Dyes, compositions, optical films, and display panels

Abstract

The application discloses a dye, a composition, an optical film and a display panel. The structural formula of the dye is as follows: the dye provided by the application can efficiently absorb yellow-green band light, is suitable for a color film process, the optical film containing the dye provided by the application can selectively transmit red light, and the dye provided by the application is also suitable for an inkjet printing process.

Description

Technical Field

[0001] This application relates to the field of display technology, specifically to a dye, composition, optical film, and display panel. Background Technology

[0002] In the manufacturing process of Liquid Crystal Displays (LCDs), the Color Filter (CF) is one of the core components for achieving color display functionality. It forms an array of red, green, and blue sub-pixels on a transparent substrate, working in conjunction with the liquid crystal layer and backlight module to achieve the color rendering effect of the image. The photoresist material used in the preparation of the color filter directly affects key indicators of the display, such as transmittance, color performance, contrast ratio, and resolution. Currently, pigment-based photoresist systems are commonly used as the coloring material source in color filter manufacturing. However, since pigments exist in the form of solid particles, they require dispersants and complex dispersion and grinding processes to form a relatively stable system in the photoresist, inevitably resulting in insufficient dispersion uniformity. Simultaneously, pigment particles easily induce light scattering effects in the optical path, leading to decreased transmittance and limited color purity, making it difficult to meet the technical requirements of high-end display applications for high brightness and high color gamut.

[0003] In contrast, dye-based photoresists have the advantage of complete molecular-level dissolution, which can significantly reduce light scattering, achieve higher transmittance and color performance, and are more adaptable to various processes. However, the market currently has extremely limited dye resources that can meet the requirements of inkjet processing and have absorption capabilities in the yellow-green spectrum. Moreover, existing dyes generally suffer from insufficient stability and are prone to adverse reactions such as thermal decomposition, photodegradation, or oxidation during CF preparation. This results in a significant deviation between the color performance of the final CF and the theoretical design performance of the selected dye, causing the optical film to fail to meet the expected color design requirements.

[0004] Therefore, there is an urgent need to develop novel dyes that have absorption characteristics in the blue-green spectral range and are suitable for CF preparation processes. Summary of the Invention

[0005] This application provides a dye, composition, optical film, and display panel. The dye provided by this application can efficiently absorb yellow-green wavelength light and is suitable for color filter processes. The optical film containing the dye provided by this application can selectively transmit red light. At the same time, the dye provided by this application is also suitable for inkjet printing processes.

[0006] The first aspect of this application provides a dye, the structural formula of which is shown in formula (1): (1) R1 and R2 are independently selected from groups containing 1 to 20 aliphatic hydrocarbon groups, whether substituted or unsubstituted. R3 to R8 are independently selected from any one or more combinations of hydrogen atoms, deuterium atoms, halogen atoms, aliphatic hydrocarbon groups with 1 to 20 substituted or unsubstituted carbon atoms, and aromatic hydrocarbon groups with 5 to 10 substituted or unsubstituted carbon atoms.

[0007] A second aspect of this application provides a composition comprising at least one of the dyes described above.

[0008] A third aspect of this application provides an optical film comprising at least one of the above-described dyes, or the optical film is prepared from the above-described composition.

[0009] A fourth aspect of this application provides a display panel including the optical film described above.

[0010] This application provides a dye, a composition, an optical film, and a display panel. The dye has the structure shown in formula (1). By optimizing the substituents of the pyrrolopyrrole dione dye molecule, it can efficiently absorb yellow-green light and is suitable for CF process. Under CF process conditions, the dye can form an optical film layer. The resulting optical film can selectively transmit red light, thereby enabling precise control of the display chromaticity coordinates through the dye.

[0011] Furthermore, the dyes described in this application are also suitable for IJP processes. Compositions containing this dye exhibit stable jetting behavior, controllable droplet spreading, and uniform film quality during inkjet printing. Moreover, using the dyes described in this application for IJP processes enables the printing of high-precision dot matrix and pixel structures, which is beneficial for improving the optical performance, pattern resolution, and product yield of optical films under IJP process conditions. Attached Figure Description

[0012] Figure 1 This is a mass spectrum of compound M-1 provided in an exemplary embodiment of this disclosure; Figure 2 This is a proton NMR spectrum of compound M-1 provided in an exemplary embodiment of this disclosure; Figure 3 This is a transmission diagram of the optical film C1 provided in an exemplary embodiment of this disclosure; Figure 4 This is an inkjet image of the composition provided in Application Example 1, which is an exemplary embodiment of this disclosure, after being placed for 24 hours. Figure 5 This is a dot matrix printed image of the composition provided in Application Example 1 of the exemplary embodiments of this disclosure; Figure 6This is a pixel-printed image of the composition provided in Application Example 1 of the exemplary embodiments of this disclosure; Figure 7 This is a schematic diagram of the structure of a first type of display panel provided in an exemplary embodiment of this disclosure; Figure 8 This is a schematic diagram of the structure of a second display panel provided in an exemplary embodiment of this disclosure; Figure 9 This is a schematic diagram of the structure of a third display panel provided in an exemplary embodiment of this disclosure.

[0013] Explanation of reference numerals in the attached figures: 100. Display panel; 10. Array substrate; 20. Opposite substrate; 30. Liquid crystal layer; 40. Lower polarizer; 50. Upper polarizer; 60. Color filter layer; 70. Organic light-emitting device; 80. Encapsulation layer; 90. Cover plate. Detailed Implementation

[0014] The technical solutions in the embodiments of this application will be clearly and completely described below. Obviously, the described embodiments are only some embodiments of this application, and not all embodiments. Based on the embodiments in this application, all other embodiments obtained by those skilled in the art without creative effort are within the scope of protection of this application.

[0015] This application provides a dye, composition, optical film, and display panel. These are described in detail below. It should be noted that the order of description of the following embodiments is not intended to limit the preferred order of the embodiments. Furthermore, in the description of this application, the term "comprising" means "including but not limited to". The terms first, second, third, etc., are used merely as illustrative and do not impose numerical requirements or establish an order. Various embodiments of the present invention may exist in the form of a range; it should be understood that the description in the form of a range is merely for convenience and brevity and should not be construed as a rigid limitation on the scope of the invention; therefore, it should be considered that the range description has specifically disclosed all possible sub-ranges and single numerical values ​​within that range. For example, it should be considered that the range description from 1 to 6 has specifically disclosed sub-ranges, such as from 1 to 3, from 1 to 4, from 1 to 5, from 2 to 4, from 2 to 6, from 3 to 6, etc., and single numbers within the range, such as 1, 2, 3, 4, 5, and 6, regardless of the range. Additionally, whenever a numerical range is indicated herein, it means including any referenced number (fraction or integer) within the indicated range.

[0016] In the embodiments of this application, aromatic groups, aromatic families, aromatic ring systems, and aryl groups have the same meaning and can be used interchangeably.

[0017] In the embodiments of this application, heteroaromatic groups, heteroaromatic families, heteroaromatic ring systems, and heteroaryl have the same meaning and can be used interchangeably.

[0018] In the embodiments of this application, "substitution" means that the hydrogen atom in the substituent is replaced by the substituent.

[0019] In the embodiments of this application, when the same substituent appears multiple times, it can be independently selected from different groups. If the general formula contains multiple R, then R can be independently selected from different groups.

