JP5672419B2 - タッチパネル用コーティング剤及びそれを用いたタッチパネル - Google Patents
タッチパネル用コーティング剤及びそれを用いたタッチパネル Download PDFInfo
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- JP5672419B2 JP5672419B2 JP2014533506A JP2014533506A JP5672419B2 JP 5672419 B2 JP5672419 B2 JP 5672419B2 JP 2014533506 A JP2014533506 A JP 2014533506A JP 2014533506 A JP2014533506 A JP 2014533506A JP 5672419 B2 JP5672419 B2 JP 5672419B2
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- Prior art keywords
- polyurethane
- polyol
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- mass
- acid
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- 239000011248 coating agent Substances 0.000 title claims description 111
- 150000003077 polyols Chemical class 0.000 claims description 119
- 229920005862 polyol Polymers 0.000 claims description 90
- 239000004814 polyurethane Substances 0.000 claims description 85
- 229920002635 polyurethane Polymers 0.000 claims description 85
- 238000000576 coating method Methods 0.000 claims description 60
- 150000001875 compounds Chemical class 0.000 claims description 29
- 239000005056 polyisocyanate Substances 0.000 claims description 27
- 229920001228 polyisocyanate Polymers 0.000 claims description 27
- 239000000463 material Substances 0.000 claims description 13
- SMZOUWXMTYCWNB-UHFFFAOYSA-N 2-(2-methoxy-5-methylphenyl)ethanamine Chemical compound COC1=CC=C(C)C=C1CCN SMZOUWXMTYCWNB-UHFFFAOYSA-N 0.000 claims description 9
- NIXOWILDQLNWCW-UHFFFAOYSA-N 2-Propenoic acid Natural products OC(=O)C=C NIXOWILDQLNWCW-UHFFFAOYSA-N 0.000 claims description 9
- 239000012736 aqueous medium Substances 0.000 claims description 9
- 239000007795 chemical reaction product Substances 0.000 claims description 8
- WTYYGFLRBWMFRY-UHFFFAOYSA-N 2-[6-(oxiran-2-ylmethoxy)hexoxymethyl]oxirane Chemical compound C1OC1COCCCCCCOCC1CO1 WTYYGFLRBWMFRY-UHFFFAOYSA-N 0.000 claims description 6
- PZPGRFITIJYNEJ-UHFFFAOYSA-N disilane Chemical class [SiH3][SiH3] PZPGRFITIJYNEJ-UHFFFAOYSA-N 0.000 claims 1
- 239000003960 organic solvent Substances 0.000 description 37
- 239000000243 solution Substances 0.000 description 31
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- -1 polyoxyethylene group Polymers 0.000 description 28
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 26
- 238000006243 chemical reaction Methods 0.000 description 25
- ZMANZCXQSJIPKH-UHFFFAOYSA-N Triethylamine Chemical compound CCN(CC)CC ZMANZCXQSJIPKH-UHFFFAOYSA-N 0.000 description 24
- NIXOWILDQLNWCW-UHFFFAOYSA-M Acrylate Chemical compound [O-]C(=O)C=C NIXOWILDQLNWCW-UHFFFAOYSA-M 0.000 description 21
- 239000000049 pigment Substances 0.000 description 20
- JOYRKODLDBILNP-UHFFFAOYSA-N Ethyl urethane Chemical compound CCOC(N)=O JOYRKODLDBILNP-UHFFFAOYSA-N 0.000 description 19
- 238000002156 mixing Methods 0.000 description 18
