TWI620013B - Photosensitive resin composition, photosensitive resin layer and color filter including the same - Google Patents

Photosensitive resin composition, photosensitive resin layer and color filter including the same Download PDF

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TWI620013B
TWI620013B TW105139005A TW105139005A TWI620013B TW I620013 B TWI620013 B TW I620013B TW 105139005 A TW105139005 A TW 105139005A TW 105139005 A TW105139005 A TW 105139005A TW I620013 B TWI620013 B TW I620013B
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chemical formula
substituted
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photosensitive resin
resin composition
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TW201727368A (en
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徐光源
權才暎
金昭賢
金智恩
辛明曄
鄭周昊
崔承集
韓圭奭
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三星Ｓｄｉ股份有限公司
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    • G—PHYSICS
    • G03—PHOTOGRAPHY; CINEMATOGRAPHY; ANALOGOUS TECHNIQUES USING WAVES OTHER THAN OPTICAL WAVES; ELECTROGRAPHY; HOLOGRAPHY
    • G03F—PHOTOMECHANICAL PRODUCTION OF TEXTURED OR PATTERNED SURFACES, e.g. FOR PRINTING, FOR PROCESSING OF SEMICONDUCTOR DEVICES; MATERIALS THEREFOR; ORIGINALS THEREFOR; APPARATUS SPECIALLY ADAPTED THEREFOR
    • G03F7/00—Photomechanical, e.g. photolithographic, production of textured or patterned surfaces, e.g. printing surfaces; Materials therefor, e.g. comprising photoresists; Apparatus specially adapted therefor
    • G03F7/004—Photosensitive materials
    • G03F7/027—Non-macromolecular photopolymerisable compounds having carbon-to-carbon double bonds, e.g. ethylenic compounds
    • G—PHYSICS
    • G02—OPTICS
    • G02B—OPTICAL ELEMENTS, SYSTEMS OR APPARATUS
    • G02B5/00—Optical elements other than lenses
    • G02B5/20—Filters
    • G—PHYSICS
    • G02—OPTICS
    • G02F—OPTICAL DEVICES OR ARRANGEMENTS FOR THE CONTROL OF LIGHT BY MODIFICATION OF THE OPTICAL PROPERTIES OF THE MEDIA OF THE ELEMENTS INVOLVED THEREIN; NON-LINEAR OPTICS; FREQUENCY-CHANGING OF LIGHT; OPTICAL LOGIC ELEMENTS; OPTICAL ANALOGUE/DIGITAL CONVERTERS
    • G02F1/00—Devices or arrangements for the control of the intensity, colour, phase, polarisation or direction of light arriving from an independent light source, e.g. switching, gating or modulating; Non-linear optics
    • G02F1/01—Devices or arrangements for the control of the intensity, colour, phase, polarisation or direction of light arriving from an independent light source, e.g. switching, gating or modulating; Non-linear optics for the control of the intensity, phase, polarisation or colour 
    • G02F1/13—Devices or arrangements for the control of the intensity, colour, phase, polarisation or direction of light arriving from an independent light source, e.g. switching, gating or modulating; Non-linear optics for the control of the intensity, phase, polarisation or colour  based on liquid crystals, e.g. single liquid crystal display cells
    • G02F1/133—Constructional arrangements; Operation of liquid crystal cells; Circuit arrangements
    • G02F1/1333—Constructional arrangements; Manufacturing methods
    • G02F1/1335—Structural association of cells with optical devices, e.g. polarisers or reflectors
    • G02F1/133509—Filters, e.g. light shielding masks
    • G02F1/133514—Colour filters
    • G—PHYSICS
    • G03—PHOTOGRAPHY; CINEMATOGRAPHY; ANALOGOUS TECHNIQUES USING WAVES OTHER THAN OPTICAL WAVES; ELECTROGRAPHY; HOLOGRAPHY
    • G03F—PHOTOMECHANICAL PRODUCTION OF TEXTURED OR PATTERNED SURFACES, e.g. FOR PRINTING, FOR PROCESSING OF SEMICONDUCTOR DEVICES; MATERIALS THEREFOR; ORIGINALS THEREFOR; APPARATUS SPECIALLY ADAPTED THEREFOR
    • G03F7/00—Photomechanical, e.g. photolithographic, production of textured or patterned surfaces, e.g. printing surfaces; Materials therefor, e.g. comprising photoresists; Apparatus specially adapted therefor
    • G03F7/004—Photosensitive materials
    • 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
    • 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

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  • Physics & Mathematics (AREA)
  • General Physics & Mathematics (AREA)
  • Spectroscopy & Molecular Physics (AREA)
  • Optics & Photonics (AREA)
  • Chemical & Material Sciences (AREA)
  • Nonlinear Science (AREA)
  • Mathematical Physics (AREA)
  • Crystallography & Structural Chemistry (AREA)
  • Chemical Kinetics & Catalysis (AREA)
  • Materials For Photolithography (AREA)
  • Optical Filters (AREA)
  • Engineering & Computer Science (AREA)
  • Architecture (AREA)
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Abstract

本發明提供一種感光性樹脂組成物，包含（A）著色劑，其包含具有核-殼結構的染料聚合物；（B）異氰酸酯類熱硬化劑；（C）粘合劑樹脂；（D）光可聚合單體；（E）光聚合引發劑；以及（F）溶劑，其中具有所述核-殼結構的所述染料聚合物為由化學式1表示的化合物、羅丹明類化合物以及丙烯酸系化合物的共聚物，以及使用其的感光性樹脂層和彩色濾光片。 [化學式1]在化學式1中，每個取代基與具體實施方式中所定義的取代基相同。The present invention provides a photosensitive resin composition comprising (A) a colorant containing a dye polymer having a core-shell structure; (B) an isocyanate-based thermosetting agent; (C) a binder resin; (D) light A polymerizable monomer; (E) a photopolymerization initiator; and (F) a solvent in which the dye polymer having the core-shell structure is a compound represented by Chemical Formula 1, a rhodamine compound, and an acrylic compound Copolymer, and a photosensitive resin layer and a color filter using the same. [Chemical Formula 1] In Chemical Formula 1, each substituent is the same as a substituent defined in a specific embodiment.

Description

感光性樹脂組成物、包含其的感光性樹脂層和彩色濾光片Photosensitive resin composition, photosensitive resin layer containing the same, and color filter

本發明是有關於一種樹脂組成物，且特別是有關於一種感光性樹脂組成物、包含其的感光性樹脂層和彩色濾光片。The present invention relates to a resin composition, and particularly to a photosensitive resin composition, a photosensitive resin layer containing the same, and a color filter.

彩色濾光片用於液晶顯示器（liquid crystal display，LCD）、攝像機的濾光片等。彩色濾光片可以通過在電荷耦合裝置或透明襯底上塗布用紅色、綠色以及藍色中的三種或超過三種顏色著色的社區來製造。可以通過染色、印刷、電泳沉積（electrophoretic deposition，EPD）、顏料分散法等製造彩色薄膜。最近，一般使用顏料分散法。Color filters are used in liquid crystal displays (LCDs), filters for cameras, etc. A color filter can be manufactured by coating a community colored with three or more colors of red, green, and blue on a charge-coupled device or a transparent substrate. Color films can be manufactured by dyeing, printing, electrophoretic deposition (EPD), pigment dispersion methods, and the like. Recently, a pigment dispersion method is generally used.

顏料分散法為通過重複一系列製程形成彩色薄膜的方法，例如在透明襯底上塗布包含著色劑的光可聚合組成物、曝光、顯影以及熱固化。顏料分散法可以改善耐熱性和耐久性，這是彩色濾光片的非常重要的特徵，並且可以提供具有均勻厚度的膜。因此，所述方法廣泛應用。The pigment dispersion method is a method of forming a color film by repeating a series of processes, such as coating a photopolymerizable composition containing a colorant on a transparent substrate, exposing, developing, and thermally curing. The pigment dispersion method can improve heat resistance and durability, which is a very important feature of a color filter, and can provide a film having a uniform thickness. Therefore, the method is widely used.

然而，當使用顏料型感光性樹脂組成物製造彩色濾光片時，所述彩色濾光片由於顏料粒子的尺寸和附著具有劣化的亮度和對比度的限制。為了改善這些限制，已經對感光性樹脂組成物進行研究，所述感光性樹脂組成物包含不形成粒子並且不具有與顏料分散液相比非常小的初始粒徑的染料。However, when a color filter is manufactured using a pigment-type photosensitive resin composition, the color filter has limitations of degraded brightness and contrast due to the size and adhesion of pigment particles. In order to improve these limitations, studies have been made on photosensitive resin compositions that contain dyes that do not form particles and do not have a very small initial particle size compared to pigment dispersions.

然而，染料型感光性樹脂組成物具有差的耐熱性、耐光性以及耐化學性，並且市面上幾乎買不到。另外，近期的大型液晶顯示裝置需要高亮度和高對比特徵，但顏料型感光性樹脂組成物可能難以滿足這些要求。However, the dye-type photosensitive resin composition has poor heat resistance, light resistance, and chemical resistance, and is hardly available on the market. In addition, recent large-scale liquid crystal display devices require high brightness and high contrast characteristics, but the pigment-type photosensitive resin composition may have difficulty meeting these requirements.

通過製造製程期間的許多化學處理製備彩色濾光片。為了保持在上述條件下形成的圖案，彩色感光性樹脂需要具有顯影的邊界而且耐化學性，並且因此提高彩色濾光片的良率。換句話說，需要提供具有改良的耐化學性和耐化學性的用於彩色濾光片的感光性樹脂組成物來提高彩色濾光片的良率。具體來說，因為液晶顯示裝置的彩色濾光片使用彩色濾光陣列（color filter-on-array，COA）法形成於TFT陣列面板上，所以需要在彩色濾光片上形成透明電極的製程。可以通過依序在彩色濾光片上形成透明導電層和感光性樹脂層，曝光和顯影和圖案化所述感光性樹脂層，以及使用所述圖案化感光性樹脂層蝕刻所述透明導電層，來製造透明電極。彩色濾光片需要具有耐化學性，因彩色濾光片可能暴露於不同液體化學物質，例如用於顯影感光性樹脂層的剝離溶液。另外，彩色濾光片需要具有耐熱性，因需要多次熱處理來形成彩色濾光片。Color filters are produced through many chemical treatments during the manufacturing process. In order to maintain a pattern formed under the above-mentioned conditions, the color photosensitive resin needs to have a developed boundary and be chemically resistant, and therefore the yield of the color filter is improved. In other words, it is necessary to provide a photosensitive resin composition for a color filter having improved chemical resistance and chemical resistance to improve the yield of the color filter. Specifically, since a color filter of a liquid crystal display device is formed on a TFT array panel using a color filter-on-array (COA) method, a process of forming a transparent electrode on the color filter is required. The transparent conductive layer and the photosensitive resin layer may be sequentially formed on a color filter, the photosensitive resin layer may be exposed and developed and patterned, and the transparent conductive layer may be etched using the patterned photosensitive resin layer. To make transparent electrodes. The color filter needs to be chemically resistant because the color filter may be exposed to different liquid chemicals, such as a peeling solution for developing a photosensitive resin layer. In addition, the color filter is required to have heat resistance, and a plurality of heat treatments are required to form the color filter.

因此，已經對能夠製造具有高亮度和改善的耐熱性和耐化學性的彩色濾光片的感光性樹脂組成物進行研究。Therefore, research has been conducted on a photosensitive resin composition capable of producing a color filter having high brightness and improved heat resistance and chemical resistance.

本發明的一個實施例提供具有改善的亮度、耐熱性和耐化學性的感光性樹脂組成物。One embodiment of the present invention provides a photosensitive resin composition having improved brightness, heat resistance, and chemical resistance.

本發明的另一個實施例提供一種使用感光性樹脂組成物製造的感光性樹脂層。Another embodiment of the present invention provides a photosensitive resin layer manufactured using the photosensitive resin composition.

本發明的另一個實施例提供一種包含感光性樹脂層的彩色濾光片。Another embodiment of the present invention provides a color filter including a photosensitive resin layer.

本發明的一個實施例提供一種感光性樹脂組成物，其包含（A）著色劑，其包含具有核-殼結構的染料聚合物；（B）異氰酸酯類熱硬化劑；（C）粘合劑樹脂；（D）光可聚合單體；（E）光聚合引發劑；以及（F）溶劑，其中具有核-殼結構的染料聚合物為由化學式1表示的化合物、羅丹明類（rhodamin-based）化合物以及丙烯酸系化合物的共聚物。 [化學式1]在化學式1中， R0 是氫原子或經取代或未經取代的C1到C10烷基，以及 n為3到30範圍內的整數。An embodiment of the present invention provides a photosensitive resin composition including (A) a colorant including a dye polymer having a core-shell structure; (B) an isocyanate-based thermosetting agent; (C) a binder resin (D) a photopolymerizable monomer; (E) a photopolymerization initiator; and (F) a solvent in which the dye polymer having a core-shell structure is a compound represented by Chemical Formula 1, rhodamine-based A copolymer of a compound and an acrylic compound. [Chemical Formula 1] In Chemical Formula 1, R 0 is a hydrogen atom or a substituted or unsubstituted C1 to C10 alkyl group, and n is an integer in a range of 3 to 30.

按共聚物的總量計，共聚物可包含5重量%到20重量%由化學式1表示的化合物、20重量%到60重量%羅丹明類化合物以及30重量%到70重量%丙烯酸系化合物。The copolymer may include 5% to 20% by weight of the compound represented by Chemical Formula 1 based on the total amount of the copolymer, 20% to 60% by weight of a rhodamine-based compound, and 30% to 70% by weight of an acrylic compound.

羅丹明類化合物在其末端處可包含由化學式2表示的官能團。 [化學式2]在化學式2中， R1 是氫原子或經取代或未經取代的C1到C10烷基。The rhodamine-based compound may include a functional group represented by Chemical Formula 2 at its terminal. [Chemical Formula 2] In Chemical Formula 2, R 1 is a hydrogen atom or a substituted or unsubstituted C1 to C10 alkyl group.

羅丹明類化合物可以由化學式3或化學式4表示。 [化學式3][化學式4]在化學式3和化學式4中， R2 到R6 獨立地是經取代或未經取代的C1到C10烷基、經取代或未經取代的C3到C20環烷基、經取代或未經取代的C6到C20芳基，或經取代或未經取代的C2到C20雜芳基， R2 到R6 中的至少一個包含由化學式2表示的官能團，以及 X- 由化學式A到化學式F中的一個表示。 [化學式A][化學式B][化學式C] PW12 O40 3- [化學式D] SiW12 O40 4- [化學式E] CF3 SO3 - [化學式F] ClO4 - 。The rhodamine compound can be represented by Chemical Formula 3 or Chemical Formula 4. [Chemical Formula 3] [Chemical Formula 4] In Chemical Formula 3 and Chemical Formula 4, R 2 to R 6 are independently substituted or unsubstituted C1 to C10 alkyl, substituted or unsubstituted C3 to C20 cycloalkyl, substituted or unsubstituted C6 to C20 aryl, or substituted or unsubstituted C2 to C20 heteroaryl, at least one of R 2 to R 6 contains a functional group represented by Chemical Formula 2, and X -one of Chemical Formula A to Chemical Formula F Means. [Chemical Formula A] [Chemical Formula B] [Chemical Formula C] PW 12 O 40 3- [Chemical Formula D] SiW 12 O 40 4- [Chemical Formula E] CF 3 SO 3 - [Chemical Formula F] ClO 4 -.

丙烯酸系化合物可以由化學式5表示。 [化學式5]在化學式5中， R7 是氫原子或經取代或未經取代的C1到C10烷基，以及 R8 為氫原子、經取代或未經取代的C1到C10烷基、經取代或未經取代的C3到C20環烷基或經取代或未經取代的C6到C20芳基。The acrylic compound can be represented by Chemical Formula 5. [Chemical Formula 5] In Chemical Formula 5, R 7 is a hydrogen atom or a substituted or unsubstituted C1 to C10 alkyl group, and R 8 is a hydrogen atom, a substituted or unsubstituted C1 to C10 alkyl group, a substituted or unsubstituted group C3 to C20 cycloalkyl or substituted or unsubstituted C6 to C20 aryl.

丙烯酸系化合物可包含從由化學式5-1表示的化合物、由化學式5-2表示的化合物以及由化學式5-3表示的化合物選出的至少一種化合物。 [化學式5-1][化學式5-2][化學式5-3]在化學式5-1到化學式5-3中， R7 是氫原子或經取代或未經取代的C1到C10烷基， R9 是經取代或未經取代的C3到C20環烷基，以及 R10 是經取代或未經取代的C1到C10烷基。The acrylic compound may include at least one compound selected from a compound represented by Chemical Formula 5-1, a compound represented by Chemical Formula 5-2, and a compound represented by Chemical Formula 5-3. [Chemical Formula 5-1] [Chemical Formula 5-2] [Chemical Formula 5-3] In Chemical Formulas 5-1 to 5-3, R 7 is a hydrogen atom or a substituted or unsubstituted C1 to C10 alkyl group, R 9 is a substituted or unsubstituted C3 to C20 cycloalkyl group, and R 10 is a substituted or unsubstituted C1 to C10 alkyl group.

染料聚合物可以是紅色染料聚合物。The dye polymer may be a red dye polymer.

異氰酸酯類熱硬化劑在其末端處可包含由化學式6表示的嵌段異氰酸酯基。 [化學式6]在化學式6中， R11 是經取代或未經取代的C1到C20烷氧基、經取代或未經取代的C2到C20雜環烷基、經取代或未經取代的C6到C20芳氧基、經取代或未經取代的C2到C20雜芳基或經取代或未經取代的胺基。The isocyanate-based heat curing agent may include a block isocyanate group represented by Chemical Formula 6 at a terminal thereof. [Chemical Formula 6] In Chemical Formula 6, R 11 is a substituted or unsubstituted C1 to C20 alkoxy group, a substituted or unsubstituted C2 to C20 heterocycloalkyl group, a substituted or unsubstituted C6 to C20 aryloxy group , Substituted or unsubstituted C2 to C20 heteroaryl or substituted or unsubstituted amine.

