WO2020138039A1 - Composition pour agent adhésif de silicone réactif au durcissement, produit durci correspondant et leurs utilisations - Google Patents

Composition pour agent adhésif de silicone réactif au durcissement, produit durci correspondant et leurs utilisations Download PDF

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Publication number
WO2020138039A1
WO2020138039A1 PCT/JP2019/050529 JP2019050529W WO2020138039A1 WO 2020138039 A1 WO2020138039 A1 WO 2020138039A1 JP 2019050529 W JP2019050529 W JP 2019050529W WO 2020138039 A1 WO2020138039 A1 WO 2020138039A1
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sensitive adhesive
composition
curing
reactive silicone
group
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PCT/JP2019/050529
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English (en)
Japanese (ja)
Inventor
一裕 西嶋
昭宏 中村
晴彦 古川
吉武　誠
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ダウ・東レ株式会社
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Priority to KR1020217022885A priority Critical patent/KR20210108427A/ko
Priority to JP2020563287A priority patent/JP7448486B2/ja
Priority to CN201980079175.7A priority patent/CN113165348A/zh
Publication of WO2020138039A1 publication Critical patent/WO2020138039A1/fr

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    • C—CHEMISTRY; METALLURGY
    • C09—DYES; PAINTS; POLISHES; NATURAL RESINS; ADHESIVES; COMPOSITIONS NOT OTHERWISE PROVIDED FOR; APPLICATIONS OF MATERIALS NOT OTHERWISE PROVIDED FOR
    • C09J—ADHESIVES; NON-MECHANICAL ASPECTS OF ADHESIVE PROCESSES IN GENERAL; ADHESIVE PROCESSES NOT PROVIDED FOR ELSEWHERE; USE OF MATERIALS AS ADHESIVES
    • C09J183/00—Adhesives based on macromolecular compounds obtained by reactions forming in the main chain of the macromolecule a linkage containing silicon, with or without sulfur, nitrogen, oxygen, or carbon only; Adhesives based on derivatives of such polymers
    • C09J183/04—Polysiloxanes
    • 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
    • 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
    • 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
    • B32B7/00—Layered products characterised by the relation between layers; Layered products characterised by the relative orientation of features between layers, or by the relative values of a measurable parameter between layers, i.e. products comprising layers having different physical, chemical or physicochemical properties; Layered products characterised by the interconnection of layers
    • B32B7/04—Interconnection of layers
    • B32B7/12—Interconnection of layers using interposed adhesives or interposed materials with bonding properties
    • C—CHEMISTRY; METALLURGY
    • C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
    • C08G—MACROMOLECULAR COMPOUNDS OBTAINED OTHERWISE THAN BY REACTIONS ONLY INVOLVING UNSATURATED CARBON-TO-CARBON BONDS
    • C08G77/00—Macromolecular compounds obtained by reactions forming a linkage containing silicon with or without sulfur, nitrogen, oxygen or carbon in the main chain of the macromolecule
    • C08G77/04—Polysiloxanes
    • C08G77/12—Polysiloxanes containing silicon bound to hydrogen
    • C—CHEMISTRY; METALLURGY
    • C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
    • C08G—MACROMOLECULAR COMPOUNDS OBTAINED OTHERWISE THAN BY REACTIONS ONLY INVOLVING UNSATURATED CARBON-TO-CARBON BONDS
    • C08G77/00—Macromolecular compounds obtained by reactions forming a linkage containing silicon with or without sulfur, nitrogen, oxygen or carbon in the main chain of the macromolecule
    • C08G77/04—Polysiloxanes
    • C08G77/20—Polysiloxanes containing silicon bound to unsaturated aliphatic groups
    • 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
    • C08K5/49—Phosphorus-containing compounds
    • C08K5/50—Phosphorus bound to carbon only
    • 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
    • C09J11/00—Features of adhesives not provided for in group C09J9/00, e.g. additives
    • C09J11/02—Non-macromolecular additives
    • C09J11/04—Non-macromolecular additives inorganic
    • 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
    • C09J11/00—Features of adhesives not provided for in group C09J9/00, e.g. additives
    • C09J11/02—Non-macromolecular additives
    • C09J11/06—Non-macromolecular additives organic
    • C—CHEMISTRY; METALLURGY
    • C09—DYES; PAINTS; POLISHES; NATURAL RESINS; ADHESIVES; COMPOSITIONS NOT OTHERWISE PROVIDED FOR; APPLICATIONS OF MATERIALS NOT OTHERWISE PROVIDED FOR
    • C09J—ADHESIVES; NON-MECHANICAL ASPECTS OF ADHESIVE PROCESSES IN GENERAL; ADHESIVE PROCESSES NOT PROVIDED FOR ELSEWHERE; USE OF MATERIALS AS ADHESIVES
    • C09J7/00—Adhesives in the form of films or foils
    • C09J7/30—Adhesives in the form of films or foils characterised by the adhesive composition
    • C09J7/38—Pressure-sensitive adhesives [PSA]
    • C—CHEMISTRY; METALLURGY
    • C09—DYES; PAINTS; POLISHES; NATURAL RESINS; ADHESIVES; COMPOSITIONS NOT OTHERWISE PROVIDED FOR; APPLICATIONS OF MATERIALS NOT OTHERWISE PROVIDED FOR
    • C09J—ADHESIVES; NON-MECHANICAL ASPECTS OF ADHESIVE PROCESSES IN GENERAL; ADHESIVE PROCESSES NOT PROVIDED FOR ELSEWHERE; USE OF MATERIALS AS ADHESIVES
    • C09J2203/00—Applications of adhesives in processes or use of adhesives in the form of films or foils
    • C09J2203/326—Applications of adhesives in processes or use of adhesives in the form of films or foils for bonding electronic components such as wafers, chips or semiconductors
    • C—CHEMISTRY; METALLURGY
    • C09—DYES; PAINTS; POLISHES; NATURAL RESINS; ADHESIVES; COMPOSITIONS NOT OTHERWISE PROVIDED FOR; APPLICATIONS OF MATERIALS NOT OTHERWISE PROVIDED FOR
    • C09J—ADHESIVES; NON-MECHANICAL ASPECTS OF ADHESIVE PROCESSES IN GENERAL; ADHESIVE PROCESSES NOT PROVIDED FOR ELSEWHERE; USE OF MATERIALS AS ADHESIVES
    • C09J2203/00—Applications of adhesives in processes or use of adhesives in the form of films or foils
    • C09J2203/33—Applications of adhesives in processes or use of adhesives in the form of films or foils for batteries or fuel cells
    • C—CHEMISTRY; METALLURGY
    • C09—DYES; PAINTS; POLISHES; NATURAL RESINS; ADHESIVES; COMPOSITIONS NOT OTHERWISE PROVIDED FOR; APPLICATIONS OF MATERIALS NOT OTHERWISE PROVIDED FOR
    • C09J—ADHESIVES; NON-MECHANICAL ASPECTS OF ADHESIVE PROCESSES IN GENERAL; ADHESIVE PROCESSES NOT PROVIDED FOR ELSEWHERE; USE OF MATERIALS AS ADHESIVES
    • C09J2301/00—Additional features of adhesives in the form of films or foils
    • C09J2301/30—Additional features of adhesives in the form of films or foils characterized by the chemical, physicochemical or physical properties of the adhesive or the carrier
    • C09J2301/312—Additional features of adhesives in the form of films or foils characterized by the chemical, physicochemical or physical properties of the adhesive or the carrier parameters being the characterizing feature

