TW202003702A - Ultraviolet-curable liquid organopolysiloxane composition for image display device, curing method for same, adhesion method for image display device member, and image display device - Google Patents

Abstract

The present invention is an ultraviolet-curable liquid silicone composition for an image display device, said composition comprising: (A) an organopolysiloxane which has a viscosity of 50-100,000 mPa·s and contains at least two alkenyl groups per molecule; (B) a linear organohydrogenpolysiloxane having an Si-H group only at both ends of the molecular chain, or a mixture of an organohydrogenpolysiloxane having at least two Si-H groups per molecule and a linear organohydrogenpolysiloxane having an Si-H group only at one end and/or only at both ends of the molecular chain; and (C) a photoactivated catalyst selected from platinum complexes having a cyclic diene compound as a ligand. Said ultraviolet-curable liquid silicone composition has a viscosity of 10-120,000 mPa·s. This provides an ultraviolet-curable liquid silicone composition for an image display device, said composition being curable in a short time at 100 DEG C or less and having mechanical and optical characteristics that provide a satisfactory cured product.

Description

Ultraviolet curing type liquid organic polysiloxane composition for image display device, curing method thereof, method for bonding image display device components, and image display device

The present invention relates to an ultraviolet curing liquid organic polysiloxane composition for an image display device. In particular, the present invention relates to an ultraviolet curing liquid organic polysiloxane composition for an image display device, a curing method thereof, A method for bonding image display device members and an image display device obtained by using the aforementioned composition, which can be cured in a short time even at a relatively low temperature after irradiating ultraviolet rays to liquid silicone.

As a binder for general image display devices, a composition is known that contains a photoinitiator that can be activated by irradiation with ultraviolet rays, and has a polymer having an acrylic group with excellent reactivity as a main component. This composition has the advantage that it can be instantaneously cured by ultraviolet irradiation for several seconds to several minutes. On the other hand, in the touch panel device, there is a light-shielding portion derived from the support, and it has the disadvantage that the curing failure occurs under the light-shielding portion, or it becomes more necessary to irradiate ultraviolet rays from the side to increase the number of steps.

As a method for solving the above-mentioned problem of hardening of the light-shielding portion, the development of an adhesive in the form of an addition-hardened image display device has become active.

Patent Document 1 describes a curable silicone composition suitable for manufacturing an image display device in an addition-hardening form. However, this composition must be hardened by heating, and is not suitable for the case where curing is to be performed at room temperature without applying heat to the substrate. On the other hand, there are reports on an addition hardening type material that uses ultraviolet irradiation as the triggering mechanism for addition hardening rather than heating. This addition-hardening type material uses a photoactive platinum complex as a curing catalyst. As long as the ultraviolet irradiation is not performed, the curing reaction will not be actively initiated, so it can also be stored under shading.

Further, a material has also been reported that is highly hardenable and can be hardened at room temperature. Patent Document 2 discloses an invention concerning a silicon-oxygen composition, which can rapidly harden at room temperature and has self-adhesiveness, and is characterized by blending a large amount of hydrogen silane. However, it is known that if there is a large amount of hydrosilyl groups with respect to the vinyl group in the addition-hardening silicone material, as a side reaction with respect to the crosslinking reaction, a dehydrogenation reaction caused by the platinum catalyst will occur. As a result, foaming may occur in the resin, so it can be said that it is not suitable as a material for image display devices.

Patent Document 3 proposes a composition that can suppress the generation of the above-mentioned bubbles and can also be hardened at room temperature. However, the bis(acetylacetone)platinum(II) used in this material system has a slow curing rate at room temperature and is not practical. [Prior Technical Literature] (Patent Literature)

Patent Document 1: Japanese Patent No. 5920766 Patent Document 2: Japanese Patent No. 5611641 Patent Document 3: Japanese Patent No. 5811117

[Problems to be solved by the invention] The present invention has been completed in view of the above circumstances, and an object of the present invention is to provide an ultraviolet curing liquid silicone composition for an image display device, which can be in a few minutes to several tens of minutes under a mild temperature condition of 100°C or less It hardens in minutes, and a hardened product with good mechanical properties and optical properties can be obtained. In addition, an object of the present invention is to provide a method for curing the aforementioned composition, a method for bonding the members of the image display device using the aforementioned composition, and an image display device obtained using the aforementioned composition. [Technical means to solve the problem]

In order to solve the above problems, the present invention provides an ultraviolet curing liquid silicone composition for an image display device, which comprises: (A) Organopolysiloxane, whose viscosity at 25°C is 50-100000 mPa·s, and contains at least 2 alkenyl groups in one molecule; (B) Organic hydrogen polysiloxane, which is a straight-chain organic hydrogen polysiloxane having a hydrogen atom (SiH group) directly bonded to a silicon atom only at the ends of both sides of the molecular chain, or one molecule In the organic hydrogen polysiloxane having at least 2 SiH groups, the linear organic hydrogen polysiloxane having SiH groups only at one end of the molecular chain and/or only at the ends of both sides of the molecular chain For a mixture of linear organic hydrogen polysiloxanes with SiH groups, the amount of (B) component is such that [Number of Si-H groups]/[Number of alkenyl groups] in the composition = 0.5 to 2.5 Amount; and, (C) Photoactive hydrosilation catalyst, which is selected from the group consisting of (1,5-cyclooctadienyl)diphenylplatinum complex, (1,5-cyclo Octadienyl) dipropyl platinum complex, (2,5-norbornadiene) dimethyl platinum complex, (2,5-norbornadiene) diphenyl platinum complex, ( Cyclopentadienyl) dimethylplatinum complex, (methylcyclopentadienyl) diethylplatinum complex, (trimethylsilylcyclopentadienyl) diphenylplatinum complex , (Methylcyclooct-1,5-dienyl) diethylplatinum complex, (cyclopentadienyl) trimethylplatinum complex, (cyclopentadienyl)ethyldimethyl Platinum complex, (cyclopentadienyl) acetoyldimethyl platinum complex, (methylcyclopentadienyl) trimethylplatinum complex, (methylcyclopentadienyl) tri Hexylplatinum complex, (trimethylsilylcyclopentadienyl)trimethylplatinum complex, (dimethylphenylsilylcyclopentadienyl)triphenylplatinum complex, and ( Cyclopentadienyl) dimethyltrimethylsilylmethyl platinum complex; the amount of the (C) component is relative to the total mass of the (A) component and (B) component, and is achieved by the mass of platinum The amount of 0.1～1000ppm; In addition, the viscosity of the composition at 25°C is 10 to 120,000 mPa·s.

