CN109219519A - The manufacturing method and Photocurable resin composition of laminated body - Google Patents
The manufacturing method and Photocurable resin composition of laminated body Download PDFInfo
- Publication number
- CN109219519A CN109219519A CN201780033877.2A CN201780033877A CN109219519A CN 109219519 A CN109219519 A CN 109219519A CN 201780033877 A CN201780033877 A CN 201780033877A CN 109219519 A CN109219519 A CN 109219519A
- Authority
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- China
- Prior art keywords
- resin composition
- photocurable resin
- methyl
- heating
- component
- Prior art date
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Links
- 239000011342 resin composition Substances 0.000 title claims abstract description 82
- 238000004519 manufacturing process Methods 0.000 title claims abstract description 52
- 239000011347 resin Substances 0.000 claims abstract description 81
- 229920005989 resin Polymers 0.000 claims abstract description 81
- 238000000034 method Methods 0.000 claims abstract description 69
- 238000010438 heat treatment Methods 0.000 claims abstract description 40
- 238000007711 solidification Methods 0.000 claims abstract description 13
- 230000008023 solidification Effects 0.000 claims abstract description 13
- 239000000178 monomer Substances 0.000 claims description 29
- -1 dimethyl (methyl) acrylamide Chemical compound 0.000 claims description 18
- BAPJBEWLBFYGME-UHFFFAOYSA-N Methyl acrylate Chemical compound COC(=O)C=C BAPJBEWLBFYGME-UHFFFAOYSA-N 0.000 claims description 13
- 239000003431 cross linking reagent Substances 0.000 claims description 13
- 229910052799 carbon Inorganic materials 0.000 claims description 12
- 239000003795 chemical substances by application Substances 0.000 claims description 12
- 239000004902 Softening Agent Substances 0.000 claims description 10
- 125000000217 alkyl group Chemical group 0.000 claims description 9
- 150000001875 compounds Chemical class 0.000 claims description 8
- 125000002496 methyl group Chemical group [H]C([H])([H])* 0.000 claims description 8
- 239000000203 mixture Substances 0.000 claims description 7
- 239000004014 plasticizer Substances 0.000 claims description 7
- 125000004435 hydrogen atom Chemical group [H]* 0.000 claims description 6
- 125000001118 alkylidene group Chemical group 0.000 claims description 3
- YPHQUSNPXDGUHL-UHFFFAOYSA-N n-methylprop-2-enamide Chemical compound CNC(=O)C=C YPHQUSNPXDGUHL-UHFFFAOYSA-N 0.000 claims description 3
- 150000001721 carbon Chemical group 0.000 claims 3
- OKTJSMMVPCPJKN-UHFFFAOYSA-N Carbon Chemical compound [C] OKTJSMMVPCPJKN-UHFFFAOYSA-N 0.000 claims 1
- QOSMNYMQXIVWKY-UHFFFAOYSA-N Propyl levulinate Chemical compound CCCOC(=O)CCC(C)=O QOSMNYMQXIVWKY-UHFFFAOYSA-N 0.000 claims 1
- CERQOIWHTDAKMF-UHFFFAOYSA-N alpha-methacrylic acid Natural products CC(=C)C(O)=O CERQOIWHTDAKMF-UHFFFAOYSA-N 0.000 claims 1
- 230000006978 adaptation Effects 0.000 abstract description 11
- MTHSVFCYNBDYFN-UHFFFAOYSA-N diethylene glycol Chemical compound OCCOCCO MTHSVFCYNBDYFN-UHFFFAOYSA-N 0.000 description 20
- 238000001723 curing Methods 0.000 description 19
- 239000007788 liquid Substances 0.000 description 19
- 238000001035 drying Methods 0.000 description 14
- 239000000126 substance Substances 0.000 description 13
- 238000000576 coating method Methods 0.000 description 10
- 239000011248 coating agent Substances 0.000 description 9
- 238000005516 engineering process Methods 0.000 description 9
- 239000004615 ingredient Substances 0.000 description 9
- 238000005259 measurement Methods 0.000 description 9
- 125000004432 carbon atom Chemical group C* 0.000 description 8
- 230000005855 radiation Effects 0.000 description 7
- LYCAIKOWRPUZTN-UHFFFAOYSA-N ethylene glycol Natural products OCCO LYCAIKOWRPUZTN-UHFFFAOYSA-N 0.000 description 6
- 239000007787 solid Substances 0.000 description 5
- 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 4
- 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 4
- 230000015572 biosynthetic process Effects 0.000 description 4
- 150000002148 esters Chemical class 0.000 description 4
- 235000007586 terpenes Nutrition 0.000 description 4
- 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 4
- 229940042596 viscoat Drugs 0.000 description 4
- 239000011521 glass Substances 0.000 description 3
- 239000000463 material Substances 0.000 description 3
- 150000004767 nitrides Chemical class 0.000 description 3
- 125000001424 substituent group Chemical group 0.000 description 3
- 150000003505 terpenes Chemical class 0.000 description 3
- KWOLFJPFCHCOCG-UHFFFAOYSA-N Acetophenone Chemical compound CC(=O)C1=CC=CC=C1 KWOLFJPFCHCOCG-UHFFFAOYSA-N 0.000 description 2
- HRPVXLWXLXDGHG-UHFFFAOYSA-N Acrylamide Chemical compound NC(=O)C=C HRPVXLWXLXDGHG-UHFFFAOYSA-N 0.000 description 2
- KAKZBPTYRLMSJV-UHFFFAOYSA-N Butadiene Chemical compound C=CC=C KAKZBPTYRLMSJV-UHFFFAOYSA-N 0.000 description 2
- GEWCPKLHLVRECB-UHFFFAOYSA-N C(C=C)(=O)O.C(C=C)(=O)O.C(N)(O)=O Chemical compound C(C=C)(=O)O.C(C=C)(=O)O.C(N)(O)=O GEWCPKLHLVRECB-UHFFFAOYSA-N 0.000 description 2
- 238000005033 Fourier transform infrared spectroscopy Methods 0.000 description 2
- RRHGJUQNOFWUDK-UHFFFAOYSA-N Isoprene Chemical compound CC(=C)C=C RRHGJUQNOFWUDK-UHFFFAOYSA-N 0.000 description 2
- UFWIBTONFRDIAS-UHFFFAOYSA-N Naphthalene Chemical compound C1=CC=CC2=CC=CC=C21 UFWIBTONFRDIAS-UHFFFAOYSA-N 0.000 description 2
- 239000005062 Polybutadiene Substances 0.000 description 2
- 238000010521 absorption reaction Methods 0.000 description 2
- 125000001931 aliphatic group Chemical group 0.000 description 2
- QVGXLLKOCUKJST-UHFFFAOYSA-N atomic oxygen Chemical compound [O] QVGXLLKOCUKJST-UHFFFAOYSA-N 0.000 description 2
- WERYXYBDKMZEQL-UHFFFAOYSA-N butane-1,4-diol Chemical compound OCCCCO WERYXYBDKMZEQL-UHFFFAOYSA-N 0.000 description 2
- 230000000694 effects Effects 0.000 description 2
- WGCNASOHLSPBMP-UHFFFAOYSA-N hydroxyacetaldehyde Natural products OCC=O WGCNASOHLSPBMP-UHFFFAOYSA-N 0.000 description 2
- 238000005286 illumination Methods 0.000 description 2
- 230000001678 irradiating effect Effects 0.000 description 2
- 239000004973 liquid crystal related substance Substances 0.000 description 2
