Resin composition and laminated glass interlayer in which same is used

WO2026141381A1PCT designated stage Publication Date: 2026-07-02KURARAY CO LTD

Patent Information

Authority / Receiving Office
WO · WO
Patent Type
Applications
Current Assignee / Owner
KURARAY CO LTD
Filing Date
2025-12-23
Publication Date
2026-07-02

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Abstract

The present invention relates to a resin composition that contains a thermoplastic resin (A) having a polar functional group and a compound (B1) represented by formula (I). In formula (I), R1 represents an alkyl group, a cycloalkyl group, or an aryl group, each of R2 and R3 independently represents a hydrogen atom, an alkyl group, or an aryl group, and each of R4 to R7 independently represents a hydrogen atom, an alkyl group, or an aryl group.
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Description

Resin composition and laminated glass interlayer using the same

[0001] This patent application claims priority under the Paris Convention with respect to Japanese Patent Application No. 2024-228636 (filing date: December 25, 2024), which is incorporated herein by reference in its entirety. The present invention relates to a resin composition, a resin sheet containing the composition, a laminated glass interlayer containing the resin composition or the resin sheet, and a laminated glass containing the laminated glass interlayer.

[0002] Laminated glass is a composite glass in which a laminated glass interlayer containing a thermoplastic resin such as polyvinyl acetal resin, modified polyvinyl acetal resin, ethylene-vinyl acetate copolymer, or ionomer resin is interposed between multiple sheets of glass.

[0003] Laminated glass is safer because even if it breaks due to an external impact, the glass fragments are less likely to scatter. Therefore, it is widely used as windshields, side windows, and rear windows in vehicles such as automobiles, as well as windows in aircraft and buildings.

[0004] To suppress the transmission of ultraviolet rays, laminated glass interlayers often contain ultraviolet absorbers such as benzotriazole-based ultraviolet absorbers and hydroxyphenyltriazine-based ultraviolet absorbers.

[0005] Patent Document 1 describes an interlayer for laminated glass comprising a thermoplastic resin such as polyvinyl acetal resin and an ultraviolet absorber having a benzotriazole skeleton. Patent Document 1 describes that the yellow index YI of the interlayer is preferably 0.01 or more and 0.5 or less, and that an interlayer with a yellow index YI of 0.3 or 0.4 has been obtained.

[0006] International Publication No. 2023 / 112890

[0007] In laminated glass, the hue of the laminated glass is one of its important characteristics, and the interlayer that makes up the laminated glass is also required to have an excellent hue.

[0008] Thermoplastic resins used in laminated glass interlayers often have polar functional groups. However, when ultraviolet absorbers conventionally used in laminated glass interlayers are added to thermoplastic resins having polar functional groups, it has been found that the resulting laminated glass interlayer may yellow, deteriorating the hue of the laminated glass interlayer and the laminated glass.

[0009] The present invention solves the above problems, and an object thereof is to provide a resin composition containing a thermoplastic resin having a polar functional group, which can form a laminated glass interlayer excellent in hue.

[0010] The present invention provides the following aspects.

[0011] [Aspect 1] A thermoplastic resin (A) having a polar functional group, and a compound (B1) represented by the formula (I): [In the formula (I), R 1 represents an alkyl group, a cycloalkyl group or an aryl group, preferably an alkyl group, more preferably an alkyl group having 1 to 4 carbon atoms, and R 2 and R 3 each independently represent a hydrogen atom, an alkyl group or an aryl group, preferably a hydrogen atom or an alkyl group, and R 4 to R 7 each independently represent a hydrogen atom, an alkyl group or an aryl group, preferably a hydrogen atom or an alkyl group, more preferably a hydrogen atom] The resin composition containing.

[0012] [Aspect 2] The resin composition according to [Aspect 1], wherein the polar functional group includes at least one selected from the group consisting of a hydroxyl group, a carboxylic acid group, a carboxylate group and an ester group.

[0013] [Aspect 3] The resin composition according to [Aspect 1] or [Aspect 2], wherein the polar functional group includes a hydroxyl group.

[0014] [Aspect 4] The resin composition according to any one of [Aspect 1] to [Aspect 3], further comprising a benzotriazole-based compound (B2).

[0015] [Aspect 5] The resin composition according to any one of [Aspect 1] to [Aspect 4], further comprising a plasticizer.

[0016] [Aspect 6] The resin composition according to any one of [Aspect 1] to [Aspect 5], wherein the thermoplastic resin (A) is selected from the group consisting of polyvinyl acetal resin and modified polyvinyl acetal resin.

[0017] [Aspect 7] The resin composition according to [Aspect 6], wherein the modified polyvinyl acetal resin has α-olefin units in the main chain.

[0018] [Aspect 8] The resin composition according to [Aspect 7], wherein the α-olefin unit comprises an ethylene unit.

[0019] [Aspect 9] The resin composition according to any one of [Aspect 6] to [Aspect 8], wherein the modified polyvinyl acetal resin comprises 0.1 to 80 mol%, preferably 5 to 60 mol%, more preferably 10 to 50 mol%, even more preferably 20 to 48 mol%, and particularly preferably 30 to 45 mol% of ethylene units.

[0020] [Aspect 10] A resin sheet comprising the resin composition described in any of [Aspect 1] to [Aspect 9].

[0021] [Aspect 11] A laminated glass interfilm comprising the resin composition described in any of [Aspect 1] to [Aspect 9].

[0022] [Aspect 12] A laminated glass interlayer comprising the resin sheet described in [Aspect 10].

[0023] [Aspect 13] Laminated glass including the laminated glass interlayer described in [Aspect 11].

[0024] [Aspect 14] Laminated glass including the laminated glass interlayer described in [Aspect 12].

[0025] According to the present invention, it is possible to provide a resin composition comprising a thermoplastic resin having polar functional groups that can form a laminated glass interlayer with excellent hue. In this specification, "excellent hue" means low YI (yellowness).

[0026] The following describes in detail one embodiment of the present invention, but the scope of the present invention is not limited to the embodiment described herein, and various modifications can be made without departing from the spirit of the invention. Furthermore, if multiple upper and lower limits are given for a particular parameter, any combination of these upper and lower limits can be used to obtain a suitable numerical range. In addition, the content of each component in the composition refers to the total amount of each substance present in the composition if there are multiple substances corresponding to each component in the composition, unless otherwise specified.

[0027] [Resin Composition] The resin composition of the present invention comprises a thermoplastic resin (A) having polar functional groups, and a compound (B1) represented by formula (I) described below.

[0028] <Thermoplastic Resin (A)> The resin composition comprises a thermoplastic resin (A) having polar functional groups. Examples of polar functional groups that the thermoplastic resin (A) may have include hydroxyl groups, carboxylic acid groups, carboxylic acid bases, ester groups, ether groups, amide groups, urea groups, nitrile groups, halogen groups, etc. The polar functional group preferably includes at least one selected from the group consisting of hydroxyl groups, carboxylic acid groups, carboxylic acid bases, and ester groups, more preferably includes at least one selected from the group consisting of hydroxyl groups, carboxylic acid groups, and carboxylic acid bases, and even more preferably includes a hydroxyl group. In one embodiment, the thermoplastic resin (A) may be a thermoplastic resin having hydroxyl groups.

[0029] Examples of thermoplastic resins having hydroxyl groups include polyvinyl acetal resin and modified polyvinyl acetal resin.

[0030] Polyvinyl acetal resin is an acetalized product of polyvinyl alcohol obtained by acetalizing polyvinyl alcohol with an aldehyde.

[0031] Polyvinyl acetal resin contains acetal units. Acetal units represent acetalized vinyl alcohol units. The acetal unit content (degree of acetalization) of polyvinyl acetal resin may be, for example, 40 to 90 mol%, preferably 50 to 85 mol%, more preferably 60 to 80 mol%, and even more preferably 65 to 75 mol%, based on the total monomer units constituting the polyvinyl acetal resin. When the acetal unit content is within the above range, the compatibility with plasticizers is increased.

[0032] Polyvinyl acetal resin contains vinyl alcohol units. The vinyl alcohol unit content of the polyvinyl acetal resin may be, for example, 5 to 50 mol%, preferably 10 to 45 mol%, more preferably 15 to 40 mol%, and even more preferably 20 to 35 mol%, based on the total monomer units constituting the polyvinyl acetal resin. When the vinyl alcohol unit content is within the above range, an interfilm with high adhesive strength and flexibility can be obtained.

[0033] Polyvinyl acetal resin may contain vinyl ester units. Examples of vinyl ester units include vinyl acetate units. The content of vinyl ester units, such as vinyl acetate units, in polyvinyl acetal resin may be, for example, 0.1 to 30 mol%, preferably 0.5 to 20 mol%, more preferably 0.8 to 10 mol%, and even more preferably 1 to 5 mol%, based on the total monomer units constituting the polyvinyl acetal resin. When the content of vinyl ester units is within the above range, compatibility with plasticizers is high, and the moisture resistance of the interlayer film is high. Furthermore, when the content of vinyl ester units is below the above upper limit, deterioration of hue due to deacetic acid removal, etc., can be suppressed, making it easier to improve the hue.

[0034] The content of each unit constituting the polyvinyl acetal resin can be determined by NMR measurement, for example, by the method described in the examples.

[0035] Polyvinyl acetal resin can be produced by conventionally known methods, typically by acetalizing polyvinyl alcohol using aldehydes. Specifically, polyvinyl alcohol is dissolved in warm water, and the resulting aqueous solution is kept at a predetermined temperature, for example, 0°C or higher, preferably 10°C or higher, 90°C or lower, preferably 50°C or lower, more preferably 30°C or lower, and even more preferably 20°C or lower. Then, the required acid catalyst and aldehydes are added, and the acetalization reaction is carried out while stirring. Next, the reaction temperature is raised to about 70°C and aged to complete the reaction, after which neutralization, washing with water and drying are performed to obtain polyvinyl acetal resin powder.

[0036] The viscosity-average degree of polymerization of polyvinyl alcohol, which is the raw material for polyvinyl acetal resin, is preferably 100 to 5000, more preferably 300 to 4500, even more preferably 400 to 4000, even more preferably 600 to 3500, particularly preferably 700 to 3000, and particularly more preferably 750 to 2500. If the viscosity-average degree of polymerization of polyvinyl alcohol is above the lower limit, the puncture resistance of the laminated glass can be improved. If the viscosity-average degree of polymerization of polyvinyl alcohol is below the upper limit, the moldability is good. Furthermore, from the viewpoint of improving the lamination suitability of the resulting laminated glass interlayer and obtaining laminated glass with an even better appearance, it is preferable that the viscosity-average degree of polymerization of polyvinyl alcohol is below the upper limit, for example, 2500 or less.

[0037] Since the viscosity-average degree of polymerization of polyvinyl acetal resin is the same as that of the polyvinyl alcohol used as a raw material, the preferred viscosity-average degree of polymerization of polyvinyl alcohol mentioned above is the same as the preferred viscosity-average degree of polymerization of polyvinyl acetal resin.

