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NL2033215B1 - Thin-film composite membrane for CO2 electrolysis - Google Patents

Thin-film composite membrane for CO2 electrolysis Download PDF

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Publication number
NL2033215B1
NL2033215B1 NL2033215A NL2033215A NL2033215B1 NL 2033215 B1 NL2033215 B1 NL 2033215B1 NL 2033215 A NL2033215 A NL 2033215A NL 2033215 A NL2033215 A NL 2033215A NL 2033215 B1 NL2033215 B1 NL 2033215B1
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Prior art keywords
membrane
thin film
substrate
electrolysis
composite thin
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NL2033215A
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Dutch (nl)
Inventor
Veselinov Petrov Kostadin
Arie Vermaas David
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Univ Delft Tech
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Priority to NL2033215A priority Critical patent/NL2033215B1/en
Priority to PCT/NL2023/050506 priority patent/WO2024076233A1/en
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Publication of NL2033215B1 publication Critical patent/NL2033215B1/en

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    • CCHEMISTRY; METALLURGY
    • C08ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
    • C08JWORKING-UP; GENERAL PROCESSES OF COMPOUNDING; AFTER-TREATMENT NOT COVERED BY SUBCLASSES C08B, C08C, C08F, C08G or C08H
    • C08J5/00Manufacture of articles or shaped materials containing macromolecular substances
    • C08J5/20Manufacture of shaped structures of ion-exchange resins
    • C08J5/22Films, membranes or diaphragms
    • BPERFORMING OPERATIONS; TRANSPORTING
    • B01PHYSICAL OR CHEMICAL PROCESSES OR APPARATUS IN GENERAL
    • B01DSEPARATION
    • B01D53/00Separation of gases or vapours; Recovering vapours of volatile solvents from gases; Chemical or biological purification of waste gases, e.g. engine exhaust gases, smoke, fumes, flue gases, aerosols
    • B01D53/32Separation of gases or vapours; Recovering vapours of volatile solvents from gases; Chemical or biological purification of waste gases, e.g. engine exhaust gases, smoke, fumes, flue gases, aerosols by electrical effects other than those provided for in group B01D61/00
    • B01D53/326Separation of gases or vapours; Recovering vapours of volatile solvents from gases; Chemical or biological purification of waste gases, e.g. engine exhaust gases, smoke, fumes, flue gases, aerosols by electrical effects other than those provided for in group B01D61/00 in electrochemical cells
    • BPERFORMING OPERATIONS; TRANSPORTING
    • B01PHYSICAL OR CHEMICAL PROCESSES OR APPARATUS IN GENERAL
    • B01DSEPARATION
    • B01D69/00Semi-permeable membranes for separation processes or apparatus characterised by their form, structure or properties; Manufacturing processes specially adapted therefor
    • B01D69/02Semi-permeable membranes for separation processes or apparatus characterised by their form, structure or properties; Manufacturing processes specially adapted therefor characterised by their properties
    • BPERFORMING OPERATIONS; TRANSPORTING
    • B01PHYSICAL OR CHEMICAL PROCESSES OR APPARATUS IN GENERAL
    • B01DSEPARATION
    • B01D69/00Semi-permeable membranes for separation processes or apparatus characterised by their form, structure or properties; Manufacturing processes specially adapted therefor
    • B01D69/12Composite membranes; Ultra-thin membranes
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    • C08ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
    • C08JWORKING-UP; GENERAL PROCESSES OF COMPOUNDING; AFTER-TREATMENT NOT COVERED BY SUBCLASSES C08B, C08C, C08F, C08G or C08H
    • C08J7/00Chemical treatment or coating of shaped articles made of macromolecular substances
    • C08J7/12Chemical modification
    • C08J7/16Chemical modification with polymerisable compounds
    • CCHEMISTRY; METALLURGY
    • C25ELECTROLYTIC OR ELECTROPHORETIC PROCESSES; APPARATUS THEREFOR
    • C25BELECTROLYTIC OR ELECTROPHORETIC PROCESSES FOR THE PRODUCTION OF COMPOUNDS OR NON-METALS; APPARATUS THEREFOR
    • C25B1/00Electrolytic production of inorganic compounds or non-metals
    • C25B1/01Products
    • C25B1/23Carbon monoxide or syngas
    • CCHEMISTRY; METALLURGY
    • C25ELECTROLYTIC OR ELECTROPHORETIC PROCESSES; APPARATUS THEREFOR
    • C25BELECTROLYTIC OR ELECTROPHORETIC PROCESSES FOR THE PRODUCTION OF COMPOUNDS OR NON-METALS; APPARATUS THEREFOR
    • C25B13/00Diaphragms; Spacing elements
    • C25B13/02Diaphragms; Spacing elements characterised by shape or form
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    • C25ELECTROLYTIC OR ELECTROPHORETIC PROCESSES; APPARATUS THEREFOR
    • C25BELECTROLYTIC OR ELECTROPHORETIC PROCESSES FOR THE PRODUCTION OF COMPOUNDS OR NON-METALS; APPARATUS THEREFOR
    • C25B13/00Diaphragms; Spacing elements
    • C25B13/04Diaphragms; Spacing elements characterised by the material
    • C25B13/08Diaphragms; Spacing elements characterised by the material based on organic materials
    • CCHEMISTRY; METALLURGY
    • C25ELECTROLYTIC OR ELECTROPHORETIC PROCESSES; APPARATUS THEREFOR
    • C25BELECTROLYTIC OR ELECTROPHORETIC PROCESSES FOR THE PRODUCTION OF COMPOUNDS OR NON-METALS; APPARATUS THEREFOR
    • C25B3/00Electrolytic production of organic compounds
    • C25B3/01Products
    • C25B3/03Acyclic or carbocyclic hydrocarbons
    • CCHEMISTRY; METALLURGY
    • C25ELECTROLYTIC OR ELECTROPHORETIC PROCESSES; APPARATUS THEREFOR
    • C25BELECTROLYTIC OR ELECTROPHORETIC PROCESSES FOR THE PRODUCTION OF COMPOUNDS OR NON-METALS; APPARATUS THEREFOR
    • C25B3/00Electrolytic production of organic compounds
    • C25B3/01Products
    • C25B3/07Oxygen containing compounds
    • CCHEMISTRY; METALLURGY
    • C25ELECTROLYTIC OR ELECTROPHORETIC PROCESSES; APPARATUS THEREFOR
    • C25BELECTROLYTIC OR ELECTROPHORETIC PROCESSES FOR THE PRODUCTION OF COMPOUNDS OR NON-METALS; APPARATUS THEREFOR
    • C25B3/00Electrolytic production of organic compounds
    • C25B3/20Processes
    • C25B3/25Reduction
    • C25B3/26Reduction of carbon dioxide
    • HELECTRICITY
    • H01ELECTRIC ELEMENTS
    • H01MPROCESSES OR MEANS, e.g. BATTERIES, FOR THE DIRECT CONVERSION OF CHEMICAL ENERGY INTO ELECTRICAL ENERGY
    • H01M8/00Fuel cells; Manufacture thereof
    • H01M8/18Regenerative fuel cells, e.g. redox flow batteries or secondary fuel cells
    • H01M8/184Regeneration by electrochemical means
    • H01M8/188Regeneration by electrochemical means by recharging of redox couples containing fluids; Redox flow type batteries
    • BPERFORMING OPERATIONS; TRANSPORTING
    • B01PHYSICAL OR CHEMICAL PROCESSES OR APPARATUS IN GENERAL
    • B01DSEPARATION
    • B01D2257/00Components to be removed
    • B01D2257/50Carbon oxides
    • B01D2257/504Carbon dioxide
    • BPERFORMING OPERATIONS; TRANSPORTING
    • B01PHYSICAL OR CHEMICAL PROCESSES OR APPARATUS IN GENERAL
    • B01DSEPARATION
    • B01D2325/00Details relating to properties of membranes
    • B01D2325/42Ion-exchange membranes
    • BPERFORMING OPERATIONS; TRANSPORTING
    • B01PHYSICAL OR CHEMICAL PROCESSES OR APPARATUS IN GENERAL
    • B01DSEPARATION
