KR20120009609A - Colored photosensitive resin composition for reflector of electronic paper, reflector for electronic paper and electoronic paper including the same - Google Patents

Abstract

PURPOSE: A photosensitive resin composition for an electronic paper reflector and the electronic paper reflector and electronic paper manufactured using the same are provided to improve sensitivity and to form holes or patterns in an electronic paper reflector manufacturing process. CONSTITUTION: A photosensitive resin composition for an electronic paper reflector includes a binder resin, a photo-polymerizable compound, a photo-polymerization initiator, a coloring agent, and a solvent. The acid value of the binder resin is between 15-150mgKOH/g. The photo-polymerizable compound includes a compound represented by chemical formula 1. In chemical formula 1, R1 to the R4 are respectively hydrogen elements, halogen elements, C1 to C18 alkyl groups, or C1 to C19 alkoxy groups.

Description

Photosensitive resin composition for electronic paper reflector, electronic paper reflector and electronic paper manufactured using same {COLORED PHOTOSENSITIVE RESIN COMPOSITION FOR REFLECTOR OF ELECTRONIC PAPER, REFLECTOR FOR ELECTRONIC PAPER AND ELECTORONIC PAPER INCLUDING THE SAME}

The present invention relates to a photosensitive resin composition for an electronic paper reflector, an electronic paper reflector and an electronic paper produced using the same.

Electronic paper is a display technology that applies the characteristics of general ink to paper. Also known as e-paper, various technologies such as electrophoretic displays, twist balls, liquid powders, and electrowetting are known depending on the type of driving.

The electronic paper includes a transmission type in which a backlight is disposed on a rear surface of a liquid crystal panel, and a reflection type in which an external light is used as an illumination light by disposing a reflection plate. In addition, some liquid crystal display devices having a half mirror are semi-transmissive type in which external light is reflected by a reflector in a bright environment and used as illumination light, and a backlight is used in combination in a dark environment. In particular, the reflective and semi-transparent electronic papers display images by reflecting external light, and generally do not require a light source such as a backlight unit. Thus, compared with conventional transmission-type electronic papers, low power consumption, thin shape, Light weight is possible. It is also characterized by low fatigue because it uses reflected light.

Since the electronic paper should make the most of the reflected light, the efficiency of the reflector is very important. In particular, the reflector should not only be easily applied to various driving methods but also have excellent fairness. In addition, it should be able to minimize electric power consumption even when a backlight is used to secure visibility.

An object of the present invention is to provide a photosensitive resin composition for an electronic paper reflector having excellent processability, particularly excellent sensitivity, when forming a hole or a pattern with excellent sensitivity when applied to the manufacture of an electronic paper reflector.

It is another object of the present invention to provide a reflector plate for electronic paper manufactured by using the photosensitive resin composition for an electronic paper reflector.

Another object of the present invention is to provide an electronic paper including the electronic paper reflector.

The photosensitive resin composition for an electronic paper reflector according to the present invention for achieving the above object comprises a binder resin (A), a photopolymerizable compound (B), a photopolymerization initiator (C), a coloring agent (D) and a solvent (E). The binder resin (A) is a resin having an acid value of 15 to 150 mgKOH / g, and the photopolymerization initiator (C) is characterized by containing a compound represented by the following formula (1).

<Formula 1>

(In Formula 1, R1 to R4 independently represent a hydrogen atom, a halogen atom, an alkyl group having 1 to 18 carbon atoms, or an alkoxy group having 1 to 18 carbon atoms.)

Reflective plate for electronic paper according to the present invention for achieving the above object is characterized in that it comprises a pattern layer formed by applying the photosensitive resin composition for electronic paper reflector according to the invention on the substrate and exposed and developed in a predetermined pattern do.

In addition, the electronic paper according to the present invention for achieving the above object is characterized in that provided with the reflector for the electronic paper.

The photosensitive resin composition for an electronic paper reflector according to the present invention is capable of forming a hole or a pattern with excellent sensitivity when applied to an electronic paper reflector, which can be applied to electronic paper of various driving methods, and has excellent processability and particularly excellent sensitivity. Indicates. Therefore, the photosensitive resin composition for an electronic paper reflector may be usefully applied to the production of an electronic paper reflector and an electronic paper.

Hereinafter, the present invention will be described in detail.

The photosensitive resin composition for electronic paper reflecting plates which concerns on this invention contains binder resin (A), a photopolymerizable compound (B), a photoinitiator (C), a coloring agent (D), and a solvent (E). The said photosensitive resin composition for electronic paper reflecting plates may further contain an additive (F) selectively as needed.

Binder Resin (A)

The binder resin (A) contains a copolymer of an ethylenically unsaturated monomer (a1) having a carboxyl group as an essential component in order to have solubility with respect to an alkaline developer used in the development step in forming a reflective layer, and a binder resin (A). The acid value of the) is characterized in that the resin is 15 ~ 150mgKOH / g.

The binder resin is a copolymer of a polymerization monomer (a1) having an ethylenically unsaturated bond containing an acid functional group and a polymerization monomer (a2) having an unsaturated bond copolymerizable with the above (a1).

Specific examples of the polymerization monomer (a1) having an ethylenically unsaturated bond containing the acid functional group include unsaturated monocarboxylic acids such as (meth) acrylic acid and crotonic acid, and include maleic acid, fumaric acid, citraconic acid, mesaconic acid, Unsaturated dicarboxylic acids such as itaconic acid and anhydrides of these unsaturated dicarboxylic acids. The polymerization monomers exemplified in the above (a1) may be used alone or in combination of two or more thereof.

Specific examples of the polymerization monomer (a2) having an unsaturated bond copolymerizable with (a1) include styrene, vinyltoluene, α-methylstyrene, p-chlorostyrene, o-methoxystyrene, m-methoxystyrene, and p- Methoxy styrene, o-vinyl benzyl methyl ether, m-vinyl benzyl methyl ether, p-vinyl benzyl methyl ether, o-vinyl benzyl glycidyl ether, m-vinyl benzyl glycidyl ether, p-vinyl benzyl glycidyl Aromatic vinyl compounds such as ethers; N-cyclohexylmaleimide, N-benzylmaleimide, N-phenylmaleimide, No-hydroxyphenylmaleimide, Nm-hydroxyphenylmaleimide, Np-hydroxyphenylmaleimide, No-methylphenylmaleimide, Nm N-substituted maleimide compounds such as -methylphenylmaleimide, Np-methylphenylmaleimide, No-methoxyphenylmaleimide, Nm-methoxyphenylmaleimide, and Np-methoxyphenylmaleimide; Methyl (meth) acrylate, ethyl (meth) acrylate, n-propyl (meth) acrylate, i-propyl (meth) acrylate, n-butyl (meth) acrylate, i-butyl (meth) acrylate, alkyl (meth) acrylates such as sec-butyl (meth) acrylate and t-butyl (meth) acrylate; Cyclopentyl (meth) acrylate, cyclohexyl (meth) acrylate, 2-methylcyclohexyl (meth) acrylate, tricyclo [5.2.1.0 2,6] decane-8-yl (meth) acrylate, 2- Alicyclic (meth) acrylates such as dicyclopentanyloxyethyl (meth) acrylate and isobornyl (meth) acrylate; Aryl (meth) acrylates such as phenyl (meth) acrylate and benzyl (meth) acrylate; Hydroxyalkyl (meth) acrylates such as 2-hydroxyethyl (meth) acrylate and 2-hydroxypropyl (meth) acrylate; 3- (methacryloyloxymethyl) oxetane, 3- (methacryloyloxymethyl) -3-ethyloxetane, 3- (methacryloyloxymethyl) -2-trifluoromethyloxetane, 3- (methacryloyloxymethyl) -2-phenyloxetane, 2- (methacryloyloxymethyl) oxetane, 2- (methacryloyloxymethyl) -4-trifluoromethyloxetane, etc. Unsaturated oxetane compounds and the like. The monomers illustrated by said (a2) can be used individually or in combination of 2 types or more, respectively.

