WO2011114849A1 - Composition de polyisocyanate organique, composition formant un matériau étanche, et matériau étanche gonflant à l'eau - Google Patents

Composition de polyisocyanate organique, composition formant un matériau étanche, et matériau étanche gonflant à l'eau Download PDF

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Publication number
WO2011114849A1
WO2011114849A1 PCT/JP2011/054030 JP2011054030W WO2011114849A1 WO 2011114849 A1 WO2011114849 A1 WO 2011114849A1 JP 2011054030 W JP2011054030 W JP 2011054030W WO 2011114849 A1 WO2011114849 A1 WO 2011114849A1
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Prior art keywords
organic polyisocyanate
water
group
mass
composition
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PCT/JP2011/054030
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English (en)
Japanese (ja)
Inventor
一郎 東久保
田中　一幸
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日本ポリウレタン工業株式会社
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Priority to JP2012505582A priority Critical patent/JP5447650B2/ja
Publication of WO2011114849A1 publication Critical patent/WO2011114849A1/fr

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Classifications

    • C—CHEMISTRY; METALLURGY
    • C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
    • C08G—MACROMOLECULAR COMPOUNDS OBTAINED OTHERWISE THAN BY REACTIONS ONLY INVOLVING UNSATURATED CARBON-TO-CARBON BONDS
    • C08G18/00—Polymeric products of isocyanates or isothiocyanates
    • C08G18/06—Polymeric products of isocyanates or isothiocyanates with compounds having active hydrogen
    • C08G18/28—Polymeric products of isocyanates or isothiocyanates with compounds having active hydrogen characterised by the compounds used containing active hydrogen
    • C08G18/40—High-molecular-weight compounds
    • C08G18/48—Polyethers
    • C08G18/4804—Two or more polyethers of different physical or chemical nature
    • C08G18/4812—Mixtures of polyetherdiols with polyetherpolyols having at least three hydroxy groups
    • C—CHEMISTRY; METALLURGY
    • C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
    • C08G—MACROMOLECULAR COMPOUNDS OBTAINED OTHERWISE THAN BY REACTIONS ONLY INVOLVING UNSATURATED CARBON-TO-CARBON BONDS
    • C08G18/00—Polymeric products of isocyanates or isothiocyanates
    • C08G18/06—Polymeric products of isocyanates or isothiocyanates with compounds having active hydrogen
    • C08G18/08—Processes
    • C08G18/10—Prepolymer processes involving reaction of isocyanates or isothiocyanates with compounds having active hydrogen in a first reaction step
    • C08G18/12—Prepolymer 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
    • C—CHEMISTRY; METALLURGY
    • C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
    • C08G—MACROMOLECULAR COMPOUNDS OBTAINED OTHERWISE THAN BY REACTIONS ONLY INVOLVING UNSATURATED CARBON-TO-CARBON BONDS
    • C08G18/00—Polymeric products of isocyanates or isothiocyanates
    • C08G18/06—Polymeric products of isocyanates or isothiocyanates with compounds having active hydrogen
    • C08G18/70—Polymeric products of isocyanates or isothiocyanates with compounds having active hydrogen characterised by the isocyanates or isothiocyanates used
    • C08G18/72—Polyisocyanates or polyisothiocyanates
    • C08G18/77—Polyisocyanates or polyisothiocyanates having heteroatoms in addition to the isocyanate or isothiocyanate nitrogen and oxygen or sulfur
    • C08G18/78—Nitrogen
    • C08G18/79—Nitrogen characterised by the polyisocyanates used, these having groups formed by oligomerisation of isocyanates or isothiocyanates
    • C—CHEMISTRY; METALLURGY
    • C09—DYES; PAINTS; POLISHES; NATURAL RESINS; ADHESIVES; COMPOSITIONS NOT OTHERWISE PROVIDED FOR; APPLICATIONS OF MATERIALS NOT OTHERWISE PROVIDED FOR
    • C09K—MATERIALS FOR MISCELLANEOUS APPLICATIONS, NOT PROVIDED FOR ELSEWHERE
    • C09K3/00—Materials not provided for elsewhere
    • C09K3/10—Materials in mouldable or extrudable form for sealing or packing joints or covers
    • C09K3/1006—Materials in mouldable or extrudable form for sealing or packing joints or covers characterised by the chemical nature of one of its constituents
    • C09K3/1021—Polyurethanes or derivatives thereof
    • C—CHEMISTRY; METALLURGY
    • C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
    • C08G—MACROMOLECULAR COMPOUNDS OBTAINED OTHERWISE THAN BY REACTIONS ONLY INVOLVING UNSATURATED CARBON-TO-CARBON BONDS
    • C08G2190/00—Compositions for sealing or packing joints

Definitions

  • the present invention relates to an organic polyisocyanate composition, a water-stopping material-forming composition, and a water-swellable water-stopping material. More specifically, a water-swelling water-stopping material having good curability, water-swelling property, water-stopping property, heat resistance and easy handling properties, and an organic polyisocyanate composition and a water-stopping material-forming composition used therefor About.
