WO2022118932A1 - 有機ハイドライド製造装置および随伴水の再利用方法 - Google Patents

有機ハイドライド製造装置および随伴水の再利用方法 Download PDF

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Publication number
WO2022118932A1
WO2022118932A1 PCT/JP2021/044347 JP2021044347W WO2022118932A1 WO 2022118932 A1 WO2022118932 A1 WO 2022118932A1 JP 2021044347 W JP2021044347 W JP 2021044347W WO 2022118932 A1 WO2022118932 A1 WO 2022118932A1
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Prior art keywords
cathode
water
liquid
anode
organic hydride
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Ceased
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PCT/JP2021/044347
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English (en)
French (fr)
Japanese (ja)
Inventor
篤司 小林
康太 三好
智三 永塚
徹 高村
孝司 松岡
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Eneos Corp
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Eneos Corp
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Priority to US18/254,445 priority Critical patent/US12297551B2/en
Priority to EP21900682.2A priority patent/EP4257729A4/en
Priority to AU2021392280A priority patent/AU2021392280A1/en
Priority to JP2022566987A priority patent/JPWO2022118932A1/ja
Priority to CN202180080496.6A priority patent/CN116529425A/zh
Publication of WO2022118932A1 publication Critical patent/WO2022118932A1/ja
Anticipated expiration legal-status Critical
Priority to US19/073,223 priority patent/US20250198018A1/en
Ceased legal-status Critical Current

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    • C—CHEMISTRY; METALLURGY
    • C25—ELECTROLYTIC OR ELECTROPHORETIC PROCESSES; APPARATUS THEREFOR
    • C25B—ELECTROLYTIC OR ELECTROPHORETIC PROCESSES FOR THE PRODUCTION OF COMPOUNDS OR NON-METALS; APPARATUS THEREFOR
    • C25B3/00—Electrolytic production of organic compounds
    • C25B3/01—Products
    • C25B3/03—Acyclic or carbocyclic hydrocarbons
    • C—CHEMISTRY; METALLURGY
    • C25—ELECTROLYTIC OR ELECTROPHORETIC PROCESSES; APPARATUS THEREFOR
    • C25B—ELECTROLYTIC OR ELECTROPHORETIC PROCESSES FOR THE PRODUCTION OF COMPOUNDS OR NON-METALS; APPARATUS THEREFOR
    • C25B15/00—Operating or servicing cells
    • C25B15/08—Supplying or removing reactants or electrolytes; Regeneration of electrolytes
    • C25B15/083—Separating products
    • C—CHEMISTRY; METALLURGY
    • C25—ELECTROLYTIC OR ELECTROPHORETIC PROCESSES; APPARATUS THEREFOR
    • C25B—ELECTROLYTIC OR ELECTROPHORETIC PROCESSES FOR THE PRODUCTION OF COMPOUNDS OR NON-METALS; APPARATUS THEREFOR
    • C25B15/00—Operating or servicing cells
    • C25B15/08—Supplying or removing reactants or electrolytes; Regeneration of electrolytes
    • C25B15/085—Removing impurities
    • C—CHEMISTRY; METALLURGY
    • C25—ELECTROLYTIC OR ELECTROPHORETIC PROCESSES; APPARATUS THEREFOR
    • C25B—ELECTROLYTIC OR ELECTROPHORETIC PROCESSES FOR THE PRODUCTION OF COMPOUNDS OR NON-METALS; APPARATUS THEREFOR
    • C25B15/00—Operating or servicing cells
    • C25B15/08—Supplying or removing reactants or electrolytes; Regeneration of electrolytes
    • C25B15/087—Recycling of electrolyte to electrochemical cell
    • C—CHEMISTRY; METALLURGY
    • C25—ELECTROLYTIC OR ELECTROPHORETIC PROCESSES; APPARATUS THEREFOR
    • C25B—ELECTROLYTIC OR ELECTROPHORETIC PROCESSES FOR THE PRODUCTION OF COMPOUNDS OR NON-METALS; APPARATUS THEREFOR
    • C25B3/00—Electrolytic production of organic compounds
    • C25B3/20—Processes
    • C25B3/25—Reduction
    • C—CHEMISTRY; METALLURGY
    • C25—ELECTROLYTIC OR ELECTROPHORETIC PROCESSES; APPARATUS THEREFOR
    • C25B—ELECTROLYTIC OR ELECTROPHORETIC PROCESSES FOR THE PRODUCTION OF COMPOUNDS OR NON-METALS; APPARATUS THEREFOR
    • C25B9/00—Cells or assemblies of cells; Constructional parts of cells; Assemblies of constructional parts, e.g. electrode-diaphragm assemblies; Process-related cell features
    • C25B9/17—Cells comprising dimensionally-stable non-movable electrodes; Assemblies of constructional parts thereof
    • C25B9/19—Cells comprising dimensionally-stable non-movable electrodes; Assemblies of constructional parts thereof with diaphragms
    • C25B9/23—Cells comprising dimensionally-stable non-movable electrodes; Assemblies of constructional parts thereof with diaphragms comprising ion-exchange membranes in or on which electrode material is embedded
    • C—CHEMISTRY; METALLURGY
    • C25—ELECTROLYTIC OR ELECTROPHORETIC PROCESSES; APPARATUS THEREFOR
    • C25B—ELECTROLYTIC OR ELECTROPHORETIC PROCESSES FOR THE PRODUCTION OF COMPOUNDS OR NON-METALS; APPARATUS THEREFOR
    • C25B9/00—Cells or assemblies of cells; Constructional parts of cells; Assemblies of constructional parts, e.g. electrode-diaphragm assemblies; Process-related cell features
    • C25B9/60—Constructional parts of cells

Definitions

  • the present invention relates to an organic hydride production apparatus and a method for reusing accompanying water.
