JP2016172442A - Waterproof structure and forming method of waterproof structure - Google Patents
Waterproof structure and forming method of waterproof structure Download PDFInfo
- Publication number
- JP2016172442A JP2016172442A JP2016052238A JP2016052238A JP2016172442A JP 2016172442 A JP2016172442 A JP 2016172442A JP 2016052238 A JP2016052238 A JP 2016052238A JP 2016052238 A JP2016052238 A JP 2016052238A JP 2016172442 A JP2016172442 A JP 2016172442A
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- JP
- Japan
- Prior art keywords
- waterproof
- weight
- acrylic polymer
- group
- waterproof structure
- Prior art date
- Legal status (The legal status is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the status listed.)
- Granted
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- XJRBAMWJDBPFIM-UHFFFAOYSA-N methyl vinyl ether Chemical compound COC=C XJRBAMWJDBPFIM-UHFFFAOYSA-N 0.000 description 1
- 239000001923 methylcellulose Substances 0.000 description 1
- LVHBHZANLOWSRM-UHFFFAOYSA-N methylenebutanedioic acid Natural products OC(=O)CC(=C)C(O)=O LVHBHZANLOWSRM-UHFFFAOYSA-N 0.000 description 1
- 230000005012 migration Effects 0.000 description 1
- 238000013508 migration Methods 0.000 description 1
- 238000002156 mixing Methods 0.000 description 1
- PSZYNBSKGUBXEH-UHFFFAOYSA-M naphthalene-1-sulfonate Chemical compound C1=CC=C2C(S(=O)(=O)[O-])=CC=CC2=C1 PSZYNBSKGUBXEH-UHFFFAOYSA-M 0.000 description 1
- 229910001453 nickel ion Inorganic materials 0.000 description 1
- 125000002560 nitrile group Chemical group 0.000 description 1
- 229910052757 nitrogen Inorganic materials 0.000 description 1
- UPHWVVKYDQHTCF-UHFFFAOYSA-N octadecylazanium;acetate Chemical compound CC(O)=O.CCCCCCCCCCCCCCCCCCN UPHWVVKYDQHTCF-UHFFFAOYSA-N 0.000 description 1
- 229920002114 octoxynol-9 Polymers 0.000 description 1
- 239000003921 oil Substances 0.000 description 1
- 239000003973 paint Substances 0.000 description 1
- WXZMFSXDPGVJKK-UHFFFAOYSA-N pentaerythritol Chemical compound OCC(CO)(CO)CO WXZMFSXDPGVJKK-UHFFFAOYSA-N 0.000 description 1
- 125000005459 perfluorocyclohexyl group Chemical group 0.000 description 1
- 230000035699 permeability Effects 0.000 description 1
- 150000002978 peroxides Chemical class 0.000 description 1
- JRKICGRDRMAZLK-UHFFFAOYSA-L persulfate group Chemical group S(=O)(=O)([O-])OOS(=O)(=O)[O-] JRKICGRDRMAZLK-UHFFFAOYSA-L 0.000 description 1
- PARWUHTVGZSQPD-UHFFFAOYSA-N phenylsilane Chemical compound [SiH3]C1=CC=CC=C1 PARWUHTVGZSQPD-UHFFFAOYSA-N 0.000 description 1
- 230000000704 physical effect Effects 0.000 description 1
- 238000005498 polishing Methods 0.000 description 1
- 229920003229 poly(methyl methacrylate) Polymers 0.000 description 1
- 229920002647 polyamide Polymers 0.000 description 1
- 239000004417 polycarbonate Substances 0.000 description 1
- 229920000515 polycarbonate Polymers 0.000 description 1
- 230000000379 polymerizing effect Effects 0.000 description 1
- 229920005862 polyol Polymers 0.000 description 1
- 229920000259 polyoxyethylene lauryl ether Polymers 0.000 description 1
- USHAGKDGDHPEEY-UHFFFAOYSA-L potassium persulfate Chemical compound [K+].[K+].[O-]S(=O)(=O)OOS([O-])(=O)=O USHAGKDGDHPEEY-UHFFFAOYSA-L 0.000 description 1
- 238000002360 preparation method Methods 0.000 description 1
- HJWLCRVIBGQPNF-UHFFFAOYSA-N prop-2-enylbenzene Chemical compound C=CCC1=CC=CC=C1 HJWLCRVIBGQPNF-UHFFFAOYSA-N 0.000 description 1
- RGBXDEHYFWDBKD-UHFFFAOYSA-N propan-2-yl propan-2-yloxy carbonate Chemical compound CC(C)OOC(=O)OC(C)C RGBXDEHYFWDBKD-UHFFFAOYSA-N 0.000 description 1
- QQONPFPTGQHPMA-UHFFFAOYSA-N propylene Natural products CC=C QQONPFPTGQHPMA-UHFFFAOYSA-N 0.000 description 1
- 125000004805 propylene group Chemical group [H]C([H])([H])C([H])([*:1])C([H])([H])[*:2] 0.000 description 1
- 230000035484 reaction time Effects 0.000 description 1
- 239000012966 redox initiator Substances 0.000 description 1
- 239000011342 resin composition Substances 0.000 description 1
- XWGJFPHUCFXLBL-UHFFFAOYSA-M rongalite Chemical compound [Na+].OCS([O-])=O XWGJFPHUCFXLBL-UHFFFAOYSA-M 0.000 description 1
- 229920006395 saturated elastomer Polymers 0.000 description 1
- 239000000565 sealant Substances 0.000 description 1
- SCPYDCQAZCOKTP-UHFFFAOYSA-N silanol Chemical compound [SiH3]O SCPYDCQAZCOKTP-UHFFFAOYSA-N 0.000 description 1
- 239000010454 slate Substances 0.000 description 1
- 235000019333 sodium laurylsulphate Nutrition 0.000 description 1
- 235000010265 sodium sulphite Nutrition 0.000 description 1
- 239000012321 sodium triacetoxyborohydride Substances 0.000 description 1
- DEWNCLAWVNEDHG-UHFFFAOYSA-M sodium;2-(2-methylprop-2-enoyloxy)ethanesulfonate Chemical compound [Na+].CC(=C)C(=O)OCCS([O-])(=O)=O DEWNCLAWVNEDHG-UHFFFAOYSA-M 0.000 description 1
- MNCGMVDMOKPCSQ-UHFFFAOYSA-M sodium;2-phenylethenesulfonate Chemical compound [Na+].[O-]S(=O)(=O)C=CC1=CC=CC=C1 MNCGMVDMOKPCSQ-UHFFFAOYSA-M 0.000 description 1
- 238000005507 spraying Methods 0.000 description 1
- 125000004079 stearyl group Chemical group [H]C([*])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])[H] 0.000 description 1
- 238000003756 stirring Methods 0.000 description 1
- 238000003860 storage Methods 0.000 description 1
- TXDNPSYEJHXKMK-UHFFFAOYSA-N sulfanylsilane Chemical class S[SiH3] TXDNPSYEJHXKMK-UHFFFAOYSA-N 0.000 description 1
- 150000003871 sulfonates Chemical class 0.000 description 1
- 150000003467 sulfuric acid derivatives Chemical class 0.000 description 1
- 238000010557 suspension polymerization reaction Methods 0.000 description 1
- 230000008961 swelling Effects 0.000 description 1
- 230000002194 synthesizing effect Effects 0.000 description 1
- 229920003002 synthetic resin Polymers 0.000 description 1
- 239000000057 synthetic resin Substances 0.000 description 1
- 239000000454 talc Substances 0.000 description 1
- 229910052623 talc Inorganic materials 0.000 description 1
- 125000000999 tert-butyl group Chemical group [H]C([H])([H])C(*)(C([H])([H])[H])C([H])([H])[H] 0.000 description 1
- ISXSCDLOGDJUNJ-UHFFFAOYSA-N tert-butyl prop-2-enoate Chemical compound CC(C)(C)OC(=O)C=C ISXSCDLOGDJUNJ-UHFFFAOYSA-N 0.000 description 1
- 239000004408 titanium dioxide Substances 0.000 description 1
- 125000005628 tolylene group Chemical group 0.000 description 1
- VZCYOOQTPOCHFL-UHFFFAOYSA-N trans-butenedioic acid Natural products OC(=O)C=CC(O)=O VZCYOOQTPOCHFL-UHFFFAOYSA-N 0.000 description 1
- ZDHXKXAHOVTTAH-UHFFFAOYSA-N trichlorosilane Chemical compound Cl[SiH](Cl)Cl ZDHXKXAHOVTTAH-UHFFFAOYSA-N 0.000 description 1
- 239000005052 trichlorosilane Substances 0.000 description 1
- 125000002889 tridecyl group Chemical group [H]C([*])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])[H] 0.000 description 1
- QQQSFSZALRVCSZ-UHFFFAOYSA-N triethoxysilane Chemical compound CCO[SiH](OCC)OCC QQQSFSZALRVCSZ-UHFFFAOYSA-N 0.000 description 1
- 239000013638 trimer Substances 0.000 description 1
- PDSVZUAJOIQXRK-UHFFFAOYSA-N trimethyl(octadecyl)azanium Chemical compound CCCCCCCCCCCCCCCCCC[N+](C)(C)C PDSVZUAJOIQXRK-UHFFFAOYSA-N 0.000 description 1
- AVWRKZWQTYIKIY-UHFFFAOYSA-N urea-1-carboxylic acid Chemical group NC(=O)NC(O)=O AVWRKZWQTYIKIY-UHFFFAOYSA-N 0.000 description 1
- 229920006163 vinyl copolymer Polymers 0.000 description 1
- 229920001567 vinyl ester resin Polymers 0.000 description 1
- 229910052725 zinc Inorganic materials 0.000 description 1
- 239000011701 zinc Substances 0.000 description 1
- PAPBSGBWRJIAAV-UHFFFAOYSA-N ε-Caprolactone Chemical compound O=C1CCCCCO1 PAPBSGBWRJIAAV-UHFFFAOYSA-N 0.000 description 1
Landscapes
- Laminated Bodies (AREA)
- Sealing Material Composition (AREA)
- Polyurethanes Or Polyureas (AREA)
- Paints Or Removers (AREA)
Abstract
Description
本発明は、アクリルポリマーを含有する水系のプライマー組成物を基材に塗布した後、その上に防水材を塗布する防水構造の形成方法、および当該方法によって得られた防水構造に関する。 The present invention relates to a method for forming a waterproof structure in which a water-based primer composition containing an acrylic polymer is applied to a substrate and then a waterproof material is applied thereon, and a waterproof structure obtained by the method.
ビルディングの屋上、廊下、ベランダ、屋外駐車場などのコンクリート構造物に防水性能を付与するために、トリレンジイソシアネート末端プレポリマーを主剤とし、これと、芳香族アミン、可塑剤、充填剤などを配合した硬化剤とを施工現場で混合して塗工する２液型常温硬化性ウレタン塗膜防水材が広く使用されている。これらコンクリートやモルタル下地に防水施工を行う場合には、この下地と防水材層との接着性を高め、かつ防水材層のふくれ現象を防止するために下地基材に対しあらかじめプライマー処理を行うことが必須とされている。 In order to give waterproofing performance to concrete structures such as rooftops, corridors, verandas, and outdoor parking lots of buildings, the main component is tolylene diisocyanate-terminated prepolymer, which is combined with aromatic amines, plasticizers, fillers, etc. A two-component room temperature curable urethane coating waterproofing material is widely used in which the cured agent is mixed and applied at the construction site. When waterproofing is applied to these concrete and mortar bases, primer treatment should be applied to the base material in advance in order to improve the adhesion between the base and the waterproof layer and to prevent the waterproof layer from swelling. Is required.
上記ウレタン塗膜防水材用の水系プライマーとしては、エポキシ基、水酸基、ケトン基を有するアクリル系水分散体と架橋剤を含む硬化性組成物が知られている（特許文献１）。 As an aqueous primer for the urethane coating film waterproof material, a curable composition containing an acrylic aqueous dispersion having an epoxy group, a hydroxyl group, and a ketone group and a crosslinking agent is known (Patent Document 1).
また、壁材等の建築材料の隙間（目地）等に充填施工して、硬化させ隙間をふさいで水密、気密を保つために用いられるシーリング材、主にウレタン系シーリング材用の水系プライマーとして、表面にビニルエーテル系のオリゴマーまたはポリマーを有する平均粒子径が０．６μｍ以下のアクリル粒子を含有するアクリル系エマルジョンが開示されている（特許文献２）。 Also, as a sealing material used to maintain watertightness and airtightness by filling and filling the gaps (joints) of building materials such as wall materials, and curing and sealing the gaps, mainly as a water-based primer for urethane-based sealing materials, An acrylic emulsion containing acrylic particles having a vinyl ether oligomer or polymer on the surface and an average particle size of 0.6 μm or less is disclosed (Patent Document 2).
一方、反応性ケイ素基含有ポリオキシアルキレン系重合体を用いる硬化性組成物も防水材、特にシーリング材としての使用されており、プライマーとして反応性シリル基を有する単量体と、炭素数が１０以上のアルキル基を有する（メタ）アクリル酸エステルとを含有する単量体を重合したアクリル系共重合体を含む組成物が開示されている（特許文献３）。 On the other hand, a curable composition using a reactive silicon group-containing polyoxyalkylene polymer is also used as a waterproof material, particularly as a sealing material, and has a monomer having a reactive silyl group as a primer and a carbon number of 10 The composition containing the acrylic copolymer which superposed | polymerized the monomer containing the (meth) acrylic acid ester which has the above alkyl group is disclosed (patent document 3).
