TWI602867B - Color filter, organic el display element and colored composition - Google Patents
Color filter, organic el display element and colored composition Download PDFInfo
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- TWI602867B TWI602867B TW105131906A TW105131906A TWI602867B TW I602867 B TWI602867 B TW I602867B TW 105131906 A TW105131906 A TW 105131906A TW 105131906 A TW105131906 A TW 105131906A TW I602867 B TWI602867 B TW I602867B
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- organic
- color filter
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- 125000004108 n-butyl group Chemical group [H]C([H])([H])C([H])([H])C([H])([H])C([H])([H])* 0.000 description 1
- 125000001280 n-hexyl group Chemical group C(CCCCC)* 0.000 description 1
- OFBQJSOFQDEBGM-UHFFFAOYSA-N n-pentane Natural products CCCCC OFBQJSOFQDEBGM-UHFFFAOYSA-N 0.000 description 1
- 125000004123 n-propyl group Chemical group [H]C([H])([H])C([H])([H])C([H])([H])* 0.000 description 1
- 229910052759 nickel Inorganic materials 0.000 description 1
- 229910052758 niobium Inorganic materials 0.000 description 1
- GUCVJGMIXFAOAE-UHFFFAOYSA-N niobium atom Chemical compound [Nb] GUCVJGMIXFAOAE-UHFFFAOYSA-N 0.000 description 1
- 238000006902 nitrogenation reaction Methods 0.000 description 1
- HMZGPNHSPWNGEP-UHFFFAOYSA-N octadecyl 2-methylprop-2-enoate Chemical compound CCCCCCCCCCCCCCCCCCOC(=O)C(C)=C HMZGPNHSPWNGEP-UHFFFAOYSA-N 0.000 description 1
- 125000002347 octyl group Chemical group [H]C([*])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])[H] 0.000 description 1
- 238000001579 optical reflectometry Methods 0.000 description 1
- 239000003960 organic solvent Substances 0.000 description 1
- AHHWIHXENZJRFG-UHFFFAOYSA-N oxetane Chemical compound C1COC1 AHHWIHXENZJRFG-UHFFFAOYSA-N 0.000 description 1
- 125000000466 oxiranyl group Chemical group 0.000 description 1
- 229910052763 palladium Inorganic materials 0.000 description 1
- FZUGPQWGEGAKET-UHFFFAOYSA-N parbenate Chemical compound CCOC(=O)C1=CC=C(N(C)C)C=C1 FZUGPQWGEGAKET-UHFFFAOYSA-N 0.000 description 1
- 238000002161 passivation Methods 0.000 description 1
- 230000000149 penetrating effect Effects 0.000 description 1
- 238000005502 peroxidation Methods 0.000 description 1
- 239000002530 phenolic antioxidant Substances 0.000 description 1
- 229910052698 phosphorus Inorganic materials 0.000 description 1
- 239000011574 phosphorus Substances 0.000 description 1
- CLYVDMAATCIVBF-UHFFFAOYSA-N pigment red 224 Chemical compound C=12C3=CC=C(C(OC4=O)=O)C2=C4C=CC=1C1=CC=C2C(=O)OC(=O)C4=CC=C3C1=C42 CLYVDMAATCIVBF-UHFFFAOYSA-N 0.000 description 1
- 229910052697 platinum Inorganic materials 0.000 description 1
- 229920001495 poly(sodium acrylate) polymer Polymers 0.000 description 1
- 229920002312 polyamide-imide Polymers 0.000 description 1
- 229920000515 polycarbonate Polymers 0.000 description 1
- 125000003367 polycyclic group Chemical group 0.000 description 1
- 229920000647 polyepoxide Polymers 0.000 description 1
- 229920000728 polyester Polymers 0.000 description 1
- 229920000573 polyethylene Polymers 0.000 description 1
- 229920001721 polyimide Polymers 0.000 description 1
- 239000003505 polymerization initiator Substances 0.000 description 1
- 229920005862 polyol Polymers 0.000 description 1
- 150000003077 polyols Chemical class 0.000 description 1
- 235000013824 polyphenols Nutrition 0.000 description 1
- 229920002451 polyvinyl alcohol Polymers 0.000 description 1
- 239000002243 precursor Substances 0.000 description 1
- 239000011164 primary particle Substances 0.000 description 1
- FZYCEURIEDTWNS-UHFFFAOYSA-N prop-1-en-2-ylbenzene Chemical compound CC(=C)C1=CC=CC=C1.CC(=C)C1=CC=CC=C1 FZYCEURIEDTWNS-UHFFFAOYSA-N 0.000 description 1
- UFUASNAHBMBJIX-UHFFFAOYSA-N propan-1-one Chemical compound CC[C]=O UFUASNAHBMBJIX-UHFFFAOYSA-N 0.000 description 1
- 125000004368 propenyl group Chemical group C(=CC)* 0.000 description 1
- 150000003254 radicals Chemical class 0.000 description 1
- 230000036632 reaction speed Effects 0.000 description 1
- 238000001953 recrystallisation Methods 0.000 description 1
- 238000007670 refining Methods 0.000 description 1
- 238000001226 reprecipitation Methods 0.000 description 1
- 229910052703 rhodium Inorganic materials 0.000 description 1
- MHOVAHRLVXNVSD-UHFFFAOYSA-N rhodium atom Chemical compound [Rh] MHOVAHRLVXNVSD-UHFFFAOYSA-N 0.000 description 1
- 229940116351 sebacate Drugs 0.000 description 1
- CXMXRPHRNRROMY-UHFFFAOYSA-L sebacate(2-) Chemical compound [O-]C(=O)CCCCCCCCC([O-])=O CXMXRPHRNRROMY-UHFFFAOYSA-L 0.000 description 1
- DCKVNWZUADLDEH-UHFFFAOYSA-N sec-butyl acetate Chemical compound CCC(C)OC(C)=O DCKVNWZUADLDEH-UHFFFAOYSA-N 0.000 description 1
- 229910052711 selenium Inorganic materials 0.000 description 1
- 230000001568 sexual effect Effects 0.000 description 1
- 239000002356 single layer Substances 0.000 description 1
- 229910000029 sodium carbonate Inorganic materials 0.000 description 1
- NNMHYFLPFNGQFZ-UHFFFAOYSA-M sodium polyacrylate Chemical compound [Na+].[O-]C(=O)C=C NNMHYFLPFNGQFZ-UHFFFAOYSA-M 0.000 description 1
- 239000012321 sodium triacetoxyborohydride Substances 0.000 description 1
- 239000000600 sorbitol Substances 0.000 description 1
- 238000001228 spectrum Methods 0.000 description 1
- 125000004079 stearyl group Chemical group [H]C([*])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])[H] 0.000 description 1
- 238000003860 storage Methods 0.000 description 1
- 238000005092 sublimation method Methods 0.000 description 1
- 125000000020 sulfo group Chemical group O=S(=O)([*])O[H] 0.000 description 1
- MZLGASXMSKOWSE-UHFFFAOYSA-N tantalum nitride Chemical compound [Ta]#N MZLGASXMSKOWSE-UHFFFAOYSA-N 0.000 description 1
- 125000000999 tert-butyl group Chemical group [H]C([H])([H])C(*)(C([H])([H])[H])C([H])([H])[H] 0.000 description 1
- 238000012360 testing method Methods 0.000 description 1
- YLQBMQCUIZJEEH-UHFFFAOYSA-N tetrahydrofuran Natural products C=1C=COC=1 YLQBMQCUIZJEEH-UHFFFAOYSA-N 0.000 description 1
- XOLBLPGZBRYERU-UHFFFAOYSA-N tin dioxide Chemical compound O=[Sn]=O XOLBLPGZBRYERU-UHFFFAOYSA-N 0.000 description 1
- 229910001887 tin oxide Inorganic materials 0.000 description 1
- DVKJHBMWWAPEIU-UHFFFAOYSA-N toluene 2,4-diisocyanate Chemical compound CC1=CC=C(N=C=O)C=C1N=C=O DVKJHBMWWAPEIU-UHFFFAOYSA-N 0.000 description 1
- DQFBYFPFKXHELB-VAWYXSNFSA-N trans-chalcone Chemical compound C=1C=CC=CC=1C(=O)\C=C\C1=CC=CC=C1 DQFBYFPFKXHELB-VAWYXSNFSA-N 0.000 description 1
- 229910021642 ultra pure water Inorganic materials 0.000 description 1
- 239000012498 ultrapure water Substances 0.000 description 1
- XSQUKJJJFZCRTK-UHFFFAOYSA-N urea group Chemical group NC(=O)N XSQUKJJJFZCRTK-UHFFFAOYSA-N 0.000 description 1
- JOYRKODLDBILNP-UHFFFAOYSA-N urethane group Chemical group NC(=O)OCC JOYRKODLDBILNP-UHFFFAOYSA-N 0.000 description 1
- 150000003673 urethanes Chemical class 0.000 description 1
- 229910052724 xenon Inorganic materials 0.000 description 1
- FHNFHKCVQCLJFQ-UHFFFAOYSA-N xenon atom Chemical compound [Xe] FHNFHKCVQCLJFQ-UHFFFAOYSA-N 0.000 description 1
Classifications
-
- H—ELECTRICITY
- H10—SEMICONDUCTOR DEVICES; ELECTRIC SOLID-STATE DEVICES NOT OTHERWISE PROVIDED FOR
- H10K—ORGANIC ELECTRIC SOLID-STATE DEVICES
- H10K59/00—Integrated devices, or assemblies of multiple devices, comprising at least one organic light-emitting element covered by group H10K50/00
- H10K59/30—Devices specially adapted for multicolour light emission
- H10K59/38—Devices specially adapted for multicolour light emission comprising colour filters or colour changing media [CCM]
-
- 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
- G02—OPTICS
- G02B—OPTICAL ELEMENTS, SYSTEMS OR APPARATUS
- G02B5/00—Optical elements other than lenses
- G02B5/20—Filters
-
- H—ELECTRICITY
- H10—SEMICONDUCTOR DEVICES; ELECTRIC SOLID-STATE DEVICES NOT OTHERWISE PROVIDED FOR
- H10K—ORGANIC ELECTRIC SOLID-STATE DEVICES
- H10K50/00—Organic light-emitting devices
- H10K50/10—OLEDs or polymer light-emitting diodes [PLED]
- H10K50/11—OLEDs or polymer light-emitting diodes [PLED] characterised by the electroluminescent [EL] layers
-
- H—ELECTRICITY
- H10—SEMICONDUCTOR DEVICES; ELECTRIC SOLID-STATE DEVICES NOT OTHERWISE PROVIDED FOR
- H10K—ORGANIC ELECTRIC SOLID-STATE DEVICES
- H10K50/00—Organic light-emitting devices
- H10K50/80—Constructional details
- H10K50/84—Passivation; Containers; Encapsulations
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- H—ELECTRICITY
- H10—SEMICONDUCTOR DEVICES; ELECTRIC SOLID-STATE DEVICES NOT OTHERWISE PROVIDED FOR
- H10K—ORGANIC ELECTRIC SOLID-STATE DEVICES
- H10K50/00—Organic light-emitting devices
- H10K50/80—Constructional details
- H10K50/85—Arrangements for extracting light from the devices
- H10K50/858—Arrangements for extracting light from the devices comprising refractive means, e.g. lenses
-
- H—ELECTRICITY
- H10—SEMICONDUCTOR DEVICES; ELECTRIC SOLID-STATE DEVICES NOT OTHERWISE PROVIDED FOR
- H10K—ORGANIC ELECTRIC SOLID-STATE DEVICES
- H10K59/00—Integrated devices, or assemblies of multiple devices, comprising at least one organic light-emitting element covered by group H10K50/00
- H10K59/80—Constructional details
- H10K59/88—Dummy elements, i.e. elements having non-functional features
-
- H—ELECTRICITY
- H10—SEMICONDUCTOR DEVICES; ELECTRIC SOLID-STATE DEVICES NOT OTHERWISE PROVIDED FOR
- H10K—ORGANIC ELECTRIC SOLID-STATE DEVICES
- H10K85/00—Organic materials used in the body or electrodes of devices covered by this subclass
- H10K85/10—Organic polymers or oligomers
- H10K85/151—Copolymers
Landscapes
- Physics & Mathematics (AREA)
- Optics & Photonics (AREA)
- General Physics & Mathematics (AREA)
- Chemical & Material Sciences (AREA)
- Engineering & Computer Science (AREA)
- Materials Engineering (AREA)
- Materials For Photolithography (AREA)
- Optical Filters (AREA)
- Electroluminescent Light Sources (AREA)
- Addition Polymer Or Copolymer, Post-Treatments, Or Chemical Modifications (AREA)
- Polymerisation Methods In General (AREA)
Description
本發明係關於彩色濾光片、有機EL顯示元件及著色組成物,更具體而言,係關於用於有機EL顯示元件的彩色濾光片、用於形成該彩色濾光片的著色組成物以及具有該彩色濾光片的有機EL顯示元件。 The present invention relates to a color filter, an organic EL display element, and a coloring composition, and more particularly to a color filter for an organic EL display element, a coloring composition for forming the color filter, and An organic EL display element having the color filter.
有機EL顯示元件具有因自身顯色而可視性高、比液晶顯示元件更能輕量輕薄化、反應速度快、以及視角廣等優點,因而受到關注。構成有機EL顯示元件的有機EL元件的基本結構是以陽極/有機EL層(發光層)/陰極的積層結構為基本的簡單結構。如此,根據成為該發光層的有機EL層的發光特性,可發出紅色、綠色、藍色或白色等各種顏色的光。 The organic EL display element has an advantage of being highly visible due to its own color development, being lighter and lighter than a liquid crystal display element, having a high reaction speed, and having a wide viewing angle. The basic structure of the organic EL element constituting the organic EL display element is a simple structure in which the laminated structure of the anode/organic EL layer (light-emitting layer)/cathode is basic. As described above, light of various colors such as red, green, blue, or white can be emitted depending on the light-emitting characteristics of the organic EL layer serving as the light-emitting layer.
近年,這樣的有機EL顯示元件被用於固體光源、彩色顯示器、或全彩色顯示器等多樣的用途中作為彩色顯示元件。 In recent years, such an organic EL display element has been used as a color display element in various applications such as a solid-state light source, a color display, or a full-color display.
而且,作為可進行彩色顯示的有機EL顯示元件,已知有將具有此有機EL元件的有機EL元件基板和彩色濾 光片組合而成的物件。 Further, as an organic EL display element capable of color display, an organic EL element substrate having such an organic EL element and a color filter are known. A combination of light pieces.
作為有機EL顯示元件中使用的彩色濾光片,例如,已知有專利文獻1中公開的使用特定顏料的彩色濾光片。另外,作為有機EL顯示元件中使用的有機EL元件,例如,已知有專利文獻2和非專利文獻1中公開的串聯結構。 As the color filter used in the organic EL display element, for example, a color filter using a specific pigment disclosed in Patent Document 1 is known. In addition, as the organic EL element used in the organic EL display element, for example, a series structure disclosed in Patent Document 2 and Non-Patent Document 1 is known.
專利文獻1日本特開2010-26268號公報 Patent Document 1 Japanese Patent Laid-Open Publication No. 2010-26268
專利文獻2日本特開2003-45676號公報 Patent Document 2 Japanese Patent Laid-Open Publication No. 2003-45676
非專利文獻1三上明義監修,「有機EL技術開發的最前線-高亮度‧高精度‧長壽命化‧訣竅集-」,技術資訊協會,326-328頁,2008年 In the non-patent literature, I am the first to supervise, "the front line of organic EL technology development - high brightness, high precision, long life, ‧ set -", Technical Information Association, 326-328 pages, 2008
然而,有機EL層存在因水分或氧等各種主要因素而易於劣化的課題。因此,有機EL顯示元件的壽命比液晶顯示元件短。因此,在有機EL顯示元件中使用的彩色濾光片的開發中,也尋求以不使有機EL層劣化對有機EL顯示元件的壽命不帶來負面影響的方式進行設計、構成。本發明鑒於這樣的實際情況而完成,其目的在於提供一種長期穩定的有機EL顯示元件、用於該有機EL顯 示元件的彩色濾光片以及該彩色濾光片的形成中使用的著色組成物。 However, the organic EL layer has a problem that it is easily deteriorated by various major factors such as moisture or oxygen. Therefore, the life of the organic EL display element is shorter than that of the liquid crystal display element. Therefore, in the development of a color filter used for an organic EL display element, it is also sought to design and configure such that the organic EL layer does not adversely affect the life of the organic EL display element. The present invention has been made in view of such actual circumstances, and an object thereof is to provide a long-term stable organic EL display element for use in the organic EL display A color filter of the display element and a colored composition used in the formation of the color filter.
本發明人等進行了深入的研究,結果發現藉由在構成彩色濾光片的著色層中含有抗氧化劑,能夠解決上述課題,從而完成本發明。 As a result of intensive studies, the present inventors have found that the above problems can be solved by including an antioxidant in the coloring layer constituting the color filter, and the present invention has been completed.
即,本發明的第1態樣係關於一種彩色濾光片,其特徵係具有多種顏色的著色層且用於有機EL顯示元件的彩色濾光片, That is, the first aspect of the present invention relates to a color filter characterized by a color filter layer having a plurality of colors and a color filter for an organic EL display element.
該多種顏色的著色層中的至少一個含有多官能性抗氧化劑。 At least one of the multi-colored coloring layers contains a polyfunctional antioxidant.
本發明的第1態樣中,較佳為多官能性抗氧化劑含有具有2個以上選自受阻酚結構、受阻胺結構以及乙硫醚結構中的至少1種結構的化合物。 In the first aspect of the invention, the polyfunctional antioxidant preferably contains at least one compound having at least one selected from the group consisting of a hindered phenol structure, a hindered amine structure, and an ethyl sulfide structure.
本發明的第1態樣中,較佳為多官能性抗氧化劑含有分子量300以上的化合物。 In the first aspect of the invention, it is preferred that the polyfunctional antioxidant contains a compound having a molecular weight of 300 or more.
本發明的第1態樣中,較佳為多官能性抗氧化劑含有具有2個以上選自受阻酚結構、受阻胺結構以及乙硫醚結構中的至少1種結構的聚合物。 In the first aspect of the invention, the polyfunctional antioxidant preferably contains at least one polymer having at least one selected from the group consisting of a hindered phenol structure, a hindered amine structure, and an ethyl sulfide structure.
本發明的第1態樣中,較佳為該聚合物的下述式(1)表示的重複單元的共聚比例為30質量%~95質量%。
(在式(1)中,R1表示氫原子或甲基,X表示-COO-(*)或-CONR3-(*)(但,R3表示氫原子或直鏈狀的烷基,*表示與R2鍵合的連接鍵),R2表示直鏈狀的脂肪族烴基或脂環式烴基)。 (In the formula (1), R 1 represents a hydrogen atom or a methyl group, and X represents -COO-(*) or -CONR 3 -(*) (however, R 3 represents a hydrogen atom or a linear alkyl group, * A bond indicating a bond to R 2 ), and R 2 represents a linear aliphatic hydrocarbon group or an alicyclic hydrocarbon group).
本發明的第1態樣中,較佳為該聚合物的下述式(2)表示的重複單元(但,上述式(1)表示的重複單元除外)的共聚比例為30質量%以下。 In the first aspect of the present invention, the copolymerization ratio of the repeating unit represented by the following formula (2) (except for the repeating unit represented by the above formula (1)) of the polymer is preferably 30% by mass or less.
(在式(2)中,R4表示氫原子或甲基,R5表示具有支鏈結構或芳香族基的基)。 (In the formula (2), R 4 represents a hydrogen atom or a methyl group, and R 5 represents a group having a branched structure or an aromatic group).
本發明的第2態樣係關於一種有機EL顯示元件,其特徵係具有本發明的第1方式的彩色濾光片。 A second aspect of the invention relates to an organic EL display device characterized by comprising the color filter of the first aspect of the invention.
本發明的第3態樣係關於一種著色組成物,其特徵係含有著色劑、多官能性抗氧化劑以及交聯劑,用於形成有機EL顯示元件中使用的彩色濾光片。 A third aspect of the invention relates to a coloring composition comprising a coloring agent, a polyfunctional antioxidant, and a crosslinking agent for forming a color filter used in an organic EL display element.
根據本發明的第1態樣,可得到提供長期穩定的有機EL顯示元件的彩色濾光片。 According to the first aspect of the present invention, a color filter which provides a long-term stable organic EL display element can be obtained.
根據本發明的第2態樣,能夠提供長期穩定的 有機EL顯示元件。 According to the second aspect of the present invention, it is possible to provide long-term stability Organic EL display element.
根據本發明的第3態樣,可得到形成提供長期穩定的有機EL顯示元件的彩色濾光片的著色組成物。 According to the third aspect of the present invention, a coloring composition for forming a color filter which provides a long-term stable organic EL display element can be obtained.
1‧‧‧有機EL顯示元件 1‧‧‧Organic EL display components
2‧‧‧有機EL層 2‧‧‧Organic EL layer
3‧‧‧彩色濾光片 3‧‧‧Color filters
4‧‧‧基板 4‧‧‧Substrate
5‧‧‧著色層 5‧‧‧Colored layer
6‧‧‧黑矩陣 6‧‧‧Black matrix
8‧‧‧TFT 8‧‧‧TFT
10‧‧‧元件基板 10‧‧‧ element substrate
11‧‧‧元件層 11‧‧‧Component layer
12‧‧‧平坦化層 12‧‧ ‧ flattening layer
13‧‧‧下部電極 13‧‧‧lower electrode
14‧‧‧隔壁 14‧‧‧ next door
15‧‧‧上部電極 15‧‧‧Upper electrode
16‧‧‧保護層 16‧‧‧Protective layer
17‧‧‧黏合層 17‧‧‧Adhesive layer
圖1係示意性地說明本實施方式的有機EL顯示元件的主要部分結構的截面圖。 Fig. 1 is a cross-sectional view schematically showing a configuration of a main part of an organic EL display element of the present embodiment.
以下,對本發明的實施方式進行詳細說明。 Hereinafter, embodiments of the present invention will be described in detail.
<彩色濾光片> <Color Filter>
本發明的實施方式的彩色濾光片具有不同顏色的多個著色層。特佳為至少具有紅色層、綠色層和藍色層這三色作為三原色而構成。如此,可適合應用於具有有機EL層(發光層)而構成的有機EL顯示元件。 The color filter of the embodiment of the present invention has a plurality of colored layers of different colors. It is particularly preferable that at least three colors of a red layer, a green layer, and a blue layer are formed as the three primary colors. Thus, it can be suitably applied to an organic EL display element having an organic EL layer (light emitting layer).
