Classifications

• • C—CHEMISTRY; METALLURGY
  • C04—CEMENTS; CONCRETE; ARTIFICIAL STONE; CERAMICS; REFRACTORIES
  • C04B—LIME, MAGNESIA; SLAG; CEMENTS; COMPOSITIONS THEREOF, e.g. MORTARS, CONCRETE OR LIKE BUILDING MATERIALS; ARTIFICIAL STONE; CERAMICS; REFRACTORIES; TREATMENT OF NATURAL STONE
  • C04B41/00—After-treatment of mortars, concrete, artificial stone or ceramics; Treatment of natural stone
  • C04B41/60—After-treatment of mortars, concrete, artificial stone or ceramics; Treatment of natural stone of only artificial stone
  • C04B41/61—Coating or impregnation
  • C04B41/62—Coating or impregnation with organic materials
  • C04B41/63—Macromolecular compounds
• • C—CHEMISTRY; METALLURGY
  • C04—CEMENTS; CONCRETE; ARTIFICIAL STONE; CERAMICS; REFRACTORIES
  • C04B—LIME, MAGNESIA; SLAG; CEMENTS; COMPOSITIONS THEREOF, e.g. MORTARS, CONCRETE OR LIKE BUILDING MATERIALS; ARTIFICIAL STONE; CERAMICS; REFRACTORIES; TREATMENT OF NATURAL STONE
  • C04B41/00—After-treatment of mortars, concrete, artificial stone or ceramics; Treatment of natural stone
  • C04B41/009—After-treatment of mortars, concrete, artificial stone or ceramics; Treatment of natural stone characterised by the material treated
• • C—CHEMISTRY; METALLURGY
  • C04—CEMENTS; CONCRETE; ARTIFICIAL STONE; CERAMICS; REFRACTORIES
  • C04B—LIME, MAGNESIA; SLAG; CEMENTS; COMPOSITIONS THEREOF, e.g. MORTARS, CONCRETE OR LIKE BUILDING MATERIALS; ARTIFICIAL STONE; CERAMICS; REFRACTORIES; TREATMENT OF NATURAL STONE
  • C04B41/00—After-treatment of mortars, concrete, artificial stone or ceramics; Treatment of natural stone
  • C04B41/45—Coating or impregnating, e.g. injection in masonry, partial coating of green or fired ceramics, organic coating compositions for adhering together two concrete elements
  • C04B41/46—Coating or impregnating, e.g. injection in masonry, partial coating of green or fired ceramics, organic coating compositions for adhering together two concrete elements with organic materials
  • C04B41/48—Macromolecular compounds
  • C04B41/483—Polyacrylates
• • C—CHEMISTRY; METALLURGY
  • C04—CEMENTS; CONCRETE; ARTIFICIAL STONE; CERAMICS; REFRACTORIES
  • C04B—LIME, MAGNESIA; SLAG; CEMENTS; COMPOSITIONS THEREOF, e.g. MORTARS, CONCRETE OR LIKE BUILDING MATERIALS; ARTIFICIAL STONE; CERAMICS; REFRACTORIES; TREATMENT OF NATURAL STONE
  • C04B2111/00—Mortars, concrete or artificial stone or mixtures to prepare them, characterised by specific function, property or use
  • C04B2111/72—Repairing or restoring existing buildings or building materials
• • E—FIXED CONSTRUCTIONS
  • E04—BUILDING
  • E04G—SCAFFOLDING; FORMS; SHUTTERING; BUILDING IMPLEMENTS OR AIDS, OR THEIR USE; HANDLING BUILDING MATERIALS ON THE SITE; REPAIRING, BREAKING-UP OR OTHER WORK ON EXISTING BUILDINGS
  • E04G23/00—Working measures on existing buildings
  • E04G23/02—Repairing, e.g. filling cracks; Restoring; Altering; Enlarging

Definitions

• the present invention relates to a concrete repair material having excellent adhesion to wet concrete.
• the problem to be solved by the present invention is to provide a concrete repair material having excellent adhesion to not only dry concrete but also wet concrete.
• the present invention provides a concrete repair material comprising a radical polymerizable resin (A), a radical polymerizable monomer (B), and cyclodextrin and / or a derivative thereof (C). is there.
• the concrete repair material of the present invention has excellent adhesion to wet concrete (hereinafter referred to as “wet surface adhesion”) as well as adhesion to dry concrete (hereinafter abbreviated as “sex”.).
• wet surface adhesion adhesion to wet concrete
• dry surface adhesion adhesion to dry concrete
• sex adhesion to dry concrete
• the concrete repair material of the present invention is excellent in mechanical strength such as workability and tensile properties, and has very little odor.
