Compounds, coating compositions, and film layers

Abstract

The present invention provides a compound, a coating composition, and a film layer. The compound has a structure represented by Formula (I), wherein Z, A 1 , A 2 , A 3 , and R 1 are as described in the specification.

Description

Technical Field

[0001] This invention relates to a compound, a coating composition comprising the compound, and a film. Background Technology

[0002] In Micro LED display technology, the substrate is typically coated with black matrix (BM) to prevent light mixing between pixels and improve contrast. However, during the process of connecting the light-emitting units to the contact pads using a laser process, the carbon black type black matrix photoresist currently used in most cases strongly absorbs laser or infrared light energy, causing the ink to burn off instantly due to excessive heat accumulation. This not only reduces the integrity of the light-shielding layer but may also cause thermal damage to the substrate or electronic components, affecting the process yield.

[0003] Furthermore, while existing black photoresist materials can meet the light-shielding performance requirements, they are often brittle and hard after curing, making them susceptible to repeated bending. In cases of insufficient infrared light penetration, they are also prone to misalignment. Therefore, traditional black photoresist materials can only be used in rigid board packaging and are difficult to apply to flexible / bendable substrates, thus failing to meet the requirements of roll-to-roll micro-LED display technology.

[0004] Therefore, existing technologies still need to develop novel light-shielding materials to solve the problems encountered by known technologies. Summary of the Invention

[0005] According to an embodiment of the present invention, a compound having the structure shown in formula (I) is provided.

[0006] Formula (I)

[0007] Z can be A 1 It can be independently a C3-C12 alkyl group. , , , , , ,or A 2 It can independently be a C2-C12 alkylene group having at least one carboxyl group; A 3 It can be independently a C1-C12 alkylene group, a C2-C12 divalent ether group, a C4-C8 cycloalkylene group, a phenylene group, or... ;R 1 and R 2 It can be hydrogen or methyl independently; n can be an integer from 6 to 100; R 3 It can be hydrogen or C1-C6 alkyl independently; Y 1 It can be a C1-C6 alkylene group; Y 2 It can be a single bond or a C1-C6 alkylene group; Y 3 Can be -O-, , , ,or ; and R 4 It can be hydrogen, fluorine, methyl, or fluoromethyl independently.

[0008] According to an embodiment of the present invention, a coating composition is provided. The coating composition comprises 100 parts by weight of component (A) and 1 to 200 parts by weight of component (B). According to an embodiment of the present invention, component (A) is a compound having formula (I) as described in the present invention. According to an embodiment of the present invention, component (B) may be a compound having at least two reactive functional groups, and the reactive functional groups are acrylate group or methacrylate group.

[0009] According to embodiments of the present invention, the present invention also provides a film layer, wherein the film layer comprises a cured product of the coating composition described in the present invention. Detailed Implementation

[0010] The following provides a detailed description of the compounds, coating compositions, and films described in this invention. It should be understood that the following description provides many different embodiments for carrying out different aspects of the invention. The specific components and arrangements described below are merely illustrative of the invention. Of course, these are illustrative only and not intended to limit the invention. In this invention, the term "about" means an amount that can be increased or decreased by a quantity that is generally and reasonably understood by those skilled in the art.

[0011] The specific embodiments described are merely to illustrate particular ways in which the invention is used and are not intended to limit the invention. Unless otherwise defined, all terms used in this invention (including technical and scientific terms) have the same meaning as commonly understood by one of ordinary skill in the art to which this invention pertains. It will be further understood that terms defined in common dictionaries should be interpreted as having the same meaning as they have in the relevant art and in the content of this invention, and that, unless explicitly defined herein, they will not be interpreted in an idealized or overly formal sense.

[0012] Furthermore, the use of ordinal numbers such as "first," "second," and "third" in the specification and claims to modify the components of the claims does not imply or represent any prior ordinal number of the claimed component, nor does it represent the order of one claimed component with another, or the order of manufacturing methods. The use of these ordinal numbers is only to enable a claimed component with a certain name to be clearly distinguished from another claimed component with the same name.

[0013] This invention provides a compound. The compound is a carboxyl group and a reactive functional group (e.g., acrylate group or methacrylate group). Compositions containing the compound of this invention, after curing, exhibit high adhesion and infrared light transmittance, and are readily formed into patterned films with high resolution.

[0014] This invention also provides a coating composition that can form a flexible film layer (e.g., a transparent film layer or an infrared-transmitting film layer), which is ideally suited for use in flexible / bendable devices (e.g., organic light-emitting diode (OLED) devices, mini / micro LED devices, or semiconductor devices). This facilitates alignment using infrared light during the manufacturing process and avoids heat accumulation to maintain the device's optical performance and extend its lifespan. Furthermore, if the coating composition of this invention further includes pigments and dispersants, it can be used to form an infrared-transmitting light-shielding layer, further suppressing ambient light reflection (improving contrast).

[0015] According to embodiments of the present invention, the compound provided by the present invention may have the structure shown in formula (I).

[0016] Formula (I)

[0017] Z can be A 1 It can be independently a C3-C12 alkyl group. , , , , , ,or A 2 It can independently be a C2-C12 alkylene group having at least one carboxyl group; A 3It can be independently a C1-C12 alkylene group, a C2-C12 divalent ether group, a C4-C8 cycloalkylene group, a phenylene group, or... ;R 1 and R 2 It can be hydrogen or methyl independently; n can be an integer from 6 to 100 (e.g., 7, 8, 9, 10, 15, 20, 25, 30, 35, 40, 45, 50, 55, 60, 65, 70, 75, 80, 85, 90, or 95); R 3 It can be hydrogen or C1-C6 alkyl independently; Y 1 It can be a C1-C6 alkylene group; Y 2 It can be a single bond or a C1-C6 alkylene group; Y 3 Can be -O-, , , ,or ; and R 4 It can be hydrogen, fluorine, methyl, or fluoromethyl independently.

[0018] According to an embodiment of the present invention, A 1 They can be the same or different; A 2 They can be the same or different; A 3 They can be the same or different; and, R 1 They can be the same or different.

[0019] According to embodiments of the present invention, the alkyl group described herein may be a straight-chain or branched alkyl group. For example, C1-C6 alkyl may be methyl, ethyl, propyl, butyl, pentyl, hexyl, or its isomers.

[0020] According to embodiments of the present invention, the alkylene group described herein can be a linear or branched alkylene group. For example, C1-C12 alkylene groups can be methylene, ethylene, propylene, butylene, pentylene, hexylene, heptylene, octylene, nonylene, decylene, undecylene, dodecylene, or any isomer thereof.