According to the above-mentioned ultraviolet curing liquid silicone composition for an image display device, it can be cured within a few minutes to several tens of minutes under a mild temperature condition of 100°C or less, and can obtain a hardening with good mechanical properties and optical properties Thing. In particular, even at room temperature, the curing can be performed in a short time of several minutes to several hours, and the hardness changes little after the heat resistance test and the hardness can be kept low, thereby suppressing the stress on the image display device.

Further, it is preferable that the component (B) contains an organic hydrogen polysiloxane having an epoxy group, acryloxy group, methacryloxy group, alkoxysilyl group or bisphenol skeleton.

If the component (B) is used, the adhesiveness is excellent, which is preferable.

Furthermore, the present invention provides a method for curing an ultraviolet curing liquid silicone composition for an image display device, which is a method for curing the ultraviolet curing liquid silicone composition for an image display device described above. After irradiating ultraviolet rays to the above-mentioned image display device with an ultraviolet-curing liquid silicone composition, it is cured at 40°C or lower.

Moreover, the present invention also provides a method for curing an ultraviolet curing liquid silicone composition for an image display device, which is a method for curing the ultraviolet curing liquid silicone composition for an image display device described above, and the curing method is characterized by After irradiating ultraviolet rays to the ultraviolet curable liquid silicone composition of the image display device, it is cured at a temperature of 100° C. or less within 30 minutes.

According to the curing method of the ultraviolet curing liquid silicone composition for an image display device of the present invention, even at a low temperature below 100°C, especially at room temperature, it can be cured in a short time of several minutes to several hours. After the heat resistance test, the hardness changes little and the hardness can be kept low to perform hardening.

Further, there is provided a method of bonding image display device components, which is a method of bonding two or more image display device components via an ultraviolet curing liquid silicone composition of the image display device of the present invention. It includes the following steps: the coating step is to coat the image display device with at least one image display device member using an ultraviolet curing liquid silicone composition; the bonding step is to pass the image with fluidity The display device uses an ultraviolet curing liquid silicon oxide composition to laminate other image display device components; and, the ultraviolet irradiation step is to irradiate ultraviolet light to the image display device using an ultraviolet curing liquid silicon oxide composition.

In this case, the ultraviolet irradiation step can be performed after the coating step and before the bonding step, or the ultraviolet irradiation step can be performed after the coating step and after the bonding step.

Further, preferably, in the ultraviolet irradiation step, ultraviolet rays are irradiated so as to penetrate the member of the image display device.

In this case, it can be set that after the ultraviolet irradiation step, a curing step is further included: at 40° C. or lower, the ultraviolet curing liquid silicone composition is hardened; or, it can be set after the ultraviolet irradiation step It further includes the following hardening step: the hardening of the ultraviolet-curing liquid silicone composition is performed under conditions of 100° C. or less within 30 minutes.

According to the bonding method of the present invention, the stress on the image display device can be suppressed, and the bonding of the members can be performed at a low temperature in a short time.

Furthermore, there is further provided an image display device having the cured product of the ultraviolet curable liquid silicone composition for the image display device.

At this time, it is preferable that the hardness of the cured product of the ultraviolet-curing liquid silicone composition for image display device is a hardness measured by an A-type hardness tester at 23° C. of 20 or less, or 23° C. At that time, the hardness measured by the OO hardness tester was 70 or less.

According to the image display device of the present invention, it is possible to provide an image display device with good visibility. [Efficacy of invention]

As described above, the curable silicone composition of the present invention can be cured in a short period of several minutes to several hours even at a low temperature below 100°C, especially room temperature, and the hardness after a heat resistance test The change is small and the hardness can be kept low, so that the stress on the image display device can be suppressed. In addition, the hardening method of the present invention can perform hardening in a short time of several minutes to several hours even at a low temperature of 100°C or lower, especially room temperature, and the hardness changes little after the heat resistance test and can maintain low hardness. Hardening is carried out, so it is useful for bonding of optical devices or displays, especially flat plates. Furthermore, according to the method for bonding the components of the image display device of the present invention, the stress on the image display device can be suppressed, and the bonding of the components can be performed, thereby providing an image display device with good visibility.

As described above, it is required to develop an ultraviolet curing liquid silicone composition for an image display device, which can be cured within a few minutes to several tens of minutes under mild temperature conditions of 100°C or less, and can obtain a machine Hardened product with good characteristics and optical characteristics.

The present inventor has repeatedly concentrated on the above problems and found that an ultraviolet curing liquid silicone composition for an image display device includes: (A) an organic polysiloxane with a viscosity of 50-100000 mPa·s, and a The molecule contains at least 2 alkenyl groups; (B) Straight-chain organic hydrogen polysiloxane having SiH groups only at the ends of both sides of the molecular chain, or organic hydrogen polysilicon having at least 2 SiH groups in one molecule Oxyalkylene and linear organic hydrogen polysiloxane having SiH groups only at one end of the molecular chain and/or linear organic hydrogen polysiloxane having SiH groups only at both ends of the molecular chain A mixture of; and, (C) a photoactive catalyst selected from platinum complexes having a cyclic diene compound in the ligand; and, the viscosity of the composition is 10 to 120000 mPa·s; according to the image display The ultraviolet-curing liquid silicon-oxygen composition for the device can solve the above-mentioned problems and complete the present invention.

