TW201433581A - Colored photosensitive resin composition - Google Patents

Colored photosensitive resin composition Download PDF

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Publication number
TW201433581A
TW201433581A TW103105823A TW103105823A TW201433581A TW 201433581 A TW201433581 A TW 201433581A TW 103105823 A TW103105823 A TW 103105823A TW 103105823 A TW103105823 A TW 103105823A TW 201433581 A TW201433581 A TW 201433581A
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Taiwan
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resin composition
colored photosensitive
photosensitive resin
parts
compound
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TW103105823A
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Chinese (zh)
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Sung-Hoon Yook
Tae-Su Kang
Jae-Beom Yoo
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Dongwoo Fine Chem Co Ltd
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    • GPHYSICS
    • G03PHOTOGRAPHY; CINEMATOGRAPHY; ANALOGOUS TECHNIQUES USING WAVES OTHER THAN OPTICAL WAVES; ELECTROGRAPHY; HOLOGRAPHY
    • G03FPHOTOMECHANICAL PRODUCTION OF TEXTURED OR PATTERNED SURFACES, e.g. FOR PRINTING, FOR PROCESSING OF SEMICONDUCTOR DEVICES; MATERIALS THEREFOR; ORIGINALS THEREFOR; APPARATUS SPECIALLY ADAPTED THEREFOR
    • G03F7/00Photomechanical, e.g. photolithographic, production of textured or patterned surfaces, e.g. printing surfaces; Materials therefor, e.g. comprising photoresists; Apparatus specially adapted therefor
    • G03F7/004Photosensitive materials
    • G03F7/027Non-macromolecular photopolymerisable compounds having carbon-to-carbon double bonds, e.g. ethylenic compounds
    • G03F7/032Non-macromolecular photopolymerisable compounds having carbon-to-carbon double bonds, e.g. ethylenic compounds with binders
    • G03F7/033Non-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
    • CCHEMISTRY; METALLURGY
    • C09DYES; PAINTS; POLISHES; NATURAL RESINS; ADHESIVES; COMPOSITIONS NOT OTHERWISE PROVIDED FOR; APPLICATIONS OF MATERIALS NOT OTHERWISE PROVIDED FOR
    • C09BORGANIC DYES OR CLOSELY-RELATED COMPOUNDS FOR PRODUCING DYES, e.g. PIGMENTS; MORDANTS; LAKES
    • C09B11/00Diaryl- or thriarylmethane dyes
    • C09B11/04Diaryl- or thriarylmethane dyes derived from triarylmethanes, i.e. central C-atom is substituted by amino, cyano, alkyl
    • C09B11/10Amino derivatives of triarylmethanes
    • C09B11/24Phthaleins containing amino groups ; Phthalanes; Fluoranes; Phthalides; Rhodamine dyes; Phthaleins having heterocyclic aryl rings; Lactone or lactame forms of triarylmethane dyes
    • GPHYSICS
    • G02OPTICS
    • G02BOPTICAL ELEMENTS, SYSTEMS OR APPARATUS
    • G02B1/00Optical elements characterised by the material of which they are made; Optical coatings for optical elements
    • G02B1/04Optical elements characterised by the material of which they are made; Optical coatings for optical elements made of organic materials, e.g. plastics
    • GPHYSICS
    • G03PHOTOGRAPHY; CINEMATOGRAPHY; ANALOGOUS TECHNIQUES USING WAVES OTHER THAN OPTICAL WAVES; ELECTROGRAPHY; HOLOGRAPHY
    • G03FPHOTOMECHANICAL PRODUCTION OF TEXTURED OR PATTERNED SURFACES, e.g. FOR PRINTING, FOR PROCESSING OF SEMICONDUCTOR DEVICES; MATERIALS THEREFOR; ORIGINALS THEREFOR; APPARATUS SPECIALLY ADAPTED THEREFOR
    • G03F7/00Photomechanical, e.g. photolithographic, production of textured or patterned surfaces, e.g. printing surfaces; Materials therefor, e.g. comprising photoresists; Apparatus specially adapted therefor
    • G03F7/0005Production of optical devices or components in so far as characterised by the lithographic processes or materials used therefor
    • G03F7/0007Filters, e.g. additive colour filters; Components for display devices
    • GPHYSICS
    • G03PHOTOGRAPHY; CINEMATOGRAPHY; ANALOGOUS TECHNIQUES USING WAVES OTHER THAN OPTICAL WAVES; ELECTROGRAPHY; HOLOGRAPHY
    • G03FPHOTOMECHANICAL PRODUCTION OF TEXTURED OR PATTERNED SURFACES, e.g. FOR PRINTING, FOR PROCESSING OF SEMICONDUCTOR DEVICES; MATERIALS THEREFOR; ORIGINALS THEREFOR; APPARATUS SPECIALLY ADAPTED THEREFOR
    • G03F7/00Photomechanical, e.g. photolithographic, production of textured or patterned surfaces, e.g. printing surfaces; Materials therefor, e.g. comprising photoresists; Apparatus specially adapted therefor
    • G03F7/004Photosensitive materials
    • G03F7/022Quinonediazides
    • G03F7/023Macromolecular quinonediazides; Macromolecular additives, e.g. binders
    • G03F7/0233Macromolecular quinonediazides; Macromolecular additives, e.g. binders characterised by the polymeric binders or the macromolecular additives other than the macromolecular quinonediazides
    • GPHYSICS
    • G03PHOTOGRAPHY; CINEMATOGRAPHY; ANALOGOUS TECHNIQUES USING WAVES OTHER THAN OPTICAL WAVES; ELECTROGRAPHY; HOLOGRAPHY
    • G03FPHOTOMECHANICAL PRODUCTION OF TEXTURED OR PATTERNED SURFACES, e.g. FOR PRINTING, FOR PROCESSING OF SEMICONDUCTOR DEVICES; MATERIALS THEREFOR; ORIGINALS THEREFOR; APPARATUS SPECIALLY ADAPTED THEREFOR
    • G03F7/00Photomechanical, e.g. photolithographic, production of textured or patterned surfaces, e.g. printing surfaces; Materials therefor, e.g. comprising photoresists; Apparatus specially adapted therefor
    • G03F7/004Photosensitive materials
    • G03F7/027Non-macromolecular photopolymerisable compounds having carbon-to-carbon double bonds, e.g. ethylenic compounds
    • GPHYSICS
    • G03PHOTOGRAPHY; CINEMATOGRAPHY; ANALOGOUS TECHNIQUES USING WAVES OTHER THAN OPTICAL WAVES; ELECTROGRAPHY; HOLOGRAPHY
    • G03FPHOTOMECHANICAL PRODUCTION OF TEXTURED OR PATTERNED SURFACES, e.g. FOR PRINTING, FOR PROCESSING OF SEMICONDUCTOR DEVICES; MATERIALS THEREFOR; ORIGINALS THEREFOR; APPARATUS SPECIALLY ADAPTED THEREFOR
    • G03F7/00Photomechanical, e.g. photolithographic, production of textured or patterned surfaces, e.g. printing surfaces; Materials therefor, e.g. comprising photoresists; Apparatus specially adapted therefor
    • G03F7/004Photosensitive materials
    • G03F7/027Non-macromolecular photopolymerisable compounds having carbon-to-carbon double bonds, e.g. ethylenic compounds
    • G03F7/028Non-macromolecular photopolymerisable compounds having carbon-to-carbon double bonds, e.g. ethylenic compounds with photosensitivity-increasing substances, e.g. photoinitiators
    • GPHYSICS
    • G03PHOTOGRAPHY; CINEMATOGRAPHY; ANALOGOUS TECHNIQUES USING WAVES OTHER THAN OPTICAL WAVES; ELECTROGRAPHY; HOLOGRAPHY
    • G03FPHOTOMECHANICAL PRODUCTION OF TEXTURED OR PATTERNED SURFACES, e.g. FOR PRINTING, FOR PROCESSING OF SEMICONDUCTOR DEVICES; MATERIALS THEREFOR; ORIGINALS THEREFOR; APPARATUS SPECIALLY ADAPTED THEREFOR
    • G03F7/00Photomechanical, e.g. photolithographic, production of textured or patterned surfaces, e.g. printing surfaces; Materials therefor, e.g. comprising photoresists; Apparatus specially adapted therefor
    • G03F7/004Photosensitive materials
    • G03F7/027Non-macromolecular photopolymerisable compounds having carbon-to-carbon double bonds, e.g. ethylenic compounds
    • G03F7/028Non-macromolecular photopolymerisable compounds having carbon-to-carbon double bonds, e.g. ethylenic compounds with photosensitivity-increasing substances, e.g. photoinitiators
    • G03F7/031Organic compounds not covered by group G03F7/029

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  • Physics & Mathematics (AREA)
  • General Physics & Mathematics (AREA)
  • Spectroscopy & Molecular Physics (AREA)
  • Chemical & Material Sciences (AREA)
  • Organic Chemistry (AREA)
  • Chemical Kinetics & Catalysis (AREA)
  • Optics & Photonics (AREA)
  • Materials For Photolithography (AREA)

Abstract

Accordingly, an object of the present invention is to provide a colored photosensitive resin composition, which has a high development rate with superior sensitivity and adhesion and thus there is no pattern separation during the developing process, and also may exhibit high developability with superior sensitivity and adhesion when applied to photolithographic materials for flat panel displays, such as column spacers, color filters, color resists, etc., making it difficult to generate shorting of the pattern during a developing process to thereby improve productivity of a color filter, wherein the color filter manufactured using the composition is improved in properties including contrast, transmittance, chemical resistance, and sensitivity. In order to accomplish the above object, the present invention provides a colored photosensitive resin composition, including a colorant (A), an alkali soluble resin (B) containing a compound represented by Chemical Formula 1 below, a photopolymerizable compound (C), a photoinitiator (D) and a solvent (E), wherein the acid value of the alkali soluble resin (B) is 30 to 150 mgKOH/g: In Chemical Formula 1, R1 is hydrogen or C1 to 6 alkyl; R2 is C1 to 20 alkyl, alkenyl, or aryl; R3 and R4 are each independently C1 to 12 alkyl, alkenyl, or aryl; A1 is a bivalent linker and is C1 to 4 alkyl, or alkenyl; and X is carboxylate (-COO-), sulfonate (-SO3-) or sulfate (-OSO3-).

Description

著色感光性樹脂組合物 Colored photosensitive resin composition

本發明涉及一種著色感光性樹脂組合物。 The present invention relates to a colored photosensitive resin composition.

在常規的液晶顯示器中,已經使用具有預定直徑的矽珠或塑膠珠來保持上基板和下基板之間的預定間距。然而,這些珠被隨機地分散在基板上並因此可能位於圖元中的情況是有問題的,因為孔徑(aperture)可能會減小並且可能發生漏光。 In a conventional liquid crystal display, bead beads or plastic beads having a predetermined diameter have been used to maintain a predetermined spacing between the upper substrate and the lower substrate. However, the fact that these beads are randomly dispersed on the substrate and thus may be located in the primitive is problematic because the aperture may be reduced and light leakage may occur.

以解決這些問題為目標,通過光刻法形成的隔離物已經開始在液晶顯示器中使用。目前,在大多數的液晶顯示器中使用的隔離物是通過光刻法形成。 In order to solve these problems, spacers formed by photolithography have begun to be used in liquid crystal displays. Currently, spacers used in most liquid crystal displays are formed by photolithography.

通過光刻法形成隔離物是通過將著色感光性樹脂組合物塗在基板上、經由光掩模將UV照射到基板上,並使用顯影過程根據掩模的圖案在基板上所需要的位置處形成隔離物。因此,在形成隔離物之後顯影殘渣或污垢可能留在未被UV照射的基板的部分上的情況中,可能引起排列型液晶顯示器的非均一性。 The spacer is formed by photolithography by applying a colored photosensitive resin composition onto a substrate, irradiating UV onto the substrate via a photomask, and forming a desired position on the substrate according to a pattern of the mask using a developing process. Separator. Therefore, in the case where the development residue or the dirt may remain on the portion of the substrate which is not irradiated with UV after the formation of the spacer, the non-uniformity of the alignment type liquid crystal display may be caused.

同時,隨著生產率提高的最近趨勢,製造液晶顯示器時,引入稱為ODF(液晶預滴(One Drop Fill))的工藝,該工藝在黏合液晶面板的玻璃之前,允許液晶材料在玻璃的表面上流動。通過此方法,可顯著地縮短製造液晶顯示器所需的時間段。 Meanwhile, with the recent trend of productivity improvement, when manufacturing a liquid crystal display, a process called ODF (One Drop Fill) is introduced, which allows the liquid crystal material to be on the surface of the glass before bonding the glass of the liquid crystal panel. flow. By this method, the period of time required to manufacture the liquid crystal display can be significantly shortened.

當常規黏合TFT陣列和彩色濾光片時,使用黏合負載,由此隔離物被負載均勻地按壓從而保持隔離物的高度均一。然而,在ODF中,因為初始黏合僅通過基於基板重量和大氣壓的負載而進行,所以初始黏合負載比常規方法的負載小。即使當隔離物被低 負載按壓時,隔離物被均勻地按壓以確保高度均一也是很重要的。當隔離物具有非均一的高度時,不能保持晶胞間距的均一性並因此可能產生在晶胞內的間隙,不希望地造成非均勻顯示。因此,需要具有柔性和高彈性模量的隔離物以實現優異的高度均一性。 When the TFT array and the color filter are conventionally bonded, a bonding load is used, whereby the spacer is uniformly pressed by the load to keep the height of the spacer uniform. However, in the ODF, since the initial bonding is performed only by the load based on the weight of the substrate and the atmospheric pressure, the initial bonding load is smaller than that of the conventional method. Even when the spacer is low When the load is pressed, it is also important that the spacer is uniformly pressed to ensure uniformity of height. When the spacers have a non-uniform height, the uniformity of the cell pitch cannot be maintained and thus a gap within the unit cell may be generated, undesirably causing non-uniform display. Therefore, a separator having flexibility and high modulus of elasticity is required to achieve excellent height uniformity.

為此,通過加入具有光固化性鹼溶性(共)聚物的常規的著色感光性樹脂組合物,已經嘗試使用樹脂組合物。韓國專利申請公開號10-2010-0060562公開了一種鹼溶性樹脂,包括,具有不飽和雙鍵的單體、具有環氧基的單體和具有長側鏈和酸性基團的單體作為重複單元的反應產物;但它是有問題的,因為低的顯影速率、低的敏感度和差的附著力,不希望地引起圖案分離。 For this reason, a resin composition has been attempted by adding a conventional colored photosensitive resin composition having a photocurable alkali-soluble (co)polymer. Korean Patent Application Publication No. 10-2010-0060562 discloses an alkali-soluble resin comprising a monomer having an unsaturated double bond, a monomer having an epoxy group, and a monomer having a long side chain and an acidic group as a repeating unit. The reaction product; however, it is problematic because of the low development rate, low sensitivity and poor adhesion, which undesirably causes pattern separation.