The method for producing the binder resin is not particularly limited, and various known polymerization methods can be used, and a solution polymerization method is more preferable among known polymerization methods. The polymerization temperature and the polymerization time vary depending on the type and ratio of the monomers to be introduced and the target binder resin molecular weight, but are preferably polymerized at 60 ° C to 130 ° C for 1 to 10 hours.

When using a solvent in the said process, the solvent used at the time of a normal radical polymerization reaction can be used, Specifically, tetrahydrofuran, dioxane, ethylene glycol dimethylethyl, diethylene glycol dimethylethyl, acetone, methyl ethyl Ketone, methyl isobutyl ketone, cyclohexanone, ethyl acetate, butyl acetate, propylene glycol monomethyl ethyl acetate, 3-methoxybutyl acetate, methanol, ethanol, propanol, n-butanol, ethylene glycol monomethyl ether, propylene glycol mono Methyl ether, toluene, xylene, ethylbenzene, chloroform, dimethyl sulfoxide, etc. are mentioned. These solvents may be used alone or in combination of two or more.

Moreover, as a polymerization initiator used for said process, the polymerization initiator normally used can be added, It does not restrict | limit in particular. Specifically, diisopropyl benzene hydroperoxide, di-t-butyl peroxide, benzoyl peroxide, t-butyl peroxy isopropyl carbonate, t-amyl peroxy-2-ethylhexanoate, t-butyl Organic peroxides such as peroxy-2-ethylhexanoate; 2,2'-azobis (isobutyronitrile), 2,2'-azobis (2,4-dimethylbareronitoryl), dimethyl2,2'-azobis (2-methylpropionate), etc. And nitrogen compounds. These can be used individually or in combination of 2 or more types.

Moreover, in order to control molecular weight and molecular weight distribution, mercapto type chain transfer agents, such as n-dodecyl mercapto, mercapto acetic acid, and mercapto acetate, alpha -methylstyrene dimer, etc. can also be used as a chain transfer agent. In addition, the said polymerization conditions can also adjust an input method and reaction temperature suitably in consideration of the amount of heat generation by a manufacturing facility, superposition | polymerization, etc ..

According to the present invention, the binder resin (A) preferably has a weight average molecular weight in terms of polystyrene in the range of 3,000 to 100,000, more preferably in the range of 5,000 to 50,000. When the weight average molecular weight of the said binder resin (A) exists in the range of 3,000-100,000, since film reduction is prevented at the time of image development, the omission property of a pattern part becomes favorable, and it is preferable.

It is preferable that it is resin whose acid value is 15-150 mgKOH / g, and, as for the said binder resin (A), it is more preferable that it is 50-120 mgKOH / g. When the acid value of the binder resin is less than 15mgKOH / g, the solubility in the developer is lowered, the sensitivity is excellent, but the developing speed is too low and the resolution is lowered. If it is larger than 150mgKOH / g, it has high solubility in developing solution, so the developing speed is excellent. If the acid value of the binder resin is 15 ~ 150mgKOH / g is not only excellent development speed and sensitivity, but also excellent adhesion of the pattern is very preferred.

The content of the binder resin is in the range of 3 to 80% by mass, preferably 5 to 70% by mass, based on the mass fraction of the solids in the photosensitive resin composition for electronic paper reflecting plates. When the content of the binder resin is 3 to 80% by mass based on the above standard, the solubility in a developing solution is sufficient, so that pattern formation is easy, and the film reduction of the exposed portion is prevented during development.

Solid content in this invention means components except a solvent (or a solvent).

Photopolymerization  Compound (B)

The said photopolymerizable compound (B) will not be specifically limited if it is a compound which can superpose | polymerize by the action of the photoinitiator mentioned later. Preferably, the photopolymerizable compound (B) may be a monofunctional photopolymerizable compound, a bifunctional photopolymerizable compound or a trifunctional or higher polyfunctional photopolymerizable compound.

Specific examples of the monofunctional monomers include nonylphenylcarbitol acrylate, 2-hydroxy-3-phenoxypropyl acrylate, 2-ethylhexylcarbitol acrylate, 2-hydroxyethyl acrylate, and N-vinyl py. And commercially available products include Aronix M-101 (Toagosei), KAYARAD TC-110S (Nipbon Kayaku), and Biscotti 158 (Osaka Yuki Kagaku High School).

Specific examples of the bifunctional monomers include 1,6-hexanediol di (meth) acrylate, ethylene glycol di (meth) acrylate, neopentyl glycol di (meth) acrylate, triethylene glycol di (meth) acrylate, Bis (acryloyloxyethyl) ether of bisphenol A, 3-methylpentanediol di (meth) acrylate, and the like; commercially available products such as Aronix M-210, M-1100, 1200 (Doagosei), KAYARAD HDDA Nippon Kayaku, Biscot 260 (Osaka Yuki Kagaku High School), AH-600, AT-600, and UA-306H (Kyoeisha Kagakusa).

Specific examples of the trifunctional or higher polyfunctional photopolymerizable compound include trimethylolpropane tri (meth) acrylate, ethoxylated trimethylolpropane tri (meth) acrylate, and propoxylated trimethylolpropane tri (meth) acrylate. , Pentaerythritol tri (meth) acrylate, pentaerythritol tetra (meth) acrylate, tipentaerythritol penta (meth) acrylate, ethoxylated dipentaerythritol hexa (meth) acrylate, propoxysilane Tied dipentaerythritol hexa (meth) acrylate, dipentaerythritol hexa (meth) acrylate, etc. are commercially available products such as Aronix M-309, TO-1382 (Doagosei), KAYARAD TMPTA, KAYARAD DPHA, KAYARAD DPHA-40H (Nipbon Kayaku).

