CN113234253A - Method and process for repairing polyimide acid alignment agent waste liquid - Google Patents
Method and process for repairing polyimide acid alignment agent waste liquid Download PDFInfo
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- CN113234253A CN113234253A CN202110491362.5A CN202110491362A CN113234253A CN 113234253 A CN113234253 A CN 113234253A CN 202110491362 A CN202110491362 A CN 202110491362A CN 113234253 A CN113234253 A CN 113234253A
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- polyimide acid
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- waste liquid
- polyimide
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- 239000004642 Polyimide Substances 0.000 title claims abstract description 105
- 229920001721 polyimide Polymers 0.000 title claims abstract description 105
- 239000002253 acid Substances 0.000 title claims abstract description 95
- 239000007788 liquid Substances 0.000 title claims abstract description 63
- 239000002699 waste material Substances 0.000 title claims abstract description 46
- 238000000034 method Methods 0.000 title claims abstract description 42
- 230000008569 process Effects 0.000 title claims abstract description 22
- 239000003795 chemical substances by application Substances 0.000 title claims abstract description 19
- 239000000741 silica gel Substances 0.000 claims abstract description 24
- 229910002027 silica gel Inorganic materials 0.000 claims abstract description 24
- VYPSYNLAJGMNEJ-UHFFFAOYSA-N Silicium dioxide Chemical compound O=[Si]=O VYPSYNLAJGMNEJ-UHFFFAOYSA-N 0.000 claims abstract description 16
- 229910021645 metal ion Inorganic materials 0.000 claims abstract description 15
- 239000002904 solvent Substances 0.000 claims abstract description 14
- 238000002390 rotary evaporation Methods 0.000 claims abstract description 13
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 claims abstract description 12
- 238000009835 boiling Methods 0.000 claims abstract description 7
- 239000012535 impurity Substances 0.000 claims abstract description 6
- 239000000243 solution Substances 0.000 claims description 60
- 239000007787 solid Substances 0.000 claims description 15
- -1 amino silica gel Chemical compound 0.000 claims description 8
- 238000007865 diluting Methods 0.000 claims description 6
- 238000001035 drying Methods 0.000 claims description 6
- 238000010025 steaming Methods 0.000 claims description 6
- 238000010790 dilution Methods 0.000 claims description 3
- 239000012895 dilution Substances 0.000 claims description 3
- 125000003396 thiol group Chemical class [H]S* 0.000 claims description 3
- 238000004519 manufacturing process Methods 0.000 abstract description 4
- 238000004064 recycling Methods 0.000 abstract description 4
- 239000010815 organic waste Substances 0.000 abstract description 3
- 239000002994 raw material Substances 0.000 abstract description 3
- 239000002912 waste gas Substances 0.000 abstract description 2
- 230000009471 action Effects 0.000 description 3
- 239000004973 liquid crystal related substance Substances 0.000 description 3
- 238000001816 cooling Methods 0.000 description 2
- 229920005575 poly(amic acid) Polymers 0.000 description 2
- 238000000926 separation method Methods 0.000 description 2
- 239000000758 substrate Substances 0.000 description 2
- 238000005303 weighing Methods 0.000 description 2
- 239000004677 Nylon Substances 0.000 description 1
- 229920000297 Rayon Polymers 0.000 description 1
- 230000004075 alteration Effects 0.000 description 1
- 230000009286 beneficial effect Effects 0.000 description 1
- 238000010668 complexation reaction Methods 0.000 description 1
- 238000000354 decomposition reaction Methods 0.000 description 1
- 230000007547 defect Effects 0.000 description 1
- 238000001514 detection method Methods 0.000 description 1
- 238000010586 diagram Methods 0.000 description 1
- 238000004821 distillation Methods 0.000 description 1
- 230000000694 effects Effects 0.000 description 1
- 238000005265 energy consumption Methods 0.000 description 1
- 238000001704 evaporation Methods 0.000 description 1
- 230000008020 evaporation Effects 0.000 description 1
- 239000004744 fabric Substances 0.000 description 1
- 239000011521 glass Substances 0.000 description 1
- 238000001095 inductively coupled plasma mass spectrometry Methods 0.000 description 1
- 238000007689 inspection Methods 0.000 description 1
- 239000007769 metal material Substances 0.000 description 1
- 239000000203 mixture Substances 0.000 description 1
- 230000004048 modification Effects 0.000 description 1
- 238000012986 modification Methods 0.000 description 1
- 229920001778 nylon Polymers 0.000 description 1
- 239000005416 organic matter Substances 0.000 description 1
- 125000002924 primary amino group Chemical group [H]N([H])* 0.000 description 1
- 239000002964 rayon Substances 0.000 description 1
- 239000011347 resin Substances 0.000 description 1
- 229920005989 resin Polymers 0.000 description 1
- 238000001179 sorption measurement Methods 0.000 description 1
