TWI344976B - Stained sensitization resin - Google Patents

Stained sensitization resin Download PDF

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TWI344976B
TWI344976B TW093130074A TW93130074A TWI344976B TW I344976 B TWI344976 B TW I344976B TW 093130074 A TW093130074 A TW 093130074A TW 93130074 A TW93130074 A TW 93130074A TW I344976 B TWI344976 B TW I344976B
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compound
resin
acrylate
meth
photosensitive resin
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TW093130074A
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TW200514824A (en
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Kazuo Takebe
Satoru Tanaka
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Sumitomo Chemical Co
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    • G—PHYSICS
    • G03—PHOTOGRAPHY; CINEMATOGRAPHY; ANALOGOUS TECHNIQUES USING WAVES OTHER THAN OPTICAL WAVES; ELECTROGRAPHY; HOLOGRAPHY
    • G03F—PHOTOMECHANICAL PRODUCTION OF TEXTURED OR PATTERNED SURFACES, e.g. FOR PRINTING, FOR PROCESSING OF SEMICONDUCTOR DEVICES; MATERIALS THEREFOR; ORIGINALS THEREFOR; APPARATUS SPECIALLY ADAPTED THEREFOR
    • G03F7/00—Photomechanical, e.g. photolithographic, production of textured or patterned surfaces, e.g. printing surfaces; Materials therefor, e.g. comprising photoresists; Apparatus specially adapted therefor
    • G03F7/004—Photosensitive materials
    • G03F7/027—Non-macromolecular photopolymerisable compounds having carbon-to-carbon double bonds, e.g. ethylenic compounds
    • G03F7/032—Non-macromolecular photopolymerisable compounds having carbon-to-carbon double bonds, e.g. ethylenic compounds with binders
    • G03F7/033—Non-macromolecular photopolymerisable compounds having carbon-to-carbon double bonds, e.g. ethylenic compounds with binders the binders being polymers obtained by reactions only involving carbon-to-carbon unsaturated bonds, e.g. vinyl polymers
    • C—CHEMISTRY; METALLURGY
    • C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
    • C08G—MACROMOLECULAR COMPOUNDS OBTAINED OTHERWISE THAN BY REACTIONS ONLY INVOLVING UNSATURATED CARBON-TO-CARBON BONDS
    • C08G59/00—Polycondensates containing more than one epoxy group per molecule; Macromolecules obtained by polymerising compounds containing more than one epoxy group per molecule using curing agents or catalysts which react with the epoxy groups
    • C08G59/14—Polycondensates modified by chemical after-treatment
    • C08G59/1494—Polycondensates modified by chemical after-treatment followed by a further chemical treatment thereof
    • C—CHEMISTRY; METALLURGY
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    • C09B—ORGANIC DYES OR CLOSELY-RELATED COMPOUNDS FOR PRODUCING DYES, e.g. PIGMENTS; MORDANTS; LAKES
    • C09B11/00—Diaryl- or thriarylmethane dyes
    • C09B11/04—Diaryl- or thriarylmethane dyes derived from triarylmethanes, i.e. central C-atom is substituted by amino, cyano, alkyl
    • C09B11/10—Amino derivatives of triarylmethanes
    • C09B11/24—Phthaleins containing amino groups ; Phthalanes; Fluoranes; Phthalides; Rhodamine dyes; Phthaleins having heterocyclic aryl rings; Lactone or lactame forms of triarylmethane dyes
    • C—CHEMISTRY; METALLURGY
    • C09—DYES; PAINTS; POLISHES; NATURAL RESINS; ADHESIVES; COMPOSITIONS NOT OTHERWISE PROVIDED FOR; APPLICATIONS OF MATERIALS NOT OTHERWISE PROVIDED FOR
    • C09B—ORGANIC DYES OR CLOSELY-RELATED COMPOUNDS FOR PRODUCING DYES, e.g. PIGMENTS; MORDANTS; LAKES
    • C09B67/00—Influencing the physical, e.g. the dyeing or printing properties of dyestuffs without chemical reactions, e.g. by treating with solvents grinding or grinding assistants, coating of pigments or dyes; Process features in the making of dyestuff preparations; Dyestuff preparations of a special physical nature, e.g. tablets, films
    • C09B67/0033—Blends of pigments; Mixtured crystals; Solid solutions
    • G—PHYSICS
    • G03—PHOTOGRAPHY; CINEMATOGRAPHY; ANALOGOUS TECHNIQUES USING WAVES OTHER THAN OPTICAL WAVES; ELECTROGRAPHY; HOLOGRAPHY
    • G03F—PHOTOMECHANICAL PRODUCTION OF TEXTURED OR PATTERNED SURFACES, e.g. FOR PRINTING, FOR PROCESSING OF SEMICONDUCTOR DEVICES; MATERIALS THEREFOR; ORIGINALS THEREFOR; APPARATUS SPECIALLY ADAPTED THEREFOR
    • G03F7/00—Photomechanical, e.g. photolithographic, production of textured or patterned surfaces, e.g. printing surfaces; Materials therefor, e.g. comprising photoresists; Apparatus specially adapted therefor
    • G03F7/0005—Production of optical devices or components in so far as characterised by the lithographic processes or materials used therefor
    • G03F7/0007—Filters, e.g. additive colour filters; Components for display devices
    • G—PHYSICS
    • G03—PHOTOGRAPHY; CINEMATOGRAPHY; ANALOGOUS TECHNIQUES USING WAVES OTHER THAN OPTICAL WAVES; ELECTROGRAPHY; HOLOGRAPHY
    • G03F—PHOTOMECHANICAL PRODUCTION OF TEXTURED OR PATTERNED SURFACES, e.g. FOR PRINTING, FOR PROCESSING OF SEMICONDUCTOR DEVICES; MATERIALS THEREFOR; ORIGINALS THEREFOR; APPARATUS SPECIALLY ADAPTED THEREFOR
    • G03F7/00—Photomechanical, e.g. photolithographic, production of textured or patterned surfaces, e.g. printing surfaces; Materials therefor, e.g. comprising photoresists; Apparatus specially adapted therefor
    • G03F7/004—Photosensitive materials
    • G03F7/027—Non-macromolecular photopolymerisable compounds having carbon-to-carbon double bonds, e.g. ethylenic compounds
    • 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
    • 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
    • G03F7/029—Inorganic compounds; Onium compounds; Organic compounds having hetero atoms other than oxygen, nitrogen or sulfur
    • G03F7/0295—Photolytic halogen compounds
    • G—PHYSICS
    • G03—PHOTOGRAPHY; CINEMATOGRAPHY; ANALOGOUS TECHNIQUES USING WAVES OTHER THAN OPTICAL WAVES; ELECTROGRAPHY; HOLOGRAPHY
    • G03F—PHOTOMECHANICAL PRODUCTION OF TEXTURED OR PATTERNED SURFACES, e.g. FOR PRINTING, FOR PROCESSING OF SEMICONDUCTOR DEVICES; MATERIALS THEREFOR; ORIGINALS THEREFOR; APPARATUS SPECIALLY ADAPTED THEREFOR
    • G03F7/00—Photomechanical, e.g. photolithographic, production of textured or patterned surfaces, e.g. printing surfaces; Materials therefor, e.g. comprising photoresists; Apparatus specially adapted therefor
    • G03F7/004—Photosensitive materials
    • G03F7/027—Non-macromolecular photopolymerisable compounds having carbon-to-carbon double bonds, e.g. ethylenic compounds
    • G03F7/032—Non-macromolecular photopolymerisable compounds having carbon-to-carbon double bonds, e.g. ethylenic compounds with binders

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  • Physics & Mathematics (AREA)
  • Chemical & Material Sciences (AREA)
  • General Physics & Mathematics (AREA)
  • Spectroscopy & Molecular Physics (AREA)
  • Chemical Kinetics & Catalysis (AREA)
  • Organic Chemistry (AREA)
  • Health & Medical Sciences (AREA)
  • General Chemical & Material Sciences (AREA)
  • Inorganic Chemistry (AREA)
  • Medicinal Chemistry (AREA)
  • Polymers & Plastics (AREA)
  • Materials For Photolithography (AREA)
  • Optical Filters (AREA)
  • Liquid Crystal (AREA)
  • Addition Polymer Or Copolymer, Post-Treatments, Or Chemical Modifications (AREA)
  • Epoxy Resins (AREA)
  • Adhesives Or Adhesive Processes (AREA)

