJYSORNB-UHFFFAOYSA-N Benzene Chemical compound C1=CC=CC=C1 UHOVQNZJYSORNB-UHFFFAOYSA-N 0.000 description 3
- 238000005119 centrifugation Methods 0.000 description 3
- 238000010438 heat treatment Methods 0.000 description 3
- FPYJFEHAWHCUMM-UHFFFAOYSA-N maleic anhydride Chemical compound O=C1OC(=O)C=C1 FPYJFEHAWHCUMM-UHFFFAOYSA-N 0.000 description 2
- 239000000047 product Substances 0.000 description 2
- 238000005507 spraying Methods 0.000 description 2
- VXNZUUAINFGPBY-UHFFFAOYSA-N 1-Butene Chemical compound CCC=C VXNZUUAINFGPBY-UHFFFAOYSA-N 0.000 description 1
- 230000009286 beneficial effect Effects 0.000 description 1
- IAQRGUVFOMOMEM-UHFFFAOYSA-N butene Natural products CC=CC IAQRGUVFOMOMEM-UHFFFAOYSA-N 0.000 description 1
- 239000006227 byproduct Substances 0.000 description 1
- 150000001732 carboxylic acid derivatives Chemical class 0.000 description 1
- 239000013078 crystal Substances 0.000 description 1
- 230000000694 effects Effects 0.000 description 1
- 238000009776 industrial production Methods 0.000 description 1
- 239000012452 mother liquor Substances 0.000 description 1
- 238000000746 purification Methods 0.000 description 1
- 125000000383 tetramethylene group Chemical group [H]C([H])([*:1])C([H])([H])C([H])([H])C([H])([H])[*:2] 0.000 description 1
- 239000002351 wastewater Substances 0.000 description 1
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Classifications
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C51/00—Preparation of carboxylic acids or their salts, halides or anhydrides
- C07C51/347—Preparation of carboxylic acids or their salts, halides or anhydrides by reactions not involving formation of carboxyl groups
- C07C51/353—Preparation of carboxylic acids or their salts, halides or anhydrides by reactions not involving formation of carboxyl groups by isomerisation; by change of size of the carbon skeleton
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C51/00—Preparation of carboxylic acids or their salts, halides or anhydrides
- C07C51/42—Separation; Purification; Stabilisation; Use of additives
- C07C51/47—Separation; Purification; Stabilisation; Use of additives by solid-liquid treatment; by chemisorption
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07B—GENERAL METHODS OF ORGANIC CHEMISTRY; APPARATUS THEREFOR
- C07B2200/00—Indexing scheme relating to specific properties of organic compounds
- C07B2200/09—Geometrical isomers
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- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Engineering & Computer Science (AREA)
- Oil, Petroleum & Natural Gas (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Heterocyclic Carbon Compounds Containing A Hetero Ring Having Oxygen Or Sulfur (AREA)
Abstract
The invention relates to a device and a method for producing fumaric acid by using pyromellitic dianhydride tail gas washing liquid as a raw material, belonging to the field of fine chemical industry. The method comprises the following steps: adding pyromellitic dianhydride tail gas washing liquid and activated carbon into a decoloring kettle for decoloring, wherein the pyromellitic dianhydride tail gas washing liquid contains maleic acid; filtering the decolored material, feeding the filtered material into an isomerization kettle, adding thiourea into the isomerization kettle for reaction, and centrifuging the reacted material to obtain the fumaric acid. The invention takes the pyromellitic dianhydride tail gas washing liquid as the raw material and thiourea as the isomerization catalyst to produce fumaric acid, thereby changing waste into valuable and improving the added value of the pyromellitic dianhydride product.
Description
Technical Field
The invention relates to a device and a method for producing fumaric acid by using pyromellitic dianhydride tail gas washing liquid as a raw material, belonging to the field of fine chemical industry.
Background
Fumaric acid is a colorless, flammable crystal, a carboxylic acid derived from butene, with a generic name: fumaric acid. Fumaric acid and maleic acid are mutually geometric isomers, and fumaric acid can be converted into maleic acid by heating to 250-300 ℃.
There are various methods for the industrial production of fumaric acid. The main source is that benzene (or butylene) is oxidized into maleic acid (or maleic anhydride) in the presence of catalyst, and then the maleic acid (or maleic anhydride) is isomerized to obtain the product.
Disclosure of Invention
The invention takes the pyromellitic dianhydride tail gas washing liquid as the raw material to produce fumaric acid, changes waste into valuable and improves the added value of the pyromellitic dianhydride product.
The invention provides a device for producing fumaric acid by taking pyromellitic dianhydride tail gas washing liquid as a raw material, which comprises a decoloring kettle, a filter, an isomerization kettle and centrifugal equipment; the decoloring kettle is connected with a centrifugal device through a filter and an isomerization kettle in sequence.