Definitions

  • the present invention relates to a curable reactive silicone pressure-sensitive adhesive composition and a cured product thereof, and use of the composition or a cured product thereof.
  • Silicone materials are used for various purposes because they have excellent properties such as heat resistance, chemical resistance, and electrical insulation. Silicone materials can be formed on various substrates such as plastic, metal, glass, ceramics, paper, and wood, and have various applications such as daily necessities, medical supplies, and electronic products. Silicone materials are typically obtained by crosslinking organopolysiloxanes by a hydrosilylation reaction. In particular, silicone-based pressure-sensitive adhesives that are crosslinked by heating using a hydrosilylation reaction are widely known. Since the hydrosilylation reaction proceeds even at room temperature, the entire system is hardened or gelled immediately after the addition of the hydrosilylation reaction catalyst, making it difficult to handle.
  • the hydrosilylation reaction catalyst is usually added to the liquid silicone composition just before the curing reaction and uniformly mixed, and the handling work time up to the coating work (about several hours) is secured. Therefore, it is common to add a hydrosilylation reaction inhibitor to the composition in advance.
  • Patent Document 1 discloses that a curable silicone composition that is cured by a hydrosilylation reaction contains a phosphorus-containing hydrosilylation reaction retarder. However, Patent Document 1 does not describe or suggest the adhesive composition.
  • the present inventors have found a new problem regarding a silicone-based pressure-sensitive adhesive that is cured by a hydrosilylation reaction. That is, since the hydrosilylation reaction proceeds immediately after the catalyst is added as described above, the pot life of the composition after mixing is short, and the viscosity is increased in a relatively short time even at room temperature, and gelation occurs. Have a In order to solve this problem, hydrosilylation reaction inhibitors have been used as described above, but there is room for improvement in storage stability and handling workability obtained by conventional hydrosilylation reaction inhibitors. In addition, if the composition is partially thickened or cured in a gelled state, the crosslinked state of the composition tends to be non-uniform, and in the final state of the adhesive sheet, the original adhesiveness may not be realized. is there.
  • hot melt which is a heat-meltable silicone pressure-sensitive adhesive composition or a molded product thereof, is used to fill irregularities or gaps on members to perform temporary fixing or permanent adhesion between members.
  • a heat-meltable pressure-sensitive adhesive material is non-fluid at 25° C., unlike a liquid silicone composition, a hydrosilylation reaction catalyst is used at room temperature immediately before the curing reaction. Due to its nature, it is difficult to add and uniformly disperse in the composition by mechanical force.
  • the hydrosilylation reaction catalyst in order to uniformly add the hydrosilylation reaction catalyst, a step of heating and melting the composition is necessary, but since the hydrosilylation reaction easily proceeds under heating conditions, it is necessary to add the hydrosilylation reaction catalyst. In this case, the curing reaction of the entire composition is likely to proceed in the heating and melting stage, and the resulting heat-meltable adhesive material may not be able to maintain sufficient curing reactivity and moldability. Since the same problem can occur during molding, even in a molded heat-meltable adhesive material (for example, a hot-melt adhesive sheet), the molded composition as a whole is completely cured after a few days of storage and a curing reaction occurs. In some cases, it loses its heat-melting property and heat-melting property and cannot be used as a heat-melting adhesive.
  • a molded heat-meltable adhesive material for example, a hot-melt adhesive sheet
  • the present invention has been made to solve the above problems, and is liquid or non-fluid at room temperature (including hot-melt property), even in the form of a single composition, its storage stability, handling work Property, moldability, and a curable reactive silicone pressure-sensitive adhesive composition that can be cured quickly by heating at high temperature to obtain high adhesive strength, and high adhesive strength by pressure bonding Its purpose is to provide a cured product thereof.
  • a further object of the present invention is to provide a pressure-sensitive adhesive material that is used for the above-mentioned curing reactive silicone pressure-sensitive adhesive composition and its cured product.
  • the purpose of the present invention is to (A) a linear or branched organopolysiloxane having at least two aliphatic unsaturated carbon-carbon bond-containing groups in one molecule, (B) an organohydrogenpolysiloxane having at least two silicon-bonded hydrogen atoms in one molecule, (C) catalyst for hydrosilylation reaction, and (D) Phosphorus-containing hydrosilylation reaction retarder, Including,
  • the content of the component (B) is such that the silicon-bonded hydrogen atoms in the component (B) are 0.5 mol or more per 1 mol of the total aliphatic unsaturated carbon-carbon bond in the composition. Achieved by a cure reactive silicone adhesive composition.
  • the phosphorus-containing hydrosilylation reaction retarder of the component (D) is selected from the group consisting of phosphine compounds, phosphoric acid compounds, phosphonic acid compounds, phosphine oxide compounds, phosphorous acid compounds, and phosphonous acid compounds. It is preferably at least one selected.
  • Component (D) includes diphenylphosphine, triphenylphosphine, dimethylphenylphosphine, diethylphenylphosphine, tripropylphosphine, dicyclohexylphenylphosphine, bis(diphenylphosphino)methane, 1,2-bis(diphenylphosphino)ethane, 1 1,2-bis(diphenylphosphino)propane,1,3-bis(diphenylphosphino)propane,1,4-bis(diphenylphosphino)butane,2,3-bis(diphenylphosphino)butane,1,5 -Bis(diphenylphosphino)pentane, 1,6-bis(diphenylphosphino)hexane, bis(2-diphenylphosphinoethyl)phenylphosphine bis(diphenylphosphino)acetylene, 1,
  • the compounding amount of the component (D) is preferably in the range of 0.01 to 1,000 moles based on 1 mole of the metal atom in the component (C). It is particularly preferable that the amount is 0.30 to 10 mol per 1 mol.
  • the curing-reactive silicone pressure-sensitive adhesive composition of the present invention comprises a siloxane unit (M) represented by (E) R 3 SiO 1/2 (wherein R independently represents a monovalent organic group) in the molecule. Unit) and an organopolysiloxane resin containing a siloxane unit (Q unit) represented by SiO 4/2 .
  • At least a part of the component (E) is (Alk)R′ 2 SiO 1/2 (wherein Alk each independently represents an aliphatic unsaturated carbon-carbon bond-containing group, and R′ are mutually independent). Curing reactivity containing at least a siloxane unit (M unit) represented by an aliphatic unsaturated carbon-carbon bond-free group) and a siloxane unit (Q unit) represented by SiO 4/2 Organopolysiloxane resins are preferred.
  • the content of the component (E) is preferably 0.1% by mass to 90% by mass of the total mass of the components (A), (B) and (E).
  • the curing reactive silicone pressure-sensitive adhesive composition of the present invention may further contain (F) a solvent.
  • the curing-reactive silicone pressure-sensitive adhesive composition of the present invention is preferably a one-component type or a single composition.
  • the cure reactive silicone pressure sensitive adhesive composition of the present invention may be fluid at 25° C. as a whole composition.
  • the above-mentioned curing-reactive silicone pressure-sensitive adhesive composition was laminated with a 50- ⁇ m-thick pressure-sensitive adhesive layer obtained by curing the composition on a SUS plate, and pulled using a 180° peel test method according to JIS Z0237.
  • the adhesive force measured at a speed of 300 mm/min is preferably 0.1 gf/inch or more.
  • the curable reactive silicone pressure-sensitive adhesive composition of the present invention is non-flowable at 25° C. as a whole and may have a softening point between 25° C. and 150° C. Furthermore, the curing-reactive silicone pressure-sensitive adhesive composition of the present invention may have tackiness in a state before the curing reaction.
  • the above-mentioned curing-reactive silicone pressure-sensitive adhesive composition was laminated with a 200- ⁇ m-thick pressure-sensitive adhesive layer obtained by curing the composition on a SUS plate, and pulled by a 180° peel test method according to JIS Z0237.
  • the adhesive force measured at a speed of 300 mm/min is preferably 0.1 gf/inch or more.
  • the present invention comprises the above-mentioned curing reactive silicone pressure-sensitive adhesive composition (preferably, the composition as a whole is non-flowable at 25° C. and has a softening point between 25° C. and 150° C.), It also relates to at least a member, component or sheet.
  • non-fluidity means that it does not flow in an unloaded state
  • the ring-and-ball method for hot melt adhesives defined in JIS K 6863-1994 “Test method for softening point of hot melt adhesives”.
  • the softening point measured by the softening point test method according to 1. is in the range of 25°C to 150°C.
  • the present invention relates to the above-mentioned cure-reactive silicone pressure-sensitive adhesive composition (preferably, the composition as a whole is non-flowable at 25°C and has a softening point between 25°C and 150°C). ) Is also a heat-meltable adhesive material consisting of.
  • the present invention also relates to a cured product of the above curing reactive silicone adhesive composition.
  • the present invention also relates to a method for producing the above-mentioned cured product, which comprises a step of applying the above-mentioned curable reactive silicone pressure-sensitive adhesive composition under a temperature condition of less than 150° C. or curing it and then heating it to 150° C. or higher for curing.
  • the present invention also relates to an adhesive material comprising a cured product of the above-mentioned curing reactive silicone adhesive composition.
  • the present invention also relates to a laminate including a layer or member made of the above-mentioned curing reactive silicone pressure-sensitive adhesive composition. Similarly, the present invention also relates to a laminate provided with a layer or member comprising a cured product of the above-mentioned curing reactive silicone adhesive composition.
  • These laminates may include at least a part of a sheet-like member having a release layer, and for example, a member, a part or a sheet made of the above composition or a cured product thereof has a release layer. It may be a peelable laminate which is arranged so as to face the sheet-shaped member and is peeled off from the peeling layer at the time of use to use the above composition or a cured product thereof as an adhesive.
  • these laminated bodies may be at least one kind selected from a display device, an electronic component or a solar cell module, and may be, for example, a display device which is a liquid crystal display or an organic EL display.
  • a display device which is a liquid crystal display or an organic EL display.
  • the above-mentioned curing reactive silicone pressure-sensitive adhesive composition or a cured product thereof may be used as a sealing material for electronic parts such as LEDs and micro LEDs.
  • the laminate of the present invention can be used in various articles together with at least one substrate.
  • the substrate may be an image display panel, a touch panel, an optical film, or a front surface or back surface protection sheet.
  • the article is preferably a display device (display).
  • the display device is a liquid crystal display or an organic EL display.
  • the substrate may be a solar cell, a sealing material layer, or a front surface or back surface protection sheet.
  • the article is preferably a solar cell module.
  • the invention also relates to the process for producing these laminates.
  • the laminate obtained by these manufacturing methods may be an intermediate material such as a peelable pressure-sensitive adhesive sheet, or a final product such as a display device having a pressure-sensitive adhesive layer or a precursor thereof.
  • the method for producing a laminate of the present invention may include the step of heating the above-mentioned curable reactive silicone pressure-sensitive adhesive composition to 80° C. or higher to melt it, and molding or filling the melt.
  • the method for producing a laminate of the present invention comprises the step of placing the curing-reactive silicone pressure-sensitive adhesive composition at 150° C. after or at the same time as disposing the curing-reactive silicone pressure-sensitive adhesive composition on or between at least one member. It may include the above heating step.
  • the method for producing a laminate of the present invention comprises a step of laminating the above-mentioned curable reactive silicone pressure sensitive adhesive composition or a cured product thereof between members, and the curing reactive silicone pressure sensitive adhesive composition or a cured product thereof. It may include a step of crimping the member.
  • the present invention is liquid or non-flowable (including hot melt) at room temperature, and even in the form of a single composition, its storage stability, handling workability, and moldability are excellent, and It is possible to provide a curing-reactive silicone pressure-sensitive adhesive composition that can be cured rapidly by heating at a high temperature to obtain high adhesive strength. Further, it is possible to provide a cured product thereof which can obtain a high adhesive force by pressure bonding.
  • a pressure-sensitive adhesive which is an application of the above-mentioned cured reactive silicone pressure-sensitive adhesive composition and a cured product thereof, and a laminate comprising a layer formed of the above-mentioned cured reactive silicone pressure-sensitive adhesive composition or a cured product thereof.
  • a body and a method for manufacturing the laminate can be provided.
  • the curable reactive silicone pressure-sensitive adhesive composition of the present invention when the curable reactive silicone pressure-sensitive adhesive composition of the present invention is in the form of a liquid composition, even a one-pack composition containing a hydrosilylation reaction catalyst does not thicken or gel in a short time. Since it can be stored for a long period of time, it has excellent storage stability and storage stability, and also has excellent handling workability. Furthermore, even under storage conditions at a relatively high temperature of about 50° C., it does not thicken or gel in a short period of time, and therefore it is excellent in storage stability and handling workability under high temperature conditions.
  • the above one-pack type composition can be designed. However, since such a composition does not require the components to be mixed at the time of use, it can be used by the user. It has an advantage that the step of preparing the composition in 1) is unnecessary and the problem of poor mixing/dispersion does not occur during the mixing. Furthermore, by using the above one-pack composition, it is possible to essentially avoid an error in the process due to an error in the component ratio due to a mistake in charging, etc. And has the advantage that the handling workability as a product, industrial productivity, and the quality of the adhesive obtained can be greatly improved.
  • the curing-reactive silicone pressure-sensitive adhesive composition of the present invention can form a pressure-sensitive adhesive layer having excellent adhesive force by curing, and when the pressure-sensitive adhesive layer is peeled from an adherend, Cohesive failure of the adhesive layer is unlikely to occur.
  • the pressure-sensitive adhesive layer is interfacially peelable from the adherend.
  • the curing-reactive silicone pressure-sensitive adhesive composition of the present invention may be non-fluid at 25° C., have a softening point between 25° C. and 150° C., and may have heat-melting property.
  • the present invention since the progress of the curing reaction is suppressed by the addition of the hydrosilylation catalyst or the heating and melting at the time of molding the composition, the present invention provides sufficient curing reactivity and moldability.
  • a meltable, curing-reactive silicone pressure-sensitive adhesive composition and a molded product thereof can be provided. Therefore, the curable reactive silicone pressure-sensitive adhesive composition of the present invention can be softened or flowable by heating.
  • the curable reactive silicone pressure-sensitive adhesive composition of the present invention can excellently fill gaps by following unevenness on a member in a molten state, and has excellent gap fill property. Further, since the curable reactive silicone pressure-sensitive adhesive composition of the present invention can have heat-melting property, the fluid in a molten state can be molded into a desired shape such as a sheet. A molded article such as a sheet made of a curing-reactive silicone pressure-sensitive adhesive composition before the curing reaction has heat-melting property, adhesive property and curing reactivity by itself, and therefore, it can be applied to a desired site by using adhesive force. By arranging and heating and melting, the fluid may be caused to flow into the irregularities of the base material. ..
  • FIG. 1 is a cross-sectional view showing an optical display of an embodiment of an article of the present invention.
  • 1 is a cross-sectional view showing an optical display of an embodiment of an article of the present invention.
  • FIG. 6 is a cross-sectional view showing an optical display of another embodiment of the article of the present invention.
  • FIG. 6 is an exploded perspective view showing an optical display of another embodiment of the article of the present invention.
  • FIG. 6 is a partial cross-sectional view showing an optical display of another embodiment of the article of the present invention.
  • the curing-reactive silicone pressure-sensitive adhesive composition of the present invention may be a liquid composition having fluidity at 25°C, is not fluid at 25°C, and has a softening point between 25°C and 150°C.
  • the composition may have a hot melt property. When designed as a hot-melt composition, the entire composition can be softened or flowed by heating.
  • the softening or fluidizing temperature is preferably 50 to 150°C, more preferably 60°C to 130°C, even more preferably 80°C to 120°C.
  • the curing reactive silicone pressure-sensitive adhesive composition of the present invention is (A) a linear or branched organopolysiloxane having at least two aliphatic unsaturated carbon-carbon bond-containing groups in one molecule, (B) an organohydrogenpolysiloxane having at least two silicon-bonded hydrogen atoms in one molecule, (C) catalyst for hydrosilylation reaction, and (D) Phosphorus-containing hydrosilylation reaction retarder, Including, The content of the component (B) is such that the silicon-bonded hydrogen atoms in the component (B) are 0.5 mol or more with respect to 1 mol of all the aliphatic unsaturated carbon-carbon bonds in the composition.
  • the curing-reactive silicone pressure-sensitive adhesive composition of the present invention has a siloxane unit represented by (E) R 3 SiO 1/2 (wherein R's each independently represent a monovalent organic group) in the molecule.
  • An organopolysiloxane resin containing (M unit) and a siloxane unit (Q unit) represented by SiO 4/2 may be included.
  • the component (A) is one of the main components of the curable reactive silicone pressure-sensitive adhesive composition of the present invention.
  • the component (A) may be a single organopolysiloxane or a mixture of two or more kinds of organopolysiloxane.
  • the curable reactive silicone pressure-sensitive adhesive composition of the present invention or a cured product thereof has sufficient adhesive force and, in its adhesive mode, cohesive failure upon peeling from an adherend. It is also possible to form an adhesive material layer that is less likely to generate. If permanent adhesion to an adherend is required, a composition having a high adhesive force that causes cohesive failure of the pressure-sensitive adhesive layer at the time of peeling can be designed.
  • the component (A) is a linear or branched organopolysiloxane having at least two aliphatic unsaturated carbon-carbon bond-containing groups in one molecule.
  • the siloxane polymerization degree is preferably 80 or more. When the degree of polymerization is less than the above, it becomes difficult to obtain adhesive strength.
  • the aliphatic unsaturated carbon-carbon bond-containing group is preferably the above-mentioned alkenyl group, alkenyloxyalkyl group, acryloxyalkyl group or methacryloxyalkyl group.
  • alkenyl group include a vinyl group, an allyl group, a propenyl group, a butenyl group, a pentenyl group and a hexenyl group. Vinyl groups are particularly preferred. Moreover, a part of these groups may be substituted with a halogen atom or the like.
  • the aliphatic unsaturated carbon-carbon bond-containing group may be present at either the terminal of the molecular chain or the side chain of the molecular chain, or may be present at both of them. Good.
  • the aliphatic unsaturated carbon-carbon bond-containing group is preferably bonded to a silicon atom.
  • the content of the aliphatic unsaturated carbon-carbon bond-containing group is preferably 0.001 to 10% by weight, and more preferably 0.005 to 5% by weight, based on the weight of the component (A).
  • the component (A) may have an aliphatic unsaturated carbon-carbon bond-free group in addition to the aliphatic unsaturated carbon-carbon bond-containing group.
