Pigment composition, coloring composition and molded body

Abstract

Provided is a pigment composition that allows improvement in absorbance of the entire visible light region but does not allow increase in absorbance of the ultraviolet region. Also provided are a coloring composition and a molded body that successfully realize high light-shielding properties without interfering with active energy ray curing. This pigment composition contains at least one compound (A) represented by general formula (i), and a pigment (B). The pigment (B) contains at least one pigment selected from the group consisting of carbon black, benzodifuranone-based pigment, and perylene-based pigment.　

Description

Pigment composition, colored composition, and molded article

[0001] The present invention relates to a pigment composition, a colored composition, and a molded article. This application claims priority based on Japanese Patent Application No. 2024-103976, filed on June 27, 2024, the contents of which are incorporated herein by reference.

[0002] Carbon black absorbs light over a wide wavelength range, from ultraviolet to infrared, and has been used as a colorant for the black matrix of color filters in liquid crystal displays and as a partition material (also known as a "bank layer material" or "pixel defining layer (PDL) material") separating light-emitting elements in organic electroluminescence (EL) displays. However, when carbon black is used as a colorant for photosensitive compositions (photoresists) such as those used in photolithography, its high absorbance in the ultraviolet region inhibits photopolymerization of the photoresist, making it difficult to form components with the desired shape. Furthermore, carbon black's relatively low absorbance in the 600-700 nm range means that its light-blocking properties across the entire visible region are insufficient (Patent Document 1). Meanwhile, Patent Document 2 discloses photosensitive coloring compositions containing organic black pigments, such as benzodifuranone pigments and perylene pigments, in an attempt to solve the above-mentioned problems.

[0003] JP 2022-108724 A JP 2016-167030 A

[0004] However, when a black pigment other than carbon black, such as a benzodifuranone pigment or a perylene pigment, is used, the absorbance in the visible light region of 600-700 nm is relatively low, resulting in an insufficient light-blocking ability across the entire visible region. The present invention provides a pigment composition that can improve absorbance across the entire visible region without increasing absorbance in the ultraviolet region by using a pigment (B) such as carbon black, a benzodifuranone pigment, or a perylene pigment in combination with a compound (A) represented by general formula (i) described below.

[0005] The present invention includes the following aspects: [1] A pigment composition comprising one or more compounds (A) represented by the following general formula (i) and a pigment (B), wherein the pigment (B) comprises one or more pigments selected from the group consisting of carbon black, benzodifuranone-based pigments, and perylene-based pigments: (In general formula (i), L ｉ１ is represented by the following general formula (L ｉ１ -1) (General formula (L ｉ１ -1) Medium, R Ｌｉ１１ , R Ｌｉ１２ and R Ｌｉ１３ each independently represents a hydrogen atom, a halogen atom, a cyano group, a nitro group, an aliphatic hydrocarbon group having 1 to 8 carbon atoms which may have a substituent, or an aromatic hydrocarbon group having 6 to 12 carbon atoms which may have a substituent; R Ｌｉ１１ , R Ｌｉ１２ and R Ｌｉ１３ two selected from may be bonded to each other to form a ring, l represents an integer of 1 to 3, * represents A ｉ１ ** represents a bond to A ｉ２ A represents a bond to ｉ１ is represented by the following general formula (A ｉ１ -1) and (A ｉ１ -2) (General formula (A ｉ１ -1) and (A ｉ１ -2) Medium, R Ａｉ１１ each independently represents a hydrogen atom, an optionally substituted monovalent aliphatic hydrocarbon group having 1 to 20 carbon atoms, an optionally substituted aromatic hydrocarbon group having 6 to 12 carbon atoms, or an optionally substituted aralkyl group having 7 to 10 carbon atoms; * represents L ｉ１ represents a bond to ｉ２ is expressed by the following formula (A ｉ２ -1) and (A ｉ２ -2) (General formula (A ｉ２ -1) and (A ｉ２ -2) Medium, R Ａｉ２１each independently represents a hydrogen atom, an optionally substituted monovalent aliphatic hydrocarbon group having 1 to 20 carbon atoms, an optionally substituted aromatic hydrocarbon group having 6 to 12 carbon atoms, or an optionally substituted aralkyl group having 7 to 10 carbon atoms, and ** represents L ｉ１ represents a bond to ｉ１ and A ｉ２ One or more hydrogen atoms in each independently represent a substituent S ｉ１ and the substituent S ｉ１ represents a halogen atom, a cyano group, a nitro group, an amino group or an ammonium group which may be N-alkylated, a hydroxy group, an allyloxy group, an alkoxy group, a sulfo group, a sulfamoyl group which may be N-alkylated, a carboxyl group, an ester group, an amide group which may be N-alkylated, a hydrocarbon group of 1 to 20 carbon atoms which may have a substituent, an aromatic hydrocarbon group of 6 to 12 carbon atoms which may have a substituent, a heterocyclic group of 3 to 12 carbon atoms which may have a substituent, or an aralkyl group of 7 to 10 carbon atoms which may have a substituent, ｉ１ When there are a plurality of B, they may be the same or different. ｍ－ represents a polyoxometalate anion, m represents an integer of 1 to 20, and n represents an integer of 1 to 20, where n is determined so that the overall charge of formula (i) is zero. [2] The pigment composition according to [1], wherein the content of compound (A) represented by general formula (i) is 0.1 to 80.0 mass% relative to 100 mass% of the pigment composition. [3] The pigment composition according to [1] or [2], wherein the content of pigment (B) is 20.0 to 99.9 mass% relative to 100 mass% of the pigment composition. [4] A coloring composition comprising the pigment composition according to any one of [1] to [3]. [5] A molded article formed from the coloring composition according to [4]. [6] The molded article according to [5], wherein the molded article is a black matrix layer, a bank layer, or a black column spacer layer.

[0006] According to the present invention, by using a pigment (B) such as carbon black, a benzodifuranone pigment, or a perylene pigment in combination with the compound (A) represented by the general formula (i), it is possible to provide a pigment composition that can improve absorbance across the entire visible light range without increasing absorbance in the ultraviolet range. Furthermore, a colored composition and a molded article containing the pigment composition according to the present invention can achieve high light-blocking properties when used as a photoresist without interfering with active energy ray curing.

[0007] (Pigment Composition) A pigment composition according to one embodiment of the present invention contains one or more compounds (A) represented by the following general formula (i) and a pigment (B).

[0008] [Compound (A) Represented by General Formula (i)] The compound (A) is represented by the following general formula (i).

[0009]

[0010] In general formula (i), L ｉ１ is represented by the following general formula (L ｉ１ -1).

[0011]

[0012] General formula (L ｉ１ -1) Medium, R Ｌｉ１１ , R Ｌｉ１２ and R Ｌｉ１３ each independently represents a hydrogen atom, a halogen atom, a cyano group, a nitro group, an aliphatic hydrocarbon group having 1 to 8 carbon atoms which may have a substituent, or an aromatic hydrocarbon group having 6 to 12 carbon atoms which may have a substituent. Ｌｉ１２ and R Ｌｉ１３ are the other R Ｌｉ１２ and R Ｌｉ１３ may be the same as or different from R Ｌｉ１１ , R Ｌｉ１２ and R Ｌｉ１３ Two selected from may be bonded to each other to form a ring. Ｌｉ１１ , R Ｌｉ１２ and R Ｌｉ１３ is preferably a hydrogen atom, a chlorine atom, a bromine atom, or a methyl group.ｉ１ In formula (L-1), l represents an integer of 1 to 3, preferably 1 or 2. ｉ１ -1) In the above, * indicates A. ｉ１ represents a bond to A, and ** represents a bond to A ｉ２ Represents a bond to .

[0013] L ｉ１ Specific examples of the formula (L ｉ１ -1-1) ~ (L ｉ１ -1-10).

[0014]

[0015] Formula (L ｉ１ -1-1) ~ (L ｉ１ -1-10) * indicates A ｉ１ represents a bond to A, and ** represents a bond to A ｉ２ Represents a bond to .

[0016] In general formula (i), A ｉ１ is represented by the following general formula (A ｉ１ -1) and (A ｉ１ -2).

[0017]

[0018] General formula (A ｉ１ -1) and (A ｉ１ -2) Medium, R Ａｉ１１ R each independently represents a hydrogen atom, an optionally substituted monovalent aliphatic hydrocarbon group having 1 to 20 carbon atoms, an optionally substituted aromatic hydrocarbon group having 6 to 12 carbon atoms, or an optionally substituted aralkyl group having 7 to 10 carbon atoms. Ａｉ１１ As the alkyl group, a linear alkyl group having 1 to 6 carbon atoms is preferred, and a methyl group is preferred. ｉ１ -1) and (A ｉ１ -2) In the middle, * is L ｉ１ In general formula (i), A represents a bond to ｉ２ is expressed by the following formula (A ｉ２ -1) and (A ｉ２ -2).

