TW200923582A - Colored photosensitive resin composition, color filter and liquid crystal display device having the same - Google Patents
Colored photosensitive resin composition, color filter and liquid crystal display device having the same Download PDFInfo
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- TW200923582A TW200923582A TW097135792A TW97135792A TW200923582A TW 200923582 A TW200923582 A TW 200923582A TW 097135792 A TW097135792 A TW 097135792A TW 97135792 A TW97135792 A TW 97135792A TW 200923582 A TW200923582 A TW 200923582A
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- G—PHYSICS
- G03—PHOTOGRAPHY; CINEMATOGRAPHY; ANALOGOUS TECHNIQUES USING WAVES OTHER THAN OPTICAL WAVES; ELECTROGRAPHY; HOLOGRAPHY
- G03F—PHOTOMECHANICAL PRODUCTION OF TEXTURED OR PATTERNED SURFACES, e.g. FOR PRINTING, FOR PROCESSING OF SEMICONDUCTOR DEVICES; MATERIALS THEREFOR; ORIGINALS THEREFOR; APPARATUS SPECIALLY ADAPTED THEREFOR
- G03F7/00—Photomechanical, e.g. photolithographic, production of textured or patterned surfaces, e.g. printing surfaces; Materials therefor, e.g. comprising photoresists; Apparatus specially adapted therefor
- G03F7/004—Photosensitive materials
- G03F7/0045—Photosensitive materials with organic non-macromolecular light-sensitive compounds not otherwise provided for, e.g. dissolution inhibitors
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- G—PHYSICS
- G02—OPTICS
- G02F—OPTICAL 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
- G02F1/00—Devices 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
- G02F1/01—Devices 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
- G02F1/13—Devices 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
- G02F1/133—Constructional arrangements; Operation of liquid crystal cells; Circuit arrangements
- G02F1/1333—Constructional arrangements; Manufacturing methods
- G02F1/1335—Structural association of cells with optical devices, e.g. polarisers or reflectors
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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
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- G—PHYSICS
- G03—PHOTOGRAPHY; CINEMATOGRAPHY; ANALOGOUS TECHNIQUES USING WAVES OTHER THAN OPTICAL WAVES; ELECTROGRAPHY; HOLOGRAPHY
- G03F—PHOTOMECHANICAL PRODUCTION OF TEXTURED OR PATTERNED SURFACES, e.g. FOR PRINTING, FOR PROCESSING OF SEMICONDUCTOR DEVICES; MATERIALS THEREFOR; ORIGINALS THEREFOR; APPARATUS SPECIALLY ADAPTED THEREFOR
- G03F7/00—Photomechanical, e.g. photolithographic, production of textured or patterned surfaces, e.g. printing surfaces; Materials therefor, e.g. comprising photoresists; Apparatus specially adapted therefor
- G03F7/004—Photosensitive materials
- G03F7/027—Non-macromolecular photopolymerisable compounds having carbon-to-carbon double bonds, e.g. ethylenic compounds
- G03F7/028—Non-macromolecular photopolymerisable compounds having carbon-to-carbon double bonds, e.g. ethylenic compounds with photosensitivity-increasing substances, e.g. photoinitiators
Abstract
Description
200923582 六、發明說明： 【發明所屬之技術領域】 本發明係關於一種染色感光性樹脂組成物、彩色濾光片及 其所構成之液晶顯示裝置。 ^ 【先前技術】 彩色濾光片廣泛使用在影像感測器（image sens〇r)、液 ，顯示裝置（LCD) ’其應用範圍也迅速擴張。在彩色液晶顯示 裝置與影像感測器等使用的彩色渡光片，通常在以黑矩陣 (black matrix，BM)在形成特定圖樣的基板上，由包含紅、 ，、藍各色顏料的染色感光性樹脂組成物，經由旋轉塗佈法 供=nC?atlng)均勻塗佈後，進行加熱乾燥（以下稱為「預 而形成的塗膜再以曝光、顯像處理，並依需要進行 ϊί ϋ下稱為「後燒成」）反覆操作職各色的晝素而 染色感光性樹脂組成物的彩色濾、光片，需要滿 解ί性、絲板間優㈣密雜、低度顯像:ί 於近來對色濃度高的晝素的需求，染色感光性 树月曰、^ ^所使用的顏料與碳黑(carbon biack)含量也提高。 ^_前述染色劑含量高㈣色感光性_旨《 時’顯像製程中未曝光部的基板上會產生顯像i 充斥，造成全溶解伽關離魏像，魏光顯像液 的基板等問題。It溶質附著在畫素與非畫素部 膜表面產生瑕蘇，產生膜i度^素感光度不足，使塗 高濃的問題而提出，其目的為提供一種具有 晝素形成時it的ί 述染色感光性樹脂組成物，使 度的高品質彩色遽光片面不會產生瑕疵’並提供具有優越感光 200923582 【發明内容】 為達成前述目的’本發明提出—㈣色感級樹脂組成 物，包括.一結合劑樹脂(A)、一光聚合性化合物（β)、一光 聚合引發劑（C)、-染色材料⑻及—溶劑⑻，其中該結 合劑樹脂(A)為下述（A1)〜（A3)化合物經共聚合而成的一 共聚合體。 (A1)為下述化學式1所表示的化合物 〈化學式1>BACKGROUND OF THE INVENTION 1. Field of the Invention The present invention relates to a dye-sensitive photosensitive resin composition, a color filter, and a liquid crystal display device comprising the same. ^ [Prior Art] Color filters are widely used in image sensors (image sens〇r), liquid, display devices (LCD), and their applications are expanding rapidly. A color light-emitting sheet used in a color liquid crystal display device, an image sensor, or the like, usually on a substrate on which a specific pattern is formed by a black matrix (BM), and dyeing sensitivity including pigments of red, blue, and blue colors The resin composition is uniformly coated by a spin coating method and then heated and dried (hereinafter referred to as "pre-formed coating film, which is exposed, developed, and etched as needed." For the "post-baking"), the color filter and the light-staining film of the photosensitive resin composition are dyed in the same manner as the color of the resin, and the color filter and the light sheet are required to be fully smeared, and the silk plate is excellent (four) dense and low-level image: ί For the demand for alizarin with a high color density, the pigment and carbon biack content used for dyeing the photosensitive tree, and the carbon black is also increased. ^_The above-mentioned dyeing agent content is high (four) color sensitivity. _ The problem is that the image i is flooded on the substrate of the unexposed portion in the "time" developing process, causing problems such as the complete dissolution of the gamma away from the Wei image and the substrate of the Weiguang imaging liquid. It is proposed that the solute adheres to the surface of the pixel and the non-pixel surface to produce bismuth, which causes the film i-degree sensitization to be insufficient, which makes the coating high-concentration. The purpose is to provide a method for the formation of sputum. Dyeing photosensitive resin composition, so that the high-quality color calendering sheet surface does not produce 瑕疵' and provides superior sensitization 200923582 [Inventive content] In order to achieve the aforementioned object, the present invention proposes (4) color-sensitive resin composition, including. a binder resin (A), a photopolymerizable compound (β), a photopolymerization initiator (C), a dyeing material (8), and a solvent (8), wherein the binder resin (A) is the following (A1)~ (A3) A copolymer of a compound obtained by copolymerization. (A1) is a compound represented by the following Chemical Formula 1 <Chemical Formula 1>
R1 W ο f上述化學式1中的Rl為氫或曱基，R2為置換或非置換的二 價Q〜Q的烷基或烯基，A為置換或非置換的笨基、環己烷 基、CrC6的烷基或烯基，且r2與a的置換體由氟、氣、漠、 蛾、的烷基、Q〜C3的過鹵化烧基、羥基、CcQ的 酮基、(^〜(：6的酯基、N，N_( Q_ Q)烷所單獨置換的醯胺基 或包含一種以上的上述置換基的調合物。） (A2):包含（A1)與（A3)能共聚合的不飽和鍵的化合物 (A3):不飽和鲮酸 較佳地，本發明所提供的染色感光性樹脂組成物，其中 (A1)化合物為下述化學式6所示的化合物中選出至少一化 合物。 <化學式6> R1 200923582 (上述化學式6中，Rq為氫或曱基，&為置換或非置換的二 價的烷基或烯基，且&的置換體由氟、氯、演、'蛾、 Ci〜C6的烧基、Q〜C3的過鹵化烧基、經基、c!〜c6的_基、 Ci〜C6的酯基、N，N-( Cr C3)烷所單獨置換的醯胺基或包含 一種以上的上述置換基的調合物。） 較佳地，本發明所提供的染色感光性樹脂組成物，其中該 ，合劑樹脂（A)為該共聚合體的一分子中具有不飽和^與環 氧基的化合物（A4)再反應而獲得具有不飽和基的樹脂。 較佳地，本發明所提供的染色感光性樹脂組成物，其特徵 在於：如上所述的含有不飽和鍵的化合物(A2)，能與(A1)及(A3) 共聚^，是一種芳香族乙烯基化合物置換馬來醯亞胺。 較佳地，本發明所提供的染色感光性樹脂組成物，其中從 (A1)、（A2)及（A3)化合物個別衍生的構成成分所佔比率 在該結合劑樹脂（A)的總莫耳數中，從（A1)衍生的構 =為2〜5。料百触，從（A2)魅的構成單位3^早〇 莫耳百为比，從（A3)衍生的構成單位為2〜7〇莫耳百分比。 較佳地，本發明所提供的染色感光性樹脂組成物，其中相 结脂（A)⑽（A3)化合物衍生的構成成分的 ^八比 ）化合物衍生的構成成分所佔比率為5〜80莫耳 # Hi本發明的構想，提出―種彩色遽光片，其特徵在 ；^盛丄i席上口隱布一染色感光性樹脂組成物’並依既定圖 像而形成包含—塗料層之—彩色滤光片，其中該染 色感ίϊϊΐ組成物選自前述崎色感絲樹脂組成物。 成的縣，提出—種以上述的彩找光片所構 【實施方式】 本發明在下面詳述。 ’包括：結合劑樹脂(A)、 本發明的染色感絲樹脂組成物 200923582 光聚合性化合物（B)、光聚合引發劑（C)、染色材料（D) 溶劑（E)，其中結合劑樹脂(a)為下述（A1)、（A2)及（八3) 化合物經共聚合而成的共聚合體。雖然沒有特別限制，但該穴 色感光性樹脂組成物所包含的溶劑（E)可用任意其他 劑（F)來溶解或分散為較佳。 “ σ (Α1)為下述化學式1所表示的化合物 <化學式1>R1 W ο f R1 in the above Chemical Formula 1 is hydrogen or a fluorenyl group, R2 is a substituted or non-substituted divalent Q-Q alkyl or alkenyl group, and A is a substituted or non-substituted stupid group, a cyclohexane group, An alkyl or alkenyl group of CrC6, and a substituent of r2 and a consists of a fluorine, a gas, a desert, a moth, an alkyl group, a perhalogenated alkyl group of Q~C3, a hydroxyl group, a ketone group of CcQ, (^~(:6) a mercapto group in which an ester group or an N,N_(Q_Q) alkane is substituted, or a blend containing one or more of the above substituents.) (A2): an unsaturated group capable of copolymerizing (A1) and (A3) The compound (A3) of the bond: unsaturated citric acid is preferably a dyed photosensitive resin composition provided by the present invention, wherein the compound (A1) is at least one compound selected from the compounds represented by the following Chemical Formula 6. <Chemical Formula 6> R1 200923582 (In the above Chemical Formula 6, Rq is hydrogen or a fluorenyl group, & is a substituted or non-substituted divalent alkyl or alkenyl group, and the substituent of & is composed of fluorine, chlorine, and moth. a mercapto group of Ci~C6, a perhalogenated group of Q~C3, a mercapto group substituted by a group, a group of c?~c6, an ester group of Ci~C6, and an N,N-(Cr C3) alkane Or contain one The dyed photosensitive resin composition provided by the present invention, wherein the mixture resin (A) has an unsaturated group and an epoxy group in one molecule of the copolymer. The compound (A4) is further reacted to obtain a resin having an unsaturated group. Preferably, the dyed photosensitive resin composition of the present invention is characterized by the unsaturated bond-containing compound (A2) as described above, The copolymerizable with (A1) and (A3) is an aromatic vinyl compound substituted with maleimide. Preferably, the dyed photosensitive resin composition provided by the present invention, wherein (A1), (A2) And the proportion of the component derived by the compound of (A3) in the total mole of the binder resin (A), the structure derived from (A1) = 2 to 5. The material is one touch, from (A2) The constituent unit derived from (A3) is a ratio of 2 to 7 mol%. Preferably, the dyed photosensitive resin composition provided by the present invention, in which the knot is formed Fat (A) (10) (A3) compound derived component of the compound The proportion of the constituent components is 5 to 80 moles. Hi Hi, the concept of the present invention, proposes a kind of color calendering sheet, which is characterized in that it is immersed in a dyed photosensitive resin composition. A color filter comprising a coating layer is formed for a predetermined image, wherein the dyeing composition is selected from the foregoing crystalline resin composition. In the prefecture of the prefecture, the above-mentioned color look-up film is constructed. [Embodiment] The present invention will be described in detail below. 'Including: binder resin (A), dyed silk resin composition of the present invention 200923582 photopolymerizable compound (B), photopolymerization initiator (C), dyeing material (D) solvent (E), wherein binder resin (a) is a copolymerized product obtained by copolymerizing the following (A1), (A2), and (VIII3) compounds. Although not particularly limited, the solvent (E) contained in the coloring photosensitive resin composition may be preferably dissolved or dispersed by any other agent (F). "σ (Α1) is a compound represented by the following Chemical Formula 1 <Chemical Formula 1>
Ri "γ·°ν^Α ο (Α2):包含（Ai)與（Α3)能共聚合的不飽和鍵的化合物 (A3):不飽和叛酸 結合劑樹脂（Α) ”結合麵脂（Α)通常經由光或熱作用而具有反應性與鹼 /谷性’做為染色材料的分散媒（disperse爪灿而^)。 本發明的結合劑樹脂（A)是將（八1)、（入2)及（A3) ，化合物經聚合（包含共聚合的概念）而制-構成單位，且 =含該構成單位的共聚合體。該結合劑樹脂（A)可與上述單 、以外的其他單體聚合。也就是說，若包含上述（A1)〜（A3 ) 以外的單體進行共聚合，也屬於本發明的範圍。 關於本發明的實施例，上述化學式丨所表示的化合 如下所沭。 <化學式2> 200923582 <化學式3> 〇 <化學式4>Ri "γ·°ν^Α ο (Α2): Compound (A3) containing an unsaturated bond copolymerizable with (Ai) and (Α3): unsaturated tetacid binder resin (Α) 『bonded face fat ( Α) usually has a reactivity and alkali/glutenity as a dispersing medium (disperse) through the action of light or heat. The binder resin (A) of the present invention is (8), In 2) and (A3), the compound is produced by polymerization (including the concept of copolymerization) to form a unit, and = a copolymer containing the constituent unit. The binder resin (A) may be the same as the above single or other single That is, it is also within the scope of the present invention to carry out copolymerization of a monomer other than the above (A1) to (A3). In the examples of the present invention, the compounds represented by the above chemical formula are as follows. <Chemical Formula 2> 200923582 <Chemical Formula 3> 〇 <Chemical Formula 4>
<化學式5><Chemical Formula 5>
上述（A1)化合物更具體來說為例如2_苯硫基（甲基） 丙烯酸乙酯、己硫基（甲基）丙烯酸乙酯等。這些化合物 獨選用，或是選擇兩種以上混合使用。 一 了早 上述化學式1所表示的化合物（A1 )，以下列化學士 <…More specifically, the compound of the above (A1) is, for example, ethyl 2-phenylthio(meth)acrylate, ethyl hexylthio(meth)acrylate or the like. These compounds are used alone or in combination of two or more. As soon as the compound (A1) represented by the above Chemical Formula 1, the following chemical formula <...
