Photoelectric conversion element, imaging element, and optical sensor

Abstract

A first problem to be addressed by the present invention is to provide a photoelectric conversion element having exceptional responsiveness and quantum efficiency even when receiving any of blue light, green light, and red light. A second problem to be addressed by the present invention is to provide an imaging element and an optical sensor relating to the aforementioned photoelectric conversion element.　A photoelectric conversion element according to the present invention is obtained by laminating a conductive film, a photoelectric conversion film, and a transparent conductive film in the stated order, wherein: the photoelectric conversion film contains a first compound, a second compound, a third compound, and an n-type organic semiconductor; the first compound, the second compound, and the third compound have mutually different structures; the first compound has a maximum absorption wavelength at a wavelength of 400-550 nm, and has an absorption coefficient of 1 × 105cm−1 or greater at the maximum absorption wavelength; the second compound has a maximum absorption wavelength at a wavelength of 500-650 nm, and has an absorption coefficient of 1 × 105cm−1 or greater at the maximum absorption wavelength; and the third compound has a maximum absorption wavelength at a wavelength of 400-550 nm or 500-650 nm, and has an absorption coefficient of 1 × 105cm−1 or greater at the maximum absorption wavelength.

Description

Photoelectric conversion elements, imaging elements, optical sensors

[0001] The present invention relates to a photoelectric conversion element, an imaging element, and an optical sensor.

[0002] In recent years, development of elements (e.g., image sensors) having a photoelectric conversion film has progressed. For example, Patent Document 1 discloses a photoelectric conversion element configured by laminating a conductive film, a photoelectric conversion film, and a transparent conductive film in this order, and the photoelectric conversion film contains a p-type semiconductor, an n-type semiconductor, a dye compound having a maximum absorption in the wavelength range of 450 to 550 nm, and a dye compound having a maximum absorption in the wavelength range of 500 to 620 nm.

[0003] International Publication No. 2021 / 141078

[0004] With the demand for improved performance of imaging devices, optical sensors, and the like, there is a demand for photoelectric conversion elements that exhibit excellent characteristics. Characteristics required of photoelectric conversion elements include, for example, excellent responsiveness (in other words, fast response speed) and excellent quantum efficiency. Furthermore, depending on the application of the photoelectric conversion element, it is desirable for the element to exhibit excellent characteristics over a wide wavelength range. In response to such demands, the present inventors fabricated and examined the photoelectric conversion element disclosed in Patent Document 1 and found that the responsiveness when receiving blue light (wavelength 450 nm), the responsiveness when receiving green light (530 nm), and the responsiveness when receiving red light (wavelength 610 nm) were not all at the desired level, and that there was room for improvement. The blue light refers to light with a wavelength of 400 to 500 nm, the green light refers to light with a wavelength greater than 500 nm and less than 600 nm, and the green-red light refers to light with a wavelength of 600 to 700 nm.

[0005] Therefore, an object of the present invention is to provide a photoelectric conversion element that has excellent response and quantum efficiency when receiving any of blue light, green light, and red light, and also to provide an imaging element and an optical sensor related to the photoelectric conversion element.

[0006] As a result of extensive research into solving the above problems, the present inventors have found that the problems can be solved by the following configuration.

[0007] [1] A photoelectric conversion element formed by laminating a conductive film, a photoelectric conversion film, and a transparent conductive film in this order, wherein the photoelectric conversion film contains a first compound, a second compound, a third compound, and an n-type organic semiconductor, the first compound, the second compound, and the third compound have mutually different structures, and the first compound has a maximum absorption wavelength in a wavelength range of 400 to 550 nm and an absorption coefficient at the maximum absorption wavelength of 1×10 ５ cm －１ or more, wherein the second compound has a maximum absorption wavelength in the wavelength range of 500 to 650 nm and an absorption coefficient at the maximum absorption wavelength of 1×10 ５ cm －１ or more, wherein the third compound has a maximum absorption wavelength in the wavelength range of 400 to 550 nm or 500 to 650 nm, and an absorption coefficient at the maximum absorption wavelength is 1×10 ５ cm －１ or more. [2] The photoelectric conversion element according to [1], wherein at least one of the Tanimoto coefficients of the third compound and the first compound and the Tanimoto coefficients of the third compound and the second compound is 0.50 or more. [3] The photoelectric conversion element according to [1] or [2], wherein the Tanimoto coefficients of the third compound and the first compound and the Tanimoto coefficients of the third compound and the second compound are all 0.50 or more. [4] The photoelectric conversion element according to any one of [1] to [3], wherein at least one of the first compound, the second compound, and the third compound is a compound represented by formula (X3) described below. [5] The photoelectric conversion element according to [4], wherein at least two of the first compound, the second compound, and the third compound are compounds represented by formula (X3). [6] The photoelectric conversion element according to [4], wherein the first compound, the second compound, and the third compound are all compounds represented by the formula (X3). [7] The photoelectric conversion element according to [4], wherein the first compound, the second compound, and the third compound are all compounds represented by the formula (X3), and the D in the third compound represented by the formula (X3) ３１ is the D in the first compound which is a compound represented by the formula (X3). ３１and the D in the second compound which is a compound represented by formula (X3). ３１ [8] The photoelectric conversion element according to any one of [4] to [7], wherein n in formula (X3) is 1. [9] The third compound has a maximum absorption wavelength in the wavelength range of 400 to 550 nm, and an absorption coefficient at the maximum absorption wavelength is 1×10 ５ cm －１ or more, the photoelectric conversion film further contains a fourth compound having a structure different from the first to third compounds, the fourth compound having a maximum absorption wavelength in a wavelength range of 500 to 650 nm, and an absorption coefficient at the maximum absorption wavelength of 1×10 ５ cm －１ or more, wherein the third compound has a maximum absorption wavelength in the wavelength range of 500 to 650 nm, and an absorption coefficient at the maximum absorption wavelength is 1×10 ５ cm －１ or more, the photoelectric conversion film further contains a fifth compound having a structure different from the first to third compounds, the fifth compound having a maximum absorption wavelength in a wavelength range of 400 to 550 nm and an absorption coefficient at the maximum absorption wavelength of 1×10 ５ cm －１ The photoelectric conversion element according to any one of [1] to [8], wherein the n-type organic semiconductor comprises a fullerene selected from the group consisting of fullerenes and derivatives thereof.

[10] The photoelectric conversion element according to any one of [1] to [9], wherein the n-type organic semiconductor comprises a fullerene selected from the group consisting of fullerenes and derivatives thereof.

[11] The photoelectric conversion element according to any one of [1] to

[10] , wherein the photoelectric conversion film further comprises a p-type organic semiconductor.

[12] The photoelectric conversion element according to any one of [1] to

[11] , wherein one or more intermediate layers are provided between the conductive film and the transparent conductive film in addition to the photoelectric conversion film.

[13] The photoelectric conversion element according to any one of [1] to

[12] , wherein the intermediate layer is an electron blocking film or a hole blocking film.

[14] An imaging element comprising the photoelectric conversion element according to any one of [1] to

[13] .

[15] An optical sensor comprising the photoelectric conversion element according to any one of [1] to

[13] .

[0008] According to the present invention, a photoelectric conversion element having excellent response and quantum efficiency when receiving any of blue light, green light, and red light can be provided. Furthermore, according to the present invention, an imaging element and an optical sensor related to the photoelectric conversion element can also be provided.

[0009] 1 is a schematic cross-sectional view showing an example of the configuration of a photoelectric conversion element.

[0010] The present invention will be described in detail below. The following description of the components may be based on representative embodiments of the present invention, but the present invention is not limited to such embodiments.

[0011] In this specification, a numerical range expressed using "to" means a range that includes the numerical values ​​before and after "to" as the lower and upper limits.

[0012] In this specification, a hydrogen atom may be either a protist atom (a normal hydrogen atom) or a deuterium atom (for example, a deuterium atom). In this specification, when there are multiple substituents, linking groups, etc. (hereinafter also referred to as "substituents, etc.") represented by a specific symbol, or when multiple substituents, etc. are specified at the same time, this means that the respective substituents, etc. may be the same or different from each other. This also applies to the specification of the number of substituents, etc.

[0013] In this specification, unless otherwise specified, examples of the "substituent" include the groups exemplified as the substituent W below.

[0014] (Substituent W) The substituent W in this specification will be described. Examples of the substituent W include a halogen atom (for example, a fluorine atom, a chlorine atom, a bromine atom, an iodine atom, etc.), an alkyl group (including a cycloalkyl group, a bicycloalkyl group, and a tricycloalkyl group), an alkenyl group (including a cycloalkenyl group and a bicycloalkenyl group), an alkynyl group, an aryl group, a heterocyclic group (a heteroaryl group or an aliphatic heterocyclic group), a cyano group, a nitro group, an alkoxy group, an aryloxy group, a silyl group, a silyloxy group, a heterocyclic oxy group, an acyloxy group, a carbamoyloxy group, an alkoxycarbonyloxy group, an aryloxycarbonyloxy group, Examples of the substituent W include primary, secondary, or tertiary amino groups (including anilino groups), alkylthio groups, arylthio groups, heterocyclic thio groups, alkylsulfinyl groups, arylsulfinyl groups, alkylsulfonyl groups, arylsulfonyl groups, acyl groups, aryloxycarbonyl groups, alkoxycarbonyl groups, aryl or heterocyclic azo groups, imido groups, phosphino groups, phosphinyl groups, phosphinyloxy groups, phosphinylamino groups, phosphono groups, carboxy groups, phosphate groups, sulfonic acid groups, hydroxy groups, thiol groups, acylamino groups, carbamoyl groups, ureido groups, and boronic acid groups. Each of the above groups may further have a substituent (e.g., one or more of the above groups) if possible. For example, an alkyl group which may have a substituent is also included as one form of the substituent W. When the substituent W has carbon atoms, the number of carbon atoms contained in the substituent W is, for example, 1 to 20. The number of atoms other than hydrogen atoms contained in the substituent W is, for example, 1 to 30. The substituents include a carboxy group, a salt of a carboxy group, a phosphate group, a salt of a phosphate group, a sulfonic acid group, a salt of a sulfonic acid group, a hydroxy group, a thiol group, an acylamino group, a carbamoyl group, a ureido group, a boronic acid group (-B(OH) ２ ) and / or does not have a primary amino group.

[0015] In this specification, examples of halogen atoms include fluorine atoms, chlorine atoms, bromine atoms, and iodine atoms.

[0016] In this specification, unless otherwise specified, the aliphatic hydrocarbon group may be linear, branched, or cyclic. Examples of the aliphatic hydrocarbon group include an alkyl group, an alkenyl group, and an alkynyl group. In this specification, unless otherwise specified, the number of carbon atoms in the alkyl group is preferably 1 to 20, more preferably 1 to 10, and even more preferably 1 to 6. Unless otherwise specified, the alkyl group may be linear, branched, or cyclic. Examples of the alkyl group include a methyl group, an ethyl group, an n-propyl group, an isopropyl group, an n-butyl group, a sec-butyl group, a tert-butyl group, an n-hexyl group, a cyclopropyl group, and a cyclopentyl group. The cyclic alkyl group may be a cycloalkyl group, a bicycloalkyl group, or a tricycloalkyl group, and the alkyl group may have these ring structures as partial structures. In the alkyl group that may have a substituent, examples of the substituent that the alkyl group may have include the groups exemplified for the substituent W. Of these, an aryl group (preferably having 6 to 18 carbon atoms, more preferably having 6 carbon atoms), a heteroaryl group (preferably having 5 to 18 carbon atoms, more preferably having 5 to 6 carbon atoms), or a halogen atom (preferably a fluorine atom or a chlorine atom) is preferred.

[0017] In this specification, unless otherwise specified, the alkyl group moiety in the alkoxy group and alkylthio group is preferably the above-mentioned alkyl group. In the alkoxy group which may have a substituent, examples of the substituent that the alkoxy group may have include the same as the substituent in the alkyl group which may have a substituent. In the alkylthio group which may have a substituent, examples of the substituent that the alkylthio group may have include the same as the substituent in the alkyl group which may have a substituent.

