TWI622848B - Colored photosensitive resin composition, color filter, and image display apparatus comprising the same - Google Patents

Colored photosensitive resin composition, color filter, and image display apparatus comprising the same Download PDF

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TWI622848B
TWI622848B TW105137237A TW105137237A TWI622848B TW I622848 B TWI622848 B TW I622848B TW 105137237 A TW105137237 A TW 105137237A TW 105137237 A TW105137237 A TW 105137237A TW I622848 B TWI622848 B TW I622848B
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TW201723638A (en
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金亨柱
康德基
金正植
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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
    • G—PHYSICS
    • G02—OPTICS
    • G02B—OPTICAL ELEMENTS, SYSTEMS OR APPARATUS
    • G02B5/00—Optical elements other than lenses
    • G02B5/20—Filters
    • 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

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  • Physics & Mathematics (AREA)
  • General Physics & Mathematics (AREA)
  • Optics & Photonics (AREA)
  • Spectroscopy & Molecular Physics (AREA)
  • Materials For Photolithography (AREA)
  • Optical Filters (AREA)
  • Liquid Crystal (AREA)

Abstract

本發明係關於著色感光性樹脂組合物、濾色器及包含其的圖像顯示裝置，更詳細地，著色感光性樹脂組合物包含著色劑、鹼可溶性樹脂、光聚合性化合物、光聚合引發劑及溶劑，上述著色劑包含選自C.I.顏料紅254、C.I.顏料紅177及C.I.顏料紅242一種以上的顏料，且包含選自由下述化學式1表示的呫噸系染料及金屬錯合物結構的偶氮系染料中一種以上的染料，上述光聚合引發劑包含化學式2或化學式3的含有茀基的肟酯系光引發劑。 [化學式1][化學式2][化學式3](上述化學式1～化學式3內的取代基按說明書中定義。)The present invention relates to a colored photosensitive resin composition, a color filter, and an image display device including the same. In more detail, the colored photosensitive resin composition contains a colorant, an alkali-soluble resin, a photopolymerizable compound, and a photopolymerization initiator. And solvent, the colorant contains one or more pigments selected from CI Pigment Red 254, CI Pigment Red 177, and CI Pigment Red 242, and includes a couple selected from a xanthene dye and a metal complex structure represented by the following Chemical Formula 1. One or more of the nitrogen-based dyes, the photopolymerization initiator includes a fluorenyl group-containing oxime ester-based photoinitiator of Chemical Formula 2 or Chemical Formula 3. [Chemical Formula 1] [Chemical Formula 2] [Chemical Formula 3] (The substituents in the above Chemical Formulas 1 to 3 are defined in the specification.)

Description

著色感光性樹脂組合物、濾色器和具備其的圖像顯示裝置Colored photosensitive resin composition, color filter, and image display device including the same

本發明係關於著色感光性樹脂組合物、濾色器及具備其的圖像顯示裝置。 The present invention relates to a colored photosensitive resin composition, a color filter, and an image display device including the same.

濾色器廣泛用於攝像元件、液晶顯示裝置等，其應用範圍在急速地擴大。在彩色液晶顯示裝置、攝像元件等中使用之濾色器通常藉由在形成有黑矩陣圖案的基板上採用旋塗均勻地塗佈含有相當於紅色、綠色及青色的各色的著色劑的感光性樹脂組合物後，加熱乾燥(以下有時亦稱為預燒成)，對形成之塗膜進行曝光、顯影，根據需要進一步加熱固化(以下有時亦稱為後燒成)，將該操作對每種顏色反覆進行，形成各色的像素，從而製造。 Color filters are widely used in imaging elements, liquid crystal display devices, and the like, and their application range is rapidly expanding. A color filter used in a color liquid crystal display device, an image pickup element, and the like is generally coated uniformly with a photosensitive agent containing a colorant corresponding to each of red, green, and cyan by spin coating on a substrate on which a black matrix pattern is formed. After the resin composition is heated and dried (hereinafter sometimes referred to as pre-firing), the formed coating film is exposed and developed, and further heat-cured if necessary (hereinafter sometimes referred to as post-firing). Each color is repeated to form pixels of each color, thereby manufacturing.

要求圖像顯示裝置中使用的濾色器的高色再現性，由此，在濾色器的製造中使用的著色感光性樹脂組合物的著色材料的含量持續地升高。另外，為了製作可視性優異的高品質的濾色器，持續地進行明暗比的改善。 A high color reproducibility of a color filter used in an image display device is required, and as a result, the content of the coloring material of the coloring photosensitive resin composition used in the production of the color filter continues to increase. In addition, in order to produce high-quality color filters with excellent visibility, the improvement of the light-dark ratio is continuously performed.

但，對於以往的顏料分散系，著色感光性樹脂組合物內的顏料含量已達到其極限，使用顏料的微粒化的明暗比的改善亦達到極限。 However, in the conventional pigment dispersion system, the pigment content in the colored photosensitive resin composition has reached its limit, and the improvement of the lightness and darkness ratio of the micronization using the pigment has also reached the limit.

因此，最近，已研究作為著色劑同時使用顏料及染料之方法。但利用包含染料作為著色劑的著色感光性樹脂組合物製造濾色器的情況下，感度不足，在採用鹼顯影液的顯影工序時發生使所形成之圖案剝離的問題。另外，用包含染料的著色感光性樹脂組合物製造濾色器之情況下，在硬烘焙工序中染料的相容性不足，染料在表面析出，使明暗比降低，因此難以使用足夠量的染料。 Therefore, recently, a method of using a pigment and a dye as a colorant has been studied. However, when a color filter is produced using a colored photosensitive resin composition containing a dye as a colorant, the sensitivity is insufficient, and a problem that the formed pattern is peeled off occurs during a development process using an alkaline developer. In addition, in the case of producing a color filter using a coloring photosensitive resin composition containing a dye, the compatibility of the dye is insufficient in the hard-baking process, and the dye is precipitated on the surface, which reduces the light-dark ratio. Therefore, it is difficult to use a sufficient amount of the dye.

例如，專利文獻1提供固化感度高、色再現性優異、密合性及柔軟性優異的墨組合物及利用上述墨組合物的噴墨記錄方法。但上述先前技術只公開肟酯系光聚合引發劑，具有如下問題：用最小限度的染料未能獲得高透射及高明暗比，由於染料產生的感度的降低，在顯影工序發生將圖案剝離的問題等。 For example, Patent Document 1 provides an ink composition having a high curing sensitivity, excellent color reproducibility, and excellent adhesion and flexibility, and an inkjet recording method using the ink composition. However, the above-mentioned prior art only discloses oxime ester-based photopolymerization initiators, and has the following problems: high transmittance and high light-dark ratio cannot be obtained with a minimum of dyes; due to the decrease in sensitivity of the dyes, the problem of peeling the pattern occurs in the development process; Wait.

現有技術文獻 Prior art literature 專利文獻 Patent literature

專利文獻1：日本特開2010-024296號公報 Patent Document 1: Japanese Patent Application Laid-Open No. 2010-024296

本發明用於解決上述此類問題，其目的在於提供藉由包含特定著色劑及光聚合引發劑從而亮度及密合性優異之著色感光性樹脂組合物、濾色器及具備其的圖像顯示裝置。 The present invention is intended to solve such problems as described above, and an object thereof is to provide a colored photosensitive resin composition, a color filter, and an image display provided therewith that contain a specific colorant and a photopolymerization initiator and have excellent brightness and adhesion. Device.

為了實現上述目的，根據本發明之實施例的著色感光性樹脂組合物包含著色劑、鹼可溶性樹脂、光聚合性化合物、光聚合引發劑及溶劑，其特徵在於， 上述著色劑包含選自C.I.顏料紅254、C.I.顏料紅177及C.I.顏料紅242中一種以上的顏料，且包含選自由下述化學式1表示的呫噸系染料及金屬錯合物結構的偶氮系染料中一種以上的染料，上述光聚合引發劑包含下述化學式2或化學式3的含有茀基的肟酯系光引發劑。 In order to achieve the above object, a colored photosensitive resin composition according to an embodiment of the present invention includes a colorant, an alkali-soluble resin, a photopolymerizable compound, a photopolymerization initiator, and a solvent, and is characterized in that: The colorant contains one or more pigments selected from CI Pigment Red 254, CI Pigment Red 177, and CI Pigment Red 242, and includes an azo-based dye selected from a xanthene-based dye represented by the following Chemical Formula 1 and a metal complex structure. Among the dyes, the photopolymerization initiator includes a fluorenyl group-containing oxime ester-based photoinitiator of the following Chemical Formula 2 or Chemical Formula 3.

(上述化學式1~化學式3內的取代基按說明書中定義) (The substituents in the above Chemical Formulas 1 to 3 are defined in the specification)

根據本發明之著色感光性樹脂組合物，藉由包含特定的著色劑及光聚合引發劑，從而具有亮度及密合性優異的效果。 According to the colored photosensitive resin composition of the present invention, a specific coloring agent and a photopolymerization initiator are included, and thus the effect is excellent in brightness and adhesion.

用上述著色感光性樹脂組合物製造之濾色器及包含上述濾色器之圖像顯示裝置具有感度優異的效果。 A color filter manufactured using the colored photosensitive resin composition and an image display device including the color filter have an effect of excellent sensitivity.

以下對本發明詳細地說明。 The present invention is described in detail below.

(感光性樹脂組合物)(Photosensitive resin composition)

本發明之感光性樹脂組合物包含著色劑、鹼可溶性樹脂、光聚合性化合物、光聚合引發劑及溶劑，可包含上述著色劑包含選自C.I.顏料紅254、C.I.顏料紅177及C.I.顏料紅242中一種以上、且包含選自由下述化學式1表示的呫噸系染料及金屬錯合物結構的偶氮系染料中一種以上的著色劑、鹼可溶性樹脂、光聚合性化合物、包含下述化學式2或化學式3的含有茀基的肟酯系光引發劑的光聚合引發劑及溶劑。 The photosensitive resin composition of the present invention includes a colorant, an alkali-soluble resin, a photopolymerizable compound, a photopolymerization initiator, and a solvent. The colorant may include a colorant selected from CI Pigment Red 254, CI Pigment Red 177, and CI Pigment Red 242. One or more of them, and one or more coloring agents selected from the group consisting of xanthene dyes and azo dyes having a metal complex structure represented by the following Chemical Formula 1, an alkali-soluble resin, a photopolymerizable compound, and the following Chemical Formula 2 Or a photopolymerization initiator and a solvent of a fluorenyl group-containing oxime ester-based photoinitiator of Chemical Formula 3.

著色劑Colorant

上述著色劑包含選自C.I.顏料紅254、C.I.顏料紅177及C.I.顏料紅242中一種以上，且包含選自由下述化學式1表示的呫噸系染料及金屬錯合物結構的偶氮系染料中一種以上。 The colorant contains at least one selected from CI Pigment Red 254, CI Pigment Red 177, and CI Pigment Red 242, and is selected from the group consisting of xanthene dyes and metal complex structures represented by the following Chemical Formula 1 More than one.

顏料pigment

本發明中顏料包含選自C.I.顏料紅254(以下稱為R254)、C.I.顏料紅177(以下稱為R177)及C.I.顏料紅242(以下稱為R242)中一種以上。 The pigment in the present invention includes one or more selected from C.I. Pigment Red 254 (hereinafter referred to as R254), C.I. Pigment Red 177 (hereinafter referred to as R177), and C.I. Pigment Red 242 (hereinafter referred to as R242).

R254具有透射率優異的長處，但具有如下短處：由於明暗比不高， 莫耳吸光率低，因此必須提高著色劑的含量。因此，相對於著色劑的總重量%，較佳含有R25430~80重量%。在以低於上述範圍使用R254的情況下，亮度的上升幅度不高，若超過上述範圍使用，則明暗比降低，著色感光性樹脂組合物中的著色劑的比率上升，因此並非較佳。 R254 has the advantages of excellent transmittance, but has the following disadvantages: Because the light-dark ratio is not high, The molar absorption is low, so it is necessary to increase the content of the colorant. Therefore, it is preferable to contain R25430-80 weight% with respect to the total weight% of a coloring agent. When R254 is used below the above range, the increase in brightness is not high. If it is used outside the above range, the light-dark ratio decreases and the ratio of the coloring agent in the colored photosensitive resin composition increases, which is not preferable.

R177的可靠性優異，微粒化容易，容易提高明暗比，但透過度不高。因此，相對於著色劑的總重量%，較佳含有R17710~50重量%。若以低於上述範圍含有R177，則明暗比的上升極小，著色劑中染料之比率上升，可靠性變差，超過上述範圍的情況下，透射率減小。 R177 is excellent in reliability, easy to be micronized, and easy to improve the light-dark ratio, but the transmittance is not high. Therefore, it is preferable to contain R17710 to 50 weight% with respect to the total weight% of a coloring agent. When R177 is contained below the above range, the increase in the light-dark ratio is extremely small, the ratio of the dye in the colorant increases, and the reliability is deteriorated. When it exceeds the above range, the transmittance decreases.

R242與上述R254相比，明暗比及可靠性優異，但莫耳吸光率低，因此相對於著色劑的總重量%，較佳含有R2425~20重量%。在以低於上述範圍使用R242的情況下，亮度及明暗比之上升極小，若超過上述範圍，著色感光性樹脂組合物中的著色劑的比率上升，因此並非較佳。 Compared with the aforementioned R254, R242 is excellent in light-dark ratio and reliability, but has a low molar absorption. Therefore, it is preferable to contain R2425-20% by weight relative to the total weight% of the colorant. When R242 is used below the above range, the increase in brightness and light-dark ratio is extremely small. If it exceeds the above range, the ratio of the coloring agent in the colored photosensitive resin composition increases, which is not preferable.

上述顏料較佳使用粒徑均一地分散的顏料分散液。作為用於使顏料的粒徑均一地分散的方法的一例，可列舉含有顏料分散劑而進行分散處理的方法等，採用該方法，可得到顏料在溶液中均一地分散的狀態的顏料分散液。 As the pigment, a pigment dispersion liquid having a uniformly dispersed particle diameter is preferably used. As an example of a method for uniformly dispersing the particle diameter of a pigment, a method of dispersing treatment containing a pigment dispersant and the like can be cited. According to this method, a pigment dispersion liquid in which a pigment is uniformly dispersed in a solution can be obtained.

上述顏料分散劑為了維持顏料的脫凝聚及穩定性而添加，可無限制地使用該領域中通常使用之顏料分散劑。 The pigment dispersant is added in order to maintain the deagglomeration and stability of the pigment, and a pigment dispersant generally used in this field can be used without limitation.

作為上述顏料分散劑之具體例，可列舉陽離子系、陰離子系、非離子系、陽性、聚酯系、多胺系等的界面活性劑等，此等可各自單獨地使用或將兩種以上之組合使用。 Specific examples of the pigment dispersant include cationic, anionic, nonionic, positive, polyester, and polyamine surfactants, and the like. These can be used individually or in combination of two or more kinds. Use in combination.

作為上述顏料分散劑，較佳含有包含BMA(甲基丙烯酸丁酯)或DMAEMA(甲基丙烯酸N,N-二甲基胺基乙酯)的丙烯酸酯系分散劑(以下稱 為丙烯酸系分散劑)。 The pigment dispersant preferably contains an acrylate dispersant (hereinafter referred to as BMA (butyl methacrylate) or DMAEMA (N, N-dimethylaminoethyl methacrylate)) Is an acrylic dispersant).

此時，上述丙烯酸系分散劑較佳使用採用韓國公開專利第10-2004-0014311號公報中提出之活性控制方法製造的丙烯酸系分散劑，作為藉由上述活性控制方法製造的丙烯酸酯系分散劑的市售品，可列舉DISPER BYK-2000、DISPER BYK-2001、DISPER BYK-2070、DISPER BYK-2150等。 At this time, as the acrylic dispersant, an acrylic dispersant manufactured by the activity control method proposed in Korean Laid-Open Patent No. 10-2004-0014311 is preferably used as the acrylic dispersant manufactured by the activity control method. The commercially available products include DISPER BYK-2000, DISPER BYK-2001, DISPER BYK-2070, and DISPER BYK-2150.