- XXMIOPMDWAUFGU-UHFFFAOYSA-N hexane-1,6-diol Chemical compound OCCCCCCO XXMIOPMDWAUFGU-UHFFFAOYSA-N 0.000 description 16
- LYCAIKOWRPUZTN-UHFFFAOYSA-N Ethylene glycol Chemical compound OCCO LYCAIKOWRPUZTN-UHFFFAOYSA-N 0.000 description 15
- DNIAPMSPPWPWGF-UHFFFAOYSA-N Propylene glycol Chemical compound CC(O)CO DNIAPMSPPWPWGF-UHFFFAOYSA-N 0.000 description 15
- MTHSVFCYNBDYFN-UHFFFAOYSA-N diethylene glycol Chemical compound OCCOCCO MTHSVFCYNBDYFN-UHFFFAOYSA-N 0.000 description 15
- IQPQWNKOIGAROB-UHFFFAOYSA-N isocyanate group Chemical group [N-]=C=O IQPQWNKOIGAROB-UHFFFAOYSA-N 0.000 description 15
- 125000003178 carboxy group Chemical group [H]OC(*)=O 0.000 description 14
- 238000000034 method Methods 0.000 description 14
- 239000004417 polycarbonate Substances 0.000 description 14
- 229920000515 polycarbonate Polymers 0.000 description 14
- GLUUGHFHXGJENI-UHFFFAOYSA-N Piperazine Chemical compound C1CNCCN1 GLUUGHFHXGJENI-UHFFFAOYSA-N 0.000 description 12
- 239000002253 acid Substances 0.000 description 12
- WNLRTRBMVRJNCN-UHFFFAOYSA-N adipic acid Chemical compound OC(=O)CCCCC(O)=O WNLRTRBMVRJNCN-UHFFFAOYSA-N 0.000 description 12
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- 229920005906 polyester polyol Polymers 0.000 description 11
- 238000012360 testing method Methods 0.000 description 10
- 125000000129 anionic group Chemical group 0.000 description 9
- IISBACLAFKSPIT-UHFFFAOYSA-N bisphenol A Chemical class C=1C=C(O)C=CC=1C(C)(C)C1=CC=C(O)C=C1 IISBACLAFKSPIT-UHFFFAOYSA-N 0.000 description 9
- 239000006185 dispersion Substances 0.000 description 9
- 125000002887 hydroxy group Chemical group [H]O* 0.000 description 9
- 239000000203 mixture Substances 0.000 description 9
- 230000003472 neutralizing effect Effects 0.000 description 9
- PTBDIHRZYDMNKB-UHFFFAOYSA-N 2,2-Bis(hydroxymethyl)propionic acid Chemical compound OCC(C)(CO)C(O)=O PTBDIHRZYDMNKB-UHFFFAOYSA-N 0.000 description 8
- YIMQCDZDWXUDCA-UHFFFAOYSA-N [4-(hydroxymethyl)cyclohexyl]methanol Chemical compound OCC1CCC(CO)CC1 YIMQCDZDWXUDCA-UHFFFAOYSA-N 0.000 description 8
- WERYXYBDKMZEQL-UHFFFAOYSA-N butane-1,4-diol Chemical compound OCCCCO WERYXYBDKMZEQL-UHFFFAOYSA-N 0.000 description 8
- SLCVBVWXLSEKPL-UHFFFAOYSA-N neopentyl glycol Chemical compound OCC(C)(C)CO SLCVBVWXLSEKPL-UHFFFAOYSA-N 0.000 description 8
- IJGRMHOSHXDMSA-UHFFFAOYSA-N Atomic nitrogen Chemical compound N#N IJGRMHOSHXDMSA-UHFFFAOYSA-N 0.000 description 7
- 239000004970 Chain extender Substances 0.000 description 7
- HVVWZTWDBSEWIH-UHFFFAOYSA-N [2-(hydroxymethyl)-3-prop-2-enoyloxy-2-(prop-2-enoyloxymethyl)propyl] prop-2-enoate Chemical compound C=CC(=O)OCC(CO)(COC(=O)C=C)COC(=O)C=C HVVWZTWDBSEWIH-UHFFFAOYSA-N 0.000 description 7
- 229910001873 dinitrogen Inorganic materials 0.000 description 7
- 239000004744 fabric Substances 0.000 description 7
- 238000004519 manufacturing process Methods 0.000 description 7