That is, the present invention is an ultraviolet curing liquid silicon oxide composition for image display devices, which includes: (A) Organopolysiloxane, whose viscosity at 25°C is 50-100000 mPa·s, and contains at least 2 alkenyl groups in one molecule; (B) Organic hydrogen polysiloxane, which is a straight-chain organic hydrogen polysiloxane having a hydrogen atom (SiH group) directly bonded to a silicon atom only at the ends of both sides of the molecular chain, or one molecule In the organic hydrogen polysiloxane having at least 2 SiH groups, the linear organic hydrogen polysiloxane having SiH groups only at one end of the molecular chain and/or only at the ends of both sides of the molecular chain For a mixture of linear organic hydrogen polysiloxanes with SiH groups, the amount of (B) component is such that [Number of Si-H groups]/[Number of alkenyl groups] in the composition = 0.5 to 2.5 Amount; and, (C) Photoactive hydrosilation catalyst, which is selected from the group consisting of (1,5-cyclooctadienyl)diphenylplatinum complex, (1,5-cyclo Octadienyl) dipropyl platinum complex, (2,5-norbornadiene) dimethyl platinum complex, (2,5-norbornadiene) diphenyl platinum complex, ( Cyclopentadienyl) dimethylplatinum complex, (methylcyclopentadienyl) diethylplatinum complex, (trimethylsilylcyclopentadienyl) diphenylplatinum complex , (Methylcyclooct-1,5-dienyl) diethylplatinum complex, (cyclopentadienyl) trimethylplatinum complex, (cyclopentadienyl)ethyldimethyl Platinum complex, (cyclopentadienyl) acetoyldimethyl platinum complex, (methylcyclopentadienyl) trimethylplatinum complex, (methylcyclopentadienyl) tri Hexylplatinum complex, (trimethylsilylcyclopentadienyl)trimethylplatinum complex, (dimethylphenylsilylcyclopentadienyl)triphenylplatinum complex, and ( Cyclopentadienyl) dimethyltrimethylsilylmethyl platinum complex; the amount of the (C) component is relative to the total mass of the (A) component and (B) component, and is achieved by the mass of platinum The amount of 0.1～1000ppm; In addition, the viscosity of the composition at 25°C is 10 to 120,000 mPa·s.

Hereinafter, the present invention will be described in detail. The ultraviolet curing liquid silicone composition for an image display device of the present invention contains the following components (A) to (C).

[(A) ingredient] (A) The component organic polysiloxane contains at least 2, preferably 2 to 6 alkenyl groups bonded to silicon atoms in one molecule (hereinafter referred to as "alkenyl groups bonded to silicon atoms" "). The aforementioned alkenyl group bonded to a silicon atom preferably has 2 to 8 carbon atoms, and more preferably 2 to 4. Specific examples thereof include vinyl, allyl, butenyl, pentenyl, hexenyl, heptenyl and the like; particularly preferably vinyl.

Examples of the organic group other than the above alkenyl group bonded to the silicon atom include a monovalent hydrocarbon group having 1 to 10 carbon atoms which are unsubstituted or substituted and having no aliphatic unsaturated bond, specifically, Exemplary: linear alkyl, branched alkyl, cyclic alkyl, aryl, aralkyl, halogenated alkyl, etc. Preferred examples of the linear alkyl group include a linear alkyl group having 1 to 10 carbon atoms such as methyl, ethyl, propyl, hexyl, octyl, and decyl; more preferably carbon Linear alkyl groups having 1 to 6 atoms. Preferred examples of the branched alkyl group include isopropyl, isobutyl, tertiary butyl, 2-ethylhexyl and the like having 1 to 10 carbon atoms; more preferred It is a branched alkyl group having 1 to 6 carbon atoms. Preferred examples of the cyclic alkyl group include cycloalkyl groups having 3 to 10 carbon atoms, such as cyclopentyl and cyclohexyl. Preferred examples of the aryl group include aryl groups having 6 to 10 carbon atoms such as phenyl and tolyl. Preferred examples of the aralkyl group include aralkyl groups having 7 to 10 carbon atoms, such as 2-phenylethyl and 2-methyl-2-phenylethyl. Preferred examples of halogenated alkyl groups include: 3,3,3-trifluoropropyl, 2-(nonafluorobutyl)ethyl, 2-(heptadecafluorooctyl)ethyl, etc. It is a halogenated alkyl group of 1 to 10; more preferably a halogenated alkyl group of 1 to 6 carbon atoms. Among them, linear alkyl groups and aryl groups are preferred, linear alkyl groups and aryl groups having 1 to 6 carbon atoms are more preferred, and methyl groups and phenyl groups are particularly preferred.

(A) The viscosity of the component at 25°C is in the range of 50 to 100,000 mPa·s, more preferably in the range of 1,000 to 100,000 mPa·s. If the viscosity is within this range, it is easy to ensure the handling operability of the present composition, and the cured product of the present composition is easy to ensure good physical properties. Furthermore, the viscosity is a measurement value measured by a rotary viscometer.

(A) The molecular structure of the component is not particularly limited, and examples thereof include linear, branched, linear with partial branches, and dendritic (dendrimer-like); preferably straight Chain-like, straight-chain with partial branches. The component (A) may be a homopolymer having these molecular structures, a copolymer having these molecular structures, or a mixture of two or more of these polymers.

