WO2020059048A1 - Ensemble comprenant un agent principal et un agent de durcissement, matériau résistant à l'eau et son procédé de construction - Google Patents

Ensemble comprenant un agent principal et un agent de durcissement, matériau résistant à l'eau et son procédé de construction Download PDF

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WO2020059048A1
WO2020059048A1 PCT/JP2018/034673 JP2018034673W WO2020059048A1 WO 2020059048 A1 WO2020059048 A1 WO 2020059048A1 JP 2018034673 W JP2018034673 W JP 2018034673W WO 2020059048 A1 WO2020059048 A1 WO 2020059048A1
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less
curing agent
equivalent
agent
group
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PCT/JP2018/034673
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English (en)
Japanese (ja)
Inventor
林 健一
国光 前畑
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保土谷化学工業株式会社
保土谷建材株式会社
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Priority to PCT/JP2018/034673 priority Critical patent/WO2020059048A1/fr
Priority to JP2019165663A priority patent/JP7398228B2/ja
Priority to JP2019166529A priority patent/JP7398229B2/ja
Publication of WO2020059048A1 publication Critical patent/WO2020059048A1/fr
Priority to JP2023170874A priority patent/JP2023171881A/ja
Priority to JP2023170926A priority patent/JP2023171882A/ja

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Classifications

    • CCHEMISTRY; METALLURGY
    • C08ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
    • C08GMACROMOLECULAR COMPOUNDS OBTAINED OTHERWISE THAN BY REACTIONS ONLY INVOLVING UNSATURATED CARBON-TO-CARBON BONDS
    • C08G18/00Polymeric products of isocyanates or isothiocyanates
    • C08G18/06Polymeric products of isocyanates or isothiocyanates with compounds having active hydrogen
    • C08G18/08Processes
    • C08G18/10Prepolymer processes involving reaction of isocyanates or isothiocyanates with compounds having active hydrogen in a first reaction step
    • C08G18/12Prepolymer processes involving reaction of isocyanates or isothiocyanates with compounds having active hydrogen in a first reaction step using two or more compounds having active hydrogen in the first polymerisation step
    • CCHEMISTRY; METALLURGY
    • C08ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
    • C08GMACROMOLECULAR COMPOUNDS OBTAINED OTHERWISE THAN BY REACTIONS ONLY INVOLVING UNSATURATED CARBON-TO-CARBON BONDS
    • C08G18/00Polymeric products of isocyanates or isothiocyanates
    • C08G18/06Polymeric products of isocyanates or isothiocyanates with compounds having active hydrogen
    • C08G18/28Polymeric products of isocyanates or isothiocyanates with compounds having active hydrogen characterised by the compounds used containing active hydrogen
    • C08G18/40High-molecular-weight compounds
    • C08G18/48Polyethers
    • CCHEMISTRY; METALLURGY
    • C09DYES; PAINTS; POLISHES; NATURAL RESINS; ADHESIVES; COMPOSITIONS NOT OTHERWISE PROVIDED FOR; APPLICATIONS OF MATERIALS NOT OTHERWISE PROVIDED FOR
    • C09DCOATING COMPOSITIONS, e.g. PAINTS, VARNISHES OR LACQUERS; FILLING PASTES; CHEMICAL PAINT OR INK REMOVERS; INKS; CORRECTING FLUIDS; WOODSTAINS; PASTES OR SOLIDS FOR COLOURING OR PRINTING; USE OF MATERIALS THEREFOR
    • C09D175/00Coating compositions based on polyureas or polyurethanes; Coating compositions based on derivatives of such polymers
    • C09D175/04Polyurethanes
    • C09D175/08Polyurethanes from polyethers
    • CCHEMISTRY; METALLURGY
    • C09DYES; PAINTS; POLISHES; NATURAL RESINS; ADHESIVES; COMPOSITIONS NOT OTHERWISE PROVIDED FOR; APPLICATIONS OF MATERIALS NOT OTHERWISE PROVIDED FOR
    • C09KMATERIALS FOR MISCELLANEOUS APPLICATIONS, NOT PROVIDED FOR ELSEWHERE
    • C09K3/00Materials not provided for elsewhere
    • C09K3/18Materials not provided for elsewhere for application to surfaces to minimize adherence of ice, mist or water thereto; Thawing or antifreeze materials for application to surfaces