7 200923582 (上述化學式中，Ri、&與化學式1所說明的内容一樣） 更具體來說為例如2-苯硫基（甲基）丙烯酸乙酯： 在本發明中’包含（A1)與（A3)能共聚合的不飽和鍵 的化合物（A2)為例如芳香族乙烯基化合物、N_置換馬來醯 亞胺系化合物、不飽和羧酸的非置換或置換烷基酯、包含脂環 式置換基的不飽和羧酸酯化合物、羧酸乙烯基酯系、包含環氧 丁烷基的不飽和環氧丁烷系等。上述化合物中，芳香族乙烯基 化合物、N-置換馬來醯亞胺系化合物在提升感光度與密著性方 面表現為較佳。這些化合物可單獨選用，或是選擇>兩種以上混 合使用。 上述（A2)化合物中的芳香族乙烯基化合物為例如乙烯 基曱苯、苯乙稀、α·甲基苯乙烯、心氯笨乙烯、二乙烯基苯 等，這些化合物可單獨選用，或是選擇兩種以上混合使用。本 ，明採用前述乙烯基曱苯作為附加單體來製造結合劑樹脂，測 5式包含該結合劑樹脂的染色感光性樹脂組成物的功能，發現其 具有優越的感光度與密著性等效果。 Χ 〃 又，上述N-置換馬來醯亞胺系化合物為例如下列化學式7 所表示的化合物。 <化學式7>7 200923582 (In the above chemical formula, Ri, & is the same as that described in Chemical Formula 1) More specifically, for example, ethyl 2-phenylthio(meth)acrylate: In the present invention 'comprising (A1) and A3) The unsaturated bond-bonding compound (A2) is, for example, an aromatic vinyl compound, an N-substituted maleimide compound, a non-substituted or substituted alkyl ester of an unsaturated carboxylic acid, and an alicyclic ring. A substituted carboxylic acid ester compound, a carboxylic acid vinyl ester type, or an unsaturated butylene oxide containing a butylene group. Among the above compounds, an aromatic vinyl compound and an N-substituted maleimide-based compound are preferred in terms of improving sensitivity and adhesion. These compounds may be used singly or in combination of two or more kinds. The aromatic vinyl compound in the above (A2) compound is, for example, vinyl benzene, styrene, α-methyl styrene, chlorinated ethylene, divinyl benzene, etc., and these compounds may be used alone or alternatively. Mix two or more types. In the present invention, a binder resin is produced by using the above-mentioned vinyl benzene as an additional monomer, and the function of dyeing a photosensitive resin composition containing the binder resin is measured, and it is found to have excellent sensitivity and adhesion. . Further, the above-mentioned N-substituted maleimide-based compound is, for example, a compound represented by the following Chemical Formula 7. <Chemical Formula 7>
a上述化學式7中，R3為包含或不包含雜原子Cl〜c2()的脂 ，族或芳香烴化合物。該r3具體來說為例如苯基、苯甲基、 萘基、環己烷基、甲基、乙基、丙基等，其中以苯甲基與環己 燒基為較佳，這些化合物可單獨選用’或是選擇兩種以上混合 使用。 200923582 前述不飽和羧酸的非置換或置換烷基酯化合物為例如（曱 基）丙稀酸曱酯、（曱基）丙稀酸乙酯、（曱基）丙稀酸丁酯、 2-羥基（甲基）丙烯酸乙酯、（曱基）丙烯酸氨乙酯等。這些 化合物可單獨選用，或是選擇兩種以上混合使用。 上述包含脂環式置換基的不飽和羧酸酯化合物為例如（曱 士）丙烯酸環戊烷酯、（甲基）丙烯酸環己酯、（曱基）丙烯酸 %己基甲酯、（甲基）丙烯酸環庚酯、（甲基）丙烯酸環辛酯、 (甲基）丙烯酸乙酸薄荷酯、（甲基）丙烯酸環戊烯酯、（甲基） 丙=酸環己烯酯、（曱基）丙烯酸環庚烯酯、（甲基）丙烯酸環 ，酯、（甲基丙烯酸戊基乙烯酯、（甲基）丙烯酸異冰片酯、 (甲基）丙烯酸蒎烷酯、（甲基）丙烯酸金剛烷酯、（曱基）丙 烯酸降莰烷酯、（曱基）丙烯酸戊烯酯等。這些化合物可 選用’或是選擇兩種以上混合使用。 上述羧酸乙烯基酯系化合物為例如醋酸乙烯酯、丙酸乙 醋等二這些化合物可單獨_，或是選擇兩種以上混合使用。 ^述包含環氧了絲的不飽和環氧丁㈣化合物為例如 3且(甲基巧酰氧基甲基)環m 3_(甲基_醜氧基甲 土)-3-乙基環氧丁烷、3_(甲基丙烯酰氧基甲基)_2_甲基 巧、3-(甲基丙稀醜氧基甲基)_2二氯甲基 3氧基/i>2·五氯乙基環氧丁烧，甲基丙稀醜 二）本基％氧丁燒、3-(甲基丙稀酰氧基甲基)_2,2_二氯環氧丁 ，' 3-(甲基丙稀醜氧基甲基>2,2,4三氯環氧丁炫、3_(甲 3乳基甲基)-2,2,4,4-四氣環氧丁統、3_(環氧 心 ί)二麟乳丁炫、3_(甲基丙婦酰氧基乙基>2-五 ，乳丁炫、3#基丙職氧基乙基)_2_苯基環氧)f 一乳_3-(甲基丙烯酰氧基乙基}環氧丁燒、3_(f基 ;，_ 氯環fU(甲基⑽醜氧基乙基)·2,2,4,4^氣 ΐΐΐί 化合物可單獨獅，或是兩種以上 200923582 本發明包含不飽和羧基的化合物（A3)為例如具有能聚合 的不飽和雙鍵的羧酸化合物則無限制，可單獨選用，或是選& 兩種以上混合使用。具體來說為例如丙烯酸、曱基丙烯酸、、巴 旦酸等f羧基酸類；反丁烯二酸、甲基反式丁烯二酸、亞曱基 T二酸等Ϊ*祕酸類；以及各種三麟酸的無水物；ω-缓酸 旨單（甲基）丙烯酸等兩末端具有縣與絲的聚合物 =(曱基）丙烯酸等。其中丙烯酸、甲基丙稀酸具有優越的 八聚合反應性與對顯像液的溶解性，屬於較佳選擇。 人*本發明所使㈣（A1)〜（A3)經共聚合而得到的此聚 L也就是結合劑樹脂⑷，其中（A1)〜（A3)個另:J衍 生的構成成分所佔比率在該結合麵脂⑷ 以下述範圍為較佳。 (Α1)衍生的構成單位 (Α2)衍生的構成單位 (A3)衍生的構成單位 2〜50莫耳百分比 2〜50莫耳百分比 2〜70莫耳百分比 、〜工…竹取干m 2〜/υ旲斗百分比。 在本發_實關，前述共聚合體㈣造綠並不限定在 人ίΪ (3二（A3)進行共聚合，可以採用習用的各種聚 :昭^其巾溶液聚合法為較佳選擇。聚合溫度與聚合時間則 的，成分_、比率、目標共聚合體分子量與酸價 过、㈣f ’在攝氏6〇〜130度聚合1〜10小時為較佳選擇。上 將—部份或全份1的聚合引㈣放人燒瓶，也可以 將一挪或全份量的（A1)、（A2)、（A3)放入燒瓶。 的溶的溶ί彳為—般自由基聚合反應時所使用 f體來况為四氣D夫喃、H二甲基乙基乙二醇、 7酾ϋ一甘醇、丙酮、甲基乙基酮、曱基異丁基曱酮、環 基乙酸丁 ϊ乙乙酸谓、單甲基_丙二醇乙酸s旨、3_甲氧 -縮二而:曰乙醇、丙醇、n_ 丁醇、乙二醇單異丙鱗、 石風算μ;早⑽H、二甲苯、乙苯、氣仿、二甲基亞 等，上述这些溶劑可以單獨或是兩種以上混合使用。 上述步驟中使用的聚合引發劑，可添加一般已在使用的聚 10 200923582 :弓』，劑’並沒有特別限定。具體來說為二異丙基過苯甲酸、 丁基、過氧化苯、過氧叔丁基異丙基、過氧叔戊基_2_ 旨、，氧叔τ基_2_乙基己g旨等有機過氧化物；偶氮二 2月、偶亂二異庚腈、2,2’_偶說二♦甲基丙酸曱醋)等氮化 δ物:上述這些化合物可以翔或是雜以上混合使用。 為了控齡子量與分子量分佈，可以使用例如正十二炫基 :醇、硫氫基乙酸、曱基硫氫基乙酸等硫氫基系鏈轉移劑，以 甲基苯6烯二聚鱗鏈轉糊。基苯乙烯二聚物或 硫^基系化合物的使用量為⑷卜⑷^⑷乂總質量的❹.· 〜5%。上述聚合條件需考量製造設備與聚合的發熱量，對加 入方法與反應溫度進行適當調整。 …一分子中具有不飽和鍵與環氧基的化合物（Α4)，具體來 說1 (甲基）丙烯酸甘油醚酯、（甲基）丙烯酸3,4_環氧環己 烧醋、（曱基）丙烯酸3,4-環氧環己烷甲酯、（甲基）丙烯酸甲 基甘油醚酯等，其中以（甲基）丙烯酸甘油醚酯為較佳選擇。 上述這些化合物可以單獨選用或是選擇兩種以上混合使用。 本發明的實施例的染色感光性樹脂組成物中所包含的結 合劑樹脂（Α)’是經由（Α1)、（Α2)、（Α3)共聚合而獲得的 共聚合體的一分子中’具有不飽和鍵與環氧基的化合物（Α4) 再經反應所獲得。該共聚合體中經由附加的（Α4)使結合劑 樹脂或得光/熱硬化性。 從結合劑樹脂（Α)内的（Α4)衍生的構成單位比率，為 從結合劑樹脂（Α)内的（A3)衍生的構成成分的莫耳數的5 〜80莫耳％屬於較佳範圍，其中以1〇〜7〇莫耳％為更佳。(Α4) 的組成比在上述範圍内能獲得足夠的光硬化性或熱硬化性，並 具有優越的感光度與鉛筆硬度。 在本發明的實施例中，結合劑樹脂（Α)為上述(A1 )、（Α2) 與（A3)共聚合而獲得的共聚合體，再與（Α4)以例如以下 所述的方法進行反應來製造。 把燒瓶内的空氣換成氮氣。再將光聚合體（A3)衍生的 200923582 ^成成分_料_ 5〜8。莫耳％份量的（ =氧基的反應觸媒為例如（A1)〜⑽總f量的 Π的0.謝〜5%的對苯二盼加人燒瓶内，控制溫度(攝4氏) 0度與1〜1G小時的反應咖，就能姆前 行反應。與聚合條件同樣，需考量製造設備與ί &的發,、、、篁，對加入方法與反應溫度進行適當調整。一 本發_結合麵脂⑷，在染色感級樹敝 王體固體成分總質量100中所佔比率，以包含1〇〜8〇7 =佳’ 2G〜70質量部則為更佳。上述範圍能形成在顯^ 不殘留殘渣的塗膜，屬較佳選擇。 本發明的結合劑樹脂（Α)並沒有特別限制，但以其 乙烯換算的重量平均分子量在3〇〇〇〜1〇〇〇〇〇的範圍内為較 ，’在5000〜50000的範圍内為更佳。結合劑樹脂（Α)的重 里平^均刀子里在3000〜100000的範圍，使得顯像時不易發生 膜減少的現象，顯像時非晝素部分的去除性也會有較好的表 現。a In the above Chemical Formula 7, R3 is a lipid, a group or an aromatic hydrocarbon compound which may or may not contain a hetero atom Cl~c2(). The r3 is specifically, for example, a phenyl group, a benzyl group, a naphthyl group, a cyclohexane group, a methyl group, an ethyl group, a propyl group or the like, wherein a benzyl group and a cyclohexyl group are preferred, and these compounds may be used alone. Use 'or choose to mix more than two. 200923582 The non-substituted or substituted alkyl ester compound of the aforementioned unsaturated carboxylic acid is, for example, (mercapto) decyl acrylate, (mercapto) propyl acrylate, (mercapto) butyl acrylate, 2-hydroxyl Ethyl (meth)acrylate, aminoethyl (meth) acrylate, and the like. These compounds may be used singly or in combination of two or more. The above unsaturated carboxylic acid ester compound containing an alicyclic substituent is, for example, (gentleman) cyclopentane acrylate, cyclohexyl (meth) acrylate, % hexyl methacrylate, (meth) acrylate Cycloheptyl ester, cyclooctyl (meth)acrylate, menthyl acetate (meth)acrylate, cyclopentenyl (meth)acrylate, (methyl)propane=cyclohexenyl ester, (fluorenyl)acrylic acid ring Heptenyl ester, (meth)acrylic acid ring, ester, (pentyl vinyl methacrylate, isobornyl (meth)acrylate, decyl (meth) acrylate, adamantyl (meth) acrylate, ( Mercapto) decyl acrylate, pentenyl (mercapto) acrylate, etc. These compounds may be selected or used in combination of two or more. The above carboxylic acid vinyl ester compound is, for example, vinyl acetate or propionic acid These compounds may be used singly or in combination of two or more kinds. The unsaturated butyl butyl (tetra) compound containing an epoxy filament is, for example, 3 and a (methyl acyloxymethyl) ring m 3 _ (methyl _ ugly oxymethyl)-3-ethyl butyl butyl , 3_(methacryloyloxymethyl)_2-methyl, 3-(methylpropyl oxaoxymethyl)_2 dichloromethyl 3oxy/i>2·pentachloroethyl epoxy Ding burning, methyl propylene ugly 2) base oxybutanol, 3-(methyl propyl oxyoxymethyl) 2, 2 - dichloro butyl butyl, ' 3- (methyl propylene oxide Methyl group>2,2,4 trichloroepoxybutene, 3_(methyl-3-milylmethyl)-2,2,4,4-tetrasepoxide, 3_(epoxy heart) Lin Dai Dingxuan, 3_(methylpropanyloxyethyl) 2--5, 乳丁炫, 3# propylpropyloxyethyl)_2_phenyl epoxy)f a milk _3-( Methacryloyloxyethyl}epoxybutane, 3_(f-based;,_-chlorocyclofU(methyl(10) uglyoxyethyl)·2,2,4,4^ gas ΐΐΐί compound can be lion, Alternatively, two or more of the compounds of the invention (A3) having an unsaturated carboxyl group as the carboxylic acid compound having a polymerizable unsaturated double bond are not limited, and may be used singly or in combination of two or more. Specifically, it is a f-carboxylic acid such as acrylic acid, mercaptoacrylic acid, or pallidic acid; fumaric acid, methyl trans-butenedioic acid, fluorenylene T diacid, etc. And an alkaloid of various selenic acids; ω------------------------------------------------------------------- The octapolymerization reactivity and the solubility to the developing solution are preferred. The human L obtained by copolymerization of (4) (A1) to (A3) is also a binder resin (4), wherein (A1) to (A3): The ratio of the constituent component derived from J is preferably in the following range in the bonding surface lipid (4). (Α1) Derived constituent unit (A3) derived from the constituent unit (A3) derived from the derivative unit (A3) Composition unit 2~50 Molar percentage 2~50 Molar percentage 2~70 Molar percentage, ~Work... Bamboo take dry m 2~/υ旲 bucket percentage. In the present invention, the above-mentioned copolymer (4) greening is not limited to human Ϊ (3 2 (A3) for copolymerization, and various conventional polymerizations can be used: a solution polymerization method is preferred. And the polymerization time, the composition _, the ratio, the molecular weight of the target copolymer and the acid value, (4) f 'polymerization at 6 〇 to 130 ° C for 1 to 10 hours is preferred. The upper part - the partial or total 1 polymerization (IV) Put the flask in the flask, or put a part or a whole amount of (A1), (A2), (A3) into the flask. The dissolved solvent is used for the general-purpose radical polymerization. It is tetragas D-fu, H-dimethylethyl glycol, 7-glycol, acetone, methyl ethyl ketone, decyl isobutyl fluorenone, butyl acetoacetate Methyl-propylene glycol acetate s, 3 methoxy- condensed: 曰 ethanol, propanol, n-butanol, ethylene glycol monoisopropyl scale, stone wind μ; early (10) H, xylene, ethylbenzene, gas The above-mentioned solvents may be used singly or in combination of two or more. The polymerization initiator used in the above steps