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WO2012029960A1 - Composition de résine et adhésif - Google Patents

Composition de résine et adhésif Download PDF

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Publication number
WO2012029960A1
WO2012029960A1 PCT/JP2011/070075 JP2011070075W WO2012029960A1 WO 2012029960 A1 WO2012029960 A1 WO 2012029960A1 JP 2011070075 W JP2011070075 W JP 2011070075W WO 2012029960 A1 WO2012029960 A1 WO 2012029960A1
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WO
WIPO (PCT)
Prior art keywords
meth
component
adhesive
group
resin composition
Prior art date
Legal status (The legal status is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the status listed.)
Ceased
Application number
PCT/JP2011/070075
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English (en)
Japanese (ja)
Inventor
佑基 比舎
公彦 依田
Current Assignee (The listed assignees may be inaccurate. Google has not performed a legal analysis and makes no representation or warranty as to the accuracy of the list.)
Denka Co Ltd
Original Assignee
Denki Kagaku Kogyo KK
Priority date (The priority date is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the date listed.)
Filing date
Publication date
Application filed by Denki Kagaku Kogyo KK filed Critical Denki Kagaku Kogyo KK
Publication of WO2012029960A1 publication Critical patent/WO2012029960A1/fr
Anticipated expiration legal-status Critical
Ceased legal-status Critical Current

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Classifications

    • C—CHEMISTRY; METALLURGY
    • C09—DYES; PAINTS; POLISHES; NATURAL RESINS; ADHESIVES; COMPOSITIONS NOT OTHERWISE PROVIDED FOR; APPLICATIONS OF MATERIALS NOT OTHERWISE PROVIDED FOR
    • C09J—ADHESIVES; NON-MECHANICAL ASPECTS OF ADHESIVE PROCESSES IN GENERAL; ADHESIVE PROCESSES NOT PROVIDED FOR ELSEWHERE; USE OF MATERIALS AS ADHESIVES
    • C09J4/00—Adhesives based on organic non-macromolecular compounds having at least one polymerisable carbon-to-carbon unsaturated bond ; adhesives, based on monomers of macromolecular compounds of groups C09J183/00 - C09J183/16
    • C09J4/06—Organic non-macromolecular compounds having at least one polymerisable carbon-to-carbon unsaturated bond in combination with a macromolecular compound other than an unsaturated polymer of groups C09J159/00 - C09J187/00
    • 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
    • C08F290/00—Macromolecular compounds obtained by polymerising monomers on to polymers modified by introduction of aliphatic unsaturated end or side groups
    • C—CHEMISTRY; METALLURGY
    • C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
    • C08K—Use of inorganic or non-macromolecular organic substances as compounding ingredients
    • C08K5/00—Use of organic ingredients
    • C08K5/0008—Organic ingredients according to more than one of the "one dot" groups of C08K5/01 - C08K5/59
    • C08K5/0025—Crosslinking or vulcanising agents; including accelerators
    • C—CHEMISTRY; METALLURGY
    • C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
    • C08K—Use of inorganic or non-macromolecular organic substances as compounding ingredients
    • C08K5/00—Use of organic ingredients
    • C08K5/16—Nitrogen-containing compounds
    • C08K5/34—Heterocyclic compounds having nitrogen in the ring
    • C08K5/3467—Heterocyclic compounds having nitrogen in the ring having more than two nitrogen atoms in the ring
    • C08K5/3477—Six-membered rings
    • C08K5/3492—Triazines
    • C08K5/34924—Triazines containing cyanurate groups; Tautomers thereof
    • C—CHEMISTRY; METALLURGY
    • C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
    • C08L—COMPOSITIONS OF MACROMOLECULAR COMPOUNDS
    • C08L15/00—Compositions of rubber derivatives