- 239000000126 substance Substances 0.000 description 1
- 238000006467 substitution reaction Methods 0.000 description 1
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- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08J—WORKING-UP; GENERAL PROCESSES OF COMPOUNDING; AFTER-TREATMENT NOT COVERED BY SUBCLASSES C08B, C08C, C08F, C08G or C08H
- C08J11/00—Recovery or working-up of waste materials
- C08J11/04—Recovery or working-up of waste materials of polymers
- C08J11/06—Recovery or working-up of waste materials of polymers without chemical reactions
-
- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08J—WORKING-UP; GENERAL PROCESSES OF COMPOUNDING; AFTER-TREATMENT NOT COVERED BY SUBCLASSES C08B, C08C, C08F, C08G or C08H
- C08J2379/00—Characterised by the use of macromolecular compounds obtained by reactions forming in the main chain of the macromolecule a linkage containing nitrogen with or without oxygen, or carbon only, not provided for in groups C08J2361/00 - C08J2377/00
- C08J2379/04—Polycondensates having nitrogen-containing heterocyclic rings in the main chain; Polyhydrazides; Polyamide acids or similar polyimide precursors
- C08J2379/08—Polyimides; Polyester-imides; Polyamide-imides; Polyamide acids or similar polyimide precursors
-
- 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
- Y02W—CLIMATE CHANGE MITIGATION TECHNOLOGIES RELATED TO WASTEWATER TREATMENT OR WASTE MANAGEMENT
- Y02W30/00—Technologies for solid waste management
- Y02W30/50—Reuse, recycling or recovery technologies
- Y02W30/62—Plastics recycling; Rubber recycling
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- Chemical & Material Sciences (AREA)
- Life Sciences & Earth Sciences (AREA)
- Sustainable Development (AREA)
- Health & Medical Sciences (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Medicinal Chemistry (AREA)
- Polymers & Plastics (AREA)
- Organic Chemistry (AREA)
- Heat Treatment Of Water, Waste Water Or Sewage (AREA)
- Separation, Recovery Or Treatment Of Waste Materials Containing Plastics (AREA)
Abstract
The invention relates to the technical field of polyimide acid recycling, and discloses a method and a process for repairing polyimide acid alignment agent waste liquid, which comprise the following steps: s1, carrying out reduced pressure rotary evaporation on the polyimide acid waste liquid to separate water, low-boiling organic impurities and partial solvent in the polyimide acid waste liquid to obtain polyimide acid repairing liquid concentrated liquid; s2, passing the polyimide acid repairing solution concentrated solution obtained in the step S1 through a silica gel column to remove metal ions; the invention can recycle the polyimide acid waste liquid generated in the polyimide printing process of the LCD panel factory and remove some metal ions and other impurities in the waste gas, thereby recycling the polyimide acid waste liquid, avoiding the waste of expensive raw material resources caused by directly treating the polyimide acid as organic waste liquid, causing the waste liquid to be harmful to the environment and increasing the production cost of the panel factory.
Description
Technical Field
The invention relates to the technical field of polyimide acid recycling, in particular to a method and a process for repairing polyimide acid alignment agent waste liquid.
Background
At present, a liquid crystal alignment film is formed by applying a resin solution of polyamic acid or polyimide as a liquid crystal alignment agent to a substrate, baking the liquid crystal alignment agent, and subjecting the surface of the applied film to pressure rubbing with rayon or nylon cloth to perform a so-called rubbing treatment. The APR plate adsorbs polyimide acid liquor in a mesh mode, and the polyimide acid liquor is extruded out of the meshes and transferred onto substrate glass during printing. In the printing process, a large amount of polyimide acid is scraped from an APR plate by a scraper to form waste liquid, the mass loss of 20 wt% -50 wt% is caused in the process, the actual utilization rate of the polyimide orientation agent is 50 wt% -80 wt%, and the polyimide acid is stable in structure, is not easy to generate molecular decomposition and does not react with other substances in the working environment. The solvent can absorb moisture in the environment, so that the moisture content in the polyimide acid waste liquid is increased; the polyimide acid is contacted with contacted equipment and metal materials, so that the content of metal ions in the waste liquid is increased; therefore, the recovered polyimide acid waste liquid can not meet the requirement of direct reuse in a panel factory, and the polyimide acid waste liquid generated in the polyimide printing process of an LCD panel factory is directly treated as an organic waste liquid and is not recycled. This not only wastes expensive raw material resources, but also produces waste liquid harmful to environment; and the production cost of the panel factory is increased.