[0021] According to embodiments of the present invention, the divalent ether group refers to an alkylene group having at least one in-chain ether oxygen atom; that is, a divalent ether group is an alkylene group in which at least one non-terminal -CH2- is substituted with -O-. For example, a C2-C12 divalent ether group may be... , where j and k are independently integers from 1 to 11 (e.g., 2, 3, 4, 5, 6, 7, 8, 9, or 10), and the sum of j and k is from 2 to 12 (e.g., 3, 4, 5, 6, 7, 8, 9, 10, or 11).

[0022] According to embodiments of the present invention, the cycloalkylene (cycloalkylene) referred to herein is a divalent cycloalkyl group, and the two groups attached to the cycloalkylene group can be attached to the same atom or different atoms of the cycloalkylene group. For example, C4-C8 cycloalkylene (cycloalkylene) can be cyclobutylene, cyclopentylene, cyclohexylene, cycloheptylene, or cyclooctylene.

[0023] According to embodiments of the present invention, the fluoroalkyl group refers to an alkyl group in which all or part of the hydrogen atoms on the carbon atom are replaced by fluorine, and may be linear or branched. For example, the fluoromethyl group may be monofluoromethyl, difluoromethyl, or perfluoromethyl.

[0024] According to an embodiment of the present invention, the acid value of the compound having the structure shown in formula (I) can be from about 20 mgKOH / g to 100 mgKOH / g (e.g., 25 mgKOH / g, 30 mgKOH / g, 35 mgKOH / g, 40 mgKOH / g, 45 mgKOH / g, 50 mgKOH / g, 55 mgKOH / g, 60 mgKOH / g, 65 mgKOH / g, 70 mgKOH / g, 75 mgKOH / g, 80 mgKOH / g, 85 mgKOH / g, 90 mgKOH / g, or 95 mgKOH / g), wherein the acid value of the compound is measured by the method specified in ASTM D1045.

[0025] According to an embodiment of the present invention, in the compound having the structure shown in formula (I), Z can be derived from polyethylene glycol (PEG) or polypropylene glycol (PPG), that is, Z is a dehydrogenated residue of polyethylene glycol (PEG) or polypropylene glycol (PPG).

[0026] According to an embodiment of the present invention, A 1 Can be independently , , , , , , , , , , , , , , , , , , ,or .

[0027] According to embodiments of the present invention, the compound can be... , , , , , ,or Z and A 2 A 3 、and R 1 The definition is the same as above, and m can be an integer from 3 to 12 (e.g., 4, 5, 6, 7, 8, 9, 10, or 11).

[0028] According to embodiments of the present invention, the compound can be... , ,or Z and A 1 A 3 、and R 1 The definition is the same as above; R 5 It can be hydrogen, C1-C3 alkyl, or -COOH independently, and one of the R... 5 For -COOH; and, R 6 It can be hydrogen, C1-C3 alkyl, or -COOH independently, and one of the R... 6 It is -COOH.

[0029] According to embodiments of the present invention, the compound can be... , , ,or Z and A 1 A 2 、and R 1 The definition is the same as above; i can be an integer from 1 to 12 (e.g., 2, 3, 4, 5, 6, 7, 8, 9, 10 or 11); and j and k can be independent integers from 1 to 11 (e.g., 2, 3, 4, 5, 6, 7, 8, 9, or 10), and the sum of j and k is from 2 to 12 (e.g., 3, 4, 5, 6, 7, 8, 9, 10 or 11).

[0030] According to an embodiment of the present invention, the preparation method of the compound of the present invention may include the following steps. First, reactant (A) and reactant (B) are subjected to a carbamate esterification reaction to obtain reactant (C). Next, reactant (C) and reactant (D) are subjected to a carbamate esterification reaction to obtain reactant (E). Finally, reactant (E) and reactant (F) are subjected to a carbamate esterification reaction to obtain the compound of the present invention.

[0031] According to embodiments of the present invention, the carbamate esterification reaction can be carried out at 30 to 100°C for a reaction time of approximately 30 minutes to 10 hours. According to embodiments of the present invention, the reactants can be dissolved in a solvent before the carbamate esterification reaction. According to embodiments of the present invention, the carbamate esterification reaction can be carried out in the presence of a catalyst, wherein the catalyst can be a known catalyst used in carbamate esterification reactions. For example, the catalyst can be an organometallic catalyst, such as dibutyltin dilaurate (DBTBL), stannous octoate, dibutyltin diacetate, dioctyltin diacetate, dibutyltin maleate, dibutyltin di-2-ethylhexanoate, or dibutyltin dimercaptide.

[0032] According to embodiments of the present invention, reactant (A) may be polyethylene glycol (PEG) or polypropylene glycol (PPG), and the weight-average molecular weight (Mw) of the PEG or PPG may be between about 400 g / mol and 4,000 g / mol. According to embodiments of the present invention, reactant (A) may be... , where R 2 Independently, it is hydrogen or methyl; and n is an integer from 6 to 100. According to an embodiment of the invention, reactant (B) may be a compound having two isocyanate groups. According to an embodiment of the invention, reactant (B) may be... A 1 It can be a C3-C12 alkyl group, , , , , , ,or ;R 3 It can be hydrogen or C1-C6 alkyl independently; Y 1 It can be a C1-C6 alkylene group; Y 2 It can be a single bond or a C1-C6 alkylene group; Y 3 Can be -O-, , , ,or ; and R 4 It can be hydrogen, fluorine, methyl, or fluoromethyl independently. According to embodiments of the present invention, reactant (C) can be... where Z is A 1 It can be a C3-C12 alkyl group, , , , , , ,or ;R 2 It can be hydrogen or methyl; R 3 It can be hydrogen or C1-C6 alkyl independently; Y 1 It can be a C1-C6 alkylene group; Y 2 It can be a single bond or a C1-C6 alkylene group; Y 3 Can be -O-, , , ,or R 4 It can be hydrogen, fluorine, methyl, or fluoromethyl independently; and n is an integer from 6 to 100. According to an embodiment of the present invention, in order to ensure that the terminal hydroxyl group of reactant (A) is completely consumed to form a urethane group, the molar ratio of reactant (A) to reactant (B) can be about 1:2 to 1:2.5.