As the component (A), for example, dimethyl polysiloxane which is blocked by dimethylvinylsiloxy groups at both ends of the molecular chain, and diphenylpolysiloxane which is blocked by methylphenylvinylsiloxy groups at both ends of the molecular chain are mentioned. Methylpolysiloxane, dimethylsiloxane/methylphenylsiloxane copolymer with dimethylvinylsiloxy groups blocked at both ends of the molecular chain, and dimethylvinylsiloxane at both ends of the molecular chain Oxygen-blocked dimethylsiloxane/methylvinylsiloxane copolymer, dimethylsiloxane/methylvinylsiloxane copolymer whose molecular chain is blocked at both ends by silanol groups, molecular chain Dimethylsiloxane/methylvinylsiloxane/methylphenylsiloxane copolymer with silanol groups blocked at both ends, dimethylsilicone blocked by trimethylsiloxy groups at both ends of the molecular chain Oxyalkyl/methyl vinyl siloxane copolymer, methyl (3,3,3-trifluoropropyl) polysiloxane with molecular chain blocked at both ends by dimethyl vinyl siloxane, (CH ₃ ) ₃ Siloxane unit expressed by SiO _1/2 , Siloxane unit expressed by formula (CH ₃ ) ₂ (CH ₂ =CH)SiO _1/2, expressed by formula CH ₃ SiO _3/2 Organic siloxane copolymer composed of siloxane units and siloxane units represented by the formula (CH ₃ ) ₂ SiO _2/2 .

Furthermore, the organic polysiloxane (A) is basically composed of a siloxane skeleton and does not contain alkoxy groups. (A) The organic polysiloxane of a component may use 1 type individually, or may use 2 or more types together.

[(B) ingredient] The organic hydrogen polysiloxane of component (B) is a component capable of undergoing an addition hardening reaction with component (A). This organohydrogenpolysiloxane is an organohydrogenpolysiloxane, which is a linear organic hydrogen polymer having only hydrogen atoms (SiH groups) directly bonded to silicon atoms at the ends of both sides of the molecular chain Siloxane, or an organic hydrogen polysiloxane having at least 2 SiH groups in one molecule and a linear organic hydrogen polysiloxane having SiH groups only at one end of the molecular chain and/or only in the molecule A mixture of linear organic hydrogen polysiloxanes with SiH groups at the ends of the chain. The aforementioned organic hydrogen polysiloxane contains an organic hydrogen polysiloxane having at least two hydrogen atoms (SiH groups) directly bonded to silicon atoms in one molecule, and may contain only one side of the molecular chain Straight-chain organic hydrogen polysiloxane having SiH groups at the ends or straight-chain organic hydrogen polysiloxane having SiH groups at the ends only on both sides of the molecular chain.

Examples of the group bonded to the silicon atom other than the hydrogen atom in the component (B) include a monovalent hydrocarbon group having 1 to 10 carbon atoms which are unsubstituted or substituted and which does not have an aliphatic unsaturated bond , An epoxy group bonded to a silicon atom by a carbon atom or an oxygen atom (for example, γ-glycidoxypropyl group, β-(3,4-epoxycyclohexyl)ethyl group, etc.); or, Acryloyloxy (such as γ-acryloyloxypropyl, etc.) or methacryloyloxy (such as γ-methacryloyloxypropyl, etc.); has an alkoxysilyl group (for example, by containing The following alkoxysilyl groups with 1 to 2 ester structures, amine ester structures, ether structures and alkyl groups bonded to silicon atoms: trimethoxysilyl, triethoxysilyl, methyldimethyl Oxysilyl, etc.), bisphenol skeleton linking group, etc.

As the unsubstituted or substituted carbon atom having 1 to 10 carbon atoms and excluding aliphatic unsaturated bonds, a monovalent hydrocarbon group may be exemplified by linear alkyl groups, branched alkyl groups, cyclic alkyl groups, and aryl groups , Aralkyl, halogenated alkyl. Straight chain alkyl groups and aryl groups having 1 to 6 carbon atoms are preferred, and methyl and phenyl groups are particularly preferred.

Examples of the organic hydrogen polysiloxane having at least two Si-H groups in one molecule include organic hydrogen polysilicon having a linear, branched, cyclic, dendritic (dendritic) structure, etc. The oxane is preferably an organic hydrogen polysiloxane having an epoxy group, an acryloxy group, a methacryl acryloxy group, an alkoxysilyl group, or a bisphenol skeleton. As a specific example of such an organic hydrogen polysiloxane, the organic hydrogen polysiloxane represented by the following formula can be mentioned.

上述式中，各矽氧烷單元的排列為任意順序。

In the above formula, the arrangement of the siloxane units is in any order.

作為僅在分子鏈的單側的末端具有SiH基之直鏈狀有機氫聚矽氧烷或僅在分子鏈的兩側的末端具有SiH基之直鏈狀有機氫聚矽氧烷的具體例，可列舉：分子鏈兩末端被二甲基氫矽氧基封閉的二甲基聚矽氧烷、分子鏈兩末端被二甲基氫矽氧基封閉的二甲基矽氧烷/甲基苯基矽氧烷共聚物、分子鏈兩末端被二甲基氫矽氧基封閉的甲基苯基聚矽氧烷、分子鏈單末端被二甲基氫矽氧基封閉的二甲基聚矽氧烷、分子鏈單末端被二甲基氫矽氧基封閉的二甲基矽氧烷/甲基苯基矽氧烷共聚物、分子鏈單末端被二甲基氫矽氧基封閉的甲基苯基聚矽氧烷等。

As specific examples of the linear organic hydrogen polysiloxane having SiH groups only at one end of the molecular chain or the linear organic hydrogen polysiloxane having SiH groups only at the ends of both sides of the molecular chain, Examples include: dimethylpolysiloxane with two ends of the molecular chain blocked by dimethylhydrosiloxy, and dimethylsiloxane/methylphenyl with two ends of the molecular chain blocked by dimethylhydrosiloxy Siloxane copolymer, methylphenyl polysiloxane with molecular chains blocked at both ends by dimethylhydrosiloxy groups, dimethyl polysiloxane with molecular chains blocked at one end by dimethylhydrosiloxy groups 、Dimethylsiloxane/methylphenylsiloxane copolymer with one molecular chain end blocked by dimethylhydrosiloxy group, and methylphenyl chain with one molecular chain end blocked by dimethylhydrosiloxy group Polysiloxane, etc.