    • B01D61/00Processes of separation using semi-permeable membranes, e.g. dialysis, osmosis or ultrafiltration; Apparatus, accessories or auxiliary operations specially adapted therefor
    • B01D61/42Electrodialysis; Electro-osmosis ; Electro-ultrafiltration; Membrane capacitive deionization
    • BPERFORMING OPERATIONS; TRANSPORTING
    • B01PHYSICAL OR CHEMICAL PROCESSES OR APPARATUS IN GENERAL
    • B01DSEPARATION
    • B01D67/00Processes specially adapted for manufacturing semi-permeable membranes for separation processes or apparatus
    • B01D67/0002Organic membrane manufacture
    • B01D67/0006Organic membrane manufacture by chemical reactions
    • BPERFORMING OPERATIONS; TRANSPORTING
    • B01PHYSICAL OR CHEMICAL PROCESSES OR APPARATUS IN GENERAL
    • B01DSEPARATION
    • B01D69/00Semi-permeable membranes for separation processes or apparatus characterised by their form, structure or properties; Manufacturing processes specially adapted therefor
    • B01D69/12Composite membranes; Ultra-thin membranes
    • B01D69/125In situ manufacturing by polymerisation, polycondensation, cross-linking or chemical reaction
    • B01D69/1251In situ manufacturing by polymerisation, polycondensation, cross-linking or chemical reaction by interfacial polymerisation
    • BPERFORMING OPERATIONS; TRANSPORTING
    • B01PHYSICAL OR CHEMICAL PROCESSES OR APPARATUS IN GENERAL
    • B01DSEPARATION
    • B01D71/00Semi-permeable membranes for separation processes or apparatus characterised by the material; Manufacturing processes specially adapted therefor
    • B01D71/06Organic material
    • B01D71/56Polyamides, e.g. polyester-amides
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    • C08ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
    • C08JWORKING-UP; GENERAL PROCESSES OF COMPOUNDING; AFTER-TREATMENT NOT COVERED BY SUBCLASSES C08B, C08C, C08F, C08G or C08H
    • C08J2300/00Characterised by the use of unspecified polymers
    • C08J2300/10Polymers characterised by the presence of specified groups, e.g. terminal or pendant functional groups
    • C08J2300/106Polymers characterised by the presence of specified groups, e.g. terminal or pendant functional groups containing nitrogen atoms
    • CCHEMISTRY; METALLURGY
    • C08ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
    • C08JWORKING-UP; GENERAL PROCESSES OF COMPOUNDING; AFTER-TREATMENT NOT COVERED BY SUBCLASSES C08B, C08C, C08F, C08G or C08H
    • C08J2300/00Characterised by the use of unspecified polymers
    • C08J2300/12Polymers characterised by physical features, e.g. anisotropy, viscosity or electrical conductivity
    • CCHEMISTRY; METALLURGY
    • C08ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
    • C08JWORKING-UP; GENERAL PROCESSES OF COMPOUNDING; AFTER-TREATMENT NOT COVERED BY SUBCLASSES C08B, C08C, C08F, C08G or C08H
    • C08J2477/00Characterised by the use of polyamides obtained by reactions forming a carboxylic amide link in the main chain; Derivatives of such polymers
    • C08J2477/10Polyamides derived from aromatically bound amino and carboxyl groups of amino carboxylic acids or of polyamines and polycarboxylic acids

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  • Metallurgy (AREA)
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  • Life Sciences & Earth Sciences (AREA)
  • Sustainable Development (AREA)
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  • Separation Using Semi-Permeable Membranes (AREA)

Abstract

The present invention is in the field of processes of separation using semi-permeable membranes, e.g., dialysis, osmosis, ultrafiltration, and an apparatus specially adapted therefor. It may also be considered to relate to a climate change mitigation technology in that carbon dioxide is con- verted by electrolysis to carbon comprising molecules, as well as to a technology for transfer of charged chemical species.

Description

Thin-film composite membrane for CO; electrolysis P100800NL00
FIELD OF THE INVENTION
The present invention 1s in the field of processes of separation using semi-permeable mem- branes, ¢.g. dialysis, osmosis, ultrafiltration, and an apparatus specially adapted therefor. It may also be considered to relate to a climate change mitigation technology in that carbon dioxide is converted by electrolysis to carbon comprising molecules, as well as to a technology for transfer of charged chemical species.
BACKGROUND OF THE INVENTION
Electrolysis is a method using a direct electric current (DC) to drive an otherwise non-sponta- neous chemical reaction, converting first chemical species into further chemical species. Electroly- sis may be used in the separation of elements, such as from naturally occurring sources using an electrolytic cell. The voltage providing the direct electric current, needed for electrolysis to occur, is referred to as the decomposition potential. The word “electrolysis” finds its origin in the Greek lan- guage.
The main components involved in electrolysis are an electrolyte. a positive and a negative electrode, and an external power source providing the voltage and direct electric current. Typically a separator is present, such as an ion-exchange membrane, to prevent diffusion of species to the vicin- ity of the opposite electrode. The electrolyte is a chemical substance which contains free ions, and carries the electric current. Ions typically are mobile, in order for electrolysis to occur. A liquid electrolyte may be produced by solvation, bv reaction of an ionic compound with a solvent, and by melting of an 10nic compound. When immersed, in an example the electrodes are separated by a distance, such that a current flows between them through the electrolyte. They are connected to the external power source, which therewith completes the electrical circuit. Materials of which elec- trodes are formed are typically a metal, graphite, and a semiconductor material. Suitable electrodes may be selected in view of chemical reactivity between the electrode and electrolyte, and manufac- turing cost. Historically, graphite and platinum were often chosen.
A membrane is a selective barrier, allowing certain (chemical) species to pass through and preventing others from passing through. Membranes can be classified into synthetic membranes and biological membranes; the present invention relates to synthetic membranes. A first large scale use of membranes was in microfiltration and ultrafiltration technologies. A degree of selectivity of a membrane depends amongst others on the membrane pore size. Depending on the pore size, they can be classified as microfiltration (MF), ultrafiltration (UF), nanofiltration (NF), and reverse osmo- sis (RO) membranes. The present invention is in the field of NF and/or RO. Membranes can also be of various thickness, with homogeneous or heterogeneous structure. Membranes can be neutral or charged, and particle transport can be active or passive. The latter can be facilitated by pressure, concentration, chemical or electrical gradients of the membrane process. Important aspects of a membrane process operation relate to membrane permeability (k), operational driving force per unit membrane area and fouling and cleaning of the membrane surface.
