TW201818147A - Photosensitive resin composition, color filter, method of producing the same and application of the same - Google Patents

Abstract

The present invention provides a photosensitive resin composition, a color filter, a mtheod of producing the same and an application of the same. The photosensitive resin composition comprises a pigment (A), an alkali-soluble resin (B), a compound having an unsaturated ethylenically group (C), a photoinitiator (D) and a solvent (E), in which the compound having the unsaturated ethylenically group (C) includes a compound having an unsaturated ethylenically group (C-1) with a structure shown as formula (1). The color filter produced by the photosensitive resin composition of the present invention has increased sputtering resistence.

Description

   Photosensitive resin composition, color filter, manufacturing method and application thereof   

The present invention relates to a photosensitive resin composition, a color filter, a method for manufacturing the same, and applications thereof, and in particular, to a photosensitive resin composition and a color filter prepared by the photosensitive resin composition. Has good splash resistance.

At present, color filters have been widely used in the field of office equipment such as color liquid crystal displays, color fax machines, and color cameras. With the increasing market demand, the manufacturing technology of color filters also tends to be diversified. At present, manufacturing methods such as dyeing, printing, plating, and dispersion methods have been developed. Among them, dispersion method is the mainstream process.

The dispersion process involves first dispersing a colored pigment in a photosensitive resin, then coating the photosensitive resin on a glass substrate, and then exposing, developing, and other steps to obtain a specific pattern. After repeating the operation three times, the pattern of the pixel coloring layer of red (R), green (G) and blue (B) can be obtained, and then a protective film can be applied on the pattern of the pixel coloring layer if necessary.

The photosensitive resin composition disclosed in Japanese Patent Application Laid-Open No. 2001-075273 includes a polymer obtained by polymerizing an unsaturated monomer having a carboxylic acid group and a monomer containing an epoxy group as an alkali-soluble resin of the photosensitive resin. However, the color filter made of the photosensitive resin composition of this conventional technique has a problem of poor sputtering resistance.

Therefore, how to overcome the problem of poor sputtering resistance to meet the current industry requirements is the goal of hard research in the technical field to which the present invention belongs.

One aspect of the present invention is to provide a photosensitive resin composition including a pigment (A), an alkali-soluble resin (B), an ethylenically unsaturated group-containing compound (C), a photoinitiator (D), and a solvent. (E), wherein the ethylenically unsaturated group-containing compound (C) includes an ethylenically unsaturated group-containing compound (C-1).

Another aspect of the present invention is to provide a method for manufacturing a color filter, which uses the above-mentioned photosensitive resin composition to form a pixel layer.

Another aspect of the present invention is to provide a color filter, which is obtained by the above-mentioned manufacturing method.

Another aspect of the present invention is to provide a liquid crystal display device, which may include the aforementioned color filter.

According to the aspect of the present invention, a photosensitive resin composition is first provided. The photosensitive resin composition may contain a pigment (A), an alkali-soluble resin (B), an ethylenically unsaturated group-containing compound (C), a photoinitiator (D), and a solvent (E), which will be described below.

Photosensitive resin composition Pigment (A)

The pigment (A) referred to herein in the present invention may be, for example, but not limited to, an inorganic pigment, an organic pigment, or a combination of the two.

The aforementioned inorganic pigments are, for example, but not limited to, metal compounds such as metal oxides and metal salts; preferably, the inorganic pigments may be selected from iron, cobalt, aluminum, cadmium, lead, copper, titanium, magnesium, chromium, lead, Oxides of metals such as antimony, composite oxides of the foregoing metals, and metal complex salts.

In a specific example of the present invention, the organic pigment is selected from C.1. Pigment Yellow 1, 3, 11, 12, 13, 14, 15, 16, 17, 20, 24, 31, 53, 55, 60. , 61, 65, 71, 73, 74, 81, 83, 93, 95, 97, 98, 99, 100, 101, 104, 106, 108, 109, 110, 113, 114, 116, 117, 119, 120 , 126, 127, 128, 129, 138, 139, 150, 151, 152, 153, 154, 155, 156, 166, 167, 168, 175; CI pigment orange 1, 5, 13, 14, 16, 17, 24, 34, 36, 38, 40, 43, 46, 49, 51, 61, 63, 64, 71, 73; CI Pigment Red 1, 2, 3, 4, 5, 6, 7, 8, 9, 10 , 11, 12, 14, 15, 16, 17, 18, 19, 21, 22, 23, 30, 31, 32, 37, 38, 40, 41, 42, 48: 1, 48: 2, 48: 3 , 48: 4, 49: 1, 49: 2, 50: 1, 52: 1, 53: 1, 57, 57: 1, 57: 2, 58: 2, 58: 4, 60: 1, 63: 1 , 63: 2, 64: 1, 81: 1, 83, 88, 90: 1, 97, 101, 102, 104, 105, 106, 108, 112, 113, 114, 122, 123, 144, 146, 149 , 150, 151, 155, 166, 168, 170, 171, 172, 174, 175, 176, 177, 178, 179, 180, 185, 187, 188, 190, 193, 194, 202, 206, 207, 208, 209, 215, 216, 220, 224, 226, 242, 243, 245, 254, 255, 264, 265; CI Pigment Violet 1, 14, 19, 23, 29, 32, 33, 36, 37, 38, 39, 40, 50; CI Pigment Blue 1, 2, 15, 15: 1, 15: 2, 15: 3, 15: 4, 15: 5, 15: 6, 16, 21, 22, 60, 61, 64, 66; CI Pigment Green 7, 36, 37, 42, 58; CI Pigment Brown 23, 25, 28; and CI Pigment black 1,7. These organic pigments can be used alone or in combination.

In one embodiment, the average particle diameter of the pigment (A) is preferably 10 nm to 200 nm, more preferably 20 nm to 150 nm, and even more preferably 30 nm to 130 nm.

In an embodiment of the present invention, based on the amount of the alkali-soluble resin (B) used being 100 parts by weight, the amount of the pigment (A) used is in the range of 5 to 300 parts by weight, preferably 10 to 250 parts by weight. It is more preferably 15 parts by weight to 200 parts by weight.

If necessary, the pigment (A) can also selectively use a dispersant, such as, but not limited to, cationic, anionic, nonionic, amphoteric, polysiloxane, and fluorine-based surfactants.

The aforementioned surfactants include, but are not limited to, polyethylene oxide alkyl ethers such as polyethylene oxide lauryl ether, polyethylene oxide stearyl ether, and polyethylene oxide oleyl ether; Polyethylene oxide alkyl phenyl ether surfactants such as ethylene oxide octyl phenyl ether, polyethylene oxide nonyl phenyl ether; polyethylene glycol dilaurate, polyethylene glycol distearate Ester surfactants such as polyethylene glycol diesters; sorbitan fatty acid ester surfactants; fatty acid modified polyester surfactants; tertiary amine modified polyurethane surfactants Agent; Shin-Etsu Chemical Co., Ltd. product KP, Toray Dow Corning Silicon model SF-8427, Kyoeisha Oil Chemical Industry model Polyflow, Tochem Products Co. , Ltd.) is a product of model F-Top, a product of Dainippon Ink Chemical Industry Co., Ltd. is a product of Megafac, a product of Sumitomo 3M model is Fluorad, and a product of Asahi Glass is Asahi Guard and Surflon. These surfactants can be used singly or in combination.

Alkali soluble resin (B) First alkali soluble resin (B-1)

The alkali-soluble resin (B) of the present invention may include the first alkali-soluble resin (B-1). The first alkali-soluble resin (B-1) is prepared by polymerizing a mixture including an epoxy compound (b-1-1) having at least two epoxy groups, and one having at least one Compound (b-1-2) having a carboxylic acid group and at least one ethylenically unsaturated group. The mixture may optionally include at least one of a carboxylic anhydride compound (b-1-3) and an epoxy group-containing compound (b-1-4).

Preferably, the epoxy compound (b-1-1) having at least two epoxy groups has a structure represented by formula (4) or formula (5). The description that "the epoxy compound (b-1-1) may have a structure as shown in formula (4) or formula (5)" also covers compounds having a structure as shown in formula (4) and compounds having the formula (4) 5) A compound having the structure shown in the case where it exists as an epoxy compound (b-1-1).

Specifically, the epoxy compound (b-1-1) having at least two epoxy groups has, for example, a structure represented by formula (4):

In formula (4), R ^1c , R ^2c , R ^3c and R ^4c each independently represent a hydrogen atom, a halogen atom, an alkyl group having 1 to 5 carbon atoms, an alkoxy group having 1 to 5 carbon atoms, carbon Aryl groups having 6 to 12 or aralkyl groups having 6 to 12 carbons.

The epoxy compound (b-1-1) having at least two epoxy groups in the aforementioned formula (4) may include a ring-containing compound obtained by reacting a bisphenol fluorene compound with an epihalohydrin. The bisphenol amidine compound of the oxygen group is not limited thereto.

As specific examples of the bisphenol fluorene type compound, for example, but not limited to, 9,9-bis (4-hydroxyphenyl) fluorene [9,9-bis (4-hydroxyphenyl) fluorene], 9,9-bis ( 4-hydroxy-3-methylphenyl) fluorene [9,9-bis (4-hydroxy-3-methylphenyl) fluorene], 9,9-bis (4-hydroxy-3-chlorophenyl) fluorene [9, 9-bis (4-hydroxy-3-chlorophenyl) fluorene], 9,9-bis (4-hydroxy-3-bromophenyl) fluorene [9,9-bis (4-hydroxy-3-bromophenyl) fluorene], 9,9-bis (4-hydroxy-3-fluorophenyl) fluorene [9,9-bis (4-hydroxy-3-fluorophenyl) fluorene], 9,9-bis (4-hydroxy-3-methoxy) (Phenyl) fluorene [9,9-bis (4-hydroxy-3-methoxyphenyl) fluorene], 9,9-bis (4-hydroxy-3,5-dimethylphenyl) fluorene [9,9-bis ( 4-hydroxy-3,5-dimethylphenyl) fluorene], 9,9-bis (4-hydroxy-3,5-dichlorophenyl) 芴 [9,9-bis (4-hydroxy-3,5-dichlorophenyl) fluorene], 9,9-bis (4-hydroxy-3,5-dibromophenyl) fluorene [9,9-bis (4-hydroxy-3,5-dibromophenyl) fluorene] and other compounds.

The aforementioned halogenated propylene oxide (epihalohydrin) is, for example, but not limited to, 3-chloro-1,2-epoxypropane (epichlorohydrin) or 3-bromo-1,2-epoxypropane (epibromohydrin).

The epoxy group-containing bisphenol fluorene type compound obtained by reacting the bisphenol fluorene type compound with a halogenated propylene oxide includes, but is not limited to: (1) products manufactured by Nippon Steel Chemical Co., Ltd. : For example, ESF-300, etc .; (2) Goods made by Osaka Gas Co., Ltd .: For example, PG-100, EG-210, etc .; (3) Made by SMS Technology Co., Ltd. Goods: such as SMS-F9PhPG, SMS-F9CrG, SMS-F914PG and so on.

Preferably, the epoxy compound (b-1-1) having at least two epoxy groups may also have a structure represented by formula (5):

In formula (5), R ^5c to R ^18c each independently represent a hydrogen atom, a halogen atom, an alkyl group having 1 to 8 carbons or an aromatic group having 6 to 15 carbons; and g represents an integer of 0 to 10 .

The epoxy compound (b-1-1) having at least two epoxy groups in the aforementioned formula (5) is, for example, a compound having the structure of the following formula (5-1) in the presence of an alkali metal hydroxide, and Obtained from halogenated propylene oxide.

In the formula (5-1), to R ^18c are respectively the same as the formula R (5) in the definition of g ^5c and R ^5c is defined to g, and R ^18c, which is not repeated herein.

The epoxy compound (b-1-1) having at least two epoxy groups in the aforementioned formula (5) is, for example, a compound having the following formula (5-2) and a phenol in the presence of an acid catalyst The compound) undergoes a condensation reaction to form a compound having a structure of the formula (5-1). Next, an excess of halogenated propylene oxide is added to perform a dehydrohalogenation reaction to obtain an epoxy compound (b-1-1) having at least two epoxy groups as shown in formula (5).

In formula (5-2), R ^19c and R ^20c each independently represent a hydrogen atom, a halogen atom, an alkyl group having 1 to 8 carbon atoms, or an aromatic group having 6 to 15 carbon atoms; each of T ¹ and T ² Independently represents a halogen atom, an alkyl group having 1 to 6 carbons, or an alkoxy group having 1 to 6 carbons. Preferably, the halogen atom is, for example, chlorine or bromine, the alkyl group is, for example, methyl, ethyl, or third butyl, and the alkoxy group is, for example, methoxy or ethoxy.

The above phenols are, for example, but not limited to: phenol, cresol, ethylphenol, n-propylphenol, isobutylphenol, and t-butylphenol ), Octylphenol, nonylphenol, xylenol, methylbutylphenol, di-t-butylphenol, vinylphenol, Propenylphenol, ethinylphenol, cyclopentylphenol, cyclohexylphenol, cyclohexylcresol, and the like. These phenols can be used alone or in combination.

In a specific example of the present invention, the usage amount of the compound having the structure of the formula (5-2) is 1 mol, and the usage amount of phenols ranges from 0.5 mol to 20 mol, preferably 2 mol. To 15 mol.

The above acid catalysts are, for example, but not limited to, hydrochloric acid, sulfuric acid, p-toluenesulfonic acid, oxalic acid, boron trifluoride, anhydrous aluminum chloride, chlorine Zinc chloride and the like are preferred, among them, p-toluenesulfonic acid, sulfuric acid, or hydrochloric acid. These acid catalysts can be used alone or in combination.

Although the use amount of the above-mentioned acid catalyst is not particularly limited, based on the use amount of the compound having the structure of the formula (5-2) is 100% by weight, and the use amount of the acid catalyst is preferably in the range of 0.1% to 30% by weight.

The above-mentioned condensation reaction can be performed without a solvent or in the presence of an organic solvent. The above-mentioned organic solvent is, for example, but not limited to, toluene, xylene, methyl isobutyl ketone, and the like. These organic solvents may be used alone or in combination.

In a specific example of the present invention, based on the sum of the amounts of use of the compound having the structure of formula (5-2) and phenols is 100% by weight, and the use amount of the above-mentioned organic solvent ranges from 50% to 300% by weight, preferably 100% by weight. To 250wt%. The operation temperature of the condensation reaction is 40 ° C to 180 ° C, and the operation time is 1 hour to 8 hours.

After the above condensation reaction is completed, a neutralization treatment or a water washing treatment may be performed. In the above neutralization treatment, the pH value of the solution after the reaction is adjusted to 3 to 7, preferably 5 to 7. A neutralizing agent may be used in the above water washing treatment, and the neutralizing agent is an alkaline substance, such as, but not limited to, alkali metal hydroxides such as sodium hydroxide and potassium hydroxide; calcium hydroxide (calcium hydroxide) hydroxide), alkaline hydroxides such as magnesium hydroxide; diethylene triamine, triethylene tetramine, aniline, phenylene diamine And other organic amines; and ammonia (ammonia), sodium dihydrogen phosphate (sodium dihydrogen phosphate) and so on. The above-mentioned water washing treatment can be performed by a conventional method. For example, an aqueous solution containing a neutralizing agent is added to the solution after the reaction, and extraction can be performed repeatedly. After the neutralization treatment or the water washing treatment, the unreacted phenols and the solvent are distilled off under reduced pressure and heat treatment, and then concentrated to obtain a compound having a structure represented by the formula (5-1).

The aforementioned halogenated propylene oxide is, for example, but not limited to, 3-chloro-1,2-epoxypropane, 3-bromo-1,2-epoxypropane (3-bromo- 1,2-epoxypropane) or a combination thereof. Before carrying out the dehydrohalogenation reaction, an alkali metal hydroxide such as sodium hydroxide or potassium hydroxide may be added in advance or during the reaction. The operation temperature of the above dehydrohalogenation reaction is 20 ° C to 120 ° C, and the operation time range is 1 hour to 10 hours.

The alkali metal hydroxide added to the dehydrohalogenation reaction may be an aqueous solution thereof. In this specific example, while the above-mentioned alkali metal hydroxide aqueous solution is continuously added to the dehydrohalogenation reaction system, water and halogenated propylene oxide can be continuously distilled under reduced or normal pressure, thereby separating and removing water. At the same time, the halogenated propylene oxide can be continuously refluxed into the reaction system.

Before the dehydrohalogenation reaction proceeds, tetramethyl ammonium chloride, tetramethyl ammonium bromide, trimethyl benzyl ammonium chloride, etc. may be added. Grade ammonium salt as a catalyst, and react at 50 ° C to 150 ° C for 1 hour to 5 hours, and then add an alkali metal hydroxide or an aqueous solution thereof, and react it at a temperature of 20 ° C to 120 ° C for 1 hour to 10 hours for dehydrohalogenation reaction.

In a specific example of the present invention, based on the total equivalents of the hydroxyl groups in the compound having the structure of the formula (5-1), the equivalent amount of the halogenated propylene oxide can be 1 to 20 equivalents, and preferably 2 Equivalent to 10 equivalents. Based on the total equivalents of the hydroxyl groups in the compound having the formula (5-1), the equivalent amount of the alkali metal hydroxide added in the above dehalogenation reaction may be 0.8 to 15 equivalents, preferably 0.9 equivalents. To 11 equivalents.

In order to make the dehydrohalogenation reaction proceed smoothly, in addition to alcohols such as methanol and ethanol, aprotic polar solvents such as dimethyl sulfone and dimethyl sulfoxide may be added. To react. In the case of using alcohols, based on the total amount of the above-mentioned halogenated propylene oxide being 100% by weight, the amount of alcohols used may be 2% to 20% by weight, preferably 4% to 15% by weight. In the example of using an aprotic polar solvent, based on the total amount of halogenated propylene oxide being 100 wt%, the amount of aprotic polar solvent used may be 5 to 100 wt%, preferably 10 to 90 wt%.

After the dehydrohalogenation reaction is completed, a water washing treatment may be optionally performed. After that, halogenated propylene oxide, alcohols, aprotic polar solvents, and the like are removed by heating and decompression. The heating and decompression are performed, for example, in an environment having a temperature of 110 ° C to 250 ° C and a pressure of 1.3 kPa (10 mmHg) or less.

In order to avoid the formation of epoxy resin containing hydrolyzable halogens, the solution after the dehydrohalogenation reaction can be added to solvents such as toluene and methyl isobutyl ketone, and alkalis such as sodium hydroxide and potassium hydroxide can be added. The metal hydroxide aqueous solution is dehydrohalogenated again. In the dehydrohalogenation reaction, the total equivalent of hydroxyl groups in the compound having the structure represented by the formula (5-1) is 1 equivalent, and the amount of the alkali metal hydroxide used is in the range of 0.01 mol to 0.3 mol. It is preferably from 0.05 mol to 0.2 mol. The above-mentioned dehydrohalogenation reaction has an operating temperature range of 50 ° C to 120 ° C, and an operating time range of 0.5 hours to 2 hours.

After the dehydrohalogenation reaction is completed, the salts are removed by steps such as filtration and water washing. It is also possible to distill off solvents such as toluene and methyl isobutyl ketone by heating and decompressing to obtain an epoxy compound (b-1) having at least two epoxy groups as shown in formula (5). -1). The epoxy compound (b-1-1) having at least two epoxy groups in the above formula (5) is, for example, but not limited to, Japanese chemical products such as NC-3000, NC-3000H, NC-3000S, and NC-3000P (Nippon Kayaku Co. Ltd.).

The compound (b-1-2) having at least one carboxylic acid group and at least one ethylenically unsaturated group is, for example, selected from the group consisting of the following (1) to (3): (1). Acrylic acid, Methacrylic acid, 2-methacryloyloxyethylbutanedioic acid, 2-methacryloyloxyethylbutanedioic acid, 2-methacryloyloxyethylbutanedioic acid, 2-methacryloyloxyethylbutanedioic acid, 2 -Methacrylic acid oxybutyl adipate, 2-methacrylic acid oxyethyl hexahydrophthalic acid, 2-methacrylic acid oxyethyl maleic acid, 2-methacrylic acid oxypropyl Maleic acid, 2-methacrylic acid oxybutyl maleic acid, 2-methacrylic acid oxypropyl succinic acid, 2-methacrylic acid oxypropyl adipic acid, 2-methacrylic acid Propyl tetrahydrophthalic acid, 2-methacrylic acid oxypropyl phthalic acid, 2-methacrylic acid oxybutyl phthalic acid, or 2-methacrylic acid oxybutyl phthalic acid Dicarboxylic acid; (2). A compound obtained by reacting a hydroxyl-containing (meth) acrylate with a dicarboxylic acid compound, wherein the dicarboxylic acid compound includes, but is not limited to, adipic acid, succinic acid, and maleic acid. , Phthalic acid; and (3). A half-ester compound obtained by reacting a hydroxy (meth) acrylate with a carboxylic anhydride compound. The hydroxy-containing (meth) acrylate is, for example, but not limited to, 2-hydroxyethyl acrylate [(2-hydroxyethyl) acrylate], [(2-hydroxyethyl) methacrylate], 2- (hydroxypropyl) methacrylate, [(2-hydroxypropyl) methacrylate], [(2-hydroxypropyl) methacrylate] ], 4-hydroxybutyl acrylate [(4-hydroxybutyl) acrylate], 4-hydroxybutyl methacrylate [(4-hydroxybutyl) methacrylate], pentaerythritol trimethacrylate, and the like. The carboxylic acid anhydride compound described herein may be the same as the carboxylic acid anhydride compound (b-1-3) contained in the mixture of the first alkali-soluble resin (B-1) described below, and will not be described again here.

The mixture of the first alkali-soluble resin (B-1) may further optionally include at least one of a carboxylic anhydride compound (b-1-3) and an epoxy group-containing compound (b-1-4). The carboxylic anhydride compound (b-1-3) may be selected from the group consisting of (1) to (2): (1). Butanedioic anhydride, maleic anhydride, Itaconic anhydride, phthalic anhydride, tetrahydrophthalic anhydride, hexahydrophthalic anhydride, methyltetrahydrophthalic anhydride Acid anhydride, methyl hexahydrophthalic anhydride, methyl endo-methylene tetrahydro phthalic anhydride, chlorendic anhydride, glutaric anhydride or trimellitic acid Dicarboxylic acid anhydride compounds such as formic acid anhydride (1,3-dioxoisobenzofuran-5-carboxylic anhydride); and (2). Benzophenone tetracarboxylic dianhydride (BTDA), diphenyltetracarboxylic dianhydride or Tetracarboxylic acid anhydride compounds such as diphenyl ether tetracarboxylic dianhydride.

The epoxy-group-containing compound (b-1-4) is, for example, selected from glycidyl methacrylate, 3,4-epoxycyclohexyl methyl (meth) acrylate, and unsaturated glycidyl group. A group of ether compounds, unsaturated compounds containing epoxy groups, or combinations thereof. The aforementioned unsaturated group-containing glycidyl ether compound is, for example, but not limited to, trade names Denacol EX-111, EX-121 Denacol, Denacol EX-141, Denacol EX-145, Denacol EX-146, Denacol EX-171, Denacol EX-192 And other compounds (the above are commercial products of Nagase Chemical Industries, Ltd.).

The first alkali-soluble resin (B-1) may include an epoxy compound (b-1-1) having at least two epoxy groups and at least one carboxylic acid group and at least one ethylenically unsaturated group of formula (4). The compound (b-1-2) is polymerized to form a hydroxyl group-containing reaction product, and then a carboxylic anhydride compound (b-1-3) is added for reaction. Based on the total hydroxyl equivalent of the hydroxyl-containing reaction product, the equivalent of the acid anhydride group contained in the carboxylic anhydride compound (b-1-3) is preferably from 0.4 to 1 equivalent, and more preferably from 0.75 to 1 equivalent. When a plurality of carboxylic anhydride compounds (b-1-3) are used, they may be added sequentially or simultaneously during the reaction. When a dicarboxylic acid anhydride compound and a tetracarboxylic acid anhydride compound are used as the carboxylic acid anhydride compound (b-1-3), the molar ratio of the dicarboxylic acid anhydride compound and the tetracarboxylic acid anhydride compound is preferably 1/99 to 90 / 10, more preferably 5/95 to 80/20. The operating temperature range of the reaction is, for example, a range of 50 ° C to 130 ° C.

The first alkali-soluble resin (B-1) may include an epoxy compound (b-1-1) having at least two epoxy groups and at least one carboxylic acid group and at least one ethylenically unsaturated group of formula (5). The compound (b-1-2) is reacted to form a hydroxyl-containing reaction product, and then a carboxylic anhydride compound (b-1-3) and / or an epoxy-containing compound (b-1-4) are added. ) Prepared by polymerization. The total epoxy group equivalent on the epoxy compound (b-1-1) having at least two epoxy groups based on formula (5) is 1 equivalent, and the above has at least one carboxylic acid group and at least one ethylenically unsaturated group. The compound (b-1-2) has an acid value equivalent of preferably 0.8 to 1.5 equivalents, and more preferably 0.9 to 1.1 equivalents. Based on the total hydroxyl groups of the above-mentioned hydroxyl-containing reaction product, 100 mole% (mol%), and the use amount of the carboxylic anhydride compound (b-1-3) is preferably 10 mole% to 100 mole%, more preferably It is 20 mol% to 100 mol%, and particularly preferred is 30 mol% to 100 mol%.

When the first alkali-soluble resin (B-1) is prepared, in order to accelerate the reaction, a basic compound is usually added to the reaction solution as a reaction catalyst. The above reaction catalysts can be used alone or in combination, and the above reaction catalysts include but are not limited to: triphenyl phosphine, triphenyl stibine, triethylamine, triethanolamine , Tetramethyl ammonium chloride, benzyltriethyl ammonium chloride, and the like. The total amount of the epoxy compound (b-1-1) having at least two epoxy groups and the compound (b-1-2) having at least one carboxylic acid group and at least one ethylenically unsaturated group is 100. The use amount of the reaction catalyst is preferably from 0.01 to 10 parts by weight, and more preferably from 0.3 to 5 parts by weight.

To control the degree of polymerization, a polymerization inhibitor is usually added to the reaction solution. The above polymerization inhibitors are, for example, but not limited to: methoxyphenol, methylhydroquinone, hydroquinone, 2,6-di-tert-butyl-p-cresol (2,6-di- t-butyl-p-cresol) or phenothiazine. These polymerization inhibitors may be used alone or in combination. The total amount of the epoxy compound (b-1-1) having at least two epoxy groups and the compound (b-1-2) having at least one carboxylic acid group and at least one ethylenically unsaturated group is 100. The use amount of the polymerization inhibitor is preferably 0.01 to 10 parts by weight, and more preferably 0.1 to 5 parts by weight.

When preparing the first alkali-soluble resin (B-1), a polymerization reaction solvent may be used if necessary. Specific examples of the polymerization reaction solvent include alcohol compounds such as ethanol, propanol, isopropanol, butanol, isobutanol, 2-butanol, hexanol, or ethylene glycol; methyl ethyl ketone or cyclohexanone Other ketones; aromatic hydrocarbons such as toluene or xylene; cellosolve or butyl cellosolve; carbitol or butyl carbohydrate Carbitol compounds such as butyl carbitol; propylene glycol alkyl ether compounds such as propylene glycol monomethyl ether; polypropylene glycol alkyl ethers such as di (propylene glycol) methyl ether [poly (propylene glycol) alkyl ether] compounds; acetates such as ethyl acetate, butyl acetate, ethylene glycol monoethyl ether acetate, or propylene glycol methyl ether acetate Compounds; alkyl lactate compounds such as ethyl lactate or butyl lactate; or dialkyl glycol ethers; or ethyl 3-ethoxypropionate. The above-mentioned polymerization reaction solvents can be used singly or in combination. The acid value of the first alkali-soluble resin (B-1) is preferably 50 mgKOH / g to 200 mgKOH / g, and more preferably 60 mgKOH / g to 150 mgKOH / g.

In addition, the above-mentioned first alkali-soluble resin (B-1) has a polystyrene-equivalent number-average molecular weight measured by a Gel Permeation Chromatography (GPC) of generally 500 to 10,000, preferably 800 to 8,000, More preferably, it is 1,000 to 6,000.

In a specific example of the present invention, based on the used amount of the alkali-soluble resin (B) being 100 parts by weight, the used amount of the first alkali-soluble resin (B-1) ranges from 0 to 90 parts by weight, preferably 10 to 80 parts by weight, more preferably 20 to 70 parts by weight. When the first alkali-soluble resin (B-1) is used, the color filter formed of the photosensitive resin composition has better sputtering resistance.

Second alkali soluble resin (B-2)

The alkali-soluble resin (B) may further include a second alkali-soluble resin (B-2), which is composed of an ethylenically unsaturated monomer (b-2-1) having one or more carboxylic acids or carboxylic anhydrides and other copolymerizable monomers. After the polymerized ethylenically unsaturated monomer (b-2-2) is copolymerized, it is obtained by reacting with the ethylenically unsaturated monomer (b-2-3) having an epoxy group.

In one embodiment, the second alkali-soluble resin (B-2) is an ethylenically unsaturated monomer (b-2-1) having one or more carboxylic acid or carboxylic anhydride and other copolymerizable ethylene. The unsaturated unsaturated monomer (b-2-2) undergoes a double bond copolymerization reaction to form a polymer, wherein the side chain of the polymer has a carboxylic acid group. Then, the carboxylic acid group in the side chain of the polymer is subjected to an addition reaction with the ethylenically unsaturated monomer (b-2-3) having an epoxy group to obtain a second alkali-soluble resin (B-2). .

