Compound, composition, film, method for producing coloring composition, and method for producing laminate for display element

Abstract

A compound represented by formula (1), a composition and a film containing the compound, a method for producing a colored composition using the compound, and a method for producing a laminate for a display element (in formula (1), X1, X2, X3, X4, Y1, and Y2 each independently represent an oxygen atom, a sulfur atom, or N-L1. L1 represents a hydrogen atom, an alkyl group, an acyl group, an alkoxycarbonyl group, or an aminocarbonyl group. And R1, R2, R3, and R4 each independently represent a hydrogen atom,-O-L2,-OCO-L3,-S-L2, or-OS0-L3. L2 represents a hydrogen atom or an alkyl group, and L3 represents an alkyl group or an amino group. (In the formula, at least one of R1 and R2 represents a hydrogen atom, at least one of R3 and R4 represents a hydrogen atom, and A, B and C each independently represent an aromatic ring). # imgabs0 #

Description

Technical Field

[0001] The present invention relates to a compound, a composition, a film, a method for producing a colored composition, and a method for producing a laminate for a display element. Background Art

[0002] In the past, black pigments such as carbon black were widely used in light-shielding films that shield light in a wide wavelength region. Generally speaking, black pigments are coloring materials that absorb light in a wide wavelength region and have excellent light-shielding properties. On the other hand, they also absorb light in the UV (ultraviolet) region. Therefore, for example, when a film containing black pigment is irradiated with UV light to form a pattern, the incident UV light gradually decays in the film thickness direction, so that pattern formation sometimes becomes difficult. This phenomenon has a tendency to occur more easily as the film is thicker.

[0003] Here, Japanese Patent Application Publication No. 2019-179111 discloses a partition-forming composition containing a black pigment. In addition, International Publication No. 2015 / 016294 discloses a colored curable resin composition containing a bisbenzofuranone compound having a specific structure as a black material for a black matrix. Summary of the invention

[0004] Technical issues to be solved by the invention

[0005] Japanese Patent Publication No. 2019-179111 discloses a liquid crystal display element with a relatively high partition wall, in which a black pigment is used as a coloring material in the film forming the partition wall. In Japanese Patent Publication No. 2019-179111, the concentration of the black pigment is suppressed to allow UV light to pass through the lower part of the partition wall-forming composition coating to form a thick film. Therefore, if a thicker film is to be formed, it becomes difficult to ensure sufficient light-shielding properties, so there is room for improvement.

[0006] There is a need to develop a new technology that replaces the conventional technology of using black pigment.

[0007] An object of one embodiment of the present invention is to provide a novel compound capable of achieving both light transmission and light shielding.

[0008] Another embodiment of the present invention is to provide a composition and a film containing the above-mentioned compound.

[0009] A problem to be solved by another embodiment of the present invention is to provide a method for producing a colored composition using the above-mentioned compound and a method for producing a laminate for a display element.

[0010] Means for solving technical problems

[0011] As a result of intensive research, the present inventors have discovered a novel compound that undergoes a structural change by heat and is colored, thereby completing the invention according to the present invention.

[0012] Specific means for solving the above-mentioned problems include the following embodiments.

[0013] <1> A compound represented by the following formula (1).

[0014] [Chemical formula 1]

[0015]

[0016] In formula (1), X 1 , X 2 , X 3 , X 4 , Y 1 and Y 2 Each independently represents an oxygen atom, a sulfur atom or NL 1 .L 1 represents a hydrogen atom, an alkyl group, an acyl group, an alkoxycarbonyl group or an aminocarbonyl group. 1 , R 2 , R 3 and R 4 Each independently represents a hydrogen atom, -OL 2 、-OCO-L 3 , -SL 2 or-OSO-L 3 .L 2 represents a hydrogen atom or an alkyl group, L 3 represents an alkyl group or an amino group. 1 and R 2 At least one of R represents a hydrogen atom, 3 and R 4 At least one of represents a hydrogen atom. A, B and C each independently represent an aromatic ring.

[0017] <2> according to <1> The compound, wherein

[0018] In the above formula (1), X 1 , X 2 , X 3 and X 4 is an oxygen atom, R 1 and R 2 In the equation, one is a hydrogen atom and the other is a hydroxyl group. 3 and R 4 One is a hydrogen atom and the other is a hydroxyl group.

[0019] <3> according to <1> The compound, wherein

[0020] In the above formula (1), X 1 , X 2 , X 3 and X 4 is an oxygen atom, R 1 , R 2 , R 3 and R 4 A hydrogen atom.

[0021] <4> according to <1> to <3> The compound described in any one of the above is a pigment precursor.

[0022] <5> A composition comprising a compound represented by the following formula (1).

[0023] [Chemical formula 2]

[0024]

[0025] In formula (1), X 1 , X 2 , X 3 , X 4 , Y 1 and Y 2 Each independently represents an oxygen atom, a sulfur atom or NL 1 .L 1 represents a hydrogen atom, an alkyl group, an acyl group, an alkoxycarbonyl group or an aminocarbonyl group. 1 , R 2 , R 3 and R 4 Each independently represents a hydrogen atom, -OL 2 、-OCO-L 3 , -SL 2 or-OSO-L 3 .L 2 represents a hydrogen atom or an alkyl group, L 3 represents an alkyl group or an amino group. 1 and R 2 At least one of R represents a hydrogen atom, 3 and R 4 At least one of represents a hydrogen atom. A, B and C each independently represent an aromatic ring.

[0026] <6> according to <5> The composition further comprises a resin.

[0027] <7> A film comprising a compound represented by the following formula (1).

[0028] [Chemical formula 3]

[0029]

[0030] In formula (1), X1 , X 2 , X 3 , X 4 , Y 1 and Y 2 Each independently represents an oxygen atom, a sulfur atom or NL 1 .L 1 represents a hydrogen atom, an alkyl group, an acyl group, an alkoxycarbonyl group or an aminocarbonyl group. 1 , R 2 , R 3 and R 4 Each independently represents a hydrogen atom, -OL 2 、-OCO-L 3 , -SL 2 or-OSO-L 3 .L 2 represents a hydrogen atom or an alkyl group, L 3 represents an alkyl group or an amino group. 1 and R 2 At least one of R represents a hydrogen atom, 3 and R 4 At least one of represents a hydrogen atom. A, B and C each independently represent an aromatic ring.

[0031] <8> A method for producing a coloring composition, comprising:

[0032] A step A of obtaining a composition comprising a compound represented by the following formula (1) and a resin; and

[0033] The step B is to heat the above composition.

[0034] [Chemical formula 4]

[0035]

[0036] In formula (1), X 1 , X 2 , X 3 , X 4 , Y 1 and Y 2 Each independently represents an oxygen atom, a sulfur atom or NL 1 .L 1 represents a hydrogen atom, an alkyl group, an acyl group, an alkoxycarbonyl group or an aminocarbonyl group. 1 , R 2 , R 3 and R 4 Each independently represents a hydrogen atom, -OL 2 、-OCO-L 3 , -SL 2 or-OSO-L 3 .L2 represents a hydrogen atom or an alkyl group, L 3 represents an alkyl group or an amino group. 1 and R 2 At least one of R represents a hydrogen atom, 3 and R 4 At least one of represents a hydrogen atom. A, B and C each independently represent an aromatic ring.

[0037] <9> according to <8> The method for producing the coloring composition, wherein:

[0038] The above composition further comprises a polymerization initiator.

[0039] <10> according to <8> or <9> The method for producing the coloring composition, wherein:

[0040] The above composition further contains a polymerizable monomer.

[0041] <11> according to <8> The method for producing the coloring composition, wherein:

[0042] The composition further includes an acid generator, and the resin includes an acid-decomposable resin.

[0043] <12> A method for manufacturing a laminate for a display element, comprising: <8> to <11> The method for producing a colored composition according to any one of the preceding claims includes a step of producing a colored composition.

[0044] Effects of the Invention

[0045] According to one embodiment of the present invention, a novel compound capable of achieving both light transmission and light shielding is provided.

[0046] According to another embodiment of the present invention, a composition and a film comprising the above compound are provided.

[0047] According to another embodiment of the present invention, there are provided a method for producing a colored composition using the above-mentioned compound and a method for producing a laminate for a display element. BRIEF DESCRIPTION OF THE DRAWINGS

[0048] Figure 1A This is a graph showing the absorption spectrum of a THF solution of compound (100).

[0049] Figure 1B This is a graph showing the absorption spectrum of a THF solution of compound (1).

[0050] Figure 1C This is a graph showing the absorption spectrum of a THF solution of compound (1H). DETAILED DESCRIPTION

[0051] The following description of the requirements is sometimes based on representative embodiments of the present invention, but the present invention is not limited to such embodiments and can be implemented with appropriate changes within the scope of the purpose of the present invention.

[0052] In the present invention, a numerical range expressed using "to" means a range including the numerical values ​​described before and after "to" as the lower limit and the upper limit, respectively.

[0053] In the numerical ranges recorded in stages in the present invention, the upper limit or lower limit recorded in a certain numerical range can be replaced by the upper limit or lower limit of the numerical range recorded in other stages. In addition, in the numerical ranges recorded in the present invention, the upper limit or lower limit recorded in a certain numerical range can also be replaced by the value shown in the embodiment.

[0054] In the present invention, when referring to the amount of each component in the composition, if there are multiple substances corresponding to each component in the composition, unless otherwise specified, it means the total amount of the multiple components present in the composition.

[0055] In the present invention, a combination of two or more preferred aspects is a more preferred aspect.

[0056] In the present invention, "solid content" refers to components other than the solvent, and "solvent" refers to water and an organic solvent.

[0057] In the present invention, the term "process" includes not only an independent process but also a process that cannot be clearly distinguished from other processes as long as the intended purpose of the process can be achieved.

[0058] In the present invention, “(meth)acrylic acid” is a term including both “acrylic acid” and “methacrylic acid”, “(meth)acrylate” is a term including “acrylate” and “methacrylate”, “(meth)acryloyl” is a term including both “acryloyl” and “methacryloyl”, and “(meth)allyl” is a term including both “methallyl” and “allyl”.

[0059] In the present invention, "n-" means normal, "s-" means secondary, and "t-" means tertiary.

[0060] In the present invention, "light" refers to, for example, ultraviolet light, visible light, infrared light, etc.

[0061] In the present invention, “ultraviolet light” refers to light in a wavelength range of 200 nm to less than 400 nm, “visible light” refers to light in a wavelength range of 400 nm to less than 780 nm, and “infrared light” refers to light in a wavelength range of 780 nm to 1000 nm.

[0062] In the present invention, unless otherwise specified, the molecular weight, when there is a molecular weight distribution, means a weight average molecular weight (Mw; the same applies hereinafter).

[0063] The weight average molecular weight (Mw) in the present invention is a value measured by gel permeation chromatography (GPC).

[0064] In the measurement by GPC, HLC (registered trademark)-8220GPC (manufactured by TOSOH CORPORATION) was used as the measuring apparatus, TSKgel (registered trademark) Super HZ2000 (4.6 mm ID × 15 cm, manufactured by TOSOH CORPORATION), TSKgel (registered trademark) Super HZ4000 (4.6 mm ID × 15 cm, manufactured by TOSOH CORPORATION), and TSKgel (registered trademark) Super HZ-H (4.6 mm ID × 15 cm, manufactured by TOSOH CORPORATION) were connected in series as columns, and N-methylpyrrolidone (NMP) was used as the eluent. As the measurement conditions, the sample concentration was set to 0.3 mass%, the flow rate was set to 0.35 mL / min, the sample injection volume was set to 10 μL, and the measurement temperature was set to 40° C. As the detector, a differential refractive index (RI: Refractive Index) detector was used. The calibration curve was prepared using six samples of “TSK standard, polystyrene” manufactured by TOSOH CORPORATION: “F-80,” “F-20,” “F-4,” “F-2,” “A-5000,” and “A-1000.”

[0065] In the notation of groups (atomic groups) in the present invention, the notation not indicating substituted and unsubstituted includes groups without substitution and groups with substitution. For example, "alkyl" includes not only alkyl groups without substitution (also referred to as "unsubstituted alkyl groups") but also alkyl groups with substitution (also referred to as "substituted alkyl groups").

[0066] The "substituent" in the present invention is not particularly limited, and can be arbitrarily selected from the group consisting of a halogen group, a hydroxyl group, an alkyl group, a cycloalkyl group, an alkenyl group, a cycloalkenyl group, an alkynyl group, an aryl group, a heterocyclic group, an alkoxy group, an aryloxy group, a heterocyclic oxy group, a sulfo group, an acyl group, an alkoxycarbonyl group, an aryloxycarbonyl group, a carboxyl group, a carbamoyl group, an acyloxy group, a carbamoyloxy group, an alkoxycarbonyloxy group, an aryloxycarbonyloxy group, a cyano group, a nitro group, an amino group (including an anilino group), an acylamino group, an aminocarbonylamino group, an alkoxycarbonylamino group, an aryloxycarbonylamino group, a sulfamoylamino group, an alkylsulfonylamino group, an arylsulfonylamino group, a mercapto group, an alkylthio group, an arylthio group, a heterocyclic thio group, a sulfamoyl group, an alkylsulfinyl group, an arylsulfinyl group, an alkylsulfonyl group, an arylsulfonyl group, an arylazo group, a heterocyclic azo group, an imido group, a phosphinyl group, an oxyphosphinyl group, and an oxyphosphinylamino group.