上述例示丙烯酸系分散劑可各自單獨使用或將兩種以上之組合使用。 The above-exemplified acrylic dispersants can be used individually or in combination of two or more.

上述顏料分散劑除了上述丙烯酸系分散劑以外，亦可使用其他樹脂型的顏料分散劑。作為上述其他樹脂型的顏料分散劑，可列舉習知樹脂型的顏料分散劑，尤其聚胺酯、聚丙烯酸酯為代表之聚羧酸酯、不飽和聚醯胺、聚羧酸、聚羧酸的(部分的)胺鹽、聚羧酸的銨鹽、聚羧酸的烷基胺鹽、聚矽氧烷、長鏈聚胺基醯胺磷酸鹽、含羥基的聚羧酸的酯以及其改質生成物、或藉由具有游離(free)羧基的聚酯與聚(低級烯化亞胺)的反應形成的醯胺或其鹽類乳質的分散劑；(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、聚乙烯醇或聚乙烯基吡咯啶酮類水溶性樹脂或水溶性聚合物化合物；聚酯；改質聚丙烯酸酯；環氧乙烷/環氧丙烷的加成生成物及磷酸酯等。 As the pigment dispersant, in addition to the acrylic dispersant, other resin-based pigment dispersants may be used. Examples of the other resin-based pigment dispersants include conventional resin-based pigment dispersants. In particular, polycarboxylic esters such as 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, esters of hydroxyl-containing polycarboxylic acids, and their modification Or a dispersant of amidine or its salt based milk formed by the reaction of a polyester having a free carboxyl group and poly (lower alkylene imine); (meth) acrylic acid-styrene copolymer, ( (Meth) acrylic acid- (meth) acrylate copolymers, styrene-maleic acid copolymers, polyvinyl alcohol or polyvinyl pyrrolidone water-soluble resins or water-soluble polymer compounds; polyesters; modified polymers Acrylates; addition products of ethylene oxide / propylene oxide and phosphate esters.

作為上述樹脂型的顏料分散劑的市售品，例如可列舉BYK()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、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、EFKA-4800；Lubirzol公司的商品名：SOLSPERS-24000、SOLSPERS-32550、NBZ-4204/10；Kawaken Fine Chemicals Co.,Ltd.的商品名：(HINOACT)T-6000、T-7000、T-8000；味之素株式會社的商品名：(AJISPUR)PB-821、PB-822、PB-823；共榮社化學株式會社的商品名：(FLORENE)DOPA-17HF、DOPA-15BHF、DOPA-33、DOPA-44等。除了上述丙烯酸系分散劑以外，其他樹脂型的顏料分散劑可各自單獨地使用或將兩種以上之組合使用，可與丙烯酸系分散劑並用而使用。 Examples of commercially available products of the resin-based pigment dispersant include BYK ( ) Trade names of chemical companies: DISPER BYK-160, DISPER BYK-161, DISPER BYK-162, DISPER BYK-163, DISPER BYK-164, DISPER BYK-166, DISPER BYK-171, DISPER BYK-182, DISPER BYK- 184; Trade names of BASF: 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, EFKA-4800; Trade names of Lubirzol Company: SOLSPERS-24000, SOLSPERS-32550, NBZ-4204 / 10; Kawaken Fine Chemicals Co., Ltd. Product name: (HINOACT) T-6000, T-7000, T-8000; Trade name of Ajinomoto Co., Ltd .: (AJISPUR) PB-821, PB-822, PB-823; Trade name of Kyoeisha Chemical Co., Ltd .: (FLORENE) DOPA-17HF, DOPA-15BHF, DOPA-33, DOPA-44 and so on. In addition to the acrylic dispersant, other resin-based pigment dispersants may be used alone or in combination of two or more kinds, and may be used in combination with the acrylic dispersant.

上述顏料分散劑的含量，相對於使用的顏料的總重量%，較佳含有5~60重量%，更佳含有15~50重量%。若上述顏料分散劑的含量超過上述範圍，有時黏度升高，以不到上述範圍含有的情況下，有時顏料的微粒化困難，分散後引起凝膠化等問題。 The content of the pigment dispersant is preferably 5 to 60% by weight, and more preferably 15 to 50% by weight based on the total weight% of the pigment used. If the content of the pigment dispersant exceeds the above range, the viscosity may increase. If the content is less than the above range, the micronization of the pigment may be difficult, and problems such as gelation may occur after dispersion.

染料dye

本發明中，染料包含選自由下述化學式1表示的呫噸系染料及金屬錯合物結構的偶氮系染料中一種以上。 In the present invention, the dye contains one or more selected from the xanthene dye represented by the following Chemical Formula 1 and an azo dye having a metal complex structure.

呫噸系染料可由下述化學式1表示。 A xanthene dye can be represented by the following chemical formula 1.

[化學式1] [Chemical Formula 1]

上述化學式1中，R1~R6各自獨立地為氫、C1~C5的烷基、或三烷氧基甲矽烷基烷基，R7及R8各自獨立地為氫、COOH、COO-、SO3 -、SO3H、SO3Na、COOCH3或COOCH2CH3。 In the above Chemical Formula 1, R 1 to R 6 are each independently hydrogen, C 1 to C 5 alkyl, or trialkoxysilyl alkyl, and R 7 and R 8 are each independently hydrogen, COOH, COO − , SO 3 -, SO 3 H, SO 3 Na, COOCH 3 or COOCH 2 CH 3.

上述化學式1的呫噸系染料的透射率及耐熱性優異而較佳，對於溶劑的溶解度及相容性不足，難以在著色感光性樹脂組合物內使用足夠的量。因此，相對於上述著色劑的總重量%，較佳含有上述呫噸系染料5~15重量%。 The xanthene dye of the above Chemical Formula 1 is excellent in transmittance and heat resistance, and is insufficient in solubility and compatibility with a solvent, and it is difficult to use a sufficient amount in the colored photosensitive resin composition. Therefore, it is preferred to contain 5 to 15% by weight of the xanthene-based dye with respect to the total weight% of the colorant.

在以低於上述範圍含有上述呫噸系染料的情況下，透射率的上升幅度極小，超過上述範圍的情況下，有時在塗膜內容易發生析出，明暗比降低，著色感光性樹脂組合物的貯存穩定性差。 When the xanthene-based dye is contained below the above range, the increase in transmittance is extremely small. When it exceeds the above range, precipitation may easily occur in the coating film, and the brightness / darkness ratio may be lowered, thereby coloring the photosensitive resin composition. Poor storage stability.

作為上述染料的具體的實例，可列舉酸性紅52、鹼性紅1、鹼性紫10、鹼性紫11、若丹明B、若丹明6G、若丹明123、磺基若丹明B等，但不限於此，此等染料可各自單獨地使用或將兩種以上之組合使用。 Specific examples of the dye include acid red 52, basic red 1, basic violet 10, basic violet 11, rhodamine B, rhodamine 6G, rhodamine 123, and sulforhodamine B. And the like, but not limited thereto, these dyes can be used individually or in combination of two or more kinds.

另外，金屬錯合物結構之偶氮系染料的情況下，與一般偶氮系染料相比，耐熱性及溶解度優異，明暗比優異，可提高著色感光性樹脂組合物內的染料的含量，可以實現高亮度。 In addition, in the case of an azo dye having a metal complex structure, compared with general azo dyes, it has excellent heat resistance and solubility, and excellent light-darkness ratio. It can increase the content of the dye in the colored photosensitive resin composition, and can Achieve high brightness.

相對於上述著色劑的總重量%，較佳含有金屬錯合物結構的偶氮系染料5~15重量%。以低於上述範圍含有金屬錯合物結構的偶氮系染料的情況下，明暗比及透射率的上升極小，超過上述範圍而含有的情況下，容易整體發生耐熱性及耐溶劑性等可靠性的問題。 The azo dye containing a metal complex structure is preferably 5 to 15% by weight based on the total weight% of the colorant. When the azo dye containing a metal complex structure is lower than the above range, the increase in light-darkness ratio and transmittance is extremely small. When it is contained outside the above range, reliability such as heat resistance and solvent resistance is liable to occur as a whole. The problem.

作為上述染料的具體例，有C.I.溶劑黃13、C.I.溶劑黃19、C.I.溶劑黃21、C.I.溶劑黃25、C.I.溶劑黃25：1、C.I.溶劑黃81、C.I.溶劑黃82、C.I.溶劑黃88、C.I.溶劑黃89、C.I.溶劑黃90、C.I.溶劑橙5、C.I.溶劑橙20、C.I.溶劑橙40：1、C.I.溶劑橙41、C.I.溶劑橙45、C.I.溶劑橙54、C.I.溶劑橙56、C.I.溶劑橙58、C.I.溶劑橙62、C.I.溶劑橙81、C.I.溶劑橙99、C.I.溶劑紅8、C.I.溶劑紅83：1、C.I.溶劑紅84：1、C.I.溶劑紅90、C.I.溶劑紅90：1、C.I.溶劑紅91、C.I.溶劑紅118、C.I.溶劑紅119、C.I.溶劑紅122、C.I.溶劑紅127、C.I.溶劑紅130、C.I.溶劑紅132、C.I.溶劑紅160、C.I.溶劑紅234、C.I.溶劑紅243、C.I.溶劑紫21：1、C.I.溶劑紫58、C.I.溶劑藍137等。 As specific examples of the above dyes, CI solvent yellow 13, CI solvent yellow 19, CI solvent yellow 21, CI solvent yellow 25, CI solvent yellow 25: 1, CI solvent yellow 81, CI solvent yellow 82, CI solvent yellow 88, CI solvent yellow 89, CI solvent yellow 90, CI solvent orange 5, CI solvent orange 20, CI solvent orange 40: 1, CI solvent orange 41, CI solvent orange 45, CI solvent orange 54, CI solvent orange 56, CI solvent orange 58, CI solvent orange 62, CI solvent orange 81, CI solvent orange 99, CI solvent red 8, CI solvent red 83: 1, CI solvent red 84: 1, CI solvent red 90, CI solvent red 90: 1, CI solvent Red 91, CI solvent red 118, CI solvent red 119, CI solvent red 122, CI solvent red 127, CI solvent red 130, CI solvent red 132, CI solvent red 160, CI solvent red 234, CI solvent red 243, CI solvent Violet 21: 1, CI solvent violet 58, CI solvent blue 137, and the like.

上述著色劑的含量，相對於著色感光性樹脂組合物的固體成分的總重量%，較佳含有5~60重量%，更佳含有10~45重量%。上述著色劑為上述範圍以內的情況下，即使形成薄膜，像素的色濃度亦充分，顯影時非像素部的脫落性亦不降低，因此難以產生殘渣，因此較佳。 The content of the colorant is preferably 5 to 60% by weight, and more preferably 10 to 45% by weight, based on the total weight% of the solid content of the colored photosensitive resin composition. When the colorant is within the above range, even if a thin film is formed, the color density of the pixel is sufficient, and the drop-off property of the non-pixel portion is not reduced during development, so residues are less likely to occur, which is preferable.

本發明中著色感光性樹脂組合物之固體成分的總重量%意謂從著色感光性樹脂組合物將溶劑移除的剩餘的成分的全體含量。 The total weight% of the solid content of the colored photosensitive resin composition in the present invention means the total content of the remaining components from which the solvent is removed from the colored photosensitive resin composition.

鹼可溶性樹脂Alkali soluble resin

鹼可溶性樹脂藉由以具有羧基的烯屬不飽和單體作為必要成分共聚而製造，從而對於形成圖案時的顯影處理工序中利用的鹼顯影液可具有可 溶性。 The alkali-soluble resin is produced by copolymerizing an ethylenically unsaturated monomer having a carboxyl group as an essential component, so that the alkali-developing solution used in the development processing step at the time of pattern formation can be used. Soluble.

另外，為了確保與上述染料的相容性及著色感光性樹脂組合物的貯存穩定性，鹼可溶性樹脂的酸值較佳為30~150mg KOH/g。鹼可溶性樹脂的酸值不到30mg KOH/g的情況下，著色感光性樹脂組合物難以確保充分的顯影速度，超過150mg KOH/g的情況下，與基板的密合性減小，容易發生圖案的短路，在與染料的相容性上產生問題，使著色感光性樹脂組合物內的染料析出，著色感光性樹脂組合物的貯存穩定性降低，黏度容易上升。 In addition, in order to ensure compatibility with the dye and storage stability of the colored photosensitive resin composition, the acid value of the alkali-soluble resin is preferably 30 to 150 mg KOH / g. When the acid value of the alkali-soluble resin is less than 30 mg KOH / g, it is difficult to ensure a sufficient development speed for the colored photosensitive resin composition. When it exceeds 150 mg KOH / g, the adhesion to the substrate is reduced, and patterns are liable to occur. The short-circuiting of the resin causes problems in compatibility with the dye, causes the dye in the colored photosensitive resin composition to precipitate, reduces the storage stability of the colored photosensitive resin composition, and tends to increase the viscosity.

上述具有羧基的烯屬不飽和單體，作為具體例，可列舉丙烯酸、甲基丙烯酸、巴豆酸等單羧酸類；富馬酸、中康酸、衣康酸等二羧酸類；以及此等二羧酸的酸酐；ω-羧基聚己內酯單(甲基)丙烯酸酯等在兩末端具有羧基及羥基的聚合物的單(甲基)丙烯酸酯類等。此等中，較佳丙烯酸、甲基丙烯酸。 As specific examples of the ethylenically unsaturated monomer having a carboxyl group, monocarboxylic acids such as acrylic acid, methacrylic acid, and crotonic acid; dicarboxylic acids such as fumaric acid, mesaconic acid, and itaconic acid; and these two Anhydrides of carboxylic acids; mono (meth) acrylates of polymers having carboxyl groups and hydroxyl groups at both ends, such as ω-carboxy polycaprolactone mono (meth) acrylate, and the like. Among these, acrylic acid and methacrylic acid are preferred.

為了對鹼可溶性樹脂賦予羥基，可使具有羧基的烯屬不飽和單體與具有羥基的烯屬不飽和單體共聚而製造，可使具有縮水甘油基的化合物追加地與具有羧基的烯屬不飽和單體反應而製造。另外，可追加地使具有縮水甘油基的化合物與具有羧基的烯屬不飽和單體及具有羥基的烯屬不飽和單體的共聚物反應而製造。 In order to impart a hydroxyl group to an alkali-soluble resin, an ethylenically unsaturated monomer having a carboxyl group can be copolymerized with an ethylenically unsaturated monomer having a hydroxyl group to produce the compound, and a compound having a glycidyl group can be additionally added to the ethylenically unsaturated group having a carboxyl group. Saturated monomers are produced by reaction. In addition, a compound having a glycidyl group can be additionally produced by reacting a copolymer of an ethylenically unsaturated monomer having a carboxyl group and an ethylenically unsaturated monomer having a hydroxyl group.

作為上述具有羥基的烯屬不飽和單體的具體例，可有(甲基)丙烯酸2-羥基乙酯、(甲基)丙烯酸2-羥基丙酯、(甲基)丙烯酸4-羥基丁酯、(甲基)丙烯酸2-羥基-3-苯氧基丙酯、N-羥基乙基丙烯醯胺等(甲基)丙烯酸羥基乙酯類。 Specific examples of the ethylenically unsaturated monomer having a hydroxyl group include 2-hydroxyethyl (meth) acrylate, 2-hydroxypropyl (meth) acrylate, 4-hydroxybutyl (meth) acrylate, Hydroxyethyl (meth) acrylates such as 2-hydroxy-3-phenoxypropyl (meth) acrylate and N-hydroxyethylpropenamide.

作為上述具有縮水甘油基的化合物的具體例，有丁基縮水甘油基 醚、縮水甘油基丙基醚、縮水甘油基苯基醚、2-乙基己基縮水甘油基醚、丁酸縮水甘油酯、縮水甘油基甲基醚、乙基縮水甘油基醚、縮水甘油基異丙基醚、第三丁基縮水甘油基醚、苄基縮水甘油基醚、4-第三丁基苯甲酸縮水甘油酯、硬脂酸縮水甘油酯、芳基縮水甘油基醚、甲基丙烯酸縮水甘油酯等，其中，較佳丁基縮水甘油基醚、芳基縮水甘油基醚、甲基丙烯酸縮水甘油酯，可將兩種以上之組合使用。 Specific examples of the compound having a glycidyl group include butyl glycidyl group. Ether, glycidyl propyl ether, glycidyl phenyl ether, 2-ethylhexyl glycidyl ether, glycidyl butyrate, glycidyl methyl ether, ethyl glycidyl ether, glycidyl isopropyl Propyl ether, third butyl glycidyl ether, benzyl glycidyl ether, 4-third butyl benzoic acid glycidyl ester, glycidyl stearate, aryl glycidyl ether, glycidyl methacrylate Among them, butyl glycidyl ether, aryl glycidyl ether, and glycidyl methacrylate are preferred, and two or more of them can be used in combination.