R11 可以選自化學式6-1到化學式6-8。 [化學式6-1]在化學式6-1中，R12 是經取代或未經取代的C1到C10烷基或經取代或未經取代的C6到C20芳基。 [化學式6-2]在化學式6-2中，R13 到R15 獨立地是氫原子、經取代或未經取代的C1到C10烷基或經取代或未經取代的C2到C20烯基。 [化學式6-3]在化學式6-3中，R16 和R17 獨立地是氫原子、經取代或未經取代的C1到C10烷基或經取代或未經取代的C2到C20烯基。 [化學式6-4][化學式6-5]在化學式6-5中，R18 到R21 獨立地是氫原子、經取代或未經取代的C1到C10烷基或經取代或未經取代的C2到C20烯基。 [化學式6-6]在化學式6-6中，R22 和R23 獨立地是氫原子、經取代或未經取代的C1到C10烷基或經取代或未經取代的C2到C20烯基。 [化學式6-7]在化學式6-7中，R24 和R25 獨立地是氫原子、經取代或未經取代的C1到C10烷基或經取代或未經取代的C2到C20烯基。 [化學式6-8]在化學式6-8中，R26 和R27 獨立地是氫原子、經取代或未經取代的C1到C10烷基或經取代或未經取代的C2到C20烯基。R 11 may be selected from Chemical Formula 6-1 to Chemical Formula 6-8. [Chemical Formula 6-1] In Chemical Formula 6-1, R 12 is a substituted or unsubstituted C1 to C10 alkyl group or a substituted or unsubstituted C6 to C20 aryl group. [Chemical Formula 6-2] In Chemical Formula 6-2, R 13 to R 15 are independently a hydrogen atom, a substituted or unsubstituted C1 to C10 alkyl group, or a substituted or unsubstituted C2 to C20 alkenyl group. [Chemical Formula 6-3] In Chemical Formula 6-3, R 16 and R 17 are independently a hydrogen atom, a substituted or unsubstituted C1 to C10 alkyl group, or a substituted or unsubstituted C2 to C20 alkenyl group. [Chemical Formula 6-4] [Chemical Formula 6-5] In Chemical Formula 6-5, R 18 to R 21 are independently a hydrogen atom, a substituted or unsubstituted C1 to C10 alkyl group, or a substituted or unsubstituted C2 to C20 alkenyl group. [Chemical Formula 6-6] In Chemical Formula 6-6, R 22 and R 23 are independently a hydrogen atom, a substituted or unsubstituted C1 to C10 alkyl group, or a substituted or unsubstituted C2 to C20 alkenyl group. [Chemical Formula 6-7] In Chemical Formulas 6-7, R 24 and R 25 are independently a hydrogen atom, a substituted or unsubstituted C1 to C10 alkyl group, or a substituted or unsubstituted C2 to C20 alkenyl group. [Chemical Formula 6-8] In Chemical Formulas 6-8, R 26 and R 27 are independently a hydrogen atom, a substituted or unsubstituted C1 to C10 alkyl group, or a substituted or unsubstituted C2 to C20 alkenyl group.

異氰酸酯類熱硬化劑可以由化學式7或化學式8表示。 [化學式7][化學式8]在化學式7和化學式8中， R11 是經取代或未經取代的C1到C20烷氧基、經取代或未經取代的C2到C20雜環烷基、經取代或未經取代的C6到C20芳氧基、經取代或未經取代的C2到C20雜芳基或經取代或未經取代的胺基， R28 到R31 獨立地是經取代或未經取代的C1到C10烷基， L1 到L12 獨立地是單鍵、經取代或未經取代的C1到C10亞烷基或經取代或未經取代的C3到C20亞環烷基，以及 m1到m3獨立地是0到4範圍內的整數。The isocyanate-based heat curing agent may be represented by Chemical Formula 7 or Chemical Formula 8. [Chemical Formula 7] [Chemical Formula 8] In Chemical Formula 7 and Chemical Formula 8, R 11 is a substituted or unsubstituted C1 to C20 alkoxy group, a substituted or unsubstituted C2 to C20 heterocycloalkyl group, or a substituted or unsubstituted C6 to C20 Aryloxy, substituted or unsubstituted C2 to C20 heteroaryl or substituted or unsubstituted amine, R 28 to R 31 are independently substituted or unsubstituted C1 to C10 alkyl, L 1 to L 12 are independently a single bond, a substituted or unsubstituted C1 to C10 alkylene group or a substituted or unsubstituted C3 to C20 cycloalkylene group, and m1 to m3 are independently 0 to 4 range Integer.

著色劑可以更包含金屬錯合物染料和顏料。The colorant may further include a metal complex dye and a pigment.

著色劑中染料聚合物的量可以是著色劑中金屬錯合物染料和顏料的總量的0.1倍到5倍。The amount of the dye polymer in the colorant may be 0.1 to 5 times the total amount of the metal complex dye and pigment in the colorant.

按感光性樹脂組成物的總量計，感光性樹脂組成物可包含10重量%到60重量%著色劑（A）；0.1重量%到5重量%異氰酸酯類熱硬化劑（B）；1重量%到30重量%粘合劑樹脂（C）；1重量%到30重量%光可聚合單體（D）；0.1重量%到8重量%光聚合引發劑（E）；以及剩餘量的溶劑（F）。Based on the total amount of the photosensitive resin composition, the photosensitive resin composition may include 10% to 60% by weight of the colorant (A); 0.1% to 5% by weight of the isocyanate-based thermosetting agent (B); 1% by weight To 30% by weight of the binder resin (C); 1 to 30% by weight of the photopolymerizable monomer (D); 0.1 to 8% by weight of the photopolymerization initiator (E); and the remaining amount of the solvent (F ).

感光性樹脂組成物可包含至少一種從以下選出的添加劑：丙二酸；3-氨基-1,2-丙二醇；具有乙烯基或(甲基)丙烯醯氧基的偶合劑；調平劑；氟類表面活性劑；以及自由基聚合引發劑。The photosensitive resin composition may include at least one additive selected from the group consisting of malonic acid; 3-amino-1,2-propanediol; a coupling agent having a vinyl or (meth) acryloxy group; a leveling agent; fluorine Surfactants; and free radical polymerization initiators.

根據另一實施例，提供使用感光性樹脂組成物製造的感光性樹脂層。According to another embodiment, a photosensitive resin layer manufactured using the photosensitive resin composition is provided.

根據另一個實施例，提供一種包含感光性樹脂層的彩色濾光片。According to another embodiment, a color filter including a photosensitive resin layer is provided.

以下詳細描述中包含其它實施例。Other embodiments are included in the following detailed description.

根據一個實施例的感光性樹脂組成物可以實現具有改善的耐熱性和耐化學性以及高發光特徵的彩色濾光片。The photosensitive resin composition according to one embodiment can realize a color filter having improved heat resistance and chemical resistance and high light emitting characteristics.

在下文中詳細地描述本發明的實施例。然而，這些實施例是示例性，本發明不限於此並且本發明是由權利要求書的範圍定義。Hereinafter, embodiments of the present invention are described in detail. However, these embodiments are exemplary, and the present invention is not limited thereto and the present invention is defined by the scope of the claims.

在本說明書中，當未另外提供具體定義時，術語“經取代”是指通過至少一個由以下選出的取代基置換至少一個氫：鹵素原子（F、Cl、Br或I）、羥基、C1到C20烷氧基、硝基、氰基、胺基、亞氨基、疊氮基、甲脒基、肼基、亞肼基、羰基、氨甲醯基、硫醇基、酯基、醚基、羧基或其鹽、磺酸基或其鹽、磷酸或其鹽、C1到C20烷基、C2到C20烯基、C2到C20炔基、C6到C30芳基、C3到C20環烷基、C3到C20環烯基、C3到C20環炔基、C2到C20雜環烷基、C2到C20雜環烯基、C2到C20雜環炔基、C3到C30雜芳基或其組合。In this specification, when a specific definition is not otherwise provided, the term "substituted" means that at least one hydrogen is replaced by at least one substituent selected from: a halogen atom (F, Cl, Br or I), a hydroxyl group, C1 to C20 alkoxy, nitro, cyano, amine, imino, azido, formamyl, hydrazine, hydrazino, carbonyl, carbamoyl, thiol, ester, ether, carboxyl Or its salt, sulfonic acid or its salt, phosphoric acid or its salt, C1 to C20 alkyl, C2 to C20 alkenyl, C2 to C20 alkynyl, C6 to C30 aryl, C3 to C20 cycloalkyl, C3 to C20 Cycloalkenyl, C3 to C20 cycloalkynyl, C2 to C20 heterocycloalkyl, C2 to C20 heterocycloalkenyl, C2 to C20 heterocycloalkynyl, C3 to C30 heteroaryl, or a combination thereof.

在本說明書中，當未另外提供具體定義時，術語“烷基”是指C1到C30烷基並且具體來說是C1到C15烷基，術語“環烷基”是指C3到C30環烷基並且具體來說是C3到C18環烷基，術語“烷氧基”是指C1到C30烷氧基並且具體來說是C1到C18烷氧基，術語“芳基”是指C6到C30芳基並且具體來說是C6到C18芳基，術語“烯基”是指C2到C30烯基並且具體來說是C2到C18烯基，術語“亞烷基”是指C1到C30亞烷基並且具體來說是C1到C18亞烷基，並且術語“亞芳基”是指C6到C20亞芳基並且具體來說是C6到C16亞芳基。In this specification, when a specific definition is not otherwise provided, the term "alkyl" refers to C1 to C30 alkyl and specifically C1 to C15 alkyl, and the term "cycloalkyl" refers to C3 to C30 cycloalkyl And specifically C3 to C18 cycloalkyl, the term "alkoxy" refers to C1 to C30 alkoxy and specifically C1 to C18 alkoxy, and the term "aryl" refers to C6 to C30 aryl And specifically C6 to C18 aryl, the term "alkenyl" refers to C2 to C30 alkenyl and specifically C2 to C18 alkenyl, and the term "alkylene" refers to C1 to C30 alkylene and specifically It is C1 to C18 alkylene, and the term "arylene" refers to C6 to C20 arylene and specifically C6 to C16 arylene.

在本說明書中，環烷基包含雙環烷基和三環烷基。In this specification, cycloalkyl includes bicycloalkyl and tricycloalkyl.

在本說明書中，當未另外提供具體定義時，術語“雜”可以指環取代基經N、O、S以及P中的至少一個雜原子取代，代替環取代基中的至少一個C。In this specification, when a specific definition is not otherwise provided, the term "hetero" may mean that a ring substituent is substituted with at least one heteroatom of N, O, S, and P instead of at least one C in the ring substituent.

在本說明書中，當未另外提供具體定義時，“(甲基)丙烯酸酯”是指“丙烯酸酯”和“甲基丙烯酸酯”，並且“(甲基)丙烯酸”是指“丙烯酸”和“甲基丙烯酸”。In this specification, when a specific definition is not otherwise provided, "(meth) acrylate" means "acrylate" and "methacrylate", and "(meth) acrylic acid" means "acrylic acid" and " Methacrylate".

在本說明書中，當不另外提供具體定義時，術語“組合”是指混合或共聚。In this specification, when a specific definition is not otherwise provided, the term "combination" means mixing or copolymerization.

在本說明書中，除非另外提供具體定義，否則當未繪出化學鍵時，氫原子在推測給出的位置處鍵結。In this specification, unless a specific definition is provided otherwise, when a chemical bond is not drawn, a hydrogen atom is bonded at a position presumably given.

在本說明書中，卡哆類樹脂（cardo-based resin）是指在主鏈中包括至少一個由化學式9-1到9-11中選出的官能團的樹脂。In this specification, a cardo-based resin refers to a resin including at least one functional group selected from Chemical Formulas 9-1 to 9-11 in the main chain.

在本說明書中，當未另外提供具體定義時，“*”指示連接相同或不同原子或化學式的點。In this specification, when a specific definition is not otherwise provided, "*" indicates a point connecting the same or different atom or chemical formula.

根據一個實施例的感光性樹脂組成物包含（A）著色劑，其包含具有核-殼結構的染料聚合物；（B）異氰酸酯類熱硬化劑；（C）粘合劑樹脂；（D）光可聚合單體；（E）光聚合引發劑；以及（F）溶劑。The photosensitive resin composition according to one embodiment includes (A) a colorant including a dye polymer having a core-shell structure; (B) an isocyanate-based thermosetting agent; (C) a binder resin; (D) light Polymerizable monomer; (E) a photopolymerization initiator; and (F) a solvent.

具有核-殼結構的染料聚合物為由化學式1表示的化合物、羅丹明類（rhodamin-based）化合物和丙烯酸系化合物的共聚物。The dye polymer having a core-shell structure is a copolymer of a compound represented by Chemical Formula 1, a rhodamine-based compound, and an acrylic compound.

[化學式1] [Chemical Formula 1]

在化學式1中，R0 是氫原子或經取代或未經取代的C1到C10烷基，n為3到30範圍內的整數。In Chemical Formula 1, R 0 is a hydrogen atom or a substituted or unsubstituted C1 to C10 alkyl group, and n is an integer in a range of 3 to 30.

因為染料型感光性樹脂組成物一般具有高亮度和高對比，但又具有劣化的耐熱性和耐化學性，所以已嘗試通過包含具有多種結構的染料克服問題，事實上染料型感光性樹脂化合物的特性不足以用於實際產物。另外，儘管染料聚合物具有核-殼結構，但因為染料聚合物不直接參與固化反應，所以仍難以確保充分的耐熱性和耐化學性。Since the dye-type photosensitive resin composition generally has high brightness and high contrast, but also has deteriorated heat resistance and chemical resistance, attempts have been made to overcome the problem by including dyes having various structures. The characteristics are not sufficient for the actual product. In addition, although the dye polymer has a core-shell structure, it is still difficult to ensure sufficient heat resistance and chemical resistance because the dye polymer does not directly participate in the curing reaction.

然而，根據一個實施例的感光性樹脂組成物包含具有核-殼結構的染料聚合物，其中染料聚合物包含由羅丹明類化合物連同丙烯酸系化合物構成的染料核和由化學式1表示的化合物殼層。因為所述殼層包含可能引起與異氰酸酯類熱硬化劑的固化反應的反應部位，所以在圖案化過程期間可能誘發氨基甲酸酯熱固化反應，使得耐熱性和耐化學性得到改善。另外，羅丹明類化合物經聚合以形成核，也就是說，染料聚合物直接參與固化反應，因此對改善耐熱性和耐化學性產生的巨大作用。However, the photosensitive resin composition according to one embodiment includes a dye polymer having a core-shell structure, wherein the dye polymer includes a dye core composed of a rhodamine-based compound together with an acrylic compound and a compound shell represented by Chemical Formula 1. . Because the shell layer contains a reaction site that may cause a curing reaction with an isocyanate-based thermal hardener, a urethane thermal curing reaction may be induced during the patterning process, so that heat resistance and chemical resistance are improved. In addition, rhodamine compounds are polymerized to form a core, that is, a dye polymer directly participates in a curing reaction, and thus has a great effect on improving heat resistance and chemical resistance.

在下文中，詳細地描述每種組分。Hereinafter, each component is described in detail.

（( AA ）著色劑)Colorant

根據一個實施例的感光性樹脂組成物的著色劑為具有核-殼結構的染料聚合物。The toner of the photosensitive resin composition according to an embodiment is a dye polymer having a core-shell structure.

具有核-殼結構的染料聚合物可以是丙烯酸酯類核-殼染料聚合物，其通過共聚羅丹明類染料單體和由化學式1表示的化合物以及丙烯酸系化合物來製備。也就是說，在染料聚合物中，羅丹明類染料和丙烯酸系化合物可以形成核，並且由化學式1表示的化合物可以形成作為反應部位的殼層。The dye polymer having a core-shell structure may be an acrylate-based core-shell dye polymer, which is prepared by copolymerizing a rhodamine-based dye monomer and a compound represented by Chemical Formula 1 and an acrylic compound. That is, in the dye polymer, a rhodamine-based dye and an acrylic compound may form a core, and the compound represented by Chemical Formula 1 may form a shell layer as a reaction site.

當羅丹明類染料與由化學式1表示的化合物和丙烯酸系化合物共聚時，可能發生與異氰酸酯類熱硬化劑的氨基甲酸酯熱固化反應（下文將描述）來確保極好的耐熱性和耐化學性。此外，光固化反應在圖案化過程期間一起進行，並且因此可以更加改善耐熱性和耐化學性。When a rhodamine-based dye is copolymerized with a compound represented by Chemical Formula 1 and an acrylic compound, a urethane thermal curing reaction (described below) with an isocyanate-based thermal hardener may occur to ensure excellent heat resistance and chemical resistance. Sex. In addition, the photo-curing reaction proceeds together during the patterning process, and thus heat resistance and chemical resistance can be more improved.

由化學式1表示的化合物的重量平均分子量可以是230克/摩爾到2,000克/摩爾，例如300克/摩爾到2,000克/摩爾。舉例來說，在化學式1中，n可以是整數3到30，例如5到30，或5到20。The weight average molecular weight of the compound represented by Chemical Formula 1 may be 230 g / mol to 2,000 g / mol, for example, 300 g / mol to 2,000 g / mol. For example, in Chemical Formula 1, n may be an integer from 3 to 30, such as 5 to 30, or 5 to 20.