本発明は、基材、特にコンクリート、モルタル、ガラス等と防水材との接着性を向上させる環境問題、臭気、安全性等の問題がない水系のプライマー組成物を用いた防水構造および防水構造の形成方法を提供することを目的とする。 The present invention provides a waterproof structure and a waterproof structure using a water-based primer composition that does not have problems such as environmental problems, odors, safety, etc. that improve the adhesion between a base material, particularly concrete, mortar, glass, etc., and a waterproof material. An object is to provide a forming method.
本発明者らは、上記問題を解決するために鋭意検討した結果、以下の発明を完成させた。 As a result of intensive studies to solve the above problems, the present inventors have completed the following invention.
すなわち本発明は、
（１）．
基材とプライマー層と防水材層とを有する防水構造であって、プライマー層が加水分解性シリル基とエポキシ基と水酸基を有するアクリルポリマー（Ａ）と、イソシアネート系架橋剤（Ｂ）とを、含有する水系プライマーの硬化物であり、防水材層が加水分解性シリル基を有する重合体（Ｃ）を含む防水材またはウレタン系防水材の硬化物である防水構造、
（２）．基材が、コンクリート、モルタル、またはガラスである（１）に記載の防水構造、
（３）．防水材が、塗膜防水材、またはシーリング材である（１）または（２）に記載の防水構造、
（４）．アクリルポリマー（Ａ）が、加水分解性シリル基含有不飽和単量体（ａ）に由来する繰り返し単位を有し、（ａ）成分の使用量が、アクリルポリマー（Ａ）に用いる単量体の合計量１００重量部に対し０．１〜２０重量部である（１）〜（３）のいずれか１項に記載の防水構造、
（５）．アクリルポリマー（Ａ）が、加水分解性シリル基含有不飽和単量体（ａ）に由来する繰り返し単位を有し、（ａ）成分の使用量が、アクリルポリマー（Ａ）に用いる単量体の合計量１００重量部に対し３〜１０重量部である（１）〜（３）のいずれか１項に記載の防水構造、
（６）．アクリルポリマー（Ａ）が、エポキシ基含有不飽和単量体（ｂ）に由来する繰り返し単位を有し、（ｂ）成分の使用量が、アクリルポリマー（Ａ）に用いる単量体の合計量１００重量部に対し０．７〜１２重量部である（１）〜（５）のいずれか１項に記載の防水構造、
（７）．アクリルポリマー（Ａ）が、水酸基含有不飽和単量体（ｃ）に由来する繰り返し単位を有し、（ｃ）成分の使用量が、アクリルポリマー（Ａ）に用いる単量体の合計量１００重量部に対し０．７〜１２重量部である（１）〜（６）のいずれか１項に記載の防水構造、
（８）．基材にプライマー組成物を塗布した後、防水材を塗布する防水構造の形成方法であって、プライマー組成物が加水分解性シリル基とエポキシ基と水酸基を有するアクリルポリマー（Ａ）と、イソシアネート系架橋剤（Ｂ）とを含有する水系プライマー組成物であり、防水材が加水分解性シリル基を有する重合体（Ｃ）を含む防水材またはウレタン系防水材である防水構造の形成方法、
に関する。
That is, the present invention
(1).
A waterproof structure having a base material, a primer layer, and a waterproof material layer, wherein the primer layer comprises a hydrolyzable silyl group, an epoxy group and a hydroxyl group, an acrylic polymer (A), and an isocyanate-based crosslinking agent (B). A waterproof structure which is a cured product of a water-based primer containing, a waterproof material containing a polymer (C) having a hydrolyzable silyl group in a waterproof material layer or a cured product of a urethane-based waterproof material,
(2). The waterproof structure according to (1), wherein the base material is concrete, mortar, or glass,
(3). The waterproof structure according to (1) or (2), wherein the waterproof material is a coating film waterproof material or a sealing material,
(4). The acrylic polymer (A) has a repeating unit derived from the hydrolyzable silyl group-containing unsaturated monomer (a), and the amount of the component (a) used is that of the monomer used for the acrylic polymer (A). The waterproof structure according to any one of (1) to (3), which is 0.1 to 20 parts by weight with respect to a total amount of 100 parts by weight,
(5). The acrylic polymer (A) has a repeating unit derived from the hydrolyzable silyl group-containing unsaturated monomer (a), and the amount of the component (a) used is that of the monomer used for the acrylic polymer (A). The waterproof structure according to any one of (1) to (3), which is 3 to 10 parts by weight relative to 100 parts by weight of the total amount,
(6). The acrylic polymer (A) has a repeating unit derived from the epoxy group-containing unsaturated monomer (b), and the amount of the component (b) used is a total amount of monomers used for the acrylic polymer (A) of 100. The waterproof structure according to any one of (1) to (5), which is 0.7 to 12 parts by weight with respect to parts by weight,
(7). The acrylic polymer (A) has a repeating unit derived from the hydroxyl group-containing unsaturated monomer (c), and the amount of the component (c) used is the total amount of monomers used for the acrylic polymer (A) of 100 weight. The waterproof structure according to any one of (1) to (6), which is 0.7 to 12 parts by weight relative to a part,
(8). A method of forming a waterproof structure in which a primer composition is applied to a substrate and then a waterproof material is applied, the primer composition comprising an acrylic polymer (A) having a hydrolyzable silyl group, an epoxy group and a hydroxyl group, and an isocyanate type A water-based primer composition containing a crosslinking agent (B), and a waterproof structure forming method comprising a polymer (C) having a hydrolyzable silyl group as a waterproof material, or a waterproof structure.
About.
本発明によって、コンクリート、モルタル、ガラス等の基材と防水材との接着性を向上させることが可能で、環境問題、臭気、安全性等の問題がない、水系のプライマー組成物を用いた防水構造、および防水構造の形成方法を提供できる。 According to the present invention, it is possible to improve the adhesion between a base material such as concrete, mortar, and glass and a waterproofing material, and there is no problem such as environmental problems, odors, safety, etc., waterproofing using an aqueous primer composition A structure and a method for forming a waterproof structure can be provided.
本発明は、基材とプライマー層と防水材層とを有する防水構造であって、プライマー層が加水分解性シリル基とエポキシ基と水酸基を有するアクリルポリマー（Ａ）と、イソシアネート系架橋剤（Ｂ）とを、含有する水系プライマーの硬化物であり、防水材層が加水分解性シリル基を有する重合体（Ｃ）を含む防水材またはウレタン系防水材の硬化物である防水構造に関する。 The present invention is a waterproof structure having a substrate, a primer layer and a waterproof material layer, wherein the primer layer has an acrylic polymer (A) having a hydrolyzable silyl group, an epoxy group and a hydroxyl group, and an isocyanate-based crosslinking agent (B The water-resistant primer is a cured product of a water-based primer, and the waterproof layer is a waterproof material including a polymer (C) having a hydrolyzable silyl group or a cured product of a urethane-based waterproof material.
また本発明は、基材にプライマー組成物を塗布した後、防水材を塗布する防水構造の形成方法であって、プライマー組成物が加水分解性シリル基とエポキシ基と水酸基を有するアクリルポリマー（Ａ）と、イソシアネート系架橋剤（Ｂ）とを含有する水系プライマー組成物であり、防水材が加水分解性シリル基を有する重合体（Ｃ）を含む防水材またはウレタン系防水材である防水構造の形成方法に関する。 The present invention also relates to a method for forming a waterproof structure in which a primer composition is applied to a substrate and then a waterproof material is applied. The primer composition includes an acrylic polymer having hydrolyzable silyl groups, epoxy groups, and hydroxyl groups (A ) And an isocyanate-based crosslinking agent (B), and the waterproof structure is a waterproof structure or a urethane-based waterproof material containing a polymer (C) having a hydrolyzable silyl group as a waterproof material. It relates to a forming method.
＜アクリルポリマー（Ａ）を含有する水系のプライマー組成物＞
本発明の水系プライマー組成物は、加水分解性シリル基とエポキシ基と水酸基を有するアクリルポリマー（Ａ）を含有し、イソシアネート系架橋剤（Ｂ）を含有することによって、基材との接着性、特にコンクリート、モルタル、ガラスへの接着性が向上する。
<Aqueous primer composition containing acrylic polymer (A)>
The water-based primer composition of the present invention contains an acrylic polymer (A) having a hydrolyzable silyl group, an epoxy group and a hydroxyl group, and contains an isocyanate-based crosslinking agent (B). In particular, adhesion to concrete, mortar and glass is improved.
（アクリルポリマー（Ａ））
アクリルポリマー（Ａ）は、加水分解性シリル基、エポキシ基、および水酸基を有する。
加水分解性シリル基を有するアクリルポリマー（Ａ）は、加水分解性シリル基含有不飽和単量体（ａ）を含む単量体の共重合によって得る事が好ましい。加水分解性シリル基含有不飽和単量体（ａ）としては、分子中に加水分解性シリル基と重合可能な二重結合を有する単量体であり、例えば、ビニルトリメトキシシラン、γ−（メタ）アクリロキシプロピルトリメトキシシラン、ビニルトリエトキシシラン、γ−（メタ）アクリロキシプロピルトリエトキシシラン、γ−（メタ）アクリロキシプロピルトリプロポキシシラン、γ−（メタ）アクリロキシプロピルトリブトキシシラン、ビニルメチルジメトキシシラン、γ−（メタ）アクリロキシプロピルメチルジメトキシシラン、ビニルメチルジエトキシシラン、γ−（メタ）アクリロキシプロピルメチルジエトキシシラン、γ−（メタ）アクリロキシプロピルメチルジプロポキシシラン、γ−（メタ）アクリロキシプロピルメチルジブトキシシランなどが挙げられ、これらを１種又は２種以上併用して用いることができる。
(Acrylic polymer (A))
The acrylic polymer (A) has a hydrolyzable silyl group, an epoxy group, and a hydroxyl group.
The acrylic polymer (A) having a hydrolyzable silyl group is preferably obtained by copolymerization of a monomer containing the hydrolyzable silyl group-containing unsaturated monomer (a). The hydrolyzable silyl group-containing unsaturated monomer (a) is a monomer having a double bond polymerizable with the hydrolyzable silyl group in the molecule. For example, vinyltrimethoxysilane, γ- ( (Meth) acryloxypropyltrimethoxysilane, vinyltriethoxysilane, γ- (meth) acryloxypropyltriethoxysilane, γ- (meth) acryloxypropyltripropoxysilane, γ- (meth) acryloxypropyltributoxysilane, Vinylmethyldimethoxysilane, γ- (meth) acryloxypropylmethyldimethoxysilane, vinylmethyldiethoxysilane, γ- (meth) acryloxypropylmethyldiethoxysilane, γ- (meth) acryloxypropylmethyldipropoxysilane, γ -(Meth) acryloxypropylmethyldibutoxysilane These may be used, and these may be used alone or in combination of two or more.
これらの単量体のなかでも、エトキシ基を有しているシランが好ましく、ビニルトリエトキシシラン、γ−（メタ）アクリロキシプロピルトリエトキシシラン、ビニルメチルジエトキシシラン、γ−（メタ）アクリロキシプロピルメチルジエトキシシラン、がより好ましく、ビニルトリエトキシシラン、γ−（メタ）アクリロキシプロピルトリエトキシシランがさらに好ましく、γ−（メタ）アクリロキシプロピルトリエトキシシランが最も好ましい。これらのアルコキシシリル基含有単量体を使用することにより、アクリル重合時には加水分解反応が進行せず、基材にプライマーを塗布したときに加水分解反応が進行して塗膜が形成されるようになる。また、耐候性、耐水性を向上させることも可能である。本明細書中の「（メタ）アクリレート」という表現は、アクリレートおよび／またはメタアクリレートを表すこととする。 Among these monomers, silanes having an ethoxy group are preferable, and vinyltriethoxysilane, γ- (meth) acryloxypropyltriethoxysilane, vinylmethyldiethoxysilane, γ- (meth) acryloxy. Propylmethyldiethoxysilane is more preferable, vinyltriethoxysilane and γ- (meth) acryloxypropyltriethoxysilane are more preferable, and γ- (meth) acryloxypropyltriethoxysilane is most preferable. By using these alkoxysilyl group-containing monomers, the hydrolysis reaction does not proceed at the time of acrylic polymerization, and when the primer is applied to the substrate, the hydrolysis reaction proceeds to form a coating film. Become. It is also possible to improve weather resistance and water resistance. The expression “(meth) acrylate” in the present specification represents acrylate and / or methacrylate.
（ａ）成分は、アクリルポリマー（Ａ）に用いる単量体の合計量１００重量部に対し０．１〜２０重量部用いられるのが好ましく、０．５〜１０重量部用いられるのがさらに好ましく、耐水接着性を向上させる点で３〜１０重量部用いられるのが特に好ましい。 The component (a) is preferably used in an amount of 0.1 to 20 parts by weight, more preferably 0.5 to 10 parts by weight, based on 100 parts by weight of the total amount of monomers used in the acrylic polymer (A). It is particularly preferable to use 3 to 10 parts by weight in terms of improving water-resistant adhesion.
