JP7352698B2 - 水性被覆材 - Google Patents
水性被覆材 Download PDFInfo
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- JP7352698B2 JP7352698B2 JP2022116459A JP2022116459A JP7352698B2 JP 7352698 B2 JP7352698 B2 JP 7352698B2 JP 2022116459 A JP2022116459 A JP 2022116459A JP 2022116459 A JP2022116459 A JP 2022116459A JP 7352698 B2 JP7352698 B2 JP 7352698B2
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- aqueous
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- 238000000576 coating method Methods 0.000 title claims description 118
- 239000011248 coating agent Substances 0.000 title claims description 101
- 239000000463 material Substances 0.000 title claims description 86
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 title description 26
- -1 silane compound Chemical class 0.000 claims description 69
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- 239000011347 resin Substances 0.000 claims description 55
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- 125000003700 epoxy group Chemical group 0.000 claims description 19
- 125000003055 glycidyl group Chemical group C(C1CO1)* 0.000 claims description 18
- NIXOWILDQLNWCW-UHFFFAOYSA-N acrylic acid group Chemical group C(C=C)(=O)O NIXOWILDQLNWCW-UHFFFAOYSA-N 0.000 claims description 16
- 239000004925 Acrylic resin Substances 0.000 claims description 12
- 229920000178 Acrylic resin Polymers 0.000 claims description 12
- 125000000217 alkyl group Chemical group 0.000 claims description 12
- 125000001997 phenyl group Chemical group [H]C1=C([H])C([H])=C(*)C([H])=C1[H] 0.000 claims description 4
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- 239000003795 chemical substances by application Substances 0.000 description 30
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- BPSIOYPQMFLKFR-UHFFFAOYSA-N trimethoxy-[3-(oxiran-2-ylmethoxy)propyl]silane Chemical compound CO[Si](OC)(OC)CCCOCC1CO1 BPSIOYPQMFLKFR-UHFFFAOYSA-N 0.000 description 4
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- 125000000022 2-aminoethyl group Chemical group [H]C([*])([H])C([H])([H])N([H])[H] 0.000 description 3
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- CVQVSVBUMVSJES-UHFFFAOYSA-N dimethoxy-methyl-phenylsilane Chemical compound CO[Si](C)(OC)C1=CC=CC=C1 CVQVSVBUMVSJES-UHFFFAOYSA-N 0.000 description 3
