JPS6368614A - Production of methacrylic resin cast plate excellent in antistatic property - Google Patents

Abstract

PURPOSE:To obtain the titled cast plate which can retain an excellent permanent antistatic property and is excellent in transparency, gloss etc., by mixing a polymer comprising methyl methacrylate, etc., a quat. ammonium salt group- containing monomer, etc., with a fatty acid, acrylic acid (derivative), etc. and polymerizing the mixture. CONSTITUTION:0.1-20pts.wt. (co)polymer obtained from 100pts.wt. methyl methacrylate (prepolymer) or monomer mixture (prepolymer) (A) comprising 50wt% or above said monomer and 50wt% or below at least one monomer copolymerizable there with, 30-100wt% quat. ammonium salt group-containing monomer (B) of formula I [wherein R1 is H or CH3, R2-4 are each H, or a (substituted) 1-9C alkyl, m is 1-10, and X<-> is an anion of the qnaternizing agent] and 70-0wt% monomer copolymerizable therewith is mixed with 0.1-20 pts.wt. monomer (C) selected from among a fatty acid (a) formula II (wherein R5 is H or a 1-22C aliphatic hydrocarbon residue), an acrylic acid (derivative) (b) of formula III (wherein R6 is H or a 1-4C aliphatic hydrocarbon residue, A1 is a 2-6C alkylene and n is 0 or >=1) and an alkylene glycol (c) of formula IV (wherein A2 is a 2-4C alkylene and p >=1), and the mixture is polymerized.

Description

[Detailed Description of the Invention] [Industrial Application Field] The present invention relates to a method for producing a methacrylic resin cast board having good and permanent antistatic properties, and the methacrylic resin cast board obtained thereby. be.

Methacrylic resin cast boards are widely used in lighting equipment, signboards, building materials, various nameplates, decorative items, etc. due to their excellent transparency, surface gloss, beautiful appearance, and good mechanical properties. Easily charged due to high surface resistance,
This causes problems such as attracting dust, clumps, etc., damaging the appearance, (b) causing scratches, and (c) applying electric shock to the human body and industrial parts.

[Conventional technology]

Methods for imparting antistatic properties to methacrylic resin cast plates include (1) internal addition of surfactants, (2) surface coating, (3) surface coating of silicone compounds, and (4) surface modification by Pfusma treatment. It will be done. Among these (
Since both methods 3) and (4) are expensive, methods (1) and (2) are generally used.

The surfactants used include anionic, cationic, and nonionic surfactants, especially cationic quaternary surfactants.
Compounds containing ammonium salts are known to provide excellent antistatic properties.

When applying these surfactants to the surface, delicate operations are required to avoid damaging the surface condition of the methacrylic resin cast board, and in the methacrylic/V resin cast board treated in this way, There is a problem in that the antistatic agent attached to the surface easily falls off due to water washing, friction, etc., and the antistatic performance is lost.

The method of internally adding a surfactant simplifies the manufacturing process because the antistatic agent is mixed or dispersed into the resin raw material before polymerization, but in order to obtain sufficient antistatic performance, it is generally necessary to increase the amount added. If this is done, the transparency and mechanical properties of the methacrylic resin will be impaired, and the obtained antistatic performance will be easily lost due to washing with water, friction, etc.

In order to overcome the above-mentioned drawbacks of the internal addition method, attempts were made to use polymerizable monomers as antistatic agents (Japanese Patent Publication No. 4B-15471, Japanese Patent Publication No. 54-25595).
issue). However, this type of product had drawbacks such as insufficient antistatic performance and strong adhesion between the plate obtained by cast polymerization and the mold, making stable production difficult.

[Problem to be solved by the invention 3 As mentioned above, Metac IJ/L/resin does not require any special manufacturing process, permanently exhibits good antistatic performance, and maintains the original physical properties of the resin. Such a methacrylic resin cast plate has not been proposed so far.

[Means for solving problems]

As a result of intensive studies on the above-mentioned problems, the present inventors have determined that when cast polymerizing methyl methacrylate, a (co)polymer having a certain type of quaternary ammonium base should be used with fatty acids, acrylic acid and its derivatives, alkylene glyco-μ It has been found that by adding a small amount of methacrylic resin along with a compound selected from the following group, a methacrylic resin cast plate having good and permanent antistatic properties and retaining the physical properties inherent to methacrylic μ resin can be obtained.

