CN113120925A - Method for recovering iodide from isophorone cracking material - Google Patents
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Abstract
The invention discloses a method for recovering iodide from an isophorone cracking material, which comprises the following steps: washing a cracking material for producing 3.5 dimethylphenol by high-temperature cracking and aromatization of isophorone with a metal salt solution, and fully converting iodide ions in the cracking material into iodides; after standing, separating 3, 5-dimethylphenol from the upper layer and separating alkaline washing water from the lower layer; concentrating, crystallizing, washing and drying the alkaline washing water to obtain iodide solid; the metal salt solution is sodium carbonate, sodium bicarbonate, sodium acetate, potassium carbonate, lithium carbonate or ammonium carbonate. The whole process is simple and convenient to operate, the production process is continuous and stable in operation, the risk of frequent operation of personnel is reduced, the safety is improved, the target product is obtained, the iodine element in the wastewater is recovered to a greater extent, the production cost of enterprises is reduced, and the method is a green process.
Description
Technical Field
The invention relates to a method for recycling and zero discharging of industrial wastewater, in particular to a method for recovering iodide from an isophorone cracking material.
Background
3,5 dimethylphenol (MX for short) is an important fine chemical raw material and an organic intermediate, has a plurality of downstream products and wide application fields, can be used for synthesizing disinfectants, antioxidants, insecticides, vitamin E and the like, and plays an important role in the fields of industry, agriculture, medicine and the like. The traditional synthesis method of 3,5 dimethylphenol mainly comprises a coal tar extraction method, a cyclohexenone catalytic dehydrogenation method, a phenol alkylation method, a xylene sulfonation alkali fusion method, a dimethylbenzene acylation oxidation hydrolysis method, an acetone gas phase synthesis method, a xylidine diazotization method and the like, but the methods have the problems of complex production process route, coking of a catalyst, carbon deposition inactivation, low product yield and the like, so that the environmental pollution is large, and the industrial yield is not enough to meet the demand.
In recent years, the method for synthesizing 3, 5-dimethylphenol by means of isophorone aromatization is widely concerned due to the characteristics of simple production process, simple and convenient operation and the like, and is an industrialized method at home and abroad. In the process of producing 3, 5-dimethylphenol by high-temperature pyrolysis and aromatization of isophorone, halogen-containing raw materials such as methyl iodide, ethyl iodide and the like are used as catalysts, and hydrogen iodide formed by the halogen-containing catalysts after pyrolysis is dissolved in a pyrolysis solution. Because halogen is highly corrosive to metal reactors, to prevent halogen from corroding subsequent equipment, the reactant feedstock is typically washed with brine after the reaction is complete to remove halogen from the reactants, and a large amount of halogen-containing waste water is produced in the process. Most of the prior processes directly send the halogen-containing wastewater to an environmental protection station for wastewater treatment, and have the problems of large wastewater quantity, high salt content, high COD (chemical oxygen demand), difficult treatment and the like, thereby causing serious economic burden of enterprises. On the other hand, iodine is a dispersing element, the content of iodine in nature is very limited, large-scale collection is difficult, if iodine-containing wastewater is directly discharged and treated, a large amount of iodine resources are wasted every year, and the atom economy is low. Therefore, how to recover the iodide ions in the cracking material is a difficult problem for enterprises. The patent CN102616959 of Jiangsu Huanxin high-new material science and technology limited company provides a method for recovering iodine substances from phenol-containing wastewater, which comprises the following steps: firstly, adding excessive hydrochloric acid into sodium hydroxide alkaline washing water to adjust the pH value, separating phenolic substances, and then introducing oxygen or ozone under an acidic condition to oxidize to generate an iodine simple substance for recovery. However, the method needs a large amount of hydrochloric acid and oxidant, is not in line with the green and environment-friendly process, and cannot directly recover sodium iodide solid on the premise of not precipitating sodium chloride because excessive hydrochloric acid is added in the process.
In view of the above problems, it is necessary to develop a method for recovering iodide from isophorone cleavage mass.
Disclosure of Invention
The technical problem to be solved by the invention is to provide a method for recovering iodide from isophorone cracking material.
The technical scheme of the invention is as follows:
a method for recovering iodide from isophorone cracking material comprises the following steps:
washing a cracking material for producing 3.5 dimethylphenol by high-temperature cracking and aromatization of isophorone with a metal salt solution, and fully converting iodide ions in the cracking material into iodides; after standing, separating 3, 5-dimethylphenol from the upper layer and separating alkaline washing water from the lower layer; concentrating, crystallizing, washing and drying the alkaline washing water to obtain iodide solid; the metal salt solution is an aqueous solution of sodium carbonate, sodium bicarbonate, sodium acetate, potassium carbonate, lithium carbonate or ammonium carbonate.
