JP6299829B2 - Thermosetting release coating agent, release film and release polyethylene terephthalate film - Google Patents
Thermosetting release coating agent, release film and release polyethylene terephthalate film Download PDFInfo
- Publication number
- JP6299829B2 JP6299829B2 JP2016182543A JP2016182543A JP6299829B2 JP 6299829 B2 JP6299829 B2 JP 6299829B2 JP 2016182543 A JP2016182543 A JP 2016182543A JP 2016182543 A JP2016182543 A JP 2016182543A JP 6299829 B2 JP6299829 B2 JP 6299829B2
- Authority
- JP
- Japan
- Prior art keywords
- coating agent
- parts
- acid
- component
- release
- Prior art date
- Legal status (The legal status is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the status listed.)
- Active
Links
- 239000011248 coating agent Substances 0.000 title claims description 86
- 229920001187 thermosetting polymer Polymers 0.000 title claims description 31
- -1 polyethylene terephthalate Polymers 0.000 title claims description 29
- 239000005020 polyethylene terephthalate Substances 0.000 title claims description 11
- 229920000139 polyethylene terephthalate Polymers 0.000 title claims description 11
- 150000003077 polyols Chemical class 0.000 claims description 45
- 229920005862 polyol Polymers 0.000 claims description 42
- 229920000877 Melamine resin Polymers 0.000 claims description 20
- 239000004640 Melamine resin Substances 0.000 claims description 20
- 229920002050 silicone resin Polymers 0.000 claims description 20
- 125000002887 hydroxy group Chemical group [H]O* 0.000 claims description 18
- 239000000539 dimer Substances 0.000 claims description 14
- 150000007974 melamines Chemical class 0.000 claims description 14
- 150000002009 diols Chemical class 0.000 claims description 13
- RTZKZFJDLAIYFH-UHFFFAOYSA-N Diethyl ether Chemical compound CCOCC RTZKZFJDLAIYFH-UHFFFAOYSA-N 0.000 claims description 12
- 239000004359 castor oil Substances 0.000 claims description 10
- 235000019438 castor oil Nutrition 0.000 claims description 10
- ZEMPKEQAKRGZGQ-XOQCFJPHSA-N glycerol triricinoleate Natural products CCCCCC[C@@H](O)CC=CCCCCCCCC(=O)OC[C@@H](COC(=O)CCCCCCCC=CC[C@@H](O)CCCCCC)OC(=O)CCCCCCCC=CC[C@H](O)CCCCCC ZEMPKEQAKRGZGQ-XOQCFJPHSA-N 0.000 claims description 10
- NBIIXXVUZAFLBC-UHFFFAOYSA-N Phosphoric acid Chemical compound OP(O)(O)=O NBIIXXVUZAFLBC-UHFFFAOYSA-N 0.000 claims description 9
- 239000003377 acid catalyst Substances 0.000 claims description 8
- 229910000147 aluminium phosphate Inorganic materials 0.000 claims description 5
- 239000003054 catalyst Substances 0.000 claims description 5
- 239000007788 liquid Substances 0.000 claims description 5
- LSNNMFCWUKXFEE-UHFFFAOYSA-M Bisulfite Chemical compound OS([O-])=O LSNNMFCWUKXFEE-UHFFFAOYSA-M 0.000 claims description 3
- 239000003960 organic solvent Substances 0.000 claims description 3
- ZWEHNKRNPOVVGH-UHFFFAOYSA-N 2-Butanone Chemical compound CCC(C)=O ZWEHNKRNPOVVGH-UHFFFAOYSA-N 0.000 description 90
- 239000010408 film Substances 0.000 description 62
- JOXIMZWYDAKGHI-UHFFFAOYSA-N toluene-4-sulfonic acid Chemical compound CC1=CC=C(S(O)(=O)=O)C=C1 JOXIMZWYDAKGHI-UHFFFAOYSA-N 0.000 description 52
- 239000007787 solid Substances 0.000 description 43
- 239000002253 acid Substances 0.000 description 32
- 229920003274 CYMEL® 303 LF Polymers 0.000 description 27
- 229920003270 Cymel® Polymers 0.000 description 24
- JDSHMPZPIAZGSV-UHFFFAOYSA-N melamine Chemical compound NC1=NC(N)=NC(N)=N1 JDSHMPZPIAZGSV-UHFFFAOYSA-N 0.000 description 24
- 229910019142 PO4 Inorganic materials 0.000 description 21
- NBIIXXVUZAFLBC-UHFFFAOYSA-K phosphate Chemical compound [O-]P([O-])([O-])=O NBIIXXVUZAFLBC-UHFFFAOYSA-K 0.000 description 21
- 239000010452 phosphate Substances 0.000 description 21
- 238000000576 coating method Methods 0.000 description 15
- 239000004721 Polyphenylene oxide Substances 0.000 description 14
- 229920000570 polyether Polymers 0.000 description 14
- 230000000052 comparative effect Effects 0.000 description 12
- 239000003795 chemical substances by application Substances 0.000 description 8
- 239000000047 product Substances 0.000 description 8
- LYCAIKOWRPUZTN-UHFFFAOYSA-N Ethylene glycol Chemical compound OCCO LYCAIKOWRPUZTN-UHFFFAOYSA-N 0.000 description 7
- OKKJLVBELUTLKV-UHFFFAOYSA-N Methanol Chemical group OC OKKJLVBELUTLKV-UHFFFAOYSA-N 0.000 description 7
- 229920005906 polyester polyol Polymers 0.000 description 7
- XEKOWRVHYACXOJ-UHFFFAOYSA-N Ethyl acetate Chemical compound CCOC(C)=O XEKOWRVHYACXOJ-UHFFFAOYSA-N 0.000 description 6
- KFZMGEQAYNKOFK-UHFFFAOYSA-N Isopropanol Chemical compound CC(C)O KFZMGEQAYNKOFK-UHFFFAOYSA-N 0.000 description 6
- YXFVVABEGXRONW-UHFFFAOYSA-N Toluene Chemical compound CC1=CC=CC=C1 YXFVVABEGXRONW-UHFFFAOYSA-N 0.000 description 6
- 150000001875 compounds Chemical class 0.000 description 6
- 239000004417 polycarbonate Substances 0.000 description 6
- 229920000515 polycarbonate Polymers 0.000 description 6
- 229920000642 polymer Polymers 0.000 description 6
- 150000005846 sugar alcohols Polymers 0.000 description 6
- OFOBLEOULBTSOW-UHFFFAOYSA-N Malonic acid Chemical compound OC(=O)CC(O)=O OFOBLEOULBTSOW-UHFFFAOYSA-N 0.000 description 5
- 239000010410 layer Substances 0.000 description 5
- 229920000178 Acrylic resin Polymers 0.000 description 4
- 239000004925 Acrylic resin Substances 0.000 description 4
- LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 description 4
- 239000004820 Pressure-sensitive adhesive Substances 0.000 description 4
- NIXOWILDQLNWCW-UHFFFAOYSA-N acrylic acid group Chemical group C(C=C)(=O)O NIXOWILDQLNWCW-UHFFFAOYSA-N 0.000 description 4
- 125000002947 alkylene group Chemical class 0.000 description 4
- IISBACLAFKSPIT-UHFFFAOYSA-N bisphenol A Chemical compound C=1C=C(O)C=CC=1C(C)(C)C1=CC=C(O)C=C1 IISBACLAFKSPIT-UHFFFAOYSA-N 0.000 description 4
- 229920001577 copolymer Polymers 0.000 description 4
- 125000004122 cyclic group Chemical group 0.000 description 4
- 239000000203 mixture Substances 0.000 description 4
- 239000000178 monomer Substances 0.000 description 4
- 229940105570 ornex Drugs 0.000 description 4
- 229920006267 polyester film Polymers 0.000 description 4
- 239000000126 substance Substances 0.000 description 4
- 239000000758 substrate Substances 0.000 description 4
- LQJBNNIYVWPHFW-UHFFFAOYSA-N 20:1omega9c fatty acid Natural products CCCCCCCCCCC=CCCCCCCCC(O)=O LQJBNNIYVWPHFW-UHFFFAOYSA-N 0.000 description 3
- QTBSBXVTEAMEQO-UHFFFAOYSA-N Acetic acid Chemical compound CC(O)=O QTBSBXVTEAMEQO-UHFFFAOYSA-N 0.000 description 3
- CSCPPACGZOOCGX-UHFFFAOYSA-N Acetone Chemical compound CC(C)=O CSCPPACGZOOCGX-UHFFFAOYSA-N 0.000 description 3
- 229920003275 CYMEL® 325 Polymers 0.000 description 3
- LRHPLDYGYMQRHN-UHFFFAOYSA-N N-Butanol Chemical compound CCCCO LRHPLDYGYMQRHN-UHFFFAOYSA-N 0.000 description 3
- ZQPPMHVWECSIRJ-UHFFFAOYSA-N Oleic acid Natural products CCCCCCCCC=CCCCCCCCC(O)=O ZQPPMHVWECSIRJ-UHFFFAOYSA-N 0.000 description 3
- MUBZPKHOEPUJKR-UHFFFAOYSA-N Oxalic acid Chemical compound OC(=O)C(O)=O MUBZPKHOEPUJKR-UHFFFAOYSA-N 0.000 description 3
- DNIAPMSPPWPWGF-UHFFFAOYSA-N Propylene glycol Chemical compound CC(O)CO DNIAPMSPPWPWGF-UHFFFAOYSA-N 0.000 description 3
- 239000000853 adhesive Substances 0.000 description 3
- 230000001070 adhesive effect Effects 0.000 description 3
- 239000002390 adhesive tape Substances 0.000 description 3
- 238000006243 chemical reaction Methods 0.000 description 3
- MTHSVFCYNBDYFN-UHFFFAOYSA-N diethylene glycol Chemical compound OCCOCCO MTHSVFCYNBDYFN-UHFFFAOYSA-N 0.000 description 3
- ZQPPMHVWECSIRJ-MDZDMXLPSA-N elaidic acid Chemical compound CCCCCCCC\C=C\CCCCCCCC(O)=O ZQPPMHVWECSIRJ-MDZDMXLPSA-N 0.000 description 3
- QXJSBBXBKPUZAA-UHFFFAOYSA-N isooleic acid Natural products CCCCCCCC=CCCCCCCCCC(O)=O QXJSBBXBKPUZAA-UHFFFAOYSA-N 0.000 description 3
- 125000002496 methyl group Chemical group [H]C([H])([H])* 0.000 description 3
- 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 3
- 150000007524 organic acids Chemical class 0.000 description 3
- 235000005985 organic acids Nutrition 0.000 description 3
- 239000002985 plastic film Substances 0.000 description 3
- 229920006255 plastic film Polymers 0.000 description 3
- 229920000098 polyolefin Polymers 0.000 description 3
- 229920001296 polysiloxane Polymers 0.000 description 3
- 239000013638 trimer Substances 0.000 description 3
- 235000021122 unsaturated fatty acids Nutrition 0.000 description 3
- 150000004670 unsaturated fatty acids Chemical class 0.000 description 3
- DNIAPMSPPWPWGF-VKHMYHEASA-N (+)-propylene glycol Chemical compound C[C@H](O)CO DNIAPMSPPWPWGF-VKHMYHEASA-N 0.000 description 2
- YWWVWXASSLXJHU-AATRIKPKSA-N (9E)-tetradecenoic acid Chemical compound CCCC\C=C\CCCCCCCC(O)=O YWWVWXASSLXJHU-AATRIKPKSA-N 0.000 description 2
- WRIDQFICGBMAFQ-UHFFFAOYSA-N (E)-8-Octadecenoic acid Natural products CCCCCCCCCC=CCCCCCCC(O)=O WRIDQFICGBMAFQ-UHFFFAOYSA-N 0.000 description 2
- YPFDHNVEDLHUCE-UHFFFAOYSA-N 1,3-propanediol Substances OCCCO YPFDHNVEDLHUCE-UHFFFAOYSA-N 0.000 description 2
- ALVZNPYWJMLXKV-UHFFFAOYSA-N 1,9-Nonanediol Chemical compound OCCCCCCCCCO ALVZNPYWJMLXKV-UHFFFAOYSA-N 0.000 description 2
- QWGRWMMWNDWRQN-UHFFFAOYSA-N 2-methylpropane-1,3-diol Chemical compound OCC(C)CO QWGRWMMWNDWRQN-UHFFFAOYSA-N 0.000 description 2
- QSBYPNXLFMSGKH-UHFFFAOYSA-N 9-Heptadecensaeure Natural products CCCCCCCC=CCCCCCCCC(O)=O QSBYPNXLFMSGKH-UHFFFAOYSA-N 0.000 description 2
- 229930185605 Bisphenol Natural products 0.000 description 2
- PEDCQBHIVMGVHV-UHFFFAOYSA-N Glycerine Chemical compound OCC(O)CO PEDCQBHIVMGVHV-UHFFFAOYSA-N 0.000 description 2
- VEXZGXHMUGYJMC-UHFFFAOYSA-N Hydrochloric acid Chemical compound Cl VEXZGXHMUGYJMC-UHFFFAOYSA-N 0.000 description 2
- AFVFQIVMOAPDHO-UHFFFAOYSA-N Methanesulfonic acid Chemical compound CS(O)(=O)=O AFVFQIVMOAPDHO-UHFFFAOYSA-N 0.000 description 2
- NTIZESTWPVYFNL-UHFFFAOYSA-N Methyl isobutyl ketone Chemical compound CC(C)CC(C)=O NTIZESTWPVYFNL-UHFFFAOYSA-N 0.000 description 2
- UIHCLUNTQKBZGK-UHFFFAOYSA-N Methyl isobutyl ketone Natural products CCC(C)C(C)=O UIHCLUNTQKBZGK-UHFFFAOYSA-N 0.000 description 2
- 239000005642 Oleic acid Substances 0.000 description 2
- 239000005062 Polybutadiene Substances 0.000 description 2
- 239000002202 Polyethylene glycol Substances 0.000 description 2
- QAOWNCQODCNURD-UHFFFAOYSA-N Sulfuric acid Chemical compound OS(O)(=O)=O QAOWNCQODCNURD-UHFFFAOYSA-N 0.000 description 2
- KKEYFWRCBNTPAC-UHFFFAOYSA-N Terephthalic acid Chemical compound OC(=O)C1=CC=C(C(O)=O)C=C1 KKEYFWRCBNTPAC-UHFFFAOYSA-N 0.000 description 2
- XSTXAVWGXDQKEL-UHFFFAOYSA-N Trichloroethylene Chemical compound ClC=C(Cl)Cl XSTXAVWGXDQKEL-UHFFFAOYSA-N 0.000 description 2
- YIMQCDZDWXUDCA-UHFFFAOYSA-N [4-(hydroxymethyl)cyclohexyl]methanol Chemical compound OCC1CCC(CO)CC1 YIMQCDZDWXUDCA-UHFFFAOYSA-N 0.000 description 2
- 150000007513 acids Chemical class 0.000 description 2
- WNLRTRBMVRJNCN-UHFFFAOYSA-N adipic acid Chemical compound OC(=O)CCCCC(O)=O WNLRTRBMVRJNCN-UHFFFAOYSA-N 0.000 description 2
- YZXBAPSDXZZRGB-DOFZRALJSA-N arachidonic acid Chemical compound CCCCC\C=C/C\C=C/C\C=C/C\C=C/CCCC(O)=O YZXBAPSDXZZRGB-DOFZRALJSA-N 0.000 description 2
- 239000011230 binding agent Substances 0.000 description 2
- WERYXYBDKMZEQL-UHFFFAOYSA-N butane-1,4-diol Chemical compound OCCCCO WERYXYBDKMZEQL-UHFFFAOYSA-N 0.000 description 2
- 239000003985 ceramic capacitor Substances 0.000 description 2
- 239000007795 chemical reaction product Substances 0.000 description 2
- 238000001723 curing Methods 0.000 description 2
- FOTKYAAJKYLFFN-UHFFFAOYSA-N decane-1,10-diol Chemical compound OCCCCCCCCCCO FOTKYAAJKYLFFN-UHFFFAOYSA-N 0.000 description 2
- TVIDDXQYHWJXFK-UHFFFAOYSA-N dodecanedioic acid Chemical compound OC(=O)CCCCCCCCCCC(O)=O TVIDDXQYHWJXFK-UHFFFAOYSA-N 0.000 description 2
- 238000001035 drying Methods 0.000 description 2
- 239000003822 epoxy resin Substances 0.000 description 2
- XXMIOPMDWAUFGU-UHFFFAOYSA-N hexane-1,6-diol Chemical compound OCCCCCCO XXMIOPMDWAUFGU-UHFFFAOYSA-N 0.000 description 2
- WGCNASOHLSPBMP-UHFFFAOYSA-N hydroxyacetaldehyde Natural products OCC=O WGCNASOHLSPBMP-UHFFFAOYSA-N 0.000 description 2
- 239000003112 inhibitor Substances 0.000 description 2
- QQVIHTHCMHWDBS-UHFFFAOYSA-N isophthalic acid Chemical compound OC(=O)C1=CC=CC(C(O)=O)=C1 QQVIHTHCMHWDBS-UHFFFAOYSA-N 0.000 description 2
- 238000004519 manufacturing process Methods 0.000 description 2
- BDAGIHXWWSANSR-UHFFFAOYSA-N methanoic acid Natural products OC=O BDAGIHXWWSANSR-UHFFFAOYSA-N 0.000 description 2
- 238000000034 method Methods 0.000 description 2
- 125000004184 methoxymethyl group Chemical group [H]C([H])([H])OC([H])([H])* 0.000 description 2
- 238000002156 mixing Methods 0.000 description 2
