TWI513718B - New polymer and coloring composition comprising the same - Google Patents

New polymer and coloring composition comprising the same Download PDF

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TWI513718B
TWI513718B TW102117912A TW102117912A TWI513718B TW I513718 B TWI513718 B TW I513718B TW 102117912 A TW102117912 A TW 102117912A TW 102117912 A TW102117912 A TW 102117912A TW I513718 B TWI513718 B TW I513718B
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Han Soo Kim
Sunghyun Kim
Changho Cho
Sunhwa Kim
Jongho Park
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Lg Chemical Ltd
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    • C08FMACROMOLECULAR COMPOUNDS OBTAINED BY REACTIONS ONLY INVOLVING CARBON-TO-CARBON UNSATURATED BONDS
    • C08F20/00Homopolymers and copolymers of compounds having one or more unsaturated aliphatic radicals, each having only one carbon-to-carbon double bond, and only one being terminated by only one carboxyl radical or a salt, anhydride, ester, amide, imide or nitrile thereof
    • C08F20/02Monocarboxylic acids having less than ten carbon atoms, Derivatives thereof
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    • C08FMACROMOLECULAR COMPOUNDS OBTAINED BY REACTIONS ONLY INVOLVING CARBON-TO-CARBON UNSATURATED BONDS
    • C08F22/00Homopolymers and copolymers of compounds having one or more unsaturated aliphatic radicals each having only one carbon-to-carbon double bond, and at least one being terminated by a carboxyl radical and containing at least one other carboxyl radical in the molecule; Salts, anhydrides, esters, amides, imides or nitriles thereof
    • C08F22/36Amides or imides
    • C08F22/40Imides, e.g. cyclic imides
    • CCHEMISTRY; METALLURGY
    • C08ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
    • C08LCOMPOSITIONS OF MACROMOLECULAR COMPOUNDS
    • C08L33/00Compositions of homopolymers or copolymers of compounds having one or more unsaturated aliphatic radicals, each having only one carbon-to-carbon double bond, and only one being terminated by only one carboxyl radical, or of salts, anhydrides, esters, amides, imides or nitriles thereof; Compositions of derivatives of such polymers
    • C08L33/04Homopolymers or copolymers of esters
    • GPHYSICS
    • G03PHOTOGRAPHY; CINEMATOGRAPHY; ANALOGOUS TECHNIQUES USING WAVES OTHER THAN OPTICAL WAVES; ELECTROGRAPHY; HOLOGRAPHY
    • G03FPHOTOMECHANICAL PRODUCTION OF TEXTURED OR PATTERNED SURFACES, e.g. FOR PRINTING, FOR PROCESSING OF SEMICONDUCTOR DEVICES; MATERIALS THEREFOR; ORIGINALS THEREFOR; APPARATUS SPECIALLY ADAPTED THEREFOR
    • G03F7/00Photomechanical, e.g. photolithographic, production of textured or patterned surfaces, e.g. printing surfaces; Materials therefor, e.g. comprising photoresists; Apparatus specially adapted therefor
    • G03F7/004Photosensitive materials
    • GPHYSICS
    • G03PHOTOGRAPHY; CINEMATOGRAPHY; ANALOGOUS TECHNIQUES USING WAVES OTHER THAN OPTICAL WAVES; ELECTROGRAPHY; HOLOGRAPHY
    • G03FPHOTOMECHANICAL PRODUCTION OF TEXTURED OR PATTERNED SURFACES, e.g. FOR PRINTING, FOR PROCESSING OF SEMICONDUCTOR DEVICES; MATERIALS THEREFOR; ORIGINALS THEREFOR; APPARATUS SPECIALLY ADAPTED THEREFOR
    • G03F7/00Photomechanical, e.g. photolithographic, production of textured or patterned surfaces, e.g. printing surfaces; Materials therefor, e.g. comprising photoresists; Apparatus specially adapted therefor
    • G03F7/004Photosensitive materials
    • G03F7/0045Photosensitive materials with organic non-macromolecular light-sensitive compounds not otherwise provided for, e.g. dissolution inhibitors
    • GPHYSICS
    • G03PHOTOGRAPHY; CINEMATOGRAPHY; ANALOGOUS TECHNIQUES USING WAVES OTHER THAN OPTICAL WAVES; ELECTROGRAPHY; HOLOGRAPHY
    • G03FPHOTOMECHANICAL PRODUCTION OF TEXTURED OR PATTERNED SURFACES, e.g. FOR PRINTING, FOR PROCESSING OF SEMICONDUCTOR DEVICES; MATERIALS THEREFOR; ORIGINALS THEREFOR; APPARATUS SPECIALLY ADAPTED THEREFOR
    • G03F7/00Photomechanical, e.g. photolithographic, production of textured or patterned surfaces, e.g. printing surfaces; Materials therefor, e.g. comprising photoresists; Apparatus specially adapted therefor
    • G03F7/004Photosensitive materials
    • G03F7/027Non-macromolecular photopolymerisable compounds having carbon-to-carbon double bonds, e.g. ethylenic compounds
    • GPHYSICS
    • G03PHOTOGRAPHY; CINEMATOGRAPHY; ANALOGOUS TECHNIQUES USING WAVES OTHER THAN OPTICAL WAVES; ELECTROGRAPHY; HOLOGRAPHY
    • G03FPHOTOMECHANICAL PRODUCTION OF TEXTURED OR PATTERNED SURFACES, e.g. FOR PRINTING, FOR PROCESSING OF SEMICONDUCTOR DEVICES; MATERIALS THEREFOR; ORIGINALS THEREFOR; APPARATUS SPECIALLY ADAPTED THEREFOR
    • G03F7/00Photomechanical, e.g. photolithographic, production of textured or patterned surfaces, e.g. printing surfaces; Materials therefor, e.g. comprising photoresists; Apparatus specially adapted therefor
    • G03F7/20Exposure; Apparatus therefor
    • GPHYSICS
    • G03PHOTOGRAPHY; CINEMATOGRAPHY; ANALOGOUS TECHNIQUES USING WAVES OTHER THAN OPTICAL WAVES; ELECTROGRAPHY; HOLOGRAPHY
    • G03FPHOTOMECHANICAL PRODUCTION OF TEXTURED OR PATTERNED SURFACES, e.g. FOR PRINTING, FOR PROCESSING OF SEMICONDUCTOR DEVICES; MATERIALS THEREFOR; ORIGINALS THEREFOR; APPARATUS SPECIALLY ADAPTED THEREFOR
    • G03F7/00Photomechanical, e.g. photolithographic, production of textured or patterned surfaces, e.g. printing surfaces; Materials therefor, e.g. comprising photoresists; Apparatus specially adapted therefor
    • G03F7/20Exposure; Apparatus therefor
    • G03F7/2002Exposure; Apparatus therefor with visible light or UV light, through an original having an opaque pattern on a transparent support, e.g. film printing, projection printing; by reflection of visible or UV light from an original such as a printed image
    • G03F7/2014Contact or film exposure of light sensitive plates such as lithographic plates or circuit boards, e.g. in a vacuum frame
    • G03F7/2016Contact mask being integral part of the photosensitive element and subject to destructive removal during post-exposure processing
    • G03F7/202Masking pattern being obtained by thermal means, e.g. laser ablation

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Description

新穎聚合物及包含其之著色組成物Novel polymer and colored composition containing the same

本申請案係主張2012年5月31日向韓國專利廳提出之韓國專利申請案第10-2012-0058877號、及2013年5月8日向韓國專利廳提出之韓國專利申請案第10-2013-0051862號之優先權,且其全部內容均包含於本說明書中。This application claims the Korean Patent Application No. 10-2012-0058877 filed with the Korean Patent Office on May 31, 2012, and the Korean Patent Application No. 10-2013-0051862 filed with the Korean Patent Office on May 8, 2013. The priority of the number, and the entire contents thereof are included in this specification.

本說明書係關於一種含有新穎聚合物之著色組成物及包含其之液晶顯示裝置或有機發光元件。The present specification relates to a colored composition containing a novel polymer and a liquid crystal display device or organic light-emitting device comprising the same.

感光性樹脂組成物可用於下述用途:塗佈於基板上形成塗膜,於該塗膜之特定部分使用光罩等利用光照射實施曝光後,進行顯影處理除去非曝光部,藉此形成圖案。此種感光性樹脂組成物由於可藉由照射光而使之聚合、硬化,故而被使用於光硬化性油墨、感光性印刷版、各種光阻、LCD(Liquid-crystal Display,液晶顯示器)用彩色濾光片光阻、樹脂黑色矩陣用光阻、或透明感光材料等中。The photosensitive resin composition can be used for forming a coating film by coating on a substrate, and performing exposure by light irradiation using a mask or the like on a specific portion of the coating film, and then performing development processing to remove the non-exposed portion, thereby forming a pattern. . Since such a photosensitive resin composition can be polymerized and cured by irradiation with light, it can be used for color of photocurable ink, photosensitive printing plate, various photoresists, and liquid crystal display (LCD). Filter photoresist, photoresist for resin black matrix, or transparent photosensitive material.

感光性樹脂組成物通常包含黏合劑樹脂、具有乙烯性不飽和鍵之聚合性化合物、光聚合起始劑及溶劑, 根據用途亦可包含著色劑以呈現綠色、紅色、黃色、黑色等顏色。The photosensitive resin composition usually contains a binder resin, a polymerizable compound having an ethylenically unsaturated bond, a photopolymerization initiator, and a solvent. Colorants may also be included depending on the application to give colors such as green, red, yellow, and black.

於感光性樹脂組成物中,上述著色劑可將顏料或染料以固形物成分之狀態添加,或者可製造包含著色劑、分散用樹脂及溶劑的另外之著色組成物然後混合。In the photosensitive resin composition, the coloring agent may be added in a state in which the pigment or the dye is in the form of a solid component, or another coloring composition containing a coloring agent, a dispersing resin, and a solvent may be produced and then mixed.

此時,上述著色組成物於製造步驟中進行熱處理時可能會產生變色之問題。At this time, the coloring composition may cause a problem of discoloration when it is subjected to heat treatment in the production step.

本說明書之主要目的係在提供一種含有新穎聚合物之著色組成物以及包含其之液晶顯示裝置或有機發光元件。The main object of the present specification is to provide a colored composition containing a novel polymer and a liquid crystal display device or organic light-emitting device comprising the same.

本發明係提供:一種含有下述化學式1~4所示之重複單元之聚合物: The present invention provides a polymer comprising a repeating unit represented by the following Chemical Formulas 1-4:

[化學式3] [Chemical Formula 3]

於上述化學式1~4中,R1、R2、R3、R5、R6、R7、R9、R10、R11、R12、R13、及R14係彼此相同或不同,且各自獨立地為氫或C1 ~C10 烷基;R4為C4 ~C20 環烷基或C4 ~C20 環烯基;R8為經一或以上選自由鹵素及C1 ~C10 烷基所組成之群組所取代或未經取代之C6 ~C20 芳基;R15為C3 ~C30 烷基;以及a、b、c及d分別為莫耳混合比,其中a為10~60,b為1~20,c為10~70,且d為1~20。In the above Chemical Formulas 1 to 4, R1, R2, R3, R5, R6, R7, R9, R10, R11, R12, R13, and R14 are the same or different from each other, and are each independently hydrogen or C 1 to C 10 . Alkyl; R4 is C 4 -C 20 cycloalkyl or C 4 -C 20 cycloalkenyl; R 8 is substituted or unsubstituted by one or more selected from the group consisting of halogen and C 1 -C 10 alkyl Substituted C 6 ~ C 20 aryl; R 15 is C 3 ~ C 30 alkyl; and a, b, c and d are molar mixing ratios respectively, wherein a is 10 to 60, b is 1 to 20, and c is 10~70, and d is 1~20.

另外,本發明係提供一種前述聚合物之製造方法,該製造方法包括:1)將下述化學式1~4所示之單體與一起始劑進行反應之步驟:[化學式1] Further, the present invention provides a method for producing the above polymer, which comprises the steps of: 1) reacting a monomer represented by the following Chemical Formulas 1 to 4 with a starter: [Chemical Formula 1]

於上述化學式1~4中,R1、R2、R3、R5、R6、R7、R9、R10、R11、R12、R13、及R14係彼此相同或不同,且各自獨立地為氫或C1 ~C10 烷基; R4為C4 ~C20 環烷基或C4 ~C20 環烯基、R8為經一或以上選自以由鹵素及C1 ~C10 烷基所組成之群組所取代或未經取代之C6 ~C20 芳基;R15為C3 ~C30 烷基;以及a、b、c及d分別為莫耳混合比,其中a為10~60,b為1~20,c為10~70,且d為1~20。In the above Chemical Formulas 1 to 4, R1, R2, R3, R5, R6, R7, R9, R10, R11, R12, R13, and R14 are the same or different from each other, and are each independently hydrogen or C 1 to C 10 . An alkyl group; R 4 is a C 4 -C 20 cycloalkyl group or a C 4 -C 20 cycloalkenyl group, and R 8 is substituted by one or more selected from the group consisting of halogen and C 1 -C 10 alkyl groups or Unsubstituted C 6 ~ C 20 aryl; R 15 is C 3 ~ C 30 alkyl; and a, b, c and d are molar mixing ratios, respectively, a is 10 to 60, b is 1 to 20, c is 10~70, and d is 1~20.

另外,本發明係提供一種著色組成物,包括:一含有上述聚合物之分散用樹脂、一著色劑及一溶劑。Further, the present invention provides a coloring composition comprising: a dispersion resin containing the above polymer, a coloring agent, and a solvent.

再者,本發明係提供一種感光性樹脂組成物,其包含上述著色組成物。Furthermore, the present invention provides a photosensitive resin composition comprising the above colored composition.

另外,本發明係提供一種感光材料,其係利用上述感光性樹脂組成物所製造者。Further, the present invention provides a photosensitive material which is produced by using the above-mentioned photosensitive resin composition.

再者,本發明係提供一種液晶顯示裝置,包括:選自由一以上述感光材料所製造之彩色濾光片、黑色矩陣、保護層、柱狀間隔物(column spacer)及印刷線路板所組成之群組之其中一者。Furthermore, the present invention provides a liquid crystal display device comprising: a color filter selected from the above photosensitive material, a black matrix, a protective layer, a column spacer, and a printed wiring board. One of the groups.

本發明之一實施態樣具有耐熱性優異之優點。An embodiment of the present invention has the advantage of being excellent in heat resistance.

本發明之一實施態樣具有防止黃變現象之優點。An embodiment of the present invention has the advantage of preventing yellowing.

本發明之一實施態樣具有減少膜上產生突起之優點。One embodiment of the present invention has the advantage of reducing the occurrence of protrusions on the film.

以下,對本發明更詳細地進行說明。Hereinafter, the present invention will be described in more detail.

本發明係提供一種聚合物,包括:如下述化學式1~4所示之重複單元。The present invention provides a polymer comprising: a repeating unit represented by the following Chemical Formulas 1-4.

[化學式4] [Chemical Formula 4]

於上述化學式1~4中,R1、R2、R3、R5、R6、R7、R9、R10、R11、R12、R13、及R14彼此相同或不同且各自獨立地為氫或C1 ~C10 烷基,且R4為C4 ~C20 環烷基或C4 ~C20 環烯基。In the above Chemical Formula 1 to 4, R1, R2, R3, R5 , R6, R7, R9, R10, R11, R12, R13, and R14 are the same or different and are each independently hydrogen or C 1 ~ C 10 alkyl group with each other And R4 is a C 4 -C 20 cycloalkyl group or a C 4 -C 20 cycloalkenyl group.

於上述化學式1~4中,R8為經一或以上選自由鹵素及C1 ~C10 烷基所組成之群組所取代或未經取代之C6 ~C20 芳基,R15為C3 ~C30 烷基,a、b、c及d分別為莫耳混合比,a為10~60,b為1~20,c為10~70,且d為1~20。In the above Chemical Formulas 1-4, R8 is a C 6 -C 20 aryl group substituted or unsubstituted by one or more selected from the group consisting of halogen and C 1 -C 10 alkyl groups, and R15 is C 3 ~ C 30 alkyl, a, b, c and d are molar mixing ratios respectively, a is 10 to 60, b is 1 to 20, c is 10 to 70, and d is 1 to 20.

另外,上述聚合物可更包括下述化學式5及6所示之重複單元中的任意一者或以上。Further, the above polymer may further include any one or more of the repeating units represented by the following Chemical Formulas 5 and 6.

[化學式5] [Chemical Formula 5]

於上述化學式5或6中,R16、R17、R18、R19、R20及R21係彼此相同或不同,且各自獨立地為氫或C1 ~C10 烷基;R22為C1 ~C10 烷基、或C1 ~C6 烷基酯基;以及e及f分別為莫耳混合比,其中e為1~40,且f為1~20。In the above Chemical Formula 5 or 6, R16, R17, R18, R19, R20 and R21 are the same or different from each other, and are each independently hydrogen or a C 1 -C 10 alkyl group; R22 is a C 1 -C 10 alkyl group, Or a C 1 -C 6 alkyl ester group; and e and f are molar mixing ratios, respectively, wherein e is from 1 to 40, and f is from 1 to 20.

上述C1 ~C10 烷基可為直鏈或支鏈,其具體例子包括甲基、乙基、丙基、異丙基、丁基、第三丁基等, 但本發明並不僅限於此。The above C 1 -C 10 alkyl group may be a straight chain or a branched chain, and specific examples thereof include a methyl group, an ethyl group, a propyl group, an isopropyl group, a butyl group, a tert-butyl group and the like, but the invention is not limited thereto.