上述鹼可溶性樹脂的製造時，可在具有羥基的烯屬不飽和單體、及具有縮水甘油基的化合物以外追加可共聚的不飽和單體，與上述具有羧基的烯屬不飽和單體進行聚合。以下例示可共聚的不飽和單體，但未必限定於此。 In the production of the alkali-soluble resin, a copolymerizable unsaturated monomer may be added in addition to the ethylenically unsaturated monomer having a hydroxyl group and the compound having a glycidyl group, and the ethylenically unsaturated monomer having a carboxyl group may be polymerized. . The copolymerizable unsaturated monomer is exemplified below, but is not necessarily limited thereto.

作為具有可共聚的不飽和鍵的聚合單體的具體例，可列舉苯乙烯、乙烯基甲苯、α-甲基苯乙烯、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基醚、間-乙烯基苄基縮水甘油基醚、對-乙烯基苄基縮水甘油基醚等芳族乙烯基化合物；N-環己基馬來醯亞胺、N-苄基馬來醯亞胺、N-苯基馬來醯亞胺、N-鄰-羥基苯基馬來醯亞胺、N-間-羥基苯基馬來醯亞胺、N-對-羥基苯基馬來醯亞胺、N-鄰-甲基苯基馬來醯亞胺、N-間-甲基苯基馬來醯亞胺、N-對-甲基苯基馬來醯亞胺、N-鄰-甲氧基苯基馬來醯亞胺、N-間-甲氧基苯基馬來醯亞胺、N-對-甲氧基苯基馬來醯亞胺等N-取代馬來醯亞胺系化合物；(甲基)丙烯酸甲酯、(甲基)丙烯酸乙酯、(甲基)丙烯酸正丙酯、(甲基)丙烯酸異丙酯、(甲基)丙烯酸正丁酯、(甲基)丙烯酸異丁酯、(甲基)丙烯酸第二丁酯、(甲基)丙烯酸第三丁酯等(甲基)丙烯酸烷基酯類；(甲基)丙烯酸環 戊酯、(甲基)丙烯酸環己酯、(甲基)丙烯酸2-甲基環己酯、(甲基)丙烯酸三環[5.2.1.02.6]癸烷-8-基酯、(甲基)丙烯酸2-雙環戊氧基乙酯、(甲基)丙烯酸異冰片酯等脂環族(甲基)丙烯酸酯類；(甲基)丙烯酸苯酯、(甲基)丙烯酸苄酯等(甲基)丙烯酸芳基酯類；3-(甲基丙烯醯氧基甲基)氧雜環丁烷、3-(甲基丙烯醯氧基甲基)-3-乙基氧雜環丁烷、3-(甲基丙烯醯氧基甲基)-2-三氟甲基氧雜環丁烷、3-(甲基丙烯醯氧基甲基)-2-苯基氧雜環丁烷、2-(甲基丙烯醯氧基甲基)氧雜環丁烷、2-(甲基丙烯醯氧基甲基)-4-三氟甲基氧雜環丁烷等不飽和氧雜環丁烷化合物等。 Specific examples of the polymerizable monomer having a copolymerizable unsaturated bond include styrene, vinyltoluene, α-methylstyrene, p-chlorostyrene, o-methoxystyrene, and m-methoxy Styrene, p-methoxystyrene, o-vinyl benzyl methyl ether, m-vinyl benzyl methyl ether, p-vinyl benzyl methyl ether, ortho-vinyl benzyl glycidyl Aromatic vinyl compounds such as methyl ether, m-vinyl benzyl glycidyl ether, p-vinyl benzyl glycidyl ether; N-cyclohexylmaleimide, N-benzylmaleimide , N-phenylmaleimide, N-o-hydroxyphenylmaleimide, N-m-hydroxyphenylmaleimide, N-p-hydroxyphenylmaleimide, N-o-methylphenylmaleimide, N-m-methylphenylmaleimide, N-p-methylphenylmaleimide, N-o-methoxybenzene N-substituted maleimide-based compounds such as methylmaleimide, N-m-methoxyphenylmaleimide, N-p-methoxyphenylmaleimide, etc. Base) methyl acrylate, ethyl (meth) acrylate, n-propyl (meth) acrylate, (methyl ) Alkyl (meth) acrylates such as isopropyl acrylate, n-butyl (meth) acrylate, isobutyl (meth) acrylate, second butyl (meth) acrylate, third butyl (meth) acrylate, etc. Esters; (meth) acrylic rings Amyl ester, cyclohexyl (meth) acrylate, 2-methylcyclohexyl (meth) acrylate, tricyclo [5.2.1.02.6] decane-8-yl ester, (methyl ) Alicyclic (meth) acrylates such as 2-dicyclopentyloxyethyl acrylate and isobornyl (meth) acrylate; phenyl (meth) acrylate and benzyl (meth) acrylate (meth) ) Aryl acrylates; 3- (methacryloxymethyl) oxetane, 3- (methacryloxymethyl) -3-ethyloxetane, 3- (Methacryloxymethyl) -2-trifluoromethyloxetane, 3- (methacryloxymethyl) -2-phenyloxetane, 2- (formyl Unsaturated oxetane compounds such as methacryloxymethyl) oxetane, 2- (methacryloxymethyl) -4-trifluoromethyloxetane, and the like.

作為上述可共聚的不飽和單體例示的單體可各自單獨地使用或將兩種以上之組合使用。 The monomers exemplified as the above-mentioned copolymerizable unsaturated monomers can be used individually or in combination of two or more kinds.

鹼可溶性樹脂，相對於著色感光性樹脂組合物的固體成分的總重量%，較佳含有10~80重量%，更佳含有10~70重量%。上述鹼可溶性樹脂的含量為上述範圍以內的情況下，在顯影液中的溶解性充分，圖案形成容易，顯影時在曝光部的像素部分中防止膜減少，非像素部分的脫落性變得良好，因此較佳。 The alkali-soluble resin preferably contains 10 to 80% by weight, and more preferably 10 to 70% by weight, based on the total weight% of the solid content of the colored photosensitive resin composition. When the content of the alkali-soluble resin is within the above range, the solubility in the developing solution is sufficient, the pattern formation is easy, and the film is prevented from decreasing in the pixel portion of the exposed portion during development, and the peeling property of the non-pixel portion becomes good. So better.

光聚合性化合物Photopolymerizable compound

上述光聚合性化合物為在下述光聚合引發劑的作用下可聚合的化合物，可使用單官能單體、二官能單體或多官能單體，較佳地，可使用二官能以上的多官能單體。 The photopolymerizable compound is a polymerizable compound under the action of a photopolymerization initiator described below, and a monofunctional monomer, a difunctional monomer, or a polyfunctional monomer may be used. Preferably, a difunctional or more polyfunctional monofunctional monomer may be used. body.

作為上述單官能單體的具體例，有壬基苯基卡必醇丙烯酸酯、丙烯酸2-羥基-3-苯氧基丙酯、2-乙基己基卡必醇丙烯酸酯、丙烯酸2-羥基乙酯或N-乙烯基吡咯啶酮等，但不限於此。 Specific examples of the monofunctional monomer include nonylphenyl carbitol acrylate, 2-hydroxy-3-phenoxypropyl acrylate, 2-ethylhexylcarbitol acrylate, and 2-hydroxyethyl acrylate Esters, N-vinylpyrrolidone, and the like, but are not limited thereto.

作為上述二官能單體的具體例，有1,6-己二醇二(甲基)丙烯酸酯、乙 二醇二(甲基)丙烯酸酯、新戊二醇二(甲基)丙烯酸酯、三甘醇二(甲基)丙烯酸酯、雙酚A的雙(丙烯醯氧基乙基)醚或3-甲基戊二醇二(甲基)丙烯酸酯等，但不限於此。 Specific examples of the difunctional monomer include 1,6-hexanediol di (meth) acrylate, ethyl Glycol di (meth) acrylate, neopentyl glycol di (meth) acrylate, triethylene glycol di (meth) acrylate, bis (acryloxyethyl) ether of bisphenol A, or 3- Methylpentanediol di (meth) acrylate and the like are not limited thereto.

作為上述多官能單體的具體例，有三羥甲基丙烷三(甲基)丙烯酸酯、乙氧基化三羥甲基丙烷三(甲基)丙烯酸酯、丙氧基化三羥甲基丙烷三(甲基)丙烯酸酯、季戊四醇三(甲基)丙烯酸酯、季戊四醇四(甲基)丙烯酸酯、二季戊四醇五(甲基)丙烯酸酯、乙氧基化二季戊四醇六(甲基)丙烯酸酯、丙氧基化二季戊四醇六(甲基)丙烯酸酯或二季戊四醇六(甲基)丙烯酸酯等，但不限於此。 Specific examples of the polyfunctional monomer include trimethylolpropane tri (meth) acrylate, ethoxylated trimethylolpropane tri (meth) acrylate, and propoxylated trimethylolpropane tri (Meth) acrylate, pentaerythritol tri (meth) acrylate, pentaerythritol tetra (meth) acrylate, dipentaerythritol penta (meth) acrylate, ethoxylated dipentaerythritol hexa (meth) acrylate, propane Oxidized dipentaerythritol hexa (meth) acrylate or dipentaerythritol hexa (meth) acrylate and the like are not limited thereto.

上述光聚合性化合物的含量，相對於著色感光性樹脂組合物的固體成分的總重量%，較佳含有5~45重量%，更佳含有7~45重量%。在上述範圍內含有上述光聚合性化合物的情況下，可提高像素部的強度及可靠性。 The content of the photopolymerizable compound is preferably 5 to 45% by weight, and more preferably 7 to 45% by weight, based on the total weight% of the solid content of the colored photosensitive resin composition. When the photopolymerizable compound is contained within the above range, the strength and reliability of the pixel portion can be improved.

光聚合引發劑Photopolymerization initiator

上述光聚合引發劑包含下述化學式2或化學式3的含有茀基的肟酯系光引發劑。 The photopolymerization initiator includes a fluorenyl group-containing oxime ester-based photoinitiator of the following Chemical Formula 2 or Chemical Formula 3.

上述化學式2中，R9為氫、甲基、乙基、丙基、或丁基； R10為甲基、乙基、或丙基；R11為甲基、乙基、丙基、丁基、或苯基；R12~R18為氫。 In the above Chemical Formula 2, R 9 is hydrogen, methyl, ethyl, propyl, or butyl; R 10 is methyl, ethyl, or propyl; R 11 is methyl, ethyl, propyl, or butyl Or phenyl; R 12 to R 18 are hydrogen.

上述化學式2的光聚合引發劑防止由染料引起的感度及透射率降低，使作為著色劑包含染料的本發明的著色感光性樹脂組合物顯現有效的光聚合特性。 The photopolymerization initiator of the above Chemical Formula 2 prevents a decrease in sensitivity and transmittance caused by a dye, and causes the colored photosensitive resin composition of the present invention containing a dye as a colorant to exhibit effective photopolymerization characteristics.

作為上述化學式2的光聚合引發劑的實例，有SPI-02(三洋社製造)、SPI-03(三洋社製造)等。 Examples of the photopolymerization initiator of the above Chemical Formula 2 include SPI-02 (manufactured by Sanyo Corporation), SPI-03 (manufactured by Sanyo Corporation), and the like.

上述化學式3中，m及n表示0或1，但在m為1的情況下，n為1，在m=0、n=0之情況下，R19表示氫、鹵素原子、硝基、由可經鹵素原子取代之C1~C8的烷基取代之磺醯氧基、可取代之苯基磺醯氧基、由可經鹵素原子取代之C1~C8的烷基取代之磺醯基、可取代之磺醯基、可取代之雜環式磺醯基、或可取代之稠合環式磺醯基；在m=0、n=1之情況下，R19表示可取代之苯基、可取代之雜環基、或可取代之稠合環基；在m=1、n=1之情況下，R19表示由可經鹵素原子取代之C1~C8的烷基取代之磺醯氧基、或可取代之苯基磺醯氧基，更具體地，R19包含氫原子、鹵素原子、硝基、或由下述的化學式表 示的磺醯氧基。 In the above Chemical Formula 3, m and n represent 0 or 1, but when m is 1, n is 1, and when m = 0, n = 0, R 19 represents hydrogen, a halogen atom, a nitro group, Halo atom-substituted C1 to C8 alkyl-substituted sulfonyloxy groups, substitutable phenylsulfonyloxy groups, sulfonyl groups substituted by halogen atom-substituted C1 to C8 alkyl groups, substitutable Sulfofluorenyl, substituted heterocyclic sulfofluorenyl, or fused cyclic sulfofluorenyl; in the case of m = 0, n = 1, R 19 represents a substituted phenyl, a substituted A heterocyclic group or a substituted fused ring group; in the case of m = 1 and n = 1, R 19 represents a sulfonyloxy group substituted by a C1-C8 alkyl group which may be substituted by a halogen atom, or The substitutable phenylsulfonyloxy group, more specifically, R 19 contains a hydrogen atom, a halogen atom, a nitro group, or a sulfonyloxy group represented by the following chemical formula.

上述化學式中，R26為C1~C4的直鏈或分支鏈烷基、或C1~C4的直鏈鹵代烷基，R27為C1~C4的直鏈或分支鏈烷基、或C1~C4的直鏈或分支鏈烷氧基、鹵素原子、氰基、芳基、或硝基，R28為C1~C4的直鏈或分支鏈烷基、或C1~C4的直鏈鹵代烷基。 In the above chemical formula, R 26 is a linear or branched alkyl group of C1 to C4, or a linear haloalkyl group of C1 to C4, and R 27 is a linear or branched alkyl group of C1 to C4, or a straight chain of C1 to C4. A chain or branched alkoxy group, a halogen atom, a cyano group, an aryl group, or a nitro group, and R 28 is a linear or branched alkyl group of C1 to C4, or a linear haloalkyl group of C1 to C4.

上述雜環式磺醯基之具體化合物由下述的化學式表示。 A specific compound of the heterocyclic sulfofluorenyl group is represented by the following chemical formula.

上述化學式中，R29為氫原子或鹵素原子，R30為氫原子、羥基、或C1~C4的直鏈或分支鏈烷氧基。 In the above chemical formula, R 29 is a hydrogen atom or a halogen atom, and R 30 is a hydrogen atom, a hydroxyl group, or a linear or branched alkoxy group of C1 to C4.

R20及R21各自獨立地表示氫原子、C1~C22的直鏈、分支鏈、或環狀烷基、C1~C10的直鏈或分支鏈鹵代烷基、由1個以上醚鍵或硫醚中斷之C1~C15的直鏈或分支鏈烷基、可取代之苯基、或C7~C11的苯基烷基，R20與R21一起形成環， R22用下述化學式4或化學式5表示。 R 20 and R 21 each independently represent a hydrogen atom, a linear, branched, or cyclic alkyl group of C1 to C22, a linear or branched haloalkyl group of C1 to C10, and interrupted by one or more ether bonds or thioethers C1-C15 straight or branched chain alkyl group, substitutable phenyl group, or C7-C11 phenylalkyl group, R 20 and R 21 form a ring together, and R 22 is represented by the following Chemical Formula 4 or Chemical Formula 5.