- BDJRBEYXGGNYIS-UHFFFAOYSA-N nonanedioic acid Chemical compound OC(=O)CCCCCCCC(O)=O BDJRBEYXGGNYIS-UHFFFAOYSA-N 0.000 description 2
- SECPZKHBENQXJG-FPLPWBNLSA-N palmitoleic acid Chemical compound CCCCCC\C=C/CCCCCCCC(O)=O SECPZKHBENQXJG-FPLPWBNLSA-N 0.000 description 2
- 229920002857 polybutadiene Polymers 0.000 description 2
- 229920000647 polyepoxide Polymers 0.000 description 2
- 229920000728 polyester Polymers 0.000 description 2
- 229920001223 polyethylene glycol Polymers 0.000 description 2
- 229920001195 polyisoprene Polymers 0.000 description 2
- 229920000166 polytrimethylene carbonate Polymers 0.000 description 2
- 229920005989 resin Polymers 0.000 description 2
- 239000011347 resin Substances 0.000 description 2
- CXMXRPHRNRROMY-UHFFFAOYSA-N sebacic acid Chemical compound OC(=O)CCCCCCCCC(O)=O CXMXRPHRNRROMY-UHFFFAOYSA-N 0.000 description 2
- APSBXTVYXVQYAB-UHFFFAOYSA-M sodium docusate Chemical group [Na+].CCCCC(CC)COC(=O)CC(S([O-])(=O)=O)C(=O)OCC(CC)CCCC APSBXTVYXVQYAB-UHFFFAOYSA-M 0.000 description 2
- TYFQFVWCELRYAO-UHFFFAOYSA-N suberic acid Chemical compound OC(=O)CCCCCCC(O)=O TYFQFVWCELRYAO-UHFFFAOYSA-N 0.000 description 2
- ARCGXLSVLAOJQL-UHFFFAOYSA-N trimellitic acid Chemical compound OC(=O)C1=CC=C(C(O)=O)C(C(O)=O)=C1 ARCGXLSVLAOJQL-UHFFFAOYSA-N 0.000 description 2
- BITHHVVYSMSWAG-KTKRTIGZSA-N (11Z)-icos-11-enoic acid Chemical compound CCCCCCCC\C=C/CCCCCCCCCC(O)=O BITHHVVYSMSWAG-KTKRTIGZSA-N 0.000 description 1
- XSXIVVZCUAHUJO-AVQMFFATSA-N (11e,14e)-icosa-11,14-dienoic acid Chemical compound CCCCC\C=C\C\C=C\CCCCCCCCCC(O)=O XSXIVVZCUAHUJO-AVQMFFATSA-N 0.000 description 1
- OOJGMLFHAQOYIL-SQIWNDBBSA-N (2e,4e)-hexadeca-2,4-dienoic acid Chemical compound CCCCCCCCCCC\C=C\C=C\C(O)=O OOJGMLFHAQOYIL-SQIWNDBBSA-N 0.000 description 1
- OYHQOLUKZRVURQ-NTGFUMLPSA-N (9Z,12Z)-9,10,12,13-tetratritiooctadeca-9,12-dienoic acid Chemical compound C(CCCCCCC\C(=C(/C\C(=C(/CCCCC)\[3H])\[3H])\[3H])\[3H])(=O)O OYHQOLUKZRVURQ-NTGFUMLPSA-N 0.000 description 1
- MIOPJNTWMNEORI-GMSGAONNSA-N (S)-camphorsulfonic acid Chemical compound C1C[C@@]2(CS(O)(=O)=O)C(=O)C[C@@H]1C2(C)C MIOPJNTWMNEORI-GMSGAONNSA-N 0.000 description 1
- HVGRZDASOHMCSK-UHFFFAOYSA-N (Z,Z)-13,16-docosadienoic acid Natural products CCCCCC=CCC=CCCCCCCCCCCCC(O)=O HVGRZDASOHMCSK-UHFFFAOYSA-N 0.000 description 1
- VKSWWACDZPRJAP-UHFFFAOYSA-N 1,3-dioxepan-2-one Chemical compound O=C1OCCCCO1 VKSWWACDZPRJAP-UHFFFAOYSA-N 0.000 description 1
- ANLVEXKNRYNLDH-UHFFFAOYSA-N 1,3-dioxonan-2-one Chemical compound O=C1OCCCCCCO1 ANLVEXKNRYNLDH-UHFFFAOYSA-N 0.000 description 1
- PXGZQGDTEZPERC-UHFFFAOYSA-N 1,4-cyclohexanedicarboxylic acid Chemical compound OC(=O)C1CCC(C(O)=O)CC1 PXGZQGDTEZPERC-UHFFFAOYSA-N 0.000 description 1
- KVGOXGQSTGQXDD-UHFFFAOYSA-N 1-decane-sulfonic-acid Chemical compound CCCCCCCCCCS(O)(=O)=O KVGOXGQSTGQXDD-UHFFFAOYSA-N 0.000 description 1
- ZFFMLCVRJBZUDZ-UHFFFAOYSA-N 2,3-dimethylbutane Chemical group CC(C)C(C)C ZFFMLCVRJBZUDZ-UHFFFAOYSA-N 0.000 description 1
- WMYINDVYGQKYMI-UHFFFAOYSA-N 2-[2,2-bis(hydroxymethyl)butoxymethyl]-2-ethylpropane-1,3-diol Chemical compound CCC(CO)(CO)COCC(CC)(CO)CO WMYINDVYGQKYMI-UHFFFAOYSA-N 0.000 description 1
- 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 1
- DSKYSDCYIODJPC-UHFFFAOYSA-N 2-butyl-2-ethylpropane-1,3-diol Chemical compound CCCCC(CC)(CO)CO DSKYSDCYIODJPC-UHFFFAOYSA-N 0.000 description 1
- WBIQQQGBSDOWNP-UHFFFAOYSA-N 2-dodecylbenzenesulfonic acid Chemical compound CCCCCCCCCCCCC1=CC=CC=C1S(O)(=O)=O WBIQQQGBSDOWNP-UHFFFAOYSA-N 0.000 description 1
- LJKDOMVGKKPJBH-UHFFFAOYSA-N 2-ethylhexyl dihydrogen phosphate Chemical compound CCCCC(CC)COP(O)(O)=O LJKDOMVGKKPJBH-UHFFFAOYSA-N 0.000 description 1
- AAAWJUMVTPNRDT-UHFFFAOYSA-N 2-methylpentane-1,5-diol Chemical compound OCC(C)CCCO AAAWJUMVTPNRDT-UHFFFAOYSA-N 0.000 description 1
- BNCADMBVWNPPIZ-UHFFFAOYSA-N 2-n,2-n,4-n,4-n,6-n,6-n-hexakis(methoxymethyl)-1,3,5-triazine-2,4,6-triamine Chemical compound COCN(COC)C1=NC(N(COC)COC)=NC(N(COC)COC)=N1 BNCADMBVWNPPIZ-UHFFFAOYSA-N 0.000 description 1
- ONUJSMYYXFLULS-UHFFFAOYSA-N 2-nonylnaphthalene-1-sulfonic acid Chemical compound C1=CC=CC2=C(S(O)(=O)=O)C(CCCCCCCCC)=CC=C21 ONUJSMYYXFLULS-UHFFFAOYSA-N 0.000 description 1
- SXFJDZNJHVPHPH-UHFFFAOYSA-N 3-methylpentane-1,5-diol Chemical compound OCCC(C)CCO SXFJDZNJHVPHPH-UHFFFAOYSA-N 0.000 description 1
- VPWNQTHUCYMVMZ-UHFFFAOYSA-N 4,4'-sulfonyldiphenol Chemical class C1=CC(O)=CC=C1S(=O)(=O)C1=CC=C(O)C=C1 VPWNQTHUCYMVMZ-UHFFFAOYSA-N 0.000 description 1
- OSWFIVFLDKOXQC-UHFFFAOYSA-N 4-(3-methoxyphenyl)aniline Chemical compound COC1=CC=CC(C=2C=CC(N)=CC=2)=C1 OSWFIVFLDKOXQC-UHFFFAOYSA-N 0.000 description 1
- CVLHGLWXLDOELD-UHFFFAOYSA-N 4-(Propan-2-yl)benzenesulfonic acid Chemical compound CC(C)C1=CC=C(S(O)(=O)=O)C=C1 CVLHGLWXLDOELD-UHFFFAOYSA-N 0.000 description 1
- YHTLGFCVBKENTE-UHFFFAOYSA-N 4-methyloxan-2-one Chemical compound CC1CCOC(=O)C1 YHTLGFCVBKENTE-UHFFFAOYSA-N 0.000 description 1
- HBOSQVFEPQCBNL-UHFFFAOYSA-N 4-propyloctane-3,3-diol Chemical compound CCCCC(CCC)C(O)(O)CC HBOSQVFEPQCBNL-UHFFFAOYSA-N 0.000 description 1
- YWWVWXASSLXJHU-UHFFFAOYSA-N 9E-tetradecenoic acid Natural products CCCCC=CCCCCCCCC(O)=O YWWVWXASSLXJHU-UHFFFAOYSA-N 0.000 description 1
- DPUOLQHDNGRHBS-UHFFFAOYSA-N Brassidinsaeure Natural products CCCCCCCCC=CCCCCCCCCCCCC(O)=O DPUOLQHDNGRHBS-UHFFFAOYSA-N 0.000 description 1
- DKPFZGUDAPQIHT-UHFFFAOYSA-N Butyl acetate Natural products CCCCOC(C)=O DKPFZGUDAPQIHT-UHFFFAOYSA-N 0.000 description 1
- 229920000049 Carbon (fiber) Polymers 0.000 description 1
- 229920002284 Cellulose triacetate Polymers 0.000 description 1
- 229920000742 Cotton Polymers 0.000 description 1
- FBPFZTCFMRRESA-FSIIMWSLSA-N D-Glucitol Natural products OC[C@H](O)[C@H](O)[C@@H](O)[C@H](O)CO FBPFZTCFMRRESA-FSIIMWSLSA-N 0.000 description 1
- FBPFZTCFMRRESA-JGWLITMVSA-N D-glucitol Chemical compound OC[C@H](O)[C@@H](O)[C@H](O)[C@H](O)CO FBPFZTCFMRRESA-JGWLITMVSA-N 0.000 description 1
- JYFHYPJRHGVZDY-UHFFFAOYSA-N Dibutyl phosphate Chemical compound CCCCOP(O)(=O)OCCCC JYFHYPJRHGVZDY-UHFFFAOYSA-N 0.000 description 1
- RWSOTUBLDIXVET-UHFFFAOYSA-N Dihydrogen sulfide Chemical class S RWSOTUBLDIXVET-UHFFFAOYSA-N 0.000 description 1
- 235000021297 Eicosadienoic acid Nutrition 0.000 description 1
- URXZXNYJPAJJOQ-UHFFFAOYSA-N Erucic acid Natural products CCCCCCC=CCCCCCCCCCCCC(O)=O URXZXNYJPAJJOQ-UHFFFAOYSA-N 0.000 description 1
- KMTRUDSVKNLOMY-UHFFFAOYSA-N Ethylene carbonate Chemical compound O=C1OCCO1 KMTRUDSVKNLOMY-UHFFFAOYSA-N 0.000 description 1
- OYHQOLUKZRVURQ-HZJYTTRNSA-N Linoleic acid Chemical compound CCCCC\C=C/C\C=C/CCCCCCCC(O)=O OYHQOLUKZRVURQ-HZJYTTRNSA-N 0.000 description 1
- GRYLNZFGIOXLOG-UHFFFAOYSA-N Nitric acid Chemical compound O[N+]([O-])=O GRYLNZFGIOXLOG-UHFFFAOYSA-N 0.000 description 1
- 239000004677 Nylon Substances 0.000 description 1
- CTQNGGLPUBDAKN-UHFFFAOYSA-N O-Xylene Chemical compound CC1=CC=CC=C1C CTQNGGLPUBDAKN-UHFFFAOYSA-N 0.000 description 1
- 235000021319 Palmitoleic acid Nutrition 0.000 description 1
- ALQSHHUCVQOPAS-UHFFFAOYSA-N Pentane-1,5-diol Chemical compound OCCCCCO ALQSHHUCVQOPAS-UHFFFAOYSA-N 0.000 description 1
- YGYAWVDWMABLBF-UHFFFAOYSA-N Phosgene Chemical compound ClC(Cl)=O YGYAWVDWMABLBF-UHFFFAOYSA-N 0.000 description 1
- 239000004642 Polyimide Substances 0.000 description 1
- 239000004793 Polystyrene Substances 0.000 description 1
- KDYFGRWQOYBRFD-UHFFFAOYSA-N Succinic acid Natural products OC(=O)CCC(O)=O KDYFGRWQOYBRFD-UHFFFAOYSA-N 0.000 description 1
- ZJCCRDAZUWHFQH-UHFFFAOYSA-N Trimethylolpropane Chemical compound CCC(CO)(CO)CO ZJCCRDAZUWHFQH-UHFFFAOYSA-N 0.000 description 1
- 235000021322 Vaccenic acid Nutrition 0.000 description 1
- UWHZIFQPPBDJPM-FPLPWBNLSA-M Vaccenic acid Natural products CCCCCC\C=C/CCCCCCCCCC([O-])=O UWHZIFQPPBDJPM-FPLPWBNLSA-M 0.000 description 1
- TVXBFESIOXBWNM-UHFFFAOYSA-N Xylitol Natural products OCCC(O)C(O)C(O)CCO TVXBFESIOXBWNM-UHFFFAOYSA-N 0.000 description 1
- NNLVGZFZQQXQNW-ADJNRHBOSA-N [(2r,3r,4s,5r,6s)-4,5-diacetyloxy-3-[(2s,3r,4s,5r,6r)-3,4,5-triacetyloxy-6-(acetyloxymethyl)oxan-2-yl]oxy-6-[(2r,3r,4s,5r,6s)-4,5,6-triacetyloxy-2-(acetyloxymethyl)oxan-3-yl]oxyoxan-2-yl]methyl acetate Chemical compound O([C@@H]1O[C@@H]([C@H]([C@H](OC(C)=O)[C@H]1OC(C)=O)O[C@H]1[C@@H]([C@@H](OC(C)=O)[C@H](OC(C)=O)[C@@H](COC(C)=O)O1)OC(C)=O)COC(=O)C)[C@@H]1[C@@H](COC(C)=O)O[C@@H](OC(C)=O)[C@H](OC(C)=O)[C@H]1OC(C)=O NNLVGZFZQQXQNW-ADJNRHBOSA-N 0.000 description 1
- ORLQHILJRHBSAY-UHFFFAOYSA-N [1-(hydroxymethyl)cyclohexyl]methanol Chemical class OCC1(CO)CCCCC1 ORLQHILJRHBSAY-UHFFFAOYSA-N 0.000 description 1
- 235000011054 acetic acid Nutrition 0.000 description 1
- 229920000122 acrylonitrile butadiene styrene Polymers 0.000 description 1
- 125000002015 acyclic group Chemical group 0.000 description 1
- 239000000654 additive Substances 0.000 description 1
- 239000012790 adhesive layer Substances 0.000 description 1
- 239000001361 adipic acid Substances 0.000 description 1
- 235000011037 adipic acid Nutrition 0.000 description 1
- 125000003545 alkoxy group Chemical group 0.000 description 1
- 229920000180 alkyd Polymers 0.000 description 1
- DTOSIQBPPRVQHS-PDBXOOCHSA-N alpha-linolenic acid Chemical compound CC\C=C/C\C=C/C\C=C/CCCCCCCC(O)=O DTOSIQBPPRVQHS-PDBXOOCHSA-N 0.000 description 1
- 235000020661 alpha-linolenic acid Nutrition 0.000 description 1
- 150000003863 ammonium salts Chemical class 0.000 description 1
- 230000002421 anti-septic effect Effects 0.000 description 1
- 239000002518 antifoaming agent Substances 0.000 description 1
- 239000003963 antioxidant agent Substances 0.000 description 1
- 229940064004 antiseptic throat preparations Drugs 0.000 description 1
- 229940114079 arachidonic acid Drugs 0.000 description 1
- 235000021342 arachidonic acid Nutrition 0.000 description 1
- 125000003118 aryl group Chemical group 0.000 description 1
- 125000002511 behenyl 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])C([H])([H])C([H])([H])C([H])([H])C([H])([H])[H] 0.000 description 1
- SRSXLGNVWSONIS-UHFFFAOYSA-N benzenesulfonic acid Chemical compound OS(=O)(=O)C1=CC=CC=C1 SRSXLGNVWSONIS-UHFFFAOYSA-N 0.000 description 1
- 229940092714 benzenesulfonic acid Drugs 0.000 description 1
- IOJUPLGTWVMSFF-UHFFFAOYSA-N benzothiazole Chemical class C1=CC=C2SC=NC2=C1 IOJUPLGTWVMSFF-UHFFFAOYSA-N 0.000 description 1
- VEZXCJBBBCKRPI-UHFFFAOYSA-N beta-propiolactone Chemical compound O=C1CCO1 VEZXCJBBBCKRPI-UHFFFAOYSA-N 0.000 description 1
- 230000015572 biosynthetic process Effects 0.000 description 1
- 239000004305 biphenyl Substances 0.000 description 1
- 235000010290 biphenyl Nutrition 0.000 description 1
- 125000006267 biphenyl group Chemical group 0.000 description 1
- 239000002981 blocking agent Substances 0.000 description 1
- FJTUUPVRIANHEX-UHFFFAOYSA-N butan-1-ol;phosphoric acid Chemical compound CCCCO.OP(O)(O)=O FJTUUPVRIANHEX-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
- 125000006226 butoxyethyl group Chemical group 0.000 description 1
- 239000004917 carbon fiber Substances 0.000 description 1
- 150000001732 carboxylic acid derivatives Chemical class 0.000 description 1
- 239000012461 cellulose resin Substances 0.000 description 1
- PMMYEEVYMWASQN-IMJSIDKUSA-N cis-4-Hydroxy-L-proline Chemical compound O[C@@H]1CN[C@H](C(O)=O)C1 PMMYEEVYMWASQN-IMJSIDKUSA-N 0.000 description 1
- SECPZKHBENQXJG-UHFFFAOYSA-N cis-palmitoleic acid Natural products CCCCCCC=CCCCCCCCC(O)=O SECPZKHBENQXJG-UHFFFAOYSA-N 0.000 description 1
- 150000005676 cyclic carbonates Chemical class 0.000 description 1
- PDXRQENMIVHKPI-UHFFFAOYSA-N cyclohexane-1,1-diol Chemical class OC1(O)CCCCC1 PDXRQENMIVHKPI-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
- 125000002704 decyl group Chemical group [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])* 0.000 description 1
- JTXUVYOABGUBMX-UHFFFAOYSA-N didodecyl hydrogen phosphate Chemical compound CCCCCCCCCCCCOP(O)(=O)OCCCCCCCCCCCC JTXUVYOABGUBMX-UHFFFAOYSA-N 0.000 description 1
- UCQFCFPECQILOL-UHFFFAOYSA-N diethyl hydrogen phosphate Chemical compound CCOP(O)(=O)OCC UCQFCFPECQILOL-UHFFFAOYSA-N 0.000 description 1
- 238000009792 diffusion process Methods 0.000 description 1
- 238000006471 dimerization reaction Methods 0.000 description 1
- 230000000447 dimerizing effect Effects 0.000 description 1
- FRXGWNKDEMTFPL-UHFFFAOYSA-N dioctadecyl hydrogen phosphate Chemical compound CCCCCCCCCCCCCCCCCCOP(O)(=O)OCCCCCCCCCCCCCCCCCC FRXGWNKDEMTFPL-UHFFFAOYSA-N 0.000 description 1
- CVCXSNONTRFSEH-UHFFFAOYSA-N docosa-2,4-dienoic acid Chemical compound CCCCCCCCCCCCCCCCCC=CC=CC(O)=O CVCXSNONTRFSEH-UHFFFAOYSA-N 0.000 description 1
- 125000003438 dodecyl group Chemical group [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])* 0.000 description 1