Description

1344976 九、發明說明： f發明所屬之技術領域】 本發明是有關於-種著色感光性樹脂“tamed sensitization resin)。 【先前技術】 通常係利用旋轉㈣機在已經形成黑色矩陣圖案的 基板上，均勻地塗佈含有相當之紅、綠和藍各色的顏料之 著色感光性樹脂後，再進行加熱乾燥（以下稱爲前供乾）， 並使其塗膜曝光、顯影，再根據需要繼續進行加熱固化（以 下’稱爲後供乾）的操作。每個顏色都反覆進行上述操作， 透=成各種顏色之晝素’以製造彩色液晶顯示器或攝像 =牛中使用的彩色濾光片。對於這樣的著色感光性樹脂來 L從耐光性優良、顏色變化少來看，會使用在側鏈具有 =的丙稀酸系樹脂。例如在由具有環氧基和不飽和雙鍵 體構成之聚合物上’附加了不飽和缓酸後，再附加多 酸肝，而構成含有丙烯酸系樹脂的感光性樹脂（公開 =開平8 —297366號公報但是當使用此樹脂形成晝 二、」在基板上會發生顯像殘渣的問題，或得到的晝素會 有鉛筆硬度不夠這樣的問題。 【發明内容】 ❹目的在於提供—種著色感光性樹脂，使得在 、旦素時基板上之顯像殘渣的發生現象減少，並能夠 形成鉛筆硬錄為優良的晝素。 本發明人等’必須找到像上述的問題較少的著色感光 14892pif.doc 1344976 性樹脂研㈣結果發現了具有含有—種不飽和義 的黏合劑樹脂以及光聚合引發_著色感光性樹脂，在ς 成晝素時，基板上顯像殘渣之現象的發生減少，並能夠形 成錯筆硬度較為優良的畫素，從而完成了本發明。 即，本發明是提供以下的[1]〜[6]的著色感光性樹脂。 Π]著色感光性樹脂，包括黏合劑樹脂（Α)、光聚合 性化合物（Β)、光聚合引發劑（C)、著色材料（d)以及 溶劑（Ε)。黏合劑樹脂（Α)是在下述（Α1)〜（A3)發 生共聚合而得到的聚合物中，再與（Α4)反應而得到的含 不飽和基的樹脂’而且光聚合引發劑（C)是從三嗓化合 物（triazine compound)、苯乙酮化合物（acetophenone compound)、聯咪嗤化合物（biimidazole compound)和將 化合物（oxime compound)組成的組合中選擇的至少一種 化合物。 (A1):在一分子中具有從三環癸烧骨架（tricyclodecane skeleton)和二環戊二烯骨架（dicyclopentadiene skeleton) 組成的組合t選擇的至少一種骨架和不飽和鍵的化合物。 (Α2):含有（Α1)和（A3)能夠共聚合的不飽和鍵的化 合物。 (A3 ):不飽和叛酸（unsaturated carbonic acid)。 (A4):在一分子中具有不飽和鍵和環氧基（epoxy group) 的化合物。 [2]在[1]中記載的著色感光性樹脂，其中，由各自導入 (A1)〜（A3)的構成成分的比率，相對構成成分的合計 14892pif.doc 7 1344976 摩爾數，按摩爾百分率，是以下的範圍： 由導入（A1)的構成單位：2〜30摩爾％ ; 由導入（A2)的構成單位：2〜95摩爾％ ; 由導入（A3)的構成單位：2〜70摩爾％ ;，且相對 由導入（八3 )的構成成分，使5〜80摩爾％ ( A4 )發生反 應而得到含不飽和基的樹脂。 [3] 在[1]或者[2]中^己載的著色感光性樹脂，更包括一 光聚合引發助劑（C—1)。 [4] 使用[1]〜[3]的任一項中，其中，著色感光性樹脂 係用以形成一圖案。 [5] 在[4]記載之圖案使用於一彩色濾光片中。 [6] 在[5]記載的彩色濾光片係使用於一液晶顯示器中。 以下，詳細地說明本發明。 本發明的著色感光性樹脂包括黏合劑樹脂（A)、光聚 合性化合物（B)、光聚合引發劑（c)、著色材料（d)和 溶劑（E)。 本發明的著色感光性樹脂，優先選擇作爲顏料分散光 阻劑（re s i s t)使用。黏合劑樹脂（A )、光聚合性化合物（B )、 光^合引發劑（C)和著色材料（d)，係溶解或者分散在 任意的其他添加劑（F)和溶劑（E)中。 黏合劑樹脂（A)，通常，具有由光或熱的作用而弓丨起 的反應性和驗溶解性，以作爲著色材料之分散劑作用。 g在本發明的著色感光性樹脂中使用的黏合劑樹脂（A ) 疋在使下述（A1)〜（A3)共聚合而得到的聚合物中，再 14892pif.doc 8 1344976 與（A4)反應而得到的含不飽和基的樹脂。 (A1):是在一分子中具有從三環癸烷骨架和二環戊 二烯骨架組成的組合中選擇的至少一種骨架和不飽和鍵的 化合物。 (A2) ·•含有（A1 )和（A3)能夠共聚合的不飽和鍵 的化合物。 (A3):不飽和羧酸。 (A4):在一分子中具有不飽和鍵與環氧基的化合物。 作爲在一分子中具有從三環癸烧骨架（tricyclodecane skeleton )及/或二環戊二稀骨架（dicyclopentadiene skeleton)的化合物（A1 )，具體的例子可舉出（甲基） 丙稀酸·—孩戍炊•基醋（dicyclopentanyl (meth) acrylate)、 (甲基）丙婦酸二環戊烯基醋（dicyclopentenyl (meth) acrylate )、（曱基）丙烯酸二環戊烷基羥乙酯 (dicyclopentanyloxyeAyl(meth) acrylate)、（曱基）丙烯 酸二環戊烯基經乙 S旨（dicyclopentenyloxyethyl (meth) acrylate)等。這些化合物’可以各自單獨使用，也可以使 用2種或2種以上之組合。這裏，所謂（曱基）丙烯酸酯 ((meth) acrylate) ’意味著丙酸酯（acryiate)及/或曱基 丙烯酸酯（methacrylate)。 作爲具有與上述的（A1)和（A3)能夠共聚合的不 飽和鍵的化合物（A2) ’具體的例子可舉出（曱基）丙烯 酸曱酯（methyl (meth) acrylate )、（曱基）丙烯酸乙酯（ethyl (meth) acrylate )、（曱基）丙烯酸丁酯（buthyl (meth) 9 14892pif.doc 1344976 acrylate)、（甲基）丙烯酸 2 —經乙酯（hydroxyethyl (meth) acrylate )、（甲基）丙稀酸氨基乙醋（amjn〇ethyi (meth) acrylate)等不飽和羧酸的無取代或者取代之烷基酯； 含有（曱基）丙埽酸環戊酷（cyclopentyl (meth) acrylate)、 (甲基）丙埽酸環己酉旨（cyclohexyl (meth) acrylate )、（曱 基）丙稀酸甲基環己g旨（methyl cyclohexyl (meth) acrylate )、（曱基）丙烯酸環庚酯（CyCi〇heptyi (meth) acrylate )、（甲基）丙晞酸環辛酯（cyCi00Ctyl (meth) acrylate)、（甲基）丙稀酸孟酉旨（menthyl (meth) acrylate)、 (曱基）丙稀酸環戊烯酉旨（cyclopentenyl (meth) acrylate)、 (曱基）丙稀酸環己稀酉旨（cyclohexenyl (meth) acrylate)、 (甲基）丙稀酸環庚稀酉旨（cycloheptenyl (meth) acrylate)、 (曱基）丙缔酸環辛稀g旨（cyclooctenyl (meth) acrylate)、 (甲基）丙稀酸孟二稀醋（menthadienyl (meth) acrylate)、 (曱基）丙稀酸異冰片酷（isobornyl (meth) acrylate )、（曱 基）丙烯酸茨院酉旨（pinanyl (meth) acrylate )、（曱基）丙稀 酸金剛基醋（adamantyl (meth) acrylate)、（曱基）丙嫦酸 降冰片基酷（norbornyl (meth) acrylate )、（甲基）丙豨酸蔽 烯酯（pinenyl (meth) acrylate )等的脂環式取代基的不飽和 羧酸酯化合物； 低聚（曱基）丙稀酸乙二醇一烧基酷（oligo ethyleneglycol monoalkyl (meth) acrylate)等的乙二醇類的單飽和羧酸酯 化合物； 含有（曱基）丙晞酸节基酷（benzyl(meth)acrylate)、（曱 14892pif.doc 10 1344976 基）丙烯酸苯氧基醋（phenoxy (meth) acrylate)等的芳香 環之取代基的不飽和羧酸酯化合物； 苯乙嫦（styrene )、oc_ 甲基苯乙烯（methyl styrene )、乙 烯基二曱苯（vinyl toluene)等芳香族乙烯系化合物； 乙酸乙烯酯（vinyl acetate )、丙酸乙烯酯等羧酸乙烯酯 (vinyl propionate )； (曱基）丙烯腈（（meth) acrylonitrile )、α —氣丙烯腈 (chloroacrylonitrile)等丙烯腈化合物； N—環己基馬來酰亞胺（cyclohexyl maleimide)、N—苯基 馬來酰亞胺（phenyl maleimide)等馬來酰亞胺化合物等。 這些可以各自單獨使用’也可以使用2種或2種以上之組 合。 作爲不飽和羧酸（A3) ’具體的例子可舉出丙烯酸 (acrylic acid)、曱基丙烯酸（methacrylic acid)等。丙烯 酸、曱基丙婦酸專可以各自單獨使用，也可以使用2種或 2種以上之組合。 另外’除了這些丙烯酸或曱基丙烯酸外，也可以至少 使用一種其他的酸。作爲其他的酸，具體的可舉出巴豆酸 (crotonic acid)、衣康酸（itaconic acid)、馬來酸（maleie acid)、虽馬酸（fumaric acid)等不飽和叛酸等。在同一分 子中還可以同時使用含有α—（甲氧基）丙烯酸（α_ (hydroxymethyl) acrylic acid)等的羥基和羧基的單體。 在使本發明中使用的（A1)〜（A3)共聚合而得到 的聚合物中’由分別導人（A1)〜（A3)的構成成分的比 14892pif.doc 11 1344976 率，相對構成上述聚合物的構成成分的合計摩爾數，按摩 爾百分率，優先選擇在以下的範圍。 由導入（A1)的構成單位：2〜30摩爾％ * 由導入（A2)的構成單位：2〜95摩爾％ . 由導入（A3)的構成單位：2〜70摩爾％ 另外，上述的構成成分的比率，更優先選擇在以下的範圍。 ’ 由導入（A1)的構成單位：5〜30摩爾％ 由導入（A2)的構成單位：5〜80摩爾％ 由導入（A3)的構成單位：5〜65摩爾％ # 如果上述的構成比率在上述的範圍，則顯像性、可撓 性和财熱性的平衡是良好的，因而是令人滿意的。 例如使用像以下的方法，使（A1)〜（A3)進行共 聚合就能夠製造上述聚合物。 在具備攪拌機、溫度計、迴流冷卻管、滴下漏斗和氮 氣導入管的燒瓶中，相對（A1)〜（A3)的合計量，按質 量基準，導入0.5〜20倍的溶劑（E)，將燒瓶内環境從空 氣置換成氮氣。此後，使溶劑（E)升溫至40〜140°C後， ^ 用0.1〜8小時從滴下漏斗，向上述的燒瓶中滴下相對（A1) 〜（A3)的規定量、即（A1)〜（A3)的合計量，按質 量基準，添加0〜20倍的溶劑（E)、及偶氮雙異丁腈 — (azobisisobutyronitrile )或過氧化笨曱酰（benzoyl peroxide)等聚合引發劑，相對（A1)〜（A3)的合計摩 爾數添加0.1〜10倍摩爾％的溶液（在室溫或者加熱下攪 拌溶解），再在40〜140°C攪拌1〜10小時。 14892pif.doc 12 1344976 再者，在上述的過程中，可以向燒瓶中裝入聚合引發 劑的一部分或者全量，也可以向燒瓶中裝入（A1)〜（A3) 的一部分或者全量。另外，爲了控制分子量或分子量分佈， 可以使用作爲連鎖反應試劑之α—甲基苯乙烯二聚物（α_ methyl styrene dimer)或硫醇基化合物（mercapt〇)。α_ 甲 基本乙稀一聚物或硫醇基化合物的使用量，相對（Α1)〜 (A3)的合計量，按質量基準，是0 〇〇5〜5%。再者，上 述的聚合條件，考慮製造設備或由聚合産生的發熱量等， 可以適宜地調整裝入方法或反應溫度。 在使（Α1)〜（A3)共聚而得到的聚合物中，再與 (Α4 )反應就能夠得到本發明中所使用的黏合劑樹脂 (Α)。通過在上述的聚合物中附加（Α4)，能夠在黏合劑 樹脂中賦予光/熱固化性。 作爲在一分子中具有不飽和鍵和環氧基的化合物 (Α4 )，具體的例子可舉出（甲基）丙稀酸縮水甘油g旨 (glycidyl (meth) acrylate)、（曱基）丙稀酸 3, 4_環氧環 己酯（3,4 —epoxycyclohexyl (meth) acrylate)、（甲基）丙 稀酸 3 ’ 4 —環氧環己基曱 g旨（3,4 — epoxycyclohexylmethyl (meth) acrylate )、（甲基）丙烯酸縮水甘油曱酯（methyl glycidyl(meth)acrylate)等。其中，尤其優先使用（曱基） 丙稀酸縮水甘油酯（glycidyl (meth) acrylate )。這些可以各 自單獨使用，也可以使用2種或2種以上之組合。 (A4)，相對使（A1)〜（A3)聚合而得到的樹脂中 的羧基（來自A3成分），即，相對由導入（A3)個構成單 14892pif.doc 13 1344976 位’是5〜80摩爾％，最好是1〇〜8〇摩爾％。 (A4)的組成比如果在上述範圍内，就得到充分的光 固化性或熱固性，使感光度和鉛筆硬度並存，可靠性優良， 因而是令人滿意的。 例如通過使用像以下的方法使上述的聚合物和（a4) 發生反應，就能夠製造黏合劑樹脂（A)。 使燒瓶内環境從氮氣置換成空氣，相對由導入上述聚 合物、（A3)的構成單位，按摩爾百分率，在燒瓶内放入5 〜80摩_%的（A4) ’作驗基和環氧基的反應催化劑， 相對（A1)〜（A4)的合計量，按質量基準，例如放入 〇.01 〜的二—二甲氨基甲酚（tris (dimethyl — aminomethyl) phenol) ’作爲聚合抑制劑，相對（a丨）〜（A4 ) 的合計量，按質量基準，放入G〇〇1〜5%的氫醌 (hydr〇quinone)，通過在6〇〜13〇ΐ反應小時就 ，夠使上述㈣合物和（A4)發生反應。再者，和聚合條 件同樣地考慮製造設備或由聚合而産生的發執量等，可以 適宜地調整裝入方法或反應溫度。 黏合劑樹脂⑷，按其聚苯乙烯換算的重量平均分子 ，= 好在3，_〜職_的範圍内，最 的施圍内。黏合劑樹脂⑷的重量平均分 〇 〜，_，圍内’在顯像時就不易發生膜層二:： 且在顯像時，非畫素的部分呈# 、 ' 人滿意的。 〜有良好之去除性，因此是令 黏合劑樹脂⑷的分子量分佈[重量平均分子量(Mw)/ 14892pif.doc 1344976 量(Mn)]較好是h5〜6.G，最好是1.8〜4.0。分 刀^重量平均分子量(Mw)/數平均分子量(Mn)]如果 疋〜6.〇，則顯像性優良，因此是令人滿意的。 全固开黏t劑樹脂⑷的含量，相對著色感光性樹脂中的 3 I:常是5〜9G f量％，最好是1G〜％質量％的 扼圍j合劑樹脂⑷的含量，按質量基準，如果是5 :9〇質量％，向顯像液的溶解性則是充分的，在非畫素部 刀的基板上就不易發生顯像殘渣，並且在顯像時也不易發 生曝光部之晝素部分的膜層減薄，非晝素部分的去除性可 處於良好的傾向，因此是令人滿意的。 在本發明中使用的光聚合性化合物（B)是在光與後 述的光聚合引發劑之作用下進行聚合而得到的化合物，可 舉出單官能基單體、雙官能基單體與其他的多官能基單體 等。 作爲單官能基單體的具體例子，可舉出丙稀酸壬苯基 卡必醇酯（nonylphenylcarbitol acrylate)、丙稀酸 2—羥基 3 —本氧基丙醋（2 — hydroxy — 3 — phcnoxypropyl acrylate )、丙烯酸2 —乙己基卡必醇酯（2 — ethylhexylcarbitol acrylate )、丙烯酸 2 —經乙醋（2 — hydroxyethyl acrylate )、N —乙稀基。比洛烧酮（N — vinylpyrrolidone )等。 作爲雙官能基單體的具體例子，可舉出二（曱基）丙 稀酸（1，6 —己二醇）酉旨（1,6 —hexanediol di (meth) acrylate )、二（甲基）丙稀酸乙二醇醋（et;hylene glycol di 14892pif.doc 15 Γ344976~ (meth) acrylate )、二（曱基）丙烯酸新戊二醇醋（neo_ Pentyl glycol di (met:h) acrylate )、二（曱基）丙烯酸二甘醇酉旨 (triethylene glycol di (meth) acrylate)、雙紛 A 的雙（丙稀 酰氧基乙基）醚（bis (acryloyloxyethyl) ether of bisphenol A)、二（甲基）丙烯酸（3—甲基戊二醇）酯（3 — methylpentanediol di (meth) acrylate )等0 作爲其他的多官能基單體的具體例子，可舉出三羥甲 基丙烧三（甲基）丙稀酸醋（trimethylolpropanetri(meth) acrylate)、季戊四醇三（曱基）丙烯酸醋（pentaerythritol tri (meth) acrylate )、季戊四醇四（曱基）丙烯酸酯 (pentaerythritol tetra (meth) acrylate)、二季戊四醇五（曱 基）丙烯酸酯（dipentaerythritol penta (meth) acrylate)、二 季戊四醇六（甲基）丙豨酸酯（dipentaerythritol hexa (meth) acrylate)等。 這些之中’尤其優先使用雙官能基單體、多官能基單 體。 光聚合性化合物（B)，相對黏合劑樹脂（a)和光聚 合性化合物（B)之合計的1〇〇重量份數而言，通常以1 〜60的重量份數，最好以5〜50重量份數的範圍使用。光 聚合性化合物（B)’按上述的基準，如果是1〜重量份 數的範圍’就有畫素部的強度或平滑性變得良好的傾向。 在本發明中使用的光聚合引發劑（C)是從三嗪系化 合物、苯乙酮系化合物、聯咪唑系化合物和肟化合物組成 的組合中選擇的至少一種化合物。 14892pif.doc 16 1344976 含有上述的光聚合引發劑（c)的著色感光性樹脂， 是高感光度的，並且使用此樹脂形成的膜層，其晝素部的 強度或表面平滑性變得良好。 再著，在光聚合引發劑（C )中如果同時使用光聚合 引發助劑（C — 1 )’含有這些的著色感光性樹脂，則成爲 更高感光度，並可提高使用此樹脂而形成彩色滤光片時的 生産率。 作爲上述的三嗪系化合物，例如可舉出2，4 —雙（三 氯曱基）一6— (4—甲氧基苯基）一1，3，5 —三嗓（2,4 — bis (trichloromethyl) — 6 - (4 — methoxyphenyl) — 1,3,5-triazine)、2，4一雙（三氣曱基）_6— (4—甲氧基萘基） —1，3，5 —三嗓（2,4 — bis (trichloromethyl) — 6 — (4 — methoxynaphtyl)-l，3,5-triazine)、2，4一雙（三氣甲基） —6—胡椒基一1 ’ 3 ’ 5 —三嘻（2,4 —bis (trichloromethyl) —6 — (piperonyl) — 1，3,5 — triazine)、2，4 —雙（三氣甲基） —6— (4—甲氧基苯乙烯基）—1，3，5 —三嗓（2,4 —bis (trichloromethyl) -6-(4- methoxystyryl) - 1,3,5 -triazine)、2 ’ 4—雙（三氯曱基）一6 —[2— (5—甲基呋喃 基一2 —基）乙烯基]—1，3，5 —三嗓（2,4 — bis (trichloromethyl) — 6 — [2 — (5 — methylfuran — 2 — yl)ethenyl] _1，3,5 —triazine)、2，4—雙（三氯曱基）一6—[2_ (咬 喃基一2 —基）乙稀基]—1，3，5 —三嘻（2,4 — bis (trichloromethyl) — 6 — [2 — (furan — 2 — yl)ethenyl] — 1,3,5 — triazine)、2’4—雙（三氣曱基）—6—[2— (4—二乙氨基 17 14892pif.doc 1344976 2 —曱苯基）乙稀基]_1，3，5 —三0秦（2,4 一 bis (trichloromethyl) — 6 — [2 — (4 — diethylamino — 2 — methylphenyl)ethenyl]—1，3,5 —triazine)、2，4—雙（三氣 甲基）一6—[2—（3，4—二曱氧基苯基）乙烯基]_1，3， 5 —三嗪（2,4 — bis (trichloromethyl) — 6 — [2 — (3,4 — dimethoxyphenyl) ethenyl] — 1,3,5 — triazine )等。 另外，作爲上述的苯乙酮系化合物，例如可舉出二乙 氧基苯乙 _( diethoxy acetophenone )、2—經基一2 —曱基 —1 —苯基丙烧一1 —酮（2 — hydroxy — 2 — methyl — 1 — phenylpropane — 1 — on)、苄基二曱基縮酮（benzyl dimethyl ketal)、2—經基一1 —[4— (2—經基乙氧基）苯基]一2 — 曱基丙烧一1 —酮（2 — hydroxy — 1 — [4 — (2 — hydroxyethoxy) phenyl] — 2 — methylpropane — 1 — on ) ' 1 — 經基環己基二苯_ (1— hydroxycyclohexylphenylketone)、 2 —甲基一1—(4 一曱硫基苯基）一2 —嗎啭代丙烧一 1 一酮 (2 — methyl — 1 — (4 — methylthiophenyl) — 2 — morpholinopropane —1 — on)、2 —苄基一2 —二曱氨基—1 —(4 —嗎淋代苯基）丁烧一1 —酮（2 — benzyl — 2 — dimethylamino — 1 — (4 — morpholinophenyl)butane — 1 — on)、2 —經基一2 —曱基一1 — [4— (1—曱基乙烯）烧笨基] 丙烧一1 — _(2 — hydroxy — 2 — methyl—l-[4 — (i — methylvinyl) phenyl] propane—1 —on)的低聚物等。作爲 苯乙酮系化合物，可以使用特開昭63 —264560號公報中記 載的苯乙酮系化合物，作爲此笨乙酮系化合物，例如可舉 14892pif.doc 18 1344976 出以下述式（1)表示的化合物。1344976 IX. INSTRUCTIONS OF THE INVENTION: TECHNICAL FIELD The present invention relates to a coloring photosensitive resin "tamed sensitization resin". [Prior Art] Generally, a rotating (four) machine is used on a substrate on which a black matrix pattern has been formed. The colored photosensitive resin containing the pigments of the respective red, green, and blue colors is uniformly applied, and then dried by heating (hereinafter referred to as "pre-drying"), and the coating film is exposed and developed, and then heated as needed. Curing (hereinafter referred to as 'post-drying') operation. Each color is repeatedly performed in the above-mentioned operation, translating into a variety of colors of 昼' to produce a color liquid crystal display or a color filter used in imaging = cattle. In the coloring photosensitive resin, an acrylic resin having a side chain of = is used in view of excellent light resistance and a small color change. For example, on a polymer having an epoxy group and an unsaturated double bond. 'After adding an unsaturated acid to the acid, a polyacid liver is added to form a photosensitive resin containing an acrylic resin (Publication = Kaiping No. 8-297366, but when The use of the resin to form the crucible, the problem that the development residue may occur on the substrate, or the obtained halogen may have a problem that the pencil hardness is insufficient. [Explanation] It is an object of the invention to provide a coloring photosensitive resin so that In the case of the dye, the occurrence of the image-forming residue on the substrate is reduced, and it is possible to form a fine element which is hard-recorded as a pencil. The inventors of the present invention have to find a coloring sensitization which is less problematic as described above. 14892pif.doc 1344976 Resin (4) As a result, it was found that a binder resin containing a kind of unsaturated meaning and a photopolymerization-initiating coloring photosensitive resin have a phenomenon in which the phenomenon of developing residue on the substrate is reduced when bismuth is formed, and the hardness of the erroneous pen can be formed. The present invention provides the coloring photosensitive resin of the following [1] to [6]. The coloring photosensitive resin includes a binder resin (photopolymer) and photopolymerizability. The compound (Β), the photopolymerization initiator (C), the coloring material (d), and the solvent (Ε). The binder resin (Α) is a polymerization obtained by copolymerization of (Α1) to (A3) below. And the unsaturated group-containing resin obtained by the reaction with (Α4) and the photopolymerization initiator (C) is a triazine compound, an acetophenone compound, a bismuth compound (biimidazole compound) and at least one compound selected from the group consisting of oxime compounds. (A1): having a tricyclodecane skeleton and a dicyclopentadiene skeleton in one molecule A compound of at least one skeleton and an unsaturated bond selected by the combination t of the composition. (Α2): A compound containing (Α1) and (A3) an unsaturated bond capable of copolymerization. (A3): Unsaturated carbonic acid. (A4): A compound having an unsaturated bond and an epoxy group in one molecule. [2] The color-sensitive photosensitive resin according to [1], wherein the ratio of the constituent components of (A1) to (A3) is the total of the constituent components, and the total number of constituent components is 14892 pif.doc 7 1344976, the molar percentage, The following ranges are: The constituent unit of the introduction (A1): 2 to 30 mol%; the constituent unit of the introduction (A2): 2 to 95 mol%; the constituent unit of the introduction (A3): 2 to 70 mol%; Further, 5 to 80 mol% (A4) was reacted with respect to the constituent component introduced (A3) to obtain an unsaturated group-containing resin. [3] The colored photosensitive resin contained in [1] or [2] further includes a photopolymerization initiation aid (C-1). [4] In any one of [1] to [3], wherein the colored photosensitive resin is used to form a pattern. [5] The pattern described in [4] is used in a color filter. [6] The color filter described in [5] is used in a liquid crystal display. Hereinafter, the present invention will be described in detail. The colored photosensitive resin of the present invention comprises a binder resin (A), a photopolymerizable compound (B), a photopolymerization initiator (c), a coloring material (d), and a solvent (E). The colored photosensitive resin of the present invention is preferably used as a pigment dispersion resist (re s i s t). The binder resin (A), the photopolymerizable compound (B), the photoinitiator (C), and the coloring material (d) are dissolved or dispersed in any of the other additives (F) and (E). The binder resin (A) usually has a reactivity and a solubility which are caused by the action of light or heat to act as a dispersing agent for the coloring material. g The binder resin (A) used in the coloring photosensitive resin of the present invention is reacted with a polymer obtained by copolymerizing the following (A1) to (A3), and further reacted with 14892 pif.doc 8 1344976 and (A4). The resulting unsaturated group-containing resin. (A1): a compound having at least one skeleton and an unsaturated bond selected from a combination of a tricyclodecane skeleton and a dicyclopentadiene skeleton in one molecule. (A2) • A compound containing (A1) and (A3) unsaturated bonds capable of copolymerization. (A3): unsaturated carboxylic acid. (A4): A compound having an unsaturated bond and an epoxy group in one molecule. As the compound (A1) having a tricyclodecane skeleton and/or a dicyclopentadiene skeleton in one molecule, specific examples thereof include (meth)acrylic acid- Dicyclopentanyl (meth) acrylate, dicyclopentenyl (meth) acrylate, dicyclopentanyloxye Ayl (dicyclopentanyloxye Ayl) (meth) acrylate), dicyclopentenyloxyethyl (meth) acrylate, etc. These compounds 'may be used singly or in combination of two or more kinds. Here, the term "meth" acrylate means acryiate and/or methacrylate. Specific examples of the compound (A2) having an unsaturated bond copolymerizable with the above (A1) and (A3) include methyl (meth) acrylate and (sulfonyl) acrylate. Ethyl acrylate (ethyl (meth) acrylate ), butyl methacrylate (meth) 9 14892 pif. doc 1344976 acrylate, hydroxyethyl (meth) acrylate Unsubstituted or substituted alkyl ester of an unsaturated carboxylic acid such as amjn〇ethyi (meth) acrylate; containing cyclopentyl (meth) acrylate ), (meth) hexyl acrylate, methyl cyclohexyl (meth) acrylate, (cyclo) methacrylic acid Ester (CyCi〇heptyi (meth) acrylate ), (meth) cyCi00Ctyl (meth) acrylate, (meth) acrylic acid (menthyl (meth) acrylate), ) cyclopentenyl (meth) acrylate, (mercapto) acrylate Cyclohexenyl (meth) acrylate, cycloheptenyl (meth) acrylate, cyclooctenyl (meth) Acrylate), menthadienyl (meth) acrylate, (isobornyl (meth) acrylate ), (曱基) acrylic acid (meth) acrylate ) Pinanyl (meth) acrylate ), (meth) methacrylate (meth) acrylate, (northyl) acrylate, norbornyl (meth) acrylate An unsaturated carboxylic acid ester compound of an alicyclic substituent such as pinenyl (meth) acrylate; oligo ethyleneglycol monoalkyl (meth) acrylate a monosaturated carboxylic acid ester compound of ethylene glycol type; containing benzyl (meth) acrylate, (曱14892pif.doc 10 1344976) phenoxy acrylate (phenoxy) (meth) acrylate) an unsaturated carboxylate compound of a substituent of an aromatic ring; An aromatic vinyl compound such as styrene, oc_methylstyrene, or vinyl toluene; vinyl acetate such as vinyl acetate or vinyl propionate (vinyl propionate); (meth) acrylonitrile (meth) acrylonitrile, α-aluminum acrylonitrile, etc.; N-cyclohexyl maleimide, N-phenyl horse A maleimide compound such as phenyl maleimide. These may be used singly or in combination of two or more kinds. Specific examples of the unsaturated carboxylic acid (A3)' include acrylic acid, methacrylic acid, and the like. The acrylic acid and the mercapto-propyl ketone may be used singly or in combination of two or more kinds. Further, in addition to these acrylic or mercaptoacrylic acids, at least one other acid may be used. Specific examples of the other acid include unsaturated acid such as crotonic acid, itaconic acid, maleie acid, and fumaric acid. A monomer containing a hydroxyl group and a carboxyl group of α-(hydroxymethyl)acrylic acid or the like can also be used in the same molecule. In the polymer obtained by copolymerizing (A1) to (A3) used in the present invention, the ratio of the constituent components of the respective conductors (A1) to (A3) is 14892pif.doc 11 1344976, respectively, and constitutes the above polymerization. The total number of moles of the constituent components of the substance and the percentage of the molar ratio are preferably selected in the following ranges. The constituent unit of the introduction (A1): 2 to 30% by mole * The constituent unit of the introduction (A2): 2 to 95% by mole. The constituent unit of the introduction (A3): 2 to 70% by mole. The ratio is more preferred in the following range. 'Constituent unit of introduction (A1): 5 to 30 mol%; constituent unit of introduction (A2): 5 to 80 mol%; constituent unit of introduction (A3): 5 to 65 mol% # If the above composition ratio is In the above range, the balance of development, flexibility, and heat recovery is good and thus satisfactory. For example, the above polymer can be produced by copolymerizing (A1) to (A3) by the following method. In a flask equipped with a stirrer, a thermometer, a reflux cooling tube, a dropping funnel, and a nitrogen introduction tube, a solvent (E) is introduced in a ratio of (A1) to (A3) in a total amount of 0.5 to 20 times by mass, and the inside of the flask is placed. The environment is replaced by nitrogen into nitrogen. Thereafter, the solvent (E) was heated to 40 to 140 ° C, and then a predetermined amount of (A1) to (A3), that is, (A1) to (A1) was dropped from the dropping funnel over 0.1 to 8 hours. For the total amount of A3), a polymerization initiator such as a solvent (E) and an azobisisobutyronitrile or a benzoyl peroxide is added in an amount of 0 to 20 times by mass (A1). To the total number of moles of ~(A3), 0.1 to 10 times by mole of a solution (stirred at room temperature or under heating) is added, and the mixture is stirred at 40 to 140 ° C for 1 to 10 hours. 14892pif.doc 12 1344976 Further, in the above process, a part or the whole amount of the polymerization initiator may be charged into the flask, or a part or the whole amount of (A1) to (A3) may be charged into the flask. Further, in order to control the molecular weight or molecular weight distribution, an α-methyl styrene dimer or a thiol-based compound (mercapt®) may be used as a chain reaction reagent. Α_ A The amount of the basic ethylene- or a thiol-based compound used is a total of (Α1) to (A3), which is 0 〇〇5 to 5% by mass. Further, in the above polymerization conditions, the charging method or the reaction temperature can be appropriately adjusted in consideration of the production equipment or the calorific value generated by the polymerization. In the polymer obtained by copolymerizing (Α1) to (A3), the binder resin (Α) used in the present invention can be obtained by further reacting with (Α4). By adding (Α4) to the above polymer, light/thermosetting property can be imparted to the binder resin. Specific examples of the compound (Α4) having an unsaturated bond and an epoxy group in one molecule include (glycidyl (meth) acrylate) and (meth) propylene. 3,4 — epoxycyclohexyl (meth) acrylate, 3,4 — epoxycyclohexylmethyl (meth) acrylate ), methyl glycidyl (meth) acrylate, and the like. Among them, glycidyl (meth) acrylate is especially preferred. These may be used singly or in combination of two or more kinds. (A4), a carboxyl group (from the A3 component) in the resin obtained by polymerizing (A1) to (A3), that is, a ratio of 5 to 80 moles from the introduction of (A3) constituents 14892pif.doc 13 1344976 %, preferably 1 〇 ~ 8 〇 mol%. When the composition ratio of (A4) is within the above range, sufficient photocurability or thermosetting property is obtained, and sensitivity and pencil hardness are combined, and reliability is excellent, which is satisfactory. The binder resin (A) can be produced, for example, by reacting the above polymer with (a4) by the following method. The atmosphere in the flask was replaced with air from nitrogen, and the composition of the polymer and (A3) was introduced into the flask. The percentage of the mixture was 5 to 80 _% (A4) in the flask. The reaction catalyst of the base, based on the total amount of (A1) to (A4), on a mass basis, for example, a tris (dimethyl-aminomethyl) phenol as a polymerization inhibitor With respect to the total amount of (a丨) to (A4), put 〇〇 〇 〇 one 〇 〇〇 〇〇 , , , , , , , , , 〇 〇 〇 〇 〇 〇 〇 〇 〇 〇 〇 〇 〇 〇 〇 〇 〇 〇 The above (tetra) compound reacts with (A4). Further, in the same manner as the polymerization conditions, the production method or the amount of execution due to polymerization or the like can be considered, and the charging method or the reaction temperature can be appropriately adjusted. The binder resin (4), according to its polystyrene-equivalent weight average molecule, = preferably in the range of 3, _ ~ job _, the most within the range. The weight average of the binder resin (4) is 〜 〜, _, and the inside of the film is less likely to occur in the development of the film layer 2:: and in the case of development, the non-pixel portion is #, 'people satisfied. 〜 has good removability, so that the molecular weight distribution [weight average molecular weight (Mw) / 14892 pif. doc 1344976 (Mn)] of the binder resin (4) is preferably h5 to 6.G, preferably 1.8 to 4.0. The division tool ^ weight average molecular weight (Mw) / number average molecular weight (Mn)] is excellent if it is excellent in imageability if it is 疋~6.〇. The content of the fully-solidified adhesive resin (4) is usually 5 to 9 Gf in the coloring photosensitive resin, and is preferably 1 G% to %% by mass of the resin (4). In the case of 5:9 〇 mass%, the solubility in the developing solution is sufficient, and the development residue is less likely to occur on the substrate of the non-crystalline knives, and the exposure portion is less likely to occur during development. The film layer of the halogen component is thinned, and the removal of the non-halogen component may be in a good tendency, and thus it is satisfactory. The photopolymerizable compound (B) used in the present invention is a compound obtained by polymerization under the action of light and a photopolymerization initiator to be described later, and examples thereof include a monofunctional monomer, a difunctional monomer, and the like. Polyfunctional monomers and the like. Specific examples of the monofunctional monomer include nonylphenylcarbitol acrylate and 2-hydroxy-3 phcnoxypropyl acrylate. ), 2-ethylhexylcarbitol acrylate, 2-hydroxyethyl acrylate, N-ethylene. Biloxifenone (N - vinylpyrrolidone) and the like. Specific examples of the difunctional monomer include hexamethylene acrylate (1,6-hexanediol di(meth) acrylate) and di(methyl) Ethylene glycol vinegar (et; hylene glycol di 14892pif.doc 15 Γ344976~ (meth) acrylate), neo(Pentyl glycol di (met:h) acrylate), (ethylene) diethylene glycol di (meth) acrylate, bis (acryloyloxyethyl) ether of bisphenol A, di(methyl) (3 - methylpentanediol di (meth) acrylate), etc. 0. Specific examples of other polyfunctional monomers include trimethylolpropane tris(methyl) Trimethylolpropanetri (meth) acrylate, pentaerythritol tri (meth) acrylate, pentaerythritol tetra (meth) acrylate, dipentaerythritol Mercapto acrylate (dipentaerythritol p Enta (meth) acrylate), dipentaerythritol hexa (meth) acrylate, and the like. Among these, a difunctional monomer or a polyfunctional monomer is particularly preferably used. The photopolymerizable compound (B) is usually used in an amount of from 1 to 60 parts by weight, preferably from 5 to 50 parts by weight based on 1 part by weight of the total of the binder resin (a) and the photopolymerizable compound (B). The range of parts by weight is used. When the photopolymerizable compound (B)' is in the range of 1 to part by weight, the strength or smoothness of the pixel portion tends to be good. The photopolymerization initiator (C) used in the present invention is at least one compound selected from the group consisting of a triazine-based compound, an acetophenone-based compound, a biimidazole-based compound, and an anthracene compound. 14892pif.doc 16 1344976 The coloring photosensitive resin containing the photopolymerization initiator (c) described above is highly sensitive, and the film layer formed using the resin has good strength or surface smoothness of the halogen portion. Further, when the photopolymerization initiator (C-1) is used together with the coloring photosensitive resin (C-1), the coloring photosensitive resin is used, the sensitivity is improved, and the color is formed by using the resin. Productivity at the time of the filter. Examples of the above triazine-based compound include 2,4-bis(trichloroindenyl)-6-(4-methoxyphenyl)-1,3,5-triazine (2,4-bis). (trichloromethyl) — 6 — (4 — methoxyphenyl) — 1,3,5-triazine), 2,4-double (trioxanyl)_6—(4-methoxynaphthyl) —1,3,5 — 3,4 — bis (trichloromethyl) — 6 — (4 — methoxynaphtyl)-l,3,5-triazine), 2,4-double (tri-methyl)-6-piperon-1' 3 ' 5 —3,4 —bis (trichloromethyl) —6 — (piperonyl) — 1,3,5 — triazine, 2,4 —bis(trimethyl)-6 —(4-methoxybenzene Vinyl)-1,4,5-tris(trichloromethyl)-6-(4-methoxystyryl)-1,3,5-triazine), 2'4-bis(trichloroindenyl) a 6-[2-(5-methylfuryl-2-yl)vinyl]-1,3,5-triazine (2,4 - bis (trichloromethyl)-6 - [2 - (5 - methylfuran - 2 — yl)ethenyl] _1,3,5 —triazine), 2,4-bis(trichloroindenyl)-6-[2_(biti-yl-2-yl)B Dilute base]—1,3,5—three 嘻 (2,4 — bis (trichloromethyl) — 6 — [2 — (furan — 2 — yl)ethenyl] — 1,3,5 — triazine), 2′4— Double (three gas sulfhydryl)-6-[2-(4-diethylamino 17 14892pif.doc 1344976 2 - fluorenylphenyl) ethylidene]_1,3,5-three 0 Qin (2,4 a bis ( Trichloromethyl) — 6 — [2 — (4 — diethylamino — 2 — methylphenyl)ethenyl]—1,3,5 —triazine), 2,4-bis(trimethyl)-6—[2—(3,4 - Dimethoxyphenyl)vinyl]_1,3,5-triazine (2,4 - bis (trichloromethyl)-6 - [2 - (3,4 - dimethoxyphenyl) ethenyl] — 1,3,5 — Triazine) and so on. Further, examples of the above-mentioned acetophenone-based compound include diethoxy acetophenone and 2-diyl-2-indenyl-1-phenylpropanone-1-one (2). Hydroxy — 2 — methyl — 1 — phenylpropane — 1 — on), benzyl dimethyl ketal, 2-perylene- 1 -[4-(2-cyanoethoxy)phenyl] 2- 2 - hydroxy- 1 - ketone (2 - hydroxy - 1 - [4 - (2 - hydroxyethoxy) phenyl] - 2 - methylpropane — 1 — on ) ' 1 — via cyclohexyldiphenyl _ (1— Hydroxycyclohexylphenylketone), 2-methyl-1,4-(4-indolylthio)-2-indolyl-propanone-one-one (2-methyl-1 - (4-methylthiophenyl)-2) morpholinopropane-1 On), 2 - benzyl 2- 2 - guanidinoamino - 1 - (4 - chlorophenyl) butanone 1 - ketone (2 - benzyl - 2 - dimethylamino - 1 - (4 - morpholinophenyl) butane - 1 - On), 2 - via a group - 2 - fluorenyl group 1 - [4 - (1 - fluorenyl ethylene) burning base] propylene burning a 1 - _ (2 - hydroxy — 2 — methyl—l—[4 — (i — methylvinyl) phenyl] propane—1 —on) oligomer or the like. As the acetophenone-based compound, the acetophenone-based compound described in JP-A-63-264560 can be used, and as the acetophenone-based compound, for example, 14892 pif.doc 18 1344976 is represented by the following formula (1). compound of.