  • an organic hydride having an anode electrode that generates protons from water, a cathode electrode that hydrogenates an organic compound (hydrogenated product) having an unsaturated bond, and an electrolytic tank having a diaphragm separating the anode electrode and the cathode electrode.
  • a manufacturing apparatus is known (see, for example, Patent Document 1).
  • protons are generated by oxidation of water at the anode electrode, the protons move to the cathode electrode side via the diaphragm, and the hydrogenated product is hydrogenated by the protons at the cathode electrode, so that the organic hydride is produced. Hydride is manufactured.
  • the generation of protons and the hydrogenation of the hydride can be performed in a one-step process. Therefore, the manufacturing process of the organic hydride can be simplified as compared with the case where hydrogen is produced by water electrolysis or the like and the organic hydride is produced by a two-step process in which the hydrogenated product is chemically hydrogenated in a reactor such as a plant. Alternatively, the production efficiency of organic hydride can be increased. In addition, since the high-pressure container for storing hydrogen, which is required when producing hydrogen by water electrolysis, can be omitted, the equipment cost is expected to be significantly reduced.
  • the present invention has been made in view of such a situation, and one of the objects thereof is to provide a technique for improving the operating efficiency of an organic hydride manufacturing apparatus.
  • One aspect of the present invention is an organic hydride manufacturing apparatus.
  • This device is located between the anode electrode, which oxidizes water in the anode solution to generate protons, the cathode electrode, which hydrogenates the hydride in the cathode solution with protons to generate organic hydride, and between the anode electrode and the cathode electrode.
  • An electrolytic tank that is arranged and has a diaphragm that moves protons together with accompanying water from the anode electrode side to the cathode electrode side, an anode liquid supply unit that supplies the anode liquid to the anode electrode, and accompanying water from the cathode liquid that is sent out from the cathode electrode. It includes a water separation unit for separation and a water return unit for sending the accompanying water separated by the water separation unit to the anode liquid supply unit.
  • Another aspect of the present invention is a method of reusing accompanying water.
  • This method involves an anode electrode that oxidizes water in the anode solution to generate protons, a cathode electrode that hydrogenates a hydrogenated product in the cathode solution with protons to generate organic hydride, and between the anode electrode and the cathode electrode.
  • an electrolytic tank having a diaphragm that is arranged and moves protons together with accompanying water from the anode electrode side to the cathode electrode side, the accompanying water is separated from the cathode liquid sent out from the cathode electrode, and the separated accompanying water is reused at the anode electrode. Including that.
  • FIG. 1 is a schematic diagram of the organic hydride manufacturing apparatus 1 according to the embodiment.
  • the organic hydride manufacturing apparatus 1 includes an electrolytic cell 2, a power supply 4, an anode liquid supply unit 6, a cathode liquid supply unit 8, a control unit 10, a water separation unit 12, and a water return unit 56.
  • the electrolytic cell 2 hydrogenates the hydride ⁇ by an electrochemical reduction reaction to generate organic hydride ⁇ .
  • the electrolytic cell 2 has an anode electrode 14, an anode chamber 16, a cathode electrode 18, a cathode chamber 20, and a diaphragm 22.
  • the anode electrode 14 (anode) oxidizes water in the anode liquid La to generate protons.
  • the anode electrode 14 is arranged so as to be in contact with one main surface of the diaphragm 22.
  • the anode electrode 14 has a metal such as iridium (Ir), ruthenium (Ru), platinum (Pt), or a metal oxide thereof as an anode catalyst.
  • the anode catalyst is dispersed, supported or coated on a substrate having electron conductivity.
  • the base material is composed of a material containing a metal as a main component, such as titanium (Ti) or stainless steel (SUS).
  • the base material examples include woven fabric and non-woven fabric sheets, meshes, porous sintered bodies, foam molded bodies (foams), expanded metals, and the like.
  • the anode catalyst may be coated on a base material to form a catalyst layer. Further, the anode electrode 14 may be obtained by directly coating the main surface of the diaphragm 22 with an anode catalyst.
  • the anode electrode 14 is housed in the anode chamber 16.
  • the space in the anode chamber 16 other than the anode electrode 14 constitutes a flow path of oxygen generated by the anode liquid La and the electrode reaction.
  • the cathode electrode 18 (cathode) hydrogenates the hydride ⁇ in the cathode liquid Lc with a proton to generate organic hydride ⁇ .
  • the cathode electrode 18 is arranged so as to be in contact with the other main surface of the diaphragm 22 (the main surface opposite to the anode electrode 14).
  • the cathode electrode 18 has a catalyst layer 18a and a diffusion layer 18b.
  • the catalyst layer 18a is arranged so as to be in contact with the diaphragm 22.
  • the catalyst layer 18a has, for example, platinum, ruthenium, or the like as a cathode catalyst. Further, the catalyst layer 18a has a catalyst carrier that supports a cathode catalyst.
  • the catalyst carrier is composed of an electron conductive material such as porous carbon, porous metal, and porous metal oxide.
  • the diffusion layer 18b is arranged so as to be in contact with the surface of the catalyst layer 18a opposite to the diaphragm 22.
  • the diffusion layer 18b uniformly diffuses the liquid hydride ⁇ supplied from the outside into the catalyst layer 18a. Further, the organic hydride ⁇ produced in the catalyst layer 18a is discharged from the catalyst layer 18a via the diffusion layer 18b.