上述C3 ~C30 烷基可為直鏈或支鏈,其具體例子包括丙基、異丙基、丁基、第三丁基、丙基等,但本發明並不僅限於此。The above C 3 -C 30 alkyl group may be a straight chain or a branched chain, and specific examples thereof include a propyl group, an isopropyl group, a butyl group, a tert-butyl group, a propyl group and the like, but the invention is not limited thereto.

上述C6 ~C20 芳基之具體例子包括苯基、苄基、聯苯基、萘基、蒽基、菲基等,但本發明並不僅限於此。Specific examples of the above C 6 -C 20 aryl group include a phenyl group, a benzyl group, a biphenyl group, a naphthyl group, an anthracenyl group, a phenanthryl group and the like, but the invention is not limited thereto.

上述鹵素可列舉如氟基、氯基、溴基、碘基等,但本發明並不僅限於此。The halogen may, for example, be a fluorine group, a chlorine group, a bromine group or an iodine group, but the invention is not limited thereto.

上述C4 ~C20 環烷基可列舉如環丁基、環戊基、環己基、環庚基、環辛基、金剛烷基等,但並本發明不僅限於此。The C 4 -C 20 cycloalkyl group may, for example, be a cyclobutyl group, a cyclopentyl group, a cyclohexyl group, a cycloheptyl group, a cyclooctyl group or an adamantyl group, but the invention is not limited thereto.

上述C4 ~C20 環烯基可為環丁烯基、環戊烯基、環己烯基等,但本發明並不僅限於。The above C 4 -C 20 cycloalkenyl group may be a cyclobutenyl group, a cyclopentenyl group, a cyclohexenyl group or the like, but the invention is not limited thereto.

上述化學式1可以如下述化學式7或化學式10所示,但本發明並不僅限於。The above Chemical Formula 1 may be represented by the following Chemical Formula 7 or Chemical Formula 10, but the present invention is not limited thereto.

[化學式10] [Chemical Formula 10]

於上述化學式7中,R1、R2、R3及a係如上述化學式1中之定義。In the above Chemical Formula 7, R1, R2, R3 and a are as defined in the above Chemical Formula 1.

上述化學式2可以如下述化學式8所示,但本發明並不僅限於此。The above Chemical Formula 2 can be represented by the following Chemical Formula 8, but the present invention is not limited thereto.

於上述化學式8中,R5、R6、R7及b係如上述化學式2中之定義。In the above Chemical Formula 8, R5, R6, R7 and b are as defined in the above Chemical Formula 2.

本發明係提供一種聚合物之製造方法,包含:1)將如下述化學式1~4所示之單體與一起始劑進行反應之步驟。The present invention provides a method for producing a polymer comprising: 1) a step of reacting a monomer represented by the following chemical formulas 1 to 4 with a starter.

[化學式1] [Chemical Formula 1]

於上述化學式1~4中,R1、R2、R3、R5、R6、R7、R9、R10、R11、R12、R13、及R14係彼此相同或不同且各自獨立地為氫或C1 ~C10 烷基,R4為C4 ~C20 環烷基或 C4 ~C20 環烯基。In the above Chemical Formulas 1-4, R1, R2, R3, R5, R6, R7, R9, R10, R11, R12, R13, and R14 are the same or different from each other and are each independently hydrogen or C 1 -C 10 alkane. And R4 is C 4 -C 20 cycloalkyl or C 4 -C 20 cycloalkenyl.

於上述化學式1~4中,R8為經一或以上選自由鹵素及C1 ~C10 烷基所組成之群組所取代或未經取代之C6 ~C20 芳基,R15為C3 ~C30 烷基,a、b、c及d分別為莫耳混合比,a為10~60,b為1~20,c為10~70,且d為1~20。In the above Chemical Formulas 1-4, R8 is a C 6 -C 20 aryl group substituted or unsubstituted by one or more selected from the group consisting of halogen and C 1 -C 10 alkyl groups, and R15 is C 3 ~ C 30 alkyl, a, b, c and d are molar mixing ratios respectively, a is 10 to 60, b is 1 to 20, c is 10 to 70, and d is 1 to 20.

以聚合物整體作為基準,上述聚合物可含有含量為10~60莫耳%的化學式1所示之單體。於未達10莫耳%之情形時,上述聚合物則會有耐熱性不足的問題,於超過60莫耳%之情形時,會產生上述聚合物之分散性及顯影性降低之情況。The above polymer may contain a monomer represented by Chemical Formula 1 in an amount of 10 to 60 mol% based on the entire polymer. When the amount is less than 10 mol%, the above polymer may have a problem of insufficient heat resistance, and when it exceeds 60 mol%, the dispersibility and developability of the above polymer may be lowered.

以聚合物整體作為基準,上述聚合物可含有含量為1~20莫耳%的化學式2所示之單體。於未達1莫耳%之情形時,會造成上述聚合物分散性降低之情況,於超過20莫耳%之情形時,會於加熱步驟中產生黃變,或者因熱分解而於所形成之圖案上形成突起。The above polymer may contain a monomer represented by Chemical Formula 2 in an amount of 1 to 20 mol% based on the entire polymer. When the amount is less than 1 mol%, the dispersibility of the above polymer may be lowered. When it exceeds 20 mol%, yellowing may occur in the heating step, or may be formed by thermal decomposition. A protrusion is formed on the pattern.

另外,以聚合物整體作為基準,上述聚合物可含有含量為10~70莫耳%的化學式3所表示之單體。於未達10莫耳%之情形時,會造成上述聚合物顯影性降低之情況,於超過70莫耳%之情形時,會造成上述聚合物之分散性降低之情況。Further, the polymer may contain a monomer represented by Chemical Formula 3 in an amount of 10 to 70 mol% based on the entire polymer. When the amount is less than 10 mol%, the polymer developability may be lowered, and when it exceeds 70 mol%, the dispersibility of the polymer may be lowered.

以聚合物整體作為基準,上述聚合物可含有含量為10~70莫耳%的化學式4所表示之單體。於未達10莫耳%之情形時,會造成上述聚合物之分散性及顯影性降低之 情況,於超過70莫耳%之情形時,上述聚合物則會有耐熱性不足的問題。The above polymer may contain a monomer represented by Chemical Formula 4 in an amount of 10 to 70 mol% based on the entire polymer. When the amount is less than 10 mol%, the dispersibility and developability of the above polymer are lowered. In the case where the amount exceeds 70 mol%, the above polymer may have a problem of insufficient heat resistance.

於上述1)步驟中,可更添加下述化學式6所示之單體進行反應。此時,透過上述反應而生成之聚合物,以聚合物整體作為基準,所生成之聚合物可含有含量為1~20莫耳%的化學式6所表示之重複單元。In the above step 1), a monomer represented by the following Chemical Formula 6 may be further added to carry out the reaction. In this case, the polymer produced by the above reaction may contain a repeating unit represented by Chemical Formula 6 in an amount of 1 to 20 mol% based on the entire polymer.

於上述化學式6中,R22為C1 ~C10 烷基、或C1 ~C6 烷基酯基,f為莫耳混合比,且f為1~20。In the above Chemical Formula 6, R22 is a C 1 -C 10 alkyl group or a C 1 -C 6 alkyl ester group, f is a molar mixing ratio, and f is 1-20.

另外,本發明之聚合物之製造方法可更包含:2)將上述1)步驟之產物、與一含環氧基之不飽和乙烯性單體進行反應之步驟。Further, the method for producing a polymer of the present invention may further comprise: 2) a step of reacting the product of the above step 1) with an epoxy group-containing unsaturated ethylenic monomer.

上述含環氧基之不飽和乙烯性單體可使用一種或以上選自由芳基縮水甘油醚、(甲基)丙烯酸縮水甘油酯、(甲基)丙烯酸-3,4-環氧環己基甲酯、5-降莰烯基-2-甲基-2-羧酸縮水甘油酯(內型(endo)/外型(exo)混合物)、1,2-環氧基-5-己烯及1,2-環氧基-9-癸烯所組成之群組中之化合物,但本發明並不僅限於此。The above epoxy group-containing unsaturated ethylenic monomer may be one or more selected from the group consisting of aryl glycidyl ether, glycidyl (meth)acrylate, and (meth)acrylic acid-3,4-epoxycyclohexylmethyl ester. , 5-northen-2-methyl-2-carboxylic acid glycidyl ester (endo / exo mixture), 1,2-epoxy-5-hexene and 1, A compound in the group consisting of 2-epoxy-9-pinene, but the invention is not limited thereto.

於上述2)步驟中,上述含環氧基之不飽和乙烯性單體與1)步驟之產物中的以化學式3表示之重複單元 之酸基進行反應,而賦予不飽和乙烯基。In the above step 2), the epoxy group-containing unsaturated ethylenic monomer and the repeating unit represented by Chemical Formula 3 in the product of the step 1) The acid group is reacted to impart an unsaturated vinyl group.

曝光時,上述2)步驟之產物(即含不飽和乙烯基)之聚合物末端之不飽和乙烯基與其他可聚合之基團一起進行反應。藉此,可提高圖案之強度。另外,藉此可減少圖案表面突起之產生。Upon exposure, the unsaturated vinyl group at the end of the polymer of the above step 2) (i.e., containing an unsaturated vinyl group) is reacted with other polymerizable groups. Thereby, the strength of the pattern can be improved. In addition, the generation of pattern surface protrusions can be reduced by this.

藉此,下述2)步驟之產物包含上述化學式5所示之重複單元。Thereby, the product of the following step 2) contains the repeating unit represented by the above Chemical Formula 5.

於上述化學式5中,R16、R17、R18、R19、R20及R21係彼此相同或不同且各自獨立地為氫或C1 ~C10 烷基,e為莫耳混合比,且e為1~40。In the above Chemical Formula 5, R16, R17, R18, R19, R20 and R21 are the same or different from each other and are each independently hydrogen or a C 1 -C 10 alkyl group, e is a molar mixing ratio, and e is 1 to 40. .

此時,於透過上述反應而生成之聚合物中,以聚合物整體作為基準,可含有含量為1~40莫耳%的化學式 5所示之重複單元。In this case, the polymer formed by the above reaction may contain a chemical formula having a content of 1 to 40 mol% based on the entire polymer. Repeating unit shown in 5.

本發明之一實施態樣之聚合物的重量平均分子量為5,000~50,000,視需要可為5,000~20,000,但本發明並不僅限於此。The polymer of one embodiment of the present invention has a weight average molecular weight of 5,000 to 50,000, and may be 5,000 to 20,000 as needed, but the present invention is not limited thereto.

本發明之一實施態樣之聚合物的酸值為10~150KOH mg/g,視需要可為30~130KOH mg/g,但發明並不僅限於此。The polymer of one embodiment of the present invention has an acid value of 10 to 150 KOH mg/g, and may be 30 to 130 KOH mg/g as needed, but the invention is not limited thereto.

本發明中,「*」表示重複單元之間之連結部分。In the present invention, "*" indicates a linking portion between repeating units.

另一方面,上述聚合物可以作為使著色組成物中之著色劑分散之分散用樹脂。On the other hand, the above polymer can be used as a dispersion resin for dispersing a coloring agent in a coloring composition.

本發明係提供一種著色組成物,包括:一含有上述聚合物之分散用樹脂、著色劑及溶劑。The present invention provides a colored composition comprising: a dispersion resin containing the above polymer, a colorant, and a solvent.

本發明之著色組成物中,上述分散用樹脂可僅由本說明書之聚合物構成,亦可除上述聚合物之外,更添加本技術領域中眾所周知之分散用樹脂。In the coloring composition of the present invention, the dispersing resin may be composed only of the polymer of the present specification, and a dispersing resin well known in the art may be added in addition to the above polymer.

於著色組成物中,著色劑通常多含有芳香族基以顯色。因此,用以使著色劑分散之分散用樹脂通常含有芳香族基,以提高與含有芳香族基之著色劑的親和力而高效率地使之分散。In the colored composition, the colorant usually contains an aromatic group to develop color. Therefore, the dispersion resin for dispersing the colorant usually contains an aromatic group, and the affinity with the aromatic group-containing coloring agent is increased to efficiently disperse it.

但是,上述分散用樹脂之芳香族基有可能會使著色劑固有之顏色變色,且有可能產生於加熱步驟中進行熱分解等,造成表面形成突起等問題。However, the aromatic group of the above-mentioned dispersion resin may cause discoloration of the color inherent to the colorant, and may cause thermal decomposition or the like in the heating step, causing problems such as formation of protrusions on the surface.

為解決上述問題,本發明之分散用樹脂係最小 限度地包含一含有作為芳香族基之芳基之重複單元,為提供耐熱性,可包含一含有作為脂環基之環烷基之重複單元。In order to solve the above problems, the dispersion resin of the present invention is the smallest The repeating unit containing an aryl group as an aromatic group is limited to provide a repeating unit containing a cycloalkyl group as an alicyclic group in order to provide heat resistance.

於含有上述環烷基之情形時,玻璃轉移溫度較高,且呈現疏水性,故而有顯影性降低之情況,因此為彌補該情況,可包含一含有酸基或者直鏈或支鏈烷基之重複單元。In the case of containing the above cycloalkyl group, the glass transition temperature is high and exhibits hydrophobicity, so that the developability is lowered. Therefore, in order to compensate for this, an acid group or a linear or branched alkyl group may be contained. Repeat unit.

上述含有直鏈或支鏈烷基之重複單元不僅可提供顯影性,亦可對分散用樹脂提供分散性。The above repeating unit having a linear or branched alkyl group can provide not only developability but also dispersibility for the resin for dispersion.

含有上述環烷基之情形時,可減低利用鹼性水溶液進行顯影時之圖案剝離。其原因在於,由於環烷基之疏水性,顯影步驟時顯影液難以滲透至圖案內部,因而圖案之損傷減低。In the case of containing the above cycloalkyl group, pattern peeling at the time of development by an alkaline aqueous solution can be reduced. The reason for this is that, due to the hydrophobicity of the cycloalkyl group, it is difficult for the developer to penetrate into the inside of the pattern during the development step, and thus the damage of the pattern is reduced.

以上述著色組成物之總重量作為基準,上述分散用樹脂之含量可為1~30重量%。The content of the dispersion resin may be 1 to 30% by weight based on the total weight of the coloring composition.

上述著色劑根據顏色特性有紅色顏料、紫色顏料、藍色顏料、綠色顏料、黃色顏料、橙色顏料、黑色顏料、碳黑等,可自該等之中選擇1種以上。The coloring agent may be one or more selected from the group consisting of a red pigment, a purple pigment, a blue pigment, a green pigment, a yellow pigment, an orange pigment, a black pigment, and carbon black.

