JPH06329446A - Interlayer membrane for laminated glass - Google Patents

Abstract

PURPOSE:To improve room temperature handleability, adhesion to glass, transparency and impact resistance by laminating specified two kinds of resin layers. CONSTITUTION:A resin composition (a) composed of 100 pts.wt. ethylenevinyl acetate copolymer having 5 to 50wt.% vinyl acetate content or (meth)acrylic acid ester copolymer having 10 to 45wt.% (meth)acrylic acid ester content and 0.01 to 4 pts.wt. dibenzylidenesorbitol compound of the formula is melt-blended and subjected to film-forming to prepare a resin layer (A). A resin composition (b) composed of 100 pts.wt. the ethylene-vinyl acetate copolymer or the (meth) acrylic acid ester copolymer and 0.01 to 4 pts.wt. silane coupling agent having one or more kinds of groups selected from amino group, glycidyl group and mercapto group is melt-blended and subjected to film-forming to prepare a resin layer (B). The resin layers (A) and (B) are separately subjected to film- forming and then laminated. Or, monolithical forming is carried out by using a multi-layer extruder.

Description

Detailed Description of the Invention

[0001]

FIELD OF THE INVENTION The present invention relates to an interlayer film for laminated glass.

[0002]

2. Description of the Related Art Conventionally, interlayer films for laminated glass have been
Excellent adhesion to glass, tough film strength and high transparency are required, and as a resin satisfying these performances, a polyvinyl butyral resin plasticized with a plasticizer has been widely used. However, since the interlayer film has strong adhesiveness at room temperature, it is necessary to lower the temperature during storage or to prevent blocking by sandwiching release paper,
There was a drawback that it took time to handle.

Further, the interlayer film for laminated glass made of a polyvinyl butyral resin has a drawback that it has a high hygroscopic property and, when it absorbs moisture, its adhesiveness to glass is lowered. In order to solve the above-mentioned drawbacks, Japanese Patent Publication No. 2-53381 proposes an interlayer film for laminated glass comprising a thermosetting resin containing an ethylene-vinyl acetate copolymer and an organic peroxide.
This interlayer film is excellent in transparency, has high adhesiveness with glass, and is not highly sticky even at room temperature, so it is easy to handle, and the adhesiveness does not deteriorate due to moisture absorption. However, there is a drawback that pressure must be applied at a high temperature by applying pressure.

[0004]

In view of the above-mentioned drawbacks, the present invention provides an interlayer film for laminated glass, which can easily produce a laminated glass having excellent adhesion to glass and excellent transparency and impact resistance. The purpose is to do.

[0005]

The resin layer (A) used in the present invention is an ethylene-vinyl acetate copolymer or an ethylene- (meth) acrylic acid ester copolymer and a dibenzylidene sorbitol compound. A resin composition (a)
The resin layer (B) is formed from a resin composition (b) including an ethylene-vinyl acetate copolymer or an ethylene- (meth) acrylic acid ester copolymer and a silane coupling agent.

When the content of vinyl acetate in the ethylene-vinyl acetate copolymer is low, the transparency of the laminated glass obtained is lowered, so that when the content is high, the mechanical strength of the resin layer (A) is lowered. The impact resistance of the laminated glass thus obtained is poor, so 5 to 50% by weight is preferable. When the melt index (MI) of the ethylene-vinyl acetate copolymer is small, the fluidity of the resin composition is low, and it becomes difficult to form a film. When the melt index is large, the mechanical strength of the resin layer (A) is low. Since the laminated glass has poor impact resistance, it is preferably 0.1 g / 10 min to 500 g / 10 min, more preferably 1 g / 10 min to 200 g / 10.
Minutes. When the content of the (meth) acrylic acid ester in the ethylene- (meth) acrylic acid ester copolymer is low, the transparency of the laminated glass obtained is low, and thus the mechanical strength of the resin layer (A) is high. Of the laminated glass is deteriorated and the impact resistance of the laminated glass is deteriorated.
It is preferably about 45% by weight. Ethylene above
When the MI of the (meth) acrylic acid ester copolymer becomes small, the fluidity of the resin composition is lowered, and film formation becomes difficult.
When I is large, the mechanical strength of the resin layer (A) is lowered and the impact resistance of the laminated glass obtained is deteriorated. Therefore, it is preferably 0.1 g / 10 minutes to 500 g / 10 minutes, more preferably 1 g / 10. Min-200 g / 10 min.