In another embodiment, the second alkali-soluble resin (B-2) is a copolymerizable other ethylenically unsaturated monomer (b-2-2) and an ethylenically unsaturated monomer having an epoxy group. (b-2-3) Perform a double bond copolymerization reaction to form a polymer, wherein the side chain of the polymer has an epoxy group. Then, an epoxy group in a side chain of the polymer is subjected to an addition reaction with an ethylenically unsaturated monomer (b-2-1) having one or more carboxylic acids or carboxylic anhydrides to obtain a second alkali-soluble property. Resin (B-2).

In yet another embodiment, the second alkali-soluble resin (B-2) is a copolymerizable other ethylenically unsaturated monomer (b-2-2) and an ethylenically unsaturated monomer having an epoxy group. (b-2-3) Perform a double bond copolymerization reaction to form a polymer, wherein the side chain of the polymer has an epoxy group. Then, an epoxy group in a side chain of the polymer is subjected to addition reaction with an ethylenically unsaturated monomer (b-2-1) having one or more carboxylic acid or carboxylic anhydride, and then further carried out with an acid anhydride compound. The second ester-soluble resin (B-2) was obtained by a half-esterification reaction.

The aforementioned copolymerization reaction is performed in the presence of a polymerization initiator and a solvent, wherein the polymerization initiator may be, for example, but not limited to, 2,2'-azobis-2-methylbutyronitrile or 2,2 ' -Azo-bis- (2,4dimethylpentanyl cyanide), and the solvent may be the same as the following solvent (E), which will not be repeated here.

The above-mentioned ethylenically unsaturated monomer (b-2-1) having one or more carboxylic acid or carboxylic anhydride, wherein the ethylenically unsaturated monomer having one or more carboxylic acid may include, but is not limited to, an unsaturated monomer A carboxylic acid compound, an unsaturated polycarboxylic acid compound, a polycyclic compound having an unsaturated group and one carboxylic acid group, or a polycyclic compound having an unsaturated group and a plurality of carboxylic acid groups.

The aforementioned unsaturated monocarboxylic acid compound is, for example, but not limited to, (meth) acrylic acid, butenoic acid, α -chloroacrylic acid, ethyl acrylic acid, cinnamic acid, 2- (meth) acrylic acid, ethoxysuccinate (2 -(meth) acryloyloxy ethyl succinate monoester), 2- (meth) acrylic acid ethoxy hexahydrophthalate, 2- (meth) acrylic acid ethoxy phthalate, or omega-carboxylic acid Polycaprolactone polyol monoacrylate and the like. Omega-carboxylic acid polycaprolactone polyol monoacrylate can be manufactured by East Asia Synthetic Co., Ltd. under the model ARONIX M-5300.

The aforementioned unsaturated polycarboxylic acid compound may include, but is not limited to, maleic acid, fumaric acid, methyl fumaric acid, itaconic acid, citraconic acid, and the like.

The aforementioned polycyclic compound having an unsaturated group and one carboxylic acid group is, for example, but not limited to, 5-carboxylic acid bicyclo [2.2.1] hept-2-ene, 5-carboxylic acid-5-methylbicyclo [2.2.1 ] Hept-2-ene, 5-carboxylic acid-5-ethylbicyclo [2.2.1] hept-2-ene, 5-carboxylic acid-6-methylbicyclo [2.2.1] hept-2-ene Or 5-carboxylic acid-6-ethylbicyclo [2.2.1] hept-2-ene and the like.

The aforementioned polycyclic compound having an unsaturated group and a plurality of carboxylic acid groups is, for example, 5,6-dicarboxylic acid bicyclo [2.2.1] hept-2-ene and the like.

Preferably, the aforementioned ethylenically unsaturated monomer having one or more carboxylic acids is selected from the group consisting of acrylic acid, methacrylic acid, 2-methacrylic acid, ethoxysuccinate, and 2-methacrylic acid. Ethoxyhexahydrophthalate, or a combination of these compounds.

The aforementioned ethylenically unsaturated monomer (b-2-1) having one or more carboxylic acid or carboxylic anhydride, wherein the aforementioned ethylenically unsaturated monomer having one or more carboxylic anhydride is, for example, but not limited to, unsaturated carboxylic acid An acid anhydride compound or a polycyclic compound having an unsaturated group and a carboxylic anhydride.

The aforementioned unsaturated carboxylic acid anhydride compound is, for example, but not limited to, maleic anhydride, fumaric anhydride, methyl fumaric anhydride, itaconic anhydride, citraconic anhydride, and the like. The aforementioned polycyclic compound having an unsaturated group and a carboxylic anhydride is, for example, but not limited to, 5,6-dicarboxylic anhydride bicyclo [2.2.1] hept-2-ene and the like.

Preferably, the aforementioned ethylenically unsaturated monomer having one or more carboxylic anhydrides is maleic anhydride.

The aforementioned ethylenically unsaturated monomer (b-2-1) having one or more carboxylic acids or carboxylic anhydrides may be used alone or in combination.

In a specific example of the present invention, the ethylenically unsaturated monomer (b-2-1) having one or more carboxylic acid or carboxylic anhydride and other copolymerizable polymer based on the second alkali-soluble resin (B-2) are copolymerizable. The ethylenically unsaturated monomer (b-2-2) copolymerization monomer is used in an amount of 100 parts by weight, and the ethylenically unsaturated monomer (b-2-1) has one or more carboxylic acids or carboxylic anhydrides. ) Is used in an amount of 10 to 90 parts by weight, preferably 15 to 85 parts by weight, and more preferably 20 to 80 parts by weight.

The aforementioned other copolymerizable ethylenically unsaturated monomer (b-2-2) such as, but not limited to, alkyl (meth) acrylate, cycloaliphatic (meth) acrylate, and aryl (meth) acrylate , An unsaturated dicarboxylic acid ester, a hydroxyalkyl (meth) acrylate, a polyether having a (meth) acrylate group, a styrene compound, or an unsaturated compound other than the above compounds.

The alkyl (meth) acrylate is, for example, but not limited to, methyl (meth) acrylate, ethyl (meth) acrylate, n-propyl (meth) acrylate, isopropyl (meth) acrylate, (meth) ) N-butyl acrylate, isobutyl (meth) acrylate, second butyl (meth) acrylate, or third butyl (meth) acrylate, and the like.

The aforementioned (meth) acrylic cycloaliphatic esters include, but are not limited to, cyclohexyl (meth) acrylate, 2-methylcyclohexyl (meth) acrylate, and dicyclopentyl (meth) acrylate {or three Cyclo [5.2.1.02,6] dec-8-yl (meth) acrylate}, dicyclopentyloxyethyl (meth) acrylate, isobornyl (meth) acrylate or tetrahydrofuran (meth) acrylate Wait.

The aryl (meth) acrylate is, for example, but not limited to, phenyl (meth) acrylate or benzyl (meth) acrylate.

The aforementioned unsaturated dicarboxylic acid ester is, for example, but not limited to, diethyl maleate, diethyl fumarate, diethyl itaconic acid, and the like.

The aforementioned hydroxyalkyl (meth) acrylate is, for example, but not limited to, 2-hydroxyethyl (meth) acrylate or 2-hydroxypropyl (meth) acrylate.

The aforementioned polyether having a (meth) acrylate group is, for example, but not limited to, polyethylene glycol mono (meth) acrylate or polypropylene glycol mono (meth) acrylate.

The aforementioned styrene-based compound is, for example, but not limited to, styrene, α -methylstyrene, m-methylstyrene, p-methylstyrene, or p-methoxystyrene.

Unsaturated compounds other than the above compounds such as, but not limited to, acrylonitrile, methacrylonitrile, vinyl chloride, vinylidene chloride, acrylamide, methacrylamide, ethyl vinyl, 1,3-butadiene, isopropyl Pentadiene, 2,3-dimethyl 1,3-butadiene, N-butanediimino-3-maleimide benzoate, N-butadiimino-4 -Maleimide iminobutyrate, N-butyrimidate imino-6-maleimide iminohexanoate, N-butamidine imino-3-maleimide propionate, N- (9-acridyl) maleimide, N-octylmaleimide, N-cyclohexylmaleimide or N-phenylhexyl maleimide N-phenylmaleimide.

The aforementioned other copolymerizable ethylenically unsaturated monomers (b-2-2) may be used alone or in combination.

Preferably, the other copolymerizable ethylenically unsaturated monomer (b-2-2) is selected from methyl (meth) acrylate, butyl (meth) acrylate, and (meth) acrylic acid 2- Hydroxyethyl ester, third butyl (meth) acrylate, benzyl (meth) acrylate, dicyclopentyl (meth) acrylate, isobornyl methacrylate, dicyclopentyloxy (meth) acrylate Ethyl ester, styrene, p-methoxystyrene, or any combination thereof.

In a specific example of the present invention, based on the second alkali-soluble resin (B-2), the ethylenically unsaturated monomer (b-2-1) having one or more carboxylic acid or carboxylic anhydride and other copolymerizable monomers The total amount of the copolymerized ethylenically unsaturated monomer (b-2-2) used as a copolymerization monomer is 100 parts by weight, and the amount of other copolymerizable ethylenically unsaturated monomer (b-2-2) used The range is 10 to 90 parts by weight, preferably 15 to 85 parts by weight, and more preferably 20 to 80 parts by weight.

The ethylenically unsaturated monomer (b-2-3) having an epoxy group such as, but not limited to, a (meth) acrylate compound having an epoxy group, an α -alkylacrylate compound having an epoxy group, or an epoxy Propyl ether compounds.

The aforementioned (meth) acrylate compound having an epoxy group is, for example, but not limited to, glycidyl (meth) acrylate, 2-methylglycidyl (meth) acrylate, 3,4- (meth) acrylic acid Butyl epoxy, 6,7-epoxyheptyl (meth) acrylate, 3,4-epoxycyclohexyl (meth) acrylate or 3,4-epoxycyclohexyl methyl (meth) acrylate Wait.

The aforementioned α -alkyl acrylate compound having an epoxy group is, for example, but not limited to, α -ethyl acrylate, α -n-propyl acrylate, α -n-butyl acrylate, or α -Ethacrylic acid-6,7-epoxyheptyl etc.

The aforementioned glycidyl ether compound is, for example, but not limited to, o-vinylbenzylglycidylether, m-vinylbenzylglycidylether, or p-vinylbenzyl P-vinylbenzylglycidylether and the like.

The ethylenically unsaturated monomer (b-2-3) having an epoxy group may be used alone or in combination.

Preferably, the aforementioned ethylenically unsaturated monomer (b-2-3) having an epoxy group is selected from the group consisting of glycidyl methacrylate, 2-methylglycidyl methacrylate, 3,4 -Epoxy cyclohexyl methyl methacrylate, 6,7-epoxyheptyl methacrylate, o-vinyl benzyl epoxy propylene ether, m-vinyl benzyl epoxy propylene ether, p- Vinyl benzyl glycidyl ether or any combination of the above compounds.

In a specific example of the present invention, the ethylenically unsaturated monomer (b-2-1) having one or more carboxylic acid or carboxylic anhydride and other copolymerizable polymer based on the second alkali-soluble resin (B-2) are copolymerizable. The total amount of the ethylenically unsaturated monomer (b-2-2) copolymerization monomer used is 100 parts by weight, and the amount of the ethylenically unsaturated monomer (b-2-3) having an epoxy group is used. It is 1 to 35 parts by weight, preferably 3 to 30 parts by weight, and more preferably 5 to 25 parts by weight.

In addition, the polystyrene-equivalent number average molecular weight of the second alkali-soluble resin (B-2) measured by a Gel Permeation Chromatography (GPC) is generally 1,000 to 35,000, preferably 3,000 to 30,000, More preferably, it is 5,000 to 25,000.

In a specific example of the present invention, based on the used amount of the alkali-soluble resin (B) being 100 parts by weight, the used amount of the second alkali-soluble resin (B-2) ranges from 10 to 100 parts by weight, preferably 20 It is more preferably 90 parts by weight, and more preferably 30 parts by weight to 80 parts by weight.

Compounds containing ethylenically unsaturated groups (C) Compounds containing ethylenically unsaturated groups (C-1)

The ethylenically unsaturated group-containing compound (C) of the present invention includes an ethylenically unsaturated group-containing compound (C-1), which has a structure represented by formula (1).

In formula (1), R ^1a is the same or different hydrogen atom or a hydrocarbon group having 1 to 4 carbons; R ^2a is the same or different carbon group having 1 to 4 carbon groups; and Represents the average value of unit repeats, and the sum of s and t is 0.4 to 12.

In one embodiment, the sum of s and t is preferably 0.8 to 8, but the sum of s and t is more preferably 2 to 4.

Hereinafter, the manufacturing method of the ethylenically unsaturated group containing compound (C-1) which has a structure shown by Formula (1) used for this invention is demonstrated.

The ethylenically unsaturated group-containing compound (C-1) of the present invention can be reacted with 1,1'-binaphthol and alkylene oxide or alkylene carbonate. Next, it is obtained by a dehydration condensation reaction in the presence of an unsaturated monocarboxylic acid and an acid catalyst. In the structure represented by the above formula (1), the hydrocarbon group having 1 to 4 carbon atoms represented by R ^1a is a linear or branched alkyl, alkenyl, or alkynyl group. In the present invention, R ^{1a is} preferably a linear or branched alkyl group. In the structure represented by the above formula (1), the hydrocarbon group having 1 to 4 carbon atoms represented by R ^2a is a linear or branched alkylene group. In the present invention, R ^{2a is} preferably an alkylene group having 2 or 3 carbon atoms. Although not particularly limited, the 1,1'-binaphthol used in the present invention is preferably (RS) -1,1'-bin-2-naphthol, and can be obtained from S & R CHIRAL CHEMICAL and the like. In the present invention, the unsaturated monocarboxylic acid may be exemplified by acrylic acid, methacrylic acid, ethacrylic acid, propyl acrylic acid, or butyl acrylic acid, etc. However, the present invention preferably uses acrylic acid or methacrylic acid. In addition, general commercially available products can be used. In the reaction of 1,1'-binaphthol with an alkylene oxide compound, 0.5 to 24 mol of an alkylene oxide compound and 1,1'-linker are used relative to 1 mol of 1,1'-binaphthol. Naphthol is reacted. In the reaction of 1,1'-binaphthol and alkylene carbonate, 2 to 5 moles of alkylidene carbonate and 1,1 are used relative to 1 mol of 1,1'-binaphthol. '-Binaphthol is reacted. The alkylene oxide compound or the alkylene carbonate may be used singly or in combination of two or more kinds.

Specific examples of the alkylene oxide compound include, for example, (2 to 4 carbon atoms) alkylene oxide compounds such as ethylene oxide, propylene oxide, and butylene oxide. Specific examples of the alkylene carbonate include, for example, carbonic acid (carbon number 1 to 4) such as ethylene carbonate, propylene carbonate, or butylene carbonate. Alkylene ester.

The reaction of 1,1'-binaphthol with alkylene oxide compounds or alkylene carbonate is based on alkali catalysts such as sodium hydroxide and potassium hydroxide. The reaction time is 1 to 48 hours and the reaction temperature is 90 ° C to 200. ℃. In the reaction of 1,1'-binaphthol with an alkylene oxide compound, based on 100% by mass of the reaction mixture, 0.01 to 5% by mass of an alkali catalyst can be used. In the reaction of 1,1'-binaphthol with alkylene carbonate, based on 1,1'-binaphthol being 1 mole, a base catalyst of 0.01 to 0.5 mole can be used.

In the dehydration condensation reaction between a reactant of 1,1'-binaphthol with an alkylene oxide compound or an alkylene carbonate and (meth) acrylic acid, relative to 1 mol of 1,1'-binaphthol, ( Methacrylic acid is used from 0.1 to 10 moles. As the solvent in the dehydration condensation reaction, an azeotropic solvent in which the generated water can be distilled off during the reaction can be used. Here, the azeotropic solvent has a boiling point of 60 ° C to 130 ° C and can be easily separated from water. In particular, non-reactive organic solvents such as benzene, toluene, n-hexane, n-heptane, and cyclohexane can be used. One of them or a mixture of two or more. The amount of the solvent to be used is 100% by mass based on the reaction mixture, and the solvent is preferably 10 to 70% by mass.

In the dehydration condensation reaction, the reaction time is preferably from 1 hour to 24 hours, and the reaction temperature is preferably in the range of 60 ° C to 150 ° C. However, from the viewpoint of shortening the reaction time and preventing polymerization, it is performed at 75 ° C to 120 ° C. good.

For commercially available (meth) acrylic acid used as a raw material, although polymerization inhibitors such as p-methoxyphenol are generally added to (meth) acrylic acid, polymerization inhibitors may be added again during the reaction. . Examples of such polymerization inhibitors include hydroquinone, p-methoxyphenol, 2,4-dimethyl-6-third-butylphenol, 3-hydroxythiophenol, p-benzoquinone, and 2,5-dihydroxy. -P-benzoquinone, phenothiazine, etc. The usage-amount of a polymerization inhibitor is 0.01 mass%-1 mass% with respect to 100 mass% of a reaction mixture.

As the acid catalyst used in the dehydration condensation reaction, a skilled person such as sulfuric acid, methanesulfonic acid, trifluoromethanesulfonic acid, and p-toluenesulfonic acid can be arbitrarily selected. Relative to 1 mol (meth) acrylic acid, the usage amount of the above acid catalyst is 0.01 mol% to 10 mol%, and preferably 1 mol% to 5 mol%. According to the above method, a compound (C-1) containing an ethylenically unsaturated group can be obtained.

Preferably, specific examples of the ethylenically unsaturated group-containing compound (C-1) may include a compound of the following formula (1-1), formula (1-2), 1,1'-binaphthol (poly) Methoxydi (meth) acrylate [1,1'-binaphthol (poly) methoxy di (meth) acrylate], 1,1'-binaphthol (poly) ethoxydi (meth) acrylate [ 1,1'-binaphthol (poly) ethoxy di (meth) acrylate], 1,1'-binaphthol (poly) propoxy di (meth) acrylate [1,1'-binaphthol (poly) propoxy di (meth) acrylate], or a compound represented by formula (1) in which each R ^1a is a hydrogen atom, R ^2a is an ethyl group, and the sum of s and t is 0.5, 1, 5, or 10, respectively.

The use amount of the alkali-soluble resin (B) is 100 parts by weight, and the use amount of the ethylenically unsaturated group-containing compound (C-1) ranges from 2 to 80 parts by weight, preferably 5 to 70 parts by weight. It is more preferably 8 parts by weight to 60 parts by weight.

If the ethylenically unsaturated group-containing compound (C-1) is not used in the photosensitive resin composition, the color filter formed from the photosensitive resin composition exhibits poor splash resistance.

Compounds containing ethylenically unsaturated groups (C-2)

The ethylenically unsaturated group-containing compound (C) of the present invention may optionally include an ethylenically unsaturated group-containing compound (C-2).

The ethylenically unsaturated group-containing compound (C-2) according to the present invention may include an unsaturated compound having at least one ethylenically unsaturated group and an unsaturated compound having at least two ethylenically unsaturated groups.

Specific examples of the aforementioned unsaturated compound having at least one ethylenically unsaturated group may include, but are not limited to, acrylamide, acrylamidomorpholine, methacrylamidomorpholine, acrylic acid-7-amino-3,7-dimethyl Octyl ester, methacrylic acid 7-amino-3,7-dimethyloctyl ester, isobutoxymethacrylamide, isobutoxymethylmethacrylamide, isobornyl acrylate Ethyl ester, isobornyloxyethyl methacrylate, isobornyl acrylate, isobornyl methacrylate, 2-ethylhexyl acrylate, 2-ethylhexyl methacrylate, ethyldiethylene glycol Acrylate, Ethyl Diethylene Glycol Methacrylate, Third Octyl Acrylamidoxamine, Third Octyl Methacrylamidine, Diacetone Acrylamidine, Diacetone Methacrylamidine, Dimethyamine Acrylate Ester, dimethylamino methacrylate, dodecyl acrylate, dodecyl methacrylate, dicyclopentenyloxyethyl acrylate, dicyclopentenyl ethyl methacrylate, dicyclopentyl acrylate Pentenyl, dicyclopentenyl methacrylate, nitrogen, nitrogen-dimethylacrylamide, nitrogen, nitrogen-dimethylmethacryl Amine, tetrachlorophenyl acrylate, tetrachlorophenyl methacrylate, 2-tetrachlorophenoxyethyl acrylate, 2-tetrachlorophenoxyethyl methacrylate, tetrahydrofurfuryl acrylate, methyl Tetrahydrofurfuryl acrylate, tetrabromophenyl acrylate, tetrabromophenyl methacrylate, 2-tetrabromophenoxyethyl acrylate, 2-tetrabromophenoxyethyl methacrylate, 2-acrylate Trichlorophenoxyethyl, 2-trichlorophenoxyethyl methacrylate, tribromophenyl acrylate, tribromophenyl methacrylate, 2-tribromophenoxyethyl acrylate, methyl Tribromophenoxyethyl acrylate, 2-hydroxyethyl acrylate, 2-hydroxyethyl methacrylate, 2-hydroxypropyl acrylate, 2-hydroxypropyl methacrylate, vinyl Caprolactam, nitrogen-vinyl butyrone, phenoxyethyl acrylate, phenoxyethyl methacrylate, pentachlorophenyl acrylate, pentachlorophenyl methacrylate, pentabromophenyl acrylate, Pentabromophenyl methacrylate, polyethylene glycol monoacrylate, polyethylene glycol monomethacrylate, polypropylene glycol monoacrylate, polypropylene glycol monomethacrylate, acrylic acid Bornyl enoate, or Bornyl methacrylate and the like. Among them, unsaturated compounds having at least one ethylenically unsaturated group may be used alone or in combination.

Specific examples of the aforementioned unsaturated compound having at least two ethylenically unsaturated groups may include, but are not limited to, ethylene glycol diacrylate, ethylene glycol dimethacrylate, dicyclopentenyl diacrylate, and dimethacrylic acid. Dicyclopentenyl ester, triethylene glycol diacrylate, tetraethylene glycol diacrylate, tetraethylene glycol dimethacrylate, tris (2-hydroxyethyl) isocyanate diacrylate, tris (2-hydroxyethyl) Isocyanate dimethacrylate, tris (2-hydroxyethyl) isocyanate triacrylate, tris (2-hydroxyethyl) isocyanate trimethacrylate, caprolactone modified tris (2-hydroxyethyl) isocyanate Triacrylate, caprolactone modified tris (2-hydroxyethyl) isocyanate trimethacrylate, trimethylol propyl triacrylate, trimethylol propyl trimethacrylate, ethylene oxide ( (Hereinafter referred to as EO) modified trimethylol propyl triacrylate, EO modified trimethylol propyl trimethacrylate, propylene oxide (hereinafter referred to as PO) modified trimethylol propyl triacrylate , PO modified trimethylol propyl trimethacrylate, triethylene glycol diacrylate, triethylene glycol dimethyl Acrylate, neopentyl glycol diacrylate, neopentyl glycol dimethacrylate, 1,4-butanediol diacrylate, 1,4-butanediol dimethacrylate, 1,6-hexane Glycol diacrylate, 1,6-hexanediol dimethacrylate, pentaerythritol triacrylate, pentaerythritol trimethacrylate, pentaerythritol tetraacrylate, pentaerythritol tetramethacrylate, polyester diacrylate, poly Ester dimethacrylate, polyethylene glycol diacrylate, polyethylene glycol dimethacrylate, dipentaerythritol hexaacrylate (DPHA), dipentaerythritol hexamethacrylate, dipentaerythritol pentaacrylate , Dipentaerythritol pentamethacrylate, dipentaerythritol tetraacrylate, dipentaerythritol tetramethacrylate, caprolactone modified dipentaerythritol hexaacrylate, caprolactone modified dipentaerythritol hexamethacrylate, hexane Lactone modified pentaerythritol pentaacrylate, caprolactone modified pentaerythritol pentamethacrylate, ditrimethylolpropane tetraacrylate, ditrimethyltetramethacrylate Methylol propyl ester, EO modified bisphenol A diacrylate, EO modified bisphenol A dimethacrylate, PO modified bisphenol A diacrylate, PO modified bisphenol A dimethylol Acrylate, EO modified hydrogenated bisphenol A diacrylate, EO modified hydrogenated bisphenol A dimethacrylate, PO modified hydrogenated bisphenol A diacrylate, PO modified hydrogenated bisphenol A Dimethacrylate, PO modified glycerol tripropionate, EO modified bisphenol F diacrylate, EO modified bisphenol F dimethacrylate, novolac polyglycidyl ether acrylate, novolac Glycidyl ether methacrylate, a product manufactured by Japan Toya Synthesis Co., Ltd. under the model number TO-1382, or manufactured by Nippon Kayaku Co., Ltd. under the models KAYARAD DPCA-20, KAYARAD DPCA-30, KAYARAD DPCA-60 Or KAYARAD DPCA-120 products. Among them, the unsaturated compound having at least two ethylenically unsaturated groups may be used alone or in combination.

Preferably, the compound (C-2) containing an ethylenically unsaturated group is selected from the group consisting of trimethylolpropyl triacrylate, trimethylolpropyl triacrylate modified by EO, and triacrylic acid modified by PO. Methyl methyl propyl, pentaerythritol triacrylate, pentaerythritol tetraacrylate, dipentaerythritol hexaacrylate, dipentaerythritol pentaacrylate, dipentaerythritol tetraacrylate, caprolactone modified dipentaerythritol hexaacrylate, tetraacrylate Methyl methyl propyl, PO modified glycerol tripropionate, KAYARAD DPCA-20, KAYARAD DPCA-30, KAYARAD DPCA-60 or KAYARAD DPCA-120 or any combination of the above compounds.

The said ethylenically unsaturated group containing compound (C-2) can be used individually by 1 type or in mixture of 2 or more types.

The use amount of the alkali-soluble resin (B) is 100 parts by weight, and the use amount of the ethylenically unsaturated compound (C-2) ranges from 18 parts by weight to 120 parts by weight, preferably 25 parts by weight to 110 parts by weight. It is more preferably 42 parts by weight to 90 parts by weight.

Based on the use amount of the alkali-soluble resin (B) being 100 parts by weight, the use amount of the ethylenically unsaturated group-containing compound (C) is in the range of 20 to 200 parts by weight, preferably 30 to 180 parts by weight. However, it is more preferably 50 parts by weight to 150 parts by weight.

Photoinitiator (D)

The photoinitiator (D) of the present invention includes a photoinitiator (D-1) and / or a photoinitiator (D-2), which will be described below.

Photoinitiator (D-1)

The photoinitiator (D-1) may include a structure represented by the following formula (2):

In the formula (2), R ^1b represents an organic group containing a cycloalkyl group having 3 to 20 carbon atoms, R ^2b and R ^3b each independently represent an alkyl group or an aryl group, and R ^4b represents an alkyl group.

In consideration of sensitivity can be further improved, R ^1b represents a cycloalkyl group having a carbon number of 3 to 10. The preferred organic group, R ^1b represents an organic radical containing carbon atoms, cycloalkyl groups having 5 to 8 is more good.

R ^1b means that the organic group containing a cycloalkyl group having 3 to 20 carbon atoms may be an organic group containing a cycloalkyl group which is interspersed with a divalent hydrocarbon group, and an example of the divalent hydrocarbon group may be an alkylene group It is preferably an alkylene group having 2 to 5 carbon atoms, and more preferably an alkylene group.

R ^1b is an organic group containing a cycloalkyl group having 3 to 20 carbon atoms, preferably a cycloalkylene alkyl group, and more preferably a cyclopentylethyl group.

In formula (2), in order to further improve the sensitivity, R ^2b may be an alkyl group or an aryl group, preferably an alkyl group, more preferably an alkyl group having 1 to 5 carbon atoms, and even more preferably a methyl group. .

In formula (2), in order to further improve the sensitivity, R ^3b is an alkyl group or an aryl group, preferably an alkyl group, more preferably an alkyl group having 1 to 10 carbon atoms, and even more preferably an ethyl group.

In the formula (2), in consideration of further improving sensitivity, R ^4b is an alkyl group, preferably an alkyl group having 1 to 5 carbon atoms, and more preferably a methyl group.

In the formula (2), the substitution position of R ^4b may be an ortho, meta or para position. Taking the sensitivity further into consideration, it is preferably adjacent.

In the example of the compound represented by the formula (2), R ^1b is a cycloalkylene group, R ^2b is a methyl group, R ^3b is an ethyl group, and R ^4b is a methyl group. A specific product is, for example, TR- PBG-304 and so on.

Specific examples of the photoinitiator (D-1) include, but are not limited to, photoinitiators having structures represented by the following formulae (2-1) to (2-10).

Based on the use amount of the alkali-soluble resin (B) being 100 parts by weight, the use amount of the photoinitiator (D-1) ranges from 5 parts by weight to 50 parts by weight, preferably from 10 parts by weight to 45 parts by weight. 15 to 40 parts by weight is more preferable.

When the photoinitiator (D-1) is used, the color filter formed of the photosensitive resin composition exhibits better splash resistance.