在本實施方式的彩色濾光片中,其特徵係構成彩色濾光片的多種顏色的著色層中的至少一個含有多官能性抗氧化劑。著色層通常使用著色組成物而形成。著色組成物至少含有著色劑、黏合劑樹脂以及交聯劑,根據需要,藉由含有光聚合起始劑,對著色組成物賦予感放射線性。而且,在本發明中,著色組成物中含有多官能性抗氧化劑而使用。另外,著色組成物通常配合溶劑以液狀組成物來使用。以下,對各成分進行說明。而且,在構成著色組成物的各成分中,較佳為盡可能地排除可成為來自於彩色濾光片的逸出氣體之原因的雜質。 In the color filter of the present embodiment, at least one of the coloring layers of the plurality of colors constituting the color filter is characterized by containing a polyfunctional antioxidant. The colored layer is usually formed using a colored composition. The coloring composition contains at least a colorant, a binder resin, and a crosslinking agent, and if necessary, imparts a susceptibility to the coloring composition by containing a photopolymerization initiator. Further, in the present invention, the colored composition contains a polyfunctional antioxidant and is used. Further, the coloring composition is usually used in the form of a liquid composition in combination with a solvent. Hereinafter, each component will be described. Further, among the components constituting the coloring composition, it is preferable to exclude as much as possible the impurities which may cause the escape gas from the color filter.
[多官能性抗氧化劑] [Multifunctional antioxidants]
構成本實施方式的彩色濾光片的多種顏色的著色層中的至少1個含有多官能性抗氧化劑。多官能性抗氧化劑是1分子中具有多個即2個以上的顯示抗氧化能力的基的化合物。作為多官能性抗氧化劑,例如可舉出具有2個以上受阻酚結構的化合物、具有2個以上受阻胺結構的化合物、具有2個以上硫醚結構的化合物、具有2個以上磷原子的化合物等。在本發明中,作為多官能性抗氧化劑,較佳為含有具有總計2個以上的選自受阻酚結構、受阻胺結構以及硫醚結構中的至少1種的化合物。 At least one of the coloring layers constituting the plurality of colors of the color filter of the present embodiment contains a polyfunctional antioxidant. The polyfunctional antioxidant is a compound having a plurality of, that is, two or more groups exhibiting antioxidant ability in one molecule. Examples of the polyfunctional antioxidant include a compound having two or more hindered phenol structures, a compound having two or more hindered amine structures, a compound having two or more thioether structures, a compound having two or more phosphorus atoms, and the like. . In the present invention, the polyfunctional antioxidant preferably contains at least one compound selected from the group consisting of a hindered phenol structure, a hindered amine structure, and a thioether structure.
多官能性抗氧化劑可以是低分子化合物,也可以是高分子化合物。另外,以提高所希望的效果之觀點而言,較佳為分子量300以上的化合物,特佳為具有2個以上的選自受阻酚結構、受阻胺結構以及硫醚結構中的至少1種的聚合物(以下,也稱為“特定聚合物”)。若多官能性抗氧化劑的分子量過小,則可能形成逸出氣體,使並用的有機EL層劣化。如果使多官能性抗氧化劑為特定聚合物,則以可使多官能性抗氧化劑作為黏合劑樹脂發揮功能之觀點而言亦較佳。 The polyfunctional antioxidant may be a low molecular compound or a high molecular compound. Further, from the viewpoint of improving the desired effect, a compound having a molecular weight of 300 or more is preferable, and particularly preferably a polymerization having at least one selected from the group consisting of a hindered phenol structure, a hindered amine structure, and a thioether structure. (hereinafter, also referred to as "specific polymer"). If the molecular weight of the polyfunctional antioxidant is too small, an escape gas may be formed to deteriorate the combined organic EL layer. When the polyfunctional antioxidant is a specific polymer, it is also preferable from the viewpoint of allowing the polyfunctional antioxidant to function as a binder resin.
作為上述具有受阻酚結構的聚合物,例如可舉出具有來自於具有受阻酚結構的乙烯性不飽和單體的重複單元的聚合物。作為具有受阻酚結構的乙烯性不飽和單體,較佳為具有受阻酚結構的(甲基)丙烯酸系單體,例如可舉出下述式表示的化合物。 The polymer having a hindered phenol structure may, for example, be a polymer having a repeating unit derived from an ethylenically unsaturated monomer having a hindered phenol structure. The ethylenically unsaturated monomer having a hindered phenol structure is preferably a (meth)acrylic monomer having a hindered phenol structure, and examples thereof include compounds represented by the following formulas.
(式(3)中,R13各自獨立地表示碳原子數1~5的烷基,R14各自獨立地表示碳原子數1~8的烷基,R15表示氫或碳原子數1~8的烷基,R16表示氫原子或甲基)。 (In the formula (3), R 13 each independently represents an alkyl group having 1 to 5 carbon atoms, R 14 each independently represents an alkyl group having 1 to 8 carbon atoms, and R 15 represents hydrogen or 1 to 8 carbon atoms. Alkyl, R 16 represents a hydrogen atom or a methyl group).
其中,較佳為2-三級丁基-6-(3-三級丁基-2-羥基-5-甲基苄基)-4-甲基苯基(甲基)丙烯酸酯、2-[1-(2-羥基-3,5-二三級戊基苯基)乙基]-4,6-二三級戊基苯基(甲基)丙烯酸酯。 Of these, 2-tert-butyl-6-(3-tert-butyl-2-hydroxy-5-methylbenzyl)-4-methylphenyl (meth) acrylate, 2-[ 1-(2-Hydroxy-3,5-di-tripentylphenyl)ethyl]-4,6-di-tripentylphenyl (meth) acrylate.
另外,作為上述具有受阻胺結構的聚合物,例如可舉出具有來自於具有受阻胺結構的乙烯性不飽和單體的重複單元的聚合物。作為具有受阻胺結構的乙烯性不飽和單體,例如可舉出具有下述式(4)表示的基的乙烯性不飽和單體。 Further, examples of the polymer having a hindered amine structure include a polymer having a repeating unit derived from an ethylenically unsaturated monomer having a hindered amine structure. The ethylenically unsaturated monomer having a hindered amine structure may, for example, be an ethylenically unsaturated monomer having a group represented by the following formula (4).
(式(4)中,R21表示氫原子、碳原子數1~18的直鏈狀、分枝狀或環狀的烷基、碳原子數6~20的芳基、碳原子數7~12的芳烷基、醯基、氧自由基或OR24,R24 表示氫原子、碳原子數1~18的直鏈狀、分枝狀或環狀的烷基、碳原子數6~20的芳基、碳原子數7~12的芳烷基或醯基,R22和R23相互獨立地表示甲基、乙基或苯基,或相互鍵結形成碳原子數4~12的脂肪族環,“*”表示結合部位)。 (In the formula (4), R 21 represents a hydrogen atom, a linear, branched or cyclic alkyl group having 1 to 18 carbon atoms, an aryl group having 6 to 20 carbon atoms, and 7 to 12 carbon atoms. Aralkyl group, fluorenyl group, oxygen radical or OR 24 , R 24 represents a hydrogen atom, a linear, branched or cyclic alkyl group having 1 to 18 carbon atoms, and an aromatic group having 6 to 20 carbon atoms. An aralkyl group or a fluorenyl group having 7 to 12 carbon atoms, and R 22 and R 23 independently of each other represent a methyl group, an ethyl group or a phenyl group, or are bonded to each other to form an aliphatic ring having 4 to 12 carbon atoms. "*" indicates the binding site).
在上述式(4)中,作為R21和R24的碳原子數1~18的直鏈狀、分枝狀或環狀的烷基,例如可舉出碳原子數1~18的直鏈狀或分枝狀的烷基和碳原子數3~8的環狀烷基,具體而言,可舉出甲基、乙基、正丙基、異丙基、正丁基、三級丁基、正己基、環己基、正辛基、十六烷基等。另外,在上述式(4)中,作為R21和R24的碳原子數6~20的芳基,例如可舉出苯基、α-萘基、β-萘基等。另外,在上述式(4)中,作為R21和R24的碳原子數7~12的芳烷基,例如可舉出碳原子數1~8的烷基與碳原子數6~10的芳基鍵結的基,具體而言,可舉出苄基、苯乙基、α-甲基苄基、2-苯基丙烷-2-基等。另外,在上述式(4)中,作為R21和R24的醯基,可舉出碳原子數2~8的烷醯基和芳醯基,具體而言可舉出乙醯基、苯甲醯基等。 In the above formula (4), examples of the linear, branched or cyclic alkyl group having 1 to 18 carbon atoms of R 21 and R 24 include a linear chain having 1 to 18 carbon atoms. Or a branched alkyl group and a cyclic alkyl group having 3 to 8 carbon atoms, and specific examples thereof include a methyl group, an ethyl group, a n-propyl group, an isopropyl group, a n-butyl group, and a tertiary butyl group. Is n-hexyl, cyclohexyl, n-octyl, hexadecyl and the like. In the above formula (4), examples of the aryl group having 6 to 20 carbon atoms of R 21 and R 24 include a phenyl group, an α-naphthyl group, and a β-naphthyl group. In the above formula (4), examples of the aralkyl group having 7 to 12 carbon atoms of R 21 and R 24 include an alkyl group having 1 to 8 carbon atoms and an aromatic group having 6 to 10 carbon atoms. Specific examples of the group of the base bond include a benzyl group, a phenethyl group, an α -methylbenzyl group, and a 2-phenylpropan-2-yl group. Further, in the above formula (4), examples of the fluorenyl group of R 21 and R 24 include an alkanoyl group having 2 to 8 carbon atoms and an aryl group, and specific examples thereof include an ethyl sulfonyl group and a benzoic acid group.醯基等.
在本實施方式中,作為R21,較佳為氫原子、碳原子數1~5的烷基、氧自由基,特佳為氫原子、氧自由基、甲基。 In the present embodiment, R 21 is preferably a hydrogen atom, an alkyl group having 1 to 5 carbon atoms, or an oxygen radical, and particularly preferably a hydrogen atom, an oxygen radical or a methyl group.
另外,在上述式(4)中,作為R22和R23相互鍵結而形成的脂肪族環,可舉出環戊烷,環己烷等。作為這些R22和R23,較佳為甲基。 In the above formula (4), examples of the aliphatic ring formed by bonding R 22 and R 23 to each other include cyclopentane, cyclohexane and the like. As these R 22 and R 23 , a methyl group is preferred.
作為具有上述式(4)表示的基的乙烯性不飽 和單體的具體例,例如可舉出下述式(4-1)表示的化合物、下述式(4-2)表示的化合物等。 As the ethylenic unsaturated having the group represented by the above formula (4) Specific examples of the monomer and the monomer include a compound represented by the following formula (4-1), a compound represented by the following formula (4-2), and the like.
(在式(4-1)和式(4-2)中,R25和R27各自獨立地表示氫原子或甲基,R26表示亞甲基或碳原子數2~5的亞烷基,A各自獨立地表示上述式(4)表示的基,Y表示-CONH-(*)、-SO2-(*)、-SO2NH-(*)(其中,標記“*”的結合部位與A鍵結),n表示0~9的整數)。 (In the formula (4-1) and the formula (4-2), R 25 and R 27 each independently represent a hydrogen atom or a methyl group, and R 26 represents a methylene group or an alkylene group having 2 to 5 carbon atoms; A each independently represents a group represented by the above formula (4), and Y represents -CONH-(*), -SO 2 -(*), -SO 2 NH-(*) (wherein the binding site of the mark "*" and A key), n represents an integer from 0 to 9.)
作為R26,較佳為乙烯基或丙烯基,特佳為乙烯基。n為0~8的整數,特佳為0~6的整數。 R 26 is preferably a vinyl group or a propylene group, and particularly preferably a vinyl group. n is an integer from 0 to 8, and particularly preferably an integer from 0 to 6.
作為上述式(4-1)表示的單體的具體例,例如可舉出下述式(4-1-1)~(4-1-7)表示的化合物等。 Specific examples of the monomer represented by the above formula (4-1) include compounds represented by the following formulas (4-1-1) to (4-1-7).
(在式(4-1-1)~式(4-1-7)中,R25和n與上述式(4-1)中的R25和n定義相同)。 (In the formula (4-1-1) to (4-1-7), R 25 and n in the above formula (4-1) R 25 and n are the same).
另外,作為上述式(4-2)表示的單體的具體例,例如可舉出下述式(4-2-1)~(4-2-4)表示的化合物等。 In addition, specific examples of the monomer represented by the above formula (4-2) include compounds represented by the following formulas (4-2-1) to (4-2-4).
(在式(4-2-1)~式(4-2-4)中,R27與上述式(4-2)中的R27定義相同)。 (In the formula (4-2-1) to (4-2-4), R 27 and 27 defined in the formula (4-2) R the same).
其中,2,2,6,6-四甲基哌啶基甲基丙烯酸酯(在上述式(4-1-1)中R25為甲基的化合物)、1,2,2,6,6-五甲基哌啶基甲基丙烯酸酯(在上述式(4-1-2)中R25為甲基的化合物)分別作為FA-712HM、FA-711MM,由日立化成工業股份有限公司銷售。 Wherein 2,2,6,6-tetramethylpiperidinyl methacrylate (a compound in which R 25 is a methyl group in the above formula (4-1-1)), 1, 2, 2, 6, and 6 - pentamethylpiperidinyl methacrylate (a compound in which R 25 is a methyl group in the above formula (4-1-2)) is sold as FA-712HM and FA-711MM, respectively, by Hitachi Chemical Co., Ltd.
在本實施方式中,上述式(4-1)表示的化合物和上述式(4-2)表示的化合物可單獨或混合2種以上使用。 In the present embodiment, the compound represented by the above formula (4-1) and the compound represented by the above formula (4-2) may be used alone or in combination of two or more.
另外,作為上述具有硫醚結構的聚合物,例如可以舉出在多官能硫醇化合物的存在下將任意的乙烯性不飽和單體自由基聚合而得到的聚合物。作為多官能硫醇化合物,例如可舉出下述式(5)表示的多官能硫醇化合物。 In addition, examples of the polymer having a thioether structure include a polymer obtained by radically polymerizing an arbitrary ethylenically unsaturated monomer in the presence of a polyfunctional thiol compound. The polyfunctional thiol compound is, for example, a polyfunctional thiol compound represented by the following formula (5).
(在式(5)中,Z表示n價的有機基,R31表示亞甲基或碳原子數2~6的亞烷基,n表示2~10的整數)。 (In the formula (5), Z represents an n-valent organic group, R 31 represents a methylene group or an alkylene group having 2 to 6 carbon atoms, and n represents an integer of 2 to 10).
另外,作為上述式(5)的多官能硫醇化合物,例如較佳為下述式(5-1)表示的化合物。 In addition, as the polyfunctional thiol compound of the above formula (5), for example, a compound represented by the following formula (5-1) is preferable.
(在式(5-1)中,Z1表示n價的有機基,R31和n與式(5)中的R31和n定義相同)。 (In the formula (5-1), Z 1 represents an n-valent organic group, R 31 and n in the formula (. 5) R 31 and n are the same as defined above).
作為上述的多官能硫醇化合物,例如可舉出巰乙酸、3-巰基丙酸、3-巰基丁酸、3-巰基戊酸等巰基羧酸類,與乙二醇、四乙二醇、丁二醇、三羥甲基丙烷、新戊四醇、二新戊四醇、三新戊四醇、1,3,5-三(2-羥基乙基)三聚氰酸酯、山梨醇等多元醇的酯化物等。 Examples of the above-mentioned polyfunctional thiol compound include mercaptocarboxylic acids such as indole acetic acid, 3-mercaptopropionic acid, 3-mercaptobutyric acid, and 3-mercaptovaleric acid, and ethylene glycol, tetraethylene glycol, and dibutyl phthalate. Polyols such as alcohol, trimethylolpropane, neopentyl alcohol, dipentaerythritol, tripentenol, 1,3,5-tris(2-hydroxyethyl) cyanurate, sorbitol Esterified esters and the like.
在本實施方式中,作為較佳的多官能硫醇化 合物的具體例,可舉出三羥甲基丙烷三(3-巰基丙酸酯)、新戊四醇四(3-巰基丙酸酯)、四乙二醇雙(3-巰基丙酸酯)、二新戊四醇六(3-巰基丙酸酯)、新戊四醇四(巰基乙酸酯)、1,4-雙(3-巰基丁醯氧基)丁烷、新戊四醇四(3-巰基丁酸酯)、1,3,5-三(3-巰基丁基氧基乙基)-1,3,5-三-2,4,6(1H,3H,5H)-三酮等。 In the present embodiment, specific examples of the preferred polyfunctional thiol compound include trimethylolpropane tris(3-mercaptopropionate) and pentaerythritol tetrakis(3-mercaptopropionate). , tetraethylene glycol bis(3-mercaptopropionate), dipentaerythritol hexa(3-mercaptopropionate), pentaerythritol tetrakis(mercaptoacetate), 1,4-double (3- Mercaptobutyloxy)butane, pentaerythritol tetrakis(3-mercaptobutyrate), 1,3,5-tris(3-mercaptobutyloxyethyl)-1,3,5-tri -2,4,6(1H,3H,5H)-trione and the like.
上述的多官能硫醇化合物可以單獨或混合2種以上使用。 These polyfunctional thiol compounds can be used individually or in mixture of 2 or more types.
在上述的特定聚合物的製造中,具有受阻酚結構的乙烯性不飽和單體等可以單獨或混合2種以上使用。特定聚合物可以是將具有受阻酚結構的乙烯性不飽和單體、具有受阻胺結構的乙烯性不飽和單體中的任一種聚合而成的聚合物,也可以是具有受阻酚結構的乙烯性不飽和單體和具有受阻胺結構的乙烯性不飽和單體的共聚物。另外,也可以是在上述的多官能硫醇化合物的存在下將具有受阻酚結構的乙烯性不飽和單體和/或具有受阻胺結構的乙烯性不飽和單體進行自由基聚合而得到的聚合物。 In the production of the specific polymer described above, the ethylenically unsaturated monomer having a hindered phenol structure or the like may be used alone or in combination of two or more. The specific polymer may be a polymer obtained by polymerizing any one of an ethylenically unsaturated monomer having a hindered phenol structure and an ethylenically unsaturated monomer having a hindered amine structure, or may be an ethylenic group having a hindered phenol structure. A copolymer of an unsaturated monomer and an ethylenically unsaturated monomer having a hindered amine structure. Further, a polymerization obtained by radically polymerizing an ethylenically unsaturated monomer having a hindered phenol structure and/or an ethylenically unsaturated monomer having a hindered amine structure in the presence of the above polyfunctional thiol compound may be used. Things.
在特定聚合物中,具有受阻酚結構的乙烯性不飽和單體和具有受阻胺結構的乙烯性不飽和單體的總計共聚比例較佳為0.1質量%~20質量%,更佳為0.1質量%~10質量%,特佳為0.5質量%~5質量%。若具有受阻酚結構的乙烯性不飽和單體等的共聚比例過少時,有得不到所希望的效果之虞,另一方面,過多時,則對著色組成物賦予感放射線性時,有感放射線性靈敏度變低之 虞。 In the specific polymer, the total copolymerization ratio of the ethylenically unsaturated monomer having a hindered phenol structure and the ethylenically unsaturated monomer having a hindered amine structure is preferably from 0.1% by mass to 20% by mass, more preferably 0.1% by mass. ~10% by mass, particularly preferably 0.5% by mass to 5% by mass. When the copolymerization ratio of the ethylenically unsaturated monomer or the like having a hindered phenol structure is too small, the desired effect may not be obtained. On the other hand, when the amount is too large, the radiation composition is imparted to the colored composition. Radiation linear sensitivity is low Hey.
特定聚合物除受阻酚結構等以外還可以具有任意的結構,但較佳為具有下述式(1)表示的重複單元。 The specific polymer may have any structure in addition to the hindered phenol structure or the like, but preferably has a repeating unit represented by the following formula (1).
(在式(1)中,R1表示氫原子或甲基,X表示-COO-(*)或-CONR3-(*)(但,R3表示氫原子或直鏈狀的烷基,*表示與R2鍵合的結合部位),R2表示直鏈狀的脂肪族烴基或脂環式烴基)。 (In the formula (1), R 1 represents a hydrogen atom or a methyl group, and X represents -COO-(*) or -CONR 3 -(*) (however, R 3 represents a hydrogen atom or a linear alkyl group, * R 2 represents the bonding site bonded), R 2 represents a linear aliphatic hydrocarbon group or alicyclic hydrocarbon group).
在上述式(1)中,作為R2表示的直鏈狀的脂肪族烴基,較佳為碳原子數1~20(較佳為1~15)的直鏈狀的脂肪族烴基,特佳為直鏈狀的烷基、烯基。另外,作為R2表示的脂環式烴基,較佳為碳原子數3~20(較佳為4~15)的脂環式烴基,特佳為環烷基、縮合多環烴基、架橋環烴基、環狀萜烯烴基。 In the above formula (1), the linear aliphatic hydrocarbon group represented by R 2 is preferably a linear aliphatic hydrocarbon group having 1 to 20 (preferably 1 to 15) carbon atoms, particularly preferably A linear alkyl group or an alkenyl group. Further, the alicyclic hydrocarbon group represented by R 2 is preferably an alicyclic hydrocarbon group having 3 to 20 (preferably 4 to 15) carbon atoms, particularly preferably a cycloalkyl group, a condensed polycyclic hydrocarbon group or a bridged cyclic hydrocarbon group. , a cyclic decylene group.
作為提供上述式(1)表示的重複單元的單體,可舉出(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)丙烯酸十二烷基酯、(甲基)丙烯酸烯丙基酯、(甲基)丙烯酸環己酯、三環[5.2.1.02,6]癸烷-8-基(甲基)丙烯酸酯、(甲基)丙烯酸異冰片酯、(甲基)丙烯酸金剛烷酯、(甲基)丙烯酸二環戊烯酯、十氫-2-萘基(甲基)丙烯酸酯、五環十五烷基(甲基)丙烯酸酯、三環戊烯基(甲基)丙烯酸酯、N,N-二甲基(甲基) 丙烯醯胺、N-乙基(甲基)丙烯醯胺、N-丁基(甲基)丙烯醯胺等。 Examples of the monomer which provides the repeating unit represented by the above formula (1) include methyl (meth)acrylate, ethyl (meth)acrylate, propyl (meth)acrylate, and butyl (meth)acrylate. Dodecyl (meth)acrylate, allyl (meth)acrylate, cyclohexyl (meth)acrylate, tricyclo[5.2.1.0 2,6 ]decane-8-yl (methyl) Acrylate, isobornyl (meth)acrylate, adamantyl (meth)acrylate, dicyclopentenyl (meth)acrylate, decahydro-2-naphthyl (meth) acrylate, pentacyclic fifteen Alkyl (meth) acrylate, tricyclopentenyl (meth) acrylate, N, N-dimethyl (meth) acrylamide, N-ethyl (meth) acrylamide, N- Butyl (meth) acrylamide and the like.