Among the photopolymerizable compounds exemplified above, trifunctional or more than trifunctional (meth) acrylic acid esters and urethane (meth) acrylates are particularly preferable in terms of excellent polymerizability and improving strength.

The photopolymerizable compounds exemplified above may be used alone or in combination of two or more.

The content of the photopolymerizable compound is preferably contained in a mass fraction of 3 to 80% by mass, and more preferably 5 to 70% by mass, based on the solid content in the colored photosensitive resin composition. When the said photopolymerizable compound is contained 3 to 80 mass% on the said reference | standard, since the intensity | strength and smoothness of a reflecting plate become favorable, it is preferable.

Light curing Initiator (C)

The said photoinitiator (C) is what can superpose | polymerize the said binder resin (A) and a photopolymerizable compound (B), and contains the compound represented by following formula (1) as an essential component.

<Formula 1>

(In Formula 1, R1 to R4 independently represent a hydrogen atom, a halogen atom, an alkyl group having 1 to 18 carbon atoms, or an alkoxy group having 1 to 18 carbon atoms.)

Specifically, the compound represented by the formula (1) is thioxanthone, 2-methyl thioxanthone, 2-isopropyl thioxanthone, 4-isopropyl thioxanthone, 2-dodecyl thioxanthone, 2,4- Dimethyl thioxanthone, 2,4-diethyl thioxanthone, 2,4-diisopropyl thioxanthone, 1-chloro-4-propyloxy thioxanthone, 2-chlorothioxanthone, and the like. -Methyl thioxanthone, 2-isopropyl thioxanthone, 4-isopropyl thioxanthone, 2,4-dimethyl thioxanthone, 2,4-diethyl thioxanthone, 2,4-diisopropyl thioxide Santon and 1-chloro-4-propyloxy thioxanthone are preferable.

In the present invention, the compound of formula 1 may be used alone or in combination of two or more thereof.

The photopolymerization initiator of the present invention may be used by adding at least one selected from the group consisting of acetophenone-based, triazine-based, biimidazole-based compounds, oxime compounds, and benzophenone-based compounds in addition to the compound of the general formula (1).

Specific examples of the acetophenone compound include diethoxyacetophenone, 2-hydroxy-2-methyl-1-phenylpropan-1-one, benzyldimethyl ketal, 2-hydroxy-1- [4- (2-hydroxy Ethoxy) phenyl] -2-methylpropan-1-one, 1-hydroxycyclohexylphenylketone, 2-methyl-1- (4-methylthiophenyl) -2-morpholinopropan-1-one, 2 -Benzyl-2-dimethylamino-1- (4-morpholinophenyl) butan-1-one, 2-hydroxy-2-methyl-1- [4- (1-methylvinyl) phenyl] propane-1- And 2- (4-methylbenzyl) -2- (dimethylamino) -1- (4-morpholinophenyl) butan-1-one and the like.

The triazine-based compound is specifically 2,4-bis (trichloromethyl) -6- (4-methoxyphenyl) -1,3,5-triazine, 2,4-bis (trichloromethyl) -6- (4-methoxynaphthyl) -1,3,5-triazine, 2,4-bis (trichloromethyl) -6-piperonyl-1,3,5-triazine, 2,4-bis ( Trichloromethyl) -6- (4-methoxystyryl) -1,3,5-triazine, 2,4-bis (trichloromethyl) -6- [2- (5-methylfuran-2-yl ) Ethenyl] -1,3,5-triazine, 2,4-bis (trichloromethyl) -6- [2- (furan-2-yl) ethenyl] -1,3,5-triazine, 2,4-bis (trichloromethyl) -6- [2- (4-diethylamino-2-methylphenyl) ethenyl] -1,3,5-triazine, 2,4-bis (trichloromethyl) -6- [2- (3,4-dimethoxyphenyl) ethenyl] -1,3,5-triazine, etc. are mentioned.

The biimidazole compound is specifically 2,2'-bis (2-chlorophenyl) -4,4 ', 5,5'-tetraphenylbiimidazole, 2,2'-bis (2,3-dichlorophenyl ) -4,4 ', 5,5'-tetraphenylbiimidazole, 2,2'-bis (2-chlorophenyl) -4,4', 5,5'-tetra (alkoxyphenyl) biimidazole, 2,2'-bis (2-chlorophenyl) -4,4 ', 5,5'-tetra (trialkoxyphenyl) biimidazole, 2,2-bis (2,6-dichlorophenyl) -4,4 And imidazole compounds in which the phenyl group at the '5,5'-tetraphenyl-1,2'-biimidazole or 4,4', 5,5 'position is substituted by a carboalkoxy group. Among them, 2,2'-bis (2-chlorophenyl) -4,4 ', 5,5'-tetraphenylbiimidazole, 2,2'-bis (2,3-dichlorophenyl) -4,4' , 5,5'-tetraphenylbiimidazole, 2,2-bis (2,6-dichlorophenyl) -4,4'5,5'-tetraphenyl-1,2'-biimidazole are preferably used do.

Specific examples of the oxime compound include o-ethoxycarbonyl-α-oxyimino-1-phenylpropan-1-one, and OXE01 and OXE02 of BASF Corporation are typical examples of commercially available products.

Specific examples of the benzophenone compound include benzophenone, methyl 0-benzoylbenzoate, 4-phenylbenzophenone, 4-benzoyl-4'-methyldiphenylsulfide, 3,3 ', 4,4'-tetra (tert- Butyl peroxycarbonyl) benzophenone, 2, 4, 6-trimethyl benzophenone, etc. are mentioned.

Moreover, as long as it does not impair the effect of this invention, the other photoinitiator etc. which are normally used in this field can also be used together. As another photoinitiator, a benzoin type compound, an anthracene type compound, etc. are mentioned, for example, These can be used individually or in combination of 2 or more, respectively.

Specific examples of the benzoin compound include benzoin, benzoin methyl ether, benzoin ethyl ether, benzoin isopropyl ether, benzoin isobutyl ether, and the like.

Specific examples of the anthracene-based compound include 9,10-dimethoxyanthracene, 2-ethyl-9,10-dimethoxyanthracene, 9,10-diethoxyanthracene, 2-ethyl-9,10-diethoxyanthracene, and the like. have.

Other 2,4,6-trimethylbenzoyldiphenylphosphine oxide, 10-butyl-2-chloroacridone, 2-ethylanthraquinone, benzyl, 9,10-phenanthrenequinone, camphorquinone, phenylclioxylic acid Methyl, a titanocene compound, etc. are mentioned as another photoinitiator.

The photoinitiator may be used in combination with a photopolymerization initiation aid (C-1). When using a photoinitiator adjuvant together with a photoinitiator, since the photosensitive resin composition for electronic paper reflection plates containing these is more sensitive, and improves productivity, it is preferable.

The photopolymerization initiation assistant may be preferably used one or more compounds selected from the group consisting of, for example, an amine compound, a carboxylic acid compound, and an organic sulfur compound having a thiol group.

