JP2018008847A - Intermediate film for laminated glass and laminated glass - Google Patents

Abstract

PROBLEM TO BE SOLVED: To provide an intermediate film for laminated glass which has photochromic property and is also excellent in light resistance, and to provide laminated glass using the intermediate film for laminated glass.SOLUTION: An intermediate film for laminated glass contains a thermoplastic resin, a photochromic material and an ultraviolet absorber, where the ultraviolet absorber has transmittance at a wavelength of 365 nm of 77.0% or more and transmittance of at a wavelength of 280 nm of 80.0% or less when 0.005 wt.% of a solution is prepared by dissolving the ultraviolet absorber in triethylene glycol di-2-ethylhexanoate and ultraviolet absorption spectrum of the solution is measured according to a method according to DIN 67507.SELECTED DRAWING: None

Description

The present invention relates to an interlayer film for laminated glass having photochromic properties and excellent light resistance, and a laminated glass using the interlayer film for laminated glass.

Laminated glass is excellent in safety because it has less scattering of glass fragments even if it is damaged by external impact. For this reason, it is widely used for automobiles and buildings.
In recent years, the performance required for laminated glass has also diversified, and a laminated glass using a dimmer as an interlayer film for laminated glass has been proposed in order to control the temperature in the interior of a vehicle such as an automobile or a building ( For example, Patent Document 1). Specifically, an interlayer film for laminated glass having a structure in which an adhesive layer, a light control layer, and an adhesive layer are laminated in this order in the thickness direction has been proposed. It is considered that the light transmittance of the laminated glass can be controlled by using such an interlayer film for laminated glass.

JP 2008-222513 A

A photochromic compound has been studied as one kind of the above-mentioned light control body. The photochromic compound is colorless and transparent or lightly colored when not irradiated with ultraviolet rays, and can be changed to a colored state when irradiated with ultraviolet rays.
The present inventors examined an interlayer film for laminated glass containing a photochromic compound. Such an interlayer film for laminated glass is colored to reduce the amount of sunlight that passes when strong ultraviolet light falls under clear weather, while it becomes colorless and transparent or lightly colored when the amount of ultraviolet light decreases under cloudy weather. It is possible to incorporate sufficient sunlight. However, the interlayer film for laminated glass containing the photochromic compound has a problem that the light resistance is inferior.
As a method for improving the light resistance of the interlayer film for laminated glass, it is known to add an ultraviolet absorber. However, when an ultraviolet absorber is added to an interlayer film for laminated glass containing a photochromic compound, the time until the coloring is completed after irradiation with ultraviolet rays becomes longer, or coloring itself does not occur even when irradiated with ultraviolet rays. There was a problem that sometimes disappeared.

An object of this invention is to provide the laminated glass which uses the intermediate film for laminated glasses which has photochromic property, and is excellent in light resistance in view of the said present condition, and this intermediate film for laminated glasses.

The present invention relates to an interlayer film for laminated glass containing a thermoplastic resin, a photochromic material, and an ultraviolet absorber, and the ultraviolet absorber is dissolved in triethylene glycol di-2-ethylhexanoate to give 0.005 When a weight% solution was prepared and the ultraviolet absorption spectrum of the solution was measured according to a method according to DIN 67507, the transmittance at a wavelength of 365 nm was 77.0% or more, and the transmittance at a wavelength of 280 nm was 80.0. % Of the interlayer film for laminated glass.
The present invention is described in detail below.

Near-ultraviolet rays that are irradiated from sunlight and reach the ground surface are roughly classified into UVA having a wavelength of 315 to 400 nm, UVB having a wavelength of 280 to 315 nm, and UVC having a wavelength of less than 280 nm. Among these, it is said that UVB is the cause of sunburn. The inventors of the present application pay attention to such properties of near-ultraviolet rays, select an ultraviolet absorber having a property of relatively transmitting UVA having a wavelength of 365 nm and relatively blocking UVB having a wavelength of 280 nm. Can be combined with a photochromic material to obtain an interlayer film for laminated glass that can exhibit particularly high light resistance by shielding highly harmful UVB while performing high photochromic properties by adjusting the photochromic material with UVA As a result, the present invention has been completed.