That is, the present invention provides a monomer mixture consisting of 50 weight or more of ethyl methacrylate or methyl methacrylate and one atom per 50 weight of at least one monomer copolymerizable therewith, or a partial polymer thereof (I) 100 Based on the weight part, the general formula % formula % (R1 is a hydrogen atom or a methyfi/group, R8-R4 is a hydrogen atom or an alkyl μ group which may contain a substituent having 1 to 9 carbon atoms, m is 1 to 10, X- is an anion of a quaternizing agent) Monomer 30 having a quaternary ammonium base represented by
(Co)polymer (II) obtained by polymerizing a monomer or a monomer mixture consisting of ~100% by weight and 0 to 70% by weight of at least one monomer copolymerizable therewith
~20 parts by weight, and a fatty acid represented by the general formula % formula %) (R5 is a hydrogen atom or an aliphatic hydrocarbon residue having 1 to 22 carbon atoms), the general formula % formula % () (- is a hydrogen atom or Acrylic acid or its derivatives represented by an aliphatic hydrocarbon residue having 1 to 4 carbon atoms, A1 is a 1μ kylene group having 2 to 2 carbon atoms, and n is an integer of 0 or 1 or more, and the general formula % formula % () (As is an alkylene group having 2 to 4 carbon atoms, p is an integer of 1 or more) Alkylene glyco-! This invention relates to a methacrylic IVvi resin cast plate with excellent antistatic properties, which is characterized by adding and mixing 1 to 20 parts by weight of Q, a compound (■) selected from the following, and polymerizing it, and a method for producing the same.

In the present invention, the copolymerizable monomers used in the methyl methacrylate monomer mixture or partial polymer thereof include methacrylic acid esters such as ethyl methacrylate, butyμ methacrylate, and 2-ethyhexV/I/methacrylate. acrylic acid esters such as methacrylate, ethyl acrylate, buty acrylate, 2-ethylhexyacrylic Saturation power Acid anhydrides such as bonic acid, maleic anhydride, itaconic anhydride, N-
Feniμmaleimide, N-cyclohexylmaleimide,
Maleimide derivatives such as N-butymu maleimide, 2-
Hydroxy group-containing monomers such as hydroxy V ethyl μ acrylate, 2-hydroxybropy μ acrylate, 2-hydroxymethyl methacrylate, 2-hydroxypropyl methacrylate, acrylamide, methacryl μ amide,
Acrylate tri, methacrylate tri! Nitrogen-containing monomers such as diacetone acrylamide and dimethylaminoethyl methacrylate, epoxy group-containing monomers such as aliμglJz/diμether, glycidyl acrylate and glycidyl methacrylate, and styrene and α-methyleneμstyrene. fV:/system monomer, ethylene glyco-μ cyacrylate, aliμ acrylate, ethylene glyco-μ
Examples include crosslinking agents such as dimethacrylate, allyl methacrylate, divinylbenzene, and trimethylolpropane triacrylate.

The type and amount of the copolymerizable monomer can be appropriately selected depending on the properties of the intended cast plate.

In the present invention, the monomer having a quaternary ammonium base constituting the (co)polymer (n) is represented by the general formula % (Rs to R4 and m are the same as above), and this is obtained by quaternizing an acrylate or methacrylate having an amino group using a quaternizing agent. As the methacrylate or acrylate having an amino group, dimethylaminoethyl methacrylate,
Diethylaminoethyl methacrylate, dimethylaminopropyl methacrylate, dimethylaminoethyl acrylate, diethyp-aminoethyl acrylate, dimethy
Examples thereof include aminobuty-methacrylate, dihydroxyethyl aminoethyl methacrylate, dipropylaminoethyl methacrylate, dibutyaminoethyl methacrylate, and the like.