０．１重量部未満では、防水材あるいは基材との十分な付着性が得られないため好ましくなく、２０重量部を超えると貯蔵安定性が悪化するため好ましくない。 If it is less than 0.1 parts by weight, it is not preferable because sufficient adhesion to a waterproof material or a substrate cannot be obtained, and if it exceeds 20 parts by weight, storage stability is deteriorated, which is not preferable.
エポキシ基を有するアクリルポリマー（Ａ）は、エポキシ基含有不飽和単量体（ｂ）を含む単量体の共重合によって得る事が好ましい。エポキシ基含有不飽和単量体（ｂ）としては、分子中にエポキシ基と重合可能な二重結合を有する単量体であり、例えば、グリシジル（メタ）アクリレート、（メタ）アリルグリシジルエーテル、グリシジルビニルエーテル、３，４−エポキシシクロヘキシル（メタ）アクリレート、ダイセル化学工業（株）製Ｍ−ＧＭＡ、Ｃｙｃｌｏｍｅｒ Ｍ−１００、Ｃｙｃｌｏｍｅｒ Ａ−２００、Ｃｙｃｌｏｍｅｒ Ｍ−１０１、セロキサイド２０００等が挙げられる。これらから選択される１種以上を用いることができる。これらの中では、グリシジルメタクリレートが好ましい。 The acrylic polymer (A) having an epoxy group is preferably obtained by copolymerization of a monomer containing the epoxy group-containing unsaturated monomer (b). The epoxy group-containing unsaturated monomer (b) is a monomer having a double bond polymerizable with an epoxy group in the molecule, such as glycidyl (meth) acrylate, (meth) allyl glycidyl ether, glycidyl. Examples include vinyl ether, 3,4-epoxycyclohexyl (meth) acrylate, Daicel Chemical Industries, Ltd. M-GMA, Cycler M-100, Cycler A-200, Cycler M-101, Celoxide 2000, and the like. One or more selected from these can be used. Of these, glycidyl methacrylate is preferred.
（ｂ）成分は、アクリルポリマー（Ａ）に用いる単量体の合計量１００重量部に対し０．１〜２０重量部用いられるのが好ましく、さらには、０．１〜１５重量部、特には０．７〜１２重量部用いられるのが好ましい。
０．１重量部未満では、防水材あるいは基材との十分な付着性が得られないため好ましくなく、２０重量部を超えると耐久性が低下し、又、価格的に高価となるため好ましくない。
The component (b) is preferably used in an amount of 0.1 to 20 parts by weight, more preferably 0.1 to 15 parts by weight, particularly 100 parts by weight of the total amount of monomers used in the acrylic polymer (A). It is preferable to use 0.7 to 12 parts by weight.
If it is less than 0.1 parts by weight, it is not preferable because sufficient adhesion to a waterproofing material or a substrate cannot be obtained, and if it exceeds 20 parts by weight, durability is lowered, and it is not preferable because it is expensive in price. .
水酸基を有するアクリルポリマー（Ａ）は、水酸基含有不飽和単量体（ｃ）を含む単量体の共重合によって得る事が好ましい。水酸基含有不飽和単量体（ｃ）としては、分子中に水酸基と重合可能な二重結合を有する単量体であり、例えば、２−ヒドロキシエチル（メタ）アクリレート、２−ヒドロキシプロピル（メタ）アクリレート、２−ヒドロキシブチル（メタ）アクリレート、４−ヒドロキシブチル（メタ）アクリレ−ト、２−ヒドロキシエチルビニルエ−テル、Ｎ−メチロ−ル（メタ）アクリルアミド、東亞合成工業（株）製のアロニクス５７００、４−ヒドロキシスチレン、日本触媒（株）製のＨＥ−１０、ＨＥ−２０、ＨＰ−１およびＨＰ−２０（以上、いずれも末端に水酸基を有するアクリル酸エステルオリゴマ−）、日油（株）製のブレンマ−ＰＰシリ−ズ（ポリプロピレングリコ−ルメタクリレ−ト）ブレンマ−ＰＥシリ−ズ（ポリエチレングリコ−ルモノメタクリレ−ト）ブレンマ−ＰＥＰシリ−ズ（ポリエチレングリコ−ルポリプロピレングリコ−ルメタクリレ−ト）ブレンマ−ＡＰ−４００（ポリプロピレングリコ−ルモノアクリレ−ト）、ブレンマ−ＡＥ−３５０（ポリエチレングリコ−ルモノアクリレ−ト）およびブレンマ−ＧＬＭ（グリセロ−ルモノメタクリレ−ト）、Ｎ−メチロ−ル（メタ）アクリルアミドなどの（メタ）アクリル酸のヒドロキシアルキルエステル類、水酸基含有化合物とε−カプロラクトンとの反応により得られるε−カプロラクトン変性ヒドロキシアルキルビニル系共重合体化合物Ｐｌａｃｃｅｌ ＦＡ−１、Ｐｌａｃｃｅｌ ＦＡ−４、Ｐｌａｃｃｅｌ ＦＭ−１、Ｐｌａｃｃｅｌ ＦＭ−４（以上ダイセル化学工業（株）製）、ＴＯＮＥ Ｍ−２０１（ＵＣＣ社製）、ポリカ−ボネ−ト含有ビニル系化合物（具体例としては、ＨＥＡＣ−１（ダイセル化学工業（株）製）などの水酸基を有するモノエチレン性不飽和モノマーを共重合モノマーとした１分子中に２以上の水酸基を有するアクリルポリオール等が挙げられる。中でも、２−ヒドロキシエチル（メタ）アクリレート、２−ヒドロキシプロピル（メタ）アクリレート、２−ヒドロキシブチル（メタ）アクリレートが好ましい。 The acrylic polymer (A) having a hydroxyl group is preferably obtained by copolymerization of a monomer containing a hydroxyl group-containing unsaturated monomer (c). The hydroxyl group-containing unsaturated monomer (c) is a monomer having a double bond polymerizable with a hydroxyl group in the molecule, such as 2-hydroxyethyl (meth) acrylate and 2-hydroxypropyl (meth). Acrylics, 2-hydroxybutyl (meth) acrylate, 4-hydroxybutyl (meth) acrylate, 2-hydroxyethyl vinyl ether, N-methylol (meth) acrylamide, manufactured by Toagosei Co., Ltd. 5700, 4-hydroxystyrene, Nippon Shokubai Co., Ltd. HE-10, HE-20, HP-1 and HP-20 (all of which are acrylate oligomers having a hydroxyl group at the terminal), NOF Corporation Blemma-PP series (polypropylene glycol methacrylate), Blemma-PE series (polyethylene glycol) Rummonomethacrylate) Blemma-PEP series (Polyethylene glycol polypropylene glycol methacrylate) Blemma AP-400 (Polypropylene glycol monoacrylate), Blemma AE-350 (Polyethylene glycol monoacrylate) ) And Blemma-GLM (glycerol monomethacrylate), N-methylol (meth) acrylamide and other (meth) acrylic acid hydroxyalkyl esters, and hydroxyl group-containing compounds and ε-caprolactone. ε-Caprolactone-modified hydroxyalkyl vinyl copolymer compound, Placcel FA-1, Placcel FA-4, Placcel FM-1, Placcel FM-4 (manufactured by Daicel Chemical Industries, Ltd.), TONE M-201 ( UCC), a polycarbonate-containing vinyl compound (as a specific example, a monoethylenically unsaturated monomer having a hydroxyl group such as HEAC-1 (manufactured by Daicel Chemical Industries) was used as a copolymerization monomer 1 Examples thereof include acrylic polyol having two or more hydroxyl groups in the molecule, among which 2-hydroxyethyl (meth) acrylate, 2-hydroxypropyl (meth) acrylate, and 2-hydroxybutyl (meth) acrylate are preferable.
（ｃ）成分の添加量は、アクリルポリマー（Ａ）に用いる単量体の合計量１００重量部に対し０．１〜２０重量部、あるいは、０．１〜１５重量部、特には０．７〜１２重量部が好ましい。
０．１重量部未満では、防水材あるいは基材との十分な付着性が得られないため好ましくなく、２０重量部を超えると、重合安定性が低下する為、好ましくない。
Component (c) is added in an amount of 0.1 to 20 parts by weight, or 0.1 to 15 parts by weight, and particularly 0.7 to 100 parts by weight of the total amount of monomers used in the acrylic polymer (A). ˜12 parts by weight is preferred.
If it is less than 0.1 part by weight, it is not preferable because sufficient adhesion to a waterproof material or a substrate cannot be obtained, and if it exceeds 20 parts by weight, the polymerization stability is lowered, which is not preferable.
さらにアクリルポリマー（Ａ）は、それ以外の単量体も用いて良く、それ以外の単量体としては、メチル（メタ）アクリレート、エチル（メタ）アクリレート、ｉｓｏ−プロピル（メタ）アクリレート、ｎ−ブチル（メタ）アクリレート、ｉｓｏ−ブチル（メタ）アクリレート、ｔｅｒｔ−ブチル（メタ）アクリレート、ベンジル（メタ）アクリレート、シクロヘキシル（メタ）アクリレート、２−エチルヘキシル（メタ）アクリレート、イソデシル（メタ）メタクリレート、ラウリル（メタ）アクリレート、トリデシル（メタ）アクリレート、ステアリル（メタ）アクリレート、イソボニル（メタ）アクリレートなどの（メタ）アクリル酸アルキルエステル単量体。スチレン、α−メチルスチレン、クロロスチレン、ビニルトルエンなどの芳香族炭化水素系ビニル単量体。酢酸ビニル、プロピオン酸ビニル、バーサチック酸ビニル、ジアリルフタレートなどのビニルエステルやアリル化合物。（メタ）アクリロニトリルなどのニトリル基含有ビニル系単量体。東亞合成（株）製のマクロモノマーであるＡＳ−６、ＡＮ−６、ＡＡ−６、ＡＢ−６、ＡＫ−５などの化合物、ビニルメチルエーテル、プロピレン、ブタジエン等。アクリル酸、メタクリル酸、イタコン酸、マレイン酸等のカルボキシル基含有単量体。スチレンスルホン酸ナトリウム、２−スルホエチルメタクリレートナトリウム、２−スルホエチルメタクリレートアンモニウム等の親水性を有するビニル系単量体。ポリオキシアルキレン鎖を有するビニル系単量体が挙げられる。アクリル酸アルキルエステル単量体のなかでも、ｎ−ブチルメタクリレート、２−エチルヘキシルメタクリレートを使用すると耐水接着性が向上するため好ましい。さらに２−エチルヘキシルメタクリレートと２−エチルヘキシルアクリレートの合計１００重量％のうち２−エチルヘキシルメタクリレートが５０％以上含有すると耐水接着性が向上するため好ましい。 Further, the acrylic polymer (A) may use other monomers. Examples of other monomers include methyl (meth) acrylate, ethyl (meth) acrylate, iso-propyl (meth) acrylate, n- Butyl (meth) acrylate, iso-butyl (meth) acrylate, tert-butyl (meth) acrylate, benzyl (meth) acrylate, cyclohexyl (meth) acrylate, 2-ethylhexyl (meth) acrylate, isodecyl (meth) methacrylate, lauryl ( (Meth) acrylic acid alkyl ester monomers such as (meth) acrylate, tridecyl (meth) acrylate, stearyl (meth) acrylate, and isobonyl (meth) acrylate. Aromatic hydrocarbon vinyl monomers such as styrene, α-methylstyrene, chlorostyrene and vinyltoluene. Vinyl esters and allyl compounds such as vinyl acetate, vinyl propionate, vinyl versatate and diallyl phthalate. Nitrile group-containing vinyl monomers such as (meth) acrylonitrile. Compounds such as AS-6, AN-6, AA-6, AB-6, and AK-5, which are macromonomers manufactured by Toagosei Co., Ltd., vinyl methyl ether, propylene, butadiene and the like. Carboxyl group-containing monomers such as acrylic acid, methacrylic acid, itaconic acid and maleic acid. Hydrophilic vinyl monomers such as sodium styrenesulfonate, sodium 2-sulfoethyl methacrylate, and 2-sulfoethyl methacrylate ammonium. Examples thereof include vinyl monomers having a polyoxyalkylene chain. Among the acrylic acid alkyl ester monomers, n-butyl methacrylate and 2-ethylhexyl methacrylate are preferable because the water-resistant adhesion is improved. Furthermore, it is preferable to contain 50% or more of 2-ethylhexyl methacrylate out of a total of 100% by weight of 2-ethylhexyl methacrylate and 2-ethylhexyl acrylate, because the water-resistant adhesion is improved.
また、ポリエチレングリコールジ（メタ）アクリレート、エチレングリコールジ（メタ）アクリレート、トリアリルシアヌレート、アリル（メタ）アクリレート、ジビニルベンゼンなどの重合性の不飽和結合を２つ以上有する単量体を使用することも可能である。この場合、生成した粒子内部に架橋を有する構造となり、形成した塗膜の耐水性が向上する。 In addition, a monomer having two or more polymerizable unsaturated bonds such as polyethylene glycol di (meth) acrylate, ethylene glycol di (meth) acrylate, triallyl cyanurate, allyl (meth) acrylate, divinylbenzene or the like is used. It is also possible. In this case, the generated particles have a structure having cross-linking, and the water resistance of the formed coating film is improved.