The interlayer film for laminated glass of the present invention contains a thermoplastic resin, a photochromic material, and an ultraviolet absorber.
The photochromic material is not particularly limited, and a conventionally known photochromic material can be used. Among these, a photochromic material that has an absorption region in the vicinity of a wavelength of 365 nm and can be changed from a colorless, transparent or lightly colored state to a colored state by irradiating with ultraviolet rays having a wavelength of 365 nm is preferable. By combining such a photochromic material with the ultraviolet absorber having the above-mentioned ultraviolet transparency, excellent light resistance can be exhibited while exhibiting high photochromic properties.
In addition, when the interlayer film for laminated glass of the present invention has a multilayer structure of two or more layers, the same layer may contain a thermoplastic resin, a photochromic material, and an ultraviolet absorber, and may be contained in different layers. It may be. For example, a layer containing a thermoplastic resin and a photochromic material may be combined with a layer containing a thermoplastic resin and an ultraviolet absorber.

Specific examples of such a photochromic material include diarylethene compounds, spiropyran compounds, spiroperimidine compounds, fulgide compounds, hexaarylbiimidazole compounds, and the like. Especially, the diarylethene type compound (1,2-bis (2,4-dimethyl-5-phenyl-3-thienyl) -3,3,4,4,5,5-hexa represented by the following formula (1): (Fluoro-1-cyclopentene) is suitable because it can exhibit high photochromic properties by the reaction shown in the following reaction formula (2) by ultraviolet irradiation.

In the interlayer film for laminated glass of the present invention, the preferable lower limit of the content of the photochromic material with respect to 100 parts by weight of the thermoplastic resin is 0.01 part by weight, and the preferable upper limit is 10 parts by weight. When the content of the photochromic material is within this range, high photochromic properties can be exhibited. The more preferable lower limit of the content of the photochromic material is 0.1 parts by weight, the more preferable upper limit is 5 parts by weight, the still more preferable lower limit is 0.2 parts by weight, and the still more preferable upper limit is 1 part by weight.

The ultraviolet absorber is dissolved in triethylene glycol di-2-ethylhexanoate to prepare a 0.005 wt% solution, and the ultraviolet absorption spectrum of the solution is measured according to a method according to DIN 67507. The transmittance at a wavelength of 365 nm is 77.0% or more, and the transmittance at a wavelength of 280 nm is 80.0% or less (hereinafter sometimes abbreviated as the ultraviolet absorber of the present invention).
When the transmittance at a wavelength of 365 nm is 77.0% or more, the photochromic material can exhibit sufficient photochromic properties, and the time from completion of irradiation with ultraviolet rays to completion of coloring can be shortened. it can. The transmittance at the wavelength of 365 nm is preferably 80.0% or more, more preferably 83.0% or more, and further preferably 91.0% or more. In the interlayer film for laminated glass of the present invention, UVA having a wavelength of around 365 nm is relatively transmitted, but its influence on light resistance is relatively small. Moreover, since a part of UVA is absorbed by the photochromic material, the amount of UVA that actually passes through is small.

When the transmittance at the wavelength of 280 nm is 80.0% or less, particularly harmful UVB transmission can be suppressed and high light resistance can be exhibited. The transmittance at the wavelength of 280 nm is preferably 74.0% or less, more preferably 68.0% or less, and further preferably 56.0% or less.