  • the aliphatic unsaturated carbon-carbon bond-free group is preferably the above-mentioned alkyl group, aryl group or aralkyl group.
  • the alkyl group include a cycloalkyl group such as a cyclohexyl group and a cycloheptyl group in addition to a methyl group, an ethyl group, a propyl group, a pentyl group, a hexyl group, an octyl group and the like.
  • Examples of the aryl group include a phenyl group, a tolyl group, a xylyl group and the like.
  • Examples of the aralkyl group include a benzyl group, an ⁇ -methylstyryl group and a 2-phenylethyl group.
  • the aliphatic unsaturated carbon-carbon bond-free group is more preferably an alkyl group, and particularly preferably a methyl group. Moreover, a part of these groups may be substituted with a halogen atom or the like.
  • component (A) those having the following average composition formula (1) are preferable.
  • R 1 is an alkenyl group having 2 to 12 carbon atoms. Specific examples thereof include a vinyl group, an allyl group, a butenyl group, a pentenyl group, a hexenyl group, a heptenyl group, an octenyl group, a nonenyl group, a decenyl group, an undecenyl group, and a dodecenyl group, and among these, a vinyl group and an allyl group. Alternatively, a hexenyl group is preferable.
  • R 2 is a group selected from a monovalent saturated hydrocarbon group having 1 to 12 carbon atoms which does not have an aliphatic unsaturated bond, a hydroxyl group and an alkoxy group.
  • a part of the hydrogen atoms may be replaced with a halogen atom or a hydroxyl group.
  • Examples of the monovalent saturated hydrocarbon group having 1 to 12 carbon atoms include methyl group, ethyl group, propyl group, butyl group, pentyl group, hexyl group, heptyl group, octyl group, nonyl group, decyl group, undecyl group, Alkyl group such as dodecyl group, phenyl group, tolyl group, xylyl group, naphthyl group, anthracenyl group, phenanthryl group, aryl group such as pyrenyl group, benzyl group, phenethyl group, naphthylethyl group, naphthylpropyl group, anthracenylethyl group Groups, aralkyl groups such as phenanthrylethyl group and pyrenylethyl group, and hydrogen atoms of these aryl groups or aralkyl groups, alkyl groups such as methyl group
  • a and b are numbers satisfying the following conditions: 1 ⁇ a+b ⁇ 3 and 0.0001 ⁇ a/(a+b) ⁇ 0.33, and preferably the following conditions: 1.5 ⁇ a+b ⁇ 2.5 and It is a number that satisfies 0.0002 ⁇ a/(a+b) ⁇ 0.2. This is because when a+b is 1 or more, the flexibility of the cured product increases, while when a+b is 3 or less, the mechanical strength of the cured product increases. Also, if a/(a+b) is 0.0001 or more, the mechanical strength of the cured product will be high, while if it is 0.33 or less, the flexibility of the cured product will be high.
  • Such a component (A) has a general formula: R 6 3 SiO(R 6 2 SiO) m1 SiR 6 3 It is preferably a linear organopolysiloxane represented by However, the component (A) may include a branched siloxane unit represented by R 6 SiO 3/2 or SiO 4/2 in a part thereof, and may be a branched organopolysiloxane.
  • each R 6 is independently a substituted or unsubstituted monovalent hydrocarbon group, and examples thereof include the monovalent unsaturated hydrocarbon group and the monovalent saturated hydrocarbon group described above. However, at least two R 6 s in one molecule are monovalent unsaturated hydrocarbon groups, preferably alkenyl groups, and more preferably vinyl groups.
  • the organopolysiloxane having the average compositional formula (1) may be oily or raw rubber-like at room temperature, and the viscosity of the component (A) at 25° C. is 50 mPa ⁇ s or more, particularly 100 mPa ⁇ s or more. It is preferable.
  • Component (B) is one of the main components of the curable reactive silicone pressure-sensitive adhesive composition of the present invention, and functions as a crosslinking agent.
  • the component (B) may be a single organohydrogenpolysiloxane or a mixture of two or more types of organohydrogenpolysiloxane.
  • the component (B) is an organohydrogenpolysiloxane having at least two silicon-bonded hydrogen atoms in one molecule.
  • the component (B) is the component (A) or, if the component (E) described later has an aliphatic unsaturated carbon-carbon bond-containing group, the component (A) and the aliphatic unsaturated carbon of the component (E)- It contains a hydrosilyl group (-SiH) that adds to the carbon bond.
  • an organopolysiloxane having the following average composition formula (2) is preferable.
  • R 3 is a group selected from a monovalent hydrocarbon group having 1 to 12 carbon atoms which does not have an aliphatic unsaturated bond, a hydroxyl group and an alkoxy group.
  • a part of the hydrogen atoms may be replaced with a halogen atom or a hydroxyl group.
  • Examples of the monovalent hydrocarbon group having 1 to 12 carbon atoms include methyl group, ethyl group, propyl group, butyl group, pentyl group, hexyl group, heptyl group, octyl group, nonyl group, decyl group and undecyl group.
  • Alkyl group such as dodecyl group, phenyl group, tolyl group, xylyl group, naphthyl group, anthracenyl group, phenanthryl group, aryl group such as pyrenyl group, benzyl group, phenethyl group, naphthylethyl group, naphthylpropyl group, anthracenyl group
  • Aralkyl groups such as ethyl group, phenanthrylethyl group and pyrenylethyl group, and hydrogen atoms of these aryl groups or aralkyl groups are alkyl groups such as methyl group and ethyl group; alkoxy groups such as methoxy group and ethoxy group; chlorine; A group substituted with a halogen atom such as an atom or a bromine atom can be mentioned. Examples of the alkoxy group include a methoxy group, an ethoxy group, a propoxy group
  • c and d are numbers satisfying the following conditions: 1 ⁇ c+d ⁇ 3 and 0.002 ⁇ c/(c+d) ⁇ 0.5, preferably the following conditions: 1.5 ⁇ c+d ⁇ 2.5 and It is a number that satisfies 0.01 ⁇ c/(c+d) ⁇ 0.5. This is because if c+d is 1 or more, the flexibility of the cured product will be high, while if it is 3 or less, the mechanical strength of the cured product will be high. Also, if c/(c+d) is 1.5 or more, the mechanical strength of the cured product will be high, while if it is 2.5 or less, the flexibility of the cured product will be high.
  • the viscosity of the organopolysiloxane having the average composition formula (2) is not limited, but the viscosity at 25° C. is preferably in the range of 0.5 to 10,000 mPa ⁇ s, particularly 1 to 1,000 mPa ⁇ s. It is preferably within the range of s.
  • organopolysiloxane having the average composition formula (2) examples include 1,1,3,3-tetramethyldisiloxane, 1,3,5,7-tetramethylcyclotetrasiloxane, and tris(dimethylhydrogensiloxy)methylsilane.
  • organopolysiloxane having the average composition formula (2) examples include the following organopolysiloxanes.
  • Me and Ph respectively represent a methyl group and a phenyl group
  • m2 is an integer of 1 to 100
  • n2 is an integer of 1 to 50
  • b2, c2, d2 and e2 are positive.
  • the total of b2, c2, d2 and e2 in one molecule is 1.
  • the component (B) is preferably an organohydrogenpolysiloxane represented by the following average composition formula (3).
  • R 4 is a group selected from a monovalent saturated hydrocarbon group having 1 to 12 carbon atoms, which does not have an aliphatic unsaturated bond, a hydroxyl group and an alkoxy group.
  • the monovalent saturated hydrocarbon group having 1 to 12 carbon atoms, the hydroxyl group and the alkoxy group are the same as above.
  • R 5 is a hydrogen atom or an alkyl group having 1 to 6 carbon atoms, and examples of the alkyl group having 1 to 6 carbon atoms include a methyl group, an ethyl group, a propyl group, a butyl group and a hexyl group.
  • R 5 O 1/2 which is a unit of a partial structure, is a group that is bonded to an oxygen atom in a D unit, a DH unit, a T unit, a TH unit, or a Q unit, and is a silicon atom in an organopolysiloxane.
  • the MH unit is mainly present at the molecular chain end of the organohydrogenpolysiloxane, and the DH unit is present in the molecular chain of the organohydrogenpolysiloxane.
  • the content of the component (B) is such that the amount of silicon-bonded hydrogen atoms in the component (B) is 0.5 mol or more per 1 mol of the total aliphatic unsaturated carbon-carbon bond in the composition,
  • the amount of the silicon-bonded hydrogen atoms in the component (B) is preferably 0.5 to 100 mol, and more preferably 0.5 to 60 mol, based on 1 mol of the total aliphatic unsaturated carbon-carbon bond in the composition.
  • the amount is more preferable, and the amount of 0.5 to 40 mol is even more preferable.
  • the component (C) is a catalyst for hydrosilylation reaction.
  • the component (C) may be a single hydrosilylation reaction catalyst or a mixture of two or more hydrosilylation reaction catalysts.
  • Examples of the hydrosilylation reaction catalyst include platinum-based catalysts, rhodium-based catalysts, palladium-based catalysts, nickel-based catalysts, iridium-based catalysts, ruthenium-based catalysts, and iron-based catalysts, and platinum-based catalysts are preferable.
  • platinum-based catalyst platinum-based compounds such as platinum fine powder, platinum black, platinum-supported silica fine powder, platinum-supported activated carbon, chloroplatinic acid, alcohol solution of chloroplatinic acid, olefin complex of platinum, alkenylsiloxane complex of platinum, etc. Are exemplified, and an alkenylsiloxane complex of platinum is particularly preferable.
  • alkenyl siloxane 1,3-divinyl-1,1,3,3-tetramethyldisiloxane, 1,3,5,7-tetramethyl-1,3,5,7-tetravinylcyclotetrasiloxane
  • alkenylsiloxanes in which a part of methyl groups of these alkenylsiloxanes are substituted with ethyl groups, phenyl groups and the like, and alkenylsiloxanes in which vinyl groups of these alkenylsiloxanes are substituted with allyl groups, hexenyl groups and the like.
  • 1,3-divinyl-1,1,3,3-tetramethyldisiloxane is preferable because the platinum-alkenylsiloxane complex has good stability. Further, since the stability of the platinum-alkenylsiloxane complex can be improved, 1,3-divinyl-1,1,3,3-tetramethyldisiloxane and 1,3-diallyl-1,1 are added to the complex.
  • the component (C) be active even at a relatively low temperature. Specifically, those which are active in the composition in the temperature range of 0 to 200° C. and accelerate the hydrosilylation reaction are preferable.
  • the component (C) is preferably a catalyst for hydrosilylation reaction in which the curing reaction does not substantially proceed at 80° C. or lower in the presence of the component (D), while the component (D) exists in the presence of the component (D).
  • a hydrosilylation reaction catalyst that can accelerate the hydrosilylation reaction and cure the entire composition by heating at a high temperature of 150° C. or higher.
  • the content of the component (C) varies depending on the type of catalyst and the type of composition, it is usually an amount such that the metal atom in the catalyst is within the range of 0.1 to 200 ppm in mass unit with respect to the composition. And may be in the range of 0.1 to 150 ppm, 0.1 to 100 ppm.
  • composition of the present invention contains (D) a phosphorus-containing hydrosilylation reaction retarder.
  • the phosphorus-containing hydrosilylation reaction retarder is a component that can strongly suppress the hydrosilylation reaction at low temperature and adjust the curing reaction. By selectively using such retarder, a single composition of a single composition can be obtained. Even in the form, it is possible to design a curing-reactive silicone pressure-sensitive adhesive composition having excellent storage stability, handling workability, and moldability.
  • the component (D) may be a single phosphorus-containing hydrosilylation reaction retarder or a mixture of two or more kinds.
  • the phosphorus-containing hydrosilylation reaction retarder is at least one selected from the group consisting of phosphine compounds, phosphoric acid compounds, phosphonic acid compounds, phosphine oxide compounds, phosphorous acid compounds and phosphonous acid compounds. Is preferred.
  • phosphine compound examples include diphenylphosphine, triphenylphosphine, dimethylphenylphosphine, diethylphenylphosphine, tripropylphosphine, dicyclohexylphenylphosphine, bis(diphenylphosphino)methane, 1,2-bis(diphenylphosphino)ethane, 1 1,2-bis(diphenylphosphino)propane,1,3-bis(diphenylphosphino)propane,1,4-bis(diphenylphosphino)butane,2,3-bis(diphenylphosphino)butane,1,5 -Bis(diphenylphosphino)pentane, 1,6-bis(diphenylphosphino)hexane, bis(2-diphenylphosphinoethyl)phenylphosphine bis(diphenylphosphino)acety
  • the phosphoric acid compound is preferably at least one compound selected from the group consisting of triphenyl phosphate, trimethyl phosphate, triethyl phosphate, tripropyl phosphate, tripropyl phosphate, tributyl phosphate, and diphenylmethyl phosphate. ..
  • the phosphonic acid compound is preferably at least one compound selected from the group consisting of methylphosphonic acid, dimethyl, diethyl methylphosphonate, dipropyl methylphosphonate, dibutyl methylphosphonate, diethyl phenylphosphonate, and dipropyl phenylphosphonate. ..
  • the phosphine oxide-based compound may be at least one compound selected from the group consisting of diphenylphosphine oxide, triphenylphosphine oxide, dimethylphenylphosphine oxide, diethylphenylphosphine oxide, tripropylphosphine oxide, and tributylphosphine oxide. preferable.
  • the phosphite compound is triphenyl phosphite, trimethyl phosphite, triethyl phosphite, tripropyl phosphite, tributyl phosphite, diphenyl phosphite, dimethyl phosphite, diethyl phosphite, It is preferably at least one compound selected from the group consisting of dipropyl phosphite and dibutyl phosphite.
  • the phosphonous acid-based compound is preferably at least one compound selected from the group consisting of dimethyl phenylphosphonous acid, diethyl phenylphosphonous acid, and dipropyl phenylphosphonous acid.
  • the phosphorus-containing hydrosilylation reaction retarder is preferably a phosphine compound, particularly preferably bis(diphenylphosphino)methane, 1,2-bis(diphenylphosphino)ethane, 1,3-bis(diphenylphosphine). Fino) Propane.
  • the composition of the present invention in which the phosphorus-containing hydrosilylation reaction retarder (D) is selectively used has an improved pot life and can be handled easily. Furthermore, even in the form of a single composition, it is excellent in its storage stability, handling workability, and moldability, and can be rapidly cured by heating at a high temperature to obtain high adhesive strength. It is possible. Further, since the phosphorus-containing hydrosilylation reaction retarder suppresses the progress of the curing reaction due to the addition of the hydrosilylation catalyst or the heating and melting during the molding of the composition, the present invention provides sufficient curing reactivity and moldability. It is possible to provide a heat-meltable, curing-reactive silicone pressure-sensitive adhesive composition having: When other hydrosilylation reaction retarder is used instead of the component (D), the technical effect cannot be realized.
  • the content of the (D) phosphorus-containing hydrosilylation reaction retarder is not particularly limited, but is, for example, 0.01 with respect to 1 mol of the metal atom in the component (C) in the composition, preferably 1 mol of the platinum-based metal atom.
  • the amount is preferably ⁇ 1,000 mol, more preferably 0.1 to 500 mol, particularly preferably 0.30 to 10 mol. This is because if the content of the retarder is less than the lower limit of the above range, it is difficult to obtain a single composition (such as one liquefaction) from the composition, and the viscosity increases in a relatively short time even at room temperature.
  • the curing reaction proceeds in the step of heating and melting the hot-melt adhesive sheet.
  • the temperature exceeds the upper limit of the above range, the hot-melt adhesive sheet is heated at 150°C.
  • the amount of the component (D) used is in the range of 0.30 to 10 mol per 1 mol of the metal atom in the component (C)
  • the composition of the present invention was applied in a thin film form. Even in such a case, a rapid curing reaction can be realized by heating at 150° C. or higher.
  • composition of the present invention comprises a siloxane unit (M unit) represented by R 3 SiO 1/2 (wherein R's each independently represent a monovalent organic group) in the molecule (E). And an organopolysiloxane resin containing a siloxane unit (Q unit) represented by SiO 4/2 .
  • the component (E) may be a single organopolysiloxane resin or a mixture of two or more organopolysiloxane resins.
  • the component (E) is a component that imparts pressure-sensitive adhesiveness to the curable reactive silicone pressure-sensitive adhesive composition of the present invention or a cured product thereof, and can impart high adhesion to various bases or substrates.
  • the component (E) is a siloxane unit (M unit) represented by (a) R 3 SiO 1/2 (wherein R independently represents a monovalent organic group) in the molecule, and ( b) An organopolysiloxane resin containing a siloxane unit (Q unit) represented by SiO 4/2 .
  • the range of 00 to 1.20:1.00 is more preferable, and the range of 0.60:1.00 to 1.10:1.00 is even more preferable.
  • the above molar ratio can be easily measured by 29 Si nuclear magnetic resonance.
  • the component (E) may be composed of only (a) M units and (b) Q units, but R 2 SiO 2/2 units (D units) and/or RSiO 3/2 units (T units). May be included.
  • R's each independently represent a monovalent organic group.
  • the total content of (a) M units and (b) Q units in the component (E) is preferably 50% by weight or more, more preferably 80% by weight or more, and particularly preferably 100% by weight.
  • the monovalent organic group is not particularly limited, but can be divided into, for example, an aliphatic unsaturated carbon-carbon bond-containing group and an aliphatic unsaturated carbon-carbon bond-free group.
  • the aliphatic unsaturated carbon-carbon bond-containing group and the aliphatic unsaturated carbon-carbon bond-free group respectively include a monovalent unsaturated hydrocarbon group and an oxygen atom-containing monovalent unsaturated hydrocarbon group, and A monovalent saturated hydrocarbon group and an oxygen atom-containing monovalent saturated hydrocarbon group are included.
  • the monounsaturated or saturated hydrocarbon group is, for example, a substituted or unsubstituted one having 2 to 12 carbon atoms, preferably 2 to 8 carbon atoms, more preferably 2 to 6 carbon atoms.
  • Examples thereof include a valent unsaturated hydrocarbon group and a substituted or unsubstituted monovalent saturated hydrocarbon group having 1 to 12 carbon atoms.
  • Examples of the unsubstituted monovalent unsaturated hydrocarbon group having 2 to 12 carbon atoms, preferably 2 to 8 carbon atoms, and more preferably 2 to 6 carbon atoms include, for example, vinyl group, allyl group and propenyl group. Examples thereof include alkenyl groups such as groups, butenyl groups, pentenyl groups and hexenyl groups. Examples of the substituted monounsaturated hydrocarbon group having 2 to 12 carbon atoms, preferably 2 to 8 carbon atoms, more preferably 2 to 6 carbon atoms include, for example, these monovalent unsaturated hydrocarbon groups.
  • a group in which a part of hydrogen atoms of the group is substituted with a halogen atom (fluorine, chlorine, bromine or iodine) and the like can be mentioned.
  • Examples of the unsubstituted monovalent saturated hydrocarbon group having 1 to 12 carbon atoms include alkyl groups such as methyl group, ethyl group, propyl group, pentyl group, hexyl group and octyl group; cyclohexyl group, cycloheptyl group and the like. Examples thereof include a cycloalkyl group; an aryl group such as a phenyl group, a tolyl group and a xylyl group; and an aralkyl group such as a benzyl group, an ⁇ -methylstyryl group and a 2-phenylethyl group.
  • substituted monovalent saturated hydrocarbon group having 1 to 12 carbon atoms for example, a part of hydrogen atoms of these monovalent unsaturated hydrocarbon groups is substituted with a halogen atom (fluorine, chlorine, bromine or iodine) or the like. There are some. Specifically, fluorinated monovalent saturated hydrocarbon groups such as 3,3,3-trifluoropropyl group, 4,4,5,5,5-pentafluorolbutyl group, 3,3,4,4,4.
  • Perfluoroalkyl group such as 5,5,6,6,6-nonafluorohexyl group; chlorinated monovalent saturated hydrocarbon group, for example, chloroalkyl group such as 3-chloropropyl group, chlorophenyl group such as dichlorophenyl group Are listed.
  • a substituted or unsubstituted alkyl group having 1 to 12 carbon atoms is preferable.
  • a methyl group is preferred as the substituted or unsubstituted alkyl group having 1 to 12 carbon atoms.
  • the monovalent unsaturated hydrocarbon group is preferably a substituted or unsubstituted alkenyl group having 2 to 12 carbon atoms.
  • a vinyl group is preferred as the substituted or unsubstituted alkenyl group having 2 to 12 carbon atoms.
  • oxygen atom-containing monovalent unsaturated or saturated hydrocarbon group examples include, for example, a substituted or unsubstituted oxygen atom-containing monovalent unsaturated hydrocarbon group and a carbon atom number of 1 to 12 And a substituted or unsubstituted monovalent saturated hydrocarbon group containing an oxygen atom.
  • Examples of the substituted or unsubstituted monovalent unsaturated hydrocarbon group having 2 to 12 carbon atoms include an alkenyloxyalkyl group, an acryloxyalkyl group and a methacryloxyalkyl group.
  • Examples of the alkenyloxyalkyl group include an allyloxymethyl group and a 3-allyloxypropyl group.
  • Examples of the acryloxyalkyl group include an acryloxymethyl group and a 3-acryloxypropyl group.
  • Examples of the methacryloxyalkyl group include a methacryloxymethyl group and a 3-methacryloxypropyl group.
  • Examples of the substituted or unsubstituted monovalent saturated hydrocarbon group containing 1 to 12 carbon atoms include an alkoxy group containing 1 to 12 carbon atoms.
  • alkoxy group having 1 to 12 carbon atoms examples include methoxy group, ethoxy group, propoxy group, butoxy group, isopropoxy group and the like.
