JP2000302490A - Intermediate film for laminated glass and laminated glass - Google Patents

Abstract

PROBLEM TO BE SOLVED: To obtain both an intermediate for a laminated glass, having excellent adhesion ability and no reduction in penetration resistance and glass scattering resistance even in the case of use under high-moisture and high-humidity conditions and a laminated glass. SOLUTION: This intermediate film for a laminated glass contains a polyvinyl acetal resin and a plasticizer and is set to have 1.5-7.5 kg/cm peel strength to show adhesivity between the intermediate film and a glass plate or 3-8 Pummel value to show adhesivity between the intermediate film and the glass plate. Especially an intermediate film for a safety glass comprising 100 pts.wt. of a polyvinyl butyral resin having 66-72 mol% butyralation degree and 30-50 pts.wt. of triethylene glycol di-2-ethylhexanoate. A laminated glass is obtained by using the intermediate film by a routine procedure.

Description

DETAILED DESCRIPTION OF THE INVENTION

[0001]

BACKGROUND OF THE INVENTION 1. Field of the Invention The present invention relates to an interlayer film for laminated glass and a laminated glass having particularly excellent adhesive performance.

[0002]

2. Description of the Related Art A laminated glass in which an intermediate film made of a plasticized polyvinyl acetal resin such as a plasticized polyvinyl butyral resin is sandwiched between at least two glass plates has transparency, weather resistance, penetration resistance and glass. It has excellent anti-scattering properties and is widely used for windshields of automobiles, aircraft, buildings and the like.

This kind of laminated glass is required to have a high degree of penetration resistance and glass scattering prevention. In order to improve these performances, it is necessary to appropriately adjust the adhesive strength between the glass plate and the interlayer.

[0004] That is, in the laminated glass in which the adhesive strength between the glass plate and the interlayer is too small, the glass is peeled off from the interlayer and scattered by an external impact, and conversely, the adhesive strength between the glass plate and the interlayer is too large. In the laminated glass, the glass plate and the interlayer are both broken and penetrated by an external impact.

JP-B-53-18207 discloses a plasticized polyvinyl butyral containing an alkali metal salt or an alkaline earth metal salt of a monocarboxylic acid or a dicarboxylic acid and a modified silicone oil between at least two glass plates. There has been proposed a laminated glass in which a resin interlayer is sandwiched and has improved penetration resistance.

[0006]

However, the laminated glass proposed above does not have sufficient adhesiveness between the interlayer film and the glass plate. In other words, if such a laminated glass is used for a long period of time, particularly in an environment with a lot of moisture or humidity, the adhesive performance between the interlayer film and the glass is reduced, and the penetration resistance and the scattering prevention of the glass are reduced. There is a problem of doing.

The present invention solves the above problems,
Its purpose is to provide an interlayer film for laminated glass that is excellent in adhesive performance even when used for a long period of time particularly in an environment with a lot of moisture and humidity, and does not reduce penetration resistance and glass scattering prevention. To provide glass.

[0008]

In order to achieve the above-mentioned object, according to the present invention, there is provided an interlayer film for laminated glass containing a polyvinyl acetal resin and a plasticizer, wherein the interlayer film has a water content of 1-2. Provided is an interlayer film for laminated glass, characterized in that the peel strength indicating the adhesion between the interlayer film and the glass plate is 1.5 to 7.5 kg / cm in weight%.

According to the second aspect of the present invention, 100 parts by weight of a polyvinyl butyral resin having a butyralization degree of 66 to 72 mol% and 30 to 50 parts by weight of triethylene glycol di-2-ethylhexanoate as a plasticizer are contained. It is an interlayer film for laminated glass, and has a peel strength of 1 to 2% by weight indicating the adhesiveness between the interlayer film and the glass plate.
An interlayer film for a laminated glass characterized by having a weight of 5 to 7.5 kg / cm is provided.