Specific examples of such ultraviolet absorbers include 2,4-dihydroxybenzobenzone (SEESORB100, manufactured by Cypro Kasei Co., Ltd.), 2-hydroxy-4-methoxybenzophenone (SEESORB 101, manufactured by Sipro Kasei Co., Ltd.), 2-hydroxy-4 -Octyloxybenzophenone (SEESORB102, manufactured by Cypro Kasei Co., Ltd.), 4-deoxyxy-2-hydroxybenzophenone (SEESORB 103, manufactured by Cypro Kasei Co., Ltd.), 2- (2H-benzotriazole-2-yl) -4-terbuol Manufactured), 2- (3'-t-butyl-2'-hydroxy-5'-methylphen) l) -5-chlorobenzotriazole (Everssorb, manufactured by Eiko Chemical Co., Ltd.), 2,4-Bis (2,4-dimethylphenyl) -6- (2-hydroxy-4-n-octyloxyphenyl) -1,3,5-triazine CYASORB 1164 (manufactured by Sun Chemical Co., Ltd.), [2-hydroxy-4- (octyloxy) phenyl] (phenyl) methanolone (Adeka Stub 1413, manufactured by ADEKA), 2- (2′-hydroxy-3 ′, 5′-ditert-amylphenyl) ) Benzotriazole (Eversorb 74, manufactured by Everlight Chemical), 2- [2′-hydroxy-3,5-di (1,1-dimethylbenz) l) phenyl] -2H-benzotriazole (Eversorb 76, manufactured by Everlight Chemical), 2- (2H-Benzotriazole-2-yl) -4- (1,1,3,3-tetramethylbutyl) phenol (Adekastab LA-29) ADEKA), 2,2′-methylenebis [6- (2H-benzotriazol-2-yl) -4- (1,1,3,3-tetramethylbutyl) phenol] (Adeka Stub LA-31, manufactured by ADEKA), 2- (2H-Benzotriazol-2-yl) -p-cresol (ADEKA STAB LA-32, manufactured by ADEKA), 2- (4,6-Diphenyl-1,3,5-triazin-2-yl)- -[2- (2-ethylhexanoyloxy) ethoxy] phenol (ADK STAB LA-46, manufactured by ADEKA), 85% 2- (4,6-bis (2,4-dimethylphenyl) -1,3,5-triazine- 2-yl) -5-hydroxyphenyl and a reaction product of oxirane [(C10-C16 mainly C12-C13 alkyloxy) methyl] oxirane and 15% 1-methoxy-2-propanol (Tinuvin400, manufactured by BASF) , 2- (2,4-dihydroxyphenyl) -4,6-bis- (2,4-dimethylphenyl) -1,3,5-triazine and (2-ethylhexyl) -glycidic acid ester reaction product (Tinuvin 405) , Manufactured by BASF).

Other commercially available UV absorbers include, for example, Tinuvin 479 (manufactured by BASF), Tinuvin 1600 (manufactured by BASF), Tinuvin 477 (manufactured by BASF), Tinuvin 571 (manufactured by BASF), Tinuvin 1600 (manufactured by BASF), Eversor77 (Made by Everlight Chemical), Eversorb 79 (made by Everlight Chemical), Eversorb 89 (made by Everlight Chemical), SEESORB7012BA (made by Cypro Kasei Co., Ltd.), ADK STAB made by ADEKAA Can do.

In the interlayer film for laminated glass of the present invention, the preferable lower limit of the content of the ultraviolet absorber with respect to 100 parts by weight of the thermoplastic resin is 0.1 part by weight, and the preferable upper limit is 5 parts by weight. When the content of the ultraviolet absorber is within this range, both excellent light resistance and high photochromic properties can be achieved. A more preferred lower limit of the content of the ultraviolet absorber is 0.3 parts by weight, a more preferred upper limit is 3 parts by weight, a still more preferred lower limit is 0.4 parts by weight, and a still more preferred upper limit is 2 parts by weight.