- 229940060296 dodecylbenzenesulfonic acid Drugs 0.000 description 1
- 239000000975 dye Substances 0.000 description 1
- 229940108623 eicosenoic acid Drugs 0.000 description 1
- BITHHVVYSMSWAG-UHFFFAOYSA-N eicosenoic acid Natural products CCCCCCCCC=CCCCCCCCCCC(O)=O BITHHVVYSMSWAG-UHFFFAOYSA-N 0.000 description 1
- 239000012776 electronic material Substances 0.000 description 1
- DPUOLQHDNGRHBS-KTKRTIGZSA-N erucic acid Chemical compound CCCCCCCC\C=C/CCCCCCCCCCCC(O)=O DPUOLQHDNGRHBS-KTKRTIGZSA-N 0.000 description 1
- 125000005745 ethoxymethyl group Chemical group [H]C([H])([H])C([H])([H])OC([H])([H])* 0.000 description 1
- 125000001495 ethyl group Chemical group [H]C([H])([H])C([H])([H])* 0.000 description 1
- 239000003925 fat Substances 0.000 description 1
- 235000019197 fats Nutrition 0.000 description 1
- 235000019253 formic acid Nutrition 0.000 description 1
- 125000000524 functional group Chemical group 0.000 description 1
- 238000005227 gel permeation chromatography Methods 0.000 description 1
- 235000011187 glycerol Nutrition 0.000 description 1
- LNEPOXFFQSENCJ-UHFFFAOYSA-N haloperidol Chemical compound C1CC(O)(C=2C=CC(Cl)=CC=2)CCN1CCCC(=O)C1=CC=C(F)C=C1 LNEPOXFFQSENCJ-UHFFFAOYSA-N 0.000 description 1
- FYAQQULBLMNGAH-UHFFFAOYSA-N hexane-1-sulfonic acid Chemical compound CCCCCCS(O)(=O)=O FYAQQULBLMNGAH-UHFFFAOYSA-N 0.000 description 1
- FUZZWVXGSFPDMH-UHFFFAOYSA-N hexanoic acid Chemical compound CCCCCC(O)=O FUZZWVXGSFPDMH-UHFFFAOYSA-N 0.000 description 1
- 229920001519 homopolymer Polymers 0.000 description 1
- 125000004435 hydrogen atom Chemical group [H]* 0.000 description 1
- 238000005984 hydrogenation reaction Methods 0.000 description 1
- 125000001841 imino group Chemical group [H]N=* 0.000 description 1
- JEIPFZHSYJVQDO-UHFFFAOYSA-N iron(III) oxide Inorganic materials O=[Fe]O[Fe]=O JEIPFZHSYJVQDO-UHFFFAOYSA-N 0.000 description 1
- QPPQHRDVPBTVEV-UHFFFAOYSA-N isopropyl dihydrogen phosphate Chemical compound CC(C)OP(O)(O)=O QPPQHRDVPBTVEV-UHFFFAOYSA-N 0.000 description 1
- 150000002596 lactones Chemical class 0.000 description 1
- 238000010030 laminating Methods 0.000 description 1
- 239000002649 leather substitute Substances 0.000 description 1
- 235000020778 linoleic acid Nutrition 0.000 description 1
- OYHQOLUKZRVURQ-IXWMQOLASA-N linoleic acid Natural products CCCCC\C=C/C\C=C\CCCCCCCC(O)=O OYHQOLUKZRVURQ-IXWMQOLASA-N 0.000 description 1
- 229960004488 linolenic acid Drugs 0.000 description 1
- KQQKGWQCNNTQJW-UHFFFAOYSA-N linolenic acid Natural products CC=CCCC=CCC=CCCCCCCCC(O)=O KQQKGWQCNNTQJW-UHFFFAOYSA-N 0.000 description 1
- 238000013035 low temperature curing Methods 0.000 description 1
- 239000000314 lubricant Substances 0.000 description 1
- VZCYOOQTPOCHFL-UPHRSURJSA-N maleic acid Chemical compound OC(=O)\C=C/C(O)=O VZCYOOQTPOCHFL-UPHRSURJSA-N 0.000 description 1
- 239000011976 maleic acid Substances 0.000 description 1
- HEBKCHPVOIAQTA-UHFFFAOYSA-N meso ribitol Natural products OCC(O)C(O)C(O)CO HEBKCHPVOIAQTA-UHFFFAOYSA-N 0.000 description 1
- VNWKTOKETHGBQD-UHFFFAOYSA-N methane Chemical compound C VNWKTOKETHGBQD-UHFFFAOYSA-N 0.000 description 1
- 229940098779 methanesulfonic acid Drugs 0.000 description 1
- 150000007522 mineralic acids Chemical class 0.000 description 1
- 238000012986 modification Methods 0.000 description 1
- 230000004048 modification Effects 0.000 description 1
- 150000002762 monocarboxylic acid derivatives Chemical class 0.000 description 1
- VLKZOEOYAKHREP-UHFFFAOYSA-N n-Hexane Chemical group CCCCCC VLKZOEOYAKHREP-UHFFFAOYSA-N 0.000 description 1
- PSZYNBSKGUBXEH-UHFFFAOYSA-N naphthalene-1-sulfonic acid Chemical compound C1=CC=C2C(S(=O)(=O)O)=CC=CC2=C1 PSZYNBSKGUBXEH-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
- SLCVBVWXLSEKPL-UHFFFAOYSA-N neopentyl glycol Chemical compound OCC(C)(C)CO SLCVBVWXLSEKPL-UHFFFAOYSA-N 0.000 description 1
- 125000001971 neopentyl group Chemical group [H]C([*])([H])C(C([H])([H])[H])(C([H])([H])[H])C([H])([H])[H] 0.000 description 1
- 229910017604 nitric acid Inorganic materials 0.000 description 1
- JFNLZVQOOSMTJK-KNVOCYPGSA-N norbornene Chemical compound C1[C@@H]2CC[C@H]1C=C2 JFNLZVQOOSMTJK-KNVOCYPGSA-N 0.000 description 1
- 229920001778 nylon Polymers 0.000 description 1
- UHGIMQLJWRAPLT-UHFFFAOYSA-N octadecyl dihydrogen phosphate Chemical compound CCCCCCCCCCCCCCCCCCOP(O)(O)=O UHGIMQLJWRAPLT-UHFFFAOYSA-N 0.000 description 1
- WLGDAKIJYPIYLR-UHFFFAOYSA-N octane-1-sulfonic acid Chemical compound CCCCCCCCS(O)(=O)=O WLGDAKIJYPIYLR-UHFFFAOYSA-N 0.000 description 1
- 125000001117 oleyl 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])=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
- 239000012788 optical film Substances 0.000 description 1
- 235000006408 oxalic acid Nutrition 0.000 description 1
- WXZMFSXDPGVJKK-UHFFFAOYSA-N pentaerythritol Chemical compound OCC(CO)(CO)CO WXZMFSXDPGVJKK-UHFFFAOYSA-N 0.000 description 1
- CMPQUABWPXYYSH-UHFFFAOYSA-N phenyl phosphate Chemical compound OP(O)(=O)OC1=CC=CC=C1 CMPQUABWPXYYSH-UHFFFAOYSA-N 0.000 description 1
- ZUOUZKKEUPVFJK-UHFFFAOYSA-N phenylbenzene Natural products C1=CC=CC=C1C1=CC=CC=C1 ZUOUZKKEUPVFJK-UHFFFAOYSA-N 0.000 description 1
- 150000004714 phosphonium salts Chemical class 0.000 description 1
- XNGIFLGASWRNHJ-UHFFFAOYSA-N phthalic acid Chemical compound OC(=O)C1=CC=CC=C1C(O)=O XNGIFLGASWRNHJ-UHFFFAOYSA-N 0.000 description 1
- 230000000704 physical effect Effects 0.000 description 1
- 239000000049 pigment Substances 0.000 description 1
- 229920003023 plastic Polymers 0.000 description 1
- 239000004033 plastic Substances 0.000 description 1
- QVLTXCYWHPZMCA-UHFFFAOYSA-N po4-po4 Chemical compound OP(O)(O)=O.OP(O)(O)=O QVLTXCYWHPZMCA-UHFFFAOYSA-N 0.000 description 1
- 229920003229 poly(methyl methacrylate) Polymers 0.000 description 1
- 229920001515 polyalkylene glycol Polymers 0.000 description 1
- 238000006068 polycondensation reaction Methods 0.000 description 1
- 229920001225 polyester resin Polymers 0.000 description 1
- 239000004645 polyester resin Substances 0.000 description 1
- 229920001721 polyimide Polymers 0.000 description 1
- 238000006116 polymerization reaction Methods 0.000 description 1
- 239000004926 polymethyl methacrylate Substances 0.000 description 1
- 229920001451 polypropylene glycol Polymers 0.000 description 1
- 229920002223 polystyrene Polymers 0.000 description 1
- 229960000380 propiolactone Drugs 0.000 description 1
- 125000001436 propyl group Chemical group [H]C([*])([H])C([H])([H])C([H])([H])[H] 0.000 description 1
- 230000001681 protective effect Effects 0.000 description 1
- 239000000376 reactant Substances 0.000 description 1
- 238000007151 ring opening polymerisation reaction Methods 0.000 description 1
- 238000007142 ring opening reaction Methods 0.000 description 1
- 239000012748 slip agent Substances 0.000 description 1
- 239000000600 sorbitol Substances 0.000 description 1
- 125000000542 sulfonic acid group Chemical group 0.000 description 1
- 230000001629 suppression Effects 0.000 description 1
- 238000004381 surface treatment Methods 0.000 description 1
- WNLVXSRACLAFOL-UHFFFAOYSA-N tetradeca-2,4-dienoic acid Chemical compound CCCCCCCCCC=CC=CC(O)=O WNLVXSRACLAFOL-UHFFFAOYSA-N 0.000 description 1
- 229920002803 thermoplastic polyurethane Polymers 0.000 description 1
- VZCYOOQTPOCHFL-UHFFFAOYSA-N trans-butenedioic acid Natural products OC(=O)C=CC(O)=O VZCYOOQTPOCHFL-UHFFFAOYSA-N 0.000 description 1
- UWHZIFQPPBDJPM-BQYQJAHWSA-N trans-vaccenic acid Chemical compound CCCCCC\C=C\CCCCCCCCCC(O)=O UWHZIFQPPBDJPM-BQYQJAHWSA-N 0.000 description 1
- 238000010023 transfer printing Methods 0.000 description 1
- ITMCEJHCFYSIIV-UHFFFAOYSA-N triflic acid Chemical compound OS(=O)(=O)C(F)(F)F ITMCEJHCFYSIIV-UHFFFAOYSA-N 0.000 description 1
- YFHICDDUDORKJB-UHFFFAOYSA-N trimethylene carbonate Chemical compound O=C1OCCCO1 YFHICDDUDORKJB-UHFFFAOYSA-N 0.000 description 1
- QXJQHYBHAIHNGG-UHFFFAOYSA-N trimethylolethane Chemical compound OCC(C)(CO)CO QXJQHYBHAIHNGG-UHFFFAOYSA-N 0.000 description 1
- 239000008096 xylene Substances 0.000 description 1
- 239000000811 xylitol Substances 0.000 description 1
- HEBKCHPVOIAQTA-SCDXWVJYSA-N xylitol Chemical compound OC[C@H](O)[C@@H](O)[C@H](O)CO HEBKCHPVOIAQTA-SCDXWVJYSA-N 0.000 description 1
- 235000010447 xylitol Nutrition 0.000 description 1
- 229960002675 xylitol Drugs 0.000 description 1
- PAPBSGBWRJIAAV-UHFFFAOYSA-N ε-Caprolactone Chemical compound O=C1CCCCCO1 PAPBSGBWRJIAAV-UHFFFAOYSA-N 0.000 description 1
Classifications
-
- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08J—WORKING-UP; GENERAL PROCESSES OF COMPOUNDING; AFTER-TREATMENT NOT COVERED BY SUBCLASSES C08B, C08C, C08F, C08G or C08H
- C08J5/00—Manufacture of articles or shaped materials containing macromolecular substances
- C08J5/18—Manufacture of films or sheets
-
- 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
- C09D161/00—Coating compositions based on condensation polymers of aldehydes or ketones; Coating compositions based on derivatives of such polymers
- C09D161/20—Condensation polymers of aldehydes or ketones with only compounds containing hydrogen attached to nitrogen
- C09D161/26—Condensation polymers of aldehydes or ketones with only compounds containing hydrogen attached to nitrogen of aldehydes with heterocyclic compounds
- C09D161/28—Condensation polymers of aldehydes or ketones with only compounds containing hydrogen attached to nitrogen of aldehydes with heterocyclic compounds with melamine
-
- B—PERFORMING OPERATIONS; TRANSPORTING
- B32—LAYERED PRODUCTS
- B32B—LAYERED PRODUCTS, i.e. PRODUCTS BUILT-UP OF STRATA OF FLAT OR NON-FLAT, e.g. CELLULAR OR HONEYCOMB, FORM
- B32B27/00—Layered products comprising a layer of synthetic resin
- B32B27/36—Layered products comprising a layer of synthetic resin comprising polyesters
-
- B—PERFORMING OPERATIONS; TRANSPORTING
- B32—LAYERED PRODUCTS
- B32B—LAYERED PRODUCTS, i.e. PRODUCTS BUILT-UP OF STRATA OF FLAT OR NON-FLAT, e.g. CELLULAR OR HONEYCOMB, FORM
- B32B27/00—Layered products comprising a layer of synthetic resin
- B32B27/42—Layered products comprising a layer of synthetic resin comprising condensation resins of aldehydes, e.g. with phenols, ureas or melamines
-
- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08J—WORKING-UP; GENERAL PROCESSES OF COMPOUNDING; AFTER-TREATMENT NOT COVERED BY SUBCLASSES C08B, C08C, C08F, C08G or C08H
- C08J7/00—Chemical treatment or coating of shaped articles made of macromolecular substances
- C08J7/04—Coating
-
- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08L—COMPOSITIONS OF MACROMOLECULAR COMPOUNDS
- C08L61/00—Compositions of condensation polymers of aldehydes or ketones; Compositions of derivatives of such polymers
- C08L61/20—Condensation polymers of aldehydes or ketones with only compounds containing hydrogen attached to nitrogen
- C08L61/26—Condensation polymers of aldehydes or ketones with only compounds containing hydrogen attached to nitrogen of aldehydes with heterocyclic compounds
- C08L61/28—Condensation polymers of aldehydes or ketones with only compounds containing hydrogen attached to nitrogen of aldehydes with heterocyclic compounds with melamine
-
- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08L—COMPOSITIONS OF MACROMOLECULAR COMPOUNDS
- C08L61/00—Compositions of condensation polymers of aldehydes or ketones; Compositions of derivatives of such polymers
- C08L61/20—Condensation polymers of aldehydes or ketones with only compounds containing hydrogen attached to nitrogen
- C08L61/32—Modified amine-aldehyde condensates
-
- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08L—COMPOSITIONS OF MACROMOLECULAR COMPOUNDS
- C08L67/00—Compositions of polyesters obtained by reactions forming a carboxylic ester link in the main chain; Compositions of derivatives of such polymers
-
- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08L—COMPOSITIONS OF MACROMOLECULAR COMPOUNDS
- C08L69/00—Compositions of polycarbonates; Compositions of derivatives of polycarbonates
-
- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08L—COMPOSITIONS OF MACROMOLECULAR COMPOUNDS
- C08L71/00—Compositions of polyethers obtained by reactions forming an ether link in the main chain; Compositions of derivatives of such polymers
-
- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08L—COMPOSITIONS OF MACROMOLECULAR COMPOUNDS
- C08L83/00—Compositions of macromolecular compounds obtained by reactions forming in the main chain of the macromolecule a linkage containing silicon with or without sulfur, nitrogen, oxygen or carbon only; Compositions of derivatives of such polymers
-
