TWI841676B - Coloring composition and coloring inhibitor composition - Google Patents

Coloring composition and coloring inhibitor composition Download PDF

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TWI841676B
TWI841676B TW109103548A TW109103548A TWI841676B TW I841676 B TWI841676 B TW I841676B TW 109103548 A TW109103548 A TW 109103548A TW 109103548 A TW109103548 A TW 109103548A TW I841676 B TWI841676 B TW I841676B
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pigment
coloring
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TW202041607A (en
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辻康人
米田善紀
中川朋樹
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日商阪田油墨股份有限公司
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    • G03PHOTOGRAPHY; CINEMATOGRAPHY; ANALOGOUS TECHNIQUES USING WAVES OTHER THAN OPTICAL WAVES; ELECTROGRAPHY; HOLOGRAPHY
    • G03FPHOTOMECHANICAL PRODUCTION OF TEXTURED OR PATTERNED SURFACES, e.g. FOR PRINTING, FOR PROCESSING OF SEMICONDUCTOR DEVICES; MATERIALS THEREFOR; ORIGINALS THEREFOR; APPARATUS SPECIALLY ADAPTED THEREFOR
    • G03F7/00Photomechanical, e.g. photolithographic, production of textured or patterned surfaces, e.g. printing surfaces; Materials therefor, e.g. comprising photoresists; Apparatus specially adapted therefor
    • G03F7/004Photosensitive materials
    • GPHYSICS
    • G03PHOTOGRAPHY; CINEMATOGRAPHY; ANALOGOUS TECHNIQUES USING WAVES OTHER THAN OPTICAL WAVES; ELECTROGRAPHY; HOLOGRAPHY
    • G03FPHOTOMECHANICAL PRODUCTION OF TEXTURED OR PATTERNED SURFACES, e.g. FOR PRINTING, FOR PROCESSING OF SEMICONDUCTOR DEVICES; MATERIALS THEREFOR; ORIGINALS THEREFOR; APPARATUS SPECIALLY ADAPTED THEREFOR
    • G03F7/00Photomechanical, e.g. photolithographic, production of textured or patterned surfaces, e.g. printing surfaces; Materials therefor, e.g. comprising photoresists; Apparatus specially adapted therefor
    • G03F7/004Photosensitive materials
    • G03F7/09Photosensitive materials characterised by structural details, e.g. supports, auxiliary layers
    • G03F7/105Photosensitive materials characterised by structural details, e.g. supports, auxiliary layers having substances, e.g. indicators, for forming visible images
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    • C08ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
    • C08KUse of inorganic or non-macromolecular organic substances as compounding ingredients
    • C08K5/00Use of organic ingredients
    • C08K5/0008Organic ingredients according to more than one of the "one dot" groups of C08K5/01 - C08K5/59
    • C08K5/0041Optical brightening agents, organic pigments
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    • C08ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
    • C08KUse of inorganic or non-macromolecular organic substances as compounding ingredients
    • C08K5/00Use of organic ingredients
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    • C08ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
    • C08KUse of inorganic or non-macromolecular organic substances as compounding ingredients
    • C08K5/00Use of organic ingredients
    • C08K5/16Nitrogen-containing compounds
    • C08K5/34Heterocyclic compounds having nitrogen in the ring
    • C08K5/3412Heterocyclic compounds having nitrogen in the ring having one nitrogen atom in the ring
    • C08K5/3432Six-membered rings
    • C08K5/3437Six-membered rings condensed with carbocyclic rings
    • CCHEMISTRY; METALLURGY
    • C08ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
    • C08KUse of inorganic or non-macromolecular organic substances as compounding ingredients
    • C08K5/00Use of organic ingredients
    • C08K5/16Nitrogen-containing compounds
    • C08K5/34Heterocyclic compounds having nitrogen in the ring
    • C08K5/3442Heterocyclic compounds having nitrogen in the ring having two nitrogen atoms in the ring
    • C08K5/3462Six-membered rings
    • GPHYSICS
    • G02OPTICS
    • G02FOPTICAL DEVICES OR ARRANGEMENTS FOR THE CONTROL OF LIGHT BY MODIFICATION OF THE OPTICAL PROPERTIES OF THE MEDIA OF THE ELEMENTS INVOLVED THEREIN; NON-LINEAR OPTICS; FREQUENCY-CHANGING OF LIGHT; OPTICAL LOGIC ELEMENTS; OPTICAL ANALOGUE/DIGITAL CONVERTERS
    • G02F1/00Devices or arrangements for the control of the intensity, colour, phase, polarisation or direction of light arriving from an independent light source, e.g. switching, gating or modulating; Non-linear optics
    • G02F1/01Devices or arrangements for the control of the intensity, colour, phase, polarisation or direction of light arriving from an independent light source, e.g. switching, gating or modulating; Non-linear optics for the control of the intensity, phase, polarisation or colour 
    • G02F1/13Devices or arrangements for the control of the intensity, colour, phase, polarisation or direction of light arriving from an independent light source, e.g. switching, gating or modulating; Non-linear optics for the control of the intensity, phase, polarisation or colour  based on liquid crystals, e.g. single liquid crystal display cells
    • G02F1/133Constructional arrangements; Operation of liquid crystal cells; Circuit arrangements
    • G02F1/1333Constructional arrangements; Manufacturing methods
    • G02F1/1335Structural association of cells with optical devices, e.g. polarisers or reflectors
    • G02F1/133509Filters, e.g. light shielding masks
    • G02F1/133512Light shielding layers, e.g. black matrix
    • GPHYSICS
    • G03PHOTOGRAPHY; CINEMATOGRAPHY; ANALOGOUS TECHNIQUES USING WAVES OTHER THAN OPTICAL WAVES; ELECTROGRAPHY; HOLOGRAPHY
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    • G03F7/00Photomechanical, e.g. photolithographic, production of textured or patterned surfaces, e.g. printing surfaces; Materials therefor, e.g. comprising photoresists; Apparatus specially adapted therefor
    • G03F7/004Photosensitive materials
    • G03F7/027Non-macromolecular photopolymerisable compounds having carbon-to-carbon double bonds, e.g. ethylenic compounds
    • HELECTRICITY
    • H10SEMICONDUCTOR DEVICES; ELECTRIC SOLID-STATE DEVICES NOT OTHERWISE PROVIDED FOR
    • H10KORGANIC ELECTRIC SOLID-STATE DEVICES
    • H10K50/00Organic light-emitting devices
    • H10K50/80Constructional details
    • H10K50/86Arrangements for improving contrast, e.g. preventing reflection of ambient light
    • H10K50/865Arrangements for improving contrast, e.g. preventing reflection of ambient light comprising light absorbing layers, e.g. light-blocking layers

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Abstract

本發明提供一種能夠獲得遮光性優異且耐溶劑性亦優異之黑色阻劑圖案之著色組成物、及含有其之著色阻劑組成物。 本發明之著色組成物之特徵在於:含有顏料及黏合劑樹脂,且上述顏料包含選自由C.I.顏料橙16及C.I.顏料黃139所組成之群中之1種以上、以及C.I.顏料藍60。The present invention provides a coloring composition capable of obtaining a black resist pattern with excellent light-shielding property and excellent solvent resistance, and a coloring resist composition containing the same. The coloring composition of the present invention is characterized in that it contains a pigment and a binder resin, and the pigment includes one or more selected from the group consisting of C.I. Pigment Orange 16 and C.I. Pigment Yellow 139, and C.I. Pigment Blue 60.

Description

著色組成物、及著色阻劑組成物Coloring composition and coloring inhibitor composition

本發明係關於一種著色組成物、及含有其之著色阻劑組成物。The present invention relates to a coloring composition and a coloring inhibitor composition containing the same.

近年來,黑矩陣用著色組成物之用途涉及多個方面,例如,被用以於液晶或電漿等之平板顯示器中,於畫面之顯示區域內之著色圖案之間隙或顯示區域周邊部分之緣,又,於使用TFT之液晶顯示器中,於TFT之外光側等設置遮光膜(黑矩陣)。而且,發揮如下作用:於液晶顯示器中主要防止來自背光之漏光映現於畫面中,又,於電漿顯示器中主要防止因各色光之渾濁所引起之滲色映現於畫面中,而提高顯示特性(對比度及色純度)。In recent years, the use of black matrix coloring compositions involves many aspects, for example, it is used in the gaps between the coloring patterns in the display area of the screen or the edges of the display area in flat panel displays such as liquid crystal or plasma, and in liquid crystal displays using TFT, a light shielding film (black matrix) is set on the light-shielding side of the TFT. In addition, it plays the following roles: in liquid crystal displays, it mainly prevents the leakage of light from the backlight from being reflected on the screen, and in plasma displays, it mainly prevents the bleeding caused by the turbidity of each color light from being reflected on the screen, thereby improving the display characteristics (contrast and color purity).

例如,於用以將液晶顯示器之背光之白色光轉換為著色光之濾色器中,通常藉由在形成有黑矩陣之玻璃或塑膠片等透明基板表面依序以條紋狀或馬賽克狀等之圖案形成紅、綠、藍之不同色相之像素的方法來製造。For example, in a color filter used to convert white light of a liquid crystal display backlight into colored light, it is usually manufactured by forming pixels of different hues of red, green, and blue in a striped or mosaic pattern on the surface of a transparent substrate such as glass or plastic film formed with a black matrix.

又,於組合影像顯示裝置及位置輸入裝置而成之觸控面板中,亦同樣地利用形成有黑矩陣之濾色器作為遮光膜,迄今為止,一般隔著蓋玻璃形成於與感測器基板相反之側。但是,隨著對觸控面板之輕量化之要求提高,為了謀求更輕量化,正在開發一種於蓋玻璃之同一側同時形成遮光膜及觸控感測器之技術。In addition, in a touch panel formed by combining an image display device and a position input device, a filter formed with a black matrix is also used as a light shielding film. So far, it is generally formed on the side opposite to the sensor substrate through a cover glass. However, with the increasing demand for lightweight touch panels, in order to achieve even lighter weight, a technology is being developed to simultaneously form a light shielding film and a touch sensor on the same side of the cover glass.

例如,於專利文獻1中,揭示有一種技術,其係藉由在色間隔物形成用感光性著色組成物中,組合使用特定之顏料及碳黑作為著色劑,並且使碳黑之含有比率為特定範圍,而賦予遮蔽性等。For example, Patent Document 1 discloses a technique for imparting a shielding property, etc., by using a specific pigment and carbon black as a coloring agent in combination in a photosensitive coloring composition for forming a color spacer and setting the content ratio of the carbon black to a specific range.

又,例如,於專利文獻2中,揭示有一種技術,其係藉由適當地組合光吸收特性不同之顏料種類,以確保紫外線區域與可見光區域之光吸收之平衡,而維持遮光性及液晶之電壓保持率。For example, Patent Document 2 discloses a technology that ensures a balance between light absorption in the ultraviolet region and the visible light region by appropriately combining types of pigments with different light absorption characteristics, thereby maintaining light shielding properties and the voltage retention rate of liquid crystal.

然而,於構成影像顯示裝置之液晶層之黑矩陣等之著色組成物之耐溶劑性較低之情形時,會產生於像素圖案產生龜裂或缺損、或者著色成分自像素圖案溶出之問題。 於上述技術中,未針對耐溶劑性進行研究,期望開發出一種能夠獲得耐溶劑性優異之黑色阻劑圖案之黑矩陣用著色組成物。 [先前技術文獻] [專利文獻]However, when the solvent resistance of the coloring composition of the black matrix of the liquid crystal layer constituting the image display device is low, cracks or defects may occur in the pixel pattern, or the coloring components may be eluted from the pixel pattern. In the above-mentioned technology, no research has been conducted on solvent resistance, and it is hoped to develop a coloring composition for a black matrix that can obtain a black resist pattern with excellent solvent resistance. [Prior Art Literature] [Patent Literature]

[專利文獻1]日本特開2016-177190號公報 [專利文獻2]國際公開第2013/115268號說明書[Patent Document 1] Japanese Patent Publication No. 2016-177190 [Patent Document 2] International Publication No. 2013/115268 Specification

[發明所欲解決之課題][The problem that the invention wants to solve]

因此,本發明之課題之目的在於提供一種能夠獲得遮光性優異且耐溶劑性亦優異之黑色阻劑圖案之著色組成物、及含有其之著色阻劑組成物。 [解決課題之技術手段]Therefore, the purpose of the subject of the present invention is to provide a coloring composition capable of obtaining a black resist pattern with excellent light-shielding properties and excellent solvent resistance, and a coloring resist composition containing the same. [Technical means for solving the subject]

本發明人等發現藉由於含有顏料及黏合劑樹脂之著色組成物中組合使用特定之顏料,可獲得「能夠製作具有優異之遮蔽性並且耐溶劑性亦優異之黑色阻劑圖案」之著色組成物,從而完成了本發明。The inventors of the present invention have discovered that by using a specific pigment in combination with a coloring composition containing a pigment and a binder resin, a coloring composition capable of producing a black resist pattern having excellent hiding power and excellent solvent resistance can be obtained, thereby completing the present invention.