Specific examples of the amine compound include aliphatic amine compounds such as triethanolamine, methyldiethanolamine, and triisopropanolamine, methyl 4-dimethylaminobenzoate, ethyl 4-dimethylaminobenzoate, isoamyl 4-dimethylaminobenzoate, and 4-dimethylamino 2-ethylhexyl benzoic acid, 2-dimethylaminoethyl benzoic acid, N, N-dimethyl paratoluidine, 4,4'-bis (dimethylamino) benzophenone (common name: Michler's ketone), 4,4'-bis (diethyl Aromatic amine compounds, such as amino) benzophenone, etc. are mentioned. Preferably the amine compound may be used an aromatic amine compound.

Specifically, the carboxylic acid compound is phenylthioacetic acid, methylphenylthioacetic acid, ethylphenylthioacetic acid, methylethylphenylthioacetic acid, dimethylphenylthioacetic acid, methoxyphenylthioacetic acid, dimethoxyphenylthioacetic acid, chlorophenylthioacetic acid, dichloro And aromatic heteroacetic acids such as phenylthioacetic acid, N-phenylglycine, phenoxyacetic acid, naphthylthioacetic acid, N-naphthylglycine, and naphthoxyacetic acid.

Specific examples of the organic sulfur compound having a thiol group include 2-mercaptobenzothiazole, 1,4-bis (3-mercaptobutyryloxy) butane, and 1,3,5-tris (3-mercaptobutyloxyethyl)- 1,3,5-triazine-2,4,6 (1H, 3H, 5H) -trione, trimethylolpropanetris (3-mergaptopropionate), pentaerythritol tetrakis (3-mercaptobutyl Late), pentaerythritol tetrakis (3-mercaptopropionate), dipentaerythritol hexakis (3-mercaptopropionate), tetraethylene glycol bis (3-mercaptopropionate), etc. are mentioned. Can be.

The amount of the compound represented by the formula (1) in the photopolymerization initiator is 5 to 80 mass%, preferably 10 to 60 mass% of the total photopolymerization initiator. In the photopolymerization initiator, when the compound represented by Formula 1 is in the above range, the photosensitive resin composition for an electronic paper reflector is easily formed in a pattern and exhibits excellent sensitivity.

The content of the photopolymerization initiator is 0.1 to 40% by mass, preferably 1 to 30% by mass, based on the total amount of the binder resin (A) and the photopolymerizable compound (B). When the content of the photopolymerization initiator is in the above range on the basis of the above standard, the photosensitive resin composition for the electronic paper reflector is highly sensitive and the exposure time is shortened, so productivity is improved and high resolution can be maintained. The strength and smoothness on the surface of the reflecting plate formed by forming the film are preferable.

In the case of using the photopolymerization initiation aid, the photopolymerization initiation aid is 0.1 to 40% by mass, preferably 1 to 30% by mass, based on the total amount of the binder resin and the photopolymerizable compound. When the usage-amount of the said photoinitiator is within the said range on the basis of said reference | standard, since the sensitivity of the photosensitive resin composition for electronic paper reflecting plates becomes higher and productivity of the reflecting plate formed using this composition improves, it is preferable.

Colorant (D)

The colorant includes a pigment or a dye.

The pigment may be used an organic pigment or an inorganic pigment generally used in the art, these may be used alone or in combination of two or more.

If necessary, the pigment may be a resin treatment, a surface treatment using a pigment derivative having an acidic group or a basic group introduced therein, a graft treatment on the surface of the pigment with a high molecular compound or the like, an atomization treatment by a sulfate atomization method or the like to remove impurities. Washing treatment with an organic solvent, water, or the like, removing ionic impurities by an ion exchange method, or the like can also be performed.

The pigment may be used a variety of pigments used in inkjet ink, and the like, specifically, water-soluble azo pigment, insoluble azo pigment, phthalocyanine pigment, quinacridone pigment, isoindolinone pigment, isoindolin pigment, perylene pigment, Perinone pigments, dioxazine pigments, anthraquinone pigments, dianthraquinonyl pigments, anthrapyrimidine pigments, ananthrone pigments, indanthrone pigments, pravantron pigments, pyranthrone pigments, dike Topiro pyrrole pigments and the like.

As inorganic pigments, metal compounds such as metal oxides and metal complex salts can be used. Specific examples thereof include metals such as iron, cobalt, aluminum, cadmium, lead, copper, titanium, magnesium, chromium, zinc, antimony and carbon black. Oxides or composite metal oxides;

In particular, the pigment may be a compound that is specifically classified as a pigment in the color index (Published by The society of Dyers and Colourists), more specifically, a pigment having the following color index (CI) number can be used It is not necessarily limited to these. These can be used individually or in combination of 2 or more, respectively.

C.I. Pigment White 4, 5, 6, 6: 1, 7, 18, 18: 1, 19, 20, 22, 25, 26, 27, 28, 32,

C.I. Pigment Yellow 20, 24, 31, 53, 83, 86, 93, 94, 109, 110, 117, 125, 137, 138, 139, 147, 148, 150, 153, 154, 166, 173, 180 and 185

C.I. Pigment Orange 13, 31, 36, 38, 40, 42, 43, 51, 55, 59, 61, 64, 65, and 71

C.I. Pigment Red 9, 97, 105, 122, 123, 144, 149, 166, 168, 176, 177, 180, 192, 215, 216, 224, 242, 254, 255 and 264

C.I. Pigment Violet 14, 19, 23, 29, 32, 33, 36, 37 and 38

C.I. Pigment Blue 15 (15: 3, 15: 4, 15: 6, etc.), 21, 28, 60, 64, and 76

C.I. Pigment Green 7, 10, 15, 25, 36, 47 and 58

CI Pigment Brown 28 etc

Preferably, CI pigment white 6 and CI pigment white 22, which are white pigments, may be preferably used in consideration of reflection efficiency and whiteness. However, the present invention is not limited thereto.

It is preferable to use the pigment dispersion liquid which the said particle size disperse | distributed uniformly. As an example of the method for uniformly dispersing the particle size of the pigment, a method of containing and dispersing the pigment dispersant may be used. According to this method, a pigment dispersion in which the pigment is uniformly dispersed in a solution can be obtained.

As said pigment dispersant, surfactant, such as cationic, anionic, nonionic, amphoteric, polyester, polyamine type, etc. are mentioned, for example, These can be used individually or in combination of 2 or more types, respectively. have.

