JPS6084366A - Antistatic coating agent and production thereof - Google Patents

Abstract

PURPOSE:To produce the titled coating agent capable of forming an antistatic coating film with good adhesion, which has excellent flexibility, flame retardance and resistance to water and heat, etc., by condensing a silyl group-contg. vinyl polymer with a polysiloxane. CONSTITUTION:A hydrosilane (e.g. methyldimethoxysilane) is added to the terminal unsaturated bond of a vinyl polymer (e.g. polymethyl methacrylate having an MW of 1,000-10,000) in the presence of a platinum catalyst to obtain a vinyl polymer contg. silyl groups attached to hydrolyzable groups. 100pts.wt. said polymer is condensed with 8-110pts.wt. polysiloxane (contg. at least one hydrolyzable group and hydroxyl group per molecule) obtd. by polymerizing a monomer of the formula (wherein X is a hydrolyzable group, hydroxyl group; 0<a<=4). The resulting coating agent can be thick-coated and its coating film does not form rainbow colors resulting from light interference.

Description

[Detailed description of the invention]

The present invention relates to a novel anti-static coating agent which is a chemical compound of a vinyl-based vehicle composite and a polysiloxane, and a method for producing the same. Antistatic methods (synthetic resin) are broadly divided into two types: spread-in type and coating type. It has advantages such as easy application and anti-static properties on transparent objects without detracting from its appearance. (7
There are two types of xane type G. Simixan type. C2, as disclosed in Japanese Patent No. 231959,
Provides an antistatic coating with much better water distribution, il+rJ, abrasion resistance, solvent resistance, and weather resistance than surfactant type σ]. However, the film obtained from the conventionally known ν-type anti-static coating agent is a completely inorganic glue film, which is brittle and has poor flexibility, and the resin C has poor adhesion. is causing problems. In addition, if a thin film with a thickness of about 0.1 to 0.5 μm is peeled off, it will peel off, resulting in rainbow coloration due to interference on the film surface, which may cause problems when applying transparent material C2. There is. As a result of extensive research aimed at resolving the drawbacks of such conventional adhesive-based antistatic coating agents, the present inventor has discovered that the use of specific organic resins is extremely effective. Provided is an antistatic coating agent formed by condensation of a diode and a polysiloxane. Another invention is this. an effective method for producing the antistatic coating;
That is, 1 formula % formula % ((wherein, X is a halogen atom, an alkoxy group, an acyloxy group, an amino group; At least one hydrolyzable group and a hydroxyl group are present in one molecule.Also, a is a polysiloxane represented by 0 (a≦4) and a terminal, fl) Rui & 1 It is an antistatic product in which a vinyl polymer containing a silyl thread with a hydrolyzable group bonded to it is condensed in an inert solvent medium with a vinyl polymer containing one silyl thread in each molecule. The antistatic coating agent according to the present invention has excellent adhesion to resin surfaces, and the resulting coating film has antistatic properties, transparency, and flexibility. , water resistance. Excellent solvent resistance, heat resistance, flame retardance, etc., and appropriate surface hardness, so there is no problem even when applied thickly, and there is no interference with the paint film. The iridescent color due to the action can be stopped at 1 vJ, which is extremely desirable from a practical standpoint.The polysiloxane used in the present invention C2 can be prepared, for example, as follows.That is, the general formula OR (wherein R represents an alkyl group, alkoxyalkyl group, aralkyl group, or aryl group having 1 to 8 carbon atoms, and they may be the same or different groups of 2 or more; 1] represents a positive integer) Chlorinated polysiloxane represented by the general formula (in which 1m represents 0 or a positive integer) or a siloxane compound bonded with other hydrolyzable groups.Usually reacted with water in an alcoholic solvent. The substance of the formula +11 can be easily prepared from the word 2. In the present invention, the +11 xylochitin includes such xylochitin compounds.