在上述化學式4及上述化學式5中，R23及R23'表示C1~C17的直鏈、分支鏈或環狀烷基、C2~C5的直鏈或分支鏈鹵代烷基、由1個以上醚鍵或硫醚鍵中斷之C2~C7的直鏈或分支鏈烷基、可取代之苯基、可取代之C7~C11的苯基烷基、可取代之C7~C10的苯氧基烷基、可取代之雜環基、或可取代之稠合環基，在上述化學式4中，R24表示C1~C17的直鏈、分支鏈或環狀烷基、C1~C7的直鏈或分支鏈鹵代烷基、用碳數1個以上的醚鍵或硫醚鍵中斷之C2~C7的直鏈或分支鏈烷基、可取代之C2~C4的直鏈或分支鏈胺基烷基、可取代之苯基、可取代之C7~C11的苯基烷基、由1個以上醚鍵或硫醚鍵中斷之可取代之C7~C10的苯基烷基、可取代之稠合環基、或可取代之雜環基，在上述化學式5中，R25表示C1~C16的直鏈、分支鏈或環狀烷基、C1~C6的直鏈或分支 鏈鹵代烷基、可取代之苯基、可取代之C7~C10的苯基烷基、由1個以上醚鍵或硫醚鍵中斷之可取代之C7~C9的苯基烷基、可取代之稠合環基、或可取代之雜環基。 In Chemical Formula 4 and Chemical Formula 5, R 23 and R 23 ′ represent a linear, branched, or cyclic alkyl group of C1 to C17, a linear or branched haloalkyl group of C2 to C5, and one or more ether bonds C2 ~ C7 straight or branched chain alkyl with thioether interruption, substitutable phenyl, substitutable C7 ~ C11 phenylalkyl, substitutable C7 ~ C10 phenoxyalkyl, but A substituted heterocyclic group or a substituted fused ring group. In the above Chemical Formula 4, R 24 represents a linear, branched or cyclic alkyl group of C1 to C17, or a linear or branched haloalkyl group of C1 to C7. Straight or branched C2 to C7 alkyl groups interrupted by ether or thioether bonds with 1 or more carbon atoms, straight or branched amine alkyl groups that can be substituted C2 to C4, substituted phenyl groups 、 C7 ~ C11 phenylalkyl group which can be substituted, C7 ~ C10 phenylalkyl group which can be substituted by more than one ether bond or thioether bond, fused ring group which can be substituted, or heterocyclic which can be substituted A cyclic group, in the above Chemical Formula 5, R 25 represents a linear, branched, or cyclic alkyl group of C1 to C16, a linear or branched haloalkyl group of C1 to C6, a substituted phenyl group, or a substituted C7 to C10 phenylalkyl, from 1 More than one substituted C7 ~ C9 phenylalkyl, substituted fused ring group, or substituted heterocyclic group whose ether bond or thioether bond is broken.

化學式4之具體化合物如下述表示。 A specific compound of Chemical Formula 4 is shown below.

上述化學式中，R31表示C1~C17的直鏈或分支鏈烷基。 In the above chemical formula, R 31 represents a linear or branched alkyl group of C1 to C17.

上述化學式5之具體化合物如下述表示。 A specific compound of the above Chemical Formula 5 is shown below.

在上述化學式中，R32包括單鍵、或C1~C4的直鏈或分支鏈烷基、1個以上醚鍵，R33~R37各自獨立地包括氫原子、C1~C4的直鏈或分支鏈烷基、C1~C4的直鏈或分支鏈烷氧基、C1~C4的直鏈或分支鏈烷硫基、C1~C4的直鏈或分支鏈鹵代烷基、鹵素原子、硝基、芳基、或苄基，R38包括氫原子、C1~C4的直鏈或分支鏈烷基、C1~C4的直鏈或分支鏈烷氧基、或羥基。 In the above chemical formula, R 32 includes a single bond, a linear or branched alkyl group of C1 to C4, and one or more ether bonds, and R 33 to R 37 each independently include a hydrogen atom, a linear or branched chain of C1 to C4 Alkyl alkyl, straight or branched alkoxy groups of C1 to C4, straight or branched chain alkylthio groups of C1 to C4, straight or branched chain haloalkyl groups of C1 to C4, halogen atoms, nitro, aryl groups Or benzyl, R 38 includes a hydrogen atom, a linear or branched alkyl group of C1 to C4, a linear or branched alkoxy group of C1 to C4, or a hydroxyl group.

更佳地，R23或R23'為甲基，R22為由化學式4表示的基團，R24為C1~C7的直鏈、分支鏈或環狀烷基、C1~C5的直鏈或分支鏈鹵代烷基、可取代之C2~C4的直鏈或分支鏈胺基烷基、可取代之苯基、可取代之C7~C11的苯基烷基、由1個以上醚或硫醚鍵中斷之可取代之C7~C10的苯基烷基、可取代之稠合環基、或可 取代之雜環基。 More preferably, R 23 or R 23 ′ is a methyl group, R 22 is a group represented by Chemical Formula 4, R 24 is a linear, branched or cyclic alkyl group of C1 to C7, or a linear or C1 to C5 chain or Branched haloalkyl, C2 ~ C4 linear or branched amine alkyl, substituted phenyl, substituted C7 ~ C11 phenylalkyl, interrupted by more than one ether or thioether bond C7 ~ C10 substituted phenylalkyl, substituted fused ring group, or substituted heterocyclic group.

更佳地，R22為由化學式5表示的基團，R25'為C1~C6的直鏈、分支鏈或環狀烷基、C1~C4的直鏈或分支鏈鹵代烷基、可取代之苯基、可取代之C7~C10的苯基烷基、由1個以上醚鍵或硫醚鍵中斷之可取代之C7~C9苯基烷基、可取代之稠合環基、或可取代之雜環基。 More preferably, R 22 is a group represented by Chemical Formula 5, R 25 ′ is a linear, branched, or cyclic alkyl group of C1 to C6, a linear or branched haloalkyl group of C1 to C4, or a substituted benzene Group, substitutable C7 ~ C10 phenylalkyl group, substitutable C7 ~ C9 phenylalkyl group interrupted by more than one ether bond or thioether bond, substitutable fused ring group, or substitutable heterocyclic Ring base.

上述化學式3的光聚合引發劑防止由染料引起的感度及透射率降低，使作為著色劑包含染料的本發明的著色感光性樹脂組合物顯現有效的光聚合特性。 The photopolymerization initiator of the above Chemical Formula 3 prevents the sensitivity and transmittance from being reduced by the dye, and causes the colored photosensitive resin composition of the present invention containing the dye as a colorant to exhibit effective photopolymerization characteristics.

作為上述化學式3的光聚合引發劑的實例，有UPI-22(京仁洋行製造)等。 Examples of the photopolymerization initiator of the above Chemical Formula 3 include UPI-22 (manufactured by Keiyoyo Co., Ltd.) and the like.

另外，在不損害本發明的效果的範圍內，亦可追加地並用上述以外的光聚合引發劑。代表性地，較佳使用選自苯乙酮系化合物、二苯甲酮系化合物、三嗪系化合物、聯咪唑系化合物、及噻噸酮系化合物中一種以上的化合物。 Moreover, in the range which does not impair the effect of this invention, you may use together photoinitiator other than the above mentioned. Typically, one or more compounds selected from the group consisting of acetophenone-based compounds, benzophenone-based compounds, triazine-based compounds, biimidazole-based compounds, and thioxanthone-based compounds are preferably used.

作為上述苯乙酮系化合物的具體例，可列舉二乙氧基苯乙酮、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-甲硫基苯基)-2-嗎啉代丙烷-1-酮、2-苄基-2-二甲基胺基-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、2-(4-甲基苄基)-2-(二甲基胺基)-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, benzophenone dimethyl ketal, and 2 -Hydroxy-1- [4- (2-hydroxyethoxy) phenyl] -2-methylpropane-1-one, 1-hydroxycyclohexylphenyl ketone, 2-methyl-1- (4-methyl Thiophenyl) -2-morpholinopropane-1-one, 2-benzyl-2-dimethylamino-1- (4-morpholinophenyl) butane-1-one, 2- Hydroxy-2-methyl-1- [4- (1-methylvinyl) phenyl] propane-1-one, 2- (4-methylbenzyl) -2- (dimethylamino)- 1- (4-morpholinophenyl) butane-1-one and the like.

作為上述二苯甲酮系化合物，例如可列舉二苯甲酮、O-苯甲醯基苯甲酸甲酯、4-苯基二苯甲酮、4-苯甲醯基-4'-甲基二苯基硫醚、3,3',4,4'-四(第三丁基過氧羰基)二苯甲酮、2,4,6-三甲基二苯甲酮等。 Examples of the benzophenone-based compound include benzophenone, O-benzylmethylbenzoate, 4-phenylbenzophenone, and 4-benzophenyl-4'-methyldione. Phenyl sulfide, 3,3 ', 4,4'-tetrakis (third butylperoxycarbonyl) benzophenone, 2,4,6-trimethylbenzophenone and the like.

作為上述三嗪系化合物的具體例，可列舉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-(4-二乙基胺基-2-甲基苯基)乙烯基]-1,3,5-三嗪、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-methyl (Oxyphenyl) -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, 2,4-bis (trichloromethyl) -6- [2- ( 3,4-dimethoxyphenyl) vinyl] -1,3,5-triazine and the like.

作為上述聯咪唑化合物的具體例，可列舉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、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'位的苯基經烷氧羰基取代之咪唑化合物等。其中，較佳使用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、2,2-雙(2,6-二氯苯基)-4,4',5,5'-四苯基-1,2'-聯咪唑。 Specific examples of the biimidazole compound include 2,2'-bis (2-chlorophenyl) -4,4 ', 5,5'-tetraphenylbiimidazole, 2,2'-bis (2, 3-dichlorophenyl) -4,4 ', 5,5'-tetraphenylbiimidazole, 2,2'-bis (2-chlorophenyl) -4,4', 5,5'-tetra ( (Alkoxyphenyl) biimidazole, 2,2'-bis (2-chlorophenyl) -4,4 ', 5,5'-tetrakis (trialkoxyphenyl) biimidazole, 2,2-bis (2,6-dichlorophenyl) -4,4 ', 5,5'-tetraphenyl-1,2'-biimidazole or 4,4', 5,5 'phenyl via alkoxycarbonyl Substituted imidazole compounds and the like. Of these, 2,2'-bis (2-chlorophenyl) -4,4 ', 5,5'-tetraphenylbiimidazole, 2,2'-bis (2,3-dichlorophenyl) are preferably used ) -4,4 ', 5,5'-tetraphenylbiimidazole, 2,2-bis (2,6-dichlorophenyl) -4,4', 5,5'-tetraphenyl-1, 2'-biimidazole.

作為上述噻噸酮系化合物，例如可列舉2-異丙基噻噸酮、2,4-二乙基噻噸酮、2,4-二氯噻噸酮、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，上述光聚合引發劑可進一步包含光聚合引發輔助劑。根據本發明的著色感光性樹脂組合物藉由含有光聚合引發輔助劑，感度進一步提高，可提高生產率。 The photopolymerization initiator may further include a photopolymerization initiator. By containing the photopolymerization initiation adjuvant according to the colored photosensitive resin composition of the present invention, the sensitivity is further improved, and productivity can be improved.

上述光聚合引發輔助劑，例如，可較佳使用選自胺化合物、及羧酸化合物中一種以上之化合物。 As the photopolymerization initiation aid, for example, one or more compounds selected from the group consisting of an amine compound and a carboxylic acid compound can be preferably used.

作為上述胺化合物，較佳使用芳族胺化合物，具體地可使用三乙醇胺、甲基二乙醇胺、三異丙醇胺等脂族胺化合物、4-二甲基胺基苯甲酸甲 酯、4-二甲基胺基苯甲酸乙酯、4-二甲基胺基苯甲酸異戊酯、4-二甲基胺基苯甲酸2-乙基己酯、苯甲酸2-二甲基胺基乙酯、N,N-二甲基對甲苯胺、4,4'-雙(二甲基胺基)二苯甲酮(通稱：米蚩酮)、4,4'-雙(二乙基胺基)二苯甲酮等。 As the amine compound, an aromatic amine compound is preferably used, and specifically, an aliphatic amine compound such as triethanolamine, methyldiethanolamine, and triisopropanolamine, and 4-dimethylaminobenzoic acid methyl ester can be used. Ester, 4-dimethylaminobenzoic acid ethyl ester, 4-dimethylaminobenzoic acid isoamyl ester, 4-dimethylaminobenzoic acid 2-ethylhexyl ester, 2-dimethylbenzoic acid Ethylaminoethyl, N, N-dimethyl-p-toluidine, 4,4'-bis (dimethylamino) benzophenone (commonly known as melidone), 4,4'-bis (diethyl Aminoamino) benzophenone and the like.

上述羧酸化合物較佳為芳族雜醋酸類，具體地，可列舉苯基硫代醋酸、甲基苯基硫代醋酸、乙基苯基硫代醋酸、甲基乙基苯基硫代醋酸、二甲基苯基硫代醋酸、甲氧基苯基硫代醋酸、二甲氧基苯基硫代醋酸、氯苯基硫代醋酸、二氯苯基硫代醋酸、N-苯基甘胺酸、苯氧基醋酸、萘基硫代醋酸、N-萘基甘胺酸、萘氧基醋酸等。 The carboxylic acid compound is preferably an aromatic heteroacetic acid. Specific examples include phenylthioacetic acid, methylphenylthioacetic acid, ethylphenylthioacetic acid, methylethylphenylthioacetic acid, Dimethylphenyl thioacetic acid, methoxyphenyl thioacetic acid, dimethoxyphenyl thioacetic acid, chlorophenyl thioacetic acid, dichlorophenyl thioacetic acid, N-phenylglycine , Phenoxyacetic acid, naphthylthioacetic acid, N-naphthylglycolic acid, naphthyloxyacetic acid, and the like.

上述光聚合引發劑，相對於上述鹼可溶性樹脂及光聚合性化合物的總重量%，較佳含有0.1~40重量%，更佳含有1~30重量%。在上述範圍內含有上述光聚合引發劑的情況下，使著色感光性樹脂組合物高感度化，縮短曝光時間，因此生產率提高，可維持高分辨率。而且，在上述範圍內含有的情況下，像素部的強度及上述像素部的表面的平滑性可變得良好。 The photopolymerization initiator preferably contains 0.1 to 40% by weight, and more preferably 1 to 30% by weight, based on the total weight% of the alkali-soluble resin and the photopolymerizable compound. When the photopolymerization initiator is contained within the above range, the colored photosensitive resin composition is made more sensitive and the exposure time is shortened. Therefore, productivity is improved and high resolution can be maintained. Moreover, when it contains in the said range, the intensity | strength of a pixel part and the smoothness of the surface of the said pixel part can become favorable.

另外，上述化學式2或化學式3的光聚合引發劑，相對於全體光聚合引發劑的總重量%，較佳含有10~100重量%，更佳含有20~100重量%。在化學式2或化學式3的光聚合引發劑不到上述範圍的情況下，不能克服染料引起的感度降低，顯影工序中容易發生圖案的短路。 In addition, the photopolymerization initiator of the chemical formula 2 or the chemical formula 3 preferably contains 10 to 100% by weight, and more preferably 20 to 100% by weight, with respect to the total weight% of the entire photopolymerization initiator. When the photopolymerization initiator of Chemical Formula 2 or Chemical Formula 3 is less than the above range, the sensitivity reduction caused by the dye cannot be overcome, and a short circuit of the pattern is likely to occur in the development process.

另外，進一步使用上述光聚合引發輔助劑的情況下，上述光聚合引發輔助劑相對於鹼可溶性樹脂及光聚合性化合物的總重量%，較佳含有0.1~40重量%，更佳含有1~30重量%。在上述範圍內含有光聚合引發輔助劑的情況下，著色感光性樹脂組合物的感度進一步提高，可提供使用上述組合物形成的濾色器的生產率提高的效果。 When the photopolymerization initiation adjuvant is further used, the photopolymerization initiation adjuvant is preferably contained in an amount of 0.1 to 40% by weight, and more preferably 1 to 30% by weight relative to the total weight of the alkali-soluble resin and the photopolymerizable compound. weight%. When the photopolymerization initiation adjuvant is contained within the above range, the sensitivity of the colored photosensitive resin composition is further improved, and the effect of improving the productivity of a color filter formed using the composition can be provided.