According to the third aspect of the present invention, there is provided an interlayer film for laminated glass containing a polyvinyl acetal resin and a plasticizer, and exhibits an adhesiveness between the interlayer film and the glass plate at a water content of 1 to 2% by weight. An interlayer film for a laminated glass characterized by having a Pummel value of 3 to 8 is provided.

According to the invention of claim 4, 100 parts by weight of a polyvinyl butyral resin having a degree of butyralization of 66 to 72 mol% and 30 to 50 parts by weight of triethylene glycol di-2-ethylhexanoate as a plasticizer are contained. An interlayer film for laminated glass, having a Pummel value of 3 indicating the adhesion between the interlayer film and the glass plate at a moisture content of 1 to 2% by weight.
To 8, wherein an interlayer film for laminated glass is provided.

According to a fifth aspect of the present invention, there is provided a laminated glass characterized in that the interlayer film for a laminated glass according to any one of the first to fourth aspects is sandwiched between at least two glass plates. Provided.

The polyvinyl acetal resin used in the present invention is generally polyvinyl alcohol having 3 to 1 carbon atoms.
And a polyvinyl acetal resin obtained by acetalization with an aldehyde of 0. In particular, a degree of butyralization of 6
6 to 72 mol% of polyvinyl butyral resin is preferably used.

In order to obtain such a polyvinyl acetal resin, a known synthesis method is employed. For example, polyvinyl alcohol is dissolved in hot water, and
The mixture was kept at 95 ° C., and an aldehyde having 3 to 10 carbon atoms and an acid catalyst were added thereto to allow the acetalization reaction to proceed. Then, the temperature of the reaction system was increased and the reaction system was aged to complete the reaction. , Neutralization, washing and drying to obtain a powdery polyvinyl acetal resin.

Here, polyvinyl alcohol includes:
Those having an average degree of polymerization of 500 to 5000 are preferred, and those having an average degree of polymerization of 1000 to 2500 are more preferred. If the average degree of polymerization is less than 500, the penetration resistance of the laminated glass may decrease. Conversely, if the average degree of polymerization is 5000
If the ratio exceeds the above range, it becomes difficult to form the resin film, and the strength of the resin film may be too strong.

The residual acetyl group content of the obtained resin is preferably not more than 30 mol% from the viewpoint of the transparency, heat resistance and weather resistance of the intermediate film. Therefore, the saponification degree of polyvinyl alcohol is 70 mol%. The above are preferably used. If the degree of saponification of polyvinyl alcohol is less than 70 mol%, the transparency and heat resistance of the obtained resin may be reduced, or the reactivity may be reduced. Here, the average degree of polymerization and the degree of saponification of polyvinyl alcohol are, for example, JIS K
6726.

Examples of the aldehyde having 3 to 10 carbon atoms include propionaldehyde, n-butyraldehyde, isobutyraldehyde, valeraldehyde, n-hexylaldehyde, 2-ethylbutyraldehyde, n-heptylaldehyde, n-octylaldehyde, and n-octylaldehyde. Examples thereof include aliphatic and aromatic aldehydes such as nonylaldehyde, n-decylaldehyde, benzaldehyde, and cinnamaldehyde. These aldehydes are used alone or in combination of two or more.

If the carbon number of the aldehyde is less than 3, the moldability of the resin film may be insufficient. Conversely, if the aldehyde has more than 10 carbon atoms, the reactivity of acetalization may be reduced, and the resin may be easily blocked during the reaction, which may make it difficult to synthesize the resin. More preferably, an aldehyde having 4 to 8 carbon atoms is used. In particular, it is preferable to use a polyvinyl butyral resin obtained by acetalization with n-butyraldehyde. Polyvinyl butyral resin is excellent in transparency, adhesiveness and weather resistance, and is easy to produce.

