JP6030400B2 - (Meth) acrylic resin composition and concrete stripping prevention method - Google Patents
(Meth) acrylic resin composition and concrete stripping prevention method Download PDFInfo
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- JP6030400B2 JP6030400B2 JP2012225622A JP2012225622A JP6030400B2 JP 6030400 B2 JP6030400 B2 JP 6030400B2 JP 2012225622 A JP2012225622 A JP 2012225622A JP 2012225622 A JP2012225622 A JP 2012225622A JP 6030400 B2 JP6030400 B2 JP 6030400B2
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- 239000000203 mixture Substances 0.000 title claims description 20
- 239000004925 Acrylic resin Substances 0.000 title claims description 18
- 229920000178 Acrylic resin Polymers 0.000 title claims description 18
- 238000000034 method Methods 0.000 title claims description 14
- 230000002265 prevention Effects 0.000 title claims description 7
- NIXOWILDQLNWCW-UHFFFAOYSA-M Acrylate Chemical compound [O-]C(=O)C=C NIXOWILDQLNWCW-UHFFFAOYSA-M 0.000 claims description 55
- 239000000835 fiber Substances 0.000 claims description 22
- 239000005062 Polybutadiene Substances 0.000 claims description 17
- 229920002857 polybutadiene Polymers 0.000 claims description 17
- 239000004593 Epoxy Substances 0.000 claims description 11
- 150000004670 unsaturated fatty acids Chemical class 0.000 claims description 9
- 238000000354 decomposition reaction Methods 0.000 claims description 8
- 235000021122 unsaturated fatty acids Nutrition 0.000 claims description 7
- 125000002768 hydroxyalkyl group Chemical group 0.000 claims description 6
- 229910052751 metal Inorganic materials 0.000 claims description 6
- 239000002184 metal Substances 0.000 claims description 6
- 229920001778 nylon Polymers 0.000 claims description 6
- 239000003505 polymerization initiator Substances 0.000 claims description 6
- 239000002344 surface layer Substances 0.000 claims description 5
- 235000021388 linseed oil Nutrition 0.000 claims description 4
- 239000000944 linseed oil Substances 0.000 claims description 4
- 239000004677 Nylon Substances 0.000 claims description 3
- 150000003839 salts Chemical class 0.000 claims description 3
- 239000013522 chelant Substances 0.000 claims description 2
- 239000003921 oil Substances 0.000 description 8
- 235000019198 oils Nutrition 0.000 description 8
- 239000011347 resin Substances 0.000 description 7
- 229920005989 resin Polymers 0.000 description 7
- LYCAIKOWRPUZTN-UHFFFAOYSA-N Ethylene glycol Chemical compound OCCO LYCAIKOWRPUZTN-UHFFFAOYSA-N 0.000 description 6
- 239000013065 commercial product Substances 0.000 description 5
- 125000002524 organometallic group Chemical group 0.000 description 5
- ZCYVEMRRCGMTRW-UHFFFAOYSA-N 7553-56-2 Chemical compound [I] ZCYVEMRRCGMTRW-UHFFFAOYSA-N 0.000 description 4
- 150000001252 acrylic acid derivatives Chemical class 0.000 description 4
- 238000005227 gel permeation chromatography Methods 0.000 description 4
- 239000011630 iodine Substances 0.000 description 4
- 229910052740 iodine Inorganic materials 0.000 description 4
- 239000010410 layer Substances 0.000 description 4
- 239000004793 Polystyrene Substances 0.000 description 3
- 229920002978 Vinylon Polymers 0.000 description 3
- 239000000853 adhesive Substances 0.000 description 3
- 230000001070 adhesive effect Effects 0.000 description 3
- 239000010941 cobalt Substances 0.000 description 3
- 229910017052 cobalt Inorganic materials 0.000 description 3
- GUTLYIVDDKVIGB-UHFFFAOYSA-N cobalt atom Chemical compound [Co] GUTLYIVDDKVIGB-UHFFFAOYSA-N 0.000 description 3
- 238000010276 construction Methods 0.000 description 3
- MTHSVFCYNBDYFN-UHFFFAOYSA-N diethylene glycol Chemical compound OCCOCCO MTHSVFCYNBDYFN-UHFFFAOYSA-N 0.000 description 3
- 238000001035 drying Methods 0.000 description 3
- WGCNASOHLSPBMP-UHFFFAOYSA-N hydroxyacetaldehyde Natural products OCC=O WGCNASOHLSPBMP-UHFFFAOYSA-N 0.000 description 3
- 239000007788 liquid Substances 0.000 description 3
- 239000000463 material Substances 0.000 description 3
- WWZKQHOCKIZLMA-UHFFFAOYSA-N octanoic acid Chemical compound CCCCCCCC(O)=O WWZKQHOCKIZLMA-UHFFFAOYSA-N 0.000 description 3
- 229920002223 polystyrene Polymers 0.000 description 3
- KCTAWXVAICEBSD-UHFFFAOYSA-N prop-2-enoyloxy prop-2-eneperoxoate Chemical compound C=CC(=O)OOOC(=O)C=C KCTAWXVAICEBSD-UHFFFAOYSA-N 0.000 description 3
- 239000000126 substance Substances 0.000 description 3
- 238000012360 testing method Methods 0.000 description 3
- 125000000954 2-hydroxyethyl group Chemical group [H]C([*])([H])C([H])([H])O[H] 0.000 description 2
- FRIBMENBGGCKPD-UHFFFAOYSA-N 3-(2,3-dimethoxyphenyl)prop-2-enal Chemical compound COC1=CC=CC(C=CC=O)=C1OC FRIBMENBGGCKPD-UHFFFAOYSA-N 0.000 description 2
- 229920000049 Carbon (fiber) Polymers 0.000 description 2