- BDAGIHXWWSANSR-UHFFFAOYSA-N methanoic acid Natural products OC=O BDAGIHXWWSANSR-UHFFFAOYSA-N 0.000 description 2
- 125000000325 methylidene group Chemical group [H]C([H])=* 0.000 description 2
- 229910052760 oxygen Inorganic materials 0.000 description 2
- 239000001301 oxygen Substances 0.000 description 2
- 238000000016 photochemical curing Methods 0.000 description 2
- 229920002857 polybutadiene Polymers 0.000 description 2
- 229920000139 polyethylene terephthalate Polymers 0.000 description 2
- 239000005020 polyethylene terephthalate Substances 0.000 description 2
- 229920001195 polyisoprene Polymers 0.000 description 2
- 238000001228 spectrum Methods 0.000 description 2
- 238000006467 substitution reaction Methods 0.000 description 2
- QNODIIQQMGDSEF-UHFFFAOYSA-N (1-hydroxycyclohexyl)-phenylmethanone Chemical compound C=1C=CC=CC=1C(=O)C1(O)CCCCC1 QNODIIQQMGDSEF-UHFFFAOYSA-N 0.000 description 1
- GNWBLLYJQXKPIP-ZOGIJGBBSA-N (1s,3as,3bs,5ar,9ar,9bs,11as)-n,n-diethyl-6,9a,11a-trimethyl-7-oxo-2,3,3a,3b,4,5,5a,8,9,9b,10,11-dodecahydro-1h-indeno[5,4-f]quinoline-1-carboxamide Chemical compound CN([C@@H]1CC2)C(=O)CC[C@]1(C)[C@@H]1[C@@H]2[C@@H]2CC[C@H](C(=O)N(CC)CC)[C@@]2(C)CC1 GNWBLLYJQXKPIP-ZOGIJGBBSA-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
- ALVZNPYWJMLXKV-UHFFFAOYSA-N 1,9-Nonanediol Chemical compound OCCCCCCCCCO ALVZNPYWJMLXKV-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
- SMZOUWXMTYCWNB-UHFFFAOYSA-N 2-(2-methoxy-5-methylphenyl)ethanamine Chemical compound COC1=CC=C(C)C=C1CCN SMZOUWXMTYCWNB-UHFFFAOYSA-N 0.000 description 1
- NIXOWILDQLNWCW-UHFFFAOYSA-N 2-Propenoic acid Natural products OC(=O)C=C NIXOWILDQLNWCW-UHFFFAOYSA-N 0.000 description 1
- PCKZAVNWRLEHIP-UHFFFAOYSA-N 2-hydroxy-1-[4-[[4-(2-hydroxy-2-methylpropanoyl)phenyl]methyl]phenyl]-2-methylpropan-1-one Chemical compound C1=CC(C(=O)C(C)(O)C)=CC=C1CC1=CC=C(C(=O)C(C)(C)O)C=C1 PCKZAVNWRLEHIP-UHFFFAOYSA-N 0.000 description 1
- RZVINYQDSSQUKO-UHFFFAOYSA-N 2-phenoxyethyl prop-2-enoate Chemical compound C=CC(=O)OCCOC1=CC=CC=C1 RZVINYQDSSQUKO-UHFFFAOYSA-N 0.000 description 1
- QZPSOSOOLFHYRR-UHFFFAOYSA-N 3-hydroxypropyl prop-2-enoate Chemical compound OCCCOC(=O)C=C QZPSOSOOLFHYRR-UHFFFAOYSA-N 0.000 description 1
- 229920000178 Acrylic resin Polymers 0.000 description 1
- 239000004925 Acrylic resin Substances 0.000 description 1
- KXDHJXZQYSOELW-UHFFFAOYSA-M Carbamate Chemical compound NC([O-])=O KXDHJXZQYSOELW-UHFFFAOYSA-M 0.000 description 1
- KXDHJXZQYSOELW-UHFFFAOYSA-N Carbamic acid Chemical group NC(O)=O KXDHJXZQYSOELW-UHFFFAOYSA-N 0.000 description 1
- CERQOIWHTDAKMF-UHFFFAOYSA-M Methacrylate Chemical compound CC(=C)C([O-])=O CERQOIWHTDAKMF-UHFFFAOYSA-M 0.000 description 1
- LSDPWZHWYPCBBB-UHFFFAOYSA-N Methanethiol Chemical compound SC LSDPWZHWYPCBBB-UHFFFAOYSA-N 0.000 description 1
- NINIDFKCEFEMDL-UHFFFAOYSA-N Sulfur Chemical group [S] NINIDFKCEFEMDL-UHFFFAOYSA-N 0.000 description 1
- 150000001412 amines Chemical class 0.000 description 1
- RWCCWEUUXYIKHB-UHFFFAOYSA-N benzophenone Chemical compound C=1C=CC=CC=1C(=O)C1=CC=CC=C1 RWCCWEUUXYIKHB-UHFFFAOYSA-N 0.000 description 1
- 239000012965 benzophenone Substances 0.000 description 1
- 125000001797 benzyl group Chemical group [H]C1=C([H])C([H])=C(C([H])=C1[H])C([H])([H])* 0.000 description 1
- GCTPMLUUWLLESL-UHFFFAOYSA-N benzyl prop-2-enoate Chemical compound C=CC(=O)OCC1=CC=CC=C1 GCTPMLUUWLLESL-UHFFFAOYSA-N 0.000 description 1
- ZNAAXKXXDQLJIX-UHFFFAOYSA-N bis(2-cyclohexyl-3-hydroxyphenyl)methanone Chemical compound C1CCCCC1C=1C(O)=CC=CC=1C(=O)C1=CC=CC(O)=C1C1CCCCC1 ZNAAXKXXDQLJIX-UHFFFAOYSA-N 0.000 description 1
- HORIEOQXBKUKGQ-UHFFFAOYSA-N bis(7-methyloctyl) cyclohexane-1,2-dicarboxylate Chemical compound CC(C)CCCCCCOC(=O)C1CCCCC1C(=O)OCCCCCCC(C)C HORIEOQXBKUKGQ-UHFFFAOYSA-N 0.000 description 1
- 230000000052 comparative effect Effects 0.000 description 1
- 230000006835 compression Effects 0.000 description 1
- 238000007906 compression Methods 0.000 description 1
- 238000005336 cracking Methods 0.000 description 1
- KBLWLMPSVYBVDK-UHFFFAOYSA-N cyclohexyl prop-2-enoate Chemical compound C=CC(=O)OC1CCCCC1 KBLWLMPSVYBVDK-UHFFFAOYSA-N 0.000 description 1
- 230000006837 decompression Effects 0.000 description 1
- 125000001495 ethyl group Chemical group [H]C([H])([H])C([H])([H])* 0.000 description 1
- 125000000219 ethylidene group Chemical group [H]C(=[*])C([H])([H])[H] 0.000 description 1
- 229960005082 etohexadiol Drugs 0.000 description 1
- 238000011156 evaluation Methods 0.000 description 1
- 235000019253 formic acid Nutrition 0.000 description 1
- 230000003760 hair shine Effects 0.000 description 1
- XXMIOPMDWAUFGU-UHFFFAOYSA-N hexane-1,6-diol Chemical class OCCCCCCO XXMIOPMDWAUFGU-UHFFFAOYSA-N 0.000 description 1
- 125000002887 hydroxy group Chemical group [H]O* 0.000 description 1
- 230000002401 inhibitory effect Effects 0.000 description 1
- PBOSTUDLECTMNL-UHFFFAOYSA-N lauryl acrylate Chemical compound CCCCCCCCCCCCOC(=O)C=C PBOSTUDLECTMNL-UHFFFAOYSA-N 0.000 description 1
- FQPSGWSUVKBHSU-UHFFFAOYSA-N methacrylamide Chemical compound CC(=C)C(N)=O FQPSGWSUVKBHSU-UHFFFAOYSA-N 0.000 description 1
- 238000002156 mixing Methods 0.000 description 1
- 125000004433 nitrogen atom Chemical group N* 0.000 description 1
- 230000003287 optical effect Effects 0.000 description 1
- 125000004430 oxygen atom Chemical group O* 0.000 description 1
- 238000010422 painting Methods 0.000 description 1
- 230000000149 penetrating effect Effects 0.000 description 1
- 230000035699 permeability Effects 0.000 description 1
- 239000005011 phenolic resin Substances 0.000 description 1
- 125000001997 phenyl group Chemical group [H]C1=C([H])C([H])=C(*)C([H])=C1[H] 0.000 description 1
- 230000000704 physical effect Effects 0.000 description 1
- 229920000515 polycarbonate Polymers 0.000 description 1
- 239000004417 polycarbonate Substances 0.000 description 1
- 239000003505 polymerization initiator Substances 0.000 description 1
- 239000007870 radical polymerization initiator Substances 0.000 description 1
- 238000009738 saturating Methods 0.000 description 1
- MUTNCGKQJGXKEM-UHFFFAOYSA-N tamibarotene Chemical compound C=1C=C2C(C)(C)CCC(C)(C)C2=CC=1NC(=O)C1=CC=C(C(O)=O)C=C1 MUTNCGKQJGXKEM-UHFFFAOYSA-N 0.000 description 1
