CN110256302B - Method for producing H acid by complex extraction - Google Patents
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- CN110256302B CN110256302B CN201910570207.5A CN201910570207A CN110256302B CN 110256302 B CN110256302 B CN 110256302B CN 201910570207 A CN201910570207 A CN 201910570207A CN 110256302 B CN110256302 B CN 110256302B
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- C07—ORGANIC CHEMISTRY
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- C07C303/00—Preparation of esters or amides of sulfuric acids; Preparation of sulfonic acids or of their esters, halides, anhydrides or amides
- C07C303/02—Preparation of esters or amides of sulfuric acids; Preparation of sulfonic acids or of their esters, halides, anhydrides or amides of sulfonic acids or halides thereof
- C07C303/22—Preparation of esters or amides of sulfuric acids; Preparation of sulfonic acids or of their esters, halides, anhydrides or amides of sulfonic acids or halides thereof from sulfonic acids, by reactions not involving the formation of sulfo or halosulfonyl groups; from sulfonic halides by reactions not involving the formation of halosulfonyl groups
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- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C303/00—Preparation of esters or amides of sulfuric acids; Preparation of sulfonic acids or of their esters, halides, anhydrides or amides
- C07C303/42—Separation; Purification; Stabilisation; Use of additives
- C07C303/44—Separation; Purification
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Abstract
The invention discloses a method for producing H acid by complexing extraction, which comprises the following steps: 1) cooling the nitroT acid reaction liquid after the refined naphthalene is sulfonated, nitrified and denitrated to separate out a nitroT acid solid; 2) adding water into the solid nitro-T acid, pulping, neutralizing with H acid alkali fusion mother liquor, removing generated sulfur dioxide, and collecting; 3) extracting the filtrate by using a complexing extraction agent, wherein the content of sulfuric acid in the residual filtrate after extraction is 30-50%, and the content of sulfuric acid in the washing liquid is 15-25% after the extraction liquid is washed by water and back-extracted by alkali liquor; 4) carrying out catalytic hydrogenation on the nitro-T acid salt solution obtained in the steps 2) and 3) or carrying out reduction on iron powder, acidifying and filtering to obtain an amino-T acid solution; 5) adding alkali and methanol into the amino T acid solution for alkali fusion, acidifying the alkali fusion solution by sulfur dioxide collected in the step 2), filtering the obtained solid, adding water for pulping, acidifying by using the water washing solution in the step 3), filtering, washing the filter cake by water, filtering and drying to obtain the product.
Description
Technical Field
The invention belongs to the technical field of H acid preparation, and particularly relates to a method for producing H acid by complex extraction.
Background
The information in this background section is only for enhancement of understanding of the general background of the invention and is not necessarily to be construed as an admission or any form of suggestion that this information forms the prior art that is already known to a person of ordinary skill in the art.
H acid (1-amino-8-naphthol-3, 6-disodium disulfonate) is an important intermediate for the production of reactive dyes. At present, refined naphthalene is used as a raw material for producing H acid, amino T acid is prepared through processes of sulfonation, nitration, denitration, neutralization, reduction, sodium chloride salting-out and the like, and then the H acid is produced through processes of alkali fusion, acidification and the like, however, a mother solution generated in the process of producing the H acid belongs to 'five-high' organic wastewater with high concentration, high acidity, high salinity, high chroma and high toxicity, Chemical oxygen demand (Chemical oxygen demand-COD) is up to 8-10 ten thousand, salinity is up to 10-20%, and chroma is up to 6000 times, and the 'five-high' organic wastewater is difficult to be effectively treated by adopting a traditional biochemical and physicochemical method; and the method adopts unconventional methods such as extraction, pyrolysis, adsorption and the like to treat, only the pretreatment cost is as high as thousands of yuan, and the thorough and effective treatment cannot be realized. At present, no enterprise can effectively treat the organic wastewater with five high contents generated in the H acid production and make the organic wastewater reach the discharge standard in China. Although some waste water can be concentrated by MVR to produce mixed salt of ammonium sulfate and sodium chloride, the mixed salt contains a large amount of organic matters and is difficult to purify, and can only be treated as solid waste.
