WO2022054842A1 - 化合物の製造方法 - Google Patents

化合物の製造方法 Download PDF

Info

Publication number
WO2022054842A1
WO2022054842A1 PCT/JP2021/033038 JP2021033038W WO2022054842A1 WO 2022054842 A1 WO2022054842 A1 WO 2022054842A1 JP 2021033038 W JP2021033038 W JP 2021033038W WO 2022054842 A1 WO2022054842 A1 WO 2022054842A1
Authority
WO
WIPO (PCT)
Prior art keywords
cleaning column
mother liquor
hydraulic cleaning
crystals
nozzle
Prior art date
Legal status (The legal status is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the status listed.)
Ceased
Application number
PCT/JP2021/033038
Other languages
English (en)
French (fr)
Japanese (ja)
Inventor
隼人 木村
真志 迎
敬幸 松田
Current Assignee (The listed assignees may be inaccurate. Google has not performed a legal analysis and makes no representation or warranty as to the accuracy of the list.)
Nippon Shokubai Co Ltd
Original Assignee
Nippon Shokubai Co Ltd
Priority date (The priority date is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the date listed.)
Filing date
Publication date
Application filed by Nippon Shokubai Co Ltd filed Critical Nippon Shokubai Co Ltd
Priority to EP21866801.0A priority Critical patent/EP4212505A4/en
Priority to CN202180061618.7A priority patent/CN116057033B/zh
Priority to KR1020237009491A priority patent/KR102863202B1/ko
Priority to JP2022547630A priority patent/JP7574307B2/ja
Priority to US18/025,527 priority patent/US12600693B2/en
Publication of WO2022054842A1 publication Critical patent/WO2022054842A1/ja
Anticipated expiration legal-status Critical
Ceased legal-status Critical Current

Links

Images

Classifications

    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C51/00—Preparation of carboxylic acids or their salts, halides or anhydrides
    • C07C51/42—Separation; Purification; Stabilisation; Use of additives
    • B—PERFORMING OPERATIONS; TRANSPORTING
    • B01—PHYSICAL OR CHEMICAL PROCESSES OR APPARATUS IN GENERAL
    • B01D—SEPARATION
    • B01D35/00—Filtering devices having features not specifically covered by groups B01D24/00 - B01D33/00, or for applications not specifically covered by groups B01D24/00 - B01D33/00; Auxiliary devices for filtration; Filter housing constructions
    • B01D35/02—Filters adapted for location in special places, e.g. pipe-lines, pumps, stop-cocks
    • B—PERFORMING OPERATIONS; TRANSPORTING
    • B01—PHYSICAL OR CHEMICAL PROCESSES OR APPARATUS IN GENERAL
    • B01D—SEPARATION
    • B01D9/00—Crystallisation
    • B01D9/004—Fractional crystallisation; Fractionating or rectifying columns
    • B01D9/0045—Washing of crystals, e.g. in wash columns
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C51/00—Preparation of carboxylic acids or their salts, halides or anhydrides
    • C07C51/16—Preparation of carboxylic acids or their salts, halides or anhydrides by oxidation
    • C07C51/21—Preparation of carboxylic acids or their salts, halides or anhydrides by oxidation with molecular oxygen
    • C07C51/25—Preparation of carboxylic acids or their salts, halides or anhydrides by oxidation with molecular oxygen of unsaturated compounds containing no six-membered aromatic ring
    • C07C51/252—Preparation of carboxylic acids or their salts, halides or anhydrides by oxidation with molecular oxygen of unsaturated compounds containing no six-membered aromatic ring of propene, butenes, acrolein or methacrolein
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C51/00—Preparation of carboxylic acids or their salts, halides or anhydrides
    • C07C51/42—Separation; Purification; Stabilisation; Use of additives
    • C07C51/43—Separation; Purification; Stabilisation; Use of additives by change of the physical state, e.g. crystallisation
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C57/00—Unsaturated compounds having carboxyl groups bound to acyclic carbon atoms
    • C07C57/02—Unsaturated compounds having carboxyl groups bound to acyclic carbon atoms with only carbon-to-carbon double bonds as unsaturation
    • C07C57/03—Monocarboxylic acids
    • C07C57/04—Acrylic acid; Methacrylic acid