這些單體可以單獨或混合2種以上使用。 These monomers may be used alone or in combination of two or more.
在特定聚合物中,上述式(1)表示的重複單元的共聚比例較佳為30質量%~95質量%,更佳為35質量%~80質量%,特佳為50質量%~70質量%。藉由將上述式(1)表示的重複單元按這樣的比例共聚,從而能夠進一步提高所希望的效果。 In the specific polymer, the copolymerization ratio of the repeating unit represented by the above formula (1) is preferably from 30% by mass to 95% by mass, more preferably from 35% by mass to 80% by mass, particularly preferably from 50% by mass to 70% by mass. . By copolymerizing the repeating unit represented by the above formula (1) in such a ratio, the desired effect can be further enhanced.
另外,在特定聚合物中,以進一步提高所希望的效果之觀點而言,下述式(2)表示的重複單元(其中,不包括上述式(1)表示的重複單元)的共聚比例較佳為30質量%以下,更佳為20質量%以下,特佳為5質量%以下,最佳為零。 Further, in the specific polymer, the copolymerization ratio of the repeating unit represented by the following formula (2) (wherein the repeating unit represented by the above formula (1) is not included) is preferable from the viewpoint of further improving the desired effect. It is 30% by mass or less, more preferably 20% by mass or less, particularly preferably 5% by mass or less, and most preferably zero.
(在式(2)中,R4表示氫原子或甲基,R5表示具有支鏈結構或芳香族基的基)。 (In the formula (2), R 4 represents a hydrogen atom or a methyl group, and R 5 represents a group having a branched structure or an aromatic group).
作為提供上述式(2)表示的重複單元的單體,例如可以舉出(甲基)丙烯酸異丙酯、(甲基)丙烯酸異丁酯、(甲基)丙烯酸三級丁酯、(甲基)丙烯酸2-乙基己酯、(甲基)丙烯酸異癸酯、(甲基)丙烯酸苄酯、(甲基)丙烯酸4-羥基苯基酯、對酚的環氧乙烷改質(甲基)丙烯酸酯等。 Examples of the monomer which provides the repeating unit represented by the above formula (2) include isopropyl (meth)acrylate, isobutyl (meth)acrylate, and tertiary butyl (meth)acrylate, and (methyl). ) 2-ethylhexyl acrylate, isodecyl (meth) acrylate, benzyl (meth) acrylate, 4-hydroxyphenyl (meth) acrylate, Ethylene oxide of phenol is modified by (meth) acrylate or the like.
另外,特定聚合物較佳具有羧基、磺基等酸 性官能團。藉由具有酸性官能團,從而能夠賦予鹼性可溶性。作為酸性官能團,較佳為羧基。作為提供酸性官能團的單體,例如可舉出(甲基)丙烯酸、馬來酸、馬來酸酐、琥珀酸單[2-(甲基)丙烯醯氧基乙基酯]、ω-羧基聚己內酯單(甲基)丙烯酸酯、對乙烯基苯甲酸等。 Further, the specific polymer preferably has an acid such as a carboxyl group or a sulfo group. Sexual functional group. By having an acidic functional group, it is possible to impart alkaline solubility. As the acidic functional group, a carboxyl group is preferred. Examples of the monomer which provides an acidic functional group include (meth)acrylic acid, maleic acid, maleic anhydride, succinic acid mono [2-(methyl) propylene methoxyethyl ester], and ω-carboxy condensed polyethylene. Lactone mono(meth)acrylate, p-vinylbenzoic acid, and the like.
這些單體可以單獨或混合2種以上使用。 These monomers may be used alone or in combination of two or more.
在特定聚合物中,提供酸性官能團的單體的共聚比例較佳為3質量%~65質量%,更佳為5質量%~60質量%,特佳為10質量%~45質量%。藉由將提供酸性官能團的單體依此種比例進行共聚,能夠賦予適度的鹼性顯影性。 In the specific polymer, the copolymerization ratio of the monomer providing the acidic functional group is preferably from 3% by mass to 65% by mass, more preferably from 5% by mass to 60% by mass, particularly preferably from 10% by mass to 45% by mass. By copolymerizing a monomer which provides an acidic functional group in this ratio, moderate alkali developability can be provided.
作為特定聚合物,進一步可以將N-苯基馬來醯亞胺、N-環己基馬來醯亞胺、苯乙烯、(甲基)丙烯酸2-羥基乙酯、(甲基)丙烯酸4-羥基丁酯、1,4-環己烷二甲醇單丙烯酸酯、2-羥基乙基丙烯醯胺、N-丁氧基甲基丙烯醯胺、N-羥甲基甲基丙烯醯胺、N-甲氧基甲基(甲基)丙烯醯胺、聚乙二醇甲醚(甲基)丙烯酸酯、聚丙二醇甲醚(甲基)丙烯酸酯、聚乙二醇單(甲基)丙烯酸酯、聚丙二醇單(甲基)丙烯酸酯、丙三醇單(甲基)丙烯酸酯、3-[(甲基)丙烯醯氧基甲基]氧雜環丁烷、3-[(甲基)丙烯醯氧基甲基]-3-乙基氧雜環丁烷、γ-丁內酯(甲基)丙烯酸酯、丙烯醯啉等周知的單體進行共聚。 As a specific polymer, further, N-phenylmaleimide, N-cyclohexylmaleimide, styrene, 2-hydroxyethyl (meth)acrylate, 4-hydroxyl (meth)acrylate Butyl ester, 1,4-cyclohexane dimethanol monoacrylate, 2-hydroxyethyl acrylamide, N-butoxymethyl acrylamide, N-methylol methacrylamide, N-A Oxymethyl (meth) acrylamide, polyethylene glycol methyl ether (meth) acrylate, polypropylene glycol methyl ether (meth) acrylate, polyethylene glycol mono (meth) acrylate, polypropylene glycol Mono(meth)acrylate, glycerol mono(meth)acrylate, 3-[(meth)acryloxymethyl]oxetane, 3-[(meth)acryloxyloxy Methyl]-3-ethyloxetane, γ-butyrolactone (meth) acrylate, propylene oxime A well-known monomer such as a phenyl group is copolymerized.
特定聚合物用GPC(凝膠滲透層析術,Gel Permeation Chromatography)(洗提溶劑:四氫呋喃)測定的聚苯乙烯換算的重量平均分子量通常為1000~100000 ,較佳為3000~50000。 The polystyrene-equivalent weight average molecular weight of a specific polymer measured by GPC (Gel Permeation Chromatography) (eluent solvent: tetrahydrofuran) is usually 1000 to 100,000. Preferably, it is 3000~50000.
特定聚合物可利用周知的聚合方法進行製造,但較佳為以使可成為排氣的原因之未反應的單體、聚合起始劑等盡可能地不殘存的方式進行製造。另外,將具有受阻酚結構的乙烯性不飽和單體和/或具有受阻胺結構的乙烯性不飽和單體進行自由基聚合時,只要在單官能硫醇化合物的存在下進行聚合,則能夠導入硫醚結構,因而較佳。 The specific polymer can be produced by a known polymerization method, but it is preferably produced so that an unreacted monomer, a polymerization initiator, or the like which can be used as an exhaust gas does not remain as much as possible. Further, when the ethylenically unsaturated monomer having a hindered phenol structure and/or the ethylenically unsaturated monomer having a hindered amine structure are subjected to radical polymerization, if polymerization is carried out in the presence of a monofunctional thiol compound, it can be introduced. The thioether structure is therefore preferred.
在本實施方式中,特定聚合物可單獨或混合2種以上使用。 In the present embodiment, the specific polymers may be used singly or in combination of two or more.
作為除特定聚合物以外的多官能性抗氧化劑,可舉出以下的化合物。作為具有2個以上的受阻酚結構的苯酚系抗氧化劑,例如可以舉出具有至少2個以上的下述式(6)表示的基的化合物(羥基苯基丙酸酯系化合物)、多羥基苄基系化合物、硫代雙酚(Thiobisphenol)系化合物、烷二基聚苯酚系化合物等。其中,以提高所希望的效果之觀點而言,較佳為羥基苯基丙酸酯系化合物。 The following compounds are mentioned as a polyfunctional antioxidant other than a specific polymer. Examples of the phenolic antioxidant having two or more hindered phenol structures include a compound having at least two or more groups represented by the following formula (6) (hydroxyphenylpropionate compound), and polyhydroxybenzyl. A base compound, a thiobisphenol compound, an alkanediyl polyphenol compound, or the like. Among them, a hydroxyphenylpropionate-based compound is preferred from the viewpoint of improving the desired effect.
式(6)中,R41和R42各自獨立地表示碳原子數1~10的烷基,但較佳為碳原子數1~6(更佳為碳原子數1~4)的烷基。烷基可以是直鏈、支鏈以及環狀中的任一種,例如可舉出甲基、乙基、丙基、異丙基、丁基、二 級丁基、三級丁基、異丁基、戊基、三級戊基、環戊基、己基、環己基、庚基、辛基、異辛基、三級辛基、2-乙基己基等。 In the formula (6), R 41 and R 42 each independently represent an alkyl group having 1 to 10 carbon atoms, and preferably an alkyl group having 1 to 6 carbon atoms (more preferably 1 to 4 carbon atoms). The alkyl group may be any of a straight chain, a branched chain, and a cyclic group, and examples thereof include a methyl group, an ethyl group, a propyl group, an isopropyl group, a butyl group, a secondary butyl group, a tertiary butyl group, and an isobutyl group. , pentyl, tertiary pentyl, cyclopentyl, hexyl, cyclohexyl, heptyl, octyl, isooctyl, trioctyl, 2-ethylhexyl and the like.
作為羥基苯基丙酸酯系化合物的具體例,可以舉出3,9-雙[2-[3-(3-三級丁基-4-羥基-5-甲基苯基)丙醯氧基]-1,1-二甲基乙氧基]-2,4,8,10-四氧雜螺[5.5]十一碳烷、新戊四醇四[3-(3,5-二三級丁基-4-羥基苯基)丙酸酯]、三乙二醇-雙[3-(3-三級丁基-5-甲基-4-羥基苯基)丙酸酯]、1,6-己二醇-雙[3-(3,5-二三級丁基-4-羥基苯基)丙酸酯]、2,2-硫代-二亞乙基雙[3-(3,5-二三級丁基-4-羥基苯基)丙酸酯]、四[亞甲基-3-(3,5'-二三級丁基-4'-羥基苯基丙酸酯)]甲烷等。 Specific examples of the hydroxyphenylpropionate-based compound include 3,9-bis[2-[3-(3-tris-butyl-4-hydroxy-5-methylphenyl)propoxyloxy group. ]-1,1-dimethylethoxy]-2,4,8,10-tetraoxaspiro[5.5]undecane, pentaerythritol tetra[3-(3,5-two-three Butyl-4-hydroxyphenyl)propionate], triethylene glycol-bis[3-(3-tri-butyl-5-methyl-4-hydroxyphenyl)propionate], 1,6 - hexanediol-bis[3-(3,5-ditributyl-4-hydroxyphenyl)propionate], 2,2-thio-diethylene bis[3-(3,5 -di-tert-butyl-4-hydroxyphenyl)propionate], tetrakis[methylene-3-(3,5'-di-tert-butyl-4'-hydroxyphenylpropionate)]methane Wait.
作為多羥基苄基系化合物的具體例,可舉出1,3,5-三甲基-2,4,6-三(3',5'-二三級丁基-4-羥基苄基)苯、三-(3,5-二三級丁基-4-羥基苄基)-異三聚氰酸酯、1,3,5-三(4-三級丁基-3-羥基-2,6-二甲基苄基)-異三聚氰酸酯等。 Specific examples of the polyhydroxybenzyl compound include 1,3,5-trimethyl-2,4,6-tris(3',5'-ditributyl-4-hydroxybenzyl). Benzene, tris-(3,5-ditributyl-4-hydroxybenzyl)-isocyanate, 1,3,5-tris(4-tert-butyl-3-hydroxy-2, 6-Dimethylbenzyl)-isocyanate or the like.
作為硫代雙酚系化合物的具體例,可以舉出4,4'-硫代雙(6-三級丁基-3-甲基苯酚)等。 Specific examples of the thiobisphenol compound include 4,4'-thiobis(6-tributylbutyl-3-methylphenol).
作為烷二基聚苯酚系化合物的具體例,可舉出N,N'-六亞甲基雙(3,5-二三級丁基-4-羥基-羥基肉桂醯胺)、2,2'-亞甲基雙(4-甲基-6-三級丁基苯酚)、4,4'-亞丁基-雙(3-甲基-6-三級丁基苯酚)、1,1,3-三(2-甲基-4-羥基-5-三級丁基苯基)丁烷等。 Specific examples of the alkanediylpolyphenol-based compound include N,N'-hexamethylenebis(3,5-ditributylbutyl-4-hydroxy-hydroxycinnamoamine), 2,2' -methylenebis(4-methyl-6-tertiary butylphenol), 4,4'-butylene-bis(3-methyl-6-tertiary butylphenol), 1,1,3- Tris(2-methyl-4-hydroxy-5-tributylphenyl)butane and the like.
另外,作為具有2個以上的受阻胺結構的受阻胺系抗氧化劑,可以舉出癸二酸-雙(2,2,6,6-四甲基-4-哌 啶基酯)、癸二酸-雙(N-甲基-2,2,6,6-四甲基-4-哌啶基酯)、癸二酸-雙(1,2,2,6,6-五甲基-4-哌啶基酯)等。 Further, as the hindered amine-based antioxidant having two or more hindered amine structures, azelaic acid-bis(2,2,6,6-tetramethyl-4-piperidin may be mentioned. Pyridyl ester), azelaic acid-bis(N-methyl-2,2,6,6-tetramethyl-4-piperidyl ester), azelaic acid-bis (1,2,2,6, 6-pentamethyl-4-piperidyl ester) and the like.
另外,作為具有2個以上的磷原子的磷系抗氧化劑,可以舉出3,9-雙(2,6-二三級丁基-4-甲基苯氧基)-2,4,8,10-四(tetraoxane)-3,9-二磷雜螺[5.5]十一碳烷、二異癸基新戊四醇二亞磷酸酯、雙(2,4-二三級丁基苯基)新戊四醇二亞磷酸酯等。 Further, examples of the phosphorus-based antioxidant having two or more phosphorus atoms include 3,9-bis(2,6-ditributyl-4-methylphenoxy)-2,4,8. 10-four (tetraoxane)-3,9-diphosphaspiro[5.5]undecane, diisodecyl neopentyl alcohol diphosphite, bis(2,4-ditributylphenyl)nepentaerythritol Alcohol diphosphite and the like.
另外,作為具有2個以上的硫醚結構的硫系抗氧化劑,例如可以舉出具有至少2個以上下述式(7)表示的基的化合物。 In addition, examples of the sulfur-based antioxidant having two or more thioether structures include compounds having at least two or more groups represented by the following formula (7).
式(7)中,R51表示碳原子數1~30的烷基,但較佳為碳原子數1~20的烷基。作為烷基,可以舉出與上述式(6)的R41和R42相同的烷基,還可以舉出十二烷基、十四烷基、十六烷基、十八烷基。 In the formula (7), R 51 represents an alkyl group having 1 to 30 carbon atoms, and is preferably an alkyl group having 1 to 20 carbon atoms. The alkyl group may be the same alkyl group as R 41 and R 42 of the above formula (6), and examples thereof include dodecyl group, tetradecyl group, hexadecyl group and octadecyl group.
作為這樣的化合物的具體例,可以舉出2,2-雙[{[3-(十二烷基硫)丙醯基]氧基}甲基]-1,3-丙烷二基-雙[3-(十二烷基硫)丙酸酯]、新戊四醇四(3-十二烷基硫丙酸酯)等。 Specific examples of such a compound include 2,2-bis[{[3-(dodecylthio)propenyl]oxy}methyl]-1,3-propanediyl-bis[3] - (dodecylthio)propionate], pentaerythritol tetrakis(3-dodecylthiopropionate), and the like.
在本實施方式中,除特定聚合物以外的抗氧化劑可以單獨或混合2種以上使用。 In the present embodiment, the antioxidant other than the specific polymer may be used singly or in combination of two or more.
在本實施方式中,作為多官能性抗氧化劑,以提高所希望的效果之觀點而言,較佳為含有(1)具有選自受阻 酚結構和受阻胺結構中的至少1種和硫醚結構的聚合物;(2)具有選自受阻酚結構和受阻胺結構中的至少1種的聚合物與具有上述2個以上的硫醚結構的硫系抗氧化劑的組合。更具體而言,較佳為含有(1)在包括具有受阻酚結構的乙烯性不飽和單體和/或具有受阻胺結構的乙烯性不飽和單體的單體、和硫醇化合物的存在下進行自由基聚合而得到的聚合物;(2)包括具有受阻酚結構的乙烯性不飽和單體和/或具有受阻胺結構的乙烯性不飽和單體的單體的聚合物、與具有上述2個以上的硫醚結構的硫系抗氧化劑的組合。 In the present embodiment, as the polyfunctional antioxidant, it is preferred to contain (1) having a hindrance selected from the viewpoint of improving a desired effect. a polymer having at least one of a phenol structure and a hindered amine structure and a thioether structure; (2) a polymer having at least one selected from the group consisting of a hindered phenol structure and a hindered amine structure, and having two or more thioether structures as described above a combination of sulfur-based antioxidants. More specifically, it is preferred to contain (1) in the presence of a monomer including an ethylenically unsaturated monomer having a hindered phenol structure and/or an ethylenically unsaturated monomer having a hindered amine structure, and a thiol compound. a polymer obtained by radical polymerization; (2) a polymer comprising a monomer having a hindered phenol structure and/or an ethylenically unsaturated monomer having a hindered amine structure, and having the above 2 A combination of sulfur-based antioxidants of more than one thioether structure.
在本實施方式中,多官能性抗氧化劑為特定聚合物時,多官能性抗氧化劑的含量相對於後述的著色劑100品質較佳為10質量分~1000質量分,特佳為20質量分~500質量分。另一方面,為除特定聚合物以外的多官能性抗氧化劑時,相對於後述的著色劑100品質較佳為0.01質量分~20質量分,特佳為0.1質量分~10質量分。 In the present embodiment, when the polyfunctional antioxidant is a specific polymer, the content of the polyfunctional antioxidant is preferably 10 parts by mass to 1000 parts by mass, particularly preferably 20 parts by mass, based on the quality of the coloring agent 100 to be described later. 500 mass points. On the other hand, in the case of a polyfunctional antioxidant other than the specific polymer, the quality of the coloring agent 100 to be described later is preferably 0.01 mass% to 20 mass%, particularly preferably 0.1 mass% to 10 mass%.
[著色劑] [Colorant]
作為構成本實施方式的彩色濾光片的著色劑,只要具有著色性就沒有特別限定,可以根據來自有機EL層的發光光譜恰當地選擇色彩、材質。具體而言,作為著色劑,可以使用顏料、染料以及天然色素中的任一種,但對有機EL顯示元件中使用的本實施方式的彩色濾光片要求高顏色純度、亮度、耐熱性等,所以較佳為顏料和/或染料。 The coloring agent constituting the color filter of the present embodiment is not particularly limited as long as it has coloring property, and the color and material can be appropriately selected in accordance with the luminescence spectrum from the organic EL layer. Specifically, as the coloring agent, any of a pigment, a dye, and a natural coloring matter can be used. However, the color filter of the present embodiment used in the organic EL display device requires high color purity, brightness, heat resistance, and the like. Preferred are pigments and/or dyes.
作為構成本實施方式的彩色濾光片的紅色層 中使用的著色劑,以彩色索引(C.I.)名,例如可以舉出C.I.顏料紅7、C.I.顏料紅14、C.I.顏料紅41、C.I.顏料紅48:2、C.I.顏料紅48:3、C.I.顏料紅48:4、C.I.顏料紅81:1、C.I.顏料紅81:2、C.I.顏料紅81:3、C.I.顏料紅81:4、C.I.顏料紅146、C.I.顏料紅166、C.I.顏料紅168、C.I.顏料紅177、C.I.顏料紅178、C.I.顏料紅179、C.I.顏料紅184、C.I.顏料紅185、C.I.顏料紅187、C.I.顏料紅200、C.I.顏料紅202、C.I.顏料紅208、C.I.顏料紅210、C.I.顏料紅224、C.I.顏料紅242、C.I.顏料紅246、C.I.顏料紅254、C.I.顏料紅255、C.I.顏料紅264、C.I.顏料紅270、C.I.顏料紅272、C.I.顏料紅279等。其中,較佳為含有選自C.I.顏料紅177、C.I.顏料紅242、C.I.顏料紅254以及C.I.顏料紅264中的至少1種,特佳為含有C.I.顏料紅177、C.I.顏料紅254以及C.I.顏料紅264中的至少一種。另外,在紅色層的形成中,可以與紅色的著色劑一起並用黃色的著色劑進行適當地調色。作為紅色層中使用的黃色的著色劑,較佳為含有選自C.I.顏料黃139、C.I.顏料黃150以及C.I.顏料黃185中的至少1種。作為紅色層中使用的著色劑,較佳為C.I.顏料紅177和C.I.顏料紅254的組合、C.I.顏料紅177和C.I.顏料黃185的組合、C.I.顏料紅177和C.I.顏料紅254和C.I.顏料黃150的組合、C.I.顏料紅177和C.I.顏料紅254和C.I.顏料紅242的組合、顏料紅177和C.I.顏料紅242和C.I.顏料黃139的組合、C.I.顏料紅264和C.I.顏料黃139的組合、C.I.顏料紅264和C.I.顏料黃150的組合、C.I.顏料紅264和C.I.顏料黃185的組合、C.I.顏料紅 177和C.I.顏料紅264和C.I.顏料黃139的組合、C.I.顏料紅177和C.I.顏料紅264和C.I.顏料黃185的組合。 As a red layer constituting the color filter of the present embodiment The coloring agent used in the color index (CI) name, for example, CI Pigment Red 7, CI Pigment Red 14, CI Pigment Red 41, CI Pigment Red 48: 2, CI Pigment Red 48: 3, CI Pigment Red 48:4, CI Pigment Red 81:1, CI Pigment Red 81:2, CI Pigment Red 81:3, CI Pigment Red 81:4, CI Pigment Red 146, CI Pigment Red 166, CI Pigment Red 168, CI Pigment Red 177, CI Pigment Red 178, CI Pigment Red 179, CI Pigment Red 184, CI Pigment Red 185, CI Pigment Red 187, CI Pigment Red 200, CI Pigment Red 202, CI Pigment Red 208, CI Pigment Red 210, CI Pigment Red 224, CI Pigment Red 242, CI Pigment Red 246, CI Pigment Red 254, CI Pigment Red 255, CI Pigment Red 264, CI Pigment Red 270, CI Pigment Red 272, CI Pigment Red 279, and the like. Preferably, it contains at least one selected from the group consisting of CI Pigment Red 177, CI Pigment Red 242, CI Pigment Red 254, and CI Pigment Red 264, and particularly preferably contains CI Pigment Red 177, CI Pigment Red 254, and CI Pigment Red. At least one of 264. Further, in the formation of the red layer, it is possible to appropriately color the toner together with the red coloring agent and with a yellow coloring agent. The yellow coloring agent used in the red layer preferably contains at least one selected from the group consisting of C.I. Pigment Yellow 139, C.I. Pigment Yellow 150, and C.I. Pigment Yellow 185. As the coloring agent used in the red layer, a combination of CI Pigment Red 177 and CI Pigment Red 254, a combination of CI Pigment Red 177 and CI Pigment Yellow 185, CI Pigment Red 177 and CI Pigment Red 254 and CI Pigment Yellow 150 are preferred. Combination, CI Pigment Red 177 and a combination of CI Pigment Red 254 and CI Pigment Red 242, a combination of Pigment Red 177 and CI Pigment Red 242 and CI Pigment Yellow 139, a combination of CI Pigment Red 264 and CI Pigment Yellow 139, CI Pigment Combination of Red 264 and CI Pigment Yellow 150, Combination of CI Pigment Red 264 and CI Pigment Yellow 185, CI Pigment Red Combination of 177 and C.I. Pigment Red 264 and C.I. Pigment Yellow 139, C.I. Pigment Red 177 and C.I. Pigment Red 264 and C.I. Pigment Yellow 185.
