WO2018088511A1 - Agent de démoulage pour article durci de résine durcissable, agent lubrifiant pour article durci de résine durcissable, et agent de réduction de volume pour mousse durcie de résine durcissable - Google Patents

Agent de démoulage pour article durci de résine durcissable, agent lubrifiant pour article durci de résine durcissable, et agent de réduction de volume pour mousse durcie de résine durcissable Download PDF

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Publication number
WO2018088511A1
WO2018088511A1 PCT/JP2017/040543 JP2017040543W WO2018088511A1 WO 2018088511 A1 WO2018088511 A1 WO 2018088511A1 JP 2017040543 W JP2017040543 W JP 2017040543W WO 2018088511 A1 WO2018088511 A1 WO 2018088511A1
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WO
WIPO (PCT)
Prior art keywords
cured
curable resin
release agent
cured product
resin
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Application number
PCT/JP2017/040543
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English (en)
Japanese (ja)
Inventor
旻又 金子
清 嶋田
万里子 小林
Original Assignee
株式会社カネコ化学
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Application filed by 株式会社カネコ化学 filed Critical 株式会社カネコ化学
Priority to JP2018513679A priority Critical patent/JP6462185B2/ja
Publication of WO2018088511A1 publication Critical patent/WO2018088511A1/fr

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Classifications

    • B—PERFORMING OPERATIONS; TRANSPORTING
    • B29—WORKING OF PLASTICS; WORKING OF SUBSTANCES IN A PLASTIC STATE IN GENERAL
    • B29B—PREPARATION OR PRETREATMENT OF THE MATERIAL TO BE SHAPED; MAKING GRANULES OR PREFORMS; RECOVERY OF PLASTICS OR OTHER CONSTITUENTS OF WASTE MATERIAL CONTAINING PLASTICS
    • B29B17/00—Recovery of plastics or other constituents of waste material containing plastics
    • B29B17/02—Separating plastics from other materials
    • C—CHEMISTRY; METALLURGY
    • C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
    • C08J—WORKING-UP; GENERAL PROCESSES OF COMPOUNDING; AFTER-TREATMENT NOT COVERED BY SUBCLASSES C08B, C08C, C08F, C08G or C08H
    • C08J11/00—Recovery or working-up of waste materials
    • C08J11/04—Recovery or working-up of waste materials of polymers
    • C—CHEMISTRY; METALLURGY
    • C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
    • C08L—COMPOSITIONS OF MACROMOLECULAR COMPOUNDS
    • C08L101/00—Compositions of unspecified macromolecular compounds
    • C—CHEMISTRY; METALLURGY
    • C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
    • C08L—COMPOSITIONS OF MACROMOLECULAR COMPOUNDS
    • C08L75/00—Compositions of polyureas or polyurethanes; Compositions of derivatives of such polymers
    • C08L75/04—Polyurethanes
    • C—CHEMISTRY; METALLURGY
    • C11—ANIMAL OR VEGETABLE OILS, FATS, FATTY SUBSTANCES OR WAXES; FATTY ACIDS THEREFROM; DETERGENTS; CANDLES
    • C11D—DETERGENT COMPOSITIONS; USE OF SINGLE SUBSTANCES AS DETERGENTS; SOAP OR SOAP-MAKING; RESIN SOAPS; RECOVERY OF GLYCEROL
    • C11D7/00—Compositions of detergents based essentially on non-surface-active compounds
    • C11D7/02—Inorganic compounds
    • C11D7/20—Water-insoluble oxides
    • C—CHEMISTRY; METALLURGY
    • C11—ANIMAL OR VEGETABLE OILS, FATS, FATTY SUBSTANCES OR WAXES; FATTY ACIDS THEREFROM; DETERGENTS; CANDLES
    • C11D—DETERGENT COMPOSITIONS; USE OF SINGLE SUBSTANCES AS DETERGENTS; SOAP OR SOAP-MAKING; RESIN SOAPS; RECOVERY OF GLYCEROL
    • C11D7/00—Compositions of detergents based essentially on non-surface-active compounds
    • C11D7/22—Organic compounds
    • C11D7/32—Organic compounds containing nitrogen
    • C—CHEMISTRY; METALLURGY
    • C11—ANIMAL OR VEGETABLE OILS, FATS, FATTY SUBSTANCES OR WAXES; FATTY ACIDS THEREFROM; DETERGENTS; CANDLES
    • C11D—DETERGENT COMPOSITIONS; USE OF SINGLE SUBSTANCES AS DETERGENTS; SOAP OR SOAP-MAKING; RESIN SOAPS; RECOVERY OF GLYCEROL
    • C11D7/00—Compositions of detergents based essentially on non-surface-active compounds
    • C11D7/50—Solvents
    • Y—GENERAL TAGGING OF NEW TECHNOLOGICAL DEVELOPMENTS; GENERAL TAGGING OF CROSS-SECTIONAL TECHNOLOGIES SPANNING OVER SEVERAL SECTIONS OF THE IPC; TECHNICAL SUBJECTS COVERED BY FORMER USPC CROSS-REFERENCE ART COLLECTIONS [XRACs] AND DIGESTS
    • Y02—TECHNOLOGIES OR APPLICATIONS FOR MITIGATION OR ADAPTATION AGAINST CLIMATE CHANGE
    • Y02P—CLIMATE CHANGE MITIGATION TECHNOLOGIES IN THE PRODUCTION OR PROCESSING OF GOODS
    • Y02P20/00—Technologies relating to chemical industry
    • Y02P20/141—Feedstock
    • Y02P20/143—Feedstock the feedstock being recycled material, e.g. plastics
    • Y—GENERAL TAGGING OF NEW TECHNOLOGICAL DEVELOPMENTS; GENERAL TAGGING OF CROSS-SECTIONAL TECHNOLOGIES SPANNING OVER SEVERAL SECTIONS OF THE IPC; TECHNICAL SUBJECTS COVERED BY FORMER USPC CROSS-REFERENCE ART COLLECTIONS [XRACs] AND DIGESTS
    • Y02—TECHNOLOGIES OR APPLICATIONS FOR MITIGATION OR ADAPTATION AGAINST CLIMATE CHANGE
    • Y02W—CLIMATE CHANGE MITIGATION TECHNOLOGIES RELATED TO WASTEWATER TREATMENT OR WASTE MANAGEMENT
    • Y02W30/00—Technologies for solid waste management
    • Y02W30/50—Reuse, recycling or recovery technologies
    • Y02W30/62—Plastics recycling; Rubber recycling

