JP5839251B2 - 水性樹脂組成物、それを用いた積層体及び画像表示装置 - Google Patents
水性樹脂組成物、それを用いた積層体及び画像表示装置 Download PDFInfo
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- JP5839251B2 JP5839251B2 JP2015530828A JP2015530828A JP5839251B2 JP 5839251 B2 JP5839251 B2 JP 5839251B2 JP 2015530828 A JP2015530828 A JP 2015530828A JP 2015530828 A JP2015530828 A JP 2015530828A JP 5839251 B2 JP5839251 B2 JP 5839251B2
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- MBHRHUJRKGNOKX-UHFFFAOYSA-N [(4,6-diamino-1,3,5-triazin-2-yl)amino]methanol Chemical class NC1=NC(N)=NC(NCO)=N1 MBHRHUJRKGNOKX-UHFFFAOYSA-N 0.000 description 7
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- SLCVBVWXLSEKPL-UHFFFAOYSA-N neopentyl glycol Chemical compound OCC(C)(C)CO SLCVBVWXLSEKPL-UHFFFAOYSA-N 0.000 description 7
- 239000012788 optical film Substances 0.000 description 7
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- KKEYFWRCBNTPAC-UHFFFAOYSA-N Terephthalic acid Chemical compound OC(=O)C1=CC=C(C(O)=O)C=C1 KKEYFWRCBNTPAC-UHFFFAOYSA-N 0.000 description 6
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- LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 description 5
- PEDCQBHIVMGVHV-UHFFFAOYSA-N Glycerine Chemical compound OCC(O)CO PEDCQBHIVMGVHV-UHFFFAOYSA-N 0.000 description 5
- ZJCCRDAZUWHFQH-UHFFFAOYSA-N Trimethylolpropane Chemical compound CCC(CO)(CO)CO ZJCCRDAZUWHFQH-UHFFFAOYSA-N 0.000 description 5
- 150000001252 acrylic acid derivatives Chemical class 0.000 description 5
- 125000003647 acryloyl group Chemical group O=C([*])C([H])=C([H])[H] 0.000 description 5
- 239000001361 adipic acid Substances 0.000 description 5
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- 239000003431 cross linking reagent Substances 0.000 description 5
- JGFBRKRYDCGYKD-UHFFFAOYSA-N dibutyl(oxo)tin Chemical compound CCCC[Sn](=O)CCCC JGFBRKRYDCGYKD-UHFFFAOYSA-N 0.000 description 5
- 230000032050 esterification Effects 0.000 description 5
- XXMIOPMDWAUFGU-UHFFFAOYSA-N hexane-1,6-diol Chemical compound OCCCCCCO XXMIOPMDWAUFGU-UHFFFAOYSA-N 0.000 description 5
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- 239000004698 Polyethylene Substances 0.000 description 4
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- UKLDJPRMSDWDSL-UHFFFAOYSA-L [dibutyl(dodecanoyloxy)stannyl] dodecanoate Chemical compound CCCCCCCCCCCC(=O)O[Sn](CCCC)(CCCC)OC(=O)CCCCCCCCCCC UKLDJPRMSDWDSL-UHFFFAOYSA-L 0.000 description 4