Vinyl polymers are compounded by C2, for example, as follows. General formula CH=OHOOORtlV+ (wherein, H is hydrogen or an alkyl group having 1 to 8 carbon atoms) and or the general formula % formula % (1 (in the formula, + R is hydrogen or carbon number 1 ~8σ) A methacrylic acid derivative represented by an alkyl group 2, castor, or a polymer or copolymer of a vinyl monomer copolymerizable with these (Ill), with the general formula () % formula %) C formula -R, a monovalent hydrocarbon group selected from an alkyl group, an aralkyl group, and an aryl group -X having 1 to 1 carbon atoms;
/ is a halogen atom, an alkoxy V group, an alkoxyalkoxy V group, an allyloxy V group, or an amino group. Represents a hydrolyzable group selected from aminokyri groups. The height is 0, 1 or 2. ) Hydrosilylation may be carried out with a hydrosilane having at least one hydrolyzable group on silicon represented by the formula (R), or the polymerizable vinyl monomer and the general formula (R) C In the IVII+ C formula, R6, tH, a monovalent hydrocarbon group selected from an alkyl group having 1 to 1 o carbon atoms, an aralkyl group, and an aryl group -RtX, a polymerizable divalent bond bonded to γ silicon through a carbon-silicon bond Yaiso residue having
xl represents a hydrolyzable group selected from a halogen atom, an alkoxy group, an alkoxyalfoxy group, an acyloxy group, an amino group, and an aminokyri group; or 2. At least one silyl group in one molecule is synthesized by copolymerizing with a polymerizable silicon compound having at least one hydrolyzable group represented by F on silicon. A vinyl polymer containing one silyl group can also be prepared. The silyl group-containing vinyl polymer subjected to rflAI fM in this way is mixed with the polysiloxane solution, and the hydrolyzable group bonded to the silyl group bonded to the polysiloxane human mixil thread and the vinyl polymer is mixed with the polysiloxane solution. By carrying out a condensation reaction, the polysiloxane and the vinyl polymer become strong and chemically composited by the loxane bond, thereby making it possible to easily obtain a novel and excellent antistatic coating agent. The method for producing the antistatic coating agent of the present invention is as follows:
As mentioned above (carried out in a three-step secondary reaction) ■ Synthesis of polysilochitin solution ■ Synthesis of silyl group-containing vinyl polymer ■ Composite of silyl group-containing vinyl polymer and box a chitin The following l two each The present invention will be explained in more detail in steps: l) Synthesis of polysiloxane solution Binding with the above-mentioned MP, vtJ-cate, or the chlorinated polysiloxane represented by the formula 0111 or other hydrolyzable group Alternatively, it can be synthesized by reacting a loxane compound with water in an alcohol. The silicon compound used is, for example, −8iOt +
Si(OMe), 5i(00H) +4 4 2
54 Si (00H) + 5i (00B) +374 4
94 [OH, (]ON(OH,))4Si and their condensates, e.g. (It,5iO8iot + (OH3
0J, 5iO8i(OCH3)3 + (021150)
3SiO8i(0(1,R5)3(Act)SiO8i
(OAo). or commercially available ethyl silicate 40. A known method 1, for example, adding water to silicon compounds,
A hydrolyzate can be easily obtained by reacting in the presence of an acid catalyst. As such acid catalysts, both organic and organic acids can conveniently be used;
For example, hydrochloric acid, sulfuric acid, phosphoric acid, phosphoric acid, etc. are preferable, and organic acids and 1. These include formic acid, acetic acid, 41-α, and p-
1-luenesulfonic acid and the like are preferably used. Soσ)
Between the catalysts. Generally, about 1.0 ppm to 5% is preferably employed based on the silicon compound. Even if you use more than 5 chips, you can still get the desired product, but you cannot expect particularly good results. In the silicon compound formulation A, the lb form part (silica part) of the solution is added.
