Naphthalimide derivatives, dyes and use thereof

Abstract

The present application relates to a kind of naphthalene diimide derivatives, dye and its application, the naphthalene diimide derivative has following general formula (I): Wherein, R1, R2, R3, R4, R5, R6 Each independently represents hydrogen atom or substituent group.The photosensitive resin composition of the present application includes the following components and weight content: naphthalene diimide derivative 90-110 parts, solvent 230-270 parts, multifunctional monomer 90-110 parts, alkali-soluble resin 90-110 parts, photoinitiator 4-6 parts, other additives 0.4-0.6 parts.Compared with prior art, the closed ring fused ring π conjugated naphthalene diimide with high chemical bond energy is used as the parent nucleus structure in the present application, so the photochemical stability of dye is ensured.At the same time, by peripheral modification molecular chain segment, the aggregation between chromophore can be inhibited to improve its thermal stability and solubility in solvent and the compatibility with other components of color photoresist.

Description

Technical Field

[0001] This invention belongs to the field of dye technology, and in particular relates to naphthalimide derivatives, dyes and their applications. Background Technology

[0002] Displays are the most important medium in the information age. Since the late 20th century, flat panel displays have replaced CRTs (cathode ray tubes) in market share. Among flat panel displays, LCDs (electronically modulated optics, composed of multiple sections filled with liquid crystals arranged in front of a light source (backlight) to produce color images) hold the largest market share due to their numerous advantages such as low cost, low power consumption, and flexibility. Color filters, which convert white backlight into red (R), green (G), and blue (B) light, are a key component in the development of display technology because they have enormous potential to improve image quality. Typically, only 6.3% of the backlight can pass through the entire panel, which includes polarizing filters, TFT arrays, LC cells, and color filters, with the lowest transmittance (30%) passing through the color filters. Therefore, developing high-transmittance color filters is essential for saving energy consumption and improving the quality of displays.

[0003] Currently, pigment dispersion methods using photolithography to form RGB patterned pixels are widely used in the production of color filters because they can produce color filters with high stability. Although color filters produced by this method have good thermal and photochemical stability, they exhibit low color characteristics due to the reduced transmittance of the aggregated color filters caused by light scattering of the pigment particles used as colorants. Dyes can overcome this problem and become a substitute for pigments because they dissolve in the medium and exist in molecular form, thus reducing light scattering. However, while dyes can generally produce color filters with high transmittance and high contrast, they have poor heat and light resistance, and are prone to color changes during the high-temperature heating process in the color filter production step. Furthermore, they should be highly soluble in industrial solvents and have strong absorption peaks to obtain excellent optical performance. Specifically, the problems include:

[0004] (1) Dyes in a molecularly dispersed state are generally inferior in terms of lightfastness and heat resistance compared to pigments that form molecular aggregates. In particular, the optical properties are altered by the high-temperature process when forming indium tin oxide (ITO) films, which are widely used in electrodes such as liquid crystal displays.

[0005] (2) Dyes in a molecularly dispersed state typically have a lower solvent resistance variance compared to pigments that form molecular aggregates.

[0006] (3) Dyes tend to inhibit free radical polymerization, which makes it difficult to design colorable curable compositions for systems that use free radical polymerization as a curing method.

[0007] (4) Traditional dyes exhibit low solubility in alkaline aqueous solutions or organic solvents, making it difficult to obtain colorable curable compositions with the desired spectrum.

[0008] (5) Dyes often interact with other components in coloring curable compositions, making it difficult to control the solubility (developability) of the exposed and unexposed portions.

[0009] (6) When the molar absorptivity ε of the dye is low, a large amount of dye needs to be added. Therefore, the amount of other components in the coloring curable composition, such as polymerizable compounds (monomers), binders or photopolymerization initiators, must be relatively reduced, thereby reducing the curability, heat resistance after curing and developability of the composition.