(B) The component can use 2 or more types together, and can also use 1 type independently. Straight-chain organic hydrogen polysiloxanes having SiH groups only at the ends of both sides of the molecular chain are also organic hydrogen polysiloxanes having at least 2 SiH groups in one molecule, which can be used alone.

(B) The viscosity of the component at 25°C is not particularly limited, but it is preferably in the range of 1 to 200 mPa·s. If the viscosity is within this range, it is easy to ensure the handling operability of the present composition, and it is easy to ensure good physical properties of the cured product of the present composition. Furthermore, this viscosity is a measured value measured by a rotary viscometer.

In the ultraviolet curable liquid silicone composition for an image display device of the present invention, the blending ratio of (B) component to (A) component satisfies [number of Si-H groups]/[alkenyl group] Number] = ratio of 0.5 to 2.5. If the ratio is within such a range, the composition has excellent curability, and the hardness of the obtained cured product is appropriate, so that it is less likely to cause stress to the member.

[(C) ingredient] The component (C) is a photoactive hydrosilylation catalyst, which has the following catalytic effect: If it is activated by irradiation with ultraviolet rays, it can promote the alkenyl group bonded to the silicon atom and (B) in the component (A) ) Hydrosilylation reaction of hydrogen atoms bonded to silicon atoms in the composition.

In the present invention, the component (C) is a photoactive hydrosilylation reaction catalyst, which is a platinum complex having a cyclic diene compound in the ligand, and is selected from one or more of the following groups : (1,5-cyclooctadienyl)diphenylplatinum complex, (1,5-cyclooctadienyl)dipropylplatinum complex, (2,5-norbornadiene)di Methylplatinum complex, (2,5-norbornadiene) diphenylplatinum complex, (cyclopentadienyl) dimethylplatinum complex, (methylcyclopentadienyl) di Ethyl platinum complex, (trimethylsilylcyclopentadienyl) diphenylplatinum complex, (methylcyclooct-1,5-dienyl) diethylplatinum complex, ( (Cyclopentadienyl) trimethylplatinum complex, (cyclopentadienyl) ethyl dimethylplatinum complex, (cyclopentadienyl) acetoyldimethylplatinum complex, ( Methylcyclopentadienyl) trimethylplatinum complex, (methylcyclopentadienyl)trihexylplatinum complex, (trimethylsilylcyclopentadienyl)trimethylplatinum complex Compounds, (dimethylphenylsilylcyclopentadienyl) triphenylplatinum complex, and (cyclopentadienyl)dimethyltrimethylsilylmethylplatinum complex.

(C) The content of the component is relative to the total mass of the component (A) and the component (B). An amount of 0.1 to 1000 ppm based on the mass of platinum is used. More preferably, a content of 5 to 500 ppm based on the mass of platinum is used. the amount. If the aforementioned blending amount is less than 0.1 ppm, the addition reaction performed by irradiating ultraviolet rays may be significantly slowed down or hardened, and if it exceeds 1000 ppm, the preservation of the composition may sometimes not be ensured Properties, or the heat resistance of the obtained hardened product may be reduced.

In the composition of the present invention, in addition to the aforementioned components (A) to (C), other components may be blended according to the object of the present invention. Examples of other components include reaction control agents, adhesion aids, and inorganic fillers. These components may be used alone or in combination of two or more.

The reaction control agent is not particularly limited as long as it can adjust the reaction rate of the hardening reaction with the photoactive platinum complex curing catalyst of the component (C) and further improve the storage stability of the composition. Conventionally known reaction control agents can be used, and acetylene compounds, various nitrogen compounds, organic phosphorus compounds, and the like can be used. Specifically, examples include 1-ethynyl-1-cyclohexanol, 3-butyn-1-ol, dimethylbis(1,1-dimethyl-2-propynyloxy)silane, etc. Acetylene compounds; various nitrogen compounds such as triallyl isocyanurate and triallyl isocyanurate derivatives; organic phosphorus compounds such as triphenylphosphine.

The blending amount of the reaction control agent is different from the chemical structure due to the degree of the effect of the reaction control agent to adjust the reaction speed of the hardening reaction, so it is preferably adjusted to the optimal amount of each reaction control agent used . By blending the optimal amount of reaction control agent, operability and productivity can be improved.

As an adhesion aid, it is possible to add organic compounds that do not contain an organosiloxane skeleton. As an example, allyl epoxypropyl ether, allyl benzoate, bisphenol A diallyl ether, KAYARAD R-604 (manufactured by Nippon Kayaku Co., Ltd.), etc. may be mentioned.

Examples of inorganic fillers include inorganic fillers such as crystalline silica, hollow fillers, silsesquioxane, fumed titanium dioxide, magnesium oxide, zinc oxide, aluminum hydroxide, calcium carbonate, zinc carbonate, and glass fiber. Agents; inorganic fillers obtained by surface-hydrophobicizing these inorganic fillers by organosilicon compounds such as organic alkoxysilane compounds, organochlorosilane compounds, organosilazane compounds, low molecular weight siloxane compounds, etc. ; Silicone rubber powder; Silicone resin powder, etc.