因此,本發明的目的是提供一種著色感光性樹脂組合物,其具有高的顯影速率與優異的敏感度和附著力,並因此在顯影過程中沒有圖案的分離,並且當該著色感光性樹脂組合物被應用為用於平板顯示器的光刻材料(諸如柱狀隔離物、彩色濾光片、彩色光阻劑等)時,它也可以表現出高的顯影性與優異的敏感度和附著力,使得在顯影過程中難以產生圖案的短路,從而提高彩色濾光片的生產率,其中,使用該組合物製造的彩色濾光片在包括對比度、透光率、耐化學品性和敏感度的性質方面均被提高。 Accordingly, an object of the present invention is to provide a colored photosensitive resin composition which has a high development rate and excellent sensitivity and adhesion, and thus has no pattern separation during development, and when the colored photosensitive resin is combined When applied as a lithographic material for a flat panel display (such as a column spacer, a color filter, a color photoresist, etc.), it can also exhibit high developability and excellent sensitivity and adhesion. It is difficult to generate a short circuit of the pattern during development, thereby improving the productivity of the color filter, wherein the color filter manufactured using the composition has properties including contrast, light transmittance, chemical resistance, and sensitivity. Both have been improved.

為了實現上述目的,本發明提供一種著色感光性樹脂組合物,包括:著色劑(A)、包括由下面的化學式1所表示的化合物的鹼溶性樹脂(B)、光聚合性化合物(C)、光引發劑(D)以及溶劑(E),其中,所述鹼溶性樹脂(B)的酸值為30~150mgKOH/g, In order to achieve the above object, the present invention provides a colored photosensitive resin composition comprising: a colorant (A), an alkali-soluble resin (B) including a compound represented by the following Chemical Formula 1, and a photopolymerizable compound (C). a photoinitiator (D) and a solvent (E), wherein the alkali-soluble resin (B) has an acid value of 30 to 150 mgKOH/g,

在化學式1中,R1是氫或C1~6烷基;R2是C1~20烷基、烯基,或芳基;R3和R4彼此獨立地是C1~12烷基、烯基,或芳基;A1是二價連接基團並且是C1~4烷基,或烯基;以及X是羧酸根(-COO-)、磺酸根(-SO3-)或硫酸根(-OSO3-)。 In Chemical Formula 1, R1 is hydrogen or C1-6 alkyl; R2 is C1-20 alkyl, alkenyl, or aryl; R3 and R4 are each independently C1-12 alkyl, alkenyl, or aryl; A1 is a divalent linking group and is a C1-4 alkyl group, or an alkenyl group; and X is a carboxylate group (-COO-), a sulfonate group (-SO3-) or a sulfate group (-OSO3-).

在下文中,將給出根據本發明具體實施方式的著色感光性樹脂組合物及其製備方法的詳細描述。 Hereinafter, a detailed description will be given of a colored photosensitive resin composition and a method of producing the same according to an embodiment of the present invention.

本發明涉及著色感光性樹脂組合物,包括:基本包括由以下化學式1所表示的化合物的鹼溶性樹脂(B);並且還包括基本包括至少一種顏料和至少一種染料的著色劑(A);光聚合性化合物(C);光引發劑(D);溶劑(E)或添加劑(F),其中,所述鹼溶性樹脂(B)的酸值為30~150mgKOH/g, The present invention relates to a colored photosensitive resin composition comprising: an alkali-soluble resin (B) substantially comprising a compound represented by the following Chemical Formula 1; and further comprising a color former (A) substantially comprising at least one pigment and at least one dye; a polymerizable compound (C); a photoinitiator (D); a solvent (E) or an additive (F), wherein the alkali-soluble resin (B) has an acid value of 30 to 150 mgKOH/g,

在化學式1中,R1是氫或C1~6烷基;R2是C1~20烷基、烯基, 或芳基;R3和R4彼此獨立地是C1~12烷基、烯基,或芳基;A1是二價連接基團並且是C1~4烷基,或烯基;以及X是羧酸根(-COO-)、磺酸根(-SO3 -)或硫酸根(-OSO3 -)。 In Chemical Formula 1, R 1 is hydrogen or a C1-6 alkyl group; R 2 is a C1-20 alkyl group, an alkenyl group, or an aryl group; and R 3 and R 4 are each independently a C1-12 alkyl group, an alkenyl group, or an aryl group; A1 is a divalent linking group and is a C1 ~ 4 alkyl, or alkenyl; and X is a carboxylate (-COO -), sulfonate (-SO 3 -) or sulfate (-OSO 3 - ).

根據本發明的組合物的組分詳述在下文中。 The components of the composition according to the invention are detailed below.

著色劑(A) Colorant (A)

著色劑(A)基本包括至少一種顏料(a1)和至少一種染料(a2)。 The colorant (A) basically comprises at least one pigment (a1) and at least one dye (a2).

顏料(a1) Pigment (a1)

顏料(a1)可包括本領域中通常使用的有機顏料或無機顏料。有機顏料可包括用於印刷油墨、噴墨油墨等的不同顏料,並且其具體實例可包括:水溶性偶氮顏料、不溶性偶氮顏料、酞菁顏料、喹吖啶酮顏料、異吲哚啉酮顏料、異吲哚啉顏料、苝顏料、紫環酮顏料、二噁嗪顏料、蒽醌顏料、二蒽醌顏料、蒽素嘧啶顏料、蒽嵌蒽醌顏料、陰丹酮顏料、黃烷士酮顏料、皮蒽酮顏料、二酮吡咯並吡咯顏料等。無機顏料可包括金屬化合物,諸如金屬氧化物或金屬配合物,並且其具體的實例包括:金屬氧化物,諸如鐵、鈷、鋁、鎘、鉛、銅、鈦、鎂、鉻、鋅、銻、炭黑等的氧化物,或複合金屬氧化物。具體地,有機顏料和無機顏料可具體包括通過顏色索引(染色師與配色師協會出版)而被分類為顏料的化合物,其更具體的實例可包括,但不一定限於,以下顏色索引(C.I.)號的顏料:C.I.顏料黃13、20、24、31、53、83、86、93、94、109、110、117、125、137、138、139、147、148、150、153、154、166、173、180和185;C.I.顏料橙13、31、36、38、40、42、43、51、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)、21、28、60、64和76,C.I.顏料綠7、10、15、25、36、47和58;C.I.顏料棕28;和C.I.顏料黑1和7。 The pigment (a1) may include an organic pigment or an inorganic pigment which is generally used in the art. The organic pigment may include different pigments for printing inks, inkjet inks, and the like, and specific examples thereof may include: water-soluble azo pigment, insoluble azo pigment, phthalocyanine pigment, quinacridone pigment, isoindolinone Pigments, isoporphyrin pigments, anthraquinone pigments, picone pigments, dioxazine pigments, anthraquinone pigments, diterpene pigments, alizarin pyrimidine pigments, anthraquinone pigments, indanthrone pigments, flavanones Pigments, skin ketone pigments, diketopyrrolopyrrole pigments, and the like. The inorganic pigment may include a metal compound such as a metal oxide or a metal complex, and specific examples thereof include: a metal oxide such as iron, cobalt, aluminum, cadmium, lead, copper, titanium, magnesium, chromium, zinc, bismuth, An oxide such as carbon black or a composite metal oxide. Specifically, the organic pigment and the inorganic pigment may specifically include a compound classified as a pigment by a color index (published by the Colorists and Colorists Association), and more specific examples thereof may include, but are not necessarily limited to, the following color index (CI) Number of pigments: CI Pigment Yellow 13, 20, 24, 31, 53, 83, 86, 93, 94, 109, 110, 117, 125, 137, 138, 139, 147, 148, 150, 153, 154, 166 , 173, 180 and 185; CI Pigment Orange 13, 31, 36, 38, 40, 42, 43, 51, 55, 59, 61, 64, 65 and 71; CI Pigment Red 9, 97, 105, 122, 123 , 144, 149, 166, 168, 176, 177, 180, 192, 215, 216, 224, 242, 254, 255 and 264; CI Pigment Violet 14, 19, 23, 29, 32, 33, 36, 37 and 38; CI Pigment Blue 15 (15:3, 15:4, 15:6, etc.), 21, 28, 60, 64 and 76, CI Pigment Green 7, 10, 15, 25, 36, 47 and 58; CI Pigment Brown 28; and CI Pigment Black 1 and 7.

這些顏料(a1)可以單獨使用或以兩種或更多種的組合使用。 These pigments (a1) may be used singly or in combination of two or more.

上面列出的C.I.顏料,優選有用的是選自C.I.顏料橙38、C.I.顏料紅122、C.I.顏料紅166、C.I.顏料紅177、C.I.顏料紅208、C.I.顏料紅242、C.I.顏料紅254、C.I.顏料紅255、C.I.顏料黃138、C.I.顏料黃139、C.I.顏料黃150、C.I.顏料黃185、C.I.顏料綠7、C.I.顏料綠36、C.I.顏料綠58、C.I.顏料紫23、C.I.顏料藍15:3和顏料藍15:6中的任何顏料。 The CI pigments listed above are preferably useful from the group consisting of CI Pigment Orange 38, CI Pigment Red 122, CI Pigment Red 166, CI Pigment Red 177, CI Pigment Red 208, CI Pigment Red 242, CI Pigment Red 254, CI Pigment. Red 255, CI Pigment Yellow 138, CI Pigment Yellow 139, CI Pigment Yellow 150, CI Pigment Yellow 185, CI Pigment Green 7, CI Pigment Green 36, CI Pigment Green 58, CI Pigment Violet 23, CI Pigment Blue 15:3 and Any of the pigment blue 15:6.

關於顏料,優選使用的是使顏料顆粒均勻分散於其中的顏料分散溶液。顏料顆粒均勻分散的方法的實例可包括使用顏料分散劑(a3)的分散處理,從而可以得到顏料在溶液中均勻分散的顏料分散溶液。 As the pigment, it is preferred to use a pigment dispersion solution in which the pigment particles are uniformly dispersed. An example of the method of uniformly dispersing the pigment particles may include a dispersion treatment using the pigment dispersant (a3), whereby a pigment dispersion solution in which the pigment is uniformly dispersed in the solution can be obtained.

顏料分散劑的具體實例可包括:陽離子表面活性劑、陰離子表面活性劑、非離子表面活性劑、兩性表面活性劑、聚酯類表面活性劑、聚胺類表面活性劑等,它們可以單獨使用或以兩種或更多種的組合使用。 Specific examples of the pigment dispersant may include: a cationic surfactant, an anionic surfactant, a nonionic surfactant, an amphoteric surfactant, a polyester surfactant, a polyamine surfactant, etc., which may be used alone or Used in combination of two or more.

基於顏料分散組合物的固含量的總品質,顏料(a1)的量為20~90品質%,優選為30~70品質%。當顏料以基於前述的20~90品質%的量使用時,可產生低黏度、優異的貯存穩定性和高分散效率,從而有效地增加對比度。 The amount of the pigment (a1) is from 20 to 90% by mass, preferably from 30 to 70% by mass, based on the total mass of the solid content of the pigment dispersion composition. When the pigment is used in an amount of 20 to 90% by mass based on the foregoing, low viscosity, excellent storage stability, and high dispersion efficiency can be produced, thereby effectively increasing contrast.

作為分散劑(a3),可使用除丙烯酸類分散劑外的樹脂型顏料分散劑。這樣的樹脂型顏料分散劑可包括:已知的樹脂型顏料分散劑,特別是油性分散劑,諸如聚氨酯、聚羧酸酯(例如聚丙烯酸酯)、不飽和聚醯胺、聚羧酸、聚羧酸的(部分)胺鹽、聚羧酸的銨鹽、聚羧酸的烷基胺鹽、聚矽氧烷、長鏈聚氨基醯胺磷酸酯、含羥基的聚羧酸酯及其改性的產物、由通過聚(低級亞烷基亞胺)與具有游離羧基的聚酯反應形成的醯胺或其鹽;水溶性樹脂或水溶性聚合物化合物,諸如,(甲基)丙烯酸-苯乙烯共聚物、(甲基)丙烯酸-(甲基)丙烯酸酯共聚物、苯乙烯-馬來酸共聚物、聚乙烯醇 或聚乙烯吡咯烷酮;聚酯,改性聚丙烯酸酯;環氧乙烷/環氧丙烷的加合物;和磷酸酯。如上述的樹脂型分散劑的市售產品可包括陽離子型樹脂分散劑,例如,DISPER BYK-160、DISPER BYK-161、DISPER BYK-162、DISPER BYK-163、DISPER BYK-164、DISPER BYK-166、DISPER BYK-171、DISPER BYK-182、DISPER BYK-184(均為BYK Chemie市售的商品名);EFKA-44、EFKA-46、EFKA-47、EFKA-48、EFKA-4010、EFKA-4050、EFKA-4055、EFKA-4020、EFKA-4015、EFKA-4060、EFKA-4300、EFKA-4330、EFKA-4400、EFKA-4406、EFKA-4510、EFKA-4800(均為BASF市售的商品名);SOLSPERS-24000、SOLSPERS-32550和NBZ-4204/10(均為Lubirzol市售的商品名);HINOACT T-6000、HINOACT T-7000和HINOACT T-8000(均為Kawaken Fine Chemicals市售的商品名);AJISPUR PB-821、AJISPUR PB-822和AJISPUR PB-823(均為Ajinomoto市售的商品名);FLORENE DOPA-17HF、FLORENE DOPA-15BHF、FLORENE DOPA-33、FLORENE DOPA-44(均為Kyoeisha Chemical市售的商品名)。除丙烯酸類分散劑外的樹脂型顏料分散劑可以單獨使用或以兩種或更多種的組合使用,並可以與丙烯酸類分散劑一起使用。 As the dispersing agent (a3), a resin type pigment dispersing agent other than the acrylic dispersing agent can be used. Such a resin type pigment dispersant may include: a known resin type pigment dispersant, particularly an oily dispersant such as polyurethane, polycarboxylate (for example, polyacrylate), unsaturated polyamine, polycarboxylic acid, poly (partial) amine salt of carboxylic acid, ammonium salt of polycarboxylic acid, alkylamine salt of polycarboxylic acid, polyoxyalkylene oxide, long chain polyaminoguanamine phosphate, hydroxyl group-containing polycarboxylate and modification thereof a product, a guanamine or a salt thereof formed by reacting a poly(lower alkyleneimine) with a polyester having a free carboxyl group; a water-soluble resin or a water-soluble polymer compound such as (meth)acrylic acid-styrene Copolymer, (meth)acrylic acid-(meth)acrylate copolymer, styrene-maleic acid copolymer, polyvinyl alcohol Or polyvinylpyrrolidone; polyester, modified polyacrylate; ethylene oxide / propylene oxide adduct; and phosphate. A commercially available product of the above-described resin type dispersant may include a cationic resin dispersant such as DISPER BYK-160, DISPER BYK-161, DISPER BYK-162, DISPER BYK-163, DISPER BYK-164, DISPER BYK-166 DISPER BYK-171, DISPER BYK-182, DISPER BYK-184 (both trade names commercially available from BYK Chemie); EFKA-44, EFKA-46, EFKA-47, EFKA-48, EFKA-4010, EFKA-4050 , EFKA-4055, EFKA-4020, EFKA-4015, EFKA-4060, EFKA-4300, EFKA-4330, EFKA-4400, EFKA-4406, EFKA-4510, EFKA-4800 (both trade names commercially available from BASF) ;SOLSPERS-24000, SOLSPERS-32550, and NBZ-4204/10 (both are commercially available from Lubirzol); HINOACT T-6000, HINOACT T-7000, and HINOACT T-8000 (both trade names commercially available from Kawaken Fine Chemicals) ); AJISPUR PB-821, AJISPUR PB-822 and AJISPUR PB-823 (both are commercially available from Ajinomoto); FLORENE DOPA-17HF, FLORENE DOPA-15BHF, FLORENE DOPA-33, FLORENE DOPA-44 (both Kyoeisha) Chemical trade name). The resin type pigment dispersant other than the acrylic dispersant may be used singly or in combination of two or more, and may be used together with an acrylic dispersant.