may be added in general. The poly 10 200923582: the bow, the agent 'is not particularly limited. Specifically, it is diisopropyl perbenzoic acid, butyl, benzoyl peroxide, t-butyl isopropyl peroxy, peroxy-tert-pentyl _ 2_,,,,,,,,,,,,,,,,,,,,,,,,,,,,,,,,,,,,,,,,,,,,,,,,,,,,,,,,,,,,,,,,,,,,,,, And other nitriding δ substances: the above compounds can be used in combination or mixed. In order to control the amount of the precursor and the molecular weight distribution, for example, a thiol-based chain transfer agent such as n-dishyl: alcohol, thiohydroacetic acid or mercaptothiol acetic acid, or a diphenyl chloride chain of dimers may be used. Turn the paste. The amount of the styrene dimer or the thiol compound is (4) 卜 (4) ^ (4) 乂 total mass ❹. The above polymerization conditions require consideration of the calorific value of the production equipment and the polymerization, and the addition method and the reaction temperature are appropriately adjusted. a compound having an unsaturated bond and an epoxy group in one molecule (Α4), specifically 1 (meth)acrylic acid glyceryl ether ester, (meth)acrylic acid 3,4_epoxy ring hexane vinegar, (mercapto group) 3,4-epoxycyclohexanemethyl acrylate, methyl glyceryl (meth) acrylate, etc., of which glyceryl (meth) acrylate is preferred. These compounds may be used singly or in combination of two or more. The binder resin (Α) contained in the dyeing photosensitive resin composition of the embodiment of the present invention is a molecule of a copolymer obtained by copolymerization of (Α1), (Α2), (Α3) The compound having a saturated bond and an epoxy group (Α4) is obtained by further reacting. In the copolymer, the binder resin is allowed to be light/thermosetting by an additional (?4). The constituent unit ratio derived from (Α4) in the binder resin (Α4) is preferably from 5 to 80 mol% of the mole number of the constituent component derived from (A3) in the binder resin (Α). Among them, 1〇~7〇% by mole is better. The composition ratio of (Α4) can obtain sufficient photocurability or thermosetting property within the above range, and has excellent sensitivity and pencil hardness. In the embodiment of the present invention, the binder resin (Α) is a copolymer obtained by copolymerizing the above (A1), (Α2) and (A3), and then reacted with (Α4) by, for example, the method described below. Manufacturing. The air in the flask was changed to nitrogen. Further, the photopolymer (A3) is derived from 200923582^ into ingredients_5_8. Mole % by weight (=oxyl reaction catalyst for example (A1) ~ (10) total f amount of yttrium 0. Xie ~ 5% of the benzene benzophenone in the flask, control temperature (photo 4) 0 The reaction with the degree of 1~1G hour can be used to react. As with the polymerization conditions, it is necessary to consider the manufacturing equipment and the hair, the, and the ί, and adjust the addition method and reaction temperature. The ratio of the hair-binding surface fat (4) to the total mass 100 of the solid content of the dye-sensing tree , , , , , = = = = = = = = = = = = = = ' ' ' ' ' ' ' ' ' ' 。 。 。 。 。 。 。 The coating film which does not remain in the residue is preferably selected. The binder resin (Α) of the present invention is not particularly limited, but the weight average molecular weight in terms of ethylene is 3 〇〇〇 1 〇〇〇〇〇. The range is better, 'in the range of 5000~50000 is better. The bonding agent resin (Α) is in the range of 3000~100000 in the knife, so that the phenomenon of film reduction is less likely to occur during development. The removal of non-alzolic parts will also perform better.
結合劑樹脂（Α)的分子量分佈[重量平均分子量（Mw) /^:目，均分子量（Mn)]在15〜6 〇為較佳，18〜4.〇更好( 分子量分佈介於1.5〜6.0時，顯像性會有較好的表現。 金性化合物 本發明之染色感光性樹脂組成物所包含的光聚合性化合 物（B)是光與後述的光聚合引發劑作用而能聚合的化合物， 為例如單官能單體、二官能單體、其他多官能單體等。 光聚合性化合物（B)為了改良染色感光性樹脂組成物的 顯像性、感光度、密著性、表面等問題，可以將相異的兩個或 兩個以上官能基的結構與官能基數之光聚合性化合物混合使 用’這個範圍並沒有限制。 單官能單體具體來說為壬基笨基二乙二醇乙醚丙烯酸 12 200923582 酯、2_羥基-3-苯氧基_丙醇丙烯酸酯、2_乙基己美二 上 醚丙稀酸醋、2-經基丙烯酸乙醋、乙烯基 醇乙 二官能單體具體來說為W己二醇二（=2祕心 乙二醇二(甲基)丙稀酸醋、新戊二醇二（甲基)土丙婦酸酉匕酉曰‘ 3甘?Ϊ戍基)醋、盼甲烷的雙(丙烯酰氧乙基)V j-T基戊底一（甲基）丙婦酸酯等。 其他多官能單體，具體來說為三經甲基 稀咖旨、乙氧基化三經甲基丙烧三(甲基)丙稀“= 化-卿基丙燒二（甲基）丙烯酸g旨、季戊四醇三 ς =，、季戊四醇四（甲基）丙烯_、二季戊四醇五(土甲Α) „、乙氧基化二季戊四醇六（曱基）丙婦酸醋、(土 烯酸醋等。 ）丙坤酸酉曰—季戊四醇六（甲基）丙 其中以二官能以上的多官能單體為較佳選擇。 光聚合性化合物⑻，結合劑樹脂（A)與光 物W的合計質量部100中，通常為H0質^ ^= 的傾的械時’畫素部分的強度與平滑性有漸趨良好 光聚合引發劑icn (c)本躺組成物所包含的統合引發劑 並π有限制，為三嗓系化合物、苯乙酮系化合物、二 ，糸化合物與蔣系化合物所成群組中任選一種以上的化合 二，if述光聚合引發劑（c)之染色感光性樹脂組成物具 ^感光度，以這馳成物所職賴具有良好的畫素部強度 與表面平滑性。 光聚合引發劑（C)若是個光聚合引發辅助劑（C-1)， f將包含上述（C)之染色感光性樹脂組成物具有更高的感 光度’以14種組成物所形成的彩色濾光片能提高生產性，是較 13 200923582 佳的選擇。 —上述三嗪系化合物為例如2,4_雙（三氣甲基）_6_ (4_甲氧 ^苯酚）_1，3,5-三嗪、2,4-雙（三氯甲基）_6_( 4_甲氧基萘）_u，5_ 一秦2,4-雙（二乳甲基）胡椒基_ι，3,5·三嗪、2，心雙（三氯 甲基）-6- (4-甲氧基笨乙烯基）三唤、2,4_雙（三氯甲 基）：6-p- (5-甲基吱喃_2_啥琳基）乙烯基H,3,5_三噪一、之4_ 雙（二氯甲基）-6-[2·(咬喃_2_料基）乙烯私j’w三唤、 2」4-雙（三氯甲基）_6_[2_ ( 4_二乙氨基_2_甲苯基）乙婦基]^义5· =嗪、2,4_雙（三氯甲基）_6-[2- (3,4-雙甲氧基苯盼）乙烯 基]·1，3,5·三嗪等。 巧 "^述^乙酮系化合物為例如二乙氧基苯乙酮、2_氫氧基-2 曱，-苯基苯細、苯偶酰二甲基綱、2•氫氧基]邻·經基 乙氧基)-2-甲基苯丙酮、μ羥基環己基苯酮、2_曱基_丨_ (4-曱 硫基苯基）-嗎琳_1_丙酮、2-苯甲基-2·二甲氨基+ (4_嗎琳苯 基）-1-丁酮、2-羥基_2曱基（1_曱基乙烯基）苯基]丙酮 的低聚物等。苯乙_系化合物為例如下列化學式8所表示的化 合物。 <化學式8>The molecular weight distribution of the binder resin (Α) (weight average molecular weight (Mw) / ^: mesh, average molecular weight (Mn)] is preferably 15~6 ,, 18~4. 〇 better (molecular weight distribution is 1.5~) In the case of the present invention, the photopolymerizable compound (B) contained in the dyeing photosensitive resin composition of the present invention is a compound which can be polymerized by the action of a photopolymerization initiator to be described later. For example, a monofunctional monomer, a difunctional monomer, or another polyfunctional monomer. The photopolymerizable compound (B) is used to improve the developability, sensitivity, adhesion, surface, and the like of the dyed photosensitive resin composition. The structure in which two or more functional groups are different can be mixed with a functional group photopolymerizable compound. The range is not limited. The monofunctional monomer is specifically a decyl-based diethylene glycol ether. Acrylic acid 12 200923582 Ester, 2-hydroxy-3-phenoxy-propanol acrylate, 2-ethyl hexamethylene acetonate, 2- methacrylic acid acetate, vinyl alcohol ethane difunctional monomer Specifically, it is W hexanediol II (= 2 secret glycol 2 (Methyl) acrylate vinegar, neopentyl glycol di(methyl) propyl acetophenate 3 '3 Ϊ戍 Ϊ戍 )) vinegar, bis (acryloyloxyethyl) V jT group Penta-mono(methyl)propionate, etc. Other polyfunctional monomers, specifically trimethyl sulfonate, ethoxylated tri-methyl propyl tris(methyl) propylene "=乙-卿基丙烧二(methyl)acrylic acid g, pentaerythritol triterpenoid =, pentaerythritol tetrakis(meth)propene _, dipentaerythritol five (mung guanidine) „, ethoxylated dipentaerythritol hexa Cyan vinegar, (organic acid vinegar, etc.) 丙 丙 丙 季 季 季 季 季 季 季 季 季 季 季 季 其中 其中 其中 光 光 光 光 光 光 光 光 光 光 光 光 光 光 光 光 光 光 光 光 光 光In the total mass portion 100 of the resin (A) and the light material W, the intensity and smoothness of the pixel portion of the pixel portion of the H0 mass ^ ^ = is generally good. The photopolymerization initiator icn (c) lies. The integrated initiator contained in the composition is limited by π, and is a group selected from the group consisting of a triterpenoid compound, an acetophenone compound, a diterpene compound, and a Chiang series compound. The above-mentioned compound 2, if the photopolymerization initiator (c) is dyed, the photosensitive resin composition has a sensitivity, and the lens has a good pixel strength and surface smoothness. (C) In the case of a photopolymerization initiating auxiliary (C-1), f is a color filter comprising the dyeing photosensitive resin composition of the above (C) having a higher sensitivity. Improving productivity is a better choice than 13 200923582. - The above triazine compound is, for example, 2,4_bis(trimethylmethyl)_6_(4-methoxyxophenol)_1,3,5-triazine, 2 ,4-bis(trichloromethyl)_6_(4-methoxynaphthalene)_u,5_monomethyl 2,4-bis(dilacmethyl)piperidinyl_ι,3,5·triazine, 2, heart Bis(trichloromethyl)-6-(4-methoxy stupidyl) triplox, 2,4-bis(trichloromethyl):6-p-(5-methylpyran-2-e) Linki) vinyl H, 3, 5_ three noise one, 4_ bis (dichloromethyl)-6-[2·(biting _2_2_ material base) vinyl private j'w three calls, 2" 4 - bis(trichloromethyl)_6_[2_(4_diethylamino_2-tolyl)ethylglycosyl]^yi 5· =azine, 2,4_bis(trichloromethyl)_6-[ 2-(3,4-Dimethoxyphenan)vinyl]·1,3,5·triazine, and the like. Qiao<^^^^^^^^^^^^^^^^^^^^^^^^^^^^^^^^^^^^^^^^^^^^^^^^^^^^^^^^^^^^^^^^^^^^^^^^^^^^^^^^^^^^^^^^^ ·Phenylethoxy)-2-methylpropiophenone, μhydroxycyclohexylbenzophenone, 2_fluorenyl-丨-(4-indolethiophenyl)-Merlin-1_acetone, 2-phenyl An oligomer of keto-dimethylamino+(4-cylinylphenyl)-1-butanone or 2-hydroxy-2-indolyl (1-nonylvinyl)phenyl]acetone. The phenethyl compound is, for example, a compound represented by the following Chemical Formula 8. <Chemical Formula 8>
Ο N \__JΟ N \__J
