CN113248414A - System for cyclic utilization cuprous iodide catalyst preparation dimercapto toluene diamine - Google Patents
System for cyclic utilization cuprous iodide catalyst preparation dimercapto toluene diamine Download PDFInfo
- Publication number
- CN113248414A CN113248414A CN202110560003.0A CN202110560003A CN113248414A CN 113248414 A CN113248414 A CN 113248414A CN 202110560003 A CN202110560003 A CN 202110560003A CN 113248414 A CN113248414 A CN 113248414A
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- Prior art keywords
- filter
- cuprous iodide
- filter element
- crude product
- dimethyl
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- 229910021595 Copper(I) iodide Inorganic materials 0.000 title claims abstract description 56
- LSXDOTMGLUJQCM-UHFFFAOYSA-M copper(i) iodide Chemical compound I[Cu] LSXDOTMGLUJQCM-UHFFFAOYSA-M 0.000 title claims abstract description 56
- 239000003054 catalyst Substances 0.000 title claims abstract description 37
- 238000002360 preparation method Methods 0.000 title description 4
- 125000004122 cyclic group Chemical group 0.000 title description 3
- UKQMUPLYHOXQQR-UHFFFAOYSA-N phenylmethanedithiol Chemical compound SC(S)C1=CC=CC=C1 UKQMUPLYHOXQQR-UHFFFAOYSA-N 0.000 title description 3
- WQOXQRCZOLPYPM-UHFFFAOYSA-N dimethyl disulfide Chemical compound CSSC WQOXQRCZOLPYPM-UHFFFAOYSA-N 0.000 claims abstract description 80
- 238000006243 chemical reaction Methods 0.000 claims abstract description 37
- 239000012043 crude product Substances 0.000 claims abstract description 34
- 238000011001 backwashing Methods 0.000 claims abstract description 21
- AOFIWCXMXPVSAZ-UHFFFAOYSA-N 4-methyl-2,6-bis(methylsulfanyl)benzene-1,3-diamine Chemical compound CSC1=CC(C)=C(N)C(SC)=C1N AOFIWCXMXPVSAZ-UHFFFAOYSA-N 0.000 claims abstract description 18
- 238000004064 recycling Methods 0.000 claims abstract description 18
- QMMFVYPAHWMCMS-UHFFFAOYSA-N Dimethyl sulfide Chemical compound CSC QMMFVYPAHWMCMS-UHFFFAOYSA-N 0.000 claims abstract description 16
- VOZKAJLKRJDJLL-UHFFFAOYSA-N 2,4-diaminotoluene Chemical compound CC1=CC=C(N)C=C1N VOZKAJLKRJDJLL-UHFFFAOYSA-N 0.000 claims abstract description 13
- 238000001914 filtration Methods 0.000 claims abstract description 8
- MNBBRXLSLIDMHY-UHFFFAOYSA-N bis(methylsulfanyl)methylbenzene Chemical compound CSC(SC)C1=CC=CC=C1 MNBBRXLSLIDMHY-UHFFFAOYSA-N 0.000 claims abstract description 4
- 238000004821 distillation Methods 0.000 claims description 15
- 239000000706 filtrate Substances 0.000 claims description 15
- 238000011010 flushing procedure Methods 0.000 claims description 11
- 239000000047 product Substances 0.000 claims description 10
- 239000007788 liquid Substances 0.000 claims description 8
- 239000012530 fluid Substances 0.000 claims description 6
- 230000002093 peripheral effect Effects 0.000 claims description 2
- 238000000034 method Methods 0.000 description 6
- 230000008569 process Effects 0.000 description 5
- 238000000967 suction filtration Methods 0.000 description 5
- 238000012986 modification Methods 0.000 description 3
- 230000004048 modification Effects 0.000 description 3
- 238000010586 diagram Methods 0.000 description 2
- JTBAOJVLBMPVBV-UHFFFAOYSA-N [2,4-diamino-5-methyl-3-(sulfanylmethyl)phenyl]methanethiol Chemical compound CC1=CC(CS)=C(N)C(CS)=C1N JTBAOJVLBMPVBV-UHFFFAOYSA-N 0.000 description 1
- 230000009471 action Effects 0.000 description 1
- 238000004587 chromatography analysis Methods 0.000 description 1
- 230000000694 effects Effects 0.000 description 1
- 239000012466 permeate Substances 0.000 description 1
- 239000002994 raw material Substances 0.000 description 1
- 238000010992 reflux Methods 0.000 description 1
- 239000000126 substance Substances 0.000 description 1
- 238000003786 synthesis reaction Methods 0.000 description 1
- 239000002699 waste material Substances 0.000 description 1
Images
Classifications
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C319/00—Preparation of thiols, sulfides, hydropolysulfides or polysulfides
