Functional film laminate, method for producing functional film laminate, and film laminate for laminated glass
The functional film laminate with an overcoat layer addresses the issue of property and functionality degradation by blocking plasticizer migration, ensuring effective integration into laminated glass.
Patent Information
- Authority / Receiving Office
- WO · WO
- Patent Type
- Applications
- Current Assignee / Owner
- SEKISUI CHEMICAL CO LTD
- Filing Date
- 2026-01-13
- Publication Date
- 2026-07-23
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Figure JP2026000684_23072026_PF_FP_ABST
Abstract
Description
Functional Film Laminate, Method for Producing Functional Film Laminate, and Film Laminate for Laminated Glass
[0001] The present invention relates to a functional film laminate, a method for producing the functional film laminate, and a film laminate for laminated glass including the functional film laminate.
[0002] In recent years, the spread of vehicles equipped with functions related to advanced driver assistance systems (ADAS) and autonomous driving (AD) has been rapidly progressing. In ADAS and AD, optical devices such as cameras (monocular cameras or stereo cameras), lidars (LIDAR: Laser Imaging Detection And Ranging), and optical sensors are used to acquire data around the vehicle and detect peripheral information of the vehicle (for example, surrounding vehicles, lanes, pedestrians, bicycles, traffic lights, signs, etc.). The optical devices are mainly installed on the glass part of the vehicle. In order to improve the sensing accuracy by the optical device, a transparent electrothermal film for preventing fogging and adhesion of rain, frost, ice, snow, etc. may be disposed on the glass part in front of the optical device.
[0003] For example, by laminating a functional film with an adhesive layer, in which a transparent electrothermal film as a functional film and an adhesive layer are sequentially laminated on a base resin film, on the inner surface of the front glass, the transparent electrothermal film can be easily disposed on the inner surface of the front glass. As such a functional film with an adhesive layer, for example, the functional film with an adhesive layer described in Patent Document 1 is known as the prior art.
[0004] Conventionally, laminated glass in which an intermediate film is interposed between two glass plates and integrated is widely known. The intermediate film is often formed from a plasticized polyvinyl acetal in which a plasticizer is blended with a polyvinyl acetal resin. Laminated glass is widely used as window glass for vehicles such as automobiles, airplanes, and buildings because even if it is damaged by an external impact, the glass fragments are less likely to scatter and it is safe.
[0005] Japanese Patent Application Laid-Open No. 2024-7005
[0006] Incidentally, when using laminated glass as the glass portion, as shown in Patent Document 1, it is also possible to embed the functional film containing the conductive part inside the laminated glass, rather than laminating the functional film containing the conductive part, such as a transparent electric heating film, to the outside of the laminated glass. In this case, the functional film containing the conductive part needs to be laminated to the interlayer of the laminated glass. However, laminating the functional film containing the conductive part to the interlayer of the laminated glass can lead to problems such as a decrease in the optical properties or functionality of the functional film containing the conductive part.
[0007] Therefore, the object of the present invention is to provide a functional film laminate that can suppress the deterioration of optical properties and functions caused by lamination with an interlayer for laminated glass, a method for manufacturing the functional film laminate, and a film laminate for laminated glass equipped with the functional film laminate.
[0008] As a result of diligent research, the inventors have found that the above problems can be solved by providing a specific overcoat layer on a functional film, and have completed the present invention as follows. That is, the present invention provides the following [1] to
[12] .
[0009] [1] A functional film laminate that forms a laminated glass film by laminating it with an interlayer for laminated glass, comprising a functional film including a conductive portion, and an overcoat layer made of a resin composition containing a resin having a polar group, or a cured product of a resin composition containing a polymerizable compound having a polar group. [2] The functional film laminate according to [1], wherein the resin composition containing the resin having a polar group or the cured product contains a polar group-containing (meth)acrylate resin. [3] The functional film laminate according to [1] or [2], wherein the polar group is at least one group selected from the group consisting of a hydroxyl group, a carboxyl group, a glycidyl group, and an amide group. [4] The functional film laminate according to any one of [1] to [3], wherein the overcoat layer is made of a cured product of a resin composition containing a polymerizable compound having a polar group, and the resin composition contains a polar group-containing (meth)acrylate compound and at least one radical initiator selected from the group consisting of a peroxide, an azo compound, and a photoradical generator. [5] A functional film laminate according to any one of [1] to [4] above, wherein the resin composition containing the polymerizable compound having the polar group contains a polyfunctional polymerizable compound. [6] A functional film laminate according to any one of [1] to [5] above, wherein the hydroxyl value of the resin composition containing the resin having the polar group, or the resin composition containing the polymerizable compound having the polar group, is 60 mg KOH / g or more. [7] A functional film laminate according to any one of [1] to [6] above, wherein the acid value of the resin composition containing the resin having the polar group, or the resin composition containing the polymerizable compound having the polar group, is 45 mg KOH / g or more. [8] A functional film laminate according to any one of [1] to [7] above, wherein the resin composition containing the resin having the polar group or the cured product is crosslinked. [9] A method for producing a functional film laminate according to [4] or [5] above, comprising the steps of: applying the resin composition containing the polymerizable compound having the polar group onto the functional film; and curing the resin composition applied onto the functional film to form the overcoat layer.
[10] A method for manufacturing a functional film laminate according to [9], further comprising the step of providing a cover film layer on the resin composition applied on the functional film, wherein the step of forming the overcoat layer is to cure the resin composition with the cover film layer provided on the resin composition.
[11] A method for manufacturing a functional film laminate according to [2], comprising the steps of applying a resin solution containing the polar group-containing (meth)acrylate resin and solvent onto the functional film, and drying the resin solution applied on the functional film to form an overcoat layer.
[12] A laminate for laminated glass comprising a functional film laminate according to any one of [1] to [8] and an interlayer for laminated glass.
[0010] According to the present invention, it is possible to provide a functional film laminate that can suppress the deterioration of optical properties and functions caused by lamination with an interlayer for laminated glass, a method for manufacturing the functional film laminate, and a film laminate for laminated glass equipped with the functional film laminate.
[0011] Figure 1 shows an example of the functional film laminate of the present invention. Figure 2 shows an example of the functional film laminate of the present invention. Figure 3 shows an example of the film laminate for laminated glass of the present invention. Figure 4 shows an example of the film laminate for laminated glass of the present invention. Figure 5 shows an example of the film laminate for laminated glass of the present invention. Figure 6 shows an example of laminated glass equipped with the functional film laminate and the film laminate for laminated glass of the present invention. Figure 7 shows an example of laminated glass equipped with the functional film laminate and the film laminate for laminated glass of the present invention. Figures 8(a) to (c) are diagrams illustrating the manufacturing method of the functional film laminate used in the production of the laminated glass of the examples and comparative examples. Figures 9(a) and (b) are diagrams illustrating the manufacturing method of the laminated glass of the examples and comparative examples.
[0012] <Functional Film Laminate> The functional film laminate of the present invention forms a laminate for laminated glass by laminating it with an interlayer for laminated glass, and comprises a functional film including a conductive portion and an overcoat layer made of a resin composition containing a resin having polar groups, or a cured product of a resin composition containing a polymerizable compound having polar groups. In the present invention, the overcoat layer can suppress the migration of plasticizers and additive components contained in the interlayer for laminated glass to the conductive portion of the functional film, so that when the functional film laminate is laminated to the interlayer for laminated glass, the deterioration of the optical properties and functions of the functional film can be suppressed.
[0013] (Functional Films) Functional films are not particularly limited as long as they include a conductive part. Examples of functional films include transparent heating films, dimming films, display element films, and touch panel films. Solar cell elements can also be used as functional films.
[0014] Furthermore, among the above, the functional film is preferably a film equipped with electrical components such as a transparent heating film, a dimming film, a display element film, or a touch panel film. Films equipped with electrical components are prone to deterioration or deactivation of their function if plasticizers or additive components migrate from the interlayer for laminated glass. However, according to the present invention, the migration of plasticizers and additive components from the interlayer for laminated glass can be suppressed by the overcoat layer, so that the functional film can be incorporated into laminated glass without deactivating the function of the functional film. Therefore, even films equipped with electrical components can be incorporated into laminated glass in a way that makes them practically usable.
[0015] In a functional film laminate, the overcoat layer is often laminated on the surface of the functional film where the conductive portion is provided, as described later, and it is preferable that it be laminated directly onto the conductive portion. When the overcoat layer is laminated on the surface of the functional film where the conductive portion is provided, degradation of the conductive portion due to plasticizers, etc., can be appropriately suppressed, thereby effectively preventing a decrease in the optical properties and functions of the functional film. Furthermore, although the details of the conductive portion will be described later, the conductive portion is preferably a conductive film contained in various functional films. In a functional film, the conductive portion does not have to be covered by a resin substrate film or the like and not exposed to the outside, but as described above, it may be exposed to the outside so that the overcoat layer is laminated directly onto the conductive portion.
[0016] A transparent electric heating film is a film that is transparent and generates heat when electricity is passed through it. The transparent electric heating film comprises a base resin film and a transparent electric heating film provided on at least one surface of the base resin film. In a transparent electric heating film, the transparent electric heating film itself is an electrical component. When the functional film is a transparent electric heating film comprising a base resin film and a transparent electric heating film provided on one surface of the base resin film, it is preferable that the overcoat layer be formed on the surface of the transparent electric heating film that is on the side of the transparent electric heating film. Since the base resin film can suppress the migration of plasticizers and additive components in the interlayer for laminated glass to the transparent electric heating film, it is not necessary to form an overcoat layer on the surface of the transparent electric heating film that is on the side of the base resin film.
[0017] Examples of base resin films include those using polyolefin resins such as cyclic polyolefin resins, polyethylene resins, and polypropylene resins; polyester resins such as ethylene-vinyl acetate copolymer resins, polyethylene terephthalate, and polybutylene terephthalate; polyamide resins; acrylonitrile butadiene styrene resins; polycarbonate resins; acrylic resins; fluororesins; vinyl chloride resins; polymethylpentene resins; and tetrafluoroethylene resins. Among these resins, polyester resins are preferred, and polyethylene terephthalate (PET) is more preferred. Examples of transparent electric heating films include indium tin oxide (ITO) conductive films, tin oxide conductive films, zinc oxide conductive films, polymer conductive films, carbon nanotube conductive films, and carbon graphene conductive films. Among these, indium tin oxide (ITO) conductive films and carbon nanotube conductive films are preferred, and carbon nanotube conductive films are more preferred.