基於100品質份的顏料(a1)的固含量,顏料分散劑(a3)的量是5~60品質份,優選為15~50品質份。如果分散劑(a3)的量超過基於上述的60品質份,那麼黏度可能增加。與此相反,如果其量小於5品質份,那麼難以使顏料精細或者在分散處理後可能會發生凝膠化。 The amount of the pigment dispersant (a3) is 5 to 60 parts by mass, preferably 15 to 50 parts by mass, based on 100 parts by mass of the solid content of the pigment (a1). If the amount of the dispersing agent (a3) exceeds 60 parts by mass based on the above, the viscosity may increase. On the contrary, if the amount is less than 5 parts by mass, it is difficult to make the pigment fine or gelation may occur after the dispersion treatment.

染料(a2) Dye (a2)

染料(a2)可以被使用而沒有限制,只要它在有機溶劑中溶解。優選有用的是在有機溶劑中溶解,並可確保在鹼性顯影液中的溶解度,以及諸如耐熱性、耐溶劑性等可靠性的染料。 The dye (a2) can be used without limitation as long as it is dissolved in an organic solvent. It is preferably useful to dissolve in an organic solvent, and to ensure solubility in an alkaline developing solution, and a dye such as heat resistance, solvent resistance, and the like.

染料可以選自具有諸如磺酸或羧酸等酸性基團的酸性染料、 酸性染料和含氮化合物的鹽、酸性染料的碸醯胺產物及其衍生物,並且也可以選自偶氮類酸性染料、呫噸類酸性染料、酞菁類酸性染料及其衍生物。染料優選包括通過顏色索引(染色師與配色師協會出版)而被分類為染料的化合物,或者在染料筆記(Dyeing Note,Shikisensha出版)中所描述的已知的染料。 The dye may be selected from acid dyes having an acidic group such as a sulfonic acid or a carboxylic acid, A salt of an acid dye and a nitrogen-containing compound, a guanamine product of an acid dye, and a derivative thereof, and may also be selected from an azo acid dye, a xanthene acid dye, a phthalocyanine acid dye, and a derivative thereof. The dye preferably comprises a compound classified as a dye by a color index (published by the Colorists and Colorists Association), or a known dye described in the dye note (Dyeing Note, published by Shikisensha).

染料的具體實例可包括C.I.溶劑染料,例如,紅色染料,諸如C.I.溶劑紅8、45、49、89、111、122、125、130、132、146、179;藍色染料,諸如C.I.溶劑藍5、35、36、37、44、59、67、70;紫色染料,諸如C.I.溶劑紫8、9、13、14、36、37、47、49;黃色染料,諸如C.I.溶劑黃4、14、15、23、24、38、62、63、68、82、94、98、99、162;橙色染料,諸如C.I.溶劑橙2、7、11、15、26、56;和綠色染料,諸如C.I.溶劑綠1、3、4、5、7、28、29、32、33、34、35。 Specific examples of the dye may include CI solvent dyes, for example, red dyes such as CI Solvent Red 8, 45, 49, 89, 111, 122, 125, 130, 132, 146, 179; blue dyes such as CI Solvent Blue 5 , 35, 36, 37, 44, 59, 67, 70; purple dyes, such as CI solvent violet 8, 9, 13, 14, 36, 37, 47, 49; yellow dyes, such as CI solvent yellow 4, 14, 15 , 23, 24, 38, 62, 63, 68, 82, 94, 98, 99, 162; orange dyes such as CI Solvent Orange 2, 7, 11, 15, 26, 56; and green dyes such as CI Solvent Green 1, 3, 4, 5, 7, 28, 29, 32, 33, 34, 35.

在C.I.溶劑染料中,優選有用的是在有機溶劑中具有高溶解度的:C.I.溶劑紅8、49、89、111、122、132、146、179;C.I.溶劑藍35、36、44、45、70;和C.I.溶劑紫13。並且更優選有用的是C.I.溶劑紅8、122、132。 Among the CI solvent dyes, it is preferred to have high solubility in an organic solvent: CI Solvent Red 8, 49, 89, 111, 122, 132, 146, 179; CI Solvent Blue 35, 36, 44, 45, 70 ; and CI solvent violet 13. More preferably, C.I. Solvent Red 8, 122, 132 are useful.

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

在酸性染料中,在有機溶劑中具有高溶解度的C.I.酸性紅92、C.I.酸性藍80、90和C.I.酸性紫66是優選使用的。 Among the acid dyes, C.I. Acid Red 92, C.I. Acid Blue 80, 90 and C.I. Acid Violet 66 having high solubility in an organic solvent are preferably used.

此外,C.I.直接染料的實例包括:紅色染料,諸如C.I.直接紅79、82、83、84、91、92、96、97、98、99、105、106、107、172、173、176、177、179、181、182、184、204、207、211、213、218、220、221、222、232、233、234、241、243、246、250;黃色染料,諸如C.I.直接黃2、33、34、35、38、39、43、47、50、54、58、68、69、70、71、86、93、94、95、98、102、108、109、129、136、138、141;橙色染料,諸如C.I.直接橙34、39、41、46、50、52、56、57、61、64、65、68、70、96、97、106、107;藍色染料,諸如C.I.直接藍38、44、57、70、77、80、81、84、85、86、90、93、94、95、97、98、99、100、101、106、107、108、109、113、114、115、117、119、137、149、150、153、155、156、158、159、160、161、162、163、164、166、167、170、171、172、173、188、189、190、192、193、194、196、198、199、200、207、209、210、212、213、214、222、228、229、237、238、242、243、244、245、247、248、250、251、252、256、257、259、260、268、274、 275、293;紫色染料,諸如C.I.直接紫47、52、54、59、60、65、66、79、80、81、82、84、89、90、93、95、96、103、104;和綠色染料,諸如C.I.直接綠25、27、31、32、34、37、63、65、66、67、68、69、72、77、79、82。 Further, examples of CI direct dyes include: red dyes such as CI Direct Red 79, 82, 83, 84, 91, 92, 96, 97, 98, 99, 105, 106, 107, 172, 173, 176, 177, 179, 181, 182, 184, 204, 207, 211, 213, 218, 220, 221, 222, 232, 233, 234, 241, 243, 246, 250; yellow dyes such as CI Direct Yellow 2, 33, 34 , 35, 38, 39, 43, 47, 50, 54, 58, 68, 69, 70, 71, 86, 93, 94, 95, 98, 102, 108, 109, 129, 136, 138, 141; orange Dyes such as CI Direct Orange 34, 39, 41, 46, 50, 52, 56, 57, 61, 64, 65, 68, 70, 96, 97, 106, 107; blue dyes such as CI Direct Blue 38, 44, 57, 70, 77, 80, 81, 84, 85, 86, 90, 93, 94, 95, 97, 98, 99, 100, 101, 106, 107, 108, 109, 113, 114, 115, 117, 119, 137, 149, 150, 153, 155, 156, 158, 159, 160, 161, 162, 163, 164, 166, 167, 170, 171, 172, 173, 188, 189, 190, 192, 193, 194, 196, 198, 199, 200, 207, 209, 210, 212, 213, 214, 222, 228, 229, 237, 23 8, 242, 243, 244, 245, 247, 248, 250, 251, 252, 256, 257, 259, 260, 268, 274, 275, 293; purple dyes such as CI Direct Violet 47, 52, 54, 59, 60, 65, 66, 79, 80, 81, 82, 84, 89, 90, 93, 95, 96, 103, 104; Green dyes such as CI Direct Green 25, 27, 31, 32, 34, 37, 63, 65, 66, 67, 68, 69, 72, 77, 79, 82.

此外,C.I.媒介染料的實例包括:黃色染料,諸如C.I.媒介黃5、8、10、16、20、26、30、31、33、42、43、45、56、61、62、65;紅色染料,諸如C.I.媒介紅1、2、3、4、9、11、12、14、17、18、19、22、23、24、25、26、30、32、33、36、37、38、39、41、43、45、46、48、53、56、63、71、.74、85、86、88、90、94、95;橙色染料,諸如C.I.媒介橙3、4、5、8、12、13、14、20、21、23、24、28、29、32、34、35、36、37、42、43、47、48;藍色染料,諸如C.I.媒介藍1、2、3、7、8、9、12、13、15、16、19、20、21、22、23、24、26、30、31、32、39、40、41、43、44、48、49、53、61、74、77、83、84;紫色染料,諸如C.I.媒介紫1、2、4、5、7、14、22、24、30、31、32、37、40、41、44、45、47、48、53、58;和綠色染料諸如C.I.媒介綠1、3、4、5、10、15、19、26、29、33、34、35、41、43、53。 Further, examples of CI medium dyes include: yellow dyes such as CI medium yellow 5, 8, 10, 16, 20, 26, 30, 31, 33, 42, 43, 45, 56, 61, 62, 65; red dye , such as CI medium red 1, 2, 3, 4, 9, 11, 12, 14, 17, 18, 19, 22, 23, 24, 25, 26, 30, 32, 33, 36, 37, 38, 39 , 41, 43, 45, 46, 48, 53, 56, 63, 71, .74, 85, 86, 88, 90, 94, 95; orange dyes such as CI medium orange 3, 4, 5, 8, 12 , 13, 14, 20, 21, 23, 24, 28, 29, 32, 34, 35, 36, 37, 42, 43, 47, 48; blue dyes, such as CI medium blue 1, 2, 3, 7 , 8, 9, 12, 13, 15, 16, 19, 20, 21, 22, 23, 24, 26, 30, 31, 32, 39, 40, 41, 43, 44, 48, 49, 53, 61 , 74, 77, 83, 84; purple dyes, such as CI medium violet 1, 2, 4, 5, 7, 14, 22, 24, 30, 31, 32, 37, 40, 41, 44, 45, 47, 48, 53, 58; and green dyes such as CI medium green 1, 3, 4, 5, 10, 15, 19, 26, 29, 33, 34, 35, 41, 43, 53.

這些染料可以單獨使用或以兩種或更多種的組合使用。 These dyes may be used singly or in combination of two or more.

基於著色劑(A)的固含量的總重量,著色劑(A)的染料的量優選為0.5~80wt%,更優選為0.5~60wt%,進一步優選為1~50wt%。當著色劑(A)的染料的量落入基於前述的上述範圍內時,可以防止在圖案形成之後發生的由於染料在有機溶劑中溶解而導致的可靠性惡化的問題,並可以產生高敏感度。 The amount of the dye of the colorant (A) is preferably from 0.5 to 80% by weight, more preferably from 0.5 to 60% by weight, still more preferably from 1 to 50% by weight, based on the total weight of the solid content of the colorant (A). When the amount of the dye of the colorant (A) falls within the above range based on the foregoing, the problem of deterioration in reliability due to dissolution of the dye in the organic solvent which occurs after pattern formation can be prevented, and high sensitivity can be produced. .

基於著色感光性樹脂組合物的固含量的重量,著色劑(A)的量被設定為5~60wt%,優選設定為10~45wt%。著色劑(A)的用量為基於前述的5~60wt%的情況是可取的,因為即使在形成薄膜時圖元部分也具有充分的顏色濃度,並且在顯影時不降低非圖元部分的脫落,有利地使得難以產生殘留。 The amount of the colorant (A) is set to 5 to 60% by weight, preferably 10 to 45% by weight, based on the weight of the solid content of the colored photosensitive resin composition. It is preferable that the amount of the coloring agent (A) is 5 to 60% by weight based on the foregoing, because the element portion has a sufficient color concentration even when the film is formed, and does not reduce the peeling of the non-primitive portion during development, Advantageously, it is difficult to create a residue.

如本文中所用的,著色感光性樹脂組合物的總固含量表示著色感光性樹脂組合物除溶劑外的成分的總量。 As used herein, the total solid content of the colored photosensitive resin composition represents the total amount of components other than the solvent of the colored photosensitive resin composition.

鹼溶性樹脂(B) Alkali soluble resin (B)

根據本發明的鹼溶性樹脂(B)的酸值為30~150mgKOH/g,以確保著色感光性樹脂組合物的相容性和貯存穩定性。如果鹼溶性樹脂的酸值小於30mgKOH/g,那麼著色感光性樹脂組合物難以確保充分的顯影速率。與此相反,如果其酸值高於150mgKOH/g,那麼對基板的附著力降低,使得易於產生圖案的短路,以及引起與相容性和貯存穩定性有關的問題,不希望地增加黏度。 The alkali-soluble resin (B) according to the present invention has an acid value of 30 to 150 mgKOH/g to ensure compatibility and storage stability of the colored photosensitive resin composition. If the acid value of the alkali-soluble resin is less than 30 mgKOH/g, it is difficult to ensure a sufficient development rate of the colored photosensitive resin composition. In contrast, if the acid value is higher than 150 mgKOH/g, the adhesion to the substrate is lowered, so that a short circuit of the pattern is liable to occur, and problems associated with compatibility and storage stability are caused, and the viscosity is undesirably increased.

鹼溶性樹脂(B)可以以由化學式1表示的結構單元和至少一種額外的單體的共聚物的形式而被提供。額外的單體沒有特別限制。優選地,鹼溶性樹脂(B)以由化學式1的結構單元和具有不飽和鍵的至少一種化合物(b1)構成的共聚物的形式而被提供。 The alkali-soluble resin (B) can be provided in the form of a copolymer of a structural unit represented by Chemical Formula 1 and at least one additional monomer. The additional monomer is not particularly limited. Preferably, the alkali-soluble resin (B) is provided in the form of a copolymer composed of a structural unit of Chemical Formula 1 and at least one compound (b1) having an unsaturated bond.