Definitions

  • the present invention relates to a method for producing a compound. More specifically, the present invention relates to a method for producing a compound, a method for purifying a compound, and a purification apparatus.
  • a washing column such as a hydraulic washing column (HWC [Hydralic wash volume]) may be used.
  • HWC Hydraulic wash volume
  • the present invention has been made in view of the above situation, and an object of the present invention is to provide a method for safely and stably obtaining a high-quality product.
  • the present inventors have studied a method for producing a compound and focused on using a hydraulic cleaning column having high cleaning efficiency in the purification of the compound. Then, the mother liquor is extracted from the slurry containing the crystals in the hydraulic cleaning column using a filter and recovered, and a liquid having a temperature higher than the temperature of the mother liquor immediately after the extraction is flowed to a nozzle provided in the hydraulic cleaning column.
  • the present invention has been reached by finding that the apparatus can be operated more safely and stably by preventing coagulation.
  • the present invention is a method for producing a compound, which is a step of supplying a slurry containing crystals of the compound to a hydraulic cleaning column, and extracting a circulating slurry containing crystals from the hydraulic cleaning column. , The step of melting the crystals contained in the extracted circulating slurry, the step of extracting the mother liquor from the slurry containing the crystals in the hydraulic cleaning column using a filter, and the step of extracting the mother liquor immediately after being extracted in the step of extracting the mother liquor.
  • a liquid containing a temperature or higher is supplied to the hydraulic cleaning column by a nozzle provided in the hydraulic cleaning column (a nozzle provided in the return port of the circulating liquid containing the molten liquid obtained in the melting step and a slurry containing crystals).
  • This is a method for producing a compound, which comprises a step of introducing a hydraulic cleaning column from the outside into a pipe).
  • FIG. 1 is a schematic diagram illustrating a usage state of the purification apparatus of the present invention.
  • the present invention is a method for producing a compound, wherein the production method is a step of supplying a slurry containing crystals of a compound to a hydraulic cleaning column, and a circulating slurry containing crystals is extracted from the hydraulic cleaning column and extracted.
  • a pipe provided with a nozzle provided in the hydraulic cleaning column (a nozzle provided at the return port of the circulating liquid containing the molten liquid obtained in the melting step and a pipe containing a slurry containing crystals) to supply the liquid of the above to the hydraulic cleaning column.
  • This is a method for producing a compound, which comprises a step of introducing from the outside of a hydraulic cleaning column (excluding).
  • the nozzle provided in the hydraulic cleaning column includes a nozzle for instrumentation equipment, a sampling nozzle, a nozzle for a pressure adjusting valve, a nozzle for inserting an internal tube, and a nozzle for emergency charging. It is preferably at least one selected from the group. For example, if the nozzle for instrumentation equipment is coagulated or blocked, an erroneous instruction may be given to the instrument, resulting in an unintended and dangerous operating state. Further, if the sampling nozzle or the like is solidified or blocked, the internal state cannot be accurately grasped, and the quality or the like of the obtained product (compound) may not be controlled.
  • the method for producing a compound of the present invention can sufficiently prevent coagulation / blockage of various nozzles, and by sufficiently preventing coagulation / blockage, the state (temperature, pressure, etc.) inside the hydraulic cleaning column can be correctly corrected. It can be grasped and safer driving becomes possible.
  • the supply step and the melting step are basically performed in this order for the purification target (for example, as shown in FIG. 1, crystals are formed.
  • the slurry 11a to be contained is supplied into the crystal chamber 15 of the hydraulic cleaning column 1 via the supply line 11 and the pipe 4, the crystals are contained from the extraction port 20 of the circulating slurry at the bottom of the hydraulic cleaning column 1.
  • the circulating slurry is extracted and is melted by the equipment 22 that melts the crystals contained in the circulating slurry through the extraction line 21 that connects the extraction port 20 of the circulating slurry and the equipment 22 that melts.
  • At least a part of the circulating fluid containing the melting fluid obtained by melting in 22 is withdrawn from the purification apparatus as the product 23a through the product extraction line 23.
  • the remaining circulating fluid is melted with the equipment 22 and the above-mentioned return. It may be returned into the hydraulic cleaning column 1 through the return line 24 connected to the port 25).
  • the slurry containing the crystals supplied in the crystal chamber 15 is filtered using the filter 2, the mother liquor (filtrate) is extracted using the pipe 3 connected to the filter 2, and the slurry is collected in the mother liquor collection chamber 14. After that, this mother liquor can be collected and reused.
  • each step is usually performed at the same time when viewed as a whole refining apparatus.
  • compound refers to a compound obtained by the production method of the present invention, and does not refer to a raw material, a by-product, or a solvent in the production method of the present invention.
  • the “compound” can be paraphrased as a "target compound” or a "target product”.
  • a liquid having a temperature higher than the temperature of the mother liquor immediately after being withdrawn in the step of extracting the mother liquor is collected by a nozzle provided in a hydraulic cleaning column (a circulating liquid containing the molten liquid obtained in the melting step). (Excluding the nozzle provided at the return port and the pipe for supplying the slurry containing crystals to the hydraulic cleaning column), the step of introducing the slurry from the outside of the hydraulic cleaning column is included.
  • a liquid having a temperature higher than the temperature of the mother liquor immediately after being withdrawn in the step of withdrawing the mother liquor is introduced into a nozzle provided in the hydraulic cleaning column to introduce the liquid in the nozzle or around the nozzle. It is possible to suppress the retention of the liquid and sufficiently prevent its coagulation.
  • the step of introducing the liquid can be rephrased as a step of introducing a liquid having a temperature higher than the temperature of the mother liquor into the hydraulic cleaning column from a nozzle provided in the hydraulic cleaning column.
  • the liquid having a temperature higher than the temperature of the mother liquor is preferably 1 ° C. or higher, more preferably 2 ° C. or higher, further preferably 3 ° C. or higher, and 5 ° C. or higher. It is particularly preferable to have.
  • the liquid having a temperature higher than the temperature of the mother liquor is preferably 40 ° C. or lower, more preferably 35 ° C. or lower, further preferably 30 ° C. or lower, and 20 ° C. or lower. It is particularly preferable to have.
  • the temperature of the liquid above the temperature of the mother liquor is higher than the temperature of the mother liquor, and the difference is preferably 40 ° C. or lower, more preferably 35 ° C. or lower, and 30 ° C. or lower.
  • the temperature is 20 ° C. or lower, and it is particularly preferable that the temperature is 20 ° C. or lower. If the temperature of the liquid introduced into the nozzle provided in the hydraulic cleaning column is lower than the temperature of the mother liquor, the effect of the present invention cannot be obtained, and if the temperature is higher than the temperature of the mother liquor by more than 40 ° C., the hydraulic pressure type is used. It may affect the operating conditions such as melting the crystals in the washing column.
  • the temperature of the liquid equal to or higher than the temperature of the mother liquor can be appropriately set according to the melting point of the compound, and can be, for example, in the range of 10 to 100 ° C.
  • the temperature of the liquid above the temperature of the mother liquor is preferably 5 ° C. or higher, more preferably 10 ° C. or higher.
  • the temperature is preferably 50 ° C. or lower, more preferably 40 ° C. or lower.
  • the temperature of the mother liquor can be appropriately adjusted within the range of, for example, 0 to 80 ° C.
  • the temperature of the mother liquor is preferably 5 to 13 ° C, more preferably 7 to 11 ° C.
  • the temperature of the liquid equal to or higher than the temperature of the mother liquor is measured by measuring the temperature of the liquid immediately before being charged into the nozzle provided in the hydraulic cleaning column. Further, the temperature of the mother liquor immediately after being extracted in the step of extracting the mother liquor is measured by measuring the temperature of the mother liquor in the pipe connected to the filter.
  • the liquid having a temperature higher than the temperature of the mother liquor preferably contains the compound and / or water.
  • the content ratio of the compound in the liquid above the temperature of the mother liquor is preferably 85% by mass or more, more preferably 88% by mass or more, and further preferably 90% by mass or more.
  • the content ratio of the compound in the liquid above the temperature of the mother liquor is preferably 99% by mass or less, more preferably 98% by mass or less, and further preferably 97% by mass or less.
  • the amount of the liquid having a temperature higher than the temperature of the mother liquor to be introduced into the nozzle provided in the hydraulic cleaning column is not particularly limited, but in an industrial scale hydraulic cleaning column, for example, 3 ⁇ 10 1 per nozzle. ⁇ 1 ⁇ 10 3 kg / h.
  • the nozzles provided in the hydraulic cleaning column are instrumentation equipment nozzles, sampling nozzles, pressure adjustment valve nozzles, internal tube insertion nozzles, and emergency injection. It is preferably at least one selected from the group consisting of nozzles for use.
  • the nozzle for instrumentation equipment is a nozzle for attaching instrumentation equipment such as a thermometer (multi-point type, etc.), a pressure gauge, and an interface meter (optical type, etc.) in a hydraulic cleaning column.
  • the sampling nozzle is a nozzle used for collecting a slurry or the like in a hydraulic cleaning column.
  • the nozzle for the pressure adjusting valve is automatically or manually released when the pressure inside the hydraulic cleaning column rises, and the valve for adjusting the pressure, the safety valve, and the liquid in the hydraulic cleaning column are drained from the system.
  • the emergency charging nozzle is a nozzle for charging a polymerization inhibitor, a stabilizer, a solvent, etc. from the outside when abnormal polymerization or the like occurs inside the hydraulic cleaning column.