  • Moisture-cure water-swelling water-stopping materials that are used in a single solution or with the addition of a catalyst are widely used as jointing materials for civil engineering and construction, caulking materials, and steel sheet piles for water-stopping purposes. It is used.
  • the water-stopping material disclosed in Patent Document 1 has a problem in that the resin deteriorates due to frictional heat generated during the driving operation of the steel sheet pile and the water-stopping property is lowered.
  • the water-swellable water-stopping material disclosed in Patent Document 3 has a problem that heat resistance is insufficient.
  • an object of the present invention is to provide a water-swellable water-stopping material that is easy to blend, has excellent heat resistance, and has sufficient durability against frictional heat, and an organic polyisocyanate composition and a water-stopping material-forming composition used therefor. To provide things.
  • the inventors of the present invention have arrived at the present invention as a result of intensive studies to solve the problems in the conventional water-swelling water-stopping material.
  • the present invention includes the following (1) to (10).
  • (1) Organic for moisture-curing waterproofing material having an isocyanate group content of 0.5 to 15% by mass and containing an aromatic isocyanate group-terminated prepolymer (a1) and an aliphatic organic polyisocyanate (a2)
  • a polyisocyanate composition (A) comprising:
  • the aromatic isocyanate group-terminated prepolymer (a1) is a reaction product of an aromatic polyisocyanate (a11) and a polyether polyol (a12),
  • the polyether polyol (a12) is a polyether polyol (a12-1) having a nominal average functional group number of 2 and an oxyethylene group content in the polyoxyalkylene chain of 50 to 100% by mass, and a nominal average functional group number of
  • a polyether polyol (a12-2) having an oxyethylene group content in the polyoxyalkylene chain of 50 to 100% by mass
  • the aliphatic organic polyisocyanate (a2) is an
  • One or more compounds selected from the group consisting of a reaction product (a23) of a hydrogen group-containing compound and an aliphatic diisocyanate And, The ratio of the isocyanate group of the aromatic isocyanate group-terminated prepolymer (a1) to the isocyanate group of the aliphatic organic polyisocyanate (a2) (number of isocyanate groups in a1: number of isocyanate groups in a2) is 8: An organic polyisocyanate composition (A) which is 1-1: 4. (2) The organic polyisocyanate composition (A) according to (1), wherein the aliphatic organic polyisocyanate (a2) has an isocyanate group content of 5 to 50% by mass.
  • the mass ratio (a12-1: a12-2) of the polyether polyol (a12-1) to the polyether polyol (a12-2) is 2: 1 to 40.
  • the organic polyisocyanate composition (A) according to any one of (1) to (4), (6) Ratio of the isocyanate group of the aromatic isocyanate group-terminated prepolymer (a1) to the isocyanate group of the aliphatic organic polyisocyanate (a2) (number of isocyanate groups in a1: number of isocyanate groups in a2)
  • the organic polyisocyanate composition (A) according to any one of (1) to (5), wherein is 6: 1 to 1: 1.
  • a water-swellable water-stopping material that is easy to blend, has excellent heat resistance, and has sufficient durability even when frictional heat is applied, and an organic polyisocyanate composition and water-stopping material-forming composition used therefor Can be provided.
  • the aromatic isocyanate group-terminated prepolymer (a1) used in the present invention has one or two or more types of aromatic polyisocyanate (a11) and polyoxyalkylene chain having an oxyethylene group content of 50 to 100% by mass.