If the interlayer film for laminated glass of the present invention is within a range that does not interfere with the effects of the present invention, a 0.005 wt% solution is prepared by dissolving in triethylene glycol di-2-ethylhexanoate, UV rays other than the UV absorber having a transmittance at a wavelength of 365 nm of 77.0% or more and a transmittance at a wavelength of 280 nm of 80.0% or less, when the ultraviolet absorption spectrum of was measured according to a method according to DIN 67507 An absorber (hereinafter, abbreviated as an ultraviolet absorber other than the present invention) may be included. For example, as the ultraviolet absorber other than the present invention, 2,2 ′, 4,4′-tetrahydrobenzobenzone (SEESORB106, manufactured by Cypro Kasei Co., Ltd.), 2- (2′-hydroxy-3 ′, 5′-di-t -Butylphenyl) -5-chloro-benzotriazole (Eversorb75, Everlight Chemical), Bis- (1,2,2,6,6-pentamethyl-4-piperidinylyl) sebacate Methyl- (1,2,2,6,6) -Pentamethyl-4-piperidinyl) sebacate (Eversorb 93, Everlight Chemical), Decandioic acid, bis (2, 2, 6, 6 -Tetramethyl-1- (octyloxy) -4-piperidinyl) ester, collection products with 1,1-dimethylhyperhyperoxide and octane (Eversorb-95-Everlightt, manufactured by Eberlightt -(5-Chloro-2H-benzotriazole-2-yl) phenyl] propionate + 2-ethylhexyl-3- [3-tert-butyl-4-hydroxy-5- (5-chloro-2H-benzotriazole-2-yl) phenyl] propionate (Eversorb109, Eve light Chemical), 2,4-bis [2-hydroxy-4-butoxyphenyl] -6- (2,4-dibutoxyphenyl) -1,3-5-triazine (Tinuvin 460, manufactured by BASF) and the like. Can be mentioned.

Other commercially available UV absorbers other than the present invention include, for example, Eversorb 88 (Everlight Chemical), Tinuvin 326 (BASF), DAINSORB T-7 (Daiwa Kasei), DAINSORB T-0 (Yamato) Kasei), DAINSORB T-52 (Daiwa Kasei), DAINSORB T-53 (Daiwa Kasei) and the like. The content of the ultraviolet absorbent other than the present invention relative to 100 parts by weight of the thermoplastic resin is preferably less than the content of the tempered absorbent other than the present invention.

Examples of the thermoplastic resin include polyvinylidene fluoride, polytetrafluoroethylene, vinylidene fluoride-hexafluoropropylene copolymer, polytrifluoride ethylene, acrylonitrile-butadiene-styrene copolymer, polyester, polyether, Examples thereof include polyamide, polycarbonate, polyacrylate, polymethacrylate, polyvinyl chloride, polyethylene, polypropylene, polystyrene, polyvinyl acetal, and ethylene-vinyl acetate copolymer. Especially, it is preferable that the said thermoplastic resin is a polyvinyl acetal or an ethylene-vinyl acetate copolymer, and it is more preferable that it is a polyvinyl acetal.

The polyvinyl acetal is not particularly limited as long as it is a polyvinyl acetal obtained by acetalizing polyvinyl alcohol with an aldehyde, but polyvinyl butyral is preferable. Moreover, you may use together 2 or more types of polyvinyl acetal as needed.

The preferable lower limit of the degree of acetalization of the polyvinyl acetal is 40 mol%, the preferable upper limit is 85 mol%, the more preferable lower limit is 60 mol%, and the more preferable upper limit is 75 mol%.
The polyvinyl acetal has a preferred lower limit of the hydroxyl group content of 15 mol% and a preferred upper limit of 35 mol%. Adhesiveness between the interlayer film for laminated glass and the glass is increased when the amount of the hydroxyl group is 15 mol% or more. When the hydroxyl group amount is 35 mol% or less, handling of the interlayer film for laminated glass becomes easy.
The degree of acetalization and the amount of hydroxyl groups can be measured in accordance with, for example, JIS K6728 “Testing method for polyvinyl butyral”.