Photoinitiator (D-2)

The photoinitiator (D-2) has a structure represented by the following formula (3):

In formula (3), E ₁ , E ₂ , E ₃ , E ₄ , E ₅ , E ₆ , E ₇ and E ₈ each independently represent a hydrogen atom, an alkyl group having 1 to 20 carbon atoms, , COE ₁₆ , OE ₁₇ , halogen atom, NO ₂ or ; Or E ₁ and E ₂ , E ₂ and E ₃ , E ₃ and E ₄ , E ₅ and E ₆ , E ₆ and E ₇ or E ₇ and E ₈ each independently represent the economy Alkenyl with 2 to 10 carbon atoms substituted; or E ₁ and E ₂ , E ₂ and E ₃ , E ₃ and E ₄ , E ₅ and E ₆ , E ₆ and E ₇ or E ₇ and E ₈ are each independent Local common representatives-(CH ₂ ) _p -W- (CH ₂ ) _q- ; or E ₁ and E ₂ , E ₂ and E ₃ , E ₃ and E ₄ , E ₅ and E ₆ , E ₆ and E ₇ or E ₇ and E ₈ each independently represent Wherein at least one of E ₁ and E _2, E _2, and E _3, E ₃ and E _4, E ₅ and E _6, E ₆ or E ₇ and E ₇ and E ₈ is E ₉ , E ₁₀ , E _11, and E ₁₂ each independently represent a hydrogen atom and an alkyl group having 1 to 20 carbon atoms. The alkyl group having 1 to 20 carbon atoms is unsubstituted or at least one group as shown below. And the at least one group is selected from the group consisting of phenyl, halogen atom, CN, OH, SH, alkoxy group having 1 to 4 carbon atoms, (CO) OH or (CO) O (R ₁ ), wherein R ₁ represents an alkyl group having 1 to 4 carbons; or E ₉ , E ₁₀ , E ₁₁ and E ₁₂ each independently represents an unsubstituted phenyl group or a phenyl group substituted with at least one group as shown below, The at least one group is selected from an alkyl group having a carbon number of 1 to 6, a halogen atom, CN, OE ₁₇ , SE _18, or NE ₁₉ E ₂₀ ; or E ₉ , E ₁₀ , E _11, and E ₁₂ each independently represent Halogen atom, CN, OE ₁₇ , SE ₁₈ , SOE ₁₈ , SO ₂ E ₁₈ or NE ₁₉ E ₂₀ , wherein the substituents OE ₁₇ , SE ₁₈ or NE ₁₉ E ₂₀ are without or via these groups E ₁₇ , E ₁₈ , E ₁₉ and / or E ₂₀ form a five- or six-membered ring with one carbon atom of the naphthalene ring; or E ₉ , E ₁₀ , E ₁₁ and E ₁₂ each independently represent , COE ₁₆ or NO ₂ ; W represents O, S, NE ₂₆ or single bond, p represents an integer from 0 to 3, q represents an integer from 1 to 3, Z ₁ represents CO or a single bond; E ₁₃ represents a carbon number of 1 To 20 alkyl groups, the 1 to 20 carbon group is unsubstituted or substituted with at least one group as shown below, wherein the at least one group is selected from the group consisting of a halogen atom, E ₁₇ , COOE ₁₇ , OE ₁₇ , SE ₁₈ , CONE ₁₉ E ₂₀ , NE ₁₉ E ₂₀ , PO (OC _k H _{2k + 1} ) ₂ or ; Or E ₁₃ represents an alkyl group having 2 to 20 carbon atoms, and the alkyl group having 2 to 20 carbon atoms is interspersed with one or more O, S, SO, SO ₂ , NE _26, or CO; or E ₁₃ represents a carbon number An alkenyl group of 2 to 12, the alkenyl group of 2 to 12 carbon is one or more O, CO or NE ₂₆ without interspersed or interspersed, wherein the interspersed alkyl group with 2 to 20 carbons and Alkenyl groups having 2 to 12 carbon atoms that are not hetero- or hetero-area are unsubstituted or substituted with at least one halogen atom; or E ₁₃ represents a cycloalkenyl group having 4 to 8 carbon atoms and 2 to 12 carbon atoms Alkynyl, or cycloalkyl having one or more O, S, CO, or NE ₂₆ having a carbon number of 3 to 10; or E ₁₃ represents phenyl or naphthyl, and the phenyl or the naphthalene Each group is unsubstituted or substituted with at least one group as shown below, wherein the at least one group is selected from OE ₁₇ , SE ₁₈ , NE ₁₉ E ₂₀ , , COE ₁₆ , CN, NO ₂ , halogen atom, alkyl group having 1 to 20 carbon atoms, haloalkyl group having 1 to 4 carbon atoms, interspersed with one or more O, S, CO or NE ₂₆ and carbon number 2 Alkyl to 20; or the phenyl or the naphthyl are each substituted with a cycloalkyl having 3 to 10 carbons or each is interspersed with one or more O, S, CO or NE ₂₆ and 3 to 10 carbons K represents an integer of 1 to 10; E ₁₄ represents a hydrogen atom, a cycloalkyl having 3 to 8 carbons, an alkenyl having 2 to 5 carbons, and an alkoxy having 1 to 20 carbons Or an unsubstituted or unsubstituted or substituted alkyl group having 1 to 20 carbon atoms as shown below, and the at least one group is an alkyl group having 1 to 20 carbon atoms selected from a halogen atom, a phenyl group, Phenyl or CN; or E ₁₄ represents phenyl or naphthyl, each of which is unsubstituted or substituted with at least one group as shown below, and the at least one group is selected from alkane having 1 to 6 carbons Group, a halogenated alkyl group having 1 to 4 carbon atoms, a halogen atom, CN, OE ₁₇ , SE _18, and / or NE ₁₉ E ₂₀ ; or E ₁₄ represents a heteroaryl group having 3 to 20 carbon atoms and 1 to 4 carbon atoms 8 alkoxy, benzyloxy or phenoxy, the benzyloxy and the phenoxy are not taken Or at least one group shown below, and the at least one group is selected from the group consisting of an alkyl group having 1 to 6 carbon atoms, a halogenated alkyl group having 1 to 4 carbon atoms, and / or a halogen atom; E ₁₅ represents An aromatic group having 6 to 20 carbon atoms or a heteroaryl group having 3 to 20 carbon atoms, each of which is unsubstituted or substituted with at least one group as shown below, and the at least one group is selected from phenyl, Halogen atom, haloalkyl having 1 to 4 carbon atoms, CN, NO ₂ , OE ₁₇ , SE ₁₈ , NE ₁₉ E ₂₀ , PO (OC _k H _{2k + 1} ) ₂ , bonded to SO and having 1 to 4 carbon atoms An alkyl group having 10, an alkyl group having 1 to 10 carbon atoms bonded to SO ₂ , an alkyl group having one or more O, S or NE ₂₆ interspersed with 2 to 20 carbon atoms; or each having a carbon number of 1 to 20 alkyl substitutions, wherein the alkyl group having 1 to 20 carbons is unsubstituted or substituted with at least one group as shown below, and the at least one group is selected from a halogen atom, COOE ₁₇ , CONE ₁₉ E ₂₀ , phenyl, cycloalkyl with 3 to 8 carbons, heteroaryl with 3 to 20 carbons, aryloxycarbonyl with 6 to 20 carbons, hetero with 3 to 20 carbons aryloxycarbonyl group, OE _17, SE _18, or NE ₁₉ E _20; E ₁₅ represents a hydrogen atom or, Alkenyl having 2 to 12, interrupted or not interrupted with one or more O, CO, or NE ₂₆ carbon atoms and a cycloalkyl group having 3 to 8; E ₁₅ represents a carbon or alkyl having 1 to 20, The alkyl group having 1 to 20 carbons is unsubstituted or substituted with at least one group as shown below, and the at least one group is selected from a halogen atom, OE ₁₇ , SE ₁₈ , and a carbon number of 3 to 8 Cycloalkyl, heteroaryl having 3 to 20 carbons, aryloxycarbonyl having 6 to 20 carbons, heteroaryloxycarbonyl having 3 to 20 carbons, NE ₁₉ E ₂₀ , COOE ₁₇ , CONE ₁₉ E ₂₀ , PO (OC _k H _{2k + 1} ) ₂ , , Phenyl, wherein the alkyl group having 1 to 20 carbon atoms is substituted by a phenyl group, and the phenyl group is a halogen atom, an alkyl group having 1 to 20 carbon atoms, a halogenated alkyl group having 1 to 4 carbon atoms, OE ₁₇ , SE ₁₈ or NE ₁₉ E ₂₀ ; or E ₁₅ represents an alkyl group having 2 to 20 carbon atoms, the alkyl group having 2 to 20 carbon atoms is interspersed with one or more O, SO or SO ₂ , the The heteroalkyl group having 2 to 20 carbon atoms is unsubstituted or substituted with at least one group as shown below, and the at least one group is selected from a halogen atom, OE ₁₇ , COOE ₁₇ , CONE ₁₉ E ₂₀ , Phenyl, or phenyl substituted with OE ₁₇ , SE _18, or NE ₁₉ E ₂₀ ; or E ₁₅ represents an alkyl or benzoyl group having 2 to 20 carbon atoms, which is unsubstituted or as shown below At least one group is substituted, and the at least one group is selected from the group consisting of an alkyl group having 1 to 6 carbon atoms, a halogen atom, a phenyl group, OE ₁₇ , SE _18, or NE ₁₉ E ₂₀ ; or E ₁₅ represents unsubstituted Or a naphthylmethyl group substituted with at least one OE ₁₇ or a heteroarylcarbonyl group having 3 to 14 carbons; or E ₁₅ representing an alkoxycarbonyl group having 2 to 12 carbons, the carbon number being 2 to 12 An alkoxycarbonyl group is free Wherein the interrupted or not interrupted by a carbon atoms and an alkoxycarbonyl group having 2 to 12 are unsubstituted or substituted by at least one hydroxyl group; or E ₁₅ Representative phenoxycarbonyl, phenoxycarbonyl which is unsubstituted Or substituted with at least one group as shown below, and the at least one group is selected from the group consisting of an alkyl group having 1 to 6 carbon atoms, a halogen atom, a halogenated alkyl group having 1 to 4 carbon atoms, a phenyl group, OE ₁₇ , SE ₁₈ or NE ₁₉ E ₂₀ ; or E ₁₅ represents CN, CONE ₁₉ E ₂₀ , NO ₂ , haloalkyl having 1 to 4 carbon atoms, S (O) _r -R ₂ , and S (O) _r bonded Phenyl, wherein the phenyl bonded to S (O) _r is unsubstituted or substituted with an alkyl group having 1 to 12 carbon atoms or SO ₂ -R ₂ , and R ₂ represents 1 to 6 carbon atoms alkyl; or E ₁₅ represents SO ₂ O-phenyl bonded, diphenylphosphine acyl or di (R ₃₎ - phosphino acyl, wherein the phenyl group bonded to the SO ₂ O is unsubstituted or Substituted by an alkyl group having 1 to 12 carbons, and R ₃ represents an alkoxy group having 1 to 4 carbon atoms; r represents an integer of 1 to 2; E ′ ₁₄ represents one of the definitions for E ₁₄ ; E _'15 represents a one for ₁₅ defined therein in E; Z ₂ representative of O, S, SO, or SO _2; Z ₃ Table O, CO, S or a single bond; E ₁₆ represents a carbon atoms or an aryl group of 6 to 20 carbon atoms in the heteroaryl group having 3 to 20, each of which is unsubstituted or substituted with at least one group as shown below And the at least one group is selected from a phenyl group, a halogen atom, a halogenated alkyl group having 1 to 4 carbon atoms, CN, NO ₂ , OE ₁₇ , SE ₁₈ , NE ₁₉ E ₂₀ , and one or more O, S Or NE ₂₆ and an alkyl group having 1 to 20 carbons, or an alkyl group having 1 to 20 carbons, wherein the alkyl group having 1 to 20 carbons is unsubstituted or at least one group as shown below Substitution, wherein the at least one group is selected from the group consisting of a halogen atom, COOE ₁₇ , CONE ₁₉ E ₂₀ , a phenyl group, a cycloalkyl group having 3 to 8 carbon atoms, a heteroaryl group having 3 to 20 carbon atoms, and a carbon number of An aryloxycarbonyl group of 6 to 20, a heteroaryloxycarbonyl group of 3 to 20 carbons, OE ₁₇ , SE ₁₈ or NE ₁₉ E ₂₀ ; or E ₁₆ represents a hydrogen atom or an alkyl group of 1 to 20 carbons, Wherein the alkyl group having 1 to 20 carbon atoms is unsubstituted or substituted with at least one group as shown below, and the at least one group is selected from halogen atom, phenyl group, OH, SH, CN, carbon number 3 to 6 alkenyloxy, OCH ₂ CH ₂ CN, OCH ₂ CH ₂ (CO ) O (R ₁ ), O (CO)-(R ₁ ), O (CO) -phenyl or (CO) OH or (CO) O (R ₁ ); or E ₁₆ represents a carbon number of 2 to 12 Alkyl, the 2 to 12 alkyl group is one or more O, S or NE26 interspersed; or E ₁₆ represents (CH ₂ CH ₂ O) _{n + 1} H, (CH ₂ CH ₂ O) _n (CO)- (R ₄ ), an alkenyl group having 2 to 12 carbon atoms or a cycloalkyl group having 3 to 8 carbon atoms, wherein R ₄ represents an alkyl group having 1 to 8 carbon atoms; or E ₁₆ represents benzene substituted with SE ₁₈ Group, where E ₁₈ represents a single bond of the phenyl or the naphthyl ring bonded to the carbazole moiety to which COE _{16 is} attached; n represents an integer from 1 to 20; E ₁₇ represents a hydrogen atom, phenyl -R ₅ , an alkyl group having 1 to 20 carbon atoms, which is unsubstituted or substituted with at least one group as shown below, and the at least one group is selected from a halogen atom, OH, SH, CN, carbon Alkenyloxy groups of 3 to 6, OCH ₂ CH ₂ CN, OCH ₂ CH ₂ (CO) O (R ₁ ), O (CO)-(R ₁ ), O (CO)-(R ₆ ), and O (CO) -bonded phenyl, (CO) OH, (CO) O (R ₁ ), cycloalkyl having 3 to 20 carbon atoms, SO _2- (R ₇ ), O (R7), or at least O intermingled carbon atoms and a cycloalkyl group having 3 to 20, wherein, R ₅ represents a carbon number of 1 to 3 alkyl group, R ₆ represents a carbon number of 2 to 4 Group, and R ₇ represents a haloalkyl group having a carbon number of 1 to 4; E ₁₇ represents a carbon or an alkyl group of 2 to 20 atoms, and the alkyl group having a carbon number of 2 to 20 is interrupted by one or more O, S Or NE ₂₆ ; or E ₁₇ represents (CH ₂ CH ₂ O) _{n + 1} H, (CH ₂ CH ₂ O) _n (CO)-(R ₄ ), alkyl group having 1 to 8 carbon atoms, carbon number An alkenyl group having 2 to 12 carbon atoms, an alkenyl group having 3 to 6 carbon atoms, or a cycloalkyl group having 3 to 20 carbon atoms, which is not interspersed or interspersed with one or more O, S, CO, or NE ₂₆ ; Or E ₁₇ represents a group formed by bonding an alkyl group having 1 to 8 carbon atoms and a cycloalkyl group having 3 to 10 carbon atoms, and the group is unintroduced or at least one O interspersed; or E ₁₇ Represents a benzamidine group, which is unsubstituted or substituted with at least one group as shown below, and the at least one group is selected from an alkyl group having 1 to 6 carbon atoms, a halogen atom, OH or Alkoxy having 1 to 3 carbons; or E ₁₇ represents phenyl, naphthyl or heteroaryl having 3 to 20 carbons, each of which is unsubstituted or substituted with at least one group as shown below, and The at least one group is selected from a halogen atom, OH, an alkyl group having 1 to 12 carbon atoms, an alkoxy group having 1 to 12 carbon atoms, CN, NO ₂ , Phenyl-R ₈ , phenoxy, alkylthio having 1 to 12 carbons, phenylthio, N (R ₉ ) ₂ , diphenyl-amino, or Wherein R ₈ represents an alkoxy group having 1 to 3 carbon atoms, and R ₉ represents an alkyl group having 1 to 12 carbon atoms; or E ₁₇ and or One of the carbon atoms of the phenyl or naphthyl ring forms a single bond; E ₁₈ represents a hydrogen atom, an alkenyl group having 2 to 12 carbon atoms, a cycloalkyl group having 3 to 20 carbon atoms or phenyl-R ₅ , wherein The alkenyl group having 2 to 12 carbon atoms, the cycloalkyl group having 3 to 20 carbon atoms, and the phenyl-R ₅ are one or more O, S, CO, NE _26, or COOE ₁₇ without being interspersed or interspersed. Or E ₁₈ represents an alkyl group having 1 to 20 carbons, the alkyl group having 1 to 20 carbons is unsubstituted or substituted with at least one group of the following formula, and the at least one group is selected from OH , SH, CN, alkenyloxy group having 3 to 6 carbon atoms, OCH ₂ CH ₂ CN, OCH ₂ CH ₂ (CO) O (R ₁ ), O (CO)-(R ₆ ), O (CO)- (R ₁ ), O (CO) -phenyl, or (CO) OE ₁₇ ; or E ₁₈ represents an alkyl group having 2 to 20 carbon atoms, and the alkyl group having 2 to 20 carbon atoms is interspersed with one or more O , S, CO, NE ₂₆ or COOE ₁₇ ; or E ₁₈ represents (CH ₂ CH ₂ O) _n H, (CH ₂ CH ₂ O) _n (CO)-(R ₄ ), alkane having 2 to 8 carbon atoms Fluorenyl or alkenyl having 3 to 6 carbon atoms; or E ₁₈ represents benzamidine, which is unsubstituted or substituted with at least one group as shown below, and the at least one group Is an alkane selected from 1 to 6 carbons Group, halogen atom, OH, alkoxy group having 1 to 4 carbon atoms or alkylthio group having 1 to 4 carbon atoms; or E ₁₈ represents phenyl group, naphthyl group or heteroaryl group having 3 to 20 carbon atoms , Each of which is unsubstituted or substituted with at least one group as shown below, and the at least one group is selected from a halogen atom, an alkyl group having 1 to 12 carbon atoms, and a halogenated alkyl group having 1 to 4 carbon atoms , Alkoxy group having 1 to 12 carbons, CN, NO ₂ , phenyl-R ₈ , phenoxy, alkylthio group having 1 to 12 carbon groups, phenylthio group, N (R ₉ ) ₂ , Diphenylamino, (CO) O (R ₄ ), (CO) -R ₄ , (CO) N (R ₄ ) ₂ or ; E ₁₉ and E ₂₀ each independently represent a hydrogen atom, an alkyl group having 1 to 20 carbon atoms, a hydroxyalkyl group having 2 to 4 carbon atoms, an alkoxyalkyl group having 2 to 10 carbon atoms, and a carbon number of Alkenyl groups of 2 to 5, cycloalkyl groups of 3 to 20 carbon atoms, phenyl-R ₅ , alkylfluorenyl groups of 1 to 8 carbon atoms, alkylalkyloxy groups of 1 to 8 carbon atoms, carbon number An alkenyl group, SO ₂ -R ₇ or benzamyl group of 3 to 12; or E ₁₉ and E ₂₀ represent a phenyl group, a naphthyl group or a heteroaryl group having 3 to 20 carbon atoms, each of which is unsubstituted or Substituted by at least one group as shown below, and the at least one group is selected from a halogen atom, a halogenated alkyl group having 1 to 4 carbon atoms, an alkoxy group having 1 to 20 carbon atoms, and 1 to 12 carbon atoms Alkyl, benzamidine, or alkoxy having 1 to 12 carbons; or E ₁₉ and E ₂₀ are formed with the bonded nitrogen atom without any interstitial or interstitial O, S or NE ₁₇ Or six-membered saturated or unsaturated ring, and the five- or six-membered saturated or unsaturated ring is unsubstituted or substituted with at least one group as shown below, wherein the at least one group is selected from the group consisting of 1 to 20 alkyl groups, 1 to 20 alkoxy groups, = O, OE ₁₇ , SE ₁₈ , NE ₂₁ E ₂₂ (CO) E ₂₃ , NO ₂ , halogen atom, haloalkyl having 1 to 4 carbon atoms, CN, phenyl, Or a cycloalkyl group with one or more O, S, CO, or NE ₁₇ and 3 or 20 carbon atoms without interstitials or interstitials; or E ₁₉ and E ₂₀ together with the attached nitrogen atom to form a heteroaromatic Ring system, the heteroaromatic ring system is unsubstituted or substituted with at least one group as shown below, and the at least one group is selected from an alkyl group having 1 to 20 carbon atoms and a carbon number of 1 to 4 Haloalkyl, alkoxy having 1 to 20 carbon atoms, = O, OE ₁₇ , SE ₁₈ , NE ₂₁ E ₂₂ , (CO) E ₂₃ , , A halogen atom, NO ₂ , CN, phenyl, or a cycloalkyl group having one or more O, S, CO, or NE ₁₇ and 3 to 20 carbon atoms without being interspersed or interspersed; E ₂₁ and E ₂₂ are each independently Represents a hydrogen atom, an alkyl group having 1 to 20 carbon atoms, a halogenated alkyl group having 1 to 4 carbon atoms, a cycloalkyl group or phenyl group having 3 to 10 carbon atoms; and the nitrogen atom to which E ₂₁ and E ₂₂ are bonded. Together form a five-membered or six-membered saturated or unsaturated ring that is not interspersed or interspersed with O, S or NE ₂₆ , wherein the five- or six-membered saturated or unsaturated ring is unfused or fused with a benzene ring; E ₂₃ represents a hydrogen atom, OH, an alkyl group having 1 to 20 carbon atoms, a halogenated alkyl group having 1 to 4 carbon atoms, an alkyl group having at least one O, CO or NE ₂₆ interspersed with 2 to 20 carbon atoms, Interspersed or interspersed O, S, CO or NE ₂₆ and a cycloalkyl group having 3 to 20 carbons; or E ₂₃ represents phenyl, naphthyl, phenyl-R ₁ , OE ₁₇ , SE ₁₈ or NE ₂₁ E ₂₂ ; E ₂₄ represents (CO) OE ₁₇ , CONE ₁₉ E ₂₀ , (CO) E ₁₇ or has one of the definitions for E ₁₉ and E ₂₀ ; E ₂₅ represents COOE ₁₇ , CONE ₁₉ E ₂₀ , (CO) E _17; E ₂₅ or E ₁₇ having the definitions for one of them; E ₂₆ represents a hydrogen atom Alkyl having a carbon number of 1 to 20, haloalkyl group having 1 to 4, intermingled with at least one O or CO and alkyl group having a carbon number of 2 to 20; E ₂₆ represents phenyl or -R _1, without Cycloalkyl that is interspersed or at least one O or CO and has a carbon number of 3 to 8; or E ₂₆ represents (CO) E ₁₉ ; or E ₂₆ represents phenyl, and E ₂₆ is unsubstituted or is as shown below At least one group is substituted, and the at least one group is selected from the group consisting of an alkyl group having 1 to 20 carbon atoms, a halogen atom, a halogenated alkyl group having 1 to 4 carbon atoms, OE ₁₇ , SE ₁₈ , NE ₁₉ E ₂₀ or Provided that the photoinitiator (D-2) having a structure as shown in formula (3) has at least one

The photo-initiator (D-2) having a structure represented by the formula (3) is characterized in that the carbazole portion thereof includes at least one unsaturated ring. In other words, at least one pair of E ₁ and E ₂ , E ₂ and E ₃ , E ₃ and E ₄ , E ₅ and E ₆ , E ₆ and E ₇ or E ₇ and E ₈ are .

The aforementioned alkyl group having a carbon number of 1 to 20 is a straight or branched chain and is, for example, a carbon number of 1 to 18, a carbon number of 1 to 4, a carbon number of 1 to 12, a carbon number of 1 to 8, An alkyl group having 1 to 8 carbons or 1 to 4 carbons, or an alkyl group having 4 to 12 carbons or 4 to 8 carbons. Specific examples include methyl, ethyl, propyl, isopropyl, n-butyl, second butyl, isobutyl, third butyl, pentyl, hexyl, heptyl, 2,4,4-trimethyl Pentyl, 2-ethylhexyl, octyl, nonyl, decyl, dodecyl, tetradecyl, pentadecyl, hexadecyl, octadecyl and icosyl. An alkyl group having 1 to 6 carbons has the same definition as the above-mentioned alkyl group having 1 to 20 carbons and has the highest corresponding number of carbon atoms.

The unsubstituted or substituted alkyl group having 1 to 20 carbon atoms containing at least one carbon-carbon multiple bond is an alkenyl group described later.

The haloalkyl group having 1 to 4 carbons is an alkyl group substituted with halogen as defined later and having 1 to 4 carbon groups as previously defined. Alkyl group may be, for example, mono - or polyhalogenated, until all of the hydrogen atoms replaced by halogen, and may, for example, C _j H _w X _y, where w + y = 2j + 1 and X is halogen, preferably fluorine atom . Specific examples are chloromethyl, trichloromethyl, trifluoromethyl or 2-bromopropyl, especially trifluoromethyl or trichloromethyl.

The hydroxyalkyl group having 2 to 4 carbons means an alkyl group having 2 to 4 carbons substituted with one or two oxygen atoms. The alkyl group may be straight or branched. Specific examples are 2-hydroxyethyl, 1-hydroxyethyl, 1-hydroxypropyl, 2-hydroxypropyl, 3-hydroxypropyl, 1-hydroxybutyl, 4-hydroxybutyl, 2-hydroxybutyl , 3-hydroxybutyl, 2,3-dihydroxypropyl or 2,4-dihydroxybutyl.

The alkoxyalkyl group having a carbon number of 2 to 10 is an alkyl group having a carbon number of 2 to 10 interstitial. An alkyl group having 2 to 10 carbons has the same definition as the aforementioned alkyl group having 1 to 20 carbons, and has the highest corresponding number of carbon atoms. Specific examples such as methoxymethyl, methoxyethyl, methoxypropyl, ethoxymethyl, ethoxyethyl, ethoxypropyl, propoxymethyl, propoxyethyl , Propoxypropyl.

The alkyl group having one or more O, S, NE ₂₆ or CO having a carbon number of 2 to 20 is, for example, 1 to 9 times, 1 to 5 times, or 1 to 3 times of O, S, NE ₂₆ or CO. , 1 or 2 times. If more than one hetero group is present, they are the same kind or different. The two oxygen atoms are separated by at least one methylene group, preferably at least two methylene groups (ie, ethylidene). The alkyl groups are straight or branched. For example, the following structural units will exist: -CH ₂ -CH ₂ -O-CH ₂ CH ₃ ,-[CH ₂ CH ₂ O] _y -CH ₃ (where y = 1 to 9),-(CH _{2- CH 2 O) 7 -CH 2 CH} 3, -CH 2 -CH (CH 3) -O-CH 2 -CH 2 CH 3, -CH 2 -CH (CH 3) -O-CH 2 -CH 3, - CH ₂ -CH ₂ -S-CH ₂ CH ₃ , -CH ₂ -CH (CH ₃ ) -NE ₂₆ -CH ₂ -CH ₃ , -CH ₂ -CH ₂ -COO-CH ₂ CH ₃ or -CH _2- CH (CH ₃ ) -OCO-CH ₂ -CH ₂ CH ₃ .

The cycloalkyl group having 3 to 10 carbon atoms, the cycloalkyl group having 3 to 10 carbon atoms, and the cycloalkyl group having 3 to 8 carbon atoms can be understood as an alkyl group including at least one ring. Specific examples are cyclopropyl, cyclobutyl, cyclopentyl, cyclohexyl, cyclooctyl and pentylcyclopentyl. In the present invention, a cycloalkyl group having 3 to 10 carbon atoms also covers an example of a bicyclic ring, that is, a bridged ring. A specific example may be , , , And other corresponding rings. Other specific examples can be, for example, , , (E.g )or And other structures, as well as bridged or fused ring systems, for example, the definition here also includes or And other structures in which R ₁₀ represents an alkylene group and R ₁₁ represents an alkyl group.

The cycloalkyl group having 3 to 20 carbon atoms interspersed by O, S, NE ₂₆ or CO has the same definition as above, wherein at least one -CH ₂ -group of the alkyl group is replaced with O, S, NE ₂₆ or CO. Specific examples such as , , (E.g ), , , , , or And other structures.

The group formed by bonding the alkyl group having 1 to 8 carbon atoms and the cycloalkyl group having 3 to 10 carbon atoms refers to a carbon as defined above substituted with at least one alkyl group having up to 8 carbon atoms. The number is 3 to 10 cycloalkyl. The specific example is or Wait.

The group formed by bonding an alkyl group having 1 to 8 carbon atoms with one or more O atoms and a cycloalkyl group having 3 to 10 carbon atoms is substituted by at least one alkyl group having up to 8 carbon atoms. Cycloalkyl having 3 to 10 carbon atoms, as defined above, interspersed with one or more O. Specific examples such as or Wait.

The alkoxy group having 1 to 12 carbons is an alkyl group having 1 to 12 carbons substituted with one oxygen atom. An alkyl group having 1 to 12 carbons has the same definition as the aforementioned alkyl group having 1 to 20 carbons and has the highest corresponding number of carbon atoms. Alkoxy groups having 1 to 4 carbon atoms are straight or branched, such as methoxy, ethoxy, propoxy, isopropoxy, n-butoxy, second butoxy, isobutoxy Or third butoxy. The alkoxy group having 1 to 8 carbons and the alkoxy group having 1 to 4 carbons are the same as defined above and have the highest corresponding number of carbon atoms.