Preferably, the metal salt solution is a sodium carbonate solution.
Sodium carbonate plays two roles in this application, neutralizing the acid and generating sodium iodide, and while neutralizing the acid, it does not react with 3,5 dimethylphenol, so that 3,5 dimethylphenol can be directly separated. The alkalinity of partial alkali is too strong, such as sodium hydroxide, the partial alkali can react with 3,5 dimethylphenol, acid is firstly added for neutralization during subsequent separation, and 3,5 dimethylphenol is obtained by reduction, so that the reaction steps are increased, and sodium iodide cannot be directly crystallized and separated out.
Preferably, if the concentration of the iodide ions is lower than 30-50%, the alkaline washing water is recycled, and the concentration of the iodide ions in the water is increased. When the concentration of sodium iodide reaches 30-50%, the salinity of the alkaline washing water reaches the standard, and insoluble impurities are filtered out.
The iodine ion concentration is higher than the value, the requirement on equipment is higher during subsequent concentration, and if the iodine ion concentration is lower than the value, the energy power consumption is too large.
Preferably, when the concentration of sodium iodide reaches 40%, the salinity of the alkaline washing water reaches the standard.
Preferably, the concentration of iodide ions in the alkaline wash water is determined by titration. The specific reaction equation is as follows:
preferably, the sodium salt solution is a saturated solution.
The saturated solution can reduce the using amount of water to the maximum extent, and can save much time for the subsequent crystallization process.
Preferably, the sodium carbonate solution is in excess.
The excess sodium carbonate solution ensures that the hydrogen iodide in the system is completely converted into sodium iodide. And detecting the pH value of the solution by a pH meter, and stopping adding the sodium carbonate solution when the pH value reaches an alkaline value, namely the pH value is excessive.
Preferably, the concentration is specifically: and (3) sending the alkali washing water reaching the standard to an evaporation concentration kettle for concentration, so that the concentration of sodium iodide is increased to 80%.
The evaporation process is vacuum evaporation, the temperature is 80 ℃, sodium iodide with the concentration of 80% does not precipitate at the time, and the sodium iodide precipitates at low temperature.
Preferably, the condensed water evaporated in the concentration process is used as make-up water for the preparation of the sodium carbonate solution.
Preferably, the crystallization is specifically: and cooling the concentrated sodium iodide solution to room temperature, and crystallizing to separate out sodium iodide crystals.
Upon cooling to room temperature, the saturated concentration of sodium iodide was 66.1%.
Preferably, the saturated sodium iodide solution remaining after the crystallization is mixed with alkaline washing water, and then concentration and crystallization are continued.
Preferably, the washing is specifically: the iodide crystals were washed with tetrachloroethylene to remove impurities.
Iodide crystals, e.g. sodium iodide crystals, sodium iodide dihydrate, of formula NaI.2H2O, molecular weight 185.92. Colorless crystals, deliquescent, readily soluble in water, ethanol and glycerol. ) IodinationSodium is soluble in ethanol, so tetrachloroethylene (a less polar, water insoluble solvent) is used as a detergent to wash out MX, isophorone, etc. The tetrachloroethylene has good safety, does not dissolve sodium iodide and impurities, is insoluble in water and is more convenient to recover than ethanol.
Preferably, the amount of tetrachloroethylene used for the washing is 1.8 to 2.2 times the weight of the iodide crystals.
The amount of the detergent is 1.8-2.2 times of the weight of the iodide crystal, the product quality after washing is qualified, and excessive generation cost cannot be increased.
Preferably, the drying specifically comprises: evaporating by reduced pressure distillation to obtain sodium iodide powder, and drying at 80-90 deg.C.
Preferably, the content of sodium iodide in the sodium iodide solid is more than 90%, the water content is less than 5%, and the water-insoluble substance is less than 2%.
