JP7218992B2 - 感熱紙用硬化性オルガノポリシロキサン剥離剤組成物、感熱紙および感熱記録ラベルシ-ト - Google Patents
感熱紙用硬化性オルガノポリシロキサン剥離剤組成物、感熱紙および感熱記録ラベルシ-ト Download PDFInfo
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- JP7218992B2 JP7218992B2 JP2019557224A JP2019557224A JP7218992B2 JP 7218992 B2 JP7218992 B2 JP 7218992B2 JP 2019557224 A JP2019557224 A JP 2019557224A JP 2019557224 A JP2019557224 A JP 2019557224A JP 7218992 B2 JP7218992 B2 JP 7218992B2
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- 229910052731 fluorine Inorganic materials 0.000 description 1
- 125000001153 fluoro group Chemical group F* 0.000 description 1
- 235000013305 food Nutrition 0.000 description 1
- UPBDXRPQPOWRKR-UHFFFAOYSA-N furan-2,5-dione;methoxyethene Chemical compound COC=C.O=C1OC(=O)C=C1 UPBDXRPQPOWRKR-UHFFFAOYSA-N 0.000 description 1
- 239000008273 gelatin Substances 0.000 description 1
- 229920000159 gelatin Polymers 0.000 description 1
- 235000019322 gelatine Nutrition 0.000 description 1
- 235000011852 gelatine desserts Nutrition 0.000 description 1
- 235000019382 gum benzoic Nutrition 0.000 description 1
- 150000008282 halocarbons Chemical class 0.000 description 1
- 229910052736 halogen Inorganic materials 0.000 description 1
- 150000002367 halogens Chemical class 0.000 description 1
- 230000008543 heat sensitivity Effects 0.000 description 1
- HTDJPCNNEPUOOQ-UHFFFAOYSA-N hexamethylcyclotrisiloxane Chemical compound C[Si]1(C)O[Si](C)(C)O[Si](C)(C)O1 HTDJPCNNEPUOOQ-UHFFFAOYSA-N 0.000 description 1
- 125000004836 hexamethylene group Chemical group [H]C([H])([*:2])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])[*:1] 0.000 description 1
- FUZZWVXGSFPDMH-UHFFFAOYSA-N hexanoic acid Chemical compound CCCCCC(O)=O FUZZWVXGSFPDMH-UHFFFAOYSA-N 0.000 description 1
- 229920003063 hydroxymethyl cellulose Polymers 0.000 description 1
- 229940031574 hydroxymethyl cellulose Drugs 0.000 description 1
- 238000007689 inspection Methods 0.000 description 1
- 230000001678 irradiating effect Effects 0.000 description 1
- GJRQTCIYDGXPES-UHFFFAOYSA-N iso-butyl acetate Natural products CC(C)COC(C)=O GJRQTCIYDGXPES-UHFFFAOYSA-N 0.000 description 1
- FGKJLKRYENPLQH-UHFFFAOYSA-M isocaproate Chemical compound CC(C)CCC([O-])=O FGKJLKRYENPLQH-UHFFFAOYSA-M 0.000 description 1
- OQAGVSWESNCJJT-UHFFFAOYSA-N isovaleric acid methyl ester Natural products COC(=O)CC(C)C OQAGVSWESNCJJT-UHFFFAOYSA-N 0.000 description 1
- NLYAJNPCOHFWQQ-UHFFFAOYSA-N kaolin Chemical compound O.O.O=[Al]O[Si](=O)O[Si](=O)O[Al]=O NLYAJNPCOHFWQQ-UHFFFAOYSA-N 0.000 description 1
- 229910052622 kaolinite Inorganic materials 0.000 description 1
- 239000005453 ketone based solvent Substances 0.000 description 1
- 150000002576 ketones Chemical class 0.000 description 1
- 239000004611 light stabiliser Substances 0.000 description 1
- 230000033001 locomotion Effects 0.000 description 1
- 239000000314 lubricant Substances 0.000 description 1
- 238000003754 machining Methods 0.000 description 1
- ZLNQQNXFFQJAID-UHFFFAOYSA-L magnesium carbonate Chemical compound [Mg+2].[O-]C([O-])=O ZLNQQNXFFQJAID-UHFFFAOYSA-L 0.000 description 1
- 239000001095 magnesium carbonate Substances 0.000 description 1
- 229910000021 magnesium carbonate Inorganic materials 0.000 description 1
- 235000019359 magnesium stearate Nutrition 0.000 description 1
- 229910044991 metal oxide Inorganic materials 0.000 description 1
- 150000004706 metal oxides Chemical class 0.000 description 1
