TW202138487A - Red pigment dispersion composition for color filter capable of achieving excellent color reproducibility when using quantum dots as a backlight - Google Patents
Red pigment dispersion composition for color filter capable of achieving excellent color reproducibility when using quantum dots as a backlight Download PDFInfo
- Publication number
- TW202138487A TW202138487A TW110107022A TW110107022A TW202138487A TW 202138487 A TW202138487 A TW 202138487A TW 110107022 A TW110107022 A TW 110107022A TW 110107022 A TW110107022 A TW 110107022A TW 202138487 A TW202138487 A TW 202138487A
- Authority
- TW
- Taiwan
- Prior art keywords
- pigment dispersion
- pigment
- red
- dispersion composition
- color filters
- Prior art date
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- 239000006185 dispersion Substances 0.000 title claims abstract description 143
- 239000000203 mixture Substances 0.000 title claims abstract description 86
- 239000001054 red pigment Substances 0.000 title claims abstract description 73
- 239000002096 quantum dot Substances 0.000 title claims abstract description 15
- 239000011248 coating agent Substances 0.000 claims abstract description 36
- 238000000576 coating method Methods 0.000 claims abstract description 36
- 238000002834 transmittance Methods 0.000 claims abstract description 15
- 239000000049 pigment Substances 0.000 claims description 154
- 229920005989 resin Polymers 0.000 claims description 41
- 239000011347 resin Substances 0.000 claims description 41
- 239000003960 organic solvent Substances 0.000 claims description 36
- 239000002270 dispersing agent Substances 0.000 claims description 24
- 229920001400 block copolymer Polymers 0.000 claims description 10
- 229920000642 polymer Polymers 0.000 claims description 9
- NIXOWILDQLNWCW-UHFFFAOYSA-N acrylic acid group Chemical group C(C=C)(=O)O NIXOWILDQLNWCW-UHFFFAOYSA-N 0.000 claims description 8
- 229910052757 nitrogen Inorganic materials 0.000 claims description 6
- 125000004433 nitrogen atom Chemical group N* 0.000 claims description 6
- 125000000542 sulfonic acid group Chemical group 0.000 claims description 6
- 239000010408 film Substances 0.000 abstract description 42
- 239000010409 thin film Substances 0.000 abstract description 5
- 150000001875 compounds Chemical class 0.000 description 32
- 230000000052 comparative effect Effects 0.000 description 25
- -1 alkylene amines Chemical class 0.000 description 24
- 239000000178 monomer Substances 0.000 description 14
- 238000000034 method Methods 0.000 description 12
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- UHFFVFAKEGKNAQ-UHFFFAOYSA-N 2-benzyl-2-(dimethylamino)-1-(4-morpholin-4-ylphenyl)butan-1-one Chemical compound C=1C=C(N2CCOCC2)C=CC=1C(=O)C(CC)(N(C)C)CC1=CC=CC=C1 UHFFVFAKEGKNAQ-UHFFFAOYSA-N 0.000 description 5
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- ISAOCJYIOMOJEB-UHFFFAOYSA-N benzoin Chemical compound C=1C=CC=CC=1C(O)C(=O)C1=CC=CC=C1 ISAOCJYIOMOJEB-UHFFFAOYSA-N 0.000 description 4
- 238000011088 calibration curve Methods 0.000 description 4
- 230000008859 change Effects 0.000 description 4
- 239000003086 colorant Substances 0.000 description 4
- JHIVVAPYMSGYDF-UHFFFAOYSA-N cyclohexanone Chemical compound O=C1CCCCC1 JHIVVAPYMSGYDF-UHFFFAOYSA-N 0.000 description 4
- 230000000694 effects Effects 0.000 description 4
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- LZCLXQDLBQLTDK-UHFFFAOYSA-N ethyl 2-hydroxypropanoate Chemical compound CCOC(=O)C(C)O LZCLXQDLBQLTDK-UHFFFAOYSA-N 0.000 description 4
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- 239000000463 material Substances 0.000 description 4
- 150000003242 quaternary ammonium salts Chemical group 0.000 description 4
- WPPDXAHGCGPUPK-UHFFFAOYSA-N red 2 Chemical compound C1=CC=CC=C1C(C1=CC=CC=C11)=C(C=2C=3C4=CC=C5C6=CC=C7C8=C(C=9C=CC=CC=9)C9=CC=CC=C9C(C=9C=CC=CC=9)=C8C8=CC=C(C6=C87)C(C=35)=CC=2)C4=C1C1=CC=CC=C1 WPPDXAHGCGPUPK-UHFFFAOYSA-N 0.000 description 4
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- MPIAGWXWVAHQBB-UHFFFAOYSA-N [3-prop-2-enoyloxy-2-[[3-prop-2-enoyloxy-2,2-bis(prop-2-enoyloxymethyl)propoxy]methyl]-2-(prop-2-enoyloxymethyl)propyl] prop-2-enoate Chemical compound C=CC(=O)OCC(COC(=O)C=C)(COC(=O)C=C)COCC(COC(=O)C=C)(COC(=O)C=C)COC(=O)C=C MPIAGWXWVAHQBB-UHFFFAOYSA-N 0.000 description 3
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- AOJOEFVRHOZDFN-UHFFFAOYSA-N benzyl 2-methylprop-2-enoate Chemical compound CC(=C)C(=O)OCC1=CC=CC=C1 AOJOEFVRHOZDFN-UHFFFAOYSA-N 0.000 description 3
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- QRIMLDXJAPZHJE-UHFFFAOYSA-N 2,3-dihydroxypropyl 2-methylprop-2-enoate Chemical compound CC(=C)C(=O)OCC(O)CO QRIMLDXJAPZHJE-UHFFFAOYSA-N 0.000 description 2
- OWPUOLBODXJOKH-UHFFFAOYSA-N 2,3-dihydroxypropyl prop-2-enoate Chemical compound OCC(O)COC(=O)C=C OWPUOLBODXJOKH-UHFFFAOYSA-N 0.000 description 2
- LEJBBGNFPAFPKQ-UHFFFAOYSA-N 2-(2-prop-2-enoyloxyethoxy)ethyl prop-2-enoate Chemical compound C=CC(=O)OCCOCCOC(=O)C=C LEJBBGNFPAFPKQ-UHFFFAOYSA-N 0.000 description 2
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- HCLJOFJIQIJXHS-UHFFFAOYSA-N 2-[2-[2-(2-prop-2-enoyloxyethoxy)ethoxy]ethoxy]ethyl prop-2-enoate Chemical compound C=CC(=O)OCCOCCOCCOCCOC(=O)C=C HCLJOFJIQIJXHS-UHFFFAOYSA-N 0.000 description 2
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Classifications
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- 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
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- G03F7/105—Photosensitive materials characterised by structural details, e.g. supports, auxiliary layers having substances, e.g. indicators, for forming visible images
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- C09B67/00—Influencing the physical, e.g. the dyeing or printing properties of dyestuffs without chemical reactions, e.g. by treating with solvents grinding or grinding assistants, coating of pigments or dyes; Process features in the making of dyestuff preparations; Dyestuff preparations of a special physical nature, e.g. tablets, films
- C09B67/0071—Process features in the making of dyestuff preparations; Dehydrating agents; Dispersing agents; Dustfree compositions
- C09B67/008—Preparations of disperse dyes or solvent dyes
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- C—CHEMISTRY; METALLURGY
- C09—DYES; PAINTS; POLISHES; NATURAL RESINS; ADHESIVES; COMPOSITIONS NOT OTHERWISE PROVIDED FOR; APPLICATIONS OF MATERIALS NOT OTHERWISE PROVIDED FOR
- C09B—ORGANIC DYES OR CLOSELY-RELATED COMPOUNDS FOR PRODUCING DYES, e.g. PIGMENTS; MORDANTS; LAKES
- C09B67/00—Influencing the physical, e.g. the dyeing or printing properties of dyestuffs without chemical reactions, e.g. by treating with solvents grinding or grinding assistants, coating of pigments or dyes; Process features in the making of dyestuff preparations; Dyestuff preparations of a special physical nature, e.g. tablets, films
- C09B67/0033—Blends of pigments; Mixtured crystals; Solid solutions
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- C—CHEMISTRY; METALLURGY
- C09—DYES; PAINTS; POLISHES; NATURAL RESINS; ADHESIVES; COMPOSITIONS NOT OTHERWISE PROVIDED FOR; APPLICATIONS OF MATERIALS NOT OTHERWISE PROVIDED FOR
- C09B—ORGANIC DYES OR CLOSELY-RELATED COMPOUNDS FOR PRODUCING DYES, e.g. PIGMENTS; MORDANTS; LAKES
- C09B67/00—Influencing the physical, e.g. the dyeing or printing properties of dyestuffs without chemical reactions, e.g. by treating with solvents grinding or grinding assistants, coating of pigments or dyes; Process features in the making of dyestuff preparations; Dyestuff preparations of a special physical nature, e.g. tablets, films
- C09B67/0071—Process features in the making of dyestuff preparations; Dehydrating agents; Dispersing agents; Dustfree compositions
- C09B67/0084—Dispersions of dyes
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- C—CHEMISTRY; METALLURGY
- C09—DYES; PAINTS; POLISHES; NATURAL RESINS; ADHESIVES; COMPOSITIONS NOT OTHERWISE PROVIDED FOR; APPLICATIONS OF MATERIALS NOT OTHERWISE PROVIDED FOR
- C09B—ORGANIC DYES OR CLOSELY-RELATED COMPOUNDS FOR PRODUCING DYES, e.g. PIGMENTS; MORDANTS; LAKES
- C09B67/00—Influencing the physical, e.g. the dyeing or printing properties of dyestuffs without chemical reactions, e.g. by treating with solvents grinding or grinding assistants, coating of pigments or dyes; Process features in the making of dyestuff preparations; Dyestuff preparations of a special physical nature, e.g. tablets, films
- C09B67/0071—Process features in the making of dyestuff preparations; Dehydrating agents; Dispersing agents; Dustfree compositions
- C09B67/0084—Dispersions of dyes
- C09B67/0085—Non common dispersing agents
- C09B67/009—Non common dispersing agents polymeric dispersing agent
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- G02B5/20—Filters
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- 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
- G02F1/015—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 semiconductor elements having potential barriers, e.g. having a PN or PIN junction
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- 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
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- 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
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- 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
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- G—PHYSICS
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Abstract
Description
本發明係關於一種濾色器用紅色顏料分散組成物。The present invention relates to a red pigment dispersion composition for color filters.