トリフルオロ（メタ）アクリレート、ペンタフルオロ（メタ）アクリレート、パーフルオロシクロヘキシル（メタ）アクリレート、２，２，３，３−テトラフルオロプロピルメタクリレート、β−（パーフルオロオクチル）エチル（メタ）アクリレートなどのふっ素含有ビニル系単量体を使用することにより高度な撥水・撥油を付与することも可能である。 Fluorine such as trifluoro (meth) acrylate, pentafluoro (meth) acrylate, perfluorocyclohexyl (meth) acrylate, 2,2,3,3-tetrafluoropropyl methacrylate, β- (perfluorooctyl) ethyl (meth) acrylate It is possible to impart high water and oil repellency by using a vinyl-containing monomer.
また、ジアセトンアクリルアミド、メチルビニルケトン等のカルボニル基含有ビニル系単量体を用い、ヒドラジンおよび／またはヒドラジド基を含有する化合物を配合することにより、架橋性を付与することも可能であり、形成した塗膜の耐水性が向上する。 It is also possible to impart crosslinkability by blending a compound containing hydrazine and / or hydrazide group using a carbonyl group-containing vinyl monomer such as diacetone acrylamide and methyl vinyl ketone. The water resistance of the coated film is improved.
なお、（メタ）アクリル酸アルキルエステル単量体を使用する場合、炭素数１０以上のアルキルを有する単量体を使用した場合、以下に記載の好ましい重合方法である乳化重合の際に重合安定性が悪化するため、炭素数１０以上のアルキルを有する単量体を使用しないほうが好ましい。 When a (meth) acrylic acid alkyl ester monomer is used, when a monomer having an alkyl having 10 or more carbon atoms is used, the polymerization stability during emulsion polymerization, which is the preferred polymerization method described below, is used. Therefore, it is preferable not to use a monomer having an alkyl having 10 or more carbon atoms.
本発明に用いるアクリルポリマー（Ａ）のガラス転位温度Ｔｇは−４０〜５０℃であることが好ましく、−１５℃〜３０℃がより好ましく、０℃〜３０℃がさらに好ましい。−４０℃より低くなると、塗膜が脆弱になり、耐水後の密着性が低下する傾向にある。５０℃より高くなると、粒子を成膜するために必要な成膜助剤量が多量に必要になり、成膜助剤が耐水性、密着性を阻害するため好ましくない。
なおＴｇは下記Ｆｏｘの式より求められる。
The glass transition temperature Tg of the acrylic polymer (A) used in the present invention is preferably −40 to 50 ° C., more preferably −15 ° C. to 30 ° C., and further preferably 0 ° C. to 30 ° C. When it becomes lower than −40 ° C., the coating film becomes brittle, and the adhesion after water resistance tends to decrease. When the temperature is higher than 50 ° C., a large amount of film forming aid is required to form particles, which is not preferable because the film forming aid inhibits water resistance and adhesion.
Tg is obtained from the following Fox equation.
Ｆｏｘの式：
１／（Ｔｇ（Ｋ））＝Σ（Ｍｉ／Ｔｇｉ）
（式中、Ｍｉは重合体を構成する単量体ｉ成分の重量分率、Ｔｇｉは単量体ｉのホモポリマーのガラス転移温度（Ｋ）を表す。）。
Fox formula:
1 / (Tg (K)) = Σ (Mi / Tgi)
(In the formula, Mi represents the weight fraction of the monomer i component constituting the polymer, and Tgi represents the glass transition temperature (K) of the homopolymer of monomer i).
又、各単量体成分の単独重合体のガラス転移温度（Ｔｇｉ）としては次に示す値を用いた。
メチルメタクリレート １０５℃
２−エチルヘキシルメタクリレート −７５℃
２−エチルヘキシルアクリレート −１０℃
スチレン １００℃
グリシジルメタクリレート ４１℃
ヒドロキシエチルメタクリレート ５５℃
ジアセトンアクリルアミド ７７℃
γ−メタクリロキシプロピルトリエトキシシラン ４３℃
Moreover, the following value was used as the glass transition temperature (Tgi) of the homopolymer of each monomer component.
Methyl methacrylate 105 ° C
2-Ethylhexyl methacrylate -75 ° C
2-Ethylhexyl acrylate -10 ° C
Styrene 100 ° C
Glycidyl methacrylate 41 ° C
Hydroxyethyl methacrylate 55 ° C
Diacetone acrylamide 77 ° C
γ-methacryloxypropyltriethoxysilane 43 ° C.
さらに、単量体として前記、水酸基含有不飽和単量体（ｃ）、カルボキシル基含有単量体、親水性を有するビニル系単量体、ポリオキシアルキレン鎖を有するビニル系単量体、および炭素数３以下のメタ（アクリレート）等の親水性単量体を、アクリルポリマー（Ａ）に用いる単量体の合計量１００重量部中に対し、合計１０〜４０重量部以上含むことが好ましく、更には、２５〜４０重量部含むことが特に好ましい。 Further, as the monomer, the hydroxyl group-containing unsaturated monomer (c), carboxyl group-containing monomer, hydrophilic vinyl monomer, vinyl monomer having a polyoxyalkylene chain, and carbon It is preferable that a total of 10 to 40 parts by weight or more of a hydrophilic monomer such as meth (acrylate) or the like of several or less is included in 100 parts by weight of the total amount of monomers used in the acrylic polymer (A). Is particularly preferably contained in an amount of 25 to 40 parts by weight.
本発明におけるアクリルポリマー（Ａ）の重合方法としては懸濁重合、塊状重合、乳化重合等のいずれかの方法によって重合されたものであってよく、乳化重合が好ましい。 In the present invention, the acrylic polymer (A) may be polymerized by any method such as suspension polymerization, bulk polymerization, and emulsion polymerization, and emulsion polymerization is preferred.
本発明の架橋性アクリルポリマー（Ａ）の好ましい重合法である乳化重合に用いる乳化剤としては、乳化重合に用いることが出来る一般の乳化剤を用いることが可能であるが、反応性乳化剤を用いると耐水性が向上するので好ましい。反応性乳化剤としては、１分子中に重合性二重結合を有するものがあげられ、具体例としては、ＡＤＥＫＡ（株）製アデカリアソープＥＲ−１０、ＥＲ−２０、ＥＲ−３０、ＥＲ−４０、ＳＲ−１０、ＳＲ−２０、ＳＲ−１０２５、ＮＥ−１０、ＮＥ−２０、ＮＥ−３０、ＮＥ−４０、ＳＥ−１０Ｎ、日本乳化剤（株）製Ａｎｔｏｘ−ＭＳ−６０、ＲＭＡ−１１２０、ＲＭＡ−５６４、ＲＭＡ−５６８、ＲＭＡ−５０６、第一工業製薬（株）製アクアロンＫＨ−０５、ＫＨ−１０、ＲＮ−２０、ＲＮ−３０、ＲＮ−５０、ＲＮ−２０２５、ＨＳ−１０、ＨＳ−２０、ＨＳ−１０２５、ＢＣ０５、ＢＣ１０、ＢＣ０５１５、ＢＣ１０２５、三洋化成工業（株）製エレミノールＪＳ−２、エレミノールＲＳ−３０、花王（株）製ラテムルＳ−１８０、Ｓ−１８０Ａ、ＰＤ−１０４、ＰＤ−４２０、ＰＤ−４３０などが挙げられる。これらの中ではアデカリアソープＥＲ−２０、ＳＲ−１０、ＳＲ−１０２５、アクアロンＲＮ−２０、ＲＮ−２０２５、ＢＣ１０、ＢＣ１０２５が耐水性の点で特に好ましい。 As the emulsifier used for emulsion polymerization, which is a preferred polymerization method of the crosslinkable acrylic polymer (A) of the present invention, a general emulsifier that can be used for emulsion polymerization can be used. This is preferable because of improved properties. Examples of the reactive emulsifier include those having a polymerizable double bond in one molecule. Specific examples thereof include Adeka Soap ER-10, ER-20, ER-30 and ER-40 manufactured by ADEKA Corporation. SR-10, SR-20, SR-1025, NE-10, NE-20, NE-30, NE-40, SE-10N, Nippon Emulsifier Co., Ltd. Antox-MS-60, RMA-1120, RMA -564, RMA-568, RMA-506, Aqualon KH-05, KH-10, RN-20, RN-30, RN-50, RN-2025, HS-10, HS- from Daiichi Kogyo Seiyaku Co., Ltd. 20, HS-1025, BC05, BC10, BC0515, BC1025, Sanyo Kasei Kogyo Co., Ltd., Eleminol JS-2, Eleminol RS-30, Kao Co., Ltd. Latemul S-18 , S-180A, and the like PD-104, PD-420, PD-430. Among these, Adeka Soap ER-20, SR-10, SR-1025, Aqualon RN-20, RN-2025, BC10, and BC1025 are particularly preferable from the viewpoint of water resistance.
乳化重合に際しては、これらの１種又は２種以上を混合してもよい。又、必要に応じて反応性のない乳化剤を併用することも可能である。反応性のない乳化剤としては、通常の乳化重合に用いられるものであれば特に限定されるものではなく、例えば、イオン性、非イオン性の界面活性剤などがあげられる。 In the emulsion polymerization, one or more of these may be mixed. Moreover, it is also possible to use a non-reactive emulsifier together if necessary. The non-reactive emulsifier is not particularly limited as long as it is used in ordinary emulsion polymerization, and examples thereof include ionic and nonionic surfactants.
アニオン性界面活性剤としては、オレイン酸ナトリウムのような脂肪酸塩、ラウリル硫酸ナトリウムのような高級アルコールの硫酸エステル塩、ドデシルベンゼンスルホン酸塩、イソオクチルベンゼンスルホン酸塩等のアルキルアリルスルホン酸塩、ホルマリン縮合ナフタレンスルホン酸塩、ジオクチルスルホコハク酸ナトリウム等がある。カチオン性界面活性剤としては、イミダゾリンラウレート、アンモニウムハイドロオキサイド、ラウリルアミンアセテート、ステアリルアミンアセテート、ラウリルトリメチルアンモニウムクロライド、ステアリルトリメチルアンモニウム、クロライド等が代表例としてあげられる。 Anionic surfactants include fatty acid salts such as sodium oleate, sulfate esters of higher alcohols such as sodium lauryl sulfate, alkylallyl sulfonates such as dodecylbenzene sulfonate and isooctyl benzene sulfonate, Formalin condensed naphthalene sulfonate, sodium dioctyl sulfosuccinate and the like. Typical examples of the cationic surfactant include imidazoline laurate, ammonium hydroxide, laurylamine acetate, stearylamine acetate, lauryltrimethylammonium chloride, stearyltrimethylammonium, chloride and the like.
前記非イオン性界面活性剤としては、例えば、ポリエチレングリコールモノラウレート、ポリエチレングリコールモノステアレート、ポリエチレングリコールモノオレエート、ポリオキシエチレンノニルフェニルエーテル、ポリオキシエチレンオクチルフェニルエーテル、ポリオキシエチレンラウリルエーテル、ポリオキシエチレンセチルエーテル、ポリオキシエチレンステアリルエーテル、ポリオキシエチレンオレイルエーテル等が代表例としてあげられる。 Examples of the nonionic surfactant include polyethylene glycol monolaurate, polyethylene glycol monostearate, polyethylene glycol monooleate, polyoxyethylene nonyl phenyl ether, polyoxyethylene octyl phenyl ether, polyoxyethylene lauryl ether, Typical examples include polyoxyethylene cetyl ether, polyoxyethylene stearyl ether, polyoxyethylene oleyl ether and the like.
これらの乳化剤は、単独または２種類以上組み合わせ使用することができる。反応性乳化剤の使用量は、単量体の合計量１００重量部に対して、０．１〜１０重量部が、更には、０．１５〜８重量部が好ましい。１０重量部を超える量で重合して得られるエマルジョンは塗膜の耐水性が悪くなる傾向があり好ましくない。又、０．１重量部未満では重合安定性が悪く、得られるエマルジョンが不安定になり凝集体を生じる傾向がある。このようなことから、乳化剤量としては、前記した範囲内で目的に応じた使用量にすることが好ましい。 These emulsifiers can be used alone or in combination of two or more. The amount of the reactive emulsifier used is preferably 0.1 to 10 parts by weight, and more preferably 0.15 to 8 parts by weight with respect to 100 parts by weight of the total amount of monomers. An emulsion obtained by polymerization in an amount exceeding 10 parts by weight is not preferred because the water resistance of the coating film tends to deteriorate. On the other hand, when the amount is less than 0.1 part by weight, the polymerization stability is poor, and the resulting emulsion tends to be unstable and produce aggregates. For this reason, the amount of emulsifier is preferably set in accordance with the purpose within the above range.