- QXLPXWSKPNOQLE-UHFFFAOYSA-N methylpentynol Chemical compound CCC(C)(O)C#C QXLPXWSKPNOQLE-UHFFFAOYSA-N 0.000 description 1
- 238000013508 migration Methods 0.000 description 1
- 230000005012 migration Effects 0.000 description 1
- 235000019426 modified starch Nutrition 0.000 description 1
- RQAQWBFHPMSXKR-UHFFFAOYSA-N n-(4-chlorophenyl)-3-(phosphonooxy)naphthalene-2-carboxamide Chemical compound OP(O)(=O)OC1=CC2=CC=CC=C2C=C1C(=O)NC1=CC=C(Cl)C=C1 RQAQWBFHPMSXKR-UHFFFAOYSA-N 0.000 description 1
- JHOKTNSTUVKGJC-UHFFFAOYSA-N n-(hydroxymethyl)octadecanamide Chemical compound CCCCCCCCCCCCCCCCCC(=O)NCO JHOKTNSTUVKGJC-UHFFFAOYSA-N 0.000 description 1
- LCTOXAHEDJCUII-UHFFFAOYSA-N n-carbamoyloctadecanamide Chemical compound CCCCCCCCCCCCCCCCCC(=O)NC(N)=O LCTOXAHEDJCUII-UHFFFAOYSA-N 0.000 description 1
- HWEOYOXBRATLKT-UHFFFAOYSA-N n-octadecylbenzamide Chemical compound CCCCCCCCCCCCCCCCCCNC(=O)C1=CC=CC=C1 HWEOYOXBRATLKT-UHFFFAOYSA-N 0.000 description 1
- 229910052757 nitrogen Inorganic materials 0.000 description 1
- 229910017464 nitrogen compound Inorganic materials 0.000 description 1
- 150000002830 nitrogen compounds Chemical class 0.000 description 1
- 229910000510 noble metal Inorganic materials 0.000 description 1
- 239000002736 nonionic surfactant Substances 0.000 description 1
- HMMGMWAXVFQUOA-UHFFFAOYSA-N octamethylcyclotetrasiloxane Chemical compound C[Si]1(C)O[Si](C)(C)O[Si](C)(C)O[Si](C)(C)O1 HMMGMWAXVFQUOA-UHFFFAOYSA-N 0.000 description 1
- TVMXDCGIABBOFY-UHFFFAOYSA-N octane Chemical compound CCCCCCCC TVMXDCGIABBOFY-UHFFFAOYSA-N 0.000 description 1
- WWZKQHOCKIZLMA-UHFFFAOYSA-N octanoic acid Chemical compound CCCCCCCC(O)=O WWZKQHOCKIZLMA-UHFFFAOYSA-N 0.000 description 1
- 125000002347 octyl group Chemical group [H]C([*])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])[H] 0.000 description 1
- 150000007524 organic acids Chemical class 0.000 description 1
- 235000005985 organic acids Nutrition 0.000 description 1
- 150000002897 organic nitrogen compounds Chemical class 0.000 description 1
- 150000001451 organic peroxides Chemical class 0.000 description 1
- 239000012860 organic pigment Substances 0.000 description 1
- 150000002898 organic sulfur compounds Chemical class 0.000 description 1
- 150000002903 organophosphorus compounds Chemical class 0.000 description 1
- TWNQGVIAIRXVLR-UHFFFAOYSA-N oxo(oxoalumanyloxy)alumane Chemical compound O=[Al]O[Al]=O TWNQGVIAIRXVLR-UHFFFAOYSA-N 0.000 description 1
- QNGNSVIICDLXHT-UHFFFAOYSA-N para-ethylbenzaldehyde Natural products CCC1=CC=C(C=O)C=C1 QNGNSVIICDLXHT-UHFFFAOYSA-N 0.000 description 1
- 230000035515 penetration Effects 0.000 description 1
- ISWSIDIOOBJBQZ-UHFFFAOYSA-N phenol group Chemical group C1(=CC=CC=C1)O ISWSIDIOOBJBQZ-UHFFFAOYSA-N 0.000 description 1
- 150000002989 phenols Chemical class 0.000 description 1
- QHDYIMWKSCJTIM-UHFFFAOYSA-N phenyl 1-hydroxynaphthalene-2-carboxylate Chemical compound C1=CC2=CC=CC=C2C(O)=C1C(=O)OC1=CC=CC=C1 QHDYIMWKSCJTIM-UHFFFAOYSA-N 0.000 description 1
- SRMZHGJLSDITLO-UHFFFAOYSA-N phenyl 3-hydroxynaphthalene-2-carboxylate Chemical compound OC1=CC2=CC=CC=C2C=C1C(=O)OC1=CC=CC=C1 SRMZHGJLSDITLO-UHFFFAOYSA-N 0.000 description 1
- NBIIXXVUZAFLBC-UHFFFAOYSA-K phosphate Chemical compound [O-]P([O-])([O-])=O NBIIXXVUZAFLBC-UHFFFAOYSA-K 0.000 description 1
- 239000010452 phosphate Substances 0.000 description 1