[0038] The degree of saponification of the polyvinyl alcohol used is preferably 70 mol% to 100 mol%. When the degree of saponification of the polyvinyl alcohol is above the lower limit, the transparency and heat resistance of the resin tend to be excellent, and the reactivity with aldehydes is also good. The degree of saponification is more preferably 95 mol% or higher.

[0039] The viscosity-average degree of polymerization and degree of saponification of polyvinyl alcohol can be measured, for example, based on JIS K 6726 "Test Method for Polyvinyl Alcohol".

[0040] For the acetalization of polyvinyl alcohol, aldehydes with 1 to 12 carbon atoms are preferred. When the number of carbon atoms of the aldehyde is within this range, the reactivity of the acetalization is improved, resin blocking is less likely to occur during the reaction, and the synthesis of polyvinyl acetal resin can be easily carried out.

[0041] The aldehydes are not particularly limited and include, for example, formaldehyde, acetaldehyde, propionaldehyde, butyraldehyde, hexylaldehyde, benzaldehyde, isobutyraldehyde, 2-ethylhexylaldehyde, 2-methylbutyraldehyde, trimethylacetaldehyde, 2-methylpentylaldehyde, 2,2-dimethylbutyraldehyde, 2-ethylbutyraldehyde, 3,5,5-trimethylhexylaldehyde, 7-octenal, citral, citral Examples of aliphatic, aromatic, and alicyclic aldehydes include lonelal, acrolein, crotonaldehyde, 2,3,4-trihydroxybenzaldehyde, 3,4,5-trihydroxybenzaldehyde, 2,4,5-trihydroxybenzaldehyde, 2,3-dihydroxybenzaldehyde, 2,4-dihydroxybenzaldehyde, 3,4-dihydroxybenzaldehyde, 3-hydroxybenzaldehyde, 4-hydroxybenzaldehyde, and 5-hydroxybenzaldehyde. Among these, aliphatic aldehydes having 2 to 6 carbon atoms are preferred, and butyraldehyde is particularly preferred. The above aldehydes may be used individually or in combination of two or more. Furthermore, polyfunctional aldehydes and other aldehydes having functional groups may be used in small amounts within a range of 20% by mass or less of the total aldehydes.

[0042] Modified polyvinyl acetal resin is an acetalized product of modified polyvinyl alcohol obtained by acetalizing modified polyvinyl alcohol with an aldehyde. Modified polyvinyl alcohol is a resin that has units derived from monomers other than vinyl alcohol units, acetal units, and vinyl ester units in its main chain. Therefore, modified polyvinyl acetal resin contains units derived from other monomers in its main chain.

[0043] Other monomers include, for example, α-olefins such as ethylene, propylene, 1-butene, isobutene, and 1-hexene; carboxylic acids or their derivatives such as fumaric acid, maleic acid, itaconic acid, maleic anhydride, and itaconic anhydride; (meth)acrylic acid or its salts; (meth)acrylic acid esters such as methyl (meth)acrylate, ethyl (meth)acrylate, n-propyl (meth)acrylate, and isopropyl (meth)acrylate; (meth)acrylamide derivatives such as (meth)acrylamide, N-methyl (meth)acrylamide, and N-ethyl (meth)acrylamide; vinyl ethers such as methyl vinyl ether, ethyl vinyl ether, n-propyl vinyl ether, isopropyl vinyl ether, and n-butyl vinyl ether; hydroxyl group-containing vinyl ethers such as ethylene glycol vinyl ether, 1,3-propanediol vinyl ether, and 1,4-butanediol vinyl ether; allyl acetate, propyl allyl ether, butyl allyl ether, and hexyl allyl ether. Allyl ethers such as ethers; monomers having oxyalkylene groups; hydroxyl group-containing α-olefins such as isopropenyl acetate, 3-buten-1-ol, 4-penten-1-ol, 5-hexen-1-ol, 7-octen-1-ol, 9-decen-1-ol, 3-methyl-3-buten-1-ol; monomers having sulfonic acid groups such as ethylene sulfonic acid, allyl sulfonic acid, methallyl sulfonic acid, 2-acrylamido-2-methylpropanesulfonic acid; monomers having cationic groups such as vinyloxyethyltrimethylammonium chloride, vinyloxybutyltrimethylammonium chloride, vinyloxyethyldimethylamine, vinyloxymethyldiethylamine, N-acrylamidomethyltrimethylammonium chloride, N-acrylamidoethyltrimethylammonium chloride, N-acrylamidodimethylamine, allyltrimethylammonium chloride, methallyltrimethylammonium chloride, dimethylallylamine, allylethylamine;Examples include monomers having a silyl group, such as vinyltrimethoxysilane, vinylmethyldimethoxysilane, vinyldimethylmethoxysilane, vinyltriethoxysilane, vinylmethyldiethoxysilane, vinyldimethylethoxysilane, 3-(meth)acrylamidopropyltrimethoxysilane, and 3-(meth)acrylamidopropyltriethoxysilane. Among these other monomers, α-olefins are preferred from the viewpoint of copolymerizability, and ethylene is more preferred. Preferred α-olefins include ethylene.

[0044] In one embodiment, the modified polyvinyl acetal resin is preferably an α-olefin-modified polyvinyl acetal resin having α-olefin units in the main chain, i.e., an acetalized product of an α-olefin-vinyl alcohol copolymer, and more preferably an ethylene-modified polyvinyl acetal resin having ethylene units in the main chain, i.e., an acetalized product of an ethylene-vinyl alcohol copolymer.

[0045] Modified polyvinyl acetal resin contains acetal units. Acetal units represent acetalized vinyl alcohol units. The acetal unit content (degree of acetalization) of modified polyvinyl acetal resin may be, for example, 5 to 50 mol%, preferably 10 to 35 mol%, more preferably 15 to 25 mol%, and even more preferably 18 to 22 mol%, based on the total monomer units constituting the modified polyvinyl acetal resin. When the acetal unit content is within the above range, compatibility with plasticizers is high, and a flexible interlayer film can be obtained.

[0046] Modified polyvinyl acetal resin contains vinyl alcohol units. The vinyl alcohol unit content of the modified polyvinyl acetal resin may be, for example, 15 to 70 mol%, preferably 20 to 60 mol%, more preferably 35 to 50 mol%, and even more preferably 40 to 45 mol%, based on the total monomer units constituting the modified polyvinyl acetal resin. When the vinyl alcohol unit content is within the above range, an interfilm with high adhesive strength and flexibility can be obtained.

[0047] The modified polyvinyl acetal resin contains units derived from other monomers, such as α-olefin units, in its main chain. The content of units derived from other monomers in the modified polyvinyl acetal resin may be, for example, 0.1 to 80 mol%, preferably 5 to 60 mol%, more preferably 10 to 50 mol%, even more preferably 20 to 48 mol%, and particularly preferably 30 to 45 mol%, based on the total monomer units constituting the modified polyvinyl acetal resin.

[0048] In a preferred embodiment, the modified polyvinyl acetal resin contains α-olefin units, preferably ethylene units, in its main chain, and the content of α-olefin units, preferably ethylene units, in the modified polyvinyl acetal resin may be, for example, 0.1 to 80 mol%, preferably 5 to 60 mol%, more preferably 10 to 50 mol%, even more preferably 20 to 48 mol%, and particularly preferably 30 to 45 mol%, based on the total monomer units constituting the modified polyvinyl acetal resin. When the content of α-olefin units, preferably ethylene units, is within the above range, an interlayer with high impact resistance and high moisture and heat resistance can be obtained.

[0049] The modified polyvinyl acetal resin may contain vinyl ester units. Examples of vinyl ester units include vinyl acetate units. The content of vinyl ester units, such as vinyl acetate units, in the modified polyvinyl acetal resin may be, for example, 0.01 to 10 mol%, based on the total monomer units constituting the modified polyvinyl acetal resin, and is preferably 3 mol% or less, more preferably 1 mol% or less, and even more preferably 0.5 mol% or less, from the viewpoint of suppressing deterioration of hue due to deacetic acid removal, etc. In one embodiment, the modified polyvinyl acetal resin is preferably free of vinyl ester units from the viewpoint of hue.

[0050] The content of each unit constituting the modified polyvinyl acetal resin can be determined by NMR measurement, for example, by the method described in the examples.

[0051] The MFR of the modified polyvinyl acetal resin at 140°C and a 21.6 kg load may be, for example, 0.1 to 30 g / 10 min, preferably 5 to 25 g / 10 min, and more preferably 10 to 20 g / 10 min.

[0052] Modified polyvinyl acetal resins can be produced by conventionally known methods. For example, they can be produced by acetalizing modified polyvinyl alcohol using aldehydes. Below, as an example of a method for producing modified polyvinyl acetal resin, a method for producing α-olefin-modified polyvinyl acetal resin by acetalizing an α-olefin vinyl alcohol copolymer is described.

[0053] Examples of α-olefin vinyl alcohol copolymers include those obtained by copolymerizing an α-olefin with a vinyl ester monomer and saponifying the resulting copolymer. Examples of α-olefins include ethylene, propylene, 1-butene, isobutene, 1-pentene, 1-hexene, 4-methyl-1-pentene, vinylcyclohexane, and the like. Among these, ethylene is a preferred α-olefin.

[0054] Conventional methods such as solution polymerization, bulk polymerization, suspension polymerization, and emulsion polymerization can be applied to copolymerize α-olefins and vinyl ester monomers. Depending on the polymerization method, azo initiators, peroxide initiators, redox initiators, etc., can be appropriately selected as polymerization initiators. For saponification reactions, conventional methods such as alcohol decomposition using alkaline or acid catalysts and hydrolysis can be applied, and among these, saponification reactions using methanol as a solvent and caustic soda (NaOH) as a catalyst are simple.

[0055] There are no particular restrictions on the degree of saponification of the α-olefin vinyl alcohol copolymer, but it is preferably 95 mol% or more and 100 mol% or less, more preferably 98 mol% or more, even more preferably 99 mol% or more, and most preferably 99.9 mol% or more.

[0056] Examples of vinyl ester monomers used as raw materials for α-olefin vinyl alcohol copolymers include vinyl formate, vinyl acetate, vinyl propionate, vinyl butyrate, vinyl isobutyrate, vinyl pivalate, vinyl versatate, vinyl caproate, vinyl caprylate, vinyl laurate, vinyl palmitate, vinyl stearate, vinyl oleate, and vinyl benzoate, but vinyl acetate is particularly preferred.

[0057] The α-olefin unit content of the α-olefin vinyl alcohol copolymer is, for example, 0.1 to 80 mol%, preferably 20 to 60 mol%, more preferably 25 to 50 mol%, and even more preferably 30 to 46 mol%. By satisfying this range, the α-olefin unit content of the modified polyvinyl acetal resin can be adjusted to a suitable range.

