TW201922946A - Colored photosensitive resin composition, a pattern layer manufactured using the same, a color filter including the pattern layer, and a display device including the color filter - Google Patents

Colored photosensitive resin composition, a pattern layer manufactured using the same, a color filter including the pattern layer, and a display device including the color filter Download PDF

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TW201922946A
TW201922946A TW107136473A TW107136473A TW201922946A TW 201922946 A TW201922946 A TW 201922946A TW 107136473 A TW107136473 A TW 107136473A TW 107136473 A TW107136473 A TW 107136473A TW 201922946 A TW201922946 A TW 201922946A
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resin composition
photosensitive resin
pigment
colored photosensitive
black
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TWI682971B (en
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權寧豎
權玟廷
安基燻
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南韓商東友精細化工有限公司
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    • G—PHYSICS
    • G03—PHOTOGRAPHY; CINEMATOGRAPHY; ANALOGOUS TECHNIQUES USING WAVES OTHER THAN OPTICAL WAVES; ELECTROGRAPHY; HOLOGRAPHY
    • G03F—PHOTOMECHANICAL PRODUCTION OF TEXTURED OR PATTERNED SURFACES, e.g. FOR PRINTING, FOR PROCESSING OF SEMICONDUCTOR DEVICES; MATERIALS THEREFOR; ORIGINALS THEREFOR; APPARATUS SPECIALLY ADAPTED THEREFOR
    • G03F7/00—Photomechanical, e.g. photolithographic, production of textured or patterned surfaces, e.g. printing surfaces; Materials therefor, e.g. comprising photoresists; Apparatus specially adapted therefor
    • G03F7/004—Photosensitive materials
    • G03F7/09—Photosensitive materials characterised by structural details, e.g. supports, auxiliary layers
    • G03F7/105—Photosensitive materials characterised by structural details, e.g. supports, auxiliary layers having substances, e.g. indicators, for forming visible images
    • G—PHYSICS
    • G03—PHOTOGRAPHY; CINEMATOGRAPHY; ANALOGOUS TECHNIQUES USING WAVES OTHER THAN OPTICAL WAVES; ELECTROGRAPHY; HOLOGRAPHY
    • G03F—PHOTOMECHANICAL PRODUCTION OF TEXTURED OR PATTERNED SURFACES, e.g. FOR PRINTING, FOR PROCESSING OF SEMICONDUCTOR DEVICES; MATERIALS THEREFOR; ORIGINALS THEREFOR; APPARATUS SPECIALLY ADAPTED THEREFOR
    • G03F7/00—Photomechanical, e.g. photolithographic, production of textured or patterned surfaces, e.g. printing surfaces; Materials therefor, e.g. comprising photoresists; Apparatus specially adapted therefor
    • G03F7/004—Photosensitive materials
    • C—CHEMISTRY; METALLURGY
    • C09—DYES; PAINTS; POLISHES; NATURAL RESINS; ADHESIVES; COMPOSITIONS NOT OTHERWISE PROVIDED FOR; APPLICATIONS OF MATERIALS NOT OTHERWISE PROVIDED FOR
    • C09B—ORGANIC DYES OR CLOSELY-RELATED COMPOUNDS FOR PRODUCING DYES, e.g. PIGMENTS; MORDANTS; LAKES
    • C09B57/00—Other synthetic dyes of known constitution
    • G—PHYSICS
    • G02—OPTICS
    • G02B—OPTICAL ELEMENTS, SYSTEMS OR APPARATUS
    • G02B5/00—Optical elements other than lenses
    • G02B5/20—Filters
    • G—PHYSICS
    • G02—OPTICS
    • G02B—OPTICAL ELEMENTS, SYSTEMS OR APPARATUS
    • G02B5/00—Optical elements other than lenses
    • G02B5/20—Filters
    • G02B5/22—Absorbing filters
    • G02B5/223—Absorbing filters containing organic substances, e.g. dyes, inks or pigments
    • G—PHYSICS
    • G02—OPTICS
    • G02F—OPTICAL DEVICES OR ARRANGEMENTS FOR THE CONTROL OF LIGHT BY MODIFICATION OF THE OPTICAL PROPERTIES OF THE MEDIA OF THE ELEMENTS INVOLVED THEREIN; NON-LINEAR OPTICS; FREQUENCY-CHANGING OF LIGHT; OPTICAL LOGIC ELEMENTS; OPTICAL ANALOGUE/DIGITAL CONVERTERS
    • G02F1/00—Devices or arrangements for the control of the intensity, colour, phase, polarisation or direction of light arriving from an independent light source, e.g. switching, gating or modulating; Non-linear optics
    • G02F1/01—Devices or arrangements for the control of the intensity, colour, phase, polarisation or direction of light arriving from an independent light source, e.g. switching, gating or modulating; Non-linear optics for the control of the intensity, phase, polarisation or colour 
    • G02F1/13—Devices or arrangements for the control of the intensity, colour, phase, polarisation or direction of light arriving from an independent light source, e.g. switching, gating or modulating; Non-linear optics for the control of the intensity, phase, polarisation or colour  based on liquid crystals, e.g. single liquid crystal display cells
    • G02F1/133—Constructional arrangements; Operation of liquid crystal cells; Circuit arrangements
    • G02F1/1333—Constructional arrangements; Manufacturing methods
    • G02F1/1335—Structural association of cells with optical devices, e.g. polarisers or reflectors
    • G02F1/133509—Filters, e.g. light shielding masks
    • G02F1/133514—Colour filters
    • G—PHYSICS
    • G03—PHOTOGRAPHY; CINEMATOGRAPHY; ANALOGOUS TECHNIQUES USING WAVES OTHER THAN OPTICAL WAVES; ELECTROGRAPHY; HOLOGRAPHY
    • G03F—PHOTOMECHANICAL PRODUCTION OF TEXTURED OR PATTERNED SURFACES, e.g. FOR PRINTING, FOR PROCESSING OF SEMICONDUCTOR DEVICES; MATERIALS THEREFOR; ORIGINALS THEREFOR; APPARATUS SPECIALLY ADAPTED THEREFOR
    • G03F7/00—Photomechanical, e.g. photolithographic, production of textured or patterned surfaces, e.g. printing surfaces; Materials therefor, e.g. comprising photoresists; Apparatus specially adapted therefor
    • G03F7/0005—Production of optical devices or components in so far as characterised by the lithographic processes or materials used therefor
    • G03F7/0007—Filters, e.g. additive colour filters; Components for display devices
    • G—PHYSICS
    • G03—PHOTOGRAPHY; CINEMATOGRAPHY; ANALOGOUS TECHNIQUES USING WAVES OTHER THAN OPTICAL WAVES; ELECTROGRAPHY; HOLOGRAPHY
    • G03F—PHOTOMECHANICAL PRODUCTION OF TEXTURED OR PATTERNED SURFACES, e.g. FOR PRINTING, FOR PROCESSING OF SEMICONDUCTOR DEVICES; MATERIALS THEREFOR; ORIGINALS THEREFOR; APPARATUS SPECIALLY ADAPTED THEREFOR
    • G03F7/00—Photomechanical, e.g. photolithographic, production of textured or patterned surfaces, e.g. printing surfaces; Materials therefor, e.g. comprising photoresists; Apparatus specially adapted therefor
    • G03F7/004—Photosensitive materials
    • G03F7/027—Non-macromolecular photopolymerisable compounds having carbon-to-carbon double bonds, e.g. ethylenic compounds

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

Abstract

The present invention relates to a colored photosensitive resin composition comprising a colorant containing a black pigment, a blue pigment and an orange pigment, an alkali-soluble resin, a photopolymerizable compound, a photopolymerization initiator and a solvent, a pattern layer produced using the colored photosensitive resin composition, a color filter including the pattern layer, and a display device including the color filter.

Description

著色感光性樹脂組合物、使用其製造的圖案層、包含該圖案層的彩色濾光片以及包含該彩色濾光片的顯示裝置Colored photosensitive resin composition, pattern layer manufactured using the same, color filter including the pattern layer, and display device including the color filter

本發明係有關於著色感光性樹脂組合物、使用該著色感光性樹脂組合物製造的圖案層、包含上述圖案層的彩色濾光片、以及包含上述彩色濾光片的顯示裝置。The present invention relates to a colored photosensitive resin composition, a pattern layer produced using the colored photosensitive resin composition, a color filter including the pattern layer, and a display device including the color filter.

彩色濾光片廣泛應用於攝像元件、液晶顯示裝置(LCD)等各種顯示裝置，其應用範圍正在迅速擴大。上述攝像元件、液晶顯示裝置等中所使用的彩色濾光片由紅色(Red)、綠色(Green)和藍色(Blue)這三種顏色的著色圖案形成，或者由黃色(Yellow)、品紅色(Magenta)和青色(Cyan)這三種顏色的著色圖案形成。Color filters are widely used in various display devices such as image pickup elements and liquid crystal display devices (LCD), and their applications are rapidly expanding. The color filters used in the imaging devices, liquid crystal display devices, and the like are formed by colored patterns of three colors of red, green, and blue, or yellow and magenta ( Magenta) and Cyan are formed.

上述彩色濾光片的各著色圖案一般利用包含顏料或染料等著色劑、鹼溶性樹脂、光聚合性化合物、光聚合引發劑和溶劑的著色感光性樹脂組合物來形成。利用上述著色感光性樹脂組合物的著色圖案的加工通常透過微影製程來進行。Each colored pattern of the color filter is generally formed using a coloring photosensitive resin composition containing a colorant such as a pigment or a dye, an alkali-soluble resin, a photopolymerizable compound, a photopolymerization initiator, and a solvent. The processing of the colored pattern by the said colored photosensitive resin composition is normally performed by a photolithography process.

著色感光性樹脂是彩色濾光片、液晶顯示材料、有機發光元件、顯示器等的必需材料。例如，在液晶顯示器中所使用的彩色濾光片的情況下，包含由紅色(Red)、綠色(Green)和藍色(Blue)的各個顏色形成的像素(Pixel)，為了防止這些各像素的混色、或者隱藏電極的圖案，會在各顏色的著色層間的邊界部分形成黑矩陣。此外，黑色柱狀間隔物(Black Colum Spacer，BCS)是與液晶直接接觸的部分，要求優異的耐溶劑性以及在有機膜上完全不殘留殘渣的特性。The colored photosensitive resin is an essential material such as a color filter, a liquid crystal display material, an organic light emitting element, and a display. For example, in the case of a color filter used in a liquid crystal display, pixels (Pixel) formed of respective colors of red, green, and blue are included. In order to prevent the Color mixing or hidden electrode patterns form a black matrix at the boundary portion between the colored layers of each color. In addition, a black columnar spacer (Black Colum Spacer, BCS) is a portion that is in direct contact with the liquid crystal, and requires excellent solvent resistance and no residue on the organic film.

近年來，平板顯示器領域中LCD所占的比重正在擴大，伴隨畫面的大面積化，採用亮的背光。隨著背光變亮，黑矩陣也被要求比以往高的遮光特性。但是，在為了提高遮光特性而增加炭黑的含量的情況下，製程特性持續惡化，不良率變高，由此發生生產成品率降低的問題。In recent years, the proportion of LCDs in the field of flat panel displays is expanding. With the increase in the area of screens, bright backlights have been adopted. As the backlight becomes brighter, the black matrix is also required to have higher light shielding characteristics than before. However, when the content of carbon black is increased in order to improve the light-shielding characteristics, the process characteristics continue to deteriorate and the defective rate becomes high, thereby causing a problem that the production yield is reduced.

韓國公開專利第10-2014-0121824號涉及著色感光性組合物、包含該著色感光性組合物的黑色柱狀間隔物以及彩色濾光片，公開了在維持遮光性和液晶的電壓保持率的同時顯示出與基板的高密合性的著色感光組合物以及黑色柱狀間隔物。但是，在耐溶劑性和光學密度的改善方面尚不充分。Korean Laid-Open Patent No. 10-2014-0121824 relates to a colored photosensitive composition, a black columnar spacer containing the colored photosensitive composition, and a color filter, and discloses maintaining a light-shielding property and a voltage holding ratio of a liquid crystal A colored photosensitive composition and a black columnar spacer exhibiting high adhesion to a substrate. However, improvements in solvent resistance and optical density are not sufficient.

現有技術文獻Prior art literature

專利文獻Patent literature

專利文獻1：韓國公開專利第10-2014-0121824號Patent Document 1: Korean Published Patent No. 10-2014-0121824

發明所要解決的課題Problems to be Solved by the Invention

本發明是為了解決上述現有技術的問題而做出的，其目的在於，提供耐溶劑性和光學密度優異的著色感光性樹脂組合物。This invention is made in order to solve the said conventional problem, and an object of this invention is to provide the colored photosensitive resin composition excellent in solvent resistance and optical density.

此外，本發明的目的在於，提供由上述著色感光性樹脂組合物製造的圖案層、包含上述圖案層的彩色濾光片、包含上述彩色濾光片的顯示裝置。Another object of the present invention is to provide a pattern layer produced from the colored photosensitive resin composition, a color filter including the pattern layer, and a display device including the color filter.

用於解決課題的方法Methods for solving problems

提供一種著色感光性樹脂組合物，其特徵在於，包含著色劑、鹼溶性樹脂、光聚合性化合物、光聚合引發劑和溶劑，上述著色劑包含黑色顏料、藍色顏料和橙色顏料，上述藍色顏料為下述化學式1所表示的C.I.顏料藍80。Provided is a colored photosensitive resin composition comprising a colorant, an alkali-soluble resin, a photopolymerizable compound, a photopolymerization initiator, and a solvent. The colorant includes a black pigment, a blue pigment, and an orange pigment. The pigment is CI Pigment Blue 80 represented by the following Chemical Formula 1.

[化學式1] [Chemical Formula 1]

此外，發明提供由上述本發明的著色感光性樹脂組合物製造的圖案層。The invention also provides a pattern layer produced from the colored photosensitive resin composition of the present invention.

此外，本發明提供包含上述本發明的圖案層的彩色濾光片。The present invention also provides a color filter including the pattern layer of the present invention.

此外，本發明提供包含上述本發明的彩色濾光片的顯示裝置。The present invention also provides a display device including the color filter of the present invention.

發明效果Invention effect

本發明的著色感光性樹脂組合物透過導入著色力高的C.I.顏料藍80，從而能夠降低為了獲得相同的光學密度(O.D/μm)而所需的著色感光性樹脂組合物中的著色劑的含量(顏料重量濃度(Pigment Weight Concentration)；PWC)，由此能夠提高耐溶劑性之類的可靠性。The coloring photosensitive resin composition of the present invention can reduce the content of the coloring agent in the coloring photosensitive resin composition required to obtain the same optical density (OD / μm) by introducing CI Pigment Blue 80 having a high tinting power. (Pigment Weight Concentration (PWC)), thereby improving reliability such as solvent resistance.

以下，對於本發明進行更詳細說明。Hereinafter, the present invention will be described in more detail.