Specific examples of the surfactant include polyoxyethylene alkyl ethers, polyoxyethylene alkyl phenyl ethers, polyethylene glycol diesters, sorbitan fatty acid esters, fatty acid modified polyesters, tertiary amine modified polyurethanes, and polyethyleneimines. And KP (manufactured by Shin-Etsu Chemical Co., Ltd.), POLYFLOW (manufactured by Kyoeisha Chemical Co., Ltd.), EFTOP (manufactured by Tochem Products), Mega Pack (MEGAFAC) (manufactured by Dainippon Ink Chemical Co., Ltd.), Florard (manufactured by Sumitomo 3M Inc.), Asahi guard, Suflon (manufactured by Asahi Glass Co., Ltd.), SOLSPERSE ) (Manufactured by Geneva Co., Ltd.), EFKA (manufactured by EFKA Chemicals Co., Ltd.), PB 821 (manufactured by Ajinomoto Co., Ltd.), and the like.

The said pigment dispersant is normally used in 1 mass part or less with respect to 1 mass part of pigments, Preferably it is good to use it in 0.05-0.5 mass part. When the pigment dispersant is used in such a content, it is preferable because a dispersed pigment of uniform particle size can be obtained.

The dye can be used without limitation so long as it has solubility in a solvent. Preferably, it is preferable to use a dye having solubility in a solvent, solubility in an alkaline developer, and ensuring reliability such as heat resistance and solvent resistance.

The dye may be selected from acid dyes having acidic groups such as sulfonic acid and carboxylic acid, salts of acid dyes and nitrogen-containing compounds, sulfonamides of acid dyes, and derivatives thereof, and azo, xanthene, and phthalocyanines. Acid dyes and derivatives thereof can also be selected.

Preferably, the dye may be a compound classified as a dye in the color index (Published by The Society of Dyers and Colourists), or a known dye described in a dyeing note (color dyed yarn).

Specific examples of the dye include C.I. As solvent dyes,

C.I. Yellow dyes such as solvent yellow 4, 14, 15, 23, 24, 38, 62, 63, 68, 82, 94, 98, 99, 162;

C.I. Red dyes such as solvent red 45, 49, 122, 125, and 130;

C.I. Orange dyes such as solvent orange 2, 7, 11, 15, 26, 56 and the like;

C.I. Blue dyes such as solvent blue 35, 37, 59, 67 and the like;

C.I. Green dyes, such as solvent green 1, 3, 4, 5, 7, 28, 29, 32, 33, 34, 35, etc. are mentioned.

See also C.I. As an acid dye

CI acid yellow 1, 3, 7, 9, 11, 17, 23, 25, 29, 34, 36, 38, 40, 42, 54, 65, 72, 73, 76, 79, 98, 99, 111, 112 , 113, 114, 116, 119, 123, 128, 134, 135, 138, 139, 140, 144, 150, 155, 157, 160, 161, 163, 168, 169, 172, 177, 178, 179, 184 Yellow dyes such as, 190, 193, 196, 197, 199, 202, 203, 204, 205, 207, 212, 214, 220, 221, 228, 230, 232, 235, 238, 240, 242, 243, 251 ;

CI acid red 1, 4, 8, 14, 17, 18, 26, 27, 29, 31, 34, 35, 37, 42, 44, 50, 51, 52, 57, 66, 73, 80, 87, 88 , 91, 92, 94, 97, 103, 111, 114, 129, 133, 134, 138, 143, 145, 150, 151, 158, 176, 182, 183, 198, 206, 211, 215, 216, 217 , 227, 228, 249, 252, 257, 258, 260, 261, 266, 268, 270, 274, 277, 280, 281, 195, 308, 312, 315, 316, 339, 341, 345, 346, 349 Red dyes such as, 382, 383, 394, 401, 412, 417, 418, 422, 426;

Orange dyes such as C.I. acid orange 6, 7, 8, 10, 12, 26, 50, 51, 52, 56, 62, 63, 64, 74, 75, 94, 95, 107, 108, 169, 173;

CI acid blue 1, 7, 9, 15, 18, 23, 25, 27, 29, 40, 42, 45, 51, 62, 70, 74, 80, 83, 86, 87, 90, 92, 96, 103 , 112, 113, 120, 129, 138, 147, 150, 158, 171, 182, 192, 210, 242, 243, 256, 259, 267, 278, 280, 285, 290, 296, 315, 324: 1 Blue dyes such as, 335 and 340;

Violet dyes such as C.I. acid violet 6B, 7, 9, 17, 19 and the like;

Green dyes, such as C.I. acid green 1, 3, 5, 9, 16, 25, 27, 50, 58, 63, 65, 80, 104, 105, 106, 109, etc. are mentioned.

Also as a C.I. direct dye

CI direct yellow 2, 33, 34, 35, 38, 39, 43, 47, 50, 54, 58, 68, 69, 70, 71, 86, 93, 94, 95, 98, 102, 108, 109, 129 Yellow dyes such as, 136, 138, and 141;

CI Direct Red 79, 82, 83, 84, 91, 92, 96, 97, 98, 99, 105, 106, 107, 172, 173, 176, 177, 179, 181, 182, 184, 204, 207, 211 Red dyes such as, 213, 218, 220, 221, 222, 232, 233, 234, 241, 243, 246 and 250;

Orange dyes such as C.I.direct orange 34, 39, 41, 46, 50, 52, 56, 57, 61, 64, 65, 68, 70, 96, 97, 106, 107;

CI direct blue 38, 44, 57, 70, 77, 80, 81, 84, 85, 86, 90, 93, 94, 95, 97, 98, 99, 100, 101, 106, 107, 108, 109, 113 , 114, 115, 117, 119, 137, 149, 150, 153, 155, 156, 158, 159, 160, 161, 162, 163, 164, 166, 167, 170, 171, 172, 173, 188, 189 , 190, 192, 193, 194, 196, 198, 199, 200, 207, 209, 210, 212, 213, 214, 222, 228, 229, 237, 238, 242, 243, 244, 245, 247, 248 Blue dyes such as, 250, 251, 252, 256, 257, 259, 260, 268, 274, 275, 293, etc .;

Violet dyes such as C.I. direct violet 47, 52, 54, 59, 60, 65, 66, 79, 80, 81, 82, 84, 89, 90, 93, 95, 96, 103, 104 and the like;

Green dyes, such as C.I. direct green 25, 27, 31, 32, 34, 37, 63, 65, 66, 67, 68, 69, 72, 77, 79, 82, etc. are mentioned.

In addition, C.I. As modanto dye

Yellow dyes such as C.I. modanto yellow 5, 8, 10, 16, 20, 26, 30, 31, 33, 42, 43, 45, 56, 61, 62, 65;

CI Modanto Red 1, 2, 3, 4, 9, 11, 12, 14, 17, 18, 19, 22, 23, 24, 25, 26, 30, 32, 33, 36, 37, 38, 39, Red dyes such as 41, 43, 45, 46, 48, 53, 56, 63, 71, 74, 85, 86, 88, 90, 94, 95 and the like;

CI Modanto Orange Orange such as 3, 4, 5, 8, 12, 13, 14, 20, 21, 23, 24, 28, 29, 32, 34, 35, 36, 37, 42, 43, 47, 48, etc. dyes;

CI Modanto Blue 1, 2, 3, 7, 8, 9, 12, 13, 15, 16, 19, 20, 21, 22, 23, 24, 26, 30, 31, 32, 39, 40, 41, Blue dyes such as 43, 44, 48, 49, 53, 61, 74, 77, 83, 84 and the like;

Violet dyes such as C.I. modanto violet 1, 2, 4, 5, 7, 14, 22, 24, 30, 31, 32, 37, 40, 41, 44, 45, 47, 48, 53, 58 and the like;

Green dyes, such as CI modanto green 1, 3, 4, 5, 10, 15, 19, 26, 29, 33, 34, 35, 41, 43, 53, etc. are mentioned.