It is preferable to add 2 to 10% by weight and 1t%. The water to be blended is preferably an alcoholic acid such as hydrated methanol, ethanol, gropanol, or butanol, which is a silicon compound. Reaction temperature (temperature, hard temperature is advantageously adopted, but higher than σ
) temperature may be used, and the reaction time may vary depending on the temperature and catalyst p1 (but is generally 1 to 48 hours). Regarding polymers, 1 JP-A-49-45130
Various types of σ) are known, as shown in Japanese Patent Publication No. Examples of vinyl car M bodies that can be used in the present invention include: acrylic acid - methyl acrylate - acrylic acid derivatives such as ethyl acrylate and butyl acrylate - methacrylic acid, methyl methacrylate, ethyl methacrylate - medacrylic acid Styrene-vinyl acetate, which can be copolymerized with one or 26 of these, the above mixture, or these acrylic monomers, such as butyl, etc.
Acrylonide compound 1 Normal molecular weight 1,000~] (1,
A chain transfer agent such as .alpha.-doderyl mercagdan or t-doderyl mercagdan is used to condition the polymer. During these polymerizations, a solvent may be used, but when used, a non-reactive inert agent such as swelling hydrogen, acetate esters and ethers may be used. preferable. As a method for introducing a silyl group, two methods can be applied: -A) hydrosilylation method and B) co-intoxication method. A) σ] The hydrosilylation method is a method in which a 5a silane represented by the above general formula (vl) is added to the 1δ unsaturated bond of the bivinyl-based polymer 9 described in ilJ.
For example, trichlorosilane, methyldichloro

[Halogenated hydrosilanes such as fuduran, phenyldiglo-vran - trimethoxysilane, methyldimethoxy i/v lan, triethylvvran - methyldiethoxy// i/alfuki v1 nitrosilanes such as uranium phenyljetki i/silane . Examples include hydrosilanes for various glazes, such as triacetoxysilane and methyldiacetoxysilane, and triacetoxysilane. It is preferable to use the hydrosilane in an amount of 1 to 2 times the number of carbon-carbon double bonds in the monopolymer. Reacting hydrosilanes with carbon-carbon double bonds (
2. The catalysts used are R14'J1 such as platinum, rhodium, cobalt-palladium and nickel! 4 v
Salts of IR group transition metals and their complexes are effective, specifically chloroplatinic acid, Wilkinson complex, cobalt carbonyl, palladium chloride. Examples include nickel chloride. Reaction temperature is 70-120
A suitable reaction time at °C is 1 to 10 hours. B) σ) 1F method uses the vinyl monomer σ) 1 i
1 or 2 or more glazes are copolymerized with a polymerizable silicon compound having at least one hydrolyzable group represented by the general formula 6111 on the silicon layer.
], -For example, OH,=OH-8i(3t,-0
H2=O)]-81(OOH3)3-0H2=O)]-
8i(002H,)3-OH3 1 0H2=OHOOO(OH2), Si (OCH3)
2.0H2=0-000(OH2)3Si(OCH
3) 2, OH3 0H2=O-000(OH2)3Si(OCH3)3.