  • aromatic polyisocyanate (a11) known aromatic polyisocyanates can be used.
  • known 2,4-tolylene diisocyanate, 2,6-tolylene diisocyanate (hereinafter, tolylene diisocyanate is abbreviated as TDI)
  • TDI tolylene diisocyanate
  • xylene-1,4-diisocyanate xylene-1,3- Diisocyanate
  • 4,4′-diphenylmethane diisocyanate 2,4′-diphenylmethane diisocyanate, 2,2′-diphenylmethane diisocyanate, 4,4′-diphenylether diisocyanate
  • polymethylene polyphenylene polyisocyanate hereinafter abbreviated as polymeric MDI
  • 2- Nitrodiphenyl-4,4′-diisocyanate 2,2′-diphenylpropane-4,4′-diisocyanate, 3,3′-dimethyldip
  • 2,4-tolylene diisocyanate, 2,6-tolylene diisocyanate, 4,4'-difelmethane diisocyanate, 2,4'-difelmethane diisocyanate and mixtures thereof have a high reaction rate, And it is preferable for the reason that physical properties are good.
  • the polyether polyol (a12) is a polyether polyol having a polyoxyalkylene chain in which the ratio of oxyethylene groups in the polyoxyalkylene chain is 50 to 100% by mass.
  • this polyether polyol (a12) it is possible to obtain an isocyanate group-terminated prepolymer having excellent hydrophilicity.
  • the ratio of the polyoxyethylene group is less than 50% by mass, there is a problem in that a water-stopping material having sufficient water expandability cannot be obtained.
  • the polyether polyol (a12) is preferably represented by the general formula R [— (OR 1 ) n OH] p (where R is a polyhydric alcohol residue, (OR 1 ) n is an oxyethylene group and a carbon number of 3 to A polyoxyalkylene chain comprising 4 alkylene groups (wherein the proportion of oxyethylene groups occupies 50 to 100% by mass of the mass of the polyoxyalkylene chains), and n is a number indicating the degree of polymerization of the oxyalkylene groups. 1) or a mixture of two or more of the polyether polyols represented by the formula (1), wherein the number average molecular weight of the polyol is 200 to 8,000.
  • polyhydric alcohol examples include dihydric alcohols (ethylene glycol, propylene alcohol, etc.), trihydric alcohols (glycerin, trimethylolpropane, etc.), tetrahydric alcohols (erythritol, pentaerythritol, etc.), pentahydric alcohols (Arhat, xylit, etc. Etc.) and hexavalent alcohol (Sorbit, Mannich etc.).
  • the polyether polyol (a12) has a nominal average functional group number of 2 and an oxyethylene group content in the polyoxyalkylene chain of 50 to 100% by mass, and a nominal average functional group number of 3
  • a polyether polyol (a12-2) having an oxyethylene group content in the polyoxyalkylene chain of 50 to 100% by mass, which makes it easy to balance the viscosity and the crosslink density. It is preferable from a viewpoint that a thing is obtained.
  • the nominal average functional group number refers to the number of functional groups per molecule of an initiator such as a polyhydric alcohol used when obtaining a polyether polyol (the number of active hydrogen atoms per molecule of the initiator). .
  • the proportion of the polyether polyol (a12-1) and the polyether polyol (a12-2) used is not particularly limited, but the mass ratio (a12-1: a12-2) is The ratio is preferably 2: 1 to 40: 1. If the ratio of the polyether polyol (a12-2) is less than the lower limit, the crosslink density of the water-stopping material is lowered and the strength tends to be lowered. If the ratio of the polyether polyol (a12-2) exceeds the upper limit, the viscosity of the isocyanate group-terminated prepolymer tends to be high, and workability tends to deteriorate.
  • the aromatic isocyanate group-terminated prepolymer (a1) used in the present invention comprises the polyether polyol (a12) and the aromatic polyisocyanate (a11) as active hydrogen groups derived from the polyether polyol (a12). Is obtained by reacting the aromatic polyisocyanate (a11) -derived isocyanate group (NCO group) in an excessive amount.
  • the ratio of the isocyanate group to the active hydrogen group is preferably 1.1: 1 to 3: 1.
