JP2003182009A - Substrate for electronic paper - Google Patents

Abstract

(57) [Problem] To provide a base material for electronic paper which has excellent antistatic properties, scratch resistance, slipperiness, etc., and has excellent properties such as prevention of dirt due to adhesion of dust, scratch prevention, handleability, and the like. provide. SOLUTION: A polyester film has a coating layer having a pencil hardness of H or more on one surface, and the coating layer has a thickness of 0.1 mm or more.
5 μm to 1/10 of the thickness of the polyester film, the surface resistance of the coating layer surface is 1 × 10 ¹¹ Ω or less, and the coefficient of friction between the film front and back is 0.4 or less. For electronic paper.

Description

Detailed Description of the Invention

[0001]

BACKGROUND OF THE INVENTION 1. Field of the Invention The present invention relates to a substrate for electronic paper, and more specifically, a coating layer having excellent scratch resistance, antistatic property, slipperiness, etc. is provided on one surface of a polyester film. Laminated film, various electronic display applications (for example, computer display, electronic paper display, electronic ink display, color electronic ink display, etc.), optical writing electronic paper, electronic photography, electronic POP, POS, indoor advertisement, outdoor Advertising, wallpaper, newspapers, magazines, various screens, signs, road information boards, signs, bulletin boards, electronic copy paper, electronic displays for mobile phones and handheld devices, clocks, cameras, mobile information devices, mobile displays, displays for game consoles, Securities, cards, stamps, postcards, commercial prints, prints Printing, books, menus, price tag,
The present invention relates to a base material for electronic paper used for luggage tags, slips, clothing, food and household goods, windows, fusuma, shoji, doors, electronic paper crafts, and the like.

[0002]

2. Description of the Related Art At present, a hard coat film obtained by applying a hard coat layer on a polyethylene terephthalate film which is excellent in heat resistance, water resistance, chemical resistance, mechanical strength, etc. and dried and used is used for various purposes. ing. However, the hard coat film is inferior in antistatic property and slipperiness, and adheres dust or dust due to electrification and has poor slidability, so that it has problems such as poor handleability, and is used as a base material for electronic paper. There is a need for improvement.

[0003]

SUMMARY OF THE INVENTION The present invention has been made in view of the above circumstances, and the problem to be solved is excellent in antistatic property, scratch resistance, slipperiness, etc., and prevention of dirt due to adhesion of dust and the like. Another object of the present invention is to provide a base material for electronic paper having excellent properties such as scratch resistance and handleability.

[0004]

As a result of intensive studies in view of the above problems, the present inventors have found that the above problems can be easily solved according to a specific laminated film, and have completed the present invention. I arrived. That is, the gist of the present invention is to have a coating layer having a pencil hardness of H or more on one surface of a polyester film, and the thickness of the coating layer is in the range of 0.5 μm to 1/10 of the thickness of the polyester film, The base material for electronic paper is characterized in that the surface resistance of the surface of the coating layer is 1 × 10 ¹¹ Ω or less and the coefficient of friction between the front and back of the film is 0.4 or less.

[0005]

BEST MODE FOR CARRYING OUT THE INVENTION The present invention will be described in detail below.
The substrate for electronic paper of the present invention is, for example, a substrate that receives a transparent electrode used in electronic paper having a structure in which electronic ink or particles are sandwiched between transparent electrodes, and when a voltage is applied to the electrode. The polyester film is used as a base material for electronic ink displays, etc., which can display various images by rotating partially charged ink particles with dyes present between electrodes. The coating layer having a pencil hardness of H or more is 0.
It consists of a laminated film provided with a thickness in the range of 5 μm to 1/10 of the thickness of the polyester film.

The polyester constituting the polyester film of the present invention means a polyester obtained by polycondensing an aromatic dicarboxylic acid and an aliphatic glycol. Examples of the aromatic dicarboxylic acid include terephthalic acid and 2,6-naphthalenedicarboxylic acid, and examples of the aliphatic glycol include ethylene glycol, diethylene glycol and 1,4-cyclohexanedimethanol. Examples of typical polyesters include polyethylene terephthalate (PET) and polyethylene-2,6-naphthalene dicarboxylate (PEN). The above polyester may be a copolymer containing the third component. The dicarboxylic acid component of the copolyester includes isophthalic acid, phthalic acid, terephthalic acid, 2,
6-naphthalenedicarboxylic acid, adipic acid, sebacic acid, oxycarboxylic acid (for example, P-oxybenzoic acid, etc.) are mentioned, and the glycol component is ethylene glycol, diethylene glycol, propylene glycol, butanediol, 1,4-cyclohexanediene. Examples include methanol and neopentyl glycol. Two or more kinds of these dicarboxylic acid components and glycol components may be used in combination.

In the present invention, considering the handling property, it is preferable that the film contains particles under the condition that the transparency is not impaired. The particles used include, for example, silicon dioxide, calcium carbonate, aluminum oxide, titanium dioxide, kaolin, talc, zeolite, lithium fluoride, barium sulfate, carbon black, as described in Japanese Patent Publication No. 59-5216. Heat resistant polymer fine powder and the like can be mentioned. These particles are 2
You may use together 1 or more types. The average particle size of the particles is usually 0.
The thickness is 02 to 2 μm, preferably 0.05 to 1.5 μm, and more preferably 0.05 to 1 μm. The content of the particles is usually 0.005 to 1% by weight, preferably 0.01 to
It is 1% by weight. As a method of incorporating particles into the polyester film, a known method can be adopted. For example,
The particles can be added at any stage of the polyester production process, and particularly at the stage of esterification or after the completion of the transesterification reaction and before the start of the polycondensation reaction, it is added as a slurry dispersed in ethylene glycol or the like, and polycondensation is performed. It is preferable to proceed the reaction. Further, using a kneading extruder with a vent, a method of blending a slurry in which particles are dispersed in ethylene glycol or water and a polyester raw material, a method of using a kneading extruder to blend dried particles and a polyester raw material Can also be adopted.

The polyester film is generally produced by a method in which a sheet melt-extruded from an extrusion die according to an extrusion method is stretched and oriented biaxially in the longitudinal and transverse directions. In the extrusion method, polyester is melt extruded from an extrusion die and cooled and solidified by a cooling roll to obtain an unstretched sheet. In this case, in order to improve the flatness of the sheet, it is necessary to enhance the adhesion between the sheet and the rotary cooling drum, and the electrostatic application adhesion method or liquid application adhesion method is preferably adopted. The method for stretching and orienting the polyester film in the biaxial direction is not particularly limited, but a simultaneous biaxial stretching method, a sequential biaxial stretching method or the like is adopted.
As the simultaneous biaxial stretching method, the above-mentioned unstretched sheet is usually used.
It is a method of simultaneously stretching and orienting in a machine direction and a width direction in a temperature controlled state at 0 to 120 ° C., preferably 80 to 110 ° C., and a stretching ratio is 4 to 50 times, preferably an area ratio. It is 7 to 35 times, more preferably 10 to 20 times. And continue, 170
Heat treatment is carried out at a temperature of 250 ° C. under tension or under relaxation within 30% to obtain a stretched oriented film.

