JP4466703B2 - 水性樹脂組成物及びそれを含むコーティング剤 - Google Patents
水性樹脂組成物及びそれを含むコーティング剤 Download PDFInfo
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- JP4466703B2 JP4466703B2 JP2007237859A JP2007237859A JP4466703B2 JP 4466703 B2 JP4466703 B2 JP 4466703B2 JP 2007237859 A JP2007237859 A JP 2007237859A JP 2007237859 A JP2007237859 A JP 2007237859A JP 4466703 B2 JP4466703 B2 JP 4466703B2
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- 150000007513 acids Chemical class 0.000 description 1
- 229940023019 aconite Drugs 0.000 description 1
- 125000004423 acyloxy group Chemical group 0.000 description 1
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- 239000000853 adhesive Substances 0.000 description 1
- 230000001070 adhesive effect Effects 0.000 description 1
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- 150000001298 alcohols Chemical class 0.000 description 1
- 125000001931 aliphatic group Chemical group 0.000 description 1
- 125000003545 alkoxy group Chemical group 0.000 description 1
- 125000005370 alkoxysilyl group Chemical group 0.000 description 1
- 150000008051 alkyl sulfates Chemical class 0.000 description 1
- XYLMUPLGERFSHI-UHFFFAOYSA-N alpha-Methylstyrene Chemical compound CC(=C)C1=CC=CC=C1 XYLMUPLGERFSHI-UHFFFAOYSA-N 0.000 description 1
- 150000001408 amides Chemical class 0.000 description 1
- 150000001412 amines Chemical class 0.000 description 1
- LHIJANUOQQMGNT-UHFFFAOYSA-N aminoethylethanolamine Chemical compound NCCNCCO LHIJANUOQQMGNT-UHFFFAOYSA-N 0.000 description 1
- 229910021529 ammonia Inorganic materials 0.000 description 1
- 235000011114 ammonium hydroxide Nutrition 0.000 description 1
- 150000008064 anhydrides Chemical class 0.000 description 1
- 125000003118 aryl group Chemical group 0.000 description 1
- 235000010323 ascorbic acid Nutrition 0.000 description 1
- 229960005070 ascorbic acid Drugs 0.000 description 1
- 239000011668 ascorbic acid Substances 0.000 description 1
- 125000004069 aziridinyl group Chemical group 0.000 description 1
- UTTHLMXOSUFZCQ-UHFFFAOYSA-N benzene-1,3-dicarbohydrazide Chemical compound NNC(=O)C1=CC=CC(C(=O)NN)=C1 UTTHLMXOSUFZCQ-UHFFFAOYSA-N 0.000 description 1
- 125000003236 benzoyl group Chemical group [H]C1=C([H])C([H])=C(C([H])=C1[H])C(*)=O 0.000 description 1
- 125000001797 benzyl group Chemical group [H]C1=C([H])C([H])=C(C([H])=C1[H])C([H])([H])* 0.000 description 1
- 230000005540 biological transmission Effects 0.000 description 1
- VCCBEIPGXKNHFW-UHFFFAOYSA-N biphenyl-4,4'-diol Chemical group C1=CC(O)=CC=C1C1=CC=C(O)C=C1 VCCBEIPGXKNHFW-UHFFFAOYSA-N 0.000 description 1
- HCOMFAYPHBFMKU-UHFFFAOYSA-N butanedihydrazide Chemical compound NNC(=O)CCC(=O)NN HCOMFAYPHBFMKU-UHFFFAOYSA-N 0.000 description 1