  • a known method can be appropriately employed. For example, a mixture of the aromatic polyisocyanate (a11) and the polyether polyol (a12) is heated at 40 to 100 ° C. for 1 to 48 hours. The method of making it react is mentioned.
  • the isocyanate group (NCO group) content in the aromatic isocyanate group-terminated prepolymer (a1) is preferably 0.5 to 15% by mass, and more preferably 1.0 to 5% by mass.
  • the isocyanate group content is less than 0.5% by mass, the molecular weight becomes too large, so there is a problem that the viscosity of the isocyanate group-terminated prepolymer becomes high, and when it exceeds 15% by mass, when reacting with moisture in the air, Since the amount of carbon dioxide generated is too large, there is a problem that air bubbles increase in the water stop material obtained after curing.
  • the aliphatic organic polyisocyanate (a2) used in the present invention is an isocyanurate group-containing organic polyisocyanate (a21), an allophanate group-containing organic polyisocyanate (a22), a functional group number of 2 to 3, and a molecular weight of 300.
  • Examples of the isocyanurate group-containing organic polyisocyanate (a21) include tetramethylene diisocyanate, hexamethylene diisocyanate (hereinafter abbreviated as HDI), 3-methyl-1,5-pentane diisocyanate, lysine diisocyanate and other aliphatic diisocyanates; Hydrogenated tolylene diisocyanate; Hydrogenated xylene diisocyanate; Hydrogenated diphenylmethane diisocyanate; Tetramethylxylene diisocyanate; Starting from aliphatic diisocyanates such as norbornene diisocyanate, an isocyanuration catalyst is added according to a known synthesis method.
  • HDI hexamethylene diisocyanate
  • HDI hexamethylene diisocyanate
  • 3-methyl-1,5-pentane diisocyanate lysine diisocyanate and other aliphatic diisocyanates
  • the polymerization method a known method can be appropriately employed. For example, first, the mixture of the aliphatic diisocyanate and the isocyanuration catalyst is stirred at 40 to 150 ° C. for 1 to 10 hours, and then, Examples include a method in which the isocyanurate-forming catalyst is deactivated, and the unreacted aliphatic diisocyanate is removed by distillation as necessary.
  • the isocyanurate-forming catalyst include organometallic compounds such as potassium acetate, quaternary ammonium salts and the like. The addition amount of such an isocyanurate-forming catalyst is preferably 0.0001 to 0.1 parts by mass with respect to 100 parts by mass of the aliphatic diisocyanate.
  • the allophanate group-containing organic polyisocyanate (a22) includes the aliphatic diisocyanate, methanol, ethanol, 1-propanol, 2-propanol, 1-butanol, 2-butanol, cyclohexanol, 2-ethylhexanol, tridecanol.
  • an active hydrogen group-containing compound having 1 to 3 functional groups (number of active hydrogen groups) such as glycerin and a molecular weight of 300 or less as a raw material
  • an allophanatization catalyst is added and reacted according to a known synthesis method. According Obtained.
  • the molecular weight of the active hydrogen group-containing compound is preferably 32 to 300.
  • the synthesis method a known method can be appropriately employed.
  • the allophanatization catalyst is added to the mixture and stirred at 90 to 150 ° C. for 1 to 10 hours. Then, the allophanate catalyst is deactivated, and the unreacted aliphatic diisocyanate is distilled off as necessary.
  • a method is mentioned.
  • the allophanatization catalyst include organometallic compounds such as tin octylate, and the addition amount of the allophanate catalyst is 0 with respect to 100 parts by mass of the mixture of the aliphatic diisocyanate and the active hydrogen group-containing compound. It is preferably 0.0001 to 0.1 parts by mass.
  • the reaction product (a23) of the active hydrogen group-containing compound and the aliphatic diisocyanate is the same aliphatic diisocyanate as described above, ethylene glycol, 1,2-propylene glycol, 1,4-butanediol, 1,3-butanediol, neopentyl glycol, 3-methyl-1,5-pentanediol, diethylene glycol, dipropylene glycol, trimethylolpropane, glycerin, etc. have 2 to 3 functional groups and a molecular weight. It is obtained by reacting with an active hydrogen group-containing compound that is 300 or less.
