Xanthene dye, lake xanthene, photosensitive colored resin composition and display device

Abstract

According to the xanthene dye provided by the invention, at least two R5-L2-N-L1 * groups are introduced to a 9-phenyl xanthene parent structure, and because the N-group contains lone electron pairs, the N-group can resonate with benzene ring carbon atoms on the 9-phenyl xanthene parent structure to form a ring structure, so that the molecular stability is improved, and the molecular weight of the xanthene dye is increased. When the compound is applied to a filter layer, the heat resistance and light resistance of the filter layer can be improved.

Description

Technical Field

[0001] The present application relates to the field of display technology, and in particular to xanthene dyes, xanthene lakes, photosensitive colored resin compositions, and display devices. Background Art

[0002] In recent years, with the development of the internet and the rapid economic growth, the demand for electronic display devices such as televisions, monitors, and mobile phones has increased. Color filters (CFs) convert white light from a light source into the three primary colors of R, G, and B to form the colors of each pixel, thus forming a color image for display.

[0003] As a key layer of LCD display, the CF layer not only plays a key role in the color reproduction of the liquid crystal display (LCD), but generally speaking, the CF substrate consists of a transparent substrate, a black matrix (BM) shading partition, and red, green, and blue primary coloring layers formed on the transparent substrate.

[0004] In current CF coloring layers, pigments with excellent heat resistance and light resistance are widely used as coloring materials. However, using color filters containing pigments makes it difficult to meet the current demand for higher brightness.

[0005] As a means of achieving higher brightness, the use of dyes as colorants for the CF coloring layer is currently under investigation. Compared to pigments, dyes generally enable the production of color filters with higher transmittance and brightness. However, they often have poor heat and light resistance, and their coloration can easily shift under the high-temperature heating conditions of the color filter manufacturing process. Summary of the Invention

[0006] The present application provides a xanthene dye, a xanthene lake, a photosensitive colored resin composition, and a display device. When the xanthene dye is applied to a filter layer, the heat resistance and light resistance of the filter layer can be improved.

[0007] In order to achieve the above object, according to a first aspect of the present application, a xanthene dye is provided, wherein the xanthene dye comprises at least one compound having a molecular formula as shown in formula (1):

[0008]

[0009] Y is selected from at least one of R5-L2-N - -The group represented by L1*, a is greater than or equal to 0 and less than or equal to 3, b is greater than or equal to 0 and less than or equal to 3, c is greater than or equal to 0 and less than or equal to 5, and the value of a+b+c is greater than or equal to 2 and less than or equal to 11;

[0010] L1 and L2 are the same or different each time they appear, and are selected from a combination of one or more of SO2, C=O, CH2, and COO;

[0011] R1 to R4 are selected from groups other than H;

[0012] R5 is the same or different at each occurrence and is selected from fluoroalkanes;

[0013] * is the connection site.

[0014] Optionally, any one of said R1 and said R2 is selected from substituted or unsubstituted aromatic or heteroaryl groups, and the other is selected from aliphatic chains; and / or,

[0015] Any one of the R3 and R4 is selected from a substituted or unsubstituted aromatic group or heteroaryl group, and the other is selected from an aliphatic chain.

[0016] Optionally, any one of R1 and R2 is selected from an aromatic group or a heteroaryl group substituted with at least one electron-withdrawing group; and / or,

[0017] Any one of said R3 and said R4 is selected from an aromatic group or a heteroaryl group substituted with at least one electron-withdrawing group;

[0018] The electron-withdrawing group is selected from a combination of one or more of a halogen group, an ester group, a carbon group, a nitro group, and a cyano group.

[0019] Optionally, any one of R1 and R2 is selected from a substituted benzene ring, and the other is selected from an alkyl group having 1 to 16 carbon atoms; and / or,

[0020] Any one of R3 and R4 is selected from a substituted benzene ring, and the other is selected from an alkyl group having 1 to 16 carbon atoms;

[0021] The substituents in the substituted benzene ring are selected from one or more combinations of alkyl, COCH3, and halogen groups.

[0022] Optionally, a is equal to 0, b is equal to 0, c is greater than or equal to 2 and less than or equal to 5, and at least one of L1 and L2 is selected from SO2, and R5 is selected from CF3.

[0023] Optionally, the xanthene dye comprises at least one compound having a molecular formula as shown in formula (1-1):

[0024]

[0025] Optionally, the xanthene dye is selected from at least one compound shown below:

[0026]

[0027]

[0028] In a second aspect, the present application provides a xanthene lake, which is produced by combining at least one of the above xanthene dyes with a basic cation.

[0029] Optionally, the basic cation is selected from [Al 2m (OH) nm ] 6m-mn , wherein n is any value between 0 and 5, m is any value between greater than 0 and less than 10, and 6m-nm is an integer greater than 0. A third aspect of the present application provides a photosensitive colored resin composition comprising a resin, a photopolymerizable monomer, a solvent, a colorant, and a photoinitiator, wherein the colorant comprises the aforementioned xanthene lake.

[0030] Optionally, the colorant further includes a blue color material.

[0031] Optionally, the colorant further comprises phthalocyanine pigments and triarylmethane color materials; and / or,

[0032] The photosensitive colored resin composition further comprises at least one of a dispersant, a surfactant, a leveling agent, a defoaming agent, an antioxidant, a silane coupling agent, an ultraviolet absorber, and an adhesion promoter.

[0033] A third aspect of the present application provides a display device, comprising a filter layer, wherein the filter layer is prepared from the above-mentioned xanthene dye, the above-mentioned xanthene lake, or the above-mentioned photosensitive colored resin composition.

[0034] The xanthene dye provided by the present application is prepared by introducing at least two R5-L2-N - -L1* group, due to N - The group contains a lone pair of electrons, which can resonate with the carbon atoms of the benzene ring on the 9-phenylxanthene parent structure to form a ring structure, thereby increasing the stability of the molecule. When used in the filter layer, it can improve the heat resistance and light resistance of the filter layer.

[0035] Other features and advantages of the present application will be described in detail in the subsequent detailed description. BRIEF DESCRIPTION OF THE DRAWINGS

[0036] To more clearly illustrate the technical solutions in the embodiments of the present application, the following briefly introduces the drawings required for describing the embodiments. Obviously, the drawings described below are only some embodiments of the present application. Those skilled in the art can also derive other drawings based on these drawings without inventive effort.

[0037] In order to more completely understand the present application and its beneficial effects, the following description will be given in conjunction with the accompanying drawings, wherein the same drawing numbers represent the same parts in the following description.

[0038] Figure 1 Schematic diagram of the manufacturing process steps of the filter layer according to an embodiment of the present application;

[0039] Figure 2 Schematic diagram of the steps for preparing the photoresist according to an embodiment of the present application;

[0040] Figure 3 Schematic diagram of the photolithography process steps of the filter layer according to an embodiment of the present application;

[0041] Figure 4 This is a schematic structural diagram of a liquid crystal display panel according to an embodiment of the present application;

[0042] Figure 5 This is a schematic structural diagram of an organic light-emitting device according to an embodiment of the present application;

[0043] Figure 6 This is the infrared spectrum of the product M1 in the synthesis example of Example 1 of the present application.