[0010] Therefore, a new type of dye that combines light and heat stability with good compatibility still needs to be developed. Summary of the Invention

[0011] The purpose of this invention is to overcome the shortcomings of traditional dyes in that they are difficult to balance light and heat stability and good compatibility, and to provide a naphthalimide derivative, dye and its application.

[0012] The objective of this invention can be achieved through the following technical solutions:

[0013] A naphthalimide derivative having the following general formula (I):

[0014]

[0015] R1, R2, R3, R4, R5, and R6 each independently represent a hydrogen atom or a substituent.

[0016] Further, each of R1 to R6 is independently selected from hydrogen atom, cyano group, substituted or unsubstituted group of the following: C1 to C100 chain alkyl, C1 to C100 chain alkenyl, C1 to C100 chain alkynyl, C3 to C100 cycloalkyl, C4 to C100 cycloalkenyl, C4 to C100 cycloalkynyl, C1 to C100 alkoxy, C1 to C100 thioalkoxy, carbonyl, carboxyl, nitro, C6 to C100 aryl, C3 to C100 heteroaryl, and C4 to C100 aryloxy.

[0017] Furthermore, each of R1 to R6 is independently selected from one or more of the groups shown in formulas (B-1) to (B-2) below:

[0018]

[0019] Among them, L1 to L5 each independently represent any one of the following: hydrogen atom, C1 to C50 chain alkyl, C1 to C50 chain alkenyl, C1 to C50 alkoxy, C3 to C50 heteroaryl, C3 to C50 phenoxy, and C3 to C50 phenylthio.

[0020] Furthermore, each of R1 to R6 is independently selected from one or more groups represented by the following formulas (C-1) to (C-10):

[0021]

[0022] Wherein, X1 to X3 each independently represent any one of the following: hydrogen atom, C1 to C50 chain alkyl, C1 to C50 chain alkenyl, C1 to C50 alkoxy, C3 to C50 heteroaryl, C3 to C50 phenoxy, and C3 to C50 phenylthio.

[0023] Furthermore, each of R1 to R6 is independently selected from one or more groups shown in formulas (A-1) to (A-49):

[0024]

[0025] In this context, the dashed lines represent the connecting keys R1 to R6 in general formula (I).

[0026] Furthermore, the naphthalimide derivative is selected from formulas (1) to (332):

[0027]

[0028]

[0029]

[0030]

[0031]

[0032]

[0033]

[0034]

[0035]

[0036]

[0037]

[0038]

[0039]

[0040]

[0041]

[0042]

[0043]

[0044] This invention also provides a method for preparing a naphthalimide derivative, comprising the following steps:

[0045] Synthesis of intermediate S1: A substitution reaction was carried out by adding dibromohydantoin to 1,4,5,8-naphthocarboxylic anhydride (NDA) and concentrated sulfuric acid to obtain 2,6-dibromonaphtho-1,4,5,8-tetracarboxylic acid diimide; an arylamine was added to 2,6-dibromonaphtho-1,4,5,8-tetracarboxylic acid diimide for a substitution reaction, followed by purification to obtain the intermediate.

[0046] Preparation of S2 naphthalimide derivative: Add aryl amine or cycloalkylamine to the intermediate obtained in step (1) for substitution reaction, and purify to obtain the naphthalimide derivative;

[0047] Furthermore, the arylamine is selected from amine derivatives of formula (B-1), and the cycloalkylamine is selected from amine derivatives of formula (B-2).

[0048] The present invention also provides a photosensitive resin composition comprising the above-mentioned naphthalimide derivative, wherein the photosensitive resin composition comprises the following components and their weight percentages:

[0049]

[0050] Furthermore, the multifunctional monomer includes one or more of pentaerythritol hexaacrylate and propoxylated trimethylolpropane trimethacrylate.

[0051] Furthermore, the solvent includes one or more of propylene glycol methyl ether acetate or propylene glycol methyl ether.

[0052] The present invention also provides the application of the above-mentioned photosensitive resin composition in filters, image sensors, and display devices.