- MHAJPDPJQMAIIY-UHFFFAOYSA-N Hydrogen peroxide Chemical compound OO MHAJPDPJQMAIIY-UHFFFAOYSA-N 0.000 description 2
- WYURNTSHIVDZCO-UHFFFAOYSA-N Tetrahydrofuran Chemical compound C1CCOC1 WYURNTSHIVDZCO-UHFFFAOYSA-N 0.000 description 2
- 229920006231 aramid fiber Polymers 0.000 description 2
- 239000004917 carbon fiber Substances 0.000 description 2
- 150000001875 compounds Chemical class 0.000 description 2
- 230000032798 delamination Effects 0.000 description 2
- 238000006073 displacement reaction Methods 0.000 description 2
- 239000003822 epoxy resin Substances 0.000 description 2
- 238000011156 evaluation Methods 0.000 description 2
- 239000003365 glass fiber Substances 0.000 description 2
- 150000002432 hydroperoxides Chemical class 0.000 description 2
- 150000001451 organic peroxides Chemical class 0.000 description 2
- 238000011056 performance test Methods 0.000 description 2
- 229920000647 polyepoxide Polymers 0.000 description 2
- 239000000047 product Substances 0.000 description 2
- 239000012783 reinforcing fiber Substances 0.000 description 2
- 239000002904 solvent Substances 0.000 description 2
- 150000003673 urethanes Chemical class 0.000 description 2
- RYSXWUYLAWPLES-MTOQALJVSA-N (Z)-4-hydroxypent-3-en-2-one titanium Chemical compound [Ti].C\C(O)=C\C(C)=O.C\C(O)=C\C(C)=O.C\C(O)=C\C(C)=O.C\C(O)=C\C(C)=O RYSXWUYLAWPLES-MTOQALJVSA-N 0.000 description 1
- HYZQBNDRDQEWAN-LNTINUHCSA-N (z)-4-hydroxypent-3-en-2-one;manganese(3+) Chemical compound [Mn+3].C\C(O)=C\C(C)=O.C\C(O)=C\C(C)=O.C\C(O)=C\C(C)=O HYZQBNDRDQEWAN-LNTINUHCSA-N 0.000 description 1
- FSJSYDFBTIVUFD-SUKNRPLKSA-N (z)-4-hydroxypent-3-en-2-one;oxovanadium Chemical compound [V]=O.C\C(O)=C\C(C)=O.C\C(O)=C\C(C)=O FSJSYDFBTIVUFD-SUKNRPLKSA-N 0.000 description 1
- JMIZWXDKTUGEES-UHFFFAOYSA-N 2,2-di(cyclopenten-1-yloxy)ethyl 2-methylprop-2-enoate Chemical compound C=1CCCC=1OC(COC(=O)C(=C)C)OC1=CCCC1 JMIZWXDKTUGEES-UHFFFAOYSA-N 0.000 description 1
- JGBAASVQPMTVHO-UHFFFAOYSA-N 2,5-dihydroperoxy-2,5-dimethylhexane Chemical compound OOC(C)(C)CCC(C)(C)OO JGBAASVQPMTVHO-UHFFFAOYSA-N 0.000 description 1
- -1 2-hydroxypropyl Chemical group 0.000 description 1
- POYODSZSSBWJPD-UHFFFAOYSA-N 2-methylprop-2-enoyloxy 2-methylprop-2-eneperoxoate Chemical compound CC(=C)C(=O)OOOC(=O)C(C)=C POYODSZSSBWJPD-UHFFFAOYSA-N 0.000 description 1
- 229920003043 Cellulose fiber Polymers 0.000 description 1
- 229920000742 Cotton Polymers 0.000 description 1
- WOBHKFSMXKNTIM-UHFFFAOYSA-N Hydroxyethyl methacrylate Chemical compound CC(=C)C(=O)OCCO WOBHKFSMXKNTIM-UHFFFAOYSA-N 0.000 description 1
- 235000019484 Rapeseed oil Nutrition 0.000 description 1
- 239000006087 Silane Coupling Agent Substances 0.000 description 1
- VZTQQYMRXDUHDO-UHFFFAOYSA-N [2-hydroxy-3-[4-[2-[4-(2-hydroxy-3-prop-2-enoyloxypropoxy)phenyl]propan-2-yl]phenoxy]propyl] prop-2-enoate Chemical compound C=1C=C(OCC(O)COC(=O)C=C)C=CC=1C(C)(C)C1=CC=C(OCC(O)COC(=O)C=C)C=C1 VZTQQYMRXDUHDO-UHFFFAOYSA-N 0.000 description 1
- NIXOWILDQLNWCW-UHFFFAOYSA-N acrylic acid group Chemical group C(C=C)(=O)O NIXOWILDQLNWCW-UHFFFAOYSA-N 0.000 description 1
- 125000003647 acryloyl group Chemical group O=C([*])C([H])=C([H])[H] 0.000 description 1
- 239000000654 additive Substances 0.000 description 1
- 125000002947 alkylene group Chemical group 0.000 description 1
- 239000004760 aramid Substances 0.000 description 1
- 238000011088 calibration curve Methods 0.000 description 1
- 125000004432 carbon atom Chemical group C* 0.000 description 1
- 239000000919 ceramic Substances 0.000 description 1
- 239000002738 chelating agent Substances 0.000 description 1
- XEHUIDSUOAGHBW-UHFFFAOYSA-N chromium;pentane-2,4-dione Chemical compound [Cr].CC(=O)CC(C)=O.CC(=O)CC(C)=O.CC(=O)CC(C)=O XEHUIDSUOAGHBW-UHFFFAOYSA-N 0.000 description 1
- 239000011248 coating agent Substances 0.000 description 1
- 238000000576 coating method Methods 0.000 description 1
- FJDJVBXSSLDNJB-LNTINUHCSA-N cobalt;(z)-4-hydroxypent-3-en-2-one Chemical compound [Co].C\C(O)=C\C(C)=O.C\C(O)=C\C(C)=O.C\C(O)=C\C(C)=O FJDJVBXSSLDNJB-LNTINUHCSA-N 0.000 description 1
- 230000000052 comparative effect Effects 0.000 description 1
- 238000007796 conventional method Methods 0.000 description 1
- 229940120693 copper naphthenate Drugs 0.000 description 1
- GXROCGVLAIXUAF-UHFFFAOYSA-N copper octan-1-ol Chemical compound [Cu].CCCCCCCCO GXROCGVLAIXUAF-UHFFFAOYSA-N 0.000 description 1
- SEVNKWFHTNVOLD-UHFFFAOYSA-L copper;3-(4-ethylcyclohexyl)propanoate;3-(3-ethylcyclopentyl)propanoate Chemical compound [Cu+2].CCC1CCC(CCC([O-])=O)C1.CCC1CCC(CCC([O-])=O)CC1 SEVNKWFHTNVOLD-UHFFFAOYSA-L 0.000 description 1
- ZKXWKVVCCTZOLD-UHFFFAOYSA-N copper;4-hydroxypent-3-en-2-one Chemical compound [Cu].CC(O)=CC(C)=O.CC(O)=CC(C)=O ZKXWKVVCCTZOLD-UHFFFAOYSA-N 0.000 description 1