即,本發明係關於一種黑矩陣用著色組成物,其特徵在於:含有顏料及黏合劑樹脂,且上述顏料包含選自由C.I.顏料橙16及C.I.顏料黃139所組成之群中之1種以上、以及C.I.顏料藍60。That is, the present invention relates to a coloring composition for black matrix, which is characterized in that it contains a pigment and a binder resin, and the above-mentioned pigment includes one or more selected from the group consisting of C.I. Pigment Orange 16 and C.I. Pigment Yellow 139, and C.I. Pigment Blue 60.

又,上述顏料較佳為進而包含選自由C.I.顏料紫23及C.I.顏料紫29所組成之群中之1種以上。 又,本發明亦係一種著色阻劑組成物,其係使用本發明之著色組成物而製造。 又,亦係一種被用作黑矩陣、黑色柱間隔物(black column spacer)或黑色間隔壁材料之本發明之著色組成物、或本發明之著色阻劑組成物。 以下,對本發明之著色組成物、及含有其之著色阻劑組成物詳細地進行說明。Furthermore, the above-mentioned pigment preferably further includes one or more selected from the group consisting of C.I. Pigment Violet 23 and C.I. Pigment Violet 29. Furthermore, the present invention is also a coloring resist composition, which is manufactured using the coloring composition of the present invention. Furthermore, it is also a coloring resist composition of the present invention used as a black matrix, a black column spacer or a black partition material, or a coloring resist composition of the present invention. The coloring composition of the present invention and the coloring resist composition containing the same are described in detail below.

(顏料) 本發明之著色組成物之顏料包含選自由C.I.顏料橙16及C.I.顏料黃139所組成之群中之1種以上、以及C.I.顏料藍60。 藉由使用上述顏料,可設為能夠獲得遮光性優異且耐溶劑性亦優異之黑色阻劑圖案之黑矩陣用著色組成物。就賦予耐溶劑性之觀點而言,上述顏料較佳為包含C.I.顏料黃139及C.I.顏料藍60。(Pigment) The pigment of the coloring composition of the present invention includes one or more selected from the group consisting of C.I. Pigment Orange 16 and C.I. Pigment Yellow 139, and C.I. Pigment Blue 60. By using the above pigments, a black matrix coloring composition can be provided that can obtain a black resist pattern having excellent light-shielding properties and excellent solvent resistance. From the viewpoint of imparting solvent resistance, the above pigment preferably includes C.I. Pigment Yellow 139 and C.I. Pigment Blue 60.

關於選自由C.I.顏料橙16及C.I.顏料黃139所組成之群中之1種以上之顏料之含量,就遮光性之觀點而言,相對於顏料之總量,較佳為5~60質量%,更佳為8~50質量%,進而較佳為10~45質量%,尤佳為10~40質量%。 關於C.I.顏料藍60之含量,就遮光性之觀點而言,相對於顏料之總質量,較佳為5~70質量%,更佳為10~60質量%,進而較佳為15~55質量%,尤佳為20~50質量%。Regarding the content of one or more pigments selected from the group consisting of C.I. Pigment Orange 16 and C.I. Pigment Yellow 139, from the viewpoint of light-shielding properties, relative to the total mass of the pigments, it is preferably 5 to 60 mass%, more preferably 8 to 50 mass%, further preferably 10 to 45 mass%, and particularly preferably 10 to 40 mass%. Regarding the content of C.I. Pigment Blue 60, from the viewpoint of light-shielding properties, relative to the total mass of the pigments, it is preferably 5 to 70 mass%, more preferably 10 to 60 mass%, further preferably 15 to 55 mass%, and particularly preferably 20 to 50 mass%.

上述顏料較佳為進而包含選自由C.I.顏料紫23及C.I.顏料紫29所組成之群中之1種以上。 藉由使上述顏料進而包含選自由C.I.顏料紫23及C.I.顏料紫29所組成之群中之1種以上,能夠對藉由著色組成物所獲得之黑色阻劑圖案賦予優異之遮蔽性。 就賦予耐溶劑性之觀點而言,上述顏料更佳為包含C.I.顏料紫29。The above-mentioned pigment preferably further includes one or more selected from the group consisting of C.I. Pigment Violet 23 and C.I. Pigment Violet 29. By making the above-mentioned pigment further include one or more selected from the group consisting of C.I. Pigment Violet 23 and C.I. Pigment Violet 29, it is possible to impart excellent hiding properties to the black resist pattern obtained by the coloring composition. From the viewpoint of imparting solvent resistance, the above-mentioned pigment more preferably includes C.I. Pigment Violet 29.

關於選自由C.I.顏料紫23及C.I.顏料紫29所組成之群中之1種以上之顏料之含量,就遮光性之觀點而言,相對於顏料之總量,較佳為1~70質量%,更佳為10~60質量%。The content of one or more pigments selected from the group consisting of C.I. Pigment Violet 23 and C.I. Pigment Violet 29 is preferably 1 to 70 mass %, more preferably 10 to 60 mass %, relative to the total amount of the pigments from the viewpoint of light-shielding properties.

於本發明之著色組成物中,相對於總固體成分,上述顏料以質量分率計較佳為20~90質量%,更佳為30~80質量%。In the coloring composition of the present invention, the pigment preferably accounts for 20 to 90% by mass, more preferably 30 to 80% by mass, relative to the total solid content.

於本發明之著色組成物中,上述顏料亦可於不損害本發明之效果之範圍內,包含碳黑、紅色顏料、橙色顏料、藍色顏料、綠色顏料等其他顏料。In the coloring composition of the present invention, the above-mentioned pigments may also include other pigments such as carbon black, red pigment, orange pigment, blue pigment, green pigment, etc. within the scope that does not impair the effect of the present invention.

(黏合劑樹脂) 本發明之著色組成物含有黏合劑樹脂。 作為上述黏合劑樹脂,只要為能夠用於濾色器之構件之樹脂,則可無特別限制地使用,可列舉:鹼可溶性樹脂、熱硬化性樹脂、熱塑性樹脂、光聚合性化合物(光聚合性樹脂、分子內具有1個以上之光聚合性不飽和鍵之單體、寡聚物等)等。其等可單獨或混合2種以上而使用。 於本發明之著色組成物中,相對於總固體成分,上述黏合劑樹脂以質量分率計較佳為1~40質量%,更佳為3~25質量%。(Binder resin) The coloring composition of the present invention contains a binder resin. As the above-mentioned binder resin, any resin that can be used as a component of a color filter can be used without particular limitation, and examples thereof include: alkali-soluble resins, thermosetting resins, thermoplastic resins, photopolymerizable compounds (photopolymerizable resins, monomers and oligomers having one or more photopolymerizable unsaturated bonds in the molecule, etc.). These can be used alone or in combination of two or more. In the coloring composition of the present invention, the above-mentioned binder resin is preferably 1 to 40% by mass, and more preferably 3 to 25% by mass, relative to the total solid content.

作為上述鹼可溶性樹脂,可例示鹼可溶性共聚物、鹼可溶性卡多樹脂(Cardo resin)等。 作為鹼可溶性共聚物,例如為使丙烯酸、甲基丙烯酸、伊康酸、順丁烯二酸、順丁烯二酸酐、順丁烯二酸單烷基酯、檸康酸、檸康酸酐、檸康酸單烷基酯等含羧基之不飽和單體,與選自由苯乙烯、丙烯酸2-羥基乙酯、甲基丙烯酸2-羥基乙酯、丙烯酸烯丙酯、甲基丙烯酸烯丙酯、丙烯酸苄酯、甲基丙烯酸苄酯、單丙烯酸甘油酯、甲基丙烯酸甘油酯、具有二環戊二烯骨架之單(甲基)丙烯酸酯、N-苯基順丁烯二醯亞胺、聚苯乙烯巨單體及聚甲基丙烯酸甲酯巨單體所組成之群中之至少1種進行反應所獲得之共聚物、及環氧丙烯酸酯樹脂。Examples of the above-mentioned alkali-soluble resin include alkali-soluble copolymers, alkali-soluble cardo resins, and the like. Examples of the alkali-soluble copolymer include copolymers obtained by reacting an unsaturated monomer containing a carboxyl group such as acrylic acid, methacrylic acid, itaconic acid, maleic acid, maleic anhydride, maleic acid monoalkyl esters, liconic acid, liconic anhydride, and liconic acid monoalkyl esters with at least one selected from the group consisting of styrene, 2-hydroxyethyl acrylate, 2-hydroxyethyl methacrylate, allyl acrylate, allyl methacrylate, benzyl acrylate, benzyl methacrylate, glyceryl monoacrylate, glyceryl methacrylate, mono(meth)acrylate having a dicyclopentadiene skeleton, N-phenylmaleimide, polystyrene macromonomers, and polymethyl methacrylate macromonomers, and epoxy acrylate resins.

作為上述鹼可溶性卡多樹脂,可列舉作為茀環氧(甲基)丙烯酸衍生物與二羧酸酐及/或四羧酸二酐之加成產物之具有茀骨架之環氧(甲基)丙烯酸酯酸加成物等。 上述鹼可溶性樹脂可單獨或併用2種以上而使用。關於鹼可溶性樹脂,就塗膜形成性、鹼性顯影性之方面而言,較佳為酸值為40~200 mgKOH/g,重量平均分子量為1000~5萬。 上述鹼可溶性樹脂可根據所要求之性能,而適當使用1種或組合使用2種以上。As the above-mentioned alkali-soluble cardo resin, there can be cited an epoxy (meth) acrylic acid ester acid adduct having a fluorene skeleton as an addition product of a fluorene epoxy (meth) acrylic acid derivative and dicarboxylic anhydride and/or tetracarboxylic dianhydride. The above-mentioned alkali-soluble resin can be used alone or in combination of two or more. Regarding the alkali-soluble resin, in terms of coating film formation and alkaline development, it is preferred that the acid value is 40 to 200 mgKOH/g and the weight average molecular weight is 1000 to 50,000. The above-mentioned alkali-soluble resin can be used alone or in combination of two or more according to the required performance.

作為上述熱硬化性樹脂或熱塑性樹脂,例如可列舉:丁醛樹脂、苯乙烯-順丁稀二酸共聚物、氯化聚乙烯、氯化聚丙烯、聚氯乙烯、氯乙烯-乙酸乙烯酯共聚物、聚乙酸乙烯酯、聚胺酯(polyurethane)系樹脂、酚樹脂、聚酯樹脂、丙烯酸系樹脂、醇酸樹脂、苯乙烯樹脂、聚醯胺樹脂、橡膠系樹脂、環化橡膠、環氧樹脂、纖維素類、聚丁二烯、聚醯亞胺樹脂、聚醯胺醯亞胺樹脂、苯胍樹脂、三聚氰胺樹脂、脲樹脂等。Examples of the thermosetting resin or thermoplastic resin include butyral resin, styrene-maleic acid copolymer, chlorinated polyethylene, chlorinated polypropylene, polyvinyl chloride, vinyl chloride-vinyl acetate copolymer, polyvinyl acetate, polyurethane resin, phenol resin, polyester resin, acrylic resin, alkyd resin, styrene resin, polyamide resin, rubber resin, cyclic rubber, epoxy resin, cellulose, polybutadiene, polyimide resin, polyamide imide resin, benzoguanidine resin, etc. Resin, melamine resin, urea resin, etc.

作為上述光聚合性樹脂,可使用對具有羥基、羧基、胺基等反應性取代基之線性高分子經由異氰酸基、醛基、環氧基等,導入(甲基)丙烯酸化合物、桂皮酸等之光交聯性基而成之樹脂。亦使用將含有苯乙烯-順丁稀二酸酐共聚物或α-烯烴-順丁稀二酸酐共聚物等酸酐之線性高分子藉由(甲基)丙烯酸羥基烷基酯等具有羥基之(甲基)丙烯酸化合物半酯化而成之聚合物。As the photopolymerizable resin, a resin obtained by introducing a photocrosslinkable group such as a (meth)acrylic acid compound or cinnamic acid into a linear polymer having a reactive substituent such as a hydroxyl group, a carboxyl group, or an amine group via an isocyanate group, an aldehyde group, an epoxy group, or the like can be used. A polymer obtained by half-esterifying a linear polymer containing an acid anhydride such as a styrene-maleic anhydride copolymer or an α-olefin-maleic anhydride copolymer with a (meth)acrylic acid compound having a hydroxyl group such as a (meth)acrylate hydroxyalkyl ester can also be used.

