WO2020137401A1 - Composition de résine photodurcissable et procédé de fabrication d'un appareil d'affichage d'image - Google Patents
Composition de résine photodurcissable et procédé de fabrication d'un appareil d'affichage d'image Download PDFInfo
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- WO2020137401A1 WO2020137401A1 PCT/JP2019/047447 JP2019047447W WO2020137401A1 WO 2020137401 A1 WO2020137401 A1 WO 2020137401A1 JP 2019047447 W JP2019047447 W JP 2019047447W WO 2020137401 A1 WO2020137401 A1 WO 2020137401A1
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- WIPO (PCT)
- Prior art keywords
- resin composition
- photocurable resin
- meth
- component
- image display
- Prior art date
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- 239000011342 resin composition Substances 0.000 title claims abstract description 132
- 238000000034 method Methods 0.000 title claims description 30
- 238000004519 manufacturing process Methods 0.000 title claims description 28
- NIXOWILDQLNWCW-UHFFFAOYSA-M Acrylate Chemical compound [O-]C(=O)C=C NIXOWILDQLNWCW-UHFFFAOYSA-M 0.000 claims abstract description 90
- 125000002887 hydroxy group Chemical group [H]O* 0.000 claims abstract description 50
- 239000000178 monomer Substances 0.000 claims abstract description 48
- 229920000058 polyacrylate Polymers 0.000 claims abstract description 34
- 238000000576 coating method Methods 0.000 claims abstract description 23
- 239000003999 initiator Substances 0.000 claims abstract description 21
- 125000003647 acryloyl group Chemical group O=C([*])C([H])=C([H])[H] 0.000 claims abstract description 16
- 238000007599 discharging Methods 0.000 claims abstract description 5
- 239000011347 resin Substances 0.000 claims description 56
- 229920005989 resin Polymers 0.000 claims description 56
- 238000001723 curing Methods 0.000 claims description 35
- -1 2-hydroxypropyl Chemical group 0.000 claims description 18
- 238000006356 dehydrogenation reaction Methods 0.000 claims description 15
- 239000011248 coating agent Substances 0.000 claims description 12
- 238000000016 photochemical curing Methods 0.000 claims description 10
- 230000001678 irradiating effect Effects 0.000 claims description 9
- DAKWPKUUDNSNPN-UHFFFAOYSA-N Trimethylolpropane triacrylate Chemical compound C=CC(=O)OCC(CC)(COC(=O)C=C)COC(=O)C=C DAKWPKUUDNSNPN-UHFFFAOYSA-N 0.000 claims description 4
- 238000010030 laminating Methods 0.000 claims description 4
- YLHXLHGIAMFFBU-UHFFFAOYSA-N methyl phenylglyoxalate Chemical compound COC(=O)C(=O)C1=CC=CC=C1 YLHXLHGIAMFFBU-UHFFFAOYSA-N 0.000 claims description 4
- SXIFAEWFOJETOA-UHFFFAOYSA-N 4-hydroxy-butyl Chemical group [CH2]CCCO SXIFAEWFOJETOA-UHFFFAOYSA-N 0.000 claims description 3
- 229920001577 copolymer Polymers 0.000 claims 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 claims description 3
- GOXQRTZXKQZDDN-UHFFFAOYSA-N 2-Ethylhexyl acrylate Chemical compound CCCCC(CC)COC(=O)C=C GOXQRTZXKQZDDN-UHFFFAOYSA-N 0.000 claims description 2
- OMIGHNLMNHATMP-UHFFFAOYSA-N 2-hydroxyethyl prop-2-enoate Chemical compound OCCOC(=O)C=C OMIGHNLMNHATMP-UHFFFAOYSA-N 0.000 claims description 2
- HVVWZTWDBSEWIH-UHFFFAOYSA-N [2-(hydroxymethyl)-3-prop-2-enoyloxy-2-(prop-2-enoyloxymethyl)propyl] prop-2-enoate Chemical compound C=CC(=O)OCC(CO)(COC(=O)C=C)COC(=O)C=C HVVWZTWDBSEWIH-UHFFFAOYSA-N 0.000 claims description 2
- 239000000853 adhesive Substances 0.000 description 18
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- 238000010586 diagram Methods 0.000 description 12
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- 230000000052 comparative effect Effects 0.000 description 7
- 238000005259 measurement Methods 0.000 description 7
- 239000000463 material Substances 0.000 description 6
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- 239000007788 liquid Substances 0.000 description 5
- 230000000704 physical effect Effects 0.000 description 5
- 238000004132 cross linking Methods 0.000 description 4
- 239000004973 liquid crystal related substance Substances 0.000 description 4
- 239000004014 plasticizer Substances 0.000 description 4
- 238000009281 ultraviolet germicidal irradiation Methods 0.000 description 4
- QTBSBXVTEAMEQO-UHFFFAOYSA-N Acetic acid Chemical compound CC(O)=O QTBSBXVTEAMEQO-UHFFFAOYSA-N 0.000 description 3
- LYCAIKOWRPUZTN-UHFFFAOYSA-N Ethylene glycol Chemical compound OCCO LYCAIKOWRPUZTN-UHFFFAOYSA-N 0.000 description 3
- DNIAPMSPPWPWGF-UHFFFAOYSA-N Propylene glycol Chemical compound CC(O)CO DNIAPMSPPWPWGF-UHFFFAOYSA-N 0.000 description 3
- 238000003776 cleavage reaction Methods 0.000 description 3
- 238000006116 polymerization reaction Methods 0.000 description 3
- 230000007017 scission Effects 0.000 description 3
- 238000012360 testing method Methods 0.000 description 3
- 125000000954 2-hydroxyethyl group Chemical group [H]C([*])([H])C([H])([H])O[H] 0.000 description 2
- NDWUBGAGUCISDV-UHFFFAOYSA-N 4-hydroxybutyl prop-2-enoate Chemical compound OCCCCOC(=O)C=C NDWUBGAGUCISDV-UHFFFAOYSA-N 0.000 description 2
- 238000005033 Fourier transform infrared spectroscopy Methods 0.000 description 2
- 238000010521 absorption reaction Methods 0.000 description 2
- NIXOWILDQLNWCW-UHFFFAOYSA-N acrylic acid group Chemical group C(C=C)(=O)O NIXOWILDQLNWCW-UHFFFAOYSA-N 0.000 description 2
- 239000000654 additive Substances 0.000 description 2
- 238000006243 chemical reaction Methods 0.000 description 2
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- 238000007607 die coating method Methods 0.000 description 2
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- 238000002156 mixing Methods 0.000 description 2
- 239000000203 mixture Substances 0.000 description 2
- 238000003825 pressing Methods 0.000 description 2