Definitions

  • the present invention relates to an adhesive.
  • Cycloolefin polymers are used in applications such as electronic materials, optical lenses and medical materials. Cycloolefin polymers are known as difficult adherends because of their low polarity and lack of many functional groups on the surface. Examples of the adhesive for adhering such a cycloolefin-based resin include a solvent-type adhesive and a hot-melt adhesive.
  • a polarizing film used in a liquid crystal display-related field or the like is usually produced by uniaxially stretching a material obtained by adsorbing iodine or a content to polyvinyl alcohol (PVA). Since this polyvinyl alcohol-type polarizing film shrinks due to heat or moisture and lowers the polarizing performance, a polarizing plate is a film in which a protective film is bonded to the surface.
  • PVA polyvinyl alcohol
  • triacetyl cellulose is used for the protective film of the polarizing plate.
  • Patent Document 3 an aqueous solution of a polyvinyl alcohol-based resin has been widely used as an adhesive for laminating a protective film to a polarizing film.
  • Patent Document 4 reports a curable composition comprising a diene copolymer, an acrylic acid ester having a hydroxyl group, a photosensitizer, and a silane coupling agent.
  • a solvent type adhesive uses a solvent. Some solvent-type adhesives are harmful to the human body, and it takes time for the solvent to volatilize and it is difficult to obtain sufficient adhesive strength.
  • the hot melt adhesive requires labor and equipment for melting the adhesive. This adhesive is also difficult to obtain sufficient adhesive strength.
  • a hot melt adhesive is used, if the cycloolefin polymer is heated in advance, the adhesive strength is improved, but a new problem that the resin is deformed occurs.
  • Patent Document 1 According to the adhesion method disclosed in Patent Document 1, there is a problem that it takes time for primer treatment, and it may be difficult to obtain sufficient adhesion strength.
  • Patent Document 2 discloses an energy ray curable resin composition containing (meth) acrylate. From the viewpoint of improving the adhesion to the substrate, there is no description containing an isocyanuric acid derivative.
  • Patent Document 3 discloses a water-based adhesive such as a polyvinyl alcohol-based adhesive.
  • a water-based adhesive such as a polyvinyl alcohol-based adhesive requires a long time for drying, which is not preferable in terms of productivity of the polarizing plate.
  • Patent Document 4 has no description about having the component (F) used in the present application from the viewpoint of exhibiting adhesion to various plastics and high reliability.
  • An object of the present invention is to provide a solvent-free and environmentally friendly adhesive that can express sufficient adhesive strength in a short time to, for example, cycloolefin polymer, polycarbonate, triacetyl cellulose, polyvinyl alcohol, and glass. To do.
  • the present inventor has intensively studied to solve the above-described problems and has arrived at the present invention.
  • the present invention is a resin composition
  • the component (A) has at least one (meth) acryloyl group at the molecular end or side chain, and is selected from the group consisting of polyester, polycarbonate, polyether, polybutadiene hydrogenated product, and polyisoprene hydrogenated product.
  • the component (B) is an isocyanuric acid derivative represented by the general formula [1]:
  • X 1 and X 2 represent a (meth) acryloyloxy group
  • X 3 represents a hydroxyl group or a (meth) acryloyloxy group
  • R 1 , R 2 and R 3 represent carbon atoms having 1 to 4 carbon atoms.
  • component (C) component is a (meth) acrylate having a hydroxyl group
  • component D) component is a silane coupling agent
  • component (E) component is a photopolymerization initiator
  • component (F) a (meth) acrylate represented by the general formula [2]: Formula [2] R—O—R ′ (In the formula, R represents a (meth) acryloyl group, and R ′ represents an alkyl group having 5 to 18 carbon atoms.)
  • the storage elastic modulus of the cured product of the resin composition is within the range of 0.001 to 10000000 MPa (23 ° C.), the resin composition comprising a cycloolefin polymer, a polycarbonate, It is suitable for one or more film adhesives selected from the group consisting of triacetylcellulose, polyvinyl alcohol and glass.
  • the present invention is an adhesive made of the resin composition, an adhesive for a polarizing film made of the resin composition, and an adhesive for a cycloolefin polymer made of the resin composition.