- 150000008065 acid anhydrides Chemical class 0.000 description 4
- PXKLMJQFEQBVLD-UHFFFAOYSA-N bisphenol F Chemical compound C1=CC(O)=CC=C1CC1=CC=C(O)C=C1 PXKLMJQFEQBVLD-UHFFFAOYSA-N 0.000 description 4
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- XNGIFLGASWRNHJ-UHFFFAOYSA-N phthalic acid Chemical compound OC(=O)C1=CC=CC=C1C(O)=O XNGIFLGASWRNHJ-UHFFFAOYSA-N 0.000 description 4
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- JAHNSTQSQJOJLO-UHFFFAOYSA-N 2-(3-fluorophenyl)-1h-imidazole Chemical compound FC1=CC=CC(C=2NC=CN=2)=C1 JAHNSTQSQJOJLO-UHFFFAOYSA-N 0.000 description 3
- TXBCBTDQIULDIA-UHFFFAOYSA-N 2-[[3-hydroxy-2,2-bis(hydroxymethyl)propoxy]methyl]-2-(hydroxymethyl)propane-1,3-diol Chemical compound OCC(CO)(CO)COCC(CO)(CO)CO TXBCBTDQIULDIA-UHFFFAOYSA-N 0.000 description 3
- QTWJRLJHJPIABL-UHFFFAOYSA-N 2-methylphenol;3-methylphenol;4-methylphenol Chemical compound CC1=CC=C(O)C=C1.CC1=CC=CC(O)=C1.CC1=CC=CC=C1O QTWJRLJHJPIABL-UHFFFAOYSA-N 0.000 description 3
- UPMLOUAZCHDJJD-UHFFFAOYSA-N 4,4'-Diphenylmethane Diisocyanate Chemical compound C1=CC(N=C=O)=CC=C1CC1=CC=C(N=C=O)C=C1 UPMLOUAZCHDJJD-UHFFFAOYSA-N 0.000 description 3
- FVCSARBUZVPSQF-UHFFFAOYSA-N 5-(2,4-dioxooxolan-3-yl)-7-methyl-3a,4,5,7a-tetrahydro-2-benzofuran-1,3-dione Chemical compound C1C(C(OC2=O)=O)C2C(C)=CC1C1C(=O)COC1=O FVCSARBUZVPSQF-UHFFFAOYSA-N 0.000 description 3
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- OJGXBHHMMHJMLS-UHFFFAOYSA-J oxolane;zirconium(4+);tetrachloride Chemical compound [Cl-].[Cl-].[Cl-].[Cl-].[Zr+4].C1CCOC1 OJGXBHHMMHJMLS-UHFFFAOYSA-J 0.000 description 1
- 238000004806 packaging method and process Methods 0.000 description 1
- 125000001997 phenyl group Chemical group [H]C1=C([H])C([H])=C(*)C([H])=C1[H] 0.000 description 1
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- 238000007650 screen-printing Methods 0.000 description 1
- ZKDDJTYSFCWVGS-UHFFFAOYSA-M sodium;diethoxy-sulfanylidene-sulfido-$l^{5}-phosphane Chemical compound [Na+].CCOP([S-])(=S)OCC ZKDDJTYSFCWVGS-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
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- 125000000999 tert-butyl group Chemical group [H]C([H])([H])C(*)(C([H])([H])[H])C([H])([H])[H] 0.000 description 1