- 235000012343 cottonseed oil Nutrition 0.000 description 1
- 239000002385 cottonseed oil Substances 0.000 description 1
- SPTHWAJJMLCAQF-UHFFFAOYSA-M ctk4f8481 Chemical compound [O-]O.CC(C)C1=CC=CC=C1C(C)C SPTHWAJJMLCAQF-UHFFFAOYSA-M 0.000 description 1
- 239000000975 dye Substances 0.000 description 1
- 229920001971 elastomer Polymers 0.000 description 1
- 239000000806 elastomer Substances 0.000 description 1
- 150000002148 esters Chemical class 0.000 description 1
- 125000000816 ethylene group Chemical group [H]C([H])([*:1])C([H])([H])[*:2] 0.000 description 1
- 239000003925 fat Substances 0.000 description 1
- 235000021323 fish oil Nutrition 0.000 description 1
- 239000003063 flame retardant Substances 0.000 description 1
- 239000004088 foaming agent Substances 0.000 description 1
- 238000009472 formulation Methods 0.000 description 1
- 238000005470 impregnation Methods 0.000 description 1
- 238000002347 injection Methods 0.000 description 1
- 239000007924 injection Substances 0.000 description 1
- 239000012784 inorganic fiber Substances 0.000 description 1
- 239000011256 inorganic filler Substances 0.000 description 1
- 229910003475 inorganic filler Inorganic materials 0.000 description 1
- LZKLAOYSENRNKR-LNTINUHCSA-N iron;(z)-4-oxoniumylidenepent-2-en-2-olate Chemical compound [Fe].C\C(O)=C\C(C)=O.C\C(O)=C\C(C)=O.C\C(O)=C\C(C)=O LZKLAOYSENRNKR-LNTINUHCSA-N 0.000 description 1
- VNWKTOKETHGBQD-UHFFFAOYSA-N methane Chemical compound C VNWKTOKETHGBQD-UHFFFAOYSA-N 0.000 description 1
- GEMHFKXPOCTAIP-UHFFFAOYSA-N n,n-dimethyl-n'-phenylcarbamimidoyl chloride Chemical compound CN(C)C(Cl)=NC1=CC=CC=C1 GEMHFKXPOCTAIP-UHFFFAOYSA-N 0.000 description 1
- 239000012766 organic filler Substances 0.000 description 1
- 229920000620 organic polymer Polymers 0.000 description 1
- 239000003973 paint Substances 0.000 description 1
- 239000012188 paraffin wax Substances 0.000 description 1
- 239000000049 pigment Substances 0.000 description 1
- 239000004014 plasticizer Substances 0.000 description 1
- 229920001451 polypropylene glycol Polymers 0.000 description 1
- 239000011241 protective layer Substances 0.000 description 1
- 239000007870 radical polymerization initiator Substances 0.000 description 1
- 239000012779 reinforcing material Substances 0.000 description 1
- 239000000523 sample Substances 0.000 description 1
- 239000012488 sample solution Substances 0.000 description 1
- 229920002050 silicone resin Polymers 0.000 description 1
- WSFQLUVWDKCYSW-UHFFFAOYSA-M sodium;2-hydroxy-3-morpholin-4-ylpropane-1-sulfonate Chemical compound [Na+].[O-]S(=O)(=O)CC(O)CN1CCOCC1 WSFQLUVWDKCYSW-UHFFFAOYSA-M 0.000 description 1
- 239000003549 soybean oil Substances 0.000 description 1
- 235000012424 soybean oil Nutrition 0.000 description 1
- 239000000758 substrate Substances 0.000 description 1
- 239000004094 surface-active agent Substances 0.000 description 1
- CIHOLLKRGTVIJN-UHFFFAOYSA-N tert‐butyl hydroperoxide Chemical compound CC(C)(C)OO CIHOLLKRGTVIJN-UHFFFAOYSA-N 0.000 description 1
- 238000010998 test method Methods 0.000 description 1
- YLQBMQCUIZJEEH-UHFFFAOYSA-N tetrahydrofuran Natural products C=1C=COC=1 YLQBMQCUIZJEEH-UHFFFAOYSA-N 0.000 description 1
- 239000006097 ultraviolet radiation absorber Substances 0.000 description 1
- 229930195735 unsaturated hydrocarbon Natural products 0.000 description 1
- 229920006307 urethane fiber Polymers 0.000 description 1
- CHJMFFKHPHCQIJ-UHFFFAOYSA-L zinc;octanoate Chemical compound [Zn+2].CCCCCCCC([O-])=O.CCCCCCCC([O-])=O CHJMFFKHPHCQIJ-UHFFFAOYSA-L 0.000 description 1
Landscapes
- Macromonomer-Based Addition Polymer (AREA)
- Working Measures On Existing Buildindgs (AREA)
- Paints Or Removers (AREA)
Description
本発明は、（メタ）アクリル樹脂組成物に関する。本発明は、コンクリート構造物の表面に樹脂層を形成してなるコンクリート片のはく落防止方法及びはく落防止構造体に関する。 The present invention relates to a (meth) acrylic resin composition. The present invention relates to a method for preventing delamination of a concrete piece formed by forming a resin layer on the surface of a concrete structure and a delamination preventing structure.
コンクリート構造物の表面に樹脂層を形成してなるコンクリート片のはく落防止方法は、プライマー、不陸調整又は段差修正材、繊維シート接着剤の下塗り、繊維シートの貼り付け、繊維シート接着剤の上塗り、表面保護層又は耐候性塗料等の複数材料の塗布又は貼り付け等といった、多数の工程が必要であり、施工に要する時間が長く、施工費用に占める労務費が多いという課題があった。 The method of preventing the peeling of concrete pieces formed by forming a resin layer on the surface of a concrete structure is as follows: primer, unevenness adjustment or leveling material, fiber sheet adhesive primer, fiber sheet adhesive, fiber sheet adhesive top coat In addition, many processes such as application or pasting of a plurality of materials such as a surface protective layer or a weather-resistant paint are required, and there is a problem that the time required for construction is long and labor costs occupy the construction cost.