[0053] Compared with the prior art, the present invention has the following beneficial effects:

[0054] (1) This invention employs a closed-ring fused-ring π-conjugated core structure, such as naphthalimide (NDI), whose closed-ring and π-conjugated characteristics enable the molecular skeleton to have high chemical bond energy, thus providing a basis for good photothermal chemical stability. At the same time, the optical properties of naphthalimide derivatives can be adjusted by substitution at the core or imide position, while maintaining optical and thermal stability.

[0055] (2) The present invention addresses the problem of naphthalimide's tendency to aggregate in organic solvents by modifying it and attaching a ligand with resin monomer to the core to improve the anti-migration ability of naphthalimide dyes in color photoresists.

[0056] (3) The naphthalimide dye of the present invention has good solubility and compatibility in color photoresist solvents, and also has higher color purity. It can be used as a high-performance dye in the filters of display and sensing devices such as liquid crystal displays and image sensors. Attached Figure Description

[0057] Figure 1 This is the mass spectrum of intermediate 1.

[0058] Figure 2 This is the mass spectrum of Example 1-1.

[0059] Figure 3 This is a schematic diagram of the UV absorption-transmission of the naphthalimide dye and CI Solvent Blue 106 in PGMEA (propylene glycol methyl ether acetate) of Examples 1-1 and 1-11. Detailed Implementation

[0060] The present invention will now be described in detail with reference to the accompanying drawings and specific embodiments. These embodiments are based on the technical solution of the present invention and provide detailed implementation methods and specific operating procedures. However, the scope of protection of the present invention is not limited to the following embodiments.

[0061] Unless otherwise specified, the reagents, methods, instruments, and equipment used in this invention are conventional in the art. Unless otherwise specified, the reagents and materials used in the following examples are all commercially available.

[0062] The preparation method of the intermediate involved in the embodiments of the present invention is as follows:

[0063] Synthesis of intermediate 1:

[0064] (1) 1,4,5,8-naphthalenetetracarboxylic anhydride (20 mmol) and concentrated sulfuric acid (60 ml) were added sequentially to a 150 ml thick-walled pressure-resistant bottle and stirred at room temperature to dissolve. Dibromohydantoin (DBH) was added in batches to prevent clumping. The mixture was sealed and stirred at 80 °C for 24 h. After the reaction was completed, the mixture was cooled to room temperature. The product was introduced into ice water and pre-prepared sodium sulfite was added. The mixture was washed three times with water to remove acid and three times with ethanol to remove water. The product was dried at 80 °C with a yield of 85% to obtain 2,6-dibromonaphthalene-1,4,5,8-tetracarboxylic acid diimide.

[0065]

[0066] After detection by high-resolution mass spectrometry, ESI source, and positive ion mode, the molecular formula of intermediate 1 is C. 14 H2 Br2N2O6, detected value 425.22, theoretical value 425.97, such as Figure 1 As shown; Detected element content (%): C, 39.53; H, 0.54; Br, 37.58; O, 22.96. Theoretical element content (%): C, 39.48; H, 0.47; Br, 37.52; O, 22.54. The above analytical results indicate that the obtained product is the expected product.

[0067] Synthesis of intermediate 2:

[0068]

[0069] The mixture of reactant bromohydroxy acid diester (2 mmol), starting material 1 (4 mmol), and acetic acid (30 ml) was stirred at 120 °C under nitrogen for 2 h. After the reaction was completed, the mixture was cooled to room temperature, poured into cold water, filtered to remove the solid, washed with water and methanol, dried under vacuum, and purified by dichloromethane:petroleum ether = 2:3 column chromatography with a yield of 76%.

[0070] After detection by high-resolution mass spectrometry, ESI source, and positive ion mode, the molecular formula of intermediate 2 is C. 38 H 36 Br₂N₂O₄, mass spectrometry detected value 744.21, theoretical value 744.52; elemental composition (%): C, 61.55; H, 4.96; Br, 21.54; N, 3.92; O, 8.77. Theoretical elemental composition (%): C, 61.30; H, 4.87; Br, 21.46; N, 3.76; O, 8.60. The above analytical results indicate that the obtained product is the expected product.