The invention is further explained below:
the sodium iodide crystal prepared by the invention is prepared by performing processes of alkali washing, concentration, crystallization, washing and the like in a cracking material for producing 3,5 dimethylphenol by an aromatization method, wherein alkali washing water is subjected to repeated circulating washing, the concentration of sodium iodide is continuously increased, a supersaturated sodium iodide solution is formed by concentration, secondary pure sodium iodide is obtained by cooling crystallization, and pure sodium iodide crystal is obtained by washing and drying. Distilled water and residual saturated sodium iodide solution in the whole process are recycled, so that the efficiency is improved. The whole process is simple and convenient to operate, the treatment efficiency is high, the target product is obtained, the iodine element in the wastewater is recovered, the production cost of enterprises is reduced, and the method is a green process.
The invention creatively selects the sodium carbonate with proper acid-base degree to neutralize acid and generate sodium iodide, thereby directly separating the 3, 5-dimethylphenol and the pure sodium iodide.
The beneficial effect of the invention is that,
the invention provides a method for recovering sodium iodide, which is characterized in that the concentration of sodium iodide in alkaline washing water is continuously enriched to reach the required concentration, and then concentration and crystallization are carried out to obtain the final product. The whole process is simple and convenient to operate, the production process is continuous and stable in operation, the risk of frequent operation of personnel is reduced, the safety is improved, the target product is obtained, the iodine element in the wastewater is recovered to a greater extent, the production cost of enterprises is reduced, and the method is a green process.
Drawings
FIG. 1 is a process flow diagram of the invention.
Detailed Description
Example 1
Referring to the attached figure 1, the process of the invention mainly comprises four parts: an alkali washing system, a concentration and recrystallization system, a washing and drying system and a recycling system.
(1) And in the alkaline washing system, the cracking material for producing 3.5 dimethylphenol by high-temperature cracking and aromatization of isophorone is washed by sodium carbonate solution, and iodide ions in the cracking material are fully converted into sodium iodide. After standing, 3, 5-dimethylphenol was separated from the upper layer and alkaline wash water was separated from the lower layer. And (3) detecting the concentration of iodide ions in the alkaline washing water by using a titration method, and if the concentration of the iodide ions is lower than 40% (by weight), recycling the alkaline washing water repeatedly to increase the concentration of the iodide ions in the water. When the concentration of sodium iodide reaches 40% (by weight), the salinity of the alkaline washing water reaches the standard, and insoluble impurities are filtered out.
The chemical reaction equation that takes place during the alkaline washing process is:
the reaction equation for detecting the concentration of iodide ions in alkaline washing water by a titration method is as follows:
(2) and (3) a concentration and recrystallization system, wherein the alkali wash water reaching the standard is sent to an evaporation concentration kettle for concentration, so that the concentration of sodium iodide is increased to 80%. Slowly cooling the hot supersaturated sodium iodide solution to 25 ℃, and crystallizing to separate out sodium iodide crystals.
(3) Washing and drying system: washing the crude product sodium iodide crystal with absolute ethyl alcohol to remove impurities, then evaporating in a reduced pressure distillation mode to obtain sodium iodide powder, and drying to obtain pure sodium iodide solid.
(4) And (3) a recycling system, wherein distilled water and residual saturated sodium iodide solution in the whole process are recycled and can be respectively used as make-up water and alkaline washing liquid when the sodium carbonate solution is prepared. The whole process does not produce waste water, reduces discharge and improves the generation efficiency.
Example 2
Treating 1000Kg of 3, 5-dimethylphenol cracking material produced by aromatization method, wherein the cracking material contains 5.8Kg of iodide ions (converted from methyl iodide), and repeatedly washing the cracking material by 100Kg of saturated sodium carbonate solution to fully convert the iodide ions in the cracking material into sodium iodide; after standing, 670Kg of 3,5 dimethylphenol is separated from the upper layer, and alkaline washing water is separated from the lower layer; the alkali washing water is recycled, when the concentration of sodium iodide reaches 40% (by weight), the sodium iodide is sent to an evaporation concentration kettle for reduced pressure concentration, so that the concentration of sodium iodide is increased to 80% (by weight). The hot supersaturated sodium iodide solution is slowly cooled to 25 ℃, and 5.55 Kg of sodium iodide crystals are crystallized and separated out. The sodium iodide crystals were washed with tetrachloroethylene to remove impurities, and then evaporated by distillation under reduced pressure to obtain sodium iodide powder, which was dried to obtain 4.45Kg of pure sodium iodide solid.
And finally, the recovery rate of the iodine element is 65%, and the recovery time of one ton of cracked material is 5-6 h.
Pure sodium iodide solid is obtained after drying, and the mass conditions are as follows: white or off-white in appearance, the content is more than 90 percent, the moisture content is less than 5 percent, and the water-insoluble substance is less than 2 percent.