The potassium hydroxide is used for replacing the traditional ammonia water for neutralizing the denitration liquid to produce the nitroT acid, the potassium hydroxide is used for replacing the sodium hydroxide for alkali fusion, the generated potassium sulfate mother solution is subjected to MVR concentration crystallization and high-temperature calcination to produce the potassium sulfate, the problem of environmental protection troubling enterprises can be solved, and meanwhile, the product yield is improved. And the denitration liquid is neutralized by the alkali fusion mother liquor, so that the using amount of alkali is reduced, particularly, the denitration liquid can be further neutralized by light-burned magnesium, lime and the like instead of ammonia water, the generation amount of wastewater is reduced, and the cost is greatly reduced. However, magnesium sulfate or calcium sulfate is generated in the production process, the amount of waste salt is relatively large, and the waste salt needs to be disposed and utilized.
Disclosure of Invention
In view of the technical problems in the prior art, the invention aims to provide a method for producing H acid by complex extraction.
In order to solve the technical problems, the technical scheme of the invention is as follows:
a method for producing H acid by complex extraction comprises the following steps:
1) cooling the nitroT acid reaction liquid after the refined naphthalene is sulfonated, nitrified and denitrated to separate out nitroT acid solid, wherein the mass ratio of the separated nitroT acid solid to the filtrate is 1: 0.8-1.2;
2) adding water into the solid nitro-T acid, pulping, neutralizing with H acid alkali fusion mother liquor, and removing generated sulfur dioxide to obtain a nitro-T acid salt solution;
3) extracting the filtrate after filtering the nitro-T acid by adopting a complexing extraction agent, wherein the content of the sulfuric acid in the residual filtrate after extraction is 30-50% (mass percent), washing the extract liquor by water, and back-extracting by alkali liquor to obtain a nitro-T acid salt solution, wherein the content of the sulfuric acid in the washing liquor is 15-25% (mass percent);
4) respectively adding a catalyst into the nitro-T-acid salt solution obtained in the steps 2) and 3), carrying out catalytic hydrogenation or iron powder reduction, acidifying and filtering the reduced solution to obtain amino-T acid, wherein the acid for acidification is the residual filtrate after extraction in the step 3);
5) adding alkali and methanol into amino T acid for alkali fusion, acidifying the alkali fusion liquid by sulfur dioxide collected in the step 2) after the end of the alkali fusion, filtering the obtained solid, adding water for pulping, acidifying and filtering by using the water washing liquid in the step 3), and washing, filtering and drying the filter cake to obtain the product.
The filtered nitryl T acid solid and the back extraction liquid after the extraction of the nitryl T acid are used for producing amino T acid by hydrogenation or iron powder reduction, and the acid for acidifying the amino T acid can replace sulfuric acid by the residual filtrate after the complex extraction of the nitryl T acid. The extraction liquid after extracting the nitro-T acid is washed by water, and the sulfuric acid part extracted into the extraction liquid is washed into the water. The washing water quantity is controlled, and the sulfuric acid content in the washing water can reach about 20%. The part of dilute sulfuric acid is colorless and transparent, has small organic matters, and can be used for acidification of H acid without influencing the product quality of the H acid.
The method can reduce the alkali, amino T acid acidification sulfuric acid and H acid acidification sulfuric acid consumption in the neutralization denitration liquid, only one alkali is used in the whole production process, only one salt is contained in the mother liquid, the sulfate is recovered from the mother liquid through concentration and crystallization, the concentrated water is used in the production, and no waste gas, waste water and waste residue are generated in the production process. The production process is green and environment-friendly, and the comprehensive cost is reduced by more than 25% compared with the traditional process.
In some embodiments, in step 1), the temperature of the nitrot acid reaction solution is reduced to-5 ℃ to 10 ℃.
In some embodiments, in step 2), the content of sodium sulfite in the H acid-base melt is 35% to 45%.
In some embodiments, in step 2), the nitryl T acid solid is slurried with water and then neutralized with an alkaline H-acid melt mother liquor to a pH of 4 to 6.
In some embodiments, in step 3), the complexing extractant is N235And mixtures of mineral spirits and phenylalkyl ethers, N235The mass percentage of the complexing extraction agent is 20-50%, and can be 20%, 25%, 30%, 35%, 40%, 45% or 50%.