Disclosure of Invention
Technical problem to be solved
Aiming at the defects of the prior art, the invention provides a method and a process for repairing polyimide acid alignment agent waste liquid, which solve the problems in the background art.
(II) technical scheme
In order to achieve the purpose, the invention provides the following technical scheme: a method and a process for repairing polyimide acid alignment agent waste liquid comprise the following steps:
s1, carrying out reduced pressure rotary evaporation on the polyimide acid waste liquid to separate water, low-boiling organic impurities and partial solvent in the polyimide acid waste liquid to obtain polyimide acid repairing liquid concentrated liquid;
s2, passing the polyimide acid repairing solution concentrated solution obtained in the step S1 through a silica gel column to remove metal ions;
and S3, diluting the polyimide acid repairing solution concentrated solution obtained in the step S2, wherein the solvent ratio after dilution is consistent with that of the polyimide acid new solution.
Preferably, in the step S1, in the reduced pressure rotary steaming, the vacuum degree is-0.085 Mpa to-0.065 Mpa, the temperature is 0 ℃ to 40 ℃, and the rotary steaming time is 4h to 24 h.
Preferably, the vacuum degree is-0.070 Mpa, the temperature is 20-30 ℃, and the rotary steaming time is 6-8 h.
Preferably, the silica gel column in step S2 comprises amino silica gel column, mercapto silica gel, carboxyl silica gel, and the flow rate through the silica gel column is 0.2ml/S to 5ml/S, and the temperature is 0 ℃ to 40 ℃.
Preferably, the flow rate of the polyimide acid repairing solution concentrated solution passing through the silica gel column is specifically 0.6ml/s to 1.5ml/s, and the temperature is specifically 20 ℃ to 30 ℃.
Preferably, the polyimide acid repairing solution concentrated solution obtained in step S2 is obtained by measuring the solid content of the polyimide acid repairing solution concentrated solution, and then diluting the polyimide acid repairing solution concentrated solution into the solid content of the required new polyimide acid solution according to the solid content of the polyimide acid repairing solution concentrated solution, wherein the solid content measuring method is as follows: taking a certain mass of polyimide acid repairing liquid concentrated solution, wherein the mass is 1g to 5g, and drying the polyimide acid repairing liquid concentrated solution in a high-temperature oven for 2h to 8h, specifically 3h to 5h, and the temperature is 180 ℃ to 260 ℃.
(III) advantageous effects
The invention provides a method and a process for repairing polyimide acid alignment agent waste liquid, which have the following beneficial effects:
the invention can recycle the polyimide acid waste liquid generated in the polyimide printing process of the LCD panel factory and remove some metal ions and other impurities in the waste gas, thereby recycling the polyimide acid waste liquid, avoiding the waste of expensive raw material resources caused by directly treating the polyimide acid as organic waste liquid, causing the waste liquid to be harmful to the environment and increasing the production cost of the panel factory.
Drawings
FIG. 1 is a graph showing the content of metal ions in a polyimide acid waste liquid according to the present invention;
FIG. 2 is a graph showing the content of metal ions in the waste polyimide solution obtained in the step S2;
FIG. 3 is a graph showing the content of metal ions in the waste polyimide solution obtained in the step S3;
FIG. 4 is a graph showing the results of detection of the novel polyimide solution of the present invention;
FIG. 5 is a process flow diagram of the present invention.
Detailed Description
The technical solutions in the embodiments of the present invention will be clearly and completely described below with reference to the drawings in the embodiments of the present invention, and it is obvious that the described embodiments are only a part of the embodiments of the present invention, and not all of the embodiments. 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.
A method and a process for repairing polyimide acid alignment agent waste liquid comprise the following steps:
s1, carrying out reduced pressure rotary evaporation on the polyimide acid waste liquid, wherein the vacuum degree is-0.070 Mpa, the temperature is 20-30 ℃, and the rotary evaporation time is 6-8 h, so that water, low-boiling organic matter impurities and partial solvent in the polyimide acid waste liquid are separated out, and a polyimide acid repairing liquid concentrated solution is obtained;
in the polyimide acid waste liquid, the boiling point difference of a solvent and water is large, the boiling point of water is 100 ℃ and is volatile, the boiling point of the solvent is 203 ℃ and is not volatile, the structural stability of the polyimide acid is kept, and the low energy consumption is realized in the production process, the separation process adopts vacuum rotary evaporation, the polyimide acid forms a layer of liquid film on the inner wall of a flask during the rotary evaporation, so that the evaporation and separation of water and low-boiling-point organic matters are facilitated, and meanwhile, under the condition of the reduced pressure rotary evaporation, the moisture can be well separated from the polyimide acid waste liquid, so that the polyimide acid liquid with the moisture content lower than 8000ppm is obtained;
s2, passing the polyimide acid repairing solution concentrated solution obtained in the step S1 through a silica gel column, wherein the silica gel column comprises amino silica gel, mercapto silica gel and carboxyl silica gel, the flow rate of passing through the silica gel column is 0.6ml/S to 1.5ml/S, the temperature is 20 ℃ to 30 ℃, and metal ions are removed;
wherein, the silica gel column is preferably an amino silica gel column, and lone pair electrons in amino and metal ions have the adsorption and complexation functions;
and S3, diluting the polyimide acid repairing solution concentrated solution obtained in the step S2, wherein the solvent ratio after dilution is consistent with that of the polyimide acid new solution.