The alkylthio group having 1 to 12 carbons is an alkyl group having 1 to 12 carbons substituted with one sulfur atom. The alkyl group having 1 to 12 carbons has the same definition as the aforementioned alkyl group having 1 to 20 carbons, and has the highest corresponding number of carbon atoms. Alkylthio groups having 1 to 4 carbon atoms are straight or branched, such as methylthio, ethylthio, propylthio, isopropylthio, n-butylthio, second butyl Thio, isobutylthio, and third butylthio.

The phenyl-R ₅ may be, for example, benzyl, phenylethyl, α -methylbenzyl or α , α -dimethyl-benzyl, especially benzyl.

The phenyl-R ₈ may be, for example, benzyloxy, phenylethoxy, α -methylbenzyloxy or α , α -dimethylbenzyloxy, especially benzyloxy.

The alkenyl group having 2 to 12 carbon atoms is mono- or polyunsaturated and is, for example, an alkenyl group having 2 to 10 carbon atoms, an alkenyl group having 2 to 8 carbon atoms, and an alkenyl group having 2 to 5 carbon atoms. . Specific examples such as vinyl, allyl, methallyl, 1,1-dimethylallyl, 1-butenyl, 3-butenyl, 2-butenyl, 1,3-pentyl Dienyl, 5-hexenyl, 7-octenyl or dodecenyl, especially allyl. The alkenyl group having 2 to 5 carbon atoms has the same definition as the aforementioned alkenyl group having 2 to 12 carbon atoms and has the highest corresponding number of carbon atoms.

An alkenyl group having 2 to 12 carbon atoms interspersed with one or more O, S, NE ₂₆ or CO is, for example, 1 to 9 times, 1 to 5 times, 1 to 3 times intercalated with O, S, NE ₂₆ or CO 1 or 2 times. If more than one hetero group is present, they are the same kind or different. The two oxygen atoms are separated by at least one methylene group, preferably at least two methylene groups (ie, ethylidene). Alkenyl is straight or branched and is as defined previously. For example, the following structural units may be formed: -CH = CH-O-CH ₂ CH ₃ , -CH = CH-O-CH = CH ₂ and the like.

The cycloalkenyl group having 4 to 8 carbon atoms has at least one double bond, and may be, for example, a cycloalkenyl group having 4 to 6 carbon atoms or a cycloalkenyl group having 6 to 8 carbon atoms. Specific examples are cyclobutenyl, cyclopentenyl, cyclohexenyl or cyclooctenyl, especially cyclopentenyl and cyclohexenyl, and cyclohexenyl is preferred.

The alkenyloxy group having a carbon number of 3 to 6 is mono- or polyunsaturated, and has one of the definitions of the aforementioned alkenyl group, and the attached oxygen group has the highest corresponding carbon atom number. Specific examples are allyloxy, methallyloxy, butenyloxy, pentenyloxy, 1,3-pentadienyloxy, 5-hexenyloxy.

The alkynyl group having 2 to 12 carbon atoms is a mono- or polyunsaturated straight or branched chain, and may be, for example, an alkynyl group having 2 to 8 carbon atoms, an alkynyl group having 2 to 6 carbon atoms, or a carbon number of 2 To 4 alkynyl. Specific examples such as ethynyl, propynyl, butynyl, 1-butynyl, 3-butynyl, 2-butynyl, pentynylhexynyl, 2-hexynyl, 5-hexynyl , Octynyl, etc.

The alkyl group having 2 to 20 carbon atoms is linear or branched, and may be, for example, 2 to 18 carbon atoms, 2 to 14 carbon atoms, 2 to 12 carbon atoms, 2 to 8 carbon atoms, Alkyl groups having 2 to 6 carbons or 2 to 4 carbons or alkyl groups having 4 to 12 carbons or 4 to 8 carbons. Specific examples such as ethenyl, propionyl, butyryl, isobutyryl, pentyl, hexyl, heptyl, octyl, nonyl, decyl, dodecyl, tetradecyl, fifteen Fluorenyl, hexadecyl, octadecyl, and icosyl, preferably ethenyl. Alkyl groups having 1 to 8 carbons have the same definition as the aforementioned alkyl groups having 2 to 20 carbon numbers and have the highest corresponding number of carbon atoms.

The alkoxycarbonyl group having 2 to 12 carbon atoms is straight or branched, and is, for example, a methoxycarbonyl group, an ethoxycarbonyl group, a propoxycarbonyl group, an n-butoxycarbonyl group, an isobutoxycarbonyl group, 1 1,1-dimethylpropoxycarbonyl, pentoxycarbonyl, hexyloxycarbonyl, heptyloxycarbonyl, octyloxycarbonyl, nonoxycarbonyl, decyloxycarbonyl or dodecyloxycarbonyl, especially methyl An oxycarbonyl group, an ethoxycarbonyl group, a propoxycarbonyl group, an n-butoxycarbonyl group, or an isobutoxycarbonyl group is preferred, and a methoxycarbonyl group is preferred.

The alkoxycarbonyl group having a carbon number of 2 to 12 interspersed with one or more O may be linear or branched. The two oxygen atoms are separated by at least two methylene (ie, ethylene). The metaheteroalkoxycarbonyl is unsubstituted or substituted with one or more hydroxyl groups. The aryloxycarbonyl group having 6 to 20 carbon atoms may be, for example, a phenyloxycarbonyl group (= phenyl-O- (CO) O-), a naphthyloxycarbonyl group, an anthryloxycarbonyl group, and the like. The heteroarylcarbonyl group having 5 to 20 carbons may be a heteroaryl group having 5 to 20 carbons bonded to -O-CO-.

The cycloalkylcarbonyl group having 3 to 10 carbon atoms may be a cycloalkyl group having 3 to 10 carbon atoms bonded to CO. The cycloalkyl group has the same definition as the foregoing and has the highest corresponding number of carbon atoms. A cycloalkylcarbonyl group having 3 to 10 carbon atoms with one or more O, S, NE ₂₆ or CO interspersed refers to a cycloalkyl group bonded to CO, wherein the cycloalkyl group having the same heterocyclic group Definition.

The cycloalkoxycarbonyl group having 3 to 10 carbon atoms may be a cycloalkyl group having 3 to 10 carbon atoms bonded to -O- (CO)-, wherein the cycloalkyl group has the same definition as the foregoing and has The highest corresponding number of carbon atoms. A cycloalkoxycarbonyl group having 3 to 10 carbon atoms interspersed with one or more O, S, NE ₂₆ or CO refers to a cycloalkyl group bonded to -O- (CO)-, wherein Cycloalkyl has the same definition as before.

The alkylphenyl group having a carbon number of 1 to 20 refers to a phenyl group substituted with at least one alkyl group, and the total number of carbon atoms is at most 20.

The aryl group having 6 to 20 carbon atoms may be, for example, a phenyl group, a naphthyl group, an anthryl group, a phenanthryl group, a fluorenyl group, a 1,2-benzophenanthryl group, a tetraphenyl group, a triphenylene group, and the like. Phenyl or naphthyl is preferably phenyl. Naphthyl is 1-naphthyl or 2-naphthyl.

In the content of the photoinitiator (D-2), the heteroaryl group having 3 to 20 carbon atoms includes a monocyclic or polycyclic system, such as a fused ring system. Specific examples are thienyl, benzo [b] thienyl, naphtho [2,3-b] thienyl, thienanyl, furanyl, dibenzofuranyl, benzopyran, xanthene Base, thioxanthyl, phenoxathial, pyrrolyl, imidazolyl, pyrazolyl, pyrazinyl, pyrimidinyl, pyridazinyl, midazoinyl, isoindolyl, indolyl, indazolyl, Purinyl, quinazinyl, isoquinolinyl, quinolinyl, phthalazinyl, naphthyridinyl, quinoxalinyl, quinazolinyl, cinnoline, pyridinyl, carbazolyl, β -Fluorinyl, phenanthryl, acridinyl, naphthylazine, phenanthroline, phenazinyl, isothiazolyl, phenothiazinyl, isoxazolyl, furfuryl, phenoxa , 7-phenanthryl, anthraquinone-2-yl (= 9,10-dioxo-9,10-dihydroanthracene-2-yl), 3-benzo [b] thienyl, 5-benzene Ac [b] thienyl, 2-benzo [b] thienyl, 4-dibenzofuranyl, 4,7-dibenzofuranyl, 4-methyl-7-dibenzofuranyl, 2- Xanthenyl, 8-methyl-2-xanthenyl, 3-xanthenyl, 2-xyloxanthenyl, 2,7-xyloxentyl, 2-pyrrolyl, 3-pyrrolyl, 5-methyl 3-Pyrrolyl, 2-imidazolyl, 4-imidazolyl , 5-imidazolyl, 2-methyl-4-imidazolyl, 2-ethyl-4-imidazolyl, 2-ethyl-5-imidazolyl, 1H-tetrazol-5-yl, 3-pyrazolyl , 1-methyl-3-pyrazolyl, 1-propyl-4-pyrazolyl, 2-pyrazinyl, 5,6-dimethyl-2-pyrazinyl, 2-indolizinyl, 2-methyl-3-isoindolyl, 2-methyl-1-isoindolyl, 1-methyl-2-indolyl, 1-methyl-3-indolyl, 1,5- Dimethyl-2-indolyl, 1-methyl-3-indazolyl, 2,7-dimethyl-8-purinyl, 2-methoxy-7-methyl-8-purinyl, 2-quinazinyl, 3-isoquinolinyl, 6-isoquinolinyl, 7-isoquinolinyl, 3-methoxy-6-isoquinolinyl, 2-quinolinyl, 6-quinolinyl , 7-quinolinyl, 2-methoxy-3-quinolinyl, 2-methoxy-6-quinolinyl, 6-phthalazinyl, 7-phthalazinyl, 1-methoxy- 6-phthalazinyl, 1,4-dimethoxy-6-phthalazinyl, 1,8-naphthyridin-2-yl, 2-quinoxaline, 6-quinoxaline, 2,3- Dimethyl-6-quinoxaline, 2,3-dimethoxy-6-quinoxaline, 2-quinazolinyl, 7-quinazolinyl, 2-dimethylamino-6- Quinazolinyl, 3-fluorinyl, 6-fluorinyl, 7-fluorinyl, 3-methoxy-7-fluorinyl, 2-fluorinyl, 6-fluorinyl, 7-fluorenyl Pyridine , 6,7-dimethoxy-2-fluoridinyl, 2-carbazolyl, 3-carbazolyl, 9-methyl-2-carbazolyl, 9-methyl-3-carbazolyl , Β-fluoren-3-yl, 1-methyl-β-fluorin-3-yl, 1-methyl-β-fluorin-6-yl, 3-phenanthridyl, 2-acridyl, 3-acridinyl, 2-naphthylazine, 1-methyl-5-naphthylazine, 5-phenanthroline, 6-phenanthroline, 1-phenazinyl , 2-phenazinyl, 3-isothiazolyl, 4-isothiazolyl, 5-isothiazolyl, 2-phenthiazyl, 3-phenthiazinyl, 10-methyl-3-phenthiazinyl , 3-Isoxazolyl, 4-Isoxazolyl, 5-Isoxazolyl, 4-methyl-3-furyl, 2-phenoxyl, 10-methyl-2-phenoxyl, etc. .

Preferably, the heteroaryl group having a carbon number of 3 to 20 may be a thienyl group, a benzo [b] thienyl group, a thienyl group, a thienyl group, a 1-methyl-2-indolyl group, or a 1-methyl group. 3-indolyl. More preferably, the heteroaryl group having 3 to 20 carbon atoms may be a thienyl group.

The heteroarylcarbonyl group having 4 to 20 carbon atoms is a heteroaryl group having 3 to 20 carbon atoms as defined above which is connected to the rest of the molecule via a CO group.

The substituted aryl (phenyl, naphthyl, aryl having 6 to 20 carbons or heteroaryl having 5 to 20 carbons) is subjected to 1 to 7 times, 1 to 6 times, or 1 to 4 respectively. Times, preferably with 1, 2, or 3 substitutions. The defined aryl group cannot have more substituents than free positions on the aryl ring.

The substituent on the phenyl ring is preferably in position 4 on the phenyl ring or in the 3,4-, 3,4,5-, 2,6-, 2,4-, or 2,4,6-group. state.

The group which is interspersed at least once is, for example, 1 to 19 times, 1 to 15 times, 1 to 12 times, 1 to 9 times, 1 to 7 times, 1 to 5 times, 1 to 4 times, 1 to 3 Times or once or twice (the number of inter-heteroatoms depends on the number of carbon atoms to be inter-hetero-hetero). A group substituted at least once has, for example, 1 to 7, 1 to 5, 1 to 4, 1 to 3, or 1 or 2 identical or different substituents.

A group substituted with the at least one substituent as defined above means having at least one substituent that is the same or different. Halogen is fluorine, chlorine, bromine and iodine, preferably fluorine, chlorine and bromine, and more preferably fluorine and chlorine.

For example, if E ₁ and E ₂ , E ₂ and E ₃ , E ₃ and E ₄ or E ₅ and E ₆ , E ₆ and E ₇ , E ₇ and E ₈ are independently , For example, a structure represented by the following formula (3-1) to formula (3-9) is formed, and a structure of formula (3-1) is preferred.

The compound of formula (3) is characterized in that at least one phenyl ring is fused with a carbazole moiety to form a "naphthyl" ring. That is, one of the structures of the above formulas (3-1) to (3-9) is shown according to the formula (3).

If E ₁ and E ₂ , E ₂ and E ₃ , E ₃ and E ₄ or E ₅ and E ₆ , E ₆ and E ₇ , E ₇ and E ₈ are independently-(CH ₂ ) _p -W- ( CH ₂ ) _q- , then for example or And other structures.

If the substituents OE ₁₇ , SE ₁₈ , SOE ₁₈ , SO ₂ E ₁₈ or NE ₁₉ E ₂₀ on the phenyl or naphthyl ring pass through the groups E ₁₇ , E ₁₈ , E ₁₉ and / or E ₂₀ and the naphthyl ring When one carbon atom forms a five-membered or six-membered ring, a structure including 3 or more rings (including a naphthyl ring) is obtained. Specific examples can be, for example, or Wait.

If E ₁₇ has or A single bond on one of the carbon atoms of the phenyl or naphthyl ring of the group forms, for example or And other structures.

If E ₁₆ is a phenyl substituted with SE ₁₈ , where E ₁₈ represents a single bond bonded to a phenyl or naphthyl ring having a carbazole moiety of COE ₁₆ , the structure formed may be, for example, , , , . That is, if E ₁₆ is a phenyl substituted with SE ₁₈ , where the group E ₁₈ represents a single bond bonded to a phenyl or naphthyl ring having a carbazole moiety having COE ₁₆ to form a thioxanthyl moiety A phenyl or naphthyl ring with a carbazole moiety.

If E ₁₉ and E ₂₀ together with the bonded nitrogen atom form a five- or six-membered saturated or unsaturated ring that is not interspersed or interspersed with O, S, or NE ₁₇ , the formed saturated or unsaturated ring may be Examples are aziridine, pyrrole, thiazole, pyrrolidine, oxazole, pyridine, 1,3-diazine, 1,2-diazine, hexahydropyridine or morpholine. Preferably, if E ₁₉ and E ₂₀ together with the bonded nitrogen atom form a five-membered or six-membered saturated or unsaturated ring which is not interspersed or interspersed with O, S or NE ₁₇ , then an unsaturated or interstitial ring is formed. There are five or six-membered saturated rings of O or NE ₁₇ , especially O in between.

If E ₂₁ and E ₂₂ together with the bonded nitrogen atom form a five-membered or six-membered saturated or unsaturated ring that is not interspersed or interspersed with O, S or NE ₂₆ , and the benzene ring is selectively The unsaturated ring is fused, and the saturated or unsaturated ring formed may be, for example, aziridine, pyrrole, thiazole, pyrrolidine, oxazole, pyridine, 1,3-diazine, 1,2-diazine, hexahydro Pyridine or morpholine or the corresponding ring (e.g. ).

If E ₁₉ and E ₂₀ form a heteroaromatic ring system together with the nitrogen atom to which they are bonded, then a heteroaromatic ring system means that it contains more than one ring (for example, 2 or 3 rings) and is from the same species or different Kind of one or more heteroatoms. Suitable heteroatoms may be, for example, N, S, O or P, especially N, S or O. Specific examples include carbazole, indole, isoindole, indazole, purine, isoquinoline, quinoline, oxoline, phenothiazine, and the like.

The photoinitiator (D-2) (oxime ester) of the structure represented by the formula (3) is prepared by a conventional method, for example, by making the corresponding oxime and a sulfonium halide, especially a chloride, under the following conditions Or acid anhydride reaction: in an inert solvent (such as: tert-butyl methyl ether, tetrahydrofuran (THF) or dimethylformamide), in the presence of a base (such as triethylamine or pyridine), or in a basic solvent (such as Pyridine). In one embodiment of the present invention, the compound of formula (3-1) is prepared by the following formula (i), wherein E ₇ is an oxime ester group ( ) And Z ₁ is a single bond. The compounds represented by formulas (3-2) to (3-8) are prepared in the same manner, but are carried out by using a suitable oxime.

In formula (i), E ₁ , E ₂ , E ₅ , E ₆ , E ₈ , E ₁₃ , E ₁₄ and E ₁₅ are as defined above, and X means a halogen atom, especially a chlorine atom. Preferably, E ₁₄ is methyl.

The above reaction represented by formula (i) is well known to those having ordinary knowledge in the art and is usually carried out at a temperature of -15 ° C to + 50 ° C, preferably at a temperature of 0 ° C to 25 ° C.

When Z ₁ is CO, the corresponding oxime is obtained by separating the nitrite with Synthesized by methyl nitrosation. Then, the esterification is carried out under the same conditions as described above, and the detailed preparation method is as shown in formula (ii).

Therefore, the corresponding oxime compound can be reacted with, for example, in the presence of a base or a mixture of bases, such as Halo or as The acid anhydride is reacted to obtain a compound of formula (3) as defined above, wherein X is a halogen atom, and especially a chlorine atom, and the definition of E ₁₄ is as described above.

The oxime required as a starting material can be obtained from standard chemistry textbooks (e.g. J. March, Advanced Organic Chemistry, 4th edition, Wiley Interscience, 1992) or monographs (e.g. SRSandler & W. Karo, Organic functional group preparations, p. 3, Academic Press).

One of the most convenient methods is, for example, reacting an aldehyde or ketone with hydroxylamine or a salt thereof in a polar solvent such as dimethylacetamide (DMA), DMA aqueous solution, ethanol or ethanol aqueous solution. In this case, a base such as sodium acetate or pyridine is added to control the pH of the reaction mixture. It is well known that the reaction rate is pH-dependent, and the base can be added continuously at the beginning or during the reaction. It is also possible to use a basic solvent such as pyridine as the base and / or solvent or co-solvent. The reaction temperature is usually from room temperature to the reflux temperature of the mixture, and is generally about 20 ° C to 120 ° C.

The corresponding ketone intermediate is, for example, prepared by a method described in the literature (for example, standard chemistry textbooks, such as J. March, Advanced Organic Chemistry, 4th Edition, Wiley Interscience, 1992). In addition, the continuous Friedel-Crafts reaction can be effectively used for the synthesis of intermediates. These reactions are well known to those skilled in the art.

Another convenient synthesis of oximes is the nitration of "active" methylene groups with nitrite or alkyl nitrite. Basic conditions (e.g., as described in Organic Syntheses coll. (J. Wiley & Sons, New York, 1988), Volume VI, pages 199 and 840) and acidic conditions (e.g., Organic Synthesis cokl. Volume V, page 32) And p. 373, vol. III, p. 191 and 513, vol. II, p. 202, p. 204, and p. 363) Both are suitable for preparing the oximes used as starting materials in the present invention . Nitrite is generally produced from sodium nitrite. The alkyl nitrite may be, for example, methyl nitrite, ethyl nitrite, propyl nitrite, butyl nitrite, or isoamyl nitrite.

In another embodiment, the photoinitiator (D-2) is a free-form oxime compound and has a structure represented by formula (3A):