- 230000000007 visual effect Effects 0.000 description 1
Classifications
-
- B—PERFORMING OPERATIONS; TRANSPORTING
- B29—WORKING OF PLASTICS; WORKING OF SUBSTANCES IN A PLASTIC STATE IN GENERAL
- B29C—SHAPING OR JOINING OF PLASTICS; SHAPING OF MATERIAL IN A PLASTIC STATE, NOT OTHERWISE PROVIDED FOR; AFTER-TREATMENT OF THE SHAPED PRODUCTS, e.g. REPAIRING
- B29C65/00—Joining or sealing of preformed parts, e.g. welding of plastics materials; Apparatus therefor
- B29C65/48—Joining or sealing of preformed parts, e.g. welding of plastics materials; Apparatus therefor using adhesives, i.e. using supplementary joining material; solvent bonding
-
- 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
- B32B27/30—Layered products comprising a layer of synthetic resin comprising vinyl (co)polymers; comprising acrylic (co)polymers
-
- 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
- B32B37/00—Methods or apparatus for laminating, e.g. by curing or by ultrasonic bonding
- B32B37/12—Methods or apparatus for laminating, e.g. by curing or by ultrasonic bonding characterised by using adhesives
-
- 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
-
- 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
Landscapes
- Chemical & Material Sciences (AREA)
- Polymers & Plastics (AREA)
- Medicinal Chemistry (AREA)
- Organic Chemistry (AREA)
- Engineering & Computer Science (AREA)
- Health & Medical Sciences (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Mechanical Engineering (AREA)
- Physics & Mathematics (AREA)
- Theoretical Computer Science (AREA)
- General Physics & Mathematics (AREA)
- Laminated Bodies (AREA)
- Adhesives Or Adhesive Processes (AREA)
- Lining Or Joining Of Plastics Or The Like (AREA)
- Devices For Indicating Variable Information By Combining Individual Elements (AREA)
Abstract
The present invention provides the manufacturing method and Photocurable resin composition that the mutual adaptation of the component with photopermeability can be made to become good laminated body.Process (A) of this manufacturing method with the surface that Photocurable resin composition (6) is coated on to the first component with photopermeability；The process (B) that resin layer (11) are not fully cured is formed to Photocurable resin composition (6) irradiation light being coated with；Make the process (C) that the dry tack free of resin layer (11) is not fully cured；By first component and second component with photopermeability via the process (D) that resin layer (11) fitting is not fully cured；And the process (E) of formal solidification is allowed to resin layer (11) irradiation light is not fully cured.Heating remainder of the Photocurable resin composition (6) after 60 DEG C of heating in 30 minutes is less than 96.0%.
Description
Technical field
This technology is related to the manufacturing method and Photocurable resin composition of laminated body.The application was June 8 in 2016
Day is basic CLAIM OF PRIORITY in the Japanese patent application No. Patent 2016-114579 of Japan's application, and by reference to the Shen
Please this application is quoted to the application.
Background technique
Conventionally, there is known being bonded the component with photopermeability each other using Photocurable resin composition, pass through light
The technology that permeability resin layer is fixed.Liquid is coated on image display member for example, describing in patent document 1
Photocurable resin composition is allowed to not fully cured and is formed and resin layer is not fully cured, be not fully cured on resin layer
It is bonded photopermeability component, and the method for carrying out formal solidification.
But for the technology with regard to being recorded in patent document 1, since Photocurable resin composition is to be exposed in atmosphere
The state of air solidified, thus there is the tendency for the influence for being susceptible to solidify as caused by oxygen obstruction.Therefore, it has
The surface that resin layer is not fully cured is not sufficiently solidified, the situation of remained on surface liquid parts.If residual with such surface
The state progress photopermeability component of liquid parts and being bonded for image display member are stayed, then is easy to produce sliding after there is fitting
Tendency, it is possible to be unable to get sufficient adaptation.
Existing technical literature
Patent document
Patent document 1: Japanese Unexamined Patent Publication 2013-151151 bulletin
Summary of the invention
Subject to be solved by the invention
This technology is proposed in view of such existing actual conditions, and the component that can make have photopermeability is provided
Mutual adaptation becomes the manufacturing method and Photocurable resin composition of good laminated body.
The method to solve the problem
The manufacturing method for the laminated body that this technology is related to is included for Photocurable resin composition to be coated on and be penetrated with light
The process (A) on the surface of the first component of property；The Photocurable resin composition irradiation light being coated with is formed completely not solid
Change the process (B) of resin layer；Make the process (C) that the dry tack free of resin layer is not fully cured；By first component with have light it is saturating
The second component for the property crossed is via the process (D) that resin layer fitting is not fully cured；And to resin layer irradiation light is not fully cured
And the process (E) of formal solidification is carried out, heating remainder of the Photocurable resin composition after 60 DEG C of heating in 30 minutes is small
In 96.0%.
The Photocurable resin composition that this technology is related to contain 60 DEG C 30 minutes heating after heating remainder be
85.0% monofunctional monomer below, crosslinking agent, Photoepolymerizationinitiater initiater and by least 1 in plasticizer and adhesion imparting agent
The softening agent that kind is constituted, and the heating remainder after 60 DEG C of heating in 30 minutes is less than 96.0%.