  • the diffusion layer 18b is made of a conductive material such as carbon or metal. Further, the diffusion layer 18b is a porous body such as a sintered body of fibers or particles and a foam molded body. Specific examples of the material constituting the diffusion layer 18b include a carbon woven fabric (carbon cloth), a carbon non-woven fabric, and carbon paper.
  • the cathode electrode 18 is housed in the cathode chamber 20.
  • the space in the cathode chamber 20 other than the cathode electrode 18 constitutes a flow path of the hydride ⁇ and the organic hydride ⁇ generated by the electrode reaction.
  • the anode chamber 16 and the cathode chamber 20 are separated by a diaphragm 22.
  • the diaphragm 22 is arranged between the anode electrode 14 and the cathode electrode 18.
  • the diaphragm 22 is composed of a solid polymer electrolyte membrane having proton conductivity.
  • the solid polymer electrolyte membrane is not particularly limited as long as it is a material that conducts protons, and examples thereof include a fluorine-based ion exchange membrane having a sulfonic acid group such as Nafion (registered trademark).
  • the diaphragm 22 moves protons from the anode electrode 14 side to the cathode electrode 18 side with water. In the following, water that moves with protons is referred to as accompanying water W.
  • the reaction that occurs when toluene (TL) is used as an example of the hydride ⁇ in the electrolytic cell 2 is as follows.
  • the obtained organic hydride ⁇ is methylcyclohexane (MCH).
  • MCH methylcyclohexane
  • water is electrolyzed at the anode electrode 14, and oxygen gas, protons, and electrons are generated.
  • the protons travel through the diaphragm 22 toward the cathode electrode 18.
  • the electrons flow into the positive electrode of the power supply 4.
  • Oxygen gas is discharged to the outside through the anode chamber 16.
  • methylcyclohexane is produced by the reaction of toluene, electrons supplied from the negative electrode of the power source 4, and protons arriving through the diaphragm 22. Therefore, according to the organic hydride production apparatus 1 according to the present embodiment, the electrolysis of water and the hydrogenation reaction of the hydride ⁇ can be performed in one step.
  • the power supply 4 is a DC power supply that supplies electric power to the electrolytic cell 2. By supplying electric power from the power source 4, a predetermined electrolytic voltage is applied between the anode electrode 14 and the cathode electrode 18 of the electrolytic cell 2.
  • the power supply 4 receives electric power from the electric power supply unit 24 and supplies electric power to the electrolytic cell 2.
  • the power supply unit 24 can be configured by a renewable energy power generation device such as a wind power generation device 26 or a solar power generation device 28.
  • the power supply unit 24 may include a power generation device that uses renewable energy other than wind power and solar power, such as a geothermal power generation device, a wave power generation device, a temperature difference power generation device, and a biomass power generation device. Further, the power supply unit 24 is not limited to a power generation device that generates power by using renewable energy.
  • the anode liquid supply unit 6 supplies the anode liquid La containing water to the anode electrode 14.
  • the anodic liquid supply unit 6 includes an anodic liquid tank 30, an anodic liquid circulation path 32, an anodic liquid transfer device 34, and an anodic liquid gas-liquid separation unit 36.
  • the anolyte tank 30 stores the anolyte La supplied to the anolyte electrode 14.
  • Examples of the anode liquid La include a solution having a predetermined ionic conductivity such as a sulfuric acid aqueous solution, a nitric acid aqueous solution, and a hydrochloric acid aqueous solution, pure water, ion-exchanged water, and the like.
  • the anolyte tank 30 and the anolyte chamber 16 are connected by an anolyte circulation path 32.
  • the anode liquid circulation path 32 includes an anode inlet pipe 32a that supplies the anode liquid La in the anode liquid tank 30 to the anode electrode 14, and an anode outlet pipe 32b that returns the anode liquid La sent out from the anode electrode 14 to the anode liquid tank 30. Has.
  • the anode liquid transfer device 34 is provided in the middle of the anode inlet pipe 32a as an example. By driving the anolyte transfer device 34, the anolyte La flows in the anolyte circulation path 32 and circulates between the anolyte tank 30 and the anolyte electrode 14.
  • the anode liquid transfer device 34 for example, various pumps such as a gear pump and a cylinder pump, a natural flow type device, and the like can be used.
  • the anode liquid-gas-liquid separation unit 36 is provided in the middle of the anode outlet pipe 32b. At the anode electrode 14, oxygen is generated by the electrode reaction. Therefore, the anode liquid La recovered from the anode electrode 14 contains gaseous oxygen and dissolved oxygen in addition to unreacted water. The gaseous oxygen is separated from the anolyte liquid La in the anolyte liquid gas-liquid separation unit 36 and taken out of the system. The anodic solution La from which oxygen has been separated is recovered in the anolyte tank 30.
  • the anode inlet pipe 32a is connected to the lower part of the anode chamber 16 in the vertical direction, and the anode outlet pipe 32b is connected to the upper part of the anode chamber 16 in the vertical direction.
  • the anolyte La in the anolyte tank 30 is pumped up by the anolyte transfer device 34 and enters the anolyte chamber 16.
  • the anode liquid La in the anode chamber 16 is pushed out to the anode outlet pipe 32b by the flow of the anode liquid La entering the anode chamber 16, and flows down to the anode liquid gas-liquid separation unit 36 by gravity.
  • the anolyte La is placed under atmospheric pressure in the anolyte gas-liquid separation unit 36.
  • the anolyte liquid La in the anolyte liquid gas-liquid separation unit 36 flows into the anolyte liquid tank 30 in a natural flow manner as the liquid level in the anolyte liquid tank 30 drops.