In formula (3A), E ₁ , E ₂ , E ₃ , E ₄ , E ₅ , E ₆ , E ₇ and E ₈ each independently represent a hydrogen atom, an alkyl group having 1 to 20 carbon atoms, , COE ₁₆ , OE ₁₇ , halogen atom, NO ₂ or ; Or E ₁ and E ₂ , E ₂ and E ₃ , E ₃ and E ₄ , E ₅ and E ₆ , E ₆ and E ₇ or E ₇ and E ₈ respectively independently represent Substituted carbon atoms, alkenyl of 2 to 10, or E ₁ and E _2, E _2, and E _3, E ₃ and E _4, E ₅ and E _6, E ₆ and E ₇ or E ₇ and E ₈ are each independently Local common representatives-(CH ₂ ) _p -W- (CH ₂ ) _q- ; or E ₁ and E ₂ , E ₂ and E ₃ , E ₃ and E ₄ , E ₅ and E ₆ , E ₆ and E ₇ or E ₇ and E ₈ are independently and jointly represented Wherein at least one of E ₁ and E _2, E _2, and E _3, E ₃ and E _4, E ₅ and E _6, E ₆ or E ₇ and E ₇ and E ₈ is E ₉ , E ₁₀ , E ₁₁ and E ₁₂ each independently represent a hydrogen atom, an alkyl group having 1 to 20 carbon atoms, and an alkyl group having 1 to 20 carbon atoms is an unsubstituted or at least one group as shown below Substituted and at least one group is selected from the group consisting of phenyl, a halogen atom, CN, OH, SH, an alkoxy group having 1 to 4 carbon atoms, (CO) OH or (CO) O (R ₁ ), wherein R ₁ Represents an alkyl group having 1 to 4 carbons; or E ₉ , E ₁₀ , E ₁₁ and E ₁₂ each independently represent an unsubstituted phenyl group or a phenyl group substituted with at least one group as shown below, the at least A group is selected from the group consisting of an alkyl group having 1 to 6 carbon atoms, a halogen atom, CN, OE ₁₇ , SE _18, or NE ₁₉ E ₂₀ ; or E ₉ , E ₁₀ , E _11, and E ₁₂ each independently represent a halogen atom , CN, OE ₁₇ , SE ₁₈ , SOE ₁₈ , SO ₂ E ₁₈ or NE ₁₉ E ₂₀ , wherein the substituents OE ₁₇ , SE ₁₈ or NE ₁₉ E ₂₀ are optionally via the groups E ₁₇ , E ₁₈ , E ₁₉ And / or E ₂₀ and a carbon atom of the naphthalene ring in formula (IA) form a five-membered ring or a six-membered ring; or E ₉ , E ₁₀ , E ₁₁ and E ₁₂ each independently represent , COE _16, or NO _2; W represents an integer of O, S, NE _26, or a single bond, P represents 0 to 3, q represents an integer of 1 to 3, Z ₁ is represented by CO or a single bond; E ₁₃ represents a carbon number of 1 Alkyl to 20, alkyl having 1 to 20 carbons is unsubstituted or substituted with at least one group as shown below, wherein the at least one group is selected from the group consisting of a halogen atom, E ₁₇ , COOE ₁₇ , OE ₁₇ , SE ₁₈ , CONE ₁₉ E ₂₀ , NE ₁₉ E ₂₀ , PO (OC _k H _{2k + 1} ) ₂ or ; Or E ₁₃ represents an alkyl group having 2 to 20 carbon atoms, and an alkyl group having 2 to 20 carbon atoms is interspersed with one or more O, S, SO, SO ₂ , NE _26, or CO; or E ₁₃ represents a carbon number An alkenyl group of 2 to 12 and an alkenyl group of 2 to 12 carbons are interspersed or interspersed with one or more O, CO or NE ₂₆ , wherein the interspersed alkyl group with 2 to 20 carbons and Interstitial or interstitial alkenyl having 2 to 12 carbons is unsubstituted or substituted with at least one halogen atom; or E ₁₃ represents a cycloalkenyl having 4 to 8 carbons and an alkynyl having 2 to 12 carbons , Or unsaturated or one or more O, S, CO, or NE ₂₆ having a carbon number of 3 to 10; or E ₁₃ represents phenyl or naphthyl, each of which is unsubstituted or is as follows The at least one group shown is substituted, wherein the at least one group is selected from OE ₁₇ , SE ₁₈ , NE ₁₉ E ₂₀ , , COE ₁₆ , CN, NO ₂ , halogen atom, alkyl group having 1 to 20 carbon atoms, haloalkyl group having 1 to 4 carbon atoms, interspersed with one or more O, S, CO or NE ₂₆ and carbon number 2 Alkyl groups to 20; or each substituted with a cycloalkyl group that is uninterspersed or interspersed with one or more O, S, CO, or NE ₂₆ and has 3 to 10 carbons; k represents an integer from 1 to 10; E ₁₅ Representing an aromatic group having 6 to 20 carbon atoms or a heteroaryl group having 3 to 20 carbon atoms, each of which is unsubstituted or substituted with at least one group as shown below, and at least one group is selected from phenyl, a halogen atom, a C haloalkyl group having 1 to _{4, CN, NO 2, OE 17} , SE 18, NE 19 E 20, PO (OC k H 2k + 1) 2, and SO bonded and the carbon number of 1 to An alkyl group having 10, an alkyl group having 1 to 10 carbon atoms bonded to SO ₂ , an alkyl group having one or more O, S or NE ₂₆ interspersed with 2 to 20 carbon atoms; or each having a carbon number of 1 to 20 alkyl substitution, in which the alkyl group having 1 to 20 carbons is unsubstituted or substituted with at least one group as shown below, and at least one group is selected from the group consisting of a halogen atom, COOE ₁₇ , CONE ₁₉ E _20, a phenyl group, a cycloalkyl group having a carbon number of 3 to 8 carbon atoms, heteroaryl group having 3 to 20 Carbon atoms, an aryloxycarbonyl group having 6 to 20 carbon atoms heteroaryl aryloxycarbonyl group having 3 to 20, OE _17, SE _18, or NE ₁₉ E _20; or E ₁₅ represents a hydrogen atom, a carbon number of 2 to 12 Alkenyl, cycloalkyl without one or more O, CO or NE ₂₆ and 3 to 8 carbons; or E ₁₅ representing an alkyl group with 1 to 20 carbons and 1 to 20 carbons The alkyl group is unsubstituted or substituted with at least one group as shown below, and at least one group is selected from a halogen atom, OE ₁₇ , SE ₁₈ , a cycloalkyl group having 3 to 8 carbon atoms, and a carbon number of Heteroaryl groups of 3 to 20, aryloxycarbonyl groups of 6 to 20 carbons, heteroaryloxycarbonyl groups of 3 to 20 carbons, NE ₁₉ E ₂₀ , COOE ₁₇ , CONE ₁₉ E ₂₀ , PO (OC _k H _{2k + 1} ) ₂ , , Or phenyl, in which the alkyl group having 1 to 20 carbon atoms is substituted by phenyl, and the phenyl group is halogen atom, alkyl group having 1 to 20 carbon atoms, haloalkyl group having 1 to 4 carbon atoms, OE ₁₇ , SE ₁₈ substituted or NE ₁₉ E _20; E ₁₅ represents a carbon or alkyl having 2 to 20 carbons, alkyl having 2 to 20 is interrupted by one or more O, SO or SO _2, and the carbon was intermingled The alkyl group of 2 to 20 is unsubstituted or substituted with at least one group as shown below, and at least one group is selected from a halogen atom, OE ₁₇ , COOE ₁₇ , CONE ₁₉ E ₂₀ , phenyl or OE ₁₇ , SE ₁₈ or NE ₁₉ E ₂₀ substituted phenyl; or E ₁₅ represents an alkyl or benzamyl group having 2 to 20 carbon atoms, and is unsubstituted or substituted with at least one group as shown below And at least one group is selected from the group consisting of an alkyl group having 1 to 6 carbon atoms, a halogen atom, a phenyl group, OE ₁₇ , SE ₁₈ or NE ₁₉ E ₂₀ ; or E ₁₅ represents an unsubstituted or substituted with at least one OE ₁₇ Or a heteroarylcarbonyl group having 3 to 14 carbon atoms; or E ₁₅ represents an alkoxycarbonyl group having 2 to 12 carbon atoms, and an alkoxycarbonyl group having 2 to 12 carbon atoms is Or one or more O, among which And the carbon atoms interrupted without alkoxycarbonyl group having 2 to 12 is unsubstituted or substituted with at least one hydroxyl group; or E ₁₅ Representative phenoxycarbonyl group, phenoxycarbonyl group is unsubstituted or at least below One group substitution, and at least one group is selected from the group consisting of an alkyl group having 1 to 6 carbon atoms, a halogen atom, a halogenated alkyl group having 1 to 4 carbon atoms, a phenyl group, OE ₁₇ , SE ₁₈ or NE ₁₉ E ₂₀ ; Or E ₁₅ represents CN, CONE ₁₉ E ₂₀ , NO ₂ , a halogenated alkyl group having 1 to 4 carbon atoms, S (O) _r -R ₂ , a phenyl group bonded to S (O) _r , wherein S (O) ) _R- bonded phenyl is unsubstituted or substituted with an alkyl group having 1 to 12 carbon atoms or SO ₂ -R ₂ , and R ₂ represents an alkyl group having 1 to 6 carbon atoms; or E ₁₅ represents an alkyl group with SO ₂ O bonded phenyl, diphenylphosphinofluorenyl, or bis (R ₃ ) -phosphinofluorenyl, where the phenyl bonded to SO ₂ O is an unsubstituted or alkyl group having 1 to 12 carbons Substituted, and R ₃ represents an alkoxy group having 1 to 4 carbons; r represents an integer of 1 to 2; E _'15 represents having one of the definitions for E ₁₅ ; Z ₂ represents O, S, SO, or SO _2; Z ₃ representative of O, CO, S or a single bond; E ₁₆ represents a carbon atoms or an aryl group of 6 to 20 carbon atoms heteroaryl of 3-20 , Each of which is unsubstituted or at least one of the following groups, and at least one group is selected from phenyl, a halogen atom, a haloalkyl group having a carbon number of 1 to _{4, CN, NO 2, OE 17} , SE _18, NE ₁₉ E _20, interrupted by one or more O, S or NE ₂₆ carbon atoms and alkyl having 1 to 20 carbon atoms or an alkyl group of 1 to 20, wherein the carbon number of alkyl is 1 to 20 Group is unsubstituted or substituted with at least one group as shown below, wherein at least one group is selected from the group consisting of a halogen atom, COOE ₁₇ , CONE ₁₉ E ₂₀ , phenyl, a cycloalkyl group having 3 to 8 carbon atoms, Heteroaryl having 3 to 20 carbons, aryloxycarbonyl having 6 to 20 carbons, heteroaryloxycarbonyl having 3 to 20 carbons, OE ₁₇ , SE ₁₈ or NE ₁₉ E ₂₀ ; or E ₁₆ Represents a hydrogen atom or an alkyl group having 1 to 20 carbons, wherein the alkyl group having 1 to 20 carbons is unsubstituted or substituted with at least one group as shown below, and at least one group is selected from a halogen atom , Phenyl, OH, SH, CN, alkenyloxy with 3 to 6 carbon atoms, OCH ₂ CH ₂ CN, OCH ₂ CH ₂ (CO) O (R ₁ ), O (CO)-(R ₁ ), O (CO) phenyl or (CO) OH or _{(CO) O (R 1)} ; E ₁₆ represents a carbon or alkyl having 2 to 12, Number of 2 to 12 alkyl interrupted by one or more O, S or NE _26; E _16, or on behalf of _{(CH 2 CH 2 O) n} + 1 H, (CH 2 CH 2 O) n (CO) - ( R ₄ ), an alkenyl group having 2 to 12 carbon atoms or a cycloalkyl group having 3 to 8 carbon atoms, wherein R ₄ represents an alkyl group having 1 to 8 carbon atoms; or E ₁₆ represents benzene substituted with SE ₁₈ Group, where E ₁₈ represents a single bond to a phenyl or naphthyl ring bonded to the carbazole moiety to which COE _{16 is} attached; n represents an integer from 1 to 20; E ₁₇ represents a hydrogen atom, phenyl-R ₅ , An alkyl group having 1 to 20 carbon atoms, which is unsubstituted or substituted with at least one group as shown below, and at least one group is selected from a halogen atom, OH, SH, CN, and 3 to 6 carbon atoms Alkenyloxy, OCH ₂ CH ₂ CN, OCH ₂ CH ₂ (CO) O (R ₁ ), O (CO)-(R ₁ ), O (CO)-(R ₆ ), and O (CO) bond Bound phenyl, (CO) OH, (CO) O (R ₁ ), cycloalkyl having 3 to 20 carbon atoms, SO _2- (R ₇ ), O (R ₇ ), or one or more O interspersed carbon atoms and cycloalkyl group having 3 to 20, wherein R ₅ represents an alkyl group having a carbon number of 1 to 3, R ₆ represents a carbon atoms, alkenyl having 2 to 4, and R ₇ represents a carbon number of 1 to 4 Haloalkyl; or E ₁₇ represents an alkyl group having 2 to 20 carbons and 2 to 20 carbons Alkyl is one or more O, S, or NE ₂₆ ; or E ₁₇ represents (CH ₂ CH ₂ O) _{n + 1} H, (CH ₂ CH ₂ O) _n (CO)-(R ₄ ), carbon Alkyl groups of 1 to 8, alkenyl groups of 2 to 12 carbons, alkenyl groups of 3 to 6 carbons, or cycloalkyl groups of 3 to 20 carbon atoms, which are not interspersed or interspersed Or more O, S, CO, or NE ₂₆ ; or E ₁₇ represents a group formed by bonding an alkyl group having 1 to 8 carbon atoms and a cycloalkyl group having 3 to 10 carbon atoms, and the above-mentioned group is One or more O's are interspersed or interspersed; or E ₁₇ represents benzamyl, which is unsubstituted or substituted with at least one group as shown below, and the at least one group is selected from carbon numbers Is an alkyl group of 1 to 6, a halogen atom, OH or an alkoxy group of 1 to 3; or E ₁₇ represents a phenyl group, a naphthyl group or a heteroaryl group of 3 to 20 carbon atoms, each of which is unsubstituted Or substituted with at least one group as shown below, and at least one group is selected from the group consisting of a halogen atom, OH, an alkyl group having 1 to 12 carbon atoms, an alkoxy group having 1 to 12 carbon atoms, CN, NO ₂ , Phenyl-R ₈ , phenoxy, alkylthio having 1 to 12 carbons, phenylthio, N (R ₉ ) ₂ , diphenyl-amino, or , Wherein R ₈ represents an alkoxy group having 1 to 3 carbon atoms, and R ₉ represents an alkyl group having 1 to 12 carbon atoms; or E ₁₇ and or One of the carbon atoms of the phenyl or naphthyl ring forms a single bond; E ₁₈ represents a hydrogen atom, an alkenyl group having 2 to 12 carbon atoms, a cycloalkyl group having 3 to 20 carbon atoms or phenyl-R ₅ , wherein An alkenyl group having 2 to 12 carbon atoms, a cycloalkyl group having 3 to 20 carbon atoms, and phenyl-R ₅ are one or more O, S, CO, NE ₂₆ or COOE ₁₇ without interspersed or interspersed; or E ₁₈ represents an alkyl group having 1 to 20 carbon atoms, the alkyl group having 1 to 20 carbon atoms is unsubstituted or substituted with at least one group of the following formula, and at least one group is selected from OH, SH, CN, Alkenyloxy groups having 3 to 6 carbon atoms, OCH ₂ CH ₂ CN, OCH ₂ CH ₂ (CO) O (R ₁ ), O (CO)-(R ₆ ), O (CO)-(R ₁ ), O (CO) -phenyl or (CO) OE ₁₇ ; or E ₁₈ represents an alkyl group having 2 to 20 carbon atoms, and an alkyl group having 2 to 20 carbon atoms is interspersed with one or more O, S, CO, NE ₂₆ or COOE ₁₇ ; or E ₁₈ represents (CH ₂ CH ₂ O) _n H, (CH ₂ CH ₂ O) _n (CO)-(R ₄ ), an alkyl group having 2 to 8 carbon atoms, or a carbon number of An alkenyl group of 3 to 6; or E ₁₈ represents a benzyl group, which is unsubstituted or substituted with at least one group as shown below, and at least one group is selected from a carbon number of 1 to 6 alkyl, halogen atom, OH Carbon atoms or alkoxy of 1 to 4 carbon atoms, alkylthio group having 1 to 4; or E ₁₈ represents phenyl, naphthyl or heteroaryl group having a carbon number of 3 to 20, each of which is unsubstituted or At least one group substituted as shown below, and at least one group is selected from a halogen atom, an alkyl group having 1 to 12 carbon atoms, a halogenated alkyl group having 1 to 4 carbon atoms, and an alkoxy group having 1 to 12 carbon atoms group, CN, NO _2, phenyl -R _8, a phenoxy group, an alkylthio group having a carbon number of 1 to 12, phenylthio, N (R _{9) 2,} diphenylamino, (CO) O (R ₄ ), CO-R ₄ , (CO) N (R ₄ ) ₂ or ; E ₁₉ and E ₂₀ each independently represent a hydrogen atom, an alkyl group having 1 to 20 carbon atoms, a hydroxyalkyl group having 2 to 4 carbon atoms, an alkoxyalkyl group having 2 to 10 carbon atoms, and a carbon number of Alkenyl groups of 2 to 5, cycloalkyl groups of 3 to 20 carbon atoms, phenyl-R ₅ , alkylfluorenyl groups of 1 to 8 carbon atoms, alkylalkyloxy groups of 1 to 8 carbon atoms, carbon number An alkenyl group, SO ₂ -R ₇ or benzamyl group of 3 to 12; or E ₁₉ and E ₂₀ represent a phenyl group, a naphthyl group or a heteroaryl group having 3 to 20 carbon atoms, each of which is unsubstituted or Substituted by at least one group as shown below, and the at least one group is selected from a halogen atom, a halogenated alkyl group having 1 to 4 carbon atoms, an alkoxy group having 1 to 20 carbon atoms, and 1 to 12 carbon atoms Alkyl, benzamidine, or alkoxy having 1 to 12 carbons; or E ₁₉ and E ₂₀ are formed with the bonded nitrogen atom without any interstitial or interstitial O, S or NE ₁₇ -Membered or six-membered saturated or unsaturated ring, and the five-membered or six-membered saturated or unsaturated ring is unsubstituted or substituted with at least one group as shown below, wherein at least one group is selected from the carbon number of 1 to 20 alkyl group, 1 to 20 alkoxy group, = O, OE ₁₇ , SE ₁₈ , NE ₂₁ E ₂₂ , (C O) E ₂₃ , NO ₂ , halogen atom, haloalkyl having 1 to 4 carbon atoms, CN, phenyl, Or a cycloalkyl group that is not interspersed or interspersed with at least one O, S, CO, or NE ₁₇ and has a carbon number of 3 to 20; or E ₁₉ and E ₂₀ are a heteroaromatic ring formed with the attached nitrogen atom System, the heteroaromatic ring system is unsubstituted or substituted with at least one group as shown below, and the at least one group is selected from alkyl groups having 1 to 20 carbon atoms and 1 to 4 carbon atoms Haloalkyl, alkoxy having 1 to 20 carbons, = O, OE ₁₇ , SE ₁₈ , NE ₂₁ E ₂₂ , (CO) E ₂₃ , , Halogen atom, NO ₂ , CN, phenyl, or cycloalkyl without one or more O, S, CO or NE ₁₇ and 3 to 20 carbon atoms; E ₂₁ and E ₂₂ are each independently Represents a hydrogen atom, an alkyl group having 1 to 20 carbon atoms, a halogenated alkyl group having 1 to 4 carbon atoms, a cycloalkyl group or phenyl group having 3 to 10 carbon atoms; and the nitrogen atom to which E ₂₁ and E ₂₂ are bonded. Together form a five-membered or six-membered saturated or unsaturated ring that is not interspersed or interspersed with O, S or NE ₂₆ , wherein the five- or six-membered saturated or unsaturated ring is unfused or fused with a benzene ring; E ₂₃ represents a hydrogen atom, OH, an alkyl group having 1 to 20 carbon atoms, a halogenated alkyl group having 1 to 4 carbon atoms, an alkyl group having at least one O, CO or NE ₂₆ interspersed with 2 to 20 carbon atoms, Interspersed or interspersed O, S, CO or NE ₂₆ and a cycloalkyl group having 3 to 20 carbons; or E ₂₃ represents phenyl, naphthyl, phenyl-R ₁ , OE ₁₇ , SE ₁₈ or NE ₂₁ E ₂₂ ; E ₂₄ represents (CO) OE ₁₇ , CONE ₁₉ E ₂₀ , (CO) E ₁₇ or has one of the definitions for E ₁₉ and E ₂₀ ; E ₂₅ represents COOE ₁₇ , CONE ₁₉ E ₂₀ , (CO) E _17; E _17, or has the definition for the one wherein; E ₂₆ represents a hydrogen atom, Alkyl having 1 to 20 carbon atoms, haloalkyl group having 1 to 4, or intermingled with at least one of CO and O 2 to 20 carbon atoms in the alkyl group; E ₂₆ represents phenyl or -R _1, not intermingled Or a cycloalkyl group having one or more O or CO and 3 to 8 carbon atoms; or E ₂₆ for (CO) E ₁₉ ; or E ₂₆ for phenyl, and E ₂₆ is unsubstituted or as shown below At least one group is substituted, and the at least one group is selected from the group consisting of an alkyl group having 1 to 20 carbon atoms, a halogen atom, a halogenated alkyl group having 1 to 4 carbon atoms, OE ₁₇ , SE ₁₈ , NE ₁₉ E ₂₀ or Provided that the photoinitiator (D-2) has the structure shown in formula (3A) has at least one

The group defined for the compound represented by formula (3A) preferably corresponds to the group defined for the compound represented by formula (3) below, but only the defined oxime ester group (for example ) Are replaced by the corresponding free oxime group .

Each oxime ester group can exist in two configurations (Z) or (E). Isomers can be separated by conventional methods, but it is also possible to use a mixture of isomers as, for example, a photoinitiator. Therefore, the photoinitiator (D-2), such as the compound represented by formula (3), contains a mixture of configurational isomers.

In a preferred embodiment, the photoinitiator (D) comprises a photoinitiator (D-2) having a structure shown in formula (3), wherein E ₁ , E ₂ , E ₃ , E ₄ , E ₅ , E ₆ , E ₇ and E ₈ each independently represent a hydrogen atom, an alkyl group having 1 to 20 carbon atoms, , COE ₁₆ or NO ₂ ; or E ₁ and E ₂ , E ₂ and E ₃ , E ₃ and E ₄ , E ₅ and E ₆ , E ₆ and E ₇ or E ₇ and E ₈ respectively and jointly represent Wherein at least one of E ₁ and E _2, E _2, and E _3, E ₃ and E _4, E ₅ and E _6, E ₆ or E ₇ and E ₇ and E ₈ is Z ₁ represents CO or a single bond; E ₁₃ represents an alkyl group having 1 to 20 carbons, and an alkyl group having 1 to 20 carbons is unsubstituted or substituted with at least one group as shown below, and at least one group The group is selected from a halogen atom, OE ₁₇ , SE ₁₈ , COOE ₁₇ , CONE ₁₉ E ₂₀ or PO (OC _k H _{2k + 1} ) ₂ ; or E ₁₃ represents an alkyl group having 2 to 20 carbon atoms, which is interspersed with Or more O, S, NE ₂₆ or CO; or E ₁₃ represents phenyl or naphthyl, both of which are unsubstituted or at least one Or COE ₁₆ substitution; E ₁₄ represents alkyl, phenyl or alkoxy having 1 to 20 carbons; E ₁₅ represents phenyl, naphthyl, heteroaryl having 3 to 20 carbons Group, each of which is unsubstituted or substituted with at least one group as shown below, and the at least one group is selected from a phenyl group, a halogen atom, a haloalkyl group having 1 to 4 carbon atoms, OE ₁₇ , SE ₁₈ , Alkyl groups having at least one O or S and 2 to 20 carbon atoms, or each substituted with one or more alkyl groups having 1 to 20 carbon atoms, the alkyl groups having 1 to 20 carbon atoms are unsubstituted Substituted or substituted with at least one group as shown below, and at least one group is selected from the group consisting of a halogen atom, COOE ₁₇ , CONE ₁₉ E ₂₀ , a phenyl group, a cycloalkyl group having 3 to 8 carbon atoms, and a carbon number of Heteroaryl of 3 to 20, aryloxycarbonyl of 6 to 20 carbons, heteroaryloxy of 4 to 20 carbons, OE ₁₇ , SE ₁₈ , NE ₁₉ E _20, or PO (OC _k H _{2k +1} ) ₂ ; or E ₁₅ represents an alkyl group having 1 to 20 carbon atoms, which is unsubstituted or substituted with at least one group as shown below, and at least one group is selected from OE ₁₇ , SE ₁₈ , Cycloalkyl having 3 to 8 carbons, heteroaryl having 3 to 20 carbons, NE ₁₉ E ₂₀ , COOE ₁₇ , CONE ₁₉ E _20, or PO (OC _k H _{2k + 1} ) ₂ ; E _'14 represents one of the definitions for E ₁₄ ; E' ₁₅ represents one of the definitions for E ₁₅ ; E ₁₆ represents phenyl, which is unsubstituted or substituted with at least one group as shown below, and at least one group is selected from OE ₁₇ , SE ₁₈ , NE ₁₉ E ₂₀ , and at least one O, S or NE ₂₆ and an alkyl group having 2 to 20 carbons; or E ₁₆ represents a phenyl group and is substituted with at least one alkyl group having 1 to 20 carbon atoms, wherein the alkyl group having 1 to 20 carbon atoms is unsubstituted or At least one group substituted as shown below, and at least one group is selected from the group consisting of a halogen atom, COOE ₁₇ , CONE ₁₉ E ₂₀ , a phenyl group, a cycloalkyl group having 3 to 8 carbon atoms, and a carbon number of 3 to 20 Heteroaryl, aryloxycarbonyl with 6 to 20 carbons, heteroaryloxycarbonyl with 4 to 20 carbons, OE ₁₇ , SE ₁₈ or NE ₁₉ E ₂₀ ; or E ₁₆ represents 1 to 20 carbons Alkyl, E ₁₆ is unsubstituted or substituted with at least one group as shown below, and at least one group is an olefin selected from the group consisting of a halogen atom, a phenyl group, OH, SH, CN, and a carbon number of 3 to 6. _{alkoxy, OCH 2 CH 2 (CO)} O (R 1), O (CO) - (R 1) _{(CO) O (R 1)} ; E 17 represents a carbon number of alkyl group having 1 to 20, which is unsubstituted or substituted with at least one group shown below, and at least one group selected from a halogen atom, OCH ₂ CH ₂ (CO) O (R ₁ ), O (R ₁ ), (CO) O (R ₁ ), cycloalkyl having 3 to 20 carbon atoms, of which cycloalkyl having 3 to 20 carbon atoms Is unsubstituted or unsubstituted at least one O; or E ₁₇ represents an alkyl group having 2 to 20 carbons, and an alkyl group having 2 to 20 carbon atoms is at least one O; E ₁₈ represents a methyl group substituted with (CO) OE ₁₇ E ₁₉ and E ₂₀ each independently represent a hydrogen atom, a phenyl group, an alkyl group having a carbon number of 1 to 20, an alkyl group having a carbon number of 1 to 8 or an alkyl group having a carbon number of 1 to 8; Or E ₁₉ and E ₂₀ form a heteroaromatic ring system with the bonded nitrogen atom. The heteroaromatic ring system is unsubstituted or Substitution, provided that the photoinitiator (D-2) having the structure shown in formula (3) has at least one or .

Attention must be paid to compounds of formula (3) as defined above, wherein E ₁ , E ₂ , E ₃ , E ₄ , E ₅ , E ₆ , E ₇ and E ₈ each independently represent a hydrogen atom, , COE ₁₆ or NO ₂ ; E ₃ and E ₄ together are E ₉ , E ₁₀ , E ₁₁ and E ₁₂ are hydrogen atoms; Z ₁ is a single bond; E ₁₃ is an alkyl group having 1 to 20 carbons; E ₁₄ is an alkyl group having 1 to 20 carbons; E ₁₅ Is an alkyl group having 1 to 20 carbon atoms or a phenyl group substituted with at least one of the following groups, wherein at least one group may be OE ₁₇ or an alkyl group having 1 to 20 carbon atoms; E ₁₆ is a phenyl group, benzene The group is substituted with at least one of the following groups, wherein at least one group may be OE ₁₇ or an alkyl group having 1 to 20 carbon atoms; E ₁₇ is unsubstituted or substituted with at least one halogen atom having 1 or 20 alkyl group or an alkyl group having 1 to 20 carbon atoms having at least one oxygen atom interspersed, provided that at least one of the compounds of the structural formula shown in formula (3) is present

In a more preferred embodiment, the photoinitiator (E) comprises a photoinitiator (D-2) having a structure as shown in formula (3), wherein E ₁ , E ₂ , E ₃ , E ₄ , E ₅ , E ₆ , E ₇ and E ₈ each independently represent a hydrogen atom; or E ₁ and E ₂ , E ₃ and E ₄ or E ₅ and E ₆ each independently represent each other And at least one of E ₁ and E ₂ , E ₃ and E ₄ or E ₅ and E ₆ is E ₂ stands for , COE ₁₆ , NO ₂ or ; Or E ₇ representative Or COE ₁₆ ; E ₉ , E ₁₁ and E ₁₂ represent hydrogen atoms; E ₁₀ represents a hydrogen atom, OE ₁₇ or COE ₁₆ ; Z ₁ represents CO or a single bond; E ₁₃ represents an alkyl group having 1 to 20 carbon atoms, which Is unsubstituted or substituted with at least one group as shown below, and at least one group is selected from a halogen atom, E ₁₇ , OE ₁₇ , SE ₁₈ or PO (OC _k H _{2k + 1} ) ₂ ; or E ₁₃ Represents an alkyl group having 2 to 20 carbon atoms, which is hetero at least one O; or E ₁₃ represents a phenyl group; k represents an integer 2; E ₁₄ represents an alkyl group or thienyl group having 1 to 20 carbon atoms; E ₁₅ represents benzene Or naphthyl, each of which is unsubstituted or substituted with at least one OE ₁₇ or alkyl having 1 to 20 carbons; or E ₁₅ represents a thienyl, hydrogen atom, or alkyl having 1 to 20 carbons, wherein The alkyl group having 1 to 20 carbon atoms is unsubstituted or substituted with at least one group shown below, and at least one group is a cycloalkyl group selected from OE ₁₇ , SE ₁₈ , 3 to 8 carbon atoms, NE ₁₉ E ₂₀ or COOE ₁₇ ; or E ₁₅ represents an alkyl group having 2 to 20 carbon atoms, and an alkyl group having 2 to 20 carbon atoms is mixed with SO ₂ ; E ₁₆ represents a phenyl group or a naphthyl group, each of which is not Substituted or substituted with at least one group as shown below, and at least one Group is selected _{OE 17, SE 18, NE 19} E 20 carbon atoms or an alkyl group having from 1 to 20; E _16, or on behalf of thienyl; E ₁₇ represents a hydrogen atom, an alkyl carbon atoms or acyl of 1 to 8 carbon Alkyl groups of 1 to 20, alkyl groups of 1 to 20 carbons are unsubstituted or substituted with at least one group as shown below, and the at least one group is selected from a halogen atom, O (CO) -(R ₁ ), O (CO)-(R ₆ ), or a cycloalkyl group interspersed with at least one O and a carbon number of 3 to 20; or E ₁₇ represents an alkyl group having a carbon number of 2 to 20, and the carbon number alkyl group having 2 to 20 interrupted by at least one O; E ₁₈ represents a carbon atoms, cycloalkyl having 3 to 20 carbon atoms, alkyl group having 1 to 20, which is unsubstituted or substituted with at least one OH, O (CO )-(R ₆ ) or (CO) OE ₁₇ substitution; or E ₁₈ represents phenyl, which is unsubstituted or substituted with at least one halogen atom; E ₁₉ and E ₂₀ each independently represent a carbon number of 1 to 8 Or an alkyl group having 1 to 8 carbon atoms; or E ₁₉ and E ₂₀ are a five- or six-membered saturated ring with O interposed with the bonded nitrogen atom, provided that the formula is The photoinitiator (D-2) of the structure shown in (3) has at least one .

Specific examples of the photoinitiator (D-2) of the present invention are the compounds of the formula (3-1) to the formula (3-7) as defined above, the formula (3-1), the formula (3-2) , Formula (3-3), especially formula (3-1) or formula (3-3), or formula (3-1), formula (3-3) or formula (3-4), especially formula (3- The compounds of 1) are of interest.

In an example, E ₁ , E ₂ , E ₃ , E ₄ , E ₅ , E ₆ , E ₇ and E ₈ each independently represent a hydrogen atom, Or COE ₁₆ or E ₁ and E ₂ , E ₂ and E ₃ , E ₃ and E ₄ , E ₅ and E ₆ , E ₆ and E ₇ or E ₇ and E ₈ .

In one example, E ₁ and E ₂ or E ₃ and E _{4 are} collectively , Or E ₃ and E ₄ , E ₅ and E ₆ together ; E ₃ and E _{4 are} particularly common .

In one example, E ₁ , E ₅ , E ₆ and E ₈ represent hydrogen atoms. Preferably, E ₇ represents a hydrogen atom, Or COE ₁₆ or E ₇ Or COE ₁₆ but E ₇ For the better. Preferably, E ₂ represents , COE ₁₆ or Or E ₁ and E ₂ together for the Of course, it is better to use E ₂ for COE ₁₆ . Z _{1 is} preferably a single bond.

In one example, E ₉ , E ₁₀ , E _11, and E ₁₂ each independently represent a hydrogen atom, an alkyl group having 1 to 20 carbon atoms, an unsubstituted phenyl group, or substituted with at least one group as shown below. Phenyl, and at least one group is selected from the group consisting of an alkyl group having 1 to 6 carbon atoms, a halogen atom, OE ₁₇ or SE ₁₈ ; or E ₉ , E ₁₀ , E ₁₁ and E ₁₂ each independently represent a halogen atom, OE ₁₇ , SE ₁₈ , or NE ₁₉ E ₂₀ , wherein the substituents OE ₁₇ , SE ₁₈ or NE ₁₈ E ₂₀ are optionally via the groups E ₁₇ , E ₁₈ , E ₁₉ and / or E ₂₀ and formula (3) A carbon atom in the naphthalene ring in the formation of a five-membered ring or a six-membered ring; or E ₉ , E ₁₀ , E ₁₁ and E ₁₂ each independently represent Or COE ₁₆ .

In a specific example, E ₉ , E ₁₀ , E _11, and E ₁₂ each independently represent a hydrogen atom, an alkyl group having 1 to 20 carbon atoms, an unsubstituted phenyl group, or at least one group as shown below. A substituted phenyl group and at least one group is selected from the group consisting of an alkyl group having 1 to 6 carbon atoms, a halogen atom, OE ₁₇ or SE ₁₈ ; or E ₉ , E ₁₀ , E ₁₁ and E ₁₂ each independently represent halogen Atomic, OE ₁₇ , SE ₁₈ or NE ₁₉ E ₂₀ ; or E ₉ , E ₁₀ , E ₁₁ and E ₁₂ each independently represent Or COE ₁₆ .

In an example, E ₉ , E ₁₀ , E _11, and E ₁₂ each independently represent a hydrogen atom, an alkyl group having 1 to 20 carbon atoms, an unsubstituted phenyl group, or 1 to 2 carbon atoms 6 alkyl-substituted phenyl; or E ₉ , E ₁₀ , E ₁₁ and E ₁₂ each independently represent Or COE ₁₆ .

In another example, E ₉ , E ₁₀ , E _11, and E ₁₂ each independently represent a hydrogen atom, an alkyl group having 1 to 20 carbon atoms, an unsubstituted phenyl group, or substituted with at least one group as shown below Phenyl, and at least one group is selected from the group consisting of an alkyl group having 1 to 6 carbon atoms, a halogen atom, OE ₁₇ or SE ₁₈ ; or E ₉ , E ₁₀ , E ₁₁ and E ₁₂ each independently represent a halogen atom, OE ₁₇ , SE ₁₈ or NE ₁₉ E ₂₀ , wherein the substituents OE ₁₇ , SE ₁₈ or NE ₁₉ E ₂₀ are optionally via the groups E ₁₇ , E ₁₈ , E ₁₉ and / or E ₂₀ and in formula (3) One carbon atom of the naphthalene ring forms a five-membered ring or a six-membered ring.

In addition, in one example, E ₉ , E ₁₀ , E _11, and E ₁₂ each independently represent a hydrogen atom, an alkyl group having 1 to 20 carbon atoms, an unsubstituted phenyl group, or at least one group as shown below. Substituted phenyl, at least one group is selected from the group consisting of an alkyl group having 1 to 6 carbon atoms, a halogen atom, OE ₁₇ or SE ₁₈ ; or E ₉ , E ₁₀ , E ₁₁ and E ₁₂ each independently represent a halogen atom, OE ₁₇ , SE ₁₈ , NE ₁₉ E ₂₀ or COE ₁₆ .

Alternatively, in one example, E ₉ , E ₁₀ , E ₁₁ and E ₁₂ each independently represent a hydrogen atom, an alkyl group having 1 to 20 carbon atoms, an unsubstituted phenyl group, or at least one group as shown below Substituted phenyl, at least one group is selected from the group consisting of an alkyl group having 1 to 6 carbon atoms, a halogen atom, OE ₁₇ or SE ₁₈ ; or E ₉ , E ₁₀ , E ₁₁ and E ₁₂ each independently represent a halogen atom, OE ₁₇ , COE ₁₆ or NE ₁₉ E ₂₀ .

Preferably, E ₉ , E ₁₁ and E ₁₂ are hydrogen atoms, and E ₁₀ is a hydrogen atom, OE ₁₇ or COE ₁₆ .