[0058] Methods for producing α-olefin-modified polyvinyl acetal resin by acetalizing α-olefin vinyl alcohol copolymer include, for example, adding an aldehyde to an α-olefin vinyl alcohol copolymer solution under acidic conditions to perform an acetalization reaction, or adding an aldehyde to an α-olefin vinyl alcohol copolymer dispersion under acidic conditions to perform an acetalization reaction.

[0059] After the acetalization reaction, the reaction product is neutralized with alkali, then washed with water and the solvent is removed to obtain the desired α-olefin-modified polyvinyl acetal resin.

[0060] There are no particular restrictions on the solvent used to produce α-olefin-modified polyvinyl acetal resin, but examples include water, alcohols, dimethyl sulfoxide, and mixed solvents of water and alcohols.

[0061] There are no particular restrictions on the dispersion medium used to produce α-olefin-modified polyvinyl acetal resin, but examples include water and alcohol.

[0062] The catalyst for the acetalization reaction is not particularly limited, and either organic or inorganic acids may be used. Examples include acetic acid, p-toluenesulfonic acid, nitric acid, sulfuric acid, hydrochloric acid, and carbonic acid. Inorganic acids such as hydrochloric acid, sulfuric acid, and nitric acid are particularly preferred because they facilitate cleaning after the reaction.

[0063] The aldehyde used in the acetalization reaction is not particularly limited, and for example, any aldehyde having 1 to 12 carbon atoms, more specifically formaldehyde, acetaldehyde, propionaldehyde, butyraldehyde, hexylaldehyde, benzaldehyde, isobutyraldehyde, 2-ethylhexylaldehyde, 2-methylbutyraldehyde, trimethylacetaldehyde, 2-methylpentylaldehyde, 2,2-dimethylbutyraldehyde, 2-ethylbutyraldehyde, 3,5,5-trimethylhexylaldehyde, 7-octenal, and citral. Citronellal, acrolein, crotonaldehyde, 2,3,4-trihydroxybenzaldehyde, 3,4,5-trihydroxybenzaldehyde, 2,4,5-trihydroxybenzaldehyde, 2,3-dihydroxybenzaldehyde, 2,4-dihydroxybenzaldehyde, 3,4-dihydroxybenzaldehyde, 3-hydroxybenzaldehyde, 4-hydroxybenzaldehyde, 5-hydroxybenzaldehyde, etc. are used, and butyraldehyde, benzaldehyde, and isobutyraldehyde are preferred in terms of heat resistance and optical properties. Furthermore, these aldehydes may be used individually or in combination of two or more.

[0064] The alkali used to neutralize the reaction product is not particularly limited and includes, for example, sodium hydroxide, potassium hydroxide, ammonia, sodium acetate, sodium carbonate, sodium bicarbonate, potassium carbonate, and the like.

[0065] The thermoplastic resin having hydroxyl groups is preferably selected from the group consisting of polyvinyl acetal resins and modified polyvinyl acetal resins, more preferably a modified polyvinyl acetal resin, even more preferably an α-olefin modified polyvinyl acetal resin, and particularly preferably an ethylene modified polyvinyl acetal resin.

[0066] Examples of thermoplastic resins having at least one carboxylic acid group and a carboxylic acid base include ionomer resins.

[0067] Examples of ionomer resins include resins having monomer units derived from ethylene and monomer units derived from α,β-unsaturated carboxylic acids, in which at least a portion of the α,β-unsaturated carboxylic acids are neutralized by metal ions. Ionomer resins may contain ethylene units, α,β-unsaturated carboxylic acid units, and α,β-unsaturated carboxylic acid neutralized product units. The α,β-unsaturated carboxylic acid neutralized product units are obtained by replacing the hydrogen ions of the α,β-unsaturated carboxylic acid with metal ions.

[0068] Examples of α,β-unsaturated carboxylic acids include (meth)acrylic acid, maleic acid, monomethyl maleate, monoethyl maleate, and maleic anhydride, with (meth)acrylic acid being preferred among them.

[0069] Examples of metal ions include monovalent metal ions such as lithium, sodium, and potassium, and polyvalent metal ions such as magnesium, calcium, zinc, aluminum, and titanium, with sodium ions being particularly preferred. Such metal ions may be used individually or in combination of two or more.

[0070] The ethylene unit content in the ionomer resin is preferably 90 to 94 mol%, more preferably 90.1 to 93.5 mol%, even more preferably 90.5 to 93 mol%, and even more preferably 90.7 to 92.5 mol%, based on the total monomer units constituting the ionomer resin. When the ethylene unit content is above the lower limit, the mechanical properties and moldability are easily improved, and when the ethylene unit content is below the upper limit, the transparency of the resulting resin sheet and the low-temperature adhesion to glass are easily improved.

[0071] The content of α,β-unsaturated carboxylic acid units in the ionomer resin is preferably 1.0 to 10.0 mol%, more preferably 3.0 to 9.0 mol%, even more preferably 4.5 to 8.5 mol%, even more preferably 5.0 to 8.0 mol%, particularly preferably 5.5 to 7.5 mol%, and particularly more preferably 5.8 to 7.5 mol%, based on the total monomer units constituting the ionomer resin. When the content of α,β-unsaturated carboxylic acid units is above the lower limit, the transparency and low-temperature adhesion of the resulting resin sheet are easily improved, and when the content of α,β-unsaturated carboxylic acid units is below the upper limit, the moldability of the ionomer resin is easily improved.

[0072] The content of α,β-unsaturated carboxylic acid neutralized units in the ionomer resin is preferably 0.1 to 3.0 mol%, more preferably 0.3 to 2.7 mol%, even more preferably 0.65 to 2.6 mol%, even more preferably 1.0 to 2.5 mol%, particularly preferably 1.3 to 2.5 mol%, particularly more preferably 1.5 to 2.5 mol%, and most preferably 1.6 to 2.5 mol%, based on the total monomer units constituting the ionomer resin. When the content of α,β-unsaturated carboxylic acid neutralized units is above the lower limit above, the transparency of the resulting resin sheet, its self-supporting properties in high-temperature environments, and its strength after a long period of time are easily improved, and the coloration is easily reduced. When the content of α,β-unsaturated carboxylic acid neutralized units is below the upper limit above, the moldability of the ionomer resin is easily improved.

[0073] The ionomer resin may further contain α,β-unsaturated carboxylic acid ester units. Examples of α,β-unsaturated carboxylic acid esters include alkyl α,β-unsaturated carboxylic acid esters such as methyl (meth)acrylate and ethyl (meth)acrylate.

[0074] The content of α,β-unsaturated carboxylic acid ester units in the ionomer resin is preferably 0.01 to 1.8 mol%, more preferably 0.03 to 1.5 mol%, even more preferably 0.05 to 1.0 mol%, even more preferably 0.08 to 0.9 mol%, particularly preferably 0.08 to 0.8 mol%, and particularly more preferably 0.08 to 0.6 mol%, based on the total monomer units constituting the ionomer resin. When the content of α,β-unsaturated carboxylic acid ester units is above the lower limit above, the transparency of the resulting resin sheet is easily enhanced, and when the content of α,β-unsaturated carboxylic acid ester units is below the upper limit above, the self-supporting properties of the resulting resin sheet in high-temperature environments and strength after long periods of time are easily enhanced.

[0075] From the viewpoint of availability, ionomers of ethylene-(meth)acrylic acid copolymers are preferred, and sodium ionomers of ethylene-(meth)acrylic acid copolymers are more preferred. Ionomer resins may be used individually or in combination of two or more types.

[0076] Examples of thermoplastic resins having ester groups include olefin-vinyl carboxylate copolymers such as ethylene-vinyl acetate copolymer (EVA resin).

[0077] Examples of olefins include ethylene, propylene, n-butene, isobutylene, butadiene, and isoprene. Examples of vinyl carboxylate compounds include vinyl acetate compounds such as vinyl acetate, n-propenyl acetate, isopropenyl acetate, n-butenyl acetate, and isobutenyl acetate; and vinyl propionate, vinyl butanoate, vinyl pentanoate, vinyl hexanoate, vinyl octanoate, vinyl decanoate, vinyl dodecanoate, and vinyl hexadecanate. Among these, olefin-vinyl carboxylate copolymers using ethylene as the olefin and vinyl acetate as the vinyl carboxylate compound are preferred.

[0078] In an olefin-vinyl carboxylate copolymer, the ratio of the amount of vinyl carboxylate units to the total amount of olefin units and vinyl carboxylate units may be, for example, 10 mol% or more, preferably 20 mol% or more, more preferably 30 mol% or more, and even more preferably 40 mol% or more.

[0079] The ethylene unit content in the EVA resin may be preferably 60 to 98 mol%, more preferably 65 to 95 mol%, even more preferably 70 to 92 mol%, even more preferably 72 to 90 mol%, and particularly preferably 76 to 88 mol%, based on the total monomer units constituting the EVA resin.

[0080] The content of vinyl acetate units in the EVA resin may be preferably 2 to 40 mol%, more preferably 5 to 35 mol%, even more preferably 8 to 32 mol%, even more preferably 10 to 28 mol%, and particularly preferably 12 to 24 mol%, based on the total monomer units constituting the EVA resin.

[0081] Examples of thermoplastic resins having polar functional groups other than those exemplified above include polyvinyl chloride, polyurethane, polytetrafluoroethylene, acrylic resin, polyamide, polyacetal, polycarbonate, polyester (specifically polyethylene terephthalate and polybutylene terephthalate), polyphenylene sulfide, polysulfone, polyethersulfone, polyarylate, liquid crystal polymer, and polyimide.

[0082] The thermoplastic resin (A) having these polar functional groups may be used alone or in combination of two or more.

[0083] In one embodiment, the thermoplastic resin (A) having a polar functional group is preferably selected from the group consisting of a polyvinyl acetal resin, a modified polyvinyl acetal resin, an ionomer resin, and an olefin-vinyl carboxylate copolymer, more preferably selected from the group consisting of a polyvinyl acetal resin, a modified polyvinyl acetal resin, and an ionomer resin, still more preferably selected from the group consisting of a polyvinyl acetal resin and a modified polyvinyl acetal resin, and particularly preferably a modified polyvinyl acetal resin.

[0084] The content of the thermoplastic resin (A) in the resin composition may be, for example, 70 to 99.9% by mass, more preferably 75 to 96% by mass, still more preferably 80 to 90% by mass, based on the total mass of the resin composition. When the content of the thermoplastic resin (A) in the resin composition is at least the above lower limit, it is easy to improve transparency and hue.

[0085] <Compound (B1) represented by formula (I)> The resin composition of the present invention contains a compound (B1) represented by formula (I). Hereinafter, the compound (B1) represented by formula (I) is also referred to as "compound (B1)" or "anthranilic acid compound (B1)".