The degree of acetalization of the polyvinyl acetal resin is generally from 40 to 75 mol%. If the degree of acetalization of the resin is less than 40 mol%, the compatibility with the plasticizer is reduced, and it becomes difficult to mix the plasticizer necessary for securing the penetration resistance. Conversely, if the degree of acetalization exceeds 75 mol%, the strength of the interlayer film may decrease or a long reaction time may be required, which is not preferable from the viewpoint of synthesis.

Particularly, in the case of polyvinyl butyral resin, the degree of acetalization (degree of butyralization) is preferably 66 to 72 mol%, more preferably 67.5 to 70 mol%.
It is said. When the degree of butyralization is less than 66 mol%, the interlayer film easily absorbs moisture and whitening of the periphery of the laminated glass tends to occur. Conversely, when the degree of butyralization exceeds 72 mol%, the strength of the interlayer film decreases. There is. here,
The degree of acetalization (degree of butyralization) and the amount of residual acetyl groups of the polyvinyl acetal resin are, for example, JIS K 6
728 or nuclear magnetic resonance (NMR).

Examples of the plasticizer include known plasticizers used in this type of intermediate film, for example, organic plasticizers such as monobasic acid esters and polybasic acid esters, and organic phosphoric acid and organic phosphorous oxides. A phosphoric acid plasticizer such as an acid plasticizer is used. In particular, 20 to 60 parts by weight of triethylene glycol di-2-ethylhexanoate is used based on 100 parts by weight of a polyvinyl butyral resin having a butyralization degree of 66 to 72 mol%.

Among the monobasic acid esters, for example, triethylene glycol and butyric acid, isobutyric acid, caproic acid,
Glycol esters obtained by reaction with organic acids such as 2-ethylbutyric acid, heptanoic acid, n-octylic acid, 2-ethylhexylic acid, pelargonic acid (n-nonylic acid), and decylic acid are preferred. In addition, esters of tetraethylene glycol and tripropylene glycol with the above organic acids are also used.

As the polybasic acid ester, for example, an ester of an organic acid such as adipic acid, sebacic acid, azelaic acid and a linear or branched alcohol having 4 to 8 carbon atoms is preferable. As the phosphoric acid plasticizer, tributoxyethyl phosphate, isodecylphenyl phosphate, triisopropyl phosphite, and the like are preferable.

In particular, triethylene glycol di-2-
Ethyl butyrate, triethylene glycol di-2-ethylhexanoate, triethylene glycol dicaprylate, triethylene glycol di-n-octanoate, triethylene glycol di-n-heptanoate, tetraethylene glycol di-n -Heptanoate, other dibutyl sebacate, 2-ethylhexyl adipate, dibutyl carbitol adipate are preferably used.

Among them, triethylene glycol di-
2-ethylhexanoate is optimal. This triethylene glycol di-2-ethylhexanoate can be obtained by subjecting triethylene glycol to a 2-fold or more amount of 2-ethylhexylic acid by an esterification reaction using a catalyst. Since triethylene glycol di-2-ethylhexanoate has low volatility, stable performance can be obtained. In addition, it is excellent in the working environment at the time of melt-kneading, and trim cut at the time of laminating an interlayer film. It is also excellent in the properties and the low temperature flexibility of the interlayer film.

These plasticizers are preferably used in an amount of 20 to 70 parts by weight, more preferably 40 to 60 parts by weight, based on 100 parts by weight of the polyvinyl acetal resin. If the amount of the plasticizer is less than 20 parts by weight, the penetration resistance of the laminated glass may decrease. Conversely, if the amount of the plasticizer exceeds 70 parts by weight, the plasticizer oozes out of the interlayer film, and the adhesiveness of the laminated glass is reduced. And transparency may be reduced.

If necessary, known additives such as an ultraviolet absorber, a light stabilizer, an antioxidant, and a coloring agent, which are used in an interlayer film for laminated glass, may be added together with an adhesion regulator. Can be.

Examples of the adhesion regulator include formic acid, acetic acid, propionic acid, 2-ethylbutyric acid, octanoic acid,
Potassium salts and magnesium salts of organic carboxylic acids such as ethylhexyl acid, oxalic acid, butyric acid and benzoic acid are used. In addition, metal salts of organic acids such as hydrochloric acid and nitric acid are also used.