N R4 上述化學式8中，^〜仏各自獨立，由氫原子、齒素原子、 ^二〜Cl2的烧基置換的苯基、可用Cl〜&的烧基 置換的本甲基、可用Cl〜Cl2眺基置換的萘基表示。 化學式8所表示的化合物，具體來說為例如2_甲基_2_胺 基（4-嗎啉基苯基）乙酮、2_乙基_2•胺基（4_嗎啉基苯基）乙 酮2丙基_2-版基（4_嗎琳基苯基）乙_、2_丁基_2_胺基（4_ 嗎啉基苯基）乙酮、2-甲基_2_胺基（4-嗎啉基苯基）丙^ 2- 200923582 甲基冬胺基（4·嗎淋基苯基）丁_、2•乙基_2_胺基（七嗎 苯基）丙酮、2-乙基-2-胺基（4-嗎啉基苯基）丁酮、2_ 甲基胺基（4-嗎琳基苯基）_、2甲基_2_二甲基胺基< = ^基苯基）酬、2·甲基·2.二乙基胺基（4_鱗基苯基）丙^ 寻。 上述二咪唑系化合物為例如2,2, _二(2_氨笨基 -四苯基二啦坐、2,2’ -二(2,3·二氨苯基)_4,4,，5,5, _四笨基’二 ίΆ2’ 二(2_氨苯基Μ，4’，5,5,-四（對烷氧苯基）二口米 _二^氨苯基Μ，5,5’ 四（三對烧氧苯基）二咪 f，5,5位置的苯基可驗氧置_二料化合物 專。上述化合物中的2,2，-二(2_氨苯基)_4,4，，5,5，_四苯基二味嗤、 ，--(2,3-二氨苯基)-4,4’，5,5,-四苯基二味唾為較佳選擇。 等所化合物為例如下列化學式9、ig、11所表示的化合物 <化學式9>N R4 In the above Chemical Formula 8, each of which is independently a hydrogen atom, a dentate atom, a phenyl group substituted with a decyl group, a phenyl group which may be substituted with a decyl group of Cl~& The naphthyl group represented by the Cl2 fluorenyl group. The compound represented by Chemical Formula 8, specifically, for example, 2-methyl-2-amino (4-morpholinylphenyl)ethanone, 2-ethyl-2-amino group (4-morpholinylphenyl) Ethylketone 2 propyl 2 - group (4 morphinyl phenyl) ethyl _, 2 butyl -2-amino (4 morpholinyl phenyl) ethyl ketone, 2-methyl 2 _ Amino (4-morpholinylphenyl)propene 2- 2-200923582 Methyl-glycolyl (4·N-Phenylphenyl) butyl, 2-ethylidene-2-aminol (heptaphenyl)acetone, 2-ethyl-2-amino (4-morpholinylphenyl) butanone, 2-methylamino (4-morphinylphenyl)-, 2-methyl-2-dimethylamino group < = ^ phenyl phenyl), 2 · methyl · 2. diethylamino (4 _ phenyl) propyl ^. The above diimidazole-based compound is, for example, 2,2, bis(2-aminophenyl-tetraphenyl bis-sodium, 2,2'-bis(2,3·diaminophenyl)-4,4,5, 5, _四笨基'二ίΆ2' bis(2_aminophenyl hydrazine, 4',5,5,-tetra(p-alkoxyphenyl) two-millimeter _di-aminophenyl hydrazine, 5,5' Tetrakis (three pairs of pyrithione phenyl) dimi-f, 5, 5 position of phenyl can be tested for oxygen - two compounds. 2,2,-di(2_aminophenyl)_4,4 in the above compounds , 5,5,_tetraphenyl dimiso, , --(2,3-diaminophenyl)-4,4',5,5,-tetraphenyl di-salt is preferred. The compound is, for example, a compound represented by the following Chemical Formula 9, ig, and 11 <Chemical Formula 9>
<化學式1〇> <化學式11> 15 200923582<Chemical Formula 1〇><Chemical Formula 11> 15 200923582
他光聚人果的前提下，可以併用本領域習用的其 物、他的光聚合引發劑為例如安息香系化合 塞慨系化合物系化合物、多官 4。上述這些化合物可以單獨選用，或將兩種以 安息香系化合物為例如安息香、安息香曱醚、安自、香乙 醚、安七香丙醚、安息香丁醚等化合物。 “ 一笨曱酮系化合物為例如二苯甲酮、鄰苯甲醯苯甲酸曱 ，、4-苯基二苯_、4-苯甲酿冰曱基二笨硫轉、3,3，，4,4，-四_ (過 乳化新癸酸叔丁基）二苯曱酮、2,4,6三甲基二苯甲酮等化合 物等。 嗟嘲酮系化合物為例如2_異丙基硫^塞销、2,4_二乙基售 哇酮、2,4·—氯基t細、丨氯_4_丙氧基皆塞销等化合物。 ^蒽系化合物為例如9，1〇-二甲氧基蒽、2_乙基·9,1〇_二甲氧 基惠、9，10-二士氧基蒽、2_乙基_9，1〇_二乙氧基蒽等化合物。 多g月b硫醇化合物為例如三_(3_硫醇氧代丙氧基)乙基-異 氰尿酸酯、二經甲基丙烧三_3·硫代丙酸酯、季戊四醇四·3_硫 代丙酸酯、二季戊四醇四-3-硫代丙酸醋等。 其，還有雙(2,4,6-三甲基苯甲醯基)_苯基氧化膦、1〇_ 丁基 •2-氯氮蒽網、2·乙基蒽醌、苯甲基、9，ι〇_菲二酮、樟腦醌、苯 甲酰甲酸甲酯、二茂鈦化合物等其他光聚合引發劑。 此外，光聚合引發劑（C)可以與光聚合引發輔助劑) 16 200923582 合併使用。 丄光聚合引發輔助劑（CM)採用胺類化合物、羧酸化合物 ，較^。光聚合引發輔助劑中的胺類化合物，具體來說為例如 二乙醇胺、甲基二乙醇胺、三異丙醇胺等脂肪族胺類化合物， 4-二甲胺基安息香酸曱g旨、4_二曱胺基安息香酸乙酯、4_二曱 胺基安息香酸異戊S旨、4-二甲絲安息香酸乙基己g旨、2_二甲 胺基安息香酸乙酯、Ν,Ν-二甲基對甲苯胺、4,4，_雙（二曱胺基） 二苯甲酮、4,4’·二（Ν，Ν’二甲胺基）_二苯甲_、4,4，_雙（二乙 胺基）二苯甲畔芳香族胺類化合物。胺類化合物中 香族胺類化合物為較佳。 叛酉文化合物具體來說為苯疏乙酸、甲基苯硫乙酸、乙基苯 硫乙，、甲乙基苯硫乙酸、二甲基苯硫乙酸、甲氧基苯硫乙酸、 二:氧基严，乙酸、氯代苯硫乙酸、二氣代苯硫乙酸、Ν_苯基 甘氨酸、笨氧乙酸、萘基硫代乙酸、Ν_萘基甘氨酸、萘氧乙 等芳香族雜乙酰基酸類化合物。 μ 光聚合引發劑（C)的使用量，是以結合劑樹脂（a)应 光聚合性化合物（B)合計為刚的質量部巾佔αι〜4 ^ 部，以1〜30%為較佳。光聚合引發輔助劑⑹）的使用 也是在上述基準下’為0.1〜50質量部，且以卜如f量 較佳。 巧 光聚合引發劑（c)若是在上述範gj内，職色感生 脂組成物呈現高感光度化，使用__物形成㈣素部份^ 強度與表面平雜也會有良好的表現，是較佳的選擇。g 合引發輔助劑（CM)的使用量料上述範_ $ =月旨組成物會有更高的感光度，使用這種組成物形成的$ 濾光片的生產性也會提高，是較佳的選擇。 巴 盞色材料（D) ，發明所使用的染色材料⑼為一般的顏料，在 散抵抗所使用的有機顏料或無機顏料為較佳選擇。根據需要& 17 200923582 可以使用染料，這些都包含在本發明的範圍内。 無機顏料為金屬氧化物與金屬錯合物等金屬化合物，具體 來說為鐵、鈷、I呂、鎘、鉛、銅、鈦、鎂、鉻、亞鉛、銻等金 屬的氧化物或複合金屬氧化物等。 上述有機顏料與無機顏料，具體來說為根據『色彩索引』 (英國染料及色夠學會出版）對㈣進行分_化合物，更 進一步來說則包含下列色彩索引（C.L)編號的顏料，但並非 僅限於此。 C.I.顏料黃 20、24、3卜 53、83、86、93、94、109、110、 117、125、137、138、139、147、148、150、153、154、166、 173、180 與 185 ; C.I.顏料橙 13、31、36、38、40、42、43、51、55、59、 61、64、65 與 71 ; C.I.顏料紅 9、97、105、122、123、144、149、166、168、 176、177、180、192、215、216、224、242、254、255 與 264 ; C.I.顏料紫 14、19、23、29、32、33、36、37 與 38 ; C.I.顏料藍 15(15:3、15:4、15:6 等）、2卜 28、60、64 與 76 ; ’、 C.I.顏料綠 7、10、15、25、36、47 與 58; C.I.顏料棕28 ; C.I.顏料黑1與7等。 這些染色材料（D)可以單獨使用，或是混合兩種以上使 用。這些純材料（D)的含量錢级紐細旨組成物中的 固體成分之質量分率為3〜6G%，在5〜55%的範圍為較佳。 染色材料（D)的含量在上述基準3〜6〇%的範圍内，就算薄 膜形成也能讓晝素有足夠的色濃度，由於顯像時非畫素部分的 去除性不降低，使殘渣不易發生，是較佳的選擇。 签劑（E) 本發明染色感光性樹脂組成物所包含的溶劑（E)並沒有 18 200923582 染色感光性樹脂組成物領域所使用的各種有機溶劑 ，具體來說為乙二醇單甲醚 、乙二醇單乙醚、乙二醇單兩 一醇單丁醚等乙二醇單烧醚類，二乙二醇二曱趟、二乙 二乙二丙醚、二乙二醇二丁醚等二乙二醇二 喊ί咖H ’丙，二醇單甲鍵乙酸酉1、丙稀乙二醇單乙 甲氣美二J稀乙一醇單丙峻乙酸醋、乙酸曱氧基丁醋、乙酸 三甲it ί稀基乙二醇燒喊醋酸類，苯、甲苯、二甲苯、均 ψ ro方香烴類，丁酮、丙酮、曱基戊基曱酮、曱基显丁美 ，乙醇、丙醇、丁醇、己醇、 等酯類，乙乳基丙酸乙醋、曱氧基丙酸乙醋 日頰丁内酯等環狀酯類。 3-甲氧基丙ίΪίίί _、環Μ、3_6氧基丙酸乙酷、 用。上述溶劑⑻可以單獨選用，或是選用兩種以上混合使 在舍色感光性樹脂組成物中的溶劑⑻含量，通常 成物的總量中的質匕 述基準的6〇〜90%範圍内量在上 狹縫與旋轉式塗佈機、_塗佈機、 機）、喷墨式塗佈機等塗稱狹縫模具式塗佈 塗佈性，為較佳選擇。x 4丁塗佈時’都展現出良好的 遂:加齊I m 19 200923582 劍色感光性樹馳成物，可錢需要併用充填 化合物、硬倾、麟分散劑、密著促進劑、' 抗乳化劑、紫外線吸收劑、抗凝集劑等添加劑（F)。 充填劑具體來說為例如玻璃、無水魏、氧化銘等。 耸麻ίϋίΐ子化合物具體來說為環氧樹脂、馬佩亞胺樹脂 乙湘旨 '聚丙烯酸脂、聚乙二醇單細、 丙稀酉議絲®a、聚s旨、聚氨_熱可雜樹脂。 環負為Hi深部硬化與機械性強度而制，其包含有 丁燒化=等能異氛酸醋化合物、三聚氰胺化合物、環氧 化紛ϋ環氧化合物為例如齡甲烧系環氧樹月旨、氫 Γ缩m、其他_環氧樹脂、^族i ^化脂、縮7諸油胺系樹脂，還有環氧樹脂的 ί芳香族=月曰與其漠化衍生物之外的脂肪族、環脂族 烧、環氧丁炫化合物為例如碳酸雙環氧丁 ^丁;：甲=_丁貌、己二酸雙環氧丁烧、對笨二甲酸酉旨環 氧丁展：％己一甲酸環氧丁烧等。 環氧物的魏基'環氧丁炫化合物的 助介人私*架進仃改％聚合，而包含硬化辅助化合物。硬化輔 酸、多價羧酸無水物、酸發生劑等。 ΓΑΒΕΚΑ (adeka iHH700」（新日本理化公司製）等。上述硬化 獨選用，或是選擇兩種以上混合使用。 麟分散劑可選用市面販賣的介面活性劑，例如石夕氧樹脂 20 200923582 系、氟系、酯系、陰離子系、非離子系、陽離子系、陰陽兩性 等介面活性劑。上述材料可單獨選用，或選擇兩種以上混合使 用。介面活性劑為例如聚氧乙烯烷醚類、聚氧乙烯辛基苯基醚 類、聚乙一醇一醋類、山梨糖醇酐脂肪酸醋類、脂肪酸修飾聚 酯類、3級胺修飾聚氨酯類、聚乙烯亞胺類等，其他商^則為 「kp」（信越化学卫業（株）製）、「POLYFL〇w」（共栄化学 (株）製）、EFTOP」（卜—y八*7。口夕、、夕7社製）、 「MEGAFAC」（大日本職丁化学工業（株）製）、「F1〇urad」 (住友3M (株）製）、「Asahi guard」、「Surflon」（以上為旭硝 子（株）製）、「SOLSPERSE」（Zeneca (株）製）、「efkA」 (EFKACHEMICAL社製味之素（株）製）等。 __後著促進劑具體來說有乙烯基三甲氧基石夕燒、乙稀基三乙 氧基石夕烷、乙烯基三（2_甲氧基乙氧基）矽烷、N_ (2-胺乙"基） 胺丙基曱基二甲氧基魏、Ν· (2_胺乙基）_3_胺丙基三甲 氧，矽烧、3_胺丙基三乙氧基石夕院、3_縮水甘油鍵氧基丙基三 曱氧基石夕烧、3-縮水甘油驗氧基丙基甲基二甲氧基石夕炫、2_ (3,4-環氧環己基）乙基三甲氧基魏、3_氯丙基甲基二甲氧 院、3_氣丙基三甲氧基魏、3_甲基丙烯酰氧基丙基三甲 ，土魏、3-，醇丙基三甲氧基魏、3_異氰酸g旨丙基三甲氧 基矽烷、3-異氰酸酯丙基三乙氧基矽烷等。 這些密著促進劑可以單獨選用，或是選擇兩種以上混合使 用。 抗蝕劑（resist)固體部分對比濃度通常為〇〇1〜1〇質量 /，以0.05〜2的質量％為較佳。 、 劑具體來說有2,2，_硫雙(4_甲基_6_叔丁絲）、2,6_ 一叔丁基-4-甲紛等受阻齡系。 5收劑具體來說有2_ (3_叔丁基_2·經基_5·甲苯基） 虱本二虱唑、烷氧基苯鲖等。 抗凝集劑具體來說為聚丙烯酸鈉等。 t發明之染色感光性樹脂組成物可由例如以下方法來調 21 200923582 料、（D)與準備好的溶劑⑻混合，使染色材 將JL八僅為〇.2微米（以下’利用研磨機等設備 *時，依需要使用顏料分散劑，或配合使用一部份 ίίίΐΐ合劑樹月旨（A)，而得到分散液（以下也稱為研磨 i料r剩下的結合劑樹脂（a)、光聚合性化合物（b) ϊ追加二劍祐，、(c)混合’根據需要加入其他成分’並依需 樹脂良、翻輕濃度，就錢制所要㈣色感光性 以下指的染色感絲樹脂組成物的®樣形成方法在 a . ΐίΓΓί的染色感絲細旨域物的®樣形成方法 :π it材上塗佈前述的染色感光性樹脂組成物，並選定該毕 成物的一部份進行曝光，再將該染色= 月曰組成物的曝光區域或非曝光區域去除。 圈索例Ϊ3Γ猶在基材上塗佈，進行光硬化與顯像而形成 圖案、’並可使用黑矩陣或染色晝素。 又 薄片?塗佈在基材（沒有限制，通常為玻璃或石夕 、、、二由如的千仃姐歸，將光罩與基板在正確 用光罩對轉賴（Mask Alignel0或步 ^ ^父佳。之後’將已硬化的塗膜接觸鹼性水溶液，使非H領 2Τί?Ϊ!Γf〇 〇 t150： 2州度持績10〜60分鐘施行後乾燥程序。 光後醜像所制的顯像液，—般是採用包含驗 性化合物與介面活性劑的水溶液。 休用I S驗 驗性化合物係選自無機與有機驗性化合物 無機驗性化合物具體來說為例如氫氧化鈉、氫氧化卸、磷 22 200923582 酸氫二鈉、磷酸二氫鈉、磷酸氫二銨t 鉀、矽酸鈉、矽酸鉀、碳酸鈉、碳酸鉀 ·;，鉍、w酸二氫 硼酸鈉、猶鉀、氨等。如文鉀碰虱鈉、碳酸氫鉀、 有機驗性化合齡體來說為例如氫氧化 乙基三帽、一甲基胺、二甲基胺、 一，一搜基 乙基胺、三乙基胺、-異丙基胺、二異丙1胺 H: =機與無麟性化合物可_翻，或是選擇兩=2混= 料百錢聽在_〜 非離子系介面活性劑具體來說為聚氧乙嫌 稀芳基醚、聚氧乙職基芳基趟、其他聚氧;生 浠/氧丙烯_共聚合體、山梨糖醇酐脂肪_旨^ ^ ，糖醇酐脂肪義、聚氧乙稀山_醇脂肪麵、甘油脂= 酯、聚氧乙烯肪酸酯、聚氧乙烯烧基胺等。 子系ί面活性劑具體來說為例如月桂醇硫酸醋鈉或 油醇硫酸輯硫_旨_，十二烧基硫_或十 ^硫酸，等烧基硫酸鹽類’十二基苯俩鈉或十二基萘續酸納 等烧基芳基績酸鹽類等。 陽離子系介面活性劑具體來說為例如十八胺鹽酸鹽或十 二烷基三曱基氯化銨等銨鹽類，或第四級敍鹽等。 這些介面活性劑可單獨選用，或選擇兩g以上混合使用。 鹼性顯像液中的介面活性劑的質量百分濃度通常為001 〜10%的範圍，以0.05〜8%為較佳，αι〜5%為更佳。 本發明的彩色濾光片在以下說明。 本發明之彩色濾光片為包含上述染色感光性樹脂組成物 以既定圖樣曝光、顯像而形成的彩色層為其所包含的特徵。 染色感光性樹脂組成物的圖樣形成方法前面已經提過，在 23 200923582 ^省ίιΓ細說明。依照前述方法，染色感光性樹脂溶液的塗 Ξ所得严的乾燥塗膜上進行圖樣化曝光域顯像， 、rt老·^的會得到感光性樹脂組成物中相當於染色材料顏 3直，黑矩陣。且這種操作以彩色滤光片需要的顏色數目 姑二色遽光片。彩色遽光片的結構與製造方法在本 技術領域疋公知常識，在此不再贅述。 一般的彩色濾光片是將黑矩陣以及紅色、綠色與藍色三原 在基板上’使用本發明之染色感光性樹脂組成物所 f於特定某顏色的染色材料，經由上述的操作方式而 色的黑鱗或晝素，其他顏色麵的方式就能夠 :板士配置黑矩陣與三原色畫素。當然，黑矩陣與三原色中 色、兩色或二色’都適用於本發明之染色感光性樹脂 組成物。 出w做為遮光層的黑矩陣，也可以朗本發明染色（染 ΐΐϋ絲性細旨’但若是形賴如鉻，黑矩陣的形成 就不吊要採用染色感光性樹脂組成物。 ，用本發明‘色感^性樹脂組成物來製造的彩色淚光 i 面内的膜厚差小，例如膜厚為1〜3/zm，則内面膜“ 的-以下’甚至可為G.Q5/Zm以下。因此，經此所製成 署具有良好的平雜，而且將其卿色減顯示裝 置、、且a，可製成品質優良的液晶顯示裝置。 示^發明的_要求也包含具備上述彩色滤光片的液晶顯 ^發明之液晶顯示裝置除了具備上述彩色濾、以外，其結 =本技術領域是屬於公知常識。也就是說，可細本發明之 =遽光>|的液晶顯示裝置制於本發明的細。例如配備薄 既體（tft)、畫素電極與配向層之對向電極基板，依照 隔相對配置，在間隙部分注入液晶材料而成液晶層之穿 式液晶顯不裝置。彩⑽光片的基板與染色層間設置反射層 24 200923582 之反射型液晶顯示裝置也包含在内。 或者疋例如在彩色濾光片的透明電極上結合TFT基 以及包含在TFT基板與彩战光#之重疊位置 組之液ΐ顯f ί置。上述TFT基板具有以遮光親 將彩色滤光片周圍表面包圍之外部框架，在外部框架内 附著線液晶喊之液晶層，液晶層的各區塊具有之許多個 ίί電極形成之透明玻璃基板，以及透明玻璃基板ί出 表面上形成之偏光板。 ，光，為垂直具有橫切之偏光方向，由聚醋酸乙稀醋之有 基材料所構成。許多個晝钱極各自與TFT基 ，成的複數個TFT相連接。如果特定的畫素電極 =的電位差，則既定的電壓也適祕特定畫素電極與透明電極 二壓形成之電場在液晶層的特定晝素電極中的適 虽£塊的配向會改變。 <實施例> 如以下所示，本發明根據實施例再進一步詳述，但 t 算是-個舉_範，本發明之範圍祕受限於實郷 明的範暇根據糊申請綱所記载之内容，且專 的記載與均等的意義以及範_的所有變更都包含在内 外’下面所表示的含量為「％」與「部」（質量 別提及時，皆以質量絲準。 <樹脂Α的合成〉 配備攪拌機、具有溫麟_流冷凝f、魏漏斗以及氣 氟導管於燒瓶’將2-苯硫基丙烯酸乙酯52克（〇乃 歸酸苯甲酯44克（0.25莫耳）、曱基丙烯酸129克、(〇15'草 ^)、乙烯基甲苯4L3克（0.35莫耳）、過氧_2_乙基己酸叔丁 巧4克、丙二醇甲醚醋義（PGMEA) 4()克投人單體滴 斗後，攪拌混合作好準備，再將十二硫醇6克、PGMEA24克 25 200923582 加入鏈轉移劑滴液槽進行攪拌混合。徭 腦EA 395克，把燒瓶内龄氣換成氮ί ，提高到攝氏90度。接下來把單體與鏈轉移』 開始滴液，滴液保持在攝氏90度持續兩小時，然後在iOn the premise that it is concentrated on the human fruit, it is possible to use a combination of the photopolymerization initiator and the photopolymerization initiator in the art, for example, a benzoin-based compound of a compound system, and a plurality of officials. These compounds may be used singly or as a compound of the benzoin-based compound such as benzoin, benzoin oxime, acesulfame, styrene, heptaerythritol, benzoin or the like. "A clanky ketone compound is, for example, benzophenone, phthalic acid bismuth benzoate, 4-phenyldiphenyl _, 4-phenyl sulphate, sulphur, sulphur, 3, 3, 4 , 4,-tetra-(per-emulsified t-butyl neodecanoate), a compound such as dibenzophenone, 2,4,6-trimethylbenzophenone, etc. The oxime-based compound is, for example, 2-isopropylthio ^ Plug-in, 2,4_diethyl sulphonate, 2,4--chloro-t-thin, chloro- 4-propoxy-salt, etc. Compounds such as quinone compounds are, for example, 9,1 〇- A compound such as dimethoxy hydrazine, 2-ethyl-9, 1 fluorene dimethoxy oxime, 9,10-dioxaxy fluorene, 2-ethylidene-9,1 fluorene diethoxy hydrazine. The multi-g-b thiol compound is, for example, tris-(3- mercaptooxypropoxy)ethyl-isocyanurate, di-methylpropanol tris-3·thiopropionate, pentaerythritol IV· 3_ thiopropionate, dipentaerythritol tetra-3-thiopropionic acid vinegar, etc. It is also bis(2,4,6-trimethylbenzylidene)-phenylphosphine oxide, 1〇_ Other photopolymerization initiators such as butyl-2-chloroazanet, 2·ethyl