- C07C319/14—Preparation of thiols, sulfides, hydropolysulfides or polysulfides of sulfides
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C319/00—Preparation of thiols, sulfides, hydropolysulfides or polysulfides
- C07C319/26—Separation; Purification; Stabilisation; Use of additives
- C07C319/28—Separation; Purification
-
- Y—GENERAL TAGGING OF NEW TECHNOLOGICAL DEVELOPMENTS; GENERAL TAGGING OF CROSS-SECTIONAL TECHNOLOGIES SPANNING OVER SEVERAL SECTIONS OF THE IPC; TECHNICAL SUBJECTS COVERED BY FORMER USPC CROSS-REFERENCE ART COLLECTIONS [XRACs] AND DIGESTS
- Y02—TECHNOLOGIES OR APPLICATIONS FOR MITIGATION OR ADAPTATION AGAINST CLIMATE CHANGE
- Y02P—CLIMATE CHANGE MITIGATION TECHNOLOGIES IN THE PRODUCTION OR PROCESSING OF GOODS
- Y02P20/00—Technologies relating to chemical industry
- Y02P20/50—Improvements relating to the production of bulk chemicals
- Y02P20/584—Recycling of catalysts
Abstract
The invention discloses a system for preparing dimethylthiotoluenediamine by recycling a cuprous iodide catalyst, which comprises a back-washing filter, a reaction kettle, a DMTDA crude product tank and a filter pump; the reaction kettle is connected with the filter pump through a DMTDA crude product tank, and the filter pump is connected with the backwashing filter; the reaction kettle is used for preparing a dimethyl-sulfenyl toluene diamine crude product by reacting 2, 4-diaminotoluene, dimethyl disulfide and cuprous iodide; the filter pump is used for filtering the crude product of the dimethyl-sulfur-based toluenediamine to obtain cuprous iodide and conveying the cuprous iodide to the backwashing filter; and the back-washing filter is used for recovering the cuprous iodide and conveying the cuprous iodide to the reaction kettle. The system for preparing dimethyl-sulfur-based toluenediamine by recycling the cuprous iodide catalyst reduces the labor intensity of filtering the DMTDA crude product, protects the environment, recycles the cuprous iodide catalyst, reduces the consumption and improves the yield.
Description
Technical Field
The invention relates to the technical field of chemical synthesis, in particular to a system for preparing dimethylthiotoluenediamine by recycling a cuprous iodide catalyst.
Background
At present, a certain amount of Toluenediamine (TDA) is put into a reaction kettle, heated and stirred to 120 ℃ or higher, a catalyst is added, and then a specified amount of dimethyl disulfide is added at 120-130 ℃ and kept in reflux. When the reaction proceeded to a certain stage, a sample was taken and analyzed by chromatography to determine the degree of progress of the reaction. And removing excessive dimethyl disulfide after the reaction reaches the end point to obtain a crude product. In the reaction process, the adopted catalyst is cuprous iodide, the price of the cuprous iodide is expensive, and the cuprous iodide cannot be recycled in the process of the process flow in most of devices for preparing the dimethylthiotoluenediamine, so that the preparation cost is increased.
In conclusion, in the process of preparing the dimethylthiotoluenediamine by the conventional process equipment, cuprous iodide cannot be recycled, so that the preparation cost is high, the catalyst is required to be subjected to suction filtration by a suction filtration machine in the conventional system, and the field taste is very large in the process of starting the suction filtration after the suction filtration of filter residues of the suction filtration machine is finished; still need artifical clearance suction filter internal catalyst simultaneously, waste time and energy, dirty again is tired, and intensity of labour is high moreover, needs urgent to research and develop a new system that cyclic utilization cuprous iodide catalyst prepared dimercapto toluene diamine.
Disclosure of Invention
Therefore, the invention provides a system for preparing dimethylthiotoluenediamine by recycling a cuprous iodide catalyst.