作為實現影像顯示裝置之高畫質化不可或缺之技術，有形成高清晰度濾色器之技術。作為濾色器，存在：於玻璃等透明基板之表面平行配置有2種以上不同色相之微細之帶（stripe）者；或以一定排列縱橫配置有微細之像素者等。As an indispensable technology for achieving high-quality image display devices, there is a technology for forming high-definition color filters. As a color filter, there are two or more fine strips of different hues arranged in parallel on the surface of a transparent substrate such as glass; or one with fine pixels arranged vertically and horizontally in a certain arrangement.
像素尺寸雖為數10～數100 μm之微細尺寸，但需每種色相按規定順序整齊排列。進而，對於各色相之像素，作為基本性能，亦要求色純度及可見光之透射率較高，進而對比度較高。Although the pixel size is a few ten to several 100 μm in fine size, each hue needs to be neatly arranged in a prescribed order. Furthermore, for the pixels of each hue, as basic performance, high color purity and visible light transmittance are also required, and thus the contrast ratio is high.
以往，例如揭示了使用著色組成物形成濾色器，該著色組成物之特徵在於：含有（A）著色劑、（B）黏合劑樹脂及（C）聚合性化合物，且含有C.I.顏料紅264及異吲哚啉系顏料作為（A）著色劑（例如專利文獻1）。Conventionally, for example, it has been disclosed that a coloring composition is used to form a color filter. The coloring composition is characterized by containing (A) a colorant, (B) a binder resin, and (C) a polymerizable compound, and contains CI Pigment Red 264 and Isoindoline pigments are used as (A) colorants (for example, Patent Document 1).
近年，於影像顯示裝置之領域中，要求藉由準確之顏色表現，以豐富之色彩更美麗且自然地顯示影像，該要求不斷提高。 例如，作為紅色，正在追求一種可實現於XYZ表色系統中之色度座標x＝0.6700～0.6900且y＝0.3100～0.3300的濾色器。In recent years, in the field of image display devices, it is required to display images more beautifully and naturally with rich colors through accurate color performance, and this requirement continues to increase. For example, as red, a color filter with chromaticity coordinates x = 0.6700 to 0.6900 and y = 0.3100 to 0.3300 that can be implemented in the XYZ color system is being pursued.
另一方面，從實現優異之顏色再現性之觀點來看，使用量子點技術之背光源的開發亦在進展中。 作為此種背光源，例如揭示了如下背光源，其於約615 nm至約630 nm之範圍內具有峰值中心波長，且於以半峰全幅值（FWHM）計約25 nm至約60 nm之間之範圍內顯示出狹窄之發光輪廓（例如專利文獻2）。 因此，具備包含量子點之光源之影像顯示裝置所使用之濾色器要求使特定波長（例如615 nm至630 nm）之光高效率地透過的性質。On the other hand, from the viewpoint of achieving excellent color reproducibility, the development of backlights using quantum dot technology is also in progress. As such a backlight source, for example, the following backlight source is disclosed, which has a peak center wavelength in the range of about 615 nm to about 630 nm, and in the range of about 25 nm to about 60 nm in terms of the full width at half maximum (FWHM) A narrow luminous profile is shown in the range (for example, Patent Document 2). Therefore, a color filter used in an image display device with a light source including quantum dots requires the property of efficiently transmitting light of a specific wavelength (for example, 615 nm to 630 nm).
又，近年，為了使影像顯示裝置薄型化，要求形成薄膜濾色器。In addition, in recent years, in order to reduce the thickness of image display devices, the formation of thin-film color filters has been required.
然而，以往之著色組成物無法獲得「可形成『於使用量子點作為背光源之情形時，可實現XYZ表色系統中之色度座標x＝0.6700～0.6900且y＝0.3100～0.3300，亦可實現薄膜化』之塗膜，進而，具有『可使包含量子點之光源之光高效率地透過』之性質」的紅色顏料分散組成物，有改善之餘地。 [先前技術文獻] [專利文獻]However, the conventional coloring composition cannot be "formable". When quantum dots are used as the backlight, the chromaticity coordinates in the XYZ color system can be realized. There is room for improvement in the red pigment dispersion composition with the properties of "thinning" the coating film and "the light from the light source containing quantum dots can be transmitted efficiently". [Prior Technical Literature] [Patent Literature]
[專利文獻1]日本特開2014-178676號公報 [專利文獻2]日本特表2013-539598號公報[Patent Document 1] JP 2014-178676 A [Patent Document 2] JP 2013-539598 A
[發明所欲解決之課題][The problem to be solved by the invention]
本發明鑒於上述課題，其目的在於提供一種可形成塗膜之濾色器用紅色顏料分散組成物，該塗膜於使用量子點作為背光源之情形時，即便為薄膜，亦可實現優異之顏色再現性。 [解決課題之技術手段]In view of the above-mentioned problems, the purpose of the present invention is to provide a red pigment dispersion composition for color filters that can form a coating film, which can achieve excellent color reproduction even if it is a thin film when quantum dots are used as a backlight. sex. [Technical means to solve the problem]
本發明之濾色器用紅色顏料分散組成物在使用CIE1931表色系統中之C光源作為發光元件所測得之XYZ表色系統中之色度（x,y）值為x＝0.6700～0.6900且y＝0.3100～0.3300的色度範圍內形成塗膜時，膜厚為3 μm以下，且將上述塗膜於波長a nm之透射率設為T（a）時，（T（630）－T（600））/（T（600）－T（590））為1.9以上。The chromaticity (x, y) value of the red pigment dispersion composition for the color filter of the present invention in the XYZ color system measured by using the C light source in the CIE1931 color system as the light-emitting element is x = 0.6700 ~ 0.6900 and y = When the coating film is formed in the chromaticity range of 0.3100～0.3300, the film thickness is 3 μm or less, and the transmittance of the coating film at wavelength a nm is set to T(a), (T(630)－T(600) ))/(T(600)－T(590)) is 1.9 or more.
本發明之濾色器用紅色顏料分散組成物較佳為以質量比（C.I.顏料紅179之質量/C.I.顏料黃139之質量）95/5～40/60含有C.I.顏料紅179及C.I.顏料黃139。 又，較佳為相對於上述C.I.顏料紅179與上述C.I.顏料黃139之合計質量，以5～50質量%含有C.I.顏料紫29。 又，較佳為含有顏料分散劑、顏料分散助劑、鹼溶性樹脂及有機溶劑。 又，上述顏料分散劑較佳為含鹼性基之高分子顏料分散劑。 又，上述含鹼性基之高分子顏料分散劑較佳為含有氮原子之丙烯酸系嵌段共聚物。 又，上述顏料分散助劑較佳為含磺酸基之顏料分散助劑。 又，本發明之濾色器用紅色顏料分散組成物較佳為用於具備包含量子點之光源之影像顯示裝置之濾色器。 以下，對本發明之濾色器用紅色顏料分散組成物進行詳細說明。The red pigment dispersion composition for color filters of the present invention preferably contains C.I. Pigment Red 179 and C.I. Pigment Yellow 139 in a mass ratio (mass of C.I. Pigment Red 179/mass of C.I. Pigment Yellow 139) 95/5 to 40/60. Moreover, it is preferable to contain C.I. Pigment Violet 29 in 5-50 mass% with respect to the total mass of the said C.I. Pigment Red 179 and the said C.I. Pigment Yellow 139. Furthermore, it is preferable to contain a pigment dispersant, a pigment dispersion aid, an alkali-soluble resin, and an organic solvent. In addition, the above-mentioned pigment dispersant is preferably a polymer pigment dispersant containing a basic group. In addition, the above-mentioned basic group-containing polymer pigment dispersant is preferably an acrylic block copolymer containing a nitrogen atom. Moreover, it is preferable that the said pigment dispersion auxiliary agent is a sulfonic acid group-containing pigment dispersion auxiliary agent. Furthermore, the red pigment dispersion composition for a color filter of the present invention is preferably a color filter used in an image display device provided with a light source including quantum dots. Hereinafter, the red pigment dispersion composition for color filters of the present invention will be described in detail.
＜濾色器用紅色顏料分散組成物＞ 本發明之濾色器用紅色顏料分散組成物在使用CIE1931表色系統中之C光源作為發光元件所測得之XYZ表色系統中之色度（x,y）值為x＝0.6700～0.6900且y＝0.3100～0.3300的色度範圍內形成塗膜時，膜厚為3 μm以下，且將上述塗膜於波長a nm之透射率設為T（a）時，（T（630）－T（600））/（T（600）－T（590））為1.9以上。<Red pigment dispersion composition for color filters> The chromaticity (x, y) value of the red pigment dispersion composition for the color filter of the present invention in the XYZ color system measured by using the C light source in the CIE1931 color system as the light-emitting element is x = 0.6700 ~ 0.6900 and y = When the coating film is formed in the chromaticity range of 0.3100～0.3300, the film thickness is 3 μm or less, and the transmittance of the coating film at wavelength a nm is set to T(a), (T(630)－T(600) ))/(T(600)－T(590)) is 1.9 or more.
此處，上述XYZ表色系統中之色度（x,y）值意指使用CIE1931XYZ表色系統中之C光源測得之色度值。Here, the chromaticity (x, y) value in the XYZ color system mentioned above means the chromaticity value measured using the C light source in the CIE1931XYZ color system.
本發明之濾色器用紅色顏料分散組成物在使用CIE1931表色系統中之C光源作為發光元件所測得之XYZ表色系統中之色度（x,y）值為x＝0.6700～0.6900且y＝0.3100～0.3300的色度範圍內形成塗膜時，膜厚為3 μm以下。 藉由具有此種膜厚，可獲得具有優異之顏色表現性之濾色器。The chromaticity (x, y) value of the red pigment dispersion composition for the color filter of the present invention in the XYZ color system measured by using the C light source in the CIE1931 color system as the light-emitting element is x = 0.6700 ~ 0.6900 and y =0. When the coating film is formed in the chromaticity range of 0.3100 to 0.3300, the film thickness is 3 μm or less. By having such a film thickness, a color filter with excellent color expression can be obtained.
