CN116925562A

CN116925562A - Anthraquinone dye for color photoresist and application of anthraquinone dye in color photoresist and optical filter

Info

Publication number: CN116925562A
Application number: CN202310882186.7A
Authority: CN
Inventors: 陈鹏忠; 李路; 徐润峰; 彭孝军
Original assignee: Dalian University of Technology; Ningbo Research Institute of Dalian University of Technology
Current assignee: Dalian University of Technology; Ningbo Research Institute of Dalian University of Technology
Priority date: 2023-07-18
Filing date: 2023-07-18
Publication date: 2023-10-24
Anticipated expiration: 2043-07-18
Also published as: CN116925562B

Abstract

The application discloses anthraquinone dyes for color photoresist and application thereof in color photoresist and optical filters. The amino groups at the 1, 4-positions of the anthraquinone dye can form intramolecular hydrogen bonds with adjacent carbonyl groups so as to improve the molecular stability; the flexible groups can consume energy through vibration and rotation, so that the molecular stability is improved; the terminal double bond can be crosslinked with the double bond in the monomer or the double bond in the adjacent dye molecule to form a compact network structure, so that the molecule has high stability. The application also provides a color photoresist and a color filter containing the anthraquinone dye. The application can prepare the dye with excellent tinting strength and heat and light resistance, and simultaneously improves the light and heat stability of the optical filter.

Description

Anthraquinone dye for color photoresist and application of anthraquinone dye in color photoresist and optical filter

Technical Field

The application relates to the field of photoelectric display, in particular to anthraquinone dyes for color photoresist and application of anthraquinone dyes to the color photoresist and an optical filter.

Background

The color photoresist is one of important parts for manufacturing the color filter and is an important material for realizing the color display of the TFT-LCD. Pigment dispersion is a common method for preparing color filters at present, which has excellent heat resistance and light resistance and long service life, but pigment particles greatly affect light transmittance and dispersion stability, so that color saturation reaches a limit, and higher-level color characteristics cannot be realized in terms of brightness and contrast. Dye molecules replace particulate pigments and are becoming a trend in industry. Compared with pigment materials, the dye in a molecular state does not need a dispersing agent within the allowable solubility range, is favorable for increasing the dosage and improving the color saturation, and meanwhile, the dye in a molecular state avoids the low transmittance and contrast caused by light scattering and refraction effects, and has the advantages of high transmittance, good color purity, gorgeous color and the like. However, under the action of light (particularly ultraviolet light), chemical bonds of dye molecules are changed or even broken, so that the structure of the dye is destroyed, and the color is lost; it is also possible that under the irradiation of ultraviolet rays, the three-dimensional structure of the dye changes, so that the color changes, and the color change appears. Therefore, it is of great importance to find dyes for color photoresists with bright colors and good photo-thermal stability.

As the second largest dye of the yield types, anthraquinone is an organic dye with excellent performance, has the advantages of high transmittance, bright color and the like, but has the fundamental defect of limiting the application of the dye, such as poor photostability and heat stability, and needs to be solved.

Disclosure of Invention

The application aims to provide anthraquinone dyes which can effectively solve the problems of transmittance and dispersion stability of pigments in the existing color filters and the problems of light and heat stability of the dyes.

The application aims to provide a color photoresist and a color filter prepared by using the color photoresist, which can effectively solve the problems of transmittance and dispersion stability of pigment and the problems of light and heat stability of dye in the existing color filter.

In order to achieve the above object, the present application provides the following technical solutions: an anthraquinone dye for use in a color photoresist having the structure:

a color photoresist composition comprising at least one of said anthraquinone dyes.

The composition further comprises monomers, resins, photoinitiators, additives and solvents; wherein the solid content of the composition is 16-20wt%, and the content of the anthraquinone dye is 3-5wt%.

The composition comprises 18-22wt% of resin, 4-6wt% of monomer, 0.4-0.6wt% of photoinitiator, 0.4-0.6wt% of additive and the balance of solvent. Specifically, the solvent may be contained in an amount of 65 to 75wt%.