[0019]

[0020] General formula (A ｉ２ -1) and (A ｉ２ -2) Medium, R Ａｉ２１ R each independently represents a hydrogen atom, an optionally substituted monovalent aliphatic hydrocarbon group having 1 to 20 carbon atoms, an optionally substituted aromatic hydrocarbon group having 6 to 12 carbon atoms, or an optionally substituted aralkyl group having 7 to 10 carbon atoms. Ａｉ２１ As the alkyl group, a linear alkyl group having 1 to 6 carbon atoms is preferred, and a methyl group is preferred. ｉ２ -1) and (A ｉ２ -2) In the middle, ** is L ｉ１ represents a bond to the ｉ１ and A ｉ２ One or more hydrogen atoms in each independently represent a substituent S ｉ１ The substituent S ｉ１ represents a halogen atom, a cyano group, a nitro group, an amino group or an ammonium group which may be N-alkylated, a hydroxy group, an allyloxy group, an alkoxy group, a sulfo group, a sulfamoyl group which may be N-alkylated, a carboxyl group, an ester group, an amide group which may be N-alkylated, a hydrocarbon group of 1 to 20 carbon atoms which may have a substituent, an aromatic hydrocarbon group of 6 to 12 carbon atoms which may have a substituent, a heterocyclic group of 3 to 12 carbon atoms which may have a substituent, or an aralkyl group of 7 to 10 carbon atoms which may have a substituent. ｉ１ When there are a plurality of S, they may be the same or different. ｉ１ As the alkyl group, a linear alkyl group having 1 to 6 carbon atoms is preferred, a methyl group is preferred, and a fluorine atom, a chlorine atom, a bromine atom, or a trifluoromethyl group is also preferred.

[0021] General formula (A ｉ１ Specific examples of the compound represented by formula (A-1) include the compound represented by formula (A-1) ｉ１ -1-1) to (A ｉ１ -1-4).

[0022]

[0023] Formula (Aｉ１ -1-1) to (A ｉ１ -1-4) In the above, * indicates L ｉ１ Represents a bond to .

[0024] General formula (A ｉ２ Specific examples of the compound represented by formula (A-1) include the compound represented by formula (A-1) ｉ２ -1-1) to (A ｉ２ -1-4).

[0025]

[0026] Formula (A ｉ２ -1-1) to (A ｉ２ -1-4) In the above, ** is L ｉ１ Represents a bond to .

[0027] In general formula (i), B ｍ－ represents a polyoxometalate anion, and m represents an integer of 1 to 20, preferably 1 to 5.

[0028] B ｍ－ As the polyoxometalate anion, known polyoxometalate anions can be used.

[0029] Here, the polyoxometalate anion is (M ｐ O ｑ ) ｍ－ It may also be an isopolyoxometalate anion represented by (Z ｐ M ｑ O ｒ ) ｍ－ (In the formula, Z is a heteroatom, M is a polyatom, O is an oxygen atom, and p, q, and r represent the composition ratio of each atom.) Examples of the polyatom M include elements such as Mo, W, Ti, V, Nb, and Ta. Examples of the heteroatom Z include elements such as P, Si, B, As, Ge, S, Co, Zn, Al, and H.

[0030] Specifically, (PW １２ O ４０ ) ３－ , (SiW １２ O ４０ ) ４－ , (B.W. １２ O ４０ )５－ , (SW １２ O ４０ ) ２－ , (PMo １２ O ４０ ) ３－ , (SiMo １２ O ４０ ) ４－ , (BMo １２ O ４０ ) ５－ , (SMo １２ O ４０ ) ２－ Keggin-type heteropolyoxometalate anions such as (P ２ W １８ O ６２ ) ６－ , (Si ２ W １８ O ６２ ) ８－ , (S ２ W １８ O ６２ ) ４－ , (P ２ Mo １８ O ６２ ) ６－ , (Si ２ Mo １８ O ６２ ) ８－ , (S ２ Mo １８ O ６２ ) ４－ Dawson-type heteropolyoxometalate anions such as (PW ９ O ３４ ) ９－ , (P.W. １０ O ３６ ) ７－ , (P.W. １１ O ３９ ) ７－ , (PMo ９ O ３４ ) ９－ , (PMo １０ O ３６ ) ７－ , (PMo １１ O ３９ ) ７－ , (SiW ９ O ３４ ) １０－ , (SiW １０ O３６ ) ８－ , (SiW １１ O ３９ ) ８－ , (SiMo ９ O ３４ ) １０－ , (SiMo １０ O ３６ ) ８－ , (SiMo １１ O ３９ ) ８－ , (P ２ W １７ O ６１ ) １０－ , (P ２ W １５ O ５６ ) １２－ , (H ２ P ２ W １２ O ４８ ) １２－ , (NaP ５ W ３０ O １１０ ) １４－ , (P ２ Mo １７ O ６１ ) １０－ , (P ２ Mo １５ O ５６ ) １２－ , (H ２ Mo ２ W １２ O ４８ ) １２－ , (NaP ５ Mo ３０ O １１０ ) １４－ Defective heteropolyoxometalate anions such as (WO ４ ) ２－ , (W ６ O １９ ) ２－ , (W ７ O ２４ ) ６－ , (W １０ O ３２ ) ４－ , (MoO ４ ) ２－ , (Mo ６ O １９ ) ２－ , (Mo ７ O２４ ) ６－ , (Mo １０ O ３２ ) ４－ and other various polyoxometalate anions such as Strandberg type, Anderson type, Allman-Waugh type, Weekley-Yamase type, Dexter-Silverton type, and Preyssler type.

[0031] In the above-mentioned polyoxometalate anion structure, those in which all or a portion of the tungsten or molybdenum is substituted with at least one element selected from molybdenum, tungsten, titanium, vanadium, niobium, tantalum, iron, manganese, cobalt, nickel, and zinc, those in which all or a portion of the phosphorus or silicon is substituted with at least one element selected from boron, arsenic, and germanium, and those in which all or a portion of the tungsten or molybdenum is substituted with at least one element selected from molybdenum, tungsten, titanium, vanadium, niobium, tantalum, iron, manganese, cobalt, nickel, and zinc and all or a portion of the phosphorus or silicon is substituted with at least one element selected from boron, arsenic, and germanium can also be used. The above-mentioned polyoxometalate anions can be used alone or in combination. The polyoxometalate anions may be used in the form of isomers, such as α-, β-, γ-, etc., either singly or in combination.

[0032] Among the above, polyoxometalate anions are preferably used, which have good hue, appropriate size and valence, can obtain a stable solid state even when bonded to the dye structure of the cation portion, and are unlikely to change hue as a compound.

[0033] Such a B ｍ－ The polyoxometalate anion is a polyoxometalate anion containing at least tungsten (PW １２ O ４０ ) ３－ , (SiW１２ O ４０ ) ４－ , (B.W. １２ O ４０ ) ５－ , (SW １２ O ４０ ) ２－ , (PMo ｔ W １２－ｔ O ４０ ) ３－ , (SiMo ｔ W １２－ｔ O ４０ ) ４－ , (BMo ｔ W １２－ｔ O ４０ ) ５－ , (SMo ｔ W １２－ｔ O ４０ ) ２－ Keggin-type heteropolyoxometalate anions such as (P ２ W １８ O ６２ ) ６－ , (Si ２ W １８ O ６２ ) ８－ , (S ２ W １８ O ６２ ) ４－ , (P ２ Mo ｔ W １８－ｔ O ６２ ) ６－ , (Si ２ Mo ｔ W １８－ｔ O ６２ ) ８－ , (S ２ Mo ｔ W １８－ｔ O ６２ ) ４－ Dawson-type heteropolyoxometalate anions such as (PW ９ O ３４ ) ９－ , (P.W. １０ O ３６ ) ７－ , (P.W. １１ O ３９ ) ７－ , (PMo ｔ W ９－ｔ O ３４ )９－ 、 (@Mo ｔ W １０－ｔ O ３６ ) ７－ 、 (@Mo ｔ W １１－ｔ O ３９ ) ７－ 、 (SiW ９ O ３４ ) １０－ 、 (SiW １０ O ３６ ) ８－ 、 (SiW １１ O ３９ ) ８－ 、 (SiMo ｔ W ９－ｔ O ３４ ) １０－ 、 (SiMo ｔ W １０－ｔ O ３６ ) ８－ 、 (SiMo ｔ W １１－ｔ O ３９ ) ８－ 、 (P ２ W １７ O ６１ ) １０－ 、 (P ２ W １５ O ５６ ) １２－ 、 (H ２ P ２ W １２ O ４８ ) １２－ 、 (NaP ５ W ３０ O １１０ ) １４－ 、 (P ２ Mo ｔ W １７－ｔ O ６１ ) １０－ 、 (P ２ Mo ｔ W １５－ｔ O ５６ ) １２－ 、 (H ２ Mo ｔ W １４－ｔ O ４８ ) １２－ 、 (NaP ５ Mo ｔ W ３０－ｔ O １１０ ) １４－Defective heteropolyoxometalate anions such as (WO ４ ) ２－ , (W ６ O １９ ) ２－ , (W ７ O ２４ ) ６－ , (W １０ O ３２ ) ４－ and the like (where t is 0 or a positive integer).