[0033] According to an embodiment of the present invention, reactant (D) may be an aliphatic diol compound having at least one carboxyl group. According to an embodiment of the present invention, reactant (D) may be... A 2 Independently, it is a C2-C12 alkylene group having at least one carboxyl group. According to embodiments of the present invention, the reactant (E) may be... Z is A 1 It can be a C3-C12 alkyl group, , , , , , ,or A 2 It can independently be a C2-C12 alkylene group having at least one carboxyl group; R 2 It can be hydrogen or methyl; R 3 It can be hydrogen or C1-C6 alkyl independently; Y 1 It can be a C1-C6 alkylene group; Y 2 It can be a single bond or a C1-C6 alkylene group; Y 3 Can be -O-, , , ,or ;R 4 It can be hydrogen, fluorine, methyl, or fluoromethyl independently; and n is an integer from 6 to 100. According to an embodiment of the present invention, in order to ensure that the terminal isocyanate group of reactant (C) is completely consumed to form a urethane group, the molar ratio of reactant (C) to reactant (D) can be about 1:2 to 1:2.5.

[0034] According to an embodiment of the present invention, reactant (F) may be an acrylate compound having an isocyanate group. According to an embodiment of the present invention, reactant (F) may be... A 3 It can be C1-C12 alkylene group, C2-C12 divalent ether group, C4-C8 cycloalkylene group, phenylene group, or ; and R 1 It can be hydrogen or methyl. According to an embodiment of the present invention, in order to ensure that the terminal hydroxyl group of reactant (E) is completely consumed to form a urethane group, the molar ratio of reactant (E) to reactant (F) can be about 1:2 to 1:2.5.

[0035] According to an embodiment of the present invention, the reaction formula for preparing the above-mentioned compound is shown below:

[0036]

[0037]

[0038] According to embodiments of the present invention, a coating composition is also provided. The coating composition may comprise 100 parts by weight of component (A) and 1 to 200 parts by weight (e.g., 2 parts by weight, 5 parts by weight, 10 parts by weight, 20 parts by weight, 30 parts by weight, 50 parts by weight, 120 parts by weight, 150 parts by weight, or 180 parts by weight) of component (B). According to embodiments of the present invention, component (A) is a compound having formula (I) as described in the present invention. According to embodiments of the present invention, component (B) is a compound having at least two reactive functional groups, and the reactive functional groups are acrylate group or methacrylate group.

[0039] According to embodiments of the present invention, a compound having at least two reactive functional groups may be a compound having two acrylate groups, a compound having two methacrylate groups, a compound having three acrylate groups, a compound having three methacrylate groups, a compound having four acrylate groups, a compound having four methacrylate groups, a compound having five acrylate groups, a compound having five methacrylate groups, a compound having six acrylate groups, a compound having six methacrylate groups, or a combination thereof.

[0040] According to an embodiment of the present invention, component (B) may be 1,6-hexanedioldiacrylate (HDDA), 1,6-hexanediol dimethacrylate, 1,9-bis(acryloyloxy)nonane, 1,9-bis(methacryloyloxy)nonane, 1,10-decanedioldiacrylate (DDDA), 1,10-decanediol dimethacrylate, neopentyl glycol diacrylate, neopentyl glycol dimethacrylate, or polyethylene glycol (200) diacrylate. (The remaining text appears to be a list of names and related terms, possibly related to PEG200DA, dipropylene glycol diacrylate, and tripropylene glycol diacrylate. A direct translation wouldn't be meaningful without further context.)TTEGDA, tetraethylene glycol dimethacrylate, dipentaerythritol hexaacrylate (DPHA), dipentaerythritol hexamethacrylate, dipentaerythritol pentaacrylate (DPPA), dipentaerythritol pentamethacrylate, polypropylene glycol diacrylate, poly(tetramethylene ether glycol) diacrylate, poly(ethylene polypropylene glycol) diacrylate, tricyclodecanedimethanol diacrylate (TCDDMDA), trimethylolpropane triacrylate (TMPTA), pentaerythritol triacrylate Triacrylate (PETIA), pentaerythritol tetraacrylate (PETTA), di(trimethylolpropane)tetraacrylate (Di-TMPTTA), di(polypentaerythritol)polyacrylate, polypentaerythritol polyacrylate, polybutadiene diacrylate (PBDDA), 3-methyl 1,5-pentanediol diacrylate (MPDA), ethoxylated 3 bisphenol A diacrylate (BPA3EODA), tris(2-hydroxyethyl)isocyanurate triacrylate.THEICTA), ethoxylated (20)trimethylolpropane triacrylate (TMP20EOTA), ethoxylated 3 trimethylolpropane triacrylate (TMP3EOTA), propoxylated 3 trimethylolpropane triacrylate (TMP3POTA), ethoxylated pentaerythritol tetraacrylate, ethoxylated 6 trimethylolpropane triacrylate (TMP6EOTA), ethoxylated 9 trimethylolpropane triacrylate (TMP9EOTA), ethoxylated 4 bisphenol A diacrylate (BPA4EODA), ethoxylated 10 bisphenol A diacrylate (BPA4EODA). diacrylate (BPA10E0DA), esterdiol diacrylate (EDDA), alkoxylated diacrylate, propoxylated 2 neopentyl glycol diacrylate (PONPGDA), propoxylated 3 glyceryl triacrylate (GPTA), ethoxylated 15 trimethylolpropane triacrylate (TMP15EOTA), ethoxylated 12 glyceryl triacrylate.G12EOTA), 2-(dimethylamino)ethyl acrylate, 3-(dimethylamino)propyl acrylate, 2-(diethylamino)ethyl acrylate, 3-(diethylamino)propyl acrylate, 2-(diethylamino)ethyl acrylate, 3-(diethylamino)propyl acrylate, 2-(dimethylamino)ethyl methacrylate, 3-(dimethylamino)propyl methacrylate, 2-(diethylamino)ethyl methacrylate, 3-(diethylamino)propyl methacrylate, polyurethane multi-functional acrylate, polyurethane multi-functional methacrylate, or combinations thereof.

[0041] According to embodiments of the present invention, the polyurethane multifunctional acrylate may be an aromatic urethane multi-acrylate, an aliphatic urethane multi-acrylate, or a combination thereof. According to embodiments of the present invention, the polyurethane multifunctional methacrylate may be an aromatic urethane multi-methacrylate, an aliphatic urethane multi-methacrylate, or a combination thereof.

[0042] According to embodiments of the present invention, since the compound of component (A) in the coating composition of the present invention has multiple intramolecular urethane groups, when component (B) in the coating composition of the present invention is polyurethane polyfunctional (meth)acrylate, the compatibility of components (A) and (B) in the coating composition can be increased, and the flexibility of the cured coating composition and its adhesion to the substrate can be further improved, thus meeting the requirements of flexible / bendable devices.

[0043] According to an embodiment of the present invention, in order to accelerate the reactivity of component (A) and component (B) during the curing process, the coating composition may further include an initiator as component (C). According to an embodiment of the present invention, the weight ratio of component (C) to the total weight of components (A) and components (B) may be from 1:20 to 1:2, for example 1:19, 1:18, 1:17, 1:16, 1:15, 1:14, 1:13, 1:12, 1:11, 1:10, 1:9, 1:8, 1:7, 1:6, 1:5, 1:4, 1:3, or 3:7.