E ₁₃ is, for example, an alkyl group having a carbon number of 1 to 20, which is unsubstituted or substituted with at least one group shown below, wherein the at least one group described above is selected from a halogen atom, COOE ₁₇ or CONE ₁₉ E ₂₀ ; or E ₁₃ represents an alkyl group having 2 to 20 carbon atoms, and an alkyl group having 2 to 20 carbon atoms is interspersed with one or more O, S, SO, SO ₂ , NE _26, or CO; E ₁₃ represents carbon An alkenyl group having 2 to 12 carbon atoms and an alkenyl group having 2 to 12 carbon atoms are unsubstituted or have one or more O, CO or NE ₂₆ ; or E ₁₃ represents a cycloalkyl group having 3 to 10 carbon atoms, and Alkyl is unsaturated or one or more O, S, CO, or NE ₂₆ ; or E ₁₃ represents phenyl or naphthyl, and each is unsubstituted or substituted with at least one group as shown below, wherein At least one group is selected from OE ₁₇ , SE ₁₈ , NE ₁₉ E ₂₀ , , COE ₁₆ , NO ₂ , a halogen atom, an alkyl group having 1 to 20 carbon atoms, a halogenated alkyl group having 1 to 4 carbon atoms, an alkyl group having at least one O interstitial and 2 to 20 carbon atoms; or representing a carbon number An alkyl group of 1 to 20, which is unsubstituted or substituted with at least one group as shown below, wherein the at least one group is selected from the group consisting of a halogen atom, E ₁₇ , COOE ₁₇ , OE ₁₇ , SE ₁₈ , CONE ₁₉ E ₂₀ or PO (OC _k H _{2k + 1} ) ₂ ; or an alkyl group having 2 to 20 carbon atoms, which is interspersed with one or more O.

In addition, E ₁₃ represents an alkyl group having 1 to 20 carbon atoms, which is unsubstituted or substituted with at least one group as shown below, wherein the at least one group described above is selected from a halogen atom, E ₁₇ , COOE ₁₇ , OE ₁₇ , SE ₁₈ , CONE ₁₉ E _20, or PO (OC _k H _{2k + 1} ) ₂ ; or an alkyl group having 2 to 20 carbon atoms, and an alkyl group having 2 to 20 carbon atoms is interspersed with an O; represents a carbon atoms or alkenyl having 2 to 12 carbon atoms, cycloalkyl group having 3 to 10; E _13, or represents phenyl or naphthyl, and which are each unsubstituted or substituted with at least one of the following groups Substitution, wherein at least one group is selected from OE ₁₇ , SE ₁₈ , NE ₁₉ E ₂₀ , COE ₁₆ , NO ₂ , a halogen atom, an alkyl group having 1 to 20 carbon atoms, a halogenated alkyl group having 1 to 4 carbon atoms, and an alkyl group having 2 to 20 carbon atoms interspersed with one or more O atoms.

In another embodiment, E ₁₃ represents an alkyl group having 1 to 20 carbon atoms, which is unsubstituted or substituted with at least one group as shown below, wherein the at least one group is selected from halogen atoms, E ₁₇ , OE ₁₇ , SE ₁₈ , or PO (OC _k H _{2k + 1} ) ₂ ; or an alkyl group having one or more O interspersed with 2 to 20 carbon atoms; or an olefin having 2 to 12 carbon atoms Radical, cycloalkyl, phenyl or naphthyl having 3 to 10 carbon atoms.

Alternatively, E ₁₃ may represent, for example, an alkyl group having 1 to 20 carbon atoms, which is unsubstituted or substituted with at least one group shown below, wherein the at least one group described above is selected from a halogen atom, E ₁₇ OE ₁₇ , SE ₁₈ or PO (OC _k H _{2k + 1} ) ₂ ; or represents at least one O hetero and alkyl group having 2 to 20 carbon atoms; or represents phenyl, alkenyl group or carbon having 2 to 12 carbon atoms The number is 3 to 10 cycloalkyl.

Alternatively, E ₁₃ may represent an alkyl group having 1 to 20 carbon atoms, a phenyl group, an alkenyl group having 2 to 12 carbon atoms, or a cycloalkyl group having 3 to 10 carbon atoms. Or E ₁₃ is an alkyl group having 1 to 20 carbon atoms, an alkenyl group having 2 to 12 carbon atoms, or a cycloalkyl group having 3 to 10 carbon atoms. Preferably, E ₁₃ may represent an alkyl group having a carbon number of 1 to 20, especially an alkyl group having a carbon number of 1 to 8, such as 2-ethylhexyl; E ₁₄ may, for example, represent a hydrogen atom and a carbon number of 3 to A cycloalkyl group of 8, an alkenyl group having 2 to 5 carbon atoms, an alkoxy group having 1 to 20 carbon atoms or an alkyl group having 1 to 20 carbon atoms, which are unsubstituted or have at least one halogen atom or benzene Or E ₁₄ represents phenyl or naphthyl, each of which is unsubstituted or substituted with at least one group as shown below, and at least one group is selected from the group consisting of an alkyl group having 1 to 6 carbons, carbon A haloalkyl group, a halogen atom, OE ₁₇ , SE ₁₈ and / or NE ₁₉ E _{20 having a} number of 1 to 4; or E ₁₄ represents a heteroaryl group having a carbon number of 3 to 5, such as thienyl, or a carbon number of 1 To 8 alkoxy, fluorenyl or phenoxy.

Alternatively, E ₁₄ may, for example, represent an alkyl group having 1 to 20 carbon atoms, and the alkyl group having 1 to 20 carbon atoms is substituted with at least one halogen atom or a phenyl group; or E ₁₄ represents a heterocyclic group having 3 to 5 carbon atoms. Aryl (e.g. thienyl) or represents a phenyl group which is unsubstituted or substituted with at least one group as shown below, and at least one group is selected from an alkyl group having 1 to 6 carbon atoms, A haloalkyl group, a halogen atom, OE ₁₇ , SE ₁₈ and / or NE ₁₉ E ₂₀ ; or E ₁₄ represents an alkoxy group, a fluorenyloxy group or a phenoxy group having a carbon number of 1 to 8.

In another embodiment, E ₁₄ represents an alkyl group having 1 to 20 carbons, and the alkyl group having 1 to 20 carbons is unsubstituted or substituted with a phenyl group; or E ₁₄ is phenyl and the phenyl group is unsubstituted Substituted or substituted with at least one alkyl group having 1 to 6 carbons.

Preferably, E ₁₄ is an alkyl group having 1 to 20 carbon atoms, a heteroaryl group (eg, thienyl group) having 3 to 5 carbon atoms, or a phenyl group, especially an alkyl group having 1 to 20 carbon atoms or The thienyl group is more preferably an alkyl group having 1 to 8 carbon atoms.

E ₁₅ may be, for example, an aryl group having 6 to 20 carbon atoms or a heteroaryl group having 5 to 20 carbon atoms, each of which is unsubstituted or substituted with at least one group as shown below, and at least one group is selected From a phenyl group, a halogen atom, a halogenated alkyl group having 1 to 4 carbon atoms, CN, NO ₂ , OE ₁₇ , SE ₁₈ , NE ₁₉ E ₂₀ , an alkyl group having 1 to 20 carbon atoms; or E ₁₅ is a hydrogen atom 3, a cycloalkyl group having 3 to 8 carbon atoms, wherein the cycloalkyl group having 3 to 8 carbon atoms is not interspersed or interspersed with one or more O, CO or NE ₂₆ ; or E ₁₅ is 1 to 20 carbons An alkyl group having 1 to 20 carbon atoms, which is unsubstituted or substituted with at least one group as shown below, and at least one group is selected from a halogen atom, OE ₁₇ , and a carbon number of 3 to 8 Cycloalkyl, heteroaryl with 5 to 20 carbons, phenoxycarbonyl with 8 to 20 carbons, heteroaryloxy-carbonyl with 5 to 20 carbons, NE ₁₉ E ₂₀ , COOE ₁₇ , CONE ₁₉ E ₂₀ 、 PO (OC _k H _{2k + 1} ) ₂ 、 , Phenyl or phenyl substituted by a group selected from the group consisting of a halogen atom, an alkyl group having 1 to 20 carbon atoms, a halogenated alkyl group having 1 to 4 carbon atoms, OE ₁₇ or NE ₁₉ E ₂₀ ; Or E ₁₅ is an alkyl group having 2 to 20 carbons, and the alkyl group having 2 to 20 carbons is interspersed with at least one O, S or SO ₂ ; or E ₁₅ is an alkyl group having 2 to 20 carbons , Benzamidine, alkoxycarbonyl having 2 to 12 carbons, phenoxycarbonyl, CONE ₁₉ E ₂₀ , NO ₂ or haloalkyl having 1 to 4 carbons.

In addition, E ₁₅ may be, for example, a hydrogen atom, an aryl group having 6 to 20 carbon atoms, especially a phenyl or naphthyl group, each of which is unsubstituted or substituted with an alkyl group having 1 to 12 carbon atoms. ; Or a heteroaryl group having 3 to 5 carbons, such as thienyl; or a cycloalkyl group having 3 to 8 carbons, and an alkyl group having 1 to 20 carbons, which are unsubstituted or are as follows And at least one group is selected from the group consisting of OE ₁₇ , SE ₁₇ , a cycloalkyl group having 3 to 8 carbon atoms, NE ₁₉ E ₂₀ or COOE ₁₇ ; or E _{15 having} a carbon number of 2 To 20 alkyl groups, and alkyl groups having 2 to 20 carbon atoms are interspersed with at least one O or SO ₂ .

In the compound represented by formula (3), E ₁₅ may be, for example, a hydrogen atom, a phenyl group, or a naphthyl group, each of which is unsubstituted or substituted with an alkyl group having 1 to 8 carbon atoms; or E ₁₅ is a thienyl group , An alkyl group having 1 to 20 carbon atoms, which is unsubstituted or substituted with at least one group as shown below, and at least one group is a ring selected from OE ₁₇ , SE ₁₇ , and 3 to 8 carbon atoms Alkyl, NE ₁₉ E ₂₀ or COOE ₁₇ ; or E ₁₅ is an alkyl group having 2 to 20 carbons, and an alkyl group having 2 to 20 carbons is interspersed with at least one O or SO ₂ .

E ₁₅ is, for example, a cycloalkyl group having 3 to 8 carbon atoms or an alkyl group having 1 to 20 carbon atoms, preferably an alkyl group having 1 to 20 carbon atoms, and more preferably 1 to 12 carbon atoms. Alkyl.

The better of E _'14 and E' ₁₅ respectively have one of the definitions for E ₁₄ and E ₁₅ above.

Z ₂ is, for example, O, S or SO, such as O or S, especially O.

E ₁₆ may be, for example, an aryl group (especially phenyl or naphthyl group, especially phenyl group) having 6 to 20 carbon atoms or a heteroaryl group (especially thienyl group) having 5 to 20 carbon atoms, each of which is unsubstituted or At least one group substituted as shown below, and at least one group is selected from the group consisting of phenyl, halogen atom, haloalkyl having 1 to 4 carbon atoms, CN, NO ₂ , OE ₁₇ , SE ₁₈ , NE ₁₉ E ₂₀ Or at least one O with 1 to 20 carbons; or each substituted with at least one 1 to 20 carbons, the 1 to 20 alkyls are unsubstituted or as shown below At least one group is substituted, and at least one group is selected from the group consisting of a halogen atom, COOE ₁₇ , CONE ₁₉ E ₂₀ , a phenyl group, a cycloalkyl group having 3 to 8 carbon atoms, and a heteroaryl group having 5 to 20 carbon atoms. Group, aryloxycarbonyl group having 6 to 20 carbons, heteroaryloxycarbonyl group having 5 to 20 carbons, OE ₁₇ , SE ₁₈ or NE ₁₉ E ₂₀ ; or E ₁₆ is a hydrogen atom, and carbon number is 1 to 20 alkyl group, and the alkyl group having 1 to 20 carbon atoms is unsubstituted or substituted with at least one group as shown below, and at least one group is selected from a halogen atom, a phenyl group, OH, SH, carbon Alkenyloxy groups of 3 to 6, OCH ₂ CH ₂ (CO) O (R ₁ ), O (CO)-(R ₁ ), O (CO) -phenyl, (CO) OH, or (CO) O (R ₁ ); or E ₁₆ is an alkyl group having 2 to 12 carbons, and the carbon number is 2 The alkyl group to 12 is mixed with at least one O; or E ₁₆ is (CH ₂ CH ₂ O) _{n + 1} H, (CH ₂ CH ₂ O) _n (CO)-(R ₄ ), and the carbon number is 2 to 12 Alkenyl or cycloalkyl having 3 to 8 carbon atoms, and n is 1 to 20, such as 1 to 12 or 1 to 8, especially 1 or 2.

In addition, E ₁₆ may be, for example, phenyl or naphthyl, especially phenyl, thienyl, or carbazole, each of which is unsubstituted or substituted with at least one group as shown below, and at least one group is selected from Phenyl, halogen atom, haloalkyl having 1 to 4 carbons, OE ₁₇ , SE ₁₈ , NE ₁₉ E ₂₀ or alkyl having 1 to 20 carbons; or E ₁₆ is alkyl having 1 to 20 carbons , An alkyl group having 1 to 20 carbon atoms is unsubstituted or substituted with at least one group as shown below, and at least one group is selected from a halogen atom, a phenyl group, OH, SH, and a carbon number of 3 to 6 Alkenyloxy, OCH ₂ CH ₂ (CO) O (R ₁ ), O (CO)-(R ₁ ), O (CO) -phenyl, (CO) OH or (CO) O (R ₁ ); Or E ₁₆ is an alkyl group having 2 to 12 carbons, and the alkyl group having 2 to 12 carbons is interspersed with at least one O; or E ₁₆ is (CH ₂ CH ₂ O) _{n + 1} H, (CH ₂ CH ₂ O) _n (CO)-(R ₄ ), an alkenyl group having 2 to 12 carbon atoms or a cycloalkyl group having 3 to 8 carbon atoms, and n is 1 to 20, such as 1 to 12 or 1 to 8 , Especially 1 or 2.

In addition, E ₁₆ may be, for example, phenyl or naphthyl, especially phenyl, each of which is unsubstituted or substituted with at least one group as shown below, and at least one group is selected from a phenyl group, a halogen atom, Haloalkyl having 1 to 4 carbons, OE ₁₇ , SE ₁₈ , NE ₁₉ E ₂₀ or alkyl having 1 to 20 carbons; or E ₁₆ is a heteroaryl group having 3 to 5 carbons, especially thienyl .

E ₁₆ is, for example, phenyl, which is unsubstituted or substituted with at least one group as shown below, and at least one group is selected from OE ₁₇ , SE ₁₈ , NE ₁₉ E _20, or a carbon number of 1 to 20 alkyl, or E ₁₆ is thienyl.

Preferably, E ₁₆ is, for example, phenyl or naphthyl, each of which is unsubstituted or substituted with at least one alkyl group having 1 to 20 carbons.

E _{16 is} especially phenyl, and phenyl is substituted with at least one alkyl group having 1 to 20 carbons.

E ₁₇ may be, for example, a hydrogen atom, phenyl-R ₅ , an alkyl group having 1 to 20 carbon atoms, which is unsubstituted or substituted with at least one group as shown below, and at least one group is selected from a halogen _{atom, OH, OCH 2 CH 2 (} CO) O (R 1), O (CO) - (R 1), O (CO) - (R 6), O (CO) - phenyl, (CO) OH , (CO) O (R ₁ ), a cycloalkyl group having 3 to 20 carbon atoms or a cycloalkyl group having 3 to 20 carbon atoms interspersed with at least one O; or E ₁₇ is an alkyl group having 2 to 20 carbon atoms Group, and an alkyl group having 2 to 20 carbon atoms has at least one O; or E ₁₇ is (CH ₂ CH ₂ O) _{n + 1} H, (CH ₂ CH ₂ O) _n (CO)-(R ₄ ) Alkyl groups having 1 to 8 carbon atoms, alkenyl groups having 2 to 12 carbon atoms, alkenyl groups having 3 to 6 carbon atoms or cycloalkyl groups having 3 to 20 carbon atoms, Interspersed with at least one O; or E ₁₇ is benzamyl, and benzamyl is unsubstituted or substituted with at least one group as shown below, and at least one group is selected from carbons 1 to 6 alkyl group, halogen atom, OH or alkoxy group having 1 to 3 carbon atoms; or E ₁₇ is phenyl, naphthyl or heteroaryl group having 5 to 20 carbon atoms, each of which is unsubstituted or substituted Substituted with at least one group as shown below, and A small group is selected from a halogen atom, OH, alkyl having, 1 to 12 carbon atoms, an alkoxy group having 1 to 12, CN, NO _2, phenyl -R _8, a phenoxy group, C Alkylthio, phenylthio, N (R ₉ ) ₂ , diphenyl-amino or .

In another embodiment, E ₁₇ is, for example, a hydrogen atom, phenyl-R ₅ , an alkyl group having 1 to 20 carbons, which is unsubstituted or substituted with at least one group as shown below, and At least one group is selected from a halogen atom, O (CO)-(R ₁ ), O (CO)-(R ₆ ), or an alkyl group having 2 to 20 carbon atoms with at least one O interposed therebetween; or E ₁₇ Alkyl groups having 1 to 8 carbon atoms, alkenyl groups having 2 to 12 carbon atoms, alkenyl groups having 3 to 6 carbon atoms, alkyl groups having 2 to 20 carbon atoms interspersed with at least one O, and A cycloalkyl group having a carbon number of 3 to 20, which is hetero or hetero, or E ₁₇ is benzamyl, which is unsubstituted or substituted with at least one group as shown below, and At least one group is selected from an alkyl group having 1 to 6 carbon atoms, a halogen atom, OH, or an alkoxy group having 1 to 3 carbon atoms; or E ₁₇ is a phenyl group or a naphthyl group, each of which is unsubstituted or It is substituted with at least one group as shown below, and at least one group is selected from a halogen atom, an alkyl group having 1 to 12 carbons, or an alkoxy group having 1 to 12 carbons.

E ₁₇ is also, for example, a hydrogen atom, a phenyl-R ₅ group, an alkyl group having 1 to 8 carbon atoms, and an alkyl group having 1 to 20 carbon atoms. Group substituted and at least one group is selected from a halogen atom, a cycloalkyl group having 3 to 20 carbon atoms, O (CO)-(R ₁ ), O (CO)-(R ₆ ) One O has an alkyl group having 2 to 20 carbons, or E ₁₇ is an alkyl group having 2 to 20 carbons, with at least one O interposed therebetween.

E _{17 is} especially a hydrogen atom, an alkyl group having 1 to 8 carbons, and an alkyl group having 1 to 20 carbons, which is unsubstituted or substituted with at least one group as shown below, and at least one group Is selected from O (CO)-(R ₁ ), O (CO)-(R ₆ ) or an alkyl group having 2 to 20 carbon atoms with at least one O interposed therebetween, or E ₁₇ is 2 to 20 carbon atoms Alkyl with at least one O in between.

E ₁₈ is, for example, a cycloalkyl group having 3 to 20 carbon atoms, which is not interspersed or interspersed with at least one O; or E ₁₈ is an alkyl group having 1 to 20 carbon atoms, which is unsubstituted or modified as follows at least one substituent group shown, and at least one group is selected from OH, O (CO) - ( R 6), O (CO) - (R 1) or (CO) OE _17; E ₁₈ is a carbon or Alkyl groups of 2 to 20 interspersed with at least one O, S, CO, NE ₂₆ or COOE ₁₇ ; or E ₁₈ is an alkylalkyl group having 2 to 8 carbon atoms or an alkylene group having 3 to 6 carbon atoms group, a benzoyl group; or E ₁₈ is phenyl, naphthyl or heteroaryl group having a carbon number of 3 to 20, each of which is unsubstituted or substituted with at least one group shown below, and at least one group It is selected from a halogen atom, an alkyl group having 1 to 12 carbon atoms, a halogenated alkyl group having 1 to 4 carbon atoms, an alkoxy group having 1 to 12 carbon atoms, or NO ₂ .

In another embodiment, E ₁₈ is, for example, a cycloalkyl group having 3 to 20 carbon atoms, an alkyl group having 1 to 20 carbon atoms, which is unsubstituted or substituted with at least one group as shown below And at least one group is selected from OH, O (CO)-(R ₆ ), O (CO)-(R ₁ ) or (CO) OE ₁₇ ; or E ₁₈ is phenyl or naphthyl, each Unsubstituted or substituted with at least one halogen atom or an alkyl group having 1 to 12 carbon atoms, especially a halogen atom.

E ₁₈ is, for example, an alkyl group having 1 to 20 carbon atoms, an alkenyl group having 2 to 12 carbon atoms, a cycloalkyl group having 3 to 20 carbon atoms, phenyl-R ₅ , and 2 to 8 carbon atoms Alkyl, benzamyl, phenyl or naphthyl.

For example, E ₁₈ is an alkyl group having 1 to 20 carbon atoms, which is substituted with at least one group as shown below, and at least one group is selected from OH, O (CO)-(R ₆ ), O (CO)-(R ₁ ) or (CO) OE ₁₇ , or E ₁₈ is phenyl, which is substituted with at least one halogen atom.

Preferably, E ₁₈ is an alkyl group having 1 to 8 carbons, which is substituted as defined above.

For example, E ₁₉ and E ₂₀ are each independently a hydrogen atom, an alkyl group having 1 to 20 carbon atoms, a hydroxyalkyl group having 2 to 4 carbon atoms, a cycloalkyl group having 3 to 20 carbon atoms, and a phenyl group. -R ₅ , phenyl or naphthyl, alkyl fluorenyl having 1 to 8 carbons, alkyl fluorenyloxy having 1 to 8 carbons, alkenyl or benzyl fluorenyl having 3 to 12 carbons; Or E ₁₉ and E ₂₀ together with the bonded nitrogen atom to form a five- or six-membered saturated or unsaturated ring without interspersed or interspersed O, S or NE ₁₇ ; or E ₁₉ and E ₂₀ are bonded to The bound nitrogen atoms together form a heteroaromatic ring system. The heteroaromatic ring system is unsubstituted or substituted with at least one group as shown below, and at least one group is selected from an alkyl group having 1 to 20 carbon atoms. , Haloalkyl having 1 to 4 carbons, or .

In addition, for example, E ₁₉ and E ₂₀ are each independently a hydrogen atom, an alkyl group having 1 to 20 carbon atoms, a hydroxyalkyl group having 2 to 4 carbon atoms, a cycloalkyl group having 3 to 20 carbon atoms, Phenyl-R ₅ , an alkyl fluorenyl group having 1 to 8 carbon atoms, an alkyl fluorenyloxy group having 1 to 8 carbon atoms, an alkenyl group or benzyl fluorenyl group having 3 to 12 carbon atoms; or E ₁₉ and E ₂₀ is a five-membered or six-membered saturated ring that is not interspersed or interspersed with O or NE ₁₇ with the bonded nitrogen atom; or E ₁₉ and E ₂₀ are formed with the bonded nitrogen atom to form a carbazole ring .

For example, E ₁₉ and E ₂₀ are each independently a hydrogen atom, an alkyl group having 1 to 20 carbon atoms, a hydroxyalkyl group having 2 to 4 carbon atoms, a cycloalkyl group having 3 to 20 carbon atoms, and a phenyl group. -R ₅ , an alkyl fluorenyl group having 1 to 8 carbon atoms, an alkyl fluorenyloxy group having 1 to 8 carbon atoms, an alkenyl group or benzyl fluorenyl group having 3 to 12 carbon atoms; or E ₁₉ and E ₂₀ It is a five- or six-membered saturated ring which is formed with the bonded nitrogen atom without being interspersed or interspersed with O or NE ₁₇ .

Preferably, E ₁₉ and E ₂₀ are each independently an alkylfluorenyl group having 1 to 8 carbon atoms and an alkylfluorenyloxy group having 1 to 8 carbon atoms; or E ₁₉ and E ₂₀ are nitrogen bonded to each other The atoms form a morpholine ring.

For example, E ₂₁ and E ₂₂ are each independently a hydrogen atom, an alkyl group having 1 to 20 carbon atoms, a halogenated alkyl group having 1 to 4 carbon atoms, or a cycloalkyl group or phenyl group having 3 to 10 carbon atoms; Or E ₂₁ and E ₂₂ form a morpholine ring with the nitrogen atom to which they are bonded. E ₂₁ and E ₂₂ are each independently a hydrogen atom or an alkyl group having 1 to 20 carbon atoms.

E ₂₃ is, for example, a hydrogen atom, OH, phenyl, or an alkyl group having 1 to 20 carbon atoms. E _{23 is} especially a hydrogen atom, OH or an alkyl group having 1 to 4 carbon atoms.

The better of E ₂₄ is one of those defined for E ₁₉ and E ₂₀ . The better of E ₂₅ is one of those defined for E ₁₇ .

E ₂₆ is, for example, a hydrogen atom, an alkyl group having 1 to 20 carbon atoms, a halogenated alkyl group having 1 to 4 carbon atoms, and an alkyl group having 2 to 20 carbon atoms, intermixed with at least one O or CO; or E ₂₆ is phenyl-R ₁ , a cycloalkyl group having 3 to 8 carbon atoms, and a cycloalkyl group having 3 to 8 carbon atoms is uninterspersed or interspersed with one or more O or CO; or E ₂₆ is (CO ) E ₁₉ or phenyl, and phenyl is unsubstituted or substituted with at least one of the following groups, at least one of which may be an alkyl group having 1 to 20 carbon atoms, a halogen atom, and a halogenated alkyl group having 1 to 4 carbon atoms Group, OE ₁₇ , SE ₁₈ , NE ₁₉ E ₂₀ ; or E ₂₆ represents, for example, a hydrogen atom, an alkyl group having 1 to 20 carbon atoms, and a halogenated alkyl group having 1 to 4 carbon atoms; is phenyl-R ₁ , Cycloalkyl having 3 to 8 carbons, (CO) E ₁₉ or phenyl, and phenyl is unsubstituted or substituted with at least one alkyl having 1 to 20 carbons. In addition, E ₂₆ is, for example, hydrogen or an alkyl group having 1 to 20 carbon atoms, particularly an alkyl group having 1 to 4 carbon atoms.

Specific examples of the photoinitiator (D-2) having the structure represented by the formula (3) are, for example, but not limited to, light having a structure represented by the following formula (3-10) to formula (3-95) Starting agent.

Formula (3-10) Formula (3-11)

Formula (3-18) Formula (3-19)

Equation (3-82) Equation (3-83)

Based on the use amount of the alkali-soluble resin (B) being 100 parts by weight, the use amount of the photoinitiator (D-2) ranges from 5 parts by weight to 50 parts by weight, preferably from 10 parts by weight to 45 parts by weight. 15 to 40 parts by weight is more preferable.

Photoinitiator (D-3)

The photoinitiator (D) of the present invention may further include a photoinitiator (D-3).

The photoinitiator (D-3) may be selected from acetophenone, biimidazole, acyl oxime, or a combination thereof.

The aforementioned acetophenone-based compound is selected from the group consisting of p-dimethylamino-acetophenone, α , α'-dimethoxyazoxy-acetophenone ), 2,2'-dimethyl-2-phenyl-acetophenone (2,2'-dimethyl-2-phenyl-acetophenone), p-methoxy-acetophenone, 2- Methyl-1- (4-methylthiophenyl) -2-morpholino-1-acetone [2-methyl-1- (4-methylthio phenyl) -2-morpholino-1-propanone], 2- Benzyl-2-nitro, nitro-dimethylamine-1- (4-morpholinophenyl) -1-butanone [2-benzyl-2-N, N-di-methylamino-1- (4-morpholinophenyl ) -1-butanone].

The above diimidazole-based compound is selected from 2,2'-bis (o-chlorophenyl) -4,4 ', 5,5'-tetraphenyldiimidazole [2,2'-bis (o-chlorophenyl ) -4,4 ', 5,5'-tetraphenyl-biimidazole], 2,2'-bis (o-fluorophenyl) -4,4', 5,5'-tetraphenyldiimidazole [2,2 '-bis (o-fluorophenyl) -4,4', 5,5'-tetraphenyl-biimidazole], 2,2'-bis (o-methylphenyl) -4,4 ', 5,5'-tetra Phenyldiimidazole [2,2'-bis (o-methyl phenyl) -4,4 ', 5,5'-tetraphenyl-biimidazole], 2,2'-bis (o-methoxyphenyl) -4 , 4 ', 5,5'-tetraphenyldiimidazole [2,2'-bis (o-methoxyphenyl) -4,4', 5,5'-tetraphenyl-biimidazole], 2,2'-bis (ortho -Ethylphenyl) -4,4 ', 5,5'-tetraphenyldiimidazole [2,2'-bis (o-ethylphenyl) -4,4', 5,5'-tetraphenyl-biimidazole], 2,2'-bis (p-methoxyphenyl) -4,4 ', 5,5'-tetraphenyldiimidazole [2,2'-bis (p-methoxyphenyl) -4,4', 5, 5'-tetraphenyl-biimidazole], 2,2'-bis (2,2 ', 4,4'-tetramethoxyphenyl) -4,4', 5,5'-tetraphenyldiimidazole [2 , 2'-bis (2,2 ', 4,4'-tetramethoxyphenyl) -4,4', 5,5'-tetraphenyl-biimidazole], 2,2'-bis (2 -Chlorophenyl) -4,4 ', 5,5'-tetraphenyldiimidazole [2,2'-bis (2-chlorophenyl) -4,4', 5,5'-tetraphenyl-biimidazole], 2 , 2'-bis (2,4-dichlorophenyl) -4,4 ', 5,5'-tetraphenyldiimidazole [2,2'-bis (2,4-dichlorophenyl) -4,4' , 5,5'-tetraphenyl-biimidazole].