[0018] A dimmable film is a film-like component having a dimming element. Specifically, the dimming element is preferably a dimmable film comprising two base resin films and a dimming layer disposed between the two base resin films. The base resin film used for the dimming element is not particularly limited, but examples include PET film, polyester resin films such as PEN film, (meth)acrylic resin film, TAC film, PES resin film, and polyimide resin film. Among these, polyester resin film is preferred from the viewpoint of handling, and PET film is more preferred. Furthermore, each of the two base resin films is provided with a conductive film that constitutes an electrode on the side facing the dimming layer.
[0019] The light-adjusting layer changes the visible light transmittance by switching between applying and not applying a voltage between the conductive films of two substrate resin films. The light-adjusting layer is composed of a liquid crystal layer such as polymer-dispersed liquid crystal (PDLC), and the light-adjusting film may be a PDLC film. Alternatively, the light-adjusting film may be an SPD (Suspended Particle Device) film, an electrochromic film, or an electrophoretic film device. Therefore, the light-adjusting layer may be an SPD layer containing a resin matrix and a light-adjusting suspension dispersed in the resin matrix, or it may be an electrochromic material layer. It may also be an electrophoretic layer comprising electrophoretic particles and a dispersant for dispersing the electrophoretic particles.
[0020] A display element film is a film-like component equipped with a display element. An example of a display element film is one comprising a base resin film and a display element mounted on the base resin film. A display element film may also consist of a pair of base resin films with a display element provided between them. The base resin film used in the display element film can be appropriately selected from the base resin films listed for dimming films. In addition, in the display element film, the base resin film may have a conductive film forming an electrode on the side facing the display element. Examples of display elements include organic EL elements, LED displays, and segment displays, but organic EL elements are preferred among these.
[0021] The touch panel film may be composed of a resin substrate film on which a touch sensor is provided on one surface. The touch sensor may be composed of a conductive film. The conductive film may be exposed on the touch panel film, or another resin substrate film may be provided on the surface on which the conductive film is formed on the resin substrate film. The resin substrate film used for the touch panel film is the same as the resin substrate film described for the transparent electric heating film, so its description will be omitted. In addition, the conductive film may be selected as appropriate from those listed for the transparent electric heating film, but among them, an indium tin oxide (ITO) conductive film is preferred.
[0022] By using functional films as solar cell elements, laminated glass for building-integrated photovoltaics (BIPV) can be provided. The solar cell elements are not particularly limited and can be any solar cell elements used in building-integrated photovoltaics (BIPV), but examples include crystalline or thin-film silicon solar cell elements; compound semiconductor solar cell elements such as CIS, CIGS, CdTe, and GaAs; and organic solar cell elements such as dye-sensitized, organic thin-film, and perovskite.
[0023] The thickness of the functional film is not particularly limited, but is, for example, 30 μm to 1000 μm, preferably 40 μm to 750 μm, more preferably 50 μm to 500 μm, and even more preferably 60 μm to 400 μm.
[0024] (Overcoat layer) The overcoat layer consists of a resin composition containing a resin having polar groups, or a cured product of a resin composition containing a polymerizable compound having polar groups. When forming the overcoat layer using a resin composition containing a resin having polar groups, for example, the resin composition containing the resin having polar groups can be diluted with a solvent to prepare a resin solution, the resin solution can be made into a sheet, and the solvent can be evaporated from the sheet-like resin solution to form the overcoat layer. The resin composition containing the resin having polar groups may be cured, crosslinked, or otherwise modified as needed to form the overcoat layer. When forming the overcoat layer using a resin composition containing a polymerizable compound having polar groups, for example, the resin composition containing the polymerizable compound having polar groups can be made into a sheet, and the polymerizable compound having polar groups can be polymerized to cure the resin composition and form the overcoat layer.
[0025] The above resin composition contains a resin having a polar group or a polymerizable compound having a polar group. A polar group is a functional group with high polarity. Examples of polar groups in resins include amino groups, hydroxyl groups, carboxyl groups, formyl groups, nitrile groups, nitro groups, nitroso groups, glycidyl groups, epoxy groups, and amide groups. The above resin may contain one of these polar groups alone or in combination of two or more. Among these, hydroxyl groups, carboxyl groups, glycidyl groups, and amide groups are preferred from the viewpoint of appropriately suppressing the deterioration of optical properties and functionality of the functional film due to plasticizers.
[0026] The resin included in the above resin composition is not particularly limited as long as it is a transparent resin. However, from the viewpoint of transparency, the resin included in the above resin composition is preferably a (meth)acrylate resin. The (meth)acrylate resin may be any (meth)acrylate resin having the polar groups described above, but among them, any of the following are preferred: a hydroxyl group-containing (meth)acrylate resin, a carboxyl group-containing (meth)acrylate resin, a glycidyl group-containing (meth)acrylate resin, and an amide group-containing (meth)acrylate resin.
[0027] A polar group-containing (meth)acrylate resin (hereinafter referred to as polar group-containing (meth)acrylate resin) can be produced by copolymerizing a polar group-containing monomer with a non-functional (meth)acrylate monomer. In addition, a non-functional styrene monomer may be further copolymerized with the polar group-containing monomer and the non-functional (meth)acrylate monomer.
[0028] For example, when producing a hydroxyl group-containing (meth)acrylate resin, monomers having hydroxyl groups such as 2-hydroxyethyl (meth)acrylate, 2-hydroxypropyl (meth)acrylate, 3-hydroxypropyl (meth)acrylate, 2-hydroxybutyl (meth)acrylate, 4-hydroxybutyl (meth)acrylate, 5-hydroxypentyl (meth)acrylate, 6-hydroxyhexyl (meth)acrylate, pentaerythritol tri(meth)acrylate, dipentaerythritol penta(meth)acrylate, 2-hydroxy-3-phenoxypropyl (meth)acrylate, etc. can be used. Furthermore, when producing a carboxyl group-containing (meth)acrylate resin, monomers containing a carboxyl group, such as acrylic acid, methacrylic acid, crotonic acid, 2-succinoylethyl (meth)acrylate, 2-maleinoylethyl (meth)acrylate, 2-hexahydrophthaloylethyl (meth)acrylate, ω-carboxy-polycaprolactone monoacrylate, monohydroxyethyl phthalate (meth)acrylate, (meth)acrylate dimer, etc., can be used. In addition, when producing a glycidyl group-containing (meth)acrylate resin, monomers containing a glycidyl group, such as glycidyl (meth)acrylate, can be used. Furthermore, when producing an amide group-containing (meth)acrylate resin, monomers containing an amide group, such as N-vinylpyrrolidone, acrylamide, methacrylamide, N-vinylcaprolactam, N,N-dimethylacrylamide, etc., can be used.
[0029] Non-functional (meth)acrylate monomers used in the production of polar group-containing (meth)acrylate resins include, for example, methyl acrylate, ethyl acrylate, n-propyl acrylate, i-propyl acrylate, n-butyl acrylate, s-butyl acrylate, i-butyl acrylate, t-butyl acrylate, n-amyl acrylate, i-amyl acrylate, isobornyl acrylate, n-hexyl acrylate, 2-ethylbutyl acrylate, 2-ethylhexyl acrylate, n-octyl acrylate, n-decyl acrylate, methylcyclohexyl acrylate, cyclopentyl acrylate, and cyclo Examples include hexyl acrylate, methyl methacrylate, ethyl methacrylate, n-propyl methacrylate, n-butyl methacrylate, i-propyl methacrylate, i-butyl methacrylate, n-amyl methacrylate, n-hexyl methacrylate, i-amyl methacrylate, s-butyl methacrylate, t-butyl methacrylate, 2-ethylbutyl methacrylate, methylcyclohexyl methacrylate, cinnamyl methacrylate, clotyl methacrylate, cyclohexyl methacrylate, cyclopentyl methacrylate, 2-ethoxyethyl methacrylate, and isobornyl methacrylate. Among these, butyl acrylate, butyl methacrylate, methyl methacrylate, i-butyl methacrylate, cyclohexyl acrylate, cyclohexyl methacrylate, isobornyl acrylate, isobornyl methacrylate, and mixtures thereof are preferred.
[0030] Non-functional styrene monomers used in the production of polar group-containing (meth)acrylate resins include, for example, styrene, α-methylstyrene, p-methylstyrene, t-butylstyrene, o-chlorostyrene, vinylpyridine, and mixtures thereof. Among these, styrene and α-methylstyrene are preferred.
[0031] The amount of monomer having a polar group used is preferably 5% to 95% by mass, more preferably 10% to 90% by mass, and even more preferably 15% to 60% by mass, relative to the total mass of the monomer. The amount of non-functional (meth)acrylate monomer used is preferably 5% to 95% by mass, more preferably 10% to 90% by mass, and even more preferably 40% to 85% by mass, relative to the total mass of the monomer. The amount of non-functional styrene monomer used is preferably 0% to 25% by mass, relative to the total mass of the monomer.
[0032] In copolymerization carried out in the production of polar group-containing (meth)acrylate resins, it is preferable to use one or more free radical polymerization initiators. Examples of free radical polymerization initiators include aliphatic azo compounds such as 1-t-amylazo-1-cyanocyclohexane, azo-bis-isobutyronitrile and 1-t-butylazo-cyanocyclohexane, and 2,2'-azo-bis-(2-methyl)butyronitrile, as well as peroxides and hydroperoxides such as t-butyl peroctoate, t-butyl perbenzoate, dicumyl peroxide, di-t-butyl peroxide, t-butyl hydroperoxide, cumene hydroperoxide, di-t-amyl peroxide and similar compounds. Preferred free radical polymerization initiators are di-t-butyl peroxide and di-t-amyl peroxide.
[0033] The amount of free radical polymerization initiator used is preferably 0.0005 moles or more and 0.06 moles or less per mole of monomer.
[0034] The weight-average molecular weight of the resin having polar groups is preferably 5,000 to 2,000,000. When the weight-average molecular weight of the resin having polar groups is 5,000 to 2,000,000, the coating properties of the resin composition are good, and it can be properly maintained in a film shape. From this viewpoint, the weight-average molecular weight of the resin having polar groups is more preferably 8,000 to 1,900,000, even more preferably 10,000 to 1,800,000, and even more preferably 30,000 to 1,200,000. In this specification, the weight-average molecular weight is measured by gel permeation chromatography (GPC) and is determined as a value equivalent to standard polystyrene.