[0018] In this specification, unless otherwise specified, the alkenyl group may be linear, branched, or cyclic. The number of carbon atoms in the alkenyl group is preferably 2 to 20. In the alkenyl group which may have a substituent, examples of the substituent that the alkenyl group may have include the same as the substituents in the alkyl group which may have a substituent. In this specification, unless otherwise specified, the alkynyl group may be linear, branched, or cyclic. The number of carbon atoms in the alkynyl group is preferably 2 to 20. In the alkynyl group which may have a substituent, examples of the substituent that the alkynyl group may have include the same as the substituents in the alkyl group which may have a substituent.

[0019] In this specification, unless otherwise specified, an aromatic ring or an aromatic ring constituting an aromatic ring group may be either a monocyclic ring or a polycyclic ring (e.g., 2 to 6 rings, etc.). A monocyclic aromatic ring is an aromatic ring having only one aromatic ring structure as a ring structure. A polycyclic (e.g., 2 to 6 rings, etc.) aromatic ring has a fused ring structure containing multiple (e.g., 2 to 6) monocyclic aromatic rings. The monocyclic aromatic ring is preferably a 5- or 6-membered ring. Furthermore, the polycyclic aromatic ring is preferably a fused ring structure containing multiple (e.g., 2 to 6) monocyclic aromatic rings selected from 5-membered rings and 6-membered rings. The number of ring atoms in the aromatic ring is preferably 5 to 15. In this specification, the "number of ring atoms" in a ring (e.g., an aromatic ring or an alicyclic ring) refers to the number of atoms constituting the ring structure, and in the case of a polycyclic ring, it refers to the number of atoms constituting the polycyclic ring. In this specification, unless otherwise specified, the aromatic ring may be either an aromatic hydrocarbon ring or an aromatic heterocyclic ring. When the aromatic ring is an aromatic heterocyclic ring, the number of heteroatoms contained as ring member atoms is, for example, 1 to 10. Examples of the heteroatom include a nitrogen atom, a sulfur atom, an oxygen atom, a selenium atom, a tellurium atom, a phosphorus atom, a silicon atom, and a boron atom. Examples of the aromatic hydrocarbon ring include a benzene ring, a naphthalene ring, an anthracene ring, a pyrene ring, a phenanthrene ring, and a fluorene ring.Examples of the aromatic heterocycle include a pyridine ring, a pyrimidine ring, a pyridazine ring, a pyrazine ring, a triazine ring (e.g., a 1,2,3-triazine ring, a 1,2,4-triazine ring, and a 1,3,5-triazine ring), a tetrazine ring (e.g., a 1,2,4,5-tetrazine ring), a quinoxaline ring, a pyrrole ring, a furan ring, a thiophene ring, an imidazole ring, an oxazole ring, a thiazole ring, a benzopyrrole ring, a benzofuran ring, a benzothiophene ring, a benzimidazole ring, a benzoxazole ring, a benzothiazole ring, a naphthopyrrole ring, a naphthofuran ring, a naphthothiophene ring, a naphthoimidazole ring, a naphthoxazole ring, a pyrroloimidazole ring (e.g., a 5H-pyrrolo[1,2-a]imidazole ring), an imidazooxazole ring (e.g., an imidazo[2,1-b]oxazole ring), Thienothiazole rings (for example, thieno[2,3-d]thiazole rings, etc.), benzothiadiazole rings, benzodithiophene rings (for example, benzo[1,2-b:4,5-b']dithiophene rings, etc.), thienothiophene rings (for example, thieno[3,2-b]thiophene rings, etc.), thiazolothiazole rings (for example, thiazolo[5,4-d]thiazole rings, etc.), naphthodithiophene rings (for example, naphtho[2,3- b:6,7-b']dithiophene ring, naphtho[2,1-b:6,5-b']dithiophene ring, naphtho[1,2-b:5,6-b']dithiophene ring, and 1,8-dithiadicyclopenta[b,g]naphthalene ring, etc.), benzothienobenzothiophene ring, dithieno[3,2-b:2',3'-d]thiophene ring, and 3,4,7,8-tetrathiadicyclopenta[a,e]pentalene ring.

[0020] In this specification, the term "aromatic ring group" includes, for example, a group obtained by removing one or more (e.g., 1 to 5, etc.) hydrogen atoms from the above-mentioned aromatic ring. In this specification, the term "aromatic hydrocarbon group" includes, for example, a group obtained by removing one or more (e.g., 1 to 5, etc.) hydrogen atoms from the above-mentioned aromatic hydrocarbon ring, and the term "aromatic heterocyclic group" includes, for example, a group obtained by removing one or more (e.g., 1 to 5, etc.) hydrogen atoms from the above-mentioned aromatic heterocycle. In this specification, the term "aryl group" includes, for example, a group obtained by removing one hydrogen atom from a ring corresponding to the aromatic hydrocarbon ring of the above-mentioned aromatic ring. In this specification, the term "heteroaryl group" includes, for example, a group obtained by removing one hydrogen atom from a ring corresponding to the aromatic heterocycle of the above-mentioned aromatic ring. In this specification, the term "arylene group" includes, for example, a group obtained by removing two hydrogen atoms from a ring corresponding to the aromatic hydrocarbon ring of the above-mentioned aromatic ring. In this specification, the term "heteroarylene group" refers to, for example, a group obtained by removing two hydrogen atoms from a ring corresponding to an aromatic heterocycle among the above-mentioned aromatic rings. In the aromatic ring group which may have a substituent, the aryl group which may have a substituent, the heteroaryl group which may have a substituent, the arylene group which may have a substituent, and the heteroarylene group which may have a substituent, the types of substituents which these groups may have include, for example, the groups exemplified for the substituent W. When these groups have a substituent, the number of the substituents may be 1 or more (for example, 1 to 4, etc.).

[0021] As used herein, the term "non-aromatic ring" refers to a ring structure that does not fall under the category of aromatic rings, and examples thereof include aliphatic hydrocarbon rings and aliphatic heterocycles. Examples of the aliphatic hydrocarbon ring include cycloalkanes, cycloalkenes, and cycloalkynes. Examples of the aliphatic heterocycle include a pyrrolidine ring, oxolane ring, thiolane ring, piperidine ring, tetrahydropyran ring, thiane ring, piperazine ring, morpholine ring, quinuclidine ring, azetidine ring, oxetane ring, aziridine ring, dioxane ring, and γ-butyrolactone ring. As used herein, the term "aliphatic hydrocarbon ring group" refers to, for example, a group obtained by removing one or more hydrogen atoms (e.g., 1 to 5, etc.) from a ring that falls under the category of an aliphatic hydrocarbon ring. As used herein, the term "aliphatic heterocyclic group" refers to, for example, a group obtained by removing one or more hydrogen atoms (e.g., 1 to 5, etc.) from a ring that falls under the category of an aliphatic heterocycle.

[0022] In this specification, when a formula showing a chemical structure contains a plurality of identical symbols indicating the type or number of groups, the contents of the plurality of identical symbols are independent of each other, and the contents of the plurality of identical symbols may be the same or different, unless otherwise specified. In this specification, when a formula showing a chemical structure contains a plurality of groups of the same type (e.g., alkyl groups, etc.), the specific contents of the plurality of groups of the same type are independent of each other, and the specific contents of the plurality of groups of the same type may be the same or different, unless otherwise specified.

[0023] In this specification, when referring to a ring used as an acidic nucleus, specific examples of the ring used as the acidic nucleus include the following (a) to (s): (a) 1,3-dicarbonyl nucleus: for example, a 1,3-indandione nucleus, 1,3-cyclohexanedione, 5,5-dimethyl-1,3-cyclohexanedione, and 1,3-dioxane-4,6-dione. (b) pyrazolinone nucleus: for example, 1-phenyl-2-pyrazolin-5-one, 3-methyl-1-phenyl-2-pyrazolin-5-one, and 1-(2-benzothiazolyl)-3-methyl-2-pyrazolin-5-one. (c) isoxazolinone nucleus: for example, 3-phenyl-2-isoxazolin-5-one and 3-methyl-2-isoxazolin-5-one. (d) oxindole nucleus: for example, 1-alkyl-2,3-dihydro-2-oxindole. (e) 2,4,6-trioxohexahydropyrimidine nucleus: for example, barbituric acid, 2-thiobarbituric acid, and derivatives thereof. Examples of the derivatives include 1-alkyl compounds such as 1-methyl and 1-ethyl, 1,3-dialkyl compounds such as 1,3-dimethyl, 1,3-diethyl, and 1,3-dibutyl, 1,3-diaryl compounds such as 1,3-diphenyl, 1,3-di(p-chlorophenyl), and 1,3-di(p-ethoxycarbonylphenyl), 1-alkyl-1-aryl compounds such as 1-ethyl-3-phenyl, and 1,3-diheteroaryl compounds such as 1,3-di(2-pyridyl). (f) 2-thio-2,4-thiazolidinedione nucleus: for example, rhodanine and derivatives thereof. Examples of the derivatives include 3-alkylrhodanines such as 3-methylrhodanine, 3-ethylrhodanine, and 3-allylrhodanine, 3-arylrhodanines such as 3-phenylrhodanine, and 3-heteroarylrhodanines such as 3-(2-pyridyl)rhodanine. (g) 2-thio-2,4-oxazolidinedione nucleus (2-thio-2,4-(3H,5H)-oxazoledione nucleus): for example, 3-ethyl-2-thio-2,4-oxazolidinedione. (h) thianaphthenone nucleus: for example, 3(2H)-thianaphthenone-1,1-dioxide. (i) 2-thio-2,5-thiazolidinedione nucleus: for example, 3-ethyl-2-thio-2,5-thiazolidinedione.(j) 2,4-thiazolidinedione nucleus: for example, 2,4-thiazolidinedione, 3-ethyl-2,4-thiazolidinedione, and 3-phenyl-2,4-thiazolidinedione. (k) thiazolin-4-one nucleus: for example, 4-thiazolinone and 2-ethyl-4-thiazolinone. (l) 2,4-imidazolidinedione (hydantoin) nucleus: for example, 2,4-imidazolidinedione and 3-ethyl-2,4-imidazolidinedione. (m) 2-thio-2,4-imidazolidinedione (2-thiohydantoin) nucleus: for example, 2-thio-2,4-imidazolidinedione and 3-ethyl-2-thio-2,4-imidazolidinedione. (n) Imidazolin-5-one nucleus: for example, 2-propylmercapto-2-imidazolin-5-one, etc. (o) 3,5-pyrazolidinedione nucleus: for example, 1,2-diphenyl-3,5-pyrazolidinedione and 1,2-dimethyl-3,5-pyrazolidinedione, etc. (p) Benzothiophen-3(2H)-one nucleus: for example, benzothiophen-3(2H)-one, oxobenzothiophen-3(2H)-one, and dioxobenzothiophen-3(2H)-one, etc. (q) Indanone nucleus: for example, 1-indanone, 3-phenyl-1-indanone, 3-methyl-1-indanone, 3,3-diphenyl-1-indanone, and 3,3-dimethyl-1-indanone, etc. (r) Benzofuran-3-(2H)-one nucleus: for example, benzofuran-3-(2H)-one, etc. (s) 2,2-dihydrophenalene-1,3-dione nucleus, etc.

[0024] In this specification, the bonding direction of a divalent group (e.g., -CO-O-, etc.) is not limited unless otherwise specified. For example, when Y is -CO-O- in a compound represented by the formula "X-Y-Z," the compound may be either "X-O-CO-Z" or "X-CO-O-Z."

[0025] In this specification, with respect to compounds that may have geometric isomers (cis-trans isomers), the general formula or structural formula representing the compound may be described in only one of the cis and trans forms for convenience. Even in such cases, unless otherwise specified, the form of the compound is not limited to either the cis or trans form, and the compound may be in either the cis or trans form. Furthermore, in this specification, with respect to compounds having an asymmetric atom, the general formula or structural formula representing the compound may be described without distinguishing between stereoisomers for convenience. Even in such cases, unless otherwise specified, the form of the compound is not limited to either form, and may be any one form or a mixture. For example, a compound having an asymmetric carbon atom may be either the S-form or the R-form, or a mixture thereof, unless otherwise specified.

[0026] In this specification, unless otherwise specified, * in a formula indicates a bonding position.

