JPH047308A - Preparation of vinyl chloride resin for laminated glass - Google Patents

Abstract

PURPOSE:To reduce scale deposition and stabilize the viscosity of a plastisol by adding a mixture of an epoxy monomer with vinyl chloride to a polymerizing system of vinyl chloride to thereby prepare the title resin comprising particles with specific diameters and agglomerates thereof. CONSTITUTION:An epoxy monomer (e.g. glycidyl methacrylate) is mixed with vinyl chloride to give a mixture, which is added to a polymerizing system of vinyl chloride, and the polymn. is continued to give the title resin which comprises particles with a diameter of 5mum or lower and agglomerates thereof, and in which the outer part of the particle contains 0.1-5wt.% epoxy group and the degree of polymn. of an epoxidized vinyl chloride resin is 600-3000.

Description

[Detailed Description of the Invention] [Field of Industrial Application] The present invention relates to a method for producing a vinyl chloride resin for laminated glass, and more specifically, the present invention relates to a method for producing a vinyl chloride resin for laminated glass, and more specifically, the present invention relates to a method for producing a vinyl chloride resin for laminated glass. , and a method for producing a vinyl chloride resin for laminated glass whose viscosity changes little over time.

[Conventional technology]

Conventionally, it has been known to use a plasticized polyvinyl butyral film as an interlayer film for safety laminated glass. However, this plasticized polyvinyl butyral film has a strong adhesion on the film surface, so it has the disadvantage that the films adhere to each other during winding after film formation.The surface of this plasticized polyvinyl butyral film is embossed to prevent sticking. In addition, anti-blocking agents such as bicarbonate of soda are sprayed.

On the other hand, it is known to use a vinyl chloride-glycidyl methacrylate copolymer film containing about 40% by weight of a plasticizer as such a film with little self-reflection. Furthermore, according to JP-A-55-162451, a copolymer obtained by copolymerizing vinyl chloride, glycidyl methacrylate, and at least one monomer selected from ethylene hydrocarbons, vinyl fatty acids, acrylic esters, and vinyl ethers. A method of using an interlayer film to which a plasticizer is added for coalescence has been devised.

In these vinyl chloride copolymers, the adhesive strength to glass can be improved by changing the glycidyl methacrylate content, but as the glycidyl methacrylate content increases, the penetration resistance strength of laminated glass decreases. , it is difficult to achieve both adhesive strength and penetration resistance.

In addition, the yield during polymerization may decrease, thermal stability may be insufficient,
It can also cause discoloration.

Therefore, the present inventors developed a polyvinyl chloride resin for laminated glass that has both excellent adhesive strength and penetration resistance, using particles in which the epoxy group content in the outer shell part is higher than that in the core part of the particle, and We first proposed a vinyl chloride resin for laminated glass made of an aggregate of these materials (Japanese Patent Application No. 116477/1999).
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[Problem to be solved by the invention]

In the proposal of Japanese Patent Application No. 1-116477, a resin with excellent adhesive strength and penetration resistance can be obtained, but scale may adhere to the polymerization can during resin production, and plastisol may change over time (increase in viscosity). there were.

Therefore, an object of the present invention is to provide a method for producing a vinyl chloride resin for laminated glass, which further improves the production method and provides a stable plastisol viscosity with less scale adhesion during polymerization.

This object of the present invention can be achieved by adding a mixed solution of an epoxy-containing monomer and a vinyl chloride monomer to a polymerization system of a vinyl chloride monomer to obtain particles having a particle size of 5 μm or less and an aggregate thereof. Ru.

[Means to solve the problem]

In order to produce an epoxy group-containing vinyl chloride resin by the method of the present invention, bulk polymerization, suspension polymerization, micro suspension polymerization,
Well-known methods for polymerizing vinyl chloride, such as emulsion polymerization, are employed. For example, the calendar roll method,
When obtaining a laminated glass interlayer film by a film forming method such as an extrusion sheet casting method or an inflation method, suspension polymerization is preferred. When used as plastisol, emulsion polymerization or microsuspension polymerization, which is actually used as a polymerization method for vinyl chloride resin for paste processing, is preferred for the purpose of maintaining appropriate fluidity of plastisol. Although the effects of the present invention are manifested in any polymerization method, the effects are most pronounced in emulsion polymerization and microsuspension polymerization in which the particle size is small, such as 5 μm or less.