本發明涉及一種著色感光性樹脂組合物，著色感光性樹脂組合物包含著色劑、鹼溶性樹脂、光聚合性化合物、光聚合引發劑和溶劑，上述著色劑包含黑色顏料、藍色顏料和橙色顏料，上述藍色顏料為下述化學式1所表示的C.I.顏料藍80。The invention relates to a colored photosensitive resin composition. The colored photosensitive resin composition includes a colorant, an alkali-soluble resin, a photopolymerizable compound, a photopolymerization initiator, and a solvent. The colorant includes a black pigment, a blue pigment, and an orange pigment. The blue pigment is CI Pigment Blue 80 represented by the following Chemical Formula 1.

[化學式1] [Chemical Formula 1]

本發明透過包含著色力高的C.I.顏料藍80作為藍色顏料，從而能夠降低用於獲得相同的光學密度(O.D/μm)的著色感光性樹脂組合物中的著色劑的含量(PWC)。在這樣降低著色感光性樹脂組合物中的著色劑的含量的情況下，著色劑以外的成分增加而能夠減少著色劑在溶劑中溶出的現象，由此提高著色感光性樹脂組合物的耐溶劑性從而能夠提高可靠性。The present invention can reduce the content (PWC) of the coloring agent in the coloring photosensitive resin composition for obtaining the same optical density (O.D / μm) by including C.I. Pigment Blue 80, which has a high tinting power, as a blue pigment. When the content of the coloring agent in the coloring photosensitive resin composition is reduced in this way, the components other than the coloring agent are increased and the phenomenon of dissolution of the coloring agent in the solvent can be reduced, thereby improving the solvent resistance of the coloring photosensitive resin composition. This can improve reliability.

以下，詳細說明本發明的著色感光性樹脂組合物的各成分。Hereinafter, each component of the coloring photosensitive resin composition of this invention is demonstrated in detail.

著色劑Colorant

本發明中，著色劑使用對可見光具有遮光性的物質，本發明的著色劑包含藍色顏料和橙色顏料。In the present invention, a material having a light-shielding property against visible light is used as the coloring agent, and the coloring agent of the present invention includes a blue pigment and an orange pigment.

上述藍色顏料是不含中心金屬的化合物，如果存在上述中心金屬，則液晶驅動時會造成影響，但在本發明中透過使用不含中心金屬的化合物作為藍色顏料，從而能夠有利於確保設備的驅動。本發明的特徵在於，上述藍色顏料為C.I.顏料藍80。在包含上述C.I.顏料藍80的情況下，能夠得到更優異的光學密度(O.D/μm)，能夠降低為了獲得相同的光學密度而所需的著色感光性樹脂組合物中的著色劑的含量(PWC)。在這樣降低著色感光性樹脂組合物中的著色劑的含量的情況下，能夠減少著色劑在溶劑中溶出的現象，由此提高著色感光性樹脂組合物的耐溶劑性從而能夠提高可靠性。The above-mentioned blue pigment is a compound containing no center metal. If the above-mentioned center metal is present, the liquid crystal will be affected when driven. However, in the present invention, by using a compound without a center metal as the blue pigment, it can be advantageous to ensure equipment. The drive. The present invention is characterized in that the blue pigment is C.I. Pigment Blue 80. When the CI Pigment Blue 80 is included, more excellent optical density (OD / μm) can be obtained, and the content of the coloring agent in the coloring photosensitive resin composition (PWC) required to obtain the same optical density can be reduced (PWC ). When the content of the coloring agent in the colored photosensitive resin composition is reduced in this way, the phenomenon of dissolution of the colorant in the solvent can be reduced, thereby improving the solvent resistance of the colored photosensitive resin composition and improving the reliability.

上述橙色顏料起到在400~550nm的區域減少透過率而提高光學密度的作用。上述橙色顏料雖然其種類沒有特別限定，但優選使用選自由C.I.顏料橙59、61、64、65、68和70所組成的群組中的一種以上，最優選包含C.I.顏料橙64來使用。The orange pigment has a function of reducing transmittance and increasing optical density in a region of 400 to 550 nm. Although the kind of the said orange pigment is not specifically limited, It is preferable to use 1 or more types chosen from the group which consists of C.I. pigment orange 59, 61, 64, 65, 68, and 70, and it is most preferable to use C.I. pigment orange 64.

此外，本發明的著色感光性樹脂組合物可以進一步包含黑色顏料作為追加的著色劑。上述黑色顏料只要對可見光具有遮光性就不特別限定其種類，但優選包含選自由苯胺黑、苝黑、鈦黑和炭黑所組成的群組中的一種以上來使用，進一步優選包含炭黑來使用。上述炭黑只要是具有遮光性的顏料就沒有特別限定，可以使用公知的炭黑。作為上述黑色顏料的炭黑，具體可以舉出槽法炭黑(channel black)、爐法炭黑(furnace black)、熱裂炭黑(thermal black)、燈黑(lamp black)等。上述炭黑可以被覆有樹脂，被樹脂被覆的炭黑與未被覆的炭黑相比導電性低，從而在形成黑矩陣或柱狀間隔物時能夠賦予優異的電絕緣性。The coloring photosensitive resin composition of the present invention may further contain a black pigment as an additional coloring agent. The black pigment is not particularly limited as long as it has a light-shielding property against visible light, but it is preferably used by containing one or more members selected from the group consisting of aniline black, perylene black, titanium black, and carbon black, and more preferably carbon black. use. The carbon black is not particularly limited as long as it is a light-shielding pigment, and a known carbon black can be used. Specific examples of the carbon black of the black pigment include channel black, furnace black, thermal black, and lamp black. The carbon black may be coated with a resin, and the carbon black coated with the resin has lower electrical conductivity than the uncoated carbon black, so that it can provide excellent electrical insulation when forming a black matrix or a columnar spacer.

本發明中，相對於著色感光性樹脂組合物中的固體成分的總重量，上述著色劑的含量為13~60重量%，優選為25~45重量%。如果上述著色劑的含量為13~60重量%，則光學密度和可靠性優異。In this invention, content of the said coloring agent is 13-60 weight% with respect to the total weight of the solid content in a coloring photosensitive resin composition, Preferably it is 25-45% by weight. When the content of the colorant is 13 to 60% by weight, the optical density and reliability are excellent.

更具體而言，上述著色劑中的黑色顏料、藍色顏料和橙色顏料可以以1:1~2:1~1.5的重量比混合。此外，優選可以以1:1.5~1.7:1.2~1.4的重量比混合。如果以上述重量比包含上述黑色顏料、藍色顏料和橙色顏料，則能夠得到光學密度和可靠性優異的著色感光性樹脂組合物。More specifically, the black pigment, the blue pigment, and the orange pigment in the colorant may be mixed in a weight ratio of 1: 1 to 2: 1 to 1.5. In addition, it may be preferably mixed in a weight ratio of 1: 1.5 to 1.7: 1.2 to 1.4. When the black pigment, blue pigment, and orange pigment are included in the weight ratio, a colored photosensitive resin composition having excellent optical density and reliability can be obtained.

此外，相對於著色感光性樹脂組合物中的固體成分的總重量，上述黑色顏料的含量可以為3~10重量%，優選可以為4~7重量%。相對於著色感光性樹脂組合物中的固體成分的總重量，上述C.I.顏料藍80的含量可以為1~20重量%，優選可以為6~12重量%。相對於著色感光性樹脂組合物中的固體成分的總重量，上述橙色顏料的含量可以為1~15重量%，優選可以為5~12重量%。如果上述黑色顏料、C.I.顏料藍80和橙色顏料的含量處於上述範圍，則能夠得到光學密度和可靠性優異的著色感光性樹脂組合物。The content of the black pigment may be 3 to 10% by weight, and preferably 4 to 7% by weight, based on the total weight of the solid content in the colored photosensitive resin composition. The content of the C.I. Pigment Blue 80 may be 1 to 20% by weight, and preferably 6 to 12% by weight based on the total weight of the solid content in the colored photosensitive resin composition. Content of the said orange pigment may be 1-15 weight% with respect to the total weight of the solid content in a coloring photosensitive resin composition, Preferably it may be 5-12 weight%. When the content of the black pigment, C.I. Pigment Blue 80, and orange pigment is in the above range, a colored photosensitive resin composition having excellent optical density and reliability can be obtained.

進而，本發明的著色感光性樹脂組合物可以進一步包含藍色顏料的C.I.顏料藍15:6作為追加的著色劑。如果上述著色劑進一步包含藍色顏料的C.I.顏料藍15:6，則上述著色劑中的黑色顏料、藍色顏料和橙色顏料可以以1:2.0~3.0:1.0~2.0的重量比混合。此外，優選可以以1:2.2~2.8:1.2~1.7的重量比混合。如果以上述重量比包含上述黑色顏料、藍色顏料和橙色顏料，則能夠得到光學密度和可靠性優異的著色感光性樹脂組合物。Further, the coloring photosensitive resin composition of the present invention may further include C.I. Pigment Blue 15: 6 as a blue pigment as an additional coloring agent. If the colorant further contains C.I. Pigment Blue 15: 6 of the blue pigment, the black pigment, the blue pigment, and the orange pigment in the colorant may be mixed at a weight ratio of 1: 2.0 to 3.0: 1.0 to 2.0. In addition, it may be preferably mixed at a weight ratio of 1: 2.2 to 2.8: 1.2 to 1.7. When the black pigment, blue pigment, and orange pigment are included in the weight ratio, a colored photosensitive resin composition having excellent optical density and reliability can be obtained.

相對於著色感光性樹脂組合物中的固體成分的總重量，上述C.I.顏料藍15:6的含量可以為5~15重量%，優選可以為7~12重量%。如果以上述重量比包含上述C.I.顏料藍15:6，則能夠提高長波長下的吸光度，由此能夠得到光學密度優異的著色感光性樹脂組合物。Content of the said C.I. Pigment Blue 15: 6 may be 5-15 weight% with respect to the total weight of the solid content in a coloring photosensitive resin composition, Preferably it may be 7-12 weight%. When the C.I. Pigment Blue 15: 6 is included in the weight ratio, the absorbance at a long wavelength can be increased, and thus a colored photosensitive resin composition having excellent optical density can be obtained.

本發明中，著色感光性樹脂組合物中的固體成分意指將溶劑去除後的成分的合計。In the present invention, the solid content in the colored photosensitive resin composition means the total of the components after the solvent is removed.

此外，上述著色劑優選使用顏料的粒徑均勻分散的顏料分散液。作為用於使顏料的粒徑均勻分散的方法的例子，可以舉出添加分散劑進行分散處理的方法等，透過上述方法可以獲得顏料在溶液中均勻分散的狀態的顏料分散液。In addition, as the colorant, a pigment dispersion liquid in which the particle diameter of the pigment is uniformly dispersed is preferably used. Examples of the method for uniformly dispersing the particle diameter of the pigment include a method of adding a dispersant and performing a dispersing treatment, and the pigment dispersion in a state where the pigment is uniformly dispersed in the solution can be obtained by the above method.

分散樹脂Dispersion resin

上述分散樹脂起到如下作用：透過將存在於著色分散液的顏料粒子用分散樹脂包覆而防止溶解於溶劑，透過抑制顏料粒子間的凝集而防止顏料粒子間的凝集所致的黏度增加。The dispersion resin functions to prevent dissolution in a solvent by covering the pigment particles present in the colored dispersion liquid with the dispersion resin, and to prevent increase in viscosity due to aggregation between the pigment particles by suppressing aggregation between the pigment particles.

本發明的分散樹脂包含下述化學式2的共聚物。The dispersion resin of this invention contains the copolymer of the following chemical formula 2.

[化學式2] [Chemical Formula 2]

(上述化學式2中，R1 和R2 各自獨立地為氫或甲基，a單體與b單體的莫耳比為1:20~20:1。)(In the above Chemical Formula 2, R 1 and R 2 are each independently hydrogen or methyl, and the molar ratio of the a monomer to the b monomer is 1:20 to 20: 1.)

本發明中，透過包含含有環氧基的上述化學式2的共聚物作為分散樹脂，能夠改善耐溶劑性、保存穩定性和留膜率。In the present invention, by including the copolymer of the above Chemical Formula 2 containing an epoxy group as a dispersion resin, it is possible to improve solvent resistance, storage stability, and film retention.

上述分散樹脂的重均分子量沒有特別限定，可以為3,000~100,000，優選可以為3,000~50,000，進一步優選可以為5,000~50,000。The weight average molecular weight of the dispersion resin is not particularly limited, and may be 3,000 to 100,000, preferably 3,000 to 50,000, and more preferably 5,000 to 50,000.

上述分散樹脂的酸值以固體成分基準計為50~200mgKOH/g，在上述範圍內時能夠提高顏料的分散穩定性。The acid value of the dispersion resin is 50 to 200 mgKOH / g on a solid content basis, and when it is within the above range, the dispersion stability of the pigment can be improved.

上述分散樹脂也可以為上述化學式1所表示的共聚物與能夠與其共聚的其他單體的共聚物。The dispersion resin may be a copolymer of the copolymer represented by the above Chemical Formula 1 and another monomer capable of being copolymerized therewith.