作為構成本實施方式的彩色濾光片的綠色層中使用的著色劑,較佳為含有選自C.I.顏料綠7、C.I.顏料綠36以及C.I.顏料綠58中的至少1種,特佳為含有C.I.顏料綠7。另外,在綠色層的形成中,較佳為與綠色的著色劑一起並用黃色的著色劑進行調色。作為綠色層中使用的黃色的著色劑,較佳為含有選自C.I.顏料黃138、C.I.顏料黃139、C.I.顏料黃150以及C.I.顏料黃185中的至少1種,特佳為含有選自C.I.顏料黃139、C.I.顏料黃150以及C.I.顏料黃185中的至少1種。作為綠色層中使用的著色劑,較佳為C.I.顏料綠7和C.I.顏料黃185的組合、C.I.顏料綠7和C.I.顏料黃139的組合、C.I.顏料綠7和C.I.顏料黃150的組合、C.I.顏料綠7和C.I.顏料黃139和C.I.顏料黃185的組合、C.I.顏料綠7和C.I.顏料黃139和C.I.顏料黃150的組合、C.I.顏料綠7和C.I.顏料綠36和C.I.顏料黃185的組合。 The coloring agent used in the green layer constituting the color filter of the present embodiment preferably contains at least one selected from the group consisting of CI Pigment Green 7, CI Pigment Green 36, and CI Pigment Green 58, and particularly preferably CI. Pigment Green 7. Further, in the formation of the green layer, it is preferred to perform coloring together with a green coloring agent together with a yellow coloring agent. The yellow coloring agent used in the green layer preferably contains at least one selected from the group consisting of CI Pigment Yellow 138, CI Pigment Yellow 139, CI Pigment Yellow 150, and CI Pigment Yellow 185, and particularly preferably contains a coloring agent selected from the group consisting of CI Pigment At least one of yellow 139, CI pigment yellow 150, and CI pigment yellow 185. As the coloring agent used in the green layer, a combination of CI Pigment Green 7 and CI Pigment Yellow 185, a combination of CI Pigment Green 7 and CI Pigment Yellow 139, a combination of CI Pigment Green 7 and CI Pigment Yellow 150, and a CI Pigment are preferred. Combination of Green 7 and CI Pigment Yellow 139 and CI Pigment Yellow 185, CI Pigment Green 7 and CI Pigment Yellow 139 and CI Pigment Yellow 150, CI Pigment Green 7 and CI Pigment Green 36 and CI Pigment Yellow 185.
作為構成本實施方式的彩色濾光片的藍色層中使用的著色劑,例如可以舉出C.I.顏料藍15、C.I.顏料藍15:1、C.I.顏料藍15:2、C.I.顏料藍15:3、C.I.顏料藍15:4、C.I.顏料藍15:6、C.I.顏料藍22、C.I.顏料藍60、C.I.顏料藍64等。其中,較佳為含有C.I.顏料藍15:6。另外,在藍色層的形成中,較佳為與藍色的著色劑一起並用紫色的著色劑進行調色。作為藍色層中使用的紫色的著色劑,較佳為含有C.I.顏料紫23。作為藍色層中使 用的藍色或紫色的著色劑,較佳為三芳基甲烷系色澱顏料、三芳基甲烷系染料、二苯并哌喃染料。作為藍色層中使用的著色劑,較佳為C.I.顏料藍15:6單獨、C.I.顏料藍15:6和C.I.顏料紫23的組合、C.I.顏料藍15:6和三芳基甲烷系色澱顏料的組合、C.I.顏料藍15:6和三芳基甲烷系染料的組合、C.I.顏料藍15:6和二苯并哌喃染料的組合、C.I.顏料藍15:6和C.I.顏料紫23和二苯并哌喃染料的組合。 Examples of the coloring agent used in the blue layer constituting the color filter of the present embodiment include CI Pigment Blue 15, CI Pigment Blue 15:1, CI Pigment Blue 15:2, and CI Pigment Blue 15:3. CI Pigment Blue 15:4, CI Pigment Blue 15:6, CI Pigment Blue 22, CI Pigment Blue 60, CI Pigment Blue 64, and the like. Among them, it is preferred to contain C.I. Pigment Blue 15:6. Further, in the formation of the blue layer, it is preferred to perform coloring together with a blue coloring agent together with a purple coloring agent. As the purple coloring agent used in the blue layer, C.I. Pigment Violet 23 is preferably contained. As a blue layer The blue or violet coloring agent used is preferably a triarylmethane-based lake pigment, a triarylmethane-based dye, or a dibenzopyran dye. As the coloring agent used in the blue layer, CI pigment blue 15:6 alone, CI pigment blue 15:6 and CI pigment violet 23 combination, CI pigment blue 15:6 and triarylmethane-based lake pigment are preferred. Combination, combination of CI Pigment Blue 15:6 and triarylmethane dyes, combination of CI Pigment Blue 15:6 and dibenzopyran dye, CI Pigment Blue 15:6 and CI Pigment Violet 23 and Dibenzopyran A combination of dyes.
在構成本實施方式的彩色濾光片的各色著色層中,著色劑可單獨或混合2種以上使用。 In the colored layers of the respective colors constituting the color filter of the present embodiment, the coloring agents may be used singly or in combination of two or more.
在本實施方式中,使用顏料作為著色劑時,根據需要,可以用樹脂將其粒子表面改質而使用。作為將顏料的粒子表面進行改質的樹脂,例如可舉出日本特開2001-108817號公報中記載的展色劑樹脂、或市售的各種顏料分散用的樹脂。另外,顏料較佳為藉由鹽磨使一次粒子微細化來使用。作為鹽磨的方法,例如可以採用日本特開平08-179111中公開的方法。另外,可以藉由再結晶法、再沉澱法、溶劑清洗法、昇華法、真空加熱法或它們的組合對顏料進行純化後使用。 In the present embodiment, when a pigment is used as the colorant, the surface of the particles may be modified with a resin and used as needed. Examples of the resin for modifying the surface of the pigment particles include a vehicle resin described in JP-A-2001-108817 or a commercially available resin for dispersing various pigments. Further, the pigment is preferably used by refining the primary particles by salt milling. As a method of salt milling, for example, the method disclosed in JP-A-08-179111 can be employed. Further, the pigment may be purified by a recrystallization method, a reprecipitation method, a solvent cleaning method, a sublimation method, a vacuum heating method, or a combination thereof.
[黏合劑樹脂] [Binder Resin]
用於形成構成本發明的實施方式的彩色濾光片的各色著色層的著色組成物可以含有黏合劑樹脂。使用特定聚合物作為上述多官能性抗氧化劑時,特定聚合物可作為黏合劑樹脂發揮功能,但藉由並用除特定聚合物以外的黏合劑樹脂,能夠提高對基板的黏合性、鹼性顯影性 、著色組成物的保存穩定性。作為這樣的黏合劑樹脂,沒有特別限定,但較佳是具有羧基的樹脂。 The colored composition for forming the colored layers of the respective colors constituting the color filter of the embodiment of the present invention may contain a binder resin. When a specific polymer is used as the above-mentioned polyfunctional antioxidant, the specific polymer functions as a binder resin, but by using a binder resin other than the specific polymer, adhesion to the substrate and alkali developability can be improved. The storage stability of the colored composition. The binder resin is not particularly limited, but is preferably a resin having a carboxyl group.
作為具有羧基的樹脂的較佳方式,可以舉出具有1個以上的羧基的乙烯性不飽和單體和其他的可共聚的乙烯性不飽和單體的共聚物。作為該共聚物較佳的具體例,例如可以舉出日本特開平7-140654號公報、日本特開平8-259876號公報、日本特開平9-311444號公報、日本特開平10-31308號公報、日本特開平10-300922號公報、日本特開平11-174224號公報、日本特開平11-258415號公報、日本特開2000-56118號公報、日本特開2002-296778號公報、日本特開2004-101728等中公開的共聚物。 A preferred embodiment of the resin having a carboxyl group is a copolymer of an ethylenically unsaturated monomer having one or more carboxyl groups and another copolymerizable ethylenically unsaturated monomer. As a preferable example of the copolymer, for example, JP-A-7-140654, JP-A-H08-259876, JP-A-H09-311444, and JP-A No. 10-31308 Japanese Laid-Open Patent Publication No. Hei. No. Hei. No. Hei. No. Hei. No. Hei. No. Hei. No. Hei. No. Hei. No. Hei. No. Hei. The copolymer disclosed in 101728 et al.
另外,在本發明中,例如也可以使用像日本特開平5-19467號公報、日本特開平6-230212號公報、日本特開平7-207211號公報、日本特開平09-325494號公報、日本特開平11-140144號公報、日本特開2008-181095號公報等中公開的在側鏈具有(甲基)丙烯醯基等聚合性不飽和鍵的含羧基聚合物作為黏合劑樹脂。 In the present invention, for example, Japanese Laid-Open Patent Publication No. Hei 5-19467, Japanese Patent Application Laid-Open No. Hei. No. Hei. No. Hei. No. Hei. A carboxyl group-containing polymer having a polymerizable unsaturated bond such as a (meth)acrylonyl group in a side chain disclosed in Japanese Laid-Open Patent Publication No. 2008-181095, and the like, as a binder resin.
在本實施方式中,黏合劑樹脂可以單獨或混合2種以上進行使用。 In the present embodiment, the binder resin may be used singly or in combination of two or more.
並用特定聚合物和除特定聚合物以外的黏合劑樹脂時,其混合比率(特定聚合物:除特定聚合物以外的黏合劑樹脂,質量比)較佳為20:80~100:0,更佳為50:50~100:0,特佳為80:20~100:0。 When a specific polymer and a binder resin other than the specific polymer are used in combination, the mixing ratio (specific polymer: binder resin other than the specific polymer, mass ratio) is preferably 20:80 to 100:0, more preferably It is 50:50~100:0, especially 80:20~100:0.
[交聯劑] [crosslinking agent]
用於形成構成本發明的實施方式的彩色濾光片的各色著色層的著色組成物係可含有交聯劑。由此,具有伴隨曝光和/或加熱的固化性。 The coloring composition for forming the colored layers of the respective colors constituting the color filter of the embodiment of the present invention may contain a crosslinking agent. Thereby, it has curability accompanying exposure and/or heating.
交聯劑只要是具有2個以上的可聚合的基的化合物就沒有特別限定。作為可聚合的基,例如可舉出乙烯性不飽和基、環氧乙烷基、環氧丙烷基、N-烷氧基甲基氨基等。在本發明中,作為交聯劑,較佳為具有2個以上的(甲基)丙烯醯基的化合物、或具有2個以上的N-烷氧基甲基胺基的化合物。 The crosslinking agent is not particularly limited as long as it is a compound having two or more polymerizable groups. Examples of the polymerizable group include an ethylenically unsaturated group, an oxirane group, an oxypropylene group, and an N-alkoxymethylamino group. In the present invention, as the crosslinking agent, a compound having two or more (meth)acrylinyl groups or a compound having two or more N-alkoxymethylamino groups is preferable.
作為上述具有2個以上(甲基)丙烯醯基的化合物的具體例,可以舉出使脂肪族多羥基化合物與(甲基)丙烯酸反應而得到的多官能(甲基)丙烯酸酯、被己內酯改質的多官能(甲基)丙烯酸酯、被環氧烷改質的多官能(甲基)丙烯酸酯、使具有羥基的(甲基)丙烯酸酯與多官能異氰酸酯反應而得到的多官能胺基甲酸酯(甲基)丙烯酸酯、使具有羥基的(甲基)丙烯酸酯與酸酐反應而得到的具有羧基的多官能(甲基)丙烯酸酯等。 Specific examples of the compound having two or more (meth) acryloyl fluorenyl groups include a polyfunctional (meth) acrylate obtained by reacting an aliphatic polyhydroxy compound with (meth)acrylic acid. An ester-modified polyfunctional (meth) acrylate, an alkylene oxide-modified polyfunctional (meth) acrylate, a polyfunctional amine obtained by reacting a hydroxyl group-containing (meth) acrylate with a polyfunctional isocyanate A carbamic acid ester (meth) acrylate, a polyfunctional (meth) acrylate having a carboxyl group obtained by reacting a (meth) acrylate having a hydroxyl group and an acid anhydride, or the like.
在此,作為上述脂肪族多羥基化合物,例如,可以舉出如乙二醇、丙二醇、聚乙二醇、聚丙二醇之類的二元脂肪族多羥基化合物;如甘油、三羥甲基丙烷、新戊四醇、二新戊四醇之類的三元以上脂肪族多羥基化合物。作為上述具有羥基的(甲基)丙烯酸酯,例如,可以舉出(甲基)丙烯酸2-羥乙酯、三羥甲基丙烷二(甲基)丙烯酸酯、新戊四醇三(甲基)丙烯酸酯、二新戊四醇五(甲基)丙烯酸酯、丙三醇二甲基丙烯酸酯等。作為上述多 官能異氰酸酯,例如,可以舉出甲苯二異氰酸酯、六亞甲基二異氰酸酯、二苯基亞甲基二異氰酸酯、異佛爾酮二異氰酸酯等。作為酸酐,例如,可以舉出如琥珀酸酐、馬來酸酐、戊二酸酐、衣康酸酐、鄰苯二甲酸酐、六氫鄰苯二甲酸酐之類的二元酸的酸酐,如苯均四酸酐、聯苯四羧酸二酐、二苯甲酮四羧酸二酐之類的四元酸二酐。 Here, examples of the aliphatic polyhydroxy compound include a divalent aliphatic polyhydroxy compound such as ethylene glycol, propylene glycol, polyethylene glycol, or polypropylene glycol; for example, glycerin or trimethylolpropane. A ternary or higher aliphatic polyhydroxy compound such as pentaerythritol or dipentaerythritol. Examples of the (meth) acrylate having a hydroxyl group include 2-hydroxyethyl (meth)acrylate, trimethylolpropane di(meth)acrylate, and pentaerythritol tri(methyl). Acrylate, dipentaerythritol penta (meth) acrylate, glycerin dimethacrylate, and the like. As much as above Examples of the functional isocyanate include tolylene diisocyanate, hexamethylene diisocyanate, diphenylmethylene diisocyanate, and isophorone diisocyanate. The acid anhydride may, for example, be an acid anhydride of a dibasic acid such as succinic anhydride, maleic anhydride, glutaric anhydride, itaconic anhydride, phthalic anhydride or hexahydrophthalic anhydride, such as benzene tetra A tetrabasic acid dianhydride such as an acid anhydride, a biphenyltetracarboxylic dianhydride, or a benzophenone tetracarboxylic dianhydride.
另外,作為上述被己內酯改質的多官能(甲基)丙烯酸酯,例如,可以舉出在日本特開平11-44955號公報的[0015]~[0018]段落中記載的化合物。作為上述被環氧烷改質的多官能(甲基)丙烯酸酯,可以舉出被選自環氧乙烷和環氧丙烷中的至少1種改質的雙酚A二(甲基)丙烯酸酯、被選自環氧乙烷和環氧丙烷中的至少1種改質的異三聚氰酸三(甲基)丙烯酸酯、被選自環氧乙烷和環氧丙烷中的至少1種改質的三羥甲基丙烷三(甲基)丙烯酸酯、被選自環氧乙烷和環氧丙烷中的至少1種改質的新戊四醇三(甲基)丙烯酸酯、被選自環氧乙烷和環氧丙烷中的至少1種改質的新戊四醇四(甲基)丙烯酸酯、被選自環氧乙烷和環氧丙烷中的至少1種改質的二新戊四醇五(甲基)丙烯酸酯、被選自環氧乙烷和環氧丙烷中的至少1種改質的二新戊四醇六(甲基)丙烯酸酯等。 In addition, as the polyfunctional (meth) acrylate which is modified by the caprolactone, for example, the compound described in paragraphs [0015] to [0018] of JP-A-11-44955 is exemplified. The polyfunctional (meth) acrylate modified by the alkylene oxide may, for example, be bisphenol A di(meth)acrylate modified from at least one selected from the group consisting of ethylene oxide and propylene oxide. And at least one modified iso-trisocyanate selected from ethylene oxide and propylene oxide, modified by at least one selected from the group consisting of ethylene oxide and propylene oxide a trimethylolpropane tri(meth)acrylate, at least one modified pentaerythritol tri(meth)acrylate selected from the group consisting of ethylene oxide and propylene oxide, selected from the group consisting of At least one modified neopentyltetrakis(meth)acrylate of oxyethane and propylene oxide, and at least one modified dipentaerythritol selected from the group consisting of ethylene oxide and propylene oxide An alcohol penta (meth) acrylate or a dipentaerythritol hexa(meth)acrylate modified from at least one selected from the group consisting of ethylene oxide and propylene oxide.
另外,作為上述具有2個以上N-烷氧基甲基胺基的化合物,例如,可以舉出具有三聚氰胺結構、苯并胍胺結構、尿素結構的化合物等。而且,三聚氰胺結構、苯并胍胺結構是指具有1個或2個以上的三環作為基 本骨架的化學結構,是包括三聚氰胺、苯并胍胺或者彼等的縮合物之概念。作為具有2個以上N-烷氧基甲基胺基的化合物的具體例,可以舉出N,N,N’,N’,N”,N”-六(烷氧基甲基)三聚氰胺、N,N,N’,N’-四(烷氧基甲基)苯并胍胺、N,N,N’,N’-四(烷氧基甲基)甘脲等。 In addition, examples of the compound having two or more N-alkoxymethylamino groups include a compound having a melamine structure, a benzoguanamine structure, and a urea structure. Moreover, the melamine structure and the benzoguanamine structure refer to one or more than three The chemical structure of the ring as a basic skeleton is a concept including melamine, benzoguanamine or a condensate thereof. Specific examples of the compound having two or more N-alkoxymethylamino groups include N,N,N',N',N",N"-hexa(alkoxymethyl)melamine, and N. , N, N', N'-tetrakis(alkoxymethyl)benzoguanamine, N, N, N', N'-tetrakis(alkoxymethyl) glycoluril, and the like.
在這些交聯劑中,較佳為三元以上的脂肪族多羥基化合物與(甲基)丙烯酸的酯、被己內酯改質的多官能(甲基)丙烯酸酯、多官能胺基甲酸酯(甲基)丙烯酸酯、具有羧基的多官能(甲基)丙烯酸酯、N,N,N’,N’,N”,N”-六(烷氧基甲基)三聚氰胺、N,N,N’,N’-四(烷氧基甲基)苯并胍胺。以著色層的強度高、著色層的表面平滑性優異之觀點而言,在三元以上的脂肪族多羥基化合物和(甲基)丙烯酸的酯中,特佳為三羥甲基丙烷三丙烯酸酯、新戊四醇三丙烯酸酯、二新戊四醇五丙烯酸酯、二新戊四醇六丙烯酸酯,在具有羧基的多官能(甲基)丙烯酸酯中,特佳為使新戊四醇三丙烯酸酯與琥珀酸酐反應而得到的化合物、使二新戊四醇五丙烯酸酯與琥珀酸酐反應而得到的化合物。 Among these crosslinking agents, preferred are trivalent or higher aliphatic polyhydroxy compounds and esters of (meth)acrylic acid, polyfunctional (meth)acrylates modified by caprolactone, and polyfunctional urethanes. Ester (meth) acrylate, polyfunctional (meth) acrylate having a carboxyl group, N, N, N', N', N", N"-hexa(alkoxymethyl) melamine, N, N, N',N'-tetrakis(alkoxymethyl)benzoguanamine. From the viewpoint of the high strength of the colored layer and the excellent surface smoothness of the colored layer, in the trivalent or higher aliphatic polyhydroxy compound and the (meth)acrylic acid ester, trimethylolpropane triacrylate is particularly preferable. , pentaerythritol triacrylate, dipentaerythritol pentaacrylate, dipentaerythritol hexaacrylate, in a polyfunctional (meth) acrylate having a carboxyl group, particularly preferably to make pentaerythritol three A compound obtained by reacting an acrylate with succinic anhydride, or a compound obtained by reacting dipentaerythritol pentaacrylate with succinic anhydride.
在本實施方式中,交聯劑可以單獨或混合2種以上使用。 In the present embodiment, the crosslinking agent may be used singly or in combination of two or more.