If the particle size is larger than 5 μm, the epoxy groups will not necessarily be distributed in the outer layer of the particles, resulting in insufficient adhesion to glass.

In the production method of the present invention using these polymerization methods, a mixed solution of an epoxy group-containing monomer and a vinyl chloride monomer is added to the reaction system in the latter half of the vinyl chloride monomer polymerization reaction, or A method of dividing or continuously preparing is adopted. Alternatively, it is also possible to adopt a method in which the rate of charging into the polymerization reaction system is gradually increased from the beginning or middle to the latter half of the vinyl chloride polymerization reaction.

The mixing ratio of the epoxy group-containing monomer and the vinyl chloride monomer, that is, the ratio of epoxy group-containing monomer weight/vinyl chloride monomer weight, is 5 to 30% by weight.

If this mixing ratio is less than 5% by weight, the amount of the epoxy group-containing monomer is small, resulting in a decrease in adhesive strength. Moreover, if it exceeds 30% by weight, the sol viscosity changes over time, which is not preferable.

By adding a mixed solution of an epoxy group-containing monomer and a vinyl chloride monomer as described above, the content of epoxy groups in the polymer forming the outer shell of the polymer is increased. As is well known, a vinyl chloride polymer does not dissolve in a monomer (vinyl chloride), and the polymer generated by the polymerization reaction precipitates in the monomer liquid. Therefore, if a monomer having an epoxy group is introduced in the latter half of the polymerization reaction, polymer particles and aggregates thereof having an outer shell made of a polymer containing a large amount of epoxy groups will undergo suspension polymerization or bulk polymerization. So you can get it. This structure is particularly noticeable in microsuspension polymerization in which the monomer droplet diameter is around 1 μm.

In addition, in emulsion polymerization, the site of the polymerization reaction during polymerization is
Since the surface of the polymer is always in contact with water, the resin of the present invention can be obtained by adding a monomer having an epoxy group in the latter half of the polymerization reaction.

Examples of the monomer having an epoxy group used in the present invention include glycidyl ethers of unsaturated alcohols such as allyl glycidyl ether and methallyl glycidyl ether, glycidyl methacrylate, glycidyl acrylate, glycidyl P-vinyl benzoate, and methyl glycidyl itaco. Glycidyl esters of unsaturated acids such as ester, glycidyl ethyl maleate, glycidyl vinyl sulfonate, glycidyl (meth)oryl sulfonate,
Examples include epoxide olefins such as butadiene monooxide, bi-,nylcyclohexene monooxide, and 2-methyl-5,6 epoxyhexene.

Furthermore, a copolymer of vinyl chloride, a monomer having an epoxy group, and an optional monomer copolymerizable with these can also be used.

Examples of optional copolymerizable monomers include fatty acid vinyls such as vinyl acetate and vinyl propionate, olefins such as ethylene and propylene, vinylidene chloride,
Examples include vinylidene halides such as vinylidene fluoride, vinyl ethers such as isobutyl vinyl ether, methyl vinyl ether, and cetyl vinyl ether, and allyl compounds such as allyl chloride and methyl allyl ether.

The epoxy group content of the outer shell of the resin of the present invention is 0.1 to
It is preferably 5% by weight; if it is less than 0.1% by weight, the adhesive strength to glass is insufficient, and if it is more than 5% by weight, it is difficult to maintain a balance with penetration resistance.

The degree of polymerization of epoxy group-containing vinyl chloride resin is 600-30
00 is desired. If it is less than 600, the penetration resistance of the laminated glass will decrease, and if it exceeds 3,000, excessive heat will be required for film formation and gelation, resulting in increased manufacturing costs.

Depending on the purpose, plasticizers, stabilizers, ultraviolet absorbers, antioxidants, lubricants, fillers, colorants, etc. may be mixed with the vinyl chloride resin of the present invention. Furthermore, it is also possible to mix resins that are compatible with vinyl chloride, such as other vinyl chloride resins, acrylic resins, and epoxy resins.

A wide variety of plasticizers that are generally called plasticizers for polyvinyl chloride can be used.