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- RAXXELZNTBOGNW-UHFFFAOYSA-N imidazole Natural products C1=CNC=N1 RAXXELZNTBOGNW-UHFFFAOYSA-N 0.000 description 3
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- RWJUTPORTOUFDY-UHFFFAOYSA-N triethoxy-[2-(oxiran-2-ylmethoxy)ethyl]silane Chemical compound CCO[Si](OCC)(OCC)CCOCC1CO1 RWJUTPORTOUFDY-UHFFFAOYSA-N 0.000 description 3
- MYRTYDVEIRVNKP-UHFFFAOYSA-N 1,2-Divinylbenzene Chemical compound C=CC1=CC=CC=C1C=C MYRTYDVEIRVNKP-UHFFFAOYSA-N 0.000 description 2
- RXYPXQSKLGGKOL-UHFFFAOYSA-N 1,4-dimethylpiperazine Chemical compound CN1CCN(C)CC1 RXYPXQSKLGGKOL-UHFFFAOYSA-N 0.000 description 2
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- DCTOHCCUXLBQMS-UHFFFAOYSA-N 1-undecene Chemical compound CCCCCCCCCC=C DCTOHCCUXLBQMS-UHFFFAOYSA-N 0.000 description 2
- FUIQBJHUESBZNU-UHFFFAOYSA-N 2-[(dimethylazaniumyl)methyl]phenolate Chemical compound CN(C)CC1=CC=CC=C1O FUIQBJHUESBZNU-UHFFFAOYSA-N 0.000 description 2
- LXBGSDVWAMZHDD-UHFFFAOYSA-N 2-methyl-1h-imidazole Chemical compound CC1=NC=CN1 LXBGSDVWAMZHDD-UHFFFAOYSA-N 0.000 description 2
- MZWXWSVCNSPBLH-UHFFFAOYSA-N 3-(3-aminopropyl-methoxy-methylsilyl)oxypropan-1-amine Chemical compound NCCC[Si](C)(OC)OCCCN MZWXWSVCNSPBLH-UHFFFAOYSA-N 0.000 description 2
- ZDZYGYFHTPFREM-UHFFFAOYSA-N 3-[3-aminopropyl(dimethoxy)silyl]oxypropan-1-amine Chemical compound NCCC[Si](OC)(OC)OCCCN ZDZYGYFHTPFREM-UHFFFAOYSA-N 0.000 description 2
- HXLAEGYMDGUSBD-UHFFFAOYSA-N 3-[diethoxy(methyl)silyl]propan-1-amine Chemical compound CCO[Si](C)(OCC)CCCN HXLAEGYMDGUSBD-UHFFFAOYSA-N 0.000 description 2
- LVACOMKKELLCHJ-UHFFFAOYSA-N 3-trimethoxysilylpropylurea Chemical compound CO[Si](OC)(OC)CCCNC(N)=O LVACOMKKELLCHJ-UHFFFAOYSA-N 0.000 description 2
- HGINCPLSRVDWNT-UHFFFAOYSA-N Acrolein Chemical compound C=CC=O HGINCPLSRVDWNT-UHFFFAOYSA-N 0.000 description 2
- 239000004953 Aliphatic polyamide Substances 0.000 description 2
- 229930185605 Bisphenol Natural products 0.000 description 2
- KAKZBPTYRLMSJV-UHFFFAOYSA-N Butadiene Chemical compound C=CC=C KAKZBPTYRLMSJV-UHFFFAOYSA-N 0.000 description 2
- 239000004593 Epoxy Substances 0.000 description 2
- YCKRFDGAMUMZLT-UHFFFAOYSA-N Fluorine atom Chemical compound [F] YCKRFDGAMUMZLT-UHFFFAOYSA-N 0.000 description 2
- VZCYOOQTPOCHFL-OWOJBTEDSA-N Fumaric acid Chemical compound OC(=O)\C=C\C(O)=O VZCYOOQTPOCHFL-OWOJBTEDSA-N 0.000 description 2