- OJMIONKXNSYLSR-UHFFFAOYSA-N phosphorous acid Chemical compound OP(O)O OJMIONKXNSYLSR-UHFFFAOYSA-N 0.000 description 1
- 150000003018 phosphorus compounds Chemical class 0.000 description 1
- 229920003023 plastic Polymers 0.000 description 1
- 239000004033 plastic Substances 0.000 description 1
- 239000002985 plastic film Substances 0.000 description 1
- PIZSEPSUZMIOQF-UHFFFAOYSA-N platinum;2,4,6,8-tetrakis(ethenyl)-2,4,6,8-tetramethyl-1,3,5,7,2,4,6,8-tetraoxatetrasilocane Chemical compound [Pt].C=C[Si]1(C)O[Si](C)(C=C)O[Si](C)(C=C)O[Si](C)(C=C)O1 PIZSEPSUZMIOQF-UHFFFAOYSA-N 0.000 description 1
- 229920003229 poly(methyl methacrylate) Polymers 0.000 description 1
- 229920000058 polyacrylate Polymers 0.000 description 1
- 229920005668 polycarbonate resin Polymers 0.000 description 1
- 239000004431 polycarbonate resin Substances 0.000 description 1
- 229920001225 polyester resin Polymers 0.000 description 1
- 239000004645 polyester resin Substances 0.000 description 1
- 229920000573 polyethylene Polymers 0.000 description 1
- 229920000139 polyethylene terephthalate Polymers 0.000 description 1
- 239000005020 polyethylene terephthalate Substances 0.000 description 1
- 229920000642 polymer Polymers 0.000 description 1
- 229920000098 polyolefin Polymers 0.000 description 1
- 229920001155 polypropylene Polymers 0.000 description 1
- 235000019422 polyvinyl alcohol Nutrition 0.000 description 1
- 239000010970 precious metal Substances 0.000 description 1
- 230000002035 prolonged effect Effects 0.000 description 1
- KRIOVPPHQSLHCZ-UHFFFAOYSA-N propiophenone Chemical compound CCC(=O)C1=CC=CC=C1 KRIOVPPHQSLHCZ-UHFFFAOYSA-N 0.000 description 1
- 125000001436 propyl group Chemical group [H]C([*])([H])C([H])([H])C([H])([H])[H] 0.000 description 1
- 239000011241 protective layer Substances 0.000 description 1
- 230000035484 reaction time Effects 0.000 description 1
- 230000009257 reactivity Effects 0.000 description 1
- 230000002441 reversible effect Effects 0.000 description 1
- 150000003839 salts Chemical class 0.000 description 1
- 230000035945 sensitivity Effects 0.000 description 1
- 125000005372 silanol group Chemical group 0.000 description 1
- 239000000741 silica gel Substances 0.000 description 1
- 229910002027 silica gel Inorganic materials 0.000 description 1
- 239000000377 silicon dioxide Substances 0.000 description 1
- 229920005573 silicon-containing polymer Polymers 0.000 description 1
- 239000013464 silicone adhesive Substances 0.000 description 1
- 239000004447 silicone coating Substances 0.000 description 1
- 229920002050 silicone resin Polymers 0.000 description 1
- 238000007767 slide coating Methods 0.000 description 1
- ZHROMWXOTYBIMF-UHFFFAOYSA-M sodium;1,3,7,9-tetratert-butyl-11-oxido-5h-benzo[d][1,3,2]benzodioxaphosphocine 11-oxide Chemical compound [Na+].C1C2=CC(C(C)(C)C)=CC(C(C)(C)C)=C2OP([O-])(=O)OC2=C1C=C(C(C)(C)C)C=C2C(C)(C)C ZHROMWXOTYBIMF-UHFFFAOYSA-M 0.000 description 1
- 238000004528 spin coating Methods 0.000 description 1
- 150000003413 spiro compounds Chemical class 0.000 description 1
- 238000005507 spraying Methods 0.000 description 1
- 239000008107 starch Substances 0.000 description 1
- 229940037312 stearamide Drugs 0.000 description 1
- 229920003048 styrene butadiene rubber Polymers 0.000 description 1
- 150000003464 sulfur compounds Chemical class 0.000 description 1
- 239000002344 surface layer Substances 0.000 description 1