- KDYFGRWQOYBRFD-NUQCWPJISA-N butanedioic acid Chemical compound O[14C](=O)CC[14C](O)=O KDYFGRWQOYBRFD-NUQCWPJISA-N 0.000 description 1
- YBGHFLPNIGPGHX-UHFFFAOYSA-N calcium;octan-1-olate Chemical compound [Ca+2].CCCCCCCC[O-].CCCCCCCC[O-] YBGHFLPNIGPGHX-UHFFFAOYSA-N 0.000 description 1
- 238000011088 calibration curve Methods 0.000 description 1
- 125000002915 carbonyl group Chemical group [*:2]C([*:1])=O 0.000 description 1
- 150000001735 carboxylic acids Chemical class 0.000 description 1
- 239000003795 chemical substances by application Substances 0.000 description 1
- YACLQRRMGMJLJV-UHFFFAOYSA-N chloroprene Chemical compound ClC(=C)C=C YACLQRRMGMJLJV-UHFFFAOYSA-N 0.000 description 1
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- 229910017052 cobalt Inorganic materials 0.000 description 1
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- 238000009833 condensation Methods 0.000 description 1
- 230000005494 condensation Effects 0.000 description 1
- 238000007334 copolymerization reaction Methods 0.000 description 1
- 239000007771 core particle Substances 0.000 description 1
- LDHQCZJRKDOVOX-NSCUHMNNSA-N crotonic acid Chemical compound C\C=C\C(O)=O LDHQCZJRKDOVOX-NSCUHMNNSA-N 0.000 description 1
- VKIRRGRTJUUZHS-UHFFFAOYSA-N cyclohexane-1,4-diamine Chemical compound NC1CCC(N)CC1 VKIRRGRTJUUZHS-UHFFFAOYSA-N 0.000 description 1
- 125000000113 cyclohexyl group Chemical group [H]C1([H])C([H])([H])C([H])([H])C([H])(*)C([H])([H])C1([H])[H] 0.000 description 1
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- 125000002433 cyclopentenyl group Chemical group C1(=CCCC1)* 0.000 description 1
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- SWXVUIWOUIDPGS-UHFFFAOYSA-N diacetone alcohol Chemical compound CC(=O)CC(C)(C)O SWXVUIWOUIDPGS-UHFFFAOYSA-N 0.000 description 1
- 239000012933 diacyl peroxide Substances 0.000 description 1
- WCRDXYSYPCEIAK-UHFFFAOYSA-N dibutylstannane Chemical compound CCCC[SnH2]CCCC WCRDXYSYPCEIAK-UHFFFAOYSA-N 0.000 description 1
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- 239000003085 diluting agent Substances 0.000 description 1
- IEJIGPNLZYLLBP-UHFFFAOYSA-N dimethyl carbonate Chemical compound COC(=O)OC IEJIGPNLZYLLBP-UHFFFAOYSA-N 0.000 description 1
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- ROORDVPLFPIABK-UHFFFAOYSA-N diphenyl carbonate Chemical compound C=1C=CC=CC=1OC(=O)OC1=CC=CC=C1 ROORDVPLFPIABK-UHFFFAOYSA-N 0.000 description 1
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- 238000001035 drying Methods 0.000 description 1
- 239000003480 eluent Substances 0.000 description 1