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- YLQBMQCUIZJEEH-UHFFFAOYSA-N tetrahydrofuran Natural products C=1C=COC=1 YLQBMQCUIZJEEH-UHFFFAOYSA-N 0.000 description 1
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- KSBAEPSJVUENNK-UHFFFAOYSA-L tin(ii) 2-ethylhexanoate Chemical compound [Sn+2].CCCCC(CC)C([O-])=O.CCCCC(CC)C([O-])=O KSBAEPSJVUENNK-UHFFFAOYSA-L 0.000 description 1
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- IMNIMPAHZVJRPE-UHFFFAOYSA-N triethylenediamine Chemical compound C1CN2CCN1CC2 IMNIMPAHZVJRPE-UHFFFAOYSA-N 0.000 description 1
- RXJKFRMDXUJTEX-UHFFFAOYSA-N triethylphosphine Chemical compound CCP(CC)CC RXJKFRMDXUJTEX-UHFFFAOYSA-N 0.000 description 1
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- QLAGHGSFXJZWKY-UHFFFAOYSA-N triphenylborane;triphenylphosphane Chemical compound C1=CC=CC=C1B(C=1C=CC=CC=1)C1=CC=CC=C1.C1=CC=CC=C1P(C=1C=CC=CC=1)C1=CC=CC=C1 QLAGHGSFXJZWKY-UHFFFAOYSA-N 0.000 description 1
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- NHXVNEDMKGDNPR-UHFFFAOYSA-N zinc;pentane-2,4-dione Chemical compound [Zn+2].CC(=O)[CH-]C(C)=O.CC(=O)[CH-]C(C)=O NHXVNEDMKGDNPR-UHFFFAOYSA-N 0.000 description 1
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Classifications
-
- C—CHEMISTRY; METALLURGY
- C09—DYES; PAINTS; POLISHES; NATURAL RESINS; ADHESIVES; COMPOSITIONS NOT OTHERWISE PROVIDED FOR; APPLICATIONS OF MATERIALS NOT OTHERWISE PROVIDED FOR
- C09D—COATING COMPOSITIONS, e.g. PAINTS, VARNISHES OR LACQUERS; FILLING PASTES; CHEMICAL PAINT OR INK REMOVERS; INKS; CORRECTING FLUIDS; WOODSTAINS; PASTES OR SOLIDS FOR COLOURING OR PRINTING; USE OF MATERIALS THEREFOR
- C09D163/00—Coating compositions based on epoxy resins; Coating compositions based on derivatives of epoxy resins
- C09D163/10—Epoxy resins modified by unsaturated compounds
-
- C—CHEMISTRY; METALLURGY
- C09—DYES; PAINTS; POLISHES; NATURAL RESINS; ADHESIVES; COMPOSITIONS NOT OTHERWISE PROVIDED FOR; APPLICATIONS OF MATERIALS NOT OTHERWISE PROVIDED FOR
- C09D—COATING COMPOSITIONS, e.g. PAINTS, VARNISHES OR LACQUERS; FILLING PASTES; CHEMICAL PAINT OR INK REMOVERS; INKS; CORRECTING FLUIDS; WOODSTAINS; PASTES OR SOLIDS FOR COLOURING OR PRINTING; USE OF MATERIALS THEREFOR
- C09D175/00—Coating compositions based on polyureas or polyurethanes; Coating compositions based on derivatives of such polymers