作為上述分散樹脂的能夠與化學式1共聚的單體的具體例，可以舉出苯乙烯、乙烯基甲苯、α-甲基苯乙烯、對氯苯乙烯、鄰甲氧基苯乙烯、間甲氧基苯乙烯、對甲氧基苯乙烯、鄰乙烯基苄基甲基醚、間乙烯基苄基甲基醚、對乙烯基苄基甲基醚、鄰乙烯基苄基縮水甘油醚、間乙烯基苄基縮水甘油醚、對乙烯基苄基縮水甘油醚等芳香族乙烯基化合物；(甲基)丙烯酸甲酯、(甲基)丙烯酸乙酯、(甲基)丙烯酸正丙酯、(甲基)丙烯酸異丙酯、(甲基)丙烯酸正丁酯、(甲基)丙烯酸異丁酯、(甲基)丙烯酸仲丁酯、(甲基)丙烯酸叔丁酯等(甲基)丙烯酸烷基酯類；(甲基)丙烯酸環戊酯、(甲基)丙烯酸環己酯、(甲基)丙烯酸2-甲基環己酯、三環[5.2.1.0 2,6]癸烷-8-基(甲基)丙烯酸酯、(甲基)丙烯酸2-二環戊氧基乙酯、(甲基)丙烯酸異冰片酯等脂環族(甲基)丙烯酸酯類；(甲基)丙烯酸苯酯、(甲基)丙烯酸苄酯等(甲基)丙烯酸芳基酯類；(甲基)丙烯酸2-羥基乙酯、(甲基)丙烯酸2-羥基丙酯等(甲基)丙烯酸羥基烷基酯類；N-環己基馬來醯亞胺、N-苄基馬來醯亞胺、N-苯基馬來醯亞胺、N-鄰羥基苯基馬來醯亞胺、N-間羥基苯基馬來醯亞胺、N-對羥基苯基馬來醯亞胺、N-鄰甲基苯基馬來醯亞胺、N-間甲基苯基馬來醯亞胺、N-對甲基苯基馬來醯亞胺、N-鄰甲氧基苯基馬來醯亞胺、N-間甲氧基苯基馬來醯亞胺、N-對甲氧基苯基馬來醯亞胺等N-取代馬來醯亞胺系化合物；(甲基)丙烯醯胺、N,N-二甲基(甲基)丙烯醯胺等不飽和醯胺化合物；3-(甲基丙烯醯氧甲基)氧雜環丁烷、3-(甲基丙烯醯氧甲基)-3-乙基氧雜環丁烷、3-(甲基丙烯醯氧甲基)-2-三氟甲基氧雜環丁烷、3-(甲基丙烯醯氧甲基)-2-苯基氧雜環丁烷、2-(甲基丙烯醯氧甲基)氧雜環丁烷、2-(甲基丙烯醯氧甲基)-4-三氟甲基氧雜環丁烷等不飽和氧雜環丁烷化合物等。Specific examples of the monomer capable of being copolymerized with Chemical Formula 1 of the above-mentioned dispersion resin include styrene, vinyltoluene, α-methylstyrene, p-chlorostyrene, o-methoxystyrene, and m-methoxy Styrene, p-methoxystyrene, o-vinyl benzyl methyl ether, m-vinyl benzyl methyl ether, p-vinyl benzyl methyl ether, o-vinyl benzyl glycidyl ether, m-vinyl benzyl Aromatic vinyl compounds such as methyl glycidyl ether, p-vinyl benzyl glycidyl ether; methyl (meth) acrylate, ethyl (meth) acrylate, n-propyl (meth) acrylate, (meth) acrylic acid Alkyl (meth) acrylates such as isopropyl ester, n-butyl (meth) acrylate, isobutyl (meth) acrylate, sec-butyl (meth) acrylate, tert-butyl (meth) acrylate; Cyclopentyl (meth) acrylate, cyclohexyl (meth) acrylate, 2-methylcyclohexyl (meth) acrylate, tricyclo [5.2.1.0 2,6] decane-8-yl (methyl ) Cycloaliphatic (meth) acrylates such as acrylate, 2-dicyclopentyloxyethyl (meth) acrylate, isobornyl (meth) acrylate; phenyl (meth) acrylate, Aryl (meth) acrylates such as benzyl (meth) acrylate; 2-hydroxyethyl (meth) acrylates, 2-hydroxypropyl (meth) acrylates and other hydroxyalkyl (meth) acrylates ; N-cyclohexylmaleimide, N-benzylmaleimide, N-phenylmaleimide, N-o-hydroxyphenylmaleimide, N-m-hydroxyphenylimine Lyme, N-p-hydroxyphenylmaleimide, N-o-methylphenylmaleimide, N-m-methylphenylmaleimide, N-p-methylphenyl Maleimide, N-o-methoxyphenylmaleimide, N-m-methoxyphenylmaleimide, N-p-methoxyphenylmaleimide, etc. Substituted maleimide compounds; unsaturated methylamine compounds such as (meth) acrylamide, N, N-dimethyl (meth) acrylamide; 3- (methacryloxymethyl) oxy Cyclobutane, 3- (methacrylic oxomethyl) -3-ethyloxetane, 3- (methacrylic oxomethyl) -2-trifluoromethyloxetane , 3- (methacrylic acid oxomethyl) -2-phenyloxetane, 2- (methacrylic acid oxomethyl) oxetane, 2- (methacrylic acid oxomethyl) ) -4-trifluoromethyl Oxetane unsaturated oxetane compound.

上述例示的化合物可以各自單獨或將兩種以上組合使用。The compounds exemplified above may be used alone or in combination of two or more kinds.

本發明的分散樹脂可以根據需要進一步混合使用本領域中一般使用的公知的多種其他鹼溶性樹脂。The dispersion resin of the present invention may be further mixed with a variety of other alkali-soluble resins generally known in the art as necessary.

相對於著色分散液中的固體成分的總重量，上述分散樹脂的含量為1~20重量%，優選為2~10重量%。如果上述分散樹脂的含量處於該範圍以內，則顏料粒子均勻分散，能夠防止顏料粒子間的凝集，提高耐溶劑性和保存穩定性，因此優選。The content of the dispersion resin is 1 to 20% by weight, and preferably 2 to 10% by weight based on the total weight of the solid content in the colored dispersion liquid. When the content of the dispersing resin is within this range, pigment particles are uniformly dispersed, aggregation between the pigment particles can be prevented, and solvent resistance and storage stability can be improved, which is preferable.

分散劑Dispersant

上述分散劑是為了顏料的解凝及維持穩定性而添加，作為分散劑的具體例，可以舉出陽離子系、陰離子系、非離子系、聚酯系、聚胺系等表面活性劑等，它們可以各自單獨或將兩種以上組合使用。The dispersant is added to decoagulate the pigment and maintain stability. Specific examples of the dispersant include cationic, anionic, non-ionic, polyester, and polyamine surfactants. These can be used individually or in combination of 2 or more types.

作為上述陽離子系表面活性劑的具體例，可以舉出硬脂胺鹽酸鹽和月桂基三甲基氯化銨等胺鹽或季銨鹽等。Specific examples of the cationic surfactant include amine salts such as stearylamine hydrochloride and lauryltrimethylammonium chloride, and quaternary ammonium salts.

作為上述陰離子系表面活性劑的具體例，可以舉出月桂醇硫酸酯鈉和油醇硫酸酯鈉等高級醇硫酸酯鹽類、月桂基硫酸鈉和月桂基硫酸銨等烷基硫酸鹽類、十二烷基苯磺酸鈉和十二烷基萘磺酸鈉等烷基芳基磺酸鹽類等。Specific examples of the anionic surfactant include higher alcohol sulfate salts such as sodium lauryl sulfate and sodium oleyl sulfate, alkyl sulfates such as sodium lauryl sulfate and ammonium lauryl sulfate, and Alkyl aryl sulfonates such as sodium dialkylbenzenesulfonate and sodium dodecylnaphthalenesulfonate.

作為上述非離子系表面活性劑的具體例，可以舉出聚氧乙烯烷基醚、聚氧乙烯芳基醚、聚氧乙烯烷基芳基醚、其他聚氧乙烯衍生物、環氧乙烷/環氧丙烷嵌段共聚物、脫水山梨醇脂肪酸酯、聚氧乙烯脫水山梨醇脂肪酸酯、聚氧乙烯山梨醇脂肪酸酯、甘油脂肪酸酯、聚氧乙烯脂肪酸酯和聚氧乙烯烷基胺等。Specific examples of the non-ionic surfactant include polyoxyethylene alkyl ether, polyoxyethylene aryl ether, polyoxyethylene alkylaryl ether, other polyoxyethylene derivatives, and ethylene oxide / Propylene oxide block copolymer, sorbitan fatty acid ester, polyoxyethylene sorbitan fatty acid ester, polyoxyethylene sorbitol fatty acid ester, glycerin fatty acid ester, polyoxyethylene fatty acid ester, and polyoxyethylene alkane Amines, etc.

此外，可以舉出聚氧乙烯烷基醚類、聚氧乙烯烷基苯基醚類、聚乙二醇二酯類、脫水山梨醇脂肪酸酯類、脂肪酸改性聚酯類、叔胺改性聚氨酯類和聚乙烯亞胺類等。In addition, polyoxyethylene alkyl ethers, polyoxyethylene alkylphenyl ethers, polyethylene glycol diesters, sorbitan fatty acid esters, fatty acid-modified polyesters, and tertiary amine-modified polyurethanes can be mentioned. And polyethyleneimines.

此外，上述分散劑優選包含含有甲基丙烯酸丁酯(BMA)或甲基丙烯酸N,N-二甲基氨基乙酯(DMAEMA)的丙烯酸酯系分散劑(以下為丙烯酸酯系分散劑)。上述丙烯酸酯系分散劑優選使用透過活性控制方法而製造的分散劑，作為市售品，可以舉出DISPER BYK-2000、DISPER BYK-2001、DISPER BYK-2070、或DISPER BYK-2150等，上述丙烯酸酯系分散劑可以各自單獨或將兩種以上混合使用。The dispersant preferably contains an acrylate-based dispersant (hereinafter referred to as an acrylate-based dispersant) containing butyl methacrylate (BMA) or N, N-dimethylaminoethyl methacrylate (DMAEMA). The acrylate dispersant is preferably a dispersant produced by a permeation control method. Examples of commercially available products include DISPER BYK-2000, DISPER BYK-2001, DISPER BYK-2070, and DISPER BYK-2150. Each of the ester-based dispersants may be used alone or as a mixture of two or more thereof.

上述分散劑也可以使用丙烯酸酯系分散劑以外的其他樹脂型的顏料分散劑。作為上述其他樹脂型的分散劑，可以舉出公知的樹脂型的分散劑，特別是聚氨酯、以聚丙烯酸酯為代表的聚羧酸酯、不飽和聚醯胺、聚羧酸、聚羧酸的(部分)胺鹽、聚羧酸的銨鹽、聚羧酸的烷基胺鹽、聚矽氧烷、長鏈聚氨基醯胺磷酸鹽、含羥基聚羧酸的酯及其之改性生成物、或具有自由(free)羧基的聚酯與聚(低級亞烷基亞胺)的反應而形成的醯胺或其之鹽類的油質分散劑；(甲基)丙烯酸-苯乙烯共聚物、(甲基)丙烯酸-(甲基)丙烯酸酯共聚物、苯乙烯-馬來酸共聚物、聚乙烯醇或聚乙烯吡咯烷酮的水溶性樹脂或水溶性聚合物化合物；聚酯；改性聚丙烯酸酯；環氧乙烷/環氧丙烷的加成生成物；以及磷酸酯等。As the dispersant, a resin-based pigment dispersant other than the acrylate-based dispersant may be used. Examples of the other resin-based dispersants include known resin-based dispersants, particularly polyurethanes, polycarboxylic acid esters represented by polyacrylates, unsaturated polyamines, polycarboxylic acids, and polycarboxylic acids. (Part) amine salt, ammonium salt of polycarboxylic acid, alkylamine salt of polycarboxylic acid, polysiloxane, long-chain polyaminophosphonium phosphate, ester of hydroxy-containing polycarboxylic acid, and modified product thereof Or an oily dispersant of amidine or a salt thereof formed by the reaction of a polyester having a free carboxyl group and poly (lower alkyleneimine); (meth) acrylic acid-styrene copolymer, (Meth) acrylic acid- (meth) acrylic acid ester copolymer, styrene-maleic acid copolymer, polyvinyl alcohol or polyvinylpyrrolidone water-soluble resin or water-soluble polymer compound; polyester; modified polyacrylate ; Ethylene oxide / propylene oxide addition products; and phosphate esters.

作為上述樹脂型的分散劑的市售品，對於陽離子系樹脂分散劑而言，可以舉出例如BYK(畢克)化學公司的商品名：DISPER BYK-160、DISPER BYK-161、DISPER BYK-162、DISPER BYK-163、DISPER BYK-164、DISPER BYK-166、DISPER BYK-171、DISPER BYK-182、DISPER BYK-184、DISPER BYK-2000；BASF(巴斯夫)公司的商品名：EFKA-44、EFKA-46、EFKA-47、EFKA-48、EFKA-4010、EFKA-4050、EFKA-4055、EFKA-4020、EFKA-4015、EFKA-4060、EFKA-4300、EFKA-4330、EFKA-4400、EFKA-4406、EFKA-4510、EFKA-4800；Lubrizol(路博潤)公司的商品名：SOLSPERS-24000、SOLSPERS-32550、NBＺ-4204/10；川研精化公司的商品名：HINOACT T-6000、HINOACT T-7000、HINOACT T-8000；味之素公司的商品名： AJISPUR PB-821、AJISPUR PB-822、AJISPUR PB-823；共榮社化學公司的商品名：FLORENE DOPA-17HF、FLORENE DOPA-15BHF、FLORENE DOPA-33、FLORENE DOPA-44等。Examples of commercially available resin-based dispersants include cationic resin dispersants, for example, the trade names of BYK Chemical Company: DISPER BYK-160, DISPER BYK-161, DISPER BYK-162 DISPER BYK-163, DISPER BYK-164, DISPER BYK-166, DISPER BYK-171, DISPER BYK-182, DISPER BYK-184, DISPER BYK-2000; BASF's trade names: EFKA-44, EFKA -46, EFKA-47, EFKA-48, EFKA-4010, EFKA-4050, EFKA-4055, EFKA-4020, EFKA-4015, EFKA-4060, EFKA-4300, EFKA-4330, EFKA-4400, EFKA-4406 , EFKA-4510, EFKA-4800; Trade names of Lubrizol: SOLSPERS-24000, SOLSPERS-32550, NBＺ-4204 / 10; Trade names of Chuanyan Chemical Co., Ltd .: HINOACT T-6000, HINOACT T -7000, HINOACT T-8000; trade names of Ajinomoto: AJISPUR PB-821, AJISPUR PB-822, AJISPUR PB-823; trade names of Kyoeisha Chemical Company: FLORENE DOPA-17HF, FLORENE DOPA-15BHF, FLORENE DOPA-33, FLORENE DOPA-44, etc.

上述丙烯酸酯系分散劑以外的其他樹脂型的分散劑可以各自單獨或將兩種以上混合使用，也可以與丙烯酸系分散劑並用。The resin-based dispersant other than the above-mentioned acrylate-based dispersant may be used alone or as a mixture of two or more kinds, or may be used in combination with the acrylic-based dispersant.

相對於著色劑1重量份，上述分散劑的含量超過0且為1重量份以下，優選為0.05~0.5重量份。如果分散劑的含量超過0且為1重量份以下，則能夠得到均勻分散的顏料，因此優選。The content of the dispersant is more than 0 to 1 part by weight based on 1 part by weight of the colorant, and preferably 0.05 to 0.5 parts by weight. If the content of the dispersant exceeds 0 and is 1 part by weight or less, it is preferable to obtain a uniformly dispersed pigment.

鹼溶性樹脂Alkali-soluble resin

本發明的著色感光性樹脂組合物中所含的鹼溶性樹脂是對於顯影製程中所使用的鹼顯影液賦予可溶性的成分。本發明中，上述鹼溶性樹脂雖然沒有特別限定，但優選為具有羧基的單體和能夠與該單體共聚的其他單體的共聚物。The alkali-soluble resin contained in the colored photosensitive resin composition of the present invention is a component that imparts solubility to an alkali developing solution used in a developing process. In the present invention, the alkali-soluble resin is not particularly limited, but is preferably a copolymer of a monomer having a carboxyl group and another monomer copolymerizable with the monomer.

作為上述具有羧基的單體的例子，可以舉出在分子內具有1個以上的羧基的不飽和羧酸，例如不飽和單羧酸、不飽和二羧酸等。作為這些單體的具體例，可以舉出丙烯酸、甲基丙烯酸、巴豆酸、衣康酸、馬來酸、富馬酸等。上述具有羧基的單體是具有碳-碳不飽和鍵的化合物，可以各自單獨使用或使用兩種以上。Examples of the monomer having a carboxyl group include unsaturated carboxylic acids having one or more carboxyl groups in the molecule, such as unsaturated monocarboxylic acids and unsaturated dicarboxylic acids. Specific examples of these monomers include acrylic acid, methacrylic acid, crotonic acid, itaconic acid, maleic acid, and fumaric acid. The monomer having a carboxyl group is a compound having a carbon-carbon unsaturated bond, and each of them may be used alone or in combination of two or more.

