TWI615674B - Photosensitive resin composition, color filter with high color reproducing and liquid crystal display device using the same - Google Patents

Photosensitive resin composition, color filter with high color reproducing and liquid crystal display device using the same Download PDF

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TWI615674B
TWI615674B TW104108292A TW104108292A TWI615674B TW I615674 B TWI615674 B TW I615674B TW 104108292 A TW104108292 A TW 104108292A TW 104108292 A TW104108292 A TW 104108292A TW I615674 B TWI615674 B TW I615674B
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resin composition
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pigment
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TW201537291A (en
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柳在範
禹昌昊
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東友精細化工有限公司
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    • G—PHYSICS
    • G03—PHOTOGRAPHY; CINEMATOGRAPHY; ANALOGOUS TECHNIQUES USING WAVES OTHER THAN OPTICAL WAVES; ELECTROGRAPHY; HOLOGRAPHY
    • G03F—PHOTOMECHANICAL PRODUCTION OF TEXTURED OR PATTERNED SURFACES, e.g. FOR PRINTING, FOR PROCESSING OF SEMICONDUCTOR DEVICES; MATERIALS THEREFOR; ORIGINALS THEREFOR; APPARATUS SPECIALLY ADAPTED THEREFOR
    • G03F7/00—Photomechanical, e.g. photolithographic, production of textured or patterned surfaces, e.g. printing surfaces; Materials therefor, e.g. comprising photoresists; Apparatus specially adapted therefor
    • G03F7/004—Photosensitive materials
    • G03F7/027—Non-macromolecular photopolymerisable compounds having carbon-to-carbon double bonds, e.g. ethylenic compounds
    • G03F7/032—Non-macromolecular photopolymerisable compounds having carbon-to-carbon double bonds, e.g. ethylenic compounds with binders
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07F—ACYCLIC, CARBOCYCLIC OR HETEROCYCLIC COMPOUNDS CONTAINING ELEMENTS OTHER THAN CARBON, HYDROGEN, HALOGEN, OXYGEN, NITROGEN, SULFUR, SELENIUM OR TELLURIUM
    • C07F7/00—Compounds containing elements of Groups 4 or 14 of the Periodic System
    • C07F7/02—Silicon compounds
    • C07F7/21—Cyclic compounds having at least one ring containing silicon, but no carbon in the ring
    • C—CHEMISTRY; METALLURGY
    • C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
    • C08F—MACROMOLECULAR COMPOUNDS OBTAINED BY REACTIONS ONLY INVOLVING CARBON-TO-CARBON UNSATURATED BONDS
    • C08F2/00—Processes of polymerisation
    • C08F2/46—Polymerisation initiated by wave energy or particle radiation
    • C08F2/48—Polymerisation initiated by wave energy or particle radiation by ultraviolet or visible light
    • C08F2/50—Polymerisation initiated by wave energy or particle radiation by ultraviolet or visible light with sensitising agents
    • C—CHEMISTRY; METALLURGY
    • C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
    • C08G—MACROMOLECULAR COMPOUNDS OBTAINED OTHERWISE THAN BY REACTIONS ONLY INVOLVING UNSATURATED CARBON-TO-CARBON BONDS
    • C08G18/00—Polymeric products of isocyanates or isothiocyanates
    • C08G18/06—Polymeric products of isocyanates or isothiocyanates with compounds having active hydrogen
    • C08G18/70—Polymeric products of isocyanates or isothiocyanates with compounds having active hydrogen characterised by the isocyanates or isothiocyanates used
    • C08G18/81—Unsaturated isocyanates or isothiocyanates
    • C08G18/8108—Unsaturated isocyanates or isothiocyanates having only one isocyanate or isothiocyanate group
    • C08G18/8116—Unsaturated isocyanates or isothiocyanates having only one isocyanate or isothiocyanate group esters of acrylic or alkylacrylic acid having only one isocyanate or isothiocyanate group
    • C—CHEMISTRY; METALLURGY
    • C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
    • C08L—COMPOSITIONS OF MACROMOLECULAR COMPOUNDS
    • C08L83/00—Compositions of macromolecular compounds obtained by reactions forming in the main chain of the macromolecule a linkage containing silicon with or without sulfur, nitrogen, oxygen or carbon only; Compositions of derivatives of such polymers
    • C08L83/10—Block- or graft-copolymers containing polysiloxane sequences
    • G—PHYSICS
    • G02—OPTICS
    • G02B—OPTICAL ELEMENTS, SYSTEMS OR APPARATUS
    • G02B5/00—Optical elements other than lenses
    • G02B5/20—Filters
    • G02B5/22—Absorbing filters
    • G02B5/223—Absorbing filters containing organic substances, e.g. dyes, inks or pigments
    • G—PHYSICS
    • G03—PHOTOGRAPHY; CINEMATOGRAPHY; ANALOGOUS TECHNIQUES USING WAVES OTHER THAN OPTICAL WAVES; ELECTROGRAPHY; HOLOGRAPHY
    • G03F—PHOTOMECHANICAL PRODUCTION OF TEXTURED OR PATTERNED SURFACES, e.g. FOR PRINTING, FOR PROCESSING OF SEMICONDUCTOR DEVICES; MATERIALS THEREFOR; ORIGINALS THEREFOR; APPARATUS SPECIALLY ADAPTED THEREFOR
    • G03F7/00—Photomechanical, e.g. photolithographic, production of textured or patterned surfaces, e.g. printing surfaces; Materials therefor, e.g. comprising photoresists; Apparatus specially adapted therefor
    • G03F7/0005—Production of optical devices or components in so far as characterised by the lithographic processes or materials used therefor
    • G03F7/0007—Filters, e.g. additive colour filters; Components for display devices
    • G—PHYSICS
    • G03—PHOTOGRAPHY; CINEMATOGRAPHY; ANALOGOUS TECHNIQUES USING WAVES OTHER THAN OPTICAL WAVES; ELECTROGRAPHY; HOLOGRAPHY
    • G03F—PHOTOMECHANICAL PRODUCTION OF TEXTURED OR PATTERNED SURFACES, e.g. FOR PRINTING, FOR PROCESSING OF SEMICONDUCTOR DEVICES; MATERIALS THEREFOR; ORIGINALS THEREFOR; APPARATUS SPECIALLY ADAPTED THEREFOR
    • G03F7/00—Photomechanical, e.g. photolithographic, production of textured or patterned surfaces, e.g. printing surfaces; Materials therefor, e.g. comprising photoresists; Apparatus specially adapted therefor
    • G03F7/004—Photosensitive materials
    • G03F7/0045—Photosensitive materials with organic non-macromolecular light-sensitive compounds not otherwise provided for, e.g. dissolution inhibitors
    • G—PHYSICS
    • G03—PHOTOGRAPHY; CINEMATOGRAPHY; ANALOGOUS TECHNIQUES USING WAVES OTHER THAN OPTICAL WAVES; ELECTROGRAPHY; HOLOGRAPHY
    • G03F—PHOTOMECHANICAL PRODUCTION OF TEXTURED OR PATTERNED SURFACES, e.g. FOR PRINTING, FOR PROCESSING OF SEMICONDUCTOR DEVICES; MATERIALS THEREFOR; ORIGINALS THEREFOR; APPARATUS SPECIALLY ADAPTED THEREFOR
    • G03F7/00—Photomechanical, e.g. photolithographic, production of textured or patterned surfaces, e.g. printing surfaces; Materials therefor, e.g. comprising photoresists; Apparatus specially adapted therefor
    • G03F7/004—Photosensitive materials
    • G03F7/075—Silicon-containing compounds
    • G03F7/0757—Macromolecular compounds containing Si-O, Si-C or Si-N bonds

Abstract

本發明涉及著色光固化樹脂組合物、使用其的濾色器和包括其的液晶顯示裝置。所述著色光固化樹脂組合物的特徵在於，包含光固化化合物(A)、黏合劑樹脂(B)、光引發劑(D)和溶劑(E)，所述光固化化合物(A)包含下述化學式(1)的化合物，所述黏合劑樹脂(B)包含下述化學式(2)或下述化學式(3)的單體。 The present invention relates to a colored photocurable resin composition, a color filter using the same, and a liquid crystal display device including the same. The colored photocurable resin composition includes a photocurable compound (A), a binder resin (B), a photoinitiator (D), and a solvent (E), and the photocurable compound (A) includes the following The compound of the chemical formula (1), wherein the binder resin (B) contains a monomer of the following chemical formula (2) or the following chemical formula (3).

Description

著色光固化樹脂組合物、濾色器和包括其的液晶顯示裝置 Colored light-curable resin composition, color filter, and liquid crystal display device including the same

本發明係關於一種著色光固化樹脂組合物、濾色器和包括所述濾色器的液晶顯示裝置，更具體地，關於一種用於製作著色劑含量高的可高色彩再現的濾色器的著色光固化樹脂組合物。 The present invention relates to a colored light-curable resin composition, a color filter, and a liquid crystal display device including the same, and more particularly, to a method for producing a color filter with high colorant content and high color reproduction. Colored photocurable resin composition.

液晶顯示裝置中使用的濾色器是通過染色法、印刷法、電沉積法和顏料分散法等在玻璃等透明基板上形成紅色、綠色、藍色等精細像素的濾色器。其中，最近為了製造用於液晶顯示裝置的濾色器，大多使用生產率高、精細加工性優異的顏料分散法，即利用顏料分散的光固化樹脂組合物進行的製造法。該方法為以如下方式進行的方法：將顏料分散的光固化樹脂組合物塗布在玻璃等透明基板上形成塗膜，通過掩模利用射線照射前述塗膜進行曝光後，通過顯影處理除去非曝光部而形成圖案。以下，將前述用於製造濾色器的顏料分散的光固化樹脂組合物稱為濾色器用光固化樹脂組合物。 A color filter used in a liquid crystal display device is a color filter that forms fine pixels such as red, green, and blue on a transparent substrate such as glass by a dyeing method, a printing method, an electrodeposition method, and a pigment dispersion method. Among them, recently, in order to manufacture color filters for liquid crystal display devices, a pigment dispersion method having high productivity and excellent fine processability, that is, a manufacturing method using a pigment-dispersed photocurable resin composition has been mostly used. This method is a method in which a pigment-dispersed photocurable resin composition is coated on a transparent substrate such as glass to form a coating film, and the coating film is irradiated with radiation through a mask for exposure, and then the non-exposed portion is removed by development processing. While forming a pattern. Hereinafter, the pigment-dispersed photocurable resin composition for producing a color filter is referred to as a photocurable resin composition for a color filter.

濾色器用光固化樹脂組合物通常包含顏料、黏合劑用高分子樹脂、光聚合性單體、光引發劑和溶劑，根據需要，可對其添加表面活性劑、黏合促進劑和殘渣減少用化合物等。最近，隨著濾色器逐漸高色度化和高色彩再現化，濾色器用組合物中的顏料濃度變高。然而，使用著色劑含量高的著色光固化樹脂組合物形成像素時，存在以下問題：顯影工序期間在未曝光部的基板上產生顯影殘渣，或者由於未曝光部以並非完全溶解形式的剝離形式顯影，顯影液堵塞濾色器，工序中未溶解而殘留的雜質附著在像素和非像素的基板。因此，作為減少像素的顯影殘渣的方法要求使用包含賦予酸值的多官能化合物的組合物並提高顯影性的技術。 The photocurable resin composition for a color filter generally contains a pigment, a polymer resin for a binder, a photopolymerizable monomer, a photoinitiator, and a solvent, and a surfactant, an adhesion promoter, and a residue reducing compound may be added thereto as necessary. Wait. Recently, as the color filter has been gradually increased in chroma and color reproduction, the pigment concentration in the color filter composition has increased. However, when a pixel is formed using a colored light-curing resin composition having a high colorant content, there are problems in that a development residue is generated on the substrate of the unexposed portion during the developing process, or the unexposed portion is developed in a peeled form that is not completely dissolved. The developing solution blocks the color filter, and impurities that remain undissolved in the process adhere to the pixel and non-pixel substrates. Therefore, as a method of reducing the development residue of a pixel, a technique using a composition containing a polyfunctional compound imparting an acid value and improving the developability is required.

專利文獻 Patent literature

專利文獻1：日本特開第2010-237664號說明書。 Patent Document 1: Japanese Patent Application Laid-Open No. 2010-237664.

然而，此時，在曝光部形成的像素的固化度不夠，存在黏附性降低而造成圖案剝離、塗膜表面不良，耐溶劑性不足的問題。 However, at this time, the degree of curing of the pixel formed in the exposed portion is insufficient, and there is a problem that the adhesion is reduced, the pattern is peeled off, the surface of the coating film is defective, and the solvent resistance is insufficient.

另一方面，日本特開第2010-237664號中公開了一種濾色器用著色組合物，在利用噴墨法製造濾色器時，為了使像素具有充分的平坦性，甚至具有耐藥品性、耐熱性和耐水性，同時使用具有羧基的多官能化合物和三聚氰胺樹脂。然而，前述組合物具有顯影性不足、溶解性差的缺點。 On the other hand, Japanese Patent Application Laid-Open No. 2010-237664 discloses a coloring composition for a color filter. When a color filter is manufactured by an inkjet method, in order to make the pixel have sufficient flatness, it even has chemical resistance and heat resistance. Resistance and water resistance, using a polyfunctional compound with a carboxyl group and a melamine resin simultaneously. However, the aforementioned composition has the disadvantages of insufficient developability and poor solubility.

本發明為了解決該現有技術中的問題而作出，目的在 於：為了製造著色劑含量高的可高色彩再現的濾色器，提供一種不僅固化度和靈敏度良好，而且減少顯影殘渣並提高顯影速度的著色光固化樹脂組合物。 The present invention has been made in order to solve the problems in the prior art, and aims at Yu: In order to produce a color filter with high colorant content and high color reproduction, a colored light-curing resin composition is provided which not only has good curing degree and sensitivity, but also reduces development residues and increases development speed.

為了實現上述目的，本發明提供一種著色光固化樹脂組合物，其特徵在於，包含光固化化合物(A)、黏合劑樹脂(B)、光引發劑(D)和溶劑(E)，所述光固化化合物(A)包含下述化學式(1)的化合物，所述黏合劑樹脂(B)包含下述化學式(2)或下述化學式(3)的單體。 In order to achieve the above object, the present invention provides a colored photocurable resin composition, which is characterized by comprising a photocurable compound (A), a binder resin (B), a photoinitiator (D), and a solvent (E). The cured compound (A) contains a compound of the following chemical formula (1), and the binder resin (B) contains a monomer of the following chemical formula (2) or the following chemical formula (3).

Figure TWI615674BD00001
Figure TWI615674BD00001

Figure TWI615674BD00002
Figure TWI615674BD00002

前述化學式(2)中，R1、R2、R3和R4彼此獨立地表示氫原子、鹵素原子或碳數1~20的有機殘基(有機殘基可含 有氧原子)。 In the aforementioned chemical formula (2), R 1 , R 2 , R 3, and R 4 independently represent a hydrogen atom, a halogen atom, or an organic residue having 1 to 20 carbon atoms (the organic residue may contain an oxygen atom).

Figure TWI615674BD00003
Figure TWI615674BD00003

前述化學式(3)中，R5、R6、R7和R8彼此獨立地表示氫原子、鹵素原子或碳數1~20的有機殘基(有機殘基可含有氧原子)。 In the aforementioned chemical formula (3), R 5 , R 6 , R 7, and R 8 independently represent a hydrogen atom, a halogen atom, or an organic residue having 1 to 20 carbon atoms (the organic residue may contain an oxygen atom).

另外，本發明提供一種用所述著色光固化樹脂組合物製造的濾色器。 The present invention also provides a color filter manufactured using the colored photocurable resin composition.

進而，本發明提供一種包括所述濾色器的液晶顯示裝置。 Furthermore, the present invention provides a liquid crystal display device including the color filter.

