TW201527474A - Cured product of curable polyorganosiloxane composition, adhered body using the curable polyorganosiloxane composition, method for producing the adhered body using the curable polyorganosiloxane composition, and use thereof - Google Patents

Abstract

The present invention provides a cured product of curable polyorganosiloxane composition, comprising: (A) an alkenyl-containing polyorganosiloxane comprising 2 or more alkenyl groups in a molecule; (B) an alkenyl-containing polyorganohydrogensiloxane comprising 2 or more hydrogen atoms bonded to silicon atoms in a molecule; and (C) a platinum-based catalyst; the ratio of the number HB of hydrogen atoms bonded to silicon atoms of (B) with respect to the number ViA of alkenyl groups in (A) is 0.5 to 100, and in view of platinum atom, (C) is 0.5 to 1,000ppm, wherein the composition before curing comprises two or more portions selected from the group consisting of a portion containing (B), a portion containing (B) and (A), a portion containing (C), and a portion containing (C) and (A).

Description

A cured product of a curable polyorganosiloxane composition, a binder using a curable polyorganosiloxane composition, a method for producing a binder using a curable polyorganosiloxane composition, and a use thereof

The present invention relates to a cured product of a curable polyorganosiloxane composition, a binder using a curable polyorganosiloxane composition, and a method for producing a binder using a curable polyorganosiloxane composition.

In a display device such as a mobile phone including a display unit such as a liquid crystal module, a glass or resin screen is provided on the front surface of the display device for the purpose of improving the protection or design of the display device. However, due to the presence of an air layer between the screen and the display device, it is difficult to see the display due to reflection of external light. Therefore, the air layer is bonded to a transparent adhesive or the like which conforms to the refractive index of the screen. The adhesive used here is generally applied to the one side of the facing member to be bonded, using an ultraviolet curing type. After the members are attached to each other, they are hardened by ultraviolet rays.

In recent years, the use of plastic resins that are difficult to penetrate by ultraviolet rays as a screen material or an example of printing a frame edge that colors the peripheral portion of the screen due to the diversity of design, etc., has made it impossible to penetrate the ultraviolet rays and harden the hardening. . In contrast, Patent Document 1 discloses a curable composition containing a compound having an average of at least one hydrolyzable mercapto group in one molecule and an average carbon carbon double having at least one polymerizable property in one molecule. The compound of the bond. The composition described in Patent Document 1 is a curable composition which is rapidly hardened by light and which is hardened by reaction with moisture in the atmosphere, which is not irradiated with light. Further, Patent Document 2 discloses a two-component addition reaction type silicone gel which is heat-hardened.

[Previous Technical Literature] [Patent Literature]

[Patent Document 1] Japanese Patent Laid-Open Publication No. 2010-248347

[Patent Document 2] Japanese Patent Laid-Open Publication No. 2004-272059

The composition disclosed in Patent Document 1 has a problem that the coating device is hardened to cause clogging of the coating device, or the reaction time with moisture is long, and the curing reaction after bonding is very slow.

When the thermosetting composition disclosed in Patent Document 2 is thermally hardened between the display device and the protective sheet, there is a problem that the curing time is long and the protective sheet is deviated. In order to prevent the offset of the protection board, it is also considered A method of hardening a high temperature for a short period of time, but there is a problem that sufficient heat cannot be provided for hardening due to the heat resistance of the member to be bonded.

As described above, in the hardening reaction, it is not necessary to use a special device such as a radiation or a heating device, and it is possible to adhere to a member which does not penetrate the ultraviolet ray or a member which lacks heat resistance, and can be subjected to a hardening reaction without being affected by an external environment such as moisture. It is suitable for applying a method in which each component of the adhesive is applied to a substrate to be bonded, and then bonding the substrates to each other, and a curing reaction is started when the adhesive components are in contact with each other; and hardening with excellent transparency can be imparted; The expectation of the novel curable polyorganosiloxane composition of the material continues to increase.

An object of the present invention is to provide a cured product which is excellent in transparency and which can be obtained by using a curable polyorganosiloxane composition having excellent fast-curing property.

The invention and its suitable aspects can be exemplified as follows.

[1] A cured product of a curable polyorganosiloxane composition comprising: (A) an alkenyl group-containing polyorganosiloxane having two or more alkenyl groups in a molecule; (B) having 2 in a molecule or more hydrogen atom bonded to a silicon atom of the silicon polyorganohydrogen siloxane; and (C) a platinum-based catalyst; with respect to the number of (a) an alkenyl group of Vi _a, bonded to (B) the silicon atoms The ratio of the number of hydrogen atoms H _B is from 0.5 to 100, and in the case of a platinum group metal atom, (C) is from 0.5 to 1,000 ppm; wherein the composition before hardening contains a portion selected from the group consisting of (B) Two or more of the group consisting of (B) and (A), the part containing (C), and the part containing (C) and (A).

[2] The cured product of the hardenable polyorganosiloxane composition of [1], wherein the composition before hardening comprises a layer selected from the group consisting of (B), containing (B) and (A) The layer, the layer containing (C), and the layered body of two or more layers including the layers of (C) and (A).

[3] The cured product according to [1] or [2], wherein the composition before hardening comprises a layer selected from the group consisting of (B), and the layer containing (B) and (A), containing (C) The layer of the layer and the layered body of three or more layers including the layers of the layers (C) and (A).

[4] The cured product according to any one of [1] to [3] wherein the composition before hardening is a laminate of a layer containing (B) and (A) and an interlayer containing (C). body.

[5] The hardened material according to any one of [1] to [4] wherein The composition before hardening is a laminate having a layer containing (C) at both ends.

[6] The cured product according to any one of [1] to [4] wherein the composition before hardening is a laminate having layers including (B) and (A) at both ends.

[7] A substrate to which a cured product is provided, wherein the cured product of any one of the above [1] to [6] is applied to one substrate.

[8] A binder comprising two substrates, comprising a cured product according to any one of [1] to [6], followed by two substrates.

[9] A method for producing a binder comprising two substrates, wherein the binder is a curable polyorganosiloxane composition, and the curable polyorganosiloxane composition comprises (A) An alkenyl group-containing polyorganosiloxane having two or more alkenyl groups in the molecule; (B) a polyorganohydroquinone having two or more hydrogen atoms bonded to a deuterium atom in the molecule; and (C) a platinum system catalyst; ratio of number of hydrogen atoms with respect to the number of (a) an alkenyl group of Vi _a, bonded to (B) the silicon atoms H _B of 0.5 to 100, based on the platinum metal atoms, the ( C) is 0.5 to 1,000 ppm; wherein the production method comprises the step 1A of forming a portion selected from the group containing (B), containing (B) and (A), and containing (C) on the surface to be bonded of one of the substrates. And a part of the group consisting of (C) and (A), and a step of forming a hardened polyorganosiloxane composition before curing; and Step 2A: laminating another A substrate is passed through a curable polyorganosiloxane composition to bond the substrates to each other.

[10] The method according to the item [9], wherein the step 1A is the step 1A-1: the layer is attached to the surface of the substrate, and the layer is selected from the layer containing (B) and contains (B) and (A). The step of forming a layered body of a curable polyorganosiloxane composition, the layer containing the layer (C), and the layer containing the layer consisting of (C) and (A) are two or more layers.

[11] The method according to the item [9], wherein the step 1A is the step 1A-2: the layer of the layer (C) is contained in the layer to be bonded to the substrate, and the layer (B) and (A) are contained. And a layer comprising the layer of the (C) layer to form a layered body of the curable polyorganosiloxane composition.

[12] The method according to the item [9], wherein the step 1A is the step 1A-3: the layer of the substrate (B) and (A) is contained in a layered surface of one of the substrates, and the layer is contained (C). And a layer comprising the layers of (B) and (A) to form a laminate of the curable polyorganosiloxane composition.

[13] A method for producing a binder comprising two substrates, wherein the binder system uses a curable polyorganosiloxane composition, and the curable polyorganosiloxane composition comprises (A) in a molecule An alkenyl group-containing polyorganosiloxane containing two or more alkenyl groups; (B) a polyorganohydroquinone having two or more hydrogen atoms bonded to a halogen atom in the molecule; and (C) a platinum-based catalyst ; with respect to (a) the number of alkenyl groups Vi _a, H _B than the number of the hydrogen atoms bonded to (B) of silicon atoms is from 0.5 to 100, based on the metal atom of platinum, (C) is 0.5 to 1,000 ppm; wherein the manufacturing method comprises the step 1B of forming a portion selected from the group containing (B), the portion containing (B) and (A), and the portion containing (C) on the succeeding surface of one of the substrates. And a step of containing two or more of the groups consisting of (C) and (A); and step 2B: forming a portion selected from the group containing (B) on the succeeding surface of the other substrate a step of (B) and (A), a part containing (C), and a part of the group consisting of (C) and (A); and Step 3B: passing through Step 1B 2 or more parts and 1 or more parts obtained in the step 2B, the step of bonding the substrates obtained in the steps 1B and 2B to each other; the portion obtained in the step 1B and the combined portion of the portion obtained in the step 2B are hardening polymerization The composition of the organic oxane composition.