- CWERGRDVMFNCDR-UHFFFAOYSA-N thioglycolic acid Chemical compound OC(=O)CS CWERGRDVMFNCDR-UHFFFAOYSA-N 0.000 description 2
- DGVVWUTYPXICAM-UHFFFAOYSA-N β‐Mercaptoethanol Chemical compound OCCS DGVVWUTYPXICAM-UHFFFAOYSA-N 0.000 description 2
- PRBBFHSSJFGXJS-UHFFFAOYSA-N (2,2-dimethyl-3-prop-2-enoyloxypropyl) prop-2-enoate;3-hydroxy-2,2-dimethylpropanoic acid Chemical compound OCC(C)(C)C(O)=O.C=CC(=O)OCC(C)(C)COC(=O)C=C PRBBFHSSJFGXJS-UHFFFAOYSA-N 0.000 description 1
- PSGCQDPCAWOCSH-UHFFFAOYSA-N (4,7,7-trimethyl-3-bicyclo[2.2.1]heptanyl) prop-2-enoate Chemical compound C1CC2(C)C(OC(=O)C=C)CC1C2(C)C PSGCQDPCAWOCSH-UHFFFAOYSA-N 0.000 description 1
- BDERNNFJNOPAEC-UHFFFAOYSA-N 1-propanol Substances CCCO BDERNNFJNOPAEC-UHFFFAOYSA-N 0.000 description 1
- RHNJVKIVSXGYBD-UHFFFAOYSA-N 10-prop-2-enoyloxydecyl prop-2-enoate Chemical compound C=CC(=O)OCCCCCCCCCCOC(=O)C=C RHNJVKIVSXGYBD-UHFFFAOYSA-N 0.000 description 1
- STFXXRRQKFUYEU-UHFFFAOYSA-N 16-methylheptadecyl prop-2-enoate Chemical compound CC(C)CCCCCCCCCCCCCCCOC(=O)C=C STFXXRRQKFUYEU-UHFFFAOYSA-N 0.000 description 1
- PASIEQDVKZQWRI-UHFFFAOYSA-N 2,2-dimethylpropane-1,3-diol 3-hydroxy-2,2-dimethylpropanoic acid prop-2-enoic acid Chemical compound OC(=O)C=C.OC(=O)C=C.OCC(C)(C)CO.OCC(C)(C)C(O)=O PASIEQDVKZQWRI-UHFFFAOYSA-N 0.000 description 1
- OWHSTLLOZWTNTQ-UHFFFAOYSA-N 2-ethylhexyl 2-sulfanylacetate Chemical compound CCCCC(CC)COC(=O)CS OWHSTLLOZWTNTQ-UHFFFAOYSA-N 0.000 description 1
- QOXOZONBQWIKDA-UHFFFAOYSA-N 3-hydroxypropyl Chemical group [CH2]CCO QOXOZONBQWIKDA-UHFFFAOYSA-N 0.000 description 1
- FIHBHSQYSYVZQE-UHFFFAOYSA-N 6-prop-2-enoyloxyhexyl prop-2-enoate Chemical compound C=CC(=O)OCCCCCCOC(=O)C=C FIHBHSQYSYVZQE-UHFFFAOYSA-N 0.000 description 1
- PGDIJTMOHORACQ-UHFFFAOYSA-N 9-prop-2-enoyloxynonyl prop-2-enoate Chemical compound C=CC(=O)OCCCCCCCCCOC(=O)C=C PGDIJTMOHORACQ-UHFFFAOYSA-N 0.000 description 1
- RSWGJHLUYNHPMX-UHFFFAOYSA-N Abietic-Saeure Natural products C12CCC(C(C)C)=CC2=CCC2C1(C)CCCC2(C)C(O)=O RSWGJHLUYNHPMX-UHFFFAOYSA-N 0.000 description 1
- 229920000178 Acrylic resin Polymers 0.000 description 1
- 239000004925 Acrylic resin Substances 0.000 description 1
- GAWIXWVDTYZWAW-UHFFFAOYSA-N C[CH]O Chemical group C[CH]O GAWIXWVDTYZWAW-UHFFFAOYSA-N 0.000 description 1
- 239000004386 Erythritol Substances 0.000 description 1
- UNXHWFMMPAWVPI-UHFFFAOYSA-N Erythritol Natural products OCC(O)C(O)CO UNXHWFMMPAWVPI-UHFFFAOYSA-N 0.000 description 1
- 208000032843 Hemorrhage Diseases 0.000 description 1
- UFHFLCQGNIYNRP-UHFFFAOYSA-N Hydrogen Chemical compound [H][H] UFHFLCQGNIYNRP-UHFFFAOYSA-N 0.000 description 1
- CERQOIWHTDAKMF-UHFFFAOYSA-M Methacrylate Chemical compound CC(=C)C([O-])=O CERQOIWHTDAKMF-UHFFFAOYSA-M 0.000 description 1
- 239000005062 Polybutadiene Substances 0.000 description 1
- 239000002202 Polyethylene glycol Substances 0.000 description 1
- 239000004793 Polystyrene Substances 0.000 description 1
- KHPCPRHQVVSZAH-HUOMCSJISA-N Rosin Natural products O(C/C=C/c1ccccc1)[C@H]1[C@H](O)[C@@H](O)[C@@H](O)[C@@H](CO)O1 KHPCPRHQVVSZAH-HUOMCSJISA-N 0.000 description 1
- 239000006087 Silane Coupling Agent Substances 0.000 description 1
- 125000002777 acetyl group Chemical group [H]C([H])([H])C(*)=O 0.000 description 1
- 230000000397 acetylating effect Effects 0.000 description 1
- 150000001252 acrylic acid derivatives Chemical class 0.000 description 1
- 230000000996 additive effect Effects 0.000 description 1
- 238000007718 adhesive strength test Methods 0.000 description 1
- 239000001361 adipic acid Substances 0.000 description 1
- 235000011037 adipic acid Nutrition 0.000 description 1
- 125000000217 alkyl group Chemical group 0.000 description 1
- 239000003963 antioxidant agent Substances 0.000 description 1
- 230000003078 antioxidant effect Effects 0.000 description 1
- QVGXLLKOCUKJST-UHFFFAOYSA-N atomic oxygen Chemical compound [O] QVGXLLKOCUKJST-UHFFFAOYSA-N 0.000 description 1
- ISAOCJYIOMOJEB-UHFFFAOYSA-N benzoin Chemical class C=1C=CC=CC=1C(O)C(=O)C1=CC=CC=C1 ISAOCJYIOMOJEB-UHFFFAOYSA-N 0.000 description 1
- 230000001588 bifunctional effect Effects 0.000 description 1
- 208000034158 bleeding Diseases 0.000 description 1
- 230000000740 bleeding effect Effects 0.000 description 1
- 125000004432 carbon atom Chemical group C* 0.000 description 1
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- 230000001186 cumulative effect Effects 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
- 230000002950 deficient Effects 0.000 description 1
- 230000006866 deterioration Effects 0.000 description 1
- WNAHIZMDSQCWRP-UHFFFAOYSA-N dodecane-1-thiol Chemical compound CCCCCCCCCCCCS WNAHIZMDSQCWRP-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
- 230000007613 environmental effect Effects 0.000 description 1
- UNXHWFMMPAWVPI-ZXZARUISSA-N erythritol Chemical compound OC[C@H](O)[C@H](O)CO UNXHWFMMPAWVPI-ZXZARUISSA-N 0.000 description 1
- 229940009714 erythritol Drugs 0.000 description 1
- 235000019414 erythritol Nutrition 0.000 description 1
- 125000001495 ethyl group Chemical group [H]C([H])([H])C([H])([H])* 0.000 description 1
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- 230000002349 favourable effect Effects 0.000 description 1
- 125000000524 functional group Chemical group 0.000 description 1
- WNLRTRBMVRJNCN-UHFFFAOYSA-N hexanedioic acid Natural products OC(=O)CCCCC(O)=O WNLRTRBMVRJNCN-UHFFFAOYSA-N 0.000 description 1
- 125000004051 hexyl group Chemical group [H]C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])* 0.000 description 1
- 229920001519 homopolymer Polymers 0.000 description 1
- 239000001257 hydrogen Substances 0.000 description 1
- 229910052739 hydrogen Inorganic materials 0.000 description 1