• the concrete repair material of the present invention contains a radical polymerizable resin (A), a radical polymerizable monomer (B), and cyclodextrin and / or a derivative thereof (C) as essential components.
• radical polymerizable resin (A) for example, unsaturated polyester, epoxy (meth) acrylate, polyester (meth) acrylate, urethane (meth) acrylate, or the like can be used. These resins may be used alone or in combination of two or more.
• unsaturated polyester for example, those obtained by reacting a dibasic acid containing an ⁇ , ⁇ -unsaturated dibasic acid with a polyhydric alcohol by a conventionally known method can be used.
• ⁇ , ⁇ -unsaturated dibasic acid for example, maleic acid, maleic anhydride, fumaric acid, itaconic acid, itaconic anhydride and the like can be used. These dibasic acids may be used alone or in combination of two or more.
• a saturated dibasic acid can be used.
• polyhydric alcohol examples include ethylene glycol, diethylene glycol, triethylene glycol, polyethylene glycol, propylene glycol, dipropylene glycol, polypropylene glycol, and 2-methyl-1.
• epoxy (meth) acrylate a bisphenol type epoxy compound or an epoxy compound obtained by mixing a bisphenol type epoxy compound and a novolac type epoxy compound with an unsaturated monobasic acid by a conventionally known method is used. Can be used.
• the bisphenol type epoxy compound examples include a glycidyl ether type epoxy compound having two or more epoxy groups in one molecule obtained by reaction of epichlorohydrin and bisphenol A or bisphenol F, methyl epichlorohydrin and bisphenol A or bisphenol F, and the like.
• a dimethyl glycidyl ether type epoxy compound obtained by reacting bisphenol A, an epoxy compound obtained by reacting an alkylene oxide adduct of bisphenol A with epichlorohydrin or methyl epichlorohydrin, and the like can be used. These epoxy compounds may be used alone or in combination of two or more.
• novolac type epoxy compound for example, an epoxy compound obtained by reacting phenol novolak or cresol novolak with epichlorohydrin or methyl epichlorohydrin can be used. These epoxy compounds may be used alone or in combination of two or more.
• unsaturated monobasic acid examples include (meth) acrylic acid, cinnamic acid, crotonic acid, monomethylmalate, monopropylmalate, monobutenemalate, sorbic acid, mono (2-ethylhexyl) malate, and the like. be able to. These unsaturated monobasic acids may be used alone or in combination of two or more.
• polyester (meth) acrylate for example, a saturated polyester or an unsaturated polyester having two or more (meth) acryloyl groups in one molecule can be used.
• the saturated polyester is a condensation reaction of a saturated dibasic acid and a polyhydric alcohol
• the unsaturated polyester is a condensation reaction of an ⁇ , ⁇ -unsaturated dibasic acid and a polyhydric alcohol. Each of them has a (meth) acryloyl group at the terminal.
• the saturated dibasic acid, ⁇ , ⁇ -unsaturated dibasic acid and polyhydric alcohol can be the same as those used for the synthesis of the unsaturated polyester.
• Examples of the method for producing the polyester (meth) acrylate include a method of reacting a saturated polyester or unsaturated polyester with glycidyl (meth) acrylate by a known method.
• urethane (meth) acrylate having a hydroxyl group for example, those obtained by reacting a polyol, polyisocyanate, a hydroxyl group or a (meth) acrylic compound having an isocyanate group by a conventionally known method can be used.
• polyether polyol for example, polyether polyol, polycarbonate polyol, polyester polyol, acrylic polyol, caprolactone polyol, polybutadiene polyol, polyisoprene polyol and the like can be used. These polyols may be used alone or in combination of two or more.
• polyisocyanate examples include aromatic diisocyanates such as phenylene diisocyanate, diphenylmethane diisocyanate, tolylene diisocyanate, and naphthalene diisocyanate; hexamethylene diisocyanate, lysine diisocyanate, cyclohexane diisocyanate, isophorone diisocyanate, 4,4′-dicyclohexylmethane diisocyanate, xylylene Aliphatic or cycloaliphatic diisocyanates such as diisocyanate and tetramethylxylylene diisocyanate; formalin condensation of xylylene diisocyanate, tolylene diisocyanate, diphenylmethane diisocyanate, phenylene diisocyanate, polyphenylene polymethylene polyisocyanate, methylene diphenyl disissocyanate Body, and aromatic polyisocyanates carbodiimi
• Examples of the (meth) acrylic compound having a hydroxyl group include 2-hydroxyethyl (meth) acrylate, 2-hydroxypropyl (meth) acrylate, 3-hydroxybutyl (meth) acrylate, 4-hydroxybutyl (meth) acrylate, and the like.