當由化學式1表示的化合物的重量平均分子量小於230克/摩爾時，例如化學式1中的n是小於3的整數，不形成殼層並且反應性急劇劣化。當由化學式1表示的化合物的重量平均分子量大於2,000克/摩爾時，例如化學式1中的n為大於30的整數，顯影性和著色性劣化。When the weight average molecular weight of the compound represented by Chemical Formula 1 is less than 230 g / mole, for example, n in Chemical Formula 1 is an integer less than 3, a shell layer is not formed, and reactivity is rapidly deteriorated. When the weight average molecular weight of the compound represented by Chemical Formula 1 is greater than 2,000 g / mole, for example, n in Chemical Formula 1 is an integer greater than 30, and developability and colorability are deteriorated.

舉例來說，按共聚物的總量計，由化學式1表示的化合物、羅丹明類化合物以及丙烯酸系化合物組成的具有核-殼結構的染料聚合物的共聚物可包含5重量%到20重量%（例如5重量%到15重量%）由化學式1表示的化合物、20重量%到60重量%（30重量%到50重量%）羅丹明類化合物以及30重量%到70重量%（40重量%到60重量%）丙烯酸系化合物。當共聚物中包含所述範圍內的由化學式1表示的化合物、羅丹明類化合物和丙烯酸系化合物時，可以提供確保充分的耐熱性和耐化學性的具有核-殼結構的染料聚合物。For example, based on the total amount of the copolymer, a copolymer of a dye polymer having a core-shell structure composed of a compound represented by Chemical Formula 1, a rhodamine-based compound, and an acrylic compound may include 5 to 20% by weight (For example, 5 to 15% by weight) a compound represented by Chemical Formula 1, 20 to 60% by weight (30 to 50% by weight) of a rhodamine compound, and 30 to 70% by weight (40% to 40% by weight) 60% by weight) acrylic compound. When the copolymer includes a compound represented by Chemical Formula 1, a rhodamine-based compound, and an acrylic compound in the above range, a dye polymer having a core-shell structure that ensures sufficient heat resistance and chemical resistance can be provided.

具有核-殼結構的染料聚合物的重量平均分子量可以是3,000克/摩爾到20,000克/摩爾，例如5,000克/摩爾到15,000克/摩爾。當具有核-殼結構的染料聚合物的重量平均分子量在所述範圍內時，可以確保極好的耐熱性和耐化學性。The weight average molecular weight of the dye polymer having a core-shell structure may be 3,000 g / mol to 20,000 g / mol, such as 5,000 g / mol to 15,000 g / mol. When the weight average molecular weight of the dye polymer having a core-shell structure is within the range, excellent heat resistance and chemical resistance can be ensured.

羅丹明類化合物在其末端處可包含由化學式2表示的官能團。The rhodamine-based compound may include a functional group represented by Chemical Formula 2 at its terminal.

[化學式2] [Chemical Formula 2]

在化學式2中，R1 是氫原子或經取代或未經取代的C1到C10烷基。In Chemical Formula 2, R 1 is a hydrogen atom or a substituted or unsubstituted C1 to C10 alkyl group.

因為羅丹明類化合物在其末端處包含由化學式2表示的丙烯酸官能團，所以其與丙烯酸系化合物反應並且聚合，從而提供染料聚合物。也就是說，如圖1中所示，羅丹明類化合物（單體）通過其末端處的丙烯酸單體與丙烯酸系化合物反應提供聚合物核；並且由化學式1表示的化合物形成包圍核的殼層。Since the rhodamine-based compound includes an acrylic functional group represented by Chemical Formula 2 at its terminal, it reacts with an acrylic compound and polymerizes to provide a dye polymer. That is, as shown in FIG. 1, the rhodamine-based compound (monomer) provides a polymer core by reacting an acrylic monomer at its terminal with an acrylic compound; and the compound represented by Chemical Formula 1 forms a shell layer surrounding the core. .

舉例來說，羅丹明類化合物可以由化學式3或化學式4表示。For example, the rhodamine compound may be represented by Chemical Formula 3 or Chemical Formula 4.

[化學式3] [Chemical Formula 3]

[化學式4] [Chemical Formula 4]

在化學式3和化學式4中，R2 到R6 獨立地是經取代或未經取代的C1到C10烷基、經取代或未經取代的C3到C20環烷基、經取代或未經取代的C6到C20芳基，或經取代或未經取代的C2到C20雜芳基，R2 到R6 中的至少一個包含由化學式2表示的官能團，X- 由化學式A到化學式F中的一個表示。In Chemical Formula 3 and Chemical Formula 4, R 2 to R 6 are independently substituted or unsubstituted C1 to C10 alkyl, substituted or unsubstituted C3 to C20 cycloalkyl, substituted or unsubstituted C6 to C20 aryl, or substituted or unsubstituted C2 to C20 heteroaryl, at least one of R 2 to R 6 contains a functional group represented by Chemical Formula 2, and X -is represented by one of Chemical Formula A to Chemical Formula F .

[化學式A] [Chemical Formula A]

[化學式B] [Chemical Formula B]

[化學式C] PW12 O40 3- [Chemical Formula C] PW 12 O 40 3-

[化學式D] SiW12 O40 4- [Chemical Formula D] SiW 12 O 40 4-

[化學式E] CF3 SO3 - [Chemical Formula E] CF 3 SO 3 -

[化學式F] ClO4 - [Chemical Formula F] ClO 4 -

舉例來說，R2 到R6 中的至少一個可以由（但不限於）化學式2-1表示。For example, at least one of R 2 to R 6 may be represented by, but not limited to, Chemical Formula 2-1.

[化學式2-1] [Chemical Formula 2-1]

在化學式2-1中，R1 是氫原子或經取代或未經取代的C1到C10烷基，L是被取代或未被取代的C1到C10亞烷基。In Chemical Formula 2-1, R 1 is a hydrogen atom or a substituted or unsubstituted C1 to C10 alkyl group, and L is a substituted or unsubstituted C1 to C10 alkylene group.

丙烯酸系化合物可以由化學式5表示。The acrylic compound can be represented by Chemical Formula 5.

[化學式5] [Chemical Formula 5]

在化學式5中，R7 是氫原子或經取代或未經取代的C1到C10烷基，R8 為氫原子、經取代或未經取代的C1到C10烷基、經取代或未經取代的C3到C20環烷基或經取代或未經取代的C6到C20芳基。In Chemical Formula 5, R 7 is a hydrogen atom or a substituted or unsubstituted C1 to C10 alkyl group, and R 8 is a hydrogen atom, a substituted or unsubstituted C1 to C10 alkyl group, a substituted or unsubstituted C3 to C20 cycloalkyl or substituted or unsubstituted C6 to C20 aryl.

舉例來說，丙烯酸系化合物可包含從由化學式5-1表示的化合物、由化學式5-2表示的化合物以及由化學式5-3表示的化合物選出的至少一種化合物。For example, the acrylic compound may include at least one compound selected from a compound represented by Chemical Formula 5-1, a compound represented by Chemical Formula 5-2, and a compound represented by Chemical Formula 5-3.

舉例來說，丙烯酸系化合物可包含從由化學式5-1表示的化合物、由化學式5-2表示的化合物以及由化學式5-3表示的化合物選出的全部化合物。For example, the acrylic compound may include all compounds selected from a compound represented by Chemical Formula 5-1, a compound represented by Chemical Formula 5-2, and a compound represented by Chemical Formula 5-3.

[化學式5-1] [Chemical Formula 5-1]

[化學式5-2] [Chemical Formula 5-2]

[化學式5-3] [Chemical Formula 5-3]

在化學式5-1到化學式5-3中，R7 是氫原子或經取代或未經取代的C1到C10烷基，R9 是經取代或未經取代的C3到C20環烷基，R10 是經取代或未經取代的C1到C10烷基。In Chemical Formulas 5-1 to 5-3, R 7 is a hydrogen atom or a substituted or unsubstituted C1 to C10 alkyl group, R 9 is a substituted or unsubstituted C3 to C20 cycloalkyl group, and R 10 Is a substituted or unsubstituted C1 to C10 alkyl.

舉例來說，R9 可以是經取代或未經取代的C10到C20三環烷基。For example, R 9 may be a substituted or unsubstituted C10 to C20 tricycloalkyl.

染料聚合物可以是紅色染料聚合物。在這一情形中，羅丹明類化合物可以是羅丹明類紅色染料。The dye polymer may be a red dye polymer. In this case, the rhodamine-based compound may be a rhodamine-based red dye.

另一方面，根據一個實施例的感光性樹脂組成物的著色劑可以是金屬錯合物染料和顏料。On the other hand, the coloring agent of the photosensitive resin composition according to an embodiment may be a metal complex dye and a pigment.

著色劑中染料聚合物的量可以是著色劑中金屬錯合物染料和顏料的總量的0.1倍到5倍。當染料聚合物、金屬錯合物染料以及顏料的量相對於總量是0.1倍到5倍，例如0.1倍到3倍時，亮度可以得到改善。The amount of the dye polymer in the colorant may be 0.1 to 5 times the total amount of the metal complex dye and pigment in the colorant. When the amount of the dye polymer, the metal complex dye, and the pigment is 0.1 to 5 times, for example, 0.1 to 3 times, the brightness can be improved.

金屬錯合物染料可以是在200納米到650納米波長區域中顯示最大吸光度的化合物。The metal complex dye may be a compound that exhibits a maximum absorbance in a wavelength region of 200 nm to 650 nm.

具體地說，金屬錯合物染料可以是在200納米到400納米波長區域中顯示最大吸光度的黃色染料，在300納米到500納米波長區域的波長區域中顯示最大吸光度的橙色染料，在500納米到650納米波長區域中顯示最大吸光度的紅色染料，或其組合。Specifically, the metal complex dye may be a yellow dye showing a maximum absorbance in a wavelength range of 200 nm to 400 nm, an orange dye showing a maximum absorbance in a wavelength range of 300 nm to 500 nm, and a wavelength of 500 nm to A red dye exhibiting maximum absorbance in the 650 nm wavelength region, or a combination thereof.

金屬錯合物染料可以是直接染料、酸性染料、鹼性染料、酸性媒介染料、硫化染料、還原染料、偶氮型染料、分散染料、反應性染料、氧化染料、醇可溶性染料、偶氮染料、蒽醌染料、靛藍染料、陽碳離子染料、酞菁染料、硝基染料、喹啉染料、花青染料、聚甲缺染料或其組合。Metal complex dyes can be direct dyes, acid dyes, basic dyes, acid mordant dyes, sulfur dyes, vat dyes, azo dyes, disperse dyes, reactive dyes, oxidation dyes, alcohol-soluble dyes, azo dyes, Anthraquinone dye, indigo dye, cation anion dye, phthalocyanine dye, nitro dye, quinoline dye, cyanine dye, polymethine dye, or a combination thereof.

金屬錯合物可包含從以下選出的至少一種金屬離子：Mg、Ni、Cu、Co、Zn、Cr、Pt、Pd以及Fe。The metal complex may include at least one metal ion selected from: Mg, Ni, Cu, Co, Zn, Cr, Pt, Pd, and Fe.

金屬錯合物染料可以是從以下選出的至少一種染料的複合物：溶劑黃19、溶劑黃21、溶劑黃25、溶劑黃79、溶劑黃82、溶劑黃88、溶劑橙45、溶劑橙54、溶劑橙62、溶劑橙99、溶劑紅8、溶劑紅32、溶劑紅109、溶劑紅112、溶劑紅119、溶劑紅124、溶劑紅160、溶劑紅132及溶劑紅218以及金屬離子。The metal complex dye may be a composite of at least one dye selected from the following: solvent yellow 19, solvent yellow 21, solvent yellow 25, solvent yellow 79, solvent yellow 82, solvent yellow 88, solvent orange 45, solvent orange 54, Solvent orange 62, solvent orange 99, solvent red 8, solvent red 32, solvent red 109, solvent red 112, solvent red 119, solvent red 124, solvent red 160, solvent red 132, and solvent red 218, and metal ions.

金屬錯合物染料針對根據一個實施例的感光性樹脂組成物中所用的溶劑（也就是下文描述的溶劑（F））的溶解度可以大於或等於5，例如5到10。溶解度是指溶解於100克溶劑中的染料的量。當金屬錯合物染料的溶解度在上述範圍內時，可以確保與根據一個實施例的感光性樹脂組成物的其它組分的相容性和著色特性，並且可以防止染料沉澱。The solubility of the metal complex dye with respect to a solvent (that is, a solvent (F) described below) used in the photosensitive resin composition according to an embodiment may be greater than or equal to 5, such as 5 to 10. Solubility refers to the amount of dye dissolved in 100 grams of solvent. When the solubility of the metal complex dye is within the above range, compatibility and coloring characteristics with other components of the photosensitive resin composition according to one embodiment can be ensured, and precipitation of the dye can be prevented.

溶劑可以是例如丙二醇單甲基醚乙酸酯（propylene glycol monomethylether acetate；PGMEA）、乳酸乙酯（ethyl lactate；EL）、乙二醇乙酸乙酯（ethylene glycol ethyl acetate；EGA）、環己酮、3-甲氧基-1-丁醇或其組合。The solvent may be, for example, propylene glycol monomethylether acetate (PGMEA), ethyl lactate (EL), ethylene glycol ethyl acetate (EGA), cyclohexanone, 3-methoxy-1-butanol or a combination thereof.

按感光性樹脂組成物的總量計，金屬錯合物染料的量可以是0.1重量%到5重量%，例如1重量%到5重量%。當使用所述範圍內的金屬錯合物染料時，所要色彩座標中可以顯示高的亮度和對比度。The amount of the metal complex dye may be 0.1% to 5% by weight, for example, 1% to 5% by weight based on the total amount of the photosensitive resin composition. When a metal complex dye within the range is used, high brightness and contrast can be displayed in a desired color coordinate.

顏料具體來說可以是紅色顏料、黃色顏料或橙色顏料，例如紅色顏料。The pigment may specifically be a red pigment, a yellow pigment or an orange pigment, such as a red pigment.

紅色顏料具體來說可以包含色彩索引的C.I.顏料紅242、C.I.顏料紅214、C.I.顏料紅221、C.I.顏料紅166、C.I.顏料紅220、C.I.顏料紅248、C.I.顏料紅262、C.I.顏料紅254、C.I.顏料紅177等，並且它們可以單獨地使用或以兩種或多於兩種的混合物形式使用。The red pigment may specifically include color indexed CI Pigment Red 242, CI Pigment Red 214, CI Pigment Red 221, CI Pigment Red 166, CI Pigment Red 220, CI Pigment Red 248, CI Pigment Red 262, CI Pigment Red 254, CI Pigment Red 177 and the like, and they may be used alone or in the form of a mixture of two or more.

顏料可以更包含從C.I.黃色顏料139、C.I.黃色顏料138以及C.I.黃色顏料150選出的至少一種黃色顏料，從而獲得指定顏色特徵。The pigment may further include at least one yellow pigment selected from the C.I. yellow pigment 139, the C.I. yellow pigment 138, and the C.I. yellow pigment 150 to obtain a specified color characteristic.

顏料可以製備成分散液並且包含於感光性樹脂組成物中。這類顏料分散液可以包含顏料和溶劑、分散劑、粘合劑樹脂等。The pigment can be prepared as a dispersion and contained in the photosensitive resin composition. Such a pigment dispersion liquid may contain a pigment and a solvent, a dispersant, a binder resin, and the like.

顏料分散液中所用的溶劑可以是乙二醇乙酸酯、乙基溶纖劑、丙二醇單甲基醚乙酸酯、乳酸乙酯、聚乙二醇、環己酮、丙二醇甲基醚、3-甲氧基-1-丁醇，並且具體來說可以使用丙二醇甲醚乙酸酯。The solvent used in the pigment dispersion may be ethylene glycol acetate, ethyl cellosolve, propylene glycol monomethyl ether acetate, ethyl lactate, polyethylene glycol, cyclohexanone, propylene glycol methyl ether, 3 -Methoxy-1-butanol, and specifically propylene glycol methyl ether acetate can be used.

顏料分散液中所用的分散劑幫助顏料均勻分散，並且可包含非離子分散劑、陰離子分散劑或陽離子分散劑。分散劑的實例包含聚烷二醇或其酯、聚氧烯烴、多元醇酯環氧烷加成產物、醇環氧烷加成產物、磺酸酯、磺酸鹽、羧酸酯、羧酸鹽、烷基醯胺環氧烷加成產物、烷基胺，並且它們可以單獨使用或以兩種或多於兩種的混合物形式使用。The dispersant used in the pigment dispersion liquid helps the pigment to be uniformly dispersed, and may include a nonionic dispersant, an anionic dispersant, or a cationic dispersant. Examples of the dispersant include a polyalkylene glycol or an ester thereof, a polyoxyolefin, a polyhydric alcohol ester alkylene oxide addition product, an alcohol alkylene oxide addition product, a sulfonic acid ester, a sulfonic acid salt, a carboxylic acid ester, and a carboxylic acid salt , Alkylamidoalkylene oxide addition products, alkylamines, and they can be used alone or in the form of a mixture of two or more.

顏料分散液中所用的粘合劑樹脂可以是包含羧基的丙烯酸類樹脂，並且可以改善圖元的圖案化特性以及顏料分散液的穩定性。The binder resin used in the pigment dispersion liquid may be an acrylic resin containing a carboxyl group, and the patterning characteristics of the picture element and the stability of the pigment dispersion liquid may be improved.

顏料的初始粒子直徑在10納米到70納米範圍內。當顏料的初始粒子直徑在上述範圍內時，顏色在分散液中具有極佳穩定性並且可以提高圖元的解析度。The initial particle diameter of the pigment is in the range of 10 nm to 70 nm. When the initial particle diameter of the pigment is within the above range, the color has excellent stability in the dispersion and can improve the resolution of the picture element.

顏料對二次粒子直徑不具有具體限制，但考慮到圖元的解析度，二次粒子直徑可以小於或等於200納米，具體來說70納米到100納米。The pigment has no specific limitation on the diameter of the secondary particles, but considering the resolution of the picture element, the diameter of the secondary particles may be less than or equal to 200 nanometers, specifically 70 nanometers to 100 nanometers.