(式（1)) 式（1)中，R1〜R4分別獨立地代表氫原子、鹵素原‘ 子、羥基、可以用碳原子數1〜12的烧基（aikyl)取代的 苯基（phenyl)、可以用碳原子數1〜12的烷基取代的苄基 (benzyl)、或者可以用碳原子數1〜12的烷基取代的萘基 (naphthyl) 〇 作爲以式（1)表示的化合物的具體例子，可舉出2 一曱基一2 —氨基（4 一嗎琳代苯基）乙烧—1_酮（2 — methyl — 2 — amino (4 — morpholinophenyl) ethane — 1 — on)、2 —乙基一2—氨基（4—嗎啉代苯基）乙烷—l-酮（2 —ethyl — 2 — amino (4 — morpholinophenyl) ethane — 1 — on)、2—丙基一2—氨基（4—嗎啉代苯基）乙烷一1 —酮（2 —propyl — 2 — amino (4 ~ morpholinophenyl) ethane — 1 — on)、2 — 丁基一2 —氨基（4 —嗎琳代苯基）乙烧一1 —酮（2 —butyl — 2 — amino (4 — morpholinophenyl) ethane — 1 — on)、2 —甲基一2 —氨基（4 —嗎嚇代苯基）丙院一1 —酮（2 —methyl — 2 — amino (4 — morpholinophenyl) propane — 1 — on)、2 —曱基一2 —氨基（4 —嗎淋代苯基）丁院一1 —嗣（2 —methyl — 2 — amino (4 — morpholinophenyl) butane — 1 — 19 14892pif.doc 1344976 on)、2 —乙基一2 —氨基（4_嗎淋代苯基）丙烧一1 一網（2 —ethyl — 2 — amino (4 — morpholinophenyl) propane — 1 — on)、2 —乙基一2 —氨基（4 —嗎淋代笨基）丁烧一1 —嗣（2 —ethyl — 2 — amino (4 — morpholinophenyl) butane — 1 — on)、2 —甲基一2 —曱氨基（4 —嗎琳代苯基）丙烧一 1 —酮 (2 — methyl — 2 — methylamino (4 — morpholinophenyl) propane — 1—on)、2—甲基一2—二甲氨基（4 —嗎琳代苯 基）丙炫·一 1 — _(2 — methyl — 2 — diamino(4 — morpholinophenyl) propane —1 — on)、2 —甲基一2 —二乙氨 基（4 —嗎嚇代苯基）乙烧一1 —嗣（2 — methyl — 2 — diethylamino (4 — morpholinophenyl) propane — 1 — on )等。 作爲上述的聯咪唑化合物，例如可舉出2，2'—雙（2 —氣苯基）一4，4’，5 ’ 5'—四苯基聯咪唑（2,2，一1^(2 — chlorophenyl) —4,4’,5,5’ —tetraphenylbiimidazole)、2，2’〜 雙（2，3 —二氯苯基）一4，4' 5，5’一四苯基聯咪唑（2,2’ —bis(2,3 — dichlorophenyl) — 4,4',5,5'— tetraphenylbiimidazole )(例如參照特開平 6 — 75372 號公 報、特開平6 — 75373號公報等）、2，21—雙（2—氯苯基） —4，4’，5 ’ 5’一四（烷氧苯基）聯咪唑（2,2，一bis (2〜 chlorophenyl) — 4,4',5,5' — tetraalkoxyphenylbiimidazole ) ' 2，2’一雙（2—氣苯基）一4，4’，5，5’一四（二烷氧苯基） 聯咪 σ坐（2,2’ 一bis(2 — chlorophenyl) — 4,4’,5,5’-~ tetradialkoxyphenylbiimidazole)、2， 2'—雙（2—氯笨基） —4，4’ ’ 5 ’ 5，一四（三烷氧笨基）聯咪唑（2,2，一bis(2 — 14892pif.doc 20 chlorophenyl) — 4,4'，5,5’一 tetratrialkoxyphenylbiimidazole ) (例如參照特公昭48 — 38403號公報、特開昭62—174204 號公報等）、4，4’，5，5’一位的苯基被羧烷氧基（carbo alkoxy)取代的°米。坐化合物（例如參照特開平7_ 10913號 公報）等。這些之中，尤其優先使用2，2’一雙（2—氯苯 基）一4,4’，5’5’一四苯基聯咪唾（2,2’一bis (2 —chlorophenyl) —4,4’，5,5’ — tetraphenylbiimidazole)、2,2'—雙（2,3 —二 氯苯基）一4，4’，5，5'—四苯基聯咪唑（2,2· —bis(2,3 — dichlorophenyl) — 4,4’,5,5' — tetraphenylbiimidazole )。 作爲上述的肟化合物，例如可舉出鄰乙氧羰基一α — 將基一苯基丙炫·一1 — i)^(o_ethoxycarbonyl — a — oxyimino — 1 — phenylpropane — 1 — on )等。(Formula (1)) In the formula (1), R1 to R4 each independently represent a hydrogen atom, a halogen precursor, a hydroxyl group, and a phenyl group which may be substituted with an ayl group having 1 to 12 carbon atoms. A benzyl group substituted with an alkyl group having 1 to 12 carbon atoms or a naphthyl fluorene substituted with an alkyl group having 1 to 12 carbon atoms can be used as the compound represented by the formula (1). Specific examples include 2-indenyl-2-amino (4-methyl-2-phenyl) ethane (1 - on), 2 2-ethyl-2-amino(4-morpholinophenyl) ethane — 1 — on, 2-propyl-2-amino (4-morpholinophenyl) ethane-1-yl- 2 - aryl (4- morpholinophenyl) ethane — 1 — on), 2 — butyl 2-amino (4- linal benzene) Ketone 1-ketone (2-butyl-2-amino (4 - morpholinophenyl) ethane — 1 — on), 2-methyl-2-amino (4--) 1 —keto(2-methyl-2-(amino)(4-morpholinophenyl) propane — 1 — on), 2 —indolyl-2-indolyl (4-n-phenylene) Dingyuan-1–嗣(2-methyl- 2 — amino (4 — morpholinophenyl) butane — 1 — 19 14892pif.doc 1344976 on), 2 —ethyl 2- 2 -amino (4 _ 淋 phenyl) propyl 1 - net (2 — ethyl — 2 — amino (4 — morpholinophenyl) propane — 1 — on), 2 —ethyl 2- 2 -amino (4 — 淋 代 笨 ) ) ) ) ) ) ) ) ) ) ) ) ) ) ) ) ) ) ) ) ) ) ) ) ) ) ) ) ) ) ) ) ) ) ) ) ) ) ) ) ) ) ) ) ) ) ) ) ) ) ) ) ) ) ) ) ) ) ) ) ) ) ) ) ) ) ) ) ) ) ) ) ) ) ) ) ) ) ) ) — on), 2-methyl-2-indolylamino (4-cylinyl) 1-ke-2-ylamino (4 — morpholinophenyl) propane — 1—on), 2— Methyl-2-dimethylamino(4-cylinylphenyl)propane-1 - _(2 - methyl-2 - diamino(4 - morpholinophenyl) propane -1 - on), 2 -methyl-2 —Diethylamino (4------------------------------- Opane — 1 — on ) and so on. Examples of the biimidazole compound include 2,2'-bis(2-phenylene)-4,4',5'5'-tetraphenylbiimidazole (2,2,1^(2). —chlorophenyl) —4,4′,5,5′ —tetraphenylbiimidazole), 2,2′~bis(2,3-dichlorophenyl)-4,4′ 5,5′-tetraphenylbiimidazole (2 2'-bis(2,3-dichlorophenyl)-4,4',5,5'-tetraphenylbiimidazole (for example, see JP-A-6-75372, JP-A-6-75373, etc.), 2, 21- Bis(2-chlorophenyl)-4,4',5'5'-tetra(alkoxyphenyl)biimidazole (2,2,bis(2~ chlorophenyl)-4,4',5,5' — tetraalkoxyphenylbiimidazole ) ' 2,2'-double (2-phenylene)- 4,4',5,5'-tetra(dialkyloxyphenyl)-linked yttrium (2,2' a bis (2 — Chlorophenyl) — 4,4′,5,5′-~ tetradialkoxyphenylbiimidazole), 2, 2′—bis(2-chlorophenyl)-4,4′′ 5 '5,tetra-tetradecyloxy Imidazole (2,2, a bis (2 - 14892 pif.doc 20 chlorophenyl) — 4,4',5,5'-tetratrialkoxy Phenylbiimidazole (for example, refer to Japanese Patent Publication No. Sho 48-38403, JP-A-62-174204, etc.), and 4,4', 5,5'-phenyl is substituted by carboalkoxy (carbo alkoxy). Meter. The compound is used (for example, refer to Japanese Laid-Open Patent Publication No. Hei 7-10913). Among these, 2,2'-double (2-chlorophenyl)-4,4',5'5'-tetraphenyl-biphenyl (2,2'-bis-chlorophenyl) is especially preferred. 4,4',5,5'-tetraphenylbiimidazole), 2,2'-bis(2,3-dichlorophenyl)-4,4',5,5'-tetraphenylbiimidazole (2,2· —bis(2,3 —dichlorophenyl) — 4,4′,5,5′ —tetraphenylbiimidazole ). The above-mentioned hydrazine compound may, for example, be o-ethoxycarbonyl-α-yl-phenyloxyl-a- oxyimino-1-phenylpropane-1-on.