  • the present invention is the adhesive used for one or more films selected from the group consisting of cycloolefin polymer, polycarbonate, triacetylcellulose, polyvinyl alcohol and glass.
  • the present invention is an adhesive that adheres an adherend using the adhesive, and the adherend is selected from the group consisting of cycloolefin polymer, polycarbonate, triacetylcellulose, polyvinyl alcohol, and glass. It is this adhesion body which is more than a seed.
  • the resin composition of the present invention is a solventless adhesive and has a feature of exhibiting high adhesive strength.
  • Component (A) has one or more (meth) acryloyl groups at the end or side chain of the molecule, polyester, polycarbonate, polyether, polybutadiene, polyisoprene, polybutadiene hydrogenated product, polyisoprene hydrogenated product (Meth) acrylates having one or more main chain skeletons selected from the group consisting of and having a number average molecular weight of 500 to 50,000.
  • a molecular weight here, the number average molecular weight of polystyrene conversion measured by gel permeation chromatography (GPC) is used preferably.
  • the main chain skeleton of the component (A) (meth) acrylate is one or two selected from the group consisting of polyester, polycarbonate, polyether, polybutadiene, polyisoprene, polybutadiene hydrogenated product, and polyisoprene hydrogenated product. That's it.
  • polybutadiene and / or a hydrogenated product of polybutadiene are preferable, and polybutadiene is more preferable.
  • the hydrogenation rate is preferably 80% or more, more preferably 85% or more, and most preferably 90% or more. preferable.
  • the hydrogenation rate refers to the ratio of the number of monomer units added with hydrogen to the total number of diene monomer units in the polybutadiene hydrogenated product or the polyisoprene hydrogenated product.
  • the (A) component (meth) acrylate has one or more (meth) acryloyl groups at the terminal or side chain of the main chain skeleton. Among them, those having (meth) acryloyl groups at both ends of the main chain skeleton are preferable.
  • the number average molecular weight of the component (A) (meth) acrylate is 500 to 50000, preferably 800 to 25000, and most preferably 900 to 2500.
  • the number average molecular weight is in this range, the hardness of the resulting cured product is large and the adhesive layer is easily formed, while the viscosity of the resulting resin composition is low, and the work in mixing during the manufacturing process. In workability or practical use.
  • Component (meth) acrylates include Nippon Soda Co., Ltd. NISSO-PB TEAI-1000 (Both-end acrylate-modified hydrogenated butadiene oligomer), Nippon Soda Co., Ltd., NISSO-PB TE-2000 (Both-end methacrylate modified) Butadiene oligomer), “UC-203” manufactured by Kuraray Co., Ltd.
  • the component (B) is an isocyanuric acid derivative represented by the general formula [1].
  • (B) A component is used from a viewpoint of the further improvement of the adhesiveness to a base material (to-be-adhered body), improvement of water resistance, and realization of a favorable storage elastic modulus.
  • X 1 and X 2 represent a (meth) acryloyloxy group
  • X 3 represents a hydroxyl group or a (meth) acryloyloxy group
  • R 1 , R 2 and R 3 are hydrocarbons having 1 to 4 carbon atoms. Indicates a group.
  • isocyanuric acid derivative of component (B) isocyanuric acid ethylene oxide modified tri (meth) acrylate, isocyanuric acid ethylene oxide modified di (meth) acrylate, isocyanuric acid ethylene oxide modified tri / di (meth) acrylate mixture, isocyanuric acid propylene Examples include oxide-modified tri (meth) acrylate, isocyanuric acid propylene oxide-modified di (meth) acrylate, isocyanuric acid butyl oxide-modified tri (meth) acrylate, and isocyanuric acid butyl oxide-modified di (meth) acrylate.
  • isocyanuric acid derivatives from the viewpoint of water resistance, isocyanuric acid ethylene oxide modified di (meth) acrylate, isocyanuric acid ethylene oxide modified tri (meth) acrylate, isocyanuric acid ethylene oxide modified tri / di (meth) acrylate mixture One or more of the groups are preferred.
  • hydroxyl group-containing (meth) acrylate as the component (C) examples include those having a hydroxyl group among monomers having one or more (meth) acryloyl groups.
  • hydroxyl group-containing monomer examples include 2-hydroxyethyl (meth) acrylate, 2-hydroxybutyl (meth) acrylate, 2-hydroxypropyl (meth) acrylate, aliphatic epoxy (meth) acrylate (“Ebecryl 111” and “Ebecryl 112” manufactured by Daicel UCB).