本發明之濾色器用紅色顏料分散組成物使用CIE1931表色系統中之C光源作為發光元件所測得之XYZ表色系統中之色度（x,y）值處於x＝0.6700～0.6900且y＝0.3100～0.3300的範圍內，於該色度範圍內形成塗膜時，將於波長a nm之透射率設為T（a）時，（T（630）－T（600））/（T（600）－T（590））為1.9以上。 藉由具有此種透射率，可獲得具有優異之顏色表現性之濾色器。 上述（T（630）－T（600））/（T（600）－T（590））較佳為2.0以上。 再者，關於透射率之測定方法，可藉由分光光度計（島津製作所公司製造之UV-2500PC，C光源2°視野）進行測定。The red pigment dispersion composition for the color filter of the present invention uses the C light source in the CIE1931 color system as the light-emitting element. The chromaticity (x, y) value in the XYZ color system is x = 0.6700 ~ 0.6900 and y = In the range of 0.3100～0.3300, when the coating film is formed in this chromaticity range, when the transmittance of wavelength a nm is set to T(a), (T(630)－T(600))/(T(600) )-T (590)) is 1.9 or more. By having such a transmittance, a color filter with excellent color expression can be obtained. The above-mentioned (T(630)-T(600))/(T(600)-T(590)) is preferably 2.0 or more. In addition, the transmittance measurement method can be measured with a spectrophotometer (UV-2500PC manufactured by Shimadzu Corporation, C light source 2° field of view).
（顏料） 本發明之濾色器用紅色顏料分散組成物較佳為以質量比（C.I.顏料紅179之質量/C.I.顏料黃139之質量）95/5～40/60含有C.I.顏料紅179及C.I.顏料黃139。 藉由以特定質量比含有C.I.顏料紅179及C.I.顏料黃139，可將上述特定色度座標時之膜厚適宜控制為3 μm以下。(pigment) The red pigment dispersion composition for color filters of the present invention preferably contains C.I. Pigment Red 179 and C.I. Pigment Yellow 139 in a mass ratio (mass of C.I. Pigment Red 179/mass of C.I. Pigment Yellow 139) 95/5 to 40/60. By containing C.I. Pigment Red 179 and C.I. Pigment Yellow 139 in a specific mass ratio, the film thickness at the above specific chromaticity coordinates can be suitably controlled to be 3 μm or less.
本發明之濾色器用紅色顏料分散組成物較佳為相對於上述C.I.顏料紅179與上述C.I.顏料黃139之合計質量，以5～50質量%含有C.I.顏料紫29。 藉由含有特定量之C.I.顏料紫29，可將上述特定色度座標時之膜厚更適宜控制為3 μm以下。The red pigment dispersion composition for color filters of the present invention preferably contains C.I. Pigment Violet 29 at 5-50% by mass relative to the total mass of C.I. Pigment Red 179 and C.I. Pigment Yellow 139. By containing a specific amount of C.I. Pigment Violet 29, the film thickness at the above-mentioned specific chromaticity coordinates can be more appropriately controlled to be 3 μm or less.
本發明之濾色器用紅色顏料分散組成物可於不損及本發明之作用效果之範圍內含有以往之紅色顏料分散組成物所使用之紅色顏料、橙色顏料及黃色顏料。 作為此種顏料，可例舉C.I.顏料紅177、C.I.顏料紅254、C.I.顏料紅291等。The red pigment dispersion composition for a color filter of the present invention can contain the red pigment, orange pigment, and yellow pigment used in the conventional red pigment dispersion composition within a range that does not impair the effects of the present invention. As such a pigment, C.I. Pigment Red 177, C.I. Pigment Red 254, C.I. Pigment Red 291, and the like can be mentioned.
（顏料分散劑） 本發明之濾色器用紅色顏料分散組成物較佳為含有顏料分散劑、顏料分散助劑、鹼溶性樹脂及有機溶劑。 首先，對顏料分散劑進行說明。(Pigment Dispersant) The red pigment dispersion composition for color filters of the present invention preferably contains a pigment dispersant, a pigment dispersion aid, an alkali-soluble resin and an organic solvent. First, the pigment dispersant will be described.
作為上述顏料分散劑，可使用以往於濾色器領域所使用之具有鹼性基之高分子顏料分散劑。As the above-mentioned pigment dispersant, a polymer pigment dispersant having a basic group conventionally used in the field of color filters can be used.
作為上述具有鹼性基之高分子顏料分散劑，例如可例舉如下化合物。 （1）多胺化合物（例如聚烯丙胺、聚乙烯胺、聚乙烯聚亞胺等聚（低級）伸烷基胺等）之胺基及/或亞胺基與選自由具有游離羧基之聚酯、聚醯胺及聚酯醯胺所組成之群中之至少1種的反應產物。 （2）分子內具有至少1個選自由聚酯側鏈、聚醚側鏈及聚丙烯酸側鏈所組成之群中之至少1種側鏈及至少1個含鹼性氮之基的碳二醯亞胺系化合物。 （3）聚（低級）伸烷基亞胺、甲基亞胺基雙丙基胺等低分子胺基化合物與具有游離羧基之聚酯的反應產物。 （4）使甲氧基聚乙二醇等醇類或己內酯聚酯等具有1個羥基之聚酯類、具有2～3個異氰酸基反應性官能基之化合物、具有異氰酸基反應性官能基及三級胺基之脂肪族或雜環式烴化合物依次與聚異氰酸酯化合物之異氰酸基反應而成的反應產物。 （5）使聚異氰酸酯化合物及具有胺基之烴化合物與具有醇性羥基之丙烯酸酯之聚合物反應而成的反應產物。 （6）對低分子胺基化合物加成聚醚鏈而成之反應產物。 （7）使具有胺基之化合物與具有異氰酸基之化合物反應而成之反應產物。 （8）使具有游離羧基之線性聚合物及具有1個二級胺基之有機胺化合物與多環氧化合物反應而成的反應產物。 （9）單末端具有可與胺基反應之官能基之聚碳酸酯化合物與多胺化合物的反應產物。 （10）「選自甲基丙烯酸甲酯、甲基丙烯酸乙酯、甲基丙烯酸丙酯、甲基丙烯酸丁酯、甲基丙烯酸硬脂酯、甲基丙烯酸苄酯、丙烯酸甲酯、丙烯酸乙酯、丙烯酸丙酯、丙烯酸丁酯、丙烯酸硬脂酯、丙烯酸苄酯等甲基丙烯酸酯或丙烯酸酯之至少1種」、「丙烯醯胺、甲基丙烯醯胺、N-羥甲基醯胺、乙烯基咪唑、乙烯基吡啶、具有胺基及聚己內酯骨架之單體等含鹼性基之聚合性單體之至少1種」、與「苯乙烯、苯乙烯衍生物、其他聚合性單體之至少1種」的共聚物。 （11）由具有三級胺基、四級銨鹽基等鹼性基之嵌段及不具有鹼性官能基之嵌段所構成之含有氮原子的丙烯酸系嵌段共聚物等。 （12）使聚碳酸酯化合物與聚烯丙胺進行麥可加成反應所獲得之顏料分散劑。 （13）具有至少1個聚丁二烯鏈及至少1個含鹼性氮之基的碳二醯亞胺系化合物。 （14）分子內具有至少1個具有醯胺基之側鏈及至少1個含鹼性氮之基的碳二醯亞胺系化合物。 （15）含有具有氧化乙烯鏈及氧化丙烯鏈之構成單元，且具有經四級化劑四級化之胺基的聚胺酯系化合物。 （16）一種使「分子內具有三聚異氰酸酯環之異氰酸酯化合物之異氰酸基」與「分子內具有活性氫基且具有咔唑環及/或偶氮苯骨架之化合物之活性氫基」反應而獲得之化合物，且於該化合物之分子內，相對於源自具有三聚異氰酸酯環之異氰酸酯化合物之異氰酸基與藉由異氰酸基與活性氫基之反應所產生之胺酯（urethane）鍵及脲鍵的合計，咔唑環及偶氮苯骨架之數量為15～85%。 上述顏料分散劑可使用1種或併用2種以上使用。As the polymer pigment dispersant having a basic group, for example, the following compounds may be mentioned. (1) Amine groups and/or imine groups of polyamine compounds (for example, poly(lower) alkylene amines such as polyallylamine, polyvinylamine, polyethylene polyimine, etc.) and selected from polyesters with free carboxyl groups , A reaction product of at least one of the group consisting of polyamide and polyester amide. (2) A carbodiacide having at least one side chain selected from the group consisting of polyester side chains, polyether side chains and polyacrylic acid side chains and at least one basic nitrogen-containing group in the molecule Imine compounds. (3) The reaction product of a low-molecular-weight amine compound such as poly(lower) alkyleneimines, methyliminobispropylamine, and polyesters with free carboxyl groups. (4) Alcohols such as methoxy polyethylene glycol or polyesters with one hydroxyl group such as caprolactone polyester, compounds having 2 to 3 isocyanate-reactive functional groups, and isocyanate The reaction product formed by the reaction of an aliphatic or heterocyclic hydrocarbon compound of a reactive functional group and a tertiary amine group with the isocyanate group of a polyisocyanate compound in sequence. (5) A reaction product formed by reacting a polyisocyanate compound and a hydrocarbon compound having an amine group with an acrylate polymer having an alcoholic hydroxyl group. (6) The reaction product formed by adding polyether chains to low-molecular-weight amine-based compounds. (7) A reaction product formed by reacting a compound having an amine group with a compound having an isocyanate group. (8) The reaction product formed by reacting a linear polymer with a free carboxyl group and an organic amine compound with a secondary amine group with a polyepoxy compound. (9) The reaction product of a polycarbonate compound and a polyamine compound having a functional group that can react with an amine group at one end. (10) "Selected from methyl methacrylate, ethyl methacrylate, propyl methacrylate, butyl methacrylate, stearyl methacrylate, benzyl methacrylate, methyl acrylate, ethyl acrylate , Propyl acrylate, butyl acrylate, stearyl acrylate, benzyl acrylate and other methacrylates or at least one acrylate", "acrylamide, methacrylamide, N-methylolamide, At least one of basic group-containing polymerizable monomers such as vinyl imidazole, vinyl pyridine, monomers having amine groups and polycaprolactone skeletons", and "styrene, styrene derivatives, other polymerizable monomers" At least one kind of "copolymer". (11) A nitrogen-containing acrylic block copolymer composed of blocks having basic groups such as tertiary amine groups and quaternary ammonium salt groups, and blocks having no basic functional groups. (12) A pigment dispersant obtained by the Michael addition reaction of a polycarbonate compound and polyallylamine. (13) A carbodiimide compound having at least one polybutadiene chain and at least one basic nitrogen-containing group. (14) A carbodiimide-based compound having at least one side chain having an amide group and at least one basic nitrogen-containing group in the molecule. (15) Polyurethane compounds containing structural units having an ethylene oxide chain and a propylene oxide chain, and having an amine group quaternized by a quaternizing agent. (16) A reaction between "isocyanate group of isocyanate compound with trimeric isocyanate ring in molecule" and "active hydrogen group of compound with active hydrogen group in molecule and carbazole ring and/or azobenzene skeleton" The obtained compound, and in the molecule of the compound, is relative to the isocyanate group derived from the isocyanate compound having a trimeric isocyanate ring and the urethane group produced by the reaction of the isocyanate group and the active hydrogen group. ) The total number of bonds and urea bonds, the number of carbazole rings and azobenzene skeletons is 15-85%. The above-mentioned pigment dispersants can be used singly or in combination of two or more kinds.