Further, the solvent oil is 200# solvent oil or kerosene.
Further, the benzene alkyl ether compounds comprise anisole, phenetole, butyl ether, octyl benzene ether and the like.
In some embodiments, in step 3), the content of sulfuric acid in the filtrate remaining after the extraction is 35% to 45% (mass percent).
In the filtrate after extraction of the nitro-T acid, the content of the nitro-T acid can be reduced to below 0.5 percent, the content of sulfuric acid is about 40 percent, and the method can be used for acidification of amino-T acid.
In some embodiments, in step 4), the catalyst is a nickel catalyst and the temperature of catalytic hydrogenation is from 80 to 120 ℃.
In some embodiments, in step 5), the base is sodium hydroxide or potassium hydroxide.
Further, the mass fraction of the alkali is 40-50%.
Further, in the step 5), the temperature of alkali fusion is 160-.
The invention has the beneficial effects that:
in the invention, the denitrate is cooled and crystallized, the nitro-T acid is filtered out, and the nitro-T acid is neutralized by alkali melt mother liquor and is further reduced to produce the amino-T acid. Filtering the mother liquor of the nitro-T acid with N235Extracting the filtrate with solvent oil, back extracting with alkali solution, and reducing the back extracted solution to produce amino T acid. The content of the nitro-T acid in the filtrate after the extraction of the nitro-T acid can be reduced to below 0.5 percent, and the content of the sulfuric acid is about 40 percent, so that the method can be used for acidifying the amino-T acid. The extraction liquid for extracting the nitro-T acid is firstly washed out by using water before back extraction, the washing water amount is adjusted, the concentration of the washed sulfuric acid can reach about 20 percent, and the washing liquid is colorless and transparent and can be used for acidifying acid of H acid without influencing the quality. The production process is green and environment-friendly, the problem of environmental protection of H acid enterprises is effectively solved, and the comprehensive production cost is reduced by more than 25% compared with the traditional process.
Detailed Description
It should be noted that the following detailed description is exemplary and is intended to provide further explanation of the disclosure. Unless defined otherwise, all technical and scientific terms used herein have the same meaning as commonly understood by one of ordinary skill in the art to which this application belongs.
It is noted that the terminology used herein is for the purpose of describing particular embodiments only and is not intended to be limiting of example embodiments according to the present application. As used herein, the singular forms "a", "an" and "the" are intended to include the plural forms as well, and it should be understood that when the terms "comprises" and/or "comprising" are used in this specification, they specify the presence of stated features, steps, operations, devices, components, and/or combinations thereof, unless the context clearly indicates otherwise.
Example 1
A method for producing H acid by complex extraction comprises the following steps;
1) taking 600 parts (by weight) of nitroT acid reaction liquid obtained by sulfonating, nitrifying and denitrating refined naphthalene by a traditional process, stirring and cooling to 5 ℃, and filtering to obtain 280 parts of nitroT acid solid and 320 parts of filtrate.
2) And pulping the solid nitroT acid by using 280 parts of water, neutralizing by using 360 parts of H acid alkali melt mother liquor (the content of sodium sulfite is 39.82 percent) to generate sulfur dioxide (the sulfur dioxide generated in the neutralization reaction process is removed at 80-100 ℃) for neutralizing the H acid alkali melt, and removing the sulfur dioxide to obtain the sodium nitroT solution.
3) Complexing extractant (N) is used for the filtrate obtained in the step 1)235: 200# solvent oil: anisole 3:4:3, weight ratio), 41.3% of sulfuric acid in the extraction water remaining after the extraction of the nitro-T acid, washing the extraction liquid with 80 parts of water to obtain 100 parts of washing water with the sulfuric acid content of about 20%, and then performing back extraction on the extraction liquid with 15% of sodium hydroxide solution to obtain 287 parts of back extraction liquid (the back extraction liquid is the sodium nitro-T solution).
4) Adding 15 parts of nickel catalyst into the sodium nitroTnate solution obtained in the step (2), hydrogenating at 120 ℃ to the end point, filtering out the catalyst, acidifying by using dilute sulfuric acid generated after extraction in the step (3), and filtering to obtain 298 parts of amino T acid with the amino T acid content of 38.5%.