[0044] Reference numerals: liquid crystal display panel, 100; upper polarizer, 10; filter layer, 20; liquid crystal layer, 30; array substrate, 40; lower polarizer, 50; liquid crystal display panel, 200; organic light-emitting device, 10'; array substrate, 30'; encapsulation layer, 40'; cover plate, 50'. DETAILED DESCRIPTION

[0045] The technical solutions in the embodiments of the present application will be described clearly and completely below in conjunction with the drawings in the embodiments of the present application.

[0046] In the present application, aromatic group, aromatic series and aromatic ring system have the same meaning and can be used interchangeably.

[0047] In the present application, "substituted" means that the hydrogen atom in the substituted group is replaced by a substituent. "Substituted or unsubstituted" means that the defined group may be substituted or not. When the defined group is substituted, it should be understood that it is optionally substituted by a group acceptable in the art, including but not limited to an alkyl group with 1 to 30 carbon atoms, a heterocyclic group with 3 to 20 ring atoms, an aryl group with 5 to 20 ring atoms, a heteroaryl group with 5 to 20 ring atoms, a silanyl group, a carbonyl group, an alkoxycarbonyl group, an aryloxycarbonyl group, a carbamoyl group, a haloformyl group, a formyl group, -NRR', a cyano group, an isocyano group, an isocyanate group, a thiocyanate group, an isothiocyanate group, a hydroxyl group, a trifluoromethyl group, a nitro group or a halogen group, and the above groups may also be further substituted by The domain can accept substituents; it is understandable that R and R' in -NRR' are substituted by groups acceptable in the art, including but not limited to H, alkyl groups with 1 to 6 carbon atoms, cycloalkyl groups with 3 to 8 ring atoms, heterocyclic groups with 3 to 8 ring atoms, aryl groups with 5 to 20 ring atoms or heteroaryl groups with 5 to 10 ring atoms, and the above groups can be further substituted by one or more of the following groups: alkyl groups with 1 to 6 carbon atoms, cycloalkyl groups with 3 to 8 ring atoms, heterocyclic groups with 3 to 8 ring atoms, halogen, hydroxyl, nitro or amino.

[0048] Specifically, examples of the aromatic group include benzene, naphthalene, anthracene, phenanthrene, perylene, tetracene, pyrene, benzopyrene, triphenylene, naphthracene, fluorene, and derivatives thereof.

[0049] In the present application, "alkyl" may refer to a linear, branched and / or cyclic alkyl group. The number of carbon atoms in the alkyl group may be 1 to 50, 1 to 30, 1 to 20, 1 to 10 or 1 to 6. Non-limiting examples of alkyl groups include methyl, ethyl, n-propyl, isopropyl, n-butyl, sec-butyl, tert-butyl, isobutyl, 2-ethylbutyl, 3,3-dimethylbutyl, n-pentyl, isopentyl, neopentyl, tert-pentyl, cyclopentyl, 1-methylpentyl, 3-methylpentyl, 2-ethylpentyl, 4-methyl-2-pentyl, n-hexyl, 1-methylhexyl, 2-ethylhexyl, 2-butylhexyl, cyclohexyl, 4-methylcyclohexyl, 4-tert-butylcyclohexyl, n-heptyl, 1-methylheptyl, 2,2-dimethylheptyl, 2-ethylheptyl, 2-butylheptyl, n-octyl, tert-octyl, 2-ethyloctyl, 2-butyloctyl, 2-hexyloctyl, 3,7-dimethyloctyl, cyclooctyl, n-nonyl, n-decyl, adamantyl, 2-ethyldecyl, 2-butyl decyl, 2-ethyldodecyl, 2-butyldodecyl, 2-hexyldodecyl, 2-octyldodecyl, n-tridecyl, n-tetradecyl, n-pentadecyl, n-hexadecyl, 2-ethylhexadecyl, 2-butylhexadecyl, 2-hexylhexadecyl, 2-octylhexadecyl, n-heptadecyl, n-octadecyl, n-nonadecyl, n-eicosyl, 2-ethyleicosyl, 2-butyleicosyl, 2-hexyleicosyl, 2-octyleicosyl, n-heneicosyl, n-docosyl, n-tricosyl, n-tetracosyl, n-pentacosyl, n-hexacosyl, n-heptacosyl, n-octacosyl, n-nonacosyl, n-triacontyl, and the like.

[0050] In this application, when the same substituent appears multiple times, it can be independently selected from different groups. 1 , then R 1 Can be independently selected from different groups. For example, when the 6 carbon atoms on the benzene ring are all 1 When bonding, the six R 1 They may be the same or different from each other. Also, the number of substituents satisfies the substitution rules, for example The o in represents the number of substituents, and o can be selected from 0, 1, 2, 3, 4, 5, 6, 7 or 8, The o in can be selected from 0, 1, 2, 3, 4, 5 or 6.

[0051] Dyes currently used as CF colorants often have poor heat and light resistance, and their chromaticity is easily altered when subjected to high-temperature heating, such as during the color filter manufacturing process.

[0052] To solve the above problems and achieve the above objectives, a xanthene dye is provided according to a first aspect of an embodiment of the present application. The xanthene dye includes at least one compound having a molecular formula as shown in formula (1):

[0053]

[0054] Y is selected from at least one of R5-L2-N - -L1* represents a group, where a is greater than or equal to 0 and less than or equal to 3, b is greater than or equal to 0 and less than or equal to 3, c is greater than or equal to 0 and less than or equal to 5, and the value of a+b+c is greater than or equal to 2 and less than or equal to 11; for example, a can be 0, 1, 2, 3, b can be 0, 1, 2, 3, c can be 0, 1, 2, 3, 4, 5; the value of a+b+c can be 2, 3, 4, 5, 6, 7, 8, 9, 10, 11;

[0055] L1 and L2 are the same or different each time they appear, and are selected from a combination of one or more of SO2, C=O, CH2, and COO;

[0056] R1 to R4 are selected from groups other than H;

[0057] R5 is the same or different at each occurrence and is selected from fluoroalkanes;

[0058] * is the connection site.

[0059] In some embodiments, the group other than H is selected from an alkyl group having 1 to 30 carbon atoms, a heterocyclic group having 3 to 20 ring atoms, an aryl group having 5 to 20 ring atoms, a heteroaryl group having 5 to 20 ring atoms, a silanyl group, a carbonyl group, an alkoxycarbonyl group, an aryloxycarbonyl group, a carbamoyl group, a haloformyl group, a formyl group, -NRR', a cyano group, an isocyano group, an isocyanate group, a thiocyanate group, an isothiocyanate group, a hydroxyl group, a trifluoromethyl group, a nitro group, or a halogen group; wherein , R and R′ in -NRR′ include H, an alkyl group having 1 to 6 carbon atoms, a cycloalkyl group having 3 to 8 ring atoms, a heterocyclic group having 3 to 8 ring atoms, an aryl group having 5 to 20 ring atoms, or a heteroaryl group having 5 to 10 ring atoms, and the above groups may be further substituted by one or more of the following groups: a combination of one or more of an alkyl group having 1 to 6 carbon atoms, a cycloalkyl group having 3 to 8 ring atoms, a heterocyclic group having 3 to 8 ring atoms, a halogen, a hydroxyl group, a nitro group, or an amino group.