コンクリート構造物の表面に樹脂層を形成してなるコンクリート片のはく落防止方法としては、従来から、炭素繊維やガラス繊維、アラミド繊維といった強化繊維を配列した強化繊維基材を、エポキシ樹脂等の常温硬化性樹脂で、コンクリート構造物表面に含浸接着する方法が知られている（特許文献１）。 As a method for preventing the flaking of a concrete piece formed by forming a resin layer on the surface of a concrete structure, conventionally, a reinforcing fiber substrate in which reinforcing fibers such as carbon fiber, glass fiber, and aramid fiber are arranged is used at room temperature such as epoxy resin. A method of impregnating and adhering to the surface of a concrete structure with a curable resin is known (Patent Document 1).
コンクリート構造物の表面に樹脂層を形成してなるコンクリート片のはく落防止方法として、重合可能なアクリル系液状組成物に短繊維を配合した組成物等を用いることが提案されてはいる（特許文献２）。しかし、不飽和脂肪酸を使用して、コンクリート片のはく落防止性能を向上することについて、記載はない。 As a method for preventing peeling of a concrete piece formed by forming a resin layer on the surface of a concrete structure, it has been proposed to use a composition in which short fibers are blended with a polymerizable acrylic liquid composition (Patent Document) 2). However, there is no description about improving the flaking prevention performance of concrete pieces by using unsaturated fatty acids.
本発明は、従来のコンクリート片のはく落防止方法の課題を解決する発明である。 The present invention is an invention that solves the problems of the conventional method for preventing flaking of concrete pieces.
本発明は、下記（１）〜（５）を含有する（メタ）アクリル樹脂組成物である。
（１）下記（１−１）〜（１−４）を含有してなる（メタ）アクリレート
（１−１）ヒドロキシアルキル（メタ）アクリレート
（１−２）ジシクロペンテニルオキシアルキル（メタ）アクリレート
（１−３）エポキシ（メタ）アクリレート
（１−４）両末端（メタ）アクリル変性ポリブタジエン及び／又は両末端（メタ）アクリル変性水素添加ポリブタジエン
（２）重合開始剤
（３）分解促進剤
（４）不飽和脂肪酸
（５）短繊維
前記（３）分解促進剤は有機金属塩及び／又は有機金属キレートであることが好ましい。
前記（４）不飽和脂肪酸は亜麻仁油であることが好ましい。
前記（５）短繊維はナイロンであることが好ましい。
コンクリート構造物の表面に、前記（メタ）アクリル樹脂組成物を塗布し、硬化して表面層を形成してなるコンクリート片のはく落防止方法であることが好ましい。
コンクリート構造物の表面に、前記（メタ）アクリル樹脂組成物を塗布し、硬化して表面層を形成してなるコンクリート片のはく落防止構造体であることが好ましい。
The present invention is a (meth) acrylic resin composition containing the following (1) to (5).
(1) (Meth) acrylate (1-1) hydroxyalkyl (meth) acrylate (1-2) dicyclopentenyloxyalkyl (meth) acrylate (1-2) containing the following (1-1) to (1-4) 1-3) Epoxy (meth) acrylate (1-4) Both ends (meth) acryl-modified polybutadiene and / or both ends (meth) acryl-modified hydrogenated polybutadiene (2) Polymerization initiator (3) Decomposition accelerator (4) Unsaturated fatty acid (5) Short fiber The (3) decomposition accelerator is preferably an organic metal salt and / or an organic metal chelate.
The (4) unsaturated fatty acid is preferably linseed oil.
The (5) short fiber is preferably nylon.
The method is preferably a method for preventing a concrete piece from being peeled off by applying the (meth) acrylic resin composition to the surface of a concrete structure and curing to form a surface layer.
It is preferable that the concrete piece is an anti-peeling structure formed by applying the (meth) acrylic resin composition to the surface of the concrete structure and curing to form a surface layer.
本発明は、はく落防止性能を向上できる。 The present invention can improve the anti-peeling performance.
以下、本発明を詳細に説明する。 Hereinafter, the present invention will be described in detail.
本発明の（メタ）アクリル樹脂組成物は、（１）（メタ）アクリレートを含有する。（１）（メタ）アクリレートは、下記（１−１）〜（１−４）を含有する。
（１−１）ヒドロキシアルキル（メタ）アクリレート
（１−２）ジシクロペンテニルオキシアルキル（メタ）アクリレート
（１−３）エポキシ（メタ）アクリレート
（１−４）両末端（メタ）アクリル変性ポリブタジエン及び／又は両末端（メタ）アクリル変性水素添加ポリブタジエン
The (meth) acrylic resin composition of the present invention contains (1) (meth) acrylate. (1) The (meth) acrylate contains the following (1-1) to (1-4).
(1-1) Hydroxyalkyl (meth) acrylate (1-2) Dicyclopentenyloxyalkyl (meth) acrylate (1-3) Epoxy (meth) acrylate (1-4) Both end (meth) acryl-modified polybutadiene and / or Or both terminal (meth) acryl-modified hydrogenated polybutadiene
本発明は、（１−１）ヒドロキシアルキル（メタ）アクリレートを含有する。ヒドロキシアルキル（メタ）アクリレートとしては、一般式（Ａ）のヒドロキシアルキル（メタ）アクリレートが挙げられる。
一般式（Ａ）Ｚ−Ｏ−(Ｒ １Ｏ)p −Ｈ
（式中、Ｚは（メタ）アクリロイル基を示し、Ｒ１は−Ｃ２Ｈ４−、−Ｃ３Ｈ６−、−ＣＨ２ＣＨ（ＣＨ３）−、−Ｃ４Ｈ８−又は−Ｃ６Ｈ１２−を示し、ｐは１〜１０の整数を表す。）
The present invention contains (1-1) hydroxyalkyl (meth) acrylate. As hydroxyalkyl (meth) acrylate, the hydroxyalkyl (meth) acrylate of general formula (A) is mentioned.
Formula (A) Z—O— (R 1 O) p —H
(In the formula, Z represents a (meth) acryloyl group, and R 1 represents —C 2 H 4 —, —C 3 H 6 —, —CH 2 CH (CH 3 ) —, —C 4 H 8 — or —C. 6 H 12- represents, and p represents an integer of 1 to 10.)