  • halogen atom fluorine, chlorine, bromine or iodine
  • the organopolysiloxane resin as the component (E) may contain a small amount of hydroxyl groups bonded to silicon atoms.
  • the content of hydroxyl groups is preferably 0.2 mol or less, more preferably 0.1 mol or less, based on 1 mol of all silicon atoms.
  • the organopolysiloxane resin as the component (E) contains an alkoxy group bonded to a silicon atom such as a methoxy group or an ethoxy group, the content thereof is 0.2 mol or less with respect to 1 mol of all silicon atoms. Is preferable, and 0.1 mol or less is more preferable.
  • At least a part of the component (E) is (E1) in the molecule (Alk)R′ 2 SiO 1/2 (wherein, Alk is independently of each other an aliphatic unsaturated carbon-carbon). Represents a bond-containing group, R'independently of each other represents an aliphatic unsaturated carbon-carbon bond-free group), and a siloxane unit represented by SiO 4/2. It may be a curing-reactive organopolysiloxane resin containing at least (Q unit).
  • the aliphatic unsaturated carbon-carbon bond-containing group which is Alk is preferably the alkenyl group, alkenyloxyalkyl group, acryloxyalkyl group or methacryloxyalkyl group, which has been described above.
  • the aliphatic unsaturated carbon-carbon bond-free group which is R′ is preferably the alkyl group, aryl group or aralkyl group described above. Moreover, a part of these groups may be substituted with a halogen atom or the like.
  • the aliphatic unsaturated carbon-carbon bond-containing group which is Alk may be a vinyl group, an allyl group or a hexenyl group, and the aliphatic unsaturated carbon-carbon bond-free group which is R'is It is preferably a methyl group or a phenyl group.
  • the component (E) when the component (E) other than the (E1) curing-reactive organopolysiloxane resin is present, the component (E) is preferably non-curing reactive.
  • R of the non-curing reactive component (E) is preferably the aliphatic unsaturated carbon-carbon bond-free group described above, and more preferably an alkyl group, an aryl group or an aralkyl group. Moreover, a part of these groups may be substituted with a halogen atom or the like.
  • the aliphatic unsaturated carbon-carbon bond-free group which is R is preferably a methyl group, a phenyl group or the like.
  • the proportion of the (E1) curing-reactive organopolysiloxane resin in the component (E) is not particularly limited, but in order to achieve an appropriate hardness for the composition of the present invention or the cured product thereof as an adhesive material.
  • the content of the component (E1) in the component (E) is preferably in the range of 0 to 20% by mass, particularly preferably in the range of 0 to 15% by mass, and the composition of the present invention or a cured product thereof.
  • the adhesive material made of can have appropriate hardness and flexibility as an adhesive layer of a display device, a solar cell module, or the like.
  • (E) component for example, (Me 3 SiO 1/2 ) 0.45 (SiO 4/2 ) 0.55 (HO 1/2 ) 0.05 (Me 3 SiO 1/2 ) 0.40 (SiO 4/2 ) 0.60 (HO 1/2 ) 0.10 (Me 3 SiO 1/2 ) 0.52 (SiO 4/2 ) 0.48 (HO 1/2 ) 0.01 (Me 3 SiO 1/2 ) 0.40 (Me 2 ViSiO 1/2 ) 0.05 (SiO 4/2 ) 0.55 (HO 1/2 ) 0.05 (Me 3 SiO 1/2 ) 0.45 (SiO 4/2 ) 0.55 (MeO 1/2 ) 0.10 (Me 3 SiO 1/2 ) 0.25 (Me 2 PhSiO 1/2 ) 0.20 (SiO 4/2 ) 0.55 (HO 1/2 ) 0.05 (Me 3 SiO 1/2 ) 0.40 (Me 2 SiO 2/2 ) 0.05 (SiO 4/2 ) 0.55 (HO 1/2 ) 0.05 (Me 3 SiO 1/2 ) 0.40
  • the component (E) is a component that imparts pressure-sensitive adhesiveness to the curing-reactive silicone pressure-sensitive adhesive composition of the present invention or a cured product thereof and also imparts heat-melting property, so that the blending amount thereof is selected as desired. can do.
  • the component (E) may be in the range of 0.1 mass% to 90 mass% with respect to the total mass of the component (A), the component (B), and the component (E).
  • the compounding quantity of (E) component exceeds the said upper limit, since the hardening reactive silicone adhesive composition of this invention or its hardened
  • the component (E) is the component (A), It is preferably in the range of 0.1% by mass to 40% by mass, and in the range of 0.1% by mass to 30% by mass, based on the total mass of the components (B) and (E). Good.
  • the blending amount of the component (E) is based on the total mass of the components (A), (B), and (E). Therefore, it may be designed to be 0.1 mass% or less, and is preferable. This is because the cured product can be used as a slightly tacky adhesive layer even if it does not contain the component (E).
  • the compounding amount of the (E) component is (A) component, (B) It is preferable that the amount is in the range of 35% by mass to 90% by mass based on the total mass of the component) and the component (E).
  • the blending amount of the component (E) exceeds 90% by mass, the glass transition point (Tg) of the entire composition increases, the composition becomes excessively hard, and the handling workability as an adhesive is improved. This may be difficult and is not preferable.
  • the curing-reactive silicone pressure-sensitive adhesive composition of the present invention is provided with sufficient pressure-sensitive adhesive force and heat-melting property, and the composition as a whole is non-fluid at 25° C. and has a softening point between 25° C. and 150° C.
  • the blending amount of the component (E) is 55 mass% to 90 mass% with respect to the total mass of the component (A), the component (B), and the component (E).
  • the range is preferable, and the range of 60 to 85 mass% is particularly preferable.
  • the curing-reactive silicone pressure-sensitive adhesive composition of the present invention has sufficient adhesive force as long as it is temporarily fixed before the curing reaction. Further, it is possible to design so as to provide a cured product having an adhesive force such that permanent bonding between members can be achieved by the curing reaction.
  • the composition of the present invention can be designed as a solvent-free composition or a heat-melt composition, but may further contain (F) a solvent. .. (F)
  • a solvent can reduce the viscosity and thixotropy of the entire composition to improve handling workability and coatability, and the use of a small amount of an organic solvent can improve the wettability of the composition to a substrate.
  • the cure-reactive silicone pressure-sensitive adhesive composition according to the present invention can be prepared so that it can be applied to various processes.
  • a solvent can be added to the composition of the present invention and it is preferable.
  • the solvent as the component (F) is not particularly limited in its type, and is not limited as long as it dissolves the composition of the present invention and gives a uniform solution.
  • it may be a low molecular weight siloxane solvent or an organic solvent.
  • an organic solvent and normal hexane, normal pentane, normal heptane, normal octane, isooctane, decalin or other aliphatic hydrocarbons; toluene, xylene, mesitylene or other aromatic hydrocarbons; diisopropyl ether, Examples thereof include ethers such as dibutyl ether and tetrahydrofuran; esters such as ethyl acetate and butyl acetate; glycol esters such as propylene glycol monomethyl ether acetate and dipropylene glycol monomethyl ether acetate.
  • the blending amount of the solvent which is the component (F) is not particularly limited, but when the sum of the components (A) to (E) is 100 parts by mass, it is used in the range of 0 to 9900 parts by mass.
  • the amount of the solvent used can be appropriately designed depending on the coating conditions such as the thickness of the substrate and the coating film.
  • the sum of the above components (A) to (E) is, for example, 50 parts by mass with respect to 100 parts by mass.
  • more than one part of the solvent may be used, when the solvent is used for the purpose of improving wettability, for example, it is possible to use a relatively small amount of solvent of 20 parts by mass or less, and ,preferable.
  • Unsaturated Aliphatic Hydrocarbons may optionally further comprise unsaturated aliphatic hydrocarbons.
  • Unsaturated aliphatic hydrocarbons contain aliphatic unsaturated bonds involved in hydrosilylation reaction and the like, and therefore, they function as a crosslinking component during the curing reaction and also as the above-mentioned solvent, and should be used as a reactive diluent.
  • the unsaturated aliphatic hydrocarbon is a hydrocarbon compound having 8 to 18 carbon atoms and at least one aliphatic unsaturated moiety in the molecule.
  • the unsaturated aliphatic hydrocarbon may be linear or branched, the aliphatic unsaturated portion may be in the middle or at the end, and two or more aliphatic unsaturated hydrocarbons may be present in the molecule. It is particularly preferred to have carbon-carbon double bonds that are saturated moieties.
  • Such an unsaturated aliphatic hydrocarbon contains an alkene having 8 to 18 carbon atoms, preferably an alkene having 12 to 14 carbon atoms, which has a carbon-carbon double bond at the end of the molecular chain, and is particularly preferably a reaction product.
  • dodecene, tetradecene, hexadecene and octadecene are exemplified, and tetradecene is preferable.
  • the amount of the unsaturated aliphatic hydrocarbon used is not particularly limited, but is 0.1 to 10 parts by mass, preferably 100 parts by mass when the sum of the components (A) to (E) is 100 parts by mass. Is in the range of 0.1 to 7.5 parts by mass.
  • composition of the present invention comprises, if necessary, other organopolysiloxanes, adhesion promoters, inorganic fillers such as silica, glass, alumina and zinc oxide; organic resin fine powders such as polymethacrylate resins; It may contain a phosphor, a heat-resistant agent, a dye, a pigment, a flame retardant, a solvent and the like.
  • organopolysiloxanes such as silica, glass, alumina and zinc oxide
  • organic resin fine powders such as polymethacrylate resins
  • It may contain a phosphor, a heat-resistant agent, a dye, a pigment, a flame retardant, a solvent and the like.
  • the amount of addition of these optional components and the method thereof are known to those skilled in the art.
  • the composition of the present invention can be produced by mixing the components (A) to (D), optionally the component (E), the component (F) and/or other optional components.
  • the composition of the present invention may be prepared by mixing it at the time of use, but it is preferable to prepare it by mixing it before use.
  • the composition of the present invention can cure the hydrosilylation reaction catalyst, which is the component (C), at room temperature to heating and melting even if the catalyst for the hydrosilylation reaction coexists with the components (A) and (B). Therefore, even in the form of a single composition, the curing reaction proceeds during the mixing operation to increase the viscosity or gel, and the mixture and the molded product show the curing reactivity in several hours to several days. Loss is effectively prevented. Therefore, it is possible to stably produce the composition or a molded product thereof by a simple process.
  • composition of the present invention may be liquid or non-flowable at 25°C, and the preparation method thereof is not particularly limited, but may be prepared by the following method.
  • composition of the present invention is a liquid composition having fluidity at 25° C.
  • it is carried out by mechanically mixing the respective components uniformly.
  • a solvent which is the component (F) may be added, or the mixture may be prepared by mixing using a known stirrer or kneader at a temperature of 0 to less than 150°C.
  • the composition of the present invention is a composition which is non-fluid at 25° C. and has a heat-melting property
  • the components (A), (B) and (E) are added in a temperature range of 80° C. to 120° C. It can be prepared by adding and mixing a mixture in which the components (C) and (D) have been mixed in advance while kneading with heating.
  • the composition as a whole softens and the mixture of the component (C) and the component (D) can be uniformly dispersed throughout the composition. There is a real benefit of avoiding cohesive failure.
  • the softening may be insufficient, and it may be difficult to uniformly disperse the mixture of the component (C) and the component (D) even if mechanical force is used.
  • the temperature exceeds the above upper limit, the component (C) may react during mixing, resulting in a significant increase in viscosity or curing of the entire component and loss of heat-meltability, which is not preferable.
  • the mixer used in this production method is not limited, and a batch (batch) type such as a kneader, a Banbury mixer, a Henschel mixer, a planetary mixer, a two-roll mill, a three-roll mill, a Ross mixer, and a Labo Plastomill having a heating/cooling function.
  • a continuous heating and kneading device such as a single-screw extruder having a heating/cooling function or a twin-screw extruder may be used, and it is not particularly limited, and is selected according to the efficiency of processing time and the controllability of shear heat generation. It In terms of processing time, a continuous type such as a single screw extruder or a twin screw extruder may be used, or a batch type mixer such as Labo Plastomill may be used.
  • the curable reactive silicone pressure-sensitive adhesive composition of the present invention When the curable reactive silicone pressure-sensitive adhesive composition of the present invention has fluidity at 25° C., it can be formed into a coating film by coating it on a substrate, and can be heated to give a cured product.
  • the coating method include offset coating, offset gravure, roll coating, reverse roll coating, air knife coating, curtain coating, and comma coating.
  • the temperature at the time of coating is not particularly limited, but it is preferable to coat at a temperature of less than 150°C.
  • the composition of the present invention is applied in the form of a thin film, for the purpose of adjusting the overall viscosity of the composition, improving wettability, etc., for example, it is applied on a substrate in a form containing (F) a solvent. By doing so, a coating film may be formed and heated, and it is preferable.
  • the curable reactive silicone pressure-sensitive adhesive composition of the present invention When the curable reactive silicone pressure-sensitive adhesive composition of the present invention is non-fluid at 25° C. and has heat melting property, it can be molded into a desired shape and used. Such a molded product can be designed to have a sufficient adhesive force if it is about a temporary fixing, depending on the content of the component (E), and the molded product can be placed on a specific adherend. By doing so, it can be used as a heat-meltable adhesive material.
  • the composition of the present invention can be processed into objects of various shapes, preferably by heating and melting at a temperature of 80° C. or higher and lower than 150° C., and then cooling, for example, a thickness of 5 ⁇ m to 5 mm. It can be in the form of a sheet, powder, or tablet. Specifically, the composition of the present invention can be heated and melted by using an apparatus having a heating/extruding function and processed into an object having a desired shape. In addition, since the object retains the curing reactivity and the heat-melting property unless it is heated to 150° C. or higher to start the curing reaction, it can be used as a heat-melting adhesive material in the form of a member, a part, a sheet, or the like. It is particularly preferable to utilize.
  • the composition of the present invention can be designed to have sufficient adhesive force if it is about a temporary fixing, depending on the content of the component (E), and can be used as a heat-meltable adhesive material.
  • an adhesive cured product (including a semi-cured product) can be formed by heating the composition to a temperature of 150° C. or higher to cause a curing reaction. Therefore, the composition of the present invention is useful as various potting agents, sealants, adhesives/adhesives, preferably optical adhesives/adhesives, and particularly optical adhesives for displays. It is useful as an adhesive.
  • the composition of the present invention has sufficient adhesive force for temporary fixing in the state before the curing reaction and is heat-meltable, so that it easily follows irregularities and gaps of an adherend. It is possible to form an adhesive layer having excellent properties. Furthermore, since the cured product is less colored at high temperatures or under high temperature and high humidity and does not easily become turbid, it can be used as a fixing layer or an adhesive layer between members constituting a laminated body such as a display device (solar cell module). Extremely useful.
  • the composition of the present invention can be a cured product.
  • the cured product is obtained by (further) performing a hydrosilylation reaction on the composition of the present invention to cure the composition of the present invention (completely or finally).
  • the composition can be cured by heating the composition at a temperature of 150° C. or higher and performing a hydrosilylation reaction.
  • the heating time is usually 0.2 to 4 hours, preferably 0.5 to 2 hours, though it depends on the kind and blending amount of each component in the composition.
  • the cured product of the present invention can be used as various materials.
  • the cured product means that it does not flow even when heated to 200° C. or higher.
  • the hardness of this cured product is not particularly limited, but it is usually from a gel having a penetration of 70 or less to a resin having a Shore D hardness of 80.
  • the cured product of the present invention is light transmissive, and more preferably transparent.
  • a light-transmissive, particularly transparent cured product can be suitably used for optical applications.
  • the cured product of the present invention can have pressure-sensitive adhesiveness.
  • the adhesive strength of the cured product is not particularly limited, but can be measured by the method according to JIS Z0237 as follows.
  • the display unit (converted to gf/inch) is preferably 0.1 gf/inch or more, particularly preferably 0.1 gf/inch to 10 kgf/inch, and 0.2 gf/inch to 10 kgf/inch. Is more preferable. However, it goes without saying that these adhesive strengths can be designed in a desired range from slight adhesion to strong adhesion to permanent adhesion.
  • the display unit (converted to gf/inch) is preferably 0.1 gf/inch or more, particularly preferably 0.1 gf/inch to 10 kgf/inch, and 0.2 gf/inch to 10 kgf/inch. Is more preferable.
  • these adhesive strengths can be designed in a desired range from slight adhesion to strong adhesion to permanent adhesion.
  • the cured product of the present invention can have a certain elasticity or flexibility. Therefore, the cured product of the present invention can be used as an elastic adhesive member.
  • the curable reactive silicone pressure-sensitive adhesive composition of the present invention and its cured product can be used as an adhesive.
  • the pressure-sensitive adhesive material of the present invention can have a high adhesive force and can be satisfactorily adhered or adhered to various adherends. Further, the pressure-sensitive adhesive material of the present invention can form a pressure-sensitive adhesive layer in which cohesive failure is less likely to occur at the time of peeling from an adherend, but the present invention is not limited to this and may be accompanied by cohesive failure.
  • the behavior of the cured reactive silicone pressure-sensitive adhesive composition of the present invention and the cured product pressure-sensitive adhesive layer thereof when peeled from the adherend can be preferably controlled according to the application.
  • the application for example, in applications where an action as a (pressure-sensitive) pressure-sensitive adhesive is expected, there is no residue on the adherend surface, or even a small amount of residue may be present.
  • it does not pose a problem to exhibit high adhesiveness such as cohesive failure.
  • the curable reactive silicone pressure-sensitive adhesive composition of the present invention is non-flowable and hot-meltable at 25° C. as a whole composition. It can be designed as a composition.
  • the curing-reactive silicone pressure-sensitive adhesive composition of the present invention can be used as a heat-melting pressure-sensitive adhesive as a pressure-sensitive adhesive having excellent moldability, gap fill property and pressure-sensitive adhesive before the curing reaction.
  • the cured product of the curing-reactive silicone pressure-sensitive adhesive composition of the present invention can be used as a pressure-sensitive adhesive material having excellent adhesive strength, although the heat-meltability and the curing reactivity are substantially lost. Therefore, the pressure-sensitive adhesive comprising the curing-reactive silicone pressure-sensitive adhesive composition can be used to temporarily fix a member or to form a pressure-sensitive adhesive layer that makes use of the gap fill property against irregularities and gaps on an adherend, and After temporarily fixing, arranging, and pasting, the adhesive material made of the curing-reactive silicone adhesive composition is heated to 150° C. or higher to form an adhesive material made of a cured material between adherends. It may be formed.
  • the pressure-sensitive adhesive comprising the cured product of the curable reactive silicone pressure-sensitive adhesive composition of the present invention can be used as a pressure-sensitive adhesive by itself, heating of the curable reactive silicone pressure-sensitive adhesive composition of the present invention can be performed. It may be treated as a pressure-sensitive adhesive member having a desired shape by molding it after being molded into a sheet shape or the like by utilizing the meltability.