作為上述紅色顏料,可選自由:萘酚系紅色顏料之顏料紅#1(C.I.12070)、顏料紅#2(C.I.12310)、顏料紅#3(C.I.12120)、顏料紅#4(C.I.12085)、顏料紅#5(C.I.12490)、顏料紅#6(C.I.12090)、顏料紅#7(C.I.12420)、顏料紅#8(C.I.12355)、顏料紅#9(C.I.12460)、顏料紅#10(C.I.12440)、顏料紅#11(C.I.12430)、顏料紅#12(C.I.12385)、顏料紅#13(C.I.12395)、顏料紅#14(C.I.12380)、 顏料紅#15(C.I.12465)、顏料紅#16(C.I.12500)、顏料紅#17(C.I.12390)、顏料紅#18(C.I.12350)、顏料紅#21(C.I.12300)、顏料紅#22(C.I.12315)、顏料紅#23(C.I.12355)、顏料紅#31(C.I.12360)、顏料紅#32(C.I.12320)、顏料紅#95(C.I.15897)、顏料紅#112(C.I.12370)、顏料紅#114(C.I.12351)、顏料紅#119(C.I.12469)、顏料紅#146(C.I.12485)、顏料紅#147(C.I.12433)、顏料紅#148(C.I.12369)、顏料紅#150(C.I.12290)、顏料紅#151(C.I.15890)、顏料紅#184(C.I.12487)、顏料紅#187(C.I.12486)、顏料紅#188(C.I.12467)、顏料紅#210(C.I.12474)、顏料紅#245(C.I.12317)、顏料紅#253(C.I.12375)、顏料紅#258(C.I.12318)、顏料紅#261(C.I.12468);萘酚系與金屬複合體之顏料紅#49(C.I.15630)、顏料紅#49:1(C.I.15630:1)、顏料紅#49:2(C.I.15630:2)、顏料紅#49:3(C.I.15630:3)、顏料紅#50:1(C.I.15500:1)、顏料紅#51:1(C.I.15580:1)、顏料紅#53(C.I.15585)、顏料紅#53:1(C.I.15585:1)、顏料紅#68(C.I.15525)、顏料紅#243(C.I.15910)、顏料紅#247(C.I.15915);雙偶氮吡唑啉酮系之顏料紅#37(C.I.21205)、顏料紅#38(C.I.21210)、顏料紅#41(C.I.21200);作為雙偶氮系縮合物之顏料紅#144(C.I.20735)、顏料紅#166(C.I.20035)、顏料紅#220(C.I.20055)、顏料紅#221(C.I.20065)、顏料紅#242(C.I.20067);2-羥基-3-萘甲酸系金屬複合體之顏料紅#48:1(C.I.15865:1)、顏料紅#48:2(C.I.15865:2)、顏料紅#48:3(C.I.15865:3)、顏料紅 #48:4(C.I.15865:4)、顏料紅#48:5(C.I.15865:5)、顏料紅#52:1(C.I.15860:1)、顏料紅#52:2(C.I.15860:2)、顏料紅#57:1(C.I.15850:1)、顏料紅#58:2(C.I.15825:2)、顏料紅#58:4(C.I.15825:4)、顏料紅#63:1(C.I.15880:1)、顏料紅#63:2(C.I.15880:2)、顏料紅#64(C.I.15800)、顏料紅#64:1(C.I.15800:1)、顏料紅#200(C.I.15867);萘磺酸金屬複合體之顏料紅#60:1(C.I.16105:1)、顏料紅#66(C.I.18000:1)、顏料紅#67(C.I.18025:1);三芳基碳陽離子系之顏料紅#81:1(C.I.45160:1)、顏料紅#81:3(C.I.45160:3)、顏料紅#169(C.I.45160:2);蒽醌系之顏料紅#89(C.I.60745)、顏料紅#177(C.I.65300);硫靛系之顏料紅#88(C.I.73312)、顏料紅#181(C.I.73360);喹吖啶酮系之顏料紅#122(C.I.73915)、顏料紅#207(C.I.73900)、顏料紅#209(C.I.73905);苝系之顏料紅#123(C.I.71145)、顏料紅#149(C.I.71137)、顏料紅#178(C.I.71155)、顏料紅#179(C.I.71130)、顏料紅#190(C.I.71140)、顏料紅#194(C.I.71100)、顏料紅#224(C.I.71127);苯并咪唑酮系之顏料紅#171(C.I.12512)、顏料紅#175(C.I.12513)、顏料紅#176(C.I.12515)、顏料紅#185(C.I.12516)、顏料紅#208(C.I.12514);皮蒽酮系之顏料紅#216(C.I.59710);二酮吡咯并吡咯系之顏料紅#254(C.I.56110);及異吲哚啉系之顏料紅#260(C.I.56295)所組成之群組。As the above red pigment, optional: naphthol red pigment pigment red #1 (CI12070), pigment red #2 (CI12310), pigment red #3 (CI12120), pigment red #4 (CI12085) , Pigment Red #5 (CI12490), Pigment Red #6 (CI12090), Pigment Red #7 (CI12420), Pigment Red #8 (CI12355), Pigment Red #9 (CI12460), Pigment Red #10 (CI12440), Pigment Red #11 (CI12430), Pigment Red #12 (CI12385), Pigment Red #13 (CI12395), Pigment Red #14 (CI12380), Pigment Red #15 (CI12465), Pigment Red #16 (CI12500), Pigment Red #17 (CI12390), Pigment Red #18 (CI12350), Pigment Red #21 (CI12300), Pigment Red #22 ( CI12315), Pigment Red #23 (CI12355), Pigment Red #31 (CI12360), Pigment Red #32 (CI12320), Pigment Red #95 (CI15897), Pigment Red #112 (CI12370), Pigment Red #114 (CI12351), Pigment Red #119 (CI12469), Pigment Red #146 (CI12485), Pigment Red #147 (CI12433), Pigment Red #148 (CI12369), Pigment Red #150 (CI 12290), Pigment Red #151 (CI15890), Pigment Red #184 (CI12487), Pigment Red #187 (CI12486), Pigment Red #188 (CI12467), Pigment Red #210 (CI12474), Pigment Red #245(CI12317), Pigment Red #253(CI12375), Pigment Red #258(CI12318), Pigment Red #261(CI12468); Naphthalene Phenol and Metal Complex Pigment Red #49(CI15630) , Pigment Red #49:1 (CI15630:1), Pigment Red #49:2 (CI15630:2), Pigment Red #49:3 (CI15630:3), Pigment Red #50:1 (CI15500: 1), Pigment Red #51:1 (CI15580:1), Pigment Red #53 (CI15585), Pigment Red #53:1 (CI15585:1), Pigment Red #68 (CI15525 ), Pigment Red #243 (CI15910), Pigment Red #247 (CI15915); bisazopyrazolone-based Pigment Red #37 (CI21205), Pigment Red #38 (CI21210), Pigment Red # 41 (CI21200); Pigment Red #144 (CI20735), Pigment Red #166 (CI20035), Pigment Red #220 (CI20055), Pigment Red #221 (CI20065), which are bisazo condensates, Pigment Red #242 (CI20067); 2-hydroxy-3-naphthoic acid-based metal composite pigment red #48:1 (CI15865:1), Pigment Red #48:2 (CI15865:2), Pigment Red #48:3(CI15865:3), pigment red #48:4(CI15865:4), Pigment Red #48:5 (CI15865:5), Pigment Red #52:1 (CI15860:1), Pigment Red #52:2 (CI15860:2), Pigment Red #57:1 (CI15850:1), Pigment Red #58:2 (CI15825:2), Pigment Red #58:4 (CI15825:4), Pigment Red #63:1 (CI15880:1 ), Pigment Red #63:2 (CI15880: 2), Pigment Red #64 (CI15800), Pigment Red #64:1 (CI15800:1), Pigment Red #200 (CI15867); Naphthalenesulfonic acid metal Pigment Red #60:1 (CI16105:1), Pigment Red #66 (CI18000:1), Pigment Red #67 (CI18025:1); Triaryl Carbocation Pigment Red #81:1 (CI45160:1), Pigment Red #81:3 (CI45160:3), Pigment Red #169 (CI45160:2); Tannin's Pigment Red #89 (CI60745), Pigment Red #177 (CI 65300); thioindigo pigment red #88 (CI73312), pigment red #181 (CI73360); quinacridone pigment red #122 (CI73915), pigment red #207 (CI73900), pigment Red #209(CI73905); enamel pigment red #123 (CI71145), pigment red #149 (CI71137), pigment red #178 (CI71155), pigment red #179 (CI71130), pigment red # 190 (CI71140 ), Pigment Red #194 (CI71100), Pigment Red #224 (CI71127); Benzimidazolone Pigment Red #171 (CI12512), Pigment Red #175 (CI12513), Pigment Red #176 (CI 12515), Pigment Red #185 (CI12516), Pigment Red #208 (CI12514); Pipione Pigment Red #216 (CI59710); Diketopyrrolopyrrole Pigment Red #254 (CI56110) And a group of isoporphyrin pigment red #260 (CI56295).

作為紫色顏料,可選自由:三芳基碳陽離子系之顏料紫#1(C.I.45170:2)、顏料紫#2(C.I.45175:1)、 顏料紫#3(C.I.42535:2)、顏料紫#27(C.I.42535:3)、顏料紫#39(C.I.42555:2);蒽醌系之顏料紫#5:1(C.I.58055:1);萘酚系之顏料紫#25(C.I.12321)、顏料紫#50(C.I.12322);喹吖啶酮系之顏料紫#19(C.I.73900);二噁嗪系之顏料紫#23(C.I.51319)、顏料紫#37(C.I.51345);苝系之顏料紫#29(C.I.71129);及苯并咪唑酮系之顏料紫#32(C.I.12517)所組成之群組。As a purple pigment, it is optional: triarylcarbocation pigment violet #1 (C.I.45170:2), pigment violet #2 (C.I.45175:1), Pigment Violet #3 (CI42535:2), Pigment Violet #27 (CI42535:3), Pigment Violet #39 (CI42555:2); Tannin's Pigment Violet #5:1 (CI58055:1); Naphthol-based pigment violet #25 (CI12321), Pigment Violet #50 (CI12322); quinacridone-based pigment violet #19 (CI73900); dioxazine-based pigment violet #23 (CI51319) , Pigment Violet #37 (CI51345); quinone pigment violet #29 (CI71129); and benzimidazolone pigment violet #32 (CI12517) group.

作為藍色顏料,可選自由:三芳基碳陽離子系之顏料藍#15:6、顏料藍#1(C.I.42595:2)、顏料藍#2(C.I.44045:2)、顏料藍#9(C.I.42025:1)、顏料藍#10(C.I.44040:2)、顏料藍#14(C.I.42600:1)、顏料藍#18(C.I.42770:1)、顏料藍#19(C.I.42750)、顏料藍#56(C.I.42800)、顏料藍#62(C.I.44084);銅酞青系之顏料藍#15(C.I.74160)、顏料藍#15:1(C.I.74160);無金屬酞菁系之顏料藍#16(C.I.74100);陰丹士林系之顏料藍#60(C.I.69800)、顏料藍#64(C.I.69825);及靛藍系之顏料藍#66(C.I.73000)、顏料藍#63(C.I.73015:x)所組成之群組。As a blue pigment, you can choose: triarylcarbocarbonate pigment blue #15:6, pigment blue #1 (CI42595:2), pigment blue #2 (CI44045:2), pigment blue #9 (CI 42025:1), Pigment Blue #10 (CI44040: 2), Pigment Blue #14 (CI42600: 1), Pigment Blue #18 (CI42770: 1), Pigment Blue #19 (CI42750), Pigment Blue # 56 (CI42800), Pigment Blue #62 (CI44084); Copper Blue Pigment Blue #15 (CI74160), Pigment Blue #15:1 (CI74160); No Metallic Phthalocyanine Paint Blue #16 (CI74100); Indosinline pigment blue #60 (CI69800), Pigment Blue #64 (CI69825); and Indigo pigment blue #66 (CI73000), Pigment Blue #63 (CI73015: x) The group consisting of.

作為綠色顏料,可選自由:三芳基碳陽離子系之顏料綠#1(C.I.42040:1)、顏料綠#2(C.I.42040:1)、顏料綠#4(C.I.42000:2);銅酞青系之顏料綠#7(C.I.74260)、顏料綠#36(C.I.74265);鋅複合體之顏料綠#58;及金屬複合體之顏料綠#8(C.I.10006)、顏料綠#10(C.I.12775)所組成之群組。As a green pigment, it can be selected as follows: triarylcarbocarbonate pigment green #1 (CI42040:1), pigment green #2 (CI42040:1), pigment green #4 (CI42000:2); Pigment Green #7 (CI74260), Pigment Green #36 (CI74265); Pigment Green #58 of zinc composite; and Pigment Green #8 (CI10006), Pigment Green #10 (CI12775) ) the group consisting of.

作為黃色顏料,可選自由:單偶氮系之顏料黃 #1(C.I.11680)、顏料黃#2(C.I.11730)、顏料黃#3(C.I.11710)、顏料黃#5(C.I.11660)、顏料黃#6(C.I.11670)、顏料黃#10(C.I.12710)、顏料黃#49(C.I.11765)、顏料黃#65(C.I.11740)、顏料黃#73(C.I.11738)、顏料黃#74(C.I.11741)、顏料黃#75(C.I.11770)、顏料黃#97(C.I.11767)、顏料黃#98(C.I.11727)、顏料黃#111(C.I.11745)、顏料黃#116(C.I.11790)、顏料黃#167(C.I.11737);單偶氮系金屬複合體之顏料黃#61(C.I.13880)、顏料黃#62:1(C.I.13940:1)、顏料黃#100(C.I.19140:1)、顏料黃#168(C.I.13960)、顏料黃#169(C.I.13955)、顏料黃#183(C.I.18792);雙乙醯基乙醯芳基化物(bis-acetoacetallylide)系之顏料黃#16(C.I.20040);二芳基化物(diarylide)系之顏料黃#12(C.I.21090)、顏料黃#13(C.I.21100)、顏料黃#14(C.I.21095)、顏料黃#17(C.I.21105)、顏料黃#55(C.I.21096)、顏料黃#63(C.I.21091)、顏料黃#81(C.I.21127)、顏料黃#83(C.I.21108)、顏料黃#87(C.I.21107:1)、顏料黃#113(C.I.21126)、顏料黃#114(C.I.21092)、顏料黃#124(C.I.21107)、顏料黃#126(C.I.21101)、顏料黃#127(C.I.21102)、顏料黃#152(C.I.21111)、顏料黃#170(C.I.21104)、顏料黃#171(C.I.21106)、顏料黃#172(C.I.21109)、顏料黃#174(C.I.21098);黃士酮系之顏料黃#24(C.I.70600);重氮系縮合物之顏料黃#93(C.I.20710)、顏料黃#94(C.I.20038)、顏料黃#95(C.I.20034)、顏料黃#128(C.I.20037)、顏料黃#166(C.I.20035);蒽醌系之顏料黃#123(C.I.65049)、顏 料黃#147(C.I.60645);吖氮(acridine)系之顏料黃#101(C.I.48052);萘磺酸金屬複合體之顏料黃#104(C.I.15985:1);蒽嘧啶系之顏料黃#108(C.I.68420);異吲哚啉酮系之顏料黃#109(C.I.56284)、顏料黃#110(C.I.56280)、顏料黃#139(C.I.56298)、顏料黃#185(C.I.56290);苯并咪唑酮系之顏料黃#123(C.I.11783)、顏料黃#154(C.I.13980)、顏料黃#175(C.I.11784)、顏料黃#180(C.I.21290)、顏料黃#181(C.I.11777);及喹酞酮系之顏料黃#138(C.I.56300);金屬複合體之顏料黃#117(C.I.48043)、顏料黃#129(C.I.48042)、顏料黃#150(C.I.12764)、顏料黃#153(C.I.48545)、顏料黃#177(C.I.48120)、顏料黃#179(C.I.48125)所組成之群組。As a yellow pigment, optional free: monoazo-based pigment yellow #1(CI11680), Pigment Yellow #2 (CI11730), Pigment Yellow #3 (CI11710), Pigment Yellow #5 (CI11660), Pigment Yellow #6 (CI11670), Pigment Yellow #10 (CI12710 ), Pigment Yellow #49 (CI11765), Pigment Yellow #65 (CI11740), Pigment Yellow #73 (CI11738), Pigment Yellow #74 (CI11741), Pigment Yellow #75 (CI11770), Pigment Yellow # 97 (CI11767), Pigment Yellow #98 (CI11727), Pigment Yellow #111 (CI11745), Pigment Yellow #116 (CI11790), Pigment Yellow #167 (CI11737); monoazo metal complex Pigment Yellow #61 (CI13880), Pigment Yellow #62:1 (CI13940:1), Pigment Yellow #100 (CI19140:1), Pigment Yellow #168 (CI13960), Pigment Yellow #169 (CI13955) , Pigment Yellow #183 (CI18792); bis-acetoacetallylide based Pigment Yellow #16 (CI20040); Diarylide (Darylide) Pigment Yellow #12 (CI 21090), Pigment Yellow #13 (CI21100), Pigment Yellow #14 (CI21095), Pigment Yellow #17 (CI21105), Pigment Yellow #55 (CI21096), Pigment Yellow #63 (CI21091), Pigment Yellow #81(CI21127), Pigment Yellow #83(CI21108), Pigment Yellow #87(CI21107:1), Pigment Yellow #113(CI21126), Pigment Yellow #1 14 (CI21092), Pigment Yellow #124 (CI21107), Pigment Yellow #126 (CI21101), Pigment Yellow #127 (CI21102), Pigment Yellow #152 (CI21111), Pigment Yellow #170 (CI21104) , Pigment Yellow #171 (CI21106), Pigment Yellow #172 (CI21109), Pigment Yellow #174 (CI21098); Yellow Ketone Pigment Yellow #24 (CI70600); Pigment Yellow of Diazo Condensate #93(CI20710), Pigment Yellow #94(CI20038), Pigment Yellow #95(CI20034), Pigment Yellow #128(CI20037), Pigment Yellow #166(CI20035); 蒽醌系的颜料黄# 123 (CI65049), Yan Yellow #147(CI60645); pigment yellow yellow of acridine system (CI48052); pigment yellow #104 (CI15985:1) of naphthalenesulfonic acid metal complex; 108(CI68420); isoporphyrinone pigment yellow #109 (CI56284), pigment yellow #110 (CI56280), pigment yellow #139 (CI56298), pigment yellow #185 (CI56290); benzene And imidazolidone pigment yellow #123 (CI11783), pigment yellow #154 (CI13980), pigment yellow #175 (CI11784), pigment yellow #180 (CI21290), pigment yellow #181 (CI11777); And quinacridone pigment yellow #138 (CI56300); metal complex pigment yellow #117 (CI48043), pigment yellow #129 (CI48042), pigment yellow #150 (CI12764), pigment yellow #153 (CI48545), Pigment Yellow #177 (CI48120), Pigment Yellow #179 (CI48125) group.