5) Adding 5 parts of nickel catalyst into the stripping solution obtained in the step (3), and hydrogenating at 120 ℃ to the end point. The catalyst is filtered out, and 89 parts of amino T acid with the content of 32.8 percent is obtained by acidification and filtration.
6) Adding 290 parts of amino T acid into 195 parts of 48 percent sodium hydroxide and 60 parts of methanol for alkali fusion, performing alkali fusion for 1.5 hours at the temperature of 185-188 ℃, discharging, diluting with water, acidifying with sulfur dioxide generated in the step (2), filtering to obtain solid, pulping the solid with water, generating dilute sulfuric acid by using the washing water in the step 3), acidifying, filtering, washing a filter cake with 1 time of water, filtering, and drying to obtain 108 parts of a product with the content of 85.78 percent and the purity of 99.15 percent.
Example 2
A method for producing H acid by a complex extraction method comprises the following steps:
1) taking 800 parts (by weight) of nitroT acid reaction liquid obtained by sulfonating, nitrifying and denitrating refined naphthalene by a traditional process, stirring and cooling to 0 ℃, and filtering to obtain 409 parts of nitroT acid solid and 391 parts of filtrate.
2) 409 parts of nitroT acid is pulped by water, 660 parts of H acid alkali melt mother liquor (the content of potassium sulfite is 42.36 percent) is used for neutralizing to generate sulfur dioxide, the H acid alkali melt is used for neutralizing, and the potassium nitroT solution is obtained after the sulfur dioxide is removed.
3) Filtering the filtrate obtained after the solid of the nitroT acid is filtered in the step 1) by using a complexing extraction agent (N)235: 200# solvent oil: phenetole 2:4:4 by weight), the aqueous solution remaining after the nitrot acid extraction was 39.8% dilute sulfuric acid, the extract was washed with 100 parts of water to obtain 128 parts of 19.3% dilute sulfuric acid, and the extract was back-extracted with 20% potassium hydroxide to obtain 362 parts of back-extract as a potassium nitrot solution.
4) And (3) combining the potassium nitroTte solution obtained in the step 2), adding 20 parts of nickel catalyst, hydrogenating at 80 ℃ to the end point, filtering the catalyst, extracting in the step (3), neutralizing with dilute sulfuric acid (with the content of 39.8 percent), and filtering to obtain 370 parts of amino T acid with the content of 41.3 percent.
5) The strip liquor from example 3 was added to 6 parts of nickel catalyst and hydrogenated to the end point at 120 ℃. The catalyst is filtered out, and 108 parts of amino T acid with the content of 34.6 percent is obtained by acidification and filtration.
6) Adding 360 parts of 48% potassium hydroxide and 90 parts of methanol into 350 parts of amino T acid for alkali fusion, performing alkali fusion for two hours at 165-168 ℃, discharging, diluting with water, acidifying with sulfur dioxide collected in the step 1), filtering after acidification, pulping the solid with water, acidifying with dilute sulfuric acid (with the content of 19.3%) generated by washing the extract in the step 3), filtering again, washing the filter cake with 1 time of water, filtering and drying to obtain 180 parts of monopotassium H acid with the content of 81.6% and the purity of 99.46%.
Example 3
A method for producing H acid by complex extraction comprises the following steps;
1) taking 600 parts (by weight) of nitroT acid reaction liquid obtained by sulfonating, nitrifying and denitrating refined naphthalene by a traditional process, stirring and cooling to-5 ℃, and filtering to obtain 300 parts of nitroT acid solid and 300 parts of filtrate.
2) Adding 300 parts of water into the solid nitro-T acid, pulping, neutralizing with 360 parts of H acid alkali melt mother liquor (sodium sulfite content is 39.82%), generating sulfur dioxide, neutralizing the H acid alkali melt, and removing the sulfur dioxide to obtain the sodium nitro-T acid solution.
3) Complexing extractant (N) is used for the filtrate obtained in the step 1)235: 200# solvent oil: butyl benzene ether 2:5:3, weight ratio), the aqueous solution after nitro-T acid extraction is 38% dilute sulfuric acid, the extract is washed with 90 parts of water to obtain 100 parts of washing water with 18% sulfuric acid content, the extract is then back-extracted with 15% sodium hydroxide solution, and 290 parts of back-extraction solution (the back-extraction solution is sodium nitro-T solution).