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- MEGHWIAOTJPCHQ-UHFFFAOYSA-N ethenyl butanoate Chemical compound CCCC(=O)OC=C MEGHWIAOTJPCHQ-UHFFFAOYSA-N 0.000 description 1
- UIWXSTHGICQLQT-UHFFFAOYSA-N ethenyl propanoate Chemical compound CCC(=O)OC=C UIWXSTHGICQLQT-UHFFFAOYSA-N 0.000 description 1
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- 125000005843 halogen group Chemical group 0.000 description 1
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- 125000004051 hexyl group Chemical group [H]C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])* 0.000 description 1
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- JEIPFZHSYJVQDO-UHFFFAOYSA-N iron(III) oxide Inorganic materials O=[Fe]O[Fe]=O JEIPFZHSYJVQDO-UHFFFAOYSA-N 0.000 description 1
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- GKQPCPXONLDCMU-CCEZHUSRSA-N lacidipine Chemical compound CCOC(=O)C1=C(C)NC(C)=C(C(=O)OCC)C1C1=CC=CC=C1\C=C\C(=O)OC(C)(C)C GKQPCPXONLDCMU-CCEZHUSRSA-N 0.000 description 1
- 229910052744 lithium Inorganic materials 0.000 description 1
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- AYLRODJJLADBOB-QMMMGPOBSA-N methyl (2s)-2,6-diisocyanatohexanoate Chemical compound COC(=O)[C@@H](N=C=O)CCCCN=C=O AYLRODJJLADBOB-QMMMGPOBSA-N 0.000 description 1
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- PZUGJLOCXUNFLM-UHFFFAOYSA-N n-ethenylaniline Chemical compound C=CNC1=CC=CC=C1 PZUGJLOCXUNFLM-UHFFFAOYSA-N 0.000 description 1
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- ABMFBCRYHDZLRD-UHFFFAOYSA-N naphthalene-1,4-dicarboxylic acid Chemical compound C1=CC=C2C(C(=O)O)=CC=C(C(O)=O)C2=C1 ABMFBCRYHDZLRD-UHFFFAOYSA-N 0.000 description 1
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- HRRDCWDFRIJIQZ-UHFFFAOYSA-N naphthalene-1,8-dicarboxylic acid Chemical compound C1=CC(C(O)=O)=C2C(C(=O)O)=CC=CC2=C1 HRRDCWDFRIJIQZ-UHFFFAOYSA-N 0.000 description 1
- RXOHFPCZGPKIRD-UHFFFAOYSA-N naphthalene-2,6-dicarboxylic acid Chemical compound C1=C(C(O)=O)C=CC2=CC(C(=O)O)=CC=C21 RXOHFPCZGPKIRD-UHFFFAOYSA-N 0.000 description 1
- 238000006386 neutralization reaction Methods 0.000 description 1
- 230000003472 neutralizing effect Effects 0.000 description 1
- 125000001400 nonyl 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])[H] 0.000 description 1
- OEIJHBUUFURJLI-UHFFFAOYSA-N octane-1,8-diol Chemical compound OCCCCCCCCO OEIJHBUUFURJLI-UHFFFAOYSA-N 0.000 description 1
- 125000002347 octyl 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])[H] 0.000 description 1
- 239000007800 oxidant agent Substances 0.000 description 1
- 125000004430 oxygen atom Chemical group O* 0.000 description 1
- 239000003973 paint Substances 0.000 description 1