  • the anode inlet pipe 32a may be connected to the upper part of the anode chamber 16 in the vertical direction, and the anode liquid La may enter the anode chamber 16 from the upper part in the vertical direction.
  • the cathode liquid supply unit 8 supplies the cathode liquid Lc containing the hydride ⁇ to the cathode electrode 18.
  • the cathode liquid supply unit 8 includes a cathode liquid tank 38, a cathode liquid circulation path 40, a cathode liquid transfer device 42, and a cathode liquid gas-liquid separation unit 44.
  • the cathode liquid tank 38 stores the cathode liquid Lc supplied to the cathode electrode 18.
  • the cathode liquid Lc stored in the cathode liquid tank 38 contains the hydride ⁇ at least before the start of operation of the organic hydride production apparatus 1.
  • the hydrogenated product ⁇ is a compound that is hydrogenated by an electrochemical reduction reaction in the electrolytic cell 2 to become organic hydride ⁇ , that is, a dehydrogenated product of organic hydride ⁇ .
  • the hydride ⁇ and the organic hydride ⁇ are preferably liquid at 20 ° C. and 1 atm.
  • the hydride ⁇ and the organic hydride ⁇ are organic compounds capable of adding / desorbing hydrogen by reversibly causing a hydrogenation reaction / dehydrogenation reaction.
  • the hydride ⁇ and the organic hydride ⁇ have a lower specific density than water.
  • the hydride ⁇ and the organic hydride ⁇ have low compatibility with water and form an interface IF with the accompanying water W.
  • the detection unit 52 which will be described later, is composed of a sensor that detects the interface IF based on the difference in buoyancy (specific gravity) applied to the float, there is a difference in specific gravity with respect to the accompanying water W to the extent that this sensor can detect it.
  • Certain hydride ⁇ and organic hydride ⁇ are selected.
  • examples of the hydride ⁇ include aromatic compounds having a liquid specific density of 0.6 to 0.9 g / cm 3 .
  • the detection unit 52 is composed of a sensor that detects the interface IF based on the difference in capacitance (relative permittivity)
  • the relative permittivity is set to the extent that this sensor can detect the accompanying water W.
  • Dielectric ⁇ and organic hydride ⁇ with differences are selected.
  • examples of the hydride ⁇ include aromatic compounds having a relative permittivity of 1 to 50.
  • Specific examples of the hydride ⁇ include alkylbenzenes such as benzene and toluene, and nitrogen-containing aromatic compounds such as pyridine and pyrazine.
  • the cathode liquid tank 38 and the cathode chamber 20 are connected by a cathode liquid circulation path 40.
  • the cathode liquid circulation path 40 includes a cathode inlet pipe 40a that supplies the cathode liquid Lc in the cathode liquid tank 38 to the cathode electrode 18, and a cathode outlet pipe 40b that returns the cathode liquid Lc sent out from the cathode electrode 18 to the cathode liquid tank 38.
  • the concentration of the hydride ⁇ of the cathode liquid Lc flowing through the cathode liquid circulation path 40 decreases with the lapse of the operating time of the organic hydride manufacturing apparatus 1, in other words, as the number of times of circulation increases, and the concentration of the organic hydride ⁇ . Is rising.
  • the cathode liquid transfer device 42 is provided in the middle of the cathode inlet pipe 40a as an example. By driving the cathode liquid transfer device 42, the cathode liquid Lc flows in the cathode liquid circulation path 40 and circulates between the cathode liquid tank 38 and the cathode electrode 18.
  • the cathode liquid transfer device 42 for example, various pumps such as a gear pump and a cylinder pump, a natural flow type device, and the like can be used.
  • the cathode liquid-gas-liquid separation unit 44 is provided in the middle of the cathode outlet pipe 40b.
  • hydrogen is produced by a side reaction. This side reaction is more likely to occur as the supply of the hydride ⁇ to the cathode electrode 18 becomes insufficient. Therefore, the cathode liquid Lc recovered from the cathode electrode 18 contains gaseous hydrogen and dissolved hydrogen in addition to the unreacted hydride ⁇ and the generated organic hydride ⁇ .
  • the gaseous hydrogen is separated from the cathode liquid Lc at the cathode liquid gas-liquid separation unit 44 and taken out of the system.
  • the cathode liquid Lc from which hydrogen is separated is recovered in the cathode liquid tank 38.
  • the cathode inlet pipe 40a is connected to the lower part of the cathode chamber 20 in the vertical direction
  • the cathode outlet pipe 40b is connected to the upper part of the cathode chamber 20 in the vertical direction.
  • the cathode liquid Lc in the cathode liquid tank 38 is pumped up by the cathode liquid transfer device 42 and enters the cathode chamber 20.
  • the cathode liquid Lc in the cathode chamber 20 is pushed out to the cathode outlet pipe 40b by the flow of the cathode liquid Lc entering the cathode chamber 20, and flows down to the cathode liquid gas-liquid separation unit 44 by gravity.
  • the cathode liquid Lc is placed under atmospheric pressure in the cathode liquid gas-liquid separation unit 44.
  • the cathode liquid Lc in the cathode liquid gas-liquid separation unit 44 flows into the cathode liquid tank 38 in a natural flow manner as the liquid level in the cathode liquid tank 38 decreases.
  • the cathode inlet pipe 40a may be connected to the upper part of the cathode chamber 20 in the vertical direction, and the cathode liquid Lc may enter the cathode chamber 20 from the upper part in the vertical direction.
  • the control unit 10 controls the operation of the organic hydride manufacturing apparatus 1.