[0086] [In formula (I), R <000,006> represents an alkyl group, a cycloalkyl group or an aryl group, R <000,007> and R <000,008> each independently represents a hydrogen atom, an alkyl group or an aryl group, R <000,009> to R <000,010> each independently represents a hydrogen atom, an alkyl group or an aryl group] <"0000245">The resin composition of the present invention, by containing compound (B1), can form laminated glass interlayers and laminated glass with excellent hue. Compound (B1) has a structure in which an ester group and an amino group are bonded to the ortho position of a benzene ring, as represented by formula (I). When compound (B1) having such a structure is added to a thermoplastic resin (A) having polar functional groups, a bluing effect is thought to be obtained due to the interaction between the polar functional groups of the thermoplastic resin (A) and the ester group and / or amino group of compound (B1). This bluing effect is thought to occur because the electron density of the benzene ring of compound (B1) changes due to the interaction between the polar functional groups of the thermoplastic resin (A) and the ester group and / or amino group of compound (B1). In this way, the yellowness is canceled out by the bluing effect of compound (B1), so it is thought that by adding compound (B1) to the thermoplastic resin (A), the YI (yellowness) of the laminated glass interlayer and laminated glass is sufficiently reduced and the hue is improved.

[0088] Another reason why compound (B1) can improve hue is that it does not contain phenolic hydroxyl groups. When conventional UV absorbers used in laminated glass interlayers, such as benzotriazole-based UV absorbers and hydroxyphenyltriazine-based UV absorbers, are added to thermoplastic resins with polar functional groups, yellowing may occur, worsening the hue. This is thought to be because benzotriazole-based UV absorbers and hydroxyphenyltriazine-based UV absorbers contain phenolic hydroxyl groups. Specifically, when a compound containing phenolic hydroxyl groups is added to a thermoplastic resin with polar functional groups, the interaction between the polar functional groups of the thermoplastic resin and the phenolic hydroxyl groups of the added compound causes the absorption wavelength of the added compound to shift to the longer wavelength side, resulting in yellowing. Since compound (B1) does not contain phenolic hydroxyl groups, yellowing is less likely to occur when compound (B1) is added to thermoplastic resins with polar functional groups. As a result, yellowing of the laminated glass interlayer and laminated glass is suppressed, and the hue is improved.

[0089] R in equation (I)1 This represents an alkyl group, a cycloalkyl group, or an aryl group.

[0090] R 1 Examples of alkyl groups in this context include alkyl groups having 1 to 10 carbon atoms. Examples of alkyl groups having 1 to 10 carbon atoms include methyl group, ethyl group, n-propyl group, isopropyl group, n-butyl group, isobutyl group, sec-butyl group, tert-butyl group, n-pentyl group, 2-methyl-butyl group, 3-methylbutyl group, 2-ethyl-propyl group, n-hexyl group, n-octyl group, etc. 1 The alkyl group in is preferably an alkyl group having 1 to 6 carbon atoms, and more preferably an alkyl group having 1 to 4 carbon atoms. Also, R 1 The alkyl group in this compound may be a linear alkyl group or a branched alkyl group, but a linear alkyl group is preferred because the above interaction, which can produce a bluing effect, is susceptible to the influence of the bulkiness of the substituent.

[0091] R 1 Examples of cycloalkyl groups include cycloalkyl groups having 5 to 10 carbon atoms. Examples of cycloalkyl groups having 5 to 10 carbon atoms include cyclopentyl groups, cyclohexyl groups, and menthyl groups.

[0092] R 1 Examples of aryl groups in this context include aryl groups having 6 to 20 carbon atoms. Examples of aryl groups having 6 to 20 carbon atoms include phenyl, tolyl, methoxyphenyl, fluorophenyl, chlorophenyl, bromophenyl, iodophenyl, trifluoromethylphenyl, trifurylphenyl, naphthyl, and anthracenyl groups. 1 The aryl group in is preferably a phenyl group, a tolyl group, a methoxyphenyl group, a fluorophenyl group, a chlorophenyl group, a bromophenyl group, an iodophenyl group, a trifluoromethylphenyl group, or a trifurylphenyl group, from the viewpoint that the above interaction is easily affected by the bulkiness of the substituent, and more preferably a phenyl group, a tolyl group, or a methoxyphenyl group. In one embodiment, R1 The aryl group in this compound may preferably be a phenyl group, a tolyl group, a naphthyl group, or an anthracenyl group, and more preferably a phenyl group or a tolyl group.

[0093] In one embodiment, R in formula (I) 1 The alkyl group is preferably an alkyl group, more preferably an alkyl group having 1 to 10 carbon atoms, even more preferably an alkyl group having 1 to 6 carbon atoms, and even more preferably an alkyl group having 1 to 4 carbon atoms, and these alkyl groups are preferably linear alkyl groups.

[0094] R in equation (I) 2 and R 3 Each of these independently represents a hydrogen atom, an alkyl group, or an aryl group.

[0095] R 2 and R 3 Examples of alkyl groups in this context include R 1 Examples of alkyl groups similar to those in R include: 2 and R 3 The alkyl group in is preferably an alkyl group having 1 to 6 carbon atoms, more preferably an alkyl group having 1 to 4 carbon atoms, even more preferably an alkyl group having 1 to 3 carbon atoms, and particularly preferably a methyl group or an ethyl group.

[0096] R 2 and R 3 Examples of aryl groups in this context include R 1 Examples of alkyl groups similar to the aryl group in R include R. 2 and R 3 The aryl group in is preferably a phenyl group, a tolyl group, a methoxyphenyl group, a fluorophenyl group, a chlorophenyl group, a bromophenyl group, an iodophenyl group, a trifluoromethylphenyl group, or a trifurylphenyl group, and more preferably a phenyl group, a tolyl group, or a methoxyphenyl group. In one embodiment, R 2 and R 3 The aryl group in this compound may preferably be a phenyl group, a tolyl group, a naphthyl group, or an anthracenyl group, and more preferably a phenyl group or a tolyl group.

[0097] In one embodiment, R in formula (I) 2 and R 3 Preferably, at least one of them is a hydrogen atom. For example, in formula (I), R 2 represents a hydrogen atom, R 3 Preferably, represents a hydrogen atom, an alkyl group, or an aryl group.

[0098] R in equation (I) 4 ~R 7 Each of these independently represents a hydrogen atom, an alkyl group, or an aryl group.

[0099] R 4 ~R 7 Examples of alkyl groups in this context include R 1 Examples of alkyl groups similar to those in R include: 4 ~R 7 The alkyl group in is preferably an alkyl group having 1 to 6 carbon atoms, more preferably an alkyl group having 1 to 4 carbon atoms, even more preferably an alkyl group having 1 to 3 carbon atoms, and particularly preferably a methyl group or an ethyl group.

[0100] R 4 ~R 7 Examples of aryl groups in this context include R 1 Examples of alkyl groups similar to the aryl group in R include R. 4 ~R 7 The aryl group in is preferably a phenyl group, a tolyl group, a methoxyphenyl group, a fluorophenyl group, a chlorophenyl group, a bromophenyl group, an iodophenyl group, a trifluoromethylphenyl group, or a trifurylphenyl group, and more preferably a phenyl group, a tolyl group, or a methoxyphenyl group. In one embodiment, R 4 ~R 7 The aryl group in this compound may preferably be a phenyl group, a tolyl group, a naphthyl group, or an anthracenyl group, and more preferably a phenyl group or a tolyl group.

[0101] In one embodiment, R in formula (I) 4 ~R 7Each of these may be independently preferably a hydrogen atom or an alkyl group, more preferably a hydrogen atom or an alkyl group having 1 to 6 carbon atoms, even more preferably a hydrogen atom or an alkyl group having 1 to 3 carbon atoms, even more preferably a hydrogen atom, a methyl group or an ethyl group, and particularly preferably a hydrogen atom.

[0102] In one embodiment, in formula (I), R 1 represents an alkyl group, R 2 and R 3 Each of these independently represents a hydrogen atom or an alkyl group, R 4 ~R 7 Each of these preferably independently represents a hydrogen atom or an alkyl group, R 1 represents an alkyl group, R 2 represents a hydrogen atom, R 3 R represents a hydrogen atom or an alkyl group. 4 ~R 7 Each of these more preferably independently represents a hydrogen atom or an alkyl group, R 1 represents an alkyl group, R 2 represents a hydrogen atom, R 3 R represents a hydrogen atom or an alkyl group. 4 ~R 7 It is even more preferable that represents a hydrogen atom.

[0103] The content of compound (B1) in the resin composition may be, for example, 0.01 to 10 parts by mass, preferably 0.03 to 1 part by mass, more preferably 0.05 to 0.8 parts by mass, even more preferably 0.08 to 0.5 parts by mass, even more preferably 0.1 to 0.3 parts by mass, particularly preferably 0.1 to 0.23 parts by mass, and particularly more preferably 0.1 to 0.2 parts by mass, per 100 parts by mass of thermoplastic resin (A). If the content of compound (B1) is above the lower limit, the bluing effect by compound (B1) is increased, so that YI is further reduced and the hue can be improved. Also, if the content of compound (B1) is below the upper limit, the bleed resistance is improved.

[0104] Compound (B1) absorbs ultraviolet light and primarily converts light energy into thermal energy, thus exhibiting the function of an ultraviolet absorber. Therefore, by including compound (B1) as an ultraviolet absorber in the resin composition, an ultraviolet transmission suppression effect can be imparted to the laminated glass interlayer and laminated glass.

[0105] <Benzotriazole compound (B2)> The resin composition may further contain a benzotriazole compound (B2) (hereinafter also referred to as the "second ultraviolet absorber") in addition to an anthranilic acid compound (B1) (hereinafter also referred to as the "first ultraviolet absorber"). As described above, when a compound having a phenolic hydroxyl group, such as a benzotriazole compound (B2), is added to a thermoplastic resin (A) having a polar functional group, yellowing may occur. However, by using it in combination with an anthranilic acid compound (B1) that has a bluing effect, yellowing can be suppressed even when a benzotriazole compound (B2) is used. Furthermore, by using an anthranilic acid compound (B1) and a benzotriazole compound (B2) in combination, the YI of the laminated glass interlayer and laminated glass can be adjusted to any range according to the purpose.

[0106] Examples of benzotriazole compounds (B2) include 2-(5-methyl-2-hydroxyphenyl)benzotriazole, 2-[2-hydroxy-3,5-bis(α,α'dimethylbenzyl)phenyl]-2H-benzotriazole, 2-(3,5-di-t-butyl-2-hydroxyphenyl)benzotriazole, 2-(3-t-butyl-5-methyl-2-hydroxyphenyl)-5-chlorobenzotriazole, 2-(3,5-di-t-butyl-5-methyl-2-hydroxyphenyl)-5-chlorobenzotriazole, 2-(3,5-di-t-amyl-2-hydroxyphenyl)benzotriazole, 2-(2'-hydroxy-5'-t-octylphenyl)benzotriazole, or 2-(2-hydroxy-5-t-octylphenyl)benzotriazole.