[0035] The glass transition temperature of a resin containing polar groups is preferably 30°C to 120°C. When the glass transition temperature of a resin containing polar groups is 30°C to 120°C, the coating properties of the resin composition are good, and the film shape can be properly maintained. From this viewpoint, the glass transition temperature of a resin containing polar groups is more preferably 40°C to 85°C, and even more preferably 50°C to 75°C. The glass transition temperature of a resin containing polar groups can be measured, for example, in accordance with JIS K7121:2012.
[0036] From the viewpoint of suppressing the deterioration of the functionality of the functional film, the hydroxyl value of the resin containing hydroxyl groups is preferably 30 mg KOH / g or more and 400 mg KOH / g or less, more preferably 40 mg KOH / g or more and 380 mg KOH / g or less, even more preferably 50 mg KOH / g or more and 360 mg KOH / g or less, even more preferably 60 mg KOH / g or more and 300 mg KOH / g or less, even more preferably 70 mg KOH / g or more and 280 mg KOH / g or less, and even more preferably 80 mg KOH / g or more and 260 mg KOH / g or less. Furthermore, from the viewpoint of suppressing the deterioration of the functional film's function, the acid value of the resin containing carboxyl groups is preferably 30 mg KOH / g or more and 300 mg KOH / g or less, more preferably 45 mg KOH / g or more and 280 mg KOH / g or less, even more preferably 45 mg KOH / g or more and 260 mg KOH / g or less, even more preferably 50 mg KOH / g or more and 250 mg KOH / g or less, even more preferably 55 mg KOH / g or more and 240 mg KOH / g or less, and even more preferably 65 mg KOH / g or more and 220 mg KOH / g or less. Furthermore, from the viewpoint of suppressing the deterioration of the functional film's function, the epoxy value of the resin containing glycidyl groups is preferably 0.5 meq / g or more and 3.0 meq / g or less, more preferably 0.8 meq / g or more and 2.5 meq / g or less, and even more preferably 1.0 meq / g or more and 2.0 meq / g or less. The hydroxyl value and acid value can be measured, for example, in accordance with JIS K0070:1992. The epoxy value can be measured in accordance with ASTM D-1652.
[0037] From the viewpoint of suppressing the deterioration of the functionality of the functional film, the hydroxyl value of the resin composition containing a resin having polar groups constituting the overcoat layer, or the resin composition containing a polymerizable compound having polar groups, is preferably 30 mg KOH / g or more, more preferably 40 mg KOH / g or more, even more preferably 50 mg KOH / g or more, even more preferably 60 mg KOH / g or more, even more preferably 70 mg KOH / g or more, even more preferably 80 mg KOH / g or more, preferably 400 mg KOH / g or less, more preferably 380 mg KOH / g or less, even more preferably 360 mg KOH / g or less, even more preferably 300 mg KOH / g or less, even more preferably 280 mg KOH / g or less, even more preferably 260 mg KOH / g or less, and preferably 30 mg KOH / g or more and 400 mg KOH / g or less. Furthermore, from the viewpoint of suppressing the deterioration of the functional film's function, the acid value of a resin composition containing a resin having polar groups constituting the overcoat layer, or a resin composition containing a polymerizable compound having polar groups, is preferably 30 mg KOH / g or more, more preferably 45 mg KOH / g or more, even more preferably 50 mg KOH / g or more, even more preferably 55 mg KOH / g or more, even more preferably 65 mg KOH / g or more, preferably 300 mg KOH / g or less, more preferably 280 mg KOH / g or less, even more preferably 260 mg KOH / g or less, even more preferably 250 mg KOH / g or less, even more preferably 240 mg KOH / g or less, and even more preferably 220 mg KOH / g or less. The hydroxyl value and acid value of a resin composition containing a resin having polar groups constituting the overcoat layer, or a resin composition containing a polymerizable compound having polar groups, can be measured by the method described in the examples below. Note that the resin composition for which the hydroxyl value and acid value are measured is the uncured form. The hydroxyl value of a resin composition containing a resin having polar groups that constitutes the overcoat layer, or a resin composition containing a polymerizable compound having polar groups, can be adjusted by the hydroxyl value of the resin containing hydroxyl groups contained in the above resin composition.The acid value of a resin composition containing a resin having polar groups that constitutes the overcoat layer, or a resin composition containing a polymerizable compound having polar groups, can be adjusted by the acid value of the resin containing carboxyl groups contained in the above resin composition.
[0038] The polymerizable compound having a polar group included in the resin composition is not particularly limited as long as it has a polar group. Examples of polymerizable compounds include compounds having ethylenic double bonds such as (meth)acrylic groups, allyl groups, and vinyl groups. The polymerizable compound having a polar group included in the resin composition is preferably a polar group-containing (meth)acrylate compound. Furthermore, it is preferable that the cured product of the resin composition containing the polar group-containing polymerizable compound contains a (meth)acrylate resin. This can improve the transparency of the overcoat layer, and the overcoat layer can further suppress the migration of plasticizers and additive components contained in the interlayer for laminated glass to the functional film. Examples of polar groups in polar group-containing (meth)acrylate compounds include amino groups, hydroxyl groups, carboxyl groups, formyl groups, nitrile groups, nitro groups, nitroso groups, glycidyl groups, and amide groups. The above polar group-containing (meth)acrylate compounds may contain one of these polar groups alone or in combination of two or more. Among these, from the viewpoint of suppressing the migration of plasticizers and other substances contained in the interlayer film for laminated glass to functional films, hydroxyl groups, carboxyl groups, glycidyl groups, and amide groups are preferred, hydroxyl groups and carboxyl groups are more preferred, and carboxyl groups are even more preferred.
[0039] Examples of hydroxyl group-containing (meth)acrylate compounds that can be used include 2-hydroxyethyl (meth)acrylate, 2-hydroxypropyl (meth)acrylate, 3-hydroxypropyl (meth)acrylate, 2-hydroxybutyl (meth)acrylate, 4-hydroxybutyl (meth)acrylate, 5-hydroxypentyl (meth)acrylate, 6-hydroxyhexyl (meth)acrylate, and 2-hydroxy-3-phenoxypropyl (meth)acrylate. Furthermore, examples of carboxyl group-containing (meth)acrylate compounds that can be used include acrylic acid, methacrylic acid, 2-succinoloylethyl (meth)acrylate, 2-maleinoloylethyl (meth)acrylate, 2-hexahydrophthaloylethyl (meth)acrylate, ω-carboxypolycaprolactone mono(meth)acrylate, monohydroxyethyl phthalate (meth)acrylate, and (meth)acrylate dimers. Furthermore, as glycidyl group-containing (meth)acrylate compounds, for example, glycidyl (meth)acrylate can be used. Also, as amide group-containing (meth)acrylate compounds, for example, N-vinylpyrrolidone, acrylamide, methacrylamide, N-vinylcaprolactam, N,N-dimethylacrylamide, etc. can be used. These polar group-containing (meth)acrylate compounds can be used individually or in combination of two or more. Among these polar group-containing (meth)acrylate compounds, hydroxyl group-containing (meth)acrylate compounds and carboxyl group-containing (meth)acrylate compounds are preferred, and 2-hydroxy-3-phenoxypropyl acrylate and monohydroxyethyl phthalate are more preferred.
[0040] As described above, polymerizable compounds having polar groups may be monofunctional polymerizable compounds having one ethylenically double bond, such as a (meth)acrylic group. However, in addition to monofunctional polymerizable compounds, polyfunctional polymerizable compounds having two or more ethylenically double bonds, such as (meth)acrylic groups, may also be used as polymerizable compounds having polar groups. Furthermore, a resin composition containing a polymerizable compound having polar groups may also contain polymerizable compounds other than those containing polar groups, for example, a polyfunctional polymerizable compound having two or more ethylenically double bonds and no polar groups. A polyfunctional acrylate compound having two or more (meth)acrylic groups is preferred as the polyfunctional polymerizable compound. By including such polyfunctional polymerizable compounds in the polymerizable compound, it becomes easier to prevent plasticizers and additive components from migrating to the functional film.
[0041] Examples of polyfunctional polymerizable compounds having polar groups include pentaerythritol di(meth)acrylate, pentaerythritol tri(meth)acrylate, dipentaerythritol tetra(meth)acrylate, and dipentaerythritol penta(meth)acrylate. These polyfunctional polymerizable compounds with polar groups can be used individually or in combination of two or more. Among these polyfunctional (meth)acrylate compounds, pentaerythritol tri(meth)acrylate is preferred. Examples of polyfunctional (meth)acrylate compounds that do not have polar groups include EOH-added glycerin tri(meth)acrylate, trimethylolpropane tri(meth)acrylate, EO-modified trimethylolpropane tri(meth)acrylate, tris(2-acryloyloxyethyl) isocyanate, pentaerythritol tetra(meth)acrylate, EO-added pentaerythritol tetra(meth)acrylate, PO-added pentaerythritol tetra(meth)acrylate, ditrimethylolpropane tetra(meth)acrylate, and dipentaerythritol hexa(meth)acrylate. These polyfunctional acrylate compounds that do not have polar groups can be used individually or in combination of two or more. Among these polyfunctional (meth)acrylate compounds, pentaerythritol tetra(meth)acrylate is preferred.
[0042] The content of the polyfunctional polymerizable compound is preferably 5 to 55 parts by mass, more preferably 10 to 50 parts by mass, even more preferably 15 to 45 parts by mass, and even more preferably 20 to 40 parts by mass, based on 100 parts by mass of polymerizable compound contained in the resin composition. Setting the content above the lower limit further suppresses the migration of plasticizers and other substances from the interlayer film for laminated glass to the functional film. Setting the content below the upper limit prevents the functional film laminate from becoming too hard. The content of the polyfunctional polymerizable compound referred to here is the total amount of polyfunctional polymerizable compounds having polar groups and polyfunctional polymerizable compounds not having polar groups.
[0043] Furthermore, the content of the polymerizable compound having a polar group in the resin composition is preferably 30 parts by mass or more and 100 parts by mass or less, more preferably 50 parts by mass or more and 100 parts by mass or less, even more preferably 60 parts by mass or more and 100 parts by mass or less, and even more preferably 70 parts by mass or more and 96 parts by mass or less, per 100 parts by mass of the polymerizable compound contained in the resin composition. By keeping the polymerizable compound having a polar group within the above range, the migration of plasticizers and other materials to conductive parts can be effectively suppressed by the overcoat layer.
