Photosensitive resin composition, and color filter and display device using same

文档序号:585039 发布日期:2021-05-25 浏览:16次 中文

阅读说明:本技术 感光性树脂组成物、及应用其的彩色滤光片和显示装置 (Photosensitive resin composition, and color filter and display device using same ) 是由 吴唯齐 李怡德 于 2021-01-05 设计创作,主要内容包括:本发明提供一种感光性树脂组成物、及应用其的彩色滤光片和显示装置。感光性树脂组成物包括八面体金属氧化物粒子、聚合树脂及光聚合起始剂。(The invention provides a photosensitive resin composition, and a color filter and a display device using the same. The photosensitive resin composition comprises octahedral metal oxide particles, a polymeric resin and a photopolymerization initiator.)

1. A photosensitive resin composition, comprising:

octahedral metal oxide particles;

a polymeric resin; and

a photopolymerization initiator.

2. The photosensitive resin composition of claim 1, wherein the octahedral metal oxide particles are 0.5 to 2 wt% of the photosensitive resin composition.

3. The photosensitive resin composition of claim 1, wherein the octahedral metal oxide particles have a first diagonal and a second diagonal, and the length ratio of the first diagonal to the second diagonal is 0.8-2.0.

4. The photosensitive resin composition of claim 3, wherein the octahedral metal oxide particles further have a third diagonal line, and the length ratio of the first diagonal line to the third diagonal line is 0.8-2.0.

5. The photosensitive resin composition of claim 1, wherein the metal of the octahedral metal oxide particles comprises Li, Be, B, Na, Mg, Al, Si, K, Ca, Sc, V, Cr, Mn, Fe, Ni, Cu, Zn, Ga, Ge, Rb, Sr, Y, Mo, Cs, Ba, La, Hf, W, Tl, Pb, Ce, Pr, Nd, Pm, Sm, Eu, Gd, Tb, Dy, Ho, Er, Tm, Yb, Ti, Sb, Sn, Zr, Nb, Ce, Ta, In, or a combination thereof.

6. The photosensitive resin composition of claim 1, wherein the octahedral metal oxide particles comprise aluminum oxide (Al)2O3) Silicon dioxide (SiO)2) Zinc oxide (ZnO), zirconium dioxide (ZrO)2) Barium titanate (BaTiO)3) Titanium dioxide (TiO)2) Tin oxide (SnO), magnesium oxide (MgO), or combinations thereof.

7. The photosensitive resin composition of claim 1, wherein the size of the octahedral metal oxide particles is 20nm to 400 nm.

8. The photosensitive resin composition of claim 1, wherein each of the eight surfaces of the octahedral metal oxide particles has a triangular shape.

9. The photosensitive resin composition of claim 1, wherein the polymeric resin is 0.1 to 20.0 wt% of the photosensitive resin composition.

10. The photosensitive resin composition of claim 1, further comprising a colorant.

11. The photosensitive resin composition of claim 10, wherein the colorant comprises a pigment, a dye, or a combination thereof.

12. A color filter formed from the photosensitive resin composition of any one of claims 1 to 11.

13. A display device comprising the color filter according to claim 12.

14. The display device of claim 13, further comprising a blue backlight, and wherein the color filter is a blue quantum dot color filter.

Technical Field

The invention relates to a photosensitive resin composition, and a color filter and a display device using the same.

Background

In displays, color filters are commonly used to control the color of each pixel. For example, in earlier liquid crystal displays, color filters were formed on a substrate opposite to a thin film transistor substrate, and the entire structure of the substrate and the color filters disposed thereon is generally referred to as a color filter substrate. The photoresist structure of the color filter can be formed using a resin composition.

Generally, the composition of the photosensitive resin composition can be adjusted and optimized to form various color filters with predetermined characteristics for various display applications.

Disclosure of Invention

The invention relates to a photosensitive resin composition, and a color filter and a display device using the same.

According to an aspect of the present invention, a photosensitive resin composition is provided, which includes octahedral metal oxide particles, a polymeric resin, and a photopolymerization initiator.

According to another aspect of the present invention, a color filter is provided, which is formed by the above photosensitive resin composition.

According to yet another aspect of the present invention, a display device is provided, which includes the above color filter.

In order to better appreciate the above and other aspects of the present invention, reference will now be made in detail to the embodiments illustrated in the accompanying drawings.

Drawings

Fig. 1 is a schematic view of octahedral metal oxide particles.