[0020] In the embodiments of this application, "substituted or unsubstituted" means that the defined group may or may not be substituted. When the defined group is substituted, it should be understood that the defined group can be substituted by one or more substituents R, wherein R is selected from, but is not limited to: deuterium, cyano, isocyano, nitro or halogen, alkyl containing 1-20 carbon atoms, heterocyclic group containing 3-20 ring atoms, aromatic group containing 6-20 ring atoms, heteroaromatic group containing 5-20 ring atoms, -NR'R'', silyl, carbonyl, alkoxycarbonyl, aryloxycarbonyl, carbamoyl, halocarbamoyl, etc. Formyl, isocyanate, thiocyanate, isothiocyanate, hydroxyl, trifluoromethyl, and the above groups may be further substituted by substituents acceptable in the art; it is understood that R' and R'' in -NR'R'' are independently selected from, but not limited to: H, deuterium, cyano, isocyano, nitro or halogen, alkyl containing 1-10 carbon atoms, heterocyclic group containing 3-20 ring atoms, aromatic group containing 6-20 ring atoms, and heteroaromatic group containing 5-20 ring atoms. Preferably, R is selected from, but not limited to: deuterium, cyano, isocyano, nitro or halogen, alkyl containing 1-10 carbon atoms, heterocyclic group containing 3-10 ring atoms, aromatic group containing 6-20 ring atoms, heteroaromatic group containing 5-20 ring atoms, silyl, carbonyl, alkoxycarbonyl, aryloxycarbonyl, carbamoyl, halocarbamoyl, formyl, isocyanate group, thiocyanate group, isothiocyanate group, hydroxyl, trifluoromethyl, and the above groups may also be further substituted with substituents acceptable in the art.

[0021] In the embodiments of this application, "aryl or aromatic group" refers to an aromatic hydrocarbon group derived from an aromatic ring compound by removing one hydrogen atom. It can be a monocyclic aryl, a fused-ring aryl, or a polycyclic aryl. For polycyclic rings, at least one is an aromatic ring system. For example, "substituted or unsubstituted aryl having 6 to 40 ring atoms" refers to an aryl containing 6 to 40 ring atoms, preferably a substituted or unsubstituted aryl having 6 to 30 ring atoms, more preferably a substituted or unsubstituted aryl having 6 to 18 ring atoms, and particularly preferably a substituted or unsubstituted aryl having 6 to 14 ring atoms, and optionally further substituted on the aryl group; suitable examples include, but are not limited to: phenyl, biphenyl, terphenyl, naphthyl, anthracene, phenanthrene, fluoranyl, triphenylene, pyrene, perylene, tetraphenyl, fluorenyl, dinaphthylphenyl, acenaphthyl and their derivatives. It is understandable that multiple aryl groups can also be interrupted by short non-aromatic units (e.g., <10% non-H atoms, such as C, N or O atoms), specifically acenaphthene, fluorene, or 9,9'-diarylfluorene, triarylamine, and diaryl ether systems should also be included in the definition of aryl.

[0022] In the embodiments of this application, "heteroaryl or heteroaromatic group" refers to an aryl group in which at least one carbon atom is replaced by a non-carbon atom, which can be an N atom, an O atom, an S atom, etc. For example, "substituted or unsubstituted heteroaryl group having 5 to 40 ring atoms" refers to a heteroaryl group having 5 to 40 ring atoms, preferably a substituted or unsubstituted heteroaryl group having 6 to 30 ring atoms, more preferably a substituted or unsubstituted heteroaryl group having 6 to 18 ring atoms, and particularly preferably a substituted or unsubstituted heteroaryl group having 6 to 14 ring atoms. The heteroaryl group may optionally be further substituted, and suitable examples include, but are not limited to, thiophene, furanyl, pyrrole, imidazolyl, diazolyl, triazolyl, imidazolyl, pyridyl, bipyridyl, etc. Pyrimidinyl, triazinyl, acridineyl, pyridazinyl, pyrazinyl, quinolinyl, isoquinolinyl, quinazolinyl, quinoxalinyl, phthalazinyl, pyridinylpyrimidinyl, pyridinylpyrazinyl, benzothiopheneyl, benzofuranyl, indolyl, pyrroloimidazolyl, pyrrolopyrrololyl, thienopyrrololyl, thienopyrrololyl, furanolololyl, furanolol, thienofuranyl, benzoisoxazolyl, benzoisothiazolyl, benzoimidazolyl, o-diazonyl, phenanthridine, primidyl, quinazolinone, dibenzothiopheneyl, dibenzofuranyl, carbazoleyl and their derivatives.

[0023] In the embodiments of this application, "aliphatic hydrocarbon group" refers to a saturated or unsaturated chain hydrocarbon substituent composed of carbon atoms and hydrogen atoms, or a non-aromatic cyclic hydrocarbon substituent; including at least one of alkyl, alkenyl, and ynyl groups. The aliphatic hydrocarbon group can have C1-C20 carbon atoms, such as straight-chain alkyl groups like methyl, ethyl, propyl, butyl, pentyl, hexyl, heptyl, octyl, nonyl, and decyl, or their corresponding branched isomers, such as isopropyl, sec-butyl, and tert-butyl, or non-aromatic cyclic hydrocarbon groups like cyclopropyl, cyclobutyl, cyclopentyl, and cyclohexyl; it can also be an unsaturated hydrocarbon group having one or more carbon-carbon double or triple bonds, such as vinyl, propenyl, butenyl, propynyl, and butynyl.

[0024] In the embodiments of this application, "alkyl" may refer to a straight-chain, branched, and / or cyclic alkyl group. The number of carbon atoms in an alkyl group may be 1 to 50, 1 to 30, 1 to 20, 1 to 10, or 1 to 6. Phrases containing this term, such as "C 1-9 "Alkyl" refers to an alkyl group containing 1 to 9 carbon atoms, and each time it appears, it can independently be C1 alkyl, C2 alkyl, C3 alkyl, C4 alkyl, C5 alkyl, C6 alkyl, C7 alkyl, C8 alkyl, or C9 alkyl. 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-butyl... 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-butyldecyl, 2-hexyldecyl, 2-octyldecyl, n-undecyl, n-dodecyl, 2-ethyldodecyl, 2-butyldodecyl, 2-hexyldodecyl, 2-octyldodecyl, n-tridecyl, n-tetradecyl, n-pentadecanyl, n-hexadecyl, 2-ethylhexadecyl, 2-butylhexadecyl, 2-hexylhexadecyl, 2-octylhexadecyl, n-hepta ...

[0025] In the embodiments of this application, "amine group" refers to an amine derivative having the structural feature of formula -N(X)2, wherein each "X" is independently H, a substituted or unsubstituted alkyl group, a substituted or unsubstituted cycloalkyl group, a substituted or unsubstituted heterocyclic group, etc. Non-limiting types of amine groups include -NH2, -N(alkyl)2, -NH(alkyl), -N(cycloalkyl)2, -NH(cycloalkyl), -N(heterocyclic)2, -NH(heterocyclic), -N(aryl)2, -NH(aryl), -N(alkyl)(aryl), -N(alkyl)(heterocyclic), -N(cycloalkyl)(heterocyclic), -N(aryl)(heteroaryl), -N(alkyl)(heteroaryl), etc.

[0026] In the embodiments of this application, unless otherwise defined, hydroxyl group refers to -OH, carboxyl group refers to -COOH, carbonyl group refers to -C(=O)-, amino group refers to -NH2, formyl group refers to -C(=O)H, haloformyl group refers to -C(=O)Z (where Z represents halogen), carbamoyl group refers to -C(=O)NH2, isocyanate group refers to -NCO, and isothiocyanate group refers to -NCS.

[0027] In the embodiments of this application, the term "alkoxy" refers to a group with the structure "-O-alkyl", that is, an alkyl group as defined above that is attached to other groups via an oxygen atom. Suitable examples of phrases containing this term include, but are not limited to: methoxy (-O-CH3 or -OMe), ethoxy (-O-CH2CH3 or -OEt), and tert-butoxy (-OC(CH3)3 or -OtBu).

[0028] In the embodiments of this application, the "*" connected to the single bond indicates a connection or fusion site.

[0029] In the embodiments of this application, when no linking site is specified in the group, it means that any linkable site in the group is selected as the linking site.