In order to achieve the above purpose, the invention provides the following technical scheme:
the embodiment of the invention provides a system for preparing dimethylthiotoluenediamine by recycling a cuprous iodide catalyst,
the system comprises a back-flushing filter, a reaction kettle, a crude product tank and a filter pump; the reaction kettle is connected with the filter pump through a crude product tank, and the filter pump is connected with the backwashing filter;
the reaction kettle is used for preparing a dimethyl-sulfenyl toluene diamine crude product by reacting 2, 4-diaminotoluene, dimethyl disulfide and cuprous iodide;
the filter pump is used for filtering the crude product of the dimethyl-sulfur-based toluenediamine to obtain cuprous iodide and conveying the cuprous iodide to the backwashing filter;
and the back-washing filter is used for recovering the cuprous iodide and conveying the cuprous iodide to the reaction kettle.
In one embodiment of the invention, the system further comprises a dimethyl disulfide metering tank connected with the backwashing filter, and the dimethyl disulfide metering tank conveys dimethyl sulfide to the backwashing filter through an air compressor.
In an embodiment of the present invention, the system further includes a dimethyl disulfide distillation still, and the dimethyl disulfide distillation still is connected to the filter pump and the backwashing filter respectively.
In one embodiment of the invention, the dimethyl disulfide distillation kettle is further connected with a pure product tank for containing DMTDA.
In one embodiment of the invention, the reaction kettle is connected with a motor.
In one embodiment of the invention, the flushing filter comprises a shell and a filter element arranged in the shell, wherein a cavity is formed between the outer peripheral side of the filter element and the inner side of the shell, and a filtrate inlet, a filtrate outlet, a backwash liquid inlet and a backwash liquid outlet are formed in the shell;
the filter element comprises a filter element body, a filter inlet, a filter outlet and a back flushing fluid inlet, wherein the filter element body is provided with a filter element cavity, the filter element cavity is communicated with the filter element body, the filter element inlet is communicated with the filter element body, the filter element cavity is communicated with the back flushing fluid inlet and the back flushing fluid outlet, and the filter element body is provided with a filter element cavity.
In this example, DMTDA is 2, 4-diamino-3, 5-dimethylthiotoluene (Dimethyl Thio-Toluene Diamine) having a chemical formula of C9H14N2S2。
The invention has the following advantages:
the system for preparing the dimethyl-sulfur-based toluenediamine by recycling the cuprous iodide catalyst is simple to operate, reduces the labor intensity of filtering the DMTDA crude product, protects the environment, recycles the cuprous iodide catalyst, reduces the consumption and improves the yield.
Drawings
In order to more clearly illustrate the embodiments of the present invention or the technical solutions in the prior art, the drawings used in the description of the embodiments or the prior art will be briefly described below. It should be apparent that the drawings in the following description are merely exemplary, and that other embodiments can be derived from the drawings provided by those of ordinary skill in the art without inventive effort.
The structures, ratios, sizes, and the like shown in the present specification are only used for matching with the contents disclosed in the specification, so as to be understood and read by those skilled in the art, and are not used to limit the conditions that the present invention can be implemented, so that the present invention has no technical significance, and any structural modifications, changes in the ratio relationship, or adjustments of the sizes, without affecting the effects and the achievable by the present invention, should still fall within the range that the technical contents disclosed in the present invention can cover.
FIG. 1 is a schematic diagram of the structure of a system for recycling a cuprous iodide catalyst to prepare dimethylthiotoluenediamine according to an embodiment of the present invention;
FIG. 2 is a schematic structural diagram of a backwash filter provided in an embodiment of the invention;
wherein, 100-filtrate outlet; 200-filtrate inlet; 300-a filter element; 400-backwash inlet; 500-backwash outlet.
Detailed Description
The present invention is described in terms of particular embodiments, other advantages and features of the invention will become apparent to those skilled in the art from the following disclosure, and it is to be understood that the described embodiments are merely exemplary of the invention and that it is not intended to limit the invention to the particular embodiments disclosed. All other embodiments, which can be derived by a person skilled in the art from the embodiments given herein without making any creative effort, shall fall within the protection scope of the present invention.
In the examples of the present invention, the apparatus not specifically described, such as the reaction vessel, the crude product tank, the air compressor, the filtration pump, and the motor, are all apparatuses generally used in the prior art.