從適宜發揮顏料分散性之觀點來看，上述顏料分散劑較佳為含有氮原子之丙烯酸樹脂系高分子顏料分散劑，更佳為由具有胺基、四級銨鹽基等鹼性基之嵌段及不具有鹼性官能基之嵌段所構成之丙烯酸系嵌段共聚物。 關於上述含有氮原子之丙烯酸樹脂系高分子顏料分散劑，進而較佳為包含由側鏈具有四級銨鹽基及胺基中之至少一者之A嵌段及不具有四級銨鹽基及胺基之B嵌段所構成之A-B嵌段共聚物及B-A-B嵌段共聚物中的至少一者。From the viewpoint of suitable pigment dispersibility, the above-mentioned pigment dispersant is preferably an acrylic resin polymer pigment dispersant containing a nitrogen atom, and more preferably is composed of a basic group such as an amino group and a quaternary ammonium salt group. Acrylic block copolymer composed of blocks and blocks without basic functional groups. Regarding the above-mentioned acrylic resin-based polymer pigment dispersant containing nitrogen atoms, it is more preferable to include an A block having at least one of a quaternary ammonium salt group and an amine group from a side chain, and an A block that does not have a quaternary ammonium salt group and At least one of the AB block copolymer and the BAB block copolymer composed of the B block of the amine group.
於本發明之濾色器用顏料分散組成物中，相對於上述顏料100質量份，顏料分散劑之含量較佳為1～100質量份，更佳為1～60質量份。 若相對於上述顏料100質量份，上述顏料分散劑之含量小於1質量份，則有顏料分散效果降低之情況，另一方面，於相對於上述顏料100質量份，上述顏料分散劑之含量超過100質量份之情形時，有顯影性降低等之虞。In the pigment dispersion composition for color filters of the present invention, the content of the pigment dispersant is preferably 1-100 parts by mass, and more preferably 1-60 parts by mass relative to 100 parts by mass of the above-mentioned pigment. If the content of the pigment dispersant is less than 1 part by mass relative to 100 parts by mass of the pigment, the pigment dispersion effect may be reduced. On the other hand, relative to 100 parts by mass of the pigment, the content of the pigment dispersant exceeds 100 parts by mass. In the case of parts by mass, the developability may decrease.
（顏料分散助劑） 作為上述顏料分散助劑，可使用以往於濾色器領域所使用之顏料分散助劑，但從適宜發揮顏料分散性之觀點來看，較佳為含磺酸基之顏料分散助劑。(Pigment dispersion aid) As the above-mentioned pigment dispersing auxiliary agent, a pigment dispersing auxiliary agent conventionally used in the field of color filters can be used, but from the viewpoint of suitably exhibiting pigment dispersibility, a sulfonic acid group-containing pigment dispersing auxiliary agent is preferred.
作為上述含磺酸基之顏料分散助劑，更佳為具有偶氮基及萘酚骨架之化合物之磺化物。 藉由使上述含磺酸基之顏料分散助劑含有上述具有偶氮基及萘酚骨架之化合物，可適宜提高使用本發明之濾色器用紅色顏料分散組成物所獲得之濾色器之亮度，提高分散性。As the above-mentioned sulfonic acid group-containing pigment dispersing aid, a sulfonate of a compound having an azo group and a naphthol skeleton is more preferable. By making the above-mentioned sulfonic acid group-containing pigment dispersion aid contain the above-mentioned compound having an azo group and a naphthol skeleton, the brightness of the color filter obtained by using the red pigment dispersion composition for color filter of the present invention can be suitably improved. Improve dispersion.
作為上述具有偶氮基及萘酚骨架之化合物，可例舉C.I.顏料紅2、112、188、C.I.顏料棕25等。Examples of the compound having an azo group and a naphthol skeleton include C.I. Pigment Red 2, 112, 188, C.I. Pigment Brown 25, and the like.
上述具有偶氮基及萘酚骨架之化合物之磺化物可藉由使上述具有偶氮基及萘酚骨架之化合物磺化而獲得。 磺化方法並無特別限定，可使用公知之方法。The sulfonate of the compound having an azo group and a naphthol skeleton can be obtained by sulfonating the compound having an azo group and a naphthol skeleton. The sulfonation method is not particularly limited, and a known method can be used.
其中，從更適宜提高使用本發明之濾色器用紅色顏料分散組成物所獲得之濾色器之亮度之觀點來看，較佳為C.I.顏料紅188之磺化物，從適宜提高上述顏料之分散穩定性，進而提高使用本發明之濾色器用紅色顏料分散組成物所獲得之濾色器之對比度之觀點來看，更佳為C.I.顏料紅2之磺化物。Among them, from the viewpoint of more suitably improving the brightness of the color filter obtained by using the red pigment dispersion composition for color filters of the present invention, the sulfonate of CI Pigment Red 188 is preferred, since it is suitable for improving the dispersion stability of the above-mentioned pigment From the viewpoint of improving the contrast of the color filter obtained by using the red pigment dispersion composition for color filter of the present invention, the sulfonate of CI Pigment Red 2 is more preferable.
上述顏料分散助劑可使用1種或併用2種以上使用。The above-mentioned pigment dispersion aids can be used singly or in combination of two or more kinds.
作為上述顏料分散助劑之含量，以濾色器用紅色顏料分散組成物之總質量為基準，較佳為0.1～5質量%，更佳為0.5～3質量%。The content of the above-mentioned pigment dispersion auxiliary agent is based on the total mass of the red pigment dispersion composition for color filters, and is preferably 0.1 to 5% by mass, more preferably 0.5 to 3% by mass.
（鹼溶性樹脂） 上述鹼溶性樹脂並無特別限定，可使用以往所使用者，較佳為對上述顏料發揮黏合劑之作用，且於製造濾色器時對其顯影處理步驟中所使用之顯影液（較佳為鹼性顯影液）具有可溶性者。(Alkali-soluble resin) The alkali-soluble resin is not particularly limited, and it can be used conventionally. It is preferable to act as a binder for the pigment and the developer used in the development process of the color filter (preferably Alkaline developer) is soluble.
作為上述鹼溶性樹脂，可為無規共聚物，亦可為嵌段共聚物。 上述鹼溶性樹脂中，較佳為具有羧基者，尤其更佳為由具有1個以上之羧基之乙烯性不飽和單體及其他可共聚之乙烯性不飽和單體所構成之共聚物。The alkali-soluble resin may be a random copolymer or a block copolymer. Among the above-mentioned alkali-soluble resins, those having a carboxyl group are preferred, and a copolymer composed of an ethylenically unsaturated monomer having one or more carboxyl groups and other copolymerizable ethylenically unsaturated monomers is more preferred.
作為上述鹼溶性樹脂，具體而言，可例舉：「丙烯酸、甲基丙烯酸等具有羧基之乙烯性不飽和單體」與「選自可與具有羧基之乙烯性不飽和單體共聚之苯乙烯、丙烯酸2-羥基乙酯、甲基丙烯酸2-羥基乙酯、丙烯酸烯丙酯、甲基丙烯酸烯丙酯、丙烯酸苄酯、甲基丙烯酸苄酯、丙烯酸環己酯、甲基丙烯酸環己酯、單丙烯酸甘油酯、甲基丙烯酸甘油酯、N-苯基順丁烯二醯亞胺、聚苯乙烯巨單體、聚甲基丙烯酸甲酯巨單體、卡多環氧二丙烯酸酯（cardoepoxy diacrylate）等單體、低聚物類之群之至少1種乙烯性不飽和單體」的共聚物。 但是，較理想為不使用N-乙烯基吡咯啶酮、含硫元素之單體。又，上述鹼溶性樹脂可具有光聚合性官能基。Specific examples of the alkali-soluble resin include: "ethylenically unsaturated monomers having carboxyl groups such as acrylic acid and methacrylic acid" and "selected from styrene that can be copolymerized with ethylenically unsaturated monomers having carboxyl groups. , 2-hydroxyethyl acrylate, 2-hydroxyethyl methacrylate, allyl acrylate, allyl methacrylate, benzyl acrylate, benzyl methacrylate, cyclohexyl acrylate, cyclohexyl methacrylate , Glycerol monoacrylate, glycerol methacrylate, N-phenyl maleimide, polystyrene macromonomer, polymethyl methacrylate macromonomer, cardoepoxy diacrylate (cardoepoxy diacrylate) and other monomers, oligomers and at least one type of ethylenically unsaturated monomer" copolymer. However, it is more desirable not to use N-vinylpyrrolidone and sulfur-containing monomers. In addition, the alkali-soluble resin may have a photopolymerizable functional group.