In particular, the above-mentioned magnesium salts of organic carboxylic acids are preferred. It is thought that such a magnesium salt exists in the form of a salt without being ionized in the interlayer, and suppresses a decrease in the adhesive force between the glass plate and the interlayer by attracting water molecules. In addition, it is possible to improve the penetration resistance of the obtained laminated glass. In addition, since these magnesium salts are distributed at a high concentration on the film surface without agglomeration in the intermediate film, a small amount of the magnesium salt exhibits an adhesive force adjusting effect. Further, the peripheral portion of the laminated glass does not excessively whiten due to moisture absorption.

Examples of the ultraviolet absorber include benzotriazole-based ones, for example, Tinuvin P (trade name), Tinuvin 320 (trade name), Tinuvin 326 (trade name), Tinuvin 328 (trade name) manufactured by Ciba Geigy. Are used. As the light stabilizer, a hindered amine-based stabilizer such as ADK STAB LA-57 (trade name) manufactured by Asahi Denka Co., Ltd. is used. Examples of the antioxidant include phenol-based antioxidants such as Sumilizer BH manufactured by Sumitomo Chemical Co., Ltd.
T (trade name), Irganox 10 manufactured by Ciba-Geigy
10 (product name) or the like is used.

The interlayer film of the present invention is prepared by mixing a required amount of a plasticizer with the polyvinyl acetal resin, and further mixing other additives as necessary, and kneading and melting the mixture with an extruder to form a sheet. Can be obtained. Alternatively, it can be obtained by roll pressing after kneading and melting. The thickness of the intermediate film is determined in consideration of the penetration resistance and the like required for the laminated glass. In particular, 0.2-2
mm is preferable.

According to the first and second aspects of the present invention, the type and amount of the polyvinyl acetal resin, the type and amount of the plasticizer, and the type of the additive such as an adhesive force adjusting agent to be added as required. By appropriately selecting the amount, the peel strength, which indicates the adhesion between the interlayer and the glass, is set to be 1.5 to 7.5 kg / cm at a water content of 1 to 2% by weight.

Here, the peel strength is measured as follows. First, a laminated glass is manufactured using an intermediate film whose water content is adjusted to 1 to 2% by weight. The water content of the interlayer film in the laminated glass thus obtained is generally 1 to 2% by weight, which is almost the same as that of the interlayer film immediately before laminating. In order to measure the water content of the interlayer film in the laminated glass, a near-infrared absorption analysis method using a water absorption band or a dielectric constant analysis method using a dielectric constant of water is suitably adopted. In this case, it is convenient to prepare a calibration curve representing the relationship between the moisture content of the interlayer used and the moisture content of the interlayer in the obtained laminated glass.

Next, the laminated glass obtained as described above was
cm, a length of 10 cm to make a test piece, the glass plate on one side is removed and one end of the interlayer is peeled in advance, and the peeled end is subjected to a tensile tester at 22 ° C. ± 3 ° C.
The film is peeled by pulling at 90 degrees under the condition of a peeling speed of 500 mm / min, the peeling force at that time is measured, and this value is taken as the peeling strength (kg / cm).

In this case, when manufacturing a laminated glass,
If a laminated glass is manufactured at a predetermined position between the intermediate film and the glass plate with a polyester film (PET film) interposed therebetween, it becomes easy to remove the glass plate and peel off one end of the intermediate film in advance. Therefore, it is convenient to adopt this method for preparing a test piece. When the intermediate film is broken when the intermediate film is peeled off from the glass plate, the intermediate film is peeled off from the glass plate with the intermediate film reinforced with the polyester film (PET film).