In the sequential biaxial stretching method, the unstretched sheet is stretched in one direction by a roll or tenter type stretching machine. The stretching temperature is usually 70 to 120 ° C., preferably 80 to 110 ° C., and the stretching ratio is usually 2.5 to
It is 7 times, preferably 3.0 to 6 times. Then, stretching is performed in a direction orthogonal to the stretching direction of the first stage. The stretching temperature is
It is usually 70 to 120 ° C., preferably 80 to 115 ° C., and the draw ratio is usually 3.0 to 7 times, preferably 3.5.
~ 6 times. Then, subsequently, heat treatment is performed at a temperature of 170 to 250 ° C. under tension or under relaxation within 30% to obtain a stretched and oriented film. In the above stretching,
It is also possible to employ a method in which stretching in one direction is performed in two or more stages. In that case, it is preferable that the stretching ratios in the two directions finally fall within the above ranges. Further, if necessary, it may be stretched in the machine direction and / or the transverse direction again before or after the heat treatment.

In the present invention, the thickness of the polyester film is not particularly limited, but is usually 25 to 500.
μm, preferably 50 to 300 μm, more preferably 75 to 200 μm. When the thickness of the polyester film is less than 25 μm, the stiffness of the film becomes weak, so that the handling property in the coating layer forming step and the like tend to be deteriorated. When the thickness of the film exceeds 500 μm, the flexibility may be deteriorated, which may impair the handling workability in the secondary processing and the like. The polyester film of the present invention may be, for example, a laminate obtained by coextrusion or may be colored. The coating layer constituting the film of the present invention, for example, a cationic copolymer is applied to one surface of the polyester film in a state of being dissolved in a solvent such as water, methyl alcohol, ethyl alcohol or isopropyl alcohol, and thereafter, It is dried and solidified. The coating is not particularly limited, but it is usually performed by a coating machine such as an air knife coat, a blade coat, a bar coat, a gravure coat, a curtain coat and a roll coat.

The thickness of the coating layer ranges from 0.5 μm to 1/10 of the thickness of the polyester film. When the thickness of the coating layer is less than 0.5 μm, scratch resistance is deteriorated, and when the thickness of the coating layer exceeds 1/10 of the thickness of the polyester film, the laminated film is curled, which is not preferable. . In addition, other additives such as monomers, resins, cross-linking agents, and pigments may be appropriately mixed and used as needed as long as they do not adversely affect the performance of the cationic copolymer during coating. . The cationic copolymer here is composed of a cationic monomer unit, a hydrophobic monomer unit and an organopolysiloxane unit as main components. The cationic monomer unit that can be used in the present invention contains a quaternary ammonium salt group in the unit. Above all, by using the monomer unit represented by the following general formula (a), more excellent antistatic property and antifouling property can be imparted.

[0012]

[Chemical 1]

(In the above formula, A represents O or NH, and R
^TwoIs hydrogen or CH_ThreeRepresents R^ThreeIs a carbon number of 2 to 4
Ruylene group or -CH_TwoCH (OH) CH_Two-Show
And R ^Four, R⁵And R⁶Are each independently carbon
Represents an alkyl group or an aralkyl group of the formulas 1 to 10, X
Represents halogen or alkylsulfate ion)

Specific examples of the above-mentioned cationic monomer unit include (meth) acryloyloxytrimethylammonium chloride, (meth) acryloyloxyhydroxypropyltrimethylammonium chloride,
(Meth) acryloyloxytriethylammonium chloride, (meth) acryloyloxydimethylbenzylammonium chloride, (meth) acryloyloxytrimethylammonium chloride, (meth) acryloyloxytrimethylammoniummethylsulfate, and other (meth) acrylic monomer units, ( (Meth) acrylamidopropyltrimethylammonium chloride,
(Meth) acrylamidopropyltrimethylammonium chloride, (meth) acrylamidopropyldimethylbenzylammonium chloride, and other (meth) acrylamide-based cationic monomer units.

These may be obtained by polymerizing the corresponding monomer, or a monomer having a tertiary amino group as a precursor thereof, such as dimethylaminoethyl (meth) acrylate or dimethylaminopropylacrylamide. May be first polymerized and then cationized with a modifier such as methyl chloride. The cationic monomer unit has 15 units in the copolymer.
It is desirable to occupy 60% by weight. If it is less than 15% by weight, the antistatic property tends to be insufficient,
When it exceeds the weight%, blocking tends to occur easily. As the hydrophobic monomer unit used in the present invention, various kinds can be used. Specifically, methyl (meth) acrylate, ethyl (meth) acrylate, butyl (meth) acrylate, isobutyl (meth) acrylate, tertiary butyl (meth) acrylate, cyclohexyl (meth) acrylate, 2
Examples thereof include alkyl (meth) acrylates such as ethylhexyl (meth) acrylate, lauryl (meth) acrylate, tridecyl acrylate and stearyl (meth) acrylate, vinyl esters such as styrene and vinyl acetate.

The hydrophobic monomer unit is 30 to 30% in the copolymer.
It is desirable to occupy 84.9% by weight. If the proportion of the hydrophobic monomer unit is less than 30% by weight, the antifouling property tends to be insufficient, and if it exceeds 84.9% by weight, the antistatic performance tends to relatively decrease. is there. As the organopolysiloxane unit that can be used in the present invention, those represented by the following general formula (b) are preferable.

[0017]

[Chemical 2]

(In the above formula, R ¹ and R ^{1 ′} each independently represent an alkyl group having 1 to 10 carbon atoms or a phenyl group, and n represents an integer of 5 or more). If it is less than 5, it may be difficult to impart sufficient lubricity to the resulting copolymer. The ratio of the organopolysiloxane unit contained in the cationic copolymer is usually 0.1 to 20% by weight. If the proportion is less than 0.1% by weight, the antifouling property tends to be insufficient, and if it exceeds 20% by weight, the antifouling property is not improved any more.

The organopolysiloxane units in the cationic copolymer are specifically represented by the following general formulas (c) and (d).
Alternatively, it is preferable to incorporate it into the copolymer by using the precursor represented by (e). The precursors shown in the following general formulas can be incorporated into the copolymer by using the reactive group D in each general formula.

[0020]

[Chemical 3]

[0021]

[Chemical 4]

[0022]

[Chemical 5]

(In the above general formulas (c) to (e), D is a radical polymerizable group selected from the group consisting of a vinyl group, an acryloyloxyalkyl group and a methacryloyloxyalkyl group, and an epoxy group such as glycidoxypropyl. Represents an aminoalkyl group or a mercaptoalkyl group, and R
Represents an alkyl group having 1 to 10 carbon atoms or a phenyl group, m represents an integer of 1 to 20, and n represents an integer of 5 or more).