作為上述鹼溶性樹脂之酸值，就顯影特性之方面而言，較佳為5～250 mgKOH/g，更佳為10～200 mgKOH/g，進而較佳為60～150 mgKOH/g。 再者，於本發明中，上述酸值為理論酸值，係基於具有羧基之乙烯性不飽和單體及其含量以算術方式求出之值。The acid value of the alkali-soluble resin is preferably 5 to 250 mgKOH/g, more preferably 10 to 200 mgKOH/g, and still more preferably 60 to 150 mgKOH/g in terms of development characteristics. Furthermore, in the present invention, the above-mentioned acid value is a theoretical acid value, which is a value calculated arithmetic based on the ethylenically unsaturated monomer having a carboxyl group and its content.
就顯影特性或於有機溶劑中之溶解性之方面而言，上述鹼溶性樹脂之重量平均分子量通常較佳為1,000～100,000，更佳為3,000～50,000，進而較佳為7,000～20,000。 再者，於本說明書中，上述鹼溶性樹脂之重量平均分子量係基於GPC所獲得之聚苯乙烯換算之重量平均分子量。又，可使用Water2690（沃特斯公司製造）作為裝置，使用PLgel 5 μm MIXED-D（Agilent Technologies公司製造）作為管柱進行測定。In terms of development characteristics or solubility in organic solvents, the weight average molecular weight of the alkali-soluble resin is generally preferably 1,000 to 100,000, more preferably 3,000 to 50,000, and still more preferably 7,000 to 20,000. Furthermore, in this specification, the weight average molecular weight of the alkali-soluble resin is based on the weight average molecular weight obtained by GPC in terms of polystyrene. In addition, it is possible to use Water2690 (manufactured by Waters Corporation) as a device and PLgel 5 μm MIXED-D (manufactured by Agilent Technologies) as a column for measurement.
相對於上述顏料100質量份，上述鹼溶性樹脂之含量較佳為1～200質量份，更佳為10～150質量份。 若相對於上述顏料100質量份，上述鹼溶性樹脂之含量未達1質量份，有顯影特性降低之虞。另一方面，若相對於上述顏料100質量份，上述鹼溶性樹脂之含量超過200質量份，則有著色劑濃度相對降低，故而薄膜難以達成目標顏色濃度之虞。The content of the alkali-soluble resin is preferably 1 to 200 parts by mass, and more preferably 10 to 150 parts by mass relative to 100 parts by mass of the pigment. If the content of the alkali-soluble resin is less than 1 part by mass with respect to 100 parts by mass of the pigment, the development characteristics may be reduced. On the other hand, if the content of the alkali-soluble resin exceeds 200 parts by mass relative to 100 parts by mass of the pigment, the colorant concentration may be relatively lowered, and therefore, the film may be difficult to achieve the target color concentration.
關於上述鹼溶性樹脂，較佳為一級、二級及三級胺基均不含，進而亦不含四級銨基。 更佳為進而不具有鹼性基。Regarding the above-mentioned alkali-soluble resin, it is preferable that none of the primary, secondary, and tertiary amine groups are contained, and furthermore, the quaternary ammonium group is not contained. More preferably, it does not have a basic group.
（其他樹脂） 本發明之濾色器用紅色顏料分散組成物可含有其他樹脂。 作為上述其他樹脂，較佳為使用於可見光區域之400～700 nm之全波長區域中透射率更高之樹脂。 作為此種樹脂，可使用熱固性樹脂、熱塑性樹脂、上述以外之鹼溶性樹脂，又，可使用下述光聚合性化合物。(Other resins) The red pigment dispersion composition for color filters of the present invention may contain other resins. As the above-mentioned other resin, it is preferable to use a resin having a higher transmittance in the entire wavelength range of 400 to 700 nm in the visible light region. As such resins, thermosetting resins, thermoplastic resins, and alkali-soluble resins other than the above can be used, and the following photopolymerizable compounds can be used.
關於上述其他樹脂，相對於濾色器用紅色顏料分散組成物之總固形物成分，以質量分率計，所使用之其他樹脂之合計量較佳為5～94質量%，更佳為20～50質量%。Regarding the above-mentioned other resins, the total amount of other resins used is preferably 5 to 94% by mass, and more preferably 20 to 50 in terms of mass fraction with respect to the total solid content of the red pigment dispersion composition for color filters. quality%.
作為上述熱固性樹脂或熱塑性樹脂，例如可例舉：丁醛樹脂、苯乙烯-馬來酸共聚物、氯化聚乙烯、氯化聚丙烯、聚氯乙烯、氯乙烯-乙酸乙烯酯共聚物、聚乙酸乙烯酯、聚胺酯系樹脂、酚樹脂、聚酯樹脂、丙烯酸系樹脂、醇酸樹脂、苯乙烯樹脂、聚醯胺樹脂、橡膠系樹脂、環化橡膠、環氧樹脂、纖維素類、聚丁二烯、聚醯亞胺樹脂、苯并胍胺（benzoguanamine）樹脂、三聚氰胺樹脂、脲樹脂等。 再者，亦可視需要摻合下述濾色器用顏料分散抗蝕劑組成物中所記載之光聚合性樹脂。As the above-mentioned thermosetting resin or thermoplastic resin, for example, butyral resin, styrene-maleic acid copolymer, chlorinated polyethylene, chlorinated polypropylene, polyvinyl chloride, vinyl chloride-vinyl acetate copolymer, poly Vinyl acetate, polyurethane resin, phenol resin, polyester resin, acrylic resin, alkyd resin, styrene resin, polyamide resin, rubber resin, cyclized rubber, epoxy resin, cellulose, polybutylene Diene, polyimide resin, benzoguanamine resin, melamine resin, urea resin, etc. Furthermore, the photopolymerizable resin described in the pigment dispersion resist composition for color filters described below may be blended as necessary.
（有機溶劑） 作為上述有機溶劑，適宜使用以往於液晶濾色器抗蝕劑領域所使用之有機溶劑。(Organic solvents) As the above-mentioned organic solvent, organic solvents conventionally used in the field of liquid crystal color filter resists are suitably used.
作為上述有機溶劑，具體而言，為於常壓（1.013×102 kPa）之沸點為100～220℃之酯系有機溶劑、醚系有機溶劑、醚酯系有機溶劑、酮系有機溶劑、芳香族烴系有機溶劑、含氮系有機溶劑等。 若作為上述有機溶劑，大量含有沸點超過220℃之有機溶劑，則對塗佈濾色器用紅色顏料分散組成物或下述濾色器用紅色顏料分散抗蝕劑組成物而成之塗膜進行預烘烤時，存在有機溶劑未充分蒸發而殘存於乾燥塗膜內，乾燥塗膜之耐熱性降低之虞。 又，若作為上述有機溶劑，大量含有沸點未達100℃之有機溶劑，則有難以均勻塗佈，無法獲得表面平滑性優異之塗膜之虞。As the above-mentioned organic solvents, specifically, ester-based organic solvents, ether-based organic solvents, ether-ester-based organic solvents, ketone-based organic solvents, aromatics having a boiling point of 100 to 220°C at normal pressure (1.013×10 2 kPa) Group hydrocarbon-based organic solvents, nitrogen-containing organic solvents, etc. If the above-mentioned organic solvent contains a large amount of an organic solvent with a boiling point exceeding 220°C, pre-baking the coating film made of the red pigment dispersion composition for coating color filters or the following red pigment dispersion resist composition for color filters During baking, the organic solvent may not fully evaporate and remain in the dried coating film, and the heat resistance of the dried coating film may decrease. In addition, if a large amount of organic solvents having a boiling point of less than 100°C are contained as the above-mentioned organic solvent, uniform coating may be difficult, and a coating film having excellent surface smoothness may not be obtained.
作為上述有機溶劑，具體而言，可例示：乙二醇單甲醚、乙二醇單乙醚、乙二醇單異丙醚、乙二醇單丁醚、二乙二醇單甲醚、二乙二醇單乙醚、丙二醇單甲醚、丙二醇單乙醚、丙二醇單丁醚、二乙二醇二乙醚、二乙二醇二甲醚、二乙二醇甲基乙基醚等醚系有機溶劑；乙二醇單甲醚乙酸酯、乙二醇單乙醚乙酸酯、乙二醇單丁醚乙酸酯、丙二醇單甲醚乙酸酯、丙二醇單乙醚乙酸酯等醚酯系有機溶劑；甲基異丁基酮、環己酮、2-庚酮、δ-丁內酯等酮系有機溶劑；2-羥基丙酸甲酯、2-羥基丙酸乙酯、2-羥基-2-甲基丙酸乙酯、丙酸3-甲基-3-甲氧基丁酯、3-甲氧基丙酸甲酯、3-甲氧基丙酸乙酯、3-乙氧基丙酸甲酯、3-乙氧基丙酸乙酯、乙氧基乙酸乙酯、羥基乙酸乙酯、甲酸正戊酯等酯系有機溶劑；甲醇、乙醇、異丙醇、丁醇、二丙酮醇等醇系溶劑；N-甲基吡咯啶酮、N,N-二甲基甲醯胺、N,N-二甲基乙醯胺等含氮系有機溶劑等。 該等可單獨使用或混合2種以上使用。As the above-mentioned organic solvent, specifically, exemplified are ethylene glycol monomethyl ether, ethylene glycol monoethyl ether, ethylene glycol monoisopropyl ether, ethylene glycol monobutyl ether, diethylene glycol monomethyl ether, diethyl Ether-based organic solvents such as glycol monoethyl ether, propylene glycol monomethyl ether, propylene glycol monoethyl ether, propylene glycol monobutyl ether, diethylene glycol diethyl ether, diethylene glycol dimethyl ether, and diethylene glycol methyl ethyl ether; Glycol monomethyl ether acetate, ethylene glycol monoethyl ether acetate, ethylene glycol monobutyl ether acetate, propylene glycol monomethyl ether acetate, propylene glycol monoethyl ether acetate and other ether ester organic solvents; Ketone-based organic solvents such as methyl isobutyl ketone, cyclohexanone, 2-heptanone, and δ-butyrolactone; methyl 2-hydroxypropionate, ethyl 2-hydroxypropionate, 2-hydroxy-2-methyl Ethyl propionate, 3-methyl-3-methoxybutyl propionate, methyl 3-methoxypropionate, ethyl 3-methoxypropionate, methyl 3-ethoxypropionate, Ester-based organic solvents such as ethyl 3-ethoxypropionate, ethyl ethoxyacetate, ethyl hydroxyacetate, n-pentyl formate; alcoholic solvents such as methanol, ethanol, isopropanol, butanol, diacetone alcohol, etc. ; N-methylpyrrolidone, N,N-dimethylformamide, N,N-dimethylacetamide and other nitrogen-containing organic solvents. These can be used individually or in mixture of 2 or more types.