乳化重合に用いる水性媒体としては、水を必須成分として含有していればよく、他の有機溶剤を含有していても構わない。他の有機溶剤としては、エタノール、イソプロパノールなどのアルコール系溶剤；プロピレングリコールなどのグリコール系溶剤；エチレングリコールモノブチルエーテル、プロピレングリコールモノブチルエーテル、プロピレングリコールジメチルエーテルなどのエーテル系溶剤、プロピレングリコールモノブチルエーテルアセテート、（株）チッソ製ＣＳ−１２などのエステル系溶剤があげられるが、エマルジョンの重合時の安定性や環境の観点から有機溶剤は含有しない方が好ましい。 The aqueous medium used for the emulsion polymerization only needs to contain water as an essential component, and may contain other organic solvents. Other organic solvents include alcohol solvents such as ethanol and isopropanol; glycol solvents such as propylene glycol; ether solvents such as ethylene glycol monobutyl ether, propylene glycol monobutyl ether and propylene glycol dimethyl ether, propylene glycol monobutyl ether acetate, An ester solvent such as CS-12 manufactured by Chisso Corporation may be mentioned, but it is preferable not to contain an organic solvent from the viewpoint of stability during polymerization of the emulsion and the environment.
重合開始剤としては、特に限定されず、公知のものを使用することができ、例えば、過硫酸アンモニウム、過硫酸カリウム等の過硫酸塩、アゾビスイソブチロニトリル、アゾビスイソバレロニトリル、アゾビスアミジノプロパン塩酸塩等のアゾ系化合物、ｔ−ブチルハイドロパーオキサイド、ジブチルパーオキサンド、ベンゾイルパーオキサイド、ジイソプロピルパーオキシカーボネート、クミルパーオキシオクトエート、クミルパーオキシネオデカノエート、クメンハイドロパーオキサイド等の過酸化物が例示される。 The polymerization initiator is not particularly limited, and known ones can be used. For example, persulfates such as ammonium persulfate and potassium persulfate, azobisisobutyronitrile, azobisisovaleronitrile, azobis Azo compounds such as amidinopropane hydrochloride, t-butyl hydroperoxide, dibutyl peroxide, benzoyl peroxide, diisopropyl peroxycarbonate, cumyl peroxy octoate, cumyl peroxyneodecanoate, cumene hydroperoxide, etc. The peroxide is exemplified.
更に必要に応じて、酸性亜硫酸ナトリウム、ロンガリット、Ｂｒｕｇｇｏｌｉｔｅ ＦＦ−６（Ｂｒｕｇｇａｍａｎｎ Ｃｈｅｍｉｃａｌ ＵＳ製）、Ｌ−アスコルビン酸、糖類、アミン類などの還元剤と、銅イオン、鉄イオン、コバルトイオン、ニッケルイオン等遷移金属イオン、または、それら遷移金属イオンとエチレンジアミン四酢酸二ナトリウムナトリウム塩等のキレート化剤とのキレート化合物を併用したレドックス開始剤も使用することができる。 Furthermore, if necessary, reducing agents such as acidic sodium sulfite, Rongalite, Bruggolite FF-6 (manufactured by Bruggamann Chemical US), L-ascorbic acid, saccharides, amines, copper ions, iron ions, cobalt ions, nickel ions, etc. A redox initiator using a transition metal ion or a chelate compound of the transition metal ion and a chelating agent such as disodium ethylenediaminetetraacetic acid sodium salt can also be used.
前記重合開始剤の使用量は、単量体１００重量部に対して０．０１〜１０重量部あるいは、０．０１５〜８重量部が好ましく、０．０１重量部未満では重合の進行が遅くなる傾向があり、また１０重量部を超える場合、分子量低下や、塗膜形成時も耐水性等の低下する傾向があり好ましくない。 The amount of the polymerization initiator used is preferably 0.01 to 10 parts by weight or 0.015 to 8 parts by weight with respect to 100 parts by weight of the monomer. If the amount exceeds 10 parts by weight, the molecular weight is lowered and the water resistance tends to be lowered during the formation of the coating film.
本発明における乳化重合温度や時間は適宜調整すれば良く、例えば重合温度は、３０℃〜９５℃、反応時間は、２〜２０時間が実用上好ましい。 The emulsion polymerization temperature and time in the present invention may be appropriately adjusted. For example, the polymerization temperature is preferably 30 ° C. to 95 ° C., and the reaction time is practically 2 to 20 hours.
アクリルポリマー（Ａ）の固形分濃度は、１０〜７０重量％が好ましく、さらに好ましくは３０〜６０重量％となるように調整する。かかる樹脂固形分濃度が７０重量％を超える場合には、系の粘度が著しく上昇するため、重合反応に伴なう発熱を除去することが困難になったり、重合器からの取り出しに長時間を要するようになる傾向がある。また、樹脂固形分濃度が１０重量％未満である場合には、重合操作の面では何ら問題は生じないものの、１回の重合操作によって生じる樹脂量が少なく、経済面で不利となるとともに、得られる塗膜の膜厚が薄くなるなど、塗装作業性、塗膜性能低下の点で不利となる。 The solid content concentration of the acrylic polymer (A) is preferably 10 to 70% by weight, more preferably 30 to 60% by weight. When the resin solid content concentration exceeds 70% by weight, the viscosity of the system is remarkably increased, so that it becomes difficult to remove heat generated by the polymerization reaction, or it takes a long time to take out from the polymerization vessel. There is a tendency to become necessary. Further, when the resin solid content concentration is less than 10% by weight, there is no problem in terms of polymerization operation, but the amount of resin generated by one polymerization operation is small, which is disadvantageous in terms of economics. This is disadvantageous in terms of coating workability and coating film performance degradation, such as a reduced coating film thickness.
（イソシアネート系架橋剤（Ｂ））
イソシアネート系架橋剤（Ｂ）としては、公知のポリイソシアネート架橋剤を用いることができる。具体的には一般に使用される水分散型ポリイソシアネート系架橋剤が使用できる。水分散性ポリイソシアナート系架橋剤は、ポリイソシアネートポリマーに親水基を導入したものであり、水に添加・攪拌すると、微粒子として水中に分散することが可能である。
(Isocyanate-based crosslinking agent (B))
As the isocyanate-based crosslinking agent (B), a known polyisocyanate crosslinking agent can be used. Specifically, generally used water-dispersed polyisocyanate crosslinking agents can be used. A water-dispersible polyisocyanate-based crosslinking agent is a polyisocyanate polymer having a hydrophilic group introduced therein, and can be dispersed in water as fine particles when added to water and stirred.
水分散性ポリイソシアネートを構成するポリイソシアネートとしては、例えば、ヘキサメチレンジイソシアネート、トリメチルヘキサメチレンジイソシアネート、テトラメチレンジイソシアネート、ペンタメチレンジイソシアネート、リジンジイソシアネート、ダイマー酸ジイソシアネート等の脂肪族イソシアネート；トリレンジイソシアネート、キシリレンジイソシアネート、ジフェニルメタンジイソシアネート、テトラメチルキシリレンジイソシアネート、１，５−ナフタレンジイソシアネート、１，４−ナフタレンジイソシアネート、４，４'−トルイジンジイソシアネート、４，４'−ジフェニルエーテルイソシアネート、（ｍ−もしくはｐ−）フェニレンジイソシアネート、４，４'−ビフェニレンジイソシアネート、３，３'−ジメチル−４，４'−ビフェニレンジイソシアネート、ビス（４−イソシアナトフェニル）スルホン、イソプロピリデンビス（４−フェニルイソシアネート）等の芳香族ポリイソシアネート；水添キシリレンジイソシアネート、イソホロンジイソシアネート、４，４'−メチレンビス（シクロヘキシルイソシアネート）、メチルシクロヘキサン−２，４−（又は−２，６−）ジイソシアネート、１，３−（又は１，４−）ジ（イソシアナトメチル）シクロヘキサン、１，４−シクロヘキサンジイソシアネート、１，３−シクロペンタンジイソシアネート、１，２−シクロヘキサンジイソシアネート等の脂環族ジイソシアネート化合物が挙げられ、これらの１種又は２種以上を用いることができる。かかるポリイソシアネート化合物としては、イソシアヌレート構造、ウレタン構造、ビウレット構造、アロファネート構造、ウレトジオン構造、三量体構造等を有するポリイソシアネート化合物を用いることもできる。 Examples of the polyisocyanate constituting the water-dispersible polyisocyanate include aliphatic isocyanates such as hexamethylene diisocyanate, trimethylhexamethylene diisocyanate, tetramethylene diisocyanate, pentamethylene diisocyanate, lysine diisocyanate, and dimer acid diisocyanate; Isocyanate, diphenylmethane diisocyanate, tetramethylxylylene diisocyanate, 1,5-naphthalene diisocyanate, 1,4-naphthalene diisocyanate, 4,4'-toluidine diisocyanate, 4,4'-diphenyl ether isocyanate, (m- or p-) phenylene diisocyanate 4,4'-biphenylene diisocyanate, 3,3'-dimethyl -4,4'-biphenylene diisocyanate, bis (4-isocyanatophenyl) sulfone, isopropylidenebis (4-phenylisocyanate) and other aromatic polyisocyanates; hydrogenated xylylene diisocyanate, isophorone diisocyanate, 4,4'- Methylenebis (cyclohexyl isocyanate), methylcyclohexane-2,4- (or-2,6-) diisocyanate, 1,3- (or 1,4-) di (isocyanatomethyl) cyclohexane, 1,4-cyclohexane diisocyanate, 1 An alicyclic diisocyanate compound such as 1,3-cyclopentane diisocyanate or 1,2-cyclohexane diisocyanate can be used, and one or more of these can be used. As such a polyisocyanate compound, a polyisocyanate compound having an isocyanurate structure, a urethane structure, a biuret structure, an allophanate structure, a uretdione structure, a trimer structure or the like can also be used.
具体例としては、住化バイエルウレタン（株）社製品、バイヒジュール３１００、ＶＰ２３１９、ＶＰＬＳ２３３６、４０１−７０、旭化成ケミカルズ（株）製品、デュラネートＷＥ５０−１００、ＷＢ４０−１００、ＷＴ３０−１００、Ｔ２０−１００、三井化学ポリウレタン（株）社製品、タケラックＷＤ−７２０、ＷＤ−７２３、ＷＤ−７２５、ＷＤ−７３０、ＷＢ−７００、ＷＢ−８２０、ＷＢ−９２０、日本ポリウレタン（株）社製品ＡＱ−１３０Ｄなどが挙げられる。 Specific examples include Sumika Bayer Urethane Co., Ltd. products, Bihijoule 3100, VP2319, VPLS2336, 401-70, Asahi Kasei Chemicals Corporation products, Duranate WE50-100, WB40-100, WT30-100, T20-100, Mitsui Chemicals Polyurethane Co., Ltd. products, Takelac WD-720, WD-723, WD-725, WD-730, WB-700, WB-820, WB-920, Nippon Polyurethane Co., Ltd. product AQ-130D, etc. Can be mentioned.
イソシアネート系架橋剤（Ｂ）の使用量としては、イソシアネート系架橋剤（Ｂ）中のイソシアネート基とアクリルポリマー（Ａ）中のヒドロキシル基のモル当量比（ＮＣＯ：ＯＨ）が、０．５：１〜５：１、好ましくは０．７：１〜２：１の比を与えるように選択されるのが好ましい。 The amount of the isocyanate crosslinking agent (B) used is such that the molar equivalent ratio (NCO: OH) of the isocyanate group in the isocyanate crosslinking agent (B) to the hydroxyl group in the acrylic polymer (A) is 0.5: 1. It is preferably selected to give a ratio of ˜5: 1, preferably 0.7: 1 to 2: 1.
（その他の添加剤）
得られた水系のプライマー組成物には、必要に応じて、顔料、成膜助剤、コロイダルシリカ、可塑剤、溶剤、分散剤、湿潤剤、増粘剤、濡れ剤、防腐剤、凍結防止剤、光安定剤、紫外線吸収剤、消泡剤、水溶性樹脂などの添加剤を添加することもできる。
(Other additives)
In the obtained water-based primer composition, a pigment, a film forming aid, colloidal silica, a plasticizer, a solvent, a dispersant, a wetting agent, a thickening agent, a wetting agent, an antiseptic, and an antifreezing agent are added as necessary. In addition, additives such as a light stabilizer, an ultraviolet absorber, an antifoaming agent and a water-soluble resin can be added.
顔料としては、たとえば二酸化チタン、炭酸カルシウム、カオリンクレー、タルク、硫酸バリウム、ホワイトカーボン、カーボン、弁柄、黄土、シアニンブルーなどが挙げられる。 Examples of the pigment include titanium dioxide, calcium carbonate, kaolin clay, talc, barium sulfate, white carbon, carbon, petal, ocher, and cyanine blue.
成膜助剤としては、ベンジルアルコールなどのアルコール類；エチレングリコールモノブチルエーテル、プロピレングリコールモノメチルエーテル、プロピレングリコールモノブチルエーテル、ジプロピレングリコールモノメチルエーテル、ジプロピレングリコールモノブチルエーテルなどのグリコール類、エチレングリコールモノブチルエーテルアセテート、２，２，４−トリメチル−１,３−ペンタンジオールモノイソブチレートなどのグリコールエステル類などが挙げられる。 As film forming aids, alcohols such as benzyl alcohol; glycols such as ethylene glycol monobutyl ether, propylene glycol monomethyl ether, propylene glycol monobutyl ether, dipropylene glycol monomethyl ether, dipropylene glycol monobutyl ether, ethylene glycol monobutyl ether acetate And glycol esters such as 2,2,4-trimethyl-1,3-pentanediol monoisobutyrate.