- 239000000123 paper Substances 0.000 description 1
- LGYJSPMYALQHBL-UHFFFAOYSA-N pentanedihydrazide Chemical compound NNC(=O)CCCC(=O)NN LGYJSPMYALQHBL-UHFFFAOYSA-N 0.000 description 1
- 125000005459 perfluorocyclohexyl group Chemical group 0.000 description 1
- 238000005502 peroxidation Methods 0.000 description 1
- 150000002978 peroxides Chemical class 0.000 description 1
- 125000001997 phenyl group Chemical group [H]C1=C([H])C([H])=C(*)C([H])=C1[H] 0.000 description 1
- 239000002985 plastic film Substances 0.000 description 1
- 229920006255 plastic film Polymers 0.000 description 1
- 239000002798 polar solvent Substances 0.000 description 1
- 229920002857 polybutadiene Polymers 0.000 description 1
- 229920006149 polyester-amide block copolymer Polymers 0.000 description 1
- 229920002959 polymer blend Polymers 0.000 description 1
- 229920000098 polyolefin Polymers 0.000 description 1
- 229920006324 polyoxymethylene Polymers 0.000 description 1
- 229920002223 polystyrene Polymers 0.000 description 1
- 229920006295 polythiol Polymers 0.000 description 1
- 229920002635 polyurethane Polymers 0.000 description 1
- 239000004814 polyurethane Substances 0.000 description 1
- 239000011591 potassium Substances 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
- 230000001737 promoting effect Effects 0.000 description 1
- ORSLXQZSKCIHDH-UHFFFAOYSA-N prop-2-enal;prop-2-enoic acid Chemical compound C=CC=O.OC(=O)C=C ORSLXQZSKCIHDH-UHFFFAOYSA-N 0.000 description 1
- YOSXAXYCARLZTR-UHFFFAOYSA-N prop-2-enoyl isocyanate Chemical compound C=CC(=O)N=C=O YOSXAXYCARLZTR-UHFFFAOYSA-N 0.000 description 1
- HJWLCRVIBGQPNF-UHFFFAOYSA-N prop-2-enylbenzene Chemical compound C=CCC1=CC=CC=C1 HJWLCRVIBGQPNF-UHFFFAOYSA-N 0.000 description 1
- RLJWTAURUFQFJP-UHFFFAOYSA-N propan-2-ol;titanium Chemical compound [Ti].CC(C)O.CC(C)O.CC(C)O.CC(C)O RLJWTAURUFQFJP-UHFFFAOYSA-N 0.000 description 1
- ZMYXZXUHYAGGKG-UHFFFAOYSA-N propoxysilane Chemical compound CCCO[SiH3] ZMYXZXUHYAGGKG-UHFFFAOYSA-N 0.000 description 1
- 125000001436 propyl group Chemical group [H]C([*])([H])C([H])([H])C([H])([H])[H] 0.000 description 1
- AOHJOMMDDJHIJH-UHFFFAOYSA-N propylenediamine Chemical compound CC(N)CN AOHJOMMDDJHIJH-UHFFFAOYSA-N 0.000 description 1
- 229940079877 pyrogallol Drugs 0.000 description 1
- 239000010453 quartz Substances 0.000 description 1
- 238000007151 ring opening polymerisation reaction Methods 0.000 description 1
- 239000012488 sample solution Substances 0.000 description 1
- 150000003349 semicarbazides Chemical class 0.000 description 1
- 239000010420 shell particle Substances 0.000 description 1
- FZHAPNGMFPVSLP-UHFFFAOYSA-N silanamine Chemical class [SiH3]N FZHAPNGMFPVSLP-UHFFFAOYSA-N 0.000 description 1