[0071] The synthesis methods for intermediates 3-5 are similar to those for reaction 2, except that the starting material 1 is selected with a different corresponding structure. The experimental steps and operations are not detailed here. The structures of the other starting materials are shown below:

[0072]

[0073] The structure of the synthesized intermediate is shown below:

[0074]

[0075] The experimental data for intermediates 3–5 are listed in the table below:

[0076] Table 1

[0077]

[0078] Synthesis of intermediate 6:

[0079]

[0080] The mixture of intermediate 1 (2 mmol), starting material 1 (6 mmol), and acetic acid (30 ml) was stirred at 135 °C under nitrogen for 6 h. After the reaction was complete, the mixture was cooled to room temperature, poured into cold water, filtered to remove the solid, washed with water and methanol, dried under vacuum, and purified by column chromatography with ethyl acetate:petroleum ether = 1:40, with a yield of 70%.

[0081] After detection by high-resolution mass spectrometry, ESI source, and positive ion mode, the molecular formula of intermediate 6 is C632. 50 H 54 BrN₂O₄, mass spectrometry detected value 839.11, theoretical value 839.32; elemental composition (%): C, 71.53; H, 6.55; Br, 9.58; N, 5.11; O, 7.67. Theoretical elemental composition (%): C, 71.42; H, 6.47; Br, 9.50; N, 5.00; O, 7.61. The above analytical results indicate that the obtained product is the expected product.

[0082] The synthesis methods for intermediates 7-9 are similar to those for reaction 3, only requiring the replacement of starting material 1 with other corresponding starting materials. The experimental steps and operations are not detailed here, but the structures of other starting materials are shown below:

[0083]

[0084] The structural formula of the synthesized intermediate is shown below:

[0085]

[0086] The experimental data for intermediates 7–9 are listed in the table below:

[0087] Table 2

[0088] 7 2 755.29 C,69.92;H,5.62;Br,10.63;N,5.77;O,8.52 79％ 8 3 923.52 C,72.80;H,7.26;Br,8.71;N,4.62;O,7.03 74％ 9 4 1091.72 C,74.82;H,8.36;Br,7.38;N,3.91;O,5.91 68％

[0089] The following will provide further details with reference to specific embodiments.

[0090] Example 1-1: Synthesis of dye (5)

[0091] Intermediate 2 (0.54 mmol), starting material 5 (5 mmol), and dimethylformamide (DMF) (20 mL) were added to a two-necked flask and heated under nitrogen protection at 135 °C for 10 h under reflux. After stopping the reaction, the mixture was cooled to room temperature and then quenched with a saturated sodium bicarbonate aqueous solution. The aqueous layer was extracted with dichloromethane (3 x 100 mL), and the combined organic extracts were dried over MgSO4 and purified by separation on a silica gel column using petroleum ether:dichloromethane = 1:1 as eluent. 1.77 g of a blue solid was given, with a yield of 84%.

[0092]

[0093] After detection by high-resolution mass spectrometry, ESI source, and positive ion mode, the molecular formula of structural formula (5) is C 62 H 72 N4O4, detected value 937.06, theoretical value 937.28, such as Figure 2 As shown; Detected element content (%): C, 79.55; H, 7.64; N, 5.88; O, 6.93. Theoretical element content (%): C, 79.45; H, 7.74; N, 5.98; O, 6.83. The above analytical results indicate that the obtained product is the expected product.

[0094] The reactions in other embodiments are similar to those in the above formula, only requiring the replacement of starter 5 and intermediate 2 with other corresponding starters and intermediates. The experimental steps and operations are not detailed here. The intermediates are the previously synthesized intermediates 3 to 9. The structures of other starters are shown below:

[0095]

[0096] The synthesis methods of Examples 1-2 to 1-72 are similar to those of Example 1-1, the only difference being the intermediates and starting materials used. The required intermediates, compounds, and molecular structure identification data of the products are shown in Table 3.