Examples of quaternizing agents include alkyl μ sulfuric acids such as diethyl sulfate, diethyl sulfate, and diderobylv sulfate, sulfonic acid esters such as methyl p-toluenesulfonate and methi-p benzenesulfonate, and alkyl phosphoric acids such as trimethyl phosphate. , apkiμbenziμcrophyte, benzylcrophyte,
Various halides such as alkyl chlorophytes and alkyl bromides are used, and alkyl sulfuric acid and sulfonic acid esters are particularly preferred in terms of heat decomposition resistance. m in the general formula is 1~
10, but 2 to 6 are particularly preferred.

The counter anion of the quaternary ammonium base is preferably one represented by the general formula % (the crest is a hydrogen atom or an a[mu]ky group which may contain a phenyl group having 1 to 20 carbon atoms).

As the monomer copolymerizable with the monomer having a quaternary ammonium base, known monomers can be used. For example, methacrylic acid esters μ such as methyl methacrylate and ethyl methacrylate V-), acrylic acid esters such as methyl acrylate and ethyl acrylate, and acrylic acid methacrylate
Unsaturated forces such as acids μ acid, acid anhydrides such as maleic anhydride, itaconic anhydride, manimide derivatives such as N-pheniμmaleimide, 2-hydroxymethyl acrylate, 2-
There are hydroxy group-containing monomers such as hydroxypropyl methacrylate, nitrogen-containing monomers such as acrylamide and acrylonitrile, and epoxy group-containing monomers such as allylglycidylnyf/l/ and glycidyl acrylate.

Among these, the following general formula % formula % (& is a hydrogen atom or a methyl group, a bird is a hydrogen atom or a C 1-18 aμ/l/ group, an allyl group, an av-A/
group, affpky group, ~ is an alkylene group having 2 to 4 carbon atoms,
It is preferable to use a compound selected from the following (q is 0 to 500).

The composition of the (co)polymer (n) in the present invention is 30 to 100% by weight of a monomer having a quaternary ammonium base, preferably 50 to 9% by weight, and 0 to 70% by weight of a copolymerizable monomer. The content is preferably 10 to 70% by weight. If the amount of the monomer having a quaternary ammonium base in the (co)polymer (II) is less than 30% by weight, good antistatic properties cannot be imparted to the obtained methacrylic resin cast plate.

The method for preparing (co)polymer (II) is not particularly limited, but techniques such as solution polymerization and bulk polymerization in the presence of a usual Fujika μ polymerization initiator and chain transfer agent can be used. In particular, solution polymerization is preferable because polymerization can be carried out in a homogeneous system. In the case of solution polymerization, various addition methods such as bulk addition, divided addition, and dropwise addition of monomers can be employed.

The molecular weight of the (co)polymer (It) in the present invention is 10
It is preferable that it is 00 or more. If it is less than 1000, good permanent antistatic performance may not be obtained (6J),
Furthermore, the plasticizing effect tends to reduce the inherent heat resistance of the methacrylic resin.

(Co)polymer (n) mechiμmetaku! The amount added is preferably 11 to 20 parts by weight, particularly preferably 15 to 10 parts by weight, per 100 parts by weight of the JL/-to monomer (mixture) or its partial polymer (I).

If the amount added is less than 11 parts by weight, good antistatic performance cannot be imparted, and if it exceeds 20 parts by weight, the original physical properties of the methacrylic resin will be greatly impaired and the cost will increase.

Among the compounds (■) used in the present invention, examples of fatty acids (5L) include saturated fatty acids such as formic acid, acetic acid, and stearic acid, and unsaturated fatty acids such as oleic acid, and acrylic acid or its derivatives (1). ) include, for example, acrylic acid, methacrylic acid, and droxyethyl methacrylate or hydroxypropyl methacrylate.

Examples of the alkylene glyco-A/(c) include ethylene glyco-μ, propylene glyco-μ, diethylene glycol, dipropylene glyco-μ, and polyethylene glycopolymers and polyderobison glycol-μ.

The amount of compound (III) to be added varies depending on the composition of the copolymer (If), so it cannot be determined unconditionally, but it is between 0.1 and 2.
It can be determined based on the balance between the antistatic performance obtained within the range of 0 parts by weight and the transparency and other physical properties. Generally, as the amount of compound (m) increases, the transparency of the obtained plate improves, but the antistatic performance tends to decrease.