According to the third and fourth aspects of the present invention, the type and amount of the polyvinyl acetal resin, the type and amount of the plasticizer, and the type and amount of the additive such as an adhesive force adjuster to be added as required. Is appropriately set so that the Pummel value representing the adhesiveness between the interlayer and the glass is 3 to 8 at a water content of 1 to 2% by weight.

Here, the Pummel value is measured as follows. First, as described above, a laminated glass having a moisture content of the interlayer in the laminated glass of 1 to 2% by weight is manufactured. Next, the laminated glass was adjusted to a temperature of −18 ° C. ± 0.6 ° C. for 16 hours, and the center of the laminated glass (150 mm long × 150 mm wide) was headed at 0.45 k.
g of glass with a hammer and crushed until the particle size of the glass becomes 6 mm or less. The degree of exposure of the film after the glass is partially peeled off is measured, and is represented by the Pummel value (water-filling method) according to Table 1 below.

[0038]

[Table 1]

The peel strength and the Pummel value according to the third and fourth aspects of the present invention are measured when the water content of the interlayer is in the range of 1 to 2% by weight. For reasons. That is, it has been found that the interlayer film sandwiched between the laminated glasses absorbs moisture during use, but the adhesive strength to glass becomes lowest when the moisture content of the interlayer film is in the range of 1 to 2% by weight. In addition, the interlayer film sandwiched between the laminated glasses absorbs moisture during use and swells, but the swelling speed is the largest, and peeling is liable to occur. The water content is in the range of 1 to 2% by weight. Was found.

According to the first and second aspects of the present invention, when the water content of the interlayer film is in the range of 1 to 2% by weight,
If the peel strength, which is an index of the adhesiveness between the interlayer and the glass plate, is set to be 1.5 to 7.5 kg / cm, it can be used over a long period of time especially in an environment with high moisture or humidity. It has been found that it is difficult to cause a decrease in the penetration resistance and the prevention of scattering of the glass due to a decrease in the adhesion performance between the interlayer film and the glass. That is, if the peel strength is less than 1.5 kg / cm, the adhesive strength is too weak, so that peeling between the interlayer and the glass plate easily occurs under high humidity conditions, and conversely, the peel strength is 7.5 kg. If it exceeds / cm, the adhesive strength is too strong, so that the interlayer film and the glass plate are simultaneously cracked, and the impact resistance and the penetration resistance are liable to be reduced.

In the third and fourth aspects of the present invention, when the moisture content of the interlayer is in the range of 1 to 2% by weight, the Pummel value which is an index of the adhesiveness between the interlayer and the glass plate is 3%.
If it is set to be ８8, even if used for a long period of time especially in an environment with a lot of moisture and humidity, the penetration resistance and the glass scattering prevention property due to the decrease in the adhesion performance between the interlayer film and the glass plate are reduced. It has been found that a decrease is unlikely to occur. That is, if the Pummel value is less than 3, the adhesive strength is too weak, so that peeling is likely to occur between the interlayer and the glass plate under high humidity conditions. Is too strong, the interlayer film and the glass are cracked at the same time, and the impact resistance and the penetration resistance are likely to decrease.

In order to produce the laminated glass according to the fifth aspect of the present invention using the interlayer film for laminated glass of the present invention thus obtained, the pre-compression bonding and the final compression bonding are performed in the same manner as in the ordinary production method of laminated glass. Manufactured.

In the pre-compression bonding, an intermediate film is sandwiched between two transparent inorganic glass plates, and the laminate is passed through a nip roll.
For example, a pressure of about ^{2 to} 10 kg / cm ² and a temperature of about 40 to 1
A method of pre-compression bonding while handling at 00 ° C. while degassing (handling roll method), or placing the above-mentioned laminate in a rubber bag, connecting a rubber bag to an exhaust system, and applying about −400 to −75.
A method (vacuum bag method) is adopted in which the temperature is increased while suction and pressure is reduced to a vacuum of 0 mmHg (absolute pressure: 360 to 10 mmHg), and pre-compression bonding is performed at about 40 to 100 ° C.