溶劑Solvent

本發明的溶劑，只要對於使著色感光性樹脂組合物中所含的其他成分溶解有效即可，從塗佈性及乾燥性的觀點出發，較佳沸點為100℃~200℃的有機溶劑。更佳地，可利用丙二醇單乙基醚乙酸酯、環己酮、乳酸乙酯、乳酸丁酯、3-乙氧基丙酸乙酯、3-甲氧基丙酸甲酯等。 The solvent of the present invention may be effective in dissolving other components contained in the colored photosensitive resin composition, and an organic solvent having a boiling point of 100 ° C. to 200 ° C. is preferable from the viewpoints of coating properties and drying properties. More preferably, propylene glycol monoethyl ether acetate, cyclohexanone, ethyl lactate, butyl lactate, ethyl 3-ethoxypropionate, methyl 3-methoxypropionate, and the like can be used.

另外，根據本發明，較佳使用丙二醇單甲基醚乙酸酯及4-羥基-4-甲基-2-戊酮的混合溶劑。 In addition, according to the present invention, a mixed solvent of propylene glycol monomethyl ether acetate and 4-hydroxy-4-methyl-2-pentanone is preferably used.

上述混合溶劑的情況下，著色感光性樹脂組合物中的4-羥基-4-甲基-2-戊酮的含量較佳15~45重量%，丙二醇單甲基醚乙酸酯的含量更佳為20~70重量%。 In the case of the above mixed solvent, the content of 4-hydroxy-4-methyl-2-pentanone in the colored photosensitive resin composition is preferably 15 to 45% by weight, and the content of propylene glycol monomethyl ether acetate is more preferable. It is 20 to 70% by weight.

對於4-羥基-4-甲基-2-戊酮的含量而言，若其含有量在上述範圍內，則不存在著色感光性樹脂組合物中染料的析出所引起的異物產生、明暗比減小，著色感光性樹脂組合物的分散性適當，可確保黏度的穩定性。另外，在上述範圍內含有丙二醇單甲基醚乙酸酯的情況下，可確保包含染料的著色感光性樹脂組合物的黏度穩定性。 As for the content of 4-hydroxy-4-methyl-2-pentanone, if the content is within the above range, there will be no foreign matter generation and light-darkness reduction caused by the precipitation of the dye in the colored photosensitive resin composition. The dispersibility of the colored photosensitive resin composition is small, and the viscosity stability can be ensured. Moreover, when propylene glycol monomethyl ether acetate is contained in the said range, the viscosity stability of the coloring photosensitive resin composition containing a dye can be ensured.

作為本發明的溶劑，與上述混合溶劑一起可追加地混用對於溶解著色感光性樹脂組合物中所含的其他成分有效的通常的著色感光性樹脂組合物中使用的溶劑而使用。特別較佳醚類、芳族烴類、酮類、醇類、酯類或醯胺類等。 As the solvent of the present invention, a solvent used in a general coloring photosensitive resin composition effective for dissolving other components contained in the coloring photosensitive resin composition may be used in combination with the mixed solvent described above. Particularly preferred are ethers, aromatic hydrocarbons, ketones, alcohols, esters, or amidines.

上述溶劑，具體地，可以列舉出乙二醇單甲基醚、乙二醇單乙基醚、乙二醇單丙基醚、乙二醇單丁基醚等乙二醇單烷基醚類；二甘醇二甲基醚、二甘醇二乙基醚、二甘醇二丙基醚、二甘醇二丁基醚等二甘醇二烷基醚類；甲基溶纖劑乙酸酯、乙基溶纖劑乙酸酯等乙二醇烷基醚乙酸酯 類；丙二醇單乙基醚乙酸酯、丙二醇單丙基醚乙酸酯、乙酸甲氧基丁酯、乙酸甲氧基戊酯等亞烷基二醇烷基醚乙酸酯類；苯、甲苯、二甲苯、均三甲苯等芳族烴類；甲基乙基酮、丙酮、甲基戊基酮、甲基異丁基酮、環己酮等酮類；乙醇、丙醇、丁醇、己醇、環己醇、乙二醇、甘油等醇類；3-乙氧基丙酸乙酯、3-甲氧基丙酸甲酯等酯類；γ-丁內酯等環狀酯類等。 The above solvents may specifically include ethylene glycol monoalkyl ethers such as ethylene glycol monomethyl ether, ethylene glycol monoethyl ether, ethylene glycol monopropyl ether, and ethylene glycol monobutyl ether; Diethylene glycol dialkyl ethers such as diethylene glycol dimethyl ether, diethylene glycol diethyl ether, diethylene glycol dipropyl ether, diethylene glycol dibutyl ether; methyl cellosolve acetate, Glycol alkyl ether acetate, such as ethyl cellosolve acetate Types; propylene glycol monoethyl ether acetate, propylene glycol monopropyl ether acetate, methoxybutyl acetate, methoxypentyl acetate and other alkylene glycol alkyl ether acetates; benzene, toluene, Aromatic hydrocarbons such as xylene, mesitylene; ketones such as methyl ethyl ketone, acetone, methyl amyl ketone, methyl isobutyl ketone, cyclohexanone; ethanol, propanol, butanol, hexanol , Alcohols such as cyclohexanol, ethylene glycol, and glycerol; esters such as ethyl 3-ethoxypropionate and methyl 3-methoxypropionate; cyclic esters such as γ-butyrolactone.

本發明的溶劑，相對於著色感光性樹脂組合物的總重量%，較佳含有60~90重量%，更佳含有70~85重量%。在上述範圍內含有上述溶劑的情況下，則採用輥塗機、旋塗機、狹縫及旋轉塗佈機、狹縫塗佈機(有時亦稱為模壓塗佈機)、噴墨等塗佈裝置塗佈時塗佈性可變得良好。 The solvent of the present invention preferably contains 60 to 90% by weight, and more preferably 70 to 85% by weight, based on the total weight% of the colored photosensitive resin composition. When the above-mentioned solvent is contained in the above range, a roll coater, a spin coater, a slit and spin coater, a slit coater (sometimes also referred to as a die coater), and inkjet coating are used. When the cloth device is applied, the applicability can be improved.

抗氧化劑Antioxidants

根據本發明之著色感光性樹脂組合物可進一步包含抗氧化劑。 The colored photosensitive resin composition according to the present invention may further include an antioxidant.

本發明之抗氧化劑可包含一種以上酚系抗氧化劑及一種以上磷系抗氧化劑，酚系抗氧化劑的情況下，較佳在150℃的烘箱中超過200小時不劣化。 The antioxidant of the present invention may include one or more phenol-based antioxidants and one or more phosphorus-based antioxidants. In the case of phenol-based antioxidants, it is preferred not to degrade in an oven at 150 ° C. for more than 200 hours.

本發明之酚系抗氧化劑較佳受阻酚系，具體的實例可為3-(3,5-二-第三丁基-4-羥基苯基)丙酸十八烷基酯(Octadecyl3-(3,5-di-tert-butyl-4-hydroxyphenyl)propionate)(264小時)、1,3,5-三甲基-2,4,6-三(3,5-二-第三丁基-4-羥基苄基)苯(1,3,5-Trimethyl-2,4,6-tris(3,5-di-tert-butyl-4-hydroxybenzyl)benzene)(240小時)、季戊四醇四(3,5-二-第三丁基-4-羥基氫化肉桂酸酯)(Pentaerythritol tetrakis(3,5-di-tert-butyl-4-hydroxyhydrocinnamate))(960小時)。 The phenolic antioxidant of the present invention is preferably a hindered phenolic system. A specific example may be 3- (3,5-di-third-butyl-4-hydroxyphenyl) propanoic acid octadecyl ester (Octadecyl3- (3 , 5-di-tert-butyl-4-hydroxyphenyl) propionate) (264 hours), 1,3,5-trimethyl-2,4,6-tri (3,5-di-third-butyl-4 -Hydroxybenzyl) benzene (1,3,5-Trimethyl-2,4,6-tris (3,5-di-tert-butyl-4-hydroxybenzyl) benzene) (240 hours), pentaerythritol tetra (3,5 -Pentaerythritol tetrakis (3,5-di-tert-butyl-4-hydroxyhydrocinnamate)) (960 hours).

另外，上述磷系抗氧化劑的具體例，可為磷酸三苯酯(Triphenyl phosphate)、異癸基二苯基磷酸酯(Isodecyl diphenyl phosphate)、磷酸三 (2,4-二-第三丁基苯基)酯(Tris(2,4-di-tert-butylphenyl)phosphate)、3,9-雙(十八烷氧基)-2,4,8,10-四氧雜-3,9-二磷雜螺[5.5]十一烷(3,9-Bis(octadecyloxy)-2,4,8,10-tetraoxa-3,9-diphosphaspiro[5.5]undecane)、2,2'-亞甲基雙(4,6-二-第三丁基-苯基)-2-乙基己基磷酸酯(2,2'-methylenebis(4,6-di-tert-butyl-phenyl)-2-ethylhexyl phosphate)。 In addition, specific examples of the phosphorus-based antioxidant include triphenyl phosphate, isodecyl diphenyl phosphate, and triphosphate. (2,4-di-tert-butylphenyl) ester (Tris (2,4-di-tert-butylphenyl) phosphate), 3,9-bis (octadecyloxy) -2,4,8, 10-tetraoxa-3,9-diphosphaspiro [5.5] undecane (3,9-Bis (octadecyloxy) -2,4,8,10-tetraoxa-3,9-diphosphaspiro [5.5] undecane) 2,2'-methylenebis (4,6-di-tert-butyl-phenyl) -2-ethylhexyl phosphate (2,2'-methylenebis (4,6-di-tert-butyl -phenyl) -2-ethylhexyl phosphate).

上述抗氧化劑相對於著色感光性樹脂組合物的固體成分的總重量%，通常可含有1~100重量%，較佳含有2~50重量%。在上述範圍內含有上述抗氧化劑的情況下，由於著色感光性樹脂組合物的感度不會降低，可期待透射率的提高，因此較佳。在抗氧化劑不到上述範圍的情況下，難以期待透射率的提高，超過上述範圍的情況下，無法克服染料引起的感度的降低，不能成為高感度，在顯影工序中容易發生圖案的短路。 The antioxidant may generally contain 1 to 100% by weight, and preferably 2 to 50% by weight, based on the total weight% of the solid content of the colored photosensitive resin composition. When the said antioxidant is contained in the said range, since the sensitivity of a coloring photosensitive resin composition will not fall and the improvement of transmittance can be expected, it is preferable. When the antioxidant is less than the above range, it is difficult to expect an increase in transmittance. When it exceeds the above range, it is impossible to overcome the decrease in sensitivity caused by the dye, and it is not possible to achieve high sensitivity, and it is easy to cause a short circuit of the pattern in the development process.

添加劑additive

本發明的著色感光性樹脂組合物，除了上述成分以外，在不損害本發明的目的之範圍內，根據熟習此項技術者的需要亦可將填充劑、其他高分子化合物、固化劑、顏料分散劑、密合促進劑、紫外線吸收劑、防凝聚劑等添加劑並用。 The colored photosensitive resin composition of the present invention can disperse fillers, other polymer compounds, curing agents, and pigments as required by those skilled in the art, in addition to the aforementioned components, as long as the objects of the present invention are not impaired. Additives such as agents, adhesion promoters, ultraviolet absorbers, and anti-agglomerating agents are used in combination.

上述填充劑，具體地，可使用玻璃、二氧化矽、氧化鋁等，但不限於此。 The filler may be glass, silicon dioxide, aluminum oxide, or the like, but is not limited thereto.

上述其他高分子化合物，具體地，可使用環氧樹脂、馬來醯亞胺樹脂等固化性樹脂、聚乙烯醇、聚丙烯酸、聚乙二醇單烷基醚、聚丙烯酸氟烷基酯、聚酯、聚胺酯等熱塑性樹脂等，但不限於此。 As the other polymer compounds, specifically, curable resins such as epoxy resin and maleimide resin, polyvinyl alcohol, polyacrylic acid, polyethylene glycol monoalkyl ether, polyfluoroalkyl acrylate, poly Thermoplastic resins such as esters and polyurethanes are not limited thereto.

上述固化劑為了提高深部固化及機械強度而使用，具體地，可使用 環氧化合物、多官能異氰酸酯化合物、蜜胺化合物、氧雜環丁烷化合物等，但不限於此。 The above-mentioned curing agent is used in order to improve deep curing and mechanical strength, and specifically, it can be used An epoxy compound, a polyfunctional isocyanate compound, a melamine compound, an oxetane compound, and the like are not limited thereto.

上述環氧化合物，具體地，可使用雙酚A系環氧樹脂、氫化雙酚A系環氧樹脂、雙酚F系環氧樹脂、氫化雙酚F系環氧樹脂、酚醛清漆型環氧樹脂、其他芳族系環氧樹脂、脂環族系環氧樹脂、縮水甘油酯系樹脂、縮水甘油胺系樹脂、或此等環氧樹脂的溴化衍生物、環氧樹脂及其溴化衍生物以外的脂族、脂環族或芳族環氧化合物、丁二烯(共)聚合物環氧化物、異戊二烯(共)聚合物環氧化物、(甲基)丙烯酸縮水甘油酯(共)聚合物、異氰脲酸三縮水甘油酯等，但不限於此。 As the epoxy compound, specifically, bisphenol A-based epoxy resin, hydrogenated bisphenol A-based epoxy resin, bisphenol F-based epoxy resin, hydrogenated bisphenol F-based epoxy resin, and novolac-type epoxy resin can be used. , Other aromatic epoxy resins, alicyclic epoxy resins, glycidyl ester resins, glycidylamine resins, or brominated derivatives of these epoxy resins, epoxy resins and brominated derivatives thereof Aliphatic, alicyclic or aromatic epoxy compounds, butadiene (co) polymer epoxides, isoprene (co) polymer epoxides, glycidyl (meth) acrylate (co) ) Polymers, triglycidyl isocyanurate, and the like, but are not limited thereto.

上述氧雜環丁烷化合物，具體地，可使用碳酸酯雙氧雜環丁烷、二甲苯雙氧雜環丁烷、己二酸酯雙氧雜環丁烷、對苯二甲酸酯雙氧雜環丁烷、環己烷二羧酸雙氧雜環丁烷等，但不限於此。 As the oxetane compound, specifically, carbonate dioxetane, xylene dioxetane, adipate dioxetane, and terephthalate dioxane can be used. Heterobutane, cyclohexanedicarboxylic acid dioxetane, and the like are not limited thereto.

就上述固化劑而言，可以與固化劑一起將可使環氧化合物的環氧基、氧雜環丁烷化合物的氧雜環丁烷骨架進行開環聚合的固化輔助化合物並用。 The said hardening | curing agent can be used together with a hardening | curing agent, and a curing auxiliary compound which can ring-open | polymerize the epoxy group of an epoxy compound and the oxetane skeleton of an oxetane compound can be used together.

上述固化輔助化合物，具體地，可使用多元羧酸類、多元羧酸酐類、產酸劑等。上述羧酸酐類可利用作為環氧樹脂固化劑市售的產品。作為市售的上述環氧樹脂固化劑，例如可列舉商品名(EH-700)(工業(株)製造)、商品名(HH)(新日本理化(株)製造)、商品名(MH-700)(新日本理化(株)製造)等。 As the curing auxiliary compound, specifically, polycarboxylic acids, polycarboxylic anhydrides, acid generators, and the like can be used. The carboxylic acid anhydrides can be commercially available products as an epoxy resin curing agent. Examples of the commercially available epoxy resin curing agent include a trade name ( EH-700) ( Industry Co., Ltd.), trade name ( HH) (manufactured by Shin Nihon Rika Co., Ltd.), trade name (MH-700) (manufactured by Shin Nihon Rika Co., Ltd.), and the like.

上述例示的固化劑及固化輔助化合物可各自單獨地使用或將兩種以上混合使用。 The curing agents and curing auxiliary compounds exemplified above may be used individually or in combination of two or more kinds.