另外，如果是不損害本發明的效果的程度，還可以同 時使用在該領域中通常使用的其他之光聚合引發劑等。作 爲其他的光聚合引發劑，例如可舉出苯偶姻系化合物 (benzoin)、一苯曱_系化合物（benz〇phen〇ne)、噻噸酮 14892pif.doc 21 系化合物（thioxanthone)、蒽系化合物（anthracene)等。 這些可以各自單獨使用，也可使用2種或2種以上之組合。 作爲本偶姻糸化合物’例如可舉出苯偶姻（benzoin )、 苯偶姻甲醚（benzoin methyl ether)、苯偶姻乙_ (benzoin ethyl ether) ' 苯偶姻異丙醚（benzoin isopropyl ether)、苯 偶姻異丁®€ (benzoin isobutyl ether)等。 作爲二苯甲酮系化合物，例如可舉出二苯曱_ (benzophenone )、 鄰苯曱酰苯曱酸甲酷（methyl 〇 — benzoylbenzoate)、4—苯基二苯甲_(4— phenylbenzophenone)、4 —苯曱酰一4’一甲基二笨硫（4 — benzoyl —4丨一methyldiphenylsulfide)、3，3,，4，4’一四（叔 丁基過氧羰基）二苯曱酮（3,3’,4,4' — 16加扣11-butylperoxycarbonyl) — benzophenone)、2，4，6 —三甲基 二苯甲酮（2,4,6 —trimethylbenzophenone)等。 作爲°塞°頓酮系化合物，例如可舉出2 —異丙基。塞嘲酮 (2 — isopropylthioxanthone )、4 —異丙基 口塞口頓_ (4 — isopropylthioxanthone )、2，4 —二乙基口塞"頓酮(2,4 — diethylthioxanthone )、2，4 —二氣》塞》镇 _( 2,4 — dichlorothioxanthone )、1—氯一4 —丙氧基〇塞》镇嗣（1 — chloro — 4 — propoxythioxanthone )等。 作爲蒽系化合物’例如可舉出9，10_二曱氧基蒽（9,10 —dimethoxyanthracene)、2 —乙基一9，10—二曱氧基蒽（2 —ethyl — 9,10 — dimethoxyanthracene )、9，10 —二乙氧基蒽 (9，10 —diethoxyanthracene)、2 —乙基一9，10 —二乙氧基 14892pif.doc 22 1344976 蒽（2 —eAyl—9，l〇—diethoxyanthracene)等。 其他’作爲其他的光聚合引發劑可舉出2，4，6—三 甲基苯甲酰氧化二苯磷 （2,4,6 — _ trimethylbenzoyldiphenylphosphineoxide )'10 — 丁基一2 — 氯0丫咬酮（10 — butyl — 2 — chloroacridone )、2 —乙基蒽酉昆 (2-ethylanthraquinone)、苯偶酰（benzil)、9，10·-菲醌 (9,10 — phenanthrenequinone )、樟腦酿 (camphorquinone )、苯基乙酸·酸曱酯（phenyl methyl glyoxylate)、二茂鈦（titanocene)化合物等。 籲 另外，也可以使用具有能夠引起連鎖反應之官能基的 光聚合引發劑，作爲此種光聚合引發劑，例如可舉出在特 表2002-544205號公報中記載的這種光聚合引發劑。 作爲具有能夠引起上述連鎖反應之官能基的光聚合 引發劑，例如可舉出以下述式（2)〜（7)表示的化合物。Further, other photopolymerization initiators and the like which are generally used in the field can be used at the same time as to the extent that the effects of the present invention are not impaired. Examples of the other photopolymerization initiator include a benzoin compound, a benzoquinone compound (benz〇phen〇ne), a thioxanthone 14892 pif.doc 21 compound (thioxanthone), and an anthraquinone system. Compound (anthracene) and the like. These may be used individually or in combination of 2 or more types. Examples of the benzoin isopropyl ether include benzoin, benzoin methyl ether, and benzoin ethyl ether benzoin isopropyl ether. ), benzoin isobutyl ether, etc. Examples of the benzophenone-based compound include benzophenone, methyl benzo-benzophenylbenzoate, and 4-phenylbenzophenone. 4-Benzoyl-4'-methyldiphenylsulfide, 3,3,4,4'-tetra(tert-butylperoxycarbonyl)dibenzophenone (3 , 3', 4, 4' - 16 with 11-butylperoxycarbonyl) - benzophenone), 2,4,6-trimethylbenzophenone (2,4,6-trimethylbenzophenone). Examples of the saponin compound include a 2-isopropyl group. 2 - isopropylthioxanthone, 4 - isopropylthioxanthone, 2,4-diethyl ketone " 2,4 — diethylthioxanthone, 2,4 — The two gas "sea" _ (2,4 - dichlorothioxanthone), 1-chloro-4-cyclopropoxy oxime (1 - chloro - 4 - propoxythioxanthone) and so on. As the lanthanoid compound, for example, 9,10-dimethoxyanthracene (9,10-dimethoxyanthracene), 2-ethyl-9,10-dimethoxyanthracene (2-ethyl-9,10-dimethoxyanthracene) , 9,10-diethoxyanthracene, 9,2-ethyl-9,10-diethoxy 14892pif.doc 22 1344976 蒽(2 —eAyl—9,l〇—diethoxyanthracene) Wait. Other 'as other photopolymerization initiators, 2,4,6-trimethylbenzoyldiphenylphosphineoxide 2,4-butyl- 2 - chloro 0-bite Ketone (10 — butyl — 2 — chloroacridone ), 2-ethylanthraquinone, benzil, 9,10·-phenanthrenequinone (9,10 — phenanthrenequinone ), camphorquinone ), phenyl methyl glyoxylate, titanocene compound, and the like. In addition, a photopolymerization initiator having a functional group capable of causing a chain reaction can be used. Examples of such a photopolymerization initiator include the photopolymerization initiator described in JP-A-2002-544205. The photopolymerization initiator having a functional group capable of causing the above-mentioned chain reaction can be, for example, a compound represented by the following formulas (2) to (7).