Next, the pre-pressed laminate is subjected to a conventional method using an autoclave or a press.
The final compression bonding is performed at a temperature of about 120 to 150 ° C. and a pressure of about ^{2 to} 15 kg / cm ² . Thus, the laminated glass of the present invention is obtained.

As the glass plate, not only an inorganic glass plate but also an organic glass plate such as a polycarbonate plate and a polymethyl methacrylate plate can be used. The laminated structure of the laminated glass may be not only a three-layer structure of a glass plate / interlayer / glass plate, but also a multilayer structure such as a glass plate / interlayer / glass plate / interlayer / glass plate. it can.

[0046]

DESCRIPTION OF THE PREFERRED EMBODIMENTS Examples and comparative examples of the present invention are shown below. (Examples 1 to 8 and Comparative Examples 1 to 5) <Synthesis of powdery polyvinyl butyral resin having a butyralization degree of 65 mol%, a residual acetyl group of 0.8 mol%, and an average degree of polymerization of 1700> Reactor with stirrer , 2900 parts by weight of ion-exchanged water, average polymerization degree of 1700, saponification degree of 9
198 parts by weight of 9.2 mol% polyvinyl alcohol (equivalent to 4.5 mol of vinyl alcohol) was supplied, and the mixture was heated to 95 ° C. with stirring to dissolve. The aqueous solution was cooled to 30 ° C., and 143 parts by weight (2.0 mol) of n-butyraldehyde and 208 parts by weight (2.1 mol) of 35% hydrochloric acid were added thereto. After the temperature was maintained and the polyvinyl butyral resin was precipitated,
The temperature was raised to 0 ° C. and maintained for 5 hours. Thereafter, 156 parts by weight (1.8 mol) of sodium carbonate was added to neutralize, washed with water and dried to obtain a powdery substance having a butyralization degree of 65 mol%, a residual acetyl group of 0.8 mol%, and an average polymerization degree of 1700. Of polyvinyl butyral resin was obtained.

<Synthesis of powdery polyvinyl butyral resin having a butyralization degree of 68 mol%, a residual acetyl group of 0.8 mol%, and an average degree of polymerization of 1700> In the synthesis of polyvinyl butyral resin A, 143 parts by weight of n-butyraldehyde ( 2.0 mol) instead of n-butyraldehyde 14
9 parts by weight (2.09 mol) were used, and the other steps were performed in the same manner as in the synthesis of the polyvinyl butyral resin A to obtain a butyralization degree of 68 mol%, a residual acetyl group of 0.8 mol%, and an average polymerization degree of 1700. A powdery polyvinyl butyral resin was obtained.

<Synthesis of powdery polyvinyl butyral resin having a butyralization degree of 69 mol%, a residual acetyl group of 0.8 mol%, and an average polymerization degree of 1700> In the synthesis of polyvinyl butyral resin A, 143 parts by weight of n-butyraldehyde ( 2.0 mol) instead of n-butyraldehyde 15
2 parts by weight (2.12 mol) were used, and the other conditions were the same as in the synthesis of the polyvinyl butyral resin A, and the degree of butyralization was 69 mol%, the remaining acetyl group was 0.8 mol%, and the average polymerization degree was 1700. A powdery polyvinyl butyral resin was obtained.

<Preparation of Intermediate Film> The above three kinds of polyvinyl butyral resins, as a plasticizer, triethylene glycol di-2-ethyl butyrate (3GH), triethylene glycol di-2-ethylhexanoate (3GO),
Di-2-ethylhexyl adipate, magnesium acetate, magnesium 2-ethylbutyrate as an adhesion regulator,
Use magnesium octoate, potassium acetate and calcium chloride. These raw materials were mixed as shown in Table 1 to obtain 13 types (eight examples and five comparative examples).