根據本發明中的著色光固化樹脂組合物，能夠提供顯影時間、顯影殘渣、靈敏度和耐溶劑性優異的著色光固化樹脂組合物，具有能夠獲得包含該著色光固化樹脂組合物的可高色彩再現的濾色器的優點。 According to the colored photo-curable resin composition of the present invention, a colored photo-curable resin composition having excellent development time, development residue, sensitivity, and solvent resistance can be provided, and high color reproduction capable of including the colored photo-curable resin composition can be obtained. The advantages of color filters.

此外，本發明中的組合物能夠提供具有優異的顯影性、固化度高、靈敏度和可靠性高的濾色器。 In addition, the composition in the present invention can provide a color filter having excellent developability, high curing degree, and high sensitivity and reliability.

以下，詳細說明本發明。 Hereinafter, the present invention will be described in detail.

本發明中的著色光固化樹脂組合物包含光固化化合物(A)、黏合劑樹脂(B)、光引發劑(D)和溶劑(E)，所述光固化化合物(A)包含下述化學式(1)的化合物，所述黏合劑樹脂(B)包含下述化學式(2)或下述化學式(3)的單體。 The colored photocurable resin composition in the present invention includes a photocurable compound (A), a binder resin (B), a photoinitiator (D), and a solvent (E). The photocurable compound (A) includes the following chemical formula ( The compound of 1), wherein the binder resin (B) contains a monomer of the following chemical formula (2) or the following chemical formula (3).

Figure TWI615674BD00004
Figure TWI615674BD00004

前述化學式(2)中，R1、R2、R3和R4彼此獨立地表示氫原子、鹵素原子或碳數1~20的有機殘基(有機殘基可含有氧原子)。 In the aforementioned chemical formula (2), R 1 , R 2 , R 3, and R 4 independently represent a hydrogen atom, a halogen atom, or an organic residue having 1 to 20 carbon atoms (the organic residue may contain an oxygen atom).

前述化學式(3)中，R5、R6、R7和R8彼此獨立地表示氫原子、鹵素原子或碳數1~20的有機殘基(有機殘基可含有氧原子)。 In the aforementioned chemical formula (3), R 5 , R 6 , R 7, and R 8 independently represent a hydrogen atom, a halogen atom, or an organic residue having 1 to 20 carbon atoms (the organic residue may contain an oxygen atom).

以下，分別詳細說明構成本發明的著色樹脂組合物的各成分。然而，本發明不限於這些成分。 Hereinafter, each component which comprises the colored resin composition of this invention is demonstrated in detail. However, the present invention is not limited to these components.

光固化化合物(A) Photocurable compound (A)

前述光固化化合物(A)的特徵在於包含下述化學式(1)的化合物。化學式(1)的化合物是分子內具有一個以上羧基和五個以上光固化性乙烯基的化合物。 The photocurable compound (A) is characterized by including a compound of the following chemical formula (1). The compound of the chemical formula (1) is a compound having one or more carboxyl groups and five or more photocurable vinyl groups in the molecule.

本發明中，光固化化合物可附加包含通過光照射由光引發劑產生的活性基和酸等可聚合的單體。作為前述單體的具體示例，可列舉出：乙二醇二丙烯酸酯、三乙二醇二丙烯酸酯、1,4-丁二醇二丙烯酸酯、1,6-己二醇二丙烯酸酯、新戊二醇二丙烯酸酯、季戊四醇丙烯酸酯、季戊四醇二丙烯酸酯、季戊四醇三丙烯酸酯、二季戊四醇二丙烯酸酯、二季戊四醇三丙烯酸酯、二季戊四醇五丙烯酸酯、季戊四醇六丙烯酸酯、雙酚A二丙烯酸酯、三羥甲基丙烷三丙烯酸酯、酚醛清漆環氧丙烯酸酯、乙二醇二甲基丙烯酸酯、二乙二醇二甲基丙烯酸酯、三乙二醇二甲基丙烯酸酯、丙二醇二甲基丙烯酸酯、1,4-丁二醇二甲基丙烯酸酯、1,6-己二醇二甲基丙烯酸酯等。 In the present invention, the photocurable compound may additionally contain a polymerizable monomer such as an active group and an acid generated from a photoinitiator by light irradiation. Specific examples of the aforementioned monomer include ethylene glycol diacrylate, triethylene glycol diacrylate, 1,4-butanediol diacrylate, 1,6-hexanediol diacrylate, and Pentylene glycol diacrylate, pentaerythritol acrylate, pentaerythritol diacrylate, pentaerythritol triacrylate, dipentaerythritol diacrylate, dipentaerythritol triacrylate, dipentaerythritol pentaacrylate, pentaerythritol hexaacrylate, bisphenol A diacrylate , Trimethylolpropane triacrylate, novolac epoxy acrylate, ethylene glycol dimethacrylate, diethylene glycol dimethacrylate, triethylene glycol dimethacrylate, propylene glycol dimethyl Acrylate, 1,4-butanediol dimethacrylate, 1,6-hexanediol dimethacrylate, and the like.

前述光固化化合物相對於光固化樹脂組合物中的固體成分以重量比計優選為5~45重量%，更優選為10~35重量%。在前述光固化化合物的含量以前述基準計在5~45重量%的範圍內的情況下，像素部的強度、平坦性良好，因此優選。 The weight ratio of the photo-curable compound to the solid content in the photo-curable resin composition is preferably 5 to 45% by weight, and more preferably 10 to 35% by weight. When the content of the photocurable compound is within a range of 5 to 45% by weight on the basis of the foregoing, the strength and flatness of the pixel portion are good, which is preferable.

在本發明的光固化化合物中，下述化學式(1)的化合物可為30~100重量%。下述化學式(1)的化合物在前述範圍內時，具有改善顯影速度的效果。 In the photocurable compound of the present invention, the compound of the following chemical formula (1) may be 30 to 100% by weight. When the compound of the following chemical formula (1) is within the aforementioned range, it has the effect of improving the development speed.

[化學式(1)]

Figure TWI615674BD00005
[Chemical formula (1)]
Figure TWI615674BD00005

黏合劑樹脂(B) Adhesive resin (B)

本發明的黏合劑樹脂可為包含下述化學式(2)(B1)或化學式(3)(B2)的單體的共聚物。優選地，可附加地列舉出包含羧基的單體以及與該單體可共聚的其他單體的共聚物。 The binder resin of the present invention may be a copolymer containing monomers of the following chemical formulas (2) (B1) or (3) (B2). Preferably, a copolymer of a carboxyl group-containing monomer and other monomers copolymerizable with the monomer may be additionally listed.

Figure TWI615674BD00006
Figure TWI615674BD00006

前述化學式(2)中，R1、R2、R3和R4彼此獨立地表示氫原子、鹵素原子或碳數1~20的有機殘基(有機殘基可含有氧原子)。 In the aforementioned chemical formula (2), R 1 , R 2 , R 3, and R 4 independently represent a hydrogen atom, a halogen atom, or an organic residue having 1 to 20 carbon atoms (the organic residue may contain an oxygen atom).

Figure TWI615674BD00007
Figure TWI615674BD00007

前述化學式(3)中，R5、R6、R7和R8彼此獨立地表示 氫原子、鹵素原子或碳數1~20的有機殘基(有機殘基可含有氧原子)。 In the aforementioned chemical formula (3), R 5 , R 6 , R 7, and R 8 independently represent a hydrogen atom, a halogen atom, or an organic residue having 1 to 20 carbon atoms (the organic residue may contain an oxygen atom).

包含前述化學式(2)的單體的聚合物可通過2-(溴甲基)丙烯酸甲酯(

Figure TWI615674BD00008
公司產品)、三乙胺(
Figure TWI615674BD00009
Figure TWI615674BD00010
公司產品)和2-(羥甲基)丙烯酸甲酯(
Figure TWI615674BD00011
Figure TWI615674BD00012
公司產品)的聚合而得到。前述聚合使用的溶劑可使用丙二醇甲醚(TCI公司產品)和2,2’-偶氮二異丁腈(Wako公司產品)。 The polymer containing the monomer of the aforementioned chemical formula (2) can be obtained by methyl 2- (bromomethyl) acrylate (
Figure TWI615674BD00008
Company products), triethylamine (
Figure TWI615674BD00009
Figure TWI615674BD00010
Company products) and methyl 2- (hydroxymethyl) acrylate (
Figure TWI615674BD00011
Figure TWI615674BD00012
Company products). As the solvent used in the aforementioned polymerization, propylene glycol methyl ether (product of TCI company) and 2,2'-azobisisobutyronitrile (product of Wako company) can be used.

包含前述化學式(3)的單體的共聚物可使用取代或未取代的二氫呋喃等，用與化學式(2)一樣的方法進行聚合。 The copolymer containing the monomer of the aforementioned chemical formula (3) can be polymerized in the same manner as in the chemical formula (2) using a substituted or unsubstituted dihydrofuran or the like.

在前述黏合劑樹脂中，化學式(2)或化學式(3)的單體含量比例相對於總含量以重量比計為1~50重量%，優選1~20重量%，更優選1~10重量%。若在前述範圍內，可提高固化度，即使是顏料含量高的組合物在顯影時也能夠正確地形成圖案，因而優選。 In the aforementioned binder resin, the monomer content ratio of the chemical formula (2) or the chemical formula (3) is 1 to 50% by weight, preferably 1 to 20% by weight, and more preferably 1 to 10% by weight relative to the total content. . If it is in the said range, since a hardening degree can be improved and a composition with a high pigment content can form a pattern correctly at the time of image development, it is preferable.

本發明的黏合劑樹脂除了前述化學式(2)或化學式(3)的單體以外，還可包含含羧基的單體。作為前述含羧基的單體例如可列舉出不飽和單羧酸、不飽和二羧酸、以及不飽和三羧酸等分子中具有一個以上羧基的不飽和多元羧酸等。 The adhesive resin of the present invention may contain a carboxyl group-containing monomer in addition to the monomers of the aforementioned chemical formula (2) or chemical formula (3). Examples of the carboxyl group-containing monomer include unsaturated polycarboxylic acids having one or more carboxyl groups in a molecule such as unsaturated monocarboxylic acid, unsaturated dicarboxylic acid, and unsaturated tricarboxylic acid.

前述不飽和單羧酸可列舉出例如丙烯酸、甲基丙烯 酸、巴豆酸、α-氯代丙烯酸和桂皮酸等。 Examples of the unsaturated monocarboxylic acid include acrylic acid and methacrylic acid. Acids, crotonic acid, α-chloroacrylic acid and cinnamic acid.

前述不飽和二羧酸可列舉出例如馬來酸、富馬酸、衣康酸、寧康酸和中康酸等。 Examples of the unsaturated dicarboxylic acid include maleic acid, fumaric acid, itaconic acid, ningconic acid, and mesaconic acid.

前述不飽和多元羧酸可為酸酐，具體可列舉出馬來酸酐、衣康酸酐和寧康酸酐等。此外，前述不飽和多元羧酸可為其單(2-甲基丙烯醯氧基烷基)酯，例如琥珀酸單(2-丙烯醯氧基乙酯)、琥珀酸單(2-甲基丙烯醯氧基乙酯)、鄰苯二甲酸單(2-丙烯醯氧基乙酯)和鄰苯二甲酸單(2-甲基丙烯醯氧基乙酯)等。前述不飽和多元羧酸可為其兩末端的二羧基聚合物的單(甲基)丙烯酸酯，例如ω-羧基聚己內酯單丙烯酸酯和ω-羧基聚己內酯單甲基丙烯酸酯等。 The unsaturated polycarboxylic acid may be an acid anhydride, and specific examples thereof include maleic anhydride, itaconic anhydride, and ningconic anhydride. In addition, the aforementioned unsaturated polycarboxylic acid may be a mono (2-methacryloxyalkyl) ester thereof, for example, succinic acid mono (2-propylenepropoxyethyl), succinic acid mono (2-methylpropene) Ethoxyethyl), phthalic acid mono (2-propenyloxyethyl) and phthalic acid mono (2-methacryloxyethyl). The aforementioned unsaturated polycarboxylic acid may be a mono (meth) acrylate of a dicarboxy polymer at both ends thereof, for example, ω-carboxy polycaprolactone monoacrylate and ω-carboxy polycaprolactone monomethacrylate, etc. .

前述含羧基的單體可分別單獨使用或混合兩種以上使用。 The aforementioned carboxyl group-containing monomers may be used alone or in combination of two or more kinds.

本發明的黏合劑樹脂可包含與前述含羧基的單體可共聚的其他單體。 The binder resin of the present invention may contain other monomers copolymerizable with the aforementioned carboxyl group-containing monomer.