  • the emergency charging nozzle is, in other words, a nozzle for charging additives and / or a solvent.
  • the nozzle for inserting an intubation tube is used for inserting a pipe for transferring a slurry or the like into a hydraulic cleaning column, and has an inner diameter larger than the outer diameter of the pipe.
  • the liquid having a temperature higher than the temperature of the mother liquor contains at least a part of the mother liquor extracted in the step of extracting the mother liquor.
  • the liquid having a temperature higher than the temperature of the mother liquor preferably contains 70% by mass or more of the mother liquor extracted in the step of extracting the mother liquor, more preferably 80% by mass or more, and the mother liquor is used as it is (100% by mass). Is particularly preferred.
  • the liquid having a temperature higher than the temperature of the mother liquor preferably contains a liquid obtained by heating at least a part of the mother liquor extracted in the step of extracting the mother liquor.
  • the heating temperature may be appropriately set according to the melting point of the compound, but can be appropriately adjusted within the range of, for example, 10 to 100 ° C.
  • the heating temperature is preferably 15 ° C. or higher, more preferably 18 ° C. or higher.
  • the heating temperature is preferably 50 ° C. or lower, more preferably 40 ° C. or lower.
  • the heating temperature is the temperature in the heater, and when heating using a heat medium, it is the temperature of the heat medium.
  • the heating time may be appropriately set according to the melting point of the compound. As shown in FIG. 1, at least a part of the mother liquor extracted in the step of extracting the mother liquor is transferred by the lines 16a and 16b for transferring the mother liquor, and the heaters 17a provided in the lines 16a and 16b for transferring the mother liquor. By heating with 17b, a liquid having a temperature higher than the temperature of the mother liquor can be easily obtained.
  • the nozzle provided in the hydraulic cleaning column penetrates the mother liquor collection chamber for collecting the mother liquor extracted in the step of extracting the mother liquor, and contains crystals in the hydraulic cleaning column.
  • the effect of the present invention becomes remarkable when it is connected to the crystal chamber to which the slurry is supplied.
  • the mother liquor collection chamber is usually provided at the top of the crystal chamber.
  • the nozzle provided in the hydraulic cleaning column penetrates the mother liquor collection chamber for collecting the mother liquor extracted in the process of extracting the mother liquor, and is connected to the crystal chamber to which the slurry containing crystals in the hydraulic cleaning column is supplied.
  • the mother liquor collection room is a part (room) for collecting the mother liquor extracted in the process of extracting the mother liquor.
  • the portion (room) in the hydraulic cleaning column to which the slurry containing the crystals of the compound is supplied is also referred to as a crystal chamber.
  • the pipe that supplies the slurry containing the crystals described later to the hydraulic cleaning column is, in other words, a pipe that supplies the slurry containing the crystals to the crystal chamber of the hydraulic cleaning column.
  • the slurry containing the crystals in the crystal chamber 15 of the hydraulic cleaning column 1 is filtered using the filter 2 and the pipe 3 connected to the filter 2 is used.
  • a part of the mother liquor is transferred by the lines 16a and 16b for transferring the mother liquor, heated by the heaters 17a and 17b, and then the nozzle 13a. , 13b can be introduced.
  • the nozzle 13a is a nozzle for instrumentation equipment
  • the nozzle 13b is a nozzle for a pressure adjusting valve.
  • the nozzle for the pressure adjusting valve is connected to the pressure adjusting line 19.
  • the pressure adjustment line 19 is, for example, a line in which the pressure adjustment valve opens and closes for internal pressure adjustment in conjunction with the pressure gauge, and when the pressure adjustment valve opens, the mother liquor in the column is drained. Further, the remaining mother liquor can be transferred by the line 18 and mixed with the slurry 11a containing crystals and supplied to the hydraulic washing column (in the present specification, the slurry 11a containing crystals and the remaining mother liquor are mixed. Those are also called slurries containing crystals).
  • the slurry containing the crystals of the compound is supplied to the hydraulic cleaning column.
  • the slurry containing the crystals is a suspension of the crystals of the compound and the mother liquor, in other words, the liquid portion of the slurry containing the crystals of the compound supplied to the hydraulic cleaning column is the mother liquor.
  • the slurry containing the crystals can be obtained by forming crystals in a compound-containing solution (for example, a (meth) acrylic acid aqueous solution or a crude (meth) acrylic acid solution), but the compound-containing solution is contained.
  • the solution may be prepared by itself or may be procured from another place.
  • the compound-containing solution referred to here also includes a crude compound.
  • the mass ratio of the crystals is preferably 1% by mass or more, more preferably 3% by mass or more, and more preferably 5% by mass or more. More preferred.
  • the mass ratio of the crystals is preferably 50% by mass or less, more preferably 40% by mass or less, further preferably 30% by mass or less, and particularly preferably 20% by mass or less.
  • the slurry containing crystals supplied to the hydraulic cleaning column is immediately before being supplied to the hydraulic cleaning column. Slurry containing crystals of, for example, a slurry containing crystals in a pipe that supplies the slurry containing crystals to a hydraulic cleaning column.
  • the slurry containing crystals supplied to the hydraulic cleaning column preferably contains the compound in the mother liquor.
  • the mother liquor include the above compound, an aqueous solution of the above compound, and the like.
  • the mother liquor usually contains impurities other than the above compounds and water.
  • the slurry containing crystals supplied to the hydraulic washing column preferably has a purity (mass ratio) of the compound in the mother liquor of 97% by mass or less.
  • the mass ratio of the compound in the mother liquor is more preferably 96% by mass or less.
  • the mass ratio of the compound in the mother liquor is preferably 85% by mass or more, more preferably 88% by mass or more, and further preferably 90% by mass or more.
  • the above compound preferably has a melting point of 0 to 80 ° C., more preferably 1 to 50 ° C., still more preferably 3 to 40 ° C., and particularly preferably 5 to 20 ° C. °C. Further, the above compound is preferably an easily polymerizable compound having a reactive double bond.
  • the compound is more preferably an unsaturated carboxylic acid, further preferably a (meth) acrylic acid, and particularly preferably acrylic acid.
  • (meth) acrylic acid is acrylic acid and / or methacrylic acid.
  • the mass ratio of water in the mother liquor is more preferably 0.1% by mass or more, more preferably 0.5% by mass or more, and further preferably 1% by mass or more.
  • the mass ratio of water in the mother liquor is preferably 8% by mass or less, more preferably 6% by mass or less, and further preferably 4% by mass or less.
  • the mass ratio of impurities other than the compound and water in the mother liquor is preferably 0.1% by mass or more, more preferably 0.4% by mass or more, and more preferably 0.8% by mass or more. Is more preferable.
  • the mass ratio of impurities other than the compound and water in the mother liquor is preferably 8% by mass or less, more preferably 6% by mass or less, and further preferably 4% by mass or less.
  • the mass ratio of acetic acid in the mother liquor is preferably 0.1% by mass or more, more preferably 0.3% by mass or more, and further preferably 0.7% by mass or more. ..
  • the mass ratio of acetic acid in the mother liquor is preferably 8% by mass or less, more preferably 6% by mass or less, and further preferably 4% by mass or less.
  • the mass ratio of furfural in the mother liquor is more preferably 0.01% by mass or more, more preferably 0.05% by mass or more, and 0. It is more preferably 1% by mass or more.
  • the mass ratio of furfural in the mother liquor is preferably 2% by mass or less, more preferably 1% by mass or less, and further preferably 0.5% by mass or less.
  • the feeding rate of the slurry containing crystals is not particularly limited, but in an industrial scale hydraulic cleaning column, for example, it is 0.2 ⁇ 10 3 to 4.0 ⁇ 10 5 kg / h. ..
  • the supply temperature of the slurry containing crystals can be appropriately set according to the melting point of the above-mentioned compound and the like, but can be appropriately adjusted within the range of, for example, 0 to 80 ° C.
  • the supply temperature of the slurry containing crystals is preferably 5 to 13 ° C, more preferably 6 to 12 ° C.
  • the supply temperature of the slurry containing the crystals is the temperature of the mother liquor in the slurry containing the crystals immediately before being supplied to the hydraulic cleaning column.
  • the circulating slurry containing the crystals is extracted from the hydraulic washing column, and the crystals contained in the extracted circulating slurry are melted.
  • the crystals are derived from the crystal bed formed at the bottom of the hydraulic cleaning column. Crystal extraction can be performed by using a mechanism described later for extracting crystals from the crystal bed in the hydraulic cleaning column.
  • the circulating liquid is also extracted together, and the circulating slurry is extracted as a circulating slurry containing the crystals and subjected to a step of melting.
  • the circulating liquid is extracted from the hydraulic cleaning column as a circulating slurry containing crystals, and then a part of the circulating liquid containing the melting liquid obtained in the melting step is returned to the hydraulic cleaning column. Therefore, it circulates through the hydraulic cleaning column, in other words, it flows through the circulation path passing through the hydraulic cleaning column.
  • the liquid component in the circulating slurry flowing through the circulation path is also referred to as a circulating liquid.
  • the circulating slurry is a suspension of a crystal of a compound and a circulating liquid, and flows through a circulating path.
  • the mass ratio of the crystals is preferably 0.5% by mass or more, more preferably 1% by mass or more, and 3% by mass. % Or more is more preferable, and 5% by mass or more is particularly preferable.
  • the mass ratio of the crystals is preferably 40% by mass or less, more preferably 30% by mass or less, further preferably 20% by mass or less, and particularly preferably 10% by mass or less.
  • the circulating slurry containing the crystals extracted from the hydraulic cleaning column refers to the circulating slurry containing the crystals immediately after being extracted from the hydraulic cleaning column, for example, the extraction port and melting of the circulating slurry.