Measuring the solid content of the polyimide acid repairing liquid concentrated solution, and diluting the polyimide acid repairing liquid concentrated solution into the solid content of the required new polyimide acid solution according to the solid content of the polyimide acid repairing liquid concentrated solution, wherein the solid content measuring method comprises the following steps: taking a certain mass of polyimide acid repairing liquid concentrated solution, wherein the mass is 1g to 5g, and drying the polyimide acid repairing liquid concentrated solution in a high-temperature oven for 2h to 8h, specifically 3h to 5h, and the temperature is 180 ℃ to 260 ℃.
The embodiment specifically comprises the following steps:
the composition of the polyimide acid waste liquid is as follows: the polyimide content is 6 wt% (taking polyimide acid solution with certain mass, adding the polyimide acid solution into a crucible, putting the crucible into a high-temperature oven at 250 ℃ for drying for 4 hours, and calculating the solid content of the polyimide), and the water content is as follows: 10 percent of solvent and the balance of solvent; the content of each metal ion is measured by inductively coupled plasma mass spectrometry, and the content of water is measured by a Karl Fischer moisture meter, wherein the content of the metal ion is shown in figure 1.
The polyimide acid waste liquid shown in the figure 1 is repaired according to the following steps:
s1, carrying out reduced pressure rotary evaporation on the polyimide acid waste liquid shown in the figure 1 in a vacuum rotary evaporation device, carrying out rotary evaporation for 6 hours at the rotary evaporation temperature of 20 ℃ under-0.070 Mpa in a rotary evaporation device, collecting polyimide acid liquid, measuring the water content to be 5850ppm, the mass yield to be 85%, carrying out reduced pressure distillation on a small part of solvent and water together, and collecting in a receiving bottle;
s2, injecting the polyimide acid solution obtained in the step S1 into an amino silica gel column, controlling the outflow speed of the polyimide acid solution to be 1.0ml/S, collecting the polyimide acid solution, and detecting that the moisture content is 6239ppm and the mass yield is 90%;
adding a certain mass of polyimide acid solution into a crucible, drying in a high-temperature oven at 250 ℃ for 4h, cooling to room temperature, weighing, calculating the solid content to be 7.2 wt%, and detecting the metal ion content as shown in figure 2;
s3, adding a certain mass of solvent into the polyimide acid liquor collected in the step S2 through calculation, adding the polyimide acid liquor into a crucible, drying the crucible in a high-temperature oven at 250 ℃ for 4 hours, cooling the crucible to room temperature, weighing the crucible, calculating the solid content to be 6.05 wt%, measuring the water content to be 6340ppm, and detecting the metal ion content as shown in the figure 3.
As can be seen from FIG. 3, the repaired polyimide acid aligning agent meets the requirement of reuse, and 800g of polyimide acid can be repaired into a product per kilogram of polyimide acid waste liquid.
The product inspection results of the new polyamic acid solution alignment agent can be seen in FIG. 4.
It is noted that, herein, relational terms such as first and second, and the like may be used solely to distinguish one entity or action from another entity or action without necessarily requiring or implying any actual such relationship or order between such entities or actions. Also, the terms "comprises," "comprising," or any other variation thereof, are intended to cover a non-exclusive inclusion, such that a process, method, article, or apparatus that comprises a list of elements does not include only those elements but may include other elements not expressly listed or inherent to such process, method, article, or apparatus.
Although embodiments of the present invention have been shown and described, it will be appreciated by those skilled in the art that changes, modifications, substitutions and alterations can be made in these embodiments without departing from the principles and spirit of the invention, the scope of which is defined in the appended claims and their equivalents.