- C09D175/04—Polyurethanes
- C09D175/06—Polyurethanes from polyesters
-
- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08G—MACROMOLECULAR COMPOUNDS OBTAINED OTHERWISE THAN BY REACTIONS ONLY INVOLVING UNSATURATED CARBON-TO-CARBON BONDS
- C08G18/00—Polymeric products of isocyanates or isothiocyanates
- C08G18/06—Polymeric products of isocyanates or isothiocyanates with compounds having active hydrogen
- C08G18/08—Processes
- C08G18/0804—Manufacture of polymers containing ionic or ionogenic groups
- C08G18/0819—Manufacture of polymers containing ionic or ionogenic groups containing anionic or anionogenic groups
- C08G18/0823—Manufacture of polymers containing ionic or ionogenic groups containing anionic or anionogenic groups containing carboxylate salt groups or groups forming them
-
- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08G—MACROMOLECULAR COMPOUNDS OBTAINED OTHERWISE THAN BY REACTIONS ONLY INVOLVING UNSATURATED CARBON-TO-CARBON BONDS
- C08G18/00—Polymeric products of isocyanates or isothiocyanates
- C08G18/06—Polymeric products of isocyanates or isothiocyanates with compounds having active hydrogen
- C08G18/28—Polymeric products of isocyanates or isothiocyanates with compounds having active hydrogen characterised by the compounds used containing active hydrogen
- C08G18/30—Low-molecular-weight compounds
- C08G18/32—Polyhydroxy compounds; Polyamines; Hydroxyamines
- C08G18/3203—Polyhydroxy compounds
- C08G18/3215—Polyhydroxy compounds containing aromatic groups or benzoquinone groups
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Description
前記ビニルエステル樹脂(A)が、ノボラック型エポキシ樹脂及びビスフェノール型エポキシ樹脂からなる群より選ばれる1種以上のエポキシ樹脂(a1)と、酸基及び重合性不飽和基を有する化合物(a2)との反応物であり、
前記ウレタン樹脂(B)が、芳香環を有するポリオール(b1−1)及び親水性基を有するポリオール(b1−2)を含有するポリオール(b1)と、ポリイソシアネート(b2)との反応物であることを特徴とする水性樹脂組成物、それを用いた積層体及び画像表示装置に関するものである。
温度計、窒素ガス導入管、攪拌機を備えた反応容器中で窒素ガスを導入しながら、イソフタル酸26.3部、テレフタル酸26.3部、ブタンジオール23.5部、ネオペンチルグリコール27.2部及びジブチル錫オキサイド0.04部を仕込み180〜230℃で酸価が1以下になるまで230℃で24時間重縮合反応を行い、芳香族ポリエステルポリオール(1)〔酸価0.2、水酸基価112.2、芳香環濃度3.98mol/Kg〕を得た。
温度計、窒素ガス導入管、攪拌機を備えた反応器中で窒素ガスを導入しながら、アジピン酸47.3質量部、ヘキサンジオール42.4質量部、ブタンジオール13.9質量部及びジブチル錫オキサイド0.05質量部を仕込み180〜230℃24時間エステル化した後、酸価が1以下になるまで230℃で24時間重縮合反応を行い、脂肪族ポリエステルポリオール(1)〔酸価0.2、水酸基価74.8、芳香環濃度0mol/Kg〕を得た。