  • the curable reactive silicone adhesive composition of the present invention can form an adhesive cured product (curing reaction product) when heated at 150° C. or higher.
  • the cured product can be used as an adhesive layer, an adhesive layer, particularly a pressure-sensitive adhesive layer (PSA layer), as an adhesive material for joining members by pressure bonding.
  • PSA layer pressure-sensitive adhesive layer
  • the cured product of the curable reactive silicone adhesive composition of the present invention can be treated as an adhesive film or a pressure-sensitive adhesive film alone.
  • the curable reactive silicone adhesive composition is heated to 150° C.
  • the composition before curing is a liquid composition having fluidity at 25° C. or a non-fluidic hot-melt composition at 25° C.
  • the cured product is an adhesive material (particularly an adhesive material). Can be used as a layer).
  • Laminate It is possible to provide a laminate comprising a layer made of the curable reactive silicone pressure sensitive adhesive composition of the present invention or a layer or member made of a cured product of the composition.
  • the laminate is not particularly limited, but a pressure-sensitive adhesive sheet (including an adhesive sheet and a pressure-sensitive adhesive (PSA) sheet), a peelable sheet obtained by laminating the sheet-like member having a release layer. It may be a laminate.
  • Adhesive Sheet Next, an adhesive sheet, which is a kind of the laminate according to the present invention, will be described.
  • the adhesive sheet of the present invention At least one sheet-like substrate, Comprising at least one adhesive layer formed on the sheet-shaped substrate,
  • the adhesive layer contains the above-mentioned curing reactive silicone adhesive composition or its cured product.
  • Non-Cured Adhesive Sheet The curable reactive silicone adhesive composition contained in the adhesive layer of the adhesive sheet of the present invention may be an uncured product. Such an adhesive sheet can be easily obtained by using a non-fluidic hot-melt composition at 25°C.
  • the pressure-sensitive adhesive sheet of the present invention is, for example, a sheet-like base material on which the curable reactive silicone pressure-sensitive adhesive composition of the present invention is applied in a heat-melted state to form a pressure-sensitive adhesive layer having a predetermined thickness. Then, it can be manufactured by semi-curing the adhesive layer.
  • the type of sheet-shaped substrate is not particularly limited, and a polyester film, a polyolefin film, a polycarbonate film, an acrylic film or the like can be appropriately used.
  • the sheet-shaped substrate is preferably non-porous.
  • a coating method for a sheet-shaped substrate roll coating using an offset coat, offset gravure, offset transfer roll coater, etc., reverse roll coat, air knife coat, curtain coat using a curtain flow coater, comma coat, Mayer bar, etc.
  • Other known methods used for forming a layer can be used without limitation.
  • the sheet-shaped substrate has at least one release layer, and the release layer is in contact with the pressure-sensitive adhesive layer.
  • the release layer is sometimes called a release liner, a separator, a release layer or a release coating layer, and is preferably a release agent such as a silicone release agent, a fluorine release agent, an alkyd release agent, or a fluorosilicone release agent.
  • a release layer having a coating ability, a substrate itself which is difficult to adhere to the curing reactive silicone pressure-sensitive adhesive composition of the present invention or an adhesive layer made of the cured product, which physically forms fine irregularities on the surface of the substrate. May be Particularly in the laminate of the present invention, it is preferable to use a release layer obtained by curing a fluorosilicone release agent as the release layer.
  • the adhesive sheet of the present invention can be used, for example, by applying the adhesive layer to an adherend and then peeling the uncured adhesive sheet from the sheet-shaped substrate.
  • the adhesive sheet may be heated to 150° C. or higher to form a cured product and then peeled off before use.
  • the pressure-sensitive adhesive sheet of the present invention is a hot-melt pressure-sensitive adhesive sheet which is a molded product of a non-fluidic hot-melt composition at 25° C.
  • the adhesive sheet is softened or fluidized, and for example, even if the adherend surface of the adherend has irregularities, the adhesive layer can be filled with no gaps. ..
  • the heating means for the adhesive sheet for example, various constant temperature baths, hot plates, electromagnetic heating devices, heating rolls and the like can be used. In order to perform the bonding and the heating more efficiently, for example, an electric heat press, a diaphragm type laminator, a roll laminator, or the like is preferably used.
  • the softening temperature of the hot-melt type adhesive sheet is 50° C. or higher, the processing characteristics and the storage characteristics at room temperature can be made sufficient.
  • the softening temperature of the adhesive layer is 100° C. or lower, not only heat damage to the image display panel and the like can be suppressed, but also the adhesive layer can be prevented from flowing out and protruding. Therefore, the softening temperature of the hot-melt type adhesive sheet is preferably 50 to 100°C, more preferably 55°C or higher or 95°C or lower, and further preferably 60°C or higher or 90°C or lower.
  • the curable reactive silicone adhesive composition contained in the adhesive layer of the adhesive sheet of the present invention may be a cured product.
  • Such an adhesive sheet can be obtained by applying a fluid composition at 25°C to form an adhesive layer having a predetermined thickness, and heating and curing at a temperature of 150°C or higher. Further, such an adhesive sheet can be obtained by heating and curing the above hot-melt adhesive sheet at a temperature of 150°C.
  • the method of applying the sheet-shaped substrate and the use of the sheet-shaped substrate provided with the release layer are the same as above.
  • the pressure-sensitive adhesive sheet of the present invention is, for example, a cured reactive silicone pressure-sensitive adhesive composition contained in the pressure-sensitive adhesive layer is cured by heating after applying the pressure-sensitive adhesive layer to an adherend, and the sheet-shaped substrate is in an uncured state. It can be used by peeling off the adhesive layer.
  • the thickness of the adhesive layer is preferably 5 to 10000 ⁇ m, more preferably 10 ⁇ m or more or 8000 ⁇ m or less, and particularly preferably 20 ⁇ m or more or 5000 ⁇ m or less.
  • the pressure-sensitive adhesive sheet of the present invention At least one sheet-like substrate, It has at least one pressure-sensitive adhesive layer formed on the sheet-shaped substrate,
  • the pressure-sensitive adhesive layer contains the above-mentioned curing reactive silicone pressure-sensitive adhesive composition or a cured product thereof.
  • the curing can be carried out, for example, by performing a hydrosilylation reaction in the composition of the present invention by heating at 150° C. or higher.
  • the pressure-sensitive adhesive sheet of the present invention is, for example, a sheet-shaped substrate, the curable reactive silicone pressure-sensitive adhesive composition of the present invention is applied to form a layer having a predetermined thickness, and the layer is cured to give a pressure-sensitive adhesive sheet. It can be manufactured by using an adhesive layer.
  • the type of sheet-shaped substrate is not particularly limited, and a polyester film, a polyolefin film, a polycarbonate film, an acrylic film or the like can be appropriately used.
  • the sheet-shaped substrate is preferably non-porous. ..
  • a coating method for a sheet-shaped substrate roll coating using an offset coat, offset gravure, offset transfer roll coater, etc., reverse roll coat, air knife coat, curtain coat using a curtain flow coater, comma coat, Mayer bar, etc.
  • Other known methods used for forming a layer can be used without limitation.
  • the sheet-shaped substrate has at least one release layer, and the release layer is in contact with the pressure-sensitive adhesive layer. Thereby, the pressure-sensitive adhesive layer can be easily peeled off from the sheet-shaped substrate.
  • the release agent contained in the release layer is not particularly limited, and the above-mentioned release agents can be mentioned.
  • the number of sheet-shaped substrates may be two.
  • the pressure-sensitive adhesive sheet of the present invention A first sheet-shaped substrate, A second sheet base material, Comprising at least one pressure sensitive adhesive layer formed between a first sheet substrate and a second sheet substrate,
  • the pressure-sensitive adhesive layer may be in contact with the first sheet base material and the second sheet base material.
  • the pressure-sensitive adhesive sheet of the above-mentioned form is, for example, sandwiching the curable reactive silicone pressure-sensitive adhesive composition of the present invention between a first sheet-shaped base material and a second sheet-shaped base material, and heating it with a press or a roll. It can be produced by molding the composition to a predetermined thickness and then curing the composition.
  • the first sheet base material may be provided with a first release layer, or the first sheet base material itself may be provided with a release property.
  • the second sheet base material may be provided with a second release layer, or the second sheet base material itself may be provided with releasability.
  • the first sheet substrate and/or the second sheet substrate comprises the first release layer and/or the second release layer
  • the pressure-sensitive adhesive layer is the first release layer and/or the second release layer. It is preferable to contact the release layer.
  • the releasable sheet base material examples include a sheet base material made of a releasable material such as a fluororesin film, or a non-removable or low releasable material such as a polyolefin film such as silicone or fluororesin.
  • the sheet base material examples include a release agent added.
  • examples of the sheet substrate having a release layer include a polyolefin film coated with a release agent such as silicone and fluororesin.
  • the pressure-sensitive adhesive sheet of the present invention can be used, for example, by applying the pressure-sensitive adhesive layer to an adherend and then peeling the pressure-sensitive adhesive layer from the sheet-shaped substrate.
  • the thickness of the pressure-sensitive adhesive layer is preferably 5 to 10000 ⁇ m, more preferably 10 ⁇ m or more or 8000 ⁇ m or less, and particularly preferably 20 ⁇ m or more or 5000 ⁇ m.
  • the laminate of the present invention may be an adhesive tape, and is provided with a sheet-like member made of a fiber product such as the above-mentioned synthetic resin film/sheet, metal foil, woven cloth, non-woven cloth, paper and the above-mentioned adhesive layer.
  • a sheet-like member made of a fiber product such as the above-mentioned synthetic resin film/sheet, metal foil, woven cloth, non-woven cloth, paper and the above-mentioned adhesive layer.
  • the type of such an adhesive tape is not particularly limited, and it includes an insulating tape, a heat-resistant tape, a solder masking tape, a mica tape binder, a temporary fixing tape (including a temporary fixing tape such as a silicone rubber part), a splicing tape. (In particular, a splicing tape for silicone release paper is included).
  • insulating tape for example, a tape (base) made of a synthetic resin having an insulating property such as polyvinyl chloride and the curing reactive silicone pressure-sensitive adhesive composition of the present invention or a pressure-sensitive adhesive made of the cured product is used as a pressure-sensitive adhesive layer.
  • a tape (base) made of a synthetic resin having an insulating property such as polyvinyl chloride and the curing reactive silicone pressure-sensitive adhesive composition of the present invention or a pressure-sensitive adhesive made of the cured product is used as a pressure-sensitive adhesive layer.
  • Such an insulating tape can be suitably used, for example, in applications where electrical insulation is required, such as repairing the insulating coating of electric wires.
  • the heat-resistant tape examples include a tape (substrate) made of a heat-resistant synthetic resin such as polyimide, and the like, which is provided with the curable reactive silicone pressure-sensitive adhesive composition of the present invention or a pressure-sensitive adhesive made of the cured product as an adhesive layer. be able to.
  • a heat-resistant tape can be suitably used for applications requiring heat resistance, such as repair of mufflers of automobiles and the like. Since the pressure-sensitive adhesive layer of the pressure-sensitive adhesive tape of the present invention is made of silicone, it has excellent heat resistance.
  • the solder masking tape is a kind of insulating tape or heat resistant tape, and can be used for masking in a soldering process of a printed circuit board.
  • Mica tape is a type of insulating tape or heat-resistant tape. It can be obtained by impregnating a mica (mica) sheet (substrate) with an appropriate amount of binder and heating and compressing it as needed. It may be processed into a tape by laminating it with a reinforcing material such as a sheet.
  • the curable reactive silicone pressure-sensitive adhesive composition of the present invention or a cured product thereof can be used as the binder.
  • the mica tape may be provided with an adhesive layer, and the curable reactive silicone adhesive composition of the present invention or its cured product may be used as the adhesive layer.
  • the temporary fixing tape is a tape used for various temporary fixing applications, and includes the curable reactive silicone pressure-sensitive adhesive composition of the present invention or an adhesive layer made of a cured product thereof. Since the adhesive layer has excellent adhesiveness and peelability, the temporary fixing tape of the present invention is suitable for temporary fixing. Since the pressure-sensitive adhesive layer is made of silicone, it has a good affinity for parts made of silicone rubber, and can be particularly preferably used for temporarily fixing parts made of silicone rubber.
  • the splicing tape is a tape used for connecting films and the like, and includes a curing reactive silicone pressure-sensitive adhesive composition of the present invention or an adhesive layer made of the cured product. Since the adhesive layer has excellent adhesiveness, the splicing tape of the present invention is suitable for connecting a film or the like. Since the pressure-sensitive adhesive layer is made of silicone, it has adhesiveness even on the surface subjected to silicone release treatment, and can be particularly suitably used for connecting silicone release paper.
  • curable reactive silicone pressure-sensitive adhesive composition of the present invention or an adhesive comprising the cured product thereof can be used for adhesion of various objects.
  • the present invention is At least one substrate, An article comprising at least one adhesive component, comprising:
  • the present invention also relates to an article, wherein the pressure-sensitive adhesive component includes the curing-reactive silicone pressure-sensitive adhesive composition of the present invention or a pressure-sensitive adhesive made of a cured product thereof.
  • the shapes of the base and the adhesive component are arbitrary and can be various three-dimensional shapes.
  • the properties of the adhesive material are as described above.
  • the adhesive component can be on or in the substrate. Preferably, at least a part of the base adheres to the adhesive component.
  • the pressure-sensitive adhesive material component has a pressure-sensitive adhesive force, and can adhere well to various other substrates. Furthermore, the adhesive component may be permanently bonded to another substrate, and the adhesive component should be designed in an adhesive mode in which cohesive failure does not occur when the adhesive component is peeled from the other substrate and interfacial peeling occurs. Is also possible.
  • the present invention At least one substrate,
  • the present invention also relates to an article, wherein the pressure-sensitive adhesive layer contains the curable reactive silicone pressure-sensitive adhesive composition of the present invention or a pressure-sensitive adhesive made of a cured product thereof.
  • the shape of the substrate is a sheet or a film
  • the shape of the adhesive layer is a layer.
  • at least a part of the surface of the substrate adheres to the adhesive layer.
  • the properties of the adhesive material are as described above.
  • the adhesive layer can be present between a plurality of bases or substrates, preferably a plurality of bases or substrates are joined together.
  • the substrate or substrate may be porous or non-porous.
  • porous substrate or the porous substrate examples include woven fabric, non-woven fabric, fiber products such as paper, synthetic resin film and sheet made porous by stretching, and a combination thereof.
  • the fibers may be natural fibers, synthetic fibers or a mixture thereof.
  • the adhesive material of the present invention can be present in at least a part of the holes of the base or the substrate.
  • a porous substrate or substrate such as cloth or paper is impregnated with the composition of the present invention (including impregnation and cooling in a heated and melted state), and if necessary, heated at a higher temperature to be cured. By doing so, such an article can be manufactured.
  • non-porous substrate or non-porous substrate examples include synthetic resin films/sheets, metal foils, and combinations thereof.
  • synthetic resin films and sheets are preferable, and examples of synthetic resins include polyimide, polyethylene, polypropylene, polystyrene, polyvinyl chloride, polyvinylidene chloride, polyvinyl alcohol (PVA), polycarbonate, polyethylene terephthalate, cyclopolyolefin, and nylon.
  • a film of heat resistant synthetic resin such as polyimide, polyether ether ketone, polyethylene naphthalate (PEN), liquid crystal polyarylate, polyamide imide, polyether sulfone is suitable.
  • transparent materials such as polypropylene, polystyrene, polyvinylidene chloride, PVA, polycarbonate, polyethylene terephthalate, PEN, and mixtures thereof are suitable.
  • the thickness of the substrate is not particularly limited, and can be designed to have a desired thickness according to the application. Further, in order to improve the adhesion between the substrate and the pressure-sensitive adhesive layer, a substrate that has been subjected to primer treatment, corona treatment, etching treatment, and plasma treatment may be used. Further, the surface of the substrate opposite to the pressure-sensitive adhesive layer contact surface may be surface-treated to prevent scratches, stains, fingerprints, antiglare, antireflection, antistatic and the like.
  • various characteristics required for adhesion can be exhibited in a well-balanced manner.
  • the adhesive component or the adhesive layer is useful as a member of various electronic devices or electric devices.
  • the shear storage elastic modulus G′ of the pressure-sensitive adhesive material component or the pressure-sensitive adhesive material layer at ⁇ 20° C. is in the range of 0.01 to 1.0 MPa (more preferably 0.02 to 0.90 MPa, more preferably 0.03 to The range of 0.80 MPa is even more preferable, and the range of 0.04 to 0.70 MPa is further more preferable.)
  • the pressure-sensitive adhesive component or the pressure-sensitive adhesive layer is used as an elastic pressure-sensitive adhesive component or elastic pressure-sensitive adhesive layer.
  • it is useful as a member for a transducer (including a member for a sensor, a speaker, an actuator and a generator).
  • the adhesive may be opaque or transparent.
  • An opaque or low-light-transmissive adhesive material is not required to be transparent, and is a film-like or sheet-like member used for a sensor, a speaker, an actuator, etc., in which the component or layer itself is required to have a certain stretchability or flexibility. Useful for applications. It is also useful as a sealing material or an adhesive material used in a secondary battery such as a lithium-ion battery or a fuel cell.
  • the base or the substrate is preferably a member for an optical device.
  • the substrate may be an image display panel, a touch panel, a polarizing film, a retardation film, a color filter, a viewing angle widening film, a brightness enhancement film, an optical film such as a reflection sheet, or a front surface or back surface protection sheet.
  • the pressure-sensitive adhesive layer is, for example, a surface protection sheet and an optical film, an optical film and a touch panel, a surface protection sheet and an image display panel, a back protection sheet and an image display panel, a surface protection sheet and a touch panel, a touch panel and an image display panel. Can be joined together.
  • the optical device can be configured by bonding two members selected from an image display panel, a touch panel, an optical film, and a front surface or back surface protection sheet via at least one adhesive material. .. It should be noted that they may be attached one by one or two at the same time, and the attaching method and order are not limited at all.
  • the optical device constituting member side is further heated at a high temperature.
  • the composition or a semi-cured product thereof can be cured.
  • the material of the front surface or the back surface protective sheet is not particularly limited, for example, glass, or (meth) acrylic resin such as polymethyl methacrylate, polycarbonate resin, cycloolefin polymer, acetyl cellulose resin such as triacetyl cellulose, Examples thereof include polyester resins such as polyethylene terephthalate, polyethylene naphthalate and polybutylene terephthalate, plastics such as acyclic olefin resins such as polypropylene and polyethylene, and mixtures of these plastics.