  • ECH Epichlorohydrin
  • hydroxyl group-containing (meth) acrylates 2-hydroxyethyl (meth) acrylate and / or ECH-modified phenoxy (meth) acrylate is preferable, and 2-hydroxyethyl (meth) acrylate is more preferable in terms of adhesiveness.
  • Silane coupling agents include ⁇ -chloropropyltrimethoxysilane, vinyltrimethoxysilane, vinyltrichlorosilane, vinyltriethoxysilane, vinylpropyltrimethoxysilane, vinyl-tris ( ⁇ -methoxyethoxy) silane, ⁇ -methacryloxy Propyltrimethoxysilane, ⁇ -acryloxypropyltrimethoxysilane, ⁇ - (3,4-epoxycyclohexyl) ethyltrimethoxysilane, ⁇ -glycidoxypropyltrimethoxysilane, ⁇ -mercaptopropyltrimethoxysilane, ⁇ -amino Propyltriethoxysilane, N- ⁇ - (aminoethyl) - ⁇ -aminopropyltrimethoxysilane, N- ⁇ - (aminoethyl) -
  • a component is a photoinitiator.
  • Examples of the photopolymerization initiator include an ultraviolet polymerization initiator and a visible light polymerization initiator.
  • examples of the ultraviolet polymerization initiator include benzoin, benzophenone, and acetophenone.
  • Examples of visible light polymerization initiators include acylphosphine oxide, thioxanthone, metallocene, quinone, and ⁇ -aminoalkylphenone.
  • Photopolymerization initiators include benzophenone, 4-phenylbenzophenone, benzoylbenzoic acid, 2,2-diethoxyacetophenone, bisdiethylaminobenzophenone, benzyl, benzoin, benzoylisopropyl ether, benzyldimethyl ketal, 1-hydroxycyclohexyl phenyl ketone, thioxanthone 2-methylthioxanthone, 2,4-dimethylthioxanthone, isopropylthioxanthone, 2,4-diethylthioxanthone, 2,4-diisopropylthioxanthone, 1- (4-isopropylphenyl) 2-hydroxy-2-methylpropan-1-one 1- (4- (2-hydroxyethoxy) -phenyl) -2-hydroxy-2-methyl-1-propan-1-one, 2-hydroxy-2-methyl-1-phenyl Rupropan-1-one, camphorquinone, 2,4,6-tri
  • the adhesive of the present invention may further contain a monofunctional (meth) acrylate other than the component (A), the component (B), and the component (C) for the purpose of further improving the adhesion to various plastics. it can.
  • Examples of the monofunctional (meth) acrylate other than the (A) component, the (B) component, and the (C) component include (meth) acrylate ((F) component) represented by the general formula [2].
  • R—O—R ′ (In the formula, R represents a (meth) acryloyl group, and R ′ represents an alkyl group having 5 to 18 carbon atoms.)
  • Examples of the monofunctional (meth) acrylate of the component (F) include 2-ethylhexyl (meth) acrylate, isodecyl (meth) acrylate, n-lauryl (meth) acrylate, and tridecyl (meth) acrylate.
  • n-lauryl (meth) acrylate is preferable from the viewpoint of adhesiveness.
  • the carbon number of R ′ is preferably 5 to 18, and more preferably 6 to 18.
  • the carbon number of R ′ is within this range, the moisture resistance is improved, while the resin composition is not crystallized and the adhesiveness is improved.
  • each component of the present invention used is, for example, that the adhesiveness of the adhesive to the cycloolefin polymer is particularly high, and that it has high adhesive strength to other adherends.
  • the following amounts are preferred.
  • Component (A), component (B), component (C), component (F) are used in a total of 100 parts by weight of component (A), component (B), component (C) and component (F).
  • Component (A): Component (B): Component (C): Component (F) 0.1 to 50: 0.1 to 90: 0.1 to 90: 1 to 60 (mass ratio) is preferable. 5 to 45: 5 to 80: 1 to 70: 5 to 50 (mass ratio) is more preferable, and 1 to 40:10 to 70: 2 to 60:10 to 45 (mass ratio) is most preferable.
  • Component (D) is used in an amount of 0.001 to 10 parts by mass with respect to 100 parts by mass in total of (A), (B), (C) and (F) as required. Is preferable, 0.01 to 5 parts by mass is more preferable, and 0.1 to 3 parts by mass is most preferable.
  • the amount of the component (E) used is 0.001 to 30 parts by mass with respect to 100 parts by mass in total of the component (A), the component (B), the component (C) and the component (F) used as necessary. Is preferable, 0.1 to 20 parts by mass is more preferable, and 0.5 to 15 parts by mass is most preferable.
  • the resin composition of the present invention is a phosphoric acid coupling agent, a graft copolymer, a solvent, an extender, a reinforcing material, a plasticizer, a thickener, a dye, a pigment, a difficulty, as long as the object of the present invention is not impaired.
  • Additives such as flame retardants, antioxidants, and surfactants can be used.