Examples include 0H2=OH-81(OOH20H200H,)3. Copolymerization of these silane compounds and the above-mentioned vinyl compound produces benzoyl peroxide (BPO). It can be carried out by the usual solution East method using a radical initiator such as azobisisobutyronitrile (AIBN) at a temperature of 70 to 1 zo'C. 3) Combination of a silyl group-containing vinyl polymer and a polysiloxane solution In this step, the polysiloxane solution obtained in step 1) and the silyl group-containing vinyl polymer obtained in step 2) are mixed. By causing a condensation reaction between a silyl group-containing vinyl polymer and polysilochitin, it is possible to obtain a chemically complexed target product through a strong i-norochitin bond. When the vinyl polymer is present in a large amount in the mixing ratio of both, the resulting film has good adhesion to one resin surface, but the antistatic property is lost; Excellent preventive properties, but poor adhesion to the resin surface. Therefore, the mixing ratio of both components is important, and in order to obtain excellent adhesion and antistatic properties, the solid content of the silyl group-containing vinyl polymer is usually 100 M parts C: and the polysiloxane is It is used in proportions ranging from 8 to 110 parts by weight, with a preferred range of 20 to 70 parts by weight. The condensation reaction C2 requires a catalyst, but generally when producing polysiloxane, Cmm is required, and the catalyst contained in the liquid acts effectively as it is (+r). However, in the case of a shortage, Furthermore, it may be added.Also, at this stage, a solvent can be added as a solvent.Solvents that can be added include: Alcohols such as methanol, ethanol-gropanol, and ethyl acetate. , butyl acetate, etc.σ] Acetate ester stone 1
, (any one or a mixture thereof, and a bath agent 1 that dissolves with these solvents, such as toluene, xylene, etc., may be mixed. Reaction 1: 1A i'Jl is at room temperature or higher. Reaction time

[Knee temperature 1. L varies depending on the catalyst field, but generally 1~
48 clock 1 is appropriate. σ) Like 1. 'AiM's antistatic coating according to the present invention has good adhesion to glass surfaces and 4-hour antistatic ability, and can be easily molded into glass by selecting various vinyl polymers. Product, resin 4'
Various synthetic resin molding materials such as D material and M fiber film can be easily prevented from static electricity. In addition, it can be used in a wide range of applications, such as imparting hydrophilicity to the surface of objects, as a primer paint to improve the adhesion of top coats, and as a rust-preventing paint for gold-coloured surfaces, and has great industrial value. The present invention will be explained in more detail with reference to specific examples below. Note that the numbers in the examples will be referred to hereinafter. in 90 parts toluene (2 MMA 10
0FIS, from A a solution containing 3 parts of N-n-dodei/2 parts of lumercabutan was added dropwise over 6 hours, then at 2 o'clock IF1)
The reaction yielded an MMA polymer with a molecular weight of 8,000. A solution prepared by dissolving 2.5 parts of methyldimethoxysilane and 0.0005 parts of chloroplatinic acid in isoglobanol was added to 30 parts of the obtained MMA car body, sealed at a temperature of -90°C, and reacted for 18 hours to form silyl. A foundation fi MMA polymer was obtained. Reference Example 2 100 parts of butyl methacrylate (hereinafter referred to as BMA) in 90 parts of toluene heated to 100°C. mR1 in which part AIBNa and 2 parts of n-dodecylmercaptaf were dissolved was added dropwise at 6F\j and reacted for 2 hours to obtain a BMA polymer with a weight of 15,000 molecule per molecule. Next, a solution obtained by dissolving 0 parts of BMA polymerization polymerization, 2.5 parts of Cnimetedilimethoxyi/silane, and 0.0005 parts of chloroplatinic acid in isoglopanol was added, the mixture was sealed at a temperature of 90°C, and the mixture was reacted for 8 hours to obtain silyl. A group-containing BMA polymer was obtained. Reference Example 3 15 parts of styrene (hereinafter referred to as 5T) in 90 parts of toluene heated to 100°C - 25 parts of MMA, 60 parts of BMA - AI
A solution containing 2 parts of BNa and 2 parts of n-F decyl mercaptan was added dropwise over 6 hours, and the reaction was continued for another 2 hours to obtain a molecular weight of s, oo.
oσ) A vinyl copolymer was obtained. 30 parts of the obtained copolymer l dimethyldimethoxy VV run 2
．． Add a bath solution containing 5 parts of platinum chloride eho, o 005m dissolved in inpropanol C, and seal at a temperature of 90°C.