[0034] A particularly preferred embodiment is (PMo ｙ W １２－ｙ O ４０ ) ３－ wherein y is an integer of 0, 1, 2, or 3; or a heteropolyoxometalate anion represented by the formula: (SiMo ｚ W １２－ｚ O ４０ ) ４－ where z is an integer of 0, 1, 2, or 3.

[0035] B ｍ－ Specific examples of the polyoxometalate anion include (PW １２ O ４０ ) ３－ , (PMoW １１ O ４０ ) ３－ , (SiW １２ O ４０ ) ４－ , or (SiMoW １１ O ４０ ) ４－Examples of compounds containing such polyoxometalate anions include 12-tungsto(VI) phosphate, 12-tungsto(VI) phosphate n-hydrate, sodium 12-tungsto(VI) phosphate n-hydrate, potassium 12-tungsto(VI) phosphate n-hydrate, ammonium 12-tungsto(VI) phosphate n-hydrate, phosphotungstomolybdic acid, phosphotungstomolybdic acid n-hydrate, sodium phosphotungstomolybdate n-hydrate, potassium phosphotungstomolybdate n-hydrate, and ammonium phosphotungstomolybdate. tungsto(VI) silicate n-hydrate, tungsto(VI) sodium silicate n-hydrate, tungsto(VI) potassium silicate n-hydrate, tungsto(VI) ammonium silicate n-hydrate, tungstomolybdic acid, tungstomolybdic acid n-hydrate, sodium silicotungstomolybdate n-hydrate, potassium silicotungstomolybdate n-hydrate, and ammonium silicotungstomolybdate n-hydrate can be mentioned.

[0036] n represents an integer of 1 to 20, preferably 1 to 5, and is determined so that the overall charge of formula (i) is zero.

[0037] Specific examples of the compound (A) represented by general formula (i) include compounds represented by the following structural formulas (i-1) to (i-5).

[0038]

[0039] The compound (A) represented by general formula (i) may be used alone or in combination of two or more. From the viewpoints of UV transmittance and light-blocking properties, the content of the compound (A) represented by general formula (i) in 100% by mass of the pigment composition is preferably 0.1 to 80.0% by mass, more preferably 1.0 to 75.0% by mass, and even more preferably 5.0 to 70.0% by mass.

[0040] (Method for synthesizing the compound (A) represented by the general formula (i)) The compound (A) represented by the general formula (i) can be synthesized by, for example, extracting a dye from a known dye. ｍ－The compound (A) represented by general formula (i) can be synthesized by laking with a polybasic acid or a polybasic acid salt having a polyoxometalate anion represented by the following general formula (I):

[0041] (In formula (I), X represents a methyl group or a halogen atom; R １ ~R １４ each independently represents a hydrogen atom, a halogen atom, a cyano group, a nitro group, an amino group or an ammonium group which may be N-alkylated, a hydroxy group, an allyloxy group, an alkoxy group, a sulfo group, a sulfamoyl group which may be N-alkylated, a carboxyl group, an ester group, an amide group which may be N-alkylated, a hydrocarbon group of 1 to 12 carbon atoms which may have a substituent, an aromatic hydrocarbon group of 6 to 12 carbon atoms which may have a substituent, or a heterocyclic group of 3 to 12 carbon atoms which may have a substituent; R １ ~R ４ Two adjacent ones selected from R ５ ~R ８ Two adjacent ones selected from R １１ and R １２ , or R １３ and R １４ may be bonded to each other to form a ring. ｍ－ represents a polyoxometalate anion, m represents an integer of 1 to 20, and n represents an integer of 1 to 20, where n is determined so that the charge of the entire formula (I) is zero. ｍ－ The water-soluble dye represented by the following formula (II) becomes a pigment of the water-insoluble compound represented by the general formula (I).

[0042]

[0043] (In formula (II), X represents a methyl group or a halogen atom; R １ ~R １４each independently represents a hydrogen atom, a halogen atom, a cyano group, a nitro group, an amino group or an ammonium group which may be N-alkylated, a hydroxy group, an allyloxy group, an alkoxy group, a sulfo group, a sulfamoyl group which may be N-alkylated, a carboxyl group, an ester group, an amide group which may be N-alkylated, a hydrocarbon group of 1 to 12 carbon atoms which may have a substituent, an aromatic hydrocarbon group of 6 to 12 carbon atoms which may have a substituent, or a heterocyclic group of 3 to 12 carbon atoms which may have a substituent; R １ ~R ４ Two adjacent ones selected from R ５ ~R ８ Two adjacent ones selected from R １１ and R １２ , or R １３ and R １４ may be bonded to each other to form a ring. － represents an anion, m represents an integer of 1 to 20, and n represents an integer of 1 to 20, provided that n is determined so that the overall charge of formula (I) is zero.

[0044] Y － The dye having a chloride anion is used, and B ｍ－ When a polybasic acid having a polyoxometalate anion represented by the formula (I) is used, the compound represented by the formula (I) can be produced by salt exchange through a dehydrochlorination reaction. － The above dye having an anion of chloride ion is used, and B ｍ－ When a polybasic acid salt having a polyoxometalate anion represented by the formula (I), for example, a polyoxometalate alkali metal salt, is used, the compound represented by the formula (I) can be produced by salt exchange through a dealkalka metal chloride reaction.

[0045] Compared to the dehydrochlorination reaction using the above-mentioned polybasic acid, it is preferable to first convert the polybasic acid into a polyoxometalate alkali metal salt and then carry out the dealkalization metal chloride reaction. This is because salt exchange can be carried out reliably, and not only can the compound be obtained in higher yield, but also a highly pure compound with fewer by-products can be obtained. Of course, the polyoxometalate alkali metal salt can also be used after purification by recrystallization or the like.

[0046] The amount of heteropolyacid or polyoxometalate alkali metal salt used as the anion source for the compound of the present invention is preferably determined according to the valence of the anion and the valence of the cation of the dye so that the negative charge and the positive charge are equimolar. If necessary, the reaction can be carried out by adjusting the molar amount to a value other than equimolar.

[0047] The dye represented by formula (II) can be synthesized by a known method, for example, a method described in "Functional Dyes" (Okawahara Makoto et al., Kodansha, published March 10, 1992, pp. 98-117) or "Photosensitive Dyes" (edited by Hayami Masaaki, Sangyo Tosho Co., Ltd., published October 17, 1997, pp. 11-31), or a commercially available dye can also be used.

[0048] For example, NK-10374 manufactured by Nagase Vita Co., Ltd. １ ~R ８ is a hydrogen atom, and R ９ ~R １４ is a methyl group, X is a methyl group, and Y － is a paratoluenesulfonate anion, m=n=1, and is represented by the following formula:

[0049]

[0050] NK-10739 manufactured by Nagasevita Co., Ltd. is R １ ~R ８ is a hydrogen atom, and R ９ ~R １４ is a methyl group, X is a chlorine atom, and Y － is a paratoluenesulfonate anion, m=n=1, and is represented by the following formula:

[0051]

[0052] Nagasevita Co., Ltd.'s NK-10759 is １ ~R ８ is a hydrogen atom, and R ９ ~R １４ is a methyl group, X is a bromine atom, and Y － is a paratoluenesulfonate anion, m=n=1, and is represented by the following formula:

[0053]

[0054] [Pigment (B)] The pigment (B) includes one or more pigments selected from the group consisting of carbon black, benzodifuranone pigments, and perylene pigments. From the viewpoint of light-blocking properties, the content of the pigment (B) relative to 100% by mass of the pigment composition of this embodiment is preferably 20.0 to 99.9% by mass, more preferably 25.0 to 99.0% by mass, and even more preferably 30.0 to 95.0% by mass.