For example, aliphatic plasticizers include dioctyl adipate, butyl diglycol adipate, dioctyl azelate, dibutyl sebacate, diisodecyl adipate, etc., and phthalic acid plasticizers include dioctyl phthalate, dibutyl phthalate, diisobutyl phthalate,
Examples include butylbenzyl phthalate, dilauryl phthalate, dioctyl phthalate, etc. Phosphoric acid plasticizers include tricylenyl phosphate, tricresyl phosphate, talesyl diphenyl phosphate, trischloroethyl phosphate, trischloroethyl phosphite, and tributyl phosphate. etc. can be mentioned. Examples of epoxy derivatives include epoxidized soybean oil and epoxy fatty acid monoester.

Polyester plasticizers can also be used in some cases. The appropriate amount of the plasticizer to be blended is 20 to 80 parts by weight per 100 parts by weight of the vinyl chloride resin. If there is too much plasticizer, the film strength will decrease, and if it is too little, it will become hard.

Suitable heat stabilizers include alkylated tin compounds of fatty acids such as butyltin laurate, butyltin maleate, and octyltin maleate, and alkyltin-containing sulfur compounds such as di-normal octyltin bis(isooctylthioglycolic acid ester) salt. used for. It is possible to use a metal soap type stabilizer together with these.

Benzotriazole-based UV absorbers are excellent, such as 2(2'-hydroxy-5'-methylphenyl)hencytriazole, 2(2'-hydroxy-3'
-tert-butyl-5'-methylphenyl)-5-
Chlorhencitriazole, 2(2'-hydroxy-3
”, 5′-tert-butylphenyl)-5-chloro-hencytriazole, 2(2′-hydroxy-4
'-Octoxyphenyl)hencytriazole and the like are preferably used.

Phenolic antioxidants are excellent as antioxidants, such as 2,6-ditertiary-butyl-p-cresol, 2,2'-methylenebis (4-methyl-6-tert-butylphenol), and 4,4'- Butylidene bis(3-methyl-6-tertiaryproralphenol)
, 4,4'-thiobis(3-methyl-6-tert-
butylphenol), etc.

Further, if necessary, a crosslinking agent, a thickener, a diluent, a silane type or titanate type coupling agent, etc. are added.

In order to manufacture laminated glass using the vinyl chloride resin of the present invention, there is a conventional method of forming a film, sandwiching the resin between pieces of glass, and heating under pressure. On the other hand, as a new manufacturing method with higher productivity, published patent publication No. 63-134539
There is a method. In the case of this method, a well-known method for paste processing is used, such as a method in which compounding agents such as plasticizers, stabilizers, ultraviolet absorbers, and antioxidants are added to the vinyl chloride resin of the present invention, mixed, and defoamed. Prepare plastisol. Since plastisol can be handled as a liquid, dust and foreign matter can be removed by simply passing it through a filter, and storage and transportation can be done in a closed system such as a tank or pipeline, making quality control easy and suitable for automated continuous use. There is. Such plastisol is filled between the glass plates, and the plastisol layer is gelled using a heating device used in normal paste processing to form a laminated glass. Here, since it is the outer shell of the particle that comes into contact with the glass, high adhesive strength can be achieved if there are many epoxy groups serving as adhesive components in the outer shell. Furthermore, since air bubbles are prevented from entering the plastisol during filling, a pressurizing device such as an autoclave is not required.

[Example] 4 The present invention will be explained in more detail with reference to Examples below. Note that parts and percentages in Examples and Comparative Examples are based on weight unless otherwise specified.

Example 1 100041! A stainless steel autoclave was charged with 160 parts of deionized water, 0.4 parts of sodium dioctyl sulfosuccinate, 1 part of lauryl alcohol, and 0.4 parts of lauroyl peroxide, and after degassing under reduced pressure, 87 parts of vinyl chloride was charged and stirred. Got an emulsion at the bottom. This mixture was homogenized with a homogenizer and separated into another degassed 1
000 f autoclave and heated to 45°C to start polymerization. Four hours after the temperature was raised, the polymerization rate was 47%, so a solution prepared by mixing 3 parts of glycidyl methacrylate and 10 parts of vinyl chloride was continuously added to the autoclave during polymerization for 3 hours. The polymerization was completed 10 hours after the injection. After recovering unreacted monomers under reduced pressure, the reaction solution was dried using a spray dryer and pulverized to obtain a resin.