- 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
- C09D161/00—Coating compositions based on condensation polymers of aldehydes or ketones; Coating compositions based on derivatives of such polymers
- C09D161/20—Condensation polymers of aldehydes or ketones with only compounds containing hydrogen attached to nitrogen
- C09D161/32—Modified amine-aldehyde condensates
-
- 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
- C09D167/00—Coating compositions based on polyesters obtained by reactions forming a carboxylic ester link in the main chain; Coating compositions based on derivatives of such polymers
-
- 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
- C09D169/00—Coating compositions based on polycarbonates; Coating compositions based on derivatives of polycarbonates
-
- 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
- C09D171/00—Coating compositions based on polyethers obtained by reactions forming an ether link in the main chain; Coating compositions based on derivatives of such polymers
-
- 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
- C09D7/00—Features of coating compositions, not provided for in group C09D5/00; Processes for incorporating ingredients in coating compositions
- C09D7/20—Diluents or solvents
-
- 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
- C09D7/00—Features of coating compositions, not provided for in group C09D5/00; Processes for incorporating ingredients in coating compositions
- C09D7/40—Additives
- C09D7/60—Additives non-macromolecular
- C09D7/63—Additives non-macromolecular organic
-
- 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
- C09D7/00—Features of coating compositions, not provided for in group C09D5/00; Processes for incorporating ingredients in coating compositions
- C09D7/40—Additives
- C09D7/65—Additives macromolecular
-
- B—PERFORMING OPERATIONS; TRANSPORTING
- B32—LAYERED PRODUCTS
- B32B—LAYERED PRODUCTS, i.e. PRODUCTS BUILT-UP OF STRATA OF FLAT OR NON-FLAT, e.g. CELLULAR OR HONEYCOMB, FORM
- B32B2307/00—Properties of the layers or laminate
- B32B2307/70—Other properties
- B32B2307/748—Releasability
-
- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08J—WORKING-UP; GENERAL PROCESSES OF COMPOUNDING; AFTER-TREATMENT NOT COVERED BY SUBCLASSES C08B, C08C, C08F, C08G or C08H
- C08J2367/00—Characterised by the use of polyesters obtained by reactions forming a carboxylic ester link in the main chain; Derivatives of such polymers
- C08J2367/02—Polyesters derived from dicarboxylic acids and dihydroxy compounds
-
- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08J—WORKING-UP; GENERAL PROCESSES OF COMPOUNDING; AFTER-TREATMENT NOT COVERED BY SUBCLASSES C08B, C08C, C08F, C08G or C08H
- C08J2461/00—Characterised by the use of condensation polymers of aldehydes or ketones; Derivatives of such polymers
- C08J2461/20—Condensation polymers of aldehydes or ketones with only compounds containing hydrogen attached to nitrogen
- C08J2461/26—Condensation polymers of aldehydes or ketones with only compounds containing hydrogen attached to nitrogen of aldehydes with heterocyclic compounds
- C08J2461/28—Condensation polymers of aldehydes or ketones with only compounds containing hydrogen attached to nitrogen of aldehydes with heterocyclic compounds with melamine
-
- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08L—COMPOSITIONS OF MACROMOLECULAR COMPOUNDS
- C08L2203/00—Applications
- C08L2203/16—Applications used for films
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Engineering & Computer Science (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Materials Engineering (AREA)
- Medicinal Chemistry (AREA)
- Polymers & Plastics (AREA)
- Health & Medical Sciences (AREA)
- Life Sciences & Earth Sciences (AREA)
- Wood Science & Technology (AREA)
- Manufacturing & Machinery (AREA)
- Laminated Bodies (AREA)
- Paints Or Removers (AREA)
- Phenolic Resins Or Amino Resins (AREA)
Description
本発明は、熱硬化性離型コーティング剤並びに該コーティング剤組成物が塗工されてなる離型フィルム及び離型ポリエチレンテテレフタレートフィルムに関する。 The present invention relates to a thermosetting release coating agent, a release film coated with the coating agent composition, and a release polyethylene terephthalate film.
ポリエチレンテレフタレートフィルムに代表される二軸延伸ポリエステルフィルムは、透明性、寸法安定性、機械的特性、耐薬品性等の性能に優れており、種々の産業分野で利用されている。近年では、各種光学用フィルムに多く使用され、ＬＣＤ部材のプリズムシート、光拡散シート、反射板、タッチパネル等のベースフィルムや反射防止用ベースフィルムやディスプレイの防爆用ベースフィルム、ＰＤＰフィルター用フィルム等の各種用途に用いられている。また、離型フィルムとして使用されることも多く、粘着シート・粘着テープ、タッチパネル用保護フィルム、セラミックコンデンサ製造用として、電子材料用途にも広く用いられている。 Biaxially stretched polyester films represented by polyethylene terephthalate film are excellent in performance such as transparency, dimensional stability, mechanical properties, chemical resistance, and the like, and are used in various industrial fields. In recent years, it is widely used for various optical films, such as prism sheets for LCD members, light diffusion sheets, reflectors, touch panels, etc., antireflection base films, display explosion-proof base films, PDP filter films, etc. It is used for various purposes. In addition, it is often used as a release film, and is widely used for electronic materials as an adhesive sheet / adhesive tape, a protective film for a touch panel, and a ceramic capacitor.
従来の離型フィルムは、ポリエステルフィルムに離型性を有するシリコーン樹脂塗膜が形成された離型フィルムが主である。しかしながらシリコーン系の離型剤を用いた場合、シリコーン系離型剤の中に含まれる低分子量のシリコーン化合物が、粘着シートの粘着剤表面に移行し、残存することにより、粘着剤の粘着力が低下するおそれや、この粘着シートによって接着された電子部品がトラブルを起こすおそれがあることが指摘されていた。また、シリコーン樹脂には離型性があるため、基材との密着性が悪いことも知られている。 A conventional release film is mainly a release film in which a silicone resin coating film having releasability is formed on a polyester film. However, when a silicone release agent is used, the low molecular weight silicone compound contained in the silicone release agent migrates to the pressure sensitive adhesive sheet of the pressure sensitive adhesive sheet, and remains, thereby increasing the adhesive strength of the pressure sensitive adhesive. It has been pointed out that there is a possibility that the electronic component bonded by the pressure-sensitive adhesive sheet may cause a trouble. It is also known that the silicone resin has a releasability and therefore has poor adhesion to the substrate.
この問題に対して、メラミン樹脂系の離型剤を積層する方法が開示されている（特許文献１）。しかしながらメラミン樹脂を用いた場合、塗膜を形成させるために１５０度以上の高温が必要となるため、基材であるポリエステルフィルムへのダメージが大きい。また、メラミン樹脂は、塗膜形成時、あるいはフィルムを長期間保管した際、硬化収縮によりフィルムがカールするといった問題がある。
In order to solve this problem, a method of laminating a melamine resin release agent has been disclosed (Patent Document 1). However, when a melamine resin is used, a high temperature of 150 ° C. or higher is required to form a coating film, so that damage to the polyester film as a substrate is large. Further, the melamine resin has a problem that the film curls due to curing shrinkage when the coating film is formed or when the film is stored for a long period of time.
本発明は、離型性、及び残留接着性に優れた硬化膜を比較的低温かつ短時間で形成することができ、かつ塗膜形成後のフィルムのカールが小さい（即ち、低カール性に優れる）熱硬化性離型コーティング剤組成物を提供することを目的とする。 The present invention can form a cured film excellent in releasability and residual adhesiveness at a relatively low temperature and in a short time, and the curl of the film after forming the coating film is small (that is, excellent in low curl property). ) An object is to provide a thermosetting release coating agent composition.
本発明者は検討の結果、特定のメラミン樹脂と特定のポリオールに酸触媒を組み合わせた組成物によって前記課題を解決することができることを見出した。即ち本発明は、以下に示す熱硬化性離型コーティング剤及び離型フィルムに関する。 As a result of the study, the present inventor has found that the above problem can be solved by a composition in which a specific melamine resin and a specific polyol are combined with an acid catalyst. That is, this invention relates to the thermosetting release coating agent and release film which are shown below.
１．メチル化メラミン樹脂（Ａ）、分子量１００〜３０００のポリオール（Ｂ）、及び酸触媒（Ｃ）を含有する熱硬化性離型コーティング剤。 1. A thermosetting release coating agent comprising a methylated melamine resin (A), a polyol (B) having a molecular weight of 100 to 3000, and an acid catalyst (C).
２．（Ａ）成分がフルエーテル型メチル化メラミン樹脂である、前記項１の熱硬化性離型コーティング剤。 2. (A) The thermosetting release coating agent of said claim | item 1 whose component is a full ether type methylated melamine resin.
３．（Ｂ）成分が２５℃で液状のポリオールである、前記項１又は２の熱硬化性離型コーティング剤。 3. (B) The thermosetting release coating agent according to item 1 or 2, wherein the component is a polyol which is liquid at 25 ° C.
４．２５℃で液状のポリオールが、ダイマージオール、水添ダイマージオール、ヒマシ油及びヒマシ油系変性ポリオールからなる群より選ばれる少なくとも一種である、前記項３の熱硬化性離型コーティング剤。 4. The thermosetting release coating agent according to item 3, wherein the polyol liquid at 25 ° C. is at least one selected from the group consisting of dimer diol, hydrogenated dimer diol, castor oil, and castor oil-based modified polyol.
５．（Ｃ）成分がスルホン酸系触媒及び／又はリン酸系触媒である、前記項１〜４のいずれかの熱硬化性離型コーティング剤。 5. (C) The thermosetting release coating agent according to any one of Items 1 to 4, wherein the component is a sulfonic acid catalyst and / or a phosphoric acid catalyst.
６．（Ａ）成分及び（Ｂ）成分の質量比［（Ａ）／（Ｂ）］が２５／７５〜７５／２５である、前記項１〜５のいずれかの熱硬化性離型コーティング剤。
6). The thermosetting release coating agent according to any one of Items 1 to 5 , wherein the mass ratio [(A) / (B)] of the component (A) and the component (B) is 25/75 to 75/25.
７．（Ｃ）成分の含有量が、（Ａ）成分及び（Ｂ）成分の合計１００質量部に対して１〜１０質量部である、前記項１〜６のいずれかの熱硬化性離型コーティング剤。 7). The thermosetting release coating agent according to any one of Items 1 to 6, wherein the content of the component (C) is 1 to 10 parts by mass with respect to 100 parts by mass in total of the component (A) and the component (B). .
８．更に水酸基含有変性シリコーン樹脂（Ｄ）を含有する、前記項１〜７のいずれかの熱硬化性離型コーティング剤。 8). The thermosetting release coating agent according to any one of Items 1 to 7, further comprising a hydroxyl group-containing modified silicone resin (D).
９．（Ｄ）成分の含有量が、（Ａ）成分と（Ｂ）成分の合計１００質量部に対して１〜１５質量部である、前記項８の熱硬化性離型コーティング剤。 9. (D) The thermosetting release coating agent of said claim | item 8 whose content of a component is 1-15 mass parts with respect to a total of 100 mass parts of (A) component and (B) component.
１０．更に有機溶剤（Ｅ）を含む、前記項１〜９のいずれかの熱硬化性離型コーティング剤。 10. The thermosetting release coating agent according to any one of Items 1 to 9, further comprising an organic solvent (E).
１１．前記項１〜１０のいずれかの熱硬化性離型コーティング剤からなる離型層を少なくとも片面に有する離型フィルム。 11. The release film which has a release layer which consists of a thermosetting release coating agent in any one of said items 1-10 at least on one side.
１２．前記項１〜１０のいずれかの熱硬化性離型コーティング剤からなる離型層を少なくとも片面に有する離型ポリエチレンテレフタレートフィルム。 12 A release polyethylene terephthalate film having a release layer made of the thermosetting release coating agent according to any one of Items 1 to 10 on at least one side.
本発明の熱硬化性離型コーティング剤によれば、離型性、残留接着性、及び、低カール化に優れた硬化膜を比較的低温で形成することができる。該コーティング剤は、特に、基材フィルムがポリエステルフィルムである離型フィルムの離型剤として好適である。該離型フィルムの用途としては、例えば、セラミックコンデンサ、合成皮革、化粧板、炭素繊維プリプレグ等の製造工程用離型フィルムや、転写印刷関連製品用離型フィルム、偏光板乃至位相差板等の粘着層保護用離型フィルム等が挙げられる。 According to the thermosetting release coating agent of the present invention, a cured film excellent in releasability, residual adhesiveness, and low curling can be formed at a relatively low temperature. The coating agent is particularly suitable as a release agent for a release film in which the base film is a polyester film. Examples of the use of the release film include release films for production processes such as ceramic capacitors, synthetic leather, decorative plates, carbon fiber prepregs, release films for transfer printing related products, polarizing plates and retardation plates, etc. Examples include a release film for protecting the adhesive layer.
本発明の熱硬化性離型コーティング剤（以下、コーティング剤）は、メチル化メラミン樹脂（Ａ）（以下、（Ａ）成分）、分子量１００〜３０００のポリオール（Ｂ）（以下、（Ｂ）成分）、及び酸触媒（Ｃ）（以下、（Ｃ）成分）を含有する。 The thermosetting release coating agent (hereinafter referred to as coating agent) of the present invention comprises a methylated melamine resin (A) (hereinafter referred to as (A) component), a polyol (B) having a molecular weight of 100 to 3000 (hereinafter referred to as (B) component). ) And an acid catalyst (C) (hereinafter referred to as component (C)).
（Ａ）成分であるメチル化メラミン樹脂は、下記式（１）で表される化合物及び／又はそのオリゴマー乃至重合体である。 The methylated melamine resin as the component (A) is a compound represented by the following formula (1) and / or an oligomer or a polymer thereof.
（Ａ）成分のオリゴマー乃至重合体の平均重合度は特に限定されないが、通常１．１〜１０程度である。 The average degree of polymerization of the oligomer or polymer of the component (A) is not particularly limited, but is usually about 1.1 to 10.
（Ａ）成分としては、フルエーテル型メチル化メラミン樹脂が、低温・短時間硬化性の点で好ましい。具体的には、２，４，６−トリス［ビス（メトキシメチル）アミノ］−１，３，５−トリアジン及び／又はそのオリゴマー乃至重合体が好ましい。 As the component (A), a full ether type methylated melamine resin is preferable from the viewpoint of low temperature and short time curability. Specifically, 2,4,6-tris [bis (methoxymethyl) amino] -1,3,5-triazine and / or an oligomer or a polymer thereof is preferable.