[0027] In this specification, the maximum absorption wavelength and absorption coefficient are values ​​determined by measuring a single film of each compound (a thin film consisting of only the compound to be evaluated). The absorption coefficient is the rate at which light is absorbed per unit length as it travels through a thin film, and is calculated by substituting values ​​into the formula "(absorbance at the wavelength for which the absorption coefficient is to be determined) × 2.30 ÷ (film thickness (cm))." Specifically, a single film of the compound to be evaluated is first formed on a 0.7 mm thick transparent quartz glass sheet by vacuum deposition at a deposition rate of 0.5 Å / sec to a thickness of 30 nm. Next, the absorbance of the resulting single film in the visible region of 400 to 700 nm is measured using a UV-visible spectrophotometer. The absorption coefficient at the wavelength for which the absorption coefficient is to be determined is calculated by multiplying the absorbance at that wavelength by 2.30 and dividing the result by the film thickness (unit: cm) of the single film. The wavelength at which the absorption coefficient is maximized is defined as the maximum absorption wavelength. However, if the compound to be evaluated does not have suitability for vapor deposition, the film is formed by a coating method.

[0028] [Photoelectric Conversion Element] The photoelectric conversion element of the present invention is a photoelectric conversion element having a conductive film, a photoelectric conversion film, and a transparent conductive film in this order, wherein the photoelectric conversion film contains a first compound, a second compound, and a third compound, which are structurally different from one another, and an n-type organic semiconductor. Here, the first compound has a maximum absorption wavelength in the wavelength range of 400 to 550 nm and an absorption coefficient at the maximum absorption wavelength of 1×10 ５ cm －１ The second compound has a maximum absorption wavelength in the wavelength range of 500 to 650 nm, and an absorption coefficient at the maximum absorption wavelength of 1×10 ５ cm －１ The third compound has a maximum absorption wavelength in the wavelength range of 400 to 550 nm or 500 to 650 nm, and an absorption coefficient at the maximum absorption wavelength of 1×10 ５ cm －１ In this specification, light with a wavelength of 400 to 550 nm may be referred to as blue-green light, and light with a wavelength of 500 to 650 nm may be referred to as red-green light.

[0029] Although the reason why the photoelectric conversion element having the above configuration can solve the problems of the present invention is not entirely clear, the present inventors speculate as follows. Note that the following speculation does not limit the mechanism by which the effect is obtained. In other words, even if the effect is obtained by a mechanism other than the one described below, it is still within the scope of the present invention. Recently, the present inventors have investigated photoelectric conversion elements containing the first compound having an absorption maximum in the wavelength band of blue-green light and the second compound having an absorption maximum in the wavelength band of red-green light in order to obtain a photoelectric conversion element exhibiting excellent response over a wide wavelength range. They have found that when the third compound having an absorption maximum in either the wavelength band of blue-green light or the wavelength band of red-green light is combined as an auxiliary dye, the response when receiving blue light, green light, and red light is all significantly improved. This is thought to be due to the presence of the third compound, which is an auxiliary dye having a structure different from that of the first compound and the second compound, impairing the molecular packing of the first compound or the second compound, thereby suppressing excessive aggregation between the first compounds or the second compounds. Furthermore, the third compound has an absorption maximum in the wavelength band of blue-green light, similar to the first compound, or has an absorption maximum in the wavelength band of red-green light, similar to the second compound. In other words, since the third compound has a hue similar to either the first compound or the second compound, it can contribute to suppressing excessive aggregation of the first compound or the second compound without changing the hue derived from the first compound or the second compound. As a result, it is presumed that the responsiveness when receiving blue light, green light, and red light is all significantly improved. Furthermore, the first compound, the second compound, and the third compound all have a maximum absorption wavelength in a predetermined wavelength band, and an absorption coefficient at the maximum absorption wavelength is 1×10 ５ cm －１ Since the quantum efficiency is relatively high at or above, the quantum efficiency when blue light, green light, and red light are received is also excellent.

[0030] Furthermore, as will be described later, it has also been found that when at least one of the Tanimoto coefficients between the third compound and the first compound and the Tanimoto coefficients between the third compound and the second compound is 0.50 or higher, the responsiveness when receiving blue light, green light, and red light is significantly improved. The reason for this is presumably that when the Tanimoto coefficient between the third compound and the first compound (or the Tanimoto coefficient between the second compound and the first compound) is 0.50 or higher, the compatibility between the third compound and the first compound (or the second compound and the first compound) is improved, further increasing the effect of suppressing aggregation, and as a result, the responsiveness when receiving blue light, green light, and red light is further improved. In addition, when the Tanimoto coefficients of the third compound and the first compound and the Tanimoto coefficients of the second compound and the first compound are all 0.50 or more, the responsiveness when receiving blue light, green light, and red light can all be further significantly improved.

[0031] Hereinafter, "the effect of the present invention is better" means that one or more of the responsiveness when receiving blue light, the responsiveness when receiving green light, and the responsiveness when receiving red light are better, and / or the quantum efficiency when receiving blue light, the quantum efficiency when receiving green light, and the quantum efficiency when receiving red light are better.

[0032] FIG. 1 shows a cross-sectional schematic diagram of one embodiment of the photoelectric conversion element of the present invention. The photoelectric conversion element 10a shown in FIG. 1 has a configuration in which a conductive film (hereinafter also referred to as the "lower electrode") 11 functioning as a lower electrode, an electron blocking film 16A, a photoelectric conversion film 12 containing a first compound, a second compound, a third compound, and an n-type organic semiconductor, and a transparent conductive film (hereinafter also referred to as the "upper electrode") 15 functioning as an upper electrode are stacked in this order. FIG. 2 shows an example of the configuration of another photoelectric conversion element. The photoelectric conversion element 10b shown in FIG. 2 has a configuration in which an electron blocking film 16A, a photoelectric conversion film 12, a hole blocking film 16B, and an upper electrode 15 are stacked in this order on the lower electrode 11. Note that the stacking order of the electron blocking film 16A, the photoelectric conversion film 12, and the hole blocking film 16B in FIGS. 1 and 2 may be changed as appropriate depending on the application and characteristics.

[0033] The form of the photoelectric conversion film is not particularly limited as long as it contains the first compound, the second compound, the third compound, and the n-type organic semiconductor, but it is preferably a mixed layer formed in a state in which the first compound, the second compound, the third compound, and the n-type organic semiconductor are mixed.

[0034] In the photoelectric conversion element 10a (or 10b), it is preferable that light is incident on the photoelectric conversion film 12 through the upper electrode 15. When the photoelectric conversion element 10a (or 10b) is used, a voltage can be applied. In this case, the lower electrode 11 and the upper electrode 15 form a pair of electrodes, and a voltage of 1×10 is applied between the pair of electrodes. －５ ~1 x 10 ７ In terms of performance and power consumption, it is preferable to apply a voltage of 1×10 V / cm. －４ ~1 x 10 ７ V / cm is more preferable, and 1×10 －３ ~5 x 10 ６ 1 and 2, it is preferable to apply a voltage so that the electron blocking film 16A side serves as the cathode and the photoelectric conversion film 12 side serves as the anode. When the photoelectric conversion element 10a (or 10b) is used as an optical sensor or incorporated into an imaging element, a voltage can be applied in a similar manner. As will be described in detail later, the photoelectric conversion element 10a (or 10b) can be suitably used as an imaging element.

[0035] The configuration of each layer constituting the photoelectric conversion element of the present invention will be described in detail below.

[0036] [Photoelectric Conversion Film] The photoelectric conversion element has a photoelectric conversion film, which includes a first compound, a second compound, a third compound, and an n-type organic semiconductor. The first compound, the second compound, and the third compound are the compounds shown below, which have different structures from one another. The first compound has a maximum absorption wavelength in the wavelength range of 400 to 550 nm, and an absorption coefficient at the maximum absorption wavelength of 1×10 ５ cm －１ The second compound has a maximum absorption wavelength in the wavelength range of 500 to 650 nm, and an absorption coefficient at the maximum absorption wavelength of 1×10 ５ cm－１ The third compound has a maximum absorption wavelength in the wavelength range of 400 to 550 nm or 500 to 650 nm, and an absorption coefficient at the maximum absorption wavelength of 1×10 ５ cm －１ The above compounds.

[0037] Each component contained in the photoelectric conversion element will be described in detail below.

[0038] <First Compound> The first compound has a maximum absorption wavelength in the wavelength range of 400 to 550 nm, and an absorption coefficient at the maximum absorption wavelength of 1×10 ５ cm －１ There are no particular limitations on the above compounds, but the compounds are preferably so-called ADA type dye compounds having acceptor moieties (A) at both ends and a donor moiety (D) in the center, or so-called DA type dye compounds having a donor moiety and an acceptor moiety, and have a maximum absorption wavelength in the wavelength range of 400 to 550 nm and an absorption coefficient at the maximum absorption wavelength of 1×10 ５ cm －１ Specific examples of the first compound include a compound represented by formula (X1), a compound represented by formula (X2), a compound represented by formula (X3), or a compound represented by formula (X4), which has a maximum absorption wavelength in the wavelength range of 400 to 550 nm and an absorption coefficient at the maximum absorption wavelength of 1×10 ５ cm －１ The first compound is a compound represented by formula (X3), which has a maximum absorption wavelength in the wavelength range of 400 to 550 nm and an absorption coefficient at the maximum absorption wavelength of 1×10 or more, and which is particularly advantageous in terms of the effects of the present invention. ５ cm －１ Compounds in which the above are true are preferred.

[0039] The maximum absorption wavelength of the first compound is preferably 415 to 535 nm, more preferably 430 to 520 nm. The absorption coefficient at the maximum absorption wavelength of the first compound is 1.5×10 ５ cm －１ More than 2.0 × 10 ５ cm －１ There is no particular upper limit to the absorption coefficient, and it is, for example, 1.0 × 10 ７ cm－１ The following is the result.

[0040] The compounds represented by formula (X1), (X2), (X3), and (X4) will be described below.

[0041] Compound represented by formula (X1) The compound represented by formula (X1) will be described below. The compound represented by formula (X1) as the first compound has a maximum absorption wavelength in the wavelength range of 400 to 550 nm and an absorption coefficient at the maximum absorption wavelength of 1×10 ５ cm －１ The compound is as described above.

[0042]

[0043] In formula (X1), Y １１ represents a group represented by formula (1-1) or a group represented by formula (1-2). １ represents a ring containing at least two carbon atoms, which may have a substituent. １ represents an oxygen atom, a sulfur atom, and ═NR Ｚ１ or =CR Ｚ２ R Ｚ３ Represents R Ｚ１ represents a hydrogen atom or a substituent. Ｚ２ and R Ｚ３ each independently represents a cyano group or —COOR Ｚ４ Represents R Ｚ４ represents an alkyl group which may have a substituent, an aryl group which may have a substituent, or a heteroaryl group which may have a substituent. ｂ１ and R ｂ２ each independently represents a cyano group, —COOR ｂ３ , or -COR ｂ４ Represents R ｂ３ represents an alkyl group which may have a substituent, an aryl group which may have a substituent, or a heteroaryl group which may have a substituent. ｂ４ represents an aromatic ring group which may have a substituent or an aliphatic hydrocarbon group which may have a substituent. １１ and R １２ R each independently represents a hydrogen atom or a substituent.ａ１１ and R ａ１２ each independently represents an optionally substituted aryl group, —C(R Ｌ１１ ) (R Ｌ１２ ) (R Ｌ１３ ), or a heteroaryl group which may have a substituent. Ｌ１１ ~R Ｌ１３ each independently represents a hydrogen atom, an optionally substituted alkyl group, an optionally substituted aryl group, or an optionally substituted heteroaryl group. Ｌ１１ ~R Ｌ１３ At least two of R independently represent an alkyl group which may have a substituent, an aryl group which may have a substituent, or a heteroaryl group which may have a substituent. Ｌ１１ ~R Ｌ１３ The optionally substituted alkyl group, the optionally substituted aryl group, and the optionally substituted heteroaryl group represented by the following formula (I) may be bonded to each other via a single bond or a divalent linking group to form a ring which may have a substituent. １１ represents an aromatic ring which may have a substituent. * represents a bonding position.

[0044] Formula (X1) will be described in detail below.