[0055] The carbon black may be any carbon black used as a pigment, produced by a known method such as a contact method, a furnace method, a thermal method, etc. Examples of commercially available carbon black products include carbon black manufactured by Mitsubishi Chemical Corporation, carbon black manufactured by Orion Engineered Carbons, carbon black manufactured by Asahi Carbon Co., Ltd., carbon black manufactured by Tokai Carbon Co., Ltd., carbon black manufactured by Degussa, carbon black manufactured by Cabot Corporation, and carbon black manufactured by Biller.

[0056] Examples of carbon black manufactured by Mitsubishi Chemical Corporation include MA7, MA77, MA8, MA11, MA100, MA100R, MA220, MA230, MA600, #5, #10, #20, #25, #30, #32, #33, #40, #44, #45, #47, #50, #52, #55, #650, #750, #850, and #950. , #960, #970, #980, #990, #1000, #2200, #2300, #2350, #2400, #2600, #3050, #3150, #3250, #3600, #3750, #3950, #4000, #4010, OIL7B, OIL9B, OIL11B, OIL30B, OIL31B, etc.

[0057] Examples of the carbon black manufactured by Orion Engineered Carbons include the COLOR-BLACK series, SPECIAL-BLACK series, PRINTEX series, HIBLACK series, NEROX series, and NIPex series.

[0058] Examples of the carbon black manufactured by Asahi Carbon Co., Ltd. include the SUNBLACK series, #70 series, #80 series, etc. Examples of the carbon black manufactured by Tokai Carbon Co., Ltd. include the TOKABLACK #7000 series, #8000 series, etc.

[0059] Examples of carbon black manufactured by Degussa include Printex (registered trademark; the same applies hereinafter) 3, Printex3OP, Printex30, Printex30OP, Printex40, Printex45, Printex55, Printex60, Printex75, Printex80, Printex85, Printex90, Printex A, Printex L, Printex G, Printex P, Printex U, Printex V, PrintexG, SpecialBlack550, SpecialBlack350, SpecialBlack250, Sp specialBlack100, SpecialBlack6, SpecialBlack5, SpecialBlack4, Color Black FW1, Color Black FW2, Color Black FW2V, Color Black FW18, Color Black FW18, Color Black FW200, Color Black S160, Color Black S170 etc. are mentioned.

[0060] Examples of carbon black manufactured by Cabot Corporation include Monarch (registered trademark; the same applies hereinafter) 120, Monarch 280, Monarch 460, Monarch 800, Monarch 880, Monarch 900, Monarch 1000, Monarch 1100, Monarch 1300, Monarch 1400, Monarch 4630, REGAL (registered trademark; the same applies hereinafter) 99, REGAL 99R, REGAL 415, REGAL 415R, REGAL 250, REGAL 250R, REGAL 330, REGAL 400R, REGAL 55R0, REGAL 660R, BLACK PEARLS 480, PEARLS 130, and VULCAN (registered trademark). XC72R, ELFTEX (registered trademark)-8, etc.

[0061] Examples of the carbon black manufactured by Biller include RAVEN 11, RAVEN 14, RAVEN 15, RAVEN 16, RAVEN 22, RAVEN 30, RAVEN 35, RAVEN 40, RAVEN 410, RAVEN 420, RAVEN 450, RAVEN 500, RAVEN 780, RAVEN 850, RAVEN 890H, RAVEN 1000, and RAVEN 1100. Examples of such fluororesin include AVEN 1020, RAVEN 1040, RAVEN 1060U, RAVEN 1080U, RAVEN 1170, RAVEN 1190U, RAVEN 1250, RAVEN 1500, RAVEN 2000, RAVEN 2500U, RAVEN 3500, RAVEN 5000, RAVEN 5250, RAVEN 5750, and RAVEN 7000.

[0062] The carbon black is preferably surface-treated. Examples of the surface treatment include oxidation treatment. Examples of the oxidation treatment include Fenton reaction. The carbon black is preferably surface-treated with iron element.

[0063] <Benzodifuranon-based pigment> Examples of the benzodifuranon-based pigment include compounds represented by the following general formula (1).

[0064]

[0065] In formula (1), R １ and R ６ are independently a hydrogen atom, CH ３ , C.F. ３ , a fluorine atom or a chlorine atom; R ２ , R ３ , R ４ , R ５ , R ７ , R ８ , R ９ and R １０ are each independently a hydrogen atom, a halogen atom, or R １１ , COOH, COOR １１ , COO － , C.O.N.H. ２ , CONHR １１ , C.O.R. １１ R １２ , CN, OH, OR１１ , COCR １１ , OOCNH ２ , OOCNHR １１ , OOCNR １１ R １２ , NO ２ , N.H. ２ , N.H.R. １１ , N.R. １１ R １２ , NHCOR １２ , N.R. １１ COR １２ , N=CH ２ , N=CHR １１ , N=CR １１ R １２ , S.H., S.R. １１ , SOR １１ , S.O. ２ R １１ , S.O. ３ R １１ , S.O. ３ H, SO ３ － , S.O. ２ NH ２ , S.O. ２ NHR １１ or SO ２ NR １１ R １２ and R ２ and R ３ , R ３ and R ４ , R ４ and R ５ , R ７ and R ８ , R ８ and R ９ , and R ９ and R １０ are directly bonded to each other or are bonded to an oxygen atom, a sulfur atom, an NH or an NR １１ They can also be connected to each other by bridges; R １１ and R １２ are each independently an alkyl group having 1 to 12 carbon atoms, a cycloalkyl group having 3 to 12 carbon atoms, an alkenyl group having 2 to 12 carbon atoms, a cycloalkenyl group having 3 to 12 carbon atoms, or an alkynyl group having 2 to 12 carbon atoms.

[0066] The geometric isomers of the compound represented by general formula (1) have the following core structure (where the substituents in the structural formula are omitted), and the trans-trans isomer is probably the most stable.

[0067]

[0068] When the compound represented by general formula (1) is anionic, it is preferably a salt in which its charge is compensated with any known suitable cation, for example, a metal, organic, inorganic, or metal-organic cation, specifically, an alkali metal, alkaline earth metal, transition metal, primary ammonium, secondary ammonium, tertiary ammonium such as trialkylammonium, quaternary ammonium such as tetraalkylammonium, or an organometallic complex. Furthermore, when a geometric isomer of the compound represented by general formula (1) is anionic, it is preferably a similar salt.

[0069] The following substituents in general formula (1) and their definitions tend to have a high shielding rate, and are therefore preferred. This is because the following substituents have no absorption and are thought not to affect the hue of the pigment. R ２ , R ４ , R ５ , R ７ , R ９ and R １０ are each independently preferably a hydrogen atom, a fluorine atom, or a chlorine atom, and more preferably a hydrogen atom. ３ and R ８ are each independently preferably a hydrogen atom, NO ２ , OCH ３ , O.C. ２ H ５ , bromine atom, chlorine atom, CH ３ , C ２ H ５ , N(CH ３ ) ２ , N(CH ３ ) (C ２ H ５ ), N(C ２ H ５ ) ２ , α-naphthyl, β-naphthyl, SO ３ H or SO ３－ and more preferably a hydrogen atom or SO ３ It's H.

[0070] R １ and R ６ are each independently preferably a hydrogen atom, CH ３ or CF ３ and more preferably a hydrogen atom. Preferably, R １ and R ６ , R ２ and R ７ , R ３ and R ８ , R ４ and R ９ , and R ５ and R １０ At least one combination selected from the group consisting of R １ is R ６ is the same as R ２ is R ７ is the same as R ３ is R ８ is the same as R ４ is R ９ is identical to, and R ５ is R １０ is the same as

[0071] Examples of the alkyl group having 1 to 12 carbon atoms include a methyl group, an ethyl group, an n-propyl group, an isopropyl group, an n-butyl group, a sec-butyl group, an isobutyl group, a tert-butyl group, a 2-methylbutyl group, an n-pentyl group, a 2-pentyl group, a 3-pentyl group, a 2,2-dimethylpropyl group, an n-hexyl group, a heptyl group, an n-octyl group, a 1,1,3,3-tetramethylbutyl group, a 2-ethylhexyl group, a nonyl group, a decyl group, an undecyl group, and a dodecyl group.