Example 3
Treating 1000Kg of 3, 5-dimethylphenol cracking material produced by aromatization method, wherein the cracking material contains 5.8Kg of iodide ions (converted from methyl iodide), washing with 100Kg of saturated sodium hydroxide solution, and fully converting the iodide ions in the cracking material into sodium iodide; after standing, separating 310Kg of 3,5 dimethylphenol from the upper layer, and separating alkaline washing water from the lower layer; the sodium iodide concentration reaches 40% (by weight), and the sodium iodide solution is sent to an evaporation concentration kettle for reduced pressure concentration, so that the sodium iodide concentration is increased to 80% (by weight). The hot supersaturated sodium iodide solution is slowly cooled to 25 ℃, and 5.10Kg of sodium iodide crystals are crystallized and separated out. The sodium iodide crystals were washed with tetrachloroethylene to remove impurities, and then evaporated by distillation under reduced pressure to obtain sodium iodide powder, which was dried to obtain 4.11Kg of pure sodium iodide solid.
And finally, the recovery rate of the iodine element is 60%, and the recovery time of one ton of cracked material is 5-6 h.
The alkalinity of the sodium hydroxide is too strong, most of the 3, 5-dimethylphenol in the cracking material is also reacted, and therefore, the reactants are greatly adversely affected. And finally, the recovery rate of the iodine element is also influenced to a certain degree.
Example 4
Treating 1000Kg of 3, 5-dimethylphenol cracking material produced by aromatization method, wherein the cracking material contains 5.8Kg of iodide ions (converted from methyl iodide), and repeatedly washing the cracking material by 100Kg of saturated sodium carbonate solution to fully convert the iodide ions in the cracking material into sodium iodide; after standing, 670Kg of 3,5 dimethylphenol is separated from the upper layer, and alkaline washing water is separated from the lower layer; the sodium iodide concentration reaches 25% (by weight), and the sodium iodide solution is sent to an evaporation concentration kettle for reduced pressure concentration, so that the sodium iodide concentration is increased to 80% (by weight). The hot supersaturated sodium iodide solution is slowly cooled to 25 ℃, and 4.67Kg of sodium iodide crystals are crystallized and separated out. The sodium iodide crystals are washed by tetrachloroethylene to remove impurities, and then evaporated by a reduced pressure distillation mode to prepare sodium iodide powder, and the sodium iodide powder is dried to obtain 3.76Kg of pure sodium iodide solid.
The final recovery rate of iodine element is 55%, the recovery time of one ton of cracked material is prolonged to 9-10h, and the power consumption is increased sharply.
Example 5
Treating 1000Kg of 3, 5-dimethylphenol cracking material produced by aromatization method, wherein the cracking material contains 5.8Kg of iodide ions (converted from methyl iodide), washing with 100Kg of saturated sodium bicarbonate solution, and fully converting the iodide ions in the cracking material into sodium iodide; after standing, 670Kg of 3,5 dimethylphenol is separated from the upper layer, and alkaline washing water is separated from the lower layer; the sodium iodide concentration reaches 40% (by weight), and the sodium iodide solution is sent to an evaporation concentration kettle for reduced pressure concentration, so that the sodium iodide concentration is increased to 80% (by weight). The hot supersaturated sodium iodide solution is slowly cooled to 25 ℃ and crystallized to separate out 0.93Kg of sodium iodide crystals. Washing the sodium iodide crystal with tetrachloroethylene to remove impurities, then evaporating by adopting a reduced pressure distillation mode to prepare sodium iodide powder, and drying to obtain 0.75Kg of pure sodium iodide solid.
And finally, the recovery rate of the iodine element is 11%, and the recovery time of one ton of cracked material is 5-6 h.
Sodium bicarbonate is also a weak base, but the recovery rate of sodium bicarbonate is too low compared to sodium carbonate, and therefore it is not preferable.
Although the present invention has been described in detail with reference to the preferred embodiments, it will be understood by those skilled in the art that various changes may be made and equivalents may be substituted without departing from the spirit and scope of the invention as defined in the appended claims.
Claims (10)
1. A method for recovering iodide from an isophorone cracking material is characterized by comprising the following steps:
washing a cracking material for producing 3.5 dimethylphenol by high-temperature cracking and aromatization of isophorone with a metal salt solution, and fully converting iodide ions in the cracking material into iodides; after standing, separating 3, 5-dimethylphenol from the upper layer and separating alkaline washing water from the lower layer; concentrating, crystallizing, washing and drying the alkaline washing water to obtain iodide solid; the metal salt solution is an aqueous solution of sodium carbonate, sodium bicarbonate, sodium acetate, potassium carbonate, lithium carbonate or ammonium carbonate.