The aforementioned oxime-based compound is selected from the group consisting of acetone, 1- [9-ethyl-6- (2-methylbenzylidene) -9hydro-carbazole-3-substituent]-, 1- (Oxy-acetamoxime) [ethanone, 1- [9-ethyl-6- (2-methylbenzoyl) -9H-carbazole-3-yl]-, 1- (O-acetyl oxime), for example, manufactured by Ciba Specialty Chemicals The product name is CGI-242, and its structure is shown by the following formula (6-1)], 1- [4- (phenylthio) phenyl] -octane-1,2-dione-2- (O- Phenyl oxime) [1- [4- (phenylthio) phenyl] -octane-1,2-dione 2- (O-benzoyloxime), for example, a product of CGI-124 manufactured by Ciba Specialty Chemicals, its structure is as follows (Formula (6-2)), acetone, 1- [9-ethyl-6- (2-chloro-4-benzyl-thio-benzylidene) -9hydro-carbazole- 3-Substituent] -1- (oxy-acetamoxime) [ethanone, 1- [9-ethyl-6- (2-cholro-4-benzyl-thio-benzoyl) -9H-carbazole-3-yl]- , 1- (O-acetyl oxime), for example, manufactured by Asahi Denka Co., Ltd., and its structure is shown in the following formula (6-3)].

Preferably, the photoinitiator (D-3) is 2-methyl-1- (4-methylthiophenyl) -2-morpholino-1-acetone, 2-benzyl-2-nitrogen , N-dimethylamine-1- (4-morpholinophenyl) -1-butanone, 2,2'-bis (o-chlorophenyl) -4,4 ', 5,5'-tetrabenzene Diimidazole, acetone, 1- [9-ethyl-6- (2-methylbenzylidene) -9hydro-carbazole-3-substituent]-, 1- (oxy-acetamoxime ) Or a combination of these.

Preferably, the photoinitiator (D-3) can further add the following compounds: thioxanthone, 2,4-diethyl-thioxanthanone, thioxanthone -4- 碸 (thioxanthone-4-sulfone), benzophenone, 4,4'-bis (dimethylamine) benzophenone [4,4'-bis (dimethylamino) benzophenone], 4 ,, 4'-bis (diethylamine) benzophenone [4,4'-bis (diethylamino) benzophenone] and other benzophenone compounds; benzil, acetyl like α - dione (α -diketone) compound; benzoin-based compound (Benzoin) like ketol (acyloin); Benzoin methyl ether (benzoin methylether), ether benzoin (benzoin ethylether ), Acyloin ether compounds such as benzoin isopropyl ether; 2,4,6-trimethylphenylhydrazone diphenylphosphine oxide (2,4,6- trimethyl-benzoyl-diphenyl-phosphineoxide), bis- (2,6-dimethoxyphenylhydrazone) -2,4,4-trimethylphenylphosphine oxide [bis- (2,6-dimethoxy-benzoyl) -2,4,4-trimethyl-phenyl-phosphineoxide) and other acylphosphineoxides Compounds; anthraquinone, quinone compounds such as 1,4-naphthoquinone; phenacyl chloride, tribromomethyl-phenylsulfone ), Halides such as tris (trichloromethyl) -s-triazine [tris (trichloromethyl) -s-triazine]; and peroxides such as di-tertbutylperoxide. Among them, benzophenone compounds are preferred, and 4,4'-bis (diethylamine) benzophenone is most preferred.

The photoinitiator (D-3) may be used alone or in combination.

Based on the use amount of the alkali-soluble resin (B) being 100 parts by weight, the use amount of the photoinitiator (D-3) ranges from 0 parts by weight to 90 parts by weight, preferably from 0 parts by weight to 70 parts by weight. 0 to 50 parts by weight is more preferred.

Based on the use amount of the alkali-soluble resin (B) being 100 parts by weight, the use amount of the photoinitiator (D) ranges from 10 parts by weight to 100 parts by weight, preferably 20 parts by weight to 90 parts by weight, and then 30 parts by weight It is more preferably 80 parts by weight.

Solvent (E)

The solvent (E) must be selected from soluble pigments (A), alkali-soluble resins (B), ethylenically unsaturated compounds (C), and photoinitiators (D). Appropriately volatile.

The solvent (E) may be the same as the solvent used for preparing the alkali-soluble resin (B), and details are not described herein again. Preferably, the solvent (E) is selected from propylene glycol methyl ether acetate, cyclohexanone or ethyl 3-ethoxypropionate.

Based on the use amount of the alkali-soluble resin (B) being 100 parts by weight, the use amount of the solvent (E) ranges from 500 parts by weight to 5,000 parts by weight, preferably from 800 parts by weight to 4,500 parts by weight, and from 1,000 parts by weight to 4,000. Part by weight is more preferred.

Dye (F)

The photosensitive resin composition of the present invention may optionally contain a dye (F). The dye (F) is used in combination with the pigment (A). Those with ordinary knowledge in the technical field to which the present invention pertains can select the dye (F) with a specific spectrum. Dyes (F) such as, but not limited to, azo dyes, azo metal complex dyes, anthraquinone dyes, indigo dyes, thioindigo dyes, phthalocyanine dyes, diphenylmethane dyes, triphenylmethane dyes, xanthene dyes, thiophenes Azine dye, cationic dye, cyanine dye, nitro dye, quinoline dye, naphthoquinone dye, oxazine dye, etc.

In one embodiment, the dye (F) is selected from CI solvent red 2, CI solvent red 24, CI solvent red 27, CI solvent red 49, CI solvent red 52, CI solvent red 57, CI solvent red 89, CI Solvent Red 111, CI Solvent Red 114, CI Solvent Red 119, CI Solvent Red 124, CI Solvent Red 135, CI Solvent Red 136, CI Solvent Red 137, CI Solvent Red 138, CI Solvent Red 139, CI Solvent Red 143, CI Solvent Red 144, CI Solvent Red 145, CI Solvent Red 146, CI Solvent Red 147, CI Solvent Red 148, CI Solvent Red 149, CI Solvent Red 150, CI Solvent Red 151, CI Solvent Red 152, CI Solvent Red 155, CI Solvent Red 156, CI Solvent Red 162, CI Solvent Red 168, CI Solvent Red 169, CI Solvent Red 170, CI Solvent Red 171, CI Solvent Red 172, CI Solvent Red 177, CI Solvent Red 178, CI Solvent Red 179, CI Solvent Red 181, CI Solvent Red 190, CI Solvent Red 191, CI Solvent Red 194, CI Solvent Red 199, CI Solvent Red 200, CI Solvent Red 201, CI Solvent Red 299, CI Direct Red 2, CI Direct Red 81, CI Acid Red 1, CI Acid Red 14, CI Acid Red 27, CI Acid Red 52, CI Acid Red 87, CI Acid Red 88, CI Acid Red 289, CI Basic Red 1, CI Medium Red 3, CI Ice Dye Red 21, CI Reduction Red 1, CI Reduction Red 2, CI Reduction Red 15, CI Reduction Red 23 , CI reduction red 41, CI reduction red 47, CI disperse red 1, CI disperse red 11, CI disperse red 15, CI disperse red 22, CI disperse red 60, CI disperse red 92, CI disperse red 146, CI disperse red 191 , CI Disperse Red 283, CI Disperse Red 288, CI Active Red 12. These dyes can be used singly or in combination of plural kinds depending on the desired properties.

Based on the use amount of the alkali-soluble resin (B) being 100 parts by weight, the use amount of the dye (F) ranges from 0 parts by weight to 50 parts by weight, preferably from 0 parts by weight to 40 parts by weight, and then from 0 parts by weight to 30 Part by weight is more preferred.

Additive (G)

The photosensitive resin composition may optionally include additives (G), such as, but not limited to, fillers, polymer compounds other than alkali-soluble resins (B), adhesion promoters, antioxidants, ultraviolet absorbers, anti-aggregation agents, and the like .

Additives (G) such as, but not limited to, fillers such as glass and aluminum; polymer compounds other than alkali-soluble resins (B) such as polyvinyl alcohol, polyethylene glycol monoalkyl ether, and polyfluoroalkyl acrylate; vinyltrimethoxy Silane, vinyltriethoxysilane, vinyltri (2-methoxyethoxy) silane, nitrogen- (2-aminoethyl) -3-aminopropylmethyldimethoxysilane, nitrogen- (2-aminoethyl) -3-aminopropyltrimethoxysilane, 3-aminopropyltriethoxysilane, 3-glycidoxypropyltrimethoxysilane, 3-glycidoxypropyl Methyldimethoxysilane, 2- (3,4-epoxycyclohexyl) ethyltrimethoxysilane, 3-chloropropylmethyldimethoxysilane, 3-chloropropyltrimethoxysilane, Adhesion promoters such as 3-methacryloxypropyltrimethoxysilane, 3-thiolpropyltrimethoxysilane; 2,2-thiobis (4-methyl-6-tert-butyl Phenol), 2,6-di-tert-butylphenol and other antioxidants; 2- (3-tert-butyl-5-methyl-2-hydroxyphenyl) -5-chlorophenyl azide, alkoxy UV absorbers such as benzophenone; and anti-aggregation agents such as sodium polyacrylate. These additives (G) may be used alone or in combination.

Based on the use amount of the alkali-soluble resin (B) being 100 parts by weight, the use amount of the additive (G) ranges from 0.1 to 10 parts by weight, preferably from 0.3 to 7 parts by weight, and from 0.5 to 4 parts by weight. Part by weight is more preferred.

Preparation method of color filter and color filter

The method for manufacturing a color filter includes the following steps: forming a pixel layer on the substrate from the aforementioned photosensitive resin composition.

The color filter is produced by the above-mentioned manufacturing method of the color filter.

The manufacturing method of a color filter is mainly composed of the photosensitive resin mixed into a solution state by a coating method such as spin coating, cast coating, ink-jet coating, or roll coating. An object is coated on the substrate. After coating, firstly remove most of the solvent by drying under reduced pressure, and then remove the solvent by pre-bake to form a pre-bake coating film. Among them, the conditions of reduced pressure drying and pre-baking vary according to the type of each component and the blending ratio. Generally, the reduced pressure drying is performed at a pressure of 0 to 200 mmHg for 1 to 60 seconds, and the pre-baking is at 70 ° C. It is carried out at a temperature of 110 ° C for 1 minute to 15 minutes. After pre-baking, the pre-baking coating film is exposed under a specified mask, and immersed in a developing solution at a temperature of 23 ± 2 ° C. for 15 seconds to 5 minutes for development, removing unnecessary portions to form a pattern. The light used for the exposure is preferably ultraviolet rays such as g-line, h-line, i-line, etc., and the ultraviolet device may be a (ultra-high-pressure) mercury lamp or a metal halide lamp.

Specific examples of the aforementioned substrate may include, for example, but not limited to, alkali-free glass, soda-lime glass, hard glass (Pales glass), quartz glass, soda glass, and transparent conductive materials adhered to these glasses for liquid crystal display devices. Film; or a photoelectric conversion device substrate (such as a silicon substrate) used in solid-state imaging devices and the like. These substrates are generally formed with a black matrix that isolates each pixel color layer.

Specific examples of the developing solution: sodium hydroxide, potassium hydroxide, sodium carbonate, sodium bicarbonate, potassium carbonate, potassium bicarbonate, sodium silicate, sodium methyl silicate, ammonia, ethylamine, diethylamine, dimethyl Basic compounds such as ethanolamine, tetramethylammonium hydroxide, tetraethylammonium hydroxide, choline, pyrrole, pyridine, or 1,8-diazabicyclo- (5,4,0) -7-undecene The concentration of the alkaline aqueous solution is generally 0.001 to 10% by weight, preferably 0.005 to 5% by weight, and more preferably 0.01 to 1% by weight.

When the developing solution composed of the alkaline aqueous solution is used, it is generally washed with water after development, and then the pattern is air-dried with compressed air or compressed nitrogen.

The air-dried substrate with a light-curable coating film layer is heated by a heating device such as a hot plate or an oven at a temperature range of 100 ° C to 280 ° C for 1 to 15 minutes to remove the volatile components in the coating film, and the coating is applied. The unreacted ethylenically unsaturated double bond in the film undergoes a thermosetting reaction. Using the photosensitive resin composition of each color (mainly including three colors of red, green, and blue) on a predetermined pixel, the same procedure is repeated three times to obtain a pixel colored layer of three colors of red, green, and blue.

Next, an ITO (indium tin oxide) vapor-deposited film is formed on the pixel color layer under a temperature of 220 ° C to 250 ° C under vacuum. If necessary, the ITO vapor-deposited film is subjected to etching and wiring, and then coated with a liquid crystal alignment film. Perylene imine can be used as a color filter for liquid crystal displays by further firing.

In addition, the liquid crystal alignment film used above is used to restrict the alignment of liquid crystal molecules, which is not particularly limited here, and any inorganic or organic substance may be used. As for the technology for forming a liquid crystal alignment film, it is well known to anyone with ordinary knowledge in the technical field to which the present invention pertains and is not the focus of the present invention, so it will not be described in detail.

Liquid crystal display element

The liquid crystal display element includes a color filter as described above.

The liquid crystal display element is mainly composed of a color filter (CF) substrate prepared by the above-mentioned color filter manufacturing method, and a driving substrate provided with a thin film transistor (TFT). First, the intervening gap (cell gap; cell gap) between the two substrates is arranged oppositely, and the peripheral parts of the two substrates are bonded with a sealing agent, and then filled in the gap between the substrate surface and the sealing agent. Liquid crystal is injected, and the injection hole is sealed to form a liquid crystal cell. Then, on the outer surface of the liquid crystal cell, that is, on the other side of each substrate constituting the liquid crystal cell, a polarizing plate is bonded to prepare a liquid crystal display element.

As for the liquid crystal used above, that is, the liquid crystal compound or the liquid crystal composition, it is not particularly limited here, and any liquid crystal compound and liquid crystal composition may be used.

Preparation of the first alkali-soluble resin (B-1) Synthesis Example B-1-1

100 parts by weight of a rhenium epoxy compound (model ESF-300, manufactured by Nippon Steel Chemical; epoxy equivalent 231), 30 parts by weight of acrylic acid, 0.3 parts by weight of benzyltriethylammonium chloride, and 0.1 parts by weight of 2,6-Di-tert-butyl p-cresol and 130 parts by weight of propylene glycol methyl ether acetate were continuously added to a 500 mL four-necked flask, and the feeding speed was controlled at 25 parts by weight / minute, and the temperature was maintained at 100 ° C. Within the range of 110 ° C, after a reaction for 15 hours, a pale yellow transparent mixed solution having a solid content concentration of 50% by weight was obtained. Next, 100 parts by weight of the mixed solution was dissolved in 25 parts by weight of ethylene glycol ether acetate, and 6 parts by weight of tetrahydrophthalic anhydride and 13 parts by weight of benzophenone tetracarboxylic dianhydride were added at the same time. And heated to 110 ° C to 115 ° C. After reacting for 2 hours, a first alkali-soluble resin (B-1-1) having an acid value of 98.0 mgKOH / g and a number average molecular weight of 1,623 can be obtained.

Synthesis Example B-1-2

100 parts by weight of a rhenium epoxy compound (model ESF-300, manufactured by Nippon Steel Chemical; epoxy equivalent 231), 30 parts by weight of acrylic acid, 0.3 parts by weight of benzyltriethylammonium chloride, and 0.1 parts by weight of 2,6-Di-tert-butyl p-cresol and 130 parts by weight of propylene glycol methyl ether acetate were continuously added to a 500 mL four-necked flask, and the feeding speed was controlled at 25 parts by weight / minute, and the temperature was maintained at 100 ° C. Within the range of 110 ° C, after a reaction for 15 hours, a pale yellow transparent mixed solution having a solid content concentration of 50% by weight was obtained. Next, 100 parts by weight of the above mixed solution was dissolved in 25 parts by weight of ethylene glycol ether acetate, and 13 parts by weight of benzophenonetetracarboxylic dianhydride was added at the same time, and the reaction was performed at 90 ° C to 95 ° C for 2 hours. Next, by adding 6 parts by weight of tetrahydrophthalic anhydride and reacting at 90 ° C to 95 ° C for 4 hours, a first alkali-soluble resin having an acid value of 99.0 mgKOH / g and a number average molecular weight of 2,162 can be obtained. (B-1-2).

Synthesis Example B-1-3

400 parts by weight of an epoxy compound (model NC-3000, manufactured by Nippon Kayaku Co., Ltd .; epoxy equivalent 288), 102 parts by weight of acrylic acid, 0.3 parts by weight of methoxyphenol, and 5 parts by weight of Triphenylphosphine and 264 parts by weight of propylene glycol methyl ether acetate were placed in a reaction flask, and the temperature was maintained at 95 ° C. After 9 hours of reaction, an intermediate product having an acid value of 2.2 mgKOH / g was obtained. Next, 151 parts by weight of tetrahydrophthalic anhydride was added and reacted at 95 ° C for 4 hours to obtain a first alkali-soluble resin having an acid value of 102 mgKOH / g and a number average molecular weight of 2,589 ( B-1-3).

Synthesis Example B-1-4

200 parts by weight of an epoxy compound (model NC-3000, manufactured by Nippon Kayaku Co., Ltd .; epoxy equivalent 288), 60 parts by weight of acrylic acid, 0.15 parts by weight of methoxyphenol, and 2.5 parts by weight of Triphenylphosphine and 200 parts by weight of propylene glycol methyl ether acetate were placed in a reaction flask, and the temperature was maintained at 95 ° C. After 9 hours of reaction, an intermediate product having an acid value of 2.5 mgKOH / g was obtained. Then, 70 parts by weight of tetrahydrophthalic anhydride and 15 parts by weight of 3,4-epoxycyclohexylmethylmethacrylate were added and reacted at 95 ° C for 4 hours to obtain an acid. The first alkali-soluble resin (B-1-4) having a valence of 105 mgKOH / g and a number average molecular weight of 3,410.

Preparation of the second alkali-soluble resin (B-2) Synthesis Example B-2-1

A four-necked conical flask was provided with a stirrer, a thermometer, a condenser tube, and a nitrogen inlet, and nitrogen was introduced. Then, 100 parts by weight of propylene glycol methyl ether acetate (abbreviated as PGMEA) was added, and the temperature was raised to 100 ° C. Next, 25 parts by weight of 2-methacrylic acid ethoxysuccinate (abbreviated as HOMS), 70 parts by weight of 2-hydroxyethyl methacrylate (abbreviated as HEMA), and 15 parts by weight of 3, 4-epoxycyclohexylmethylmethacrylate (ECMMA), 10 parts by weight of o-vinylbenzyloxypropylene ether (abbreviated as VBGE), and 4.5 parts by weight of 2,2'-azobis 2-Methylbutyronitrile (abbreviated as AMBN) was dissolved in 100 parts by weight of propylene glycol methyl ether acetate, and the mixed solution was dropped into the four-necked conical flask dropwise within 2 hours. After reacting at 100 ° C for 6.5 hours, 5 parts by weight of acrylic acid (referred to as AA) was added to a four-necked conical flask filled with nitrogen, and the temperature was raised to 110 ° C. After 6 hours of reaction, the second alkali-soluble resin (B-2-1) of Synthesis Example B-2-1 was obtained.

Synthesis Examples B-2-2 to B-2-6

Synthesis Examples B-2-2 to B-2-6 were prepared in the same procedure as Synthesis Example B-2-1 to prepare a second alkali-soluble resin (B-2), except that the reaction temperature, polymerization time, The types of ingredients and the amounts used are detailed in Table 1.

Preparation of ethylenically unsaturated compounds (C-1) Synthesis Example (C-1-1)

In a conical flask equipped with a stirring device, a reflux tube, and a thermometer, 286.3 g (1.0 mol) of (RS) -1,1'-bi-2-naphthol and 264.2 g (3.0 mol) of ethylene carbonate were added. The ester, 41.5 g (0.3 mol) of potassium carbonate and 2000 ml of toluene were reacted at 110 ° C for 12 hours. After the reaction, the obtained reaction solution was washed with water and washed with a 1% NaOH aqueous solution. Then, water washing was performed until the washing water became neutral. Using a rotary concentrator, the solvent of the washed solution was distilled off under reduced pressure to obtain 300.0 g of a 2 mol ethylene oxide reactant of (RS) -1,1'-bi-2-naphthol.

Next, in a conical flask equipped with a stirring device, a reflux tube, a thermometer and a water separation device, 187.2 g (0.5 mol) of the above (RS) -1,1'-bi-2-naphthol 2m01 epoxy was added. Ethane reactant, 86.5 g (2.4 mol) of acrylic acid, 0.95 g of p-toluenesulfonic acid, 0.85 g of hydroquinone, 915 g of toluene, 390 g of cyclohexane, at a reaction temperature of 95 ° C to 105 ° C, The produced water and the solvent are removed by azeotropic distillation, and the reaction proceeds. After the reaction, the solution was neutralized with a 25% NaOH aqueous solution, and then washed three times with 200 g of 15% by mass saline. Finally, the solvent was distilled off under reduced pressure to obtain an ethylenically unsaturated group-containing compound (C-1-1) of the following formula (1-1).

Synthesis example (C-1-2)

In a conical flask equipped with a stirring device, a reflux tube, and a thermometer, 286.3 g (1.0 mol) of (RS) -1,1'-bi-2-naphthol and 306.3 g (3.0 mol) of propylene carbonate were added. The ester, 41.5 g (0.3 mol) of potassium carbonate and 2000 ml of toluene were reacted at 110 ° C for 12 hours. After the reaction, the obtained reaction solution was washed with water and washed with a 1% NaOH aqueous solution. Then, water washing was performed until the washing water became neutral. Using a rotary concentrator, the solvent was evaporated under reduced pressure to remove the solvent, and 322.0 g of (RS) -1,1'-bin-2-naphthol was obtained as a 2 mol propylene oxide reactant.

Next, in a conical flask equipped with a stirring device, a reflux tube, a thermometer, and a water separation device, 201.2 g (0.5 mol) of the above (RS) -1,1'-bin-2-naphthol 2 mol epoxy was added. Propane reactant, 86.5 g (2.4 mol) of acrylic acid, 0.95 g of p-toluenesulfonic acid, 0.88 g of hydroquinone, 985 g of toluene, 420 g of cyclohexane, and the reaction temperature was 95 ° C to 105 ° C, while generating Water and the solvent were removed by azeotropic distillation, and the reaction proceeded. After the reaction, the mixture was neutralized with a 25% NaOH aqueous solution, and then washed three times with 300 g of a 15% by mass saline solution. Finally, the solvent was distilled off under reduced pressure to obtain an ethylenically unsaturated group-containing compound (C-1-2) of the following formula (1-2).

Synthesis Example (C-1-3)

In an autoclave, 286.3 g (1.0 mol) of (RS) -1,1'-bin-2-naphthol, 114.5 g of toluene, and 0.5 g of potassium carbonate were added, and the air in the autoclave was charged. Replace with nitrogen. Thereafter, 23.7 g (0.54 mol) of ethylene oxide was added dropwise at a temperature of 120 ° C. to 140 ° C. and a reaction pressure of 0.2 MPa or less, and reacted for 6 hours. After the reaction, in a reduced pressure environment, unreacted ethylene oxide and toluene were distilled off to obtain 302.2 g of (RS) -1,1'-bi-2-naphthol 0.5 mol ethylene oxide. TAN reactants.

Next, in a conical flask equipped with a stirring device, a reflux tube, a thermometer, and a water separation device, 154.2 g (0.5 mol) of the 0.5 mol ring of the above (RS) -1,1'-bi-2-naphthol was added. Oxyethane reactant, 21.6g (0.3mol) of acrylic acid, 0.95g of p-toluenesulfonic acid, 0.85g of hydroquinone, 1130g of toluene, 485g of cyclohexane, at a reaction temperature of 95 ° C to 105 ° C, one side The produced water and the solvent were removed by azeotropic distillation, and the reaction was performed. After the reaction, the mixture was neutralized with a 25% NaOH aqueous solution, and then washed three times with 300 g of a 15% by mass saline solution. Finally, the solvent was distilled off under reduced pressure to obtain an ethylenically unsaturated group-containing compound (C-1-3).

It was confirmed by ¹ H-NMR that each of R ^1a obtained in the aforementioned ethylenically unsaturated group-containing compound (C-1-3) was a hydrogen atom, R ^2a was a vinyl group, and s + t was 0.5.

Synthesis Example (C-1-4)

Synthesis Example (C-1-4) was performed in the same manner as in Synthesis Example (C-1-3). The difference is that in Synthesis Example (C-1-4), the amount of ethylene oxide used was changed to 47.4 g (1.1 mol). It was confirmed by ¹ H-NMR that each of R ^1a of the obtained ethylenically unsaturated group-containing compound (C-1-4) was a hydrogen atom, R ^2a was a vinyl group, and s + t was 1.

Synthesis Example (C-1-5)

Synthesis Example (C-1-5) was performed in the same manner as in Synthesis Example (C-1-3). The difference is that in Synthesis Example (C-1-5), the amount of ethylene oxide used was changed to 236.8 g (5.4 mol). It was confirmed by ¹ H-NMR that each of R ^1a of the obtained ethylenically unsaturated group-containing compound (C-1-5) was a hydrogen atom, R ^2a was a vinyl group, and s + t was 5.

Synthesis Example (C-1-6)

Synthesis Example (C-1-6) was performed in the same manner as in Synthesis Example (C-1-3). The difference is that in Synthesis Example (C-1-6), the amount of ethylene oxide used was changed to 473.5 g (10.8 mol). It was confirmed by ¹ H-NMR that each of R ^1a of the obtained ethylenically unsaturated group-containing compound (C-1-6) was a hydrogen atom, R ^2a was a vinyl group, and s + t was 10.

Preparation of photosensitive resin composition Example 1

100 parts by weight of the second alkali-soluble resin (B-2-1) of Synthesis Example B-2-1, 5 parts by weight of CI Pigment Red 254 (hereinafter referred to as A-1), and 2 parts by weight of an ethylenic resin Saturated compound (C-1-1), 18 parts by weight of EO modified trimethylolpropyl trimethacrylate (C-2-1), 10 parts by weight of 1- [4- (phenyl group) (Thio) phenyl] -octane-1,2-dione-2- (O-phenylamidoxime) (hereinafter referred to as D-3-1), and 500 parts by weight of ethyl 3-ethoxypropionate After the ester (hereinafter referred to as E-1), it is prepared by dissolving and mixing with a shaking mixer to prepare a photosensitive resin composition. The photosensitive resin composition is evaluated by the following property evaluation method. The obtained results are shown in the table. 2 shown.

Examples 2 to 18 and Comparative Examples 1 to 6

Examples 2 to 18 and Comparative Examples 1 to 6 were prepared in the same steps as the photosensitive resin composition of Example 1, except that Examples 2 to 18 and Comparative Examples 1 to 6 were modified by changing the photosensitive resin composition. The types and amounts of raw materials used, the specific conditions for preparing them, and the results of the property evaluation are detailed in Tables 2 and 3.

Evaluation method Splash resistance

The photosensitive resin compositions prepared in the examples and comparative examples were evaluated for their sputtering resistance by changing the chromaticity before and after sputtering. The photosensitive resin compositions prepared in the examples and comparative examples were spin-coated on a glass substrate having a size of 100 mm × 100 mm. Then, it was dried under reduced pressure at a pressure of 100 mmHg and a time of 30 seconds. Next, a pre-baking process is performed, the temperature of which is 80 ° C. and the time is 2 minutes, to form a pre-baking coating film with a film thickness of 2.5 μm. After the pre-baking process, the pre-bake coating film was irradiated with ultraviolet light (exposure machine Canon PLA-501F) with an energy of 60 mJ / cm ² , and the exposed pre-bake coating film was immersed in a developing solution at 23 ° C. After 1 minute, the coating film was washed with pure water, and post-baked at 230 ° C for 30 minutes, that is, a pixel color layer was formed on the glass substrate.

Next, the chromaticity (L *, a *, b *) of the pixel colored layer is measured with a colorimeter (manufactured by Otsuka Electronics Co., Ltd. model MCPD), and then a film resistance value is formed by sputtering on the pixel colored layer. An ITO film with a thickness of 14.6Ω / sq and a film thickness of 2040Å and a sputtering temperature of 220 ° C were used to obtain the color filter.

Then, the chromaticity of the color filter is measured with this chromaticity meter, and the chromaticity change (△ Eab *) is calculated according to formula (7). The smaller the obtained chromaticity change (△ Eab *), the more resistant to splashing. The better the plating property, and evaluate it according to the following evaluation criteria: △ Eab * = [(△ L ) ² + (△ a ) ² + (△ b ) ² ] ^1/2 Formula (7)

◎: △ Eab * <1; ○: 1 ≦ △ Eab * <3; △: 3 ≦ △ Eab * <5; ×: 5 ≦ △ Eab *.

From the evaluation results in Table 2, it can be seen that when the photosensitive resin composition of the present invention includes the ethylenically unsaturated group-containing compound (C-1) represented by the formula (1), The color filter has good splash resistance. Further, when the photosensitive resin composition further contains a photoinitiator (D-1), the splash resistance of the color filter can be further improved.

On the other hand, from the evaluation results in Table 3, if the ethylenically unsaturated compound (C-1) is not used in the photosensitive resin composition, even if a photoinitiator (D-1) is added, the prepared product cannot be prepared. The obtained color filter achieves good splash resistance.

By applying the photosensitive resin composition of the present invention, a color filter, a manufacturing method thereof, and its application, by using the specific ethylenically unsaturated group-containing compound (C-1) represented by the formula (1), A color filter formed of a photosensitive resin composition has good sputtering resistance.

Although the present invention has been disclosed as above with several embodiments, it is not intended to limit the present invention. Any person with ordinary knowledge in the technical field to which the present invention pertains can make various modifications without departing from the spirit and scope of the present invention. Changes and retouching, so the protection scope of the present invention shall be determined by the scope of the appended patent application.