Next, each of these mixtures is supplied to a mixing roll, and the kneaded product obtained by melt-kneading is mixed with a press molding machine at 150 ° C. and 100 kg / cm ² for 30 minutes.
After press molding for 13 minutes, 13 kinds (eight kinds of examples and five kinds of comparative examples) of an intermediate film having a thickness of 0.76 mm were obtained.

<Preparation of Laminated Glass> (Preparation of Laminated Glass of Examples 1 to 5 and Comparative Examples 1 and 2) Each of the above intermediate films was placed in a constant temperature and humidity chamber, and the moisture content was 1 to 2
After adjusting the weight%, the height is 300 mm and the width is 30
0 mm and cut into two pieces of float glass (length 30 mm).
0 mm x 300 mm x 2.5 mm in thickness), pass this sandwiched body through a nip roll, and apply a pressure of 5 kg / c.
m ² , pre-compression bonding while degassing at a temperature of 80 ° C., and then 135 ° C., 12 kg / c in an autoclave.
This was press-bonded under the conditions of m ² to obtain seven types (five types of examples and two types of comparative examples) of laminated glass.

(Preparation of Laminated Glasses of Examples 6 to 8 and Comparative Examples 3 to 5) Each of the above intermediate films was placed in a thermo-hygrostat and adjusted to have a water content of 1 to 2% by weight. 300m
mx 300 mm in width, this is sandwiched between two pieces of float glass (300 mm in length x 300 mm in width x 2.5 mm in thickness).
Hold at 20 Torr for 20 minutes, hold in a vacuum at 90 ° C. for 30 minutes in an oven, pre-compress, remove it from the vacuum bag, and place in an autoclave at 150 ° C., 13 ° C.
The final compression bonding was performed under the condition of kg / cm ² to obtain six types (three examples and three comparative examples) of laminated glass.

<Evaluation of Performance of Laminated Glass> The water content of the interlayer film of these laminated glasses was measured by a near-infrared absorption analysis using a water absorption band. there were. Specifically, the moisture content is determined by using a laminated glass with a near infrared spectrometer (Ub
est V-570), the spectrum was measured, and the peak at 1925 cm ^-1 (absorption band of water) and 1705 cm ^-1
It was measured by an intensity ratio of cm ^-1 (absorption band of polyvinyl butyral resin).

The laminated glass was subjected to a peeling test, a Pummel test, a glass scattering test and a penetration resistance test by the following methods. Further, the above-mentioned intermediate film was subjected to a volatility test of a plasticizer by the following method. The test results are shown in Tables 2 and 3.

(1) Peeling test The laminated glass was cut into a test piece having a width of 1 cm and a length of 10 cm, the glass on one side was removed, and one end of the interlayer was peeled in advance. Tensilon U
CE500 (manufactured by Orientec)] Attached horizontally to the lower grip, attached one end of the preliminarily peeled intermediate film to the upper grip, and peeled by pulling it to 90 ° at 22 ° C. ± 3 ° C. and a peeling speed of 500 mm / min. The peeling force (kg / cm) at that time was measured.

The test piece used in the peeling test was manufactured by interposing a polyester film (PET film) at a predetermined position between the interlayer and the glass plate when manufacturing the laminated glass. Then, a predetermined test piece was prepared from the laminated glass.

(2) Pummel test (Sekisui method) The laminated glass was adjusted to a temperature of −18 ° C. ± 0.6 ° C. for 16 hours, and the center of the laminated glass (length 150 mm × width 1).
(50 mm portion) was hit with a hammer of 0.45 kg on the head, crushed until the particle size of the glass became 6 mm or less, and the exposure of the film after the glass was partially peeled was determined by the Pummel value (Sekisui Water) according to Table 1. Method).

(3) Dispersion test of glass The above-mentioned Pummel test (laden method) for laminated glass
And the Pummel values of 3 to 8 were evaluated as acceptable (O), and the others were evaluated as unacceptable (X).