- 230000003301 hydrolyzing effect Effects 0.000 description 1
- 230000005764 inhibitory process Effects 0.000 description 1
- 125000000959 isobutyl group Chemical group [H]C([H])([H])C([H])(C([H])([H])[H])C([H])([H])* 0.000 description 1
- 125000001449 isopropyl group Chemical group [H]C([H])([H])C([H])(*)C([H])([H])[H] 0.000 description 1
- 239000011344 liquid material Substances 0.000 description 1
- 125000002496 methyl group Chemical group [H]C([H])([H])* 0.000 description 1
- 125000004108 n-butyl group Chemical group [H]C([H])([H])C([H])([H])C([H])([H])C([H])([H])* 0.000 description 1
- 125000001400 nonyl group Chemical group [H]C([*])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])[H] 0.000 description 1
- XNGIFLGASWRNHJ-UHFFFAOYSA-N o-dicarboxybenzene Natural products OC(=O)C1=CC=CC=C1C(O)=O XNGIFLGASWRNHJ-UHFFFAOYSA-N 0.000 description 1
- 229940065472 octyl acrylate Drugs 0.000 description 1
- ANISOHQJBAQUQP-UHFFFAOYSA-N octyl prop-2-enoate Chemical compound CCCCCCCCOC(=O)C=C ANISOHQJBAQUQP-UHFFFAOYSA-N 0.000 description 1
- ZDHCZVWCTKTBRY-UHFFFAOYSA-N omega-Hydroxydodecanoic acid Natural products OCCCCCCCCCCCC(O)=O ZDHCZVWCTKTBRY-UHFFFAOYSA-N 0.000 description 1
- 230000003287 optical effect Effects 0.000 description 1
- REJKHFKLPFJGAQ-UHFFFAOYSA-N oxiran-2-ylmethanethiol Chemical compound SCC1CO1 REJKHFKLPFJGAQ-UHFFFAOYSA-N 0.000 description 1
- 239000001301 oxygen Substances 0.000 description 1
- 229910052760 oxygen Inorganic materials 0.000 description 1
- 125000001147 pentyl group Chemical group C(CCCC)* 0.000 description 1
- 230000002093 peripheral effect Effects 0.000 description 1
- 239000003208 petroleum Substances 0.000 description 1
- FAQJJMHZNSSFSM-UHFFFAOYSA-N phenylglyoxylic acid Chemical class OC(=O)C(=O)C1=CC=CC=C1 FAQJJMHZNSSFSM-UHFFFAOYSA-N 0.000 description 1
- 239000004033 plastic Substances 0.000 description 1
- 229920003023 plastic Polymers 0.000 description 1
- 229920003207 poly(ethylene-2,6-naphthalate) Polymers 0.000 description 1
- 229920002857 polybutadiene Polymers 0.000 description 1
- 229920000515 polycarbonate Polymers 0.000 description 1
- 239000004417 polycarbonate Substances 0.000 description 1
- 229920001223 polyethylene glycol Polymers 0.000 description 1
- 239000011112 polyethylene naphthalate Substances 0.000 description 1
- 229920000139 polyethylene terephthalate Polymers 0.000 description 1
- 239000005020 polyethylene terephthalate Substances 0.000 description 1
- 229920001195 polyisoprene Polymers 0.000 description 1
- 229920001451 polypropylene glycol Polymers 0.000 description 1
- 229920002223 polystyrene Polymers 0.000 description 1
- 238000002360 preparation method Methods 0.000 description 1
- FZYCEURIEDTWNS-UHFFFAOYSA-N prop-1-en-2-ylbenzene Chemical compound CC(=C)C1=CC=CC=C1.CC(=C)C1=CC=CC=C1 FZYCEURIEDTWNS-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
- 239000007870 radical polymerization initiator Substances 0.000 description 1
- 238000010526 radical polymerization reaction Methods 0.000 description 1
- 150000003254 radicals Chemical class 0.000 description 1
- 239000007787 solid Substances 0.000 description 1
- 125000004079 stearyl group Chemical group [H]C([*])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])[H] 0.000 description 1
- 239000000126 substance Substances 0.000 description 1
- 150000003505 terpenes Chemical class 0.000 description 1
- 235000007586 terpenes Nutrition 0.000 description 1
- KHPCPRHQVVSZAH-UHFFFAOYSA-N trans-cinnamyl beta-D-glucopyranoside Natural products OC1C(O)C(O)C(CO)OC1OCC=CC1=CC=CC=C1 KHPCPRHQVVSZAH-UHFFFAOYSA-N 0.000 description 1
- 125000002889 tridecyl 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])[H] 0.000 description 1
Images
Classifications
-
- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08F—MACROMOLECULAR COMPOUNDS OBTAINED BY REACTIONS ONLY INVOLVING CARBON-TO-CARBON UNSATURATED BONDS
- C08F2/00—Processes of polymerisation
- C08F2/44—Polymerisation in the presence of compounding ingredients, e.g. plasticisers, dyestuffs, fillers
-
- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08F—MACROMOLECULAR COMPOUNDS OBTAINED BY REACTIONS ONLY INVOLVING CARBON-TO-CARBON UNSATURATED BONDS
- C08F2/00—Processes of polymerisation
- C08F2/46—Polymerisation initiated by wave energy or particle radiation
- C08F2/48—Polymerisation initiated by wave energy or particle radiation by ultraviolet or visible light
- C08F2/50—Polymerisation initiated by wave energy or particle radiation by ultraviolet or visible light with sensitising agents
-
- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08F—MACROMOLECULAR COMPOUNDS OBTAINED BY REACTIONS ONLY INVOLVING CARBON-TO-CARBON UNSATURATED BONDS
- C08F265/00—Macromolecular compounds obtained by polymerising monomers on to polymers of unsaturated monocarboxylic acids or derivatives thereof as defined in group C08F20/00
- C08F265/04—Macromolecular compounds obtained by polymerising monomers on to polymers of unsaturated monocarboxylic acids or derivatives thereof as defined in group C08F20/00 on to polymers of esters
- C08F265/06—Polymerisation of acrylate or methacrylate esters on to polymers thereof
-
- G—PHYSICS
- G09—EDUCATION; CRYPTOGRAPHY; DISPLAY; ADVERTISING; SEALS
- G09F—DISPLAYING; ADVERTISING; SIGNS; LABELS OR NAME-PLATES; SEALS
- G09F9/00—Indicating arrangements for variable information in which the information is built-up on a support by selection or combination of individual elements
Definitions
- the present invention relates to a photocurable resin composition which can give a photocured product exhibiting excellent light transmittance and adhesiveness and which is preferably applicable to an inkjet coating method.