The methacrylic resin cast plate having excellent antistatic properties in the present invention is preferably manufactured by a cast polymerization method commonly practiced by manufacturers. That is, methyl methacrylate or a monomer mixture consisting of 50 weight or more of methyl methacrylate and 50 weight or less of at least one monomer that can be combined, or a partial polymer thereof (I
), a predetermined amount of the copolymer (n) is added thereto and uniformly dissolved, and a Ojika μ polymerization initiator is further added to the resulting mixture to obtain a casting raw material. Seat the raw material around it with a gasket!
Either the cell casting method involves injecting the casting material between two facing inorganic glass plates or metal plates, or heating the casting material by continuously injecting the above casting material from upstream in a space spaced in the same direction. A specific polymerization method is a continuous casting method.

To polymerize the above-mentioned polymerizable raw material (I) of the present invention,
It is preferable to use an azo compound or an organic peroxide polymerization initiator.

Specific examples of azo compounds include 2,2'-azobis(isobutyronitrile), 2,2'-azobis(2,4-dimethytriA/), 2,2'-azobis (
2,4-dimethy*-4-methoxyvaleronitri/L/)
On the other hand, specific examples of organic peroxides include benzoyl peroxide, diuroyl peroxide, and the like. Also, V-dox type polymerization initiator,
For example, combinations of organic peroxides and amines can also be used.

The polymerization temperature when producing the methacrylic resin cast plate of the present invention by polymerization is radio/L/? The temperature varies depending on the type of initiator, but is generally 10 to 150°C.

There is no particular limit to the thickness of the cast plate obtained by the cast polymerization method, but the thickness that is usually commercially available, that is, [12
It is preferably within the range of ~65 m.

Furthermore, additives such as colorants, ultraviolet absorbers, heat stabilizers, other antistatic agents, various fillers, etc. can be mixed and used in any of the convenient steps of the invention.

Next, the present invention will be explained in more detail with reference to Examples, but the present invention is not limited thereto.

The electrical properties of all samples were measured after being conditioned at 23° C. and 65% relative humidity for one day.

The charge half-life time was determined using a static honest meter (manufactured by Shishido Kuzukai), with an applied voltage of 1aaaav, a sample rotation speed of 1300 rpm, an application time of 30 seconds, and a measurement humidity of 23°C.
The sample voltage at the time of voltage application was defined as the initial voltage (7), and the time required for the sample voltage to become half of the initial voltage after voltage application was defined as the charge half-life time (see). Regarding the surface resistance value, use a super insulation resistance meter (TR-8601 manufactured by Takeda Riken), and measure the surface resistance value (2) after 1 minute at an applied voltage of 500 V at a measurement temperature of 23 degrees Celsius and a measurement humidity of 65 degrees Celsius. It was measured. For cleaning, ultrasonic cleaning was performed in warm water at 30° C. for 50 minutes.

Regarding heat resistance, after testing the sample with ASTM D648
HD T (°C) was measured according to . As for the strength, a tensile test was conducted according to ASTM D638, and the tensile elastic modulus and tensile breaking strength were measured. Regarding transparency, an integrating sphere haze meter (manufactured by Nippon Seimitsu Kogaku, 5EP) was used.
-H-88) was used to measure the haze value.

Example 1 374 parts by weight of genylaminoethyl methacrylate, 4 parts by weight of hydroquinone monomethyate/I/4, and 450 parts by weight of methanol were placed in a 1!3 t gaff flask equipped with a stirring blade, and while stirring, 252 parts by weight of sulfuric acid was added. Department,
A mixture of 80 parts by weight of methanol was added dropwise to the mixture at a temperature of 30° C. or below, and stirring was continued for 30 minutes after the completion of the addition to obtain a monomer (M-1) solution having a quaternary ammonium base.