[0107] The content of the benzotriazole compound (B2) in the resin composition can be appropriately selected within a range that does not impair the effects of the present invention. The content of the benzotriazole compound (B2) in the resin composition may be, for example, 0.01 to 10 parts by mass, preferably 0.03 to 1 part by mass, more preferably 0.05 to 0.8 parts by mass, even more preferably 0.08 to 0.5 parts by mass, even more preferably 0.1 to 0.3 parts by mass, particularly preferably 0.1 to 0.23 parts by mass, and particularly more preferably 0.1 to 0.2 parts by mass, per 100 parts by mass of the thermoplastic resin (A).

[0108] The total content of the anthranilic acid compound (B1) and the benzotriazole compound (B2) in the resin composition may be, for example, 0.01 to 10 parts by mass, preferably 0.03 to 1 part by mass, more preferably 0.05 to 0.8 parts by mass, even more preferably 0.08 to 0.5 parts by mass, even more preferably 0.1 to 0.45 parts by mass, particularly preferably 0.1 to 0.3 parts by mass, particularly more preferably 0.1 to 0.23 parts by mass, and even more preferably 0.1 to 0.2 parts by mass, per 100 parts by mass of the thermoplastic resin (A).

[0109] When the resin composition contains a benzotriazole compound (B2) in addition to an anthranilic acid compound (B1), the ratio (B1) / (B2) of the content of the anthranilic acid compound (B1) (in parts by mass) to the content of the benzotriazole compound (B2) (in parts by mass) in the resin composition may be, for example, 0.2 to 10, preferably 0.6 to 8, more preferably 0.8 to 5, and even more preferably 1 to 3. The yield strength (YI) of the laminated glass interlayer and laminated glass can be adjusted by the ratio (B1) / (B2).

[0110] <Plasticizer> The resin composition may further contain a plasticizer. By including a plasticizer, the puncture resistance of the laminated glass interlayer and the laminated glass can be improved. In one embodiment, when the thermoplastic resin (A) is a thermoplastic resin having hydroxyl groups, for example, polyvinyl acetal resin or modified polyvinyl acetal resin, it is preferable that the resin composition contains a plasticizer from the viewpoint of increasing the flexibility of the interlayer and improving puncture resistance.

[0111] Examples of plasticizers include triethylene glycol-di-2-ethylhexanoate, tetraethylene glycol-di-2-ethylhexanoate, di-(2-butoxyethyl)-adipate (DBEA), di-(2-butoxyethyl)-sebacate (DBES), di-(2-butoxyethyl)-azelaic acid, di-(2-butoxyethyl)-glutaric acid, di-(2-butoxyethoxyethyl)-adipate (DBEEA), di-(2-butoxyethoxyethyl)-sebacate (DBEES), di-(2-butoxyethoxyethyl)-azelaic acid, di-(2-butoxyethoxyethyl)-glutaric acid, di-(2-hexoxyethyl)-adipate, di-(2-hexoxyethyl) Examples include xoxyethyl sebacate, di-(2-hexoxyethyl) azelaate, di-(2-hexoxyethyl) glutarate, di-(2-hexoxyethoxyethyl) adipate, di-(2-hexoxyethoxyethyl) sebacate, di-(2-hexoxyethoxyethyl) azelaate, di-(2-hexoxyethoxyethyl) glutarate, di-(2-butoxyethyl) phthalate and / or di-(2-butoxyethoxyethyl) phthalate, polypropylene glycol (PPG), monopropylene glycol dibenzoate, triethylene glycol di-2-ethylhexoate, glycerin mono-12-hydroxystearate, etc.

[0112] Among these plasticizers, in one embodiment of the present invention, it is preferable that the plasticizer has a sum of 28 or more carbon atoms and oxygen atoms in its molecule. Examples of such plasticizers include triethylene glycol-di-2-ethylhexanoate, tetraethylene glycol-di-2-ethylhexanoate, di-(2-butoxyethyl)-adipate (DBEA), di-(2-butoxyethoxyethyl)-adipate, di-(2-butoxyethoxyethyl)-sebacate, polypropylene glycol (PPG: average molecular weight 400) polyoxyethylene hexyl ether, polyoxyethylene heptyl ether, polyoxyethylene octyl ether, polyoxyethylene-2-ethylhexyl ether, polyoxyethylene nonyl ether, polyoxyethylene decyl ether, polyoxyethylene allyl ether, polyoxypropylene allyl ether, polyoxyethylene glyceryl ether, polyoxypropylene glyceryl ether, polyoxyethylene diglyceryl ether, polyoxypropylene diglyceryl ether, polyoxyalkylene pentaerythritol ether, and polycaprolactone triol. These plasticizers may be used individually or in combination of two or more types.

[0113] The plasticizer content in the resin composition may be, for example, 5 to 40 parts by mass, preferably 10 to 30 parts by mass, and more preferably 15 to 25 parts by mass, per 100 parts by mass of thermoplastic resin (A). When the plasticizer content is above the lower limit, the puncture resistance of the laminated glass interlayer and laminated glass tends to improve.

[0114] <Other Components> In addition to thermoplastic resin (A), the resin composition may also contain thermoplastic resin (B) other than thermoplastic resin (A). Thermoplastic resin (B) may be a thermoplastic resin that does not have polar functional groups, and examples include polyethylene, polypropylene, polystyrene, cyclic polyolefin, etc.

[0115] If the resin composition contains thermoplastic resin (B), its content may be preferably 20% by mass or less, more preferably 15% by mass or less, and even more preferably 10% by mass or less, based on the total mass of the resin composition, from the viewpoint of transparency, impact resistance, and adhesion to substrates such as glass.

[0116] The resin composition may further contain, as needed, additives such as a third ultraviolet absorber other than the first and second ultraviolet absorbers, antioxidants, light stabilizers, adhesion modifiers, adhesion improvers, blocking inhibitors, silane coupling agents, pigments, dyes, and functional inorganic compounds. These additives may be present individually or in combination of two or more.

[0117] If the resin composition contains the additive, its content can be appropriately selected within a range that does not impair the effects of the present invention, and the total content of the additive may be, for example, 0.01 to 10% by mass, preferably 7% by mass or less, more preferably 5% by mass or less, and even more preferably 4% by mass or less, based on the total mass of the resin composition.

[0118] The resin composition may contain, as an additive, at least one additive selected from the group consisting of, for example, a third ultraviolet absorber, an antioxidant, a light stabilizer, an adhesion modifier, and an adhesion improver.

[0119] The third UV absorber is a benzoate-based UV absorber such as 2,4-di-t-butylphenyl-3,5-di-t-butyl-4-hydroxybenzoate or hexadecyl-3,5-di-t-butyl-4-hydroxybenzoate; a triazine-based UV absorber such as ADEKA's "LA-F70" and 2-(4,6-diphenyl-1,3,5-triazine-2-yl)-5-[(hexyl)oxy]-phenol (BASF's "Tinuvin 1577FF"); 2-(p-methoxybenzylidene)malonate dimethyl, tetraethyl-2,2-( Examples include malonic acid ester-based UV absorbers such as 1,4-phenylenedimethylidene) bismalonate and 2-(p-methoxybenzylidene)-bis(1,2,2,6,6-pentamethyl4-piperidinyl)malonate; and oxalic acid anilide-based UV absorbers such as N-(2-ethylphenyl)-N'-(2-ethoxy-5-t-butylphenyl) oxalic acid diamide, N-(2-ethylphenyl)-N'-(2-ethoxy-phenyl) oxalic acid diamide, and 2-ethyl-2'-ethoxy-oxyanilide (Sanduvor VSU, manufactured by Clariant).

[0120] The content of the third ultraviolet absorber in the resin composition can be appropriately selected within a range that does not impair the effects of the present invention, and may be, for example, 0.001 to 1 part by mass, preferably 0.5 parts by mass or less, and more preferably 0.1 parts by mass or less, per 100 parts by mass of thermoplastic resin (A).

[0121] The total amount of ultraviolet absorbers in the resin composition (total amount of the first to third ultraviolet absorbers) may be, for example, 0.01 to 10 parts by mass, preferably 0.03 to 1 part by mass, more preferably 0.05 to 0.8 parts by mass, even more preferably 0.08 to 0.5 parts by mass, even more preferably 0.1 to 0.45 parts by mass, particularly preferably 0.1 to 0.3 parts by mass, particularly more preferably 0.1 to 0.23 parts by mass, and even more preferably 0.1 to 0.2 parts by mass.

[0122] When the resin composition contains a third ultraviolet absorber in addition to the first ultraviolet absorber, the ratio of the content of the first ultraviolet absorber (in parts by mass) to the content of the third ultraviolet absorber (in parts by mass), the ratio of the first ultraviolet absorber to the third ultraviolet absorber, may be, for example, 0.6 to 10, preferably 0.8 to 5, and more preferably 1 to 3.

[0123] Examples of antioxidants include phenolic antioxidants, phosphorus-based antioxidants, and sulfur-based antioxidants, with phenolic antioxidants being preferred. These antioxidants may be used individually or in combination of two or more.

[0124] Examples of phenolic antioxidants include acrylate compounds such as 2-t-butyl-6-(3-t-butyl-2-hydroxy-5-methylbenzyl)-4-methylphenyl acrylate or 2,4-di-t-amyl-6-(1-(3,5-di-t-amyl-2-hydroxyphenyl)ethyl)phenyl acrylate, 2,6-di-t-butyl-4-methylphenol, 2,6-di-t-butyl-4-ethylphenol, octadecyl-3-(3,5-)di-t-butyl-4-hydroxyphenyl)propionate, and 2,2'-methylenebis (4-methyl-6-t-butylphenol), 4,4'-butylidene-bis(4-methyl-6-t-butylphenol), 4,4'-butylidene-bis(6-t-butyl-m-cresol), ethylenebis(oxyethylene)bis(3-(5-t-butyl-4-hydroxy-m-tolyl)propionate, 4,4'-thiobis(3-methyl-6-t-butylphenol), bis(3-cyclohexyl-2-hydroxy-5-methylphenyl)methane, 3,9-bis(2-(3-(3-t-butyl-4-hydroxy-5-methylphenyl)propionate Nyloxy)-1,1-dimethylethyl)-2,4,8,10-tetraoxaspiro[5,5]undecane, 1,1,3-tris(2-methyl-4-hydroxy-5-t-butylphenyl)butane, 1,3,5-trimethyl-2,4,6-tris(3,5-di-t-butyl-4-hydroxybenzyl)benzene, tetrakis(methylene-3-(3',5'-di-t-butyl-4'-hydroxyphenyl)propionate)methane, triethylene glycol bis(3-(3-t-butyl-4-hydroxy-5-methylphenyl)propionate), or alkyl-substituted phenol compounds such as hexamethylenebis(3-(3,5-di-t-butyl-4-hydroxyphenyl)propionate, 6-(4-hydroxy-3,5-di-t-butylanilino)-2,4-bis-octylthio-1,3,5-triazine, 6-(4-hydroxy-3,5-dimethylanilino)-2,4-bis-octylthio-1,3,5-triazine, 6-(4-hydroxy-3-methyl-5-t-butylanilino)-2,4-bis-octylthio-1,3,5-triazine or 2-octylthio-4,6-bis-(3,Examples include triazine group-containing phenolic compounds such as 5-di-t-butyl-4-oxyanilino)-1,3,5-triazine, and alkyl-substituted phenolic antioxidants are preferred. These may be used individually or in combination of two or more.