増粘剤としては、ヒドロキシエチルセルロース、メチルセルロースおよびその変性物等のセルロース系増粘剤、ポリエーテルおよびそのウレタン変性物等のポリエーテル系増粘剤、アクリル系増粘剤、ベントナイト等の無機系増粘剤、ポリアマイド系増粘剤などが挙げられる。 Examples of thickeners include cellulose thickeners such as hydroxyethylcellulose, methylcellulose and modified products thereof, polyether thickeners such as polyether and urethane modified products, acrylic thickeners, and inorganic thickeners such as bentonite. Examples thereof include a thickener and a polyamide thickener.
濡れ剤としては、サーフィノール１０４、サーフィノール４２０，サーフィノール４４０、サーフィノール４６５、サーフィノールＳＥ、サーフィノールＳＥＦ，サーフィノール５０４、オルフィンＥＸＰ．４００１、オルフィンＥＸＰ．４０３６、オルフィンＥＸＰ．４０５１（日信化学工業（株）社製）、ディスコートＮ−１４、ネオコールＰ、ネオコールＳＷ−Ｃ（第一工業製薬（株）社製）、ノプコ１３３８、ノプコ２２７２−Ｒ−ＳＮ、ノプコウェット５０、ノプコウェットＳＮ−２０Ｔ、ＳＮウェット１２５、ＳＮウェット３６６、ＳＮウェット９７０（サンノプコ（株）社製）、ネオペレックスＧＳ、ネオペレックスＧ−１５、ペレックスＮＢ−Ｌ、ペレックスＯＴ−Ｐ、エマルゲン１０６、エマルゲン７０７（花王（株）社製）が挙げられる。 Examples of the wetting agent include Surfinol 104, Surfinol 420, Surfinol 440, Surfinol 465, Surfinol SE, Surfinol SEF, Surfinol 504, Olphin EXP. 4001, Olfine EXP. 4036, Olfine EXP. 4051 (manufactured by Nissin Chemical Industry Co., Ltd.), DISCOAT N-14, Neocor P, Neocor SW-C (manufactured by Daiichi Kogyo Seiyaku Co., Ltd.), Nopco 1338, Nopco 2272-R-SN, Nopco Wet 50, Nopco Wet SN-20T, SN Wet 125, SN Wet 366, SN Wet 970 (San Nopco Co., Ltd.), Neoperex GS, Neoperex G-15, Perex NB-L, Perex OT-P, Emulgen 106 And Emulgen 707 (manufactured by Kao Corporation).
なかでもサーフィノール１０４、サーフィノール４２０，サーフィノール４４０、サーフィノール４６５、サーフィノールＳＥ、サーフィノールＳＥＦ，サーフィノール５０４、オルフィンＥＸＰ．４００１、オルフィンＥＸＰ．４０３６、オルフィンＥＸＰ．４０５１等のアセチレングリコール系の濡れ剤が、ハジキが少なく、また上に来る防水材の付着性への影響が少ない為、好適である。 Among them, Surfinol 104, Surfinol 420, Surfinol 440, Surfinol 465, Surfinol SE, Surfinol SEF, Surfinol 504, Orphine EXP. 4001, Olfine EXP. 4036, Olfine EXP. An acetylene glycol-based wetting agent such as 4051 is preferable because it has less repellency and has little influence on the adhesion of the waterproofing material on the top.
消泡剤としては、鉱物油系消泡剤、ポリエーテル系消泡剤、シリコーン系消泡剤、アクリル系消泡剤、アセチレングリコール系消泡剤等が挙げられる。 Examples of the antifoaming agent include mineral oil antifoaming agents, polyether antifoaming agents, silicone antifoaming agents, acrylic antifoaming agents, and acetylene glycol antifoaming agents.
水溶性樹脂としては、特に限定はされず、分子中にポリエチレングリコール基を含有し、重合可能な二重結合を有するポリエチレングリコール基含有不飽和単量体を含む単量体の共重合によって得られるアクリルポリマーが好ましい。水溶性樹脂を添加すると、下地に対する浸透性を上げるため好ましい。添加量は耐水性を低下させない量が好ましく、水性樹脂組成物の固形分に対し５％〜２５％の添加が好ましい。 The water-soluble resin is not particularly limited and can be obtained by copolymerization of a monomer containing a polyethylene glycol group-containing unsaturated monomer having a polyethylene glycol group in the molecule and having a polymerizable double bond. Acrylic polymers are preferred. The addition of a water-soluble resin is preferable because it increases the permeability to the base. The addition amount is preferably an amount that does not lower the water resistance, and is preferably added in an amount of 5% to 25% based on the solid content of the aqueous resin composition.
これら添加剤を必要に応じてアクリルポリマー（Ａ）に添加し、プライマー組成物を調整する。なお、プライマー組成物の固形分は、１０〜６０重量％が好ましく、２０〜５０重量％が更に好ましい。 These additives are added to the acrylic polymer (A) as necessary to adjust the primer composition. In addition, 10-60 weight% is preferable and solid content of a primer composition has more preferable 20-50 weight%.
１０％重量未満では、十分な膜厚を確保するためには、何度も塗布する必要があり、作業性、コストの面で好ましくない。また、６０重量％を超えると、塗膜強度や耐水性が低下する為、好ましくない。 If the weight is less than 10%, it is necessary to apply the coating many times in order to ensure a sufficient film thickness, which is not preferable in terms of workability and cost. On the other hand, if it exceeds 60% by weight, the coating strength and water resistance are lowered, which is not preferable.
水系プライマーに用いる溶媒としては、水系の溶媒であれば特に限定されないが、水を５０重量％以上含有することが好ましく、８０重量％以上含有することがより好ましく、実質的に水のみが特に好ましい。水と併用することができる溶媒としては、アルコール系溶媒、エーテル系溶媒等を挙げることができる。 The solvent used in the aqueous primer is not particularly limited as long as it is an aqueous solvent, but it is preferably 50% by weight or more, more preferably 80% by weight or more, and substantially only water is particularly preferable. . Examples of the solvent that can be used in combination with water include alcohol solvents and ether solvents.
＜水系のプライマー組成物および塗布方法＞
本発明においては、まず、基材上にプライマーを塗布し、プライマー層を形成させた後、その上に上記硬化性組成物を塗布すれば良い。プライマーの塗布方法及び該硬化性組成物の塗布方法としては、特に限定はなく、従来公知の塗布手段、例えばハケによる塗布、ロールによる塗布、スプレーによる塗布等を広く採用する事ができる。プライマーの塗布量としては、基材の面積に相当する部分あたり、通常２０〜４００ｇ程度、好ましくは４０〜１５０ｇ程度とするのが良い。基材上にプライマー層を形成させるには、プライマー塗布後、これを室温にて１時間以上乾燥しても良いし、又は、５０〜１２０℃程度の温度で加熱しても良い。
<Water-based primer composition and coating method>
In the present invention, first, a primer is applied on a substrate to form a primer layer, and then the curable composition is applied thereon. The method for applying the primer and the method for applying the curable composition are not particularly limited, and conventionally known application means such as application by brush, application by roll, application by spray, etc. can be widely employed. The amount of primer applied is usually about 20 to 400 g, preferably about 40 to 150 g, per portion corresponding to the area of the substrate. In order to form the primer layer on the substrate, after applying the primer, it may be dried at room temperature for 1 hour or more, or may be heated at a temperature of about 50 to 120 ° C.
＜防水材＞
防水材としては、ビルディングの屋上、廊下、ベランダ、屋外駐車場などのコンクリート構造物に防水性能を付与するための塗膜防水材、目地等を埋めるシーリング材等が挙げられるが、本発明の効果の十分な発現が期待できる点から塗膜防水材であることが好ましい。
<Waterproof material>
Examples of the waterproof material include a waterproof coating material for imparting waterproof performance to a concrete structure such as a building roof, a corridor, a veranda, and an outdoor parking lot, and a sealing material that fills joints, etc. From the point that sufficient expression can be expected, a waterproof membrane is preferred.
防水材としては、加水分解性シリル基を有する重合体（Ｃ）を含む防水材、ウレタン系防水材が好ましいが、加水分解性シリル基を有する重合体（Ｃ）を含む防水材がより好ましい。 As the waterproof material, a waterproof material including a polymer (C) having a hydrolyzable silyl group and a urethane-based waterproof material are preferable, but a waterproof material including a polymer (C) having a hydrolyzable silyl group is more preferable.
（加水分解性シリル基を有する重合体（Ｃ））
加水分解性シリル基を有する重合体（Ｃ）としては、加水分解性シリル基を有するポリオキシアルキレン系重合体、加水分解性シリル基を有するアクリル系重合体、加水分解性シリル基を有する飽和炭化水素系重合体、が好ましく、加水分解性シリル基を有するポリオキシアルキレン系重合体がより好ましい。
(Polymer having hydrolyzable silyl group (C))
Examples of the polymer (C) having a hydrolyzable silyl group include a polyoxyalkylene polymer having a hydrolyzable silyl group, an acrylic polymer having a hydrolyzable silyl group, and a saturated carbonization having a hydrolyzable silyl group. A hydrogen polymer is preferable, and a polyoxyalkylene polymer having a hydrolyzable silyl group is more preferable.
加水分解性シリル基を有する重合体（Ｃ）として好ましい加水分解性シリル基を有するポリオキシアルキレン系重合体の合成方法は、亜鉛ヘキサシアノコバルテートグライム錯体等の複合金属シアン化物錯体触媒を用いた、水酸基を有する開始剤にエポキシ化合物を重合させる方法によって水酸基末端ポリオキシアルキレン系重合体を得た後、（Ｉ）得られた水酸基末端ポリオキシアルキレン系重合体の水酸基を、炭素−炭素不飽和基に変換した後、シラン化合物をヒドロシリル化反応により付加させる方法、（ＩＩ）得られた水酸基末端ポリオキシアルキレン系重合体と、水酸基と反応する基および反応性ケイ素基の両方を有する化合物とを反応させる方法、によって得ることが好ましい。上記２つの方法のうち、反応が簡便で、反応性ケイ素基の導入量の調整や、得られる反応性ケイ素基含有重合体の物性が安定であるため、（Ｉ）の方法がより好ましい。 A method for synthesizing a polyoxyalkylene polymer having a hydrolyzable silyl group, which is preferable as the polymer (C) having a hydrolyzable silyl group, uses a double metal cyanide complex catalyst such as a zinc hexacyanocobaltate glyme complex. After obtaining a hydroxyl group-terminated polyoxyalkylene polymer by a method of polymerizing an epoxy compound to an initiator having a hydroxyl group, (I) the hydroxyl group of the obtained hydroxyl-terminated polyoxyalkylene polymer is converted to a carbon-carbon unsaturated group. A method of adding a silane compound by hydrosilylation reaction after conversion to (II), reacting the obtained hydroxyl-terminated polyoxyalkylene polymer with a compound having both a group capable of reacting with a hydroxyl group and a reactive silicon group It is preferable to obtain it by the method of making it. Of the two methods described above, the method (I) is more preferred because the reaction is simple, the adjustment of the amount of reactive silicon groups introduced, and the physical properties of the resulting reactive silicon group-containing polymer are stable.
水酸基を有する開始剤としては、エチレングリコール、プロピレングリコール、グリセリン、ペンタエリスリトール、低分子量のポリプロピレングリコール、ポリオキシプロピレントリオール、アリルアルコール、ポリプロピレンモノアリルエーテル、ポリプロピレンモノアルキルエーテル等の水酸基を１個以上有するものが挙げられる。 The initiator having a hydroxyl group has at least one hydroxyl group such as ethylene glycol, propylene glycol, glycerin, pentaerythritol, low molecular weight polypropylene glycol, polyoxypropylene triol, allyl alcohol, polypropylene monoallyl ether, polypropylene monoalkyl ether, etc. Things.
エポキシ化合物としては、エチレンオキサイド、プロピレンオキサイド、等のアルキレンオキサイド類、メチルグリシジルエーテル、アリルグリシジルエーテル、等のグリシジルエーテル類、等が挙げられる。このなかでもプロピレンオキサイドが好ましい。 Examples of the epoxy compound include alkylene oxides such as ethylene oxide and propylene oxide, and glycidyl ethers such as methyl glycidyl ether and allyl glycidyl ether. Of these, propylene oxide is preferable.
（Ｉ）の方法で用いる炭素−炭素不飽和基としては、ビニル基、アリル基、メタリル基などが挙げられる。このなかでもアリル基が好ましい。 Examples of the carbon-carbon unsaturated group used in the method (I) include a vinyl group, an allyl group, and a methallyl group. Among these, an allyl group is preferable.