[0044] According to embodiments of the present invention, the initiator can be a photoinitiator. According to embodiments of the present invention, the main absorption wavelength of the photoinitiator can be between about 300 nm and 450 nm. According to embodiments of the present invention, the main absorption wavelength of the photoinitiator can also be less than about 300 nm to meet the current commercial I-line and H-line UV exposure requirements.

[0045] According to embodiments of the present invention, the selection of the photoinitiator is not particularly limited, and it can be any known photoinitiator used in coating compositions. For example, the photoinitiator can be a benzoin-based compound, an acetophenone-based compound, a thioxanthone-based compound, a ketal compound, a benzophenone-based compound, an α-aminoacetophenone compound, an acylphosphine oxide compound, a biimidazole-based compound, a triazine-based compound, or a combination thereof.

[0046] According to embodiments of the present invention, acetophenone compounds may be photoinitiators manufactured by Ciba Geigy with trade names Irgacure 2959, Irgacure 184, Irgacure 500, Irgacure 651, Irgacure 369, Irgacure 379, Irgacure 907, or Darocur 1173. According to embodiments of the present invention, acylphosphine oxide compounds may be photoinitiators manufactured by Ciba Geigy with trade names Irgacure 819 or Irgacure 1800, and photoinitiators manufactured by BASF with trade names Lucirin TPO or Lucirin TPO-L. According to embodiments of the present invention, the initiator described herein may also be a photoinitiator manufactured by LAMBSON with trade numbers Esacure 1001M, EsacureKIP150, Speedcure BEM, Speedcure EHA, Speedcure BMS, Speedcure MBP, Speedcure PBZ, Speedcure ITX, Speedcure DETX, Speedcure EBD, Speedcure MBB, or Speedcure BP, or a photoinitiator manufactured by Ciba Geigy with trade numbers Irgacure 2100, Irgacure 250, or Irgacure 784.

[0047] According to embodiments of the present invention, the coating composition may further comprise a solvent as component (D) to dissolve components (A) and (B) (or components (A), (B), and (C)). Therefore, all components of the coating composition can be uniformly dissolved or dispersed in the solvent. According to embodiments of the present invention, the weight ratio of component (D) to the total weight of components (A) and (B) is 1:2 to 5:1, for example, 4:6, 1:1, 6:4, or 2:1.

[0048] According to embodiments of the present invention, the solvent may be an aromatic hydrocarbon solvent, an alcohol solvent, an ether solvent, a ketone solvent, an ester solvent, a nitrogen-containing solvent, or a combination thereof.According to embodiments of the present invention, the solvent may be benzene, toluene, xylene, ethylbenzene, diethylbenzene, trimethylbenzene, triethylbenzene, cyclohexane, cyclohexene, decahydronaphthalene, dipentene, pentane, hexane, heptane, octane, nonane, decane, ethyl cyclohexane, methyl cyclohexane, cyclohexane, cyclohexene, p-menthane, dipropyl ether, dibutyl ether, anisole, ethyl acetate, butyl acetate, pentyl acetate. Acetate, methyl isobutyl ketone, cyclohexylbenzene, cyclohexanone, cyclopentanone (CPN), triethylene glycol dimethyl ether, 1,3-dimethyl-2-imidazolidinone (DMI), N-methyl-2-pyrrolidone (NMP), methyl ethyl ketone (MEK), N,N-dimethylacetamide (DMAc), N,N-dimethylpropionamide, γ-butyrolactone (GBL), N,N-dimethylformamide (DMF), propylene glycol methyl ether acetate (PGMEA), dimethyl sulfoxide (dimethyl ether acetate). (sulfoxide, DMSO), or a combination thereof.

[0049] According to embodiments of the present invention, when the coating composition contains a solvent, the solid content of the coating composition is not particularly limited and can be adjusted according to the application. According to embodiments of the present invention, the solid content of the coating composition can be from about 10 wt% to 90 wt% (e.g., about 15 wt%, 20 wt%, 25 wt%, 30 wt%, 35 wt%, 40 wt%, 45 wt%, 50 wt%, 55 wt%, 60 wt%, 65 wt%, 70 wt%, 75 wt%, 80 wt%, or 85 wt%). Here, the solid content refers to the weight percentage of all components of the coating composition excluding the solvent, based on the total weight of the coating composition.

[0050] According to an embodiment of the present invention, the coating composition of the present invention may consist of 100 parts by weight of component (A), 1 to 200 parts by weight of component (B), component (C), and component (D), wherein the weight ratio of component (C) to the total weight of components (A) and (B) may be 1:20 to 1:2; and the weight ratio of component (D) to the total weight of components (A) and (B) may be 1:2 to 5:1.

[0051] According to certain embodiments of the present invention, the coating composition of the present invention may further comprise a pigment as component (E) to form a light-blocking layer with infrared light transmittance. The weight ratio of component (E) to the total weight of components (A) and (B) may be from 1:100 to 20:100, for example 2:100, 3:100, 4:100, 5:100, 6:100, 7:100, 8:100, 9:100, 10:100, 11:100, 12:100, 13:100, 14:100, 15:100, 16:100, 17:100, 18:100, or 19:100. The pigment may be a black pigment used directly, or it may be mixed with pigments of different colors to achieve black, for example, using an RGB pigment system or a CMY pigment system. There are no particular limitations on the type of pigment used in the coating composition of the present invention. For example, the pigment may be a pigment that absorbs visible light but does not absorb infrared light from 700 nm to 1500 nm (or has a low absorption rate) (e.g., a heat-shielding pigment, whose spectral transmittance of infrared light from 700 nm to 1500 nm, as measured according to JIS K 5602, is 50% or more). According to embodiments of the present invention, the pigment may be an inorganic pigment, an organic pigment, or a combination thereof. According to embodiments of the present invention, the pigment may be an azo pigment, a thioindigo pigment, anthraquinone pigment, a perylene pigment (e.g., BASF L0084, L0086), a pyrrole pigment, a dioxazine pigment, a phthalocyanine pigment, an isoindoline pigment, a ceramic pigment, an oxide pigment, a metallic pigment, an alloy pigment, and mica, a nitride pigment, a sulfide pigment, carbon black, or a combination thereof.