- 239000004094 surface-active agent Substances 0.000 description 1
- 239000000454 talc Substances 0.000 description 1
- 229910052623 talc Inorganic materials 0.000 description 1
- 238000010345 tape casting Methods 0.000 description 1
- 238000012360 testing method Methods 0.000 description 1
- 229950011008 tetrachloroethylene Drugs 0.000 description 1
- FBEIPJNQGITEBL-UHFFFAOYSA-J tetrachloroplatinum Chemical compound Cl[Pt](Cl)(Cl)Cl FBEIPJNQGITEBL-UHFFFAOYSA-J 0.000 description 1
- 229920001169 thermoplastic Polymers 0.000 description 1
- 239000004416 thermosoftening plastic Substances 0.000 description 1
- 150000003568 thioethers Chemical class 0.000 description 1
- OGIDPMRJRNCKJF-UHFFFAOYSA-N titanium oxide Inorganic materials [Ti]=O OGIDPMRJRNCKJF-UHFFFAOYSA-N 0.000 description 1
- 150000003852 triazoles Chemical class 0.000 description 1
- BPSIOYPQMFLKFR-UHFFFAOYSA-N trimethoxy-[3-(oxiran-2-ylmethoxy)propyl]silane Chemical compound CO[Si](OC)(OC)CCCOCC1CO1 BPSIOYPQMFLKFR-UHFFFAOYSA-N 0.000 description 1
- JNRUXZIXAXHXTN-UHFFFAOYSA-N trimethyl(2-methylbut-3-yn-2-yloxy)silane Chemical compound C#CC(C)(C)O[Si](C)(C)C JNRUXZIXAXHXTN-UHFFFAOYSA-N 0.000 description 1
- NWMVPLQDJXJDEW-UHFFFAOYSA-N trimethyl(3-methylpent-1-yn-3-yloxy)silane Chemical compound CCC(C)(C#C)O[Si](C)(C)C NWMVPLQDJXJDEW-UHFFFAOYSA-N 0.000 description 1
- ODHXBMXNKOYIBV-UHFFFAOYSA-N triphenylamine Chemical compound C1=CC=CC=C1N(C=1C=CC=CC=1)C1=CC=CC=C1 ODHXBMXNKOYIBV-UHFFFAOYSA-N 0.000 description 1
- 239000001993 wax Substances 0.000 description 1
- 125000001834 xanthenyl group Chemical class C1=CC=CC=2OC3=CC=CC=C3C(C12)* 0.000 description 1
- 239000008096 xylene Substances 0.000 description 1
- 239000004246 zinc acetate Substances 0.000 description 1
- 229940098697 zinc laurate Drugs 0.000 description 1
- XOOUIPVCVHRTMJ-UHFFFAOYSA-L zinc stearate Chemical compound [Zn+2].CCCCCCCCCCCCCCCCCC([O-])=O.CCCCCCCCCCCCCCCCCC([O-])=O XOOUIPVCVHRTMJ-UHFFFAOYSA-L 0.000 description 1
- LPEBYPDZMWMCLZ-CVBJKYQLSA-L zinc;(z)-octadec-9-enoate Chemical compound [Zn+2].CCCCCCCC\C=C/CCCCCCCC([O-])=O.CCCCCCCC\C=C/CCCCCCCC([O-])=O LPEBYPDZMWMCLZ-CVBJKYQLSA-L 0.000 description 1
- JDLYKQWJXAQNNS-UHFFFAOYSA-L zinc;dibenzoate Chemical compound [Zn+2].[O-]C(=O)C1=CC=CC=C1.[O-]C(=O)C1=CC=CC=C1 JDLYKQWJXAQNNS-UHFFFAOYSA-L 0.000 description 1
- IJQXGKBNDNQWAT-UHFFFAOYSA-L zinc;docosanoate Chemical compound [Zn+2].CCCCCCCCCCCCCCCCCCCCCC([O-])=O.CCCCCCCCCCCCCCCCCCCCCC([O-])=O IJQXGKBNDNQWAT-UHFFFAOYSA-L 0.000 description 1
- GPYYEEJOMCKTPR-UHFFFAOYSA-L zinc;dodecanoate Chemical compound [Zn+2].CCCCCCCCCCCC([O-])=O.CCCCCCCCCCCC([O-])=O GPYYEEJOMCKTPR-UHFFFAOYSA-L 0.000 description 1
- CHJMFFKHPHCQIJ-UHFFFAOYSA-L zinc;octanoate Chemical compound [Zn+2].CCCCCCCC([O-])=O.CCCCCCCC([O-])=O CHJMFFKHPHCQIJ-UHFFFAOYSA-L 0.000 description 1
Classifications
-
- C—CHEMISTRY; METALLURGY
- C09—DYES; PAINTS; POLISHES; NATURAL RESINS; ADHESIVES; COMPOSITIONS NOT OTHERWISE PROVIDED FOR; APPLICATIONS OF MATERIALS NOT OTHERWISE PROVIDED FOR
- C09J—ADHESIVES; NON-MECHANICAL ASPECTS OF ADHESIVE PROCESSES IN GENERAL; ADHESIVE PROCESSES NOT PROVIDED FOR ELSEWHERE; USE OF MATERIALS AS ADHESIVES
- C09J7/00—Adhesives in the form of films or foils
- C09J7/40—Adhesives in the form of films or foils characterised by release liners