14892pif.doc 23 1344976 H2C Ο\\ IIc——c- C4H9-S-CHj14892pif.doc 23 1344976 H2C Ο\\ IIc——c- C4H9-S-CHj

h2c .c- h2 -c- h3cooc H2\\c——H2c .c- h2 -c- h3cooc H2\\c -

II

H3COOCH3COOC

-S-?- -s——(CH2)3-s •S——(CH2)3-S-S-?- -s——(CH2)3-s •S——(CH2)3-S

24 14892pif.doc 1344976 作爲使上述的（A1 )〜（A3 )共聚而得到的聚合物 的構成成分（A2)也可以使用具有能夠引起上述連鎖反應 之官能基的光聚合引發劑。作爲構成成分（A2)使用具有 能夠引起上述連鎖反應之官能基的光聚合引發劑而得到的 聚合物，可以和黏合劑樹脂（A)並用。 另外，也可以在光聚合引發劑（C)中組合光聚合引 發助劑（C—1)而使用。 作爲光聚合引發助劑（C — 1 )，優先使用胺化合物 (amine)、羧酸化合物。 作爲胺化合物的具體例子，可舉出三乙醇胺 (triethanol amine )、甲基二乙醇胺（methyl diethanol amine)、三異丙醇胺（triisopropanol amine)等脂肪族胺化 合物，4 —二甲氨基苯甲酸甲酯（methyl 4 — diniethylamino benzoate )、4 —二曱氨基苯甲酸乙酯（ethyl 4 — dimethylamino benzoate )、4 —二甲氨基苯甲酸異戊|旨 (isoamyl 4 — dimethylamino benzoate )、4 —二曱氨基苯曱 酸 2 —乙己酯（2 — ethylhexyl 4 — dimethylamino benzoate )、笨曱酸2 —二曱氨基乙酯（2 — dimethylaminoethyl benzoate )、N，N —二甲基對甲苯胺 (N，N — dimethyl p — toluidine )'4,4，一雙（二曱氨基）二 笨曱 S同（4, 4’一bis (dimethylamino) benzophenone)(通稱米 蚩酮）、4，4'—雙（二乙氨基）二苯曱酮（4, 4, 一 bis (diethylamino) benzophenone)等芳香族胺化合物。作爲胺 化合物，優先使用芳香族胺化合物。 14892pif.doc 25 作爲羧酸化合物的具體例子，可舉出苯硫基乙酸 (phenylthioacetic acid ) ' 甲基苯硫基乙酸 (methylphenylthioacetic acid ) ' 乙基苯硫基乙酸 (ethylphenylthioacetic acid ) ' 甲硫基苯硫基乙酸 (methylethylphenylthioacetic acid )、二曱基苯硫基乙酸 (dimethylphenylthioacetic acid )、曱氧基苯硫基乙酸 (met:hoxyphenylthioacetic acid )、二曱氧基苯硫基乙酸 (dimethoxyphenylthioacetic acid ) ' 氣苯硫基乙酸 (chlorophenylthioacetic acid ) ' 二氣苯硫基乙酸 (dichlorophenylthioacetic acid )、N —苯基甘氨酸（N — phenylglycine)、萘氧基乙酸（phenoxyaceticacid)等芳香 族雜酸類。 光聚合引發劑（C)的使用量，相對黏合劑樹脂（a) 和光聚合性化合物（B)的合計1〇〇質量份數，通常是 〜40質量份數，最好是1〜3〇質量份數，光聚合引發助劑 (C—1)的使用量’按上述的基準，通常是〜5〇質量 份數，最好是1〜40質量份數。 光聚合引發劑（C)的使用量如果在上述的範圍，著 色感光性樹脂就成爲高感光度，使用此樹脂形成的晝素部 的強度或在該晝素部的表面上的平滑性就有變得良好的傾 向。再著，光聚合引發助劑（C—1)的使用量如果在上述 的範圍，著色感光性樹脂的感光度就變得更高，使用此樹 脂形成的彩色濾光片的生産率就處於提高的傾向。 本發明中使用的著色顏料⑼，通常是顏料，是在顏 14892pif.doc 26 1^44976 料分散光阻劑中通常使用的有機顏料或者無機顏料是優先 選擇的。 作爲無機顏料，可舉出金屬氧化物或金屬錯合物鹽等 的金屬化合物，具體的可舉出鐵、鈷、鋁、鎘、鉛、銅、 欽、鎮、鉻、鋅、銻等的金屬氧化物或者複合金屬氧化物 等。 作爲有機顏料和無機顏料，可舉出在染料索引（Colour24 14892 pif. doc 1344976 A photopolymerization initiator having a functional group capable of causing the above-described chain reaction can also be used as the constituent component (A2) of the polymer obtained by copolymerizing the above (A1) to (A3). As the constituent component (A2), a polymer obtained by using a photopolymerization initiator having a functional group capable of causing the above-mentioned chain reaction can be used in combination with the binder resin (A). Further, a photopolymerization initiator (C-1) may be used in combination with the photopolymerization initiator (C). As the photopolymerization initiation aid (C-1), an amine compound or a carboxylic acid compound is preferably used. Specific examples of the amine compound include aliphatic amine compounds such as triethanol amine, methyl diethanol amine, and triisopropanol amine, and 4-dimethylaminobenzoic acid. Ester (methyl 4 — diniethylamino benzoate ), ethyl 4 — dimethylamino benzoate , isoamyl 4 — dimethylamino benzoate , 4 — diamino amino 2-ethylhexyl 4 — dimethylamino benzoate, 2-dimethylaminoethyl benzoate, N,N-dimethyl-p-toluidine (N,N — dimethyl p — toluidine ) '4,4, a double (diamino) bis (dimethylamino) benzophenone (commonly known as Michler's ketone), 4,4'-bis (diethylamino) An aromatic amine compound such as diphenyl fluorenone (4, 4, bis (diethylamino) benzophenone). As the amine compound, an aromatic amine compound is preferably used. 14892pif.doc 25 Specific examples of the carboxylic acid compound include phenylthioacetic acid 'methylphenylthioacetic acid ' 'ethylphenylthioacetic acid ' methylthiobenzene Methyl phenyl thioacetic acid, dimethylphenylthioacetic acid, met: oxyphenylthioacetic acid, dimethoxyphenylthioacetic acid Aromatic acyl acids such as chlorophenylthioacetic acid, dichlorophenylthioacetic acid, N-phenylglycine, and phenoxyacetic acid. The amount of the photopolymerization initiator (C) to be used is usually 1 to 3 parts by mass, preferably 1 to 3 parts by mass, based on 1 part by mass of the total of the binder resin (a) and the photopolymerizable compound (B). The number of parts, the amount of use of the photopolymerization initiation aid (C-1) is usually ～5〇 parts by mass, preferably 1 to 40 parts by mass, based on the above criteria. When the amount of the photopolymerization initiator (C) used is in the above range, the coloring photosensitive resin has high sensitivity, and the strength of the halogen portion formed using the resin or the smoothness on the surface of the element portion is The tendency to become good. Further, when the amount of the photopolymerization initiation aid (C-1) used is in the above range, the sensitivity of the colored photosensitive resin becomes higher, and the productivity of the color filter formed using the resin is improved. Propensity. The coloring pigment (9) used in the present invention, usually a pigment, is preferably an organic pigment or an inorganic pigment which is usually used in the pigment dispersion agent of the pigment. Examples of the inorganic pigment include metal compounds such as metal oxides and metal complex salts, and specific examples thereof include metals such as iron, cobalt, aluminum, cadmium, lead, copper, chin, town, chromium, zinc, and lanthanum. Oxide or composite metal oxide. As an organic pigment and an inorganic pigment, it can be cited as a dye index (Colour)