Commercially available reactive silicones can be used as these precursors. However, in the case of the general formulas (c) and (d), the reactivity decreases when the molecular weight becomes high. Is preferably 200 or less, and is preferably 400 or less even when there are many reactive groups of the general formula (e). As a method for incorporating these precursors as a cationic copolymer component, when the reactive group D is a polymerizable group, it may be polymerized at the same time as another monomer, and in the case of a mercaptoalkyl group, the precursor is If the cationic monomer (a) and the hydrophobic monomer (b) are polymerized in the presence of the body, they can be efficiently introduced by chain transfer. Furthermore, when the reactive group D is an epoxy group,
The copolymerization of the cationic monomer (a) and the hydrophobic monomer (b) is carried out by using a carboxylic acid group-containing monomer such as (meth) acrylic acid which is reactive with an epoxy group or dimethylaminoethyl (meth). ) It may be carried out together with the hydrochloride of a tertiary amine group-containing monomer such as acrylate, and then reacted with the epoxy group of the precursor. Similarly, when the reactive group D is an aminoalkyl group, the copolymerization of the cationic monomer (a) and the hydrophobic monomer (b) is reacted with an amino group such as glycidyl (meth) acrylate. It may be carried out together with the monomer and then reacted with the amino group of the precursor.

If necessary, other hydrophilic monomers such as hydroxyethyl (meth) acrylate and vinylpyrrolidone may be contained as copolymerization components as long as they do not affect the antistatic property and antifouling property. Good. As the polymerization method, known radical polymerization methods such as bulk polymerization, solution polymerization and emulsion polymerization can be carried out. A preferred polymerization method is a solution polymerization method, which is carried out by dissolving each monomer in a solvent, adding a polymerization initiator, and stirring under heating in a nitrogen stream. The solvent is preferably alcohols such as water, methyl alcohol, ethyl alcohol and isopropyl alcohol, and these solvents may be used as a mixture. As the polymerization initiator, peroxides such as benzoyl peroxide and lauroyl peroxide, and azo compounds such as azobisbutyronitrile and azobisvaleronitrile are preferably used. Monomer concentration is usually 10-6
It is in the range of 0% by weight, and the polymerization initiator is usually in the range of 0.1 to 10% by weight based on the monomers.

The molecular weight of the cationic copolymer depends on the polymerization temperature, the kind and amount of the polymerization initiator, the amount of the solvent used, the polymerization conditions such as chain transfer, the kind of the organopolysiloxane precursor and the content of the reactive group. It can be any level. Generally, the molecular weight of the resulting cationic copolymer is preferably in the range of 5,000 to 500,000. The coating layer prepared on the biaxially oriented polyester film using the coating material prepared as described above is excellent in antistatic property, antifouling property and the like. Other cationic copolymers that can be used in the present invention include a polymer having an organopolysiloxane unit and a quaternary ammonium salt unit, and a polyfunctional acrylate having 3 or more acryloyl groups in the molecule. The thing which has an active energy ray hardening resin as a main component can be mentioned.

The polymer having an organopolysiloxane unit and a quaternary ammonium salt unit may have a (meth) acryloyl group in its side chain, if necessary. This polymer having an organopolysiloxane unit and a quaternary ammonium salt unit is composed of an organopolysiloxane compound having one radically polymerizable group in one molecule or two mercapto groups in one molecule, and one molecule in one molecule. It is obtained by converting a tertiary amine polymer compound obtained by polymerizing a tertiary amine compound having one radical polymerizable group into a quaternary ammonium salt with a quaternizing agent. When the organopolysiloxane compound and a tertiary amine compound having one radical group in one molecule are copolymerized, other (meth) acrylic acid ester may be copolymerized in addition to these monomers. it can.

The polymer having an organopolysiloxane unit and a quaternary ammonium salt unit is an organopolysiloxane compound having one radically polymerizable group in one molecule or two mercapto groups in one molecule. ,
It is obtained by polymerizing with a quaternary ammonium salt having one radical polymerizable group in one molecule. When copolymerizing an organopolysiloxane compound and a quaternary ammonium salt having one radically polymerizable group in one molecule, other (meth) acrylic acid ester may be copolymerized in addition to these monomers. it can. The organopolysiloxane compound having one radical-polymerizable group in one molecule is one having one radical-polymerizable group such as acryl, methacryl, styryl, cinnamic acid ester, vinyl and allyl in one molecule. As long as it is not particularly limited, it is possible to copolymerize an organopolysiloxane compound having one radical-polymerizable group in one molecule with a tertiary amine compound having a radical-polymerizable group or a quaternary ammonium salt having a radical-polymerizable group. Considering easiness, an organopolysiloxane compound having a radically polymerizable group of acrylic, methacrylic, or styryl is preferable.

When a tertiary amine compound having a radical polymerizable group or a quaternary ammonium salt having a radical polymerizable group is polymerized, one molecule introduced into the polymer through a sulfide bond by chain transfer An organopolysiloxane compound having two mercapto groups can also be suitably used. The organopolysiloxane unit contained in this organopolysiloxane compound is represented by the following general formula (f).

[0030]

[Chemical 6]

(In the above formula, R ⁷ and R ^7'are each independently a methyl group or a phenyl group, and n is 5
The number average molecular weight of the organopolysiloxane compound having one radically polymerizable group in one molecule is usually 400 to 6
It is 0000, preferably 1000 to 30,000. The tertiary amine compound having one radical polymerizable group in one molecule of the tertiary amine compound having a radical polymerizable group is
It is represented by the following general formula (g).

[0032]

[Chemical 7]

(In the above formula, R ⁹ is H or CH ₃ , R
⁸ and R ^{8 ′} each independently represent H or an alkyl group having 1 to 9 carbon atoms, which may contain a substituent, and k represents an integer of 1 to 6).

Examples of the tertiary amine compound having such a radically polymerizable group include N, N-dimethylaminoethyl (meth) acrylate, N, N-diethylaminoethyl (meth) acrylate and N, N-dimethylaminopropyl methacrylate. , N, N-dimethylaminobutyl methacrylate, N, N-dihydroxyethylaminoethyl methacrylate, N, N-dipropylaminoethyl methacrylate, N, N-dibutylaminoethyl methacrylate and the like. Further, as the quaternary ammonium salt having one radical-polymerizable group in one molecule of the quaternary ammonium salt having a radical-polymerizable group, a tertiary amine compound represented by the above formula (g) may be used, for example, methyl ester. Alkyl chloride such as chloride and butyl chloride,
Quaternization of halides such as methyl bromide, methylbenzyl chloride and benzyl chloride, alkylsulfates such as dimethylsulfate, diethylsulfate and dipropylsulfate, and sulfonates such as methyl p-toluenesulfonate and methyl benzenesulfonate. Quaternized with an agent.