[0045] In formula (1-1), C １ represents a ring containing two or more carbon atoms and which may have a substituent. １ are the two carbon atoms specified in formula (X). The number of carbon atoms in the ring is preferably 3 to 30, more preferably 3 to 20, and even more preferably 3 to 10. The number of carbon atoms in the ring is the number including the two carbon atoms specified in the formula. The ring may be either an aromatic ring or a non-aromatic ring. The ring may be either a monocyclic or polycyclic ring, and is preferably a 5-membered ring, a 6-membered ring, or a fused ring containing at least one of a 5-membered ring and a 6-membered ring. The number of carbon atoms in the fused ring containing at least one of a 5-membered ring and a 6-membered ring is preferably 6 to 20, more preferably 6 to 15, and even more preferably 8 to 10.

[0046] The ring may have a heteroatom. Examples of the heteroatom include a nitrogen atom, a sulfur atom, an oxygen atom, a selenium atom, a tellurium atom, a phosphorus atom, a silicon atom, and a boron atom, and a sulfur atom, a nitrogen atom, or an oxygen atom is preferred. The number of heteroatoms in the ring is preferably 0 to 10, and more preferably 0 to 5. １ Among the carbon atoms constituting the ring represented by the formula (1-1), the carbon atom at the bonding position marked with * and Z １ Carbon atoms other than the carbon atom bonded to may be substituted with a carbonyl carbon (>C=O) or a thiocarbonyl carbon (>C=S).

[0047] Above C １ The ring represented by the formula (I) is preferably a ring used as an acidic nucleus (for example, an acidic nucleus in a merocyanine dye), and examples thereof include the above-mentioned (a) to (s).

[0048] In formula (1-1), Z １ represents an oxygen atom, a sulfur atom, and ═NR Ｚ１ or =CR Ｚ２ R Ｚ３ Represents Z. １ is preferably an oxygen atom or a sulfur atom, more preferably an oxygen atom, in that the effects of the present invention are more excellent. Ｚ１ represents a hydrogen atom or a substituent. Examples of the substituent include the substituents exemplified above for the substituent W. Ｚ２ and R Ｚ３ each independently represents a cyano group or —COOR Ｚ４ Represents R Ｚ４ represents an alkyl group which may have a substituent, an aryl group which may have a substituent, or a heteroaryl group which may have a substituent. The alkyl group is preferably an alkyl group having 1 to 3 carbon atoms. The aryl group is preferably a phenyl group. The heteroaryl group is preferably a heteroaryl group containing a heteroatom selected from the group consisting of an oxygen atom, a sulfur atom, and a nitrogen atom. R Ｚ４ Examples of the substituent that each group represented by the following formula may have include the substituents exemplified for the substituent W above.

[0049] As the group represented by formula (1-1), groups represented by formulae (1X-1) to (1X-3) are more preferred.

[0050]

[0051] In formula (1X-1), Z Ｘ１ and Z Ｘ２ Each independently represents an oxygen atom or a sulfur atom. Ｘ１ and Z Ｘ２ is preferably an oxygen atom, and Z Ｘ１ and Z Ｘ２ is more preferably an oxygen atom.

[0052] In formula (1X-1), C Ｘ１ represents an aromatic ring which may have a substituent. The aromatic ring may be either a monocyclic or polycyclic ring. The number of ring-member atoms of the aromatic ring is preferably 4 to 30, more preferably 5 to 12, and even more preferably 5 to 8. The number of ring-member atoms of the aromatic ring is the number including the two carbon atoms specified in the formula. The aromatic ring may be either an aromatic hydrocarbon ring or an aromatic heterocyclic ring, with an aromatic hydrocarbon ring being preferred. Specific examples of the aromatic ring are as described above, with a benzene ring, a naphthalene ring, an anthracene ring, a pyrene ring, a thiophene ring, a furan ring, a thiazole ring, an oxazole ring, a pyridine ring, a thienothiophene ring, a benzothiophene ring, a benzofuran ring, a pyrazine ring, a pyrimidine ring, or a pyridazine ring being preferred, with a benzene ring or a naphthalene ring being more preferred. Examples of the substituent that the aromatic ring may have include the groups exemplified by the substituent W above, with an alkyl group or a halogen atom being preferred. The number of substituents that the aromatic ring may have is not particularly limited, but is preferably 0 to 8, and more preferably 0 to 4.

[0053] In formula (1X-1), Z Ｘ１ and Z Ｘ２ Each independently represents an oxygen atom or a sulfur atom. Ｘ１ and Z Ｘ２ is preferably an oxygen atom, and Z Ｘ１ and Z Ｘ２is more preferably an oxygen atom.

[0054] In formula (1X-1), C Ｘ１ represents an aromatic ring which may have a substituent. The aromatic ring may be either a monocyclic or polycyclic ring. The number of ring-member atoms of the aromatic ring is preferably 4 to 30, more preferably 5 to 12, and even more preferably 5 to 8. The number of ring-member atoms of the aromatic ring is the number including the two carbon atoms specified in the formula. The aromatic ring may be either an aromatic hydrocarbon ring or an aromatic heterocyclic ring, with an aromatic hydrocarbon ring being preferred. Specific examples of the aromatic ring are as described above, with a benzene ring, a naphthalene ring, an anthracene ring, a pyrene ring, a thiophene ring, a furan ring, a thiazole ring, an oxazole ring, a pyridine ring, a thienothiophene ring, a benzothiophene ring, a benzofuran ring, a pyrazine ring, a pyrimidine ring, or a pyridazine ring being preferred, with a benzene ring or a naphthalene ring being more preferred. Examples of the substituent that the aromatic ring may have include the groups exemplified by the substituent W above, with an alkyl group or a halogen atom being preferred. The number of substituents that the aromatic ring may have is not particularly limited, but is preferably 0 to 8, and more preferably 0 to 4.

[0055] In formula (1X-2), Z Ｘ３ represents an oxygen atom or a sulfur atom. In terms of achieving better effects of the present invention, an oxygen atom is preferred. Ｘ１Ａ and R Ｘ１Ｂ each independently represents a cyano group or —COOR Ｘ１Ｃ Represents R Ｘ１Ｃ represents an alkyl group which may have a substituent, an aryl group which may have a substituent, or a heteroaryl group which may have a substituent. The alkyl group is preferably an alkyl group having 1 to 3 carbon atoms. The aryl group is preferably a phenyl group. The heteroaryl group is preferably a heteroaryl group containing a heteroatom selected from the group consisting of an oxygen atom, a sulfur atom, and a nitrogen atom. R Ｘ１Ｃ Examples of the substituent that each group represented by the following formula may have include the substituents exemplified for the substituent W above.

[0056] In formula (1X-2), C Ｘ２ represents an aromatic ring which may have a substituent. Ｘ２ The aromatic ring which may have a substituent represented by C in formula (1X-1) Ｘ１ The meaning and preferred embodiments are also the same as the aromatic ring which may have a substituent represented by the following formula:

[0057] In formula (1X-3), Z Ｘ４ ~Z Ｘ６ Each independently represents an oxygen atom or a sulfur atom. Ｘ４ and Z Ｘ５ is preferably an oxygen atom, and Z Ｘ４ ~Z Ｘ６ is more preferably an oxygen atom.

[0058] Z Ｙ１ and Z Ｙ２ are each independently -NR ＹＡ -or-CR ＹＢ R ＹＣ -, and the effect of the present invention is more excellent, -NR ＹＡ - is preferred. ＹＡ ~R ＹＣ each independently represents a hydrogen atom or a substituent. Examples of the substituent include the groups exemplified by the substituent W above, with an alkyl group or an aryl group being preferred, and an alkyl group being more preferred. The alkyl group may be linear, branched, or cyclic, with a linear group being preferred. The alkyl group preferably has 1 to 20 carbon atoms, more preferably 1 to 6, even more preferably 1 to 3, and particularly preferably 1 or 2. The aryl group may be monocyclic or polycyclic, with a phenyl group being preferred. The aryl group may further have a substituent, and examples of the substituent include the groups exemplified by the substituent W above.

[0059] In formula (1-2), R ｂ１ and R ｂ２ each independently represents a cyano group, —COOR ｂ３ , or -COR ｂ４ represents a cyano group or —COR ｂ４ is preferred. ｂ３represents an alkyl group which may have a substituent, an aryl group which may have a substituent, or a heteroaryl group which may have a substituent. The alkyl group is preferably an alkyl group having 1 to 3 carbon atoms. The aryl group is preferably a phenyl group. The heteroaryl group is preferably a heteroaryl group containing a heteroatom selected from the group consisting of an oxygen atom, a sulfur atom, and a nitrogen atom. R ｂ３ Examples of the substituent that each group represented by the following formula may have include the substituents exemplified for the substituent W above.

[0060] R ｂ４ represents an aromatic ring group which may have a substituent or an aliphatic hydrocarbon group which may have a substituent. ｂ４ In particular, R preferably represents an alkyl group which may have a substituent, an aryl group which may have a substituent, or a heteroaryl group which may have a substituent. The alkyl group may be linear, branched, or cyclic. The number of carbon atoms in the alkyl group is preferably 1 to 10, and more preferably 1 to 6. Specific examples of the alkyl group include a methyl group, an ethyl group, and a cyclohexyl group. In particular, the aryl group is preferably a phenyl group. The heteroaryl group is preferably a heteroaryl group containing a heteroatom selected from the group consisting of an oxygen atom, a sulfur atom, and a nitrogen atom. R ｂ４ Examples of the substituent that each group represented by the following formula may have include the substituents exemplified for the substituent W above.

[0061] In formula (X1), R １１ and R １２ R each independently represents a hydrogen atom or a substituent. １１ and R １２ Examples of the substituent represented by the formula (I) include the substituent W described above, and a hydrogen atom is preferred in terms of achieving better effects of the present invention.

[0062] In formula (X1), R ａ１１ and R ａ１２ each independently represents an aryl group which may have a substituent, —C(R Ｌ１１ ) (RＬ１２ ) (R Ｌ１３ ), or a heteroaryl group which may have a substituent. ａ１１ and R ａ１２ As the alkyl group, an aryl group which may have a substituent or —C(R Ｌ１１ ) (R Ｌ１２ ) (R Ｌ１３ ) is preferable, an aryl group which may have a substituent is more preferable, and a group represented by formula (Z) described below is even more preferable. ａ１１ and R ａ１２ When each of R represents an aryl group which may have a substituent, R ａ１１ and R ａ１２ It is preferable that at least one of R represents a group represented by formula (Z). ａ１１ and R ａ１２ It is preferable that at least one of R is a group represented by formula (Z). ａ１１ and R ａ１２ are also preferably different groups.

[0063] R ａ１１ and R ａ１２The aryl group represented by the formula (I) may be either monocyclic or polycyclic. The number of carbon atoms in the aryl group is preferably 6 to 12, more preferably 6 to 10. The aryl group is preferably a phenyl group, a naphthyl group, an anthryl group, or a fluorenyl group, and more preferably a phenyl group. Substituents that the aryl group may have include the substituent W described above. An alkyl group, an aryl group, a heteroaryl group, a cyano group, or a halogen atom is preferred, an alkyl group or a halogen atom is more preferred, and an alkyl group having 2 or more carbon atoms is even more preferred. The alkyl group exemplified as a substituent that the aryl group may have may be linear, branched, or cyclic, and a branched group is preferred in terms of achieving better effects of the present invention. The number of carbon atoms in the alkyl group is preferably 2 or more in terms of achieving better effects of the present invention. The upper limit is preferably 8 or less, more preferably 6 or less, and even more preferably 4 or less. When the aryl group has a substituent, the number of substituents is preferably 1 to 5, more preferably 1 to 3, and even more preferably 2 or 3. Among these, the aryl group is preferably a group represented by formula (Z).

[0064]

[0065] In formula (Z), R Ｚ１ ~R Ｚ５ R each independently represents a hydrogen atom or a substituent. Ｚ１ and R Ｚ５ It is preferable that at least one of R Ｚ１ and R Ｚ５ is more preferably a substituent. Ｚ１ ~R Ｚ５ The definition and preferred embodiments of the substituent represented by the formula ａ１１ and R ａ１２ These are the same as the groups exemplified as the substituents that the aryl group represented by R Ｚ１ and R Ｚ５ At least one of R is preferably an alkyl group having 2 or more carbon atoms, Ｚ１ and R Ｚ５ is more preferably an alkyl group having two or more carbon atoms.