具有不飽和鍵的化合物(b1)沒有特別限制,只要它具有聚合性不飽和雙鍵。其具體實例可包括:具有羧酸的單體,諸如(甲基)丙烯酸;取代的不飽和羧酸的烷基酯化合物,諸如(甲基)丙烯酸甲酯、(甲基)丙烯酸乙酯、(甲基)丙烯酸丁酯、(甲基)丙烯酸氨乙酯等;具有脂環族取代基的不飽和羧酸酯化合物,諸如(甲基)丙烯酸環戊酯、(甲基)丙烯酸環己酯、(甲基)丙烯酸甲基環己酯、(甲基)丙烯酸環庚酯、(甲基)丙烯酸環辛酯、(甲基)丙烯酸甲酯、(甲基)丙烯酸環戊烯酯、(甲基)丙烯酸環己烯酯、(甲基)丙烯酸環庚烯酯、(甲基)丙烯酸環辛烯酯、(甲基)丙烯酸戊二烯酯、(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、(甲基)丙烯酸降冰片酯、(甲基)丙烯酸縮水甘油酯、(甲基)丙烯酸3,4-環氧環己酯、(甲基)丙烯酸3,4-環氧環己基甲酯、(甲基)丙烯酸甲基縮水甘油酯等;二醇的單不飽和羧酸酯化合物,諸如(甲基)丙烯酸寡乙二醇單烷基酯等;具有芳香環取代基的不飽和羧酸酯化合物,諸如(甲基)丙烯酸苄酯、(甲基)丙烯酸苯氧酯等;芳香族乙烯 化合物,諸如苯乙烯、α-甲基苯乙烯、甲苯乙烯等;羧酸乙烯酯,諸如乙酸乙烯酯、丙酸乙烯酯等;乙烯腈化物,諸如(甲基)丙烯腈、α-氯丙烯腈等;和馬來醯亞胺化合物,諸如N-環己基馬來醯亞胺、N-苯基馬來醯亞胺等。 The compound (b1) having an unsaturated bond is not particularly limited as long as it has a polymerizable unsaturated double bond. Specific examples thereof may include a monomer having a carboxylic acid such as (meth)acrylic acid; an alkyl ester compound of a substituted unsaturated carboxylic acid such as methyl (meth)acrylate, ethyl (meth)acrylate, ( Methyl)butyl acrylate, aminoethyl (meth)acrylate, etc.; an unsaturated carboxylic acid ester compound having an alicyclic substituent such as cyclopentyl (meth)acrylate, cyclohexyl (meth)acrylate, Methylcyclohexyl (meth)acrylate, cycloheptyl (meth)acrylate, cyclooctyl (meth)acrylate, methyl (meth)acrylate, cyclopentenyl (meth)acrylate, (methyl) Cyclohexene acrylate, cycloheptenyl (meth) acrylate, cyclooctene (meth) acrylate, pentadienyl (meth) acrylate, isobornyl (meth) acrylate, (methyl) Butanyl acrylate, adamantyl (meth)acrylate, norbornyl (meth)acrylate, glycidyl (meth)acrylate, 3,4-epoxycyclohexyl (meth)acrylate, (methyl) 3,4-epoxycyclohexylmethyl acrylate, methyl glycidyl (meth) acrylate, etc.; monounsaturated carboxylic acid ester compound of diol, such as (meth)acrylic acid a diol monoalkyl ester or the like; an unsaturated carboxylic acid ester compound having an aromatic ring substituent such as benzyl (meth) acrylate, phenoxy (meth) acrylate, etc.; aromatic vinyl a compound such as styrene, α-methylstyrene, methylstyrene or the like; a vinyl carboxylate such as vinyl acetate, vinyl propionate or the like; an ethylene nitrile such as (meth)acrylonitrile or α-chloroacrylonitrile And a maleic imine compound such as N-cyclohexylmaleimide, N-phenylmaleimide, and the like.

在鹼溶性樹脂(B)以化學式1的結構單元與具有不飽和鍵的至少一種化合物(b1)的共聚物的形式而被提供的情況下,優選的是,基於鹼溶性樹脂(B)中含有的結構單元的總摩爾,化學式1的結構單元的使用量為2~98mol%;以及基於鹼溶性樹脂(B)中含有的結構單元的總摩爾,具有不飽和鍵的化合物(b1)的使用量為10~90mol%。 In the case where the alkali-soluble resin (B) is provided in the form of a copolymer of a structural unit of Chemical Formula 1 and at least one compound (b1) having an unsaturated bond, it is preferably contained in the alkali-soluble resin (B). The total molar amount of the structural unit, the structural unit of the chemical formula 1 is used in an amount of 2 to 98 mol%; and the amount of the compound (b1) having an unsaturated bond based on the total mole of the structural unit contained in the alkali-soluble resin (B) It is 10~90mol%.

尤其是,更優選的是,基於總摩爾,化學式1的結構單元的使用量為20~70mol%;以及基於總摩爾,具有不飽和鍵的化合物(b1)的使用量為30~80mol%。 In particular, it is more preferred that the structural unit of Chemical Formula 1 is used in an amount of from 20 to 70 mol% based on the total mole; and the compound (b1) having an unsaturated bond is used in an amount of from 30 to 80 mol% based on the total mole.

在摩爾分數被設置在上述範圍內的情況下,顯影性、溶解性和耐熱性被有效地平衡,從而得到優選的共聚物。 In the case where the molar fraction is set within the above range, developability, solubility, and heat resistance are effectively balanced, thereby obtaining a preferred copolymer.

另外,製備根據本發明的鹼溶性黏合劑樹脂的方法如下。 Further, a method of preparing the alkali-soluble binder resin according to the present invention is as follows.

第一步驟是製備由化學式1表示的單體的共聚物。 The first step is to prepare a copolymer of the monomer represented by Chemical Formula 1.

此反應可通過選自本領域中已知的多種聚合方法中的任何一種來進行,諸如自由基聚合、陽離子聚合、陰離子聚合、縮合聚合等,但就易於製備或經濟效益而言自由基聚合是最優選的。 This reaction can be carried out by any one of various polymerization methods known in the art, such as radical polymerization, cationic polymerization, anionic polymerization, condensation polymerization, etc., but in terms of ease of preparation or economic efficiency, radical polymerization is Most preferred.

例如,期望的共聚物可以以這樣的方式而被製備:將單體與聚合溶劑混合,加熱到適當的溫度,並經由氮氣吹掃來除氧。此外,它也可以通過添加自由基聚合引發劑和鏈轉移劑(必要時)並保持聚合溫度而被製備。考慮到取決於所用的聚合引發劑的溫度的半衰期,可以確定在上述方法中的聚合溫度和聚合時間。 For example, the desired copolymer can be prepared by mixing the monomer with a polymerization solvent, heating to a suitable temperature, and removing oxygen via a nitrogen purge. Further, it can also be produced by adding a radical polymerization initiator and a chain transfer agent (if necessary) while maintaining the polymerization temperature. The polymerization temperature and the polymerization time in the above method can be determined in consideration of the half life of the temperature of the polymerization initiator to be used.

例如,2,2’-偶氮二異丁腈(AIBN)在70℃下半衰期為4.8小時,因此使用AIBN時的聚合時間優選設定為6小時或更長。通常,聚合溫度為50~150℃,以及聚合時間優選落入30分鐘至48小時的範 圍內。 For example, 2,2'-azobisisobutyronitrile (AIBN) has a half life of 4.8 hours at 70 ° C, so the polymerization time when AIBN is used is preferably set to 6 hours or longer. Usually, the polymerization temperature is 50 to 150 ° C, and the polymerization time preferably falls within the range of 30 minutes to 48 hours. Inside.

上述自由基聚合引發劑可包括本領域中已知的自由基聚合引發劑,並且其具體實例可包括:2,2’-偶氮二異丁腈(AIBN)、2,2’-偶氮二(2,4-二甲基戊腈)、2,2’-偶氮二(4-甲氧基-2,4-二甲基戊腈)、過氧化苯甲醯、過氧化月桂醯、過氧化新戊酸叔丁酯、1,1’-雙-(二-叔丁基過氧化)環己烷等。 The above radical polymerization initiator may include a radical polymerization initiator known in the art, and specific examples thereof may include: 2,2'-azobisisobutyronitrile (AIBN), 2,2'-azodi (2,4-dimethylvaleronitrile), 2,2'-azobis(4-methoxy-2,4-dimethylvaleronitrile), benzammonium peroxide, laurel peroxide, over Oxidation of t-butyl pivalate, 1,1'-bis-(di-tert-butylperoxy) cyclohexane, and the like.

使用鏈轉移劑來調整重均分子量,其具體實例可包括,但不限於:正己基硫醇,正辛基硫醇、正十二烷基硫醇、叔十二烷基硫醇、巰基乙酸、3-巰基丙酸、α-甲基苯乙烯二聚體等,並且也可以使用現有技術中已知的鏈轉移劑。 The chain transfer agent is used to adjust the weight average molecular weight, and specific examples thereof may include, but are not limited to, n-hexyl mercaptan, n-octyl mercaptan, n-dodecyl mercaptan, t-dodecyl mercaptan, mercaptoacetic acid, 3-mercaptopropionic acid, α-methylstyrene dimer, and the like, and a chain transfer agent known in the art can also be used.

用於製備共聚物的單體沒有限制,只要它具有聚合性不飽和雙鍵,其具體實例可包括:具有羧酸的單體,諸如(甲基)丙烯酸;取代的不飽和羧酸的烷基酯化合物,諸如(甲基)丙烯酸甲酯、(甲基)丙烯酸乙酯、(甲基)丙烯酸丁酯、(甲基)丙烯酸氨乙酯等;具有脂環族取代基的不飽和羧酸酯化合物,諸如(甲基)丙烯酸環戊酯、(甲基)丙烯酸環己酯、(甲基)丙烯酸甲基環己酯、(甲基)丙烯酸環庚酯、(甲基)丙烯酸環辛酯、(甲基)丙烯酸甲酯、(甲基)丙烯酸環戊烯酯、(甲基)丙烯酸環己烯酯、(甲基)丙烯酸環庚烯酯、(甲基)丙烯酸環辛烯酯、(甲基)丙烯酸戊二烯酯、(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、(甲基)丙烯酸降冰片酯、(甲基)丙烯酸縮水甘油酯、(甲基)丙烯酸3,4-環氧環己酯、(甲基)丙烯酸3,4-環氧環己基甲酯、(甲基)丙烯酸甲基縮水甘油酯等;二醇的單不飽和羧酸酯化合物,諸如(甲基)丙烯酸寡乙二醇單烷基酯等;具有芳香環取代基的不飽和羧酸酯化合物,諸如(甲基)丙烯酸苄酯、(甲基)丙烯酸苯氧酯等;芳香族乙烯化合物,諸如苯乙烯、α-甲基苯乙烯、甲苯乙烯等;羧酸乙烯酯,諸如乙酸乙烯酯、丙酸乙烯酯等;乙烯腈化物,諸如(甲基)丙烯腈、α-氯丙烯腈等;和馬來醯亞胺化合物,諸如N-環己基馬來醯亞胺、 N-苯基馬來醯亞胺等。 The monomer used for the preparation of the copolymer is not limited as long as it has a polymerizable unsaturated double bond, and specific examples thereof may include a monomer having a carboxylic acid such as (meth)acrylic acid; an alkyl group of a substituted unsaturated carboxylic acid. An ester compound such as methyl (meth)acrylate, ethyl (meth)acrylate, butyl (meth)acrylate, aminoethyl (meth)acrylate, etc.; unsaturated carboxylic acid ester having an alicyclic substituent a compound such as cyclopentyl (meth)acrylate, cyclohexyl (meth)acrylate, methylcyclohexyl (meth)acrylate, cycloheptyl (meth)acrylate, cyclooctyl (meth)acrylate, Methyl (meth)acrylate, cyclopentenyl (meth)acrylate, cyclohexene (meth)acrylate, cycloheptenyl (meth)acrylate, cyclooctene (meth)acrylate, (A) Pentyl acrylate, isobornyl (meth)acrylate, decyl (meth)acrylate, adamantyl (meth)acrylate, norbornyl (meth)acrylate, shrinkage of (meth)acrylic acid Glyceride, 3,4-epoxycyclohexyl (meth)acrylate, 3,4-epoxycyclohexylmethyl (meth)acrylate, methyl (meth)acrylate a glyceride or the like; a monounsaturated carboxylic acid ester compound of a diol such as a monoalkyl (meth) acrylate or the like; an unsaturated carboxylic acid ester compound having an aromatic ring substituent such as (meth)acrylic acid Benzyl ester, phenoxy (meth) acrylate, etc.; aromatic vinyl compounds such as styrene, α-methylstyrene, methylstyrene, etc.; vinyl carboxylates such as vinyl acetate, vinyl propionate, etc.; ethylene a nitrile such as (meth)acrylonitrile, alpha-chloroacrylonitrile, etc.; and a maleimide compound such as N-cyclohexylmaleimide, N-phenyl maleimide and the like.

在本發明中,就聚苯乙烯標準而言,包括化學式1的鹼溶性樹脂(B)的重均分子為3000~100000,更優選為5000~50000。當鹼溶性樹脂(B)的重均分子量落入上述範圍內時,在顯影時,膜難以收縮並且非圖元部分均勻地脫落。 In the present invention, the weight average molecular weight of the alkali-soluble resin (B) including Chemical Formula 1 is from 3,000 to 100,000, more preferably from 5,000 to 50,000, in terms of polystyrene standards. When the weight average molecular weight of the alkali-soluble resin (B) falls within the above range, the film is hard to shrink at the time of development and the non-mesh portion is uniformly peeled off.

鹼溶性樹脂(B)的分子量分佈[重均分子量(Mw)/數均分子量(Mn)]被優選設定為1.0~6.0,更優選為1.3~4.0。當分子量分佈[Mw/Mn]落入1.5~6.0的範圍內時,顯影性可變得優異。 The molecular weight distribution [weight average molecular weight (Mw) / number average molecular weight (Mn)] of the alkali-soluble resin (B) is preferably set to 1.0 to 6.0, and more preferably 1.3 to 4.0. When the molecular weight distribution [Mw/Mn] falls within the range of 1.5 to 6.0, the developability can be excellent.

光聚合性化合物(C) Photopolymerizable compound (C)

光聚合性化合物是可以通過光引發劑(D)的作用而進行聚合的化合物,可以包括單官能團單體、雙官能團單體或多官能團單體。優選有用的是雙官能團單體或更多官能團單體。 The photopolymerizable compound is a compound which can be polymerized by the action of the photoinitiator (D), and may include a monofunctional monomer, a difunctional monomer or a polyfunctional monomer. Preferred are difunctional monomers or more functional monomers.

單官能團單體的具體實例包括,但不限於:壬基苯基卡必醇丙烯酸酯、2-羥基-3-苯氧基丙基丙烯酸酯、2-乙基己基卡必醇丙烯酸酯、2-羥乙基丙烯酸酯、N-乙烯吡咯烷酮等。 Specific examples of the monofunctional monomer include, but are not limited to, mercaptophenyl carbitol acrylate, 2-hydroxy-3-phenoxypropyl acrylate, 2-ethylhexyl carbitol acrylate, 2- Hydroxyethyl acrylate, N-vinyl pyrrolidone, and the like.

雙官能團單體的具體實例包括,但不限於:1,6-己二醇二(甲基)丙烯酸酯、乙二醇二(甲基)丙烯酸酯、新戊二醇二(甲基)丙烯酸酯、三乙二醇二(甲基)丙烯酸酯、雙酚A的雙(丙烯醯氧基乙基)醚、3-甲基戊二醇二(甲基)丙烯酸酯等。 Specific examples of the difunctional monomer include, but are not limited to, 1,6-hexanediol di(meth)acrylate, ethylene glycol di(meth)acrylate, neopentyl glycol di(meth)acrylate And triethylene glycol di(meth)acrylate, bis(acryloxyethyl)ether of bisphenol A, 3-methylpentanediol di(meth)acrylate, and the like.

