WO2020184306A1 - 有機溶媒の製造方法 - Google Patents
有機溶媒の製造方法 Download PDFInfo
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- WO2020184306A1 WO2020184306A1 PCT/JP2020/008972 JP2020008972W WO2020184306A1 WO 2020184306 A1 WO2020184306 A1 WO 2020184306A1 JP 2020008972 W JP2020008972 W JP 2020008972W WO 2020184306 A1 WO2020184306 A1 WO 2020184306A1
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- organic solvent
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- woven fabric
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- B—PERFORMING OPERATIONS; TRANSPORTING
- B01—PHYSICAL OR CHEMICAL PROCESSES OR APPARATUS IN GENERAL
- B01D—SEPARATION
- B01D39/00—Filtering material for liquid or gaseous fluids
- B01D39/14—Other self-supporting filtering material ; Other filtering material
- B01D39/16—Other self-supporting filtering material ; Other filtering material of organic material, e.g. synthetic fibres
- B01D39/1607—Other self-supporting filtering material ; Other filtering material of organic material, e.g. synthetic fibres the material being fibrous
- B01D39/1623—Other self-supporting filtering material ; Other filtering material of organic material, e.g. synthetic fibres the material being fibrous of synthetic origin
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- B—PERFORMING OPERATIONS; TRANSPORTING
- B01—PHYSICAL OR CHEMICAL PROCESSES OR APPARATUS IN GENERAL
- B01D—SEPARATION
- B01D15/00—Separating processes involving the treatment of liquids with solid sorbents; Apparatus therefor
- B01D15/08—Selective adsorption, e.g. chromatography
- B01D15/26—Selective adsorption, e.g. chromatography characterised by the separation mechanism
- B01D15/36—Selective adsorption, e.g. chromatography characterised by the separation mechanism involving ionic interaction, e.g. ion-exchange, ion-pair, ion-suppression or ion-exclusion
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- B—PERFORMING OPERATIONS; TRANSPORTING
- B01—PHYSICAL OR CHEMICAL PROCESSES OR APPARATUS IN GENERAL
- B01D—SEPARATION
- B01D39/00—Filtering material for liquid or gaseous fluids
- B01D39/14—Other self-supporting filtering material ; Other filtering material
- B01D39/16—Other self-supporting filtering material ; Other filtering material of organic material, e.g. synthetic fibres
- B01D39/1607—Other self-supporting filtering material ; Other filtering material of organic material, e.g. synthetic fibres the material being fibrous
- B01D39/1623—Other self-supporting filtering material ; Other filtering material of organic material, e.g. synthetic fibres the material being fibrous of synthetic origin
- B01D39/163—Other self-supporting filtering material ; Other filtering material of organic material, e.g. synthetic fibres the material being fibrous of synthetic origin sintered or bonded
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- B—PERFORMING OPERATIONS; TRANSPORTING
- B01—PHYSICAL OR CHEMICAL PROCESSES OR APPARATUS IN GENERAL
- B01D—SEPARATION
- B01D15/00—Separating processes involving the treatment of liquids with solid sorbents; Apparatus therefor
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- B—PERFORMING OPERATIONS; TRANSPORTING
- B01—PHYSICAL OR CHEMICAL PROCESSES OR APPARATUS IN GENERAL
- B01D—SEPARATION
- B01D25/00—Filters formed by clamping together several filtering elements or parts of such elements
- B01D25/02—Filters formed by clamping together several filtering elements or parts of such elements in which the elements are pre-formed independent filtering units, e.g. modular systems
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- B—PERFORMING OPERATIONS; TRANSPORTING
- B01—PHYSICAL OR CHEMICAL PROCESSES OR APPARATUS IN GENERAL
- B01D—SEPARATION
- B01D29/00—Filters with filtering elements stationary during filtration, e.g. pressure or suction filters, not covered by groups B01D24/00 - B01D27/00; Filtering elements therefor
- B01D29/11—Filters with filtering elements stationary during filtration, e.g. pressure or suction filters, not covered by groups B01D24/00 - B01D27/00; Filtering elements therefor with bag, cage, hose, tube, sleeve or like filtering elements
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- B—PERFORMING OPERATIONS; TRANSPORTING
- B01—PHYSICAL OR CHEMICAL PROCESSES OR APPARATUS IN GENERAL
- B01D—SEPARATION
- B01D35/00—Filtering devices having features not specifically covered by groups B01D24/00 - B01D33/00, or for applications not specifically covered by groups B01D24/00 - B01D33/00; Auxiliary devices for filtration; Filter housing constructions