Wherein, the reference numbers:

a, B, C, D, E, F corner endpoints

O is a cross point

Detailed Description

In recent years, in the technical field of color photoresists, in order to meet the requirement of high color purity of color liquid crystal display devices, the development of a color filter using a quantum dot material capable of emitting high-purity light is a new trend, however, in a blue quantum dot color filter, blue light is directly formed through a blue backlight source instead of quantum dots in a blue part, and the non-scattering light of the blue light is inconsistent with the light scattering of other color quantum dot color filters, resulting in a problem of different transmission intensities of the blue light. Therefore, it is necessary to solve the problems of poor color dispersion and high dark-state luminance of the blue quantum dot color filter compared with other color filters.

In one embodiment, the photosensitive resin composition comprises octahedral metal oxide particles, thereby enabling the photosensitive resin composition to have a higher scattering degree and a lower dark state luminance.

The octahedral metal oxide particles may account for 0.5-2 wt% of the photosensitive resin composition.

Please refer to fig. 1, which is a schematic diagram of octahedral metal oxide particles. The octahedral metal oxide particles have 6 angular endpoints, namely angular endpoint a, angular endpoint B, angular endpoint C, angular endpoint D, angular endpoint E, and angular endpoint F. The eight surfaces of the octahedral metal oxide particles each have a triangular shape. The octahedral metal oxide particles have a first diagonalSecond diagonal lineTo the third diagonal lineFirst diagonal lineFor a second diagonal lengthThe length ratio of (A) to (B) can be 0.8 to 2.0. First diagonal lineFor the third diagonal lineThe length ratio of (A) to (B) can be 0.8 to 2.0.

In one embodiment, the first diagonal line, the second diagonal line and the third diagonal line may have an intersection point O therebetween. Line segmentFor line segmentThe length ratio of (A) to (B) can be 0.8 to 2.0. Line segmentFor line segmentThe length ratio of (A) to (B) can be 0.8 to 2.0. The size relationship between other line segments can be analogized.

First diagonal line of octahedral metal oxide particlesThe size of (A) is 20 nm-400 nm. In one embodiment, the first diagonal of the octahedral metal oxide particles producedHas an average size (e.g., average particle diameter) of about 180nm to about 200 nm.

The metal of the octahedral metal oxide particles comprises Li, Be, B, Na, Mg, Al, Si, K, Ca, Sc, V, Cr, Mn, Fe, Ni, Cu, Zn, Ga, Ge, Rb, Sr, Y, Mo, Cs, Ba, La, Hf, W, Tl, Pb, Ce, Pr, Nd, Pm, Sm, Eu, Gd, Tb, Dy, Ho, Er, Tm, Yb, Ti, Sb, Sn, Zr, Nb, Ce, Ta, In, or a combination thereof. The metal of the octahedral metal oxide particles may be a monovalent metal, a divalent metal, a trivalent metal, or a tetravalent metal, preferably a divalent metal or a tetravalent metal. For example, the octahedral metal oxide particles may include aluminum oxide (Al)2O3) Silicon dioxide (SiO)2) Zinc oxide (ZnO), zirconium dioxide (ZrO)2) Barium titanate (BaTiO)3) Titanium dioxide (TiO)2) Tin oxide (SnO), magnesium oxide (MgO), or a combination thereof.

In an embodiment, the photosensitive resin composition includes a polymeric resin. The polymeric resin can be 0.1-20.0 wt% of the photosensitive resin composition. The polymeric resin may include an acrylic resin. In some embodiments, the polymeric resin is, for example, a photosensitive resin having a reactive functional group, which refers to a functional group that can undergo a polymerization reaction with other monomers, such as a functional group having an unsaturated double bond (unsaturated double bond) or an epoxy group (epoxy group).

In embodiments, the polymeric resin may include polymerized units of, for example, epoxypropyl methacrylate, methacrylic acid, methyl methacrylate, ethyl methacrylate, n-butyl methacrylate, second butyl methacrylate, third butyl methacrylate, 2-ethylhexyl methacrylate, dodecyl methacrylate, lauryl methacrylate, stearyl methacrylate, cyclopentyl methacrylate, cyclohexyl methacrylate, 2-methylcyclohexyl methacrylate, tricyclo [5.2.1.0 ] methacrylate2,6]Decan-8-yl ester (in the art, as a common name, "dicyclopentyl methacrylate". Alter, tricyclodecanyl methacrylate is sometimes referred to), tricyclo [5.2.1.0 ] methacrylate2,6]Decen-8-yl ester (commonly known in the art by the name "dicyclopentenyl methacrylate"), dicyclopentenyloxyethyl methacrylate, isobornyl methacrylate, adamantyl methacrylate, allyl methacrylate, propargyl methacrylate, phenyl methacrylate, naphthyl methacrylate, benzyl methacrylate, and other methacrylates. The polymerization initiator used for the polymerization of the monomer of the polymer resin is not particularly limited, and examples thereof include 2,2 ' -azobis (isobutyronitrile), 2 ' -azobis (2, 4-dimethylvaleronitrile), dimethyl 2,2 ' -azobis (isobutyrate), benzoyl peroxide, t-butylperoxy-2-ethylhexanoate, and the like.