  • the molecular weight of the active hydrogen group-containing compound is preferably 62 to 300.
  • the reaction method for example, first, the aliphatic diisocyanate and the active hydrogen group-containing compound are mixed at a mass ratio of 90:10 to 60:40 and stirred at 40 to 100 ° C. for 1 to 10 hours. Then, a method of distilling off the unreacted aliphatic diisocyanate as necessary is exemplified.
  • Examples of the aliphatic organic polyisocyanate (a2) include the isocyanurate group-containing organic polyisocyanate (a21), the allophanate group-containing organic polyisocyanate (a22), the number of functional groups of 2 to 3, and a molecular weight of 300.
  • the reaction product (a23) of the following active hydrogen group-containing compound and aliphatic diisocyanate these may be used alone or in combination of two or more at any ratio. Two or more of these may be synthesized and used simultaneously.
  • the isocyanate group (NCO group) content in the aliphatic organic polyisocyanate (a2) is preferably 5 to 50% by mass, more preferably 10 to 40% by mass.
  • the isocyanate group content is less than 5% by mass, the molecular weight becomes too large and the blending amount with respect to the aromatic isocyanate group-terminated prepolymer (a1) increases, so that the magnification when the water-stopping material expands with water is increased.
  • the gap between the steel sheet piles may not be filled, and if it exceeds 40% by mass, the molecule of the organic polyisocyanate becomes small, so that it tends to volatilize and there is a problem that the odor is tight.
  • the ratio of the aromatic isocyanate group-terminated prepolymer (a1) to the aliphatic organic polyisocyanate (a2) is determined by the aromatic isocyanate group-terminated prepolymer ( The ratio of the isocyanate group of a1) to the isocyanate group of the aliphatic organic polyisocyanate (a2) (number of isocyanate groups of a1: number of isocyanate groups of a2) is 8: 1 to 1: 4, preferably , 6: 1 to 1: 1.
  • the amount of the aromatic isocyanate group-terminated prepolymer (a1) is larger than the above range, the strength, heat resistance, and consequently water-stop properties of the water-stopping material are likely to be adversely affected.
  • the amount of the aliphatic organic polyisocyanate (a2) is larger than the above range, the magnification when the water-stopping material expands with water becomes low, so that there is a possibility that the gap between the steel sheet piles cannot be filled.
  • organic polyisocyanate composition (A) of the present invention other known stabilizers such as other phosphate esters (trade name JP-508, manufactured by Johoku Chemical Industry Co., Ltd.) and antifoaming agents (trade name BYK-A535, BYK Chemie) Manufactured) and additives such as plasticizers can be further contained.
  • a stabilizer By using a stabilizer, the storage stability becomes longer, and by using an antifoaming agent, bubbles in the water-stopping material after curing are reduced, so that the strength of the water-stopping material is improved.
  • plasticizer (B) used in the organic polyisocyanate composition (A) of the present invention a known plasticizer can be used.
  • a known plasticizer can be used.
  • 1-phenyl-1-xylylethane 1-phenyl-1-ethylphenylethane, and diisodecyl phthalate are preferable because a water-stopping material having good hydrolysis resistance can be obtained.
  • the proportion of the plasticizer (B) is not particularly limited, but preferably the mass of the plasticizer (B) is the aromatic isocyanate group-terminated prepolymer (a1). And the aliphatic organic polyisocyanate (a2) in an amount not exceeding the total mass. If the proportion of the plasticizer (B) is too large, the magnification when the water-stopping material expands with water becomes low, and thus there is a possibility that the gap between the steel sheet piles cannot be filled.
  • the water-stopping material-forming composition of the present invention includes the organic polyisocyanate composition (A) and the catalyst (C), or the organic polyisocyanate composition (A), the plasticizer (B), and the catalyst (C). Containing.
  • any conventional catalyst that accelerates the urethanization reaction can be used.
  • carboxylic acid metal salts such as potassium acetate, potassium octylate and tin octylate, and organic metal compounds such as dibutyltin laurate.
  • the amount of the catalyst (C) used is preferably 0.01 to 5 parts by mass, more preferably 100 parts by mass of the organic polyisocyanate composition (A) of the present invention. Is 0.02 to 2 parts by mass.