- B01D35/02—Filters adapted for location in special places, e.g. pipe-lines, pumps, stop-cocks
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- B—PERFORMING OPERATIONS; TRANSPORTING
- B01—PHYSICAL OR CHEMICAL PROCESSES OR APPARATUS IN GENERAL
- B01D—SEPARATION
- B01D39/00—Filtering material for liquid or gaseous fluids
- B01D39/14—Other self-supporting filtering material ; Other filtering material
- B01D39/16—Other self-supporting filtering material ; Other filtering material of organic material, e.g. synthetic fibres
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- B—PERFORMING OPERATIONS; TRANSPORTING
- B01—PHYSICAL OR CHEMICAL PROCESSES OR APPARATUS IN GENERAL
- B01J—CHEMICAL OR PHYSICAL PROCESSES, e.g. CATALYSIS OR COLLOID CHEMISTRY; THEIR RELEVANT APPARATUS
- B01J20/00—Solid sorbent compositions or filter aid compositions; Sorbents for chromatography; Processes for preparing, regenerating or reactivating thereof
- B01J20/22—Solid sorbent compositions or filter aid compositions; Sorbents for chromatography; Processes for preparing, regenerating or reactivating thereof comprising organic material
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- B—PERFORMING OPERATIONS; TRANSPORTING
- B01—PHYSICAL OR CHEMICAL PROCESSES OR APPARATUS IN GENERAL
- B01J—CHEMICAL OR PHYSICAL PROCESSES, e.g. CATALYSIS OR COLLOID CHEMISTRY; THEIR RELEVANT APPARATUS
- B01J20/00—Solid sorbent compositions or filter aid compositions; Sorbents for chromatography; Processes for preparing, regenerating or reactivating thereof
- B01J20/22—Solid sorbent compositions or filter aid compositions; Sorbents for chromatography; Processes for preparing, regenerating or reactivating thereof comprising organic material
- B01J20/26—Synthetic macromolecular compounds
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- B—PERFORMING OPERATIONS; TRANSPORTING
- B01—PHYSICAL OR CHEMICAL PROCESSES OR APPARATUS IN GENERAL
- B01J—CHEMICAL OR PHYSICAL PROCESSES, e.g. CATALYSIS OR COLLOID CHEMISTRY; THEIR RELEVANT APPARATUS
- B01J20/00—Solid sorbent compositions or filter aid compositions; Sorbents for chromatography; Processes for preparing, regenerating or reactivating thereof
- B01J20/28—Solid sorbent compositions or filter aid compositions; Sorbents for chromatography; Processes for preparing, regenerating or reactivating thereof characterised by their form or physical properties
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- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C41/00—Preparation of ethers; Preparation of compounds having groups, groups or groups
- C07C41/01—Preparation of ethers
- C07C41/34—Separation; Purification; Stabilisation; Use of additives
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- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C41/00—Preparation of ethers; Preparation of compounds having groups, groups or groups
- C07C41/01—Preparation of ethers
- C07C41/34—Separation; Purification; Stabilisation; Use of additives
- C07C41/36—Separation; Purification; Stabilisation; Use of additives by solid-liquid treatment; by chemisorption
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- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C43/00—Ethers; Compounds having groups, groups or groups
- C07C43/02—Ethers
- C07C43/03—Ethers having all ether-oxygen atoms bound to acyclic carbon atoms
- C07C43/04—Saturated ethers
- C07C43/13—Saturated ethers containing hydroxy or O-metal groups
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- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C67/00—Preparation of carboxylic acid esters
- C07C67/48—Separation; Purification; Stabilisation; Use of additives
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- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C67/00—Preparation of carboxylic acid esters
- C07C67/48—Separation; Purification; Stabilisation; Use of additives
- C07C67/56—Separation; Purification; Stabilisation; Use of additives by solid-liquid treatment; by chemisorption
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- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C69/00—Esters of carboxylic acids; Esters of carbonic or haloformic acids
- C07C69/66—Esters of carboxylic acids having esterified carboxylic groups bound to acyclic carbon atoms and having any of the groups OH, O—metal, —CHO, keto, ether, acyloxy, groups, groups, or in the acid moiety
- C07C69/67—Esters of carboxylic acids having esterified carboxylic groups bound to acyclic carbon atoms and having any of the groups OH, O—metal, —CHO, keto, ether, acyloxy, groups, groups, or in the acid moiety of saturated acids