In an embodiment, the photosensitive resin composition includes a photopolymerization initiator. The photopolymerization initiator may be 0.1-10.0 wt% of the photosensitive resin composition.

The photopolymerization initiator may include, but is not limited to, at least one selected from the group consisting of: o-acyloxime (O-acyloxime) compounds, alkylphenone compounds, bisimidazole compounds, triazine compounds, acylphosphine oxide (acylphosphine oxide), benzoin compounds, diphenylketone compounds, quinone compounds, 10-butyl-2-chloroacridone, benzyl, methyl phenylglyoxylate, acetophenone (acetophenone), and cyclopentadienyl titanium (titanocene) compounds.

In some embodiments, the photopolymerization initiator preferably comprises at least one selected from the group consisting of: o-acyloxime compounds, alkylphenone compounds, bisimidazole compounds, acetophenone compounds, triazine compounds, acylphosphine oxide compounds, and bisimidazole compounds. For example, in the case of using an O-acyloxime compound as a photopolymerization initiator, it is possible to useOXE-01(BASF corporation),Commercially available products such as OXE-02(BASF corporation) and N-1919(ADEKA corporation).

The O-acyloxime compound is a compound having a partial structure represented by the formula (d 1). Hereinafter, the bond end is denoted.

Examples of the O-acyloxime compounds include N-benzoyloxy-1- (4-phenylsulfanylphenyl) butane-1-one-2-imine, N-benzoyloxy-1- (4-phenylsulfanylphenyl) octane-1-one-2-imine, N-benzoyloxy-1- (4-phenylsulfanylphenyl) -3-cyclopentylpropane-1-one-2-imine, N-acetoxy-1- [ 9-ethyl-6- (2-methylbenzoyl) -9H-carbazol-3-yl ] ethane-1-imine, and N-acetoxy-1- [ 9-ethyl-6- { 2-methyl-4-yl ] ethane-1-imine - (3, 3-dimethyl-2, 4-dioxocyclopentylmethoxy) benzoyl } -9H-carbazol-3-yl ] ethane-1-imine, N-acetoxy-1- [ 9-ethyl-6- (2-methylbenzoyl) -9H-carbazol-3-yl ] -3-cyclopentylpropane-1-imine, N-benzoyloxy-1- [ 9-ethyl-6- (2-methylbenzoyl) -9H-carbazol-3-yl ] -3-cyclopentylpropane-1-one-2-imine and the like. Commercially available products such as IRGACURE OXE01, OXE02 (manufactured by BASF Co., Ltd.), N-1919 (manufactured by ADEKA Co., Ltd.) can be used. Among them, the O-acyloxime compound is preferably at least 1 selected from the group consisting of N-benzoyloxy-1- (4-phenylsulfanylphenyl) butan-1-one-2-imine, N-benzoyloxy-1- (4-phenylsulfanylphenyl) octan-1-one-2-imine and N-benzoyloxy-1- (4-phenylsulfanylphenyl) -3-cyclopentylpropane-1-one-2-imine, and more preferably N-benzoyloxy-1- (4-phenylsulfanylphenyl) octan-1-one-2-imine. In the case of these O-acyloxime compounds, color filters having high brightness tend to be obtained.

The alkylphenyl ketone compound is a compound having a partial structure represented by the formula (d2) or a partial structure represented by the formula (d 3). In these partial structures, the benzene ring may have a substituent.

Examples of the compound having a partial structure represented by the formula (d2) include 2-methyl-2-morpholino-1- (4-methylsulfanylphenyl) propan-1-one, 2-dimethylamino-1- (4-morpholinophenyl) -2-benzylbutan-1-one, and 2- (dimethylamino) -2- [ (4-methylphenyl) methyl ] -1- [4- (4-morpholinyl) phenyl ] butan-1-one. Commercially available products such as IRGACURE 369, 907, and 379 (manufactured by BASF) can be used.