[0066] R Ｚ１ ~R Ｚ５ When two or more adjacent groups among R represent the above-mentioned substituents, the adjacent substituents may be bonded to each other via a single bond or a divalent linking group to form a ring which may have a substituent. Ｚ１ and R Ｚ２ are all substituents, R Ｚ１ and R Ｚ２ and may be connected to each other via a single bond or a divalent linking group to form a ring which may have a substituent. Ｚ２ and R Ｚ３ are all substituents, R Ｚ３ and R Ｚ４ are both substituents, and R Ｚ４ and R Ｚ５ The same applies when all of the groups are substituents. Examples of the divalent linking group include a divalent aliphatic hydrocarbon group (preferably having 1 to 3 carbon atoms), -O-, -CO-, -S-, and -SO ２ - and -NR Ｎ - (R Ｎ is a hydrogen atom or a substituent). The ring is preferably an aliphatic ring. The ring may be either a monocyclic or polycyclic ring. The number of ring atoms in the ring is preferably 3 to 20, more preferably 4 to 12, and even more preferably 4 to 6. The ring may have a heteroatom. Examples of the heteroatom include a nitrogen atom, a sulfur atom, an oxygen atom, a selenium atom, a tellurium atom, a phosphorus atom, a silicon atom, and a boron atom, with a sulfur atom, a nitrogen atom, or an oxygen atom being preferred. Examples of the substituent that the ring may have include the substituent W described above, with an alkyl group, an aryl group, or a halogen atom being preferred.

[0067] R ａ１１ and R ａ１２The heteroaryl group represented by the formula (I) may be either monocyclic or polycyclic. Examples of heteroatoms contained in the heteroaryl group include nitrogen, sulfur, oxygen, selenium, tellurium, phosphorus, silicon, and boron atoms, with nitrogen, sulfur, or oxygen being preferred. The number of ring atoms in the heteroaryl group is preferably 5 to 20, and more preferably 5 to 12. The definitions and preferred embodiments of the substituents that the heteroaryl group may have are described in the above R ａ１１ and R ａ１２ The definitions and preferred embodiments of the substituents that the aryl group represented by the following formula (I) may have are the same as those of the substituents that the aryl group represented by the following formula (I) may have.

[0068] -C(R Ｌ１１ ) (R Ｌ１２ ) (R Ｌ１３ ) Medium, R Ｌ１１ ~R Ｌ１３ each independently represents a hydrogen atom, an alkyl group which may have a substituent, an aryl group which may have a substituent, or a heteroaryl group which may have a substituent. Ｌ１１ ~R Ｌ１３ At least two of R represent an alkyl group which may have a substituent, an aryl group which may have a substituent, or a heteroaryl group which may have a substituent. Examples of the substituent which the alkyl group, aryl group, and heteroaryl group may have include the substituent W described above, and an alkyl group, an aryl group, or a halogen atom is preferred. Ｌ１１ ~R Ｌ１３ The alkyl group represented by R may be linear, branched, or cyclic. The number of carbon atoms in the alkyl group is preferably 1 to 6, and more preferably 1 to 3. Ｌ１１ ~R Ｌ１３ The definitions and preferred embodiments of the aryl group and heteroaryl group represented by R ａ１１ and R ａ１２ The aryl and heteroaryl groups are the same as those represented by the following formula:

[0069] R Ｌ１１ ~R Ｌ１３The optionally substituted alkyl group, the optionally substituted aryl group, and the optionally substituted heteroaryl group, represented by the following formula (I), may be bonded to each other via a single bond or a divalent linking group to form a ring which may have a substituent. For example, R Ｌ１１ and R Ｌ１２ and optionally substituted alkyl groups represented by the formula: may be bonded to each other via a single bond or a divalent linking group to form a ring which may have a substituent, and R Ｌ１１ an aryl group which may have a substituent represented by R Ｌ１２ and an alkyl group represented by the formula (I) may be bonded to each other via a single bond or a divalent linking group to form a ring which may have a substituent. Examples of the divalent linking group include a divalent hydrocarbon group (e.g., an alkylene group or an arylene group), -O-, -CO-, -SO ２ Examples of the ring include -, -NH-, and groups formed by combining these. The ring is preferably an aliphatic ring. The number of ring atoms in the ring is preferably 3 to 20, more preferably 3 to 12, and even more preferably 3 to 6. The ring may have a heteroatom. Examples of the heteroatom include a nitrogen atom, a sulfur atom, an oxygen atom, a selenium atom, a tellurium atom, a phosphorus atom, a silicon atom, and a boron atom, with a sulfur atom, a nitrogen atom, or an oxygen atom being preferred. Examples of the substituent that the ring may have include the substituent W described above, with an alkyl group, an aryl group, or a halogen atom being preferred.

[0070] In formula (X1), Ar １１represents an aromatic ring which may have a substituent. The aromatic ring may be either a monocyclic or polycyclic ring, with a polycyclic ring being preferred in terms of better effects of the present invention. The number of fused rings in the polycyclic ring is preferably 2 to 4, more preferably 2. The aromatic ring may be either an aromatic hydrocarbon ring or an aromatic heterocyclic ring, with an aromatic heterocyclic ring being preferred. Examples of heteroatoms contained in the aromatic heterocyclic ring include a nitrogen atom, a sulfur atom, an oxygen atom, a selenium atom, a tellurium atom, a phosphorus atom, a silicon atom, and a boron atom, with an oxygen atom, a nitrogen atom, or a sulfur atom being preferred, and a nitrogen atom being more preferred. The number of ring-member atoms in the aromatic ring group is preferably 5 to 20, more preferably 6 to 14, and even more preferably 8 to 10. Among these, a nitrogen-containing polycyclic aromatic ring is preferred as the aromatic ring. Examples of the substituent that the aromatic ring may have include the aforementioned substituent W, and are preferably a halogen atom, an optionally substituted aliphatic hydrocarbon group (preferably an alkyl group having 1 to 3 carbon atoms), an optionally substituted aromatic ring group, an optionally substituted aliphatic heterocyclic group, an optionally substituted alkoxy group (preferably an alkyl group having 1 to 3 carbon atoms), an optionally substituted acyl group (preferably an acyl group having 2 to 4 carbon atoms), an optionally substituted alkyloxycarbonyl group (preferably an alkyl group having 2 to 4 carbon atoms), a silyl group, a cyano group, or a nitro group, and more preferably an alkyl group having 1 to 3 carbon atoms or an alkoxy group having 1 to 3 carbon atoms, which may have a halogen atom. Examples of the halogen atom include a fluorine atom, a chlorine atom, a bromine atom, and an iodine atom, and a fluorine atom or a chlorine atom is preferred. Among the above substituents, substituents other than a chlorine atom are also preferred, and substituents other than a halogen atom are even more preferred.

[0071] The compound represented by formula (X1) is preferably a compound represented by formula (10).

[0072]

[0073] In formula (10), R １１ , R １２ , R ａ１１ , R ａ１２ , and Ar １１ is R in formula (X1). １１ , R １２, R ａ１１ , R ａ１２ , and Ar １１ The compound represented by formula (X1) is preferably a compound represented by formula (11).

[0074]

[0075] In formula (11), R １１ , R １２ , R ａ１１ , and R ａ１２ is R in formula (X1). １１ , R １２ , R ａ１１ , and R ａ１２ The same definition and preferred embodiments are also the same.

[0076] In formula (11), X １ ~X ４ are each independently -CR ｘ１ = or represents a nitrogen atom. １ ~X ４ At least two of the following are -CR ｘ１ =, and two are -CR ｘ１ =, and more preferably two are nitrogen atoms, and X ２ and X ３ Ga-CR ｘ１ = and X １ and X ４ It is more preferred that is a nitrogen atom.

[0077] R ｘ１ R each independently represents a hydrogen atom or a substituent. ｘ１ The definition and preferred embodiments of the substituent represented by the formula (X1) are as follows: １１ These are the same as the substituents that may be possessed by the aromatic ring represented by R ｘ１ The substituent represented by the formula (I) is preferably a substituent other than a halogen atom.

[0078] X １ ~X ４ Two adjacent ones (e.g., X １ and X ２ , X ２ and X ３ , or X ３ and X４ ) is -CR ｘ１ If -CR = , two adjacent -CR ｘ１ = contains R ｘ１ may be bonded to each other to form a ring which may have a substituent. ２ and X ３ Ga-CR ｘ１ If =, X ２ R in ｘ１ and X ３ R in ｘ１ and may be bonded to each other to form a ring which may have a substituent. ３ and X ４ Ga-CR ｘ１ = and X １ and X ２ Ga-CR ｘ１ =. The ring may be any of an aromatic ring, an aliphatic ring, and a fused ring of an aromatic ring and an aliphatic ring, with an aromatic ring being preferred. The ring may be any of a monocyclic ring and a polycyclic ring, with a monocyclic ring being preferred. The number of ring atoms in the ring is preferably 5 to 14, more preferably 6 to 10, and even more preferably 6. The ring may have a heteroatom. Examples of the heteroatom include a nitrogen atom, a sulfur atom, an oxygen atom, a selenium atom, a tellurium atom, a phosphorus atom, a silicon atom, and a boron atom, with a sulfur atom, a nitrogen atom, or an oxygen atom being preferred. Examples and preferred embodiments of the substituent that the ring may have are those of Ar in the above formula (X1). １１ These are the same as the substituents that may be possessed by the aromatic ring represented by the following formula:

[0079] As the compound represented by formula (X1), the compound represented by formula (4) is more preferred in that the effects of the present invention are more excellent.

[0080]

[0081] In formula (4), R ４１ and R ４２ R each independently represents a hydrogen atom or a substituent. ４３ ~R ４６ R each independently represents a hydrogen atom or a substituent. ａ４１ and R ａ４２each independently represents an aryl group which may have a substituent, —C(R Ｌ４１ ) (R Ｌ４２ ) (R Ｌ４３ ), or a heteroaryl group which may have a substituent. Ｌ４１ ~R Ｌ４３ each independently represents a hydrogen atom, an alkyl group which may have a substituent, an aryl group which may have a substituent, or a heteroaryl group which may have a substituent. Ｌ４１ ~R Ｌ４３ At least two of R represent an alkyl group which may have a substituent, an aryl group which may have a substituent, or a heteroaryl group which may have a substituent. Ｌ４１ ~R Ｌ４３ The optionally substituted alkyl group, the optionally substituted aryl group, and the optionally substituted heteroaryl group, represented by the following formula (I), may be bonded to each other via a single bond or a divalent linking group to form a ring which may have a substituent. Examples of the divalent linking group include the groups exemplified above.

[0082] In formula (4), R ４１ and R ４２ The definition and preferred embodiments of the group represented by R in formula (X1) １１ and R １２ is the same as the group represented by R ａ４１ and R ａ４２ The definition and preferred embodiments of the group represented by R in formula (X1) ａ１１ and R ａ１２ In addition, -C(R Ｌ４１ ) (R Ｌ４２ ) (R Ｌ４３ ) and R Ｌ４１ ~R Ｌ４３ The definition and preferred embodiments of the group represented by —C(R Ｌ１１ ) (R Ｌ１２ ) (R Ｌ１３ ) and R Ｌ１１ ~R Ｌ１３ is the same as the group represented by

[0083] In formula (4), R ４３ ~R ４６Each independently represents a hydrogen atom or a substituent. Examples and preferred embodiments of the substituents are Ar in the above formula (X1). １１ These are the same as the substituents that may be possessed by the aromatic ring represented by the following formula:

[0084] Specific examples of the compound represented by formula (X1) are shown below, but the present invention is not limited thereto.

[0085]

[0086]

[0087] In the compounds exemplified above, A represents any of the following groups.

[0088]

[0089]

[0090]

[0091]

[0092] Compound represented by formula (X2) The compound represented by formula (X2) will be described below. The compound represented by formula (X2) as the first compound has a maximum absorption wavelength in the wavelength range of 400 to 550 nm and an absorption coefficient at the maximum absorption wavelength of 1×10 ５ cm －１ The compound is as described above.