The blending of inorganic fillers helps to improve the mechanical properties of the obtained siloxane hardened material. On the other hand, it may hinder the penetration of ultraviolet rays and reduce the hardenability. Therefore, it is preferably adjusted to the optimal amount according to the purpose.

The viscosity of the ultraviolet curing liquid silicone composition for an image display device of the present invention at 25°C is 10 to 120,000 mPa·s, preferably 1,000 to 50,000 mPa·s. If the viscosity is less than 10 mPa·s, the composition will flow excessively and become difficult to maintain a fixed film thickness on the substrate; if it exceeds 120,000 mPa·s, it will become difficult to apply to the device.

Furthermore, the ultraviolet-curable liquid silicone composition for an image display device of the present invention can be suitably used without blending with an organic solvent. When the composition is applied to various substrates, the Depending on the conditions of the apparatus and the like, the composition is diluted to an arbitrary concentration using organic solvents such as toluene and xylene.

In principle, the UV-curable liquid silicone composition for image display devices of the present invention can also be used to attach activated substrates, etc. The substrates are treated with primers, plasma treatments, excimers The activation is performed by adding a pre-processing step in the conventional process such as light processing.

The curing method of the ultraviolet curing liquid silicone composition for the image display device of the present invention is the following method: after irradiating the above-mentioned liquid silicone composition with ultraviolet rays, it is hardened at 40°C or less; After irradiating ultraviolet rays, the silicone-like composition is hardened under the conditions of 100°C or less and within 30 minutes.

As an ultraviolet source useful for curing the ultraviolet curable liquid silicone composition for image display devices of the present invention, there may be mentioned a general mercury vapor lamp or metal designed to emit ultraviolet energy in various ultraviolet wavelength bands Halogen lamps, light emitting diode (LED) components. For example, a useful ultraviolet wavelength range is 220-400nm, more preferably 320-375nm. The amount of ultraviolet radiation useful for curing is not particularly limited as long as it is sufficient for curing. It is preferably 1,000 to 10,000 mJ/cm ² , and more preferably 1,500 to 7,500 mJ/cm ² .

The curing method of the ultraviolet curing liquid silicone composition for an image display device of the present invention can perform curing in a short time of several minutes to several hours even at a low temperature below 100°C, especially room temperature. It can be used for a heat-resistant member such as a resin base material.

The method of bonding the components of the image display device of the present invention is a method of bonding two or more components of the image display device via the ultraviolet curing liquid silicone composition of the image display device of the present invention. The method includes the following Step: The coating step is to apply the liquid silicon oxide composition to at least one image display device member; the bonding step is to layer other image displays via the liquid silicon oxide composition having fluidity Device components; and, the ultraviolet irradiation step is to irradiate the liquid silicon oxide composition with ultraviolet rays.

The method for bonding the components of the image display device of the present invention may perform the ultraviolet irradiation step after the coating step and before the bonding step, or may perform the ultraviolet irradiation step after the coating step and after the bonding step.

In addition, it is also preferable that in the aforementioned ultraviolet irradiation step, ultraviolet rays are irradiated so as to penetrate members of the image display device.

In addition, after the ultraviolet irradiation step, the following curing step may be further included: at 40° C. or lower, the liquid silicon oxide composition may be cured; or, after the ultraviolet irradiation step, the following curing step may be further included: The hardening of the liquid silicone composition is carried out under conditions of 100°C or less and within 30 minutes.

The image display device of the present invention is an image display device having the cured product of the ultraviolet curing liquid silicone composition for the image display device.

In the image display device of the present invention, it is preferable that the hardness of the cured product of the ultraviolet curing liquid silicone composition for the image display device is a hardness measured by a type A hardness tester of 20 or less at 23°C. Or the hardness measured by the OO hardness tester at 23°C is 70 or less.

The above-mentioned image display device used in the image display device of the present invention is a UV-curable liquid silicone composition. Preferably, the hardness after curing with ultraviolet light at 23° C. for 24 hours is A-type hardness. The measured hardness, and the hardness is 20 or less. If the hardness is within the above range, the stress and strain of the polarizing plate can be reduced when used in an image display device, and light leakage can be suppressed when the light is displayed (compared to the white screen display when powered on, yellow streaks appear; or , Relative to the black screen, the phenomenon of white stripes).

The ultraviolet curable liquid silicone composition for an image display device of the present invention can be cured at a relatively mild temperature of 100° C. or less in a short time of about several minutes after irradiation with ultraviolet rays, and is excellent in productivity. In addition, it can be cured in a short time of several minutes to several hours even at room temperature, so it can also be used for a heat-resistant member such as a resin base material. Also, as described above, the hardness after curing is low, and the hardness change is very small after the heat resistance test, and sufficient flexibility can be maintained. Therefore, there is no need to worry about applying a large stress to surrounding members, and light leakage can be suppressed, which can provide An image display device with good visibility. [Example]

Hereinafter, the present invention will be specifically described using Examples and Comparative Examples, but the present invention is not limited to these examples. [Examples 1 to 4, Comparative Examples 1 to 3] The components shown below were mixed according to the blending amount (parts by mass) of Table 1, to obtain compositions of Examples 1 to 4 and Comparative Examples 1 to 3. . In the following examples, Me represents a methyl group. Viscosity is the measured value at 25°C measured by a rotary viscometer. Ultraviolet irradiation is performed using an LED lamp with a wavelength of 365 nm, under conditions of an illuminance of 100 mW/cm ² and a cumulative light amount of 3000 mJ/cm ² .