（Ａ）成分は市販品であってよく、例えば、サイメル３００、サイメル３０１、サイメル３０３ＬＦ、サイメル３５０、サイメル３７０Ｎ、サイメル７７１、サイメル３２５、サイメル３２７、サイメル７０３、サイメル７１２、サイメル７０１、サイメル２６６、サイメル２６７、サイメル２８５、サイメル２３２、サイメル２３５、サイメル２３６、サイメル２３８、サイメル２７２、サイメル２１２、サイメル２５３、サイメル２５４、サイメル２０２、サイメル２０７（以上、オルネクスジャパン（株）製）、ニカラックＭＷ−３０Ｍ、ニカラックＭＷ−３０、ニカラックＭＷ−３０ＨＭ、ニカラックＭＷ−３９０、ニカラックＭＷ−１００ＬＭ、ニカラックＭＸ−７５０ＬＭ、ニカラックＭＷ−２２、ニカラックＭＳ−２１、ニカラックＭＳ−１１、ニカラックＭＷ−２４Ｘ、ニカラックＭＳ−００１、ニカラックＭＸ−００２、ニカラックＭＸ−７３０、ニカラックＭＸ−７５０、ニカラックＭＸ−７０８、ニカラックＭＸ−７０６、ニカラックＭＸ−０４２、ニカラックＭＸ−０３５、ニカラック、ＭＸ−４５、ニカラックＭＸ−４３、ニカラックＭＸ−４１７、ニカラックＭＸ−４１０（以上、（株）三和ケミカル製）等が挙げられ、一種以上を使用できる。フルエーテル型のものとしてはサイメル３０３ＬＦやニカラックＭＷ−３０が挙げられる。 The component (A) may be a commercially available product. For example, Cymel 300, Cymel 301, Cymel 303LF, Cymel 350, Cymel 370N, Cymel 771, Cymel 325, Cymel 327, Cymel 703, Cymel 712, Cymel 701, Cymel 266, Cymel 267, Cymel 285, Cymel 232, Cymel 235, Cymel 236, Cymel 238, Cymel 272, Cymel 212, Cymel 253, Cymel 254, Cymel 202, Cymel 207 (manufactured by Ornex Japan Ltd.), Nicarak MW- 30M, Nikarak MW-30, Nikarak MW-30HM, Nikarak MW-390, Nikarak MW-100LM, Nikarak MX-750LM, Nikarak MW-22, Nikarak MS-21, Nika MS-11, Nikarak MW-24X, Nikarak MS-001, Nikarak MX-002, Nikarak MX-730, Nikarak MX-750, Nikarak MX-708, Nikarak MX-706, Nikarak MX-042, Nikarak MX-035 , Nicarak, MX-45, Nicarac MX-43, Nicarac MX-417, Nicarac MX-410 (manufactured by Sanwa Chemical Co., Ltd.), etc., and one or more of them can be used. Examples of the full ether type include Cymel 303LF and Nicalac MW-30.
（Ｂ）成分は、分子量１００〜３０００のポリオールであれば、各種公知のものを特に制限なく使用できる。（Ｂ）成分として分子量が１００未満のポリオールを使用すると、塗膜形成時にフィルムのカールが大きくなる傾向にある。また、（Ｂ）成分として分子量が３０００を超えるものを使用すると、低温短時間で塗膜を形成し難くなる。かかる観点より、分子量は１００〜１５００程度であるのが好ましい。 If (B) component is a polyol of molecular weight 100-3000, various well-known things can be especially used without a restriction | limiting. When a polyol having a molecular weight of less than 100 is used as the component (B), the curl of the film tends to increase during coating film formation. Further, when a component having a molecular weight exceeding 3000 is used as the component (B), it becomes difficult to form a coating film at a low temperature in a short time. From this viewpoint, the molecular weight is preferably about 100 to 1500.
なお、便宜上、本明細書において「分子量」には数平均分子量を含める。特に後述の（ｂ２）成分については数平均分子量を使用するのが好ましい。数平均分子量は、ゲルパーメーションクロマトグラフィー法によるポリスチレン換算値である（以下、同様）。 For convenience, the “molecular weight” in this specification includes the number average molecular weight. In particular, it is preferable to use the number average molecular weight for the component (b2) described later. The number average molecular weight is a polystyrene-converted value obtained by gel permeation chromatography (hereinafter the same).
（Ｂ）成分としては、単一化合物としてのポリオール（ｂ１）（以下、（ｂ１）成分）及び／又は重合体としてのポリオール（ｂ２）（以下、（ｂ２）成分）が挙げられる。 Examples of the component (B) include polyol (b1) (hereinafter referred to as (b1) component) as a single compound and / or polyol (b2) (hereinafter referred to as (b2) component) as a polymer.
（ｂ１）成分としては、単一化合物としての各種公知のポリオールを特に制限なく使用できる。なお、本明細書において「単一化合物」とは、単量体、二量体及び三量体のいずれかであって全体として単一の化合物とみなせるものをいう。 As the component (b1), various known polyols as a single compound can be used without particular limitation. In the present specification, the term “single compound” refers to a monomer, a dimer, or a trimer that can be regarded as a single compound as a whole.
（ｂ１）成分の具体例としては、１，６−ヘキサンジオール、３−メチル−１，５−ペンタンジオール、ネオペンチルグリコール、２−メチル−１，５−ペンタンジオール、２，２−ジエチル−１，３−プロパンジオール、１，９−ノナンジオール、１，１０−デカンジオール、ブチルエチルプロパンジオール、ブチルエチルペンタンジオール等の脂肪族ジオール；１，４−シクロヘキサンジメタノール等の脂環式ジオール；トリメチロールプロパン、ペンタエリスリトール、ジトリメチロールプロパン、ジペンタエリスリトール、ダイマージオール、水添ダイマージオール、トリマートリオール、水添トリマートリオール、ヒマシ油、ヒマシ油系変性ポリオール、ビスフェノール化合物又はその誘導体のアルキレンオキサイド付加物等が挙げられ、一種以上を使用できる。 Specific examples of the component (b1) include 1,6-hexanediol, 3-methyl-1,5-pentanediol, neopentyl glycol, 2-methyl-1,5-pentanediol, and 2,2-diethyl-1. Aliphatic diols such as 1,3-propanediol, 1,9-nonanediol, 1,10-decanediol, butylethylpropanediol, butylethylpentanediol; alicyclic diols such as 1,4-cyclohexanedimethanol; Methylolpropane, pentaerythritol, ditrimethylolpropane, dipentaerythritol, dimer diol, hydrogenated dimer diol, trimer triol, hydrogenated trimer triol, castor oil, castor oil-based modified polyol, alkylene oxide adduct of bisphenol compound or its derivative, etc. Is It is, can be used one or more kinds.
（ｂ１）成分の中でも、低温・短時間硬化性及び低カール性の点で、２５℃で液状のポリオールが好ましい。更に軽剥離化を加味すると、ダイマージオール、水添ダイマージオール、ヒマシ油及びヒマシ油系変性ポリオールからなる群より選ばれる少なくとも一種がより好ましい。 Among the components (b1), a polyol which is liquid at 25 ° C. is preferable from the viewpoint of low temperature / short-time curability and low curling property. In consideration of light release, at least one selected from the group consisting of dimer diol, hydrogenated dimer diol, castor oil, and castor oil-based modified polyol is more preferable.
ダイマージオールは、一般に、高級不飽和脂肪酸を二量体化して得られる環式及び／又は非環式ダイマー酸とメタノールとの反応生成物を還元したものをいう。また、水添ダイマージオールは、ダイマージオールを水素付加反応させたものをいう。該高級不飽和脂肪酸としては、特に限定されないが、炭素数１４〜２２程度の不飽和モノカルボン酸が挙げられ、例えば、テトラデカジエン酸、ヘキサデカジエン酸、リノール酸、エイコサジエン酸、ドコサジエン酸、リノレン酸、アラキドン酸、ミリストオレイン酸、パルミトレイン酸、オレイン酸、エライジン酸、バクセン酸、エイコセン酸、エルカ酸、セトレイン酸、ブラシジン酸等が挙げられ、一種以上を使用できる。これらの中でも通常、オレイン酸及び／又はリノール酸が好ましい。該高級不飽和脂肪酸の二量化反応は、例えば特開平９−１３６８６１号公報に記載の方法が挙げられる。 The dimer diol generally refers to a product obtained by reducing a reaction product of cyclic and / or acyclic dimer acid obtained by dimerizing a higher unsaturated fatty acid and methanol. Hydrogenated dimer diol refers to a hydrogenation reaction of dimer diol. Although it does not specifically limit as this higher unsaturated fatty acid, C14-C22 unsaturated monocarboxylic acid is mentioned, For example, tetradecadienoic acid, hexadecadienoic acid, linoleic acid, eicosadienoic acid, docosadienoic acid, Examples include linolenic acid, arachidonic acid, myristoleic acid, palmitoleic acid, oleic acid, elaidic acid, vaccenic acid, eicosenoic acid, erucic acid, cetreic acid, and brassic acid, and one or more of them can be used. Of these, oleic acid and / or linoleic acid are usually preferred. Examples of the dimerization reaction of the higher unsaturated fatty acid include the method described in JP-A-9-136861.
（ｂ２）成分としては、ポリマータイプのポリオールであれば各種公知のものを特に制限なく使用できる。具体的には、例えば、ポリエーテルポリオール、ポリエステルポリオール、ポリカーボネートポリオール、アクリルポリオール、ポリオレフィンポリオール等からなる群より選ばれる少なくとも一種が挙げられる。 As the component (b2), various known ones can be used without particular limitation as long as they are polymer type polyols. Specific examples include at least one selected from the group consisting of polyether polyol, polyester polyol, polycarbonate polyol, acrylic polyol, polyolefin polyol, and the like.
ポリエーテルポリオールとしては、例えば、ポリエチレングリコール、ポリプロピレングリコール、ポリテトラメチレングリコール等のポリアルキレングリコールの他、エチレンオキシド−プロピレンオキシド共重合体等の単量体成分として複数のアルキレンオキシドを含む（アルキレンオキサイド−他のアルキレンオキサイド）共重合体等が挙げられ、一種以上を使用できる。市販品としては、アデカポリエーテルＰ−４００、アデカポリエーテルＧ−４００、アデカポリエーテルＴ−４００、アデカポリエーテルＡＭ−３０２（以上、（株）アデカ製）等が挙げられる。 Examples of the polyether polyol include polyalkylene glycols such as polyethylene glycol, polypropylene glycol, and polytetramethylene glycol, and a plurality of alkylene oxides as monomer components such as an ethylene oxide-propylene oxide copolymer (alkylene oxide- Other alkylene oxide) copolymers can be mentioned, and one or more can be used. As a commercial item, Adeka polyether P-400, Adeka polyether G-400, Adeka polyether T-400, Adeka polyether AM-302 (above, Adeka Co., Ltd. product) etc. are mentioned.
ポリエステルポリオールとしては、例えば、多価アルコールと多価カルボン酸との縮合重合物；環状エステル（ラクトン）の開環重合物；多価アルコール、多価カルボン酸及び環状エステルの三者反応物等が挙げられる。多価アルコールとしては、例えば、エチレングリコール、ジエチレングリコール、プロピレングリコール、１，３−プロパンジオール、１，４−ブタンジオール、２−メチル−１，３−プロパンジオール、１，５−ペンタンジオール、ネオペンチルグリコール、１，６−ヘキサンジオール、１，９−ノナンジオール、１，１０−デカンジオール、グリセリン、トリメチロールプロパン、トリメチロールエタン、シクロヘキサンジオール類（１，４−シクロヘキサンジオール等）、シクロヘキサンジメタノール類（１，４−シクロヘキサンジメタノール等）、ビスフェノール類（ビスフェノールＡ等）、糖アルコール類（キシリトールやソルビトール等）等が挙げられ、一種以上を使用できる。多価カルボン酸としては、例えば、マロン酸、マレイン酸、コハク酸、アジピン酸、スベリン酸、アゼライン酸、セバシン酸、ドデカンジオン酸等の脂肪族ジカルボン酸；１，４−シクロヘキサンジカルボン酸等の脂環式ジカルボン酸；テレフタル酸、イソフタル酸、オルトフタル酸、２，６−ナフタレンジカルボン酸、トリメリット酸等の芳香族ジカルボン酸等が挙げられ、一種以上を使用できる。環状エステルとしては、例えば、プロピオラクトン、β−メチル−δ−バレロラクトン、ε−カプロラクトン等が挙げられ、一種以上を使用できる。ポリエステルポリオールの市販品としては、クラレポリオールＰ−５１０、クラレポリオールＦ−５１０（以上、（株）クラレ製）、プラクセル２０５（（株）ダイセル）等が挙げられる。 Examples of polyester polyols include polycondensation products of polyhydric alcohols and polycarboxylic acids; ring-opening polymerization products of cyclic esters (lactones); ternary reactants of polyhydric alcohols, polycarboxylic acids and cyclic esters. Can be mentioned. Examples of the polyhydric alcohol include ethylene glycol, diethylene glycol, propylene glycol, 1,3-propanediol, 1,4-butanediol, 2-methyl-1,3-propanediol, 1,5-pentanediol, and neopentyl. Glycol, 1,6-hexanediol, 1,9-nonanediol, 1,10-decanediol, glycerin, trimethylolpropane, trimethylolethane, cyclohexanediols (1,4-cyclohexanediol, etc.), cyclohexanedimethanols (1,4-cyclohexanedimethanol etc.), bisphenols (bisphenol A etc.), sugar alcohols (xylitol, sorbitol etc.) etc. are mentioned, 1 or more types can be used. Examples of the polyvalent carboxylic acid include aliphatic dicarboxylic acids such as malonic acid, maleic acid, succinic acid, adipic acid, suberic acid, azelaic acid, sebacic acid, and dodecanedioic acid; fats such as 1,4-cyclohexanedicarboxylic acid Cyclic dicarboxylic acid; aromatic dicarboxylic acid such as terephthalic acid, isophthalic acid, orthophthalic acid, 2,6-naphthalenedicarboxylic acid, trimellitic acid, and the like, and one or more can be used. Examples of the cyclic ester include propiolactone, β-methyl-δ-valerolactone, and ε-caprolactone, and one or more of them can be used. Examples of commercially available polyester polyols include Kuraray polyol P-510, Kuraray polyol F-510 (above, manufactured by Kuraray Co., Ltd.), Plaxel 205 (Daicel Co., Ltd.), and the like.
ポリカーボネートポリオールとしては、例えば、多価アルコールとホスゲンとの反応物；環状炭酸エステル（アルキレンカーボネート等）の開環重合物等が挙げられる。多価アルコールとしては前記したものが挙げられる。アルキレンカーボネートとしては、例えば、エチレンカーボネート、トリメチレンカーボネート、テトラメチレンカーボネート、ヘキサメチレンカーボネート等が挙げられる。ポリカーボネートポリオールの市販品としては、クラレポリオールＣ−５９０（（株）クラレ製）等が挙げられる。 Examples of the polycarbonate polyol include a reaction product of a polyhydric alcohol and phosgene; a ring-opening polymer of a cyclic carbonate (alkylene carbonate, etc.), and the like. Examples of the polyhydric alcohol include those described above. Examples of the alkylene carbonate include ethylene carbonate, trimethylene carbonate, tetramethylene carbonate, hexamethylene carbonate, and the like. Examples of the commercially available polycarbonate polyol include Kuraray polyol C-590 (manufactured by Kuraray Co., Ltd.).
アクリルポリオールとしては、例えば、一分子中に１個以上のヒドロキシル基を有するアクリル単量体を単独重合物若しくは共重合物、又はそれらきょう重合物に他の単量体を共重合させものが挙げられ、一種以上を使用できる。アクリルポリオール、市販品としては、ＡＲＵＦＯＮ ＵＨ−２０４１（東亞合成（株））等が挙げられる。 Examples of the acrylic polyol include homopolymers or copolymers of acrylic monomers having one or more hydroxyl groups in one molecule, or those obtained by copolymerizing other monomers with the copolymer. More than one can be used. As an acrylic polyol and a commercial item, ARUFON UH-2041 (Toagosei Co., Ltd.) etc. are mentioned.
ポリオレフィンポリオールとしては、水酸基を２個以上有するポリブタジエン、水素添加ポリブタジエン、ポリイソプレン、水素添加ポリイソプレン、これらの塩素化物等が挙げられる。市販品としては、ＮＩＳＳＯ−ＰＢ ＧＩ−１０００（日本曹達（株）製）等が挙げられる。 Examples of the polyolefin polyol include polybutadiene having two or more hydroxyl groups, hydrogenated polybutadiene, polyisoprene, hydrogenated polyisoprene, and chlorinated products thereof. Examples of commercially available products include NISSO-PB GI-1000 (manufactured by Nippon Soda Co., Ltd.).
（ｂ２）成分の物性は特に限定されないが、低温・短時間硬化性及び低カール性を考慮すると、（数平均）分子量が通常３００〜３０００程度、好ましくは５００〜１５００程度であり、また、水酸基価（ＪＩＳＫ−００７０）が通常３０〜６００ｍｇＫＯＨ／ｇ程度、好ましくは１００〜４００ｍｇＫＯＨ／ｇ程度であり、また、一分子あたりの平均官能基数が通常２〜６個程度、好ましくは２〜５個程度である。 The physical properties of the component (b2) are not particularly limited, but considering the low-temperature / short-time curability and low curling property, the (number average) molecular weight is usually about 300 to 3000, preferably about 500 to 1500. The valence (JISK-0070) is usually about 30 to 600 mgKOH / g, preferably about 100 to 400 mgKOH / g, and the average number of functional groups per molecule is usually about 2 to 6, preferably about 2 to 5. It is.