[0052] According to certain embodiments of the present invention, the coating composition of the present invention may further comprise a dispersant as component (F), combined with a pigment as component (E), to form a light-blocking layer with infrared light transmittance. The weight ratio of component (F) to the total weight of components (A) and (B) may be from 1:100 to 20:100, for example 2:100, 3:100, 4:100, 5:100, 6:100, 7:100, 8:100, 9:100, 10:100, 11:100, 12:100, 13:100, 14:100, 15:100, 16:100, 17:100, 18:100, or 19:100. There are no particular limitations on the type of dispersant used in the coating composition of the present invention. For example, the dispersant can be a compound with a basic functional group, such as a dispersant with an amine value of 1 mg KOH / g to 100 mg KOH / g. For example, the dispersant can be Disparlon DA-7301 manufactured by Kusunoki Chemical Co., Ltd., and BYK161, BYK162, BYK163, or BYK182 manufactured by BYK Chemie Co., Ltd.

[0053] According to an embodiment of the present invention, the coating composition of the present invention may be obtained by uniformly mixing all components. According to an embodiment of the present invention, components (E) and (F) may first be mixed with component (D) and dispersed to obtain a dispersion, and then the dispersion may be mixed with other components to obtain the coating composition.

[0054] According to embodiments of the present invention, the present invention also provides a film layer (e.g., an infrared light-transmitting layer or a light-shielding layer) comprising a cured product of the coating composition described in the present invention. According to embodiments of the present invention, the film layer may be a product obtained by curing the coating composition described in the present invention.

[0055] The preparation method of the film layer described in this invention may include the following steps. First, a coating composition according to this invention is provided. Next, the coating composition is used to form a coating on a substrate using a coating process. Then, the coating is subjected to a curing process to obtain the cured product (which may be, for example, a film layer). According to an embodiment of the invention, the curing process may be ultraviolet light irradiation treatment. According to some embodiments of the invention, the curing process may include ultraviolet light irradiation treatment and baking treatment, wherein the baking treatment temperature may be 30°C to 200°C. According to an embodiment of the invention, the substrate is not particularly limited and may be a metal sheet, a silicon substrate, glass, or a polymer film, and any desired film layer or component may have been formed on the substrate. According to an embodiment of the invention, the light source for the ultraviolet light irradiation treatment may be ultraviolet light (UV) (wavelength may be 150nm to 450nm), and the illuminance may be 10mW to 100mW.

[0056] The following embodiments are provided to assist those skilled in the art in implementing the present invention. However, these embodiments should not be considered as limitations on the invention, as modifications and variations made to the embodiments discussed herein by those skilled in the art without departing from the spirit or scope of the invention are still within the scope of the invention.

[0057] compound

[0058] Preparation Example 1

[0059] A first solution was obtained by dissolving 14 g of polypropylene glycol (PPG-400) and 0.07 g of dibutyltin dilaurate (DBTBL) in propylene glycol methyl ether acetate (PGMEA) (10 g); a second solution was obtained by dissolving 9.39 g of 2,2-bis(hydroxymethyl)propionic acid (DMPA) and 0.07 g of dibutyltin dilaurate (DBTBL) in N,N-dimethylacetamide (DMAC) (18.77 g); and a third solution was obtained by dissolving 10.86 g of methacryloyloxyethyl isocyanate (MOI) and 0.07 g of dibutyltin dilaurate (DBTBL) in propylene glycol methyl ether acetate (PGMEA) (10 g). Dissolve 10 g of ether acetate (PGMEA) to obtain a third solution.

[0060] Isophorone diisocyanate (IPDI) (15.55 g) and propylene glycol methyl ether acetate (PGMEA) (11.23 g) were mixed in a reaction flask and heated to 50°C. Then, the first solution was added to the reaction flask at 50°C. After the first solution was completely added and the reaction proceeded for 3 hours, the reaction flask was heated to 80°C, and the second solution was added. After the second solution was completely added and the reaction proceeded for 10 hours, the reaction flask was cooled to 65°C, and the third solution was added. After reacting for 5 hours, the reaction flask was cooled to room temperature, and the resulting product was concentrated and purified to give compound (I) (acid value 79 mgKOH / g, weight-average molecular weight approximately 1450 g / mol). In the above reaction, the molar ratio of isophorone diisocyanate, polypropylene glycol (PPG-400), 2,2-dimethylolpropionic acid, and isocyanate methacrylate is approximately 2:1:2:2. The reaction formula is shown below:

[0061]

[0062]

[0063] Preparation Example 2

[0064] A first solution was obtained by dissolving 24.64 g of polypropylene glycol (PPG-1000) and 0.05 g of dibutyltin dilaurate (DBTBL) in propylene glycol methyl ether acetate (PGMEA) (12 g); a second solution was obtained by dissolving 6.61 g of 2,2-bis(hydroxymethyl)propionicacid (DMPA) and 0.05 g of dibutyltin dilaurate (DBTBL) in N,N-dimethylacetamide (DMAC) (13.22 g); and a third solution was obtained by dissolving 7.65 g of methacryloyloxyethyl isocyanate (MOI) and 0.05 g of dibutyltin dilaurate (DBTBL) in propylene glycol methyl ether acetate (PGMEA). Dissolve 12 g of glycolmethyl ether acetate (PGMEA) to obtain a third solution.

[0065] Isophorone diisocyanate (IPDI) (10.95 g) and propylene glycol methyl ether acetate (PGMEA) (12.79 g) were mixed in a reaction flask and heated to 50°C. Then, the first solution was added to the reaction flask at 50°C. After the first solution was completely added and the reaction proceeded for 3 hours, the reaction flask was heated to 80°C, and the second solution was added. After the second solution was completely added and the reaction proceeded for 10 hours, the reaction flask was cooled to 65°C, and the third solution was added. After reacting for 5 hours, the reaction flask was cooled to room temperature, and the resulting product was concentrated and purified to give compound (II) (acid value 55 mgKOH / g, weight-average molecular weight approximately 2078 g / mol). In the above reaction, the molar ratio of isophorone diisocyanate, polypropylene glycol (PPG-1000), 2,2-dimethylolpropionic acid, and isocyanate methacrylate is approximately 2:1:2:2.

[0066] Preparation Example 3

[0067] A first solution was obtained by dissolving polypropylene glycol (PPG-2000) (33.02 g) and dibutyltin dilaurate (DBTBL) (0.033 g) in propylene glycol methyl ether acetate (PGMEA) (13.71 g); a second solution was obtained by dissolving 2,2-bis(hydroxymethyl)propionic acid (DMPA) (4.43 g) and dibutyltin dilaurate (DBTBL) (0.033 g) in N,N-dimethylacetamide (DMAC) (8.86 g); and a third solution was obtained by dissolving methacryloyloxyethyl isocyanate (MOI) (5.12 g) and dibutyltin dilaurate (DBTBL) in propylene glycol methyl ether acetate (PGMEA) (13.71 g). Dilaurate (DBTBL) (0.033 g) was dissolved in propylene glycol methyl ether acetate (PGMEA) (13.71 g) to give a third solution.