於上述光聚合性化合物中,作為分子內具有1個上述光聚合性不飽和鍵之單體,例如可列舉:甲基丙烯酸甲酯、甲基丙烯酸丁酯、甲基丙烯酸2-乙基己酯、丙烯酸甲酯、丙烯酸丁酯、丙烯酸2-乙基己酯等甲基丙烯酸烷基酯或丙烯酸烷基酯;甲基丙烯酸苄酯、丙烯酸苄酯等甲基丙烯酸芳烷基酯或丙烯酸芳烷基酯;甲基丙烯酸丁氧基乙酯、丙烯酸丁氧基乙酯等甲基丙烯酸烷氧基烷基酯或丙烯酸烷氧基烷基酯;甲基丙烯酸N,N-二甲胺基乙酯、丙烯酸N,N-二甲胺基乙酯等甲基丙烯酸胺基烷基酯或丙烯酸胺基烷基酯;二乙二醇乙醚、三乙二醇丁醚、二丙二醇甲醚等聚伸烷基二醇烷基醚之甲基丙烯酸酯或丙烯酸酯;六乙二醇苯醚等聚伸烷基二醇芳基醚之甲基丙烯酸酯或丙烯酸酯;甲基丙烯酸異莰酯或丙烯酸異莰酯;甲基丙烯酸甘油酯或丙烯酸甘油酯;甲基丙烯酸2-羥基乙酯或丙烯酸2-羥基乙酯等。In the above-mentioned photopolymerizable compound, the monomer having one photopolymerizable unsaturated bond in the molecule includes, for example, methyl methacrylate, butyl methacrylate, 2-ethylhexyl methacrylate, methyl acrylate, butyl acrylate, 2-ethylhexyl acrylate and other alkyl methacrylates or alkyl acrylates; benzyl methacrylate, benzyl acrylate and other aralkyl methacrylates or aralkyl acrylates; butoxyethyl methacrylate, butoxyethyl acrylate and other alkoxyalkyl methacrylates or alkoxyalkyl acrylates; Esters; aminoalkyl methacrylates or aminoalkyl acrylates such as N,N-dimethylaminoethyl methacrylate and N,N-dimethylaminoethyl acrylate; methacrylates or acrylates of polyalkylene glycol alkyl ethers such as diethylene glycol ethyl ether, triethylene glycol butyl ether and dipropylene glycol methyl ether; methacrylates or acrylates of polyalkylene glycol aryl ethers such as hexaethylene glycol phenyl ether; isoborneol methacrylate or isoborneol acrylate; glyceryl methacrylate or glyceryl acrylate; 2-hydroxyethyl methacrylate or 2-hydroxyethyl acrylate, etc.

於上述光聚合性化合物中,作為分子內具有2個以上之上述光聚合性不飽和鍵之單體,例如可列舉:雙酚A二甲基丙烯酸酯、1,4-丁二醇二甲基丙烯酸酯、1,3-丁二醇二甲基丙烯酸酯、二乙二醇二甲基丙烯酸酯、二甲基丙烯酸甘油酯、新戊二醇二甲基丙烯酸酯、聚乙二醇二甲基丙烯酸酯、聚丙二醇二甲基丙烯酸酯、四乙二醇二甲基丙烯酸酯、三羥甲基丙烷三甲基丙烯酸酯、新戊四醇三甲基丙烯酸酯、新戊四醇四甲基丙烯酸酯、二新戊四醇四甲基丙烯酸酯、二新戊四醇六甲基丙烯酸酯、二新戊四醇五甲基丙烯酸酯、雙酚A二丙烯酸酯、1,4-丁二醇二丙烯酸酯、1,3-丁二醇二丙烯酸酯、二乙二醇二丙烯酸酯、二丙烯酸甘油酯、新戊二醇二丙烯酸酯、聚乙二醇二丙烯酸酯、聚丙二醇二丙烯酸酯、四乙二醇二丙烯酸酯、三羥甲基丙烷三丙烯酸酯、新戊四醇三丙烯酸酯、新戊四醇四丙烯酸酯、二新戊四醇四丙烯酸酯、二新戊四醇六丙烯酸酯、二新戊四醇五丙烯酸酯等。In the above-mentioned photopolymerizable compound, the monomer having two or more photopolymerizable unsaturated bonds in the molecule may be exemplified by bisphenol A dimethacrylate, 1,4-butanediol dimethacrylate, 1,3-butanediol dimethacrylate, diethylene glycol dimethacrylate, glycerol dimethacrylate, neopentyl glycol dimethacrylate, polyethylene glycol dimethacrylate, polypropylene glycol dimethacrylate, tetraethylene glycol dimethacrylate, trihydroxymethylpropane trimethacrylate, pentaerythritol trimethacrylate, pentaerythritol tetramethacrylate, di-neopentyl glycol dimethacrylate, polypropylene glycol dimethacrylate, tetraethylene glycol dimethacrylate, tri-hydroxymethylpropane trimethacrylate, pentaerythritol trimethacrylate, pentaerythritol tetramethacrylate, di-neopentyl glycol dimethacrylate, poly ... Pentaerythritol tetramethacrylate, dipentaerythritol hexamethacrylate, dipentaerythritol pentamethacrylate, bisphenol A diacrylate, 1,4-butanediol diacrylate, 1,3-butanediol diacrylate, diethylene glycol diacrylate, glycerol diacrylate, neopentyl glycol diacrylate, polyethylene glycol diacrylate, polypropylene glycol diacrylate, tetraethylene glycol diacrylate, trihydroxymethylpropane triacrylate, pentaerythritol triacrylate, pentaerythritol tetraacrylate, dipentaerythritol tetraacrylate, dipentaerythritol hexaacrylate, dipentaerythritol pentaacrylate, etc.

(碳黑) 關於本發明之著色組成物,就調整色調之觀點而言,可含有碳黑。 作為上述碳黑,可列舉:乙炔黑、槽黑、爐黑、及科琴黑(Ketjen black)等。 作為上述碳黑之具體例,可列舉:三菱化學公司製造之MA7、MA8、MA11、MA14、#1000、#2350等;Orion Engineered Carbons公司製造之SpecialBlack350、SpecialBlack250、SpecialBlack550、NEROX2500、NEROX3500、NEROX305等;Cabot公司製造之MOGUL L、REGAL400R、TPK1101R、TPK1104R、TPK1227R等;Columbian Carbon公司製造之RAVEN1200、RAVEN1250、RAVEN1255、RAVEN1190U、RAVEN1170、RAVEN1035、RAVEN1080U、RAVEN1060U、RAVEN1100U等。 其中,較佳為pH為5以下且具有羧基等酸性基之酸性碳黑。又,較佳為粒徑為20~60 nm者。 作為滿足上述內容之酸性碳黑,可列舉:NEROX2500、NEROX3500、TPK1101R、TPK1104R、TPK1227R等。 再者,上述粒徑意指藉由顯微鏡觀察所測得或算出之平均一次粒徑。(Carbon black) The coloring composition of the present invention may contain carbon black from the viewpoint of adjusting the color tone. Examples of the carbon black include acetylene black, channel black, furnace black, and Ketjen black. Specific examples of the above-mentioned carbon black include: MA7, MA8, MA11, MA14, #1000, #2350, etc. manufactured by Mitsubishi Chemical; SpecialBlack350, SpecialBlack250, SpecialBlack550, NEROX2500, NEROX3500, NEROX305, etc. manufactured by Orion Engineered Carbons; MOGUL L, REGAL400R, TPK1101R, TPK1104R, TPK1227R, etc. manufactured by Cabot; RAVEN1200, RAVEN1250, RAVEN1255, RAVEN1190U, RAVEN1170, RAVEN1035, RAVEN1080U, RAVEN1060U, RAVEN1100U, etc. manufactured by Columbian Carbon. Among them, acidic carbon black having a pH of 5 or less and having an acidic group such as a carboxyl group is preferred. Also, a particle size of 20 to 60 nm is preferred. Examples of acidic carbon black that meet the above requirements include NEROX2500, NEROX3500, TPK1101R, TPK1104R, and TPK1227R. Furthermore, the above particle size refers to the average primary particle size measured or calculated by microscopic observation.

上述酸性碳黑之含量並無特別限定,但例如,相對於本發明之著色組成物之全部顏料之質量,較佳為含有70質量%以下。若上述酸性碳黑之含量超過70質量%,則存在引起電壓保持率下降、或曝光感光度下降之情況。 相對於本發明之著色組成物之全部顏料之質量,上述酸性碳黑之含量之更佳上限為50質量%。 再者,本發明之著色組成物亦可不含有上述酸性碳黑。The content of the acidic carbon black is not particularly limited, but for example, it is preferably 70% by mass or less relative to the mass of all pigments in the coloring composition of the present invention. If the content of the acidic carbon black exceeds 70% by mass, there is a possibility that the voltage retention rate or exposure sensitivity may decrease. The upper limit of the content of the acidic carbon black relative to the mass of all pigments in the coloring composition of the present invention is more preferably 50% by mass. Furthermore, the coloring composition of the present invention may not contain the acidic carbon black.

本發明之著色組成物較佳為進而含有顏料分散劑、下述之通式(1)及/或(2)所表示之顏料分散助劑、及/或作為銅酞青之磺化物(亦可被中和)之顏料分散助劑、及/或作為C.I.顏料黃138之磺化物(亦可被中和)之顏料分散助劑、黏合劑樹脂、以及有機溶劑。The coloring composition of the present invention preferably further contains a pigment dispersant, a pigment dispersing aid represented by the following general formula (1) and/or (2), and/or a pigment dispersing aid that is a sulfonate of copper phthalocyanine (which may also be neutralized), and/or a pigment dispersing aid that is a sulfonate of C.I. Pigment Yellow 138 (which may also be neutralized), a binder resin, and an organic solvent.

(顏料分散劑) 本發明之著色組成物較佳為含有顏料分散劑。 作為上述顏料分散劑,為含鹼性基之顏料分散劑,可使用:陰離子性界面活性劑、含鹼性基之聚酯系顏料分散劑、含鹼性基之丙烯酸系顏料分散劑、含鹼性基之胺酯(urethane)系顏料分散劑、含鹼性基之碳二醯亞胺系顏料分散劑、含酸性基之高分子顏料分散劑等。 該等含鹼性基之顏料分散劑可單獨使用,又,亦可使用2種以上之組合。其中,就可獲得良好之顏料分散性之方面而言,較佳為含鹼性基之高分子顏料分散劑。(Pigment dispersant) The coloring composition of the present invention preferably contains a pigment dispersant. As the above-mentioned pigment dispersant, a pigment dispersant containing an alkaline group can be used: anionic surfactant, polyester-based pigment dispersant containing an alkaline group, acrylic-based pigment dispersant containing an alkaline group, urethane-based pigment dispersant containing an alkaline group, carbodiimide-based pigment dispersant containing an alkaline group, polymer pigment dispersant containing an acidic group, etc. These pigment dispersants containing an alkaline group can be used alone, and a combination of two or more can also be used. Among them, in terms of obtaining good pigment dispersibility, a polymer pigment dispersant containing an alkaline group is preferred.