[0067] More specifically, examples of the substituent in the present invention include a halogen group (e.g., a fluoro group, a chloro group, a bromo group, and an iodo group), an alkyl group (a linear, branched, or cyclic alkyl group having 1 to 10, preferably 1 to 6 carbon atoms; for example, a methyl group, an ethyl group, an n-propyl group, an isopropyl group, a tert-butyl group, an n-octyl group, a 2-chloroethyl group, a 2-cyanoethyl group, and a 2-ethylhexyl group), a cycloalkyl group (preferably a cyclopropyl group and a cyclopentyl group), an alkenyl group (a linear, branched, or cyclic alkenyl group having 2 to 10, preferably 2 to 6 carbon atoms; for example, a vinyl group, an allyl group, and an isoprenyl group), a cycloalkenyl group (preferably a cyclopenten-1-yl group), an alkynyl group (an alkynyl group having 2 to 10, preferably 2 to 6 carbon atoms; for example, an ethynyl group and a propargyl group), an aryl group (an aryl group having 6 to 12, preferably 6 to 8 carbon atoms; for example, a phenyl group, a p-tolyl group, a 5-membered or 6-membered aromatic or non-aromatic heterocyclic compound, a monovalent group having 1 to 12, preferably 2 to 6 carbon atoms, obtained by removing one hydrogen atom from a 5-membered or 6-membered aromatic or non-aromatic heterocyclic compound; for example, 1-pyrazolyl, 1-imidazolyl, 2-furyl, 2-thienyl, 4-pyrimidinyl, and 2-benzothiazolyl), a cyano group, a hydroxyl group, a nitro group, an alkoxy group (a linear, branched, or cyclic alkoxy group having 1 to 10, preferably 1 to 6 carbon atoms; for example, a methoxy group, an ethoxy group, an isopropoxy group, a tert-butoxy group, a cyclopentyloxy group, a 2-buten-1-yloxy group, and a 2-methoxyethoxy group), an aryloxy group (an aryloxy group having 6 to 12, preferably 6 to 8 carbon atoms; for example, a phenoxy group, a 2-methylphenoxy group, a 4-tert-butylphenoxy group, and a 3-nitrophenoxy group),

[0068] a heterocyclic group (a heterocyclic group having 1 to 12, preferably 2 to 6 carbon atoms; for example, 1-phenyltetrazol-5-oxy-2-tetrahydropyranyloxy), an acyloxy group (an acyloxy group having 1 to 12, preferably 1 to 8 carbon atoms; for example, formyloxy, acetyloxy, pivaloyloxy, benzoyloxy, and p-methoxyphenylcarbonyloxy), a carbamoyloxy group (a carbamoyloxy group having 1 to 10, preferably 1 to 6 carbon atoms; for example, N,N-dimethylaminocarbonylamino, N,N-diethylaminocarbonylamino, morpholinyl, alkylamino having 1 to 10 carbon atoms, preferably 1 to 6 carbon atoms; for example, alkylamino having 6 to 12 carbon atoms, preferably ...0 carbon atoms, preferably 6 carbon atoms; for example, alkyloxy having 6 to 10 carbon atoms, preferably 6 carbon atoms; for example, alkyloxy having 6 to 10 carbon atoms, preferably 6 carbon atoms; for example, alkyloxy having 6 to 10 carbon atoms, preferably 6 carbon atoms; for example, alkyloxy having 6 to 12 carbon atoms, preferably 6 carbon atoms; for example, alkyloxy having 6 to 10 carbon atoms, preferably 6 carbon atoms; for example, alkyloxy having 6 to 10 carbon atoms, preferably 6 carbon atoms; for example, alkyloxy having 6 to or heterocyclic amino groups having 1 to 12, preferably 2 to 6 carbon atoms; for example, amino, methylamino, dimethylamino, phenylamino, N-methyl-phenylamino, diphenylamino, imidazol-2-ylamino and pyrazol-3-ylamino), acylamino (alkylcarbonylamino groups having 1 to 10, preferably 1 to 6 carbon atoms; arylcarbonylamino groups having 6 to 12, preferably 6 to 8 carbon atoms; or heterocyclic carbonylamino groups having 2 to 12, preferably 2 to 6 carbon atoms; for example, formylamino ylamino, acetylamino, pivaloylamino, benzoylamino, pyridine-4-carbonylamino and thiophene-2-carbonylamino), aminocarbonylamino (aminocarbonylamino having 1 to 12, preferably 1 to 6 carbon atoms; for example, carbamoylamino, N,N-dimethylaminocarbonylamino, N,N-diethylaminocarbonylamino and morpholin-4-ylcarbonylamino), alkoxycarbonylamino (alkoxycarbonylamino having 2 to 10, preferably 2 to 6 carbon atoms; for example, methoxycarbonylamino, ethoxycarbonylamino and tert-butoxycarbonylamino),

[0069] an aryloxycarbonylamino group (an aryloxycarbonylamino group having 7 to 12, preferably 7 to 9 carbon atoms; for example, a phenoxycarbonylamino group, a p-chlorophenoxycarbonylamino group, and a 4-methoxyphenoxycarbonylamino group), a sulfamoylamino group (an sulfamoylamino group having 0 to 10, preferably 0 to 6 carbon atoms; for example, a sulfamoylamino group, an N,N-dimethylaminosulfonylamino group, and an N-(2-hydroxyethyl)sulfamoylamino group), an alkylsulfonylamino group (an alkylsulfonylamino group having 1 to 10, preferably 1 to 6 carbon atoms; for example, a methylsulfonylamino group and a butylsulfonylamino group), an arylsulfonylamino group Acylamino (arylsulfonylamino having 6 to 12, preferably 6 to 8 carbon atoms; for example, phenylsulfonylamino, 2,3,5-trichlorophenylsulfonylamino and p-methylphenylsulfonylamino), mercapto, alkylthio (alkylthio having 1 to 10, preferably 1 to 6 carbon atoms; for example, methylthio, ethylthio and butylthio), arylthio (arylthio having 6 to 12, preferably 6 to 8 carbon atoms; for example, phenylthio, p-chlorophenylthio and m-methoxythio), heterocyclic thio (heterocyclic thio having 2 to 10, preferably 1 to 6 carbon atoms; for example, 2-benzothiazolylsulfanyl and 1-phenyltetrazol-5-ylsulfanyl), sulfamoyl (sulfamoyl having 0 to 10, preferably 0 to 6 carbon atoms; for example, sulfamoyl, N-ethylsulfamoyl, N,N-dimethylsulfamoyl, N-acetylsulfamoyl and N-benzoylsulfamoyl), alkylsulfinyl (alkylsulfinyl having 1 to 10, preferably 1 to 6 carbon atoms; for example, methylsulfinyl and ethylsulfinyl), arylsulfinyl (arylsulfinyl having 6 to 12, preferably 6 to 8 carbon atoms; for example, phenylsulfinyl and p-methylsulfinyl), phenylsulfinyl), alkylsulfonyl (alkylsulfonyl having 1 to 10, preferably 1 to 6 carbon atoms; for example, methylsulfonyl and ethylsulfonyl), arylsulfonyl (arylsulfonyl having 6 to 12, preferably 6 to 8 carbon atoms; for example, phenylsulfonyl and p-chlorophenylsulfonyl), sulfonyl, acyl (formyl; alkylcarbonyl having 2 to 10, preferably 2 to 6 carbon atoms; or arylcarbonyl having 7 to 12, preferably 7 to 9 carbon atoms; for example, acetyl, pivaloyl, 2-chloroacetyl, benzoyl and 2,4-dichlorobenzoyl),

[0070] Alkoxycarbonyl (alkoxycarbonyl having 2 to 10, preferably 2 to 6 carbon atoms; for example, methoxycarbonyl, ethoxycarbonyl, tert-butoxycarbonyl and isobutyloxycarbonyl), aryloxycarbonyl (aryloxycarbonyl having 7 to 12, preferably 7 to 9 carbon atoms; for example, phenoxycarbonyl-2-chlorophenoxycarbonyl, 3-nitrophenoxycarbonyl and 4-tert-butylphenoxycarbonyl), carbamoyl (carbamoyl having 1 to 10, preferably 1 to 6 carbon atoms; for example, carbamoyl, N-methylcarbamoyl, N,N-dimethylcarbamoyl, N-(2-hydroxyethyl)carbamoyl and N-(methylsulfonyl)carbamoyl), arylazo (arylazo having 6 to 12, preferably 6 to 8 carbon atoms; for example, phenylazo and p-chlorophenylazo), heterocyclic azo (heterocyclic azo having 1 to 10, preferably 1 to 6 carbon atoms), azo group; for example, a pyrazol-3-yl azo group, a thiazol-2-yl azo group, and a 5-methylthio-1,3,4-thiadiazole-2-azo group), an imide group (an imide group having 2 to 10, preferably 4 to 8 carbon atoms; for example, a succinimide group and a phthalimide group), a phosphine group (a phosphine group having 2 to 12, preferably 2 to 6 carbon atoms; for example, a dimethylphosphine group, a diphenylphosphine group, and a methylphenoxyphosphine group), an oxygen phosphine group (an oxygen phosphine group having 2 to 12, preferably 2 to 6 carbon atoms; for example, a dimethylphosphine group, a diphenylphosphine group, and a methylphenoxyphosphine group), a The invention also includes phosphinyl groups having 2 to 12 carbon atoms, preferably 2 to 6 carbon atoms; for example, phosphinyl and diethoxyphosphinyl), phosphinyloxy groups (phosphinyloxy groups having 2 to 12 carbon atoms, preferably 2 to 6 carbon atoms; for example, diphenoxyphosphinyloxy and dibutoxyphosphinyloxy), and phosphinylamino groups (phosphinylamino groups having 2 to 12 carbon atoms, preferably 2 to 6 carbon atoms; for example, dimethoxyphosphinylamino and dimethylaminophosphinylamino).

[0071] When these groups are further substituted, they may further include substituents. When these groups are substituted by two or more substituents, these substituents may be the same or different.

[0072] [Compound represented by formula (1)]

[0073] The compound according to the present invention is a compound represented by the following formula (1).

[0074] When tautomers and / or geometric isomers exist in the compound represented by formula (1), the existing tautomers and / or geometric isomers are included in the compound represented by formula (1).

[0075] In addition, "tautomer" refers to a substance in which, for example, a compound exists as two or more isomers that can be easily converted from one to another. As tautomers, for example, isomers produced by the movement of a proton bonded to one atom in a molecule to another atom and isomers produced by the movement of the valence of a specific atom localized in a molecule to another atom can be cited.

[0076] [Chemical formula 5]

[0077]

[0078] In formula (1), X 1 , X 2 , X 3 , X 4 , Y 1 and Y 2 Each independently represents an oxygen atom, a sulfur atom or NL 1 .L 1 represents a hydrogen atom, an alkyl group, an acyl group, an alkoxycarbonyl group or an aminocarbonyl group. 1 , R 2 , R 3 and R 4 Each independently represents a hydrogen atom, -OL 2 、-OCO-L 3 , -SL 2 or-OSO-L 3 .L 2 represents a hydrogen atom or an alkyl group, L 3 represents an alkyl group or an amino group. 1 and R 2 At least one of R represents a hydrogen atom, 3 and R 4 At least one of represents a hydrogen atom. A, B and C each independently represent an aromatic ring.

[0079] The compound involved in the present invention is a novel compound that can achieve both light transmission and shielding. Since the compound involved in the present invention is colorless, it can transmit light in a wide wavelength region. In addition, the compound involved in the present invention has the characteristic of being colored when heated. The mechanism by which the compound involved in the present invention is colored by heating is not clear, but the inventors believe that it is as follows.

[0080] It is believed that when the compound involved in the present invention is heated, it reacts with oxygen in the air to be oxidized, and the structure changes to an oxidized form, whereby the oxidized form is colored. The inventors believe that, for example, when the compound involved in the present invention reacts with oxygen in the air, R in formula (1) 1 , R 2 , R 3 and R 4Desorption (e.g. dehydration, dealcoholization, etc.), R 1 With R 2 Between 3 With R 4 The single bonds between them become double bonds, and the conjugation is extended, whereby the wavelength of the absorbed light changes to the visible region, thereby causing coloration.

[0081] For example, since black absorbs light in a wide wavelength range, when a film containing a black coloring material is irradiated with UV light to form a pattern, the incident UV light gradually attenuates toward the film thickness direction, and the UV light cannot reach the depth of the film, resulting in insufficient curing and difficulty in obtaining a pattern of good shape after development.

[0082] However, if the compound of the present invention is used, since the compound of the present invention before heating is colorless, UV light easily travels from the incident surface of the film to the bottom during exposure, thereby promoting the photocuring reaction in the film thickness direction. In addition, the film after exposure containing the compound of the present invention can also be colored black by heating, for example. Therefore, according to the compound of the present invention, a well-shaped and colored (preferably colored black) pattern can be formed.

[0083] According to the compound of the present invention, the product can be easily colored by not heating during the period when light transmission is required during exposure but heating at the stage when light transmission is no longer required.

[0084] The details of the compound represented by formula (1) are described.

[0085] In formula (1), X 1 , X 2 , X 3 , X 4 , Y 1 and Y 2 Each independently represents an oxygen atom, a sulfur atom or NL 1 .

[0086] X 1 , X 2 , X 3 and X 4 Preferred is an oxygen atom.

[0087] In formula (1), the two Y 1 They may be the same or different, but are preferably the same.

[0088] Y 1 Preferred is an oxygen atom.

[0089] In formula (1), the two Y 2 They may be the same or different, but are preferably the same.

[0090] Y2 Preferably NL 1 .

[0091] L 1 represents a hydrogen atom, an alkyl group, an acyl group, an alkoxycarbonyl group or an aminocarbonyl group.

[0092] L 1 It is preferably a hydrogen atom, an alkyl group, an acyl group or an alkoxycarbonyl group, and more preferably an alkyl group, an acyl group or an alkoxycarbonyl group.

[0093] By L 1 The alkyl group represented by may or may not have a substituent. 1 The alkyl group represented by may be a linear alkyl group, may be a branched alkyl group, or may be an alkyl group having a cyclic structure.