[14] The method according to [13], wherein the step 1B is the step 1B-1: forming a layer selected from the group consisting of (B), containing (B) and (A) a layer, a layer containing (C), and a layer containing two or more layers of the layers (C) and (A) to form a layered body; and Step 2B is a step 2B-1: The surface of the base material of one of the substrates is formed of a layer containing (B), a layer containing (B) and (A), a layer containing (C), and a layer containing (C) and (A). A step of forming a layered body by forming one or more layers in the group.

[15] The manufacturing method of item [13] or [14], wherein the step 1B is a step 1B-2: a step of laminating the layer containing the layer (C) on the surface to be bonded to the substrate of one of the substrates, and then layering the layer containing (B) and (A) to obtain a layered body; and step 2B is a step 2B-2: The step of forming the layered body is carried out by laminating the layer containing the layer (C) on the surface of the other substrate.

[16] The manufacturing method according to [13] or [14], wherein the step 1B is the step 1B-3: the layer of the (B) and (A) layers is laminated on the surface to be joined of one of the substrates, and then laminated a step of obtaining a layered body by the layer containing (C); and a step of obtaining a layered body by the step 2B-3 of the other substrate, and layering the layers containing (B) and (A) to obtain a layered body .

The manufacturing method of any one of [9] to [16], wherein one of the base materials is a base portion having an image display portion of the image display device, and the other substrate is an image display. The light-transmitting protective portion of the device is an image display device.

According to the present invention, it is possible to provide a cured product having excellent transparency which is obtained by using a curable polyorganosiloxane composition having excellent quick-cure property.

<Sclerosing polyorganosiloxane composition>

The components contained in the curable polyorganosiloxane composition (hereinafter, simply referred to as "composition") will be described.

(A) The polyorganosiloxane containing an alkenyl group is a component of the matrix polymer in the composition. By compounding (A), it is possible to ensure a stable 3-dimensional structure, control hardening shrinkage, and ensure good visibility by crosslinking reaction during hardening. (A) if it has an average of two or more alkenyl groups bonded to a ruthenium atom in one molecule, it can be formed by a addition reaction with the Si-H bond of (B) to form a network structure. limited. The representative is at least two in the molecule having the general formula (I): (R ^a ) _n1 (R ^b ) _n2 SiO _(4-n1-n2)/2 (I) (wherein, R ^q system C _2- C ₆ alkenyl (eg vinyl, allyl, 3-butenyl, 5-hexenyl); R ^b is C ₁ -C ₆ alkyl (eg methyl, ethyl, propyl, butyl) a group, a pentyl group, a hexyl group or a phenyl group; n1 is 1 or 2; n2 is an integer of 0 to 2, but n1+n2 is a group 1 to 3) an alkenyl group-containing poly(alkylene group) containing an alkenyl group. Organic oxirane. The number of alkenyl groups bonded to the ruthenium atom in (A) is preferably from 2 to 100 in an average of from 2 to 50, more preferably from 2 to 50.

The azide skeleton of (A) may be linear or branched. From the viewpoint of easy control of synthesis and average degree of polymerization, (A) is preferably a linear one. Also, a mixture of these may be used.

R ^a is preferably a vinyl group from the viewpoint of easy synthesis, fluidity before hardening, or heat resistance of a cured product. R ^a may be present at either the end or the middle of the polyorganosiloxane chain of (A), or both, but imparts excellent mechanical properties to the cured composition. It is preferred to exist at least at both ends thereof.

R ^b is preferably a methyl group from the viewpoint of excellent balance of ease of synthesis, fluidity, or mechanical strength after hardening.

N1 is preferably from the viewpoint of easy synthesis.

(A) From the viewpoint of workability, the viscosity at 23 ° C is preferably from 1 to 100,000 cP, more preferably from 1 to 50,000 cP, and particularly preferably from 1 to 15,000 cP. In order to achieve such a viscosity range, it is preferred to adjust the weight average molecular weight of (A). Further, in order to achieve such a viscosity range, it is more preferable to use (A) having a high viscosity and (A) having a low viscosity. In the present specification, the viscosity is a value measured at 23 ° C using a rotational viscometer.

Thus, in the case of (A), it is preferred to use the formula (Ia): (wherein R ^a is independently a C ₂ to C ₆ alkenyl group (e.g., vinyl, allyl, 3-butenyl, 5-hexenyl, preferably vinyl), and R ^b is independently C ₁ to C ₆ alkyl (e.g., methyl, ethyl, propyl, butyl, pentyl, hexyl, preferably methyl) or phenyl, m1 preferably such that (A) has a viscosity of 1 at 23 ° C An alkenyl group-containing linear polyorganosiloxane having a number of 100,000 cP (preferably 1 to 50,000 cP, more preferably 1 to 15,000 cP).

In addition, (A) is better at both ends of the dimethyl vinyl fluorene The oxane unit is closed, and the intermediate unit is a polymethyl vinyl siloxane having a dimethyl methoxy olefin unit, and has a viscosity at 23 ° C of 1 to 100,000 cP (preferably 5 to 50,000 cP, more preferably 10 to 15,000 cP) of an alkenyl group-containing linear polyorganosiloxane.

(B) The hydroquinone group contained in the polyorganohydrohalosiloxane molecule is subjected to an addition reaction with R ^{a of} (A) to exhibit a function as a crosslinking agent of (A). In order to reticulate the hardened material, it is not particularly limited as long as it has an average of two or more hydrogen atoms bonded to the ruthenium atom participating in the addition reaction in one molecule. A representative example of such a polyorganohydroquinone is one or more compounds having a formula (II): (R ^c ) _n3 (R ^d ) _n4 SiO _(4-n3-n4)/2 (II) (wherein R ^c is a hydrogen atom, R ^d is a C ₁ to C ₆ alkyl group (e.g., methyl, ethyl, propyl, butyl, pentyl, hexyl, preferably methyl) or phenyl; n3 Is 1 or 2; n4 is an integer from 0 to 2, but n3+n4 is a unit shown by 1 to 3).

Although R ^d is also preferable, the same as R ^b in the above (A) can be exemplified. Further, from the viewpoint of easy synthesis, n3 is preferably 1.

The azide skeleton in (B) may be any of a linear chain, a branched chain or a cyclic chain, and is preferably a linear chain or a cyclic chain. Also, a mixture of these may be used.

(B) preferably having a viscosity of from 1 to 10,000 cP at 23 ° C to 1 to 1,000 cP is more preferable, preferably 1 to 200 cP, and particularly preferably 1 to 50 cP.

When (B) is a cyclic group, for example, a (B1)R ^e ₂ HSiO _1/2 unit (wherein a R ^e hydrogen atom or a C ₁ to C ₆ alkyl group (for example, a methyl group, an ethyl group, a propyl group) may be mentioned. a butyl group, a pentyl group, a hexyl group, preferably a methyl group) and a SiO _4/2 unit, having two or more cyclic polyorganohydrogen oximes bonded to a hydrogen atom of a ruthenium atom in one molecule. alkyl.

(B1) is a cyclic polyorganohydroquinone which is composed of R ^e ₂ HSiO _1/2 unit and SiO _4/2 unit and has two or more hydrogen atoms bonded to a hydrogen atom of a halogen atom in one molecule. The hydrogen atom in (B1) is preferably from 3 to 100, more preferably from 3 to 50, per molecule. As the R ^{e of the} C ₁ to C ₆ alkyl group, a methyl group is preferred from the viewpoint of easy synthesis and the like.

(B1) the ratio of R ^e ₂ HSiO _1/2 unit and _4/2 units of SiO, SiO _4/2 units with respect to 1 mole, to R ^e ₂ HSiO _1/2 unit is preferably 1.5 to 2.2 mole, It is better to use 1.8 to 2.1 moles. Typically, it is formed as [R ^e ₂ HSiO _1/2 ] ₈ [SiO _4/2 ] ₄ or [R ^e ₂ HSiO _1/2 ] ₁₀ [SiO _4/2 ] ₅ , 3 to 5 SiO _4/2 units a cyclic azide skeleton, preferably two R ^e ₂ HSiO _1/2 units bonded to each SiO _4/2 unit, and particularly preferably two (CH ₃ ) ₂ HSiO _1/2 units bonded to each SiO _4/2 unit.

The viscosity of (B1) is preferably from 1 to 100 cP, and is from 1 to 50cP is better.

When (B) is linear, both ends are independently blocked by R ₃ SiO _1/2 units, and the intermediate unit is composed of R ₂ SiO _2/2 units (wherein R-based hydrogen atoms, C ₁ to C ₆ alkanes) a group (for example, a methyl group, an ethyl group, a propyl group, a butyl group, a pentyl group, a hexyl group, preferably a methyl group) or a phenyl group, but at least two of R are hydrogen atoms), and the viscosity at 23 ° C is 1 A linear polyorganohydrooxane of 10,000 cP (preferably 1 to 5,000 cP, more preferably 1 to 1,000 cP). The hydrogen atom bonded to the deuterium atom may be present at the end or may be present in the intermediate unit.