A thin film is a layer of material with a thickness ranging from a monolayer to several mi- crometers. Thin films are typically deposited, such as on a substrate, typically under well-controlled 1 conditions. Upon deposition a controlled synthesis of materials forming the thin film occurs. A stack of thin films is called a multilayer. Deposition may take place using chemical [vapor] deposi- tion, physical [vapor] deposition, epitaxial growth mechanisms, atomic layer deposition, and so on.
Thin films find application in many fields of technology, ranging from batteries, to small apparat- uses, such as acoustic wave resonators, to coatings, and so on.
A research trend relates to the conversion of CO:. The electrochemical reduction or electro- catalytic conversion of CO: can produce value-added chemicals, such small alkanes as methane, small alkenes, such as ethvlene, small alcohols as ethanol, etc. The electrolysis of carbon dioxide can result in formate (COOH) or carbon monoxide, but sometimes more elaborate organic com- pounds such as ethylene. The technology is under research as a carbon-neutral route to organic compounds.
However the conversion of CO: is often not high enough, as often a high percentage of the input quantity of CO: is lost. Losses may be in the order of 40-60%. which makes processes uneco- nomical and difficult to maintain.
The present invention relates to an improved CO: conversion, which overcomes one or more of the above disadvantages, without jeopardizing functionality and advantages.
SUMMARY OF THE INVENTION
The present invention relates in a first aspect to a thin film composite membrane (TFCM) for CO: electrolysis (100), comprising a substrate, in particular a semipermeable membrane sub- strate, more in particular an ion exchange membrane substrate, preferably a high strength mem- brane, wherein the substrate is selected form an anion-exchange membrane substrate, a cation-ex- change membrane, and a bipolar membrane substrate, and on at least one side of the substrate, at least one polymeric film, in particular a dense polymeric film, more in particular with a size exclu- sion of < 1 nm as determined with size exclusion chromatography (Shimadzu LC-2010AHT, ISO 16014-1:2019), even more in particular with a size exclusion of < 0.5 nm, for example with a size exclusion of < 0.35 nm, in particular at least one first polymeric film on a first side of the substrate and at least one second polymeric film on a second side of the substrate. A film with such a size ex- clusion characteristics is considered to relate to a dense film. In the electrolysis CO: may be con- verted to CO, unsaturated or saturated C:-C: compounds, such as C=C, C;-C; alcohols, such as methanol, ethanol, propanol, butanol, and isopropanol. and C1-C: carboxylic acids, such as formic acid. acetic acid, propionic acid. and combinations thereof. For instance, formic acid may be formed in an electrolytic cell. wherein the cell operates at a current density of about 140 mA/cm? at a cell voltage of 3.5 V. Power consumption is in the order of 4.5 kWh/kg of product. For forming CO a cell has been operated at current densities of 200 to 600 mA/em? at about 3 V. The present compo- site membrane comprises a substrate. and at least one, typically one. thin film. The present thin film prevents carbonate (CO:”) and bicarbonate (HCO:’) from passing the membrane. The present membranes typically comprise a homogeneous structure, that is, with little or substantially no varia- tion in composition and structure. The present membrane composite is typically charged, though a net surface charge may still be substantially 0, that is, it comprises substantially the same amount of positive charge and negative charge. Chemical species transport over the composite membrane is 2 typically active, that is requiring a driving force, such as a pressure, a concentration difference, a voltage, or the like. Typically the present membrane is used in a cross-flow mode of operation. The present TFCM may be considered as a bi-functional membrane. It can be applied to solve critical problems with CO: electrolysis. It is noted that in prior art CO: electrolysis more than 50% of the
CO: input is lost, as CO: dissolves typically as bicarbonate. The present TFCM reduces losses of
CO: well below 50%, typically below 40%, such as to 1-30%, e.g. 53-20%, depending on the precise conditions. Therewith an alkaline anolyte medium, having a relatively high pH is now possible. In addition, the use of rather expensive catalysts. such as Ir, is also no longer required.
In a second aspect the present invention relates to a system for electrolysis comprising at least one first electrode of a first polarity, at least one second electrode of a second polarity, the second polarity being opposite of the first polarity, at least one first chamber comprising a first electrolyte, at least one second chamber comprising at least one second electrolyte, and at least one thin film composite membrane according to the invention, the membrane physically separating the first and second chamber, in particular wherein a volume of the respective at least one first chamber and the at least one second chamber each individually is from 1-2500 cm’, such as 10-1000 cm’.
In a third aspect the present invention relates to a method of converting COs, comprising providing a system according to the invention, providing CO: to the system. and converting CO: into a chemical compound selected from CO, unsaturated or saturated C,-C4 compounds, such as
C=C, C:-C: alcohols, and C;-C; carboxylic acids.
In a fourth aspect the present invention relates to a method of forming the thin film composite membrane according to the invention, comprising providing a substrate, in particular a membrane substrate, wherein the substrate is selected form an anion-exchange membrane substrate, and a bipo- lar membrane substrate, and providing at least one polymeric film on at least one side of the sub- strate by interfacial polvmerization, in particular a dense polymeric film, more in particular with a size exclusion of < 10 nm.
The present invention also relates to a use of a thin film composite membrane according to the invention or a system according to the invention, for transfer of charged chemical species, in particular charged chemical species selected from cations and anions, in particular for electrochemi- cal separation, for electrolysis, and for combinations thereof. Electrolysis may be performed in a fluid, such as a gas, in an aqueous environment, such as an aqueous electrolyte, in relatively pure conditions, such as an mainly aqueous electrolyte, or in more complex electrolytes, such as salty electrolytes, e.g. NaCl comprising electrolvte.
Thereby the present invention provides a solution to one or more of the above mentioned problems.
Advantages of the present description are detailed throughout the description. References to the figures are not limiting, and are only intended to guide the person skilled in the art through de- tails of the present invention.
DETAILED DESCRIPTION OF THE INVENTION
The present invention relates in a first aspect to the thin film composite membrane ac- cording to claim 1. 3
In an exemplary embodiment of the present thin film composite membrane for CO: elec- trolysis the polymeric film has a thickness of 10-500 nm, in particular 50-300 nm, more in particu- lar 100-200 nm.
In an exemplary embodiment of the present thin film composite membrane for CO: elec- trolysis the substrate is resistant to alkaline substances, in particular to OH’, more in particular re- sistant up to a temperature of 70 °C at a molar concentration of | mole/l during 24 hours.
In an exemplary embodiment of the present thin film composite membrane for CO: elec- trolvsis the substrate is selective for bicarbonate, in particular wherein the substrate has a selectivity for OH" of >70%, in particular > 85%, more in particular > 95% (at 0 °C and 100 kPa, versus Hs).
In an exemplary embodiment of the present thin film composite membrane for CO; elec- trolysis the polvmeric film comprises surface charges, in particular with a surface charge density of > [1107 C/mm?| at a pH of 7, that is, when exposed to a neutral electrolyte or solution with a pH of about 7, in particular > |1*107* C/mm?, more in particular < |1¥10” C/mm?|.