[0097] Table 3

[0098]

[0099]

[0100]

[0101]

[0102]

[0103] The following examples all utilize the naphthalimide dye prepared in the above examples to formulate colored photosensitive resin compositions and perform photolithography development to compare the relevant properties of the photosensitive resin compositions.

[0104] Example 2-1:

[0105] This embodiment provides a blue photosensitive resin composition and its preparation method.

[0106] Take 200 parts by weight of colorant (composed of 100 parts by weight of dye (5) from Example 1-1 and 100 parts by weight of solvent Q1), 50 parts by weight of multifunctional monomer M1, 50 parts by weight of multifunctional monomer M2, 100 parts by weight of alkali-soluble resin N, 0.2 parts by weight of additive 01, 0.3 parts by weight of additive 02, and 5 parts by weight of photoinitiator P. Add about 100 parts by weight of solvent Q1 and about 50 parts by weight of solvent Q2 to fully dissolve and mix, and control the solid content to about 20% to obtain a blue photosensitive resin composition.

[0107] Among them, the multifunctional monomer M1: dipentaerythritol hexaacrylate (analytical grade), purchased from Sartoma; the multifunctional monomer M2: propoxytrimethylolpropane trimethacrylate (analytical grade), purchased from Double Bond Chemical (Taiwan); the alkali-soluble resin N: Sarbox SB400 (analytical grade), purchased from Sartoma; additive 01: F-556 (trade name, purchased from DIC Corporation); additive 02: KH570 (γ-methacryloyloxypropyltrimethoxysilane), purchased from Bailingwei; the photoinitiator P: IRGACURE OXE 01 (trade name, purchased from BASF); solvent Q1: PGMEA (propylene glycol methyl ether acetate), purchased from Dow Chemical; solvent Q2: PM (propylene glycol methyl ether), purchased from Dow Chemical.

[0108] The formulations of Examples 2-2 to 2-72 are the same as those of Example 2-1, except that the dye in the colorant is a naphthalimide derivative of the corresponding example, as shown in Table 4. Other components will not be described in detail.

[0109] Comparative Example 2-1:

[0110] This comparative example provides a blue photosensitive resin composition using CI Solvent Blue 106 as dye.

[0111] Take 200 parts by weight of colorant (composed of 100 parts by weight of CI solvent blue 106 and 100 parts by weight of solvent Q1), 50 parts by weight of multifunctional monomer M1, 50 parts by weight of multifunctional monomer M2, 100 parts by weight of alkali-soluble resin N, 0.2 parts by weight of additive 01, 0.3 parts by weight of additive 02, and 5 parts by weight of photoinitiator P. Add about 100 parts by weight of solvent Q1 and about 50 parts by weight of solvent Q2 and mix thoroughly. Control the solid content to about 20% to obtain a blue photosensitive resin composition.

[0112] Among them, the multifunctional monomer M1: dipentaerythritol hexaacrylate (analytical grade), purchased from Sartoma; the multifunctional monomer M2: propoxytrimethylolpropane trimethacrylate (analytical grade), purchased from Double Bond Chemical (Taiwan); the alkali-soluble resin N: Sarbox SB400 (analytical grade), purchased from Sartoma; additive 01: F-556 (trade name, purchased from DIC Corporation); additive 02: KH570 (γ-methacryloyloxypropyltrimethoxysilane), purchased from Bailingwei; the photoinitiator P: IRGACURE OXE 01 (trade name, purchased from BASF); solvent Q1: PGMEA (propylene glycol methyl ether acetate), purchased from Dow Chemical; solvent Q2: PM (propylene glycol methyl ether), purchased from Dow Chemical.