Index )( The Society of Dyers and Colourists 出版）中分類 成顏料（pigment)的化合物，更具體地可舉出像以下的比 色指數（C.I.)號的顏料，但不限於這些。 C.I·顏料黃 20、24、31、53、83、86、93、94、109、110、 117、125、137、138、139、147、148、150、153、154、 166、173 和 180 ; C.I.顏料橙黃 13、31、36、38、40、42、43、5卜 55、59、 61、64、65 和 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 和 264 ； C.I.顏料紫 14、19、23、29、32、33、36、37 和 38 ; C.I.顏料藍 15、（ 15:3、15:4、15:6 等）、2卜 28、60、64 和76 ; C.I.顏料綠 7、10、15、25、36 和 47 ; C.I.顏料栋28 ; C.I.顏料黑1和7等。 27 14892pif.doc 這些著色綱（D)，可以單獨❹，也可减用2種 二種以上之組合。著色顏料（D)的含量，以著色感光 ^月曰中的全固形分量爲基準，通常是3〜6G質量％，最 好疋5〜55 ff：%的範圍。按上述的基準，著色顏料⑼ 的含量如果是5〜60質量％的_，即使形膜，晝素 的色濃度也是足夠的’在顯像時非晝素部的去除性也不會 降低’因而有殘潰不易發生的_，因此是令人滿意的。 本發明t使用的溶劑（E)，可以使用在著色感光性樹 脂領域中使用的各種有機溶劑。 作爲其具體的例子，可舉出乙二醇一曱醚（ethylene glycol monomethyl ether)、乙二醇一乙醚（ethyiene glycol monoethyl ether )、乙二醇一丙鱗（ethyiene glycol monopropyl ether )、乙二醇一丁峻（ethylene glycol monobutylether)等乙二醇一烷基醚類； 二甘醇二甲醚（diethylene glycol dimethyl ether)、二甘醇 二乙鱗（diethylene glycol diethyl ether)、二甘醇二丙醚 (diethylene glycol dipropyl ether )、二甘醇二丁驗 (diethylene glycol dibutyl ether)等二甘醇二烧基醚類； 曱基溶纖素乙酸S旨（methyl cellosolve acetate)、乙基溶纖 素乙酸醋（ethyl cellosolve acetate)等烧基溶纖素乙酸酯類； 丙二醇一甲醚乙酸酿（propylene glycol monomethyl ether acetate )、丙二醇一乙醚乙酸酷（propylene glycol monoethyl ether acetate )、丙二醇一丙醚乙酸酯（propylene glycol monopropyl ether acetate )、丁二醇曱醚乙酸酯（methoxy 14892pif.doc 28 1344976 butyl acetate)戊—醇甲驗乙酸醋（methoxy pentyl acetate ) 等烷撐二醇烷基醚乙酸酯類； 苯（benzene )、曱苯（toluene )、二甲苯（Xylene )、米 (mesitylene)等芳香烴類； 曱基乙基酮、丙酮、曱基戊基酮、曱基異丁基酮、環己酮 等酮類； 乙醇、丙醇、丁醇、己醇、環己醇、乙二醇、丙三醇等醇 類； 3 乙氧基丙^乙酿（ethyl 3 —ethoxy propionate)、3 —曱 氧基丙酸曱酯（methyi 3 — meth〇xy propionate )等酯類； 丁内酯（γ —butyrolactone)等環狀酯類等。 上述的溶劑中，從塗佈性、乾燥性的方面考慮，在上 述溶劑中，較好的可舉出沸點1〇(rc〜2〇〇c>c的有機溶劑， 更好的可舉出烷撐二醇烷基醚乙酸酯類、丙酮類、3—乙氧 基丙酸乙酯或3—甲氧基丙酸曱酯等酯類，最好的可舉出 丙一醇一甲醚乙酸酯、丙二醇一乙趟乙酸酯、環己_、三 乙氧基丙酸乙酯、三甲氧基丙酸甲酯等。 這些溶劑（E)，可以各自單獨使用，也可以使用2種 或2種以上之組合。 本發明的著色感光性樹脂中的溶劑（E)的含量，相 對含有溶劑的著色感光性樹脂全體量，按質量百分率，通 常是60〜90質量％，最好是70〜85質量％。溶劑（E) 的含量，按上述的基準，如果是6〇〜9〇質量％，在使用輥 塗機（roller coater )、旋轉塗佈機（s_⑽如）、縫隙和旋 14892pif.doc 29 轉塗佈機（slit & spin coater)、縫隙塗佈機（slit c〇ater)(也 往往稱爲裂縫塗佈機（die coater))、喷墨（ink jet)等塗 佈裝置進行塗佈時，則存在塗佈性處於良好的傾向。 在本發明的著色感光性樹脂中，根據需要，也可以含 有填充劑、其他的高分子化合物、顏料分散劑、附著促進 劑、抗氧化劑、紫外線吸收劑、防凝集材料等的添加劑 (F) 〇 作爲填充劑，具體地例子有玻璃、二氧化矽、氧化鋁 等。 作爲其他的高分子化合物，具體地可舉出環氧樹脂 (epoxy resin)、馬來酿亞胺樹脂（maleimide resin)等固 化性樹脂’聚乙烯醇（polyvinyl alcohol )、聚丙埽酸 (polyacrylic acid )、聚乙二醇一烧基趟（polyethylene glycol monoalkyl ether )、聚丙烯酸氟烧基酯 (polyfluoroalkyl acrylate )、聚酯（polyester )、聚氨酯 (polyurethane)等的熱塑性樹脂等。 作爲顏料分散劑，可以使用市售的界面活性劑，例如 可舉出矽系、氟系、酯系、陽離子系、陰離子系、非離子 系、兩性等界面活性劑等。這些可以各自單獨使用，也可 以使用2種或2種以上之組合。作爲上述的界面活性劑， 例如除了聚氧乙稀烧基鍵類（polyoxyethylene alkyl ethers)、聚氧乙稀烧基苯基醚類（polyoxyethylene alkyl phenyl ethers)、聚乙二醇二i旨類（polyoxyethylene glycol diethers)、脫水山梨糖醇脂肪酸酯類、脂肪酸變性聚酯類、 14892pif.doc 30 類、聚W亞胺類等，可舉出以商品名 與姓二、業株式會社製）、P〇LYFL()W(共榮社化 學株式會社製）、EFT〇p (卜—。口 社製）、 =(} AFAC CAS；M >4·化學工業株式會社製）、Flu〇rad 住友义U —工Λ株式會社製）、AsahiGuard、Surflon (以 上，旭硝子株式會社製）、s〇LSpERSE (七.才、力株式會社 製）、EFKA ( EFKA CHEMICALS 公司製）、PB821 (味❼ 素株式會社製）等。 作爲附著促進劑’具體地可舉出乙烯基三曱氧基矽烷 (vinyl trimethoxysilane )、乙烯基三乙氧基矽烷（vinyl triethoxysilane )、乙烯基三（2 -曱氧基乙氧基）矽烷（Vinyi tris(methoxyethoxy)silane )、N— (2 —氨乙基）一3 —氨丙 基甲基二甲氧基 i，^(N—(2 — aminoethyl) — 3 — aminopropylmethyldimethoxy silane ) > N — (2 —氨乙基） 一 3 —氨丙基甲基三甲氧基碎烧（N_ (2 — aminoethyl) — 3 —aminopropyltrimethoxy silane)、3 —氨丙基三乙氧基石夕烧 (3 —aminopropyltriethoxy silane)、3 —環氧丙氧基丙基三 甲氧基矽烷、3—環氧丙氧基丙基曱基二曱氧基矽烷、2_ (3，4—環氧環己基）乙基三曱氧基矽烷、3—氣丙基曱基 二甲氧基矽烷、3 —氯丙基三曱氧基矽烷、3—異丁烯酰氧 基丙基三甲氡基石夕烧、3 —疏基丙基三甲氧基石夕院等。 作爲抗氧化劑’具體地可舉出2 ’ 2·—硫代雙（4—曱 基一6 —叔丁齡）、2 ’ 6 —二叔丁基一4—曱盼等。 作爲紫外線吸收劑’具體地可舉出2一（3 —叔丁基一2 — 14892pif.doc 31 1344976 =。5 Ψ笨基）―5—氣笨並三唾、烧氧基苯並二笨甲 2防凝集材料，具體地可舉出聚丙烯酸納等。 著色感光性樹脂’例如可以使用像以下的方 ^ 徑成爲小於或等於0.2 _，使用珠粒 。此時’根據需要，使用顏料分散劑，並 =ί=合劑樹脂⑷的-部分或者全部。在所 下，往往稱爲研磨料)中，爲了成爲規 Λ， (Α)的剩餘部分、光聚合性化 口物（Β)和光聚合引發劑（c)、根 :再根據需要追加的溶劑，而得到目的之著色感;性 底材=下那樣_ 色畫素(著色圖像)。首Γ象在 先形成的著色感光性樹脂的固形分構=丄或者在 脂，通過預供乾去除溶劑等的揮佈該樹 膜。此時塗膜的厚度是大約1〜3μΓη程度。：:::= =4r:r黑色矩陣或者晝素心= 人、、'射m此時，在曝光部全體上均勻地照 、水’而且爲了進行光罩和基板之正確位 用光罩對準器或逐次移動式曝光裝置。此後二= 的塗膜接觸驗水溶液以溶解非曝光部，通過顯像Si 14892pif.doc 32 1344976 所要的黑色矩陣或者晝素（圖像）。顯像後，根據需要，也 可以在150〜230°C實施1〇〜60分鐘左右的後烘乾。 在圖案形成曝光後的顯像中使用的顯像液，通常是含 有驗性化合物和表面活性劑的水溶液。 鹼性化合物’可以是無機或者有機的鹼性化合物之任 —種。 作爲無機鹼性化合物的具體例子，可舉出氫氧化鈉、 氫氧化鉀、磷酸氫二鈉、磷酸二氫鈉、磷酸氫二銨、磷酸 二氫銨、磷酸二氫鉀、矽酸鈉、矽酸鉀、碳酸鈉、碳酸鉀、 碳酸氫鈉、碳酸氫鉀、硼酸鈉、硼酸鉀、氨水等。The compound classified into pigments in Index) (published by The Society of Dyers and Colourists) is more specifically a pigment having a color index (C.I.) as follows, but is not limited thereto. CI·Pigment Yellow 20, 24, 31, 53, 83, 86, 93, 94, 109, 110, 117, 125, 137, 138, 139, 147, 148, 150, 153, 154, 166, 173 and 180; CI pigment orange yellow 13, 31, 36, 38, 40, 42, 43, 5, 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, and 47; CI Pigment Building 28; CI Pigment Black 1 and 7 and so on. 27 14892pif.doc These coloring classes (D) can be used alone or in combination of two or more. The content of the coloring pigment (D) is usually from 3 to 6 G% by mass, preferably from 5 to 55 ff:%, based on the total solid content in the coloring photosensitive film. According to the above-mentioned criteria, if the content of the colored pigment (9) is 5% to 60% by mass, even if the film is formed, the color density of the halogen is sufficient, and the removal property of the non-paraffin portion does not decrease at the time of development. It is satisfactory that there is a _ which is not easy to occur. As the solvent (E) used in the present invention, various organic solvents used in the field of coloring photosensitive resins can be used. Specific examples thereof include ethylene glycol monomethyl ether, ethyiene glycol monoethyl ether, ethyiene glycol monopropyl ether, and ethylene glycol. Ethylene glycol monoalkyl ether such as ethylene glycol monobutylether; diethylene glycol dimethyl ether, diethylene glycol diethyl ether, diethylene glycol dipropyl ether (diethylene glycol dipropyl ether), diethylene glycol dibutyl ether, etc.; diethylene glycol dialkyl ether; methyl cellosolve acetate, methyl cellosolve acetate, ethyl cellosolve acetate (cetocellic acid acetate) Propylene glycol monopropyl ether acetate ), methoxy 14892pif.doc 28 1344976 butyl acetate An alkylene glycol alkyl ether acetate such as methoxy pentyl acetate; an aromatic hydrocarbon such as benzene, toluene, Xylene or mesylene; a ketone such as ketone, acetone, decyl amyl ketone, decyl isobutyl ketone or cyclohexanone; an alcohol such as ethanol, propanol, butanol, hexanol, cyclohexanol, ethylene glycol or glycerin; 3 esters such as ethyl 3 —ethoxy propionate, methyi 3 — meth〇xy propionate; cyclic esters such as butyrolactone (γ—butyrolactone) Classes, etc. Among the above-mentioned solvents, from the viewpoint of coatability and drying property, an organic solvent having a boiling point of 1 〇 (rc 〜 2 〇〇 c > c) is preferred among the above solvents, and more preferably an alkane. An ester such as a diol alkyl ether acetate, an acetone, an ethyl 3-ethoxypropionate or a decyl 3-methoxypropionate, and the most preferred one is propanol monomethyl ether acetate. Ester, propylene glycol monoacetate acetate, cyclohexyl, ethyl triethoxypropionate, methyl trimethoxypropionate, etc. These solvents (E) may be used singly or in combination of two or two. The content of the solvent (E) in the coloring photosensitive resin of the present invention is usually 60 to 90% by mass, preferably 70 to 85, by mass based on the total amount of the coloring photosensitive resin containing the solvent. % by mass. The content of the solvent (E) is 6 〇 to 9 〇 by mass based on the above-mentioned criteria, using a roller coater, a spin coater (s_(10), for example), a slit and a spin of 14892pif.doc 29 spin coater (slit & spin coater), slit coater (slit c〇ater) (also often referred to as crack coating When the coating device such as a (die coater) or an ink jet is applied, the coating property tends to be good. The colored photosensitive resin of the present invention may contain a filler, if necessary. Other additives (F) such as a polymer compound, a pigment dispersant, an adhesion promoter, an antioxidant, an ultraviolet absorber, and an anti-agglomeration material. As a filler, specific examples thereof include glass, ceria, alumina, and the like. Specific examples of the polymer compound include a curable resin such as an epoxy resin or a maleimide resin, a polyvinyl alcohol, a polyacrylic acid, and a polyacrylic acid. A thermoplastic resin such as polyethylene glycol monoalkyl ether, polyfluoroalkyl acrylate, polyester, or polyurethane. As a pigment dispersant, a city can be used. Examples of commercially available surfactants include lanthanide, fluorine, ester, cationic, anionic, nonionic, and amphoteric interfaces. The agent may be used singly or in combination of two or more kinds thereof. As the above surfactant, for example, polyoxyethylene alkyl ethers and polyoxyethylene bromide are used. Polyoxyethylene alkyl phenyl ethers, polyoxyethylene glycol diethers, sorbitan fatty acid esters, fatty acid modified polyesters, 14892pif.doc 30, poly W imine For example, the product name and surname are 2, manufactured by Seiko Co., Ltd., P〇LYFL()W (manufactured by Kyoeisha Chemical Co., Ltd.), and EFT〇p (Bu-.口 制 ) AF AF AF AF AF AF AF AF AF AF AF AF AF AF AF AF AF AF AF AF AF AF AF AF AF AF AF AF AF AF AF AF AF AF AF AF AF AF AF AF AF AF AF AF AF AF AF AF AF AF AF AF AF AF AF AF AF 〇LSpERSE (manufactured by VII., Ltd.), EFKA (manufactured by EFKA CHEMICALS), and PB821 (manufactured by Miso Co., Ltd.). Specific examples of the adhesion promoter include vinyl trimethoxysilane, vinyl triethoxysilane, and vinyl tris(2-methoxyethoxy) decane (Vinyi). Tris(methoxyethoxy)silane ), N-(2-aminoethyl)-3-aminopropylmethyldimethoxy silane ) > N — ( 2 -aminoethyl) 3 - aminopropyltrimethoxy silane, 3 -aminopropyltriethoxy silane , 3-glycidoxypropyltrimethoxydecane, 3-glycidoxypropylmercaptodimethoxydecane, 2_(3,4-epoxycyclohexyl)ethyltridecyloxydecane , 3-propyl propyl decyl dimethoxy decane, 3-chloropropyl trimethoxy decane, 3- methacryloxypropyl trimethyl decyl sulphate, 3- sylpropyl propyl trimethoxy sylvestre Wait. Specific examples of the antioxidant include 2' 2 - thiobis(4-indenyl-6-tert-butylidene), 2'6-di-tert-butyl-4-indolene, and the like. Specific examples of the ultraviolet absorber 'specifically include 2-(3-tert-butyl- 2 - 14892 pif.doc 31 1344976 = .5 Ψ Ψ )) - 5 - gas stupid and trisal, alkoxy benzo acyl 2, the anti-aggregation material, specifically, polyacrylic acid sodium or the like. The colored photosensitive resin ' can be used, for example, in such a manner that the following diameter becomes 0.2 or less, and beads are used. At this time, a pigment dispersant is used as needed, and = ί = part or all of the mixture resin (4). In the following, it is often referred to as an abrasive, and in order to become a standard, the remaining part of (Α), a photopolymerizable chemical (Β), a photopolymerization initiator (c), and a root: And get the color sense of the purpose; the sex substrate = the next _ color pixel (color image). The first image of the first color-forming photosensitive resin is solid-structured = 丄 or in the fat, and the resin film is removed by pre-drying to remove the solvent. The thickness of the coating film at this time is about 1 to 3 μΓ. ::::==4r:r black matrix or 昼素心=人,, 'shooting m at this time, uniformly illuminate the water on the entire exposed portion, and use a reticle pair for the correct position of the reticle and substrate Or a mobile exposure device. Thereafter, the coating film of the second = contact aqueous solution to dissolve the non-exposed portion, and the black matrix or halogen (image) desired by Si 14892 pif.doc 32 1344976 was developed. After the development, if necessary, it is also possible to perform post-drying at about 150 to 230 ° C for about 1 to 60 minutes. The developing liquid used in the development after pattern formation exposure is usually an aqueous solution containing an inspecting compound and a surfactant. The basic compound ' can be any of an inorganic or organic basic compound. Specific examples of the inorganic basic compound include sodium hydroxide, potassium hydroxide, disodium hydrogen phosphate, sodium dihydrogen phosphate, diammonium hydrogen phosphate, ammonium dihydrogen phosphate, potassium dihydrogen phosphate, sodium citrate, and cesium. Potassium acid, sodium carbonate, potassium carbonate, sodium hydrogencarbonate, potassium hydrogencarbonate, sodium borate, potassium borate, ammonia, and the like.