The composition is characterized in that the resin is acrylic resin or alkali-soluble resin, the monomer is a carbon-carbon double bond compound containing different functional groups, the photoinitiator is one or more of oxime esters, thioxanthones and benzophenone photoinitiators, and the solvent is one or more of N, N-dimethylformamide, propylene glycol methyl ether acetate and 3-methoxybenzamide.

A color filter prepared from the composition.

In order to achieve the above object, the present application provides the following technical solutions: the synthesis method of the anthraquinone dye comprises the following steps:

s1: the following method was used to prepare L1

R2 in the formula is

Or->

Adding 1 mole of quinizarin leuco into a flask, adding a first organic solvent under the protection of inert gas, adding 4-10 moles of amide containing substituent R2 after the temperature is raised to a certain temperature, introducing oxygen after reacting for a certain time, oxidizing for a plurality of hours, and performing aftertreatment to obtain a compound L1;

wherein the first organic solvent can be ethylene glycol monomethyl ether, acetonitrile and other organic solvents; the reaction temperature is 50-80 ℃; the inert gas may be N ₂ 、Ar ₂ Waiting for gas; the reaction time under the protection of inert gas is 12-24h; the oxidation time is 6-12h;

wherein the post-processing operation is: cooling the oxidized reaction liquid to room temperature, directly precipitating solid from the reaction liquid in saturated saline water, and carrying out suction filtration, water washing and drying to obtain a compound L1;

or pouring the reaction solution cooled to room temperature into saturated saline, extracting with dichloromethane, drying with anhydrous sodium sulfate, filtering, and spin-drying to obtain a compound L1;

or pouring the reaction liquid cooled to room temperature into acetonitrile to directly precipitate solid, filtering, washing with diethyl ether and drying to obtain the compound L1.

S2: the following method was used to prepare L2

Wherein R1 is

Or->

Adding the compound L1 prepared in the step S1 into a flask, sequentially adding a second organic solvent, a catalyst and methacryloyl chloride, stirring and reacting for several hours, and then performing post-treatment such as column chromatography to obtain a compound L2;

wherein the second organic solvent can be organic solvents such as dichloromethane, acetonitrile, etc.; the catalyst may be hydrogen abstraction compound such as triethylamine; the reaction time is 0.5-2h;

wherein the post-processing operation is: pouring the reaction solution into saturated saline, extracting with dichloromethane, drying with anhydrous sodium sulfate, filtering, spin-drying to obtain crude product, and purifying with column chromatography to obtain compound L2;

wherein the column chromatography developing agent is any one of mixed solution of dichloromethane and methanol and mixed solution of petroleum ether and ethyl acetate;

or directly pouring the reaction solution into saturated saline, extracting with dichloromethane, drying with anhydrous sodium sulfate, filtering, spin-drying the liquid to obtain a crude product, recrystallizing with ethyl acetate, filtering, and drying to obtain the compound L2.

In order to achieve the above object, the anthraquinone dye is applied to a color filter to obtain a color filter having excellent thermal stability and light stability.

The application has the following beneficial effects:

firstly, anthraquinone is used as a parent structure, and the spectral property, the solubility, the light stability and the heat stability of anthraquinone dyes are changed by introducing amino, flexible chains and double bonds, so that the anthraquinone dyes are suitable for high-brightness color filters;

secondly, amino is introduced into 1, 4-positions of an anthraquinone parent body to form intramolecular hydrogen bonds with adjacent carbonyl groups, so that the light stability of anthraquinone dyes is improved;

thirdly, the application introduces flexible groups such as alkyl chain, ether chain and the like on an anthraquinone parent body, and the common industrial solvent in the preparation process of the color filter is Propylene Glycol Methyl Ether Acetate (PGMEA), wherein the PGMEA contains ester groups and ether bonds, and the anthraquinone dye has good solubility in the PGMEA according to similar compatibility; in addition, the photo-stability and the thermal stability of anthraquinone dyes with different connecting chains are researched, so that the photo-stability of dye coating films can be specifically improved while the solubility of the anthraquinone dyes is improved.