[0060] It is understood that the fluoroalkanes in the present application include monofluoroalkanes and polyfluoroalkanes.

[0061] In some embodiments, the fluoroalkane is selected from fluoroalkane having carbon atoms of 1 to 16. Preferably, the fluoroalkane is selected from CF3, CF2H or CH2F.

[0062] In the present application, since the N atom is not directly bonded to the hydrogen atom, there is no desorption of hydrogen and thus no destabilization of the color material. Therefore, fading of the color material is suppressed, resulting in improved brightness of the colored layer.

[0063] In some embodiments, either one of R1 and R2 is selected from substituted or unsubstituted aromatic or heteroaryl groups, and the other is selected from aliphatic chains.

[0064] In some embodiments, either one of R3 and R4 is selected from substituted or unsubstituted aromatic or heteroaryl groups, and the other is selected from aliphatic chains.

[0065] In the examples of the present application, when either R1 or R2 is an aromatic or heteroaryl group, or when either R3 or R4 is an aromatic or heteroaryl group, it is speculated that the lone electron pair of the N atom resonates not only with the xanthene skeleton but also with the aromatic or heteroaryl group, thereby further stabilizing the molecule. Furthermore, when either R1 or R2 is an aliphatic chain, or when either R3 or R4 is an aliphatic chain group, this facilitates the dispersion of the xanthene dye in the solvent, facilitating subsequent product preparation.

[0066] When xanthene dyes are used in color filters, they are primarily mixed with blue colorants to create blue sub-pixels. Existing blue sub-pixels have low green light absorption, resulting in high green light transmittance, which affects the display quality.

[0067] In some embodiments, any one of R1 and R2 is selected from an aromatic or heteroaryl group substituted with at least one electron withdrawing group.

[0068] In some embodiments, any one of R3 and R4 is selected from an aromatic or heteroaryl group substituted with at least one electron withdrawing group.

[0069] It is understood that, in the present application, the electron-withdrawing group is selected from a combination of one or more of a halogen group, an ester group, a carbon group, a nitro group, and a cyano group.

[0070] In the embodiment of the present application, a certain electron-withdrawing group is introduced into the aromatic group or heteroaryl group directly connected to N. The introduction of this group can further enhance the N through the conjugation of the benzene ring. + positive charge, which will help to increase the N + With N - The strength of the ionic bonds within and between molecules is conducive to the formation of polymers of xanthene molecules, thereby reducing the degradation of xanthene molecules under heating and UV conditions; moreover, the inventors have found that when the xanthene dye contains at least two R5-L2-N - Under the premise of the -L1* group, after further introducing the electron-withdrawing group, the chromaticity coordinate value of the filter layer produced is smaller, which can reduce the green light transmittance to improve the display effect.

[0071] In some embodiments, any one of R1 and R2 is selected from a substituted benzene ring, and the other is selected from an alkyl group with 1 to 16 carbon atoms; preferably, the other is selected from an alkyl group with 1 to 12 carbon atoms; more preferably, the other is selected from an alkyl group with 2 to 6 carbon atoms.

[0072] The substituent of the substituted benzene ring is selected from one or more combinations of alkyl groups, COCH3, and halogen groups; further, when the benzene ring is substituted by an alkyl group, the number of carbon atoms of the alkyl group is 1 to 12.

[0073] In some embodiments, any one of R3 and R4 is selected from a substituted benzene ring, and the other is selected from an alkyl group with 1 to 16 carbon atoms; preferably, the other is selected from an alkyl group with 1 to 12 carbon atoms; more preferably, the other is selected from an alkyl group with 2 to 6 carbon atoms.

[0074] The substituent of the substituted benzene ring is selected from one or more combinations of alkyl groups, COCH3, and halogen groups; further, when the benzene ring is substituted by an alkyl group, the number of carbon atoms of the alkyl group is 1 to 12.

[0075] In some embodiments, L1 and L2 are the same group when they occur, and each occurrence of R5 is the same group; that is, each occurrence of R5-L2-N - -The groups shown in L1* represent the same groups. By introducing the same substituent groups into the 9-phenylxanthene parent structure, it is possible to improve the heat resistance of the dye while simplifying the synthesis steps, making it easier to mass-produce.

[0076] In some embodiments, a is equal to 0, b is equal to 0, c is greater than or equal to 2 and less than or equal to 5, at least one of L1 and L2 is selected from SO2, and R5 is selected from CF3.

[0077] In some embodiments, the xanthene dye comprises at least one compound represented by formula (1-1):

[0078]

[0079] In some embodiments, the xanthene dye is selected from at least one compound shown below:

[0080]

[0081]

[0082] The xanthene dye provided by the present application is prepared by introducing two R5-L2-N - -L1* group, due to N -The group contains a lone pair of electrons, which can resonate with the carbon atoms of the benzene ring on the 9-phenylxanthene parent structure to form a ring structure, thereby increasing the stability of the molecule. When used in the filter layer, it can improve the heat resistance and light resistance of the filter layer.

[0083] The second aspect of the present application provides a xanthene lake, which is generated by the above-mentioned xanthene dye and a basic cation.

[0084] In some embodiments, the basic cation is selected from [Al 2m (OH) nm ] 6m-mn , wherein n is any value between 0 and 5, m is any value between greater than 0 and less than 10, and 6m-nm are integers greater than 0. For example, when m is equal to 1 and n is equal to 5, the alkaline cation is selected from [Al2(OH)5] + ;

[0085] When m is equal to 2 and n is equal to 4.5, the alkaline cation is selected from [Al4(OH)9] 3+ It is understandable that in the embodiments of the present application [Al 2m (OH) nm ] 6m-mn The examples are not limited to the above.

[0086] It is understandable that, in the embodiments of the present application, [Al 2m (OH) nm ] 6m-mn It may be present in the form of a compound or a polymer. In some embodiments, the alkaline cation is selected from Takibine #1500 manufactured by Doki Chemical (basicity 83.0% by mass, 23.2% by mass based on alumina, chemical formula Al2(OH)5Cl recorded on MSDS), Tan White manufactured by Doki Chemical (basicity 74.5% by mass, 23% by mass based on alumina, chemical formula Al4(OH)9Cl3 recorded on MSDS), and "Polyaluminum Chloride Standard" manufactured by Tosoh (basicity 53.9% by mass, 10.2% by mass based on alumina, chemical formula [Al2(OH) a Cl (6－a) ] b (a is an arbitrary value from 1 to 5, b is an arbitrary value from 0 to 10), aluminum nitrate nonahydrate manufactured by Wako Pure Chemical Industries, Ltd. or one or more thereof.