To this solution, 6 parts by weight of azobinuisoptilonitri/I,
n-octium μcaptan 4 parts by weight, methanol/L/4
Add 80 parts by weight of polyethylene glycol (23) monomethacrylate monomethyl ether A/620 parts by weight,
Polymerization was carried out at 60°C under a nitrogen atmosphere for 4 hours. After polymerization, the mixture was directly vacuum-dried to obtain a copolymer (P-1). The above copolymer (p-1) was added to 100 parts by weight of methyl methacrylate.
(L5 parts by weight, 2-hydroxyethyl-methacrylate as compound (III) [1.5 parts by weight, 2,2'-azobisisobutyronide as a polymerization initiator!J/L'0
．． After melting the 05 layer, the dissolved air was removed by reducing the pressure, and the mixture was poured into a 7-micrometer container made of a gasket and two sheets of tempered glass, and preset to have a thickness of 3 mm. Polymerization was carried out at 60°C for 10 hours and at 110°C for 4 hours. This cast board has a surface resistivity of &
5 x 10'Ω, charge half-life time 2.4 seconds, haze value 1.
It was 0chi.

Further, when the obtained plate was washed with water and the antistatic performance was immediately evaluated, the surface resistivity was +3×10 10 Ω, and the charge half-life time was 2.4 seconds.

In addition, HDT specimens were prepared according to ASTM D648, and after annealing I (DT was measured at 100°C), and a tensile test was performed according to ASTM D65B, and the tensile elastic modulus was 3 × 10' (kg/ an"), and the tensile strength at break was 750 (kli/cm").

Comparative Example 1 After dissolving 105 parts by weight of 42'-azobisisobutyronitri/L' in 100 parts by weight of methyl methacrylate partial polymer (viscosity 100 centipoise, polymerization rate 13%),
Polymerization was performed in the same manner as in Example 1 to obtain a cast plate having a thickness of 3+w. The surface resistivity of this plate is 10160 or more, the charge half-life time is 120 seconds or more, and the haze value is 1.0%.
Met.

HDT is 100℃), and the tensile modulus is 3 x 1
0'(kg/m"), tensile breaking strength is 760 (kg/m")
/ Bacteria 2).

Examples 2 to 4 To 100 parts by weight of methyl methacrylate partial polymer (viscosity 100 centipoise, polymerization rate 8%), 1 to 1° Wit part of copolymer P-1 obtained in Example 1, 2-hydroxyethyl methacrylate 1 .0 to 4.0 parts by weight were added and mixed, and the same method as in Example 1 was carried out to obtain a 3-inch thick methacrylate/I.
/Resin cast plate was obtained. Table 1 shows the evaluation results of antistatic performance and other physical properties after humidity conditioning for one day in an atmosphere of 23° C. and 65% relative humidity.

Examples 5-11 Methyl methacrylate partial polymer (viscosity 100 centipoise, polymerization rate 8 cm) I Do parts by weight K.

Copolymer P-1 was mixed with 2.0% electrolytically eroded portion and various compounds (III) shown in Table 1, and a methacrylic/I/resin cast plate with a thickness of 3 was made by the same method as in Example 1. Obtained. 2
Table 1 shows the evaluation results of antistatic performance and other physical properties after humidity conditioning for one day in an atmosphere of 3° C. and 65% relative humidity.

Examples 12 to 19 Monomer M- containing quaternary ammonium base obtained in Example 1
1 solution, add a monomer mixture with the composition shown in Table 2,
Polymerization was performed in the same manner as in Example 1 to obtain a copolymer (P-2~
7) was obtained. Using zoy parts of each of these copolymers, a methacrylic/L' resin cast plate having a thickness of 3 gourds was obtained in the same manner as in Example 1. Table 3 shows the evaluation results of antistatic performance and other physical properties after humidity conditioning at 25° C. and 65° relative humidity for one day.

Examples 20 to 24 A copolymer having a quaternary ammonium base (P- 8-p-12) t-obtained. 2-0 parts by weight of these were added to 100 parts by weight of methyl methacrylate partial polymer (viscosity 100 centipoise, polymerization rate 8 cm), and a methacrylic resin plate with a thickness of 3 days was obtained by the same method as in Example 1. Ta. Table 5 shows the evaluation results of antistatic performance and other physical properties after humidity conditioning at 23° C. and 65Is relative humidity atmosphere for one day.