[0093]

[0094] In formula (X2), Y ２１ represents a group represented by formula (A-1) or a group represented by formula (A-2). １ represents a ring containing at least two carbon atoms, which may have a substituent. １ represents an oxygen atom, a sulfur atom, and ═NR Ｚ１ or =CR Ｚ２ R Ｚ３ Represents R Ｚ１ represents a hydrogen atom or a substituent. Ｚ２ and R Ｚ３ each independently represents a cyano group or —COOR Ｚ４ Represents R Ｚ４represents an alkyl group which may have a substituent, an aryl group which may have a substituent, or a heteroaryl group which may have a substituent. ｂ１ and R ｂ２ each independently represents a cyano group, —COOR ｂ３ , or -COR ｂ４ Represents R ｂ３ represents an alkyl group which may have a substituent, an aryl group which may have a substituent, or a heteroaryl group which may have a substituent. ｂ４ represents an aromatic ring group which may have a substituent or an aliphatic hydrocarbon group which may have a substituent. ２１ and R ２２ R each independently represents a hydrogen atom or a substituent. ２３ and R ２４ R each independently represents a substituent. ２３ and R ２４ may be bonded to each other to form a ring which may have a substituent. ａ２ represents an alkyl group which may have a substituent, an aryl group which may have a substituent, or a heteroaryl group which may have a substituent. ２１ represents an aromatic ring which may have a substituent. * represents a bonding position.

[0095] Formula (X2) will be described in detail below. Z in the group represented by formula (A-1) １ and C １ are the Y in the above formula (X1), respectively. １１ In the group represented by formula (1-1), Z １ and C １ The group represented by formula (A-1) has the same meaning as Y in formula (X1) above, and preferred embodiments are also the same. １１ It is preferable that R in the group represented by formula (A-2) represents a group represented by formula (1X-1) to formula (1X-3) shown as a preferred embodiment of the group represented by formula (1-1). ｂ１ and R ｂ２ are the Y in the above formula (X1), respectively. １１ R in the group represented by formula (1-2) ｂ１ and R ｂ２The same definition and preferred embodiments are also the same.

[0096] In formula (X2), R ２１ and R ２２ R each independently represents a hydrogen atom or a substituent. ２１ and R ２２ Examples of the substituent represented by the formula (I) include the substituent W described above, and a hydrogen atom is preferred in terms of achieving better effects of the present invention.

[0097] In formula (X2), R ２３ and R ２４ each independently represents a substituent. Examples of the substituent include the substituent W described above. An optionally substituted alkyl group, an optionally substituted aryl group, or an optionally substituted heteroaryl group is preferred, with an optionally substituted alkyl group being more preferred. The alkyl group may be linear, branched, or cyclic. The number of carbon atoms in the alkyl group is preferably 1 to 8, more preferably 1 to 6, in terms of achieving superior effects of the present invention. The aryl group and heteroaryl group may be either monocyclic or polycyclic, with a monocyclic group being preferred. The heteroatom contained in the heteroaryl group is preferably an oxygen atom, a sulfur atom, or a nitrogen atom. The number of ring atoms in the aryl group and heteroaryl group is preferably 5 to 12, more preferably 5 to 10. Examples of the substituent that the alkyl group, aryl group, and heteroaryl group may have include the substituent W described above. An alkyl group, an aryl group, a heteroaryl group, a cyano group, or a halogen atom is preferred, with an alkyl group or a halogen atom being more preferred.

[0098] R ２３ and R ２４may be bonded to each other to form a ring which may have a substituent. The ring may be either an aromatic ring or an aliphatic ring, with an aliphatic ring being preferred. The ring may be either a monocyclic ring or a polycyclic ring. The number of ring atoms in the ring is preferably 3 to 20, more preferably 5 to 12, and even more preferably 5 to 10. The ring may have a heteroatom. Examples of the heteroatom include a nitrogen atom, a sulfur atom, an oxygen atom, a selenium atom, a tellurium atom, a phosphorus atom, a silicon atom, and a boron atom, with a sulfur atom, a nitrogen atom, or an oxygen atom being preferred. Examples of the substituent which the ring may have include the substituent W described above, with an alkyl group, an aryl group, or a halogen atom being preferred.

[0099] In formula (X2), R ａ２ represents an alkyl group which may have a substituent, an aryl group which may have a substituent, or a heteroaryl group which may have a substituent, and an alkyl group which may have a substituent or an aryl group which may have a substituent is preferred in terms of achieving better effects of the present invention.

[0100] R ａ２ The alkyl group represented by the formula (I) may be linear, branched, or cyclic. The number of carbon atoms in the alkyl group is preferably 1 to 8, more preferably 1 to 6, and even more preferably 1 to 3, in terms of achieving superior effects of the present invention. Examples of the substituent that the alkyl group may have include the substituent W, which is preferably an aryl group, a heteroaryl group, or a halogen atom.

[0101] R ａ２ The definitions and preferred embodiments of the optionally substituted aryl group and optionally substituted heteroaryl group represented by the formula (I) are as follows: ２３ and R ２４ The aryl group and heteroaryl group are the same as the optionally substituted aryl group and the optionally substituted heteroaryl group represented by the following formula:

[0102] In formula (X2), Ar ２１represents an aromatic ring which may have a substituent. The aromatic ring may be either a monocyclic or polycyclic ring, with a monocyclic ring being preferred in terms of better effects of the present invention. The aromatic ring may be either an aromatic hydrocarbon ring or an aromatic heterocyclic ring, with an aromatic hydrocarbon ring being preferred. The heteroatom contained in the aromatic heterocyclic ring is preferably an oxygen atom, a nitrogen atom, or a sulfur atom, and more preferably a nitrogen atom. The number of ring-member atoms in the aromatic ring group is preferably 5 to 20, more preferably 5 to 10, and even more preferably 6. Examples of the substituent that the aromatic ring group may have include the aforementioned substituent W, and are preferably a halogen atom, an optionally substituted aliphatic hydrocarbon group (preferably an alkyl group having 1 to 3 carbon atoms), an optionally substituted aromatic ring group, an optionally substituted aliphatic heterocyclic group, an optionally substituted alkoxy group (preferably having 1 to 3 carbon atoms), an optionally substituted acyl group (preferably having 2 to 4 carbon atoms), an optionally substituted alkyloxycarbonyl group (preferably having 2 to 4 carbon atoms), a silyl group, a cyano group, or a nitro group, and more preferably a halogen atom, an optionally halogenated alkyl group (preferably having 1 to 3 carbon atoms), or an alkoxy group (preferably having 1 to 3 carbon atoms). Examples of the halogen atom include a fluorine atom, a chlorine atom, a bromine atom, and an iodine atom, and a fluorine atom or a chlorine atom is preferred, with a fluorine atom being more preferred.

[0103] The compound represented by formula (X2) is preferably a compound represented by formula (20).

[0104]

[0105] In formula (20), R ２１ ~R ２４ , R ａ２ , and Ar ２１ are R in formula (X2), respectively. ２１ ~R ２４ , R ａ２ , and Ar ２１ The same definition and preferred embodiments are also the same.

[0106] In formula (20), C ２１represents a monocyclic ring having 5 or more ring atoms, which may have a substituent. The monocyclic ring has 5 or more ring atoms, preferably 5 or 6. Examples of the substituent that the monocyclic ring may have include the above-mentioned substituent W, and are preferably a halogen atom, an alkyl group which may have a substituent, an aromatic ring group which may have a substituent, or a silyl group, and more preferably a halogen atom or an alkyl group. The alkyl group may be linear, branched, or cyclic, and is preferably linear. The number of carbon atoms in the alkyl group is preferably 1 to 10, and more preferably 1 to 3. The substituent that the alkyl may have is preferably a halogen atom, an aromatic ring group, or a silyl group. The substituent that the aromatic ring group may have is preferably a halogen atom, an alkyl group, or a silyl group. The C ２１ Among the carbon atoms constituting the ring represented by ２１ or Z ２２ Carbon atoms other than the carbon atom bonded to may be substituted with a carbonyl carbon (>C=O) or a thiocarbonyl carbon (>C=S).

[0107] In formula (20), Z ２１ and Z ２２ each independently represents an oxygen atom, a sulfur atom, or ═NR Ｙ１ , or =C(R Ｙ２ ) (R Ｙ３ ), and an oxygen atom or a sulfur atom is preferred, and an oxygen atom is more preferred, in that the effects of the present invention are more excellent. Ｙ１ represents a hydrogen atom or a substituent. Examples of the substituent include the above-mentioned substituent W, and an aliphatic hydrocarbon group which may have a substituent, an aromatic ring group which may have a substituent, or an aliphatic heterocyclic group which may have a substituent is preferred. The definition of the aliphatic hydrocarbon group is as described above, and an aliphatic hydrocarbon group having 1 to 4 carbon atoms is preferred. The definition of the aromatic ring group is as described above, and an aromatic hydrocarbon group is preferred, and a phenyl group is more preferred. The definition of the aliphatic heterocyclic group is as described above, and the heteroatom contained in the aliphatic heterocyclic group is preferably a sulfur atom, an oxygen atom, or a nitrogen atom. R Ｙ１Examples of the substituent that may be possessed by each group represented by the formula (I) include the substituents exemplified above for the substituent W. Ｙ２ and R Ｙ３ each independently represents a cyano group, —COOR Ｙ４ , -COR Ｙ５ , or -SO ２ R Ｙ６ Represents R Ｙ４ ~R Ｙ６ R each independently represents an aliphatic hydrocarbon group which may have a substituent, an aromatic ring group which may have a substituent, or an aliphatic heterocyclic group which may have a substituent. Ｙ４ ~R Ｙ６ The definitions and preferred embodiments of each group represented by R Ｙ１ is the same as each group represented by

[0108] In addition, the moiety represented by the following structure in formula (20) (* represents a bonding position) corresponds to Y in formula (X1) above. １１ The group represented by formula (1-1) may be replaced with the groups represented by formulas (1X-1) to (1X-3) shown as preferred embodiments of the group represented by formula (1-1).

[0109]

[0110] As the compound represented by formula (X2), the compound represented by formula (5) is preferred in that the effects of the present invention are more excellent.

[0111]

[0112] In formula (5), R ５１ and R ５２ R each independently represents a hydrogen atom or a substituent. ５３ and R ５４ R each independently represents a substituent. ５３ and R ５４ may be bonded to each other to form a ring which may have a substituent. ａ５ represents an alkyl group which may have a substituent, an aryl group which may have a substituent, or a heteroaryl group which may have a substituent. ａ５ represents an alkyl group which may have a substituent, R ５３ and R ５４each independently represents an aryl group which may have a substituent, or a heteroaryl group which may have a substituent, or R ５１ and R ５２ are bonded to each other to form a ring which may have a substituent. ５５ ~R ５８ Each independently represents a hydrogen atom or a substituent. ５１ represents a monocyclic ring having 5 or more ring atoms, which may have a substituent. ５１ and Z ５２ each independently represents an oxygen atom, a sulfur atom, or ═NR Ｙ１ , or =C(R Ｙ２ ) (R Ｙ３ ) represents. Ｙ１ represents a hydrogen atom, an aliphatic hydrocarbon group which may have a substituent, an aromatic ring group which may have a substituent, or an aliphatic heterocyclic group which may have a substituent. Ｙ２ and R Ｙ３ each independently represents a cyano group, —COOR Ｙ４ , -COR Ｙ５ , or -SO ２ R Ｙ６ Represents R Ｙ４ ~R Ｙ６ each independently represents an aliphatic hydrocarbon group which may have a substituent, an aromatic ring group which may have a substituent, or an aliphatic heterocyclic group which may have a substituent.

[0113] In formula (5), R ５１ and R ５２ The definition and preferred embodiments of the group represented by the formula (X2) are ２１ and R ２２ is the same as the group represented by R ５３ and R ５４ The definition and preferred embodiments of the group represented by the formula (X2) are ２３ and R ２４ is the same as the group represented by R ａ５ The definition and preferred embodiments of the group represented by the formula (X2) are ａ２ is the same as the group represented by ５１ The definition and preferred embodiment of the ring represented by the formula (20) are as follows: ２１ is the same as the ring represented by Z ５１ and Z ５２The definition and preferred embodiments of the group represented by the formula (20) are ２１ and Z ２２ is the same as the group represented by the formula ａ５ represents an alkyl group which may have a substituent, R ５３ and R ５４ each independently represents an aryl group which may have a substituent, or a heteroaryl group which may have a substituent, or R ５３ and R ５４ are bonded to each other to form a ring which may have a substituent. ａ５ represents an alkyl group which may have a substituent, R ５３ and R ５４ represents a group other than an alkyl group which may have a substituent, among the above groups. ５３ and R ５４ The details of the embodiment in which R ２３ and R ２４ are bonded to each other to form a ring which may have a substituent.