- C09J7/401—Adhesives in the form of films or foils characterised by release liners characterised by the release coating composition
-
- 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
- C09D183/00—Coating compositions based on 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; Coating compositions based on derivatives of such polymers
- C09D183/04—Polysiloxanes
-
- C—CHEMISTRY; METALLURGY
- C09—DYES; PAINTS; POLISHES; NATURAL RESINS; ADHESIVES; COMPOSITIONS NOT OTHERWISE PROVIDED FOR; APPLICATIONS OF MATERIALS NOT OTHERWISE PROVIDED FOR
- C09J—ADHESIVES; NON-MECHANICAL ASPECTS OF ADHESIVE PROCESSES IN GENERAL; ADHESIVE PROCESSES NOT PROVIDED FOR ELSEWHERE; USE OF MATERIALS AS ADHESIVES
- C09J7/00—Adhesives in the form of films or foils
- C09J7/40—Adhesives in the form of films or foils characterised by release liners
- C09J7/405—Adhesives in the form of films or foils characterised by release liners characterised by the substrate of the release liner
-
- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08G—MACROMOLECULAR COMPOUNDS OBTAINED OTHERWISE THAN BY REACTIONS ONLY INVOLVING UNSATURATED CARBON-TO-CARBON BONDS
- C08G77/00—Macromolecular compounds obtained by reactions forming a linkage containing silicon with or without sulfur, nitrogen, oxygen or carbon in the main chain of the macromolecule
- C08G77/04—Polysiloxanes
- C08G77/12—Polysiloxanes containing silicon bound to hydrogen
-
- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08G—MACROMOLECULAR COMPOUNDS OBTAINED OTHERWISE THAN BY REACTIONS ONLY INVOLVING UNSATURATED CARBON-TO-CARBON BONDS
- C08G77/00—Macromolecular compounds obtained by reactions forming a linkage containing silicon with or without sulfur, nitrogen, oxygen or carbon in the main chain of the macromolecule
- C08G77/04—Polysiloxanes
- C08G77/20—Polysiloxanes containing silicon bound to unsaturated aliphatic groups
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- C—CHEMISTRY; METALLURGY
- C09—DYES; PAINTS; POLISHES; NATURAL RESINS; ADHESIVES; COMPOSITIONS NOT OTHERWISE PROVIDED FOR; APPLICATIONS OF MATERIALS NOT OTHERWISE PROVIDED FOR
- C09J—ADHESIVES; NON-MECHANICAL ASPECTS OF ADHESIVE PROCESSES IN GENERAL; ADHESIVE PROCESSES NOT PROVIDED FOR ELSEWHERE; USE OF MATERIALS AS ADHESIVES
- C09J2203/00—Applications of adhesives in processes or use of adhesives in the form of films or foils
- C09J2203/334—Applications of adhesives in processes or use of adhesives in the form of films or foils as a label
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- C—CHEMISTRY; METALLURGY
- C09—DYES; PAINTS; POLISHES; NATURAL RESINS; ADHESIVES; COMPOSITIONS NOT OTHERWISE PROVIDED FOR; APPLICATIONS OF MATERIALS NOT OTHERWISE PROVIDED FOR
- C09J—ADHESIVES; NON-MECHANICAL ASPECTS OF ADHESIVE PROCESSES IN GENERAL; ADHESIVE PROCESSES NOT PROVIDED FOR ELSEWHERE; USE OF MATERIALS AS ADHESIVES
- C09J2301/00—Additional features of adhesives in the form of films or foils
- C09J2301/40—Additional features of adhesives in the form of films or foils characterized by the presence of essential components
- C09J2301/416—Additional features of adhesives in the form of films or foils characterized by the presence of essential components use of irradiation
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- C—CHEMISTRY; METALLURGY
- C09—DYES; PAINTS; POLISHES; NATURAL RESINS; ADHESIVES; COMPOSITIONS NOT OTHERWISE PROVIDED FOR; APPLICATIONS OF MATERIALS NOT OTHERWISE PROVIDED FOR