作為與前述含羧基的單體可共聚的其他單體，例如可舉出：苯乙烯、α-甲基苯乙烯、鄰乙烯基甲苯、間乙烯基甲苯、對乙烯基甲苯、對氯苯乙烯、鄰甲氧基苯乙烯、間甲氧基苯乙烯、對甲氧基苯乙烯、鄰乙烯基苄基甲基醚、間乙烯基苄基甲基醚、對乙烯基苄基甲基醚、鄰乙烯基苄基縮水甘油醚、間乙烯基苄基縮水甘油醚、對乙烯基苄基縮水甘油醚和茚等芳族乙烯基化合物；丙烯酸甲酯、甲基 丙烯酸甲酯、丙烯酸乙酯、甲基丙烯酸乙酯、丙烯酸正丙酯、甲基丙烯酸正丙酯、丙烯酸異丙酯、甲基丙烯酸異丙酯、丙烯酸正丁酯、甲基丙烯酸正丁酯、丙烯酸異丁酯、甲基丙烯酸異丁酯、丙烯酸仲丁酯、甲基丙烯酸仲丁酯、丙烯酸叔丁酯、甲基丙烯酸叔丁酯、丙烯酸-2-羥基乙酯、甲基丙烯酸-2-羥基乙酯、丙烯酸-2-羥基丙酯、甲基丙烯酸-2-羥基丙酯、丙烯酸-3-羥基丙酯、甲基丙烯酸-3-羥基丙酯、丙烯酸-2-羥基丁酯、甲基丙烯酸-2-羥基丁酯、丙烯酸-3-羥基丁酯、甲基丙烯酸-3-羥基丁酯、丙烯酸-4-羥基丁酯、甲基丙烯酸-4-羥基丁酯、丙烯酸烯丙酯、甲基丙烯酸烯丙酯、丙烯酸苄酯、甲基丙烯酸苄酯、丙烯酸環己酯、甲基丙烯酸環己酯、丙烯酸苯酯、甲基丙烯酸苯酯、丙烯酸-2-甲氧基乙酯、甲基丙烯酸-2-甲氧基乙酯、丙烯酸-2-苯氧基乙酯、甲基丙烯酸-2-苯氧基乙酯、丙烯酸甲氧基二乙二醇酯、甲基丙烯酸甲氧基二乙二醇酯、丙烯酸甲氧基三乙二醇酯、甲基丙烯酸甲氧基三乙二醇酯、丙烯酸甲氧基丙二醇酯、甲基丙烯酸甲氧基丙二醇酯、丙烯酸異冰片酯、甲基丙烯酸異冰片酯、丙烯酸二環戊二烯酯、甲基丙烯酸二環戊二烯酯、丙烯酸-2-羥基-3-苯氧基丙酯、甲基丙烯酸-2-羥基-3-苯氧基丙酯、單丙烯酸甘油酯和單甲基丙烯酸甘油酯等不飽和羧酸酯類；丙烯酸-2-氨基乙酯、甲基丙烯酸-2-氨基乙酯、丙烯酸-2-二甲基氨基乙酯、甲基丙烯酸-2-二甲基氨基乙酯、丙烯酸-2-氨基丙酯、甲基丙烯酸-2-氨基丙酯、丙烯酸-2-二甲基氨基丙酯、甲基丙烯酸-2-二甲 基氨基丙酯、丙烯酸-3-氨丙酯、甲基丙烯酸-3-氨基丙酯、丙烯酸-3-二甲基氨基丙酯和甲基丙烯酸-3-二甲基氨基丙酯等不飽和羧酸氨基烷基酯類；丙烯酸縮水甘油酯和甲基丙烯酸縮水甘油酯等不飽和羧酸縮水甘油酯類；乙酸乙烯酯、丙酸乙烯酯、丁酸乙烯酯和苯甲酸乙烯酯等羧酸乙烯酯類；乙烯基甲基醚、乙烯基乙基醚和烯丙基縮水甘油基醚等不飽和醚類；丙烯腈、甲基丙烯腈、α-氯丙烯腈和偏二氰乙烯等氰化乙烯基化合物類；丙烯醯胺、甲基丙烯醯胺、α-氯代丙烯醯胺、N-2-羥基乙基丙烯醯胺和N-2-羥乙基甲基丙烯醯胺等不飽和醯胺類；馬來醯亞胺、N-苯基馬來醯亞胺和N-環己基馬來醯亞胺等不飽和醯亞胺類；1,3-丁二烯、異戊二烯和氯丁二烯等脂族共軛二烯類；以及在聚苯乙烯、聚丙烯酸甲酯、聚甲基丙烯酸甲酯、聚丙烯酸正丁酯、聚甲基丙烯酸正丁酯和聚矽氧烷的聚合物分子鏈的末端具有單丙烯醯基或單甲基丙烯醯氧基的巨大單體類。這些單體能夠分別單獨使用或混合使用兩種以上。 Examples of other monomers copolymerizable with the carboxyl group-containing monomer include styrene, α -methylstyrene, o-vinyltoluene, m-vinyltoluene, p-vinyltoluene, p-chlorostyrene, O-methoxystyrene, m-methoxystyrene, p-methoxystyrene, o-vinyl benzyl methyl ether, m-vinyl benzyl methyl ether, p-vinyl benzyl methyl ether, o-vinyl Aromatic vinyl compounds such as benzyl glycidyl ether, m-vinyl benzyl glycidyl ether, p-vinyl benzyl glycidyl ether and indene; methyl acrylate, methyl methacrylate, ethyl acrylate, methacrylic acid Ethyl ester, n-propyl acrylate, n-propyl methacrylate, isopropyl acrylate, isopropyl methacrylate, n-butyl acrylate, n-butyl methacrylate, isobutyl acrylate, isobutyl methacrylate , Sec-butyl acrylate, sec-butyl methacrylate, t-butyl acrylate, t-butyl methacrylate, 2-hydroxyethyl acrylate, 2-hydroxyethyl methacrylate, 2-hydroxypropyl acrylate , 2-hydroxypropyl methacrylate, acrylic acid-3 -Hydroxypropyl, 3-hydroxypropyl methacrylate, 2-hydroxybutyl acrylate, 2-hydroxybutyl methacrylate, 3-hydroxybutyl acrylate, 3-hydroxybutyl methacrylate , 4-hydroxybutyl acrylate, 4-hydroxybutyl methacrylate, allyl acrylate, allyl methacrylate, benzyl acrylate, benzyl methacrylate, cyclohexyl acrylate, methacrylic acid ring Hexyl ester, phenyl acrylate, phenyl methacrylate, 2-methoxyethyl acrylate, 2-methoxyethyl methacrylate, 2-phenoxyethyl acrylate, methacrylic acid-2 -Phenoxyethyl ester, methoxydiethylene glycol acrylate, methoxydiethylene glycol methacrylate, methoxytriethylene glycol acrylate, methoxytriethylene glycol methacrylate , Methoxypropyl glycol acrylate, methoxypropylene glycol methacrylate, isobornyl acrylate, isobornyl methacrylate, dicyclopentadiene acrylate, dicyclopentadiene methacrylate, acrylic acid-2 -Hydroxy-3-phenoxypropyl, 2-hydroxy-3-phenoxypropyl methacrylate, glyceryl monoacrylate, and mono Unsaturated carboxylic acid esters such as glyceryl methacrylate; 2-aminoethyl acrylate, 2-aminoethyl methacrylate, 2-dimethylaminoethyl acrylate, 2-dimethyl methacrylate Aminoaminoethyl, 2-aminopropyl acrylate, 2-aminopropyl methacrylate, 2-dimethylaminopropyl acrylate, 2-dimethylaminopropyl methacrylate, acrylic acid-3 -Unsaturated carboxylic acid aminoalkyl esters such as aminopropyl, 3-aminopropyl methacrylate, 3-dimethylaminopropyl acrylate, and 3-dimethylaminopropyl methacrylate; acrylic acid Unsaturated carboxylic acid glycidyl esters such as glycidyl ester and glycidyl methacrylate; vinyl carboxylates such as vinyl acetate, vinyl propionate, vinyl butyrate, and vinyl benzoate; vinyl methyl ether , Unsaturated ethyl ethers such as vinyl ethyl ether and allyl glycidyl ether; acrylonitrile, methacrylonitrile, α -chloroacrylonitrile, and vinyl cyanide compounds such as vinylidene chloride; acrylamide, methyl acrylamide, α - chloro acrylamide, N-2- hydroxyethyl acrylamide and N-2- hydroxyethyl Bing Xixi Unsaturated fluorenimides; maleimide, N-phenylmaleimide and N-cyclohexylmaleimide, etc .; unsaturated 1,3-butadiene, isoprene Aliphatic conjugated dienes such as diene and chloroprene; and in polystyrene, polymethyl acrylate, polymethyl methacrylate, poly-n-butyl acrylate, poly-n-butyl methacrylate, and polysilicon The macromolecular monomers of the oxane polymer molecular chain have a monoacrylfluorenyl group or a monomethacrylfluorenyloxy group at the end. These monomers can be used individually or in mixture of 2 or more types.

前述黏合劑樹脂(B)相對於著色光固化樹脂組合物中的固體成分的總重量以重量比計可在1~60重量%範圍內，優選在5~50重量%的範圍內使用。當黏合劑樹脂(B)作為前述基準在1~60重量%的範圍內時，溶解度良好，圖案形成性優良而優選。 The binder resin (B) may be used in a range of 1 to 60% by weight, and preferably in a range of 5 to 50% by weight based on the total weight of the solid content in the colored photocurable resin composition. When the binder resin (B) is in the range of 1 to 60% by weight as the reference, the solubility is good, and the pattern forming property is excellent.

著色劑(C) Colorant (C)

本發明的著色劑的特徵在於包含一種以上的顏料或一種以上的染料。 The coloring agent of the present invention is characterized by containing one or more pigments or one or more dyes.

顏料(c1) Pigment (c1)

前述顏料可以使用在該領域中通常使用的有機顏料或無機顏料。 As the aforementioned pigment, an organic pigment or an inorganic pigment generally used in this field can be used.

前述有機顏料或無機顏料可以使用在印刷墨、噴墨墨等中使用的各種顏料，具體而言，可列舉出水溶性偶氮顏料、不溶性偶氮顏料、酞菁顏料、喹吖啶酮顏料、異吲哚滿酮顏料、異二氫吲哚顏料、苝顏料、芘酮顏料、二噁嗪顏料、蒽醌顏料、二蒽醌顏料、蒽嘧啶顏料、蒽垛蒽醌(anthanthrone)顏料、陰丹酮顏料、黃烷士酮顏料、皮蒽酮顏料及二酮吡咯并吡咯顏料等。 As the organic pigment or the inorganic pigment, various pigments used in printing inks, inkjet inks, and the like can be used. Specific examples include water-soluble azo pigments, insoluble azo pigments, phthalocyanine pigments, quinacridone pigments, and isocyanate. Indolinone pigment, isoindoline pigment, osmium pigment, fluorenone pigment, dioxazine pigment, anthraquinone pigment, dianthraquinone pigment, anthracene pigment, anthracene anthraquinone pigment, indanthrone Pigments, flavanone pigments, dermatanone pigments, and diketopyrrolopyrrole pigments.

作為前述無機顏料，可列舉出金屬氧化物和金屬配位元化合物等金屬化合物，具體而言，可列舉出鐵、鈷、鋁、鎘、鉛、銅、鈦、鎂、鉻、鋅、銻和炭黑等金屬的氧化物或複合金屬氧化物等。 Examples of the inorganic pigment include metal compounds such as metal oxides and metal complex compounds, and specifically, iron, cobalt, aluminum, cadmium, lead, copper, titanium, magnesium, chromium, zinc, antimony, and Oxides of metals such as carbon black or composite metal oxides.

尤其是，作為前述有機顏料及無機顏料，具體而言，可列舉出在顯色指數(The society of Dyers and Colourists出版)下分類為顏料的化合物，更具體而言，可列舉出如下面的顯色指數(C.I.)編號的顏料，但並不一定限定於此。 In particular, as the aforementioned organic pigments and inorganic pigments, specifically, compounds classified as pigments under the color rendering index (published by The society of Dyers and Colourists) can be listed, and more specifically, as shown below Color index (CI) numbered pigments are not necessarily limited thereto.

C.I.顏料黃13、20、24、31、53、83、86、93、94、109、110、117、125、137、138、139、147、148、150、153、154、166、173、180及185；C.I.顏料橙13、31、36、38、40、42、43、51、55、59、61、64、65及71；C.I.顏料紅9、97、105、122、123、144、149、166、 168、176、177、180、192、215、216、224、242、254、255及264；C.I.顏料紫14、19、23、29、32、33、36、37及38；C.I.顏料藍15(15：3、15：4、15：6等)、21、28、60、64及76；C.I.顏料綠7、10、15、25、36、47及58；C.I.顏料棕28；C.I.顏料黑1及7等。 CI Pigment Yellow 13, 20, 24, 31, 53, 83, 86, 93, 94, 109, 110, 117, 125, 137, 138, 139, 147, 148, 150, 153, 154, 166, 173, 180 And 185; CI Pigment Orange 13, 31, 36, 38, 40, 42, 43, 51, 55, 59, 61, 64, 65, and 71; CI Pigment Red 9, 97, 105, 122, 123, 144, 149 , 166, 168, 176, 177, 180, 192, 215, 216, 224, 242, 254, 255, and 264; CI Pigment Violet 14, 19, 23, 29, 32, 33, 36, 37, and 38; CI Pigment Blue 15 ( 15: 3, 15: 4, 15: 6, etc.), 21, 28, 60, 64, and 76; CI Pigment Green 7, 10, 15, 25, 36, 47, and 58; CI Pigment Brown 28; CI Pigment Black 1 And 7th.

前述顏料(c1)可以分別單獨使用或組合兩種以上進行使用。 The said pigment (c1) can be used individually or in combination of 2 or more types.

在前述例示的C.I.顏料中，也可以更適當地使用選自如下顏料的顏料：C.I.顏料黃138、C.I.顏料黃139、C.I.顏料黃150、C.I.顏料黃185、C.I.顏料橙38、C.I.顏料紅122、C.I.顏料紅166、C.I.顏料紅177、C.I.顏料紅208、C.I.顏料紅242、C.I.顏料紅254、C.I.顏料紅255、C.I.顏料紫23、C.I.顏料藍15：3、C.I.顏料藍15：6、C.I.顏料綠7、C.I.顏料綠36和C.I.顏料綠58。 Among the CI pigments exemplified above, pigments selected from the following pigments: CI Pigment Yellow 138, CI Pigment Yellow 139, CI Pigment Yellow 150, CI Pigment Yellow 185, CI Pigment Orange 38, and CI Pigment Red 122 may also be used more appropriately. , CI Pigment Red 166, CI Pigment Red 177, CI Pigment Red 208, CI Pigment Red 242, CI Pigment Red 254, CI Pigment Red 255, CI Pigment Purple 23, CI Pigment Blue 15: 3, CI Pigment Blue 15: 6, CI Pigment Green 7, CI Pigment Green 36 and CI Pigment Green 58.

前述顏料優選使用其粒徑均勻分散的顏料分散液。作為用於使顏料的粒徑均勻分散的方法的一例，可列舉出含有顏料分散劑(c2)進行分散處理的方法等，根據所述方法，能夠得到顏料均勻分散於溶液中的狀態的顏料分散液。 The pigment is preferably a pigment dispersion liquid in which the particle diameter is uniformly dispersed. As an example of a method for uniformly dispersing the particle diameter of a pigment, a method including dispersing treatment containing a pigment dispersant (c2) may be mentioned. According to this method, pigment dispersion in a state where the pigment is uniformly dispersed in a solution can be obtained liquid.

顏料分散劑(c2) Pigment dispersant (c2)

前述顏料分散劑為了顏料的反絮凝和穩定性維持而添加，作為前述顏料分散劑的具體示例，可列舉出陽離子系、 陰離子系、非離子系、兩性、聚酯系和聚胺系等表面活性劑等，這些顏料分散劑可以分別單獨使用或組合兩種以上進行使用。 The pigment dispersant is added for pigment deflocculation and stability maintenance. Specific examples of the pigment dispersant include cationic, Anionic, nonionic, amphoteric, polyester, and polyamine surfactants, etc. These pigment dispersants can be used alone or in combination of two or more.

此外，優選包括含有甲基丙烯酸丁酯(BMA)或N,N-二甲基氨基乙基甲基丙烯酸酯(DMAEMA)的丙烯酸酯系分散劑(以下稱為丙烯酸分散劑)。作為前述丙烯酸酯系分散劑的市售品，可列舉出DISPER BYK-2000、DISPER BYK-2001、DISPER BYK-2070和DISPER BYK-2150等，前述丙烯酸酯系分散劑可以分別單獨使用或組合兩種以上進行使用。 Further, it is preferable to include an acrylate dispersant (hereinafter referred to as an acrylic dispersant) containing butyl methacrylate (BMA) or N, N-dimethylaminoethyl methacrylate (DMAEMA). Examples of commercially available acrylate-based dispersants include DISPER BYK-2000, DISPER BYK-2001, DISPER BYK-2070, and DISPER BYK-2150. The acrylate-based dispersants can be used alone or in combination. Use as above.

前述顏料分散劑(c2)除了前述丙烯酸分散劑之外，也能夠使用其他樹脂類顏料分散劑。作為前述其他樹脂類顏料分散劑，可列舉出：公知的樹脂類顏料分散劑，特別是以聚氨酯和聚丙烯酸酯為代表的聚羧酸酯、不飽和聚醯胺、聚羧酸、聚羧酸的(部分)胺鹽、聚羧酸的銨鹽、聚羧酸的烷基胺鹽、聚矽氧烷、長鏈聚氨基醯胺磷酸鹽、羥基-含聚羧酸的酸酯以及它們的改性生成物、或由具有自由(free)羧基的聚酯與聚(低級亞烷基亞胺)的反應形成的醯胺或這些鹽那樣的油質的分散劑；(甲基)丙烯酸-苯乙烯共聚物、(甲基)丙烯酸-(甲基)丙烯酸酯共聚物、苯乙烯-馬來酸共聚物、聚乙烯醇或聚乙烯吡咯烷酮那樣的水溶性樹脂或水溶性聚合物化合物；聚酯；改性聚丙烯酸酯；環氧乙烷/環氧丙烷的加成生成物及磷酸酯等。 The pigment dispersant (c2) can use other resin-based pigment dispersants in addition to the acrylic dispersant. Examples of the other resin-based pigment dispersants include well-known resin-based pigment dispersants, particularly polycarboxylic acid esters represented by polyurethanes and polyacrylates, unsaturated polyamines, polycarboxylic acids, and polycarboxylic acids. (Partial) amine salts, ammonium salts of polycarboxylic acids, alkylamine salts of polycarboxylic acids, polysiloxanes, long-chain polyaminophosphonium phosphates, hydroxy-polycarboxylic acid-containing acid esters, and their modifications Sexual products, or ammonium amines formed by the reaction of a polyester having a free carboxyl group with poly (lower alkyleneimine) or an oily dispersant such as these salts; (meth) acrylic acid-styrene Copolymer, (meth) acrylic acid- (meth) acrylate copolymer, styrene-maleic acid copolymer, water-soluble resin or water-soluble polymer compound such as polyvinyl alcohol or polyvinylpyrrolidone; polyester; modified Polyacrylate; ethylene oxide / propylene oxide addition products and phosphate esters.