Definitions

  • the present invention relates to a release agent for a cured product of a curable resin, a swelling agent for a cured product of a curable resin, and a volume reducing agent for a cured foam of a curable resin.
  • curable resins such as urethane resins and epoxy resins are widely used in industrial fields such as adhesives, paints, sealing materials for electronic parts, and automobile parts.
  • adhesives which are curable resins
  • it is difficult to reuse processed products using adhesives resulting in enormous costs.
  • Patent Document 1 proposes a nitrogen-containing heterocyclic amide compound such as N-methyl-2-pyrrolidone (NMP) as a solvent used as a cleaning agent for a cured product obtained by curing a thermoplastic resin such as polyester.
  • Patent Document 2 proposes an ⁇ -hydroxyisobutyric acid ester such as methyl 2-hydroxyisobutyrate as a solvent used in the epoxy resin solubilizer.
  • cured material of curable resin can be used as a volume reducing agent of the hardened
  • NMP described in Patent Document 1 is highly toxic to humans because of the high dissolving power of the cured product of the curable resin. Therefore, NMP falls under the category of priority chemical substances in the “Law Concerning the Examination and Regulation of Chemical Substances” (Chemical Substances Control Law) and falls under the name notification of the Occupational Safety and Health Act from March 1, 2017. Applicable to volatile organic compounds (VOC) in the Air Pollution Control Act. According to the knowledge of the inventors, methyl 2-hydroxyisobutyrate described in Patent Document 2 has an extremely low peelability from a cured product of a curable resin such as an epoxy resin.
  • An object of the present invention is to provide a release agent and a swelling agent for a cured product of a curable resin excellent in safety, and a volume reducing agent for a cured foam of a curable resin excellent in safety.
  • the inventors of the present invention have a specific amide compound and a specific composition containing the amide compound that are excellent in safety, and have a curable resin peelable and swellable, and a curable resin cured foam. was found to have a high volume-reducing property, leading to the present invention.
  • the present invention has the following configuration.
  • R 1 O—CH 2 CH 2 CON (CH 3 ) 2 (1) [Wherein R 1 is an alkyl group having 1 to 4 carbon atoms]
  • the release agent according to [1] comprising the amide compound (A).
  • the stripping agent according to [1] further comprising at least one organic compound (B) selected from the group consisting of ester compounds, glycol ether compounds, amine compounds and halogenated hydrocarbon compounds.
  • silica (C) is contained, and the content of the silica (C) is 3.5 to 23 parts by weight with respect to 100 parts by weight in total of the amide compound (A) and the silica (C).
  • the release agent according to any one of [1] and [3] to [6].
  • a volume reducing agent for a cured foam of a curable resin comprising the amide compound (A) represented by the general formula (1).
  • R 1 O—CH 2 CH 2 CON (CH 3 ) 2 (1) [Wherein R 1 is an alkyl group having 1 to 4 carbon atoms]
  • R 1 O—CH 2 CH 2 CON (CH 3 ) 2 (1) [Wherein R 1 is an alkyl group having 1 to 4 carbon atoms]
  • the present invention provides a release agent and a swelling agent for a cured product of a curable resin excellent in safety, and a volume reducing agent for a cured foam of a curable resin excellent in safety.
  • the release agent contains an amide compound represented by the general formula (1).
  • R 1 O—CH 2 CH 2 CON (CH 3 ) 2 (1) [Wherein R 1 is an alkyl group having 1 to 4 carbon atoms]
  • the release agent is used for removing the cured product of the curable resin from the solid substrate to which the cured product of the curable resin is attached.
  • the phenomenon that the cured product of the curable resin attached to the solid substrate is removed by the release agent is considered to be as follows. That is, when the cured product of the curable resin comes into contact with the release agent, all or one of the cured product of the curable resin at the surface of the cured product of the curable resin and / or the interface between the solid substrate and the cured product of the curable resin. The part is considered to be removed by dissolving and / or swelling to soften and reducing the adhesion between the solid substrate and the cured product of the curable resin.
  • the cured product of the curable resin when the cured product of the curable resin is removed by peeling from the interface between the solid substrate and the cured product of the curable resin, the cured product of the curable resin may maintain its shape, A part thereof may be dissolved and / or swollen.
  • (A) Amide compound represented by the general formula (1)
  • the amide compound represented by the general formula (1) (hereinafter also referred to as “component (A)”) is the Chemical Substances Control Law, Industrial Safety and Health Act, and air pollution. Not applicable to the regulation of the Prevention Law (hereinafter referred to as “Chemical Substance Control Law”). Therefore, the release agent containing the amide compound represented by the general formula (1) has low toxicity and is excellent in safety.
  • the alkyl group of R 1 is linear or branched, and includes a methyl group, an ethyl group, a propyl group, an i-propyl group, an n-butyl group, an i-butyl group, a sec-butyl group, and a tert-butyl group. It is done.
  • the amide compound represented by the general formula (1) is at least one of 3-methoxy-N, N-dimethylpropanamide and 3-butoxy-N, N-dimethylpropanamide. preferable.
  • the 3-butoxy-N, N-dimethylpropanamide is preferably 3-n-butoxy-N, N-dimethylpropanamide.
  • the amide compound represented by the general formula (1) is particularly preferably 3-methoxy-N, N-dimethylpropanamide from the viewpoint of further improving the peelability of the curable resin from the cured product.
  • the amide compound represented by the general formula (1) may be one type or a combination of two or more types.
  • the amide compound represented by the general formula (1) is a combination of two or more, it is preferable to include 3-methoxy-N, N-dimethylpropanamide.
  • a commercial item can be used for the amide compound represented by General formula (1).
  • the release agent of the present invention comprises at least one organic compound selected from the group consisting of ester compounds, glycol ether compounds, amine compounds and halogenated hydrocarbon compounds. (Hereinafter also referred to as “component (B)”).
  • ester compound an ester compound having two carbonyl groups and a cyclic ester are preferable from the viewpoint of releasability, and dibasic acid ester, ethyl acetoacetate and ⁇ -butyrolactone are more preferable.
  • the dibasic acid ester is also called DBE, and is preferably a mixture of aliphatic dibasic acid esters, such as 10-30 wt% dimethyl succinate, 50-70 wt% dimethyl glutarate and 10-30 wt% dimethyl adipate. A mixture is mentioned.
  • glycol ether compound examples include mono- or polyethylene glycol-based ether compounds and mono- or polypropylene glycol-based ether compounds, such as diethylene glycol methyl ether, triethylene glycol methyl ether, diethylene glycol ethyl ether, triethylene glycol ethyl ether, ethylene glycol.
  • amine compounds include primary amines having secondary substituents such as alkyl, alkoxyalkyl, and aromatic, secondary amines and tertiary amines, and heterocyclic amines.
  • the halogenated hydrocarbon compound is preferably a compound in which a hydrocarbon having 3 to 5 carbon atoms is substituted with a halogen from the viewpoint of releasability, more preferably 1-bromopropane and 2-bromopropane, particularly 1-bromo. Propane is preferred.
  • ester compounds are also used as a viscosity reducing agent for urethane resins, and therefore are considered to affect the swelling and the like of urethane resins. Therefore, it is preferable to use ester compounds. It is particularly preferred to use an ester. Moreover, since both the component (A) and the amine compound are bases, it is considered that a synergistic effect can be achieved. Therefore, it is preferable to use an amine compound.