[0072] Examples of cycloalkyl groups having 3 to 12 carbon atoms include cyclopropyl, cyclopropylmethyl, cyclobutyl, cyclopentyl, cyclohexyl, cyclohexylmethyl, trimethylcyclohexyl, thujyl, norbornyl, bornyl, norcaryl, caryl, menthyl, norpinyl, pinyl, 1-adamantyl, and 2-adamantyl groups.

[0073] Examples of the alkenyl group having 2 to 12 carbon atoms include a vinyl group, an allyl group, a 2-propen-2-yl group, a 2-buten-1-yl group, a 3-buten-1-yl group, a 1,3-butadien-2-yl group, a 2-penten-1-yl group, a 3-penten-2-yl group, a 2-methyl-1-buten-3-yl group, a 2-methyl-3-buten-2-yl group, a 3-methyl-2-buten-1-yl group, a 1,4-pentadien-3-yl group, a hexenyl group, an octenyl group, a nonenyl group, a decenyl group, and a dodecenyl group.

[0074] Examples of the cycloalkenyl group having 3 to 12 carbon atoms include a 2-cyclobuten-1-yl group, a 2-cyclopenten-1-yl group, a 2-cyclohexen-1-yl group, a 3-cyclohexen-1-yl group, a 2,4-cyclohexadien-1-yl group, a 1-p-menthen-8-yl group, a 4(10)-thujen-10-yl group, a 2-norbornen-1-yl group, a 2,5-norbornadien-1-yl group, a 7,7-dimethyl-2,4-norcaradien-3-yl group, and a camphenyl group.

[0075] Examples of the alkynyl group having 2 to 12 carbon atoms include 1-propyn-3-yl, 1-butyn-4-yl, 1-pentyn-5-yl, 2-methyl-3-butyn-2-yl, 1,4-pentadiyn-3-yl, 1,3-pentadiyn-5-yl, 1-hexyn-6-yl, cis-3-methyl-2-penten-4-yn-1-yl, trans-3-methyl-2-penten-4-yn-1-yl, 1,3-hexadiyn-5-yl, 1-octyn-8-yl, 1-nonyn-9-yl, 1-decyn-10-yl, and 1-dodecyn-12-yl.

[0076] The halogen atom is, for example, a fluorine atom, a chlorine atom, a bromine atom or an iodine atom.

[0077] Specific examples of the compound represented by the general formula (1) include those represented by the following structural formulas.

[0078]

[0079] A specific example of the benzodifuranone pigment is Irgaphor (registered trademark) Black S 0100 CF (manufactured by BASF).

[0080] <Perylene-Based Pigment> The perylene-based pigment may be one or more of those represented by the following structural formula.

[0081]

[0082] (Coloring Composition) A coloring composition according to an embodiment of the present invention includes the pigment composition. From the viewpoint of dispersibility, the content of the pigment composition in the coloring composition is preferably 1 to 20% by mass, and more preferably 5 to 15% by mass. Furthermore, the coloring composition may include a dispersant, a resin, an organic solvent, an active energy ray monomer, a polymerization initiator, and the like, as necessary.

[0083] [Dispersant] Examples of the dispersant include Disperbyk-101, 103, 107, 108, 110, 111, 116, 130, 140, 154, 161, 162, 163, 164, 165, 166, 167, 168, 170, 171, 174, 180, 181, 182, 183, 184, 185, 186, 187, 188, 189, 189, 190, 191, 192, 193, 194, 195, 196, 197, 198, 199, 200, 201, 202, 203, 204, 205, 206, 207, 208, 209, 210, 211, 212, 213, 214, 215, 216, 217, 218, 219, 220, 221, 222, 223, 224, 225, 226, 227, 228, 229, 230, 231, 232, 233, 234, 235, 236, 237, 238, 239, 240, 241, 242, 243, 244, 245, 246, 247, 248, 249, 250, 251, 252, 253, 254, 255, 256, 4, 185, 190, 2000, 2001, 2009, 2010, 2020, 2025, 2050, 2070, 2095, 2150, 2155, 2163, 2164 or LPN6919, BYK-LPN21116, BYK-LPN21324, etc., SOLSPERSE manufactured by Lubrizol Japan Corporation -3000, 9000, 13000, 13240, 13650, 13940, 16000, 17000, 18000, 20000, 21000, 24000, 26000, 27000, 28000, 31845, 32000, 32500, 32550, 33500, 32600, 34750, 35 100, 36600, 38500, 41000, 41090, 53095, 55000, 56000, 76500, etc., EFKA-46, 47, 48, 452, 4008, 4009, 4010, 4015, 4020, 4047, 4050, 4055, 4060, 4080, 4400 manufactured by BASF Corporation, 4401, 4402, 4403, 4406, 4408, 4300, 4310, 4320, 4330, 4340, 450, 451, 453, 4540, 4550, 4560, 4800, 5010, 5065, 5066, 5070, 7500, 7554, 1101, 120, 150, 1501, 1502, 1503, etc., and Ajisper PA111, PB711, PB821, PB822, PB824, etc. manufactured by Ajinomoto Fine-Techno Co., Ltd. Furthermore, a leveling agent, a coupling agent, a cationic surfactant, etc. may also be used in combination. As the dispersant, acrylic dispersants such as BYK-LPN21116 and Disperbyk-2000, which have good pigment dispersibility, are preferred.

[0084] [Resin] Examples of the resin include photosensitive resins and / or alkali-soluble resins. Examples of the photosensitive resin include thermoplastic resins such as urethane resins, acrylic resins, polyamic acid resins, polyimide resins, styrene-maleic acid resins, and styrene-maleic anhydride resins. Examples of the alkali-soluble resin include (meth)acrylic copolymers having a carboxyl group and epoxy (meth)acrylate resins having a carboxyl group. When using the photosensitive resin, a known, commonly used photopolymerization initiator may be used in combination. Examples of the alkali-soluble resin include ZCR-1569H (alkali-soluble epoxy (meth)acrylate, manufactured by Nippon Kayaku Co., Ltd.) and SPC-3410 (alkali-soluble (meth)acrylic copolymer, manufactured by Showa Denko KK).

[0085] [Solvent] Examples of the solvent include organic solvents, water, etc. Examples of the organic solvent that can be used include aromatic solvents such as toluene, xylene, and methoxybenzene, acetate ester solvents such as ethyl acetate, butyl acetate, propylene glycol monomethyl ether acetate, and propylene glycol monoethyl ether acetate, propionate solvents such as ethoxyethyl propionate, alcohol solvents such as methanol, ethanol, and 1-methoxy-2-propanol, ether solvents such as butyl cellosolve, propylene glycol monomethyl ether, diethylene glycol ethyl ether, and diethylene glycol dimethyl ether, ketone solvents such as methyl ethyl ketone, methyl isobutyl ketone, and cyclohexanone, aliphatic hydrocarbon solvents such as hexane, nitrogen compound solvents such as N,N-dimethylformamide, γ-butyrolactam, N-methyl-2-pyrrolidone, aniline, and pyridine, lactone solvents such as γ-butyrolactone, and carbamic acid esters such as a 48:52 mixture of methyl carbamate and ethyl carbamate.