在前述樹脂型分散劑的市售品中，作為陽離子系樹脂 分散劑，例如可列舉出：BYK(畢克)化學公司的商品名：DISPER BYK-160、DISPER BYK-161、DISPER BYK-162、DISPER BYK-163、DISPER BYK-164、DISPER BYK-166、DISPER BYK-171、DISPER BYK-182和DISPER BYK-184；BASF公司的商品名：EFKA-44、EFKA-46、EFKA-47、EFKA-48、EFKA-4010、EFKA-4050、EFKA-4055、EFKA-4020、EFKA-4015、EFKA-4060、EFKA-4300、EFKA-4330、EFKA-4400、EFKA-4406、EFKA-4510和EFKA-4800；Lubirzol公司的商品名：SOLSPERS-24000、SOLSPERS-32550和NBZ-4204/10；川研精細化學品公司的商品名：

Figure TWI615674BD00013
(HINOACT)T-6000、HINOACTT-7000和HINOACTT-8000；味之素公司的商品名：
Figure TWI615674BD00014
(AJISPUR)PB-821、AJISPURPB-822和AJISPURPB-823；共榮社化學公司的商品名：
Figure TWI615674BD00015
(FLORENE)DOPA-17HF、FLORENEDOPA-15BHF、FLORENEDOPA-33和FLORENEDOPA-44等。 Among the commercially available resin-based dispersants, examples of the cationic resin dispersant include: BYK Chemical Company's trade names: DISPER BYK-160, DISPER BYK-161, DISPER BYK-162, DISPER BYK-163, DISPER BYK-164, DISPER BYK-166, DISPER BYK-171, DISPER BYK-182, and DISPER BYK-184; BASF's trade names: EFKA-44, EFKA-46, EFKA-47, EFKA- 48, EFKA-4010, EFKA-4050, EFKA-4055, EFKA-4020, EFKA-4015, EFKA-4060, EFKA-4300, EFKA-4330, EFKA-4400, EFKA-4406, EFKA-4510 and EFKA-4800; Trade names of Lubirzol: SOLSPERS-24000, SOLSPERS-32550, and NBZ-4204 / 10; trade names of Chuanyan Fine Chemicals:
Figure TWI615674BD00013
(HINOACT) T-6000, HINOACTT-7000 and HINOACTT-8000; trade names of Ajinomoto:
Figure TWI615674BD00014
(AJISPUR) PB-821, AJISPURPB-822 and AJISPURPB-823; trade names of Kyoeisha Chemical Co., Ltd .:
Figure TWI615674BD00015
(FLORENE) DOPA-17HF, FLORENEDOPA-15BHF, FLORENEDOPA-33 and FLORENEDOPA-44, etc.

除了前述丙烯酸分散劑之外，其他樹脂類顏料分散劑也能夠分別單獨使用或組合兩種以上進行使用，也能夠與丙烯酸分散劑同時使用。 In addition to the aforementioned acrylic dispersant, other resin-based pigment dispersants can be used alone or in combination of two or more kinds, and can also be used simultaneously with the acrylic dispersant.

前述顏料分散劑(c2)的含量相對於所使用的顏料(c1)的固體成分100重量份在5~60重量份的範圍內，更優選在15~50重量份的範圍內。前述顏料分散劑(c2)的含量按前述基準計超過60重量份時，黏度升高，含量不足5重量份時， 引起難以進行顏料的微粒化或者分散後凝膠化等問題。 The content of the pigment dispersant (c2) is in a range of 5 to 60 parts by weight, and more preferably in a range of 15 to 50 parts by weight, based on 100 parts by weight of the solid content of the pigment (c1) used. When the content of the pigment dispersant (c2) exceeds 60 parts by weight based on the aforementioned standard, the viscosity increases, and when the content is less than 5 parts by weight, This causes problems such as difficulty in micronization of the pigment or gelation after dispersion.

染料(c3) Dye (c3)

前述染料只要具有對於有機溶劑的溶解性就能無限制地使用。優選地，優選使用具有對於有機溶劑的溶解性，且能夠確保對於鹼性顯影劑的溶解性、耐熱性和耐溶劑性等的可靠性的染料。 The dye can be used without limitation as long as it has solubility in an organic solvent. Preferably, a dye having solubility in an organic solvent and capable of ensuring reliability in solubility, heat resistance, solvent resistance, and the like to an alkaline developer is preferably used.

作為前述染料，能夠使用選自具有磺酸或羧酸等酸性基團的酸性染料、酸性染料與含氮化合物的鹽、酸性染料的磺醯胺化物等和它們的衍生物的染料，除此以外，也能夠選擇偶氮系、呫噸系、酞菁系酸性染料及它們的衍生物。優選地，前述染料可列舉出：在顯色指數(The Society of Dyers and Colourists出版)內分類為染料的化合物，或染色筆記(染織公司)中記載的公知染料。 As the dye, a dye selected from an acidic dye having an acidic group such as a sulfonic acid or a carboxylic acid, a salt of an acidic dye and a nitrogen-containing compound, a sulfonamide of an acidic dye, or the like, and a derivative thereof can be used. It is also possible to select azo-based, xanthene-based, phthalocyanine-based acid dyes and their derivatives. Preferably, the aforementioned dye may be a compound classified as a dye in a color rendering index (published by The Society of Dyers and Colourists), or a known dye described in a dyeing note (Dyeing and Weaving Company).

在前述染料的具體示例中，作為C.I.溶劑染料，有C.I.溶劑紅8、45、49、89、111、122、125、130、132、146和179；C.I.溶劑藍5、35、36、37、44、59、67和70；C.I.溶劑紫8、9、13、14、36、37、47和49；C.I.溶劑黃4、14、15、23、24、38、62、63、68、82、94、98、99和162；C.I.溶劑橙2、7、11、15、26和56；C.I.溶劑綠1、3、4、5、7、28、29、32、33、34和35。 In the specific examples of the aforementioned dyes, as CI solvent dyes, there are CI solvent red 8, 45, 49, 89, 111, 122, 125, 130, 132, 146, and 179; CI solvent blue 5, 35, 36, 37, 44, 59, 67, and 70; CI Solvent Violet 8, 9, 13, 14, 36, 37, 47, and 49; CI Solvent Yellow 4, 14, 15, 23, 24, 38, 62, 63, 68, 82, 94, 98, 99, and 162; CI Solvent Orange 2, 7, 11, 15, 26, and 56; CI Solvent Green 1, 3, 4, 5, 7, 28, 29, 32, 33, 34, and 35.

C.I.溶劑染料中優選對於有機溶劑的溶解性優異的C.I. 溶劑黃14、16、21、56、79、93和151；C.I.溶劑紅8、49、89、111、122、132、146和179；C.I.溶劑橙41、45和62；C.I.溶劑藍35、36、44、45和70；C.I.溶劑紫13，其中，更優選C.I.溶劑黃21和79；C.I.溶劑紅8、122和132；C.I.溶劑橙45和62。 Among C.I. solvent dyes, C.I. Solvent Yellow 14, 16, 21, 56, 79, 93, and 151; CI Solvent Red 8, 49, 89, 111, 122, 132, 146, and 179; CI Solvent Orange 41, 45, and 62; CI Solvent Blue 35, 36 , 44, 45, and 70; CI solvent violet 13, of which CI solvent yellow 21 and 79 are more preferred; CI solvent red 8, 122 and 132; CI solvent orange 45 and 62.

另外，作為C.I.酸性染料，可列舉出：C.I.酸性紅1、4、8、14、17、18、26、27、29、31、34、35、37、42、44、50、51、52、57、66、73、80、87、88、91、92、94、97、103、111、114、129、133、134、138、143、145、150、151、158、176、182、183、198、206、211、215、216、217、227、228、249、252、257、258、260、261、266、268、270、274、277、280、281、195、308、312、315、316、339、341、345、346、349、382、383、394、401、412、417、418、422和426；C.I.酸性黃1、3、7、9、11、17、23、25、29、34、36、38、40、42、54、65、72、73、76、79、98、99、111、112、113、114、116、119、123、128、134、135、138、139、140、144、150、155、157、160、161、163、168、169、172、177、178、179、184、190、193、196、197、199、202、203、204、205、207、212、214、220、221、228、230、232、235、238、240、242、243和251；C.I.酸性橙6、7、8、10、12、26、50、51、52、56、62、63、64、74、75、94、95、107、108、169和173；C.I.酸性藍1、7、9、15、18、23、25、27、29、40、 42、45、51、62、70、74、80、83、86、87、90、92、96、103、112、113、120、129、138、147、150、158、171、182、192、210、242、243、256、259、267、278、280、285、290、296、315、324：1、335和340；C.I.酸性紫6B、7、9、17、19和66；C.I.酸性綠1、3、5、9、16、25、27、50、58、63、65、80、104、105、106和109等染料。 Examples of CI acid dyes include CI Acid Red 1, 4, 8, 14, 17, 18, 26, 27, 29, 31, 34, 35, 37, 42, 44, 50, 51, 52, 57, 66, 73, 80, 87, 88, 91, 92, 94, 97, 103, 111, 114, 129, 133, 134, 138, 143, 145, 150, 151, 158, 176, 182, 183, 198, 206, 211, 215, 216, 217, 227, 228, 249, 252, 257, 258, 260, 261, 266, 268, 270, 274, 277, 280, 281, 195, 308, 312, 315, 316, 339, 341, 345, 346, 349, 382, 383, 394, 401, 412, 417, 418, 422, and 426; CI Acid Yellow 1, 3, 7, 9, 11, 17, 23, 25, 29 , 34, 36, 38, 40, 42, 54, 65, 72, 73, 76, 79, 98, 99, 111, 112, 113, 114, 116, 119, 123, 128, 134, 135, 138, 139 , 140, 144, 150, 155, 157, 160, 161, 163, 168, 169, 172, 177, 178, 179, 184, 190, 193, 196, 197, 199, 202, 203, 204, 205, 207 , 212, 214, 220, 221, 228, 230, 232, 235, 238, 240, 242, 243, and 251; CI acid orange 6, 7, 8, 10, 12, 26, 50, 51, 52 , 56, 62, 63, 64, 74, 75, 94, 95, 107, 108, 169, and 173; C.I. Acid Blue 1, 7, 9, 15, 18, 23, 25, 27, 29, 40, 42, 45, 51, 62, 70, 74, 80, 83, 86, 87, 90, 92, 96, 103, 112, 113, 120, 129, 138, 147, 150, 158, 171, 182, 192, 210, 242, 243, 256, 259, 267, 278, 280, 285, 290, 296, 315, 324: 1, 335, and 340; CI Acid Violet 6B, 7, 9, 17, 19, and 66; CI Acid Green 1, 3, 5, 9, 16, 25, 27, 50, 58, 63, 65, 80, 104, 105, 106, and 109 dyes.

酸性染料中優選對於有機溶劑的溶解度優異的C.I.酸性黃42；C.I.酸性紅92；C.I.酸性藍80和90；C.I.酸性紫66；；C.I.酸性綠27。 Among the acid dyes, C.I. Acid Yellow 42; C.I. Acid Red 92; C.I. Acid Blue 80 and 90; C.I. Acid Violet 66; and C.I. Acid Green 27 are preferred.

另外，作為C.I.直接染料，可列舉出：C.I.直接紅79、82、83、84、91、92、96、97、98、99、105、106、107、172、173、176、177、179、181、182、184、204、207、211、213、218、220、221、222、232、233、234、241、243、246和250；C.I.直接黃2、33、34、35、38、39、43、47、50、54、58、68、69、70、71、86、93、94、95、98、102、108、109、129、136、138和141；C.I.直接橙34、39、41、46、50、52、56、57、61、64、65、68、70、96、97、106和107；C.I.直接藍38、44、57、70、77、80、81、84、85、86、90、93、94、95、97、98、99、100、101、106、107、108、109、113、114、115、117、119、137、149、150、153、155、156、158、159、160、161、162、163、164、 166、167、170、171、172、173、188、189、190、192、193、194、196、198、199、200、207、209、210、212、213、214、222、228、229、237、238、242、243、244、245、247、248、250、251、252、256、257、259、260、268、274、275和293；C.I.直接紫47、52、54、59、60、65、66、79、80、81、82、84、89、90、93、95、96、103和104；C.I.直接綠25、27、31、32、34、37、63、65、66、67、68、69、72、77、79和82等染料。 Examples of CI direct dyes include CI Direct Red 79, 82, 83, 84, 91, 92, 96, 97, 98, 99, 105, 106, 107, 172, 173, 176, 177, 179, 181, 182, 184, 204, 207, 211, 213, 218, 220, 221, 222, 232, 233, 234, 241, 243, 246, and 250; CI Direct Yellow 2, 33, 34, 35, 38, 39 , 43, 47, 50, 54, 58, 68, 69, 70, 71, 86, 93, 94, 95, 98, 102, 108, 109, 129, 136, 138, and 141; CI Direct Orange 34, 39, 41, 46, 50, 52, 56, 57, 61, 64, 65, 68, 70, 96, 97, 106, and 107; CI Direct Blue 38, 44, 57, 70, 77, 80, 81, 84, 85 , 86, 90, 93, 94, 95, 97, 98, 99, 100, 101, 106, 107, 108, 109, 113, 114, 115, 117, 119, 137, 149, 150, 153, 155, 156 , 158, 159, 160, 161, 162, 163, 164, 166, 167, 170, 171, 172, 173, 188, 189, 190, 192, 193, 194, 196, 198, 199, 200, 207, 209, 210, 212, 213, 214, 222, 228, 229, 237, 238, 242, 243, 244, 245, 247, 248, 250, 251, 252, 256, 257, 259, 260, 268, 274, 275, and 293; CI Direct Purple 47, 52, 54, 59, 60 , 65, 66, 79, 80, 81, 82, 84, 89, 90, 93, 95, 96, 103, and 104; CI Direct Green 25, 27, 31, 32, 34, 37, 63, 65, 66, 67, 68, 69, 72, 77, 79 and 82 dyes.

此外，作為C.I.媒染劑燃料，可列舉出：C.I.媒染劑黃5、8、10、16、20、26、30、31、33、42、43、45、56、61、62和65；C.I.媒染劑紅1、2、3、4、9、11、12、14、17、18、19、22、23、24、25、26、30、32、33、36、37、38、39、41、43、45、46、48、53、56、63、71、74、85、86、88、90、94和95；C.I.媒染劑橙3、4、5、8、12、13、14、20、21、23、24、28、29、32、34、35、36、37、42、43、47和48；C.I.媒染劑藍1、2、3、7、8、9、12、13、15、16、19、20、21、22、23、24、26、30、31、32、39、40、41、43、44、48、49、53、61、74、77、83和84；C.I.媒染劑紫1、2、4、5、7、14、22、24、30、31、32、37、40、41、44、45、47、48、53和58；C.I.媒染劑綠1、3、4、5、10、15、19、26、29、33、 34、35、41、43和53等染料。 In addition, examples of CI mordant fuel include: CI mordant yellow 5, 8, 10, 16, 20, 26, 30, 31, 33, 42, 43, 45, 56, 61, 62, and 65; CI mordant yellow Agent red 1, 2, 3, 4, 9, 11, 12, 14, 17, 18, 19, 22, 23, 24, 25, 26, 30, 32, 33, 36, 37, 38, 39, 41, 43, 45, 46, 48, 53, 56, 63, 71, 74, 85, 86, 88, 90, 94, and 95; CI mordant orange 3, 4, 5, 8, 12, 13, 14, 20, 21, 23, 24, 28, 29, 32, 34, 35, 36, 37, 42, 43, 47, and 48; CI mordant blue 1, 2, 3, 7, 8, 9, 12, 13, 15, 16, 19, 20, 21, 22, 23, 24, 26, 30, 31, 32, 39, 40, 41, 43, 44, 48, 49, 53, 61, 74, 77, 83, and 84; CI mordant Agent Violet 1, 2, 4, 5, 7, 14, 22, 24, 30, 31, 32, 37, 40, 41, 44, 45, 47, 48, 53 and 58; CI Mordant Green 1, 3, 4, 5, 10, 15, 19, 26, 29, 33, Dyes such as 34, 35, 41, 43 and 53.