[0087] In some embodiments, the raw material of the alkaline cation is selected from polyaluminum chloride, wherein the molar mass ratio of the xanthene dye to the polyaluminum chloride is 1:(450-600) (mol / g); for example, the molar mass ratio of the xanthene dye to the polyaluminum chloride can be 1:450, 1:500, 1:510, 1:520, 1:550, 1:600, etc.

[0088] In one embodiment, the polyaluminum chloride is selected from Takibine #1500 manufactured by Taki Chemical Co., Ltd. (Al2(OH)5Cl, basicity 83.5% by mass, 23.5% by mass as aluminum oxide component).

[0089] The alkaline cations will undergo ion exchange with the negatively charged groups in the xanthene dye molecules to form insoluble aluminum salt complexes, thereby destroying the water solubility of the dye molecules and causing them to precipitate from the solution.

[0090] The third aspect of the present application provides a photosensitive colored resin composition, comprising a resin, a photopolymerizable monomer, a solvent, a colorant, a photoinitiator, and a solvent, wherein the colorant comprises at least one of the above-mentioned xanthenes.

[0091] In some embodiments, the colorant further includes a blue color material.

[0092] After a blue color material is added to the colorant, a colorant for a blue sub-pixel can be produced.

[0093] It can be understood that blue color materials refer to coloring materials with blue as the main color.

[0094] In some embodiments, the colorant further includes phthalocyanine pigments and triarylmethane-based color materials.

[0095] In some embodiments, the phthalocyanine pigment is selected from a combination of one or more of the pigments represented by the color index, blue copper phthalocyanine, and PB16, PB75, and PB79, wherein the pigment represented by the color index is selected from a combination of one or more of copper phthalocyanines such as (PB)15, PB15:1, PB15:2, PB15:3, PB15:4, PB15:5, and PB15:6, PB16, PB75, and PB79. It is understood that the phthalocyanine pigments in the embodiments of the present application are not limited to the above examples.

[0096] In some preferred embodiments, the phthalocyanine pigment is selected from a phthalocyanine pigment having the same skeleton as the phthalocyanine pigment used for the alkaline treatment. When the phthalocyanine pigment has a basic site, the dispersibility and brightness can be further improved.

[0097] In some embodiments, the triarylmethane color material is selected from at least one of an inner salt type triarylmethane pigment, a triarylmethane cation complex salt type pigment, an oxa total cation complex salt type pigment, and a metal salt lake pigment.

[0098] In some embodiments, the triarylmethane color material is selected from triarylmethane complex salt type pigments, and the triarylmethane complex salt type pigments are selected from at least one of the pigments with CI names PB.1:2, PB.1:X, PB.2, PB.3, PB.9, PB10, PB.14, and PB62.

[0099] In some embodiments, the triarylmethane color material is selected from basic blue lake pigments, wherein the basic blue lake pigments include at least one of the CI names PB.18, PB.19, PB.56, PB.57 and PB.61.

[0100] In some embodiments, the triarylmethane color material is selected from Basic Blue 7, di-crosslinked triarylmethane lake, multi-crosslinked triarylmethane lake, etc., among which at least one of PB.1, Basic Blue 7, PB.10, di-crosslinked triarylmethane lake, and multi-crosslinked triarylmethane lake is preferred.

[0101] In some implementations, in the photosensitive colored resin composition, the weight portion of the colorant is 1 to 10 parts; more preferably, the weight portion of the colorant is 2 to 6 parts.

[0102] Furthermore, in the colorant, the weight percentage of the triarylmethane color material is 50 to 99 parts, the weight percentage of the xanthene lake is 1 to 40 parts, and the weight percentage of the phthalocyanine pigment is 10 parts. Furthermore, in the colorant, the weight percentage of the xanthene lake is 1 to 10 parts.

[0103] In some embodiments, in the colorant, the total weight of the triarylmethane color material, the xanthene lake, and the phthalocyanine pigment is 100 parts.

[0104] In the embodiment of the present application, the colorant may further include the above-mentioned xanthene dye.

[0105] In the embodiments of the present application, the resin serves as a carrier for the other components, is soluble in a developer, can form a film layer, and supports a cross-linking reaction. In some embodiments, the resin includes at least one of an acrylic resin, an epoxy resin, a silicone resin, a polyimide, and a polyurethane. It is understood that the types of resins may include, but are not limited to, the aforementioned types. In a preferred embodiment, the resin is selected from a photocurable acrylic resin. In a specific embodiment, the resin is pentaerythritol triacrylate.

[0106] In some embodiments, the weight percentage of the resin is 3 to 30 parts; in some preferred embodiments, the weight percentage of the resin is 5 to 10 parts.

[0107] In the embodiment of the present application, the photopolymerizable monomer is a compound having two or more ethylenically unsaturated double bonds, which can be cross-linked with the resin under the action of a UV photoinitiator, thereby achieving film surface curing. In some implementations, the photopolymerizable monomer is selected from multifunctional (meth)acrylates having three or more acryloyl or methacryloyl groups; for example, trimethylolpropane tri(meth)acrylate, pentaerythritol tri(meth)acrylate, succinic acid modified pentaerythritol tri(meth)acrylate, pentaerythritol tetra(meth)acrylate, dipentaerythritol tetra(meth)acrylate, dipentaerythritol penta(meth)acrylate, succinic acid modified dipentaerythritol penta(meth)acrylate, dipentaerythritol hexa(meth)acrylate, tris(2-(meth)acryloyloxyethyl) phosphate, etc. In a specific embodiment, the photopolymerizable monomer includes dipentaerythritol hexaacrylate.

[0108] In some embodiments, the weight percentage of the photopolymerizable monomer is 3 to 30 parts; in some preferred embodiments, the weight percentage of the photopolymerizable monomer is 5 to 10 parts.

[0109] In some implementations, the photoinitiator is selected from free radical initiators, such as one or more combinations of acetophenones, benzoins, oxime esters, and benzophenones. It is understood that the free radical initiator may include but is not limited to the above-mentioned options.

[0110] In some embodiments, the photoinitiator comprises an oxime ester photoinitiator. Using an oxime ester photoinitiator can improve sensitivity and suppress issues such as uneven line width and water stains. In some preferred embodiments, the photoinitiator is selected from an oxime ester photoinitiator containing a diphenyl sulfide or fluorene backbone, which can further improve brightness. In other preferred embodiments, the photoinitiator is selected from an oxime ester photoinitiator containing a carbazole backbone, which can further enhance sensitivity.