  • acrylic resin such as polymethyl methacrylate, polycarbonate resin, cycloolefin polymer, acetyl cellulose resin such as triacetyl cellulose
  • polyester resins such as polyethylene terephthalate, polyethylene naphthalate and polybutylene terephthalate
  • plastics such as acyclic olefin resins such as polypropylene and polyethylene, and mixtures of these plastics.
  • the surface protection sheet may be one in which a touch panel is integrated, and may be, for example, a touch-on lens (TOL) type or a one glass solution (OGS) type. Further, the surface protection sheet may have a print step portion printed in a frame shape on the peripheral portion thereof.
  • TOL touch-on lens
  • OGS one glass solution
  • a structure in which a surface protection sheet is laminated on a functional film such as a touch panel via an adhesive sheet is adopted. If a concealment printing section (thickness of about 5 to 80 ⁇ m) is attached, and if the adhesive does not sufficiently enter the inside corners of the step formed on the edge of the concealment printing section, bubbles will remain and the screen The visibility will be reduced. Further, there is a possibility that the film member may be bent in the vicinity of the step to cause a poor appearance, or that residual strain due to the bending of the film may serve as a starting point to cause foaming or separation between the laminated members.
  • the composition of the present invention can be applied to such a step of about 5 ⁇ m to 20 ⁇ m, and even if there is a step of about 50 ⁇ m to 80 ⁇ m, it can be applied to every corner of the step without leaving bubbles. .. Moreover, even if one of the adherends is a flexible film member, the surface of the film member can be smoothed without distortion by hot-melting the composition of the present invention.
  • the members can be bonded and integrated without causing distortion or deformation.
  • the touch panel is not particularly limited, and may be a resistive film type, an electrostatic capacitance type, an electromagnetic induction type, or a combination thereof.
  • the touch panel preferably includes at least one cover film, a transparent electrode layer such as an ITO or ATO film, or a glass substrate.
  • the touch panel may further include a decorative film or the like.
  • the image display panel is not particularly limited as long as it displays image information, and for example, in the case of a liquid crystal display, a polarizing film, a retardation film, a color filter, a viewing angle widening film, a brightness enhancement film, a reflection film. It is composed of an optical film such as a sheet, a liquid crystal material, a transparent substrate and a backlight system (usually, the surface to which the adhesive material is adhered to the image display panel is the optical film), and the STN method is used depending on the control method of the liquid crystal material. , VA system, IPS system, etc., but any system may be used.
  • the image display panel may be an in-cell type in which the touch panel function is built in the TFT-LCD, or an on-cell type in which the touch panel function is built in between the glass substrate provided with the polarizing plate and the color filter.
  • the image display panel is composed of an organic EL element substrate or a laminate of the organic EL element substrate and other optical films.
  • the article of the present invention is preferably a display, and is a CRT display, a liquid crystal display, a plasma display, an organic EL display, an inorganic EL display, an LED display, a surface conduction electron-emitting device display (SED), a field emission type.
  • a display (FED) is more preferable, and a liquid crystal display or an organic EL display is even more preferable.
  • the image display surface of the display may be flat (flat), curved or curved.
  • the display of the present invention is, for example, a communication device such as a mobile phone or a fixed line telephone; a computer device such as a tablet terminal, a desktop terminal, a notebook type terminal; a TV; a printer; an ATM (automated teller machine); an in-vehicle monitor or navigation.
  • a communication device such as a mobile phone or a fixed line telephone
  • a computer device such as a tablet terminal, a desktop terminal, a notebook type terminal
  • TV a printer
  • an ATM automated teller machine
  • System Digital camera; Video camera; Medical device; PDA (mobile terminal); Watch; Electronic paper; CD, DVD or Blue-ray disc player; Solid electronic recording medium player such as SSM or HD; E-book device; Handheld game It is applied to amusement equipment such as equipment and fixed game equipment; POS system; fish finder; automatic ticket vending machine; instrument panel.
  • the base or the substrate can be a solar cell, a sealing material layer, or a front surface or back surface protection sheet. Therefore, the pressure-sensitive adhesive layer is, for example, a surface protection sheet and a solar cell, a back surface protection sheet and a solar cell, a surface protection sheet and a sealing material layer, a back surface protection sheet and a sealing material layer, and a sealing material layer. Solar cells can be joined.
  • the article of the present invention is preferably a solar cell module.
  • the curable reactive silicone pressure-sensitive adhesive composition of the present invention or the pressure-sensitive adhesive comprising the cured product thereof has pressure-sensitive adhesiveness, and thus can be used for the construction and use of a laminated touch screen or a flat panel display.
  • a known usage method of the pressure-sensitive adhesive layer can be used without particular limitation.
  • the curable reactive silicone pressure-sensitive adhesive composition of the present invention or the pressure-sensitive adhesive comprising the cured product thereof is an optically transparent silicone pressure-sensitive adhesive disclosed in JP-A-2014-522436 or JP-A-2013-512326.
  • the adhesive film or the adhesive layer can be used for manufacturing a display device such as a touch panel.
  • the cured product obtained by curing the composition of the present invention can be used without particular limitation as the adhesive layer or the adhesive film described in JP-A-2013-512326.
  • the article of the present invention is a substrate such as a conductive plastic film having a conductive layer formed on one surface thereof, and the present invention adhered to the surface on which the conductive layer is formed or the opposite surface thereof.
  • It may be a touch panel including the curing-reactive silicone pressure-sensitive adhesive composition (1) or a pressure-sensitive adhesive made of a cured product thereof.
  • the substrate is preferably a sheet-shaped or film-shaped substrate, and a resin film or a glass plate is exemplified.
  • the conductive plastic film may be a resin film or a glass plate having an ITO layer formed on one surface thereof, particularly a polyethylene terephthalate film. These are disclosed in Japanese Patent Publication No. 2013-512326 and the like.
  • the curable reactive silicone pressure-sensitive adhesive composition of the present invention or the pressure-sensitive adhesive comprising the cured product thereof may be used as an adhesive film for a polarizing plate used for manufacturing a display device such as a touch panel, and the like.
  • JP-A-2013-065009 It may be used as a pressure-sensitive adhesive layer used for bonding between the touch panel and the display module described in 1.
  • FIG. 1 is a cross-sectional view showing a laminated body according to an embodiment of the present invention.
  • the laminate 1 of one embodiment of the present invention comprises a first member 20, a second member 21, and a curing-reactive silicone pressure-sensitive adhesive composition of the present invention arranged between two members 20, 21. And an adhesive material 15 made of the cured product.
  • the two members 20 and 21 are adhered by the adhesive material 15.
  • These optical members may be transparent or opaque, and one or both members may be a single base material, or may be an independent laminated body such as a backlight unit. It may be an optical member.
  • the member constituting the laminate of the present invention is generally provided with a plate-shaped portion having a planar spread, the plate-shaped portion or the member itself may be curved, It may have three-dimensional unevenness derived from the application.
  • the two optical members 20 and 21 can be arbitrarily combined.
  • the two optical members 20 and 21 may be the same as or different from each other.
  • the members 20 and 21 are generally used as a constituent member of an optical display. More specifically, the members 20 and 21 are optical members, for example, lenses (which may be made of resin or glass), optical sheet-shaped members (color filters, polarizing plates, retardation plates, viewing angle widening films). , A brightness enhancement film, a reflection sheet, a transparent conductive film), an optical protective material which may be transparent (a transparent protective material (transparent protective film), etc., made of glass, resin or resin coating layer), front surface It may be a display panel, a touch panel (made of glass or resin), a transparent electrode layer such as an ITO or ATO film. Needless to say, an optical protective material may be further provided on the surface of the display panel or the touch panel.
  • lenses which may be made of resin or glass
  • optical sheet-shaped members color filters, polarizing plates, retardation plates, viewing angle widening films.
  • an optical protective material which may be transparent (a transparent protective material (transparent protective
  • the optical member may be a backlight unit itself including a light emitting layer and a display surface (display panel) described below, or a component in a display device such as a component or a touch panel in which the entire optical member is an independent laminated member.
  • the optical member may further have an adhesive layer 15 made of the main cured product. That is, the concept of the optical member includes an image display panel, an optical panel, a front panel, a backlight unit, a touch panel unit, etc., which will be described later.
  • the materials of the members 20 and 21 are not particularly limited as long as they are generally used for the above-mentioned applications, but glass, an inorganic optical material such as indium tin oxide (ITO), or a polycarbonate resin, Acrylic resin, epoxy resin, polystyrene resin, polyamide resin, polyimide resin, polyethylene resin, polypropylene resin, polyvinyl chloride resin, polyvinylidene chloride resin, polyvinyl alcohol (PVA) resin, polyethylene terephthalate (PET) resin, cyclopolyolefin resin, poly Examples of the organic optical material include ether ether ketone resin, polyethylene naphthalate (PEN) resin, liquid crystal polyarylate resin, polyamide imide resin, polyether sulfone resin, and mixtures thereof.
  • ITO indium tin oxide
  • a polycarbonate resin Acrylic resin, epoxy resin, polystyrene resin, polyamide resin, polyimide resin, polyethylene resin, polypropylene resin, polyviny
  • polyimide resin polyether ether ketone resin, polyethylene naphthalate (PEN) resin, liquid crystal polyarylate resin, polyamide imide resin, polyether sulfone resin or a mixture thereof may be used.
  • PEN polyethylene naphthalate
  • polypropylene resin polystyrene resin, polyvinylidene chloride resin, PVA resin, polycarbonate resin, PET resin, PEN resin, or a mixture thereof may be used.
  • the members 20 and 21 may be subjected to a surface treatment generally performed as a constituent member of an optical display.
  • the surface treatment may be, for example, a primer treatment or a corona treatment.
  • the two optical members may peel off at the adhesive interface due to the difference in thermal expansion coefficient between the two members.
  • the curing-reactive silicone pressure-sensitive adhesive composition of the present invention can be cured after heating and melting between members to follow gaps and irregularities on the members, and since the cured product has flexibility. The influence of the difference in the coefficient of thermal expansion can be reduced, and the two members 20 and 21 different from each other can be bonded well. Therefore, the pressure-sensitive adhesive material comprising the present invention or a cured product thereof can be suitably used for bonding members different from each other, particularly for bonding an organic material and an inorganic material having a large difference in coefficient of thermal expansion.
  • the laminated body 1 shown in FIG. 1 includes two members, but the number of members is not particularly limited as long as it includes a plurality of members, particularly an optical member.
  • the adhesive material 15 shown in FIG. 1 is formed between the two members 20 and 21 as a whole, but is formed in a part between the two members 20 and 21, for example, in the form of one or a plurality of dots. It may have been done.
  • the adhesive material 15 shown in FIG. 1 is formed between the two members 20 and 21, it may also be formed on the surface 20b opposite to the adhesive surface 20a of the member 20. It may be formed on the surface 21a opposite to the adhesive surface 21b, or may be formed on both surfaces 20b and 21a.
  • FIG. 2 is a flowchart showing a method for manufacturing a laminated body according to an embodiment of the present invention.
  • a method for producing a laminate according to an embodiment of the present invention is a method of arranging the curing-reactive silicone pressure-sensitive adhesive composition of the present invention on one surface or both surfaces of at least one of the two members, and curing the two members by the curing. And a bonding step S1 in which the composition is bonded via a hydrophilic silicone pressure-sensitive adhesive composition, and a curing step S2 in which the composition is cured by heating at a high temperature to start a hydrosilylation reaction.
  • the composition of the present invention is arranged on the member using, for example, the above-mentioned coating method.
  • the composition of the present invention may be arranged on one surface of one member.
  • the curable reactive silicone pressure-sensitive adhesive composition of the present invention arranged on both surfaces of the member or the pressure-sensitive adhesive material which is not used for bonding with other optical members is a release layer or other adhesive surface. It may be used for joining to a member.
  • composition of the present invention may be arranged on one surface of each of the two members in the arrangement step S1.
  • the “one surface” is a surface facing the other optical member.
  • the composition of the present invention may be disposed on the other surface located on the opposite side to the one surface.
  • FIG. 3 is a conceptual diagram of a method for manufacturing a laminate including a heating and melting step.
  • a pressure-sensitive adhesive material 15A made of the curable reactive silicone pressure-sensitive adhesive composition of the present invention is placed on the member 21 as shown in FIG.
  • the step of forming the adhesive material 15B having a smooth surface by molding into a specific shape or the like corresponding to the above or by filling the gap of the member 21 (not shown) is adopted. You may.
  • the pressure-sensitive adhesive material of the present invention is heat-meltable, it can be easily molded into a desired shape such as a sheet, and by having such a step, irregularities and gaps on the member can be filled, if necessary, to follow.
  • the adhesiveness is excellent and a flat adhesive surface can be formed if necessary.
  • the curable reactive silicone pressure-sensitive adhesive composition of the present invention by heating and melting.
  • an adhesive layer having higher strength can be formed by the curing step described later.
  • the curing-reactive silicone pressure-sensitive adhesive composition of the present invention is disposed on one surface or both surfaces of at least one of the two optical members, and the two optical members are It includes a disposing step S1 of laminating via a curing reactive silicone pressure sensitive adhesive composition, and a curing step S2 of curing the composition by heating at a high temperature to promote a hydrosilylation reaction of the composition.
  • step S2 it is preferable to heat at a high temperature of 150° C. or higher to obtain a cured product obtained by curing the composition of the present invention.
  • FIG. 4 is a cross-sectional view showing an optical display of one embodiment of the article of the present invention.
  • An optical display 200 as an embodiment of the present invention includes the above-mentioned laminated body 1 and an image display panel 201.
  • the laminate 1 and the image display panel 201 are adhered to each other via an adhesive layer (not shown).
  • This adhesive layer may be composed of the curable reactive silicone pressure-sensitive adhesive composition of the present invention or a cured product thereof.
  • the second optical member 21 of the laminated body 1 is in contact with the adhesive layer.
  • the first optical member 20 of the laminate 1 may be a polarizing film and the second optical member 21 may be a retardation film.
  • the 1st optical member 20 of the laminated body 1 can be a polarizing film
  • the 2nd optical member 21 can be a surface protection film, for example.
  • the image display panel 201 is not particularly limited as long as it displays image information.
  • a liquid crystal display LCD
  • a polarizing film a retardation film
  • a color filter a viewing angle widening film
  • a brightness a brightness.
  • An improvement film an optical film such as a reflection sheet, a liquid crystal material, a transparent substrate, and a backlight system (usually, the pressure-sensitive adhesive component or the pressure-sensitive adhesive layer adheres to the image display panel is the optical film)
  • the STN method, the VA method, the IPS method and the like are available depending on the control method of the liquid crystal material, but any method may be used.
  • the image display panel 201 may be an in-cell type in which a touch panel function is built in a TFT-LCD, or an on-cell type in which a touch panel function is built in between a glass substrate provided with a polarizing plate and a color filter. ..
  • the image display panel 201 is composed of an organic EL element substrate or a laminated body of an organic EL element substrate and other optical films and the like.
  • the optical display 200 can be a cathode ray tube (CRT) display or a flat panel display (FPD).
  • FPD for example, a light-receiving display device such as an LCD or an electrochromic display (ECD), or an electroluminescent display (ELD) such as an organic EL display or an inorganic EL display, a plasma display (PDP), a surface conduction electron-emitting device.
  • a field emission display (FED) such as a display (SED) and a light emitting display device such as an LED display can be mentioned.
  • FIG. 5 is a cross-sectional view showing an optical display of another embodiment of the article of the present invention.
  • An optical display 300A as another embodiment of the present invention includes an image display panel 301, an optical member 20, and a curable reactive silicone adhesive composition of the present invention disposed between the image display panel 301 and the optical member 20. And an adhesive layer 15 made of a cured product thereof.
  • the image display panel 301 may be an example of the image display panel 201 of FIG.
  • the optical display 300A is arranged, for example, on one surface 301a of the image display panel 301 with the curable layer made of the curable reactive silicone pressure-sensitive adhesive composition of the present invention, which is heated and melted, if necessary. After that, the curable layer can be obtained by curing the curable layer by heating at a high temperature.
  • a curable layer made of the curing reactive silicone pressure-sensitive adhesive composition of the present invention which is heated and melted as necessary, is provided on one side of the optical member 20. It can be obtained by forming the optical member 20 on the surface 20a, arranging the optical member 20 on one surface 301a of the image display panel 301 via the curable layer, and further curing the curable layer by heating. ..
  • FIG. 6 is a cross-sectional view showing an optical display of another embodiment of the article of the present invention.
  • An optical display 300B as another embodiment of the present invention includes an image display panel 301, a touch panel 302, and the curable reactive silicone adhesive composition of the present invention disposed between the image display panel 301 and the touch panel 302. And an adhesive layer 15 made of the cured product.
  • the touch panel 302 is not particularly limited, and may be a resistive film type, a capacitance type, an electromagnetic induction type, or a combination thereof.
  • the touch panel 302 preferably includes at least one cover film, a transparent electrode layer such as an ITO or ATO film, or a glass substrate.
  • the touch panel may further include a decorative film or the like.
  • a display unit such as a liquid crystal/organic EL and a display forming member such as a touch panel or a cover lens, or between the display forming members is provided.
  • the visibility of the optical display can be improved by adhering or sticking with the curing-reactive silicone pressure-sensitive adhesive composition or its cured product.