  • the release agent of the present invention preferably contains silica (hereinafter also referred to as “component (C)”) in addition to the component (A).
  • Silica is not particularly limited as long as it is usually used as a thickener.
  • the specific surface area of the silica by the BET method is not particularly limited, and can be 150 to 250 m 2 / g.
  • the silica is preferably hydrophobic silica that has been subjected to a hydrophobic treatment with a surface treatment agent. Examples of commercially available silica include AEROSIL RY 200, AEROSIL RX 200, AEROSIL R 202, and AEROSIL R 208 (all manufactured by Nippon Aerosil Co., Ltd.). Silica may be one kind or a combination of two or more kinds.
  • Component (C) is a component that increases the viscosity of the release agent. This makes it easier for the release agent to stay on the solid substrate to which the cured product of the curable resin has adhered, and has a peeling effect on the solid substrate to which the cured product of the curable resin that cannot be immersed in the release agent has adhered. Increases efficiently. Moreover, since the release agent containing the component (C) can be used even on a solid substrate that cannot be immersed, it adheres to a structure such as a wall that causes dripping if the liquid has a low viscosity.
  • the release agent tends to stay on the cured product of the curable resin in the object to be peeled, it can exhibit releasability not only to the object to be peeled but also to the peelable object to be dipped.
  • the release agent can contain further components other than the component (A), the component (B), and the component (C) within a range that does not impair the effects of the present invention, depending on the type of the cured product of the curable resin.
  • components include solvents such as dimethyl sulfoxide and hydrocarbon solvents, and additives such as rust inhibitors, surfactants, ultraviolet absorbers, antioxidants, and thickeners other than silica. These specific examples are known to those skilled in the art as additives for release agents, and commercially available products can be used.
  • the release agent containing the component (C) may contain a thickener other than silica (hereinafter also referred to as “component (D)”).
  • component (D) include sepiolite, bentonite, montmorillonite, thickening polysaccharide, cellulosic thickener, polyacrylic acid, polyacrylic acid ester, and alkyl amide.
  • composition of release agent In the release agent, the content of the amide compound represented by the general formula (1) is more than 10% by weight, 20% by weight or more, 30% by weight or more, 50% by weight or more, 70% by weight or more, 80% by weight or more. It is so preferable that it increases in order, More preferably, it is 90 weight% or more, Especially preferably, it is 100 weight%. If it is such a range, the peelability with respect to the hardened
  • the component (B) is preferably less than 90 parts by weight with respect to 100 parts by weight of the total of the component (A) and the component (B). 70 parts by weight or less is more preferable, 50 parts by weight or less is more preferable, and 30 parts by weight or less is particularly preferable. If it is such a range, the peelability with respect to the hardened
  • the component (C) is preferably 3.5 to 23 parts by weight with respect to the total of 100 parts by weight of the component (A) and the component (C). It is particularly preferred that the amount be ⁇ 10 parts by weight. If it is such a range, the peelability with respect to the hardened
  • the component (C) is 3.5 parts by weight or more with respect to 100 parts by weight of the total of the component (A) and the component (C)
  • the viscosity of the release agent increases, and the release effect is more excellent.
  • the component (C) is 23 parts by weight or less with respect to 100 parts by weight of the total of the component (A) and the component (C), the adhesion of the first release agent to the object to be peeled increases, and the peeling effect Better.
  • the total content of the component (A) and the component (C) in the release agent is preferably 80% by weight or more, and more preferably 90% by weight or more. Preferably, it is more preferably 95% by weight or more, and particularly preferably 100% by weight. If it is such a range, the peelability with respect to the hardened
  • the content of the component (D) in the release agent is preferably 10% by weight or less in the release agent, and preferably 5% by weight or less. Is more preferable, and it is particularly preferably 1% by weight or less.
  • the content of component (C) with respect to 100 parts by weight of component (C) and component (D) is preferably 60 parts by weight or more, more preferably 80 parts by weight or more, and 100 parts by weight. It is particularly preferred that
  • the release agent comprises a release agent comprising component (A), a release agent containing components (A) and (B), a release agent containing component (A) and no component (C), and components (A) and (B). ) And a release agent containing no component (C) or a release agent containing components (A) and (C).
  • the release agent composed of the component (A) is 100% by weight of the release agent of the component (A), or in addition to the component (A), the rust preventive agent, surfactant, ultraviolet absorber and antioxidant. It means a release agent containing only additives such as.
  • the release agent contains the component (C)
  • the release agent has a viscosity at 20 ° C. of preferably 12 mPa ⁇ s or more, more preferably 12 mPa ⁇ s to 2,000,000 mPa ⁇ s, It is particularly preferably 20,000 mPa ⁇ s. If it is such a range, the peelability with respect to the hardened
  • the viscosity is 12 mPa ⁇ s or more, the viscosity of the release agent is not too low, and the release effect is excellent even for an object that cannot be immersed.
  • the peeling effect can be maintained when the viscosity is 2,000,000 mPa ⁇ s or less, the content of (A) does not become too low with respect to the amount of silica, and the object to be peeled cannot be immersed. Is also superior due to the peeling effect. It is preferable to adjust the contents of the component (A) and the component (C) so as to be in these viscosity ranges.
  • the viscosity is a value measured at 20 ° C. using a rotational viscometer (VISCO Cat. No. 6800, manufactured by Atago Co., Ltd.) for a range exceeding 200 mPa ⁇ s.
  • the viscosity is a value measured at 20 ° C. using a rotational viscometer (VISCO package B Cat. No. 6811, manufactured by Atago Co., Ltd.) for a range of 200 mPa ⁇ s or less.
  • the measured value after 30 second passage which started the measurement was used for the viscosity.
  • an amide compound represented by the general formula (1) which is a raw material component
  • a release agent contains a component (B), a component (C), and / or the said further component
  • a release agent is further further contained by the amide compound represented by General formula (1) which is a raw material component, and the case. It can be produced by mixing component (B), component (C) and / or said further components.
  • the cured product of the curable resin includes a cured product of the curable resin and a cured product of the curable resin composition including an additive blended with the curable resin.
  • the cured product of the curable resin volatilizes the additive blended in the curable resin such as a reaction diluent in addition to the cured product that is cured by promoting the curing reaction of the curable resin.
  • solidified products that have solidified as they rise.
  • curable resin examples include urethane resin, epoxy resin, acrylic resin, and styrene resin, and urethane resin is preferable.
  • Urethane resins include reaction products of diisocyanates such as tolylene diisocyanate (TDI) and diphenylmethane diisocyanate (MDI) and polyols such as polypropylene glycol.
  • TDI tolylene diisocyanate
  • MDI diphenylmethane diisocyanate