Invention effect
According to this technology, first component and the adaptation of second component can be made to become good.
Detailed description of the invention
[Fig. 1] Fig. 1 is the sectional view for showing an example of image display device.
[Fig. 2] Fig. 2 is the process for illustrating for Photocurable resin composition to be coated on the surface of photopermeability component
An example perspective view.
[Fig. 3] Fig. 3 (A) is the solid for showing an example for the photopermeability component for being coated with Photocurable resin composition
Figure, Fig. 3 (B) is the A-A ' sectional view in Fig. 3 (A).
[Fig. 4] Fig. 4 (A) is for illustrating that the Photocurable resin composition to the surface for being coated on photopermeability component shines
It penetrates light and forms the perspective view that an example of process of resin layer is not fully cured, Fig. 4 (B) is the A-A ' sectional view in Fig. 4 (A).
[Fig. 5] Fig. 5 (A) is the solid for illustrating to make not to be fully cured an example of the process of the dry tack free of resin layer
Figure, Fig. 5 (B) is the A-A ' sectional view in Fig. 5 (A).
[Fig. 6] Fig. 6 (A) is the solid for illustrating to make not to be fully cured an example of the process of the dry tack free of resin layer
Figure, Fig. 6 (B) is the A-A ' sectional view in Fig. 6 (A).
[Fig. 7] Fig. 7 be display via be not fully cured resin layer make image display member be bonded with photopermeability component and
At laminated body an example sectional view.
[Fig. 8] Fig. 8 be show to resin layer irradiation light is not fully cured and make the process of its formal solidification an example cut
Face figure.
[Fig. 9] Fig. 9 (A) is other the solid for illustrating to make not to be fully cured the process of the dry tack free of resin layer
Figure, Fig. 9 (B) is the A-A ' sectional view in Fig. 9 (A).
[Figure 10] Figure 10 is the figure of the method for the heating remainder for illustrating to measure monofunctional monomer.
[Figure 11] Figure 11 is the figure of the method for the heating remainder for illustrating to measure Photocurable resin composition.
[Figure 12] Figure 12 (A) is the sectional view for showing the state to Photocurable resin composition irradiation ultraviolet light, Figure 12
It (B) is the sectional view for showing the resin composition layer after ultraviolet light irradiation, Figure 12 (C) is the method for illustrating retentivity test
Figure.
Specific embodiment
[manufacturing method of laminated body]
The manufacturing method of laminated body of the present embodiment has following process (A)~(E), and use is at 60 DEG C 30 points
Heating Photocurable resin composition of the remainder less than 96% after clock heating.
Process (A): Photocurable resin composition is coated on to the surface of the first component with photopermeability.
Process (B): the Photocurable resin composition irradiation light being coated with is formed and resin layer is not fully cured.
Process (C): make the dry tack free that resin layer is not fully cured.
Process (D): first component is bonded with the second component with photopermeability via resin layer is not fully cured.
Process (E): formal solidification is allowed to resin layer irradiation light is not fully cured.
According to this manufacturing method, by making the dry tack free that resin layer is not fully cured before process (D), so as to
Make the liquid parts volatilization that the surface of resin layer is not fully cured.It therefore, can be substantive the surface of resin layer not to be fully cured
First component is not bonded by the state of remaining liquid ingredient with second component.Therefore, it can prevent in first component and the second structure
Sliding is generated after part fitting, first component and the adaptation of second component can be made to become good.
Heating remainder of the Photocurable resin composition used in this manufacturing method after 60 DEG C of heating in 30 minutes
Divide less than 96%, preferably 94.0% hereinafter, more preferably 93.0% or less.In addition, from the close of first component and second component
From the perspective of conjunction property, the lower limit value of the heating remainder of Photocurable resin composition is preferably 80.0% or more, more excellent
It is selected as 85.0% or more, further preferably 90.0% or more.Here, the heating remainder of Photocurable resin composition is
Refer to, is measured using calorimeter measurement device (device name: Q50, TA instrument (TA Instruments) company manufacture) by 10mg light
The value that hardening resin composition heats the quality of 30 minutes front and backs and find out at 60 DEG C.
Hereinafter, each process is described in detail referring to attached drawing.In this manufacturing method, such as shown in Figure 1, obtain periphery
The photopermeability component 3 (first component) and image display member 2 (second component) that portion forms light shield layer 4 are via solidified resin
The image display device 5 (laminated body) that layer 1 is laminated.
Curing resin layer 1 is formed by aftermentioned Photocurable resin composition 6.The refractive index of curing resin layer 1 is excellent
Choosing is roughly equal with the refractive index of image display member 2, photopermeability component 3, such as preferably 1.45 or more 1.55 or less.By
This, can be improved brightness, the contrast of the image light from image display member 2, visuality made to become good.In addition, solidification
The transmitance of resin layer 1 is preferably greater than 90%.Thereby, it is possible to make the visuality for the image for being formed in image display member 2 more
Well.The thickness of curing resin layer 1 is for example preferably 50~200 μm.
Image display member 2 can be enumerated such as liquid crystal display panel, touch panel.Here, touch panel means
Combination has the image of location input device as display element as liquid crystal display panel and touch tablet to show and input face
Plate.
As long as photopermeability component 3 is as with that can make the image for being formed in image display member 2 become visual
Photopermeability component.For example, glass, acrylic resin, polyethylene terephthalate, poly- naphthalene two can be enumerated
The board-like materials such as formic acid glycol ester, polycarbonate, flaky material.These materials can also be implemented at hard painting at least one face
Reason, antireflection process etc..The physical property such as thickness, the elasticity modulus of photopermeability component 3 can moderately be determined according to purpose is used.
Light shield layer 4 is arranged to improve the contrast of image, for example, can be coated with by silk screen print method etc.
Color is the coating of black etc. and makes it dry, is solidified to form.The thickness of light shield layer 4 is usually 5~100 μm.
[process (A)]
In process (A), such as shown in Fig. 2, Fig. 3 (A), (B), Photocurable resin composition 6 is coated on light and is penetrated
The surface of property component 3.The coating of Photocurable resin composition 6 can by various coating methods used in general come into
Row, such as shown in Fig. 2, the apparatus for coating for the coating head 8 for having slit-shaped nozzle 7 can be used to carry out.Process (A)
In, such as be preferably thicker than the thickness of light shield layer 4 by the coating of Photocurable resin composition 6 as shown in Fig. 3 (B).It is specific and
Speech, preferably the formation side surface of the light shield layer 4 of the photopermeability component 3 including the surface of light shield layer 4 whole face to hide
1.2~50 times of thickness of the thickness of photosphere 4 is coated with Photocurable resin composition 6, is more preferably carried out with 2~30 times of thickness
Coating.More specific coating thickness is preferably 25~350 μm, and more preferably 50~300 μm.It should be noted that photo-curable tree
The coating of oil/fat composition 6 can also carry out repeatedly to obtain necessary thickness.
[process (B)]
In process (B), such as shown in Fig. 4 (A), the light-cured resin to the surface for being coated on photopermeability component 3
Composition 6 irradiates the ultraviolet light 10 from ultraviolet radiation device 9, and resin layer 11 is not fully cured to be formed.By consolidating light
The property changed resin combination 6 is not fully cured, and Photocurable resin composition 6 can be made to become the shape not flowed significantly from liquid
State improves operability.