- C09J—ADHESIVES; NON-MECHANICAL ASPECTS OF ADHESIVE PROCESSES IN GENERAL; ADHESIVE PROCESSES NOT PROVIDED FOR ELSEWHERE; USE OF MATERIALS AS ADHESIVES
- C09J2400/00—Presence of inorganic and organic materials
- C09J2400/20—Presence of organic materials
- C09J2400/28—Presence of paper
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- C—CHEMISTRY; METALLURGY
- C09—DYES; PAINTS; POLISHES; NATURAL RESINS; ADHESIVES; COMPOSITIONS NOT OTHERWISE PROVIDED FOR; APPLICATIONS OF MATERIALS NOT OTHERWISE PROVIDED FOR
- C09J—ADHESIVES; NON-MECHANICAL ASPECTS OF ADHESIVE PROCESSES IN GENERAL; ADHESIVE PROCESSES NOT PROVIDED FOR ELSEWHERE; USE OF MATERIALS AS ADHESIVES
- C09J2483/00—Presence of polysiloxane
- C09J2483/005—Presence of polysiloxane in the release coating
-
- Y—GENERAL TAGGING OF NEW TECHNOLOGICAL DEVELOPMENTS; GENERAL TAGGING OF CROSS-SECTIONAL TECHNOLOGIES SPANNING OVER SEVERAL SECTIONS OF THE IPC; TECHNICAL SUBJECTS COVERED BY FORMER USPC CROSS-REFERENCE ART COLLECTIONS [XRACs] AND DIGESTS
- Y10—TECHNICAL SUBJECTS COVERED BY FORMER USPC
- Y10T—TECHNICAL SUBJECTS COVERED BY FORMER US CLASSIFICATION
- Y10T428/00—Stock material or miscellaneous articles
- Y10T428/14—Layer or component removable to expose adhesive
- Y10T428/1452—Polymer derived only from ethylenically unsaturated monomer
- Y10T428/1457—Silicon
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Life Sciences & Earth Sciences (AREA)
- Engineering & Computer Science (AREA)
- Materials Engineering (AREA)
- Wood Science & Technology (AREA)
- Paper (AREA)
- Laminated Bodies (AREA)
- Compositions Of Macromolecular Compounds (AREA)
Description
工程(I):感熱発色層を備えた基材上に、上記の感熱紙用硬化性オルガノポリシロキサン剥離剤組成物を塗布する工程、および
工程(II):基材上で、感熱紙用硬化性オルガノポリシロキサン剥離剤組成物を上記の感熱発色層が実質的に発色または変色しない温度、好適には、70~100℃で硬化させ、剥離層を形成する工程
工程(I´):感熱発色層を備えた基材上に、(E)光重合開始剤を含有する上記の感熱紙用硬化性オルガノポリシロキサン剥離剤組成物を塗布する工程、および
工程(II´):基材上で、感熱紙用硬化性オルガノポリシロキサン剥離剤組成物を、加熱およびエネルギー線の組み合わせにより硬化させ、剥離層を形成する工程
まず、本発明の硬化性オルガノポリシロキサン組成物について説明する。上記の課題を解決すべく、本発明の硬化性オルガノポリシロキサン組成物は、主として紙または樹脂フィルムであるシート状の基材上の全面または一部に感熱発色層を備え、サーマルヘッドを有するプリンターにより印字可能な感熱紙について、その表面にトップコート層として剥離層を形成させる目的で使用される、その用途および機能が限定された硬化性オルガノポリシロキサン組成物である。本発明にかかる組成物は、感熱紙特有の課題解決を目的として選択的に設計されており、課題の項で指摘したとおり、組成上または製造上の他の手段では感熱紙特有の課題に対する平易かつ包括的な解決手段とならないためである。
(D)ヒドロシリル化反応抑制剤を含有してなり、好適には、さらに、(E)光重合開始剤およびその他の任意成分を含む。また、本発明の硬化性オルガノポリシロキサン組成物は溶剤型でも無溶剤型であってもよいが、無溶剤型の組成物であることが好ましい。
{(Raのビニル部分の分子量:約27)×(m+2)}/全体の分子量 ×100 (質量%)
で表わされ、a1)成分は、上記式(1)において、炭素原子数4~12のアルケニル基中のビニル(CH2=CH-)部分の含有量が0.5~3.0質量%の範囲、より好適には1.0~2.0質量%の範囲となる条件を満たすオルガノポリシロキサンである。
(2)4,4-ビス(ジメチルアミノ)ベンズヒドリンベンジルエーテル、N-2,4,5-トリクロロフェニルロイコオーラミンなどのジフェニルメタン系化合物;
(3)ローダミン-β-アニリノラクタム、3-(N-メチル-N-シクロヘキシルアミノ)-6-メチル-7-アニリノフルオラン、3-ジエチルアミノ-7-オクチルアミノフルオラン、3-ジエチルアミノ-7-(2-クロロアニリノ)フルオラン、3-ジエチルアミノ-6-メチル-7-アニリノフルオラン、3-ジエチルアミノ-6-メチル- 7-(2,4-ジメチルアニリノ)フルオラン、3-ジエチルアミノ-7-ジベンジルアミノフルオラン、3-ジエチルアミノ-6-クロロ-7-(β-エトキシエチルアミノ) フルオラン、3-ジエチルアミノ-6-クロロ-7-(γ-クロロプロピルアミノ)フルオラン、3-(N-エチル-N-イソアミルアミノ)-6-メチル-7-アニリノフルオラン、3-(N-エチル-N-エトキシエチルアミノ)-6-メチル-7-アニリノフルオラン、3-(N-エチル-N-テトラヒドロフルフリルアミノ)-6-メチル-7-アニリノフルオラン、3-(N-エチル-N-トリルアミノ)-6-メチル-7-アニリノフルオラン、3-ジブチルアミノ-6-メチル-7-アニリノフルオラン、3-ジブチルアミノ-7-(2-クロロアニリノ)フルオラン、3-ジペンチルアミノ-6-メチル-7-アニリノフルオラン、3-ピペリジノ-6-メチル-7-アニリノフルオラン、3- (4-アニリノ)アニリノ-6-メチル-7-クロロフルオランなどのキサンテン系化合物;
(4)ベンゾイルロイコメチレンブル-、p-ニトロベンゾイルロイコメチレンブル-などのチアジン系化合物;
(5)3-メチルスピロジナフトピラン、3-エチルスピロジナフトピラン、3-ベンジルスピロジナフトピラン、3-メチルナフト-(3-メトキシベンゾ)スピロピランなどのスピロ系化合物;