- a liquid crystal display device, an organic EL display device, and the like are widely known as image display devices in which a light-transmitting cover member such as a transparent cover material and an image display member such as a liquid crystal display panel are laminated with a photo-curing resin layer interposed therebetween.
- a display device has a photocurable resin composition obtained by applying a photocurable resin composition to the surface of either a flat image display member or a light-transmitting cover member by a die coating method or a screen coating method. Forming a physical film, irradiating the photo-curable resin composition film with ultraviolet rays to temporarily cure it to form a temporary-cured resin layer, and stacking the other member on the temporary-cured resin layer. It is manufactured by irradiating ultraviolet rays from the main curing resin layer.
- a photo-curable resin composition contains a (meth)acrylate oligomer having a molecular weight of 5000 or more in addition to a (meth)acrylate monomer, and further, A photocurable resin composition containing a photo- or thermal radical polymerization initiator, the acrylic having a viscosity adjusted to 150 mPa ⁇ s or less, specifically 27 to 141 mPa ⁇ s (25° C.) (see Examples). A photocurable resin composition is used.
- the photocurable resin composition used in Patent Document 1 is susceptible to oxygen inhibition because it uses a (meth)acrylate oligomer having a (meth)acryloyl group in combination with a (meth)acrylate monomer.
- a (meth)acrylate oligomer having a (meth)acryloyl group in combination with a (meth)acrylate monomer.
- strong tackiness is difficult to be exhibited, and good ejection may not be possible from an inkjet nozzle even within a predetermined viscosity range.
- the present invention is to solve such conventional problems, the image display member and the light-transmissive cover member, a light-transmissive photo-curable resin layer formed from a photo-curable resin composition.
- a problem resulting from the use of a (meth)acrylate oligomer having a (meth)acryloyl group as a photocurable resin composition applied using an inkjet coating method when manufacturing an image display device laminated via It is an object of the present invention to provide a photo-curable resin composition that does not have any of the above and can be ejected favorably in the inkjet coating method.
- the present inventors have replaced the (meth)acrylate oligomer having a (meth)acryloyl group as the polymer substance to be used in combination with the (meth)acrylate monomer constituting the photocurable resin composition, and have a hydroxyl value of a predetermined value.
- the above is used and a (meth)acrylate polymer having no (meth)acryloyl group is used, a hydrogen abstraction type photopolymerization initiator is used as a photopolymerization initiator, and the viscosity of the photocurable resin composition is 25
- a (meth)acrylate polymer having no (meth)acryloyl group is used
- a hydrogen abstraction type photopolymerization initiator is used as a photopolymerization initiator
- the viscosity of the photocurable resin composition is 25
- the inventors have found that the above-mentioned object can be achieved by adjusting the temperature at 10°C to 10 mPa ⁇ s or more and at 60°C to 30 mPa ⁇ s or less, and have completed the present invention.
- a photocurable resin composition comprising the following components (A) to (D): ⁇ Component (A)> A (meth)acrylate polymer having a hydroxyl value of 120 mgKOH/g or more and having no (meth)acryloyl group; ⁇ Component (B)> Hydroxyl group-containing monofunctional (meth)acrylate monomer; ⁇ Component (C)> Hydroxyl-free monofunctional (meth)acrylate monomer; ⁇ Component (D)> Provided is a photocurable resin composition containing a hydrogen abstraction type photopolymerization initiator and having a viscosity of 10 mPa ⁇ s or more at 25° C. and 30 mPa ⁇ s or less at 60° C.
- the present invention is a method for manufacturing an image display device, in which an image display member and a light-transmissive cover member are laminated via a light-transmissive photocurable resin layer formed of a photocurable resin composition. Then, the following steps (a) to (c): ⁇ Step (a)> A step of forming a photocurable resin composition film by discharging the above-mentioned photocurable resin composition of the present invention from a nozzle of an inkjet coating device on the surface of either one of the image display member and the light transmissive cover member.
- ⁇ Step (b)> A step of laminating the other member on the photocurable resin composition film, and bonding the image display member and the light transmissive cover member; and ⁇ step (c)> There is a step of obtaining an image display device in which an image display member and a light transmissive cover member are laminated with a photocurable resin layer by irradiating the photocurable resin composition film sandwiched between both panels with ultraviolet rays to cure the film.
- a manufacturing method is provided.