  • the amount of the catalyst (C) used is less than the above range, the curing time cannot be shortened and the effect is small, and when it is more than the above range, the curing time after blending is shortened, which may cause a problem in workability. .
  • the plasticizer (B) used in the waterstop material-forming composition of the present invention is as described in the organic polyisocyanate composition (A) of the present invention.
  • the ratio of the organic polyisocyanate (A) of the present invention to the plasticizer (B) is not particularly limited, but preferably the mass of the plasticizer (B) is the present invention. It is good to set it as the quantity which does not exceed the total mass of the said aromatic isocyanate group terminal prepolymer (a1) and the said aliphatic organic polyisocyanate (a2) in organic polyisocyanate (A). If the proportion of the plasticizer (B) is too large, the magnification when the water-stopping material formed is expanded with water is low, and therefore there is a possibility that the gap between the steel sheet piles cannot be filled.
  • the water-swellable waterstop material of the present invention can be obtained by curing the waterstop material-forming composition.
  • a known method can be appropriately employed, and examples thereof include a method in which the water-stopping material-forming composition is allowed to stand at 0 to 40 ° C. for 1 to 96 hours in the air.
  • C-2770 HDI allophanate (manufactured by Nippon Polyurethane Industry Co., Ltd., NCO group content 19.4% by mass)
  • C-HL Adduct body of HDI (manufactured by Nippon Polyurethane Industry Co., Ltd., NCO group content 12.8% by mass)
  • MR-200 Polymeric MDI (manufactured by Nippon Polyurethane Industry Co., Ltd., NCO group content 30.7% by mass).
  • Examples 1 to 11 After mixing the main agents “S1” to “S10” obtained in the blending example of the polyisocyanate composition and the additive “K1” obtained in the blending example of the additive in the combinations and blending ratios shown in Table 2, respectively. Pour into a plastic tray with a length of 19 cm, a width of 10 cm, and a depth of 2 cm, placed on a horizontal table, to a thickness of 2 mm, and let stand at 25 ° C. for 48 hours. To “R11”, and these were designated as Examples 1 to 11, respectively.
  • the waterstop material of the present invention obtained by adding the aliphatic organic polyisocyanate (a2) to the aromatic isocyanate group-terminated prepolymer (a1), there is a difference in the reaction rate of the isocyanate group in each compound.
  • the isocyanate group of the fast-reacting aromatic isocyanate-terminated prepolymer (a1) reacts with moisture taken in from the air to become amino-terminated terminals, and then the slow-reacting aliphatic organic polyisocyanate (a2) )
  • the slow-reacting aliphatic organic polyisocyanate (a2) ) Has a stepwise cross-linking effect in which the isocyanate group reacts with the amino group terminal to form a urea bond, so that, as shown in Table 2, high tensile strength after water swelling is present even after heat abuse. can get.
  • the water-stopping material to which the aliphatic organic polyisocyanate (a2) is not added since the water-stopping material to which the aliphatic organic polyisocyanate (a2) is not added has no difference in the reaction rate of the isocyanate group, the reaction between the isocyanate group and moisture is performed simultaneously. As a result, since the cross-linking effect in which the amino group which is a reaction product of water and isocyanate group and the unreacted isocyanate group further react is reduced, the tensile strength after water swelling after heating abuse is lowered. Moreover, the thing with little addition amount of the said aliphatic organic polyisocyanate (a2) has inferior tensile strength after water swelling both after room temperature curing and after heat abuse.
  • the amount of the aliphatic organic polyisocyanate (a2) added is too large, the content of the isocyanate group-terminated prepolymer and the content of the oxyethylene group are relatively decreased, so that the volume swelling ratio is decreased.
  • the addition of aromatic polyisocyanate in place of the aliphatic organic polyisocyanate (a2) provides a certain degree of tensile strength after water swelling after curing at room temperature. Since the group urea bond is more likely to occur, the decrease in tensile strength after water swelling after heat abuse is significant.
  • a water-swellable water-stopping material that is easy to blend, has excellent heat resistance, and has sufficient durability even when frictional heat is applied, and an organic polyisocyanate composition used therefor
  • the organic polyisocyanate composition, the water-stopping material-forming composition, and the water-swellable water-stopping material of the present invention are a joint material, a caulking material, and a steel sheet pile for civil engineering and building applications for the purpose of water-stopping. It can be preferably used for water materials.