The (meth) acrylic acid ester in the ethylene- (meth) acrylic acid ester copolymer is
Methyl (meth) acrylate, ethyl (meth) acrylate, butyl (meth) acrylate, (meth) acrylic acid 2
-Ethylhexyl and the like can be mentioned.

The dibenzylidene sorbitol compound is represented by the following general formula (1).

[Chemical 2]

Examples of the dibenzylidene sorbitol compound include dibenzylidene sorbitol, bis (dimethylbenzylidene) sorbitol, bis (diethylbenzylidene) sorbitol, bis (dipropylbenzylidene) sorbitol and bis. (Dibutylbenzylidene) sorbit-
And bis (hexylbenzylidene) sorbitol, bis (dichlorobenzylidene) sorbitol and the like,
These may be used alone or in combination.

When the amount of the above-mentioned dibenzylidene sorbitol compound added decreases, the transparency of the laminated glass decreases, and when the addition amount increases, the fluidity decreases and film formation becomes difficult, so that an ethylene-vinyl acetate copolymer or, Ethylene- (meth)
0.0 per 100 parts by weight of acrylic acid ester copolymer
It is limited to 1 to 4.0 parts by weight.

The silane coupling agent is an amino group,
It has one or more groups selected from the group consisting of glycidyl groups and mercapto groups.

Examples of the silane coupling agent include 3-aminopropyldimethylethoxysilane, and 3
-Aminopropylmethyldiethoxysilane, 3-aminopropyltrimethoxysilane, 3-aminopropyltriethoxysilane, N- (2-aminoethyl) -3-aminopropylmethyldimethoxysilane, N- (2-aminoethyl)- 3-aminopropyltrimethoxysilane, 3
-Glycidoxypropyldimethylethoxycin, mercaptomethyldimethylethoxysilane, mercaptomethyldiethoxysilane, 3-mercaptopropylmethyldimethoxysilane, 3-mercaptopropyltrimethoxysilane, 3-mercaptopropyltriethoxysilane, and the like. May be used alone or in combination.

When the amount of the above-mentioned silane coupling agent added is small, the adhesiveness with the glass is lowered, and when it is increased, the transparency of the laminated glass is lowered, so that the ethylene-vinyl acetate copolymer or the ethylene- (meth) is added. 0.01 to 4.0 with respect to 100 parts by weight of the acrylate copolymer.
Limited to the range of parts by weight.

The structures of the resin layer (A) and the resin layer (B) are as described above, but the resin compositions (a) and (b) include a stabilizer, an antioxidant, an ultraviolet absorber and others. The additive may be added within a range that does not impair the physical properties of the interlayer film for laminated glass.

Examples of the additive include sodium tribenzylidene sorbitol bis (4-t-butylphenyl) phosphate, hydroxy-di (t-butylbenzoic acid) aluminum and the like.

Examples of the stabilizer include calcium stearate, dialkanol aliphatic tertiary tertiary amine and the like.

Examples of the antioxidant include t-butyl-hydroxytoluene and tetrakis- [methylene-3-.
(3'-5'-di-t-butyl-4'-hydroxyphenyl) propionate] methane and the like.

Examples of the ultraviolet absorber include 3-
(2'-hydroxy-5'-methylphenyl) benzotriazole, 2- (2'-hydroxy-3 ', 5'-
Di-t-butylphenyl) benzotriazole, 2-
(2'-Hydroxy-3'-t-butyl-5'-methylphenyl) -5-chlorobenzotriazole, 2-
A benzotriazole system such as (2′-hydroxy-3 ′, 5′-di-t-amylphenyl) benzotriazole,
Examples of the hindered amine type include those commercially available under the name of LA57 (manufactured by ADEKA AGAS CORPORATION).