  • the extraction line connecting the crystal extraction port and the melting equipment in the hydraulic cleaning column, and the return line connecting the melting equipment and the return port in the hydraulic cleaning column are a circulating slurry or a circulating liquid containing a molten liquid. Circulates. In the present specification, this circulation path is also referred to as a melt loop.
  • the extraction speed of the circulating slurry containing the crystals extracted from the hydraulic cleaning column is not particularly limited, but is, for example, 2 ⁇ 10 3 to 5 ⁇ 10 5 kg / h in an industrial scale hydraulic cleaning column.
  • the extracted crystals can be melted using a heater.
  • the heater has a structure that efficiently transfers heat to the slurry containing crystals, for example, a vertical multi-tube heat exchanger, a horizontal multi-tube heat exchanger, a double-tube heat exchanger, a spiral heat exchanger, and a plate. Examples include heat exchangers and electric heaters. It is preferable that the heater is provided in the melt loop and the circulating slurry (circulating liquid after melting) is a forced circulation type in which the circulating slurry (circulating liquid after melting) is circulated by a pump provided in the melt loop.
  • the heating temperature in the melting step may be appropriately set according to the melting point of the compound, but can be appropriately adjusted within the range of, for example, 10 to 100 ° C.
  • the heating temperature in the melting step is preferably 15 ° C. or higher, more preferably 18 ° C. or higher.
  • the heating temperature is preferably 50 ° C. or lower, more preferably 40 ° C. or lower.
  • the heating temperature in the melting step is the supply temperature of the heat medium when the heat medium is supplied to the melting equipment for heating.
  • the temperature of the circulating liquid containing the melting liquid at the outlet of the melting step (melting equipment) is passed through the circulating liquid containing the melting liquid obtained by the melting step (for example, a heat exchanger or the like), and at that time. It is preferable to set the temperature to 1 to 10 ° C. higher than the melting point of the circulating liquid (circulating liquid containing the melting liquid obtained by melting the crystals in the slurry).
  • the melting time in the melting step may be appropriately determined to the extent that the crystals are sufficiently melted.
  • the production method of the present invention includes a step of extracting a mother liquor from a slurry containing crystals in the hydraulic cleaning column using a filter.
  • the production method of the present invention preferably includes a step of filtering a slurry containing crystals in a hydraulic cleaning column using a filter and extracting a mother liquor using a pipe connected to the filter.
  • the extracted mother liquor can be recycled and reused.
  • the extracted mother liquor can be used, for example, as a liquid having a temperature higher than the temperature of the mother liquor in the step of introducing the mother liquor after heating. Further, the quality of the compound can be further improved by reusing the extracted mother liquor as, for example, as at least a part of a slurry containing crystals to be supplied to a hydraulic washing column.
  • the mother liquor contained in the slurry supplied in the supply step flows downward from the top, collides with the cleaning liquid flowing upward from the bottom, is pushed back, and is extracted through the filter.
  • the material of the filter is not particularly limited, and the filter is made of a metal such as stainless steel, polytetrafluoroethylene (PTFE), polyetheretherketone (PEEK), or tetrafluoroethylene-perfluoroalkyl vinyl ether copolymer. It can be composed of a resin such as (PFA) or polyetherketone (PEK), and the latter is preferable.
  • the material of the pipe is not particularly limited, and it is preferable that the pipe is made of a metal or an alloy.
  • the mother liquor extracted in the step of extracting the mother liquor usually contains the above compound.
  • the mother liquor include a solution obtained by melting the above compound, an aqueous solution of the above compound, and the like.
  • the mother liquor usually contains impurities other than water.
  • the mother liquor extracted in the step of extracting the mother liquor means the mother liquor immediately after passing through the filter in the step of extracting the mother liquor.
  • the step of extracting the mother liquor can be appropriately performed using a pump or the like.
  • the production method of the present invention preferably includes a step of returning a part of the circulating liquid containing the melt obtained in the melting step to the hydraulic washing column.
  • the circulating fluid contains a melting fluid obtained in the melting step. That is, the crystals in the extracted circulating slurry are melted into a molten liquid, so that the suspended circulating slurry becomes a non-suspended circulating liquid.
  • the melting liquid obtained in the above melting step refers to a liquid obtained by melting in the step of melting the crystals contained in the circulating slurry extracted from the hydraulic washing column, and refers to the circulating liquid contained in the circulating slurry (the circulating liquid contained in the circulating slurry. Does not include those that were liquid components).
  • the cleaning liquid is a part of the circulating liquid returned to the hydraulic cleaning column, and after being returned to the hydraulic cleaning column, it is extracted from the outlet of the hydraulic cleaning column and recirculated in the circulation path.
  • the crystals flow in a countercurrent direction (preferably upward) in the direction of movement of the crystals through the gaps between the crystals in the crystal bed of the hydraulic cleaning column to wash the crystals in the hydraulic cleaning column.
  • the product extraction speed at which the product is extracted in the process of returning the product is 5 kg / h to 4.0 ⁇ 10 4 kg / h in an industrial-scale hydraulic cleaning column.
  • the outer wall surface of the hydraulic cleaning column may be heated by a heat medium or the like, and the temperature of the heat medium used for the heating is appropriately set depending on the substance to be handled, that is, the target compound. do it.
  • the heat medium any liquid or gas can be used, and examples thereof include water, antifreeze, methanol water (methanol aqueous solution), and gas.
  • the heat medium may be appropriately selected in consideration of the freezing point of the compound to be purified and the like.
  • the heating may be performed by heating a part of the hydraulic cleaning column with a heat medium or the like, but the heating is performed by heating substantially the entire hydraulic pressure cleaning column (jacket type). It is preferable to have.
  • the inside of the hydraulic cleaning column is basically operated under pressure (preferably within the range of 0.05 to 1.0 MPa).
  • the production method of the present invention preferably further includes a step of obtaining a slurry containing crystals of the compound from the compound-containing solution.
  • the compound-containing solution can be obtained by collecting the gas of the compound, which is a reaction product obtained by the chemical generator, by, for example, an absorption tower, and also a crude compound obtained by purifying the collected product. Included in compound-containing solutions.
  • the compound-containing solution is not limited to the one obtained by synthesizing by itself, and may be procured from another place.
  • the compound-containing solution can be cooled, for example, to obtain a slurry containing crystals of the compound.
  • the compound-containing solution contains impurities other than the compound and water.
  • the compound-containing solution is preferably a (meth) acrylic acid aqueous solution or a crude (meth) acrylic acid solution.
  • the (meth) acrylic acid aqueous solution means a solution in which (meth) acrylic acid is dissolved in water.
  • the crude (meth) acrylic acid solution is a solution composed of (meth) acrylic acid and contains impurities such as by-products during the production of (meth) acrylic acid.
  • impurities examples include acids such as propionic acid, acetic acid, maleic acid, benzoic acid and acrylic acid dimer, aldehydes such as acrolein, furfural, formaldehyde and glyoxal, acetone, methylisobutylketone, toluene and protoanemonin. And so on.
  • acids such as propionic acid, acetic acid, maleic acid, benzoic acid and acrylic acid dimer
  • aldehydes such as acrolein, furfural, formaldehyde and glyoxal
  • acetone methylisobutylketone
  • toluene and protoanemonin protoanemonin.
  • the production method further includes a step of obtaining a compound-containing solution from a raw material.
  • the step of obtaining the compound-containing solution is not particularly limited as long as the compound-containing solution can be obtained, but when the compound is (meth) acrylic acid, for example, it is described in JP-A-2007-182437 (Patent Document 1). It can be suitably carried out by a step of synthesizing acrylic acid, a step of collecting acrylic acid, or the like.
  • the raw material is selected from the group consisting of propane, propylene, acrolein, isobutene, methacrolein, acetic acid, lactic acid, isopropanol, 1,3 propanediol, glycerol, and 3-hydroxypropionic acid. It is preferable that it is at least one kind.
  • the (meth) acrylic acid and / or raw material may also be derived from a renewable raw material to produce bio-based (meth) acrylic acid.
  • impurities such as by-products are basically generated.
  • the above compound is (meth) acrylic acid, water, propionic acid, acetic acid, maleic acid, benzoic acid and the like, acrylic acid dimer acids, acrolein, furfural, formaldehyde, glyoxal and other aldehydes, acetone and methylisobutyl.
  • ketones, toluene, protoanemonin and the like are generated as impurities, high-quality products can be safely and stably obtained by purification using a hydraulic washing column according to the production method of the present invention.
  • the present invention is also a method for purifying a compound, which is a step of supplying a slurry containing crystals of a compound to a hydraulic cleaning column, extracting a circulating slurry containing crystals from the hydraulic cleaning column.
  • the above liquid is supplied to the hydraulic cleaning column by supplying a nozzle provided in the hydraulic cleaning column (a nozzle provided in the return port of the circulating liquid containing the molten liquid obtained in the melting step and a slurry containing crystals). It is also a method for purifying a compound, which comprises a step of introducing it from the outside of a hydraulic cleaning column (excluding a pipe). According to the purification method of the present invention, a slurry containing crystals can be purified safely and stably.
  • the preferred form in the purification method of the present invention is the same as the preferred form in the above-mentioned production method of the present invention.