温度計、窒素ガス導入管、攪拌機を備えた反応器中で窒素ガスを導入しながら、イソフタル酸33.5質量部、セバシン酸17.8質量部、アジピン酸7.1質量部、エチレングリコール7.7質量部、ネオペンチルグリコール25.8質量部、ブタンジオール11.2質量部、及びジブチル錫オキサイド0.05質量部を仕込み180〜230℃24時間エステル化した後、酸価が1以下になるまで230℃で24時間重縮合反応を行い、芳香族ポリエステルポリオール(2)〔酸価0.3、水酸基価56.1、芳香環濃度2.53mol/kg〕を得た。
反応容器にクレゾールノボラック型エポキシ樹脂(DIC株式会社製「EPICLON N−673−80M」、固形分エポキシ当量:209g/eq.、不揮発分:80質量%、溶媒:メチルエチルケトン)を68.6質量部、アクリル酸19.5質量部、メトキノン0.11質量部、メチルエチルケトン11.3質量部を仕込み、攪拌させて均一に混合した。次いでトリフェニルホスフィン0.55質量部を加え、反応温度80℃下で酸価が1.5以下になるまで反応させて、ビニルエステル樹脂(I−1)の不揮発分75質量%溶液を得た。
反応容器にフェノールノボラック型エポキシ樹脂(DIC株式会社製「EPICLON N−740−80M」、固形分エポキシ当量:190g/eq.、不揮発分:80質量%、溶媒:メチルエチルケトン)を66.8質量部、アクリル酸20.9質量部、メトキノン0.11質量部、メチルエチルケトン11.6質量部を仕込み、攪拌させて均一に混合した。次いでトリフェニルホスフィン0.54質量部を加え、反応温度80℃下で酸価が1.5以下になるまで反応させて、ビニルエステル樹脂(I−2)の不揮発分75質量%溶液を得た。
反応容器にビスフェノール型エポキシ樹脂(DIC株式会社製「EPICLON N−865−80M」、固形分エポキシ当量:205g/eq.、不揮発分:80質量%、溶媒:メチルエチルケトン)を68.2質量部、アクリル酸19.8質量部、メトキノン0.11質量部、メチルエチルケトン11.4質量部を仕込み、攪拌させて均一に混合した。次いでトリフェニルホスフィン0.55質量部を加え、反応温度80℃下で酸価が1.5以下になるまで反応させて、ビニルエステル樹脂(I−3)の不揮発分75質量%溶液を得た。
反応容器に合成例1で得られた芳香族ポリエステルポリオール(1)100.0質量部を減圧下100℃で脱水し、その後80℃まで冷却後、メチルエチルケトン111.0質量部を加え、攪拌し均一に混合した。次に、2,2−ジメチロールプロピオン酸8.1質量部を加え、次いでトリレンジイソシアネート28.0質量部とジブチル錫ジラウレート0.08質量部を加えて、80℃で12時間反応させ、ウレタン化工程を実施した。イソシアネート値が0.1%以下になったのを確認し、n−ブタノール0.3質量部を加え、さらに2時間反応させた後、50℃まで冷却し、親水性基を有するウレタン樹脂(II−1)の不揮発分55質量%溶液を得た。
反応容器に合成例2で得られた脂肪族ポリエステルポリオール(1)100質量部と合成例1のポリエステルポリオール4.4質量部を減圧下100℃で脱水し、その後80℃まで冷却後、メチルエチルケトン274.9部を加え、攪拌し均一に混合した。次に、ビスフェノールAにプロピレンオキサイドが2モル付加したグリコール(水酸基価=280)を117.8質量部、2,2−ジメチロールプロピオン酸20.1質量部、シクロヘキサンジメタノール2.3質量部を加え、次いでトリレンジイソシアネート92.6質量部、ジブチル錫ジラウレート0.08質量部を加えて、80℃で12時間反応させ、ウレタン化工程を実施した。イソシアネート値が0.1%以下になったのを確認し、メタノール1部を加え、さらに2時間反応させた後、50℃まで冷却し、親水性基を有するウレタン樹脂(II−2)の不揮発分55質量%溶液を得た。
反応容器に合成例3で得られた芳香族ポリエステルポリオール(2)100質量部を減圧下100℃で脱水し、その後80℃まで冷却後、メチルエチルケトン114.9質量部を加え、攪拌し均一に混合した。次に、2,2−ジメチロールプロピオン酸8.8質量部、1,4−ブタンジオール4.1質量部を加え、次いでトリレンジイソシアネート28.1質量部、ジブチル錫ジラウレート0.08質量部を加えて、80℃で12時間反応させ、ウレタン化工程を実施した。イソシアネート値が0.1%以下になったのを確認し、1,3−ブタンジオール0.4質量部を加え、さらに2時間反応させた後、50℃まで冷却し、親水性基を有するウレタン樹脂(III−3)の不揮発分55質量%溶液を得た。
製造例4で得られた親水性基を有するウレタン樹脂(II−1)の不揮発分55質量%溶液90.9質量部(前記ウレタン樹脂(II−1)として50質量部)に、製造例1で得られたビニルエステル樹脂(I−1)の不揮発分75質量%溶液66.7質量部(前記ビニルエステル樹脂(II−1)として50質量部)、トリエチルアミン3.6質量部を加え、イオン交換水150質量部をゆっくりと添加し水溶化を実施した。次いで減圧下、30〜50℃にてメチルエチルケトンを除去し、不揮発分40質量%の水性樹脂組成物(III−1)を得た。
製造例4で得られた親水性基を有するウレタン樹脂(II−1)及び製造例1で得られたビニルエステル樹脂(I−1)の不揮発分での配合量が、表2に示した量となるように用いた以外は、実施例1と同様に行って、不揮発分40質量%の水性樹脂組成物(III−2)〜(III−5)を得た。
製造例4で用いた親水性基を有するウレタン樹脂(II−1)に代えて、製造例2で得られたビニルエステル樹脂(I−2)を用いた以外は、実施例1と同様に行って、不揮発分40質量%の水性樹脂組成物(III−6)を得た。