前述染料能夠分別單獨使用或組合兩種以上進行使用。 These dyes can be used individually or in combination of 2 or more types.

前述著色劑(C)的含量相對於光固化樹脂組合物的固體成分的總重量優選含有5~80重量%，更優選含有10~45重量%。在前述著色劑(C)以前述基準計含有5~80重量%的情況下，即使形成薄膜，像素的色濃度也充分，顯影時非像素部的缺損性也不下降，因此能夠抑制殘渣的產生，因此優選。 The content of the colorant (C) is preferably 5 to 80% by weight, and more preferably 10 to 45% by weight based on the total weight of the solid content of the photocurable resin composition. When the colorant (C) is contained in an amount of 5 to 80% by weight based on the above-mentioned basis, even if a thin film is formed, the color density of the pixels is sufficient, and the defectivity of the non-pixel portion is not reduced during development, so the generation of residue can be suppressed. , So it is preferred.

本發明中，光固化樹脂組合物中的總固體成分含量指的是從光固化樹脂組合物去除溶劑後殘留成分的總含量。 In the present invention, the total solid content in the photocurable resin composition refers to the total content of the residual components after the solvent is removed from the photocurable resin composition.

(D)光引發劑 (D) Photoinitiator

前述光引發劑(D)只要能夠使前述光固化化合物(A)聚合即可，不特別限制其種類地進行使用。 The photoinitiator (D) is not particularly limited as long as it can polymerize the photocurable compound (A).

特別是，前述光引發劑從聚合特性、引發效率、吸收波長、獲得性和價格等觀點考慮，優選使用選自由苯乙酮系化合物、二苯甲酮系化合物、三嗪系化合物、聯咪唑系化合物、肟化合物及噻噸酮系化合物組成的組中的一種以上的化合物。 In particular, the photoinitiator is preferably selected from the group consisting of acetophenone-based compounds, benzophenone-based compounds, triazine-based compounds, and biimidazole-based compounds from the viewpoints of polymerization characteristics, initiation efficiency, absorption wavelength, availability, and price. One or more compounds in the group consisting of a compound, an oxime compound, and a thioxanthone-based compound.

作為前述苯乙酮系化合物的具體示例，可列舉出：二乙氧基苯乙酮、2-羥基-2-甲基-1-苯基丙烷-1-酮、苯偶醯二甲基縮酮、2-羥基-1-[4-(2-羥基乙氧基)苯基]-2-甲基丙烷-1-酮、1-羥基環己基苯基酮、2-甲基-1-(4-甲基硫苯基)-2-嗎啉基丙烷-1-酮、2-苄基-2-二甲基氨基-1-(4-嗎啉代苯基) 丁烷-1-酮、2-羥基-2-甲基-1-[4-(1-甲基乙烯基)苯基]丙烷-1-酮和2-(4-甲基苄基)-2-(二甲基氨基)-1-(4-嗎啉代苯基)丁烷-1-酮等。 Specific examples of the acetophenone-based compound include diethoxyacetophenone, 2-hydroxy-2-methyl-1-phenylpropane-1-one, and benzophenone dimethyl ketal. , 2-hydroxy-1- [4- (2-hydroxyethoxy) phenyl] -2-methylpropane-1-one, 1-hydroxycyclohexylphenyl ketone, 2-methyl-1- (4 -Methylthiophenyl) -2-morpholinylpropane-1-one, 2-benzyl-2-dimethylamino-1- (4-morpholinophenyl) Butane-1-one, 2-hydroxy-2-methyl-1- [4- (1-methylvinyl) phenyl] propane-1-one, and 2- (4-methylbenzyl) -2 -(Dimethylamino) -1- (4-morpholinophenyl) butane-1-one and the like.

作為前述二苯甲酮系化合物，例如有二苯甲酮、鄰苯甲醯基苯甲酸甲酯、4-苯基二苯甲酮、4-苯甲醯基-4’-甲基二苯硫醚、3,3’,4,4’-四(叔丁基過氧羰基)二苯甲酮和2,4,6-三甲基二苯甲酮等。 Examples of the benzophenone-based compound include benzophenone, methyl o-benzoyl benzoate, 4-phenylbenzophenone, and 4-benzophenyl-4'-methyldiphenylsulfide. Ether, 3,3 ', 4,4'-tetrakis (t-butylperoxycarbonyl) benzophenone and 2,4,6-trimethylbenzophenone, etc.

作為前述三嗪系化合物的具體示例，可列舉出：2,4-雙(三氯甲基)-6-(4-甲氧基苯基)-1,3,5-三嗪、2,4-雙(三氯甲基)-6-(4-甲氧基萘基)-1,3,5-三嗪、2,4-雙(三氯甲基)-6-胡椒基-1,3,5-三嗪、2,4-雙(三氯甲基)-6-(4-甲氧基苯乙烯基)-1,3,5-三嗪、2,4-雙(三氯甲基)-6-[2-(5-甲基呋喃-2-基)乙烯基]-1,3,5-三嗪、2,4-雙(三氯甲基)-6-[2-(呋喃-2-基)乙烯基]-1,3,5-三嗪、2,4-雙(三氯甲基)-6-[2-(4-二乙基氨基-2-甲基苯基)乙烯基]-1,3,5-三嗪和2,4-雙(三氯甲基)-6-[2-(3,4-二甲氧基苯基)乙烯基]-1,3,5-三嗪等。 Specific examples of the triazine-based compound include 2,4-bis (trichloromethyl) -6- (4-methoxyphenyl) -1,3,5-triazine, 2,4 -Bis (trichloromethyl) -6- (4-methoxynaphthyl) -1,3,5-triazine, 2,4-bis (trichloromethyl) -6-piperyl-1,3 , 5-triazine, 2,4-bis (trichloromethyl) -6- (4-methoxystyryl) -1,3,5-triazine, 2,4-bis (trichloromethyl) ) -6- [2- (5-methylfuran-2-yl) vinyl] -1,3,5-triazine, 2,4-bis (trichloromethyl) -6- [2- (furan -2-yl) vinyl] -1,3,5-triazine, 2,4-bis (trichloromethyl) -6- [2- (4-diethylamino-2-methylphenyl) Vinyl] -1,3,5-triazine and 2,4-bis (trichloromethyl) -6- [2- (3,4-dimethoxyphenyl) vinyl] -1,3, 5-triazine and the like.

作為前述聯咪唑系化合物的具體示例，可列舉出：2,2’-雙(2-氯苯基)-4,4’,5,5’-四苯基聯咪唑、2,2’-雙(2,3-二氯苯基)-4,4’,5,5’-四苯基聯咪唑、2,2’-雙(2-氯苯基)-4,4’,5,5’-四(烷氧基苯基)聯咪唑、2,2’-雙(2-氯苯基)-4,4’,5,5’-四(三烷氧基苯基)聯咪唑和2,2-雙(2,6-二氯苯基)-4,4’,5,5’-四苯基-1,2’-聯咪唑或4,4’,5,5’位置的苯基由烷氧羰基置換後的咪唑化合物等。這些之中，優選使用2,2’-雙(2-氯苯基)-4,4’,5,5’-四苯基聯咪唑、2,2’-雙(2,3-二氯苯 基)-4,4’,5,5’-四苯基聯咪唑或2,2-雙(2,6-二氯苯基)-4,4’,5,5’-四苯基-1,2’-聯咪唑。 As specific examples of the aforementioned biimidazole-based compound, 2,2'-bis (2-chlorophenyl) -4,4 ', 5,5'-tetraphenylbiimidazole, 2,2'-bis (2,3-dichlorophenyl) -4,4 ', 5,5'-tetraphenylbiimidazole, 2,2'-bis (2-chlorophenyl) -4,4', 5,5 ' -Tetrakis (alkoxyphenyl) biimidazole, 2,2'-bis (2-chlorophenyl) -4,4 ', 5,5'-tetrakis (trialkoxyphenyl) biimidazole, and 2, 2-bis (2,6-dichlorophenyl) -4,4 ', 5,5'-tetraphenyl-1,2'-biimidazole or the phenyl group at the 4,4', 5,5 'position is An imidazole compound or the like substituted with an alkoxycarbonyl group. Among these, 2,2'-bis (2-chlorophenyl) -4,4 ', 5,5'-tetraphenylbiimidazole and 2,2'-bis (2,3-dichlorobenzene) are preferably used. ) -4,4 ', 5,5'-tetraphenylbiimidazole or 2,2-bis (2,6-dichlorophenyl) -4,4', 5,5'-tetraphenyl-1 , 2'-biimidazole.

作為前述肟化合物的具體示例，可列舉出鄰乙氧基羰基-α-氧亞氨基-1-苯基丙烷-1-酮等，作為市售產品，典型的是巴斯夫公司的OXE01和OXE02。 Specific examples of the oxime compound include o-ethoxycarbonyl - α - oxyimino-1-phenyl-1-one, commercially available products, typically BASF OXE01 and OXE02.

作為前述噻噸酮系化合物，例如有：2-異丙基噻噸酮、2,4-二乙基噻噸酮、2,4-二氯噻噸酮和1-氯-4-丙氧基噻噸酮等。 Examples of the thioxanthone-based compound include 2-isopropylthioxanthone, 2,4-diethylthioxanthone, 2,4-dichlorothioxanthone, and 1-chloro-4-propoxy Thioxanthone and so on.

另外，在不阻礙本發明效果的程度下，也可以追加合用上述以外的光引發劑等。作為其他光引發劑可列舉出例如安息香類化合物和蒽類化合物等，這些物質可以分別單獨使用或組合使用兩種以上。 In addition, a photoinitiator other than the above may be used in combination to the extent that the effect of the present invention is not hindered. Examples of other photoinitiators include benzoin-based compounds and anthracene-based compounds, and these materials may be used alone or in combination of two or more.

前述安息香類化合物例如有苯偶姻、苯偶姻甲醚、苯偶姻***、苯偶姻異丙醚和苯偶姻異丁醚等。 Examples of the benzoin-based compound include benzoin, benzoin methyl ether, benzoin ethyl ether, benzoin isopropyl ether, benzoin isobutyl ether, and the like.

所述蒽類化合物例如有9,10-二甲氧基蒽、2-乙基-9,10-二甲氧基蒽、9,10-二乙氧基蒽和2-乙基-9,10-二乙氧基蒽等。 Examples of the anthracene compounds include 9,10-dimethoxyanthracene, 2-ethyl-9,10-dimethoxyanthracene, 9,10-diethoxyanthracene, and 2-ethyl-9,10 -Diethoxyanthracene and the like.

另外，作為光引發劑可附加一起使用2,4,6-三甲基苯甲醯基二苯基氧化膦、10-丁基-2-氯吖啶酮、2-乙基蒽醌、聯苯醯、9,10-菲醌、樟腦醌、苯乙酸甲酯或二茂鈦化合物等。 As a photoinitiator, 2,4,6-trimethylbenzylidene diphenylphosphine oxide, 10-butyl-2-chloroacridone, 2-ethylanthraquinone, and biphenyl can be used together. Samarium, 9,10-phenanthrenequinone, camphorquinone, methyl phenylacetate or titanocene compound, etc.

另外，為了提高本發明的光固化樹脂組合物的靈敏度，前述光引發劑還能夠進一步包含光聚合引發輔助劑(d-1)。本發明中的光固化樹脂組合物通過含有光聚合引發 輔助劑(d-1)，能夠進一步提高靈敏度，提高生產率。 In addition, in order to increase the sensitivity of the photocurable resin composition of the present invention, the photoinitiator may further include a photopolymerization initiation aid (d-1). The photocurable resin composition in the present invention is initiated by containing photopolymerization. The adjuvant (d-1) can further improve sensitivity and productivity.

前述光聚合引發輔助劑例如能夠優選使用選自由胺化合物、羧酸化合物和具有硫醇基的有機硫化合物組成的組中的一種以上的化合物。 The photopolymerization initiation adjuvant can be preferably used, for example, one or more compounds selected from the group consisting of an amine compound, a carboxylic acid compound, and an organic sulfur compound having a thiol group.

作為前述胺化合物，優選使用芳香胺化合物，具體而言，能夠使用三乙醇胺、甲基二乙醇胺和三異丙醇胺等脂肪族胺化合物、4-二甲基氨基苯甲酸甲酯、4-二甲基氨基苯甲酸乙酯、4-二甲基氨基苯甲酸異戊酯、4-二甲基氨基苯甲酸2-乙基己酯、苯甲酸2-二甲基氨基乙酯、N,N-二甲基對甲苯胺、4,4’-雙(二甲氨基)二苯甲酮(俗稱：米蚩酮)或4,4’-雙(二乙氨基)二苯甲酮等。 As the amine compound, an aromatic amine compound is preferably used. Specifically, aliphatic amine compounds such as triethanolamine, methyldiethanolamine, and triisopropanolamine, methyl 4-dimethylaminobenzoate, and 4-diamine can be used. Ethyl methylaminobenzoate, isoamyl 4-dimethylaminobenzoate, 2-ethylhexyl 4-dimethylaminobenzoate, 2-dimethylaminoethyl benzoate, N, N- Dimethyl-p-toluidine, 4,4'-bis (dimethylamino) benzophenone (commonly known as: mignonone) or 4,4'-bis (diethylamino) benzophenone, etc.

前述羧酸化合物優選為芳香族雜環基乙酸類，具體而言，可列舉出：苯硫基乙酸、甲基苯硫基乙酸、乙基苯硫基乙酸、甲基乙基苯硫基乙酸、二甲基苯硫基乙酸、甲氧基苯硫基乙酸、二甲氧苯硫基乙酸、氯苯硫基乙酸、二氯苯硫基乙酸、N-苯基甘氨酸、苯氧乙酸、萘硫基乙酸、N-萘基甘氨酸和萘氧乙酸等。 The carboxylic acid compound is preferably an aromatic heterocyclic acetic acid, and specific examples thereof include phenylthioacetic acid, methylphenylthioacetic acid, ethylphenylthioacetic acid, methylethylphenylthioacetic acid, Dimethylphenylthioacetic acid, methoxyphenylthioacetic acid, dimethoxyphenylthioacetic acid, chlorophenylthioacetic acid, dichlorophenylthioacetic acid, N-phenylglycine, phenoxyacetic acid, naphthylthio Acetic acid, N-naphthyl glycine, and naphthyloxyacetic acid.

作為前述具有硫醇基的有機硫化合物的具體示例，可列舉出：2-巰基苯并噻唑、1,4-雙(3-巰基丁醯氧基)丁烷、1,3,5-三(3-巰基丁氧基乙基)-1,3,5-三嗪-2,4,6(1H,3H,5H)-三酮、三羥甲基丙烷三(3-巰基丙酸酯)、季戊四醇四(3-巰基丁酸酯)、季戊四醇四(3-巰基丙酸酯)、二季戊四醇六(3-巰基丙酸酯)和四乙二醇雙(3-巰基丙酸酯)等。 Specific examples of the aforementioned organic sulfur compound having a thiol group include 2-mercaptobenzothiazole, 1,4-bis (3-mercaptobutyryloxy) butane, 1,3,5-tris ( 3-mercaptobutoxyethyl) -1,3,5-triazine-2,4,6 (1H, 3H, 5H) -trione, trimethylolpropane tris (3-mercaptopropionate), Pentaerythritol tetra (3-mercaptobutyrate), pentaerythritol tetra (3-mercaptopropionate), dipentaerythritol hexa (3-mercaptopropionate), tetraethylene glycol bis (3-mercaptopropionate), and the like.