[0044] Resin compositions containing polymerizable compounds having polar groups preferably contain radical initiators. This allows the resin composition to be cured more thoroughly, and the overcoat layer can further suppress the migration of plasticizers and additive components contained in the interlayer for laminated glass to the functional film. Examples of radical initiators include peroxides, azo compounds, and photoradical generators. Examples of peroxides include t-butyl hydroperoxide, cumene hydroperoxide, t-butyl peroxyacetate, t-butyl peroxybenzoate, t-butyl peroxyoctanoate, t-butyl peroxyneodecanoate, t-butyl peroxyisobutyrate, lauroyl peroxide, t-amyl peroxypivalate, t-butyl peroxypivalate, dicumyl peroxide, benzoyl peroxide, potassium persulfate, and ammonium persulfate. Examples of azo compounds include azobisisobutyronitrile (AIBN), 2,2'-azobis(isobutyronitrile), 2,2'-azobis(2-butanenitrile), 4,4'-azobis(4-pentanoic acid), 1,1'-azobis(cyclohexanecarbonitride), 2-(t-butylazo)-2-cyanopropane, and 2,2'-azobis[2-methyl-N-(1,1)-bis(hydroxymethyl)-2-hydroxyethyl]propio Examples include azobisamide, 2,2'-azobis(2-methyl-N-hydroxyethyl)propionamide, 2,2'-azobis(N,N'-dimethylene isobutylamidine) dichloride, 2,2'-azobis(N,N-dimethylene isobutylamide), 2,2'-azobis(2-methyl-N-[1,1-bis(hydroxymethyl)-2-hydroxyethyl]propionamide), and 2,2'-azobis(isobutylamide) dihydrate.Examples of the photo radical generator include acetophenone, acetophenone benzyl ketal, 1-hydroxycyclohexyl phenyl ketone, 2,2-dimethoxy-1,2-diphenyl ethan-1-one, xanthone, fluorenone, benzaldehyde, fluorene, anthraquinone, triphenylamine, carbazole, 3-methyl acetophenone, 4,4'-dimethoxy benzophenone, benzoin propyl ether, benzyl dimethyl ketal, 1-(4-isopropylphenyl)-2-hydroxy-2-methyl propane-1-one, 2-hydroxy-2-methyl-1-phenyl propane-1-one, thioxanthone, diethyl thioxanthone, 2-methyl-1-[4-(methylthio)phenyl]-2-morpholino-propan-1-one, 2-benzyl-2-dimethylamino-1-(4-morpholinophenyl)-butanone-1, 4-(2-hydroxyethoxy)phenyl-(2-hydroxy-2-propyl) ketone, 2,4,6-trimethylbenzoyl diphenylphosphine oxide, bis-(2,6-dimethoxybenzoyl)-2,4,4-trimethylpentylphosphine oxide, and the like. These radical initiators can be used alone or in combination of two or more. Among these, peroxides are preferred, and t-butyl peroxy pivalate is more preferred.
[0045] The content of the radical initiator is not particularly limited, but is preferably 0.01 parts by mass or more and 5.0 parts by mass or less, more preferably 0.05 parts by mass or more and 2.0 parts by mass or less, and still more preferably 0.1 parts by mass or more and 1.0 parts by mass or less, based on 100 parts by mass of the polymerizable compound contained in the resin composition.
[0046] The resin composition may contain additives other than the radical initiator, and may appropriately contain, for example, an antioxidant, a heat stabilizer, a filler, a crosslinking agent, a coloring agent, and the like.
[0047] Incidentally, the resin or polymerizable compound having a polar group is preferably the main component in the resin composition. Specifically, the content of the resin or polymerizable compound having a polar group in the resin composition is preferably 70% by mass or more and 100% by mass or less, more preferably 80% by mass or more and 100% by mass or less, and still more preferably 90% by mass or more and 100% by mass or less, based on the total amount of the resin composition. The resin composition may contain both a resin having a polar group and a polymerizable compound. In that case, the total amount of the resin having a polar group and the polymerizable compound is preferably within these ranges. Here, the total amount of the resin composition refers to the solid content excluding volatile components such as solvents when the resin composition is diluted with a solvent or the like.
[0048] From the viewpoint of suppressing the deterioration of the functions of the functional film, it is preferable that the cured product of the resin composition containing a resin having a polar group constituting the overcoat layer or the resin composition containing a polymerizable compound having a polar group is crosslinked.
[0049] When the resin composition contains a crosslinking agent, the cured product of the resin composition containing a resin having a polar group or the resin composition containing a polymerizable compound having a polar group can be crosslinked. Examples of the crosslinking agent include compounds having two or more functional groups capable of reacting with a polar group. Examples of the functional group include an epoxy group, an amino group, an isocyanate group, an oxazoline group, etc. Specifically, an epoxy compound having two or more epoxy groups in one molecule, an amino group, an isocyanate group, an oxazoline group, etc. are mentioned. Among these, an epoxy compound is preferable, and an epoxy compound having three or more epoxy groups in one molecule is more preferable. Also, in the case of a resin composition containing a resin having a polar group, it is more preferable that the resin composition contains an epoxy compound as a crosslinking agent. On the other hand, the resin composition containing a polymerizable compound having a polar group may crosslink the cured product by containing a crosslinking agent, but it is preferable to crosslink the cured product of the resin composition by containing the above-mentioned polyfunctional polymerizable compound.
[0050] Examples of epoxy compounds used as crosslinking agents include, but are not limited to, bisphenol A type epoxy resins; bisphenol F type epoxy resins; alkylene glycol type epoxy resins or polyhydric alcohol hydrocarbon type epoxy resins such as propylene glycol diglycidyl ether, neopentyl glycol diglycidyl ether, ethylene glycol diglycidyl ether, butylene glycol diglycidyl ether, hexamethylene glycol diglycidyl ether, and trimethylolpropane triglycidyl ether; polyalkylene glycol type epoxy resins such as polypropylene glycol diglycidyl ether; and epoxy group-containing silicones such as polymethyl(glycidyloxypropyl)siloxane. Specifically, Epiclon 850-S, EHP-4032, Epiclon HP-7200, Epiclon HP-820, Epiclon HP-4700, Epiclon HP-4770, Epiclon EXA-830LVP, Epiclon EXA-8183, Epiclon EXA-8169, Epiclon N-660, Epiclon N-6 65-EXP-S, Epiclon N-740, Rika Resin BEO-20E, Rika Resin BEO-60E, Rika Resin HBE-100, Rika Resin DME-100, Rika Resin L-200 manufactured by Shin Nippon Rika Co., Ltd., EP-4003S, EP-4000S, EP-4088S, EP-3950S manufactured by ADEKA Corporation, Daicel Corporation Celoxide 2021P, Celoxide 2081, Celoxide 2000, EHPE3150, Epolid GT401, Epolid PB4700, Epolid PB3600, and NC-3000, NC-3000-L, NC-3000-H, NC-3000-FH-75M, NC-3100, CER-3000-L manufactured by Nippon Kayaku Co., Ltd. Examples include NC-2000-L, XD-1000, NC-7000L, NC-7300L, EPPN-501H, EPPN-501HY, EPPN-502H, EOCN-1020, EOCN-102S, EOCN-103S, EOCN-104S, CER-1020, EPPN-201, BREN-S, and BREN-10S.
[0051] When a crosslinking agent is used, the amount of the crosslinking agent in the resin composition is preferably 1 to 30 parts by mass, more preferably 2 to 25 parts by mass, and even more preferably 3 to 20 parts by mass, per 100 parts by mass of the resin having polar groups or polymerizable compound having polar groups contained in the resin composition.
[0052] From the viewpoint of suppressing the migration of plasticizers and additive components contained in the interlayer for laminated glass to the functional film, the thickness of the overcoat layer is preferably 1 μm to 100 μm, more preferably 5 μm to 70 μm, and even more preferably 10 μm to 50 μm.
[0053] When forming an overcoat layer using a resin composition containing a polymerizable compound having a polar group, the method for producing a functional film laminate includes, for example, a step (A) of applying the resin composition containing the polymerizable compound having a polar group onto a functional film, and a step (B) of curing the resin composition applied onto the functional film to form an overcoat layer.
[0054] (1) Step (A) In step (A), a resin composition containing a polymerizable compound having a polar group is applied onto a functional film. The application method is not particularly limited, but examples include solvent casting, bar coating, spin coating, and float coating. Bar coating is preferred. The resin composition may contain a diluent solvent as appropriate. In this case, it is preferable to dry it during or before step (B).
[0055] (2) Step (B) In step (B), the resin composition applied to the functional film is cured to form an overcoat layer. The curing method for the resin composition can be appropriately selected based on the radical initiator contained in the resin composition. For example, if the radical initiator is a peroxide or an azo compound, the resin composition is cured by heating the resin composition applied to the functional film. If the radical initiator is a photoradical generator, the resin composition is cured by irradiating the resin composition applied to the functional film with light. In step (B), the resin composition may be further crosslinked.
[0056] (3) Step (C) The method for manufacturing a functional film laminate may further include step (C) of providing a cover film layer on a resin composition applied to a functional film. In this case, step (B) of forming the overcoat layer involves curing the resin composition with the cover film layer already provided on it. This makes the surface of the overcoat layer even smoother. Also, when curing the resin composition applied to the functional film, it is possible to prevent foreign matter from adhering to the surface of the resin composition applied to the functional film. Examples of films used as the cover film layer include polyester resin films such as PET film and PEN film, (meth)acrylic resin film, TAC film, PES resin film, and polyimide resin film. Among these, polyester resin film is preferred from the viewpoint of ease of handling, and PET film is more preferred.
[0057] When forming an overcoat layer using a resin composition containing a resin having polar groups, the method for producing a functional film laminate includes, for example, a step (D) of applying a resin solution containing a polar group-containing (meth)acrylate resin and a solvent onto a functional film, and a step (E) of drying the resin solution applied onto the functional film to form an overcoat layer.