[0111] The photoinitiator in the embodiments of the present application can be selected from commercially available products; in some embodiments, the photoinitiator is selected from at least one of Irgacure OXE-01 (manufactured by BASF) containing a carbazole skeleton, Adeka Arkls NCI-831 (manufactured by ADEKA), Adeka Arkls NCI-930 (manufactured by ADEKA) having a diphenyl sulfide skeleton, TR-PBG-304, TR-PBG-345, TR-PBG-3057 (manufactured by Changzhou Qiangli Electronic New Materials Co., Ltd.), TR-PBG-365 (manufactured by Changzhou Qiangli Electronic New Materials Co., Ltd.) having a fluorene skeleton, and SPI-04 (manufactured by Sanyang). It is understood that the commercially available products that can be selected may include but are not limited to the above products. In a specific embodiment, the photoinitiator includes TR-PBG-365.

[0112] In some embodiments, the weight percentage of the photoinitiator is photoinitiator: 0.01 parts to 2 parts.

[0113] It is understood that the solvent described in the embodiments of this application can disperse and / or dissolve the solids in the photosensitive color resin composition to form a slurry or liquid. In some embodiments, the solvent is selected from at least one of propylene glycol monomethyl ether acetate, propylene glycol monomethyl ether, butyl carbitol acetate (BCA), carbitol acetate, 3-methoxy-3-methyl-1-butyl acetate, ethyl ethoxypropionate, ethyl lactate, and 3-methoxybutyl acetate. In some specific embodiments, the solvent includes propylene glycol monomethyl ether acetate (PGMEA).

[0114] In some embodiments, the weight percentage of the solvent is 60 to 90 parts.

[0115] In some embodiments, the photosensitive colored resin composition further includes a dispersant. In this application, the dispersant serves at least one of the following technical functions: improving the uniformity of the photoresist, preventing agglomeration and precipitation, increasing the fluidity of the photoresist, enhancing adhesion to the substrate, and regulating the drying properties of the photoresist. Based on this, in the embodiments of this application, the dispersant can be appropriately selected from among conventionally known dispersants. In some implementations, the dispersant is selected from one or more of a cationic surfactant, an anionic surfactant, a nonionic surfactant, an amphoteric surfactant, a silicone surfactant, and a fluorochemical surfactant; preferably, the dispersant is a polymeric dispersant. In the practice of the present application, the dispersant is selected from EFKA-4046, EFKA-4047, EFKA Polymer 10, EFKA Polymer 400, EFKA Polymer 401, EFKA Polymer 4300, EFKA Polymer 4310, EFKA Polymer 4320, EFKA Polymer 4330 manufactured by BASF Japan; Disperbyk111, Disperbyk161, Disperbyk165, Disperbyk167, Disperbyk182, Disperbyk2000, Disperbyk2001, BYK-LPN6919 or BYK-LPN21116, SOLSPERSE24000, SOLSPERSE27000 or SOLSPERSE28000 manufactured by Lubrizol Co., Ltd., Ajisper (registered trademark) PB821, PB822 (Ajinomoto Fine Techno Co., Ltd.), etc.; in some preferred embodiments, the dispersant is selected from BYK-LPN6919.

[0116] In some embodiments, in the photosensitive colored resin composition, the weight amount of the dispersant is 0.1 to 20 parts, and preferably, the weight amount of the dispersant is 0.5 to 10 parts.

[0117] In the embodiments of the present application, the photosensitive colored resin composition may be added with additives as needed; in some embodiments, the additives include at least one of a surfactant, a leveling agent, a defoaming agent, an antioxidant, a silane coupling agent, an ultraviolet absorber, and a adhesion promoter.

[0118] It can be understood that the additives in the embodiments of the present application may include but are not limited to the above exemplary additives.

[0119] In some embodiments, the additives include surfactants and antioxidants.

[0120] In some embodiments, the weight amount of the additive is 0.01 to 2 parts.

[0121] Furthermore, the total weight of each component of the photosensitive colored resin composition is 100 parts.

[0122] In an exemplary photosensitive colored resin composition provided, the following components are included in parts by weight:

[0123] Resin: 5 parts;

[0124] Photopolymerizable monomer: 5 parts;

[0125] Photoinitiator: 0.5 parts;

[0126] Colorant: 4 parts;

[0127] Surfactant: 0.5 parts;

[0128] Antioxidant: 1 part;

[0129] Dispersant: 1 part;

[0130] Solvent: 83 parts;

[0131] It is understood that in the examples of the present application, the mass of each part by weight of each raw material in the photosensitive colored resin composition is different from the mass of each part by weight of each raw material in the colorant of the aforementioned examples.

[0132] The present application provides a photosensitive colored resin composition, which contains a lake xanthene dye using the xanthene dye of the aforementioned embodiment as a raw material. The xanthene dye is obtained by introducing two R5-L2-N - -L1* group, due to N - The group contains a lone pair of electrons, which can resonate with the carbon atom of the benzene ring on the 9-phenylxanthene parent structure to form a ring structure, increasing the stability of the molecule and improving the heat resistance and light resistance when used in color lake materials.

[0133] A fourth aspect of the present application is a display device, comprising a filter layer, wherein the filter layer is prepared from the above-mentioned xanthene dye, the above-mentioned xanthene lake, or the above-mentioned photosensitive colored resin composition.

[0134] In some embodiments, the filter layer includes a substrate and a coloring layer, and the coloring layer is prepared from the aforementioned xanthene dye, the aforementioned xanthene lake, or the aforementioned photosensitive coloring resin composition.

[0135] In some embodiments, the colored layer includes a blue sub-pixel, and the blue sub-pixel is prepared from the xanthene dye, the xanthene lake, or the photosensitive colored resin composition.

[0136] It is understandable that the raw materials for preparing the blue sub-pixel also include blue color materials.

[0137] In some embodiments, see Figure 1 , the preparation process of the filter layer is as follows:

[0138] Step S1: mixing the above-mentioned photosensitive colored resin composition to obtain a photoresist;

[0139] Step S2: preparing the photoresist into the filter layer through a photolithography process.

[0140] In some embodiments, see Figure 2 , step S1 includes the following steps:

[0141] Step S101: mixing a colorant, a dispersant, a portion of a resin, and a portion of a solvent to obtain a color material paste;

[0142] Step S102: adding a photoinitiator, another portion of resin, a photopolymerizable monomer, and an additive to another portion of solvent and mixing to obtain a transparent mother solution.

[0143] Step S103: uniformly mixing the color material paste and the mother liquid to obtain a photoresist.

[0144] In step S101, the mixing includes a first dispersion step and a second dispersion step performed sequentially; in the first dispersion step, a sand mill is used to grind with 2 mm zirconium oxide beads to obtain a pre-dispersion liquid; in the second dispersion step, the pre-dispersion liquid is ground with 0.1 mm zirconium oxide beads using a sand mill to obtain a color material paste.

[0145] Through two grindings, the coloring material can be evenly dispersed in the color material paste to avoid agglomeration.

[0146] In some embodiments, the milling time in the first dispersing step is 0.5 hours to 1.5 hours, and the milling time in the second dispersing step is 2 hours to 6 hours. In some preferred embodiments, the milling time in the first dispersing step is 1 hour, and the milling time in the second dispersing step is 4 hours.