上述顏料分散劑可使用市售的界面活性劑，具體地，可使用選自有 機矽系、氟系、酯系、陽離子系、陰離子系、非離子系及陽性等的界面活性劑中的單獨的界面活性劑或其混合物。更具體地，可使用聚氧乙烯烷基醚類、聚氧乙烯烷基苯基醚類、聚乙二醇二酯類、山梨糖醇酐脂肪酸酯類、脂肪酸改質聚酯類、第三胺改質聚胺酯類、聚乙烯亞胺類等，此外，作為商品名，可使用KP(信越化學工業(株))、(POLYFLOW)(共榮社化學(株))、(EFTOP)(社)、(MEGAFAC)(大日本油墨化學工業(株))、(Fluorad)(住友3M(株))、(Asahi guard)、(Surflon)(以上為旭硝子(株))、(SOLSPERSE)(Lubrisol公司)、EFKA(EFKA化學公司)、PB821(味之素(株))、DISPER BYK系列(BYK-chemi公司)等。 As the pigment dispersant, a commercially available surfactant can be used, and specifically, a single surfactant selected from the group consisting of silicone-based, fluorine-based, ester-based, cationic, anionic, non-ionic, and positive surfactants can be used. Surfactants or mixtures thereof. More specifically, polyoxyethylene alkyl ethers, polyoxyethylene alkylphenyl ethers, polyethylene glycol diesters, sorbitan fatty acid esters, fatty acid modified polyesters, and tertiary amines can be used. Modified polyurethanes, polyethyleneimines, etc., and KP (Shin-Etsu Chemical Industry Co., Ltd.), (POLYFLOW) (Kyoeisha Chemical Co., Ltd.), (EFTOP) ( Company), (MEGAFAC) (Dai Nihon Ink Chemical Industry Co., Ltd.), (Fluorad) (Sumitomo 3M Co., Ltd.), (Asahi guard), (Surflon) (above are Asahi Glass Co., Ltd.), (SOLSPERSE) (Lubrisol), EFKA (EFKA Chemicals), PB821 (Ajinomoto Co., Ltd.), DISPER BYK series (BYK-chemi), and the like.

上述密合促進劑，具體地，可使用選自乙烯基三甲氧基矽烷、乙烯基三乙氧基矽烷、乙烯基三(2-甲氧基乙氧基)矽烷、N-(2-胺基乙基)-3-胺基丙基甲基二甲氧基矽烷、N-(2-胺基乙基)-3-胺基丙基三甲氧基矽烷、3-胺基丙基三乙氧基矽烷、3-縮水甘油氧基丙基三甲氧基矽烷、3-縮水甘油氧基丙基甲基二甲氧基矽烷、2-(3,4-環氧環己基)乙基三甲氧基矽烷、3-氯丙基甲基二甲氧基矽烷、3-氯丙基三甲氧基矽烷、3-甲基丙烯醯氧基丙基三甲氧基矽烷、3-巰基丙基三甲氧基矽烷、3-異氰酸酯基丙基三甲氧基矽烷及3-異氰酸酯基丙基三乙氧基矽烷中的單獨化合物或其混合物。 The adhesion promoter can be selected from vinyltrimethoxysilane, vinyltriethoxysilane, vinyltri (2-methoxyethoxy) silane, and N- (2-amine group). (Ethyl) -3-aminopropylmethyldimethoxysilane, N- (2-aminoethyl) -3-aminopropyltrimethoxysilane, 3-aminopropyltriethoxy Silane, 3-glycidoxypropyltrimethoxysilane, 3-glycidoxypropylmethyldimethoxysilane, 2- (3,4-epoxycyclohexyl) ethyltrimethoxysilane, 3-chloropropylmethyldimethoxysilane, 3-chloropropyltrimethoxysilane, 3-methacryloxypropyltrimethoxysilane, 3-mercaptopropyltrimethoxysilane, 3- Individual compounds of isocyanatopropyltrimethoxysilane and 3-isocyanatopropyltriethoxysilane or mixtures thereof.

此時，相對於著色感光性樹脂組合物的固體成分的總重量%，較佳含有密合促進劑0.01~10重量%，更佳含有0.05~2重量%。 At this time, it is preferable to contain an adhesion promoter in an amount of 0.01 to 10% by weight, and more preferably 0.05 to 2% by weight, based on the total weight% of the solid content of the colored photosensitive resin composition.

上述紫外線吸收劑，具體地，可使用2-(3-第三丁基-2-羥基-5-甲基苯基)-5-氯苯并***、烷氧基二苯甲酮等，但不限於此。 As the ultraviolet absorber, specifically, 2- (3-thirdbutyl-2-hydroxy-5-methylphenyl) -5-chlorobenzotriazole, alkoxybenzophenone, and the like can be used, but Not limited to this.

上述防凝聚劑，具體地，可使用聚丙烯酸鈉等，但不並限於此。 The anti-coagulation agent may be, but is not limited to, sodium polyacrylate.

(濾色器)(Color filter)

將本發明之濾色器應用於圖像顯示裝置的情況下，由於利用顯示裝置光源的光而發光，因此可體現優異的光效率。另外，由於發出具有色調的光，因此色再現性優異，藉由光發射而向全方向發出光，亦可改善視野角。 When the color filter of the present invention is applied to an image display device, since light is emitted from the light source of the display device, excellent light efficiency can be expressed. In addition, since light having a hue is emitted, the color reproducibility is excellent, and light is emitted in all directions by light emission, which also improves the viewing angle.

濾色器包含基板及在上述基板的上部形成的圖案層。 The color filter includes a substrate and a pattern layer formed on the substrate.

對於基板而言，濾色器自身可為基板，或可為在顯示裝置等中濾色器所處的部位，且無特別限制。上述基板可為玻璃、矽(Si)、矽氧化物(SiOx)或高分子基板，上述高分子基板可為聚醚碸(polyethersulfone、PES)或聚碳酸酯(polycarbonate、PC)等。 As for the substrate, the color filter itself may be a substrate, or may be a portion where the color filter is located in a display device or the like, and is not particularly limited. The substrate may be glass, silicon (Si), silicon oxide (SiOx), or a polymer substrate, and the polymer substrate may be polyethersulfone (PES), polycarbonate (PC), or the like.

圖案層為包含本發明之著色感光性樹脂組合物的層，可為將上述著色感光性樹脂組合物塗佈、以規定的圖案進行曝光、顯影及熱固化而形成的層。 The pattern layer is a layer containing the colored photosensitive resin composition of the present invention, and may be a layer formed by applying the above-mentioned colored photosensitive resin composition, and exposing, developing, and thermosetting in a predetermined pattern.

用上述著色感光性樹脂組合物形成的圖案層可具有：含有紅色量子點粒子的紅色圖案層、含有綠色量子點粒子的綠色圖案層、及含有青色量子點粒子的青色圖案層。光照射時，紅色圖案層發出紅色光，綠色圖案層發出綠色光，青色圖案層發出青色光。 The pattern layer formed using the colored photosensitive resin composition may include a red pattern layer containing red quantum dot particles, a green pattern layer containing green quantum dot particles, and a cyan pattern layer containing cyan quantum dot particles. When light is irradiated, the red pattern layer emits red light, the green pattern layer emits green light, and the cyan pattern layer emits cyan light.

這一情況下，應用於圖像顯示裝置時，對光源的發出光並無特別限定，自優異的色再現性的觀點出發，可使用發出青色光的光源。 In this case, when applied to an image display device, the light emitted from the light source is not particularly limited. From the viewpoint of excellent color reproducibility, a light source that emits cyan light can be used.

根據本發明之另一實施例，上述圖案層亦可只具有紅色圖案層、綠色圖案層及青色圖案層中的2種色調的圖案層。這一情況下，上述圖案層亦具有不含量子點粒子的透明圖案層。 According to another embodiment of the present invention, the above-mentioned pattern layer may only have a pattern layer of two shades of a red pattern layer, a green pattern layer, and a cyan pattern layer. In this case, the above-mentioned pattern layer also has a transparent pattern layer containing no quantum dot particles.

只具有2種色調的圖案層的情況下，可使用發出顯示不含的剩餘的色調的波長的光的光源。例如，包含紅色圖案層及綠色圖案層的情況下，可使用發出青色光的光源。這一情況下，紅色量子點粒子發出紅色光，綠色量子點粒子發出綠色光，透明圖案層直接透過青色光而顯示青色。 When the pattern layer has only two kinds of tones, a light source that emits light having a wavelength that does not include the remaining tones can be used. For example, when a red pattern layer and a green pattern layer are included, a light source that emits cyan light can be used. In this case, the red quantum dot particles emit red light, the green quantum dot particles emit green light, and the transparent pattern layer directly transmits cyan light to display cyan.

包含上述基板及圖案層的濾色器亦可包含在各圖案之間形成的隔壁，亦可包含黑矩陣。另外，亦可包含在濾色器的圖案層的上部形成之保護膜。 The color filter including the substrate and the pattern layer may include a partition wall formed between the patterns, and may include a black matrix. A protective film formed on the pattern layer of the color filter may also be included.

(圖像顯示裝置)(Image display device)

另外，本發明提供包含上述濾色器的圖像顯示裝置。 The present invention also provides an image display device including the color filter.

本發明之濾色器不僅可應用於通常之液晶顯示裝置，而且亦可應用於電致發光顯示裝置、等離子體顯示裝置、場致發射顯示裝置等各種圖像顯示裝置。 The color filter of the present invention can be applied not only to ordinary liquid crystal display devices, but also to various image display devices such as electroluminescence display devices, plasma display devices, and field emission display devices.

本發明之圖像顯示裝置可具有濾色器，該濾色器含有：含有紅色量子點粒子的紅色圖案層、含有綠色量子點粒子的綠色圖案層、及含有青色量子點粒子的青色圖案層。這一情況下，應用於圖像顯示裝置時，對光源的發出光並無特別限定，自優異的色再現性的觀點出發，較佳地，可使用發出青色光之光源。 The image display device of the present invention may include a color filter including a red pattern layer containing red quantum dot particles, a green pattern layer containing green quantum dot particles, and a cyan pattern layer containing cyan quantum dot particles. In this case, when applied to an image display device, the light emitted from the light source is not particularly limited. From the viewpoint of excellent color reproducibility, a light source that emits cyan light is preferably used.

根據本發明之另一實施例，本發明之圖像顯示裝置亦可具有下述的濾色器，該濾色器僅包含紅色圖案層、綠色圖案層及青色圖案層中的2種色調的圖案層。這一情況下，上述濾色器亦具有不含量子點粒子之透明圖案層。 According to another embodiment of the present invention, the image display device of the present invention may further include a color filter including only a pattern of two shades of a red pattern layer, a green pattern layer, and a cyan pattern layer. Floor. In this case, the color filter also has a transparent pattern layer containing no quantum dot particles.

僅具有2種色調之圖案層的情況下，可使用發出顯示不含的剩餘的色調的波長的光的光源。例如，包含紅色圖案層及綠色圖案層之情況下，可 使用發出青色光的光源。這一情況下，紅色量子點粒子發出紅色光，綠色量子點粒子發出綠色光，透明圖案層直接透過青色光而顯示青色。 When the pattern layer has only two kinds of tones, a light source that emits light having a wavelength that does not include the remaining tones can be used. For example, when a red pattern layer and a green pattern layer are included, Use a light source that emits cyan light. In this case, the red quantum dot particles emit red light, the green quantum dot particles emit green light, and the transparent pattern layer directly transmits cyan light to display cyan.

本發明之圖像顯示裝置的光效率優異，顯示高亮度，色再現性優異，且可具有寬的視野角。 The image display device of the present invention has excellent light efficiency, high display brightness, excellent color reproducibility, and a wide viewing angle.

實施例Examples

以下基於實施例對本發明詳細地說明，但下述公開的本發明的實施方式僅為例示，本發明的範圍不限於此等實施方式。本發明的範圍由申請專利範圍表示，亦含有與申請專利範圍的記載均等的含義及範圍內的全部的變形。另外，以下的實施例、比較例中，表示含量的“%”及“份”只要無特別說明，則採用質量基準。 Hereinafter, the present invention is described in detail based on examples. However, the embodiments of the present invention disclosed below are merely examples, and the scope of the present invention is not limited to these embodiments. The scope of the present invention is indicated by the scope of patent application, and also includes all meanings within the meaning and scope equivalent to the description of the scope of patent application. In the following examples and comparative examples, unless otherwise specified, the "%" and "parts" indicating content are based on mass standards.

顏料分散組合物的製造Manufacturing of pigment dispersion composition 顏料分散組合物M1Pigment dispersion composition M1

將作為顏料的C.I.顏料紅254的12.0重量份、作為顏料分散劑的DISPER BYK-2001(BYK公司製造)5.0重量份、作為溶劑的4-羥基-4-甲基-2-戊酮13.0重量份、及丙二醇甲基醚乙酸酯70.0重量份用珠磨機混合/分散12小時，製造顏料分散組合物M1。 12.0 parts by weight of CI Pigment Red 254 as a pigment, 5.0 parts by weight of DISPER BYK-2001 (manufactured by BYK) as a pigment dispersant, and 13.0 parts by weight of 4-hydroxy-4-methyl-2-pentanone as a solvent And 70.0 parts by weight of propylene glycol methyl ether acetate were mixed / dispersed with a bead mill for 12 hours to produce a pigment dispersion composition M1.

顏料分散組合物M2Pigment dispersion composition M2

將作為顏料的C.I.顏料紅177的12.0重量份、作為顏料分散劑的DISPER BYK-2001(BYK公司製造)5.0重量份、作為溶劑的4-羥基-4-甲基-2-戊酮13.0重量份、及丙二醇甲基醚乙酸酯70.0重量份用珠磨機進行12小時混合/分散，製造顏料分散組合物M2。 12.0 parts by weight of CI Pigment Red 177 as a pigment, 5.0 parts by weight of DISPER BYK-2001 (manufactured by BYK) as a pigment dispersant, and 13.0 parts by weight of 4-hydroxy-4-methyl-2-pentanone as a solvent And 70.0 parts by weight of propylene glycol methyl ether acetate were mixed / dispersed in a bead mill for 12 hours to produce a pigment dispersion composition M2.

顏料分散組合物M3Pigment dispersion composition M3

將作為顏料的C.I.顏料紅242的12.0重量份、作為顏料分散劑的 DISPER BYK-2001(BYK公司製造)5.0重量份、作為溶劑的4-羥基-4-甲基-2-戊酮13.0重量份、及丙二醇甲基醚乙酸酯70.0重量份用珠磨機進行12小時混合/分散，製造顏料分散組合物M3。 12.0 parts by weight of C.I. Pigment Red 242 as a pigment, and DISPER BYK-2001 (manufactured by BYK) 5.0 parts by weight, 13.0 parts by weight of 4-hydroxy-4-methyl-2-pentanone as a solvent, and 70.0 parts by weight of propylene glycol methyl ether acetate were performed with a bead mill 12 Mix / disperse for 1 hour to produce a pigment dispersion composition M3.

合成例1：鹼可溶性樹脂的合成Synthesis Example 1: Synthesis of alkali-soluble resin

在具有攪拌器、溫度計、回流冷凝管、滴液漏斗及氮導入管的燒瓶中，投入丙二醇單甲基醚乙酸酯120重量份、丙二醇單甲基醚80重量份、AIBN 2重量份、丙烯酸13.0重量份、甲基丙烯酸苄酯10重量份、苯乙烯57.0重量份、甲基丙烯酸甲酯20重量份、及正十二烷基硫醇3重量份，進行氮置換。隨後，在攪拌的同時使反應液的溫度上升至110℃，反應6小時。合成之鹼可溶性樹脂的固體成分的酸值為100.2mgKOH/g，採用GPC測定之重量平均分子量Mw為約15110。 In a flask having a stirrer, a thermometer, a reflux condenser, a dropping funnel, and a nitrogen introduction tube, 120 parts by weight of propylene glycol monomethyl ether acetate, 80 parts by weight of propylene glycol monomethyl ether, 2 parts by weight of AIBN, and acrylic acid were charged. 13.0 parts by weight, 10 parts by weight of benzyl methacrylate, 57.0 parts by weight of styrene, 20 parts by weight of methyl methacrylate, and 3 parts by weight of n-dodecyl mercaptan were substituted by nitrogen. Subsequently, the temperature of the reaction liquid was raised to 110 ° C. while stirring, and the reaction was performed for 6 hours. The acid content of the solid content of the synthesized alkali-soluble resin was 100.2 mgKOH / g, and the weight-average molecular weight Mw measured by GPC was about 15,110.