As a method for producing the interlayer film for laminated glass of the present invention, for example, a kneading machine such as a roll mill is used to melt-mix the resin composition (a) or (b), and then the calendar roll is used. Examples of the method include producing the resin layer (A) or (B) by a film forming method, an extrusion film forming method or an inflation film forming method. The resin layers (A) or (B) may be individually formed into films and then laminated, or may be integrally molded using a multilayer extrusion molding machine. Resin layer (A) or (B)
The resins may be the same or different as long as they are selected from an ethylene-vinyl acetate copolymer and an ethylene- (meth) acrylic acid ester copolymer.

The interlayer film for laminated glass of the present invention basically has a two-layer structure composed of a resin layer (A) and a resin layer (B), but may have a three-layer structure or a laminated structure. It may be asymmetric in the thickness direction. Furthermore, a layer (C) that does not impair the physical properties of the laminated glass, such as a polyester film, paper, or a metal thin film, may be laminated.

Examples of the laminated structure of three or more layers include the following laminated structures. (1) Resin layer (B) / Resin layer (A) / Resin layer (B) (2) Resin layer (B) / Resin layer (A) / Resin layer (B) / Resin layer (A) (3) Resin Layer (B) / Resin layer (A) / Layer (C) / Resin layer (A) / Resin layer (B) (4) Resin layer (B) / Resin layer (A) / Resin layer (B) / Layer ( C) / resin layer (B) / resin layer (A) / resin layer (B) (5) resin layer (B) / resin layer (A) / layer (C) (6) resin layer (B) / resin layer (A) / resin layer (B) / layer (C)

The thickness of the interlayer film for laminated glass of the present invention is
When it becomes thin, the impact strength of the laminated glass decreases, and when it becomes thick, the transparency of the laminated glass deteriorates.
1500 μm is preferable, and more preferably 100 to 10
It is 00 μm. When the ratio of the thickness of the resin layer (A) to the total thickness of the interlayer film for laminated glass decreases, the transparency of the laminated glass decreases, and when the ratio increases, the transparency increases but the strength decreases, so that the total thickness of the interlayer film decreases. The thickness is preferably 5.0 to 99.9%, more preferably 70.0 to 95.0%.

As a method for producing a laminated glass using the interlayer film for laminated glass of the present invention, for example, a glass plate and an interlayer film for laminated glass are stacked and placed in a vacuum bag,
2.0 to 20 torr. After degassing at a vacuum degree of, the whole vacuum bag is moved to an oven at 80 to 120 ° C. and held for a certain time, a glass plate and an interlayer film for laminated glass are stacked,
Examples include a method of passing through a pressure rubber roll heated to 100 to 120 ° C. for a certain period of time and then holding at 80 to 120 ° C. in an oven.

When the above laminated glass is produced, for example, metal, a rigid body of an inorganic material other than glass; an organic glass such as polycarbonate; a polymer film having a low rigidity such as a polyester film or a polyurethane film, or paper. May be laminated to form a multilayer type.

Examples of the layer structure of the above-mentioned multilayer type laminated glass include (1) glass / intermediate film / polymer film (2) glass / intermediate film / polymer film / intermediate film / glass (3) glass / intermediate film Membrane / Metal plate / Interlayer / Glass / Polymer film (4) Glass / Interlayer / Paper / Interlayer / Glass (5) Glass / Interlayer / Paper / Interlayer / Organic glass / Interlayer / Glass, etc. To be

[0026]

EXAMPLES Examples of the present invention will be described below. In the following, "parts" means "parts by weight".