About ultraviolet irradiation condition, the curing degree for being preferably carried out to not to be fully cured resin layer 11 becomes 10~
80%, more preferably to becoming 40~80%, further progress is to as 70~80%.Here, curing degree refers to, by opposite
(methyl) third after the light irradiation of the amount of (methyl) acryloyl group in Photocurable resin composition 6 before light irradiation
Numerical value defined in the ratio (consumption ratio) of the amount of enoyl-.The numerical value of the curing degree is bigger, indicate can more into
Row solidification.Specifically, curing degree can be by the FT-IR measurement of the Photocurable resin composition 6 before irradiating light spectrum
1640~1620cm apart from baseline-1Absorption peak heights (X) and light irradiation after Photocurable resin composition 6 (not
Resin layer 11 is fully cured) FT-IR measurement spectrum in 1640~1620cm apart from baseline-1Absorption peak heights (Y) bring into
It is calculated in following formula.
Curing degree (%)=[(X-Y)/X] × 100
As long as light irradiation condition make the curing degree of Photocurable resin composition 6 preferably become 10~80% item
The type of light source, output, illumination, accumulative light quantity etc. is just not particularly limited in part.
The surface of resin layer 11 is not fully cured, such as shown in Fig. 4 (B), solidifies the shadow hindered caused by oxygen
It rings, the uncured layer 12 that can be formed by liquid parts (such as aftermentioned monofunctional monomer etc.) covers.The thickness of uncured layer 12
Degree is usually 10 μm or so.If light penetrated so that the surface of resin layer 11 is not fully cured by the state that uncured layer 12 covers
Property component 3 be bonded with image display member 2, then have the tendency that in the presence of fitting after be easy to produce sliding, it is possible to be unable to get and fill
The adaptation divided.Thus, in this manufacturing method, by making the dry tack free that resin layer 11 is not fully cured in process (C), from
And make the liquid parts volatilization for constituting uncured layer 12.
[process (C)]
In process (C), such as shown in Fig. 5 (A), made using the heat from thermostatic drier (freeze-day with constant temperature furnace) 13 not complete
The dry tack free of all solidstate resin layer 11.As a result, for example as shown in Fig. 5 (B), the liquid parts for constituting uncured layer 12 can be made
Volatilization becomes the state in the substantive not remaining liquid ingredient in surface that resin layer 11 is not fully cured.Drying temperature is preferably set to
The condition that the liquid parts of composition uncured layer 12 are easy to volatilize, preferably such as 60 DEG C or more.In addition, it is contemplated that for image
The influence of display member 2, photopermeability component 3, drying temperature is preferably unsuitable excessively high, is preferably set to such as 80 DEG C or less.
Drying means, can also be for example such as Fig. 6 other than using the method for thermostatic drier 13 as shown in Fig. 5 (A)
(A), make the dry tack free that resin layer 11 is not fully cured using the heat from the heating pressure fan 15 such as dryer shown in (B).
[process (D)]
In process (D), such as shown in fig. 7, by image display member 2 and photopermeability component 3 via not being fully cured
Resin layer 11 is bonded.When fitting, for example, can by using well known compression bonding apparatus, pressurizeed at 10~80 DEG C into
Row.
[process (E)]
In process (E), such as shown in figure 8, to the irradiation of resin layer 11 is not fully cured from ultraviolet radiation device 16
Ultraviolet light 17 makes that 11 formal solidification of resin layer is not fully cured.Form curing resin layer 1 (referring to Fig.1) as a result,.
The curing degree that light irradiation in process (E) is preferably carried out to curing resin layer 1 becomes 90% or more, more preferably carries out
To as 95% or more.Here, curing degree is synonymous with above-mentioned curing degree.About ultraviolet irradiation condition, as long as solidification
The curing degree of resin layer 1 preferably becomes 90% or more condition, does not just have to the type of light source, output, illumination, accumulative light quantity etc.
Especially limitation.
As described above, according to this manufacturing method, by making the surface that resin layer 11 is not fully cured dry before process (D)
It is dry, the liquid parts volatilization that the surface of resin layer 11 is not fully cured can be made.It therefore, can be resin layer 11 not to be fully cured
The state of surface essence remaining liquid ingredient photopermeability component 3 is not bonded with image display member 2.Therefore, Neng Goufang
Sliding is only generated after photopermeability component 3 is bonded with image display member 2, and photopermeability component 3 and image can be made to show
The adaptation of component 2 becomes good.
In above-mentioned manufacturing method, as the drying means in process (C), lists and added using thermostatic drier 13
The method of heat, but it is not limited to this method.For example, other than the method for heating, the method for decompression, air-supply can be also enumerated
Method, the combination of method, these methods for irradiating ultraviolet light etc..As an example, in the method for irradiation ultraviolet light, to incomplete
Ultraviolet light is irradiated on the surface of curing resin layer 11, and resin layer 11 will not be fully cured and heat up, make that resin layer 11 is not fully cured
Dry tack free.Specifically, as shown in figure 9, in process (B), can in ultraviolet light 10 of the irradiation from ultraviolet radiation device 9 and
After resin layer 11 is not fully cured for formation, continue to carry out long-time irradiation to the surface that resin layer 11 is not fully cured, to make
The dry tack free of resin layer 11 is not fully cured.That is, the formation of resin layer 11 can also be fully cured in process (B)
The dry the two on the surface of resin layer 11 is not fully cured.
In addition, thering is the surface of 4 side of light shield layer to be coated in the formation of photopermeability component 3 in above-mentioned manufacturing method
Photocurable resin composition 6, but it is not limited to this method.For example, it is also possible to apply lighting on the surface of image display member 2
Hardening resin composition 6.In addition, the photopermeability component 3 for being formed with light shield layer 4 has been used in above-mentioned manufacturing method, but
It is not limited to the example.For example, it is also possible to use the photopermeability component of not formed light shield layer.
[Photocurable resin composition]
Heating remainder of the Photocurable resin composition of the present embodiment after 60 DEG C of heating in 30 minutes is small
In 96.0%.In addition, Photocurable resin composition preferably comprises aftermentioned monofunctional monomer, crosslinking agent, Photoepolymerizationinitiater initiater
And by least one kind of softening agent constituted of plasticizer and adhesion imparting agent.
[monofunctional monomer]
Heating remainder of the monofunctional monomer preferably after 60 DEG C of heating in 30 minutes is 85% or less.In addition, from first
From the perspective of the adaptation of component and second component, the lower limit value of the heating remainder of monofunctional monomer be preferably 30% with
On, more preferably 40% or more.Here, the heating remainder of monofunctional monomer refers to, uses calorimeter measurement device (device
Name: Q50, TA instrument company manufacture) it measures and 10mg monofunctional monomer is heated into the quality of 30 minutes front and backs at 60 DEG C and is found out
Value.
Photocurable resin composition is by containing above-mentioned monofunctional monomer, thus in the process of above-mentioned manufacturing method
(C) liquid parts that the surface of resin layer 11 is not fully cured in become the state being more likely to volatilize.It therefore, can be with incomplete
The surface of curing resin layer 11 more reliably not the state of remaining liquid ingredient by photopermeability component 3 and image display member 2
Fitting.Thereby, it is possible to more efficiently prevent to generate sliding after photopermeability component 3 is bonded with image display member 2, can make
The adaptation of photopermeability component 3 and image display member 2 becomes more good.