[0094] By L 1 The alkyl group represented by is preferably an alkyl group having 1 to 30 carbon atoms, and more preferably an alkyl group having 1 to 12 carbon atoms.

[0095] As L 1 The alkyl group represented by is preferably, for example, symmetrical sec-butyl, n-hexyl, 2-ethoxyethyl, methoxycarbonylmethyl, isopropyl, n-pentyl or 2-ethylhexyl.

[0096] By L 1 The acyl group represented is preferably an acyl group having 2 to 30 carbon atoms, and more preferably an acyl group having 2 to 15 carbon atoms.

[0097] As L 1 The acyl group represented by is preferably, for example, acetyl, 2-ethylhexanoyl, 3,3,5-trimethylhexanoyl, propionyl, butyryl, isobutyryl or pivaloyl.

[0098] By L 1 The alkoxycarbonyl group represented is preferably an alkoxycarbonyl group having 1 to 30 carbon atoms in the alkoxy moiety.

[0099] As L 1 The alkoxycarbonyl group represented by is preferably, for example, a methoxycarbonyl group, an ethoxycarbonyl group, a butoxycarbonyl group, a tert-butoxycarbonyl group, a 9-fluorenylmethoxycarbonyl group, a benzyloxycarbonyl group or a 2,2,2-trichloroethoxycarbonyl group.

[0100] In formula (1), R 1 , R 2 , R 3 and R 4 Each independently represents a hydrogen atom, -OL 2 、-OCO-L 3 , -SL 2 or-OSO-L 3 Among them, R1 and R 2 At least one of R represents a hydrogen atom, 3 and R 4 At least one of represents a hydrogen atom.

[0101] When R 1 and R 2 When one of L is a hydrogen atom, the other is preferably a hydrogen atom or a hydroxyl group (ie, L 2 -OL is a hydrogen atom 2 ), more preferably a hydrogen atom.

[0102] When R 3 and R 4 When one of L is a hydrogen atom, the other is preferably a hydrogen atom or a hydroxyl group (ie, L 2 -OL is a hydrogen atom 2 ), more preferably a hydrogen atom.

[0103] L 2 represents a hydrogen atom or an alkyl group.

[0104] L 2 Preferred is a hydrogen atom.

[0105] By L 2 The alkyl group represented by may or may not have a substituent. 2 The alkyl group represented by may be a linear alkyl group, may be a branched alkyl group, or may be an alkyl group having a cyclic structure.

[0106] By L 2 The alkyl group represented by is preferably an alkyl group having 1 to 30 carbon atoms, and more preferably an alkyl group having 1 to 12 carbon atoms.

[0107] As L 2 The alkyl group represented by is preferably, for example, a methyl group, an ethyl group, an n-propyl group or a 2-ethylhexyl group.

[0108] L 3 represents an alkyl group or an amino group.

[0109] By L 3 The alkyl group represented by may or may not have a substituent. 3 The alkyl group represented by may be a linear alkyl group, may be a branched alkyl group, or may be an alkyl group having a cyclic structure.

[0110] By L 3 The alkyl group represented by is preferably an alkyl group having 1 to 30 carbon atoms, and more preferably an alkyl group having 1 to 12 carbon atoms.

[0111] As L 3The alkyl group represented by is preferably, for example, a methyl group, an ethyl group, an n-propyl group or a 2-ethylhexyl group.

[0112] A, B and C each independently represent an aromatic ring.

[0113] The aromatic ring represented by A and the aromatic ring represented by B may be the same or different. The aromatic ring represented by A and B may have a substituent or may not have a substituent. The aromatic ring represented by A and B may be, for example, an aromatic hydrocarbon ring, an aromatic heterocyclic ring, or a condensed ring thereof.

[0114] When the aromatic ring represented by A and B is an aromatic hydrocarbon ring, the aromatic hydrocarbon ring represented by A and B is preferably a 5-membered ring or a 6-membered ring, and more preferably a 6-membered ring.

[0115] When the aromatic ring represented by A and B is an aromatic hydrocarbon ring, the aromatic hydrocarbon ring represented by A and B is preferably an aromatic hydrocarbon ring having 6 to 30 carbon atoms, more preferably an aromatic hydrocarbon ring having 6 to 20 carbon atoms, and further preferably an aromatic hydrocarbon ring having 6 to 10 carbon atoms.

[0116] When the aromatic ring represented by A and B is an aromatic hydrocarbon ring, the aromatic hydrocarbon ring represented by A is preferably, for example, a benzene ring, a naphthalene ring or an anthracene ring, and more preferably a benzene ring.

[0117] When the aromatic ring represented by A and B is an aromatic heterocyclic ring, the aromatic heterocyclic ring represented by A and B is preferably a 5-membered ring or a 6-membered ring, and more preferably a 5-membered ring.

[0118] When the aromatic ring represented by A and B is an aromatic heterocycle, the aromatic heterocycle represented by A and B is preferably an aromatic heterocycle containing one or more heteroatoms selected from oxygen atoms, sulfur atoms and nitrogen atoms in the ring. The number of heteroatoms in the aromatic heterocycle is preferably 1 or 2, more preferably 1.

[0119] When the aromatic ring represented by A and B is an aromatic heterocyclic ring, the aromatic heterocyclic ring represented by A and B is preferably, for example, a thiophene ring, a furan ring, a pyrrole ring, an imidazole ring, a triazole ring or a pyridine ring, and more preferably a thiophene ring.

[0120] The aromatic ring represented by C may or may not have a substituent.

[0121] Examples of the aromatic ring represented by C include a benzene ring and a heterocyclic ring.

[0122] Examples of the heterocyclic ring include a pyridine ring and a pyrazine ring.

[0123] The aromatic ring represented by C is preferably a benzene ring.

[0124] In formula (1), X 1 , X 2, X 3 , X 4 , R 1 , R 2 , R 3 and R 4 For example, the following aspect A is preferred, and aspect B is more preferred.

[0125] Method A: X 1 , X 2 , X 3 and X 4 is an oxygen atom, R 1 and R 2 In the equation, one is a hydrogen atom and the other is a hydroxyl group. 3 and R 4 In the embodiment, one is a hydrogen atom and the other is a hydroxyl group.

[0126] Method B: X 1 , X 2 , X 3 and X 4 is an oxygen atom, R 1 , R 2 , R 3 and R 4 For hydrogen atoms.

[0127] A preferred embodiment of the compound represented by formula (1) is the following embodiment: X 1 , X 2 , X 3 and X 4 is an oxygen atom, Y 1 and Y 2 are independently an oxygen atom, a sulfur atom or NL 1 , L 1 is a hydrogen atom, an alkyl group, an acyl group or an alkoxycarbonyl group, R 1 or R 2 One of them is a hydrogen atom and the other is a hydroxyl group. 3 or R 4 One of them is a hydrogen atom, the other is a hydroxyl group, A and B are each independently a benzene ring or a thiophene ring, and C is a benzene ring.

[0128] A more preferred embodiment of the compound represented by formula (1) is the following embodiment: X 1 , X 2 , X 3 and X 4 is an oxygen atom, Y 1 is an oxygen atom, Y 2 For NL 1 , L 1 is an alkyl group, an acyl group or an alkoxycarbonyl group, R 1 , R 2 , R3 and R 4 is a hydrogen atom, A and B are benzene rings, and C is a benzene ring.

[0129] Specific examples of the compound represented by formula (1) are described below, but the present invention is not limited to these examples. In addition, "Me" represents a methyl group.

[0130] [Chemical formula 6]

[0131]

[0132] [Chemical formula 7]

[0133]

[0134] [Chemical formula 8]

[0135]

[0136] [Chemical formula 9]

[0137]

[0138] [Chemical formula 10]

[0139]

[0140] [Chemical formula 11]

[0141]

[0142] [Chemical formula 12]

[0143]

[0144] [Chemical formula 13]

[0145]

[0146] As the compound represented by formula (1), among the above specific examples, preferably at least one selected from compounds (1) to (16), compounds (25) to (32) and compound (65), more preferably at least one selected from compounds (1) to (16) and compound (65), further preferably at least one selected from compounds (1) to (3), compound (5), compound (7) and compound (8), and particularly preferably at least one selected from compounds (1) to (3), compound (5), compound (7) and compound (8).

[0147] The compounds involved in the present invention are colorless.

[0148] In the present invention, the compound being "colorless" means that the molar absorption coefficient of the compound in a solution state is less than 2000 L / (mol·cm) in the wavelength range of 400 nm to 780 nm.

[0149] The molar absorption coefficient of the compound in a solution state was confirmed to be less than 2000 L / (mol·cm) in the wavelength range of 400 nm to 780 nm by the following method.

[0150] 1.1 mg of the compound was dissolved in 50 mL of tetrahydrofuran (THF), and the obtained solution was placed in a 1 cm cell, and the absorption spectrum was measured using a spectrophotometer as a measuring device to determine the molar absorption coefficient (ε).

[0151] The compound of the present invention has the property of being colored by heating.

[0152] The above reaction in the compound involved in the present invention is an irreversible reaction.

[0153] In the present invention, the "colored" state of the compound means that the maximum absorption wavelength (λmax) of the compound in the solution state is within the wavelength range of 400nm to 780nm and the molar absorption coefficient at the above maximum absorption wavelength (λmax) is 2000L / (mol·cm) or more.

[0154] As the embodiment of the colored compound when the compound involved in the present invention is colored by heating, it is preferred that the maximum absorption wavelength (λmax) of the compound in a solution state is within the wavelength range of 400nm to 650nm and the molar absorption coefficient at the maximum absorption wavelength (λmax) is 2000L / (mol·cm) or more. In addition, in the present invention, the molar absorption coefficient of the compound in a solution state is 2000L / (mol·cm) or more in the entire wavelength range of 400nm to 650nm means that the compound is "colored black".

[0155] Examples of the heating temperature for coloring the compound according to the present invention include 80°C to 260°C.

[0156] [Method for producing the compound represented by formula (1)]

[0157] The method for producing the compound represented by formula (1) (ie, the compound according to the present invention) is not particularly limited. The compound represented by formula (1) can be produced by referring to a known method.

[0158] The compound represented by formula (1) can be produced by, for example, synthesizing an indigo derivative using indigo as a starting material with reference to known literature, then reacting the synthesized indigo derivative and 3,7-dihydrobenzo[1,2-b:4,5-b']difuran-2,6-dione in an organic solvent in the presence of an acid catalyst, and reducing the compound obtained by the reaction.

[0159] Examples of the organic solvent include ether-based organic solvents, preferably tetrahydrofuran (THF) and / or 1,4-dioxane, and more preferably tetrahydrofuran (THF).

[0160] As a reduction method of the compound obtained by the reaction, for example, a method using a reducing agent such as zinc powder, trifluoroacetic acid, acetic acid, hydrochloric acid, etc. can be mentioned. In addition, the reduction can be a contact reduction using a palladium catalyst. As a reduction method, it is preferably a reduction using zinc powder (so-called zinc reduction) or a contact reduction using a palladium catalyst, and more preferably zinc reduction.

[0161] The reaction temperature is not particularly limited, but is, for example, preferably 20°C to 40°C, more preferably 30°C to 40°C.

[0162] The reaction time is not particularly limited, but is, for example, preferably 1 to 6 hours, more preferably 1 to 2 hours.

[0163] The synthesis method of isatin derivatives is described in, for example, J. Am. Chem. Soc. 2015, 137, 15947-15956, Journal of Medicinal Chemistry, 2008, 51, 4932-4947, Chemistry-A European Journal, 2021, 27, 4302-4306, Org. Lett., 2021, 23, 2273-2278, etc. The descriptions of these documents are incorporated into this specification by reference.

[0164] The compound represented by the formula (1) can be appropriately produced by the method described in the Examples described below.

[0165] <Purpose>

[0166] The compound according to the present invention is a compound that can be suitably used as a dye precursor.

[0167] The compound of the present invention is colorless before heating, but has the property of being colored when heated, and is therefore suitable as a dye precursor.

[0168] According to the compound of the present invention, both light transmission and light shielding can be achieved. Therefore, in a product (for example, a film and a molded article) containing the compound of the present invention, light transmission and light shielding can be controlled by heating.

[0169] Specific uses of the compound according to the present invention include, for example, black materials for display elements, and specifically, black materials for black matrices (so-called black partition walls).

[0170] When the compound involved in the present invention is used as a black material of a black matrix, it is used, for example, in the following manner. After preparing a composition comprising the compound involved in the present invention, a resin, a polymerization initiator, a polymerizable compound, etc. and forming a coating of the composition, the coating is exposed via a photomask. Then, the exposed coating is developed. Then, the coating after post-baking is performed, and the compound involved in the present invention reacts with oxygen by heating based on post-baking, thereby obtaining a cured film colored in black, i.e., a black matrix.

[0171] [Composition]

[0172] The composition of the present invention includes a compound represented by formula (1) (i.e., the compound of the present invention). The composition of the present invention includes not only a composition in the form of a liquid (so-called liquid composition) but also a composition in the form of a solid. Examples of the composition in the form of a solid include a film (e.g., a film), a molded body, and the like.

[0173] Since the composition of the present invention contains the compound represented by formula (1), the light transmission and shielding can be controlled by heating. That is, before heating, the compound represented by formula (1) in the composition of the present invention is colorless, so it can transmit light, and after heating, the compound represented by formula (1) is colored (preferably colored to black), so it can shield light.

[0174] <Compound represented by formula (1)>

[0175] The details of the compound represented by formula (1) (ie, the compound according to the present invention) are as described above, and thus the description thereof will be omitted.

[0176] The composition according to the present invention may contain only one compound represented by formula (1), or may contain two or more compounds.

[0177] The content of the compound represented by formula (1) in the composition of the present invention is not particularly limited, but is preferably 1% to 60% by mass, more preferably 2% to 55% by mass, and even more preferably 3% to 50% by mass, relative to the total solid mass of the composition.