- C07C69/708—Ethers
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- D—TEXTILES; PAPER
- D04—BRAIDING; LACE-MAKING; KNITTING; TRIMMINGS; NON-WOVEN FABRICS
- D04H—MAKING TEXTILE FABRICS, e.g. FROM FIBRES OR FILAMENTARY MATERIAL; FABRICS MADE BY SUCH PROCESSES OR APPARATUS, e.g. FELTS, NON-WOVEN FABRICS; COTTON-WOOL; WADDING ; NON-WOVEN FABRICS FROM STAPLE FIBRES, FILAMENTS OR YARNS, BONDED WITH AT LEAST ONE WEB-LIKE MATERIAL DURING THEIR CONSOLIDATION
- D04H3/00—Non-woven fabrics formed wholly or mainly of yarns or like filamentary material of substantial length
- D04H3/005—Synthetic yarns or filaments
- D04H3/007—Addition polymers
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- G—PHYSICS
- G03—PHOTOGRAPHY; CINEMATOGRAPHY; ANALOGOUS TECHNIQUES USING WAVES OTHER THAN OPTICAL WAVES; ELECTROGRAPHY; HOLOGRAPHY
- G03F—PHOTOMECHANICAL PRODUCTION OF TEXTURED OR PATTERNED SURFACES, e.g. FOR PRINTING, FOR PROCESSING OF SEMICONDUCTOR DEVICES; MATERIALS THEREFOR; ORIGINALS THEREFOR; APPARATUS SPECIALLY ADAPTED THEREFOR
- G03F7/00—Photomechanical, e.g. photolithographic, production of textured or patterned surfaces, e.g. printing surfaces; Materials therefor, e.g. comprising photoresists; Apparatus specially adapted therefor
- G03F7/004—Photosensitive materials
- G03F7/09—Photosensitive materials characterised by structural details, e.g. supports, auxiliary layers
- G03F7/11—Photosensitive materials characterised by structural details, e.g. supports, auxiliary layers having cover layers or intermediate layers, e.g. subbing layers
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- G—PHYSICS
- G03—PHOTOGRAPHY; CINEMATOGRAPHY; ANALOGOUS TECHNIQUES USING WAVES OTHER THAN OPTICAL WAVES; ELECTROGRAPHY; HOLOGRAPHY
- G03F—PHOTOMECHANICAL PRODUCTION OF TEXTURED OR PATTERNED SURFACES, e.g. FOR PRINTING, FOR PROCESSING OF SEMICONDUCTOR DEVICES; MATERIALS THEREFOR; ORIGINALS THEREFOR; APPARATUS SPECIALLY ADAPTED THEREFOR
- G03F7/00—Photomechanical, e.g. photolithographic, production of textured or patterned surfaces, e.g. printing surfaces; Materials therefor, e.g. comprising photoresists; Apparatus specially adapted therefor
- G03F7/16—Coating processes; Apparatus therefor
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- B—PERFORMING OPERATIONS; TRANSPORTING
- B01—PHYSICAL OR CHEMICAL PROCESSES OR APPARATUS IN GENERAL
- B01D—SEPARATION
- B01D2239/00—Aspects relating to filtering material for liquid or gaseous fluids
- B01D2239/04—Additives and treatments of the filtering material
- B01D2239/0407—Additives and treatments of the filtering material comprising particulate additives, e.g. adsorbents
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- B—PERFORMING OPERATIONS; TRANSPORTING
- B01—PHYSICAL OR CHEMICAL PROCESSES OR APPARATUS IN GENERAL
- B01D—SEPARATION
- B01D2239/00—Aspects relating to filtering material for liquid or gaseous fluids
- B01D2239/04—Additives and treatments of the filtering material
- B01D2239/0414—Surface modifiers, e.g. comprising ion exchange groups
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- B—PERFORMING OPERATIONS; TRANSPORTING
- B01—PHYSICAL OR CHEMICAL PROCESSES OR APPARATUS IN GENERAL
- B01D—SEPARATION
- B01D2239/00—Aspects relating to filtering material for liquid or gaseous fluids
- B01D2239/04—Additives and treatments of the filtering material
- B01D2239/0471—Surface coating material
- B01D2239/0492—Surface coating material on fibres
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- B—PERFORMING OPERATIONS; TRANSPORTING
- B01—PHYSICAL OR CHEMICAL PROCESSES OR APPARATUS IN GENERAL
- B01D—SEPARATION
- B01D2239/00—Aspects relating to filtering material for liquid or gaseous fluids
- B01D2239/06—Filter cloth, e.g. knitted, woven non-woven; self-supported material
- B01D2239/0604—Arrangement of the fibres in the filtering material
- B01D2239/0618—Non-woven
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- B—PERFORMING OPERATIONS; TRANSPORTING
- B01—PHYSICAL OR CHEMICAL PROCESSES OR APPARATUS IN GENERAL
- B01D—SEPARATION
- B01D2239/00—Aspects relating to filtering material for liquid or gaseous fluids
- B01D2239/06—Filter cloth, e.g. knitted, woven non-woven; self-supported material
- B01D2239/0604—Arrangement of the fibres in the filtering material
- B01D2239/0622—Melt-blown
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- B—PERFORMING OPERATIONS; TRANSPORTING
- B01—PHYSICAL OR CHEMICAL PROCESSES OR APPARATUS IN GENERAL