按感光性樹脂組成物的總量計，可以包含20重量%到45重量%，例如30重量%到40重量%的量的顏料。當使用所述範圍內的顏料時，所要色彩座標中可以顯示高亮度。The pigment may be contained in an amount of 20% to 45% by weight, for example, 30% to 40% by weight based on the total amount of the photosensitive resin composition. When a pigment in the range is used, high brightness can be displayed in a desired color coordinate.

按感光性樹脂組成物的總量計，可以包含10重量%到60重量%，例如20重量%到50重量%的量的著色劑。當使用所述範圍內的著色劑時，所要色彩座標中可以顯示高亮度並且可以製造出具有薄色彩厚度的彩色濾光片。The coloring agent may be contained in an amount of 10% to 60% by weight, for example, 20% to 50% by weight based on the total amount of the photosensitive resin composition. When a coloring agent in the range is used, a high-brightness can be displayed in a desired color coordinate and a color filter having a thin color thickness can be manufactured.

（( BB ）異氰酸酯類熱硬化劑) Isocyanate heat hardener

異氰酸酯類熱硬化劑在其末端處可包含由化學式6表示的嵌段異氰酸酯基。The isocyanate-based heat curing agent may include a block isocyanate group represented by Chemical Formula 6 at a terminal thereof.

[化學式6] [Chemical Formula 6]

在化學式6中，R11 是經取代或未經取代的C1到C20烷氧基、經取代或未經取代的C2到C20雜環烷基、經取代或未經取代的C6到C20芳氧基、經取代或未經取代的C2到C20雜芳基或經取代或未經取代的胺基。In Chemical Formula 6, R 11 is a substituted or unsubstituted C1 to C20 alkoxy group, a substituted or unsubstituted C2 to C20 heterocycloalkyl group, a substituted or unsubstituted C6 to C20 aryloxy group , Substituted or unsubstituted C2 to C20 heteroaryl or substituted or unsubstituted amine.

嵌段異氰酸酯將異氰酸酯封阻，使得異氰酸酯基與羥基之間的反應在室溫下不會發生。氨基甲酸酯鍵中的羥基一般呈現對異氰酸酯具有反應性的多元醇。因為嵌段基團在接近預定溫度時解離，所以經活化的異氰酸酯與多元醇反應獲得氨基甲酸酯。The block isocyanate blocks the isocyanate so that the reaction between the isocyanate group and the hydroxyl group does not occur at room temperature. The hydroxyl groups in the urethane bond generally exhibit a polyol that is reactive with isocyanates. Because the block groups dissociate near a predetermined temperature, the activated isocyanate is reacted with a polyol to obtain a urethane.

也就是說，因為嵌段基團在預烘烤期間未解離，所以異氰酸酯類熱硬化劑不與染料聚合物反應，並且嵌段基團僅在後烘烤期間選擇性解離並且與染料聚合物發生氨基甲酸酯熱固化反應。That is, because the block groups are not dissociated during the pre-baking period, the isocyanate-based thermal hardener does not react with the dye polymer, and the block groups selectively dissociate and occur with the dye polymer only during the post-baking period. Urethane thermal curing reaction.

具體來說，異氰酸酯類熱硬化劑是包含異氰酸酯基的化合物與封端劑的反應產物。因為異氰酸酯基被封阻劑封阻，封阻劑在大於或等於預定溫度時解離，被封阻劑封阻的異氰酸酯基與染料聚合物的殼層的羥基發生氨基甲酸酯熱固化反應，使得耐熱性和耐化學性得到改善。Specifically, an isocyanate-based thermosetting agent is a reaction product of a compound containing an isocyanate group and a blocking agent. Because the isocyanate group is blocked by a blocking agent, the blocking agent dissociates at a temperature greater than or equal to a predetermined temperature, and the isocyanate group blocked by the blocking agent undergoes a urethane thermal curing reaction with the hydroxyl group of the shell layer of the dye polymer, so that Improved heat and chemical resistance.

封阻劑解離的溫度可以根據各封阻劑而不同。因此，異氰酸酯類熱硬化劑可以通過選擇可以在解離異氰酸酯基的理想溫度下解離的封阻劑並且進行異氰酸酯基的氨基甲酸酯熱固化反應，並且使其與包含異氰酸酯基的化合物反應來製備。舉例來說，封阻劑可以在例如約100℃到約300℃，例如約120℃到約250℃，或約150℃到約240℃的後烘烤溫度下解離，並且異氰酸酯類熱硬化劑可以通過使用封阻劑來製備。封阻劑可以是（但不限於）3,5-二甲基吡唑（3,5-dimethyl pyrazole；DMP）、丙二酸二乙酯（diethyl malonate；DEM）、甲基乙基克肟（methylethyl keoxime；MEKO）、己內醯胺（caprolactam；ε-CAP）、***、二異丙胺（diisopropylamine；DIPA）、萘酚等。The temperature at which the blocking agent dissociates may vary depending on each blocking agent. Therefore, the isocyanate-based thermal hardener can be prepared by selecting a blocking agent that can dissociate at an ideal temperature for dissociating the isocyanate group, and performing a urethane thermal curing reaction of the isocyanate group, and reacting the isocyanate group-containing compound with the isocyanate group-containing thermosetting agent. For example, the blocking agent may be dissociated at a post-baking temperature of, for example, about 100 ° C to about 300 ° C, such as about 120 ° C to about 250 ° C, or about 150 ° C to about 240 ° C, and the isocyanate-based thermal hardener may be It is prepared by using a blocking agent. Blocking agents can be, but are not limited to, 3,5-dimethyl pyrazole (DMP), diethyl malonate (DEM), methyl ethyl oxime ( methylethyl keoxime (MEKO), caprolactam (ε-CAP), triazole, diisopropylamine (DIPA), naphthol, etc.

製備嵌段異氰酸酯基的方法和通過解離嵌段基團進行氨基甲酸酯反應的方法繪示於以下反應流程1和反應流程2中。具體來說，反應流程1繪示了通過封阻劑封阻異氰酸酯基的反應的反應流程；反應流程2繪示了在高於室溫的預定溫度下解離嵌段異氰酸酯基獲得氨基甲酸酯的氨基甲酸酯熱固化反應的反應流程。A method for preparing a block isocyanate group and a method for performing a urethane reaction by dissociating the block group are shown in the following reaction scheme 1 and reaction scheme 2. Specifically, reaction scheme 1 shows a reaction scheme of blocking isocyanate groups by a blocking agent; reaction scheme 2 shows a process of dissociating block isocyanate groups to obtain urethanes at a predetermined temperature higher than room temperature. Reaction scheme of urethane thermal curing reaction.

[反應流程1] [Reaction Scheme 1]

[反應流程2] [Reaction Scheme 2]

反應流程2中的R'-OH對應於具有核-殼結構的染料聚合物。在核-殼結構的染料聚合物中，由化學式1表示的化合物形成殼層，並且殼層中存在多個羥基。R'-OH in Reaction Scheme 2 corresponds to a dye polymer having a core-shell structure. In the core-shell structured dye polymer, a compound represented by Chemical Formula 1 forms a shell layer, and a plurality of hydroxyl groups are present in the shell layer.

舉例來說，在化學式6中，R11 可以選自（但不限於）化學式6-1到化學式6-8。For example, in Chemical Formula 6, R 11 may be selected from (but not limited to) Chemical Formula 6-1 to Chemical Formula 6-8.

[化學式6-1] [Chemical Formula 6-1]

在化學式6-1中，R12 是經取代或未經取代的C1到C10烷基或經取代或未經取代的C6到C20芳基。In Chemical Formula 6-1, R 12 is a substituted or unsubstituted C1 to C10 alkyl group or a substituted or unsubstituted C6 to C20 aryl group.

[化學式6-2] [Chemical Formula 6-2]

在化學式6-2中，R13 到R15 獨立地是氫原子、經取代或未經取代的C1到C10烷基或經取代或未經取代的C2到C20烯基。In Chemical Formula 6-2, R 13 to R 15 are independently a hydrogen atom, a substituted or unsubstituted C1 to C10 alkyl group, or a substituted or unsubstituted C2 to C20 alkenyl group.

[化學式6-3] [Chemical Formula 6-3]

在化學式6-3中，R16 和R17 獨立地是氫原子、經取代或未經取代的C1到C10烷基或經取代或未經取代的C2到C20烯基。In Chemical Formula 6-3, R 16 and R 17 are independently a hydrogen atom, a substituted or unsubstituted C1 to C10 alkyl group, or a substituted or unsubstituted C2 to C20 alkenyl group.

[化學式6-4] [Chemical Formula 6-4]

[化學式6-5] [Chemical Formula 6-5]

在化學式6-5中，R18 到R21 獨立地是氫原子、經取代或未經取代的C1到C10烷基或經取代或未經取代的C2到C20烯基。In Chemical Formula 6-5, R 18 to R 21 are independently a hydrogen atom, a substituted or unsubstituted C1 to C10 alkyl group, or a substituted or unsubstituted C2 to C20 alkenyl group.

[化學式6-6] [Chemical Formula 6-6]

在化學式6-6中，R22 和R23 獨立地是氫原子、經取代或未經取代的C1到C10烷基或經取代或未經取代的C2到C20烯基。In Chemical Formula 6-6, R 22 and R 23 are independently a hydrogen atom, a substituted or unsubstituted C1 to C10 alkyl group, or a substituted or unsubstituted C2 to C20 alkenyl group.

[化學式6-7] [Chemical Formula 6-7]

在化學式6-7中，R24 和R25 獨立地是氫原子、經取代或未經取代的C1到C10烷基或經取代或未經取代的C2到C20烯基。In Chemical Formulas 6-7, R 24 and R 25 are independently a hydrogen atom, a substituted or unsubstituted C1 to C10 alkyl group, or a substituted or unsubstituted C2 to C20 alkenyl group.

[化學式6-8] [Chemical Formula 6-8]

在化學式6-8中，R26 和R27 獨立地是氫原子、經取代或未經取代的C1到C10烷基或經取代或未經取代的C2到C20烯基。In Chemical Formulas 6-8, R 26 and R 27 are independently a hydrogen atom, a substituted or unsubstituted C1 to C10 alkyl group, or a substituted or unsubstituted C2 to C20 alkenyl group.

舉例來說，異氰酸酯類熱硬化劑可以由化學式7或化學式8表示。For example, the isocyanate-based heat hardener can be represented by Chemical Formula 7 or Chemical Formula 8.

[化學式7] [Chemical Formula 7]

[化學式8] [Chemical Formula 8]

在化學式7和化學式8中，R11 是經取代或未經取代的C1到C20烷氧基、經取代或未經取代的C2到C20雜環烷基、經取代或未經取代的C6到C20芳氧基、經取代或未經取代的C2到C20雜芳基或經取代或未經取代的胺基，R28 到R31 獨立地是經取代或未經取代的C1到C10烷基，L1 到L12 獨立地是單鍵、經取代或未經取代的C1到C10亞烷基或經取代或未經取代的C3到C20亞環烷基，m1到m3獨立地是0到4範圍內的整數。In Chemical Formulas 7 and 8, R 11 is a substituted or unsubstituted C1 to C20 alkoxy group, a substituted or unsubstituted C2 to C20 heterocycloalkyl group, or a substituted or unsubstituted C6 to C20 Aryloxy, substituted or unsubstituted C2 to C20 heteroaryl or substituted or unsubstituted amine, R 28 to R 31 are independently substituted or unsubstituted C1 to C10 alkyl, L 1 to L 12 are independently a single bond, substituted or unsubstituted C1 to C10 alkylene or substituted or unsubstituted C3 to C20 cycloalkylene, and m1 to m3 are independently in the range of 0 to 4 Integer.

當異氰酸酯類熱硬化劑是由化學式7或化學式8表示的化合物時，在兩種情況下封阻劑在大於或等於100℃的溫度下解離，因此封阻劑不在預烘烤時解離並且UV固化在小於或等於100℃的溫度下進行，因此不與染料聚合物反應。在這一情形中，儘管不對CD均勻性特徵和BP時間產生影響，但同時異氰酸酯類熱硬化劑和染料聚合物之間不發生反應，從而在顯影期間不剩餘殘餘物。When the isocyanate-based heat curing agent is a compound represented by Chemical Formula 7 or Chemical Formula 8, the blocking agent dissociates at a temperature of 100 ° C. or higher in both cases, so the blocking agent does not disassociate during pre-baking and UV curing It is carried out at a temperature of 100 ° C or lower, and therefore does not react with the dye polymer. In this case, although it does not affect the CD uniformity characteristics and BP time, at the same time, no reaction occurs between the isocyanate-based heat hardener and the dye polymer, so that no residue remains during development.

另外，異氰酸酯類熱硬化劑的封阻劑僅在後烘烤時解離，並且與染料聚合物的羥基反應，使得耐熱性和耐化學性得到改善。In addition, the blocking agent of the isocyanate-based thermal curing agent dissociates only during post-baking and reacts with the hydroxyl group of the dye polymer, so that the heat resistance and chemical resistance are improved.

按感光性樹脂組成物的總量計，可以包含0.1重量%到5重量%，例如0.1重量%到3重量%，或0.1重量%到1重量%的量的異氰酸酯類熱硬化劑。當包含所述範圍內的異氰酸酯類熱硬化劑時，耐熱性、耐化學性和儲存穩定性得到改善並且可以使圖案尺寸均勻。The isocyanate-based thermosetting agent may be contained in an amount of 0.1% to 5% by weight, for example, 0.1% to 3% by weight, or 0.1% to 1% by weight based on the total amount of the photosensitive resin composition. When the isocyanate-based thermal hardener is included in the range, heat resistance, chemical resistance, and storage stability are improved and the pattern size can be made uniform.

（( CC ）) 粘合劑樹脂Binder resin

根據一個實施例的感光性樹脂組成物包含粘合劑樹脂，並且粘合劑樹脂可以包含卡哆類粘合劑樹脂、丙烯酸類粘合劑樹脂或其組合。The photosensitive resin composition according to an embodiment includes a binder resin, and the binder resin may include a card-type binder resin, an acrylic binder resin, or a combination thereof.

卡哆類粘合劑樹脂可以由化學式9表示。The card-type binder resin can be represented by Chemical Formula 9.

[化學式9] [Chemical Formula 9]

在化學式9中，R51 和R52 獨立地是氫原子或經取代或未經取代的(甲基)丙烯醯氧基烷基，R53 和R54 獨立地是氫原子、鹵素原子或經取代或未經取代的C1到C20烷基，Z1 是單鍵、O、CO、SO2 、CR55 R56 、SiR57 R58 （其中R55 到R58 獨立地是氫原子，或經取代或未經取代的C1到C20烷基）或由化學式9-1到化學式9-11表示的連接基團中的一個。In Chemical Formula 9, R 51 and R 52 are independently a hydrogen atom or a substituted or unsubstituted (meth) acryloxyalkyl group, and R 53 and R 54 are independently a hydrogen atom, a halogen atom, or a substituted Or unsubstituted C1 to C20 alkyl, Z 1 is a single bond, O, CO, SO 2 , CR 55 R 56 , SiR 57 R 58 (wherein R 55 to R 58 are independently hydrogen atoms, or substituted or An unsubstituted C1 to C20 alkyl group) or one of the linking groups represented by Chemical Formulas 9-1 to 9-11.

[化學式9-1] [Chemical Formula 9-1]

[化學式9-2] [Chemical Formula 9-2]

[化學式9-3] [Chemical Formula 9-3]

[化學式9-4] [Chemical Formula 9-4]

[化學式9-5] [Chemical Formula 9-5]

在化學式9-5中，Ra 為氫原子、乙基、C2 H4 Cl、C2 H4 OH、CH2 CH=CH2 或苯基。In Chemical Formula 9-5, R a is a hydrogen atom, an ethyl group, C 2 H 4 Cl, C 2 H 4 OH, CH 2 CH = CH 2, or a phenyl group.

[化學式9-6] [Chemical Formula 9-6]

[化學式9-7] [Chemical Formula 9-7]

[化學式9-8] [Chemical Formula 9-8]

[化學式9-9] [Chemical Formula 9-9]

[化學式9-10] [Chemical Formula 9-10]

[化學式9-11] [Chemical Formula 9-11]

Z2 是酸二酐殘基，n1和n2獨立地是0到4範圍內的整數。Z 2 is an acid dianhydride residue, and n1 and n2 are independently integers in the range of 0 to 4.

粘合劑樹脂可以具有500克/摩爾到50,000克/摩爾，例如1,000克/摩爾到30,000克/摩爾的重量平均分子量。當粘合劑樹脂的重量平均分子量在所述範圍內時，可以在製造擋光層期間並且在顯影期間不損失膜厚度的情況下形成令人滿意的無殘餘物的圖案。The binder resin may have a weight average molecular weight of 500 g / mol to 50,000 g / mol, for example, 1,000 g / mol to 30,000 g / mol. When the weight average molecular weight of the binder resin is within the range, a satisfactory residue-free pattern can be formed during the production of the light blocking layer and without loss of the film thickness during development.

粘合劑樹脂可以在至少一個末端處包含由化學式10表示的官能團。The binder resin may include a functional group represented by Chemical Formula 10 at at least one end.

[化學式10] [Chemical Formula 10]

在化學式10中，Z3 由化學式10-1到化學式10-7表示。In Chemical Formula 10, Z 3 is represented by Chemical Formula 10-1 to Chemical Formula 10-7.

[化學式10-1] [Chemical Formula 10-1]

在化學式10-1中，Rb 和Rc 獨立地是氫、經取代或未經取代的C1到C20烷基、酯基或醚基。In Chemical Formula 10-1, R b and R c are independently hydrogen, a substituted or unsubstituted C1 to C20 alkyl group, an ester group, or an ether group.