[0068] Isophorone diisocyanate (IPDI) (7.34 g) and propylene glycol methyl ether acetate (PGMEA) (13.71 g) were mixed in a reaction flask and heated to 50°C. Then, the first solution was added to the reaction flask at 50°C. After the first solution was completely added and the reaction proceeded for 3 hours, the reaction flask was heated to 80°C, and the second solution was added. After the second solution was completely added and the reaction proceeded for 10 hours, the reaction flask was cooled to 65°C, and the third solution was added. After reacting for 5 hours, the reaction flask was cooled to room temperature, and the resulting product was concentrated and purified to give compound (III) (acid value 37 mgKOH / g, weight-average molecular weight approximately 3086 g / mol). In the above reaction, the molar ratio of isophorone diisocyanate, polypropylene glycol (PPG-2000), 2,2-dimethylolpropionic acid, and isocyanate methacrylate is approximately 2:1:2:2.

[0069] Preparation Example 4

[0070] A first solution was obtained by dissolving polyethylene glycol (PEG-2000) (33.02 g) and dibutyltin dilaurate (DBTBL) (0.033 g) in propylene glycol methyl ether acetate (PGMEA) (13.71 g); a second solution was obtained by dissolving 2,2-bis(hydroxymethyl)propionic acid (DMPA) (4.43 g) and dibutyltin dilaurate (DBTBL) (0.033 g) in N,N-dimethylacetamide (DMAC) (8.86 g); and a third solution was obtained by dissolving methacryloyloxyethyl isocyanate (MOI) (5.12 g) and dibutyltin dilaurate (DBTBL) in propylene glycol methyl ether acetate (PGMEA) (13.71 g). Dilaurate (DBTBL) (0.033 g) was dissolved in propylene glycol methyl ether acetate (PGMEA) (13.71 g) to give a third solution.

[0071] Isophorone diisocyanate (IPDI) (7.34 g) and propylene glycol methyl ether acetate (PGMEA) (13.71 g) were mixed in a reaction flask and heated to 50°C. Then, the first solution was added to the reaction flask at 50°C. After the first solution was completely added and the reaction proceeded for 3 hours, the reaction flask was heated to 80°C, and the second solution was added. After the second solution was completely added and the reaction proceeded for 10 hours, the reaction flask was cooled to 65°C, and the third solution was added. After reacting for 5 hours, the reaction flask was cooled to room temperature, and the resulting product was concentrated and purified to give compound (IV) (acid value 37 mgKOH / g, weight-average molecular weight approximately 3075 g / mol). In the above reaction, the molar ratio of isophorone diisocyanate, polyethylene glycol (PEG-2000), 2,2-dimethylolpropionic acid, and isocyanate methacrylate is approximately 2:1:2:2.

[0072] Coating composition

[0073] Example 1

[0074] Pigment (trade number L0086, purchased from BASF), dispersant (trade number BYK-163), and propylene glycol methyl ether acetate (PGMEA) (as solvent) were mixed in a weight ratio of 1:1:8. Next, twice the weight of zirconium beads (2 mm in size) was added to the mixture, and it was dispersed by grinding using a Red Devil disperser (model 1400-0H, manufactured by Red Devil Corporation). After two hours of treatment and removal of the zirconium beads, dispersion (1) was obtained.

[0075] Compound (III) (100 parts by weight) obtained in Preparation Example 3, aliphatic urethane diacrylate (trade number GU3010Z, manufactured by Kokusei Chemicals) (100 parts by weight), diphenyl(2,4,6-trimethylbenzoyl)phosphine oxide (trade number TPO, manufactured and sold by BASF) (30 parts by weight), isopropylthioxanthone (ITX) (10 parts by weight), and dispersion (1) (180 parts by weight) were added to a solvent (propylene glycol methyl ether acetate (PGMEA)) and stirred uniformly at room temperature in the dark for 30 minutes to obtain coating composition (1), wherein the solid content of coating composition (1) is about 20-25%.

[0076] Example 2

[0077] Example 2 was carried out as described in Example 1, except that the amount of aliphatic polyurethane diacrylate (GU3010Z) was reduced from 100 parts by weight to 50 parts by weight, to obtain coating composition (2).

[0078] Example 3

[0079] Example 3 was carried out as described in Example 1, except that 100 parts by weight of GU3010Z was replaced with 33.3 parts by weight of aliphatic urethane diacrylate (trade number GU3315Z, manufactured by Guojing Chemical), the diphenyl (2,4,6-trimethylbenzoyl)phosphine oxide was reduced from 30 parts by weight to 20 parts by weight, the isopropylthioxanthone was reduced from 10 parts by weight to 6.67 parts by weight, and the dispersion (1) was reduced from 180 parts by weight to 133.32 parts by weight, to obtain coating composition (3).

[0080] Example 4

[0081] Example 4 was carried out as described in Example 1, except that 100 parts by weight of GU3010Z were replaced with 25 parts by weight of GU3315Z, the diphenyl (2,4,6-trimethylbenzoyl)phosphine oxide was reduced from 30 parts by weight to 18.75 parts by weight, the isopropylthioxanthone was reduced from 10 parts by weight to 6.25 parts by weight, and the dispersion (1) was reduced from 180 parts by weight to 175 parts by weight, to obtain the coating composition (4).

[0082] Example 5

[0083] Compound (I) (100 parts by weight) obtained in Preparation Example 1, aliphaticurethane diacrylate (trade number GU3010Z, manufactured by Kokusei Chemicals) (100 parts by weight), diphenyl(2,4,6-trimethylbenzoyl)phosphine oxide (trade number TPO, manufactured and sold by BASF) (75 parts by weight), isopropylthioxanthone (ITX) (30 parts by weight), and dispersion (1) (300.3 parts by weight) were added to a solvent (propylene glycol methyl ether acetate (PGMEA)) and stirred uniformly at room temperature in the dark for 30 minutes to obtain coating composition (5), wherein the solid content of coating composition (5) is about 20-25%.

[0084] Example 6

[0085] Compound (II) (100 parts by weight) obtained in Preparation Example 2, aliphatic polyurethane diacrylate (trade number GU3010Z, manufactured by Kokusei Chemical) (50 parts by weight), aliphatic polyurethane diacrylate (trade number GU3315Z, manufactured by Kokusei Chemical) (50 parts by weight), diphenyl(2,4,6-trimethylbenzoyl)phosphine oxide (trade number TPO, manufactured and sold by BASF) (60 parts by weight), isopropylthioxanthone (ITX) (30 parts by weight), and dispersion (1) (300.3 parts by weight) were added to a solvent (propylene glycol methyl ether acetate (PGMEA)) and stirred uniformly at room temperature in the dark for 30 minutes to obtain coating composition (6), wherein the solid content of coating composition (6) is about 20-25%.