An organopolysiloxane compound having one radical-polymerizable group in one molecule or two mercapto groups in one molecule and a tertiary amine compound having one radical-polymerizable group in one molecule or 4 When copolymerizing with a primary ammonium salt, a (meth) acrylic acid ester can be used in addition to these monomers. Such (meth) acrylic acid ester has one radically polymerizable group in one molecule, for example, methyl (meth) acrylate, ethyl (meth) acrylate, n-butyl (meth).
Acrylate, iso-butyl (meth) acrylate, 2
-Ethylhexyl (meth) acrylate, benzyl (meth) acrylate, cyclohexyl (meth) acrylate, isobornyl (meth) acrylate, dicyclopentenyl (meth) acrylate, dicyclopentenyloxyethyl (meth) acrylate, ethoxyethyl (meth) acrylate, Examples thereof include ethyl carbitol (meth) acrylate, butoxyethyl (meth) acrylate, cyanoethyl (meth) acrylate, glycidyl (meth) acrylate, 2-hydroxyethyl (meth) acrylate, and 2-hydroxypropyl (meth) acrylate.

Organopolysiloxane compound having one radical-polymerizable group in one molecule or two mercapto groups in one molecule and tertiary amine compound having one radical-polymerizable group in one molecule or 4 When copolymerizing with a primary ammonium salt, the amount of the organopolysiloxane compound having one radically polymerizable group in one molecule or two mercapto groups in one molecule is 100% by weight of the copolymerizable monomer. %, Usually 1 to 40% by weight, preferably 5 to 30% by weight. If it is less than 1% by weight, the vinyl polymer tends to lack the ability to draw out (bleed out) to the surface of the coating layer, and the coating layer may not have sufficient antistatic properties. On the other hand, if it exceeds 40% by weight, the proportion of the tertiary amine compound or quaternary ammonium salt having one radical-polymerizable group in one molecule decreases, and sufficient antistatic properties may not be obtained. .

On the other hand, the amount of the tertiary amine compound or quaternary ammonium salt having one radical polymerizable group in one molecule is usually 60 to 100% by weight of the copolymerizable monomer.
It is 99% by weight, preferably 60 to 95% by weight. 60
If it is less than wt%, the coating layer may not have sufficient antistatic properties. On the other hand, if it exceeds 99% by weight, the proportion of the organopolysiloxane compound used decreases, and the coating layer may not have sufficient antistatic properties. Copolymerization of the above-mentioned organopolysiloxane compound monomer, a tertiary amine compound monomer having a radical polymerizable group, a (meth) acrylic acid ester monomer and a quaternary ammonium salt monomer having a radical polymerizable group Is carried out in a solvent using a usual radical polymerization initiator. As the solvent, methyl alcohol, ethyl alcohol, n-propyl alcohol,
Alcohols such as iso-propyl alcohol and n-butyl alcohol, ketones such as acetone, methyl ethyl ketone, methyl isobutyl ketone and cyclohexanone,
Esters such as ethyl acetate, propyl acetate and butyl acetate, aromatic hydrocarbons such as toluene and xylene, 2-methoxyethanol, 2-ethoxyethanol, 2-butoxyethanol, ethylene glycol dimethyl ether, ethylene glycol diethyl ether, diethylene glycol dimethyl ether. And ether ethers such as 2-methoxyethol acetate, 2-ethoxyethyl acetate and 2-butoxyethyl acetate, and water, and these may be used in combination.

As the radical polymerization initiator used in the polymerization reaction, organic peroxides such as benzoyl peroxide, di-t-butyl peroxide and cumene hydroperoxide, 2,2'-azobisisobutyronitrile,
Azo compounds such as 2,2′-azobis (2,4-dimethylvaleronitrile) and 2,2′-azobis (4-methoxy-2,4-dimethylvaleronitrile) are preferably used. The monomer concentration in the polymerization liquid is usually 10 to 60% by weight.
The polymerization initiator is usually used in an amount of 0.1 to 10% by weight, preferably 0.3 to 5% by weight, based on the monomer mixture. When an organopolysiloxane compound, a tertiary amine compound having one radical-polymerizable group in one molecule and, if necessary, a (meth) acrylic acid ester are copolymerized, a tertiary amine polymer obtained by the copolymerization The compound
A quaternary ammonium salt is formed using a quaternary agent. Examples of the quaternizing agent include alkyl chlorides such as methyl chloride and butyl chloride, halides such as methyl bromide, methylbenzyl chloride and benzyl chloride, alkyl sulfates such as dimethylsulfate, diethylsulfate and dipropylsulfate, and p-toluene. Examples thereof include sulfonic acid esters such as methyl sulfonate and methyl benzene sulfonate.

Among the polymers having the organopolysiloxane unit and the quaternary ammonium salt unit obtained by these methods, the organopolymer having one radical polymerizable group in one molecule or two mercapto groups in one molecule. A polysiloxane compound, a tertiary amine compound having one radically polymerizable group in one molecule, and a tertiary amine polymer compound obtained by copolymerizing a (meth) acrylic acid ester, if necessary, with an alkyl chloride The use of a primary ammonium salt is particularly desirable in that the resulting polymer has excellent compatibility with a polyfunctional acrylate having three or more acryloyl groups in the molecule and a coating layer with good transparency can be obtained. As a polymer having an organopolysiloxane unit and a quaternary ammonium salt unit, an organopolysiloxane unit having a (meth) acryloyl group in its side chain and a 4
When a polymer having a primary ammonium salt unit is used, a bond is formed between the polymer and the polyfunctional acrylate upon irradiation with active energy rays, and the durability of antistatic performance can be improved.

The polymer having an organopolysiloxane unit and a quaternary ammonium salt unit has a (meth) acryloyl group in its side chain. For example, the polymer has an organopolysiloxane compound and one radical-polymerizable group in one molecule. When copolymerizing a tertiary amine compound or a quaternary ammonium salt, glycidyl (meth) acrylate is added to these monomers and then (meth) acrylic acid is added (in the case of using a tertiary amine compound, , More obtained 3
It is obtained by converting a secondary amine polymer compound into a quaternary ammonium salt with a quaternizing agent. When copolymerizing an organopolysiloxane compound with a tertiary amine compound or quaternary ammonium salt having one radical polymerizable group in one molecule, hydroxyethyl (meth) acrylate, hydroxy Propyl (meth) acrylate, pentaerythritol triacrylate,
After copolymerizing a hydroxyl group-containing (meth) acrylate such as dipentaerythritol pentaacrylate, a hydroxy group-containing (meth) acrylate such as hydroxyethyl (meth) acrylate or hydroxypropyl (meth) acrylate and tolylene diisocyanate, isophorone diisocyanate, Addition products with an isocyanate compound such as hexamethylene diisocyanate in a molar ratio of 1: 1 or methacryloyl isocyanate, 2-methacryloyloxyethyl isocyanate or the like (when a tertiary amine compound is used, the obtained tertiary It is obtained by converting an amine polymer compound into a quaternary ammonium salt with a quaternizing agent.