The polyvinyl acetal can be prepared by acetalizing polyvinyl alcohol with an aldehyde.
The polyvinyl alcohol is usually obtained by saponifying polyvinyl acetate, and polyvinyl alcohol having a saponification degree of 70 to 99.8 mol% is generally used. The saponification degree of the polyvinyl alcohol is preferably 80 to 99.8 mol%.
The preferable lower limit of the polymerization degree of the polyvinyl alcohol is 500, and the preferable upper limit is 4000. When the polymerization degree of the polyvinyl alcohol is 500 or more, the penetration resistance of the obtained laminated glass is increased. When the polymerization degree of the polyvinyl alcohol is 4000 or less, the interlayer film for laminated glass can be easily molded. The minimum with a more preferable polymerization degree of the said polyvinyl alcohol is 1000, and a more preferable upper limit is 3600.

The aldehyde is not particularly limited, but generally an aldehyde having 1 to 10 carbon atoms is preferably used. The aldehyde having 1 to 10 carbon atoms is not particularly limited. For example, n-butyraldehyde, isobutyraldehyde, n-valeraldehyde, 2-ethylbutyraldehyde, n-hexylaldehyde, n-octylaldehyde, n-nonylaldehyde N-decylaldehyde, formaldehyde, acetaldehyde, benzaldehyde and the like. Of these, n-butyraldehyde, n-hexylaldehyde, and n-valeraldehyde are preferable, and n-butyraldehyde is more preferable. These aldehydes may be used alone or in combination of two or more.

The interlayer film for laminated glass of the present invention preferably contains a plasticizer.
The plasticizer is not particularly limited, and examples thereof include organic ester plasticizers such as monobasic organic acid esters and polybasic organic acid esters, phosphoric acid plasticizers such as organic phosphoric acid plasticizers and organic phosphorous acid plasticizers, and the like. Is mentioned. The plasticizer is preferably a liquid plasticizer.

The monobasic organic acid ester is not particularly limited. For example, glycols such as triethylene glycol, tetraethylene glycol, and tripropylene glycol, butyric acid, isobutyric acid, caproic acid, 2-ethylbutyric acid, heptylic acid, and n-octyl Examples thereof include glycol esters obtained by reaction with monobasic organic acids such as acid, 2-ethylhexyl acid, pelargonic acid (n-nonyl acid), and decyl acid. Of these, triethylene glycol dicaproate, triethylene glycol di-2-ethylbutyrate, triethylene glycol di-n-octylate, triethylene glycol di-2-ethylhexylate and the like are preferable.

Although the said polybasic organic acid ester is not specifically limited, For example, ester compound of polybasic organic acid, such as adipic acid, sebacic acid, azelaic acid, and the alcohol which has a C4-C8 linear or branched structure Is mentioned. Of these, dibutyl sebacic acid ester, dioctyl azelaic acid ester, dibutyl carbitol adipic acid ester and the like are preferable.

The organic ester plasticizer is not particularly limited, and triethylene glycol di-2-ethylbutyrate, 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, dibutyl sebacate, dioctyl azelate, dibutyl carbitol adipate, ethylene glycol di-2-ethyl Butyrate, 1,3-propylene glycol di-2-ethyl butyrate, 1,4-butylene glycol di-2-ethyl butyrate, diethylene glycol di-2-ethyl butyrate, diethylene glycol di- -Ethyl hexanoate, dipropylene glycol di-2-ethyl butyrate, triethylene glycol di-2-ethyl pentanoate, tetraethylene glycol di-2-ethyl butyrate, diethylene glycol dicapryate, dihexyl adipate, adipine Dioctyl acid, hexyl cyclohexyl adipate, diisononyl adipate, heptylnonyl adipate, dibutyl sebacate, oil-modified sebacic acid alkyd, a mixture of phosphate ester and adipic acid ester, adipic acid ester, alkyl alcohol having 4 to 9 carbon atoms and Examples thereof include mixed adipic acid esters prepared from cyclic alcohols having 4 to 9 carbon atoms and adipic acid esters having 6 to 8 carbon atoms such as hexyl adipate.