作為含鹼性基之高分子顏料分散劑之具體例,可列舉: (1)聚胺化合物(例如,聚烯丙胺、聚乙烯胺、聚乙烯聚亞胺等聚(低級伸烷基胺)等)之胺基及/或亞胺基、與選自由具有游離之羧基之聚酯、聚醯胺及聚酯醯胺所組成之群中之至少1種之反應產物(日本特開2001-59906號公報)、 (2)聚(低級)伸烷基亞胺、甲基亞胺基雙丙基胺等低分子胺基化合物、與具有游離之羧基之聚酯之反應產物(日本特開昭54-37082號公報、日本特開平01-311177號公報)、 (3)使聚異氰酸酯化合物之異氰酸基依序與甲氧基聚乙二醇等醇類或己內酯聚酯等具有1個羥基之聚酯類、具有2~3個異氰酸基反應性官能基之化合物、具有異氰酸基反應性官能基及三級胺基之脂肪族或雜環式烴化合物進行反應而成之反應產物(日本特開平02-612號公報)、 (4)使具有醇性羥基之丙烯酸酯之聚合物與聚異氰酸酯化合物及具有胺基之烴化合物進行反應而成之化合物、 (5)使低分子胺基化合物與聚醚鏈加成而成之反應產物、 (6)使具有異氰酸基之化合物與具有胺基之化合物進行反應而成之反應產物(日本特開平04-210220號公報)、 (7)使聚環氧化合物與具有游離之羧基之線性聚合物及具有1個二級胺基之有機胺化合物進行反應而成之反應產物(日本特開平09-87537號公報)、 (8)於單末端具有可與胺基反應之官能基之聚碳酸酯化合物與聚胺化合物之反應產物(日本特開平09-194585號公報)、 (9)選自甲基丙烯酸甲酯、甲基丙烯酸乙酯、甲基丙烯酸丙酯、甲基丙烯酸丁酯、甲基丙烯酸硬脂酯、甲基丙烯酸苄酯、丙烯酸甲酯、丙烯酸乙酯、丙烯酸丙酯、丙烯酸丁酯、丙烯酸硬脂酯、丙烯酸苄酯等甲基丙烯酸酯或丙烯酸酯中之至少1種,與丙烯醯胺、甲基丙烯醯胺、N-羥甲基醯胺、乙烯基咪唑、乙烯基吡啶、具有胺基及聚己內酯骨架之單體等含鹼性基之聚合單體中之至少1種,與苯乙烯、苯乙烯衍生物、其他聚合性單體中之至少1種的共聚物(日本特開平01-164429號公報)、 (10)含鹼性基之碳二醯亞胺系顏料分散劑(國際公開WO04/000950號公報)、 (11)由具有三級胺基、四級銨鹽基等鹼性基之嵌段及不具有官能基之嵌段所構成之嵌段共聚物(參照日本特開2005-55814號之記載)、 (12)使聚烯丙胺與聚碳酸酯化合物進行麥可加成(Michael addition)反應而獲得之顏料分散劑(日本特開平09-194585號公報)、 (13)分別具有至少1個聚丁二烯鏈及含鹼性氮之基之碳二醯亞胺系化合物(日本特開2006-257243號公報)、 (14)分別具有至少1個於分子內具有醯胺基之側鏈、及含鹼性氮之基之碳二醯亞胺系化合物(日本特開2006-176657號公報)、 (15)具有含有鏈及環氧丙烷鏈之結構單元,且具有藉由四級化劑而四級化之胺基之聚胺酯系化合物(日本特開2009-175613號公報)、 (16)使分子內具有異氰脲酸酯環之異氰酸酯化合物之異氰酸基、與分子內具有活性氫基且具有咔唑環及/或偶氮苯骨架之化合物之活性氫基進行反應而獲得之化合物,且為該化合物之分子內之咔唑環及偶氮苯骨架之數量相對於源自具有異氰脲酸酯環之異氰酸酯化合物之異氰酸基及藉由異氰酸基與活性氫基之反應所產生之胺酯鍵及脲鍵之合計為15~85%之化合物(日本特願2009-220836)、 (17)對具有胺基之丙烯酸酯聚合物導入聚醚或聚酯側鏈而成之接枝共聚物等。Specific examples of polymer pigment dispersants containing alkaline groups include: (1) the reaction product of an amino group and/or an imine group of a polyamine compound (e.g., poly(lower alkylene amine) such as polyallylamine, polyvinylamine, polyethyleneimine, etc.) and at least one selected from the group consisting of polyesters, polyamides, and polyesteramides having free carboxyl groups (Japanese Patent Publication No. 2001-59906); (2) the reaction product of a low molecular weight amino compound such as poly(lower) alkylene imine and methyliminobispropylamine and a polyester having free carboxyl groups (Japanese Patent Publication No. 54-37082, Japanese Patent Publication No. 01-311177); (3) the reaction product of an isocyanate group of a polyisocyanate compound reacting in sequence with a methyl (4) a compound formed by reacting a polymer of an acrylate having an alcoholic hydroxyl group with a polyisocyanate compound and a hydrocarbon compound having an amino group; (5) a reaction product formed by adding a low molecular weight amino compound to a polyether chain; (6) a reaction product formed by reacting a compound having an isocyanate group with a compound having an amino group (Japanese Patent Publication No. 04-210220); (7) a reaction product formed by reacting a polycyclic (8) a reaction product formed by the reaction of an oxygen compound with a linear polymer having a free carboxyl group and an organic amine compound having one diamine group (Japanese Patent Publication No. 09-87537), (8) a reaction product formed by the reaction of a polycarbonate compound having a functional group capable of reacting with an amine group at one end and a polyamine compound (Japanese Patent Publication No. 09-194585), (9) at least one selected from methacrylates or acrylates such as methyl methacrylate, ethyl methacrylate, propyl methacrylate, butyl methacrylate, stearyl methacrylate, benzyl methacrylate, methyl acrylate, ethyl acrylate, propyl acrylate, butyl acrylate, stearyl acrylate, benzyl acrylate, etc., and acrylamide, methacrylic acid Copolymers of at least one of alkaline monomers such as amide, N-hydroxymethylamide, vinylimidazole, vinylpyridine, monomers having an amino group and a polycaprolactone skeleton, and at least one of styrene, styrene derivatives, and other polymerizable monomers (Japanese Patent Publication No. 01-164429), (10) alkaline carbodiimide pigment dispersants (International Publication No. WO04/000950), (11) block copolymers composed of blocks having alkaline groups such as tertiary amine groups and quaternary ammonium salt groups and blocks without functional groups (see Japanese Patent Publication No. 2005-55814), (12) Michael addition reaction of polyallylamine with a polycarbonate compound (Michael addition reaction reaction of polyallylamine with a polycarbonate compound) addition) (Japanese Patent Publication No. 09-194585), (13) carbodiimide compounds each having at least one polybutadiene chain and a base containing alkaline nitrogen (Japanese Patent Publication No. 2006-257243), (14) carbodiimide compounds each having at least one side chain having an amide group in the molecule and a base containing alkaline nitrogen (Japanese Patent Publication No. 2006-176657), (15) polyurethane compounds having a structural unit containing a chain and an propylene oxide chain and having an amino group quaternized by a quaternizing agent (Japanese Patent Publication No. 2009-175613 Announcement), (16) A compound obtained by reacting an isocyanate group of an isocyanate compound having an isocyanurate ring in the molecule with an active hydrogen group of a compound having an active hydrogen group in the molecule and having a carbazole ring and/or an azobenzene skeleton, wherein the amount of the carbazole ring and the azobenzene skeleton in the molecule of the compound is 15 to 85% relative to the total amount of the isocyanate group of the isocyanate compound having an isocyanurate ring and the amine ester bond and urea bond generated by the reaction of the isocyanate group with the active hydrogen group (Japanese Patent Application No. 2009-220836), (17) A graft copolymer obtained by introducing a polyether or polyester side chain into an acrylate polymer having an amino group, etc.

上述含鹼性基之高分子顏料分散劑之中,更佳為:含鹼性基之胺酯系高分子顏料分散劑、含鹼性基之聚酯系高分子顏料分散劑、含鹼性基之丙烯酸系高分子顏料分散劑,進而較佳為:含胺基之胺酯系高分子顏料分散劑、含胺基之聚酯系高分子顏料分散劑、含胺基之丙烯酸系高分子顏料分散劑。上述含鹼性基之高分子顏料分散劑之中,尤佳為具有選自由聚酯鏈、聚醚鏈、及聚碳酸酯鏈所組成之群中之至少1種之含鹼性基(胺基)之高分子顏料分散劑。Among the above-mentioned high molecular pigment dispersants containing alkaline groups, more preferred are: amine-based high molecular pigment dispersants containing alkaline groups, polyester-based high molecular pigment dispersants containing alkaline groups, and acrylic-based high molecular pigment dispersants containing alkaline groups, and further preferred are: amine-based high molecular pigment dispersants containing amino groups, polyester-based high molecular pigment dispersants containing amino groups, and acrylic-based high molecular pigment dispersants containing amino groups. Among the above-mentioned high molecular pigment dispersants containing alkaline groups, it is particularly preferred to have a high molecular pigment dispersant containing at least one alkaline group (amino group) selected from the group consisting of a polyester chain, a polyether chain, and a polycarbonate chain.

於本發明之著色組成物中,相對於上述顏料100質量份,上述顏料分散劑較佳為1~200質量份,更佳為5~100質量份。In the coloring composition of the present invention, the pigment dispersant is preferably present in an amount of 1 to 200 parts by mass, more preferably 5 to 100 parts by mass, relative to 100 parts by mass of the pigment.

(顏料分散助劑) 本發明之著色組成物較佳為含有下述通式(1)及/或(2)所表示之顏料分散助劑、及/或作為銅酞青之磺化物(亦可被中和)之顏料分散助劑、及/或作為C.I.顏料黃138之磺化物(亦可被中和)之顏料分散助劑。 〔式中,X及Y相同或者不同,表示可被F、Cl、Br、NO2 、CH3 或OCH3 取代之苯基;M表示H、Na、K、NH4 或NR1 R2 R3 R4 (R1 、R2 、R3 及R4 相同或者不同,表示可被其他取代基取代之碳數1~10之飽和或不飽和之脂肪族烴基、或可被其他取代基取代之碳數6~10之芳香族烴基);m表示1以上之整數〕(Pigment dispersing aid) The coloring composition of the present invention preferably contains a pigment dispersing aid represented by the following general formula (1) and/or (2), and/or a pigment dispersing aid which is a sulfonate of copper phthalocyanine (which may also be neutralized), and/or a pigment dispersing aid which is a sulfonate of CI Pigment Yellow 138 (which may also be neutralized). [In the formula, X and Y are the same or different and represent a phenyl group which may be substituted by F, Cl, Br, NO 2 , CH 3 or OCH 3 ; M represents H, Na, K, NH 4 or NR 1 R 2 R 3 R 4 (R 1 , R 2 , R 3 and R 4 are the same or different and represent a saturated or unsaturated aliphatic hydrocarbon group having 1 to 10 carbon atoms which may be substituted by other substituents, or an aromatic hydrocarbon group having 6 to 10 carbon atoms which may be substituted by other substituents); m represents an integer greater than 1]

上述顏料分散助劑用以使上述顏料分散。 於使上述顏料分散時,藉由併用上述顏料分散助劑及上述顏料分散劑,能獲得優異之流動性、經時穩定性。又,於將上述著色組成物用作著色阻劑組成物之情形時,能獲得較高之光學密度。The pigment dispersing aid is used to disperse the pigment. When dispersing the pigment, excellent fluidity and stability over time can be obtained by using the pigment dispersing aid and the pigment dispersing agent together. In addition, when the coloring composition is used as a coloring resist composition, a higher optical density can be obtained.

上述通式(1)、(2)中,X及Y相同或者不同,表示可被F、Cl、Br、NO2 、CH3 或OCH3 取代之苯基。M表示H、Na、K、NH4 或NR1 R2 R3 R4 。 關於上述通式(1)、(2)之「NR1 R2 R3 R4 」(M),R1 、R2 、R3 及R4 相同或者不同,表示可被其他取代基取代之碳數1~10之飽和或不飽和之脂肪族烴基、或可被其他取代基取代之碳數6~10之芳香族烴基。此處,作為上述飽和或不飽和之脂肪族烴基,可列舉:甲基、乙基、丙基、異丙基、丁基、異丁基、第二丁基、第三丁基、戊基、己基、辛基、癸基等烷基;乙烯基、烯丙基、1-丁烯基等烯基;乙炔基、丙炔基等炔基等。作為上述芳香族烴基,可列舉:苯基、萘基等。又,作為上述其他取代基,可列舉:羥基、鹵素、羧基、胺基、低級烷基(碳數1~5)等。 再者,上述R1 、R2 、R3 及R4 既可1個被其他取代基取代,亦可2個以上被其他取代基取代。 進而,上述通式(1)、(2)之「m」為1以上之整數。In the above general formulae (1) and (2), X and Y are the same or different and represent a phenyl group which may be substituted by F, Cl, Br, NO 2 , CH 3 or OCH 3. M represents H, Na, K, NH 4 or NR 1 R 2 R 3 R 4 . Regarding "NR 1 R 2 R 3 R 4 " (M) in the above general formulae (1) and (2), R 1 , R 2 , R 3 and R 4 are the same or different and represent a saturated or unsaturated aliphatic hydrocarbon group having 1 to 10 carbon atoms which may be substituted by other substituents, or an aromatic hydrocarbon group having 6 to 10 carbon atoms which may be substituted by other substituents. Here, the saturated or unsaturated aliphatic hydrocarbon group includes alkyl groups such as methyl, ethyl, propyl, isopropyl, butyl, isobutyl, sec-butyl, tert-butyl, pentyl, hexyl, octyl, and decyl; alkenyl groups such as vinyl, allyl, and 1-butenyl; and alkynyl groups such as ethynyl and propynyl. The aromatic hydrocarbon group includes phenyl and naphthyl. The other substituents include hydroxyl, halogen, carboxyl, amino, and lower alkyl (with 1 to 5 carbon atoms). R1 , R2 , R3 , and R4 may be substituted by one or more other substituents. In addition, "m" in the general formulas (1) and (2) is an integer greater than 1.

於上述化合物(顏料分散助劑)中,上述通式(1)所表示之化合物為烯醇型之互變異構物,上述通式(2)所表示之化合物為酮型之互變異構物,上述顏料分散助劑包含此兩種化合物。即,上述顏料分散助劑亦包含如下兩種情形:上述通式(1)或(2)所表示之化合物之情形、及由上述通式(1)及(2)所表示之化合物之兩者構成之情形。In the above-mentioned compound (pigment dispersing aid), the compound represented by the above-mentioned general formula (1) is an enol type tautomer, and the compound represented by the above-mentioned general formula (2) is a keto type tautomer, and the above-mentioned pigment dispersing aid includes these two compounds. That is, the above-mentioned pigment dispersing aid also includes the following two cases: the case of the compound represented by the above-mentioned general formula (1) or (2), and the case of the compound composed of both the compounds represented by the above-mentioned general formula (1) and (2).

此種顏料分散助劑為新穎之化合物,例如,可將下述式(3)~(30)之單偶氮化合物溶解於濃硫酸、發煙硫酸、氯磺酸或其等之混合液中,加熱至室溫或80~90℃,繼而以大量之水進行稀釋而獲得懸濁液,將該懸濁液過濾後,進行水洗,對所獲得之濾餅進行乾燥、粉碎而製造,不存在市售品。This type of pigment dispersing aid is a novel compound. For example, a monoazo compound of the following formula (3) to (30) can be dissolved in concentrated sulfuric acid, fuming sulfuric acid, chlorosulfonic acid or a mixture thereof, heated to room temperature or 80 to 90°C, and then diluted with a large amount of water to obtain a suspension. The suspension is filtered and then washed with water. The obtained filter cake is dried and pulverized to produce the product. There is no commercially available product.