(Example 1) (1) Production of resin layer (A) and resin layer (B) Ethylene- (meth) having a methacrylic acid ester content of 20% by weight and a melt index of 3 g / 10 minutes.
Acrylic ester copolymer (Sumitomo Chemical Co., Ltd., trade name;
Acryft WH202) 100 parts and dibenzylidene sorbitol compound (manufactured by Shin Nippon Rika Co., Ltd., trade name; gel-o
Roll D) (0.3 parts) was supplied to a roll mill and melt-mixed at a temperature of 200 ° C. to obtain a roll sheet. Then, it is sandwiched between 100 μm polyester flumes and 150 ° C, 120 kg / cm ²
Resin layer (A) with a thickness of 250 μm after press molding for 30 minutes
A resin sheet in which polyester flume was laminated on both surfaces was obtained, and the obtained resin sheet was allowed to cool to a temperature of 20 ° C.

100 parts and 3 of ethylene- (meth) acrylic acid ester copolymer (manufactured by Sumitomo Chemical Co., Ltd., trade name; Acryft WH202) having a methacrylic acid ester content of 20% by weight and a melt index of 3 g / 10 min. −
Aminopropylmethyldiethoxysilane (manufactured by Chisso Co .;
Sample) 0.2 part was supplied to the roll mill and the resin layer (A)
In the same manner as in (1), a resin sheet having a 50 μm-thick resin layer (B) and polyester flume laminated on both surfaces was obtained.

(2) Production of laminated glass The polyester film sandwiching the resin layer (A) and the resin layer (B) thus obtained is peeled off, and the length is 30 cm and the width is 30 cm.
And the resin layer (A) and the resin layer (B) between two pieces of float glass having a thickness of 3 mm, the resin layer (B) / the resin layer (A).
/ The resin layer (B) is laminated, then introduced into a vacuum bag, deaerated for 20 minutes at a vacuum degree of 10 torr, the vacuum bag is transferred to an oven while maintaining the deaerated state, and the temperature is 100 ° C.
And held for 30 minutes to obtain a laminated glass.

(3) The obtained resin layers (A) and (B) sandwiching the sandwiched polyester films are laminated in the constitution of resin layer (B) / resin layer (A) / resin layer (B), Leave the polyester film laminated on the outer surface of the resin layer at the end of
3 mm of float glass was laminated on the outer surface of the resin layer (B) at the other end, and the obtained laminate was placed in a vacuum bag,
Vacuum degree 10 torr. Degas for 20 minutes, move the vacuum bag containing the laminated body to the oven while keeping the degassed state, and hold at 100 ° C for 30 minutes, then width 2 cm, length 10
It was cut into a size of cm to obtain a glass for measuring adhesive strength.

(Examples 2 and 3) A resin layer (using a predetermined amount (part) of ethylene- (meth) acrylic acid ester copolymer, dibenzylidene sorbitol compound and silane coupling agent) shown in Table 1 A laminated glass and a glass for measuring adhesive strength were obtained in the same manner as in Example 1 except that A) and (B) were each set to the predetermined thickness shown in Table 2.

Example 4 A resin layer (A) using the ethylene- (meth) acrylic acid ester copolymer, dibenzylidene sorbitol compound, and silane coupling agent in the predetermined amounts (parts) shown in Table 1. And (B) each have a predetermined thickness shown in Table 2, and the resin layer (B) / the resin layer (A) /
A laminated glass and a glass for measuring adhesive strength were obtained in the same manner as in Example 1 except that the layers (C) / resin layer (A) / resin layer (B) were laminated. The layer (C) has a thickness of 10 μm.
To obtain a polyester film of.

As the above-mentioned ethylene- (meth) acrylic acid ester copolymer, Sumitomo Chemical Co., Ltd., trade name; Acryft WH202 in Example 2, and In Example 3, Nippon Unicar Co., Ltd., trade name; DPDJ-9169, In Example 4,
Nippon Unicar Co., Ltd., trade name; NUC-6570, is used, and as the dibenzylidene sorbitol compound, in Example 2, manufactured by Shin Nippon Rika Co., Ltd., trade name: Gelol D, in Example 3, Mitsui Toatsu Chemical Co., Ltd., trade name; NC-4, in Example 4, Shin Nihon Rika Co., Ltd., trade name; Gelol D,
Also, tribenzylidene sorbitol, which is a sample manufactured by I-Chemical, was used, and a sample, which was manufactured by Chisso Co., was used as the silane coupling agent.