（Ｉ）の方法で用いるヒドロシラン化合物としては、トリクロロシラン、ジクロロメチルシラン、クロロジメチルシラン、ジクロロフェニルシランなどのハロゲン化シラン類；トリメトキシシラン、トリエトキシシラン、ジメトキシメチルシラン、ジエトキシメチルシラン、ジメトキシフェニルシラン、エチルジメトキシシラン、メトキシジメチルシラン、エトキシジメチルシラン、（クロロメチル）ジメトキシシラン、（クロロメチル）ジエトキシシラン、（メトキシメチル）ジメトキシシラン、（メトキシメチル）ジエトキシシラン、などのアルコキシシラン類；ジアセトキシメチルシラン、ジアセトキシフェニルシランなどのアシロキシシラン類；ビス（ジメチルケトキシメート）メチルシラン、ビス（シクロヘキシルケトキシメート）メチルシランなどのケトキシメートシラン類、トリイソプロペニロキシシランなどのイソプロペニロキシシラン類（脱アセトン型）などが挙げられる。 Examples of the hydrosilane compound used in the method (I) include halogenated silanes such as trichlorosilane, dichloromethylsilane, chlorodimethylsilane, and dichlorophenylsilane; trimethoxysilane, triethoxysilane, dimethoxymethylsilane, diethoxymethylsilane, and dimethoxy. Alkoxysilanes such as phenylsilane, ethyldimethoxysilane, methoxydimethylsilane, ethoxydimethylsilane, (chloromethyl) dimethoxysilane, (chloromethyl) diethoxysilane, (methoxymethyl) dimethoxysilane, (methoxymethyl) diethoxysilane ; Acyloxysilanes such as diacetoxymethylsilane and diacetoxyphenylsilane; bis (dimethylketoxymate) methylsilane, bis (cyclohexylketoximate) Keto carboxylate formate silanes such as methylsilane, isopropenyl b silanes such as tri-isopropenyl b silane (deacetone type) and the like.
（ＩＩ）の方法で使用できる水酸基と反応する基および反応性ケイ素基の両方を有する化合物としては、３−イソシアネートプロピルトリメトキシシラン、３−イソシアネートプロピルジメトキシメチルシラン、３−イソシアネートプロピルトリエトキシシラン、イソシアネートメチルトリメトキシシラン、イソシアネートメチルトリエトキシシラン、イソシアネートメチルジメトキシメチルシランなどのイソシアネートシラン類；３−メルカプトプロピルトリメトキシシラン、３−メルカプトプロピルジメトキシメチルシランなどのメルカプトシラン類；３−グリシドキシプロピルトリメトキシシラン、３−グリシドキシプロピルジメトキシメチルシランなどのエポキシシラン類などが挙げられる。 Examples of the compound having both a group capable of reacting with a hydroxyl group and a reactive silicon group that can be used in the method (II) include 3-isocyanatepropyltrimethoxysilane, 3-isocyanatepropyldimethoxymethylsilane, 3-isocyanatepropyltriethoxysilane, Isocyanate silanes such as isocyanate methyltrimethoxysilane, isocyanatemethyltriethoxysilane, and isocyanatemethyldimethoxymethylsilane; mercaptosilanes such as 3-mercaptopropyltrimethoxysilane and 3-mercaptopropyldimethoxymethylsilane; 3-glycidoxypropyl And epoxy silanes such as trimethoxysilane and 3-glycidoxypropyldimethoxymethylsilane.
防水材には、加水分解性シリル基を有する重合体の他に、シラノール縮合触媒、充填剤、接着性付与剤、可塑剤、酸化防止剤、光安定剤、紫外線吸収剤、等を添加しても良い。 In addition to the polymer having a hydrolyzable silyl group, the waterproof material contains a silanol condensation catalyst, a filler, an adhesion-imparting agent, a plasticizer, an antioxidant, a light stabilizer, an ultraviolet absorber, and the like. Also good.
（ウレタン系防水材）
ウレタン系防水材としては、一般に使用されているウレタン塗膜防水材、ウレタン系シーリング材が使用できる。ウレタン系防水材にも、反応性ケイ素基を有する重合体の場合と同様に、充填剤、接着性付与剤、可塑剤、酸化防止剤、光安定剤、紫外線吸収剤、等を添加しても良い。
(Urethane waterproof material)
As the urethane waterproof material, a commonly used urethane coating waterproof material or urethane sealing material can be used. Even in the case of a urethane waterproof material, a filler, an adhesion-imparting agent, a plasticizer, an antioxidant, a light stabilizer, an ultraviolet absorber, etc. may be added as in the case of a polymer having a reactive silicon group. good.
（防水構造の形成方法）
防水構造の形成方法としては、特に限定はなく、塗膜防水材の場合には、従来公知の塗工手段、例えばハケによる塗工、ロールによる塗工、スプレーによる塗工等を広く採用する事ができる。シーリング材の塗工方法としては、従来公知の塗工手段、例えばシーリング材組成物を詰めた容器を開封し、手動や電動の押出しガン、コーキングガン等の塗布装置を用いる方法等を広く採用する事ができる。
(Method for forming waterproof structure)
The method for forming the waterproof structure is not particularly limited. In the case of a waterproof coating material, conventionally known coating means such as brush coating, roll coating, spray coating, etc. are widely used. Can do. As a sealing material coating method, a conventionally known coating means, for example, a method of opening a container filled with a sealing material composition and using a coating device such as a manual or electric extrusion gun or a caulking gun is widely adopted. I can do things.
＜基材＞
本発明に使用できる基材は特に限定はないが、無機系基材が好ましく、コンクリート、モルタル、セメント、タイル、スレート、フレキシブル板、ガラスなどを挙げることができ、コンクリート、モルタル、またはガラスであることが好ましい。本水系プライマーを使用する事によって、コンクリートやモルタルからのアルカリ性物質の移行による防水材の接着性低下を抑えることができる。
<Base material>
The base material that can be used in the present invention is not particularly limited, but an inorganic base material is preferable, and concrete, mortar, cement, tile, slate, flexible plate, glass and the like can be mentioned, and concrete, mortar, or glass is used. It is preferable. By using this water-based primer, it is possible to suppress a decrease in the adhesiveness of the waterproof material due to the migration of alkaline substances from concrete or mortar.
以下に、本発明の方法の実施例をあげて具体的に説明するが、本実施例は本発明を限定するものではない。 Examples of the method of the present invention will be specifically described below, but the present invention is not limited to these examples.
（アクリルポリマー（Ａ）の合成）
撹拌機、還流冷却器、窒素ガス導入管および滴下ロートを備えた反応容器に、脱イオン水４０５重量部、アデカリアソープＳＲ−１０２５（（株）ＡＤＥＫＡ製：有効成分２５％）１．５重量部、５％炭酸水素ナトリウム水溶液１．５重量部を仕込み、窒素ガスを導入しつつ５０℃に昇温した。昇温後、７％ｔ−ブチルハイドロパーオキサイド水溶液３．０重量部、硫酸第一鉄・７水和物（０．１０％）／エチレンジアミン四酢酸二ナトリウム（０．４０％）混合水溶液４．２部、１０％Ｂｒｕｇｇｏｌｉｔｅ ＦＦ−６水溶液２．１重量部を添加し、表１（Ｅ−１〜１０）記載のモノマー混合物６００重量部にアデカリアソープＳＲ−１０２５（（株）ＡＤＥＫＡ製：有効成分２５％）４５重量部、アデカリアソープＥＲ−２０（（株）ＡＤＥＫＡ製：有効成分７５％）５．６４重量部、および脱イオン水２０６．５重量部を加え乳化したモノマー乳化液を４００分かけて等速追加した。その間、７％ｔ−ブチルハイドロパーオキサイド水溶液７．２重量部および２．５％Ｂｒｕｇｇｏｌｉｔｅ ＦＦ−６水溶液１７．７重量部を５回に分けて添加した。モノマー乳化液追加終了後、１．５時間後重合を行い、その間、７％ｔ−ブチルハイドロパーオキサイド水溶液１．８重量部および２．５％Ｂｒｕｇｇｏｌｉｔｅ ＦＦ−６水溶液２．７重量部を３回に分けて添加した。得られた合成樹脂エマルションに５％炭酸水素ナトリウム水溶液２２部を添加後、脱イオン水で固形部４５％に調整した（Ｅ−１〜１０）。
(Synthesis of acrylic polymer (A))
In a reaction vessel equipped with a stirrer, a reflux condenser, a nitrogen gas introduction tube and a dropping funnel, 405 parts by weight of deionized water, Adekaria soap SR-1025 (manufactured by ADEKA: active ingredient 25%) 1.5 weight And 1.5 parts by weight of 5% aqueous sodium hydrogen carbonate solution were charged, and the temperature was raised to 50 ° C. while introducing nitrogen gas. 3. After heating, 3.0 parts by weight of 7% t-butyl hydroperoxide aqueous solution, mixed ferrous sulfate heptahydrate (0.10%) / disodium ethylenediaminetetraacetate (0.40%) 2 parts, 10 parts of 10% Bruggolite FF-6 aqueous solution was added, and ADEKA rear soap SR-1025 (manufactured by ADEKA Corporation: effective) was added to 600 parts by weight of the monomer mixture described in Table 1 (E-1 to 10). Ingredients 25%) 45 parts by weight, Adeka Soap ER-20 (manufactured by ADEKA Corporation: 75% active ingredient) 5.64 parts by weight and deionized water 206.5 parts by weight were added to emulsify the monomer emulsion 400 Added constant speed over minutes. Meanwhile, 7.2 parts by weight of 7% t-butyl hydroperoxide aqueous solution and 17.7 parts by weight of 2.5% Bruggolite FF-6 aqueous solution were added in 5 portions. After completion of the addition of the monomer emulsion, polymerization was carried out 1.5 hours later, and during that time, 1.8 parts by weight of 7% t-butyl hydroperoxide aqueous solution and 2.7 parts by weight of 2.5% Bruggolite FF-6 aqueous solution were used three times. Added in portions. After adding 22 parts of 5% aqueous sodium hydrogen carbonate solution to the resulting synthetic resin emulsion, the solid part was adjusted to 45% with deionized water (E-1 to 10).
（水溶性樹脂（Ｗ−１）の合成）
攪拌機、還流冷却器、滴下ロートを付けたセパラブルフラスコに、ジエチレングリコールモノブチルエーテルアセテート１００重量部を加え、攪拌しながら、窒素気流中で７５℃に調節した。別の容器にメチルメタクリレート２９重量部、２−エチルヘキシルメタクリレート１重量部、グリシジルメタクリレート５重量部、２−ヒドロキシエチルメタクリレート１０重量部、ジアセトンアクリルアミド５重量部、ＮＫエステルＭ−９０Ｇ（新中村化学工業（株）製、メトキシポリエチレングリコール＃４００メタクリレート）５０重量部を加え、重合開始剤として、２．２−アゾビス（２，４−ジメチルバレロニトリル）４重量部を混合し、攪拌して、混合物を作成した。セパラブルフラスコ内を３時間にわたり内温を７５℃に維持し、上記混合物を滴下ロートからセパラブルフラスコ内に一定速度で連続追加した。追加終了後２時間７５℃を維持し反応を終え、固形分５０重量％のＷ−１を得た。
(Synthesis of water-soluble resin (W-1))
100 parts by weight of diethylene glycol monobutyl ether acetate was added to a separable flask equipped with a stirrer, a reflux condenser, and a dropping funnel, and the temperature was adjusted to 75 ° C. in a nitrogen stream while stirring. In a separate container, 29 parts by weight of methyl methacrylate, 1 part by weight of 2-ethylhexyl methacrylate, 5 parts by weight of glycidyl methacrylate, 10 parts by weight of 2-hydroxyethyl methacrylate, 5 parts by weight of diacetone acrylamide, NK ester M-90G (Shin Nakamura Chemical Co., Ltd.) 50 parts by weight of methoxypolyethylene glycol # 400 methacrylate manufactured by Co., Ltd. is added, 4 parts by weight of 2.2-azobis (2,4-dimethylvaleronitrile) is mixed as a polymerization initiator, and the mixture is stirred. Created. The internal temperature was maintained at 75 ° C. for 3 hours in the separable flask, and the above mixture was continuously added from the dropping funnel into the separable flask at a constant rate. After completion of the addition, the reaction was completed by maintaining the temperature at 75 ° C. for 2 hours to obtain W-1 having a solid content of 50% by weight.
（水系プライマーの作製）
合成したアクリルポリマー（Ａ）（Ｅ−１〜１０）を用い、表２に示すプライマー処方で固形分３６〜４０重量％の水系プライマー（Ｐ−１〜１２）を作成した。
(Production of water-based primer)
Using the synthesized acrylic polymer (A) (E-1 to 10), an aqueous primer (P-1 to 12) having a solid content of 36 to 40% by weight was prepared according to the primer formulation shown in Table 2.
ＣＳ−１２（２，２，４−トリメチル−１,３−ペンタンジオールモノイソブチレート）：（株）ＪＮＣ製成膜助剤
レオレート２８８：Ｅｌｅｍｅｎｔｉｓ Ｐｌｃ製ウレタン変性ポリエーテル系増粘剤
オルフィンＥＸＰ．４０３６：日信化学工業（株）製アセチレングリコール系濡れ剤
ＡＧＩＴＡＮ ２８２：ＭＵＮＺＩＮＧ ＣＨＥＭＩＥ製鉱物油系消泡剤
バイヒジィール３１００：（株）住化バイエルウレタン製イソシアネート系架橋剤。
CS-12 (2,2,4-trimethyl-1,3-pentanediol monoisobutyrate): JNC Co., Ltd. film formation aid Rheolate 288: Elementis Plc urethane-modified polyether thickener Olphine EXP. 4036: Nissin Chemical Industry Co., Ltd. acetylene glycol-based wetting agent AGITAN 282: MUNZING CHEMIE mineral oil-based antifoaming agent Bihizil 3100: Sumika Bayer Urethane isocyanate-based cross-linking agent.