- B01D—SEPARATION
- B01D2239/00—Aspects relating to filtering material for liquid or gaseous fluids
- B01D2239/06—Filter cloth, e.g. knitted, woven non-woven; self-supported material
- B01D2239/065—More than one layer present in the filtering material
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- B—PERFORMING OPERATIONS; TRANSPORTING
- B01—PHYSICAL OR CHEMICAL PROCESSES OR APPARATUS IN GENERAL
- B01D—SEPARATION
- B01D2239/00—Aspects relating to filtering material for liquid or gaseous fluids
- B01D2239/12—Special parameters characterising the filtering material
- B01D2239/1233—Fibre diameter
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- B—PERFORMING OPERATIONS; TRANSPORTING
- B01—PHYSICAL OR CHEMICAL PROCESSES OR APPARATUS IN GENERAL
- B01D—SEPARATION
- B01D2239/00—Aspects relating to filtering material for liquid or gaseous fluids
- B01D2239/12—Special parameters characterising the filtering material
- B01D2239/1291—Other parameters
Definitions
- Patent Document 1 discloses a filter having high metal adsorption / removal efficiency.
- a method for producing an organic solvent in which metal impurities are reduced, which causes minute defects on a wafer and a method for reducing the metal of the organic solvent in a lithography process in semiconductor device manufacturing.
- the present invention includes the following.
- a method for producing an organic solvent which comprises a step of passing a liquid through a metal removing filter cartridge, wherein the metal removing filter cartridge is used.
- a filter cartridge in which multiple types of filtration base cloths are laminated or wound around a hollow inner cylinder.
- the filtration base cloth is a non-woven fabric in which a metal adsorbing group is chemically bonded to a polyolefin fiber.
- the filtration base cloth includes a non-woven fabric layer A and a non-woven fabric layer B.
- the non-woven fabric layer A is composed of a polyolefin fiber in which a sulfonic acid group is chemically bonded as a metal adsorbing group.
- the non-woven layer B is selected from the group consisting of an amino group, an N-methyl-D-glucamine group, an iminodiacetic acid group, an iminodiethanol group, an amidoxim group, a phosphoric acid group, a carboxylic acid group and an ethylenediamine triacetate group as metal adsorption groups.
- a method for producing an organic solvent which is a filter cartridge characterized by being composed of a polyolefin fiber in which at least one of these is chemically bonded. [2] The method for producing an organic solvent according to [1], further comprising a step of passing a liquid through a filter cartridge for removing fine particles.
- a method of reducing metal by passing an organic solvent to be purified through a metal removal cartridge filter In the filter cartridge, a plurality of types of filtration base cloths are laminated or wound around a hollow inner cylinder.
- the filtration base cloth is a non-woven fabric in which a metal adsorbing group is chemically bonded to a polyolefin fiber.
- the filtration base cloth includes a non-woven fabric layer A and a non-woven fabric layer B.
- the non-woven fabric layer A is composed of a polyolefin fiber in which a sulfonic acid group is chemically bonded as a metal adsorbing group.
- the non-woven layer B is selected from the group consisting of an amino group, an N-methyl-D-glucamine group, an iminodiacetic acid group, an iminodiethanol group, an amidoxim group, a phosphoric acid group, a carboxylic acid group and an ethylenediamine triacetate group as metal adsorption groups.
- a method for reducing the amount of metal in an organic solvent to be purified which is a filter cartridge composed of a polyolefin fiber in which at least one of these is chemically bonded.
- the method for producing an organic solvent of the present invention includes a step of passing an organic solvent to be purified, which is in the form of a solution at room temperature, through a metal removing filter cartridge described in detail below.
- a filter cartridge for removing metal which is obtained as a commercially available product of an organic solvent to be purified and is directly connected to a manufacturing facility (manufacturing container) using the organic solvent (inlet and outlet). It can be done by passing the liquid through.
- the liquid passing step may be performed once or twice or more.
- the liquid passing step is preferably circulation filtration using a pump.
- the time required for circulation is, for example, 3 to 144 hours.