著色感光性樹脂組合物的製造Production of colored photosensitive resin composition 實施例1Example 1

將上述顏料分散組合物M1的29.74重量份、顏料分散組合物M2的5.66重量份、酸性紅52(酸性紅52、TCI America公司製造)0.52重量份、溶劑紅122(C.I.溶劑紅122、BASF公司製造)0.41重量份、合成例1的樹脂9.32重量份、KAYARAD DPHA(日本化藥社製造)9.32重量份、SPI-02(三洋社製造)0.93重量份、4-羥基-4-甲基-2-戊酮12.75重量份、及丙二醇單甲基醚乙酸酯31.34重量份混合，製造著色感光性樹脂組合物。 29.74 parts by weight of the pigment dispersion composition M1, 5.66 parts by weight of the pigment dispersion composition M2, 0.52 parts by weight of Acid Red 52 (Acid Red 52, manufactured by TCI America), and Solvent Red 122 (CI Solvent Red 122, BASF Corporation) (Manufactured) 0.41 parts by weight, 9.32 parts by weight of resin in Synthesis Example 1, KAYARAD DPHA (manufactured by Nippon Kayaku Co., Ltd.) 9.32 parts by weight, SPI-02 (manufactured by Sanyo Corporation) 0.93 parts by weight, 4-hydroxy-4-methyl-2 -12.75 parts by weight of pentanone and 31.34 parts by weight of propylene glycol monomethyl ether acetate are mixed to produce a colored photosensitive resin composition.

實施例2Example 2

將上述顏料分散組合物M1的29.74重量份、顏料分散組合物M2的5.66重量份、酸性紅52(酸性紅52、TCI America公司製造)0.52重量份、溶劑紅122(C.I.溶劑紅122、BASF公司製造)0.41重量份、合成例1的樹 脂9.32重量份、KAYARAD DPHA(日本化藥社製造)9.32重量份、SPI-03(三洋社製造)0.93重量份、4-羥基-4-甲基-2-戊酮12.75重量份、及丙二醇單甲基醚乙酸酯31.34重量份混合，製造著色感光性樹脂組合物。 29.74 parts by weight of the pigment dispersion composition M1, 5.66 parts by weight of the pigment dispersion composition M2, 0.52 parts by weight of Acid Red 52 (Acid Red 52, manufactured by TCI America), and Solvent Red 122 (CI Solvent Red 122, BASF Corporation) (Manufactured) 0.41 part by weight, Tree of Synthesis Example 1 9.32 parts by weight of fat, 9.32 parts by weight of KAYARAD DPHA (manufactured by Nippon Kayaku Co., Ltd.), 0.93 parts by weight of SPI-03 (manufactured by Sanyo Co., Ltd.), 12.75 parts by weight of 4-hydroxy-4-methyl-2-pentanone, and propylene glycol monomer 31.34 parts by weight of methyl ether acetate was mixed to produce a colored photosensitive resin composition.

實施例3Example 3

將上述顏料分散組合物M1的16.31重量份、顏料分散組合物M2的21.90重量份、顏料分散組合物M3的4.66重量份、溶劑紅122(C.I.溶劑紅122、BASF公司製造)0.45重量份、合成例1的樹脂8.42重量份、KAYARAD DPHA(日本化藥社製造)8.42重量份、SPI-02(三洋社製造)0.84重量份、4-羥基-4-甲基-2-戊酮12.75重量份、及丙二醇單甲基醚乙酸酯26.27重量份混合，製造著色感光性樹脂組合物。 16.31 parts by weight of the pigment dispersion composition M1, 21.90 parts by weight of the pigment dispersion composition M2, 4.66 parts by weight of the pigment dispersion composition M3, 0.45 parts by weight of solvent red 122 (CI solvent red 122, manufactured by BASF), and 8.42 parts by weight of resin in Example 1, KAYARAD DPHA (manufactured by Nippon Kayaku Co., Ltd.) 8.42 parts by weight, SPI-02 (manufactured by Sanyo Co., Ltd.) 0.84 parts by weight, 4-hydroxy-4-methyl-2-pentanone 12.75 parts by weight, It was mixed with 26.27 parts by weight of propylene glycol monomethyl ether acetate to produce a colored photosensitive resin composition.

實施例4Example 4

將上述顏料分散組合物M1的16.31重量份、顏料分散組合物M2的21.90重量份、顏料分散組合物M3的4.66重量份、溶劑紅122(C.I.溶劑紅122、BASF公司製造)0.45重量份、合成例1的樹脂8.42重量份、KAYARAD DPHA(日本化藥社製造)8.42重量份、SPI-03(三洋社製造)0.84重量份、4-羥基-4-甲基-2-戊酮12.75重量份、及丙二醇單甲基醚乙酸酯26.27重量份混合，製造著色感光性樹脂組合物。 16.31 parts by weight of the pigment dispersion composition M1, 21.90 parts by weight of the pigment dispersion composition M2, 4.66 parts by weight of the pigment dispersion composition M3, 0.45 parts by weight of solvent red 122 (CI solvent red 122, manufactured by BASF), and 8.42 parts by weight of the resin of Example 1, 8.42 parts by weight of KAYARAD DPHA (manufactured by Nippon Kayaku Co., Ltd.), 0.84 parts by weight of SPI-03 (manufactured by Sanyosha), 12.75 parts by weight of 4-hydroxy-4-methyl-2-pentanone, It was mixed with 26.27 parts by weight of propylene glycol monomethyl ether acetate to produce a colored photosensitive resin composition.

實施例5Example 5

將上述顏料分散組合物M1的29.74重量份、顏料分散組合物M2的5.66重量份、酸性紅52(酸性紅52、TCI America公司製造)0.52重量份、溶劑紅122(C.I.溶劑紅122、BASF公司製造)0.41重量份、合成例1的樹脂9.32重量份、KAYARAD DPHA(日本化藥社製造)9.32重量份、UPI-22(京仁洋行製造)0.93重量份、4-羥基-4-甲基-2-戊酮12.75重量份、及 丙二醇單甲基醚乙酸酯31.34重量份混合，製造著色感光性樹脂組合物。 29.74 parts by weight of the pigment dispersion composition M1, 5.66 parts by weight of the pigment dispersion composition M2, 0.52 parts by weight of Acid Red 52 (Acid Red 52, manufactured by TCI America), and Solvent Red 122 (CI Solvent Red 122, BASF Corporation) (Manufactured) 0.41 part by weight, 9.32 parts by weight of resin in Synthesis Example 1, KAYARAD DPHA (manufactured by Nippon Kayaku Co., Ltd.) 9.32 parts by weight, UPI-22 (manufactured by Keiyo Yoko) 0.93 parts by weight, 4-hydroxy-4-methyl- 12.75 parts by weight of 2-pentanone, and 31.34 parts by weight of propylene glycol monomethyl ether acetate was mixed to produce a colored photosensitive resin composition.

實施例6Example 6

將上述顏料分散組合物M1的16.31重量份、顏料分散組合物M2的21.90重量份、顏料分散組合物M3的4.66重量份、溶劑紅122(C.I.溶劑紅122、BASF公司製造)0.45重量份、合成例1的樹脂8.42重量份、KAYARAD DPHA(日本化藥社製造)8.42重量份、UPI-22(京仁洋行製造)0.84重量份、4-羥基-4-甲基-2-戊酮12.75重量份、及丙二醇單甲基醚乙酸酯26.27重量份混合，製造著色感光性樹脂組合物。 16.31 parts by weight of the pigment dispersion composition M1, 21.90 parts by weight of the pigment dispersion composition M2, 4.66 parts by weight of the pigment dispersion composition M3, 0.45 parts by weight of solvent red 122 (CI solvent red 122, manufactured by BASF), and 8.42 parts by weight of resin in Example 1, 8.42 parts by weight of KAYARAD DPHA (manufactured by Nippon Kayaku Co., Ltd.), 0.84 parts by weight of UPI-22 (manufactured by Keiyoyo Co., Ltd.), and 12.75 parts by weight of 4-hydroxy-4-methyl-2-pentanone And propylene glycol monomethyl ether acetate were mixed with 26.27 parts by weight to produce a colored photosensitive resin composition.

比較例1Comparative Example 1

將上述顏料分散組合物M1的29.74重量份、顏料分散組合物M2的5.66重量份、酸性紅52(酸性紅52、TCI America社製造)0.52重量份、溶劑紅122(C.I.溶劑紅122、BASF公司製造)0.41重量份、合成例1的樹脂9.32重量份、KAYARAD DPHA(日本化藥社製造)9.32重量份、NCI-831(Adeka公司製造)0.93重量份、4-羥基-4-甲基-2-戊酮12.75重量份、及丙二醇單甲基醚乙酸酯31.34重量份混合，製造著色感光性樹脂組合物。 29.74 parts by weight of the pigment dispersion composition M1, 5.66 parts by weight of the pigment dispersion composition M2, 0.52 parts by weight of Acid Red 52 (Acid Red 52, manufactured by TCI America), and Solvent Red 122 (CI Solvent Red 122, BASF Corporation) (Manufactured) 0.41 parts by weight, 9.32 parts by weight of resin in Synthesis Example 1, KAYARAD DPHA (manufactured by Nippon Kayaku Co., Ltd.) 9.32 parts by weight, NCI-831 (manufactured by Adeka) 0.93 parts by weight, 4-hydroxy-4-methyl-2 -12.75 parts by weight of pentanone and 31.34 parts by weight of propylene glycol monomethyl ether acetate are mixed to produce a colored photosensitive resin composition.

比較例2Comparative Example 2

將上述顏料分散組合物M1的29.74重量份、顏料分散組合物M2的5.66重量份、酸性紅52(酸性紅52、TCI America公司製造)0.52重量份、溶劑紅122(C.I.溶劑紅122、BASF公司製造)0.41重量份、合成例1的樹脂9.32重量份、KAYARAD DPHA(日本化藥社製造)9.32重量份、OXE-O1(BASF公司製造)0.93重量份、4-羥基-4-甲基-2-戊酮12.75重量份、及丙二醇單甲基醚乙酸酯31.34重量份混合，製造著色感光性樹脂組合物。 29.74 parts by weight of the pigment dispersion composition M1, 5.66 parts by weight of the pigment dispersion composition M2, 0.52 parts by weight of Acid Red 52 (Acid Red 52, manufactured by TCI America), and Solvent Red 122 (CI Solvent Red 122, BASF Corporation) (Manufactured) 0.41 parts by weight, resin 9.32 parts by weight of Synthesis Example 1, KAYARAD DPHA (manufactured by Nippon Kayaku Co., Ltd.) 9.32 parts by weight, OXE-O1 (manufactured by BASF) 0.93 parts by weight, 4-hydroxy-4-methyl-2 -12.75 parts by weight of pentanone and 31.34 parts by weight of propylene glycol monomethyl ether acetate are mixed to produce a colored photosensitive resin composition.

比較例3Comparative Example 3

將上述顏料分散組合物M1的29.74重量份、顏料分散組合物M2的5.66重量份、酸性紅52(酸性紅52、TCI America公司製造)0.52重量份、溶劑紅122(C.I.溶劑紅122、BASF公司製造)0.41重量份、合成例1的樹脂9.32重量份、KAYARAD DPHA(日本化藥社製造)9.32重量份、Irgacure-369(BASF公司製造)0.93重量份、4-羥基-4-甲基-2-戊酮12.75重量份、及丙二醇單甲基醚乙酸酯31.34重量份混合，製造著色感光性樹脂組合物。 29.74 parts by weight of the pigment dispersion composition M1, 5.66 parts by weight of the pigment dispersion composition M2, 0.52 parts by weight of Acid Red 52 (Acid Red 52, manufactured by TCI America), and Solvent Red 122 (CI Solvent Red 122, BASF Corporation) 0.41 part by weight, 9.32 parts by weight of the resin of Synthesis Example 1, KAYARAD DPHA (manufactured by Nippon Kayaku Co., Ltd.) 9.32 parts by weight, Irgacure-369 (manufactured by BASF) 0.93 parts by weight, 4-hydroxy-4-methyl-2 -12.75 parts by weight of pentanone and 31.34 parts by weight of propylene glycol monomethyl ether acetate are mixed to produce a colored photosensitive resin composition.

比較例4Comparative Example 4

將上述顏料分散組合物M1的29.74重量份、顏料分散組合物M2的5.66重量份、酸性紅52(酸性紅52、TCI America公司製造)0.52重量份、溶劑紅122(C.I.溶劑紅122、BASF公司製造)0.41重量份、合成例1的樹脂9.32重量份、KAYARAD DPHA(日本化藥社製造)9.32重量份、Irgacure-907(BASF公司製造)0.93重量份、4-羥基-4-甲基-2-戊酮12.75重量份、及丙二醇單甲基醚乙酸酯31.34重量份混合，製造著色感光性樹脂組合物。 29.74 parts by weight of the pigment dispersion composition M1, 5.66 parts by weight of the pigment dispersion composition M2, 0.52 parts by weight of Acid Red 52 (Acid Red 52, manufactured by TCI America), and Solvent Red 122 (CI Solvent Red 122, BASF Corporation) (Manufactured) 0.41 parts by weight, resin 9.32 parts by weight in Synthesis Example 1, KAYARAD DPHA (manufactured by Nippon Kayaku Co., Ltd.) 9.32 parts by weight, Irgacure-907 (manufactured by BASF) 0.93 parts by weight, 4-hydroxy-4-methyl-2 -12.75 parts by weight of pentanone and 31.34 parts by weight of propylene glycol monomethyl ether acetate are mixed to produce a colored photosensitive resin composition.

比較例5Comparative Example 5

將上述顏料分散組合物M1的16.31重量份、顏料分散組合物M2的21.90重量份、顏料分散組合物M3的4.66重量份、溶劑紅122(C.I.溶劑紅122、BASF公司製造)0.45重量份、合成例1的樹脂8.42重量份、KAYARAD DPHA(日本化藥社製造)8.42重量份、NCI-831(Adeka公司製造)0.84重量份、4-羥基-4-甲基-2-戊酮12.75重量份、及丙二醇單甲基醚乙酸酯26.27重量份混合，製造著色感光性樹脂組合物。 16.31 parts by weight of the pigment dispersion composition M1, 21.90 parts by weight of the pigment dispersion composition M2, 4.66 parts by weight of the pigment dispersion composition M3, 0.45 parts by weight of solvent red 122 (CI solvent red 122, manufactured by BASF), and 8.42 parts by weight of resin in Example 1, KAYARAD DPHA (manufactured by Nippon Kayaku Co., Ltd.) 8.42 parts by weight, NCI-831 (manufactured by Adeka) 0.84 parts by weight, 4-hydroxy-4-methyl-2-pentanone 12.75 parts by weight, It was mixed with 26.27 parts by weight of propylene glycol monomethyl ether acetate to produce a colored photosensitive resin composition.

比較例6Comparative Example 6

將上述顏料分散組合物M1的16.31重量份、顏料分散組合物M2的21.90重量份、顏料分散組合物M3的4.66重量份、溶劑紅122(C.I.溶劑紅122、BASF公司製造)0.45重量份、合成例1的樹脂8.42重量份、KAYARAD DPHA(日本化藥社製造)8.42重量份、OXE-01(Adeka公司製造)0.84重量份、4-羥基-4-甲基-2-戊酮12.75重量份、及丙二醇單甲基醚乙酸酯26.27重量份混合，製造著色感光性樹脂組合物。 16.31 parts by weight of the pigment dispersion composition M1, 21.90 parts by weight of the pigment dispersion composition M2, 4.66 parts by weight of the pigment dispersion composition M3, 0.45 parts by weight of solvent red 122 (CI solvent red 122, manufactured by BASF), and 8.42 parts by weight of the resin of Example 1, 8.42 parts by weight of KAYARAD DPHA (manufactured by Nippon Kayaku Co., Ltd.), 0.84 parts by weight of OXE-01 (manufactured by Adeka), 12.75 parts by weight of 4-hydroxy-4-methyl-2-pentanone, It was mixed with 26.27 parts by weight of propylene glycol monomethyl ether acetate to produce a colored photosensitive resin composition.