[0058] (4) Step (D) In step (D), a resin solution containing a polar group-containing (meth)acrylate resin and a solvent is applied onto a functional film. The application method is not particularly limited, but examples include solvent casting, bar coater, spin coater, and float method. The bar coater method is preferred. The solvent can be appropriately selected from solvents capable of dissolving the polar group-containing (meth)acrylate resin. Examples of solvents include alcohols such as methanol, ethanol, and isopropyl alcohol, ethyl acetate, toluene, and dimethoxyethane, with ethyl acetate being preferred. One solvent may be used alone, or two or more may be used in combination. Examples of solvents used in combination include a mixed solution of ethyl acetate and isopropanol, and a mixed solution of dimethoxyethane and isopropanol.
[0059] (5) Step (E) In step (E), the resin solution applied to the functional film is dried to form an overcoat layer. The drying conditions can be appropriately selected depending on the type of solvent used. The resin composition may be crosslinked or cured as appropriate during or before / after step (E). When using a resin composition containing a resin with polar groups, the above explanation assumes the use of a solvent, but the solvent may be omitted as appropriate depending on the properties of the resin.
[0060] <Laminated Film for Laminated Glass> The laminated film for laminated glass of the present invention comprises the functional film laminate and the interlayer for laminated glass of the present invention. In the laminated film for laminated glass, the interlayer for laminated glass may be placed on at least one surface of the functional film laminate, but it is preferable that it be placed on both surfaces of the functional film laminate. That is, in the laminated film for laminated glass, it is preferable that the functional film laminate is sandwiched between the interlayer for laminated glass from both sides. By placing the interlayer for laminated glass on both surfaces of the functional film laminate, the functional film laminate can be properly embedded in laminated glass.
[0061] (Interlayer for Laminated Glass) The interlayer for laminated glass used in the laminated glass film laminate of the present invention is a thermoplastic resin film having a single-layer structure or a multilayer structure. In the case of a single-layer structure, the interlayer for laminated glass may consist of a thermoplastic resin layer containing a thermoplastic resin, and in the case of a multilayer structure, it may consist of multiple thermoplastic resin layers, each containing a thermoplastic resin.
[0062] Examples of thermoplastic resins used in the thermoplastic resin layer include (meth)acrylic resins, polyvinyl acetal resins, polyvinyl alcohol resins (PVA), polyurethane resins (PU), ethylene-vinyl acetate copolymer resins (EVA), ethylene-vinyl acetate copolymer saponified products (EVOH), ethylene-methacrylic acid copolymer resins, ionomer resins, isobutylene resins, styrene-isoprene copolymer resins, and styrene-butadiene copolymer resins. The thermoplastic resin may be used alone or in combination of two or more types. Among the above, polyvinyl acetal resins and ethylene-vinyl acetate copolymer resins (EVA) are preferred, and polyvinyl acetal resins are more preferred, from the viewpoint of adhesion and impact resistance. Using polyvinyl acetal resin makes it easier to achieve excellent impact resistance. It also makes it easier to improve adhesion to various resin materials and inorganic glass. In the case of a multilayer structure, the resins constituting each thermoplastic resin layer may be the same or different, but it is more preferable that they are all polyvinyl acetal resins.
[0063] (Polyvinyl acetal resin) The polyvinyl acetal resin is not particularly limited as long as it is obtained by acetalizing polyvinyl alcohol (PVA) with an aldehyde. The aldehyde is not particularly limited, but generally, aldehydes having 1 to 10 carbon atoms are preferably used. The aldehydes having 1 to 10 carbon atoms are not particularly limited, and examples include n-butyraldehyde, isobutyraldehyde, n-barrelaldehyde, 2-ethylbutyraldehyde, n-hexylaldehyde, n-octylaldehyde, n-nonylaldehyde, n-decylaldehyde, formaldehyde, acetaldehyde, benzaldehyde, etc. These aldehydes may be used alone or in combination of two or more. Among those mentioned above, n-butyraldehyde, n-hexylaldehyde, and n-valeraldehyde are preferred, with n-butyraldehyde being more preferred. Therefore, polyvinyl butyral resin is preferred as the polyvinyl acetal resin.
[0064] The polyvinyl acetal resin may be unmodified polyvinyl acetal resin, but it may also be modified polyvinyl acetal resin. Modified polyvinyl acetal resin has structures other than acetal groups, hydroxyl groups, and acetyl groups (modified groups), and preferably has modified groups in its side chains. Examples of modified groups include those having a polyalkylene oxide structure in the side chain, and those having alkyl groups other than acetal groups and acetyl groups (for example, with about 2 to 30 carbon atoms) in the side chain. The amount of modification is not particularly limited, but for example, it is about 0.1 mol% to 10 mol%. The amount of modification represents the ratio of functional groups to the total vinyl monomer units constituting the polyvinyl acetal resin. In the thermoplastic resin layer, one type of polyvinyl acetal resin may be used alone, or two or more types may be used in combination.
[0065] When polyvinyl acetal resin is used as the thermoplastic resin in the thermoplastic resin layer, other thermoplastic resins may be included as long as the effects of the present invention are achieved. Other thermoplastic resins are as described above. However, it is preferable that polyvinyl acetal resin be the main component in the thermoplastic resin layer. Specifically, the polyvinyl acetal resin content is, for example, 50% by mass or more, preferably 70% by mass or more, more preferably 90% by mass or more, and most preferably 100% by mass, based on the total amount of thermoplastic resin contained in the thermoplastic resin layer. Therefore, the thermoplastic resin contained in the thermoplastic resin layer of the present invention may consist only of polyvinyl acetal resin.
[0066] (Plasticizer) It is preferable that the thermoplastic resin layer contains a plasticizer. By containing a plasticizer, the thermoplastic resin layer becomes more flexible, which can improve the adhesion of the thermoplastic resin layer to various substrates and its resistance to penetration.
[0067] Examples of plasticizers include organic ester plasticizers, organophosphorus plasticizers such as organic phosphate ester plasticizers and organic phosphite ester plasticizers, organic ether plasticizers such as polyalkylene glycol plasticizers, and alcohol plasticizers. A single plasticizer may be used, or two or more may be used in combination. Among the above, organic ester plasticizers and organic ether plasticizers are preferred.
[0068] Preferred organic ester plasticizers include monobasic organic acid esters and polybasic organic acid esters. Examples of monobasic organic acid esters include esters of glycol and monobasic organic acid. Examples of glycols include polyalkylene glycols in which each alkylene unit has 2 to 4 carbon atoms, preferably 2 or 3 carbon atoms, and the number of repeating alkylene units is 2 to 10, preferably 2 to 4. Alternatively, the glycol may be a monoalkylene glycol with 2 to 4 carbon atoms, preferably 2 or 3 carbon atoms (i.e., 1 repeating unit). Specific examples of glycols include ethylene glycol, diethylene glycol, triethylene glycol, tetraethylene glycol, propylene glycol, dipropylene glycol, tripropylene glycol, tetrapropylene glycol, and butylene glycol. Examples of monobasic organic acids include organic acids having 3 to 10 carbon atoms, specifically butyric acid, isobutyric acid, caproic acid, 2-ethylbutyric acid, heptylic acid, n-octylic acid, 2-ethylhexylic acid, n-nonylic acid, and decylic acid.
[0069] Specific examples of monobasic organic acid esters include triethylene glycol di-2-ethyl butyrate, triethylene glycol di-2-ethylhexanoate, triethylene glycol dicaprylate, triethylene glycol di-n-octanoate, triethylene glycol di-n-heptanoate, tetraethylene glycol di-n-heptanoate, tetraethylene glycol di-2-ethylhexanoate, diethylene glycol di-2-ethyl butyrate, diethylene glycol di-2-ethylhexanoate, dipropylene glycol di-2-ethyl butyrate, and triethylene glycol di-2-ethyl butyrate. Examples include chol di-2-ethylpentanoate, tetraethylene glycol di-2-ethyl butyrate, diethylene glycol dicapriate, triethylene glycol di-n-heptanoate, tetraethylene glycol di-n-heptanoate, triethylene glycol di-2-ethyl butyrate, ethylene glycol di-2-ethyl butyrate, 1,2-propylene glycol di-2-ethyl butyrate, 1,3-propylene glycol di-2-ethyl butyrate, 1,4-butylene glycol di-2-ethyl butyrate, and 1,2-butylene glycol di-2-ethyl butyrate.
[0070] Furthermore, examples of polybasic organic acid esters include ester compounds of dibasic organic acids having 4 to 12 carbon atoms, such as adipic acid, sebacic acid, and azelaic acid, and alcohols having 4 to 10 carbon atoms. The alcohols having 4 to 10 carbon atoms may be linear, branched, or cyclic. Specifically, examples include dibutyl sebacate, dioctyl azelaate, dihexyl adipate, dioctyl adipate, hexylcyclohexyl adipate, diisononyl adipate, heptylnonyl adipate, dibutylcarbitol adipate, and mixed adipic acid esters. Oil-modified alkyd sebacate may also be used. Examples of mixed adipic acid esters include adipic acid esters made from two or more alcohols selected from alkyl alcohols having 4 to 9 carbon atoms and cyclic alcohols having 4 to 9 carbon atoms.
[0071] The organic ester plasticizer is not limited to the complete esters of the esters described above, but may also be a partial ester. For example, it may be a partial ester of a glycol and a monobasic organic acid, or a partial ester of a dibasic organic acid and an alcohol. Specifically, examples include triethylene glycol-mono-2-ethylhexanoate. Furthermore, it may be a partial ester of a trivalent or higher alcohol, such as glycerin, and a monobasic organic acid. Examples of monobasic organic acids include those having 3 to 24 carbon atoms, preferably 6 to 18 carbon atoms. Specific examples of partial esters of trivalent or higher alcohols and monobasic organic acids include mono or diesters of glycerin and stearic acid, and mono or diesters of glycerin and 2-ethylhexyl acid. Among the above, triethylene glycol-di-2-ethylhexanoate (3GO) is particularly preferred as the organic ester plasticizer.