For example, (B2) is given by formula (III): (wherein R ^c is a hydrogen atom, and R ^d is independently a C ₁ to C ₆ alkyl group (e.g., methyl, ethyl, propyl, butyl, pentyl, hexyl, preferably methyl) or phenyl , m2 is a linear polyorganohydrooxane of (B2) having a viscosity of 23 ° C of 1 to 10,000 cP (preferably 1 to 5,000 cP, more preferably 1 to 1,000 cP); (B3) Both ends are blocked by R ^d ₃ SiO _1/2 unit, and the intermediate unit is composed of R ^c R ^d SiO _2/2 unit and R ^d ₂ SiO _2/2 unit (wherein, R ^C hydrogen atom, R ^d system) Independently composed of a C ₁ to C ₆ alkyl group (e.g., methyl, ethyl, propyl, butyl, pentyl, hexyl, preferably methyl) or phenyl), and having a viscosity of 1 to 2 at 23 ° C a linear polyorganohydroquinone having 10,000 cP (preferably 1 to 5,000 cP, more preferably 1 to 1,000 cP); and (B4) both ends are blocked by R ^C R ^d ₂ SiO _1/2 unit, The unit consists of R ^c R ^d SiO _2/2 units and R ^d ₂ SiO _2/2 units (wherein R ^c is a hydrogen atom, and R ^d is independently a C ₁ to C ₆ alkyl group (eg, methyl, ethyl, a propyl group, a butyl group, a pentyl group, a hexyl group, preferably a methyl group or a phenyl group, and having a viscosity of from 1 to 10,000 cP at 23 ° C (preferably from 1 to 5,000 cP, more preferably from 1 to 1) , Linear polyorganohydroquinone of 000cP).

(B2) is a linear polyorganohydrooxane represented by the formula (III).

R ^d in (B2) is preferably a methyl group from the viewpoint of easy synthesis and excellent balance of properties such as mechanical strength and fluidity before curing.

(B2) is preferably a polymethylhydroquinone which is blocked at both ends by a dimethylhydroquinone unit and whose intermediate unit is composed of a dimethyloxane unit.

The viscosity of (B2) is from 1 to 10,000 cP, more preferably from 1 to 5,000 cP, still more preferably from 1 to 1,000 cP.

(B3) is a polyorganohydrohalooxane in which both ends are blocked by R ^d ₃ SiO _1/2 units, and the intermediate unit is composed of R ^c R ^d SiO _2/2 units and R ^d ₂ SiO _2/2 units. The R ^c in (B3) is preferably 2 to 5,000 in one molecule, more preferably 3 to 5,000, still more preferably 20 to 1,000. R ^d in (B3) is preferably a methyl group from the viewpoint of easy synthesis and excellent balance of properties such as mechanical strength and fluidity before curing.

(B3) is a ratio of R ^c R ^d SiO _2/2 unit to R ^d ₂ SiO _2/2 unit, relative to R ^d ₂ SiO _2/2 unit 1 mol, R ^c R ^d SiO _2/2 unit is 0.1 It is preferably from 2.0 to 1.5 moles, more preferably from 0.5 to 1.5 moles. Thus, both ends of (B3) are blocked by a trimethyloxane unit, and the intermediate unit is composed of a dimethyloxane unit and a methylhydroquinone unit, and is relative to the dimethyloxane unit 1 The molar, methylhydroquinone unit is preferably 0.1 to 2.0 moles of polymethylhydroquinone.

The viscosity of (B3) is 1 to 10,000 cP, more preferably 1 to 5,000 cP, and most preferably 1 to 1,000 cP.

(B4) is a polyorganohydrohydroxane in which both ends are blocked by R ^c R ^d ₂ SiO _1/2 units, and the intermediate unit is composed of R ^c R ^d SiO _2/2 units and R ^d ₂ SiO _2/2 units. The R ^C system in (B4) is preferably 2 to 5,000, more preferably 3 to 5,000, still more preferably 3 to 1,000. The R ^d in (B4) is preferably a methyl group from the viewpoint that it is easy to synthesize and has excellent balance between mechanical strength and fluidity before hardening.

(B4) is a ratio of R ^c R ^d SiO _2/2 unit and R ^d ₂ SiO _2/2 unit, relative to R ^d ₂ SiO _2/2 unit 1 mol, and R ^c R ^d SiO _2/2 unit is 0.1 to 2.0 moles is preferred, and 0.5 to 1.5 moles is more preferred. Thus, both ends of (B4) are blocked by a dimethylhydroquinone unit, and the intermediate unit is composed of a dimethyloxane unit and a methylhydroquinone unit, and is relative to the dimethyloxane unit. The 1 molar is preferably a polymethylhydroquinone having a methylhydroquinone unit of 0.1 to 2.0 moles.

The viscosity of (B4) is 1 to 10,000 cP, more preferably 1 to 5,000 cP, still more preferably 1 to 1,000 cP.

(B) may be a branched polyorganohydroquinone, and may, for example, be an R ₂ HSiO _1/2 unit (wherein R represents a hydrogen atom, a C ₁ to C ₆ alkyl group (for example, a methyl group, an ethyl group). a propyl, butyl, pentyl, hexyl group, preferably a methyl group or a phenyl group) and a SiO _4/2 unit, and having more than three hydrogen atoms bonded to a halogen atom in one molecule Alkyl hydroquinone. Further, it is composed of R ₃ SiO _1/2 unit, R ₂ SiO unit and RSiO _3/2 unit (wherein R represents a hydrogen atom, a C ₁ to C ₆ alkyl group (for example, methyl group, ethyl group, propyl group, butyl group). A group consisting of a benzyl group, a pentyl group, a hexyl group, preferably a methyl group or a phenyl group, and a polyalkylhydroquinone having two or more hydrogen atoms bonded to a halogen atom in one molecule. The branched polyorganohydrohalosiloxane has a viscosity of from 1 to 10,000 cP at 23 ° C, more preferably from 1 to 5,000 cP, still more preferably from 1 to 1,000 cP.

(B) may be used alone or in combination of two or more. (B1), (B2), (B3), and (B4) may be used singly or in combination. From the viewpoint of improving the hardenability, it is preferred to use (B1). (B) is a combination of (B1) and (B2), a combination of (B1) and (B4), a combination of (B3) and (B2), and a combination of (B1) and (B2). good. (B) When (B1) and (B2) are used in combination, the amount of hydrogen in (B1) is relative to the total amount of hydrogen in (B1) and (B2) from the viewpoint of stress relaxation of the hardened material against impact (H _B1 / (H _B1 + H _B2 )) is preferably 0.05 to 0.60, more preferably 0.10 to 0.50.

The sum total of ensuring an appropriate view of the curing speed, (B) the hydrogen atom bonded to a silicon atom of the number of H _B (A) alkenyl group bonded to a silicon atom of the ratio of the number of Vi _A (H _B /Vi _A ) is from 0.5 to 100, preferably from 0.5 to 50.0. If (H _B /Vi _A ) is less than 0.5, a sufficient crosslinking agent cannot be diffused at the time of curing, so that it does not harden, and if it exceeds 100, the crosslinking point is small and it is hardened.

The composition (C) contained in the composition is used to promote the alkenyl group (A) Catalyst for the addition reaction with the Si-H group of (B). Good activity from catalyst From the viewpoint, a compound of a platinum group metal (platinum group element) such as platinum, rhodium or palladium may be suitably used, and preferably a reaction product such as chloroplatinic acid, chloroplatinic acid and an alcohol, and a platinum-olefin complex. a platinum-vinyl oxane complex, a platinum-ketone complex, a platinum compound of a platinum-phosphine complex; a ruthenium compound such as a ruthenium-phosphine complex or a ruthenium-sulfite complex; The palladium compound of the palladium-phosphine complex is more preferably a platinum compound and more preferably a platinum-vinyloxirane complex.

(C) is to ensure the transparency of the cured product and appropriate hard The viewpoint of the securing of the velocities is preferably 0.5 to 1,000 ppm in terms of platinum group metal atoms, more preferably 0.5 to 500 ppm, and more preferably 0.5 to 200 ppm, based on the total weight of (A) to (C). If the amount of (C) is less than 0.5 ppm, the hardening is slow. When the amount of (C) exceeds 1,000 ppm, the transparency is remarkably lowered, the discoloration of the cured product becomes remarkable, and the cured product becomes black. In addition, the total weight of (C) is more than 5 ppm and 1,000 ppm or less, and may be more than 200 ppm and 1,000 ppm or less, or 0.5 ppm or less, in terms of the total weight of (A) to (C). 5 ppm and more than 200 ppm and 1,000 ppm or less.

The composition is in a range that does not impair the effects of the present invention, and It contains (D) a stabilizer having a nitrogen atom, (E) a diluent, (F) a subsequent imparting agent, (G) an inorganic filler, and the like. Further, the composition is preferably one which does not contain the component (D).