[0125] Examples of phosphorus-based antioxidants include triphenyl phosphite, diphenylisodecyl phosphite, phenyl diisodecyl phosphite, tris(nonylphenyl) phosphite, tris(dinonylphenyl) phosphite, tris(2-t-butyl-4-methylphenyl) phosphite, tris(cyclohexylphenyl) phosphite, 2,2-methylenebis(4,6-di-t-butylphenyl)octyl phosphite, 9,10-dihydro-9-oxa-10-phosphaphenanthrene-10-oxide, 10-(3,5-di-t-butyl-4-hydroxybenzyl)-9,10-dihydro-9-oxa-10-phosphaphenanthrene-10-oxide, or Examples include monophosphite compounds such as 10-decyloxy-9,10-dihydro-9-oxa-10-phosphaphenanthrene, and diphosphite compounds such as 4,4'-butylidene-bis(3-methyl-6-t-butylphenyl-di-tridecyl phosphite), 4,4'-isopropylidene-bis(phenyl-dialkyl(C12-C15) phosphite), 4,4'-isopropylidene-bis(diphenylmonoalkyl(C12-C15) phosphite), 1,1,3-tris(2-methyl-4-di-tridecyl phosphite-5-t-butylphenyl)butane or tetrakis(2,4-di-t-butylphenyl)-4,4'-biphenylene phosphite. These may be used individually or in combination of two or more. Among these, monophosphite compounds are preferred.

[0126] Examples of sulfur-based antioxidants include dilauryl 3,3'-thiodipropionate, distearyl 3,3'-thiodipropionate, laurylstearyl 3,3'-thiodipropionate, pentaerythritol-tetrakis-(β-lauryl-thiopropionate), and 3,9-bis(2-dodecylthioethyl)-2,4,8,10-tetraoxaspiro[5,5]undecane. These may be used individually or in combination of two or more.

[0127] The content of the antioxidant in the resin composition is preferably 0 to 5 parts by mass, more preferably 0.001 to 5 parts by mass, and even more preferably 0.01 to 1 part by mass, per 100 parts by mass of thermoplastic resin (A).

[0128] Examples of light stabilizers include hindered amine compounds such as 2,2,6,6-tetramethyl-4-piperidyl benzoate, bis(2,2,6,6-tetramethyl-4-piperidyl) sebacate, bis(1,2,2,6,6-pentamethyl-4-piperidyl)-2-(3,5-di-t-butyl-4-hydroxybenzyl)-2-n-butylmalonate, 4-(3-(3,5-di-t-butyl-4-hydroxyphenyl)propionyloxy)-1-(2-(3-(3,5-di-t-butyl-4-hydroxyphenyl)propionyloxy)ethyl)-2,2,6,6-tetramethylpiperidine, or bis(2,2,6,6-tetramethyl-1-(octyloxy)-4-piperidine) sebacate. These may be used individually or in combination of two or more.

[0129] Adhesion modifiers are additives that reduce adhesive strength. Examples of adhesion modifiers include those disclosed in International Publication No. 03 / 033583, preferably alkali metal salts and / or alkaline earth metal salts of organic acids. More preferably, potassium salts, magnesium salts, and calcium salts of carboxylic acids having 1 to 16 carbon atoms, such as potassium acetate, magnesium acetate, magnesium propionate, magnesium butyrate, magnesium 2-ethylbutyrate, magnesium 2-ethylhexanoate, magnesium octoate, magnesium decanoate, magnesium neodecanoate, and calcium stearate. These may be used individually or in combination of two or more.

[0130] Examples of adhesion enhancers include silane coupling agents. Examples of silane coupling agents include 3-glycidoxypropyltrimethoxysilane, 3-glycidoxypropyldiethoxysilane, N-(2-aminoethyl)-3-aminopropyltrimethoxysilane, and N-(2-aminoethyl)-3-aminopropyldiethoxysilane. These silane coupling agents may be used individually or in combination of two or more.

[0131] If the composition contains an adhesion modifier or adhesion improver, its content should be appropriately selected depending on the type of adhesion improver (adhesion modifier, adhesion improver) and the environment in which the laminated glass is used when the composition is used as an interlayer raw material for laminated glass. For example, the content of the adhesion improver is preferably adjusted so that the adhesion strength of the resulting resin sheet to glass is generally 3 to 10 in the Pummel test (described in International Publication No. 03 / 033583, etc.), and is preferably adjusted to 3 to 6 when high penetration resistance is required, and to 7 to 10 when high glass shatter resistance is required. When high glass shatter resistance is required, it is also a useful method not to add an adhesion improver. If the resin composition contains an adhesion improver, its content may preferably be 0.001 to 5 parts by mass, more preferably 0.01 to 1 part by mass, per 100 parts by mass of thermoplastic resin (A).

[0132] The resin composition can be manufactured by appropriately selecting the above components and mixing them using a commonly used method that is known in itself.

[0133] The MFR of the resin composition at 190°C and a 2.16 kg load is, for example, 1 to 50 g / 10 min, preferably 3 to 30 g / 10 min, and more preferably 10 to 25 g / 10 min. If the MFR is below the lower limit, sufficient processability (fluidity) cannot be obtained within the appropriate molding temperature range during molding, requiring an increase in the molding temperature, and as a result, the resulting molded article tends to be easily discolored. If the MFR exceeds the upper limit, sufficient melt tension cannot be obtained within the appropriate molding temperature range during molding, and problems such as deterioration of film formation stability and surface texture of the molded article tend to occur.

[0134] The applications of the resin composition of the present invention are not particularly limited, and it can be used in various fields, for example, as a packaging material. Such packaging materials can be used, for example, as containers with excellent oxygen barrier properties in the form of bags, tubes, cups, pouches, etc., for food, cosmetics, medical chemicals, toiletries, vacuum insulation boards, etc., or as gas barrier films for food packaging, gasoline tanks, vacuum insulation boards, heat pipes, etc. Furthermore, the resin composition of the present invention is also useful as a paper processing agent such as a fiber adhesive, fiber treatment agent, fiber processing agent, sizing agent for textile products, clear coating agent for paper, pigment coating agent for paper, internal sizing agent for paper, binder for thermal paper overcoat, pressure-sensitive adhesive, anti-fogging agent, paint, dispersant for organic and inorganic pigments, polymerization dispersion stabilizer for emulsions, polymerization dispersion stabilizer for PVC, adhesive for paper, wood and plastics, binder for nonwoven fabrics, binder for fibers, binder for ceramics, binder for electrodes, binder for various building materials such as gypsum board and fiberboard, additive for cement and mortar, hot melt adhesive, interlayer adhesive, resin for 3D printers, etc. In addition, because the resin composition of the present invention has high transparency, it is also useful as an interlayer for laminated glass, a protective film for glass surfaces, and various transparent containers for cosmetic applications.

[0135] In one embodiment, the haze, YI, transmittance at a wavelength of 380 nm, and ultraviolet transmittance Tuv of the resin composition at a sheet thickness of 0.8 mm are the same values ​​as those of the resin sheet of the present invention described in the section on [Resin Sheet] below.

[0136] [Resin Sheet] The present invention also includes resin sheets containing the resin composition of the present invention. The resin sheet may consist only of a layer (x) containing the resin composition of the present invention, or it may be a multilayer film (laminated) containing at least one layer (x). The multilayer film is not particularly limited, but examples include a two-layer film in which layer (x) and other layers are laminated, and a three-layer film in which other layers are arranged between two layers (x). When layer (x) or other layers are multiple layers, the resin or resin composition constituting each layer may be the same or different.

[0137] Other layers include layers containing known resins. Examples of such resins include polyethylene, polypropylene, polyvinyl chloride, polystyrene, polyurethane, polytetrafluoroethylene, acrylic resin, polyamide, polyacetal, polycarbonate, and among polyesters, polyethylene terephthalate, polybutylene terephthalate, cyclic polyolefin, polyphenylene sulfide, polytetrafluoroethylene, polysulfone, polyethersulfone, polyarylate, liquid crystal polymer, and polyimide. The other layers may also contain additives such as plasticizers, antioxidants, ultraviolet absorbers, light stabilizers, antiblocking agents, pigments, dyes, heat-shielding materials (e.g., inorganic or organic heat-shielding materials with infrared absorption capabilities), and functional inorganic compounds, as needed.

[0138] It is preferable to create irregularities on the surface of the resin sheets to prevent them from sticking together and to improve degassing during the lamination process. Conventional methods can be used to create these irregularities, such as creating a melt fracture structure by adjusting the extrusion conditions, or creating an embossed structure on the extruded sheet. Conventional known methods can be used for the depth and shape of the embossing.

[0139] The thickness of one layer (x) in the resin sheet is preferably 0.1 to 3.0 mm, or 0.1 to 2.5 mm, more preferably 0.4 to 2.0 mm, even more preferably 0.7 mm to 1.5 mm, and particularly preferably 0.7 mm to 1.0 mm. If the resin sheet consists of multiple layers (x), the thickness of each of the multiple layers (x) in the resin sheet may be the same or different.

[0140] There are no particular restrictions on the thickness of the resin sheet, but it is preferably 0.1 to 3.0 mm, or 0.1 to 2.5 mm, more preferably 0.4 to 2.0 mm, even more preferably 0.7 mm to 1.5 mm, and most preferably 0.7 mm to 1.0 mm. If the resin sheet is thinner than 0.10 mm, it tends to be difficult to satisfy the penetration resistance performance of the laminated glass, and if it is thicker than 3.0 mm, the cost of the sheet itself is high and the cycle time of the lamination process tends to be long, which is undesirable. The resin sheet may be used as a single molded sheet, or two or more molded sheets can be stacked to adjust to the desired thickness.

[0141] The thickness of layer (x)1 in a resin sheet and the thickness of the resin sheet are measured using conventionally known methods, such as contact or non-contact thickness gauges.

[0142] The YI of the resin sheet is, for example, 0 or less, preferably -20 to 0, from the viewpoint of hue. The smaller the YI, the better the hue of the resin sheet. From the viewpoint of even better hue, the YI is preferably -10 to -0.1, more preferably -6 to -0.3, and even more preferably -4 to -1. The YI of the resin sheet is measured using a haze meter in accordance with JIS K7373, and can be measured specifically by the method described in the examples.

[0143] The haze of the resin sheet may be, for example, 0.01% or more and less than 1%. The smaller the haze, the better the transparency of the resin sheet. From the viewpoint of achieving better transparency, the haze is preferably 0.9% or less, more preferably 0.85% or less, and even more preferably 0.8% or less. The haze of the resin sheet is measured using a haze meter in accordance with JIS K7136:2000, and specifically can be measured by the method described in the examples.