(4) Penetration resistance test (JIS R 321)
The laminated glass was adjusted to a temperature of 23 ° C. ± ° C. for 16 hours, and the peripheral portion of the laminated glass was fixed to a support frame and held horizontally. 2
A 6 kg steel ball was allowed to fall freely, and the falling ball height (m) at which the test piece could prevent the penetration of the steel ball was measured. A falling ball height of 4 m or more was indicated as acceptable (（), and a falling ball height of 4 m or less was indicated as unacceptable (x).

(5) Volatility of plasticizer The intermediate film was left in an oven at 150 ° C. for 1 hour and heated.
The weight of the intermediate film before and after heating was measured, and (weight before heating-weight after heating) / weight before heating was shown as a percentage.

[0061]

[Table 2]

[0062]

[Table 3]

[0063]

As described above, the invention according to claim 1 is an interlayer film for laminated glass containing a polyvinyl acetal resin and a plasticizer, and has a water content of 1 to 2% by weight.
The peel strength indicating the adhesiveness between the interlayer and the glass is 1.5 to
The laminated glass obtained by using such an intermediate film has an excellent adhesive performance even when used for a long period of time particularly in an environment with a lot of moisture or humidity, and has excellent penetration resistance and scattering of glass. It has a remarkable effect that the prevention is not reduced.

Further, the invention according to claim 3 is an interlayer film for laminated glass containing a polyvinyl acetal resin and a plasticizer, and has an adhesive property between the interlayer film and glass at a water content of 1 to 2% by weight. The laminated glass obtained by using such an intermediate film has a Pummel value of 3 to 8 and has excellent adhesion performance, especially when used for a long period of time in an environment with high moisture and humidity, and has excellent penetration resistance and glass. This has a remarkable effect that the anti-scattering property is not reduced.

Further, according to the present invention, 100 parts by weight of a polyvinyl butyral resin having a degree of butyralization of 66 to 72 mol% and 20 to 60 parts by weight of triethylene glycol di-2-ethylhexanoate as a plasticizer are used. An interlayer film for laminated glass that contains, and has low volatility of a plasticizer, so that stable performance can be obtained.In addition, in the production of an interlayer film, it is also excellent in terms of a working environment when melt-kneading a compounded composition. In addition, it has a remarkable effect that it is excellent in trim cut property at the time of laminating processing of the intermediate film, further, excellent in low temperature flexibility of the intermediate film, and also excellent in transparency, adhesion and weather resistance.

Claims (5)

[Claims] An interlayer for laminated glass containing a polyvinyl acetal resin and a plasticizer, wherein the interlayer has a water content of 1-2.
An interlayer film for laminated glass, characterized in that the peel strength indicating the adhesion between the interlayer film and the glass plate is 1.5 to 7.5 kg / cm in weight%. 2. 100 parts by weight of a polyvinyl butyral resin having a degree of butyralization of 66 to 72 mol% and triethylene glycol di-2-ethylhexanoate 20 as a plasticizer.
An interlayer film for laminated glass containing ６０60 parts by weight and having a moisture content of 1 to 2% by weight and a peel strength of 1.5 to 7.5 kg / cm indicating the adhesion between the interlayer film and the glass plate. An interlayer for laminated glass, characterized in that: 3. An interlayer for laminated glass, comprising a polyvinyl acetal resin and a plasticizer, wherein the interlayer has a water content of 1-2.
An interlayer film for laminated glass, characterized in that a Pummel value representing the adhesion between the interlayer film and the glass plate is 3 to 8 in weight%. 4. 100 parts by weight of a polyvinyl butyral resin having a butyralization degree of 66 to 72 mol% and triethylene glycol di-2-ethylhexanoate 20 as a plasticizer.
An interlayer film for laminated glass containing 中間 60 parts by weight, wherein at a moisture content of 1 to 2% by weight, the Pummel value indicating the adhesiveness between the interlayer film and the glass plate is 3 to 8 Interlayer for laminated glass. 5. A laminated glass comprising the interlayer film for laminated glass according to claim 1 sandwiched between at least two glass plates.