The organophosphate plasticizer is not particularly limited, and examples thereof include tributoxyethyl phosphate, isodecylphenyl phosphate, triisopropyl phosphate, and the like.

Furthermore, since it is difficult to cause hydrolysis as the plasticizer, triethylene glycol di-2-ethylhexanoate (3GO), triethylene glycol di-2-ethylbutyrate (3GH), tetraethylene glycol di-2- It preferably contains ethyl hexanoate (4GO) and dihexyl adipate (DHA), and tetraethylene glycol di-2-ethylhexanoate (4GO) and triethylene glycol di-2-ethylhexanoate (3GO). More preferably, it contains triethylene glycol di-2-ethylhexanoate, more preferably.

The content of the plasticizer in the interlayer film for laminated glass of the present invention is not particularly limited, but a preferable lower limit with respect to 100 parts by weight of the polyvinyl acetal is 30 parts by weight, and a preferable upper limit is 90 parts by weight. When the content of the plasticizer is 30 parts by weight or more, the melt viscosity of the laminated glass interlayer film is lowered, and the degassing property when the laminated glass is produced using this laminated glass interlayer film is increased. When the content of the plasticizer is 90 parts by weight or less, the transparency of the interlayer film for laminated glass increases. The minimum with more preferable content of the said plasticizer is 35 weight part, a more preferable upper limit is 70 weight part, and a still more preferable upper limit is 63 weight part.

The interlayer film for laminated glass of the present invention preferably contains an adhesive strength modifier. By containing the adhesive strength adjusting agent, the adhesive strength to glass can be adjusted, and a laminated glass excellent in penetration resistance can be obtained.
As said adhesive force regulator, an alkali metal salt or alkaline-earth metal salt is used suitably, for example. As said adhesive force regulator, salts, such as potassium, sodium, magnesium, are mentioned, for example.
Examples of the acid constituting the salt include organic acids of carboxylic acids such as octylic acid, hexylic acid, 2-ethylbutyric acid, butyric acid, acetic acid, formic acid, and inorganic acids such as hydrochloric acid and nitric acid.

When heat-shielding property is requested | required of the intermediate film for laminated glasses of this invention, you may contain a heat ray absorber.
The heat ray absorber is not particularly limited as long as it has the ability to shield infrared rays, but is tin-doped indium oxide (ITO) particles, antimony-doped tin oxide (ATO) particles, aluminum-doped zinc oxide (AZO) particles, indium-doped oxide. At least one selected from the group consisting of zinc (IZO) particles, tin-doped zinc oxide particles, silicon-doped zinc oxide particles, lanthanum hexaboride particles and cerium hexaboride particles is preferred.

The interlayer film for laminated glass of the present invention may contain conventionally known additives such as an ultraviolet shielding agent, an antioxidant, a light stabilizer, and an antistatic agent, if necessary.

The interlayer film for laminated glass of the present invention may have a single layer structure or a multilayer structure. When the interlayer film for laminated glass of the present invention has a multilayer structure, the photochromic material and the ultraviolet absorber may be contained in the same layer or in different layers. That is, a multilayer structure in which a photochromic layer containing at least a photochromic material and an ultraviolet absorbing layer containing an ultraviolet absorber are laminated may be used.

The thickness of the interlayer film for laminated glass of the present invention is not particularly limited, but a preferable lower limit is 100 μm and a preferable upper limit is 3000 μm. When the thickness of the interlayer film for laminated glass is within this range, sufficient durability is obtained, and basic qualities such as transparency and penetrability of the obtained laminated glass are satisfied. The more preferable lower limit of the thickness of the interlayer film for laminated glass is 250 μm, the more preferable upper limit is 1500 μm, the still more preferable lower limit is 500 μm, and the still more preferable upper limit is 1000 μm.