Claims (6)
1. A method and a process for repairing polyimide acid alignment agent waste liquid are characterized in that: the method comprises the following steps:
s1, carrying out reduced pressure rotary evaporation on the polyimide acid waste liquid to separate water, low-boiling organic impurities and partial solvent in the polyimide acid waste liquid to obtain polyimide acid repairing liquid concentrated liquid;
s2, passing the polyimide acid repairing solution concentrated solution obtained in the step S1 through a silica gel column to remove metal ions;
and S3, diluting the polyimide acid repairing solution concentrated solution obtained in the step S2, wherein the solvent ratio after dilution is consistent with that of the polyimide acid new solution.
2. The method and process for repairing polyimide acid alignment agent waste liquid according to claim 1, wherein: and step S1, in the reduced pressure rotary steaming, the vacuum degree is-0.085 Mpa to-0.065 Mpa, the temperature is 0 ℃ to 40 ℃, and the rotary steaming time is 4h to 24 h.
3. The method and process for repairing polyimide acid alignment agent waste liquid according to claim 2, wherein: the vacuum degree is-0.070 Mpa, the temperature is 20-30 ℃, and the rotary steaming time is 6-8 h.
4. The method and process for repairing polyimide acid alignment agent waste liquid according to claim 1, wherein: the silica gel column in the step S2 comprises amino silica gel, mercapto silica gel and carboxyl silica gel, the flow rate of passing through the silica gel column is 0.2ml/S to 5ml/S, and the temperature is 0 ℃ to 40 ℃.
5. The method and process for repairing polyimide acid alignment agent waste liquid according to claim 4, wherein: the flow rate of the polyimide acid repairing solution concentrated solution passing through the silica gel column is specifically 0.6ml/s to 1.5ml/s, and the temperature is specifically 20 ℃ to 30 ℃.
6. The method and process for repairing polyimide acid alignment agent waste liquid according to claim 1, wherein: the polyimide acid repairing solution concentrated solution obtained in the step S2 is obtained by measuring the solid content of the polyimide acid repairing solution concentrated solution, and then diluting the polyimide acid repairing solution concentrated solution into the solid content of the required new polyimide acid solution according to the solid content of the polyimide acid repairing solution concentrated solution, wherein the solid content measuring method is as follows: taking a certain mass of polyimide acid repairing liquid concentrated solution, wherein the mass is 1g to 5g, and drying the polyimide acid repairing liquid concentrated solution in a high-temperature oven for 2h to 8h, specifically 3h to 5h, and the temperature is 180 ℃ to 260 ℃.
Priority Applications (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| CN202110491362.5A CN113234253A (en) | 2021-05-06 | 2021-05-06 | Method and process for repairing polyimide acid alignment agent waste liquid |
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| Application Number | Priority Date | Filing Date | Title |
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| CN202110491362.5A CN113234253A (en) | 2021-05-06 | 2021-05-06 | Method and process for repairing polyimide acid alignment agent waste liquid |
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| CN202110491362.5A Pending CN113234253A (en) | 2021-05-06 | 2021-05-06 | Method and process for repairing polyimide acid alignment agent waste liquid |
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Citations (4)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| JP2004217985A (en) * | 2003-01-14 | 2004-08-05 | Matsushita Electric Ind Co Ltd | Column having function for separating metal, and method for separating and recovering metal |
| JP2012128392A (en) * | 2010-12-13 | 2012-07-05 | Ind Technol Res Inst | Method and device for recycling liquid crystal orientation solution |
| CN104710628A (en) * | 2015-03-13 | 2015-06-17 | 长春聚明光电材料有限公司 | Preparation method of soluble polyimide resin |
| CN111592891A (en) * | 2020-06-12 | 2020-08-28 | 江苏三月科技股份有限公司 | Liquid crystal aligning agent, liquid crystal alignment film prepared from same and liquid crystal display element |
-
2021
- 2021-05-06 CN CN202110491362.5A patent/CN113234253A/en active Pending
Patent Citations (4)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| JP2004217985A (en) * | 2003-01-14 | 2004-08-05 | Matsushita Electric Ind Co Ltd | Column having function for separating metal, and method for separating and recovering metal |
| JP2012128392A (en) * | 2010-12-13 | 2012-07-05 | Ind Technol Res Inst | Method and device for recycling liquid crystal orientation solution |
| CN104710628A (en) * | 2015-03-13 | 2015-06-17 | 长春聚明光电材料有限公司 | Preparation method of soluble polyimide resin |
| CN111592891A (en) * | 2020-06-12 | 2020-08-28 | 江苏三月科技股份有限公司 | Liquid crystal aligning agent, liquid crystal alignment film prepared from same and liquid crystal display element |
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Application publication date: 20210810 |