  • polyols such as polypropylene glycol.
  • Additives blended in urethane resins include curing agents, curing accelerators, emulsifiers, foaming agents, stabilizers, plasticizers, flame retardants, antistatic agents, colorants, peristaltic modifiers, and impact resistance improvements. Agents.
  • epoxy resin examples include bisphenol A type epoxy resin, bisphenol F type epoxy resin, bisphenol AD type epoxy resin, polyglycidyl ether of polyhydric alcohol, polyglycidyl ester of polybasic acid, 3,4-epoxycyclohexyl-3 ′, 4 Examples include '-epoxycyclohexanecarboxylate, vinylcyclohexene diepoxide, cresol novolac type epoxy resin, and epoxy resin having a hydantoin ring.
  • Additives blended in the epoxy resin include curing agents, curing accelerators, fillers, stabilizers, plasticizers, lubricants, flame retardants, flame retardant aids, antistatic agents, colorants, charge imparting agents, cocoons
  • additives such as a mobility improver, an impact resistance improver, and a reaction diluent.
  • the epoxy resin curing agent may be any one as long as it is usually used as a curing agent for epoxy resins.
  • novolak such as phenol novolak, biphenol type novolak, and bisphenol A type novolak
  • phthalic anhydride examples thereof include acid anhydrides such as pyromellitic anhydride and benzophenone tetracarboxylic anhydride, amines such as diaminodiphenylmethane, diaminodiphenylsulfone, metaphenylenediamine, and hexamethylenetetramine, and amide resins such as polyamideamine.
  • the curing accelerator include tertiary amines or organic phosphorus compounds.
  • acrylic resin examples include compounds having an acryloyl group and / or a methacryloyl group, and specific examples include methyl (meth) acrylate and 2-hydroxyethyl (meth) acrylate.
  • (meth) acrylate means at least one of acrylate and methacrylate.
  • Additives blended in the acrylic resin include curing agents, curing accelerators, fillers, stabilizers, plasticizers, lubricants, flame retardants, flame retardant aids, antistatic agents, colorants, charge imparting agents, cocoons Examples thereof include additives such as a mobility improver, an impact resistance improver, and a reaction diluent.
  • Styrol resin is a polymer containing styrene as a monomer, and its cured product is also called polystyrene.
  • the polystyrene resin is in the form of a foam
  • the cured foam of the polystyrene resin is also called a foamed polystyrene.
  • Additives blended in styrene resin include foaming agents, curing agents, curing accelerators, fillers, stabilizers, plasticizers, lubricants, flame retardants, flame retardant aids, antistatic agents, colorants, and charging properties. And additives such as agents, peristaltic modifiers, impact modifiers, and reaction diluents.
  • Solid substrate examples include organic substrates, inorganic substrates, and combinations thereof, such as metals (eg, copper, iron, stainless steel, aluminum, etc.), glass, ceramics (eg, tiles, bricks, stones, etc.) ), Plastic (for example, a silicone substrate) or a combination thereof.
  • metals eg, copper, iron, stainless steel, aluminum, etc.
  • glass e.g., glass, ceramics (eg, tiles, bricks, stones, etc.)
  • Plastic for example, a silicone substrate
  • Equipment used for handling curable resins for example, containers, mixers, molding machines, storage tanks, processing machines, mixing tanks, casting machines, curable resin discharge processing equipment, injection machines, curable resin application Apparatus and sealing machine; and curable resin workpieces, such as urethane resin workpieces (for example, automobile parts, electronic parts and electric wires), acrylic resin workpieces (for example, electronic parts, piping parts, automobile parts, optical parts) Etc.) and processed products of epoxy resin (for example, electronic parts, piping parts, automobile parts, etc.).
  • urethane resin workpieces for example, automobile parts, electronic parts and electric wires
  • acrylic resin workpieces for example, electronic parts, piping parts, automobile parts, optical parts
  • processed products of epoxy resin for example, electronic parts, piping parts, automobile parts, etc.
  • curable resin processed products such as urethane resin processed products, acrylic resin processed products, and epoxy resin processed products
  • materials other than the urethane resin, acrylic resin, and epoxy resin used in the molding of the processed products are reused.
  • the thing used for the purpose of utilization is included.
  • the material include a base material in an adhesive body in which two or more base materials are bonded via a cured product of a curable resin.
  • materials other than urethane resins, acrylic resins, and epoxy resins can be used as hardened urethane resins, acrylic resins. It is separated from the cured product of the resin and the cured product of the epoxy resin and reused again by the cured product of the curable resin.
  • the cured product of the curable resin may be attached to a further solid substrate.
  • the release agent can be used to separate the two or more substrates from an adhesive body in which the two or more substrates are bonded via a cured product of a curable resin.
  • the phenomenon in which the adhesive is separated into two or more substrates by the release agent is that when the release agent and the adhesive are in contact, the surface of the cured product of the curable resin and / or the cured product of the substrate and the curable resin It is considered that all or part of the cured product of the curable resin is softened by dissolution and / or swelling at the interface, and the adhesion between two or more substrates is reduced.
  • what is necessary is just to isolate
  • the cured product of the curable resin attached to at least one of the separated substrates may maintain its shape, and a part thereof may be dissolved and / or swollen.
  • the cured product of the curable resin adhering to the separated at least one substrate can be removed from the substrate by further contacting with a release agent.
  • the release agent is a cured product of a curable resin composed of the amide compound (A) represented by the general formula (1), or composed of the amide compound (A) and the organic compound (B) represented by the general formula (1).
  • a release agent for removing the cured product of the curable resin from the solid substrate to which the resin adheres; and an amide compound represented by the general formula (1) or represented by the general formula (1) A release agent for separating the two or more base materials from an adhesive body in which the two or more base materials are bonded together through a cured product of the curable resin composed of (A) and the organic compound (B) is particularly preferable.
  • a release agent for removing a cured product of the curable resin containing the amide compound (A) and the silica (C) represented by the general formula (1) is also preferable.
  • the method for removing the cured product of the curable resin from the solid substrate to which the cured product of the curable resin is attached includes a step of bringing a release agent into contact with the solid substrate.
  • the cured product of the curable resin attached to the solid substrate is removed from the solid substrate.
  • the method for separating the two or more substrates from the bonded body in which two or more substrates are bonded via a cured product of a curable resin includes a step of bringing the adhesive and the release agent into contact with each other.
  • the adhesive is separated into two or more substrates.
  • cured material of curable resin has adhered to the isolate
  • the cured product of the curable resin may be removed.
  • a physical force such as putting a spatula at the interface with the material may be applied, and the cured product of the swelled curable resin may be removed by wiping. If the solid substrate to which the cured product of the curable resin has adhered cannot be immersed, the curing of the curable resin from the solid substrate to which the cured product of the curable resin has adhered can be performed by continuously spraying a release agent. Things can be removed. Moreover, when the adhesive body by which two or more base materials were bonded together through the hardened