比較例7Comparative Example 7

將上述顏料分散組合物M1的16.31重量份、顏料分散組合物M2的21.90重量份、顏料分散組合物M3的4.66重量份、溶劑紅122(C.I.溶劑紅122、BASF公司製造)0.45重量份、合成例1的樹脂8.42重量份、KAYARAD DPHA(日本化藥社製造)8.42重量份、Irgacure-369(BASF公司製造)0.84重量份、4-羥基-4-甲基-2-戊酮12.75重量份、及丙二醇單甲基醚乙酸酯26.27重量份混合，製造著色感光性樹脂組合物。 16.31 parts by weight of the pigment dispersion composition M1, 21.90 parts by weight of the pigment dispersion composition M2, 4.66 parts by weight of the pigment dispersion composition M3, 0.45 parts by weight of solvent red 122 (CI solvent red 122, manufactured by BASF), and 8.42 parts by weight of resin, 8.42 parts by weight of KAYARAD DPHA (manufactured by Nippon Kayakusho), 0.84 parts by weight of Irgacure-369 (manufactured by BASF), 12.75 parts by weight of 4-hydroxy-4-methyl-2-pentanone, It was mixed with 26.27 parts by weight of propylene glycol monomethyl ether acetate to produce a colored photosensitive resin composition.

比較例8Comparative Example 8

將上述顏料分散組合物M1的16.31重量份、顏料分散組合物M2的21.90重量份、顏料分散組合物M3的4.66重量份、溶劑紅122(C.I.溶劑紅122、BASF公司製造)0.45重量份、合成例1的樹脂8.42重量份、KAYARAD DPHA(日本化藥社製造)8.42重量份、Irgacure-907(BASF公司製造)0.84重量份、4-羥基-4-甲基-2-戊酮12.75重量份、及丙二醇單甲基醚乙酸酯26.27重量份混合，製造著色感光性樹脂組合物。 16.31 parts by weight of the pigment dispersion composition M1, 21.90 parts by weight of the pigment dispersion composition M2, 4.66 parts by weight of the pigment dispersion composition M3, 0.45 parts by weight of solvent red 122 (CI solvent red 122, manufactured by BASF), and Example 1.42 parts by weight of resin, 8.42 parts by weight of KAYARAD DPHA (manufactured by Nippon Kayakusho), 0.84 parts by weight of Irgacure-907 (manufactured by BASF), 12.75 parts by weight of 4-hydroxy-4-methyl-2-pentanone, It was mixed with 26.27 parts by weight of propylene glycol monomethyl ether acetate to produce a colored photosensitive resin composition.

實驗例Experimental example

利用上述實施例1~6及比較例1~8中製造的著色感光性樹脂組合物製造濾色器。 A color filter was produced using the colored photosensitive resin composition produced in the above-mentioned Examples 1 to 6 and Comparative Examples 1 to 8.

具體地，將上述各著色感光性樹脂組合物採用旋塗法在2吋見方的玻 璃基板(康寧公司製造、“EAGLE XG”)上塗佈後，配置於加熱板上，在100℃的溫度下維持3分鐘，形成薄膜。隨後，在上述薄膜上載置具有1μm~100μm的線/間隙圖案的試驗光掩模，使與試驗光掩模的間隔為300μm，照射紫外線。 Specifically, each of the colored photosensitive resin compositions described above was spin-coated on a 2 inch square glass. After coating on a glass substrate ("EAGLE XG" manufactured by Corning Corporation), it was placed on a hot plate and maintained at 100 ° C for 3 minutes to form a thin film. Subsequently, a test photomask having a line / gap pattern of 1 μm to 100 μm was placed on the film, and the distance from the test photomask was 300 μm, and ultraviolet rays were irradiated.

此時，紫外線光源使用含有g、h、i線的全部的1kW的高壓汞燈，以60mJ/cm2照射，未使用特別的光學濾波器。將經上述紫外線照射之薄膜在pH 10.5的KOH水溶液顯影溶液中浸漬2分鐘，進行顯影。將經上述薄膜塗佈的玻璃基板使用蒸餾水清洗後，吹入氮氣，進行乾燥，用230℃的加熱烘箱加熱25分鐘，製造濾色器。上述製造的濾色器的膜厚為2.4μm。 At this time, the ultraviolet light source was irradiated at 60 mJ / cm 2 using a 1 kW high-pressure mercury lamp including all of the g, h, and i rays, and no special optical filter was used. The film irradiated with the ultraviolet rays was immersed in a KOH aqueous solution developing solution at pH 10.5 for 2 minutes to develop. The glass substrate coated with the thin film was washed with distilled water, then blown with nitrogen, dried, and heated in a heating oven at 230 ° C. for 25 minutes to produce a color filter. The film thickness of the color filter manufactured as described above was 2.4 μm.

1.亮度測定Brightness measurement

除了未使用試驗光掩模以外，與上述實驗例1同樣地製造濾色器，利用色度計(奧林巴斯公司製造、OSP-200)測定亮度，示於下述表1中。 A color filter was manufactured in the same manner as in Experimental Example 1 except that a test photomask was not used. The brightness was measured with a colorimeter (manufactured by Olympus Corporation, OSP-200) and shown in Table 1 below.

2.密合性評價2. Evaluation of adhesion

使用光學顯微鏡對生成的圖案進行評價時，用下述此類圖案上的剝離程度進行評價，示於下述表1中。 When the generated pattern was evaluated using an optical microscope, the degree of peeling on such a pattern as described below was evaluated and is shown in Table 1 below.

○：圖案上無剝離 ○: No peeling on the pattern

△：圖案上剝離為1~3個 △: 1 to 3 peels on the pattern

×：圖案上剝離為4個以上 ×: 4 or more peels on the pattern

如表1中所示，對於根據本發明的包含特定著色劑及光聚合引發劑的實施例1~6，可確認高亮度及無圖案剝離地密合性優異的工序特性。 As shown in Table 1, with respect to Examples 1 to 6 including a specific colorant and a photopolymerization initiator according to the present invention, it was confirmed that the process characteristics were excellent in high brightness and excellent adhesion without pattern peeling.

Claims (5)

一種著色感光性樹脂組合物，其特徵在於，包含著色劑、鹼可溶性樹脂、光聚合性化合物、光聚合引發劑及溶劑，該著色劑包含選自C.I.顏料紅254、C.I.顏料紅177及C.I.顏料紅242中一種以上的顏料，且包含選自由下述化學式1表示的呫噸系染料及金屬錯合物結構的偶氮系染料中一種以上的染料，該光聚合引發劑包含下述化學式2或化學式3的包含茀基的肟酯系光引發劑：
Figure TWI622848B_C0001
上述化學式1中，R1~R6各自獨立地為氫、C1~C5的烷基、或三烷氧基甲矽烷基烷基，R7及R8各自獨立地為氫、COOH、COO-、SO3 -、SO3H、SO3Na、COOCH3或COOCH2CH3，[化學式2]
Figure TWI622848B_C0002
上述化學式2中，R9為氫、甲基、乙基、丙基、或丁基；R10為甲基、乙基、或丙基；R11為甲基、乙基、丙基、丁基、或苯基；R12~R18為氫，
Figure TWI622848B_C0003
上述化學式3中，m及n表示0或1，但在m為1的情況下n為1，在m=0、n=0的情況下，R19表示氫、鹵素原子、硝基、由可經鹵素原子取代之C1~C8的烷基取代之磺醯氧基、可取代之苯基磺醯氧基、由可經鹵素原子取代之C1~C8的烷基取代之磺醯基、可經取代之磺醯基、可經取代之雜環式磺醯基、或可經取代之稠合環式磺醯基；在m=0、n=1之情況下，R19表示可取代之苯基、可取代之雜環基、或可取代之稠合環基；在m=1、n=1之情況下，R19表示由可經鹵素原子取代之C1~C8的烷基取代之磺醯氧基、或可取代之苯基磺醯氧基，R20及R21各自獨立地表示氫原子、C1~C22的直鏈、分支鏈、或環狀烷基、C1~C10的直鏈或分支鏈鹵代烷基、由一個以上的醚鍵或硫醚鍵中斷之C1~C15的直鏈或分支鏈烷基、可取代之苯基、或C7~C11的苯基烷基，或R20與R21在不是氫的情況下一起形成環，R22由下述化學式4或化學式5表示，
Figure TWI622848B_C0004
Figure TWI622848B_C0005
在上述化學式4及化學式5中，R23及R23'表示C1~C17的直鏈、分支鏈或環狀烷基、C2~C5的直鏈或分支鏈鹵代烷基、由一個以上的醚鍵或硫醚鍵中斷之C2~C7的直鏈或分支鏈烷基、可取代之苯基、可取代之C7~C11的苯基烷基、可取代之C7~C10的苯氧基烷基、可取代之雜環基、或可取代之稠合環基，在上述化學式4中，R24表示C1~C17的直鏈、分支鏈或環狀烷基、C1~C7的直鏈或分支鏈鹵代烷基、由碳數一個以上醚鍵或硫醚鍵中斷之C2~C7的直鏈或分支鏈烷基、可取代之C2~C4的直鏈或分支鏈胺基烷基、可取代之苯基、可取代之C7~C11的苯基烷基、由一個以上醚鍵或硫醚鍵中斷之可取代之C7~C10的苯基烷基、可取代之稠合環基、或可取代之雜環基，在上述化學式5中，R25表示C1~C16的直鏈、分支鏈或環狀烷基、C1~C6的直鏈或分支鏈鹵代烷基、可取代之苯基、可取代之C7~C10的苯基烷基、由一個以上醚鍵或硫醚鍵中斷之可取代之C7~C9的苯基烷基、可取代之稠合環基、或可取代之雜環基，其中相對於該著色劑的總重量%，包含5~15重量%的由上述化學式1表示的呫噸系染料及5~15重量%的金屬錯合物結構的偶氮系染料，其中相對於該光聚合引發劑的總重量%，包含10~100重量%的該化學式2或化學式3的含有茀基的肟酯系光引發劑，其中相對於該著色感光性樹脂組合物的固體成分的總重量%，包含5~60重量%的著色劑、10~80重量%的鹼可溶性樹脂及5~45重量%的光聚合性化合物，其中相對於上述鹼可溶性樹脂及光聚合性化合物的總重量%，包含0.1~40重量%的光聚合引發劑，且其中相對於該著色感光性樹脂組合物的總重量%，包含60~90重量%的溶劑。A coloring photosensitive resin composition, characterized in that it includes a colorant, an alkali-soluble resin, a photopolymerizable compound, a photopolymerization initiator, and a solvent, and the colorant includes a CI pigment red 254, a CI pigment red 177, and a CI pigment One or more pigments in Red 242, and one or more dyes selected from the group consisting of xanthene-based dyes represented by the following Chemical Formula 1 and azo-based dyes having a metal complex structure, and the photopolymerization initiator includes the following Chemical Formula 2 or The oxime ester-containing photoinitiator of the chemical formula 3:
Figure TWI622848B_C0001
In the above Chemical Formula 1, R 1 ~ R 6 are each independently hydrogen, C1 ~ C5 alkyl group, or a silicon trialkoxysilyl alkyl, R 7 and R 8 are each independently hydrogen, COOH, COO -, SO 3 -, SO 3 H, SO 3 Na, COOCH 3 or COOCH 2 CH 3, [chemical formula 2]
Figure TWI622848B_C0002
In the above Chemical Formula 2, R 9 is hydrogen, methyl, ethyl, propyl, or butyl; R 10 is methyl, ethyl, or propyl; R 11 is methyl, ethyl, propyl, butyl , Or phenyl; R 12 ~R 18 are hydrogen,
Figure TWI622848B_C0003
In the above Chemical Formula 3, m and n represent 0 or 1, but when m is 1, n is 1, and when m=0 and n=0, R 19 represents hydrogen, halogen atom, nitro, C1~C8 alkyl substituted sulfonyloxy substituted by halogen atom, phenylsulfonyloxy substituted, sulfonyl substituted by C1~C8 alkyl substituted by halogen atom, may be substituted Sulfonyl, substituted heterocyclic sulfonyl, or substituted fused cyclic sulfonyl; in the case of m=0, n=1, R 19 represents a substituted phenyl, Substitutable heterocyclic group, or substitutable fused ring group; in the case of m=1, n=1, R 19 represents a sulfonyloxy group substituted by a C1-C8 alkyl group which may be substituted by a halogen atom , Or substitutable phenylsulfonyloxy, R 20 and R 21 each independently represent a hydrogen atom, a linear, branched, or cyclic alkyl group of C1 to C22, a linear or branched haloalkane of C1 to C10 Group, C1~C15 straight or branched chain alkyl group interrupted by more than one ether bond or thioether bond, substitutable phenyl group, or C7~C11 phenylalkyl group, or R 20 and R 21 are not In the case of hydrogen, they form a ring together, and R 22 is represented by the following Chemical Formula 4 or Chemical Formula 5,
Figure TWI622848B_C0004
Figure TWI622848B_C0005
In the above Chemical Formula 4 and Chemical Formula 5, R 23 and R 23′ represent a linear, branched or cyclic alkyl group of C1 to C17, a linear or branched haloalkyl group of C2 to C5, or more than one ether bond or C2~C7 linear or branched chain alkyl group with interrupted thioether bond, substitutable phenyl group, substitutable C7~C11 phenylalkyl group, substitutable C7~C10 phenoxyalkyl group, substitutable Heterocyclic group, or a substituted fused ring group, in the above Chemical Formula 4, R 24 represents a linear, branched or cyclic alkyl group of C1 to C17, a linear or branched haloalkyl group of C1 to C7, C2~C7 straight or branched chain alkyl group interrupted by more than one ether bond or thioether bond with carbon number, C2~C4 straight or branched chain amino alkyl group, substitutable phenyl group, available Substituted C7~C11 phenylalkyl groups, substitutable C7~C10 phenylalkyl groups interrupted by more than one ether bond or thioether bond, substitutable fused ring groups, or substitutable heterocyclic groups, In the above Chemical Formula 5, R 25 represents a linear, branched or cyclic alkyl group of C1 to C16, a linear or branched halogenated alkyl group of C1 to C6, a substituted phenyl group, a substituted C7 to C10 benzene group Base alkyl, substitutable C7~C9 phenylalkyl group interrupted by more than one ether bond or thioether bond, substitutable fused ring group, or substitutable heterocyclic group, in which Total weight%, including 5 to 15% by weight of the xanthene-based dye represented by the above Chemical Formula 1 and 5 to 15% by weight of the azo-based dye of the metal complex structure, with respect to the total weight of the photopolymerization initiator %, containing 10 to 100% by weight of the oxime group-containing oxime ester-based photoinitiator of Chemical Formula 2 or Chemical Formula 3, wherein the total weight% of the solid content of the colored photosensitive resin composition includes 5 to 60% by weight % Coloring agent, 10 to 80% by weight of alkali-soluble resin and 5 to 45% by weight of photopolymerizable compound, which contains 0.1 to 40% by weight relative to the total weight% of the above alkali-soluble resin and photopolymerizable compound A photopolymerization initiator, and contains 60 to 90% by weight of the solvent with respect to the total weight% of the colored photosensitive resin composition. 如請求項1之著色感光性樹脂組合物，其中相對於該著色劑的總重量%，包含30~80重量%的C.I.顏料紅254及10~50重量%的C.I.顏料紅177。The coloring photosensitive resin composition according to claim 1, which contains 30 to 80% by weight of C.I. Pigment Red 254 and 10 to 50% by weight of C.I. Pigment Red 177 relative to the total weight% of the colorant. 如請求項1之著色感光性樹脂組合物，其中相對於該著色劑的總重量%，包含5~20重量%的C.I.顏料紅242。The coloring photosensitive resin composition according to claim 1, wherein C.I. Pigment Red 242 is contained in an amount of 5 to 20% by weight relative to the total weight% of the colorant. 一種濾色器，其包含圖案層，該圖案層包含如請求項1至3中任一項之著色感光性樹脂組合物之固化物。A color filter including a pattern layer including the cured product of the coloring photosensitive resin composition according to any one of claims 1 to 3. 一種圖像顯示裝置，其包含如請求項4之濾色器及包含光源，其中該圖像顯示裝置係選自由液晶顯示裝置、電致發光顯示裝置、等離子體顯示裝置及場致發射顯示裝置組成之群組。An image display device comprising the color filter according to claim 4 and including a light source, wherein the image display device is selected from the group consisting of a liquid crystal display device, an electroluminescence display device, a plasma display device and a field emission display device Group.
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