[0178] <Resin>

[0179] The composition according to the present invention further preferably contains a resin.

[0180] When the composition according to the present invention is in the form of a solid (eg, a film or a molded product), the resin can function as a binder.

[0181] The resin preferably includes at least one of a thermoplastic resin and a thermosetting resin.

[0182] In the present invention, the thermoplastic resin refers to a resin that softens and exhibits plasticity when heated and solidifies when cooled.

[0183] In the present invention, the thermosetting resin refers to a resin that cures when heated. Also, in the present invention, the thermosetting resin includes a resin that partially or completely cures by forming a cross-linked structure or the like by heating.

[0184] Examples of the thermoplastic resin include polyolefin resins such as polyethylene, polypropylene, and ethylene-propylene copolymers, saturated polyester resins such as (meth) acrylic resins and polyethylene terephthalate, acrylonitrile styrene (AS) resins, acrylonitrile butadiene styrene (ABS) resins, polyvinylidene chloride resins, polyamide resins, acetal resins, polycarbonate resins, polyphenylene sulfide resins, polyetherimide resins, aromatic polyether ketone resins, polysulfone resins, fluororesins such as polyvinylidene fluoride, polyamideimide resins, and polyetheretherketone (PEEK) resins.

[0185] The melting point of the thermoplastic resin is not particularly limited, but is preferably 100° C. or higher, more preferably 110° C. or higher, and further preferably 130° C. or higher, from the viewpoint of heat resistance of a film or a molded product.

[0186] The upper limit of the melting point of the thermoplastic resin is not particularly limited, but is, for example, preferably lower than 230°C, and more preferably 180°C or lower.

[0187] The compound represented by formula (1) reacts with oxygen to be colored when heated to, for example, 230° C. or higher. If the melting point of the thermoplastic resin is lower than 230° C., the reaction of the compound represented by formula (1) with oxygen due to the heat of melting the thermoplastic resin is suppressed, and thus the composition of the present invention tends to be less likely to be colored.

[0188] From this viewpoint, the thermoplastic resin is preferably a resin that melts at a low temperature, such as polyethylene or polypropylene.

[0189] In accordance with JIS K 7121: 2012 (ISO 3146: 1985), a differential scanning calorimeter was used as a measuring apparatus, and the melting point of the thermoplastic resin was measured by heating the thermoplastic resin from 30° C. to 600° C. at a heating rate of 10° C. / min.

[0190] As the differential scanning calorimeter, for example, a differential scanning calorimeter manufactured by Hitachi High-Tech Corporation (model: DSC7000X) can be used.

[0191] Examples of thermosetting resins include epoxy resins, phenoxy resins, phenolic resins, polystyrene resins, phenolic resins, urea-formaldehyde resins, melamine resins, unsaturated polyester resins, diallyl phthalate resins, polyurethane resins, silicone resins, polyimide resins, polyisoprene rubber, polybutadiene rubber, styrene-butadiene copolymer rubber, butyl rubber, acrylonitrile-butadiene rubber, chloroprene rubber, and silicone rubber.

[0192] For details of the resin, reference can be made to paragraphs

[0075] to

[0097] of Japanese Patent Application Laid-Open No. 2009-263616, for example, and the contents thereof are incorporated herein.

[0193] The resin may be an alkali-soluble resin.

[0194] In the present invention, "alkali-soluble" means soluble in 1 mol / L sodium hydroxide solution at 25° C. Also, "soluble" means that 0.1 g or more is dissolved in 100 mL of a solvent.

[0195] The alkali-soluble resin is preferably a resin having a group that promotes alkali solubility (hereinafter, also referred to as an "acid group").

[0196] Examples of the acid group include a carboxyl group, a phosphoric acid group, a sulfonic acid group, and a phenolic hydroxyl group.

[0197] Among these, the acid group is preferably a carboxyl group.

[0198] When the resin has an acid group, it may have only one type of acid group or may have two or more types.

[0199] The alkali-soluble resin is preferably a polymer having a carboxyl group in a side chain.

[0200] Examples of the alkali-soluble resin include (meth)acrylic acid copolymers, itaconic acid copolymers, crotonic acid copolymers, maleic acid copolymers, partially esterified maleic acid copolymers, alkali-soluble phenolic resins such as novolac resins, acidic cellulose derivatives having a carboxyl group in a side chain, and resins obtained by adding an acid anhydride to a polymer having a hydroxyl group.

[0201] The alkali-soluble resin is preferably a copolymer of (meth)acrylic acid and other monomers copolymerizable with (meth)acrylic acid (so-called (meth)acrylic acid copolymer).

[0202] As another monomer copolymerizable with (meth)acrylic acid, an alkyl (meth)acrylate, an aryl (meth)acrylate, and a vinyl compound are mentioned, for example.

[0203] Specific examples of other monomers copolymerizable with (meth)acrylic acid include methyl (meth)acrylate, ethyl (meth)acrylate, propyl (meth)acrylate, butyl (meth)acrylate, isobutyl (meth)acrylate, pentyl (meth)acrylate, hexyl (meth)acrylate, octyl (meth)acrylate, phenyl (meth)acrylate, benzyl (meth)acrylate, toluene (meth)acrylate, naphthyl (meth)acrylate, cyclohexyl (meth)acrylate, styrene, α-methylstyrene, vinyltoluene, glycidyl methacrylate, acrylonitrile, vinyl acetate, N-vinylpyrrolidone, tetrahydrofurfuryl methacrylate, polystyrene macromonomers, and polymethyl methacrylate macromonomers.

[0204] Examples of other monomers copolymerizable with (meth)acrylic acid include N-substituted maleimides (eg, N-phenylmaleimide and N-cyclohexylmaleimide) described in JP-A-10-300922.

[0205] In the (meth)acrylic acid copolymer, the other monomer copolymerizable with (meth)acrylic acid may be only one kind or two or more kinds.

[0206] Specific examples of the alkali-soluble resin include benzyl (meth)acrylate / (meth)acrylic acid copolymers, benzyl (meth)acrylate / (meth)acrylic acid / 2-hydroxyethyl (meth)acrylate copolymers, and multi-component copolymers including benzyl (meth)acrylate / (meth)acrylic acid / other monomers.

[0207] Preferred examples of alkali-soluble resins include copolymers of 2-hydroxyethyl (meth)acrylate copolymers, 2-hydroxypropyl (meth)acrylate / polystyrene macromonomer / benzyl methacrylate / methacrylic acid copolymers described in Japanese Patent Application Laid-Open No. 7-140654, 2-hydroxy-3-phenoxypropyl acrylate / polymethyl methacrylate macromonomer / benzyl methacrylate / methacrylic acid copolymers, 2-hydroxyethyl methacrylate / polystyrene macromonomer / methyl methacrylate / methacrylic acid copolymers, and 2-hydroxyethyl methacrylate / polystyrene macromonomer / benzyl methacrylate / methacrylic acid copolymers.

[0208] For details of the alkali-soluble resin, reference can be made to the descriptions in, for example, Japanese Patent Application Laid-Open Nos. 2011-225806, 2012-208494, and 2012-198408, and these contents are incorporated into the present specification.

[0209] The acid value of the alkali-soluble resin is not particularly limited, but is, for example, preferably 30 mgKOH / g to 200 mgKOH / g, more preferably 50 mgKOH / g to 150 mgKOH / g, and further preferably 70 mgKOH / g to 120 mgKOH / g.

[0210] In the present invention, the acid value is a value measured according to the method described in JIS K 0070:1992.

[0211] The resin may have a polymerizable group.

[0212] When the composition according to the present invention contains a resin having a polymerizable group, for example, a film or a molded product having a higher hardness can be formed.

[0213] Specific examples of the polymerizable group include a vinyl group, a (meth)allyl group, a (meth)acryloyl group, a (meth)acryloyloxy group, a (meth)acrylamido group, and a vinylphenyl group.

[0214] The weight average molecular weight of the resin is not particularly limited, but is, for example, preferably 1,000 to 200,000, more preferably 2,000 to 200,000, and further preferably 5,000 to 50,000.

[0215] When the composition according to the present invention contains a resin, it may contain only one type of resin or two or more types of resin.

[0216] When the composition involved in the present invention contains a resin, the content of the resin is not particularly limited, but is preferably 10% to 90% by mass, more preferably 20% to 80% by mass, and further preferably 30% to 70% by mass, relative to the total solid content of the composition.

[0217] <Other ingredients>

[0218] The composition according to the present invention may contain components other than the components described above (so-called other components) as necessary within a range not impairing the effects thereof.

[0219] As other components, various additives can be mentioned.

[0220] Examples of the additives include crosslinking agents such as sulfur, polymerization initiators, antioxidants, lubricants such as paraffin oil, plasticizers, preservatives, antibacterial agents, antistatic agents, and the like.

[0221] Examples of sulfur include powdered sulfur, precipitated sulfur, colloidal sulfur, insoluble sulfur, highly dispersible sulfur, and soluble sulfur. These sulfurs may be used alone or in combination of two or more.

[0222] [membrane]

[0223] The film according to the present invention contains a compound represented by formula (1) (that is, the compound according to the present invention). The film according to the present invention is also one embodiment of the composition according to the present invention.

[0224] Since the film of the present invention contains the compound represented by formula (1), the transmission and shielding of light can be controlled by heating. That is, before heating, the compound represented by formula (1) of the film of the present invention is colorless, so it can transmit light, and after heating, the compound represented by formula (1) is colored (preferably colored to black), so it can shield light.

[0225] Furthermore, the film according to the present invention can transmit light in a wide wavelength range, for example, ultraviolet rays, visible rays, and infrared rays in a wavelength range longer than 350 nm.

[0226] <Compound represented by formula (1)>

[0227] The details of the compound represented by formula (1) (ie, the compound according to the present invention) are as described above, and thus the description thereof will be omitted.

[0228] The film according to the present invention may contain only one compound represented by formula (1), or may contain two or more compounds.

[0229] The content of the compound represented by formula (1) in the film of the present invention is not particularly limited, but is preferably 1% to 60% by mass, more preferably 5% to 55% by mass, and further preferably 10% to 50% by mass, relative to the total mass of the film.

[0230] <Resin>

[0231] The film according to the present invention preferably contains a resin in addition to the compound represented by formula (1). In the film according to the present invention, the resin can function as a binder.

[0232] The details of the resin are the same as those of the resin contained in the composition according to the present invention described above, and thus description thereof is omitted.

[0233] When the film according to the present invention contains a resin, it may contain only one type of resin or two or more types of resin.

[0234] When the film involved in the present invention contains a resin, the content of the resin is not particularly limited, but is preferably 1% to 60% by mass, more preferably 5% to 55% by mass, and further preferably 10% to 50% by mass relative to the total mass of the film.

[0235] <Other ingredients>

[0236] The film according to the present invention may contain components other than the components described above (so-called other components) as necessary within a range not impairing the effects thereof.

[0237] As other components, various additives can be mentioned.

[0238] Examples of the additives include antiseptics, antimicrobial agents, antistatic agents and the like.

[0239] The film thickness of the film according to the present invention is not particularly limited, but is, for example, preferably 5 μm to 100 μm, more preferably 10 μm to 50 μm, and further preferably 20 μm to 30 μm.

[0240] [Method for producing coloring composition]

[0241] The method for producing a colored composition according to the present invention comprises: step A of obtaining a composition containing a compound represented by formula (1) (ie, the compound according to the present invention) and a resin; and step B of heating the composition.

[0242] Hereinafter, the "composition containing the compound represented by formula (1) and a resin" in the method for producing a colored composition according to the present invention is also referred to as a "resin composition".

[0243] <Process A>

[0244] Step A is a step of obtaining a composition containing a compound represented by formula (1) and a resin (ie, a resin composition). First, a method for obtaining the resin composition is described, and then components contained or which may be contained in the resin composition are described.

[0245] The method for obtaining the resin composition varies depending on the form of the resin composition. Hereinafter, a specific example of the method for obtaining the resin composition will be described according to each form of the resin composition. However, the method for obtaining the resin composition is not limited to the following method.

[0246] When the resin composition is a liquid composition, examples of a method for obtaining the resin composition include a method of obtaining the resin composition by mixing or kneading at least a compound represented by formula (1) and a resin.

[0247] The method of mixing or kneading is not particularly limited.

[0248] All the components to be blended in the resin composition may be mixed or kneaded simultaneously, or the components to be blended in the resin composition may be mixed or kneaded in batches.

[0249] The components to be added to the resin composition may be simply mixed or kneaded in the resin composition, but are preferably mixed or kneaded uniformly.

[0250] The mixing can be performed using a common stirring tool or stirring device.

[0251] Kneading can be performed using a common kneading device.

[0252] The mixing temperature or kneading temperature is not particularly limited and can be appropriately set according to the type and composition of the resins to be mixed or kneaded.

[0253] The mixing time or kneading time is not particularly limited and can be appropriately set according to the type of tool or apparatus used for mixing or kneading, the composition of the resin composition, and the like.

[0254] When the resin composition is a film (e.g., a film), as a method for obtaining the resin composition, for example, the following method can be cited: at least a compound represented by formula (1) and a resin are mixed or kneaded, and then the obtained mixture or kneaded product is used to form a mixture layer or a kneaded product layer, and energy is applied to the formed mixture layer or kneaded product layer to cure the mixture layer or the kneaded product layer.

[0255] The mixture layer or kneaded product layer can be formed on a desired support.

[0256] The energy imparting method for the mixture layer or the kneaded material layer is not particularly limited, and examples thereof include heating and light irradiation. In addition, when heating is selected as the energy imparting method, heating at a temperature lower than 230° C. is preferred from the viewpoint of suppressing the coloring of the compound represented by formula (1) due to heating. The energy imparting method is preferably light irradiation, and more preferably ultraviolet irradiation.