The content of the colorant is preferably 0.5 to 80% by mass, preferably 1 to 60% by mass, based on the mass fraction of the solids in the photosensitive resin composition for electronic paper reflecting plates. When the colorant is contained in an amount of 0.5 to 80% by mass based on the above criteria, the photosensitive resin composition for an electronic paper reflector is easy to form a pattern and exhibits excellent sensitivity.

Solvent (E)

The solvent may be used without particular limitation as long as it is effective in dispersing or dissolving other components included in the photosensitive resin composition for electronic paper reflecting plates. Preferably, the solvent may be used ethers, aromatic hydrocarbons, ketones, alcohols, esters or amides.

Specifically, the solvent is ethylene glycol monomethyl ether, ethylene glycol monoethyl ether, ethylene glycol monopropyl ether, ethylene glycol monobutyl ether, diethylene glycol dimethyl ether, diethylene glycol diethyl ether, diethylene glycol dipropyl ether, di Ethers such as ethylene glycol dibutyl ether; Aromatic hydrocarbons such as benzene, toluene, xylene and mesitylene; Ketones such as methyl ethyl ketone, acetone, methyl amyl ketone, methyl isobutyl ketone and cyclohexanone; Alcohols such as ethanol, propanol, butanol, hexanol, cyclohexanol, ethylene glycol and glycerin; Ethyl 3-ethoxypropionate, methyl 3-methoxypropionate, methyl cellosolve acetate, ethyl cellosolve acetate, ethyl acetate, butyl acetate, amyl acetate, methyl lactate, ethyl lactate, butyl lactate, 3-meth Methoxybutyl acetate, 3-methyl-3-methoxy-1-butyl acetate, methoxypentyl acetate, ethylene glycol monoacetate, ethylene glycol diacetate, ethylene glycol monomethyl ether acetate, ethylene glycol monoethyl ether acetate, diethylene glycol Monoacetate, diethylene glycol diacetate, diethylene glycol monobutyl ether acetate, propylene glycol monoacetate, propylene glycol diacetate, propylene glycol monomethyl ether acetate, propylene glycol monoethyl ether acetate, ethylene carbonate, propylene carbonate or γ-buty Rockactone, etc. And esters thereof. In view of the applicability and dryness in the solvents exemplified above, propylene glycol monomethyl ether acetate, propylene glycol monoethyl ether acetate, cyclohexanone, ethyl lactate, butalactate, 3-ethoxypropionate, Methyl 3-methoxypropionate etc. are mentioned. The solvents exemplified above may be used alone or in combination of two or more.

The content of the solvent is 60 to 90% by mass, preferably 70 to 85% by mass, based on the mass fraction of the total amount of the photosensitive resin composition for an electronic paper reflector including the same. When the content of the solvent is in the range of 60 to 90% by mass based on the above standards, it is applied when applied with a coating device such as a roll coater, spin coater, slit and spin coater, slit coater (sometimes referred to as die coater), inkjet It is preferable because the property becomes good.

Additive (F)

As the additive (F) can be selectively added as needed, for example, other polymer compounds, curing agents, surfactants, adhesion promoters, antioxidants, ultraviolet absorbers, anti-agglomerating agents and the like.

Specific examples of the other polymer compound include curable resins such as epoxy resins and maleimide resins, thermoplastic resins such as polyvinyl alcohol, polyacrylic acid, polyethylene glycol monoalkyl ethers, polyfluoroalkyl acrylates, polyesters, polyurethanes, and the like. Can be mentioned.

The curing agent is used to increase the core hardening and mechanical strength, and specific examples thereof include an epoxy compound, a polyfunctional isocyanate compound, a melamine compound, an oxetane compound, and the like.

Specific examples of the epoxy compound in the curing agent include bisphenol A epoxy resin, hydrogenated bisphenol A epoxy resin, bisphenol F epoxy resin, hydrogenated bisphenol F epoxy resin, noblock type epoxy resin, other aromatic epoxy resin, alicyclic epoxy resin , Glycidyl ester resins, glycidylamine resins, or brominated derivatives of such epoxy resins, aliphatic, cycloaliphatic or aromatic epoxy compounds other than epoxy resins and their brominated derivatives, butadiene (co) polymer epoxides, isoprene ( Co) polymer epoxide, glycidyl (meth) acrylate (co) polymer, triglycidyl isocyanurate, and the like.

Specific examples of the oxetane compound in the curing agent include carbonate bis oxetane, xylene bis oxetane, adipate bis oxetane, terephthalate bis oxetane, cyclohexane dicarboxylic acid bis oxetane and the like.

The said hardening | curing agent can use together the hardening auxiliary compound which can make ring-opening-polymerize the epoxy group of an epoxy compound, and the oxetane skeleton of an oxetane compound with a hardening | curing agent. Examples of the curing aid compound include polyhydric carboxylic acids, polyhydric carboxylic anhydrides, and acid generators. As said polyhydric carboxylic anhydride, what is marketed can be used as an epoxy resin hardening | curing agent. As a specific example of the said epoxy resin hardening | curing agent, a brand name (Adekahadona EH-700) (made by Adeka Industrial Co., Ltd.), a brand name (Rikaditdo HH) (made by Nippon Ewha Co., Ltd.), a brand name (MH-700) (New Nippon Ewha Co., Ltd.) etc. are mentioned. The hardeners illustrated above can be used individually or in mixture of 2 or more types.

The surfactant may be used to further improve the film formability of the photosensitive resin composition for an electronic paper reflector, and a fluorine-based surfactant or a silicone-based surfactant may be preferably used.

The silicone-based surfactants include, for example, DC3PA, DC7PA, SH11PA, SH21PA, SH8400, etc. of Dow Corning Toray Silicone Co., Ltd., and TSF-4440, TSF-4300, TSF-4445, TSF-4446, TSF-4460, manufactured by GE Toshiba And TSF-4452. Examples of the fluorine-based surfactant include Megapieces F-470, F-471, F-475, F-482, and F-489 manufactured by Dainippon Ink & Chemicals Co., Ltd. as commercially available products. Surfactant illustrated above can be used individually or in combination of 2 types or more, respectively.