The reaction was carried out for a period of time to obtain a lilyl-containing H-vinyl copolymer. Reference example 4 MMA15 in xylene heated to 100°C
Part U - 45 parts of γ-methacryloxyglopyltrimethoxyinorane (TSMA). A mixed ltf of the AIBNIO portion was added dropwise over 5 hours and reacted for 2 hours to obtain a silyl group-containing vinyl polymer having a molecular weight of 8,000. Reference example 5 C: BMAI5 in 45 parts of kydurene heated to 100°C
A mixed solution of 0 parts - 'I'5MA 45 parts - A4BN 10 parts was added dropwise over 5 hours, and then reacted for 2 hours to obtain a silyl group-containing vinyl copolymer having a molecular weight of 5,000. Example 6 5T15↑ in 45 xylene heated to 100℃:
1-MMA 25 parts-BMA 40 parts-TSMA 25 parts-A
A mixed solution of 5 parts of IBN was added dropwise over a period of 5 hours, followed by a reaction for 2 hours to obtain a silyl group-containing vinyl copolymer having a molecular weight of 5,000. [Manufacture of polysiloxane] Reference Example 100 parts of fisopropanol, 25 parts of water, 35 parts of orthoethylsilicate, and 05 parts of concentrated hydrochloric acid were mixed and reacted at a temperature of 60° C. for 5 hours to obtain a polylyloxane solution. Example 1 50 parts of the polysiloxane solution obtained in Reference Example 7 was added to 10 parts of the silyl group-containing MMA polymer produced in Reference Example 1, and reacted with stirring at room temperature for 30 minutes. After adding 30 parts of ethyl C diacetate and 10 parts of n-butanol, the mixture was left to stand for 24 hours to obtain an antistatic coating agent. Example 2 50 parts of the polysiloxane solution prepared in Reference Example 7 was added to 10 parts of the silyl group-containing BMA polymer obtained in Reference Example 2, and the mixture was stirred at room temperature for 30 minutes to react. After adding 20 parts of ethyl acetate and 1,710 parts of n-butanol, the mixture was left to stand for 24 hours to obtain an antistatic coating agent. Example 3 Lilyl Fund-containing vinyl-based co-merged lO prepared in Reference Example 3
50 parts of the polysiloxane solution obtained in Reference Example 7 was added thereto and stirred at room temperature for 30 minutes (two reactions were carried out). Next, this was treated with 20 parts of ethyl acetate, n-putal iog, and 10 parts of siglohexafluoride. An antistatic coating agent was obtained by leaving it for 24Vj for 7 hours.Example 4 10 parts of the silyl group-containing vinyl polymer obtained in Reference Example 4 was mixed with the polysiloxane obtained in Reference Example 7. Eh, 24 ftt
After leaving it for a while, a coating agent for static fat fixation was obtained. Example 5 Silyl group-containing vinyl copolymer 11 prepared in Reference Example 5
) was added with 50 parts of the polysiloxane solution obtained in Reference Example 7, and reacted with stirring at room temperature for 30 minutes. To this, ethyl C diacetate zO parts, 10 parts of n-butanol and 1710 parts of cyclohexane were added, and the mixture was allowed to stand for 24 hours to obtain a one-shot electrostatic coating agent. Comparative Example 1 Molecular weight of a produced in the process of Reference Example 1 (approximately 8.0000)
50 parts of the polysiloxane solution obtained in Reference Example 7 was added to 10 parts of the MMA polymer, and the mixture was stirred at room temperature for 30 minutes. To this, 30 parts of ethyl C diacetate and 10 parts of n-butanol were added for 24 hours.
1) A comparison σ) solution was obtained by standing. Comparative Example 2 50 parts of the poly, a, + san solution prepared in Reference Example 7 was added to 10 parts of the BMA small coalescence prepared in the process of Reference Example 2, and after stirring at room temperature for 30 minutes, acetic acid was added to this. ethyl 2
0 parts of n-butanol and 10 parts of n-butanol xoi-cyclohexanone were added thereto, and the mixture was left to stand for 24 hours to obtain a comparative solution. Comparative Example 3 Silyl group-containing vinyl polymer 10 prepared in Reference Example 3
50 parts of n-isoglopanol were added and stirred at room temperature for 30 minutes.