[0086] Example 7

[0087] Compound (IV) (100 parts by weight) obtained in Preparation Example 4, aliphaticurethane diacrylate (trade number GU3315Z, manufactured by Kokusei Chemicals) (100 parts by weight), diphenyl(2,4,6-trimethylbenzoyl)phosphine oxide (trade number TPO, manufactured and sold by BASF) (30 parts by weight), isopropylthioxanthone (ITX) (10 parts by weight), and dispersion (1) (200 parts by weight) were added to a solvent (propylene glycol methyl ether acetate (PGMEA)) and stirred uniformly at room temperature in the dark for 30 minutes to obtain coating composition (7), wherein the solid content of coating composition (7) is about 20-25%.

[0088] Example 8

[0089] The compound (I) obtained in Preparation Example 1 (100 parts by weight), aliphaticurethane diacrylate (trade number GU3315Z, manufactured by Kokusei Chemicals) (12.5 parts by weight), diphenyl(2,4,6-trimethylbenzoyl)phosphine oxide (trade number TPO, manufactured and sold by BASF) (28.12 parts by weight), isopropylthioxanthone (ITX) (11.25 parts by weight), and dispersion (1) (112.5 parts by weight) were added to a solvent (propylene glycol methyl ether acetate (PGMEA)) and stirred uniformly at room temperature in the dark for 30 minutes to obtain coating composition (8), wherein the solid content of coating composition (8) is about 20-25%.

[0090] Example 9

[0091] Compound (III) (100 parts by weight) obtained in Preparation Example 3, dipentaerythritol hexaacrylate (DPHA) (12.5 parts by weight), diphenyl(2,4,6-trimethylbenzoyl)phosphine oxide (trade number TPO, manufactured and sold by BASF) (36 parts by weight), isopropylthioxanthone (ITX) (10 parts by weight), and dispersion (1) (200 parts by weight) were added to a solvent (propylene glycol methyl ether acetate (PGMEA)) and stirred uniformly at room temperature in the dark for 30 minutes to obtain coating composition (9), wherein the solid content of coating composition (9) is about 20-25%.

[0092] Comparative Example 1

[0093] Compound (III) (100 parts by weight) obtained in Preparation Example 3, aliphatic urethane diacrylate (trade number GU3315Z, manufactured by Kokusei Chemicals) (250 parts by weight), diphenyl(2,4,6-trimethylbenzoyl)phosphine oxide (trade number TPO, manufactured and sold by BASF) (35 parts by weight), isopropylthioxanthone (ITX) (17.5 parts by weight), and dispersion (1) (175 parts by weight) were added to a solvent (propylene glycol methyl ether acetate (PGMEA)) and stirred uniformly at room temperature in the dark for 30 minutes to obtain coating composition (10), wherein the solid content of coating composition (10) is about 20-25%.

[0094] Comparative Example 2

[0095] 100 parts by weight of a carboxyl-containing acrylic resin (prepared from methacrylic acid (MAA), benzyl methacrylate (BzMA), methyl methacrylate (MMA), and 2-hydroxyethyl methacrylate (2-HEMA), with a molar ratio of MAA / BzMA / MMA / 2-HEMA of 25:14:75:16), 100 parts by weight of aliphatic urethanediacrylate (trade code GU3010Z, manufactured by Guojing Chemical), and diphenyl(2,4,6-trimethylbenzoyl)phosphine oxide were prepared. 36 parts by weight of oxide (trade code TPO, manufactured and sold by BASF), 10 parts by weight of isopropylthioxanthone (ITX), and 200 parts by weight of dispersion (1) were added to a solvent (propylene glycol methyl ether acetate (PGMEA)) and stirred uniformly at room temperature in the dark for 30 minutes to obtain coating composition (11), wherein the solid content of coating composition (11) is about 20-25%.

[0096] Comparative Example 3

[0097] 100 parts by weight of aliphatic urethane diacrylate (trade number GU3010Z, manufactured by Guojing Chemical) and fluorene-based hydroxyl-containing acrylate (structure: )(product number F9PGA, Sunrise Technology)(100 parts by weight), diphenyl(2,4,6-trimethylbenzoyl)phosphine oxide (product number TPO, manufactured and sold by BASF) (50 parts by weight), isopropylthioxanthone (ITX) (20 parts by weight), and dispersion (1) (200 parts by weight) were added to a solvent (propylene glycol methyl ether acetate (PGMEA)) and stirred uniformly at room temperature in the dark for 30 minutes to obtain coating composition (12), wherein the solid content of coating composition (12) is about 20-25%.

[0098] Comparative Example 4

[0099] A black carbon black paste (trade number BK-0712, purchased from Lixin Chemical), a dispersant (trade number BYK-163), and propylene glycol methyl ether acetate (PGMEA) (as a solvent) were mixed in a weight ratio of 1:1:8. Next, twice the weight of zirconium beads (2 mm in size) were added to the mixture, and it was dispersed by grinding using a Red Devil disperser (model 1400-0H, manufactured by Red Devil Corporation, USA). After two hours of treatment and removal of the zirconium beads, a dispersion (2) was obtained.

[0100] Phenolic acrylic resin (trade number EA-7140, manufactured by Shin-Nakamura Chemical Industry) (100 parts by weight), dipentaerythritol hexaacrylate (DPHA) (100 parts by weight), diphenyl(2,4,6-trimethylbenzoyl)phosphine oxide (trade number TPO, manufactured and sold by BASF) (36 parts by weight), isopropylthioxanthone (ITX) (10 parts by weight), and dispersion (2) (200 parts by weight) were added to a solvent (propylene glycol methyl ether acetate (PGMEA)) and stirred uniformly at room temperature in the dark for 30 minutes to obtain coating composition (13), wherein the solid content of coating composition (13) is about 20-25%.

[0101] Film property assessment

[0102] The coating compositions (1)-(13) obtained in Examples 1-9 and Comparative Examples 1-4 were used to form coatings on glass substrates and polyimide (PI) substrates respectively by spin coating, and were then baked at 100°C for 2 minutes to obtain film layers (with a film thickness of approximately 2.0 ± 0.2 μm). Next, digital lithography (DLT) technology (wavelength 403 nm, exposure dose 800 mJ / cm²) was used. 2 The film was then irradiated. Next, it was developed with a tetramethylammonium hydroxide (TMAH) aqueous solution (2.38 wt%) developer (development time 60 seconds) and then wetted and cleaned with propylene glycol methyl ether acetate (PGMEA) for 30 seconds. Finally, it was baked at 160°C to obtain patterned film layers (1)-(13).