Specific examples of the adhesion promoter include vinyltrimethoxysilane, vinyltriethoxysilane, vinyltris (2-methoxyethoxy) silane, N- (2-aminoethyl) -3-aminopropylmethyldimethoxysilane, and N- (2-aminoethyl) -3-aminopropyltrimethoxysilane, 3-aminopropyltriethoxysilane, 3-glycidoxypropyltrimethoxysilane, 3-glycidoxypropylmethyldimethoxysilane, 2- ( 3,4-epoxycyclohexyl) ethyltrimethoxysilane, 3-chloropropylmethyldimethoxysilane, 3-chloropropyltrimethoxysilane, 3-methacryloxypropyltrimethoxysilane, 3-mercaptopropyltrimeth And oxysilane, 3-isocyanatepropyltrimethoxysilane, and 3-isocyanatepropyltriethoxysilane. The adhesion promoter exemplified above can be used individually or in combination of 2 or more types, respectively. The adhesion promoter may be contained in a mass fraction of 0.01 to 10% by mass, preferably 0.05 to 2% by mass relative to the solids of the photosensitive resin composition for an electronic paper reflector.

Specific examples of the antioxidant include 2,2'-thiobis (4-methyl-6-t-butylphenol), 2,6-di-t-butyl-4-methylphenol and the like.

Specific examples of the ultraviolet absorber include 2- (3-tert-butyl-2-hydroxy-5-methylphenyl) -5-chlorobenzothiazole, alkoxybenzophenone and the like.

Specific examples of the aggregation inhibitor include sodium polyacrylate and the like.

The photosensitive resin composition for electronic paper reflecting plates of this invention can be manufactured by the following method, for example.

The coloring agent (D) is previously mixed with the solvent (E) and dispersed using a bead mill or the like until the average particle diameter of the coloring material is about 0.2 µm or less. At this time, a pigment dispersant is used as needed, and some or all of binder resin (A) may be mix | blended. The remainder of the binder resin (A), the photopolymerizable compound (B) and the photopolymerization initiator (C), the additive (F) used as needed, and the additional solvent (E) are added to the obtained dispersion liquid so as to have a predetermined concentration. It adds and obtains the coloring photosensitive resin composition for electronic paper reflector plates of interest.

Reflective plate for electronic paper according to the invention is characterized in that it comprises a pattern layer formed by applying the photosensitive resin composition for electronic paper reflector according to the invention on the substrate and exposed and developed in a predetermined pattern.

The substrate may be generally used in the art, for example, the substrate may be a glass plate, a silicon wafer and poly ether sulfate (PES), poly carbonate (PC), and the like. Preferably a glass plate can be applied. The thickness of the substrate is not limited, and typically may have a thickness of about 1mm.

As a method for applying the above-mentioned photosensitive resin composition for an electronic paper reflector onto a substrate, a coating method such as spin, spin after slit, slit, roll, spray, inkjet method, or the like may be used, and the photosensitive resin for electronic paper reflector may be used on a substrate. After applying the composition, volatile components such as a solvent are volatilized to form a photosensitive resin layer. In order to easily volatilize the volatile components, heating may be performed at 30 to 120 ° C. for 10 seconds to 5 minutes.

The coating thickness of the photosensitive resin composition for the electronic paper reflector is not limited, and may be determined by coating conditions such as the viscosity of the composition, the concentration of solids, the coating speed, and the like, and for example, the coating thickness may be 0.5 to 20 μm. .

Next, the photosensitive resin layer is exposed to light. The exposure is not necessarily limited, but may be achieved, for example, by irradiating the light-curable resin layer with a predetermined pattern through a photomask. As the light, ultraviolet ray g line (wavelength: 436 nm), h line, i line (wavelength: 365 nm) and the like are usually used. The ultraviolet light may be irradiated for 10 to 300mJ / ㎠ for 1 to 60 seconds.

After exposure, the pattern layer is formed by removing the non-exposed areas through development. The development may be performed, for example, by immersing the photosensitive resin layer after exposure in a developer. As the developer, an aqueous solution of an alkali compound such as sodium carbonate, sodium hydroxide, potassium hydroxide, potassium carbonate, tetramethylammonium hydroxide or the like can be used.

After the development is completed, the pattern layer may be washed with ordinary water, dried, and then heated as necessary. The mechanical strength of the pattern layer can be improved by the heat treatment. The heating temperature is usually 120 ° C. or higher, preferably 150 to 250 ° C., and the heating time may be 10 to 60 minutes.

The reflector plate having the pattern layer formed as described above can be applied to electronic paper of various driving methods, and in particular, has excellent processability and high reflection efficiency.

Electronic paper according to the present invention is characterized by comprising a reflector for the electronic paper.

The electronic paper according to the present invention may adopt a configuration generally used in the art, except that the electronic paper is provided with a reflecting plate.

For example, the electronic paper may include a reflecting plate and an opposing substrate (display surface side). In this case, a pixel electrode may be formed on the rear surface of the reflector, and the pixel electrode may be formed of silicon nitride. In addition, the bottom surface of the counter substrate may be provided with a transparent electrode made of indium tin oxide (ITO).

The above configuration is described as an example of the electronic paper, the present invention is not limited thereto.

Hereinafter, preferred examples are provided to aid the understanding of the present invention, but the following examples are merely for exemplifying the present invention, and it will be apparent to those skilled in the art that various changes and modifications can be made within the scope and spirit of the present invention. It is natural that such variations and modifications fall within the scope of the appended claims.

Of pigment dispersion Manufacturing example  1>

A pigment dispersion (M1) was prepared by mixing and dispersing 35.0 g of CI Pigment White 6, 5.25 g of BYK180 (manufactured by BYK) as a dispersant, and 59.75 g of propylene glycol monomethyl ether acetate as a solvent for 2 hours with a bead mill. Was

Synthesis of Binder Resin (A)

Synthesis Example 1

200 g propylene glycol monomethyl ether acetate, 2 g azobisisobutyronitrile (AIBN), 15 g acrylic acid, 70 g benzyl methacrylate, 15 g styrene -3 g of dodecyl mercapto was added and nitrogen was substituted. After stirring, the temperature of the reaction solution was raised to 110 ° C and reacted for 8 hours. The binder resin thus synthesized had a weight average molecular weight measured by GPC of about 16300 and a solid dispersion value of 100.4 mgKOH / g.

Synthesis Example 2

200 g propylene glycol monomethyl ether acetate, 2 g azobisisobutyronitrile (AIBN), 5 g acrylic acid, 83 g benzyl methacrylate, 15 g styrene -3 g of dodecyl mercapto was added and nitrogen was substituted. After stirring, the temperature of the reaction solution was raised to 110 ° C and reacted for 8 hours. The binder resin thus synthesized had a weight average molecular weight measured by GPC of about 22100 and a solid dispersion value of 12.8 mgKOH / g.