Examples of the compound having a partial structure represented by the formula (d3) include 2-hydroxy-2-methyl-1-phenylpropan-1-one, 2-hydroxy-2-methyl-1- [4- (2-hydroxyethoxy) phenyl ] propan-1-one, 1-hydroxycyclohexylphenyl ketone, oligomers of 2-hydroxy-2-methyl-1- (4-isopropenylphenyl) propan-1-one, α -diethoxyacetophenone, benzildimethylketal, and the like.

In the portion of sensitivity, as the alkylphenyl ketone compound, a compound having a partial structure represented by the formula (d2) is preferable.

Examples of the triazine compounds include 2, 4-bis-trichloromethyl-6-mesityl-4-methoxyphenyl-1, 3, 5-triazine, 2, 4-bis-trichloromethyl-6-4-methoxynaphthyl-1, 3, 5-triazine, 2, 4-bis-trichloromethyl-6-piperonyl-1, 3, 5-triazine, 2, 4-bis-trichloromethyl-6-4-methoxystyryl-1, 3, 5-triazine, 2, 4-bis-trichloromethyl-6- [2- (5-methylfuran-2-yl) vinyl ] -1,3, 5-triazine, 2, 4-bis-trichloromethyl-6- [2- (furan-2-yl) vinyl ] -1,3, 5-triazine, 2, 4-bis trichloromethyl-6- [2- (4-diethylamino-2-methylphenyl) vinyl ] -1,3, 5-triazine, 2, 4-bis trichloromethyl-6- [2- (3, 4-dimethoxyphenyl) vinyl ] -1,3, 5-triazine, and the like.

Examples of the acylphosphine oxide compound include 2,4, 6-trimethylbenzoyldiphenylphosphine oxide and the like. Commercially available products such as IRGACURE (registered trademark) 819 (manufactured by BASF) can be used.

Examples of the biimidazole compound include 2,2 ' -bis (2-chlorophenyl) -4,4 ', 5,5 ' -tetraphenylbiimidazole, 2 ' -bis (2, 3-dichlorophenyl) -4,4 ', 5,5 ' -tetraphenylbiimidazole, 2 ' -bis (2-chlorophenyl) -4,4 ', 5,5 ' -tetrakis (alkoxyphenyl) biimidazole, 2 ' -bis (2-chlorophenyl) -4,4 ', 5,5 ' -tetrakis (dialkoxyphenyl) biimidazole, 2 ' -bis (2-chlorophenyl) -4,4 ', 5,5 ' -tetrakis (trialkoxyphenyl) biimidazole, And imidazole compounds in which the phenyl group at the 4,4 ', 5, 5' -position is substituted with an alkoxycarbonyl group.

Examples of the other polymerization initiator include benzoin compounds such as benzoin, benzoin methyl ether, benzoin ethyl ether, benzoin isopropyl ether, and benzoin isobutyl ether; benzophenone compounds such as benzophenone, methyl o-benzoylbenzoate, 4-phenylbenzophenone, 4-benzoyl-4 ' -methyldiphenyl sulfide, 3 ', 4,4 ' -tetrakis (tert-butylperoxycarbonyl) benzophenone, and 2,4, 6-trimethylbenzophenone; quinone compounds such as 9, 10-phenanthrenequinone, 2-ethylanthraquinone, camphorquinone, etc.; 10-butyl-2-chloroacridone, benzil, methyl phenylglyoxylate, titanocene compounds, and the like.

The photosensitive resin composition may further include a solvent. The solvent can be 50-95 wt% of the photosensitive resin composition. The solvent is (poly) polyolefin glycol monoalkyl ether acetates such as ethylene glycol monomethyl ether acetate, ethylene glycol monoethyl ether acetate, propylene glycol monomethyl ether acetate, propylene glycol monoethyl ether acetate, etc.; other ethers such as diethylene glycol dimethyl ether, diethylene glycol methyl ethyl ether, diethylene glycol diethyl ether, tetrahydrofuran, etc.; ketones such as methyl ethyl ketone, cyclohexanone, 2-heptanone, and 3-heptanone; methyl 2-hydroxypropionate, ethyl 2-hydroxypropionate, methyl 2-hydroxy-2-methylpropionate, ethyl 2-hydroxy-2-methylpropionate, methyl 3-methoxypropionate, ethyl 3-methoxypropionate, methyl 3-ethoxypropionate, ethyl ethoxyacetate, ethyl glycolate, methyl 2-hydroxy-3-methylbutyrate, 3-methyl-3-methoxybutyl acetate, 3-methyl-3-methoxybutyl propionate, ethyl acetate, n-butyl acetate, n-propyl acetate, isopropyl acetate, n-butyl acetate, isobutyl acetate, n-pentyl acetate, isoamyl acetate, n-butyl propionate, ethyl butyrate, n-propyl butyrate, isopropyl butyrate, ethyl propionate, ethyl butyrate, Esters such as n-butyl butyrate, methyl pyruvate, ethyl pyruvate, n-propyl pyruvate, methyl acetoacetate, ethyl acetoacetate, and ethyl 2-oxobutyrate; aromatic hydrocarbons such as toluene and xylene; and carboxylic acid amides such as N-methylpyrrolidone, N-dimethylformamide and N, N-dimethylacetamide. Among these, from the viewpoint of reactivity, a (poly) polyolefin glycol monoalkyl ether acetate-based solvent such as propylene glycol monomethyl ether acetate is preferable.