The method for producing the interlayer film for laminated glass of the present invention is not particularly limited. For example, when the interlayer film for laminated glass of the present invention has a single-layer structure, for example, the thermoplastic resin, photochromic material, ultraviolet Examples thereof include a method in which a resin composition in which an absorbent and a plasticizer to be blended as necessary are mixed is formed into a sheet by a normal film forming method such as an extrusion method, a calendar method, or a press method.
Further, when the interlayer film for laminated glass of the present invention has a multilayer structure, for example, a laminated body in which the photochromic layer containing the photochromic material and the ultraviolet absorbing layer containing the ultraviolet absorber are laminated is thermocompression bonded. And the like.

The laminated glass in which the interlayer film for laminated glass of the present invention is laminated between a pair of glass plates is also one aspect of the present invention.
The said glass plate can use the transparent plate glass generally used. Examples thereof include inorganic glass such as float plate glass, polished plate glass, template glass, netted glass, wire-containing plate glass, colored plate glass, heat ray absorbing glass, heat ray reflecting glass, and green glass. Further, an ultraviolet shielding glass having an ultraviolet shielding coating layer on the glass surface can also be used. Furthermore, organic plastics plates such as polyethylene terephthalate, polycarbonate, and polyacrylate can also be used.
Two or more types of glass plates may be used as the glass plate. For example, the laminated glass which laminated | stacked the intermediate film for laminated glasses of this invention between transparent float plate glass and colored glass plates like green glass is mentioned. Moreover, you may use the glass plate from which 2 or more types of thickness differs as said glass plate.

The laminated glass of the present invention may be combined with an irradiation device that irradiates ultraviolet rays having a wavelength that changes the photochromic material from a colorless, transparent or lightly colored state to a colored state. By combining such irradiation devices, it is possible to perform light control of the laminated glass regardless of external factors such as weather. Further, when the laminated glass of the present invention and the irradiation device are combined, the laminated glass and the irradiation device so that light from the light source of the irradiation device is irradiated from the end of the laminated glass toward the inside of the laminated glass. Are preferably arranged.

According to the present invention, it is possible to provide an interlayer film for laminated glass having photochromic properties and excellent light resistance, and a laminated glass using the interlayer film for laminated glass.

Hereinafter, embodiments of the present invention will be described in more detail with reference to examples. However, the present invention is not limited to these examples.

Example 1
Triethylene glycol di-2-ethylhexa as a plasticizer with respect to 100 parts by weight of polyvinyl butyral (PVB1, hydroxyl content 30 mol%, acetylation degree 1 mol%, butyralization degree 69 mol%, average polymerization degree 1700) 40 parts by weight of noate (3GO), 1,2-bis (2,4-dimethyl-5-phenyl-3-thienyl) -3,3,4,4 represented by the above formula (1) as a photochromic material , 5,5-hexafluoro-1-cyclopentene (Tokyo Kasei Kogyo Co., Ltd., B2629) and 0.45 part by weight of Tinuvin 1600 (BASF Co., Ltd.) as an ultraviolet absorber were added. The mixture was sufficiently kneaded to obtain a resin composition. The obtained resin composition was extruded by an extruder to obtain an interlayer film for laminated glass having a thickness of 760 μm.

Note that Tinuvin 1600 was dissolved in triethylene glycol di-2-ethylhexanoate (3GO) to prepare a 0.005 wt% solution, and the ultraviolet absorption spectrum of the solution was measured according to a method according to DIN 67507. However, the transmittance at a wavelength of 365 nm was 86.0%, and the transmittance at a wavelength of 280 nm was 67.8%.