(6)その他、3,5’,6-トリス(ジメチルアミノ)-スピロ〔9H-フルオレン-9,1’(3’H)-イソベンゾフラン〕-3’-オン、1,1-ビス〔2-(4-ジメチルアミノフェニル)-2-(4-メトキシフェニル)エテニル〕-4,5,6,7-テ
トラクロロ(3H)イソベンゾフラン-3-オンなどが挙げられ、これらの染料は1種または2種以上を混合して用いることができる。
工程(I):感熱発色層を備えた基材上に、本発明の感熱紙用硬化性オルガノポリシロキサン剥離剤組成物を塗布する工程、および
工程(II):基材上で、感熱紙用硬化性オルガノポリシロキサン剥離剤組成物を上記の感熱発色層が実質的に発色または変色しない温度、好適には、70~100℃で硬化させ、剥離層を形成する工程
を備えた製造法により得ることができる。ここで、塗布方法、感熱発色層を備えた基材である感熱紙の構成等は上記の通りであり、工程(II)における硬化条件は前記の範囲でさらに好ましい範囲を設計することが可能である。
工程(I´):感熱発色層を備えた基材上に、上記の成分(E)を含む感熱紙用硬化性オルガノポリシロキサン剥離剤組成物を塗布する工程、および
工程(II´):基材上で、感熱紙用硬化性オルガノポリシロキサン剥離剤組成物を、加熱およびエネルギー線の組み合わせにより硬化させ、剥離層を形成する工程
を備えた製造法により得ることができる。ここで、塗布方法、感熱発色層を備えた基材である感熱紙の構成等は上記の通りであり、工程(II)における硬化条件は前記の範囲でさらに好ましい範囲を設計することが可能である。
硬化性オルガノポリシロキサン組成物を、印刷適正試験機[テスター産業株式会社;RI-2]を用いて市販の感熱紙(株式会社リコー製、サーマルペーパー135LA-1)表面に、固形分換算量で1.00g/m2となる量で塗工した。塗工後に、上記組成物が塗工された基材を、熱風循環式オーブン中で各表に示す条件で加熱処理または加熱後に紫外線照射することにより、感熱紙表面にオルガノポリシロキサンの硬化層を形成させた。
各組成物を上記同様に市販の感熱紙(株式会社リコー製、サーマルペーパー135LA-1)上に印刷適正試験機[テスター産業株式会社;RI-2]を用いて塗工し、80℃、90℃、100℃および110℃の各温度で30秒間加熱処理を行い、実施例2についてはさらに、紫外線照射を行った後、各硬化層皮膜形成の判定は、皮膜表面を指で強く5回(5往復)こすり、以下の基準によりくもり(スミヤー)の有無を目視により判定した。
○:皮膜表面を指で擦った後も、皮膜表面にくもり(スミヤー)が認められない
△:皮膜表面を指で擦った後、皮膜表面に僅かなくもり(スミヤー)が認める
×:皮膜表面を指で擦った後、皮膜表面にくもり(スミヤー)が認める
[ポットライフ:40℃における可使時間]
混合後の各組成物を40℃で放置し、組成物全体がゲル化するまでの時間を測定した。4時間以上の組成物がゲル化しなければ、可使時間として実用上十分として○とし、組成物がゲル化するまで1時間以下の場合は可使時間が不十分として、×と評価した。
[剥離力評価:初期剥離力(1日養生)および経時剥離力(1週間養生)]
実施例又は比較例の無溶剤型剥離性硬化皮膜形成性シリコーン組成物を、印刷適正試験機[テスター産業株式会社;RI-2]を用いて市販の感熱紙(株式会社リコー製、サーマルペーパー135LA-1)にシロキサン換算で1.0g/m2となる量塗工した後、100℃で30秒硬化させて硬化皮膜を得た。これをさらに25℃、湿度60%の条件下で1日養生させた後、硬化皮膜面にアクリル系エマルジョン型粘着剤[東洋インキ(株)製、商品名オリバインBPW6116A]をウェット厚が100μmとなるようにアプリケーターを用いて均一に塗布し、100℃で2分乾燥した。次いでこれに貼り合せ紙を貼り合せた後、20g/cm2の荷重をかけて、25℃、湿度60%の条件下で1日放置した。次に引張り試験機を用いて、貼り合せ紙を180°方向に0.3m/分の速度で引っ張ったときの剥離力を測定した結果を初期剥離力として評価した。
一方、上記同様に硬化皮膜を得て、これをさらに25℃、湿度60%の条件下で1週間養生させた後、上記同様に引張り試験機を用いて剥離力を測定した結果を経時剥離力として評価した。なお、試料幅はすべて5cmとし、上記の硬化性評価において硬化不良と評価される場合は剥離力の測定を行わないものとした。
[感熱紙の表面発色性評価]
市販の感熱紙(株式会社リコー製、サーマルペーパー135LA-1)表面に、上記の硬化性オルガノポリシロキサン組成物を塗工した後、各硬化条件で一定時間(30秒間)加熱した後の感熱紙の発色の有無を以下の基準で評価した。
発色無し(○):加熱後に感熱紙の発色が確認できなかった(白色)
発色有り(●):加熱後に感熱紙表面が薄く黒色に発色し、白色紙がグレーになった
なお、結果は実施例/比較例に用いた組成物で共通であり、感熱紙の加熱温度および加熱時間のみに依存する結果であったので、表1の左側にまとめて示した。本試験条件においては、110℃-30秒の加熱では、感熱紙の発色が発生するので、硬化条件として好ましくない。
[剥離層の密着性評価]
上記の[硬化性評価]同様にして、感熱紙表面にオルガノポリシロキサンの硬化層(=剥離層)を形成させ、表2に示す各条件において、剥離層の感熱紙への密着性を評価した。密着性は、皮膜表面を指で強く5回(5往復)こすり、皮膜の脱落(ラブオフ)の有無を目視で判定した。
○:感熱紙からの剥離層の脱落なし
Δ:感熱紙からの剥離層の脱落が僅かに生じる
×:感熱紙からの剥離層の脱落が生じる
(A)分子鎖両末端および側鎖にヘキセニル基を有するポリジメチルシロキサン(粘度200mPa・s、ヘキセニル基中のビニル(CH2=CH-)部分の含有量 1.15質量%) 93.76部、(B1-1)粘度25mPa・sの分子鎖両末端トリメチルシロキシ基封鎖ジメチルメチルハイドロジェンポリシロキサン 3.00部、(B1-2)粘度20mPa・sの分子鎖両末端トリメチルシロキシ基封鎖ジメチルメチルハイドロジェンポリシロキサン 3.00部、(C)塩化白金酸・1,3-ジビニル-1,1,3,3-テトラメチルジシロキサン錯体(白金金属含有率0.6質量%)を白金金属量が全組成物中195、260ppmとなる量、(D1)1-エチニル-1-シクロヘキサノール(ETCH) 0.23部およびメチル(トリス(1,1-ジメチル-2-プロピニロキシ))シラン 0.01部を均一に混合し、硬化性オルガノポリシロキサン組成物を得た。各白金量の組成物について、熱風循環式オーブン中で表1に示す硬化温度および硬化時間で感熱紙上に硬化層を形成させ、その硬化性等を評価した結果を表1に示した。なお、組成物1において(A)成分中のビニル部分に対する(B1-1)および(B1-2)成分中のケイ素原子結合水素原子の物質量比(=SiH/Vi比)は、1.95である。
上記の組成物1に、さらに、(E)ジエトキシアセトフェノン 0.01部を添加配合したほかは実施例1と同様にして、硬化性オルガノポリシロキサン組成物を得た。各白金量の組成物について、表1に示す硬化温度および硬化時間で感熱紙上に硬化層を形成させ、その硬化性、表1に示した。ただし、組成物2については、紫外線硬化性を有するため、熱風循環式オーブン中で表1に示す硬化温度および硬化時間で感熱紙上に硬化層を形成させ、さらに、紫外線照射(アイグラフィックス(株)アイグランデ、照射エネルギー全量:110mJ/cm2)することにより、感熱紙上に硬化層を形成させ、その硬化性等を評価した結果を表1に示した。組成物2のSiH/Vi比は組成物1と同様に、1.95である。