The photosensitive resin composition can select a colorant according to the required spectral spectrum of the color filter. According to some embodiments, the photosensitive resin composition has no colorant, or uses a white colorant, thereby forming a white filter.

In some embodiments, the photosensitive resin composition may further include a colorant. The colorant can be 0.1-50 wt%, or 0.1-40 wt%, or 0.1-30 wt%, or 0.1-20 wt%, or 0.1-10 wt% of the photosensitive resin composition.

The colorant includes, for example, a red colorant, a yellow colorant, a blue colorant, a green colorant, a white colorant, and the like. The red colorant may include diketopyrrolopyrrole-based pigments, anthraquinone-based pigments, or combinations of the foregoing, or other suitable materials. The green colorant may include a halogenated phthalocyanine-based pigment, or other suitable materials. The blue colorant may include phthalocyanine-based pigments, or other suitable materials. The yellow colorant may include azomethine-based pigments, quinophthalone-based pigments, or combinations of the foregoing, or other suitable materials.

The colorant may comprise pigmentA pigment, for example, a red pigment such as c.i. pigment red 9, c.i. pigment red 97, c.i. pigment red 105, c.i. pigment red 122, c.i. pigment red 123, c.i. pigment red 144, c.i. pigment red 149, c.i. pigment red 166, c.i. pigment red 168, c.i. pigment red 175, c.i. pigment red 176, c.i. pigment red 177, c.i. pigment red 180, c.i. pigment red 192, c.i. pigment red 209, c.i. pigment red 215, c.i. pigment red 216, c.i. pigment red 224, c.i. pigment red 242, c 264.i. pigment red 254, c.i. pigment red 255, c.i. pigment red 265; yellow pigments such as c.i. pigment yellow 3, c.i. pigment yellow 12, c.i. pigment yellow 13, c.i. pigment yellow 14, c.i. pigment yellow 15, c.i. pigment yellow 16, c.i. pigment yellow 17, c.i. pigment yellow 20, c.i. pigment yellow 24, c.i. pigment yellow 31, c.i. pigment yellow 53, c.i. pigment yellow 83, c.i. pigment yellow 86, c.i. pigment yellow 93, c.i. pigment yellow 94, c.i. pigment yellow 109, c.i. pigment yellow 110, c.i. pigment yellow 117, c.i. pigment yellow 125, c.i. pigment yellow 128, c.i. pigment yellow 137, c.i. pigment yellow 138, c.i. pigment yellow 139, c.i. pigment yellow 147, c.i. pigment yellow 148, c.i. pigment yellow 150, c.i. pigment yellow 153, c.i. pigment yellow 154, c.i. pigment yellow 166, c.i. pigment yellow 214; blue pigments such as c.i. pigment blue 15, c.i. pigment blue 15: 3. c.i. pigment blue 15: 4. c.i. pigment blue 15: 6. c.i. pigment blue 60, c.i. pigment blue 80; green pigments such as pigment green 36, c.i. pigment green 58, and c.i. pigment green 59; white pigments such as strontium titanate (SrTiO)3) Titanium dioxide, calcium carbonate, calcium sulfate, zinc oxide, barium sulfate, barium carbonate, silicon dioxide, aluminum hydroxide, magnesium carbonate and white hollow polymer microspheres; or any combination of the above materials. In some embodiments, the octahedral metal oxide particles are white pigment-like materials, such as titanium dioxide octahedral metal oxide particles, and the like, which may also function as white colorants.