  • the curing-reactive silicone pressure-sensitive adhesive composition of the present invention has sufficient adhesiveness, can achieve high conformability to unevenness of a member by heating and melting, and has a property of being rapidly cured at a high temperature of 150° C. or higher. Therefore, in the optical display of the present invention, deformation and deterioration of the heat-labile material are suppressed, and further, even when exposed to high temperature and high humidity, the cured product is less likely to become turbid or colored, so that the optical display The reliability as can be improved.
  • the optical display of an embodiment of the article of the present invention further comprises Further comprising a shield substrate provided on a surface facing the display surface of the front panel and having a surface on which a transparent conductive film is formed,
  • the display device may have a structure in which the transparent conductive film and the bezel are electrically connected via a conductive material.
  • a shield substrate such as an Electro-Magnetic Interference (EMI) substrate having a conductive layer on one surface can be further inserted between the display module and the front panel. Since such a shield substrate has an electromagnetic wave shielding function, it prevents the front panel from malfunctioning due to electromagnetic waves emitted from the display module.
  • a conductive layer made of a transparent conductive film such as ITO is formed on one surface of the shield substrate uniformly or in a mesh shape. Then, in order to set the potential of the conductive layer to the GND of the display module, the adhesive member or the like arranged on the outer periphery of the bezel may be formed of a conductive adhesive member such as Ag paste.
  • the bezel of the display module is made of metal and is GND-connected inside the display module.
  • the adhesive member is made of a conductive material, the metal bezel and the conductive layer of the shield substrate can be surely GND-connected, so that a display device having a strong electromagnetic wave resistance can be provided.
  • FIG. 7 is an exploded perspective view showing an optical display of another embodiment of the article of the present invention.
  • FIG. 8 is a partial cross-sectional view showing an optical display of another embodiment of the article of the present invention.
  • a display device 400 (optical display) according to the present invention includes a display panel 110 having a display surface 111, a frame 121, and an opening end 122 inside the frame 121.
  • the bezel 120 that covers the periphery of the display panel 110 on the display surface 111 side with the frame 121, the front panel 130 that is provided on the display surface 111 side of the display panel 110 with the bezel 120 interposed therebetween, and the open end of the bezel 120.
  • a resin member 140 that fills a gap 172 formed at the overlapping portion of the bezel 120 and the display surface 111 without a gap in the direction perpendicular to the display surface 111, and the display surface 111 and the front surface.
  • an OCR 150 filled between the panel 130 and the panel 130.
  • the display surface 111 refers to the entire surface of the display panel 110 on the front panel 130 side.
  • FIG. 8 shows a so-called two-step dam structure in which a dam (resin member) 140 is further provided on the bezel 120 and a space 173 with the front panel 130 is filled with an OCR 150 made of a hardened product.
  • the resin member 140 below the bezel may be only the upper stage or the lower stage unlike the drawing.
  • the display panel 110 is mounted on the backlight unit 171, and the bezel 120 and the backlight unit 171 are fixed by a fitting structure (not shown) to form the display module 170.
  • the entire surface of the display module 170 and the front panel 130 such as a touch panel are attached via the OCR 150.
  • the curing reactivity of the present invention is applied to the inner layer of the front panel 130, the OCR 150, the resin member 140 under the bezel (which may be either the upper stage or the lower stage), and the like.
  • a silicone pressure-sensitive adhesive composition or a cured product thereof can be applied. It should be noted that the present invention is not limited to these applications, and the curing-reactive silicone pressure-sensitive adhesive composition of the present invention or the pressure-sensitive adhesive comprising the cured product thereof is used for joining and filling each member shown in FIGS. 7 and 8 and between each member. Can be used.
  • An adhesive sheet made of a cured product or a cured product thereof is a television receiver, a computer monitor, a personal digital assistant monitor, a surveillance monitor, a video camera, a digital camera, a mobile phone, a personal digital assistant, an automobile, etc.
  • the surface shape of such a display device may be a curved surface shape or a curved shape instead of a flat surface, and in addition to various flat panel displays (FPD), a curved surface display used for automobiles (including electric vehicles) and aircrafts.
  • FPD flat panel displays
  • a curved surface display used for automobiles (including electric vehicles) and aircrafts Alternatively, a curved transmissive screen is exemplified.
  • these display devices include various icons such as icons for executing functions or programs on a screen or a display, notification display of e-mail programs, car navigation devices, membranes for speakers, audio devices, air conditioners, etc.
  • the operation buttons of the device may be displayed, and a touch panel function may be added that enables input operation by touching a finger on these icons, notification display, and operation buttons.
  • the device is a display device such as a CRT display, a liquid crystal display, a plasma display, an organic EL display, an inorganic EL display, an LED display, a surface electrolytic display (SED), a field emission display (FED), or a touch panel using these. It can be applied.
  • a display device such as a CRT display, a liquid crystal display, a plasma display, an organic EL display, an inorganic EL display, an LED display, a surface electrolytic display (SED), a field emission display (FED), or a touch panel using these. It can be applied.
  • the curing reactive silicone pressure-sensitive adhesive composition of the present invention or the pressure-sensitive adhesive comprising the cured product thereof is excellent in adhesiveness and viscoelasticity, and therefore, a member for a transducer such as a membrane for a speaker (sensor, speaker, actuator, In addition, it can be used as a film or sheet-shaped member (including a generator), and can also be used as a sealing layer or an adhesive layer used in a secondary battery, a fuel cell or a solar cell module.
  • the curing-reactive silicone pressure-sensitive adhesive composition of the present invention or the pressure-sensitive adhesive comprising the cured product thereof may be substantially transparent, and does not cause problems of poor curing or deterioration of curability, and various display devices and the like. Since it has excellent adhesion to the base material, the display device for vehicles has good visibility and operability of display contents for a long period of time, and in particular, the display for vehicles has a curved screen or curved display and optionally has a touch panel function. It can be suitably used for devices. For example, JP-A-2017-047767, JP-A-2014-182335, JP-A-2014-063064, JP-A-2013-233852 and the like disclose vehicle display devices having a curved display surface.
  • the pressure-sensitive adhesive layer of the present invention can be suitably applied or replaced as a part or all of the adhesive layer or the pressure-sensitive adhesive layer required to have transparency in these documents.
  • the curable reactive silicone pressure-sensitive adhesive composition of the present invention or the pressure-sensitive adhesive comprising the cured product thereof is an adhesive layer or pressure-sensitive adhesive layer which is currently used and is required to have transparency even in other known curved display devices.
  • the composition of the display device and the thickness of the member can be adjusted by a known method in order to further utilize the advantages of the curable reactive silicone pressure sensitive adhesive composition of the present invention or the pressure sensitive adhesive comprising the cured product.
  • the curable reactive silicone pressure sensitive adhesive composition of the present invention or the pressure sensitive adhesive comprising the cured product Preferably.
  • a transparent film-like substrate provided with a curable reactive silicone pressure-sensitive adhesive composition of the present invention or a pressure-sensitive adhesive made of a cured product thereof is used to prevent scratches, stains, fingerprints, and antistatics on the display surface. It may be used for the purpose of preventing reflection, preventing peep, etc.
  • Examples 1 to 3 and Comparative Examples 1 and 2 are experimental examples relating to a curing-reactive silicone pressure-sensitive adhesive composition that is liquid at 25° C., and its composition (parts by mass), viscosity, adhesive strength of the cured product, etc. Is shown in Table 1. In the table, the ratio of the molar amount of silicon atom-bonded hydrogen atoms to the total amount of 1 mol of alkenyl groups in the composition is described as "SiH/Vi ratio".
  • Examples 4 and 5, and Comparative Example 3 are non-fluid at 25° C., and are experimental examples relating to a curing-reactive silicone pressure-sensitive adhesive composition designed to have heat melting property (hot melt property).
  • Table 2 shows the composition (parts by mass), the adhesive strength of the uncured product, and the cured product.
  • the ratio of the molar amount of silicon atom-bonded hydrogen atoms to the total amount of 1 mol of alkenyl groups in the composition is described as "SiH/Vi ratio".
  • Me is a methyl group and Vi is a vinyl group.
  • the following components were used as the component (A).
  • a-1 ViMe 2 SiO(SiMe 2 O) 4745 (SiViMeO) 25 Me 2 Vi
  • a-2 ViMe 2 SiO(SiMe 2 O) 830 SiMe 2 Vi
  • the following components were used as the component (B).
  • d 1,3-bis(diphenylphosphino)propane.
  • d′ The following components were used as the 3,5-dimethyl-1-hexyn-3-ol (E) component.
  • e-1 (Me 3 SiO 1/2 ) 0.46 (SiO 4/2 ) 0.54 (HO 1/2 ) 0.05
  • e-2 (Me 3 SiO 1/2 ) 0.48 (SiO 4/2 ) 0.52 (HO 1/2 ) 0.04
  • e-3 (ViMe 2 SiO 1/2 ) 0.046 (Me 3 SiO 1/2 ) 0.394 (SiO 4/2 ) 0.56 (HO 1/2 ) 0.05
  • F component f-1: xylene f-2: toluene
  • Example 1 The components of Example 1 shown in Table 1 were uniformly mixed to prepare a curing reactive silicone pressure sensitive adhesive composition 1. Mixing was done at 25° C. using a batch mixer. Immediately after preparation, the viscosity of the composition at 25° C. was measured. Further, the composition was stored at 25° C. for 24 hours, and then the viscosity at 25° C. was measured. The results are shown in the columns of "Viscosity of silicone composition ⁇ immediately after preparation>" and "Viscosity of silicone composition ⁇ After preparation and after storage at 25°C for 24 hours>" in Table 1, respectively. As is clear from Table 1, no increase in viscosity with time was observed.
  • the curing-reactive silicone pressure-sensitive adhesive composition 1 was coated on a polyimide film (manufactured by Toray DuPont Co., Ltd., product name Kapton (registered trademark) 100H, thickness 25 ⁇ m) with an applicator immediately after the preparation, and 150 The solvent was removed and cured by heating at 5°C for 5 minutes. Further, it was stored at 25° C. for 1 day to prepare a cured sheet 1-1. Here, the coating amount of the composition was adjusted so that the thickness of the silicone layer after solvent removal and curing was 50 ⁇ m.
  • the sheet is cut into a width of 20 mm and a length of 300 mm, and the pressure-sensitive adhesive layer surface is pressure-bonded and bonded onto a stainless steel plate (SUS304, 50x120x2 mm) using a 2 kg rubber roller to prepare a test piece for measuring the adhesive strength. The force was measured. The results are shown in the column of "Adhesive strength of cured sheet ⁇ cured sheet prepared immediately after composition preparation>" in Table 1.
  • the curing reactive silicone pressure sensitive adhesive composition 1 was stored at 25° C. for 24 hours, and then a cured sheet 1-2 was prepared in the same manner as described above, and a test piece for measuring the adhesive strength was further prepared. It was measured. The results are shown in the column of "Adhesive strength of cured sheet ⁇ cured sheet prepared after composition was prepared and stored at 25°C for 24 hours>" in Table 1.
  • Example 2 In the same manner as in Example 1, the components of Example 2 shown in Table 1 were uniformly mixed to prepare a curing reactive silicone pressure sensitive adhesive composition 2. Immediately after preparation, the viscosity of the composition at 25° C. was measured. Further, the composition was stored at 25° C. for 24 hours, and then the viscosity at 25° C. was measured. The results are shown in the columns of "Viscosity of silicone composition ⁇ immediately after preparation>" and "Viscosity of silicone composition ⁇ After preparation and after storage at 25°C for 24 hours>" in Table 1, respectively. As is clear from Table 1, almost no increase in viscosity with time was observed.
  • a cured sheet 2-2 was prepared in the same manner as in Example 1 and the adhesive strength was measured. The results are shown in the column of "Adhesive strength of cured sheet ⁇ cured sheet prepared after composition was prepared and stored at 25°C for 24 hours>" in Table 1.
  • Example 3 In the same manner as in Example 1, the components of Example 3 shown in Table 1 were uniformly mixed to prepare a curable reactive silicone pressure sensitive adhesive composition 3. Immediately after preparation, the viscosity of the composition at 25° C. was measured. Further, the composition was stored at 25° C. for 24 hours, and then the viscosity at 25° C. was measured. The results are shown in the columns of "Viscosity of silicone composition ⁇ immediately after preparation>" and "Viscosity of silicone composition ⁇ After preparation and after storage at 25°C for 24 hours>" in Table 1, respectively. As is clear from Table 1, no increase in viscosity with time was observed.
  • toluene solvent
  • solvent solvent
  • a film manufactured by Toray DuPont Co., Ltd., product name Kapton (registered trademark) 100H, thickness 25 ⁇ m
  • Kapton registered trademark
  • the coating amount of the composition was adjusted so that the thickness of the silicone layer after solvent removal and curing was 50 ⁇ m.
  • the sheet is cut into a width of 20 mm and a length of 300 mm, and the pressure-sensitive adhesive layer surface is pressure-bonded and bonded onto a stainless steel plate (SUS304, 50x120x2 mm) using a 2 kg rubber roller to prepare a test piece for measuring the adhesive strength. The force was measured. The results are shown in the column of "Adhesive strength of cured sheet ⁇ cured sheet prepared immediately after composition preparation>" in Table 1.
  • the curing reactive silicone pressure-sensitive adhesive composition 3 was stored at 25° C. for 24 hours, and then a cured sheet 3-2 was prepared in the same manner as described above. It was measured. The results are shown in the column of "Adhesive strength of cured sheet ⁇ cured sheet prepared after composition was prepared and stored at 25°C for 24 hours>" in Table 1.
  • Comparative Example 1 In the same manner as in Example 1, the components shown in Table 1 were uniformly mixed to prepare a comparative silicone composition 1. Immediately after preparation, the viscosity of the composition at 25° C. was measured. The results are shown in the column of "Viscosity of silicone composition ⁇ immediately after preparation>" in Table 1.
  • Example 1 a comparative cured sheet 1-1 was prepared and the adhesive strength was measured. The results are shown in the column of "Adhesive strength of cured sheet ⁇ cured sheet prepared immediately after composition preparation>" in Table 1.
  • Comparative Example 2 In the same manner as in Example 3, the components shown in Table 1 were uniformly mixed to prepare a comparative silicone composition 2. Immediately after preparation, the viscosity of the composition at 25° C. was measured. The results are shown in the column of "Viscosity of silicone composition ⁇ immediately after preparation>" in Table 1.
  • Example 3 a comparative cured sheet 2-1 was prepared and the adhesive strength was measured. The results are shown in the column of "Adhesive strength of cured sheet ⁇ cured sheet prepared immediately after composition preparation>" in Table 1.
  • Example 4 The components of Example 4 shown in Table 2 were uniformly mixed. The mixing was performed by using a Labo Plastomill (manufactured by Toyo Seiki Co., Ltd.) and heating and stirring at 80° C. and 100 rpm for 10 minutes. The rotation torque during mixing showed a constant value in about 1 minute and did not change thereafter. The mixture was taken out and cooled to prepare a curing reactive silicone pressure sensitive adhesive composition 4.
  • the curable reactive silicone adhesive composition 4 was used as a polyimide film (manufactured by Toray DuPont Co., Ltd., product name Kapton (registered trademark) 100H, thickness 25 ⁇ m) and a release film (manufactured by Nipper Co., Ltd., FSC-6). Scissors were used, and a 200 ⁇ m thick polyethylene terephthalate film was used as a spacer, and press molding was performed at 70° C. to prepare an uncured sheet 4-1 having a thickness of 200 ⁇ m. By heating the sheet to 70° C., reprocessing including thickness adjustment was possible.
  • the sheet is cut into a width of 20 mm and a length of 300 mm, the release film is separated to expose the adhesive surface, and the adhesive layer surface is pressure-bonded and attached onto a stainless steel plate (SUS304, 50x120x2 mm) using a 2 kg rubber roller.
  • a test piece for measuring the adhesive strength was prepared and the adhesive strength was measured. The results are shown in the column of "Adhesive strength of uncured sheet ⁇ uncured sheet prepared immediately after composition preparation>" in Table 2.
  • the uncured sheet 4-1 was heated and cured at 150° C. for 5 minutes to prepare a cured sheet 4-1. This is cut into a width of 20 mm and a length of 300 mm, the release film is separated, the adhesive surface is exposed, and the adhesive layer surface is pressure-bonded and bonded onto a stainless steel plate (SUS304, 50x120x2 mm) using a 2 kg rubber roller. A test piece for measuring the adhesive strength was prepared and the adhesive strength was measured. The results are shown in the column of "Adhesive strength of cured sheet ⁇ cured sheet prepared immediately after composition preparation>" in Table 2.
  • the curing reactive silicone pressure sensitive adhesive composition 4 was stored at 25° C. for 24 hours, and then an uncured sheet 4-2 was prepared by the same method as described above. By heating the sheet to 70° C., reprocessing including thickness adjustment was possible. Next, the uncured sheet 4-2 was heated and cured at 150° C. for 5 minutes to prepare a cured sheet 4-2. This is cut into a width of 20 mm and a length of 300 mm, the release film is separated, the adhesive surface is exposed, and the adhesive layer surface is pressure-bonded and bonded onto a stainless steel plate (SUS304, 50x120x2 mm) using a 2 kg rubber roller. A test piece for measuring the adhesive strength was prepared and the adhesive strength was measured. The results are shown in the column of “Adhesive strength of cured sheet ⁇ cured sheet prepared after composition preparation and storage at 25° C. for 24 hours>” in Table 2.
  • Example 5 In the same manner as in Example 4, the components of Example 5 shown in Table 2 were uniformly mixed. The rotation torque during mixing showed a constant value in about 1 minute and did not change thereafter. The mixture was taken out and cooled to prepare a curing reactive silicone pressure sensitive adhesive composition 5.
  • Example 4 a 200 ⁇ m-thick uncured sheet 5-1 was prepared using the curing-reactive silicone pressure-sensitive adhesive composition 5. By heating the sheet to 70° C., reprocessing including thickness adjustment was possible. The adhesive force of the uncured sheet 5-1 was measured in the same manner as in Example 4. The results are shown in the column of "Adhesive strength of uncured sheet ⁇ uncured sheet prepared immediately after composition preparation>" in Table 2. Next, in the same manner as in Example 4, the uncured sheet 5-1 was heated and cured at 150° C. for 5 minutes to prepare a cured sheet 5-1 and its adhesive strength was measured. The results are shown in the column of "Adhesive strength of cured sheet ⁇ cured sheet prepared immediately after composition preparation>" in Table 2.
  • Example 4 the curing reactive silicone pressure-sensitive adhesive composition 5 was stored at 25° C. for 24 hours, and then an uncured sheet 5-2 was prepared by the same method as described above. By heating the sheet to 70° C., reprocessing including thickness adjustment was possible. Next, in the same manner as in Example 4, the uncured sheet 5-2 was heated and cured at 150° C. for 5 minutes to prepare a cured sheet 5-2, and the adhesive strength was measured. The results are shown in the column of “Adhesive strength of cured sheet ⁇ cured sheet prepared after composition preparation and storage at 25° C. for 24 hours>” in Table 2.
  • compositions 1 and 2 solvent type, composition 3: solventless type
  • the viscosity did not change, and the adhesive strength of the cured sheet obtained by curing the composition immediately after production/after storage was almost the same.
  • the amount of the phosphorus-based hydrosilylation reaction retarder was different in Examples 1 and 2, even a small amount (Example 2) achieved sufficient technical effects.
  • Comparative Examples 1 and 2 lacking the component (D) even if the composition was similar to that of the Example, it gelated after storage, and a one-pack type liquid curing reaction excellent in storage stability and adhesive properties. No silicone-based pressure-sensitive adhesive composition could be obtained.