Definitions

  • the present invention relates to a set of a base material and a curing agent, a waterproof material, and a method for constructing the waterproof material.
  • Polyurethane waterproofing materials are used as waterproofing materials for building rooftops, verandas, corridors, etc., and are also widely used for applications such as painted flooring materials and elastic pavement of sports facilities.
  • a waterproofing material made of polyurethane for example, a waterproofing material obtained by mixing a main agent containing an isocyanate group-terminated prepolymer with a curing agent, applying the mixture, and curing the mixture is known.
  • Patent Literature 1 discloses a polyoxypropylene polyol and / or a polyoxyethylene propylene polyol as a main raw material, a main agent mainly containing an isocyanate-terminated prepolymer obtained by a reaction with tolylene diisocyanate, and a predetermined curing method.
  • a method for producing a room-temperature-curable fast-curing polyurethane coating waterproofing material which is mixed with an agent and applied and cured is disclosed.
  • JIS standards have been established for the physical properties of architectural coating waterproofing materials such as polyurethane coating waterproofing materials. In recent years, however, higher strength coating waterproofing materials have been required, and JIS standards have been revised. Has also been made. In addition, it is also required that the raw material of the waterproof material, which is expected to be applied by hand coating (including application by a machine), particularly, has an appropriate pot life in order to secure a sufficient construction time.
  • the present invention provides a set including a main agent and a curing agent, which can provide a waterproof material having excellent tensile strength, tear strength, and tensile product, and has a long pot life at the time of construction. With the goal.
  • Another object of the present invention is to provide a waterproofing material using the set and a method for constructing the waterproofing material.
  • the present invention is a set including a main agent containing an isocyanate group-terminated prepolymer and a curing agent, wherein the isocyanate group-terminated prepolymer is represented by polypropylene glycol and the following formula (1).
  • a set is provided which is a reaction product of a polyol containing a polyether glycol having a structural unit and a polyisocyanate.
  • the number average molecular weight of polypropylene glycol is preferably 4000 or less.
  • the number average molecular weight of the polyether glycol is preferably 4000 or less.
  • the polyisocyanate is preferably isophorone diisocyanate.
  • the present invention provides a waterproof material including a cured product of a mixture of a main agent and a curing agent in the above set.
  • the present invention provides a method for applying a waterproof material, comprising: a step of obtaining a mixture of a main agent and a curing agent in the above set; and a step of applying the mixture on an object to be coated.
  • curing agent which can obtain the waterproofing material excellent in the tensile strength, the tear strength, and the tensile product, and has a long pot life at the time of construction is provided. be able to. Further, according to the present invention, it is possible to provide a waterproof material using the set and a method for installing the waterproof material.
  • the number average molecular weight means a value measured using gel permeation chromatography (GPC) using polystyrene as a standard substance, and can be measured under the following conditions.
  • Apparatus TOSOH HCL-8320 (manufactured by Tosoh Corporation) Column: TSKgel G4000H + G2500H (7.5 mm ID ⁇ 30 cm) (manufactured by Tosoh Corporation) Detector: RI Eluent: THF Injection volume: 100 ⁇ L Flow rate: 1.0 mL / min Measurement temperature: 40 ° C Sample concentration: 0.3wt / vol%
  • a set according to one embodiment includes a main agent containing an isocyanate group-terminated prepolymer and a curing agent. This set is suitably used as a set for obtaining a waterproofing material made of polyurethane (a waterproofing material set).
  • the base material contains an isocyanate group-terminated prepolymer.
  • the isocyanate group-terminated prepolymer may be a reaction product of a polyol containing polypropylene glycol and a polyether glycol having a structural unit represented by the following formula (1), and a polyisocyanate.
  • the polyol contains polypropylene glycol (hereinafter, also referred to as “PPG”).
  • PPG polypropylene glycol
  • the number average molecular weight of PPG is preferably 4,000 or less, more preferably 2,000 or less, and still more preferably less than 1500, from the viewpoint of extending the pot life during construction and improving the elongation at break of the waterproof material. It is.
  • the number average molecular weight of PPG may be, for example, 400 or more, 700 or more, or 1000 or more.
  • the content of PPG in the polyol is preferably 5 to 5% based on the total amount of the polyol (chemical equivalent) from the viewpoint of extending the pot life during construction and improving the elongation at break of the waterproofing material. It is at least equivalent%, at least 10 equivalent%, at least 20 equivalent%, at least 25 equivalent%, at least 50 equivalent%, or at least 65 equivalent%.
  • the content of PPG is preferably 95 equivalent% or less, more preferably 90 equivalent% or less, further preferably 85 equivalent% or less, from the viewpoint of obtaining a coating film having excellent physical properties.