It is preferably in simple function (methyl) acrylamide and simple function (methyl) acrylate as monofunctional monomer
It is at least one kind of.Specifically, monofunctional monomer be more preferably compound represented by compound represented by formula (A), formula (B) with
And it is at least one kind of in compound represented by formula (C).Here, (methyl) acrylate includes methacrylate and acrylic acid
Both esters.In addition, (methyl) acrylamide includes both Methacrylamide and acrylamide.
[changing 1]
In formula (A), R1Indicate hydrogen atom or methyl.R2And R3The alkyl of carbon atom number 1~4 is each independently represented, preferably
For methyl or ethyl.
In formula (B), R4Indicate hydrogen atom or methyl.R5Indicate the alkyl of carbon atom number 1~7.R5It can be straight-chain, branch
Any one of chain or cyclic alkyl.R5It can have substituent group, or non-substituted.In R5There is the case where substituent group
Under, as substituent group, hydroxyl can be enumerated.In R5In the case where straight-chain or branched-chain alkyl, the carbon atom number of alkyl is preferred
It is 1~7, more preferably 1~4.In R5In the case where cyclic alkyl, the carbon atom number of alkyl is preferably 3~8, and more preferably 4
~7, further preferably 5~7.
In formula (C), R6Indicate hydrogen atom or methyl.R7Indicate the aliphatic heterocyclyl radical of carbon atom number 3~6.Aliphatic heterocycle
The carbon atom number of base is preferably 4~6, and more preferable 5 or 6.As constitute aliphatic heterocyclyl radical hetero atom, can enumerate oxygen atom,
Nitrogen-atoms, sulphur atom etc..L1Indicate the alkylidene of singly-bound or carbon atom number 1~3.In L1Indicate the alkylidene of carbon atom number 1~3
In the case where, preferably methylene or ethylidene, more preferably methylene.
As the concrete example of monofunctional monomer, preferably dimethyl (methyl) acrylamide, diethyl (methyl) acryloyl
It is at least one kind of in amine, (methyl) hydroxypropyl acrylate, (methyl) cyclohexyl acrylate and (methyl) tetrahydrofurfuryl acrylate.
In Photocurable resin composition, the content of monofunctional monomer is preferably 10~30 mass %, more preferably 15~
25 mass %.Monofunctional monomer can be used alone or two or more kinds may be used.In the simple function list being used in combination of two or more
In the case where body, preferred its content range for meeting above-mentioned content.
[crosslinking agent]
As crosslinking agent, it is, for example, possible to use (methyl) acrylate compounds more than difunctional of photo-curable.
As crosslinking agent, it is, for example, possible to use ethylene glycol two (methyl) acrylate, diethylene glycol two (methyl) acrylate, poly- second
Glycol two (methyl) acrylate, 1,4- butanediol two (methyl) acrylate, 1,6-hexylene glycols two (methyl) acrylate, 1,
8- ethohexadiol two (methyl) acrylate, 1,9- nonanediol two (methyl) acrylate etc..It, can also be in addition, as crosslinking agent
Use two (methyl) acrylate compounds with carbamate, isoprene, butadiene etc. in skeleton.As having
The concrete example of (methyl) acrylate compounds of carbamate skeleton, can enumerate aliphatic carbamate diacrylate
(manufacture of EBECRYL230, DAICEL-ALLNEX company).
In Photocurable resin composition, the content of crosslinking agent is preferably 0.01~20 mass %, more preferably 0.01~
15 mass %, further preferably 0.05~15 mass %.Crosslinking agent can be used alone or two or more kinds may be used.
In the case where the crosslinking agent being used in combination of two or more, preferred its content range for meeting above-mentioned content.
[Photoepolymerizationinitiater initiater]
Photoepolymerizationinitiater initiater is preferably optical free radical polymerization initiator, further preferably alkyl phenones system Photoepolymerizationinitiater initiater
And it is at least one kind of in acylphosphine oxide system Photoepolymerizationinitiater initiater.As alkyl phenones system Photoepolymerizationinitiater initiater, 1- can be used
Hydroxycyclohexylphenylketone (IRGACURE184, the manufacture of BASF (BASF) company), 2- hydroxyl -1- { 4- [4- (2- hydroxyl -2-
Methyl-propanoyl) benzyl] phenyl }-2- methyl-1-propane-1- ketone (IRGACURE127, BASF AG's manufacture) etc..As
Acylphosphine oxide system Photoepolymerizationinitiater initiater can be used 2,4,6- trimethylbenzoy-diphenies-phosphine oxide (TPO, Bath
The manufacture of husband company) etc..In addition, benzophenone, acetophenone etc. also can be used as Photoepolymerizationinitiater initiater.
In Photocurable resin composition, add up to 100 mass parts relative to above-mentioned monofunctional monomer and crosslinking agent,
The content of Photoepolymerizationinitiater initiater is preferably 0.1~5 mass parts, more preferably 0.2~3 mass parts.By becoming such range,
Solidification when can more efficiently prevent from light irradiation is insufficient, and is vented (Outgas) caused by more efficiently preventing from because of cracking
Increase.Photoepolymerizationinitiater initiater can be used alone or two or more kinds may be used.Draw in the photopolymerization being used in combination of two or more
In the case where sending out agent, preferably its total amount is met the above range.
[softening agent]
Softening agent is by least one kind of constituting in plasticizer and adhesion imparting agent.Plasticizer is that its own will not be because ultraviolet
Line irradiates and photocuring, assigns to the Photocurable resin composition (curing resin layer or resin layer is not fully cured) after solidification
The substance of flexibility.It is, for example, possible to use cyclohexanedicarboxyester ester based compounds, polybutadiene based compound, polyisoprene
Based compound etc..Imparting agent of adhering assigns flexibility for the Photocurable resin composition after solidifying, and makes initial bond strength
(that is, viscosity) improves.As adhesion imparting agent, it is, for example, possible to use terpene resin, terpene phenol resin, hydrogenated terpene resins etc.
Terpenic series resin, the rosin resins such as natural rosin, newtrex, rosin ester, hydrogenated rosin, polybutadiene, polyisoprene etc.
Petropols etc..
In Photocurable resin composition, the content of softening agent is preferably 40~90 mass %, more preferably 50~85 matter
Measure %.Softening agent can be used alone any a kind in plasticizer and adhesion imparting agent, and also two or more kinds may be used.It is being used in combination
In the case where softening agent of more than two kinds, preferably its total amount is met the above range.
[other compositions]
In the range of not damaging the effect of this technology, Photocurable resin composition can further contain mentioned component
Other compositions in addition.It should be noted that (such as inhibiting high temperature ring from the reliability of the Photocurable resin composition after solidification
Xanthochromia under border) from the perspective of, Photocurable resin composition is preferably substantially without containing mercaptan system, amine compound as it
His ingredient.
Photocurable resin composition is preferably liquid at normal temperature.As liquid, preferably for example surveyed using Brookfield viscometer
Viscosity at fixed 25 DEG C shows 0.01~100Pas.
Photocurable resin composition can be by equably mixing above-mentioned each ingredient according to well known mixed method
To modulate.
Embodiment
Hereinafter, the embodiment to this technology is illustrated.