  • the contact time between the release agent and the solid substrate to which the cured product of the curable resin is adhered, or the bonded body in which two or more substrates are bonded via the cured product of the curable resin, is a desired effect (
  • the cured product of the curable resin attached to the solid substrate is removed, or the substrate can be separated from the adhesive), and the time is not particularly limited.
  • the contact time is preferably 1 minute to 10 hours, and particularly preferably 30 minutes to 2 hours. When the time is within the above range, the cured curable resin can be sufficiently removed from the solid substrate.
  • the temperature of the release agent when the release agent is brought into contact with the solid substrate to which the cured product of the curable resin is attached or the bonded body in which two or more substrates are bonded via the cured product of the curable resin is preferably 5 to 120 ° C, more preferably 20 to 100 ° C.
  • a volume reducing agent contains the amide compound (A) represented by General formula (1).
  • the volume reducing agent is used to reduce the volume of a cured product of a curable resin in the form of a foam, that is, a cured foam.
  • volume reduction means that a part of the cured foam of the curable resin is dissolved and / or swelled, so that the shape cannot be maintained, and the volume of the cured foam is reduced.
  • the solvent composition containing the amide compound represented by the general formula (1) is a curable resin.
  • It can be used as a volume reducing agent for cured foams.
  • the amount of the cured foam to be dissolved exceeds the saturated dissolution amount of the cured foam volume reducing agent of the curable resin, a part of the cured foam may remain undissolved.
  • the amide compound represented by the general formula (1) used for the volume reducing agent is as described above for the release agent, including the preferred range.
  • the volume reducing agent may comprise the component (B), component (C) and the further component described above in the release agent.
  • the composition of the volume reducing agent is the same as the composition of the release agent, including the preferred range.
  • the cured foam of the curable resin examples include a cured foam of urethane resin and a cured foam of styrene resin, and a cured foam of urethane resin (also called polyurethane foam) is preferable.
  • a cured foam of urethane resin also called polyurethane foam
  • the additive mentioned above may be included in urethane resin and styrene resin.
  • the volume reducing agent is a curable resin cured foam comprising the amide compound represented by the general formula (1), or comprising the amide compound (A) and the organic compound (B) represented by the general formula (1).
  • a urethane resin cured foam comprising the amide compound represented by the general formula (1), or comprising the amide compound (A) and the organic compound (B) represented by the general formula (1)
  • And / or a styrene resin cured foam volume reducing agent is particularly preferred.
  • a method of reducing the volume of a curable resin-cured foam using a volume-reducing agent includes contacting the volume-reducing agent with a curable resin-cured foam. When the volume reducing agent comes into contact with the cured foam of the curable resin, all or a part of the cured foam of the curable resin is dissolved and / or swelled, and the cured foam of the curable resin is reduced in volume.
  • the conditions for bringing the volume reducing agent into contact with the cured foam include the conditions described above in the method of using the release agent.
  • a swelling agent contains the amide compound (A) represented by General formula (1).
  • the solvent composition containing the amide compound represented by the general formula (1) can swell the cured product of the curable resin. It can be used as an agent.
  • the amide compound represented by the general formula (1) used for the swelling agent is as described above for the release agent, including a preferred range.
  • the swelling agent can comprise the component (B), component (C) and the further component described above in the release agent.
  • the composition of the swelling agent is the same as the composition of the release agent, including a preferred range.
  • the method of swelling the cured product of the curable resin using the swelling agent includes a step of bringing the swelling agent into contact with the cured product of the curable resin.
  • the swelling agent comes into contact with the cured product of the curable resin, all or part of the cured product of the curable resin swells, and thereby the cured product of the curable resin can be softened.
  • cured material of curable resin has adhered to the solid base material, all or one part of hardened
  • cured material of curable resin can be removed from a base material by reducing the adhesive force of the hardened
  • the swelling agent can swell all or part of the cured product of the curable resin, the swelling agent is applied to a molded product composed only of the cured product of the curable resin, and only a part thereof is swollen. Can also be removed.
  • the conditions for bringing the swelling agent and the cured product of the curable resin into contact with each other include the conditions described above in the method of using the release agent.
  • the component (B) is a dibasic acid ester
  • the release agent separates the two or more substrates from the bonded body in which two or more substrates are bonded via a cured epoxy resin.
  • the content of the dibasic acid ester as the component (B) is 90% by weight of the component (B) with respect to 100 parts by weight of the total of the component (A) and the component (B).
  • the amount is preferably less than 70 parts by weight, more preferably 70 parts by weight or less, still more preferably 50 parts by weight or less, and particularly preferably 30 parts by weight or less.
  • the content of the dibasic acid ester as the component (B) Component (B) is preferably less than 90 parts by weight, more preferably 70 parts by weight or less, still more preferably 50 parts by weight or less, and 30 parts by weight with respect to 100 parts by weight of the total of (A) and component (B). Part or less is particularly preferable.
  • the spatula used in Test Examples 1 to 5 is an accessory of Cemedine Super (manufactured by Cemedine Co., Ltd.). Commercially available products were used as they were for the amide compounds and the like used in the solvent compositions of Examples and Comparative Examples.
  • the solvent compositions of Examples and Comparative Examples were prepared as 100 g of solvent compositions by mixing the respective components with the compositions shown in Tables 2 to 11. In Tables 2 to 11, the amount of each component is parts by weight. In addition, since the solvent compositions of the examples do not contain components other than those listed in the table, the amount of each component in Tables 2 to 11 is also wt%.
  • the cured product of the urethane resin was white. (Swelling and removal test) 20 g of the solvent composition was placed in a PP cup (Asahi Kasei Packs Co., Ltd., 230 ml). Then, the test piece 1 was put and it was left to stand at room temperature (25 degreeC) for 1 hour. The test piece 1 was taken out and evaluated according to the following criteria. ⁇ Evaluation of Examples 1 and 2 and Comparative Examples 1 and 2> A: The cured product of the urethane resin was adhered to the substrate, but it was swollen and transparent, and the cured product of the urethane resin could be removed by wiping with a tissue.
  • ⁇ The cured urethane resin was adhered to the base material while maintaining its shape, and when the spatula was inserted at the interface between the base material and the cured urethane resin, the cured urethane resin could be peeled off. Further, when the cured cured product of the urethane resin was wiped with a tissue, the swollen cured product of the urethane resin adhered to the tissue.