0 parts of i/fucloxanone was added thereto, and the solution was left to stand for 24 hours to obtain a comparative solution. Comparative Example 4 50 parts of isopropanol was added to 10 parts of the vinyl copolymer containing a lylyl group prepared at ~t11 in Reference Example 4, and the mixture was stirred at room temperature for 30 minutes. Add 30 parts of ethyl vinegar to this. 10 parts of n-butanol was added and left to stand for 24 hours to obtain a comparative /If. Comparative Example 5 Silyl group-containing vinyl polymer 10 prepared in Reference Example 5
After adding 50 parts of isopropanol to the mixture and stirring at room temperature for 30 minutes, 10 parts of ethyl acetate 30W-n-butanol was added thereto and the mixture was left open for 24 hours to obtain a comparative solution. Comparative example 6 Reference 4! Add 50 parts of the silyl group-containing vinyl-based colithic coalescence prepared in Step 116, add 50 parts of nitrogen banol, stir for 30 minutes, and add 20 parts of ethyl diacetate. 10 parts of n-butanol and 10 parts of cyclohexanone were added and left to stand for 24 hours to obtain a comparative solution. Comparative Example 7 Bo'Ii/Rokikichi $50YaC prepared in Reference Example 7
Ethyl diacetate 3() sound 11-11-butanol 20 years ago L
1710 parts of Sigrohexa was mixed and left to stand for 24 hours to obtain jσ for comparison. Using each of the antistatic coating liquids obtained in the above Examples and Comparative Examples, - Polymethyl methacrylate σ) Casting Temporary and Polyvinyl Chloride Extrusion Formation 4 were immersed in the coating and left to diffuse for 24 hours. The resulting coating film σ) performance and antistatic effect were investigated. The measurement results are summarized in table fi1. The hardness, adhesion, and surface resistance of the coating film were measured by the following methods. (a) Lead rectangle history 5 = JISK540 (L) was pasted. Also, the device was
-F hit type lead photometer (made by Uejima Seisakusho) was used. (b) Strongly peeled off adhesive cellophane tape (trade name: Sellotape, made by Nichiban Co., Ltd.) and peeled it off sharply in a 90-degree direction. The presence or absence of peeling was investigated. At that time, total < II 1if
Even if t was long, σ), those in which O1 peeling was observed were indicated by ×. The surface resistance value was determined using a high-414 resistance meter, Stack TR-3 model (manufactured by Tokyo Kako Co., Ltd.). Antistatic effect is 1×10 Ω
(Upper limit of the measuring device) - It is determined that there is no antistatic effect above this limit. From the table above, implementation f! jjl 1-3. Comparative Examples 1 to 3 are examples and comparative examples using a silyl group-containing vinyl polymer synthesized by a hydrosilylation method, and Examples 1 to 3 have low surface resistance values and good static surface resistance. In addition to having excellent adhesion to polyvinyl chloride plates, it also has sufficient pencil hardness.On the other hand, coating agents other than the present invention, i.e., by monohydrosilylation, silyl^~ Comparative Examples I and 2, in which a vinyl polymer to which no
Well then. Since the vinyl polymer and the polysiloxane are not chemically bonded and are merely physically mixed, the effect as in Example σ] is not exhibited. In addition, in Comparative Example 3, which contained only the -i/lJ yarn-containing vinyl-based width combination and did not mix the borylyloxane yi solution, the adhesion was 100% better, but no antistatic effect was exhibited at all. Examples 4 to 6 and Comparative Examples 4 to 6 are specific examples using silyl group-containing vinyl polymers synthesized by a copolymerization method, and are based on the presence or absence of mixed polysiloxane (σ). This is an example. The coating film obtained from the Example 4 4-6σ coating agent exhibited the same effect as that of Examples 1-3, whereas Comparative Examples 4-6, which did not contain polysiloxane, It can be seen that it does not have antistatic properties. In Comparative Example 7, only Bo'Jil loxane soluble n9 body number) was used. It is a 1x compound containing a silyl group-containing vinyl