[化學式10-2] [Chemical Formula 10-2]

[化學式10-3] [Chemical Formula 10-3]

[化學式10-4] [Chemical Formula 10-4]

[化學式10-5] [Chemical Formula 10-5]

在化學式10-5中，Rd 是O、S、NH、經取代或未經取代的C1到C20亞烷基、C1到C20烷基胺基或C2到C20烯丙胺基。In Chemical Formula 10-5, R d is O, S, NH, substituted or unsubstituted C1 to C20 alkylene, C1 to C20 alkylamino, or C2 to C20 allylamino.

[化學式10-6] [Chemical Formula 10-6]

[化學式10-7] [Chemical Formula 10-7]

粘合劑樹脂可以例如通過將以下中的至少兩種混合來製備：含芴化合物，例如9,9-雙(4-環氧乙烷基甲氧基苯基)芴；酸酐化合物，例如苯四甲酸二酐、萘四甲酸二酐、聯苯四甲酸二酐、二苯甲酮四甲酸二酐、苯均四酸二酐、環丁烷四甲酸二酐、苝四甲酸二酐、四氫呋喃四甲酸二酐以及四氫酞酸酐；二醇化合物，例如乙二醇、丙二醇以及聚乙二醇；醇化合物，例如甲醇、乙醇、丙醇、正丁醇、環己醇以及苯甲醇；溶劑類化合物，例如丙二醇甲基乙基乙酸酯以及N-甲基吡咯烷酮；磷化合物，例如三苯膦；以及胺或銨鹽化合物，例如氯化四甲銨、四乙基溴化銨、苯甲基二乙基胺、三乙胺、三丁胺、氯化苯甲基三乙基銨。The binder resin can be prepared, for example, by mixing at least two of: a fluorene-containing compound such as 9,9-bis (4-oxiranylmethoxyphenyl) fluorene; an acid anhydride compound such as benzene tetra Formic acid dianhydride, naphthalenetetracarboxylic dianhydride, biphenyltetracarboxylic dianhydride, benzophenone tetracarboxylic dianhydride, pyromellitic dianhydride, cyclobutane tetracarboxylic dianhydride, pyrene tetracarboxylic dianhydride, tetrahydrofuran tetracarboxylic acid Dihydrides and tetrahydrophthalic anhydride; glycol compounds such as ethylene glycol, propylene glycol, and polyethylene glycol; alcohol compounds such as methanol, ethanol, propanol, n-butanol, cyclohexanol, and benzyl alcohol; solvent compounds, Examples include propylene glycol methyl ethyl acetate and N-methylpyrrolidone; phosphorus compounds such as triphenylphosphine; and amine or ammonium salt compounds such as tetramethylammonium chloride, tetraethylammonium bromide, benzyldiethyl Methylamine, triethylamine, tributylamine, benzyltriethylammonium chloride.

丙烯酸類粘合劑樹脂是第一烯系不飽和單體和與第一烯系不飽和單體可共聚的第二烯系不飽和單體的共聚物，並且是包含至少一個丙烯酸類重複單元的樹脂。The acrylic binder resin is a copolymer of a first ethylenically unsaturated monomer and a second ethylenically unsaturated monomer copolymerizable with the first ethylenically unsaturated monomer, and contains at least one acrylic repeating unit Resin.

第一烯系不飽和單體是包含至少一個羧基的烯系不飽和單體，並且所述單體的實例包含(甲基)丙烯酸、順丁烯二酸、衣康酸、反丁烯二酸或其組合。The first ethylenically unsaturated monomer is an ethylenically unsaturated monomer containing at least one carboxyl group, and examples of the monomer include (meth) acrylic acid, maleic acid, itaconic acid, fumaric acid Or a combination.

按丙烯酸類樹脂的總量計，可以包含5重量%到50重量%，並且具體來說10重量%到40重量%範圍內的量的第一烯系不飽和單體。The first ethylenically unsaturated monomer may be contained in an amount ranging from 5 to 50% by weight, and specifically from 10 to 40% by weight, based on the total amount of the acrylic resin.

第二烯系不飽和單體可以包含芳香族乙烯基化合物，例如苯乙烯、α-甲基苯乙烯、乙烯基甲苯、乙烯基苯甲基甲醚等；不飽和羧酸酯化合物，例如(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2-羥乙酯、(甲基)丙烯酸2-羥丁酯、(甲基)丙烯酸苯甲酯、(甲基)丙烯酸環己酯、(甲基)丙烯酸苯酯等；不飽和羧酸氨基烷基酯化合物，例如(甲基)丙烯酸2-氨基乙酯、(甲基)丙烯酸2-二甲氨基乙酯等；羧酸乙烯酯化合物，例如乙酸乙烯酯、苯甲酸乙烯酯等；不飽和羧酸縮水甘油酯化合物，例如(甲基)丙烯酸縮水甘油酯等；氰化乙烯化合物，例如(甲基)丙烯腈等；不飽和醯胺化合物，例如(甲基)丙烯醯胺等；等等化合物。其可以單獨地或以兩個或多於兩個的混合物形式使用。The second ethylenically unsaturated monomer may include an aromatic vinyl compound such as styrene, α-methylstyrene, vinyl toluene, vinyl benzyl methyl ether, and the like; an unsaturated carboxylic acid ester compound such as (methyl (Methyl) acrylate, ethyl (meth) acrylate, butyl (meth) acrylate, 2-hydroxyethyl (meth) acrylate, 2-hydroxybutyl (meth) acrylate, benzene (meth) acrylate Methyl ester, cyclohexyl (meth) acrylate, phenyl (meth) acrylate, etc .; unsaturated alkyl carboxylic acid amino alkyl ester compounds such as 2-aminoethyl (meth) acrylate, 2-methyl (meth) acrylate Dimethylaminoethyl, etc .; Vinyl carboxylate compounds, such as vinyl acetate, vinyl benzoate, etc .; Unsaturated glycidyl carboxylic acid compounds, such as glycidyl (meth) acrylate, etc .; Vinyl cyanide compounds, such as (Meth) acrylonitrile and the like; unsaturated fluorenamine compounds, such as (meth) acrylamide and the like; and the like. They can be used individually or as a mixture of two or more.

所述丙烯酸類樹脂的特定實例可以是（但不限於）丙烯酸/甲基丙烯酸苯甲酯共聚物、甲基丙烯酸/甲基丙烯酸苯甲酯共聚物、甲基丙烯酸/甲基丙烯酸苯甲酯/苯乙烯共聚物、甲基丙烯酸/甲基丙烯酸苯甲酯/甲基丙烯酸2-羥基乙酯共聚物、甲基丙烯酸/甲基丙烯酸苯甲酯/苯乙烯/甲基丙烯酸2-羥基乙酯共聚物等。其可以單獨地或以兩個或多於兩個的混合物形式使用。Specific examples of the acrylic resin may be, but are not limited to, acrylic acid / benzyl methacrylate copolymer, methacrylic acid / benzyl methacrylate copolymer, methacrylic acid / benzyl methacrylate / Styrene copolymer, methacrylic acid / benzyl methacrylate / 2-hydroxyethyl methacrylate copolymer, methacrylic acid / benzyl methacrylate / styrene / 2-hydroxyethyl methacrylate copolymerization Things. They can be used individually or as a mixture of two or more.

丙烯酸類粘合劑樹脂的重量平均分子量可以是約3,000克/摩爾到50,000克/摩爾，例如約5,000克/摩爾到40,000克/摩爾。當丙烯酸類粘合劑樹脂的重量平均分子量在所述範圍內時，可以提高與襯底的緊密接觸特性和物理化學特性，並可以提供適當粘度。The weight average molecular weight of the acrylic binder resin may be about 3,000 g / mol to 50,000 g / mol, for example, about 5,000 g / mol to 40,000 g / mol. When the weight-average molecular weight of the acrylic binder resin is within the range, close contact characteristics and physicochemical characteristics with the substrate can be improved, and an appropriate viscosity can be provided.

按感光性樹脂組成物的總量計，可以包含1重量%到30重量%、例如1重量%到20重量%的量的粘合劑樹脂。當包含所述範圍內的粘合劑樹脂時，可以獲得改善的靈敏度、顯影性、解析度和圖案線性。The binder resin may be contained in an amount of 1 to 30% by weight, for example, 1 to 20% by weight based on the total amount of the photosensitive resin composition. When the binder resin in the range is included, improved sensitivity, developability, resolution, and pattern linearity can be obtained.

（( DD ）) 光可聚合單體Photopolymerizable monomer

根據一個實施例的感光性樹脂組成物包含光可聚合單體，並且光可聚合單體可以是包含至少一個烯系不飽和雙鍵的(甲基)丙烯酸的單官能酯或多官能酯。The photosensitive resin composition according to one embodiment includes a photopolymerizable monomer, and the photopolymerizable monomer may be a monofunctional or polyfunctional ester of (meth) acrylic acid including at least one ethylenically unsaturated double bond.

光可聚合單體具有烯系不飽和雙鍵，並且因此，在圖案形成過程中在曝光期間可以引起足夠的聚合，並且形成具有極佳耐熱性、耐光性以及耐化學性的圖案。The photopolymerizable monomer has an ethylenically unsaturated double bond, and therefore, sufficient polymerization can be caused during exposure during pattern formation, and a pattern having excellent heat resistance, light resistance, and chemical resistance can be formed.

光可聚合單體的特定實例可以是乙二醇二(甲基)丙烯酸酯、二乙二醇二(甲基)丙烯酸酯、三乙二醇二(甲基)丙烯酸酯、丙二醇二(甲基)丙烯酸酯、新戊二醇二(甲基)丙烯酸酯、1,4-丁二醇二(甲基)丙烯酸酯、1,6-己二醇二(甲基)丙烯酸酯、雙酚A二(甲基)丙烯酸酯、季戊四醇二(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、季戊四醇六(甲基)丙烯酸酯、二季戊四醇二(甲基)丙烯酸酯、二季戊四醇三(甲基)丙烯酸酯、二季戊四醇五(甲基)丙烯酸酯、二季戊四醇六(甲基)丙烯酸酯、雙酚A環氧基(甲基)丙烯酸酯、乙二醇單甲醚(甲基)丙烯酸酯、三羥甲基丙烷三(甲基)丙烯酸酯、磷酸三(甲基)丙烯醯氧基乙酯、醛環氧基(甲基)丙烯酸酯等。Specific examples of the photopolymerizable monomer may be ethylene glycol di (meth) acrylate, diethylene glycol di (meth) acrylate, triethylene glycol di (meth) acrylate, propylene glycol di (methyl) ) Acrylate, neopentyl glycol di (meth) acrylate, 1,4-butanediol di (meth) acrylate, 1,6-hexanediol di (meth) acrylate, bisphenol A di (Meth) acrylate, pentaerythritol di (meth) acrylate, pentaerythritol tri (meth) acrylate, pentaerythritol tetra (meth) acrylate, pentaerythritol hexa (meth) acrylate, dipentaerythritol di (meth) Acrylate, dipentaerythritol tri (meth) acrylate, dipentaerythritol penta (meth) acrylate, dipentaerythritol hexa (meth) acrylate, bisphenol A epoxy (meth) acrylate, ethylene glycol mono Methyl ether (meth) acrylate, trimethylolpropane tri (meth) acrylate, tri (meth) acrylic acid ethoxyethyl phosphate, aldehyde epoxy (meth) acrylate, and the like.

市售反應性不飽和化合物的實例如下。單官能(甲基)丙烯酸酯可以包含阿尼克斯M-101® （Aronix M-101® ）、M-111® 、M-114® （東亞合成化學工業株式會社（Toagosei Chemistry Industry Co., Ltd.））；卡亞拉德TC-110S® （KAYARAD TC-110S® ）、TC-120S® （日本化藥株式會社（Nippon Kayaku Co., Ltd.））；V-158® 、V-2311® （大阪有機化學工業株式會社（Osaka Organic Chemical Ind., Ltd.））等。雙官能(甲基)丙烯酸酯的實例可以包含阿尼克斯M-210® 、M-240® 、M-6200® （東亞合成化學工業株式會社）、卡亞拉德HDDA® 、HX-220® 、R-604® （日本化藥株式會社）、V-260® 、V-312® 、V-335 HP® （大阪有機化學工業株式會社）等。三官能(甲基)丙烯酸酯的實例可包含阿尼克斯M-309® 、M-400® 、M-405® 、M-450® 、M-7100® 、M-8030® 、M-8060® （東亞合成化學工業株式會社）、卡亞拉德TMPTA® 、DPCA-20® 、DPCA-30® 、DPCA-60® 、DPCA-120® （日本化藥株式會社）、V-295® 、V-300® 、V-360® 、V-GPT® 、V-3PA® 、V-400® （大阪有機化學工業株式會社）等。這些可以單獨使用或以兩個或多於兩個的混合物形式使用。Examples of commercially available reactive unsaturated compounds are as follows. The monofunctional (meth) acrylate may include Aronix M-101 ® (Aronix M-101 ® ), M-111 ® , M-114 ® (Toagosei Chemistry Industry Co., Ltd. )); Kayarad TC-110S ® (KAYARAD TC-110S ® ), TC-120S ® (Nippon Kayaku Co., Ltd.); V-158 ® , V-2311 ® ( Osaka Organic Chemical Ind., Ltd.) and others. Examples of the bifunctional (meth) acrylate may include Anix M-210 ® , M-240 ® , M-6200 ® (Toa Synthetic Chemical Industry Co., Ltd.), Kayarad HDDA ® , HX-220 ® , R-604 ® (Nippon Kayaku Co., Ltd.), V-260 ® , V-312 ® , V-335 HP ® (Osaka Organic Chemical Industry Co., Ltd.), etc. Examples of trifunctional (meth) acrylates may include Alnacs M-309 ® , M-400 ® , M-405 ® , M-450 ® , M-7100 ® , M-8030 ® , M-8060 ® ( Toa Synthetic Chemical Industry Co., Ltd.), Kayarad TMPTA ® , DPCA-20 ® , DPCA-30 ® , DPCA-60 ® , DPCA-120 ® (Nippon Kayaku Co., Ltd.), V-295 ® , V-300 ® , V-360 ® , V-GPT ® , V-3PA ® , V-400 ® (Osaka Organic Chemical Industry Co., Ltd.), etc. These can be used alone or in the form of a mixture of two or more.

光可聚合單體可以用酸酐處理來改善顯影性。The photopolymerizable monomer can be treated with an acid anhydride to improve developability.

按感光性樹脂組成物的總量計，可以包含1重量%到30重量%、例如1重量%到20重量%的量的光可聚合單體。當包含所述範圍內的光可聚合單體時，可以在彩色濾光片製造期間提高圖案特徵和顯影性。The photopolymerizable monomer may be contained in an amount of 1 to 30% by weight, for example, 1 to 20% by weight based on the total amount of the photosensitive resin composition. When the photopolymerizable monomer is included in the range, pattern characteristics and developability can be improved during color filter manufacturing.

（( EE ）光聚合引發劑) Photopolymerization initiator

根據一個實施例的感光性樹脂組成物包含光聚合引發劑。光聚合引發劑可以是苯乙酮類化合物、苯甲酮類化合物、噻噸酮類化合物、安息香類化合物、三嗪類化合物、肟類化合物等。The photosensitive resin composition according to an embodiment includes a photopolymerization initiator. The photopolymerization initiator may be an acetophenone-based compound, a benzophenone-based compound, a thioxanthone-based compound, a benzoin-based compound, a triazine-based compound, an oxime-based compound, and the like.

苯乙酮類化合物的實例可以是2,2'-二乙氧基苯乙酮、2,2'-二丁氧基苯乙酮、2-羥基-2-甲基苯丙酮、對叔丁基三氯苯乙酮、對叔丁基二氯苯乙酮、4-氯苯乙酮、2,2'-二氯-4-苯氧基苯乙酮、2-甲基-1-(4-(甲硫基)苯基)-2-嗎啉基丙-1-酮、2-苯甲基-2-二甲基氨基-1-(4-嗎啉基苯基)-丁-1-酮等。Examples of the acetophenone-based compound may be 2,2'-diethoxyacetophenone, 2,2'-dibutoxyacetophenone, 2-hydroxy-2-methylacetophenone, p-tert-butyl Trichloroacetophenone, p-tert-butyldichloroacetophenone, 4-chloroacetophenone, 2,2'-dichloro-4-phenoxyacetophenone, 2-methyl-1- (4- (Methylthio) phenyl) -2-morpholinylpropan-1-one, 2-benzyl-2-dimethylamino-1- (4-morpholinylphenyl) -but-1-one Wait.

二苯甲酮類化合物的實例可以是二苯甲酮、苯甲酸苯甲醯酯、苯甲醯苯甲酸甲酯、4-苯基二苯甲酮、羥基二苯甲酮、丙烯酸化二苯甲酮、4,4'-雙(二甲氨基)二苯甲酮、4,4'-雙(二乙氨基)二苯甲酮、4,4'-二甲氨基二苯甲酮、4,4'-二氯二苯甲酮、3,3'-二甲基-2-甲氧基二苯甲酮等。Examples of the benzophenone-based compound may be benzophenone, benzophenone benzoate, methyl benzoate benzoate, 4-phenylbenzophenone, hydroxybenzophenone, acrylated benzoyl Ketone, 4,4'-bis (dimethylamino) benzophenone, 4,4'-bis (diethylamino) benzophenone, 4,4'-dimethylaminobenzophenone, 4,4 '-Dichlorobenzophenone, 3,3'-dimethyl-2-methoxybenzophenone and the like.

噻噸酮類化合物的實例可以是噻噸酮、2-甲基噻噸酮、異丙基噻噸酮、2,4-二乙基噻噸酮、2,4-二異丙基噻噸酮、2-氯噻噸酮等。Examples of thioxanthone compounds may be thioxanthone, 2-methyl thioxanthone, isopropyl thioxanthone, 2,4-diethyl thioxanthone, 2,4-diisopropyl thioxanthone , 2-chlorothioxanthone and so on.