(A-1): dimethyl polysiloxane with a viscosity of 100,000 mPa·s at both ends of the molecular chain blocked by trivinylsiloxy (A-2): dimethyl polysiloxane with a viscosity of 5000 mPa·s at both ends of the molecular chain blocked by dimethyl vinyl siloxy (B-1): A dimethylhydrogen polysiloxane in which the molecular chain with a viscosity of 20 mPa·s is sealed at both ends by dimethylhydrogen siloxy (B-2): A dimethylhydrogen polysiloxane in which a molecular chain with a viscosity of 35 mPa·s is blocked at one end by a dimethylhydrogen siloxy group (B-3): A dimethylsiloxane/methylhydrosiloxane copolymer with a molecular chain with a viscosity of 100 mPa·s blocked at both ends by trimethylsiloxy groups (of hydrogen atoms bonded to silicon atoms) Content = 0.4% by mass) (B-4): Compound represented by the following formula

上述式中，各矽氧烷單元的排列為任意順序。

In the above formula, the arrangement of the siloxane units is in any order.

(C-1): 0.5% by mass of [methylcyclopentadienyl]trimethylplatinum complex [dimethyl polysiloxane with two molecular chain ends blocked by dimethylvinylsiloxy (Viscosity 600mPa·s)) solution (C-2): 1% by mass of bis(acetylacetone) platinum complex [dimethyl polysiloxane (both viscosity 600mPa· s)] solution Reaction control agent: dimethylbis(1,1-dimethyl-2-propynyloxy)silane

[assessment method] Flow stop time: After the silicon oxide composition was flowed into the glass dish at a height of 1 cm, and the aforementioned predetermined amount of ultraviolet rays were irradiated, the glass dish was tilted 90° with respect to the horizontal, and the time until the silicon oxide composition did not flow out was measured. Furthermore, the flow stop time is preferably 1 to 10 minutes.

Hardening time, hardness (just after hardening at 23℃): The silicon oxide composition is flowed into the aluminum dish with a height of 0.6 cm, and after irradiated with the aforementioned predetermined amount of ultraviolet rays, it is left at 23° C. and the hardness is measured (according to 23 of ASTM D 2240 The temperature and the hardness at this time until the measured value measured by the A-type hardness tester or the OO-type hardness tester does not change. Furthermore, the hardening time is preferably within 60 minutes, and the hardness is preferably A-type hardness of 20 or less or OO-type hardness of 70 or less.

Hardness (95℃, after 24 hours) Further, the test piece after the aforementioned hardness measurement was placed in an environment of 95°C for 24 hours, and then cooled to 23°C, and the hardness was measured (same as described above).

Hardness (85℃85% relative humidity (RH), after 24 hours) Further, the test piece after the aforementioned hardness measurement was placed in an environment of 85° C. 85% RH for 24 hours, and then cooled to 23° C., and the hardness was measured (same as above).

Light leakage: A silicon oxide composition is coated between the 6-inch glass plate and the image display device, and the silicon oxide composition layer has a thickness of 0.3 mm to carry out lamination, and then irradiated with the aforementioned predetermined amount of ultraviolet rays and placed 24 hours in 23°C environment, then placed in 95°C environment for 24 hours, and after cooling to 23°C, energize to perform image display and confirm whether light leakage occurs (relative to white screen display, yellow stripes appear Phenomenon; or, in contrast to a black screen, the phenomenon of white streaks).

[Table 1]

As shown in Table 1, Examples 1 to 4 of the present invention contain the components (A) to (C) in a specific ratio, and as a result, a good hardened product can be obtained. Hardening is carried out in a short time of 60 minutes or less, the hardness changes little after the heat resistance test and the hardness can be kept low, so that the stress on the image display device can be suppressed and there is no light leakage. In contrast, Comparative Example 1 uses a platinum complex outside the scope of the present invention as the (C) component (photoactive hydrosilylation catalyst), so the curing rate is slower at room temperature (23°C) ; Comparative Examples 2 and 3 are straight-chain organic hydrogen polysiloxanes that do not have SiH groups at either end of the molecular chain outside the scope of the present invention as the (B) component, so the curing rate is faster under room temperature environment It is slow and the hardness after the heat resistance test is high, so the stress on the image display device cannot be suppressed and light leakage occurs. From the above results, it can be seen that the ultraviolet curable liquid silicone composition for an image display device of the present invention can obtain an excellent cured product when used in an image display device.

Furthermore, the present invention is not limited to the above-mentioned embodiment. The above-mentioned embodiments are examples, and anyone having substantially the same structure as the technical idea described in the patent application scope of the present invention and exerting the same effect are included in the technical scope of the present invention.

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Claims (20)