[0113] The performance testing of the photosensitive resin compositions of Examples 2-1 to 2-72 of the present invention was performed using a photolithography method, including the following steps:

[0114] The glass slides were washed and dried, and then coated with adhesive using a rotary coater to obtain a uniform film layer of 1.5-2.0 μm. After pre-baking at 90℃ for 120 s, the film was exposed to 365 nm ultraviolet light at an exposure dose of 40 mJ / cm². 2 The distance between the mask and the coating was 180 μm. The film was developed at 23 °C for 50 s and then baked at 230 °C for 20 min. The subsequent related performance was tested, and the results are shown in Table 4.

[0115] Performance testing and evaluation methods:

[0116] (1) Colorimetry: Detected using a Konica Minolta CM-5 spectrophotometer.

[0117] (2) System compatibility: The photosensitive resin composition was stored in the dark at 0-10℃, and its viscosity was tested (for at least six months). The composition was then photolithographically processed according to the process conditions, and the presence of particles on the color filter surface was examined under a 500x optical microscope (OM).

[0118] The evaluation criteria are as follows:

[0119] ○: Viscosity change value < ±5% mPa·s and X500 surface free of particles;

[0120] △: Viscosity change value < ±10% mPa·s and X500 surface is free of particles;

[0121] ×: Viscosity change value > ±10% mPa·s or x500 indicates particles on the surface;

[0122] (3) Heat resistance test: The heat resistance of the photosensitive resin composition was verified by color difference. The sample was post-baked at 230℃ for 20 minutes, and this post-baking was repeated twice. The film thickness was measured using an XP-2 step meter. The color difference was the difference between the second post-baked sample and the first post-baked sample, measured using a Minolta CM-5. If ΔE ab A value less than 3 indicates good heat resistance;

[0123] (4) Solvent resistance evaluation:

[0124] After baking, the sample was immersed in isopropanol at room temperature for 5 minutes, then baked in an oven at 150°C for 30 minutes. The color difference before and after baking was then measured. If ΔE ab A value less than 3 indicates good solvent resistance.

[0125] (5) Evaluation of anti-migration performance:

[0126] Following the manufacturing process of color filters, red or blue pixel A is first prepared on TFT glass. Then, a sample is coated, and after development, the surface of the color filter is dried. The color difference before and after pixel A is measured. If ΔE ab A value less than 3 indicates good resistance to transfection.

[0127] (6) Line width, edge neatness, and development process tolerance:

[0128] The linewidth and edge neatness were tested at x500 OM, and the mask linewidth was 140μm.

[0129] When evaluating process margin, other process conditions are kept constant, and the edge neatness and edge residue or edge peeling of the image obtained with a development time between 40-100s are examined. The peeling property is determined by referring to the adhesion measurement method in this field.

[0130] The evaluation criteria for edge neatness are as follows:

[0131] ○: After 50 seconds of development, the edges are neat and there is no residue at the edges;

[0132] △: The image developed for 50 seconds has rough, uneven edges or residue at the edges;

[0133] ×: Image missing

[0134] The specific criteria for evaluating the development process margin are as follows:

[0135] ○: After developing for 40-100 seconds, the edges are neat and there is no residue or peeling at the edges;

[0136] △: After developing for 50-80 seconds, the edges are neat and there is no residue or peeling at the edges;

[0137] ×: The edges are uneven after 50-80 seconds of development, or there is residue at the edges, or there is peeling at the edges;

[0138] The alkaline developing solutions used above, such as aqueous solutions of alkaline compounds like sodium hydroxide, potassium hydroxide, sodium carbonate, sodium bicarbonate, calcium carbonate, ammonia, diethylamine, or tetramethylammonium hydroxide, have an [OH-] concentration of 0.2-1.0%, preferably 0.4-0.6%. Sodium hydroxide solution was used in all the embodiments described.

[0139] The evaluation results of the blue photosensitive resin compositions of Examples 2-1 to 2-72 are shown in Table 4.