In an exemplary embodiment of the present thin film composite membrane for CO; elec- trolysis a surface charge is selected from an anion, a cation, and combinations thereof.
In an exemplary embodiment of the present thin film composite membrane for CO; elec- trolysis a surface charge is selected from an anion, a cation, a localized charge, a partial charge, and combinations thereof.
In an exemplary embodiment of the present thin film composite membrane for CO: elec- trolysis the substrate is at least partly formed of a chemical compound comprising at least one nitro- gen atom, in particular at least two nitrogen atoms, wherein the chemical compound is selected from saturated and unsaturated organic molecules.
In an exemplary embodiment of the present thin film composite membrane for CO: elec- trolvsis the chemical compound is selected from 5-ring and 6-ring comprising molecules.
In an exemplary embodiment of the present thin film composite membrane for CO: elec- trolysis the S-ring and 6-ring comprising molecules comprise at least one nitrogen, in particular at least two nitrogens, such as imidazole.
In an exemplary embodiment of the present thin film composite membrane for CO: elec- trolysis the substrate has a thickness of 1-500 um, in particular 4-240 um, more in particular 12-120 um, even more in particular 20-60 um, such as 25-35 um.
In an exemplary embodiment of the present thin film composite membrane for CO: elec- trolvsis the polymeric film is selected from a polyamide film, a polypropylene (PP) film, a Polyvi- nylidene fluoride (PVDF) film, a cellulose acetate film, in particular a Cellulose di(or trijacetate film, a Piperazine film, a graphene film, a Graphene oxide film, and a PTFE film.
In an exemplary embodiment of the present thin film composite membrane for CO: elec- trolysis a surface area of the thin film composite membrane is 1-10° em? in particular 2-10" cm? more in particular 10-10° em?
In an exemplary embodiment of the present thin film composite membrane for CO; elec- trolysis a ratio in permeance of OH versus the permeance of carbonate ions of the thin film compo- site membrane is larger than 5, in particular larger than 20. 4
In an exemplary embodiment of the present thin film composite membrane for CO: elec- trolysis wherein a ratio in permeance of H' versus the permeance of Na’ ions of the thin film com- posite membrane is larger than 5, in particular larger than 20 [under which conditions measured by applying a current for a period of time, measuring a concentration change, e.g. via pH/titration, and ion chromatography.
In an exemplary embodiment the present system comprises a catalyst, in particular an
Ag catalyst, or a Cu catalyst, more m particular wherein the catalyst is provided on the thin film composite membrane and in electrical and physical contact with the thin film composite membrane, such as by pressing.
In an exemplary embodiment of the present system the system is selected from a system wherein the first and second electrode are physically attached to the thin film composite membrane, and a system wherein the first and second electrode are physically separated from the thin film com- posite membrane.
In an exemplary embodiment of the present system the system a ratio of the combined first chamber and second chamber volume: the surface area of the thin film composite membrane is 102-10 em*:em?, in particular 107-2 cm®:ecm?, more in particular 107-1 cm*:cm?, even more in par- ticular 2*107-0.5 cm*:cm?.
In an exemplary embodiment of the present method in operation the pH of the at least one first chamber comprising an anolyte is 7.5-12, in particular 9-11, and/or wherein in operation the pH of the at least one second chamber comprising a catholyte is 4-7, in particular 5-6.
In an exemplary embodiment of the present method, in case of an anion exchange mem- brane, in operation the pH of the at least one first chamber comprising an anolyte is 7.5-14, in par- ticular 10-13.5, more in particular 11-12.
In an exemplary embodiment of the present method an Ag catalyst, or a Cu catalyst, is used.
In an exemplary embodiment of the present method conversion of CO: is provided at an operation energy of <3 kWh/kg of product, in particular <1 kWh/kg product, [current of <300 mA and voltage of 3V]
In an exemplary embodiment of the present method of forming the thin film composite membrane the substrate is an anion exchange membrane, and wherein the at least one polymeric film is a polyamide, and wherein the polymerization is by reacting m-phenylenediamine with 1,3,4- benzenetricarbonyl trichloride.
In an exemplary embodiment of the present method of forming the thin film composite membrane the reaction is carried out during 1-60 minutes, at a temperature of 20-80 °C, at a pres- sure of 90-110 kPa, at a concentration of 0.01-1 mol m-phenylenediamine, at a concentration of 0.01-1 mol 1,3.4-benzenetricarbonyl trichloride, and at a ratio of m-phenylenediamine : 1,3 4-ben- zenetricarbonyl trichloride of 0.5-2.
The present invention further relates to a use of a thin film composite membrane according to the invention, for transfer of charged chemical species. in particular selected from cations and ani- ons, in particular for electrochemical separation, such as wherein the use is in acid-base production, 5 in a flow battery, or in electrolysis.
The invention is further detailed by the accompanying figures and examples, which are exemplary and explanatory of nature and are not limiting the scope of the invention. To the person skilled in the art it may be clear that many variants, being obvious or not, may be conceivable falling within the scope of protection, defined by the present claims.
SUMMARY OF FIGURES
Figure 1a shows principles of a prior art redox flow battery.
Fig. 1b,2 and 3a.b, and 4 show schematics of a present flow cell; figs. 5 and 6 show experimental results.
DETAILED DESCRIPTION OF FIGURES
100 redox flow battery 10 membrane 11 catholyte tank 12 anolyte tank 13 contact (current collector) 14 pump 15 current flow 16 first chamber 17 second chamber 18 third chamber 31 first electrolyte flow 32 second electrolyte flow 40 thin film
Figure la shows principles of a prior art redox flow battery. Therein a single cell is shown.
The cell comprises a membrane 10, and contacts 13 (current collector). Also a catholyte tank 11 and an anolyte tank 12 is shown. Two pumps 14 are provided for driving a flow; a first electrolyte flow 31 and a second electrolyte flow 32 is shown. As a result an electrical current 15 flows. Also first and second chambers 16,17 are shown.
Figure 1b shows a similar layout as fig. la, only the current flows from membrane 10 to a contact 13.
In a similar manner fig. 2 shows schematically the functioning of the present flow cell, com- prising two catholyte tanks, and an extra chamber 18, parallel to chamber 16. Such may be in partic- ular relevant if a first tank 11 comprises a liquid. and a second tank 11 comprises a gas. The separa- tor 13 may be a gas diffusion electrode. The figures are further detailed in the description of the ex- periments below.
In fig. 3a it is shown that a contact 13 and a membrane 10 are physically separated by a respective first chamber 16 and second chamber 17, whereas in fig. 3b the contacts 13 are in physical contact with membrane 10, and first chamber 16 and second chamber 17 are on opposite sides of the con- tact/membrane/contact stack. 6
Fig. 4 shows a membrane with a thin film, forming the present thin film composite mem- brane.
Figure 5 - Transport numbers of OH- and CO32- under a stable current. M_ Base is the bare
AEM and M1-M4 are different tested TFCMs.
Figure 6 - Products at the anode side of a CO2 electrolyzer employing a TFCM.