安息香類化合物的實例可以是安息香、安息香甲醚、安息香***、安息香異丙醚、安息香異丁醚、苯甲基二甲基縮酮等。Examples of the benzoin-based compound may be benzoin, benzoin methyl ether, benzoin ethyl ether, benzoin isopropyl ether, benzoin isobutyl ether, benzyl dimethyl ketal, and the like.

三嗪類化合物的實例可以是2,4,6-三氯-s-三嗪、2-苯基-4,6-雙(三氯甲基)-s-三嗪、2-(3',4'-二甲氧基苯乙烯基)-4,6-雙(三氯甲基)-s-三嗪、2-(4'-甲氧基萘基)-4,6-雙(三氯甲基)-s-三嗪、2-(對甲氧基苯基)-4,6-雙(三氯甲基)-s-三嗪、2-(對甲苯基)-4,6-雙(三氯甲基)-s-三嗪、2-聯苯-4,6-雙(三氯甲基)-s-三嗪、雙(三氯甲基)-6-苯乙烯基-s-三嗪、2-(萘酚1-基)-4,6-雙(三氯甲基)-s-三嗪、2-(4-甲氧基萘酚1-基)-4,6-雙(三氯甲基)-s-三嗪、2-4-雙(三氯甲基)-6-向日葵基-s-三嗪、2-4-雙(三氯甲基)-6-(4-甲氧基苯乙烯基)-s-三嗪等。Examples of the triazine compound may be 2,4,6-trichloro-s-triazine, 2-phenyl-4,6-bis (trichloromethyl) -s-triazine, 2- (3 ', 4'-dimethoxystyryl) -4,6-bis (trichloromethyl) -s-triazine, 2- (4'-methoxynaphthyl) -4,6-bis (trichloro (Methyl) -s-triazine, 2- (p-methoxyphenyl) -4,6-bis (trichloromethyl) -s-triazine, 2- (p-tolyl) -4,6-bis (Trichloromethyl) -s-triazine, 2-biphenyl-4,6-bis (trichloromethyl) -s-triazine, bis (trichloromethyl) -6-styryl-s- Triazine, 2- (naphthol 1-yl) -4,6-bis (trichloromethyl) -s-triazine, 2- (4-methoxynaphthol 1-yl) -4,6-bis (Trichloromethyl) -s-triazine, 2-4-bis (trichloromethyl) -6-sunfloweryl-s-triazine, 2-4-bis (trichloromethyl) -6- (4 -Methoxystyryl) -s-triazine and the like.

肟類化合物的實例可以是O-醯基肟類化合物、2-(O-苯甲醯基肟)-1-[4-(苯硫基)苯基]-1,2-辛二酮、1-(O-乙醯肟)-1-[9-乙基-6-(2-甲基苯甲醯基)-9H-哢唑-3-基]乙酮、O-乙氧羰基-α-氧氨基-1-苯基丙-1-酮等。O-醯肟類化合物的實例可以是1,2-辛二酮、2-二甲胺基-2-(4-甲基苯甲基)-1-(4-嗎啉-4-基-苯基)-丁-1-酮、1-(4-苯硫基苯基)-丁烷-1,2-二酮2-肟-O-苯甲酸酯、1-(4-苯硫基苯基)-辛烷-1,2-二酮2-肟-O-苯甲酸酯、1-(4-苯硫基苯基)-辛-1-酮肟-O-乙酸酯、1-(4-苯硫基苯基)-丁-1-酮肟-O-乙酸酯等。Examples of the oxime-based compound may be an O-fluorenyl oxime-based compound, 2- (O-benzylidene oxime) -1- [4- (phenylthio) phenyl] -1,2-octanedione, 1 -(O-acetamoxime) -1- [9-ethyl-6- (2-methylbenzylidene) -9H-oxazol-3-yl] ethanone, O-ethoxycarbonyl-α- Oxyamino-1-phenylpropan-1-one and the like. Examples of O-hydrazine compounds may be 1,2-octanedione, 2-dimethylamino-2- (4-methylbenzyl) -1- (4-morpholin-4-yl-benzene ) -But-1-one, 1- (4-phenylthiophenyl) -butane-1,2-dione 2-oxime-O-benzoate, 1- (4-phenylthiobenzene ) -Octane-1,2-dione 2-oxime-O-benzoate, 1- (4-phenylthiophenyl) -oct-1-oneoxime-O-acetate, 1- (4-phenylthiophenyl) -butan-1-oneoxime-O-acetate and the like.

光聚合引發劑除所述化合物之外可以更包含哢唑類化合物、二酮類化合物、硼酸鋶類化合物、重氮類化合物、咪唑類化合物、聯咪唑類化合物等。The photopolymerization initiator may further include an oxazole-based compound, a dione-based compound, a boric acid fluorene-based compound, a diazonium-based compound, an imidazole-based compound, a biimidazole-based compound, and the like in addition to the compound.

按感光性樹脂組成物的總量計，可以包含0.1重量%到8重量%，0.1重量%到5重量%的量的光聚合引發劑。當包含所述範圍內的光聚合引發劑時，所述組成物在用於製備彩色濾光片的圖案形成過程期間曝光時可以足夠光聚合，實現優良敏感性並提高透射率。The photopolymerization initiator may be contained in an amount of 0.1% to 8% by weight and 0.1% to 5% by weight based on the total amount of the photosensitive resin composition. When a photopolymerization initiator within the range is included, the composition may be sufficiently photopolymerized upon exposure during a pattern forming process for preparing a color filter, achieving excellent sensitivity and improving transmittance.

（( FF ）溶劑) Solvent

溶劑是與染料聚合物、異氰酸酯類熱硬化劑、粘合劑樹脂、光可聚合單體以及光聚合引發劑具有相容性而不與它們反應的材料。The solvent is a material having compatibility with a dye polymer, an isocyanate-based thermosetting agent, a binder resin, a photopolymerizable monomer, and a photopolymerization initiator without reacting with them.

溶劑不受特定限制，但溶劑的實例包含醇，例如甲醇、乙醇等；醚，例如二氯***、正丁醚、二異戊醚、甲基苯醚、四氫呋喃等；二醇醚，例如乙二醇甲醚、乙二醇***、丙二醇甲醚等；溶纖劑乙酸酯，例如溶纖劑乙酸甲酯、溶纖劑乙酸乙酯、溶纖劑乙酸二乙酯等；卡必醇，甲基乙基卡必醇、二乙基卡必醇、二乙二醇單甲醚、二乙二醇單***、二乙二醇二甲醚、二乙二醇甲基***、二乙二醇二***等；丙二醇烷基醚乙酸酯，例如丙二醇甲醚乙酸酯、丙二醇丙醚乙酸酯等；芳香族烴，例如甲苯、二甲苯等；酮，例如甲基乙基酮、環己酮、4-羥基-4-甲基-2-戊酮、甲基-正丙酮、甲基-正丁酮、甲基-正戊酮、2-庚酮等；飽和脂肪族單羧酸烷基酯，例如乙酸乙酯、乙酸正丁酯、乙酸異丁酯等；乳酸烷基酯，例如乳酸甲酯、乳酸乙酯等；羥基乙酸烷基酯，例如羥基乙酸甲酯、羥基乙酸乙酯、羥基乙酸丁酯等；乙酸烷氧基烷基酯，例如乙酸甲氧基甲酯、乙酸甲氧基乙酯、乙酸甲氧基丁酯、乙酸乙氧基甲酯、乙酸乙氧基乙酯等；3-羥基丙酸烷基酯，例如3-羥基丙酸甲酯、3-羥基丙酸乙酯等；3-烷氧基丙酸烷基酯，例如3-甲氧基丙酸甲酯、3-甲氧基丙酸乙酯、3-乙氧基丙酸乙酯、3-乙氧基丙酸甲酯等；2-羥基丙酸烷基酯，例如2-羥基丙酸甲酯、2-羥基丙酸乙酯、2-羥基丙酸丙酯等；2-烷氧基丙酸烷基酯，例如2-甲氧基丙酸甲酯、2-甲氧基丙酸乙酯、2-乙氧基丙酸乙酯、2-乙氧基丙酸甲酯等；2-羥基-2-甲基丙酸烷基酯，例如2-羥基-2-甲基丙酸甲酯、2-羥基-2-甲基丙酸乙酯等；2-烷氧基-2-甲基丙酸烷基酯，例如2-甲氧基-2-甲基丙酸甲酯、2-乙氧基-2-甲基丙酸乙酯等；酯，例如丙酸2-羥乙酯、丙酸2-羥基-2-甲基乙酯、乙酸羥乙酯、2-羥基-3-甲基丁酸甲酯等；或酮酸酯化合物，例如丙酮酸乙酯。此外，溶劑可以是N-甲基甲醯胺、N,N-二甲基甲醯胺、N-甲基甲醯苯胺、N-甲基乙醯胺、N,N-二甲基乙醯胺、N-甲基吡咯烷酮、二甲亞碸、苯甲基***、二己醚、乙醯丙酮、異佛爾酮、己酸、辛酸、1-辛醇、1-壬醇、苯甲醇、乙酸苯甲酯、苯甲酸乙酯、乙二酸二乙酯、順丁烯二酸二乙酯、γ-丁內酯、碳酸亞乙酯、碳酸亞丙酯、溶纖劑乙酸苯酯等。這些可以單獨使用或以兩個或多於兩個的混合物形式使用。The solvent is not particularly limited, but examples of the solvent include alcohols such as methanol, ethanol, and the like; ethers such as dichloroethyl ether, n-butyl ether, diisoamyl ether, methylphenyl ether, tetrahydrofuran, and the like; glycol ethers such as ethylene glycol Alcohol methyl ether, ethylene glycol ether, propylene glycol methyl ether, etc .; Cellosolve acetates, such as cellosolve methyl acetate, cellosolve ethyl acetate, cellosolve diethyl acetate, etc .; carbitol, a Ethylethylcarbitol, diethylcarbitol, diethylene glycol monomethyl ether, diethylene glycol monoethyl ether, diethylene glycol dimethyl ether, diethylene glycol methyl ether, diethylene glycol diethylene glycol Diethyl ether, etc .; propylene glycol alkyl ether acetates, such as propylene glycol methyl ether acetate, propylene glycol propyl ether acetate, etc .; aromatic hydrocarbons, such as toluene, xylene, etc .; ketones, such as methyl ethyl ketone, cyclohexanone , 4-hydroxy-4-methyl-2-pentanone, methyl-n-acetone, methyl-n-butanone, methyl-n-pentanone, 2-heptanone, etc .; saturated aliphatic monocarboxylic acid alkyl esters , Such as ethyl acetate, n-butyl acetate, isobutyl acetate, etc .; alkyl lactate, such as methyl lactate, ethyl lactate, etc .; alkyl glycolate, such as hydroxy Methyl acetate, ethyl glycolate, butyl glycolate, etc .; alkoxyalkyl acetates, such as methoxymethyl acetate, methoxyethyl acetate, methoxybutyl acetate, ethoxy acetate Methyl ester, ethoxyethyl acetate, etc .; alkyl 3-hydroxypropionate, such as methyl 3-hydroxypropionate, ethyl 3-hydroxypropionate, etc .; alkyl 3-alkoxypropionate, such as Methyl 3-methoxypropionate, ethyl 3-methoxypropionate, ethyl 3-ethoxypropionate, methyl 3-ethoxypropionate, etc .; alkyl 2-hydroxypropionate, For example, methyl 2-hydroxypropionate, ethyl 2-hydroxypropionate, propyl 2-hydroxypropionate, etc .; alkyl 2-alkoxypropionate, such as methyl 2-methoxypropionate, 2- Ethyl methoxypropionate, ethyl 2-ethoxypropionate, methyl 2-ethoxypropionate, etc .; alkyl 2-hydroxy-2-methylpropionate, such as 2-hydroxy-2- Methyl methylpropionate, ethyl 2-hydroxy-2-methylpropionate, etc .; alkyl 2-alkoxy-2-methylpropionate, such as 2-methoxy-2-methylpropionic acid Methyl ester, ethyl 2-ethoxy-2-methylpropionate, etc .; esters such as 2-hydroxyethyl propionate, 2-hydroxy-2-methyl ethyl propionate, hydroxyethyl acetate, 2- hydroxyl Methyl-3-methylbutanoate and the like; or ketoester compounds such as ethyl pyruvate. In addition, the solvent may be N-methylformamide, N, N-dimethylformamide, N-methylformanilide, N-methylacetamide, N, N-dimethylacetamide , N-methylpyrrolidone, dimethylarsine, benzyl ether, dihexyl ether, acetone, isophorone, hexanoic acid, caprylic acid, 1-octanol, 1-nonanol, benzyl alcohol, benzene acetate Methyl ester, ethyl benzoate, diethyl oxalate, diethyl maleate, γ-butyrolactone, ethylene carbonate, propylene carbonate, cellosolve phenyl acetate, and the like. These can be used alone or in the form of a mixture of two or more.

考慮到摻混性、反應性等，溶劑可以包含二醇醚，例如乙二醇單***等；乙二醇烷基醚乙酸酯，例如溶纖劑乙酸乙酯等；酯，例如丙酸2-羥基乙酯等；二乙二醇，例如二乙二醇單甲醚等；或丙二醇烷基醚乙酸酯，例如丙二醇單甲醚乙酸酯、丙二醇丙醚乙酸酯等。Considering the miscibility, reactivity, etc., the solvent may include glycol ethers, such as ethylene glycol monoethyl ether, etc .; glycol alkyl ether acetates, such as cellosolve ethyl acetate, etc .; -Hydroxyethyl, etc .; diethylene glycol, such as diethylene glycol monomethyl ether, etc .; or propylene glycol alkyl ether acetate, such as propylene glycol monomethyl ether acetate, propylene glycol propyl ether acetate, and the like.

按感光性樹脂組成物的總量計，包含的餘量是溶劑，並且具體來說，包含30重量%到85重量%範圍內的量的溶劑。當包含所述範圍內的溶劑時，感光性樹脂組成物可以具有適當粘度並且因此可以改善塗布加工性。The remaining amount is a solvent based on the total amount of the photosensitive resin composition, and specifically, the solvent is included in an amount in a range of 30% to 85% by weight. When the solvent is included in the range, the photosensitive resin composition may have an appropriate viscosity and thus may improve coating processability.

（( GG ）其它添加劑) Other additives

根據一個實施例的感光性樹脂組成物可以更包含其它添加劑，例如丙二酸；3-氨基-1,2-丙二醇；包含乙烯基或(甲基)丙烯醯氧基的矽烷類偶合劑；調平劑；氟類表面活性劑；以及自由基聚合引發劑，以防止塗布期間的染色或斑點，調整平整性或防止未顯影所產生的圖案殘餘物。The photosensitive resin composition according to an embodiment may further include other additives, such as malonic acid; 3-amino-1,2-propanediol; a silane-based coupling agent containing vinyl or (meth) acryloxy; Leveling agents; fluorine-based surfactants; and free radical polymerization initiators to prevent staining or spots during coating, adjust flatness, or prevent pattern residues from undeveloped.

添加劑可以根據所需特性來控制。Additives can be controlled based on the desired characteristics.

偶合劑可以是矽烷類偶合劑，並且矽烷類偶合劑的實例可以是三甲氧基矽烷基苯甲酸、γ-甲基丙烯醯基氧基丙基三甲氧基矽烷、乙烯基三乙醯氧基矽烷、乙烯基三甲氧基矽烷、γ-異氰酸酯丙基三乙氧基矽烷、γ-縮水甘油氧基丙基三甲氧基矽烷、β-(3,4-環氧基環己基)乙基三甲氧基矽烷等。這些可以單獨使用或以兩個或多於兩個的混合物形式使用。The coupling agent may be a silane-based coupling agent, and examples of the silane-based coupling agent may be trimethoxysilylbenzoic acid, γ-methacrylfluorenyloxypropyltrimethoxysilane, vinyltriethoxysilane , Vinyltrimethoxysilane, γ-isocyanatepropyltriethoxysilane, γ-glycidoxypropyltrimethoxysilane, β- (3,4-epoxycyclohexyl) ethyltrimethoxy Silane, etc. These can be used alone or in the form of a mixture of two or more.

按感光性樹脂組成物的總量計，可以包含0.01重量份到1重量份的量的矽烷類偶合劑。The silane-based coupling agent may be contained in an amount of 0.01 to 1 part by weight based on the total amount of the photosensitive resin composition.

感光性樹脂組成物可以按需要更包含氟類表面活性劑。The photosensitive resin composition may further contain a fluorine-based surfactant as needed.

氟類表面活性劑的實例可以包含（但不限於）大日本油墨化學工業株式會社（DIC Co., Ltd.）製造的F-482、F-484、F-478、F-554等。Examples of the fluorine-based surfactant may include, but are not limited to, F-482, F-484, F-478, F-554, and the like manufactured by DIC Co., Ltd.

按感光性樹脂組成物的總量計，可以包含0.01重量%到1重量%，例如0.01重量%到0.8重量%的量的氟類表面活性劑。當所述量超出所述範圍時，可能產生顯影後的外來粒子。The fluorine-based surfactant may be included in an amount of 0.01% to 1% by weight, for example, 0.01% to 0.8% by weight based on the total amount of the photosensitive resin composition. When the amount is outside the range, foreign particles after development may be generated.