MAA methacrylic

HOMS 2-Methacrylic Acetate Ethoxy Succinate

AA acrylic

N-PMI N-phenylmaleimide

HEMA 2-hydroxyethyl methacrylate

BzMA benzyl methacrylate

ECMMA 3,4-epoxycyclohexyl methyl methacrylate

MGMA 2-methyl glycidyl methacrylate

VBGE o-vinyl benzyl glycidyl ether

AMBN 2,2'-Azobis-2-methylbutyronitrile

ADVN 2,2'-azo-bis- (2,4dimethylvalerium)

PGMEA propylene glycol methyl ether acetate

EEP ethyl 3-ethoxypropionate

A-1 C.I.Pigment Red 254

A-2 C.I.Pigment Green 36

A-3 C.I. Pigment Blue 15: 6

A-4 C.I.Pigment Blue 66

A-5 CI Pigment Red 17 ''

C-2-1 EO modified trimethylol propyl trimethacrylate

C-2-2 dipentaerythritol hexaacrylate

C-2-3 Caprolactone Modified Dipentaerythritol Hexacrylate

D-1-1 Compound of formula (2-1)

D-1-2 Compound of formula (2-2)

D-1-3 Compound of formula (2-6)

D-2-1 Compound of formula (3-10)

D-2-2 compound of formula (3-17)

D-2-3 Compound of formula (3-36)

D-3-1 1- [4- (phenylthio) phenyl] -octane-1,2-dione-2- (O-phenylamidoxime)

D-3-2 2,2'-bis (2,4-dichlorophenyl) -4,4 ', 5,5'-tetraphenyldiimidazole (2,2'-bis (2,4-dichloro phenyl) -4,4 ', 5,5'-tetraphenyl-biimidazole)

D-3-3 4,4'-bis (diethylamino) benzophenone

D-3-4 2-benzyl-2-nitro, nitro-dimethylamine-1- (4-morpholinophenyl) -1-butanone (2-benzyl-2-N, N-dimethylamino-1 -(4-morpholinophenyl) -1-butanone)

E-1 ethyl 3-ethoxypropionate

E-2 Propylene glycol methyl ether acetate

E-3 cyclohexanone

F-1 C.I.Acid Red 52

F-2 C.I.Acid Red 289

F-3 C.I. Solvent Red 52

G-1 3-Glycidylpropyltrimethoxysilane

G-2 2,6-Di-tert-butylphenol

Claims (12)

A photosensitive resin composition comprising: a pigment (A); an alkali-soluble resin (B); an ethylenically unsaturated group-containing compound (C), and an ethylene-containing compound having a structure represented by the following formula (1) Unsaturated compounds (C-1): In the formula (1), R ^1a is the same or different hydrogen atom or a hydrocarbon group having 1 to 4 carbon atoms; R ^2a is the same or different hydrocarbon group having 1 to 4 carbon atoms; and, s and t Each represents an average value of unit repeats, and a sum of one of s and t is 0.4 to 12; a photoinitiator (D); and a solvent (E). The photosensitive resin composition according to item 1 of the scope of the patent application, wherein the photoinitiator (D) comprises a photoinitiator (D-1) having a structure represented by formula (2): In the formula (2), R ^1b represents an organic group containing a cycloalkyl group having 3 to 20 carbon atoms, R ^2b and R ^3b each independently represent an alkyl group or an aryl group, and R ^4b represents an alkyl group. The photosensitive resin composition according to item 1 of the scope of patent application, wherein the photoinitiator (D) comprises a photoinitiator (D-2) having a structure represented by formula (3): In the formula (3), E ₁ , E ₂ , E ₃ , E ₄ , E ₅ , E ₆ , E ₇ and E ₈ each independently represent a hydrogen atom, an alkyl group having 1 to 20 carbon atoms, , COE ₁₆ , OE ₁₇ , halogen atom, NO ₂ or ; Or E ₁ and E ₂ , E ₂ and E ₃ , E ₃ and E ₄ , E ₅ and E ₆ , E ₆ and E ₇ or E ₇ and E ₈ each independently represent the economy Alkenyl with 2 to 10 carbon atoms substituted; or E ₁ and E ₂ , E ₂ and E ₃ , E ₃ and E ₄ , E ₅ and E ₆ , E ₆ and E ₇ or E ₇ and E ₈ are each independent Local common representatives-(CH ₂ ) _p -W- (CH ₂ ) _q- ; or E ₁ and E ₂ , E ₂ and E ₃ , E ₃ and E ₄ , E ₅ and E ₆ , E ₆ and E ₇ or E ₇ and E ₈ each independently represent Wherein at least one of E ₁ and E _2, E _2, and E _3, E ₃ and E _4, E ₅ and E _6, E ₆ or E ₇ and E ₇ and E ₈ is E ₉ , E ₁₀ , E _11, and E ₁₂ each independently represent a hydrogen atom and an alkyl group having 1 to 20 carbon atoms. The alkyl group having 1 to 20 carbon atoms is unsubstituted or at least one group as shown below. And the at least one group is selected from the group consisting of phenyl, halogen atom, CN, OH, SH, alkoxy group having 1 to 4 carbon atoms, (CO) OH or (CO) O (R ₁ ), wherein R ₁ represents an alkyl group having 1 to 4 carbons; or E ₉ , E ₁₀ , E ₁₁ and E ₁₂ each independently represents an unsubstituted phenyl group or a phenyl group substituted with at least one group as shown below, The at least one group is selected from an alkyl group having a carbon number of 1 to 6, a halogen atom, CN, OE ₁₇ , SE _18, or NE ₁₉ E ₂₀ ; or E ₉ , E ₁₀ , E _11, and E ₁₂ each independently represent Halogen atom, CN, OE ₁₇ , SE ₁₈ , SOE ₁₈ , SO ₂ E ₁₈ or NE ₁₉ E ₂₀ , wherein the substituents OE ₁₇ , SE ₁₈ or NE ₁₉ E ₂₀ are without or via these groups E ₁₇ , E ₁₈ , E ₁₉ and / or E ₂₀ form a five- or six-membered ring with one carbon atom of the naphthalene ring; or E ₉ , E ₁₀ , E ₁₁ and E ₁₂ each independently represent , COE ₁₆ or NO ₂ ; W represents O, S, NE ₂₆ or single bond, p represents an integer from 0 to 3, q represents an integer from 1 to 3, Z ₁ represents CO or a single bond; E ₁₃ represents a carbon number of 1 To 20 alkyl groups, the 1 to 20 carbon group is unsubstituted or substituted with at least one group as shown below, wherein the at least one group is selected from the group consisting of a halogen atom, E ₁₇ , COOE ₁₇ , OE ₁₇ , SE ₁₈ , CONE ₁₉ E ₂₀ , NE ₁₉ E ₂₀ , PO (OC _k H _{2k + 1} ) ₂ or ; Or E ₁₃ represents an alkyl group having 2 to 20 carbon atoms, and the alkyl group having 2 to 20 carbon atoms is interspersed with one or more O, S, SO, SO ₂ , NE _26, or CO; or E ₁₃ represents a carbon number An alkenyl group of 2 to 12, the alkenyl group of 2 to 12 carbon is one or more O, CO or NE ₂₆ without interspersed or interspersed, wherein the interspersed alkyl group with 2 to 20 carbons and Alkenyl groups having 2 to 12 carbon atoms that are not hetero- or hetero-area are unsubstituted or substituted with at least one halogen atom; or E ₁₃ represents a cycloalkenyl group having 4 to 8 carbon atoms and 2 to 12 carbon atoms Alkynyl, or cycloalkyl having one or more O, S, CO, or NE ₂₆ having a carbon number of 3 to 10; or E ₁₃ represents phenyl or naphthyl, and the phenyl or the naphthalene Each group is unsubstituted or substituted with at least one group as shown below, wherein the at least one group is selected from OE ₁₇ , SE ₁₈ , NE ₁₉ E ₂₀ , , COE ₁₆ , CN, NO ₂ , halogen atom, alkyl group having 1 to 20 carbon atoms, haloalkyl group having 1 to 4 carbon atoms, interspersed with one or more O, S, CO or NE ₂₆ and carbon number 2 Alkyl to 20; or the phenyl or the naphthyl are each substituted with a cycloalkyl having 3 to 10 carbons or each is interspersed with one or more O, S, CO or NE ₂₆ and 3 to 10 carbons K represents an integer of 1 to 10; E ₁₄ represents a hydrogen atom, a cycloalkyl having 3 to 8 carbons, an alkenyl having 2 to 5 carbons, and an alkoxy having 1 to 20 carbons Or an unsubstituted or unsubstituted or substituted alkyl group having 1 to 20 carbon atoms as shown below, and the at least one group is an alkyl group having 1 to 20 carbon atoms selected from a halogen atom, a phenyl group, Phenyl or CN; or E ₁₄ represents phenyl or naphthyl, each of which is unsubstituted or substituted with at least one group as shown below, and the at least one group is selected from alkane having 1 to 6 carbons Group, a halogenated alkyl group having 1 to 4 carbon atoms, a halogen atom, CN, OE ₁₇ , SE _18, and / or NE ₁₉ E ₂₀ ; or E ₁₄ represents a heteroaryl group having 3 to 20 carbon atoms and 1 to 4 carbon atoms 8 alkoxy, benzyloxy or phenoxy, the benzyloxy and the phenoxy are not taken Or at least one group shown below, and the at least one group is selected from the group consisting of an alkyl group having 1 to 6 carbon atoms, a halogenated alkyl group having 1 to 4 carbon atoms, and / or a halogen atom; E ₁₅ represents An aromatic group having 6 to 20 carbon atoms or a heteroaryl group having 3 to 20 carbon atoms, each of which is unsubstituted or substituted with at least one group as shown below, and the at least one group is selected from phenyl, Halogen atom, haloalkyl having 1 to 4 carbon atoms, CN, NO ₂ , OE ₁₇ , SE ₁₈ , NE ₁₉ E ₂₀ , PO (OC _k H _{2k + 1} ) ₂ , bonded to SO and having 1 to 4 carbon atoms An alkyl group having 10, an alkyl group having 1 to 10 carbon atoms bonded to SO ₂ , an alkyl group having one or more O, S or NE ₂₆ interspersed with 2 to 20 carbon atoms; or each having a carbon number of 1 to 20 alkyl substitutions, wherein the alkyl group having 1 to 20 carbons is unsubstituted or substituted with at least one group as shown below, and the at least one group is selected from a halogen atom, COOE ₁₇ , CONE ₁₉ E ₂₀ , phenyl, cycloalkyl with 3 to 8 carbons, heteroaryl with 3 to 20 carbons, aryloxycarbonyl with 6 to 20 carbons, hetero with 3 to 20 carbons aryloxycarbonyl group, OE _17, SE _18, or NE ₁₉ E _20; E ₁₅ represents a hydrogen atom or, Alkenyl having 2 to 12, interrupted or not interrupted with one or more O, CO, or NE ₂₆ carbon atoms and a cycloalkyl group having 3 to 8; E ₁₅ represents a carbon or alkyl having 1 to 20, The alkyl group having 1 to 20 carbons is unsubstituted or substituted with at least one group as shown below, and the at least one group is selected from a halogen atom, OE ₁₇ , SE ₁₈ , and a carbon number of 3 to 8 Cycloalkyl, heteroaryl having 3 to 20 carbons, aryloxycarbonyl having 6 to 20 carbons, heteroaryloxycarbonyl having 3 to 20 carbons, NE ₁₉ E ₂₀ , COOE ₁₇ , CONE ₁₉ E ₂₀ , PO (OC _k H _{2k + 1} ) ₂ , , Phenyl, wherein the alkyl group having 1 to 20 carbon atoms is substituted by a phenyl group, and the phenyl group is a halogen atom, an alkyl group having 1 to 20 carbon atoms, a halogenated alkyl group having 1 to 4 carbon atoms, OE ₁₇ , SE ₁₈ or NE ₁₉ E ₂₀ ; or E ₁₅ represents an alkyl group having 2 to 20 carbon atoms, the alkyl group having 2 to 20 carbon atoms is interspersed with one or more O, SO or SO ₂ , the The heteroalkyl group having 2 to 20 carbon atoms is unsubstituted or substituted with at least one group as shown below, and the at least one group is selected from a halogen atom, OE ₁₇ , COOE ₁₇ , CONE ₁₉ E ₂₀ , Phenyl, or phenyl substituted with OE ₁₇ , SE _18, or NE ₁₉ E ₂₀ ; or E ₁₅ represents an alkyl or benzoyl group having 2 to 20 carbon atoms, which is unsubstituted or as shown below At least one group is substituted, and the at least one group is selected from the group consisting of an alkyl group having 1 to 6 carbon atoms, a halogen atom, a phenyl group, OE ₁₇ , SE _18, or NE ₁₉ E ₂₀ ; or E ₁₅ represents unsubstituted Or a naphthylmethyl group substituted with at least one OE ₁₇ or a heteroarylcarbonyl group having 3 to 14 carbons; or E ₁₅ representing an alkoxycarbonyl group having 2 to 12 carbons, the carbon number being 2 to 12 An alkoxycarbonyl group is free Wherein the interrupted or not interrupted by a carbon atoms and an alkoxycarbonyl group having 2 to 12 are unsubstituted or substituted by at least one hydroxyl group; or a phenoxy group E ₁₅ representative of carbon-based, which is not phenoxycarbonyl Substituted or substituted with at least one group as shown below, and the at least one group is selected from the group consisting of an alkyl group having 1 to 6 carbon atoms, a halogen atom, a halogenated alkyl group having 1 to 4 carbon atoms, a phenyl group, and OE ₁₇ , SE ₁₈ or NE ₁₉ E ₂₀ ; or E ₁₅ represents CN, CONE ₁₉ E ₂₀ , NO ₂ , haloalkyl having 1 to 4 carbon atoms, S (O) _r -R ₂ , and S (O) _r bonding Phenyl, wherein the phenyl bonded to S (O) _r is unsubstituted or substituted with an alkyl group of 1 to 12 or SO ₂ -R ₂ , and R ₂ represents a carbon number of 1 to 6 alkyl; or E ₁₅ represents SO ₂ O-phenyl bonded, diphenylphosphine acyl or di (R ₃₎ - phosphino acyl, wherein the phenyl group bonded to the SO ₂ O is unsubstituted Or substituted by an alkyl group having 1 to 12 carbons, and R ₃ represents an alkoxy group having 1 to 4 carbon atoms; r represents an integer of 1 to 2; E ′ ₁₄ represents one of the definitions for E ₁₄ ; E _'15 represents a one for ₁₅ defined therein in E; Z ₂ representative of O, S, SO, or SO _2; Z ₃ Table O, CO, S or a single bond; E ₁₆ represents a carbon atoms or an aryl group of 6 to 20 carbon atoms in the heteroaryl group having 3 to 20, each of which is unsubstituted or substituted with at least one group as shown below And the at least one group is selected from a phenyl group, a halogen atom, a halogenated alkyl group having 1 to 4 carbon atoms, CN, NO ₂ , OE ₁₇ , SE ₁₈ , NE ₁₉ E ₂₀ , and one or more O, S Or NE ₂₆ and an alkyl group having 1 to 20 carbons, or an alkyl group having 1 to 20 carbons, wherein the alkyl group having 1 to 20 carbons is unsubstituted or at least one group as shown below Substitution, wherein the at least one group is selected from the group consisting of a halogen atom, COOE ₁₇ , CONE ₁₉ E ₂₀ , a phenyl group, a cycloalkyl group having 3 to 8 carbon atoms, a heteroaryl group having 3 to 20 carbon atoms, and a carbon number of An aryloxycarbonyl group of 6 to 20, a heteroaryloxycarbonyl group of 3 to 20 carbons, OE ₁₇ , SE ₁₈ or NE ₁₉ E ₂₀ ; or E ₁₆ represents a hydrogen atom or an alkyl group of 1 to 20 carbons, Wherein the alkyl group having 1 to 20 carbon atoms is unsubstituted or substituted with at least one group as shown below, and the at least one group is selected from halogen atom, phenyl group, OH, SH, CN, carbon number 3 to 6 alkenyloxy, OCH ₂ CH ₂ CN, OCH ₂ CH ₂ (CO ) O (R ₁ ), O (CO)-(R ₁ ), O (CO) -phenyl or (CO) OH or (CO) O (R ₁ ); or E ₁₆ represents a carbon number of 2 to 12 Alkyl, the 2 to 12 alkyl is interspersed with one or more O, S or NE ₂₆ ; or E ₁₆ represents (CH ₂ CH ₂ O) _{n + 1} H, (CH ₂ CH ₂ O) _n (CO) -(R ₄ ), an alkenyl group having 2 to 12 carbon atoms or a cycloalkyl group having 3 to 8 carbon atoms, wherein R ₄ represents an alkyl group having 1 to 8 carbon atoms; or E ₁₆ represents an SE ₁₈ substituted group phenyl, wherein E ₁₈ represents a bond or a single bond to bind to the naphthyl ring of the carbazole part of the COE ₁₆ is attached to the phenyl group; n denotes an integer of 1 to 20; E ₁₇ represents a hydrogen atom, phenyl -R ₅ , an alkyl group having 1 to 20 carbon atoms, which is unsubstituted or substituted with at least one group as shown below, and the at least one group is selected from a halogen atom, OH, SH, CN, Alkenyloxy groups having 3 to 6 carbon atoms, OCH ₂ CH ₂ CN, OCH ₂ CH ₂ (CO) O (R ₁ ), O (CO)-(R ₁ ), O (CO)-(R ₆ ), O (CO) -bonded phenyl, (CO) OH, (CO) O (R ₁ ), cycloalkyl having 3 to 20 carbons, SO _2- (R ₇ ), O (R ₇ ), or O interrupted by at least one carbon atoms and cycloalkyl group having 3 to 20, wherein, R ₅ represents a carbon number of 1 to 3 alkyl, R ₆ represents a carbon number of 2 to 4 Alkenyl group, and R ₇ represents a haloalkyl group having a carbon number of 1 to 4; E ₁₇ represents a carbon or an alkyl group of 2 to 20 atoms, and the alkyl group having a carbon number of 2 to 20 is interrupted by one or more O, S or NE ₂₆ ; or E ₁₇ represents (CH ₂ CH ₂ O) _{n + 1} H, (CH ₂ CH ₂ O) _n (CO)-(R ₄ ), alkyl group having 1 to 8 carbons, carbon Alkenyl groups of 2 to 12, alkenyl groups of 3 to 6 carbon atoms, or cycloalkyl groups of 3 to 20 carbon atoms, which are not interspersed or interspersed with one or more O, S, CO or NE ₂₆ ; Or E ₁₇ represents a group formed by bonding an alkyl group having 1 to 8 carbon atoms and a cycloalkyl group having 3 to 10 carbon atoms, and the group is not interspersed or at least one O interspersed; or E ₁₇ represents a benzamidine group, which is unsubstituted or substituted with at least one group as shown below, and the at least one group is selected from an alkyl group having 1 to 6 carbon atoms, a halogen atom, OH carbon atoms or alkoxy having 1 to 3; E ₁₇ or represents phenyl, naphthyl or heteroaryl group having a carbon number of 3 to 20, each of which is unsubstituted or substituted with at least one of the following groups, And the at least one group is selected from a halogen atom, OH, an alkyl group having 1 to 12 carbon atoms, an alkoxy group having 1 to 12 carbon atoms, CN, NO ₂ , Phenyl-R ₈ , phenoxy, alkylthio having 1 to 12 carbons, phenylthio, N (R ₉ ) ₂ , diphenyl-amino, or , Wherein R ₈ represents an alkoxy group having 1 to 3 carbon atoms, and R ₉ represents an alkyl group having 1 to 12 carbon atoms; or E ₁₇ and or One of the carbon atoms of the phenyl or naphthyl ring forms a single bond; E ₁₈ represents a hydrogen atom, an alkenyl group having 2 to 12 carbon atoms, a cycloalkyl group having 3 to 20 carbon atoms or phenyl-R ₅ , wherein The alkenyl group having 2 to 12 carbon atoms, the cycloalkyl group having 3 to 20 carbon atoms, and the phenyl-R ₅ are one or more O, S, CO, NE _26, or COOE ₁₇ without being interspersed or interspersed. Or E ₁₈ represents an alkyl group having 1 to 20 carbons, the alkyl group having 1 to 20 carbons is unsubstituted or substituted with at least one group as shown below, and the at least one group is selected from OH , SH, CN, alkenyloxy group having 3 to 6 carbon atoms, OCH ₂ CH ₂ CN, OCH ₂ CH ₂ (CO) O (R ₁ ), O (CO)-(R ₆ ), O (CO)- (R ₁ ), O (CO) -phenyl, or (CO) OE ₁₇ ; or E ₁₈ represents an alkyl group having 2 to 20 carbon atoms, and the alkyl group having 2 to 20 carbon atoms is interspersed with one or more O , S, CO, NE ₂₆ or COOE ₁₇ ; or E ₁₈ represents (CH ₂ CH ₂ O) _n H, (CH ₂ CH ₂ O) _n (CO)-(R ₄ ), alkane having 2 to 8 carbon atoms Fluorenyl or alkenyl having 3 to 6 carbon atoms; or E ₁₈ represents benzamidine, which is unsubstituted or substituted with at least one group as shown below, and the at least one group Is selected from carbon numbers 1 to 6. Group, a halogen atom, OH, an alkoxy group having a carbon number of 1 to 4 carbon atoms or alkylthio of 1 to 4; or E ₁₈ represents phenyl, naphthyl or heteroaryl group having a carbon number of 3 to 20 , Each of which is unsubstituted or substituted with at least one group as shown below, and the at least one group is selected from a halogen atom, an alkyl group having 1 to 12 carbon atoms, and a halogenated alkyl group having 1 to 4 carbon atoms , Alkoxy group having 1 to 12 carbons, CN, NO ₂ , phenyl-R ₈ , phenoxy, alkylthio group having 1 to 12 carbon groups, phenylthio group, N (R ₉ ) ₂ , Diphenylamino, (CO) O (R ₄ ), (CO) -R ₄ , (CO) N (R ₄ ) ₂ or E ₁₉ and E ₂₀ each independently represent a hydrogen atom, an alkyl group having 1 to 20 carbon atoms, a hydroxyalkyl group having 2 to 4 carbon atoms, an alkoxyalkyl group having 2 to 10 carbon atoms, and 2 carbon atoms Alkenyl to 5, cycloalkyl having 3 to 20 carbons, phenyl-R ₅ , alkylfluorenyl having 1 to 8 carbons, alkylfluorenyloxy having 1 to 8 carbons, carbon number is 3 to 12, alkenyl, SO ₂ -R ₇ or benzamyl; or E ₁₉ and E ₂₀ represent phenyl, naphthyl or heteroaryl having 3 to 20 carbon atoms, each of which is unsubstituted or At least one group substituted as shown below, and the at least one group is selected from the group consisting of a halogen atom, a halogenated alkyl group having 1 to 4 carbon atoms, an alkoxy group having 1 to 20 carbon atoms, and 1 to 12 carbon atoms. Alkyl, benzamyl or alkoxy having 1 to 12 carbons; or E ₁₉ and E ₂₀ are five members which together with the nitrogen atom to which they are bonded are not interspersed or interspersed with O, S or NE ₁₇ Or six-membered saturated or unsaturated ring, and the five- or six-membered saturated or unsaturated ring is unsubstituted or substituted with at least one group as shown below, wherein the at least one group is selected from carbon number 1 to an alkyl group, having 20 carbon atoms, an alkoxy group of 1 to _{20, = O, OE 17, SE} 18, NE 21 E 22 _{(CO) E 23, NO 2} , a halogen atom, a haloalkyl group having a carbon number of 1 to 4, CN, phenyl, Or a cycloalkyl group with one or more O, S, CO, or NE ₁₇ and 3 or 20 carbon atoms without interstitials or interstitials; or E ₁₉ and E ₂₀ together with the attached nitrogen atom to form a heteroaromatic Ring system, the heteroaromatic ring system is unsubstituted or substituted with at least one group as shown below, and the at least one group is selected from an alkyl group having 1 to 20 carbon atoms and a carbon number of 1 to 4 Haloalkyl, alkoxy having 1 to 20 carbon atoms, = O, OE ₁₇ , SE ₁₈ , NE ₂₁ E ₂₂ , (CO) E ₂₃ , , A halogen atom, NO ₂ , CN, phenyl, or a cycloalkyl group having one or more O, S, CO, or NE ₁₇ and 3 to 20 carbon atoms without being interspersed or interspersed; E ₂₁ and E ₂₂ are each independently Represents a hydrogen atom, an alkyl group having 1 to 20 carbon atoms, a halogenated alkyl group having 1 to 4 carbon atoms, a cycloalkyl group or phenyl group having 3 to 10 carbon atoms; E ₂₁ and E ₂₂ are nitrogen atoms to which they are bonded. Together form a five-membered or six-membered saturated or unsaturated ring that is not interspersed or interspersed with O, S or NE ₂₆ , wherein the five- or six-membered saturated or unsaturated ring is unfused or fused with a benzene ring; E ₂₃ represents a hydrogen atom, OH, an alkyl group having 1 to 20 carbon atoms, a halogenated alkyl group having 1 to 4 carbon atoms, an alkyl group having at least one O, CO, or NE ₂₆ interspersed with 2 to 20 carbon atoms, or interrupted by intermingled with O, S, CO, or NE ₂₆ carbon atoms and a cycloalkyl group having 3 to 20; E _23, or represents phenyl, naphthyl, phenyl -R _1, OE _17, SE _18, or NE ₂₁ E ₂₂ ; E ₂₄ represents (CO) OE ₁₇ , CONE ₁₉ E ₂₀ , (CO) E ₁₇ or has one of the definitions for E ₁₉ and E ₂₀ ; E ₂₅ represents COOE ₁₇ , CONE ₁₉ E ₂₀ , (CO) E ₁₇ ; or E ₂₅ has one of the definitions for E ₁₇ ; E ₂₆ represents a hydrogen atom , An alkyl group having 1 to 20 carbon atoms, a halogenated alkyl group having 1 to 4 carbon atoms, an alkyl group having at least one O or CO interspersed with 2 to 20 carbon atoms; or E ₂₆ represents phenyl-R ₁ , and Cycloalkyl, interspersed or at least one O or CO, and a carbon number of 3 to 8; or E ₂₆ represents (CO) E ₁₉ ; or E ₂₆ represents phenyl, E ₂₆ is unsubstituted or as shown below And at least one group is selected from the group consisting of an alkyl group having 1 to 20 carbon atoms, a halogen atom, a halogenated alkyl group having 1 to 4 carbon atoms, OE ₁₇ , SE ₁₈ , NE ₁₉ E ₂₀ or Provided that the photoinitiator (D-2) having a structure as shown in formula (3) has at least one or .     The photosensitive resin composition according to item 1 of the scope of patent application, wherein the alkali-soluble resin (B) comprises a first alkali-soluble resin (B-1), and the first alkali-soluble resin (B-1) is composed of A mixture is prepared by polymerization reaction, and the mixture includes an epoxy compound (b-1-1) having at least two epoxy groups and a compound having at least one carboxylic acid group and at least one ethylenically unsaturated group (b-1-2).     The photosensitive resin composition according to item 4 of the scope of application for a patent, wherein the epoxy compound (b-1-1) having at least two epoxy groups has the formula (4) or (5) structure: In the formula (4), R ^1c , R ^2c , R ^3c and R ^4c each independently represent a hydrogen atom, a halogen atom, an alkyl group having 1 to 5 carbon atoms, an alkoxy group having 1 to 5 carbon atoms, An aryl group having 6 to 12 carbons or an aralkyl group having 6 to 12 carbons; and In this formula (5), R ^5c to R ^18c each independently represent a hydrogen atom, a halogen atom, an alkyl group having 1 to 8 carbons, or an aromatic group having 6 to 15 carbons; and g represents 0 to 10 Integer.     The photosensitive resin composition according to item 1 of the scope of the patent application, wherein the amount of use of the alkali-soluble resin (B) is 100 parts by weight, and the amount of use of the pigment (A) is 5 to 300 parts by weight The use amount of the ethylenically unsaturated group-containing compound (C) ranges from 20 parts by weight to 200 parts by weight, the use amount of the photoinitiator (D) ranges from 10 parts by weight to 100 parts by weight, and the solvent (E) is used in an amount ranging from 500 parts by weight to 5,000 parts by weight.         The photosensitive resin composition according to item 1 of the scope of patent application, wherein the amount of the alkali-soluble resin (B) is 100 parts by weight, and the ethylenically unsaturated group containing the structure represented by the formula (1) The compound (C-1) is used in an amount ranging from 2 parts by weight to 80 parts by weight.         The photosensitive resin composition according to item 2 of the scope of the patent application, wherein the used amount of the alkali-soluble resin (B) is 100 parts by weight, and the used amount of the photoinitiator (D-1) is 5 parts by weight Parts to 50 parts by weight.         The photosensitive resin composition according to item 3 of the scope of the patent application, wherein the use amount of the alkali-soluble resin (B) is 100 parts by weight, and the use amount of the photoinitiator (D-2) is 5 weight. Parts to 50 parts by weight.         A method for manufacturing a color filter, which uses a photosensitive resin composition according to any one of claims 1 to 9 to form a pixel layer.         A color filter is manufactured by the manufacturing method according to item 10 of the scope of patent application.         A liquid crystal display device includes a color filter according to item 11 of the scope of patent application.