[monofunctional monomer]
DMAA: dimethacrylamide, the manufacture of KJ chemical company
DEAA: acrylamide, the manufacture of KJ chemical company
HPA: hydroxypropyl acrylate, the manufacture of Osaka Organic Chemical Industry company
VISCOAT#155: cyclohexyl acrylate, the manufacture of Osaka Organic Chemical Industry company
VISCOAT#150: tetrahydrofurfuryl acrylate, the manufacture of Osaka Organic Chemical Industry company
VISCOAT#160: benzyl acrylate, the manufacture of Osaka Organic Chemical Industry company
VISCOAT#192: phenoxyethyl acrylate, the manufacture of Osaka Organic Chemical Industry company
IBXA: isobornyl acrylate, the manufacture of Osaka Organic Chemical Industry company
NOAA: n-octyl, the manufacture of Osaka Organic Chemical Industry company
LA: lauryl acrylate, the manufacture of Osaka Organic Chemical Industry company
ISTA: isostearyl acrylate, the manufacture of Osaka Organic Chemical Industry company
[softening agent]
YS Polyster TH130: terpene phenolic, the manufacture of An Yuan chemical company
Hexamoll DINCH: cyclohexanedicarboxyester ester, BASF AG's manufacture
[crosslinking agent]
Miramer M200: hexanediyl ester, the manufacture of MIWON company
EBECRYL230: aliphatic carbamate diacrylate, the manufacture of DAICEL-ALLNEX company
[polymerization initiator]
TPO:2,4,6- trimethylbenzoy-diphenies-phosphine oxide, BASF AG's manufacture
[the heating remainder of monofunctional monomer]
The heating for finding out each monofunctional monomer using calorimeter measurement device (device name: Q50, TA instrument company manufacture) is surplus
Remaining part point (%).Specifically, as shown in Figure 10, the monofunctional monomer 19 of 10mg is put into container 18, by measuring single official
Energy monomer 19 heats the quality of 30 minutes front and backs at 60 DEG C and finds out.
[modulation of Photocurable resin composition]
Each ingredient is uniformly mixed according to use level shown in table 1 (mass parts), to modulate light-cured resin combination
Object.
[the heating remainder of Photocurable resin composition]
Each Photocurable resin composition is found out using calorimeter measurement device (device name: Q50, TA instrument company manufacture)
Heating remainder (%).Specifically, as shown in figure 11, the Photocurable resin composition 21 of 10mg is put into container
20, the quality that Photocurable resin composition 21 heats 30 minutes front and backs at 60 DEG C is found out by measuring.
[turning adhesion test (before Dry) before drying]
As shown in Figure 12 (A), it is coated with Photocurable resin composition on 50 μm of thickness of PET22, forms thickness
The resin composition layer 23 of 0.15mm.Then, use UV-LED (wavelength 365nm) as ultraviolet radiation device 24, to add up light
Amount is 3000mJ/cm2Mode, to resin composition layer 23 irradiate 200mW/cm2The ultraviolet light 25 of intensity.It is shone by ultraviolet light
Resin composition layer 26 (2 (B) referring to Fig.1) after penetrating carries out turning adhesion test after being placed at room temperature for 1 minute.Turn in adhesion test, it will
Oil-Absorbing Sheets (product name: GATSBY- oil-Absorbing Sheets membranous type, the manufacture of andom company of M Co., Ltd.) press on the tree after ultraviolet light irradiation
Whether oil/fat composition layer 26, evaluation resin composition layer 26 are attached to oil-Absorbing Sheets turn.Specifically, will not there is no resin group on oil-Absorbing Sheets
Close nitride layer 26 turn it is attached when be evaluated as "○", by slightly have resin composition layer 26 turn it is attached when be evaluated as " △ ", will have resin
Composition layer 26 is evaluated as "×" when turning attached.
[retentivity before drying]
In such a way that the bond area of glass 27 and PET22 is 25mm × 25mm, via turning the resin combination before adhesion test
Nitride layer 26 makes laminated body 28.Then, as shown in Figure 12 (C), the load 29 of 1kg is imposed to PET22, is tested using retentivity
PET22 after machine (device name: BE-501, Tester industry companies manufacture) measurement 1 hour offset (or until fall when
Between)."×" is evaluated as when PET22 is fallen, measurement is until the time fallen.In addition, being evaluated as when PET is not fallen
"○", the offset after measurement 1 hour.
[turning adhesion test (after Dry) after drying]
Resin composition layer 26 after substitution irradiates ultraviolet light is placed 1 minute at room temperature, but by carrying out self-constant temperature
The heat of drying oven is 1 minute dry at 60 DEG C by the surface of resin composition layer 26, then carries out turning adhesion test, in addition to this, press
It is carried out according to the same method of adhesion test that turns before drying.
[retentivity after drying]
Resin composition layer 26 after substitution irradiates ultraviolet light is placed 1 minute at room temperature, but by carrying out self-constant temperature
The heat of drying oven is 1 minute dry at 60 DEG C by the surface of resin composition layer 26, then via turning the resin combination before adhesion test
Nitride layer 26 makes laminated body 28, in addition to this, carries out and the same test of retentivity test before drying.
[table 1]
In Examples 1 to 6 it is found that by using heating Photocurable resin composition of the remainder less than 96%, from
And the retentivity after drying be it is good, it is good for turning the result of adhesion test.Based on this as a result, for example, that will have photopermeability
Component be bonded each other before, make the dry tack free that resin layer is not fully cured, so as to essence not remaining liquid ingredient
Component with photopermeability is bonded by state each other.Therefore, it can make that there is the mutual adaptation of the component of photopermeability to become
It obtains well.
On the other hand, it is found that due to having used the photo-curable that heating remainder is 96% or more in comparative example 1~6
Resin combination, therefore the retentivity after drying is bad, the result for turning adhesion test is also bad.Based on this as a result, for example, even if
Before component with photopermeability is bonded each other, make the dry tack free that resin layer is not fully cured, the structure with photopermeability
Part can be also bonded each other with the state of remaining liquid ingredient, thus be difficult to that adaptation is made to become good.
Symbol description
1 curing resin layer, 2 image display members, 3 photopermeability components, 4 light shield layers, 5 image display devices, 6 photocurings
Property resin combination, the nozzle of 7 slit-shapeds, 8 coating heads, 9 ultraviolet radiation devices, 10 ultraviolet lights, 11 be not fully cured resin layer,
12 uncured layers, 13 thermostatic driers, 15 heating pressure fan, 16 ultraviolet radiation devices, 17 ultraviolet lights, 18 containers, 19 simple functions
It is monomer, 20 containers, 21 Photocurable resin compositions, 22PET, 23 resin composition layers, 24 ultraviolet radiation devices, 25 ultraviolet
Line, 26 resin composition layers, 27 glass, 28 laminated bodies, 29 load.
Claims (9)
1. a kind of manufacturing method of laminated body, comprising:
Photocurable resin composition is coated on to the process (A) on the surface of the first component with photopermeability；
The process (B) that resin layer is not fully cured is formed to the Photocurable resin composition irradiation light being coated with；
Make the process (C) of the dry tack free that resin layer is not fully cured；
By the first component with the second component with photopermeability via the process that resin layer is not fully cured and is bonded
(D)；And
To the process (E) that resin layer irradiation light is not fully cured and is allowed to formal solidification,
Heating remainder of the Photocurable resin composition after 60 DEG C of heating in 30 minutes is less than 96.0%.