Fourthly, the amide group is introduced into the anthraquinone parent body, pi electrons in the carbonyl group and P orbits occupied by lone pair electrons on nitrogen atoms form P-pi conjugation, so that the electron cloud density on the nitrogen atoms is reduced, namely the alkalinity of the amino group is weakened, the polarity of an N-H bond is enhanced, weak acidity is shown, and the light fastness of the dye is improved;

fifth, the application introduces double bond on anthraquinone parent, the double bond of anthraquinone dye and monomer double bond or dye double bond cross-link in the course of exposing anthraquinone base color filter, form compact network structure, raise the light and heat stability of color filter.

Drawings

FIG. 1 is a diagram of Compound 1 ¹ H NMR spectrum.

FIG. 2 is a mass spectrum of Compound 1.

FIG. 3 is a diagram of Compound 2 ¹ H NMR spectrum.

Fig. 4 is a mass spectrum of compound 2.

FIG. 5 is a diagram of Compound 3 ¹ H NMR spectrum.

FIG. 6 is a mass spectrum of compound 3.

FIG. 7 is a diagram of Compound 4 ¹ H NMR spectrum.

FIG. 8 is a mass spectrum of Compound 4.

FIG. 9 is a diagram of Compound 5 ¹ H NMR spectrum.

FIG. 10 is a mass spectrum of Compound 5.

FIG. 11 is an ultraviolet-visible absorption spectrum of compounds 1-5 in different solvents.

FIG. 12 is a graph of the thermal stability profile of compounds 1-4.

FIG. 13 is a graph showing the photostability patterns of Compounds 1-5.

FIG. 14 is a graph of the thermal stability of dye films based on compounds 1-5.

FIG. 15 is a graph of the photostability of dye films based on Compounds 1-5.

FIG. 16 is a graph showing the photo-thermal stability of dye films based on the compounds B3, B4.

In order to more clearly illustrate the embodiments of the present application or the prior art, the drawings used in the description of the embodiments or the prior art will be briefly described, and it will be apparent to those skilled in the art that the drawings in the description of the present application can be used for some embodiments of the present application and other drawings can be made according to the drawings without inventive effort.

Detailed Description

The anthraquinone dyes of the present application will be described in detail with reference to examples.

Preparation example 1:

preparation of Compound 1.1

A100 mL round bottom two-necked flask was charged with quinizarine leuco (1.00 g,4.13mmol,1.00 eq.) and 15mL ethylene glycol methyl ether, N ₂ After bubbling through air and heating to 80℃6-amino-1-hexane (2.9 g,24.53mmol,6.00 eq) was added and the reaction was completed for 24 hours. Cooling to 50deg.C, oxidizing in air for 6 hr, pouring the reaction solution into saturated saline, standing for several hr, suction filtering, washing with water, and vacuum drying to obtain compound 1.1 with yield of 80%.

Characterized by nuclear magnetic hydrogen spectrum and mass spectrum, the product C ₂₆ H ₃₄ N ₂ O ₄ The structure is correct.

¹ H NMR(600MHz,DMSO)δ10.89(d,J＝5.0Hz,2H),8.24(dd,J＝5.5,3.4Hz,2H),7.78(dd,J＝5.6,3.3Hz,2H),7.47(s,2H),4.37(t,J＝5.0Hz,2H),3.44(d,J＝6.0Hz,4H),3.40(dd,J＝11.8,6.2Hz,4H),1.66(dd,J＝14.0,6.9Hz,4H),1.47–1.41(m,8H),1.39–1.35(m,4H).