- the filtration flow rate is, for example, 1 to 1000 L / hour.
- Organic solvent to be purified used in the present application is recommended, for example, an organic solvent generally used in the lithography process described below, but is not limited thereto.
- organic solvent to be purified examples include ethylene glycol monomethyl ether, ethylene glycol monoethyl ether, methyl cellosolve acetate, ethyl cellosolve acetate, diethylene glycol monomethyl ether, diethylene glycol monoethyl ether, propylene glycol, propylene glycol monomethyl ether, and propylene glycol monoethyl.
- Ether propylene glycol monomethyl ether acetate, propylene glycol propyl ether acetate, toluene, xylene, methyl ethyl ketone, methyl isobutyl ketone, cyclopentanone, cyclohexanone, cycloheptanone, 4-methyl-2-pentanol, methyl 2-hydroxyisobutyrate, Ethyl 2-hydroxyisobutyrate, ethyl ethoxyacetate, 2-hydroxyethyl acetate, methyl 3-methoxypropionate, ethyl 3-methoxypropionate, ethyl 3-ethoxypropionate, methyl 3-ethoxypropionate, methyl pyruvate, pyruvate Ethyl acetate, ethyl acetate, butyl acetate, ethyl lactate, butyl lactate, 2-heptanone, methoxycyclopentane, anisole,
- propylene glycol monomethyl ether propylene glycol monomethyl ether acetate, propylene glycol monoethyl ether, ⁇ -butyrolactone, ethyl lactate, butyl lactate, cyclohexanone and the like are preferable.
- propylene glycol monomethyl ether, propylene glycol monomethyl ether acetate and propylene glycol monoethyl ether are preferable.
- the filter cartridge of the present invention is a filter cartridge in which a plurality of types of filtering base cloths are laminated or wound around a hollow inner cylinder, and the filtering base cloth is a non-woven fabric in which a metal adsorption group is chemically bonded to a polyolefin fiber.
- the filtering base cloth includes a non-woven layer A and a non-woven layer B, the non-woven layer A is composed of a polyolefin fiber to which a sulfonic acid group is chemically bonded as a metal adsorbing group, and the non-woven layer B is a metal adsorbing group.
- the present invention is a filter cartridge in which a plurality of types of filtration base cloths are laminated or wound around a hollow inner cylinder.
- the filtration base cloth is a non-woven fabric in which a metal adsorbent is chemically bonded to a polyolefin fiber, and the filtration is performed.
- the base cloth includes a non-woven fabric layer A and a non-woven fabric layer B.
- the non-woven layer A is composed of a polyolefin fiber to which a sulfone group is chemically bonded as a metal adsorbing group, and the non-woven layer B has an amino group, an N-methyl-D-glucamine group and an iminodiacetic group as metal adsorbing groups.
- a polyolefin fiber in which at least one selected from the group consisting of (iminodiacetic acid group), iminodiethanol group, amidoxime group, phosphoric acid group, carboxylic acid group and ethylenediamine triacetate group is chemically bonded.
- the metal can be removed efficiently.
- a plurality of types of filtration base cloths are also included in a single filtration base cloth obtained by combining different types of filtration base cloths.
- the non-woven fabric layer B is composed of polyolefin fibers in which iminodiethanol groups are chemically bonded. This is because the metal removal efficiency is high.
- the metal that can be adsorbed the sulfonic acid group mainly adsorbs Na, Cu and K, and the iminodiethanol group mainly adsorbs Cr, Al and Fe.
- the polyolefin fibers constituting the non-woven fabrics A and B are preferably long fibers. This is because the long-fiber non-woven fabric is less likely to generate fiber waste and has high filter performance. Of these, a melt-blown long fiber non-woven fabric having a mass (weight) per area of 10 to 100 g / m 2 is preferable.
- the average single fiber diameter of the polyolefin fibers constituting the non-woven fabrics A and B is preferably 0.2 to 10 ⁇ m. Within the above range, high filter performance is expected. In addition, the surface area (specific surface area) can be increased, and the surface of the base material in the graft polymerization reaction can be increased, so that the graft ratio can be expected to increase.
- the polyolefin fiber is preferably at least one selected from the group consisting of polypropylene, a copolymer of propylene and ethylene, polyethylene, and a copolymer of ethylene and another ⁇ -olefin having 4 or more carbon atoms, and high-density polyethylene is particularly preferable. preferable.
- These polymers are inert, stable to chemicals and capable of graft polymerization.
- the filter cartridge is a filter cartridge including a hollow inner cylinder and a filter base cloth, the filter base cloth is a non-woven fabric in which a metal adsorbent is chemically bonded to a polyolefin fiber, and the filter base cloth is a non-woven fabric.