此外,作為橙色顏料,可選自由:單偶氮系之顏料橙#1(C.I.11725)、顏料橙#6(C.I.12730);萘酚系之顏料橙#2(C.I.12060)、顏料橙#5(C.I.12075)、顏料橙#22(C.I.12470)、顏料橙#24(C.I.12305)、顏料橙#38(C.I.12367);萘酚金屬複合體之顏料橙#17(C.I.15510:1)、顏料橙#17:1(C.I.15510:2)、顏料橙#46(C.I.15602);雙偶氮吡唑啉酮系之顏料橙#13(C.I.21110)、顏料橙#34(C.I.21115);二芳基化物系之顏料橙#15(C.I.21130)、顏料橙#16(C.I.21160);萘磺酸金屬複合體之顏料橙#19(C.I.15990);雙偶氮系縮合物之顏料橙#31(C.I.20050);苯并咪唑酮系之顏料橙#36(C.I.11780)、顏料橙#60(C.I.11782);皮蒽酮系之顏料橙#40(C.I.59700);哌瑞酮系 (perinone)之顏料橙#43(C.I.71105);喹吖啶酮系之顏料橙#48(C.I.73900);及異吲哚啉系之顏料橙#61(C.I.11265)、顏料橙#66(C.I.48210)、顏料橙#69(C.I.56292)所組成之群組。In addition, as an orange pigment, it is optional: monoazo-based pigment orange #1 (CI11725), pigment orange #6 (CI12730); naphthol-based pigment orange #2 (CI12060), pigment orange #5 (CI12075), Pigment Orange #22 (CI12470), Pigment Orange #24 (CI12305), Pigment Orange #38 (CI12367); Pigment Orange #17 (CI15510:1), pigment of naphthol metal complex Orange #17:1 (CI15510:2), Pigment Orange #46 (CI15602); bisazopyrazolone-based pigment orange #13 (CI21110), Pigment Orange #34 (CI21115); Pigment Orange#15 (CI21130), Pigment Orange #16 (CI21160); Pigment Orange #19 (CI15990) of the naphthalenesulfonic acid metal complex; Pigment Orange #31 of the bisazo condensate ( CI20050); Benzimidazolone-based pigment orange #36 (CI11780), Pigment Orange #60 (CI11782); Pipione-based pigment orange #40 (CI59700); Piperidone (Perinone) Pigment Orange #43 (CI71105); Quinacridone Pigment Orange #48 (CI73900); and Isoporphyrin Pigment Orange #61 (CI11265), Pigment Orange #66 (CI 48210), group of pigment orange #69 (CI56292).

含有黑色顏料之著色劑可將碳黑與2種以上之著色顏料混合而使用。作為上述碳黑,可選自由:Tokai Carbon股份有限公司之SEAST 5HIISAF-HS、SEAST KH、SEAST 3HHAF-HS、SEAST NH、SEAST 3M、SEAST 300HAF-LS、SEAST 116HMMAF-HS、SEAST 116MAF、SEAST FMFEF-HS、SEAST SOFEF、SEAST VGPF、SEAST SVHSRF-HS、及SEAST SSRF;三菱化學股份有限公司之DIAGRAM Black II、DIAGRAM Black N339、DIAGRAM Black SH、DIAGRAM Black H、DIAGRAM LH、DIAGRAM HA、DIAGRAM SF、DIAGRAM N550M、DIAGRAM M、DIAGRAM E、DIAGRAM G、DIAGRAM R、DIAGRAM N760M、DIAGRAM LR、#2700、#2600、#2400、#2350、#2300、#2200、#1000、#980、#900、MCF88、#52、#50、#47、#45、#45L、#25、#CF9、#95、#3030、#3050、MA7、MA77、MA8、MA11、OIL7B、OIL9B、OIL11B、OIL30B、及OIL31B;Degussa股份有限公司之PRINTEX-U、PRINTEX-V、PRINTEX-140U、PRINTEX-140V、PRINTEX-95、PRINTEX-85、PRINTEX-75、PRINTEX-55、PRINTEX-45、PRINTEX-300、PRINTEX-35、PRINTEX-25、PRINTEX-200、PRINTEX-40、PRINTEX-30、PRINTEX-3、PRINTEX-A、SPECIAL BLACK-550、SPECIAL BLACK-350、SPECIAL BLACK-250、SPECIAL BLACK-100、及LAMP BLACK-101;以及Carbon Columbia股份有限公司之RAVEN-1100ULTRA、RAVEN-1080ULTRA、RAVEN-1060ULTRA、RAVEN-1040、RAVEN-1035、RAVEN-1020、RAVEN-1000、RAVEN-890H、RAVEN-890、RAVEN-880ULTRA、RAVEN-860ULTRA、RAVEN-850、RAVEN-820、RAVEN-790ULTRA、RAVEN-780ULTRA、RAVEN-760ULTRA、RAVEN-520、RAVEN-500、RAVEN-460、RAVEN-450、RAVEN-430ULTRA、RAVEN-420、RAVEN-410、RAVEN-2500ULTRA、RAVEN-2000、RAVEN-1500、RAVEN-1255、RAVEN-1250、RAVEN-1200、RAVEN-1190ULTRA及RAVEN-1170所組成之群組。A coloring agent containing a black pigment can be used by mixing carbon black with two or more coloring pigments. As the above carbon black, optional: Tokai Carbon Co., Ltd. SEAST 5HIISAF-HS, SEAST KH, SEAST 3HHAF-HS, SEAST NH, SEAST 3M, SEAST 300HAF-LS, SEAST 116HMMAF-HS, SEAST 116MAF, SEAST FMFEF- HS, SEAST SOFEF, SEAST VGPF, SEAST SVHSRF-HS, and SEAST SSRF; DIAGRAM Black II, DIAGRAM Black N339, DIAGRAM Black SH, DIAGRAM Black H, DIAGRAM LH, DIAGRAM HA, DIAGRAM SF, DIAGRAM N550M from Mitsubishi Chemical Corporation , DIAGRAM M, DIAGRAM E, DIAGRAM G, DIAGRAM R, DIAGRAM N760M, DIAGRAM LR, #2700, #2600, #2400, #2350, #2300, #2200, #1000, #980, #900, MCF88, #52 , #50, #47, #45, #45L, #25, #CF9, #95, #3030, #3050, MA7, MA77, MA8, MA11, OIL7B, OIL9B, OIL11B, OIL30B, and OIL31B; Degussa shares limited The company's PRINTEX-U, PRINTEX-V, PRINTEX-140U, PRINTEX-140V, PRINTEX-95, PRINTEX-85, PRINTEX-75, PRINTEX-55, PRINTEX-45, PRINTEX-300, PRINTEX-35, PRINTEX-25, PRINTEX-200, PRINTEX-40, PRINTEX-30, PRINTEX-3, PRINTEX-A, SPECIAL BLACK-550, SP ECIAL BLACK-350, SPECIAL BLACK-250, SPECIAL BLACK-100, and LAMP BLACK-101; and Carbon Columbia Co., Ltd. RAVEN-1100ULTRA, RAVEN-1080ULTRA, RAVEN-1060ULTRA, RAVEN-1040, RAVEN-1035, RAVEN-1020 , RAVEN-1000, RAVEN-890H, RAVEN-890, RAVEN-880ULTRA, RAVEN-860ULTRA, RAVEN-850, RAVEN-820, RAVEN-790ULTRA, RAVEN-780ULTRA, RAVEN-760ULTRA, RAVEN-520, RAVEN-500, RAVEN -460, RAVEN-450, RAVEN-430ULTRA, RAVEN-420, RAVEN-410, RAVEN-2500ULTRA, RAVEN-2000, RAVEN-1500, RAVEN-1255, RAVEN-1250, RAVEN-1200, RAVEN-1190ULTRA and RAVEN-1170 The group formed.

作為可與上述碳黑混合使用之著色劑,有胭脂紅6B(C.I.12490)、酞菁綠(C.I.74260)、酞菁藍(C.I.74160)、三菱碳黑MA100、苝黑(BASF K0084、K0086)、花青黑、雷奧諾爾黃(Lionol黃)(C.I.21090)、雷奧諾爾黃GRO(C.I.21090)、聯苯胺黃4T-564D、三菱碳黑MA-40、維多利亞純藍(C.I.42595)、C.I.顏料紅97、122、149、168、177、180、192、215、C.I.顏料綠7、36、C.I.顏料15:1、15:4、15:6、22、60、64、C.I.顏料83、139或C.I.顏料紫23等,此外,亦可使用白色顏料或螢光顏料等。As a coloring agent which can be used in combination with the above carbon black, there are Carmine Red 6B (CI12490), Phthalocyanine Green (CI74260), Phthalocyanine Blue (CI74160), Mitsubishi Carbon Black MA100, Black (BASF K0084, K0086) , Cyanine Black, Leonol Yellow (CI21090), Leonor Yellow GRO (CI21090), benzidine yellow 4T-564D, Mitsubishi carbon black MA-40, Victoria Pure Blue (CI42595), CI Pigment Red 97, 122, 149, 168, 177, 180, 192, 215, CI Pigment Green 7, 36, CI Pigment 15: 1, 15: 4, 15: 6, 22, 60, 64, CI Pigment 83, 139 or CI Pigment Violet 23, etc., in addition to white pigments or fluorescent pigments.

以上述著色組成物之總重量作為基準,上述著色劑之含量可為5~50重量%。The content of the coloring agent may be 5 to 50% by weight based on the total weight of the coloring composition.

上述溶劑可為一種以上選自由:甲基乙基酮、 甲基異丁基酮、甲基賽路蘇、乙基賽路蘇、四氫呋喃、1,4-二噁烷、乙二醇二甲醚、乙二醇二乙醚、丙二醇二甲醚、丙二醇二乙醚、二乙二醇二甲醚、二乙二醇二乙醚、二乙二醇甲基乙醚、氯仿、二氯甲烷、1,2-二氯乙烷、1,1,1-三氯乙烷、1,1,2-三氯乙烷、1,1,2-三氯乙烯、己烷、庚烷、辛烷、環己烷、苯、甲苯、二甲苯、甲醇、乙醇、異丙醇、丙醇、丁醇、第三丁醇、2-乙氧基丙醇、2-甲氧基丙醇、3-甲氧基丁醇、環己酮、環戊酮、丙二醇甲醚乙酸酯、丙二醇乙醚乙酸酯、乙酸-3-甲氧基丁酯、3-乙氧基丙酸乙酯、乙基賽路蘇乙酸酯、甲基賽路蘇乙酸酯、及乙酸丁酯、及二丙二醇單甲醚所組成之群組,但本發明並不僅限於此,亦可使用該技術領域中眾所周知之溶劑。The above solvent may be one or more selected from the group consisting of: methyl ethyl ketone, Methyl isobutyl ketone, methyl sarbuta, ethyl siroli, tetrahydrofuran, 1,4-dioxane, ethylene glycol dimethyl ether, ethylene glycol diethyl ether, propylene glycol dimethyl ether, propylene glycol diethyl ether , diethylene glycol dimethyl ether, diethylene glycol diethyl ether, diethylene glycol methyl ether, chloroform, dichloromethane, 1,2-dichloroethane, 1,1,1-trichloroethane, 1,1,2-trichloroethane, 1,1,2-trichloroethylene, hexane, heptane, octane, cyclohexane, benzene, toluene, xylene, methanol, ethanol, isopropanol, C Alcohol, butanol, tert-butanol, 2-ethoxypropanol, 2-methoxypropanol, 3-methoxybutanol, cyclohexanone, cyclopentanone, propylene glycol methyl ether acetate, propylene glycol Ethyl acetate, ethyl-3-methoxybutyl acetate, ethyl 3-ethoxypropionate, ethyl stilbene acetate, methyl sarbuta acetate, and butyl acetate, and A group consisting of propylene glycol monomethyl ether, but the invention is not limited thereto, and a solvent well known in the art may also be used.

以上述著色組成物之總重量作為基準,上述溶劑之含量可為20~70重量%。The content of the solvent may be 20 to 70% by weight based on the total weight of the coloring composition.

本發明係提供一種感光性樹脂組成物,其包含上述著色組成物。The present invention provides a photosensitive resin composition comprising the above colored composition.

本發明之感光性樹脂組成物中,上述著色組成物可僅由本說明書之著色組成物構成,亦可除上述著色組成物之外,選擇性的添加本技術領域中眾所周知之著色組成物、顏料或染料。In the photosensitive resin composition of the present invention, the coloring composition may be composed only of the coloring composition of the present specification, and a coloring composition, a pigment or a coloring material well known in the art may be selectively added in addition to the coloring composition described above. dye.

以感光性樹脂組成物之總重量作為基準,上述著色組成物之含量可為0.01~80重量%,但本發明並不僅限於此。The content of the coloring composition may be 0.01 to 80% by weight based on the total weight of the photosensitive resin composition, but the present invention is not limited thereto.

上述感光性樹脂組成物可包含黏合劑樹脂、含 乙烯性不飽和鍵之聚合性化合物、起始劑及溶劑,上述黏合劑樹脂、含乙烯性不飽和鍵之聚合性化合物、光起始劑及溶劑可為本技術領域中眾所周知之化合物。The photosensitive resin composition may include a binder resin, and The polymerizable compound, the initiator and the solvent of the ethylenically unsaturated bond, the binder resin, the polymerizable compound containing an ethylenically unsaturated bond, the photoinitiator and the solvent may be compounds well known in the art.

於本發明之感光性樹脂組成物中,上述黏合劑樹脂可僅由本發明之聚合物構成。In the photosensitive resin composition of the present invention, the above binder resin may be composed only of the polymer of the present invention.

本發明之感光性樹脂組成物中,可除本發明之聚合物之外,亦可選擇性包含本技術領域中眾所周知之黏合劑樹脂,亦可不含本發明之聚合物。The photosensitive resin composition of the present invention may optionally contain a binder resin well known in the art or a polymer of the present invention in addition to the polymer of the present invention.

上述黏合劑樹脂可更包含:含環氧基及乙烯性不飽和鍵之單體;一或以上選自由選自由不飽和羧酸酯類、芳香族乙烯基單體類、不飽和醚類、N-乙烯基三級胺類、及不飽和醯亞胺類所組成之群組之單體;含有酸基之單體;及酸酐。The above binder resin may further comprise: a monomer containing an epoxy group and an ethylenically unsaturated bond; and one or more selected from the group consisting of an unsaturated carboxylic acid ester, an aromatic vinyl monomer, an unsaturated ether, and N a monomer of a group consisting of a vinyl tertiary amine and an unsaturated sulfimine; a monomer containing an acid group; and an acid anhydride.

作為上述含環氧基及乙烯性不飽和鍵之單體,可為一或以上選自由:烯丙基縮水甘油醚、(甲基)丙烯酸縮水甘油酯、(甲基)丙烯酸-3,4-環氧環己基甲酯、5-降莰烯基-2-甲基-2-羧酸縮水甘油酯(內型/外型混合物)、1,2-環氧基-5-己烯及1,2-環氧基-9-癸烯所組成之群組之化合物,但本發明並不僅限於此。The monomer containing the epoxy group and the ethylenically unsaturated bond may be one or more selected from the group consisting of allyl glycidyl ether, glycidyl (meth)acrylate, and (meth)acrylic acid-3,4- Epoxycyclohexylmethyl ester, 5-northenyl-2-methyl-2-carboxylic acid glycidyl ester (endo/exo mixture), 1,2-epoxy-5-hexene and 1, A compound of the group consisting of 2-epoxy-9-pinene, but the invention is not limited thereto.

作為上述不飽和羧酸酯類之具體例子,可選自由:(甲基)丙烯酸苄酯、(甲基)丙烯酸甲酯、(甲基)丙烯酸乙酯、(甲基)丙烯酸丁酯、(甲基)丙烯酸二甲基胺基乙酯、(甲基)丙烯酸異丁酯、(甲基)丙烯酸第三丁酯、(甲基)丙烯酸環己酯、(甲基)丙烯酸異莰酯、(甲基)丙烯酸乙基己酯、(甲基) 丙烯酸-2-苯氧基乙酯、(甲基)丙烯酸四氫糠酯、(甲基)丙烯酸羥基乙酯、(甲基)丙烯酸-2-羥基丙酯、(甲基)丙烯酸-2-羥基-3-氯丙酯、(甲基)丙烯酸-4-羥基丁酯、醯基辛氧基(甲基)丙烯酸-2-羥基丙酯(acyloctyloxy-2-hydroxypropyl(meth)acrylate)、(甲基)丙烯酸甘油酯、(甲基)丙烯酸-2-甲氧基乙酯、(甲基)丙烯酸-3-甲氧基丁酯、乙氧基二乙二醇(甲基)丙烯酸酯、甲氧基三乙二醇(甲基)丙烯酸酯、甲氧基三丙二醇(甲基)丙烯酸酯、聚乙二醇甲醚(甲基)丙烯酸酯、苯氧基二乙二醇(甲基)丙烯酸酯、對壬基苯氧基聚乙二醇(甲基)丙烯酸酯、對壬基苯氧基聚丙二醇(甲基)丙烯酸酯、(甲基)丙烯酸縮水甘油酯、(甲基)丙烯酸四氟丙酯、(甲基)丙烯酸-1,1,1,3,3,3-六氟異丙酯、(甲基)丙烯酸八氟戊酯、(甲基)丙烯酸十七氟癸酯、(甲基)丙烯酸三溴苯酯、α-羥甲基丙烯酸甲酯、α-羥甲基丙烯酸乙酯、α-羥甲基丙烯酸丙酯及α-羥甲基丙烯酸丁酯所組成之群組,但本發明並不僅限於此。As specific examples of the above unsaturated carboxylic acid esters, benzyl (meth) acrylate, methyl (meth) acrylate, ethyl (meth) acrylate, butyl (meth) acrylate, (A) Dimethylaminoethyl acrylate, isobutyl (meth)acrylate, tert-butyl (meth)acrylate, cyclohexyl (meth)acrylate, isodecyl (meth)acrylate, (A) Ethyl hexyl acrylate, (methyl) 2-phenoxyethyl acrylate, tetrahydrofurfuryl (meth) acrylate, hydroxyethyl (meth) acrylate, 2-hydroxypropyl (meth) acrylate, 2-hydroxyl (meth) acrylate 3-chloropropyl ester, 4-hydroxybutyl (meth)acrylate, acyloctyloxy-2-hydroxypropyl (meth)acrylate, (methyl) ) glyceryl acrylate, 2-methoxyethyl (meth) acrylate, 3-methoxybutyl (meth) acrylate, ethoxy diethylene glycol (meth) acrylate, methoxy Triethylene glycol (meth) acrylate, methoxy tripropylene glycol (meth) acrylate, polyethylene glycol methyl ether (meth) acrylate, phenoxy diethylene glycol (meth) acrylate, p-Mercaptophenoxy polyethylene glycol (meth) acrylate, p-nonyl phenoxy polypropylene glycol (meth) acrylate, glycidyl (meth) acrylate, tetrafluoropropyl (meth) acrylate , (meth)acrylic acid-1,1,1,3,3,3-hexafluoroisopropyl ester, octafluoropentyl (meth)acrylate, heptafluorodecyl (meth)acrylate, (methyl) Tribromophenyl acrylate, α-hydroxymethyl methacrylate, α-hydroxyethyl methacrylate The group consisting of α- α- hydroxymethyl and hydroxymethyl acrylate, butyl acrylate, but the present invention is not limited thereto.