根據一個實施例的感光性樹脂組成物可以是能夠通過輻射光固化並且用鹼性水溶液顯影的鹼性顯影類型。當將感光性樹脂組成物層壓於襯底上並且通過光化射線輻射形成用於彩色濾光片的圖案時，感光性樹脂組成物通過光化射線反應，並且因此，與非反應區相比急劇地降低反應區的溶解度，並且因此，僅可以選擇性溶解非反應區。以此方式，去除非曝光區的溶液稱為顯影溶液，並且這一顯影溶液分類為兩種類型，例如有機溶劑類型和鹼性顯影類型。因為有機溶劑類型顯影溶液造成大氣污染並且給人體帶來損害，所以就環境來說可以使用鹼性顯影類型溶液。根據一個實施例的感光性樹脂組成物使用鹼性顯影類型溶液，並且因此，就環境來說可以有效地使用。The photosensitive resin composition according to one embodiment may be an alkaline development type capable of being cured by radiation light and developed with an alkaline aqueous solution. When a photosensitive resin composition is laminated on a substrate and a pattern for a color filter is formed by actinic ray radiation, the photosensitive resin composition reacts by actinic rays, and therefore, compared with a non-reactive region The solubility of the reaction zone is drastically reduced, and therefore, only the non-reaction zone can be selectively dissolved. In this way, the solution that removes the non-exposed areas is called a developing solution, and this developing solution is classified into two types, such as an organic solvent type and an alkaline developing type. Since the organic solvent type developing solution causes air pollution and causes damage to the human body, an alkaline developing type solution may be used as far as the environment is concerned. The photosensitive resin composition according to one embodiment uses an alkaline developing type solution, and therefore, it can be effectively used in terms of environment.

另一個實施例提供一種使用所述感光性樹脂組成物製造的彩色濾光片。感光性樹脂層的厚度可以是1微米到5微米，例如2微米到4微米。Another embodiment provides a color filter manufactured using the photosensitive resin composition. The thickness of the photosensitive resin layer may be 1 micrometer to 5 micrometers, for example, 2 micrometers to 4 micrometers.

另一個實施例提供一種包含感光性樹脂層的彩色濾光片。Another embodiment provides a color filter including a photosensitive resin layer.

這一彩色濾光片可以用一般方法製造，但具體來說，使用在玻璃上旋塗、輥塗、狹縫塗布感光性樹脂組成物等方法，以使感光性樹脂組成物具有1.0微米到5.0微米範圍內的厚度。在塗布後，使用紫外（UV）射線輻射以形成彩色濾光片所需的圖案，將塗布層用鹼性顯影溶液處理，並且可以溶解其未輻射區，形成用於圖像彩色濾光片的圖案。取決於所需R、G以及B色彩的數量，重複這一過程，從而製造具有所需圖案的彩色濾光片。另外，通過熱處理、光化射線輻射等固化顯影得到的影像圖案，因此改良抗裂性、耐溶劑性等。This color filter can be manufactured by a general method, but specifically, a method such as spin coating, roll coating, slit coating of a photosensitive resin composition on glass is used so that the photosensitive resin composition has a thickness of 1.0 micrometer to 5.0 Thickness in the micrometer range. After coating, ultraviolet (UV) radiation is used to form the pattern required for the color filter, the coating layer is treated with an alkaline developing solution, and its unirradiated area can be dissolved to form a color filter for the image. pattern. Depending on the number of required R, G, and B colors, this process is repeated to produce a color filter having a desired pattern. In addition, image patterns obtained by curing and development such as heat treatment and actinic ray radiation improve crack resistance, solvent resistance, and the like.

另一個實施例提供一種包含感光性樹脂層的彩色濾光片。Another embodiment provides a color filter including a photosensitive resin layer.

在下文中，優選參考實例更詳細描述本發明。然而，這些實例在任何意義上都不解釋為限制本發明的範圍。Hereinafter, the present invention is preferably described in more detail with reference to examples. However, these examples are not to be construed as limiting the scope of the invention in any sense.

（( 製備染料聚合物Preparation of dye polymers ）)

製備實例Preparation example 11 到製備實例To preparation example 44 、製備比較例Comparative Preparation 11 和製備比較例And preparation comparative example 22

使用下表1中所示的組成物，製備具有核-殼結構的染料聚合物。具體來說，將1.5克光聚合引發劑V601（和光化學株式會社（WAKO Chemicals Inc.））置於100毫升燒杯中，並且按30克丙烯酸系單體的總量計，按下表1中所示的重量百分比依序添加各羅丹明類單體和丙烯酸化合物。向其中添加72克DAA（二丙酮醇）並且攪拌30分鐘直到羅丹明類單體、丙烯酸系化合物和光聚合引發劑完全溶解，以獲得溶液。為了進行聚合反應，將54克DAA置於安裝有冷卻器和氮氣管的250毫升3頸玻璃反應器中並且加熱到85℃，並且進行氮氣鼓泡。接著，以逐滴方式向反應器中添加所獲得的溶液持續3小時，並且在相同溫度下反應9小時，並且將溫度降到室溫來停止反應。在氮氣氣氛下進行聚合反應。Using the composition shown in Table 1 below, a dye polymer having a core-shell structure was prepared. Specifically, 1.5 g of a photopolymerization initiator V601 (WAKO Chemicals Inc.) was placed in a 100 ml beaker, and based on the total amount of 30 g of acrylic monomer, as shown in Table 1 below. Each of the rhodamine-based monomers and acrylic compounds was added sequentially in the weight percentages shown. 72 g of DAA (diacetone alcohol) was added thereto and stirred for 30 minutes until the rhodamine-based monomer, the acrylic compound, and the photopolymerization initiator were completely dissolved to obtain a solution. To perform the polymerization reaction, 54 g of DAA was placed in a 250 ml 3-neck glass reactor equipped with a cooler and a nitrogen tube and heated to 85 ° C., and nitrogen bubbling was performed. Next, the obtained solution was added to the reactor in a dropwise manner for 3 hours, and reacted at the same temperature for 9 hours, and the temperature was lowered to room temperature to stop the reaction. The polymerization was performed under a nitrogen atmosphere.

[表1] （單位：重量%） [Table 1] (Unit:% by weight)

羅丹明類單體 1 Rhodamine type monomer 1

（1）將50克1 KRX-01（目錄號77545-45-0，仁京合成株式會社（Kyung-In Synthetic Corporation））置於反應器中並且使用350毫升異丙醇溶解。在不超過20℃的溫度下以逐滴方式緩慢添加22.6克二乙胺並且在20℃下攪拌3小時。將反應液體添加到2升10%鹽酸水溶液中並且沉澱。將所獲得的沉澱物抽吸過濾並且用純水進一步清洗。乾燥濾液獲得23.6克反應物1（43%產率）。(1) 50 grams of 1 KRX-01 (catalog number 77545-45-0, Kyung-In Synthetic Corporation) was placed in a reactor and dissolved with 350 ml of isopropanol. 22.6 grams of diethylamine were slowly added dropwise at a temperature not exceeding 20 ° C and stirred at 20 ° C for 3 hours. The reaction liquid was added to 2 liters of a 10% aqueous hydrochloric acid solution and precipitated. The obtained precipitate was suction-filtered and further washed with pure water. The filtrate was dried to obtain 23.6 g of reactant 1 (43% yield).

（2）在室溫下混合從（1）獲得的反應物1（7.5克）和52.5克N-甲基吡咯烷酮，並且在不超過20℃的溫度下滴入4.5克2-(乙胺基)乙醇，並且在60℃下攪拌8小時。在室溫下冷卻反應液體並且添加263克。所獲得的沉澱物抽吸過濾並且用純水進一步清洗。乾燥濾液獲得23.6克反應物2（43%產率）。(2) The reactant 1 (7.5 g) obtained from (1) and 52.5 g of N-methylpyrrolidone were mixed at room temperature, and 4.5 g of 2- (ethylamino) was added dropwise at a temperature not exceeding 20 ° C. Ethanol, and stirred at 60 ° C for 8 hours. The reaction liquid was cooled at room temperature and 263 grams were added. The obtained precipitate was filtered under suction and further washed with pure water. The filtrate was dried to obtain 23.6 g of reactant 2 (43% yield).

（3）將從（2）獲得的反應物2（5克）置於反應器中並且使用35毫升二氯甲烷溶解，接著添加1.4毫升三乙胺並且在0℃下冷卻。將1.2克甲基丙烯酸甲酯逐滴添加到冷卻的反應物中並且在室溫下加熱，並且在室溫下攪拌4小時，接著洗滌反應液體。經洗滌的有機層在減壓下蒸餾去除有機溶劑。用少量二氯甲烷溶解所獲得的固體，接著以逐滴方式添加到100毫升***中進行沉澱。將沉澱物抽吸過濾並且用***進一步洗滌，並且最終乾燥濾液獲得4.8克羅丹明類單體1（84%產率）。(3) The reactant 2 (5 g) obtained from (2) was placed in a reactor and dissolved with 35 ml of dichloromethane, then 1.4 ml of triethylamine was added and cooled at 0 ° C. 1.2 g of methyl methacrylate was added dropwise to the cooled reaction and heated at room temperature, and stirred at room temperature for 4 hours, followed by washing the reaction liquid. The washed organic layer was distilled to remove the organic solvent under reduced pressure. The obtained solid was dissolved with a small amount of dichloromethane, and then added dropwise to 100 ml of ether to precipitate. The precipitate was suction filtered and further washed with diethyl ether, and the filtrate was finally dried to obtain 4.8 g of rhodamine-based monomer 1 (84% yield).

羅丹明類單體 2 （ 仁京合成株式會社 ） Rhodamine monomer 2 ( Inkyo Synthetic Corporation )

（製備感光性樹脂組成物）(Preparation of photosensitive resin composition)

實例Examples 11 到實例To instance 55 以及比較例And comparative examples 11 到比較例To comparative example 22

按如表2的組成中所示向溶劑添加光聚合引發劑，並且在室溫下攪拌1小時來溶解於溶劑中。接著，添加粘合劑樹脂和光可聚合單體，並且在室溫下攪拌混合物1小時。接著，添加其它添加劑並且在室溫下攪拌1小時。向其中添加在製備實例1到製備實例4和製備比較例1和製備比較例2中製備的染料聚合物、顏料以及金屬錯合物染料，在室溫下攪拌混合物2小時，並且過濾溶液三次以去除雜質，製備實例1到實例5和比較例1和比較例2的各感光性樹脂組成物。用於製備感光性樹脂組成物的組分如下。A photopolymerization initiator was added to the solvent as shown in the composition in Table 2, and stirred at room temperature for 1 hour to dissolve in the solvent. Next, a binder resin and a photopolymerizable monomer were added, and the mixture was stirred at room temperature for 1 hour. Next, other additives were added and stirred at room temperature for 1 hour. The dye polymers, pigments, and metal complex dyes prepared in Preparation Examples 1 to 4 and Preparation Comparative Examples 1 and 2 were added thereto, the mixture was stirred at room temperature for 2 hours, and the solution was filtered three times to The impurities were removed, and each photosensitive resin composition of Examples 1 to 5 and Comparative Examples 1 and 2 was prepared. The components used to prepare the photosensitive resin composition are as follows.

（( AA ）) 著色劑Colorant

染料聚合物 （A-1）根據製備實例1的染料聚合物 （A-2）根據製備實例2的染料聚合物 （A-3）根據製備實例3的染料聚合物 （A-4）根據製備實例4的染料聚合物 （A-5）根據製備比較例1的染料聚合物 （A-6）根據製備比較例2的染料聚合物 Dye polymer (A-1) Dye polymer (A-2) according to Preparation Example 1 Dye polymer (A-3) according to Preparation Example 2 Dye polymer (A-4) according to Preparation Example 3 Dye polymer (A-5) of 4 was prepared according to Dye polymer (A-6) of Comparative Example 1 Dye polymer (A-6) was prepared according to Comparative Example 2

顏料 C.I.顏料紅254（三洋（Sanyo）） Pigment CI Pigment Red 254 (Sanyo)

金屬錯合物染料 麗色寶紅330（巴斯夫（BASF）） Metal Complex Dyes Li-Sapphire 330 (BASF)

（ B ） 異氰酸酯類熱硬化劑 （B-1）由化學式7-1表示的化合物（韋斯特那B序列（VESTANAT B-series），德固賽公司（Degussa Corporation）） ( B ) Isocyanate-based thermal hardener (B-1) is a compound represented by Chemical Formula 7-1 (VESTANAT B-series, Degussa Corporation)

[化學式7-1] [Chemical Formula 7-1]

（B-1）由化學式8-1表示的化合物（德固賽公司）(B-1) Compound represented by Chemical Formula 8-1 (Degussa)

[化學式8-1] [Chemical Formula 8-1]

（ C ） 粘合劑樹脂 （C-1）丙烯酸類粘合劑樹脂（CF-1106，和光化學株式會社） （C-2）卡哆類粘合劑樹脂（V259ME，日本鋼鐵化學株式會社（NIPPON STEEL CHEMICAL）） ( C ) Binder Resin (C-1) Acrylic Binder Resin (CF-1106, Wako Chemical Co., Ltd.) (C-2) Carbide Binder Resin (V259ME, Nippon Steel Chemical Co., Ltd. (NIPPON STEEL CHEMICAL))

（ D ） 光可聚合單體 （D-1）DPHA（日本化藥（Nippon KAYAKU）） （D-2）威斯克1000（VISCOAT 1000）（大阪有機化學工業株式會社） ( D ) Photopolymerizable monomer (D-1) DPHA (Nippon KAYAKU) (D-2) VISCOAT 1000 (Osaka Organic Chemical Industry Co., Ltd.)

（ E ） 光聚合引發劑 （E-1）SPI-03（韓國三陽光學（Samyang）） （E-2）OXE01（巴斯夫） ( E ) Photopolymerization initiator (E-1) SPI-03 (Samyang) (E-2) OXE01 (BASF)

（ F ）溶劑 丙二醇單甲基乙基乙酸酯（PGMEA，西格瑪-阿爾德里奇公司（Sigma-aldrich Copperation）） ( F ) Solvent Propylene glycol monomethyl ethyl acetate (PGMEA, Sigma-aldrich Copperation)

（ G ）其它添加劑 氟類表面活性劑（F-554，大日本油墨化學工業株式會社） ( G ) Other additives Fluorine surfactant (F-554, Dainippon Ink Chemical Industry Co., Ltd.)

[表2] （單位：重量%） [Table 2] (Unit:% by weight)

評估Evaluation

製造彩色濾光片樣本Making color filter samples

通過使用旋塗機（K-Spin8，KDNS），分別將根據實例1到實例5以及比較例1和比較例2的感光性樹脂組成物塗布在透明正方形玻璃襯底（裸露玻璃）上達到3微米厚。在熱板上在90℃下烘烤所塗布的感光性樹脂組成物120秒，通過使用曝光器（I10C，尼康公司（Nikon Co.））以50毫焦的輸出（功率）曝光，並且接著在230℃的強制對流烘箱中後烘烤30分鐘以製造樣本。Using a spin coater (K-Spin8, KDNS), the photosensitive resin compositions according to Examples 1 to 5 and Comparative Examples 1 and 2 were coated on a transparent square glass substrate (exposed glass) to 3 microns, respectively. thick. The coated photosensitive resin composition was baked on a hot plate at 90 ° C. for 120 seconds, exposed at an output (power) of 50 mJ by using an exposure device (I10C, Nikon Co.), and then at Post-bake for 30 minutes in a forced convection oven at 230 ° C to make samples.

評估Evaluation 11 ：: 評估發光特徵Evaluation of luminous characteristics

實例1到實例5以及比較例1和比較例2中製造的彩色濾光片樣本的顏色特徵通過在230℃的強制對流烘箱中將其另外烘烤30分鐘，並且使用分光光度計（大塚電子株式會社（Otsuka Electronics Co., Ltd.），MCPD3000）比較烘烤之前/之後的顏色改變來測量，並且結果顯示於表3中。The color characteristics of the color filter samples manufactured in Examples 1 to 5 and Comparative Examples 1 and 2 were obtained by baking them in a forced convection oven at 230 ° C for another 30 minutes, and using a spectrophotometer (Otsuka Electronics Co., Ltd.) The company (Otsuka Electronics Co., Ltd., MCPD3000) is measured in comparison with the color change before / after baking, and the results are shown in Table 3.

評估Evaluation 22 ：: 評估耐熱性Assessing heat resistance

在實例1到實例5以及比較例1和比較例2中製造的彩色濾光片樣本的圖案的耐熱性通過在230℃的烘箱中對其進行熱處理30分鐘來測量。通過在熱處理之前和之後的彩色濾光片圖案的顏色改變來評估耐熱性，使用分光光度計（大塚電子株式會社，MCPD3000）測量顏色改變，並且結果顯示於表3中。The heat resistance of the patterns of the color filter samples manufactured in Examples 1 to 5 and Comparative Examples 1 and 2 was measured by heat-treating them in an oven at 230 ° C. for 30 minutes. Heat resistance was evaluated by the color change of the color filter pattern before and after the heat treatment, the color change was measured using a spectrophotometer (Otsuka Electronics Co., Ltd., MCPD3000), and the results are shown in Table 3.

評估Evaluation 33 ：: 評估耐化學性Assess chemical resistance

將實例1到實例5以及比較例1和比較例2中製造的彩色濾光片樣本的圖案浸漬在80℃ NMP溶液中5分鐘，並且接著評估PI溶液耐化學性。通過在浸漬於NMP溶液中之前和之後的彩色濾光片圖案的顏色改變以及浸漬於剝離劑中之後彩色濾光片圖案的剝落來評估耐化學性。使用分光光度計（大塚電子株式會社，MCPD3000）測量彩色濾光片圖案的顏色改變，並且通過光學顯微鏡評估彩色濾光片圖案的剝落。評估結果顯示於表3中。The patterns of the color filter samples produced in Examples 1 to 5 and Comparative Examples 1 and 2 were immersed in a 80 ° C. NMP solution for 5 minutes, and then the PI solution chemical resistance was evaluated. The chemical resistance was evaluated by color change of the color filter pattern before and after immersion in the NMP solution and peeling of the color filter pattern after immersion in the release agent. The color change of the color filter pattern was measured using a spectrophotometer (Otsuka Electronics Co., Ltd., MCPD3000), and the exfoliation of the color filter pattern was evaluated by an optical microscope. The evaluation results are shown in Table 3.