  • the control unit 10 is realized by elements and circuits such as a computer CPU and memory as a hardware configuration, and is realized by a computer program or the like as a software configuration, but in FIG. 1, it is realized by their cooperation. It is drawn as a functional block. It is well understood by those skilled in the art that this functional block can be realized in various ways by a combination of hardware and software.
  • At least one of a signal indicating the voltage of the electrolytic cell 2, a signal indicating the potential of the anode electrode 14, and a signal indicating the potential of the cathode electrode 18 is input to the control unit 10 from the sensor 46 provided in the electrolytic cell 2. ..
  • the sensor 46 can detect the potential of each electrode and the voltage of the electrolytic cell 2 by a known method.
  • the sensor 46 is composed of a known voltmeter or the like.
  • the sensor 46 may include a current detection unit that detects a current flowing between the anode electrode 14 and the cathode electrode 18.
  • the control unit 10 controls the power supply 4, the anode liquid transfer device 34, the cathode liquid transfer device 42, and the like based on the detection result of the sensor 46.
  • the water separation unit 12 separates the accompanying water W from the cathode liquid Lc. As described above, the accompanying water W moves to the cathode electrode 18 side from the anode electrode 14 side. Therefore, the cathode liquid Lc delivered from the cathode electrode 18 includes not only the hydride ⁇ and the organic hydride ⁇ but also the accompanying water W. The water separation unit 12 separates the accompanying water W from the cathode liquid Lc.
  • the water separation unit 12 has a container 48, a drainage pipe 50, a detection unit 52, and a switching unit 54.
  • the container 48 stores the cathode liquid Lc delivered from the cathode electrode 18.
  • the container 48 of the present embodiment is provided in the middle of the cathode outlet pipe 40b and also serves as a cathode liquid-gas-liquid separation unit 44. Therefore, an exhaust port 48a for discharging hydrogen in the cathode liquid Lc is provided in the upper part of the container 48 in the vertical direction.
  • the hydride ⁇ and the organic hydride ⁇ have a lighter specific gravity than the accompanying water W and have incompatibility with the accompanying water W. Therefore, the cathode liquid Lc is divided into a lower layer (aqueous layer) containing the accompanying water W and an upper layer (oil layer) containing the hydride ⁇ and the organic hydride ⁇ in the container 48.
  • the drain pipe 50 is connected to the container 48 and discharges the accompanying water W accumulated in the container 48.
  • One end of the drain pipe 50 and one end of the cathode outlet pipe 40b are connected to the container 48.
  • the other end of the cathode outlet pipe 40b is connected to the cathode liquid tank 38.
  • the connection position C1 of the drain pipe 50 to the container 48 (cathode liquid-gas-liquid separation unit 44) is arranged vertically below the connection position C2 of the cathode outlet pipe 40b to the container 48.
  • the detection unit 52 detects that a predetermined amount of accompanying water W has accumulated in the container 48.
  • the "predetermined amount” can be appropriately set based on an experiment or a simulation.
  • the detection unit 52 of the present embodiment includes an interface sensor that detects the interface IF between the layer containing the hydride ⁇ and the organic hydride ⁇ in the cathode liquid Lc and the layer containing the accompanying water W.
  • a known interface sensor such as a float type interface sensor, a capacitance type interface sensor, or a conductivity type interface sensor can be used for the detection unit 52. Further, a person skilled in the art can appropriately select a combination of the types of the hydride ⁇ and the organic hydride ⁇ and the detection method of the interface sensor.
  • the detection position of the interface IF by the detection unit 52 is set vertically below the connection position C2 of the cathode outlet pipe 40b. Further, the detection position of the interface IF is set vertically above the connection position C1 of the drain pipe 50.
  • the detection unit 52 is arranged inside, for example, the container 48. If the container 48 does not interfere with the detection of the interface IF (for example, if the container 48 is made of a material that can detect the capacitance inside the container from the outside of the container), the detection unit 52 is arranged outside the container 48. May be done. By detecting the interface IF, the detection unit 52 can detect that a predetermined amount of accompanying water W has accumulated in the container 48. When the detection unit 52 detects the interface IF, the detection unit 52 transmits a control signal to the switching unit 54.
  • the switching unit 54 is provided in the drain pipe 50.
  • the switching unit 54 includes a mechanism capable of switching between a regulated state for restricting drainage from the drainage pipe 50 and an execution state for executing drainage from the drainage pipe 50.
  • the switching unit 54 of the present embodiment is composed of a valve.
  • the valve constituting the switching unit 54 for example, a known solenoid valve, an air-driven valve, or the like can be used.
  • the valve constituting the switching unit 54 is a normally closed type valve that closes when the power is not turned on and opens when the power is turned on.
  • the switching unit 54 is closed, the discharge of the accompanying water W from the drainage pipe 50 is restricted.
  • the switching unit 54 is opened, the accompanying water W is allowed to be discharged from the drain pipe 50, and the drainage is executed.
  • the switching unit 54 opens the valve based on the detection result of the detection unit 52. That is, when the water level (interface IF) of the accompanying water W rises to the detection position of the detection unit 52, the switching unit 54 becomes energized and opens in response to the control signal from the detection unit 52, and the accompanying water W automatically opens. Is discharged from the container 48. The amount of accompanying water W accumulated in the container 48 by the opening of the switching unit 54 is determined according to the size of the container 48 and the detection position of the interface IF.
  • the switching unit 54 closes the valve after a predetermined time has passed since the valve was opened to regulate drainage.
  • the valve opening time of the switching unit 54 is adjusted so that the interface IF closes before reaching the connection position C1 of the drain pipe 50.