- VYPSYNLAJGMNEJ-UHFFFAOYSA-N silicon dioxide Inorganic materials O=[Si]=O VYPSYNLAJGMNEJ-UHFFFAOYSA-N 0.000 description 1
- 229910052708 sodium Inorganic materials 0.000 description 1
- 239000011734 sodium Substances 0.000 description 1
- 235000010267 sodium hydrogen sulphite Nutrition 0.000 description 1
- CHQMHPLRPQMAMX-UHFFFAOYSA-L sodium persulfate Substances [Na+].[Na+].[O-]S(=O)(=O)OOS([O-])(=O)=O CHQMHPLRPQMAMX-UHFFFAOYSA-L 0.000 description 1
- AKHNMLFCWUSKQB-UHFFFAOYSA-L sodium thiosulfate Chemical compound [Na+].[Na+].[O-]S([O-])(=O)=S AKHNMLFCWUSKQB-UHFFFAOYSA-L 0.000 description 1
- 235000019345 sodium thiosulphate Nutrition 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
- 235000010356 sorbitol Nutrition 0.000 description 1
- 239000003381 stabilizer Substances 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
- 125000005415 substituted alkoxy group Chemical group 0.000 description 1
- 239000004094 surface-active agent Substances 0.000 description 1
- 239000011975 tartaric acid Chemical class 0.000 description 1
- 235000002906 tartaric acid Nutrition 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
- CIHOLLKRGTVIJN-UHFFFAOYSA-N tert‐butyl hydroperoxide Chemical compound CC(C)(C)OO CIHOLLKRGTVIJN-UHFFFAOYSA-N 0.000 description 1
- 238000012360 testing method Methods 0.000 description 1
- VXUYXOFXAQZZMF-UHFFFAOYSA-N tetraisopropyl titanate Substances CC(C)O[Ti](OC(C)C)(OC(C)C)OC(C)C VXUYXOFXAQZZMF-UHFFFAOYSA-N 0.000 description 1
- 238000004448 titration Methods 0.000 description 1
- DVKJHBMWWAPEIU-UHFFFAOYSA-N toluene 2,4-diisocyanate Chemical compound CC1=CC=C(N=C=O)C=C1N=C=O DVKJHBMWWAPEIU-UHFFFAOYSA-N 0.000 description 1
- LDHQCZJRKDOVOX-UHFFFAOYSA-N trans-crotonic acid Natural products CC=CC(O)=O LDHQCZJRKDOVOX-UHFFFAOYSA-N 0.000 description 1
- GQIUQDDJKHLHTB-UHFFFAOYSA-N trichloro(ethenyl)silane Chemical compound Cl[Si](Cl)(Cl)C=C GQIUQDDJKHLHTB-UHFFFAOYSA-N 0.000 description 1
- YNJBWRMUSHSURL-UHFFFAOYSA-N trichloroacetic acid Chemical compound OC(=O)C(Cl)(Cl)Cl YNJBWRMUSHSURL-UHFFFAOYSA-N 0.000 description 1
- LFRDHGNFBLIJIY-UHFFFAOYSA-N trimethoxy(prop-2-enyl)silane Chemical compound CO[Si](OC)(OC)CC=C LFRDHGNFBLIJIY-UHFFFAOYSA-N 0.000 description 1
- QXJQHYBHAIHNGG-UHFFFAOYSA-N trimethylolethane Chemical compound OCC(C)(CO)CO QXJQHYBHAIHNGG-UHFFFAOYSA-N 0.000 description 1
- 229920001567 vinyl ester resin Polymers 0.000 description 1
- 239000005050 vinyl trichlorosilane Substances 0.000 description 1
- 239000002023 wood Substances 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
Description
しかし、基材の保護をより一層確実なものとするために、非常に高いレベルの耐溶剤性等を有する塗膜を形成可能なコーティング剤が求められるなかで、前記硬化性重合体水性分散液では、その要求性能にあと一歩及ぶものではなかった。