該等顏料分散助劑之中,就能夠獲得具有良好之流動性及經時穩定性,並且光學密度處於更高等級之著色阻劑組成物之方面而言,較佳為上述通式(1)及/或(2)之X為2,5-二氯苯基且Y為苯基之下述通式(31)所表示之化合物(使用上述式(3)之單偶氮化合物,藉由上述製法等所獲得之化合物:烯醇型)及/或下述通式(32)所表示之化合物(使用上述式(4)之單偶氮化合物,藉由上述製法等所獲得之化合物:酮型)。Among these pigment dispersing aids, in terms of being able to obtain a coloring resist composition having good fluidity and stability over time and having a higher optical density, preferably are compounds represented by the following general formula (31) in which X in the above general formula (1) and/or (2) is 2,5-dichlorophenyl and Y is phenyl (compounds obtained by the above preparation method using the monoazo compound of the above formula (3): enol type) and/or compounds represented by the following general formula (32) (compounds obtained by the above preparation method using the monoazo compound of the above formula (4): keto type).

於本發明之著色組成物中,相對於上述顏料100質量份,上述顏料分散助劑較佳為30質量份以下,更佳為0.1~20質量份。 存在相對於上述顏料100質量份,即便上述顏料分散助劑超過30質量份,亦無法提高顏料分散效果之情況。In the coloring composition of the present invention, the pigment dispersing aid is preferably 30 parts by mass or less, and more preferably 0.1 to 20 parts by mass, relative to 100 parts by mass of the pigment. There are cases where the pigment dispersing aid exceeds 30 parts by mass relative to 100 parts by mass of the pigment, but the pigment dispersing effect cannot be improved.

(有機溶劑) 本發明之著色組成物較佳為含有有機溶劑。 作為上述有機溶劑,較佳為常壓(1.013×102 kPa)之沸點為70~300℃之酯系有機溶劑、醚系有機溶劑、醚酯系有機溶劑、酮系有機溶劑、芳香族烴系有機溶劑、含氮系有機溶劑等。(Organic Solvent) The coloring composition of the present invention preferably contains an organic solvent. As the above-mentioned organic solvent, ester organic solvents, ether organic solvents, ether ester organic solvents, ketone organic solvents, aromatic hydrocarbon organic solvents, nitrogen-containing organic solvents, etc. having a boiling point of 70 to 300°C at normal pressure (1.013×10 2 kPa) are preferred.

作為此種溶劑,具體而言,可例示:乙二醇單甲醚、乙二醇單乙醚、乙二醇單異丙醚、乙二醇單丁醚、二乙二醇單甲醚、二乙二醇單乙醚、丙二醇單甲醚、丙二醇單乙醚、丙二醇單丁醚、二乙二醇二乙醚、二乙二醇二甲醚、二乙二醇甲基乙基醚等醚系有機溶劑類、乙二醇單甲醚乙酸酯、乙二醇單乙醚乙酸酯、乙二醇單丁醚乙酸酯、丙二醇單甲醚乙酸酯、丙二醇單乙醚乙酸酯等醚酯系有機溶劑類、甲基異丁基酮、環己酮、2-庚酮、δ-丁內酯等酮系有機溶劑類、2-羥基丙酸甲酯、2-羥基丙酸乙酯、2-羥基-2-甲基丙酸乙酯、3-甲基-3-甲氧基丙酸丁酯、3-甲氧基丙酸甲酯、3-甲氧基丙酸乙酯、3-乙氧基丙酸甲酯、3-乙氧基丙酸乙酯、乙氧基乙酸乙酯、羥基乙酸酯、甲酸正戊酯等酯系有機溶劑類、N-甲基吡咯啶酮、N,N-二甲基甲醯胺、N,N-二甲基乙醯胺等含氮系有機溶劑類等,該等有機溶劑可單獨或混合2種以上而使用。Specific examples of such solvents include ether-based organic solvents such as ethylene glycol monomethyl ether, ethylene glycol monoethyl ether, ethylene glycol monoisopropyl ether, ethylene glycol monobutyl ether, diethylene glycol monomethyl ether, diethylene glycol monoethyl ether, propylene glycol monomethyl ether, propylene glycol monoethyl ether, propylene glycol monobutyl ether, diethylene glycol diethyl ether, diethylene glycol dimethyl ether, and diethylene glycol methyl ethyl ether; ether-ester-based organic solvents such as ethylene glycol monomethyl ether acetate, ethylene glycol monoethyl ether acetate, ethylene glycol monobutyl ether acetate, propylene glycol monomethyl ether acetate, and propylene glycol monoethyl ether acetate; methyl isobutyl ketone, cyclohexanone, and 2-heptanone. , ketone organic solvents such as δ-butyrolactone, methyl 2-hydroxypropionate, ethyl 2-hydroxypropionate, ethyl 2-hydroxy-2-methylpropionate, butyl 3-methyl-3-methoxypropionate, methyl 3-methoxypropionate, ethyl 3-methoxypropionate, methyl 3-ethoxypropionate, ethyl 3-ethoxypropionate, ethyl ethoxyacetate, hydroxyacetic acid ester, pentyl formate and other ester organic solvents, N-methylpyrrolidone, N,N-dimethylformamide, N,N-dimethylacetamide and other nitrogen-containing organic solvents, etc. These organic solvents can be used alone or in combination of two or more.

該等有機溶劑之中,就沸點、溶解性、分散性、塗佈性等方面而言,較佳為:二乙二醇二甲醚、二乙二醇甲基乙基醚、乙二醇單甲醚乙酸酯、丙二醇單甲醚乙酸酯、丙二醇單乙醚乙酸酯、環己酮、2-庚酮、2-羥基丙酸乙酯、3-甲基-3-甲氧基丙酸丁酯、3-甲氧基丙酸乙酯、3-乙氧基丙酸甲酯、甲酸正戊酯等,更佳為丙二醇單甲醚乙酸酯。Among these organic solvents, in terms of boiling point, solubility, dispersibility, coating properties, etc., preferred are: diethylene glycol dimethyl ether, diethylene glycol methyl ethyl ether, ethylene glycol monomethyl ether acetate, propylene glycol monomethyl ether acetate, propylene glycol monoethyl ether acetate, cyclohexanone, 2-heptanone, ethyl 2-hydroxypropionate, butyl 3-methyl-3-methoxypropionate, ethyl 3-methoxypropionate, methyl 3-ethoxypropionate, n-pentyl formate, etc., and more preferred is propylene glycol monomethyl ether acetate.

(其他添加劑) 根據本發明之著色組成物之製造方法,可適當使用光聚合起始劑、熱聚合抑制劑、紫外線吸收劑、抗氧化劑等各種添加劑。 作為上述光聚合起始劑,並無特別限定,例如可使用:二苯甲酮、N,N'-四乙基-4,4'-二胺基二苯甲酮、4-甲氧基-4'-二甲胺基二苯甲酮、二苯乙二酮、2,2-二乙氧基苯乙酮、安息香、安息香甲醚、安息香異丁醚、苄基二甲基縮酮、α-羥基異丁基苯酮、9-氧硫𠮿、2-氯9-氧硫𠮿、1-羥基環己基苯基酮、第三丁基蒽醌、1-氯蒽醌、2,3-二氯蒽醌、3-氯-2-甲基蒽醌、2-乙基蒽醌、1,4-萘醌、1,2-苯并蒽醌、1,4-二甲基蒽醌、2-苯基蒽醌、三系光聚合起始劑、肟酯系光聚合起始劑等。該等光聚合起始劑可單獨或併用2種以上而使用。 於本發明之著色組成物中,相對於總固體成分,上述光聚合起始劑以質量分率計較佳為0.1~10質量%,更佳為0.5~4質量%。(Other additives) According to the method for producing the coloring composition of the present invention, various additives such as photopolymerization initiators, thermal polymerization inhibitors, ultraviolet absorbers, and antioxidants can be appropriately used. The photopolymerization initiators mentioned above are not particularly limited, and for example, benzophenone, N,N'-tetraethyl-4,4'-diaminobenzophenone, 4-methoxy-4'-dimethylaminobenzophenone, diphenylethylenedione, 2,2-diethoxyacetophenone, benzoin, benzoin methyl ether, benzoin isobutyl ether, benzyl dimethyl ketone, α-hydroxy isobutyl benzophenone, 9-oxysulfonate can be used. , 2-chloro-9-oxysulfuron , 1-hydroxycyclohexyl phenyl ketone, tert-butyl anthraquinone, 1-chloroanthraquinone, 2,3-dichloroanthraquinone, 3-chloro-2-methylanthraquinone, 2-ethylanthraquinone, 1,4-naphthoquinone, 1,2-benzanthraquinone, 1,4-dimethylanthraquinone, 2-phenylanthraquinone, tri- The photopolymerization initiator may be a photopolymerization initiator, an oxime ester photopolymerization initiator, etc. The photopolymerization initiator may be used alone or in combination of two or more. In the coloring composition of the present invention, the photopolymerization initiator is preferably present in an amount of 0.1 to 10% by mass, more preferably 0.5 to 4% by mass, relative to the total solid content.

<著色組成物之製造方法> 對使用以上材料製造著色組成物之方法之一例進行說明。 對上述各色之顏料,視需要添加黏合劑樹脂、碳黑、顏料分散劑、顏料分散助劑、有機溶劑及其他添加劑並進行混合,而獲得混合物。 將所獲得之混合物使用輥磨機、捏合機、高速攪拌裝置、珠磨機、球磨機、砂磨機、超音波分散機、高壓分散機等各種分散機進行混練,並進行分散處理,而獲得各色之顏料分散組成物。 繼而,將所獲得之各色之顏料分散組成物以成為疑似黑色化之方式按既定之組合進行摻合,並視需要添加黏合劑樹脂、有機溶劑、及其他添加劑,使用高速攪拌機等攪拌裝置均勻地混合之後,利用過濾器進行過濾,而獲得本發明之著色組成物。於上述製造方法中,黏合劑樹脂可於製作顏料分散組成物時添加。又,亦可於製作顏料分散組成物之後,於製作著色組成物時添加。<Method for producing coloring composition> An example of a method for producing a coloring composition using the above materials is described. Binder resin, carbon black, pigment dispersant, pigment dispersing aid, organic solvent and other additives are added to the above-mentioned pigments as needed and mixed to obtain a mixture. The obtained mixture is kneaded and dispersed using various dispersers such as a roller mill, a kneader, a high-speed stirring device, a bead mill, a ball mill, a sand mill, an ultrasonic disperser, a high-pressure disperser, etc., to obtain a pigment dispersion composition of various colors. Then, the obtained pigment dispersion compositions of various colors are mixed in a predetermined combination in a manner that they are pseudo-black, and a binder resin, an organic solvent, and other additives are added as needed, and after uniformly mixing using a stirring device such as a high-speed stirrer, the mixture is filtered using a filter to obtain the coloring composition of the present invention. In the above-mentioned manufacturing method, the binder resin can be added when the pigment dispersion composition is prepared. Alternatively, the binder resin can be added when the coloring composition is prepared after the pigment dispersion composition is prepared.

(共分散) 獲得由將各顏料以成為疑似黑色化之方式進行摻合所得之混合顏料、顏料分散劑、顏料分散助劑、有機溶劑、視需要之黏合劑樹脂、進一步視需要之其他添加劑所構成之混合物。將所獲得之混合物使用輥磨機、捏合機、高速攪拌裝置、珠磨機、球磨機、砂磨機、超音波分散機、高壓分散機等各種分散機進行混練,並進行分散處理,而獲得顏料分散組成物。 繼而,於所獲得之顏料分散組成物中,視需要添加黏合劑樹脂、有機溶劑、及其他添加劑,使用高速攪拌機等攪拌裝置均勻地混合之後,利用過濾器進行過濾,而獲得本發明之著色組成物。於上述製造方法中,黏合劑樹脂可於製作顏料分散組成物時添加。 又,亦可於製作顏料分散組成物之後,於製作著色組成物時添加。(Co-dispersion) A mixture is obtained by mixing each pigment in a manner that makes it seem like black, a pigment dispersant, a pigment dispersing aid, an organic solvent, a binder resin as required, and other additives as required. The obtained mixture is kneaded and dispersed using various dispersers such as a roller mill, a kneader, a high-speed stirring device, a bead mill, a ball mill, a sand mill, an ultrasonic disperser, and a high-pressure disperser to obtain a pigment dispersion composition. Then, a binder resin, an organic solvent, and other additives are added to the obtained pigment dispersion composition as needed, and after uniformly mixing using a stirring device such as a high-speed stirrer, the mixture is filtered using a filter to obtain the coloring composition of the present invention. In the above-mentioned manufacturing method, the binder resin can be added when the pigment dispersion composition is prepared. Also, it can be added when the coloring composition is prepared after the pigment dispersion composition is prepared.