- 229920005989 resin Polymers 0.000 description 7
- 239000011347 resin Substances 0.000 description 7
- QTBSBXVTEAMEQO-UHFFFAOYSA-N Acetic acid Chemical compound CC(O)=O QTBSBXVTEAMEQO-UHFFFAOYSA-N 0.000 description 6
- CSCPPACGZOOCGX-UHFFFAOYSA-N Acetone Chemical compound CC(C)=O CSCPPACGZOOCGX-UHFFFAOYSA-N 0.000 description 6
- KXBFLNPZHXDQLV-UHFFFAOYSA-N [cyclohexyl(diisocyanato)methyl]cyclohexane Chemical compound C1CCCCC1C(N=C=O)(N=C=O)C1CCCCC1 KXBFLNPZHXDQLV-UHFFFAOYSA-N 0.000 description 6
- 150000007513 acids Chemical class 0.000 description 6
- 239000001361 adipic acid Substances 0.000 description 6
- 235000011037 adipic acid Nutrition 0.000 description 6
- PXKLMJQFEQBVLD-UHFFFAOYSA-N bisphenol F Chemical compound C1=CC(O)=CC=C1CC1=CC=C(O)C=C1 PXKLMJQFEQBVLD-UHFFFAOYSA-N 0.000 description 6
- 125000002091 cationic group Chemical group 0.000 description 6
- 230000000052 comparative effect Effects 0.000 description 6
- XBDQKXXYIPTUBI-UHFFFAOYSA-N dimethylselenoniopropionate Natural products CCC(O)=O XBDQKXXYIPTUBI-UHFFFAOYSA-N 0.000 description 6
- 238000011156 evaluation Methods 0.000 description 6
- 150000001412 amines Chemical class 0.000 description 5
- 239000007864 aqueous solution Substances 0.000 description 5
- 150000007514 bases Chemical class 0.000 description 5
- IEJIGPNLZYLLBP-UHFFFAOYSA-N dimethyl carbonate Chemical compound COC(=O)OC IEJIGPNLZYLLBP-UHFFFAOYSA-N 0.000 description 5
- 238000004821 distillation Methods 0.000 description 5
- 229910052751 metal Inorganic materials 0.000 description 5
- 239000002184 metal Substances 0.000 description 5
- 239000003505 polymerization initiator Substances 0.000 description 5
- 239000004593 Epoxy Substances 0.000 description 4
- VZCYOOQTPOCHFL-OWOJBTEDSA-N Fumaric acid Chemical compound OC(=O)\C=C\C(O)=O VZCYOOQTPOCHFL-OWOJBTEDSA-N 0.000 description 4
- 239000004721 Polyphenylene oxide Substances 0.000 description 4
- 229910000831 Steel Inorganic materials 0.000 description 4
- KKEYFWRCBNTPAC-UHFFFAOYSA-N Terephthalic acid Chemical compound OC(=O)C1=CC=C(C(O)=O)C=C1 KKEYFWRCBNTPAC-UHFFFAOYSA-N 0.000 description 4
- 239000003795 chemical substances by application Substances 0.000 description 4
- 239000011521 glass Substances 0.000 description 4
- QQVIHTHCMHWDBS-UHFFFAOYSA-N isophthalic acid Chemical compound OC(=O)C1=CC=CC(C(O)=O)=C1 QQVIHTHCMHWDBS-UHFFFAOYSA-N 0.000 description 4
- XNGIFLGASWRNHJ-UHFFFAOYSA-N phthalic acid Chemical compound OC(=O)C1=CC=CC=C1C(O)=O XNGIFLGASWRNHJ-UHFFFAOYSA-N 0.000 description 4
- 229920000768 polyamine Polymers 0.000 description 4
- 229920000570 polyether Polymers 0.000 description 4
- 229920000139 polyethylene terephthalate Polymers 0.000 description 4
- 239000005020 polyethylene terephthalate Substances 0.000 description 4