作為上述其他單體的具體例，可以舉出芳香族乙烯基化合物、不飽和羧酸酯化合物、不飽和氨基烷基羧酸酯化合物、不飽和縮水甘油羧酸酯化合物、乙烯基羧酸酯化合物、乙烯基氰化合物和不飽和氧雜環丁烷羧酸酯化合物等。Specific examples of the other monomers include aromatic vinyl compounds, unsaturated carboxylic acid ester compounds, unsaturated aminoalkyl carboxylic acid ester compounds, unsaturated glycidyl carboxylic acid ester compounds, and vinyl carboxylic acid ester compounds. , Vinyl cyanide compounds, unsaturated oxetane carboxylate compounds, and the like.

作為上述芳香族乙烯基化合物的具體例，可以舉出苯乙烯、α-甲基苯乙烯、乙烯基甲苯等。作為上述不飽和羧酸酯化合物的具體例，可以舉出丙烯酸甲酯、甲基丙烯酸甲酯、丙烯酸乙酯、甲基丙烯酸乙酯、丙烯酸丁酯、甲基丙烯酸丁酯、丙烯酸2-羥基乙酯、甲基丙烯酸2-羥基乙酯、丙烯酸苄酯、甲基丙烯酸苄酯和2-苯硫基乙基丙烯酸酯等。作為上述不飽和氨基烷基羧酸酯化合物的具體例，可以舉出丙烯酸氨基乙酯等。作為上述不飽和縮水甘油羧酸酯化合物的具體例，可以舉出甲基丙烯酸縮水甘油酯等。作為上述乙烯基羧酸酯化合物的具體例，可以舉出乙酸乙烯酯、丙酸乙烯酯等。作為上述乙烯基氰化合物的具體例，可以舉出丙烯腈、甲基丙烯腈、α-氯丙烯腈、偶氮雙二甲基戊腈等。作為上述不飽和氧雜環丁烷羧酸酯化合物的具體例，可以舉出3-甲基-3-丙烯醯氧基甲基氧雜環丁烷、3-甲基-3-甲基丙烯醯氧基甲基氧雜環丁烷、3-乙基-3-丙烯醯氧基甲基氧雜環丁烷、3-乙基-3-甲基丙烯醯氧基甲基氧雜環丁烷、3-甲基-3-丙烯醯氧基乙基氧雜環丁烷、3-甲基-3-甲基丙烯醯氧基乙基氧雜環丁烷、3-乙基-3-丙烯醯氧基乙基氧雜環丁烷和3-乙基-3-甲基丙烯醯氧基乙基氧雜環丁烷等。上述其他單體可以各自單獨使用或使用兩種以上。Specific examples of the aromatic vinyl compound include styrene, α-methylstyrene, and vinyl toluene. Specific examples of the unsaturated carboxylic acid ester compound include methyl acrylate, methyl methacrylate, ethyl acrylate, ethyl methacrylate, butyl acrylate, butyl methacrylate, and 2-hydroxyethyl acrylate. Esters, 2-hydroxyethyl methacrylate, benzyl acrylate, benzyl methacrylate, 2-phenylthioethyl acrylate, and the like. Specific examples of the unsaturated aminoalkylcarboxylic acid ester compound include aminoethyl acrylate and the like. Specific examples of the unsaturated glycidyl carboxylate compound include glycidyl methacrylate and the like. Specific examples of the vinyl carboxylate compound include vinyl acetate and vinyl propionate. Specific examples of the vinyl cyanide compound include acrylonitrile, methacrylonitrile, α-chloroacrylonitrile, and azobisdimethylvaleronitrile. Specific examples of the unsaturated oxetane carboxylic acid ester compound include 3-methyl-3-propenyloxymethyloxetane and 3-methyl-3-methacrylic acid. Oxymethyloxetane, 3-ethyl-3-propenyloxymethyloxetane, 3-ethyl-3-methacryloxymethyloxetane, 3-methyl-3-propenyloxyethyloxetane, 3-methyl-3-methacryloxyethyloxetane, 3-ethyl-3-propenyloxy Ethyl ethyloxetane and 3-ethyl-3-methacryloxyethyloxetane and the like. These other monomers can be used individually or in combination of two or more.

此外，上述鹼溶性樹脂可以以包含上述化學式2的共聚物為特徵，透過鹼溶性樹脂包含含有環氧基的上述化學式2的共聚物，能夠改善耐溶劑性和保存穩定性。In addition, the alkali-soluble resin may be characterized by including the copolymer of the chemical formula 2 and the alkali-soluble resin may include the copolymer of the chemical formula 2 containing an epoxy group, thereby improving solvent resistance and storage stability.

上述鹼溶性樹脂的重均分子量沒有特別限定，可以為3,000~100,000，優選可以為3,000~50,000，進一步優選可以為5,000~50,000。The weight-average molecular weight of the alkali-soluble resin is not particularly limited, and may be 3,000 to 100,000, preferably 3,000 to 50,000, and more preferably 5,000 to 50,000.

相對於著色感光性樹脂組合物中的固體成分的總重量，上述鹼溶性樹脂的含量為5~60重量%，優選為20~50重量%。如果上述鹼溶性樹脂的含量處於該範圍以內，則容易形成圖案，解析度和留膜率提高，因此優選。The content of the alkali-soluble resin is 5 to 60% by weight, and preferably 20 to 50% by weight based on the total weight of the solid content in the colored photosensitive resin composition. When the content of the alkali-soluble resin is within this range, a pattern is easily formed, and the resolution and the film retention rate are improved, which is preferable.

此外，相對於鹼溶性樹脂和光聚合性化合物的總100重量份，本發明的鹼溶性樹脂以30~95重量份、優選以40~85重量份混合。如果上述鹼溶性樹脂在該範圍內混合，則能夠提供溶解性充分而容易形成圖案，防止顯影時曝光部的像素部分的膜減少，非像素部分的脫落性良好的著色感光性樹脂組合物。The alkali-soluble resin of the present invention is mixed in an amount of 30 to 95 parts by weight, and preferably 40 to 85 parts by weight, based on 100 parts by weight of the total of the alkali-soluble resin and the photopolymerizable compound. When the alkali-soluble resin is mixed within this range, it is possible to provide a colored photosensitive resin composition having sufficient solubility and easy formation of a pattern, preventing reduction of a film of a pixel portion of an exposed portion at the time of development, and good peeling property of a non-pixel portion.

光聚合性化合物Photopolymerizable compound

上述光聚合性化合物應當是包含不飽和鍵，與光聚合引發劑進行光反應而形成著色感光性樹脂層，即在後述的光聚合引發劑的作用下能夠聚合的化合物。The photopolymerizable compound should include an unsaturated bond and react with a photopolymerization initiator to form a colored photosensitive resin layer, that is, a compound capable of polymerizing under the action of a photopolymerization initiator described later.

本發明中，光聚合性化合物的官能團可以為一般使用的(甲基)丙烯酸酯。In the present invention, the functional group of the photopolymerizable compound may be a (meth) acrylate generally used.

上述光聚合性化合物包含3~10個官能團，優選包含4~8個官能團。The photopolymerizable compound contains 3 to 10 functional groups, and preferably contains 4 to 8 functional groups.

作為上述多官能單體中的三官能單體的具體例，可以舉出三羥甲基丙烷三(甲基)丙烯酸酯、乙氧基化三羥甲基丙烷三(甲基)丙烯酸酯、丙氧基化三羥甲基丙烷三(甲基)丙烯酸酯和季戊四醇三(甲基)丙烯酸酯等。Specific examples of the trifunctional monomer in the above polyfunctional monomer include trimethylolpropane tri (meth) acrylate, ethoxylated trimethylolpropane tri (meth) acrylate, and propyl Oxidized trimethylolpropane tri (meth) acrylate, pentaerythritol tri (meth) acrylate, and the like.

作為上述多官能單體中的四官能單體的具體例，可以舉出季戊四醇四丙烯酸酯、季戊四醇四甲基丙烯酸酯、二三羥甲基丙烷四丙烯酸酯、二三羥甲基丙烷四甲基丙烯酸酯、二季戊四醇四丙烯酸酯、四羥甲基甲烷四丙烯酸酯、乙氧基化季戊四醇四丙烯酸酯、甘油四丙烯酸酯、甘油四甲基丙烯酸酯等。Specific examples of the tetrafunctional monomer in the polyfunctional monomer include pentaerythritol tetraacrylate, pentaerythritol tetramethacrylate, ditrimethylolpropane tetraacrylate, and ditrimethylolpropane tetramethyl. Acrylate, dipentaerythritol tetraacrylate, tetramethylolmethane tetraacrylate, ethoxylated pentaerythritol tetraacrylate, glycerol tetraacrylate, glycerol tetramethacrylate, and the like.

作為上述多官能單體中的五官能單體的具體例，可以舉出二季戊四醇五丙烯酸酯、二季戊四醇五甲基丙烯酸酯、二季戊四醇單羥基五丙烯酸酯、二季戊四醇單羥基五甲基丙烯酸酯等。Specific examples of the pentafunctional monomer in the polyfunctional monomer include dipentaerythritol pentaacrylate, dipentaerythritol pentamethacrylate, dipentaerythritol monohydroxy pentaacrylate, dipentaerythritol monohydroxy pentamethacrylate Wait.

作為上述多官能單體中的六官能單體的具體例，可以舉出二季戊四醇六丙烯酸酯、二季戊四醇六甲基丙烯酸酯等。Specific examples of the hexafunctional monomer in the polyfunctional monomer include dipentaerythritol hexaacrylate, dipentaerythritol hexamethacrylate, and the like.

作為上述多官能單體中的七~十官能單體的具體例，可以舉出三季戊四醇八甲基丙烯酸酯、三季戊四醇八丙烯酸酯、四季戊四醇七甲基丙烯酸酯和四季戊四醇七丙烯酸酯等。Specific examples of the seven to ten functional monomers in the polyfunctional monomer include tripentaerythritol octamethacrylate, tripentaerythritol octaacrylate, pentaerythritol heptamethacrylate, and tetrapentaerythritol heptaacrylate.

相對於本發明的著色感光性樹脂組合物中的固體成分的總重量，上述光聚合性化合物的含量為5~50重量%，優選為7~45重量%。上述光聚合性化合物的含量為上述5~50重量%的範圍時，能夠使像素部的強度、平坦性變得良好。Content of the said photopolymerizable compound is 5-50 weight% with respect to the total weight of the solid content in the coloring photosensitive resin composition of this invention, Preferably it is 7-45% by weight. When the content of the photopolymerizable compound is in the range of 5 to 50% by weight, the strength and flatness of the pixel portion can be made good.

光聚合引發劑Photopolymerization initiator

上述光聚合引發劑只要使光聚合性化合物聚合就可以沒有限制地使用，但優選地，考慮到聚合特性、引發效率、吸收波長、獲得性、價格等，可以為選自由苯乙酮系化合物、苯偶姻系化合物、二苯甲酮系化合物、三嗪系化合物、聯咪唑系化合物、肟系化合物和噻噸酮系化合物組成的組中的一種以上的化合物。The photopolymerization initiator may be used without limitation as long as the photopolymerizable compound is polymerized. Preferably, the photopolymerization initiator may be selected from the group consisting of acetophenone-based compounds, and polymerization characteristics, initiation efficiency, absorption wavelength, availability, and price. One or more compounds in the group consisting of benzoin-based compounds, benzophenone-based compounds, triazine-based compounds, biimidazole-based compounds, oxime-based compounds, and thioxanthone-based compounds.

作為上述苯乙酮系化合物，具體而言，可以舉出例如二乙氧基苯乙酮、2-羥基-2-甲基-1-苯基丙烷-1-酮、苯偶醯二甲基縮酮、2-羥基-1-[4-(2-羥基乙氧基)苯基]-2-甲基丙烷-1-酮、1-羥基環己基苯基酮、2-甲基-1-(4-甲基硫代苯基)-2-嗎啉代丙烷-1-酮、2-苄基-2-二甲基氨基-1-(4-嗎啉代苯基)丁烷-1-酮、2-羥基-2-甲基-1-[4-(1-甲基乙烯基)苯基]丙烷-1-酮和2-(4-甲基苄基)-2-(二甲基氨基)-1-(4-嗎啉代苯基)丁烷-1-酮等。Specific examples of the acetophenone-based compound include diethoxyacetophenone, 2-hydroxy-2-methyl-1-phenylpropane-1-one, and benzophenone dimethyl ketal. Ketone, 2-hydroxy-1- [4- (2-hydroxyethoxy) phenyl] -2-methylpropane-1-one, 1-hydroxycyclohexylphenyl ketone, 2-methyl-1- ( 4-methylthiophenyl) -2-morpholinopropane-1-one, 2-benzyl-2-dimethylamino-1- (4-morpholinophenyl) butane-1-one , 2-hydroxy-2-methyl-1- [4- (1-methylvinyl) phenyl] propane-1-one, and 2- (4-methylbenzyl) -2- (dimethylamino ) -1- (4-morpholinophenyl) butane-1-one and the like.

作為上述苯偶姻系化合物，具體而言，可以舉出例如苯偶姻、苯偶姻甲基醚、苯偶姻乙基醚、苯偶姻異丙基醚和苯偶姻異丁基醚等。Specific examples of the benzoin-based compound include benzoin, benzoin methyl ether, benzoin ethyl ether, benzoin isopropyl ether, and benzoin isobutyl ether. .

作為上述二苯甲酮系化合物，具體而言，可以舉出例如二苯甲酮、鄰苯甲醯苯甲酸甲酯、4-苯基二苯甲酮、4-苯甲醯基-4’-甲基二苯硫醚、3,3’,4,4’-四(叔丁基過氧化羰基)二苯甲酮和2,4,6-三甲基二苯甲酮等。Specific examples of the benzophenone-based compound include benzophenone, methyl benzophenone benzoate, 4-phenylbenzophenone, and 4-benzophenyl-4'- Methyldiphenyl sulfide, 3,3 ', 4,4'-tetrakis (t-butylperoxycarbonyl) benzophenone, 2,4,6-trimethylbenzophenone and the like.

作為上述三嗪系化合物，具體而言，可以舉出例如2,4-雙(三氯甲基)-6-(4-甲氧基苯基)-1,3,5-三嗪、2,4-雙(三氯甲基)-6-(4-甲氧基萘基)-1,3,5-三嗪、2,4-雙(三氯甲基)-6-(4-甲氧基苯乙烯基)-1,3,5-三嗪、2,4-雙(三氯甲基)-6-[2-(5-甲基呋喃-2-基)亞乙基]-1,3,5-三嗪、2,4-雙(三氯甲基)-6-[2-(呋喃-2-基)亞乙基]-1,3,5-三嗪、2,4-雙(三氯甲基)-6-[2-(4-二乙基氨基-2-甲基苯基)亞乙基]-1,3,5-三嗪和2,4-雙(三氯甲基)-6-[2-(3,4-二甲氧基苯基)亞乙基]-1,3,5-三嗪等。Specific examples of the triazine-based compound include 2,4-bis (trichloromethyl) -6- (4-methoxyphenyl) -1,3,5-triazine, 2, 4-bis (trichloromethyl) -6- (4-methoxynaphthyl) -1,3,5-triazine, 2,4-bis (trichloromethyl) -6- (4-methoxy Phenylstyryl) -1,3,5-triazine, 2,4-bis (trichloromethyl) -6- [2- (5-methylfuran-2-yl) ethylene] -1, 3,5-triazine, 2,4-bis (trichloromethyl) -6- [2- (furan-2-yl) ethylene] -1,3,5-triazine, 2,4-bis (Trichloromethyl) -6- [2- (4-diethylamino-2-methylphenyl) ethylene] -1,3,5-triazine and 2,4-bis (trichloromethyl) Group) -6- [2- (3,4-dimethoxyphenyl) ethylene] -1,3,5-triazine and the like.