製造例4で用いた親水性基を有するウレタン樹脂(II−1)に代えて、製造例3で得られたビニルエステル樹脂(I−3)を用いた以外は、実施例1と同様に行って、不揮発分40質量%の水性樹脂組成物(III−7)を得た。
製造例5で得られた親水性基を有するウレタン樹脂(II−2)の不揮発分55質量%溶液90.9質量部(前記ウレタン樹脂(II−2)として50質量部)に、製造例1で得られたビニルエステル樹脂(I−1)の不揮発分75質量%溶液66.7質量部(前記ビニルエステル樹脂(II−1)として50質量部)、トリエチルアミン3.0質量部を加え、イオン交換水150質量部をゆっくりと添加し水溶化を実施した。次いで減圧下、30〜50℃にてメチルエチルケトンを除去し、不揮発分40質量%の複合水性樹脂組成物(III−8)を得た。
製造例6で得られた親水性基を有するウレタン樹脂(II−3)の不揮発分55質量%溶液90.9質量部(前記ウレタン樹脂(II−3)として50質量部)に、製造例1で得られたビニルエステル樹脂(I−1)の不揮発分75質量%溶液66.7質量部(前記ビニルエステル樹脂(II−1)として50質量部)、トリエチルアミン3.6質量部を加え、イオン交換水150質量部をゆっくりと添加し水溶化を実施した。次いで減圧下、30〜50℃にてメチルエチルケトンを除去し、不揮発分40質量%の複合水性樹脂組成物(III−9)を得た。
ウレタンアクリレート樹脂(DIC株式会社製「ユニディックV−4260」)50質量部、トリプロピレングリコールジアクリレート50質量部及び光重合開始剤(BASFジャパン株式会社製「イルガキュア184」、1−ヒドロキシシクロヘキシルフェニルケトン)3質量部を混合することによって、紫外線硬化性組成物(UV−1)を得た。
エポキシアクリレート樹脂(DIC株式会社製「ユニディックV−5500」)50質量部、トリプロピレングリコールジアクリレート50質量部及び光重合開始剤(BASFジャパン株式会社製「イルガキュア184」)3質量部を混合することによって、紫外線硬化性組成物(UV−2)を得た。
実施例1で得られた水性樹脂組成物(III−1)100質量部と、メラミン架橋剤(DIC株式会社製「ベッカミンM−3」)5質量部と、イオン交換水185質量部とを混合することによってプライマー(P−1)を得た。次いで、ポリエチレンテレフタレート(以下、「PET」と略記する。)製フィルム基材(厚さ125μm)の表面に、乾燥後の膜厚が約1μmとなるように、上記で得られたプライマー(P−1)を塗布し、150℃で5分間加熱することによって、前記基材の表面にプライマー層を形成した。
実施例10で用いた紫外線硬化性組成物(UV−1)に代えて、調製例2で得られた紫外線硬化性組成物(UV−2)を用いた以外は、実施例10と同様に行い、積層体(2)を得た。
実施例10で用いた水性樹脂組成物(III−1)に代えて、実施例2〜9で得られた水性樹脂組成物(III−2)〜(III−9)を用いてプライマー(P−2)〜(P−9)を調製して用い、実施例10で用いた紫外線硬化性組成物(UV−1)に代えて、紫外線硬化性組成物(UV−2)を用いた以外は、実施例10と同様に行い、積層体(3)〜(10)を得た。
実施例1で得られた水性樹脂組成物(III−1)100質量部と、エポキシ架橋剤(DIC株式会社製「CR−5L」)3質量部と、イオン交換水185質量部とを混合することによってプライマー(P−10)を調製して用い、実施例10で用いた紫外線硬化性組成物(UV−1)に代えて、紫外線硬化性組成物(UV−2)を用いた以外は、実施例10と同様に行い、積層体(11)を得た。
膜厚125μmのポリエチレンテレフタレートからなる基材の表面に、乾燥時の膜厚が約1μmとなるようにプライマーを塗布し、150℃で5分間加熱することによって、前記基材の表面にプライマー層が積層した部材からなる試験板を作製した。
前記方法で作製した試験板のプライマー層の表面に、ニチバン株式会社製の24mm幅の粘着テープを貼付した。
◎:試験板を構成する基材表面からプライマー層が全く剥離しなかった。
○:試験板を構成する基材表面から、ごく一部のプライマー層が剥離したが、その剥離した範囲は、試験板を構成する皮膜の全面積に対して10%未満であった。
△:試験板を構成するプライマー層の面積に対して10%以上50%未満の範囲のプライマー層が、試験板を構成する基材表面から剥離した。
×:試験板を構成するプライマー層の全面積に対して50%以上の範囲のプライマー層が、試験板を構成する基材表面から剥離した。
実施例及び比較例で得た積層体を構成するUV塗膜の表面に、ニチバン株式会社製の24mm幅の粘着テープを貼付した。
◎:積層体を構成する基材表面からUV塗膜が全く剥離しなかった。
○:積層体を構成する基材表面から、ごく一部のUV塗膜が剥離したが、その剥離した範囲は、積層体を構成するUV塗膜の全面積に対して10%未満であった。
△:積層体を構成するUV塗膜の面積に対して10%以上50%未満の範囲のUV塗膜が、積層体を構成する基材表面から剥離した。
×:積層体を構成するUV塗膜の全面積に対して50%以上の範囲のUV塗膜が、積層体を構成する基材表面から剥離した。