HRMS (ESI, M/z) [ theoretical value M+H ]] ⁺ Experimental value [ m+h = 439.2597] ⁺ ＝439.2582。

Preparation example 2

Preparation of Compound 1.2

The difference from preparation example 1 was only that 2- (2-aminoethoxy) ethanol (4.34 g,41.28mmol,10 eq) was added as starting material after heating to 80℃in 85% yield.

Characterized by nuclear magnetic hydrogen spectrum and mass spectrum, the product C ₂₂ H ₂₆ N ₂ O ₆ The structure is correct.

¹ H NMR(400MHz,DMSO)δ10.91(t,J＝5.1Hz,2H),8.25(dd,J＝5.8,3.3Hz,2H),7.80(dd,J＝5.8,3.3Hz,2H),7.52(s,2H),4.65(t,J＝5.1Hz,2H),3.71(t,J＝5.1Hz,4H),3.67–3.60(m,4H),3.58–3.49(m,8H).

HRMS (ESI, M/z) [ theoretical value M+H ]] ⁺ Experimental value [ m+h = 415.1869] ⁺ ＝415.1869。

Preparation example 3

Preparation of Compound 1.3

Quinizarin leuco (0.5 g,2.06 mmol,1 eq) and 10mL ethylene glycol methyl ether, N, are added into a 250mL round bottom two-neck flask ₂ Bubbling, heating to 80℃and adding 2- (2- (2-aminoethoxy) ethoxy) ethanol (1.85 g,12.38 mmol)6, eq) after 24h of reaction, cooling to 50 ℃, oxidizing the reaction solution in air for 6h, directly evaporating and concentrating the reaction solution at 70 ℃ in a rotary way, then pouring the concentrated solution into water, extracting with dichloro, drying with anhydrous sodium sulfate, and finally evaporating and concentrating the concentrated solution in a rotary way to obtain the compound 1.3 with the yield of 76%.

Characterized by nuclear magnetic hydrogen spectrum and mass spectrum, the product C ₂₆ H ₃₄ N ₂ O ₈ The structure is correct.

¹ H NMR(600 MHz,DMSO)δ10.89(t,J＝5.3 Hz,2H),8.25(dd,J＝5.8,3.3Hz,2H),7.80(dd,J＝5.8,3.3 Hz,2H),7.51(s,2H),4.58(t,J＝5.4 Hz,2H),3.71(dd,J＝10.9,5.6 Hz,4H),3.62(dd,J＝9.8,5.2 Hz,8H),3.58(dd,J＝5.6,3.3 Hz,4H),3.49(dd,J＝10.2,5.1 Hz,4H),3.46–3.43(m,4H).

HRMS (ESI, M/z) [ theoretical value M+H ]] ⁺ Experimental value [ m+h = 503.2393] ⁺ ＝503.2389。

Preparation example 4

Preparation of Compound 1.4

Quinizarin leuco (1 g,4.13mmol,1 eq) and 15mL acetonitrile are added into a 25 mL round-bottom two-neck flask under the protection of nitrogen, 1, 6-hexamethylenediamine (5 mL,41.28 mmol,10 eq) is added after heating to 50 ℃, the reaction is carried out for 24 hours, and the oxidation is carried out in air for 6 hours. The reaction solution was cooled to room temperature, poured into acetonitrile of 100mL, suction-filtered and washed with diethyl ether to obtain a blue solid compound 1.4 in 82% yield.

Characterized by nuclear magnetic hydrogen spectrum and mass spectrum, the product C ₂₆ H ₃₆ N ₄ O ₂ The structure is correct.

¹ H NMR(400 MHz,DMSO)δ10.93(s,2H),8.25(d,J＝3.1 Hz,2H),7.80(s,2H),7.51(s,2H),3.46(d,J＝5.7 Hz,4H),2.90(s,4H),1.68(s,4H),1.37(s,8H),1.24(s,8H).