- CXMXRPHRNRROMY-UHFFFAOYSA-N sebacic acid Chemical compound OC(=O)CCCCCCCCC(O)=O CXMXRPHRNRROMY-UHFFFAOYSA-N 0.000 description 4
- 125000003808 silyl group Chemical group [H][Si]([H])([H])[*] 0.000 description 4
- 239000010959 steel Substances 0.000 description 4
- 125000001302 tertiary amino group Chemical group 0.000 description 4
- VZCYOOQTPOCHFL-UHFFFAOYSA-N trans-butenedioic acid Natural products OC(=O)C=CC(O)=O VZCYOOQTPOCHFL-UHFFFAOYSA-N 0.000 description 4
- 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
- WEVYAHXRMPXWCK-UHFFFAOYSA-N Acetonitrile Chemical compound CC#N WEVYAHXRMPXWCK-UHFFFAOYSA-N 0.000 description 3
- LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 description 3
- XEKOWRVHYACXOJ-UHFFFAOYSA-N Ethyl acetate Chemical compound CCOC(C)=O XEKOWRVHYACXOJ-UHFFFAOYSA-N 0.000 description 3
- WMFOQBRAJBCJND-UHFFFAOYSA-M Lithium hydroxide Chemical compound [Li+].[OH-] WMFOQBRAJBCJND-UHFFFAOYSA-M 0.000 description 3
- OKKJLVBELUTLKV-UHFFFAOYSA-N Methanol Chemical compound OC OKKJLVBELUTLKV-UHFFFAOYSA-N 0.000 description 3
- ZMXDDKWLCZADIW-UHFFFAOYSA-N N,N-Dimethylformamide Chemical compound CN(C)C=O ZMXDDKWLCZADIW-UHFFFAOYSA-N 0.000 description 3
- SECXISVLQFMRJM-UHFFFAOYSA-N N-Methylpyrrolidone Chemical compound CN1CCCC1=O SECXISVLQFMRJM-UHFFFAOYSA-N 0.000 description 3
- KWYUFKZDYYNOTN-UHFFFAOYSA-M Potassium hydroxide Chemical compound [OH-].[K+] KWYUFKZDYYNOTN-UHFFFAOYSA-M 0.000 description 3
- HEMHJVSKTPXQMS-UHFFFAOYSA-M Sodium hydroxide Chemical compound [OH-].[Na+] HEMHJVSKTPXQMS-UHFFFAOYSA-M 0.000 description 3
- KDYFGRWQOYBRFD-UHFFFAOYSA-N Succinic acid Natural products OC(=O)CCC(O)=O KDYFGRWQOYBRFD-UHFFFAOYSA-N 0.000 description 3
- ORLQHILJRHBSAY-UHFFFAOYSA-N [1-(hydroxymethyl)cyclohexyl]methanol Chemical compound OCC1(CO)CCCCC1 ORLQHILJRHBSAY-UHFFFAOYSA-N 0.000 description 3
- 239000000654 additive Substances 0.000 description 3
- 125000001931 aliphatic group Chemical group 0.000 description 3
- 150000008064 anhydrides Chemical class 0.000 description 3
- 125000003118 aryl group Chemical group 0.000 description 3
- KDYFGRWQOYBRFD-NUQCWPJISA-N butanedioic acid Chemical compound O[14C](=O)CC[14C](O)=O KDYFGRWQOYBRFD-NUQCWPJISA-N 0.000 description 3
- 239000004202 carbamide Substances 0.000 description 3
- 150000001732 carboxylic acid derivatives Chemical class 0.000 description 3
- 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 3
- 235000014113 dietary fatty acids Nutrition 0.000 description 3
- 238000001035 drying Methods 0.000 description 3
- 239000000194 fatty acid Substances 0.000 description 3
- 229930195729 fatty acid Natural products 0.000 description 3
- 125000000524 functional group Chemical group 0.000 description 3
- OAKJQQAXSVQMHS-UHFFFAOYSA-N hydrazine Substances NN OAKJQQAXSVQMHS-UHFFFAOYSA-N 0.000 description 3
- 230000001771 impaired effect Effects 0.000 description 3