  • the cured product of the resin composition of the present invention preferably has a storage elastic modulus of 0.001 to 10000000 MPa (tensile mode, frequency 1 Hz, 23 ° C.), and more preferably has an elastic modulus of 0.1 to 10,000 MPa.
  • the storage modulus of the cured product of the resin composition is within this range, the cured product is cured and no unreacted components remain, whereas the cured product is not too rigid and the adhesiveness is not lowered.
  • the resin composition of the present invention can be used as an adhesive.
  • the adhesive of the present invention exhibits high adhesive strength with respect to one or more selected from the group consisting of cycloolefin polymer, polycarbonate, triacetyl cellulose, polyvinyl alcohol and glass, for example. In particular, it exhibits high adhesive strength for cycloolefin polymers and triacetyl cellulose.
  • the cycloolefin polymer of the present invention is a thermoplastic resin having a structural unit derived from a cyclic olefin (cycloolefin) monomer such as norbornene or a polycyclic norbornene monomer.
  • a cyclic olefin (cycloolefin) monomer such as norbornene or a polycyclic norbornene monomer.
  • the cycloolefin polymer include cycloolefin ring-opening polymers, hydrogenated ring-opening copolymers using two or more cycloolefins, chain olefins and / or aromatic compounds having a vinyl group and cycloolefins. Examples include addition copolymers with olefins. Moreover, you may introduce
  • cycloolefin polymers include, for example, “Topas” manufactured by Ticona, Germany, “Arton” manufactured by JSR, “ZEONOR”, “ZEONEX” manufactured by ZEON, and Mitsui Chemicals, Inc. “Appel” made by the manufacturer can be mentioned.
  • Triacetylcellulose refers to, for example, a product obtained by reacting cellulose with acetic anhydride or the like to acetylate all three hydroxyl groups of cellulose.
  • the adhesive bonding method of the present invention is as follows, for example.
  • An adhesive is applied to at least one adherend surface of the two adherends so as to have a thickness of 0.0001 to 5 mm, and then the adherends are bonded to each other to obtain a wavelength of 200 to 500 nm and an integrated light quantity of 200.
  • a method in which the adhesive is cured under the conditions of ⁇ 6000 mJ / cm 2 and irradiation time of 1 to 60 seconds to adhere the adherend is preferable.
  • NISSO-PB TEAI-1000 Both-terminal acrylate-modified hydrogenated butadiene oligomer, number average molecular weight is 1000, hydrogenation rate is 90% or more
  • Component (B) Component: Isocyanuric acid ethylene oxide modified tri / diacrylate (“M-313” manufactured by Toagosei Co., Ltd., tri / diacrylate is a mixture of triacrylate and diacrylate)
  • Triacetylcellulose Adhesion Evaluation (Triacetylcellulose (Fuji Film), peel adhesion strength between test pieces)
  • Triacetylcellulose (Fuji Film, Inc.) test piece (width 10 mm ⁇ length 50 mm ⁇ thickness 0.08 mm) ) Were bonded to each other with a thickness of 10 ⁇ m using a bar coater. After curing, 180 ° peel strength was measured using the test piece bonded with an adhesive. Tensile speed is 50 mm / min. Adhesion conditions followed the method described in [Photocurability].
  • the tensile bond strength was measured using the test piece bonded with an adhesive.
  • the tensile shear bond strength (unit: MPa) was measured at a tensile rate of 10 mm / min in an environment of a temperature of 23 ° C. and a humidity of 50%.
  • the resin composition of the present invention exhibits excellent effects. That is, the tensile adhesive strength is 1.0 MPa or more with respect to the cycloolefin polymer. A peel adhesion strength of 3.0 N / cm or more with respect to triacetyl cellulose is shown. A peel adhesion strength of 5.0 N / cm or more with respect to polyvinyl alcohol is shown. It shows a tensile bond strength of 5.0 MPa or more with respect to polycarbonate. It shows a tensile bond strength of 5.0 MPa or more with respect to glass. In the water resistance test, a tensile bond strength of 0.3 MPa or more is shown.
  • the resin composition of the present invention exhibits sufficient adhesion to cycloolefin polymers, polycarbonates, triacetylcellulose, polyvinyl alcohol, and glass in a short time and has high water resistance.
  • the resin composition of the present invention is excellent in adhesion to triacetyl cellulose, it can be used as an adhesive for a polarizing film composed of triacetyl cellulose.
  • the resin composition of this invention is excellent in the adhesiveness to a cycloolefin polymer, it can be used conveniently as an adhesive agent for cycloolefin polymers.