- a filter cartridge having a laminated structure formed by being wound around the hollow inner cylinder is preferable.
- the filter of the present invention is a filter incorporating the filter cartridge.
- a filter base cloth is wrapped around an inner cylinder and stored in a container.
- the filter cartridge is incorporated into the filter with the filter cartridge stored in the container.
- the filter function can be reproduced by replacing only the filter cartridge.
- the present invention also includes cases such as a capsule type filter in which the entire filter container is replaced. In the case of a capsule type filter, the part corresponding to the filter cartridge is a filtration part.
- Examples of the method include irradiating the polyolefin fiber with radiation such as electron beam and ⁇ -ray and then contacting the polyolefin fiber with an emulsion solution containing a reactive monomer such as GMA, and contacting the polyolefin fiber with an emulsion solution containing a reactive monomer.
- an irradiation amount of usually 1 to 200 kGy, preferably 5 to 100 kGy, and more preferably 10 to 50 kGy may be achieved. Irradiation is preferably performed in a nitrogen atmosphere.
- Commercially available electron beam irradiation devices can be used. For example, EC250 / 15 / 180L (manufactured by Iwasaki Electric Co., Ltd.) and EC300 / 165/800 (Iwasaki Electric Co., Ltd.) are available as area beam type electron beam irradiation devices. ), EPS300 (manufactured by NHV Corporation), etc. can be used.
- the graft polymerization method include a liquid phase graft polymerization method, in which a non-woven fabric is activated by irradiation with ⁇ -rays, electron beams, or the like, and then water, a surfactant, and a reactive monomer are used. Is immersed in an emulsion containing the above-mentioned non-woven fabric substrate to complete graft polymerization. Next, the graft chain formed on the base material has a sulfonic acid group, an amino group, an N-methyl-D-glucamine group, an iminodiacetic acid group (iminodiacetic acid group), an iminodiethanol group, an amidoxim group, and a phosphoric acid group.
- a liquid phase graft polymerization method in which a non-woven fabric is activated by irradiation with ⁇ -rays, electron beams, or the like, and then water, a surfactant, and a reactive monomer are used. Is immersed in
- a functional functional group such as a carboxylic acid group or an ethylenediamine triacetate group, that is, an ion exchange group and / or a chelating group is introduced.
- the present invention is not particularly limited to the liquid phase graft polymerization method, which is a vapor phase graft polymerization method in which a substrate is brought into contact with a vapor of a monomer to carry out polymerization.
- An impregnated vapor phase graft polymerization method in which the reaction is carried out in the gas phase can also be used.
- (Chemical formula 1) is a sulfonic acid group (SC group)
- (Chemical formula 2) is an iminodiethanol group (IDE group)
- (Chemical formula 3) is an iminodiacetic acid group (IDA group)
- IDA group is an iminodiacetic acid group
- NMDG group is shown in Chemical formula 4
- R in (Chemical formula 1) to (Chemical formula 3) is the following polyethylene (PE) + GMA (Chemical formula 5) or polypropylene (PP) + GMA (Chemical formula 6).
- R in (Chemical formula 4) is a methyl group.
- n and m in the above (Chemical 5) to (Chemical formula 6) are integers of 1 or more.
- the organic solvent to be purified is passed through the filter cartridge and then the filter for removing fine particles is further passed.
- the filter for removing fine particles a filter known per se can be used.
- the material of the filter for removing fine particles is preferably at least one selected from the group consisting of polyethylene and nylon.
- the pore size of the filter for removing fine particles is usually 30 nm or less, preferably 0.1 nm to 30 nm, for example 0.1 nm to 20 nm, or for example 1 nm to 10 nm.
- the metal reduction method of the present application is a method of filtering the above-mentioned organic solvent to be purified with a filter cartridge to reduce metals.
- a filter cartridge to reduce metals.
- the filtration base cloth is a non-woven fabric in which a metal adsorbing group is chemically bonded to a polyolefin fiber.
- the filtration base cloth includes a non-woven fabric layer A and a non-woven fabric layer B.
- the non-woven fabric layer A is composed of a polyolefin fiber in which a sulfonic acid group is chemically bonded as a metal adsorbing group.
- the non-woven layer B has an amino group, an N-methyl-D-glucamine group, an iminodiacetic acid group (iminodiacetic acid group), an iminodiethanol group, an amidoxime group, a phosphoric acid group, a carboxylic acid group and an ethylenediamine triacetic acid as metal adsorption groups.