作為上述聯咪唑化合物，具體而言，可以舉出例如2,2’-雙(2-氯苯基)-4,4’,5,5’-四苯基聯咪唑、2,2’-雙(2,3-二氯苯基)-4,4’,5,5’-四苯基聯咪唑、2,2’-雙(2-氯苯基)-4,4’,5,5’-四(烷氧基苯基)聯咪唑、2,2’-雙(2-氯苯基)-4,4’,5,5’-四(三烷氧基苯基)聯咪唑、2,2-雙(2,6-二氯苯基)-4,4’5,5’-四苯基-1,2’-聯咪唑或4,4’,5,5’位的苯基被烷氧羰基取代的咪唑化合物等。Specific examples of the biimidazole compound include 2,2'-bis (2-chlorophenyl) -4,4 ', 5,5'-tetraphenylbiimidazole and 2,2'-bis (2,3-dichlorophenyl) -4,4 ', 5,5'-tetraphenylbiimidazole, 2,2'-bis (2-chlorophenyl) -4,4', 5,5 ' -Tetrakis (alkoxyphenyl) biimidazole, 2,2'-bis (2-chlorophenyl) -4,4 ', 5,5'-tetrakis (trialkoxyphenyl) biimidazole, 2, 2-bis (2,6-dichlorophenyl) -4,4'5,5'-tetraphenyl-1,2'-biimidazole or 4,4 ', 5,5'-position phenyl Oxycarbonyl substituted imidazole compounds and the like.

更優選可以舉出2,2’-雙(2-氯苯基)-4,4’,5,5’-四苯基聯咪唑、2,2’-雙(2,3-二氯苯基)-4,4’,5,5’-四苯基聯咪唑、2,2-雙(2,6-二氯苯基)-4,4’5,5’-四苯基-1,2’-聯咪唑等。More preferred examples include 2,2'-bis (2-chlorophenyl) -4,4 ', 5,5'-tetraphenylbiimidazole, 2,2'-bis (2,3-dichlorophenyl) ) -4,4 ', 5,5'-tetraphenylbiimidazole, 2,2-bis (2,6-dichlorophenyl) -4,4'5,5'-tetraphenyl-1,2 '-Bimidazole and others.

作為上述肟化合物，具體而言，可以舉出例如鄰乙氧基羰基-α-氧亞氨基-1-苯基丙烷-1-酮等，作為市售品，可以為巴斯夫公司的OXE01、OXE02。Specific examples of the oxime compound include o-ethoxycarbonyl-α-oxyimino-1-phenylpropane-1-one and the like, and commercially available products include BASF's OXE01 and OXE02.

作為上述噻噸酮系化合物，具體而言，可以舉出例如2-異丙基噻噸酮、2,4-二乙基噻噸酮、2,4-二氯噻噸酮、1-氯-4-丙氧基噻噸酮等。Specific examples of the thioxanthone-based compound include 2-isopropylthioxanthone, 2,4-diethylthioxanthone, 2,4-dichlorothioxanthone, and 1-chloro- 4-propoxythioxanthone and the like.

上述光聚合引發劑可以單獨或將兩種以上混合使用。The said photoinitiator can be used individually or in mixture of 2 or more types.

本發明中，相對於著色感光性樹脂組合物中的固體成分的總重量，上述光聚合引發劑的含量為0.1~40重量%，優選為1~30重量%。In this invention, content of the said photoinitiator is 0.1-40 weight% with respect to the total weight of the solid content in a coloring photosensitive resin composition, Preferably it is 1-30 weight%.

在上述0.1~40重量%的範圍內時，著色感光性樹脂組合物被高靈敏度化，使用上述著色感光性樹脂組合物而形成的像素部的強度和上述像素部的表面的平滑性變得良好。Within the range of 0.1 to 40% by weight, the colored photosensitive resin composition is highly sensitive, and the strength of the pixel portion formed using the colored photosensitive resin composition and the smoothness of the surface of the pixel portion are improved. .

此外，本發明中，在光聚合引發劑中可以進一步使用光聚合引發助劑。In the present invention, a photopolymerization initiator may be further used as the photopolymerization initiator.

上述光聚合引發助劑是為了促進利用光聚合引發劑而引發聚合的光聚合性化合物的聚合而使用的化合物，作為光聚合引發助劑，可以舉出例如胺系化合物或烷氧基蒽系化合物等。The photopolymerization initiation aid is a compound used to promote polymerization of a photopolymerizable compound that initiates polymerization using a photopolymerization initiator. Examples of the photopolymerization initiation aid include an amine compound or an alkoxyanthracene compound. Wait.

作為上述胺系化合物，具體而言，可以舉出例如三乙醇胺、甲基二乙醇胺、三異丙醇胺、4-二甲基氨基苯甲酸甲酯、4-二甲基氨基苯甲酸乙酯、4-二甲基氨基苯甲酸異戊酯、苯甲酸2-二甲基氨基乙酯、4-二甲基氨基苯甲酸2-乙基己酯、N,N-二甲基對甲苯胺、4,4’-雙(二甲基氨基)二苯甲酮(通稱為米蚩酮)、4,4’-雙(二乙基氨基)二苯甲酮和4,4’-雙(乙基甲基氨基)二苯甲酮等，其中，優選為4,4’-雙(二乙基氨基)二苯甲酮。Specific examples of the amine-based compound include triethanolamine, methyldiethanolamine, triisopropanolamine, methyl 4-dimethylaminobenzoate, ethyl 4-dimethylaminobenzoate, Isoamyl 4-dimethylaminobenzoate, 2-dimethylaminoethyl benzoate, 2-ethylhexyl 4-dimethylaminobenzoate, N, N-dimethyl-p-toluidine, 4 4,4'-bis (dimethylamino) benzophenone (commonly referred to as fluorenone), 4,4'-bis (diethylamino) benzophenone, and 4,4'-bis (ethylmethyl) Methylamino) benzophenone and the like, among them, 4,4′-bis (diethylamino) benzophenone is preferred.

作為上述烷氧基蒽系化合物，具體而言，可以舉出例如9,10-二甲氧基蒽、2-乙基-9,10-二甲氧基蒽、9,10-二乙氧基蒽和2-乙基-9,10-二乙氧基蒽等。Specific examples of the alkoxyanthracene-based compound include 9,10-dimethoxyanthracene, 2-ethyl-9,10-dimethoxyanthracene, and 9,10-diethoxy Anthracene and 2-ethyl-9,10-diethoxyanthracene and the like.

此外，作為光聚合引發助劑，可以使用市售品，作為市售的光聚合引發助劑，可以舉出商品名“EAB-F”(製造商：保土穀化學工業株式會社)等。As the photopolymerization initiation aid, a commercially available product can be used, and as the commercially available photopolymerization initiation aid, a trade name “EAB-F” (manufacturer: Hodogaya Chemical Industry Co., Ltd.) and the like can be used.

在使用上述光聚合引發助劑的情況下，相對於光聚合引發劑1莫耳，光聚合引發助劑的使用量通常超過0且為10莫耳以下，優選為0.01~5莫耳。如果以上述的超過0且為10莫耳以下的範圍使用光聚合引發助劑，則著色感光性樹脂組合物的靈敏度進一步變高，能夠提高使用著色感光性樹脂組合物形成的彩色濾光片的生產率。In the case where the photopolymerization initiation aid is used, the amount of the photopolymerization initiation aid is usually more than 0 and 10 mols or less, and preferably 0.01 to 5 mols relative to 1 mol of the photopolymerization initiator. When the photopolymerization initiation aid is used in the range of more than 0 and 10 mol or less, the sensitivity of the colored photosensitive resin composition is further increased, and the color filter formed using the colored photosensitive resin composition can be improved. productivity.

溶劑Solvent

上述溶劑只要使著色感光性樹脂組合物中所含的其他成分溶解時有效並且不反應，則可以沒有特別限制地使用通常的著色感光性樹脂組合物中所使用的溶劑。特別是，優選為醚類、乙酸酯類、芳香族烴類、酮類、醇類或酯類等。As long as the solvent is effective in dissolving other components contained in the colored photosensitive resin composition and does not react, the solvent used in a general colored photosensitive resin composition can be used without particular limitation. In particular, ethers, acetates, aromatic hydrocarbons, ketones, alcohols, or esters are preferred.

作為上述醚類，可以舉出例如乙二醇單甲基醚、乙二醇單乙基醚、乙二醇單丙基醚和乙二醇單丁基醚等乙二醇單烷基醚類；二乙二醇二甲基醚、二乙二醇二乙基醚、二乙二醇二丙基醚和二乙二醇二丁基醚等二乙二醇二烷基醚類等。Examples of the ethers include ethylene glycol monoalkyl ethers such as ethylene glycol monomethyl ether, ethylene glycol monoethyl ether, ethylene glycol monopropyl ether, and ethylene glycol monobutyl ether; Diethylene glycol dialkyl ethers such as diethylene glycol dimethyl ether, diethylene glycol diethyl ether, diethylene glycol dipropyl ether, and diethylene glycol dibutyl ether.

作為上述乙酸酯類，可以舉出例如甲基溶纖劑乙酸酯、乙基溶纖劑乙酸酯、乙酸乙酯、乙酸丁酯、乙酸戊酯、乳酸甲酯、乳酸乙酯、乳酸丁酯、3-甲氧基丁基乙酸酯、3-甲基-3-甲氧基-1-丁基乙酸酯、甲氧基戊基乙酸酯、乙二醇單乙酸酯、乙二醇二乙酸酯、3-甲氧基丙酸甲酯、丙二醇甲基醚乙酸酯、3-甲氧基-1-丁基乙酸酯、1,2-丙二醇二乙酸酯、乙二醇單丁基醚乙酸酯、二乙二醇單乙基醚乙酸酯、二丙二醇甲基醚乙酸酯、1,3-丁二醇二乙酸酯、二乙二醇單丁基醚乙酸酯、乙二醇單甲基醚乙酸酯、乙二醇單乙基醚乙酸酯、二乙二醇單乙酸酯、二乙二醇二乙酸酯、二乙二醇單丁基醚乙酸酯、丙二醇單乙酸酯、丙二醇二乙酸酯、丙二醇單甲基醚乙酸酯、丙二醇單乙基醚乙酸酯、碳酸亞乙酯和碳酸亞丙酯等。Examples of the acetates include methyl cellosolve acetate, ethyl cellosolve acetate, ethyl acetate, butyl acetate, amyl acetate, methyl lactate, ethyl lactate, and butyl lactate. Ester, 3-methoxybutyl acetate, 3-methyl-3-methoxy-1-butyl acetate, methoxypentyl acetate, ethylene glycol monoacetate, ethyl Glycol diacetate, methyl 3-methoxypropionate, propylene glycol methyl ether acetate, 3-methoxy-1-butyl acetate, 1,2-propanediol diacetate, ethyl Glycol monobutyl ether acetate, diethylene glycol monoethyl ether acetate, dipropylene glycol methyl ether acetate, 1,3-butanediol diacetate, diethylene glycol monobutyl Ether acetate, ethylene glycol monomethyl ether acetate, ethylene glycol monoethyl ether acetate, diethylene glycol monoacetate, diethylene glycol diacetate, diethylene glycol mono Butyl ether acetate, propylene glycol monoacetate, propylene glycol diacetate, propylene glycol monomethyl ether acetate, propylene glycol monoethyl ether acetate, ethylene carbonate, propylene carbonate, and the like.

作為上述芳香族烴類，可以舉出例如苯、甲苯、二甲苯和均三甲苯等。Examples of the aromatic hydrocarbons include benzene, toluene, xylene, and mesitylene.

作為上述酮類，可以舉出例如甲基乙基酮、丙酮、甲基戊基酮、甲基異丁基酮和環己酮等。Examples of the ketones include methyl ethyl ketone, acetone, methyl amyl ketone, methyl isobutyl ketone, and cyclohexanone.

作為上述醇類，可以舉出例如乙醇、丙醇、丁醇、己醇、環己醇、乙二醇、甘油和4-羥基-4-甲基-2-戊酮等。Examples of the alcohols include ethanol, propanol, butanol, hexanol, cyclohexanol, ethylene glycol, glycerol, and 4-hydroxy-4-methyl-2-pentanone.

作為上述酯類，可以舉出例如3-乙氧基丙酸乙酯、3-甲氧基丙酸甲酯和γ-丁內酯等。Examples of the esters include ethyl 3-ethoxypropionate, methyl 3-methoxypropionate, and γ-butyrolactone.

上述溶劑可以各自單獨或將兩種以上混合使用。These solvents can be used individually or in mixture of 2 or more types.

從塗布性和乾燥性方面考慮，上述溶劑優選使用沸點為100℃~200℃的有機溶劑，可以舉出例如丙二醇單甲基醚乙酸酯、丙二醇單乙基醚乙酸酯、環己酮、3-乙氧基丙酸乙酯和3-甲氧基丙酸甲酯等。From the viewpoint of coatability and drying properties, it is preferable to use an organic solvent having a boiling point of 100 ° C to 200 ° C as the solvent. Examples include propylene glycol monomethyl ether acetate, propylene glycol monoethyl ether acetate, cyclohexanone, Ethyl 3-ethoxypropionate and methyl 3-methoxypropionate.

相對於著色感光性樹脂組合物的總重量，上述溶劑的含量為60~90重量%，優選為65~85重量%。如果上述溶劑的含量為上述60~90重量%的範圍，則當利用輥塗機、旋塗機、狹縫式旋轉塗布機、狹縫塗布機(有時也稱為模塗機)和噴塗機等塗布裝置進行塗布時，塗布性變佳。Content of the said solvent is 60-90 weight% with respect to the total weight of a colored photosensitive resin composition, Preferably it is 65-85 weight%. When the content of the solvent is in the range of 60 to 90% by weight, when using a roll coater, a spin coater, a slit spin coater, a slit coater (also sometimes referred to as a die coater), and a sprayer, When coating is performed by a coating device, the coatability is improved.

添加劑additive

本發明的著色感光性樹脂組合物中，除了上述的成分以外，在不損害本發明的目的的範圍內，根據一般技術人員的需要包含其他添加劑。The colored photosensitive resin composition of the present invention contains other additives in addition to the aforementioned components, as long as the purpose of the present invention is not impaired, as required by a person of ordinary skill.

具體而言，上述添加劑可以進一步包含選自由例如其他高分子化合物、熱引發劑、固化劑、表面活性劑、密合促進劑、抗氧化劑、紫外線吸收劑和防凝劑組成的組中的一種以上的添加劑。Specifically, the additive may further include one or more selected from the group consisting of, for example, other polymer compounds, thermal initiators, curing agents, surfactants, adhesion promoters, antioxidants, ultraviolet absorbers, and anticoagulants. Additives.