[0034]

[Table 1]

[0035]

[Table 2]

(Comparative Example 1) 100 parts of ethylene-vinyl acetate copolymer (manufactured by Mitsui DuPont Polychemical, trade name; EVAFLEX 360) having a vinyl acetate content of 25% by weight and a melt index (MI) of 2 g / 10, triallyl Isocyanurate (manufactured by Nippon Kasei Co., Ltd., trade name; Tayk) 3 parts 1,1-bis (t-butylperoxy) 3,
1.0 part of 3,5-trimethylcyclohexane (manufactured by NOF CORPORATION, trade name; per-hexa3M), and γ-methacrylocypropyltomethoxysilane (manufactured by Chisso, sample)
0.3 part was supplied to a roll mill, kneaded at a temperature of 100 ° C., and taken out as a sheet. Next, the conosheet was sandwiched between polyester films and press-molded at 150 ° C. and 120 kg / cm ² for 3 minutes to obtain a resin sheet having a thickness of 350 μm and laminated on both sides with a polyester film. The obtained sheet was allowed to cool until the temperature reached 20 degrees. Peel the polyester film from the resin sheet, sandwich it with two pieces of float glass of 30 cm in length, 30 cm in width and 3 mm in thickness, put it in a rubber bag and evacuate for 20 minutes at a vacuum degree of 10 torr. Move the bag to the oven, 130 ℃, 3
A holding glass was obtained by holding it for 0 minutes. Further, a laminated glass and a glass for adhesive strength test were obtained in the same manner as in Example 1 except that the thickness of the interlayer film was a single layer having a thickness of 350 μm and the oven temperature was 130 ° C. using the above resin sheet. It was

Comparative Example 2 Ethylene- (meth) acrylic acid ester copolymer having a methacrylic acid ester content of 20% by weight and a melt index of 3 g / 10 min (Sumitomo Chemical Co., Ltd .; trade name; Acryft WH202) is supplied to a roll mill, melted at a temperature of 200 ° C., and rolled.
Got Then, it was sandwiched between 100 μm polyester films and press-molded at 150 ° C. and 120 kg / cm ² for 30 minutes to obtain a resin sheet sandwiched between 350 μm polyester films. Then, it is peeled from the polyester film from the resin sheet, sandwiched between two pieces of float glass having a length of 30 cm, a width of 30 cm and a thickness of 3 mm, and placed in a rubber bag for 10 t.
The glass was degassed at a vacuum degree of orr for 20 minutes, then transferred to an oven at 100 ° C. in the degassed state and kept at this temperature for 30 minutes to obtain a laminated glass and a glass for adhesive strength test.

(Comparative Examples 3 to 5) Comparative Example 3 An interlayer film using only an ethylene- (meth) acrylic acid ester copolymer having a methacrylic acid ester content of 25% by weight and a melt index of 20 g / 10 minutes. Thickness of 140 μm
A laminated glass and a glass for measuring adhesive strength were obtained in the same manner as in Example 1 except that the single layer was used. In Comparative Example 4, only the ethylene- (meth) acrylic acid ester copolymer having a methacrylic acid ester content of 20% by weight and a melt index of 20 g / 10 minutes was used, and the thickness of the interlayer film was 860 μm. A laminated glass and a glass for measuring adhesive strength were obtained in the same manner as in Example 1. Comparative Example 5
Example except that the content of the methacrylic acid ester was 25% by weight and only the ethylene- (meth) acrylic acid ester copolymer having a melt index of 20 g / 10 min was used and the thickness of the interlayer film was 600 μm. A laminated glass and a glass for measuring adhesive strength were obtained in the same manner as in 1.