[0030] In the embodiments of this application, when no fusion site is specified in the group, it means that any fusionable site in the group is selected as the fusion site, and preferably two or more sites in the adjacent position of the group are fusion sites.

[0031] In the embodiments of this application, when the same group contains multiple substituents with the same symbol, the substituents can be the same as or different from each other, for example... The six Rs on the benzene ring can be the same or different from each other.

[0032] In the embodiments of this application, the single bonds connecting the substituents penetrate the corresponding ring, indicating that the substituent can be connected to any position on the ring, for example... R is attached to any substituted site on the benzene ring; such as express Can be with A fused ring can be formed at any position on the benzene ring.

[0033] The terms cycloalkyl or cycloalkyl as used in this application have the same meaning and are interchangeable.

[0034] In the embodiments of this application, when the group is selected from one or more combinations of several candidate groups, the specific combination of these groups and the derived groups formed therefrom are all limited to the range of combinations that can be directly deduced or conventionally designed by those skilled in the art.

[0035] As display technology continues to iterate towards higher resolution, higher brightness, and wider color gamut, the optical properties and film quality of color filter (CF) materials have become key factors limiting panel performance improvements. Inkjet printing (IJP), due to its high material utilization, flexible patterning, and adaptability to large-size substrates, is considered an important development direction for color filter manufacturing. However, the development of inkjet printing technology largely depends on color photoresist systems that can maintain stable performance during droplet ejection, film formation, and photolithography curing.

[0036] Currently, there are very limited dye resources on the market that can meet the requirements of inkjet processing and have absorption capabilities in the yellow-green spectrum. Moreover, existing dyes generally have insufficient stability and are prone to adverse reactions such as thermal decomposition, photodegradation, or oxidation during CF preparation. As a result, the color performance of the final CF deviates significantly from the theoretical design performance of the selected dye, causing the optical film to fail to meet the expected color design requirements.

[0037] Therefore, there is an urgent need to develop novel dyes that have absorption characteristics in the yellow-green spectral range and are suitable for CF preparation processes.

[0038] A first aspect of this application provides a dye, the structural formula of which is shown in formula (1): (1) R1 and R2 are independently selected from groups containing 1 to 20 aliphatic hydrocarbon groups, whether substituted or unsubstituted. R3 to R8 are independently selected from any one or more combinations of hydrogen atoms, deuterium atoms, halogen atoms, aliphatic hydrocarbon groups with 1 to 20 substituted or unsubstituted carbon atoms, and aromatic hydrocarbon groups with 5 to 10 substituted or unsubstituted carbon atoms.

[0039] This application provides a dye, a composition, an optical film, and a display panel. The dye has the structure shown in formula (1). By optimizing the substituents of the pyrrolopyrrole dione dye molecule, it can efficiently absorb yellow-green light and is suitable for CF process. Under CF process conditions, the dye can form an optical film layer. The resulting optical film can selectively transmit red light, thereby enabling precise control of the display chromaticity coordinates through the dye.

[0040] Furthermore, the dyes described in this application are also suitable for IJP processes. Compositions containing this dye exhibit stable jetting behavior, controllable droplet spreading, and uniform film quality during inkjet printing. Moreover, using the dyes described in this application for IJP processes enables the printing of high-precision dot matrix and pixel structures, which is beneficial for improving the optical performance, pattern resolution, and product yield of optical films under IJP process conditions.

[0041] In some embodiments, R1 contains at least one substituted or unsubstituted methylene group; that is, the methylene group in R1 can be single or multiple. When the number of substituted or unsubstituted methylene groups in R1 is greater than or equal to 2, one or more substituted or unsubstituted methylene groups in R1 are independently not substituted or are substituted by heteroatoms or functional groups containing heteroatoms. The substituted groups are selected from one or more combinations of -O-, -S-, -CO-, -COO-, and -SO2-. When R1 is one of the above groups, the stability of the dye can be further improved in the CF process, thereby achieving the control of the dye's display color.

[0042] In some embodiments, when the number of substituted or unsubstituted methylene groups in R1 is greater than or equal to 2, and at least one substituted or unsubstituted methylene group in R1 is replaced by one or more combinations of -O-, -S-, -CO-, -COO-, and -SO2-, the solubility of the dye in the solvent can be further improved, enabling the dye to be uniformly dispersed at a higher concentration in the solvent system, reducing the risk of crystallization and particle aggregation, thereby improving the dispersion stability and compatibility in the photoresist assembly system. This not only helps to improve the uniformity and optical properties of the coating film, but also makes it more suitable for IJP process systems.

[0043] In some embodiments, at least one substituted or unsubstituted methylene group of R1 is substituted with -O-, and / or at least one substituted or unsubstituted methylene group is substituted with -COO-, thereby further improving the solubility of the dye in the solvent.

[0044] In some embodiments, at least one substituted or unsubstituted methylene group of R1 is substituted with -O-, and at least one substituted or unsubstituted methylene group is substituted with -COO-, thereby further improving the solubility of the dye in the solvent.

[0045] In some embodiments, R2 contains at least one substituted or unsubstituted methylene group, and at least one substituted or unsubstituted methylene group in R2 is not substituted independently, or is substituted by one or more combinations of -O-, -S-, -CO-, -COO-, and -SO2-. When R2 is one of the above groups, the stability of the dye can be further improved in the CF process, thereby enabling the dye to control the displayed color.

[0046] In some embodiments, when the number of substituted or unsubstituted methylene groups in R2 is greater than or equal to 2, and at least one substituted or unsubstituted methylene group in R2 is replaced by one or more combinations of -O-, -S-, -CO-, -COO-, and -SO2-, the solubility of the dye in the solvent can be further improved, enabling the dye to be uniformly dispersed at a higher concentration in the solvent system, reducing the risk of crystallization and particle aggregation, thereby improving the dispersion stability and compatibility in the photoresist assembly system. This not only helps to improve the uniformity and optical properties of the coating film, but also makes it more suitable for IJP process systems.

[0047] In some embodiments, at least one substituted or unsubstituted methylene group of R2 is substituted with -O-, and / or at least one substituted or unsubstituted methylene group is substituted with -COO-, thereby further improving the solubility of the dye in the solvent.

[0048] In some embodiments, at least one substituted or unsubstituted methylene group of R2 is substituted with -O-, and at least one substituted or unsubstituted methylene group is substituted with -COO-, thereby further improving the solubility of the dye in the solvent.

[0049] In some embodiments, when the number of substituted or unsubstituted methylene groups in R1 is greater than or equal to 2, and at least one substituted or unsubstituted methylene group in R1 is replaced by one of -O- or -COO-, the dye has good solubility while the absorption peak of the dye is red-shifted in the yellow-green band, causing the chromaticity coordinates of the optical film to be biased towards red.

[0050] In some embodiments, when the number of substituted or unsubstituted methylene groups in R2 is greater than or equal to 2, and at least one substituted or unsubstituted methylene group in R2 is replaced by one of -O- or -COO-, the dye has good solubility while the absorption peak of the dye is red-shifted in the yellow-green band, causing the chromaticity coordinates of the optical film to be biased towards red.

[0051] In some embodiments, at least one substituted or unsubstituted methylene group of R1 is substituted with -O-, and at least one substituted or unsubstituted methylene group is substituted with -COO-; at least one substituted or unsubstituted methylene group of R2 is substituted with -O-, and at least one substituted or unsubstituted methylene group is substituted with -COO-. This further enhances the dye's solubility in solvents, enabling it to maintain high solubility and good dispersibility in common organic solvents and their mixtures. The resulting dye exhibits a main absorption peak wavelength greater than 550 nm and less than 565 nm in spectral testing, thus its absorption range is primarily located in the yellow-green band. Furthermore, when R1 and R2 are the aforementioned specific substituent groups, the molecular stability is improved. Due to this enhanced stability of the dye molecular structure, the optical film prepared with this dye maintains relatively constant optical properties during the preparation process, helping to ensure the dye's optical properties after film formation. Therefore, its chromaticity coordinates can be further shifted towards the red region, which is beneficial for obtaining more saturated and redder display or filtering effects.