- DGAQECJNVWCQMB-PUAWFVPOSA-M Ilexoside XXIX Chemical compound C[C@@H]1CC[C@@]2(CC[C@@]3(C(=CC[C@H]4[C@]3(CC[C@@H]5[C@@]4(CC[C@@H](C5(C)C)OS(=O)(=O)[O-])C)C)[C@@H]2[C@]1(C)O)C)C(=O)O[C@H]6[C@@H]([C@H]([C@@H]([C@H](O6)CO)O)O)O.[Na+] DGAQECJNVWCQMB-PUAWFVPOSA-M 0.000 description 2
- 229920003171 Poly (ethylene oxide) Polymers 0.000 description 2
- 239000004952 Polyamide Substances 0.000 description 2
- JUJWROOIHBZHMG-UHFFFAOYSA-N Pyridine Chemical compound C1=CC=NC=C1 JUJWROOIHBZHMG-UHFFFAOYSA-N 0.000 description 2
- VYPSYNLAJGMNEJ-UHFFFAOYSA-N Silicium dioxide Chemical compound O=[Si]=O VYPSYNLAJGMNEJ-UHFFFAOYSA-N 0.000 description 2
- 229910000831 Steel Inorganic materials 0.000 description 2
- ATJFFYVFTNAWJD-UHFFFAOYSA-N Tin Chemical compound [Sn] ATJFFYVFTNAWJD-UHFFFAOYSA-N 0.000 description 2
- ISKQADXMHQSTHK-UHFFFAOYSA-N [4-(aminomethyl)phenyl]methanamine Chemical compound NCC1=CC=C(CN)C=C1 ISKQADXMHQSTHK-UHFFFAOYSA-N 0.000 description 2
- UKLDJPRMSDWDSL-UHFFFAOYSA-L [dibutyl(dodecanoyloxy)stannyl] dodecanoate Chemical compound CCCCCCCCCCCC(=O)O[Sn](CCCC)(CCCC)OC(=O)CCCCCCCCCCC UKLDJPRMSDWDSL-UHFFFAOYSA-L 0.000 description 2
- 239000000654 additive Substances 0.000 description 2
- 125000001931 aliphatic group Chemical group 0.000 description 2
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- 229910052783 alkali metal Inorganic materials 0.000 description 2
- 125000003545 alkoxy group Chemical group 0.000 description 2
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- WPYMKLBDIGXBTP-UHFFFAOYSA-N benzoic acid Chemical compound OC(=O)C1=CC=CC=C1 WPYMKLBDIGXBTP-UHFFFAOYSA-N 0.000 description 2
- 239000004841 bisphenol A epoxy resin Substances 0.000 description 2
- PXKLMJQFEQBVLD-UHFFFAOYSA-N bisphenol F Chemical compound C1=CC(O)=CC=C1CC1=CC=C(O)C=C1 PXKLMJQFEQBVLD-UHFFFAOYSA-N 0.000 description 2
- 125000002915 carbonyl group Chemical group [*:2]C([*:1])=O 0.000 description 2
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- OSMIWEAIYFILPL-UHFFFAOYSA-N dibutoxy(diphenyl)silane Chemical compound C=1C=CC=CC=1[Si](OCCCC)(OCCCC)C1=CC=CC=C1 OSMIWEAIYFILPL-UHFFFAOYSA-N 0.000 description 2
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- BRRSNXCXLSVPFC-UHFFFAOYSA-N 2,3,4-Trihydroxybenzoic acid Chemical compound OC(=O)C1=CC=C(O)C(O)=C1O BRRSNXCXLSVPFC-UHFFFAOYSA-N 0.000 description 1