成分(A)に代えて、(AX)分子鎖両末端および側鎖にビニル基を有するポリジメチルシロキサン(粘度200mPa・s、ビニル(CH2=CH-)基の含有量 1.20質量%) 93.76部を用い、かつ、成分(C)について白金金属量が全組成物中195、260、325ppmとなる量を配合した他は実施例1と同様にして、硬化性オルガノポリシロキサン組成物を得た。各白金量の組成物について、熱風循環式オーブン中で表1に示す硬化温度および硬化時間で感熱紙上に硬化層を形成させ、その硬化性等を評価した結果を表1に示した。なお、比較組成物1において(AX)成分中のビニル部分に対する(B1-1)および(B1-2)成分中のケイ素原子結合水素原子の物質量比(=SiH/Vi比)は、1.96である。
成分(A)に代えて、(AX)分子鎖両末端および側鎖にビニル基を有するポリジメチルシロキサン(粘度200mPa・s、ビニル(CH2=CH-)基の含有量 1.20質量%) 90.76部を用い、(B1-1)粘度25mPa・sの分子鎖両末端トリメチルシロキシ基封鎖ジメチルメチルハイドロジェンポリシロキサン 4.50部、(B1-2)粘度20mPa・sの分子鎖両末端トリメチルシロキシ基封鎖ジメチルメチルハイドロジェンポリシロキサン 4.50部を配合し、かつ、成分(C)について白金金属量が全組成物中195、260、325ppmとなる量を配合した他は実施例1と同様にして、硬化性オルガノポリシロキサン組成物を得た。各白金量の組成物について、熱風循環式オーブン中で表1に示す硬化温度および硬化時間で感熱紙上に硬化層を形成させ、その硬化性等を評価した結果を表1に示した。なお、比較組成物2において(AX)成分中のビニル部分に対する(B1-1)および(B1-2)成分中のケイ素原子結合水素原子の物質量比(=SiH/Vi比)は、3.00である。
感熱紙の発色の有無から、感熱紙上に硬化性オルガノポリシロキサン組成物を用いて剥離層を形成する場合、硬化時間30秒において、110℃未満の温度を採用する必要があり、これ以上の温度で硬化しても本発明の課題を有効に解決することができない。ここで、実施例1および実施例2においては、白金(Pt)触媒量195ppm, 260ppmのいずれにおいても、100℃以下の低温で感熱紙上に剥離層を形成することができ、かつ、剥離力が260~360mN/5cmの範囲にあり、比較的軽い剥離力を呈し、かつた。また、当該組成物は、40℃において4時間以上ゲル化せず、実用上十分なポットライフを有する。
上記の組成物1に、さらに、(B2)粘度200mPa・sの分子鎖両末端トリメチルシロキシ基封鎖ジメチルメチルハイドロジェンポリシロキサン 0.50部を加えたものを組成物3-1とした。なお、組成物1において(A)成分中のビニル部分に対する(B1)~(B3)成分中のケイ素原子結合水素原子の物質量比(=SiH/Vi比)は、2.16である。
上記の組成物1に、さらに、(B2)粘度200mPa・sの分子鎖両末端トリメチルシロキシ基封鎖ジメチルメチルハイドロジェンポリシロキサン 1.0部を加えたものを組成物3-1とした。なお、組成物1において(A)成分中のビニル部分に対する(B1)~(B3)成分中のケイ素原子結合水素原子の物質量比(=SiH/Vi比)は、2.36である。
実施例1により得られた剥離層を備えた感熱紙は、23℃、湿度80%の条件では十分な密着性を備えていたが、より過酷な40℃、湿度90%の条件では日数の経過に従い、密着不良を生じる場合がある。しかしながら、(B2)成分を更に含む実施例3-1、3-2においては、40℃、湿度90%で10日間経過しても良好な密着性を有しており、(B2)成分の使用により、より優れた密着性が実現可能であることを確認した。
Claims (12)
- (A)炭素原子数4~12のアルケニル基を有し、前記アルケニル基中のビニル(CH2=CH-)部分の含有量が0.5~3.0質量%である1種類以上のオルガノポリシロキサン、
(B)一分子中に2以上のケイ素結合水素原子(Si-H)を有するオルガノハイドロジェンポリシロキサンであって、(B1)25℃における粘度が2.5~50mPa・sの範囲にあるオルガノハイドロジェンポリシロキサン、および(B2)25℃における粘度が100~500mPa・sの範囲にあるオルガノハイドロジェンポリシロキサンを質量比で75:25~85:15の範囲で混合してなるオルガノハイドロジェンポリシロキサン混合物、
(C)ヒドロシリル化反応触媒、および
(D)ヒドロシリル化反応抑制剤
を含有してなり、成分(A)中の炭素-炭素二重結合1モルに対して、成分(B)中のケイ素原子結合水素原子が、1.0~4.0モルとなる範囲の量である、感熱紙用硬化性オルガノポリシロキサン剥離剤組成物。 - 成分(A)中の炭素-炭素二重結合1モルに対して、成分(B)中のケイ素原子結合水素原子が、1.5~3.0モルとなる範囲の量である、請求項1に記載の感熱紙用硬化性オルガノポリシロキサン剥離剤組成物。
- 成分(A)が、前記炭素原子数4~12のアルケニル基としてヘキセニル基を含むオルガノポリシロキサンであり、組成物中の炭素原子数4未満のアルケニル基を有するオルガノポリシロキサンの含有量が成分(A)の5.0質量%以下であることを特徴とする、請求項1または請求項2に記載の感熱紙用硬化性オルガノポリシロキサン剥離剤組成物。
- さらに、(E)光重合開始剤を含有する、請求項1~3のいずれか1項に記載の感熱紙用硬化性オルガノポリシロキサン剥離剤組成物。
- 25℃における組成物全体の粘度が100~50,000mPa・sである、請求項1~4のいずれか1項に記載の感熱紙用硬化性オルガノポリシロキサン剥離剤組成物。
- 無溶剤型の組成物である、請求項1~5のいずれか一項に記載の感熱紙用硬化性オルガノポリシロキサン剥離剤組成物。
- 請求項1~6のいずれか一項に記載の感熱紙用硬化性オルガノポリシロキサン剥離剤組成物を硬化させてなる剥離層を有する感熱紙。
- 剥離層が感熱発色層上または感熱発色層上に形成した中間層上に形成されていることを特徴とする、請求項7の感熱紙。
- 請求項7または請求項8に記載の感熱紙を含む感熱記録ラベルシ-ト。
- 請求項7または請求項8に記載の感熱紙を含み、接着層が感熱紙上の剥離層と対向した構造を有するライナーレス感熱記録ラベルシ-ト。
- 工程(I):感熱発色層を備えた基材上に、請求項1~6のいずれか一項に記載の感熱紙用硬化性オルガノポリシロキサン剥離剤組成物を塗布する工程、および
工程(II):基材上で、感熱紙用硬化性オルガノポリシロキサン剥離剤組成物を上記の感熱発色層が実質的に発色または変色しない温度で硬化させ、剥離層を形成する工程
を含む、感熱紙またはそれを含むラベルの製造方法。 - 工程(I´):感熱発色層を備えた基材上に、請求項4に記載の感熱紙用硬化性オルガノポリシロキサン剥離剤組成物を塗布する工程、および
工程(II´):基材上で、感熱紙用硬化性オルガノポリシロキサン剥離剤組成物を、加熱およびエネルギー線の組み合わせにより硬化させ、剥離層を形成する工程
を含む、感熱紙またはそれを含むラベルの製造方法。
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CN111315841B (zh) | 2023-02-21 |
US20210189193A1 (en) | 2021-06-24 |
WO2019107334A1 (ja) | 2019-06-06 |
TWI801458B (zh) | 2023-05-11 |
EP3719096A1 (en) | 2020-10-07 |
EP3719096A4 (en) | 2021-08-25 |
CN111315841A (zh) | 2020-06-19 |
JPWO2019107334A1 (ja) | 2020-12-17 |
TW201925352A (zh) | 2019-07-01 |
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