上述有機溶劑中，就溶解性、分散性、塗佈性等方面而言，較佳為二乙二醇二甲醚、二乙二醇甲基乙基醚、乙二醇單甲醚乙酸酯、丙二醇單甲醚乙酸酯、丙二醇單乙醚乙酸酯、環己酮、2-庚酮、2-羥基丙酸乙酯、丙酸3-甲基-3-甲氧基丁酯、3-甲氧基丙酸乙酯、3-乙氧基丙酸甲酯、甲酸正戊酯等，更佳為丙二醇單甲醚乙酸酯。Among the above-mentioned organic solvents, diethylene glycol dimethyl ether, diethylene glycol methyl ethyl ether, and ethylene glycol monomethyl ether acetate are preferred in terms of solubility, dispersibility, and coating properties. , Propylene glycol monomethyl ether acetate, propylene glycol monoethyl ether acetate, cyclohexanone, 2-heptanone, ethyl 2-hydroxypropionate, 3-methyl-3-methoxybutyl propionate, 3- Ethyl methoxypropionate, methyl 3-ethoxypropionate, n-pentyl formate, etc., more preferably propylene glycol monomethyl ether acetate.
從使上述鹼溶性樹脂之溶解性、顏料分散性、塗佈性等良好之觀點來看，以濾色器用紅色顏料分散組成物之總質量為基準，上述有機溶劑之含量較佳為30～80質量%，更佳為35～75質量%。From the viewpoint of improving the solubility, pigment dispersibility, coating properties, etc. of the alkali-soluble resin, based on the total mass of the red pigment dispersion composition for color filters, the content of the organic solvent is preferably 30 to 80 % By mass, more preferably 35 to 75% by mass.
（濾色器用紅色顏料分散組成物之製造方法） 關於本發明之濾色器用紅色顏料分散組成物之製造方法，可藉由添加上述各種成分，進行混合及碾磨而獲得本發明之濾色器用紅色顏料分散組成物。 關於上述各種成分之添加方法，例如可於製作複數種含有1種顏料之顏料分散液後，將所製作之顏料分散液彼此混合而製作濾色器用紅色顏料分散組成物。(Manufacturing method of red pigment dispersion composition for color filter) Regarding the manufacturing method of the red pigment dispersion composition for color filters of the present invention, the red pigment dispersion composition for color filters of the present invention can be obtained by adding the above-mentioned various components, mixing and milling. Regarding the method of adding the various components, for example, after preparing a plurality of pigment dispersions containing one type of pigment, the prepared pigment dispersions are mixed with each other to prepare a red pigment dispersion composition for color filters.
本發明之濾色器用紅色顏料分散組成物較佳為用於具備包含量子點之光源之影像顯示裝置之濾色器。The red pigment dispersion composition for a color filter of the present invention is preferably a color filter used in an image display device provided with a light source containing quantum dots.
作為上述量子點，例如可使用日本特表2013-539598號公報所揭示之量子點。As the above-mentioned quantum dot, for example, the quantum dot disclosed in JP 2013-539598 A can be used.
＜濾色器用紅色顏料分散抗蝕劑組成物＞ 上述濾色器用紅色顏料分散抗蝕劑組成物可藉由如下方式獲得，即，除了上述本發明之濾色器用紅色顏料分散組成物之外，再添加鹼溶性樹脂、光聚合性化合物、光聚合起始劑、有機溶劑及視需要使用之添加劑等。<Red pigment dispersion resist composition for color filters> The above-mentioned red pigment dispersion resist composition for color filters can be obtained by adding alkali-soluble resin, photopolymerizable compound, and photopolymerization in addition to the above-mentioned red pigment dispersion composition for color filters of the present invention. Starter, organic solvent, and additives as needed.
（濾色器用紅色顏料分散組成物） 上述濾色器用紅色顏料分散抗蝕劑組成物含有上述本發明之濾色器用紅色顏料分散組成物。 以本發明之濾色器用紅色顏料分散抗蝕劑組成物之總質量為基準，上述濾色器用紅色顏料分散組成物之含量較佳為30～80質量%，更佳為40～75質量%。(Red pigment dispersion composition for color filter) The red pigment dispersion resist composition for color filters contains the red pigment dispersion composition for color filters of the present invention. Based on the total mass of the red pigment dispersion resist composition for color filters of the present invention, the content of the red pigment dispersion composition for color filters is preferably 30 to 80% by mass, more preferably 40 to 75% by mass.
（鹼溶性樹脂） 作為上述鹼溶性樹脂，可適當選擇使用上述本發明之濾色器用紅色顏料分散組成物中所記載之鹼溶性樹脂。(Alkali-soluble resin) As the alkali-soluble resin, the alkali-soluble resin described in the red pigment dispersion composition for color filters of the present invention can be appropriately selected and used.
以本發明之濾色器用紅色顏料分散抗蝕劑組成物之總質量為基準，上述鹼溶性樹脂之含量較佳為1～35質量%，更佳為3～30質量%。Based on the total mass of the red pigment dispersion resist composition for color filters of the present invention, the content of the alkali-soluble resin is preferably 1 to 35% by mass, more preferably 3 to 30% by mass.
（光聚合性化合物） 作為上述光聚合性化合物，可例舉於分子內具有1個以上之光聚合性不飽和鍵之單體、低聚物等。光聚合性不飽和鍵係藉由下述光聚合起始劑因紫外線或電子束等活性能量線而分解時所產生之自由基或陽離子之作用可聚合的不飽和鍵。(Photopolymerizable compound) Examples of the photopolymerizable compound include monomers and oligomers having one or more photopolymerizable unsaturated bonds in the molecule. The photopolymerizable unsaturated bond is an unsaturated bond that can be polymerized by the action of radicals or cations generated when the following photopolymerization initiator is decomposed by active energy rays such as ultraviolet rays or electron beams.
作為於分子內具有1個上述光聚合性不飽和鍵之單體，可例示：(甲基)丙烯酸甲酯、(甲基)丙烯酸丁酯、甲基丙烯酸2-乙基己酯、丙烯酸甲酯、丙烯酸丁酯、丙烯酸2-乙基己酯等甲基丙烯酸烷基酯或丙烯酸烷基酯；甲基丙烯酸苄酯、丙烯酸苄酯等甲基丙烯酸芳烷基酯或丙烯酸芳烷基酯；甲基丙烯酸丁氧基乙酯、丙烯酸丁氧基乙酯等甲基丙烯酸烷氧基烷基酯或丙烯酸烷氧基烷基酯；甲基丙烯酸N,N-二甲基胺基乙酯、丙烯酸N,N-二甲基胺基乙酯等甲基丙烯酸胺基烷基酯或丙烯酸胺基烷基酯；二乙二醇乙醚、三乙二醇丁醚、二丙二醇甲醚等聚伸烷基二醇烷基醚之甲基丙烯酸酯或丙烯酸酯；六乙二醇苯醚等聚伸烷基二醇芳基醚之甲基丙烯酸酯或丙烯酸酯；甲基丙烯酸異莰酯或丙烯酸異莰酯；甲基丙烯酸甘油酯或丙烯酸甘油酯；甲基丙烯酸2-羥基乙酯或丙烯酸2-羥基乙酯等。 於本說明書中，(甲基)丙烯酸酯意指丙烯酸酯及甲基丙烯酸酯。Examples of monomers having one photopolymerizable unsaturated bond in the molecule include: methyl (meth)acrylate, butyl (meth)acrylate, 2-ethylhexyl methacrylate, and methyl acrylate , Alkyl methacrylate or alkyl acrylate such as butyl acrylate and 2-ethylhexyl acrylate; Aralkyl methacrylate or aralkyl acrylate such as benzyl methacrylate and benzyl acrylate; Butoxyethyl acrylate, butoxyethyl acrylate and other alkoxyalkyl methacrylate or alkoxyalkyl acrylate; N,N-dimethylaminoethyl methacrylate, N acrylate , N-dimethylamino ethyl ester and other amino alkyl methacrylate or amino alkyl acrylate; diethylene glycol ethyl ether, triethylene glycol butyl ether, dipropylene glycol methyl ether and other polyalkylene di Methacrylate or acrylate of alcohol alkyl ether; Methacrylate or acrylate of polyalkylene glycol aryl ether such as hexaethylene glycol phenyl ether; Isobornyl methacrylate or isobornyl acrylate; Glycerol methacrylate or glycerol acrylate; 2-hydroxyethyl methacrylate or 2-hydroxyethyl acrylate, etc. In this specification, (meth)acrylate means acrylate and methacrylate.