hydrazine, benzyl, 9, oxime phenanthroline, camphorquinone, methyl benzoylformate, and titanocene compound . Further, the photopolymerization initiator (C) may be used in combination with a photopolymerization initiation aid) 16 200923582. The photopolymerization initiation assistant (CM) is an amine compound or a carboxylic acid compound, which is used in a photopolymerization initiation aid. The amine compound is specifically an aliphatic amine compound such as diethanolamine, methyldiethanolamine or triisopropanolamine, 4-dimethylaminobenzoic acid 曱g, 4-diamine benzoic acid B Ester, 4-diammonium benzoic acid isoamyl S, 4-dimethyl benzoic acid ethylhexyl, 2-dimethylamino benzoic acid ethyl ester, hydrazine, hydrazine-dimethyl-p-toluidine, 4,4,_bis(diamidoamine)benzophenone, 4,4'.di(anthracene, Ν'dimethylamino)-diphenylmethyl, 4,4, bis(diethylamino) a diphenylmethyl aromatic amine compound. An aromatic amine compound is preferred among the amine compounds. The treason compound is specifically phenyl acetoacetic acid, methyl phenyl thioacetic acid, ethyl phenyl thioacetate, and methyl ethyl bromide. Benzothioacetic acid, dimethyl benzene thioacetic acid, methoxy phenyl thioacetic acid, bis: oxy, acetic acid, chlorophenyl thioacetic acid, dioxobenzene thioacetic acid, An aromatic heteroacetyl acid compound such as Ν-phenylglycine, phenoxyacetic acid, naphthylthioacetic acid, Ν_naphthylglycine, naphthyloxyethyl b. The amount of the photopolymerization initiator (C) used is a binder. The resin (a) should be a photopolymerizable compound (B) in a total mass portion of the mass portion, preferably 1 to 30%, and the photopolymerization initiating auxiliary (6)) is also used under the above criteria. It is preferably 0.1 to 50 parts by mass, and is preferably in the amount of b. If the photopolymerization initiator (c) is in the above-mentioned range gj, the color component of the occupational color is highly sensitive, and is formed using __ (4) The strength of the element ^ and the surface level will also have good performance, which is the better choice. The use of the g-initiating adjuvant (CM) is higher than the above-mentioned composition, and the productivity of the filter formed by using the composition is also improved. s Choice. The bark material (D), the dye material (9) used in the invention is a general pigment, and an organic pigment or an inorganic pigment used in the dispersion resistance is preferred. Dyes may be used as needed & 17 200923582, and these are all included in the scope of the present invention. Inorganic pigments are metal compounds such as metal oxides and metal complexes, specifically oxides or composite metals of metals such as iron, cobalt, I, cadmium, lead, copper, titanium, magnesium, chromium, lead, and antimony. Oxide, etc. The above organic pigments and inorganic pigments are specifically classified according to the "Color Index" (British Dyes and Colors Society) (4), and further include the following color index (CL) number pigments, but not Limited to this. CI Pigment Yellow 20, 24, 3, 53, 83, 86, 93, 94, 109, 110, 117, 125, 137, 138, 139, 147, 148, 150, 153, 154, 166, 173, 180 and 185 CI Pigment Orange 13, 31, 36, 38, 40, 42, 43, 51, 55, 59, 61, 64, 65 and 71; CI Pigment Red 9, 97, 105, 122, 123, 144, 149, 166 , 168, 176, 177, 180, 192, 215, 216, 224, 242, 254, 255 and 264; CI Pigment Violet 14, 19, 23, 29, 32, 33, 36, 37 and 38; CI Pigment Blue 15 (15:3, 15:4, 15:6, etc.), 2, 28, 60, 64, and 76; ', CI Pigment Green 7, 10, 15, 25, 36, 47, and 58; CI Pigment Brown 28; CI Pigment black 1 and 7, etc. These dyeing materials (D) may be used singly or in combination of two or more. The content of the pure material (D) is preferably 3 to 6 G% in the solid content of the composition, and is preferably in the range of 5 to 55%. The content of the dyeing material (D) is in the range of 3 to 6 % by weight of the above-mentioned standard, and even if the film is formed, the color of the halogen can be sufficiently increased, and the residue of the non-pixel portion is not lowered during the development, making the residue difficult. Occurs, it is the better choice. Signing agent (E) The solvent (E) contained in the dyeing photosensitive resin composition of the present invention does not have any organic solvent used in the field of dyeing photosensitive resin composition, specifically ethylene glycol monomethyl ether, Ethylene glycol monobutyl ether such as diol monoethyl ether, ethylene glycol mono-monohydric alcohol monobutyl ether, diethylene glycol dioxime, diethylenediethylenedipropyl ether, diethylene glycol dibutyl ether, etc. Glycol II shouted ί 咖 H ' propyl, diol monomethyl bond acetate 酉 1, propylene glycol monoethylene gas mei 2 J diethylene glycol monopropyl acetate vinegar, acetic acid methoxy butyl vinegar, acetic acid trimethoate ίEthyl glycol screams acetic acid, benzene, toluene, xylene, argon rofang hydrocarbon, butanone, acetone, decylpentanone A cyclic ester such as an alcohol, a hexanol or the like, an ethyl acetoacetate, an ethyl acetoacetate or a acetophenone lactone. 3-methoxypropyl ίΪίίί _, Μ Μ, 3_6 oxypropionic acid ethane cool, used. The solvent (8) may be used singly or in combination of two or more kinds, and the solvent (8) content in the color-sensitive photosensitive resin composition is usually in the range of 6 〇 to 90% in the total mass of the product. It is preferable to apply a slit die coating coating property such as an upper slit, a spin coater, a coater, or an inkjet coater. When x 4 is coated, it shows a good flaw: Jiaqi I m 19 200923582 Sword color photosensitive tree chic, can be used together with filling compound, hard tilting, lining dispersant, adhesion promoter, 'anti- Additives (F) such as emulsifiers, ultraviolet absorbers, and anti-aggregating agents. The filler is specifically, for example, glass, anhydrous Wei, oxidized or the like.耸 ϋ ϋ ϋ ΐ ΐ 化合物 化合物 化合物 化合物 化合物 化合物 环氧树脂 环氧树脂 环氧树脂 环氧树脂 环氧树脂 环氧树脂 环氧树脂 环氧树脂 环氧树脂 环氧树脂 环氧树脂 环氧树脂 环氧树脂 环氧树脂 环氧树脂 环氧树脂 环氧树脂 环氧树脂 环氧树脂 环氧树脂 环氧树脂 环氧树脂 环氧树脂 环氧树脂 环氧树脂 环氧树脂 环氧树脂 环氧树脂 环氧树脂 环氧树脂 环氧树脂 环氧树脂 环氧树脂 环氧树脂 环氧树脂 环氧树脂 环氧树脂 环氧树脂Miscellaneous resin. The ring is made of Hi deep hardening and mechanical strength, and includes a butyl sulphide = isomeric sulphuric acid vinegar compound, a melamine compound, and an epoxidized bismuth epoxy compound. Hydrogen contraction m, other _ epoxy resin, ^ family i ^ lipid, condensed 7 oleylamine resin, as well as epoxy resin of the epoxy = moon 曰 and its desertification derivatives other than aliphatic, ring The aliphatic burned or epoxidized compound is, for example, dibutyl epoxide;: a = _ butyl phenate, adipic acid bis-butyl butyl sulphide, bismuth dicarboxylic acid oxime oxime: % hexamethylene carboxylic acid Epoxy butyl baking and the like. The epoxide of the Wei Ke 'epoxy butyl compound promotes the viscous % polymerization and contains the hardening auxiliary compound. Hardened auxiliary acid, polyvalent carboxylic acid anhydride, acid generator, and the like. Ade (adeka iHH700) (manufactured by Nippon Chemical and Chemical Co., Ltd.), etc. The above hardening is used alone or in combination of two or more. Lin dispersant can be selected from commercially available surfactants, such as Shixia Oxygen Resin 20 200923582, Fluorine An interfacial surfactant such as an ester, an ester, an anionic, a nonionic, a cationic, an yin or a cation. The above materials may be used singly or in combination of two or more. The surfactant is, for example, a polyoxyethylene alkyl ether or a polyoxygen. Ethylene octyl phenyl ethers, polyethylene glycol vinegars, sorbitan fatty acid vinegars, fatty acid modified polyesters, tertiary amine modified polyurethanes, polyethyleneimine, etc., other businesses are "kp ("Shin-Etsu Chemical Co., Ltd."), "POLYFL〇w" (manufactured by Seiko Chemical Co., Ltd., EFTOP) (Bu-y8*7. 口夕, 夕七社), "MEGAFAC" ( "Japan", "F1〇urad" (manufactured by Sumitomo 3M Co., Ltd.), "Asahi guard", "Surflon" (above is Asahi Glass Co., Ltd.), "SOLSPERSE" (Zeneca ( ))), "efkA (made by EFKACHEMICAL Co., Ltd.), etc. __The following promoters are specifically vinyl trimethoxy sulphur, ethylene triethoxy oxalate, vinyl tris (2 methoxy) Ethyl ethoxy) decane, N_(2-amine B"-amino)aminopropyl decyl dimethoxy wei, Ν·(2-aminoethyl)_3_aminopropyltrimethoxy, sputum, 3_ Aminopropyltriethoxy sylvestre, 3_glycidyloxypropyltrimethoxy oxalate, 3-glycidyloxypropylmethyldimethoxyxan, 2_ (3,4- Epoxycyclohexyl)ethyltrimethoxywei, 3-chloropropylmethylmethine, 3-propylpropyltrimethoxywei, 3-methacryloxypropyltrimethyl, weiwei, 3 -, alcohol propyl trimethoxy wei, 3 - isocyanic acid g propyl trimethoxy decane, 3-isocyanate propyl triethoxy decane, etc. These adhesion promoters can be used alone or in two The above mixture is used in combination. The contrast concentration of the solid portion of the resist is usually 〇〇1 to 1 〇 mass/, preferably 0.05 to 2% by mass. The agent specifically has 2,2, _ sulphur ( 4_methyl_6_tert-butyl), 2,6 _ One-tert-butyl-4-methyl is a hindered age system. 