2. The method as claimed in claim 1, wherein if the concentration of iodide ions in the alkaline washing water is less than 30-50%, the alkaline washing water is recycled to increase the concentration of iodide ions in the water.
3. The method of claim 1, wherein the metal salt solution is a sodium carbonate solution.
4. The method of claim 3, wherein the metal salt solution is a saturated solution.
5. A method according to claim 3, characterized in that the sodium carbonate solution is in excess.
6. The method of claim 3, wherein the concentrating is: sending the alkali washing water reaching the standard to an evaporation concentration kettle for concentration, so that the concentration of sodium iodide is increased to 80%; preferably, the condensed water evaporated in the concentration process is used as make-up water for the preparation of the sodium carbonate solution.
7. The method of claim 3, wherein the washing is: the iodide crystals were washed with tetrachloroethylene to remove impurities.
8. The method of claim 7, wherein the amount of tetrachloroethylene used for the washing is 1.8 to 2.2 times the weight of the iodide crystals.
9. The method according to claim 3, characterized in that the drying is in particular: evaporating by reduced pressure distillation to obtain sodium iodide powder, and drying at 80-90 deg.C.
10. The method according to claim 3, wherein the solid sodium iodide has a sodium iodide content of 90% by weight or more, a water content of less than 5% by weight, and a water-insoluble content of less than 2% by weight.
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Cited By (2)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN113603563A (en) * | 2021-07-28 | 2021-11-05 | 山东新和成维生素有限公司 | Method for recycling aromatization catalyst |
| CN115215489A (en) * | 2022-09-20 | 2022-10-21 | 山东新和成维生素有限公司 | Method for recovering iodine element from aromatization wastewater |
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| WO1982001701A1 (en) * | 1980-11-21 | 1982-05-27 | Kodak Co Eastman | Preparation of substantially anhydrous iodine compounds |
| CN102616959A (en) * | 2012-04-01 | 2012-08-01 | 江苏焕鑫高新材料科技有限公司 | Method for recycling iodine and phenolic compounds from waste alkaline water containing phenol ions and iodine ions and realizing pollution-free emission |
| CN106517252A (en) * | 2016-10-10 | 2017-03-22 | 无锡易水元资源循环科技有限公司 | Analytical pure potassium iodide preparation method using waste liquid containing iodine |
| CN110002470A (en) * | 2019-04-17 | 2019-07-12 | 四川西艾氟科技有限公司 | A method of purifying potassium iodide from perfluor alkyl ethyl acrylate by-product |
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2021
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Patent Citations (4)
| Publication number | Priority date | Publication date | Assignee | Title |
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| WO1982001701A1 (en) * | 1980-11-21 | 1982-05-27 | Kodak Co Eastman | Preparation of substantially anhydrous iodine compounds |
| CN102616959A (en) * | 2012-04-01 | 2012-08-01 | 江苏焕鑫高新材料科技有限公司 | Method for recycling iodine and phenolic compounds from waste alkaline water containing phenol ions and iodine ions and realizing pollution-free emission |
| CN106517252A (en) * | 2016-10-10 | 2017-03-22 | 无锡易水元资源循环科技有限公司 | Analytical pure potassium iodide preparation method using waste liquid containing iodine |
| CN110002470A (en) * | 2019-04-17 | 2019-07-12 | 四川西艾氟科技有限公司 | A method of purifying potassium iodide from perfluor alkyl ethyl acrylate by-product |
Cited By (3)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN113603563A (en) * | 2021-07-28 | 2021-11-05 | 山东新和成维生素有限公司 | Method for recycling aromatization catalyst |
| CN113603563B (en) * | 2021-07-28 | 2023-05-26 | 山东新和成维生素有限公司 | Method for recycling aromatization catalyst |
| CN115215489A (en) * | 2022-09-20 | 2022-10-21 | 山东新和成维生素有限公司 | Method for recovering iodine element from aromatization wastewater |
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Denomination of invention: A Method for Recovering Iodide from Isophorone Cracking Materials Effective date of registration: 20230807 Granted publication date: 20221230 Pledgee: Changsha Xiangjiang Asset Management Co.,Ltd. Pledgor: Hunan crown bio chemical technology Co.,Ltd. Registration number: Y2023980050807 |