- 239000003999 initiator Substances 0.000 description 3
- QSHDDOUJBYECFT-UHFFFAOYSA-N mercury Chemical compound [Hg] QSHDDOUJBYECFT-UHFFFAOYSA-N 0.000 description 3
- 229910052753 mercury Inorganic materials 0.000 description 3
- 125000003518 norbornenyl group Chemical group C12(C=CC(CC1)C2)* 0.000 description 3
- 239000003921 oil Substances 0.000 description 3
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- 239000000047 product Substances 0.000 description 3
- 235000019260 propionic acid Nutrition 0.000 description 3
- IUVKMZGDUIUOCP-BTNSXGMBSA-N quinbolone Chemical compound O([C@H]1CC[C@H]2[C@H]3[C@@H]([C@]4(C=CC(=O)C=C4CC3)C)CC[C@@]21C)C1=CCCC1 IUVKMZGDUIUOCP-BTNSXGMBSA-N 0.000 description 3
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- DTGKSKDOIYIVQL-WEDXCCLWSA-N (+)-borneol Chemical group C1C[C@@]2(C)[C@@H](O)C[C@@H]1C2(C)C DTGKSKDOIYIVQL-WEDXCCLWSA-N 0.000 description 2
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- PXGZQGDTEZPERC-UHFFFAOYSA-N 1,4-cyclohexanedicarboxylic acid Chemical compound OC(=O)C1CCC(C(O)=O)CC1 PXGZQGDTEZPERC-UHFFFAOYSA-N 0.000 description 2
- WMRCTEPOPAZMMN-UHFFFAOYSA-N 2-undecylpropanedioic acid Chemical compound CCCCCCCCCCCC(C(O)=O)C(O)=O WMRCTEPOPAZMMN-UHFFFAOYSA-N 0.000 description 2
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- VVBLNCFGVYUYGU-UHFFFAOYSA-N 4,4'-Bis(dimethylamino)benzophenone Chemical compound C1=CC(N(C)C)=CC=C1C(=O)C1=CC=C(N(C)C)C=C1 VVBLNCFGVYUYGU-UHFFFAOYSA-N 0.000 description 2
- 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 2
- QSBYPNXLFMSGKH-UHFFFAOYSA-N 9-Heptadecensaeure Natural products CCCCCCCC=CCCCCCCCC(O)=O QSBYPNXLFMSGKH-UHFFFAOYSA-N 0.000 description 2
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- IAYPIBMASNFSPL-UHFFFAOYSA-N Ethylene oxide Chemical compound C1CO1 IAYPIBMASNFSPL-UHFFFAOYSA-N 0.000 description 2
- PIICEJLVQHRZGT-UHFFFAOYSA-N Ethylenediamine Chemical compound NCCN PIICEJLVQHRZGT-UHFFFAOYSA-N 0.000 description 2
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- 239000005058 Isophorone diisocyanate Substances 0.000 description 2
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- 125000005073 adamantyl group Chemical group C12(CC3CC(CC(C1)C3)C2)* 0.000 description 2
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- LNGJOYPCXLOTKL-UHFFFAOYSA-N cyclopentane-1,3-dicarboxylic acid Chemical compound OC(=O)C1CCC(C(O)=O)C1 LNGJOYPCXLOTKL-UHFFFAOYSA-N 0.000 description 2
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- 150000002576 ketones Chemical class 0.000 description 2
- VZCYOOQTPOCHFL-UPHRSURJSA-N maleic acid Chemical compound OC(=O)\C=C/C(O)=O VZCYOOQTPOCHFL-UPHRSURJSA-N 0.000 description 2
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Classifications
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- 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