EXAMPLES/EXPERIMENTS
Selectivity to OH vs CO:”
Figure 5 shows the result of the cross-over experiments of hydroxide vs carbonate, be- fore optimization of the coating process. However, it can already be observed that the transport number of OH has a clear increase for the modified membranes. Since CO5* carries twice the charge of OH’, it is concluded that at least 85 % of the ions crossing over the modified mem- branes were OH in this experiment.
After optimizing reagent concentrations, drying time and ensuring a uniform film, the ionic resistance of a non-coated AEM and that of a TFCM were measured in 0.1 M KOH and
K;C0:. The table shows that the coating gives a very low increase in terms of resistance to- wards OH" but the resistance in carbonate has increased at least 22-fold.
Table 1 - Ionic resistance measured in a 6 compartment setup with 4 electrode configuration.
Ionic Resistance (Q.cm2) 0.1M KOH 0.1M K;CO0:
AEM 4.52 +0.02 5.59 + 0.07
TFCM 4.89 + 0.01 >110%* * very low limiting current
Furthermore, the TFCM was tested in a CO: electrolyzer. Carbonate cross-over toward the anolyte is a major issue in prior art CO: electrolysis, since there it oxidizes back to COs.
This leads to a loss of around 50% of the reagent, making the prior art process inefficient and less economically viable. It has been shown in literature that during stable operation, the molar ratio of CO: to O; gas produced at the anode is 2:1. Figure 6 shows the gasses produced at the anode side in our experiment using a TFCM (02 left lower points, right higher points; arrow).
It can be observed, that there is a low amount of CO: produced that is independent of current density. If this CO: was due to carbonate cross-over it would increase with current density. therefore it can be concluded that is not its origin. It can be due to the pre-column of the gas chromatograph for example. Meaning, our TFCM allows little to no cross-over of carbonate during operation.
Stability of the polvamide films
Long term operation tests and analysis after exposure to different solutions are still re- quired to confirm the stability of these films.
In terms of delamination, we believe that the film will be extremely stable since the PA film is entangled in the polymeric structure of the AEM. Firstly. because in order to create this film using interfacial polymerization, we let the water phase soak the membrane, and then 7 completely remove the excess from the top, until the membrane appears almost dry. Only then is the organic phase with the second monomer added, meaning the interface where the polymerization happens is the surface of the AEM. Secondly, the XPS analysis (Table 2) in the first 10 nm of the sample, already shows a low amount of a different NH» structure (NH»*) from the one of the PA films. These amines correspond to the immobilized amine groups of the AEM. And it is known from literature (refs) that the PA films created with this concentra- tion of reagents have a thickness of 100 to 200 nm. Meaning, the majority of the film is within the polymeric structure of the AEM. The XPS analysis also confirms the film's atomic struc- ture is consistent with literature (Table 3).
Table 2 - XPS results for 10 nm depth of a polyamide film. Analysis of states of NH: present. NH2* denominates a different state of NH,.
Sample Name Position “At Conc
TFCM1 001 NH: 399.98 97.21
NH;* 402.43 2.79
TFCM1 002 NH: 399.97 90.64
NH;* 402.49 9.36
TFCMI 003 NH: 399.91 87.47
NH:* 402.48 12.53
Table 3 - XPS results for 10 nm depth of a polyamide film. Percentages of C, N and O atoms.
CNO, atomic % C. aver % N, aver % 0, aver %
TFCM1 75.1 7 15.0 deviation 0.7 1 0.1
In terms of chemical stability, RO membranes have been optimized to work for quite a wide range of feeding solutions. There is a vast choice of materials which can be used for different applications, so it is a matter of finding the correct material, among the already avail- able ones.
The invention although described in detailed explanatory context may be best under- stood in conjunction with the accompanying figures.
It should be appreciated that for commercial application it may be preferable to use one or more variations of the present system, which would similar be to the ones disclosed in the present application and are within the spirit of the invention.
For the sake of searching the following section is added reflecting embodiments of the pre- sent invention and which represents a translation of the subsequent section. 1. A thin film composite bifunctional membrane for CO: electrolysis (100), comprising a substrate, in particular a semipermeable membrane substrate, more in particular an ion ex- change membrane substrate, preferably a high strength membrane, wherein the substrate 1s selected form an anion-exchange membrane substrate, a cation-exchange membrane, and a bipolar mem- brane substrate. and on at least one side of the substrate, at least one polymeric film, in particular a dense polymeric film, more in particular with a 8 size exclusion of < 1 nm as determined with size exclusion chromatography (Shimadzu LC- 2010AHT ISO 16014-1:2019), even more in particular with a size exclusion of < 0.5 nm, for exam- ple with a size exclusion of < 0.35 nm, in particular at least one first polymeric film on a first side of the substrate and at least one second polymeric film on a second side of the substrate. 2. The thin film composite membrane for CO: electrolysis according to embodiment 1, wherein the polymeric film has a thickness of 10-500 nm, in particular 50-300 nm, more in particular 100-200 nm, 3. The thin film composite membrane for CO: electrolysis according to any of embodiments 1-2, wherein the substrate is resistant to alkaline substances, in particular to OH’, more in particular re- sistant up to a temperature of 70 °C at a molar concentration of 1 mole/I during 24 hours. 4. The thin film composite membrane for CO: electrolysis according to any of embodiments 1-3, wherein the substrate is selective for bicarbonate, in particular wherein the substrate has a selectiv- ity for OH of 70%, in particular > 85%, more in particular > 95% 5. The thin film composite membrane for CO; electrolysis according to any of embodiments 1-4, wherein the polymeric film comprises surface charges, in particular with a surface charge density of > [1*1075 C/mm? at a pH of 7, in particular > [1¥ 10° C/mm?|, more in particular <|1*10” C/mm?, and/or wherein a surface charge is selected from an anion, a cation, a localized charge, a partial charge, and combinations thereof. 6. The thin film composite membrane for CO: electrolysis according to any of embodiments 1-5, wherein the substrate at least partly comprises a chemical compound comprising at least one nitro- gen atom, in particular at least two nitrogen atoms, wherein the chemical compound is selected from saturated and unsaturated organic molecules, and/or wherein the chemical compound is selected from 5-ring and 6-ring comprising molecules. 7. The thin film composite membrane for CO; electrolysis according to embodiment 6, wherein the