  • the present invention is further a purification device for purifying crystals, which is a hydraulic cleaning column provided with an extraction port for a circulating slurry containing crystals and a return port for a circulating solution containing a melted solution of the extracted crystals.
  • a nozzle provided at the introduction port for introducing the liquid into the hydraulic cleaning column (a nozzle provided at the return port and a nozzle provided at the return port) are provided separately from the pipe for supplying the slurry containing crystals to the hydraulic cleaning column.
  • the nozzle provided at the introduction port is selected from the group consisting of a nozzle for instrumentation equipment, a sampling nozzle, a nozzle for a pressure adjusting valve, a nozzle for inserting an internal tube, and a nozzle for emergency charging. It is preferable that there is at least one.
  • the nozzle provided at the introduction port is preferably located on the upper surface of the hydraulic cleaning column.
  • the upper surface of the hydraulic cleaning column tends to be cold, but the nozzle provided at the introduction port is located on the upper surface of the hydraulic cleaning column, so that the liquid in the nozzle and the liquid around the nozzle stay. The effect that can be prevented and coagulation can be prevented becomes remarkable.
  • the upper surface is not particularly limited as long as it is the upper surface in the hydraulic cleaning column, and for example, in the hydraulic cleaning column, the surface facing the surface on which the crystal bed is formed can be the upper surface. Above all, it is more preferable that the nozzle provided at the introduction port is located on the uppermost surface of the hydraulic cleaning column.
  • the purification apparatus of the present invention further includes a mother liquor collection chamber for collecting the extracted mother liquor, and a nozzle provided at the introduction port penetrates the mother liquor collection chamber, and a slurry containing crystals in a hydraulic cleaning column is provided.
  • the effect of the present invention becomes remarkable when it is connected to the supplied crystal chamber.
  • the mother liquor collection chamber is usually located above the hydraulic cleaning column.
  • the nozzle provided at the introduction port penetrates the mother liquor collection chamber and is connected to the crystal chamber to which the slurry containing crystals in the hydraulic cleaning column is supplied, so that the nozzle penetrates the mother liquor collection chamber. It is difficult to keep the nozzle part warm or control the temperature. According to the embodiment of the present invention, the effect of preventing the liquid in the nozzle and the liquid around the nozzle from staying and preventing coagulation becomes remarkable.
  • the purification apparatus of the present invention further includes a line for transferring the extracted mother liquor, and the line is connected to a nozzle provided in the introduction port.
  • the front of the nozzle provided in the introduction port is the introduction port for introducing the liquid into the hydraulic cleaning column
  • the rear of the nozzle provided in the introduction port is the line for transferring the mother liquid. It is preferable that they are connected.
  • the line for transferring the mother liquor, together with the pipe for transferring the mother liquor constitutes a part of the circulation path of the extracted mother liquor.
  • the nozzle provided in the introduction port is connected to the circulation path of the extracted mother liquor.
  • the line for transferring the mother liquor is provided with a heating mechanism.
  • a heating mechanism a mechanism provided with a heating device for passing the mother liquor to heat it in the path of the line for transferring the mother liquor, and directly heating the line for transferring the mother liquor and passing the mother liquor through the line.
  • a heating mechanism and a mechanism in which these mechanisms are used in combination are preferable.
  • the heating device include a vertical multi-tube heat exchanger, a horizontal multi-tube heat exchanger, a double-tube heat exchanger, a spiral heat exchanger, a plate heat exchanger and the like.
  • Examples of the mechanism for directly heating the line for transferring the mother liquor and heating the mother liquor passing through the line include a mechanism in which an electric heater, a steam trace, a hot water trace, a steam jacket, a hot water jacket, or the like is installed in the line.
  • the range for directly heating the line may be the whole or a part.
  • the heating temperature by the heating mechanism may be appropriately set according to the melting point of the compound, but can be appropriately adjusted within the range of, for example, 10 to 100 ° C.
  • the heating temperature by the heating mechanism is preferably 15 ° C. or higher, more preferably 18 ° C. or higher.
  • the heating temperature is preferably 50 ° C. or lower, more preferably 40 ° C. or lower.
  • the heating temperature by the heating mechanism is the heating temperature in the heating mechanism, and is the temperature of the heat medium when a heat medium is supplied to the heating mechanism for heating.
  • the heating time by the heating mechanism may be appropriately determined.
  • the size of the hydraulic cleaning column included in the purification apparatus of the present invention is not particularly limited, but for example, the inner diameter inside the column (in the crystal chamber) is preferably 30 to 2000 mm. Further, the height is preferably 1000 to 15000 mm.
  • the size of the filter for filtering the slurry containing crystals in the hydraulic cleaning column of the present invention is not particularly limited, but for example, the inner diameter thereof is preferably 10 to 30 mm. Further, the height is preferably 20 to 300 mm.
  • Examples of the filter include those provided with a large number of circular holes, slits (cuts), and rectangular holes.
  • the shape thereof is not particularly limited, and examples thereof include a shape similar to that of a pipe, for example, a cylindrical shape. When the hole shape of the filter is circular, the diameter thereof may be appropriately adjusted depending on the size of the crystal, but is preferably 50 to 500 ⁇ m, for example.
  • the number of holes is not particularly limited, and may be adjusted according to, for example, pressure loss.
  • the pipe for transferring the mother liquor, which is connected to the filter, is usually arranged above the filter.
  • the pipe for transferring the mother liquor connected to the filter is not particularly limited.
  • 50 to 350 pipes are connected in parallel per 1 m 2 of the hydraulic cleaning column cross-sectional area. It is preferable that the product has been cleaned.
  • the above-mentioned filter and the pipe for transferring the mother liquor connected to the filter are as described above in the manufacturing method of the present invention.
  • the purification apparatus of the present invention may further include a mechanism for heating the outer wall surface of the hydraulic cleaning column.
  • the mechanism for heating the outer wall surface of the hydraulic cleaning column is not particularly limited, and examples thereof include a heat medium and a known heater.
  • a part of the hydraulic cleaning column is heated by a heat medium or the like. It may be carried out by heating substantially the entire hydraulic pressure type washing column (jacket type).
  • the heating mechanism is, for example, a jacket type
  • the material thereof is not particularly limited, and may be made of metal (for example, SUS, carbon steel) or resin. It is also possible to install a heat insulating material, a trace, or the like on the outside of the jacket.
  • the structure of the jacket is not particularly limited.
  • the inside of the jacket may be provided with a structure that promotes heat transfer, such as a baffle, without particular limitation.
  • the average thickness of the jacket (the width of the space where the heat medium flows) is preferably, for example, 5 to 200 mm.
  • the heat flux through the wall surface of the hydraulic cleaning column of the jacket is preferably more than 100 W / m 2 , more preferably more than 200 W / m 2 , and even more preferably more than 500 W / m 2 .
  • the upper limit of the heat flux through the wall surface of the hydraulic cleaning column of the jacket is not particularly limited, but is usually 4000 W / m 2 or less.
  • a sight glass (peephole) or a hand hole (a hole for putting a hand inside during maintenance) may be provided on the side wall of the jacket. In that case, these can be covered with a cover.
  • sight glasses and hand holes there is no limit to the number of installations.
  • the heat medium is not particularly limited, and examples thereof include water, antifreeze, methanol water (methanol aqueous solution), and gas.
  • the heat medium may be appropriately selected in consideration of the freezing point of the compound to be purified and the like.
  • the number of the pipe for supplying the slurry containing crystals to the hydraulic cleaning column and the supply nozzle (slurry supply port) which may be connected to the tip of the pipe is not particularly limited, and may be one or a plurality.
  • FIG. 1 shows a case where there is only one pipe for supplying the slurry containing crystals to the hydraulic cleaning column).
  • the supply nozzle may have a dispersion mechanism at its tip to disperse the slurry.
  • the hydraulic cleaning column may further include a dispersion chamber and a central pusher (see Japanese Patent Publication No. 2005-509010).
  • Instrumentation equipment such as a thermometer (multi-point type, etc.), a pressure gauge, and an interface meter (optical type, etc.) may be provided in or around the main body of the hydraulic cleaning column. Further, the hydraulic cleaning column itself may be inside a temperature-controlled casing (generally, in a building or the like).
  • the purification apparatus of the present invention further comprises an extraction line connecting the extraction port of the circulating slurry containing crystals in the hydraulic cleaning column and the melting equipment, and the return of the melting equipment and the hydraulic cleaning column. It is preferable to include a return line connecting to the mouth.
  • a circulating liquid containing a circulating slurry or a melting liquid circulates in the extraction line and the return line. As mentioned above, this circulation pathway is also referred to as a melt loop in the present specification.
  • the purification apparatus of the present invention preferably includes a mechanism for extracting crystals from the crystal bed in the hydraulic cleaning column.
  • the mechanism for extracting the crystal from the crystal bed is not particularly limited, and examples thereof include a rotor blade or scraper described in JP-A-2005-50909, a mechanism by hydraulic pressure described in European Patent No. 1469926, and the like. , One or more of these can be used.
  • the rotation speed is preferably 20 to 60 rpm
  • the material is preferably a metal such as stainless steel.
  • a heater is usually used as the melting equipment.