作為於分子內具有2個以上之上述光聚合性不飽和鍵之單體，可例舉：雙酚A二甲基丙烯酸酯、1,4-丁二醇二甲基丙烯酸酯、1,3-丁二醇二甲基丙烯酸酯、二乙二醇二甲基丙烯酸酯、二甲基丙烯酸甘油酯、新戊二醇二甲基丙烯酸酯、聚乙二醇二甲基丙烯酸酯、聚丙二醇二甲基丙烯酸酯、四乙二醇二甲基丙烯酸酯、三羥甲基丙烷三甲基丙烯酸酯、新戊四醇三甲基丙烯酸酯、新戊四醇四甲基丙烯酸酯、二新戊四醇四甲基丙烯酸酯、二新戊四醇六甲基丙烯酸酯、二新戊四醇五甲基丙烯酸酯、雙酚A二丙烯酸酯、1,4-丁二醇二丙烯酸酯、1,3-丁二醇二丙烯酸酯、二乙二醇二丙烯酸酯、二丙烯酸甘油酯、新戊二醇二丙烯酸酯、聚乙二醇二丙烯酸酯、聚丙二醇二丙烯酸酯、四乙二醇二丙烯酸酯、三羥甲基丙烷三丙烯酸酯、新戊四醇三丙烯酸酯、新戊四醇四丙烯酸酯、二新戊四醇四丙烯酸酯、二新戊四醇六丙烯酸酯、二新戊四醇五丙烯酸酯等。 上述光聚合性化合物可使用1種或併用2種以上使用。Examples of monomers having two or more of the above-mentioned photopolymerizable unsaturated bonds in the molecule include: bisphenol A dimethacrylate, 1,4-butanediol dimethacrylate, 1,3- Butylene glycol dimethacrylate, diethylene glycol dimethacrylate, glycerol dimethacrylate, neopentyl glycol dimethacrylate, polyethylene glycol dimethacrylate, polypropylene glycol dimethyl Base acrylate, tetraethylene glycol dimethacrylate, trimethylolpropane trimethacrylate, neopentyl erythritol trimethacrylate, neopentyl erythritol tetramethacrylate, dineopentaerythritol Tetramethacrylate, dineopentaerythritol hexamethacrylate, dineopentaerythritol pentamethacrylate, bisphenol A diacrylate, 1,4-butanediol diacrylate, 1,3- Butylene glycol diacrylate, diethylene glycol diacrylate, glycerol diacrylate, neopentyl glycol diacrylate, polyethylene glycol diacrylate, polypropylene glycol diacrylate, tetraethylene glycol diacrylate, Trimethylolpropane triacrylate, neopentaerythritol triacrylate, neopentaerythritol tetraacrylate, dineopentaerythritol tetraacrylate, dineopentaerythritol hexaacrylate, dineopentaerythritol pentaacrylate Ester etc. The said photopolymerizable compound can be used 1 type or in combination of 2 or more types.
以本發明之濾色器用紅色顏料分散抗蝕劑組成物之總質量為基準，上述光聚合性化合物之含量較佳為0.5～20質量%，更佳為1～10質量%。Based on the total mass of the red pigment dispersion resist composition for color filters of the present invention, the content of the photopolymerizable compound is preferably 0.5-20% by mass, more preferably 1-10% by mass.
（光聚合起始劑）
作為上述光聚合起始劑，並無特別限定，只要藉由照射紫外線或電子束等活性能量線可產生自由基或陽離子即可，例如可例舉：二苯甲酮、N,N'-四乙基-4,4'-二胺基二苯甲酮、4-甲氧基-4'-二甲基胺基二苯甲酮、二苯乙二酮、2,2-二乙氧基苯乙酮、安息香、安息香甲醚、安息香異丁醚、二苯乙二酮二甲基縮酮、α-羥基異丁基苯酮、噻噸酮（thioxanthone）、2-氯噻噸酮、1-羥基環己基苯基酮、第三丁基蒽醌、1-氯蒽醌、2,3-二氯蒽醌、3-氯-2-甲基蒽醌、2-乙基蒽醌、1,4-萘醌、1,2-苯并蒽醌、1,4-二甲基蒽醌、2-苯基蒽醌、2-甲基-1[4-(甲硫基)苯基]-2-嗎福林基丙烷-1-酮、2-(二甲基胺基)-1-(4-嗎福林基苯基)-2-苄基-1-丁酮、三
以本發明之濾色器用紅色顏料分散抗蝕劑組成物之總質量為基準，上述光聚合起始劑之含量較佳為0.1～5質量%，更佳為0.5～3質量%。Based on the total mass of the red pigment dispersion resist composition for color filters of the present invention, the content of the photopolymerization initiator is preferably 0.1 to 5% by mass, more preferably 0.5 to 3% by mass.
（有機溶劑） 作為上述有機溶劑，可適當選擇使用上述本發明之濾色器用紅色顏料分散組成物中所記載之有機溶劑。(Organic solvents) As the organic solvent, the organic solvent described in the red pigment dispersion composition for color filters of the present invention can be appropriately selected and used.
以本發明之濾色器用紅色顏料分散抗蝕劑組成物之總質量為基準，上述有機溶劑之含量較佳為1～40質量%，更佳為5～35質量%。Based on the total mass of the red pigment dispersion resist composition for color filters of the present invention, the content of the organic solvent is preferably 1-40% by mass, more preferably 5-35% by mass.
（其他添加劑） 本發明之濾色器用紅色顏料分散抗蝕劑組成物可於不損及本發明之效果之範圍內含有添加劑。 作為上述添加劑，可例舉熱聚合抑制劑、矽烷偶合劑、鈦酸酯偶合劑、紫外線吸收劑及抗氧化劑等各種添加劑。(Other additives) The red pigment dispersion resist composition for color filters of the present invention may contain additives within a range that does not impair the effects of the present invention. As the above-mentioned additives, various additives such as thermal polymerization inhibitors, silane coupling agents, titanate coupling agents, ultraviolet absorbers, and antioxidants may be mentioned.
（濾色器用紅色顏料分散抗蝕劑組成物之製造方法） 本發明之濾色器用紅色顏料分散抗蝕劑組成物之製造方法並無特別限定，可藉由含有上述材料，藉由公知之方法進行混合、碾磨而獲得。(Manufacturing method of red pigment dispersion resist composition for color filter) The manufacturing method of the red pigment dispersion resist composition for color filters of the present invention is not particularly limited, and it can be obtained by containing the above-mentioned materials, mixing and milling by a known method.
＜濾色器＞ 本發明之濾色器用紅色顏料分散抗蝕劑組成物可用於形成濾色器。 上述濾色器具備紅色濾色片段、綠色濾色片段及藍色濾色片段，其中，紅色濾色片段係由本發明之濾色器用紅色顏料分散抗蝕劑組成物形成。 上述綠色濾色片段及上述藍色濾色片段可藉由公知之材料及方法形成。 由本發明之濾色器用紅色顏料分散抗蝕劑組成物形成之濾色器例如可適當選擇使用印刷法或光刻法等公知之方法。＜Color filter＞ The red pigment dispersion resist composition for color filters of the present invention can be used to form color filters. The color filter includes a red filter segment, a green filter segment, and a blue filter segment. The red filter segment is formed of the red pigment dispersion resist composition for color filters of the present invention. The green filter segment and the blue filter segment can be formed by known materials and methods. For the color filter formed from the red pigment dispersion resist composition for color filters of the present invention, for example, a known method such as a printing method or a photolithography method can be appropriately selected and used.
＜顯示裝置＞ 上述濾色器可用作顯示裝置。 作為上述顯示裝置，並無特別限定，只要包含上述本發明之濾色器即可，可例舉公知之液晶顯示裝置或觸控面板等。 作為上述顯示裝置之光源，較佳為包含上述量子點。 [發明之效果]＜Display device＞ The above-mentioned color filter can be used as a display device. The display device is not particularly limited as long as it includes the color filter of the present invention, and a known liquid crystal display device or a touch panel may be mentioned. As the light source of the above-mentioned display device, it is preferable to include the above-mentioned quantum dot. [Effects of Invention]
本發明可提供一種濾色器用紅色顏料分散組成物，其於使用量子點作為背光源之情形時，可形成即便為薄膜亦可實現優異之顏色再現性之塗膜。The present invention can provide a red pigment dispersion composition for color filters, which can form a coating film that can achieve excellent color reproducibility even if it is a thin film when quantum dots are used as a backlight.
以下，舉出實施例進一步對本發明進行詳細說明，但本發明並不僅限於該等實施例。再者，只要無特別說明，則「%」意指「質量%」，「份」意指「質量份」。Hereinafter, examples are given to further describe the present invention in detail, but the present invention is not limited to these examples. Furthermore, unless otherwise specified, "%" means "mass %", and "parts" means "mass parts".
實施例及比較例所使用之材料如下。The materials used in the examples and comparative examples are as follows.