（Ａ）成分と（Ｂ）成分の使用比率は特に限定されないが、硬化性、残留接着性、離型性及び低カール化のバランスを考慮すると、通常、質量比［（Ａ）／（Ｂ）］が２５／７５〜７５／２５程度、好ましくは３０／７０〜７０／３０程度である。 The use ratio of the component (A) and the component (B) is not particularly limited. However, in consideration of the balance between curability, residual adhesiveness, releasability, and low curl, the mass ratio [(A) / (B) ] Is about 25/75 to 75/25, preferably about 30/70 to 70/30.
（Ｃ）成分としては、各種公知の酸触媒を特に制限なく使用できる。具体的には、例えば、塩酸、硫酸、硝酸、リン酸等の無機酸類や有機酸類が挙げられる。該有機酸類としては、例えば、シュウ酸、酢酸、ギ酸、メタンスルホン酸、トリフルオロメタンスルホン酸、イソプレンスルホン酸、カンファースルホン酸、ヘキサンスルホン酸、オクタンスルホン酸、ノナンスルホン酸、デカンスルホン酸、ヘキサデカンスルホン酸、ベンゼンスルホン酸、ｐ−トルエンスルホン酸、クメンスルホン酸、ドデシルベンゼンスルホン酸、ナフタレンスルホン酸、ノニルナフタレンスルホン酸等のスルホン酸系触媒；メチルアシッドホスフェート、エチルアシッドホスフェート、プロピルアシッドホスフェート、イソプロピルアシッドホスフェート、ブチルアシッドホスフェート、ブトキシエチルアシッドホスフェート、オクチルアシッドホスフェート、２−エチルヘキシルアシッドホスフェート、デシルアシッドホスフェート、ラウリルアシッドホスフェート、ステアリルアシッドホスフェート、オレイルアシッドホスフェート、ベヘニルアシッドホスフェート、フェニルアシッドホスフェート、ノニルフェニルアシッドホスフェート、シクロヘキシルアシッドホスフェート、フェノキシエチルアシッドホスフェート、アルコキシポリエチレングリコールアシッドホスフェート、ビスフェノールＡアシッドホスフェート、ジメチルアシッドホスフェート、ジエチルアシッドホスフェート、ジプロピルアシッドホスフェート、ジイソプロピルアシッドホスフェート、ジブチルアシッドホスフェート、ジオクチルアシッドホスフェート、ジ−２−エチルヘキシルアシッドホスフェート、ジオクチルアシッドホスフェート、ジラウリルアシッドホスフェート、ジステアリルアシッドホスフェート、ジフェニルアシッドホスフェート、ビスノニルフェニルアシッドホスフェート等のリン酸系触媒；スルホニウム塩、ベンゾチアゾリウム塩、アンモニウム塩、ホスホニウム塩等の熱酸発生剤等が挙げられ、一種以上を使用できる。 As the component (C), various known acid catalysts can be used without particular limitation. Specific examples include inorganic acids and organic acids such as hydrochloric acid, sulfuric acid, nitric acid, and phosphoric acid. Examples of the organic acids include oxalic acid, acetic acid, formic acid, methanesulfonic acid, trifluoromethanesulfonic acid, isoprenesulfonic acid, camphorsulfonic acid, hexanesulfonic acid, octanesulfonic acid, nonanesulfonic acid, decanesulfonic acid, hexadecanesulfone. Sulfonic acid catalysts such as acid, benzenesulfonic acid, p-toluenesulfonic acid, cumenesulfonic acid, dodecylbenzenesulfonic acid, naphthalenesulfonic acid, nonylnaphthalenesulfonic acid; methyl acid phosphate, ethyl acid phosphate, propyl acid phosphate, isopropyl acid Phosphate, Butyl Acid Phosphate, Butoxyethyl Acid Phosphate, Octyl Acid Phosphate, 2-Ethyl Hexyl Acid Phosphate, Decyl Acid Dophosphate, lauryl acid phosphate, stearyl acid phosphate, oleyl acid phosphate, behenyl acid phosphate, phenyl acid phosphate, nonylphenyl acid phosphate, cyclohexyl acid phosphate, phenoxyethyl acid phosphate, alkoxy polyethylene glycol acid phosphate, bisphenol A acid phosphate Phosphate, diethyl acid phosphate, dipropyl acid phosphate, diisopropyl acid phosphate, dibutyl acid phosphate, dioctyl acid phosphate, di-2-ethylhexyl acid phosphate, dioctyl acid phosphate, dilauryl acid phosphate Phosphoric acid catalysts such as distearyl acid phosphate, diphenyl acid phosphate, bisnonyl phenyl acid phosphate; thermal acid generators such as sulfonium salt, benzothiazolium salt, ammonium salt, phosphonium salt, etc. Can be used.
（Ｃ）成分としては、相溶性の観点より前記有機酸類が好ましい。特に、低温硬化能を加味すると、前記スルホン酸系触媒及び／又は前記リン酸系触媒が好ましい。 As the component (C), the organic acids are preferable from the viewpoint of compatibility. In particular, the sulfonic acid-based catalyst and / or the phosphoric acid-based catalyst are preferable in consideration of low temperature curing ability.
（Ｃ）成分の含有量も特に限定されないが、硬化性、残留接着性、離型性及び低カール化のバランスを考慮すると、（Ａ）成分及び（Ｂ）成分の合計１００質量部に対して１〜１０質量部程度、好ましくは３〜８質量部程度となる範囲であればよい。 The content of the component (C) is not particularly limited, but in consideration of the balance of curability, residual adhesiveness, releasability, and low curl, the total amount of the component (A) and the component (B) is 100 parts by mass. What is necessary is just the range used as about 1-10 mass parts, Preferably it is about 3-8 mass parts.
本発明のコーティング剤には、剥離力を調整する目的で水酸基含有変性シリコーン樹脂（Ｄ）（以下、（Ｄ）成分）を含めてよい。（Ｄ）成分はその水酸基を介して（Ａ）成分に結合する結果、被着体に移行し難くなるため、該塗膜の残留接着性の低下を抑制すると考えられる。 The coating agent of the present invention may contain a hydroxyl group-containing modified silicone resin (D) (hereinafter referred to as component (D)) for the purpose of adjusting the peeling force. As the component (D) binds to the component (A) via the hydroxyl group, it becomes difficult to move to the adherend, and thus it is considered that the decrease in the residual adhesiveness of the coating film is suppressed.
（Ｄ）成分としては、水酸基を含有する変性シリコーン樹脂であれば特に限定されず、各種公知のものを特に制限なく使用できる。具体的には、例えば、アルコール変性シリコーン樹脂、ポリエステル変性水酸基含有シリコーン樹脂、ポリエーテル変性水酸基含有シリコーン樹脂、ポリエーテルエステル変性シリコーン樹脂、水酸基含有シリコーン変性アクリル樹脂等が挙げられ、一種以上を使用できる。（Ｄ）成分の市販品としては、Ｘ−２２−４０３９、Ｘ−２２−４０１５、Ｘ−２２−４９５２、Ｘ−２２−４２７２、Ｘ−２２−１７０ＢＸ、Ｘ−２２−１７０ＤＸ、ＫＦ−６０００、ＫＦ−６００１、ＫＦ−６００２、ＫＦ−６００３、ＫＦ−６１２３（以上、信越化学工業（株）製）、ＢＹＫ−３７０、ＢＹＫ−３７５、ＢＹＫ−３７７、ＢＹＫ−ＳＩＬＣＬＥＡＮ３７２０、ＢＹＫ−ＳＩＬＣＬＥＡＮ３７００（以上、ビックケミー・ジャパン（株）製）、サイラプレーンＦＭ−４４１１、サイラプレーンＦＭ−４４２１、サイラプレーンＦＭ−４４２５、サイラプレーンＦＭ−０４１１、サイラプレーンＦＭ−０４２５、サイラプレーンＦＭ−ＤＡ１１、サイラプレーンＦＭ−ＤＡ２１、サイラプレーンＦＭ−ＤＡ２６（以上、ＪＮＣ（株）製）等が挙げられ、一種以上を使用できる。 The component (D) is not particularly limited as long as it is a modified silicone resin containing a hydroxyl group, and various known ones can be used without particular limitation. Specific examples include alcohol-modified silicone resins, polyester-modified hydroxyl group-containing silicone resins, polyether-modified hydroxyl group-containing silicone resins, polyether ester-modified silicone resins, hydroxyl group-containing silicone-modified acrylic resins, and one or more types can be used. . As a commercial item of (D) component, X-22-4039, X-22-4015, X-22-4952, X-22-4272, X-22-170BX, X-22-170DX, KF-6000, KF-6001, KF-6002, KF-6003, KF-6123 (above, manufactured by Shin-Etsu Chemical Co., Ltd.), BYK-370, BYK-375, BYK-377, BYK-SILCLEAN3720, BYK-SILCLEAN3700 (above, Bicchemie・ Japan Co., Ltd.), Silaplane FM-4411, Silaplane FM-4421, Silaplane FM-4425, Silaplane FM-0411, Silaplane FM-0425, Silaplane FM-DA11, Silaplane FM-DA21, Sailor Plane FM-DA26 (above, J C (Ltd.)), and the like, can be used one or more kinds.
（Ｄ）成分の使用量は特に制限されないが、残留接着性抑制の観点より、（Ａ）成分と（Ｂ）成分の合計１００質量部に対して通常１〜１５質量部程度、好ましくは１〜１０質量部程度であればよい。 Although the usage-amount of (D) component is not restrict | limited in particular, from a viewpoint of residual adhesiveness suppression, it is about 1-15 mass parts normally with respect to a total of 100 mass parts of (A) component and (B) component, Preferably it is 1- What is necessary is just about 10 mass parts.
本発明のコーティング剤には有機溶剤（Ｅ）（以下、（Ｅ）成分）を含めてよい。具体的には、例えば、メチルエチルケトン、メチルイソブチルケトン、アセトン、酢酸エチル、酢酸ブチル、トルエン、キシレン、イソプロピルアルコール、エタノール、ブタノール等が挙げられ、一種以上を使用できる。これらの中でも溶解性の点で、メチルエチルケトン、メチルイソブチルケトン、イソプロピルアルコール、酢酸エチル及びトルエンからなる群より選ばれる少なくとも一種が好ましい。 The coating agent of the present invention may contain an organic solvent (E) (hereinafter referred to as component (E)). Specific examples include methyl ethyl ketone, methyl isobutyl ketone, acetone, ethyl acetate, butyl acetate, toluene, xylene, isopropyl alcohol, ethanol, butanol and the like, and one or more can be used. Among these, at least one selected from the group consisting of methyl ethyl ketone, methyl isobutyl ketone, isopropyl alcohol, ethyl acetate and toluene is preferable in terms of solubility.
（Ｅ）成分の使用は特に制限されないが、通常、本発明のコーティング剤の固形分濃度が通常１〜５０質量部％程度となる範囲であればよい。かかる数値範囲であることにより、硬化膜硬化性、及びプラスチックフィルム（特にポリエチレンテレフタレートフィルム）密着性のバランスが良好となる。 Although there is no particular limitation on the use of component (E), it is usually sufficient if the solid content concentration of the coating agent of the present invention is usually in the range of about 1 to 50 parts by mass. By being in such a numerical range, the balance between the cured film curability and the adhesiveness of the plastic film (particularly, polyethylene terephthalate film) is improved.
本発明のコーティング剤には、各種公知の添加剤、例えば、バインダー、消泡剤、防滑剤、防腐剤、防錆剤、ｐＨ調整剤、酸化防止剤、顔料、染料、滑剤、レベリング剤、ブロッキング防止剤等を配合できる。該バインダーとしては、例えば、各種公知のアクリル樹脂、ウレタン樹脂、ポリエステル樹脂、エポキシ樹脂、アルキド樹脂等を用いることができる。 The coating agent of the present invention includes various known additives such as binders, antifoaming agents, anti-slip agents, antiseptics, rust inhibitors, pH adjusters, antioxidants, pigments, dyes, lubricants, leveling agents, and blocking agents. An inhibitor or the like can be blended. As the binder, for example, various known acrylic resins, urethane resins, polyester resins, epoxy resins, alkyd resins, and the like can be used.
本発明の離型フィルムは、本発明のコーティング剤からなる離型層を少なくとも片面に有する物品であり、各種公知の基材フィルムに本発明のコーティング剤を塗工し、硬化させることにより得られる。 The release film of the present invention is an article having a release layer composed of the coating agent of the present invention on at least one side, and is obtained by applying the coating agent of the present invention to various known base film and curing it. .
基材フィルムとしては、例えば、ポリカーボネート、ポリメチルメタクリレート、ポリスチレン、ポリエチレンテレフタレート（ＰＥＴ）、ポリイミド、ポリオレフィン、ナイロン、エポキシ樹脂、メラミン樹脂、トリアセチルセルロース樹脂、ＡＢＳ樹脂、ＡＳ樹脂、ノルボルネン系樹脂等のプラスチックからなるフィルムが挙げられる。該基材フィルムは表面処理（コロナ放電等）がされたものであってよい。これらの中でも透明性、寸法安定性、機械的特性、耐薬品性等の性能の点でポリエチレンテレフタレートが好ましい。これらプラスチックフィルムは、その片面あるいは両面に、本発明の熱硬化性離型コーティング剤以外のコーティング剤による層が設けられていてもよい。 Examples of the base film include polycarbonate, polymethyl methacrylate, polystyrene, polyethylene terephthalate (PET), polyimide, polyolefin, nylon, epoxy resin, melamine resin, triacetyl cellulose resin, ABS resin, AS resin, and norbornene resin. A film made of plastic may be mentioned. The base film may be subjected to surface treatment (corona discharge or the like). Among these, polyethylene terephthalate is preferable in terms of performance such as transparency, dimensional stability, mechanical properties, and chemical resistance. These plastic films may be provided with a layer made of a coating agent other than the thermosetting release coating agent of the present invention on one side or both sides thereof.
前記離型層（硬化被膜）は、本発明の熱硬化性離型コーティング剤を、各種基材上に、乾燥後の質量が０．１〜１０ｇ／ｍ２程度、好ましくは０．２〜５ｇ／ｍ２になるように塗工し、乾燥させたものである。 The release layer (cured film) has a dry weight of about 0.1 to 10 g / m 2 , preferably 0.2 to 5 g of the thermosetting release coating agent of the present invention on various substrates. / M 2 was applied and dried.
塗工方法は特に限定されず、各種公知の手段による。具体的には、例えば、ロールコーター、リバースロールコーター、グラビアコーター、ナイフコーター、バーコーター等が挙げられる。 The coating method is not particularly limited, and is based on various known means. Specific examples include a roll coater, a reverse roll coater, a gravure coater, a knife coater, and a bar coater.
乾燥条件は特に限定されない。本発明のコーティング剤は、通常９０〜１３０℃で３０秒〜２分で硬化するが、一般の塗膜形成条件が通常１５０〜１９０℃程度及び１分〜５分程度であることを考慮すると、本発明のコーティング剤は比較的低温で硬化するといえる。そのため、該コーティング剤は、熱で変形しやすいプラスチックフィルム、特にポリエチレンテレフタレートフィルムに好適である。 Drying conditions are not particularly limited. The coating agent of the present invention is usually cured at 90 to 130 ° C. for 30 seconds to 2 minutes, but considering that the general coating film forming conditions are usually about 150 to 190 ° C. and about 1 minute to 5 minutes, It can be said that the coating agent of the present invention is cured at a relatively low temperature. Therefore, the coating agent is suitable for plastic films that are easily deformed by heat, particularly polyethylene terephthalate films.
以下、本発明を実施例及び比較例を通じて詳細に説明するが、それらによって本発明の範囲が限定されないことはもとよりである。各実施例及び比較例において、部及び％は質量基準である。 Hereinafter, the present invention will be described in detail through examples and comparative examples, but the scope of the present invention is not limited by them. In each example and comparative example, parts and% are based on mass.
実施例１
サイメル３０３ＬＦ（フルエーテル型メチル化メラミン樹脂：オルネクスジャパン（株）製）５０部、ＰＲＩＰＯＬ２０３３（水添ダイマージオール 数平均分子量５４０：クローダジャパン（株）製）５０部、ｐ−トルエンスルホン酸４部を混合し、更にメチルエチルケトンを加え、固形分２０％のコーティング剤を調製した。
Example 1
Cymel 303LF (full ether type methylated melamine resin: manufactured by Ornex Japan Co., Ltd.) 50 parts, PRIPOL 2033 (hydrogenated dimer diol number average molecular weight 540: manufactured by Cloda Japan Co., Ltd.) 50 parts, p-toluenesulfonic acid 4 parts And further methyl ethyl ketone was added to prepare a coating agent having a solid content of 20%.