HRMS (ESI, M/z) [ theoretical value M+H ]] ⁺ Experimental value [ m+h = 437.2917] ⁺ ＝437.1936。

Examples

Example 1

Preparation of Compound 1: 10. 10mL anhydrous acetonitrile was added to a round bottom two-neck flask of 100mL at 0℃and compound 1.1 (0.5 g,1.14 mmol,1 eq), triethylamine (3.17 mL,22.8mmol,20eq) and methacryloyl chloride (0.441 mL,4.56mmol,4 eq) were added in sequence and reacted for 30 minutes with stirring. The reaction solution was poured into saturated brine, followed by extraction with methylene chloride and rotary evaporation to give a crude product of compound 1. Finally, the crude product was separated by column chromatography (developing solvent dichloromethane and methanol) to give compound 1 as a blue solid in 61% yield. Characterization was performed using a nuclear magnetic resonance apparatus and a mass spectrometer, and the characterization results are shown in fig. 1-2.

The test results of nuclear magnetic resonance hydrogen spectrum and mass spectrum are combined to obtain the structure of the compound 1 in the embodiment as follows:

example 2

Preparation of compound 2: the only difference from example 1 was that compound 1.2 (0.5 g,1.21mmol,1 eq) was used instead of compound 1.1 to give compound 2 in 32% yield. Characterization was performed using a nuclear magnetic resonance apparatus and a mass spectrometer, and the characterization results are shown in fig. 3 to 4.

The structure of the compound 2 of this example can be obtained by combining the results of the nuclear magnetic hydrogen spectrum and mass spectrometry as follows:

example 3

Preparation of compound 3: the only difference from example 1 was that compound 1.3 (0.5 g,0.99mmol,1 eq) was used instead of compound 1.1 to give compound 3 in 58% yield. Characterization was performed using a nuclear magnetic resonance apparatus and a mass spectrometer, and the characterization results are shown in fig. 5 to 6.

The structure of the compound 3 of this example can be obtained by combining the results of the nuclear magnetic hydrogen spectrum and mass spectrometry as follows:

example 4

Preparation of Compound 4: 15mL of methylene chloride was added to a 100mL round-bottom two-necked flask at 0℃and then 1.4 (0.5 g,1.15mmol,1 eq), triethylamine (0.41 mL,3.44mmol,3 eq) and methacryloyl chloride (0.34 mL,3.44mmol,3 eq) were added in this order to react for 30 minutes, and the reaction mixture was extracted with water and dried by spin-drying to give a crude product of compound 4. Finally, ethyl acetate is used for recrystallization and suction filtration, and the blue-violet solid compound 4 is obtained with the yield of 36 percent. Characterization was performed using a nuclear magnetic resonance apparatus and a mass spectrometer, and the characterization results are shown in fig. 7 to 8.

The structure of the compound 4 of this example can be obtained by combining the results of the nuclear magnetic hydrogen spectrum and mass spectrometry as follows:

example 5

Preparation of compound 5 referring to example 4, compound 5 has the following reaction formula:

for clarity of comparison of the photostability of the compounds of the present application, the existing compounds B3 and B4 were synthesized with reference to the method of example 4.

Example 6

Preparation of color photoresist: firstly, 0.138g of dye is dissolved in 2.166g of DMF solvent to prepare color paste with the dye content of 6wt percent; then preparing transparent photoresist mother liquor: 0.480g of monomer DPHA, 1.860g of linear resin TR-B11003, 2.173g of solvent PGMEA, 0.053g of flatting agent F-554 and 0.053g of silane coupling agent; finally, 2.304g of dye color paste, 1.292g of transparent photoresist mother liquor and 0.021g of photoinitiator OXE-01 are taken to prepare the color photoresist with the content of 3.8wt% and the solid content of 18 wt%.

Example 7

Preparation of dye film (color filter): 1mL of the color photoresist prepared in the example 6 is quantitatively measured and is dripped on a glass substrate with the thickness of 5cm x 5cm, and the smear condition is 400rpm and 12s; the pre-baking condition is 120 ℃ for 10min; the exposure conditions were 200mW/cm ² 60s; the post-baking condition is 180 ℃ for 60min, and the preparation of the dye film is completed.