作為上述其他高分子化合物的具體例，可以舉出環氧樹脂和馬來醯亞胺樹脂等固化性樹脂；聚乙烯醇、聚丙烯酸、聚乙二醇單烷基醚、聚氟烷基丙烯酸酯、聚酯和聚氨酯等熱塑性樹脂等。Specific examples of the other polymer compounds include curable resins such as epoxy resin and maleimide resin; polyvinyl alcohol, polyacrylic acid, polyethylene glycol monoalkyl ether, and polyfluoroalkyl acrylate. , Polyester, polyurethane and other thermoplastic resins.

上述熱引發劑發揮引起借助於熱的固化反應而使引發效率極大化的作用。上述熱引發劑可以為過氧化物系化合物。The thermal initiator has a function of causing a curing reaction by heat to maximize the initiation efficiency. The thermal initiator may be a peroxide-based compound.

上述熱引發劑的具體種類沒有特別限定，可以為選自由過氧化新癸酸四甲基丁酯(例如Perocta ND，NOF公司(製))、過氧化二碳酸雙(4-丁基環己基)酯(例如Peroyl TCP，NOF公司(製))、過氧化碳酸二(2-乙基己基)酯、過氧化新癸酸丁酯(例如Perbutyl ND，NOF公司(製))、過氧化二碳酸二丙酯(例如Peroyl NPP，NOF公司(製))、過氧化二碳酸二異丙酯(例如Peroyl IPP，NOF公司(製))、過氧化二碳酸二乙氧基乙酯(例如Peroyl EEP，NOF公司(製))、過氧化二碳酸二乙氧基己酯(例如Peroyl OEP，NOF公司(製))、過氧化二碳酸己酯(例如Perhexyl ND，NOF公司(製))、過氧化二碳酸二甲氧基丁酯(例如Peroyl MBP，NOF公司(製))、過氧化二碳酸雙(3-甲氧基-3-甲氧基丁基)酯(例如Peroyl SOP，NOF公司(製))、過氧化二碳酸二丁酯、過氧化二碳酸雙十六烷基(dicetyl)酯、過氧化二碳酸二肉豆蔻基(dimyristyl)酯、1,1,3,3-四甲基丁基過氧化新戊酸酯(peroxypivalate)、過氧化新戊酸己酯(例如Perhexyl PV，NOF公司(製))、過氧化新戊酸丁酯(例如Perbutyl，NOF公司(製))、三甲基己醯過氧化物(例如Peroyl355，NOF公司(製))、過氧化新癸酸二甲基羥基丁酯(例如Luperox 610M75，Atofina(製))、過氧化新癸酸戊酯(例如Luperox 546M75，Atofina(製))、過氧化新癸酸丁酯(例如Luperox 10M75，Atofina(製))、過氧化新庚酸叔丁酯、過氧化新戊酸戊酯(例如Luperox 546M75、Alofina(製))、過氧化新戊酸叔丁酯、過氧化-2-乙基己酸叔戊酯、過氧化-2-乙基己酸叔丁酯、月桂基過氧化物、過氧化二月桂醯(dilauroyl)、過氧化二癸醯、過氧化苯甲醯、過氧化二苯甲醯、2,2-雙(叔丁基過氧化)丁烷、1,1-雙(叔丁基過氧化)環己烷、2,5-雙(丁基過氧化)-2,5-二甲基己烷、2,5-雙(叔丁基過氧化)-1-甲基乙基)苯、1,1-雙(叔丁基過氧化)-3,3,5-三甲基環己烷、過氧化氫叔丁基、叔丁基過氧化物、過氧化苯甲酸叔丁酯、過氧化異丙基碳酸叔丁酯、氫過氧化枯烯、過氧化二枯基、過氧化月桂醯、2,4-戊烷二酮過氧化物、過乙酸叔丁酯(tert-butyl peracetate)、過乙酸(peracetic acid)和過硫酸鉀(potassium persulfate)所組成的群組中的一種以上。The specific type of the thermal initiator is not particularly limited, and may be selected from the group consisting of tetramethyl neodecanoate peroxide (for example, Perocta ND, manufactured by NOF Corporation) and bis (4-butylcyclohexyl) peroxydicarbonate. Esters (for example, Peroyl TCP, manufactured by NOF Corporation), bis (2-ethylhexyl) peroxide, butyl peroxyneodecanoate (such as Perbutyl ND, manufactured by NOF Corporation), dicarbonate dicarbonate Propyl ester (e.g. Peroyl NPP, manufactured by NOF Corporation), diisopropyl peroxide dicarbonate (e.g. Peroyl IPP, manufactured by NOF Corporation), diethoxyethyl peroxydicarbonate (e.g. Peroyl EEP, NOF Company (manufactured)), diethoxyhexyl peroxydicarbonate (e.g. Peroyl OEP, NOF company (manufactured)), dihexyl peroxide (e.g. Perhexyl ND, NOF company (manufactured)), peroxydicarbonate Dimethoxybutyl (for example, Peroyl MBP, manufactured by NOF Corporation), bis (3-methoxy-3-methoxybutyl) peroxydicarbonate (for example, Peroyl SOP, manufactured by NOF Corporation) , Dibutyl peroxydicarbonate, dicetyl peroxydicarbonate, dimyristyl peroxydicarbonate, 1,1,3,3-tetramethylbutyl peroxy Oxidation Peroxypivalate, hexyl pivalate (for example, Perhexyl PV, manufactured by NOF Corporation), butyl peroxy pivalate (for example, Perbutyl, manufactured by NOF Corporation), trimethylhexanoate Oxides (e.g. Peroyl355, NOF (manufactured by)), dimethyl hydroxybutyl neodecanoate (e.g. Luperox 610M75, manufactured by Atofina), ammonium peroxynedecanoate (e.g. Luperox 546M75, manufactured by Atofina (manufactured) )), Butyl peroxyneodecanoate (for example, Luperox 10M75, Atofina (manufactured)), tert-butyl peroxyheptanoate, amyl peroxypivalate (for example, Luperox 546M75, Alofina (manufactured)), peroxidation Tert-butyl pivalate, tert-amyl peroxy-2-ethylhexanoate, tert-butyl peroxy-2-ethylhexanoate, lauryl peroxide, dilauroyl peroxide, peroxidation Didecylhydrazone, benzamidine peroxide, dibenzofluorene peroxide, 2,2-bis (tert-butylperoxy) butane, 1,1-bis (tert-butylperoxy) cyclohexane, 2, 5-bis (butylperoxy) -2,5-dimethylhexane, 2,5-bis (tert-butylperoxy) -1-methylethyl) benzene, 1,1-bis (tert-butyl) Peroxy) -3,3,5-trimethylcyclohexane, tert-butyl hydroperoxide, tert-butyl Peroxide, tert-butyl peroxybenzoate, t-butyl peroxy isopropyl carbonate, cumene hydroperoxide, dicumyl peroxide, lauryl peroxide, 2,4-pentanedione peroxide One or more of the group consisting of a substance, tert-butyl peracetate, peracetic acid, and potassium persulfate.

關於上述熱引發劑的含量，相對於著色感光性樹脂組合物中的固體成分的總重量，優選為1~10重量%，更優選為1~5重量%。在以該含量包含的情況下，在製程性和底切(under cut)方面考慮更優選。The content of the thermal initiator is preferably 1 to 10% by weight, and more preferably 1 to 5% by weight based on the total weight of the solid content in the colored photosensitive resin composition. When it is contained in this content, it is more preferable from the viewpoint of processability and undercut.

上述固化劑是為了實現深部固化和提高機械強度而使用，作為具體例，可以舉出環氧化合物、多官能異氰酸酯化合物、三聚氰胺化合物和氧雜環丁烷化合物等。The curing agent is used for deep curing and improving mechanical strength. Specific examples include epoxy compounds, polyfunctional isocyanate compounds, melamine compounds, and oxetane compounds.

上述固化劑中，作為環氧化合物的具體例，可以舉出雙酚A型環氧樹脂、氫化雙酚A型環氧樹脂、雙酚F型環氧樹脂、氫化雙酚F型環氧樹脂、酚醛清漆型環氧樹脂、其他芳香族系環氧樹脂、脂環族系環氧樹脂、縮水甘油酯系樹脂、縮水甘油胺系樹脂、或這些環氧樹脂的溴化衍生物、環氧樹脂及其溴化衍生物以外的脂肪族、脂環族或芳香族環氧化合物、丁二烯(共)聚合物環氧化物、異戊二烯(共)聚合物環氧化物、(甲基)丙烯酸縮水甘油酯(共)聚合物、異氰脲酸三縮水甘油酯等。Specific examples of the epoxy compound in the curing agent include bisphenol A type epoxy resin, hydrogenated bisphenol A type epoxy resin, bisphenol F type epoxy resin, hydrogenated bisphenol F type epoxy resin, Novolac epoxy resins, other aromatic epoxy resins, alicyclic epoxy resins, glycidyl ester resins, glycidylamine resins, or brominated derivatives of these epoxy resins, epoxy resins, and Aliphatic, alicyclic or aromatic epoxy compounds other than its brominated derivatives, butadiene (co) polymer epoxide, isoprene (co) polymer epoxide, (meth) acrylic acid Glycidyl ester (co) polymer, triglycidyl isocyanurate, and the like.

作為上述固化劑中的氧雜環丁烷化合物的具體例，可以舉出碳酸酯雙氧雜環丁烷、二甲苯雙氧雜環丁烷、己二酸酯雙氧雜環丁烷、對苯二甲酸酯雙氧雜環丁烷、環己烷二羧酸雙氧雜環丁烷等。Specific examples of the oxetane compound in the curing agent include carbonate dioxetane, xylene dioxetane, adipate dioxetane, and p-benzene Diformate dioxetane, cyclohexanedicarboxylic acid dioxetane, and the like.

上述固化劑可以與助固化化合物並用，所述助固化化合物能夠與固化劑一起使環氧化合物的環氧基、氧雜環丁烷化合物的氧雜環丁烷骨架開環聚合。上述助固化化合物例如有多元羧酸類、多元羧酸酐類、產酸劑等。上述多元羧酸酐類可以使用市售的環氧樹脂固化劑。關於上述環氧樹脂固化劑的具體例，作為市售品，可以舉出ADEKA HARDENER EH-700(商品名，ADEKA工業(株)製造)、RIKACID HH(商品名，新日本理化(株)製造)、MH-700(商品名，新日本理化(株)製造)等。上述例示的固化劑可以單獨或將兩種以上混合使用。The curing agent may be used in combination with a curing assistant compound that can ring-open polymerize the epoxy group of the epoxy compound and the oxetane skeleton of the oxetane compound together with the curing agent. Examples of the auxiliary curing compound include polycarboxylic acids, polycarboxylic anhydrides, and acid generators. As the polyvalent carboxylic acid anhydride, a commercially available epoxy resin curing agent can be used. Specific examples of the epoxy resin curing agent include ADEKA HARDENER EH-700 (trade name, manufactured by ADEKA Industry Co., Ltd.) and RIKACID HH (trade name, manufactured by Shinnippon Physico Chemical Co., Ltd.) as commercially available products. , MH-700 (trade name, manufactured by Shin Nihon Chemical Co., Ltd.), and the like. The curing agent exemplified above may be used alone or as a mixture of two or more.

上述表面活性劑可以為了進一步提高著色感光性樹脂組合物的薄膜形成性而使用，可以使用例如有機矽系、氟系、酯系、陽離子系、陰離子系、非離子系和兩性系等表面活性劑，優選可以使用有機矽系表面活性劑或氟系表面活性劑等。The surfactant can be used in order to further improve the film-forming property of the colored photosensitive resin composition. For example, a surfactant such as a silicone-based, fluorine-based, ester-based, cationic, anionic, non-ionic, or amphoteric surfactant can be used. Preferably, a silicone-based surfactant or a fluorine-based surfactant can be used.

關於上述有機矽系表面活性劑，例如，作為市售品，可以舉出道康寧東麗有機矽公司的DC3PA、DC7PA、SH11PA、SH21PA和SH-8400等，GE東芝有機矽公司的TSF-4440、TSF-4300、TSF-4445、TSF-4446、TSF-4460和TSF-4452等。關於上述氟系表面活性劑，例如，作為市售品，可以舉出Megafac F554、F-470、F-471、F-475、F-482和F-489(大日本油墨化學工業公司)、BM-1000、BM-1100(BM Chemie公司)、Fluorad FC-135/FC-170C/FC-430(住友3M(株))等。Regarding the above-mentioned silicone-based surfactants, for example, as commercially available products, DC3PA, DC7PA, SH11PA, SH21PA, and SH-8400 of Dow Corning Toray Silicone, and TSF-4440 and TSF of GE Toshiba Silicone -4300, TSF-4445, TSF-4446, TSF-4460 and TSF-4452. Regarding the above-mentioned fluorine-based surfactants, for example, commercially available products include Megafac F554, F-470, F-471, F-475, F-482, and F-489 (Dai Nihon Ink Chemical Industry Co., Ltd.), and BM. -1000, BM-1100 (BM Chemie), Fluorad FC-135 / FC-170C / FC-430 (Sumitomo 3M Co., Ltd.) and the like.

作為上述表面活性劑的其他例，可以舉出聚氧乙烯烷基醚類、聚氧乙烯烷基苯基醚類、聚乙二醇二酯類、脫水山梨醇脂肪酸酯類、脂肪酸改性聚酯類、叔胺改性聚氨酯類、聚乙烯亞胺類等，以及作為市售品的KP(信越化學工業(株))、POLYFLOW(共榮化學(株))、EFTop(TOHKEM PRODUCTS公司)、Megafac(大日本油墨化學工業(株))、Fluorad(住友3M(株))、AsahiGuard、Surflon(以上為旭硝子(株))、Solsperse(Zeneca(株))、EFKA(EFKACHEMICALS公司)、PB821(味之素(株))等。Other examples of the surfactant include polyoxyethylene alkyl ethers, polyoxyethylene alkylphenyl ethers, polyethylene glycol diesters, sorbitan fatty acid esters, and fatty acid-modified polyesters. Types, tertiary amine modified polyurethanes, polyethyleneimines, etc., and KP (Shin-Etsu Chemical Industry Co., Ltd.), POLYFLOW (Kyoei Chemical Co., Ltd.), EFTop (TOHKEM PRODUCTS), Megafac as commercial products Dainippon Ink Chemical Industry Co., Ltd., Fluorad (Sumitomo 3M Co., Ltd.), AsahiGuard, Surflon (above, Asahi Glass Co., Ltd.), Solsperse (Zeneca Co., Ltd.), EFKA (EFKACHEMICALS), PB821 (Ajino (Strain)).

上述例示的表面活性劑可以各自單獨或將兩種以上組合使用。The surfactants exemplified above may be used alone or in combination of two or more kinds.