Example 25 Monomer containing quaternary ammonium base obtained in Example 1 (M
-1) To the solution, add polyethylene glyco-7+/(23) monomethacrylate monomethyl ether, TI/620 weight, and 310 parts by weight of styrene, and polymerize in the same manner as in Example 1 to obtain a copolymer (P- 13) was obtained. 2.0 parts by weight of this copolymer was added to a monomer mixture consisting of 90 parts by weight of methyl methacrysate and 10 parts by weight of styrene, and further 50 parts by weight of propylene glyco-Iv was added, and the same procedure as in Example 1 was carried out. A methacrylic resin plate with a thickness of 3 fl was obtained by this method. Table 3 shows the evaluation results of antistatic performance and other physical properties after one day of humidity control at 23°C and 65° relative humidity.
Shown below.

Example 26 2.0 parts by weight of copolymer P-1 obtained in Example 1 was added to 100 parts by weight of methyl methacrylate partial polymer (viscosity 11000 centipoise, polymerization rate 20%), and compound ell (II
Parts by weight of 2-hydroxyethyl methacrylate zO as I), 05 parts by weight of z 21 ++ azobisisobutyronitrile/vQ as a polymerization initiator, and dioctips μ fosuccinate sodium salt [1005 parts by weight as a female agent] The added mixture was polymerized using a continuous plate making apparatus as disclosed in Japanese Patent Publication No. 52-30985 to produce a methacrylic resin plate having a thickness of 3 sheets. Polymerization was carried out at 60°C in a warm water atmosphere at 70°C.
The polymerization was completed by staying at 130° C. for 15 minutes under an air atmosphere. The obtained methacrylic resin cast plate was evaluated in the same manner as in Example 1, and the surface resistivity a
The resistivity was 6 x 10'Ω, the charge half-life time was Za seconds, the haze value was 1.5 cm, and the surface resistivity after washing with water was &3 x 10'Ω.

In addition, the tensile elastic modulus is 5OX 10'kg/cM",
Tensile breaking strength is 740 kg/crtt”, HDT is 1
It was 00℃.

Example 27 Example 26 except that P-7 was used as a substitute for copolymer P-1.
In the same manner as above, a methacrylic resin cast plate having a thickness of 3 m was obtained. The surface resistivity was tIX1010Ω, the charge half-life time was 2.0 seconds, the haze value was 1.5H, and the surface resistivity after water washing was 9.9X10'Ω.

Also, the tensile elastic modulus is 5OX 10'kll/cs"
, the tensile breaking strength is 740 kg7cm2, and HD'
r was reached at 100°C.

Comparative Example 2 5 parts by weight of copolymer P-4 (L) obtained in Example 14 was added to 100 parts by weight of methyl methacrylate, and the same method as in Example 1 was carried out to produce a methacrylate/l/resin cast plate with a thickness of 511 II. Table 6 shows the evaluation results of antistatic performance and other physical properties after conditioning the humidity in an atmosphere of 23° C. and 65 Ls relative humidity for one day.

Comparative Examples 3 to 5 100 parts by weight of methyl methacrylate partial polymer (viscosity 100 centiboise, polymerization rate 8%) was added as a compound (m) to 2-hydroxymethacrylate V-methacrylate, methacrylic acid,
2.0 parts by weight of each propylene glyco-μ was added and mixed, and the same method as in Example 1 was used to obtain a 3M thick methacrylic resin cast plate. The evaluation results are shown in Table 6.

Comparative Example 6 Polyethylene glycol/l/(23
) Copolymer P was prepared in the same manner as in Example 1 by adding 5,580 parts by weight of monomethacrylate monomethyl ni-teμ.
-14 was obtained.

The above copolymer P- was added to 100 parts by weight of methacrylate.
142.0 parts by weight and 1.0 parts by weight of 2-hydroxyethyl methacrylate were added and mixed, and a methacrylic resin cast plate having a thickness of 5 tm was obtained in the same manner as in Example 1. The evaluation results are shown in Table 6.

Comparative Example 7 5 parts by weight of chrycerin monomer arate was added to 100 parts by weight of methyl methacrylate partial polymer (viscosity 100 centivoise, polymerization rate 8%) and mixed, and a methacrylic resin having a plate thickness of 5 cm was prepared by the same method as in Example 1. I got a cast board. The evaluation results are shown in Table 6.