  • the heater has a structure that efficiently transfers heat to the slurry containing crystals, for example, a vertical multi-tube heat exchanger, a horizontal multi-tube heat exchanger, a double-tube heat exchanger, a spiral heat exchanger, and a plate. Examples include heat exchangers and electric heaters. It is preferable that the heater is provided in the melt loop and the circulating slurry (circulating liquid after melting) is a forced circulation type in which the circulating slurry (circulating liquid after melting) is circulated by a pump provided in the melt loop.
  • the purification apparatus of the present invention may include a mechanism (return mechanism) for returning a part of the circulating liquid containing the melt obtained in the facility for melting the crystals to the hydraulic cleaning column.
  • the return mechanism may be any mechanism used to separate a part of the circulating fluid from the other parts of the circulating fluid and return it to the hydraulic cleaning column, for example, the melting equipment and the return port. If there is a product extraction line that branches from the return line that connects to and is connected to the product extraction port, the branch path may be mentioned. Examples of the branch road include a T-junction (junction).
  • the return mechanism is a mechanism for returning a part of the circulating liquid containing the melt obtained in the equipment for melting the crystals to the hydraulic cleaning column so that at least a part of the circulating liquid is a cleaning liquid for cleaning the crystals. It is preferable to have.
  • the return port is preferably provided at the bottom of the hydraulic cleaning column so that the circulating fluid can be returned upward.
  • the return mechanism may be, for example, a combination of the branch path and a return port provided at the bottom of the hydraulic cleaning column.
  • the purification apparatus of the present invention may further include a mechanism for controlling the return amount of the circulating fluid.
  • the purification apparatus of the present invention can, for example, adjust the return amount of the circulating fluid by further including a mechanism (control mechanism) for controlling the returning amount of the circulating fluid, and can improve the separation efficiency of impurities as needed. As an excellent product, the product can be obtained efficiently.
  • the control mechanism include a valve attached to the line of the return mechanism (branch path) portion.
  • the control mechanism may be a mechanism that directly controls the return amount of the circulating fluid, or may be a mechanism that indirectly controls the return amount.
  • the control mechanism When the control mechanism is a mechanism that directly controls the return amount of the circulating fluid, the control mechanism includes, for example, a valve (not shown) attached to the return line 24 shown in FIG. Valves may be installed on both the product extraction line 23 and the return line 24. Further, by providing a flow meter on the supply line 11 (including the pipe 4), the product extraction line 23, and the return line 24 for supplying the slurry 11a containing crystals to the hydraulic cleaning column, the valve is controlled according to the flow rate. , The flow rate can be adjusted as appropriate. Further, the valve can be controlled according to the flow rate in the product extraction line 23 and the return line 24. It is also possible to install a multi-point thermometer on the hydraulic cleaning column to control the valve according to the internal temperature.
  • the purification apparatus of the present invention preferably further includes a product extraction port.
  • the purification apparatus of the present invention further includes a product extraction line branching from a return line connecting the melting equipment and the return port, and a product extraction port connected to the product extraction line. ..
  • FIG. 1 shows an example of the purification apparatus of the present invention.
  • the slurry 11a containing crystals is supplied into the crystal chamber 15 of the hydraulic cleaning column 1 via a supply line 11 (including a pipe 4) for supplying the slurry containing crystals to the hydraulic cleaning column, and is not shown.
  • crystals are deposited in the lower part of the crystal chamber 15 to form a crystal bed.
  • the slurry containing the crystals in the crystal chamber 15 of the hydraulic cleaning column 1 is filtered using the filter 2, the mother liquor (filtrate) is extracted using the pipe 3 connected to the filter 2, and the mother liquor (filtrate) is collected in the mother liquor collection chamber 14.
  • a part of the mother liquor is transferred by the lines 16a and 16b for transferring the mother liquor, heated by the heaters 17a and 17b, and then introduced into the nozzle 13a for instrumentation equipment and the nozzle 13b for the pressure adjusting valve. Further, the remaining mother liquor can be transferred by the line 18, mixed with the slurry containing crystals 11a, and supplied to the hydraulic cleaning column as a slurry containing crystals. Further, crystals are extracted from the bottom of the hydraulic cleaning column 1 together with the circulating liquid circulating in the melt loop passing through the bottom of the crystal chamber 15 of the hydraulic cleaning column 1, and the crystals are extracted from the bottom of the hydraulic cleaning column 1 together with the crystal extraction port 20 as a slurry containing the crystals.
  • the melting equipment 22 It is transferred to the melting equipment 22 through the extraction line 21 connecting to the melting equipment 22.
  • a part of the molten liquid obtained by melting in the melting equipment 22 passes through the return line 24 connecting the melting equipment 22 and the return port 25, and is inside the crystal chamber 15 of the hydraulic cleaning column 1. Will be returned to. Further, at least a part of the remaining portion of the molten liquid is withdrawn from the purification apparatus as a refined product 23a through a product extraction line 23 branched from the return line 24 and connected to the product extraction port.
  • the present invention is also a method of using a purification apparatus including a step of purifying a compound using the purification apparatus of the present invention.
  • aqueous acrylic acid solution was supplied to a crystallization tank having a heat transfer area of 1.4 m 2 .
  • a refrigerant supplied to the jacket provided on the peripheral wall of the crystallization tank and indirectly cooling it, the crystals adhering to the inner surface of the crystallization tank are scraped off by the scraper provided inside the crystallization tank to form crystals.
  • the slurry (supplied slurry) containing the above was prepared.
  • a flow control valve (not shown) was installed on the product extraction line 23 in the melt loop.
  • the purification equipment was operated as follows. A slurry (supplied slurry) containing acrylic acid crystals was supplied to the prepared hydraulic cleaning column under the conditions of a slurry concentration (crystal concentration) of 10%, a slurry temperature of 10.5 ° C., and a flow rate of 220 kg / h. The operating internal pressure of the hydraulic cleaning column was set to 0.4 MPa. In addition, a heat medium was introduced into the jacket.
  • a heater (double tube heat exchanger) that is a facility that uses a scraper provided at the bottom of the column to extract crystals from the extraction port 20 of the hydraulic cleaning column 1 together with the circulating liquid and melt them as a circulating slurry at a flow rate of 220 kg / h. Sent to.
  • the heat medium temperature of the double tube heat exchanger was set to 30 ° C., and the temperature of the liquid (circulating liquid) at the outlet of the heater was 20 ° C. A part of the circulating fluid was withdrawn from the product extraction line 23 as a product, and the rest of the circulating fluid was returned to the hydraulic cleaning column.
  • Example 1 The mother liquor was withdrawn from the hydraulic cleaning column through a mother liquor extraction pipe at a flow rate of 204.8 kg / h. The temperature of the mother liquor immediately after extraction was 10 ° C. After collecting the extracted mother liquor in the mother liquor collection chamber 14, a part of the extracted mother liquor is transferred by a line 16a for transferring the mother liquor, heated by a double-tube heater 17a, and then used for instrumentation equipment at 16 ° C. It was introduced into the nozzle 13a at 35 kg / h, and was introduced into the crystal chamber 15 of the hydraulic cleaning column 1 via the nozzle 13a for instrumentation equipment to which the pressure gauge was attached.
  • a part of the collected mother liquor is transferred by the line 16b for transferring the mother liquor, heated by the double tube type heater 17b, and then introduced into the nozzle 13b for the pressure adjusting valve at 16 ° C. at 35 kg / h. It was introduced into the crystal chamber 15 of the hydraulic cleaning column 1 via the nozzle 13b for the pressure adjusting valve. Further, the remaining mother liquor was transferred by the line 18, mixed with the slurry containing crystals 11a, and supplied to the hydraulic cleaning column as a slurry containing crystals. As a result, the nozzle portion did not solidify and could be operated stably.
  • the method for producing a compound is included in a step of supplying a slurry containing crystals of a compound to a hydraulic cleaning column, extracting a circulating slurry containing crystals from the hydraulic cleaning column, and including the extracted circulating slurry.
  • a hydraulic method is used to melt the crystals, to extract the mother liquor from the slurry containing the crystals in the hydraulic cleaning column using a filter, and to remove the liquid above the temperature of the mother liquor immediately after being extracted in the process of extracting the mother liquor.
  • Hydraulic type to the nozzle provided in the washing column (excluding the nozzle provided in the return port of the circulating liquid containing the molten liquid obtained in the melting step and the pipe for supplying the slurry containing crystals to the hydraulic type washing column). It was found that high quality products can be obtained safely and stably by including the step of introducing from the outside of the cleaning column.
  • Hydraulic cleaning column 2 Filter for filtering the slurry containing crystals in the crystal chamber of the hydraulic cleaning column 3 Pipe connected to the filter to transfer the mother liquor 4 Supply the slurry containing crystals to the crystal chamber of the hydraulic cleaning column Pipe 11 (Supplying the slurry containing crystals into the crystal chamber of the hydraulic cleaning column) Supply line 11a Slurry containing crystals 13a (for instrumentation equipment) Nozzle 13b (for pressure adjustment valve) Nozzle 14 Mother liquor collection chamber 15 Crystal chamber 16a, 16b Lines 17a, 17b for transferring mother liquor 18 Line 19 Pressure adjustment line 20 Extraction port for circulating slurry 21 Extraction line for connecting the extraction port for circulating slurry and equipment for melting 22 Equipment for melting 23 (Product extraction port) Product extraction line 23a (purified) Product 24 (connecting the melting equipment and the above return port) Return line 25 (of the circulating fluid containing the extracted crystal melt) Return ports P1, P2 pump