- C09D5/00—Coating compositions, e.g. paints, varnishes or lacquers, characterised by their physical nature or the effects produced; Filling pastes
- C09D5/16—Antifouling paints; Underwater paints
- C09D5/1656—Antifouling paints; Underwater paints characterised by the film-forming substance
- C09D5/1662—Synthetic film-forming substance
-
- 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
- C09D175/14—Polyurethanes having carbon-to-carbon unsaturated bonds
-
- C—CHEMISTRY; METALLURGY
- C09—DYES; PAINTS; POLISHES; NATURAL RESINS; ADHESIVES; COMPOSITIONS NOT OTHERWISE PROVIDED FOR; APPLICATIONS OF MATERIALS NOT OTHERWISE PROVIDED FOR
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Description
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、1,4−シクロヘキサンジメタノールと1,6−ヘキサンジオールと炭酸ジメチルとを反応させて得られるポリカーボネートポリオール(ポリカーボネートポリオール中の脂肪族環式構造量11.7質量%、数平均分子量2,000)300質量部、1,4−シクロヘキサンジメタノール40質量部、2,2−ジメチロールプロピオン酸40質量部、1,6−ヘキサンジオールジグリシジルエーテルとアクリル酸との反応物102質量部、及びジシクロヘキシルメタンジイソシアネート320質量部を、メチルエチルケトン312質量部に混合し、前記反応容器中の温度80℃の条件下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、1,4−シクロヘキサンジメタノールと1,6−ヘキサンジオールと炭酸ジメチルとを反応させて得られるポリカーボネートポリオール(ポリカーボネートポリオール中の脂肪族環式構造量11.7質量%、数平均分子量2,000)300質量部、1,6−ヘキサンジオール33質量部、2,2−ジメチロールプロピオン酸40質量部、1,6−ヘキサンジオールジグリシジルエーテルとアクリル酸との反応物102質量部、及びジシクロヘキシルメタンジイソシアネート320質量部を、メチルエチルケトン309質量部に混合し、前記反応容器中の温度80℃の条件下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、1,6−ヘキサンジオールとネオペンチルグリコールとアジピン酸とを反応させて得られるポリエステルポリオール(数平均分子量2,000)300質量部、1,4−シクロヘキサンジメタノール40質量部、2,2−ジメチロールプロピオン酸40質量部、1,6−ヘキサンジオールジグリシジルエーテルとアクリル酸の反応物102質量部、及びジシクロヘキシルメタンジイソシアネート320質量部を、メチルエチルケトン312質量部に混合し、前記反応容器中の温度80℃の条件下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、1,4−シクロヘキサンジメタノールと1,6−ヘキサンジオールと炭酸ジメチルとを反応させて得られるポリカーボネートポリオール(ポリカーボネートポリオール中の脂肪族環式構造量11.7質量%、数平均分子量2,000)300質量部、1,4−シクロヘキサンジメタノール32質量部、2,2−ジメチロールプロピオン酸31質量部、及びジシクロヘキシルメタンジイソシアネート192質量部を、メチルエチルケトン216質量部に混合し、前記反応容器中の温度80℃の条件下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、1,4−シクロヘキサンジメタノールと1,6−ヘキサンジオールと炭酸ジメチルとを反応させて得られるポリカーボネートポリオール(ポリカーボネートポリオール中の脂肪族環式構造量11.7質量%、数平均分子量2,000)300質量部、1,4−シクロヘキサンジメタノール40質量部、2,2−ジメチロールプロピオン酸40質量部、1,6−ヘキサンジオールジグリシジルエーテルとアクリル酸の反応物102質量部、及びジシクロヘキシルメタンジイソシアネート320質量部を、メチルエチルケトン312質量部に混合し、前記反応容器中の温度80℃の条件下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、1,6−ヘキサンジオールとネオペンチルグリコールとアジピン酸とを反応させて得られるポリエステルポリオール(数平均分子量2,000)300質量部、1,6−ヘキサンジオール20重量部、2,2−ジメチロールプロピオン酸30質量部、1,6−ヘキサンジオールジグリシジルエーテルとアクリル酸の反応物77質量部、及びヘキサメチレンジイソシアネート154質量部を、メチルエチルケトン226質量部に混合し、前記反応容器中の温度80℃の条件下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、1,6−ヘキサンジオールとネオペンチルグリコールとアジピン酸とを反応させて得られるポリエステルポリオール(数平均分子量2,000)300質量部、1,6−ヘキサンジオール44重量部、2,2−ジメチロールプロピオン酸30質量部、及びジシクロヘキシルメタンジイソシアネート240質量部を、メチルエチルケトン239質量部に混合し、前記反応容器中の温度80℃の条件下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ポリウレタン(X’−2)の有機溶剤溶液を得た。