  • ⁇ The cured urethane resin is adhered to the base material while maintaining its shape, and even when the spatula is put on the interface between the base material and the cured urethane resin, the urethane resin is cured. Things could not be peeled off.
  • a urethane adhesive (Henkel Loctite Super Clear DSC-050) is hung on the surface of the plate so as to be about 10 mm ⁇ 40 mm, the two plates are bonded together, and test piece 2 (2 through the cured urethane resin) An adhesive body in which two base materials were bonded together was obtained. Furthermore, what was left to stand for 2 days was used. (Separation test) 20 g of the solvent composition was placed in a PP cup (Asahi Kasei Packs Co., Ltd., 230 ml). Then, the test piece 2 was put and it was left to stand at room temperature for 2 hours. The test piece 2 was taken out and evaluated according to the following criteria.
  • ⁇ The cured epoxy resin was kept in shape, and when the spatula was put on the interface between the substrate and the cured epoxy resin, the cured epoxy resin could be peeled off.
  • the cured cured epoxy resin was soft enough to be bent by hand.
  • X The cured product of the epoxy resin maintained the shape, and even when a spatula was inserted at the interface between the substrate and the cured product of the epoxy resin, the cured product of the epoxy resin could not be peeled off.
  • Test Example 5 Separation of an adhesive body in which two substrates are bonded via a cured epoxy resin
  • Two plates were prepared by cutting an optical SUS430 plate into 10 mm ⁇ 40 mm ⁇ thickness 0.5 mm. The two prepared plates were immersed in 1-bromopropane for 1 hour for degreasing and then taken out and dried for 1 hour.
  • An epoxy adhesive (Araldite ST170 manufactured by Huntsman Japan) is hung on the surface of the plate so as to have a size of about 10 mm ⁇ 40 mm, and the two plates are bonded to each other.
  • An adhesive body on which a base material was bonded was obtained. Furthermore, what was left to stand for 2 days was used. (Separation test) 20 g of the solvent composition was put into a 100 ml beaker, and the test piece 5 was put. The lid was covered with aluminum foil, and in Examples 21 to 24 and Comparative Example 7, it was left at a liquid temperature of 60 ° C., and in other Examples and Comparative Examples, it was left at a liquid temperature of about 70 ° C. The test piece 5 was taken out every hour until 5 hours passed, and evaluated according to the following criteria, and the time when it became ⁇ or ⁇ was described.
  • Test Example 6 Removal of urethane resin coating from copper wire
  • a test piece 6 obtained by cutting a copper wire coated with a cured urethane resin (magnet wire manufactured by Kashiwa Denki Co., Ltd., red of UEW 0.30MM color 300G (2 types), diameter 0.30 mm) into 80 mm is used.
  • Test Example 7 Removal of cured urethane resin
  • Test Example 7 the peeling effect of the release agent containing silica on the object to be peeled was tested.
  • test piece 7 A 0.5 g release agent was applied to the test piece 7 with a spatula portion of a Pasteur pipette and a spatula. A spacer with a split chopstick having a height of 3 mm was placed under one vertical end of the test piece 7 and stood so that the test piece 7 was inclined. That is, the test piece 7 has a gradient with a vertical distance of 3 mm with respect to the hypotenuse distance of 50 mm. After leaving at room temperature (25 ° C.) for 1 hour, the test piece 7 was evaluated according to the following criteria.
  • the spatula used was a stainless steel spatula (Daisou Sangyo Co., Ltd., spatula width 25 mm).
  • Examples 1 and 2 do not fall under the Chemical Substances Control Law and the like, and all are release agents, swelling agents and volume reducing agents that are excellent in safety.
  • the amide compound represented by the general formula (1) is 3-methoxy-N, N-dimethylpropanamide, the peelability and swelling property of the cured product of the curable resin, and The volume reduction of the cured foam of the curable resin was equivalent to that of NMP, and was superior in the peelability and swelling of the cured product of the curable resin and the volume reduction of the cured foam of the curable resin.
  • the amide compound represented by the general formula (1) is a swelling agent for a cured product of a curable resin excellent in the swellability of the curable resin.
  • Comparative Example 2 is inferior in peelability and swellability to a cured product of urethane resin and epoxy resin, and when brought into contact with a cured foam of urethane resin, a volume reducer for urethane foam even after 24 hours. could not be used.
  • the composition to which the dibasic acid ester is added is an example in which the dibasic acid ester is 30 parts by weight or less, and exhibits good peelability and swelling of the cured product of the curable resin. If the dibasic acid ester is less than 90 parts by weight, it can be seen that the effects of peeling and swelling of the cured product of the curable resin and volume reduction of the cured foam of the curable resin are sufficiently exhibited.
  • the composition to which ⁇ -butyrolactone was added had no strong effect on the basicity of 3-methoxy-N, N-dimethylpropanamide and the acidity of ⁇ -butyrolactone except in the vicinity of 50 parts by weight of ⁇ -butyrolactone. It can be seen that the effects of peeling and swelling of the cured product of the curable resin and volume reduction of the cured foam of the curable resin are sufficiently exhibited. In particular, in Examples where ⁇ -butyrolactone is 10 parts by weight or less, it can be seen that the effects of good peelability and swelling of a cured product of a curable resin and volume reduction of a cured foam of a curable resin are exhibited.
  • composition to which diethylene glycol diethyl ether is added exhibits the effects of the peelability and swelling of the cured product of the curable resin and the volume reduction of the cured foam of the curable resin.
  • the composition to which benzylamine is added has good peelability and swellability of the cured product of the curable resin. Further, when dibenzylamine is 20 parts by weight or less, 3-methoxy-N, N-dimethylpropane It can be seen that the effect of volume reduction of the cured foam of the curable resin superior to that of Example 1 of the amide alone is exhibited.
  • a composition obtained by adding two kinds selected from the group consisting of dibasic acid ester, diethylene glycol diethyl ether and dibenzylamine to 3-methoxy-N, N-dimethylpropanamide is also a cured product of a curable resin. It can be seen that there are effects of peeling and swelling of the resin and volume reduction of the cured foam of the curable resin. From Table 9, it can be seen that a composition in which ethylene glycol dimethyl ether is added to 3-methoxy-N, N-dimethylpropanamide also has an effect of releasing the cured product of the curable resin.
  • the composition obtained by adding silica to 3-methoxy-N, N-dimethylpropanamide also has the effect of releasing the cured product of the curable resin.
  • the content of the amide compound and the viscosity of the release agent were within the preferable ranges, the cured product of the urethane resin could be released with the stainless spatula.
  • the removal range is limited to a reachable part, but if a spatula or the like can be used, it is possible to widen the removal range by attaching a spatula to a long stick.
  • the viscosities of the release agents of Examples 29 to 35 were all measured at 20 ° C. or higher, but the viscosities of the release agents of Examples 29 to 35 at 20 ° C. were all 12 mPa ⁇ s or higher. It was.
  • the release agent, swelling agent and volume-reducing agent containing the amide compound represented by the general formula (1) of the present invention are excellent in safety, and peelability and swelling property of a cured product of a curable resin, and a curable resin. Since the cured foam is excellent in volume reduction, it is extremely useful industrially.