- a method for reducing the amount of metal in an organic solvent to be purified which is a filter cartridge composed of polyolefin fibers in which at least one selected from the group consisting of groups is chemically bonded.
- metal impurities derived from the raw material or the solvent contained in the organic solvent to be purified can be reduced, and defects in the lithography step can be reduced.
- Various metal impurities for example, Na, Cu, Cr, Al, Fe, etc.
- the metal impurity content is determined, for example, by the method described in Examples.
- Example 1 Propylene glycol monomethyl ether (PM-P: manufactured by KH Neochem Co., Ltd.) 20 L as an organic solvent to be purified is used per minute using one cartridge filter (10 inch) (manufactured by Kurashiki Textile Manufacturing Co., Ltd.) described in JP-A-2018-167223. Filtration was performed for 100 minutes at a flow rate of 3 L. The metal content of the organic solvent after filtration was measured by ICP-MS (Agilent 8800: manufactured by Agilent Technologies, Inc.).
- a cartridge filter nylon filter ABD1ANM3EH1 (20 nm nylon filter): manufactured by Nippon Pole Co., Ltd.
- a strongly acidic ion exchange resin XSC-1115-H: manufactured by Muromachi Chemical Co., Ltd.
- Table 1 shows the results of measuring the metal concentration after carrying out the treatment method of Example 1.
- Example 1 is effective in reducing the metal concentration.
- EL-PGMEA Propylene glycol monomethyl ether acetate
- 20 L as an organic solvent to be purified
- one cartridge filter (10 inch) manufactured by Kurashiki Textile Manufacturing Co., Ltd.
- Filtration was performed for 50 minutes at a flow rate of 2 L / min.
- the metal content of the filtered solution was measured by ICP-MS (Agilent 8800: Agilent Technologies, Inc.).
- Example 2 is effective in reducing the metal concentration.
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- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Analytical Chemistry (AREA)
- Physics & Mathematics (AREA)
- General Physics & Mathematics (AREA)
- Engineering & Computer Science (AREA)
- Architecture (AREA)
- Structural Engineering (AREA)
- Textile Engineering (AREA)
- Separation Using Semi-Permeable Membranes (AREA)
- Solid-Sorbent Or Filter-Aiding Compositions (AREA)
- Treatment Of Liquids With Adsorbents In General (AREA)
- Filtering Materials (AREA)
Priority Applications (6)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| US17/429,989 US20220096978A1 (en) | 2019-03-11 | 2020-03-03 | Method for producing an organic solvent |
| FI20215894A FI131283B1 (en) | 2019-03-11 | 2020-03-03 | METHOD FOR PREPARING AN ORGANIC SOLVENT |
| JP2021504958A JPWO2020184306A1 (https=) | 2019-03-11 | 2020-03-03 | |
| KR1020217023343A KR20210134895A (ko) | 2019-03-11 | 2020-03-03 | 유기용매의 제조방법 |
| CN202080019703.2A CN113574043A (zh) | 2019-03-11 | 2020-03-03 | 有机溶剂的制造方法 |
| JP2024167280A JP2024169705A (ja) | 2019-03-11 | 2024-09-26 | 有機溶媒の製造方法 |
Applications Claiming Priority (2)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| JP2019-044162 | 2019-03-11 | ||
| JP2019044162 | 2019-03-11 |
Publications (1)
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| WO2020184306A1 true WO2020184306A1 (ja) | 2020-09-17 |
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Family Applications (1)
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| PCT/JP2020/008972 Ceased WO2020184306A1 (ja) | 2019-03-11 | 2020-03-03 | 有機溶媒の製造方法 |
Country Status (7)
| Country | Link |
|---|---|
| US (1) | US20220096978A1 (https=) |
| JP (2) | JPWO2020184306A1 (https=) |
| KR (1) | KR20210134895A (https=) |
| CN (1) | CN113574043A (https=) |