用於形成構成本發明的實施方式的彩色濾光片的各色著色層的著色組成物中,交聯劑的含量相對於黏合劑樹脂100質量分通常為5質量分~500質量分,較佳為50質量分~300質量分。此時,若交聯劑的含量過少,則有得不到充分的固化性之虞。另一方面,若交聯劑的含量 過多,在對本實施方式的著色組成物賦予鹼性顯影性時,鹼性顯影性有降低的趨勢。 In the coloring composition for forming the colored layers of the respective colors constituting the color filter of the embodiment of the present invention, the content of the crosslinking agent is usually 5 parts by mass to 500 parts by mass based on 100 parts by mass of the binder resin, preferably 50 mass points ~ 300 mass points. At this time, if the content of the crosslinking agent is too small, sufficient curability is not obtained. On the other hand, if the content of the crosslinking agent When the alkali developability is imparted to the colored composition of the present embodiment, the alkali developability tends to be lowered.
[光聚合起始劑] [Photopolymerization initiator]
用於形成構成本發明的實施方式的彩色濾光片的各色著色層的著色組成物中,藉由含有光聚合起始劑,能夠賦予感放射線性。光聚合起始劑是藉由可見光線、紫外線、遠紫外線、電子束、X光等放射線的曝光從而能夠產生可引發上述多官能性單體的固化反應的活性種的化合物。 The coloring composition for forming the colored layers of the respective colors constituting the color filter of the embodiment of the present invention can impart radiation sensitivity by containing a photopolymerization initiator. The photopolymerization initiator is a compound capable of generating an active species capable of initiating a curing reaction of the above polyfunctional monomer by exposure to radiation such as visible light, ultraviolet light, far ultraviolet light, electron beam, or X-ray.
作為這樣的光聚合起始劑,例如可舉出噻噸酮系化合物、苯乙酮系化合物、聯咪唑系化合物、三系化合物、O-醯基肟系化合物、鎓鹽系化合物、苯偶姻系化合物、二苯甲酮系化合物、α-二酮系化合物、多核環醌系化合物、重氮系化合物、醯亞胺磺酸酯系化合物等。 Examples of such a photopolymerization initiator include a thioxanthone compound, an acetophenone compound, a biimidazole compound, and the like. Compound, O-mercapto oxime compound, sulfonium salt compound, benzoin compound, benzophenone compound, α -diketone compound, polynuclear guanidine compound, diazo compound, quinone a sulfonate compound or the like.
在本實施方式中,光聚合起始劑可以單獨使用或者混合2種以上使用。作為光聚合起始劑,較佳為選自噻噸酮系化合物、苯乙酮系化合物、聯咪唑系化合物、三系化合物、O-醯基肟系化合物中的至少1種。 In the present embodiment, the photopolymerization initiator may be used singly or in combination of two or more. The photopolymerization initiator is preferably selected from the group consisting of a thioxanthone compound, an acetophenone compound, a biimidazole compound, and three At least one of a compound and an O-mercapto lanthanide compound.
本實施方式中的較佳的光聚合起始劑中,作為噻噸酮系化合物的具體例,可以舉出噻噸酮、2-氯噻噸酮、2-甲基噻噸酮、2-異丙基噻噸酮、4-異丙基噻噸酮、2,4-二氯噻噸酮、2,4-二甲基噻噸酮、2,4-二乙基噻噸酮、2,4-二異丙基噻噸酮等。 In a preferred photopolymerization initiator of the present embodiment, specific examples of the thioxanthone-based compound include thioxanthone, 2-chlorothioxanthone, 2-methylthioxanthone, and 2-iso Propyl thioxanthone, 4-isopropyl thioxanthone, 2,4-dichlorothioxanthone, 2,4-dimethylthioxanthone, 2,4-diethylthioxanthone, 2,4 - Diisopropyl thioxanthone and the like.
另外,作為上述苯乙酮系化合物的具體例, 可以舉出2-甲基-1-[4-(甲硫基)苯基]-2-啉代丙烷-1-酮、2-苄基-2-二甲基胺基-1-(4-啉基苯基)丁烷-1-酮、2-(4-甲基苄基)-2-(二甲基胺基)-1-(4-啉基苯基)丁烷-1-酮等。 Further, specific examples of the acetophenone-based compound include 2-methyl-1-[4-(methylthio)phenyl]-2- Olinone propan-1-one, 2-benzyl-2-dimethylamino-1-(4- Polinylphenyl)butan-1-one, 2-(4-methylbenzyl)-2-(dimethylamino)-1-(4- Polinylphenyl)butan-1-one and the like.
另外,作為上述聯咪唑系化合物的具體例,可以舉出2,2’-雙(2-氯苯基)-4,4’,5,5’-四苯基-1,2’-聯咪唑、2,2’-雙(2,4-二氯苯基)-4,4’,5,5’-四苯基-1,2’-聯咪唑、2,2’-雙(2,4,6-三氯苯基)-4,4’,5,5’-四苯基-1,2’-聯咪唑等。 Further, specific examples of the biimidazole-based compound include 2,2'-bis(2-chlorophenyl)-4,4',5,5'-tetraphenyl-1,2'-biimidazole. , 2,2'-bis(2,4-dichlorophenyl)-4,4',5,5'-tetraphenyl-1,2'-biimidazole, 2,2'-bis (2,4 , 6-trichlorophenyl)-4,4',5,5'-tetraphenyl-1,2'-biimidazole, and the like.
而且,使用聯咪唑系化合物作為光聚合起始劑時,以可以改進靈敏度的觀點而言,較佳為並用氫予體。在此所說的“氫予體”是指能夠對藉由曝光而由聯咪唑系化合物產生的自由基供給氫原子的化合物。作為氫予體,例如,可以舉出2-巰基苯并噻唑、2-巰基苯并唑等硫醇系氫予體;4,4’-雙(二甲基胺基)二苯甲酮、4,4’-雙(二乙基胺基)二苯甲酮等胺系氫予體。在本發明中,氫予體可以單獨使用或者混合2種以上使用,但以能夠進一步改進靈敏度的觀點而言,較佳為組合1種以上的硫醇系氫予體和1種以上的胺系氫予體來使用。 Further, when a biimidazole-based compound is used as a photopolymerization initiator, it is preferred to use a hydrogen donor in combination from the viewpoint of improving sensitivity. The "hydrogen donor" as used herein refers to a compound capable of supplying a hydrogen atom to a radical generated by a biimidazole compound by exposure. Examples of the hydrogen donor include 2-mercaptobenzothiazole and 2-mercaptobenzoene. a thiol-based hydrogen donor such as azole; an amine-based hydrogen donor such as 4,4'-bis(dimethylamino)benzophenone or 4,4'-bis(diethylamino)benzophenone . In the present invention, the hydrogen donor may be used alone or in combination of two or more. However, from the viewpoint of further improving the sensitivity, it is preferred to combine one or more kinds of thiol-based hydrogen donors and one or more amines. Hydrogen is used as a precursor.
另外,作為上述三系化合物的具體例,可以舉出2,4,6-三(三氯甲基)-均三、2-甲基-4,6-雙(三氯甲基)-均三、2-[2-(5-甲基呋喃-2-基)乙烯基]-4,6-雙(三氯甲基)-均三、2-[2-(呋喃-2-基)乙烯基]-4,6-雙(三氯甲基)-均三、2-[2-(4-二乙基胺基-2-甲基苯基)乙烯基]-4,6-雙(三氯甲基)-均三、2-[2-(3,4-二甲氧基苯基) 乙烯基]-4,6-雙(三氯甲基)-均三、2-(4-甲氧基苯基)-4,6-雙(三氯甲基)-均三、2-(4-乙氧基苯乙烯基)-4,6-雙(三氯甲基)-均三、2-(4-正丁氧基苯基)-4,6-雙(三氯甲基)-均三等具有鹵代甲基的三系化合物。 In addition, as the above three Specific examples of the compound include 2,4,6-tris(trichloromethyl)-all. 2-methyl-4,6-bis(trichloromethyl)-all three ,2-[2-(5-methylfuran-2-yl)vinyl]-4,6-bis(trichloromethyl)-all three ,2-[2-(furan-2-yl)vinyl]-4,6-bis(trichloromethyl)-all three 2-[2-(4-Diethylamino-2-methylphenyl)vinyl]-4,6-bis(trichloromethyl)-all three ,2-[2-(3,4-dimethoxyphenyl)vinyl]-4,6-bis(trichloromethyl)-all three , 2-(4-methoxyphenyl)-4,6-bis(trichloromethyl)-all three , 2-(4-ethoxystyryl)-4,6-bis(trichloromethyl)-all three , 2-(4-n-butoxyphenyl)-4,6-bis(trichloromethyl)-all three Three with a halogenated methyl group a compound.
另外,作為O-醯基肟系化合物的具體例,可以舉出1-[4-(苯硫基)苯基]-1,2-辛烷二酮2-(O-苯甲醯肟)、1-[9-乙基-6-(2-甲基苯甲醯基)-9H-咔唑-3-基]-乙酮1-(O-乙醯肟)、1-[9-乙基-6-(2-甲基-4-四氫呋喃基甲氧基苯甲醯基)-9H-咔唑-3-基]-乙酮1-(O-乙醯肟)、1-[9-乙基-6-{2-甲基-4-(2,2-二甲基-1,3-二氧戊環基)甲氧基苯甲醯基}-9H-咔唑-3-基]-乙酮1-(O-乙醯肟)等。作為O-醯基肟系化合物的市售品,也可以舉出NCI-831、NCI-930(以上為ADEKA股份有限公司製)等。 Further, specific examples of the O-fluorenyl fluorene-based compound include 1-[4-(phenylthio)phenyl]-1,2-octanedione 2-(O-benzamide), 1-[9-ethyl-6-(2-methylbenzhydryl)-9H-indazol-3-yl]-ethanone 1-(O-acetamidine), 1-[9-ethyl -6-(2-methyl-4-tetrahydrofurylmethoxybenzylidene)-9H-indazol-3-yl]-ethanone 1-(O-acetamidine), 1-[9-B -6-{2-methyl-4-(2,2-dimethyl-1,3-dioxolanyl)methoxybenzylidenyl}-9H-indazol-3-yl]- Ethyl ketone 1-(O-acetamidine) and the like. Examples of commercially available products of the O-mercapto fluorene-based compound include NCI-831 and NCI-930 (all manufactured by ADEKA Co., Ltd.).
在本發明中,使用苯乙酮系化合物等聯咪唑系化合物以外的光聚合起始劑時,也可以並用敏化劑。作為這樣的敏化劑,例如,可以舉出4,4’-雙(二甲基胺基)二苯甲酮、4,4’-雙(二乙基胺基)二苯甲酮、4-二乙基胺基苯乙酮、4-二甲基胺基苯丙酮、4-二甲基胺基苯甲酸乙酯、4-二甲基胺基苯甲酸2-乙基己酯、2,5-雙(4-二乙基胺基亞苄基)環己酮、7-二乙基胺基-3-(4-二乙基胺基苯甲醯基)香豆素、4-(二乙基胺基)查耳酮等。 In the present invention, when a photopolymerization initiator other than a biimidazole compound such as an acetophenone-based compound is used, a sensitizer may be used in combination. As such a sensitizer, for example, 4,4'-bis(dimethylamino)benzophenone, 4,4'-bis(diethylamino)benzophenone, 4- Diethylaminoacetophenone, 4-dimethylaminopropiophenone, ethyl 4-dimethylaminobenzoate, 2-ethylhexyl 4-dimethylaminobenzoate, 2,5 - bis(4-diethylaminobenzylidene)cyclohexanone, 7-diethylamino-3-(4-diethylaminobenzimidyl)coumarin, 4-(2-B Amino group) chalcone and the like.
用於形成構成本發明的實施方式的彩色濾光片的各色著色層的著色組成物中,光聚合起始劑的含量相對於交聯劑100質量分通常為0.01質量分~120質量分,較佳為1質量分~100質量分。 In the coloring composition for forming the colored layers of the respective colors constituting the color filter of the embodiment of the present invention, the content of the photopolymerization initiator is usually 0.01 to 120 mass% with respect to 100 parts by mass of the crosslinking agent. Good for 1 mass point ~ 100 mass points.
[溶劑] [solvent]
用於形成構成本發明的實施方式的彩色濾光片的各色著色層的著色組成物通常配合溶劑製備成液狀組成物。作為溶劑,只要將構成著色組成物的各成分進行分散或溶解,且不與這些成分反應,具有適當的揮發性,便可以適當地選擇使用。 The coloring composition for forming the colored layers of the respective colors constituting the color filter of the embodiment of the present invention is usually prepared into a liquid composition in combination with a solvent. The solvent can be appropriately selected and used as long as the components constituting the colored composition are dispersed or dissolved, and do not react with these components, and have appropriate volatility.
作為這樣的溶劑,例如可以舉出丙二醇單甲醚、乙二醇單甲醚乙酸酯、丙二醇單甲醚乙酸酯、丙二醇單乙基醚乙酸酯、3-甲氧基丁基乙酸酯、二乙二醇二甲醚、二乙二醇甲基乙基醚、環己酮、2-庚酮、3-庚酮、1,3-丁二醇二乙酸酯、1,6-己二醇二乙酸酯、乳酸乙酯、3-甲氧基丙酸乙酯、3-乙氧基丙酸甲酯、3-乙氧基丙酸乙酯、3-甲基-3-甲氧基丁基丙酸酯、乙酸正丁酯、乙酸異丁酯、甲酸正戊酯、乙酸異戊酯、丙酸正丁酯、丁酸乙酯、丁酸異丙酯、丁酸正丁酯、丙酮酸乙酯等。 Examples of such a solvent include propylene glycol monomethyl ether, ethylene glycol monomethyl ether acetate, propylene glycol monomethyl ether acetate, propylene glycol monoethyl ether acetate, and 3-methoxybutyl acetic acid. Ester, diethylene glycol dimethyl ether, diethylene glycol methyl ethyl ether, cyclohexanone, 2-heptanone, 3-heptanone, 1,3-butanediol diacetate, 1,6- Hexanediol diacetate, ethyl lactate, ethyl 3-methoxypropionate, methyl 3-ethoxypropionate, ethyl 3-ethoxypropionate, 3-methyl-3-methyl Oxybutyl butyl propionate, n-butyl acetate, isobutyl acetate, n-amyl formate, isoamyl acetate, n-butyl propionate, ethyl butyrate, isopropyl butyrate, n-butyl butyrate , ethyl pyruvate and the like.
上述溶劑可以單獨或混合2種以上使用。 These solvents may be used alone or in combination of two or more.
溶劑的含量沒有特別限定,但以得到的著色組成物的塗布性、穩定性等的觀點而言,較佳為從該組成物除去溶劑的各成分的總計濃度成為5質量%~50質量%的量,特佳為成為10質量%~40質量%的量。 The content of the solvent is not particularly limited, but the total concentration of each component from which the solvent is removed from the composition is preferably from 5% by mass to 50% by mass, from the viewpoints of coatability and stability of the obtained colored composition. The amount is particularly preferably an amount of 10% by mass to 40% by mass.
[其他的添加劑] [Other additives]
用於形成構成本發明的實施方式的彩色濾光片的各色著色層的著色組成物可以根據需要更進一步含有其它的添加劑。 The coloring composition for forming the colored layers of the respective colors constituting the color filter of the embodiment of the present invention may further contain other additives as needed.
作為上述添加劑,可以舉出玻璃、氧化鋁等 填充劑;聚乙烯醇、聚(丙烯酸氟烷基酯)類等高分子化合物;非離子系界面活性劑、陽離子系界面活性劑、陰離子系界面活性劑等的界面活性劑;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-胺基乙基)-3-胺基丙基甲基二甲氧基矽烷、N-(2-胺基乙基)-3-胺基丙基三甲氧基矽烷、3-胺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-環氧基環己基)乙基三甲氧基矽烷、3-氯丙基甲基二甲氧基矽烷、3-氯丙基三甲氧基矽烷、3-甲基丙烯醯氧基丙基三甲氧基矽烷、3-巰基丙基三甲氧基矽烷等的密著促進劑;聚丙烯酸鈉等分散劑;丙二酸、己二酸、衣康酸、檸康酸、富馬酸、中康酸、2-胺基乙醇、3-胺基-1-丙醇、5-胺基-1-戊醇、3-胺基-1,2-丙二醇、2-胺基-1,3-丙二醇、4-胺基-1,2-丁二醇等殘渣改善劑;琥珀酸單[2-(甲基)丙烯醯氧基乙基]酯、鄰苯二甲酸單[2-(甲基)丙烯醯氧基乙基]酯、ω-羧基聚己內酯單(甲基)丙烯酸酯等顯影性改善劑等。 Examples of the above additives include glass, alumina, and the like. Filler; polymer compound such as polyvinyl alcohol or poly(fluoroalkyl acrylate); surfactant such as nonionic surfactant, cationic surfactant, anionic surfactant; vinyl trimethoxy Decane, vinyltriethoxydecane, vinyltris(2-methoxyethoxy)decane, N-(2-aminoethyl)-3-aminopropylmethyldimethoxydecane, N-(2-Aminoethyl)-3-aminopropyltrimethoxydecane, 3-aminopropyltriethoxydecane, 3-glycidoxypropyltrimethoxydecane, 3- Glycidoxypropylmethyldimethoxydecane, 2-(3,4-epoxycyclohexyl)ethyltrimethoxydecane, 3-chloropropylmethyldimethoxydecane, 3- a adhesion promoter such as chloropropyltrimethoxydecane, 3-methylpropenyloxypropyltrimethoxydecane or 3-mercaptopropyltrimethoxydecane; a dispersing agent such as sodium polyacrylate; malonic acid, Adipic acid, itaconic acid, citraconic acid, fumaric acid, mesaconic acid, 2-aminoethanol, 3-amino-1-propanol, 5-amino-1-pentanol, 3-amino group -1,2-propanediol, 2-amino-1,3-propanediol, 4-amino-1,2-butanediol, etc. Residue improver; succinic acid mono [2-(methyl) propylene methoxyethyl] ester, phthalic acid mono [2-(methyl) propylene oxiranyl ethyl] ester, ω-carboxy polycap A developability improving agent such as ester mono(meth)acrylate.
接下來,對本發明的實施方式的彩色濾光片的製造方法進行說明。 Next, a method of manufacturing a color filter according to an embodiment of the present invention will be described.
作為製造彩色濾光片的方法,較佳為光刻法。在光刻法中,首先,在基板的表面上,根據需要形成黑矩陣。接著,在該基板上,塗布紅色感放射線性著色組成物的液狀組成物後,進行預烤使溶劑蒸發,形成塗膜。接著,通過光罩對該塗膜進行曝光之後,使用鹼性顯影液進行顯影,溶解除去塗膜的未曝光部分。其後,通過硬 烤,形成紅色層的圖案。 As a method of producing a color filter, photolithography is preferred. In the photolithography method, first, a black matrix is formed on the surface of the substrate as needed. Next, a liquid composition of a red radiation-sensitive coloring composition is applied onto the substrate, and then pre-baked to evaporate the solvent to form a coating film. Next, the coating film was exposed through a photomask, and then developed with an alkali developing solution to dissolve and remove the unexposed portion of the coating film. After that, through hard Bake, forming a pattern of red layers.
接著,使用綠色或藍色的感放射線性著色組成物的液狀物,與上述同樣地進行各液狀物的塗布、預烤、曝光、顯影以及硬烤,在同一基板上依次形成綠色層的圖案和藍色層的圖案。由此,得到在基板上配置有紅色、綠色以及藍色這三原色的圖案的彩色濾光片。但是,在本實施方式中,形成各著色層的順序並不限於上述順序。 Next, using a liquid material of a green or blue radiation-sensitive coloring composition, coating, pre-baking, exposure, development, and hard baking of each liquid material are carried out in the same manner as described above, and green layers are sequentially formed on the same substrate. Pattern and blue layer pattern. Thereby, a color filter in which patterns of three primary colors of red, green, and blue are arranged on the substrate is obtained. However, in the present embodiment, the order in which the respective colored layers are formed is not limited to the above order.
作為在形成著色層時使用的基板,例如可以舉出玻璃、矽、聚碳酸酯、聚酯、芳香族聚醯胺、聚醯胺醯亞胺、聚醯亞胺等的透明基板。在這些透明基板上,可以形成用於驅動有機EL元件的薄膜電晶體。 Examples of the substrate used in forming the coloring layer include transparent substrates such as glass, ruthenium, polycarbonate, polyester, aromatic polyamide, polyamidimide, and polyimine. On these transparent substrates, a thin film transistor for driving an organic EL element can be formed.
在基板上塗布感放射線性著色組成物的液狀物時,可以採用噴灑法、輥塗法、旋轉塗布法(spin coat method)、狹縫模塗法、棒塗法等的適當的塗布法,特佳為採用旋轉塗布法、狹縫模塗法。 When a liquid material having a radiation-sensitive coloring composition is applied onto a substrate, an appropriate coating method such as a spray method, a roll coating method, a spin coating method, a slit die coating method, or a bar coating method may be employed. It is particularly preferable to use a spin coating method or a slit die coating method.
預烘通常組合減壓乾燥和加熱乾燥來進行。減壓乾燥通常在0.1Torr~1Torr進行。另外,加熱乾燥的條件通常是70℃~110℃進行1分鐘~10分鐘左右。 The pre-baking is usually carried out by combining drying under reduced pressure and drying by heating. Drying under reduced pressure is usually carried out at 0.1 Torr to 1 Torr. Further, the conditions of heat drying are usually from 70 ° C to 110 ° C for about 1 minute to 10 minutes.
作為形成著色層時使用的放射線,例如可以舉出氙燈、鹵素燈、鎢絲燈、高壓汞燈、超高壓汞燈、金屬鹵素物燈、中壓汞燈、低壓汞燈等燈光源或氬離子雷射、YAG雷射、XeCl準分子雷射、氮雷射等雷射光源等。作為曝光光源,也可以使用紫外線LED。較佳為波長在190nm~450nm範圍的放射線。 Examples of the radiation used when forming the coloring layer include a xenon lamp, a halogen lamp, a tungsten lamp, a high pressure mercury lamp, an ultrahigh pressure mercury lamp, a metal halide lamp, a medium pressure mercury lamp, a low pressure mercury lamp, or the like, or an argon ion. Lasers such as lasers, YAG lasers, XeCl excimer lasers, and nitrogen lasers. As the exposure light source, an ultraviolet LED can also be used. Radiation having a wavelength in the range of 190 nm to 450 nm is preferred.