[0140] Table 4

[0141]

[0142]

[0143]

[0144] like Figure 3 A comparison with the experimental results in Table 4 shows that the CI solvent Blue 106 of Comparative Example 2-1 exhibits only moderate solubility in PGMEA, while the dyes involved in Examples 2-1 to 2-72 show excellent solubility in the color photoresist solvent PGMEA and higher blue purity. Furthermore, compared to the photosensitive resin composition using CI solvent Blue 106 in Comparative Example 2-1, the photosensitive resin compositions using Examples 2-1 to 2-72 demonstrate superior heat resistance and similarly good process properties, such as system compatibility, edge neatness, and development process margin.

[0145] This invention provides a high-performance compound for use as a dye in filters for display and sensing devices such as liquid crystal displays and image sensors. The invention employs a closed-ring fused-ring π-conjugated core structure, such as naphthalimide (NDI). The closed-ring and π-conjugated characteristics of NDI enable the molecular skeleton to possess high chemical bond energies, thus giving naphthalimide derivatives excellent photothermal and chemical stability. The optical properties of NDI can be easily tuned by substitution at the NDI core or imide positions while maintaining optical and thermal stability. Based on the excellent stability of the naphthalimide core, naphthalimide derivatives can be used as dyes in filters for display and sensing devices such as liquid crystal displays and image sensors.

[0146] This invention overcomes the problems of insufficient photophysical properties and thermal stability of traditional dyes, as well as their poor solubility and compatibility in color photoresist systems. It also proposes a method to solve the problem of easy aggregation of naphthalimide in organic solvents by modifying it and attaching a ligand with resin monomer to the core to improve the dye's anti-migration ability in color photoresist.

[0147] The above description of the embodiments is provided to enable those skilled in the art to understand and use the invention. It will be apparent to those skilled in the art that various modifications can be made to these embodiments, and the general principles described herein can be applied to other embodiments without inventive effort. Therefore, the present invention is not limited to the above embodiments, and any improvements and modifications made by those skilled in the art based on the disclosure of the present invention without departing from the scope of the invention should be within the protection scope of the present invention.

Claims

1. A naphthalimide derivative, characterized in that, It has the following general formula (I): （I）； In this configuration, one of R1 and R2 is H, and the other is selected from the groups shown in formulas (A-1) to (A-49); one of R4 and R5 is H, and the other is selected from the groups shown in formulas (A-1) to (A-49); R3 and R6 are each independently selected from the groups shown in formulas (A-1) to (A-49). ， ， ， ， ， ， ， ， ， ， ， ， ， ， ， ， ， ， ， ， ， ， ， ， ， ， ， ， ， ， ， ， ， ， ， ， ， ， ， ， ， ， ， ， ， ， ， ， ； In this context, the dashed lines represent the connecting keys R1 to R6 in general formula (I).

2. The naphthalimide derivative according to claim 1, characterized in that, The naphthalimide derivative is selected from the following structural formulas: ， ， ， ， ， ， ， ， ， ， ， ， ， ， ， ， ， ， ， ， ， ， ， ， ， ， ， ， ， ， ， ， ， ， ， ， ， ， ， ， ， ， ， ， ， ， ， ， ， ， ， ， ， ， ， ， ， ， ， ， ， ， ， ， ， ， 。 3. A naphthalimide derivative, characterized in that, The naphthalimide derivative is selected from the following structural formulas: ， ， ， 。 4. A photosensitive resin composition, characterized in that, The photosensitive resin composition, comprising the naphthalimide derivative according to any one of claims 1 to 3, includes the following components and their weight percentages: 90-110 parts of naphthalimide derivative, Solvent 230-270 parts, 90-110 parts of multifunctional monomers 90-110 parts of alkali-soluble resin, 4-6 parts of photoinitiator Other additives: 0.4-0.6 parts.

5. The photosensitive resin composition according to claim 4, characterized in that, The multifunctional monomers include one or more of pentaerythritol hexaacrylate and propoxytrimethylolpropane trimethacrylate.

6. The photosensitive resin composition according to claim 4, characterized in that, The solvent includes one or more of propylene glycol methyl ether acetate or propylene glycol methyl ether.

7. The use of the photosensitive resin composition of claim 4 in the preparation of filters, image sensors and display devices.

Images