[0257] When light irradiation is used for energy application, the resin composition preferably contains a photopolymerization initiator described below.

[0258] When the mixture layer or the kneaded product layer is cured by ultraviolet irradiation, for example, an ultraviolet lamp (eg, a high-pressure mercury lamp) can be used for the ultraviolet irradiation.

[0259] The amount of ultraviolet light irradiation is not particularly limited, but is preferably 10 mJ / cm 2 ~1000mJ / cm 2 When the ultraviolet light irradiation amount is within the above range, the curing of the mixture layer or the kneaded product layer tends to proceed more appropriately.

[0260] For example, from the viewpoint of further promoting the curing reaction of the mixture layer or kneaded product layer, the temperature when curing the mixture layer or kneaded product layer is preferably 25 to 100°C, more preferably 30 to 80°C, and even more preferably 40 to 70°C.

[0261] From the viewpoint of improving the curability of the mixture layer or kneaded product layer, when the resin composition contains a solvent, it is preferred to reduce the amount of the solvent by drying the mixture layer or kneaded product layer before applying energy to the mixture layer or kneaded product layer.

[0262] The method for drying the mixture layer or the kneaded product layer is not particularly limited, and a known drying method can be adopted.

[0263] Examples of a method for drying the mixture layer or kneaded product layer include a method of blowing warm air, a method of passing through a drying zone controlled at a predetermined temperature, and a method of conveying using a conveying roller equipped with a heater.

[0264] When the resin composition is a molded product, examples of a method for obtaining the resin composition include a method of kneading at least a compound represented by formula (1) and a resin, and then molding the obtained kneaded product.

[0265] When the resin is a thermoplastic resin, the resin may be heated before being kneaded with the compound represented by formula (1) and the molten resin may be kneaded, or the compound represented by formula (1) and the resin may be kneaded while being heated.

[0266] The temperature when heating the resin can be appropriately adjusted according to the melting point of the thermoplastic resin, but is preferably less than 230°C, and more preferably 80°C or more and less than 230°C, from the viewpoint of avoiding coloration of the resin composition before heating in step B.

[0267] The method for molding the kneaded product is not particularly limited, and a known molding method can be adopted.

[0268] Examples of a method for molding the kneaded product include injection molding, extrusion molding, and press molding.

[0269] The molding temperature of the kneaded product is preferably appropriately set according to the type of resin, but is preferably less than 230°C, more preferably 80°C or more and less than 230°C, from the viewpoint of preventing the resin composition from being colored black before heating in step B.

[0270] Furthermore, when the resin composition is a molded body, as a method for obtaining the resin composition, for example, the following method can be cited: after mixing or kneading at least the compound represented by formula (1) and the resin, the obtained mixture or kneaded product is filled into a desired molding mold, and then energy is applied to the filled mixture or kneaded product to solidify the mixture layer or kneaded product layer.

[0271] The components contained or which may be contained in the resin composition are described.

[0272] (Compound represented by formula (1))

[0273] The details of the compound represented by formula (1) (ie, the compound according to the present invention) are as described above, and thus the description thereof will be omitted.

[0274] The resin composition may contain only one type of the compound represented by formula (1), or may contain two or more types.

[0275] The content of the compound represented by formula (1) in the resin composition is not particularly limited, but is preferably 1% to 60% by mass, more preferably 2% to 55% by mass, and further preferably 3% to 50% by mass, based on the total solid mass of the resin composition.

[0276] (resin)

[0277] The details of the resin are the same as those of the resin contained in the composition according to the present invention described above, and thus description thereof is omitted.

[0278] The resin composition may contain only one type of resin, or may contain two or more types of resin.

[0279] The content of the resin in the resin composition is not particularly limited, but is preferably 1 to 90% by mass, more preferably 5 to 80% by mass, and further preferably 10 to 70% by mass, based on the total solid mass of the resin composition.

[0280] The resin composition may further contain a polymerization initiator and a polymerizable monomer.

[0281] The resin composition can be used as a negative resin composition by containing a polymerization initiator and a polymerizable monomer in addition to the compound represented by formula (1) and the resin.

[0282] (Polymerization initiator)

[0283] The polymerization initiator is not particularly limited as long as it is a compound that can generate an initiating species required for a polymerization reaction by energy donation. As the polymerization initiator, a known polymerization initiator can be used.

[0284] Examples of the polymerization initiator include a photopolymerization initiator and a thermal polymerization initiator.

[0285] The photopolymerization initiator is preferably one that is sensitive to light in the ultraviolet region to the visible region, for example. The photopolymerization initiator may also be an activator that generates active radicals by reacting with a photoexcited sensitizer in some way.

[0286] Examples of the photopolymerization initiator include halogenated hydrocarbon derivatives (e.g., compounds having a triazine skeleton and compounds having an oxadiazole skeleton), acylphosphine compounds, hexaarylbiimidazoles, oxime compounds (e.g., oxime ester compounds), organic peroxides, sulfur compounds, ketone compounds, aromatic onium salts, aminoacetophenone compounds, and hydroxyacetophenone compounds.

[0287] Examples of the acylphosphine compound include acylphosphine-based initiators described in Japanese Patent No. 4225898.

[0288] Examples of the oxime compound include compounds described in JP-A-2001-233842, compounds described in JP-A-2000-080068, compounds described in JP-A-2006-342166, and compounds described in paragraphs

[0073] to

[0075] of JP-A-2016-006475. Among the oxime compounds, oxime ester compounds are preferred.

[0289] Examples of the aminoacetophenone compound include compounds described in JP-A-2009-191179 and aminoacetophenone-based initiators described in JP-A-10-291969.

[0290] Since the compound represented by formula (1) is colored when heated to 230° C. or higher, when the polymerization initiator is a thermal polymerization initiator, the thermal polymerization initiator is preferably a compound that can generate an initiating species required for the polymerization reaction by heat of less than 230° C., for example.

[0291] Examples of the thermal polymerization initiator include azo compounds, organic peroxides, and inorganic peroxides.

[0292] Specific examples of azo compounds include 2,2'-azobis(isobutyric acid)dimethyl ester, 2,2'-azobisisobutyronitrile, 2,2'-azobis(2,4-dimethyl-4-methoxyvaleronitrile), 2,2'-azobis(2,4-dimethylvaleronitrile), dimethyl-2,2'-azobis(2-methylpropionate), 2,2'-azobis(2-methylbutyronitrile), 1,1'-azobis(cyclohexane-1-carbonitrile), 2,2'-azobis(N-butyl-2-methylpropionamide), dimethyl-1,1'-azobis(1-cyclohexanecarboxylate) and 2,2'-azobis[2-(2-imidazolin-2-yl)propane]2 hydrochloride.

[0293] Specific examples of the organic peroxide include 1,1-di(tert-hexylperoxy)cyclohexane, 1,1-di(tert-butylperoxy)cyclohexane, 2,2-di(4,4-di-(tert-butylperoxy)cyclohexyl)propane, tert-peroxyhexyl isopropyl monocarbonate, tert-butylperoxy-3,5,5-trimethylhexanoate, tert-butylperoxylaurate, dicumyl peroxide, di-tert-butyl peroxide, tert-butylperoxy-2-ethylhexanoate, tert-peroxyhexyl-2-ethylhexanoate, cumene hydroperoxide, and tert-butyl hydroperoxide.

[0294] Specific examples of the inorganic peroxide include potassium persulfate, ammonium persulfate, and hydrogen peroxide.

[0295] The polymerization initiator may be a synthetic product or a commercially available product.

[0296] Examples of commercially available photopolymerization initiators include IRGACURE (registered trademark) OXE01 [manufactured by BASF], TR-PBG-304 [manufactured by Changzhou Tronly New Electronic Materials CO., LTD.], and ADEKA ARKLS (registered trademark) NCI-831 and ADEKA ARKLS (registered trademark) NCI-930 [manufactured by ADEKA].

[0297] Examples of other commercially available photopolymerization initiators that are hydroxyacetophenone compounds include Omnirad (registered trademark) 184, Omnirad (registered trademark) 1173, Omnirad (registered trademark) 2959, and Omnirad (registered trademark) 127 [all manufactured by IGM Resins BV].

[0298] Examples of commercially available photopolymerization initiators that are aminoacetophenone compounds include Omnirad (registered trademark) 907, Omnirad (registered trademark) 369, Omnirad (registered trademark) 369E, and Omnirad (registered trademark) 379EG [all manufactured by IGM Resins BV].

[0299] Examples of commercially available photopolymerization initiators that are acylphosphine compounds include Omnirad (registered trademark) 819 and Omnirad (registered trademark) TPO [both manufactured by IGM Resins BV].

[0300] Examples of commercially available products of photopolymerization initiators that are oxime compounds include Irgacure (registered trademark) OXE01, Irgacure (registered trademark) OXE02 (manufactured by BASF), and Irgacure (registered trademark) OXE03 [all manufactured by BASF].

[0301] When the resin composition contains a polymerization initiator, it may contain only one type of polymerization initiator or may contain two or more types.

[0302] When the resin composition contains a polymerization initiator, the content of the polymerization initiator is not particularly limited, but is preferably 0.1% to 20% by mass, more preferably 0.2% to 15% by mass, and further preferably 0.3% to 10% by mass, relative to the total solid content of the resin composition.

[0303] (Polymerizable Monomer)

[0304] The polymerizable monomer is not particularly limited as long as it is a compound that can be polymerized and cured by energy application. As the polymerizable monomer, a known polymerizable monomer can be used.

[0305] The polymerizable monomer is preferably a monomer having a polymerizable group.

[0306] The polymerizable group is preferably a group having an ethylenically unsaturated bond.

[0307] Specific examples of the polymerizable group include a vinyl group, a (meth)allyl group, a (meth)acryloyl group, a (meth)acryloyloxy group, a (meth)acrylamido group, and a vinylphenyl group.

[0308] The polymerizable monomer is preferably a monomer having one or more terminal ethylenically unsaturated bonds.

[0309] Examples of the polymerizable monomer include unsaturated carboxylic acids, unsaturated carboxylic acid esters, and unsaturated carboxylic acid amides.

[0310] Specific examples of the unsaturated carboxylic acid include (meth)acrylic acid, itaconic acid, crotonic acid, isocrotonic acid, and maleic acid.

[0311] The polymerizable monomer is preferably at least one selected from the group consisting of (meth)acrylic acid, (meth)acrylic acid amide compounds, (meth)acrylate compounds, and styrene compounds.

[0312] Specific examples of the (meth)acrylic acid amide compound include (meth)acrylic acid amide, N,N'-dimethylacrylamide, N-isopropylacrylamide, methylenebis(acrylamide), 2-acrylamide-2-methylpropanesulfonic acid, and N-(3-dimethylaminopropyl)methacrylamide.

[0313] Specific examples of the (meth)acrylate compound include methyl (meth)acrylate, ethyl (meth)acrylate, n-butyl (meth)acrylate, 2-hydroxyethyl (meth)acrylate, glycidyl (meth)acrylate, benzyl (meth)acrylate, 2-(2-phenoxy)ethyl (meth)acrylate, 2-ethylhexyl (meth)acrylate, n-octyl (meth)acrylate, isooctyl (meth)acrylate, n-nonyl (meth)acrylate, isononyl (meth)acrylate, n-decyl (meth)acrylate, Isodecyl (meth)acrylate, n-dodecyl (meth)acrylate, n-tridecyl (meth)acrylate, n-tetradecyl (meth)acrylate, n-hexadecyl (meth)acrylate, stearyl (meth)acrylate, isobornyl (meth)acrylate, dicyclopentenyl (meth)acrylate, dicyclopentyl (meth)acrylate, dicyclopentenyloxyethyl (meth)acrylate, 1-hydroxyheptyl (meth)acrylate, 1-hydroxybutyl (meth)acrylate, 1-hydroxypentyl, 2-hydroxybutyl (meth)acrylate Ethoxylated bisphenol A diacrylate, ethoxylated bisphenol A dimethacrylate, ethoxylated trimethylolpropane triacrylate, ethoxylated trimethylolpropane trimethacrylate, ethoxylated glycerol triacrylate, ethoxylated glycerol trimethacrylate, ethoxylated pentaerythritol tetraacrylate, ethoxylated pentaerythritol tetramethacrylate, ethoxylated dipentaerythritol hexaacrylate Ester, polyglycerol monoethylene oxide polyacrylate, polyglycerol polyethylene glycol polyacrylate, dipentaerythritol hexaacrylate, dipentaerythritol hexamethacrylate, neopentyl glycol diacrylate, neopentyl glycol dimethacrylate, pentaerythritol triacrylate, pentaerythritol trimethacrylate, trimethylolpropane triacrylate, trimethylolpropane trimethacrylate, tricyclodecane dimethanol diacrylate, tricyclodecane dimethanol dimethacrylate, 1,6-hexanediol diacrylate and 1,6-hexanediol dimethacrylate.

[0314] Specific examples of the styrene compound include styrene, methylstyrene, dimethylstyrene, trimethylstyrene, ethylstyrene, fluorostyrene, chlorostyrene, methoxystyrene, tert-butoxystyrene, and divinylbenzene.

[0315] Regarding the polymerizable monomer, the details of the use method such as what kind of polymerizable monomer to use, whether to use it alone or in combination of two or more, and how much content to use can be arbitrarily set according to the final performance design of the resin composition.

[0316] For example, from the viewpoint of sensitivity, as the polymerizable monomer, a monomer having a structure with a large amount of polymerizable groups per molecule is preferred, and a monomer having two or more functional groups is preferred in many cases.

[0317] For example, from the viewpoint of film strength, a trifunctional or higher-functional compound (for example, a hexafunctional (meth)acrylate compound) may be used as the polymerizable monomer.