[0052] In some embodiments, R1 and R2 are independently selected from any one of the following groups: *-(CR9R 10 ) a -CR 11 R 12 R 13 、*-(CR9R 10 ) a -O-(CR9R 10 ) b -CR 11 R 12 R 13 、*-(CR9R 10 ) a -COO-(CR9R 10 ) b -O-(CR9R 10 ) c -CR 11 R 12 R 13 、*-(CR9R 10 ) a -COO-(CR9R 10 ) b -CR 11 R 12 R 13 、*-(CR9R 10 ) a -OOC-(CR9R 10 ) b -CR 11 R12 R 13 ; Where a, b, and c are selected from integers from 0 to 10; When multiple R9s appear simultaneously, they may be the same or different from each other; Multiple R 10 When they appear at the same time, they may be the same or different from each other; R9 to R 12 It is independently selected from at least one of hydrogen atom, deuterium atom, halogen atom, hydroxyl group, carboxyl group, amino group, ether group, ester group, alkoxy group, amide group, sulfonamide group, silyl group, and siloxane group; R 13 It is selected from at least one of hydrogen atom, deuterium atom, halogen atom, hydroxyl group, carboxyl group, amino group, ester group, alkoxy group, ester group, alkoxy group, amide group, sulfonamide group, silyl group, and siloxane group.

[0053] By using the specific groups mentioned above for R1 and R2, the stability of the dye can be further improved in the CF process, thereby enabling the dye to control the displayed color.

[0054] It is understood that in the embodiments of this application, the halogen atom is selected from one of fluorine, chlorine, bromine and iodine.

[0055] It is understood that, in the embodiments of this application, the substituents in R1 to R8, whether substituted or unsubstituted, are independently selected from at least one of halogen atoms, hydroxyl groups, carboxyl groups, amino groups, ether groups, ester groups, alkoxy groups, amide groups, sulfonamide groups, silyl groups, and siloxane groups.

[0056] In some embodiments, a is selected from an integer greater than or equal to 1, and b is selected from an integer greater than or equal to 1.

[0057] In some embodiments, the dye is selected from any of the following compounds: .

[0058] It is understood that the dyes in this application are not limited to the examples mentioned above.

[0059] In some embodiments, the peak wavelength of the dye's absorption spectrum is greater than 535 nm and less than 570 nm.

[0060] When the peak wavelength of the absorption spectrum of the dye in this application is located in the above-mentioned band, it can absorb light in the yellow-green band.

[0061] It is understood that in the embodiments of this application, the peak wavelength of the dye's absorption spectrum is obtained by measuring the dye in solution using a UV spectrophotometer. It should be understood that the dye solution contains a transparent solvent that dissolves the dye.

[0062] For the synthesis of compounds M-1 to M-33, please refer to the synthesis examples in Examples 1 to 33.

[0063] Example 1 provides the synthetic steps for compound M-1, as follows:

[0064] (1) Under argon protection, potassium tert-butoxide (4.00 g, 35.7 mmol) was added to a round-bottom flask. Then, a mixture of tert-amyl alcohol (25 mL) and 2-cyanothiophene I (3.27 g, 30 mmol) was injected into the flask in one injection using a syringe. The mixture was heated to 120 °C, and diisopropyl succinate II (2.02 g, 10 mmol) dissolved in tert-amyl alcohol (8 mL) was slowly added dropwise over 1 hour. After the addition was complete, the reaction was maintained at this temperature for about 1 hour, followed by evaporation to remove the byproduct methanol, and the reaction continued for 2 hours. The mixture was then cooled to 65 °C, diluted with 50 mL of methanol, neutralized with acetic acid, and refluxed for 10 minutes. The suspension was filtered, and the filter cake was washed twice with hot methanol and hot water, respectively. After vacuum drying, intermediate 1 was obtained, which could be used directly in the next reaction without further purification.

[0065]

[0066] (2) Under argon protection, intermediate 1 (13.01 g, 43.3 mmol) and anhydrous potassium carbonate (24.00 g, 173 mmol) were dissolved in N,N-dimethylformamide (250 mL) in a two-necked round-bottom flask and heated to 145 °C. 3-iodopropionic acid-2-methoxyethyl ester (III) (51.61 g, 200 mmol) was injected into the flask in a single injection using a syringe. After stirring at 145 °C for 15 hours, the solution was cooled to room temperature, poured into 500 mL of ice water, and then filtered. The filter cake was washed several times with water and methanol. After vacuum drying, the crude product was purified by silica gel column chromatography (using dichloromethane as eluent) to obtain compound M-1. The mass spectrum and NMR spectrum of compound M-1 are shown in [reference 1]. Figure 1 and Figure 2 .

[0067] Example 2 provides the synthesis steps for compound M-2, which are the same as those for compound M-1, except that compound I is replaced with .

[0068] Example 3 provides the synthesis steps for compound M-3, which are the same as those for compound M-1, except that compound I is replaced with .

[0069] Example 4 provides the synthesis steps for compound M-4, which are the same as those for compound M-1, except that compound I is replaced with .

[0070] Example 5 provides the synthesis steps for compound M-5, which are the same as those for compound M-1, except that compound I is replaced with .

[0071] Example 6 provides the synthesis steps for compound M-6, which are the same as those for compound M-1, except that compound I is replaced with .

[0072] Example 7 provides the synthesis steps for compound M-7, which are the same as those for compound M-1, except that compound I is replaced with .

[0073] Example 8 provides the synthesis steps for compound M-8, which are the same as those for compound M-1, except that compound I is replaced with .

[0074] Example 9 provides the synthesis steps for compound M-9, which are the same as those for compound M-1, except that compound I is replaced with .

[0075] Example 10 provides the synthetic steps for compound M-10, which are the same as those for compound M-1, except that compound I is replaced with .

[0076] Example 11 provides the synthetic steps for compound M-11, which are the same as those for compound M-1, except that compound I is replaced with .

[0077] Example 12 provides the synthetic steps for compound M-12, which are the same as those for compound M-1, except that compound I is replaced with .

[0078] Example 13 provides the synthetic steps for compound M-13, which are the same as those for compound M-1, except that compound III is replaced with .

[0079] Example 14 provides the synthetic steps for compound M-14, which are the same as those for compound M-1, except that compound III is replaced with .

[0080] Example 15 provides the synthetic steps for compound M-15, which are the same as those for compound M-1, except that compound III is replaced with .

[0081] Example 16 provides the synthetic steps for compound M-16, which are the same as those for compound M-1, except that compound III is replaced with .

[0082] Example 17 provides the synthetic steps for compound M-17, which are the same as those for compound M-1, except that compound III is replaced with .

[0083] Example 18 provides the synthetic steps for compound M-18, which are the same as those for compound M-1, except that compound III is replaced with

[0084] Example 19 provides the synthetic steps for compound M-24, as follows:

[0085] (1) Under argon protection, intermediate 1 (13.01 g, 43.3 mmol) and anhydrous potassium carbonate (24.00 g, 173 mmol) were dissolved in N,N-dimethylformamide (250 mL) in a two-necked round-bottom flask and heated to 145 °C. 4-Iodobutyrate-3-methoxypropyl ester III (10.32 g, 40 mmol) was injected into the flask in a single injection using a syringe. After stirring at 145 °C for 15 hours, the solution was cooled to room temperature, poured into 500 mL of ice water, and then filtered. The filter cake was washed several times with water and methanol. After vacuum drying, the crude product was purified by silica gel column chromatography (using DCM:PE = 1:3 as eluent) to obtain intermediate 2.