[0147] In some embodiments, see Figure 3 , step S2 includes the following steps:

[0148] Step S201: providing a clean substrate;

[0149] Step S202: coating photoresist on the substrate;

[0150] Step S203: removing the solvent in the photoresist to form a photoresist layer;

[0151] Step S204: exposing the photoresist layer and then baking it to obtain a filter layer.

[0152] In some implementations, step S201 includes: cleaning the substrate with deionized water, drying it with an air knife, and then irradiating it with UV light for more than 20 seconds to remove impurities and organic matter.

[0153] In some embodiments, in step S202 , the coating speed of the photoresist is 200 rpm.

[0154] In some embodiments, in step S203 , removing the solvent from the photoresist includes sequentially performing static drying and baking drying. In the baking drying, the baking temperature is 100° C. and the baking time is 2 minutes.

[0155] In some embodiments, in step S204, the exposure condition is an exposure dose of 60 mj / cm2 under ultraviolet light with a wavelength of 365 nm. 3 .

[0156] In some embodiments, the baking temperature of step S204 is 230° C., and the baking time is 30 minutes.

[0157] In some embodiments, the display device is a liquid crystal display screen, including a liquid crystal display panel 100 and a backlight module;

[0158] See also Figure 4 The liquid crystal display panel 100 includes an upper polarizer 10, a filter layer 20, a liquid crystal layer 30, an array substrate 40 and a lower polarizer 50 stacked in sequence;

[0159] The backlight module is arranged on the light incident side of the lower polarizer.

[0160] In the embodiments of the present application, there is no specific limitation on the structure of the backlight module.

[0161] It is understandable that the liquid crystal display panel in the embodiment of the present application may further include other components, which are not specifically limited.

[0162] In some embodiments, the display device is an organic light emitting display device, see Figure 5 , including an organic light emitting display panel 200 , wherein the organic light emitting display panel 200 includes an organic light emitting device 10 ′.

[0163] Specifically, the organic light emitting display panel 200 further includes an array substrate 30 ′ and an encapsulation layer 40 ′; the organic light emitting device 10 ′ is disposed on the array substrate 30 ′ and is electrically connected to the array substrate; and the encapsulation layer 40 ′ covers the array substrate 30 ′ and the organic light emitting device 10 ′.

[0164] It can be understood that the array substrate 30 ′ is used to drive the organic light emitting device 10 ′ to emit light, and the encapsulation layer 40 ′ is used to protect the organic light emitting device 10 ′.

[0165] Specifically, the organic light emitting display panel 200 further includes a filter layer 20 and a cover plate 50 ′ located on a side of the encapsulation layer 40 ′ away from the organic light emitting device 10 ′. The filter layer 20 is located between the encapsulation layer 40 ′ and the cover plate 50 ′.

[0166] The display device provided by the present application contains a filter layer made of the xanthene dye of the aforementioned embodiment, and the xanthene dye is prepared by introducing at least two R5-L2-N - -L1* group, due to N - The group contains a lone pair of electrons, which can resonate with the carbon atoms of the benzene ring on the 9-phenylxanthene parent structure to form a ring structure, increasing the stability of the molecule. It can be used in the preparation of color filter layers in lake materials, which can improve heat resistance and light resistance. When used in display devices, it can enhance the display effect.

[0167] The present application will be described below in conjunction with preferred embodiments, but the present application is not limited to the following embodiments. It should be understood that the attached claims summarize the scope of the present application. Under the guidance of the inventive concept of the present application, those skilled in the art should realize that certain changes made to the various embodiments of the present application will be covered by the spirit and scope of the claims of the present application.

[0168] (1) Synthesis Example

[0169] Example 1 Synthesis of Compound M1

[0170]

[0171] The synthesis steps of compound M1 are as follows:

[0172] 1) Synthesis of intermediate 1a

[0173]

[0174] In a 1000ml four-necked flask, 18.1g (0.034mol) of sulfonic acid fluoran compound, 400ml of methanol and 7.6g (0.068mol) of 2-fluoroaniline were added and refluxed for 30 hours. After filtering the reaction solution at 60°C to remove insoluble components, the solvent was removed under reduced pressure until the reaction solution was about 70ml, and then injected into 200ml of 6% hydrochloric acid by mass. Then, 600ml of water was added and stirred at room temperature for 30 minutes, and the filter cake was filtered out. After suspending the filter cake in 100ml of water and stirring at 60°C for 2 hours, it was filtered out again and washed with hot water at 60°C, and then dried to obtain intermediate 1a, [M+Na]+ =657.05, in the practice of this application, [M+Na] + Indicates the "metal adduct ion peak", where M represents the compound molecule, Na is the sodium ion, [M+Na] + Refers to the positively charged ion formed when the compound molecule M combines with a sodium ion.

[0175] 2) Synthesis of intermediate 1b

[0176]

[0177] A mixture of 20 g of intermediate 1a (0.032 mol), 130 mL of 1-methyl-2-pyrrolidone, 6.94 g (0.05 mol) of potassium carbonate, and 13.48 g (0.086 mol) of ethyl iodide was stirred at 80°C for 2 hours. After the reaction was completed, the reaction solution was cooled to room temperature and then added dropwise to 490 g of 17.5% by weight hydrochloric acid at a temperature of 0-10°C and stirred for 1 hour. The precipitate was then filtered off and the residue was dried at 60°C for 24 hours to obtain intermediate 1b, [M+Na] + =713.15.

[0178] 3) Synthesis of Compound M1

[0179]

[0180] 10.4 g (0.015 mol) of the obtained crystals (intermediate 1b) and 106 g (0.69 mol) of phosphorus trichloride were placed in a flask and stirred at 60°C for 2 hours. The obtained reaction solution was cooled to room temperature, and the reaction solution was added dropwise to 1500 mL of ice water and stirred for 30 minutes. The obtained crystals were filtered, washed with 200 g of water, and dried for 10 hours. 7.5 g (0.01 mol) of the crystals and 3.3 g (0.022 mol) of trifluoromethylsulfonamide were dissolved in 40 g of chloroform, and 3.1 g (0.03 mol) of triethylamine were added dropwise and stirred at room temperature for 1 hour. 100 g of water was added to the reaction solution obtained thereafter and washed with water, and then the organic layer was separated and obtained. The organic layer was dried and purified with sodium sulfate and concentrated under reduced pressure to obtain the product M1, [M+H] + =954.0768, the infrared spectrum of product M1 is shown in Figure 6 , Figure 6 Medium, 3457.03cm -1 The corresponding troughs may be the stretching vibrations of NH in the molecule (possibly N- ions combined with H+); 1648.12, 1603.67 cm -1 Corresponding troughs: aromatic ring skeleton vibration (C=C stretching), reflecting the characteristics of aromatic structure; 1130.82, 1046.43cm-1 Corresponding valley: sulfonic acid group (-SO3 - ) is a typical peak of acid dyes containing sulfonic acid groups; 769.49 corresponds to the trough: the out-of-plane bending vibration of the ortho-substituted CH of the aromatic ring.