The composition system may also contain (D) a stabilizer having a nitrogen atom. (D) can stabilize the (C) platinum-based catalyst. (D) is, for example, a formula: (R ¹ ) ₂ NR ³ -N(R ² ) ₂ (wherein R ¹ is independently a C ₁ to C ₆ alkyl group (for example, methyl group, ethyl group, and C group). Base, butyl, pentyl, hexyl), R ² has the same meaning as R ¹ or is a hydrogen atom, and R ³ is a C ₂ to C ₄ alkylene group (e.g., ethylene, trimethylene, tetra The amine compound shown by methyl).).

(D) specifically, for example, N, N, N', N'-tetramethyl Ethylenediamine, N,N-dimethylethylenediamine, N,N-diethylethylenediamine, N,N-dibutylethylenediamine, N,N-dibutyl-1,3-propane Diamine, N,N-dimethyl-1,3-propanediamine, N,N,N',N'-tetraethylethylenediamine, N,N-dibutyl-1,4-butane The amine is preferably N, N, N', N'-tetramethylethylenediamine. (D) may be used alone or in combination of two or more.

The amount of (D) is relative to the platinum group metal atom of (C) Mohr is preferably in the range of 0.001 to 0.5 mol, more preferably 0.01 to 0.1 mol. If it is such a range, the appearance of the obtained catalyst can be prevented from being poor in appearance, the discoloration can be suppressed, and the catalytic activity of (C) can be prevented from being extremely lowered, and hardening can be achieved at a desired time.

The composition system may also contain (E) a diluent. By composition Contains (E), adjustable viscosity. (E) preferably a polyfluorene oxide oil which does not contain an alkenyl group which participates in a hardening reaction, the two ends are blocked by a trimethyloxane unit, and the intermediate unit is a polymethyloxime composed of dimethyloxane units. alkyl. (E) is preferably a viscosity of from 1 to 5,000 cP at 23 ° C, more preferably from 5 to 1,000 cP. The blending amount of (E) is preferably 50 parts by weight or less, more preferably 30 parts by weight or less, and still more preferably 20 parts by weight or less based on 100 parts by weight of the total of (A) to (C) in the composition. Better.

The composition system may also contain (F) a subsequent imparting agent. (F) then The imparting agent may, for example, be tetramethoxydecane, tetraethoxydecane, tetrapropoxydecane, tetrabutoxydecane, methyltrimethoxydecane, dimethyldimethoxydecane or methyltriethoxylate. 2, decane, dimethyl diethoxy decane a tris-alkyloxydecane; such as 3-glycidoxypropyltrimethoxydecane, 3-glycidoxypropyltriethoxydecane, 3-glycidoxypropyl (A) Alkoxydecanes containing 3-glycidoxypropyl groups like dimethoxy decane, 3-glycidoxypropyl (methyl) diethoxy decane; such as 2-(3 , 4-epoxycyclohexyl)ethyltrimethoxydecane, 2-(3,4-epoxycyclohexyl)ethyltriethoxydecane, 2-(3,4-epoxycyclohexyl) Alkoxydecanes containing 2-(3,4-epoxycyclohexyl)ethyl as in the case of ethyl (meth)dimethoxydecane; such as vinyltrimethoxydecane, vinyltriethoxy Decane, vinyl ginseng (2-methoxyethoxy) decane, methyl vinyl dimethoxy decane, allyl trimethoxy decane, allyl triethoxy decane, methallyl a methoxy decane-like alkenyl alkoxy decane; such as 3-propenyloxypropyltrimethoxydecane, 3-propenyloxypropyltriethoxydecane, 3-propenyloxypropyl (Meth)dimethoxydecane, 3-methylpropenyloxypropyltrimethoxydecane, 3-methylpropenyloxyl Propyltriethoxydecane, 3-methylpropenyloxypropyl (methyl)dimethoxydecane (meth) propylene oxypropyl alkoxy decane; 1,1,3 An organic ruthenium compound such as a reaction product of 5,7-pentamethylcyclotetraoxane and 3-methylpropenyloxypropyltrimethoxydecane.

The organic hydrazine compound, for example, may be exemplified by the following formula: (wherein, Q ¹ and Q ² represent mutually independent alkylene groups, preferably a C ₁ to C ₄ alkylene group, and R ³ represents a C ₁ to C ₄ alkyl group) Compound.

Such an organic phosphonium compound is preferably a compound described below.

The composition may also contain (G) an inorganic filler. (G) The inorganic filler may be exemplified by a dry fine powder of cerium oxide such as aerosol-type cerium oxide or arc cerium oxide, and an aerosol-type cerium oxide is preferred. Further, the surface of such a cerium oxide may be a nitrogen-like nitrogen such as hexamethyldiazepine or 1,3-divinyl-1,1,3,3-tetramethyldiazepine. An alkane compound; a treatment such as a polyorganosiloxane such as octylmethylcyclotetraoxane.

<hardened substance of hardened polyorganosiloxane composition>

The cured product of the curable polyorganosiloxane composition (hereinafter, simply referred to as "cured material") is a hardened polyorganosiloxane composition before curing (hereinafter, simply referred to as "pre-hardening composition" Included in the portion containing (B), the portion containing (B) and (A), the portion containing (C), and the portion containing (C) and (A) (hereinafter also referred to as such It is a "hardening part". Two or more hardening parts of the group consisting of.

Here, the portion containing (C) and the portion containing (C) and (A) correspond to a hardener component in the curable polyorganosiloxane composition. The part containing (C) and the part containing (C) and (A) are collectively referred to as "first component". The portion containing (B) and the portion containing (B) and (A) correspond to the main component of the curable polyorganosiloxane composition. The part containing (B) and the part containing (B) and (A) are collectively referred to as "the second component".

The part containing (B), the part containing (B) and (A), the part containing (C), and the part containing (C) and (A) are the hardening part contained in the composition before hardening. The hardenable portion does not harden alone, but the (B) and (C) contained in each portion are only contacted at the time of curing to carry out a crosslinking reaction. In the present invention, the hardenable portion can be distinguished by the presence of each component. For example, the portion containing (B) and (A) and the portion containing (B) may be present by (A) the difference. Further, the portion containing (B) and (A) and the portion containing (C) and (A) can be distinguished by the presence of (B) and (C).

The composition before hardening is at least one part containing (B) Or the portion containing (B) and (A) is in contact with at least one portion containing (C) or containing (C) and (A). The composition before curing is not separately stored in the second component and the first component, and is different from the two-component curable composition which is used as an adhesive before being applied to the substrate.

The number of hardenable parts and their types, as long as they are hardened The combined composition of the curable portions contained in the composition is not particularly limited as long as it is a composition of the above-mentioned curable polyorganosiloxane composition. For example, when the composition before hardening is composed of two hardenable portions, the composition before curing consists of the portion containing (B) and the portion containing (C) and (A), or contains (B) and ( Part A) consists of a part containing (C) or a part containing (B) and (A) and a part containing (C) and (A).

Preferably, the composition before hardening contains a selected from 4 hard Three or more hardening parts of the group consisting of chemical parts. Moreover, it is more preferable that the composition before hardening contains the part of (C), the part containing (B) and (A), and three hardening parts containing the part of (C).

The composition before hardening contains a plurality of (C) and (A) In order to carry out the crosslinking reaction uniformly, it is preferred that (A) contained in each of the portions (C) and (A) is the same. For the same reason, when the composition before hardening contains a plurality of portions containing (B) and (A), it is preferred that (A) contained in each of the portions (B) and (A) is the same.

The hardenable portion may contain the above (D) to (F). contain The part (C) and the part containing (C) and (A) are preferably further contained in the viewpoint of the quick-curing property and the discoloration (especially yellowing) of the obtained cured product, and further preferably (E). It is more preferable to contain (E) and (D). Further, the portion containing (B) and the portion containing (B) and (A) are preferably further contained in (F) from the viewpoint of adhesion.

The shape of each part of the sclerosing part is not limited The shape may be linear, columnar, round, spherical or layered. These can be appropriately selected in accordance with the viscosity of the coating device and the composition.

The hardenable portion is preferably in the form of a layer. That is, the preferred system The composition before hardening contains a layer selected from the group consisting of (B), the layer containing (B) and (A), the layer containing (C), and the layer containing (C) and (A) (hereinafter also referred to as These are the laminated bodies of two or more layers in the group consisting of "four hardening layers". Further, in the present invention, the composition before curing is more preferably a layer containing (C), a layer containing (B) and (A), and three layers including (C).

Layer containing (B), layer containing (B) and (A), containing (C) The layer and the layer containing (C) and (A) are the hardenable layer contained in the composition before hardening. The composition before hardening is more preferably a laminate comprising layers of (B) and (A) and alternating layers of layers (C). When (A) and (B) coexist, and (A) and (C) do not coexist, (C) is easily moved to a portion containing the component (B) to facilitate the hardening reaction. Further, it is more preferable that the composition before hardening has a layered body containing a layer of (C) or a layer containing (B) and (A) at both ends, and the layered body having a layer containing (C) at both ends is Especially good. When the composition before hardening is a laminate having a layer containing (C) at both ends, more (C) moves from both ends to exist in the laminate The portion containing the component (B) on the inner side of the body is more susceptible to the hardening reaction of the composition from both ends.