  • the valve opening time can be set in advance based on the amount of accompanying water W accumulated in the container 48 when the switching unit 54 is opened, the drainage speed from the drain pipe 50, and the like. This makes it possible to prevent the hydride ⁇ and the organic hydride ⁇ from being discharged from the drain pipe 50.
  • the valve closing of the switching unit 54 may be realized by the control of the detection unit 52, or may be realized by a timer or the like that stops the energization of the switching unit 54 after a predetermined time has elapsed. ..
  • the opening and closing of the switching unit 54 may be controlled as follows. That is, the detection unit 52 has two interface sensors, and one interface sensor is arranged below the other interface sensor. The interface IF detection position by the upper interface sensor is set below the connection position C2, and the interface IF detection position by the lower interface sensor is set above the connection position C1.
  • the accompanying water W gradually accumulates and the interface IF rises, the interface IF is detected by the upper interface sensor.
  • the switching portion 54 is opened, the accompanying water W is discharged, and the interface IF is lowered. Then, when the interface IF is detected by the lower interface sensor, the switching unit 54 closes.
  • This control also can prevent the hydride ⁇ and the organic hydride ⁇ from being discharged from the drain pipe 50.
  • the switching unit 54 can also be configured by a pump. In this case, the switching unit 54 is driven by receiving the control signal from the detection unit 52 to execute drainage. Further, the switching unit 54 stops driving when a predetermined time has elapsed from the execution of drainage to regulate drainage.
  • the water return unit 56 sends the accompanying water W separated by the water separation unit 12 to the anode liquid supply unit 6.
  • the water return unit 56 of the present embodiment includes a water return pipe 58, an oil separation unit 60, an oil return unit 62, and an accompanying water transfer device 64.
  • One end of the water return pipe 58 is connected to the drain pipe 50, and the other end is connected to the anode liquid supply unit 6.
  • the other end of the water return pipe 58 is connected to the anode liquid tank 30.
  • An accompanying water transfer device 64 is provided in the middle of the water return pipe 58. In FIG. 1, the accompanying water transfer device 64 is installed between the water separation unit 12 and the oil separation unit 60.
  • the present invention is not limited to this, and the accompanying water transfer device 64 may be arranged between the oil separation unit 60 and the anode liquid supply unit 6.
  • the accompanying water transfer device 64 for example, various pumps such as a gear pump and a cylinder pump, a natural flow type device, and the like can be used.
  • the drive of the accompanying water transfer device 64 is controlled by the control unit 10.
  • the accompanying water transfer device 64 is driven in conjunction with the valve opening of the switching unit 54.
  • the accompanying water W discharged from the drain pipe 50 flows into the anode liquid tank 30 through the water return pipe 58.
  • the oil separation unit 60 is provided in the middle of the water return pipe 58. Hydride ⁇ and organic hydride ⁇ are dissolved in the accompanying water W. Therefore, the accompanying water W contains at least one of the hydride concentration ⁇ and the organic hydride ⁇ as oil.
  • the oil separation unit 60 separates the oil contained in the accompanying water W from the accompanying water W.
  • the oil separation unit 60 has a filter that separates the oil content from the accompanying water W by selectively adsorbing the oil content. Thereby, the oil component can be physically or chemically separated from the accompanying water W. Examples of the filter include an activated carbon filter, a ceramic membrane filter, a PTFE hollow fiber membrane module, and the like.
  • the oil separation unit 60 cools or heats the accompanying water W, and separates the oil content from the accompanying water W based on the boiling point difference between the water and the oil content.
  • the oil separation unit 60 can extract toluene and methylcyclohexane as oils from the accompanying water W by heating and distilling the accompanying water W.
  • the organic hydride production apparatus 1 is adjacent to a power generation plant or an oil refining plant, and the heat generated in each apparatus of the plant can be utilized, these heats can be utilized for distillation.
  • the oil separation unit 60 as another example has a corelesser.
  • the corelesser aggregates the oil content in the accompanying water W and coarsens it. Thereby, the oil content can be separated from the accompanying water W based on the difference in the specific gravity between the water content and the oil content.
  • the oil return unit 62 sends the oil content separated by the oil separation unit 60 to the cathode liquid supply unit 8.
  • the oil return section 62 of the present embodiment is composed of a pipe connected to the oil separation section 60 and the cathode liquid tank 38.
  • An oil transfer device such as a pump may be provided in the piping constituting the oil return portion 62, if necessary.
  • the oil separation unit 60 is provided with a filter and the filter is renewable by heating, the oil adsorbed on the filter is taken out by heating the filter with the heat generated in each device of the power generation plant or the oil refining plant. be able to.
  • the installation of the oil return portion 62 can be omitted. For example, if it is difficult to remove the oil from the filter, or if it is more efficient to replace the filter than to rehydrate the oil, the oil reconstitution portion 62 may not be provided.
  • the cathode liquid Lc circulates between the cathode liquid tank 38 and the cathode chamber 20.
  • the cathode liquid Lc sent out from the cathode chamber 20 does not have to be returned to the cathode liquid tank 38.
  • the cathode liquid Lc sent out from the cathode chamber 20 may be stored in an organic hydride tank (not shown) after passing through the cathode liquid gas-liquid separation unit 44.
  • the cathode liquid Lc delivered from the cathode chamber 20 contains the unreacted hydride ⁇ .
  • the organic hydride production apparatus 1 may have a plurality of electrolytic cells 2.
  • each electrolytic cell 2 is oriented so that the arrangement of the anode chamber 16 and the cathode chamber 20 is the same, and the electrolytic cells 2 are laminated with a current-carrying plate sandwiched between the adjacent electrolytic cells 2.
  • the current-carrying plate is made of a conductive material such as metal.