Among the polymers having a (meth) acryloyl group in the side chain having an organopolysiloxane unit and a quaternary ammonium salt unit obtained by these methods, 1
It has an organopolysiloxane compound having one radically polymerizable group in the molecule or two mercapto groups in one molecule, a tertiary amine compound having one radically polymerizable group in one molecule and a functional group ( A polymer obtained by copolymerizing a (meth) acrylic acid ester, then adding a compound having a (meth) acryloyl group to the polymer, and converting the tertiary amine compound into a quaternary ammonium salt with an alkyl chloride, Excellent compatibility with polyfunctional acrylates having 3 or more acryloyl groups in the molecule,
It is particularly desirable in that a coating layer with good transparency can be obtained. Examples of the polyfunctional acrylate having 3 or more acryloyl groups in the molecule include trimethylolpropane triacrylate, ethylene oxide-modified trimethylolpropane triacrylate, propylene oxide-modified trimethylolpropane triacrylate, and tris (acryloxyethyl) isocyanurate. , Caprolactone-modified tris (acryloxyethyl) isocyanurate, pentaerythritol triacrylate, pentaerythritol tetraacrylate, dipentaerythritol tetraacrylate, dipentaerythritol pentaacrylate, dipentaerythritol hexaacrylate,
Alkyl-modified dipentaerythritol triacrylate, alkyl-modified dipentaerythritol tetraacrylate, alkyl-modified dipentaerythritol pentaacrylate, caprolactone-modified dipentaerythritol hexaacrylate, tetracarboxylic dianhydride and hydroxyl groups and 3 or more acryloyl groups in the molecule Examples thereof include a carboxyl group-containing polyfunctional acrylate obtained by reacting a hydroxyl group-containing polyfunctional acrylate having: and a mixture of two or more thereof.

Specific examples of the tetracarboxylic dianhydride include pyromellitic dianhydride, 3,3 ', 4,4'-benzophenone tetracarboxylic dianhydride, 4,4'-biphthalic anhydride, 4,4'-oxodiphthalic anhydride,
4,4 ′-(Hexafluoroisopropylidene) diphthalic anhydride, 1,2,3,4-cyclopentanetetracarboxylic dianhydride, 5- (2,5-dioxotetrahydrofur) -3-methyl- 3-cyclohexene-1,2-
Dicarboxylic acid anhydride, 4- (2,5-dioxotetrahydrofuran-3-yl) -tetralin-1,2-dicarboxylic acid anhydride, 3,4,9,10-perylenetetracarboxylic acid dianhydride, bicyclo [ 2.2.2] Oct-7-ene-2,3,5,6-tetracarboxylic dianhydride and the like. Specific examples of the hydroxyl group-containing polyfunctional acrylate having a hydroxyl group and three or more acryloyl groups in the molecule include pentaerythritol triacrylate, dipentaerythritol tetraacrylate, dipentaerythritol pentaacrylate, and mixtures thereof. To be Among these polyfunctional acrylates having 3 or more acryloyl groups in the molecule, dipentaerythritol hexaacrylate, dipentaerythritol pentaacrylate, tetracarboxylic dianhydride and a hydroxyl group and 3 or more acryloyl groups in the molecule. A carboxyl group-containing polyfunctional acrylate obtained by reacting a hydroxyl group-containing polyfunctional acrylate and a mixture thereof are particularly desirable from the viewpoint of providing a coating layer having excellent abrasion resistance.

Polymers having an organopolysiloxane unit and a quaternary ammonium salt unit and a polymerizing monomer other than a polyfunctional acrylate having three or more acryloyl groups in the molecule, for example, one or two in the molecule. It does not prevent the use of an acrylate having an acryloyl group, specifically, a urethane acrylate or an epoxy acrylate having two acryloyl groups can be used in a range where abrasion resistance and antistatic property are not deteriorated (20 in the coating layer component). % Or less). When ultraviolet rays are used as an active energy ray for curing the coating composition, a polymer having the organopolysiloxane unit and the quaternary ammonium salt unit and a polyfunctional acrylate having three or more acryloyl groups in the molecule are used. In addition, a photopolymerization initiator is used.

Examples of the photopolymerization initiator include 2,2-
Ethoxyacetophenone, 1-hydroxycyclohexyl phenyl ketone, dibenzoyl, benzoin, benzoin methyl ether, benzoin ethyl ether, benzoin isopropyl ether, p-chlorobenzophenone, p-methoxybenzophenone, Michler's ketone, acetophenone, 2-chlorothioxanthone, anthraquinone, phenyl disulfide, 2-Methyl- [4- (methylthio) phenyl] -2-morpholinopropane-1
-One, 2-hydroxy-2-methyl-1-phenyl-
Examples include propan-1-one and 2,4,6-trimethylbenzoyl-diphenyl-phosphine oxide. These photopolymerization initiators can be used alone or in combination of two or more. As the photopolymerization initiation aid, triethylamine, triethanolamine, 2-
Examples thereof include tertiary amines such as dimethylaminoethanol, alkylphosphines such as triphenylphosphine, and thioethers such as β-thiodiglycol.

As the modifier, a coatability improving agent, a defoaming agent,
Examples thereof include thickeners, inorganic particles, organic particles, lubricants, organic polymers, dyes, pigments, stabilizers and the like. They are,
It is used in a range that does not hinder the reaction by active energy rays, and the characteristics of the active energy ray-curable resin layer can be improved depending on the application. The composition used for the active energy ray-curable resin layer may be blended with the solvent used for preparing the copolymer in order to adjust the viscosity, improve the workability during coating, and control the coating thickness. The active energy ray-curable coating composition of the present invention contains a UV absorber (for example, a benzotriazole-based, benzophenone-based, salicylic acid-based, cyanoacrylate-based UV absorber) or a UV stabilizer for the purpose of improving coating layer characteristics. (For example, hindered amine ultraviolet stabilizer), antioxidant (for example, phenolic,
Additives such as sulfur-based and phosphorus-based antioxidants), antiblocking agents, slip agents, and leveling agents can be added.

In the present invention, the blending amount of the polymer having the organopolysiloxane unit and the quaternary ammonium salt unit in the active energy ray-curable coating composition is 1% solids.
1 to 40% by weight, preferably 5 to 2 in 00% by weight
It is 5% by weight. If the amount is less than 1% by weight, a coating layer having sufficient antistatic properties may not be obtained. If it exceeds 40% by weight, the abrasion resistance of the coating layer tends to decrease. In the present invention, the compounding amount of the polyfunctional acrylate having three or more acryloyl groups in the active energy ray-curable coating composition is usually 60 to 99% by weight, preferably 75 to 95% in 100% by weight of the solid content.
% By weight. If it is less than 60% by weight, a coating layer having sufficient abrasion resistance may not be obtained, and if it exceeds 99% by weight, a coating layer having sufficient antistatic property may not be obtained. is there. In the present invention, the solid content concentration of the active energy ray-curable coating composition is not particularly limited, but is usually 0.5 to 20% by weight, preferably 1 to
It is used by adjusting to 10% by weight, more preferably 1 to 5% by weight.