The total thickness of the laminate is not particularly limited, but is 2 to More preferably, 2,000 μm, more preferably 2 to 1,000 μm, even more preferably 10 to 500 μm.

Moreover, the thickness of each layer in the laminate is preferably hardened by hardening The type of the layer is as follows. The thickness of the layer containing (B) is preferably from 10 to 1000 μm, more preferably from 20 to 500 μm. The thickness of the layer containing (B) and (A) is preferably from 1 to 500 μm, more preferably from 10 to 300 μm. The thickness of the layer containing (C) is preferably 0.1 to 1000 μm, more preferably 0.1 to 300 μm. The thickness of the layer containing (C) and (A) is preferably 0.1 to 50 μm, more preferably 0.5 to 30 μm. Further, when the laminated body contains a plurality of the same curable layer, the thickness described above is the thickness of each of the curable layers.

When a part containing (C) and (A) and a part containing (B) and (A) are contained in a plurality, the H _B /Vi _A ratio specified in the composition is satisfied, and (C) and (A) are contained. The content ratio of the portion to the portion (A) contained in the portion containing (B) and (A) is not particularly limited. Preferably, the amount of (A) in the portion containing (C) and (A) is preferably 0.1 to 300 parts by weight, based on 100 parts by weight of (A) in the portion containing (B) and (A), From 0.1 to 200 parts by weight is more preferred.

The first component and the second component in the composition before hardening The content is preferably 200 to 100,000 parts by weight, more preferably 200 to 50,000 parts by weight, still more preferably 200 to 10,000 parts by weight, even more preferably 200 parts by weight based on 100 parts by weight of the total of the first component. It is especially preferable to be 5,000 parts by weight. From the point of view of the temporary fixed time, the second component The total amount is preferably 200 to 10,000 parts by weight, more preferably 200 to 5,000 parts by weight.

In the composition before hardening, the viscosity of the first component at 23 ° C is preferably from 1 to 100,000 cP, more preferably from 1 to 10,000 cP, even more preferably from 1 to 5,000 cP, and particularly preferably from 1 to 1,000 cP. It is particularly good from 1 to 500 cP. When it is such a range, workability at the time of forming a composition before hardening improves, and each component contained in a 1st component and a 2nd component is mix|blended easily, and reactivity is improved, and hardening time is further shortened. Further, in the addition reaction of (A) and (B), (C) is easily penetrated into the regions of (B) and (B) and (A), whereby the hardening time is further shortened, so that the polyorganosiloxane is used. The smaller molecular chain, that is, the one having a low viscosity (A) is preferred. From the viewpoint of obtaining such a first component, it is preferred that the first component contains a polyorganosiloxane having a low viscosity (for example, a viscosity of from 1 to 500 cP at 23 ° C) as (A). Moreover, it is preferable that the first component further contains (E) or the first component further contains (F) from the viewpoint of obtaining the first component having the above viscosity. Further, it is preferable that the first component contains a portion containing (C), further contains (E) or (F), or the first component contains a portion containing (A) and (C), and has a viscosity of, for example, 23 ° C. A polyorganosiloxane of 1 to 500 cP is used as (A).

The second component is preferably a viscosity of from 1 to 100,000 cP at 23 ° C, more preferably from 100 to 100,000 cP, even more preferably from 500 to 50,000 cP, even more preferably from 1,000 to 50,000 cP, and from 3,000 to 20,000 cP. It is especially good. In such a range, the workability is improved, and the ductility at the time of coating is good, and the components contained in the first component and the second component are easily mixed at the time of bonding, and the reactivity is improved, and the curing time is further shortened. Also, (A) and (B) In the addition reaction, a large cross-linking structure is formed with a small number of reaction points, whereby the hardening time is further shortened, so that the molecular chain containing the polyorganosiloxane has a large viscosity, that is, the viscosity (A) is higher. good. From the viewpoint of obtaining such a second component, it is preferred to have a polyorganosiloxane having a high viscosity (for example, a viscosity of 30,000 to 100,000 cP at 23 ° C) and a low viscosity (for example, a viscosity of 50 to 1,000 cP at 23 ° C). A mixture of polyorganosiloxanes is used as (A). In the mixture of a polyorganosiloxane having a high viscosity and a polyorganosiloxane having a low viscosity, the amount of the polyorganosiloxane having a low viscosity is not particularly limited as long as it satisfies the above viscosity, and is, for example, high in viscosity. The polyorganosiloxane may be used in an amount of from 0.1 to 100 parts by weight per 100 parts by weight.

Polyorganism with a viscosity of 23 to 100,000 cP at 23 ° C In the mixture of a polyoxane having a viscosity of 50 to 500 cP and a viscosity of 50 to 500 cP, the amount of the polyorganosiloxane having a viscosity of 50 to 500 cP is not particularly limited as long as it satisfies the above viscosity, for example, relative It may be 0.1 to 1,000 parts by weight based on 100 parts by weight of the polyorganosiloxane having a viscosity of 1,000 to 100,000 cP. In the same manner, a polyorganosiloxane having a viscosity of 5,000 to 100,000 cP and a polyorganosiloxane having a viscosity of 50 to 1,000 cP at 23 ° C, the amount of polyorganosiloxane having a viscosity of 50 to 1,000 cP is relatively It may be 0.1 to 1,000 parts by weight based on 100 parts by weight of the polyorganosiloxane having a viscosity of 5,000 to 100,000 cP.

The composition can be obtained by contacting the first component with the second component. Hardened matter. The cured product of the composition has excellent transparency. The index of transparency is, for example, that the cured product of the composition has a transmittance of 50% or more. The penetration rate of the cured product of the composition is preferably 80 to 100%, 90 to 100% is better. The transmittance was measured at 400 nm and measured at a sample thickness of 180 μm. In general, in the hardened composition of the curable polyorganosiloxane composition, the transmittance of the cured product of the composition in the wavelength range of visible light (mainly 400 to 800 nm) is the minimum at 400 nm. . Further, in general, in the cured product of the curable polyorganosiloxane composition, if yellowing or white turbidity occurs, the transmittance of light having a shorter wavelength is lowered. Therefore, when the cured product of the composition has a transmittance of 400% or more at 400 nm, the cured product of the composition has a transmittance of 50% or more in the wavelength range of visible light, and the cured product of the composition has excellent transparency. Therefore, when the composition of the image display device has the base portion of the image display portion and the translucent protective portion, the composition is excellent in terms of visibility. Further, the yellowing index of the degree of discoloration of the cured product of the composition is not particularly limited, but is preferably 0.01 to 15 and more preferably 0.01 to 5.0. When the yellowing index is 15 or less, the cured product of the composition can be said to have less discoloration. Therefore, the composition of the image display device having the image display portion and the light-transmitting protective portion of the image display device can be used in the composition of the cured product having a yellowing index of 15 or less and having excellent transparency. More improvement.

The composition before hardening is preferably obtained by the steps 1A, 1B and 2B in the method for producing a laminate to be described later.

(substrate and bonding body with cured material)

The present invention is also directed to a substrate to which a cured product of a cured product of a composition is laminated on one substrate. Further, the present invention relates to a binder in which two substrates are subsequently contained in two substrates by a cured product of the composition.

In the composition before hardening, the hardenable portion can be relative to The surface of the substrate to which the curable portion is applied forms each of the curable portions in the vertical direction (縦 direction), and each of the curable portions may be formed in the parallel direction (lateral direction) with respect to the surface of the substrate to which the curable portion is applied. Even if a hardenable portion is formed in a direction parallel to the substrate, the hardening reaction is carried out by contacting (B) and (C) contained in the composition before curing. Further, when the curable portion is a laminate, the laminate layer may be formed in a vertical direction (縦 direction) with respect to the surface of the substrate to which the curable layer is applied, or may be parallel to the surface of the substrate to which the curable layer is applied. The direction (horizontal direction) is layered. Even if it is in parallel with the surface of the substrate to which the curable layer is applied, the hardening reaction is carried out by contacting (B) and (C) contained in the composition before curing.

In the hardened body, the composition before hardening is relative to the applicable When the surface of the substrate of the curable portion is a laminate in which the substrate is vertically stacked, the layer of the cured product in contact with the substrate corresponds to one of both ends of the laminate before the curing. Therefore, in the substrate with a cured product of the present invention, it is preferred that the composition before hardening is one of the two ends, and the layer containing the layers (B) and (A) or the layer containing the layer (C) is preferred. It is more preferable that the layered body containing the layer of (B) and (A) or the layer containing (C) is more preferable, and the layered body containing the layer of (C) at both ends is particularly preferable.

As the substrate, for example, aluminum, iron, zinc, copper, Metal such as magnesium alloy; epoxy resin, acrylic resin, ABS, PA, PBT, PC, PPS, SPS, etc.; and glass, image display device of cathode ray tube, liquid crystal, plasma, organic EL, etc. The base of the part and the protective part of the light transmission are preferred.