[0072] Examples of organophosphorus plasticizers include phosphate esters such as tributoxyethyl phosphate, isodecylphenyl phosphate, and triisopropyl phosphate. Examples of polyalkylene glycol plasticizers include polyoxyalkylene compounds having a polyoxyalkylene structure, specifically including polyhydric alcohol compounds such as glycol, ester compounds of glycol with a monobasic or polybasic organic acid, and ether compounds of a monohydric or polyhydric alcohol with polyoxyalkylene. Here, examples of glycols include polyoxyalkylene glycol and its derivatives. Examples of polyoxyalkylenes include polyoxyethylene, polyoxypropylene, polyoxybutylene, and their random copolymers or block copolymers. As mentioned above, the polyoxyalkylene compound may be a polyhydric alcohol compound, an ester compound, an ether compound, or something else. Examples of polyoxyalkylene compounds include polyoxyalkylene or its derivatives. More specifically, examples include polyoxyalkylene glycols composed of the above-mentioned polyoxyalkylenes, and ether compounds of polyoxyalkylenes and polyhydric alcohols. These may have hydroxyl groups at all ends, or they may be derivatives in which some or all of the terminal hydroxyl groups are substituted with alkyl or acyl groups. The number of carbon atoms in the alkyl and acyl groups is not particularly limited, but is generally between 1 and 8, preferably between 1 and 4. Examples of polyoxyalkylene glycols include polyoxyethylene polyoxypropylene glycols such as polyethylene glycol (polyoxyethylene glycol), polypropylene glycol (polyoxypropylene glycol), poly(ethylene oxide / propylene oxide) block copolymers, and poly(ethylene oxide / propylene oxide) random copolymers, and polyoxybutylene glycols such as polytetramethylene glycol.Examples of ether compounds of polyoxyalkylene and polyhydric alcohols include ether compounds of polyoxyalkylene with polyhydric alcohols such as glycerol, diglycerol, trimethylolpropane, erythritol, pentaerythritol, and bisphenol A. Specifically, examples include polyoxyethylene glyceryl ether, polyoxypropylene glyceryl ether, polyoxyethylene diglyceryl ether, polyoxypropylene diglyceryl ether, and polyoxyalkylene pentaerythritol ether. Furthermore, examples of derivatives in which some or all of the hydrogen atoms of the terminal hydroxyl group are substituted with alkyl or acyl groups include the polyoxyalkylene glycols mentioned above, and derivatives of ether compounds in which some or all of the hydrogen atoms of the terminal hydroxyl group are substituted with alkyl or acyl groups. Specifically, examples include polyoxyethylene glycol monomethyl ether, polyoxyethylene glycol dimethyl ether, polyoxypropylene glycol monomethyl ether, polyoxypropylene glycol dimethyl ether, polyoxyethylene polyoxypropylene glycol monomethyl ether, polyoxyethylene polyoxypropylene glycol dimethyl ether, polyoxyethylene glycol monobutyl ether, polyoxypropylene glycol monobutyl ether, and polyoxyethylene polyoxypropylene monobutyl ether. Among the above, polyoxyalkylene compounds having polyoxyethylene, polyoxypropylene, or polyoxyethylene polyoxypropylene structures are preferred, and among these, those having polyoxypropylene or polyoxyethylene polyoxypropylene structures are more preferred. Specifically, polyoxyethylene polyoxypropylene glycol, polyoxypropylene glyceryl ether, polyoxypropylene diglyceryl ether, or derivatives thereof in which some of the hydrogen atoms of the terminal hydroxyl groups are substituted with alkyl groups are preferred. Examples of alcohol-based plasticizers include various polyhydric alcohols such as butanediol, hexanediol, trimethylolpropane, and pentaerythritol. Among these, trimethylolpropane is preferred.Examples of alcohol-based plasticizers include various polyhydric alcohols such as butanediol, hexanediol, trimethylolpropane, and pentaerythritol. Among these, trimethylolpropane is preferred.
[0073] The above plasticizers can be used individually or in combination of two or more. Among the above plasticizers, triethylene glycol-di-2-ethylhexanoate (3GO), polyoxypropylene diglyceryl ether (DGP), and polypropylene glycol (PPG) are preferred, and triethylene glycol-di-2-ethylhexanoate (3GO) is more preferred.
[0074] The content of the plasticizer in the thermoplastic resin layer is not particularly limited, but is preferably 10 parts by mass or more and 100 parts by mass or less per 100 parts by mass of thermoplastic resin. When the plasticizer content is 10 parts by mass or more, the thermoplastic resin layer becomes moderately flexible, and the adhesion of the thermoplastic resin layer and the penetration resistance of the laminated glass are improved. On the other hand, when the plasticizer content is 100 parts by mass or less, separation of the plasticizer from the thermoplastic resin layer is prevented. The above content of the plasticizer is more preferably 15 parts by mass or more, even more preferably 30 parts by mass or more, even more preferably 35 parts by mass or more, and also more preferably 70 parts by mass or less, even more preferably 60 parts by mass or less, and even more preferably 50 parts by mass or less.
[0075] The thermoplastic resin layer may contain, in addition to plasticizers, known additives used in combination with thermoplastic resins. That is, the thermoplastic resin layer may consist of a thermoplastic resin such as polyvinyl acetal resin, or a thermoplastic resin and a plasticizer, but it may also contain additives other than plasticizers as needed. Specific examples of additives other than plasticizers include ultraviolet absorbers, infrared absorbers, antioxidants, light stabilizers, adhesion modifiers, colorants, fluorescent whitening agents, and crystal nucleating agents. Furthermore, if the interlayer for laminated glass has multiple thermoplastic resin layers, each thermoplastic resin layer may have the same configuration or different configurations. For example, the types and content of the thermoplastic resins constituting the multiple thermoplastic resin layers may be the same or different. Also, if the interlayer for laminated glass has a multilayer structure, it may consist of multiple thermoplastic resin layers as described above, but it may also have layers other than thermoplastic resin layers, in which case, for example, it may be a resin layer other than a thermoplastic resin layer. Such a resin layer may, for example, constitute a layer other than the surface layer that makes up the surface of the interlayer for laminated glass (i.e., an internal layer).
[0076] Laminated glass film layers can be manufactured by, for example, heat-pressing a functional film layer and an interlayer for laminated glass. Alternatively, when incorporating a functional film layer into laminated glass, the heat-pressing process may involve first heat-pressing the functional film layer and the interlayer for laminated glass together to form a laminated glass film layer, and then pressing the laminated glass film layer with the laminated glass components to create the laminated glass. Alternatively, the functional film layer and the interlayer for laminated glass may be placed between the laminated glass components before pressing, and the functional film and interlayer may be pressed together during the process of pressing the laminated glass components with the interlayer.
[0077] [Laminated Glass] Laminated glass comprises a first laminated glass member, a second laminated glass member, and a laminated film for laminated glass according to the present invention, which is disposed between the first and second laminated glass members.
[0078] [First and Second Laminated Glass Components] Examples of first and second laminated glass components used in laminated glass include glass plates. The glass plates may be inorganic glass or organic glass, but inorganic glass is preferred. Inorganic glass is not particularly limited, but examples include clear glass, float glass, tempered glass, colored glass, polished glass, patterned glass, wired glass, reinforced glass, ultraviolet absorbing glass, infrared reflective glass, infrared absorbing glass, green glass, etc. As for organic glass, what is generally called resin glass is used, and examples include polycarbonate plates, (meth)acrylic plates such as polymethyl methacrylate plates, polyester plates such as acrylonitrile styrene copolymer plates, acrylonitrile butadiene styrene copolymer plates, polyethylene terephthalate plates, fluororesin plates, polyvinyl chloride plates, chlorinated polyvinyl chloride plates, polypropylene plates, polystyrene plates, polysulfone plates, epoxy resin plates, phenolic resin plates, unsaturated polyester resin plates, polyimide resin plates, etc. Various organic glass plates may be subjected to surface treatment as appropriate.
[0079] The first and second laminated glass members may be made of the same material or different materials. For example, one may be inorganic glass and the other organic glass, but it is preferable that both the first and second laminated glass members be inorganic glass or organic glass. The thickness of each glass plate used as the first and second laminated glass members is not particularly limited, but is, for example, about 0.1 mm to 15 mm, preferably 0.5 mm to 5 mm. The thicknesses of each glass plate may be the same or different.
[0080] Laminated glass components may consist of a single glass plate, or they may have other components attached to the glass plate. It is preferable that the laminated glass components have functional components attached to the glass plate to provide various functions. These other components may be, for example, components that make up electronic devices or optical components, but are preferably components that make up a display device. The display device may be a liquid crystal display device, an organic EL display device, an LED display device, a segment display device, etc. Among these, a liquid crystal display device is preferred.
[0081] The display device may be, for example, a display panel on which a glass plate serves as a substrate, and display layers such as a liquid crystal layer or an organic EL layer, or light-emitting elements, are provided on the substrate. The glass plate serving as the substrate for the display panel may be used as a laminated glass component. The laminated glass component may also be a glass plate on which functional layers such as conductive films constituting electrodes or sensors, anti-reflective layers, or hard coat layers are laminated. Therefore, the bonding surface with the laminated glass interlayer, to which the laminated glass interlayer is directly laminated, may be the glass plate itself, or it may be the surface of the functional layer.
[0082] <Method for Manufacturing Laminated Glass> Laminated glass may be manufactured by a method in which at least a laminate of laminated glass film is placed between a first laminated glass member and a second laminated glass member, and these are bonded together under pressure to obtain laminated glass. Alternatively, components constituting the laminate of laminated glass film may be prepared, and laminated glass incorporating the laminate of laminated glass film may be manufactured by placing the components constituting the laminate between the first laminated glass member and the second laminated glass member, and bonding these together under pressure.
[0083] In the above manufacturing method, first, a first and second laminated glass member and a member (laminated glass film laminate) to be placed between the first and second laminated glass members are prepared. Here, the laminated glass film laminate to be placed between the first and second laminated glass members can be appropriately selected according to the structure of the resulting laminated glass.
[0084] Furthermore, as described above, in laminated glass, functional members or functional layers may be attached to at least one of the first and second laminated glass members, but it is preferable that the functional members or functional layers be attached to the laminated glass member before it is integrated into the laminated glass. Therefore, in the above manufacturing method, at least one of the first and second laminated glass members should be prepared as a laminated glass member to which the functional members or functional layers are attached, and for example, as described above, if the laminated glass member constitutes the substrate of a display device, at least one of the first and second laminated glass members should be prepared as a display device.
[0085] In this manufacturing method, a laminated glass film laminate is placed between the first laminated glass member and the second laminated glass member as described above, and these are bonded together to form a single laminated glass. Alternatively, the components constituting the laminated glass film laminate may be placed between the first laminated glass member and the second laminated glass member, and these are bonded together to form a single laminated glass incorporating the laminate.