The laminated glass obtained in each of Examples 1 to 4 and Comparative Examples 1 to 5 was subjected to an impact resistance test and a transparency test, and the evaluation results were shown in Tables 6 and 7. It was Impact resistance test It was carried out according to JIS R 3205. That is, temperature 2
The laminated glass held at 3 ° C. and 50% humidity for 4 hours was held vertically by a supporting frame, and an attacker having a weight of 45 kg and a maximum diameter of 75 mm was dropped from the height of 30 cm to the center of the laminated glass in a pendulum manner. If the sphere with a diameter of 75 mm has an opening through which it can freely pass in the broken part, it is ×, if it does not, it is ○,
Indicated as. The test was performed with n = 4. Transparency test Total light transmittance (%) and haze value (%) at a temperature of 23 ° C and a humidity of 50% using an integral turbidimeter (manufactured by Tokyo Denshoku Co., Ltd.)
Was measured. The test was performed with n = 10.

The glass for adhesive strength measurement obtained in the above Examples 1 to 4 and Comparative Examples 1 to 5 was subjected to an adhesion test with glass and evaluated. The results obtained are shown in Tables 6 and 7.
It was shown to. Adhesion test with glass Tensile tester (manufactured by ORIENTEC Co., Ltd .; trade name; Tensilon UCE500, 500 mm, using a glass for adhesive strength measurement held at a temperature of 23 ° C. and a humidity of 50% for 4 hours
The 90 ° peel strength (kg / cm) was measured at a pulling speed of 1 / min. The test was conducted at n = 10.

Example 5 (1) Production of Resin Layers (A) and (B) An ethylene-vinyl acetate copolymer having a vinyl acetate content of 32% by weight and a melt index of 60 g / 10 min (Sumitomo Chemical 100 parts of Ebate 50) manufactured by the company and 0.2 parts of dibenzylidene sorbitol compound (manufactured by Shin Nippon Rika Co., Ltd., trade name: Gel-ol D) are supplied to the romill at a temperature of 200. Melt kneading was performed at 0 ° C. to obtain a resin composition.
The obtained resin composition is sandwiched between two 100 μm thick polyester films, and the sandwiched body is press-molded with a press molding machine at 150 ° C. and 120 kg / cm ² for 30 minutes to obtain a resin having a thickness of 300 μm. A resin sheet having a polyester film laminated on both surfaces of the layer (A) was obtained, and the obtained resin sheet was discharged until the temperature reached 20 ° C. N- (2-aminoethyl) -3 instead of dibenzylidene sorbitol compound
-Aminopropyldimethoxysilane (manufactured by Chisso Corporation) 0.
A sheet having a 50 μm-thick resin layer (B) and polyester films laminated on both sides was obtained in the same manner as the resin layer (A) except that 2 parts were used.

(2) Method for producing laminated glass Using a resin sheet obtained by sandwiching the resin layers (A) and (B) obtained by using the above ethylene-vinyl acetate copolymer between polyester films. A laminated glass and a glass for measuring adhesive strength were obtained in the same manner as in Example 1.

Examples 6 to 11 Resin layers (A) were prepared by using the predetermined amounts (parts) of ethylene-vinyl acetate copolymer, dibenzylidene sorbitol compound and silane coupling agent shown in Tables 3 and 4. And (B)
The laminated glass and the glass for measuring the adhesive strength were obtained in the same manner as in Example 5 except that the thicknesses were changed to the predetermined values shown in Table 2.

(Embodiment 12) Predetermined amount (part) shown in Table 4
Of ethylene-vinyl acetate copolymer, dibenzylidene sorbitol compound, tribenzylidene sorbitol and silane coupling agent, the resin layers (A) and (b) having the predetermined thickness shown in Table 2 are used. Moreover, a laminated glass and a glass for measuring the adhesive strength were obtained in the same manner as in Example 1 except that the laminated layers shown in Table 2 were laminated. A polyester film having a thickness of 10 μm was used for the layer (C).