In the present invention, the content of the photopolymerization initiator in the active energy ray-curable coating composition is usually 0.5 to 30% by weight, preferably 1 to 20% by weight, based on 100% by weight of the solid content. In the present invention, the coating layer is formed by a method of coating the coating composition on one surface of the film and curing the coating composition. As a coating method, a reverse roll coating method, a gravure roll coating method, a rod coating method, an air knife coating method or the like can be adopted. Curing of the applied coating composition is performed by, for example, active energy rays or heat. As the active energy rays, ultraviolet rays, visible rays, electron rays, X rays, α rays, β rays, γ rays and the like are used. An infrared heater, a heat oven, etc. are used as a heat source. Irradiation with the active energy ray is usually carried out from the coating layer side, but it may be carried out from the opposite surface side of the coating layer in order to enhance adhesion with the film. If necessary, a reflector that can reflect active energy rays may be used. The coating layer cured by active energy rays has particularly good scratch resistance.

In the present invention, the pencil hardness of the coating layer is H
Must be above. If the pencil hardness of the coating layer is less than H, the surface is likely to be scratched. For example, when cleaning the surface with a cloth for cleaning, the surface is easily scratched.
It is not preferable because fogging tends to occur. From the structure of the coating layer in the present invention, the upper limit of the pencil hardness is:
It is considered to be about 3H. In the present invention, the surface resistance of the coating layer must be 1 × 10 ¹¹ Ω or less. When the surface resistance of the coating layer exceeds the above value, static electricity is likely to be generated and dust, dust, and the like are often attached. The surface resistance of the coating layer is preferably 1 × 10 ^{8 to} 5 × 10 ¹⁰ Ω. In the present invention, the coefficient of friction between the front and back of the film, that is, the coefficient of friction between the surface provided with the coating layer and the surface on the opposite side is 0.4 or less, preferably 0.35 or less, more preferably 0. It is 3 or less. When the value of the friction coefficient exceeds 0.4, the handleability is deteriorated, which is not preferable.

In the present invention, although not particularly limited, the total elastic modulus of MD and TD is usually 6 to 1.
It is in the range of 2 GPa, preferably 6 to 10 GPa. When the value is less than 6 GPa, the handling property tends to be deteriorated in the post-processing such as the secondary processing. Also,
If this value exceeds 12 GPa, the flexibility may decrease. The total light transmittance (TL) of the laminated film of the present invention configured as described above is usually 80% or more, preferably 85% or more. When the TL value is less than 80%, when used as a base material for electronic paper, the clarity of what is displayed tends to decrease.

[0050]

EXAMPLES The present invention will be described in more detail with reference to examples below, but the present invention is not limited to the following examples as long as the gist thereof is not exceeded. In the examples and comparative examples, “part” means “part by weight”. The measuring method and evaluation criteria used in the present invention are as follows.

(1) Pencil Hardness The hardness of the coating layer was measured according to JIS-K5401 and expressed in pencil hardness. (2) Thickness of film layer and coating layer After fixing and molding a small piece of the coating film with an epoxy resin,
After cutting with a microtome, the cross section of the coated film was observed with a transmission electron microscope. In the cross section, the coating layer is observed in parallel with the film surface by light and dark. The distance of the coating layer was averaged for one transmission electron micrograph and the thickness was calculated. This was performed on at least 50 photographs, and 10 points from the thickest measured value and 10 points from the thinned measured value were deleted, and the arithmetic average of 30 points was taken as the thickness of the coating layer. The film layer was also measured and obtained in the same manner.

(3) Surface resistance (Ω) "Hiresta-" manufactured by Dia Instruments Co., Ltd.
UP MCP-HT450 "is used, 23 ° C / 50%
The sample was placed in an atmosphere of RH, a voltage of 500 V was applied, and after charging for 1 minute (voltage application time 1 minute), the surface resistance (Ω) of the coating layer was measured. The electrode type used here is a concentric electrode with an outer diameter of 16 mm for the main electrode and an inner diameter of 40 mm for the counter electrode. (4) Friction coefficient The static friction coefficient between the front and back of the coated film was measured according to the method of ASTM D1894-73. (5) Presence or absence of dust adhesion Tobacco ash was dropped on the surface of the coating layer, and the state of ash adhesion after one rotation (rotation of 360 degrees) was observed to evaluate the presence or absence of dust adhesion.

(6) Evaluation of Curl Property The coated film was cut into a size of 10 cm × 10 cm, placed on a horizontal plate, and the curl state of the test piece was observed to evaluate the curl property according to the following three ranks. A: No curl is observed at all, good B: Almost unnoticeable, but a very slight curl is observed, but there is no problem in practical use. C: Clearly curl is recognized and there is a problem in practical use.

(7) Total light transmittance Total light transmittance of a laminated film having a coating layer provided on one surface of a biaxially oriented polyester film by an integrating sphere turbidimeter NDH-300A manufactured by Nippon Denshoku Industries Co., Ltd. Was measured.

Production Example 1 (Polyester A) 100 parts of dimethyl terephthalate, 60 parts of ethylene glycol and 0.09 part of magnesium acetate tetrahydrate were placed in a reactor, heated and heated to distill off methanol to carry out a transesterification reaction. After 4 hours from the start of the reaction, the temperature was raised to 230 ° C. to substantially end the transesterification reaction. Then, an ethylene glycol slurry containing 0.01 part of silica particles having an average particle size of 1.54 μm was added to the reaction system, and further 0.04 part of ethyl acid phosphate and 0.01 part of germanium oxide were added, The temperature reached 280 ° C and the pressure reached 15 mmHg in 100 minutes, and then the pressure was gradually reduced to finally reach 0.3 m.
It was set to mHg. After 4 hours, the system was returned to normal pressure to obtain polyester A. The content of silica particles in Polyester A was 0.01% by weight.

Production Example 2 (Polyester Film A1) Polyester A was dried at 180 ° C. for 4 hours in an inert gas atmosphere, melt-extruded at 290 ° C. by a melt extruder, and electrostatic surface adhesion method was used to measure the surface temperature. An unstretched sheet was obtained by cooling and solidifying on a cooling roll set at 40 ° C. The obtained sheet was stretched 3.5 times in the longitudinal direction at 85 ° C. and then 10
Polyester film A1 having a thickness of 100 μm, stretched 3.7 times in the transverse direction at 0 ° C., and further heat-set at 230 ° C.
Got

Production Example 3 (Polyester Film A2) A polyester film A2 having a thickness of 75 μm was obtained in the same manner as in Production Example 2. Production Example 4 (Polyester film A3) In the same manner as in Production Example 2, a 12 μm-thick polyester film A3 was obtained. Production Example 5 (Polyester film A4) In the same manner as in Production Example 2, a 125 μm-thick polyester film A4 was obtained.