Abstract

L'invention concerne un agent de démoulage ainsi qu'un agent lubrifiant pour article durci de résine durcissable qui présentent une excellente sécurité, et un agent de réduction de volume pour mousse durcie de résine durcissable qui présente également une excellente sécurité. Plus précisément, l'invention concerne un agent de démoulage qui contient un composé amide représenté par la formule générale Ｒ１Ｏ－ＣＨ２ＣＨ２ＣＯＮ（ＣＨ３）２ [dans la formule, R1 représente un groupe alkyle de 1 à 4 atomes de carbone], et qui est destiné à retirer un article durci de résine durcissable d'un matériau de base solide sur lequel cet article durci de résine durcissable est en adhésion. L'invention concerne également un agent lubrifiant pour article durci de résine durcissable et un agent de réduction de volume pour mousse durcie de résine durcissable.
PCT/JP2017/040543 2016-11-11 2017-11-10 Agent de démoulage pour article durci de résine durcissable, agent lubrifiant pour article durci de résine durcissable, et agent de réduction de volume pour mousse durcie de résine durcissable WO2018088511A1 (fr)

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Cited By (3)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
WO2020003781A1 (fr) * 2018-06-27 2020-01-02 Dic株式会社 Composition de résine d'uréthane, agent de traitement de surface, et article
KR20200100398A (ko) * 2019-02-18 2020-08-26 주식회사 엘지화학 세정 조성물
CN112143589A (zh) * 2020-09-21 2020-12-29 禹城市三星科技有限公司 一种快速除去厌氧胶的除胶剂

Families Citing this family (1)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
TWI816190B (zh) * 2020-12-01 2023-09-21 財團法人工業技術研究院 膨潤劑及使用其之板結構回收方法