The colorant can include a dye, such as a red dye, a yellow dye, a blue dye, a green dye, and the like. Examples of the dye include solvent dyes, acid dyes, direct dyes, and mordant dyes. Examples of The dye include compounds classified as substances having a color tone other than pigments in The color index (published by The Society of Dyers and Colourists), and known dyes described in dyeing notes (color dyeing company). Further, according to the chemical structure, azo dyes, cyanine dyes, triphenylmethane dyes, xanthene dyes, phthalocyanine dyes, naphthoquinone dyes, quinonimine dyes, methine dyes, azomethine dyes, squarylium dyes, acridine dyes, styryl dyes, coumarin dyes, quinoline dyes, nitro dyes, and the like can be cited.

In some embodiments, the photosensitive resin composition has no colorant, i.e., no pigment or dye.

In some embodiments, the photosensitive resin composition may further include a leveling agent (F). The leveling agent (F) is a common coating additive and can promote the coating to form a flat, smooth and uniform coating film in the drying film-forming process. Examples of the leveling agent include a silicone surfactant, a fluorine surfactant, and a silicone surfactant having a fluorine atom. These may have a polymerizable group in a side chain.

Examples of the silicone surfactant include surfactants having a siloxane bond in the molecule. Specifically, TORAY SILICONE DC3PA, SH7PA, DC11PA, SH21PA, SH28PA, SH29PA, SH30PA, SH8400 (trade name: manufactured by Tooli-Dow Corning Co., Ltd.), KP321, KP322, KP323, KP324, KP326, KP340, KP341 (manufactured by shin-Etsu chemical industries Co., Ltd.), TSF400, TSF401, TSF410, TSF4300, TSF4440, TSF4445, TSF4446, TSF4452, and TSF4460 (manufactured by Momentive Performance Materials Japan Co., Ltd. (LLC)) can be mentioned.

Examples of the fluorine-based surfactant include surfactants having a fluorocarbon chain in the molecule. Specifically, FLUORAD (registered trademark) FC430, FC431 (manufactured by Sumitomo 3M Co., Ltd.), MEGAFACE (registered trademark) F142D, F171, F172, F173, F177, F183, F554, R30, RS-718-K (manufactured by DIC Co., Ltd.), F-top (registered trademark) EF301, EF303, EF351, EF352 (manufactured by Mitsubishi Integrated materials electronics Co., Ltd.), SURFON (registered trademark) S381, S382, SC101, SC105 (manufactured by Asahi Ningzi Co., Ltd.), E5844 (manufactured by Dajin FINE CHEMICAL research by Yokoku Co., Ltd.), and the like can be cited.

Examples of the silicone surfactant having a fluorine atom include surfactants having a siloxane bond and a fluorocarbon chain in the molecule. Specifically, there are mentioned MEGAFACE (registered trademark) R08, BL20, F475, F477 and F443 (manufactured by DIC Co., Ltd.).

The content of the leveling agent may be 0.001 wt% or more and 0.2 wt% or less, preferably 0.002 wt% or more and 0.1 wt% or less, and more preferably 0.005 wt% or more and 0.05 wt% or less, based on the total amount of the photosensitive resin composition.

In some embodiments, the photosensitive resin composition may further include other additives such as a surfactant, a polymerization initiation aid, a filler, an adhesion promoter, a photostabilizer, and the like, but is not limited thereto. The additive can be 0-1 wt% of the photosensitive resin composition.

The polymerization initiator aid is a compound or sensitizer for promoting the polymerization of the polymerizable compound initiated by the polymerization initiator. When a polymerization initiator aid is contained, it is usually used in combination with the polymerization initiator. Examples of the polymerization initiator include amine compounds, alkoxyanthracene compounds, thioxanthone compounds, and carboxylic acid compounds.

Examples of the amine compound include triethanolamine, methyldiethanolamine, triisopropanolamine, methyl 4-dimethylaminobenzoate, ethyl 4-dimethylaminobenzoate, isoamyl 4-dimethylaminobenzoate, 2-dimethylaminoethyl benzoate, 2-ethylhexyl 4-dimethylaminobenzoate, and N, N-dimethyl-p-toluidine; 4,4 ' -bis (dimethylamino) benzophenone (commonly known as michler's ketone), 4 ' -bis (diethylamino) benzophenone, 4 ' -bis (ethylmethylamino) benzophenone, etc., and among them, 4 ' -bis (diethylamino) benzophenone is preferable. Commercially available products such as EAB-F (manufactured by Baotou chemical industries, Ltd.) can be used.

Examples of the alkoxyanthracene compound include 9, 10-dimethoxyanthracene, 2-ethyl-9, 10-dimethoxyanthracene, 9, 10-diethoxyanthracene, 2-ethyl-9, 10-diethoxyanthracene, 9, 10-dibutoxyanthracene, and 2-ethyl-9, 10-dibutoxyanthracene.