[0086] [Active Energy Ray Monomer] Examples of the active energy ray monomer include tricyclodecane dimethanol di(meth)acrylate, ethoxylated bisphenol A di(meth)acrylate, hexanediol di(meth)acrylate, EO-modified di(meth)acrylate of bisphenol A, hexanediol EO-modified di(meth)acrylate, hydroxypivalic acid neopentyl glycol di(meth)acrylate, neopentyl glycol PO-modified di(meth)acrylate, tripropylene glycol di(meth)acrylate, dipropylene glycol di(meth)acrylate, Acrylate, polyethylene glycol di(meth)acrylate, glycerin di(meth)acrylate, 2-[2-(vinyloxy)ethoxy]ethyl (meth)acrylate, 1,6-hexanediol di(meth)acrylate, 1,4-butanediol di(meth)acrylate, 1,3-butylene glycol di(meth)acrylate, 1,9-nonanediol di(meth)acrylate, 1,10-decanediol di(meth)acrylate, neopentyl glycol di(meth)acrylate, EO-modified 1,6-hexanediol di(meth)acrylate acrylate, propylene oxide-modified neopentyl glycol di(meth)acrylate, tripropylene glycol di(meth)acrylate, dipropylene glycol di(meth)acrylate, triethylene glycol di(meth)acrylate, PO-modified di(meth)acrylate of bisphenol A, EO-modified di(meth)acrylate of bisphenol F, tricyclodecane dimethanol di(meth)acrylate, tetraethylene glycol di(meth)acrylate, polyethylene glycol di(meth)acrylate, polypropylene glycol di(meth)acrylate, PO-modified tri(meth)acrylate of glycerin, 2-hydroxy-3-acryloyloxypropyl (meth)acrylate, EO-modified di(meth)acrylate of bisphenoxyethanol fluorene, polytetramethylene glycol di(meth)acrylate, phenoxyethylene glycol (meth)acrylate, stearyl (meth)acrylate, 2-(meth)acryloyloxyethyl succinate, trifluoroethyl (meth)acrylate 3-methyl-1,5 pentanediol di(meth)acrylate, 2,3-[(meth)acryloyloxymethyl]norbornane, 2,5-[(meth)acryloyloxymethyl]norbornane, 2,6-[(meth)acryloyloxymethyl]norbornane, 1,3-adamantyl di(meth)acrylate, 1,3-bis[(meth)acryloyloxymethyl]adamantane, tris(hydroxyethyl)isocyanuric acid di(meth)acrylate, 3,9-bis[1,1-dimethyl-2-(meth)acryloyloxyethyl]-2,4,8,1 Bifunctional monomers such as 0-tetraoxospiro[5.5]undecane, trimethylolpropane tri(meth)acrylate, trimethylolpropane EO-modified tri(meth)acrylate, trimethylolpropane PO-modified tri(meth)acrylate, glycerol propoxy tri(meth)acrylate, pentaerythritol tri(meth)acrylate, EO-modified glycerol acrylate, PO-modified glycerol triacrylate, pentaerythritol triacrylate, E Examples of photopolymerizable monomers include trifunctional monomers such as O-modified phosphoric acid triacrylate, trimethylolpropane triacrylate, caprolactone-modified trimethylolpropane triacrylate, HPA-modified trimethylolpropane triacrylate, (EO)- or (PO)-modified trimethylolpropane triacrylate, and alkyl-modified dipentaerythritol triacrylate, and polyfunctional monomers such as pentaerythritol tetra(meth)acrylate, pentaerythritol EO-modified tetra(meth)acrylate, ditrimethylolpropane tetra(meth)acrylate, ditrimethylolpropane tetra(meth)acrylate, pentaerythritol ethoxy tetra(meth)acrylate, pentaerythritol tetra(meth)acrylate, dipentaerythritol hydroxypenta(meth)acrylate, alkyl-modified dipentaerythritol penta(meth)acrylate, and dipentaerythritol hexa(meth)acrylate.

[0087] [Photopolymerization Initiator] Examples of the photopolymerization initiator include 1-hydroxycyclohexyl phenyl ketone, 2-hydroxy-2-methyl-1-phenylpropan-1-one, 1-[4-(2-hydroxyethoxy)phenyl]-2-hydroxy-2-methyl-1-propan-1-one, thioxanthone and thioxanthone derivatives, 2,2'-dimethoxy-1,2-diphenylethan-1-one, diphenyl(2,4,6-trimethoxybenzoyl)phosphine oxide, 2,4,6-trimethylbenzoyldiphenylphosphine oxide, bis(2,4,6-trimethylbenzoyl) Examples of suitable phenylphosphine compounds include phenylphosphine oxide, 2-methyl-1-(4-methylthiophenyl)-2-morpholinopropan-1-one, 2-benzyl-2-dimethylamino-1-(4-morpholinophenyl)-1-butanone, ethyl phenyl(2,4,6-trimethylbenzoyl)phosphinate, polymeric TPO-L, 1,2-octanedione, 1-[4-(phenylthio)phenyl-, 2-(O-benzoyloxime)], or ethanone, 1-[9-ethyl-6-(2-methylbenzoyl)-9H-carbazol-3-yl-, 1-(O-acetyloxime).Other commercially available photopolymerization initiators include, for example, "Omnirad-1173", "Omnirad-184", "Omnirad-127", "Omnirad-369", "Omnirad-379", "Omnirad-907", "Omnirad-4265", "Omnirad-1000", "Omnirad-651", "Omnirad-TPO", "Omnirad-819", "Omnirad-2022", "Omnirad-2100", "Omnirad-2959", "Omnirad-754", "Omnirad-784", "Omnirad-500", "Omnirad-819", and "Omnirad TPO-L”, “Omnipol TP”, “Omnirad OXE01”, “Omnirad OXE02”, “Omnirad Examples of suitable anti-aging agents include "OXE03" (manufactured by IGM), "Kayacure-DETX", "Kayacure-MBP", "Kayacure-DMBI", "Kayacure-EPA", and "Kayacure-OA" (manufactured by Nippon Kayaku Co., Ltd.), "Baicure-10", "Baicure-55" (manufactured by Stauffer Chemical Co., Ltd.), "Trigonal P1" (manufactured by Akzo), "Sandray 1000" (manufactured by Sandoz), "Deep" (manufactured by Upjohn), "Quantacure-PDO", "Quantacure-ITX", and "Quantacure-EPD" (manufactured by Ward-Blenkinsop), "Runtecure-1104" (manufactured by Runtec), and "ADEKA CRUISE NCI-831E" (manufactured by ADEKA).

[0088] [Composition of Coloring Composition] The content of the dispersant in 100% by mass of the coloring composition may be 1 to 90% by mass or may be 3 to 50% by mass, in terms of solids content, from the viewpoint of dispersibility. The content of the resin in 100% by mass of the coloring composition may be 1 to 90% by mass or may be 3 to 50% by mass, in terms of solids content, from the viewpoint of film-formability. The content of the solvent in 100% by mass of the coloring composition may be 10 to 95% by mass or may be 40 to 90% by mass, in terms of dispersibility and film-formability. The content of the active energy ray monomer in 100% by mass of the coloring composition may be 1 to 20% by mass or may be 3 to 10% by mass, in terms of active energy ray curability. The content of the photopolymerization initiator in 100% by mass of the coloring composition may be 0.5 to 5% by mass or may be 0.5 to 3% by mass, in terms of active energy ray curability.

[0089] (Molded Article) A molded article according to one embodiment of the present invention is a molded article formed from the colored composition according to this embodiment. When the colored composition according to this embodiment contains a photosensitive component (the active energy ray monomer, the photopolymerization initiator) (in this case, the colored composition according to this embodiment may be referred to as a "photosensitive colored composition"), the molded article is preferably a cured product of the colored composition according to this embodiment. Examples of the molded article include a black matrix layer of a color filter constituting a display element such as a liquid crystal display, a partition material layer (also referred to as a bank layer or a pixel defining layer (PDL)) that separates light-emitting elements constituting a display element such as an organic light-emitting diode (OLED) display, and a black column spacer layer that shields pixels and maintains a cell gap in a display device such as a liquid crystal display.

[0090] A typical example of a method for producing the molded article of this embodiment (e.g., black matrix layer, bank layer, black column spacer layer) is photolithography. The coloring composition (photosensitive coloring composition) containing an active energy ray monomer and a photopolymerization initiator is subjected to pattern exposure with ultraviolet light through a photomask, and the unexposed portions are then washed with an organic solvent, alkaline water, or the like to form a molded article. Examples of a film-forming method for the photosensitive coloring composition include methods of applying the composition to a transparent substrate such as glass by spin coating, slit coating, roll coating, inkjet printing, or the like.

[0091] <Black Matrix Layer> The black matrix layer is a layer located on the light extraction side of a display element such as a liquid crystal display, and adjusts the light-emitting region. The black matrix layer is preferably a layer located on the light extraction side, separated from the pixel division layer and pixel portion, and adjusts the light-emitting region from the pixel portion. The black matrix layer is a cured film obtained by curing a photosensitive coloring composition containing the coloring composition of this embodiment. The black matrix layer formed using the coloring composition of this embodiment does not interfere with active energy ray curing when used as a photoresist before being cured with active energy rays. Furthermore, the black matrix layer, which is a cured product after curing, can achieve high light-blocking properties.

[0092] The optical density of the black matrix layer at the wavelength of visible light per 1 μm of film thickness is preferably 0.5 to 4.0, and more preferably 1.0 to 4.0.

[0093] [Bank Layer] The bank layer is a partition material layer that surrounds each of a plurality of pixels in a display element such as an organic electroluminescent (OLED) display and separates the light-emitting elements. The bank layer has a plurality of openings, which ensure insulation from the electrodes of the display element and separate (separate) each pixel region. The bank layer also functions as a partition wall for forming a functional layer that exhibits the display function of the display element by printing in the manufacturing process described below, without affecting adjacent pixels. The bank layer can be formed using a photosensitive coloring composition containing the coloring composition of this embodiment. The thickness of the bank layer may be, for example, 0.1 μm to 10.0 μm. The bank layer formed using the coloring composition of this embodiment does not interfere with active energy ray curing when used as a photoresist before being cured with active energy rays. Furthermore, the bank layer, which is a cured product after curing, can achieve high light-blocking properties.