[0318] For example, it is also effective to select a polymerizable monomer in consideration of compatibility, dispersibility, etc. with each component contained in the resin composition.

[0319] As the polymerizable monomer, monomers having different functional numbers and / or different polymerizable groups (for example, a (meth)acrylate compound, a styrene compound, and a vinyl ether compound) may be used simultaneously.

[0320] The molecular weight of the polymerizable monomer is not particularly limited, but is, for example, preferably 100 or more and less than 1,000, more preferably 150 or more and less than 1,000.

[0321] When the resin composition contains a polymerizable monomer, it may contain only one type of polymerizable monomer or may contain two or more types.

[0322] When the resin composition contains a polymerizable monomer, the content of the polymerizable monomer is not particularly limited, but is preferably 5% to 60% by mass, more preferably 10% to 50% by mass, and further preferably 20% to 40% by mass, relative to the total solid mass of the resin composition.

[0323] (Inhibitor)

[0324] When the resin composition is used as a negative resin composition, the resin composition may also contain a polymerization inhibitor.

[0325] As the polymerization inhibitor, for example, the thermal polymerization inhibitor described in paragraph

[0018] of Japanese Patent No. 4502784 can be used.

[0326] Specific examples of the polymerization inhibitor include p-methoxyphenol, phenothiazine, phenoxazine, and 4-methoxyphenol.

[0327] When the resin composition contains a polymerization inhibitor, it may contain only one type of polymerization inhibitor or may contain two or more types.

[0328] When the resin composition contains a polymerization inhibitor, the content of the polymerization inhibitor is not particularly limited, but is preferably 0.01% to 3% by mass, more preferably 0.01% to 1% by mass, and further preferably 0.01% to 0.8% by mass, relative to the total solid mass of the resin composition.

[0329] The resin composition may further contain an acid generator, and the resin may contain an acid-decomposable resin. The resin composition can be used as a positive-type resin composition by containing an acid generator in addition to the compound represented by formula (1) and the resin, and the resin contains an acid-decomposable resin.

[0330] (Acid Generator)

[0331] The acid generator may be a photoacid generator or a thermal acid generator, but is preferably a photoacid generator. Since the compound represented by formula (1) is colored when heated to 230° C. or higher, when the acid generator is a thermal acid generator, the thermal acid generator is preferably a compound that generates an acid in response to heat of less than 230° C.

[0332] The photoacid generator is a compound that can generate an acid by irradiation with radiation such as ultraviolet rays, extreme ultraviolet rays, X-rays, and charged particle beams.

[0333] As the photoacid generator, a compound that generates an acid by responding to activating light with a wavelength of 300 nm or more, preferably 300 nm to 450 nm is preferred. In addition, a photoacid generator that is not directly responsive to activating light with a wavelength of 300 nm or more can also be preferably used in combination with a sensitizer as long as it is a compound that responds to activating light with a wavelength of 300 nm or more to generate an acid when used together with a sensitizer.

[0334] The photoacid generator is preferably one that generates an acid with a pKa of 4 or less, more preferably one that generates an acid with a pKa of 3 or less, and still more preferably one that generates an acid with a pKa of 2 or less. The lower limit of pKa is not particularly limited, but is preferably -10 or more, for example.

[0335] Examples of the photoacid generator include an ionic photoacid generator and a nonionic photoacid generator.

[0336] Examples of the ionic photoacid generator include onium salt compounds, quaternary ammonium salt compounds, etc. Examples of the onium salt compound include diaryliodonium salt compounds, triarylsulfonium salt compounds, etc.

[0337] The ionic photoacid generator is preferably an onium salt compound, and more preferably at least one selected from a diaryliodonium salt compound and a triarylsulfonium salt compound.

[0338] As the ionic photoacid generator, for example, those described in paragraphs

[0114] to

[0133] of JP-A-2014-85643 can also be preferably used.

[0339] Examples of the nonionic photoacid generator include trichloromethyl-s-triazine compounds, diazomethane compounds, imide sulfonate compounds, and oxime sulfonate compounds.

[0340] Specific examples of the trichloromethyl-s-triazine compound, the diazomethane compound, and the imidosulfonate compound include compounds described in paragraphs

[0083] to

[0088] of JP-A-2011-221494.

[0341] Specific examples of the oxime sulfonate compound include compounds described in paragraphs

[0084] to

[0088] of International Publication No. 2018 / 179640.

[0342] For example, from the viewpoints of sensitivity, resolution, and adhesion, the nonionic photoacid generator is preferably an oxime sulfonate compound.

[0343] From the viewpoint of sensitivity and resolution, the photoacid generator is preferably at least one compound selected from the group consisting of an onium salt compound and an oxime sulfonate compound, and more preferably an oxime sulfonate compound.

[0344] When the resin composition contains an acid generator, it may contain only one type of acid generator or may contain two or more types of acid generator.

[0345] When the resin composition contains an acid generator, the content of the acid generator is preferably 0.1 to 10% by mass, more preferably 0.5 to 5% by mass, based on the total solid mass of the resin composition, for example, from the viewpoint of sensitivity and resolution.

[0346] (Acid decomposable resin)

[0347] The acid-decomposable resin is a resin having an acid group protected by an acid-decomposable group.

[0348] The acid groups protected by the acid-degradable group in the acid-degradable resin undergo a deprotection reaction catalyzed by the acid generated by the acid generator to become acid groups. The acid groups make the film formed from the composition of the present invention soluble in a developer, for example.

[0349] The acid-decomposable resin is preferably an addition polymerization type resin, and more preferably a polymer containing a constituent unit derived from (meth)acrylic acid or its ester. In addition, it may contain constituent units other than the constituent units derived from (meth)acrylic acid or its ester, for example, constituent units derived from styrene compounds, constituent units derived from vinyl compounds, etc.

[0350] The acid group and the acid-decomposable group are not particularly limited.

[0351] Examples of the acid group include a carboxyl group and a phenolic hydroxyl group.

[0352] Examples of the acid-decomposable group include groups that are relatively easily decomposed by acid (e.g., acetal-type protecting groups such as 1-alkoxyalkyl, tetrahydropyranyl, and tetrahydrofuranyl) and groups that are relatively difficult to decompose by acid (e.g., tertiary alkyl groups such as tert-butyl, tert-alkoxycarbonyl groups such as tert-butoxycarbonyl (so-called carbonate-type protecting groups)).

[0353] The acid-decomposable group is preferably a group having a structure protected in the form of acetal (so-called acetal-type protecting group).

[0354] For example, from the viewpoint of suppressing line width variation of conductive wiring when applied to formation of a conductive pattern, the acid-decomposable group is preferably an acid-decomposable group having a formula weight of 300 or less.

[0355] For example, from the viewpoint of resolution, the acid value of the acid-decomposable resin is preferably 0 mgKOH / g to 50 mgKOH / g, more preferably 0 mgKOH / g to 20 mgKOH / g, and even more preferably 0 mgKOH / g to 10 mgKOH / g.

[0356] The acid value of the resin in the present invention indicates the mass of potassium hydroxide required to neutralize the acidic components in 1 g of the resin. Specifically, it is measured as follows.

[0357] The sample to be measured was dissolved in a mixed solvent of tetrahydrofuran / water = 9 / 1 (volume ratio). The obtained solution was neutralized and titrated with a 0.1 mol / L sodium hydroxide aqueous solution using a potentiometric titrator at an ambient temperature of 25°C. The inflection point of the titration pH curve was taken as the titration endpoint, and the acid value was calculated by the following formula.

[0358] As the potentiometric titrator, a potentiometric titrator (model: AT-510) manufactured by KYOTO ELECTRONICS MANUFACTURING CO., LTD. can be suitably used. However, the potentiometric titrator is not limited thereto.

[0359] A=56.11×Vs×0.1×f / w

[0360] A: Acid value (mgKOH / g)

[0361] Vs: Amount of 0.1 mol / L sodium hydroxide aqueous solution required for titration (mL)

[0362] f: titration of 0.1 mol / L sodium hydroxide aqueous solution

[0363] w: mass of the sample to be measured (g) (converted into solid content)

[0364] The weight average molecular weight of the acid-decomposable resin is not particularly limited, but is, for example, preferably 2,000 to 60,000, more preferably 3,000 to 50,000.

[0365] When the resin composition contains an acid-decomposable resin, it may contain only one type of the acid-decomposable resin or may contain two or more types.

[0366] When the resin composition contains an acid-decomposable resin, the content of the acid-decomposable resin is, for example, preferably 50% by mass to 99.9% by mass, and more preferably 70% by mass to 98% by mass, based on the total solid content mass of the resin composition.

[0367] (Organic Solvent)

[0368] The resin composition may also contain an organic solvent.

[0369] The organic solvent is not particularly limited, and examples thereof include ester compounds, ether compounds, ketone compounds, and aromatic hydrocarbon compounds.

[0370] For details of these compounds, reference can be made to the description of International Publication No. 2015 / 166779, and these contents are incorporated into the present specification.

[0371] Specific examples of the organic solvent include dichloromethane, chloroform, methyl 3-methoxypropionate, methyl 3-ethoxypropionate, ethyl 3-ethoxypropionate, ethyl acetate, butyl acetate, cyclohexyl acetate, ethyl cellosolve acetate, ethyl carbitol acetate, butyl carbitol acetate, ethyl lactate, 1-methoxy-2-propyl acetate, diethylene glycol dimethyl ether, 2-heptanone, cyclohexanone, cyclopentanone, propylene glycol monomethyl ether, 3-methoxy-N,N-dimethylpropionamide and 3-butoxy-N,N-dimethylpropionamide.

[0372] When the resin composition contains an organic solvent, it may contain only one kind of organic solvent or may contain two or more kinds of organic solvents.

[0373] When the resin composition contains an organic solvent, the content of the organic solvent is not particularly limited and can be appropriately set depending on the purpose.

[0374] The content of the organic solvent in the resin composition is preferably 10% by mass to 90% by mass, and more preferably 20% by mass to 80% by mass, relative to the total mass of the resin composition.

[0375] For example, when the resin composition is a film or a molded body, the content of the organic solvent in the resin composition is preferably 80 mass % or less, more preferably 70 mass % or less, and further preferably 50 mass % or less, relative to the total mass of the resin composition.

[0376] (Surfactant)

[0377] The resin composition may contain a surfactant.

[0378] When the resin composition contains a surfactant, for example, the coating surface property during coating and the adhesion to the substrate during film formation may be further improved.

[0379] Examples of the surfactant include surfactants described in paragraph

[0017] of Japanese Patent No. 4502784 and paragraphs

[0060] to

[0071] of Japanese Unexamined Patent Application Publication No. 2009-237362.

[0380] Examples of the surfactant include fluorine-based surfactants, silicone-based surfactants, nonionic surfactants, anionic surfactants, cationic surfactants, and zwitterionic surfactants.

[0381] Among these, the surfactant is preferably at least one selected from the group consisting of a fluorine-based surfactant, a silicone-based surfactant, a nonionic surfactant, and an anionic surfactant.

[0382] As a fluorine-based surfactant, for example, an acrylic compound having a molecular structure containing a functional group containing a fluorine atom and in which the functional group containing a fluorine atom is partially broken and the fluorine atom is volatilized when heated can be preferably used. Also, as a fluorine-based surfactant, for example, a copolymer of a fluorine-containing vinyl ether compound having a fluorinated alkyl or fluorinated alkylene ether group and a hydrophilic vinyl ether compound can also be preferably used. Also, as a fluorine-based surfactant, for example, a capped polymer can also be used. Also, as a fluorine-based surfactant, for example, a fluorine-containing polymer compound can also be preferably used, which contains: a repeating unit derived from a (meth)acrylate compound having a fluorine atom; and a repeating unit derived from a (meth)acrylate compound having 2 or more (preferably 5 or more) alkyleneoxy groups [preferably ethyleneoxy and / or propyleneoxy]. Also, as a fluorine-based surfactant, for example, a fluorine-containing polymer having a group containing an ethylenically unsaturated bond in the side chain can also be used.

[0383] As the fluorine-based surfactant, commercially available products can also be used.

[0384] Examples of commercially available fluorine-based surfactants include MEGAFACE (registered trademark) F-171, F-172, F-173, F-176, F-177, F-141, F-142, F-143, F-144, F-437, F-475, F-477, F-479, F-482, F-551-A, F-552, F-554, F-555-A, F-556, F-557, F-558, F-559, F-600, F-601, F-602, F-603, F-604, F-605, F-606, F-607, F-608, F-609, F-610, F-611, F-612, F-613, F-614, F-615, F-616, F-617, F-618, F-619, F-620, F-621 -559, F-560, F-561, F-565, F-563, F-568, F-575, F-780, F-781-F, EXP.MFS-330, R-41, R-41-LM, R-01, R-40, R-40-LM, RS-43, TF-1956, RS-90, R-94, RS-718K, RS-72-K, RS-101, RS-102 and DS-21〔above, DIC Corporation], Fluorad FC430, FC431 and FC171 [above, manufactured by Sumitomo 3M Limited], Surflon (registered trademark) S-382, SC-101, SC-103, SC-104, SC-105, SC-1068, SC-381, SC-383, S-393 and KH-40 [above, manufactured by AGC Inc.], PolyFox PF636, PF656, PF6320, PF6520 and PF7002 [all manufactured by 0MNOVA] and Ftergent (registered trademark) 710FM, 610FM, 601AD, 601ADH2, 602A, 215M, 245F, 251, 212M, 250, 209F, 222F, 208G, 710LA, 710FS, 730LM, 650AC and 681 [all manufactured by NEOS Corporation].

[0385] Examples of the silicone-based surfactant include linear polymers formed of siloxane bonds and modified siloxane polymers having an organic group introduced into a side chain and / or a terminal.

[0386] As the silicone-based surfactant, commercially available products can also be used.