Landscapes

  • Chemical & Material Sciences (AREA)
  • Organic Chemistry (AREA)
  • Engineering & Computer Science (AREA)
  • Oil, Petroleum & Natural Gas (AREA)
  • Crystallography & Structural Chemistry (AREA)
  • Chemical Kinetics & Catalysis (AREA)
  • Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
PCT/JP2021/033038 2020-09-11 2021-09-08 化合物の製造方法 Ceased WO2022054842A1 (ja)

Priority Applications (5)

Application Number Priority Date Filing Date Title
EP21866801.0A EP4212505A4 (en) 2020-09-11 2021-09-08 PROCESS FOR PRODUCING A COMPOUND
CN202180061618.7A CN116057033B (zh) 2020-09-11 2021-09-08 化合物的制造方法
KR1020237009491A KR102863202B1 (ko) 2020-09-11 2021-09-08 화합물의 제조 방법
JP2022547630A JP7574307B2 (ja) 2020-09-11 2021-09-08 化合物の製造方法
US18/025,527 US12600693B2 (en) 2020-09-11 2021-09-08 Method for producing compound

Applications Claiming Priority (2)

Application Number Priority Date Filing Date Title
JP2020-153288 2020-09-11
JP2020153288 2020-09-11

Publications (1)

Publication Number Publication Date
WO2022054842A1 true WO2022054842A1 (ja) 2022-03-17

Family

ID=80631866

Family Applications (1)

Application Number Title Priority Date Filing Date
PCT/JP2021/033038 Ceased WO2022054842A1 (ja) 2020-09-11 2021-09-08 化合物の製造方法

Country Status (7)

Country Link
US (1) US12600693B2 (https=)
EP (1) EP4212505A4 (https=)
JP (1) JP7574307B2 (https=)
KR (1) KR102863202B1 (https=)
CN (1) CN116057033B (https=)
TW (1) TWI885207B (https=)
WO (1) WO2022054842A1 (https=)