実施例２
サイメル３０３ＬＦ ５０部、プラクセル２０５（ポリエステルポリオール 数平均分子量５００ （株）ダイセル製）５０部、ｐ−トルエンスルホン酸４部を混合し、更にメチルエチルケトンを加え、固形分２０％のコーティング剤を調製した。
Example 2
50 parts of Cymel 303LF, 50 parts of Plaxel 205 (polyester polyol number average molecular weight 500, manufactured by Daicel Corporation) and 4 parts of p-toluenesulfonic acid were mixed, and methyl ethyl ketone was further added to prepare a coating agent having a solid content of 20%.
実施例３
サイメル３０３ＬＦ ５０部、クラレポリオールＣ−１０９０（ポリカーボネートポリオール 数平均分子量１０００ （株）クラレ製）５０部、ｐ−トルエンスルホン酸４部を混合し、更にメチルエチルケトンを加え、固形分２０％のコーティング剤を調製した。
Example 3
Mix 50 parts of Cymel 303LF, 50 parts of Kuraray polyol C-1090 (polycarbonate polyol number average molecular weight 1000, manufactured by Kuraray Co., Ltd.) and 4 parts of p-toluenesulfonic acid, add methyl ethyl ketone, and add 20% solids coating agent. Prepared.
実施例４
サイメル３０３ＬＦ ５０部、アデカポリエーテルＡＭ−３０２（ポリエーテルポリオール 数平均分子量３０００ （株）アデカ製）５０部、ｐ−トルエンスルホン酸４部を混合し、更にメチルエチルケトンを加え、固形分２０％のコーティング剤を調製した。
Example 4
50 parts of Cymel 303LF, 50 parts of Adeka Polyether AM-302 (polyether polyol number average molecular weight 3000, manufactured by Adeka Co., Ltd.), 4 parts of p-toluenesulfonic acid are added, methyl ethyl ketone is added, and the coating has a solid content of 20%. An agent was prepared.
実施例５
サイメル３０３ＬＦ ５０部、ＨＳ ２Ｇ−２７０Ｂ（ヒマシ油系ポリオール 平均分子量４５０ 豊国製油（株）製）５０部、ｐ−トルエンスルホン酸４部を混合し、更にメチルエチルケトンを加え、固形分２０％のコーティング剤を調製した。
Example 5
50 parts of Cymel 303LF, 50 parts of HS 2G-270B (castor oil-based polyol average molecular weight 450, manufactured by Toyokuni Oil Co., Ltd.) and 4 parts of p-toluenesulfonic acid are added, and methyl ethyl ketone is further added to form a coating agent having a solid content of 20%. Was prepared.
実施例６
サイメル３０３ＬＦ ８０部、ＰＲＩＰＯＬ２０３３ ２０部、ｐ−トルエンスルホン酸４部を混合し、更にメチルエチルケトンを加え、固形分２０％のコーティング剤を調製した。
Example 6
Cymel 303LF 80 parts, PRIPOL 2033 20 parts, p-toluenesulfonic acid 4 parts were mixed, and methyl ethyl ketone was further added to prepare a coating agent having a solid content of 20%.
実施例７
サイメル３０３ＬＦ ７０部、ＰＲＩＰＯＬ２０３３ ３０部、ｐ−トルエンスルホン酸４部を混合し、更にメチルエチルケトンを加え、固形分２０％のコーティング剤を調製した。
Example 7
Cymel 303LF 70 parts, PRIPOL 2033 30 parts, p-toluenesulfonic acid 4 parts were mixed, and methyl ethyl ketone was further added to prepare a coating agent having a solid content of 20%.
実施例８
サイメル３０３ＬＦ ３０部、ＰＲＩＰＯＬ２０３３ ７０部、ｐ−トルエンスルホン酸４部を混合し、更にメチルエチルケトンを加え、固形分２０％のコーティング剤を調製した。
Example 8
30 parts of Cymel 303LF, 70 parts of PRIPOL 2033 and 4 parts of p-toluenesulfonic acid were mixed, and methyl ethyl ketone was further added to prepare a coating agent having a solid content of 20%.
実施例９
サイメル３０３ＬＦ ２０部、ＰＲＩＰＯＬ２０３３ ８０部、ｐ−トルエンスルホン酸４部を混合し、更にメチルエチルケトンを加え、固形分２０％のコーティング剤を調製した。
Example 9
20 parts of Cymel 303LF, 80 parts of PRIPOL 2033 and 4 parts of p-toluenesulfonic acid were mixed, and methyl ethyl ketone was further added to prepare a coating agent having a solid content of 20%.
実施例１０
サイメル３０３ＬＦ ５０部、ＰＲＩＰＯＬ２０３３ ５０部、ｐ−トルエンスルホン酸１部を混合し、更にメチルエチルケトンを加え、固形分２０％のコーティング剤を調製した。
Example 10
Cymel 303LF 50 parts, PRIPOL 2033 50 parts and p-toluenesulfonic acid 1 part were mixed, and methyl ethyl ketone was further added to prepare a coating agent having a solid content of 20%.
実施例１１
サイメル３０３ＬＦ ５０部、ＰＲＩＰＯＬ２０３３ ５０部、ｐ−トルエンスルホン酸１０部を混合し、更にメチルエチルケトンを加え、固形分２０％のコーティング剤を調製した。
Example 11
Cymel 303LF 50 parts, PRIPOL 2033 50 parts and p-toluenesulfonic acid 10 parts were mixed, and methyl ethyl ketone was further added to prepare a coating agent having a solid content of 20%.
実施例１２
サイメル３２５（イミノ基型メチル化メラミン樹脂 固形分８０％：オルネクスジャパン（株）製）６２．５部（固形換算で５０部）、ＰＲＩＰＯＬ２０３３ ５０部、メチルアシッドホスフェート（商品名ＡＰ−１、大八化学工業（株）製）８部を混合し、更にメチルエチルケトンを加え、固形分２０％のコーティング剤を調製した。
Example 12
Cymel 325 (imino group methylated melamine resin solid content 80%: manufactured by Ornex Japan Ltd.) 62.5 parts (50 parts in solid conversion), PRIPOL 2033 50 parts, methyl acid phosphate (trade name AP-1, large 8 parts (manufactured by Hachi Chemical Industry Co., Ltd.) were mixed, and methyl ethyl ketone was further added to prepare a coating agent having a solid content of 20%.
実施例１３
サイメル３７０Ｎ（メチロール基型メチル化メラミン樹脂 固形分８８％：オルネクスジャパン（株）製）５６．８部（固形換算で５０部）、ＰＲＩＰＯＬ２０３３ ５０部、ＡＰ−１ ８部を混合し、更にメチルエチルケトンを加え、固形分２０％のコーティング剤を調製した。
Example 13
Cymel 370N (methylol group-type methylated melamine resin, solid content 88%: manufactured by Ornex Japan Co., Ltd.) 56.8 parts (50 parts in terms of solid), PRIPOL 2033 50 parts, AP-1 8 parts are mixed, and methyl ethyl ketone is further mixed. Was added to prepare a coating agent having a solid content of 20%.
実施例１４
サイメル３０３ＬＦ ７０部、ＰＲＩＰＯＬ２０３３ ３０部、ｐ−トルエンスルホン酸２部、オクチルアシッドホスフェート（商品名ＡＰ−８、大八化学工業（株）製）２部を混合し、更にメチルエチルケトンを加え、固形分２０％のコーティング剤を調製した。
Example 14
70 parts of Cymel 303LF, 30 parts of PRIPOL 2033, 2 parts of p-toluenesulfonic acid, 2 parts of octyl acid phosphate (trade name AP-8, manufactured by Daihachi Chemical Industry Co., Ltd.) are added, and methyl ethyl ketone is further added to obtain a solid content of 20 % Coating agent was prepared.
実施例１５
サイメル３０３ＬＦ ５０部、ＰＲＩＰＯＬ２０３３ ５０部、ｐ−トルエンスルホン酸４部、ＢＹＫ−３７０（ポリエステル変性水酸基含有シリコーン樹脂 固形分２５％：ビックケミー・ジャパン（株）製）４部（固形換算で１部）を混合し、更にメチルエチルケトンを加え、固形分２０％のコーティング剤を調製した。
Example 15
50 parts of Cymel 303LF, 50 parts of PRIPOL 2033, 4 parts of p-toluenesulfonic acid, 4 parts of BYK-370 (polyester-modified hydroxyl group-containing silicone resin 25%: manufactured by Big Chemie Japan Co., Ltd.) (1 part in terms of solids) After mixing, methyl ethyl ketone was further added to prepare a coating agent having a solid content of 20%.
実施例１６
サイメル３０３ＬＦ ５０部、ＰＲＩＰＯＬ２０３３ ５０部、ｐ−トルエンスルホン酸４部、ＢＹＫ−３７５（ポリエーテルエステル変性水酸基含有シリコーン樹脂 固形分２５％：ビックケミー・ジャパン（株）製）４部（固形換算で１部）を混合し、更にメチルエチルケトンを加え、固形分２０％のコーティング剤を調製した。
Example 16
Cymel 303LF 50 parts, PRIPOL 2033 50 parts, p-toluenesulfonic acid 4 parts, BYK-375 (polyetherester-modified hydroxyl group-containing silicone resin solid content 25%: manufactured by Big Chemie Japan Co., Ltd.) 4 parts (1 part in solid conversion) ) And methyl ethyl ketone was further added to prepare a coating agent having a solid content of 20%.
実施例１７
サイメル３０３ＬＦ ５０部、ＰＲＩＰＯＬ２０３３ ５０部、ｐ−トルエンスルホン酸４部、ＢＹＫ−３７７（ポリエーテル変性水酸基含有シリコーン樹脂 固形分１００％：ビックケミー・ジャパン（株）製）１部を混合し、更にメチルエチルケトンを加え、固形分２０％のコーティング剤を調製した。
Example 17
50 parts of Cymel 303LF, 50 parts of PRIPOL 2033, 4 parts of p-toluenesulfonic acid, 1 part of BYK-377 (polyether-modified hydroxyl group-containing silicone resin, solid content 100%: manufactured by Big Chemie Japan Co., Ltd.), and further methyl ethyl ketone In addition, a coating agent having a solid content of 20% was prepared.
実施例１８
サイメル３０３ＬＦ ５０部、ＰＲＩＰＯＬ２０３３ ５０部、ｐ−トルエンスルホン酸４部、ＢＹＫ−ＳＩＬＣＬＥＡＮ３７００（水酸基含有シリコーン変性アクリル樹脂 固形分２５％：ビックケミー・ジャパン（株）製）４部（固形換算で１部）を混合し、更にメチルエチルケトンを加え、固形分２０％のコーティング剤を調製した。
Example 18
50 parts of Cymel 303LF, 50 parts of PRIPOL 2033, 4 parts of p-toluenesulfonic acid, 4 parts of BYK-SILCLEAN 3700 (hydroxyl group-containing silicone-modified acrylic resin, solid content 25%: manufactured by Big Chemie Japan Co., Ltd.) (1 part on a solid basis) After mixing, methyl ethyl ketone was further added to prepare a coating agent having a solid content of 20%.
実施例１９
サイメル３０３ＬＦ ５０部、ＰＲＩＰＯＬ２０３３ ５０部、ｐ−トルエンスルホン酸４部、サイラプレーンＦＭ−４４１１（アルコール変性シリコーン樹脂 固形分１００％：ＪＮＣ（株）製）１部を混合し、更にメチルエチルケトンを加え、固形分２０％のコーティング剤を調製した。
Example 19
50 parts of Cymel 303LF, 50 parts of PRIPOL 2033, 4 parts of p-toluenesulfonic acid, 1 part of Silaplane FM-4411 (alcohol-modified silicone resin, solid content 100%: manufactured by JNC Corporation) are added, and methyl ethyl ketone is further added to form a solid. A coating agent of 20% min was prepared.
実施例２０
サイメル３０３ＬＦ ５０部、ＰＲＩＰＯＬ２０３３ ５０部、ｐ−トルエンスルホン酸４部、ＢＹＫ−３７７ ５部を混合し、更にメチルエチルケトンを加え、固形分２０％のコーティング剤を調製した。
Example 20
Cymel 303LF 50 parts, PRIPOL 2033 50 parts, p-toluenesulfonic acid 4 parts, BYK-377 5 parts were mixed, and methyl ethyl ketone was further added to prepare a coating agent having a solid content of 20%.
実施例２１
サイメル３０３ＬＦ ５０部、ＨＳ ２Ｇ−２７０Ｂ ５０部、ｐ−トルエンスルホン酸４部、ＢＹＫ−３７７ １部を混合し、更にメチルエチルケトンを加え、固形分２０％のコーティング剤を調製した。
Example 21
Cymel 303LF 50 parts, HS 2G-270B 50 parts, p-toluenesulfonic acid 4 parts, BYK-377 1 part were mixed, and methyl ethyl ketone was further added to prepare a coating agent having a solid content of 20%.
比較例１
サイメル３０３ＬＦ １００部、ｐ−トルエンスルホン酸４部を混合し、更にメチルエチルケトンを加え、固形分２０％のコーティング剤を調製した。
Comparative Example 1
Cymel 303LF (100 parts) and p-toluenesulfonic acid (4 parts) were mixed, and methyl ethyl ketone was further added to prepare a coating agent having a solid content of 20%.
比較例２
サイメル３０３ＬＦ ５０部、ＰＲＩＰＯＬ２０３３ ５０部を混合し、更にメチルエチルケトンを加え、固形分２０％のコーティング剤を調製した。
Comparative Example 2
50 parts of Cymel 303LF and 50 parts of PRIPOL 2033 were mixed, and methyl ethyl ketone was further added to prepare a coating agent having a solid content of 20%.
比較例３
ユーバン２０ＳＥ６０（ブチル化メラミン樹脂 固形分６０％：三井化学（株）製）８３部（固形換算で５０部）ＰＲＩＰＯＬ２０３３ ５０部、ｐ−トルエンスルホン酸４部を混合し、更にメチルエチルケトンを加え、固形分２０％のコーティング剤を調製した。
Comparative Example 3
Uban 20SE60 (Butylated melamine resin solid content 60%: Mitsui Chemicals Co., Ltd.) 83 parts (50 parts in terms of solids) PRIPOL 2033 50 parts, p-toluenesulfonic acid 4 parts are mixed, methyl ethyl ketone is further added, and the solid content A 20% coating agent was prepared.
比較例４
サイメル３０３ＬＦ ５０部、アデカポリエーテルＡＭ−７０２（ポリエーテルポリオール 数平均分子量６８００ （株）アデカ製）５０部、ｐ−トルエンスルホン酸４部を混合し、更にメチルエチルケトンを加え、固形分２０％のコーティング剤を調製した。
Comparative Example 4
50 parts of Cymel 303LF, 50 parts of Adeka Polyether AM-702 (polyether polyol number average molecular weight 6800, manufactured by Adeka) and 4 parts of p-toluenesulfonic acid were added, methyl ethyl ketone was added, and coating with a solid content of 20% An agent was prepared.
比較例５
サイメル３０３ＬＦ ５０部、クラレポリオールＰ―６０１０（ポリエステルポリオール 数平均分子量６０００ （株）クラレ製）５０部、ｐ−トルエンスルホン酸４部を混合し、更にメチルエチルケトンを加え、固形分２０％のコーティング剤を調製した。
Comparative Example 5
50 parts of Cymel 303LF, 50 parts of Kuraray polyol P-6010 (polyester polyol number average molecular weight 6000 manufactured by Kuraray Co., Ltd.) and 4 parts of p-toluenesulfonic acid are added, and methyl ethyl ketone is further added to form a coating agent having a solid content of 20%. Prepared.
比較例６
サイメル３０３ＬＦ ７０部、２−メチル１，３−プロパンジオール ３０部、ｐ−トルエンスルホン酸５部、ＫＦ−９７０１（シラノール末端シリコーン樹脂 固形分１００％：信越化学工業（製））５部を混合し、更にメチルエチルケトンを加え、固形分２０％のコーティング剤を調製した。
Comparative Example 6
Cymel 303LF 70 parts, 2-methyl 1,3-propanediol 30 parts, p-toluenesulfonic acid 5 parts, KF-9701 (silanol-terminated silicone resin 100% solids: Shin-Etsu Chemical Co., Ltd.) 5 parts are mixed. Further, methyl ethyl ketone was added to prepare a coating agent having a solid content of 20%.