S-ring and 6-ring comprising molecules comprise at least one nitrogen, in particular at least two ni- trogens, such as imidazole. 8. The thin film composite membrane for CO: electrolysis according to any of embodiments 1-7, wherein the substrate has a thickness of 1-500 um, in particular 4-240 um, more in particular 12- 120 pm, even more in particular 20-60 um. such as 25-35 um. 9. The thin film composite membrane for CO; electrolysis according to any of embodiments 1-8, wherein the polymeric film is selected from a polvamide film, a polypropylene (PP) film, a Polvvi- nylidene fluoride (PVDF) film, a cellulose acetate film, in particular a Cellulose di(or trijacetate film, a Piperazine film, a graphene film, a Graphene oxide film, and a PTFE film. 10. The thin film composite membrane for CO: electrolysis according to any of embodiments 1-9, wherein a surface area of the thin film composite membrane is 1-10° cm?, in particular 2-10* cm. 11. The thin film composite membrane for CO: electrolysis according to any of embodiments 1-10, wherein a ratio in permeance of OH versus the permeance of carbonate ions of the thin film compo- site membrane is larger than 5, in particular larger than 20, and/or wherein a ratio in permeance of H* versus the permeance of Na” ions of the thin film composite 9 membrane is larger than 5. in particular larger than 20. 12. System for electrolysis comprising at least one first electrode of a first polarity, at least one second electrode of a second polarity, the second polarity being opposite of the first po- larity, at least one first chamber comprising at least one first electrolyte, at least one second chamber comprising at least one second electrolyte, and at least one thin film composite membrane according to any of embodiments 1-11, the membrane physically separating the first and second chamber, in particular wherein a volume of the respective at least one first chamber and the at least one sec- ond chamber each individually is from 1-2500 em’, such as 10-1000 cm’. 13. The system according to embodiment 12, comprising a catalyst, in particular an Ag catalyst, or a Cu catalyst, more in particular wherein the catalyst is provided on the thin film composite membrane and in electrical and physical contact with the thin film composite membrane, such as by pressing. 14. System according to any of embodiments 12-13, wherein the system is selected from a system wherein the first and second electrode are physically attached to the thin film composite membrane, and a system wherein the first and second electrode are physically separated from the thin film com- posite membrane. 15. System according to any of embodiments 12-14, wherein a ratio of the combined first chamber and second chamber volume: the surface area of the thin film composite membrane is 10-10 cm*:cm?, in particular 102-2 em*:cm?, more in particular 107-1 cm*:em?, even more in particular 2*107-0.5 cm’:em”. 16. A method of converting CO, comprising providing a system according to any of embodiments 12-15, providing CO: to the system, and converting CO: into a chemical compound selected from CO, unsaturated or saturated C1-C4 com- pounds, such as C=C, C:1-C: alcohols, and C1-C4 carboxylic acids. 17. The method of converting CO; according to embodiment 16, wherein in operation the pH of the at least one first chamber comprising an anolyte is 7.5-12, in particular 9-11, and/or wherein in op- eration the pH of the at least one second chamber comprising a catholyte is 4-7, in particular 5-6. 18. The method of converting CO; according to embodiment 16 or 17, in case of an anion exchange membrane, wherein in operation the pH of the at least one first chamber comprising an anolyte is 7.5-14, in particular 12-13.5. 19. The method of converting CO; according to any of embodiments 16-18, wherein an Ag catalyst, or a Cu catalyst, is used. 20. The method of converting CO; according to any of embodiments 16-19, wherein conversion of
CO: is provided at an operation energy of <3 kWh/kg of product, in particular <1 kWh/kg product. in particular at a current of <300 mA and a voltage of 3V. 21. Method of forming the thin film composite membrane according to any of embodiments 1-11, 10 comprising providing a substrate, in particular a semipermeable membrane substrate, more in particular an elec- trodialysis membrane substrate, wherein the substrate is selected form an anion-exchange mem- brane substrate, and a bipolar membrane substrate, and providing at least one polymeric film on at least one side of the substrate by interfacial polymeriza- tion, in particular a dense polymeric film, more in particular with a size exclusion of < 10 nm. 22. Method according to embodiment 21, wherein the substrate is an anion exchange membrane, and wherein the at least one polymeric film is a polyamide, and wherein the polymerization is by reacting m-phenylenediamine with 1,3.4-benzenetricarbonyl trichloride.
23. Method according to embodiment 22, wherein the reaction is carried out during 1-60 minutes, at a temperature of 20-80 °C, at a pressure of 90-110 kPa, at a concentration of 0.01-1 mol m-phe- nylenediamine, at a concentration of 0.01-1 mol 1,3,4-benzenetricarbonyl trichloride, and at a ratio of m-phenylenediamine : 1,3.4-benzenetricarbonyl trichloride of 0.5-2.
24. Use of a thin film composite membrane according to any of embodiments 1-11 or a system ac-
cording to embodiments 12-15, for transfer of charged chemical species, in particular charged chemical species selected from cations and anions, in particular for electrochemical separation, for electrolysis, such as an aqueous electrolyte, and for combinations thereof.
25. Use of a thin film composite membrane according to embodiment 24, wherein the use is in acid- base production, in a flow battery. or in electrolysis.
11

Claims (25)

ConclusiesConclusions 1. Een samengesteld bifunctioneel dunne film membraan voor CO:-elektrolyse( 100), omvattend cen substraat, in het bijzonder een semipermeabel membraansubstraat, meer bepaald een ionenuitwisselingsmembraansubstraat, bij voorkeur een membraan met hoge sterkte. waarbij het substraat is gekozen uit een anionenuitwisselingsmembraan, een kationenuitwisselingsmembraan, en een bipolair membraansubstraat, en op ten minste één zijde van het substraat ten minste één polymere film, in het bijzonder een dichte polymere film, meer in het bijzon- der met een grootte-uitsluiting van < 1 nm zoals bepaald met grootte-uitsluitingschromatografie (SEC)(Shimadzu LC-2010AHT ISO 16014-1:2019), meer in het bijzonder met een grootte-uit- sluiting van < 0,5 nm, bijvoorbeeld met een grootte-uitsluiting van < 0,35 nm, in het bijzonder ten minste één eerste polymere film aan een eerste zijde van het substraat en ten minste één tweede po- Iymere film aan een tweede zijde van het substraat.CLAIMS 1. A composite bifunctional thin film membrane for CO: electrolysis (100), comprising a substrate, in particular a semipermeable membrane substrate, more specifically an ion exchange membrane substrate, preferably a high strength membrane. wherein the substrate is selected from an anion exchange membrane, a cation exchange membrane, and a bipolar membrane substrate, and on at least one side of the substrate at least one polymeric film, in particular a dense polymeric film, more in particular with a size exclusion of < 1 nm as determined by size exclusion chromatography (SEC)(Shimadzu LC-2010AHT ISO 16014-1:2019), more specifically with a size exclusion of < 0.5 nm, for example with a size exclusion exclusion of < 0.35 nm, in particular at least one first polymeric film on a first side of the substrate and at least one second polymeric film on a second side of the substrate. 