上記の実施例1〜5及び比較例1〜2で得られたコーティング剤(1)〜(7)の固形分100質量部に、光重合開始剤(1−ヒドロキシ−シクロヘキシル−フェニル−ケトンとベンゾフェノンの混合物)3質量部を混合して均一な液にした後、塗膜の膜厚が1μmとなるように、下記の2種類の基材表面に、バーコーターもしくはアプリケーターを用いてそれぞれ塗工し、熱風乾燥機を用いて150℃で10分間乾燥させた後、23℃で24時間放冷し、さらに高圧水銀灯(照射量0.5J/cm2)で照射することによって、各基材表面に塗膜が形成した試験板を得た。
PET基材:二軸延伸ポリエチレンテレフタレート(PET)フィルム(東レ株式会社製「ルミラー」)
ガラス基材:JIS R3202(エンジニアリングテストサービス株式会社製)
黒紙の上に、上記で得られた試験板を、形成した塗膜が上面となるように置き、塗膜表面に指紋を付着させた。指紋を付着した直後の試験板の外観を目視で確認するとともに、指紋を付着してから1分後の試験板の外観を目視で観察し、下記の基準にしたがって、外観による耐指紋性評価を行った。
A:指紋を付着した直後には目視で指紋を確認できたものの、指紋を付着させて1分後には、目視で指紋を確認できなかった。
B:指紋を付着させた直後は目視で指紋を確認できた。指紋を付着して1分後には、目視により指紋を明確に確認できなかったが、その一部が塗膜表面に残存しており、指紋の痕跡が確認できた。
C:指紋を付着させて1分後であっても、指紋を付着した直後と同様に目視で指紋を確認できた。
上記で得られた試験板の塗膜表面に、オレイン酸を1μL付着させた。付着から1分後に、そのオレイン酸の接触角を、全自動接触角計(協和海面科学株式会社製)を用いて測定し、親油性による耐指紋性評価を行った。接触角が10度未満であるものは、親油性に優れるため、指紋が付着した場合であっても経時的に目立たなくなり、耐指紋性に優れるものと評価し、5度未満であるものは特に耐指紋性に優れるものであると評価した。
A:接触角が5度未満であった。
B:接触角が5度以上10度未満であった。
C:接触角が10度以上であった。
黒紙の上に、上記で得られた試験板を、形成した塗膜が上面となるように置き、塗膜表面に指紋を付着させた。次いで、紙製ウエス(日本製紙クレシア株式会社製「キムワイプ S−200」)を用いて、指紋を付着した面に対して垂直方向に200gの力で10往復することによって指紋を拭き取った。その後、前記拭き取り後の試験板の外観を、ヘイズメーター(日本電色工業株式会社製「NDH5000」)を用いて算出されたヘイズ値から、下記の基準にしたがって、指紋の拭き取り性による耐指紋性評価を行った。
A:塗膜表面に指紋や、指紋に起因した油分が残存しておらず、ヘイズ値が2.0%未満であった。
B:塗膜表面に指紋を確認できなかったものの、その拭き取った部分には指紋に起因した油分が若干残存しており、ヘイズ値が2.0%以上5.0%未満であった。
C:塗膜表面に指紋を確認できなかったものの、その拭き取った部分には指紋に起因した油分が明らかに残存しており、ヘイズ値が5.0%以上であった。
上記で得られた試験板の塗膜表面に、ステンレス製(直径10mm)の金属球を置き、加重200g、移動速度4mm/秒、移動距離40mmの条件でその動摩擦係数を測定し、塗膜表面の滑り性を評価した。動摩擦係数が0.4未満であったものを滑り性に優れると評価し、特に0.2未満であったものを特に滑り性に優れるものと評価した。
A:動摩擦係数が0.2未満であった。
B:動摩擦係数が0.2以上0.4未満であった。
C:動摩擦係数が0.4以上であった。
上記で得られた試験板のうち、基材がガラスのものを用いて、基材上の塗膜の表面硬度をJIS試験法 K−5600−5−4 ひっかき硬度(鉛筆法)に基づいて測定した。
Claims (5)
- 重合性不飽和二重結合と、親水性基と、脂肪族環式構造とを有するポリウレタン(A)、及び、水性媒体(B)を含有するコーティング剤であって、前記ポリウレタン(A)が、親水性基を有するポリオール(a1−2)を含有するポリオール(a1)、ポリイソシアネート(a2)、及び、1,6−ヘキサンジオールジグリシジルエーテルとアクリル酸の反応物を含有する重合性不飽和二重結合を有する化合物(a3)を反応させて得られるものであり、さらに脂肪族環式構造を有するポリオール(a1−1)及び脂肪族環式構造を有するポリイソシアネート(a2−1)のいずれか一方又は両方を前記ポリウレタン(A)の原料として使用するものであることを特徴とするタッチパネル用コーティング剤。
- 前記ポリウレタン(A)が、1.2〜6mmol/gの範囲の脂肪族環式構造を有するものである請求項1に記載のタッチパネル用コーティング剤。
- 前記ポリウレタン(A)が、0.5〜5mmol/gの範囲の重合性不飽和二重結合を有するものである請求項1に記載のタッチパネル用コーティング剤。
- 前記ポリウレタン(A)が、前記ポリオール(a1−1)由来の脂肪族環式構造を0.01〜4.2mmol/gの範囲で有するものである請求項1に記載のタッチパネル用コーティング剤。
- 請求項1〜4のいずれか1項に記載のタッチパネル用コーティング剤の塗膜を有することを特徴とするタッチパネル。
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WO2011122519A1 (ja) * | 2010-03-30 | 2011-10-06 | 宇部興産株式会社 | 光硬化性水性ポリウレタン樹脂分散体及びその製造方法 |
WO2012026475A1 (ja) * | 2010-08-25 | 2012-03-01 | 宇部興産株式会社 | 水性ポリウレタン樹脂分散体及びその製造方法、並びにその使用 |
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JPH07138527A (ja) * | 1993-11-17 | 1995-05-30 | Dai Ichi Kogyo Seiyaku Co Ltd | 放射線硬化性塗料組成物 |
WO2011122519A1 (ja) * | 2010-03-30 | 2011-10-06 | 宇部興産株式会社 | 光硬化性水性ポリウレタン樹脂分散体及びその製造方法 |
WO2012026475A1 (ja) * | 2010-08-25 | 2012-03-01 | 宇部興産株式会社 | 水性ポリウレタン樹脂分散体及びその製造方法、並びにその使用 |
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