The obtained interlayer film for laminated glass is sandwiched between two clear glass plates (length 30 cm × width 30 cm × thickness 2.5 mm), the protruding part is cut off, and the laminated glass structure thus obtained (laminated body) ) Is transferred into a rubber bag, the rubber bag is connected to a suction pressure reducer, heated and held at the same time under a reduced pressure of −60 kPa (absolute pressure 16 kPa) for 10 minutes, and the temperature of the laminated glass (laminated body) (preliminary pressure bonding) After heating so that (temperature) might be set to 70 degreeC, it returned to atmospheric pressure and the precompression bonding was complete | finished. Next, the pre-bonded laminated glass structure (laminated body) is placed in an autoclave and held for 10 minutes under the conditions of a temperature of 140 ° C. and a pressure of 1300 kPa, and then the pressure is lowered to 50 ° C. to return to atmospheric pressure. The laminated glass was produced.

(Examples 2 to 5, Comparative Example 1)
About the ultraviolet absorber, except having used what was shown in Table 1, it carried out similarly to Example 1, and manufactured the intermediate film for laminated glasses, and the laminated glass.

(Evaluation)
The following evaluation was performed about the laminated glass obtained by the Example and the comparative example. The results are shown in Table 1.

(1) Evaluation of photochromic properties The laminated glass was irradiated with light on the entire surface of the laminated glass using a High Power xenon light source (manufactured by Asahi Spectroscope, product number MAX303, irradiation wavelength 365 nm). The time until the laminated glasses of the example and the comparative example were discolored with the same output was measured. Laminated glass having a short time until discoloration was used as a laminated glass having excellent photochromic properties.
The case where the photochromic property was excellent as compared with Comparative Example 1 was evaluated as “◯”, and the case where the photochromic property was not compared as compared with Comparative Example 1 was evaluated as “X”.

(2) Evaluation of light resistance First, the laminated glass obtained in Examples and Comparative Examples was irradiated with a sufficient amount of visible light until the photochromic material returned to the color before ultraviolet irradiation. Next, the visible light transmittance at a wavelength of 380 to 780 nm of the obtained laminated glass was measured using a spectrophotometer (manufactured by Hitachi High-Tech, U-4100) in accordance with JIS R3211 (1998).
A laminated glass was irradiated with ultraviolet rays (quartz glass mercury lamp, 750 W) for 500 hours in accordance with JIS R3205 using an ultraviolet irradiation device (manufactured by Suga Test Instruments Co., Ltd., HLG-2S). Then, after again irradiating the laminated glass with a sufficient amount of visible light until the photochromic material returns to the color before the ultraviolet irradiation, the wavelength 380 to 380 of the obtained laminated glass is obtained in accordance with JIS R3211 (1998). The visible light transmittance at 780 nm was measured.
The smaller the difference in the visible light transmittance before and after the light resistance test, the better the laminated glass having light resistance.
The case where the light resistance was excellent compared with Comparative Example 1 or the same level of light resistance as “◯”, and the case where the light resistance was inferior compared with Comparative Example 1 as “×”. evaluated.

According to the present invention, it is possible to provide an interlayer film for laminated glass having photochromic properties and excellent light resistance, and a laminated glass using the interlayer film for laminated glass.

Claims (4)

An interlayer film for laminated glass containing a thermoplastic resin, a photochromic material and an ultraviolet absorber,
The ultraviolet absorber is dissolved in triethylene glycol di-2-ethylhexanoate to prepare a 0.005 wt% solution, and the ultraviolet absorption spectrum of the solution is measured according to a method according to DIN 67507. An interlayer film for laminated glass, wherein the transmittance at a wavelength of 365 nm is 77.0% or more and the transmittance at a wavelength of 280 nm is 80.0% or less. The interlayer film for laminated glass according to claim 1, wherein the thermoplastic resin is polyvinyl acetal. The interlayer film for laminated glass according to claim 1 or 2, further comprising a plasticizer. A laminated glass, wherein the interlayer film for laminated glass according to claim 1, 2 or 3 is laminated between a pair of glass plates.