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  • Chemical & Material Sciences (AREA)
  • Organic Chemistry (AREA)
  • Health & Medical Sciences (AREA)
  • Chemical Kinetics & Catalysis (AREA)
  • Medicinal Chemistry (AREA)
  • Polymers & Plastics (AREA)
  • Engineering & Computer Science (AREA)
  • Materials Engineering (AREA)
  • Polyurethanes Or Polyureas (AREA)
  • Sealing Material Composition (AREA)

Abstract

L'invention concerne une composition de polyisocyanate organique (A) pour matériau étanche durcissant à l'humidité, qui comprend un prépolymère à terminaison isocyanate aromatique (a1) et un polyisocyanate organique aliphatique consistant en au moins un composé choisi parmi un groupe prédéfini, et qui présente un rapport entre la teneur et le nombre de groupes isocyanate compris dans une plage prédéfinie. Ledit prépolymère (a1) est le produit d'une réaction entre un polyisocyanate aromatique (a11) et un polyether-polyol (a12). Ledit polyether-polyol (a12) est constitué : d'un polyether-polyol (a12-1) qui présente une teneur en groupes oxyéthylène dans une plage prédéfinie, et dont la fonctionnalité moyenne nominale est de 2; et d'un polyether-polyol (a12-2) qui présente une teneur en groupes oxyéthylène dans une plage prédéfinie, et dont la fonctionnalité moyenne nominale est de 3.
PCT/JP2011/054030 2010-03-18 2011-02-23 Composition de polyisocyanate organique, composition formant un matériau étanche, et matériau étanche gonflant à l'eau WO2011114849A1 (fr)

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Cited By (3)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
WO2014203750A1 (fr) * 2013-06-17 2014-12-24 横浜ゴム株式会社 Composition polyuréthane monobloc réticulable par l'humidité
WO2020149269A1 (fr) * 2019-01-18 2020-07-23 日本化学塗料株式会社 Matériau d'arrêt d'eau durcissable de type gonflant à l'eau, palplanche d'acier d'arrêt d'eau, procédé de production de palplanche d'acier d'arrêt d'eau et procédé d'arrêt d'eau
CN112585808A (zh) * 2018-08-30 2021-03-30 第一工业制药株式会社 电池灌封用2液固化型树脂组合物

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WO2014203750A1 (fr) * 2013-06-17 2014-12-24 横浜ゴム株式会社 Composition polyuréthane monobloc réticulable par l'humidité
JPWO2014203750A1 (ja) * 2013-06-17 2017-02-23 横浜ゴム株式会社 １液湿気硬化型ポリウレタン組成物
US9982111B2 (en) 2013-06-17 2018-05-29 The Yokohama Rubber Co., Ltd. One-part moisture-curable polyurethane composition
CN112585808A (zh) * 2018-08-30 2021-03-30 第一工业制药株式会社 电池灌封用2液固化型树脂组合物
CN112585808B (zh) * 2018-08-30 2023-08-22 第一工业制药株式会社 电池灌封用2液固化型树脂组合物
WO2020149269A1 (fr) * 2019-01-18 2020-07-23 日本化学塗料株式会社 Matériau d'arrêt d'eau durcissable de type gonflant à l'eau, palplanche d'acier d'arrêt d'eau, procédé de production de palplanche d'acier d'arrêt d'eau et procédé d'arrêt d'eau
JPWO2020149269A1 (ja) * 2019-01-18 2021-10-14 日本化学塗料株式会社 硬化性水膨張止水材、止水鋼矢板、止水鋼矢板製造方法および止水工法
EP3926097A4 (fr) * 2019-01-18 2022-10-12 Nippon Chemical Paint Co., Ltd. Matériau d'arrêt d'eau durcissable de type gonflant à l'eau, palplanche d'acier d'arrêt d'eau, procédé de production de palplanche d'acier d'arrêt d'eau et procédé d'arrêt d'eau
JP7264509B2 (ja) 2019-01-18 2023-04-25 日本化学塗料株式会社 硬化性水膨張止水材、止水鋼矢板、止水鋼矢板製造方法および止水工法

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