Thickness of hardened material in the substrate with hardened material, and The thickness of the cured product of the composition having the two substrates is not particularly limited. Preferably, it is preferably 2 to 2,000 μm, more preferably 2 to 1,000 μm, still more preferably 10 to 500 μm.

In the substrate with a hardened material, the hardened material of the composition The substrate is then. Further, a cured product of the composition in the substrate to which the cured material is attached is preferably used as the dam material. When the dam material is, for example, a package image display portion, it can be used as a frame for preventing the encapsulant from flowing out.

Further, it is preferable that the following body can be used.

The substrate with the cured material is preferably a cured product as described later. A method of producing a substrate is obtained. Further, the adhesive body is preferably obtained by a method for producing a laminate to be described later.

<Method for Producing a Substrate Containing Two Substrates Using a Curable Polyorganosiloxane Mixture Composition>

A method for producing a binder comprising two substrates using a curable polyorganosiloxane composition comprises: applying a curable polyorganosiloxane composition of the present invention to one substrate and then bonding the other base The first production method of the material and the second production method in which the two base materials are bonded to one of the curable polyorganosiloxane compositions of the present invention on the two substrates.

(first manufacturing method)

The first manufacturing method includes the above steps 1A to 2A.

Step 1A is a step of forming a portion selected from the group consisting of (B), a portion containing (B) and (A), a portion containing (C), and a portion containing (C) and (A). A step of forming a curable polyorganosiloxane composition before curing in two or more portions of the group formed.

2 or more parts, as long as in step 2A, hardening The (B) and (C) contacts of the sexual moiety are subjected to a hardening reaction to obtain a binder, and the shape thereof is not particularly limited, as described in the composition before the hardening. Further, the formation region of each portion in the substrate may be a hardening reaction after the contact of (B) and (C) in the curable portion in step 2A, and a binder may be obtained, and is not particularly limited, and may be formed on the substrate. One of the materials can also be formed on the entire surface of the substrate.

In step 1A, the formation means of each part is not special. It is defined, but it can be formed by coating of a hardenable portion. The coating method is not particularly limited as long as it can be applied to the position of the target surface to be coated with high precision, and the composition can be formed on the entire body, and examples thereof include a dispenser and a slit. A method of a slot die coater.

Coating on a substrate to apply a hardenable portion to a substrate One or the other. For example, the first component may be formed on a part of the substrate, and the second component may be formed in the region of the same substrate where the first component is not formed.

In step 1A, the amount of formation of each part is preferably included. All of them are as described above for the first component and the second component in the composition before hardening.

In step 1A, the viscosity of the first component at 23 ° C is 1 It is preferably 100,000 cP, more preferably 1 to 10,000 cP, still more preferably 1 to 1,000 cP, and even more preferably 1 to 500 cP. Further, the viscosity of the second component at 23 ° C is preferably from 1 to 100,000 cP, more preferably from 100 to 100,000 cP, even more preferably from 1,000 to 50,000 cP, still more preferably from 3,000 to 20,000 cP. When the viscosity of the first component and the second component is such that the workability is improved, the ductility during coating is good, and the components contained in the first component and the second component are easily mixed at the time of bonding, and the reactivity is improved, and the curing time is improved. Further shortened.

The total content of the first component and the total content of the second component are From the viewpoint of the temporary fixed time, the total weight of the first component: the total weight ratio of the second component may be 1:1,000 to 1,000:1, preferably 1:500 to 500:1, and 1:200 to 200: 1 is better, preferably from 1:2 to 1:100, and from 1:2 to 1:50.

For the step 1A, the step 1A-1: on one of the substrates The layer of the following area is selected from the group consisting of a layer containing (B), a layer containing (B) and (A), a layer containing (C), and a layer containing (C) and (A). The step of forming a laminate of the curable polyorganosiloxane composition is preferred. Further, in the step 1A, the step 1A-2 includes sequentially laminating the layer containing the layer (C), the layer containing the layers (B) and (A), and the layer containing the layer (C) on the succeeding surface of one of the substrates. a step of forming a layered body of a curable polyorganosiloxane composition in three layers, and 1A-3: sequentially layering layers (B) and (A) on a surface of a substrate, containing (C) The step of forming a layered body of the curable polyorganosiloxane composition having three layers of the layers (B) and (A) is more preferable. In the case of step 1A, 1A-2 is preferred.

The coating thickness of the first component and the second component is not limited Preferably, it is preferably from 1 to 1,000 μm, and more preferably from 1 to 500 μm from the viewpoint of the temporary fixed time. The coating thickness of the first component is preferably from 1 to 50 μm, more preferably from 2 to 30 μm, from the viewpoint of workability. Similarly, the coating thickness of the second component is 10 to 300 μm. Preferably, it is more preferably 20 to 200 μm.

Further, when a plurality of the first component and the second component are formed, the thickness of each layer of the thickness is applied as described above. For example, in step 1A-2, when the layer containing (C), the layer containing (B) and (A), and the layer containing (C) are sequentially formed, two layers containing (C) are formed. The coating thickness is independent of each other, preferably from 1 to 50 μm, more preferably from 2 to 30 μm; the coating thickness of the layer containing (B) and (A) is preferably from 1 to 500 μm, more preferably from 10 to 300 μm. good.

Coating thickness of the first component and coating thickness of the second component The ratio is not particularly limited, but is preferably 1:1,000 to 1,000:1, more preferably 1:500 to 500:1, still more preferably 1:200 to 200:1, and 1:2 to 1 : 100 is especially good, especially from 1:2 to 1:50.

The total thickness of the coating thickness of the first component and the second component is The viewpoint of transparency is preferably 2 to 2000 μm, more preferably 2 to 1000 μm, and particularly preferably 10 to 500 μm.

a part containing (C) and a part containing (C) and (A) The (C) and other components which are further blended as needed can be prepared by uniform kneading by a mixing device such as a universal kneader or a kneader. Further, the portion containing (B) and the portion containing (B) and (A) can be prepared in the same manner as the first component by using (B) and other components which are further blended as needed.

Step 2A is to laminate the other substrate and pass the hardening polymerization. The step of adhering the organic siloxane composition to the substrates. By the step 2A, the adherend produced by the first production method can be obtained.

The method of bonding the substrates to each other is not particularly limited, but may be For example, a method of bonding under vacuum and a method of bonding under atmospheric pressure. also, In the present invention, (C) which is present in the first component and which is in contact with (B) which is present in the second component is cured in an amount of from 1 second to 30 minutes, and the adhesive force can be exhibited. The hardening time is preferably from 1 second to 20 minutes, more preferably from 1 second to 15 minutes. Therefore, step 2A must be performed within 1 second to 30 minutes after step 1A, but steps 1A and 2A can be performed in successive steps.

(Second manufacturing method)

The second manufacturing method of the present invention includes steps 1B to 3B.

Step 1B is formed on the surface of the substrate to be selected from the portion containing (B), the portion containing (B) and (A), the portion containing (C), and the portion containing (C) and (A). The step of two or more parts in the group formed.

The two or more portions obtained in the step 1B are composed of the two or more portions obtained in the step 1B and the one or more portions obtained in the step 2B, which are components of the curable polyorganosiloxane composition of the present invention. However, it is not particularly limited. Further, the composition of the two or more portions obtained in the step 1B may be the composition of the curable polyorganosiloxane composition of the present invention.

In step 1B, the portion formed includes the preferred one, as described in step 1A. In step 1B, the portions are preferably formed in layers. Therefore, step 1B is preferably step 1B-1: forming a layer selected from the group consisting of (B), the layer containing (B) and (A), the layer containing (C), and The step of forming a layered body by including two or more layers in the group consisting of the layers (C) and (A).

Step 2B is formed on the surface of the other substrate to be selected from the portion containing (B), the portion containing (B) and (A), the portion containing (C), and the inclusion of (C) and (A). One or more parts of the group The steps of the points.

In step 2B, the formed portion contains the preferred ones as described in step 1A.

In step 2B, the portions are preferably formed in layers. Therefore, step 2B is preferably step 2B-1: forming a layer selected from the group consisting of (B), the layer containing (B) and (A), and the layer containing (C) on the surface of the other substrate. And a step of forming a layered body by including one or more layers of the group consisting of the layers (C) and (A).

In the second manufacturing method, the contact between (C) and (B) at the time of bonding is From the viewpoint of rapid hardening, it is preferable that the portion formed on the succeeding surface of one of the substrates in the step 1B and the portion formed on the succeeding surface of the other substrate in the step 2B preferably contain (C). And a part comprising (B) and (A), a part comprising (C) and (A) and a part comprising (B), and a part and inclusion comprising (C) and (A) ( Groups of parts B) and (A). That is, the group formed at the end of step 1B and the group formed at the end of step 2B are preferably the above groups.