[0086]

[0087] (2) Under argon protection, intermediate 2 (8.60 g, 20.0 mmol) and anhydrous potassium carbonate (11.10 g, 80 mmol) were dissolved in N,N-dimethylformamide (150 mL) in a two-necked round-bottom flask and heated to 145 °C. 3-methyl-1-iodohexane IV (13.56 g, 60 mmol) was injected into the flask in a single injection using a syringe. After stirring at 145 °C for 15 hours, the solution was cooled to room temperature, poured into 500 mL of ice water, and then filtered. The filter cake was washed several times with water and methanol. After vacuum drying, the crude product was purified by silica gel column chromatography (using DCM:PE = 1:10 as eluent) to obtain compound M-24.

[0088] Example 20 provides the synthetic steps for compound M-19, which are the same as those for compound M-24, except that compound IV is replaced with... .

[0089] Example 21 provides the synthetic steps for compound M-20, which are the same as those for compound M-24, except that compound IV is replaced with... .

[0090] Example 22 provides the synthetic steps for compound M-21, which are the same as those for compound M-24, except that compound IV is replaced with... .

[0091] Example 23 provides the synthetic steps for compound M-22, which are the same as those for compound M-24, except that compound IV is replaced with... .

[0092] Example 24 provides the synthetic steps for compound M-23, which are the same as those for compound M-24, except that compound IV is replaced with... .

[0093] Example 25 provides the synthetic steps for compound M-25, which are the same as those for compound M-1, except that compound III is replaced with .

[0094] Example 26 provides the synthetic steps for compound M-26, which are the same as those for compound M-1, except that compound III is replaced with .

[0095] Example 27 provides the synthetic steps for compound M-27, which are the same as those for compound M-1, except that compound III is replaced with .

[0096] Example 28 provides the synthetic steps for compound M-28, which are the same as those for compound M-24, except that compound III is replaced with Replace compound IV with Example 29 provides the synthetic steps for compound M-29, which are the same as those for compound M-24, except that compound III is replaced with... Replace compound IV with .

[0097] Example 30 provides the synthetic steps for compound M-30, which are the same as those for compound M-24, except that compound III is replaced with Replace compound IV with .

[0098] Example 31 provides the synthetic steps for compound M-31, which are the same as those for compound M-1, except that compound III is replaced with .

[0099] Example 32 provides the synthetic steps for compound M-32, which are the same as those for compound M-1, except that compound III is replaced with .

[0100] Example 33 provides the synthetic steps for compound M-33, which are the same as those for compound M-1, except that compound III is replaced with .

[0101] Example 34 provides the synthetic steps for compound M-34, which are the same as those for compound M-24, except that compound III is replaced with Compound IV was replaced with .

[0102] Example 35 provides the synthetic steps for compound M-35, which are the same as those for compound M-24, except that compound III is replaced with Compound IV was replaced with .

[0103] Example 36 provides the synthetic steps for compound M-36, which are the same as those for compound M-24, except that compound III is replaced with Compound IV was replaced with .

[0104] The matrix-assisted laser desorption / ionization time-of-flight (MALDI-TOF MS) data of compounds M-1 to M-36 are shown in Table 1.

[0105] Table 1 name M measured name M measured name M measured Compound M-1 561.42 Compound M-13 356.07 Compound M-25 472.08 Compound M-2 629.53 Compound M-14 412.13 Compound M-26 500.11 Compound M-3 718.43 Compound M-15 440.16 Compound M-27 556.17 Compound M-4 629.53 Compound M-16 468.19 Compound M-28 428.09 Compound M-5 718.43 Compound M-17 496.22 Compound M-29 456.13 Compound M-6 629.53 Compound M-18 524.78 Compound M-30 498.16 Compound M-7 718.43 Compound M-19 458.10 Compound M-31 444.14 Compound M-8 588.69 Compound M-20 472.58 Compound M-32 472.15 Compound M-9 588.69 Compound M-21 486.13 Compound M-33 528.21 Compound M-10 588.69 Compound M-22 500.14 Compound M-34 414.11 Compound M-11 616.75 Compound M-23 514.66 Compound M-35 442.14 Compound M-12 616.75 Compound M-24 528.68 Compound M-36 484.19 The solubility of compounds M-1 to M-36 was tested, and the results are shown in Table 2. Table 2. Solvent Name Propylene glycol monomethyl ether acetate N-Ethylpyrrolidone Compound M-1 12wt% 15wt% Compound M-2 14wt% 15wt% Compound M-3 15wt% 18wt% Compound M-4 18wt% 18wt% Compound M-5 18wt% 20wt% Compound M-6 22wt% 25wt% Compound M-7 22wt% 25wt% Compound M-8 10wt% 14wt% Compound M-9 14wt% 16wt% Compound M-10 20wt% 22wt% Compound M-11 23wt% 25wt% Compound M-12 18wt% 20wt% Compound M-18 3wt% 1wt% Compound M-24 8wt% 15wt% Compound M-27 8wt% 12wt% Compound M-33 5wt% 12wt% As can be seen from Table 2, in the embodiments of this application, when the compound has the structural formula shown in formula (1), and R1 and / or R2 simultaneously contain aliphatic hydrocarbon groups, as well as at least one of -O- and -COO-, the solubility of the compound in the solvent is improved; when R1 and / or R2 simultaneously contain aliphatic hydrocarbon groups, -O- and -COO-, the solubility of the compound in the solvent is further improved; when R1 and R2 simultaneously contain aliphatic hydrocarbon groups, -O- and -COO-, the solubility of the compound in the solvent is optimal.

[0106] This application further tested the absorption spectra of some compounds in propylene glycol monomethyl ether acetate (PGMEA) solution, and the test results are shown in Table 3.

[0107] Table 3 name Absorption peak (nm) Example M-1 560 Example M-2 552 Example M-3 554 Example M-4 556 Example M-5 558 Example M-6 563 Example M-7 566 Example M-8 562 Example M-9 558 Example M-10 561 Example M-11 562 Example M-12 556 Example M-18 551 Example M-24 538 Example M-27 568 Example M-33 563 It should be noted that, in the embodiments of this application, the optical properties of the solution are detected by ultraviolet spectrophotometry.

[0108] As can be seen from the data in Table 3, the absorption peaks of these compounds are all located in the yellow-green band. When the number of methylene groups in R1 and R2 is greater than or equal to 2, and at least one methylene group in R1 and R2 is replaced by one of -O- or -COO-, the absorption peak of the obtained dye is red-shifted in the yellow-green band. This helps the display chromaticity coordinates of the optical film to be more biased towards red.

[0109] This application also relates to a composition comprising at least one of the dyes described in the foregoing embodiments.

[0110] The composition of this application embodiment contains the dye described in the foregoing embodiment. Since the dye in the foregoing embodiment can absorb light in the yellow-green band and has good stability, the resulting composition can be used as a photoresist, allowing the optical film obtained to allow light in the orange-red to red region to pass through, thereby achieving modulation of display colors.

[0111] In some embodiments, the sum of the mass fractions of the at least one dye in the composition is greater than or equal to 5% and less than or equal to 10%, for example, 5%, 6%, 7%, 8%, 9%, 10%, etc. By limiting the content of the dye represented by formula (1) in the composition within the above-mentioned proportion range, the composition can be made more suitable for coating processes and / or IJP processes in CF, thereby improving film quality and reducing process defects.

[0112] In some embodiments, the composition further includes a resin, an active monomer, and a photoinitiator.

[0113] In this embodiment, the resin serves as a carrier for other components, possessing the characteristic of being soluble in the developing solution, enabling it to form a film and support cross-linking reactions. Its type can be acrylic resin, epoxy resin, silicone resin, polyimide, polyurethane, etc.