[表3] [table 3]

從表3可見，與根據比較例1和比較例2的不具有染料聚合物和異氰酸酯類熱硬化劑的感光性樹脂組成物相比，包含製備實例1到製備實例4的染料聚合物和根據實例1到實例5的異氰酸酯類熱硬化劑的感光性樹脂組成物展現改善的耐熱性和耐化學性以及色彩特徵（例如亮度）。As can be seen from Table 3, compared with the photosensitive resin composition without the dye polymer and the isocyanate-based thermosetting agent according to Comparative Examples 1 and 2, the dye polymers including Preparation Examples 1 to 4 and Examples The photosensitive resin composition of the isocyanate-based thermosetting agent of 1 to Example 5 exhibits improved heat resistance and chemical resistance, and color characteristics such as brightness.

雖然已經結合目前視為實用示範性實施例的內容來描述本發明，但應理解本發明不限於所披露的實施例，而是相反，本發明旨在涵蓋包含在所附權利要求書的精神和範圍內的各種修改和等效配置。因此，上述實施例應理解為示範性的但不以任何方式限制本發明。Although the present invention has been described in connection with what is presently considered as a practical exemplary embodiment, it should be understood that the invention is not limited to the disclosed embodiments, but rather, the invention is intended to cover the spirit and Various modifications and equivalent configurations within the scope. Therefore, the above embodiments should be understood as exemplary but not limiting the present invention in any way.

無。no.

圖1為根據一個實施例的感光性樹脂組成物中具有核-殼結構的染料聚合物的示意圖。FIG. 1 is a schematic diagram of a dye polymer having a core-shell structure in a photosensitive resin composition according to an embodiment.

Claims (16)

一種感光性樹脂組成物，包括： （A）著色劑，包含具有核-殼結構的染料聚合物； （B）異氰酸酯類熱硬化劑； （C）粘合劑樹脂； （D）光可聚合單體； （E）光聚合引發劑；以及 （F）溶劑， 其中具有所述核-殼結構的所述染料聚合物為由化學式1表示的化合物、羅丹明類化合物以及丙烯酸系化合物的共聚物： [化學式1]
Figure TWI620013B_C0001
其中，在化學式1中， R0是氫原子或經取代或未經取代的C1到C10烷基，以及 n為3到30範圍內的整數。A photosensitive resin composition, including: (A) a colorant including a dye polymer having a core-shell structure; (B) an isocyanate-based thermosetting agent; (C) a binder resin; (D) a photopolymerizable monomer (E) photopolymerization initiator; and (F) solvent, wherein the dye polymer having the core-shell structure is a copolymer of a compound represented by Chemical Formula 1, a rhodamine compound, and an acrylic compound: [Chemical Formula 1]
Figure TWI620013B_C0001
Among them, in Chemical Formula 1, R 0 is a hydrogen atom or a substituted or unsubstituted C1 to C10 alkyl group, and n is an integer in the range of 3 to 30. 如申請專利範圍第1項所述的感光性樹脂組成物，其中按所述共聚物的總量計，所述感光性樹脂組成物包含： 5重量%到20重量%所述由化學式1表示的化合物； 20重量%到60重量%所述羅丹明類化合物；以及 30重量%到70重量%所述丙烯酸系化合物。The photosensitive resin composition as described in item 1 of the patent application range, wherein the photosensitive resin composition contains: 5 to 20% by weight of the total of the copolymer The compound; 20 to 60% by weight of the rhodamine compound; and 30 to 70% by weight of the acrylic compound. 如申請專利範圍第1項所述的感光性樹脂組成物，其中所述羅丹明類化合物在末端處包含由化學式2表示的官能團： [化學式2]
Figure TWI620013B_C0002
其中，在化學式2中， R1是氫原子或經取代或未經取代的C1到C10烷基。The photosensitive resin composition as described in item 1 of the patent application range, wherein the rhodamine compound contains a functional group represented by Chemical Formula 2 at the terminal: [Chemical Formula 2]
Figure TWI620013B_C0002
Among them, in Chemical Formula 2, R 1 is a hydrogen atom or a substituted or unsubstituted C1 to C10 alkyl group. 如申請專利範圍第3項所述的感光性樹脂組成物，其中所述羅丹明類化合物由化學式3或化學式4表示： [化學式3]
Figure TWI620013B_C0003
[化學式4]
Figure TWI620013B_C0004
其中，在化學式3和化學式4中， R2到R6獨立地是經取代或未經取代的C1到C10烷基、經取代或未經取代的C3到C20環烷基、經取代或未經取代的C6到C20芳基，或經取代或未經取代的C2到C20雜芳基， R2到R6中的至少一個包含由化學式2表示的官能團，以及 X-由化學式A到化學式F中的一個表示： [化學式A]
Figure TWI620013B_C0005
[化學式B]
Figure TWI620013B_C0006
[化學式C] PW12O40 3-[化學式D] SiW12O40 4-[化學式E] CF3SO3 -[化學式F] ClO4 -。The photosensitive resin composition as described in item 3 of the patent application scope, wherein the rhodamine compound is represented by Chemical Formula 3 or Chemical Formula 4: [Chemical Formula 3]
Figure TWI620013B_C0003
[Chemical Formula 4]
Figure TWI620013B_C0004
Among them, in Chemical Formula 3 and Chemical Formula 4, R 2 to R 6 are independently substituted or unsubstituted C1 to C10 alkyl, substituted or unsubstituted C3 to C20 cycloalkyl, substituted or unsubstituted Substituted C6 to C20 aryl, or substituted or unsubstituted C2 to C20 heteroaryl, at least one of R 2 to R 6 contains the functional group represented by Chemical Formula 2, and X - from Chemical Formula A to Chemical Formula F A representation of: [Chemical Formula A]
Figure TWI620013B_C0005
[Chemical Formula B]
Figure TWI620013B_C0006
[Chemical Formula C] PW 12 O 40 3- [Chemical Formula D] SiW 12 O 40 4- [Chemical Formula E] CF 3 SO 3 - [Chemical Formula F] ClO 4 -. 如申請專利範圍第1項所述的感光性樹脂組成物，其中所述丙烯酸系化合物由化學式5表示： [化學式5]
Figure TWI620013B_C0007
其中，在化學式5中， R7是氫原子或經取代或未經取代的C1到C10烷基，以及 R8為氫原子、經取代或未經取代的C1到C10烷基、經取代或未經取代的C3到C20環烷基或經取代或未經取代的C6到C20芳基。The photosensitive resin composition as described in Item 1 of the patent application range, wherein the acrylic compound is represented by Chemical Formula 5: [Chemical Formula 5]
Figure TWI620013B_C0007
Among them, in Chemical Formula 5, R 7 is a hydrogen atom or a substituted or unsubstituted C1 to C10 alkyl group, and R 8 is a hydrogen atom, a substituted or unsubstituted C1 to C10 alkyl group, a substituted or unsubstituted Substituted C3 to C20 cycloalkyl or substituted or unsubstituted C6 to C20 aryl. 如申請專利範圍第5項所述的感光性樹脂組成物，其中所述丙烯酸系化合物包含從由化學式5-1表示的化合物、由化學式5-2表示的化合物以及由化學式5-3表示的化合物選出的至少一種化合物： [化學式5-1]
Figure TWI620013B_C0008
[化學式5-2]
Figure TWI620013B_C0009
[化學式5-3]
Figure TWI620013B_C0010
其中，在化學式5-1到化學式5-3中， R7是氫原子或經取代或未經取代的C1到C10烷基， R9是經取代或未經取代的C3到C20環烷基，以及 R10是經取代或未經取代的C1到C10烷基。The photosensitive resin composition as described in item 5 of the patent application range, wherein the acrylic compound includes a compound represented by Chemical Formula 5-1, a compound represented by Chemical Formula 5-2, and a compound represented by Chemical Formula 5-3 At least one selected compound: [Chemical Formula 5-1]
Figure TWI620013B_C0008
[Chemical Formula 5-2]
Figure TWI620013B_C0009
[Chemical Formula 5-3]
Figure TWI620013B_C0010
Among them, in Chemical Formula 5-1 to Chemical Formula 5-3, R 7 is a hydrogen atom or a substituted or unsubstituted C1 to C10 alkyl group, and R 9 is a substituted or unsubstituted C3 to C20 cycloalkyl group, And R 10 is a substituted or unsubstituted C1 to C10 alkyl group. 如申請專利範圍第1項所述的感光性樹脂組成物，其中所述染料聚合物是紅色染料聚合物。The photosensitive resin composition as described in item 1 of the patent application range, wherein the dye polymer is a red dye polymer. 如申請專利範圍第1項所述的感光性樹脂組成物，其中所述異氰酸酯類熱硬化劑在末端處包含由化學式6表示的嵌段異氰酸酯基： [化學式6]
Figure TWI620013B_C0011
其中，在化學式6中， R11是經取代或未經取代的C1到C20烷氧基、經取代或未經取代的C2到C20雜環烷基、經取代或未經取代的C6到C20芳氧基、經取代或未經取代的C2到C20雜芳基或經取代或未經取代的胺基。The photosensitive resin composition as described in Item 1 of the patent application range, wherein the isocyanate-based thermosetting agent contains a block isocyanate group represented by Chemical Formula 6 at the end: [Chemical Formula 6]
Figure TWI620013B_C0011
Among them, in Chemical Formula 6, R 11 is a substituted or unsubstituted C1 to C20 alkoxy group, a substituted or unsubstituted C2 to C20 heterocycloalkyl group, a substituted or unsubstituted C6 to C20 aromatic group Oxygen, substituted or unsubstituted C2 to C20 heteroaryl or substituted or unsubstituted amine. 如申請專利範圍第8項所述的感光性樹脂組成物，其中R11選自化學式6-1到6-8： [化學式6-1]
Figure TWI620013B_C0012
其中，在化學式6-1中，R12是經取代或未經取代的C1到C10烷基或經取代或未經取代的C6到C20芳基， [化學式6-2]
Figure TWI620013B_C0013
其中，在化學式6-2中，R13到R15獨立地是氫原子、經取代或未經取代的C1到C10烷基或經取代或未經取代的C2到C20烯基， [化學式6-3]
Figure TWI620013B_C0014
其中，在化學式6-3中，R16和R17獨立地是氫原子、經取代或未經取代的C1到C10烷基或經取代或未經取代的C2到C20烯基， [化學式6-4]
Figure TWI620013B_C0015
[化學式6-5]
Figure TWI620013B_C0016
其中，在化學式6-5中，R18到R21獨立地是氫原子、經取代或未經取代的C1到C10烷基或經取代或未經取代的C2到C20烯基， [化學式6-6]
Figure TWI620013B_C0017
其中，在化學式6-6中，R22和R23獨立地是氫原子、經取代或未經取代的C1到C10烷基或經取代或未經取代的C2到C20烯基， [化學式6-7]
Figure TWI620013B_C0018
其中，在化學式6-7中，R24和R25獨立地是氫原子、經取代或未經取代的C1到C10烷基或經取代或未經取代的C2到C20烯基， [化學式6-8]
Figure TWI620013B_C0019
其中，在化學式6-8中，R26和R27獨立地是氫原子、經取代或未經取代的C1到C10烷基或經取代或未經取代的C2到C20烯基。The photosensitive resin composition as described in item 8 of the patent application, wherein R 11 is selected from the chemical formulas 6-1 to 6-8: [Chemical formula 6-1]
Figure TWI620013B_C0012
Among them, in Chemical Formula 6-1, R 12 is a substituted or unsubstituted C1 to C10 alkyl group or a substituted or unsubstituted C6 to C20 aryl group, [Chemical Formula 6-2]
Figure TWI620013B_C0013
Among them, in Chemical Formula 6-2, R 13 to R 15 are independently a hydrogen atom, a substituted or unsubstituted C1 to C10 alkyl group or a substituted or unsubstituted C2 to C20 alkenyl group, [Chemical Formula 6 3]
Figure TWI620013B_C0014
Among them, in Chemical Formula 6-3, R 16 and R 17 are independently a hydrogen atom, a substituted or unsubstituted C1 to C10 alkyl group or a substituted or unsubstituted C2 to C20 alkenyl group, [Chemical Formula 6 4]
Figure TWI620013B_C0015
[Chemical Formula 6-5]
Figure TWI620013B_C0016
Among them, in Chemical Formula 6-5, R 18 to R 21 are independently a hydrogen atom, a substituted or unsubstituted C1 to C10 alkyl group or a substituted or unsubstituted C2 to C20 alkenyl group, [Chemical Formula 6 6]
Figure TWI620013B_C0017
Among them, in Chemical Formula 6-6, R 22 and R 23 are independently a hydrogen atom, a substituted or unsubstituted C1 to C10 alkyl group or a substituted or unsubstituted C2 to C20 alkenyl group, [Chemical Formula 6 7]
Figure TWI620013B_C0018
Among them, in Chemical Formula 6-7, R 24 and R 25 are independently a hydrogen atom, a substituted or unsubstituted C1 to C10 alkyl group or a substituted or unsubstituted C2 to C20 alkenyl group, [Chemical Formula 6 8]
Figure TWI620013B_C0019
Among them, in Chemical Formula 6-8, R 26 and R 27 are independently a hydrogen atom, a substituted or unsubstituted C1 to C10 alkyl group or a substituted or unsubstituted C2 to C20 alkenyl group. 如申請專利範圍第8項所述的感光性樹脂組成物，其中所述異氰酸酯類熱硬化劑由化學式7或化學式8表示： [化學式7]
Figure TWI620013B_C0020
[化學式8]
Figure TWI620013B_C0021
其中，在化學式7和化學式8中， R11是經取代或未經取代的C1到C20烷氧基、經取代或未經取代的C2到C20雜環烷基、經取代或未經取代的C6到C20芳氧基、經取代或未經取代的C2到C20雜芳基或經取代或未經取代的胺基， R28到R31獨立地是經取代或未經取代的C1到C10烷基， L1到L12獨立地是單鍵、經取代或未經取代的C1到C10亞烷基或經取代或未經取代的C3到C20亞環烷基，以及 m1到m3獨立地是0到4範圍內的整數。The photosensitive resin composition as described in Item 8 of the patent application range, wherein the isocyanate-based thermosetting agent is represented by Chemical Formula 7 or Chemical Formula 8: [Chemical Formula 7]
Figure TWI620013B_C0020
[Chemical Formula 8]
Figure TWI620013B_C0021
Among them, in Chemical Formula 7 and Chemical Formula 8, R 11 is a substituted or unsubstituted C1 to C20 alkoxy group, a substituted or unsubstituted C2 to C20 heterocycloalkyl group, a substituted or unsubstituted C6 To C20 aryloxy, substituted or unsubstituted C2 to C20 heteroaryl or substituted or unsubstituted amine, R 28 to R 31 are independently substituted or unsubstituted C1 to C10 alkyl , L 1 to L 12 are independently a single bond, substituted or unsubstituted C1 to C10 alkylene or substituted or unsubstituted C3 to C20 cycloalkylene, and m1 to m3 are independently 0 to Integer in the range of 4. 如申請專利範圍第1項所述的感光性樹脂組成物，其中所述著色劑更包含金屬錯合物染料和顏料。The photosensitive resin composition as described in item 1 of the patent application range, wherein the colorant further contains a metal complex dye and a pigment. 如申請專利範圍第11項所述的感光性樹脂組成物，其中所述染料聚合物的量在所述著色劑中是所述金屬錯合物染料和所述顏料的總量在所述著色劑中的0.1倍到5倍。The photosensitive resin composition according to item 11 of the patent application range, wherein the amount of the dye polymer in the colorant is the total amount of the metal complex dye and the pigment in the colorant 0.1 times to 5 times. 如申請專利範圍第1項所述的感光性樹脂組成物，其中按所述感光性樹脂組成物的總量計，所述感光性樹脂組成物包含： 10重量%到60重量%所述著色劑（A）； 0.1重量%到5重量%所述異氰酸酯類熱硬化劑（B）； 1重量%到30重量%所述粘合劑樹脂（C）； 1重量%到30重量%所述光可聚合單體（D）； 0.1重量%到8重量%所述光聚合引發劑（E）；以及 剩餘量的所述溶劑（F）。The photosensitive resin composition as described in item 1 of the patent application range, wherein the photosensitive resin composition comprises: 10% by weight to 60% by weight of the colorant based on the total amount of the photosensitive resin composition (A); 0.1% to 5% by weight of the isocyanate-based thermosetting agent (B); 1% to 30% by weight of the binder resin (C); 1% to 30% by weight of the light Polymerization monomer (D); 0.1 to 8% by weight of the photopolymerization initiator (E); and the remaining amount of the solvent (F). 如申請專利範圍第1項所述的感光性樹脂組成物，其中所述感光性樹脂組成物包含至少一種從以下選出的添加劑：丙二酸、3-氨基-1,2-丙二醇、具有乙烯基或(甲基)丙烯醯氧基的偶合劑、調平劑、氟類表面活性劑以及自由基聚合引發劑。The photosensitive resin composition as described in item 1 of the patent application range, wherein the photosensitive resin composition contains at least one additive selected from the group consisting of malonic acid, 3-amino-1,2-propanediol, and having a vinyl group Or (meth)acryloyloxy coupling agent, leveling agent, fluorosurfactant and free radical polymerization initiator. 一種感光性樹脂層，使用如申請專利範圍第1項至第14項中任一項所述的感光性樹脂組成物製造。A photosensitive resin layer is manufactured using the photosensitive resin composition as described in any one of claims 1 to 14. 一種彩色濾光片，包含如申請專利範圍第15項所述的感光性樹脂層。A color filter comprising the photosensitive resin layer as described in item 15 of the patent application.
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