The decoloring kettle is a decoloring kettle provided with a jacket.
The filter is a bag filter.
The isomerization kettle is provided with a jacket.
The invention preferably further comprises drying means; the decoloring kettle is connected with the drying equipment through a filter, an isomerization kettle and centrifugal equipment in sequence.
The invention also aims to provide a method for producing fumaric acid by using the device and taking the pyromellitic dianhydride tail gas washing liquid as a raw material, which comprises the following steps: adding pyromellitic dianhydride tail gas washing liquid and activated carbon into a decoloring kettle for decoloring, wherein the pyromellitic dianhydride tail gas washing liquid contains maleic acid; filtering the decolored material, feeding the filtered material into an isomerization kettle, adding thiourea into the isomerization kettle for reaction, and centrifuging the reacted material to obtain the fumaric acid.
The invention preferably selects the acid concentration in the pyromellitic dianhydride tail gas washing liquid to be 22-24%.
The invention preferably selects the weight ratio of the activated carbon to the pyromellitic dianhydride tail gas washing liquid to be 1-2: 250.
the preferred decoloring conditions of the present invention are: decolorizing at 50-95 deg.C for 30-60min under stirring at 55-65 r/min.
The invention preferably selects the water content of the filtered material to be 15-25%.
The invention preferably selects the weight ratio of the thiourea to the pyromellitic dianhydride tail gas washing liquid to be 1-2: 250.
the reaction conditions of the present invention are preferably as follows: reacting at 95-100 ℃ for 30-40 ℃ under the stirring of 55-65 r/min.
The invention preferably reduces the temperature of the reacted materials to below 30 ℃ and then centrifuges the materials.
The centrifugation conditions of the invention are as follows: centrifuging at 700-900RPM for 30-40 min.
The mother liquor after centrifugation can be used for spraying liquid of a pyromellitic dianhydride tail gas washing tower and can also be used for adjusting the concentration of acid in a decoloring kettle.
The invention has the beneficial effects that:
the method of the invention generates no waste water.
The method has good purification effect on the pyromellitic dianhydride tail gas washing liquid, and reaches the relevant emission standard.
The conversion rate of the fumaric acid produced by the method is 70-90%.
The method takes the pyromellitic dianhydride tail gas washing liquid as a raw material to produce the by-product fumaric acid, and improves the additional value of the pyromellitic dianhydride by 1000-4000 yuan/ton.
Drawings
In the figure 1 of the attached drawings of the invention,
FIG. 1 is a schematic view of the structure of the apparatus according to example 1;
wherein: 1. a decoloring kettle, 2, a bag filter, 3, an isomerization kettle, 4, a centrifugal device, 5 and a drying device.
Detailed Description
The following non-limiting examples are presented to enable those of ordinary skill in the art to more fully understand the present invention and are not intended to limit the invention in any way.
Example 1
A device for producing fumaric acid by taking pyromellitic dianhydride tail gas washing liquid as a raw material comprises a decoloring kettle 1 with a jacket, a bag filter 2, an isomerization kettle 3 with a jacket, centrifugal equipment 4 and drying equipment 5;
the decoloring kettle 1 is connected with a drying device 5 sequentially through a bag filter 2, an isomerization kettle 3 and a centrifugal device 4.
Example 2
A method for producing fumaric acid by using a pyromellitic dianhydride tail gas washing liquid as a raw material by using the device in embodiment 1 comprises the following steps:
adding 5000kg of pyromellitic dianhydride tail gas washing liquid into a decoloring kettle 1, wherein the pyromellitic dianhydride tail gas washing liquid contains maleic acid, the acid concentration in the pyromellitic dianhydride tail gas washing liquid is 24%, stirring at 60r/min, heating to 85 ℃, and adding 25kg of activated carbon into the decoloring kettle 1 for decoloring for 40 min;
filtering the decolored material, enabling the water content of the filtered material to be 20%, enabling the filtered material to enter an isomerization kettle 3, adding 30kg of thiourea into the isomerization kettle 3, stirring at 60r/min, heating to 100 ℃, and reacting for 30min, wherein the chemical reaction equation is as follows: maleic acid → fumaric acid, and thiourea as catalyst;
cooling the reacted materials to 25 ℃, centrifuging the materials at 800RPM for 30min, and drying the materials to obtain fumaric acid;
the mother liquid after centrifugation can be used for spraying liquid of a pyromellitic dianhydride tail gas washing tower and can also be used for adjusting the concentration of acid in a decoloring kettle.