[0086] The above bonding can be performed, for example, by autoclave, but may also be performed by means other than an autoclave. When bonding is performed under pressure, for example, it is preferable to use a pressure of about 0.1 MPa to 1.5 MPa and a temperature of about 90°C to 150°C. When bonding is performed under negative pressure, such as when using a vacuum bag, the pressure should be, for example, 0.01 MPa or higher, but more preferably 0.05 MPa or higher. In this manufacturing method, pre-bonding may be performed before the above bonding. Pre-bonding may be performed by vacuum bag, by autoclave under low temperature conditions, or by other press machines, but among these, vacuum bag is preferred. Generally, a rubber pack is used as the vacuum bag. Pre-bonding may be performed at a temperature of, for example, 80°C to 120°C.
[0087] Laminated glass equipped with the functional film laminate or laminated glass film laminate of the present invention is not particularly limited and can be used for a variety of applications, but is preferably used as laminated glass. Laminated glass equipped with the functional film laminate or laminated glass film laminate of the present invention can be used as window glass for various vehicles such as automobiles and trains, ships and airplanes, or various buildings such as office buildings, condominiums, detached houses, halls and gymnasiums, or machine tools such as cutting and polishing machines, or construction machinery such as shovels and cranes, or as partitions inside various vehicles and buildings, but is particularly preferred for use in vehicles such as automobiles and in buildings, is preferred for use as window glass for vehicles and in building-integrated power generation equipment (BIPV), and is more preferred for use as window glass for vehicles.
[0088] Furthermore, laminated glass equipped with the functional film laminate or laminated glass film laminate of the present invention is preferably used to prevent fogging and the adhesion of rain, frost, ice, and snow to the front glass portion of optical equipment used in ADAS and AD. In this case, the functional film may be a transparent electric heating film. In addition, laminated glass equipped with the functional film laminate or laminated glass film laminate of the present invention may be used for various display applications, for example, when a display device is constructed using laminated glass components. For display applications, the above-mentioned window glass or partition may be used as a display. Laminated glass may also be used as cover glass for various displays, and may be applied to, for example, in-vehicle displays.
[0089] [Layer structure of functional film laminates, laminated glass film laminates, and laminated glass] Next, with reference to the drawings, the layer structure of functional film laminates, laminated glass film laminates, and laminated glass will be described with reference to embodiments. As shown in Figure 1, a functional film laminate 1A may have an overcoat layer 3 on one side of the functional film 2, or as shown in Figure 2, a functional film laminate 1B may have overcoat layers 3 and 4 on both sides of the functional film 2. As shown in Figure 3, a laminated glass film laminate 10A may have laminated glass interlayers 11 and 12 on both sides of the functional film laminate 1A, or as shown in Figure 4, a laminated glass interlayer 11 may have been provided on one side of the functional film 2. Also, as shown in Figure 5, a laminated glass film laminate 10C may have two functional film laminates 1A, and although not shown, a laminated glass film laminate may have three or more functional film laminates. As an example of laminated glass, Figure 6 shows laminated glass 100A equipped with a functional film laminate 1A and a laminated glass film laminate 10A. In laminated glass 100A, a laminated glass film laminate 10A, which includes a functional film laminate 1A, is placed between two laminated glass members 21 and 22. Alternatively, as shown in Figure 7 of laminated glass 100B, the laminated glass film laminate 10A, which includes a functional film laminate 1A, may be placed in a portion of the laminated glass 100B. In this case, the functional film laminate 1A and the laminated glass interlayer 13 are arranged side by side along the planar direction between the two laminated glass members 21 and 22, and the laminated glass members 21 and 22 are bonded together via the functional film laminate 1A and the laminated glass interlayer 13. The laminated glass interlayer 13 is not particularly limited, but it may be formed in a frame shape so as to surround the functional film laminate 1A.
[0090] The present invention will be described in more detail by reference to examples, but the present invention is not limited in any way by these examples.
[0091] <Fabrication of Laminated Glass> (Fabrication of Laminated Glass in Example 1) (1) Fabrication of Functional Film Laminate A transparent conductive film 31 (thickness 100 μm, width 5 cm, length 5 cm) shown in Figure 8(a) was prepared. As shown in Figure 8(b), silver paste was applied to a 0.5 cm wide area at both ends in the longitudinal direction on the conductive surface of the transparent conductive film 31 to form terminals 32. The resistance between the two terminals 32 was approximately 100 Ω.
[0092] An overcoat solution was prepared by dissolving 0.5 parts by mass of a radical initiator (t-butyl peroxypivalate (NOF Corporation, Perbutyl PV)) in 100 parts by mass of a hydroxyl group-containing (meth)acrylate (2-hydroxy-3-phenoxypropyl acrylate (Toagosei Co., Ltd., Aronics M-5700)).
[0093] As shown in Figure 8(c), an overcoat liquid was applied using a bar coater to a 4.5 cm wide and 5 cm long area (see the area of the overcoat layer 33) on the surface of the transparent conductive film 31 where the terminals 32 were formed, so that the thickness after drying would be 20 μm. Then, a PET film (thickness 50 μm) was placed over the entire surface coated with the overcoat liquid, and the film was cured at a temperature of 100°C for 30 minutes to harden the overcoat liquid and form the overcoat layer 33, thereby fabricating a functional film laminate 30. After the overcoat liquid hardened, the PET film was removed. The resistance value between two terminals 32 could be measured using two terminals 32 that were not covered by the overcoat layer 33. The transparent conductive film 31 is made by forming a carbon nanotube conductive film on a PET film.
[0094] (2) Preparation of interlayer for laminated glass A resin composition was obtained by mixing 40 parts by mass of a plasticizer (triethylene glycol-di-2-ethylhexanoate: 3GO) with 100 parts by mass of polyvinyl butyral resin (hydroxyl group content 30.8 mol%, degree of acetalization 68.4 mol%, degree of acetylation 0.8 mol%, degree of polymerization 1700). Using the obtained resin composition, an interlayer for laminated glass with a thickness of 380 μm was prepared in film form by extrusion.
[0095] (3) Manufacturing of Laminated Glass As shown in Figure 9(a), a laminate was obtained by stacking clear glass 44, laminated glass interlayer 43, functional film laminate 30 (with the top surface being the conductive surface), laminated glass interlayer 42, and clear glass 41 in that order from bottom to top. With the terminals 32 exposed, the laminate was pre-pressed between heating rolls at a temperature of 110°C, and then heated in an autoclave at a temperature of 140°C for 30 minutes under reduced pressure to obtain the laminated glass 40 of Example 1 shown in Figure 9(b). The sizes of the clear glass 41, laminated glass interlayer 42, functional film laminate 30, laminated glass interlayer 43, and clear glass 44 are as follows. Clear glass 41: Thickness 2 mm, width 4.5 cm, length 5 cm Laminated glass interlayer 42: Thickness 380 μm, width 4.5 cm, length 5 cm Functional film laminate 30: Width 5 cm, length 5 cm Laminated glass interlayer 43: Thickness 380 μm, width 5 cm, length 5 cm Clear glass 44: Thickness 2 mm, width 5 cm, length 5 cm
[0096] (Preparation of the laminated glass of Comparative Example 1) The laminated glass of Comparative Example 1 was prepared in the same manner as in Example 1, except that an overcoat layer was not provided on the functional film.
[0097] (Preparation of laminated glass in Examples 2 to 6) Laminated glass in Examples 2 to 6 was prepared in the same manner as in Example 1, except that the composition of the overcoat liquid was changed as shown in Table 1.
[0098] (Fabrication of laminated glass in Example 7) (1) Fabrication of a functional film laminate A transparent conductive film 31 (thickness 100 μm, width 5 cm, length 5 cm) shown in Figure 8(a) was prepared. As shown in Figure 8(b), silver paste was applied to a 0.5 cm wide area at both ends in the longitudinal direction on the conductive surface of the transparent conductive film 31 to form terminals 32. The resistance between the two terminals 32 was approximately 100 Ω.
[0099] An overcoat solution was prepared by dissolving a carboxyl group-containing acrylate resin (Alphon UC-3000, manufactured by Toagosei Co., Ltd.) in ethyl acetate to a concentration of 50% by mass.
[0100] As shown in Figure 8(c), an overcoat solution was applied to a 4.5c wide and 5cm long area (see the area of the overcoat layer 33) of the transparent conductive film 31 where the terminals 32 were formed, using a bar coater to a thickness of 40 μm. Then, the film was heated at 100°C for 30 minutes to volatilize the ethyl acetate in the overcoat solution, forming the overcoat layer 33 and creating a functional film laminate 30. The resistance between two terminals 32 was measured using two terminals 32 that were not covered by the overcoat layer 33.
[0101] (2) Preparation of interlayer for laminated glass An interlayer for laminated glass was prepared in the same manner as in Example 1.
[0102] (3) Laminated glass Laminated glass was manufactured using the same method as in Example 1.
[0103] (Preparation of laminated glass for Examples 8-24 and Comparative Example 2) Laminated glass for Examples 8-24 and Comparative Example 2 was prepared in the same manner as in Example 7, except that the composition of the overcoat liquid was changed as shown in Tables 1-3.