- the present invention is a method for manufacturing an image display device, in which an image display member and a light-transmissive cover member are laminated via a light-transmissive photocurable resin layer formed of a photocurable resin composition. Then, the following steps (aa) to (dd): ⁇ Step (aa)> A step of forming a photocurable resin composition film by discharging the photocurable resin composition of the present invention from a nozzle of an inkjet coating device on the surface of either the image display member or the light transmissive cover member; ⁇ Step (bb)> A step of irradiating the photocurable resin composition film with ultraviolet rays to form a temporary curable resin layer; ⁇ Process (cc)> A step of laminating the other member on the temporarily cured resin layer and bonding the image display member and the light transmissive cover member; and ⁇ step (dd)> A manufacturing method including a step of obtaining an image display device in which an image display member and a light transmiss
- the photocurable resin composition of the present invention is an image display device in which an image display member and a light transmissive cover member are laminated via a light transmissive photocurable resin layer formed of the photocurable resin composition.
- a (meth)acrylate polymer having no (meth)acryloyl group is used, and a hydrogen abstraction type photopolymerization initiator is used as the photopolymerization initiator.
- a (meth)acrylate polymer does not contribute to photopolymerization based on a (meth)acryloyl group, but hydrogen is abstracted by a hydrogen abstraction type photopolymerization initiator to generate a radical, and as a result, (meth)acrylate It can be incorporated into a polymer chain formed from a monomer as a side chain or a polymer cross-linked chain, and can impart good plasticity, film-forming property, and adhesiveness to the photocurable resin composition.
- the photocurable resin composition of the present invention exhibits a viscosity of 10 mPa ⁇ s or more at 25° C. and 30 mPa ⁇ s or less at 60° C., it can be used under a wide range of inject coat temperature conditions including temperatures of 25° C. and 60° C. Therefore, good inkjet coatability can be exhibited.
- FIG. 1 is an explanatory diagram of step (a) of the method for manufacturing an image display device of the present invention.
- FIG. 2 is an explanatory diagram of step (a) of the method for manufacturing an image display device of the present invention.
- FIG. 3 is an explanatory diagram of step (b) of the method for manufacturing an image display device of the present invention.
- FIG. 4 is an explanatory diagram of step (b) of the method for manufacturing an image display device of the present invention.
- FIG. 5 is an explanatory diagram of step (c) of the method for manufacturing an image display device of the present invention.
- FIG. 6 is an explanatory diagram of step (aa) of the method for manufacturing an image display device of the present invention.
- FIG. 7 is an explanatory diagram of step (aa) of the method for manufacturing an image display device of the present invention.
- FIG. 8 is an explanatory diagram of step (bb) of the method for manufacturing an image display device of the present invention.
- FIG. 9 is an explanatory diagram of step (bb) of the method for manufacturing an image display device of the present invention.
- FIG. 10 is an explanatory diagram of step (cc) of the method for manufacturing an image display device of the present invention.
- FIG. 11 is an explanatory diagram of step (dd) of the method for manufacturing an image display device of the present invention.
- FIG. 12 is an explanatory diagram of a step (dd) of the method for manufacturing the image display device of the present invention.
- the photocurable resin composition of the present invention will be described, and then a method for manufacturing an image display device using the photocurable resin composition will be described.
- the photocurable resin composition of the present invention is an image display device in which an image display member and a light transmissive cover member are laminated via a light transmissive photocurable resin layer formed of the photocurable resin composition.
- the image display device to which the photocurable resin composition of the present invention is preferably applied, and the image display member and the light-transmissive cover member constituting the image display device are also described in the description of the method for manufacturing the image display device of the present invention. explain.
- the photocurable resin composition of the present invention has a hydroxyl value of 120 mgKOH/g or more, preferably in order to impart plasticity to the cured product and ensure good film-forming property (maintaining film property) and adhesiveness.
- the content of the (meth)acrylate polymer is 170 mgKOH/g or more and does not have a (meth)acryloyl group. Having a hydroxyl value indicates having a hydroxyl group in the molecule, and by having a hydroxyl group, the side of the polymer chain cooperates with the hydrogen abstraction type photopolymerization initiator of the component (D) described later. It becomes possible to bind to chains.
- (meth)acrylate is a term including acrylate and methacrylate.
- the hydroxyl value means the mass of KOH required to neutralize the acetic acid generated by acetylating the hydroxyl group in 1 g of the polymer and then hydrolyzing the acetyl group ( mg). Therefore, the larger the hydroxyl value, the more hydroxyl groups.
- the reason why the hydroxyl value of the (meth)acrylate polymer of the component (A) is 120 mgKOH/g or more is that when it is less than 120 mgKOH/g, the crosslink density of the cured product of the photocurable resin composition is low, especially at high temperature. This is because there is a tendency that the decrease in elastic modulus becomes remarkable.
- the crosslink density of the cured product is simply increased, a polyfunctional (meth)acrylate monomer of the component (E) described later may be frequently used, but the cured product of the photocurable resin composition becomes brittle. Therefore, it is possible to impart good flexibility and cohesive force to the cured product by crosslinking with a polymer having a high molecular weight to some extent. Therefore, if the hydroxyl value is too high, the crosslink density of the cured product of the photocurable resin composition tends to be too high and the flexibility tends to be lost, so it is 400 mgKOH/g or less, preferably 350 mgKOH/g or less.
- the reason why the (meth)acrylate polymer having no (meth)acryloyl group is used as the (meth)acrylate polymer of the component (A) is that when the (meth)acryloyl group is contained, the (meth)acrylate of the component (B) and the component (C) is This is to prevent the possibility that it will be excessively incorporated into the main chain of the polymer chain composed of the acrylate monomer, and this is prevented.
- the weight average molecular weight Mw of the (meth)acrylate polymer of the component (A) is too small, the number of molecules into which hydroxyl groups have not been introduced increases, and the risk of bleeding and the like tends to increase. It is above, and if it is too large, ejection failure tends to occur due to an increase in viscosity, so it is preferably 500,000 or less, more preferably 300,000 or less.
- the weight average molecular weight Mw and the number average molecular weight Mn of a polymer can be measured by gel permeation chromatography (GPC) (standard polystyrene molecular weight conversion).
- the dispersity (Mw/Mn) of the (meth)acrylate polymer of the component (A) is too low, the polymer and unreacted monomers tend to be easily separated, so that it is preferably 3 or more. However, if it is too high, an undesired relatively low molecular weight polymer component will be mixed, so that it is preferably 10 or less.
- a copolymer of a hydroxyl group-containing (meth)acrylate monomer and a hydroxyl group-free (meth)acrylate monomer can be preferably mentioned. It is preferably liquid at room temperature.
- a homopolymer of a hydroxyl group-containing (meth)acrylate monomer can be exemplified, but the polarity of the polymer tends to be too high and tends to become a highly viscous liquid or solid at room temperature, and the compatibility with other components decreases. I am afraid to do so.