  • the polyol further contains a polyether glycol having a structural unit represented by the above formula (1).
  • the polyether glycol is composed of only the structural unit represented by the above formula (1), and has a hydroxyl group (OH group) at both ends (hereinafter also referred to as “PTMG”). It is.
  • the number average molecular weight of PTMG is preferably 4,000 or less, more preferably 3500 or less, still more preferably 3,000 or less, particularly preferably 3,000 or less, from the viewpoint of obtaining a waterproof material having further excellent tensile strength, tear strength, and tensile product. 2000 or less.
  • the number average molecular weight of PTMG may be, for example, 250 or more, 650 or more, or 850 or more.
  • PTMG can be obtained by ring-opening polymerization of tetrahydrofuran (THF).
  • THF tetrahydrofuran
  • a commercially available product may be used as PTMG.
  • the content of PTMG is based on the total amount of the polyol (chemical equivalent) from the viewpoint of obtaining a waterproof material having more excellent tensile strength, tear strength, and tensile product. Is preferably 5 equivalent% or more, 10 equivalent% or more, 20 equivalent% or more, 25 equivalent% or more, 50 equivalent% or more, or 65 equivalent% or more.
  • the content of PTMG is preferably 95 equivalent% or less, 90 equivalent% or less, more preferably 85 equivalent% or less, 80 equivalent% or less, based on the total amount of the polyol, from the viewpoint of making the viscosity at which the handling of the main agent becomes easy. Or 75 equivalent% or less.
  • the polyether glycol is a copolymer having a structural unit represented by the above formula (1) and a structural unit represented by the following formula (2) (hereinafter referred to as “copolymer”). A ").
  • the copolymer A has a hydroxyl group at both ends.
  • Copolymer A may be a random copolymer.
  • R 1 and R 2 represents a methyl group, and the other represents a hydrogen atom. That is, R 1 may be a methyl group and R 2 may be a hydrogen atom, or R 1 may be a hydrogen atom and R 2 may be a methyl group. In each of the structural units contained in the copolymer A, the combination of R 1 and R 2 may be the same or different.
  • the content of the structural unit represented by the formula (1) is preferably 50% by mass or more, more preferably 60% by mass, based on the total amount of the structural units of the copolymer A from an economic viewpoint. %, More preferably 70% by mass or more.
  • the content of the structural unit represented by the formula (1) is preferably 97% by mass or less, more preferably 95% by mass or less, and still more preferably 93% by mass or less, from the viewpoint of lowering the freezing point of the copolymer A. is there.
  • the content of the structural unit represented by the formula (2) is preferably 2% by mass based on the total amount of the structural units of the copolymer A from the viewpoint of lowering the freezing point of the copolymer A.
  • the content is more preferably 5% by mass or more, and still more preferably 7% by mass or more.
  • the content of the structural unit represented by the formula (2) is preferably 50% by mass or less, more preferably 40% by mass or less, and still more preferably, based on the total amount of the structural units of the copolymer A. 30 mass% or less.
  • the number average molecular weight of the copolymer A is preferably 3500 or less, more preferably 3000 or less, from the viewpoint of obtaining a waterproof material having further excellent tensile strength, tear strength, and tensile product. Preferably it is 2000 or less.
  • the number average molecular weight of the copolymer may be, for example, 250 or more, 650 or more, 850 or more, or 1000 or more.
  • the copolymer A can be obtained by ring-opening polymerization of tetrahydrofuran and methyltetrahydrofuran (including 2-methyltetrahydrofuran and 3-methyltetrahydrofuran).
  • a commercially available product may be used as the copolymer A.
  • the content of the copolymer A is determined based on the total amount of the polyol, from the viewpoint of obtaining a waterproof material having more excellent tensile strength, tear strength, and tensile product. Based on (chemical equivalent), it is preferably 5 equivalent% or more, 10 equivalent% or more, 20 equivalent% or more, 25 equivalent% or more, 50 equivalent% or more, or 65 equivalent% or more. From an economic viewpoint, the content of the copolymer A is 95 equivalent% or less, 90 equivalent% or less, 85 equivalent% or less, 80 equivalent% or less, or 75 equivalent% or less based on the total amount of the polyol.
  • the polyol may contain either one of PTMG or copolymer A, or may contain both.
  • the content of polyether glycol (including both PTMG and copolymer A) in the polyol is determined based on the total amount of the polyol (Chemical) from the viewpoint of obtaining a waterproof material having more excellent tensile strength, tear strength and tensile product. Eq.), Preferably at least 5 eq.%, At least 10 eq.%, At least 20 eq.%, At least 25 eq.%, At least 50 eq.%, Or at least 65 eq.%.
  • the content of the polyether glycol is preferably 90 equivalent% or less, 85 equivalent% or less, 80 equivalent% or less, or 75 equivalent% or less, based on the total amount of the polyol, from the viewpoint of extending the pot life during construction. It is.
  • the polyol may contain other polyol components in addition to polyether glycol and polypropylene glycol.