[0114] In formula (5), R ５５ ~R ５８ Each independently represents a hydrogen atom or a substituent. Examples and preferred embodiments of the substituents are Ar in the above formula (X2). ２１ These are the same as the substituents that may be possessed by the aromatic ring represented by the following formula:

[0115] In addition, the moiety represented by the following structure in formula (5) (* represents a bonding position) corresponds to Y in formula (X1) above. １１ The group represented by formula (1-1) may be replaced with the groups represented by formulas (1X-1) to (1X-3) shown as preferred embodiments of the group represented by formula (1-1).

[0116]

[0117] Specific examples of the compound represented by formula (X2) are shown below, but the present invention is not limited thereto.

[0118]

[0119] Examples of A in the compounds exemplified above include the same as "A" in the specific examples of the compound represented by formula (X1) above.

[0120] Compound represented by formula (X3) The compound represented by formula (X3) will be described below. The compound represented by formula (X3) as the first compound has a maximum absorption wavelength in the wavelength range of 400 to 550 nm and an absorption coefficient at the maximum absorption wavelength of 1×10 ５ cm －１ The compound is as described above.

[0121]

[0122] In formula (X3), D ３１ represents a group represented by formula (D-1) to formula (D-3), provided that n D ３１ At least one of the groups represented by formula (D-1) is a group represented by formula (D-1), and n is an integer of 1 to 3. When n is 2 or 3, a plurality of D ３１ may be the same or different from each other. ３１ and A ３２ each independently represents a group represented by formula (A-1) or formula (A-2). In formula (D-1), k represents an integer of 0 to 4. W １ａ and W ２ａ are each independently -Z ａ =Z ａ -C(*)=Z ａ - or -Z ａ = C(*)-X ａ - represents Y １ａ and Y ２ａ is one of the following combinations 1 to 4. Combination 1: Y １ａ and Y ２ａ each independently represents -Z ａ = Combination 2: Y １ａ and Y ２ａ One of them is -Z ａ =Z ａ - and the other represents a single bond. １ａ and Y ２ａ One of them is -X ａ - and the other represents a single bond. １ａ and Y２ａ One of the two is -C(T １ａ ) (T ２ａ )-Y ａ -, or -C(=X ｂ )-Y ａ - and the other represents a single bond. ａ are each independently -CR Ａ = or a nitrogen atom. Ａ represents a hydrogen atom or a substituent. ａ represents an oxygen atom, a sulfur atom, a selenium atom, -NR Ａ１ -, -SiR Ａ２ ２ -, -GeR Ａ３ ２ -, -CR Ａ４ ２ -, or -C(=CR Ａ５ ２ )-. Ａ１ ~R Ａ５ R each independently represents a hydrogen atom or a substituent. Ａ２ Comrade, R Ａ３ Comrade, R Ａ４ Peers and R Ａ５ and may be bonded to each other to form a ring which may have a substituent. １ａ and T ２ａ Each independently represents a hydrogen atom or a substituent. ａ represents an oxygen atom, a sulfur atom, or —NR Ａ１ - represents X ｂ represents an oxygen atom or a sulfur atom.

[0123] Examples of the group represented by formula (D-1) include groups represented by formula (D-11).

[0124]

[0125] In formula (D-11), A and C each independently represent a ring represented by formula (d1) or formula (d2). B each independently represent a ring represented by any one of formulas (d3) to (d7). k represents an integer of 0 to 4. In formulas (d1) to (d7), Z ａ , X ａ , T １ａ , T ２ａ , Y ａ , and Xｂ The definition and preferred embodiments of Z in formula (D-1) are as follows: ａ , X ａ , T １ａ , T ２ａ , Y ａ , and X ｂ is the same as above. * represents a bonding position. The rings represented by the formula (d1) and the formula (d2) are fused at the fused ring positions represented by two *1. The rings represented by the formulas (d3) to (d7) are fused to one adjacent ring at the fused ring positions represented by two *2, and are fused to the other adjacent ring at the fused ring positions represented by two *3.

[0126] In formula (D-2), Z １ａ ~Z ６ａ Two of them represent -C(*)=, and four of them are each independently -CR Ａ In formula (D-3), Z represents a nitrogen atom. １１ａ ~Z １５ａ Two of them represent -C(*)=, and two of them are each independently -CR Ａ = or a nitrogen atom, and one represents an oxygen atom, a sulfur atom, a selenium atom, or -NR Ａ１ -, -SiR Ａ２ ２ -, -GeR Ａ３ ２ -, -CR Ａ４ ２ -, or -C(=CR Ａ５ ２ In formula (A-1), C １ represents a ring containing two or more carbon atoms which may have a substituent. １ represents an oxygen atom, a sulfur atom, and ═NR Ｗ１ , or =CR Ｗ２ R Ｗ３ Represents R Ｗ１ represents a hydrogen atom or a substituent. Ｗ２ and R Ｗ３ each independently represents a cyano group, —COOR Ｗ４ , -COR Ｗ５ , or -SO ２ R Ｗ６ Represents R Ｗ４ ~R Ｗ６each independently represents an aliphatic hydrocarbon group which may have a substituent, an aromatic ring group which may have a substituent, or an aliphatic heterocyclic group which may have a substituent. Ａ１ and R ａ２ each independently represents a cyano group, —COOR ｂ１ , -COR ｂ２ , -SOR ｂ３ , or -SO ２ R ｂ４ Represents R ｂ１ ~R ｂ４ each independently represents an aliphatic hydrocarbon group which may have a substituent, an aromatic ring group which may have a substituent, or an aliphatic heterocyclic group which may have a substituent. * represents a bonding position.

[0127] In formula (X3), D ３１ represents a group represented by formula (D-1) to formula (D-3). The groups represented by formula (D-1) to formula (D-3) will be described later. n represents an integer of 1 to 3, and is preferably 1 or 2, more preferably 1, in terms of better effects of the present invention. n D ３１ At least one of the groups represented by formula (D-1) is a group represented by formula (D-1). ３１ represents a group represented by formula (D-1), and when n is 2 or 3, a plurality of D ３１ At least one of the groups represented by formula (D-1) is a group represented by formula (D-1). ３１ may be the same or different from each other.

[0128] In formula (X3), A ３１ and A ３２ each independently represents a group represented by formula (A-1) or formula (A-2), and the group represented by formula (A-1) is preferred in that the effects of the present invention are more excellent. The group represented by formula (A-1) or formula (A-2) will be described later.

[0129] The groups represented by formulae (D-1) to (D-3) will be described in detail below.

[0130] In formula (D-1), k represents an integer of 0 to 4, and is preferably an integer of 0 to 2, more preferably 1 or 2, in that the effects of the present invention are more excellent.

[0131] In formula (D-1), W １ａ and W ２ａ are each independently -Z ａ =Z ａ -C(*)=Z ａ - or -Z ａ = C(*)-X ａ - represents Z ａ are each independently -CR Ａ = or represents a nitrogen atom. Ａ represents a hydrogen atom or a substituent. Ａ Examples of the substituent represented by include the above-mentioned substituent W, and are preferably an aliphatic hydrocarbon group which may have a substituent, an aromatic ring group which may have a substituent, an aliphatic heterocyclic group which may have a substituent, an alkoxy group, an aryloxy group, an acyl group, a silyl group, a halogen atom, a cyano group, or a nitro group, and are more preferably an aliphatic hydrocarbon group which may have a substituent, an aromatic ring group which may have a substituent, an aliphatic heterocyclic group which may have a substituent, a silyl group, an alkoxy group, or a halogen atom. Examples of the substituent which the aliphatic hydrocarbon group, aromatic ring group, and aliphatic heterocyclic group may have include the substituents exemplified for the above-mentioned substituent W, and are preferably a substituent selected from the substituent group S described below.

[0132] The aliphatic hydrocarbon group may be linear, branched, or cyclic. Examples of the aliphatic hydrocarbon group include alkyl groups, alkenyl groups, and alkynyl groups, with alkyl groups being preferred. The linear aliphatic hydrocarbon group preferably has 1 to 20 carbon atoms, more preferably 1 to 10, even more preferably 1 to 4, and particularly preferably 1 or 2. The branched aliphatic hydrocarbon group preferably has 3 to 20 carbon atoms, more preferably 3 to 10, even more preferably 3 to 7, and particularly preferably 3 to 5. The cyclic aliphatic hydrocarbon group may be either monocyclic or polycyclic. The cyclic aliphatic hydrocarbon group preferably has 3 to 20 carbon atoms, more preferably 3 to 10, and even more preferably 3 to 6.

[0133] The aromatic ring group may be either an aromatic hydrocarbon group or an aromatic heterocyclic group. The aromatic ring group may be either monocyclic or polycyclic, with a monocyclic group being preferred. The number of ring atoms in the aromatic ring group is preferably 5 to 18, more preferably 5 to 10, and even more preferably 5 to 8. The definition and specific examples of the aromatic hydrocarbon group are as described above, with a phenyl group or naphthyl group being preferred, and a phenyl group being more preferred. Examples of heteroatoms contained in the aromatic heterocyclic group include sulfur atoms, oxygen atoms, nitrogen atoms, selenium atoms, tellurium atoms, phosphorus atoms, silicon atoms, and boron atoms, with sulfur atoms, oxygen atoms, or nitrogen atoms being preferred. The definition and specific examples of the aromatic heterocyclic group are as described above, with a thiophene ring group, a furan ring group, or a pyridine ring group being preferred. The aromatic ring group may have a substituent, as described above. When the aromatic ring group has a substituent, the number of substituents is not particularly limited, but is preferably 1 to 3.

[0134] The aliphatic heterocyclic group may be either monocyclic or polycyclic, with a monocyclic group being preferred. The number of ring atoms in the aliphatic heterocyclic group is preferably 3 to 18, more preferably 5 to 10, and even more preferably 5 to 8. Examples of heteroatoms contained in the aliphatic heterocyclic group include sulfur, oxygen, nitrogen, selenium, tellurium, phosphorus, silicon, and boron atoms, with sulfur, oxygen, or nitrogen being preferred. The definition and specific examples of the aliphatic heterocyclic group are as described above, with a thiolane ring group, piperidine ring group, tetrahydrofuran ring group, or tetrahydropyran ring group being preferred. The aliphatic heterocyclic group may have a substituent, as described above. When the aliphatic heterocyclic group has a substituent, the number of substituents is not particularly limited, but is preferably 1 to 3.

[0135] The alkyl group of the alkoxy group may be linear, branched, or cyclic. The alkoxy group preferably has 1 to 20 carbon atoms, more preferably 1 to 10 carbon atoms, still more preferably 1 to 5 carbon atoms, and particularly preferably 1 to 3 carbon atoms.

[0136] The aryl group in the aryloxy group may be either monocyclic or polycyclic, preferably monocyclic, and preferably has 5 to 18 carbon atoms, more preferably 6 to 10 carbon atoms, and even more preferably 6 to 8 carbon atoms.

[0137] The hydrocarbon group contained in the acyl group may be either an aliphatic hydrocarbon group or an aromatic hydrocarbon group, and an aliphatic hydrocarbon group is preferred. A preferred embodiment of the aliphatic hydrocarbon group and aromatic hydrocarbon group contained in the acyl group is R Ａ The acyl group preferably has 2 to 20 carbon atoms, more preferably 2 to 10 carbon atoms, and even more preferably 2 to 6 carbon atoms.

[0138] The silyl group is —SiR Ｓｉ ３ R is a group represented by the formula: Ｓｉ R each independently represents an aliphatic hydrocarbon group which may have a substituent, an aromatic ring group which may have a substituent, or an aliphatic heterocyclic group which may have a substituent. Ｓｉ The definitions and preferred embodiments of the optionally substituted aliphatic hydrocarbon group, the optionally substituted aromatic ring group, and the optionally substituted aliphatic heterocyclic group are as follows: Ａ These are the same as the groups exemplified as the substituent represented by the formula:

[0139] The halogen atom includes a fluorine atom, a chlorine atom, a bromine atom, and an iodine atom, with a fluorine atom or a chlorine atom being preferred.