多官能團單體的具體實例包括,但不限於:三羥甲基丙烷三(甲基)丙烯酸酯、乙氧基化三羥甲基丙烷三(甲基)丙烯酸酯、丙氧基化三羥甲基丙烷三(甲基)丙烯酸酯、季戊四醇三(甲基)丙烯酸酯、季戊四醇四(甲基)丙烯酸酯、二季戊四醇五(甲基)丙烯酸酯、乙氧基化二季戊四醇六(甲基)丙烯酸酯、丙氧基化二季戊四醇六(甲基)丙烯酸酯、二季戊四醇六(甲基)丙烯酸酯等。 Specific examples of the polyfunctional monomer include, but are not limited to, trimethylolpropane tri(meth)acrylate, ethoxylated trimethylolpropane tri(meth)acrylate, propoxylated trishydroxyl Propane tri(meth)acrylate, pentaerythritol tri(meth)acrylate, pentaerythritol tetra(meth)acrylate, dipentaerythritol penta(meth)acrylate, ethoxylated dipentaerythritol hexa(meth)acrylate Ester, propoxylated dipentaerythritol hexa(meth) acrylate, dipentaerythritol hexa (meth) acrylate, and the like.

基於著色感光性樹脂組合物的固含量的重量,光聚合性化合物(C)的用量為5~45wt%,並優選為7~45wt%。當光聚合性化合物(C)的量落入基於前述的5~45wt%的範圍內時,圖元部分的強 度或其平滑度提高。 The photopolymerizable compound (C) is used in an amount of 5 to 45 wt%, and preferably 7 to 45 wt%, based on the weight of the solid content of the colored photosensitive resin composition. When the amount of the photopolymerizable compound (C) falls within the range of 5 to 45 wt% based on the foregoing, the element portion is strong Degree or its smoothness is improved.

光引發劑(D) Photoinitiator (D)

光引發劑(D)被使用而沒有特別限制,只要它使光聚合性化合物(C)聚合。尤其,從聚合特性、引發效率、吸收波長、可購買性、價格等觀點出發,光引發劑(D)優選包括選自由苯乙酮類化合物、二苯甲酮類化合物、三嗪類化合物、聯咪唑類化合物、肟化合物和噻噸酮類化合物組成的組中的至少一種化合物。 The photoinitiator (D) is used without particular limitation as long as it polymerizes the photopolymerizable compound (C). In particular, the photoinitiator (D) preferably includes an acetophenone compound, a benzophenone compound, a triazine compound, and a combination, from the viewpoints of polymerization characteristics, initiation efficiency, absorption wavelength, availability, price, and the like. At least one compound selected from the group consisting of an imidazole compound, an anthraquinone compound, and a thioxanthone compound.

苯乙酮類化合物的具體實例可包括:二乙氧基苯乙酮、2-羥基-2-甲基-1-苯基丙烷-1-酮、苄基二甲基縮酮、2-羥基-1-[4-(2-羥基乙氧基)苯基]-2-甲基丙烷-1-酮、1-羥基環己基苯基酮、2-甲基-1-(4-甲基硫代苯基)-2-嗎啉基丙烷-1-酮、2-苄基-2-二甲氨基-1-(4-嗎啉基苯基)丁烷-1-酮、2-羥基-2-甲基-1-[4-(1-甲基乙烯基)苯基]丙烷-1-酮、2-(4-甲基苄基)-2-(二甲氨基)-1-(4-嗎啉基苯基)丁烷-1-酮等。 Specific examples of the acetophenone compound may include: diethoxyacetophenone, 2-hydroxy-2-methyl-1-phenylpropan-1-one, benzyldimethylketal, 2-hydroxy- 1-[4-(2-hydroxyethoxy)phenyl]-2-methylpropan-1-one, 1-hydroxycyclohexyl phenyl ketone, 2-methyl-1-(4-methylthio Phenyl)-2-morpholinylpropan-1-one, 2-benzyl-2-dimethylamino-1-(4-morpholinylphenyl)butan-1-one, 2-hydroxy-2- Methyl-1-[4-(1-methylvinyl)phenyl]propan-1-one, 2-(4-methylbenzyl)-2-(dimethylamino)-1-(4-? Polinylphenyl)butan-1-one and the like.

二苯甲酮類化合物的實例包括:二苯甲酮、鄰-苯甲醯苯甲酸甲酯、4-苯基二苯甲酮、4-苯甲醯基-4’-甲基二苯基硫醚、3,3’,4,4’-四(叔丁基過氧羰基)二苯甲酮、2,4,6-三甲基二苯甲酮等。 Examples of the benzophenone compound include: benzophenone, methyl o-benzolobenzoate, 4-phenylbenzophenone, 4-benzylidene-4'-methyldiphenylsulfide Ether, 3,3',4,4'-tetrakis(tert-butylperoxycarbonyl)benzophenone, 2,4,6-trimethylbenzophenone, and the like.

三嗪類化合物的具體實例包括:2,4-雙(三氯甲基)-6-(4-甲氧基苯基)-1,3,5-三嗪、2,4-雙(三氯甲基)-6-(4-甲氧基萘基)-1,3,5-三嗪、2,4-雙(三氯甲基)-6-胡椒基-1,3,5-三嗪、2,4-雙(三氯甲基)-6-(4-甲氧基苯乙烯基)-1,3,5-三嗪、2,4-雙(三氯甲基)-6-[2-(5-甲基呋喃-2-基)乙烯基]-1,3,5-三嗪、2,4-雙(三氯甲基)-6-[2-(呋喃-2-基)乙烯基]-1,3,5-三嗪、2,4-雙(三氯甲基)-6-[2-(4-二乙氨基-2-甲基苯基)乙烯基]-1,3,5-三嗪、2,4-雙(三氯甲基)-6-[2-(3,4-二甲氧基苯基)乙烯基]-1,3,5-三嗪等。 Specific examples of the triazine compound include: 2,4-bis(trichloromethyl)-6-(4-methoxyphenyl)-1,3,5-triazine, 2,4-bis(trichloro) Methyl)-6-(4-methoxynaphthyl)-1,3,5-triazine, 2,4-bis(trichloromethyl)-6-piperidin-1,3,5-triazine , 2,4-bis(trichloromethyl)-6-(4-methoxystyryl)-1,3,5-triazine, 2,4-bis(trichloromethyl)-6-[ 2-(5-methylfuran-2-yl)vinyl]-1,3,5-triazine, 2,4-bis(trichloromethyl)-6-[2-(furan-2-yl) Vinyl]-1,3,5-triazine, 2,4-bis(trichloromethyl)-6-[2-(4-diethylamino-2-methylphenyl)vinyl]-1, 3,5-triazine, 2,4-bis(trichloromethyl)-6-[2-(3,4-dimethoxyphenyl)vinyl]-1,3,5-triazine, and the like.

聯咪唑類化合物的具體實例包括2,2’-雙(2-氯苯基)-4,4’,5,5’-四苯基聯咪唑、2,2’-雙(2,3-二氯苯基)-4,4’,5,5’-四苯基聯咪唑、2,2’-雙(2-氯苯基)-4,4’,5,5’-四(烷氧基苯基)聯咪唑、2,2’-雙(2-氯苯 基)-4,4’,5,5’-四(三烷氧基苯基)聯咪唑、2,2-雙(2,6-二氯苯基)-4,4’,5,5’-四苯基-1,2’-聯咪唑、苯基的4,4’,5,5’位被烷氧羰基取代的咪唑化合物等。在這些聯咪唑化合物中,優選有用的是2,2’-雙(2-氯苯基)-4,4’,5,5’-四苯基聯咪唑、2,2’-雙(2,3-二氯苯基)-4,4’,5,5’-四苯基聯咪唑和2,2-雙(2,6-二氯苯基)-4,4’,5,5’-四苯基-1,2’-聯咪唑。 Specific examples of the biimidazole compound include 2,2'-bis(2-chlorophenyl)-4,4',5,5'-tetraphenylbiimidazole, 2,2'-bis(2,3-di Chlorophenyl)-4,4',5,5'-tetraphenylbiimidazole, 2,2'-bis(2-chlorophenyl)-4,4',5,5'-tetra(alkoxy) Phenyl)biimidazole, 2,2'-bis(2-chlorobenzene -4,4',5,5'-tetrakis(trialkoxyphenyl)biimidazole, 2,2-bis(2,6-dichlorophenyl)-4,4',5,5' - tetraphenyl-1,2'-biimidazole, an imidazole compound substituted with an alkoxycarbonyl group at the 4,4', 5,5' position of the phenyl group, and the like. Among these biimidazole compounds, preferred are 2,2'-bis(2-chlorophenyl)-4,4',5,5'-tetraphenylbiimidazole, 2,2'-bis (2, 3-dichlorophenyl)-4,4',5,5'-tetraphenylbiimidazole and 2,2-bis(2,6-dichlorophenyl)-4,4',5,5'- Tetraphenyl-1,2'-biimidazole.

肟化合物的具體實例可包括:鄰-乙氧基羰基-α-氧亞胺基-1-苯基丙烷-1-酮等,及其市售產品,例如OXE01和OXE02(從BASF購得)。 Specific examples of the hydrazine compound may include o-ethoxycarbonyl-α-oxyimino-1-phenylpropan-1-one and the like, and commercially available products thereof such as OXE01 and OXE02 (commercially available from BASF).

噻噸酮類化合物的實例包括2-異丙基噻噸酮、2,4-二乙基噻噸酮、2,4-二氯噻噸酮、1-氯-4-丙氧基噻噸酮等。 Examples of the thioxanthone compound include 2-isopropylthioxanthone, 2,4-diethylthioxanthone, 2,4-dichlorothioxanthone, 1-chloro-4-propoxythioxanthone Wait.

為了提高根據本發明的著色感光性樹脂組合物的敏感度,光引發劑(D)可以進一步包括光引發助劑(d2)。由於其中所含的光引發助劑(d2),根據本發明的著色感光性樹脂組合物可以具有進一步提高的敏感度,從而提高了生產率。 In order to increase the sensitivity of the colored photosensitive resin composition according to the present invention, the photoinitiator (D) may further include a photoinitiating aid (d2). The colored photosensitive resin composition according to the present invention can have further improved sensitivity due to the photoinitiating aid (d2) contained therein, thereby improving productivity.

光引發助劑(d2)優選包括選自由例如胺化合物、羧酸化合物和具有巰基的有機硫化合物組成的組中的至少一種。 The photoinitiator aid (d2) preferably includes at least one selected from the group consisting of, for example, an amine compound, a carboxylic acid compound, and an organic sulfur compound having a mercapto group.

胺化合物優選是芳族胺化合物,胺化合物的具體實例包括:脂族胺化合物,諸如三乙醇胺、甲基二乙醇胺、三異丙醇胺等;4-二甲氨基苯甲酸甲酯、4-二甲氨基苯甲酸乙酯、4-二甲氨基苯甲酸異戊酯、4-二甲氨基苯甲酸2-乙基己酯、2-二甲氨基乙基苯甲酸酯、N,N-二甲基對甲苯胺、4,4’-雙(二甲氨基)二苯甲酮(通常稱為米蚩酮)、4,4’-雙(二乙氨基)二苯甲酮等。 The amine compound is preferably an aromatic amine compound, and specific examples of the amine compound include: an aliphatic amine compound such as triethanolamine, methyldiethanolamine, triisopropanolamine or the like; methyl 4-dimethylaminobenzoate, 4-di Ethyl methylaminobenzoate, isoamyl 4-dimethylaminobenzoate, 2-ethylhexyl 4-dimethylaminobenzoate, 2-dimethylaminoethyl benzoate, N,N-dimethyl P-toluidine, 4,4'-bis(dimethylamino)benzophenone (commonly known as Michler's ketone), 4,4'-bis(diethylamino)benzophenone, and the like.

羧酸化合物優選是芳族雜乙酸,其具體實例包括:苯基硫代乙酸、甲基苯基硫代乙酸、乙基苯基硫代乙酸、甲基乙基苯基硫代乙酸、二甲基苯基硫代乙酸、甲氧基苯基硫代乙酸、二甲氧基苯基硫代乙酸、氯苯基硫代乙酸、二氯苯基硫代乙酸、N-苯基甘氨酸、苯氧基乙酸、萘基硫代乙酸、N-萘基甘氨酸、萘氧基乙酸 等。 The carboxylic acid compound is preferably an aromatic heteroacetic acid, and specific examples thereof include: phenylthioacetic acid, methylphenylthioacetic acid, ethylphenylthioacetic acid, methylethylphenylthioacetic acid, dimethyl Phenylthioacetic acid, methoxyphenylthioacetic acid, dimethoxyphenylthioacetic acid, chlorophenylthioacetic acid, dichlorophenylthioacetic acid, N-phenylglycine, phenoxyacetic acid , naphthylthioacetic acid, N-naphthylglycine, naphthyloxyacetic acid Wait.

具有巰基的有機硫化合物的具體實例包括:2-巰基苯並噻唑、1,4-雙(3-巰基丁醯氧基)丁烷、1,3,5-三(3-巰基丁氧基乙基)-1,3,5-三嗪-2,4,6(1H,3H,5H)-三酮、三羥甲基丙烷三(3-巰基丙酸酯)、季戊四醇四(3-巰基丁酸酯)、季戊四醇四(3-巰基丙酸酯)、二季戊四醇六(3-巰基丙酸酯)、四乙二醇雙(3-巰基丙酸酯)等。 Specific examples of the organic sulfur compound having a mercapto group include 2-mercaptobenzothiazole, 1,4-bis(3-mercaptobutoxy)butane, 1,3,5-tris(3-decylbutoxy B 1,3,5-triazine-2,4,6(1H,3H,5H)-trione, trimethylolpropane tris(3-mercaptopropionate), pentaerythritol tetrakis(3-mercaptobutyl) Acid ester), pentaerythritol tetrakis(3-mercaptopropionate), dipentaerythritol hexa(3-mercaptopropionate), tetraethylene glycol bis(3-mercaptopropionate), and the like.

基於根據本發明的100重量份的鹼溶性樹脂(B)和光聚合性化合物(C),光引發劑(D)的量可以被設定為0.1~40重量份,優選為1~30重量份。當光引發劑(D)的量落入0.1~40重量份的範圍內時,可提高著色感光性樹脂組合物的敏感度並因此可減少曝光時間,從而提高生產率和保持高解析度。並且,在使用上述條件下的組合物的情況中,可提高所形成的圖元部分的強度及其表面平滑度。此外,基於100重量份的光引發劑的固含量,光引發助劑的使用量應為10~100重量份,且優選20~100重量份。如果光引發助劑的量小於基於光引發劑的總量的10wt%,那麼不能克服與染料引起的敏感度降低有關的問題並且在顯影過程中可能易於產生圖案的短路。 The amount of the photoinitiator (D) may be set to 0.1 to 40 parts by weight, preferably 1 to 30 parts by weight, based on 100 parts by weight of the alkali-soluble resin (B) and the photopolymerizable compound (C) according to the present invention. When the amount of the photoinitiator (D) falls within the range of 0.1 to 40 parts by weight, the sensitivity of the colored photosensitive resin composition can be improved and thus the exposure time can be reduced, thereby improving productivity and maintaining high resolution. Further, in the case of using the composition under the above conditions, the strength of the formed element portion and the surface smoothness thereof can be improved. Further, the photoinitiator is used in an amount of 10 to 100 parts by weight, and preferably 20 to 100 parts by weight, based on 100 parts by weight of the solid content of the photoinitiator. If the amount of the photoinitiator is less than 10% by weight based on the total amount of the photoinitiator, the problems associated with the dye-induced decrease in sensitivity cannot be overcome and a short circuit of the pattern may be easily generated during development.