放射線的曝光量較佳為10J/m2~10000J/m2。 The exposure amount of the radiation is preferably from 10 J/m 2 to 10000 J/m 2 .
另外,作為鹼性顯影液,例如,較佳為碳酸鈉、氫氧化鈉、氫氧化鉀、四甲基氫氧化銨、膽鹼、1,8-二氮雜雙環-[5.4.0]-7-十一烯、1,5-二氮雜雙環-[4.3.0]-5-壬烯等的水溶液。 Further, as the alkaline developing solution, for example, sodium carbonate, sodium hydroxide, potassium hydroxide, tetramethylammonium hydroxide, choline or 1,8-diazabicyclo-[5.4.0]-7 is preferred. An aqueous solution of undecene, 1,5-diazabicyclo-[4.3.0]-5-nonene or the like.
也可以在鹼性顯影液中適量添加例如甲醇、乙醇等水溶性有機溶劑或界面活性劑等。而,鹼性顯影後通常進行水洗。 A water-soluble organic solvent such as methanol or ethanol or a surfactant may be added to the alkaline developer in an appropriate amount. However, it is usually washed with water after alkaline development.
作為顯影處理法,可以使用淋浴式顯影法、噴灑顯影法、浸漬(dip)顯影法、覆液(puddle)顯影法等。顯影條件較佳為常溫下5秒~300秒。 As the development treatment method, a shower development method, a spray development method, a dip development method, a puddle development method, or the like can be used. The developing conditions are preferably from 5 seconds to 300 seconds at normal temperature.
硬烤的條件通常是180℃~280℃、10分鐘~40分鐘左右。 The conditions for hard roasting are usually from 180 ° C to 280 ° C for about 10 minutes to 40 minutes.
這樣形成的著色層的膜厚通常為0.5μm~5.0μm,較佳為1.0μm~3.0μm。 The film thickness of the coloring layer thus formed is usually 0.5 μm to 5.0 μm, preferably 1.0 μm to 3.0 μm.
另外,作為製造本實施方式的彩色濾光片的方法,除光刻法以外可以採用噴墨法。在噴墨法中,通常使用熱固化性的著色組成物。 Further, as a method of manufacturing the color filter of the present embodiment, an inkjet method can be employed in addition to the photolithography method. In the inkjet method, a thermosetting coloring composition is usually used.
在這樣得到的彩色濾光片上,根據需要形成保護膜。作為保護膜,可以舉出由熱固化性樹脂組成物形成的有機膜、SiNx膜、SiOx膜等無機膜。 On the color filter thus obtained, a protective film is formed as needed. The protective film may, for example, be an organic film formed of a thermosetting resin composition, an inorganic film such as a SiN x film or a SiO x film.
<有機EL顯示元件> <Organic EL display element>
本發明的實施方式的有機EL顯示元件較佳為具有有機EL層(發光層),且具有本發明的實施方式的彩色濾光片而構成。而且,本發明的實施方式的有機EL顯示元件 較佳為具有本發明的實施方式的彩色濾光片和發出白色光的有機EL元件而構成。 The organic EL display device of the embodiment of the present invention preferably has an organic EL layer (light emitting layer) and has a color filter of an embodiment of the present invention. Moreover, the organic EL display element of the embodiment of the present invention It is preferably composed of a color filter of the embodiment of the present invention and an organic EL element that emits white light.
發出白色光的有機EL元件較佳為串聯結構。上述的專利文獻2和非專利文獻1中公開了有機EL元件的串聯結構。例如,有機EL元件在基板的一面具有在具備光反射性的下部電極和具備透光性的上部電極之間設置有機EL層的結構。此時,下部電極較佳為由在可見光的波長區域具有充分的反射率的材料構成。而且,下部電極為了作為陽極發揮功能,由功函數充分大的材料構成以能夠將空穴高效地注入有機EL層而較佳。作為此時的下部電極的構成材料,具體而言,可以舉出鎳(Ni)、銀(Ag)、金(Au)、鉑(Pt)、鈀(Pd)、硒(Se)、銠(Rh)、釕(Ru)、銥(Ir)、錸(Re)、鎢(W)、鉬(Mo)、鉻(Cr)、鉭(Ta)、鈮(Nb)等金屬或這些金屬的合金等。另外,也可以由與上部電極相同的透光性的材料構成下部電極,在其下層設置光反射層。 The organic EL element that emits white light preferably has a series structure. The above-described Patent Document 2 and Non-Patent Document 1 disclose a series structure of organic EL elements. For example, the organic EL element has a structure in which an organic EL layer is provided between one of the lower electrode having light reflectivity and the upper electrode having light transmissivity on one surface of the substrate. At this time, the lower electrode is preferably made of a material having a sufficient reflectance in a wavelength region of visible light. Further, in order to function as an anode, the lower electrode is preferably made of a material having a sufficiently large work function so that holes can be efficiently injected into the organic EL layer. Specific examples of the constituent material of the lower electrode at this time include nickel (Ni), silver (Ag), gold (Au), platinum (Pt), palladium (Pd), selenium (Se), and rhodium (Rh). ), a metal such as ruthenium (Ru), iridium (Ir), ruthenium (Re), tungsten (W), molybdenum (Mo), chromium (Cr), ruthenium (Ta), or niobium (Nb), or an alloy of these metals. Further, the lower electrode may be made of the same light transmissive material as the upper electrode, and the light reflecting layer may be provided under the layer.
上部電極為了作為陰極發揮功能,由功函數充分小的材料構成以能夠將電子高效地注入有機EL層而較佳。作為上部電極構成材料,具體而言,可舉出含有鋰(Li)、鎂(Mg)或鈣(Ca)等的相對有活性的金屬和銀(Ag)、鋁(Al)或銦(In)等的相對不活性的金屬的合金、或氧化錫(SnO2)、氧化銦錫(ITO;Indium Tin Oxide)、氧化鋅(ZnO)或氧化鈦(TiO2)等透光性的導電材料等。而且,上部電極例如可以具有積層了上述2種金屬(相對有活性的金屬和相對不活性的金屬)的積層結構。 In order to function as a cathode, the upper electrode is preferably made of a material having a sufficiently small work function to efficiently inject electrons into the organic EL layer. Specific examples of the upper electrode constituent material include relatively active metals such as lithium (Li), magnesium (Mg), and calcium (Ca), and silver (Ag), aluminum (Al), or indium (In). An alloy of a relatively inactive metal or a light-transmitting conductive material such as tin oxide (SnO 2 ), indium tin oxide (ITO), zinc oxide (ZnO) or titanium oxide (TiO 2 ). Further, the upper electrode may have, for example, a laminated structure in which the above two kinds of metals (relatively active metals and relatively inactive metals) are laminated.
有機EL層係包含多個發光層,具有積層了這些多個發光層的積層結構(串聯結構)。該有機EL層例如可以在多個發光層中包含紅色發光層、綠色發光層以及藍色發光層。而且,較佳為與多個發光層一起,彼等一併具有用於使發光層發光的多個發光輔助層。有機EL層例如可以是使發光層和發光輔助層交替積層的積層結構。 The organic EL layer includes a plurality of light-emitting layers, and has a laminated structure (series structure) in which the plurality of light-emitting layers are laminated. The organic EL layer may include, for example, a red light-emitting layer, a green light-emitting layer, and a blue light-emitting layer among the plurality of light-emitting layers. Further, it is preferable to have a plurality of light-emitting auxiliary layers for causing the light-emitting layer to emit light together with the plurality of light-emitting layers. The organic EL layer may be, for example, a laminated structure in which a light-emitting layer and a light-emitting auxiliary layer are alternately laminated.
具有這樣結構的有機EL層的有機EL元件可以發出白色光。此時,有機EL元件發出的白色光的光譜較佳為具有像非專利文獻1的第328頁、特表2010-527108號公報的圖3中公開的在藍色區域(430nm-485nm)、綠色區域(530nm-580nm)以及黃色區域(580nm-620nm)具有強的極大發光峰值。除了這些發光峰值,進一步更佳為在紅色區域(650nm-700nm)具有極大發光峰值。藉由將此種發出白色光的有機EL元件和具有含有上述著色劑的各色著色層的彩色濾光片組合,能夠得到NTSC比高的有機EL顯示元件。 The organic EL element having the organic EL layer thus structured can emit white light. In this case, the spectrum of the white light emitted from the organic EL element is preferably in the blue region (430 nm - 485 nm) and green as disclosed in FIG. 3 of Non-Patent Document 1, page 328, and JP-A-2010-527108. The region (530 nm - 580 nm) and the yellow region (580 nm - 620 nm) have strong maximum luminescence peaks. In addition to these luminescence peaks, it is further preferred to have a large luminescence peak in the red region (650 nm - 700 nm). By combining such an organic EL element that emits white light and a color filter having a coloring layer of each color containing the coloring agent, an organic EL display element having a high NTSC ratio can be obtained.
圖1係示意性地說明本實施方式的有機EL顯示元件的主要部分結構的截面圖。 Fig. 1 is a cross-sectional view schematically showing a configuration of a main part of an organic EL display element of the present embodiment.
圖1所示的本實施方式的有機EL顯示元件1係具有有機EL層2,具有上述的本實施方式的彩色濾光片3而構成。有機EL層2具有上述的串聯結構,構成發出白色光的有機EL元件。而且,彩色濾光片3例如在包含無鹼玻璃所構成的玻璃基板等透明基板4上構成,具有不同顏色的多個著色層5和在各著色層5之間設置的黑矩陣6。例如,較佳為彩色濾光片3具有紅色著色層、綠色著色層以 及藍色著色層這三色的著色層5而構成。 The organic EL display element 1 of the present embodiment shown in FIG. 1 has an organic EL layer 2 and has the above-described color filter 3 of the present embodiment. The organic EL layer 2 has the above-described series structure and constitutes an organic EL element that emits white light. Further, the color filter 3 is formed, for example, on a transparent substrate 4 such as a glass substrate including alkali-free glass, and has a plurality of colored layers 5 of different colors and a black matrix 6 provided between the respective colored layers 5. For example, it is preferable that the color filter 3 has a red colored layer and a green colored layer to And the three colored layers 5 of the blue colored layer are formed.
另外,彩色濾光片3的特徵係構成該彩色濾光片的多種顏色的著色層5中的至少一個含有多官能性抗氧化劑。著色層5如上所述使用著色組成物而形成。在本發明中,在著色組成物中含有多官能性抗氧化劑而使用。 Further, the color filter 3 is characterized in that at least one of the coloring layers 5 constituting the plurality of colors of the color filter contains a polyfunctional antioxidant. The colored layer 5 is formed using a coloring composition as described above. In the present invention, a polyfunctional antioxidant is used in the colored composition.
本實施方式的有機EL顯示元件1具有形成有機EL層2而具有的元件基板10。作為元件基板10,可使用無鹼玻璃等玻璃基板,除此之外,還可使用樹脂基板。在元件基板10上,在每個成為有機EL顯示元件1的圖像顯示單位的像素,形成未圖示的像素電路,構成元件層11。元件層11的像素電路係由藉由驅動有機EL層2而發光的薄膜電晶體(TFT:Thin Film Transistor)8、與其連接的驅動佈線(未圖示)、以及層間絕緣層(未圖示)等而構成。TFT8可以將低溫多晶矽、非晶矽作為活性層而構成。驅動佈線例如可藉由鋁(Al)、鋁銅合金(AlCu)等導電性材料構成。 The organic EL display element 1 of the present embodiment has the element substrate 10 which is formed by forming the organic EL layer 2. As the element substrate 10, a glass substrate such as an alkali-free glass can be used, and a resin substrate can also be used. On the element substrate 10, a pixel circuit (not shown) is formed in each pixel of the image display unit of the organic EL display element 1, and the element layer 11 is formed. The pixel circuit of the element layer 11 is a thin film transistor (TFT: Thin Film Transistor) 8 that emits light by driving the organic EL layer 2, a driving wiring (not shown) connected thereto, and an interlayer insulating layer (not shown). And so on. The TFT 8 can be formed by using low-temperature polycrystalline germanium or amorphous germanium as an active layer. The drive wiring can be made of, for example, a conductive material such as aluminum (Al) or aluminum-copper alloy (AlCu).
在元件層11上,配置絕緣性的平坦化層12。平坦化層12是將元件層11的TFT8和驅動佈線與有機EL層2之間電分離,並且使配置該有機EL層2的基底平坦化的層。平坦化層12例如藉由氧化矽(SiO2)等無機的絕緣性材料或包含丙烯酸樹脂等有機的絕緣性材料構成。 An insulating planarization layer 12 is disposed on the element layer 11. The planarization layer 12 is a layer that electrically separates the TFT 8 of the element layer 11 and the driving wiring from the organic EL layer 2, and planarizes the substrate on which the organic EL layer 2 is disposed. The planarization layer 12 is made of, for example, an inorganic insulating material such as cerium oxide (SiO 2 ) or an organic insulating material such as an acrylic resin.
在平坦化層12的上層,配置有被劃分成每個像素而構成有機EL元件的上述的光反射性的下部電極13。 In the upper layer of the planarization layer 12, the above-described light-reflecting lower electrode 13 which is divided into individual pixels and constitutes an organic EL element is disposed.
下部電極13每個像素地藉由元件層11的TFT8的汲極(未圖示)與貫通平坦化層12的接觸孔(未圖示)連接。 The lower electrode 13 is connected to a contact hole (not shown) penetrating the planarization layer 12 by a drain (not shown) of the TFT 8 of the element layer 11 for each pixel.
隔壁14在平面上將各像素劃分為格子狀。為了防止由光導致的誤動作,元件層11中的TFT8以配置在隔壁14的下層的方式構成。隔壁14例如由聚醯亞胺、聚苯并唑和丙烯酸樹脂等有機絕緣性材料或氧化矽等無機絕緣性材料構成。 The partition wall 14 divides each pixel into a lattice shape on a plane. In order to prevent malfunction due to light, the TFTs 8 in the element layer 11 are configured to be disposed on the lower layer of the partition walls 14. The partition 14 is made of, for example, polyimide, polybenzo An organic insulating material such as azole or acrylic resin or an inorganic insulating material such as cerium oxide.
有機EL層2以覆蓋下部電極13和隔壁14的方式形成為一面。另外,在圖1中,以單層表示有機EL層2,但實際上,如上述所述,形成為包含紅色、綠色、藍色等各色的發光層的積層結構。而且,有機EL層2中,包含上述的發光輔助層,除此之外,必要時,也包括空穴注入層、和電子注入層等。 The organic EL layer 2 is formed on one surface so as to cover the lower electrode 13 and the partition wall 14. In addition, in FIG. 1, the organic EL layer 2 is shown in a single layer, but actually, as described above, a laminated structure including light-emitting layers of respective colors such as red, green, and blue is formed. Further, the organic EL layer 2 includes the above-described light-emitting auxiliary layer, and if necessary, a hole injection layer, an electron injection layer, and the like are also included.
在有機EL層2的上層,配置上述的上部電極15。 The upper electrode 15 described above is disposed on the upper layer of the organic EL layer 2.
在上部電極15的上層設置保護層16。保護層16主要用於保護有機EL元件,例如係藉由氮化矽(SiN)等透光性介電性材料構成的鈍化膜。 A protective layer 16 is provided on the upper layer of the upper electrode 15. The protective layer 16 is mainly used for protecting an organic EL element, for example, a passivation film made of a light-transmitting dielectric material such as tantalum nitride (SiN).
在保護層16的上層,即保護層16和彩色濾光片3之間,配置黏合層17。這樣,在本實施方式的有機EL顯示元件1中,使用該黏合層17,使利用下部電極13和上部電極15夾持有機EL層2而構成的有機EL元件和彩色濾光片3進行貼合,使彼等一體地構成。黏合層17例如可以使用環氧基樹脂等透光性的熱固性樹脂而形成。 An adhesive layer 17 is disposed between the upper layer of the protective layer 16, that is, between the protective layer 16 and the color filter 3. In the organic EL display element 1 of the present embodiment, the organic EL element and the color filter 3 which are formed by sandwiching the organic EL layer 2 by the lower electrode 13 and the upper electrode 15 are attached by using the adhesive layer 17. They are combined to form one. The adhesive layer 17 can be formed, for example, by using a translucent thermosetting resin such as an epoxy resin.
從具有以上構成的本實施方式的有機EL顯示元件1的各像素射出與彩色濾光片3的色調對應的圖像光。例如,為具備紅色的著色層5的紅色像素時,如上述 般,從有機EL元件放射出的白色光入射到彩色濾光片3的紅色的著色層5。這樣,利用紅色的著色層5選擇紅色光,形成紅色的圖像光,從基板4側射出。另外,在具有綠色、藍色的著色層5而構成的像素中也相同。由此,在有機EL顯示元件1中,能夠藉由從多個各色像素射出的圖像光進行全彩色的圖像顯示。 The image light corresponding to the color tone of the color filter 3 is emitted from each pixel of the organic EL display element 1 of the present embodiment having the above configuration. For example, when it is a red pixel having a red coloring layer 5, as described above In general, white light emitted from the organic EL element is incident on the red coloring layer 5 of the color filter 3. In this way, red light is selected by the red coloring layer 5 to form red image light, which is emitted from the substrate 4 side. The same applies to the pixels having the green and blue coloring layers 5. Thereby, in the organic EL display element 1, it is possible to perform full-color image display by image light emitted from a plurality of pixels of respective colors.
以下,舉出實施例,進一步具體地說明本發明。其中,本發明並不限於下述實施例。 Hereinafter, the present invention will be specifically described by way of examples. However, the invention is not limited to the following examples.
<特定聚合物和特定聚合物以外的黏合劑樹脂的合成> <Synthesis of a binder resin other than a specific polymer and a specific polymer>
合成例1 Synthesis Example 1
在具備冷卻管和攪拌機的燒瓶中,裝入丙二醇單甲醚乙酸酯150質量分、甲基丙烯酸15質量分、甲基丙烯酸2-羥基乙酯15質量分、甲基丙烯酸甲酯12質量分、甲基丙烯酸環己酯20質量分、甲基丙烯酸丁酯25質量分、琥珀酸單(2-丙烯醯氧基乙酯)12質量分、1,2,2,6,6-五甲基哌啶基甲基丙烯酸酯(日立化成股份有限公司製,商品名:FA-711MM)1質量分、2,2'-偶氮雙(2,4-二甲基戊腈)3質量分以及新戊四醇四(3-巰基丙酸酯)3質量分的混合溶液進行氮置換,在80℃聚合3小時。其後,使反應溶液的溫度升溫至90℃,進一步進行1小時聚合,從而得到樹脂溶液(固體成分濃度=40質量%)。得到的樹脂為Mw=11000、Mn=5600、Mw/Mn=1.96。將該樹脂作為特定聚合物(B-1)。 In a flask equipped with a cooling tube and a stirrer, 150 parts by mass of propylene glycol monomethyl ether acetate, 15 parts by mass of methacrylic acid, 15 parts by mass of 2-hydroxyethyl methacrylate, and 12 parts by mass of methyl methacrylate were charged. , 20 parts by mass of cyclohexyl methacrylate, 25 parts by mass of butyl methacrylate, 12 parts by mass of mono(2-propenyloxyethyl) succinate, 1,2,2,6,6-pentamethyl Piperidinyl methacrylate (manufactured by Hitachi Chemical Co., Ltd., trade name: FA-711MM) 1 mass fraction, 2,2'-azobis(2,4-dimethylvaleronitrile) 3 mass fraction and new A mixed solution of pentaerythritol tetrakis(3-mercaptopropionate) 3 parts by mass was subjected to nitrogen substitution, and polymerization was carried out at 80 ° C for 3 hours. Thereafter, the temperature of the reaction solution was raised to 90 ° C, and further polymerization was carried out for 1 hour to obtain a resin solution (solid content concentration = 40% by mass). The obtained resin was Mw = 11,000, Mn = 5,600, and Mw / Mn = 1.96. This resin was designated as a specific polymer (B-1).
合成例2 Synthesis Example 2
在具備冷卻管和攪拌機的燒瓶中,裝入丙二醇單甲醚乙酸酯150質量分、甲基丙烯酸15質量分、甲基丙烯酸2-羥基乙酯15質量分、甲基丙烯酸甲酯12質量分、甲基丙烯酸環己酯20質量分、甲基丙烯酸丁酯25質量分、琥珀酸單(2-丙烯醯氧基乙酯)12質量分、2-三級丁基-6-(3-三級丁基-6-(3-三級丁基-2-羥基-5-甲基苄基)-4-甲基苯基丙烯酸酯(住友化學股份有限公司製,商品名:Sumilizer(註冊商標)GM)1質量分、三級丁基過氧化-2-乙基己酸酯(日油股份有限公司製,商品名:PERBUTYL(註冊商標)O)1質量分、2,2'-偶氮雙(2,4-二甲基戊腈)3質量分以及新戊四醇四(3-巰基丙酸酯)3質量分的混合溶液進行氮置換,在80℃進行3小時聚合。其後,使反應溶液的溫度升溫至90℃,進一步進行1小時聚合,從而得到樹脂溶液(固體成分濃度=40質量%)。得到的樹脂為Mw=11300、Mn=5700、Mw/Mn=1.98。將該樹脂作為特定聚合物(B-2)。 In a flask equipped with a cooling tube and a stirrer, 150 parts by mass of propylene glycol monomethyl ether acetate, 15 parts by mass of methacrylic acid, 15 parts by mass of 2-hydroxyethyl methacrylate, and 12 parts by mass of methyl methacrylate were charged. , 20 parts by mass of cyclohexyl methacrylate, 25 parts by mass of butyl methacrylate, 12 parts by mass of succinic acid mono(2-propenyloxyethyl ester), 2-tert-butyl butyl-6-(3-three Grade butyl-6-(3-tert-butyl-2-hydroxy-5-methylbenzyl)-4-methylphenyl acrylate (manufactured by Sumitomo Chemical Co., Ltd., trade name: Sumilizer (registered trademark) GM) 1 mass fraction, tertiary butyl peroxy-2-ethylhexanoate (manufactured by Nippon Oil Co., Ltd., trade name: PERBUTYL (registered trademark) O) 1 mass fraction, 2,2'-azo double A mixed solution of 3 parts by mass of (2,4-dimethylvaleronitrile) and 3 parts by mass of pentaerythritol tetrakis(3-mercaptopropionate) was subjected to nitrogen substitution, and polymerization was carried out at 80 ° C for 3 hours. Thereafter, The temperature of the reaction solution was raised to 90 ° C, and further polymerization was carried out for 1 hour to obtain a resin solution (solid content concentration = 40% by mass). The obtained resin was Mw = 1,300, Mn = 5,700, and Mw / Mn = 1.98. As Polymer predetermined (B-2).