[0103] Next, the patterned films (1)-(7) were evaluated for pattern resolution, adhesion, infrared transmittance, optical density, and folding endurance. Pattern resolution was used to assess whether the coating composition could form a patterned film with a linewidth less than or equal to 30 μm. A patterned film could be formed, which was recorded as a pass; otherwise, it was recorded as a fail. Adhesion was evaluated using the cross-cut adhesion test (according to ASTM D3359). An adhesion greater than 4B was recorded as a pass, otherwise, it was recorded as a fail. Infrared transmittance was evaluated by measuring the infrared transmittance of the film at a wavelength of 900 nm. A transmittance greater than or equal to 80% was recorded as a pass, otherwise, it was recorded as a fail. Optical density (OD) was measured using an optical density meter. An OD value greater than or equal to 2 was recorded as a pass, otherwise, it was recorded as a fail. The folding endurance was evaluated by cutting the film layer (with the PI substrate) into a test piece (10mm × 100mm) and bending it from the center of the test piece with a radius of curvature of 1.0mm (bending angle 180°, load of 1 kg, and 3 bends). If the film layer was unbroken, it was recorded as passed; if the cured layer had cracks, damage, or peeling, it was recorded as failed. The evaluation results showed that the patterned film layers (1)-(7) all passed the evaluation.

[0104] Next, the patterned film layer (8) was evaluated for adhesion, infrared light transmittance, optical density, and folding endurance, and it was found that the patterned film layer (8) passed the evaluation. The patterned film layer (9) was evaluated for pattern resolution, infrared light transmittance, and optical density, and it was found that the patterned film layer (9) passed the evaluation. The patterned film layer (10) (prepared from the coating composition (10) described in Comparative Example 1) was evaluated for pattern resolution, adhesion, optical density, and folding endurance, and it was found that the patterned film layer (10) failed all of them. The patterned film layers (11)-(13) (prepared from the coating compositions (11)-(13) described in Comparative Examples 2-4) were evaluated for folding endurance, and it was found that the patterned film layers (11)-(13) failed all of them.

[0105] Although the present invention has been disclosed above with several embodiments, it is not intended to limit the present invention. Anyone skilled in the art can make any modifications and refinements without departing from the spirit and scope of the present invention. Therefore, the scope of protection of the present invention shall be determined by the appended claims.

Claims

1. A compound having the structure shown in formula (I) Equation (I), where Z is A 1 Independently C3-C12 alkyl groups , , , , , ,or A 2 Independently, it is a C2-C12 alkyl group having at least one carboxyl group; A 3 Independently, it is a C1-C12 alkyl group, a C2-C12 divalent ether group, a C4-C8 cycloalkyl group, a phenyl group, or... ;R 1 and R 2 Independently hydrogen or methyl; n is an integer from 6 to 100; R 3 Independently hydrogen or C1-C6 alkyl; Y 1 It is a C1-C6 alkyl group; Y 2 It is a single bond or a C1-C6 alkyl group; Y 3 For -O-, , , ,or ; and R 4 It can be hydrogen, fluorine, methyl, or fluoromethyl independently.

2. The compound according to claim 1, wherein the compound is... , , , , , ,or where Z is A 2 Independently, it is a C2-C12 alkyl group having at least one carboxyl group; A 3 Independently, it is a C1-C12 alkyl group, a C2-C12 divalent ether group, a C4-C8 cycloalkyl group, a phenyl group, or... ;R 1 and R 2 Independently, it is hydrogen or methyl; n is an integer from 6 to 100; and m is an integer from 3 to 12.

3. The compound according to claim 1, wherein the compound is... , ,or where Z is A 1 Independently C3-C12 alkyl groups , , , , , ,or A 3 Independently, it is a C1-C12 alkyl group, a C2-C12 divalent ether group, a C4-C8 cycloalkyl group, a phenyl group, or... ;R 1 and R 2 Independently hydrogen or methyl; n is an integer from 6 to 100; R 3 Independently hydrogen or C1-C6 alkyl; Y 1 It is a C1-C6 alkyl group; Y 2 It is a single bond or a C1-C6 alkyl group; Y 3 For -O-, , , ,or R 4 Independently hydrogen, fluorine, methyl, or fluoromethyl; R 5 Independently hydrogen, C1-C3 alkyl, or -COOH, and one of the R... 5 For -COOH; and, R 6 Independently hydrogen, C1-C3 alkyl, or -COOH, and one of the R... 6 It is -COOH.

4. The compound according to claim 1, wherein the compound is... , , , ,or where Z is A 1 Independently C3-C12 alkyl groups , , , , , ,or A 2 Independently, it is a C2-C12 alkyl group having at least one carboxyl group; n is an integer from 6 to 100; R 3 Independently hydrogen or C1-C6 alkyl; Y 1 It is a C1-C6 alkyl group; Y 2 It is a single bond or a C1-C6 alkyl group; Y 3 For -O-, , , ,or R 4 Independently, it is hydrogen, fluorine, methyl, or fluoromethyl; i is an integer from 1 to 12; and j and k are independent integers from 1 to 11, with the sum of j and k being from 2 to 12.

5. The compound according to claim 1, wherein the compound has an acid value of 20 mgKOH / g to 100 mgKOH / g.

6. A coating composition comprising: 100 parts by weight of component (A), wherein component (A) is a compound according to any one of claims 1 to 5; and 1 to 200 parts by weight of component (B), wherein component (B) is a compound having at least two reactive functional groups, and the reactive functional groups are acrylate or methacrylate groups.

7. The coating composition according to claim 6, further comprising: Component (C), wherein component (C) is an initiator, and the weight ratio of component (C) to the total weight of components (A) and (B) is 1:20 to 1:

2.

8. The coating composition according to claim 6, further comprising: Component (D), wherein component (D) is a solvent, and the weight ratio of component (D) to the total weight of components (A) and (B) is 1:2 to 3:

1.

9. The coating composition according to claim 6, further comprising: Component (E), wherein component (E) is a pigment, and the weight ratio of component (E) to the total weight of components (A) and (B) is 1:100 to 20:

100.

10. The coating composition according to claim 6, further comprising: Component (F), wherein component (F) is a dispersant, and the weight ratio of component (F) to the total weight of components (A) and (B) is 1:100 to 20:

100.

11. A film comprising a cured product of the coating composition of claim 6.

12. The film layer according to claim 11, wherein the film layer is an infrared light-transmitting shielding layer serving as an organic light-emitting diode device, a small / micro light-emitting diode device, or a semiconductor device.

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