5 Receptors specifically have 2_(3_tert-butyl-2·trans)-5-tolyl) carbendazole, alkoxybenzene The anti-aggregating agent is specifically sodium polyacrylate or the like. The dyeing photosensitive resin composition of the invention can be adjusted, for example, by the following method, and the mixture of (D) and the prepared solvent (8) is used to make the dyed material JL VIII is only 〇.2 μm (the following is 'when using a grinder or the like*, a pigment dispersant is used as needed, or a part of ίίί 剂 树 旨 ( ( ( ( ( ( ( ( ( ( ( ( ( ( ( ( ( ( ( ( ( The binder resin (a), the photopolymerizable compound (b), the second polymer compound (b), and the other components are added as needed, and the resin is added as needed. (4) Color Sensitivity The following is a method for forming a dyed silk resin composition. The method for forming a dyed silky texture of a ΐ ΓΓ ΓΓ ΓΓ : : : : : : : : : 材 材 材 材 材 材a resin composition, and a part of the composition is selected for exposure, and then the dyeing = moon group Exposed region or unexposed region was removed. In the case of a loop, the substrate is coated on the substrate, photohardened and developed to form a pattern, and a black matrix or dyed halogen can be used. And the sheet is coated on the substrate (unrestricted, usually glass or Shi Xi,, and Er, according to the millennium sister, the mask and the substrate are properly used in the mask pair (Mask Alignel0 or step ^ ^ Father Jia. After that, 'the hardened coating film is contacted with an alkaline aqueous solution, so that the non-H collar 2Τί?Ϊ!Γf〇〇t150: 2 state performance 10~60 minutes after the implementation of the drying process. The imaging solution is generally an aqueous solution containing an inspecting compound and an intervening agent. The resting IS test compound is selected from inorganic and organic compounds, and inorganic compounds are specifically, for example, sodium hydroxide or hydroxide. Unloading, phosphorus 22 200923582 disodium hydrogen phosphate, sodium dihydrogen phosphate, diammonium hydrogen phosphate t potassium, sodium citrate, potassium citrate, sodium carbonate, potassium carbonate, strontium, sodium dihydroborate, potassium hydride, Ammonia, etc., such as potassium, sodium bicarbonate, organic hydrogenated organic age, for example, ethyl citrate, monomethylamine, dimethylamine, mono-ethylamine, Triethylamine, -isopropylamine, diisopropylamine H: = machine and non-nuclear compounds can be turned over, or selected Two = 2 mixed = material hundred money listened in _~ Non-ionic surfactants are specifically polyoxyethylene, aryl aryl ether, polyoxyethylene aryl sulfonium, other polyoxygen; bismuth / oxypropylene _ Copolymer, sorbitan fat _ ̄ ^ ^ ^, sugar alcohol anhydride fat, polyoxyethylene mountain _ alcohol fat surface, glycerolipid = ester, polyoxyethylene fatty acid ester, polyoxyethylene alkyl amine, etc. The surfactant is specifically, for example, sodium lauryl sulfate or oleyl sulfate, sulphur, sulphur, sulphur, or sulphuric acid, etc. a tetrabasic naphthoic acid such as a aryl aryl acid salt or the like. The cationic surfactant is specifically an ammonium salt such as octadecylamine hydrochloride or dodecyltrimethylammonium chloride. Or the fourth grade salt, etc. These surfactants can be used alone or in combination of two or more g. The mass concentration of the surfactant in the alkaline imaging solution is usually in the range of 001 to 10%, to 0.05. 8% is preferable, and α1 to 5% is more preferable. The color filter of the present invention is described below. The color filter of the present invention contains the above-mentioned dyeing feeling. The color layer formed by exposing and developing the resin composition in a predetermined pattern is a feature contained therein. The pattern forming method of the dyed photosensitive resin composition has been mentioned in the foregoing, and is described in detail in 23 200923582 ^. The dyed photosensitive resin solution is coated on the dried dry coating film to obtain a patterned exposure field image, and the rt is obtained in a photosensitive resin composition corresponding to the dyed material, and the black matrix. This operation uses the number of colors required for the color filter to be a two-color calender. The structure and manufacturing method of the color calender are well known in the art and will not be described here. The general color filter will be The black matrix and the red, green, and blue three originals on the substrate 'using the dyed photosensitive resin composition of the present invention to a certain color of the dyed material, the black scale or alizarin colored by the above operation method, other colors The way of the face can be: the board is equipped with a black matrix and three primary color pixels. Of course, the black matrix and the three primary colors, two colors or two colors are suitable for the dyeing photosensitive resin composition of the present invention. The w is a black matrix of the light-shielding layer, and it can also be dyed by the invention (staining the silky texture), but if it is shaped like chrome, the formation of the black matrix does not require the use of a dyed photosensitive resin composition. In the invention, the difference in film thickness in the color tear surface produced by the color-sensitive resin composition is small, for example, the film thickness is 1 to 3/zm, and the inner film "-below" may even be G.Q5/Zm. In the following, the system produced by the company has a good level of mixing, and the display device of the color is reduced, and a can be made into a liquid crystal display device of excellent quality. In addition to the color filter described above, the liquid crystal display device of the present invention is a common knowledge in the technical field of the present invention. That is, the liquid crystal display device of the present invention can be thinned. The thin film of the present invention is provided, for example, a thin electrode substrate (tft), a counter electrode substrate of a pixel electrode and an alignment layer, and a liquid crystal display device in which a liquid crystal material is injected into a gap portion according to a relative arrangement. Color (10) light film between the substrate and the dye layer A reflective liquid crystal display device in which the reflective layer 24 200923582 is provided is also included. Alternatively, for example, a TFT substrate is bonded to a transparent electrode of the color filter, and a liquid crystal layer included in the overlapping position of the TFT substrate and the color warlight light # The TFT substrate has an outer frame surrounded by a light-shielding color surrounding the color filter, and a liquid crystal layer of the liquid crystal is attached to the outer frame, and each block of the liquid crystal layer has a plurality of transparent glasses formed by the electrodes. The substrate and the transparent glass substrate are polarized plates formed on the surface of the transparent glass substrate. The light is perpendicular to the polarizing direction of the cross-cut, and is composed of a base material of polyethylene acetate vinegar. A plurality of TFTs are connected. If a specific pixel electrode = potential difference, the predetermined voltage is also suitable for the specific electric field formed by the specific pixel electrode and the transparent electrode in the specific pixel electrode of the liquid crystal layer. The alignment of the blocks may vary. <Embodiment> As shown below, the present invention is further described in detail based on the embodiments, but t is a singularity, and the scope of the present invention is limited by According to the contents of the paste application program, the actual records and the meanings of the equals and all changes of the model are included in the inside and outside. 'The content shown below is "%" and "part" (quality) When not mentioned, all are based on the quality. <Synthesis of Resin 〉> Equipped with a mixer, with Wenlin_flow condensation f, Wei funnel and gas-fluoridation catheter in the flask '52-ethyl 2-phenylthioacrylate (〇乃Benzyl phthalate 44g (0.25m), methacrylic acid 129g, (〇15' grass^), vinyl toluene 4L3g (0.35m), peroxy-2-ethylhexanoate t-butyl 4g, propylene glycol methyl ether vinegar (PGMEA) 4 () grams of monomer after the drip, stir and mix ready, then add 12 grams of dodecanol, PGMEA24 grams 25 200923582 into the chain transfer agent drip tank Stir and mix.徭 Brain EA 395 grams, the flask age gas was replaced by nitrogen, increased to 90 degrees Celsius. Next, transfer the monomer and chain to start dripping, keep the drops at 90 degrees Celsius for two hours, then in i