- AHDSRXYHVZECER-UHFFFAOYSA-N 2,4,6-tris[(dimethylamino)methyl]phenol Chemical compound CN(C)CC1=CC(CN(C)C)=C(O)C(CN(C)C)=C1 AHDSRXYHVZECER-UHFFFAOYSA-N 0.000 description 1
- STMDPCBYJCIZOD-UHFFFAOYSA-N 2-(2,4-dinitroanilino)-4-methylpentanoic acid Chemical compound CC(C)CC(C(O)=O)NC1=CC=C([N+]([O-])=O)C=C1[N+]([O-])=O STMDPCBYJCIZOD-UHFFFAOYSA-N 0.000 description 1
- JAHNSTQSQJOJLO-UHFFFAOYSA-N 2-(3-fluorophenyl)-1h-imidazole Chemical compound FC1=CC=CC(C=2NC=CN=2)=C1 JAHNSTQSQJOJLO-UHFFFAOYSA-N 0.000 description 1
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- 150000005846 sugar alcohols Polymers 0.000 description 1
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- 150000003512 tertiary amines Chemical class 0.000 description 1
- OQTSOKXAWXRIAC-UHFFFAOYSA-N tetrabutan-2-yl silicate Chemical compound CCC(C)O[Si](OC(C)CC)(OC(C)CC)OC(C)CC OQTSOKXAWXRIAC-UHFFFAOYSA-N 0.000 description 1
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- ZUEKXCXHTXJYAR-UHFFFAOYSA-N tetrapropan-2-yl silicate Chemical compound CC(C)O[Si](OC(C)C)(OC(C)C)OC(C)C ZUEKXCXHTXJYAR-UHFFFAOYSA-N 0.000 description 1
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- OGIDPMRJRNCKJF-UHFFFAOYSA-N titanium oxide Inorganic materials [Ti]=O OGIDPMRJRNCKJF-UHFFFAOYSA-N 0.000 description 1
- 238000012546 transfer Methods 0.000 description 1
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- 239000003021 water soluble solvent Substances 0.000 description 1
- 230000002087 whitening effect Effects 0.000 description 1
Landscapes
- Paints Or Removers (AREA)
Description
1.水性樹脂(A)、及びシラン化合物(B)を含み、pHが4~11であり、
上記水性樹脂(A)の樹脂固形分100重量部に対し、上記シラン化合物(B)を1~100重量部含み、
上記水性樹脂(A)が、エポキシ基含有アクリル樹脂、エポキシ基含有アクリルスチレン樹脂、エポキシ樹脂から選ばれる1種以上であり、
上記シラン化合物(B)が、アミノ基含有シラン化合物(M)、及び前記アミノ基含有シラン化合物以外のシラン化合物(N)を含み、
上記シラン化合物(N)が、グリシジル基含有シラン化合物、アルキルアルコキシシラン化合物から選ばれる1種以上であり、
上記アルキルアルコキシシラン化合物が、フェニル基を含有するアルキルアルコキシシラン化合物を含み、
その重量比が(M)/(N)>1.2であり、
さらに、アミノ基含有樹脂(C)を含むことを特徴とする水性被覆材。
2.上記水性樹脂(A)の樹脂固形分100重量部に対し、上記アミノ基含有樹脂(C)を0.1~50重量部含むことを特徴とする1.に記載の水性被覆材。
(メタ)アクリロニトリル、シアン化ビニリデン、α-シアノエチル(メタ)アクリレート等のニトリル基含有モノマー;
マレイン酸アミド、(メタ)アクリルアミド、N-モノアルキル(メタ)アクリルアミド、N、N-ジアルキル(メタ)アクリルアミド、2-(ジメチルアミノ)エチル(メタクリレート)、N-[3-(ジメチルアミノ)プロピル](メタ)アクリルアミド、ビニルアミド等のアミド基含有モノマー;
アクロレイン、ダイアセトン(メタ)アクリルアミド、ビニルメチルケトン、ビニルエチルケトン、ビニルブチルケトン等のカルボニル基含有モノマー;