＜顏料＞ （PR179） C.I.顏料紅179 （PV29） C.I.顏料紫29 （PY139） C.I.顏料黃139 （PR177） C.I.顏料紅177 （PR254） C.I.顏料紅254 （PR291） C.I.顏料紅291 ＜顏料分散劑＞ （含有氮原子之丙烯酸系嵌段共聚物） 包含三級胺基之丙烯酸系嵌段共聚物（LP-N21116，BYK Chemie公司製造） ＜顏料分散助劑＞ （PR2S） 向100 ml錐形燒瓶中加入30 ml濃硫酸，一面利用磁力攪拌器進行攪拌一面投入10 g之C.I.顏料紅2，於室溫攪拌30分鐘。向1 L燒杯加入水50 g與冰50 g之混合物，將上述反應物注入至該冰水中，利用磁力攪拌器攪拌30分鐘。將其於減壓下進行過濾、水洗，使所獲得之固體乾燥，製作含磺酸基之顏料分散助劑（C.I.顏料紅2之磺化物，PR2S）。 ＜鹼溶性樹脂＞ （BMA/MAA共聚物） 甲基丙烯酸丁酯/甲基丙烯酸共聚物（PHORET ZAH110，綜研化學公司製造，固形物成分為35%） ＜有機溶劑＞ （PGMEA） 丙二醇單甲醚乙酸酯 ＜光聚合性化合物＞ （DPHA） 二新戊四醇六丙烯酸酯（A9530，新中村化學公司製造） ＜光聚合起始劑＞ （Irgacure 369） 2-(二甲基胺基)-1-(4-嗎福林基苯基)-2-苄基-1-丁酮＜Pigment＞ (PR179) C.I. Pigment Red 179 (PV29) C.I. Pigment Violet 29 (PY139) C.I. Pigment Yellow 139 (PR177) C.I. Pigment Red 177 (PR254) C.I. Pigment Red 254 (PR291) C.I. Pigment Red 291 ＜Pigment Dispersant＞ (Acrylic block copolymer containing nitrogen atom) Acrylic block copolymer containing tertiary amine groups (LP-N21116, manufactured by BYK Chemie) ＜Pigment dispersion aids＞ (PR2S) Add 30 ml of concentrated sulfuric acid to a 100 ml Erlenmeyer flask, while stirring with a magnetic stirrer, add 10 g of C.I. Pigment Red 2, and stir at room temperature for 30 minutes. A mixture of 50 g of water and 50 g of ice was added to a 1 L beaker, the above reactant was poured into the ice water, and stirred with a magnetic stirrer for 30 minutes. It was filtered and washed with water under reduced pressure, and the obtained solid was dried to prepare a sulfonic acid group-containing pigment dispersion aid (C.I. Pigment Red 2 Sulfonate, PR2S). ＜Alkali-soluble resin＞ (BMA/MAA copolymer) Butyl methacrylate/methacrylic acid copolymer (PHORET ZAH110, manufactured by Soken Chemical Co., Ltd., solid content is 35%) ＜Organic solvents＞ (PGMEA) Propylene glycol monomethyl ether acetate ＜Photopolymerizable compound＞ (DPHA) Dineopentaerythritol hexaacrylate (A9530, manufactured by Shinnakamura Chemical Co., Ltd.) ＜Photopolymerization initiator＞ (Irgacure 369) 2-(Dimethylamino)-1-(4-morpholinylphenyl)-2-benzyl-1-butanone
＜濾色器用紅色顏料分散組成物之製作＞ 製作以表1中所記載之摻合量添加有上述各種成分之顏料分散液1～6。 其後，以表2中所記載之質量比率對顏料分散液1～6進行混合及碾磨，製作實施例及比較例之濾色器用紅色顏料分散組成物。＜Production of red pigment dispersion composition for color filter＞ The pigment dispersion liquids 1 to 6 in which the above-mentioned various components were added in the blending amounts described in Table 1 were prepared. After that, the pigment dispersion liquids 1 to 6 were mixed and milled at the mass ratios described in Table 2 to prepare the red pigment dispersion compositions for color filters of the Examples and Comparative Examples.
[表1]
[表2]
＜濾色器用紅色顏料分散抗蝕劑組成物之製作＞ 以上述各種成分為表3中所記載之組成之方式添加各種材料，利用高速攪拌機混合均勻後，利用孔徑3 μm之膜濾器進行過濾，製作實施例及比較例之濾色器用紅色顏料分散抗蝕劑組成物。<Production of red pigment dispersion resist composition for color filter> Add various materials with the above-mentioned components as the composition described in Table 3, mix them uniformly with a high-speed mixer, and filter with a membrane filter with a pore size of 3 μm to produce the red pigment dispersion resist for color filters of the examples and comparative examples.剂组合物。 Agent composition.
[表3]
（黏度） 關於實施例及比較例所製作之濾色器用紅色顏料分散抗蝕劑組成物之黏度，使用E型黏度計（東機產業公司製造，R100型黏度計，型號RE100L）測定於25℃之黏度。將其結果示於表4。(Viscosity) Regarding the viscosity of the red pigment dispersion resist composition for color filters produced in the Examples and Comparative Examples, the viscosity at 25° C. was measured using an E-type viscometer (manufactured by Toki Sangyo Co., Ltd., R100 viscometer, model RE100L). The results are shown in Table 4.
（分散穩定性） 對於實施例及比較例所製作之濾色器用紅色顏料分散抗蝕劑組成物，分別將其取至玻璃瓶中並塞緊，按照下述評價基準評價於40℃、5℃及室溫（23℃）各溫度下保存1個月後之狀態。將其結果示於表4。 ○：保管前後之黏度變化率為10%以下 ×：保管前後之黏度變化率超過10%(Dispersion stability) The red pigment dispersion resist compositions for color filters produced in the Examples and Comparative Examples were respectively taken into glass bottles and plugged tightly, and evaluated at 40°C, 5°C and room temperature according to the following evaluation criteria (23 ℃) Stored at each temperature for 1 month. The results are shown in Table 4. ○: The viscosity change rate before and after storage is 10% or less ×: The viscosity change rate before and after storage exceeds 10%
（塗膜之膜厚） 使用旋轉塗佈機將實施例及比較例之濾色器用顏料分散抗蝕劑組成物分別塗佈於玻璃基板上，於100℃預烘烤3分鐘。此時，以形成色度x（下述後烘烤後之值）不同之2個塗膜之方式塗佈各抗蝕劑組成物，製作2張塗佈板。即，改變旋轉塗佈機之轉速而改變厚度，使2張中之1張之色度x必小於0.6800，使另一張之色度x必大於0.6800。 繼而，將各塗佈板曝光於高壓水銀燈下，進而於230℃後烘烤30分鐘。其後，於塗佈板之3 mm之範圍內用切割機劃出3個劃痕，使用表面粗糙度測定器（KLA-Tencor Corporation製造之表面輪廓儀ALPHA-STEP IQ）進行掃描，測定深度。算出3處之平均值，作為塗膜之膜厚。對於各塗膜，根據以上述方式準備之2張塗佈板之測定值求出近似直線（校準曲線），算出色度x為0.6800時之膜厚，用作實施例及比較例之膜厚。(The thickness of the coating film) The pigment dispersion resist compositions for color filters of the Examples and Comparative Examples were respectively coated on a glass substrate using a spin coater, and prebaked at 100°C for 3 minutes. At this time, each resist composition was coated so as to form two coating films with different chromaticity x (value after post-baking described below) to produce two coated plates. That is, change the rotation speed of the spin coater to change the thickness, so that the chromaticity x of one of the two sheets must be less than 0.6800, and the chromaticity x of the other sheet must be greater than 0.6800. Then, each coated plate was exposed to a high-pressure mercury lamp, and then post-baked at 230°C for 30 minutes. After that, 3 scratches were made with a cutting machine within 3 mm of the coated plate, and the surface roughness tester (surface profiler ALPHA-STEP IQ manufactured by KLA-Tencor Corporation) was used to scan to measure the depth. Calculate the average of 3 places and use it as the film thickness of the coating film. For each coating film, an approximate straight line (calibration curve) was obtained from the measured values of the two coated plates prepared in the above manner, and the film thickness when the color degree x was 0.6800 was calculated and used as the film thickness of the Examples and Comparative Examples.
（塗膜之亮度） 對於藉由上述方法所獲得之各濾色器用顏料分散抗蝕劑組成物之塗佈板，利用分光光度計（島津製作所公司製造，UV-2500PC，C光源2°視野）測定亮度Y。對於上述塗佈板上所形成之各塗膜，根據以上述方式準備之2張塗佈板之亮度值Y求出近似直線（校準曲線），算出色度x為0.6800時之值，用作實施例及比較例之亮度值Y。(Brightness of coating film) For the coated plate of the pigment dispersion resist composition for each color filter obtained by the above method, the brightness Y was measured with a spectrophotometer (manufactured by Shimadzu Corporation, UV-2500PC, C light source 2° field of view). For each coating film formed on the above-mentioned coated plate, an approximate straight line (calibration curve) is calculated based on the brightness value Y of the two coated plates prepared in the above manner, and the value when the color degree x is 0.6800 is used for implementation The brightness value Y of the example and the comparative example.
（塗膜之y值） 對於藉由上述方法所獲得之各濾色器用顏料分散抗蝕劑組成物之塗佈板，利用分光光度計（島津製作所公司製造，UV-2500PC，C光源2°視野）測定色度y值。對於上述塗佈板上所形成之各塗膜，根據以上述方式準備之2張塗佈板之色度y求出近似直線（校準曲線），算出色度x為0.6800時之y值，用作實施例及比較例之y值。(Y value of coating film) The chromaticity y value was measured with a spectrophotometer (manufactured by Shimadzu Corporation, UV-2500PC, C light source 2° field of view) for the coated plate of the pigment dispersion resist composition for each color filter obtained by the above method. For each coating film formed on the above-mentioned coated plate, an approximate straight line (calibration curve) is calculated based on the chromaticity y of the two coated plates prepared in the above-mentioned manner, and the y value when the chromaticity x is 0.6800 is used as The y value of Examples and Comparative Examples.
（塗膜之透射率） 對於藉由上述方法所獲得之各濾色器用顏料分散抗蝕劑組成物之塗佈板，藉由分光光度計（島津製作所公司製造，UV-2500PC，C光源2°視野），自波長590 nm至670 nm，每隔10 nm測定透射率。 對於上述各波長，根據以上述方式準備之2張塗佈板之透射率之值求出近似直線（校準曲線），算出色度x為0.6800時之值，用作實施例及比較例之透射率。 又，算出將於波長a nm之透射率設為T（a）時之（T（630）－T（600））/（T（600）－T（590））。將其結果示於表4。(Transmittance of coating film) For the coated plate of the pigment dispersion resist composition for each color filter obtained by the above method, using a spectrophotometer (manufactured by Shimadzu Corporation, UV-2500PC, C light source 2° field of view), from a wavelength of 590 nm To 670 nm, the transmittance is measured every 10 nm. For each of the above wavelengths, an approximate straight line (calibration curve) is obtained from the transmittance values of the two coated plates prepared in the above manner, and the value when the color intensity x is 0.6800 is used as the transmittance of the examples and comparative examples . Also, calculate (T(630)-T(600))/(T(600)-T(590)) when the transmittance of wavelength a nm is T(a). The results are shown in Table 4.
[表4]
本發明之濾色器用紅色顏料分散組成物於使用量子點作為背光源之情形時，可形成即便為薄膜亦可實現優異之顏色再現性之塗膜，故而適宜用作液晶顯示裝置或觸控面板等之濾色器所使用之濾色器用紅色顏料分散抗蝕劑組成物。The red pigment dispersion composition for color filters of the present invention can form a coating film that can achieve excellent color reproducibility even if it is a thin film when quantum dots are used as a backlight, so it is suitable for use as a liquid crystal display device or a touch panel A red pigment dispersion resist composition for color filters used in other color filters.
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