polymer, and has excellent antistatic properties, but is significantly inferior in adhesion to polychlorinated vinyl. As shown in σ) above, it is clear that the desired physical properties 1j- can be realized for the first time by mixing the silyl group-containing vinyl polymer and the boraryloquitin solution and chemically combining the two by condensation reaction ≦2. It is. FIG. 1 of the accompanying drawings is a graph showing the relationship between the standing time after coating and the surface resistance value of the coated film for the two coating agents C of Examples 3 and 5σ. The measurement was carried out after 24 hours had elapsed after the coating agent was applied to a vinyl chloride resin plate at 81 [periodically opened jib], and the solid line is Example 3, and the dotted line is Example 5. It can be seen from the graph that the silyl group-containing vinyl polymer and polysiloxane are reliably combined through chemical bonds L2 over time, and the electrostatic silicon effect is exhibited. In the case of both examples the amount of catalyst. In any case, the reaction time at room temperature is preferably 5 hours or more.
It can be understood from the graph that it takes 0 hours and above. The antistatic footing agent of the present invention has been conventionally used. Coating can also be carried out using any method such as dip coating, brush coating, spinner coating, spray coating, etc. The surface resistance value σ) range required for proper sound is less than -LOQ order, preferably 10~]0Ω order or less, but the surface resistance value of the film obtained from the antistatic coating agent according to the present invention is , on the order of 108 to 109 Ω, and it was found that it had sufficient antistatic properties.σ) Adhesion to the resin surface was evaluated using the commonly used Cerodeague test method, but conventionally σ) i10 chitin type. So, it is extremely strong against vinyl chloride scratches and greasy surfaces that easily peel off.
1 film has aged. The expression of these σ] sexual costs is
The chemically bonded vinyl polymer and polysiloxane act like a kind of polymeric surfactant θ),
This is thought to be due to the fact that the vinyl polymer is 71t oriented on the resin surface, and the polysiloxane on the moisture-containing atmosphere side is 71t oriented. ?
/I2 membrane polymer σ: Because it is composed of
If the organic skeleton is a vinyl-based polymer based on a monomer that has excellent weather resistance like methyl acrylate, it can be used as a coating film with excellent weather resistance. -1 Rari, Ru. Due to the surface orientation of the lily force component, ! (the surface hardness is high at 4H to 2H, and the flame retardancy is also improved.1) Furthermore, the coating agent according to the present invention can be applied thickly. It has various advantages, such as not producing rainbow colors due to interference effects and being able to process transparent items without damaging their appearance.

[Brief explanation of the drawing]

Figure 1 shows the electrostatic charge 1! according to the present invention. /j,lh)t4
How long should the coating agent be left after preparation? : Resistance m of coating film
It is a graph showing the relationship. The solid line is for the coating agent of Example 31, and the dotted line is for the coating agent of Example 5.

Claims (1)

[Scope of Claims] 1. An antistatic coating agent comprising a chemical complex of a silyl group-containing vinyl polymer, polysiloxane, and σ. 2. Unlearned t1! Or a silyl group-containing vinyl polymer that is bonded to a hydrolyzable group in the side chain or has a lyl group in each molecule (both 1 silyl group and -X is selected from a hydrolyzable group and a hydroxyl group). At least one hydrolyzable group and at least one hydroxyl group are present in one molecule.Also, a is 0 (
The number is a≦4. ) A method for producing an antistatic coating agent, which comprises carrying out a condensation reaction with bo'li/O xane represented by: 3. The hydrolyzable group is a halogen atom-alkoxy group. The method according to claim 2, which is an alkoxyalkoxy group, an acyloxy group, or an amino group-aminoxy group.