[0181] Example 2 Synthesis of Compound M2

[0182]

[0183] The synthesis steps of compound M2 are as follows:

[0184] 1) Synthesis of intermediate 2a

[0185]

[0186] The specific operation steps and the molar ratio of each raw material refer to step 1) of Example 1, except that 2-fluoroaniline is replaced by p-aminoacetophenone, and the [M+Na] of intermediate 2a is + It is 705.0975.

[0187] 2) Synthesis of intermediate 2b

[0188]

[0189] The specific operation steps and the molar ratio of each raw material refer to step 2) of Example 1, except that intermediate 1a is replaced by intermediate 2a, and the [M+Na] of intermediate 2b is + It is 761.1599.

[0190] 3) Synthesis of Compound M2

[0191]

[0192] The specific operation steps and the molar ratio of each raw material refer to step 3) of Example 1, except that intermediate 1b is replaced by intermediate 2b, and the [M+H] + It is 1001.1083.

[0193] Example 3 Synthesis of Compound M3

[0194]

[0195] The synthesis steps of compound M3 are as follows:

[0196] 1) Synthesis of intermediate 3a

[0197]

[0198] The specific operation steps and the molar ratio of each raw material refer to step 1) of Example 1, except that 2-fluoroaniline is replaced by o-toluidine, and the [M+Na] of intermediate 3a is + It is 649.1071.

[0199] 2) Synthesis of intermediate 3b

[0200]

[0201] The specific operation steps and the molar ratio of each raw material refer to step 2) of Example 1, except that intermediate 1a is replaced by intermediate 3a, and the [M+Na] of intermediate 3b is + It is 705.1708.

[0202] 3) Synthesis of Compound M3

[0203]

[0204] The specific operation steps and the molar ratio of each raw material refer to step 3) of Example 1, except that intermediate 1b is replaced by intermediate 3b, and the [M+H] + It is 945.1187.

[0205] (2) Application Examples

[0206] Application Example 1

[0207] This embodiment provides a process for preparing the M1 compound in Example 1 into a filter layer. The specific steps are as follows:

[0208] 1) 7.05 g (0.0074 mol) of Compound M1 obtained in Example 1 was added to 500 ml of water and dissolved at 80°C for 1 hour to prepare a dye solution. Next, 3.85 g of polyaluminum chloride ("Takibine #1500," manufactured by Taki Chemical Co., Ltd., Al2(OH)5Cl, basicity 83.5% by mass, 23.5% by mass as aluminum oxide) (the molar mass ratio of Compound M1 to polyaluminum chloride was 1:520.27 (mol / g)) was added to 200 ml of water and stirred at 80°C to prepare a polyaluminum chloride aqueous solution. The prepared polyaluminum chloride aqueous solution was added dropwise to the dye solution at 80°C over 15 minutes and stirred at 80°C for another hour. The resulting precipitate was filtered and washed with water. The resulting filter cake was dried to obtain xanthene lake.

[0209] 2) Preparation of xanthene lake paste: The xanthene lake prepared in step 1), dispersant, resin, and PGMEA were mixed, and ground using a sand mill with 2 mm zirconia beads for 1 hour as pre-dispersion, and further ground using 0.1 mm zirconia beads for 4 hours as final dispersion to obtain a xanthene lake paste.

[0210] 3) Preparation of transparent mother liquor: Weigh a certain amount of photoinitiator, resin, monomer, antioxidant, and surfactant, add an appropriate amount of PGMEA, and stir at room temperature for 30 minutes to dissolve to obtain a transparent mother liquor.

[0211] 4) A certain amount of xanthene lake paste and transparent mother liquor were weighed into a sample bottle, the lid was tightly closed, and stirring was carried out for 30 minutes to uniformly mix the xanthene lake paste and the mother liquor, thereby preparing a target photoresist. The types and weight percentages of the raw material components in the target photoresist are shown in Table 1.

[0212] 5) Substrate cleaning: After cleaning the substrate with deionized water, air knife dry it, and then irradiate it with UV for more than 20 seconds to remove impurities and organic matter;

[0213] 6) Photoresist coating: Spin-coat the target photoresist on a cleaned 10x10 cm substrate at 200 rpm and allow to stand to evaporate some of the solvent;

[0214] 7) Pre-baking: bake the substrate at 100°C for 2 minutes to remove excess solvent.

[0215] 8) In atmospheric atmosphere, at 60mj / cm 3 The film was irradiated with an exposure dose of 365 nm (without using a photomask).

[0216] 9) Post-baking: bake at 230°C for 30 min to obtain the filter layer.

[0217] Application Example 2

[0218] This embodiment provides a process for preparing the compound M2 in embodiment 2 into a filter layer. The specific steps are the same as those in application embodiment 1, except that compound M1 is replaced by compound M2.

[0219] Application Example 3

[0220] This embodiment provides a process for preparing the compound M3 in embodiment 3 into a filter layer. The specific steps are the same as those in application embodiment 1, except that compound M1 is replaced by compound M3.

[0221] Comparative Example 1

[0222] Providing compound D1

[0223]

[0224] The synthesis method thereof refers to patent JP6950070B2.

[0225] Compound D1 was prepared into a filter layer by referring to the steps of Application Example 1, except that compound M1 was replaced by compound D1.

[0226] Performance Testing

[0227] 1) The filter layers obtained in Examples 1-3 and the comparative example were measured for brightness (Y) and chromaticity (xy) using a colorimeter. The results are shown in Table 2. The x, y, and Y values ​​were measured using an LvmicroZ microspectrometer under standard C illuminant.

[0228] 2) The filter layers obtained using Examples 1 to 3 and the comparative example were measured for chromaticity (L0, a0, b0) using an OSP-SP200 microspectrophotometer manufactured by Olympus Corporation. The filter layers were then post-baked in a dust-free oven at 230°C for 150 minutes, and the resulting chromaticity (L1, a1, b1) was measured again.

[0229] The change in chromaticity of the filter layer after 30 minutes to 150 minutes at 230° C. was evaluated according to the following formula. The results are shown in Table 2.

[0230] ΔEab={(L1-L0) 2 +(a1-a0) 2 +(b1-b0) 2} 1 / 2

[0231] (ΔEab evaluation criteria)

[0232] AA: ΔEab is 3 or less;

[0233] A: ΔEab is greater than 3 and less than 5;

[0234] B: ΔEab exceeds 5 and is 7 or less;

[0235] C: ΔEab exceeds 7 and is 10 or less;

[0236] D: ΔEab exceeds 10

[0237] Table 1: Raw materials and weight percentages of each component in Application Examples 1 to 3 and Comparative Examples

[0238]

[0239] It is understandable that in the embodiments of the present application, PGMEA, photopolymerizable monomers, dispersants, resins, initiators, surfactants, and antioxidants are all commercially available products.