アミノメチルアクリレート、アミノエチルアクリレート、アミノプロピル(メタ)アクリレート、アミノ-n-ブチル(メタ)アクリレート、ブチルビニルベンジルアミン、ビニルフェニルアミン、p-アミノスチレン、N-メチルアミノエチル(メタ)アクリレート、N-t-ブチルアミノエチル(メタ)アクリレート等のアミノ基含有モノマー;
ヒドロキシプロピル(メタ)アクリレート、エチレングリコールモノ(メタ)アクリレート、グリセロールモノ(メタ)アクリレート等の水酸基含有モノマー;
フッ化ビニリデン等のハロゲン化ビニリデン系モノマー;
エチレン、プロピレン、イソプレン、ブタジエン、ビニルエーテル、ビニルケトン、シリコーンマクロマー等が挙げられる。
アニオン性界面活性剤としては、例えば、ドデシルベンゼンスルホン酸ナトリウム、ラウリルナフタレンスルホン酸ナトリウム、ステアリルジフェニルエーテルジスルホン酸ナトリウム等のスルホン酸アルカリ金属塩;ラウリル硫酸ナトリウム、ポリオキシエチレンラウリルエーテル硫酸ナトリウム、ポリオキシエチレンオクチルフェニルエーテル硫酸ナトリウム等の硫酸エステルアルカリ金属塩等が挙げられる。
ノニオン性界面活性剤としては、例えば、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オレイルエーテル、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ノニルフェニルエーテル、オキシエチレン・オキシプロピレンブロックコポリマー等が挙げられる。
乳化剤の配合量としては、上記(A1)成分、上記(A2)成分の樹脂固形分に対して好ましくは0.1~15重量%(より好ましくは0.1~10重量%、さらに好ましくは0.5~5重量%)の範囲内である。本発明において「α~β」は「α以上β以下」と同義である。
・上記(A1)成分と、上記(A3)成分を含む態様、
・上記(A2)成分と、上記(A3)成分を含む態様、
・上記(A1)成分及び上記(A2)成分と、上記(A3)成分を含む態様、
等が挙げられる。この場合の混合比率は、(A)成分(重量固形分)中に、上記(A1)成分及び/または上記(A2)成分は、好ましくは1~80重量%(より好ましくは3~70重量%、さらに好ましくは5~60重量%)、上記(A3)成分は、好ましくは20~99重量%(より好ましくは30~97重量%、さらに好ましくは40~95重量%)である。このような場合、種々の基材及び塗膜に対して優れた密着性を発揮し、特に、既存塗膜及び上塗塗膜との密着性も高めることができる。
γ-アミノプロピルトリメトキシシラン、γ-アミノプロピルトリエトキシシラン、γ-アミノプロピルトリイソプロポキシシラン、γ-アミノプロピルメチルジメトキシシラン、γ-アミノプロピルメチルジエトキシシラン、N-β(アミノエチル)-γ-アミノプロピルトリメトキシシラン、N-β(アミノエチル)-γ-アミノプロピルメチルジメトキシシラン、N-β(アミノエチル)-γ-アミノプロピルトリエトキシシラン、N-β(アミノエチル)-γ-アミノプロピルメチルジエトキシシラン、N-β(アミノエチル)-γ-アミノプロピルトリイソプロポキシシラン、N-フェニル-γ-アミノプロピルトリメトキシシラン、γ-ウレイドプロピルトリメトキシシラン、γ-アニリノプロピルトリメトキシシラン、γ-ウレイドプロピルトリメトキシシラン、N-フェニル-γ-アミノプロピルトリメトキシシラン、N-ビニルベンジル-γ-アミノプロピルトリエトキシシラン、N-β(アミノエチル)-8-アミノオクチルトリメトキシシラン、γ-トリエトキシシリル-N-(1,3-ジメチル-ブチリデン)プロビルアミン等が挙げられる。
このような(M)成分としては、アルコキシシリル基の一部ないし全部がシラノール基の状態となったものも使用することができる。
γ-グリシドキシプロピルメチルジメトキシシラン、γ-グリシドキシプロピルメチルジエトキシシラン、γ-グリシドキシプロピルジメチルメトキシシラン、γ-グリシドキシプロピル(エチル)ジメトキシシラン、β-3,4-エポキシシクロヘキシルエチルトリメトキシシラン、β-3,4-エポキシシクロヘキシルエチルトリエトキシシラン、
8-グリシドキシオクチルトリメトキシシラン、8-グリシドキシオクチルメチルジメトキシシラン、8-グリシドキシオクチルメチルジエトキシシラン等が挙げられる。
等が挙げられる。これらは単独で用いられてもよく、または2種以上が混合されて用いられてもよい。
・(A)成分、(B)成分を含む1液型、
・(A)成分を含む主剤と、(B)成分を含む硬化剤からなる2液型、
・(A)成分、(N)成分を含む主剤と、(M)成分を含む硬化剤からなる2液型、
・(A)成分、(M)成分を含む主剤と、(N)成分を含む硬化剤からなる2液型、
・(A)成分、(M)成分、(N)成分とからなる3液型、
等が挙げられる。なお、相互に反応可能な成分を共存させる場合は、例えば、マスキング、ブロッキング等の処方を採用することができる。本発明では、上記(A)成分、(N)成分を含む主剤と、(M)成分を含む硬化剤からなる2液型の水性被覆材とすることが好ましい。
(水性被覆材1~25の製造)
表1に示す配合に従い、(A)成分、(N)成分、および添加剤を常法により混合し、さらに表1に示すpHとなるようにpH調整剤(アンモニア水)を混合して主剤を調製した。また、(M)成分、および(C)成分の混合物を硬化剤とした。