  • the electrolytic cells 2 may be connected in parallel, or a series connection and a parallel connection may be combined.
  • the organic hydride manufacturing apparatus 1 includes an electrolytic cell 2, an anode liquid supply unit 6, a water separation unit 12, and a water return unit 56.
  • the electrolytic tank 2 includes an anode electrode 14 that oxidizes water in the anode solution La to generate protons, and a cathode electrode 18 that hydrogenates the hydride ⁇ in the cathode solution Lc with protons to generate organic hydride ⁇ . It has a diaphragm 22 which is arranged between the anode electrode 14 and the cathode electrode 18 and moves protons together with the accompanying water W from the anode electrode 14 side to the cathode electrode 18 side.
  • the anode liquid supply unit 6 supplies the anode liquid La to the anode electrode 14.
  • the water separation unit 12 separates the accompanying water W from the cathode liquid Lc sent out from the cathode electrode 18.
  • the water return unit 56 sends the accompanying water W separated by the water separation unit 12 to the anode liquid supply unit 6.
  • the proton and the accompanying water W move from the anode electrode 14 side to the cathode electrode 18 side.
  • the accompanying water W that has moved to the cathode electrode 18 side is sent out from the electrolytic cell 2 together with the cathode liquid Lc, and may be collected at the bottom of the cathode liquid gas-liquid separation portion 44 provided on the downstream side of the electrolytic cell 2. Further, when a circulation flow path is provided between the cathode liquid tank 38 and the electrolytic cell 2, the accompanying water W may also collect at the bottom of the cathode liquid tank 38. If the amount of the accompaniment water W that stays is increased, the hydride ⁇ and the organic hydride ⁇ may overflow from the cathode liquid gas-liquid separation unit 44 and the like.
  • the water separation unit 12 separates the accompanying water W from the cathode liquid Lc, and the water return unit 56 returns the accompanying water W to the anode liquid supply unit 6. Therefore, the accompanying water W is reused. As a result, the labor and cost required for the discharge treatment of the accompanying water W can be reduced, and the amount of water replenished to the anode side can also be reduced. Therefore, it is possible to improve the operating efficiency of the organic hydride manufacturing apparatus 1.
  • the water reconstitution unit 56 of the present embodiment has an oil separation unit 60 that separates the oil component (at least one of the hydride ⁇ and the organic hydride ⁇ ) contained in the accompanying water W from the accompanying water W.
  • the oil separation unit 60 has a filter that adsorbs oil.
  • the oil separation unit 60 cools or heats the accompanying water W, and separates the oil content from the accompanying water W based on the boiling point difference between the water and the oil content.
  • the oil separation unit 60 has a corelesser that aggregates the oil content in the accompanying water W and separates it from the accompanying water W. As a result, it is possible to prevent the electrode reaction at the anode electrode 14 from being hindered or the anode electrode 14 from deteriorating due to the movement of oil to the anode side.
  • the organic hydride manufacturing apparatus 1 of the present embodiment includes a cathode liquid supply unit 8 that supplies the cathode liquid Lc to the cathode electrode 18.
  • the water return unit 56 as an example has an oil return unit 62 that sends the oil component separated by the oil separation unit 60 to the cathode liquid supply unit 8.
  • the hydride ⁇ in the accompanying water W can be reused.
  • the yield of the organic hydride ⁇ can be increased by reusing the hydride ⁇ and recovering the organic hydride ⁇ . Therefore, the operating efficiency of the organic hydride manufacturing apparatus 1 can be further improved.
  • the water separation unit 12 of the present embodiment includes a container 48 for storing the cathode liquid Lc sent out from the cathode electrode 18, a drainage pipe 50 connected to the container 48 for discharging the accompanying water W, and the container 48. It is possible to switch between a regulated state for restricting drainage from the drainage pipe 50 and an execution state for executing drainage, which is provided in the drainage pipe 50 and has a detection unit 52 for detecting that a predetermined amount of accompanying water W has accumulated in the drainage pipe 50. It has a switching unit 54 that switches from the regulated state to the execution state based on the detection result of the detection unit 52.
  • the organic hydride ⁇ and the hydride ⁇ from overflowing from the cathode liquid-gas-liquid separation unit 44 or the like located on the downstream side of the cathode chamber 20 due to the increase in the accompanying water W.
  • the size required for the cathode liquid-gas-liquid separation unit 44 and the like can be reduced. Therefore, it is possible to suppress the increase in size of the organic hydride production apparatus 1.
  • the accompanying water W can be automatically discharged. Therefore, it is not necessary to visually confirm that the accompanying water W has accumulated in the cathode liquid-gas-liquid separation unit 44 or the like, or to periodically discharge the accompanying water W, and the operating efficiency of the organic hydride manufacturing apparatus 1 Can be improved.
  • FIG. 2 is a schematic view of a part of the organic hydride manufacturing apparatus 1 according to the modified example.
  • the electrolytic cell 2, the power supply 4, the anode liquid supply unit 6, the control unit 10, the power supply unit 24, and the water return unit 56 in this modification have the same configurations as those in the embodiment.
  • the cathode liquid supply unit 8 has a cathode liquid tank 38, a cathode liquid circulation path 40, a cathode liquid transfer device 42, and a cathode liquid gas-liquid separation unit 44.
  • the water separation unit 12 is provided in the cathode liquid-gas-liquid separation unit 44, but in this modification, the water separation unit 12 is provided in the cathode liquid tank 38. Except for this point, each configuration of the cathode liquid supply unit 8 is the same as that of the embodiment.
  • the water separation unit 12 has a container 48, a drainage pipe 50, a detection unit 52, and a switching unit 54.