（１−１）一般式（Ａ）の化合物としては、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、ジエチレングリコールモノ（メタ）アクリレート及びポリプロピレングリコール（メタ）アクリレート等が挙げられる。これらの１種又は２種以上が使用できる。これらの中では、２−ヒドロキシエチル（メタ）アクリレートが好ましい。 (1-1) Examples of the compound represented by the general formula (A) include 2-hydroxyethyl (meth) acrylate, 2-hydroxypropyl (meth) acrylate, diethylene glycol mono (meth) acrylate, and polypropylene glycol (meth) acrylate. . These 1 type (s) or 2 or more types can be used. In these, 2-hydroxyethyl (meth) acrylate is preferable.
本発明は、（１−２）ジシクロペンテニルオキシアルキル（メタ）アクリレートを含有する。ジシクロペンテニルオキシアルキル（メタ）アクリレートとしては、一般式（Ｂ）のジシクロペンテニルオキシアルキル（メタ）アクリレートが挙げられる。ジシクロペンテニルオキシアルキル（メタ）アクリレートとしては、ジシクロペンテニルオキシエチル（メタ）アクリレート、ジシクロペンテニルオキシジエチレングリコール（メタ）アクリレート、ジシクロペンテニルオキシトリエチレングリコール（メタ）アクリレート及びジシクロペンテニルオキシプロピレングリコール（メタ）アクリレート等が挙げられる。これらの１種又は２種以上が使用できる。これらの中では、ジシクロペンテニルオキシエチル（メタ）アクリレートが好ましい。Ｒ２は、樹脂強度が大きい点で、１〜４個の炭素原子を有するアルキレン基が好ましく、エチレン基がより好ましい。ｑは、硬化物の樹脂強度が大きい点で、１〜３が好ましく、１がより好ましい。 The present invention contains (1-2) dicyclopentenyloxyalkyl (meth) acrylate. Examples of the dicyclopentenyloxyalkyl (meth) acrylate include dicyclopentenyloxyalkyl (meth) acrylate of the general formula (B). Dicyclopentenyloxyalkyl (meth) acrylates include dicyclopentenyloxyethyl (meth) acrylate, dicyclopentenyloxydiethylene glycol (meth) acrylate, dicyclopentenyloxytriethylene glycol (meth) acrylate and dicyclopentenyloxypropylene glycol (Meth) acrylate etc. are mentioned. These 1 type (s) or 2 or more types can be used. Of these, dicyclopentenyloxyethyl (meth) acrylate is preferred. R 2 is preferably an alkylene group having 1 to 4 carbon atoms, more preferably an ethylene group, from the viewpoint of high resin strength. q is preferably 1 to 3 in terms of the resin strength of the cured product, and more preferably 1.
本発明は、（１−３）エポキシ（メタ）アクリレートを含有する。エポキシ（メタ）アクリレートとしては、一般式（Ｃ）のエポキシ（メタ）アクリレートが挙げられる。 The present invention contains (1-3) epoxy (meth) acrylate. As an epoxy (meth) acrylate, the epoxy (meth) acrylate of general formula (C) is mentioned.
一般式（Ｃ）のエポキシ（メタ）アクリレートとしては、エポキシアクリレート“エポキシエステル３０００Ｍ”（共栄社工業社製）、エポキシアクリレート“エポキシエステル３０００Ａ”（共栄社工業社製）及びエポキシアクリレート“ビスコートＶ＃５４０”（大阪有機化学工業社製）等が挙げられる。これらの１種又は２種以上を使用してもよい。
一般式（Ｃ）で表されるエポキシ（メタ）アクリレートの中では、以下の一般式（Ｃ’）で示されるエポキシアクリレートが好ましい。
As the epoxy (meth) acrylate of the general formula (C), epoxy acrylate “epoxy ester 3000M” (manufactured by Kyoeisha Kogyo Co., Ltd.), epoxy acrylate “epoxy ester 3000A” (manufactured by Kyoeisha Kogyo Co., Ltd.) and epoxy acrylate “Biscoat V # 540” (Osaka Organic Chemical Industry Co., Ltd.). You may use 1 type, or 2 or more types of these.
Among the epoxy (meth) acrylates represented by the general formula (C), epoxy acrylates represented by the following general formula (C ′) are preferable.
一般式（Ｃ’）で示されるエポキシメタクリレートとしては、 “ビスコートＶ＃５４０”（ 大阪有機化学工業社製）が挙げられる。 Examples of the epoxy methacrylate represented by the general formula (C ′) include “Biscoat V # 540” (manufactured by Osaka Organic Chemical Industry Co., Ltd.).
本発明は、（１−４）両末端（メタ）アクリル変性ポリブタジエン及び／又は両末端（メタ）アクリル変性水素添加ポリブタジエンを含有する。両末端（メタ）アクリル変性ポリブタジエン及び／又は両末端（メタ）アクリル変性水素添加ポリブタジエンとしては、一般式（Ｄ）の両末端（メタ）アクリル変性ポリブタジエンが挙げられる。 The present invention contains (1-4) both-end (meth) acryl-modified polybutadiene and / or both-end (meth) acryl-modified hydrogenated polybutadiene. Examples of the both-end (meth) acryl-modified polybutadiene and / or both-end (meth) acryl-modified hydrogenated polybutadiene include both-end (meth) acryl-modified polybutadiene of the general formula (D).
但し、一般式（Ｄ）に示す両末端（メタ）アクリル変性ポリブタジエンの代わりに、一般式（Ｄ１）に示す両末端（メタ）アクリル変性水素添加ポリブタジエンを選択しても良い。
However, instead of the both-end (meth) acryl-modified polybutadiene represented by the general formula (D), a both-end (meth) acryl-modified hydrogenated polybutadiene represented by the general formula (D1) may be selected.