作為上述芳香族乙烯基單體類之具體例,可選自由苯乙烯、α-甲基苯乙烯、(鄰、間、對)-乙烯基甲苯、(鄰、間、對)-甲氧基苯乙烯、及(鄰、間、對)-氯苯乙烯所組成之群組,但本發明並不僅限於此。Specific examples of the above aromatic vinyl monomer may be selected from styrene, α-methylstyrene, (o-, m-, p-)-vinyltoluene, (o-, m-, p-)-methoxybenzene. A group consisting of ethylene and (o-, m-, p-)-chlorostyrene, but the invention is not limited thereto.

作為上述不飽和醚類之具體例子,可選自由乙烯基甲醚、乙烯基乙醚、及烯丙基縮水甘油醚所組成之群組,但本發明並不僅限於此。As a specific example of the above unsaturated ethers, a group consisting of vinyl methyl ether, vinyl ethyl ether, and allyl glycidyl ether may be selected, but the present invention is not limited thereto.

作為上述N-乙烯基三級胺類之具體例子,可選 自由N-乙烯基吡咯啶酮、N-乙烯基咔唑、及N-乙烯基嗎啉所組成之群組,但本發明並不僅限於此。As a specific example of the above N-vinyl tertiary amines, optional A group consisting of free N-vinylpyrrolidone, N-vinylcarbazole, and N-vinylmorpholine, but the invention is not limited thereto.

作為上述不飽和醯亞胺類之具體例子,可選自由N-苯基順丁烯二醯亞胺、N-(4-氯苯基)順丁烯二醯亞胺、N-(4-羥基苯基)順丁烯二醯亞胺、及N-環己基順丁烯二醯亞胺所組成之群組,但本發明並不僅限於此。As a specific example of the above unsaturated quinone imine, N-phenyl maleimide, N-(4-chlorophenyl) maleimide, N-(4-hydroxyl group) may be optionally used. A group consisting of phenyl) maleimide and N-cyclohexyl maleimide, but the invention is not limited thereto.

上述含有酸基之單體可為一或以上選自由:(甲基)丙烯酸、丁烯酸、衣康酸、順丁烯二酸、反丁烯二酸、單甲基順丁烯二酸、異戊二烯磺酸、苯乙烯磺酸、及5-降莰烯-2-羧酸所組成之群組,但本發明不僅限於此。The above acid group-containing monomer may be one or more selected from the group consisting of: (meth)acrylic acid, crotonic acid, itaconic acid, maleic acid, fumaric acid, monomethyl maleic acid, A group consisting of isoprenesulfonic acid, styrenesulfonic acid, and 5-northene-2-carboxylic acid, but the invention is not limited thereto.

作為上述酸酐,可為順丁烯二酸酐、甲基順丁烯二酸酐、四氫鄰苯二甲酸酐等,但本發明並不僅限於此。The acid anhydride may be maleic anhydride, methyl maleic anhydride or tetrahydrophthalic anhydride, but the invention is not limited thereto.

本發明之感光性樹脂組成物中,以感光性樹脂組成物之總重量作為基準,上述黏合劑樹脂之含量可為1~20重量%,但本發明並不僅限於此。In the photosensitive resin composition of the present invention, the content of the binder resin may be 1 to 20% by weight based on the total weight of the photosensitive resin composition, but the present invention is not limited thereto.

上述含乙烯性不飽和鍵之聚合性化合物可為一或以上選自由:乙二醇二(甲基)丙烯酸酯、乙烯基數為2~14之聚乙二醇二(甲基)丙烯酸酯、三羥甲基丙烷二(甲基)丙烯酸酯、三羥甲基丙烷三(甲基)丙烯酸酯、季戊四醇三(甲基)丙烯酸酯、丙烯基數為2~14之丙二醇二(甲基)丙烯酸酯等利用α,β-不飽和羧酸將多元醇進行酯化而獲得之化合物;三羥甲基丙烷三縮水甘油醚丙烯酸加成物、雙酚A二縮水甘油醚丙烯酸加成物等對含縮水甘油基之化合物導入(甲基)丙烯酸而獲得之化合物;(甲基)丙烯酸-β-羥基乙 酯之鄰苯二甲酸二酯、(甲基)丙烯酸-β-羥基乙酯之甲苯二異氰酸酯加成物等具有羥基或乙烯性不飽和鍵之化合物與多元羧酸之酯化合物、或與聚異氰酸酯之加成物;及(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-乙基己酯等(甲基)丙烯酸烷基酯所組成之群組,但本發明並不僅限於此,亦可使用本技術領域中眾所周知者等。The polymerizable compound containing an ethylenically unsaturated bond may be one or more selected from the group consisting of ethylene glycol di(meth)acrylate, polyethylene glycol di(meth)acrylate having a vinyl number of 2 to 14, and three Hydroxymethylpropane di(meth)acrylate, trimethylolpropane tri(meth)acrylate, pentaerythritol tri(meth)acrylate, propylene glycol di(meth)acrylate having a propylene number of 2-14 a compound obtained by esterifying a polyhydric alcohol with an α,β-unsaturated carboxylic acid; a trimethylolpropane triglycidyl ether acrylic acid adduct, a bisphenol A diglycidyl ether acrylic acid adduct, etc. a compound obtained by introducing a compound into (meth)acrylic acid; (meth)acrylic acid-β-hydroxyl a compound having a hydroxyl group or an ethylenically unsaturated bond, an ester compound of a polyvalent carboxylic acid, or a polyisocyanate, such as an ester phthalic acid diester or a (meth)acrylic acid-β-hydroxyethyl ester toluene diisocyanate adduct. And an alkyl (meth)acrylate such as methyl (meth)acrylate, ethyl (meth)acrylate, butyl (meth)acrylate or 2-ethylhexyl (meth)acrylate The group consisting of esters, but the present invention is not limited thereto, and those well known in the art and the like can also be used.

以感光性樹脂組成物之總重量作為基準,上述含乙烯性不飽和鍵之聚合性化合物之含量可為2~30重量%,但本發明並不僅限於此。The content of the above-mentioned ethylenically unsaturated bond-containing polymerizable compound may be 2 to 30% by weight based on the total weight of the photosensitive resin composition, but the present invention is not limited thereto.

作為上述光起始劑,可為一或以上選自由:2,4-三氯甲基-(4'-甲氧基苯基)-6-三嗪、2,4-三氯甲基-(4'-甲氧基苯乙烯基)-6-三嗪、2,4-三氯甲基-(胡椒基)-6-三嗪、2,4-三氯甲基-(3',4'-二甲氧基苯基)-6-三嗪、3-{4-[2,4-雙(三氯甲基)-s-三嗪-6-基]苯硫基}丙酸等三嗪化合物;2,2'-雙(2-氯苯基)-4,4',5,5'-四苯基聯咪唑、2,2'-雙(2,3-二氯苯基)-4,4',5,5'-四苯基聯咪唑等聯咪唑化合物;2-羥基-2-甲基-1-苯基丙烷-1-酮、1-(4-異丙基苯基)-2-羥基-2-甲基丙烷-1-酮、4-(2-羥基乙氧基)-苯基(2-羥基)丙基酮、1-羥基環己基苯基酮、安息香甲醚、安息香乙醚、安息香異丁醚、安息香丁醚、2,2-二甲氧基-2-苯基苯乙酮、2-甲基-(4-甲硫基苯基)-2-嗎啉基-1-丙烷-1-酮、2-苄基-2-二甲基胺基-1-(4-嗎啉基苯基)-丁烷-1-酮等苯乙酮系化合物;二苯基酮、4,4'-雙(二甲基胺基)二苯基酮、4,4'-雙(二乙基胺基)二苯基酮、2,4,6-三甲基胺基 二苯基酮、鄰苯甲醯基苯甲酸甲酯、3,3-二甲基-4-甲氧基二苯基酮、3,3',4,4'-四(第三丁基過氧羰基)二苯基酮等二苯基酮系化合物;9-茀酮、2-氯-9-茀酮、2-甲基-9-茀酮等茀酮系化合物;噻噸酮(thioxanthone)、2,4-二乙基噻噸酮、2-氯噻噸酮、1-氯-4-丙氧基噻噸酮、異丙基噻噸酮、二異丙基噻噸酮等噻噸酮系化合物;氧蔥酮(xanthone)、2-甲基氧蔥酮等氧蔥酮系化合物;蒽醌、2-甲基蒽醌、2-乙基蒽醌、第三丁基蒽醌、2,6-二氯-9,10-蒽醌等蒽醌系化合物;9-苯基吖啶、1,7-雙(9-吖啶基)庚烷、1,5-雙(9-吖啶基)戊烷、1,3-雙(9-吖啶基)丙烷等吖啶系化合物;苯偶醯、1,7,7-三甲基-雙環[2,2,1]庚烷-2,3-二酮、9,10-菲醌等二羰基化合物;2,4,6-三甲基苯甲醯基二苯基氧化膦、雙(2,6-二甲氧基苯甲醯基)-2,4,4-三甲基戊基氧化膦、雙(2,6-二氯苯甲醯基)丙基氧化膦等氧化膦系化合物;4-(二甲基胺基)苯甲酸甲酯、4-(二甲基胺基)苯甲酸乙酯、4-(二甲基胺基)苯甲酸-2-正丁氧基乙酯、2,5-雙(4-二乙基胺基苯亞甲基)環戊酮、2,6-雙(4-二乙基胺基苯亞甲基)環己酮、2,6-雙(4-二乙基胺基苯亞甲基)-4-甲基-環己酮等胺系增效劑;3,3'-羰基乙烯基-7-(二乙基胺基)香豆素、3-(2-苯并噻唑基)-7-(二乙基胺基)香豆素、3-苯甲醯基-7-(二乙基胺基)香豆素、3-苯甲醯基-7-甲氧基-香豆素、10,10'-羰基雙[1,1,7,7-四甲基-2,3,6,7-四氫-1H,5H,11H-Cl]-苯并吡喃并-[6,7,8-ij]-喹嗪-11-酮等香豆素系化合物;4-二乙基胺基查耳酮、4-二疊氮基苯亞甲基苯乙酮等查耳酮化合物;2-苯甲醯基甲烷、及3-甲基-β-萘并噻 唑啉所組成之群組,但本發明並不僅限於此,亦可使用本技術領域中眾所周知之光起始劑。As the above photoinitiator, one or more may be selected from the group consisting of: 2,4-trichloromethyl-(4'-methoxyphenyl)-6-triazine, 2,4-trichloromethyl-( 4'-Methoxystyryl-6-triazine, 2,4-trichloromethyl-(piperidyl)-6-triazine, 2,4-trichloromethyl-(3',4' -dimethoxyphenyl)-6-triazine, triazine such as 3-{4-[2,4-bis(trichloromethyl)-s-triazin-6-yl]phenylthio}propionic acid Compound; 2,2'-bis(2-chlorophenyl)-4,4',5,5'-tetraphenylbiimidazole, 2,2'-bis(2,3-dichlorophenyl)-4 , bi-imidazole compound such as 4',5,5'-tetraphenylbiimidazole; 2-hydroxy-2-methyl-1-phenylpropan-1-one, 1-(4-isopropylphenyl)- 2-hydroxy-2-methylpropan-1-one, 4-(2-hydroxyethoxy)-phenyl(2-hydroxy)propyl ketone, 1-hydroxycyclohexyl phenyl ketone, benzoin methyl ether, benzoin Ether, benzoin isobutyl ether, benzoin butyl ether, 2,2-dimethoxy-2-phenylacetophenone, 2-methyl-(4-methylthiophenyl)-2-morpholinyl-1 - an acetophenone-based compound such as propan-1-one or 2-benzyl-2-dimethylamino-1-(4-morpholinylphenyl)-butan-1-one; diphenyl ketone, 4,4'-bis(dimethylamino)diphenyl ketone, 4,4'-bis(diethylamino)diphenyl ketone, 2,4,6 -trimethylamino Diphenyl ketone, methyl ortho-benzoylbenzoate, 3,3-dimethyl-4-methoxydiphenyl ketone, 3,3',4,4'-tetra (t-butyl a diphenyl ketone compound such as oxycarbonyl)diphenyl ketone; an fluorenone compound such as 9-fluorenone, 2-chloro-9-fluorenone or 2-methyl-9-fluorenone; thioxanthone; , 2,4-diethylthioxanthone, 2-chlorothioxanthone, 1-chloro-4-propoxythioxanthone, isopropylthioxanthone, diisopropylthioxanthone, etc. a compound; an oxone compound such as xanthone or 2-methylxene ketone; hydrazine, 2-methyl hydrazine, 2-ethyl hydrazine, tert-butyl hydrazine, 2, a quinone compound such as 6-dichloro-9,10-fluorene; 9-phenyl acridine, 1,7-bis(9-acridinyl)heptane, 1,5-bis(9-acridinyl) An acridine compound such as pentane or 1,3-bis(9-acridinyl)propane; benzoin, 1,7,7-trimethyl-bicyclo[2,2,1]heptane-2, Dicarbonyl compound such as 3-diketone, 9,10-phenanthrenequinone; 2,4,6-trimethylbenzimidyldiphenylphosphine oxide, bis(2,6-dimethoxybenzylidene) a phosphine oxide compound such as 2,4,4-trimethylpentylphosphine oxide or bis(2,6-dichlorobenzhydryl)propylphosphine oxide; 4-(dimethylamine) Methyl benzoate, ethyl 4-(dimethylamino)benzoate, 4-n-butoxyethyl 4-(dimethylamino)benzoate, 2,5-bis (4- Diethylaminobenzylidene)cyclopentanone, 2,6-bis(4-diethylaminobenzylidene)cyclohexanone, 2,6-bis(4-diethylaminobenzene) Amine synergists such as methylene)-4-methyl-cyclohexanone; 3,3'-carbonylvinyl-7-(diethylamino)coumarin, 3-(2-benzothiazole -7-(diethylamino)coumarin, 3-benzylidenyl-7-(diethylamino)coumarin, 3-benzylidene-7-methoxy-fragrance Bean, 10,10'-carbonyl bis[1,1,7,7-tetramethyl-2,3,6,7-tetrahydro-1H,5H,11H-Cl]-benzopyrano-[ a coumarin compound such as 6,7,8-ij]-quinolizol-11-one; a chalcone such as 4-diethylaminochalcone or 4-diazidobenzylidene acetophenone Compound; 2-benzylidene methane, and 3-methyl-β-naphthylthiazepine The group consisting of oxazolines, but the invention is not limited thereto, and a photoinitiator well known in the art may also be used.

以感光性樹脂組成物之總重量作為基準,上述光起始劑之含量可為0.1~5重量%,但本發明並不僅限於此。The content of the photoinitiator may be 0.1 to 5% by weight based on the total weight of the photosensitive resin composition, but the present invention is not limited thereto.

上述溶劑可為一種或以上選自由:甲基乙基酮、甲基異丁基酮、甲基賽路蘇、乙基賽路蘇、四氫呋喃、1,4-二噁烷、乙二醇二甲醚、乙二醇二乙醚、丙二醇二甲醚、丙二醇二乙醚、二乙二醇二甲醚、二乙二醇二乙醚、二乙二醇甲基乙醚、氯仿、二氯甲烷、1,2-二氯乙烷、1,1,1-三氯乙烷、1,1,2-三氯乙烷、1,1,2-三氯乙烯、己烷、庚烷、辛烷、環己烷、苯、甲苯、二甲苯、甲醇、乙醇、異丙醇、丙醇、丁醇、第三丁醇、2-乙氧基丙醇、2-甲氧基丙醇、3-甲氧基丁醇、環己酮、環戊酮、丙二醇甲醚乙酸酯、丙二醇乙醚乙酸酯、乙酸-3-甲氧基丁酯、3-乙氧基丙酸乙酯、乙基賽路蘇乙酸酯、甲基賽路蘇乙酸酯、及乙酸丁酯、及二丙二醇單甲醚所組成之群組,但本發明並不僅限於此,亦可使用本技術領域中眾所周知之溶劑。The above solvent may be one or more selected from the group consisting of: methyl ethyl ketone, methyl isobutyl ketone, methyl stilbene, ethyl stilbene, tetrahydrofuran, 1,4-dioxane, ethylene glycol dimethyl Ether, ethylene glycol diethyl ether, propylene glycol dimethyl ether, propylene glycol diethyl ether, diethylene glycol dimethyl ether, diethylene glycol diethyl ether, diethylene glycol methyl ether, chloroform, dichloromethane, 1,2- Dichloroethane, 1,1,1-trichloroethane, 1,1,2-trichloroethane, 1,1,2-trichloroethylene, hexane, heptane, octane, cyclohexane, Benzene, toluene, xylene, methanol, ethanol, isopropanol, propanol, butanol, tert-butanol, 2-ethoxypropanol, 2-methoxypropanol, 3-methoxybutanol, Cyclohexanone, cyclopentanone, propylene glycol methyl ether acetate, propylene glycol diethyl ether acetate, 3-methoxybutyl acetate, ethyl 3-ethoxypropionate, ethyl celecoxib acetate, A group consisting of methyl sesaacetate, butyl acetate, and dipropylene glycol monomethyl ether, but the present invention is not limited thereto, and a solvent well known in the art may also be used.