As shown in fig. 1, this example provides a system for preparing dimethylthiotoluenediamine by recycling a cuprous iodide catalyst, which includes a back-flush filter, a reaction kettle, a DMTDA crude product tank, and a filter pump; the reaction kettle is connected with the filter pump through a DMTDA crude product tankThe filter pump is connected with the back washing filter, the reaction kettle is connected with a motor, and the motor drives the stirrer of the reaction kettle to rotate, so that the raw materials in the reaction kettle are fully reacted. The reaction kettle is used for preparing a dimethyl-sulfenyl toluene diamine crude product by utilizing the reaction of 2, 4-diaminotoluene, dimethyl disulfide and cuprous iodide, and the chemical reaction in the reaction kettle is as follows: c7H10N2Ten 2 (CH)3)2S2＝C9H14N2S2Ten 2CH4S; the filter pump is used for filtering the crude product of the dimethyl-sulfur-based toluenediamine to obtain cuprous iodide and conveying the cuprous iodide to the backwashing filter; and the back-flushing filter is used for recovering the cuprous iodide and conveying the cuprous iodide to the reaction kettle.
The system for preparing the dimethylthio toluene diamine by recycling the cuprous iodide catalyst further comprises a dimethyl disulfide metering tank and a dimethyl disulfide distillation kettle, wherein the dimethyl disulfide metering tank is connected with a back flush filter, and the dimethyl disulfide distillation kettle is further connected with a DMTDA pure product tank. The DMTDA crude product enters a filter pump through a DMTDA crude product tank, and is filtered by the filter pump to obtain a cuprous iodide catalyst and a DMTDA crude product, wherein the cuprous iodide catalyst enters a backwashing filter, the DMTD crude product enters a dimethyl disulfide distillation kettle, the DMTDA crude product is treated by the dimethyl disulfide distillation kettle to obtain a DMTDA pure product, the DMTDA pure product enters the DMTDA pure product tank, and the obtained dimethyl disulfide enters a dimethyl disulfide metering tank.
The dimethyl disulfide distillation kettle is respectively connected with the filter pump and the back flush filter, the dimethyl disulfide metering tank conveys dimethyl sulfide to the back flush filter through the air compressor, the dimethyl disulfide is in the back flush filter, cuprous iodide is flushed down and enters the reaction kettle, filtrate enters the dimethyl disulfide distillation kettle, and the treated dimethyl disulfide enters the dimethyl disulfide metering tank again.
As shown in fig. 2, the backwash filter is a precision filter element 300 type backwash filter, and the filter comprises a housing and a filter element 300, wherein the housing is provided with a filtrate inlet 200, a filtrate outlet 100, a backwash liquid inlet 400 and a backwash liquid outlet 500. The filtrate enters through the filtrate inlet 200 of the backwash filter, and the filtrate permeates the filter stick of the filter element 300 from outside to inside through the filter element 300 and is filtered into liquid without catalyst. Then the filtrate is discharged through a filtrate outlet 100, the cuprous iodide catalyst is adsorbed on the surface of the filter element 300, and the filtrate outlet 100 of the back flush filter is respectively connected with a dimethyl disulfide metering tank and a dimethyl disulfide distillation kettle through a three-way valve.
The working principle of the system for preparing the dimethylthiotoluenediamine by recycling the cuprous iodide catalyst comprises the following steps: adding a large amount of dimethyldisulfide into a DMTDA crude product obtained in a reaction kettle to dilute the DMTDA crude product, transferring the diluted DMTDA crude product into a DMTDA crude product tank, starting a filter pump, enabling a cuprous iodide catalyst to enter a backwashing filter under the action of the DMTDA crude product and the filter pump, enabling the DMTDA crude product to enter a dimethyldisulfide distillation kettle, and enabling the cuprous iodide catalyst to enter the reaction kettle after being treated by the backwashing filter to obtain cuprous iodide and participate in the reaction again. And the DMTDA crude product entering the dimethyl disulfide distillation kettle is further processed by the dimethyl disulfide distillation kettle to obtain a DMTDA pure product, and the obtained dimethyl disulfide can further enter a dimethyl disulfide metering tank to participate in the next reaction. The method utilizes the pressure generated by the air compressor to drive the dimethyl disulfide to pass through the back flush filter, washes the cuprous iodide catalyst on the surface of the filter rod of the back flush filter, and then feeds the feed liquid containing the cuprous iodide catalyst into the reaction kettle for the next feeding.