後昇溫至攝氏110度持續8小時後’就會得到©體成分酸僧A 70mgKOH/g之樹脂A。以膠體滲透層析儀（Gpc)測量的聚 苯乙烯換算的重量平均分子量為23_，奸量分佈（斷施） 為 2.4。 <樹脂B的合成> _配備授拌機、具有溫度計的迴流冷凝管、滴液漏斗以及氮 氣導管於燒瓶’再將2-苯硫基丙烯酸乙酯52克（0.25莫耳）、 丙稀酸本曱醋26.4克（〇·15莫耳）、曱基丙烯酸21.5克、（〇25 莫耳）、乙烯基甲笨41.3克（0.35莫耳）、過氧_2_乙基己酸叔 丁酯4克、丙二醇甲醚醋酸酯（PGMEA) 4〇克投入單體滴液 漏斗後’攪拌混合作好準備，再將十二硫醇6克、pGMEA24 克加入鏈轉移劑滴液槽進行攪拌混合。之後在燒瓶内加入 PGMEA 395克，把燒瓶内的空氣換成氮氣，攪拌燒瓶並將其 溫度提高到攝氏90度。接下來把單體與鏈轉移劑從滴液漏斗 開始滴液’滴液保持在攝氏90度持續兩小時，然後在1小時 後昇溫至攝氏110度持續5小時後，插入氣體導管進行氧氣/ 氮氣（5V/95V)混合氣體的瀑氣（bubbling)。接下來，把曱 基丙烯酸環氧丙酯21.3克（0.15莫耳）、2,2，_亞曱基雙(4-曱基 -6-叔丁基酚)〇.4克、三乙基胺0.8克加入燒瓶内，維持在攝氏 U0度持續8小時，就會得到固體成分酸價為75 mg KOH/g之 樹脂β。以膠體滲透層析儀（GPC)測量後，聚苯乙烯換算的 重量平均分子量為19000，分子量分佈（Mw/Mn)為2.4。 <樹脂C的合成> 配備攪拌機、具有溫度計的迴流冷凝管、滴液漏斗以及氮 26 200923582 氣導管於燒瓶，再將2-苯硫基丙稀酸乙酯52克（0.25莫耳）、 甲基丙烯酸甲酯15克（0.15莫耳）、甲基丙烯酸21.5克（0.25 莫耳）、苯甲基馬來酰亞胺65.4克（0.35莫耳）、過氧-2-乙基 己酸叔丁酯4克、丙二醇曱醚醋酸酯（PGMEA) 40克投入^ 體滴液漏斗後’擾拌混合作好準備，再將十二硫醇6克、 PGMEA24克加入鏈轉移劑滴液槽進行攪拌混合。之後在燒瓶 内加入PGMEA 395克，把燒瓶内的空氣換成氮氣，攪拌燒瓶 並將其溫度提高到攝氏90度。接下來把單體與鏈轉移劑從滴 液漏斗開始滴液，滴液保持在攝氏90度持續2小時，然後在 1小時後昇溫至攝氏110度持續5小時後，插入氣體導管進行 氧氣/氮氣（5V/95V)混合氣體的瀑氣（bubbling)。接下來， 把甲基丙烯酸環氧丙酯21.3克（0.15莫耳）、2,2，-亞曱基雙(4_ 甲基_6_叔丁基酚)〇.4克、三乙基胺〇.8克加入燒瓶内，維持在 攝氏110度持續8小時’就會得到固體成分酸價為73 mg KOH/g之樹脂c。以膠體滲透層析儀（GPC)測量後，聚苯乙 烯換算的重量平均分子量為18000，分子量分佈（Mw/Mn)為 2.2。 〈樹脂D的合成> 尸配備攪拌機、具有溫度計的迴流冷凝管、滴液漏斗以及氤 氣導管於燒瓶，再將曱基丙烯酸苯甲酯88克（0.5莫耳）、甲 基，烯酸12.9克(〇.15莫耳）、乙烯基曱苯41.3克(0 35莫耳）、 過氧-2-乙基己酸叔丁酯4克、丙二醇曱醚醋酸酯（pGMEA) 巧克投入單體滴液漏斗後，攪拌混合作好準備，再將十二硫 醇ό克〕PGMEA24克加入鏈轉移劑滴液槽進行授拌混合。之 後在燒瓶内加入PGMea 395克，把燒瓶内的空氣換成氮氣 後，持續攪拌燒瓶並將其溫度提高到攝氏90度。接下來把單 體與鏈轉移劑從滴液漏斗開始棘，滴液保持在攝氏90度持 續2 士時，然後在1小時後昇溫至攝氏110度持續8小時後， 就會得到固體成分酸價為70 mg KOH/g之樹脂D。以膠體滲 27 200923582 透層析儀（GPC)測1後，聚苯乙稀換算的重量平均分子量為 21000，分子量分佈（Mw/Mn)為2.2。 <樹脂E的合成> 配備攪拌機、具有溫度計的迴流冷凝管、滴液漏斗以及氮 氣導管於燒瓶’再將曱基丙烯酸苯甲酯70.4克（〇.4莫耳）、 甲基丙烯酸21.5克（〇·25莫耳）、乙烯基曱苯41.3克（ο.%莫 耳）、過氧-2_乙基己酸叔丁酯4克、丙二醇甲醚醋酸醋 (PGMEA) 40克投入單體滴液漏斗後，攪拌混合作好準備， 再將十二硫醇6克、PGMEA24克加入鏈轉移劑滴液槽進行擾 拌混合。之後在燒瓶内加入PGMEA395克，把燒瓶内的空氣 換成氮氣，持續攪拌燒瓶並將其溫度提高到攝氏9〇度。接下 來把單體與鏈轉移劑從滴液漏斗開始滴液，滴液保持在攝氏 90度持續2小時，然後在1小時後昇溫至攝氏11〇度持續5 小，後，插入氣體導管進行氧氣/氮氣（5V/95V)混合氣體的 瀑氣（bubbling)。接下來’把曱基丙烯酸環氧丙酯2U克（〇15 莫耳）、2,2 -亞曱基雙(4-甲基叔丁基紛)〇.4克、三乙基胺〇 $ 克加入燒瓶内’維持在攝氏110度持續8小時，就會得ι到固體 成分酸價為75 mg KOH/g之樹脂E。以膠體滲透層析儀（Gpc) 測量後，聚苯乙烯換算的重量平均分子量為163⑻，分 佈（Mw/Mn)為 2.2。 上述結合劑聚合體的重量平均分子量（Mw)與數目平均 分子量（Μη)的測量，採用GPC法根據以下條件/來進 裝置：HLC-8120GPC (東y 一（株）製） g=^c)olumn): TSK_GELG4000HXL+TSK：-GELG2000HXL(直 管柱溫度：40°C 流動相溶劑：四氫吱喃 流速：1.0 ml/分 注入量：50//1 28 200923582After the temperature was raised to 110 ° C for 8 hours, the resin A having a body composition of strontium A 70 mgKOH/g was obtained. The polystyrene-converted weight average molecular weight measured by a colloidal permeation chromatography (Gpc) was 23 mm, and the spurious distribution (cutting) was 2.4. <Synthesis of Resin B> _ equipped with a mixer, a reflux condenser with a thermometer, a dropping funnel, and a nitrogen gas conduit in a flask to further add 52 g (0.25 mol) of ethyl 2-phenylthioacrylate, propylene 26.4 g of acid 曱 vinegar (〇·15 mol), 21.5 g of thioglycolic acid, (〇25 mol), vinyl stupid 41.3 g (0.35 mol), peroxy-2-ethylhexanoic acid tert-butyl 4 grams of ester, propylene glycol methyl ether acetate (PGMEA) 4 grams into the monomer dropping funnel, 'mix and mix ready, then add 12 grams of dodecanol, pGMEA 24 grams into the chain transfer agent drip tank for mixing and mixing . Thereafter, 395 g of PGMEA was added to the flask, the air in the flask was changed to nitrogen, and the flask was stirred and the temperature was raised to 90 °C. Next, the monomer and the chain transfer agent are dripped from the dropping funnel to keep the dropping liquid at 90 degrees Celsius for two hours, and then after one hour, the temperature is raised to 110 degrees Celsius for 5 hours, and then a gas conduit is inserted for oxygen/nitrogen gas. (5V/95V) Bubbling of mixed gas. Next, 21.3 g (0.15 mol) of propylene methacrylate, 2,2,-indenyl bis(4-mercapto-6-tert-butylphenol) 〇.4 g, triethylamine 0.8 g was added to the flask and maintained at U0 for 8 hours to obtain a resin β having a solid content of 75 mg KOH/g. The polystyrene-equivalent weight average molecular weight was 19,000 and the molecular weight distribution (Mw/Mn) was 2.4 as measured by a colloidal permeation chromatography (GPC). <Synthesis of Resin C> equipped with a stirrer, a reflux condenser with a thermometer, a dropping funnel, and a nitrogen gas 26 200923582 gas conduit in a flask, and then 52 g of 2-phenylthioethyl acrylate (0.25 mol), Methyl methacrylate 15 g (0.15 mol), methacrylic acid 21.5 g (0.25 m), benzyl methyl maleimide 65.4 g (0.35 mol), peroxy-2-ethylhexanoate 4 grams of butyl ester, propylene glycol oxime ether acetate (PGMEA) 40 grams into the body dropping funnel, 'distracted mix ready, then add 12 grams of dodecanol, 24 grams of PGMEA into the chain transfer agent drip tank for mixing mixing. Thereafter, 395 g of PGMEA was added to the flask, the air in the flask was replaced with nitrogen, and the flask was stirred and the temperature was raised to 90 °C. Next, the monomer and the chain transfer agent were dripped from the dropping funnel, the dropping was kept at 90 ° C for 2 hours, and then after 1 hour, the temperature was raised to 110 ° C for 5 hours, and then a gas conduit was inserted for oxygen/nitrogen gas. (5V/95V) Bubbling of mixed gas. Next, 21.3 g (0.15 mol) of propylene glycol methacrylate, 2,2,-fluorenylene bis(4-methyl-6-tert-butylphenol) 〇.4 g, triethylamine hydrazine .8 g was added to the flask and maintained at 110 ° C for 8 hours to obtain a resin c having a solid content of 73 mg KOH/g. The polystyrene-converted weight average molecular weight was 18,000 and the molecular weight distribution (Mw/Mn) was 2.2 as measured by a colloidal permeation chromatography (GPC). <Synthesis of Resin D> The corpse was equipped with a stirrer, a reflux condenser with a thermometer, a dropping funnel, and a helium gas conduit in a flask, and then benzyl methacrylate 88 g (0.5 mol), methyl, enoic acid 12.9克(〇.15mol), vinyl terpene 41.3g (0 35m), t-butyl peroxy-2-ethylhexanoate 4g, propylene glycol oxime ether acetate (pGMEA) After the dropping funnel, the mixture was stirred and prepared, and then 12 g of cefomelin]PGMEA was added to the chain transfer agent drip tank for mixing. Thereafter, 395 g of PGMea was added to the flask, and after the air in the flask was changed to nitrogen, the flask was continuously stirred and the temperature was raised to 90 °C. Next, the monomer and the chain transfer agent are started from the dropping funnel, and the dropping liquid is kept at 90 degrees Celsius for 2 seconds, and then after 1 hour, the temperature is raised to 110 degrees Celsius for 8 hours, and the solid content acid value is obtained. It is 70 mg KOH/g of resin D. The polystyrene-converted weight average molecular weight was 21,000 and the molecular weight distribution (Mw/Mn) was 2.2 by colloidal osmosis 27 200923582 by means of a chromatograph (GPC). <Synthesis of Resin E> Equipped with a stirrer, a reflux condenser with a thermometer, a dropping funnel, and a nitrogen gas conduit in a flask to further add 70.4 g (〇.4 mol) of benzyl methacrylate, 21.5 g of methacrylic acid. (〇·25 mol), vinyl terpene 41.3 g (ο.% molar), peroxy-2-ethylhexanoic acid tert-butyl ester 4 g, propylene glycol methyl ether acetate vinegar (PGMEA) 40 g input monomer After the dropping funnel, stirring and mixing were prepared, and then 6 g of dodecanol and 24 g of PGMEA were added to the chain transfer agent dropping tank to mix and mix. Thereafter, 395 g of PGMEA was added to the flask, the air in the flask was changed to nitrogen, and the flask was continuously stirred and the temperature was raised to 9 °C. Next, the monomer and chain transfer agent were dripped from the dropping funnel, and the dropping was kept at 90 ° C for 2 hours, then after 1 hour, the temperature was raised to 11 ° C for 5 hours. Then, a gas conduit was inserted for oxygen. /bubbling of a mixed gas of nitrogen (5V/95V). Next, '2 gram of propylene methacrylate, 〇15 摩尔, 2,2-indenyl bis(4-methyl-tert-butyl) 〇.4 g, triethylamine 〇 $ 克Adding to the flask was maintained at 110 ° C for 8 hours, and a resin E having a solid content of 75 mg KOH/g was obtained. The polystyrene-equivalent weight average molecular weight was 163 (8) and the distribution (Mw/Mn) was 2.2 as measured by a colloidal permeation chromatography (Gpc). The measurement of the weight average molecular weight (Mw) and the number average molecular weight (?n) of the above-mentioned binder polymer was carried out by the GPC method according to the following conditions: HLC-8120GPC (manufactured by Tosei Co., Ltd.) g=^c) Olumn): TSK_GELG4000HXL+TSK:-GELG2000HXL (straight column temperature: 40 °C mobile phase solvent: tetrahydrofuran flow rate: 1.0 ml/min injection volume: 50//1 28 200923582
檢測器：RI : ο.6質量％ (溶劑四氫呋喃） %y:TSKSTANDARDP〇LYS!TTRENEIMO、 -1、A-2500、A-500(東 y —(株)製） 炎八ΪΪ，到的重量平均分子量與數目平均分子量的比作 為刀子里分佈（Mw/Mn)〇 <實施例1> fru下^^表1所記載的各成分中，預先準備具有染色材料 粗、拓财顏、料與具有添加劑（F)之顏料分散劑的總量’在顏 皙二散劑與丙烯乙二醇單甲醚乙酸酯的混合物中以20 4 5使用研磨機將顏料充分分散後，抽離研磨機，將 rf i、的丙烯乙二醇單甲醚乙酸酯的成分加入混合，而得到 染色感光性樹脂組成物。 τ 然後’使用中性清潔劑、水以及酒精依序洗淨對角線2吋 ^的-玻璃基板二”、、社製、#1737)後將其乾燥。在 板上以刚mw的曝*量對染色感*性樹脂組成 )進行曝光，省略顯像步驟的燒成後之膜厚經旋轉塗 ΐί ί Γ ’接著在無塵烘箱（clean 0ven)中以攝氏1⑻度 持:3 1鐘進行乾燥。冷卻後將染色感光性樹脂組成物所塗佈 =基板與石英玻璃製的光罩（具有透光率為卜湖％範圍内 變化圖樣與卜別师之線段和間隔圖樣）之間的間隔 ^ ΙΟΟμηι，採用々才電機（株）製的超高壓水銀燈 ^^^在大氣環境下以福/^的曝光量⑽腳） 包含赫子系介面活賴G.12%與氫氧化鉀 .06/的水糸顯像液將上述塗膜以攝氏26度依既定 而顯像，經由水清洗後在攝氏22〇度進行3〇分鐘的 製程。所制的晝素部分看不·面祕亂，且非| 部分也不會在基板上產生雜雜與細像狀況。為二像 不會形成表面雜亂的圖樣，所需要的最低曝光量為60InJ/c^2。 29 200923582 <表ι> 染色材料（D) C. I.顏料綠36 5. 51 部 C. I.顏料黃150 2.43 部 結合劑樹脂（A) 樹脂A(以固體成分計算） 6.^9^fT 光聚合性化合物（B) 二季戊四醇五丙烯酸酯 (KAYARAD DPHA;日本化藥（株）製） 5. 71 部 光聚合引發劑（C) 2-笨甲基-2-二甲氨基-1- (4-嗎啉苯基）-1-丁酮 (Irgacure 369 ； Ciba Specialty Chemical 公司製） 1. 06 部 4,4’ -二（N，Ν’二甲胺基）-二苯甲酮 (EAB-F ;保土 y谷化学（株）製） 0· 49 部 乙酮_1-[9-乙基-6-(2_甲基-4四羥基吡喃氧 基苯甲醯)-9H-咔唑-3-基]-1-(鄰位-乙醯肟） (Irgacure OXE02; Ciba Specialty Chemical 社製） 0. 4部 溶劑（E) 丙稀乙二醇單甲喊乙酸酯 76. 00 部 添加劑（F) 顏料分散劑（聚脂系） 1. 20 部 環氧樹脂(SUMI -EPOXY ESCN-195XL;住友化学 工業（株）製） 0. 51 部 3 -曱基丙烯醯氧基丙基三甲氧基矽烷 ----- 0.10 部 <實施例2> 實施例1中的樹脂A變更為樹脂B，其他操作方式維持與 實施例1一樣，結果如表2所示。 <實施例3> 實施例1中的樹脂A變更為樹脂C’其他操作方式維持與 實施例1 一樣’結果如表2所示。 <比較例1> 實施例1中的樹脂A變更為樹脂d，其他操作方式維持 與實施例1一樣，結果如表2所示。 、 <比較例2> 實施例1中的樹脂A變更為樹脂E，其他操作方式維持與 30 200923582 實施例1一樣，結果如表2所示。 <表2> /cm2) u ir- » 實施例1 實施例2 實施例3 比較例1 比較例2 60 40 40 80 70 基板上顯像 残渣*2 -~ 〇 〇 〇 X X 顯像類型木3 〇 〇 〇 X X 顯像速度木4 •--—--[ 〇 〇 〇 〇 〇 顯像不形絲面祕的晴，顯示必綱最低曝光量。 人f板上沒有顯像殘潰、X :基板上出現顯像殘渣 3 ·，3非離子系介面活性劑G l2%與氫氧化卸·%的水系 液，在上述塗膜以攝氏％度經過特定時間浸潰，觀 察其顯像時的顯像類型。 、·非曝光部分的塗膜被顯像液溶解除去、χ :非曝光部 S的’魏未翻像液轉成為_型而被剝離 4速度的測量是在攝氏23度/0.04%ΚΟΗ下，以噴塗顯 像器在同一條件下進行。 〇.未滿30秒X :超過30秒 # β 4:了則Χ現包含本發明之結合劑樹脂的實施例之染 成物’可知在高感光度下能獲得具有優越的顯 像性的彩色濾光片。 ，感光度、顯像性 、此外，比較例的染色感光性樹脂組成物 較差，無法得到高品質的彩色濾光片。 