以感光性樹脂組成物之總重量作為基準,上述溶劑之含量可為15~95重量%,但本發明並不僅限於此。The content of the above solvent may be 15 to 95% by weight based on the total weight of the photosensitive resin composition, but the present invention is not limited thereto.

另外,本說明書之感光性樹脂組成物可根據用途而選擇性的包含一或以上選自由:分散劑、硬化促進劑、熱聚合抑制劑、界面活性劑、光增減劑、塑化劑、接著促進劑、填充劑及接著助劑所組成之群組。Further, the photosensitive resin composition of the present specification may optionally comprise one or more selected from the group consisting of: a dispersant, a hardening accelerator, a thermal polymerization inhibitor, a surfactant, a photo-enhancing agent, a plasticizer, and the like. A group of accelerators, fillers, and auxiliaries.

上述分散劑可藉由以預先對顏料進行表面處理之形態而於顏料內部添加之方法,或於顏料外部添加之方法而使用。上述分散劑可使用聚合物型、非離子性、陰離子性或陽離子性分散劑,其具體例子包括一或以上選自由聚烷二醇及其酯、聚氧伸烷基多元醇、酯環氧烷加成物、醇環氧烷加成物、磺酸酯、磺酸鹽、羧酸酯、羧酸鹽、烷基醯胺環氧烷加成物及烷基胺所組成之群組中,但本發明並不限定於此。The dispersant may be used by a method of adding the pigment to the inside of the pigment in a form of surface treatment in advance, or a method of adding it to the outside of the pigment. The above dispersant may be a polymer type, a nonionic, an anionic or a cationic dispersant, and specific examples thereof include one or more selected from the group consisting of polyalkylene glycols and esters thereof, polyoxyalkylene polyols, and ester alkylene oxides. An adduct, an alcohol alkylene oxide adduct, a sulfonate, a sulfonate, a carboxylic acid ester, a carboxylate, a alkylguanamine alkylene oxide adduct, and an alkylamine, but The present invention is not limited to this.

作為上述硬化促進劑,舉例而言,可包含一或以上選自由:2-巰基苯并咪唑、2-巰基苯并噻唑、2-巰基苯并噁唑、2,5-二巰基-1,3,4-噻二唑、2-巰基-4,6-二甲基胺基吡啶、季戊四醇四(3-巰基丙酸酯)、季戊四醇三(3-巰基丙酸酯)、季戊四醇四(2-巰基乙酸酯)、季戊四醇三(2-巰基乙酸酯)、三羥甲基丙烷三(2-巰基乙酸酯)、三羥甲基丙烷三(3-巰基丙酸酯)、三羥甲基乙烷三(2-巰基乙酸酯)、及三羥甲基乙烷三(3-巰基丙酸酯)所組成之群組,但本發明並不僅限於此,可包含本技術領域中通常周知者。As the hardening accelerator, for example, one or more selected from the group consisting of 2-mercaptobenzimidazole, 2-mercaptobenzothiazole, 2-mercaptobenzoxazole, 2,5-dimercapto-1,3 may be contained. , 4-thiadiazole, 2-mercapto-4,6-dimethylaminopyridine, pentaerythritol tetrakis(3-mercaptopropionate), pentaerythritol tris(3-mercaptopropionate), pentaerythritol tetrakis(2-mercapto) Acetate), pentaerythritol tris(2-mercaptoacetate), trimethylolpropane tris(2-mercaptoacetate), trimethylolpropane tris(3-mercaptopropionate), trimethylol a group consisting of ethane tris(2-mercaptoacetate) and trishydroxymethylethane tris(3-mercaptopropionate), but the invention is not limited thereto and may be generally known in the art. By.

作為上述熱聚合抑制劑,舉例而言,可包含一或以上選自由:對茴香醚、對苯二酚、鄰苯二酚(pyrocatechol)、第三丁基兒茶酚(t-butyl Catechol)、N-亞硝基苯基羥基胺銨鹽、N-亞硝基苯基羥基胺鋁鹽及酚噻嗪(phenothiazine)所組成之群組,但本發明並不僅限於此,可包含本技術領域中通常周知者。As the above thermal polymerization inhibitor, for example, one or more selected from the group consisting of: p-anisole, hydroquinone, pyrocatechol, t-butyl Catechol, a group consisting of N-nitrosophenylhydroxylamine ammonium salt, N-nitrosophenylhydroxylamine aluminum salt and phenothiazine, but the invention is not limited thereto, and may be included in the technical field. Usually known.

上述界面活性劑為聚矽氧系界面活性劑或氟 系界面活性劑,具體而言,聚矽氧系界面活性劑可使用BYK-Chemie公司之BYK-077、BYK-085、BYK-300、BYK-301、BYK-302、BYK-306、BYK-307、BYK-310、BYK-320、BYK-322、BYK-323、BYK-325、BYK-330、BYK-331、BYK-333、BYK-335、BYK-341v344、BYK-345v346、BYK-348、BYK-354、BYK-355、BYK-356、BYK-358、BYK-361、BYK-370、BYK-371、BYK-375、BYK-380、BYK-390等;氟系界面活性劑可使用DIC(DaiNippon Ink & Chemicals)公司之F-114、F-177、F-410、F-411、F-450、F-493、F-494、F-443、F-444、F-445、F-446、F-470、F-471、F-472SF、F-474、F-475、F-477、F-478、F-479、F-480SF、F-482、F-483、F-484、F-486、F-487、F-172D、MCF-350SF、TF-1025SF、TF-1117SF、TF-1026SF、TF-1128、TF-1127、TF-1129、TF-1126、TF-1130、TF-1116SF、TF-1131、TF1132、TF1027SF、TF-1441、TF-1442等,但本發明並不僅限於此。The above surfactant is a polyfluorene surfactant or fluorine It is a surfactant, specifically, BYK-077, BYK-085, BYK-300, BYK-301, BYK-302, BYK-306, BYK-307, which are BYK-Chemie. , BYK-310, BYK-320, BYK-322, BYK-323, BYK-325, BYK-330, BYK-331, BYK-333, BYK-335, BYK-341v344, BYK-345v346, BYK-348, BYK -354, BYK-355, BYK-356, BYK-358, BYK-361, BYK-370, BYK-371, BYK-375, BYK-380, BYK-390, etc.; fluorinated surfactants can use DIC (DaiNippon) Ink & Chemicals) F-114, F-177, F-410, F-411, F-450, F-493, F-494, F-443, F-444, F-445, F-446, F-470, F-471, F-472SF, F-474, F-475, F-477, F-478, F-479, F-480SF, F-482, F-483, F-484, F- 486, F-487, F-172D, MCF-350SF, TF-1025SF, TF-1117SF, TF-1026SF, TF-1128, TF-1127, TF-1129, TF-1126, TF-1130, TF-1116SF, TF-1131, TF1132, TF1027SF, TF-1441, TF-1442, etc., but the present invention is not limited thereto.

上述光增減劑、塑化劑、接著促進劑、填充劑等亦可使用習知之感光性樹脂組成物中可包含的全部化合物。As the light-increasing agent, the plasticizer, the adhesion promoter, the filler, and the like, all of the compounds which can be contained in the conventional photosensitive resin composition can be used.

以感光性樹脂組成物之總重量作為基準,上述添加劑之含量可分別獨立地為0.01~5重量%,但本發明並不僅限於此。The content of the above additives may be independently 0.01 to 5% by weight based on the total weight of the photosensitive resin composition, but the present invention is not limited thereto.

另一方面,本說明書之感光性樹脂組成物可使用於輥塗機(roll coater)、簾塗機(curtain coater)、旋塗機(spin coater)、狹縫擠壓式塗佈機(slot die coater)、各種 印刷、浸漬等,可應用於金屬、紙、玻璃/塑膠基板等支持體上。另外,其應用方法並無特別限定,可於塗佈於膜等支持體上之後,轉印至其他支持體上,或者亦可於塗佈於第一支持體上後轉印至橡皮布(blanket)等上,然後再次轉印至第二支持體上。On the other hand, the photosensitive resin composition of the present specification can be used for a roll coater, a curtain coater, a spin coater, a slot die coater (slot die). Coater), various Printing, dipping, etc., can be applied to supports such as metal, paper, glass/plastic substrates. Further, the application method is not particularly limited, and may be applied to a support such as a film, transferred to another support, or may be applied to a first support and then transferred to a blanket (blanket). ), etc., and then transferred to the second support again.

作為用以使本發明之感光性樹脂組成物硬化之光源,舉例而言,有發射波長為250~450nm之光的水銀蒸汽弧光燈(mercury vapor arc lamp)、碳弧燈、氙弧燈(Xe arc)等,但本發明並不限定於此。As a light source for hardening the photosensitive resin composition of the present invention, for example, a mercury vapor arc lamp, a carbon arc lamp, and a xenon arc lamp (Xe) emitting light having a wavelength of 250 to 450 nm Arc), etc., but the invention is not limited thereto.

包含本發明之聚合物的感光性樹脂組成物不僅具有優異的感光度及顯影性,而且具有圓錐角較高、接著力優異之特徵。因此,包含本發明之聚合物的感光性樹脂組成物可用作多種感光材料,尤其可於LCD用彩色濾光片之圖案製造時應用。The photosensitive resin composition containing the polymer of the present invention has not only excellent sensitivity and developability, but also has a high taper angle and excellent adhesion. Therefore, the photosensitive resin composition containing the polymer of the present invention can be used as a plurality of photosensitive materials, and can be applied particularly to the patterning of color filters for LCDs.

本發明之一實施態樣具有優異耐熱性及防止黃變方面之優點。An embodiment of the present invention has the advantages of excellent heat resistance and prevention of yellowing.

本發明之一實施態樣具有減少膜上產生突起之優點。One embodiment of the present invention has the advantage of reducing the occurrence of protrusions on the film.

本發明之一實施態樣具有可減少膜、薄膜、圖案等中產生突起,提高亮度。One embodiment of the present invention has the effect of reducing protrusions in films, films, patterns, and the like, and improving brightness.

另外,本發明係提供一種感光材料,其係利用上述感光性樹脂組成物所製造者。Further, the present invention provides a photosensitive material which is produced by using the above-mentioned photosensitive resin composition.

本發明之感光性樹脂組成物之用途並無不特別限制,可使用於TFT(Thin Film Transistor,薄膜電晶體) -LCD彩色濾光片製造用顏料分散型感光材料、TFT-LCD或有機發光二極體之黑色矩陣形成用感光材料、保護層形成用感光材料、柱狀間隔物感光材料,且亦可使用於光硬化性塗料、光硬化性油墨、光硬化性接著劑、印刷版、印刷線路板用感光材料、其他透明感光材料、及PDP(Plasma Display Panel,電漿顯示面板)之製造等。The use of the photosensitive resin composition of the present invention is not particularly limited and can be used for a TFT (Thin Film Transistor). - a pigment dispersion type photosensitive material for manufacturing a color filter, a photosensitive material for forming a black matrix of a TFT-LCD or an organic light emitting diode, a photosensitive material for forming a protective layer, and a columnar spacer photosensitive material, and can also be used for A photocurable paint, a photocurable ink, a photocurable adhesive, a printing plate, a photosensitive material for a printed wiring board, another transparent photosensitive material, and a PDP (Plasma Display Panel).

另外,本發明係提供一種液晶顯示裝置,其包含選自利用上述感光材料所製造之彩色濾光片、黑色矩陣、保護層、柱狀間隔物及印刷線路板所組成之群組中的其中一者。Further, the present invention provides a liquid crystal display device comprising one of the group consisting of a color filter, a black matrix, a protective layer, a column spacer, and a printed wiring board manufactured using the above-mentioned photosensitive material. By.

以下,為理解本發明而揭示本發明之一實施例。但是,下述實施例僅係用以例示本發明,本發明之範圍並不因此受到限定。Hereinafter, an embodiment of the present invention will be disclosed in order to understand the present invention. However, the following examples are merely illustrative of the invention, and the scope of the invention is not limited thereby.

<實施例><Example> <合成例1><Synthesis Example 1>

於反應容器中,將熱起始劑V-65 2.17重量份溶解於溶劑中後,加入60/12/28之莫耳%之甲基丙烯酸-1-金剛烷基酯/苯乙烯/甲基丙烯酸,然後於氮環境中維持60℃且反應12小時。所製造之黏合劑樹脂之酸值為100KOH mg/g,重量平均分子量為8,100。After dissolving 2.17 parts by weight of hot starter V-65 in a solvent in a reaction vessel, adding 60/12/28 of mol% of methacrylic acid-1-adamantyl ester/styrene/methacrylic acid Then, it was maintained at 60 ° C in a nitrogen atmosphere and reacted for 12 hours. The adhesive resin produced had an acid value of 100 KOH mg/g and a weight average molecular weight of 8,100.

<合成例2><Synthesis Example 2>

於反應容器中,將熱起始劑V-65 2.17重量份溶解於溶劑中後,加入47/8/9/28/8之莫耳%之甲基丙烯酸-1-金剛烷基酯/N-環己基順丁烯二醯亞胺/苯乙烯/甲基丙烯酸/ 甲基丙烯酸月桂酯,然後於氮環境中維持60℃且反應12小時。所製造之黏合劑樹脂之酸值為98KOH mg/g,重量平均分子量為8,500。After dissolving 2.17 parts by weight of hot starter V-65 in a solvent in a reaction vessel, add 47/8/9/28/8 mol% of methacrylic acid 1-adamantyl ester/N- Cyclohexyl maleimide / styrene / methacrylic acid / Lauryl methacrylate was then maintained at 60 ° C in a nitrogen atmosphere and reacted for 12 hours. The adhesive resin produced had an acid value of 98 KOH mg/g and a weight average molecular weight of 8,500.

<合成例3><Synthesis Example 3>

於反應容器中,將熱起始劑V-65 2.17重量份溶解於溶劑中後,加入49/8/10/25/8之莫耳%之甲基丙烯酸環己酯/N-環己基順丁烯二醯亞胺/苯乙烯/甲基丙烯酸/甲基丙烯酸月桂酯,然後於氮環境中維持60℃且反應12小時。所製造之黏合劑樹脂之酸值為105KOH mg/g,重量平均分子量為8,000。After dissolving 2.17 parts by weight of hot starter V-65 in a solvent in a reaction vessel, adding 49/8/10/25/8 of mol% of cyclohexyl methacrylate/N-cyclohexyl cis-butyl Iridylimine/styrene/methacrylic acid/lauryl methacrylate was then maintained at 60 ° C in a nitrogen atmosphere for 12 hours. The adhesive resin produced had an acid value of 105 KOH mg/g and a weight average molecular weight of 8,000.

<合成例4><Synthesis Example 4>

於反應容器中,將熱起始劑V-65 2.17重量份溶解於溶劑中後,加入46/14/28/12之莫耳%之甲基丙烯酸二環戊酯/苯乙烯/甲基丙烯酸/甲基丙烯酸月桂酯,然後於氮環境中維持60℃且反應12小時。所製造之黏合劑樹脂之酸值為105KOH mg/g,重量平均分子量為8,500。After dissolving 2.17 parts by weight of hot starter V-65 in a solvent in a reaction vessel, add 46/14/28/12 mol% of dicyclopentyl methacrylate/styrene/methacrylic acid/ Lauryl methacrylate was then maintained at 60 ° C in a nitrogen atmosphere and reacted for 12 hours. The adhesive resin produced had an acid value of 105 KOH mg/g and a weight average molecular weight of 8,500.

<合成例5><Synthesis Example 5>

於反應容器中,將熱起始劑V-65 2.17重量份溶解於溶劑中後,加入59/18/23之莫耳%之甲基丙烯酸環己酯/苯乙烯/甲基丙烯酸,然後於氮環境中維持60℃且反應12小時。所製造之黏合劑樹脂之酸值為99KOH mg/g,重量平均分子量為8,000。After dissolving 2.17 parts by weight of hot starter V-65 in a solvent in a reaction vessel, 59/18/23 of mol% of cyclohexyl methacrylate/styrene/methacrylic acid was added, followed by nitrogen. The environment was maintained at 60 ° C and reacted for 12 hours. The adhesive resin produced had an acid value of 99 KOH mg/g and a weight average molecular weight of 8,000.