合成例3 Synthesis Example 3
在具備冷卻管和攪拌機的燒瓶中,裝入丙二醇單甲醚乙酸酯100質量分進行氮置換。加熱到80℃,以相同溫度經2小時滴加丙二醇單甲醚乙酸酯50質量分、甲基丙烯酸20質量分、甲基丙烯酸2-羥基乙酯15質量分、甲基丙烯酸環己酯22質量分、甲基丙烯酸十二烷基酯22質量分、琥珀酸單(2-丙烯醯氧基乙酯)20質量分、1,2,2,6,6-五甲基哌啶基甲基丙烯酸酯1質量分、2,2'-偶氮雙(2,4-二 甲基戊腈)3質量分以及新戊四醇四(3-巰基丙酸酯)3質量分的混合溶液,保持該溫度進行1小時聚合。其後,使反應溶液的溫度升溫至90℃,進一步進行1小時聚合,從而得到樹脂溶液(固體成分濃度=40質量%)。得到的樹脂為Mw=10800、Mn=5200、Mw/Mn=2.08。將該樹脂作為特定聚合物(B-3)。 In a flask equipped with a cooling tube and a stirrer, 100 parts by mass of propylene glycol monomethyl ether acetate was placed and replaced with nitrogen. Heating to 80 ° C, adding 50 parts by mass of propylene glycol monomethyl ether acetate, 20 parts by mass of methacrylic acid, 15 parts by mass of 2-hydroxyethyl methacrylate, cyclohexyl methacrylate 22 at the same temperature over 2 hours. Mass, 22 parts by mass of dodecyl methacrylate, 20 parts by mass of mono(2-propenyloxyethyl) succinate, 1,2,2,6,6-pentamethylpiperidinylmethyl Acrylate 1 mass fraction, 2,2'-azobis (2,4-di A mixed solution of 3 parts by mass of methylvaleronitrile and 3 parts by mass of pentaerythritol tetrakis(3-mercaptopropionate) was maintained at this temperature for 1 hour. Thereafter, the temperature of the reaction solution was raised to 90 ° C, and further polymerization was carried out for 1 hour to obtain a resin solution (solid content concentration = 40% by mass). The obtained resin was Mw = 10,800, Mn = 5,200, and Mw / Mn = 2.08. This resin was designated as a specific polymer (B-3).
合成例4 Synthesis Example 4
在具備冷卻管和攪拌機的燒瓶中,裝入丙二醇單甲醚乙酸酯150質量分、甲基丙烯酸20質量分、甲基丙烯酸2-羥基乙酯15質量分、二環戊基甲基丙烯酸酯22質量分、十八烷基甲基丙烯酸酯22質量分、琥珀酸單(2-丙烯醯氧基乙酯)20質量分、1,2,2,6,6-五甲基哌啶基甲基丙烯酸酯1質量分、2,2'-偶氮雙(2,4-二甲基戊腈)3質量分以及新戊四醇四(3-巰基丙酸酯)3質量分的混合溶液進行氮置換,在80℃進行3小時聚合。其後,使反應溶液的溫度升溫至90℃,進一步進行1小時聚合,從而得到樹脂溶液(固體成分濃度=40質量%)。得到的樹脂為Mw=11000、Mn=5400、Mw/Mn=2.04。將該樹脂作為特定聚合物(B-4)。 In a flask equipped with a cooling tube and a stirrer, 150 parts by mass of propylene glycol monomethyl ether acetate, 20 parts by mass of methacrylic acid, 15 parts by mass of 2-hydroxyethyl methacrylate, and dicyclopentyl methacrylate were charged. 22 parts by mass, octadecyl methacrylate 22 parts by mass, succinic acid mono(2-propenyloxyethyl ester) 20 parts by mass, 1,2,2,6,6-pentamethylpiperidinyl group a mixed solution of 1 part by mass of acrylate, 3 parts by mass of 2,2'-azobis(2,4-dimethylvaleronitrile), and 3 parts by mass of pentaerythritol tetrakis(3-mercaptopropionate) Nitrogen replacement was carried out at 80 ° C for 3 hours. Thereafter, the temperature of the reaction solution was raised to 90 ° C, and further polymerization was carried out for 1 hour to obtain a resin solution (solid content concentration = 40% by mass). The obtained resin was Mw = 11,000, Mn = 5,400, and Mw / Mn = 2.04. This resin was designated as a specific polymer (B-4).
合成例5 Synthesis Example 5
在具備冷卻管和攪拌機的燒瓶中,裝入丙二醇單甲醚乙酸酯150質量分、甲基丙烯酸15質量分、甲基丙烯酸2-羥基乙酯15質量分、甲基丙烯酸甲酯12質量分、甲基丙烯酸環己酯20質量分、甲基丙烯酸丁酯25質量分、琥珀酸單(2-丙烯醯氧基乙酯)12質量分、2,2,6,6-四甲基哌 啶基甲基丙烯酸酯(日立化成股份有限公司製,商品名:FA-712HM)1質量分、2,2'-偶氮雙(2,4-二甲基戊腈)3質量分以及具有硫醇基的矽倍半氧烷的丙二醇單甲醚乙酸酯溶液(荒川化學工業股份有限公司製,COMPOCERAN(註冊商標)SQ SERIES,固體成分濃度=25質量%)12質量分的混合溶液進行氮置換,在80℃進行3小時聚合。其後,使反應溶液的溫度升溫至90℃,進一步進行1小時聚合,從而得到樹脂溶液(固體成分濃度=40質量%)。得到的樹脂為Mw=12100、Mn=5100、Mw/Mn=2.37。將該樹脂作為特定聚合物(B-5)。 In a flask equipped with a cooling tube and a stirrer, 150 parts by mass of propylene glycol monomethyl ether acetate, 15 parts by mass of methacrylic acid, 15 parts by mass of 2-hydroxyethyl methacrylate, and 12 parts by mass of methyl methacrylate were charged. , 20 parts by mass of cyclohexyl methacrylate, 25 parts by mass of butyl methacrylate, 12 parts by mass of succinic acid mono(2-propenyloxyethyl ester), 2,2,6,6-tetramethylper Pyridyl methacrylate (manufactured by Hitachi Chemical Co., Ltd., trade name: FA-712HM) 1 part by mass, 2,2'-azobis(2,4-dimethylvaleronitrile) 3 parts by mass and sulfur Alcohol-based sesquipropane propylene glycol monomethyl ether acetate solution (manufactured by Arakawa Chemical Industries Co., Ltd., COMPOCERAN (registered trademark) SQ SERIES, solid content concentration = 25% by mass), a mixed solution of 12 parts by mass of nitrogen The substitution was carried out at 80 ° C for 3 hours. Thereafter, the temperature of the reaction solution was raised to 90 ° C, and further polymerization was carried out for 1 hour to obtain a resin solution (solid content concentration = 40% by mass). The obtained resin was Mw = 12100, Mn = 5100, and Mw / Mn = 2.37. This resin was designated as a specific polymer (B-5).
合成例6 Synthesis Example 6
在具備冷卻管和攪拌機的燒瓶中,裝入丙二醇單甲醚乙酸酯150質量分、甲基丙烯酸20質量分、甲基丙烯酸2-羥基乙酯39質量分、甲基丙烯酸環己酯15質量分、甲基丙烯酸甲酯10質量分、3-乙基-3-丙烯醯氧基甲基氧雜環丁烷10質量分、琥珀酸單(2-丙烯醯氧基乙酯)15質量分、1,2,2,6,6-五甲基哌啶基甲基丙烯酸酯1質量分、2,2'-偶氮雙(2,4-二甲基戊腈)3質量分以及新戊四醇四(3-巰基丙酸酯)4質量分的混合溶液進行氮置換,在80℃進行3小時聚合。其後,使反應溶液的溫度升溫至90℃,進一步進行1小時聚合,從而得到樹脂溶液。向該樹脂溶液中加入甲基丙烯酸2-異氰基乙酯56質量分和丙二醇單甲醚乙酸酯85質量分,在110℃的溫度下反應9小時。對反應結束後的樹脂溶液進行2次水洗,進行減壓濃縮,從而得到固體成分濃度40重量%的樹脂溶液。得到的樹脂為Mw =11600、Mn=5700、Mw/Mn=2.03。將該樹脂作為特定聚合物(B-6)。 In a flask equipped with a cooling tube and a stirrer, 150 parts by mass of propylene glycol monomethyl ether acetate, 20 parts by mass of methacrylic acid, 39 parts by mass of 2-hydroxyethyl methacrylate, and 15 parts by mass of cyclohexyl methacrylate were charged. 10 parts by mass of methyl methacrylate, 10 parts by mass of 3-ethyl-3-propenyloxymethyloxetane, 15 parts by mass of mono(2-propenyloxyethyl) succinate, 1,2,2,6,6-pentamethylpiperidinyl methacrylate 1 mass fraction, 2,2'-azobis(2,4-dimethylvaleronitrile) 3 mass fraction and neopenta tetra A mixed solution of tetrakis(3-mercaptopropionate) 4 parts by mass was subjected to nitrogen substitution, and polymerization was carried out at 80 ° C for 3 hours. Thereafter, the temperature of the reaction solution was raised to 90 ° C, and further polymerization was carried out for 1 hour to obtain a resin solution. To the resin solution, 56 parts by mass of 2-isocyanoethyl methacrylate and 85 parts by mass of propylene glycol monomethyl ether acetate were added, and the mixture was reacted at a temperature of 110 ° C for 9 hours. The resin solution after completion of the reaction was washed twice with water, and concentrated under reduced pressure to obtain a resin solution having a solid concentration of 40% by weight. The obtained resin is Mw =11600, Mn=5700, Mw/Mn=2.03. This resin was designated as a specific polymer (B-6).
合成例7 Synthesis Example 7
在具備冷卻管和攪拌機的燒瓶中,裝入丙二醇單甲醚乙酸酯150質量分、甲基丙烯酸15質量分、甲基丙烯酸2-羥基乙酯15質量分、甲基丙烯酸甲酯12質量分、甲基丙烯酸環己酯22質量分、甲基丙烯酸丁酯23質量分、琥珀酸單(2-丙烯醯氧基乙酯)12質量分,1,2,2,6,6-五甲基哌啶基甲基丙烯酸酯1質量分、2,2'-偶氮雙(2,4-二甲基戊腈)3質量分以及吡唑-1-二硫代甲酸氰基(二甲基)甲基酯4質量分的混合溶液進行氮置換,在80℃進行3小時聚合。其後,使反應溶液的溫度升溫至90℃,進一步進行1小時聚合,從而得到樹脂溶液(固體成分濃度=40質量%)。得到的樹脂為Mw=9800、Mn=7600、Mw/Mn=1.29。將該樹脂作為特定聚合物(B-7)。 In a flask equipped with a cooling tube and a stirrer, 150 parts by mass of propylene glycol monomethyl ether acetate, 15 parts by mass of methacrylic acid, 15 parts by mass of 2-hydroxyethyl methacrylate, and 12 parts by mass of methyl methacrylate were charged. , 22 parts by mass of cyclohexyl methacrylate, 23 parts by mass of butyl methacrylate, 12 parts by mass of mono(2-propenyloxyethyl) succinate, 1,2,2,6,6-pentamethyl Piperidinyl methacrylate 1 part by mass, 2,2'-azobis(2,4-dimethylvaleronitrile) 3 parts by mass and pyrazole-1-dithiocarbamic acid cyano (dimethyl) A mixed solution of 4 parts by mass of methyl ester was subjected to nitrogen substitution, and polymerization was carried out at 80 ° C for 3 hours. Thereafter, the temperature of the reaction solution was raised to 90 ° C, and further polymerization was carried out for 1 hour to obtain a resin solution (solid content concentration = 40% by mass). The obtained resin was Mw = 9800, Mn = 7600, and Mw / Mn = 1.29. This resin was designated as a specific polymer (B-7).
合成例8 Synthesis Example 8
在具備冷卻管和攪拌機的燒瓶中,裝入丙二醇單甲醚乙酸酯100質量分進行氮置換。加熱到80℃,以相同溫度,經2小時滴加丙二醇單甲醚乙酸酯50質量分、甲基丙烯酸20質量分、苯乙烯10質量分、甲基丙烯酸2-羥基乙酯15質量分、甲基丙烯酸2-乙基己酯28質量分、N-苯基馬來醯亞胺12質量分、琥珀酸單(2-丙烯醯氧基乙酯)15質量分以及2,2'-偶氮雙(2,4-二甲基戊腈)6質量分的混合溶液,保持該溫度進行1小時聚合。其後,使反應溶液的溫度升溫至90℃,進一步進行1小時聚合,從而得到樹脂 溶液(固體成分濃度=40質量%)。得到的樹脂為Mw=10500、Mn=7900、Mw/Mn=1.33。將該樹脂作為黏合劑樹脂(B-8)。 In a flask equipped with a cooling tube and a stirrer, 100 parts by mass of propylene glycol monomethyl ether acetate was placed and replaced with nitrogen. Heating to 80 ° C, at the same temperature, adding 50 parts by mass of propylene glycol monomethyl ether acetate, 20 parts by mass of methacrylic acid, 10 parts by mass of styrene, 15 parts by mass of 2-hydroxyethyl methacrylate at 2 hours, 2-Ethylhexyl methacrylate 28 parts by mass, N-phenylmaleimide 12 parts by mass, succinic acid mono(2-propenyloxyethyl ester) 15 parts by mass, and 2,2'-azo A mixed solution of bis(2,4-dimethylvaleronitrile) 6 parts by mass was maintained at this temperature for 1 hour. Thereafter, the temperature of the reaction solution was raised to 90 ° C, and further polymerization was carried out for 1 hour to obtain a resin. Solution (solid content concentration = 40% by mass). The obtained resin was Mw = 10,500, Mn = 7,900, and Mw / Mn = 1.33. This resin was used as a binder resin (B-8).
合成例9 Synthesis Example 9
在具備冷卻管的燒瓶中投入丙二醇單甲醚乙酸酯150質量分、N-苯基馬來醯亞胺8質量分、苯乙烯15質量分、甲基丙烯酸苄酯15質量分、甲基丙烯酸2-乙基己酯32質量分、甲基丙烯酸2-羥基乙酯15質量分、甲基丙烯酸15質量分、偶氮雙異丁腈3質量分以及α-甲基苯乙烯二聚物4質量分,在90℃進行4小時聚合後,追加偶氮雙異丁腈0.5質量分進一步進行1小時聚合。其後,使反應溶液的溫度升溫到100℃,進行1小時攪拌,從而得到樹脂溶液(固體成分濃度=40質量%)。得到的樹脂為Mw=11500、Mn=6800、Mw/Mn=1.68。將該樹脂作為黏合劑樹脂(B-9)。 In a flask equipped with a cooling tube, 150 parts by mass of propylene glycol monomethyl ether acetate, 8 parts by mass of N-phenylmaleimide, 15 parts by mass of styrene, 15 parts by mass of benzyl methacrylate, and methacrylic acid were placed. 32 parts by mass of 2-ethylhexyl ester, 15 parts by mass of 2-hydroxyethyl methacrylate, 15 parts by mass of methacrylic acid, 3 parts by mass of azobisisobutyronitrile, and 4 mass of α -methylstyrene dimer 4 After the polymerization was carried out at 90 ° C for 4 hours, 0.5 parts by mass of azobisisobutyronitrile was added thereto, and further polymerization was carried out for 1 hour. Thereafter, the temperature of the reaction solution was raised to 100 ° C, and the mixture was stirred for 1 hour to obtain a resin solution (solid content concentration = 40% by mass). The obtained resin was Mw = 11,500, Mn = 6,800, and Mw / Mn = 1.68. This resin was used as a binder resin (B-9).
合成例10 Synthesis Example 10
在具備冷卻管的燒瓶中裝入丙二醇單甲醚乙酸酯150質量分、2-三級丁基-6-(3-三級丁基-6-(3-三級丁基-2-羥基-5-甲基苄基)-4-甲基苯基丙烯酸酯100質量分、三級丁基過氧化-2-乙基己酸酯(日本油脂股份有限公司製,商品名:PERBUTYL(註冊商標)O)進行氮置換,在90℃進行4小時聚合。其後,將反應溶液的溫度升溫至110℃,進行1小時攪拌,從而得到樹脂溶液(固體成分濃度=40質量%)。將該樹脂作為特定聚合物(B-10)。 In a flask equipped with a cooling tube, propylene glycol monomethyl ether acetate 150 parts by mass, 2-tris-butyl-6-(3-tert-butyl-6-(3-tert-butyl-2-hydroxyl) -5-Methylbenzyl)-4-methylphenyl acrylate 100 parts by mass, tertiary butyl peroxy-2-ethylhexanoate (manufactured by Nippon Oil & Fat Co., Ltd., trade name: PERBUTYL (registered trademark O) The nitrogen substitution was carried out, and the polymerization was carried out at 90 ° C for 4 hours. Thereafter, the temperature of the reaction solution was raised to 110 ° C, and the mixture was stirred for 1 hour to obtain a resin solution (solid content concentration = 40% by mass). As a specific polymer (B-10).
合成例11 Synthesis Example 11
在具備冷卻管的燒瓶中裝入丙二醇單甲醚乙酸酯150質量分、1,2,2,6,6-五甲基哌啶基甲基丙烯酸酯100質量分、三級丁基過氧化-2-乙基己酸酯(日本油脂股份有限公司製,商品名:PERBUTYL(註冊商標)O)進行氮置換,在90℃進行4小時聚合。其後,將反應溶液的溫度升溫至110℃,進行1小時攪拌,從而得到樹脂溶液(固體成分濃度=40質量%)。將該樹脂作為特定聚合物(B-11)。 In a flask equipped with a cooling tube, 150 parts by mass of propylene glycol monomethyl ether acetate, 100 parts by mass of 1,2,2,6,6-pentamethylpiperidyl methacrylate, and tertiary butyl peroxidation were charged. 2-Ethylhexanoate (manufactured by Nippon Oil & Fat Co., Ltd., trade name: PERBUTYL (registered trademark) O) was replaced with nitrogen, and polymerization was carried out at 90 ° C for 4 hours. Thereafter, the temperature of the reaction solution was raised to 110 ° C, and the mixture was stirred for 1 hour to obtain a resin solution (solid content concentration = 40% by mass). This resin was designated as a specific polymer (B-11).
<紅色顏料分散液的製備> <Preparation of Red Pigment Dispersion>
顏料分散液製備例1 Pigment dispersion preparation example 1
使用作為著色劑的13質量分C.I.顏料紅254、作為分散劑的11.5質量分(固體成分濃度=40質量%)BYK-LPN21116(BYK-Chemie(BYK)公司製)、11.0質量分特定聚合物(B-1)、作為溶劑的丙二醇單甲醚乙酸酯64.5質量分和丙二醇單甲醚1.5質量分,利用珠磨機進行混合‧分散來製備紅色的顏料分散液(A-1)。 13 mass parts of CI Pigment Red 254 as a coloring agent, 11.5 parts by mass (solid content concentration = 40% by mass) BYK-LPN21116 (manufactured by BYK-Chemie (BYK) Co., Ltd.), and 11.0 parts by mass of a specific polymer (as a dispersing agent) were used. B-1), 64.5 parts by mass of propylene glycol monomethyl ether acetate as a solvent and 1.5 parts by mass of propylene glycol monomethyl ether were mixed and dispersed by a bead mill to prepare a red pigment dispersion liquid (A-1).
顏料分散液製備例2~11 Pigment dispersion preparation example 2~11
在顏料分散液製備例1中,按表1所示對各成分的種類和配合量進行變更,除此之外,與顏料分散液製備例1同樣地製備紅色的顏料分散液(A-2)~(A-11)。 In the pigment dispersion preparation example 1, a red pigment dispersion liquid (A-2) was prepared in the same manner as in the pigment dispersion preparation example 1 except that the type and amount of each component were changed as shown in Table 1. ~(A-11).
在表1中,「R254」是指C.I.顏料紅254,「R242」是指C.I.顏料紅242,「R177」是指C.I.顏料紅177,「R264」是指C.I.顏料紅264,「Y150」是指C.I.顏料黃150,「Y139」是指C.I.顏料黃139,「LPN21116」是指BYK-LPN21116(BYK-Chemie(BYK)公司製),「PGMEA」是指丙二醇單甲醚乙酸酯,「PGME」是指丙二醇單甲醚。 In Table 1, "R254" means CI Pigment Red 254, "R242" means CI Pigment Red 242, "R177" means CI Pigment Red 177, "R264" means CI Pigment Red 264, and "Y150" means CI Pigment Yellow 150, "Y139" means CI Pigment Yellow 139, "LPN21116" means BYK-LPN21116 (BYK-Chemie (BYK)), "PGMEA" means propylene glycol monomethyl ether acetate, "PGME" Refers to propylene glycol monomethyl ether.
<感放射線性紅色組成物的製備> <Preparation of Radiation-Linear Red Composition>
感放射線性著色組成物製備例1 Radiation-sensitive coloring composition preparation example 1
將顏料分散液(A-1)600質量分、作為黏合劑樹脂的特定聚合物(B-1)溶液137.5質量分、作為交聯劑的二新戊 四醇六丙烯酸酯和二新戊四醇五丙烯酸酯的混合物(日本化藥股份有限公司製,商品名KAYARAD(註冊商標)MAX-3510)70質量分、作為光聚合起始劑的2-苄基-2-二甲基氨基-1-(4-啉代苯基)丁烷-1-酮(BASF公司製,商品名IRGACURE(註冊商標)369)30質量分、2,4-二乙基噻噸酮5質量分、具有硫醇基的矽倍半氧烷的丙二醇單甲醚乙酸酯溶液(荒川化學工業股份有限公司製,COMPOCERAN(註冊商標)SQ SERIES,固體成分濃度=25質量%)1質量分、以及作為溶劑的3-乙氧基丙酸乙酯230質量分和乙酸甲氧基丁酯790質量分進行混合,製備液狀的紅色組成物(R-1)。 600 parts by mass of the pigment dispersion (A-1), 137.5 parts by mass of a specific polymer (B-1) solution as a binder resin, dipentaerythritol hexaacrylate and dipentaerythritol as a crosslinking agent a mixture of pentaacrylate (manufactured by Nippon Kayaku Co., Ltd., trade name KAYARAD (registered trademark) MAX-3510) 70 parts by mass, 2-benzyl-2-dimethylamino-1- as a photopolymerization initiator (4- Phenyl phenyl)butan-1-one (manufactured by BASF Corporation, trade name IRGACURE (registered trademark) 369) 30 parts by mass, 2,4-diethyl thioxanthone 5 parts by mass, 矽 times with thiol group A propylene glycol monomethyl ether acetate solution of a hemi-oxyalkylene (manufactured by Arakawa Chemical Co., Ltd., COMPOCERAN (registered trademark) SQ SERIES, solid content concentration = 25% by mass), 1 part by mass, and 3-ethoxy group as a solvent A liquid red component (R-1) was prepared by mixing 230 parts by mass of ethyl propionate and 790 parts by mass of methoxybutyl acetate.