一般式（Ｄ）の両末端（メタ）アクリル変性ポリブタジエンとしては、１，２−ポリブタジエン変性ウレタン系（メタ）アクリレートオリゴマーが挙げられる。１，２−ポリブタジエン変性ウレタン系（メタ）アクリレートオリゴマーとしては、“ＴＥ−２０００”（日本曹達社製、ＧＰＣによるポリスチレン換算の数平均分子量２０００、構造は一般式（Ｄ２）の通り）や“ＴＥＡ−１０００”（日本曹達社製）が挙げられる。 Examples of the both terminal (meth) acryl-modified polybutadiene of the general formula (D) include 1,2-polybutadiene-modified urethane-based (meth) acrylate oligomers. As the 1,2-polybutadiene-modified urethane-based (meth) acrylate oligomer, “TE-2000” (manufactured by Nippon Soda Co., Ltd., number average molecular weight 2000 in terms of polystyrene by GPC, the structure is as in the general formula (D2)) and “TEA” -1000 "(manufactured by Nippon Soda Co., Ltd.).
両末端（メタ）アクリル変性ポリブタジエン及び／又は両末端（メタ）アクリル変性水素添加ポリブタジエンの数平均分子量は、５００〜１０００００が好ましく、１０００〜５００００がより好ましい。数平均分子量は、ゲルパーミエーションクロマトグラフィー（ＧＰＣ）法によって測定される標準ポリスチレン換算の値である。具体的には、平均分子量は、下記の条件にて、溶剤としてテトラヒドロフランを用い、ＧＰＣシステム（東ソ−社製ＳＣ−８０１０）を使用し、市販の標準ポリスチレンで検量線を作成して求める。 The number average molecular weight of both terminal (meth) acryl-modified polybutadiene and / or both terminal (meth) acryl-modified hydrogenated polybutadiene is preferably 500 to 100,000, more preferably 1,000 to 50,000. The number average molecular weight is a value in terms of standard polystyrene measured by a gel permeation chromatography (GPC) method. Specifically, the average molecular weight is obtained by preparing a calibration curve with commercially available standard polystyrene using tetrahydrofuran as a solvent under the following conditions, using a GPC system (SC-8010 manufactured by Tosoh Corporation).
流速：１．０ｍｌ／ｍｉｎ
設定温度：４０℃
カラム構成：東ソー社製「ＴＳＫ ｇｕａｒｄｃｏｌｕｍｎ ＭＰ（×Ｌ）」６．０ｍｍＩＤ×４．０ｃｍ１本、および東ソー社製「ＴＳＫ−ＧＥＬＭＵＬＴＩＰＯＲＥＨＸＬ−Ｍ」７．８ｍｍＩＤ×３０．０ｃｍ（理論段数１６，０００段）２本、計３本（全体として理論段数３２，０００段）、
サンプル注入量：１００μｌ（試料液濃度１ｍｇ／ｍｌ）
送液圧力：３９ｋｇ／ｃｍ2
検出器：ＲＩ検出器
Flow rate: 1.0 ml / min
Set temperature: 40 ° C
Column configuration: “TSK guardcolumn MP (× L)” manufactured by Tosoh Corp. 6.0 mm ID × 4.0 cm 1 and “TSK-GELMULTIPOREHXL-M” 7.8 mm ID × 30.0 cm (16,000 theoretical plates) manufactured by Tosoh Corp. 2, 3 in total (32,000 theoretical plates as a whole)
Sample injection volume: 100 μl (sample solution concentration 1 mg / ml)
Liquid feeding pressure: 39 kg / cm 2
Detector: RI detector
本発明の（１）（メタ）アクリレートとしては、（１−１）〜（１−４）からなる（メタ）アクリレートが好ましい。以下、（１−１）〜（１−４）からなる（メタ）アクリレートを、単に（メタ）アクリレートを総称することもある。（１−１）〜（１−４）からなる（メタ）アクリレートの使用量は、（１−１）〜（１−４）の合計１００質量部中、（１−１）：（１−２）：（１−３）：（１−４）＝５〜４５：１５〜６５：１〜２５：１０〜５５が好ましく、１０〜３０：３０〜５０：３〜１０：２５〜４５がより好ましい。 As (1) (meth) acrylate of this invention, the (meth) acrylate which consists of (1-1)-(1-4) is preferable. Hereinafter, (meth) acrylate composed of (1-1) to (1-4) may be simply referred to as (meth) acrylate. The amount of (meth) acrylate used consisting of (1-1) to (1-4) is (1-1) :( 1-2) in a total of 100 parts by mass of (1-1) to (1-4). ) :( 1-3) :( 1-4) = 5 to 45:15 to 65: 1 to 25:10 to 55 is preferable, and 10 to 30:30 to 50: 3 to 10:25 to 45 is more preferable. .
本発明の（２）重合開始剤は、いわゆるラジカル重合開始剤の働きを有する。（２）重合開始剤としては、有機過酸化物が挙げられる。有機過酸化物としては、ハイドロパーオキサイド類が好ましい。ハイドロパーオキサイド類としては、ターシャリブチルハイドロパーオキサイド、クメンハイドロパーオキサイド、ジイソプロピルベンゼンハイドロパーオキサイド、パラメタンハイドロパーオキサイド、２，５−ジメチルヘキサン−２，５−ジハイドロパーオキサイド及び１，１，３，３−テトラメチルブチルハイドロパーオキサイド等が挙げられる。これらの１種又は２種以上を使用することができる。 The (2) polymerization initiator of the present invention functions as a so-called radical polymerization initiator. (2) Examples of the polymerization initiator include organic peroxides. As the organic peroxide, hydroperoxides are preferable. Hydroperoxides include tertiary butyl hydroperoxide, cumene hydroperoxide, diisopropylbenzene hydroperoxide, paraffin hydroperoxide, 2,5-dimethylhexane-2,5-dihydroperoxide and 1,1. 3,3-tetramethylbutyl hydroperoxide and the like. These 1 type (s) or 2 or more types can be used.
（２）重合開始剤の使用量は、（１）（メタ）アクリレート１００質量部に対して、０．２〜１０質量部が好ましく、０．５〜５質量部がより好ましい。０．２質量部未満では硬化が遅くなるおそれがあり、１０質量部を超えても硬化速度等は向上せず、むしろ接着性の低下等が生ずるおそれがある。 (2) The usage-amount of a polymerization initiator has a preferable 0.2-10 mass part with respect to 100 mass parts of (1) (meth) acrylate, and a 0.5-5 mass part is more preferable. If it is less than 0.2 parts by mass, the curing may be slow, and if it exceeds 10 parts by mass, the curing rate and the like will not be improved, but rather the adhesiveness may be lowered.