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  • Chemical & Material Sciences (AREA)
  • Organic Chemistry (AREA)
  • Health & Medical Sciences (AREA)
  • Chemical Kinetics & Catalysis (AREA)
  • Medicinal Chemistry (AREA)
  • Polymers & Plastics (AREA)
  • Adhesives Or Adhesive Processes (AREA)
  • Addition Polymer Or Copolymer, Post-Treatments, Or Chemical Modifications (AREA)
  • Macromonomer-Based Addition Polymer (AREA)

Abstract

La présente invention concerne une composition de résine qui est appropriée pour des adhésifs sans solvant et présente une force d'adhésion élevée, la composition de résine comprenant : un composant (A), qui est un (méth)acrylate ayant un ou plusieurs groupes (méth)acryloyle dans les extrémités terminales ou les chaînes latérales de la molécule, ayant un ou plusieurs squelettes de chaîne principale choisis dans le groupe consistant en les polyesters, les polycarbonates, les polyéthers, les polybutadiènes, les polyisoprènes, les polybutadiènes hydrogénés et les polyisoprènes hydrogénés, et ayant une masse moléculaire moyenne en nombre de 500−50 000 ; un composant (B), qui est un dérivé d'acide isocyanurique représenté par la formule générale (1) ; un composant (C), qui est un (méth)acrylate ayant un groupe hydroxyle ; un composant (D), qui est un agent de couplage de type silane ; un composant (E), qui est un initiateur de photopolymérisation ; et un composant (F), qui est un (méth)acrylate représenté par la formule générale (2) R-O-R' (où R représente un groupe (méth)acryloyle, et R' représente un groupe alkyle en C5−C18). La composition de résine peut être utilisée comme adhésif pour des films polarisants, des polymères de cyclooléfine, des polycarbonates, des triacétates de cellulose, des alcools polyvinyliques et du verre.
PCT/JP2011/070075 2010-09-03 2011-09-02 Composition de résine et adhésif Ceased WO2012029960A1 (fr)

Applications Claiming Priority (2)

Application Number Priority Date Filing Date Title
JP2010198245A JP2013234208A (ja) 2010-09-03 2010-09-03 樹脂組成物及び接着剤
JP2010-198245 2010-09-03

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EP2927295A4 (fr) * 2012-11-30 2016-08-03 Lintec Corp Composition d'agent adhésif, feuille adhésive et dispositif électronique
CN116670243A (zh) * 2020-12-28 2023-08-29 住友化学株式会社 固化性粘接剂组合物和偏振板
WO2024044752A1 (fr) * 2022-08-26 2024-02-29 Stratasys Inc. Compositions photodurcissables

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JP2016011976A (ja) * 2014-06-27 2016-01-21 日本化薬株式会社 光学部材の製造方法及びそれに用いる紫外線硬化型樹脂組成物
JP7030263B2 (ja) * 2017-11-22 2022-03-07 東洋インキＳｃホールディングス株式会社 活性エネルギー線硬化性接着剤および積層体
WO2019186727A1 (fr) * 2018-03-27 2019-10-03 日立化成株式会社 Élément de conversion de longueur d'onde, unité de rétroéclairage et dispositif d'affichage d'image
FR3111637B1 (fr) * 2020-06-18 2022-09-02 Arkema France Compositions et procédés de formation de matériaux imprimables 3d capables d’une faible perte diélectrique
KR20230163425A (ko) * 2021-04-02 2023-11-30 헨켈 아게 운트 코. 카게아아 방사선 경화성 (메트)아크릴 접착제 조성물
WO2023276304A1 (fr) * 2021-06-30 2023-01-05 コニカミノルタ株式会社 Plaque de polarisation et dispositif d'affichage à cristaux liquides
JP2024083667A (ja) * 2022-12-12 2024-06-24 日東電工株式会社 硬化性樹脂組成物、偏光フィルム、積層光学フィルムおよび画像表示装置

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JP2009197246A (ja) * 2009-06-09 2009-09-03 Jsr Corp 液状硬化性樹脂組成物

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Publication number Priority date Publication date Assignee Title
EP2927295A4 (fr) * 2012-11-30 2016-08-03 Lintec Corp Composition d'agent adhésif, feuille adhésive et dispositif électronique
US10081741B2 (en) 2012-11-30 2018-09-25 Lintec Corporation Adhesive agent composition, adhesive sheet, and electronic device
CN116670243A (zh) * 2020-12-28 2023-08-29 住友化学株式会社 固化性粘接剂组合物和偏振板
WO2024044752A1 (fr) * 2022-08-26 2024-02-29 Stratasys Inc. Compositions photodurcissables

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