- the hydroxyl group-containing (meth)acrylate monomer which is a monomer unit constituting the (meth)acrylate polymer of the component (A), is a (meth)acrylate having one or more hydroxyl groups in the molecule, and specifically, Hydroxyethyl (meth)acrylate, 2-hydroxypropyl (meth)acrylate, 3-hydroxypropyl (meth)acrylate, 4-hydroxybutyl (meth)acrylate, 2-hydroxy-3-chloropropyl (meth)acrylate, 2-hydroxy -3-Phenoxypropyl (meth)acrylate, ethylene glycol (meth)acrylate, polyethylene glycol (meth)acrylate, propylene glycol (meth)acrylate, polypropylene glycol (meth)acrylate, cyclohexyl dimethanol mono (meth)acrylate, etc. it can.
- 2-hydroxyethyl(meth)acrylate can be preferably exemplified in terms of polarity control and price.
- Examples of the hydroxyl group-free (meth)acrylate monomer capable of constituting the (meth)acrylate polymer of the component (A) include, for example, monofunctional (meth)alkyl groups each having a linear or branched chain having 1 to 18 carbon atoms.
- Acrylic acid alkyl esters are preferable, and examples thereof include methyl (meth)acrylate, ethyl (meth)acrylate, propyl (meth)acrylate, isopropyl (meth)acrylate, n-butyl (meth)acrylate, isobutyl (meth)acrylate, pentyl (meth).
- the (meth)acrylate polymer of the component (A) As a particularly preferred example of the (meth)acrylate polymer of the component (A), a copolymer of 2-hydroxyethyl acrylate and 2-ethylhexyl acrylate is mentioned from the viewpoints of availability and realization of the effects of the invention. You can Isobornyl acrylate may be further copolymerized.
- the content of the (meth)acrylate polymer of the component (A) in the photocurable resin composition is liable to be brittle when it is too small, and therefore is preferably 1% by mass or more, more preferably 10% by mass or more, If the amount is too large, ejection failure tends to occur due to an increase in viscosity, so the content is preferably 55% by mass or less, more preferably 45% by mass or less.
- the photocurable resin composition of the present invention contains a hydroxyl group-containing monofunctional (meth)acrylate monomer as a polymerization component.
- the reason why the one containing a hydroxyl group is used is that it has a high affinity with the (meth)acrylate polymer containing a hydroxyl group as the component (A) and that the reliability is improved in a high temperature and high humidity environment.
- a plurality of hydroxyl groups may exist in the monomer molecule, but one hydroxyl group is preferably present in the monomer molecule.
- hydroxyl group-containing monofunctional (meth)acrylate monomer of the component (B) include monomers similar to the hydroxyl group-containing (meth)acrylate monomer capable of forming the (meth)acrylate polymer of the component (A). be able to. Among them, at least one selected from 4-hydroxybutyl (meth)acrylate, 2-hydroxypropyl (meth)acrylate and 2-hydroxyethyl (meth)acrylate is preferable.
- the content of the hydroxyl group-containing monofunctional (meth)acrylate monomer of the component (B) in the photocurable resin composition is preferably 1% by mass. As described above, more preferably 5% by mass or more, and if it is too large, the polarity balance of the resin before or after curing is disturbed, and the resin tends to be opaque. Therefore, it is preferably 30% by mass or less, more preferably 25% by mass. It is as follows.
- the content of the hydroxyl group-containing monofunctional (meth)acrylate monomer of the component (B) in the photocurable resin composition is, in relation to the (meth)acrylate polymer of the component (A),
- the content is preferably 1 to 3000 parts by mass with respect to 100 parts by mass of the meth)acrylate polymer. Within this range, the effect of maintaining high transparency in various environments can be obtained.
- the photocurable resin composition of the present invention contains a hydroxyl group-free monofunctional (meth)acrylate monomer as a polymerization component.
- the reason why the one not containing a hydroxyl group is used is to set the adhesiveness and the viscosity of the cured product of the photocurable resin composition composed of the component (A) and the component (B) to be in respective favorable ranges. ..
- hydroxyl group-free monofunctional (meth)acrylate monomer of the component (C) include the same monomers as the hydroxyl group-free (meth)acrylate monomer that can form the (meth)acrylate polymer of the component (A). It can be illustrated. Among them, at least one selected from isostearyl (meth)acrylate and octyl (meth)acrylate is preferable.
- the content of the hydroxyl group-free monofunctional (meth)acrylate monomer of the component (C) in the photocurable resin composition tends to be high when it is too small, it is preferably 30% by mass or more, more preferably It is 65% by mass or more, and if it is too large, it tends to become brittle, so it is preferably 90% by mass or less, more preferably 75% by mass or less.
- the content of the hydroxyl group-free monofunctional (meth)acrylate monomer of the component (C) in the photocurable resin composition depends on the content of the component (A) in relation to the (meth)acrylate polymer of the component (A).
- the content is preferably 54 to 9000 parts by mass with respect to 100 parts by mass of the (meth)acrylate polymer. Within this range, it is possible to obtain the effect of exhibiting high performance as an adhesive while maintaining high transparency in various environments.
- the photocurable resin composition of the present invention contains, as a photopolymerization initiator, a hydrogen abstraction type photopolymerization initiator instead of an intramolecular cleavage type photopolymerization initiator such as a benzoin derivative. This is because the (meth)acrylate polymer containing a hydroxyl group of the component (A) is bonded to the side chain of the polymer chain.
- hydrogen abstraction type photopolymerization initiator of the component (D) known hydrogen abstraction type photopolymerization initiators can be used, and examples thereof include diaryl ketones such as benphenone and phenylglyoxylates such as methylbenzoyl formate. The kind is mentioned. Methylbenzoyl formate can be mentioned as a preferable example in terms of yellowing-free and high hydrogen abstraction ability.
- the content of the hydrogen abstraction type photopolymerization initiator of the component (D) in the photocurable resin composition is preferably 0.1% by mass or more, more preferably 1% by mass. It is preferably at least 10% by mass, more preferably at most 5% by mass, because it is more than 10% by mass, and if it is too large, it tends to cause environmental reliability deterioration.
- the photocurable resin composition of the present invention may contain a polyfunctional (meth)acrylate monomer in order to improve the reaction rate and maintain the high temperature elastic modulus.
- a polyfunctional (meth)acrylate monomer include 1,6-hexanediol diacrylate (HDDA), 1,9-nonanediol diacrylate, 1,10-decanediol diacrylate, trimethylolpropane triacrylate and penta.