コア・シェル型樹脂粒子(A)は、シェル層とコア層との2層構造を有する樹脂粒子であって、コア層とシェル層とが、実質的に結合していない、または、造膜性を阻害しない程度の結合を形成していることが好ましい。言い換えれば、水系媒体中に分散した樹脂粒子(A)内部の架橋密度は、本発明の水性樹脂組成物に優れた造膜性を付与する観点から、できるだけ低いことが好ましい。
また、前記ビニル重合体(a2)に親水性基を有さないものを使用する場合には、前記樹脂粒子(A)は、前記ウレタン樹脂(a1)と前記ビニル重合体(a2)とを別々に製造し、それらを水系媒体と混合することによって製造することもできる。
また、前記樹脂粒子(A)の製造は、必要に応じて、後述する化合物(B)の存在下で行ってもよい。
このとき、前記ビニル単量体は、界面活性剤とともにウレタン樹脂(a1)の水分散体中に供給せず、単独で供給する必要がある。これにより、ビニル単量体は、水系媒体中で安定して存在できず、既に存在するウレタン樹脂(a1)粒子の内部で重合する。その結果、ウレタン樹脂(a1)をシェル層に有し、ビニル重合体(a2)をコア層に有するコア・シェル型の重合体粒子(A)を製造することができる。
また、γ−イソシアネ−トプロピルトリイソプロぺニルオキシシランもしくはγ−イソシアネ−トプロピルトリメトキシシラン等のイソシアネートシランとグリシド−ルとの付加物や、γ−アミノプロピルトリメトキシシラン等のアミノシランとジエポキシ化合物との付加物や、エポキシシランを部分加水分解縮合せしめて得られる化合物を使用することもできる。
[耐溶剤性試験]
実施例及び比較例で得た水性樹脂組成物を、それぞれガラス板上に3milのアプリケーターを用いて塗工し、(1)25℃で7日間乾燥した塗膜と、(2)140℃で20分間乾燥した塗膜とを作製した。得られた塗膜の表面を、エタノールを浸み込ませた綿棒を用いて100回ラビングし、塗膜の劣化の有無を観察した。
また、前記と同様の方法で作製した塗膜の表面を、メチルエチルケトンを浸み込ませた綿棒を用いて100回ラビングし、塗膜の劣化の有無を観察した。
○:塗膜の表面が若干溶解し、劣化がある。
△:塗膜の30%未満がガラス板上から剥離した。
×:塗膜の30%以上がガラス板上から剥離した。
樹脂粒子の架橋度合いの指標として、樹脂粒子をテトラヒドロフランと混合した時の光透過率を測定した。固形分重量が1gになるように精秤した水性樹脂組成物と、テトラヒドロフランとを、合計量が25gになるように混合して24時間攪拌し、混合液を作成した。得られた混合液の光透過率を、島津製吸光光度計UV−1200にて波長:640nm、石英セル長(光の透過する長さ):50mmの条件で測定した。
酸価は、ウレタン樹脂(a1)に含まれるカルボキシル基の量を表す数値で、ウレタン樹脂(a1)1g中に含まれる遊離カルボキシル基を中和するために要する水酸化カリウムのmg数である。
重量平均分子量はゲル・パーミエーション・クロマトグラフ(GPC法)により測定した。
温度計、窒素ガス導入管、攪拌器を備えた窒素置換された容器中で、ネオペンチルグリコールと1,6−ヘキサンジオールとアジピン酸とを反応させて得られたポリエステルポリオール100質量部、2,2―ジメチロールプロピオン酸13質量部、1,4−シクロヘキサンジメタノール21質量部、ジシクロヘキシルメタンジイソシアネート43質量部、及びイソホロンジイソシアネート36質量部を、メチルエチルケトン59質量部とメチルピロリドン119質量部との混合溶剤中で反応させることによって、分子末端にイソシアネート基を有するウレタンプレポリマーの有機溶剤溶液を得た。
温度計、窒素ガス導入管、攪拌器を備えた窒素置換された容器中で、ポリカーボネートジオール(「ニッポラン980R」日本ポリウレタン工業株式会社製、水酸基当量1000g/当量)100質量部、2,2―ジメチロールプロピオン酸13質量部、1,4−シクロヘキサンジメタノール21質量部、及びジシクロヘキシルメタンジイソシアネート43質量部、イソホロンジイソシアネート36質量部を、メチルエチルケトン59質量部とメチルピロリドン119質量部との混合溶剤中で反応させることによって、分子末端にイソシアネート基を有するウレタンプレポリマーの有機溶剤溶液を得た。
攪拌機、還流冷却管、窒素導入管、温度計、単量体混合物滴下用滴下漏斗、重合触媒滴下用滴下漏斗を備えた反応容器に脱イオン水200質量部、アクアロンKH−10(第一工業製薬(株)製;ポリオキシエチレン−1−(アリルオキシメチル)アルキル硫酸エステルアンモニウム塩、固形分100質量%)1.5質量部を入れ、窒素を吹き込みながら80℃まで昇温した。
その後、内容物を30℃まで冷却し、攪拌下、同温度で5質量%アンモニア水15部を10分間かけて滴下した。その後、固形分濃度が30.0質量%になるように脱イオン水で調整し、100メッシュ金網で濾過して比較用アクリル重合体(a1−3)を得た。
攪拌機、還流冷却管、窒素導入管、温度計、単量体混合物滴下用滴下漏斗、重合触媒滴下用滴下漏斗を備えた反応容器に脱イオン水140質量部、参考例1で得られたウレタン樹脂(a1−1)の水性分散液100質量部を入れ、窒素を吹き込みながら80℃まで昇温した。
滴下終了後、同温度にて60分間攪拌した。その後、内容物を30℃まで冷却し、攪拌下、γ−グリシドキシプロピルトリメトキシシラン3重量部を添加して、固形分濃度が35.0質量%になるように脱イオン水で調整し、100メッシュ金網で濾過して本発明の水性樹脂組成物(I)を得た。
組成及び配合割合を表1及び2に記載したものに変更する以外は、参考例4と同様の方法で水性樹脂組成物(II)〜(IV)を調製した。
攪拌機、還流冷却管、窒素導入管、温度計、単量体混合物滴下用滴下漏斗、重合触媒滴下用滴下漏斗を備えた反応容器に脱イオン水140質量部、参考例1で得られたウレタン樹脂(a1−1)の水性分散液100質量部を入れ、窒素を吹き込みながら80℃まで昇温した。