  • Other polyol components include, for example, a polyhydric alcohol having 2 to 20 carbon atoms, a polyhydric alcohol having 2 to 20 carbon atoms, or a polyhydric phenol having 6 to 26 carbon atoms to which an alkylene oxide having 2 to 4 carbon atoms is added.
  • Polyoxyalkylene polyol (excluding the above-mentioned PPG, PTMG and copolymer A), polyester polyol, polycarbonate polyol, polydiene polyol (such as polybutadiene polyol), hydrogenated product of polydiene polyol, acrylic polyol, natural oil-based It may be a polyol (such as castor oil) or a modified natural oil-based polyol.
  • the polyisocyanate is not particularly limited as long as it has two or more isocyanate groups in the molecule.
  • examples of the polyisocyanate include 2,2′-diphenylmethane diisocyanate, 2,4′-diphenylmethane diisocyanate, 4,4′-diphenylmethane diisocyanate, 2,4-tolylene diisocyanate, 2,6-tolylene diisocyanate, xylene diisocyanate, and tetramethyl Aromatic polyisocyanates such as xylene diisocyanate and naphthalene diisocyanate; aliphatic polyisocyanates such as ethylene diisocyanate, tetramethylene diisocyanate and 1,5-pentamethylene diisocyanate; isophorone diisocyanate, dicyclohexylmethane diisocyanate; norbornene methane diisocyanate; Bis (isocyanatomethyl) cycl
  • the polyisocyanate in the present invention also includes a modified polyisocyanate.
  • modified polyisocyanate include urethane group, carbodiimide group, allohanate group, urea group, burette group, uretdione group, uretoimine group, isocyanurate group and oxazolidone group-containing modified products. These polyisocyanates may be used alone or in combination of two or more.
  • the polyisocyanate is preferably an alicyclic polyisocyanate, more preferably an alicyclic diisocyanate, and even more preferably isophorone diisocyanate.
  • the isocyanate group-terminated prepolymer is a reaction product of the above-mentioned polyol and polyisocyanate.
  • the isocyanate group-terminated prepolymer can be obtained by, for example, adding a polyisocyanate to a polyol at a predetermined equivalent ratio and mixing the mixture by heating.
  • the equivalent ratio of the isocyanate group (NCO group) in the polyisocyanate to the hydroxyl group (OH group) in the polyol (NCO group / OH group) is 1.4 or more, 1.5 or more, Or it may be 1.6 or more, and may be 2.2 or less, 2.0 or less, or 1.8 or less.
  • the reaction temperature of the polyol and the polyisocyanate may be 100 ° C or lower, 90 ° C or lower, or 80 ° C or lower.
  • the lower limit of the reaction temperature is not particularly limited, but is, for example, 30 ° C. or higher.
  • the content of the isocyanate group in the isocyanate group-terminated prepolymer may be 1% by mass or more, 2% by mass or more, or 3% by mass or more, and 8% by mass or less, 7% by mass or less, or 6% by mass or less. May be.
  • the main agent may further contain a plasticizer, a solvent, and the like as a viscosity adjuster in addition to the isocyanate group-terminated prepolymer for adjusting the viscosity when the main agent and a curing agent described later are mixed.
  • the main agent may further contain a catalyst and / or a retarder for efficiently reacting the isocyanate group of the polyisocyanate with the hydroxyl group of the polyol from an industrial and economic viewpoint.
  • the main agent may contain an additive from the viewpoint of improving the finish, durability, adhesion to other materials, and the like of the obtained waterproof material.
  • the viscosity of the main agent at 23 ° C. is preferably from 1000 mPa ⁇ s or more, from the viewpoint that the mixture immediately after mixing of the main agent and the curing agent can maintain the leveling at the time of application and has a viscosity enough to secure the film thickness of the coating film. It is preferably at least 3,000 mPas, more preferably at least 4,000 mPas, particularly preferably at least 5,000 mPas, and preferably at most 25,000 mPas, more preferably at most 20,000 mPas, even more preferably at most 15,000 mPas. is there.
  • the viscosity of the main agent can be measured using a rotational viscometer according to JIS ⁇ ⁇ K7301: 1995 “Testing method of tolylene diisocyanate type prepolymer for thermosetting urethane elastomer 6.2 viscosity”.
  • the curing agent may contain a hydroxyl compound such as a polyhydric alcohol, and a crosslinking agent such as a polyamine.
  • Polyamines include, for example, diethyltoluenediamine (2,4-diethyltoluenediamine, 2,6-diethyltoluenediamine), phenylenediamine, xylylenediamine, 2,4-tolylenediamine, 2,6-tolylenediamine, MOCA Polyamine (MOCA and modified MOCA), polyalkylene ether polyol-p-aminobenzoate, polytetramethylene glycol aminobenzoate, 1,3,5-triisopropyl-2,4-diaminobenzene, 1-methyl-3,5- Diisopropyl-2,4-diaminobenzene, 1-methyl-3,5-diisopropyl-2,6-diaminobenzene, 1-ethyl-3,5-diis
  • Curing agents include, in addition to crosslinking agents, plasticizers; solvents; catalysts; inorganic fillers such as calcium carbonate, talc, kaolin, zeolite, and diatomaceous earth; pigments such as chromium oxide, red iron oxide, carbon black, and titanium oxide.
  • An additive such as a wetting and dispersing agent, an anti-settling agent, a light stabilizer, an antifoaming agent, a surface conditioner, and an adhesion promoter.
  • the mixture is cured by mixing the main agent and the curing agent.
  • the obtained cured product is suitably used as a waterproof material. That is, the waterproofing material according to one embodiment includes a cured product of the mixture of the above-described main agent and curing agent.