Example 1 An organopolysiloxane compound having a number average molecular weight of 11300 and having a styrene group at one end (X-22 manufactured by Shin-Etsu Chemical Co., Ltd.)
-2440) 30 parts, N, N-dimethylaminoethyl methacrylate 70 parts, and isopropyl alcohol 1
When 50 parts of the mixture was heated to 80 ° C. and 2 hours after the temperature was raised, 0.3 parts of azobisisobutyronitrile was added, and the mixture was reacted at 80 ° C. for 8 hours. A copolymer solution having a solid content of 40% was obtained. Next, 83.3 parts of isopropyl alcohol was added to the obtained copolymer solution, and then methyl chloride was introduced into the reaction system and reacted at 50 ° C. for 6 hours to obtain an organopolysiloxane unit and a quaternary ammonium salt unit. A polymer solution (1A) having a solid content concentration of 34% was obtained. Next, 163 parts of a mixture of dipentaerythritol pentaacrylate containing 67 mol% of dipentaerythritol pentaacrylate and dipentaerythritol pentaacrylate (Kayarad DPHA manufactured by Nippon Kayaku Co., Ltd.) and pyromellitic dianhydride 2
1.8 parts, 100 parts of methyl ethyl ketone, 0.1 part of hydroquinone monomethyl ether and 1 part of N, N-dimethylbenzylamine were added and reacted at 80 ° C. for 8 hours, and a polyfunctional acrylate solution containing a carboxyl group having a solid content concentration of 65%. (1B) was obtained. 17 (1A) obtained above was used.
Part, (1B) 83 parts, and Ciba Specialty Chemicals Irgacure 907 as a photopolymerization initiator
And 3 parts of isopropyl alcohol as a diluting solvent are uniformly mixed to prepare an active energy ray-curable coating composition, and one surface of the polyester film A1 is gravure so that the thickness after curing is 2 μm. A coating layer was formed by coating and drying using a coater and using a high-pressure mercury lamp with an energy of 120 W / cm for 15 seconds at an irradiation distance of 100 mm.

Example 2 The number average molecular weight having mercapto groups at both ends was about 334.
0 organopolysiloxane compound (X-manufactured by Shin-Etsu Chemical Co., Ltd.
22-167B) 10 parts, N, N-dimethylaminoethyl methacrylate 80 parts, a mixture of 10 parts of methyl methacrylate and 150 parts of isopropyl alcohol and heated to 80 ° C., and 2 hours after the same temperature. Then, 0.3 parts of azobisisobutyronitrile was added to each, and the mixture was reacted at 80 ° C. for 8 hours to obtain a copolymer solution having a solid content of 40%. Next, 83.3 parts of isopropyl alcohol was added to the obtained copolymer solution, and then methyl chloride was introduced into the reaction system and reacted at 50 ° C. for 6 hours to obtain an organopolysiloxane unit and a quaternary ammonium salt unit. A polymer solution (2A) having a solid content concentration of 35% was obtained.
17 parts of (2A) obtained above, 53 parts of dipentaerythritol hexaacrylate, and 3 parts of IRGACURE 907 manufactured by Ciba Specialty Chemicals as a photopolymerization initiator, and isopropyl alcohol as a diluting solvent were uniformly used. The mixture is mixed to prepare an active energy ray-curable coating composition, which is coated on one surface of the polyester film A1 by using a bar coater so that the thickness after curing is 1.5 μm, and dried to 120 W / cm. Using a high-pressure mercury lamp with energy of 1 at an irradiation distance of 100 mm
It was irradiated for 5 seconds to form a coating layer.

Example 3 The number average molecular weight having a methacryloyl group at one end was about 1
When a mixture of 15 parts of 0000 organopolysiloxane compound (FM0725 manufactured by Chisso Corporation), 75 parts of N, N-dimethylaminoethyl methacrylate, 10 parts of 2-hydroxyethyl methacrylate and 150 parts of methyl ethyl ketone is heated to 80 ° C. , And 2 hours after the temperature was raised, 0.3 parts of azobisisobutyronitrile was added and reacted at 80 ° C. for 8 hours to obtain a copolymer solution having a solid content of 40%. To this product, 8 parts of methacryloyl isocyanate was added and reacted at 80 ° C. for 6 hours to obtain a copolymer solution having a methacryloyl group in the side chain and having a solid content of 42%. Next, in the obtained copolymer solution,
After adding 300 parts of isopropyl alcohol, methyl chloride was introduced into the reaction system and reacted at 50 ° C. for 6 hours to have an organopolysiloxane unit and a quaternary ammonium salt unit, and a solid content concentration of 22% having a methacryloyl group. A polymer solution (3A) was obtained. 26 parts of (3A) obtained above, 53 parts of dipentaerythritol hexaacrylate, 5 parts of Dalocure 1173 manufactured by Ciba Specialty Chemicals as a photopolymerization initiator, and isopropyl alcohol as a diluting solvent were uniformly used. By mixing, an active energy ray-curable coating composition is prepared, and one surface of the polyester film A1 has a cured thickness of 2
The coating layer was formed by coating with a gravure coater so as to have a thickness of μm, followed by drying, and irradiation with a high pressure mercury lamp having an energy of 120 W / cm for 15 seconds at an irradiation distance of 100 mm.

Example 4 An organopolysiloxane compound having a number average molecular weight of 11300 and having a styrene group at one end (X-22 manufactured by Shin-Etsu Chemical Co., Ltd.)
−2440) 10 parts, N, N-dimethylaminoethyl methacrylate 80 parts, 2-hydroxyethyl methacrylate 10 parts and methyl ethyl ketone 150 parts by heating to a temperature of 80 ° C.
After a period of time, the azobisisobutyronitrile was reduced to 0.
Add 3 parts each and react at 80 ℃ for 8 hours, solid content 40
% Copolymer solution was obtained. To this was added 28 parts of isophorone diisocyanate and 50 parts of a compound obtained by reacting 22 parts of 2-hydroxyethyl acrylate,
The reaction was carried out at 0 ° C. for 6 hours to obtain a copolymer solution having an acryloyl group in the side chain with a solid content of 50%. Next, 300 parts of isopropyl alcohol was added to the copolymer solution obtained here, and then methyl chloride was introduced into the reaction system, and the mixture was heated at 50 ° C. for 6 hours.
After reacting for a time, a polymer solution (4A) having an organopolysiloxane unit and a quaternary ammonium salt unit and having an acryloyl group in the side chain and having a solid content concentration of 28% was obtained. 20 parts of (4A) obtained above, 53 parts of dipentaerythritol hexaacrylate, 4 parts of IRGACURE 184 manufactured by Ciba Specialty Chemicals as a photopolymerization initiator, and isopropyl alcohol as a diluting solvent were uniformly used. To prepare an active energy ray-curable coating composition, which is applied to one surface of the polyester film A1 by using a gravure coater so that the thickness after curing is 2 μm, and dried to 120 W / cm. Uses a high-pressure mercury lamp of energy, 15 at an irradiation distance of 100 mm
It was irradiated for a second to form a coating layer.