在另外使用光引發助劑(d2)的情況下,基於根據本發明的100重量份的鹼溶性樹脂(B)和光聚合性化合物(C),其量可被設定為0.1~40重量份,優選為1~30重量份。當光引發助劑的量落入0.1~40重量份的範圍內時,可以進一步提高著色感光性樹脂組合物的敏感度,並且提高使用上述組合物所形成的彩色濾光片的生產率。 In the case where the photoinitiator auxiliary (d2) is additionally used, the amount may be set to 0.1 to 40 parts by weight based on 100 parts by weight of the alkali-soluble resin (B) and the photopolymerizable compound (C) according to the present invention, preferably It is 1 to 30 parts by weight. When the amount of the photoinitiator is in the range of 0.1 to 40 parts by weight, the sensitivity of the colored photosensitive resin composition can be further improved, and the productivity of the color filter formed using the above composition can be improved.

溶劑(E) Solvent (E)

作為溶劑(E),只要它能有效地溶解著色感光性樹脂組合物中所包含的其他組分,可以使用用於通常的著色感光性樹脂組合物中的任何溶劑而沒有特別限制。它的實例包括:醚、芳烴、酮、醇、酯和醯胺。 As the solvent (E), any solvent used in the usual coloring photosensitive resin composition can be used without particular limitation as long as it can effectively dissolve other components contained in the colored photosensitive resin composition. Examples thereof include: ethers, aromatic hydrocarbons, ketones, alcohols, esters, and decylamines.

溶劑的具體實例包括:乙二醇單烷基醚,諸如乙二醇單甲醚、乙二醇單***、乙二醇單丙醚、乙二醇單丁醚等;二乙二醇二烷基醚,諸如二乙二醇二甲醚、二乙二醇二***、二乙二醇二丙醚、二乙二醇二丁醚等;乙二醇烷基醚乙酸酯,諸如甲基溶纖劑乙酸酯、乙基溶纖劑乙酸酯等;亞烷基二醇烷基醚乙酸酯,諸如丙二醇單甲醚乙酸酯、丙二醇單***乙酸酯、丙二醇單丙醚乙酸酯、甲氧基丁基乙酸酯、甲氧基戊基乙酸酯等;芳烴,諸如苯、甲苯、二甲苯、1,3,5-三甲苯等;酮,諸如甲基乙基酮、丙酮、甲基戊基酮、甲基異丁基酮、環己酮等;醇,諸如乙醇、丙醇、丁醇、己醇、環己醇、乙二醇、甘油等;酯,諸如3-乙氧基丙酸乙酯、3-甲氧基丙酸甲酯等;以及環狀酯,諸如γ-丁內酯等。 Specific examples of the solvent include: ethylene glycol monoalkyl ether such as ethylene glycol monomethyl ether, ethylene glycol monoethyl ether, ethylene glycol monopropyl ether, ethylene glycol monobutyl ether, etc.; diethylene glycol dialkyl Ether, such as diethylene glycol dimethyl ether, diethylene glycol diethyl ether, diethylene glycol dipropyl ether, diethylene glycol dibutyl ether, etc.; ethylene glycol alkyl ether acetate, such as methylcellulose Acetate, ethyl cellosolve acetate, etc.; alkylene glycol alkyl ether acetate, such as propylene glycol monomethyl ether acetate, propylene glycol monoethyl ether acetate, propylene glycol monopropyl ether acetate , methoxybutyl acetate, methoxypentyl acetate, etc.; aromatic hydrocarbons such as benzene, toluene, xylene, 1,3,5-trimethylbenzene, etc.; ketones, such as methyl ethyl ketone, acetone , methyl amyl ketone, methyl isobutyl ketone, cyclohexanone, etc.; alcohols, such as ethanol, propanol, butanol, hexanol, cyclohexanol, ethylene glycol, glycerol, etc.; esters, such as 3-B Ethyl oxypropionate, methyl 3-methoxypropionate, and the like; and a cyclic ester such as γ-butyrolactone.

就塗布性和乾燥能力而言,溶劑優選是沸點為100~200℃的有機溶劑,且更優選地,可以使用丙二醇單甲醚乙酸酯、丙二醇單***乙酸酯、環己酮、乳酸乙酯、乳酸丁酯、3-乙氧基丙酸乙酯、3-甲氧基丙酸甲酯等。 The solvent is preferably an organic solvent having a boiling point of 100 to 200 ° C in terms of coatability and drying ability, and more preferably, propylene glycol monomethyl ether acetate, propylene glycol monoethyl ether acetate, cyclohexanone, and lactate B can be used. Ester, butyl lactate, ethyl 3-ethoxypropionate, methyl 3-methoxypropionate, and the like.

上述列舉的溶劑可以單獨使用或以兩種或更多種的組合使用。基於根據本發明的著色感光性樹脂組合物的總重量,溶劑的用量可以為60~90wt%,並且優選為70~85wt%。當溶劑的量落入60~90wt%的範圍內時,使用諸如輥塗機、旋塗機、縫端旋塗機(slit end spin coater)、狹縫塗布機(也稱為模塗布機)、噴墨機等塗布機可以提高塗布程度。 The solvents listed above may be used singly or in combination of two or more. The solvent may be used in an amount of from 60 to 90% by weight, and preferably from 70 to 85% by weight, based on the total mass of the colored photosensitive resin composition according to the present invention. When the amount of the solvent falls within the range of 60 to 90% by weight, using, for example, a roll coater, a spin coater, a slit end spin coater, a slit coater (also referred to as a die coater), A coater such as an ink jet machine can increase the degree of coating.

添加劑(F) Additive (F)

必要時可選地添加添加劑,其實例可包括:另一種聚合物化合物、固化劑、表面活性劑、黏合促進劑、抗氧化劑、UV吸收劑、聚集抑制劑等 Additives may be optionally added as necessary, and examples thereof may include: another polymer compound, a curing agent, a surfactant, a adhesion promoter, an antioxidant, a UV absorber, an aggregation inhibitor, etc.

其他聚合物化合物的具體實例可包括:固化性樹脂,諸如環氧樹脂、馬來醯亞胺樹脂等;熱塑性樹脂,諸如聚乙烯醇、聚丙烯酸、聚乙二醇單烷基醚、全氟烷基丙烯酸酯、聚酯、聚氨酯等。 Specific examples of the other polymer compound may include: a curable resin such as an epoxy resin, a maleimide resin, or the like; a thermoplastic resin such as polyvinyl alcohol, polyacrylic acid, polyethylene glycol monoalkyl ether, perfluoroalkane Acrylates, polyesters, polyurethanes, and the like.

固化劑是用於固化核心並提高機械強度,其具體實例可包括:環氧化合物、多官能異氰酸酯化合物、三聚氰胺化合物、氧雜環丁烷化合物等。 The curing agent is used for curing the core and improving mechanical strength, and specific examples thereof may include: an epoxy compound, a polyfunctional isocyanate compound, a melamine compound, an oxetane compound, and the like.

在固化劑中,環氧化合物的具體實例可包括:雙酚A型環氧樹脂,氫化雙酚A型環氧樹脂,雙酚F型環氧樹脂,氫化雙酚F型環氧樹脂,酚醛環氧樹脂,其他芳族環氧樹脂,脂環族環氧樹脂,縮水甘油酯樹脂,縮水甘油胺樹脂,或環氧樹脂的溴化衍生物,除環氧樹脂及其溴化衍生物外的脂族、脂環族或芳族環氧化合物,環氧化丁二烯(共)聚物,環氧化異戊二烯(共)聚物,(甲基)丙烯酸縮水甘油酯(共)聚物,三縮水甘油基異氰脲酸酯等。 In the curing agent, specific examples of the epoxy compound may include: bisphenol A type epoxy resin, hydrogenated bisphenol A type epoxy resin, bisphenol F type epoxy resin, hydrogenated bisphenol F type epoxy resin, phenolic ring Oxygen resin, other aromatic epoxy resin, alicyclic epoxy resin, glycidyl ester resin, glycidylamine resin, or brominated derivative of epoxy resin, fat other than epoxy resin and its brominated derivative Group, alicyclic or aromatic epoxy compound, epoxidized butadiene (co)polymer, epoxidized isoprene (co)polymer, glycidyl (meth)acrylate (co)polymer, three Glycidyl isocyanurate and the like.

在固化劑中,氧雜環丁烷化合物的具體實例可包括:碳酸酯雙氧雜環丁烷、二甲苯雙氧雜環丁烷、己二酸酯雙氧雜環丁烷、對苯二甲酸酯雙氧雜環丁烷、環己烷二羧酸雙氧雜環丁烷等。 In the curing agent, specific examples of the oxetane compound may include: carbonate dioxetane, xylene dioxetane, adipate dioxetane, p-xylene An acid ester dioxetane, a cyclohexane dicarboxylic acid dioxetane or the like.

固化劑可以進一步包括輔助固化化合物,輔助固化化合物與固化劑一起使環氧化合物的環氧基和氧雜環丁烷化合物的氧雜環丁烷主鏈進行開環聚合反應。輔助固化化合物可以包括例如多元羧酸、多元羧酸酐、酸產生劑等。多元羧酸酐可以包括市售的作為環氧樹脂固化劑的那些。市售的環氧樹脂固化劑的實例包括:Adeka hardener EH-700(從Adeka購得)、Rikacid HH(從New Japan Chemicals購得)、MH-700(從New Japan Chemicals購得)等。上述列舉的固化劑可以單獨使用或以兩種或更多種的組合使用。 The curing agent may further include an auxiliary curing compound which, together with the curing agent, undergoes ring-opening polymerization of the epoxy group of the epoxy compound and the oxetane backbone of the oxetane compound. The auxiliary curing compound may include, for example, a polycarboxylic acid, a polycarboxylic acid anhydride, an acid generator, or the like. The polycarboxylic acid anhydride may include those commercially available as an epoxy resin curing agent. Examples of commercially available epoxy resin curing agents include: Adeka hardener EH-700 (available from Adeka), Rikacid HH (available from New Japan Chemicals), MH-700 (available from New Japan Chemicals), and the like. The above-exemplified curing agents may be used singly or in combination of two or more.

表面活性劑可用于進一步增強著色感光性樹脂組合物的成膜性,並優選包括氟類表面活性劑或聚矽氧烷類表面活性劑。 The surfactant can be used to further enhance the film formability of the colored photosensitive resin composition, and preferably includes a fluorine-based surfactant or a polyoxyalkylene-based surfactant.

聚矽氧烷類表面活性劑可包括,例如,DC3PA、DC7PA、SH11PA、SH21PA、SH8400等(均為Dow Corning Toray Silicone市售的商品名),以及TSF-4440、TSF-4300、TSF-4445、TSF-4446、TSF-4460、TSF-4452等(均為GE Toshiba Silicones市售的商品名)。氟類表面活性劑可包括,例如,MEGAFAC F-470、F-471、 F-475、F-482、F-489等(從Dainippon Ink Kagaku Kogyo購得)。上述列舉的表面活性劑可以單獨使用或以兩種或更多種的組合使用。 The polyoxyalkylene surfactants may include, for example, DC3PA, DC7PA, SH11PA, SH21PA, SH8400, etc. (all commercially available from Dow Corning Toray Silicone), and TSF-4440, TSF-4300, TSF-4445, TSF-4446, TSF-4460, TSF-4452, etc. (both trade names commercially available from GE Toshiba Silicones). Fluorosurfactants may include, for example, MEGAFAC F-470, F-471, F-475, F-482, F-489, etc. (available from Dainippon Ink Kagaku Kogyo). The surfactants listed above may be used singly or in combination of two or more.

黏合促進劑的具體實例可包括:乙烯基三甲氧基矽烷、乙烯基三乙氧基矽烷、乙烯基三(2-甲氧基乙氧基)矽烷、N-(2-氨基乙基)-3-氨基丙基甲基二甲氧基矽烷、N-(2-氨基乙基)-3-氨基丙基三甲氧基矽烷、3-氨基丙基三乙氧基矽烷、3-縮水甘油醚氧丙基三甲氧基矽烷、3-縮水甘油醚氧丙基甲基二甲氧基矽烷、2-(3,4-環氧基環己基)乙基三甲氧基矽烷、3-氯丙基甲基二甲氧基矽烷、3-氯丙基三甲氧基矽烷、3-甲基丙烯醯氧基丙基三甲氧基矽烷、3-巰基丙基三甲氧基矽烷、3-異氰酸酯基丙基三甲氧基矽烷、3-異氰酸酯基丙基三乙氧基矽烷等。上述列舉的黏合促進劑可以單獨使用或以兩種或更多種的組合使用。基於著色感光性樹脂組合物的固含量的重量,黏合促進劑的使用量為0.01~10wt%,優選為0.05~2wt%。 Specific examples of the adhesion promoter may include vinyl trimethoxy decane, vinyl triethoxy decane, vinyl tris(2-methoxyethoxy) decane, and N-(2-aminoethyl)-3. -aminopropylmethyldimethoxydecane, N-(2-aminoethyl)-3-aminopropyltrimethoxydecane, 3-aminopropyltriethoxydecane, 3-glycidyloxypropane Trimethoxy decane, 3-glycidyloxypropylmethyldimethoxydecane, 2-(3,4-epoxycyclohexyl)ethyltrimethoxydecane, 3-chloropropylmethyldi Methoxydecane, 3-chloropropyltrimethoxydecane, 3-methylpropenyloxypropyltrimethoxydecane, 3-mercaptopropyltrimethoxydecane, 3-isocyanatepropyltrimethoxydecane , 3-isocyanate propyl triethoxy decane, and the like. The above-exemplified adhesion promoters may be used singly or in combination of two or more. The adhesion promoter is used in an amount of 0.01 to 10% by weight, preferably 0.05 to 2% by weight, based on the weight of the solid content of the colored photosensitive resin composition.

抗氧化劑的具體實例可包括:2,2’-硫代雙(4-甲基-6-叔丁基苯酚)、2,6-二叔丁基-4-甲基苯酚等。 Specific examples of the antioxidant may include 2,2'-thiobis(4-methyl-6-tert-butylphenol), 2,6-di-tert-butyl-4-methylphenol, and the like.

UV吸收劑的具體實例包括但不限於:2-(3-叔丁基-2-羥基-5-甲基苯基)-5-氯苯並***、烷氧基二苯甲酮等。 Specific examples of the UV absorber include, but are not limited to, 2-(3-tert-butyl-2-hydroxy-5-methylphenyl)-5-chlorobenzotriazole, alkoxybenzophenone, and the like.

聚集抑制劑的具體實例可包括聚丙烯酸鈉等。 Specific examples of the aggregation inhibitor may include sodium polyacrylate and the like.

製備根據本發明的著色感光性樹脂組合物的方法如下所述。 The method of preparing the colored photosensitive resin composition according to the present invention is as follows.

具體地,將著色劑(A)的顏料(a1)與溶劑(E)進行混合並使用球磨機將其分散直到顏料的平均粒徑為0.2μm或更小。這樣,可以將顏料分散劑(a3)、鹼溶性樹脂(B)的部分或全部,或染料(a2)與溶劑(E)進行混合,如需要,使它們溶解或分散。 Specifically, the pigment (a1) of the colorant (A) is mixed with the solvent (E) and dispersed using a ball mill until the average particle diameter of the pigment is 0.2 μm or less. Thus, the pigment dispersant (a3), part or all of the alkali-soluble resin (B), or the dye (a2) may be mixed with the solvent (E), and if necessary, dissolved or dispersed.