Citations (11)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
JPH11123302A (ja) * 1997-10-22 1999-05-11 Tsukishima Kikai Co Ltd 結晶の溶融精製方法および装置
EP1469926A1 (en) 2002-01-30 2004-10-27 Nederlandse Organisatie voor toegepast-natuurwetenschappelijk Onderzoek TNO Method and apparatus for processing a suspension
JP2005509010A (ja) 2001-11-15 2005-04-07 ビーエーエスエフ アクチェンゲゼルシャフト 不純化された結晶溶融液中の結晶の懸濁液から結晶を精製分離するための装置
JP2005509009A (ja) 2001-11-15 2005-04-07 ビーエーエスエフ アクチェンゲゼルシャフト 結晶を母液中の結晶の懸濁液から精製分離する方法
JP2006069959A (ja) * 2004-09-02 2006-03-16 Kureha Engineering Co Ltd 結晶精製方法及びそのための装置
JP2007182437A (ja) 2005-12-06 2007-07-19 Nippon Shokubai Co Ltd アクリル酸の製造方法
JP2010059107A (ja) * 2008-09-04 2010-03-18 Mitsubishi Rayon Co Ltd 原料粗結晶の精製方法
WO2010032665A1 (ja) 2008-09-22 2010-03-25 株式会社日本触媒 固定床反応器、およびそれを用いたアクリル酸の製造方法
JP2011514311A (ja) * 2008-01-30 2011-05-06 エボニック レーム ゲゼルシャフト ミット ベシュレンクテル ハフツング 高純度メタクリル酸の製造方法
JP2013507427A (ja) 2009-10-16 2013-03-04 ビーエーエスエフ ソシエタス・ヨーロピア アクリル酸結晶を母液中の該アクリル酸結晶の懸濁液ｓから精製分離するための分離法のスタートアップ方法
WO2018216699A1 (ja) * 2017-05-25 2018-11-29 株式会社日本触媒 （メタ）アクリル酸の製造方法

Family Cites Families (10)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
JP4960562B2 (ja) 2000-04-11 2012-06-27 ビーエーエスエフ ソシエタス・ヨーロピア 粗製アクリル酸溶融物の精製法
DE10036880A1 (de) 2000-07-28 2002-02-07 Basf Ag Regelung einer Waschkolonne in einem Schmelzkristallisationsprozess
DE10017903A1 (de) * 2000-04-11 2001-10-18 Basf Ag Verfahren zur Reinigung einer Rohacrylsäureschmelze
JP4673958B2 (ja) * 2000-06-19 2011-04-20 株式会社日本触媒 固形物除去装置
KR100932467B1 (ko) 2005-12-06 2009-12-17 니폰 쇼쿠바이 컴파니 리미티드 아크릴산의 제조방법
US7812206B2 (en) * 2006-03-21 2010-10-12 Bp Corporation North America Inc. Apparatus and process for the separation of solids and liquids
US8680330B2 (en) 2009-02-03 2014-03-25 Nippon Shokubai Co., Ltd. Process for producing (meth) acrylic acid
DE102010030279A1 (de) 2010-06-18 2010-10-28 Basf Se Verfahren der Inbetriebnahme eines Trennverfahrens zur reinigenden Abtrennung von Acrylsäurekristallen aus einer Suspension S ihrer Kristalle in Mutterlauge
DE102009045767A1 (de) 2009-10-16 2010-08-12 Basf Se Verfahren der Inbetriebnahme eines Trennverfahrens zur reinigenden Abtrennung von Acrylsäurekristallen aus einer Suspension S ihrer Kristalle in Mutterlauge
WO2017188220A1 (ja) 2016-04-28 2017-11-02 三菱ケミカル株式会社 メタクリル酸の精製方法及び製造方法

Patent Citations (11)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
JPH11123302A (ja) * 1997-10-22 1999-05-11 Tsukishima Kikai Co Ltd 結晶の溶融精製方法および装置
JP2005509010A (ja) 2001-11-15 2005-04-07 ビーエーエスエフ アクチェンゲゼルシャフト 不純化された結晶溶融液中の結晶の懸濁液から結晶を精製分離するための装置
JP2005509009A (ja) 2001-11-15 2005-04-07 ビーエーエスエフ アクチェンゲゼルシャフト 結晶を母液中の結晶の懸濁液から精製分離する方法
EP1469926A1 (en) 2002-01-30 2004-10-27 Nederlandse Organisatie voor toegepast-natuurwetenschappelijk Onderzoek TNO Method and apparatus for processing a suspension
JP2006069959A (ja) * 2004-09-02 2006-03-16 Kureha Engineering Co Ltd 結晶精製方法及びそのための装置
JP2007182437A (ja) 2005-12-06 2007-07-19 Nippon Shokubai Co Ltd アクリル酸の製造方法
JP2011514311A (ja) * 2008-01-30 2011-05-06 エボニック レーム ゲゼルシャフト ミット ベシュレンクテル ハフツング 高純度メタクリル酸の製造方法
JP2010059107A (ja) * 2008-09-04 2010-03-18 Mitsubishi Rayon Co Ltd 原料粗結晶の精製方法
WO2010032665A1 (ja) 2008-09-22 2010-03-25 株式会社日本触媒 固定床反応器、およびそれを用いたアクリル酸の製造方法
JP2013507427A (ja) 2009-10-16 2013-03-04 ビーエーエスエフ ソシエタス・ヨーロピア アクリル酸結晶を母液中の該アクリル酸結晶の懸濁液ｓから精製分離するための分離法のスタートアップ方法
WO2018216699A1 (ja) * 2017-05-25 2018-11-29 株式会社日本触媒 （メタ）アクリル酸の製造方法

Non-Patent Citations (1)

* Cited by examiner, † Cited by third party
Title
See also references of EP4212505A4

Also Published As

Publication number Publication date
TW202216651A (zh) 2022-05-01
KR102863202B1 (ko) 2025-09-23
EP4212505A1 (en) 2023-07-19
JP7574307B2 (ja) 2024-10-28
CN116057033A (zh) 2023-05-02
EP4212505A4 (en) 2024-11-13
US12600693B2 (en) 2026-04-14
JPWO2022054842A1 (https=) 2022-03-17
CN116057033B (zh) 2025-05-09
US20240010598A1 (en) 2024-01-11
TWI885207B (zh) 2025-06-01
KR20230054423A (ko) 2023-04-24

Similar Documents

Publication Publication Date Title
JP5112898B2 (ja) （メタ）アクリル酸の晶析方法およびその晶析システム
JP7574306B2 (ja) 化合物の製造方法
WO2022054842A1 (ja) 化合物の製造方法
JP7805359B2 (ja) 精製装置に用いられる槽
JP7558282B2 (ja) 精製装置
TWI913474B (zh) 純化裝置、化合物之製造方法及其純化方法
JP7730364B2 (ja) 精製装置
TWI909056B (zh) 易聚合性化合物之製造方法
BR112023004299B1 (pt) Aparelho de purificação que purifica cristais, método para produzir um composto e método para purificar um composto
JP7768984B2 (ja) 易重合性化合物の製造方法
BR112023004298B1 (pt) Método para produzir um composto
CN120344300A (zh) 从容器排出含有晶粒的浆料的方法

Legal Events

Date Code Title Description
121 Ep: the epo has been informed by wipo that ep was designated in this application

Ref document number: 21866801

Country of ref document: EP

Kind code of ref document: A1

ENP Entry into the national phase

Ref document number: 2022547630

Country of ref document: JP

Kind code of ref document: A

WWE Wipo information: entry into national phase

Ref document number: 18025527

Country of ref document: US

ENP Entry into the national phase

Ref document number: 20237009491

Country of ref document: KR

Kind code of ref document: A

WWE Wipo information: entry into national phase

Ref document number: 202347025922

Country of ref document: IN

NENP Non-entry into the national phase

Ref country code: DE

ENP Entry into the national phase

Ref document number: 2021866801

Country of ref document: EP

Effective date: 20230411

WWG Wipo information: grant in national office

Ref document number: 202347025922

Country of ref document: IN

WWG Wipo information: grant in national office

Ref document number: 202180061618.7

Country of ref document: CN