Example 5 17 parts of the polymer solution (1A) obtained in Example 1, 53 parts of dipentaerythritol hexaacrylate, and 3 parts of Irgacure 907 manufactured by Ciba Specialty Chemicals as a photopolymerization initiator. Is uniformly mixed with isopropyl alcohol as a diluting solvent to prepare an active energy ray-curable coating composition, and a polyester film A1 is prepared.
It is applied to one surface of the No. 1 by using a gravure coater so that the thickness after curing becomes 2 μm, and is irradiated with a high pressure mercury lamp with an energy of 120 W / cm for 15 seconds at an irradiation distance of 100 mm to form a coating layer. did.

Example 6 Methyl methacrylate 55 was used as the hydrophobic monomer unit.
Parts, as a cationic monomer unit, methacryloxyethyl trimethyl ammonium chloride 80% aqueous solution 5
0 parts, as an organopolysiloxane unit, a molecular weight of about 5
5 parts of methacryloxy-modified organopolysiloxane of 000 (FM0721 manufactured by Chisso Co.), 140 parts of ethyl alcohol and 1 part of azobisisobutyronitrile as a polymerization initiator were added, and polymerization was carried out at 80 ° C. for 6 hours under a nitrogen stream. The reaction was performed to obtain a 40% ethyl alcohol solution of the cationic copolymer. This cationic copolymer was diluted with a mixed solvent of ethyl alcohol / isopropyl alcohol = 50/50, and applied on one surface of the polyester film A1 using a gravure coater so that the coating thickness after drying was 2 μm, and dried. A coating layer was formed.

Example 7 A laminated film was obtained in the same manner as in Example 1 except that the polyester film A1 was changed to the polyester film A2. Example 8 A laminated film was obtained in the same manner as in Example 1 except that the polyester film A1 was changed to the polyester film A4.

Comparative Example 1 A laminated film was obtained in the same manner as in Example 1 except that the polyester film A1 was changed to the polyester film A3. Comparative Example 2 As a hydrophobic monomer unit, methyl methacrylate 60 was used.
Parts, as a cationic monomer unit, methacryloxyethyl trimethyl ammonium chloride 80% aqueous solution 5
0 parts and 140 parts of ethyl alcohol and 1 part of azobisisobutyronitrile as a polymerization initiator were added, and the mixture was subjected to a polymerization reaction at 80 ° C. for 6 hours in a nitrogen stream to obtain a 40% ethyl alcohol solution of the cationic copolymer. . Ethyl alcohol / isopropyl alcohol =
Polyester film A diluted with 50/50 mixed solvent
A coating layer was formed by coating and drying on one surface of No. 1 using a gravure coater so that the coating thickness after drying was 2 μm. The laminated film obtained here had poor slipperiness and had a problem in handleability.

Comparative Example 3 80 parts of N, N-dimethylaminoethyl methacrylate,
When a mixture of 20 parts of methyl methacrylate and 150 parts of isopropyl alcohol was heated to 80 ° C.,
Further, 2 hours after the temperature was raised, 0.3 parts of azobisisobutyronitrile was added, and the mixture was reacted at 80 ° C. for 8 hours to obtain a copolymer solution having a solid content of 40%. next,
After adding 83.3 parts of isopropyl alcohol to the copolymer solution obtained here, methyl chloride was introduced into the reaction system and reacted at 50 ° C. for 6 hours to give a solid content concentration of quaternary ammonium salt units of 34 % Polymer solution (5A) was obtained.
17 parts of (5A) obtained above, 53 parts of dipentaerythritol hexaacrylate, and 3 parts of Irgacure 907 manufactured by Ciba Specialty Chemicals as a photopolymerization initiator, and isopropyl alcohol as a diluting solvent were uniformly used. To prepare an active energy ray-curable coating composition, which is applied to one surface of the polyester film A1 so that the thickness after curing becomes 2 μm,
A high pressure mercury lamp with an energy of 120 W / cm was used, and irradiation was performed for 15 seconds at an irradiation distance of 100 mm to form a coating layer.

Comparative Example 4 Number average molecular weight having a styrene group at one end of about 11300
Organopolysiloxane compound (X-2 manufactured by Shin-Etsu Chemical Co., Ltd.
2-1440) 30 parts, methyl methacrylate 70 parts,
And a mixture of 150 parts of isopropyl alcohol were heated to 80 ° C. and 2 hours after the temperature was raised, 0.3 parts of azobisisobutyronitrile was added to each, and the mixture was heated at 80 ° C. for 8 hours. Reacted to give a copolymer solution (6% with a solid content of 40% having an organopolysiloxane unit).
A) was obtained. 15 parts of (6A) obtained above, 53 parts of dipentaerythritol hexaacrylate, 3 parts of IRGACURE 907 manufactured by Ciba Specialty Chemicals as a photopolymerization initiator, and isopropyl alcohol as a diluting solvent were uniformly used. To prepare an active energy ray-curing coating composition, which is applied to one surface of the polyester film A1 so that the thickness after curing becomes 2 μm, and a high pressure mercury lamp with an energy of 120 W / cm is used. The coating layer was formed by irradiating for 15 seconds at an irradiation distance of 100 mm. Examples 1 to 1 thus obtained
8 and the characteristics of Comparative Examples 1 to 4 are shown in Tables 1 and 2 below.

[Table 1]

[Table 2]

[0068]

According to the present invention, an electronic paper having excellent antistatic properties, scratch resistance, slip properties, and the like, and as a result, excellent properties such as prevention of stains due to adhesion of dust and the like, prevention of scratches, handling, and the like. It is possible to provide a substrate suitable for
The industrial value of the present invention is high.

Continued front page    F-term (reference) 4F006 AA35 AB24 AB39 BA02 BA07                       BA09 CA08 DA04                 4F100 AK01B AK25 AK41A AK42                       AK52B BA02 BA15 CA22B                       CA30 EH46 GB41 JG03 JG04B                       JK12 JK12B JK16 JK16B                       JL06 JN08 YY00B

Claims (4)

[Claims] 1. A polyester film has a coating layer having a pencil hardness of H or more on one surface thereof, and the coating layer has a thickness of 0.
5 μm to 1/10 of the thickness of the polyester film, the surface resistance of the coating layer surface is 1 × 10 ¹¹ Ω or less, and the friction coefficient between the front and back of the film is 0.4 or less. A base material for electronic paper. 2. The base material for electronic paper according to claim 1, wherein the coating layer contains an antistatic agent. 3. The substrate for electronic paper according to claim 1, wherein the coating layer contains a silicone compound. 4. The substrate for electronic paper according to claim 1, wherein the total light transmittance of the entire film is 80% or more.