進一步將染料(a2)、鹼溶性樹脂(B)的剩餘部分、光聚合性化合物(C)和光引發劑(D)和可選的添加劑(F),以及溶劑(E)以預定的濃度添加至混合後的分散溶液中,從而製備根據本發明的著色感光性樹脂組合物。 Further adding the dye (a2), the remaining portion of the alkali-soluble resin (B), the photopolymerizable compound (C) and the photoinitiator (D) and the optional additive (F), and the solvent (E) to the predetermined concentration to In the mixed dispersion solution, a colored photosensitive resin composition according to the present invention is prepared.

下面通過用於闡述但不解釋為限制本發明的下述實施例來更詳細的說明本發明。本發明的範圍已在申請專利範圍中示出,並且包含相當於申請專利範圍的記載和在其範圍內的所有變型的含義。除非另有說明,以下實施例和比較例中給出的“%”和“份”均以品質計。 The invention is explained in more detail below by means of the following examples which are set forth to illustrate but not to limit the invention. The scope of the invention is indicated by the scope of the claims, and the meaning of the description of the claims and all modifications within the scope thereof. Unless otherwise stated, "%" and "parts" given in the following examples and comparative examples are by mass.

顏料分散組合物的製備 Preparation of pigment dispersion composition

<顏料分散組合物M1> <Pigment Dispersion Composition M1>

通過用球磨機使12.0品質份作為顏料的C.I.顏料藍15:6、4.0品質份作為顏料分散劑的DISPERBYK-2001(從BYK購得)以及由44品質份的丙二醇甲醚乙酸酯和40品質份的丙二醇甲醚構成的溶劑進行混合/分散12小時來製備顏料分散溶液M1。 By using a ball mill, 12.0 parts by mass of CI Pigment Blue 15:6, 4.0 parts by mass as a pigment dispersant, DISPERBYK-2001 (available from BYK) and 44 parts by mass of propylene glycol methyl ether acetate and 40 parts by mass A solvent composed of propylene glycol methyl ether was mixed/dispersed for 12 hours to prepare a pigment dispersion solution M1.

鹼溶性樹脂的合成 Synthesis of alkali soluble resin

(1)化學式1的化合物(M2和M3)的合成 (1) Synthesis of compounds of formula 1 (M2 and M3)

<M2的合成> <Synthesis of M2>

將33.96份的化合物1和500份的四氫呋喃加入配有冷凝器和攪拌器的四頸圓底燒瓶中,並在攪拌下加入31.6份的1,3-丙烷磺內酯。將反應器的內部溫度升高到50℃,並繼續反應48小時。生成了白色沉澱物,通過減壓過濾進行分離,然後在室溫下進行真空乾燥,從而得到48.28份的白色產物M2(產率80%)。 33.96 parts of Compound 1 and 500 parts of tetrahydrofuran were placed in a four-necked round bottom flask equipped with a condenser and a stirrer, and 31.6 parts of 1,3-propane sultone was added with stirring. The internal temperature of the reactor was raised to 50 ° C and the reaction was continued for 48 hours. A white precipitate was formed, which was separated by filtration under reduced pressure, and then vacuum dried at room temperature to afford 48.28 parts of white product M2 (yield 80%).

1 H-NMR(300MHz,DMSO-d6):1.93(3H,CH3),2.31(2HCH2),3.23(2H,CH2),3.31(6H,2CH3N),3.40(2H),3.51(2H,CH2),4.59(2H,CH2),5.58(1H),6.15(1H)。 1 H-NMR (300MHz, DMSO-d 6 ): 1.93 (3H, CH 3 ), 2.31 (2HCH 2 ), 3.23 (2H, CH 2 ), 3.31 (6H, 2CH 3 N), 3.40 (2H), 3.51 (2H, CH 2 ), 4.59 (2H, CH 2 ), 5.58 (1H), 6.15 (1H).

<M3的合成> <Synthesis of M3>

將33.96份的化合物1和500份的四氫呋喃加入配有冷凝器和攪拌器的四頸圓底燒瓶中,並在攪拌下加入18.68份的β-丙內酯。在室溫下將反應繼續進行24小時。生成了白色沉澱物,通過減壓過濾進行分離,然後在室溫下進行真空乾燥,從而得到42.59g的白色產物M3(產率86%)。 33.96 parts of Compound 1 and 500 parts of tetrahydrofuran were placed in a four-necked round bottom flask equipped with a condenser and a stirrer, and 18.68 parts of β-propiolactone was added with stirring. The reaction was continued for 24 hours at room temperature. A white precipitate was formed, which was separated by filtration under reduced pressure, and then vacuum dried at room temperature to afford 42.59 g of white product M3 (yield 86%).

1H-NMR(300MHz,DMSO-d6):1.92(3H,CH3),2.85(2H,CH2),3.30(6H,2CH3N),3.51(2H),3.57(2H,CH2),4.60(2H,CH2),5.59(1H),6.16(1H)。 1H-NMR (300MHz, DMSO-d 6 ): 1.92 (3H, CH 3 ), 2.85 (2H, CH 2 ), 3.30 (6H, 2CH 3 N), 3.51 (2H), 3.57 (2H, CH 2 ), 4.60 (2H, CH 2 ), 5.59 (1H), 6.16 (1H).

(2)鹼溶性樹脂的合成 (2) Synthesis of alkali soluble resin

合成例1 Synthesis Example 1

將120份的丙二醇單甲醚乙酸酯、80份的丙二醇單甲醚、2份的AIBN、20份的M2、15份的甲基丙烯酸甲酯、30份的4-甲基苯乙烯、25份的甲基丙烯酸苄酯、10份的甲基丙烯酸和3份的正十二烷基硫醇加入配有攪拌器、溫度計、回流冷凝器、滴液分配器和氮氣供給管的燒瓶中,並且用氮氣吹掃燒瓶的內部。其後,攪拌得到的混合物,將反應混合物的溫度升高至80℃,並使反應進行8小時。然後,將反應溶液的溫度降低到室溫。如此合成的鹼溶性樹脂的固含量的酸值為67.2mgKOH/g,以及由凝膠滲透色譜(GPC)測量的其重均分子量(Mw)為約12560。 120 parts of propylene glycol monomethyl ether acetate, 80 parts of propylene glycol monomethyl ether, 2 parts of AIBN, 20 parts of M2, 15 parts of methyl methacrylate, 30 parts of 4-methylstyrene, 25 a portion of benzyl methacrylate, 10 parts of methacrylic acid and 3 parts of n-dodecyl mercaptan are added to a flask equipped with a stirrer, a thermometer, a reflux condenser, a drip dispenser, and a nitrogen supply tube, and The inside of the flask was purged with nitrogen. Thereafter, the resulting mixture was stirred, the temperature of the reaction mixture was raised to 80 ° C, and the reaction was allowed to proceed for 8 hours. Then, the temperature of the reaction solution was lowered to room temperature. The alkali-soluble resin thus synthesized had an acid value of 67.2 mgKOH/g, and its weight average molecular weight (Mw) as measured by gel permeation chromatography (GPC) was about 12,560.

合成例2 Synthesis Example 2

將120份的丙二醇單甲醚乙酸酯、80份的丙二醇單甲醚、1.8份的AIBN、30份的M2、15份的甲基丙烯酸甲酯、25份的4-甲基苯乙烯、15份的甲基丙烯酸苄酯、15份的甲基丙烯酸和3份的正十二烷基硫醇加入配有攪拌器、溫度計、回流冷凝器、滴液分配器和氮氣供給管的燒瓶中,並且用氮氣吹掃燒瓶的內部。其後,攪拌 得到的混合物,將反應混合物的溫度升高至80℃,並使反應進行8小時。然後,將反應溶液的溫度降低到室溫。如此合成的鹼溶性樹脂的固含量的酸值為100.5mgKOH/g,以及由GPC測量的其Mw為約15940。 120 parts of propylene glycol monomethyl ether acetate, 80 parts of propylene glycol monomethyl ether, 1.8 parts of AIBN, 30 parts of M2, 15 parts of methyl methacrylate, 25 parts of 4-methyl styrene, 15 a portion of benzyl methacrylate, 15 parts of methacrylic acid and 3 parts of n-dodecyl mercaptan are added to a flask equipped with a stirrer, a thermometer, a reflux condenser, a drip dispenser and a nitrogen supply tube, and The inside of the flask was purged with nitrogen. After that, stir The resulting mixture was raised to a temperature of 80 ° C and the reaction was allowed to proceed for 8 hours. Then, the temperature of the reaction solution was lowered to room temperature. The acid content of the solid content of the alkali-soluble resin thus synthesized was 100.5 mgKOH/g, and its Mw measured by GPC was about 15,940.

合成例3 Synthesis Example 3

將120份的丙二醇單甲醚乙酸酯、80份的丙二醇單甲醚、2份的AIBN、10份的M3、15份的甲基丙烯酸甲酯、37份的4-甲基苯乙烯、25份的甲基丙烯酸苄酯、13份的甲基丙烯酸和3份的正十二烷基硫醇加入配有攪拌器、溫度計、回流冷凝器、滴液分配器和氮氣供給管的燒瓶中,並且用氮氣吹掃燒瓶的內部。其後,攪拌得到的混合物,將反應混合物的溫度升高至80℃,並使反應進行8小時。然後,將反應溶液的溫度降低到室溫。如此合成的鹼溶性樹脂的固含量的酸值為96.3mgKOH/g,以及由GPC測量的其Mw為約13580。 120 parts of propylene glycol monomethyl ether acetate, 80 parts of propylene glycol monomethyl ether, 2 parts of AIBN, 10 parts of M3, 15 parts of methyl methacrylate, 37 parts of 4-methylstyrene, 25 a portion of benzyl methacrylate, 13 parts of methacrylic acid and 3 parts of n-dodecyl mercaptan are added to a flask equipped with a stirrer, a thermometer, a reflux condenser, a drip dispenser, and a nitrogen supply tube, and The inside of the flask was purged with nitrogen. Thereafter, the resulting mixture was stirred, the temperature of the reaction mixture was raised to 80 ° C, and the reaction was allowed to proceed for 8 hours. Then, the temperature of the reaction solution was lowered to room temperature. The acid content of the solid content of the alkali-soluble resin thus synthesized was 96.3 mgKOH/g, and the Mw thereof as measured by GPC was about 13580.

合成例4 Synthesis Example 4

將120份的丙二醇單甲醚乙酸酯、80份的丙二醇單甲醚、2份的AIBN、20份的M3、15份的甲基丙烯酸甲酯、38份的4-甲基苯乙烯、15份的甲基丙烯酸苄酯、12份的甲基丙烯酸和3份的正十二烷基硫醇加入配有攪拌器、溫度計、回流冷凝器、滴液分配器和氮氣供給管的燒瓶中,並且用氮氣吹掃燒瓶的內部。其後,攪拌得到的混合物,將反應混合物的溫度升高至80℃,並使反應進行8小時。然後,將反應溶液的溫度降低到室溫。如此合成的鹼溶性樹脂的固含量的酸值為80.2mgKOH/g,以及由GPC測量的其Mw為約12550。 120 parts of propylene glycol monomethyl ether acetate, 80 parts of propylene glycol monomethyl ether, 2 parts of AIBN, 20 parts of M3, 15 parts of methyl methacrylate, 38 parts of 4-methylstyrene, 15 a portion of benzyl methacrylate, 12 parts of methacrylic acid and 3 parts of n-dodecyl mercaptan are added to a flask equipped with a stirrer, a thermometer, a reflux condenser, a drip dispenser, and a nitrogen supply tube, and The inside of the flask was purged with nitrogen. Thereafter, the resulting mixture was stirred, the temperature of the reaction mixture was raised to 80 ° C, and the reaction was allowed to proceed for 8 hours. Then, the temperature of the reaction solution was lowered to room temperature. The alkali content of the alkali-soluble resin thus synthesized had an acid value of 80.2 mgKOH/g, and its Mw measured by GPC was about 12,550.

合成例5 Synthesis Example 5

將120份的丙二醇單甲醚乙酸酯、80份的丙二醇單甲醚、2份的AIBN、5.0份的M2、55.0份的4-甲基苯乙烯、20份的甲基丙烯酸苄酯、20份的甲基丙烯酸甲酯和3份的正十二烷基硫醇加入配有攪 拌器、溫度計、回流冷凝器、滴液分配器和氮氣供給管的燒瓶中,並且用氮氣吹掃燒瓶的內部。其後,攪拌得到的混合物,將反應混合物的溫度升高至80℃,並使反應進行8小時。如此合成的鹼溶性樹脂的固含量的酸值為17.4mgKOH/g,以及由GPC測量的其Mw為約17370。 120 parts of propylene glycol monomethyl ether acetate, 80 parts of propylene glycol monomethyl ether, 2 parts of AIBN, 5.0 parts of M2, 55.0 parts of 4-methylstyrene, 20 parts of benzyl methacrylate, 20 Methyl methacrylate and 3 parts of n-dodecyl mercaptan are added The flask, the thermometer, the reflux condenser, the drip dispenser, and the nitrogen supply tube were placed in a flask, and the inside of the flask was purged with nitrogen. Thereafter, the resulting mixture was stirred, the temperature of the reaction mixture was raised to 80 ° C, and the reaction was allowed to proceed for 8 hours. The acid content of the solid content of the alkali-soluble resin thus synthesized was 17.4 mgKOH/g, and the Mw thereof as measured by GPC was about 17,370.

合成例6 Synthesis Example 6

將120份的丙二醇單甲醚乙酸酯、80份的丙二醇單甲醚、2份的AIBN、60.0份的M2、10.0份的4-甲基苯乙烯、10份的甲基丙烯酸苄酯、10份的甲基丙烯酸甲酯和3份的正十二烷基硫醇加入配有攪拌器、溫度計、回流冷凝器、滴液分配器和氮氣供給管的燒瓶中,並且用氮氣吹掃燒瓶的內部。其後,攪拌得到的混合物,將反應混合物的溫度升高至80℃,並使反應進行8小時。如此合成的鹼溶性樹脂的固含量的酸值為172.3mgKOH/g,以及由GPC測量的其Mw為約11874。 120 parts of propylene glycol monomethyl ether acetate, 80 parts of propylene glycol monomethyl ether, 2 parts of AIBN, 60.0 parts of M2, 10.0 parts of 4-methylstyrene, 10 parts of benzyl methacrylate, 10 Methyl methacrylate and 3 parts of n-dodecyl mercaptan were added to a flask equipped with a stirrer, a thermometer, a reflux condenser, a drip dispenser and a nitrogen supply tube, and the inside of the flask was purged with nitrogen. . Thereafter, the resulting mixture was stirred, the temperature of the reaction mixture was raised to 80 ° C, and the reaction was allowed to proceed for 8 hours. The acid content of the solid content of the alkali-soluble resin thus synthesized was 172.3 mgKOH/g, and its Mw measured by GPC was about 11874.

在以下條件下使用GPC來測量黏合劑聚合物的重均分子量(Mw)和數均分子量(Mn)。 GPC was used to measure the weight average molecular weight (Mw) and number average molecular weight (Mn) of the binder polymer under the following conditions.