Further, in the second manufacturing method, the steps are obtained in a small number of steps. Steps 1B and 2B are preferably steps 1B-2 and 2B-2, and steps 1B-3 and 2B-3. Here, the step 1B-2 is a step of including the layer of (C) in the succeeding area layer of one of the base materials, and then laminating the layers of (B) and (A) to obtain a laminated body. Step 2B-2 is a step of obtaining a layered body by including a layer of (C) in the succeeding area layer of the other substrate. Step 1B-3 is a step of including the layers of (B) and (A) in the succeeding area layer of one of the base materials, and then laminating the layer containing (C) to obtain a laminated body. Step 2B-3 The step of obtaining the layered body by including the layers of (B) and (A) in the succeeding area layer of the other substrate.

For example, in step 2B-2, the layer contains the layer of (C), When the layer containing (B) and (A) is laminated, the coating thickness of the layer containing (C) is preferably 0.1 to 50 μm, more preferably 0.1 to 30 μm, and (B) and (A) are contained. The coating thickness of the layer is preferably from 1 to 500 μm, more preferably from 10 to 300. Further, in the step 2B-2, when the layer of the (C) layer of the other substrate is contained, the coating thickness of the layer containing (C) is preferably 0.1 to 50 μm, more preferably 0.1 to 30 μm. good.

Step 3B is the passage of two or more parts obtained in step 1B. And the step of bonding the substrates obtained in the steps 1B and 2B to each other in one or more portions obtained in the step 2B. By the step 3B, the adherend produced by the second manufacturing method of the present invention can be obtained.

The step of bringing the substrates in step 3B into contact with each other, preferably, is as described in step 2A.

In the first and second production methods, the substrates are bonded to each other and cured, and the subsequent steps may be followed by a step of heating at a temperature of 50 to 80 ° C as the case may be. Thereby, the hardening can be further promoted, and the force is further increased. The heating time can be suitably set, but can be, for example, 0.1 minute to 3 hours.

The first and second manufacturing methods are applicable to a method of manufacturing an image display device. In other words, in the first and second manufacturing methods, it is preferable that the substrate is an image display device having a base portion of the image display portion, and the other substrate is a light-transmitting protective portion of the image display device. It is an image display device. Moreover, in the above preferred manufacturing method, the base of the image display unit is on demand It is also possible to set the height difference at the outer peripheral edge portion to prevent the composition flow.

Image display device obtained by the manufacturing method of the present invention Specifically, for example, the image display device is a large (50 to 100 inch) plasma panel display or the like, or the image display device is a small (less than 1 to 50 inch) mobile phone or the like. Moreover, these image display devices may also include a touch sensor.

<Method for Producing Substrate with Cured Material Using Curable Polyorganosiloxane Mixture Composition>

The present invention is also directed to a method of producing a substrate to which a cured product is attached. The method for producing a cured substrate of the present invention comprises: Step 1C: forming a portion selected from the group containing (B), containing the portion (B) and (A), and containing the portion (C), on the substrate, And a step of forming a curable polyorganosiloxane composition before curing by forming two or more portions of the group consisting of the portions (C) and (A).

By hardening the hardenable polyorganosiloxane composition before curing obtained in the step 1C, a substrate to which the cured product is obtained can be obtained. Again, the conditions in step 1C are as described in step 1A.

Further, in the first and second production methods, a cured polyorganosiloxane composition can be used in one of the adhesion faces to produce a laminate. Further, a curable polyorganosiloxane composition may be used in one part of the surface to be coated, and a residual portion may be used as an adhesive having a composition different from that of the composition (for example, a one-component polyorganosiloxane having a low reactivity) The alkane composition is an adhesive) to produce a binder. The curable polyorganosiloxane composition of the present invention contains the viewpoint of uniformity of properties such as optical properties or adhesion of the obtained cured product. (A) and (B) and an alkenyl group-containing polyorganosiloxane and a polyorganohydroquinone which are contained in an adhesive different from the composition of the composition, preferably the former (A) and The latter alkenyl group-containing polyorganosiloxane is the same, the former (B) is the same as the latter polyorganohydroquinone.

Moreover, the present invention is also related to the above manufacturing method. The composition used. Specifically, the composition of the present invention is an adhesive for bonding two substrates, and can be used as an adhesive for bonding the two substrates of the above steps 1A to 2A. Here, steps 1A and 2A, including the preferred ones, are as described above. Further, the composition of the present invention is an adhesive for bonding two substrates, and can be used as an adhesive for bonding the two substrates of the above steps 1B to 3B. Here, steps 1B to 3B, including the preferred ones, are as described above. Thus, the composition of the present invention can be used as an adhesive for bonding various substrates. The composition of the present invention is preferably used for bonding an adhesive of a base portion of an image display portion of an image display device such as a cathode ray tube, a liquid crystal, a plasma, or an organic EL to a light-transmitting protective portion.

In the composition, it exists in the first component (C) and exists After the contact of (B) of the second component, it is hardened at room temperature (for example, 20 to 25 ° C) to exert an adhesive force. That is, the composition allows the first component and the second component to be directly stored in separate containers, and can be hardened by contact with each other during use. Moreover, since the composition contains (A), the group of the first component and the second component excludes the portion containing the component (C) and the component containing the component (B).

[Examples]

Next, examples and comparative examples will be given, and further details will be given. The invention is illustrated. However, the invention is not limited by the embodiments. The components shown in Tables 1 to 3 were mixed, and the components composed of the first component and the second component of the examples and the comparative examples were prepared.

The components used are as follows.

A1: Polymethylvinyl decane consisting of dimethyl methoxy siloxane units at both ends and a dimethyl methoxy siloxane unit in the middle unit (viscosity of 82,000 cP at 23 ° C)

A2: polymethylvinyl fluorene (blocky at 420 cP) composed of dimethyl methoxide units and dimethyl methoxy siloxane units at the ends.

A3: Polymethylvinyl decane consisting of dimethyl methoxide units at the two ends and a dimethyl methoxy siloxane unit in the middle unit (viscosity of 15 cP at 23 ° C)

B1: The average unit formula is [H(CH ₃ ) ₂ SiO _1/2 ] ₈ [SiO _4/2 ] ₄ (hydrogen amount: 1.05 wt%)

B2: Polymethylhydroquinone (blocky at 20 ° C) composed of dimethyl hydrooxane units and an intermediate unit of dimethyl methoxy olefin units at both ends

C: The chloroplatinic acid and 1,3-divinyl-1,1,3,3-tetramethyldioxane are heated at a molar ratio of 1:4, and the platinum content is 4.91% by weight. Compound.

E1: Polymethyl oxirane composed of a dimethyl methoxyoxane unit at both ends and a dimethyl methoxy siloxane unit at the end (viscosity of 100 cP at 23 ° C)

F1: 3-methacryloxypropyltrimethoxydecane

<Examples 1 to 14, Comparative Examples 1 to 4>

The evaluation of physical properties was carried out as follows.

(1) Viscosity

The viscosity at 23 ° C was measured using a rotational viscometer (Bismetron VDA-L) (manufactured by Shibaura Systems Co., Ltd.).

(2) Temporary fixed time (Examples 1 to 12, Comparative Examples 1 to 4)

Two parallel plates (thickness: 1 mm, diameter: 25 mm, made of aluminum) were used as the substrate. The first component is applied to the total thickness of the first component, and the first component is applied to the total thickness of the first component. Then, the second component is applied to the second substrate to which the first component is applied so that the second component is applied to the coating thickness. After the second component is applied to the second substrate, the first substrate and the second substrate are passed through the first component and the second component, and the total thickness of the first component and the second component is 180 μm. A laminate of the first substrate and the second substrate is obtained. Immediately after the obtained bonded body was obtained, the measurement of the temporary fixation time was started.

The measurement of the temporary fixed time was carried out at 25 ° C at a frequency of 10 Hz and a deformation of 2% using a viscosity measuring device (ARES manufactured by TA Instrument Japan Co., Ltd.). The time during which the storage inertness rate reaches 150 Pa is set as a temporary fixed time.

(Examples 13 to 14)

Use two parallel plates (thickness 1mm, diameter 25mm, aluminum) As a substrate. The first component is applied to the total thickness of the first component, and the second component is applied to the total thickness of the second component as the coating thickness of the second component. The first base material and the second base material are passed through the first component and the second component, and the total thickness of the first component and the second component is 180 μm, thereby obtaining a bonded body of the first base material and the second base material. . Immediately after the obtained bonded body was obtained, the measurement of the temporary fixation time was started. The measurement of the temporary fixed time is the same as described above.

(3) Yellowing index (Examples 1 to 12, Comparative Examples 1 to 4)

Two sheets (5 cm × 5 cm × 1 mm thick) of a glass plate were used as the substrate. The entire composition of the first component and the entire surface of the second substrate are applied in an amount to be the thickness of the first component coating. Then, the second component is applied to the first substrate coated with the first component in an amount to be applied to the thickness of the second component. Immediately after applying the second component to the first substrate, the first substrate and the second substrate are placed on the spacer of the substrate in advance at 25 ° C, and the total thickness of the first component and the second component is In the form of 180 μm, the first component and the second component are bonded together to obtain a bonded body of the first substrate and the second substrate. The bonded body was heat-treated at 25 ° C for 30 minutes, heat-treated at 70 ° C for 30 minutes, and the cured product of the first component and the second component was passed through to obtain a first substrate and a second substrate. After returning the adherend to a state of 25 ° C, the yellowing index of the discoloration degree index was measured. The yellowing index was measured using a spectrophotometer (CM-3500d manufactured by Minolta).