本發明之著色組成物較佳為於25℃測定出之黏度為2.0~20.0 mPa·s。 若上述黏度未達2.0 mPa·s、或超過20.0 mPa·s,則存在對塗佈性造成不良影響之情況。 再者,上述黏度係將本發明之著色組成物緊塞於玻璃瓶等中,保存1日之後使用E型黏度計(東機產業公司製造)所測定出之黏度。The coloring composition of the present invention preferably has a viscosity of 2.0 to 20.0 mPa·s measured at 25°C. If the above viscosity is less than 2.0 mPa·s or exceeds 20.0 mPa·s, there is a possibility of adversely affecting the coating properties. In addition, the above viscosity is the viscosity measured by using an E-type viscometer (manufactured by Toki Sangyo Co., Ltd.) after the coloring composition of the present invention is tightly sealed in a glass bottle or the like and stored for 1 day.

本發明之著色組成物較佳為經時穩定性為0.8~1.1。 若上述經時穩定性未達0.8、或超過1.1,則存在對塗佈性、顯影性造成不良影響之情況。 再者,上述經時穩定性係使用E型黏度計(東機產業公司製造)測定將本發明之著色組成物緊塞於玻璃瓶等中且於室溫(25℃)保存1日後之25℃之黏度、及將本發明之著色組成物緊塞於玻璃瓶等中且於40℃保存7日後之25℃之黏度,以(於40℃保存7日後之黏度)/(於室溫保存1日後之黏度)之形式求出者。The coloring composition of the present invention preferably has a temporal stability of 0.8 to 1.1. If the temporal stability is less than 0.8 or exceeds 1.1, there is a possibility that the coating property and the developing property are adversely affected. In addition, the temporal stability is obtained by measuring the viscosity of the coloring composition of the present invention at 25°C after being tightly sealed in a glass bottle or the like and stored at room temperature (25°C) for 1 day, and the viscosity of the coloring composition of the present invention after being tightly sealed in a glass bottle or the like and stored at 40°C for 7 days using an E-type viscometer (manufactured by Toki Sangyo Co., Ltd.), and the viscosity of the coloring composition of the present invention at 25°C after being tightly sealed in a glass bottle or the like and stored at 40°C for 7 days, and the viscosity is obtained in the form of (viscosity after being stored at 40°C for 7 days)/(viscosity after being stored at room temperature for 1 day).

其次,對使用本發明之著色組成物作為著色阻劑組成物之例進行說明。 本發明之著色阻劑組成物含有本發明之著色組成物。 本發明之著色阻劑組成物較佳為除了本發明之著色組成物以外,亦含有鹼可溶性樹脂、光聚合性化合物、光聚合起始劑、有機溶劑,且視需要適當添加聚合抑制劑等各種添加劑而獲得者。Next, an example of using the coloring composition of the present invention as a coloring resist composition is described. The coloring resist composition of the present invention contains the coloring composition of the present invention. The coloring resist composition of the present invention preferably contains, in addition to the coloring composition of the present invention, an alkali-soluble resin, a photopolymerizable compound, a photopolymerization initiator, an organic solvent, and various additives such as a polymerization inhibitor are appropriately added as needed.

<著色阻劑組成物之構成材料> (著色組成物) 本發明之著色阻劑組成物係使用本發明之著色組成物來製造。 相對於本發明之著色阻劑組成物之總固體成分,本發明之著色組成物之含量以質量分率計較佳為20~90質量%,更佳為30~80質量%。<Constituent materials of the coloring resist composition> (Coloring composition) The coloring resist composition of the present invention is manufactured using the coloring composition of the present invention. The content of the coloring composition of the present invention is preferably 20 to 90% by mass, and more preferably 30 to 80% by mass, relative to the total solid content of the coloring resist composition of the present invention.

(顏料分散劑) 作為顏料分散劑,可較佳地使用上述本發明之著色組成物中所記載者。 於本發明之著色阻劑組成物中,相對於所使用之全部顏料100質量份,顏料分散劑之含量較佳為0.1~50質量份,更佳為1~20質量份。(Pigment dispersant) As the pigment dispersant, the pigment described in the above-mentioned coloring composition of the present invention can be preferably used. In the coloring agent composition of the present invention, the content of the pigment dispersant is preferably 0.1 to 50 parts by mass, more preferably 1 to 20 parts by mass, relative to 100 parts by mass of all the pigments used.

(黏合劑樹脂) 作為黏合劑樹脂,可較佳地使用本發明之著色組成物中所記載者。 於本發明之著色阻劑組成物中,黏合劑樹脂之含量較佳為於本發明之著色阻劑組成物之固體成分中為3~50質量%。(Binder resin) As the binder resin, the one described in the coloring composition of the present invention can be preferably used. In the coloring resist composition of the present invention, the content of the binder resin is preferably 3 to 50 mass % in the solid content of the coloring resist composition of the present invention.

(光聚合起始劑) 作為光聚合起始劑,並無特別限定,例如可使用:二苯甲酮、N,N'-四乙基-4,4'-二胺基二苯甲酮、4-甲氧基-4'-二甲胺基二苯甲酮、二苯乙二酮、2,2-二乙氧基苯乙酮、安息香、安息香甲醚、安息香異丁醚、苄基二甲基縮酮、α-羥基異丁基苯酮、9-氧硫𠮿、2-氯9-氧硫𠮿、1-羥基環己基苯基酮、第三丁基蒽醌、1-氯蒽醌、2,3-二氯蒽醌、3-氯-2-甲基蒽醌、2-乙基蒽醌、1,4-萘醌、1,2-苯并蒽醌、1,4-二甲基蒽醌、2-苯基蒽醌、2-甲基-1[4-(甲硫基)苯基]-2-啉基丙烷-1-酮、三系光聚合起始劑、肟酯系光聚合起始劑(乙酮,1-[9-乙基-6-(2-甲基苯甲醯基)-9H-咔唑-3-基]-,1-(O-乙醯基肟)等)等。該等光聚合起始劑可單獨或併用2種以上而使用。 於本發明之著色組成物中,相對於總固體成分,上述光聚合起始劑以質量分率計較佳為0.1~10質量%,更佳為0.5~6質量%。(Photopolymerization initiator) The photopolymerization initiator is not particularly limited, and examples thereof include benzophenone, N,N'-tetraethyl-4,4'-diaminobenzophenone, 4-methoxy-4'-dimethylaminobenzophenone, diphenylethylenedione, 2,2-diethoxyacetophenone, benzoin, benzoin methyl ether, benzoin isobutyl ether, benzyl dimethyl ketal, α-hydroxy isobutyl benzophenone, 9-oxysulfonate, , 2-chloro-9-oxysulfuron , 1-hydroxycyclohexyl phenyl ketone, tert-butyl anthraquinone, 1-chloroanthraquinone, 2,3-dichloroanthraquinone, 3-chloro-2-methylanthraquinone, 2-ethylanthraquinone, 1,4-naphthoquinone, 1,2-benzanthraquinone, 1,4-dimethylanthraquinone, 2-phenylanthraquinone, 2-methyl-1[4-(methylthio)phenyl]-2- 1-Phenylpropane-1-one, tri The photopolymerization initiator may be a photopolymerization initiator, an oxime ester photopolymerization initiator (acetone, 1-[9-ethyl-6-(2-methylbenzyl)-9H-carbazole-3-yl]-, 1-(O-acetyl oxime), etc. The photopolymerization initiator may be used alone or in combination of two or more. In the coloring composition of the present invention, the photopolymerization initiator is preferably 0.1 to 10% by mass, more preferably 0.5 to 6% by mass, relative to the total solid content.

(光聚合性單體) 作為光聚合性單體,可使用乙烯性不飽和化合物等。關於此處所使用之乙烯性不飽和化合物,就聚合性、交聯性等方面而言,較佳為於分子內具有2個以上之乙烯性不飽和鍵之化合物。該等光聚合性單體可單獨或併用2種以上而使用。(Photopolymerizable monomer) As the photopolymerizable monomer, ethylenically unsaturated compounds can be used. The ethylenically unsaturated compounds used here are preferably compounds having two or more ethylenically unsaturated bonds in the molecule in terms of polymerizability and crosslinking properties. These photopolymerizable monomers can be used alone or in combination of two or more.

(有機溶劑) 作為有機溶劑,可較佳地使用本發明之著色組成物中所記載者。 於本發明之著色阻劑組成物中,關於有機溶劑之含量,就各材料之溶解性、顏料分散性、塗佈性等方面而言,相對於本發明之著色阻劑組成物之總量,較佳為5~90質量%。(Organic solvent) As the organic solvent, the organic solvent described in the coloring composition of the present invention can be preferably used. In the coloring resist composition of the present invention, the content of the organic solvent is preferably 5 to 90 mass % relative to the total amount of the coloring resist composition of the present invention in terms of the solubility of each material, the dispersibility of the pigment, and the coating property.

(其他添加劑) 於本發明之著色阻劑組成物中,可視需要適當使用熱聚合抑制劑、紫外線吸收劑、抗氧化劑等各種添加劑。(Other additives) In the coloring resist composition of the present invention, various additives such as thermal polymerization inhibitors, ultraviolet absorbers, antioxidants, etc. may be appropriately used as needed.

<本發明之著色阻劑組成物之製造方法> 製造本發明之著色阻劑組成物之方法係本發明之較佳實施形態之一例,但本發明並非限定於此。 例如,可利用對本發明之著色組成物添加黏合劑樹脂、光聚合性化合物、光聚合起始劑、有機溶劑、及其他添加劑,並使用攪拌裝置等進行攪拌混合之方法。<Method for producing the coloring resist composition of the present invention> The method for producing the coloring resist composition of the present invention is an example of a preferred embodiment of the present invention, but the present invention is not limited thereto. For example, a method can be used in which a binder resin, a photopolymerizable compound, a photopolymerization initiator, an organic solvent, and other additives are added to the coloring composition of the present invention and a stirring device is used to stir and mix the mixture.

本發明之著色阻劑組成物較佳為於25℃測定出之黏度為1.0~30.0 mPa·s。 若上述黏度未達1.0 mPa·s、或超過30.0 mPa·s,則存在對塗佈性造成不良影響之情況。 再者,上述黏度係將本發明之著色阻劑組成物緊塞於玻璃瓶等中,保存1日之後之使用E型黏度計(東機產業公司製造)所測定出之黏度。The coloring resist composition of the present invention preferably has a viscosity of 1.0 to 30.0 mPa·s measured at 25°C. If the above viscosity is less than 1.0 mPa·s or exceeds 30.0 mPa·s, there is a possibility of adversely affecting the coating properties. In addition, the above viscosity is the viscosity measured by using an E-type viscometer (manufactured by Toki Sangyo Co., Ltd.) after the coloring resist composition of the present invention is tightly sealed in a glass bottle or the like and stored for 1 day.

本發明之著色阻劑組成物較佳為經時穩定性為0.8~1.2。 若上述經時穩定性未達0.8、或超過1.2,則存在對塗佈性、顯影性造成不良影響之情況。再者,上述經時穩定性係使用E型黏度計(東機產業公司製造)測定將本發明之著色阻劑組成物緊塞於遮光玻璃瓶等且於低溫(5℃)保存1日後之25℃之黏度、及將本發明之著色組成物緊塞於遮光玻璃瓶等中且於低溫(5℃)保存7日後之25℃之黏度,以(於5℃保存7日後之黏度)/(於5℃保存1日後之黏度)之形式求出者。The coloring resist composition of the present invention preferably has a time stability of 0.8 to 1.2. If the above-mentioned time stability is less than 0.8 or exceeds 1.2, there is a possibility that the coating property and the developing property are adversely affected. Furthermore, the above-mentioned time stability is measured by using an E-type viscometer (manufactured by Toki Sangyo Co., Ltd.) to measure the viscosity of the coloring resist composition of the present invention at 25°C after being tightly sealed in a light-shielding glass bottle and stored at a low temperature (5°C) for 1 day, and the viscosity of the coloring resist composition of the present invention after being tightly sealed in a light-shielding glass bottle and stored at a low temperature (5°C) for 7 days, and is obtained in the form of (viscosity after being stored at 5°C for 7 days)/(viscosity after being stored at 5°C for 1 day).

本發明之著色阻劑組成物於形成厚度1 μm之阻劑圖案時之光學密度(OD值)較佳為1.00以上,更佳為1.20以上。 若上述光學密度(OD值)為1.25以上,則可認為遮蔽性充分。 再者,上述光學密度(OD值)係使用本發明之著色阻劑組成物形成1 μm之阻劑圖案,利用Macbeth濃度計(TD-931,商品名,Macbeth公司製造)所測定出之值。The optical density (OD value) of the colored resist composition of the present invention when forming a resist pattern with a thickness of 1 μm is preferably 1.00 or more, and more preferably 1.20 or more. If the above optical density (OD value) is 1.25 or more, it can be considered that the shielding property is sufficient. Furthermore, the above optical density (OD value) is a value measured by using a Macbeth concentration meter (TD-931, trade name, manufactured by Macbeth Corporation) to form a 1 μm resist pattern using the colored resist composition of the present invention.