前述光引發劑相對于本發明的光固化樹脂組合物的固 體成分總重量為0.1~10重量%，優選為0.5~5重量%。在前述光引發劑在前述範圍內的情況下，光固化樹脂組合物被高靈敏度化，曝光時間縮短，使得生產率得以提高，能夠保持高解析度。進而，使用該組合物形成的像素部的強度與前述像素部的表面的平滑性變得良好。 The aforementioned photoinitiator is compared with the solid state of the photocurable resin composition of the present invention. The total body weight is 0.1 to 10% by weight, and preferably 0.5 to 5% by weight. In the case where the photoinitiator is within the aforementioned range, the photocurable resin composition is made highly sensitive and the exposure time is shortened, so that productivity is improved, and high resolution can be maintained. Furthermore, the strength of the pixel portion formed using the composition and the smoothness of the surface of the pixel portion are improved.

另外，在進一步使用前述光聚合引發輔助劑的情況下，優選使用與前述光引發劑相同的含量範圍，以前述範圍使用時，能夠表現出光固化樹脂組合物的靈敏度進一步提高，使用該組合物形成的濾色器的生產率提高的效果。 In the case where the photopolymerization initiation aid is further used, it is preferable to use the same content range as the photoinitiator. When used in the range, the sensitivity of the photocurable resin composition can be further improved. The effect of increasing the productivity of color filters.

溶劑(E) Solvent (E)

前述溶劑只要有效地溶解光固化樹脂組合物中包含的其他成分，則可無特別限制地使用通常光固化樹脂組合物中使用的溶劑，特別優選使用醚類、芳香族烴類、酮類、醇類、酯類或醯胺類等。 As long as the solvent can effectively dissolve other components contained in the photocurable resin composition, a solvent used in a general photocurable resin composition can be used without particular limitation, and ethers, aromatic hydrocarbons, ketones, alcohols are particularly preferably used. Class, esters or amidines.

作為前述醚類，如果具體舉例，則有乙二醇單甲醚、乙二醇單***、乙二醇單丙醚和乙二醇單丁基醚等乙二醇單烷基醚類；二乙二醇二甲醚、二乙二醇二***、二乙二醇二丙醚和二乙二醇二丁醚等二乙二醇二烷基醚類；甲基溶纖劑乙酸酯和乙基溶纖劑乙酸酯等乙二醇烷基醚乙酸酯類；丙二醇單甲醚乙酸酯、丙二醇單***乙酸酯、丙二醇單丙醚乙酸酯、甲氧基乙酸丁酯以及甲氧基乙酸戊酯等亞烷基二醇烷基醚乙酸酯類。 As the aforementioned ethers, if specifically exemplified, there are ethylene glycol monoalkyl ethers such as ethylene glycol monomethyl ether, ethylene glycol monoethyl ether, ethylene glycol monopropyl ether, and ethylene glycol monobutyl ether; diethyl ether; Diethylene glycol dialkyl ethers such as glycol dimethyl ether, diethylene glycol diethyl ether, diethylene glycol dipropyl ether, and diethylene glycol dibutyl ether; methyl cellosolve acetate and ethyl Cellulose acetate and other glycol alkyl ether acetates; propylene glycol monomethyl ether acetate, propylene glycol monoethyl ether acetate, propylene glycol monopropyl ether acetate, butyl methoxy acetate, and methoxy Alkylene glycol alkyl ether acetates such as amyl acetate.

前述芳族烴類例如有苯、甲苯、二甲苯和三甲苯等。 Examples of the aromatic hydrocarbons include benzene, toluene, xylene, and xylene.

前述酮類例如有甲基乙基酮、丙酮、甲基戊基酮、甲 基異丁基酮和環己酮等。 Examples of the ketones include methyl ethyl ketone, acetone, methyl amyl ketone, and methyl ethyl ketone. Isobutyl ketone and cyclohexanone.

前述醇類有乙醇、丙醇、丁醇、己醇、環己醇、乙二醇和丙三醇等。 The aforementioned alcohols include ethanol, propanol, butanol, hexanol, cyclohexanol, ethylene glycol and glycerol.

前述酯類可舉出乳酸乙酯、乳酸丁酯、3-乙氧基丙酸乙酯和3-甲氧基丙酸甲酯等酯類；以及γ-丁內酯等環酯類等。 Examples of the esters include esters such as ethyl lactate, butyl lactate, ethyl 3-ethoxypropionate, and methyl 3-methoxypropionate; and cyclic esters such as γ-butyrolactone.

前述溶劑之中，從塗布性及乾燥性方面考慮，進一步優選使用沸點100℃~200℃的有機溶劑，作為其示例可舉出丙二醇單甲醚乙酸酯、丙二醇單***乙酸酯、環己酮、乳酸乙酯、乳酸丁酯、3-乙氧基丙酸乙酯和3-甲氧基丙酸甲酯等。 Among the solvents mentioned above, organic solvents having a boiling point of 100 ° C. to 200 ° C. are more preferably used in terms of coating properties and drying properties. Examples thereof include propylene glycol monomethyl ether acetate, propylene glycol monoethyl ether acetate, and cyclohexyl Ketones, ethyl lactate, butyl lactate, ethyl 3-ethoxypropionate, methyl 3-methoxypropionate, and the like.

前述溶劑能夠分別單獨地使用或混合兩種以上使用，相對于本發明的光固化樹脂組合物的總重量為60~95重量%，優選70~85重量%。只要前述溶劑在前述60~95重量%的範圍內，則使用輥式塗布機、旋轉塗布機、狹縫旋轉塗布機、狹縫式塗布機(有時也稱為槽膜塗布機)、噴墨式等的塗布裝置塗布時，提供了塗布性變好的效果。 The aforementioned solvents can be used individually or in combination of two or more, and the solvent is 60 to 95% by weight, and preferably 70 to 85% by weight based on the total weight of the photocurable resin composition of the present invention. As long as the solvent is within the aforementioned range of 60 to 95% by weight, a roll coater, a spin coater, a slit spin coater, a slit coater (also sometimes referred to as a slot film coater), and inkjet are used. When applied by a coating device such as a formula, the effect of improving the coatability is provided.

表面活性劑(F) Surfactant (F)

前述表面活性劑可根據需要選擇添加，能夠用於進一步提高光固化樹脂組合物的成膜性，可優選使用有機矽類、氟類、酯類、陽離子類、陰離子類、非離子類和兩性表面活性劑等，具體可列舉出聚氧乙烯烷基醚類、聚氧乙烯烷基苯醚類、聚乙二醇二酯類、山梨糖醇酐脂肪酸酯類、脂肪酸改性的聚酯類、叔胺改性的聚氨酯類和聚乙烯亞胺 類等。 The aforementioned surfactant can be optionally added according to need, and can be used to further improve the film-forming property of the photocurable resin composition. Silicone, fluorine, ester, cationic, anionic, nonionic, and amphoteric surfaces can be preferably used. Specific examples of the active agent include polyoxyethylene alkyl ethers, polyoxyethylene alkylphenyl ethers, polyethylene glycol diesters, sorbitan fatty acid esters, fatty acid-modified polyesters, and tertiary Amine-modified polyurethanes and polyethyleneimines Class, etc.

前述有機矽類表面活性劑例如作為市售品有東麗道康寧有機矽有限公司的DC3PA、DC7PA、SH11PA、SH21PA和SH8400等，GE東芝有機矽有限公司的TSF-4440、TSF-4300、TSF-4445、TSF-4446、TSF-4460和TSF-4452等。 The aforementioned silicone-based surfactants include, for example, DC3PA, DC7PA, SH11PA, SH21PA, and SH8400 of Toray Dow Corning Silicone Co., Ltd. as commercial products, and TSF-4440, TSF-4300, TSF-4445 of GE Toshiba Silicone Co., Ltd. , TSF-4446, TSF-4460 and TSF-4452.

前述氟類表面活性劑例如作為市售品有大日本油墨化學工業公司的

Figure TWI615674BD00016
F-470、F-471、F-475、F-482、F-489等。此外，其他可使用的市售品可列舉出KP(信越化學工業公司製造)、POLYFLOW(共榮社化學公司製造)、EFTOP(Tochem Products公司製造)、MEGAFAC(大日本油墨化學工業公司製造)、Flourad(住友3M公司製造)、Asahi guard、Surflon(以上，旭硝子公司製造)、SOLSPERSE(捷利康公司製造)、EFKA(EFKA化學公司製造)、PB821(味之素公司製造)、Disperbyk-series(BYK-chemi)等 The fluorine-based surfactant is, for example, a commercially available product of Dainippon Ink Chemical Industry Co., Ltd.
Figure TWI615674BD00016
F-470, F-471, F-475, F-482, F-489, etc. In addition, other commercially available products include KP (manufactured by Shin-Etsu Chemical Industry Co., Ltd.), POLYFLOW (manufactured by Kyoeisha Chemical Co., Ltd.), EFTOP (manufactured by Tochem Products), MEGAFAC (manufactured by Dainippon Ink Chemical Industry Co., Ltd.), Flourad (manufactured by Sumitomo 3M), Asahi guard, Surflon (above, manufactured by Asahi Glass Co., Ltd.), SOLSPERSE (manufactured by Jelikon), EFKA (manufactured by EFKA Chemical Company), PB821 (manufactured by Ajinomoto), Disperbyk-series (BYK -chemi) etc.

前述陽離子類表面活性劑的具體示例可列舉出十八烷基胺鹽酸鹽和月桂基三甲基氯化銨等胺鹽或季銨鹽等。 Specific examples of the cationic surfactant include amine salts such as octadecylamine hydrochloride and lauryltrimethylammonium chloride, or quaternary ammonium salts.

前述陰離子類表面活性劑的具體示例可列舉出月桂醇硫酸酯鈉和油酸醇硫酸酯鈉等高級醇硫酸酯鹽類、月桂基硫酸鈉和月桂基硫酸銨等烷基硫酸鹽類、十二烷基苯磺酸鈉和十二烷基萘磺酸鈉等的烷基芳基磺酸鹽類等。 Specific examples of the aforementioned anionic surfactant include higher alcohol sulfate salts such as sodium lauryl sulfate and sodium oleate sulfate, alkyl sulfates such as sodium lauryl sulfate and ammonium lauryl sulfate, and twelve Alkyl aryl sulfonates such as sodium alkylbenzenesulfonate and sodium dodecylnaphthalenesulfonate.

前述非離子類表面活性劑的具體示例可列舉出聚氧乙烯烷基醚、聚氧乙烯芳基醚、聚氧乙烯烷基芳基醚、其他的聚氧乙烯衍生物、氧乙烯/氧丙烯嵌段共聚物、山梨糖醇 酐脂肪酸酯、聚氧乙烯山梨糖醇酐脂肪酸酯、聚氧乙烯山梨糖醇脂肪酸酯、丙三醇脂肪酸酯、聚氧乙烯脂肪酸酯和聚氧乙烯烷基胺等。 Specific examples of the non-ionic surfactant include polyoxyethylene alkyl ether, polyoxyethylene aryl ether, polyoxyethylene alkylaryl ether, other polyoxyethylene derivatives, and oxyethylene / oxypropylene intercalation. Block copolymer, sorbitol Anhydride fatty acid esters, polyoxyethylene sorbitan fatty acid esters, polyoxyethylene sorbitol fatty acid esters, glycerol fatty acid esters, polyoxyethylene fatty acid esters, and polyoxyethylene alkylamines.

前述示例的表面活性劑能夠分別單獨使用或組合兩種以上進行使用。 The aforementioned surfactants can be used individually or in combination of two or more kinds.

若舉例說明本發明的著色光固化樹脂組合物的製造方法以及由其製造的濾色器的製造方法，則如下所述。 The manufacturing method of the colored photocurable resin composition of this invention, and the manufacturing method of the color filter manufactured from it are demonstrated as follows, as follows.

首先，將前述著色劑(C)中的顏料(c1)與溶劑(E)混合，使用珠磨機等進行分散直至顏料的平均粒徑為0.2μm以下左右。此時，根據需要可以使顏料分散劑(c2)、黏合劑樹脂(B)的一部分或全部，或者染料(c3)與溶劑(E)一起混合、溶解或分散。 First, the pigment (c1) in the colorant (C) is mixed with a solvent (E), and dispersed using a bead mill or the like until the average particle diameter of the pigment is about 0.2 μm or less. At this time, if necessary, a part or all of the pigment dispersant (c2), the binder resin (B), or the dye (c3) may be mixed, dissolved or dispersed together with the solvent (E).

向前述混合了的分散液中進一步添加染料(c3)、黏合劑樹脂(B)、光固化化合物(A)、光聚合引發劑(D)以及根據需要的表面活性劑(F)和溶劑(E)以形成規定的濃度，能夠製造本發明的著色光固化樹脂組合物。 To the mixed dispersion liquid, a dye (c3), a binder resin (B), a photocurable compound (A), a photopolymerization initiator (D), and a surfactant (F) and a solvent (E) as necessary are further added. ) The colored photocurable resin composition of the present invention can be produced at a predetermined concentration.

此外，本發明提供了由前述著色光固化樹脂組合物製造的濾色器以及包含前述濾色器的顯示裝置。前述顯示裝置可以通過如下所述將前述著色光固化樹脂組合物塗布在基材上並進行光固化及顯影，從而形成圖案來製造。首先，在將著色光固化樹脂組合物塗布在基板(通常是玻璃)或事先形成的由著色光固化樹脂組合物的固體成分構成的層上之後，通過加熱乾燥除去溶劑等的揮發成分而得到光滑的塗膜。塗布方法例如可通過旋塗法、流塗法、輥塗法、 狹縫旋塗法或狹縫塗布法等實施。塗布後的加熱乾燥(預烘焙)、或減壓乾燥後進行加熱而使溶劑等的揮發成分揮發。這裡，加熱溫度通常為70~200℃，優選為80~130℃。加熱乾燥後的塗膜厚度通常為1~8μm左右。 In addition, the present invention provides a color filter manufactured from the aforementioned colored photocurable resin composition and a display device including the aforementioned color filter. The display device can be manufactured by applying the colored photocurable resin composition to a substrate, photocuring and developing the substrate to form a pattern, as described below. First, a colored photocurable resin composition is coated on a substrate (usually glass) or a layer formed of a solid component of a colored photocurable resin composition formed in advance, and then volatile components such as solvents are removed by heating and drying to obtain smooth Coating. The coating method may be, for example, a spin coating method, a flow coating method, a roll coating method, A slit spin coating method, a slit coating method, or the like is performed. Heat drying (pre-baking) after coating, or heating under reduced pressure is performed to volatilize volatile components such as solvents. Here, the heating temperature is usually 70 to 200 ° C, and preferably 80 to 130 ° C. The thickness of the coating film after heating and drying is usually about 1 to 8 μm.

對如此得到的塗膜通過用於形成靶心圖表案的掩膜進行紫外線照射。此時，對曝光部整體均勻地照射平行光線，另外，優選使用掩膜對準器或步進器等裝置，以使得掩膜和基板對齊至正確位置。如果照射紫外線，則被紫外線照射的部位固化。所述紫外線可以使用g線(波長：436nm)、h線、i線(波長：365nm)等。紫外線的照射量根據需要可以恰當選擇，本發明對此沒有限定。 The coating film thus obtained was irradiated with ultraviolet rays through a mask for forming a bullseye pattern. At this time, the entire exposed portion is irradiated with parallel light uniformly, and it is preferable to use a device such as a mask aligner or a stepper to align the mask and the substrate to the correct position. When the ultraviolet rays are irradiated, the portions irradiated with the ultraviolet rays are cured. The ultraviolet rays may be g-line (wavelength: 436 nm), h-line, i-line (wavelength: 365 nm), or the like. The irradiation amount of ultraviolet rays can be appropriately selected according to needs, and the present invention is not limited thereto.