Comparative Example 8 Coating type antistatic agent having quaternary ammonium base (Staticide, Analytical Chemical L
A 3-inch thick methacrylic resin plate (Acryphyte, manufactured by Mitsubishi Rayon) was soaked in a 1.5 ts aqueous solution of Aboratories Co., Ltd. for 1 minute, and after air-drying, it was evaluated in the same manner as in Example 1. The results are shown in Table 6.

〔Effect of the invention〕

According to the present invention, it is possible to provide a methacrylic resin cast plate that has good and permanent antistatic performance and does not deteriorate the inherent physical properties of methacrylic μ resin. This methacrylic resin plate has no trap μ caused by static electricity, so it can be used in industries that require high reliability such as electronics-related fields.

Table Matadashi PEG (23): Polyethylene glycol/I/
(2!S) Monomethacrylic V-monomethi ether μ MMA: Methyl methacrylate Table 4 However, DEMA: Dimethyl μ aminoethyl methacrylate DMMA: Dimethylaminomethy μ methacrylate DEA: Diethylaminoethyl acrylate, rate DE8 Nidiethyl sulfate DMS Nizimethy/%/#

Claims (1)

[Claims] 1. Methyl methacrylate or methyl methacrylate 5
For 100 parts by weight of a monomer mixture or a partial polymer thereof (I) consisting of 0% by weight or more and 50% by weight or less of at least one monomer copolymerizable with the monomer mixture, the general formula ▲ mathematical formula, chemical formula, There are tables, etc. ▼ (R_1 is a hydrogen atom or a methyl group, R_2 to R_4 are hydrogen atoms or an alkyl group that may contain a substituent having 1 to 9 carbon atoms, m is 1 to 10, and X^- is a quaternary monomer 30-having a quaternary ammonium base represented by
(Co)polymer (II) obtained by polymerizing a monomer or a monomer mixture consisting of 100% by weight and 0 to 70% by weight of at least one monomer copolymerizable with this (co)polymer (II) 0.1 to 20
Parts by weight, and general formula ▲ Numerical formula, chemical formula, table, etc. ▼ (a) Fatty acid represented by (R_5 is a hydrogen atom or an aliphatic hydrocarbon residue having 1 to 22 carbon atoms) General formula ▲ Numerical formula, chemical formula , tables, etc.▼(b) (R_6 is a hydrogen atom or an aliphatic hydrocarbon residue having 1 to 4 carbon atoms, A_1 is an alkylene group having 2 to 6 carbon atoms, and n is an integer of 0 or 1 or more) Among the alkylene glycols represented by acrylic acid or its derivatives and general formula ▲ mathematical formula, chemical formula, table, etc. ▼ (c) (A_2 is an alkylene group having 2 to 4 carbon atoms, p is an integer of 1 or more) A method for producing a methacrylic resin cast plate with excellent antistatic properties, comprising mixing and polymerizing 0.1 to 20 parts by weight of a compound (III) selected from the following. 2. As monomers that can be copolymerized with monomers having a quaternary ammonium base, there are general formulas, mathematical formulas, chemical formulas, tables, etc. (R_7 is a hydrogen atom or a methyl group, R_8 is a hydrogen atom or a carbon number of 1 -18 alkyl group, allyl group, aryl group, aralkyl group, A_3 is an alkylene group having 2 to 4 carbon atoms, and q is an integer of 0 to 500) is used, according to claim 1. A method for manufacturing a methacrylic resin cast plate with excellent antistatic properties. 3. The counter anion of the quaternary ammonium base has the general formula R_9SO_3^- or R_9OSO_3^-(R_9
is a hydrogen atom or an alkyl group which may contain a phenyl group having 1 to 20 carbon atoms) The method for producing a methacrylic resin cast plate with excellent antistatic properties according to claim 1. 4. A methacrylic resin cast plate with excellent antistatic properties as claimed in claim 1, in which polymerization during production of the cast plate is carried out in a mold composed of two inorganic glass plates or metal plates and a gasket. Production method. 5. The claim that the polymerization during production of the cast plate is carried out continuously in a mold consisting of two single-sided mirror-polished stainless steel endless belts and gaskets that proceed in the same direction and at the same speed. 2. The method for producing a methacrylic resin cast plate with excellent antistatic properties as described in item 1.