裝置:HLC-8120GPC(從Tosoh購得);柱:TSK-GELG4000HXL+TSK-GELG2000HXL(串聯);柱溫:40℃;流動相溶劑:四氫呋喃;流速:1.0ml/min;注射量:50μl;檢測器:RI;測量樣品濃度:0.6wt%(溶劑=四氫呋喃);校正的標準材料:TSK STANDARD POLYSTYRENE F-40,F-4,F-1,A-2500,A-500(從Tosoh購得)。 Apparatus: HLC-8120GPC (purchased from Tosoh); column: TSK-GELG4000HXL+TSK-GELG2000HXL (series); column temperature: 40 ° C; mobile phase solvent: tetrahydrofuran; flow rate: 1.0 ml/min; injection amount: 50 μl; Apparatus: RI; measured sample concentration: 0.6 wt% (solvent = tetrahydrofuran); calibrated standard materials: TSK STANDARD POLYSTYRENE F-40, F-4, F-1, A-2500, A-500 (available from Tosoh) .

如此得到的Mw和Mn的比被設定為分子量分佈(Mw/Mn)。 The ratio of Mw and Mn thus obtained was set to a molecular weight distribution (Mw/Mn).

著色感光性樹脂組合物的製備 Preparation of coloring photosensitive resin composition

<實施例1> <Example 1>

通過將22.50份的顏料分散組合物M1、0.3份的C.I.溶劑藍44(商品名:VALIFAST BLUE 2620,從Orient Kagaku Kogyo Kabushiki Kaisha購得)、16.5份的合成例1的樹脂、5.0份的KAYARAD DPHA(從Nippon Kayaku購得)、0.3份的Irgacure 907(從BASF購得)、0.7份的OXE-01(從BASF購得)、20.5份的丙二醇單甲醚乙酸酯以及34.0份的丙二醇單甲基醚混合來製備著色感光性樹脂組合物。 By using 22.50 parts of the pigment dispersion composition M1, 0.3 parts of CI solvent blue 44 (trade name: VALIFAST BLUE 2620, available from Orient Kagaku Kogyo Kabushiki Kaisha), 16.5 parts of the resin of Synthesis Example 1, 5.0 parts of KAYARAD DPHA (available from Nippon Kayaku), 0.3 parts of Irgacure 907 (available from BASF), 0.7 parts of OXE-01 (available from BASF), 20.5 parts of propylene glycol monomethyl ether acetate, and 34.0 parts of propylene glycol monomethyl The base ether is mixed to prepare a colored photosensitive resin composition.

<實施例2> <Example 2>

除了使用16.5份的合成例2的鹼溶性樹脂來代替實施例1中使用的樹脂外,以與實施例1相同的方式製備著色感光性樹脂組合物。 A colored photosensitive resin composition was prepared in the same manner as in Example 1 except that 16.5 parts of the alkali-soluble resin of Synthesis Example 2 was used instead of the resin used in Example 1.

<實施例3> <Example 3>

除了使用16.5份的合成例3的鹼溶性樹脂來代替實施例1中使用的樹脂外,以與實施例1相同的方式製備著色感光性樹脂組合物。 A colored photosensitive resin composition was prepared in the same manner as in Example 1 except that 16.5 parts of the alkali-soluble resin of Synthesis Example 3 was used instead of the resin used in Example 1.

<實施例4> <Example 4>

除了使用16.5份的合成例4的鹼溶性樹脂來代替實施例1中使用的樹脂外,以與實施例1相同的方式製備著色感光性樹脂組合物。 A colored photosensitive resin composition was prepared in the same manner as in Example 1 except that 16.5 parts of the alkali-soluble resin of Synthesis Example 4 was used instead of the resin used in Example 1.

<比較例1> <Comparative Example 1>

除了使用16.5份的合成例5的鹼溶性樹脂來代替實施例1中使用的樹脂外,以與實施例1相同的方式製備著色感光性樹脂組合物。 A colored photosensitive resin composition was prepared in the same manner as in Example 1 except that 16.5 parts of the alkali-soluble resin of Synthesis Example 5 was used instead of the resin used in Example 1.

<比較例2> <Comparative Example 2>

除了使用16.5份的合成例6的鹼溶性樹脂來代替實施例1中使用的樹脂外,以與實施例1相同的方式製備著色感光性樹脂組合物。 A colored photosensitive resin composition was prepared in the same manner as in Example 1 except that 16.5 parts of the alkali-soluble resin of Synthesis Example 6 was used instead of the resin used in Example 1.

<測試例> <Test example>

測試例1:附著力和顯影速率的評估 Test Example 1: Evaluation of adhesion and development rate

使用實施例1~4和比較例1~2的包括鹼溶性樹脂的著色感光性樹脂組合物來製造彩色濾光片。 A color filter was produced using the colored photosensitive resin composition including the alkali-soluble resin of Examples 1 to 4 and Comparative Examples 1 and 2.

具體地,用旋塗法將每種著色感光性樹脂組合物塗布在2英寸的玻璃基板(EAGLE XG,從Corning購得)上,並將該玻璃基板放置在加熱板上並在100℃下保持3分鐘,從而形成薄膜。隨後,將具有使透光率在1~100%的範圍內以階梯方式改變的圖案和1~50μm的線條/空間圖案的測試光掩模放置在薄膜上,並在距離該測試光掩模100μm的間隔處進行UV照射。這樣,使用含有g、h和i所有射線的1KW的高壓汞燈以100mJ/cm2的劑量來進行UV照射,並且沒有使用特定的光學濾光片。將UV照射過的薄膜浸入作為顯影液的pH為10.5的KOH水溶液中2分鐘,從而使其顯影。用蒸餾水洗滌塗布有薄膜的玻璃基板,用氮氣將其乾燥,並在200℃的烘箱中將其加熱25分鐘,從而製造彩色濾光片。如此製造的彩色濾光片的膜厚度為2.0μm。 Specifically, each of the colored photosensitive resin compositions was coated on a 2-inch glass substrate (EAGLE XG, available from Corning) by spin coating, and the glass substrate was placed on a hot plate and kept at 100 ° C. 3 minutes to form a film. Subsequently, a test photomask having a pattern in which the light transmittance is changed in a stepwise manner in a range of 1 to 100% and a line/space pattern of 1 to 50 μm is placed on the film, and is 100 μm from the test photomask. UV irradiation is performed at intervals. Thus, UV irradiation was performed at a dose of 100 mJ/cm 2 using a 1 KW high-pressure mercury lamp containing all the rays of g, h, and i, and no specific optical filter was used. The UV-irradiated film was immersed in an aqueous KOH solution having a pH of 10.5 as a developing solution for 2 minutes to develop it. The film-coated glass substrate was washed with distilled water, dried with nitrogen, and heated in an oven at 200 ° C for 25 minutes to produce a color filter. The color filter thus produced had a film thickness of 2.0 μm.

使用如此製造的彩色濾光片進行以下的評估。 The following evaluation was performed using the color filter thus manufactured.

[附著力的評估] [Evaluation of adhesion]

使用光學顯微鏡觀察所形成的圖案,並通過由於圖案翹起而引起的缺陷的數目進行評估。結果示於下面的表1中。 The formed pattern was observed using an optical microscope and evaluated by the number of defects caused by the pattern lift. The results are shown in Table 1 below.

O:無圖案缺陷 O: no pattern defects

△:1~3個圖案缺陷 △: 1~3 pattern defects

X:4個或更多個圖案缺陷 X: 4 or more pattern defects

[顯影速率的評估] [Evaluation of development rate]

使用以與測試例1相同的方式製造的彩色濾光片,在顯影時測量將非曝光部分完全溶解在顯影溶液中所需的時間。結果示於下面的表1中。 Using the color filter manufactured in the same manner as in Test Example 1, the time required to completely dissolve the non-exposed portion in the developing solution was measured at the time of development. The results are shown in Table 1 below.

測試例2:對比度的測量 Test Example 2: Measurement of contrast

除了沒有使用測試光掩模外,使用以與測試例1相同的方式製造的彩色濾光片來測量對比度。 A color filter manufactured in the same manner as Test Example 1 was used to measure the contrast except that the test photomask was not used.

以下面的方式來測量對比度:將上述彩色濾光片的基板***兩個偏轉器(deflector)之間,當使用螢光燈(波長380~780nm)將後偏轉器照亮時使前偏轉器旋轉,使用CS-2000亮度計(從Konica Minolta購得)來測量穿過的光的強度的最大值和最小值,並用最小值除最大值來計算對比度。使用比色計(OSP-200,從Olympus購得)來測量透光率。結果示於下面的表1中。 The contrast is measured in the following manner: the substrate of the above color filter is inserted between two deflectors, and the front deflector is rotated when the rear deflector is illuminated by using a fluorescent lamp (wavelength 380 to 780 nm) The CS-2000 Luminance Meter (available from Konica Minolta) was used to measure the maximum and minimum values of the intensity of the passing light, and the maximum value was used to calculate the contrast. Light transmittance was measured using a colorimeter (OSP-200, available from Olympus). The results are shown in Table 1 below.

測試例3:耐化學品性的評估 Test Example 3: Evaluation of chemical resistance

在室溫下將以與測試例1相同的方式製造的彩色濾光片浸入NMP溶液中30分鐘,用超純水清洗並在加熱至120℃的熱板上乾燥2分鐘,且在浸入之前和之後對其顏色進行評估。這樣,顏色變化(△E*ab)為3.0或更小的情況判斷為O,以及顏色變化為3.0或更大的情況判斷為X。結果示於下面的表1中。 The color filter manufactured in the same manner as Test Example 1 was immersed in an NMP solution at room temperature for 30 minutes, washed with ultrapure water, and dried on a hot plate heated to 120 ° C for 2 minutes, and before immersion and Then evaluate its color. Thus, the case where the color change (ΔE*ab) is 3.0 or less is judged as 0, and the case where the color change is 3.0 or more is judged as X. The results are shown in Table 1 below.

測試例4:敏感度的評估 Test Example 4: Assessment of sensitivity

使用以與測試例1相同的方式製造的彩色濾光片,(顯影之前的膜厚度/顯影之後的膜厚度×100)為90%或更大時的最小曝光量由敏感度來表示。結果示於下面的表1中。 The minimum exposure amount when the color filter manufactured in the same manner as in Test Example 1 (film thickness before development/film thickness after development × 100) was 90% or more was represented by sensitivity. The results are shown in Table 1 below.

從表1可明顯看出,根據本發明的包括鹼溶性樹脂的著色感光性樹脂組合物在顯影速率、對比度、附著力、耐化學品性和敏感度上是優異的。 As is apparent from Table 1, the colored photosensitive resin composition including the alkali-soluble resin according to the present invention is excellent in development rate, contrast, adhesion, chemical resistance, and sensitivity.

如上文所述,本發明提供一種著色感光性樹脂組合物。根據本發明,著色感光性樹脂組合物包括含有能夠在分子內形成鹽的單體的黏合劑樹脂,從而實現染料在感光性組合物中的均一分散並得到具有高可靠性的彩色濾光片。因此,根據本發明的著色感光性樹脂組合物在敏感度和附著力上是優良的,從而使得在顯影過程中難以產生圖案短路,並從而彩色濾光片的生產率變高。此外,使用這種組合物所製造的彩色濾光片在對比度、透光率、耐化學品性和敏感度方面是優異的。 As described above, the present invention provides a colored photosensitive resin composition. According to the present invention, the colored photosensitive resin composition includes a binder resin containing a monomer capable of forming a salt in a molecule, thereby achieving uniform dispersion of the dye in the photosensitive composition and obtaining a color filter having high reliability. Therefore, the colored photosensitive resin composition according to the present invention is excellent in sensitivity and adhesion, so that it is difficult to cause pattern short circuit during development, and thus the productivity of the color filter becomes high. Further, the color filter manufactured using such a composition is excellent in contrast, light transmittance, chemical resistance, and sensitivity.

雖然為了說明的目的已經公開了本發明的優選實施方式,但該發明所屬技術領域中具有通常知識者將理解的是可進行多種修改、添加和替換,而不背離如在所附申請專利範圍中公開的本發明的範圍和精神。 Although the preferred embodiment of the present invention has been disclosed for purposes of illustration, it will be understood by those of ordinary skill in the art The scope and spirit of the invention disclosed.

Claims (6)

一種著色感光性樹脂組合物,包括:著色劑(A)、包括由下面的化學式1所表示的化合物的鹼溶性樹脂(B)、光聚合性化合物(C)、光引發劑(D)以及溶劑(E),其中,所述鹼溶性樹脂(B)的酸值為30~150mgKOH/g,化學式1為: 其中,在化學式1中,R1是氫或C1~6烷基;R2是C1~20烷基、烯基,或芳基;R3和R4彼此獨立地是C1~12烷基、烯基,或芳基;A1是二價連接基團並且是C1~4烷基,或烯基;以及X是羧酸根(-COO-)、磺酸根(-SO3 -)或硫酸根(-OSO3 -)。 A colored photosensitive resin composition comprising: a colorant (A), an alkali-soluble resin (B) including a compound represented by the following Chemical Formula 1, a photopolymerizable compound (C), a photoinitiator (D), and a solvent (E), wherein the alkali-soluble resin (B) has an acid value of 30 to 150 mgKOH/g, and the chemical formula 1 is: Wherein, in Chemical Formula 1, R 1 is hydrogen or C1-6 alkyl; R 2 is C1-20 alkyl, alkenyl, or aryl; R 3 and R 4 are each independently C1-12 alkyl, alkene group, or an aryl group; A1 is a divalent linking group and is a C1 ~ 4 alkyl, or alkenyl; and X is a carboxylate (-COO -), sulfonate (-SO 3 -) or sulfate (-OSO 3 - ). 根據請求項1所述的著色感光性樹脂組合物,其中,基於所述鹼溶性樹脂(B)的總摩爾,由化學式1所表示的所述化合物的使用量為2~100mol%。 The colored photosensitive resin composition according to claim 1, wherein the compound represented by Chemical Formula 1 is used in an amount of 2 to 100 mol% based on the total mole of the alkali-soluble resin (B). 根據請求項1所述的著色感光性樹脂組合物,其中,所述鹼溶性樹脂(B)是由化學式1所表示的所述化合物與具有羧基的烯屬不飽和單體的共聚物。 The colored photosensitive resin composition according to claim 1, wherein the alkali-soluble resin (B) is a copolymer of the compound represented by Chemical Formula 1 and an ethylenically unsaturated monomer having a carboxyl group. 根據請求項3所述的著色感光性樹脂組合物,其中,所述具有羧基的烯屬不飽和單體是甲基丙烯酸甲酯。 The colored photosensitive resin composition according to claim 3, wherein the ethylenically unsaturated monomer having a carboxyl group is methyl methacrylate. 根據請求項1所述的著色感光性樹脂組合物,其中,所述著色劑(A)包括至少一種顏料和至少一種染料。 The colored photosensitive resin composition according to claim 1, wherein the colorant (A) comprises at least one pigment and at least one dye. 根據請求項1所述的著色感光性樹脂組合物,進一步包括添加劑(F)。 The colored photosensitive resin composition according to claim 1, further comprising an additive (F).
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