使固化後的塗膜接觸顯影液並溶解非曝光部而顯影，則可以形成靶心圖表案形狀。 When the cured coating film is brought into contact with a developing solution, the non-exposed portion is dissolved and developed, a bullseye pattern can be formed.

所述顯影方法採用液體添加法、浸漬法或噴塗等任意一種都可以。另外，顯影時可將基板傾斜任意角度。所述顯影液通常為包含鹼性化合物和表面活性劑的水溶液。所述鹼性化合物可以是無機以及有機鹼性化合物的任一種。無機鹼性化合物具體例可列舉出氫氧化鈉、氫氧化鉀、磷酸氫二鈉、磷酸二氫鈉、磷酸氫二銨、磷酸二氫銨、磷酸二氫鉀、矽酸鈉、矽酸鉀、碳酸鈉、碳酸鉀、碳酸氫鈉、碳酸氫鉀、硼酸鈉、硼酸鉀和硼酸銨等。另外，有機鹼性化合物具體例可列舉出四甲基氫氧化銨、2-羥乙基三甲基氫氧化銨、單甲胺、二甲胺、三甲胺、單乙胺、二乙胺、三乙胺、單異丙胺、二異丙胺和乙醇胺等。 The development method may be any of a liquid addition method, a dipping method, and spray coating. In addition, the substrate can be tilted at any angle during development. The developing solution is usually an aqueous solution containing a basic compound and a surfactant. The basic compound may be any of inorganic and organic basic compounds. Specific examples of the inorganic basic compound include sodium hydroxide, potassium hydroxide, disodium hydrogen phosphate, sodium dihydrogen phosphate, diammonium hydrogen phosphate, ammonium dihydrogen phosphate, potassium dihydrogen phosphate, sodium silicate, potassium silicate, Sodium carbonate, potassium carbonate, sodium bicarbonate, potassium bicarbonate, sodium borate, potassium borate, and ammonium borate. Specific examples of the organic basic compound include tetramethylammonium hydroxide, 2-hydroxyethyltrimethylammonium hydroxide, monomethylamine, dimethylamine, trimethylamine, monoethylamine, diethylamine, and trimethylamine. Ethylamine, monoisopropylamine, diisopropylamine and ethanolamine.

這些無機以及有機鹼性化合物可以分別單獨使用或組合兩種以上使用。鹼顯影液中的鹼性化合物的濃度優選為0.01~10重量%，進一步優選為0.03~5重量%。 These inorganic and organic basic compounds can be used individually or in combination of 2 or more types. The concentration of the alkaline compound in the alkaline developer is preferably 0.01 to 10% by weight, and more preferably 0.03 to 5% by weight.

所述鹼顯影液中的表面活性劑可以從由非離子類表面活性劑、陰離子類表面活性劑和陽離子類表面活性劑組成的組選擇至少一種使用。 The surfactant in the alkaline developer can be used by selecting at least one kind from the group consisting of a nonionic surfactant, an anionic surfactant, and a cationic surfactant.

所述非離子類表面活性劑的具體例可列舉出聚氧乙烯烷基醚、聚氧乙烯芳基醚、聚氧乙烯烷基芳基醚、其他的聚氧乙烯衍生物、氧乙烯/氧丙烯嵌段共聚物、山梨糖醇酐脂肪酸酯、聚氧乙烯山梨糖醇酐脂肪酸酯、聚氧乙烯山梨糖醇脂肪酸酯、丙三醇脂肪酸酯、聚氧乙烯脂肪酸酯和聚氧乙烯烷基胺等。 Specific examples of the non-ionic surfactant include polyoxyethylene alkyl ether, polyoxyethylene aryl ether, polyoxyethylene alkylaryl ether, other polyoxyethylene derivatives, and oxyethylene / oxypropylene. Block copolymers, sorbitan fatty acid esters, polyoxyethylene sorbitan fatty acid esters, polyoxyethylene sorbitol fatty acid esters, glycerol fatty acid esters, polyoxyethylene fatty acid esters, and polyoxylates Vinyl alkylamines and the like.

所述陰離子類表面活性劑的具體例可列舉出月桂醇硫酸酯鈉和油酸醇硫酸酯鈉等高級醇硫酸酯鹽類、月桂基硫酸鈉和月桂基硫酸銨等烷基硫酸鹽類、十二烷基苯磺酸鈉和十二烷基萘磺酸鈉等的烷基芳基磺酸鹽類等。 Specific examples of the anionic surfactant include higher alcohol sulfate salts such as sodium lauryl sulfate and sodium oleate sulfate, alkyl sulfates such as sodium lauryl sulfate and ammonium lauryl sulfate, and Alkyl aryl sulfonates such as sodium dialkylbenzenesulfonate and sodium dodecylnaphthalenesulfonate.

所述陽離子類表面活性劑的具體例可列舉出十八烷基胺鹽酸鹽和月桂基三甲基氯化銨等胺鹽或季銨鹽等。這些表面活性劑可以單獨使用或組合使用兩種以上。 Specific examples of the cationic surfactant include amine salts such as octadecylamine hydrochloride and lauryltrimethylammonium chloride, or quaternary ammonium salts. These surfactants can be used alone or in combination of two or more.

所述顯影液中的表面活性劑的濃度通常為0.01~10重量%，優選為0.05~8重量%，進一步優選為0.1~5重量%。顯影後進行水洗，另外，必要時，可在150~230℃下後烘焙10~60分鐘。 The concentration of the surfactant in the developing solution is usually 0.01 to 10% by weight, preferably 0.05 to 8% by weight, and still more preferably 0.1 to 5% by weight. After development, it is washed with water. If necessary, it can be post-baked at 150 ~ 230 ° C for 10 ~ 60 minutes.

使用本發明的著色光固化樹脂組合物，經過以上各工 序，可以在基板上形成特定的圖案。 The colored photo-curable resin composition of the present invention is used through the above processes. Sequence, a specific pattern can be formed on the substrate.

以下，為了具體說明本發明，例舉實施例進行詳細說明。但本發明涉及的實施例可以進行各種不同形式改變，本發明的範圍不應解釋為受限於下述實施例。本發明的實施例是為了向本領域技術人員更完整地說明本發明而提供。 In the following, in order to explain the present invention in detail, examples will be described in detail. However, the embodiments related to the present invention can be changed in various forms, and the scope of the present invention should not be construed as being limited to the following embodiments. The embodiments of the present invention are provided to more completely explain the present invention to those skilled in the art.

<製造例1>顏料分散組合物(M1)的製造 <Manufacturing Example 1> Production of pigment dispersion composition (M1)

將13.5重量份的顏料C.I.顏料紅177、顏料分散劑DISPERBYK-2001(BYK公司製造)5.0重量份、作為溶劑的丙二醇單甲基醚乙酸酯61.5重量份以及4-羥基-4-甲基-2-戊酮20重量份通過珠磨機混合12小時，將其分散從而製造出顏料分散組合物M1。 13.5 parts by weight of pigment CI Pigment Red 177, 5.0 parts by weight of pigment dispersant DISPERBYK-2001 (manufactured by BYK), 61.5 parts by weight of propylene glycol monomethyl ether acetate as a solvent, and 4-hydroxy-4-methyl- 20 parts by weight of 2-pentanone was mixed in a bead mill for 12 hours, and dispersed to produce a pigment dispersion composition M1.

<製造例2>包含由化學式(2)表示的單體的黏合劑樹脂(B1)的合成 <Manufacturing Example 2> Synthesis of a binder resin (B1) containing a monomer represented by the chemical formula (2)

將23.3g的2-(溴甲基)丙烯酸甲酯(

Figure TWI615674BD00017
公司產品)、15.8g的三乙胺(
Figure TWI615674BD00018
公司產品)和115.0g的丙二醇甲醚(TCI公司產品)加入到裝配有滴液漏斗、溫度計、冷卻管和攪拌器的四口燒瓶中，並將四口燒瓶的內部置換為氮氣。接著，將燒瓶加熱至90℃後，以1小時滴加15.1g的2-(羥甲基)丙烯酸甲酯(
Figure TWI615674BD00019
公司產品)、3.2g的2,2’-偶氮二異丁腈(Wako公司產品)和110.0g的丙二醇甲醚(TCI公司產品)的混合溶液，進行0.5小時的聚合反應以生成含吡喃的聚合物。接著，以1小時緩慢滴加37.5g的甲基丙烯酸、19.0g的甲基丙烯酸 甲酯、225.0g的丙二醇甲醚和3.2g的2,2’-偶氮二異丁腈(Wako公司產品)的混合溶液並進行8小時的聚合後，冷卻至室溫。將四口燒瓶的內部置換為氮氣後，向燒瓶內加入61.5g的甲基丙烯酸縮水甘油酯(三菱
Figure TWI615674BD00020
公司產品)、3.6g的四丁基氫氧化銨(TCI公司產品)和0.15g的氫醌單甲醚(純正公司產品)，並在80℃下反應12小時，對共聚物的羧基附加GMA而得到黏合劑樹脂B1。以GPC測定的黏合劑樹脂B1的重均分子量為23000。 23.3 g of methyl 2- (bromomethyl) acrylate (
Figure TWI615674BD00017
Company product), 15.8g of triethylamine (
Figure TWI615674BD00018
Company product) and 115.0 g of propylene glycol methyl ether (product of TCI company) were added to a four-necked flask equipped with a dropping funnel, a thermometer, a cooling tube and a stirrer, and the inside of the four-necked flask was replaced with nitrogen. Next, after heating the flask to 90 ° C, 15.1 g of methyl 2- (hydroxymethyl) acrylate (
Figure TWI615674BD00019
Company product), 3.2 g of 2,2'-azobisisobutyronitrile (a product of Wako) and 110.0 g of propylene glycol methyl ether (a product of TCI) were polymerized for 0.5 hours to produce pyran-containing Polymer. Next, 37.5 g of methacrylic acid, 19.0 g of methyl methacrylate, 225.0 g of propylene glycol methyl ether, and 3.2 g of 2,2'-azobisisobutyronitrile (products of Wako) were slowly added dropwise over 1 hour. After the mixed solution was polymerized for 8 hours, it was cooled to room temperature. After replacing the inside of the four-necked flask with nitrogen, 61.5 g of glycidyl methacrylate (Mitsubishi
Figure TWI615674BD00020
Company product), 3.6 g of tetrabutylammonium hydroxide (product of TCI company) and 0.15 g of hydroquinone monomethyl ether (pure product of company), and reacted at 80 ° C for 12 hours, adding GMA to the carboxyl group of the copolymer and An adhesive resin B1 was obtained. The weight average molecular weight of the binder resin B1 measured by GPC was 23,000.

<製造例3>包含由化學式(3)表示的單體的黏合劑樹脂(B2)的合成 <Manufacturing Example 3> Synthesis of a binder resin (B2) containing a monomer represented by the chemical formula (3)

將37.5g的甲基丙烯酸(共榮公司產品)、19.0g的甲基丙烯酸甲酯(共榮公司產品)、9.1g的2,5-二氫呋喃(TCI公司產品)和225.0g的丙二醇甲醚(TCI公司產品)加入到裝配有滴液漏斗、溫度計、冷卻管和攪拌器的四口燒瓶中，並將四口燒瓶的內部置換為氮氣。接著，將燒瓶加熱至70℃後，以1小時緩慢滴加37.5g的甲基丙烯酸、19.0g的甲基丙烯酸甲酯、9.1g的2,5-二氫呋喃、225.0g的丙二醇甲醚(TCI公司產品)和3.2g的2,2’-偶氮二異丁腈(Wako公司產品)。聚合8小時後，將所得物冷卻至室溫後，並將四口燒瓶的內部置換為氮氣後，向燒瓶內加入61.5g的甲基丙烯酸縮水甘油酯(三菱

Figure TWI615674BD00021
公司產品)、3.6g的四丁基氫氧化銨(TCI公司產品)和0.15g的氫醌單甲醚(純正公司產品)，並在80℃下反應12小時，對共聚物的羧基附加GMA而得到黏合劑樹脂B2。以GPC測定的 黏合劑樹脂B2的重均分子量為17000。 37.5 g of methacrylic acid (product of Kyoei Corporation), 19.0 g of methyl methacrylate (product of Kyoei Corporation), 9.1 g of 2,5-dihydrofuran (product of TCI Corporation), and 225.0 g of propylene glycol methyl ester Ether (product of TCI) was added to a four-necked flask equipped with a dropping funnel, a thermometer, a cooling tube, and a stirrer, and the inside of the four-necked flask was replaced with nitrogen. Next, after heating the flask to 70 ° C, 37.5 g of methacrylic acid, 19.0 g of methyl methacrylate, 9.1 g of 2,5-dihydrofuran, and 225.0 g of propylene glycol methyl ether ( TCI's product) and 3.2 g of 2,2'-azobisisobutyronitrile (Wako's product). After 8 hours of polymerization, the resultant was cooled to room temperature, and after replacing the inside of the four-necked flask with nitrogen, 61.5 g of glycidyl methacrylate (Mitsubishi
Figure TWI615674BD00021
Company product), 3.6 g of tetrabutylammonium hydroxide (product of TCI company) and 0.15 g of hydroquinone monomethyl ether (pure product of company), and reacted at 80 ° C for 12 hours, adding GMA to the carboxyl group of the copolymer and An adhesive resin B2 was obtained. The weight average molecular weight of the binder resin B2 measured by GPC was 17,000.

<著色光固化樹脂組合物的製造> <Manufacture of colored photocurable resin composition>

實施例1 Example 1

將55.45重量份的前述製造例1製造的顏料分散組合物(M1)、製造例2製造的黏合劑樹脂(B1)2.16重量份、作為光固化化合物的CBZ-SA(新中村化學)4.25重量份、Irgacure OXE02(巴斯夫公司製造)0.71重量份以及作為溶劑的丙二醇單甲醚乙酸酯37.26重量份進行混合，製造實施例1的著色光固化樹脂組合物。 55.45 parts by weight of 2.16 parts by weight of the pigment dispersion composition (M1) produced in the aforementioned Production Example 1 and 2.16 parts by weight of the binder resin (B1) produced in Production Example 2 and 4.25 parts by weight of CBZ-SA (Shinakamura Chemical) as a photocurable compound 0.71 part by weight of Irgacure OXE02 (manufactured by BASF) and 37.26 parts by weight of propylene glycol monomethyl ether acetate as a solvent were mixed to produce a colored photocurable resin composition of Example 1.

實施例2 Example 2

將55.45重量份的前述製造例1製造的顏料分散組合物(M1)、製造例2製造的黏合劑樹脂(B1)2.87重量份、作為光固化化合物的CBZ-SA(新中村化學)3.54重量份、Irgacure OXE02(巴斯夫公司製造)0.71重量份以及作為溶劑的丙二醇單甲醚乙酸酯37.26重量份進行混合，製造實施例2的著色光固化樹脂組合物。 55.45 parts by weight of the pigment dispersion composition (M1) produced in the aforementioned Production Example 1 and 2.87 parts by weight of the binder resin (B1) produced in Production Example 2; 3.54 parts by weight of CBZ-SA (Shinakamura Chemical) as a photocurable compound 0.71 part by weight of Irgacure OXE02 (manufactured by BASF) and 37.26 parts by weight of propylene glycol monomethyl ether acetate as a solvent were mixed to produce a colored photocurable resin composition of Example 2.

實施例3 Example 3

將55.45重量份的前述製造例1製造的顏料分散組合物(M1)、製造例2製造的黏合劑樹脂(B1)3.58重量份、作為光固化化合物的CBZ-SA(新中村化學)2.84重量份、Irgacure OXE02(巴斯夫公司製造)0.71重量份以及作為溶劑的丙二醇單甲醚乙酸酯37.26重量份進行混合，製造實施例3的著色光固化樹脂組合物。 55.45 parts by weight of 3.58 parts by weight of the pigment dispersion composition (M1) produced in the aforementioned Production Example 1 and the binder resin (B1) produced in Production Example 2 and 2.84 parts by weight of CBZ-SA (Shinakamura Chemical) as a photocurable compound 0.71 part by weight of Irgacure OXE02 (manufactured by BASF) and 37.26 parts by weight of propylene glycol monomethyl ether acetate as a solvent were mixed to produce a colored photocurable resin composition of Example 3.