本発明の（３）分解促進剤は、重合開始剤の分解を促進させる化合物であり、例えば次のようなものが挙げられる。 The (3) decomposition accelerator of the present invention is a compound that accelerates the decomposition of the polymerization initiator, and examples thereof include the following.
（３−１）有機金属塩：ナフテン酸コバルト、ナフテン酸銅、ナフテン酸亜鉛、オクチル酸コバルト、オクチル酸銅及びオクチル酸亜鉛等。 (3-1) Organometallic salt: cobalt naphthenate, copper naphthenate, zinc naphthenate, cobalt octylate, copper octylate, zinc octylate and the like.
（３−２）有機金属キレート：銅アセチルアセトネート、チタンアセチルアセトネート、マンガンアセチルアセトネート、クロムアセチルアセトネート、鉄アセチルアセトネート、バナジルアセチルアセトネート及びコバルトアセチルアセトネート等。
これらの１種又は２種以上を使用することができる。
(3-2) Organometallic chelates: copper acetylacetonate, titanium acetylacetonate, manganese acetylacetonate, chromium acetylacetonate, iron acetylacetonate, vanadyl acetylacetonate, cobalt acetylacetonate and the like.
These 1 type (s) or 2 or more types can be used.
これらの中では、有機金属塩及び／又は有機金属キレートが好ましく、有機金属塩がより好ましく、オクチル酸コバルトが最も好ましい。 Of these, organometallic salts and / or organometallic chelates are preferred, organometallic salts are more preferred, and cobalt octylate is most preferred.
（３）分解促進剤の使用量は、（１）（メタ）アクリレート１００質量部に対して、０．１〜１０質量部が好ましく、０．３〜５質量部がより好ましい。０．１質量部未満では硬化が遅くなるおそれがあり、１０質量部を超えても硬化速度等は向上せず、むしろ含浸性や接着性の低下等が生ずるおそれがある。 (3) 0.1-10 mass parts is preferable with respect to 100 mass parts of (1) (meth) acrylates, and, as for the usage-amount of a decomposition accelerator, 0.3-5 mass parts is more preferable. If it is less than 0.1 parts by mass, the curing may be slow, and if it exceeds 10 parts by mass, the curing rate and the like will not be improved, but rather impregnation and adhesiveness may be lowered.
本発明の（４）不飽和脂肪酸は、本発明の（３）分解促進剤、特に有機金属塩の作用により空気硬化する、不飽和炭化水素結合を分子中に有する油脂類の総称である。これらはそのヨウ素価により半乾性油と乾性油に分類される。ヨウ素価１００以上１３０（ｇ／１００ｇ）未満の半乾性油としては、大豆油、綿実油、なたね油等が挙げられる。ヨウ素価１３０（ｇ／１００ｇ）以上の乾性油としては、魚油等から変性した乾性油、亜麻仁油、ボイル油等が挙げられる。これらの中では、乾性油が好ましい。 The (4) unsaturated fatty acid of the present invention is a generic name for fats and oils having unsaturated hydrocarbon bonds in the molecule that are air-cured by the action of the (3) decomposition accelerator of the present invention, particularly an organic metal salt. These are classified into semi-dry oil and dry oil according to their iodine values. Examples of the semi-drying oil having an iodine value of 100 or more and less than 130 (g / 100 g) include soybean oil, cottonseed oil, rapeseed oil and the like. Examples of the drying oil having an iodine value of 130 (g / 100 g) or more include drying oil modified from fish oil and the like, linseed oil, and boil oil. Among these, dry oil is preferable.
（４）不飽和脂肪酸の使用量は、（１）（メタ）アクリレート１００質量部に対して、０．１〜１０質量部が好ましく、０．５〜５質量部がより好ましい。 (4) 0.1-10 mass parts is preferable with respect to 100 mass parts of (1) (meth) acrylate, and, as for the usage-amount of unsaturated fatty acid, 0.5-5 mass parts is more preferable.
本発明の（５）短繊維としては、（１）に溶解しない繊維が好ましい。（５）短繊維としては、アラミド繊維、ビニロン繊維、ナイロン繊維、ウレタン繊維、綿繊維、セルロース繊維等の有機高分子繊維、カーボン繊維、ガラス繊維、セラミックス繊維、金属繊維等の無機繊維が挙げられる。これらの１種又は２種以上を使用することができる。 The (5) short fiber of the present invention is preferably a fiber that does not dissolve in (1). (5) Examples of the short fibers include organic polymer fibers such as aramid fibers, vinylon fibers, nylon fibers, urethane fibers, cotton fibers, and cellulose fibers, and inorganic fibers such as carbon fibers, glass fibers, ceramic fibers, and metal fibers. . These 1 type (s) or 2 or more types can be used.
（５）短繊維は、他の成分と組み合わせることにより、コンクリート片のはく落防止性能を発揮するものである。（５）の中では、ビニロン繊維及び／又はナイロン繊維が好ましく、ナイロン繊維が最も好ましい。 (5) The short fiber exhibits the anti-peeling performance of the concrete piece when combined with other components. Among (5), vinylon fibers and / or nylon fibers are preferable, and nylon fibers are most preferable.
（５）短繊維の太さは５０μｍ以下が好ましく、３０μｍ以下がより好ましい。短繊維の長さは０．５〜２０ｍｍが好ましく、３〜１５ｍｍがより好ましく、５〜１０ｍｍがより好ましい。 (5) The thickness of the short fiber is preferably 50 μm or less, and more preferably 30 μm or less. The length of the short fiber is preferably 0.5 to 20 mm, more preferably 3 to 15 mm, and more preferably 5 to 10 mm.
（５）短繊維の使用量は、（１）（メタ）アクリレート１００質量部に対して、０．１〜１０質量部が好ましく、０．３〜８質量部がより好ましく、０．５〜５質量部がより好ましい。 (5) 0.1-10 mass parts is preferable with respect to 100 mass parts of (1) (meth) acrylate, 0.3-8 mass parts is more preferable, and the usage-amount of a short fiber is 0.5-5. Part by mass is more preferable.