Performance test

1. Ultraviolet-visible absorption spectrometry of dye compounds

Preparing 3mmol/L mother liquor from dye compounds 1-5, measuring mother liquor with different volumes by a microsyringe, dissolving in 3mL quartz cuvette containing different solvents to be tested, preparing 20 mu M target solution, and testing 380 nm-780 nm ultraviolet-visible absorption spectrum in an ultraviolet-visible spectrophotometer. Calculating the molar extinction coefficient of the synthetic dye according to the formula a=epsilon cl, wherein a is the light absorption intensity; epsilon is the molar extinction coefficient, L.mol ^-1 ·cm ^-1 The method comprises the steps of carrying out a first treatment on the surface of the c is the concentration, mol.L ^-1 The method comprises the steps of carrying out a first treatment on the surface of the l is the thickness of the cuvette, cm. The test results are shown in fig. 9 and table 1.

It can be seen from fig. 11 that in different solvents, the maximum absorption wavelengths of compound 2 and compound 3 are slightly blue shifted compared to compound 1 and the maximum absorption wavelength of compound 5 is slightly blue shifted compared to compound 4, because 2- (2-hydroxyethoxy) ethylamino, 2- (2-hydroxyethoxy) ethoxy) ethylamino, 2- (2-aminoethoxy) ethylamino, and the maximum absorption wavelength of compound 2, compound 3, and compound 5 at the 1,4 positions have an electron-withdrawing effect.

As can be seen from Table 1, the molar extinction coefficient of the compounds 2-5 is approximately 12700 to 34800 L.mol ^-1 ·cm ^-1 Compared with commercial dye blue 78, the synthesized dye compound 2-5 has stronger light absorption capacity, and lays a foundation for the application of the dye compound to a color filter.

TABLE 1 maximum absorption wavelength and molar extinction coefficient of Compounds in incapable solvents

2. Thermal stability test of dye Compounds

The thermal stability of the synthetic dye compounds 1-4 is evaluated by adopting a thermogravimetry, the synthetic dye is heated to 400 ℃ from 50 ℃ at a heating rate of 10 ℃/min under the protection of nitrogen, and the thermal decomposition temperature T of the synthetic dye is determined by taking the weight loss of 5wt% as a standard ₉₅ . Heating from 50 ℃ to 100 ℃ at a heating rate of 10 ℃/min, preserving heat for 10min, continuously heating to 230 ℃ at a heating rate of 10 ℃/min for 30min, and finally heating to 350 ℃ at a heating rate of 10 ℃/min to simulate heating conditions of pre-baking and post-baking for manufacturing the color filter, and calculating the weight loss rate at 230 ℃. The test results are shown in fig. 12 and table 2.

As can be seen from FIG. 12 and Table 2, the weight loss ratio of the four synthetic dyes after baking at 230℃for 30min is less than 5%, T ₉₅ The temperature is higher than 200 ℃, which shows that the synthetic dye has high thermal stability and has potential of being applied to color filters.

TABLE 2 thermal stability data for dyes

3. Photostability test of dye compounds

Preparing 3.3mmol/L mother liquor with PGMEA as solvent, diluting to obtain 33 μm solution, adjusting light source and solution position with 365nm ultraviolet lamp to obtain optical density of 20mW/cm ² The solution was continuously illuminated for 6 hours and tested for transmission spectrum and color coordinates. With the formula ΔΣ= v [9 Δa ] ² +(Δb) ² +(ΔL) ² ]And calculating the color difference before and after illumination. The test results are shown in fig. 13 and table 3.

TABLE 3 color coordinates before and after illumination and color difference

As can be seen from fig. 13 and table 3, the color difference of the dyes 1 to 5 before and after illumination is less than 5 because the amino groups are substituted at the 1, 4-positions, which can form intramolecular hydrogen bonds with adjacent carbonyl groups, is advantageous for improving the light fastness of the dyes.