前記得られた積層体を温度60℃、相対湿度90%の高温恒湿器に50時間投入した。その後、前記積層体を取り出し、プライマー層とUV塗膜との密着性を、前記[プライマー層とUV塗膜との密着性(初期)]と同様の方法で評価した。
膜厚125μmのポリエチレンテレフタレートからなる基材の表面に、乾燥時の膜厚が約1μmとなるように前記プライマーを塗布し、150℃で5分間加熱することによって、前記基材の表面にプライマー層を形成した。
○:プライマー層の表面を目視観察すると、透明であった。
△:プライマー層の表面を目視観察すると、透明であるがクラックを確認できた。
×:プライマー層の表面を目視観察すると、白化する程のクラックが発現し、プライマー層の一部がポリエチレンテレフタレート基材から容易に剥離していた。
温度計、窒素ガス導入管、攪拌機を備えた反応器中で窒素ガスを導入しながら、アジピン酸63.1質量部、エチレングリコール39.9質量部、及びジブチル錫オキサイド0.005質量部を仕込み180〜230℃24時間エステル化した後、酸価が1以下になるまで230℃で24時間重縮合反応を行い、脂肪族ポリエステルポリオール(2)〔酸価0.3、水酸基価56.1〕を得た。
反応容器に合成例4で得られた脂肪族ポリエステルポリオール(2)100質量部を減圧下100℃で脱水し、その後80℃まで冷却後、メチルエチルケトン114.9質量部を加え、攪拌し均一に混合した。次に、2,2−ジメチロールプロピオン酸8.8質量部を加え、次いでトリレンジイソシアネート28.1質量部を加えて、80℃で12時間反応させ、ウレタン化工程を実施した。イソシアネート値が0.1%以下になったのを確認し、n−ブタノール0.4質量部を加え、さらに2時間反応させた後、50℃まで冷却し、親水性基を有するウレタン樹脂(II’)を得た。
製造例7で得られた親水性基を有するウレタン樹脂(II’)の不揮発分55質量%溶液90.9質量部(前記ウレタン樹脂(II’)として50質量部)に、製造例1で得られたビニルエステル樹脂(I−1)の不揮発分75質量%溶液66.7質量部(前記ビニルエステル樹脂(I−1)として50質量部)、トリエチルアミン3.0質量部を加え、イオン交換水150質量部をゆっくりと添加し水溶化を実施した。次いで減圧下、30〜50℃にてメチルエチルケトンを除去し、不揮発分40質量%の水性樹脂組成物(III’)を得た。
比較例1で得られた水性樹脂組成物(III’)100質量部と、ベッカミンM−3(DIC株式会社製、メラミン架橋剤)5質量部と、イオン交換水185質量部とを混合することによってプライマー(P’)を得た。次いで、PET製フィルム基材(厚さ125μm)の表面に、乾燥後の膜厚が約1μmとなるように、上記で得られたプライマー(P’)を塗布し、150℃で5分間加熱することによって、前記基材の表面にプライマー層を形成した。
実施例10で用いた紫外線硬化性組成物(UV−1)に代えて、調製例2で得られた紫外線硬化性組成物(UV−2)を用いた以外は、実施例10と同様に行い、積層体(R2)を得た。
Claims (11)
- ビニルエステル樹脂(A)及び芳香環を有するウレタン樹脂(B)が、水性媒体(C)中に分散された水性樹脂組成物であって、
前記ビニルエステル樹脂(A)が、ノボラック型エポキシ樹脂及びビスフェノール型エポキシ樹脂からなる群より選ばれる1種以上のエポキシ樹脂(a1)と、酸基及び重合性不飽和基を有する化合物(a2)との反応物であり、
前記ウレタン樹脂(B)が、芳香環を有するポリオール(b1−1)及び親水性基を有するポリオール(b1−2)を含有するポリオール(b1)と、ポリイソシアネート(b2)との反応物であることを特徴とする水性樹脂組成物。 - 前記ポリオール(b1−1)中の芳香環濃度が、1.5〜8mol/kgの範囲である請求項1記載の水性樹脂組成物。
- 前記芳香環を有するポリオール(b1−1)が、芳香族ポリエステルポリオール(b1−a)及びビスフェノールAのアルキレンオキサイド付加物(b1−b)のうち、少なくとも1つを含むポリオールである請求項1記載の水性樹脂組成物。
- 前記ポリオール(b1)中に含まれる芳香環を有するポリオール(b1−1)の割合が40〜98質量%の範囲である請求項1記載の水性樹脂組成物。
- 前記ポリイソシアネート(b2)が芳香族ポリイソシアネートを含むものである請求項1記載の水性樹脂組成物。
- 前記化合物(a2)がアクリル酸又はメタクリル酸である請求項1記載の水性樹脂組成物。
- 前記ビニルエステル樹脂(A)の一部又は全部が、前記ウレタン樹脂(B)粒子中に内在して樹脂粒子(D)を形成したものである請求項1記載の水性樹脂組成物。
- 前記ビニルエステル樹脂(A)と前記ウレタン樹脂(B)との質量割合[(A)/(B)]が60/40〜10/90の範囲である請求項1記載の水性樹脂組成物。
- 基材の表面に、請求項1〜8のいずれか1項記載の水性樹脂組成物を用いて形成されたプライマー層を有し、前記プライマー層の表面に、活性エネルギー線硬化性組成物を用いて形成された硬化塗膜を有することを特徴とする積層体。
- 前記活性エネルギー線硬化性樹脂組成物が、重合性不飽和基を有する樹脂と、重合性不飽和基を有する単量体とを含有するものである請求項9記載の積層体。
- 請求項9又は10記載の積層体を有することを特徴とする画像表示装置。
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