上述密合促進劑是為了促進與基板的塗布性和密合性而使用的添加劑，可以包含含有選自由羧基、甲基丙烯醯基、異氰酸酯基、環氧基以及它們的組合組成的組中的反應性取代基的矽烷偶聯劑。關於矽烷偶聯劑，具體而言，可以舉出例如乙烯基三甲氧基矽烷、乙烯基三乙氧基矽烷、乙烯基三(2-甲氧基乙氧基)矽烷、N-(2-氨基乙基)-3-氨基丙基甲基二甲氧基矽烷、N-(2-氨基乙基)-3-氨基丙基三甲氧基矽烷、3-氨基丙基三乙氧基矽烷、3-環氧丙氧基丙基三甲氧基矽烷、3-環氧丙氧基丙基甲基二甲氧基矽烷、2-(3,4-環氧環己基)乙基三甲氧基矽烷、3-氯丙基甲基二甲氧基矽烷、3-氯丙基三甲氧基矽烷、3-甲基丙烯醯氧基丙基三甲氧基矽烷、3-巰基丙基三甲氧基矽烷、三甲氧基甲矽烷基苯甲酸、乙烯基三乙醯氧基矽烷、γ-異氰酸酯丙基三乙氧基矽烷等。The adhesion promoter is an additive used to promote coatability and adhesion to a substrate, and may include a group selected from the group consisting of a carboxyl group, a methacryl group, an isocyanate group, an epoxy group, and combinations thereof. Silane coupling agent with reactive substituents. Specific examples of the silane coupling agent include vinyltrimethoxysilane, vinyltriethoxysilane, vinyltri (2-methoxyethoxy) silane, and N- (2-amino (Ethyl) -3-aminopropylmethyldimethoxysilane, N- (2-aminoethyl) -3-aminopropyltrimethoxysilane, 3-aminopropyltriethoxysilane, 3- Glycidoxypropyltrimethoxysilane, 3-glycidoxypropylmethyldimethoxysilane, 2- (3,4-epoxycyclohexyl) ethyltrimethoxysilane, 3- Chloropropylmethyldimethoxysilane, 3-chloropropyltrimethoxysilane, 3-methacryloxypropyltrimethoxysilane, 3-mercaptopropyltrimethoxysilane, trimethoxymethyl Silylbenzoic acid, vinyltriethoxysilane, γ-isocyanatepropyltriethoxysilane, etc.

作為上述抗氧化劑的具體例，可以舉出2,2’-硫代雙(4-甲基-6-叔丁基苯酚)和2,6-二-叔丁基-4-甲基苯酚等。Specific examples of the antioxidant include 2,2'-thiobis (4-methyl-6-tert-butylphenol), 2,6-di-tert-butyl-4-methylphenol, and the like.

作為上述紫外線吸收劑的具體例，可以舉出2-(3-叔丁基-2-羥基-5-甲基苯基)-5-氯苯並***和烷氧基二苯甲酮等。Specific examples of the ultraviolet absorber include 2- (3-tert-butyl-2-hydroxy-5-methylphenyl) -5-chlorobenzotriazole, alkoxybenzophenone, and the like.

作為上述防凝劑的具體例，可以舉出聚丙烯酸鈉等。Specific examples of the anticoagulant include sodium polyacrylate and the like.

相對於著色感光性樹脂組合物中的固體成分的總重量，上述添加劑的含量可以為0.01~10重量%，優選可以為0.05~2重量%。Content of the said additive may be 0.01-10 weight% with respect to the total weight of the solid content in a coloring photosensitive resin composition, Preferably it may be 0.05-2 weight%.

這樣製造的著色感光性樹脂組合物優選可以用於顯示裝置、優選液晶顯示裝置的黑矩陣、用於保持單元間隙(Cell Gap)的柱狀間隔物或黑色柱狀間隔物的製造。The colored photosensitive resin composition thus produced can be preferably used for the production of a display device, preferably a black matrix of a liquid crystal display device, a columnar spacer for maintaining a cell gap, or a black columnar spacer.

本發明的柱狀間隔物、黑矩陣和/或黑色柱狀間隔物具有光學密度高而可靠性優異且遮蔽性優異的優點。The columnar spacer, the black matrix, and / or the black columnar spacer of the present invention have the advantages of high optical density, excellent reliability, and excellent shielding properties.

特別是，本發明的著色感光性樹脂組合物優選可以用於黑色柱狀間隔物(黑矩陣一體型間隔物)的製造，上述黑色柱狀間隔物是指，黑矩陣和柱狀間隔物以一個圖案一體地形成，而不是分別形成黑矩陣和柱狀間隔物。In particular, the colored photosensitive resin composition of the present invention can be preferably used for the production of a black columnar spacer (a black matrix integrated spacer). The black columnar spacer means that the black matrix and the columnar spacer are separated by The pattern is formed integrally instead of the black matrix and the columnar spacers, respectively.

本發明還涉及包含使用上述著色感光性樹脂組合物製造的黑矩陣、柱狀間隔物或黑色柱狀間隔物的彩色濾光片。The present invention also relates to a color filter including a black matrix, a columnar spacer, or a black columnar spacer produced using the colored photosensitive resin composition.

本發明的彩色濾光片具有因光學密度高而可靠性優異且遮蔽性優異這樣的優點。上述彩色濾光片包含基板和形成於上述基板的上部的圖案層。The color filter of the present invention has the advantages of high reliability and excellent shielding properties due to its high optical density. The color filter includes a substrate and a pattern layer formed on the substrate.

就上述基板而言，上述彩色濾光片本身可以為基板，或者也可以為顯示裝置等中彩色濾光片所處的部位，沒有特別限制。上述基板可以為玻璃、矽(Si)、矽氧化物(SiOx)或高分子基板，上述高分子基板可以為聚醚碸(polyethersulfone，PES)或聚碳酸酯(polycarbonate，PC)等。With regard to the substrate, the color filter itself may be a substrate, or may be a portion where the color filter is located in a display device or the like, and is not particularly limited. The substrate may be glass, silicon (Si), silicon oxide (SiOx), or a polymer substrate, and the polymer substrate may be polyethersulfone (PES), polycarbonate (PC), or the like.

上述圖案層為包含本發明的著色感光性樹脂組合物的固化物的層，可以包括柱狀間隔物、黑矩陣和/或黑色柱狀間隔物。The pattern layer is a layer containing a cured product of the colored photosensitive resin composition of the present invention, and may include a columnar spacer, a black matrix, and / or a black columnar spacer.

上述圖案層可以為透過塗布上述著色感光性樹脂組合物且以預定的圖案進行曝光、顯影及熱固化而形成的層，上述圖案層可以透過實施本領域通常已知的方法來形成。The pattern layer may be a layer formed by applying the colored photosensitive resin composition and exposing, developing, and thermal curing in a predetermined pattern, and the pattern layer may be formed by performing a method generally known in the art.

包含如上所述的基板和圖案層的彩色濾光片可以進一步包含形成於各圖案之間的隔壁，也可以進一步包含黑矩陣，但不限定於此。The color filter including the substrate and the pattern layer as described above may further include a partition wall formed between the patterns, and may further include a black matrix, but is not limited thereto.

本發明還涉及包含上述彩色濾光片的顯示裝置。比如，本發明的液晶顯示裝置可以包含含有圖案層的彩色濾光片，所述圖案層包含上述著色感光性樹脂組合物的固化物。The present invention also relates to a display device including the above color filter. For example, the liquid crystal display device of the present invention may include a color filter including a pattern layer including a cured product of the colored photosensitive resin composition.

本發明的彩色濾光片不僅可以應用於通常的液晶顯示裝置，而且可以應用於電致發光顯示裝置、等離子體顯示裝置、場發射顯示裝置等各種圖像顯示裝置。The color filter of the present invention can be applied not only to general liquid crystal display devices, but also to various image display devices such as electroluminescence display devices, plasma display devices, and field emission display devices.

在上述液晶顯示裝置包含含有本發明的圖案層的彩色濾光片的情況下，具有遮蔽性和可靠性優異的優點。When the above-mentioned liquid crystal display device includes a color filter including the pattern layer of the present invention, it has the advantages of excellent shielding properties and reliability.

利用微影方法來形成黑矩陣、柱狀間隔物或黑色柱狀間隔物的通常的圖案化製程包括：The usual patterning process using lithography to form a black matrix, columnar spacer, or black columnar spacer includes:

a)在基板上塗布著色感光性樹脂組合物的步驟、a) a step of applying a colored photosensitive resin composition on a substrate,

b)將溶劑乾燥的前烘步驟、b) drying step before solvent drying,

c)在所得的薄膜上放置光罩並照射活性光線而使曝光部固化的步驟、c) a step of placing a photomask on the obtained film and irradiating active light to cure the exposed portion,

d)進行使用鹼水溶液將未曝光部溶解的顯影製程的步驟、以及d) performing a development process of dissolving an unexposed portion using an alkaline aqueous solution, and

e)實施乾燥和後烘的步驟。e) performing the steps of drying and post-baking.

上述基板可以使用玻璃基板、聚合物板。作為玻璃基板，特別優選可以使用鹼石灰玻璃、含有鋇或鍶的玻璃、鉛玻璃、鋁矽酸玻璃、硼矽酸玻璃、鋇硼矽酸玻璃或石英等。此外，作為聚合物板，可以舉出聚碳酸酯、亞克力、聚對苯二甲酸乙二醇酯、聚醚硫化物或聚碸等。As the substrate, a glass substrate or a polymer plate can be used. As the glass substrate, it is particularly preferable to use soda-lime glass, glass containing barium or strontium, lead glass, aluminosilicate glass, borosilicate glass, barium borosilicate glass, quartz, or the like. Examples of the polymer plate include polycarbonate, acrylic, polyethylene terephthalate, polyether sulfide, and polyfluorene.

此時，塗布可以透過使用輥塗機、旋塗機、狹縫式旋轉塗布機、狹縫塗布機(有時也稱為模塗機)、噴塗機等塗布裝置的濕式塗布方法而進行，以能夠得到所期望的厚度。In this case, the coating can be performed by a wet coating method using a coating device such as a roll coater, a spin coater, a slit spin coater, a slit coater (also sometimes referred to as a die coater), or a sprayer. In order to obtain the desired thickness.

前烘可以透過利用烘箱、加熱板等加熱而進行。此時，前烘中的加熱溫度和加熱時間根據所使用的溶劑而適當選擇，例如可以在80~150℃的溫度進行1~30分鐘。The pre-baking can be performed by heating with an oven, a hot plate, or the like. At this time, the heating temperature and heating time in the pre-baking are appropriately selected depending on the solvent used, and for example, it can be performed at a temperature of 80 to 150 ° C. for 1 to 30 minutes.

此外，前烘後進行的曝光利用曝光器來進行，且隔著光罩曝光，從而僅使對應於圖案的部分感光。此時，照射的光可以為例如可見光線、紫外線、X射線和電子射線等。In addition, the exposure performed before and after the baking is performed by an exposure device and is exposed through a mask, so that only a portion corresponding to the pattern is photosensitive. At this time, the irradiated light may be, for example, visible rays, ultraviolet rays, X-rays, electron rays, and the like.

曝光後的鹼顯影是為了將作為非曝光部分的未被去除的部分的著色感光性樹脂組合物去除而進行的，透過該顯影而形成所期望的圖案。作為適於該鹼顯影的顯影液，可以使用例如鹼金屬、鹼土金屬的碳酸鹽的水溶液等。特別是，使用含有1~3重量%的碳酸鈉、碳酸鉀、碳酸鋰等碳酸鹽的鹼水溶液，在10~50℃、優選為20~40℃的溫度內使用顯影機或超聲波清洗機等而進行。The alkali development after exposure is performed in order to remove the colored photosensitive resin composition which is a non-exposed part which is a non-exposed part, and a desired pattern is formed by this development. As a developing solution suitable for the alkali development, for example, an aqueous solution of a carbonate of an alkali metal or an alkaline earth metal can be used. In particular, an alkaline aqueous solution containing 1 to 3% by weight of carbonates such as sodium carbonate, potassium carbonate, and lithium carbonate is used, and a developing machine or an ultrasonic cleaner is used at a temperature of 10 to 50 ° C, preferably 20 to 40 ° C. get on.

後烘是為了提高圖案化的膜與基板的密合性而進行的，在80~220℃、10~120分鐘的條件下透過熱處理來進行。後烘與前烘同樣地使用烘箱、加熱板等來進行。Post-baking is performed to improve the adhesion between the patterned film and the substrate, and is performed by heat treatment at 80 to 220 ° C for 10 to 120 minutes. Post-baking is performed using an oven, a hot plate, and the like in the same manner as before-baking.

此時，作為黑矩陣的膜厚，優選為0.2μm~20μm，更優選為0.5μm~10μm，特別優選為0.8μm~5μm。At this time, the film thickness of the black matrix is preferably 0.2 μm to 20 μm, more preferably 0.5 μm to 10 μm, and particularly preferably 0.8 μm to 5 μm.

此外，柱狀間隔物和黑色柱狀間隔物的膜厚，優選為0.1μm~8μm，更優選為0.1μm~6μm，特別優選為0.1μm~4μm。The film thickness of the columnar spacer and the black columnar spacer is preferably 0.1 μm to 8 μm, more preferably 0.1 μm to 6 μm, and particularly preferably 0.1 μm to 4 μm.

由本發明的著色感光性樹脂組合物製造的黑矩陣、柱狀間隔物或黑色柱狀間隔物不僅光學密度、密合性、電絕緣性、遮光性等物性優異，而且耐熱性和耐溶劑性等優異，從而能夠提高液晶顯示裝置的可靠性。The black matrix, columnar spacer, or black columnar spacer produced from the colored photosensitive resin composition of the present invention is not only excellent in physical properties such as optical density, adhesion, electrical insulation, light-shielding properties, but also heat resistance and solvent resistance. Excellent, so that the reliability of the liquid crystal display device can be improved.

以下，透過實施例更詳細說明本發明。但下述實施例用於更具體說明本發明，本發明的範圍不受下述實施例的限定。對於下述實施例，本領域技術人員可以在本發明的範圍內進行適當修改、變更。Hereinafter, the present invention will be described in more detail through examples. However, the following examples are used to describe the present invention more specifically, and the scope of the present invention is not limited by the following examples. For the following embodiments, those skilled in the art can appropriately modify and change within the scope of the present invention.

合成例.分散樹脂的合成Synthesis example. Synthesis of dispersion resin

在具備攪拌機、溫度計、回流冷凝管、滴液漏斗和氮氣導入管的內容積1L的可分離式燒瓶中，投入甲氧基丁基乙酸酯277g，加熱至80℃。接著，調製使將3,4-環氧三環[5.2.1.0,2,6]癸烷-9-基丙烯酸酯與3,4-環氧三環[5.2.1.0，2,6]癸烷-8-基丙烯酸酯以50:50的莫耳比混合而成的混合物301g、甲基丙烯酸49g和偶氮雙二甲基戊腈23g溶解於甲氧基丁基乙酸酯350g的混合溶液。使用滴液漏斗將上述混合溶液經5小時滴入燒瓶內，然後進行3小時反應而製造分散樹脂[固體成分(NV)35.0重量%]。上述製造的分散樹脂的酸值(乾燥(dry))為69.8mgKOH/g，重均分子量(Mw)為12,300，分散度(Mw/Mn)為2.1。A 1-liter separable flask equipped with a stirrer, a thermometer, a reflux condenser, a dropping funnel, and a nitrogen introduction tube was charged with 277 g of methoxybutyl acetate and heated to 80 ° C. Next, 3,4-epoxytricyclo [5.2.1.0,2,6] decane-9-yl acrylate and 3,4-epoxytricyclo [5.2.1.0,2,6] decane were prepared. A mixture of 301 g of -8-yl acrylate at a molar ratio of 50:50, 49 g of methacrylic acid, and 23 g of azobisdimethylvaleronitrile was dissolved in a mixed solution of 350 g of methoxybutyl acetate. The mixed solution was dropped into a flask over a period of 5 hours using a dropping funnel, and then reacted for 3 hours to produce a dispersion resin [solid content (NV) 35.0% by weight]. The acid value (dry) of the dispersion resin produced as described above was 69.8 mgKOH / g, the weight average molecular weight (Mw) was 12,300, and the degree of dispersion (Mw / Mn) was 2.1.