攪拌機、還流冷却管、窒素導入管、温度計、単量体混合物滴下用滴下漏斗、重合触媒滴下用滴下漏斗を備えた反応容器に脱イオン水140質量部、参考例3で得られた比較用アクリル重合体(a1−3)の水性分散液100質量部を入れ、窒素を吹き込みながら80℃まで昇温した。
滴下終了後、同温度にて60分間攪拌した。その後、内容物を30℃まで冷却し、攪拌下、γ−グリシドキシプロピルトリメトキシシラン3重量部を添加して、固形分濃度が35.0質量%になるように脱イオン水で調整し、100メッシュ金網で濾過して比較用の水性樹脂組成物(VI)を得た。得られた水性樹脂組成物(VI)とテトラヒドロフランとを混合した混合液の光透過率は92.3%であった。
攪拌機、還流冷却管、窒素導入管、温度計、単量体混合物滴下用滴下漏斗、重合触媒滴下用滴下漏斗を備えた反応容器に脱イオン水140質量部、参考例1で得られたウレタン樹脂(a1−1)の水性分散液100質量部を入れ、窒素を吹き込みながら80℃まで昇温した。
滴下終了後、反応容器内の温度を同温度で60分間攪拌しながら保持した。その後、内容物を30℃まで冷却し、固形分濃度が35.0質量%になるように脱イオン水で調整し、100メッシュ金網で濾過して比較用の水性樹脂組成物を得た。得られた水性樹脂組成物(VII)とテトラヒドロフランとを混合した混合液の光透過率は98.5%であった。
攪拌機、還流冷却管、窒素導入管、温度計、単量体混合物滴下用滴下漏斗、重合触媒滴下用滴下漏斗を備えた反応容器に脱イオン水140質量部、参考例1で得られたウレタン樹脂(a1−1)の水性分散液100質量部を入れ、窒素を吹き込みながら80℃まで昇温した。
滴下終了後、反応容器内の温度を同温度で60分間攪拌しながら保持した。その後、内容物を30℃まで冷却し、攪拌下、γ−グリシドキシプロピルトリメトキシシラン3質量部を添加して、固形分濃度が35.0質量%になるように脱イオン水で調整し、100メッシュ金網で濾過して比較用の水性樹脂組成物を得た。得られた水性樹脂組成物(VIII)とテトラヒドロフランとを混合した混合液の光透過率は3.5%であった。
攪拌機、還流冷却管、窒素導入管、温度計、単量体混合物滴下用滴下漏斗、重合触媒滴下用滴下漏斗を備えた反応容器に脱イオン水140質量部、参考例1で得られたウレタン樹脂(a1−1)の水性分散液100質量部を入れ、窒素を吹き込みながら80℃まで昇温した。
滴下終了後、反応容器内の温度を同温度で60分間攪拌しながら保持した。その後、内容物を30℃まで冷却し、固形分濃度が35.0質量%になるように脱イオン水で調整し、100メッシュ金網で濾過して比較用の水性樹脂組成物を得た。得られた水性樹脂組成物(IX)とテトラヒドロフランとを混合した混合液の光透過率は55.9%であった。
プレエマルジョン混合用容器に脱イオン水30質量部を入れ、乳化剤ノイゲンXL−400(第一工業製薬(株)製;ポリオキシエチレンデシルエーテル、固形分100質量%)4質量部を添加し攪拌して溶解した。その容器にn−ブチルアクリレート40質量部、メチルメタクリレート58質量部、ジメチルアミノエチルメタクリレート2質量部の単量体成分を順次添加し、攪拌して単量体混合物のプレエマルジョンを作成した。
滴下終了後、反応容器内の温度を同温度で60分間攪拌しながら保持した。その後、内容物を30℃まで冷却し、参考例1のウレタン樹脂の水性分散液100質量部、γ−グリシドキシプロピルトリメトキシシラン3質量部を添加し、攪拌、混合後、固形分濃度が35.0質量%になるように脱イオン水で調整し、比較用の水性樹脂組成物を得た。得られた水性樹脂組成物(X)とテトラヒドロフランとを混合した混合液の光透過率は45.3%であった。
BA;n−ブチルアクリレート
MMA;メチルメタクリレート
DMAEMA;ジメチルアミノエチルメタクリレート
GMA;グリシジルメタクリレート
Z−6030;東レ・ダウコーニング(株)製のγ−メタクリロキシプロピルトリメトキシシラン
Z−6040;東レ・ダウコーニング(株)製のγ−グリシドキシプロピルトリメトキシシラン
Z−6043;東レ・ダウコーニング(株)製の2−(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
Claims (5)
- シェル層がポリエステルポリオールまたはポリカーボネートポリオールとカルボキシル基含有ポリオールとを含むポリオール及びポリイソシアネートを反応させて得られるカルボキシル基を有するウレタン樹脂(a1)からなり、コア層が3級アミノ基含有重合性単量体と(メタ)アクリル酸エステルと加水分解性シリル基またはシラノール基を有するビニル単量体とを反応させて得られる3級アミノ基と加水分解性シリル基またはシラノール基とを有するビニル重合体(a2)からなるコア・シェル型樹脂粒子(A)と、γ−グリシドキシプロピルトリメトキシシラン、γ−グリシドキシプロピルトリエトキシシラン、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、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、β−(3,4−エポキシシクロヘキシル)エチルメチルジエトキシシランまたはγ−グリシドキシプロピルトリイソプロぺニルオキシシランから選択される加水分解性シリル基またはシラノール基とエポキシ基とを有する化合物(B)と、水系媒体とを含有してなり、前記コア・シェル型樹脂粒子(A)が水系媒体中に分散してなることを特徴とする水性樹脂組成物。
- 前記ウレタン樹脂(a1)と前記ビニル重合体(a2)との質量割合[(a1)/(a2)]が10/90〜70/30である、請求項1に記載の水性樹脂組成物。
- 前記ビニル重合体(a2)が、前記ビニル重合体(a2)の全量に対して10〜700mmol/Kgの塩基性窒素原子含有基を有する、請求項1に記載の水性樹脂組成物。
- 前記ウレタン樹脂(a1)が、10〜35の酸価を有するものである、請求項1に記載の水性樹脂組成物。
- 前記ウレタン樹脂(a1)が、10以上30未満の酸価を有するものである、請求項1に記載の水性樹脂組成物。
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