To 100 parts of this resin were added 45 parts of dioctyl adipate, 5 parts of dioctyl phthalate, 4 parts of dibutyltin polymercaptide, and 0.3 parts of 2,2'methylenebis(4-methyl-6-tert-butylphenol) in a Hobart mixer. The mixture was mixed and defoamed under reduced pressure to obtain plastisol. This plastisol was applied to a 15 cm x 10 cm, 3-hole glass plate using a doctor blade, and then a 20 μm thick glass plate was applied onto it.
A polyethylene terephthalate film was placed on the film without air bubbles and heated at 200°C for 15 minutes to a thickness of 0.8
A pie layer glass (■) having a resin layer of mm thick was obtained. Also, this plastisol is 30cm x 30cm, thickness 3
Apply the coating to the glass plate with a roll coater, then carefully place a 30cm x 30cm, 3mm thick glass plate on top of it to avoid air bubbles, heat it at 200''C for 15 minutes, and prepare a laminated glass plate with a thickness of 6.811Iol. I got 02 pieces.

Example 2 160 parts of deionized water, 0.4 parts of sodium dioctyl sulfosuccinate, 1 part of lauryl alcohol, and 0.4 parts of lauroyl peroxide were placed in a 1000 f stainless steel autoclave, and after degassing under reduced pressure, 8 parts of vinyl chloride was added.
4.5 parts of vinylidene chloride and 2.5 parts of vinylidene chloride were added to obtain an emulsion with stirring. This mixture was homogenized with a homogenizer and transferred to another degassed 10001 autoclave, and the temperature was raised to 47"C to initiate polymerization. Hereinafter, 45 parts of dioctyl adipate and 15 parts of dioctyl phthalate of Example 1 were mixed with dioctyl The procedure was repeated in the same manner as in Example 1 except that 30 parts of adipate and 10 parts of dioctyl phthalate were used.
High layer glass (■) and two pieces of laminated glass were obtained.

Example 3 In a 1000f stainless steel autoclave, 160 parts of deionized water and 0 parts of dioctyl sulfosuccinate sodium were added.
．． After adding 4 parts of lauryl alcohol, 1 part of lauryl alcohol, and 0.4 parts of lauroyl peroxide and degassing under reduced pressure, vinyl chloride 67
1 part to obtain an emulsion under stirring. This mixture was homogenized in a homogenizer and separated into another degassed 1o
The mixture was transferred to an oo z autoclave, and the temperature was raised to 45°C to initiate polymerization.

Over 4 hours from the start of polymerization, a solution of 1 part of glycidyl methacrylate and 10 parts of vinyl chloride mixed using a static line mixer was injected, and from the 4th hour to the 8th hour, 2 parts of glycidyl methacrylate was added to 20 parts of vinyl chloride. Inject the mixed solution with the Techline mixer and 1
Polymerization was terminated after 0 hours.

Thereafter, the same operations as in Example 1 were carried out to obtain pie layer glass (2) and laminated glass (02).

Example 4 10 g of cumene hydroperoxide, 10 g of t-butyl hydroperoxide, 5 g of sodium lauryl sulfate
A hydroperoxide emulsion was prepared by mixing 0.00 g and 10 kg of deionized water using a high-speed stirrer. Also,
1.6 kg of sodium lauryl sulfate, 28 kg of deionized water
．． An emulsifier aqueous solution was prepared by mixing 5 kg.

Meanwhile, in a 1000 N stainless steel autoclave, 325 kg of deionized water, 50 kg of latex containing 30 weight percent of vinyl chloride homopolymer resin particles with an average particle size of 0.45 μm, 150 g of 1-ascorbic acid, and ferrous ions of ethylenediaminetetraacetic acid were prepared. 6g sodium salt,
Prepare 2.5 kg of sodium pyrrolidonate, replace with nitrogen,
Vacuum degassing was performed twice each. Then vinyl chloride 309,8
After heating the contents from the jacket of the autoclave with stirring to reach a temperature of 50°C, an aqueous emulsifier solution and a hydroperoxide emulsion were added to the reaction system at a rate of 2.81/kg each. hr
, the reaction temperature was increased to 50°C while introducing at a rate of If/hr.
maintained. The emulsifier aqueous solution was introduced at the same rate for 10.5 hours and then stopped, but the hydroperoxide emulsion was introduced at a rate of 0.71/hr after 6 hours and the reaction conversion rate was 50.5%. Glycidyl methacrylate 15.9k prepared in advance in a stirring tank
A mixed solution of 47.7g of vinyl chloride and 13.4k of vinyl chloride
injected at a rate of g/hr.