4) And (3) combining the sodium nitroTte solutions obtained in the step (2), adding 50 parts of nickel catalyst, hydrogenating at 100 ℃ to the end point, filtering out the catalyst, acidifying by using dilute sulfuric acid generated after extraction in the step (3), and filtering to obtain 290 parts of amino T acid with the content of the amino T acid being 40.5%.
5) Adding 4 parts of nickel catalyst into the back extraction solution in the step 3, hydrogenating at the temperature of 100 ℃ and 120 ℃ to the end point, filtering out the catalyst, and then acidifying and filtering to obtain 86 parts of amino T acid with the content of 35.3 percent.
6) Adding 290 parts of amino T acid into 197 parts of 48% sodium hydroxide and 61 parts of methanol for alkali fusion, performing alkali fusion for 1.5 hours at the temperature of 185-188 ℃, discharging, diluting with water, acidifying with sulfur dioxide collected in the step (2), filtering to obtain a solid, pulping the solid with water, acidifying with the washing water diluted sulfuric acid obtained in the step 3), filtering, washing a filter cake with 1 time of water, filtering, and drying to obtain 109 parts of a product with the content of 85.57% and the purity of 99.25%.
The above description is only a preferred embodiment of the present application and is not intended to limit the present application, and various modifications and changes may be made by those skilled in the art. Any modification, equivalent replacement, improvement and the like made within the spirit and principle of the present application shall be included in the protection scope of the present application.
Claims (9)
1. A method for producing H acid by complex extraction is characterized in that: the method comprises the following steps:
1) cooling the nitroT acid reaction liquid after the refined naphthalene is sulfonated, nitrified and denitrated to separate out nitroT acid solid, wherein the mass ratio of the separated out nitroT acid solid to the filtrate is 1: 0.8-1.2;
2) adding water into the solid nitro-T acid, pulping, neutralizing with H acid alkali fusion mother liquor, and removing generated sulfur dioxide to obtain a nitro-T acid salt solution;
3) extracting the filtrate by using a complexing extraction agent, wherein the content of sulfuric acid in the residual filtrate after extraction is 30-50% by mass, washing the extract with water, and back-extracting with an alkali liquor to obtain a nitroTlate solution, wherein the content of sulfuric acid in the washing solution is 15-25% by mass;
4) respectively adding a catalyst into the nitro-T-acid salt solution obtained in the step 2), carrying out catalytic hydrogenation or iron powder reduction, acidifying and filtering the reduced solution to obtain an amino-T-acid solution, wherein the acid for acidification is the residual filtrate obtained after extraction in the step 3);
5) adding alkali and methanol into amino T acid for alkali fusion, acidifying the alkali fusion liquid by using sulfur dioxide generated in the step 2), adding water into the filtered solid for pulping, then acidifying and filtering by using the water washing liquid in the step 3), and washing, filtering and drying the filter cake to obtain a product;
in the step 2), the content of sodium sulfite in the H acid-base molten mother liquor is 35-45%;
in the step 3), the complexing extraction agent is N235Mixture of mineral spirits and phenylalkyl ethers, N235The mass percentage of the complex extractant is 20 percent to 50 percent.
2. The method for producing H acid by complex extraction according to claim 1, characterized in that: in the step 1), the temperature of the nitroT acid reaction liquid is reduced to-5 ℃ to 10 ℃.
3. The method for producing H acid by complex extraction according to claim 1, characterized in that: in the step 3), the content of sulfuric acid in the residual filtrate after extraction is 35-45% by mass.
4. The method for producing H acid by complex extraction according to claim 1, characterized in that: in the step 2), adding water into the solid nitro-T acid, pulping, and neutralizing with H acid alkali fusion mother liquor until the pH value of the nitro-T acid slurry is 4-6.
5. The method for producing H acid by complex extraction according to claim 1, characterized in that: the solvent oil is 200# solvent oil or kerosene, and the phenylalkyl ether is anisole, phenetole, phenylbutyl ether or phenyloctyl ether.