サイメル３０３ＬＦ：フルエーテル型メチル化メラミン樹脂
サイメル３２５ ：イミノ基型メチル化メラミン樹脂
サイメル３７０Ｎ：メチロール基型メチル化メラミン樹脂
ユーバン２０ＳＥ６０：ブチル化メラミン樹脂
Cymel 303LF: full ether type methylated melamine resin Cymel 325: imino group type methylated melamine resin Cymel 370N: methylol group type methylated melamine resin Uban 20SE60: butylated melamine resin
ＰＲＩＰＯＬ ２０３３：水添ダイマージオール（分子量５４０）
プラクセル２０５：ポリエステルポリオール（分子量５００）
Ｃ−１０９０：ポリカーボネートポリオール（同１０００）
ＡＭ−３０２：ポリエーテルポリオール（同３０００）
ＨＳ ２Ｇ−２７０Ｂ：ヒマシ油系ポリオール（同４５０）
ＡＭ−７０２：ポリエーテルポリオール（同６８００）
Ｐ−６０１０：ポリエステルポリオール（同６０００）
PRIPOL 2033: Hydrogenated dimer diol (molecular weight 540)
PLACCEL 205: Polyester polyol (molecular weight 500)
C-1090: Polycarbonate polyol (1000)
AM-302: Polyether polyol (3000)
HS 2G-270B: Castor oil-based polyol (450)
AM-702: Polyether polyol (6800)
P-6010: Polyester polyol (6000)
ＰＴＳ：パラトルエンスルホン酸
ＡＰ−１：メチルアシッドホスフェート
ＡＰ−８：オクチルアシッドホスフェート
PTS: p-toluenesulfonic acid AP-1: methyl acid phosphate AP-8: octyl acid phosphate
ＢＹＫ−３７０：ポリエステル変性水酸基含有シリコーン樹脂
ＢＹＫ−３７５：ポリエーテルエステル変性水酸基含有シリコーン樹脂
ＢＹＫ−３７７：ポリエーテル変性水酸基含有シリコーン樹脂
ＢＹＫ−ＳＩＬＣＬＥＡＮ ３７００：水酸基含有シリコーン変性アクリル樹脂
ＦＭ−４４１１：アルコール変性シリコーン樹脂
ＫＦ−９７０１：シラノール末端シリコーン樹脂
BYK-370: Polyester-modified hydroxyl group-containing silicone resin BYK-375: Polyether ester-modified hydroxyl group-containing silicone resin BYK-377: Polyether-modified hydroxyl group-containing silicone resin BYK-SILCLEAN 3700: Hydroxyl group-containing silicone-modified acrylic resin FM-4411: Alcohol modification Silicone resin KF-9701: Silanol-terminated silicone resin
表中、「質量部」は固形分換算値である。 In the table, “parts by mass” is a solid content conversion value.
＜離型フィルムの作製＞
実施例１のコーティング剤を、ポリエチレンテレフタレートフィルム（膜厚２５μｍ）に乾燥塗膜１μｍになるように塗工し、１２０℃で１分乾燥させることによって、離型フィルムを得た。他の実施例及び比較例のコーティング剤についても同様にして離型フィルムを得た。
<Production of release film>
The release agent film was obtained by applying the coating agent of Example 1 to a polyethylene terephthalate film (film thickness: 25 μm) so as to have a dry coating thickness of 1 μm and drying at 120 ° C. for 1 minute. Release films were obtained in the same manner for the coating agents of other examples and comparative examples.
（硬化性）
実施例１に係る離型フィルムの硬化被膜を、メチルエチルケトンに浸した綿棒で擦り、基材が露出するまでの往復回数を測定することによって、実施例１に係るコーティング剤の硬化性を評価した。他の実施例及び比較例に係る離型フィルムについても同様にして硬化性を評価した。
◎：１００回以上擦っても塗膜が露出しない
○：６０回以上９９回以下の範囲で擦った際に塗膜が露出する
△：２０回以上５９回以下の範囲で擦った際に塗膜が露出する
×：１回以上１９回以下の範囲で擦った際に塗膜が露出する
(Curable)
The cured film of the release film according to Example 1 was rubbed with a cotton swab dipped in methyl ethyl ketone, and the curability of the coating agent according to Example 1 was evaluated by measuring the number of reciprocations until the substrate was exposed. For the release films according to other examples and comparative examples, the curability was similarly evaluated.
◎: The coating film is not exposed even after rubbing 100 times or more ○: The coating film is exposed when rubbing within the range of 60 times or more and 99 times or less Δ: The coating film is rubbed within the range of 20 times or more and 59 times or less X: The film is exposed when rubbed in the range of 1 to 19 times
（カール）
実施例１に係る離型フィルムから、１０ｃｍ×１０ｃｍ幅の試験片を切り取り、これを１２０℃の乾燥機内で１０分間保管した。次いで、水平な台上にこのフィルムを置き、四隅の浮きの大きさ（カール）を測定した。他の実施例及び比較例に係る離型フィルムについても同様にしてカールを測定した。
◎：四隅の浮きの高さの平均が１ｍｍ未満
○：四隅の浮きの高さの平均が１ｍｍ以上３ｍｍ未満
△：四隅の浮きの高さの平均が３ｍｍ以上５ｍｍ未満
×：四隅の浮きの高さの平均が５ｍｍ以上
(curl)
A test piece having a width of 10 cm × 10 cm was cut out from the release film according to Example 1, and stored in a dryer at 120 ° C. for 10 minutes. Subsequently, this film was placed on a horizontal table, and the size of the floating (curl) at the four corners was measured. The curl was measured in the same manner for the release films according to other examples and comparative examples.
◎: The average height of the four corners is less than 1 mm ○: The average height of the four corners is 1 mm or more and less than 3 mm △: The average height of the four corners is 3 mm or more and less than 5 mm ×: The height of the four corners Average of 5mm or more
（剥離力）
実施例１に係る離型フィルムの硬化皮膜に、ポリエステル粘着テープ（日東電工（株）製３１Ｂテープ：２５ｍｍ幅）を２ｋｇのローラーで圧着させながら貼り合わせ、２３℃で３０分間保管した。次いで、このテープを１８０℃の角度で剥離速度０．３ｍ／ｍｉｎ．で引っ張り、剥離するために要した力（ｍＮ／２５ｍｍ）を測定した。他の実施例及び比較例に係る離型フィルムについても同様にして剥離力を測定した。
(Peeling force)
A polyester adhesive tape (31B tape manufactured by Nitto Denko Corporation: 25 mm width) was bonded to the cured film of the release film according to Example 1 while being pressed with a 2 kg roller, and stored at 23 ° C. for 30 minutes. Next, the tape was peeled at an angle of 180 ° C. and a peeling speed of 0.3 m / min. The force (mN / 25 mm) required for pulling and peeling was measured. The release force was measured in the same manner for the release films according to other examples and comparative examples.
（残留接着率）
実施例１に係る離型フィルムの硬化皮膜表面に、ポリエステル粘着テープ（日東電工（株）製３１Ｂテープ：２5ｍｍ幅）を貼り合わせ、２３℃で１日間保存した。保存後、テープを剥がしてＳＵＳ板に２ｋｇのローラーで貼り付けた。次いで、このテープをＳＵＳ板から１８０℃の角度で剥離速度０．３ｍ／ｍｉｎ．で引っ張り、剥離するのに要する力を測定した。ブランクとして、直接テープをＳＵＳ板に貼り合わせ同様の条件で剥がした時の剥離力を測定し、後者の剥離力に対する前者の剥離力の割合（％）を残留接着率として求めた。この値が大きいほどテープの粘着力が低下していないことを表す。
(Residual adhesion rate)
A polyester adhesive tape (31B tape manufactured by Nitto Denko Corporation: 25 mm width) was bonded to the surface of the cured film of the release film according to Example 1, and stored at 23 ° C. for 1 day. After storage, the tape was peeled off and attached to the SUS plate with a 2 kg roller. Subsequently, this tape was peeled from the SUS plate at an angle of 180 ° C. and a peeling speed of 0.3 m / min. The force required to pull and peel was measured. As the blank, the peel force when the tape was directly bonded to the SUS plate and peeled under the same conditions was measured, and the ratio (%) of the former peel force to the latter peel force was determined as the residual adhesion rate. It represents that the adhesive force of a tape is not falling, so that this value is large.
Claims (11)
Applications Claiming Priority (2)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| JP2015205976 | 2015-10-20 | ||
| JP2015205976 | 2015-10-20 |
Publications (2)
| Publication Number | Publication Date |
|---|---|
| JP2017078161A JP2017078161A (en) | 2017-04-27 |
| JP6299829B2 true JP6299829B2 (en) | 2018-03-28 |
Family
ID=58665236
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| JP2016182543A Active JP6299829B2 (en) | 2015-10-20 | 2016-09-20 | Thermosetting release coating agent, release film and release polyethylene terephthalate film |
Country Status (4)
| Country | Link |
|---|---|
| JP (1) | JP6299829B2 (en) |
| KR (1) | KR102577864B1 (en) |
| CN (1) | CN106867004B (en) |
| TW (1) | TWI742005B (en) |
Families Citing this family (14)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| WO2019004209A1 (en) * | 2017-06-27 | 2019-01-03 | 王子ホールディングス株式会社 | Releasable film |
| JP7259214B2 (en) * | 2018-05-31 | 2023-04-18 | 王子ホールディングス株式会社 | peelable film |
| JP7172468B2 (en) * | 2017-11-17 | 2022-11-16 | 荒川化学工業株式会社 | Thermosetting release coating agent and release film |
| JP7082890B2 (en) * | 2018-03-23 | 2022-06-09 | リンテック株式会社 | Release film for ceramic green sheet manufacturing process |
| JP6785924B2 (en) * | 2018-09-25 | 2020-11-18 | 日本化工塗料株式会社 | Thermosetting mold release coating agent and laminated film |
| WO2020153281A1 (en) * | 2019-01-22 | 2020-07-30 | 信越化学工業株式会社 | Resin composition for release paper or release film, and release paper or release film |
| JP6639712B1 (en) * | 2019-02-15 | 2020-02-05 | 桜宮化学株式会社 | Thermosetting release coating and thermosetting release coating kit |
| JP2020146890A (en) * | 2019-03-13 | 2020-09-17 | リンテック株式会社 | Process paper for synthetic leather and manufacturing method of process paper for synthetic leather |
| KR102235641B1 (en) * | 2019-03-20 | 2021-04-02 | 도레이첨단소재 주식회사 | Release film for carrier and manufacturing method thereof |
| KR102223435B1 (en) * | 2019-05-30 | 2021-03-04 | 도레이첨단소재 주식회사 | Release film |
| JP7325238B2 (en) * | 2019-06-14 | 2023-08-14 | 三井化学株式会社 | Thermosetting resin composition, cured product and laminate |
| KR20210097043A (en) * | 2020-01-29 | 2021-08-06 | 아라까와 가가꾸 고교 가부시끼가이샤 | Thermosetting peeling coating agent, cured product, and thermosetting peeling film and production method thereof |
| KR102507565B1 (en) * | 2020-07-17 | 2023-03-09 | 주식회사 에스디엠 | Coating agent, release film comprising of the same, MLCC fabricated by using the same, and method of fabricating of the these |
| KR102457454B1 (en) * | 2021-09-07 | 2022-10-21 | 도레이첨단소재 주식회사 | Release coating composition |
Family Cites Families (13)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| JPS6440571A (en) * | 1987-08-05 | 1989-02-10 | Nippon Paint Co Ltd | Coating resin composition |
| JPH0391570A (en) * | 1989-09-05 | 1991-04-17 | Daicel Chem Ind Ltd | Extensible coating composition |
| JP2001031893A (en) * | 1999-07-21 | 2001-02-06 | Kansai Paint Co Ltd | Coating composition containing aluminum pigment |
| JP2007106856A (en) * | 2005-10-13 | 2007-04-26 | Lintec Corp | Peeling agent composition and peelable sheet |
| JP4721914B2 (en) * | 2006-01-17 | 2011-07-13 | リンテック株式会社 | Process for producing release film |
| JP5328005B2 (en) * | 2006-12-25 | 2013-10-30 | 日立化成ポリマー株式会社 | Release agent composition for adhesive tape and release liner |
| SG187127A1 (en) * | 2010-08-11 | 2013-02-28 | Lintec Corp | Peeling agent composition, peeling sheet, and adhesive body |
| KR20120044528A (en) * | 2010-10-28 | 2012-05-08 | 동우 화인켐 주식회사 | Silicone release coating composition and release film using the same |
| JP5776957B2 (en) * | 2010-10-29 | 2015-09-09 | ナガセケムテックス株式会社 | Thermosetting conductive coating composition, optical film and protective film |
| JP2014151448A (en) | 2013-02-05 | 2014-08-25 | Daicel Corp | Method for producing release film and fiber-reinforced plastic |
| DE102013014683A1 (en) * | 2013-09-05 | 2015-03-05 | Mankiewicz Gebr. & Co. Gmbh & Co. Kg | Coating materials and their use in coating systems for components in vehicle interiors |
| JP6208047B2 (en) * | 2014-02-28 | 2017-10-04 | リンテック株式会社 | Peeling film for producing green sheet, method for producing peeling film for producing green sheet, method for producing green sheet, and green sheet |
| CN107249837B (en) * | 2015-03-27 | 2020-07-03 | 琳得科株式会社 | Release film for ceramic green sheet production process |
-
2016
- 2016-09-20 JP JP2016182543A patent/JP6299829B2/en active Active
- 2016-10-19 KR KR1020160135445A patent/KR102577864B1/en active IP Right Grant
- 2016-10-19 CN CN201610911394.5A patent/CN106867004B/en active Active
- 2016-10-20 TW TW105133821A patent/TWI742005B/en active
Also Published As
| Publication number | Publication date |
|---|---|
| KR102577864B1 (en) | 2023-09-12 |
| CN106867004B (en) | 2021-05-07 |
| KR20170046089A (en) | 2017-04-28 |
| TWI742005B (en) | 2021-10-11 |
| JP2017078161A (en) | 2017-04-27 |
| CN106867004A (en) | 2017-06-20 |
| TW201728710A (en) | 2017-08-16 |
Similar Documents
| Publication | Publication Date | Title |
|---|---|---|
| JP6299829B2 (en) | Thermosetting release coating agent, release film and release polyethylene terephthalate film | |
| JP6395011B2 (en) | Thermosetting release coating composition and release film | |
| TWI526495B (en) | A release agent composition, a release sheet and an adhesive body | |
| CN107107577B (en) | Ceramic green sheet manufacturing process stripping film | |
| KR102218939B1 (en) | Polyester adhesive composition and adhesive sheet | |
| JP2018028049A (en) | Thermosetting release coating agent, release film, and method for producing release film | |
| JP2012207166A (en) | Substrate-less double-sided pressure-sensitive adhesive sheet | |
| JP2013087225A (en) | Adhesive for optical film, adhesive sheet for optical film, adhesion method of optical film, optical film with adhesive layer, and display device | |
| TWI768060B (en) | Polyester-isocyanate coatings and labels including the same | |
| JP6310711B2 (en) | Release sheet and transfer sheet | |
| CN104073180A (en) | Adhesive sheet | |
| CN116096822A (en) | Release coating composition | |
| CN107418279B (en) | Thermosetting release coating agent, release film, and method for producing release film | |
| JP7172468B2 (en) | Thermosetting release coating agent and release film | |
| CN114075388A (en) | Thermosetting release coating agent, cured product, thermosetting release film, and method for producing same | |
| JP6955768B2 (en) | Adhesive composition | |
| JP2011189589A (en) | Mold release film for substrate-less double-sided pressure-sensitive adhesive sheet | |
| KR101960490B1 (en) | Silicone release film having an improved releasing property | |
| JP2018035224A (en) | Thermosetting release coating agent, manufacturing method of release film | |
| TWI850523B (en) | Thermosetting peeling coating agent, cured product, and thermosetting peeling film and method for producing the same | |
| KR102598209B1 (en) | Release coating composition | |
| JP7400748B2 (en) | Thermosetting release coating agent, cured product, thermosetting release film and manufacturing method thereof | |
| JPH03146523A (en) | Irradiated and bridged film in a strip form and production thereof | |
| JP2018002856A (en) | Release type coating agent and manufacturing method of release film | |
| KR102258167B1 (en) | Adhesive composition and protective sheet prepared from the same |
Legal Events
| Date | Code | Title | Description |
|---|---|---|---|
| A521 | Request for written amendment filed |
Free format text: JAPANESE INTERMEDIATE CODE: A523 Effective date: 20170209 |
|
| A621 | Written request for application examination |
Free format text: JAPANESE INTERMEDIATE CODE: A621 Effective date: 20170209 |
|
| A977 | Report on retrieval |
Free format text: JAPANESE INTERMEDIATE CODE: A971007 Effective date: 20170906 |
|
| A131 | Notification of reasons for refusal |
Free format text: JAPANESE INTERMEDIATE CODE: A131 Effective date: 20170914 |
|
| A521 | Request for written amendment filed |
Free format text: JAPANESE INTERMEDIATE CODE: A523 Effective date: 20171102 |
|
| TRDD | Decision of grant or rejection written | ||
| A01 | Written decision to grant a patent or to grant a registration (utility model) |
Free format text: JAPANESE INTERMEDIATE CODE: A01 Effective date: 20180130 |
|
| A61 | First payment of annual fees (during grant procedure) |
Free format text: JAPANESE INTERMEDIATE CODE: A61 Effective date: 20180212 |
|
| R150 | Certificate of patent or registration of utility model |
Ref document number: 6299829 Country of ref document: JP Free format text: JAPANESE INTERMEDIATE CODE: R150 |
|
| R250 | Receipt of annual fees |
Free format text: JAPANESE INTERMEDIATE CODE: R250 |
|
| R250 | Receipt of annual fees |
Free format text: JAPANESE INTERMEDIATE CODE: R250 |
|
| R250 | Receipt of annual fees |
Free format text: JAPANESE INTERMEDIATE CODE: R250 |
|
| R250 | Receipt of annual fees |
Free format text: JAPANESE INTERMEDIATE CODE: R250 |