本發明之著色阻劑組成物於形成厚度2 μm之硬化塗膜時之耐溶劑性較佳為0.6以下,更佳為0.5以下,進而較佳為0.4以下,尤佳為0.3以下,最佳為0.2以下。 再者,上述耐溶劑性係將厚度2 μm之硬化塗膜浸漬於被加熱至100℃之N-甲基吡咯啶酮中,並於100℃之烘箱內保溫10分鐘。其後,利用分光光度計(UV-2500PC)測定上述N-甲基吡咯啶酮之吸光度,將最大峰值之吸光度設為耐溶劑性之值。The solvent resistance of the coloring resist composition of the present invention when forming a hardened coating with a thickness of 2 μm is preferably 0.6 or less, more preferably 0.5 or less, further preferably 0.4 or less, particularly preferably 0.3 or less, and most preferably 0.2 or less. Furthermore, the solvent resistance is determined by immersing the hardened coating with a thickness of 2 μm in N-methylpyrrolidone heated to 100°C and keeping it in an oven at 100°C for 10 minutes. Thereafter, the absorbance of the N-methylpyrrolidone is measured using a spectrophotometer (UV-2500PC), and the absorbance of the maximum peak is set as the value of the solvent resistance.

本發明之著色組成物及著色阻劑組成物具有上述特性,故而可較佳地用作影像顯示裝置或觸控面板等之黑矩陣、黑色柱間隔物或黑色間隔壁材料。 [發明之效果]The coloring composition and coloring resist composition of the present invention have the above-mentioned characteristics, and therefore can be preferably used as a black matrix, black column spacer or black partition wall material for an image display device or a touch panel. [Effect of the invention]

根據本發明,可提供一種遮光性優異且耐溶劑性亦優異之著色組成物、及含有其之著色阻劑組成物。According to the present invention, a coloring composition having excellent light-shielding property and excellent solvent resistance, and a coloring resist composition containing the same can be provided.

以下,使用實施例對本發明具體地進行說明,但本發明只要不脫離其主旨及應用範圍,則並非限定於該等。再者,只要未作特別說明,則於本實施例中,「份」及「%」分別表示「質量份」及「質量%」。Hereinafter, the present invention will be specifically described using examples, but the present invention is not limited thereto as long as it does not deviate from its gist and scope of application. Furthermore, in the present examples, "parts" and "%" respectively represent "parts by mass" and "% by mass".

以下之實施例1~10、比較例1~3中所使用之著色組成物之材料係如下所述。 <顏料> P.V.23(C.I.顏料紫23) P.V.29(C.I.顏料紫29) P.V.32(C.I.顏料紫32) P.Y.139(C.I.顏料黃139) P.Y.185(C.I.顏料黃185) P.O.16(C.I.顏料橙16) P.O.64(C.I.顏料橙64) P.R.254(C.I.顏料紅254) P.B.60(C.I.顏料藍60) P.B.15:6(C.I.顏料藍15:6) <碳黑> TPK1104R(Cabot公司製造,吸油量:38 ml/100 g,pH:2.7) <黏合劑樹脂> BzMA/MAA(鹼可溶性樹脂,甲基丙烯酸苄酯/甲基丙烯酸共聚物,理論酸值:120 mgKOH/g,質量平均分子量:10000) <顏料分散劑> BYK-LPN-22102(BYK-Chemie公司製造,由具有顏料親和性基之片段與具有黏合劑相溶性基之片段所構成之丙烯酸系嵌段共聚物) <顏料分散助劑> 於100 ml三角燒瓶中加入30 ml濃硫酸,一面利用電磁攪拌器進行攪拌,一面投入10 g顏料紅2(上述式(3)及/或(4)所表示之化合物),於室溫攪拌30分鐘。於1 L燒杯中加入水50 g與冰50 g之混合物,將上述反應物注入至該冰水中,利用電磁攪拌器攪拌30分鐘。將其於減壓下進行過濾、水洗,並使所獲得之固體乾燥,而獲得顏料分散助劑1(上述通式(31)及/或(32)所表示之化合物:M=H)12 g。 <有機溶劑> PGMEA(丙二醇單甲醚乙酸酯)The materials of the coloring composition used in the following Examples 1 to 10 and Comparative Examples 1 to 3 are as follows. <Pigment> P.V.23 (C.I. Pigment Violet 23) P.V.29 (C.I. Pigment Violet 29) P.V.32 (C.I. Pigment Violet 32) P.Y.139 (C.I. Pigment Yellow 139) P.Y.185 (C.I. Pigment Yellow 185) P.O.16 (C.I. Pigment Orange 16) P.O.64 (C.I. Pigment Orange 64) P.R.254 (C.I. Pigment Red 254) P.B.60 (C.I. Pigment Blue 60) P.B.15:6 (C.I. Pigment Blue 15:6) <Carbon Black> TPK1104R (manufactured by Cabot Corporation, oil absorption: 38 ml/100 g, pH: 2.7) <Binder resin> BzMA/MAA (alkali-soluble resin, benzyl methacrylate/methacrylic acid copolymer, theoretical acid value: 120 mgKOH/g, mass average molecular weight: 10000) <Pigment dispersant> BYK-LPN-22102 (manufactured by BYK-Chemie, an acrylic block copolymer composed of a segment having a pigment affinity group and a segment having a binder miscibility group) <Pigment dispersing aid> In a 100 ml Erlenmeyer flask, add 30 ml of concentrated sulfuric acid and, while stirring with an electromagnetic stirrer, add 10 g of Pigment Red 2 (the compound represented by the above formula (3) and/or (4)) and stir at room temperature for 30 minutes. A mixture of 50 g of water and 50 g of ice was added to a 1 L beaker, and the above reactants were poured into the ice water and stirred for 30 minutes using an electromagnetic stirrer. The mixture was filtered and washed with water under reduced pressure, and the obtained solid was dried to obtain 12 g of pigment dispersing agent 1 (compound represented by the above general formula (31) and/or (32): M=H). <Organic solvent> PGMEA (propylene glycol monomethyl ether acetate)

以下之實施例11~20、比較例4~6中所使用之著色阻劑組成物之材料係如下所述。 <黏合劑樹脂> SPC-3500(鹼可溶性樹脂,含有碳=碳不飽和鍵,理論酸值:60 mgKOH/g,質量平均分子量:11000) <光聚合起始劑> Irgacure907(BASF公司製造,2-甲基-1[4-(甲硫基)苯基]-2-啉基丙烷-1-酮)與Irgacure OXE02(BASF公司製造,乙酮,1-[9-乙基-6-(2-甲基苯甲醯基)-9H-咔唑-3-基]-,1-(O-乙醯基肟))之1比1混合物 <光聚合性單體> DPEHA(光聚合性化合物,二新戊四醇六丙烯酸酯) <有機溶劑> PGMEA(丙二醇單甲醚乙酸酯)The materials of the coloring resist composition used in the following Examples 11 to 20 and Comparative Examples 4 to 6 are as follows. <Binder resin> SPC-3500 (alkali-soluble resin, containing carbon=carbon unsaturated bonds, theoretical acid value: 60 mgKOH/g, mass average molecular weight: 11000) <Photopolymerization initiator> Irgacure 907 (manufactured by BASF, 2-methyl-1[4-(methylthio)phenyl]-2- 1:1 mixture of 1-[9-ethyl-6-(2-methylbenzyl)-9H-carbazol-3-yl]-,1-(O-acetyl oxime) (manufactured by BASF) and Irgacure OXE02 (made by BASF, ethyl ketone, 1-[9-ethyl-6-(2-methylbenzyl)-9H-carbazol-3-yl]-,1-(O-acetyl oxime)) <Photopolymerizable monomer> DPEHA (photopolymerizable compound, dipentatriol hexaacrylate) <Organic solvent> PGMEA (propylene glycol monomethyl ether acetate)

<實施例1~10、比較例1~3之著色組成物之製備> 以成為表1之組成(表1中之各材料之使用量為質量%)之方式將各種材料混合,利用珠磨機研磨一晝夜,而製備出實施例1~10、比較例1~3之著色組成物。<Preparation of coloring compositions of Examples 1 to 10 and Comparative Examples 1 to 3> The various materials were mixed in a manner to form the composition of Table 1 (the amount of each material used in Table 1 is mass %), and ground using a bead mill overnight to prepare coloring compositions of Examples 1 to 10 and Comparative Examples 1 to 3.

<實施例11~20、比較例4~6之著色阻劑組成物之製備> 使用高速攪拌機,將實施例1~10、比較例1~3之各著色組成物與其他材料以成為表2之組成(表2中之各材料之使用量為質量%)之方式均勻地混合之後,利用孔徑3 μm之過濾器進行過濾,而獲得實施例11~20、比較例4~6之著色阻劑組成物。<Preparation of coloring resist compositions of Examples 11 to 20 and Comparative Examples 4 to 6> Using a high-speed mixer, each coloring composition of Examples 1 to 10 and Comparative Examples 1 to 3 was uniformly mixed with other materials to form the composition shown in Table 2 (the amount of each material used in Table 2 is mass %), and then filtered using a filter with a pore size of 3 μm to obtain coloring resist compositions of Examples 11 to 20 and Comparative Examples 4 to 6.

(評價試驗) 針對實施例1~10、比較例1~3中所獲得之著色組成物、及實施例11~20、比較例4~6中所獲得之著色阻劑組成物,藉由下述之方法對流動性及經時穩定性進行評價,將其結果示於表1及2。 又,塗佈實施例11~20、比較例4~6中所獲得之著色阻劑組成物而形成阻劑圖案,對其光學密度及耐溶劑性進行評價,將其結果示於表2。(Evaluation test) The coloring compositions obtained in Examples 1 to 10 and Comparative Examples 1 to 3, and the coloring resist compositions obtained in Examples 11 to 20 and Comparative Examples 4 to 6 were evaluated for fluidity and stability over time by the following method, and the results are shown in Tables 1 and 2. In addition, the coloring resist compositions obtained in Examples 11 to 20 and Comparative Examples 4 to 6 were applied to form a resist pattern, and the optical density and solvent resistance were evaluated, and the results are shown in Table 2.

<流動性> 針對實施例1~10、比較例1~3中所獲得之著色組成物,分別取至玻璃瓶中,塞緊,並於室溫(25℃)保存1日之後,使用E型黏度計(東機產業公司製造)測定25℃之黏度[mPa·s],而評價流動性。 針對實施例11~20、比較例4~6中所獲得之著色阻劑組成物,分別取至遮光玻璃瓶中,塞緊,並於低溫(5℃)保存1日之後,使用E型黏度計(東機產業公司製造)測定25℃之黏度[mPa·s],而評價流動性。<Flowability> The coloring compositions obtained in Examples 1 to 10 and Comparative Examples 1 to 3 were placed in glass bottles, sealed tightly, and stored at room temperature (25°C) for 1 day. The viscosity at 25°C [mPa·s] was measured using an E-type viscometer (manufactured by Toki Sangyo Co., Ltd.) to evaluate the flowability. The coloring inhibitor compositions obtained in Examples 11 to 20 and Comparative Examples 4 to 6 were placed in light-shielding glass bottles, sealed tightly, and stored at low temperature (5°C) for 1 day. The viscosity at 25°C [mPa·s] was measured using an E-type viscometer (manufactured by Toki Sangyo Co., Ltd.) to evaluate the flowability.

<經時穩定性> 針對實施例1~10、比較例1~3中所獲得之著色組成物,分別取至玻璃瓶中,使用E型黏度計(東機產業公司製造)測定將本發明之著色組成物緊塞於玻璃瓶等中且於室溫(25℃)保存1日後之25℃之黏度、及將本發明之著色組成物緊塞於玻璃瓶等中且於40℃保存7日後之25℃之黏度,以(於40℃保存7日後之黏度)/(於室溫保存1日後之黏度)之形式求出。 又,針對實施例11~20、比較例4~6中所獲得之著色阻劑組成物,使用E型黏度計(東機產業公司製造)測定緊塞於遮光玻璃瓶等中且於低溫(5℃)保存1日後之25℃之黏度、及將本發明之著色組成物緊塞於遮光玻璃瓶等中且於低溫(5℃)保存7日後之25℃之黏度,以(於5℃保存7日後之黏度)/(於5℃保存1日後之黏度)之形式求出。<Time stability> The coloring compositions obtained in Examples 1 to 10 and Comparative Examples 1 to 3 were taken into glass bottles, respectively, and the viscosity at 25°C after the coloring composition of the present invention was tightly sealed in a glass bottle and stored at room temperature (25°C) for 1 day was measured using an E-type viscometer (manufactured by Toki Sangyo Co., Ltd.), and the viscosity at 25°C after the coloring composition of the present invention was tightly sealed in a glass bottle and stored at 40°C for 7 days was measured, and the viscosity was calculated as (viscosity after storage at 40°C for 7 days)/(viscosity after storage at room temperature for 1 day). In addition, for the coloring inhibitor compositions obtained in Examples 11 to 20 and Comparative Examples 4 to 6, the viscosity at 25°C after being tightly sealed in a light-shielding glass bottle or the like and stored at a low temperature (5°C) for 1 day was measured using an E-type viscometer (manufactured by Toki Sangyo Co., Ltd.), and the viscosity at 25°C after the coloring composition of the present invention was tightly sealed in a light-shielding glass bottle or the like and stored at a low temperature (5°C) for 7 days was measured, and the viscosity was calculated as (viscosity after storage at 5°C for 7 days)/(viscosity after storage at 5°C for 1 day).