  • the waterproof material according to the present embodiment is excellent in tensile strength, tear strength, and tensile product, and is a high-strength waterproof material.
  • this waterproofing material is evaluated by a method according to JIS A 6021: 2011 (architecture coating waterproofing material, “high-strength type”), the tensile strength is such that the following numerical values specified in the standard can be satisfied.
  • the waterproof material according to the present embodiment is also excellent in elongation at break, and is a highly stretchable waterproof material.
  • this waterproofing material is evaluated by a method according to JIS A 6021: 2011 (architecture coating waterproofing material, “high elongation type (old class 1)”), it can satisfy the following numerical values specified in the standard.
  • the elongation at break is excellent. Elongation at break (Eb): 450% or more
  • the application method includes a step of obtaining a mixture of the main agent and the curing agent in the above-described set (mixing step), and a step of applying the mixture to an object to be coated (application step).
  • the temperature (environmental temperature) at which the main agent and the curing agent are mixed may be, for example, ⁇ 5 to 40 ° C.
  • the curing agent When the curing agent contains a crosslinking agent, the curing agent has an equivalent ratio of the active hydrogen group of the crosslinking agent to the NCO group content in the main component of 0.8 or more, 0.9 or more, or 1.0 or more. As described above.
  • the curing agent may be mixed with the main component such that the equivalent ratio of the active hydrogen group of the crosslinking agent to the NCO group content in the main component is 1.5 or less, 1.3 or less, or 1.2 or less.
  • the NCO group of the isocyanate group-terminated prepolymer contained in the main agent and the curing agent It is preferable to mix them so that the equivalent ratio (NCO group / NH 2 group) to the contained amino group (NH 2 group) falls within a predetermined range.
  • the NCO group / NH 2 group is preferably at least 0.8, more preferably at least 0.9, even more preferably at least 1.0, preferably at most 1.5, more preferably at most 1.3, even more preferably Is 1.2 or less.
  • the mixture is applied to an object to be coated.
  • the object to be coated is not particularly limited, and may be a wall surface, a floor surface, or the like in a building such as a house or a building.
  • the mixture of the main agent and the curing agent according to the present embodiment is particularly suitable for application by hand coating (hand coating) because a sufficient pot life can be obtained. That is, in the mixing step, hand coating may be performed.
  • the application by hand coating includes application by a machine such as an automatic mixing device such as a static mixer and a dynamic mixer, and application using tools such as a roller, a ricin gun, an airless gun, and a brush.
  • the mixture according to the present embodiment may be applied by spraying (spray coating).
  • a sufficiently long pot life can be obtained when the waterproof material is installed. More specifically, according to the set of the main agent and the curing agent according to the present embodiment, for example, 45 minutes or more until the viscosity at 23 ° C. of the mixture of the main agent and the curing agent reaches 60,000 mPa ⁇ s, or Since it takes 55 minutes or more to reach 10,000 mPa ⁇ s, a sufficiently long pot life can be obtained.
  • the waterproofing material obtained by the above-described method is not only a use of the waterproofing material, but also a high-strength performance, a flooring material for sports facilities or the like where a high load performance is required, a covering material for a building, and a rustproofing material. Can also be used for applications.
  • an organic solvent such as xylene
  • PPG-1000 polypropylene glycol (number average molecular weight 1000, trade name "Actocol D-1000", manufactured by Mitsui Chemicals SKC Polyurethane Co., Ltd.)
  • PTG-1000 polytetramethylene ether glycol (number average molecular weight 1000, trade name "PTG-1000SN", manufactured by Hodogaya Chemical Industry Co., Ltd.)
  • PTG-L1000 THF / methyl group-substituted THF random copolymer (number average molecular weight 1000, trade name "PTG-L1000", manufactured by Hodogaya Chemical Industry Co., Ltd.)
  • the main ingredients were prepared based on the compositions shown in Table 1 by the following method.
  • Polyether glycol and polypropylene glycol were charged at a predetermined equivalent ratio in a 2 liter glass kolben, and dehydration under reduced pressure was performed at 95 to 105 ° C. for 1 hour.
  • a catalyst was added under a nitrogen stream to homogenize, and then isophorone diisocyanate (trade name “VESTANAT IPDI”, manufactured by EVONIC) was gradually added until the reaction was completed. Heat with stirring at 60-80 ° C. for 2-4 hours.
  • the liquid after the reaction was cooled to room temperature, a viscosity modifier and the like were added, and the mixture was homogenized with stirring to obtain a main agent (isocyanate group-terminated prepolymer).
  • the main ingredient is an isocyanate-terminated prepolymer in which the equivalent ratio of the NCO group of the polyisocyanate to the OH group of the polypropylene glycol and polyether glycol is adjusted, and the NCO group is adjusted by adjusting the contents of the viscosity modifier, additives and catalyst. The content was adjusted to be 4% by mass.