なお、原料としては以下のものを使用した。
(A1-1)アクリル樹脂エマルション[メチルメタクリレート/シクロヘキシルメタクリレート/2-エチルヘキシルアクリレート/メタクリル酸共重合体、固形分:50重量%]
(A2-1)アクリルスチレン樹脂エマルション[スチレン/n-ブチルアクリレート/2-エチルヘキシルアクリレート/メタクリル酸共重合体、固形分:50重量%]
(A2-2)エポキシ基含有アクリル樹脂エマルション[スチレン/2-エチルヘキシルアクリレート/グリシジルメタクリレート共重合体、固形分:33重量%、グリシジルメタクリレート含有量:9重量%]
(A3-1)水性エポキシ樹脂[ビスフェノールA型エポキシ樹脂(固形型)水分散体、固形分46重量%]
(M-1)N-β(アミノエチル)-γ-アミノプロピルトリメトキシシラン
(M-2)N-β(アミノエチル)-γ-アミノプロピルメチルジメトキシシラン
(N1-1)γ-グリシドキシプロピルトリメトキシシラン
(N1-2)γ-グリシドキシプロピルメチルジメトキシシラン
(N1-3)β-3,4-エポキシシクロヘキシルエチルトリメトキシシラン
(N2-1)フェニルトリメトキシシラン
(N2-2)ジメトキシメチルフェニルシラン
(C)アミノ基含有樹脂[変性脂肪族ポリアミン水分散体、固形分60重量%]
(P)触媒[有機錫化合物分散液、固形分:10重量%]
・添加剤:消泡剤、増粘剤、造膜助剤等
<可使時間>
主剤と硬化剤を表1に示す混合比にて混合後、流動性が失われるまでの時間を測定した。評価基準は、以下の通りである。結果は、表1に示す。
AA:360分以上
A:240分以上360分未満
B:120分以上240分未満
C:30分以上120分未満
D:30分未満
(試験体作製1)
既存塗膜として無機質クリヤー塗膜が形成されたサイディングボード上に、主剤と硬化剤を表1に示す混合比にて混合して得られた水性被覆材を塗付け量0.1kg/m 2となるように混合直後に塗付し、標準状態(気温23℃、相対湿度50%)で4時間乾燥させ、次いで、水性上塗材(アクリルシリコン樹脂エマルション塗料)を塗付け量0.1kg/m 2となるように塗付し、50℃環境下で、1日間乾燥させた試験体[I]、とした。
作製した試験体[I]を、JIS K 5600-5-6に準じた碁盤目テープ法にて密着性を評価した。評価基準は、以下の通りである。
AA:欠損部面積が5%未満
A:欠損部面積が5%以上10%未満
B:欠損部面積が10%以上25%未満
C:欠損部面積が25%以上50%未満
D:欠損部面積が50%以上
(試験体作製2)
既存塗膜として無機質クリヤー塗膜が形成されたサイディングボード上に、主剤と硬化剤を表1に示す混合比にて混合して得られた水性被覆材を塗付け量0.1kg/m 2となるように混合直後に塗付し、標準状態(気温23℃、相対湿度50%)で4時間乾燥させ、次いで、水性上塗材(アクリルシリコン樹脂エマルション塗料)を塗付け量0.1kg/m 2となるように塗付し、標準状態で、1日間乾燥させた試験体[II]、4日間乾燥させた試験体[III]、7日間乾燥させた試験体[IV]を作製した。結果は表1に示す。
(試験体作製3)
既存塗膜として無機質クリヤー塗膜が形成されたサイディングボード上に、主剤と硬化剤を表1に示す混合比にて混合して得られた水性被覆材を塗付け量0.1kg/m 2となるように混合直後に塗付し、50℃環境下で7日間乾燥させ、次いで、水性上塗材(アクリルシリコン樹脂エマルション塗料)を塗付け量0.1kg/m 2となるように塗付し、標準状態で、1日間乾燥させた試験体[V]を作製した。結果は表1に示す。
既存塗膜として無機質クリヤー塗膜が形成されたサイディングボード上に、主剤と硬化剤を表1に示す混合比にて混合して得られた水性被覆材を塗付け量0.1kg/m 2となるように混合直後に塗付し、50℃環境下で7日間乾燥させ、次いで、水性上塗材(アクリルシリコン樹脂エマルション塗料)を塗付け量0.1kg/m 2となるように塗付し、標準状態で、1日間乾燥させた試験体[V]を作製した。結果は表1に示す。
Claims (2)
- 水性樹脂(A)、及びシラン化合物(B)を含み、pHが4~11であり、
上記水性樹脂(A)の樹脂固形分100重量部に対し、上記シラン化合物(B)を1~100重量部含み、
上記水性樹脂(A)が、エポキシ基含有アクリル樹脂、エポキシ基含有アクリルスチレン樹脂、エポキシ樹脂から選ばれる1種以上であり、
上記シラン化合物(B)が、アミノ基含有シラン化合物(M)、及び前記アミノ基含有シラン化合物以外のシラン化合物(N)を含み、
上記シラン化合物(N)が、グリシジル基含有シラン化合物、アルキルアルコキシシラン化合物から選ばれる1種以上であり、
上記アルキルアルコキシシラン化合物が、フェニル基を含有するアルキルアルコキシシラン化合物を含み、
その重量比が(M)/(N)>1.2であり、
さらに、アミノ基含有樹脂(C)を含むことを特徴とする水性被覆材。 - 上記水性樹脂(A)の樹脂固形分100重量部に対し、上記アミノ基含有樹脂(C)を0.1~50重量部含むことを特徴とする請求項1に記載の水性被覆材。
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