<光學密度(OD值)> 將實施例11~20、比較例4~6之著色阻劑組成物藉由旋轉塗佈機以成為膜厚1 μm之方式塗佈於玻璃基板上,以100℃預烤(prebake)3分鐘之後,利用高壓水銀燈進行曝光,進一步以230℃進行30分鐘後烘烤(post bake),而獲得僅於實體部形成之黑色阻劑圖案。利用Macbeth濃度計(TD-931,商品名,Macbeth公司製造)測定所獲得之各實體部之黑色阻劑圖案之光學密度(OD值)。<Optical density (OD value)> The colored resist compositions of Examples 11 to 20 and Comparative Examples 4 to 6 were coated on a glass substrate with a film thickness of 1 μm by a rotary coater, pre-baked at 100°C for 3 minutes, exposed by a high-pressure mercury lamp, and post-baked at 230°C for 30 minutes to obtain a black resist pattern formed only on the solid part. The optical density (OD value) of the obtained black resist pattern of each solid part was measured using a Macbeth concentration meter (TD-931, trade name, manufactured by Macbeth).

<耐溶劑性> 將實施例11~20、比較例4~6之著色阻劑組成物藉由旋轉塗佈機以成為膜厚1 μm之方式塗佈於玻璃基板上,以100℃預烤3分鐘之後,利用高壓水銀燈進行曝光,進一步以230℃進行30分鐘後烘烤,而獲得僅於實體部形成之硬化塗膜。 將所獲得之各實體部之硬化塗膜浸漬於被加熱至100℃之N-甲基吡咯啶酮中,於100℃之烘箱內保溫10分鐘。其後,利用分光光度計(UV-2500PC)測定上述N-甲基吡咯啶酮之吸光度,將最大峰值之吸光度設為耐溶劑性之值。<Solvent resistance> The coloring resist compositions of Examples 11 to 20 and Comparative Examples 4 to 6 were coated on a glass substrate with a film thickness of 1 μm by a rotary coater, pre-baked at 100°C for 3 minutes, exposed by a high-pressure mercury lamp, and further post-baked at 230°C for 30 minutes to obtain a hardened coating formed only on the solid part. The hardened coating of each solid part obtained was immersed in N-methylpyrrolidone heated to 100°C and kept in an oven at 100°C for 10 minutes. Thereafter, the absorbance of the above-mentioned N-methylpyrrolidone was measured by a spectrophotometer (UV-2500PC), and the absorbance of the maximum peak was set as the value of solvent resistance.

[表1]    實施例 比較例 1 2 3 4 5 6 7 8 9 10 1 2 3    P.V.23 - - - 3.0 - - - 3.5 - - - - - P.V.29 3.0 3.0 4.5 - 3.5 3.5 4.5 - - - 3.0 3.0 3.0 P.V.32 - - - - - - - - 3.0 - - - - P.Y.139 - 4.0 2.5 - - 4.0 3.0 - - - - - - P.Y.185 - - - - - - - - - - 4.0 - - P.O.16 4.0 - - 4.0 4.0 - - 4.0 4.0 4.0 - - 4.0 P.O.64 - - - - - - - - - - - 4.0 - P.R.254 - - - - - - - - - 3.0 - - - P.B.60 4.0 4.0 4.0 4.0 4.5 4.5 4.5 4.5 4.0 4.0 4.0 4.0 - P.B.15:6 - - - - - - - - - - - - 4.0 碳黑 1.0 1.0 1.0 1.0 - - - - 1.0 1.0 1.0 1.0 1.0 顏料分散助劑 顏料分散助劑1 1.0 1.0 1.0 1.0 1.0 1.0 1.0 1.0 1.0 1.0 1.0 1.0 1.0 顏料分散劑 LPN22102 2.5 2.5 2.5 2.5 2.5 2.5 2.5 2.5 2.5 2.5 2.5 2.5 2.5 樹脂 鹼可溶性樹脂 2.5 2.5 2.5 2.5 2.5 2.5 2.5 2.5 2.5 2.5 2.5 2.5 2.5 有機溶劑 PGMEA 82.0 82.0 82.0 82.0 82.0 82.0 82.0 82.0 82.0 82.0 82.0 82.0 82.0 合計 100.0 100.0 100.0 100.0 100.0 100.0 100.0 100.0 100.0 100.0 100.0 100.0 100.0 固體成分中之顏料% 66.7% 66.7% 66.7% 66.7% 66.7% 66.7% 66.7% 66.7% 66.7% 66.7% 66.7% 66.7% 66.7% 評價 流動性[mPa·s] 5.0 4.0 4.5 5.5 5.5 4.5 5.0 6.0 5.5 5.0 4.5 4.0 5.5 經時穩定性 1.00 1.00 1.00 1.00 1.00 1.00 1.00 1.00 1.00 1.00 1.00 1.00 1.00 [Table 1] Embodiment Comparison Example 1 2 3 4 5 6 7 8 9 10 1 2 3 PV23 - - - 3.0 - - - 3.5 - - - - - PV29 3.0 3.0 4.5 - 3.5 3.5 4.5 - - - 3.0 3.0 3.0 PV32 - - - - - - - - 3.0 - - - - PY139 - 4.0 2.5 - - 4.0 3.0 - - - - - - PY185 - - - - - - - - - - 4.0 - - PO16 4.0 - - 4.0 4.0 - - 4.0 4.0 4.0 - - 4.0 PO64 - - - - - - - - - - - 4.0 - PR254 - - - - - - - - - 3.0 - - - PB60 4.0 4.0 4.0 4.0 4.5 4.5 4.5 4.5 4.0 4.0 4.0 4.0 - PB15:6 - - - - - - - - - - - - 4.0 Carbon Black 1.0 1.0 1.0 1.0 - - - - 1.0 1.0 1.0 1.0 1.0 Pigment dispersing agent Pigment dispersing agent 1 1.0 1.0 1.0 1.0 1.0 1.0 1.0 1.0 1.0 1.0 1.0 1.0 1.0 Pigment dispersant LPN22102 2.5 2.5 2.5 2.5 2.5 2.5 2.5 2.5 2.5 2.5 2.5 2.5 2.5 Resin Alkaline soluble resin 2.5 2.5 2.5 2.5 2.5 2.5 2.5 2.5 2.5 2.5 2.5 2.5 2.5 Organic solvents PGMEA 82.0 82.0 82.0 82.0 82.0 82.0 82.0 82.0 82.0 82.0 82.0 82.0 82.0 Total 100.0 100.0 100.0 100.0 100.0 100.0 100.0 100.0 100.0 100.0 100.0 100.0 100.0 Pigment % in solid content 66.7% 66.7% 66.7% 66.7% 66.7% 66.7% 66.7% 66.7% 66.7% 66.7% 66.7% 66.7% 66.7% Reviews Fluidity [mPa·s] 5.0 4.0 4.5 5.5 5.5 4.5 5.0 6.0 5.5 5.0 4.5 4.0 5.5 Stability over time 1.00 1.00 1.00 1.00 1.00 1.00 1.00 1.00 1.00 1.00 1.00 1.00 1.00

[表2]    實施例 比較例 11 12 13 14 15 16 17 18 19 20 4 5 6 著色組成物 實施例1 實施例2 實施例3 實施例4 實施例5 實施例6 實施例7 實施例8 實施例9 實施例10 比較例1 比較例2 比較例3 70.00 70.00 70.00 70.00 70.00 70.00 70.00 70.00 70.00 70.00 70.00 70.00 70.00 鹼可溶性樹脂 7.00 7.00 7.00 7.00 7.00 7.00 7.00 7.00 7.00 7.00 7.00 7.00 7.00 DPEHA 2.00 2.00 2.00 2.00 2.00 2.00 2.00 2.00 2.00 2.00 2.00 2.00 2.00 光聚合起始劑 1.00 1.00 1.00 1.00 1.00 1.00 1.00 1.00 1.00 1.00 1.00 1.00 1.00 PGMEA 20.00 20.00 20.00 20.00 20.00 20.00 20.00 20.00 20.00 20.00 20.00 20.00 20.00 合計 100.00 100.00 100.00 100.00 100.00 100.00 100.00 100.00 100.00 100.00 100.00 100.00 100.00 評價 流動性[mPa·s] 5.0 4.0 4.5 5.5 5.5 4.5 5.0 6.0 5.5 5.0 4.5 4.0 5.5 經時穩定性 1.00 1.00 1.00 1.00 1.00 1.00 1.00 1.00 1.00 1.00 1.00 1.00 1.00 OD值(1 μm) 1.40 1.35 1.40 1.40 1.40 1.25 1.30 1.30 1.25 1.25 1.30 1.35 1.45 耐溶劑性 0.50 0.30 0.20 0.60 0.50 0.35 0.25 0.60 0.60 0.55 1.00 0.80 0.80 [Table 2] Embodiment Comparison Example 11 12 13 14 15 16 17 18 19 20 4 5 6 Coloring composition Embodiment 1 Embodiment 2 Embodiment 3 Embodiment 4 Embodiment 5 Embodiment 6 Embodiment 7 Embodiment 8 Embodiment 9 Embodiment 10 Comparison Example 1 Comparison Example 2 Comparison Example 3 70.00 70.00 70.00 70.00 70.00 70.00 70.00 70.00 70.00 70.00 70.00 70.00 70.00 Alkaline soluble resin 7.00 7.00 7.00 7.00 7.00 7.00 7.00 7.00 7.00 7.00 7.00 7.00 7.00 DPEHA 2.00 2.00 2.00 2.00 2.00 2.00 2.00 2.00 2.00 2.00 2.00 2.00 2.00 Photopolymerization initiator 1.00 1.00 1.00 1.00 1.00 1.00 1.00 1.00 1.00 1.00 1.00 1.00 1.00 PGMEA 20.00 20.00 20.00 20.00 20.00 20.00 20.00 20.00 20.00 20.00 20.00 20.00 20.00 Total 100.00 100.00 100.00 100.00 100.00 100.00 100.00 100.00 100.00 100.00 100.00 100.00 100.00 Reviews Fluidity [mPa·s] 5.0 4.0 4.5 5.5 5.5 4.5 5.0 6.0 5.5 5.0 4.5 4.0 5.5 Stability over time 1.00 1.00 1.00 1.00 1.00 1.00 1.00 1.00 1.00 1.00 1.00 1.00 1.00 OD value (1 μm) 1.40 1.35 1.40 1.40 1.40 1.25 1.30 1.30 1.25 1.25 1.30 1.35 1.45 Solvent resistance 0.50 0.30 0.20 0.60 0.50 0.35 0.25 0.60 0.60 0.55 1.00 0.80 0.80

確認到實施例之著色組成物及著色阻劑組成物之流動性及經時穩定性優異。 又,確認到實施例之著色阻劑組成物之OD值為1.25以上,且耐溶劑性為0.60以下,遮光性及耐溶劑性優異。 實施例之著色組成物及著色阻劑組成物具有上述特性,故而可較佳地用作影像顯示裝置或觸控面板等之黑矩陣、黑色柱間隔物或黑色間隔壁材料。 另一方面,於比較例之著色組成物及著色阻劑組成物中,無遮光性優異且耐溶劑性亦優異者。 [產業上之可利用性]It was confirmed that the coloring composition and the coloring resist composition of the embodiment had excellent fluidity and stability over time. In addition, it was confirmed that the OD value of the coloring resist composition of the embodiment was 1.25 or more, and the solvent resistance was 0.60 or less, and the light shielding property and solvent resistance were excellent. The coloring composition and the coloring resist composition of the embodiment have the above-mentioned characteristics, so they can be preferably used as black matrix, black column spacer or black partition wall material of image display devices or touch panels. On the other hand, among the coloring composition and the coloring resist composition of the comparative example, there is no one that has excellent light shielding property and excellent solvent resistance. [Industrial Applicability]

根據本發明,可提供一種遮光性優異且耐溶劑性亦優異之著色組成物、及含有其之著色阻劑組成物。According to the present invention, a coloring composition having excellent light-shielding property and excellent solvent resistance, and a coloring resist composition containing the same can be provided.

without

without

Claims (5)

一種著色組成物,其含有顏料及黏合劑樹脂,且上述顏料包含C.I.顏料橙16、以及C.I.顏料藍60。 A coloring composition comprising a pigment and a binder resin, wherein the pigment comprises C.I. Pigment Orange 16 and C.I. Pigment Blue 60. 如請求項1之著色組成物,其中,上述顏料進而包含選自由C.I.顏料紫23及C.I.顏料紫29所組成之群中之1種以上。 As claimed in claim 1, the coloring composition, wherein the above-mentioned pigment further includes one or more selected from the group consisting of C.I. Pigment Violet 23 and C.I. Pigment Violet 29. 如請求項1或2之著色組成物,其被用作黑矩陣、黑色柱間隔物(black column spacer)或黑色間隔壁材料。 The colored composition of claim 1 or 2 is used as a black matrix, a black column spacer or a black partition material. 一種著色阻劑組成物,其係使用請求項1或2之著色組成物而製造。 A coloring inhibitor composition manufactured using the coloring composition of claim 1 or 2. 如請求項4之著色阻劑組成物,其被用作黑矩陣、黑色柱間隔物或黑色間隔壁材料。 The coloring resist composition of claim 4 is used as a black matrix, a black column spacer or a black partition wall material.
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