[0094] The optical density of the bank layer at the wavelength of visible light per 1 μm of film thickness is preferably 0.5 to 4.0. The absorbance at 365 nm per 1 μm of film thickness of the bank layer is preferably 0.8 or less, more preferably 0.7 or less, and even more preferably 0.6 or less. It may be 0.8 or more. The present invention can sufficiently reduce the absorbance at 365 nm while maintaining the optical density at the wavelength of visible light within a predetermined range, particularly when the bank layer is a thick film with a film thickness of 1 μm or more (also 2 μm or more, or 5 μm or more). For example, when manufacturing the bank layer by a photoresist method, pattern exposure is performed by irradiating ultraviolet light through a photomask, but the present invention allows pattern formation without interfering with photocuring.

[0095] [Black Column Spacer Layer] The black column spacer is a structure provided in a display element such as a liquid crystal display to maintain a cell gap while ensuring light-shielding properties between pixels. The black column spacer is disposed between the pixel portion and the opposing substrate and serves to achieve both optical performance and mechanical stability of the display element. The black column spacer can be formed using a photosensitive coloring composition containing the coloring composition of this embodiment. The black column spacer layer formed using the coloring composition of this embodiment does not interfere with active energy ray curing when used as a photoresist before being cured with active energy rays. Furthermore, the black column spacer layer, which is a cured product after curing, can achieve high light-shielding properties.

[0096] The optical density of the black column spacer per 1 μm of film thickness in the wavelength of visible light is preferably 0.5 to 4.0, and more preferably 1.0 to 4.0.

[0097] The present invention will be described in more detail below with reference to examples, but the present invention is not limited to these examples.

[0098] The raw materials used in each example described later are as follows: [Compound (A) represented by general formula (i)] Compounds represented by formulas (i-1) to (i-5) shown in Table 1 were used. The synthesis methods for each compound are shown in Synthesis Examples 1 to 5 described later.

[0099]

[0100] [Pigment (B)] <Pigment 1> Pigment 1 is a compound represented by the following formula (molecular weight: 448.39).

[0101]

[0102] <Pigment 2> Pigment 2 is composed of a compound (molecular weight: 636.67) represented by the following formula (molar ratio 50:50).

[0103]

[0104] <Pigment 3> MCF88, Mitsubishi Chemical Corporation, carbon black

[0105] <Pigment 4> Pigment Violet 29

[0106]

[0107] <Pigment 5> Pigment Blue 15:6

[0108]

[0109] [Dispersants] Dispersant 1: BYK-LPN21116, BYK Japan, acrylic, solid content 40% by mass Dispersant 2: DISPERBYK-2000, BYK Japan, acrylic, solid content 40% by mass

[0110] [Resin] Resin 1: ZL-295B, Seiko PMC, alkali-soluble resin, solid content 40% by mass

[0111] [Solvent] PGMAC: Propylene glycol monomethyl ether acetate, Kuraray Trading Co., Ltd. PGME: 1-methoxy-2-propanol, Kanto Chemical Co., Ltd.

[0112] Synthesis Example 1 Synthesis of Compound Represented by Formula (i-1) 2.50 g of the following compound NK-10739 (manufactured by Nagase Vita Co., Ltd.) and 375 g of a 1:1 mixed solvent of water and methanol were placed in a glass flask equipped with a stirrer, a thermometer, a condenser, and a dropping device, and the mixture was stirred at 50°C for 30 minutes to dissolve the compound.

[0113]

[0114] Next, a solution prepared by dissolving 5.19 g of sodium 12-tungsto(VI) phosphate n-hydrate (manufactured by Fujifilm Wako Pure Chemical Industries, Ltd.) in 42 g of a 1 / 1 water / methanol mixed solvent was added dropwise over 30 minutes using a dropping device. After completion of the dropwise addition, the mixture was stirred at 50°C for an additional 90 minutes to insolubilize it. After cooling to room temperature, the mixture was filtered and washed three times with 300 mL of pure water. The filtered solid was peptized with 200 mL of pure water, stirred for 30 minutes, and then filtered again. The obtained solid was dried at 90°C for 16 hours to obtain the compound represented by the above formula (i-1) (5.64 g).

[0115] Synthesis Example 2 Synthesis of Compound Represented by Formula (i-2) 2.50 g of the following compound NK-10759 (manufactured by Nagase Vita Co., Ltd.) and 375 g of a 1:1 mixed solvent of water and methanol were placed in a glass flask equipped with a stirrer, a thermometer, a condenser, and a dropping device, and the mixture was stirred at 50°C for 30 minutes to dissolve the compound.

[0116]

[0117] Next, a solution prepared by dissolving 4.83 g of sodium 12-tungsto(VI) phosphate n-hydrate (manufactured by Fujifilm Wako Pure Chemical Industries, Ltd.) in 60 g of a 1 / 1 water / methanol mixed solvent was added dropwise over 30 minutes using a dropping device. After completion of the dropwise addition, the mixture was stirred at 50°C for an additional 90 minutes to insolubilize the mixture. After cooling to room temperature, the mixture was filtered and washed with 150 mL of pure water. The filtered solid was peptized with 200 mL of pure water and stirred for 30 minutes. After stirring, the mixture was filtered again and washed with 150 mL of pure water. The obtained solid was dried at 90°C for 16 hours to obtain the compound represented by formula (i-2) (5.59 g).

[0118] Synthesis Example 3 Synthesis of Compound Represented by Formula (i-3) Into a glass flask equipped with a stirrer, a thermometer, a condenser, and a dropping device, 2.00 g of the following compound NK-10374 (manufactured by Nagase Vita Co., Ltd.) and 269 g of a 1:1 water / methanol mixed solvent were charged, and the mixture was stirred at 50°C for 30 minutes to dissolve the compound.

[0119]

[0120] Next, a solution prepared by dissolving 4.31 g of sodium 12-tungsto(VI) phosphate n-hydrate (manufactured by Fujifilm Wako Pure Chemical Industries, Ltd.) in 31 g of a 1:1 water / methanol mixed solvent was added dropwise over 30 minutes using a dropping device. After completion of the dropwise addition, the mixture was stirred at 50°C for an additional 90 minutes to insolubilize the mixture. After cooling to room temperature, the mixture was filtered, and the separated solid was peptized with 400 mL of pure water and stirred for 30 minutes. The mixture was filtered again and washed with 200 mL of pure water. The obtained solid was dried at 90°C for 16 hours to obtain the compound represented by formula (i-3) (4.72 g).

[0121] Synthesis Example 4 Synthesis of Compound Represented by Formula (i-4) A reaction vessel was charged with 40 g of the following compound (i-4-1), 16.5 g of triethyl orthoformate, and 40 ml of pyridine, and the mixture was placed in an oil bath at 120°C and heated under reflux with stirring for 60 minutes. After completion of the reaction, 40 ml of ethyl acetate was added, followed by 200 ml of diisopropyl ether, to precipitate crystals, which were cooled and then filtered off. The crystals were dried to obtain 29 g of the compound represented by the following compound (i-4-2).

[0122]

[0123]

[0124] Next, 2.50 g of the compound (i-4-2) and 375 g of a 1:1 water / methanol mixed solvent were placed in a glass flask equipped with a stirrer, a thermometer, a condenser, and a dropping device, and the mixture was stirred at 50° C. for 30 minutes to dissolve the compound.

[0125] Next, a solution prepared by dissolving 5.50 g of sodium 12-tungsto(VI) phosphate n-hydrate (manufactured by Fujifilm Wako Pure Chemical Industries, Ltd.) in 45 g of a 1:1 water / methanol mixed solvent was added dropwise over 30 minutes using a dropping device. After completion of the dropwise addition, the mixture was stirred at 50°C for an additional 90 minutes to insolubilize it. After cooling to room temperature, the mixture was filtered and washed three times with 300 mL of pure water. The filtered solid was peptized with 200 mL of pure water, stirred for 30 minutes, and then filtered again. The obtained solid was dried at 90°C for 16 hours to obtain the compound represented by formula (i-4) (5.80 g).