、二曱胺、 一異丙胺 另外，作爲有機鹼性化合物的具體例子，可舉出氳& 乙醇胺等。這些無機和有機職化合物 ^、 用，也可以使用2種或2種以上之組合。各自早獨使 驗顯像液中的驗性化合物之較佳的 質量％的範圍’最好是0 03〜5質量％。4 .1〜10 驗顯像液中的界面活性劑，Further, as the specific example of the organic basic compound, hydrazine & ethanolamine can be mentioned. These inorganic and organic compounds can be used in combination of two or more kinds. The range of the preferred mass % of each of the test compounds in the imaging liquid is preferably '0 to 03% by mass. 4 .1~10 test the surfactant in the imaging solution,

甘油脂肪駿酯、 聚氧化乙烯 33 1 4892pif.doc 1344976 脂肪酸酯、聚氧化乙烯烷基胺等。 作爲陰離子界面活性劑的具體例子，可舉出月桂醇硫 酸酷納或油醇硫酸賴等高轉<_鹽類、月桂基硫酸 納或月桂基硫_雜基硫酸_、十二烧基料酸納或 十二烷基鈉磺酸鈉等烷芳基磺酸鹽類等。 作爲陽離子界面活性劑的具體例子，可舉出硬脂胺鹽 酸鹽或氯化月桂基三曱銨等胺鹽或者季錢鹽等。 #界’可以各自單獨使用；也可以使用2 種或2種以上之址合。 鹼顯像液中的界面活性劑的濃度，通常是〇 〇1〜ι〇質 量％’—更好是0_05〜8質量％，最好是Q1〜5質量％。、 經過像以上的著色感光性樹脂溶液的塗佈、乾燥、向 得到的乾燥塗_圖案形祕光（patteming imdiad()n >、 然後再經過稱爲顯像的操作，就得到相當於感紐樹脂中 的著色材料之顏色的晝錢者黑色_，再根據彩色爐光 片需要的顏色數目’反覆進行這些操作，就制彩色濾光 片0 ^ 衫色濾光通常是在基板上配置黑色轉以及紅、綠 和藍的三原色畫素’但制含有相當於某軸色的著色材 料之本發_著色感光性樹脂，通過進行上述的操作，得 到該顏色的黑色矩陣或者晝素，關於其他_色，也使用 含有相當於所要求顏色的著色材料之本發明的著色感光性 樹脂’進行同樣的操作，就能夠在基板上配置黑色矩陣和 三原色晝素。黑色矩陣和三原色中的任—色，僅二 14892pif.doc 34 色或者三色 形成 應用於本發明的感光性樹脂也是可能的。 再者’作4遮柄的黑色矩陣，例如也可簡鉻層等 使用本發明的著色感光性樹脂製成的彩色遽光片 差等:如二1〜3 μιη之膜厚’可以使面内膜厚 寺於0.15 μηι，進而達到小於或等於〇〇5 因此、:錢得到的彩色遽光片，平雜優良，另外將 組|在彩色液晶顯示器上，就能夠以高的人 格率製造品質優良㈣晶顯示器。 门的口 本發明能夠提供在形成晝素時，於基板上顯像殘 *生少、能夠形成錯筆硬度優良的畫素之著色感光性樹脂。 本毛月的著色感光性樹脂，感光度也優良，在形成查 ”時，在基板上發生顯像殘渣少。另外，在晝素部發生& 面粗糖少’所得_晝懿筆硬度高，可靠性良好:因而 忐夠提供高品質的彩色濾光片。 亦因此，以本發明的著色感光性樹脂作爲顏料分散光阻 劑（Pigment diSpersed reist)使用，製造之彩色濾光片能夠 達到生產率優良，而且可得到高品質的彩色濾光片。 此外，本發明的著色感光性樹脂也可以作爲紫外線固 化型墨水、光阻劑（photoresist)、著色光阻隔壁（沖〇比 spacer)使用。從本發明的著色感光性樹脂去除著色材料 之感光性樹脂，也可以在絕緣膜、光阻隔壁、罩幕層（〇ver coat)(平坦化膜）、液晶配向控制用之突起形成材料中使 用。 14892pif.doc 35 1344976 本發明的著色感光性樹脂，能夠適用於形成在彩色液 晶顯示器或攝像元件等中使用的著色晝素（著色圖^)。 為讓本發明之上述和其他目的、特徵和優點能更明顯 易懂，下文特舉較佳實施例，並配合所附圖式，作詳細說 明如下。 ' 【實施方式】 — 以下，基於實施例更詳細地說明本發明，但本發明不受 實施，的限制。再者’在以下的實施例與比較例中，表示含量^ 使用量的％和份數’只要沒有制說明，是以爲基準。 <樹脂A的合成> 在具備攪拌機、溫度計、迴流冷卻管、滴下漏斗和氮氣 導入管的燒瓶中，導入182g丙二醇一甲醚乙酸酯，將燒瓶内 環境從空氣置換成氮氣後，升溫至1〇〇〇c，然後從滴下漏斗， 用2小時向燒瓶中滴下70.5 g ( 0.40 mol)甲基丙烯酸烯苄酯、 43.0g (〇.5mol)曱基丙烯酸、以及由22 〇g (〇 1〇m〇〇三環 癸烷骨架的一甲基丙烯酸酯（日立化成株式會社製Fa — 513M)和136 g丙二醇一甲醚乙酸酯構成的混合物中，添加 3.6 g偶氮雙異丁腈的溶液，再繼續於1〇〇〇c下攪拌5小時。接 著，將燒瓶内環境從氮氣置換成空氣，向燒瓶内加入35 5 g [0.25 mol ’（相對本反應中使用的甲基丙烯酸的羧基是5〇1^ %) ]、0.9g三個二曱氨基曱酚和〇145g氫醌，在11〇〇c使反 應持續6小時，得到固形分酸價是79 mgK〇H/g的樹脂A。利 用GPC (凝膠滲透色譜法）之測定換算聚苯乙烯的重量平均 分子量是13,000，分子量分佈（Mw/Mn)是2」。 14892pif.doc 36 <樹脂B的合成> 在具備攪拌機、溫度計、迴流冷卻管、 谐 …-滴下漏斗和氣痛 产^„中’導入333 g丙二醇一甲趟乙酸醋’將燒瓶内 衣兄從空氣置換成氮氣後’升溫至1〇〇ΐ，然後從滴下漏斗 用2小時向燒瓶中滴下70.5g(〇4〇m〇1)甲絲烤酸稀节f 71·1 g(0.50 mol)甲基丙烯酸縮水甘油酯、以及由22 〇以〇⑴ 咖Ο三環癸紗架的-甲基丙烯酸冑（日立化成株式會社製 FA-513M)和164 g丙二醇—曱醚乙酸轉成的混合物中广 添加3.6g偶氮雙異丁腈的溶液，再在1〇〇〇c繼續攪拌5小時。 接著，將燒瓶内環境從氮氣置換成空氣，向燒瓶内加入们以 [〇·5 mol ’（相對本反應中使用的曱基丙烯酸縮水甘油酯的縮水 甘油基是lOOmol%) ]、0.9g三個二甲氨基甲酚和〇 145§氫 酉昆’在110°C使反應持續6小時，在固形分酸價成爲lmg K〇H/g 時結束反應。接著添加60.9 g (0.40 mol)四氫化鄰苯二曱酸 酐、0_8g三乙胺，在120°C反應3.5小時，得到固形分酸價是 80 mgKOH/g的樹脂B。利用GPC (凝朦滲透色譜法）測定的 換异成聚苯乙稀的重均分子量是12,000，分子量分佈（jyjw / Μη )是 2.1。 在上述的黏合劑聚合物的重量平均分子量（Mw)和數量 均分子量（Μη)的測定中，使用GPC法，在以下的條件下進 行。 裝置：HLC —8120GPC (東y —株式會社製） 管柱：TSK—GELG4000HXL + TSK — GELG2000HXL (串聯 連接） 14892pif.doc 37Glycerol fatty ester, polyoxyethylene 33 1 4892 pif.doc 1344976 Fatty acid ester, polyoxyethylene alkylamine, and the like. Specific examples of the anionic surfactant include high-returns such as lauryl sulfate or oleyl sulfate, and the like; salts, sodium lauryl sulfate or lauryl sulfur-heterosulfuric acid, and twelve-burning base materials. An alkylaryl sulfonate such as sodium hydride or sodium lauryl sodium sulfonate. Specific examples of the cationic surfactant include an amine salt such as stearylamine hydrochloride or lauryl triammonium chloride or a zirconium salt. #界' can be used individually, or two or more types can be used. The concentration of the surfactant in the alkali developing solution is usually 〇1 to ι〇% by mass - more preferably 0_05 to 8 mass%, more preferably Q1 to 5% by mass. After passing through the above-described coloring photosensitive resin solution, drying, and obtaining the dried coating _ patterning light (patteming imdiad () n > and then undergoing an operation called development, the equivalent feeling is obtained. The color of the colored material in the New Resin is black _, and then according to the number of colors required for the color film, 'repeated these operations, and the color filter is 0 ^ The color of the color is usually black on the substrate. Turning and three primary color pixels of red, green, and blue', but producing a hair-based photosensitive resin containing a coloring material corresponding to a certain axial color, by performing the above operation, a black matrix or a halogen of the color is obtained, and The coloring photosensitive resin of the present invention containing a coloring material corresponding to a desired color is used for the same operation, whereby a black matrix and a three primary color can be disposed on the substrate. Any of the black matrix and the three primary colors It is also possible to form a photosensitive resin to be applied to the present invention by only 34 or 14392 pif.doc 34 colors or three colors. Further, a black matrix which is a 4 handle can also be used, for example. a chrome layer or the like using the colored photosensitive resin of the present invention, such as a color grading sheet, etc., such as a film thickness of 2 to 3 μm, can make the in-plane film thickness temple 0.15 μηι, and further less than or equal to 〇〇5 Therefore, the color enamel film obtained by the money is excellent in level, and the group|on the color liquid crystal display can manufacture the high quality (four) crystal display with high personality rate. The invention of the door can provide the formation of 昼素When the image is formed on the substrate, the coloring photosensitive resin having a fine pixel hardness is excellent, and the coloring photosensitive resin of the hairy month is excellent in sensitivity, and is formed on the substrate when the film is formed. In addition, there is a small amount of development residue, and the amount of crude sugar in the surface of the sputum is high, and the reliability is good. Therefore, it is sufficient to provide a high-quality color filter. The coloring photosensitive resin is used as a pigment dispersion resist (Pigment diSpersed reist), and the color filter produced can be excellent in productivity, and a high-quality color filter can be obtained. Further, the present invention The photosensitive resin can also be used as an ultraviolet curable ink, a photoresist, or a colored barrier (porting ratio spacer). The photosensitive resin which removes the coloring material from the colored photosensitive resin of the present invention can also be insulated. A film, a barrier layer, a mask layer (planar film), and a protrusion forming material for liquid crystal alignment control are used. 14892 pif.doc 35 1344976 The coloring photosensitive resin of the present invention can be suitably used in color formation. The above-described and other objects, features and advantages of the present invention will become more apparent from the aspects of the invention. The formula is described in detail below. [Embodiment] The present invention will be described in more detail below based on examples, but the present invention is not limited by the practice. Further, in the following examples and comparative examples, the % and the number of parts used and the number of parts are indicated as follows. <Synthesis of Resin A> In a flask equipped with a stirrer, a thermometer, a reflux cooling tube, a dropping funnel, and a nitrogen introduction tube, 182 g of propylene glycol monomethyl ether acetate was introduced, and the atmosphere inside the flask was replaced with nitrogen by air, and then the temperature was raised. To 1 〇〇〇c, then from the dropping funnel, 70.5 g (0.40 mol) of benzyl methacrylate, 43.0 g (〇.5 mol) of methacrylic acid, and 22 〇g (〇) were dropped into the flask over 2 hours. 3.6 g of azobisisobutyronitrile was added to a mixture of monomethyl methacrylate (Fa-513M manufactured by Hitachi Chemical Co., Ltd.) and 136 g of propylene glycol monomethyl ether acetate. The solution was further stirred at 1 ° C for 5 hours. Then, the atmosphere in the flask was replaced with nitrogen from air, and 35 5 g [0.25 mol ' was added to the flask (relative to the methacrylic acid used in the reaction). The carboxyl group is 5〇1^%)], 0.9g of three dinonylaminononol and 〇145g of hydroquinone, and the reaction is continued for 6 hours at 11〇〇c to obtain a resin having a solid acid value of 79 mgK〇H/g. A. Conversion of polystyrene by GPC (gel permeation chromatography) The average molecular weight is 13,000, and the molecular weight distribution (Mw/Mn) is 2". 14892pif.doc 36 <Synthesis of Resin B> In the case of a mixer, a thermometer, a reflux cooling tube, a harmonic...-dropping funnel and an analgesic product Introduce 333 g of propylene glycol monomethyl acetate vinegar'. After replacing the flask underwear with nitrogen, the temperature was raised to 1 Torr, and then 70.5 g (〇4〇m〇1) was dropped from the dropping funnel for 2 hours.丝 烤 71 71 71 71 71 71 71 71 71 71 71 71 71 71 71 71 71 71 71 71 71 71 71 71 71 71 71 71 71 71 71 71 71 71 71 71 71 71 71 71 71 71 71 71 71 71 71 71 71 71 71 71 71 71 71 71 71 71 71 71 71 71 71 71 71 71 71 71 71 71 71 71 71 71 71 71 71 71 71 71 71 71 71 71 71 71 71 71 71 71 71 71 71 71 71 71 71 71 71 71 71 71 71 71 71 71 71 71 And a mixture of 164 g of propylene glycol-nonyl ether acetic acid was added to a solution of 3.6 g of azobisisobutyronitrile, and stirring was continued for 5 hours at 1 ° C. Next, the environment inside the flask was replaced with nitrogen to air. To the flask, [〇·5 mol ' (relative to the glycidyl group of glycidyl methacrylate used in the reaction is 100 mol%)], 0.9 g of three dimethylaminomethyl cresol and 〇145 § hydrogen酉Kun's reaction at 110 ° C for 6 hours, the acid value in the solid fraction became lmg K 〇 H / The reaction was completed at g. Then, 60.9 g (0.40 mol) of tetrahydrophthalic anhydride and 0-8 g of triethylamine were added, and the mixture was reacted at 120 ° C for 3.5 hours to obtain a resin B having a solid content of 80 mgKOH/g. The weight average molecular weight of the polystyrene obtained by the gelation chromatography was 12,000, and the molecular weight distribution (jyjw / Μη) was 2.1. In the measurement of the weight average molecular weight (Mw) and the number average molecular weight (?n) of the above-mentioned binder polymer, the GPC method was used under the following conditions. Device: HLC — 8120GPC (made by Toyo y Co., Ltd.) Pipe column: TSK—GELG4000HXL + TSK — GELG2000HXL (series connection) 14892pif.doc 37