Citations (17)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
JPS4937637B1 (fr) * 1969-10-13 1974-10-11
JPH02166459A (ja) * 1988-12-20 1990-06-27 Fuji Photo Film Co Ltd 光重合性フオトレジスト層の剥離液組成物
WO2007148574A1 (fr) * 2006-06-21 2007-12-27 Idemitsu Kosan Co., Ltd. Agent de décapage de resist
WO2010061701A1 (fr) * 2008-11-28 2010-06-03 出光興産株式会社 Composition d'agent de retrait de résine photosensible anticorrosion
WO2010090146A1 (fr) * 2009-02-03 2010-08-12 出光興産株式会社 Composition de décapage de résist et procédé de décapage de résist utilisant celle-ci
JP2012158171A (ja) * 2011-01-11 2012-08-23 Ricoh Co Ltd 洗浄液兼充填液、該洗浄液兼充填液を収容したカートリッジ、該洗浄液兼充填液を用いたインクジェット記録装置の洗浄、充填、保管方法
JP2013006294A (ja) * 2011-06-22 2013-01-10 Toyo Ink Sc Holdings Co Ltd インクジェット記録用メンテナンス液
JP2013018887A (ja) * 2011-07-12 2013-01-31 Build Mentec Kk 塗膜剥離剤及び塗膜剥離方法
JP2013136703A (ja) * 2011-12-28 2013-07-11 Ricoh Co Ltd 液体吐出装置用フィルターの洗浄・機能回復液、カートリッジ、洗浄・機能回復方法
WO2013153754A1 (fr) * 2012-04-11 2013-10-17 出光興産株式会社 PROCÉDÉ DE PRODUCTION DE β-ALCOXYPROPIONAMIDE
JP2013539487A (ja) * 2010-08-12 2013-10-24 セゲティス インコーポレーテッド カルボキシエステルケタール除去組成物、それらの製造方法及びそれらの使用
JP2014065845A (ja) * 2012-09-26 2014-04-17 Fujifilm Corp インクジェット記録用メンテナンス液、インクジェット記録用インクセット、及び画像形成方法
JP2014065249A (ja) * 2012-09-26 2014-04-17 Fujifilm Corp インクジェット記録用メンテナンス液、インクジェット記録用インクセット、及び画像形成方法
WO2015083636A1 (fr) * 2013-12-03 2015-06-11 Jsr株式会社 Liquide nettoyant, procédé de nettoyage d'un substrat semi-conducteur, et procédé de formation d'un motif métallique
JP2016506383A (ja) * 2012-11-29 2016-03-03 サジティス・インコーポレイテッド カルボキシエステルケタール、その製造方法および使用
JP2017119828A (ja) * 2015-12-24 2017-07-06 株式会社リコー 洗浄液、インクと洗浄液のセット、洗浄液収容容器、インクジェット印刷装置、及びインクジェット印刷方法
JP2017190374A (ja) * 2016-04-12 2017-10-19 東洋インキＳｃホールディングス株式会社 インクジェットインキセット

Family Cites Families (2)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
JP2004341009A (ja) * 2003-05-13 2004-12-02 Mitsubishi Gas Chem Co Inc 基板の洗浄方法
JP5152816B2 (ja) * 2006-02-24 2013-02-27 化研テック株式会社 被洗浄物の洗浄方法

Patent Citations (17)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
JPS4937637B1 (fr) * 1969-10-13 1974-10-11
JPH02166459A (ja) * 1988-12-20 1990-06-27 Fuji Photo Film Co Ltd 光重合性フオトレジスト層の剥離液組成物
WO2007148574A1 (fr) * 2006-06-21 2007-12-27 Idemitsu Kosan Co., Ltd. Agent de décapage de resist
WO2010061701A1 (fr) * 2008-11-28 2010-06-03 出光興産株式会社 Composition d'agent de retrait de résine photosensible anticorrosion
WO2010090146A1 (fr) * 2009-02-03 2010-08-12 出光興産株式会社 Composition de décapage de résist et procédé de décapage de résist utilisant celle-ci
JP2013539487A (ja) * 2010-08-12 2013-10-24 セゲティス インコーポレーテッド カルボキシエステルケタール除去組成物、それらの製造方法及びそれらの使用
JP2012158171A (ja) * 2011-01-11 2012-08-23 Ricoh Co Ltd 洗浄液兼充填液、該洗浄液兼充填液を収容したカートリッジ、該洗浄液兼充填液を用いたインクジェット記録装置の洗浄、充填、保管方法
JP2013006294A (ja) * 2011-06-22 2013-01-10 Toyo Ink Sc Holdings Co Ltd インクジェット記録用メンテナンス液
JP2013018887A (ja) * 2011-07-12 2013-01-31 Build Mentec Kk 塗膜剥離剤及び塗膜剥離方法
JP2013136703A (ja) * 2011-12-28 2013-07-11 Ricoh Co Ltd 液体吐出装置用フィルターの洗浄・機能回復液、カートリッジ、洗浄・機能回復方法
WO2013153754A1 (fr) * 2012-04-11 2013-10-17 出光興産株式会社 PROCÉDÉ DE PRODUCTION DE β-ALCOXYPROPIONAMIDE
JP2014065845A (ja) * 2012-09-26 2014-04-17 Fujifilm Corp インクジェット記録用メンテナンス液、インクジェット記録用インクセット、及び画像形成方法
JP2014065249A (ja) * 2012-09-26 2014-04-17 Fujifilm Corp インクジェット記録用メンテナンス液、インクジェット記録用インクセット、及び画像形成方法
JP2016506383A (ja) * 2012-11-29 2016-03-03 サジティス・インコーポレイテッド カルボキシエステルケタール、その製造方法および使用
WO2015083636A1 (fr) * 2013-12-03 2015-06-11 Jsr株式会社 Liquide nettoyant, procédé de nettoyage d'un substrat semi-conducteur, et procédé de formation d'un motif métallique
JP2017119828A (ja) * 2015-12-24 2017-07-06 株式会社リコー 洗浄液、インクと洗浄液のセット、洗浄液収容容器、インクジェット印刷装置、及びインクジェット印刷方法
JP2017190374A (ja) * 2016-04-12 2017-10-19 東洋インキＳｃホールディングス株式会社 インクジェットインキセット

Cited By (5)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
WO2020003781A1 (fr) * 2018-06-27 2020-01-02 Dic株式会社 Composition de résine d'uréthane, agent de traitement de surface, et article
JPWO2020003781A1 (ja) * 2018-06-27 2021-08-02 Dic株式会社 ウレタン樹脂組成物、表面処理剤、及び、物品
KR20200100398A (ko) * 2019-02-18 2020-08-26 주식회사 엘지화학 세정 조성물
KR102477379B1 (ko) 2019-02-18 2022-12-14 주식회사 엘지화학 세정 조성물
CN112143589A (zh) * 2020-09-21 2020-12-29 禹城市三星科技有限公司 一种快速除去厌氧胶的除胶剂

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