[0144] The transmittance of the resin sheet at a wavelength of 380 nm may be, for example, 0 to 80%, preferably 70% or less, more preferably 30% or less, even more preferably 10% or less, and particularly preferably 5% or less. When the transmittance is below the above upper limit, laminated glass with low ultraviolet light transmission and safety for the human body can be manufactured.

[0145] The transmittance of a resin sheet at a wavelength of 380 nm can be measured as follows: A resin sheet is placed between two 2.7 mm thick float glass sheets in accordance with JIS R3202:1996 to obtain laminated glass A. The transmittance of the obtained laminated glass A at a wavelength of 380 nm is measured. The transmittance of laminated glass A at a wavelength of 380 nm is defined as the transmittance of the resin sheet at a wavelength of 380 nm. The above transmittance can be measured using a spectrophotometer (for example, Hitachi High-Tech Corporation's "U-4150") in accordance with JIS R3211:1998.

[0146] The ultraviolet transmittance Tuv of the resin sheet may be, for example, 0 to 60%, preferably 50% or less, more preferably 20% or less, even more preferably 15% or less, and particularly preferably 10% or less. When the ultraviolet transmittance Tuv is below the above upper limit, laminated glass with low ultraviolet transmission and safety for the human body can be manufactured.

[0147] The ultraviolet transmittance (Tuv) of a resin sheet can be measured as follows: A resin sheet is placed between two 2.7 mm thick float glass sheets in accordance with JIS R3202:1996 to obtain laminated glass A. The transmittance of the obtained laminated glass A at wavelengths between 300 nm and 400 nm is measured. The value calculated from the transmittance of laminated glass A at wavelengths between 300 nm and 400 nm using a method in accordance with ISO 9050 is defined as the ultraviolet transmittance (Tuv) of the resin sheet. The above ultraviolet transmittance (Tuv) can be measured using a spectrophotometer (for example, Hitachi High-Tech Corporation's "U-4150") in accordance with JIS R3211:1998.

[0148] There are no particular restrictions on the method for manufacturing the resin sheet, and known methods can be used. Specifically, the resin composition can be formed into a sheet by extrusion molding, press molding, blow molding, injection molding, solution casting, etc. In particular, a method is preferred in which the resin composition and additives are supplied to an extruder, kneaded, melted, discharged from a die, and taken up by a take-up machine to form a plate. The resin temperature during extrusion is preferably 130 to 230°C, more preferably 140 to 220°C, and even more preferably 150 to 200°C. By keeping the resin temperature within the above range, the decomposition of the thermoplastic resin (A) is suppressed, and a resin sheet with excellent color can be obtained. Furthermore, in order to efficiently remove volatile substances, it is preferable to remove volatile substances by reducing the pressure from the vent port of the extruder.

[0149] [Laminated Glass Interlayer] The resin sheet of the present invention is useful as a laminated glass interlayer (hereinafter also simply referred to as an interlayer). The laminated glass interlayer is particularly preferred as an interlayer for laminated glass for structural materials due to its excellent adhesion to substrates such as glass, transparency, and self-supporting properties. Furthermore, it is suitable not only as an interlayer for laminated glass for structural materials, but also as an interlayer for laminated glass in various applications such as mobile bodies such as automobiles, buildings, and solar cells. In addition, due to its adhesion to various substrates, it is also useful as an adhesive for paper, wood, and plastics, as well as an interlayer adhesive and a protective film for glass surfaces, but is not limited to these applications. The laminated glass interlayer of the present invention has the same properties as the resin sheet of the present invention. For example, the laminated glass interlayer of the present invention has the same haze, YI, transmittance at a wavelength of 380 nm, and ultraviolet transmittance Tuv as the resin sheet of the present invention described above.

[0150] [Laminated Glass] Laminated glass can be produced by inserting and laminating the resin sheet or laminated glass interlayer of the present invention between two or more sheets of glass, including inorganic glass or organic glass. There are no particular restrictions on the glass to be laminated with the laminated glass interlayer of the present invention, but in addition to inorganic glass such as float glass, tempered glass, wired glass, and heat-absorbing plate glass, conventionally known organic glass such as polymethyl methacrylate and polycarbonate can be used. There are no particular restrictions on the thickness of the glass, but 1 to 10 mm is preferred, and 2 to 6 mm is more preferred.

[0151] The laminated glass of the present invention can be manufactured by conventionally known methods. Examples include methods using a vacuum laminator, a vacuum bag, a vacuum ring, or a nip roll. Additionally, a method of immersion in an autoclave after temporary bonding can also be performed.

[0152] When using a nip roll, for example, one method is to perform the first temporary bonding at a temperature below the flow initiation temperature of the resin composition, and then perform another temporary bonding under conditions close to the flow initiation temperature. Specifically, for example, one method is to heat to 30 to 70°C with an infrared heater, then degas with a roll, and then heat again to 50 to 120°C before pressing and bonding or temporary bonding with a roll.

[0153] The autoclave process, which is performed as an additional step after the initial bonding, is carried out for approximately 2 hours at a temperature of 130 to 145°C under a pressure of approximately 1 to 1.5 MPa, although this may vary depending on the thickness and configuration of the module and laminated glass.

[0154] The laminated glass of the present invention has excellent hue. The YI of the laminated glass is preferably -20 to 0, more preferably -10 to -0.1, even more preferably -5 to -0.3, and even more preferably -4 to -1. The smaller the YI, the better the hue of the laminated glass. The YI of the laminated glass is measured using a haze meter in accordance with JIS K7373, and can be measured specifically by the method described in the examples.

[0155] The laminated glass of the present invention has excellent transparency. The haze of the laminated glass is preferably 0.01 to 1.2%, more preferably 1.1% or less, and even more preferably 1% or less. The smaller the haze, the better the transparency of the laminated glass. The haze of the laminated glass is measured using a haze meter in accordance with JIS K7136:2000, and specifically can be measured by the method described in the examples.

[0156] The laminated glass of the present invention has excellent transparency, hue, penetration resistance, and heat resistance, and can therefore be suitably used in automotive windshields, automotive side windows, automotive sunroofs, automotive rear windows, head-up display glass, laminates for facades, exterior walls and roofs, panels, doors, windows, walls, roofs, sunroofs, soundproof walls, display windows, balconies, railing walls and other building materials, partition glass members for conference rooms, solar panels, and the like.

[0157] The present invention will be specifically described below with reference to examples and comparative examples, but the present invention is not limited thereto.

[0158] The measurement and evaluation methods are described below.

[0159] [Measurement Method] <Content of Each Monomer Unit> The content (unit: mol%) of ethylene units, vinyl alcohol units, acetal units (acetalized vinyl alcohol units), and vinyl acetate units of polyvinyl acetal resin, ethylene vinyl alcohol copolymer, and ethylene-modified polyvinyl acetal resin was analyzed as follows.

[0160] Polyvinyl alcohol resin and ethylene vinyl alcohol copolymer were dissolved in dimethyl sulfoxide (DMSO) (manufactured by Kanto Chemical Co., Ltd.) at 120°C, and the resulting DMSO solution was cooled to room temperature. Then, N,N-dimethyl-4-aminopyridine and acetic anhydride (both manufactured by Tokyo Chemical Industry Co., Ltd.) were added to the DMSO solution and stirred for 1 hour to react. The copolymer was reprecipitated from the resulting reaction solution using deionized water and acetone, washed, and then dried to obtain vinyl acetate copolymer and ethylene vinyl acetate copolymer. The obtained vinyl acetate copolymer and ethylene vinyl acetate copolymer were dissolved in deuterated dimethyl sulfoxide (DMSO-d6) (manufactured by Kanto Chemical Co., Ltd.), and measured using a 400 MHz proton NMR analyzer with 256 cumulative measurements. In the obtained spectra, the content (n) of ethylene units relative to the total monomer units constituting the polyvinyl alcohol resin or ethylene vinyl alcohol copolymer was calculated from the intensity ratio of the peaks of methine protons derived from ethylene units and vinyl acetate units (peaks at 1.1–1.9 ppm) and the peak of terminal methyl protons derived from vinyl acetate units (peak at 2.0 ppm) in the vinyl acetate copolymer and ethylene vinyl acetate copolymer.

[0161] Since ethylene units are not affected by the acetalization reaction, the ethylene unit content (n) in the polyvinyl alcohol resin or ethylene vinyl alcohol copolymer is equal to the ethylene unit content (n) relative to the total monomer units constituting the polyvinyl acetal resin or ethylene-modified polyvinyl acetal resin obtained after acetalization of the polyvinyl alcohol resin or ethylene vinyl alcohol copolymer.

[0162] The content of vinyl alcohol units (l), vinyl acetate units (m), and acetal units (k) relative to the total monomer units constituting polyvinyl acetal resin or ethylene-modified polyvinyl acetal resin was determined by the following method. A DMSO-d6 solution of polyvinyl acetal resin or ethylene-modified polyvinyl acetal resin was measured using a 400 MHz proton NMR analyzer with 256 cumulative measurements. From the obtained spectrum, the content of each monomer unit was calculated using the intensity ratio of the methine proton peaks (peaks from 1.0 to 1.8 ppm) derived from ethylene units, vinyl alcohol units, and vinyl acetate units, and the terminal methyl proton peaks (peaks from 0.8 to 1.0 ppm) derived from acetal units, as well as the ethylene unit content (n) of the ethylene vinyl alcohol copolymer.

[0163] <Ultraviolet Transmittance (Tuv)> Using a spectrophotometer (Hitachi High-Tech Corporation, "U-4150"), the transmittance of the laminated glass obtained in the examples and comparative examples at wavelengths of 300 nm to 400 nm was measured in accordance with JIS R3211:1998. From the transmittance of the laminated glass at wavelengths of 300 nm to 400 nm, the ultraviolet transmittance (Tuv) of the resin sheet was determined by a method in accordance with ISO 9050.

[0164] <Transmittance at 380 nm> The transmittance of the resin sheet at a wavelength of 380 nm was determined by measuring the transmittance of the laminated glass obtained in the examples and comparative examples at a wavelength of 380 nm using a spectrophotometer (Hitachi High-Tech Corporation "U-4150") in accordance with JIS R3211:1998.

[0165] <L*, a*, b*> Test specimens measuring 50 mm x 50 mm were cut from the resin sheets obtained in the examples and comparative examples. The tristimulus values ​​X, Y, and Z of the obtained test specimens were measured using a spectrophotometer (Hitachi High-Tech Corporation "U-4150") according to the spectrophotometric method specified in JIS Z 8722:2009. The lightness (L*) and chromaticity (a* and b*) of the obtained test specimens were calculated according to the method specified in JIS Z 8781-4:2013.

[0166] <Yellow Index YI and Haze of Resin Sheets> Test specimens measuring 50 mm x 50 mm were cut from the resin sheets obtained in the examples and comparative examples. The YI of the obtained test specimens was measured in accordance with JIS K7373 using a haze meter (SH7000, manufactured by Nippon Denshoku Industries Co., Ltd.). The haze of the obtained test specimens was measured in accordance with JIS K7136:2000 using the same apparatus as for the YI measurement.