[0126] Synthesis Example 5 Synthesis of Compound Represented by Formula (i-5) 2.00 g of the compound NK-10739 (manufactured by Nagase Vita Co., Ltd.) and 300 g of a 1 / 1 water / methanol mixed solvent were placed in a glass flask equipped with a stirrer, a thermometer, a condenser, and a dropping device, and the mixture was stirred at 50°C for 30 minutes to dissolve the compound. Next, a solution prepared by dissolving 2.84 g of sodium tungstosilicone dodecahydrate (manufactured by Mitsuwa Chemical Co., Ltd.) in 36 g of a 1 / 1 water / methanol mixed solvent was added dropwise using the dropping device over 30 minutes. After the addition was completed, the mixture was stirred at 50°C for an additional 90 minutes to insolubilize the mixture. After cooling to room temperature, the mixture was filtered and washed three times with 150 mL of pure water. The filtered solid was peptized with 200 mL of pure water and stirred for 30 minutes. Filtration was carried out again, and the obtained solid was dried at 90° C. for 16 hours to obtain the compound represented by the above formula (i-5) (3.39 g).

[0127] (Examples 1 to 30, Comparative Examples 1 to 3) In Example 1, a pigment composition P-1 was obtained in Example P1 below. The results are shown in Table 2. Then, a coloring composition A-1 of this example was obtained in Example C1 below. The results are shown in Table 3. In order to evaluate the pigment composition P-1 and coloring composition A-1 of this example, a coloring composition for evaluation was prepared and evaluated in Example CE1. The evaluation results are shown in Tables 4 and 5. In Examples 2 to 30 and Comparative Examples 1 to 3, pigment compositions and coloring compositions were prepared, respectively, in the same manner as in Example 1. Furthermore, coloring compositions for evaluation were prepared and evaluated. The results are shown in Tables 2 to 4.

[0128] (Examples P1 to P30, Comparative Examples P1 to P3) "Preparation of Pigment Composition" Pigment compositions were prepared by mixing the compound (A) represented by general formula (i) and the pigment (B) so as to obtain the compositions shown in Table 2.

[0129]

[0130] (Examples C1 to C30, Comparative Examples C1 to C3) [Preparation of Colored Composition] A colored composition was prepared by mixing the pigment composition, dispersant, and solvent prepared so as to have the composition shown in Table 3, and dispersing the mixture for 4 hours using 0.3 to 0.4 mm zircon beads in a paint shaker (a test disperser manufactured by Toyo Seiki Seisaku-sho, Ltd.). In the table, "non-volatile content" refers to the solid content of the compound (A) represented by general formula (i), the pigment (B), and the dispersant.

[0131]

[0132] (Examples CE1 to CE30, Comparative Examples CE1 to CE3) [Production of Colored Compositions for Evaluation] Colored compositions for evaluation were produced by mixing the colored compositions, resins, and solvents produced so as to have the compositions shown in Tables 4 and 5. In the tables, "non-volatile content" refers to the compound (A) represented by general formula (i), the pigment (B), the solid content of the dispersant, and the resin.

[0133]

[0134]

[0135] [Preparation of Glass Substrate for Evaluation] The coloring composition for evaluation was spin-coated on soda glass (glass plate, manufactured by Nippon Sheet Glass Co., Ltd.), dried at 90°C for 3 minutes, and then baked at 230°C for 1 hour to obtain a glass substrate for evaluation with a film thickness of 1 µm.

[0136] [Measurement of UV-Visible Absorption Spectrum and Transmission Spectrum] Using the above evaluation glass substrate, the absorption spectrum and transmission spectrum from 300 nm to 780 nm were measured at 1 nm intervals using a U-3900 manufactured by Hitachi High-Tech Science Corporation.

[0137] <Evaluation of OD (Light Blocking Property)> From the transmission spectrum, the luminance Y for C light source per 1 μm of film thickness from 380 nm to 780 nm was calculated. The luminance Y was obtained by multiplying the spectral distribution of C light source, the stimulus value (y) of the color matching function, and the transmittance by each wavelength, and integrating the result over the above wavelength range. Using the luminance Y, the OD per 1 μm of film thickness was calculated based on the following formula: OD=-Log １０ (Y / 100)

[0138] The evaluation criteria are as follows: A: More than 1.0 B: 0.9 or more and 1.0 or less C: Less than 0.9

[0139] <Absorbance at 365 nm (Evaluation of UV Transmittance)> The absorbance at 365 nm was obtained from the absorption spectrum. The measurement results were evaluated based on the following criteria.

[0140] The evaluation criteria are as follows: A: Less than 0.7 B: 0.7 or more and 0.8 or less C: More than 0.8

[0141] (Discussion) Example 1 and Comparative Examples 1 to 3 show that pigment compositions using a combination of a compound (A) represented by general formula (i) and a specific pigment (B) have excellent light-blocking properties and UV transmittance. Furthermore, Comparative Example 3 shows that using copper phthalocyanine instead of the compound represented by general formula (i) produces insufficient improvement. Furthermore, Examples 2 to 30 show that similar effects can be obtained when various pigments or various compounds represented by general formula (i) are used or when the content is changed.

Claims

1. A pigment composition comprising one or more compounds (A) represented by the following general formula (i) and a pigment (B), wherein the pigment (B) comprises one or more pigments selected from the group consisting of carbon black, benzodifuranone pigments, and perylene pigments: (In general formula (i), L ｉ１ is represented by the following general formula (L ｉ１ -1) (General formula (L ｉ１ -1) Medium, R Ｌｉ１１ , R Ｌｉ１２ and R Ｌｉ１３ each independently represents a hydrogen atom, a halogen atom, a cyano group, a nitro group, an aliphatic hydrocarbon group having 1 to 8 carbon atoms which may have a substituent, or an aromatic hydrocarbon group having 6 to 12 carbon atoms which may have a substituent; R Ｌｉ１１ , R Ｌｉ１２ and R Ｌｉ１３ two selected from may be bonded to each other to form a ring, l represents an integer of 1 to 3, * represents A ｉ１ ** represents a bond to A ｉ２ A represents a bond to ｉ１ is represented by the following general formula (A ｉ１ -1) and (A ｉ１ -2) (General formula (A ｉ１ -1) and (A ｉ１ -2) Medium, R Ａｉ１１ each independently represents a hydrogen atom, an optionally substituted monovalent aliphatic hydrocarbon group having 1 to 20 carbon atoms, an optionally substituted aromatic hydrocarbon group having 6 to 12 carbon atoms, or an optionally substituted aralkyl group having 7 to 10 carbon atoms; * represents L ｉ１ represents a bond to ｉ２ is expressed by the following formula (A ｉ２ -1) and (A ｉ２ -2) (General formula (A ｉ２ -1) and (A ｉ２ -2) Medium, R Ａｉ２１ each independently represents a hydrogen atom, an optionally substituted monovalent aliphatic hydrocarbon group having 1 to 20 carbon atoms, an optionally substituted aromatic hydrocarbon group having 6 to 12 carbon atoms, or an optionally substituted aralkyl group having 7 to 10 carbon atoms, and ** represents L ｉ１ represents a bond to ｉ１ and A ｉ２ One or more hydrogen atoms in each independently represent a substituent S ｉ１ and the substituent S ｉ１ represents a halogen atom, a cyano group, a nitro group, an amino group or an ammonium group which may be N-alkylated, a hydroxy group, an allyloxy group, an alkoxy group, a sulfo group, a sulfamoyl group which may be N-alkylated, a carboxyl group, an ester group, an amide group which may be N-alkylated, a hydrocarbon group of 1 to 20 carbon atoms which may have a substituent, an aromatic hydrocarbon group of 6 to 12 carbon atoms which may have a substituent, a heterocyclic group of 3 to 12 carbon atoms which may have a substituent, or an aralkyl group of 7 to 10 carbon atoms which may have a substituent, ｉ１ When there are a plurality of B, they may be the same or different. ｍ－ represents a polyoxometalate anion, m represents an integer from 1 to 20, and n represents an integer from 1 to 20, provided that n is determined so that the overall charge of formula (i) is zero.

2. The pigment composition according to claim 1, wherein the content of the compound (A) represented by the general formula (i) is 0.1 to 80.0% by mass relative to 100% by mass of the pigment composition.

3. The pigment composition according to claim 1 or 2, wherein the content of the pigment (B) is 20.0 to 99.9 mass % relative to 100 mass % of the pigment composition.

4. A coloring composition comprising the pigment composition according to claim 1 or 2.

5. A molded article formed from the colored composition according to claim 4.

6. The molded article according to claim 5, which is a black matrix layer, a bank layer, or a black column spacer layer.

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