• (Meth) acrylic acid alkyl esters having the following hydroxyl groups; polyethylene glycol monoacrylate, polypropylene glycol monoacrylate, and the like can be used. These compounds may be used alone or in combination of two or more.
• Examples of the (meth) acrylic compound having an isocyanate group include 2- (meth) acryloyloxyethyl isocyanate, 2- (2- (meth) acryloyloxyethyloxy) ethyl isocyanate, and 1,1-bis ((meth)).
• An acryloyloxymethyl) ethyl isocyanate etc. can be used. These compounds may be used alone or in combination of two or more.
• (meth) acrylate refers to one or both of methacrylate and acrylate
• (meth) acryloyl group refers to one or both of methacryloyl group and acryloyl group
• “Acrylic acid” refers to one or both of methacrylic acid and acrylic acid
• “(meth) acrylic compound” refers to one or both of an acrylic compound and a methacrylic compound.
• the number average molecular weight of the radical polymerizable resin (A) is preferably in the range of 500 to 10,000, more preferably in the range of 800 to 5,000, from the viewpoint of further improving the tensile properties and wet surface adhesion. Is more preferable, and the range of 1,000 to 3,000 is even more preferable.
• the number average molecular weight of the said radical polymerizable resin (A) shows the value measured on condition of the following by the gel permeation chromatography (GPC) method.
• Measuring device High-speed GPC device (“HLC-8220GPC” manufactured by Tosoh Corporation) Column: The following columns manufactured by Tosoh Corporation were connected in series. "TSKgel G5000" (7.8 mm ID x 30 cm) x 1 "TSKgel G4000” (7.8 mm ID x 30 cm) x 1 "TSKgel G3000” (7.8 mm ID x 30 cm) x 1 “TSKgel G2000” (7.8 mm ID ⁇ 30 cm) ⁇ 1 detector: RI (differential refractometer) Column temperature: 40 ° C Eluent: Tetrahydrofuran (THF) Flow rate: 1.0 mL / min Injection amount: 100 ⁇ L (tetrahydrofuran solution with a sample concentration of 0.4 mass%) Standard sample: A calibration curve was prepared using the following standard polystyrene.
• radical polymerizable monomer (B) examples include methyl (meth) acrylate, ethyl (meth) acrylate, n-butyl (meth) acrylate, isobutyl (meth) acrylate, t-butyl (meth) acrylate, and hexyl.
• radical polymerizable monomer (B) it is preferable to use methyl (meth) acrylate and / or a (meth) acrylic monomer having a boiling point of 100 ° C. or higher from the viewpoint that the room temperature drying property can be further improved. Furthermore, it is more preferable to use a (meth) acrylic monomer having a boiling point of 100 ° C. or higher from the viewpoint that the odor during construction can be further improved.
• the mass ratio [(A) / (B)] between the radical polymerizable resin (A) and the radical polymerizable monomer (B) is 10/90 to 10 from the viewpoint of tensile properties and wet surface adhesion. A range of 90/10 is preferable, and a range of 20/80 to 80/20 is more preferable.
• the cyclodextrin and / or derivative (C) is an essential component for imparting wet surface adhesion.
• Examples of the cyclodextrin and / or its derivative (C) include, for example, cyclodextrin; the hydrogen atom of the hydroxyl group of the glucose unit of cyclodextrin such as alkylated cyclodextrin, acetylated cyclodextrin, and hydroxyalkylated cyclodextrin. Those substituted with a group can be used.
• the cyclodextrin skeleton in cyclodextrin and cyclodextrin derivatives includes ⁇ -cyclodextrin consisting of 6 glucose units, ⁇ -cyclodextrin consisting of 7 glucose units, and ⁇ -cyclodextrin consisting of 8 glucose units.
• cyclodextrin derivative is used from the viewpoint that compatibility with the radical polymerizable resin (A) and the radical polymerizable monomer (B) can be further improved and wet surface adhesion can be further improved. It is preferable to use an alkylated cyclodextrin.
• the degree of substitution of other functional groups in the cyclodextrin derivative is 0.3 from the viewpoint of compatibility with the radical polymerizable resin (A) and the radical polymerizable monomer (B) and wet surface adhesion. It is preferably in the range of ⁇ 14 / glucose, more preferably in the range of 0.5 to 8 / glucose.
• alkylated cyclodextrin for example, methyl- ⁇ -cyclodextrin, methyl- ⁇ -cyclodextrin, methyl- ⁇ -cyclodextrin and the like can be used. These compounds may be used alone or in combination of two or more.
• acetylated cyclodextrin for example, monoacetyl- ⁇ -cyclodextrin, monoacetyl- ⁇ -cyclodextrin, monoacetyl- ⁇ -cyclodextrin and the like can be used. These compounds may be used alone or in combination of two or more.