- Examples thereof include bifunctional or higher functional (meth)acrylates such as erythritol triacrylate and hydroxypivalic acid neopentyl glycol diacrylate.
- polyfunctional (meth)acrylate monomer include at least one selected from trimethylolpropane triacrylate, pentaerythritol triacrylate, and neopentyl glycol diacrylate hydroxypivalate.
- the content of the polyfunctional (meth)acrylate monomer of the component (E) in the photocurable resin composition is too low, the crosslinking density tends to be low, so the content is preferably 0.1% by mass or more, and more preferably It is 1 mass% or more, and if it is too large, it tends to become brittle, so it is preferably 5 mass% or less, more preferably 3 mass% or less.
- the photocurable resin composition of the present invention contains various additives in addition to the above-mentioned components (A) to (D) and, if necessary, (E) as long as the effects of the present invention are not impaired. can do.
- a polybutadiene-based plasticizer, a polyisoprene-based plasticizer, a phthalic acid ester-based plasticizer, an adipic acid ester-based plasticizer, or the like can be blended as a liquid plastic component for reducing the curing shrinkage rate.
- a terpene resin, a rosin resin, a petroleum resin, or the like can be blended as a tackifier for improving tackiness.
- a chain transfer agent for adjusting the molecular weight of the cured product 2-mercaptoethanol, lauryl mercaptan, glycidyl mercaptan, mercaptoacetic acid, 2-ethylhexyl thioglycolate, 2,3-dimethylcapto-1-propanol, ⁇ - Methyl styrene dimer etc. can be blended. Further, if necessary, a general additive such as an adhesion improver such as a silane coupling agent and an antioxidant can be contained.
- the photocurable resin composition of the present invention contains the components described above, but has a viscosity of 10 mPa ⁇ s or more at 25° C., preferably in order to achieve good inkjet suitability under normal inkjet discharge conditions. Is adjusted to 15 mPa ⁇ s or more and 30 mPa ⁇ s or less at 60° C., preferably 20 mPa ⁇ s or less. Here, if it is less than 10 mPa ⁇ s at 25° C., dripping from the inkjet nozzle is likely to occur, and if it exceeds 30 mPa ⁇ s at 60° C., ejection failure is likely to occur.
- the viscosity of the photocurable resin composition of the present invention can be adjusted by adjusting the type and content of each constituent component.
- the photocurable resin composition of the present invention can be prepared by uniformly mixing the components (A) to (D) and other components to be blended as necessary according to a conventional method.
- a light-transmissive cover member 1 is prepared, and as shown in FIG. 2, the surface 1a of the light-transmissive cover member 1 is coated with the photocurable resin composition 2 from the inkjet nozzle 3. Then, the photocurable resin composition film 4 is formed.
- the coating thickness can be appropriately set according to the surface condition of the light transmissive cover member 1 and the image display member, the required film physical properties of the photocurable resin layer, and the like.
- the application of the photocurable resin composition 2 may be performed multiple times so that the required thickness can be obtained.
- the light-transmitting cover member 1 only needs to have light-transmitting properties so that an image formed on the image display member can be visually recognized, and is a plate-like material such as glass, acrylic resin, polyethylene terephthalate, polyethylene naphthalate, or polycarbonate. And sheet materials. These materials can be subjected to a single-sided or double-sided hard coat treatment, antireflection treatment, or the like. Physical properties such as thickness and elasticity of the light transmissive cover member 1 can be appropriately determined according to the purpose of use.
- a position input element such as a touch pad is added to the plate-shaped material or the sheet-shaped material described above by a known adhesive or a temporary curing resin layer of the light-curable resin composition of the present invention. Also included are those integrated through a cured resin layer.
- the properties of the photocurable resin composition 2 used in this step are liquid under inkjet conditions. Since a liquid material is used, even if the surface shape of the light transmissive cover member 1 or the surface shape of the image display member is distorted, the distortion can be canceled.
- the image display member 5 is attached to the light transmissive cover member 1 from the photocurable resin composition film 4 side.
- the bonding can be performed by applying pressure at 10° C. to 80° C. using a known pressure bonding device.
- the image display member 5 may be a liquid crystal display panel, an organic EL display panel, a plasma display panel, a touch panel, or the like.
- the touch panel refers to a display element such as a liquid crystal display panel and a position input element such as a touch pad, and a known adhesive or a temporarily cured resin layer or a cured resin layer of the photocurable resin composition of the present invention. It is integrated through. If the touch pad is already integrated with the light transmissive cover member 1, the touch panel may not be used as the image display member 5.
- Step (c) (curing step)>
- the photocurable resin composition film 4 formed in the step (b) is irradiated with ultraviolet rays UV from the light transmissive cover member 1 side to be cured, and as shown in FIG. Then, a light-transmissive photo-curable resin layer 6 is formed. Thereby, the image display device 100 is obtained.
- the photo-curable resin composition film 4 is cured by making the photo-curable resin composition 2 in a liquid-free state, further imparting tackiness to the photo-curable resin layer 6, and turning it upside down. This is because the handling property is improved by preventing it from flowing down.
- the level of such curing is such that the curing rate (gel fraction) of the light transmissive photocurable resin layer 6 is preferably 40% or more, more preferably 60% or more.
- the curing rate (gel fraction) is the ratio of the abundance of the (meth)acryloyl group after UV irradiation to the abundance of the (meth)acryloyl group in the photocurable resin composition 2 before UV irradiation ( It is a numerical value defined as a consumption rate), and the larger the numerical value is, the more the curing progresses.
- the curing rate is the absorption peak height (X) of 1640 to 1620 cm ⁇ 1 from the base line in the FT-IR measurement chart of the resin composition layer before ultraviolet irradiation, and the resin after ultraviolet irradiation. It can be calculated by substituting the absorption peak height (Y) from 1640 to 1620 cm ⁇ 1 from the baseline in the FT-IR measurement chart of the composition layer into the following mathematical formula.
- the kind of light source, output, cumulative light amount, etc. are not particularly limited as long as the curing rate (gel fraction) can be cured so that the curing rate (gel fraction) is preferably 40% or more.
- Photo-radical polymerization process conditions of (meth)acrylate can be adopted.
- the light transmissive level of the light transmissive photo-curable resin layer 6 may be such that the image formed on the image display member 5 is visible.
- the photo-curable resin composition may not be fully cured at once, but may be temporarily cured and then bonded, and further fully cured, as in the following steps (aa) to (dd).
- the coating thickness can be appropriately set according to the surface condition of the light transmissive cover member 10 and the image display member, the required film physical properties of the photocurable resin layer, and the like.