4. Solubility test of dye compounds

Testing the solubility of the synthetic dye compounds 1-4 in DMF, PGMEA and N-methyl-pyrrolidone, respectively weighing about 50mg of dye and 0.5g of organic solvent, standing for 24h after ultrasonic treatment at room temperature for 30min, filtering with 0.45 μm filter membrane once, drying the filtrate, and using the formulaThe solubility S of the dye is calculated. Wherein M is _S Represents the mass of the solute dye after drying, M _L Representing the mass of the solution before drying. The test results are shown in Table 4.

TABLE 4 solubility of dyes in organic solvents

As can be seen from Table 4, compounds 1-4 have better solubility in DMF and N-methyl-pyrrolidone; in PGMEA, compounds 1-3 have higher solubility, while compound 4 has poor solubility. This is because the compound 1-3 contains methacrylate groups and PGMEA in the molecule and has similar chemical structure, so that the compound has better solubility in PGMEA; and compound 4 contains amide groups, which have strong intermolecular forces, resulting in poor solubility in PGMEA.

5. Thermal stability test of dye-based color filters

The prepared color filter was heat-treated in an oven at 180℃for 30 minutes, and the transmission before and after the heat treatment were tested and the color difference before and after the heat treatment was calculated. See fig. 14 and table 5 for test structures.

TABLE 5 color coordinates before and after heat treatment and color difference

As can be seen from fig. 14 and table 5, the color filters based on compounds 2-5 have a color difference of less than 5, indicating good thermal stability and potential for application to filter colorants.

6. Light stability test of dye-based color filters

The prepared color filter is irradiated with 365nm ultraviolet lamp with power of 20mW/cm ² And (5) irradiating for 5min, testing the transmission before and after the light treatment and calculating the color difference before and after the light treatment. The test results are shown in fig. 15 and table 6.

TABLE 6 color coordinates before and after illumination and color difference

As can be seen from table 6, the color filters based on compounds 1 to 5 had a color difference of less than 1.5 before and after illumination, and the color difference was significantly less than that of the existing dyes B3 and B4, while the color difference of both compound 2 and compound 5 was less than 1 before and after illumination, and both molecules exhibited particularly excellent light stability. From the above experimental data, it can be seen that the base color filters of several dyes of the present application have higher photostability while maintaining comparable thermal stability relative to the already disclosed structures, and have potential for application in color filter colorants.

Finally, it should be noted that: the above embodiments are only for illustrating the technical solution of the present application, and not for limiting the same; although the application has been described in detail with reference to the foregoing embodiments, those of ordinary skill in the art will appreciate that; the technical scheme described in the foregoing embodiments can be modified or some or all of the technical features thereof can be replaced by equivalents; such modifications and substitutions do not depart from the spirit of the application.

Claims

1. An anthraquinone dye for use in a color photoresist, characterized by the following structure:

2. anthraquinone dye according to claim 1, characterized in that it has the following structure:

3. anthraquinone dye according to claim 1, characterized in that it has the following structure:

4. a color photoresist composition comprising at least one anthraquinone dye of claim 1.

5. The composition of claim 4, further comprising monomers, resins, photoinitiators, additives and solvents.

6. The composition of claim 5, wherein the anthraquinone dye is present in an amount of 3 to 5wt%, the resin is present in an amount of 18 to 22wt%, the monomer is present in an amount of 4 to 6wt%, the photoinitiator is present in an amount of 0.4 to 0.6wt%, the additive is present in an amount of 0.4 to 0.6wt%, and the balance is a solvent.

7. The composition of claim 6, wherein the resin is an acrylic resin or an alkali-soluble resin, the monomer is a carbon-carbon double bond compound containing different functionalities, the photoinitiator is one or more of oxime esters, thioxanthones and benzophenone photoinitiators, and the solvent is one or more of N, N-dimethylformamide, propylene glycol methyl ether acetate and 3-methoxybenzamide.

8. A color filter, characterized in that it is prepared from the composition according to any one of claims 5 to 7.