感放射線性著色組成物製備例2~11 Radiation-sensitive coloring composition preparation example 2~11
在感放射線性著色組成物製備例1中,按表2所示對各成分的種類和配合量進行變更,除此之外,與感放射線性著色組成物製備例1同樣地製備液狀的紅色組成物(R-2)~(R-11)。 In the preparation example 1 of the radiation-sensitive coloring composition, a liquid red color was prepared in the same manner as in the preparation of the radiation-sensitive coloring composition, except that the type and amount of each component were changed as shown in Table 2. Composition (R-2) ~ (R-11).
在表2中,各成分如下所述。 In Table 2, each component is as follows.
C-1:二新戊四醇六丙烯酸酯和二新戊四醇五丙烯酸酯的混合物(日本化藥股份有限公司製,商品名KAYARAD(註冊商標)MAX-3510) C-1: a mixture of dipentaerythritol hexaacrylate and dipentaerythritol pentaacrylate (manufactured by Nippon Kayaku Co., Ltd., trade name KAYARAD (registered trademark) MAX-3510)
D-1:2-苄基-2-二甲基氨基-1-(4-啉代苯基)丁烷-1-酮(BASF公司製,商品名IRGACURE(註冊商標)369) D-1: 2-benzyl-2-dimethylamino-1-(4- Olefinophenyl)butan-1-one (manufactured by BASF Corporation, trade name IRGACURE (registered trademark) 369)
D-2:2,4-二乙基噻噸酮 D-2: 2,4-diethylthioxanthone
G-1:具有硫醇基的倍半矽氧烷的丙二醇單甲醚乙酸酯25質量%溶液(荒川化學工業股份有限公司製,COMPOCERAN(註冊商標)SQ SERIES) G-1: a propylene glycol monomethyl ether acetate 5% by mass solution of a sesquioxane having a thiol group (COMPOCERAN (registered trademark) SQ SERIES, manufactured by Arakawa Chemical Industries, Ltd.)
E-1:新戊四醇四[3-(3,5-二三級丁基-4-羥基苯基)丙酸酯](股份有限公司ADEKA製,商品名ADK STAB(註冊商標)AO-60) E-1: pentaerythritol tetrakis[3-(3,5-ditributyl-4-hydroxyphenyl)propionate] (manufactured by ADEKA Co., Ltd., trade name ADK STAB (registered trademark) AO- 60)
E-2:新戊四醇四(3-十二烷基硫代丙酸酯)(股份有限 公司ADEKA製,商品名AO-412S) E-2: pentaerythritol tetrakis(3-dodecylthiopropionate) Company ADEKA system, trade name AO-412S)
E-3:三級丁基兒茶酚 E-3: Tert-butyl catechol
F-1:3-乙氧基丙酸乙酯 F-1: ethyl 3-ethoxypropionate
F-2:乙酸甲氧基丁基酯 F-2: methoxybutyl acetate
<綠色顏料分散液的製備> <Preparation of Green Pigment Dispersion>
顏料分散液製備例12 Pigment Dispersion Preparation Example 12
使用作為著色劑的6.8質量分C.I.顏料綠58、6.2質量分C.I.顏料黃150、作為分散劑的BYK-LPN21116(BYK-Chemie(BYK)公司製)10.8質量分(固體成分濃度=40質量%)、特定聚合物(B-1)溶液13.0質量分、作為溶劑的丙二醇單甲醚乙酸酯61.5質量分和丙二醇單甲醚1.7質量分,利用珠磨機進行混合.分散,製備綠色的顏料分散液(A-12)。 6.8 parts by mass of CI pigment green 58, 6.2 parts by mass of CI pigment yellow 150, and BYK-LPN 21116 (manufactured by BYK-Chemie (BYK)) as a dispersing agent were used as a coloring agent (solid content concentration = 40% by mass) 13.0 parts by mass of a specific polymer (B-1) solution, 61.5 parts by mass of propylene glycol monomethyl ether acetate as a solvent, and 1.7 parts by mass of propylene glycol monomethyl ether, and mixed by a bead mill. Dispersion, preparation of a green pigment dispersion (A-12).
顏料分散液製備例13~23 Pigment Dispersion Preparation Examples 13~23
在顏料分散液製備例12中,按表3所示對各成分的種類和配合量進行變更,除此之外,與顏料分散液製備例12同樣地製備綠色的顏料分散液(A-13)~(A-23)。 In the pigment dispersion preparation example 12, a green pigment dispersion liquid (A-13) was prepared in the same manner as in the pigment dispersion preparation example 12 except that the type and amount of each component were changed as shown in Table 3. ~(A-23).
在表3中,「G58」是指C.I.顏料綠58,「Y150」是指C.I.顏料黃150,「Y138」是指C.I.顏料黃138,「G7」是指C.I.顏料綠7,「Y185」是指C.I.顏料黃185,「Y139」是指C.I.顏料黃139,「LPN21116」是指BYK-LPN21116(BYK-Chemie(BYK)公司製),「PGMEA」是指丙二醇單甲醚乙酸酯,「PGME」是指丙二醇單甲醚,「PGEE」是指丙二醇單乙基醚。 In Table 3, "G58" means CI Pigment Green 58, "Y150" means CI Pigment Yellow 150, "Y138" means CI Pigment Yellow 138, "G7" means CI Pigment Green 7, and "Y185" means CI Pigment Yellow 185, "Y139" means CI Pigment Yellow 139, "LPN21116" means BYK-LPN21116 (BYK-Chemie (BYK)), "PGMEA" means propylene glycol monomethyl ether acetate, "PGME" Refers to propylene glycol monomethyl ether, and "PGEE" refers to propylene glycol monoethyl ether.
<感放射線性綠色組成物的製備> <Preparation of Radiation-Linear Green Composition>
感放射線性著色組成物製備例12 Radiation-sensitive coloring composition preparation example 12
將顏料分散液(A-12)1025質量分、作為黏合劑樹脂的特定聚合物(B-1)溶液65質量分、作為交聯劑的二新戊四醇六丙烯酸酯和二新戊四醇五丙烯酸酯的混合物(日本化藥股份有限公司製,商品名KAYARAD(註冊商標)MAX-3510)70質量分、作為光聚合起始劑的2-苄基-2-二甲基氨基-1-(4-啉代苯基)丁烷-1-酮(BASF公司製,商品名IRGACURE(註冊商標)369)25質量分、2,4-二乙基噻噸酮5質量分、具有硫醇基的倍半矽氧烷的丙二醇單甲醚乙酸酯溶液(荒川化學工業股份有限公司製,COMPOCERAN(註冊商標)SQ SERIES,固體成分濃度=25質量%)1質量分、非離子系界面活性劑EMULGEN A-60(花王股份有限公司製)的丙二醇單甲醚乙酸酯5質量%溶液10質量分以及作為溶劑的3-乙氧基丙酸乙酯200質量分和乙酸甲氧基丁基酯1050質量分進行混合,製備液狀的綠色組成物(G-1)。 1025 parts by mass of the pigment dispersion (A-12), 65 parts by mass of a specific polymer (B-1) solution as a binder resin, dipentaerythritol hexaacrylate and dipentaerythritol as a crosslinking agent a mixture of pentaacrylate (manufactured by Nippon Kayaku Co., Ltd., trade name KAYARAD (registered trademark) MAX-3510) 70 parts by mass, 2-benzyl-2-dimethylamino-1- as a photopolymerization initiator (4- Phenyl phenyl)butan-1-one (manufactured by BASF Corporation under the trade name IRGACURE (registered trademark) 369) 25 parts by mass, 2,4-diethyl thioxanthone 5 parts by mass, and half of a thiol group Propylene glycol monomethyl ether acetate solution of decane (COMPOCERAN (registered trademark) SQ SERIES, solid content concentration = 25% by mass) 1 mass point, nonionic surfactant EMULGEN A- 60 (manufactured by Kao Co., Ltd.) propylene glycol monomethyl ether acetate 5 mass% solution 10 parts by mass and ethyl 3-ethoxypropionate 200 parts by mass and methoxybutyl acetate 1050 parts by mass The mixture was mixed to prepare a liquid green composition (G-1).
感放射線性著色組成物製備例13~23 Radiation-sensitive coloring composition preparation examples 13 to 23
在感放射線性著色組成物製備例12中,按表4所示對各成分的種類和配合量進行變更,除此之外,與感放射線性著色組成物製備例12同樣地製備液狀的綠色組成物(G-2)~(G-12)。 In the preparation example 12 of the radiation-sensitive coloring composition, liquid green was prepared in the same manner as in the preparation of the radiation-sensitive coloring composition, except that the type and amount of each component were changed as shown in Table 4. Composition (G-2) ~ (G-12).
在表4中,各成分如下所述。 In Table 4, each component is as follows.
D-3:ADEKA ARKLS NCI-831(股份有限公司ADEKA製) D-3: ADEKA ARKLS NCI-831 (made by ADEKA Co., Ltd.)
E-4:雙(1,2,2,6,6-五甲基-4-哌啶基)癸二酸酯/1-甲基-8-(1,2,2,6,6-五甲基-4-哌啶基)癸二酸酯的混合物(BASF公司製,商品名TINUVIN(註冊商標)292) E-4: bis(1,2,2,6,6-pentamethyl-4-piperidyl)sebacate/1-methyl-8-(1,2,2,6,6-five Mixture of methyl-4-piperidinyl) sebacate (manufactured by BASF Corporation, trade name TINUVIN (registered trademark) 292)
G-2:EMULGEN A-60(花王股份有限公司製)的丙二醇單甲醚乙酸酯5質量%溶液 G-2: EMULGEN A-60 (made by Kao Co., Ltd.) propylene glycol monomethyl ether acetate 5 mass% solution
<藍色顏料分散液的製備> <Preparation of Blue Pigment Dispersion>
顏料分散液製備例24 Pigment Dispersion Preparation Example 24
使用作為著色劑的13質量分C.I.顏料藍15:6、作為分散劑的BYK-LPN21116(BYK-Chemie(BYK)公司製)11.3質量分(固體成分濃度=40質量%)、特定聚合物 (B-1)溶液12.5質量分、作為溶劑的丙二醇單甲醚乙酸酯62.5質量分和丙二醇單甲醚1.5質量分,利用珠磨機進行混合‧分散,製備藍色的顏料分散液(A-24)。 13 parts by mass of C.I. Pigment Blue 15:6 as a coloring agent, BYK-LPN21116 (manufactured by BYK-Chemie (BYK) Co., Ltd.) as a dispersing agent, 11.3 parts by mass (solid content concentration = 40% by mass), specific polymer (B-1) 12.5 parts by mass of a solution, propylene glycol monomethyl ether acetate 62.5 parts by mass and 1.5 parts by mass of propylene glycol monomethyl ether as a solvent, mixed and dispersed by a bead mill to prepare a blue pigment dispersion (A) -twenty four).
顏料分散液製備例25~38 Pigment dispersion preparation examples 25~38
在顏料分散液製備例24中,按表5所示對各成分的種類和配合量進行變更,除此之外,與顏料分散液製備例24同樣地製備藍色的顏料分散液(A-25)~(A-38)。 In the pigment dispersion preparation example 24, a blue pigment dispersion liquid (A-25) was prepared in the same manner as in the pigment dispersion preparation example 24 except that the type and amount of each component were changed as shown in Table 5. )~(A-38).
在表5中,「B15:6」是指C.I.顏料藍15:6,「V23」是指C.I.顏料紫23,「染料(1)」是指下述式(8)表示的三芳基甲烷系染料,「染料(2)」是指下述式(9)表示的二苯并哌喃系染料,「色澱顏料(1)」是指下述式(10)表示的三芳基甲烷系色澱顏料,「LPN21116」是指BYK-LPN21116(BYK-Chemie(BYK)公司製),「PGMEA」是指丙二醇單甲醚乙酸酯,「PGME」是指丙二醇單甲醚,「EL」是指乳酸乙酯,「CHN」是指環己酮。 In Table 5, "B15:6" means CI Pigment Blue 15:6, "V23" means CI Pigment Violet 23, and "Dye (1)" means a triarylmethane dye represented by the following formula (8) "Dye (2)" is a dibenzopyran-based dye represented by the following formula (9), and "lake pigment (1)" means a triarylmethane-based lake pigment represented by the following formula (10) "LPN21116" means BYK-LPN21116 (BYK-Chemie (BYK) company), "PGMEA" means propylene glycol monomethyl ether acetate, "PGME" means propylene glycol monomethyl ether, and "EL" means lactic acid B. Ester, "CHN" means cyclohexanone.
<感放射線性藍色組成物的製備> <Preparation of Radiation-Linear Blue Composition>
感放射線性著色組成物製備例24 Radiation-sensitive coloring composition preparation example 24
將顏料分散液(A-24)330質量分、作為黏合劑樹脂的特定聚合物(B-1)溶液160質量分、作為交聯劑的二新戊四醇六丙烯酸酯和二新戊四醇五丙烯酸酯的混合物(日本化藥股份有限公司製,商品名KAYARAD(註冊商標)MAX-3510)70質量分、作為光聚合起始劑的2-苄基-2-二甲基氨基-1-(4-啉代苯基)丁烷-1-酮(BASF公司製,商品名IRGACURE(註冊商標)369)15質量分、2,4-二乙基噻噸酮5質量分、非離子系表面活性劑EMULGEN A-60(花王股份有限公司製)的丙二醇單甲醚乙酸酯5質量%溶液10質量分以及作為溶劑的3-乙氧基丙酸乙酯380質量分和乙酸甲氧基丁基酯400質量分和丙二醇單甲醚乙酸酯125質量分進行混合,製備液狀的藍色組成物(B-1)。 330 parts by mass of the pigment dispersion (A-24), 160 parts by mass of a specific polymer (B-1) solution as a binder resin, dipentaerythritol hexaacrylate and dipentaerythritol as a crosslinking agent a mixture of pentaacrylate (manufactured by Nippon Kayaku Co., Ltd., trade name KAYARAD (registered trademark) MAX-3510) 70 parts by mass, 2-benzyl-2-dimethylamino-1- as a photopolymerization initiator (4- Phenylphenyl)butan-1-one (manufactured by BASF Corporation under the trade name IRGACURE (registered trademark) 369) 15 parts by mass, 2,4-diethylthioxanthone 5 parts by mass, nonionic surfactant EMULGEN A-60 (manufactured by Kao Co., Ltd.) propylene glycol monomethyl ether acetate 5 mass% solution 10 parts by mass and ethyl 3-ethoxypropionate 380 parts by mass and methoxybutyl acetate 400 as a solvent The mass fraction and 125 parts by mass of propylene glycol monomethyl ether acetate were mixed to prepare a liquid blue composition (B-1).
在感放射線性著色組成物製備例24中,按表6所示對各成分的種類和配合量進行變更,除此之外,與感放射線性著色組成物製備例24同樣地製備液狀的藍色組成物(B-2)~(B-15)。 In the preparation example 24 of the radiation-sensitive coloring composition, liquid blue was prepared in the same manner as in the preparation of the radiation-sensitive coloring composition, except that the type and amount of each component were changed as shown in Table 6. Color composition (B-2) ~ (B-15).
在表6中,各成分如下所述。 In Table 6, each component is as follows.
F-3:丙二醇單甲醚乙酸酯 F-3: propylene glycol monomethyl ether acetate
F-4:乳酸乙酯 F-4: ethyl lactate
F-5:環己酮 F-5: cyclohexanone
實施例1 Example 1
<濾色器的製作> <Production of color filter>
使用狹縫塗布機將紅色組成物(R-1)塗布在形成有黑色矩陣的玻璃基板上後,用90℃的熱板進行2分鐘預烤,形成塗膜。接著,將形成有塗膜的基板冷卻至室溫後,使用高壓汞燈,介由條紋狀光罩,以1000J/m2的曝光量對塗膜曝光包含365nm、405nm以及436nm的各波長的放射線。其後,進行鹼性顯影後,用超純水進行清洗,進一步在230℃進行20分鐘硬烤,由此在基板上形成膜厚2.0μm的紅色的條紋狀著色層。 The red composition (R-1) was applied onto a glass substrate on which a black matrix was formed using a slit coater, and then prebaked in a hot plate at 90 ° C for 2 minutes to form a coating film. Next, after cooling the substrate on which the coating film was formed to room temperature, the coating film was exposed to radiation including wavelengths of 365 nm, 405 nm, and 436 nm at a exposure amount of 1000 J/m 2 using a high pressure mercury lamp. . Thereafter, the mixture was subjected to alkaline development, washed with ultrapure water, and further baked at 230 ° C for 20 minutes to form a red striped colored layer having a thickness of 2.0 μm on the substrate.
接著,利用相同的方法,使用綠色組成物(G-1),在紅色的條紋狀著色層旁邊形成膜厚2.0μm的綠色的條紋狀著色層。另外,使用藍色組成物(B-1)同樣地形成與紅色、綠色著色層鄰接的膜厚2.0μm的藍色的條紋狀著色層。 Next, using the same method, a green striped coloring layer having a thickness of 2.0 μm was formed next to the red striped colored layer using the green composition (G-1). Further, a blue striped colored layer having a film thickness of 2.0 μm adjacent to the red and green colored layers was formed in the same manner using the blue composition (B-1).
接著,在包含紅色、綠色、藍色這3色的著色層上使用光固化樹脂組成物而形成保護膜。如此製成彩色濾光片基板。 Next, a photocurable resin composition is used on a coloring layer containing three colors of red, green, and blue to form a protective film. The color filter substrate was fabricated in this manner.
<有機EL顯示元件的製作和評價> <Production and Evaluation of Organic EL Display Elements>
參考日本特表2010-527108號公報的實施例2,製成發出白色光的有機EL元件。得到的有機EL元件的發光光譜在藍色區域(460nm附近)、綠色區域(570nm附近)、黃 色區域(610nm附近)以及紅色區域(660nm附近)顯示極大發光峰值。使該有機EL元件和上述彩色濾光片貼合,製成有機EL顯示元件。 Referring to Example 2 of JP-A-2010-527108, an organic EL element emitting white light was produced. The obtained organic EL device has an emission spectrum in a blue region (near 460 nm), a green region (near 570 nm), and yellow. The color region (near 610 nm) and the red region (near 660 nm) show extremely large luminescence peaks. The organic EL element and the color filter were bonded together to form an organic EL display element.
在這樣得到的有機EL顯示元件的兩電極間外加電壓,對彩色濾光片照射光後,顯示優異的顏色再現性和亮度。另外,初期的暗斑的產生數為0個,初期的缺陷為0。接下來,作為加速試驗在95℃的環境下將上述有機EL顯示元件放置50小時後,再次對彩色濾光片照射光後,暗斑的產生數為0個,沒有新產生的暗斑。即,沒有產生新缺陷。其後,每50小時照射光直到95℃的加熱時間累積達到1000小時,沒有產生新的暗斑。 When a voltage is applied between the electrodes of the organic EL display element thus obtained, and the color filter is irradiated with light, excellent color reproducibility and brightness are exhibited. In addition, the number of occurrences of the initial dark spots was zero, and the initial defects were zero. Next, the organic EL display element was allowed to stand in an environment of 95 ° C for 50 hours as an acceleration test, and after the color filter was irradiated again, the number of dark spots was zero, and there was no newly generated dark spot. That is, no new defects are generated. Thereafter, the light was irradiated every 50 hours until the heating time of 95 ° C was accumulated for 1000 hours, and no new dark spots were generated.
實施例2~17和比較例1~2 Examples 2 to 17 and Comparative Examples 1 to 2
在實施例1中,按照表7所示的組合形成紅色、綠色以及藍色的條紋狀著色層而製成彩色濾光片,除此之外,與實施例1同樣地對各有機EL顯示元件進行評價。在全部的實施例中顯示出優異的顏色再現性和亮度。另外,將暗斑的產生數示於表7。可知本實施例的有機EL顯示元件沒有暗斑的產生,或與比較例的有機EL顯示元件相比暗斑的產生數少。 In the first embodiment, each of the organic EL display elements was produced in the same manner as in the first embodiment except that a red, green, and blue striped colored layer was formed in accordance with the combination shown in Table 7 to form a color filter. Conduct an evaluation. Excellent color reproducibility and brightness were exhibited in all of the examples. In addition, the number of generation of dark spots is shown in Table 7. It is understood that the organic EL display element of the present embodiment has no dark spots or a smaller number of dark spots than the organic EL display element of the comparative example.
本發明的彩色濾光片能夠提供長期穩定的彩色顯示元件,特別是能夠提供有機EL顯示元件。而且,能夠適合地用於PC的監視器、手機的顯示器、筆記本型PC、手持終端機、電視機等的各種有機EL顯示元件。 The color filter of the present invention can provide a long-term stable color display element, and in particular, can provide an organic EL display element. Further, it can be suitably used for various organic EL display elements such as a monitor of a PC, a display of a mobile phone, a notebook PC, a handheld terminal, and a television.
1‧‧‧有機EL顯示元件 1‧‧‧Organic EL display components
2‧‧‧有機EL層 2‧‧‧Organic EL layer
3‧‧‧彩色濾光片 3‧‧‧Color filters
4‧‧‧基板 4‧‧‧Substrate
5‧‧‧著色層 5‧‧‧Colored layer
6‧‧‧黑矩陣 6‧‧‧Black matrix
8‧‧‧TFT 8‧‧‧TFT
10‧‧‧元件基板 10‧‧‧ element substrate
11‧‧‧元件層 11‧‧‧Component layer
12‧‧‧平坦化層 12‧‧ ‧ flattening layer
13‧‧‧下部電極 13‧‧‧lower electrode
14‧‧‧隔壁 14‧‧‧ next door
15‧‧‧上部電極 15‧‧‧Upper electrode
16‧‧‧保護層 16‧‧‧Protective layer
17‧‧‧黏合層 17‧‧‧Adhesive layer
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