製造例1~7.著色分散液的製造Production Examples 1 to 7. Production of colored dispersion

準備將上述分散樹脂與著色劑、分散劑和溶劑混合的混合物。接著，將二氧化鋯珠(平均粒徑0.1mm)與上述混合物以50:50的重量比混合，使用珠磨機進行4~6小時分散處理。分散結束後，過濾而製造著色分散液，其含量示於下述表1中。A mixture of the above-mentioned dispersing resin, a coloring agent, a dispersant, and a solvent is prepared. Next, the zirconia beads (average particle diameter: 0.1 mm) and the above-mentioned mixture were mixed at a weight ratio of 50:50, and dispersion treatment was performed using a bead mill for 4 to 6 hours. After the dispersion was completed, a colored dispersion liquid was produced by filtration, and the contents are shown in Table 1 below.

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

著色劑Colorant

O64：C.I.颜料橙64O64: C.I. Pigment Orange 64

B15:6：C.I.颜料蓝15:6B15: 6: C.I. Pigment Blue 15: 6

CB：炭黑CB: carbon black

B80：C.I.顏料藍80B80: C.I. Pigment Blue 80

B60：C.I.顏料藍60B60: C.I. Pigment Blue 60

V29：C.I.顏料紫29V29: C.I. Pigment Violet 29

V23：C.I.顏料紫23V23: C.I. Pigment Violet 23

分散樹脂：合成例中合成的分散樹脂Dispersion resin: The dispersion resin synthesized in the synthesis example

分散劑：Disper BYK-2000(畢克公司)Dispersant: Disper BYK-2000 (Beike)

溶劑：丙二醇單甲基醚乙酸酯(PGMEA)Solvent: propylene glycol monomethyl ether acetate (PGMEA)

實施例1~7和比較例1~2Examples 1 to 7 and Comparative Examples 1 to 2

將上述著色分散液與鹼溶性樹脂、光聚合性化合物、光聚合引發劑、添加劑和溶劑混合而製造著色感光性樹脂組合物，其含量示於下述表2中。The coloring dispersion liquid is mixed with an alkali-soluble resin, a photopolymerizable compound, a photopolymerization initiator, an additive, and a solvent to produce a colored photosensitive resin composition. The contents are shown in Table 2 below.

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

著色分散液Color dispersion

A1：製造例1中製造的著色分散液A1: Colored dispersion liquid produced in Production Example 1

A2：製造例2中製造的著色分散液A2: Colored dispersion liquid produced in Production Example 2

A3：製造例3中製造的著色分散液A3: Colored dispersion liquid produced in Production Example 3

A4：製造例4中製造的著色分散液A4: Colored dispersion liquid produced in Production Example 4

A5：製造例5中製造的著色分散液A5: Colored dispersion liquid produced in Production Example 5

A6：製造例6中製造的著色分散液A6: Colored dispersion liquid produced in Production Example 6

A7：製造例7中製造的著色分散液A7: Colored dispersion liquid produced in Production Example 7

鹼溶性樹脂：合成例中製造的分散樹脂Alkali-soluble resin: Dispersion resin manufactured in Synthesis Example

光聚合性化合物：二季戊四醇六丙烯酸酯(DPHA)(日本化藥(株))Photopolymerizable compound: Dipentaerythritol hexaacrylate (DPHA) (Nippon Kayaku Co., Ltd.)

光聚合引發劑：2-苄基-2-二甲基氨基-1-(4-嗎啉代苯基)丁烷-1-酮(Irgacure369：汽巴公司)Photopolymerization initiator: 2-benzyl-2-dimethylamino-1- (4-morpholinophenyl) butane-1-one (Irgacure369: Ciba Corporation)

添加劑：Disper BYK-163(畢克公司)Additive: Disper BYK-163 (Becker)

溶劑：丙二醇單甲基醚乙酸酯(PGMEA)Solvent: propylene glycol monomethyl ether acetate (PGMEA)

實驗例Experimental example

1.耐溶劑性評價1. Evaluation of solvent resistance

將用中性洗劑和水清洗的5cm×5cm的玻璃基板(康寧公司)進行乾燥，然後以最終膜厚為3.0μm的方式旋塗上述實施例1~7和比較例1~2中製造的各個著色感光性樹脂組合物。之後，將其置於加熱板上，在80~120℃的溫度乾燥1~2分鐘，去除溶劑。接著，以曝光量25~35mJ/cm2 曝光，在200~250℃燒成10~30分鐘，製造沒有圖案地整面塗布有著色感光性樹脂組合物的著色基板。A 5 cm × 5 cm glass substrate (Corning) washed with a neutral lotion and water was dried, and then spin-coated with the final film thickness of 3.0 μm manufactured in Examples 1 to 7 and Comparative Examples 1 to 2 above. Each colored photosensitive resin composition. After that, it was placed on a hot plate and dried at a temperature of 80 to 120 ° C for 1 to 2 minutes to remove the solvent. Next, it is exposed at an exposure amount of 25 to 35 mJ / cm 2 and fired at 200 to 250 ° C. for 10 to 30 minutes to produce a colored substrate coated with a colored photosensitive resin composition on the entire surface without a pattern.

將上述基板剪切為3cm×3cm的尺寸，在100℃的N-甲基吡咯烷酮(NMP)溶劑中浸漬60分鐘。之後，僅提取NMP溶劑，對於NMP溶劑中的溶出程度，使用紫外-可見光光譜儀(UV-vis spectrometer，UV-2600，島津公司)，測定可見光波長下的吸光度，從而評價耐溶劑性。吸光度的測定結果示於下述表3中。The substrate was cut to a size of 3 cm × 3 cm, and immersed in an N-methylpyrrolidone (NMP) solvent at 100 ° C. for 60 minutes. Thereafter, only the NMP solvent was extracted, and the degree of dissolution in the NMP solvent was measured using a UV-vis spectrometer (UV-2600, Shimadzu Corporation) to measure the absorbance at a visible light wavelength to evaluate the solvent resistance. The measurement results of the absorbance are shown in Table 3 below.

2.光學密度評價2. Evaluation of optical density

與上述耐溶劑性評價中製造的基板的製造方法同樣地製造基板。The substrate was manufactured in the same manner as the method for manufacturing a substrate manufactured in the above-mentioned solvent resistance evaluation.

吸光度(O.D)使用光度計(X-rite公司)來測定，膜厚使用膜厚測定器(Dektak公司)來測定。使用上述測定結果計算光學密度(O.D/μm)，其結果示於下述表3中。The absorbance (O.D.) was measured using a photometer (X-rite), and the film thickness was measured using a film thickness measuring device (Dektak). The optical density (O.D / μm) was calculated using the above measurement results. The results are shown in Table 3 below.

3.長波長吸光度評價3. Evaluation of long-wavelength absorbance

與上述耐溶劑性評價中製造的基板的製造方法同樣地製造基板。The substrate was manufactured in the same manner as the method for manufacturing a substrate manufactured in the above-mentioned solvent resistance evaluation.

使用紫外-可見光光譜儀(UV-vis spectrometer，UV-2600，島津公司)，測定可見光波長下的吸光度，將其結果示於下述表3中。The ultraviolet-visible spectrometer (UV-2600, Shimadzu Corporation) was used to measure the absorbance at the wavelength of visible light, and the results are shown in Table 3 below.

[表3] [table 3]

作為本發明的著色感光性樹脂組合物的實施例1~7的所測定的吸光度低，顯示出耐溶劑性優異的結果，即使在PWC低的情況下，也顯示出比較適宜的光學密度特性。特別是，在包含C.I.顏料藍80的實施例1的情況下，顯示出耐溶劑性最優異、光學密度也非常優異的結果。此外，在進一步包含C.I.顏料藍15:6的實施例2~7的情況下，顯示出基板的吸光度、即長波長下的吸光度顯著提高的結果。As the colored photosensitive resin composition of the present invention, the measured absorbances of Examples 1 to 7 were low and exhibited excellent solvent resistance. Even when the PWC was low, they exhibited relatively suitable optical density characteristics. In particular, in the case of Example 1 containing C.I. Pigment Blue 80, the results showed the most excellent solvent resistance and the very excellent optical density. In addition, when Examples 2 to 7 further including C.I. Pigment Blue 15: 6, the results showed that the absorbance of the substrate, that is, the absorbance at a long wavelength was significantly improved.

與包含C.I.顏料藍80的實施例1~7的著色感光性樹脂組合物相比，顏料的含量相同或更多的比較例1~2的著色感光性樹脂組合物的所測定的NMP溶劑的吸光度較高，顯示出耐溶劑性不充分的結果。Compared with the colored photosensitive resin composition of Examples 1 to 7 containing CI Pigment Blue 80, the measured absorbance of the NMP solvent of the colored photosensitive resin composition of Comparative Examples 1 to 2 was the same or more in the pigment content. The result was high, and the result was insufficient solvent resistance.

綜上所述，雖然本發明已以實施例揭露如上，然其並非用以限定本發明。本發明所屬技術領域中具有通常知識者，在不脫離本發明之精神和範圍內，當可作各種之更動與潤飾。因此，本發明之保護範圍當視後附之申請專利範圍所界定者為準。In summary, although the present invention has been disclosed as above with the embodiments, it is not intended to limit the present invention. Those with ordinary knowledge in the technical field to which the present invention pertains can make various changes and modifications without departing from the spirit and scope of the present invention. Therefore, the protection scope of the present invention shall be determined by the scope of the attached patent application.

無no

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Claims (13)

一種著色感光性樹脂組合物，包含一著色劑、一鹼溶性樹脂、一光聚合性化合物、一光聚合引發劑和一溶劑， 該著色劑包含一藍色顏料和一橙色顏料， 該藍色顏料為下述化學式1所表示的C.I.顏料藍80， 化學式1。A colored photosensitive resin composition includes a colorant, an alkali-soluble resin, a photopolymerizable compound, a photopolymerization initiator, and a solvent. The colorant includes a blue pigment and an orange pigment, and the blue pigment. CI Pigment Blue 80 represented by Chemical Formula 1 below, Chemical Formula 1 . 如申請專利範圍第1項所述的著色感光性樹脂組合物，其中該著色感光性樹脂組合物進一步包含一黑色顏料作為追加的該著色劑。The colored photosensitive resin composition according to item 1 of the patent application scope, wherein the colored photosensitive resin composition further comprises a black pigment as the additional colorant. 如申請專利範圍第2項所述的著色感光性樹脂組合物，其中該黑色顏料包含選自由苯胺黑、苝黑、鈦黑和炭黑所組成的群組中的一種以上。The coloring photosensitive resin composition according to item 2 of the scope of patent application, wherein the black pigment comprises one or more selected from the group consisting of aniline black, perylene black, titanium black, and carbon black. 如申請專利範圍第1項所述的著色感光性樹脂組合物，其中該橙色顏料包含選自由C.I.顏料橙59、61、64、65、68和70所組成的群組中的一種以上。The colored photosensitive resin composition according to item 1 of the scope of the patent application, wherein the orange pigment comprises one or more selected from the group consisting of C.I. pigment orange 59, 61, 64, 65, 68, and 70. 如申請專利範圍第1項所述的著色感光性樹脂組合物，其中相對於該著色感光性樹脂組合物中的固體成分的總重量，包含著色劑13~60重量%、鹼溶性樹脂5~60重量%、光聚合性化合物5~50重量%和光聚合引發劑0.1~40重量%，相對於該著色感光性樹脂組合物的總重量，包含溶劑60~90重量%。The colored photosensitive resin composition according to item 1 of the patent application scope, which contains 13 to 60% by weight of a colorant and 5 to 60% of an alkali-soluble resin with respect to the total weight of the solid content in the colored photosensitive resin composition. % By weight, 5-50% by weight of the photopolymerizable compound, and 0.1-40% by weight of the photopolymerization initiator, and 60 to 90% by weight of the solvent is contained with respect to the total weight of the colored photosensitive resin composition. 如申請專利範圍第2項所述的著色感光性樹脂組合物，其中該著色劑中的該黑色顏料、該藍色顏料和該橙色顏料以1:1.0~2.0:1.0~1.5的重量比混合。The colored photosensitive resin composition according to item 2 of the scope of the patent application, wherein the black pigment, the blue pigment, and the orange pigment in the colorant are mixed in a weight ratio of 1: 1.0 to 2.0: 1.0 to 1.5. 如申請專利範圍第2項所述的著色感光性樹脂組合物，其中該著色感光性樹脂組合物進一步包含C.I.顏料藍15:6作為該藍色顏料。The colored photosensitive resin composition according to item 2 of the patent application scope, wherein the colored photosensitive resin composition further comprises C.I. Pigment Blue 15: 6 as the blue pigment. 如申請專利範圍第7項所述的著色感光性樹脂組合物，其中該著色劑中的該黑色顏料、該藍色顏料和該橙色顏料以1:2.0~3.0:1.0~2.0的重量比混合。The colored photosensitive resin composition according to item 7 of the scope of the patent application, wherein the black pigment, the blue pigment, and the orange pigment in the colorant are mixed in a weight ratio of 1: 2.0 to 3.0: 1.0 to 2.0. 如申請專利範圍第1項所述的著色感光性樹脂組合物，其中該著色感光性樹脂組合物進一步包含選自由其他高分子化合物、固化劑、表面活性劑、密合促進劑、抗氧化劑、紫外線吸收劑和防凝劑所組成的群組中的一種以上的添加劑。The colored photosensitive resin composition according to item 1 of the scope of patent application, wherein the colored photosensitive resin composition further comprises a member selected from the group consisting of other polymer compounds, curing agents, surfactants, adhesion promoters, antioxidants, and ultraviolet rays. One or more additives in the group consisting of an absorbent and an anticoagulant. 一種圖案層，其由如申請專利範圍第1項至第9項中之任一項所述的著色感光性樹脂組合物製造。A pattern layer manufactured from the colored photosensitive resin composition according to any one of claims 1 to 9 of the scope of patent application. 如申請專利範圍第10項所述的圖案層，其中該圖案層為選自由柱狀間隔物、黑矩陣和黑色柱狀間隔物所組成的群組中的一種以上。The pattern layer according to item 10 of the patent application scope, wherein the pattern layer is one or more selected from the group consisting of a columnar spacer, a black matrix, and a black columnar spacer. 一種彩色濾光片，其包含如申請專利範圍第10項所述的圖案層。A color filter includes a pattern layer as described in item 10 of the scope of patent application. 一種顯示裝置，其包含如申請專利範圍第12項所述的彩色濾光片。A display device includes a color filter according to item 12 of the scope of patent application.
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