[0387] Examples of commercially available silicone surfactants include DC3PA, SH7PA, DC11PA, SH21PA, SH28PA, SH29PA, SH30PA, SH8400, and DOWSIL (registered trademark) 8032 ADDITIVE [above, manufactured by DuPont Toray Specialty Materials KK], X-22-4952, X-22-4272, X-22-6266, KF-351A, K354L, KF-355A, KF-945, KF-640, KF-642, KF-643, X-22-6191, X-22-4515, KF-6004, KP-341, KF-6001, and KF-6002 [above, manufactured by Shin-Etsu Chemical Co., Ltd.], F-4440, TSF-4300, TSF-4445, TSF-4460 and TSF-4452 [above, manufactured by Momentive Performance Materials Inc.] and BYK307, BYK323 and BYK330 [above, manufactured by BYK Chemie].

[0388] Examples of the nonionic surfactant include glycerin, trimethylolpropane, and trimethylolethane, and ethoxylates (eg, glycerin ethoxylate) and propoxylates (eg, glycerin propoxylate) thereof.

[0389] In addition, examples of the nonionic surfactant include polyoxyethylene alkyl ethers, polyoxyethylene alkylaryl ethers, polyoxyethylene oxypropylene block copolymers, sorbitan fatty acid esters, polyoxyethylene sorbitan fatty acid esters, polyoxyethylene sorbitan fatty acid esters, glycerol fatty acid esters, polyoxyethylene fatty acid esters, and polyoxyethylene alkylamines.

[0390] As the nonionic surfactant, a commercially available product can be used.

[0391] Examples of commercially available nonionic surfactants include Pluronic (registered trademark) L10, L31, L61, L62, 10R5, 17R2 and 25R2 [or more, manufactured by BASF], Tetronic (registered trademark) 304, 701, 704, 901, 904 and 150R1 [or more, manufactured by BASF], Solsperse (registered trademark) 20000 [or more, manufactured by Lubrizol Japan Ltd.], NCW-101, NCW-1001 and NCW-1002 [or more, manufactured by FUJIFILM Wako Pure Chemical Corporation], PIONIN D-6112, D-6112-W and D-6315 [or more, manufactured by TAKEMOTO OIL & FAT CO., LTD.], OLFIN (registered trademark) E1010 [or more, manufactured by Nissan Chemical Co., Ltd.] and Surfynol (registered trademark) 104, 400 and 440 [above, manufactured by Nissan Chemical Co., Ltd.].

[0392] Examples of the anionic surfactant include fatty acid salts, alkyl sulfate ester salts, alkylbenzene sulfonates, alkylnaphthalene sulfonates, dialkyl sulfosuccinates, alkyl diaryl ether disulfonates, alkyl phosphates, polyoxyethylene alkyl ether sulfates, polyoxyethyl alkyl aryl ether sulfates, naphthalenesulfonic acid formalin condensates, polyoxyethyl alkyl phosphate ester salts, glyceryl boric acid fatty acid esters, and polyoxyethylene glyceryl fatty acid esters.

[0393] When the resin composition contains a surfactant, it may contain only one type of surfactant or may contain two or more types of surfactant.

[0394] When the resin composition contains a surfactant, the content of the surfactant is not particularly limited, but is preferably 0.05% to 3% by mass, more preferably 0.1% to 2% by mass, and further preferably 0.3% to 1% by mass, relative to the total solid mass of the resin composition.

[0395] (Other ingredients)

[0396] The resin composition may contain components other than the components described above (so-called other components) as necessary within a range not impairing the effects thereof.

[0397] As other components, various additives can be mentioned.

[0398] Examples of the additives include sensitizers, preservatives, antimicrobial agents, antistatic agents and the like.

[0399] <Process B>

[0400] Step B is a step of heating the resin composition obtained in step A.

[0401] In step B, the resin composition is heated to be colored by the compound represented by formula (1), thereby obtaining a colored composition. The obtained colored composition has visible light shielding properties.

[0402] The method for heating the resin composition is not particularly limited, and a known heating method can be adopted.

[0403] The resin composition can be heated using an oven, a hot plate, a heating roll, or the like.

[0404] From the viewpoint of more satisfactorily coloring the resin composition in black, the heating temperature of the resin composition is, for example, preferably 160° C. or higher, and more preferably 180° C. or higher.

[0405] The upper limit of the heating temperature is not particularly limited, and can be set to, for example, a temperature at which coloring is completed (eg, 260° C.).

[0406] The heating time of the resin composition is not particularly limited, and can be appropriately set according to, for example, the degree of coloration of the resin composition.

[0407] When the resin composition has a film or molded body form and the resin contains a thermoplastic resin, it is preferable to appropriately adjust the heating time, for example, by shortening the heating time, in consideration of whether the shape of the film or molded body obtained in step A can be maintained.

[0408] [Method for producing a laminate for display element]

[0409] The method for producing a laminate for a display element according to the present invention includes the step of producing a colored composition by the method for producing a colored composition according to the present invention described above.

[0410] The method for producing the coloring composition according to the present invention is as described above, and therefore description thereof will be omitted.

[0411] According to the method for producing a laminated body for a display element according to the present invention, for example, a laminated body for a display element having a black matrix (so-called black partition walls) having a good shape can be obtained.

[0412] The method for producing a laminate for a display element according to the present invention may include steps (so-called other steps) other than the step of producing a colored composition by the method for producing a colored composition according to the present invention.

[0413] Example

[0414] Hereinafter, the present invention will be described in detail using examples. However, the present invention is not limited to the following examples.

[0415] [Synthesis of Compounds]

[0416] According to the following scheme, the following compounds (1), (3), (5), (7), (8) and (65) were synthesized. 2 correspond.

[0417] [Chemical formula 14]

[0418]

[0419] [Chemical formula 15]

[0420]

[0421] [Example 1A: Synthesis of compound (1)]

[0422] With reference to J.Am.Chem.Soc.2015,137,15947-15956, a compound corresponding to the black compound in the above scheme was synthesized using isatin as a starting material [the following compound (100)]. After adding 150 mL of tetrahydrofuran (THF) [containing a stabilizer, Wako first grade, manufactured by UJIFILM Wako Pure Chemical Corporation] to a 300 mL three-necked flask, 10.0 g of the synthesized compound (100) and 4.9 g of zinc powder [Wako special grade, manufactured by FUJIFILM Wako Pure Chemical Corporation] were added. The three-necked flask was immersed in ice water to maintain the internal temperature below 5°C, and 15 mL of trifluoroacetic acid [Wako special grade, manufactured by FUJIFILM Wako Pure Chemical Corporation] was added dropwise. After the addition was completed, the external device was removed and the reaction was carried out in a water bath for 2 hours so that the internal temperature did not exceed 40°C. The reaction solution was filtered through diatomaceous earth, 10 mL of ultrapure water was added to the filtrate, and THF was distilled under pressure at 40°C. The precipitated gray solid was filtered by suction and rinsed with 300 mL of ultrapure water. It was dried for 12 hours in a blower dryer set at 50°C to obtain 4.5 g of compound (1) (yield 46%).

[0423] [Chemical formula 16]

[0424]

[0425] pass 1H-NMR confirmed that the structure of the obtained compound (1) was the structure of the above-mentioned compound (1). The NMR data of the obtained compound (1) are shown below.

[0426] <NMR data of compound (1)>

[0427] 1 H-NMR (CDCl 3 -d)δ=0.80-1.90(m, 30H), 3.30-3.70(m, 4H), 4.20-4.50(s×3, 4H), 6.20-6.50(m, 2H), 6.80-7.20(m, 6H), 7.30-7.40(m, 2H)

[0428] [Example 2A: Synthesis of Compound (3)]

[0429] An isatin derivative was synthesized by reacting isatin with 1-bromohexane with reference to Journal of Medicinal Chemistry, 2008, 51, 4932-4947. Compound (3) was synthesized in the same manner as compound (1) using the synthesized isatin derivative.

[0430] pass 1 H-NMR confirmed that the structure of the obtained compound (3) was the structure of the above-mentioned compound (3). The NMR data of the obtained compound (3) are shown below.

[0431] <NMR data of compound (3)>

[0432] 1 H-NMR (CDCl 3 -d)δ=0.69-0.71(t, 6H), 3.35-3.76(m, 12H), 4.20-4.50(s×3, 4H), 6.20-6.50(m, 2H), 6.80-7.20(m, 6H), 7.30-7.40(m.2H)

[0433] [Example 3A: Synthesis of Compound (5)]

[0434] In the synthesis of compound (3), compound (5) was synthesized in the same manner as compound (3) except that "2-bromoethyl ether" was used instead of "1-bromohexane".

[0435] pass 1 H-NMR confirmed that the structure of the obtained compound (5) was the structure of the above-mentioned compound (5). The NMR data of the obtained compound (5) are shown below.

[0436] <NMR data of compound (5)>

[0437] 1 H-NMR (CDCl 3 -d)δ=0.86-0.90(t, 6H), 3.65-3.90(m, 12H), 4.20-4.50(s×3, 4H), 6.20-6.50(m, 2H), 6.80-7.20(m, 6H), 7.30-7.40(m, 2H)

[0438] [Example 4A: Synthesis of Compound (7)]

[0439] An isatin derivative was synthesized by reacting isatin with methyl bromoacetate with reference to Chemistry-A European Journal, 2021, 27, 4302-4306. Compound (7) was synthesized using the synthesized isatin derivative in the same manner as compound (1).

[0440] pass 1 H-NMR confirmed that the structure of the obtained compound (7) was the structure of the above-mentioned compound (7). The NMR data of the obtained compound (7) are shown below.

[0441] <NMR data of compound (7)>

[0442] 1 H-NMR (CDCl 3 -d)δ=3.49-3.53(t, 6H), 4.20-4.50(m, 8H), 6.20-6.50(m, 2H), 6.80-7.20(m, 6H), 7.30-7.40(m, 2H)

[0443] [Example 5A: Synthesis of Compound (8)]

[0444] An isatin derivative was synthesized by reacting isatin with 2-iodopropane with reference to Org. Lett., 2021, 23, 2273-2278. Compound (8) was synthesized using the synthesized isatin derivative in the same manner as compound (1).

[0445] pass 1 H-NMR confirmed that the structure of the obtained compound (8) was the structure of the above-mentioned compound (8). The NMR data of the obtained compound (8) are shown below.

[0446] <NMR data of compound (8)>

[0447] 1 H-NMR (CDCl 3-d)δ=1.17-1.21(m, 12H), 3.60-3.70(m, 2H), 4.20-4.50(s×3, 4H), 6.20-6.50(m, 2H), 6.80-7.20(m, 6H), 7.30-7.40(m.2H)

[0448] [Example 6A: Synthesis of Compound (2)]

[0449] In the above scheme, a black compound [compound (101) having the following structure] was synthesized directly from indigo without passing through an indigo derivative. After adding 100 mL of N,N-dimethylformamide (DMF) [Wako Special Grade, manufactured by FUJIFILM Wako Pure Chemical Corporation] to a 300 mL three-necked flask, 10.0 g of compound (101) and 1.0 g of Palladium 10% on Carbon [trade name, manufactured by Tokyo Chemical Industry Co., Ltd.] were further added. A balloon filled with nitrogen was installed on the flask, and the inside of the flask was degassed and then replaced with nitrogen. The reaction was carried out at room temperature for 2 hours under a nitrogen environment. The reaction solution was filtered through diatomaceous earth, and the diatomaceous earth was rinsed with ethyl acetate. The filtrate was removed by an evaporator in a hot water bath at 40°C to obtain a DMF solution containing the target substance. The DMF solution was purified by silica gel column chromatography, and the fraction containing the target substance was evaporated again to obtain 10 mg (yield 0.22%) of a precipitated gray compound (2).

[0450] pass 1 H-NMR confirmed that the structure of the obtained compound (2) was the structure of the above-mentioned compound (2). The NMR data of the obtained compound (2) are shown below.

[0451] <NMR data of compound (2)>

[0452] 1 H-NMR (DMSO-d 6 )δ=4.25-4.40(m, 2H), 4.75-4.84(m, 2H), 6.47-6.55(m, 1H), 6.70-7.00(m, 7H), 7.10-7.32(m, 2H)

[0453] [Example 7A: Synthesis of Compound (65)]

[0454] In the synthesis of compound (1), compound (65) was obtained in the same manner as compound (1) except that "5-(bromomethyl)undecane" was used instead of "2-ethylhexyl bromide".

[0455] pass 1 H-NMR confirmed that the structure of the obtained compound (65) was the structure of the above-mentioned compound (65). The NMR data of the obtained compound (65) is shown below.

[0456] <NMR data of compound (65)>

[0457] 1 H-NMR (CDCl 3 )δ=0.83-0.89(m, 12H), 0.90-1.50(m, 32H), 1.60-1.78(brs×2, 2H), 3.38-3.60(m , 4H), 4.25-4.48(m, 4H), 6.23-6.50(m, 2H), 6.82-7.07(m, 6H), 7.33-7.40(m, 2H)

[0458] [Measurement of absorption spectrum]

[0459] 1.1 mg of Compound (100) and 1.1 mg of Compound (1) were dissolved in 50 mL of tetrahydrofuran (THF) [containing a stabilizer, Wako Grade 1, manufactured by FUJIFILM Wako Pure Chemical Corporation] to prepare a THF solution of Compound (100) and a THF solution of Compound (1), respectively.

[0460] 1.1 mg of compound (1) was heated at an ambient temperature of 230°C for 60 minutes. The obtained compound is referred to as "compound (1H)". Next, compound (1H) was dissolved in 50 mL of tetrahydrofuran (THF) [containing a stabilizer, Wako Grade 1, manufactured by FUJIFILM Wako Pure Chemical Corporation] to prepare a THF solution of compound (1H).