2. Het samengestelde dunne film membraan voor CO:-elektrolyse volgens conclusie 1, waarin de polymere film een dikte heeft van 10-500 nm, in het bijzonder 50-300 nm, meer in het bijzonder 100-200 nm.The composite thin film membrane for CO: electrolysis according to claim 1, wherein the polymeric film has a thickness of 10-500 nm, in particular 50-300 nm, more in particular 100-200 nm. 3. Het samengestelde dunne film membraan voor CO:-elektrolyse overeenkomstig een van de con- clusies 1-2, waarin het substraat bestand 1s tegen alkalische stoffen, in het bijzonder tegen OH, meer in het bijzonder bestand tot een temperatuur van 70 °C bij een molaire concentratie van 1 mol/l gedurende 24 uur.3. The composite thin film membrane for CO: electrolysis according to any one of claims 1 to 2, wherein the substrate is resistant to alkaline substances, in particular to OH, more in particular resistant up to a temperature of 70 °C at a molar concentration of 1 mol/l for 24 hours. 4. Het samengestelde dunne film membraan voor CO:-elektrolyse volgens een van de conclusies 1- 3, waarin het substraat selectief is voor bicarbonaat, in het bijzonder waarm het substraat een selec- tiviteit voor OH- heeft van 70%, in het bijzonder > 85%, meer in het bijzonder > 95%.The composite thin film membrane for CO: electrolysis according to any one of claims 1 to 3, wherein the substrate is selective for bicarbonate, in particular where the substrate has a selectivity for OH - of 70%, in particular > 85%, more specifically > 95%. 5. Het samengestelde dunne film membraan voor CO:-elektrolyse volgens een van de conclusies 1 tot en met 4, waarin de polymere film een oppervlaktelading omvat, in het bijzonder met een opper- vlakteladingdichtheid van > 1*1073 C/mm?| bij een pH van 7, in het bijzonder > 1*107+C/mm?|. meer in het bijzonder < 1*10% C/mm?l en/of waarin een oppervlaktelading geselecteerd is uit een anion, een kation, een gelokaliseerde lading, een gedeeltelijke lading, en combinaties daarvan.The composite thin film membrane for CO: electrolysis according to any one of claims 1 to 4, wherein the polymeric film comprises a surface charge, in particular with a surface charge density of > 1*1073 C/mm?| at a pH of 7, in particular > 1*107+C/mm?|. more particularly < 1*10% C/mm?l and/or wherein a surface charge is selected from an anion, a cation, a localized charge, a partial charge, and combinations thereof. 6. Het samengestelde dunne film membraan voor CO:-elektrolyse volgens een van de conclusies 1- 5, waarin het substraat ten minste gedeeltelijk een chemische verbinding omvat met ten minste één stikstofatoom, in het bijzonder ten minste twee stikstofatomen, waarin de chemische verbinding is gekozen uit verzadigde en onverzadigde organische moleculen, en/of waarin de chemische verbinding 1s gekozen uit moleculen met vijf en zes ningen.The composite thin film membrane for CO: electrolysis according to any one of claims 1 to 5, wherein the substrate at least partially comprises a chemical compound having at least one nitrogen atom, in particular at least two nitrogen atoms, wherein the chemical compound is selected from saturated and unsaturated organic molecules, and/or in which the chemical compound 1s is selected from five- and six-membered molecules. 7. Het dunne film composietmembraan voor CO:-elektrolyse volgens conclusie 6, waarin de mole- culen met vijf en zes ringen ten minste één stikstof omvatten, in het bijzonder ten minste twee stik- stoffen, zoals imidazool.The thin film composite membrane for CO: electrolysis according to claim 6, wherein the five- and six-membered molecules comprise at least one nitrogen, in particular at least two nitrogens, such as imidazole. 8. Het samengestelde dunne film membraan voor CO:-elektrolyse volgens een van de conclusies 1- 7, waarin het substraat een dikte heeft van 1-500 um, in het bijzonder 4-240 um, meer in het bijzon- der 12-120 um, nog meer in het bijzonder 20-60 um, zoals 25-35 um. 12The composite thin film membrane for CO: electrolysis according to any one of claims 1 to 7, wherein the substrate has a thickness of 1-500 µm, in particular 4-240 µm, more in particular 12-120 µm. um, even more specifically 20-60 um, such as 25-35 um. 12 9. Het samengestelde dunne film membraan voor CO:-elektrolyse volgens een van de conclusies 1- 8, waarin de polymere film is gekozen uit een polyamide film, een polypropyleen (PP) film, een po- lyvinylideenfluoride (PVDF) film, een cellulose acetaat film, in het bijzonder een Cellulose di(of tri)acetaat film, een Piperazine film, een grafeen film, een Grafeenoxide film, en een PTFE-film.The composite thin film membrane for CO: electrolysis according to any one of claims 1 to 8, wherein the polymeric film is selected from a polyamide film, a polypropylene (PP) film, a polyvinylidene fluoride (PVDF) film, a cellulose acetate film, in particular a Cellulose di(or tri)acetate film, a Piperazine film, a graphene film, a Graphene oxide film, and a PTFE film. 10. Het samengestelde dunne film membraan voor CO:-elektrolyse volgens een van de conclusies 1-9, waarin een oppervlakte van het samengestelde membraan van dunne film 1-10° cm? bedraagt. in het bijzonder 2-10* cm.The composite thin film membrane for CO: electrolysis according to any one of claims 1 to 9, wherein an area of the composite thin film membrane is 1 to 10° cm? amounts to. in particular 2-10* cm. 11. Het samengestelde dunne film membraan voor CO:-elektrolyse volgens een van de conclusies 1-10, waarbij de verhouding in de permeatie van OH-ionen tegenover de permeatie van carbonaat- ionen van het composietmembraan van dunne film groter is dan 5, in het bijzonder groter dan 20, en/of wanneer de verhouding in permeatie van H+ tegenover de permeatie van Na’-ionen van het mem- braan van de dunne film groter is dan 5, in het bijzonder groter dan 20.The composite thin film membrane for CO: electrolysis according to any one of claims 1 to 10, wherein the ratio of the permeation of OH ions to the permeation of carbonate ions of the composite thin film membrane is greater than 5, in in particular greater than 20, and/or when the ratio of permeation of H+ to the permeation of Na' ions from the thin film membrane is greater than 5, in particular greater than 20. 12. Systeem voor elektrolyse omvattend ten minste één eerste elektrode met een eerste polariteit, ten minste één tweede elektrode met een tweede polariteit, waarbij de tweede polariteit tegengesteld is aan de eerste, ten minste één eerste kamer omvattend ten minste een eerste elektrolyt, ten minste één tweede kamer omvattend ten minste een tweede elektrolyt, en ten minste één samengestelde dunne film membraan volgens een van de conclusies 1-11, waarbij het membraan de eerste en tweede kamer fvsiek scheidt, met name wanneer een volume van de respectieve ten minste één eerste kamer en de ten minste één tweede kamer elk afzonderlijk van 1-2500 cm’, bijvoorbeeld 10-1000 cm’, is.12. System for electrolysis comprising at least one first electrode with a first polarity, at least one second electrode with a second polarity, the second polarity being opposite to the first, at least one first chamber comprising at least a first electrolyte, at least one second chamber comprising at least a second electrolyte, and at least one composite thin film membrane according to any one of claims 1-11, wherein the membrane physically separates the first and second chamber, in particular when a volume of the respective at least one first chamber and the at least one second chamber are each separately of 1-2500 cm', for example 10-1000 cm'. 