本発明の（メタ）アクリル樹脂組成物は、コンクリート表面に塗布することにより、コンクリート片のはく落防止性能を向上する。（メタ）アクリル樹脂組成物の塗布量は、０．１〜１０ｋｇ／ｍ２が好ましく、０．３〜５ｋｇ／ｍ２がより好ましく、０．５〜３ｋｇ／ｍ２が最も好ましい。 When the (meth) acrylic resin composition of the present invention is applied to the concrete surface, the anti-peeling performance of the concrete pieces is improved. (Meth) coating weight of the acrylic resin composition is preferably 0.1 to 10 / m 2, more preferably 0.3~5kg / m 2, and most preferably 0.5~3kg / m 2.
本発明の（メタ）アクリル樹脂組成物には、本発明の目的を損なわない範囲で、一般に使用されている各種エラストマー、溶剤、補強材、可塑剤、キレート化剤、染料、顔料、難燃剤、界面活性剤、シランカップリング剤、紫外線吸収剤、発泡剤、無機充填材や有機充填材等の添加剤を添加してもよい。 In the (meth) acrylic resin composition of the present invention, various elastomers, solvents, reinforcing materials, plasticizers, chelating agents, dyes, pigments, flame retardants, which are generally used, within a range that does not impair the purpose of the present invention. You may add additives, such as surfactant, a silane coupling agent, a ultraviolet absorber, a foaming agent, an inorganic filler, and an organic filler.
次に実施例、比較例により本発明を具体的に説明するが、本発明はこれらに限定されるものではない。 EXAMPLES Next, although an Example and a comparative example demonstrate this invention concretely, this invention is not limited to these.
［実験例］
表１〜４に示す配合並びに塗布量で、コンクリート構造物の表面に（メタ）アクリル樹脂を塗布し、硬化して表面層を形成した後、１週間養生してはく落防止性能の評価を行った。評価結果は表１〜４に併記した。（メタ）アクリル樹脂組成物（以下アクリル樹脂ということもある）１及び２の配合を表５に示した。
[Experimental example]
After the (meth) acrylic resin was applied to the surface of the concrete structure and cured to form a surface layer with the formulation and application amount shown in Tables 1 to 4, the surface was formed by curing for 1 week, and the evaluation of the peeling prevention performance was performed. . The evaluation results are shown in Tables 1-4. Table 5 shows the composition of (meth) acrylic resin compositions (hereinafter sometimes referred to as acrylic resins) 1 and 2.
［使用材料］
２−ヒドロキシエチルメタアクリレート：市販品
ジシクロペンテニロキシエチルメタアクリレート：市販品
エポキシ（メタ）アクリレート：“ビスコートＶ＃５４０”（ 大阪有機化学工業社製）
両末端メタクリル変性液状ポリブタジエン：“ＴＥ−２０００”（日本曹達社製）
クメンハイドロパーオキサイド：市販品
オクチル酸コバルト：市販品
亜麻仁油：市販品、ヨウ素価１３０（ｇ／１００ｇ）以上
ナイロン：短繊維、太さ１１μｍ、長さは表に記載
ビニロン：短繊維、太さ１１μｍ、長さは表に記載
エポキシ樹脂：市販品
変性シリコーン樹脂：市販品
[Materials used]
2-hydroxyethyl methacrylate: commercial product dicyclopentenyloxyethyl methacrylate: commercial product epoxy (meth) acrylate: “Biscoat V # 540” (manufactured by Osaka Organic Chemical Industry Co., Ltd.)
Both end methacryl-modified liquid polybutadiene: “TE-2000” (manufactured by Nippon Soda Co., Ltd.)
Cumene hydroperoxide: Commercial product Cobalt octylate: Commercial product Linseed oil: Commercial product, Iodine value 130 (g / 100 g) or more Nylon: Short fiber, thickness 11 μm, length is listed in the table Vinylon: short fiber, thickness 11 μm, length described in the table Epoxy resin: Commercially available modified silicone resin: Commercially available product
［試験方法］
［はく落防止性能試験方法］
はく落防止性能は、島津製作所社製万能試験機オートグラフＡＧ−３００ＫＮＧを用い、土木学会規準ＪＳＣＥ−Ｋ ５３３に従って変位が１０ｍｍ以上における最大荷重と最大荷重を示した時の変位とを測定した。最大荷重の試験値は、試験数３の平均値とした。
［はく落防止性能の判定基準］
はく落防止性能試験方法に従って得られた試験値（最大荷重）が０．３ｋＮ以上を合格とした。
[Test method]
[Peeling prevention performance test method]
The anti-peeling performance was measured using a universal tester Autograph AG-300KNG manufactured by Shimadzu Corp., and the maximum load when the displacement was 10 mm or more and the displacement when the maximum load was shown according to the Japan Society of Civil Engineers standard JSCE-K 533. The test value of the maximum load was an average value of 3 tests.
[Criteria for peeling prevention performance]
A test value (maximum load) obtained in accordance with the peeling prevention performance test method was determined to be 0.3 kN or more.
本発明に関わるコンクリート片のはく落防止方法は、短時間に施工可能で、施工費用に占める労務費が少ない。本発明は、はく落防止性能を発揮できる。本発明は、時間や費用の制約でこれまで出来なかった対象にもはく落防止性能を付与することができる。 The method for preventing flaking of a concrete piece according to the present invention can be performed in a short time, and the labor cost in the construction cost is small. The present invention can exhibit anti-peeling performance. The present invention can provide anti-dropping performance to a subject that has not been possible due to time and cost constraints.
Claims (6)
（１）下記（１−１）〜（１−４）を含有してなる（メタ）アクリレート
（１−１）ヒドロキシアルキル（メタ）アクリレート
（１−２）ジシクロペンテニルオキシアルキル（メタ）アクリレート
（１−３）エポキシ（メタ）アクリレート
（１−４）両末端（メタ）アクリル変性ポリブタジエン及び／又は両末端（メタ）アクリル変性水素添加ポリブタジエン
（２）重合開始剤
（３）分解促進剤
（４）不飽和脂肪酸
（５）短繊維 The (meth) acrylic resin composition containing following (1)-(5).
(1) (Meth) acrylate (1-1) hydroxyalkyl (meth) acrylate (1-2) dicyclopentenyloxyalkyl (meth) acrylate (1-2) containing the following (1-1) to (1-4) 1-3) Epoxy (meth) acrylate (1-4) Both ends (meth) acryl-modified polybutadiene and / or both ends (meth) acryl-modified hydrogenated polybutadiene (2) Polymerization initiator (3) Decomposition accelerator (4) Unsaturated fatty acid (5) short fiber
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