In this manner, the reaction was completed after a total reaction time of 11 hours and 30 minutes, and the mixture was cooled. The reaction conversion rate was 92.5%. While cooling, 0.5 kg of sodium lauryl sulfate and 1.0 kg of polyoxyethylene sorbitan monostearate were dissolved in 10 kg of deionized water and injected into the system, and unreacted monomers were recovered. Thereafter, the same procedure as in Example 1 was carried out to obtain a pie layer glass (1) and two sheets of laminated glass.

Comparative Example 1 An emulsion was obtained in the same manner as in Example 1 except that 97 parts of vinyl chloride was used. This emulsion was homogenized in the same manner as in Example 1, transferred into another similarly degassed 10001 autoclave, and heated to 45° C. to initiate polymerization. Five hours after the temperature was raised, the polymerization rate was 61%, so from this point on, 3 parts of glycidyl methacrylate was continuously injected into the autoclave during polymerization for 3 hours.
Polymerization was terminated after 0 hours, and the resin was treated in the same manner as in Example 1 to obtain a resin. Two pieces of laminated glass (2) were obtained from this resin in the same manner as in Example 1.

Comparative Example 2 An emulsion was obtained in the same manner as in Example 1 except that 94 parts of vinyl chloride and 3 parts of allyl chloride were used. The emulsion was transferred into a separate degassed 1000 ffi autoclave and heated to 52°C to initiate polymerization.

Thereafter, glycidyl methacrylate was added in the same manner as in Comparative Example 1, except that 1 to 30 parts of dioctylazivar and 10 parts of dioctyl phthalate were used to obtain high layer glass C and 62 sheets of laminated glass.

Comparative Example 3 An emulsion was obtained in the same manner as in Example 1 except that 96.5 parts of vinyl chloride was used. The mixture was homogenized using a homogenizer, transferred to another degassed 10001 autoclave, and heated to 45°C to initiate polymerization. 1.5 parts of glycidyl methacrylate was injected from the start of polymerization to the 6th hour, and from the 6th hour to the 8th hour,
Two parts of glycidyl methacrylate were injected and the polymerization was terminated after 10 hours. Hereinafter, operate in the same manner as in Example 1,
Pie layer glass O and two pieces of laminated glass (]EID were obtained.

Comparative Example 4 10 g of cumene hydroperoxide, 10 g of t-butyl hydroperoxide, 5 g of sodium lauryl sulfate
00g and 10kg of deionized water were mixed using a high speed stirrer to prepare a hydroperoxide emulsion for 8 times. Also, 1.6 kg of sodium lauryl sulfate, 2 kg of deionized water
8.5 kg were mixed to prepare an emulsifier aqueous solution.

Now, in a 10001 stainless steel autoclave, 325 kg of deionized water, 50 kg of latex containing 30 weight percent of vinyl chloride homopolymer resin particles with an average particle size of 0.45 μm, 150 g of l-ascol ζ acid, and ferrous ions of ethylene diamine tetra 6 g of sodium acetate and 2.5 kg of sodium pyrrolidonate were charged, and nitrogen substitution and vacuum degassing were performed twice each. Then vinyl chloride 357,5
After heating the contents from the jacket of the autoclave with stirring to reach a temperature of 50°C, add 2.81 kg of the emulsifier aqueous solution and the hydroperoxide emulsion into the reaction system. hr,
While introducing at a rate of I E /hr, the reaction temperature was increased to 5.
It was maintained at 0°C. The emulsifier aqueous solution was added at the same rate of 10.
It was stopped after 5 hours of introduction, but the hydroperoxide
The reaction conversion rate of the emulsion was 40.5% after 6 hours.
At this point, the rate was changed to 0.71/hr and glycidyl methacrylate was increased to 15.9k at 3kg/hr.
g was injected.

In this manner, the reaction was completed after a total reaction time of 12 hours and 10 minutes, and the mixture was cooled. The reaction conversion rate was 91.3%. While cooling, 0.5 kg of sodium lauryl sulfate and 1.0 kg of polyoxyethylene sorbitan monostearate were dissolved in 10 kg of deionized water and injected into the system, and unreacted monomers were recovered. The following operations were carried out in the same manner as in Example 1, and pie layer glass ■ and laminated glass () and laminated glass (9
I got 2 pieces.