Test examples
The embodiment of the invention and the prior art are used for producing the DMTDA pure product, and the prior system for producing the DMTDA pure product consists of a dimethyl disulfide metering tank, a reaction kettle, a crude product tank and a suction filter. The respective indices were compared, and the results of the comparison are shown in table 1.
TABLE 1
The system for preparing dimethyl-sulfur-based toluenediamine by recycling the cuprous iodide catalyst reduces the labor intensity of filtering the DMTDA crude product, protects the environment, recycles the cuprous iodide catalyst, reduces the consumption of the catalyst and improves the product yield of the DMTDA. The system for preparing the dimethylthiotoluenediamine is operated under a closed condition, is simple to operate and has high catalyst recycling rate.
Although the invention has been described in detail above with reference to a general description and specific examples, it will be apparent to one skilled in the art that modifications or improvements may be made thereto based on the invention. Accordingly, such modifications and improvements are intended to be within the scope of the invention as claimed.
Claims (6)
1. A system for preparing dimethylthiotoluenediamine by recycling a cuprous iodide catalyst is characterized in that,
the system comprises a back-flushing filter, a reaction kettle, a crude product tank and a filter pump; the reaction kettle is connected with the filter pump through a crude product tank, and the filter pump is connected with the backwashing filter;
the reaction kettle is used for preparing a dimethyl-sulfenyl toluene diamine crude product by reacting 2, 4-diaminotoluene, dimethyl disulfide and cuprous iodide;
the filter pump is used for filtering the crude product of the dimethyl-sulfur-based toluenediamine to obtain cuprous iodide and conveying the cuprous iodide to the backwashing filter;
and the back-washing filter is used for recovering the cuprous iodide and conveying the cuprous iodide to the reaction kettle.
2. The system for recycling cuprous iodide catalyst to produce dimethylthiotoluenediamine according to claim 1,
the system further comprises a dimethyl disulfide metering tank, the dimethyl disulfide metering tank is connected with the backwashing filter, and the dimethyl disulfide metering tank conveys dimethyl sulfide to the backwashing filter through an air compressor.
3. The system for recycling cuprous iodide catalyst to produce dimethylthiotoluenediamine according to claim 2,
the system also comprises a dimethyl disulfide distillation kettle which is respectively connected with the filter pump and the backwashing filter.
4. The system for recycling cuprous iodide catalyst to produce dimethylthiotoluenediamine according to claim 3,
the dimethyl disulfide distillation kettle is also connected with a pure product tank for containing DMTDA.
5. The system for recycling cuprous iodide catalyst to produce dimethylthiotoluenediamine according to claim 1,
the reaction kettle is connected with a motor.
6. The system for recycling cuprous iodide catalyst to produce dimethylthiotoluenediamine according to claim 1,
the flushing filter comprises a shell and a filter element arranged in the shell, wherein a cavity is formed between the outer peripheral side of the filter element and the inner side of the shell, and a filtrate inlet, a filtrate outlet, a backwash liquid inlet and a backwash liquid outlet are formed in the shell;
the filter element comprises a filter element body, a filter inlet, a filter outlet and a back flushing fluid inlet, wherein the filter element body is provided with a filter element cavity, the filter element cavity is communicated with the filter element body, the filter element inlet is communicated with the filter element body, the filter element cavity is communicated with the back flushing fluid inlet and the back flushing fluid outlet.
Priority Applications (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| CN202110560003.0A CN113248414A (en) | 2021-05-21 | 2021-05-21 | System for cyclic utilization cuprous iodide catalyst preparation dimercapto toluene diamine |
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| CN202110560003.0A CN113248414A (en) | 2021-05-21 | 2021-05-21 | System for cyclic utilization cuprous iodide catalyst preparation dimercapto toluene diamine |
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| Publication Number | Publication Date |
|---|---|
| CN113248414A true CN113248414A (en) | 2021-08-13 |
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| CN202110560003.0A Pending CN113248414A (en) | 2021-05-21 | 2021-05-21 | System for cyclic utilization cuprous iodide catalyst preparation dimercapto toluene diamine |
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Cited By (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN117304080A (en) * | 2023-11-21 | 2023-12-29 | 东营海瑞宝新材料有限公司 | Production process of dimethyl thiotoluene diamine |
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| CN117304080B (en) * | 2023-11-21 | 2024-02-02 | 东营海瑞宝新材料有限公司 | Production process of dimethyl thiotoluene diamine |
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