| FI (2) | FI20236373A1 (https=) |
| TW (2) | TW202535806A (https=) |
| WO (1) | WO2020184306A1 (https=) |
Cited By (2)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| WO2024190261A1 (ja) | 2023-03-16 | 2024-09-19 | 東ソー・ファインケム株式会社 | 保存安定性に優れるスチレンスルホン酸アンモニウム組成物、並びにその製造方法 |
| JP7849455B1 (ja) | 2024-12-24 | 2026-04-21 | オルガノ株式会社 | 有機溶媒の精製方法および有機溶媒の精製装置 |
Families Citing this family (2)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| WO2020130005A1 (ja) * | 2018-12-20 | 2020-06-25 | 日産化学株式会社 | リソグラフィー用塗布膜形成組成物の製造方法 |
| IT202300009954A1 (it) | 2023-05-17 | 2024-11-17 | Eureka! Tt Srl | Criogel polimerico macroporoso a base di N-alchil-D-glucamina per sequestrare e/o rimuovere contaminanti tossici e processo per la sua preparazione |
Citations (4)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| JP2009090259A (ja) * | 2007-10-12 | 2009-04-30 | Japan Atomic Energy Agency | 液体濾過用カートリッジフィルタ |
| JP2016073922A (ja) * | 2014-10-07 | 2016-05-12 | 信越化学工業株式会社 | 有機溶剤の精製装置 |
| WO2018051716A1 (ja) * | 2016-09-15 | 2018-03-22 | 富士フイルム株式会社 | 有機溶剤の精製方法および有機溶剤の精製装置 |
| JP2018167223A (ja) * | 2017-03-30 | 2018-11-01 | 倉敷繊維加工株式会社 | フィルターカートリッジ及びフィルター |
Family Cites Families (4)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| TWI248829B (en) * | 2002-02-27 | 2006-02-11 | Ebara Corp | Filter cartridge |
| JP2004330056A (ja) * | 2003-05-07 | 2004-11-25 | Ebara Corp | 電子素子基板表面処理液用フィルターカートリッジ |
| JP5896486B2 (ja) * | 2014-02-26 | 2016-03-30 | 日本フイルコン株式会社 | 不織布状金属吸着材およびその製造方法 |
| KR102828756B1 (ko) * | 2018-07-13 | 2025-07-03 | 후지필름 가부시키가이샤 | 약액, 키트, 패턴 형성 방법, 약액의 제조 방법 및 약액 수용체 |
-
2020
- 2020-03-03 JP JP2021504958A patent/JPWO2020184306A1/ja active Pending
- 2020-03-03 US US17/429,989 patent/US20220096978A1/en not_active Abandoned
- 2020-03-03 FI FI20236373A patent/FI20236373A1/en unknown
- 2020-03-03 KR KR1020217023343A patent/KR20210134895A/ko active Pending
- 2020-03-03 FI FI20215894A patent/FI131283B1/en active
- 2020-03-03 TW TW114119060A patent/TW202535806A/zh unknown
- 2020-03-03 TW TW109106862A patent/TWI895260B/zh active
- 2020-03-03 WO PCT/JP2020/008972 patent/WO2020184306A1/ja not_active Ceased
- 2020-03-03 CN CN202080019703.2A patent/CN113574043A/zh active Pending
-
2024
- 2024-09-26 JP JP2024167280A patent/JP2024169705A/ja active Pending
Patent Citations (4)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| JP2009090259A (ja) * | 2007-10-12 | 2009-04-30 | Japan Atomic Energy Agency | 液体濾過用カートリッジフィルタ |
| JP2016073922A (ja) * | 2014-10-07 | 2016-05-12 | 信越化学工業株式会社 | 有機溶剤の精製装置 |
| WO2018051716A1 (ja) * | 2016-09-15 | 2018-03-22 | 富士フイルム株式会社 | 有機溶剤の精製方法および有機溶剤の精製装置 |
| JP2018167223A (ja) * | 2017-03-30 | 2018-11-01 | 倉敷繊維加工株式会社 | フィルターカートリッジ及びフィルター |
Cited By (3)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| WO2024190261A1 (ja) | 2023-03-16 | 2024-09-19 | 東ソー・ファインケム株式会社 | 保存安定性に優れるスチレンスルホン酸アンモニウム組成物、並びにその製造方法 |
| EP4682139A1 (en) | 2023-03-16 | 2026-01-21 | Tosoh Finechem Corporation | Ammonium styrene sulfonate composition with excellent storage stability and production method therefor |
| JP7849455B1 (ja) | 2024-12-24 | 2026-04-21 | オルガノ株式会社 | 有機溶媒の精製方法および有機溶媒の精製装置 |
Also Published As
| Publication number | Publication date |
|---|---|
| TW202039404A (zh) | 2020-11-01 |
| TW202535806A (zh) | 2025-09-16 |
| KR20210134895A (ko) | 2021-11-11 |
| JPWO2020184306A1 (https=) | 2020-09-17 |
| TWI895260B (zh) | 2025-09-01 |
| FI20236373A1 (en) | 2023-12-14 |
| CN113574043A (zh) | 2021-10-29 |
| US20220096978A1 (en) | 2022-03-31 |
| FI131283B1 (en) | 2025-01-27 |
| FI20215894A1 (en) | 2021-08-25 |
| JP2024169705A (ja) | 2024-12-05 |
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