Comparative Example 5 Commercially available interlayer film for laminated glass (polyvinyl butyral,
30ml thick) was adjusted to have a moisture content of 0.5iIlt%, and the above humidity-adjusted interlayer film was placed on a 30cm x 30cm, 3IIIn thick glass plate, a 20μm thick polyethylene terephthalate film, 30cm x 3
Cover glasses with a thickness of 0 cm and a thickness of 3 mm were laminated in this order (
Laminate 1).

This laminate 1 was placed in a rubber bag, the pressure inside the bag was reduced, and the bag was held at 120°C for 30 minutes to perform preliminary crimping.

Similarly, the above humidity-controlled interlayer film was sandwiched between two glass plates of 30 cm x 30 cm and 3 cylinders thick, and preliminary pressure bonding was performed using a Lahani Hug to obtain 2.2 laminates. Next, the laminates 1 and 2 were placed in a pneumatic autoclave at 140°C.
Pressure and heat compression bonding was performed for 30 minutes under the conditions of 113 to 15 kg/alt. Finally, the cover glass of the laminate 1 was removed to obtain two sheets of high layer glass O and laminated glass.

In order to examine the performance of the laminated glass obtained in Examples 1 to 4 and Comparative Examples 1 to 5, the following method in accordance with JIS-R-3212 "Test method for automobile safety glass" was used to determine transparency and penetration resistance. , impact resistance, and adhesive strength were measured, and the results are shown in Table 1. In addition, the amount of aggregates and the viscosity of plastisol during polymer production were measured and are also listed in Table 1.

1. Transparency (Visible Light Transmittance) The transmittance of the laminated glasses ① to ② and Al was measured with a spectrophotometer (manufactured by Hitachi) from 380 nm to 750 nm.

2. After each of the above laminated glasses whose penetration resistance and transparency were measured were left in an atmosphere of 20°C for 2 hours, a 2.27k mark was applied to the center of the laminated glass at the opening.
A steel ball of g is dropped from a height of 4 m, and the presence or absence of penetration is observed.

3. Impact resistance After leaving a sheet of laminated glass (2 to 3) in an atmosphere at 23°C for 2 hours, a 227g steel ball was dropped from a height of 9m, and the glass was placed on the opposite side of the impact surface. The total weight of the glass peeled off from the side was measured.

4. Adhesive strength After leaving the Pylayer glass (■～■ and pyrotechnics) Beni) in an atmosphere of 23℃ for 2 hours, peel off part of the interlayer film 3.
T-peel adhesive strength was measured at a speed of 00 mm/min.

5. Viscosity Each plastisol was maintained at 23°C and the viscosity was measured at 6 rpm using a B-type viscometer (rotor number Nα4). The obtained value was taken as the initial viscosity. After being left at 23°C for 7 days, the viscosity was measured in the same manner as A, 1. (Ag
ing Index) was calculated.

6. Amount of aggregates The latex was passed through an 80-mesh sieve, the remaining polymer was dried, the weight was measured, and the value was calculated by dividing the weight by the total amount of polymer.

(Margins below this page) (Effects of the Invention) As described above, according to the present invention, the following effects can be achieved.

B. The amount of scale that adheres to the reaction vessel during resin production can be significantly reduced. Therefore, cleaning of the reaction vessel is easy, and operability can be improved. This is clear from Table 1 above, and the amount of aggregates in Examples 1 to 4 is reduced to 2 or less compared to that in Comparative Examples 1 to 3.

B. Plastisol viscosity not only has a low initial viscosity, but also has a small change over time. In other words, the viscosity of plastisol is low and stable, so workability during laminated glass production is good.

The initial viscosity of Examples 1 to 4 in Table 1 is lower than that of Comparative Examples 1 to 4, and the ratio of initial viscosity/viscosity after 7 days, that is, aging 1ndex, is also about 2.
It has declined to a certain degree.

C. Adhesive strength can be significantly increased.

The reason for this is not clear, but it is thought to be because the epoxy groups are uniformly distributed on the particle surface.

As is clear from the T-peel adhesive strength in Table 1 above, the T-peel adhesive strength in the present invention is approximately twice as high as that in the comparative example.

Claims (1)

[Claims] For laminated glass characterized by adding a mixed solution of an epoxy group-containing monomer and a vinyl chloride monomer to a polymerization system of vinyl chloride monomer to obtain particles with a particle size of 5μ or less and aggregates thereof. Method for producing vinyl chloride resin.