• hydroxyalkylated cyclodextrin for example, hydroxypropyl- ⁇ -cyclodextrin, hydroxypropyl- ⁇ -cyclodextrin, hydroxypropyl- ⁇ -cyclodextrin and the like can be used. These compounds may be used alone or in combination of two or more.
• the content of the said cyclodextrin and / or its derivative (C) compatibility with the said radical polymerizable resin (A) and the said radical polymerizable monomer (B), tensile physical property, and wet surface adhesiveness are more.
• the content is preferably in the range of 0.1 to 20 parts by mass with respect to 100 parts by mass in total of the radical polymerizable resin (A) and the radical polymerizable monomer (B).
• the range of 0.5 to 10 parts by mass is more preferred, and the range of 1.5 to 8 parts by mass is even more preferred.
• the concrete repair material used in the present invention contains the radical polymerizable resin (A), the radical polymerizable monomer (B), and the cyclodextrin and / or its derivative (C) as essential components. You may contain another additive as needed.
• Examples of the other additive include a curing agent, a curing accelerator, a polymerization inhibitor, a pigment, a thixotropic agent, an antioxidant, a solvent, a filler, a reinforcing material, an aggregate, a flame retardant, and petroleum wax. be able to.
• an organic peroxide is preferably used from the viewpoint of surface dryness at room temperature.
• a compound, a peroxyketal compound, an alkyl perester compound, a carbonate compound, or the like can be used.
• These curing agents may be used alone or in combination of two or more. Among these, it is preferable to use a hydroperoxide compound from the viewpoint of storage stability.
• the amount of the curing agent used is preferably in the range of 0.001 to 10% by mass in the concrete repair material from the viewpoint of curability.
• the curing accelerator is a substance having an action of decomposing an organic peroxide of the curing agent by a redox reaction and facilitating generation of active radicals.
• a cobalt organic acid such as cobalt naphthenate and cobalt octylate is used.
• salts metal soaps such as zinc octylate, vanadium octylate, copper naphthenate, barium naphthenate, metal chelates such as vanadium acetyl acetate, cobalt acetyl acetate, iron acetylacetonate; aniline, N, N-dimethylaniline, N, N-diethylaniline, p-toluidine, N, N-dimethyl-p-toluidine, N, N-dimethyl-p-toluidine ethylene oxide adduct, N, N-bis (2-hydroxyethyl) -p-toluidine, 4- (N, N-dimethylamino) benzaldehyde, 4- [N, N-bi (2-hydroxyethyl) amino] benzaldehyde, 4- (N-methyl-N-hydroxyethylamino) benzaldehyde, N, N-bis (2-hydroxypropyl)
• the amount of the curing accelerator used is preferably in the range of 0.001 to 10% by mass in the concrete repair material from the viewpoint of curability.
• urethane methacrylate (A-1) having a number average molecular weight of 2607.
• urethane methacrylate (A-2) having a number average molecular weight of 1584.
• Example 1 30 parts by mass of urethane methacrylate (A-1) obtained in Synthesis Example 1, 70 parts by mass of dicyclopentenyloxyethyl methacrylate, and 1 part by mass of “methyl- ⁇ -cyclodextrin” (manufactured by Junsei Chemical Co., Ltd.) By mixing and stirring, a radical polymerizable resin composition was obtained. Next, 20 parts by mass of the radical polymerizable resin composition was weighed and adjusted to 25 ° C., and then 1 part by mass of cumene hydroperoxide was added to obtain a concrete repair material.
• Examples 2 to 3 and Comparative Examples 1 to 3 A concrete repair material was obtained in the same manner as in Example 1 except that the type and / or amount of the radical polymerizable resin, radical polymerizable monomer and cyclodextrin and / or derivative thereof were changed as shown in Table 1. It was.
• Examples 1 to 3 which are concrete repair materials of the present invention are not only dry surface adhesive. It was found that the wet surface dryness was also excellent.
• Comparative Examples 1 to 3 did not contain cyclodextrin and / or its derivative (C), but wet surface drying was poor.

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• Chemical & Material Sciences (AREA)
• Engineering & Computer Science (AREA)
• Ceramic Engineering (AREA)
• Materials Engineering (AREA)
• Structural Engineering (AREA)
• Organic Chemistry (AREA)
• Macromonomer-Based Addition Polymer (AREA)
• Working Measures On Existing Buildindgs (AREA)
• Aftertreatments Of Artificial And Natural Stones (AREA)

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• 2014
  • 2014-08-26 CN CN201480058642.5A patent/CN105658602B/zh active Active
  • 2014-08-26 WO PCT/JP2014/072246 patent/WO2015064191A1/ja active Application Filing
  • 2014-08-26 JP JP2015505747A patent/JP5743043B1/ja active Active
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