（塗膜防水材Ａの作製）
変成シリコーンポリマー（（株）カネカ製、商品名：ＥＳＴ２８０）４０重量部と変成シリコーンポリマー（（株）カネカ製、商品名：Ｓ２０３Ｈ）６０重量部の合計１００重量部に対して、重質炭酸カルシウム（白石カルシウム（株）製、商品名：ホワイトンＢ）１８０重量部、カーボンブラック（旭カーボン（株）製、商品名：アサヒサーマル）２０重量部、可塑剤（ジェイプラス（株）製、商品名：ＤＩＮＰ）５０重量部及び（ポリプロピレングリコール 三井化学（株）製、商品名：アクトコールＰ−２３）１００重量部、紫外線吸収剤（ＢＡＳＦ製、商品名：ＴＩＮＵＶＩＮ３２６）２重量部、光安定剤（（株）ＡＤＥＫＡ製、商品名：アデカスタブＬＡ−６３Ｐ）２重量部、酸化防止剤（ＢＡＳＦ製、商品名：Ｉｒｇａｎｏｘ２４５）５重量部を混合して充分混練りした後、３本ペイントロールに１回通して分散させた。次いでプラネタリーミキサーで１２０℃、０．２ｍｍＨｇの減圧条件下で脱水させながら２時間混練した。室温まで冷却後、脱水剤（Ｍｏｍｅｎｔｉｖｅ（株）製、商品名：Ａ−１７１）３重量部、接着付与剤（Ｍｏｍｅｎｔｉｖｅ（株）製、商品名：Ａ−１１２０）２重量部、（Ｍｏｍｅｎｔｉｖｅ（株）製、商品名：Ａ−１８７）１重量部、縮合触媒（日東化成（株）製、商品名：ネオスタンＵ−２２０Ｈ）２重量部を混合して充分混練りした後、硬化性組成物を防湿性のカートリッジ型容器に充填した。
(Preparation of waterproof membrane A)
Heavy calcium carbonate with respect to 100 parts by weight in total of 40 parts by weight of modified silicone polymer (trade name: EST280, manufactured by Kaneka Corporation) and 60 parts by weight of modified silicone polymer (trade name: S203H, manufactured by Kaneka Corporation) (Shiraishi Calcium Co., Ltd., trade name: Whiteton B) 180 parts by weight, carbon black (Asahi Carbon Co., Ltd., trade name: Asahi Thermal) 20 parts by weight, plasticizer (J Plus Corporation, product) Name: DINP) 50 parts by weight and (polypropylene glycol Mitsui Chemicals Co., Ltd., trade name: Actol P-23) 100 parts by weight, UV absorber (manufactured by BASF, trade name: TINUVIN 326) 2 parts by weight, light stabilizer 2 parts by weight (product name: ADK STAB LA-63P, manufactured by ADEKA Corporation), antioxidant (product name: Irganox 24, manufactured by BASF) 5) After 5 parts by weight were mixed and sufficiently kneaded, they were dispersed once by passing them through three paint rolls. Next, the mixture was kneaded for 2 hours while being dehydrated by a planetary mixer under reduced pressure at 120 ° C. and 0.2 mmHg. After cooling to room temperature, 3 parts by weight of a dehydrating agent (manufactured by Momentive Co., Ltd., trade name: A-171), 2 parts by weight of an adhesion-imparting agent (manufactured by Momentive Co., Ltd., trade name: A-1120), (Momentive (stock) ), Trade name: A-187) 1 part by weight, 2 parts by weight of a condensation catalyst (manufactured by Nitto Kasei Co., Ltd., trade name: Neostan U-220H) are mixed and sufficiently kneaded, and then the curable composition is prepared. A moisture-proof cartridge-type container was filled.
（比較例１）
ＪＩＳ Ｒ ５２０１の１０．４（供試体の作り方）に規定する方法によって調整したモルタルをＪＩＳ Ｒ ６２５２に規定する１５０番研磨紙を用いて研磨したものを試験基材とした。その試験基材上にエアースプレーを用いて、水系プライマー（Ｐ−１）を１５％の水で希釈したものを１００〜１５０ｇ／ｍ２の塗布量で塗布し、温度２３℃、湿度５０％の条件で２４時間乾燥させた。その後、変成シリコーン系シーリング剤（サンライズＭＳＩ（株）製、商品名：ＳＲシール Ｓ７０）もしくは防水材Ａをそれぞれ厚み３ｍｍ程度になるように塗布した。２３℃、相対湿度５０％の条件下で７日間養生した後、９０°ピール試験を行った。耐水接着性を評価するため、２３℃、相対湿度５０％の条件下で７日間養生した後、５０℃の温水に試験体を３日間浸漬し、９０°ピール試験を行った。凝集破壊（ＣＦ）率が１００％を◎、５０％以上を○、２０％以上を△、０％を×とした。その結果を表３に示した。
(Comparative Example 1)
A mortar prepared by the method specified in 10.4 of JIS R 5201 (how to make a specimen) was polished with No. 150 polishing paper specified in JIS R 6252 was used as a test substrate. On the test substrate, an aqueous spray (P-1) diluted with 15% water was applied at a coating amount of 100 to 150 g / m 2 using an air spray, and the temperature was 23 ° C. and the humidity was 50%. The condition was dried for 24 hours. Thereafter, a modified silicone-based sealing agent (manufactured by Sunrise MSI Co., Ltd., trade name: SR Seal S70) or waterproofing material A was applied to a thickness of about 3 mm. After curing for 7 days under conditions of 23 ° C. and 50% relative humidity, a 90 ° peel test was conducted. In order to evaluate water-resistant adhesion, after curing for 7 days under the conditions of 23 ° C. and 50% relative humidity, the specimen was immersed in warm water at 50 ° C. for 3 days, and a 90 ° peel test was performed. The cohesive failure (CF) rate was taken as 100% for ◎, 50% or more for ◯, 20% or more for Δ, and 0% for x. The results are shown in Table 3.
（比較例２〜５、実施例１〜７）
水系プライマー（Ｐ−２〜１２）を用い、実施例１と同様の評価を行った。
(Comparative Examples 2-5, Examples 1-7)
Evaluation similar to Example 1 was performed using the water-based primer (P-2 to 12).
さらに比較例３、５、実施例１については、試験基材としてガラスを用い、試験基材上にエアースプレーを用いて、水系プライマー（Ｐ−１）を１５％の水で希釈したものを１００〜１５０ｇ／ｍ２の塗布量で塗布し、温度２３℃、湿度５０％の条件で２４時間乾燥させた。その後、変成シリコーン系シーリング剤（サンライズＭＳＩ（株）製、商品名：ＳＲシール Ｓ７０）及び防水材Ａをそれぞれ厚み３ｍｍ程度になるように塗布した。２３℃、相対湿度５０％の条件下で７日間養生した後、９０°ピール試験を行った。凝集破壊（ＣＦ）率が１００％を◎、５０％以上を○、２０％以上を△、０％を×とした。その結果を表３に示した。その結果を表３に示した。 Further, for Comparative Examples 3, 5 and Example 1, 100 was prepared by diluting the water-based primer (P-1) with 15% water using glass as the test substrate and using air spray on the test substrate. It was applied at a coating amount of ˜150 g / m 2 and dried for 24 hours under the conditions of a temperature of 23 ° C. and a humidity of 50%. Thereafter, a modified silicone-based sealing agent (manufactured by Sunrise MSI Co., Ltd., trade name: SR Seal S70) and waterproofing material A were each applied to a thickness of about 3 mm. After curing for 7 days under conditions of 23 ° C. and 50% relative humidity, a 90 ° peel test was conducted. The cohesive failure (CF) rate was taken as 100% for ◎, 50% or more for ◯, 20% or more for Δ, and 0% for x. The results are shown in Table 3. The results are shown in Table 3.
実施例と比較例より、実施例１のように加水分解性シリル基、エポキシ基、及び水酸基を有し、さらにイソシアネート系架橋剤を含有するプライマーは、モルタル、ガラスへの接着性の改善に効果があり、特にガラスへの接着に関して、加水分解性シリル基とエポキシ基と水酸基の３つを有することによって、水酸基単独、加水分解性シリル基単独では全く接着しなかったものが、接着するようになった（実施例１と、比較例３、５の比較）。また、加水分解性シリル基の量が多い実施例２では、耐水接着性の改善効果もある。また、実施例３のように更に水溶性樹脂をブレンドする、実施例４のようにケトン官能基を含有する、実施例7のようにブチルメタクリレートを含有する、実施例８，９のように２−エチルヘキシルメタクリレートの量を多く含有することにより良好な耐水接着性を得ることもできる。 From Examples and Comparative Examples, a primer having a hydrolyzable silyl group, an epoxy group, and a hydroxyl group as in Example 1 and further containing an isocyanate-based crosslinking agent is effective in improving adhesion to mortar and glass. In particular, with regard to adhesion to glass, by having a hydrolyzable silyl group, an epoxy group and a hydroxyl group, the hydroxyl group alone or the hydrolyzable silyl group alone did not adhere at all. (Comparison between Example 1 and Comparative Examples 3 and 5). Moreover, Example 2 with a large amount of hydrolyzable silyl groups also has an effect of improving water-resistant adhesion. Further, a water-soluble resin is further blended as in Example 3, a ketone functional group is contained as in Example 4, butyl methacrylate is contained as in Example 7, and 2 as in Examples 8 and 9. -Good water-resistant adhesion can also be obtained by containing a large amount of ethylhexyl methacrylate.
（実施例８−１０、比較例６）
水系プライマー（Ｐ−１，６、８、１０）を用い、防水材はポリウレタン系シーリング材（オート化学工業（株）製、商品名：オートンサイディングシーラント）を用い、基材としてモルタルを用いて実施例１と同様にして評価を行った。その結果を表４に示した。
(Example 8-10, Comparative Example 6)
Using water-based primer (P-1,6,8,10), waterproofing material using polyurethane-based sealing material (manufactured by Auto Chemical Industry Co., Ltd., trade name: Orton Siding Sealant), and using mortar as the base material Evaluation was performed in the same manner as in Example 1. The results are shown in Table 4.
実施例と比較例との比較から本発明の水系プライマーはポリウレタン系シーリング材を塗工する場合にも好適である。 From the comparison between Examples and Comparative Examples, the water-based primer of the present invention is also suitable when a polyurethane-based sealing material is applied.
Claims (8)
A method of forming a waterproof structure in which a primer composition is applied to a substrate and then a waterproof material is applied, the primer composition comprising an acrylic polymer (A) having a hydrolyzable silyl group, an epoxy group and a hydroxyl group, and an isocyanate type A method for forming a waterproof structure, which is a water-based primer composition containing a crosslinking agent (B) and the waterproof material is a waterproof material or a urethane-based waterproof material containing a polymer (C) having a hydrolyzable silyl group.
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| CN110272652A (en) * | 2018-03-15 | 2019-09-24 | 立邦涂料（中国）有限公司 | A kind of roof waterpoof material |
| KR20200043059A (en) * | 2018-10-17 | 2020-04-27 | 신동석 | Acrylic waterproofing material manufacturing method |
| CN113621289A (en) * | 2021-09-09 | 2021-11-09 | 陕西宝塔山创新科技有限公司 | Strong-permeability concrete primer and preparation method thereof |
| WO2022075437A1 (en) * | 2020-10-09 | 2022-04-14 | デンカ株式会社 | Resin composition |
| CN115093247A (en) * | 2022-07-25 | 2022-09-23 | 迈嘉尔(武汉)高新技术发展有限公司 | Osmopolymerization flexible waterproof material and preparation method thereof |
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| JP2006083372A (en) * | 2004-08-19 | 2006-03-30 | Dainippon Ink & Chem Inc | Water-based primer composition, method for treating ground surface using the same and lamination structure |
Cited By (7)
| Publication number | Priority date | Publication date | Assignee | Title |
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| CN110272652A (en) * | 2018-03-15 | 2019-09-24 | 立邦涂料（中国）有限公司 | A kind of roof waterpoof material |
| CN110272652B (en) * | 2018-03-15 | 2021-07-09 | 立邦涂料（中国）有限公司 | Roof waterproof material |
| KR20200043059A (en) * | 2018-10-17 | 2020-04-27 | 신동석 | Acrylic waterproofing material manufacturing method |
| KR102163989B1 (en) | 2018-10-17 | 2020-10-12 | 신동석 | Acrylic waterproofing material manufacturing method |
| WO2022075437A1 (en) * | 2020-10-09 | 2022-04-14 | デンカ株式会社 | Resin composition |
| CN113621289A (en) * | 2021-09-09 | 2021-11-09 | 陕西宝塔山创新科技有限公司 | Strong-permeability concrete primer and preparation method thereof |
| CN115093247A (en) * | 2022-07-25 | 2022-09-23 | 迈嘉尔(武汉)高新技术发展有限公司 | Osmopolymerization flexible waterproof material and preparation method thereof |
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