[0240] It should be noted that the solid content is the total weight of the components excluding the solvent PGMEA.

[0241] Table 2 Performance test results of the filter layers of application examples 1 to 3 and the filter layers of the comparative example

[0242] Application Example 1 Application Example 2 Application Example 3 Comparative Example x 0.30 0.30 0.33 0.32 y 0.15 0.16 0.18 0.17 Y 33.15 32.96 33.08 32.99 △Eab AA AA A B

[0243] The results in Table 2 indicate that the xanthene dyes of the present invention can be used as coloring materials for filter layers. The filter layers prepared using the xanthene dyes of the present invention in Application Examples 1-3 exhibit chromaticity values ​​of x in the range of 0.30-0.33 and y in the range of 0.15-0.18, indicating a reddish-purple color.

[0244] At the same time, compared with the filter layer of the comparative example, the filter layers of the application examples 1 to 3 use at least two R5-L2-N - -L1* group xanthene dye is used to make the filter layer. When the brightness Y is within the range of about 33, the heat resistance of Application Examples 1 to 3 reaches above Grade A, which is better than Grade B of the Comparative Example.

[0245] Furthermore, the xanthene dye used in the filter layer of Application Example 1 and Application Example 2 has a molecular structure similar to N + The electron-withdrawing group is introduced into the benzene ring connected to the embodiment 3, and the xanthene dye used in the filter layer has a molecular structure with N + Alkyl groups are introduced into the connected benzene rings. Compared with Example 3, the heat resistance of Example 1 to Example 2 is further improved to AA grade. Moreover, compared with Example 3 and the comparative example, the x and y values ​​of the chromaticity coordinates of Example 1 to Example 2 are blue-shifted. It can be seen that the introduction of at least two R5-L2-N - -L1* group, in combination with N + After further introducing electron-withdrawing groups into the connected benzene rings, the chromaticity coordinates of the resulting CF will shift to the blue. The blue shift of the chromaticity coordinates helps to reduce the green light transmittance and improve the display effect.

[0246] The xanthene dye provided by the present application is prepared by introducing two R5-L2-N - -L1* group, due to N - The group contains a lone pair of electrons, which can resonate with the carbon atoms of the benzene ring in the 9-phenylxanthene parent structure to form a ring structure. This improves the heat resistance and light resistance of the color lake material when used in the filter layer.

[0247] In the description of this application, the terms "first" and "second" are used for descriptive purposes only and should not be understood to indicate or imply relative importance or implicitly specify the number of technical features indicated. Therefore, features specified as "first" or "second" may explicitly or implicitly include one or more features. In the description of this application, "plurality" means two or more, unless otherwise specifically specified.

[0248] In the above embodiments, the description of each embodiment has its own focus. For parts that are not described in detail in a certain embodiment, reference can be made to the relevant descriptions of other embodiments.

[0249] The embodiments, implementation methods and related technical features of the present application can be combined and replaced with each other without conflict.

[0250] The above are merely preferred embodiments of the present application and do not constitute any form of limitation to the present application. However, any simple modifications, equivalent changes, and modifications made to the above embodiments based on the technical essence of the present application without departing from the content of the technical solution of the present application are still within the scope of the technical solution of the present application.

Claims

1. A xanthene dye, characterized in that: The xanthene dye comprises at least one compound having a molecular formula as shown in formula (1): Y is selected from at least one of R5-L2-N - -The group represented by L1*, a is greater than or equal to 0 and less than or equal to 3, b is greater than or equal to 0 and less than or equal to 3, c is greater than or equal to 0 and less than or equal to 5, and the value of a+b+c is greater than or equal to 2 and less than or equal to 11; L1 and L2 are the same or different each time they appear, and are selected from a combination of one or more of SO2, C=O, CH2, and COO; R1 to R4 are selected from groups other than H; R5 is the same or different at each occurrence and is selected from fluoroalkanes; * is the connection site.

2. The xanthene dye according to claim 1, characterized in that Any one of said R1 and said R2 is selected from substituted or unsubstituted aromatic or heteroaryl groups, and the other is selected from aliphatic chains; and / or, Any one of the R3 and R4 is selected from a substituted or unsubstituted aromatic group or heteroaryl group, and the other is selected from an aliphatic chain.

3. The xanthene dye according to claim 1 or 2, characterized in that Any one of R1 and R2 is selected from an aromatic group or a heteroaryl group substituted with at least one electron-withdrawing group; and / or, Any one of said R3 and said R4 is selected from an aromatic group or a heteroaryl group substituted with at least one electron-withdrawing group; The electron-withdrawing group is selected from a combination of one or more of a halogen group, an ester group, a carbon group, a nitro group, and a cyano group.

4. The xanthene dye according to claim 1 or 2, characterized in that Any one of R1 and R2 is selected from a substituted benzene ring, and the other is selected from an alkyl group having 1 to 16 carbon atoms; and / or, Any one of R3 and R4 is selected from a substituted benzene ring, and the other is selected from an alkyl group having 1 to 16 carbon atoms; The substituents in the substituted benzene ring are selected from one or more combinations of alkyl, COCH3, and halogen groups.

5. The xanthene dye according to claim 1, characterized in that a is equal to 0, b is equal to 0, c is greater than or equal to 2 and less than or equal to 5, at least one of L1 and L2 is selected from SO2, and R5 is selected from CF3.

6. The xanthene dye according to claim 1, characterized in that The xanthene dye includes at least one compound having a molecular formula as shown in formula (1-1):

7. The xanthene dye according to claim 1, characterized in that The xanthene dye is selected from at least one compound shown below:

8. A lake xanthene, characterized in that: The xanthene lake is formed by at least one xanthene dye according to any one of claims 1 to 7 and a basic cation.

9. The lake xanthene according to claim 8, characterized in that The alkaline cation is selected from [Al 2m (OH) nm ] 6m-mn , where n is any value between 0 and 5, m is any value between greater than 0 and less than 10, and 6m-nm are integers greater than 0.

10. A photosensitive colored resin composition, characterized in that The invention comprises a resin, a photopolymerizable monomer, a solvent, a colorant and a photoinitiator, wherein the colorant comprises at least one xanthene lake according to claim 8 or 9.

11. The photosensitive colored resin composition according to claim 10, wherein The colorant also includes a blue color material.

12. The photosensitive colored resin composition according to claim 10, wherein The colorant further includes phthalocyanine pigments and triarylmethane color materials; and / or, The photosensitive colored resin composition further comprises at least one of a dispersant, a surfactant, a leveling agent, a defoaming agent, an antioxidant, a silane coupling agent, an ultraviolet absorber, and an adhesion promoter.

13. A display device, characterized in that: The display device comprises a filter layer, wherein the filter layer is prepared from the xanthene dye according to any one of claims 1 to 7, the lake xanthene according to claim 8 or 9, or the photosensitive colored resin composition according to any one of claims 10 to 12.

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