皆板溫度：40°C 移動相溶劑：四氫呋喃 逮：l.Oml/min 注入量：50 μΐ 檢剛器：RI 剛定試料濃度：0.6質量％ (溶劑：四氫呋喃） 校正用標準物質：TSK STANDARDPOLYSTYRENEF —40、 F〜4、F—1、A—2500、A—500 (東 V—株式會社製） 以上述得到的重量平均分子量和數量均分子量的比值作爲分 子夏分佈（Mw / Μη )。 貫施例1 在下述表1中記載的各成分中，是預著色材料（D)的顏 料與添加劑（F)的顏料分散劑的合計量，顏料相對顏料分散 劑和丙二醇一曱醚乙酸酯的混合物，是以2〇質量％來混合， 使用珠粒磨機使顏料充分地分散後，分離珠粒，並在添加含有 两二醇一甲醚乙酸酯的餘量之剩餘成分進行混合，得到著色感 光性樹脂。 表1 著色材料（D) 黏合劑樹脂（Α) C.I_顏料綠36 C.I.顏料黃150 樹脂（A)(換算成固形合1 ' 5·51份數 2·43份數 光聚合性化合物 (Β) 六丙烯二季戊四醇酉旨 一~---- (KAYARAD DPHA，曰本藥株式舍拈华】） 6.59份數， 5·71份數 〇·49份數 光聚合引發劑 CC) 2节基2 一甲氣基1— (4 —嗎吸你楚 基）丁酮 (Irgaoire 369，Ciba Specialty Chemical 公司劁、 14892pif.doc 38 1344976 溶劑（E) 4，4 — 一(N，N—一乙氨基)二苯曱酮 (BAB-F，保土榖化學株式會社们 丙二醇一甲醚乙酸酯 - - 76.00 份 數 添加劑（F) 顏料分散劑（聚酯系） ~ — 環氧樹脂 (SUMI-EPOXYESCN-195XL，住友化學工掌 株式會社製） 1.20份數 0.61份數. 用中性洗劑、水和醇依次將2平方英叫·之玻璃基板（口 一二 > 夕社製’ # 1737)洗淨並進行乾燥。使以1〇〇mJ/cm2 的曝光量（365ηπ〇曝光，省略了顯像過程時的厚烘乾後 的膜厚成爲1.9μιη地在該玻璃基板上塗佈上述的著色感光 性樹脂，接著，在淨化烘箱中，在l〇〇〇c進行3分鐘前烘 乾。冷卻後，已塗佈該著色感光性樹脂的基板和石英玻璃 製的光罩幕（具有在1〜100%的範圍使透射率發生臺階狀 變化的圖案和1 μηι至50 μηι的線/空間圖案）的間隔達到 100 μηι，使用クシ才電機株式會社製的超高壓水銀燈（商 品名：USH —250D)，在大氣環境下，以1〇〇mJ/cm2的曝 光量（265 nm)進行光照射。此後，上述塗膜在含有〇12 %非離子系界面活性劑和氫氧化钾的水系顯像液 中，於規定的時間内浸泡在26°C之溶液中以進行顯像，水 洗後，在220°C進行30分鐘後烘乾。在得到的晝素部沒有 看到表面粗糙之現象。另外，對於非晝素部來說，在基板 上並未發生顯像殘渣。而且，爲了進行顯像而形成無表面 粗糙的圖案所必要之最低必要曝光量是15 mJ/cm2。 實施例2 在貫施例1中’除了將lrgaeure —369變更成下述的 39 14892pif.doc 1344976 肟系引發劑以外，進行和實施例1相同的操作，評價結果 示於表2中。Plate temperature: 40 °C Mobile phase solvent: tetrahydrofuran catch: l.Oml/min Injection volume: 50 μΐ Detector: RI Just determined sample concentration: 0.6% by mass (solvent: tetrahydrofuran) Standard material for calibration: TSK STANDARDPOLYSTYRENEF — 40, F~4, F-1, A-2500, A-500 (manufactured by Tohoku Co., Ltd.) The ratio of the weight average molecular weight and the number average molecular weight obtained above was defined as the molecular summer distribution (Mw / Μη). Example 1 In each of the components described in Table 1 below, the total amount of the pigment of the pre-coloring material (D) and the pigment dispersing agent of the additive (F), the pigment relative to the pigment dispersing agent and the propylene glycol monoterpene ether acetate The mixture is mixed at 2% by mass, and after the pigment is sufficiently dispersed using a bead mill, the beads are separated, and the remaining components containing the balance of the di-glycol monomethyl ether acetate are added and mixed. A colored photosensitive resin was obtained. Table 1 Coloring material (D) Adhesive resin (Α) C.I_Pigment green 36 CI Pigment Yellow 150 Resin (A) (converted to solid form 1 '5·51 parts 2·43 parts photopolymerizable compound ( Β) Hexapropylene dipentaerythritol 酉 ~~~ ( (KAYARAD DPHA, 曰 药 株 】 】 】 】 】 】 】 6. 6. 6. 6. 6. 6. 6. 6. 6. 6. 6. 6. 6. 6. 6. 6. 6. 6. 6. 6. 6. 6. 6. 6. 6. 6. 6. 6. 6. 6. 6. 6. 6. 6. 6. 2 A gas base 1 - (4 - absorbing you Chu Ke) butanone (Irgaoire 369, Ciba Specialty Chemical Company 劁, 14892pif.doc 38 1344976 Solvent (E) 4,4 - one (N,N-ethylamino ) Diphenyl fluorenone (BAB-F, Benzene Benzene Chemical Co., Ltd. propylene glycol monomethyl ether acetate - - 76.00 parts additive (F) Pigment dispersant (polyester) ~ - Epoxy resin (SUMI-EPOXYESCN -195XL, Sumitomo Chemicals Co., Ltd.) 1.20 parts 0.61 parts. A square substrate of 2 square inches is called a neutral detergent, water and alcohol (mouth 1 > 夕社制' # 1737) It was washed and dried, and exposed at a dose of 1 〇〇mJ/cm 2 (365 η π ,, and the film thickness after thick drying when the development process was omitted was 1.9 μm. The coloring photosensitive resin described above was applied onto the glass substrate, and then dried in a cleaning oven for 3 minutes before being cooled. After cooling, the substrate and the quartz glass to which the colored photosensitive resin was applied were coated. The gap between the pattern of the mask (having a pattern in which the transmittance changes stepwise in the range of 1 to 100% and the line/space pattern of 1 μη to 50 μηι) is 100 μηι, and the system is manufactured by Kaneki Electric Co., Ltd. High-pressure mercury lamp (trade name: USH—250D), irradiated with light at an exposure of 1〇〇mJ/cm2 (265 nm) in an atmospheric environment. Thereafter, the coating film contains 12% nonionic surfactant. In the water-based imaging solution of potassium hydroxide, it is immersed in a solution at 26 ° C for a predetermined period of time to perform development, and after washing with water, it is dried at 220 ° C for 30 minutes and then dried. The surface roughness is observed. In addition, for the non-paraffin portion, no development residue occurs on the substrate. Moreover, the minimum necessary exposure necessary to form a pattern without surface roughness for development is 15 mJ. /cm2. Example 2 In the same manner as in Example 1, except that lrgaeure-369 was changed to the following 39 14892 pif.doc 1344976 lanthanide initiator, the evaluation results are shown in Table 2.

比較例1 在實施例1中，除了樹脂A變更成樹脂B以外，進行 和實施例1相同的操作。評價結果示於表2中。 表2Comparative Example 1 In Example 1, the same operation as in Example 1 was carried out except that the resin A was changed to the resin B. The evaluation results are shown in Table 2. Table 2

實施例1 實施例2 比較例1 感光度*1 (mJ/cm2) 15 12 20 基板上顯像殘渣*2 〇 〇 X 斷面形狀*3 〇 〇 鉛筆硬度*4 6H 6H 表中注釋的說明 *1 :表示進行顯像時，用於形成無表面粗糙的圖案所必要 14892pif.doc 40 1344976 的最低必要曝光量。 2〇疋基板上無顯像殘〉查，χ在基板上有顯像殘渔 *3.用SEM(掃描電子顯微鏡）觀察畫素端部的剖面形狀。 〇：順圓錐狀’ X :反圓錐狀 *4 .除了不使用光罩幕以外，和實施例2相同地製作，製 成固化塗膜。鉛筆硬度的測定，按照JIS K5600 —5 —4。 從表2可知，含有本發明之含不飽和基黏合劑 實施例1* 2的感光性樹脂，具有高感光度，且其顧像= 渣^少、，而且所得到之晝素的鉛筆硬度高，而可得到高品 質衫色濾、光&gt;{。而不含有本發明之含不飽和基黏合劑樹脂 的比較例1之著色感光性靠’顯像紐的發生使彩色^ 光片的品質降低’所制的晝素之解硬度降低， 得到高品質的彩色濾光片。 个月b 雖然本發明已以較佳實施例揭露如上，然苴並非用以 限定本發明，任何熟習此技藝者，在不脫離本發明之精神 和範圍内，當可作些許之更動與潤飾，因此本發明 範圍當視後附之申請專利範圍所界定者為準。 ’、邊 【圖式簡單說明] 無 【主要元件符號說明】 無0 14892pif.doc 41Example 1 Example 2 Comparative Example 1 Sensitivity*1 (mJ/cm2) 15 12 20 Development residue on the substrate*2 〇〇X Cross-sectional shape*3 〇〇Pencil hardness*4 6H 6H Explanation of the notes in the table* 1 : indicates the minimum necessary exposure amount of 14892pif.doc 40 1344976 necessary for forming a pattern without surface roughness when developing. There is no imaging residue on the substrate, and there is a residual image on the substrate. 3. The cross-sectional shape of the end of the pixel is observed by SEM (scanning electron microscope). 〇: a conical shape: X: a reverse cone shape *4. A cured coating film was produced in the same manner as in Example 2 except that the mask was not used. The hardness of the pencil is measured in accordance with JIS K5600-5-4. As is apparent from Table 2, the photosensitive resin containing the unsaturated group-containing binder of the present invention of Example 1* 2 has high sensitivity, and its image = less slag, and the obtained ruthenium has a high pencil hardness. , and can get high quality shirt color filter, light &gt; {. The color sensitivity of Comparative Example 1 which does not contain the unsaturated group-containing binder resin of the present invention is lowered by the hardness of the halogen produced by the occurrence of 'the image quality is lowered, and the quality of the color light sheet is lowered', and high quality is obtained. Color filter. </ RTI> </ RTI> <RTIgt; </ RTI> <RTIgt; </ RTI> <RTIgt; </ RTI> <RTIgt; </ RTI> <RTIgt; </ RTI> <RTIgt; Therefore, the scope of the invention is defined by the scope of the appended claims. ‘, side [Simple description of the diagram] None [Main component symbol description] None 0 14892pif.doc 41

Claims (1)

1344976 公告木 4892pifl 第93130074號中文專利範圍無劃線修正本 修親:100年4月27 未—5 : 申請專利範圍： 1.一種著色感光性樹脂，包括： 一黏合劑樹脂（A) ’該黏合劑樹脂（A)是在下述 (A1)〜（A3)發生共聚合而得到的一聚合物，該聚合物 再與（A4)反應而得到一含不飽和基的樹脂； (A1):在一分子中具有從三環癸烷骨架和二環 戊二烯骨架組合中選擇的至少一種骨架和不飽 和鍵的一第一化合物； (A2):含有（A1)和（A3)能夠共聚合的不 飽和鍵的一第二化合物； (A3): —不飽和竣酸； (A4):在一分子中具有不飽和鍵和環氧基的一 第三化合物； 一光聚合性化合物（B); 一光聚合引發劑（C)，該光聚合引發劑（C)是從三 嗓化合物、笨乙酮化合物、聯咪唑化合物和肟化合物組成 的組合中選擇的至少一種化合物； 一著色材料（D);以及 一溶劑E， 其中’由各自導入（A1)〜（A3)的一構成成分的 比率’相對該構成成分的合計摩爾數，按摩爾百分率，是 以下的範圍： 由導入（A1)的構成單位：2〜30摩爾％ ; 由導入（A2)的構成單位：2〜95摩爾％ ; 14892pif.doc 42 1344976 】4892pffi 修正日期:年4月27日 • 爲第93230074號中文專利範圍無劃線修正本 由導入（A3)的構成單位：2〜70摩爾％ ; 且相對由導入（A3)的該構成成分，使5〜8G摩祕（A4) 發生反應而得到一含不飽和基的樹脂。 2.如申請專利制第！項所述之著色感光性樹脂，更 包括一光聚合引發助劑（C—1)。 申It利細1項或第2項所述之著色感光性 树月曰，該者色感光性樹脂係用以形成—圖案。 該圖彩色濾、光片，包括如申請專利範圍第3項所述之 5.—液晶顯示器 該彩色濾光片。 包括如申請專利範圍第4項所述之 14892pif.doc 431344976 Announcement Wood 4892pifl No. 93130074 Chinese Patent Range No slash correction This repairing pro: 100 years April 27 not - 5 : Patent application scope: 1. A colored photosensitive resin, including: a binder resin (A) ' The binder resin (A) is a polymer obtained by copolymerization of (A1) to (A3) described below, and the polymer is further reacted with (A4) to obtain an unsaturated group-containing resin; (A1): a first compound having at least one skeleton and an unsaturated bond selected from a combination of a tricyclodecane skeleton and a dicyclopentadiene skeleton in one molecule; (A2): containing (A1) and (A3) capable of copolymerization a second compound having an unsaturated bond; (A3): - an unsaturated citric acid; (A4): a third compound having an unsaturated bond and an epoxy group in one molecule; a photopolymerizable compound (B); a photopolymerization initiator (C) which is at least one compound selected from the group consisting of a triterpenoid compound, a acetophenone compound, a biimidazole compound, and a hydrazine compound; a coloring material (D) ; and a solvent E, where 'introduced by each (A1) The ratio of the ratio of one constituent component of the component (A3) to the total number of moles of the constituent component, the molar percentage, is the following range: The constituent unit of the introduction (A1): 2 to 30 mol%; The composition of the introduction (A2) Unit: 2 to 95% by mole; 14892pif.doc 42 1344976 】 4892pffi Revision date: April 27th of the year • No. 93230074 Chinese patent range without scribe correction The unit of introduction (A3) is: 2 to 70% by mole Further, 5 to 8 G of the friction (A4) was reacted with the component (A3) introduced to obtain an unsaturated group-containing resin. 2. If you apply for a patent system! The colored photosensitive resin described above further includes a photopolymerization initiation aid (C-1). The color-sensitive photosensitive resin described in Item 1 or Item 2 is used to form a pattern. The color filter and the light sheet of the figure include a liquid crystal display as described in claim 3 of the patent application. Including 14892pif.doc as described in item 4 of the scope of application.
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