- the application of the photocurable resin composition 20 may be performed multiple times so as to obtain the required thickness.
- Step (bb) temporary curing step>
- the photo-curable resin composition film 40 formed in the step (aa) is irradiated with ultraviolet rays UV to be pre-cured, and as shown in FIG. To form.
- the temporary curing is performed so that the photocurable resin composition 20 is in a state in which it does not flow significantly from a liquid state and does not flow down even when it is turned upside down to improve handleability.
- the level of such temporary curing is that the curing rate (gel fraction) of the temporary curing resin layer 45 is preferably 40% or more, more preferably 60% or more.
- the upper limit may be 100%, but is preferably less than 100%. It is more preferably less than 95%.
- the light transmissive cover member 10 is attached to the image display member 50 from the side of the temporarily cured resin layer 45.
- the bonding can be performed by applying pressure at 10° C. to 80° C. using a known pressure bonding device.
- the reason why the main curing is performed in this step is that the temporarily cured resin layer 45 is sufficiently cured and the image display member 50 and the light transmissive cover member 10 are bonded and laminated.
- the level of such main curing is set so as not to be lower than the curing rate of the temporary curing resin layer 45.
- the curing rate (gel fraction) of the light-transmissive photocurable resin layer 60 is set to preferably 95% or more, more preferably 98% or more.
- the light transmissive level of the light transmissive photo-curable resin layer 60 may be such that the image formed on the image display member 50 is visible.
- the photocurable resin composition was applied to the light transmissive cover member, but it may be applied to the image display member and then the light transmissive cover member is laminated.
- Examples 1 to 4 Comparative Examples 1 to 5
- a photocurable resin composition was prepared by uniformly mixing the ingredients shown in Table 1. With respect to the obtained photocurable resin composition, “viscosity [mPa ⁇ s]” before photocuring was measured as follows, and the inkjet coating performance was determined. In addition, the “shear elastic modulus [Pa]”, “adhesive strength (split strength) [N/cm 2 ]”, and “light transmittance [%]” after photocuring were measured to determine the transparent adhesive performance.
- the photocurable resin composition film was irradiated with UV light having an intensity of 200 mW/cm 2 so that the integrated light amount would be 2500 mJ/cm 2.
- the photocurable resin composition film was cured by irradiation to form a light transmissive photocurable resin layer. Thereby, a sample for adhesive strength test was obtained. The adhesive strength of this sample was measured using a tensile tester (Autograph AGX-X, manufactured by Shimadzu Corporation; test speed 5 mm/min, test temperature 85° C.).
- the composition film By irradiating the composition film with an ultraviolet ray having an intensity of 200 mW/cm 2 using an ultraviolet ray irradiator (LC-8, manufactured by Hamamatsu Photonics K.K.) so that the integrated light amount becomes 2500 mJ/cm 2.
- the photocurable resin composition film was cured to form a light transmissive photocurable resin layer.
- a light transmittance test sample was obtained. The 550 nm light transmittance of this sample was measured using a spectrophotometer (MPS-2450, manufactured by Shimadzu Corporation).
- the photocurable resin compositions of Examples 1 to 4 have a hydroxyl value of 120 mgKOH/g or more, a (meth)acrylate polymer having no (meth)acryloyl group, and a hydroxyl group-containing monofunctional (meth)acrylate monomer. And a hydroxyl-free monofunctional (meth)acrylate monomer and a hydrogen abstraction type photopolymerization initiator, and the viscosity thereof is 10 mPa ⁇ s or more at 25° C. and 30 mPa ⁇ s or less at 60° C., The physical properties before curing and the physical properties after curing were at a level with no practical problems.
- the reason why the viscosity at 60° C. is not measured is 30 mPa ⁇ s or less at 25° C., so that the viscosity at 60° C. becomes lower than that. Because it is clear. It is understood that when the amount of the hydroxyl group-containing (meth)acrylate polymer is relatively increased, the viscosity at 25° C. before curing is relatively increased.
- the photocurable resin composition of the present invention can be applied by using an inkjet coating method, an image display device in which an image display device and a light transmissive cover member are laminated via a light transmissive photocurable resin layer. It is useful for forming a photo-curable resin layer in the production of
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Abstract
L'invention concerne une composition de résine photodurcissable qui permet d'obtenir une décharge satisfaisante dans un procédé de revêtement par jet d'encre, la composition de résine photodurcissable : contenant un polymère (méth)acrylate qui a une valeur hydroxyle de 120 mg de KOH/g ou plus et qui ne possède pas de groupe (méth)acryloyle, un monomère (méth)acrylate monofonctionnel contenant un groupe hydroxyle, un monomère (méth)acrylate monofonctionnel (méth) acrylate monofonctionnel exempt de groupe hydroxyle et un initiateur de photopolymérisation à abstraction d'hydrogène ; et ayant une viscosité supérieure ou égale à 10 mPa•s à 25°C et inférieure ou égale à 30 mPa•s à 60°C.
Priority Applications (3)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| EP19905454.5A EP3904411B1 (fr) | 2018-12-26 | 2019-12-04 | Composition de résine photodurcissable et procédé de fabrication d'un appareil d'affichage d'image |
| CN201980082654.4A CN113195571B (zh) | 2018-12-26 | 2019-12-04 | 光固化性树脂组合物以及图像显示装置的制造方法 |
| KR1020217017676A KR102586595B1 (ko) | 2018-12-26 | 2019-12-04 | 광경화성 수지 조성물 및 화상 표시 장치의 제조 방법 |
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| JP2018-242140 | 2018-12-26 | ||
| JP2018242140 | 2018-12-26 | ||
| JP2019-219557 | 2019-12-04 | ||
| JP2019219557A JP7319546B2 (ja) | 2018-12-26 | 2019-12-04 | 光硬化性樹脂組成物及び画像表示装置の製造方法 |
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| WO2020137401A1 true WO2020137401A1 (fr) | 2020-07-02 |
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| PCT/JP2019/047447 WO2020137401A1 (fr) | 2018-12-26 | 2019-12-04 | Composition de résine photodurcissable et procédé de fabrication d'un appareil d'affichage d'image |
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Cited By (2)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| WO2023042793A1 (fr) * | 2021-09-14 | 2023-03-23 | デクセリアルズ株式会社 | Composition photodurcissable pour impression à jet d'encre, procédé de production de dispositif d'affichage d'image et dispositif d'affichage d'image |
| WO2023228803A1 (fr) * | 2022-05-25 | 2023-11-30 | コニカミノルタ株式会社 | Composition durcissable par rayonnement actif, procédé de production de film durci, film durci et dispositif de production de film durci |
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