實施例4 Example 4

將55.45重量份的前述製造例1製造的顏料分散組合物(M1)、製造例3製造的黏合劑樹脂(B2)2.87重量份、作為光固化化合物的CBZ-SA(新中村化學)3.54重量份、Irgacure OXE02(巴斯夫公司製造)0.71重量份以及作為溶劑的丙二醇單甲醚乙酸酯37.26重量份進行混合，製造實施例4的著色光固化樹脂組合物。 55.45 parts by weight of the pigment dispersion composition (M1) produced in the aforementioned Production Example 1, 2.87 parts by weight of the binder resin (B2) produced in Production Example 3, and 3.54 parts by weight of CBZ-SA (Shinakamura Chemical) as a photocurable compound. 0.71 part by weight of Irgacure OXE02 (manufactured by BASF) and 37.26 parts by weight of propylene glycol monomethyl ether acetate as a solvent were mixed to produce a colored photocurable resin composition of Example 4.

實施例5 Example 5

將55.45重量份的前述製造例1製造的顏料分散組合物(M1)、製造例3製造的黏合劑樹脂(B2)3.58重量份、作為光固化化合物的CBZ-SA(新中村化學)2.84重量份、Irgacure OXE02(巴斯夫公司製造)0.71重量份以及作為溶劑的丙二醇單甲醚乙酸酯37.26重量份進行混合，製造實施例5的著色光固化樹脂組合物。 55.45 parts by weight of 3.58 parts by weight of the pigment dispersion composition (M1) produced in the aforementioned Production Example 1 and the binder resin (B2) produced in Production Example 3, and 2.84 parts by weight of CBZ-SA (Shin Nakamura Chemical) as a photocurable compound. 0.71 part by weight of Irgacure OXE02 (manufactured by BASF) and 37.26 parts by weight of propylene glycol monomethyl ether acetate as a solvent were mixed to produce a colored photocurable resin composition of Example 5.

比較例1 Comparative Example 1

將55.45重量份的前述製造例1製造的顏料分散組合物(M1)、製造例2製造的黏合劑樹脂(B1)2.87重量份、作為光固化化合物的KAYARAD DPHA(日本化藥)3.54重量份、Irgacure OXE02(巴斯夫公司製造)0.71重量份以及作為溶劑的丙二醇單甲醚乙酸酯37.26重量份進行混合，製造比較例1的著色光固化樹脂組合物。 55.45 parts by weight of the pigment dispersion composition (M1) produced in the aforementioned Production Example 1 and 2.87 parts by weight of the binder resin (B1) produced in Production Example 2; 3.54 parts by weight of KAYARAD DPHA (Nippon Kayaku) as a photocurable compound; 0.71 part by weight of Irgacure OXE02 (manufactured by BASF) and 37.26 parts by weight of propylene glycol monomethyl ether acetate as a solvent were mixed to produce a colored photocurable resin composition of Comparative Example 1.

比較例2 Comparative Example 2

將55.45重量份的前述製造例1製造的顏料分散組合物(M1)、製造例3製造的黏合劑樹脂(B1)2.87重量份、作為光固化化合物的KAYARAD DPHA(日本化藥)3.54重 量份、Irgacure OXE02(巴斯夫公司製造)0.71重量份以及作為溶劑的丙二醇單甲醚乙酸酯37.26重量份進行混合，製造比較例2的著色光固化樹脂組合物。 55.45 parts by weight of the pigment dispersion composition (M1) produced in the above Production Example 1 and 2.87 parts by weight of the binder resin (B1) produced in Production Example 3, and 3.54 parts by weight of KAYARAD DPHA (Nippon Kayaku), which is a photocurable compound. A part by weight, 0.71 part by weight of Irgacure OXE02 (manufactured by BASF), and 37.26 parts by weight of propylene glycol monomethyl ether acetate as a solvent were mixed to produce a colored photocurable resin composition of Comparative Example 2.

比較例3 Comparative Example 3

將55.45重量份的前述製造例1製造的顏料分散組合物(M1)、黏合劑樹脂(B3)(甲基丙烯酸和甲基丙烯酸苄酯的共聚物(聚苯乙烯換算的重均分子量為26000))2.87重量份、作為光固化化合物的CBZ-SA(新中村化學)2.84重量份、Irgacure OXE02(巴斯夫公司製造)0.71重量份以及作為溶劑的丙二醇單甲醚乙酸酯37.26重量份進行混合，製造比較例3的著色光固化樹脂組合物。 55.45 parts by weight of the pigment dispersion composition (M1) and the binder resin (B3) produced in the aforementioned Production Example 1 (copolymer of methacrylic acid and benzyl methacrylate (polystyrene-equivalent weight average molecular weight is 26,000) ) 2.87 parts by weight, 2.84 parts by weight of CBZ-SA (Shin Nakamura Chemical) as a photo-curable compound, 0.71 parts by weight of Irgacure OXE02 (manufactured by BASF), and 37.26 parts by weight of propylene glycol monomethyl ether acetate as a solvent are mixed to produce The colored photocurable resin composition of Comparative Example 3.

<實驗例1>光固化樹脂組合物的顯影時間和顯影殘渣評價 <Experimental Example 1> Development time and development residue evaluation of the photocurable resin composition

用旋塗法通過調節轉數以使乾燥後的膜厚為2.5μm的方式將前述實施例1至5和比較例1至3的各光固化樹脂組合物分別塗布在50mm×50mm的玻璃基板上後，用100℃的烘箱乾燥3分鐘。之後，使用噴射顯影裝置，以pH 10.5的KOH水溶液進行一分鐘顯影後，進行水洗處理，用風乾燥。此時，作為顯影時間(秒)測定紅色塗膜被顯影液洗掉的時刻，並示於表1中。此外，用乙醇潤濕的棉棒擦拭顯影後的基板並確認滲紅的程度。結果示於表1中。 Each of the photocurable resin compositions of Examples 1 to 5 and Comparative Examples 1 to 3 was coated on a glass substrate of 50 mm × 50 mm by a spin coating method so that the film thickness after drying was 2.5 μm. After that, it was dried in an oven at 100 ° C for 3 minutes. After that, it was developed with a KOH aqueous solution of pH 10.5 using a jet developing device for one minute, and then washed with water and dried with air. At this time, the time at which the red coating film was washed away by the developing solution was measured as the development time (seconds), and is shown in Table 1. In addition, the developed substrate was wiped with a cotton swab moistened with ethanol, and the degree of reddening was confirmed. The results are shown in Table 1.

顯影殘渣 Development residue

○：棉棒上未看到滲紅的物質 ○: No reddish matter was seen on the cotton swab

△：棉棒上稍稍看到滲紅的物質 △: Reddish substance is slightly seen on cotton swabs

×：棉棒上看到滲紅的物質 ×: Reddish substance was seen on cotton swabs

<實驗例2>光固化樹脂組合物的靈敏度評價 <Experimental Example 2> Sensitivity Evaluation of Photocurable Resin Composition

用旋塗法通過調節轉數以使乾燥後的膜厚為2.5μm的方式將前述實施例1至5和比較例1至3的各光固化樹脂組合物分別塗布在50mm×50mm的玻璃基板上後，用100℃的烘箱乾燥3分鐘。乾燥後的基板與光掩模之間的間隔設為300μm，以無電極燈的313nm波長的累計光量為40mJ的方式進行曝光，製造濾色器。之後，使用噴射顯影裝置，以pH 10.5的KOH水溶液進行一分鐘顯影後，進行水洗處理，用風乾燥。之後，用230℃的烘箱乾燥20分鐘固化，測定濾色器的圖案線寬和圖案剝離程度。 Each of the photocurable resin compositions of Examples 1 to 5 and Comparative Examples 1 to 3 was coated on a glass substrate of 50 mm × 50 mm by a spin coating method so that the film thickness after drying was 2.5 μm. After that, it was dried in an oven at 100 ° C for 3 minutes. The interval between the dried substrate and the photomask was set to 300 μm, and exposure was performed so that the cumulative light amount of the 313 nm wavelength of the electrodeless lamp was 40 mJ to produce a color filter. After that, it was developed with a KOH aqueous solution of pH 10.5 using a jet developing device for one minute, and then washed with water and dried with air. After that, it was dried in an oven at 230 ° C. for 20 minutes for curing, and the pattern line width and pattern peeling degree of the color filter were measured.

表示圖案線寬(X1)與光掩模線寬(X2)之差，測定靈敏度程度。 The difference between the pattern line width (X1) and the photomask line width (X2) is shown, and the degree of sensitivity is measured.

○：無圖案剝離；△：圖案剝離1至3個；×：圖案剝離4個以上 ○: No pattern peeling; △: 1 to 3 pattern peels; ×: 4 or more pattern peels

<實驗例3>光固化樹脂組合物的耐溶劑性評價 <Experimental Example 3> Evaluation of Solvent Resistance of Photocurable Resin Composition

用旋塗法通過調節轉數以使乾燥後的膜厚為2.5μm的方式將前述實施例1至5和比較例1至3的各光固化樹脂組合物分別塗布在50mm×50mm的玻璃基板上後，用100℃的烘箱乾燥3分鐘。乾燥後的基板與光掩模之間的間隔設為300μm，以無電極燈的313nm波長的累計光量為40mJ的方式進行曝光，製造濾色器。之後，使用噴射顯影裝置，以pH 10.5的KOH水溶液進行一分鐘顯影後，進行水洗處理，用風乾燥。之後，用230℃的烘箱乾燥20分鐘固化。 將濾色器在常溫的NMP溶液中浸漬30分鐘後，用超純水洗淨並在加熱至120℃的熱板上乾燥2分鐘後，測定浸漬前後的色度。此時使用的公式通過表示以L＊、a＊、b＊定義的三維色度計下的顏色變化的下述數學式1來計算，顏色變化值越小，越能夠製造出可靠性高的濾色器，但如果由下式得出的值不到3，則為適合於量產的水準。 Each of the photocurable resin compositions of Examples 1 to 5 and Comparative Examples 1 to 3 was coated on a glass substrate of 50 mm × 50 mm by a spin coating method so that the film thickness after drying was 2.5 μm. After that, it was dried in an oven at 100 ° C for 3 minutes. The interval between the dried substrate and the photomask was set to 300 μm, and exposure was performed so that the cumulative light amount of the 313 nm wavelength of the electrodeless lamp was 40 mJ to produce a color filter. After that, it was developed with a KOH aqueous solution of pH 10.5 using a jet developing device for one minute, and then washed with water and dried with air. After that, it was dried in an oven at 230 ° C for 20 minutes for curing. After the color filter was immersed in a normal temperature NMP solution for 30 minutes, it was washed with ultrapure water and dried on a hot plate heated to 120 ° C for 2 minutes, and then the chromaticity before and after immersion was measured. The formula used at this time is calculated by the following mathematical formula 1 that expresses the color change under the three-dimensional colorimeter defined by L *, a *, b *. The smaller the color change value, the more reliable the filter can be manufactured. Color device, but if the value obtained by the following formula is less than 3, it is a level suitable for mass production.

[數學式1]△Eab＊=〔(△L＊)2+(△a＊)2+(△b＊)2〕ˆ0.5 [Mathematical formula 1] △ Eab * = [(△ L * ) 2+ (△ a * ) 2+ (△ b * ) 2] ˆ0.5

Figure TWI615674BD00022
Figure TWI615674BD00022

通過前述結果，確認了作為包含前述化學式(1)的化合物以及化學式(2)或化學式(3)的黏合劑樹脂的本發明光固化樹脂組合物的實施例1至5具有顯影時間、顯影殘渣、靈敏度和耐溶劑性優異的特徵。相反，確認了比較例3的光固化樹脂組合物具有優異的顯影性，但靈敏度和耐溶劑性較差，比較例1和2的光固化樹脂組合物具有優異的靈敏度和耐溶劑性，但顯影性較差。 From the foregoing results, it was confirmed that Examples 1 to 5 of the photocurable resin composition of the present invention as the binder resin containing the compound of the aforementioned chemical formula (1) and the chemical formula (2) or the chemical formula (3) had development time, development residue, Features excellent sensitivity and solvent resistance. In contrast, it was confirmed that the photocurable resin composition of Comparative Example 3 had excellent developability, but the sensitivity and solvent resistance were poor, and the photocurable resin composition of Comparative Examples 1 and 2 had excellent sensitivity and solvent resistance, but developability Worse.

因此，可以說本發明的著色光固化樹脂組合物具有能夠解決在製造具有高色彩再現的濾色器時產生的顯影時間和靈敏度問題的優異顯影能力。 Therefore, it can be said that the colored photo-curable resin composition of the present invention has excellent developing ability capable of solving the problems of development time and sensitivity generated when producing a color filter with high color reproduction.

Claims (5)

一種著色光固化樹脂組合物，包含光固化化合物(A)、黏合劑樹脂(B)、光引發劑(D)和溶劑(E)，所述光固化化合物(A)包含下述化學式(1)的化合物，所述黏合劑樹脂(B)包含下述化學式(3)的單體，所述著色光固化樹脂組合物以固體成分的總重量計包含：5~45重量%的所述光固化化合物；1~60重量%的所述黏合劑樹脂(B)，以所述著色光固化樹脂組合物的總重量計包含：0.1~10重量%的所述光引發劑(D)；60~95重量%的所述溶劑(E)，
Figure TWI615674BC00001
Figure TWI615674BC00002
 所述化學式(1)的化合物是含有一個以上的羧基和五個以上的光固化性乙烯基的化合物，所述化學式(3)中，R5、R6、R7和R8各自獨立地表示氫原子、鹵素原子或碳數1~20的有機殘基，所述有機殘基可含有氧原子。 A colored photocurable resin composition comprising a photocurable compound (A), a binder resin (B), a photoinitiator (D), and a solvent (E). The photocurable compound (A) includes the following chemical formula (1) Compound, the binder resin (B) contains a monomer of the following chemical formula (3), and the colored photocurable resin composition includes 5 to 45% by weight of the photocurable compound based on the total weight of the solid content 1 to 60% by weight of the binder resin (B), based on the total weight of the colored photocurable resin composition, containing: 0.1 to 10% by weight of the photoinitiator (D); 60 to 95% by weight % Of the solvent (E),
Figure TWI615674BC00001
Figure TWI615674BC00002
 The compound of the chemical formula (1) is a compound containing one or more carboxyl groups and five or more photocurable vinyl groups. In the chemical formula (3), R 5 , R 6 , R 7 and R 8 are each independently represented. A hydrogen atom, a halogen atom, or an organic residue having 1 to 20 carbon atoms, and the organic residue may contain an oxygen atom. 如請求項1之著色光固化樹脂組合物，其中，所述黏合劑樹脂(B)相對於總含量含有1~50重量%的所述化學式(3)的單體。 The colored light-curable resin composition according to claim 1, wherein the binder resin (B) contains 1 to 50% by weight of the monomer of the chemical formula (3) with respect to the total content. 如請求項1之著色光固化樹脂組合物，其中，所述著色光固化樹脂組合物進一步包含著色劑和表面活性劑，所述著色劑包含一種以上的顏料或一種以上的染料。 The colored photocurable resin composition according to claim 1, wherein the colored photocurable resin composition further comprises a colorant and a surfactant, and the colorant contains one or more pigments or one or more dyes. 一種濾色器，其係用如請求項1至3中任一項之著色光固化樹脂組合物來製造。 A color filter manufactured using the colored photocurable resin composition according to any one of claims 1 to 3. 一種液晶顯示裝置，其係包括如請求項4之濾色器。 A liquid crystal display device includes a color filter as claimed in claim 4.
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