Claims (10)
1. A device for producing fumaric acid by using pyromellitic dianhydride tail gas washing liquid as a raw material is characterized in that: the device comprises a decoloring kettle, a filter, an isomerization kettle and centrifugal equipment;
the decoloring kettle is connected with a centrifugal device through a filter and an isomerization kettle in sequence.
2. The device for producing fumaric acid by using the pyromellitic dianhydride tail gas washing liquid as the raw material according to claim 1, characterized in that: the apparatus further comprises a drying device;
the decoloring kettle is connected with the drying equipment through a filter, an isomerization kettle and centrifugal equipment in sequence.
3. A method for producing fumaric acid by using the device of claim 1 or 2 and using pyromellitic dianhydride tail gas washing liquid as a raw material is characterized in that: the method comprises the following steps:
adding pyromellitic dianhydride tail gas washing liquid and activated carbon into a decoloring kettle for decoloring, wherein the pyromellitic dianhydride tail gas washing liquid contains maleic acid;
filtering the decolored material, feeding the filtered material into an isomerization kettle, adding thiourea into the isomerization kettle for reaction, and centrifuging the reacted material to obtain the fumaric acid.
4. The method of claim 3, wherein: the concentration of acid in the pyromellitic dianhydride tail gas washing liquid is 22-24%.
5. The method of claim 4, wherein: the weight ratio of the activated carbon to the pyromellitic dianhydride tail gas washing liquid is 1-2: 250.
6. the method of claim 5, wherein: the decoloring conditions are as follows: decolorizing at 50-95 deg.C for 30-60min under stirring at 55-65 r/min.
7. The method of claim 6, wherein: the water content of the filtered material is 15-25%.
8. The method of claim 7, wherein: the weight ratio of the thiourea to the pyromellitic dianhydride tail gas washing liquid is 1-2: 250.
9. the method of claim 8, wherein: the reaction conditions are as follows: reacting at 95-100 ℃ for 30-40 ℃ under the stirring of 55-65 r/min.
10. The method of claim 9, wherein: and cooling the reacted materials to below 30 ℃, and centrifuging.
Priority Applications (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| CN202010819752.6A CN111925287A (en) | 2020-08-14 | 2020-08-14 | Device and method for producing fumaric acid by taking pyromellitic dianhydride tail gas washing liquid as raw material |
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| CN202010819752.6A CN111925287A (en) | 2020-08-14 | 2020-08-14 | Device and method for producing fumaric acid by taking pyromellitic dianhydride tail gas washing liquid as raw material |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| CN111925287A true CN111925287A (en) | 2020-11-13 |
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| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| CN202010819752.6A Pending CN111925287A (en) | 2020-08-14 | 2020-08-14 | Device and method for producing fumaric acid by taking pyromellitic dianhydride tail gas washing liquid as raw material |
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Citations (5)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN101024608A (en) * | 2007-03-15 | 2007-08-29 | 山东宏信化工股份有限公司 | Process for preparing fumaric acid by spraying acid water to benzene anhydride oxidized tail gas |
| CN102336761A (en) * | 2010-12-17 | 2012-02-01 | 常熟市联邦化工有限公司 | Method for capturing and purifying pyromellitic dianhydride |
| CN104016852A (en) * | 2014-02-17 | 2014-09-03 | 华东理工大学 | Novel production process of fumaric acid with low color number and high purity |
| CN104118958A (en) * | 2014-07-30 | 2014-10-29 | 山东宏信化工股份有限公司 | Fumaric acid wastewater recovery treatment technique |
| CN106631765A (en) * | 2016-12-05 | 2017-05-10 | 广东榕泰实业股份有限公司 | Process for producing fumaric acid by using phthalic anhydride waste water |
-
2020
- 2020-08-14 CN CN202010819752.6A patent/CN111925287A/en active Pending
Patent Citations (5)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN101024608A (en) * | 2007-03-15 | 2007-08-29 | 山东宏信化工股份有限公司 | Process for preparing fumaric acid by spraying acid water to benzene anhydride oxidized tail gas |
| CN102336761A (en) * | 2010-12-17 | 2012-02-01 | 常熟市联邦化工有限公司 | Method for capturing and purifying pyromellitic dianhydride |
| CN104016852A (en) * | 2014-02-17 | 2014-09-03 | 华东理工大学 | Novel production process of fumaric acid with low color number and high purity |
| CN104118958A (en) * | 2014-07-30 | 2014-10-29 | 山东宏信化工股份有限公司 | Fumaric acid wastewater recovery treatment technique |
| CN106631765A (en) * | 2016-12-05 | 2017-05-10 | 广东榕泰实业股份有限公司 | Process for producing fumaric acid by using phthalic anhydride waste water |
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Application publication date: 20201113 |
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