<合成例6><Synthesis Example 6>

於反應容器中,將熱起始劑V-65 2.17重量份 溶解於溶劑中後,加入39/8/53之莫耳%之甲基丙烯酸-1-金剛烷基酯/苯乙烯/甲基丙烯酸,然後於氮環境中維持60℃且反應12小時。於如此所獲得之樹脂溶液中添加熱聚合抑制劑及觸媒後,於空氣環境中加入甲基丙烯酸縮水甘油酯20.32g,維持在110℃下反應12小時。所製造之黏合劑樹脂之酸值為105KOH mg/g,重量平均分子量為10,500。In the reaction vessel, the hot starter V-65 2.17 parts by weight After dissolving in a solvent, 39/8/53 mol% of methacrylic acid-1-adamantyl ester/styrene/methacrylic acid was added, and then maintained at 60 ° C in a nitrogen atmosphere and reacted for 12 hours. After adding a thermal polymerization inhibitor and a catalyst to the resin solution thus obtained, 20.32 g of glycidyl methacrylate was added to an air atmosphere, and the reaction was maintained at 110 ° C for 12 hours. The adhesive resin produced had an acid value of 105 KOH mg/g and a weight average molecular weight of 10,500.

<合成例7><Synthesis Example 7>

於反應容器中,將熱起始劑V-65 2.17重量份溶解於溶劑中後,加入32/5/6/52/5之莫耳%之甲基丙烯酸環己酯/N-環己基順丁烯二醯亞胺/苯乙烯/甲基丙烯酸/甲基丙烯酸月桂酯,然後於氮環境中維持60℃且反應12小時。於如此所獲得之樹脂溶液中添加熱聚合抑制劑及觸媒後,於空氣環境中加入甲基丙烯酸縮水甘油酯22.33g,維持在110℃下反應12小時。所製造之黏合劑樹脂之酸值為110KOH mg/g,重量平均分子量為9,900。After dissolving 2.17 parts by weight of hot starter V-65 in a solvent in a reaction vessel, 32/5/6/52/5 of mol% of cyclohexyl methacrylate/N-cyclohexyl cis-butyl is added. Iridylimine/styrene/methacrylic acid/lauryl methacrylate was then maintained at 60 ° C in a nitrogen atmosphere for 12 hours. After adding a thermal polymerization inhibitor and a catalyst to the resin solution thus obtained, 22.33 g of glycidyl methacrylate was added to an air atmosphere, and the reaction was maintained at 110 ° C for 12 hours. The adhesive resin produced had an acid value of 110 KOH mg/g and a weight average molecular weight of 9,900.

<比較合成例1><Comparative Synthesis Example 1>

於反應容器中,將熱起始劑V-65 2.17重量份溶解於溶劑中後,加入55/9/11/25之莫耳%之甲基丙烯酸苄酯/N-苯基順丁烯二醯亞胺/苯乙烯/甲基丙烯酸,然後於氮環境中維持60℃且反應12小時。所製造之黏合劑樹脂之酸值為100KOH mg/g,重量平均分子量為8,300。After dissolving 2.17 parts by weight of hot starter V-65 in a solvent in a reaction vessel, add 55/9/11/25 of a molar % of benzyl methacrylate/N-phenylbutylene oxide. The imine/styrene/methacrylic acid was then maintained at 60 ° C in a nitrogen atmosphere and reacted for 12 hours. The adhesive resin produced had an acid value of 100 KOH mg/g and a weight average molecular weight of 8,300.

<比較合成例2><Comparative Synthesis Example 2>

於反應容器中,將熱起始劑V-65 2.17重量份溶解於溶劑中後,加入48/8/10/26/8之莫耳%之甲基丙烯酸 苄酯/N-苯基順丁烯二醯亞胺/苯乙烯/甲基丙烯酸/甲基丙烯酸月桂酯,然後於氮環境中維持60℃且反應12小時。所製造之黏合劑樹脂之酸值為102KOH mg/g,重量平均分子量為8,600。After dissolving 2.17 parts by weight of the hot starter V-65 in a solvent in a reaction vessel, adding 48/8/10/26/8 of the molar % methacrylic acid Benzyl ester / N-phenyl maleimide / styrene / methacrylic acid / lauryl methacrylate, then maintained at 60 ° C in a nitrogen atmosphere and reacted for 12 hours. The adhesive resin produced had an acid value of 102 KOH mg/g and a weight average molecular weight of 8,600.

<比較合成例3><Comparative Synthesis Example 3>

於反應容器中,將熱起始劑V-65 2.17重量份溶解於溶劑中後,加入32/5/6/52/5之莫耳%投入甲基丙烯酸苄酯/N-苯基順丁烯二醯亞胺/苯乙烯/甲基丙烯酸/甲基丙烯酸月桂酯,然後於氮環境中維持60℃且反應12小時。於如此所獲得之樹脂溶液中添加熱聚合抑制劑及觸媒後,於空氣環境中加入甲基丙烯酸縮水甘油酯22.00g,維持在110℃下反應12小時。所製造之黏合劑樹脂之酸值為108KOH mg/g,重量平均分子量為10,200。After dissolving 2.17 parts by weight of the hot starter V-65 in a solvent in a reaction vessel, the benzyl methacrylate/N-phenylbutylene was added in a molar ratio of 32/5/6/52/5. Diimine/styrene/methacrylic acid/lauryl methacrylate was then maintained at 60 ° C in a nitrogen atmosphere for 12 hours. After adding a thermal polymerization inhibitor and a catalyst to the resin solution thus obtained, 22.00 g of glycidyl methacrylate was added to the air atmosphere, and the reaction was maintained at 110 ° C for 12 hours. The adhesive resin produced had an acid value of 108 KOH mg/g and a weight average molecular weight of 10,200.

<實施例1><Example 1>

將作為顏料的5.08重量份之顏料綠58、0.85重量份之顏料黃150、上述合成例1中製造之聚合物2.0重量份、丙烯酸系分散劑3.62重量份、作為溶劑之丙二醇單甲醚乙酸酯38.8重量份混合,攪拌上述混合物,製造著色組成物。5.08 parts by weight of pigment green 58 as a pigment, 0.85 parts by weight of pigment yellow 150, 2.0 parts by weight of the polymer produced in the above Synthesis Example 1, and 3.62 parts by weight of an acrylic dispersant, propylene glycol monomethyl ether acetate as a solvent The ester was mixed in 38.8 parts by weight, and the above mixture was stirred to prepare a colored composition.

<實施例2><Example 2>

除代替上述合成例1中製造之聚合物而使用上述合成例2中製造之聚合物2.0重量份以外,以與實施例1相同之方法製造著色組成物。A coloring composition was produced in the same manner as in Example 1 except that 2.0 parts by weight of the polymer produced in the above Synthesis Example 2 was used instead of the polymer produced in the above Synthesis Example 1.

<實施例3><Example 3>

除代替上述合成例1中製造之聚合物而使用上述合成例3中製造之聚合物2.0重量份以外,以與實施例1相同之方法製造著色組成物。A coloring composition was produced in the same manner as in Example 1 except that 2.0 parts by weight of the polymer produced in the above Synthesis Example 3 was used instead of the polymer produced in the above Synthesis Example 1.

<實施例4><Example 4>

除代替上述合成例1中製造之聚合物而使用上述合成例4中製造之聚合物2.0重量份以外,以與實施例1相同之方法製造著色組成物。A coloring composition was produced in the same manner as in Example 1 except that 2.0 parts by weight of the polymer produced in the above Synthesis Example 4 was used instead of the polymer produced in the above Synthesis Example 1.

<實施例5><Example 5>

除代替上述合成例1中製造之聚合物而使用上述合成例5中製造之聚合物2.0重量份以外,以與實施例1相同之方法製造著色組成物。A coloring composition was produced in the same manner as in Example 1 except that 2.0 parts by weight of the polymer produced in the above Synthesis Example 5 was used instead of the polymer produced in the above Synthesis Example 1.

<實施例6><Example 6>

除代替上述合成例1中製造之聚合物而使用上述合成例6中製造之聚合物2.0重量份以外,以與實施例1相同之方法製造著色組成物。A coloring composition was produced in the same manner as in Example 1 except that 2.0 parts by weight of the polymer produced in the above Synthesis Example 6 was used instead of the polymer produced in the above Synthesis Example 1.

<實施例7><Example 7>

除代替上述合成例1中製造之聚合物而使用上述合成例7中製造之聚合物2.0重量份以外,以與實施例1相同之方法製造著色組成物。A coloring composition was produced in the same manner as in Example 1 except that 2.0 parts by weight of the polymer produced in the above Synthesis Example 7 was used instead of the polymer produced in the above Synthesis Example 1.

<實施例8><Example 8>

將實施例1中製造之著色組成物11重量份、作為乙烯性不飽和聚合性化合物之二季戊四醇六丙烯酸酯1.8重量份、作為黏合劑樹脂之甲基丙烯酸苄酯與甲基丙烯酸之共聚物1.8重量份、作為光起始劑之2,4-三氯甲基-(4'- 甲氧基苯基)-6-三嗪0.3重量份、作為接著促進劑之3-甲基丙烯醯氧基丙基三甲氧基矽烷0.13重量份、作為界面活性劑之F-475(DaiNippon Ink & Chemicals)0.04重量份、作為溶劑之丙二醇單甲醚乙酸酯38.8重量份混合,將上述混合物攪拌5小時,製造感光性樹脂組成物。11 parts by weight of the coloring composition produced in Example 1, 1.8 parts by weight of dipentaerythritol hexaacrylate as the ethylenically unsaturated polymerizable compound, and a copolymer of benzyl methacrylate and methacrylic acid as a binder resin. Parts by weight, 2,4-trichloromethyl-(4'- as a photoinitiator 0.3 parts by weight of methoxyphenyl)-6-triazine, 0.13 parts by weight of 3-methylpropenyloxypropyltrimethoxydecane as a further promoter, and F-475 as a surfactant (DaiNippon Ink & Chemicals) 0.04 parts by weight and 38.8 parts by weight of propylene glycol monomethyl ether acetate as a solvent were mixed, and the mixture was stirred for 5 hours to prepare a photosensitive resin composition.

<實施例9><Example 9>

將實施例2中製造之著色組成物11重量份、作為乙烯性不飽和聚合性化合物之二季戊四醇六丙烯酸酯1.8重量份、作為黏合劑樹脂之甲基丙烯酸苄酯與甲基丙烯酸之共聚物1.8重量份、作為光起始劑之2,4-三氯甲基-(4'-甲氧基苯基)-6-三嗪0.3重量份、作為接著促進劑之3-甲基丙烯醯氧基丙基三甲氧基矽烷0.13重量份、作為界面活性劑之F-475(DaiNippon Ink & Chemicals)0.04重量份、作為溶劑之丙二醇單甲醚乙酸酯38.8重量份混合,將上述混合物攪拌5小時,製造感光性樹脂組成物。11 parts by weight of the colored composition produced in Example 2, 1.8 parts by weight of dipentaerythritol hexaacrylate as the ethylenically unsaturated polymerizable compound, and a copolymer of benzyl methacrylate and methacrylic acid as a binder resin. 0.3 parts by weight of 2,4-trichloromethyl-(4'-methoxyphenyl)-6-triazine as a photoinitiator, 3-methylpropenyloxy group as a further promoter 0.13 parts by weight of propyltrimethoxydecane, 0.04 parts by weight of F-475 (DaiNippon Ink & Chemicals) as a surfactant, and 38.8 parts by weight of propylene glycol monomethyl ether acetate as a solvent, and the mixture was stirred for 5 hours. A photosensitive resin composition was produced.

<實施例10><Example 10>

將實施例3中製造之著色組成物11重量份、作為乙烯性不飽和聚合性化合物之二季戊四醇六丙烯酸酯1.8重量份、作為黏合劑樹脂之甲基丙烯酸苄酯與甲基丙烯酸之共聚物1.8重量份、作為光起始劑之2,4-三氯甲基-(4'-甲氧基苯基)-6-三嗪0.3重量份、作為接著促進劑之3-甲基丙烯醯氧基丙基三甲氧基矽烷0.13重量份、作為界面活性劑之F-475(DaiNippon Ink & Chemicals)0.04重量份、作為溶劑之丙二醇單甲醚乙酸酯38.8重量份混合,將上述混合 物攪拌5小時,製造感光性樹脂組成物。11 parts by weight of the coloring composition produced in Example 3, 1.8 parts by weight of dipentaerythritol hexaacrylate as the ethylenically unsaturated polymerizable compound, and a copolymer of benzyl methacrylate and methacrylic acid as a binder resin. 0.3 parts by weight of 2,4-trichloromethyl-(4'-methoxyphenyl)-6-triazine as a photoinitiator, 3-methylpropenyloxy group as a further promoter 0.13 parts by weight of propyltrimethoxydecane, 0.04 parts by weight of F-475 (DaiNippon Ink & Chemicals) as a surfactant, and 38.8 parts by weight of propylene glycol monomethyl ether acetate as a solvent, and the above mixing The mixture was stirred for 5 hours to prepare a photosensitive resin composition.

<實施例11><Example 11>

將實施例4中製造之著色組成物11重量份、作為乙烯性不飽和聚合性化合物之二季戊四醇六丙烯酸酯1.8重量份、作為黏合劑樹脂之甲基丙烯酸苄酯與甲基丙烯酸之共聚物1.8重量份、作為光起始劑之2,4-三氯甲基-(4'-甲氧基苯基)-6-三嗪0.3重量份、作為接著促進劑之3-甲基丙烯醯氧基丙基三甲氧基矽烷0.13重量份、作為界面活性劑之F-475(DaiNippon Ink & Chemicals)0.04重量份、作為溶劑之丙二醇單甲醚乙酸酯38.8重量份混合,將上述混合物攪拌5小時,製造感光性樹脂組成物。11 parts by weight of the coloring composition produced in Example 4, 1.8 parts by weight of dipentaerythritol hexaacrylate as the ethylenically unsaturated polymerizable compound, and a copolymer of benzyl methacrylate and methacrylic acid as a binder resin. 0.3 parts by weight of 2,4-trichloromethyl-(4'-methoxyphenyl)-6-triazine as a photoinitiator, 3-methylpropenyloxy group as a further promoter 0.13 parts by weight of propyltrimethoxydecane, 0.04 parts by weight of F-475 (DaiNippon Ink & Chemicals) as a surfactant, and 38.8 parts by weight of propylene glycol monomethyl ether acetate as a solvent, and the mixture was stirred for 5 hours. A photosensitive resin composition was produced.

<實施例12><Example 12>

將實施例5中製造之著色組成物11重量份、作為乙烯性不飽和聚合性化合物之二季戊四醇六丙烯酸酯1.8重量份、作為黏合劑樹脂之甲基丙烯酸苄酯與甲基丙烯酸之共聚物1.8重量份、作為光起始劑之2,4-三氯甲基-(4'-甲氧基苯基)-6-三嗪0.3重量份、作為接著促進劑之3-甲基丙烯醯氧基丙基三甲氧基矽烷0.13重量份、作為界面活性劑之F-475(DaiNippon Ink & Chemicals)0.04重量份、作為溶劑之丙二醇單甲醚乙酸酯38.8重量份混合,將上述混合物攪拌5小時,製造感光性樹脂組成物。11 parts by weight of the colored composition produced in Example 5, 1.8 parts by weight of dipentaerythritol hexaacrylate as the ethylenically unsaturated polymerizable compound, and a copolymer of benzyl methacrylate and methacrylic acid as a binder resin. 0.3 parts by weight of 2,4-trichloromethyl-(4'-methoxyphenyl)-6-triazine as a photoinitiator, 3-methylpropenyloxy group as a further promoter 0.13 parts by weight of propyltrimethoxydecane, 0.04 parts by weight of F-475 (DaiNippon Ink & Chemicals) as a surfactant, and 38.8 parts by weight of propylene glycol monomethyl ether acetate as a solvent, and the mixture was stirred for 5 hours. A photosensitive resin composition was produced.

<實施例13><Example 13>

將實施例6中製造之著色組成物11重量份、作為乙烯性不飽和聚合性化合物之二季戊四醇六丙烯酸酯 1.8重量份、作為黏合劑樹脂之甲基丙烯酸苄酯與甲基丙烯酸之共聚物1.8重量份、作為光起始劑之2,4-三氯甲基-(4'-甲氧基苯基)-6-三嗪0.3重量份、作為接著促進劑之3-甲基丙烯醯氧基丙基三甲氧基矽烷0.13重量份、作為界面活性劑之F-475(DaiNippon Ink & Chemicals)0.04重量份、作為溶劑之丙二醇單甲醚乙酸酯38.8重量份混合,將上述混合物攪拌5小時,製造感光性樹脂組成物。11 parts by weight of the colored composition produced in Example 6 as dipentaerythritol hexaacrylate as an ethylenically unsaturated polymerizable compound 1.8 parts by weight, 1.8 parts by weight of a copolymer of benzyl methacrylate and methacrylic acid as a binder resin, 2,4-trichloromethyl-(4'-methoxyphenyl) as a photoinitiator 0.3 parts by weight of -6-triazine, 0.13 parts by weight of 3-methylpropenyloxypropyltrimethoxydecane as a further promoter, and 0.04 parts by weight of F-475 (DaiNippon Ink & Chemicals) as a surfactant. The mixture was mixed with 38.8 parts by weight of propylene glycol monomethyl ether acetate as a solvent, and the mixture was stirred for 5 hours to prepare a photosensitive resin composition.