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  • Chemical & Material Sciences (AREA)
  • Organic Chemistry (AREA)
  • Engineering & Computer Science (AREA)
  • Health & Medical Sciences (AREA)
  • Chemical Kinetics & Catalysis (AREA)
  • Medicinal Chemistry (AREA)
  • Polymers & Plastics (AREA)
  • Materials Engineering (AREA)
  • Combustion & Propulsion (AREA)
  • Life Sciences & Earth Sciences (AREA)
  • Wood Science & Technology (AREA)
  • Polyurethanes Or Polyureas (AREA)

Abstract

Selon un aspect, la présente invention concerne un ensemble comprenant un agent principal qui contient un prépolymère terminé par un groupe isocyanate, et un agent de durcissement, le prépolymère terminé par un groupe isocyanate étant un produit de réaction de polyisocyanate et d'un polyol contenant du polypropylène glycol et un polyéther glycol ayant une unité structurale représentée par la formule (1) ci-dessous.
PCT/JP2018/034673 2018-09-19 2018-09-19 Ensemble comprenant un agent principal et un agent de durcissement, matériau résistant à l'eau et son procédé de construction WO2020059048A1 (fr)

Priority Applications (5)

Application Number Priority Date Filing Date Title
PCT/JP2018/034673 WO2020059048A1 (fr) 2018-09-19 2018-09-19 Ensemble comprenant un agent principal et un agent de durcissement, matériau résistant à l'eau et son procédé de construction
JP2019165663A JP7398228B2 (ja) 2018-09-19 2019-09-11 主剤及び硬化剤のセット、防水材並びにその施工方法
JP2019166529A JP7398229B2 (ja) 2018-09-19 2019-09-12 主剤及び硬化剤のセット、防水材並びにその施工方法
JP2023170874A JP2023171881A (ja) 2018-09-19 2023-09-29 主剤及び硬化剤のセット、防水材並びにその施工方法
JP2023170926A JP2023171882A (ja) 2018-09-19 2023-09-29 主剤及び硬化剤のセット、防水材並びにその施工方法

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PCT/JP2018/034673 WO2020059048A1 (fr) 2018-09-19 2018-09-19 Ensemble comprenant un agent principal et un agent de durcissement, matériau résistant à l'eau et son procédé de construction

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Cited By (1)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
JP2021107466A (ja) * 2018-09-19 2021-07-29 保土谷化学工業株式会社 主剤及び硬化剤のセット、防水材並びにその施工方法

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