An ultraviolet curing liquid silicon oxide composition for an image display device, comprising: (A) Organopolysiloxane, whose viscosity at 25°C is 50-100000 mPa·s, and contains at least 2 alkenyl groups in one molecule; (B) Organic hydrogen polysiloxane, which is a straight-chain organic hydrogen polysiloxane having a hydrogen atom directly bonded to a silicon atom at both ends of the molecular chain, that is, a SiH group, or a molecule In the organic hydrogen polysiloxane having at least 2 SiH groups, the linear organic hydrogen polysiloxane having SiH groups only at one end of the molecular chain and/or only at the ends of both sides of the molecular chain For a mixture of linear organic hydrogen polysiloxanes with SiH groups, the amount of (B) component is such that [Number of Si-H groups]/[Number of alkenyl groups] in the composition = 0.5 to 2.5 Amount; and, (C) Photoactive hydrosilation catalyst, which is selected from the group consisting of (1,5-cyclooctadienyl)diphenylplatinum complex, (1,5-cyclo Octadienyl) dipropyl platinum complex, (2,5-norbornadiene) dimethyl platinum complex, (2,5-norbornadiene) diphenyl platinum complex, ( Cyclopentadienyl) dimethylplatinum complex, (methylcyclopentadienyl) diethylplatinum complex, (trimethylsilylcyclopentadienyl) diphenylplatinum complex , (Methylcyclooct-1,5-dienyl) diethylplatinum complex, (cyclopentadienyl) trimethylplatinum complex, (cyclopentadienyl)ethyldimethyl Platinum complex, (cyclopentadienyl) acetoyldimethyl platinum complex, (methylcyclopentadienyl) trimethylplatinum complex, (methylcyclopentadienyl) tri Hexylplatinum complex, (trimethylsilylcyclopentadienyl)trimethylplatinum complex, (dimethylphenylsilylcyclopentadienyl)triphenylplatinum complex, and ( Cyclopentadienyl) dimethyltrimethylsilylmethyl platinum complex; the amount of the (C) component is relative to the total mass of the (A) component and (B) component, and is achieved by the mass of platinum The amount of 0.1～1000ppm; In addition, the viscosity of the composition at 25°C is 10 to 120,000 mPa·s. The ultraviolet curing liquid silicone composition for an image display device according to claim 1, wherein the component (B) contains an epoxy group, acryloxy group, methacryloxy group, alkoxysilyl group Or bisphenol skeleton organic hydrogen polysiloxane. A curing method of an ultraviolet curing liquid silicone composition for an image display device, which is a curing method of an ultraviolet curing liquid silicone composition for an image display device according to claim 1. The curing method is characterized by, After irradiating ultraviolet rays to the above-mentioned image display device with an ultraviolet-curing liquid silicone composition, it is cured at 40°C or lower. A curing method of an ultraviolet curing liquid silicone composition for an image display device, which is a curing method of an ultraviolet curing liquid silicone composition for an image display device according to claim 2, which is characterized in that: After irradiating ultraviolet rays to the above-mentioned image display device with an ultraviolet-curing liquid silicone composition, it is cured at 40°C or lower. A curing method of an ultraviolet curing liquid silicone composition for an image display device, which is a curing method of an ultraviolet curing liquid silicone composition for an image display device according to claim 1. The curing method is characterized by, After irradiating ultraviolet rays to the above-mentioned image display device with an ultraviolet-curing liquid silicone composition, it is cured at a temperature of 100° C. or less within 30 minutes. A curing method of an ultraviolet curing liquid silicone composition for an image display device, which is a curing method of an ultraviolet curing liquid silicone composition for an image display device according to claim 2, which is characterized in that: After irradiating ultraviolet rays to the above-mentioned image display device with an ultraviolet-curing liquid silicone composition, it is cured at a temperature of 100° C. or less within 30 minutes. A method for bonding image display device components is a method of bonding two or more image display device components with an ultraviolet curing liquid silicone composition through the image display device described in claim 1. It is characterized by comprising the following steps: a coating step, which is to apply the ultraviolet curable liquid silicon oxide composition for the image display device to at least one image display device member; a bonding step, which has a flow through The aforementioned image display device uses an ultraviolet curing liquid silicon oxide composition to laminate other image display device members; and, the ultraviolet irradiation step is to irradiate the ultraviolet light to the ultraviolet curing liquid silicon oxide composition for the image display device. A method for bonding image display device components is a method of bonding two or more image display device components with an ultraviolet curing liquid silicone composition via the image display device described in claim 2. It is characterized by comprising the following steps: a coating step, which is to apply the ultraviolet curable liquid silicon oxide composition for the image display device to at least one image display device member; a bonding step, which has a flow through The aforementioned image display device uses an ultraviolet curing liquid silicon oxide composition to laminate other image display device members; and, the ultraviolet irradiation step is to irradiate the ultraviolet light to the ultraviolet curing liquid silicon oxide composition for the image display device. The method for bonding the components of the image display device according to claim 7, wherein the ultraviolet irradiation step is performed after the coating step and before the bonding step. The method for bonding the components of the image display device according to claim 8, wherein the ultraviolet irradiation step is performed after the coating step and before the bonding step. The method for bonding the components of the image display device according to claim 7, wherein the ultraviolet irradiation step is performed after the coating step and after the bonding step. The method for bonding the components of the image display device according to claim 8, wherein the ultraviolet irradiation step is performed after the coating step and after the bonding step. The method of bonding image display device members according to any one of claims 7 to 12, wherein in the ultraviolet irradiation step, ultraviolet rays are irradiated so as to penetrate the image display device members. The method for bonding image display device members according to any one of claims 7 to 12, wherein, after the ultraviolet irradiation step, a curing step is further included: at 40°C or less, the ultraviolet curing liquid The hardening of the silica composition. The method for bonding the components of an image display device according to claim 13, wherein after the ultraviolet irradiation step, a curing step is further included: at 40°C or lower, the ultraviolet curing liquid silicone composition is cured . The method for bonding image display device members according to any one of claims 7 to 12, wherein, after the ultraviolet ray irradiation step, a curing step is further included: it is carried out under conditions of 100°C or less and within 30 minutes Hardening of the aforementioned ultraviolet-curing liquid silicone composition. The method for bonding the components of an image display device according to claim 13, wherein, after the ultraviolet irradiation step, a curing step is further included: the ultraviolet curing liquid is carried out at a temperature of 100°C or less within 30 minutes The hardening of the silica composition. An image display device having a cured product of an ultraviolet curing liquid silicone composition for an image display device according to claim 1. An image display device having a cured product of an ultraviolet curing liquid silicone composition for an image display device according to claim 2. The image display device according to claim 18 or 19, wherein the hardness of the cured product of the ultraviolet curable liquid silicon oxide composition for the image display device is a hardness measured by a type A durometer at 23°C It is 20 or less, or the hardness measured by the OO hardness tester at 23°C is 70 or less.