[0045]

[Table 3]

[0046]

[Table 4] As the ethylene-vinyl acetate copolymer, Sumitomo Chemical Co., Ltd., trade name: Evatate 4011 in Example 6, Tosoh Co., trade name: Ultrasen 631, in Example 7, Tosoh Corporation, trade name; Ultrasen 75
1, Example 9 manufactured by Mitsubishi Petrochemical Co., Ltd., trade name; EVX50
5, in Example 10, manufactured by Mitsubishi Petrochemical, trade name; EVAX5
01, in Example 11, manufactured by Mitsui DuPont Polychemical Co.,
Trade name: EVAFLEX 460, Example 12 manufactured by Mitsui DuPont Polychemical Co., Ltd. Trade name: EVAFLEX 36
0 was used as the dibenzylidene sorbitol compound in Examples 6 and 7, manufactured by Shin Nippon Rika Co., Ltd., trade name; Gelol D dibenzylidene sorbitol compound in Example 8 and Mitsui Toatsu Chemicals, Inc. Product name: NC-4 bis (diethylbenzylidene) sorbitol, Example 9 manufactured by Shin Nippon Rika Co., Ltd. product name: Gelol DH bis (diethylbenzylidene) sorbitol, Examples 11 and 12 Then, using dibenzylidene sorbitol manufactured by Y-Chemical Co., Ltd., respectively, as tribenzylidene sylbitol, a sample manufactured by I-Chemical Co., Ltd., manufactured by Chisso Co., Ltd. as a silane coupling agent. Each sample was used.

(Comparative Examples 6 to 13) A predetermined amount of ethylene-vinyl acetate copolymer shown in Table 5 was used, and an interlayer film was formed to a thickness of 4
A laminated glass and a glass for measuring adhesive strength were obtained in the same manner as in Example 5 except that the single layer had a thickness of 00 μm.

[0048]

[Table 5]

(Comparative Example 14) A 5-liter three-necked flask equipped with a stirrer and a reflux condenser, a vinyl acetate content of 32% by weight, a melt index (MI) of 30 g / 10 min, an ethylene-vinyl acetate copolymer (Toso- (Trade name: ULTRACEN 750), 200 parts, 10 parts by weight aqueous sodium hydroxide solution (300 parts) and xylene (1,500 parts) were supplied and stirred under reflux to obtain a partially saponified product having a water decomposition reaction and a saponification degree of 90%. 180 parts of the partially saponified product obtained, 1 phthalic anhydride
04 parts, 40 parts of pyridine, and 1500 parts of xylene were supplied to a 5 liter three-necked flask equipped with a stirrer and a reflux condenser and stirred at reflux at a temperature of 110 ° C. for 4 hours to react to obtain a resin. The obtained resin was subjected to elemental analysis and infrared absorption spectrum analysis to find that the vinyl acetate content was 3.2% by weight, the vinyl alcohol content was 16.1% by weight, the vinyl phthalate content was 12.7% by weight and ethylene. It was confirmed that the content was 68% by weight. A laminated glass and a glass for measuring adhesive strength were obtained in the same manner as in Comparative Example 6 except that the obtained resin was used.

The laminated glass obtained in each of Examples 5 to 12 and Comparative Examples 6 to 13 was subjected to an impact resistance test, a transparency test, and an adhesive strength test with respect to the glass for adhesive strength test. And shown in Table 7.

[0051]

[Table 6]

[0052]

[Table 7]

The structure of the interlayer film for laminated glass of the present invention is as described above, so that it is easy to handle at room temperature, has excellent impact resistance and transparency (particularly, haze value), and is glass. A laminated glass excellent in adhesiveness with can be easily manufactured.

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Claims (1)

[Claims] 1. An ethylene-vinyl acetate copolymer or an ethylene- (meth) acrylic acid ester copolymer 100 parts by weight and 0.01 to 4 parts by weight of a dibenzylidene sorbitol compound represented by the general formula (1). Layer (A) consisting of parts and ethylene-vinyl acetate copolymer or ethylene- (meth)
Silane coupling agent having 100 parts by weight of acrylic acid ester copolymer and one or more groups selected from the group consisting of amino group, glycidyl group and mercapto group 0.0
An interlayer film for laminated glass, characterized by being laminated with a resin layer (B) comprising 1 to 4 parts by weight. [Chemical 1]