13. Het systeem volgens conclusie 12, omvattend een katalysator, in het bijzonder een Ag-kata- lvsator, of een Cu-katalysator, meer in het bijzonder waarbij de katalysator op het samengestelde dunne film membraan is aangebracht en in elektrisch en fysiek contact met het samengestelde dunne film membraan staat, bijvoorbeeld door persen.The system according to claim 12, comprising a catalyst, in particular an Ag catalyst, or a Cu catalyst, more particularly wherein the catalyst is applied to the composite thin film membrane and in electrical and physical contact with the composite thin film membrane stands, for example by pressing. 14. Systeem volgens een van de conclusies 12-13, waarbij het systeem is gekozen uit een systeem waarbij de eerste en tweede elektrode fysiek verbonden zijn met het samengestelde dunne film membraan, en een systeem waarbij de eerste en tweede elektrode fvsiek gescheiden zijn van het sa- mengestelde dunne film membraan.14. System according to any one of claims 12-13, wherein the system is selected from a system in which the first and second electrodes are physically connected to the composite thin film membrane, and a system in which the first and second electrodes are physically separated from the composite thin film membrane. 15. Systeem volgens een van de conclusies 12-14, waarin de verhouding tussen het gecombineerde volume van de eerste en de tweede kamer en de oppervlakte van het dunne film membraan is 107- 10 em’:em}, in het bijzonder 102-2 cm®:cm?, meer in het bijzonder 107-1 cm*:cm?, nog meer in het bijzonder 2*107-0.5 cm*:cm?.15. System according to any one of claims 12-14, wherein the ratio between the combined volume of the first and the second chamber and the surface area of the thin film membrane is 107-10 em':em}, in particular 102-2 cm®:cm?, more specifically 107-1 cm*:cm?, even more specifically 2*107-0.5 cm*:cm?. 16. Een methode voor de omzetting van CO:, omvattend Het verschaffen van een systeem volgens een van de conclusies 12-15, het voorzien van CO: aan het systeem, en 13 het omzetten van CO: in een chemische verbinding, gekozen uit CO, onverzadigde of verzadigde Ci-C4-verbindingen. zoals C=C. C;-Cs-alcoholen, en C:-C4-carboxylzuren.16. A method for the conversion of CO:, comprising providing a system according to any one of claims 12-15, supplying the system with CO: and 13 converting CO: into a chemical compound selected from CO: , unsaturated or saturated Ci-C4 compounds. such as C=C. C1-C8 alcohols, and C1-C4 carboxylic acids. 17. De methode voor de omzetting van CO: volgens conclusie 16, waarbij de pH van de ten minste een eerste kamer die een anoliet omvat 7.5-12, in het bijzonder 9-11, bedraagt. en/of de pH van de ten minste een tweede kamer die een katholiet omvat 4-7, 1n het bijzonder 5-6, bedraagt.The CO conversion method: according to claim 16, wherein the pH of the at least one first chamber comprising an anolyte is 7.5-12, in particular 9-11. and/or the pH of the at least one second chamber comprising a catholyte is 4-7, in particular 5-6. 18. De methode voor de omzetting van CO: volgens conclusie 16 of 17, in het geval van een anio- nenuitwisselingsmembraan, waarbij de pH van de ten minste één eerste kamer die een anoliet omvat 7,5-14, in het bijzonder 12-13,5, bedraagt.The method for the conversion of CO: according to claim 16 or 17, in the case of an anion exchange membrane, wherein the pH of the at least one first chamber comprising an anolyte is 7.5-14, in particular 12- 13.5. 19. De methode voor de omzetting van CO: volgens een van de conclusies 16-18, waarbij cen Ag- katalysator of een Cu-katalysator wordt gebruikt.The CO conversion method: according to any one of claims 16 to 18, wherein an Ag catalyst or a Cu catalyst is used. 20. De methode voor de omzetting van CO: volgens een van de conclusies 16-19, waarbij de omzet- ting van CO: plaatsvmdt bij een bedrijfsenergie van <3 kWh/kg product, in het bijzonder <1 kWh/kg product, in het bijzonder bij een stroom van <300 mA en een spanning van 3V.20. The method for the conversion of CO: according to any one of claims 16 to 19, wherein the conversion of CO: takes place at an operating energy of <3 kWh/kg product, in particular <1 kWh/kg product, into especially at a current of <300 mA and a voltage of 3V. 21. Methode voor het vormen van het samengestelde dunne film membraan volgens een van de con- clusies 1-11, omvattend Het verschaffen van een substraat. m het bijzonder een semipermeabel membraansubstraat, meer bepaald een substraat voor elektrodialyse, waarbij het substraat wordt gekozen uit een anionenuit- wisselingsmembraansubstraat, en een bipolair membraansubstraat, en Het op ten minste één zijde van het substraat door middel van interfaciale polymerisatie aanbrengen van ten minste één polymere film, in het bijzonder een dichte polymere film, meer in het bijzonder met cen grootte-uitsluiting van < 10 nm.A method for forming the composite thin film membrane according to any one of claims 1 to 11, comprising providing a substrate. m in particular a semipermeable membrane substrate, more specifically a substrate for electrodialysis, wherein the substrate is selected from an anion exchange membrane substrate, and a bipolar membrane substrate, and Applying at least one side of the substrate by means of interfacial polymerization of at least one polymeric film, in particular a dense polymeric film, more in particular with a size exclusion of < 10 nm. 22. Methode volgens conclusie 21, waarin het substraat een anionenuitwisselingsmembraan is, en waarin de ten minste één polymere film een polyamide is, en waarin de polymerisatie plaatsvindt door reactie van m-fenyleendiamine met 1,3,4-benzeentricarbonyltrichloride.The method of claim 21, wherein the substrate is an anion exchange membrane, and wherein the at least one polymeric film is a polyamide, and wherein the polymerization occurs by reaction of m-phenylenediamine with 1,3,4-benzenetricarbonyl trichloride. 23. Methode volgens conclusie 22, waarm de reactie wordt uitgevoerd gedurende 1-60 minuten, bij een temperatuur van 20-80 °C, bij een druk van 90-110 kPa, bij een concentratie van 0,01-1 mol m- fenyleendiamime, bij een concentratie van 0.01-1 mol 1,3,4-benzeentricarbonyltrichloride, en bij een verhouding m-fenyleendiamine: 1,3,4-benzeentricarbonyltrichloride van 0,5-2.Method according to claim 22, where the reaction is carried out for 1-60 minutes, at a temperature of 20-80 °C, at a pressure of 90-110 kPa, at a concentration of 0.01-1 mol m-phenylenediamime , at a concentration of 0.01-1 mol 1,3,4-benzenetricarbonyl trichloride, and at a ratio of m-phenylenediamine: 1,3,4-benzenetricarbonyl trichloride of 0.5-2. 24. Gebruik van een samengestelde dunne film membraan volgens een van de conclusies 1-11 of een systeem volgens de conclusies 12-15 voor de overdracht van geladen chemische stoffen, in het bijzonder geladen chemische stoffen gekozen uit kationen en amonen. in het bijzonder voor elektro- chemische scheiding, voor elektrolyse. zoals een waterige elektrolyse, en voor combinaties daarvan.Use of a composite thin film membrane according to any one of claims 1-11 or a system according to claims 12-15 for the transfer of charged chemicals, in particular charged chemicals selected from cations and amones. in particular for electro-chemical separation, for electrolysis. such as an aqueous electrolysis, and for combinations thereof. 25. Gebruik van een dunnelaagcomposietmembraan volgens conclusie 24, waarbij het gebruik plaatsvindt in zuur-baseproductie, in een stroombatterij. of in elektrolyse. 14Use of a thin layer composite membrane according to claim 24, wherein the use takes place in acid-base production, in a flow battery. or in electrolysis. 14
NL2033215A 2022-10-03 2022-10-03 Thin-film composite membrane for CO2 electrolysis NL2033215B1 (en)

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