Examples of the thioxanthone compound include 2-isopropylthioxanthone, 4-isopropylthioxanthone, 2, 4-diethylthioxanthone, 2, 4-dichlorothioxanthone, and 1-chloro-4-propoxythioxanthone.

Examples of the carboxylic acid compound include phenylsulfanyl acetic acid, methylphenylsulfanyl acetic acid, ethylphenylsulfanyl acetic acid, methylethylphenylsulfanyl acetic acid, dimethylphenylsulfanyl acetic acid, methoxyphenylsulfanyl acetic acid, dimethoxyphenylsulfanyl acetic acid, chlorophenylsulfanyl acetic acid, dichlorophenylsulfanyl acetic acid, N-phenylglycine, phenoxyacetic acid, naphthylsulfanyl acetic acid, N-naphthylglycine, and naphthyloxyacetic acid.

Another embodiment of the present disclosure relates to a color filter, which can be formed from the photosensitive resin composition according to any one of the above embodiments. For example, the photosensitive resin composition according to any of the above embodiments may form the color filter by photolithography, inkjet, or printing, but the disclosure is not limited thereto.

Examples of a method for producing a color filter (color filter pattern) from the photosensitive resin composition of the present invention include photolithography, ink jet printing, and printing. Among them, photolithography is preferable. The photolithography method is a method in which the photosensitive resin composition is applied to a substrate, dried to form a colored composition layer, and the colored composition layer is exposed to light through a light shield and developed. In the photolithography method, a colored coating film which is a cured product of the colored composition layer can be formed without using light shielding and/or without developing at the time of exposure. The colored pattern and the colored coating film thus formed can be used as the color filter of the present invention.

As the substrate, a glass plate such as quartz glass, borosilicate glass, aluminosilicate glass, soda-lime glass having a silica-coated surface, a resin plate such as polycarbonate, polymethyl methacrylate, polyethylene terephthalate, or silicon, a product obtained by forming a thin film of aluminum, silver/copper/palladium alloy, or the like on the above substrate, or the like can be used. Additional color filter layers, resin layers, transistors, circuits, and the like may be formed on these substrates.

The color filter can be used as a color filter or a color filter for a display device (e.g., a liquid crystal display device, an organic EL device, electronic paper, or the like) and a solid-state imaging element.

Yet another embodiment of the present disclosure relates to a display device, which may include the color filter, but the present disclosure is not limited thereto. According to some embodiments of the present disclosure, the display device may be a display such as a liquid crystal display device, an organic electroluminescent display device, or a plasma display device.

For example, the display device may include a backlight, a TFT substrate, a color filter substrate, and a display medium (e.g., liquid crystal) disposed between the TFT substrate and the color filter substrate, wherein the color filter substrate may be a filter formed from the photosensitive resin composition of the present invention. In one embodiment, the display device has a blue backlight. The color filter is a blue quantum dot color filter.

Hereinafter, the present disclosure will provide several examples and comparative examples to more specifically illustrate the effects that can be achieved by the photosensitive resin compositions according to the examples of the present disclosure, and the characteristics of the photosensitive resin compositions prepared by applying the present disclosure. However, the following examples and comparative examples are illustrative only and should not be construed as limiting the practice of the present disclosure.

Tables 1 to 5 show the compositions of the photosensitive resin compositions of the examples and comparative examples, and the kinds of the components selected for the compositions are described below. The unit of the amount of the components used is "part by weight" in the table.

The components are illustrated as follows:

preparation example 1: octahedral metal oxide particles

Firstly, slowly dripping two parts of titanium tetrachloride aqueous solution into 115 parts of sodium hydroxide aqueous solution, continuously stirring at 30 ℃ to generate a precursor, judging the pH value at the end point of the reaction, and finishing the reaction when the pH value is about 8. Then pouring the precursor into a high-pressure kettle for hydrothermal reactionHeating at 250 ℃ for 24 hours, cooling to room temperature after the reaction is finished, taking out the content, filtering, repeatedly washing and filtering with pure water until the overall appearance color is pure white, then baking for several hours at 80 ℃ by using a low-temperature oven, drying to obtain octahedral metal oxide (titanium dioxide) particles, and grinding the particles to be loose. (first diagonal) of the octahedral metal oxide (titanium dioxide) particles prepared) A size ranging from about 20nm to about 400nm, and an average particle diameter (first diagonal)) About 180nm to about 200 nm.