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  • Chemical & Material Sciences (AREA)
  • Organic Chemistry (AREA)
  • Chemical Kinetics & Catalysis (AREA)
  • Health & Medical Sciences (AREA)
  • Medicinal Chemistry (AREA)
  • Polymers & Plastics (AREA)
  • Inorganic Chemistry (AREA)
  • Adhesives Or Adhesive Processes (AREA)
  • Laminated Bodies (AREA)
  • Adhesive Tapes (AREA)

Abstract

La présente invention concerne une composition pour un agent adhésif de silicone réactif au durcissement, la composition comprenant (A) un organopolysiloxane linéaire ou ramifié ayant dans chaque molécule au moins deux groupes contenant des liaisons carbone-carbone insaturées aliphatiques, (B) un organohydrogénopolysiloxane ayant dans chaque molécule au moins deux atomes d'hydrogène liés au silicium, (C) un catalyseur de réaction d'hydrosilylation, et (D) un agent retardateur de réaction d'hydrosilylation contenant du phosphore, la teneur en composant (B) étant une quantité telle qu'il y a au moins 0,5 moles des atomes d'hydrogène liés au silicium dans le composant (B) pour une mole de la totalité des liaisons carbone-carbone insaturées aliphatiques dans la composition. La présente invention permet d'obtenir une composition pour un agent adhésif de silicone réactif au durcissement, la composition ayant une stabilité de stockage élevée et ne s'épaississant pas dans un temps relativement court, même en tant qu'un type à un seul composant.
PCT/JP2019/050529 2018-12-25 2019-12-24 Composition pour agent adhésif de silicone réactif au durcissement, produit durci correspondant et leurs utilisations WO2020138039A1 (fr)

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CN201980079175.7A CN113165348A (zh) 2018-12-25 2019-12-24 固化反应性有机硅粘合剂组合物及其固化物以及它们的用途

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WO2023282270A1 (fr) * 2021-07-05 2023-01-12 ダウ・東レ株式会社 Composition d'organopolysiloxane pour transducteur, stratifié comprenant un film durci de celle-ci, son utilisation et son procédé de fabrication

Citations (3)

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JPH08311429A (ja) * 1995-05-19 1996-11-26 General Electric Co <Ge> 改善されたラップ剪断強度を有する高固体含量シリコーン感圧接着剤
JP2006520838A (ja) * 2003-03-17 2006-09-14 ダウ・コーニング・コーポレイション 向上した高温粘着強度を有する無溶媒シリコーン感圧接着剤
JP2007308542A (ja) * 2006-05-16 2007-11-29 Dow Corning Toray Co Ltd 硬化性シリコーンレジン組成物およびその硬化物

Patent Citations (3)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
JPH08311429A (ja) * 1995-05-19 1996-11-26 General Electric Co <Ge> 改善されたラップ剪断強度を有する高固体含量シリコーン感圧接着剤
JP2006520838A (ja) * 2003-03-17 2006-09-14 ダウ・コーニング・コーポレイション 向上した高温粘着強度を有する無溶媒シリコーン感圧接着剤
JP2007308542A (ja) * 2006-05-16 2007-11-29 Dow Corning Toray Co Ltd 硬化性シリコーンレジン組成物およびその硬化物

Cited By (1)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
WO2023282270A1 (fr) * 2021-07-05 2023-01-12 ダウ・東レ株式会社 Composition d'organopolysiloxane pour transducteur, stratifié comprenant un film durci de celle-ci, son utilisation et son procédé de fabrication

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