[0114] In some embodiments, the resin is selected from alkali-soluble resins. Alkali-soluble resins have a certain acidity and can dissolve or swell significantly under alkaline conditions, thereby facilitating subsequent development, stripping, or cleaning processes. These resins can be phenolic resins, alkali-soluble acrylic resins, modified epoxy resins, or copolymers or blends thereof, etc., and the specific type can be selected according to the application scenario, required mechanical properties, and chemical stability. By using alkali-soluble resins, the processability and removability of the system in alkaline environments can be improved, while maintaining good film-forming properties and adhesion.

[0115] In some embodiments, the resin includes acrylic resins. Acrylic resins have optimal light transmittance, a certain degree of acidity, and are soluble in alkaline solutions. They can be used as adhesive resins in color film resist agents, offering advantages such as good coating gloss, excellent leveling properties, weather resistance, gloss retention, and color retention.

[0116] In the embodiments of this application, the active monomer refers to a chemical monomer that can undergo free radical polymerization or crosslinking reaction under specific conditions, and whose molecular structure contains polymerizable or crosslinkable functional groups. During the curing process, the active monomer forms a coating on the surface of the color filter layer through free radical polymerization or crosslinking reaction, effectively improving the bonding strength between the coating and the substrate, reducing the generation of peeling and cracks, thereby further improving the mechanical strength, chemical resistance and long-term stability of the color filter layer.

[0117] In some embodiments, the active monomer is selected from photopolymerizable monomers, compounds having two or more ethylene unsaturated double bonds, which can crosslink with the resin under the action of a UV photoinitiator, thereby achieving film curing.

[0118] In some embodiments, the active monomers include acrylates of polyhydroxy alcohols. These acrylate monomers have good compatibility with the resin, are colorless, and do not change color after the reaction. They do not react with colorants during the curing reaction and have excellent photosensitivity.

[0119] In some embodiments, the active monomer includes at least one of M404 (manufactured by Toagosei), DPEA-12 (manufactured by Nippon Kayaku), DPCA-60 (manufactured by Nippon Kayaku), and dipentaerythritol hexaacrylate (DPHA).

[0120] In the embodiments of this application, the initiator enables the resin and the active monomer to undergo a polymerization reaction under photoinitiation.

[0121] In some embodiments, the initiator comprises at least one of acetophenones, diimidazoles, benzoin (benzoin) compounds, and benzophenones.

[0122] In some embodiments, the photoinitiator includes PBG345 and PBG365. Thus, the ultraviolet absorption spectrum of the photoinitiator matches the performance of the exposure equipment, the free radicals exhibit high reactivity, good compatibility with resins and reactive monomers, and the photoreaction does not result in yellowing.

[0123] In some embodiments, the photoresist further includes a solvent. The solvent is used to dissolve or disperse other components in the photoresist to form a coating solution with suitable viscosity and flowability. The type of solvent can be selected according to specific application requirements, such as benzene, toluene, xylene, methanol, ethanol, acetone, chloroform, dichloromethane, ethyl acetate, diethyl ether, propylene glycol methyl ether acetate (PGMEA), ethylene glycol methyl ether acetate (EGMEA), 3-methoxybutyl acetate (MBA), ethyl 3-ethoxypropionate (EEP), N-ethylpyrrolidone (NEP), 1-methoxy-2-propyl ester, and other organic solvents. By adjusting the type and amount of solvent, the solid content, coating thickness, film uniformity, and drying speed of the photoresist can be controlled, thereby improving the resolution of the photolithographic pattern and the stability of the processing. In some embodiments, the solvent includes at least one of PGMEA and NEP.

[0124] In some embodiments, the mass ratio of the sum of the masses of at least one dye, the mass of the resin, the mass of the reactive monomer, and the mass of the initiator in the composition is 1:(3~5):(10~15):(0.1~0.5). This ratio further enhances the solubility of the dye in the solvent, further improves the stability of droplet formation and ejection during inkjet printing, reduces the risk of printhead clogging and ejection deviation, and enhances at least one relevant property in the selective absorption or emission of red light, thereby improving image quality and color performance.

[0125] In some embodiments, the photoresist further includes additives, including at least one of dispersants, antioxidants, and leveling agents. Adding a dispersant improves the uniformity of solid component dispersion in the photoresist system, prevents particle agglomeration, and thus improves the uniformity and pattern resolution of the coating. Adding an antioxidant inhibits the oxidative degradation of the resin or photoinitiator during storage and use, extending the photoresist's lifespan and improving performance stability during exposure. Adding a leveling agent improves the flowability and spreadability of the photoresist during coating, reducing defects such as pinholes and orange peel on the coating surface, resulting in a smooth and uniformly thick photoresist film. Any one or more of the above additives can be used alone or in combination to further optimize the film-forming properties, processing window, and final pattern quality of the photoresist.

[0126] In some embodiments, the composition further includes auxiliaries, wherein the mass ratio of the sum of the dyes to the auxiliaries is 1:(0.01~0.05). By limiting the mass ratio of the dyes and auxiliaries to the above-mentioned values, a composition with both excellent coloring effect and processing adaptability can be obtained while ensuring dye dispersibility and / or stability.

[0127] This application also relates to an optical film, which includes at least one dye from the foregoing embodiments, or the optical film is prepared from the composition of the foregoing embodiments.

[0128] In some embodiments, the optical film includes a coloring portion containing at least one of the aforementioned dyes, and the sum of the mass percentages of the dyes in the coloring portion is 5% to 10%. By limiting the total content of the dyes within the above range, sufficient coloring intensity can be ensured while avoiding the adverse effects of excessively high dye concentrations on the substrate transparency, optical uniformity, and processing stability, thereby obtaining an optical film that combines excellent optical performance and processing adaptability.

[0129] In some embodiments, the optical film includes a plurality of spaced-apart colored portions, with a light-shielding portion disposed between two adjacent colored portions. At least one colored portion includes the substrate and at least one dye dispersed in the substrate. The colored portions containing dye can modulate the spectrum of incident light to obtain the desired color effect; while the light-shielding portion can be used to block or reduce light crosstalk between adjacent colored portions, define the light transmission area, improve the contrast of imaging or display, and reduce the impact of stray light on the performance of the optical system. Thus, applying the optical film to the CF layer in the display panel can improve the color display effect and increase light utilization.

[0130] In some embodiments, the portion of the optical film containing the dye has a transmittance of less than or equal to 40% for light with wavelengths less than 580 nanometers. When the transmittance of the optical film for light in the wavelength range less than 580 nanometers is less than or equal to 40%, the transmission of short-wavelength light can be effectively reduced to achieve the desired spectral modulation effect.

[0131] In some embodiments, the portion of the optical film containing the dye has a transmittance of 70% or more for light with a wavelength greater than or equal to 610 nanometers, thereby ensuring effective transmission of long-wavelength red light and thus improving color display quality when applied to the CF layer in a display panel.

[0132] This application also relates to a method for preparing the optical film of the aforementioned embodiments, comprising the following steps: Step S1: Provide a substrate; Step S2: Apply the composition of the aforementioned embodiment to the substrate; Step S3: Curing the composition to obtain a cured coating; Step S4: Bake the cured coating.

[0133] In some embodiments, in step S2, the composition is applied to the substrate using a coating process or inkjet printing.

[0134] In some embodiments, step S3 includes the following steps: Step S301: Provide an ultraviolet light source to carry out the curing reaction and obtain a cured coating.

[0135] In some embodiments, in step S301, a mask is placed between the ultraviolet light source and the substrate, and the ultraviolet light source triggers the crosslinking reaction of the composition on the substrate through the mask.

[0136] In some embodiments, prior to step S301, the composition applied to the substrate is subjected to vacuum drying, pre-drying, and cooling in sequence to remove solvent from the composition.