[0461] The THF solution of compound (100), the THF solution of compound (1) and the THF solution of compound (1H) prepared by the above method were placed in 1 cm cells respectively, and a spectrophotometer [trade name: U-4100, manufactured by Hitachi, Ltd.] was used as a measuring device to measure the absorption spectrum to determine the molar absorption coefficient (ε) and the maximum absorption wavelength (λmax).

[0462] The absorption spectra of the THF solution of compound (100), the absorption spectrum of the THF solution of compound (1), and the absorption spectrum of the THF solution of compound (1H) are shown in Figure 1A , Figure 1B and Figure 1C .

[0463] The molar absorption coefficient of the THF solution of the compound (1) in the wavelength range of 400 nm to 780 nm is less than 2000 L / (mol·cm).

[0464] The molar absorption coefficient of the THF solution of the compound (1H) is 2000 L / (mol·cm) or more in the entire wavelength range of 400 nm to 650 nm.

[0465] <Example 1B>

[0466] 1. Preparation of the composition

[0467] A composition having the composition shown below was prepared. Specifically, the composition was prepared as follows.

[0468] The following components other than compound (1) were mixed to obtain a mixture. 28 g of compound (1) (20 parts by mass when the total solid content of the composition finally obtained was 100 parts by mass) was added to the obtained mixture, and then 28 g of zirconia beads having a diameter of 0.5 mm were added and shaken for 2 hours to obtain a composition.

[0469] - Composition of the composition -

[0470] Compound (1) 28g

[0471] Resin 70g

[0472] [Benzyl methacrylate / methacrylic acid copolymer (monomer molar ratio: 70 / 30), alkali-soluble resin, adhesive]

[0473] ·Polymerizable monomer 35g

[0474] 〔Dipentaerythritol hexaacrylate〕

[0475] ·Inhibitor 0.26g

[0476] 〔p-Methoxyphenol〕

[0477] Surfactant 0.83g

[0478] [Trade name: MEGAFACE (registered trademark) F-781-F, fluorine-based surfactant, manufactured by DIC Corporation]

[0479] · Photopolymerization initiator 5.8g

[0480] [IRGACURE (registered trademark) OXE01, manufactured by BASF]

[0481] Organic solvent (1) 202g

[0482] 〔Propylene glycol monomethyl ether acetate〕

[0483] Organic solvent (2) 52g

[0484] 〔Methyl ethyl ketone〕

[0485] 2. Formation of cured film

[0486] The composition was applied on a soda glass substrate using a spin coater to form a coating film with a thickness of 22 μm. Next, a high pressure mercury lamp (main wavelength 365 nm) was used through a photomask at a rate of 200 mJ / cm 2 The formed coating film was exposed to an exposure amount of . Then, the exposed coating film was subjected to spray development using a 0.04 mass % potassium hydroxide aqueous solution at 23° C. Then, the coating film after spray development was post-baked at 230° C. for 1 hour to form a cured film with a film thickness of 20 μm on the soda glass substrate.

[0487] 3. Evaluation

[0488] (1) Light blocking properties

[0489] The light-shielding property of the cured film was evaluated. The light-shielding property of the cured film was determined using the optical density (OD) of the cured film as an index.

[0490] The optical density of the cured film was measured using an ultraviolet / visible / near infrared spectrophotometer [model: UV-3600i Plus, manufactured by Shimadzu Corporation] as a measuring device. Based on the measured value of the optical density obtained and in accordance with the following evaluation criteria, the light shielding property of the cured film was evaluated. If the evaluation result is "AA" or "A", it is judged that there is no problem in practical use. The results are shown in Table 1.

[0491] A higher optical density of a cured film means a cured film with better light shielding properties. In other words, it means that the visible light shielding effect of the dye contained in the cured film (for example, a dye formed by heating the compound (1) which is a dye precursor in the case of Example 1B) is higher.

[0492] (Evaluation Criteria)

[0493] AA: The optical density is 3.0 or more.

[0494] A: The optical density is 1.5 or more and less than 3.0.

[0495] B: Optical density is less than 1.5.

[0496] (2) Pattern shape

[0497] The cross-section of the cured film was observed using a scanning electron microscope (SEM), and the "top width" and "bottom width" of the cured film were measured to obtain "(top width) - (bottom width)". Based on the obtained values ​​and the following evaluation criteria, the pattern shape of the cured film was evaluated.

[0498] (Evaluation Criteria)

[0499] A: (top width)-(bottom width)<2.0μm

[0500] B: (top width)-(bottom width)≥2.0μm

[0501] If the UV transmittance of the coating of the composition is low, film thickening occurs, and the upper width of the cured film increases. In addition, if the UV transmittance of the coating of the composition is low, UV cannot fully reach the depth of the coating, resulting in insufficient curing, and undercutting occurs during development, so the lower width of the cured film is reduced. As a result, the difference between the upper width and the lower width of the cured film becomes larger, so that a pattern of good shape will not be formed. On the other hand, if the UV transmittance of the coating of the composition is high, the above phenomenon is difficult to occur, so a pattern of good shape can be obtained. A pattern of good shape can be formed, which refers to a coating with excellent UV transmittance, in other words, it means that the pigment precursor [for example, in the case of Example 1, compound (1)] does not hinder or is difficult to hinder the UV transmittance of the coating.

[0502] <Example 2B to Example 5B and Example 7B>

[0503] 1. Preparation of the composition

[0504] In Example 2B, Example 3B, Example 4B, Example 5B and Example 7B, the same operations as in Example 1B were performed, except that the "compound (1)" in Example 1B was changed to "compound (3)", "compound (5)", "compound (7)", "compound (8)" and "compound (2)", respectively, to obtain a composition.

[0505] 2. Formation of cured film

[0506] The same operation as in Example 1B was carried out to form a cured film.

[0507] 3. Evaluation

[0508] The evaluations of “(1) light shielding property” and “(2) pattern shape” were performed in the same manner as in Example 1B.

[0509] <Example 6B>

[0510] 1. Preparation of the composition

[0511] In Example 6B, the same operation as in Example 1B was carried out except that the amount of compound (1) added was changed from "20 parts by mass" to "10 parts by mass", thereby obtaining a composition.

[0512] 2. Formation of cured film

[0513] In Example 6B, a cured film was formed by the same operation as in Example 1B except that the composition was applied on a soda glass substrate using a spin coater to form a coating film with a thickness of 32 μm and the thickness of the cured film was set to “30 μm”.

[0514] 3. Evaluation

[0515] The evaluations of “(1) light shielding property” and “(2) pattern shape” were performed in the same manner as in Example 1B.

[0516] <Comparative Example 1B>

[0517] 1. Preparation of the composition

[0518] In Comparative Example 1B, the same operation as in Example 1B was performed except that the "Compound (1)" in Example 1B was replaced with "Compound (101) [trade name: Irgaphor (registered trademark) Black S 0100CF, black pigment, manufactured by BASF]" having the following structure to obtain a composition.

[0519] [Chemical formula 17]

[0520]

[0521] 2. Formation of cured film

[0522] The same operation as in Example 1B was carried out to form a cured film.

[0523] 3. Evaluation

[0524] The evaluations of “(1) light shielding property” and “(2) pattern shape” were performed in the same manner as in Example 1B.

[0525] <Comparative Example 2B>

[0526] 1. Preparation of the composition

[0527] The composition in Comparative Example 2B used the composition of Example 11 described in Japanese Patent Application Laid-Open No. 2019-179111. The preparation method of the composition was the same as that of Example 11 described in the above publication.

[0528] 2. Formation of cured film

[0529] In addition to increasing the UV irradiation from "50J / m 2” is changed to “200mJ / cm 2 " and changing the film thickness from "10 μm" to "20 μm", the same operation as described in paragraph

[0135] of JP-A-2019-179111 was performed to form a cured film.

[0530] 3. Evaluation

[0531] The evaluations of “(1) light shielding property” and “(2) pattern shape” were performed in the same manner as in Example 1B.

[0532] <Comparative Example 3B>

[0533] 1. Preparation of the composition

[0534] In Comparative Example 3B, the same operation as in Example 6B was performed except that the "Compound (1)" in Example 6B was replaced with the "Compound (101) [trade name: Irgaphor (registered trademark) Black S 0100CF, black pigment, manufactured by BASF]" having the above structure to obtain a composition.

[0535] 2. Formation of cured film

[0536] The same operation as in Example 1B was carried out to form a cured film.

[0537] 3. Evaluation

[0538] The evaluations of “(1) light shielding property” and “(2) pattern shape” were performed in the same manner as in Example 1B.

[0539] [Table 1]

[0540]

[0541] In Table 1, the compounding amount indicates the amount when the total solid content mass of the composition is 100 parts by mass.

[0542] As shown in Table 1, when compound (1), compound (2), compound (3), compound (5), compound (7) and compound (8) which are compounds involved in the present invention are used, a pattern with a good shape can be formed. On the other hand, when compound (101) which is not a compound involved in the present invention and carbon black are used, a pattern with a good shape cannot be formed.

[0543] Furthermore, as shown in Table 1, it was confirmed that the compound according to the present invention could form a pattern of good shape even in a 30 μm thick film.

[0544] From the results shown in Table 1, it can be seen that the compound according to the present invention can achieve both light transmission and light shielding.

[0545] The entire contents of the invention of Japanese Patent Application No. 2022-106689 filed on June 30, 2022 and the invention of Japanese Patent Application No. 2023-015690 filed on February 3, 2023 are incorporated into this specification by reference.

[0546] All documents, patent applications, and technical standards described in this specification are incorporated herein by reference to the same extent as if each document, patent application, or technical standard was specifically and individually indicated to be incorporated by reference.

Claims

1. A compound represented by the following formula (1): In formula (1), X 1 , X 2 , X 3 , X 4 , Y 1 and Y 2 Each independently represents an oxygen atom, a sulfur atom or NL 1 , L 1 represents a hydrogen atom, an alkyl group, an acyl group, an alkoxycarbonyl group or an aminocarbonyl group, R 1 , R 2 , R 3 and R 4 Each independently represents a hydrogen atom, -OL 2 、-OCO-L 3 , -SL 2 or-OSO-L 3 , L 2 represents a hydrogen atom or an alkyl group, L 3 represents an alkyl group or an amino group, wherein R 1 and R 2 At least one of R represents a hydrogen atom, 3 and R 4 At least one of represents a hydrogen atom, and A, B and C each independently represent an aromatic ring.

2. The compound according to claim 1, wherein In the formula (1), X 1 , X 2 , X 3 and X 4 is an oxygen atom, R 1 and R 2 In the equation, one is a hydrogen atom and the other is a hydroxyl group. 3 and R 4 One is a hydrogen atom and the other is a hydroxyl group.

3. The compound according to claim 1, wherein In the formula (1), X 1 , X 2 , X 3 and X 4 is an oxygen atom, R 1 , R 2 , R 3 and R 4 A hydrogen atom. The compound according to claim 1 , which is a pigment precursor.

5. A composition comprising a compound represented by the following formula (1), In formula (1), X 1 , X 2 , X 3 , X 4 , Y 1 and Y 2 Each independently represents an oxygen atom, a sulfur atom or NL 1 , L 1 represents a hydrogen atom, an alkyl group, an acyl group, an alkoxycarbonyl group or an aminocarbonyl group, R 1 , R 2 , R 3 and R 4 Each independently represents a hydrogen atom, -OL 2 、-OCO-L 3 , -SL 2 or-OSO-L 3 , L 2 represents a hydrogen atom or an alkyl group, L 3 represents an alkyl group or an amino group, wherein R 1 and R 2 At least one of R represents a hydrogen atom, 3 and R 4 At least one of represents a hydrogen atom, and A, B and C each independently represent an aromatic ring. The composition according to claim 5 , further comprising a resin.

7. A film comprising a compound represented by the following formula (1), In formula (1), X 1 , X 2 , X 3 , X 4 , Y 1 and Y 2 Each independently represents an oxygen atom, a sulfur atom or NL 1 , L 1 represents a hydrogen atom, an alkyl group, an acyl group, an alkoxycarbonyl group or an aminocarbonyl group, R 1 , R 2 , R 3 and R 4 Each independently represents a hydrogen atom, -OL 2 、-OCO-L 3 , -SL 2 or-OSO-L 3 , L 2 represents a hydrogen atom or an alkyl group, L 3 represents an alkyl group or an amino group, wherein R 1 and R 2 At least one of R represents a hydrogen atom, 3 and R 4 At least one of represents a hydrogen atom, and A, B and C each independently represent an aromatic ring.

8. A method for producing a coloring composition, comprising: A step A of obtaining a composition comprising a compound represented by the following formula (1) and a resin; and step B of heating the composition, In formula (1), X 1 , X 2 , X 3 , X 4 , Y 1 and Y 2 Each independently represents an oxygen atom, a sulfur atom or NL 1 , L 1 represents a hydrogen atom, an alkyl group, an acyl group, an alkoxycarbonyl group or an aminocarbonyl group, R 1 , R 2 , R 3 and R 4 Each independently represents a hydrogen atom, -OL 2 、-OCO-L 3 , -SL 2 or-OSO-L 3 , L 2 represents a hydrogen atom or an alkyl group, L 3 represents an alkyl group or an amino group, wherein R 1 and R 2 At least one of R represents a hydrogen atom, 3 and R 4 At least one of represents a hydrogen atom, and A, B and C each independently represent an aromatic ring.

9. The method for producing a colored composition according to claim 8, wherein The composition further comprises a polymerization initiator.

10. The method for producing a colored composition according to claim 9, wherein: The composition further comprises a polymerizable monomer.

11. The method for producing a colored composition according to claim 8, wherein: The composition further includes an acid generator and the resin includes an acid-decomposable resin. 12 . A method for producing a laminate for a display element, comprising the step of producing a colored composition by the method for producing a colored composition according to claim 8 .

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