6. The method for producing H acid by complex extraction according to claim 1, characterized in that: in the step 4), the catalyst is a nickel catalyst, and the temperature of catalytic hydrogenation is 80-120 ℃.
7. The method for producing H acid by complex extraction according to claim 1, characterized in that: in the step 5), the alkali is sodium hydroxide or potassium hydroxide.
8. The method for producing H acid by complex extraction according to claim 1, characterized in that: in the step 5), the mass fraction of the alkali is 40-50%.
9. The method for producing H acid by complex extraction according to claim 1, characterized in that: in the step 5), the temperature of alkali fusion is 160-195 ℃, and the time of alkali fusion is 1-3 hours.
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| CN201910570207.5A CN110256302B (en) | 2019-06-27 | 2019-06-27 | Method for producing H acid by complex extraction |
| PCT/CN2019/105277 WO2020052577A1 (en) | 2018-09-13 | 2019-09-11 | Process for producing h acid by recycling alkali fusion mother liquor |
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Citations (4)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US4324742A (en) * | 1978-06-15 | 1982-04-13 | Sugai Chemical Industry Co., Ltd. | Process for separation of naphthalenedisulfonic acids |
| JPS5951253A (en) * | 1982-09-14 | 1984-03-24 | Sugai Kagaku Kogyo Kk | Novel preparation of 1,8-dinitronaphthalene-3,6-disulfonic acid, and preparation of high-purity 1-amino-8- hydroxynaphthalene-3,6-disulfonic acid using its method |
| CN104592063A (en) * | 2014-12-24 | 2015-05-06 | 青岛奥盖克化工股份有限公司 | Environment-friendly production process of H acid |
| CN109096155A (en) * | 2018-07-09 | 2018-12-28 | 山东垚石化工科技有限公司 | A kind of technique that H acid is produced by alkali fusion mother liquid recycling |
Family Cites Families (2)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| DE3020441A1 (en) * | 1980-05-29 | 1981-12-03 | Bayer Ag, 5090 Leverkusen | METHOD FOR PRODUCING NITRONAPHTHALINE SULPHONIC ACIDS |
| CN105669500A (en) * | 2016-02-29 | 2016-06-15 | 江苏吉华化工有限公司 | Method adopting clean process for preparing H-acid |
-
2019
- 2019-06-27 CN CN201910570207.5A patent/CN110256302B/en active Active
- 2019-09-11 WO PCT/CN2019/105277 patent/WO2020052577A1/en active Application Filing
Patent Citations (4)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US4324742A (en) * | 1978-06-15 | 1982-04-13 | Sugai Chemical Industry Co., Ltd. | Process for separation of naphthalenedisulfonic acids |
| JPS5951253A (en) * | 1982-09-14 | 1984-03-24 | Sugai Kagaku Kogyo Kk | Novel preparation of 1,8-dinitronaphthalene-3,6-disulfonic acid, and preparation of high-purity 1-amino-8- hydroxynaphthalene-3,6-disulfonic acid using its method |
| CN104592063A (en) * | 2014-12-24 | 2015-05-06 | 青岛奥盖克化工股份有限公司 | Environment-friendly production process of H acid |
| CN109096155A (en) * | 2018-07-09 | 2018-12-28 | 山东垚石化工科技有限公司 | A kind of technique that H acid is produced by alkali fusion mother liquid recycling |
Non-Patent Citations (2)
| Title |
|---|
| H酸清洁生产工艺改进;孟明扬等;《染料与染色》;20140630;第51卷(第3期);47-49,58页 * |
| 络合萃取在H 酸生产过程中的技术应用;陈伟东等;《化工管理》;20180531;64-65页 * |
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Effective date of registration: 20221215 Address after: No. 1, Gangdian East, Hebin Street, Huinong District, Shizuishan City, Ningxia Hui Autonomous Region, 753299 Patentee after: Ningxia Xinyuan Yisheng Chemical Co.,Ltd. Address before: Room 1109, building 2, Jinan pharmaceutical Valley R & D platform, No.1, north section of Gangxing Third Road, comprehensive bonded zone, Jinan high tech Zone, Shandong 250100 Patentee before: SHANDONG CHUANGLAN YAOSHI ENVIRONMENTAL PROTECTION TECHNOLOGY Co.,Ltd. |