Preparation example 2: polymeric resins

213.6g of propylene glycol monomethyl ether acetate was placed in a flask equipped with a stirrer, a dropping funnel, a condenser, a thermometer, and a gas inlet tube, and then the mixture was stirred while being replaced with nitrogen gas, and the temperature was raised to 90 ℃. Next, 4.0g of t-butylperoxy-2-ethylhexanoate was added to a monomer mixture comprising 20.0g (0.20 mol) of methyl methacrylate, 88.0g (0.40 mol) of tricyclodecanyl methacrylate and 34.4 g (0.4 mol) of methacrylic acid, and the mixture was dropped into the flask from a dropping funnel. After completion of the dropping, the mixture was stirred at 95 ℃ for 3 hours to conduct copolymerization reaction, thereby producing a copolymer. Then, the flask was replaced with air, and then 42.6g (0.3 mol) of epoxypropyl methacrylate, 0.6g of triphenylphosphine (catalyst) and 0.6g of hydroquinone (polymerization inhibitor) were added to conduct a ring-opening addition reaction at 120 ℃ for 6 hours to produce a copolymer. Then, 221.3g of propylene glycol monomethyl ether was added to the reaction solution to obtain a copolymer solution having a solid content of 30% by mass (solid content acid value: 30mgKOH/g, weight-average molecular weight: 37,100). The copolymer (polymer resin) prepared in preparation example 2 has a constitutional unit as shown in the following chemical formula 1.

[ chemical formula 1]

Non-octahedral metal oxide particle, spherical titania particle, with particle size of 20-300 nm.

Photopolymerization initiator: acetophenone compound (trade name: Tronly PBG-327) and O-acyloxime compound (trade name: BASF OXE-01).

The leveling agent is polyether modified Silicone oil (Toray Silicone SH 8400; manufactured by Toray Conning (Strand)).

Solvent: propylene Glycol Monomethyl Ether Acetate (PGMEA).

Coating the photosensitive resin composition on a glass substrate to a coating thickness of 1-10 um, standing, prebaking, exposing and baking at high temperature to obtain the color filter. The dispersion and dark state luminance results of the light measured by the color filter using a Lambda Scatterometer (scattering meter) for bi-directional scattering distribution function (BSDF) and PROCHEM contrast machine are also shown in the table.

TABLE 1

Comparative example 1-1 Comparative examples 1 to 2 Examples 1 to 1
C.I. pigment Red 254 5.6 4.7 4.5
Non-octahedral metal oxide particles 0 1.4 0
Octahedral metal oxide particles 0 0 1.4
Polymeric resins 9.1 8.9 9.1
Photopolymerization initiator 2.29 1.99 1.99
Leveling agent 0.01 0.01 0.01
Solvent(s) 83 83 83
Degree of disorder (%) 3 79 83
Brightness of dark state 0.042 191.73 169.82

TABLE 2

TABLE 3

Comparative example 3-1 Comparative example 3-2 Example 3-1
C.I. pigment blue 15:6 3.6 2.9 2.6
Non-octahedral metal oxide particles 0 1.3 0
Octahedral metal oxide particles 0 0 1.3
Polymeric resins 10.9 10.4 11.09
Photopolymerization initiator 1.49 1.39 1
Leveling agent 0.01 0.01 0.01
Solvent(s) 84 84 84
Degree of disorder (%) 5 75 81
Brightness of dark state 0.012 147.59 127.91

TABLE 4

Note that the amount of the colorant used in Table 4 is "0" and indicates that no red, green, blue or yellow pigment or dye is added.

TABLE 5

Comparative example 5-1 Comparative example 5-2 Example 5-1
C.I. pigment yellow 150 4.8 3.5 3.4
Non-octahedral metal oxide particles 0 1.5 0
Octahedral metal oxide particles 0 0 1.5
Polymeric resins 9.1 9 9.5
Photopolymerization initiator 2.09 1.99 1.59
Leveling agent 0.01 0.01 0.01
Solvent(s) 84 84 84
Degree of disorder (%) 3 74 80
Brightness of dark state 0.103 211.37 197.51

From the above experimental results, it was found that the examples using octahedral metal oxide particles can have a light scattering degree of 80% or more, which is superior to the results of the comparative examples using no metal oxide particles or using non-metal oxide particles. In the case of the same color colorant, the dispersion was higher by about 4 to 12% and the dark-state luminance was reduced by about 5 to 15% in the example using the octahedral metal oxide particles, compared to the comparative example using the non-octahedral metal oxide particles.

The present invention is capable of other embodiments, and various changes and modifications may be made by one skilled in the art without departing from the spirit and scope of the invention as defined in the appended claims.

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