[0137] In some embodiments, after step S301, step S3 further includes step S302, in which a crosslinking reaction is performed followed by a developing process to remove the uncrosslinked composition, thereby forming an optical film with a colored portion.

[0138] This application provides compositions of Application Examples 1 to 16 and optical films prepared therefrom, wherein the mass percentage of each component in the composition of Application Example 1 is shown in Table 4.

[0139] Table 4

[0140] Among them, monomers 1 and 2 are M404 (produced by Toa Synthetic Co., Ltd., Japan) and AOMA (Nippon Shokubai), respectively; the resin is UPX-8610W (Showa Denko Co., Ltd.); the photoinitiators include photoinitiator 1 PBG345 (Fujifilm Wako) and photoinitiator 2 PBG365 (Fujifilm Wako); and the additive is EFS-801 (DIC Co., Ltd.).

[0141] The compositions in Application Examples 2 to 16 are the same as those in Application Example 1, except that their dye components are shown in Table 5.

[0142] Table 5 Composition dye Application Example 2 Compound M-2 Application Example 3 Compound M-3 Application Example 4 Compound M-4 Application Example 5 Compound M-5 Application Example 6 Compound M-6 Application Example 7 Compound M-7 Application Example 8 Compound M-8 Application Example 9 Compound M-9 Application Example 10 Compound M-10 Application Example 11 Compound M-11 Application Example 12 Compound M-12 Application Example 13 Compound M-18 Application Example 14 Compound M-24 Application Example 15 Compound M-27 Application Example 16 Compound M-33 This application also provides methods for preparing optical films C1 to C16, wherein the method for preparing optical film C1 includes the following steps: 1) Provide a glass substrate and clean it to ensure the surface is free of organic contaminants, dust, and water stains, thereby enhancing the adhesion of subsequent film layers. During the operation, ultrasonic cleaning with detergent is used, followed by thorough rinsing with deionized water and degreasing with isopropyl alcohol (IPA), and finally drying with high-pressure nitrogen. After observing that the water film on the glass surface is continuous and reaches a hydrophilic state, it is transferred to a UV-Ozone modifier for EUV irradiation. Irradiation with short-wave ultraviolet light for 60 to 120 seconds effectively decomposes trace residual organic matter and increases surface energy, thereby optimizing the wettability of subsequent photoresist and preventing the formation of pinholes.

[0143] 2) The photoresist of Application Example 1 is first rotated at a low speed of 300 to 500 rpm for 5 seconds to initially spread the solution, and then rotated at a high speed of 800 to 1500 rpm for 20 to 30 seconds to achieve a target dry film thickness of 1.5 μm to 2.5 μm (the high speed range speed is appropriately reduced to increase the film thickness according to the viscosity of the photoresist).

[0144] 3) After spin coating, pre-baking must be performed immediately on a hot plate at a temperature of 90°C to 110°C for 90 to 120 seconds to evaporate the solvent and allow the film to initially cure. After baking, the glass substrate must be allowed to cool naturally to room temperature to avoid thermal expansion and contraction.

[0145] 4) After cooling, the exposure process is performed, using a mask to precisely define the color block pattern. This step is usually carried out in proximity or contact mode under a UV exposure machine, with the exposure energy generally set between 60 and 150 mJ / cm². The specific value needs to be strictly adjusted according to the sensitivity of the photoresist used.

[0146] 5) Immediately after exposure, proceed to the development stage. Use a weakly alkaline aqueous solution such as 0.04% KOH, and treat for 40 to 60 seconds using immersion or spray methods to wash away the photoresist in the unexposed areas and reveal the pattern. If peeling or jagged edges are observed at the edges of the pattern, it indicates overdevelopment, and the development time should be shortened immediately. After development, immediately rinse thoroughly with deionized water to remove any remaining chemicals and dry completely.

[0147] 6) Place the developed color film into a clean oven for post-baking at a high temperature of 220°C to 230°C for 20 to 30 minutes to allow the photoresist molecules to fully polymerize and cross-link.

[0148] After post-baking and curing, the color film will have excellent solvent resistance, physical hardness, and high light transmittance.

[0149] This application also provides optical films C2 to C16 and corresponding preparation methods. The difference is that optical films C2 to C16 are prepared using the compositions described in Application Examples 2 to 16, respectively. Colorimetric and color gamut analyses of optical films C1 to C16 are performed using a multi-channel photo detector (MCPD). Simultaneously, transmission spectral data in the 380-780 nm wavelength range are collected using a LambdaVision microspectrophotometer. The transmission spectrum of optical film C1 is shown below. Figure 3 As shown in Table 6, the chromaticity coordinates (Rx, Ry) and luminance (RY) were calculated using the CIE 1931 chromaticity system.

[0150] Table 6 name Rx Ry RY C1 0.641 0.338 23.490 C2 0.640 0.338 23.545 C3 0.640 0.338 23.395 C4 0.644 0.333 22.933 C5 0.642 0.336 23.179 C6 0.641 0.337 23.564 C7 0.640 0.338 23.884 C8 0.645 0.332 22.954 C9 0.643 0.333 23.021 C10 0.646 0.331 22.889 C11 0.641 0.336 23.216 C12 0.640 0.339 23.447 C13 0.604 0.375 25.374 C14 0.582 0.390 28.302 C15 0.632 0.347 23.759 C16 0.625 0.360 24.115 As can be seen from the results in Table 6, the transmitted light color of the optical films prepared by Examples 1 to 16 is in the orange-red to red region, proving that the yellow-green light is absorbed after passing through the optical film, which matches the absorption spectrum of Examples 1 to 16. That is, after the high-temperature process of the optical film, the dye component in the composition still plays the function of absorbing yellow-green light. Therefore, the dye in the embodiments of this application has good stability.

[0151] Furthermore, it can be seen that in the structure shown in formula (1), when the number of methylene groups in R1 and R2 is greater than or equal to 2, and when the methylene groups in R1 and / or R2 are replaced by one of -O- or -COO-, the display chromaticity coordinates of the optical film are more biased towards red.

[0152] Furthermore, in the structure shown in formula (1), when the number of methylene groups in R1 and / or R2 is greater than or equal to 2, and when R1 and R2 simultaneously contain -O-, -COO- and aliphatic hydrocarbon groups, the optical film prepared therefrom is more inclined to deep red.

[0153] Furthermore, this application embodiment also tested the suitability of the composition of Application Example 1 in the IJP process, and the specific steps are as follows: The inkjet performance of the photoresist in Application Example 1 was evaluated using a Fujifilm Dimatix inkjet printer from Japan.

[0154] After placing the composition of Application Example 1 on the nozzle for 24 hours, its stability in single-point spraying and continuous spraying was evaluated (see [reference]). Figure 4 , Figure 4 The results show that the composition of Application Example 1, after being left to stand for 24 hours, can achieve uniform and controllable droplet formation under standard spraying waveforms. Furthermore, during the process, the droplet velocity and trajectory remain stable, without any abnormalities such as tailing, satellite droplets, or nozzle clogging. Continuous spraying tests show that the photoresist maintains stable spraying repeatability over 24 hours, with minimal spraying volume deviation, indicating that the system possesses good nozzle compatibility and anti-settling capabilities.

[0155] See dot pattern formation assessment Figure 5 The results showed that, in terms of pattern formation, the composition of Example 1 was able to achieve high-precision dot matrix printing with small ink position deviation, controlled ink droplet spreading, and clear film edges, further verifying that the wettability and rheological parameters of the system were matched with the IJP process.

[0156] See the actual pixel structure printing simulation evaluation. Figure 6 The results showed that the obtained pattern outline was complete and the thickness was uniform in this evaluation, which can provide a reliable basis for subsequent exposure and development processes; thus, it can be seen that the photoresist containing the compound of this application is suitable for inkjet printing process.