<實施例14><Example 14>

將實施例7中製造之著色組成物11重量份、作為乙烯性不飽和聚合性化合物之二季戊四醇六丙烯酸酯1.8重量份、作為黏合劑樹脂之甲基丙烯酸苄酯與甲基丙烯酸之共聚物1.8重量份、作為光起始劑之2,4-三氯甲基-(4'-甲氧基苯基)-6-三嗪0.3重量份、作為接著促進劑之3-甲基丙烯醯氧基丙基三甲氧基矽烷0.13重量份、作為界面活性劑之F-475(DaiNippon Ink & Chemicals)0.04重量份、作為溶劑之丙二醇單甲醚乙酸酯38.8重量份混合,將上述混合物攪拌5小時,製造感光性樹脂組成物。11 parts by weight of the coloring composition produced in Example 7, 1.8 parts by weight of dipentaerythritol hexaacrylate as the ethylenically unsaturated polymerizable compound, and a copolymer of benzyl methacrylate and methacrylic acid as a binder resin. 0.3 parts by weight of 2,4-trichloromethyl-(4'-methoxyphenyl)-6-triazine as a photoinitiator, 3-methylpropenyloxy group as a further promoter 0.13 parts by weight of propyltrimethoxydecane, 0.04 parts by weight of F-475 (DaiNippon Ink & Chemicals) as a surfactant, and 38.8 parts by weight of propylene glycol monomethyl ether acetate as a solvent, and the mixture was stirred for 5 hours. A photosensitive resin composition was produced.

<比較例1><Comparative Example 1>

除代替上述合成例1中製造之聚合物而使用上述比較合成例1中製造之聚合物2.0重量份以外,以與實施例1相同之方法製造著色組成物。A coloring composition was produced in the same manner as in Example 1 except that 2.0 parts by weight of the polymer produced in Comparative Synthesis Example 1 was used instead of the polymer produced in the above Synthesis Example 1.

<比較例2><Comparative Example 2>

除代替上述合成例1中製造之聚合物而使用上述比較合成例2中製造之聚合物2.0重量份以外,以與實施 例1相同之方法製造著色組成物。Except that 2.0 parts by weight of the polymer produced in Comparative Synthesis Example 2 was used instead of the polymer produced in the above Synthesis Example 1, The coloring composition was produced in the same manner as in Example 1.

<比較例3><Comparative Example 3>

除代替上述合成例1中製造之聚合物而使用上述比較合成例3中製造之聚合物2.0重量份以外,以與實施例1相同之方法製造著色組成物。A coloring composition was produced in the same manner as in Example 1 except that 2.0 parts by weight of the polymer produced in Comparative Synthesis Example 3 was used instead of the polymer produced in the above Synthesis Example 1.

<比較例4><Comparative Example 4>

將比較例1中製造之著色組成物11重量份、作為乙烯性不飽和聚合性化合物之二季戊四醇六丙烯酸酯1.8重量份、作為黏合劑樹脂之甲基丙烯酸苄酯與甲基丙烯酸之共聚物1.8重量份、作為光起始劑之2,4-三氯甲基-(4'-甲氧基苯基)-6-三嗪0.3重量份、作為接著促進劑之3-甲基丙烯醯氧基丙基三甲氧基矽烷0.13重量份、作為界面活性劑之F-475(DaiNippon Ink & Chemicals)0.04重量份、作為溶劑之丙二醇單甲醚乙酸酯38.8重量份混合,將上述混合物攪拌5小時,製造感光性樹脂組成物。11 parts by weight of the coloring composition produced in Comparative Example 1, 1.8 parts by weight of dipentaerythritol hexaacrylate as the ethylenically unsaturated polymerizable compound, and a copolymer of benzyl methacrylate and methacrylic acid as a binder resin. 0.3 parts by weight of 2,4-trichloromethyl-(4'-methoxyphenyl)-6-triazine as a photoinitiator, 3-methylpropenyloxy group as a further promoter 0.13 parts by weight of propyltrimethoxydecane, 0.04 parts by weight of F-475 (DaiNippon Ink & Chemicals) as a surfactant, and 38.8 parts by weight of propylene glycol monomethyl ether acetate as a solvent, and the mixture was stirred for 5 hours. A photosensitive resin composition was produced.

<比較例5><Comparative Example 5>

將比較例2中製造之著色組成物11重量份、作為乙烯性不飽和聚合性化合物之二季戊四醇六丙烯酸酯1.8重量份、作為黏合劑樹脂之甲基丙烯酸苄酯與甲基丙烯酸之共聚物1.8重量份、作為光起始劑之2,4-三氯甲基-(4'-甲氧基苯基)-6-三嗪0.3重量份、作為接著促進劑之3-甲基丙烯醯氧基丙基三甲氧基矽烷0.13重量份、作為界面活性劑之F-475(DaiNippon Ink & Chemicals)0.04重量份、作為溶劑之丙二醇單甲醚乙酸酯38.8重量份混合,將上述混合 物攪拌5小時,製造感光性樹脂組成物。11 parts by weight of the coloring composition produced in Comparative Example 2, 1.8 parts by weight of dipentaerythritol hexaacrylate as the ethylenically unsaturated polymerizable compound, and a copolymer of benzyl methacrylate and methacrylic acid as a binder resin. 0.3 parts by weight of 2,4-trichloromethyl-(4'-methoxyphenyl)-6-triazine as a photoinitiator, 3-methylpropenyloxy group as a further promoter 0.13 parts by weight of propyltrimethoxydecane, 0.04 parts by weight of F-475 (DaiNippon Ink & Chemicals) as a surfactant, and 38.8 parts by weight of propylene glycol monomethyl ether acetate as a solvent, and the above mixing The mixture was stirred for 5 hours to prepare a photosensitive resin composition.

<比較例6><Comparative Example 6>

將比較例3中製造之著色組成物11重量份、作為乙烯性不飽和聚合性化合物之二季戊四醇六丙烯酸酯1.8重量份、作為黏合劑樹脂之甲基丙烯酸苄酯與甲基丙烯酸之共聚物1.8重量份、作為光起始劑之2,4-三氯甲基-(4'-甲氧基苯基)-6-三嗪0.3重量份、作為接著促進劑之3-甲基丙烯醯氧基丙基三甲氧基矽烷0.13重量份、作為界面活性劑之F-475(DaiNippon Ink & Chemicals)0.04重量份、作為溶劑之丙二醇單甲醚乙酸酯38.8重量份混合,將上述混合物攪拌5小時,製造感光性樹脂組成物。11 parts by weight of the coloring composition produced in Comparative Example 3, 1.8 parts by weight of dipentaerythritol hexaacrylate as the ethylenically unsaturated polymerizable compound, and a copolymer of benzyl methacrylate and methacrylic acid as a binder resin. 0.3 parts by weight of 2,4-trichloromethyl-(4'-methoxyphenyl)-6-triazine as a photoinitiator, 3-methylpropenyloxy group as a further promoter 0.13 parts by weight of propyltrimethoxydecane, 0.04 parts by weight of F-475 (DaiNippon Ink & Chemicals) as a surfactant, and 38.8 parts by weight of propylene glycol monomethyl ether acetate as a solvent, and the mixture was stirred for 5 hours. A photosensitive resin composition was produced.

<實驗例1><Experimental Example 1>

為對上述實施例1~7以及比較例1~3中所獲得之著色組成物的亮度進行測定,將上述著色組成物旋轉塗佈(spin coating)於玻璃上,於約100℃下進行2分鐘預烘烤(prebake)而形成膜。之後,使用色度計測定亮度,然後於230℃下對上述膜進行約30分鐘後烘烤(postbake)之後,再次使用色度計測定亮度,測定亮度之減少程度。其結果係如下表1中所示。The brightness of the coloring composition obtained in the above Examples 1 to 7 and Comparative Examples 1 to 3 was measured, and the colored composition was spin-coated on glass and allowed to stand at about 100 ° C for 2 minutes. Prebake to form a film. Thereafter, the brightness was measured using a colorimeter, and after the film was post-baked at 230 ° C for about 30 minutes, the brightness was measured again using a colorimeter, and the degree of decrease in brightness was measured. The results are shown in Table 1 below.

<實驗例2><Experimental Example 2>

將上述實施例8~11以及比較例4~6中所獲得之感光性樹脂組成物旋轉塗佈(spin coating)於玻璃上,於約90℃下進行100秒預烘烤(prebake)而形成膜。使用透射率100%且形成線寬90μm之圖案的遮罩,於高壓水銀燈下以20mJ/cm2 對上述膜曝光後,利用pH值為11.3~11.7之氫氧化鉀(KOH)鹼性水溶液於0.2Mpa之壓力下對圖案進行80秒顯影,以去離子水洗淨。將其於230℃下進行約20分鐘後熱烘烤,以形成圖案。The photosensitive resin compositions obtained in the above Examples 8 to 11 and Comparative Examples 4 to 6 were spin-coated on glass, and prebaked at about 90 ° C for 100 seconds to form a film. . Using a mask having a transmittance of 100% and forming a pattern having a line width of 90 μm, the film was exposed to 20 mJ/cm 2 under a high pressure mercury lamp, and then a potassium hydroxide (KOH) alkaline aqueous solution having a pH of 11.3 to 11.7 was used at 0.2. The pattern was developed under pressure of Mpa for 80 seconds and washed with deionized water. This was baked at 230 ° C for about 20 minutes and then baked to form a pattern.

使用光學顯微鏡,對如此所形成之圖案之周緣因顯影液而剝離之程度進行測定,將圖案剝離之優劣示於下表2中。將未產生剝離之情形以1表示,將觀察到周緣之剝離之情形以2表示,將圖案中央部剝離之情形以3表示。隨著數值自1向3變化,表示顯影時之圖案剝離逐漸惡化。The degree of peeling of the periphery of the pattern thus formed by the developer was measured using an optical microscope, and the advantages and disadvantages of the pattern peeling were shown in Table 2 below. The case where no peeling occurred was indicated by 1, and the case where the peeling of the periphery was observed was indicated by 2, and the case where the center portion of the pattern was peeled off was indicated by 3. As the value changes from 1 to 3, it means that the pattern peeling at the time of development gradually deteriorates.

Claims (12)

一種聚合物,包括:如下述化學式1~4及6所示之重複單元: [化學式4] 於該化學式1~4及6中,R1、R2、R3、R5、R6、R7、R9、R10、R11、R12、R13、及R14係彼此相同或不同,且各自獨立為氫或C1 ~C10 烷基;R4為C4 ~C20 環烷基或C4 ~C20 環烯基;R8為經一或以上選自由鹵素及C1 ~C10 烷基所組成之群組所取代或未經取代之C6 ~C20 芳基;R15為C3 ~C30 烷基;R22為C1 ~C10 烷基、或環己基;以及a、b、c、d及f分別為莫耳混合比,其中a為10~60,b為1~20,c為10~70,d為1~20,且f為1~20。A polymer comprising: a repeating unit as shown in the following Chemical Formulas 1-4 and 6: [Chemical Formula 4] In the chemical formulas 1-4 and 6, R1, R2, R3, R5, R6, R7, R9, R10, R11, R12, R13, and R14 are the same or different from each other, and are each independently hydrogen or C 1 -C. 10 alkyl; R 4 is C 4 ~ C 20 cycloalkyl or C 4 ~ C 20 cycloalkenyl; R 8 is substituted by one or more selected from the group consisting of halogen and C 1 ~ C 10 alkyl a substituted C 6 -C 20 aryl group; R 15 is a C 3 -C 30 alkyl group; R 22 is a C 1 -C 10 alkyl group, or a cyclohexyl group; and a, b, c, d, and f are a molar mixture, respectively. Ratio, where a is 10~60, b is 1~20, c is 10~70, d is 1~20, and f is 1~20. 如申請專利範圍第1項所述之聚合物,更包括如下述化學式5所示之重複單元中的任意一者或以上:[化學式5] 於該化學式5中,R16、R17、R18、R19、R20及R21係彼此相同或不同,且各自獨立為氫或C1 ~C10 烷基;以及e為莫耳混合比,其中e為1~40。The polymer according to claim 1, further comprising any one or more of repeating units represented by the following Chemical Formula 5: [Chemical Formula 5] In the chemical formula 5, R16, R17, R18, R19, R20 and R21 are the same or different from each other, and each independently is hydrogen or a C 1 -C 10 alkyl group; and e is a molar mixing ratio, wherein e is 1~ 40. 如申請專利範圍第1項所述之聚合物,其中,該化學式1係如下述化學式7或化學式10所示: 於該化學式7及10中,R1、R2、R3及a係如該化學式1中之定義。The polymer according to claim 1, wherein the chemical formula 1 is as shown in the following Chemical Formula 7 or Chemical Formula 10: In the chemical formulas 7 and 10, R1, R2, R3 and a are as defined in the chemical formula 1. 如申請專利範圍第1項所述之聚合物,其中,該化學式2係如下述化學式8所示: 於該化學式8中,R5、R6、R7及b係如該化學式2中之定義。The polymer according to claim 1, wherein the chemical formula 2 is as shown in the following Chemical Formula 8: In the chemical formula 8, R5, R6, R7 and b are as defined in the chemical formula 2. 一種如申請專利範圍第1至4項中任一項所述之聚合物之製造方法,該製造方法包含:1)將下述化學式1~4及6所示之單體與一起始劑進行反應之步驟;[化學式1] [化學式6] 於該化學式1~4及6中,R1、R2、R3、R5、R6、R7、R9、R10、R11、R12、R13、及R14係彼此相同或不同,且各自獨立地為氫或C1 ~C10 烷基;R4為C4 ~C20 環烷基或C4 ~C20 環烯基;R8為經一或以上選自由鹵素及C1 ~C10 烷基所組成之群組所取代或未經取代之C6 ~C20 芳基;R15為C3 ~C30 烷基;R22為C1 ~C10 烷基、或環己基;以及a、b、c、d及f分別為莫耳混合比,其中a為10~60,b為1~20,c為10~70,d為1~20,且f為1~20。A method for producing a polymer according to any one of claims 1 to 4, which comprises: 1) reacting a monomer represented by the following chemical formulas 1 to 4 and 6 with a starter; Step; [Chemical Formula 1] [Chemical Formula 6] In the chemical formulas 1-4 and 6, R1, R2, R3, R5, R6, R7, R9, R10, R11, R12, R13, and R14 are the same or different from each other, and are each independently hydrogen or C 1 ~ C 10 alkyl; R 4 is C 4 -C 20 cycloalkyl or C 4 -C 20 cycloalkenyl; R 8 is substituted by one or more selected from the group consisting of halogen and C 1 -C 10 alkyl or Unsubstituted C 6 -C 20 aryl; R 15 is C 3 -C 30 alkyl; R 22 is C 1 -C 10 alkyl, or cyclohexyl; and a, b, c, d and f are respectively moor Mixing ratio, where a is 10~60, b is 1~20, c is 10~70, d is 1~20, and f is 1~20. 如申請專利範圍第5項所述之聚合物之製造方法,更包含:2)使該1)步驟之產物、與一含環氧基之不飽和乙烯性單體進行反應之步驟。 The method for producing a polymer according to claim 5, further comprising: 2) a step of reacting the product of the step 1) with an epoxy group-containing unsaturated ethylenic monomer. 如申請專利範圍第6項所述之聚合物之製造方法,其中,該2)步驟之產物係包含如下述化學式5所示之重複單元:[化學式5] 於該化學式5中,R16、R17、R18、R19、R20及R21彼此相同或不同,且各自獨立地為氫或C1 ~C10 烷基;以及e為莫耳混合比,且e為1~40。The method for producing a polymer according to claim 6, wherein the product of the step 2) comprises a repeating unit represented by the following Chemical Formula 5: [Chemical Formula 5] In the chemical formula 5, R16, R17, R18, R19, R20 and R21 are the same or different from each other, and are each independently hydrogen or a C 1 -C 10 alkyl group; and e is a molar mixing ratio, and e is 1~ 40. 一種著色組成物,包括:一含有如申請專利範圍第1至4項中任一項所述之聚合物之分散用樹脂、一著色劑及一溶劑。 A coloring composition comprising: a dispersion resin containing a polymer according to any one of claims 1 to 4, a coloring agent, and a solvent. 如申請專利範圍第8項所述之著色組成物,其中,以該著色組成物之總重量作為基準,該分散用樹脂之含量為1~30重量%,該著色劑之含量為5~50重量%,且該溶劑之含量為20~70重量%。 The coloring composition according to claim 8, wherein the content of the dispersing resin is 1 to 30% by weight based on the total weight of the coloring composition, and the content of the coloring agent is 5 to 50% by weight. %, and the content of the solvent is 20 to 70% by weight. 一種感光性樹脂組成物,包括:一如申請專利範圍第8項所述之著色組成物。 A photosensitive resin composition comprising: the colored composition as described in claim 8 of the patent application. 一種感光材料,係利用如申請專利範圍第10項所述之感光性樹脂組成物所製造。 A photosensitive material produced by using the photosensitive resin composition as described in claim 10 of the patent application. 一種液晶顯示裝置,包括:選自由一以如申請專利範圍第11項所述之感光材料所製造之彩色濾光片、一黑色矩陣、一保護層、一柱狀間隔物、及一印刷線路板所組成之群組之其中一者。 A liquid crystal display device comprising: a color filter selected from a photosensitive material as described in claim 11 of the patent application, a black matrix, a protective layer, a column spacer, and a printed wiring board One of the groups formed.
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JP2009229979A (en) * 2008-03-25 2009-10-08 Jsr Corp Radiation-sensitive composition for colored layer formation, color filter, and color liquid crystal display element
TW201139577A (en) * 2010-03-18 2011-11-16 Toray Industries Photosensitive conductive paste and method for producing conductive pattern

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