31 200923582 【圖式簡單說明】 無 【主要元件符號說明】 益 〇、、Detector: RI: ο. 6 mass% (solvent tetrahydrofuran) %y: TSKSTANDARDP 〇 LYS! TTRENEIMO, -1, A-2500, A-500 (East y - Co., Ltd.) The ratio of the molecular weight to the number average molecular weight is defined as the distribution in the knives (Mw/Mn) 〇 <Example 1> The components described in Table 1 are prepared in advance with the dyeing material coarse, the extension of the color, the material and the The total amount of the pigment dispersant of the additive (F) is fully dispersed in the mixture of Yanqi two powder and propylene glycol monomethyl ether acetate using a grinder at 20 4 5, and then withdrawn from the grinder, The components of propylene glycol monomethyl ether acetate of rf i were added and mixed to obtain a dyed photosensitive resin composition. τ Then, use a neutral detergent, water, and alcohol to wash the diagonally 2 吋^-glass substrate 2", Co., Ltd., #1737), and then dry it. The amount of the dyed resin composition was exposed, and the film thickness after the firing of the development step was omitted by spin coating, and then held in a clean oven at 1 (8) degrees Celsius: 3 1 hour. Drying. After cooling, the dyed photosensitive resin composition is applied = the interval between the substrate and the quartz glass reticle (having a light transmittance of the change pattern in the range of the lake and the line segment and the interval pattern of the division) ^ ΙΟΟμηι, using an ultra-high pressure mercury lamp made by 々 电机 电 电 电 电 ^ ^ ^ ^ ^ ^ ^ ^ ^ ^ ^ ^ ^ ^ ^ ^ ^ ^ ^ ^ ^ ^ ^ ^ ^ ^ ^ ^ ^ ^ ^ ^ ^ ^ ^ ^ ^ ^ ^ ^ ^ ^ ^ ^ ^ ^ ^ ^ ^ ^ ^ ^ ^ ^ ^ The hydrazine imaging solution visualizes the above-mentioned coating film at 26 degrees Celsius, and after washing with water, it is subjected to a process of 3 Torr at 22 degrees Celsius. The prepared sputum part is invisible and secret. Some parts will not produce miscellaneous and fine image on the substrate. The two images will not form a surface clutter. For example, the minimum exposure required is 60InJ/c^2. 29 200923582 <Table ι> Dyeing material (D) CI Pigment Green 36 5. 51 CI Pigment Yellow 150 2.43 Bonding Resin (A) Resin A ( Calculated by solid content) 6.^9^fT Photopolymerizable compound (B) Dipentaerythritol pentaacrylate (KAYARAD DPHA; manufactured by Nippon Kayaku Co., Ltd.) 5. 71 Photopolymerization initiator (C) 2-Baojia 2-dimethylamino-1-(4-morpholinylphenyl)-1-butanone (Irgacure 369; manufactured by Ciba Specialty Chemical Co., Ltd.) 1. 06 4,4'-di(N,Ν'dimethyl Amino)-benzophenone (EAB-F; 保土y Valley Chemical Co., Ltd.) 0· 49 Part Ethyl Ketone_1-[9-Ethyl-6-(2-methyl-4tetrahydroxypyridyl) (Methoxy benzophenone)-9H-carbazol-3-yl]-1-(o-o- oxime) (Irgacure OXE02; manufactured by Ciba Specialty Chemical Co., Ltd.) 0. 4 solvents (E) propylene glycol Alcohol monomethyl acetate acetate 76. 00 Additives (F) Pigment dispersant (polyester) 1. 20 epoxy resins (SUMI - EPOXY ESCN-195XL; Sumitomo Chemical Co., Ltd.) 0. 51 3-mercaptopropenyloxypropyltrimethoxydecane----- 0.10 <Example 2> The resin A in Example 1 was changed to Resin B, and the other operation modes were maintained as in Example 1. The results are shown in Table 2. <Example 3> The resin A in Example 1 was changed to resin C'. The other operation mode was maintained as in Example 1. The results are shown in Table 2. <Comparative Example 1> The resin A in Example 1 was changed to the resin d, and the other operation modes were maintained as in Example 1. The results are shown in Table 2. <Comparative Example 2> The resin A in Example 1 was changed to Resin E, and the other operation modes were maintained as in Example 1 of 30 200923582, and the results are shown in Table 2. <Table 2> /cm2) u ir- » Example 1 Example 2 Example 3 Comparative Example 1 Comparative Example 2 60 40 40 80 70 Development residue on the substrate *2 -~ 〇〇〇XX Development type wood 3 〇〇〇XX Development speed wood 4 •-----[ 〇〇〇〇〇 像 不 不 不 不 不 不 不 , , , , , , , , , , , , , , , , , , , There is no image collapse on the human f plate, X: development residue 3 on the substrate, 3 non-ionic surfactant G l2% and water-decomposition-% aqueous solution, after the above coating film is passed in degrees Celsius Immerse at a specific time and observe the type of development at the time of development. The coating film of the non-exposed portion is dissolved and removed by the developing solution, and χ: the non-exposure portion S is transferred to the _ type and peeled off. The 4 speed is measured at 23 degrees Celsius / 0.04% ,, Spray the imager under the same conditions.未. less than 30 seconds X: more than 30 seconds #β 4: The dyed article of the embodiment containing the binder resin of the present invention is known to have a color with superior developability at high sensitivity. Filter. In addition, the dyeing photosensitive resin composition of the comparative example was inferior, and a high-quality color filter could not be obtained. 31 200923582 [Simple description of the diagram] None [Description of main component symbols] Benefits,
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Cited By (5)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN107239003A (en) * | 2016-03-28 | 2017-10-10 | 东友精细化工有限公司 | Photosensitive composition, colour filter and image display device |
| KR20180014507A (en) * | 2016-08-01 | 2018-02-09 | 동우 화인켐 주식회사 | Colored photosensitive resin composition, color filter, and image display apparatus comprising the same |
| CN108628100A (en) * | 2017-03-21 | 2018-10-09 | 东友精细化工有限公司 | Red pixel photosensitive composition, colour filter and its application |
| CN109814335A (en) * | 2017-11-21 | 2019-05-28 | 东友精细化工有限公司 | Photosensitive composition, colour filter and image display device |
| CN110262188A (en) * | 2018-03-12 | 2019-09-20 | 东友精细化工有限公司 | Green photonasty resin composition, colored filter and image display device |
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| JP2010191119A (en) * | 2009-02-17 | 2010-09-02 | Jsr Corp | Radiation-sensitive composition for forming color layer, color filter and solid-state imaging device |
| KR20150118582A (en) * | 2013-02-12 | 2015-10-22 | 도레이 카부시키가이샤 | Photosensitive resin composition, protective film or insulation film obtained by heat curing said composition, touch panel using said film, and production method for said touch panel |
| KR102364788B1 (en) * | 2016-03-24 | 2022-02-18 | 동우 화인켐 주식회사 | A photosensitive resin composition, color filter and display device comprising the same |
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| JP4712516B2 (en) * | 2005-10-19 | 2011-06-29 | 富士フイルム株式会社 | Fine particle-containing composition, ink for forming colored film for display device, light shielding film for display device, light shielding material, substrate with light shielding film, color filter, liquid crystal display element, and liquid crystal display device |
| JP2008242246A (en) * | 2007-03-28 | 2008-10-09 | Jsr Corp | Resin composition containing inorganic power, transfer film and method for manufacturing flat panel display |
| JP2009203321A (en) * | 2008-02-27 | 2009-09-10 | Fujifilm Corp | Light shielding material, method for producing the same, ultraviolet absorbing film, infrared absorbing film, photomask, and electromagnetic wave shielding film |
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Cited By (11)
| Publication number | Priority date | Publication date | Assignee | Title |
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| CN107239003A (en) * | 2016-03-28 | 2017-10-10 | 东友精细化工有限公司 | Photosensitive composition, colour filter and image display device |
| KR20180014507A (en) * | 2016-08-01 | 2018-02-09 | 동우 화인켐 주식회사 | Colored photosensitive resin composition, color filter, and image display apparatus comprising the same |
| CN107678245A (en) * | 2016-08-01 | 2018-02-09 | 东友精细化工有限公司 | Photosensitive composition, colour filter and possesses its image display device |
| TWI705299B (en) * | 2016-08-01 | 2020-09-21 | 南韓商東友精細化工有限公司 | Colored photosensitive resin composition, color filter, and image display apparatus comprising the same |
| CN107678245B (en) * | 2016-08-01 | 2021-09-17 | 东友精细化工有限公司 | Colored photosensitive resin composition, color filter, and image display device provided with same |
| KR102560329B1 (en) | 2016-08-01 | 2023-07-26 | 동우 화인켐 주식회사 | Colored photosensitive resin composition, color filter, and image display apparatus comprising the same |
| CN108628100A (en) * | 2017-03-21 | 2018-10-09 | 东友精细化工有限公司 | Red pixel photosensitive composition, colour filter and its application |
| CN108628100B (en) * | 2017-03-21 | 2022-02-11 | 东友精细化工有限公司 | Colored photosensitive resin composition for red pixel, color filter and application thereof |
| CN109814335A (en) * | 2017-11-21 | 2019-05-28 | 东友精细化工有限公司 | Photosensitive composition, colour filter and image display device |
| CN109814335B (en) * | 2017-11-21 | 2022-03-04 | 东友精细化工有限公司 | Colored photosensitive resin composition, color filter and image display device |
| CN110262188A (en) * | 2018-03-12 | 2019-09-20 | 东友精细化工有限公司 | Green photonasty resin composition, colored filter and image display device |
Also Published As
| Publication number | Publication date |
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| KR100994605B1 (en) | 2010-11-15 |
| JP5343260B2 (en) | 2013-11-13 |
| JP2009075591A (en) | 2009-04-09 |
| KR20090031259A (en) | 2009-03-25 |
| TWI424271B (en) | 2014-01-21 |
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