[0104] The components used to prepare the overcoat solution are as follows: • Hydroxyl group-containing (meth)acrylate: 2-hydroxy-3-phenoxypropyl acrylate, manufactured by Toagosei Co., Ltd., trade name "Arronix M-5700" • Carboxyl group-containing (meth)acrylate: Monohydroxyethyl phthalate acrylate, manufactured by Toagosei Co., Ltd., trade name "Arronix M-5400" • Polyfunctional acrylate: Mixture of pentaerythritol tetraacrylate and pentaerythritol triacrylate (65-70 mol% pentaerythritol triacrylate), manufactured by Toagosei Co., Ltd., trade name "Arronix M-306" • Carboxyl group-containing (meth)acrylate resin A: manufactured by Toagosei Co., Ltd., trade name "Alphon UC-3000", weight-average molecular weight 10,000, glass transition temperature 65°C, acid value 74 mg KOH / g - Carboxyl group-containing (meth)acrylate resin B: copolymer of methyl methacrylate (MMA) and methacrylic acid (MAC) (monomer mass ratio: 70 / 30), weight-average molecular weight 40,000, glass transition temperature 123°C, acid value 196 mg KOH / g - Carboxyl group-containing (meth)acrylate resin C: copolymer of methyl methacrylate (MMA) and methacrylic acid (MAC) (monomer mass ratio: 90 / 10), weight-average molecular weight 42,000, glass transition temperature 100°C, acid value 65 mg KOH / g - Carboxyl group-containing (meth)acrylate resin D: copolymer of methyl methacrylate (MMA) and methacrylic acid (MAC) (monomer mass ratio: 95 / 5), weight-average molecular weight 42,000, glass transition temperature 95°C, acid value 33 mg KOH / g • Carboxyl group-containing (meth)acrylate resin E: copolymer of methyl methacrylate (MMA) and acrylic acid (AAc) (monomer mass ratio: 70 / 30), weight-average molecular weight 39,000, glass transition temperature 95°C, acid value 234 mgKOH / g • Glycidyl group-containing (meth)acrylate resin: manufactured by Toagosei Co., Ltd., product name "Alphon UG-4070", weight-average molecular weight 9,700, glass transition temperature 58°C, epoxy value 1.4 meq / g • Hydroxyl group-containing (meth)acrylate resin A: manufactured by Toagosei Co., Ltd., product name "Alphon UH-2170", weight-average molecular weight 14,000, glass transition temperature 60°C, hydroxyl value 88 mg KOH / g • Hydroxyl group-containing (meth)acrylate resin B: copolymer of methyl methacrylate (MMA) and hydroxyethyl methacrylate (HEMA) (monomer mass ratio: 20 / 80), weight-average molecular weight 35,000, glass transition temperature 61°C, hydroxyl value 345 mg KOH / g • Hydroxyl group-containing (meth)acrylate resin C: copolymer of methyl methacrylate (MMA) and hydroxyethyl methacrylate (HEMA) (monomer mass ratio: 80 / 20), weight-average molecular weight 38,000, glass transition temperature 82°C, hydroxyl value 86 mg KOH / g • Hydroxyl group-containing (meth)acrylate resin D: copolymer of methyl methacrylate (MMA) and hydroxyethyl methacrylate (HEMA) (monomer mass ratio: 90 / 10), weight-average molecular weight 39,000, glass transition temperature 86°C, hydroxyl value 43 mg KOH / g • Hydroxyl group-containing (meth)acrylate resin E: copolymer of methyl methacrylate (MMA) and hydroxyethyl methacrylate (HEMA) (monomer mass ratio: 20 / 80), weight-average molecular weight 150,000, glass transition temperature 61°C, hydroxyl value 345 mg KOH / g • Hydroxyl group-containing (meth)acrylate resin F: copolymer of methyl methacrylate (MMA) and hydroxyethyl methacrylate (HEMA) (monomer mass ratio: 20 / 80), weight-average molecular weight 400,000, glass transition temperature 61°C, hydroxyl value 345 mg KOH / g・Hydroxygroup-containing (meth)acrylate resin G: copolymer of methyl methacrylate (MMA) and hydroxyethyl methacrylate (HEMA) (monomer mass ratio: 20 / 80), weight-average molecular weight 800,000, glass transition temperature 61°C, hydroxyl value 345 mg KOH / g ・Hydroxygroup-containing (meth)acrylate resin H: copolymer of methyl methacrylate (MMA) and hydroxyethyl methacrylate (HEMA) (monomer mass ratio: 20 / 80), weight-average molecular weight 1,700,000, glass transition temperature 61°C, hydroxyl value 345 mg KOH / g ・Amide group-containing (meth)acrylate resin A: copolymer of methyl methacrylate (MMA) and N-vinylpyrrolidone (NVP) (monomer mass ratio: 50 / 50), weight-average molecular weight 37,000, glass transition temperature 88°C ・Amide group-containing (meth)acrylate resin B: copolymer of N-vinylpyrrolidone (NVP) and 4-hydroxybutyl acrylate (4HBA) (monomer mass ratio: 50 / 50), weight-average molecular weight 42,000, glass transition temperature 10°C ・(meth)acrylate resin without polar groups: polymethyl methacrylate resin, manufactured by Sumitomo Chemical Co., Ltd., trade name "Sumipex MGSS" ・Radical initiator: peroxide (t-butyl peroxypivalate, manufactured by NOF Corporation, trade name "Perbutyl PV") ・Crosslinking agent: epoxidized butanetetracarboxylic acid tetrakis-(3-cyclohexenylmethyl) modified ε-caprolactone, tetrafunctional alicyclic epoxy resin, manufactured by Daicel Corporation, trade name "Epolid GT401", epoxy equivalent 220 g / eq • Solvent ethyl acetate (Examples 7-9, 11-12, 14-18, 21-24, Comparative Example 2) Ethyl acetate / isopropanol = 1 / 1 mixed solution (Example 10) Ethyl acetate / isopropanol = 3 / 1 mixed solution (Example 19) Isopropanol (Example 20) Dimethoxyethane / isopropanol = 1 / 1 mixed solution (Example 13)
[0105] The methods for measuring and evaluating the physical properties of the laminated glass in Examples 1 to 24 and Comparative Examples 1 and 2 are as follows: (Resistance Increase Rate) The resistance (R1) between terminals 32 was measured for the laminated glass immediately after manufacturing. The resistance (R2) between terminals 32 was measured for the laminated glass after curing for 300 hours in an environment at a temperature of 90°C. The resistance increase rate was then calculated from the following formula: Resistance Increase Rate (%) = (R2 - R1) × 100 ÷ R1
[0106] (Visible light transmittance (Tv)) The visible light transmittance (Tv) at wavelengths of 380 nm to 780 nm was measured using a spectrophotometer (Hitachi High-Tech Corporation "U-4100") on laminated glass after curing for 300 hours at a temperature of 90°C, in accordance with JIS R3106:1998.
[0107] (Yellowness (YI)) The YI value (yellowness, yellow index) of laminated glass, which had been cured for 300 hours in an environment of 90°C, was measured using a spectrophotometer (Hitachi High-Tech Corporation "U-4100") in accordance with JIS K7105, by the transmission method.
[0108] (Haze) For laminated glass that had been cured for 300 hours at a temperature of 90°C, the haze was measured using a haze meter (manufactured by Nippon Denshoku Industries Co., Ltd., product name "NDH4000") in accordance with ASTM D1003.
[0109] (Hydroxyl Value and Acid Value) In accordance with JIS K0070:1992, the hydroxyl value and oxidation value of the resin composition of the overcoat liquid (before curing) were measured, and these hydroxyl value and acid value were used as the hydroxyl value and acid value of the resin composition, respectively. In Examples 1 to 6, the hydroxyl value and acid value of the resin composition were measured before adding the radical initiator, while in Examples 7 to 24 and Comparative Example 2, the hydroxyl value and acid value of the resin composition were measured before adding the crosslinking agent.
[0110] Tables 1 to 3 show the evaluation results of the laminated glass from Examples 1 to 24 and Comparative Examples 1 and 2.
[0111]
[0112]
[0113] In Examples 1 to 6, the laminated glass had an overcoat layer made of a cured resin composition containing a polymerizable compound having polar groups, resulting in a small increase in resistance and suppression of the deterioration of the functional film laminate's function. In Examples 7 to 24, the laminated glass had an overcoat layer made of a resin composition containing a resin having polar groups, resulting in a small increase in resistance and suppression of the deterioration of the functional film laminate's function. In Comparative Example 1, the laminated glass did not have an overcoat layer in the functional film laminate, resulting in a large increase in resistance and failure to suppress the deterioration of the functional film laminate's function. In Comparative Example 2, the resin in the resin composition of the overcoat layer did not have polar groups, resulting in a large increase in resistance and failure to suppress the deterioration of the functional film laminate's function.
[0114] 1A, 1B Functional film laminate 2 Functional film 3, 4, 33 Overcoat layer 10A-10C Laminated glass film laminate 11-13, 42, 43 Laminated glass interlayer 21, 22 Laminated glass component 31 Transparent conductive film 32 Terminal 40, 100A, 100B Laminated glass 41, 44 Clear glass
Claims
1. A functional film laminate that forms a laminated glass film by laminating it with an interlayer for laminated glass, comprising a functional film containing a conductive portion, and an overcoat layer made of a resin composition containing a resin having polar groups, or a cured product of a resin composition containing a polymerizable compound having polar groups.
2. The functional film laminate according to claim 1, wherein the resin composition containing the resin having the polar group or the cured product contains a polar group-containing (meth)acrylate resin.
3. The functional film laminate according to claim 2, wherein the polar group is at least one group selected from the group consisting of a hydroxyl group, a carboxyl group, a glycidyl group, and an amide group.
4. The functional film laminate according to claim 1, wherein the overcoat layer is made of a cured product of a resin composition containing the polymerizable compound having the polar group, and the resin composition contains a polar group-containing (meth)acrylate compound and at least one radical initiator selected from the group consisting of peroxides, azo compounds and photoradical generators.
5. The functional film laminate according to claim 4, wherein the resin composition containing the polymerizable compound having the polar group contains a polyfunctional polymerizable compound.
6. The functional film laminate according to claim 1, wherein the hydroxyl value of the resin composition containing the resin having the polar group, or the resin composition containing the polymerizable compound having the polar group, is 60 mgKOH / g or more.
7. The functional film laminate according to claim 1, wherein the acid value of the resin composition containing the resin having the polar group, or the resin composition containing the polymerizable compound having the polar group, is 45 mg KOH / g or more.
8. The functional film laminate according to claim 1, wherein the resin composition containing the resin having the polar group or the cured product is crosslinked.
9. A method for producing a functional film laminate according to claim 4 or 5, comprising the steps of: applying the resin composition containing the polymerizable compound having the polar group onto the functional film; and curing the resin composition applied onto the functional film to form the overcoat layer.
10. A method for manufacturing a functional film laminate according to claim 9, further comprising the step of providing a cover film layer on the resin composition applied on the functional film, wherein the step of forming the overcoat layer is to cure the resin composition with the cover film layer provided on the resin composition.
11. A method for producing a functional film laminate according to claim 2, comprising the steps of: applying a resin solution containing the polar group-containing (meth)acrylate resin and a solvent onto the functional film; and drying the resin solution applied onto the functional film to form an overcoat layer.
12. A laminated glass film comprising a functional film laminate and an interlayer for laminated glass according to any one of claims 1 to 8.