[0167] <Yellow Index YI and Haze of Laminated Glass> The YI of the laminated glass obtained in the examples and comparative examples was measured in accordance with JIS K7373 using a haze meter (SH7000, manufactured by Nippon Denshoku Industries Co., Ltd.). The haze of the obtained laminated glass was measured in accordance with JIS K7136:2000 using the same apparatus as for the YI measurement.

[0168] The ultraviolet absorbers used in the examples and comparative examples are as follows:

[0169] <UV absorbers> Anthranilic acid compounds (B1) ・A: N-methyl-anthranilate methyl (manufactured by Tokyo Chemical Industry Co., Ltd.) ・B: Anthranilate methyl (manufactured by Tokyo Chemical Industry Co., Ltd.) ・C: Anthranilate butyl (manufactured by Tokyo Chemical Industry Co., Ltd.)

[0170] Benzotriazole compound (B2) • D: Tinuvin 234 (benzotriazole UV absorber, manufactured by BASF)

[0171] Compounds (B1) and (B2) are not applicable. • E: Tinuvin 479 (triazine-based UV absorber, manufactured by BASF) • F: 2-aminoacetophenone (manufactured by Tokyo Chemical Industry Co., Ltd.)

[0172] <Example 1> 100 parts by mass of polyvinyl butyral resin PVB-1 (acetal unit content 70 mol%, vinyl acetate unit content 1 mol%, viscosity-average degree of polymerization of polyvinyl alcohol used as raw material approximately 1700) were mixed with 20 parts by mass of plasticizer (3G8, manufactured by Sigma-Aldrich) and 0.2 parts by mass of A. The mixture was melt-kneaded for 5 minutes at a chamber temperature of 160°C and a rotation speed of 60 rpm using a Laboplast Mill (manufactured by Toyo Seiki Seisakusho Co., Ltd., "4M150"). The contents of the chamber were removed and cooled to obtain a molten mixture. The obtained molten mixture was heated at 180°C at a rate of 50 kgf / cm² using a release film (UPIREX®-S (manufactured by UBE Co., Ltd.)) with a maximum roughness height (Rz) of less than 100 nm. 2 A resin sheet with a thickness of 0.8 mm was obtained by compression molding at a pressure of 50 MPa for 5 minutes. The obtained resin sheet was sandwiched between two 2.7 mm thick float glass sheets and placed in a vacuum laminator (Nisshinbo Mechatronics Co., Ltd. 1522N), and the inside of the vacuum laminator was depressurized at 140°C for 1 minute. While maintaining the depressurized state and temperature, it was pressed at 30 kPa for 5 minutes to obtain a temporary bond. The obtained temporary bond was placed in an autoclave and treated at 140°C and 1.2 MPa for 30 minutes to obtain laminated glass.

[0173] <Example 2> 100 parts by mass of ethylene vinyl alcohol copolymer EVOH-1 (ethylene unit content 38 mol%) was dispersed in 377 parts by mass of water, and 20.0 parts by mass of isobutyraldehyde was added. The resulting dispersion was heated to 60°C under stirring. Stirring was continued for 2 hours to impregnate EVOH-1 with isobutyraldehyde. Then, at 60°C, 10 parts by mass of 1 M hydrochloric acid was added to the dispersion to carry out the acetalization reaction. Two hours after the first addition of hydrochloric acid, 40 parts by mass of 1 M hydrochloric acid was added, and the acetalization reaction was carried out for a further 4 hours. The acetal product produced by acetalization was in a solid state. Then, the acetalization reaction was stopped by neutralizing the dispersion with 75 parts by mass of 1 M sodium hydroxide. To neutralize the solid interior of the acetal product, the dispersion was stirred at 60°C for a further 8 hours. The neutralized acetalized material was filtered off, and 500 parts by mass of deionized water was added to the acetalized material and stirred at 60°C for 6 hours to wash it. The acetalized material was filtered off again, and 500 parts by mass of deionized water was added to the acetalized material and stirred at 60°C for 6 hours to wash it a second time. The washing water was filtered off, and vacuum drying was carried out at 60°C for 8 hours to obtain 113 parts by mass (100% yield) of ethylene-modified polyvinyl butyral resin ACEV-1, which is an acetalized EVOH-1. The obtained ACEV-1 had an ethylene unit content of 38 mol% and an acetal unit content of 19 mol%.

[0174] To 100 parts by weight of ACEV-1, 20 parts by mass of plasticizer (Tarjitol 15-S-5, manufactured by Dow Chemical Japan Ltd.) and 0.2 parts by mass of A were added to obtain a resin sheet with a thickness of 0.8 mm and laminated glass in the same manner as in Example 1.

[0175] <Examples 3 and 4> Except for using B or C instead of A, a resin sheet with a thickness of 0.8 mm and laminated glass were obtained in the same manner as in Example 2.

[0176] <Example 5> A resin sheet and laminated glass with a thickness of 0.8 mm were obtained in the same manner as in Example 2, except that 0.1 parts by mass of A and 0.1 parts by mass of D were used instead of 0.2 parts by mass of A.

[0177] <Example 6> A resin sheet with a thickness of 0.8 mm and laminated glass were obtained in the same manner as in Example 5, except that an ionomer resin ("Hymiran PV8727" manufactured by Mitsui Dow Polychemical Co., Ltd.) was used instead of ACEV-1, no plasticizer was used, and 0.05 parts by mass of calcium stearate was used.

[0178] <Comparative Example 1> A resin sheet with a thickness of 0.8 mm and laminated glass were obtained in the same manner as in Example 2, except that A was not used.

[0179] <Comparative Examples 2-4> Except for using D, E, or F instead of A, a resin sheet with a thickness of 0.8 mm and laminated glass were obtained in the same manner as in Example 2.

[0180] <Comparative Example 5> A resin sheet with a thickness of 0.8 mm and laminated glass were obtained in the same manner as in Example 6, except that 0.2 parts by mass of D was used instead of 0.1 parts by mass of A and 0.1 parts by mass of D.

[0181] <Example 7> A resin sheet with a thickness of 0.8 mm and laminated glass were obtained in the same manner as in Example 5, except that 0.2 parts by mass of Irganox 1010 were added.

[0182] <Example 8> A resin sheet with a thickness of 0.8 mm and laminated glass were obtained in the same manner as in Example 7, except that "Evaflex® EV150" (Mitsui Dow Polychemical Co., Ltd.) was used as the EVA (ethylene vinyl acetate copolymer) resin instead of ACEV-1, and no plasticizer was used.

[0183] <Comparative Example 6> Except for using D instead of A, a resin sheet with a thickness of 0.8 mm and laminated glass were obtained in the same manner as in Example 1.

[0184] <Comparative Example 7> A resin sheet with a thickness of 0.8 mm and laminated glass were obtained in the same manner as in Comparative Example 2, except that 0.2 parts by mass of Irganox 1010 was added.

[0185] <Comparative Example 8> A resin sheet with a thickness of 0.8 mm and laminated glass were obtained in the same manner as in Example 8, except that 0.2 parts by mass of D was used instead of 0.1 parts by mass of A and 0.1 parts by mass of D.

[0186] The results of the examples and comparative examples are shown in Tables 1 and 2.

[0187]

[0188]

[0189] As shown in Table 1, Examples 1 to 4, which used polyvinyl butyral resin having hydroxyl groups or ethylene-modified polyvinyl butyral resin as the thermoplastic resin (A), showed lower UV transmittance Tuv and transmittance at 380 nm of the resin sheet, as well as lower YI of the resin sheet and laminated glass, and were confirmed to have superior UV shielding properties and hue compared to Comparative Example 1, which similarly used ethylene-modified polyvinyl butyral resin having hydroxyl groups.

[0190] Furthermore, in Examples 1 to 4, ethylene-modified polyvinyl butyral resin having hydroxyl groups was similarly used, but compared to Comparative Examples 2 to 4, which used compounds other than anthranilic acid-based compounds (B1) as UV absorbers, it was confirmed that the YI of the resin sheets and laminated glass was lower and the hue was superior.

[0191] In Example 5, which used both anthranilic acid compound (B1) and a benzotriazole compound (B2), it was confirmed that the YI of the resin sheet and laminated glass was lower and the hue was superior compared to Comparative Example 2, which used only the benzotriazole compound (B2). Furthermore, as shown in Example 7, even when an antioxidant was added, it was confirmed that the hue was superior compared to Comparative Example 7.

[0192] In Example 6, which used an ionomer resin having a carboxylic acid group and a carboxylic acid base as the thermoplastic resin (A), it was confirmed that the YI of the resin sheet and laminated glass was lower and the hue was superior compared to Comparative Example 5, which similarly used an ionomer resin having a carboxylic acid group and a carboxylic acid base.

[0193] In Example 8, which used an EVA resin (ethylene-vinyl acetate copolymer) having an ester group as the thermoplastic resin (A), it was confirmed that the YI of the resin sheet and laminated glass was lower and the hue was superior compared to Comparative Example 8, which similarly used an EVA resin having an ester group.

[0194] As described above, it has been confirmed that the resin composition of the present invention can be used to form laminated glass interlayers and laminated glass with excellent ultraviolet shielding properties and color.

Claims

1. A thermoplastic resin having polar functional groups (A), and a compound represented by formula (I) (B1): [In formula (I), R 1 R represents an alkyl group, a cycloalkyl group, or an aryl group. 2 and R 3 Each of these independently represents a hydrogen atom, an alkyl group, or an aryl group, and R 4 ~R 7 A resin composition comprising [each independently representing a hydrogen atom, an alkyl group, or an aryl group].

2. The resin composition according to claim 1, wherein the polar functional group comprises at least one selected from the group consisting of a hydroxyl group, a carboxylic acid group, a carboxylic acid base, and an ester group.

3. The resin composition according to claim 1, wherein the polar functional group includes a hydroxyl group.

4. The resin composition according to claim 1, further comprising a benzotriazole compound (B2).

5. The resin composition according to claim 1, further comprising a plasticizer.

6. The resin composition according to claim 1, wherein the thermoplastic resin (A) is selected from the group consisting of polyvinyl acetal resin and modified polyvinyl acetal resin.

7. The resin composition according to claim 6, wherein the modified polyvinyl acetal resin has α-olefin units in its main chain.

8. The resin composition according to claim 7, wherein the α-olefin unit contains an ethylene unit.

9. The resin composition according to claim 6, wherein the modified polyvinyl acetal resin contains 0.1 to 80 mol% of ethylene units.

10. A resin sheet comprising the resin composition according to any one of claims 1 to 9.

11. A laminated glass interfilm comprising the resin composition according to any one of claims 1 to 9.

12. A laminated glass interlayer comprising the resin sheet described in claim 10.

13. Laminated glass comprising the laminated glass interlayer described in claim 11.

14. Laminated glass comprising the laminated glass interlayer described in claim 12.