(Examples 13 to 14)

Two sheets (5 cm × 5 cm × 1 mm thick) of a glass plate were used as the substrate. Make the first The first component is applied to the entire thickness of the first substrate in an amount to be applied as the thickness of the first component, and the second component is applied to the entire thickness of the second substrate in an amount to be applied as the thickness of the second component. At 25 ° C, the second substrate is bonded to the first substrate so that the first substrate and the second component have a total thickness of 180 μm, and the first substrate is obtained. And a bonding body of the second substrate. The bonded body was heat-treated at 25 ° C for 30 minutes, heat-treated at 70 ° C for 30 minutes, and the cured product of the first component and the second component was passed through to obtain a first substrate and a second substrate. After the adherend was returned to a state of 25 ° C, the yellowing index was measured. The yellowing index is determined in the same manner as described above.

(4) penetration rate

With respect to Examples 1 to 14 and Comparative Examples 1 to 4, a laminate was produced in the same manner as in the above "(3) Yellowing Index". For the adherend, a transmittance at a wavelength of 400 nm as an index of transparency was measured using a spectroscopic tester (CM-3500d manufactured by Minolta Co., Ltd.).

The results are organized in a table. Further, in the measurement of the yellowing index and the transmittance, the thickness of the cured product of the first component and the second component, that is, the thickness of the cured product of the curable polyorganosiloxane composition is 180 μm.

In the examples, it was found that any of the first component and the second component showed excellent rapid hardenability. From this, according to the present invention, it is not necessary to use a special device such as a radiation or a heating device in the hardening reaction, and members which are not penetrated by ultraviolet rays or members which lack heat resistance can be attached and are not affected by external environment such as moisture. Hardenable reaction, can be made to contain A bond of two substrates. Further, the comparative example hardenable polyorganosiloxane composition does not satisfy the requirements of the present invention. The cured product of Comparative Example 2 had a low transmittance and was inferior in transparency. Further, the cured product of Comparative Example 2 had a high yellowing index and marked discoloration. Further, Comparative Examples 1, 3 and 4 were passed for 30 minutes or more until the curability and the adhesion were exhibited.

[Industry use possibility]

The cured product of the curable polyorganosiloxane composition of the present invention and the method for producing the adhesive using the curable polyorganosiloxane composition can be used for various substrates, especially cathode ray tubes, liquid crystals, An image display device such as a plasma or an organic EL has a base portion of an image display portion and a light-transmitting protective portion.

Claims (17)

A cured product of a curable polyorganosiloxane composition comprising: (A) an alkenyl group-containing polyorganosiloxane having two or more alkenyl groups in a molecule; (B) having two or more bonds in a molecule Vi _a hydrogen atom with respect to the number (a) of the alkenyl groups, bonded to (B) of the silicon atom; a hydrogen atom at the junction of the silicon atoms in silicon polyorganohydrogen siloxane; and (C) a platinum-based catalyst The ratio of the number H _B is from 0.5 to 100, and in the case of a platinum-based metal atom, (C) is from 0.5 to 1,000 ppm; wherein the composition before hardening comprises a portion selected from the group containing (B), containing (B) and Part of (A), part containing (C), and two or more of the group consisting of (C) and (A). The cured product of the curable polyorganosiloxane composition according to claim 1, wherein the composition before hardening comprises a layer selected from the group consisting of (B), and (B) and (A) Layer, layer containing (C), and layer containing (C) and (A) Two or more layers of the formed group. The cured product of the curable polyorganosiloxane composition according to claim 1 or 2, wherein the composition before hardening comprises a layer selected from the group consisting of (B), containing (B) and A layer of A), a layer containing (C), and a laminate of three or more layers including the layers of (C) and (A). The cured product according to any one of claims 1 to 3, wherein the composition before hardening is a laminate comprising a layer of (B) and (A) and an interlayer of (C). The cured product according to any one of claims 1 to 4, wherein the composition before hardening is a laminate having a layer containing (C) at both ends. The cured product according to any one of claims 1 to 4, wherein the composition before hardening is a laminate having layers including (B) and (A) at both ends. A cured substrate comprising a cured product according to any one of claims 1 to 6 on a substrate. An adhesive body comprising two substrates, which is passed through the scope of the patent application The hardened material according to any one of items 1 to 6 is followed by two substrates. A method for producing a binder comprising two substrates, wherein the binder system comprises a curable polyorganosiloxane composition, and the curable polyorganosiloxane composition comprises: (A) two molecules in the molecule An alkenyl group-containing polyorganosiloxane having the above alkenyl group; (B) a polyorganohydrohalooxane having two or more hydrogen atoms bonded to a deuterium atom in the molecule; and (C) a platinum-based catalyst; The number of alkenyl groups (A), Vi _A , the ratio of the number of hydrogen atoms bonded to the atom of (B), H _B , is from 0.5 to 100, and in the case of platinum-based metal atoms, (C) is from 0.5 to 1,000. Ppm; the manufacturing method comprises the following steps: Step 1A: forming a portion selected from the group containing (B), containing (B) and (A), containing (C), and containing a step of forming a hardened polyorganosiloxane composition before curing by forming two or more of the groups consisting of parts C) and (A); and step 2A: laminating the other substrate to pass the hardenability The polyorganosiloxane composition is a step of bonding the substrates to each other. The manufacturing method according to claim 9, wherein the step 1A is the step 1A-1: the surface of the substrate is selected from the layer containing the layer (B), and the layer (B) and (A) are contained. The layer, the layer containing (C), and the layer containing the layers of (C) and (A) are two or more layers to form a hard A step of laminating a polyorganosiloxane composition. The manufacturing method according to claim 9, wherein the step 1A is the step 1A-2: the layer containing the layer (C) and the layers (B) and (A) are sequentially laminated on the surface of the substrate of one of the substrates. The layer and the three layers containing the layer (C) form a layered body of the curable polyorganosiloxane composition. The manufacturing method according to claim 9, wherein the step 1A is the step 1A-3: layer (B) and (A) are sequentially laminated on the surface to be joined of one of the substrates, and (C) is contained. The layer and the three layers including the layers of (B) and (A) form a layered body of the curable polyorganosiloxane composition. A method for producing a binder comprising two substrates, wherein the binder system comprises a curable polyorganosiloxane composition, and the curable polyorganosiloxane composition comprises: (A) two molecules in the molecule An alkenyl group-containing polyorganosiloxane having the above alkenyl group; (B) a polyorganohydrohalooxane having two or more hydrogen atoms bonded to a deuterium atom in the molecule; and (C) a platinum-based catalyst; The number of alkenyl groups (A), Vi _A , the ratio of the number of hydrogen atoms bonded to the atom of (B), H _B , is from 0.5 to 100, and in the case of platinum-based metal atoms, (C) is from 0.5 to 1,000. The manufacturing method includes the step 1B of forming a portion selected from the group containing (B), the portion containing (B) and (A), the portion containing (C), and containing (C) on the surface to be bonded of one of the substrates. And a step of two or more of the groups consisting of the parts of (A); and the step 2B: forming the selected surface of the other substrate from the surface containing (B), containing (B) and a part of A), a part containing (C), and a part containing one or more of the groups consisting of (C) and (A); and Step 3B: two or more obtained by the step 1B And a step of bonding the substrates obtained in the step 1B and the step 2B to each other in part and the one or more portions obtained in the step 2B; the portion obtained in the step 1B and the combined portion of the portion obtained in the step 2B are the curable polyorganoindene The composition of the oxyalkylene composition. The manufacturing method according to claim 13, wherein the step 1B is the step 1B-1: forming a layer selected from the group consisting of (B), containing (B) and (A) a layer, a layer containing (C), and a layer containing two or more layers of the layers (C) and (A) to form a layered body; and Step 2B is a step 2B-1: The surface of the base material of one of the substrates is formed of a layer containing (B), a layer containing (B) and (A), a layer containing (C), and a layer containing (C) and (A). A step of forming a layered body by forming one or more layers in the group. The manufacturing method according to claim 13 or 14, wherein the step 1B is the step 1B-2: the layer of the layer (C) is laminated on the surface of the substrate, and then the layer contains (B) and a layer of A), and the step of obtaining a layered body; Step 2B is a step 2B-2: a step of laminating the layer containing (C) on the succeeding surface of the other substrate to obtain a laminate. The manufacturing method according to claim 13 or 14, wherein the step 1B is the step 1B-3: the layer of the substrate (B) and (A) is laminated on the surface of the substrate, and then the layer is contained ( Step CB: Step 2B-3: Step 2B-3: a step of laminating the layers of (B) and (A) on the succeeding surface of the other substrate to obtain a laminate. The manufacturing method according to any one of claims 9 to 16, wherein one of the base materials is a base portion having an image display portion of the image display device, and the other substrate is an image display device. The translucent protective portion is followed by an image display device.