&Lt; Synthesis Example 3 &

200 g propylene glycol monomethyl ether acetate, 2 g azobisisobutyronitrile (AIBN), 30 g acrylic acid, 55 g benzyl methacrylate, 15 g styrene -3 g of dodecyl mercapto was added and nitrogen was substituted. After stirring, the temperature of the reaction solution was raised to 110 ° C and reacted for 8 hours. The binder resin thus synthesized had a weight average molecular weight measured by GPC of about 12700 and a solid dispersion value of 220.8 mgKOH / g.

Preparation of Photosensitive Resin Composition

&Lt; Example 1 >

40.0 g of the pigment dispersion M1, 25.7 g of the binder resin prepared in Synthesis Example 1, dipentaerythritol hexaacrylate (KAYARAD DPHA; manufactured by Nippon Kayaku Co., Ltd.) 8.6 g, 2-methyl-1- [4- (methyl Thio) phenyl] -2- (4-morpholin) -1-propanone (Irgacure 907; manufactured by BASF) 1.0 g, 2,4-diethyl thioxanthone (Speedcure DETX; manufactured by LAMBSON) 0.5 g, 3- 0.2 g of methacryloxypropyl trimethoxysilane (KBM-503; manufactured by Shin-Etsu) and 24.0 g of propylene glycol monomethyl ether acetate were mixed to prepare a photosensitive resin composition.

<Example 2>

The photosensitive resin composition was similarly changed except having changed into the mixture of 2-isopropyl thioxanthone and 4-isopropyl thioxanthone (DAROCURE ITX, BASF Corporation make) instead of the 2, 4- diethyl thioxanthone of Example 1. Was prepared.

Comparative Example 1

40.0 g of the pigment dispersion M1, 25.7 g of the binder resin prepared in Synthesis Example 1, dipentaerythritol hexaacrylate (KAYARAD DPHA; manufactured by Nippon Kayaku Co., Ltd.) 8.6 g, 2-methyl-1- [4- (methyl Thio) phenyl] -2- (4-morpholin) -1-propanone (Irgacure 907; manufactured by BASF) 1.5 g, 3-methacryloxypropyltrimethoxysilane (KBM-503; manufactured by Shin-Etsu) 0.2 g and propylene glycol monomethyl ether acetate 24.0 g were mixed to prepare a photosensitive resin composition.

Comparative Example 2

A photosensitive resin composition was prepared in the same manner as in Example 1 except that the binder resin of Synthesis Example 1 was changed to Synthesis Example 2.

Comparative Example 3

A photosensitive resin composition was prepared in the same manner as in Example 1 except that the binder resin of Synthesis Example 1 was changed to Synthesis Example 3.

Comparative Example 4

A photosensitive resin composition was prepared in the same manner as in Example 2, except that the binder resin of Synthesis Example 1 was changed to Synthesis Example 2.

Comparative Example 5

A photosensitive resin composition was prepared in the same manner as in Example 2, except that the binder resin of Synthesis Example 1 was changed to Synthesis Example 3.

Experimental Example

Reflecting plates were prepared using the photosensitive resin compositions prepared in Examples 1 to 2 and Comparative Examples 1 to 5. Each of the photosensitive resin compositions was coated on a glass substrate by spin coating, then placed on a heating plate and maintained at 100 ° C. for 3 minutes to form a thin film. Subsequently, a test photomask having a pattern for changing the transmittance stepwise in a range of 1 to 100% and a hole pattern of 1 μm to 50 μm was placed on the thin film and irradiated with ultraviolet rays at a distance of 100 μm from the test photomask. It was. At this time, the ultraviolet light source was irradiated with luminous intensity of 100mJ / cm 2 to 200mJ / using a 1KW high-pressure mercury lamp containing all g, h, and i rays, and no special optical filter was used. The thin film irradiated with ultraviolet rays was developed by soaking for 120 seconds in a KOH aqueous solution developing solution of pH 10.5 maintained at a temperature of 23 degrees. The thin film coated glass plate was washed with distilled water, dried by blowing nitrogen gas, and heated in a heating oven at 150 ° C. for 20 minutes to prepare a reflecting plate. The thickness of the reflector plate prepared above was 3.5 μm.

The development speed, sensitivity, and adhesion of the reflector were measured and evaluated as follows, and the results are shown in Table 1 below.

Development speed

At the time of development, the time taken for the non-exposed part to completely dissolve in the developer was measured.

<Sensitivity>

The minimum exposure amount necessary to form a thin film free from tearing after development was measured.

<Hole size>

The diameter of the hole pattern formed by the 50-micrometer hole pattern mask irradiated at 200mJ / cm <2> was measured.

As shown in Table 1, as a result of evaluating the photosensitive resin compositions of Examples 1 to 2 and Comparative Examples 1 to 5, it was found that the photosensitive resin composition of the present invention exhibits excellent development speed and sensitivity and excellent resolution. Able to know.

Claims (6)

It consists of binder resin (A), a photopolymerizable compound (B), a photoinitiator (C), a coloring agent (D), and a solvent (E),
The binder resin (A) is a resin having an acid value of 15 to 150 mgKOH / g,
Said photoinitiator (C) contains the compound represented by following formula (1), The photosensitive resin composition for electronic paper reflecting plates characterized by the above-mentioned.
<Formula 1>

(In Formula 1, R1 to R4 independently represent a hydrogen atom, a halogen atom, an alkyl group having 1 to 18 carbon atoms, or an alkoxy group having 1 to 18 carbon atoms.)
The method of claim 1, wherein the compound represented by Formula 1 is thioxanthone, 2-methyl thioxanthone, 2-isopropyl thioxanthone, 4-isopropyl thioxanthone, 2-dodecyl thioxanthone, 2, 4-dimethyl thioxanthone, 2,4-diethyl thioxanthone, 2,4-diisopropyl thioxanthone, 1-chloro-4-propyloxy thioxanthone, 2-chloro thioxanthone, and the like. 2-methyl thioxanthone, 2-isopropyl thioxanthone, 4-isopropyl thioxanthone, 2,4-dimethyl thioxanthone, 2,4-diethyl thioxanthone, 2,4-diisopropyl thi The photosensitive resin composition for electronic paper reflecting plates characterized by at least one compound selected from the group consisting of oxaanthone and 1-chloro-4-propyloxythioxanthone.
The photosensitive resin composition for an electronic paper reflector according to claim 1, wherein the compound represented by the general formula (1) in the photopolymerization initiator (C) is contained in an amount of 5 to 80 mass% of the total photopolymerization initiator.
The electronic paper reflector according to claim 1, wherein the photopolymerization initiator (C) is contained in an amount of 0.1 to 40 mass% based on the total amount of the binder resin (A) and the photopolymerizable compound (B) based on the solid content. Photosensitive resin composition for.
An electronic paper reflector comprising a pattern layer formed by applying the photosensitive resin composition for reflecting plates of any one of claims 1 to 4 on a substrate, and being exposed and developed in a predetermined pattern.
An electronic paper comprising the reflector for electronic paper of claim 5.