[0157] This application also provides a display panel, which includes the aforementioned optical film.

[0158] Since the embodiments of this application include the optical film of the aforementioned embodiments, the optical film can selectively transmit orange-yellow to red light, which helps to improve the color display effect of the display panel.

[0159] See Figures 7 to 8In some embodiments, the display panel 100 includes an array substrate 10 and a counter substrate 20 disposed opposite to each other, and a liquid crystal layer 30 disposed between the array substrate 10 and the counter substrate 20. Further, the liquid crystal display panel 100 also includes a lower polarizer 40 disposed on the side of the array substrate 10 away from the liquid crystal layer 30, and an upper polarizer 50 disposed on the side of the counter substrate 20 away from the array substrate 10. The color filter layer 60 may be disposed on the counter substrate 20 and may be located on the side of the counter substrate 20 close to or far from the liquid crystal layer 30; alternatively, the color filter layer 60 may be disposed on the array substrate 10 and may be located on the side of the array substrate 10 close to the liquid crystal layer 30. Specifically, the color filter layer 60 is selected from the optical films of the embodiments of this application.

[0160] It is understood that the liquid crystal display panel in the embodiments of this application may also include other components, which are not limited to one by one.

[0161] In some embodiments, see Figure 9 The display panel 100 is an organic light-emitting display panel, and the light-emitting functional layer of the organic light-emitting display panel includes organic light-emitting devices 70.

[0162] Specifically, the display panel 100 also includes an array substrate 10 and an encapsulation layer 80; an organic light-emitting device 70 is disposed on the array substrate 10 and electrically connected to the array substrate 10; and the encapsulation layer 80 covers the array substrate 10 and the organic light-emitting device 70.

[0163] Understandably, the array substrate 10 is used to drive the organic light-emitting device 70 to emit light, and the encapsulation layer 80 is used to protect the organic light-emitting device 70.

[0164] Specifically, the display panel 100 also includes a color filter layer 60 and a cover plate 90 located on the side of the encapsulation layer 80 away from the organic light-emitting device 70, with the color filter layer 60 situated between the encapsulation layer 80 and the cover plate 90. Specifically, the color filter layer 60 is selected from the optical films of the embodiments of this application.

[0165] The above provides a detailed description of a dye, composition, optical film, and display panel provided in the embodiments of this application. Specific examples have been used to illustrate the principles and implementation methods of this application. The description of the above embodiments is only for the purpose of helping to understand the method and core ideas of this application. At the same time, for those skilled in the art, there will be changes in the specific implementation methods and application scope based on the ideas of this application. Therefore, the content of this specification should not be construed as a limitation of this application.

Claims

1. A dye, characterized in that, The structural formula of the dye is shown in formula (1): （1） R1 and R2 are independently selected from groups containing 1 to 20 aliphatic hydrocarbon groups, whether substituted or unsubstituted. R3 to R8 are independently selected from any one or more combinations of hydrogen atoms, deuterium atoms, halogen atoms, aliphatic hydrocarbon groups with 1 to 20 substituted or unsubstituted carbon atoms, and aromatic hydrocarbon groups with 5 to 10 substituted or unsubstituted carbon atoms.

2. The dye according to claim 1, characterized in that, R1 contains at least one substituted or unsubstituted methylene group, and said at least one substituted or unsubstituted methylene group in R1 is independently not substituted, or is substituted by one or more combinations of -O-, -S-, -CO-, -COO-, -SO2-; and / or, R2 contains at least one substituted or unsubstituted methylene group, and the at least one substituted or unsubstituted methylene group in R2 is independently not substituted, or is substituted by one or more combinations of -O-, -S-, -CO-, -COO-, -SO2-.

3. The dye according to claim 1, characterized in that, R1 and R2 are independently selected from any of the groups shown in the structure: *-(CR9R 10 ) a -CR 11 R 12 R 13 、*-(CR9R 10 ) a -O-(CR9R 10 ) b -CR 11 R 12 R 13 、*-(CR9R 10 ) a -COO-(CR9R 10 ) b -O-(CR9R 10 ) c -CR 11 R 12 R 13 、*-(CR9R 10 ) a -COO-(CR9R 10 ) b -CR 11 R 12 R 13 、*-(CR9R 10 ) a -OOC-(CR9R 10 ) b -CR 11 R 12 R 13 ; Where a, b, and c are selected from integers from 0 to 10, and * represents the connection site with the N atom; When multiple R9s appear simultaneously, they may be the same or different from each other; Multiple R 10 When they appear at the same time, they may be the same or different from each other; R9 to R 12 It is independently selected from at least one of hydrogen atom, deuterium atom, halogen atom, hydroxyl group, carboxyl group, amino group, ether group, ester group, alkoxy group, amide group, sulfonamide group, silyl group, and siloxane group; R 13 It is selected from at least one of hydrogen atom, deuterium atom, halogen atom, hydroxyl group, carboxyl group, amino group, ester group, alkoxy group, amide group, sulfonamide group, silyl group, and siloxane group.

4. The dye according to claim 1, characterized in that, The halogen atom is selected from one of fluorine, chlorine, bromine, and iodine; and / or, The substituents in R1 to R8, whether substituted or unsubstituted, are independently selected from at least one of halogen atoms, hydroxyl groups, carboxyl groups, amino groups, ether groups, ester groups, alkoxy groups, amide groups, sulfonamide groups, silyl groups, and siloxane groups.

5. The dye according to claim 1, characterized in that, The dye is selected from any one of the following compounds: .

6. The dye according to any one of claims 1 to 5, characterized in that, The peak wavelength of the absorption spectrum of the dye is greater than 535 nm and less than 570 nm.

7. A composition, characterized in that, The composition includes at least one dye as described in any one of claims 1 to 6.

8. The composition according to claim 7, characterized in that, In the composition, the sum of the mass percentages of at least one of the dyes is greater than or equal to 5% and less than or equal to 10%.

9. The composition according to claim 7, characterized in that, The composition also includes a resin, an active monomer, and a photoinitiator.

10. The composition according to claim 9, characterized in that, The resin is selected from alkali-soluble resins; and / or, The active monomer is selected from photopolymerizable compounds; and / or, The initiator is selected from any one or a combination of acetophenone initiators, diimidazole initiators, benzoin initiators, and benzophenone initiators.

11. The composition according to claim 9, characterized in that, In the composition, the ratio of the sum of the masses of at least one of the dyes, the mass of the resin, the mass of the active monomer, and the mass of the initiator is 1:(3~5):(10~15):(0.1~0.5).

12. The composition according to claim 9, characterized in that, The composition further includes auxiliaries, the sum of the masses of at least one of the dyes, in a mass ratio of 1:(0.01~0.05) to the auxiliaries, and / or the auxiliaries include at least one of dispersants, antioxidants, and leveling agents.

13. An optical film, characterized in that, The optical film comprises at least one dye as described in any one of claims 1 to 6, or the optical film is prepared from the composition as described in any one of claims 7 to 12.

14. The optical film according to claim 13, characterized in that, The optical film includes a coloring portion, the coloring portion including at least one of the dyes, and in the coloring portion, the sum of the mass percentages of the at least one dye is greater than or equal to 5% and less than or equal to 10%.

15. The optical film according to claim 13, characterized in that, The optical film includes a plurality of spaced-apart colored portions, and a light-shielding portion is provided between two adjacent colored portions. At least one of the colored portions includes a substrate and at least one of the dyes dispersed in the substrate.

16. The optical film according to claim 13, characterized in that, The portion of the optical film containing the dye has a transmittance of less than or equal to 40% for light with a wavelength less than 580 nanometers; and / or, The portion of the optical film containing the dye has a transmittance of 70% or more for light with a wavelength greater than or equal to 610 nanometers.

17. A display panel, characterized in that, Including the optical film as described in any one of claims 13 to 16.

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