2. the manufacturing method of laminated body as described in claim 1,
It is described to make by carrying out at least one kind of method in heating and irradiation light in 60~80 DEG C of temperature in the process (C)
The dry tack free of resin layer is not fully cured.
3. the manufacturing method of laminated body as claimed in claim 1 or 2,
The Photocurable resin composition contains monofunctional monomer, crosslinking agent, Photoepolymerizationinitiater initiater and by plasticizer and viscous
The softening agent of at least one kind of composition in imparting agent,
Heating remainder of the monofunctional monomer after 60 DEG C of heating in 30 minutes is 85% or less.
4. the manufacturing method of laminated body as claimed in claim 3,
The monofunctional monomer is at least one kind of in simple function (methyl) acrylamide and simple function (methyl) acrylate.
5. the manufacturing method of laminated body as described in claim 3 or 4,
The monofunctional monomer is compound represented by formula (A), change represented by compound and formula (C) represented by formula (B)
It is at least one kind of in conjunction object,
[changing 1]
In formula (A), R1Indicate hydrogen atom or methyl, R2And R31~4 alkyl of carbon atom number is each independently represented,
In formula (B), R4Indicate hydrogen atom or methyl, R5Indicate the alkyl of carbon atom number 1~7,
In formula (C), R6Indicate hydrogen atom or methyl, R7Indicate the aliphatic heterocyclyl radical of carbon atom number 3~6, L1Indicate singly-bound or carbon
The alkylidene of atomicity 1~3.
6. the manufacturing method of the laminated body as described in any one of claim 3~5,
The monofunctional monomer is dimethyl (methyl) acrylamide, diethyl (methyl) acrylamide, (methyl) acrylic acid hydroxyl
It is at least one kind of in propyl ester, (methyl) cyclohexyl acrylate and (methyl) tetrahydrofurfuryl acrylate.
7. the manufacturing method of the laminated body as described in any one of claim 3~6,
In the Photocurable resin composition, the content of monofunctional monomer is 10~30 mass %.
8. such as the manufacturing method of laminated body according to any one of claims 1 to 7,
The first component or the second component are image display members,
The laminated body is image display device.
9. a kind of Photocurable resin composition, contains:
Heating remainder after 60 DEG C of heating in 30 minutes be 85.0% monofunctional monomer below,
Crosslinking agent,
Photoepolymerizationinitiater initiater and
By plasticizer and adhesion imparting agent at least one kind of softening agent constituted,
Heating remainder of the Photocurable resin composition after 60 DEG C of heating in 30 minutes is less than 96.0%.
Applications Claiming Priority (3)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| JP2016114579A JP6806468B2 (en) | 2016-06-08 | 2016-06-08 | Method for producing a laminate and a photocurable resin composition |
| JP2016-114579 | 2016-06-08 | ||
| PCT/JP2017/019683 WO2017212948A1 (en) | 2016-06-08 | 2017-05-26 | Method for producing laminate and photocurable resin composition |
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| CN109219519A true CN109219519A (en) | 2019-01-15 |
| CN109219519B CN109219519B (en) | 2020-06-23 |
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| CN201780033877.2A Active CN109219519B (en) | 2016-06-08 | 2017-05-26 | Method for producing laminate and photocurable resin composition |
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| JP (1) | JP6806468B2 (en) |
| CN (1) | CN109219519B (en) |
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| Publication number | Priority date | Publication date | Assignee | Title |
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| CN111448222A (en) * | 2017-12-13 | 2020-07-24 | 迪睿合株式会社 | Photocurable resin composition |
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| Publication number | Priority date | Publication date | Assignee | Title |
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| CN108531096A (en) * | 2018-01-10 | 2018-09-14 | 嘉兴好事帮医疗器械有限公司 | A kind of production method of physical therapy patch |
| JP7160745B2 (en) * | 2019-04-15 | 2022-10-25 | デクセリアルズ株式会社 | Method for manufacturing image display device |
Citations (8)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| JPH0733832A (en) * | 1992-10-27 | 1995-02-03 | Sekisui Chem Co Ltd | Photopolymerizable composition and production of viscoelastic product |
| JP2008101105A (en) * | 2006-10-19 | 2008-05-01 | Denki Kagaku Kogyo Kk | Curable composition |
| CN102643624A (en) * | 2011-02-22 | 2012-08-22 | 日东电工株式会社 | Ultraviolet-curable optical resin adhesive composition |
| WO2014092058A1 (en) * | 2012-12-13 | 2014-06-19 | 株式会社Adeka | Photocurable composition |
| JP2014119557A (en) * | 2012-12-14 | 2014-06-30 | Dexerials Corp | Method for manufacturing image display device |
| JP2014118450A (en) * | 2012-12-14 | 2014-06-30 | Dexerials Corp | Photocurable resin composition and manufacturing method of picture display unit using the same |
| JP2015218306A (en) * | 2014-05-20 | 2015-12-07 | 日東電工株式会社 | Adhesive layer, adhesive sheet, and method of producing adhesive layer |
| WO2015190561A1 (en) * | 2014-06-11 | 2015-12-17 | 日本化薬株式会社 | Ultraviolet curable resin composition for touch panel, bonding method using same, and product |
-
2016
- 2016-06-08 JP JP2016114579A patent/JP6806468B2/en active Active
-
2017
- 2017-05-26 WO PCT/JP2017/019683 patent/WO2017212948A1/en active Application Filing
- 2017-05-26 CN CN201780033877.2A patent/CN109219519B/en active Active
- 2017-06-05 TW TW106118522A patent/TW201821448A/en unknown
Patent Citations (8)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| JPH0733832A (en) * | 1992-10-27 | 1995-02-03 | Sekisui Chem Co Ltd | Photopolymerizable composition and production of viscoelastic product |
| JP2008101105A (en) * | 2006-10-19 | 2008-05-01 | Denki Kagaku Kogyo Kk | Curable composition |
| CN102643624A (en) * | 2011-02-22 | 2012-08-22 | 日东电工株式会社 | Ultraviolet-curable optical resin adhesive composition |
| WO2014092058A1 (en) * | 2012-12-13 | 2014-06-19 | 株式会社Adeka | Photocurable composition |
| JP2014119557A (en) * | 2012-12-14 | 2014-06-30 | Dexerials Corp | Method for manufacturing image display device |
| JP2014118450A (en) * | 2012-12-14 | 2014-06-30 | Dexerials Corp | Photocurable resin composition and manufacturing method of picture display unit using the same |
| JP2015218306A (en) * | 2014-05-20 | 2015-12-07 | 日東電工株式会社 | Adhesive layer, adhesive sheet, and method of producing adhesive layer |
| WO2015190561A1 (en) * | 2014-06-11 | 2015-12-17 | 日本化薬株式会社 | Ultraviolet curable resin composition for touch panel, bonding method using same, and product |
Cited By (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN111448222A (en) * | 2017-12-13 | 2020-07-24 | 迪睿合株式会社 | Photocurable resin composition |
Also Published As
| Publication number | Publication date |
|---|---|
| JP6806468B2 (en) | 2021-01-06 |
| WO2017212948A1 (en) | 2017-12-14 |
| JP2017217843A (en) | 2017-12-14 |
| CN109219519B (en) | 2020-06-23 |
| TW201821448A (en) | 2018-06-16 |
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