  • the container 48 of this modification also serves as a cathode liquid tank 38.
  • the cathode liquid Lc stored in the container 48 contains the hydride ⁇ , the organic hydride ⁇ , and the accompanying water W.
  • the cathode liquid Lc is divided into a lower layer containing the accompanying water W and an upper layer containing the hydride ⁇ and the organic hydride ⁇ in the container 48.
  • connection position C1 of the drain pipe 50 to the container 48 (cathode liquid tank 38) is arranged vertically below the connection position C3 of the cathode inlet pipe 40a to the container 48. Further, naturally, the connection position C1 is arranged vertically below the connection position of the cathode outlet pipe 40b with respect to the container 48.
  • the detection unit 52 detects that a predetermined amount of accompanying water W has accumulated in the container 48.
  • the detection unit 52 is composed of an interface sensor.
  • the detection position of the interface IF by the detection unit 52 is set vertically below the connection position C3 of the cathode inlet pipe 40a. Further, the detection position of the interface IF is set vertically above the connection position C1 of the drain pipe 50.
  • the switching unit 54 is provided in the drain pipe 50.
  • the switching unit 54 of this modification is composed of a valve as in the embodiment, and opens the valve based on the detection result of the detection unit 52. That is, when the water level of the accompanying water W rises to the detection position of the detection unit 52, the switching unit 54 becomes energized and opens in response to the control signal from the detection unit 52, and the accompanying water W automatically becomes the container 48. Is discharged from. Further, as an example, the switching unit 54 closes when a predetermined time has elapsed from the opening of the valve. As in the embodiment, opening / closing control of the switching unit 54 using two interface sensors can also be adopted. Further, the switching unit 54 may be configured by a pump.
  • the organic hydride production apparatus 1 according to the present modification can also obtain the same effect as the organic hydride production apparatus 1 according to the embodiment.
  • An exhaust port 48a may be provided in the container 48 constituting the cathode liquid tank 38, and the container 48 of the water separation unit 12 may also serve as the cathode liquid tank 38 and the cathode liquid gas-liquid separation unit 44.
  • the anolyte liquid supply unit 6 the anolyte liquid gas-liquid separation unit 36 and the anolyte liquid tank 30 may be integrated.
  • Anode electrode (14) that oxidizes water in the anode liquid (La) to generate protons
  • cathode that hydrogenates the hydrophobized product ( ⁇ ) in the cathode liquid (Lc) with protons to generate organic hydride ( ⁇ ).
  • a diaphragm (22) arranged between the anode electrode (18) and the anode electrode (14) and the cathode electrode (18) to move protons from the anode electrode (14) side to the cathode electrode (18) side together with the accompanying water (W).
  • An anode liquid supply unit (6) that supplies the anode liquid (La) to the anode electrode (14), and A water separation unit (12) that separates the accompanying water (W) from the cathode liquid (Lc) sent out from the cathode electrode (18), and A water return section (56) for sending the accompanying water (W) separated by the water separation section (12) to the anode liquid supply section (6) is provided.
  • An anode electrode (14) that oxidizes water in the anode liquid (La) to generate protons, and a cathode that hydrogenates the hydride ( ⁇ ) in the cathode liquid (Lc) with protons to generate organic hydride ( ⁇ ).
  • Electrolysis having a diaphragm (22) that partitions the electrode (18) and the anode electrode (14) and the cathode electrode (18) and transfers protons from the anode electrode (14) side to the cathode electrode (18) side together with the accompanying water (W).
  • the accompanying water (W) is separated from the cathode liquid (Lc) delivered from the cathode electrode (18) in the tank (2). Containing the reuse of the separated accompanying water (W) at the anode electrode (14), How to reuse the accompanying water (W).
  • the present invention can be used for an organic hydride production apparatus and a method for reusing accompanying water.

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  • Chemical & Material Sciences (AREA)
  • Organic Chemistry (AREA)
  • Engineering & Computer Science (AREA)
  • Chemical Kinetics & Catalysis (AREA)
  • Electrochemistry (AREA)
  • Materials Engineering (AREA)
  • Metallurgy (AREA)
  • Life Sciences & Earth Sciences (AREA)
  • Sustainable Development (AREA)
  • Electrolytic Production Of Non-Metals, Compounds, Apparatuses Therefor (AREA)
  • Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
PCT/JP2021/044347 2020-12-04 2021-12-02 有機ハイドライド製造装置および随伴水の再利用方法 Ceased WO2022118932A1 (ja)

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US18/254,445 US12297551B2 (en) 2020-12-04 2021-12-02 Organic hydride production device and method for reusing dragged water
EP21900682.2A EP4257729A4 (en) 2020-12-04 2021-12-02 Apparatus for producing organic hydride and method for reusing produced water
AU2021392280A AU2021392280A1 (en) 2020-12-04 2021-12-02 Organic hydride production apparatus and method for reusing produced water
JP2022566987A JPWO2022118932A1 (https=) 2020-12-04 2021-12-02
CN202180080496.6A CN116529425A (zh) 2020-12-04 2021-12-02 有机氢化物制造装置和随同水的再利用方法
US19/073,223 US20250198018A1 (en) 2020-12-04 2025-03-07 Organic hydride production device and method for reusing dragged water

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WO2025239367A1 (ja) * 2024-05-15 2025-11-20 Ｅｎｅｏｓ株式会社 有機ハイドライド製造装置、制御装置及び有機ハイドライド製造システム

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US20240102184A1 (en) 2024-03-28
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CN116529425A (zh) 2023-08-01
EP4257729A4 (en) 2025-04-23

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