[0140] X ａ represents an oxygen atom, a sulfur atom, a selenium atom, -NR Ａ１ -, -SiR Ａ２ ２ -, -GeR Ａ３ ２ -, -CR Ａ４ ２ -, or -C(=CR Ａ５ ２ )-, an oxygen atom, a sulfur atom, -NR Ａ１ -, -SiR Ａ２ ２ - or -CR Ａ４ ２ - is preferred.Ａ１ ~R Ａ５ R each independently represents a hydrogen atom or a substituent. Ａ１ ~R Ａ５ Examples of the substituent represented by R include the substituents exemplified for the substituent W described above, and an aliphatic hydrocarbon group which may have a substituent, an aromatic ring group which may have a substituent, or an aliphatic heterocyclic group which may have a substituent is preferred, an aliphatic hydrocarbon group which may have a substituent or an aromatic ring group which may have a substituent is more preferred, and an aliphatic hydrocarbon group which may have a substituent is even more preferred. Ａ１ ~R Ａ５ The definitions and preferred embodiments of each group exemplified as the substituent represented by R Ａ is the same as each group exemplified as the substituent represented by X ａ Ga-CR Ａ４ ２ -, two R Ａ４ It is also preferred that one of the groups represents an alkyl group having two or more carbon atoms.

[0141] R Ａ２ Comrade, R Ａ３ Comrade, R Ａ４ Peers and R Ａ５ may be bonded to each other to form a ring which may have a substituent. Ａ２ may be bonded to each other to form a ring which may have a substituent, and R Ａ３ may be bonded to each other to form a ring which may have a substituent, and R Ａ４ may be bonded to each other to form a ring which may have a substituent, and R Ａ５ They may be bonded to each other to form a ring which may have a substituent. The ring may be either an aromatic ring or an aliphatic ring, with an aliphatic ring being preferred. The ring may be either a monocyclic ring or a polycyclic ring. The number of ring members in the ring is preferably 3 to 20, more preferably 5 to 12, and even more preferably 5 to 10. The ring may have a heteroatom. The heteroatom is preferably a sulfur atom, a nitrogen atom, or an oxygen atom. Examples of the substituent which the ring may have include the substituent W described above, with an alkyl group, an aryl group, or a halogen atom being preferred.

[0142] In formula (D-1), Y １ａ and Y ２ａ is one of the following combinations 1 to 4. Combination 1: Y １ａ and Y ２ａ each independently represents -Z ａ = Combination 2: Y １ａ and Y ２ａ One of them is -Z ａ =Z ａ - and the other represents a single bond. １ａ and Y ２ａ One of them is -X ａ - and the other represents a single bond. １ａ and Y ２ａ One of the two is -C(T １ａ ) (T ２ａ )-Y ａ -, or -C(=X ｂ )-Y ａ -, and the other represents a single bond.

[0143] T １ａ and T ２ａ Each independently represents a hydrogen atom or a substituent. The definition and preferred embodiments of the above substituents are the same as those of R Ａ１ ~R Ａ５ is the same as the substituent represented by Y ａ represents an oxygen atom, a sulfur atom, or —NR Ａ１ - represents. Ａ１ is as described above. ｂ represents an oxygen atom or a sulfur atom.

[0144] In formula (D-2), Z １ａ ~Z ６ａ Two of them represent -C(*)=, and four of them are each independently -CR Ａ = or a nitrogen atom. １ａ ~Z ６ａ Two of them represent -C(*)= and four represent -CR Ａ It is preferred that R represents ≡ Ａ is as described above in formula (D-1). * represents a bonding position.

[0145] In formula (D-3), Z１１ａ ~Z １５ａ Two of them represent -C(*)=, and two of them are each independently -CR Ａ = or a nitrogen atom, and one represents an oxygen atom, a sulfur atom, a selenium atom, or -NR Ａ１ -, -SiR Ａ２ ２ -, -GeR Ａ３ ２ -, -CR Ａ４ ２ -, or -C(=CR Ａ５ ２ )-. Among them, Z １１ａ ~Z １５ａ Two of them are -CR Ａ In addition, Z is preferably １１ａ ~Z １５ａ one of which is an oxygen atom, a sulfur atom, or —NR Ａ１ - is preferred, and an oxygen atom or a sulfur atom is more preferred. Ａ and R Ａ１ ~R Ａ５ is as described above in formula (D-1). Ａ２ Comrade, R Ａ３ Comrade, R Ａ４ Peers and R Ａ５ may be bonded to each other to form a ring which may have a substituent. Details of the ring which may have a substituent are as described above in formula (D-1). * represents the bonding position.

[0146] As the group represented by formula (D-1), groups represented by formulas (B1) to (B17) are preferred. As the group represented by formula (D-2), groups represented by formulas (A1) to (A3) are preferred. As the group represented by formula (D-3), a group represented by formula (A4) is preferred. * indicates a bonding position.

[0147]

[0148]

[0149] In the above formulas (A1) to (A4) and (B1) to (B17), each Z is independently -CR Ａ = or a nitrogen atom, -CR ＡEach X is independently an oxygen atom, a sulfur atom, a selenium atom, or —NR Ａ１ represents an oxygen atom, a sulfur atom, or —NR Ａ１ - is preferred, and an oxygen atom or a sulfur atom is more preferred. Ｉ each independently represents an oxygen atom, a sulfur atom, a selenium atom, or —NR Ａ１ -, -SiR Ａ２ ２ -, -GeR Ａ３ ２ -, -CR Ａ４ ２ -, or -C(=CR Ａ５ ２ )-, an oxygen atom, a sulfur atom, -NR Ａ１ -, -SiR Ａ２ ２ - or -CR Ａ４ ２ - is preferred, and an oxygen atom, a sulfur atom, or -CR Ａ４ ２ Each Y is independently an oxygen atom, a sulfur atom, or —NR Ａ１ -, and an oxygen atom or a sulfur atom is preferred. Ａ and R Ａ１ ~R Ａ５ is as described above in formula (D-1). Ａ２ Comrade, R Ａ３ Comrade, R Ａ４ Peers and R Ａ５ and may be bonded to each other to form a ring which may have a substituent. Details of the ring which may have a substituent are as described above in formula (D-1).

[0150] In formula (A-1), C １ represents a ring containing two or more carbon atoms and which may have a substituent. １The two carbon atoms contained in are the two carbon atoms specified in formula (A-1). The number of carbon atoms in the ring is preferably 3 to 30, more preferably 3 to 20, and even more preferably 3 to 10. The number of carbon atoms in the ring is the number including the two carbon atoms specified in the formula. The ring may be either an aromatic ring or an aliphatic ring. The ring may be either a monocyclic or polycyclic ring, and is preferably a 5-membered ring, a 6-membered ring, or a fused ring containing at least one of a 5-membered ring and a 6-membered ring. The number of carbon atoms in the fused ring containing at least one of a 5-membered ring and a 6-membered ring is preferably 6 to 20, more preferably 6 to 15, and even more preferably 8 to 10. The ring may have a heteroatom. Examples of the heteroatom include a nitrogen atom, a sulfur atom, an oxygen atom, a selenium atom, a tellurium atom, a phosphorus atom, a silicon atom, and a boron atom, and a sulfur atom, a nitrogen atom, or an oxygen atom is preferred. The number of heteroatoms in the ring is preferably 0 to 10, and more preferably 0 to 5. １ Among the carbon atoms constituting the ring represented by the formula (A-1), the carbon atom at the bonding position marked with * and W １ Carbon atoms other than the carbon atom bonded to may be substituted with a carbonyl carbon (>C=O) or a thiocarbonyl carbon (>C=S).

[0151] Examples of the substituent that the ring may have include the groups exemplified for the substituent W above, and are preferably a halogen atom, an alkyl group which may have a substituent, an aromatic ring group which may have a substituent, or a silyl group, and more preferably a halogen atom or an alkyl group. The alkyl group may be linear, branched, or cyclic, and is preferably linear. The alkyl group preferably has 1 to 10 carbon atoms, more preferably 1 to 3 carbon atoms. The substituent that the alkyl may have is preferably a halogen atom, an aromatic ring group, or a silyl group. The substituent that the aromatic ring group may have is preferably a halogen atom, an alkyl group, or a silyl group.

[0152] The ring represented by formula (A-1) is preferably a ring used as an acidic nucleus (for example, an acidic nucleus in a merocyanine dye), and examples thereof include the above-mentioned rings (a) to (s).

[0153] W １ represents an oxygen atom, a sulfur atom, and ═NR Ｗ１ or =CR Ｗ２ R Ｗ３ In terms of achieving better effects of the present invention, an oxygen atom or a sulfur atom is preferred, and an oxygen atom is more preferred. Ｗ１ represents a hydrogen atom or a substituent. Examples of the substituent include the above-mentioned substituent W. Ｗ２ and R Ｗ３ each independently represents a cyano group, —COOR Ｗ４ , -COR Ｗ５ , or -SO ２ R Ｗ６ Represents R Ｗ４ ~R Ｗ６ R each independently represent an aliphatic hydrocarbon group which may have a substituent, an aromatic ring group which may have a substituent, or an aliphatic heterocyclic group which may have a substituent. The aliphatic hydrocarbon group is defined as above, and an aliphatic hydrocarbon group having 1 to 4 carbon atoms is preferred. The aromatic ring group is defined as above, and an aromatic hydrocarbon group is preferred, and a phenyl group is more preferred. The aliphatic heterocyclic group is defined as above, and the heteroatom contained in the aliphatic heterocyclic group is preferably a sulfur atom, an oxygen atom, or a nitrogen atom. R Ｗ４ ~R Ｗ６ Examples of the substituent that each group represented by the following formula may have include the substituent W described above.

[0154] As the group represented by formula (A-1), a group represented by formula (A-3) is preferred in that the effects of the present invention are more excellent.

[0155]

[0156] In formula (A-3), C ２ represents a ring containing at least three carbon atoms, which may have a substituent. ２The three carbon atoms contained in are the three carbon atoms specified in formula (A-3). The number of carbon atoms in the ring is preferably 3 to 30, more preferably 3 to 20, and even more preferably 3 to 10. The number of carbon atoms in the ring is the number including the three carbon atoms specified in the formula. The ring may be either an aromatic ring or an aliphatic ring. The ring may be either a monocyclic or polycyclic ring, and is preferably a 5-membered ring, a 6-membered ring, or a fused ring containing at least one of a 5-membered ring and a 6-membered ring. The number of carbon atoms in the fused ring containing at least one of a 5-membered ring and a 6-membered ring is preferably 6 to 20, more preferably 6 to 15, and even more preferably 8 to 10. The ring may have a heteroatom. Examples of the heteroatom include a nitrogen atom, a sulfur atom, an oxygen atom, a selenium atom, a tellurium atom, a phosphorus atom, a silicon atom, and a boron atom, and a sulfur atom, a nitrogen atom, or an oxygen atom is preferred. The number of heteroatoms contained in the ring is preferably 0 to 10, and more preferably 0 to 5. ２ Among the carbon atoms constituting the ring represented by the formula (A-2), the carbon atom at the bonding position marked with * and W ２ Or W ３ A carbon atom other than the carbon atom bonded to the ring C may be substituted with a carbonyl carbon (>C=O) or a thiocarbonyl carbon (>C=S). １ The substituents are the same as those that may be possessed by the group.

[0157] In formula (A-3), W ２ and W ３ each independently represents a sulfur atom, an oxygen atom, or ═NR Ｗ１ , or =CR Ｗ２ R Ｗ３ In terms of achieving better effects of the present invention, an oxygen atom or a sulfur atom is preferred, and an oxygen atom is more preferred. Ｗ１ ~R Ｗ３ is as described above.

[0158] The group represented by formula (A-3) is more preferably a group represented by formula (C-1) or a group represented by formula (C-2).

[0159]

[0160] In formula (C-1), X ｃ１ and X ｃ２ Each independently represents an oxygen atom or a sulfur atom. ｃ１ and X ｃ２ is preferably an oxygen atom, and X ｃ１ and X ｃ２ is more preferably an oxygen atom.

[0161] In formula (C-1), C ３ represents an aromatic ring which may have a substituent. The aromatic ring may be either a monocyclic or polycyclic ring. The number of ring-member atoms of the aromatic ring is preferably 4 to 30, more preferably 5 to 12, and even more preferably 5 to 8. The number of ring-member atoms of the aromatic ring is the number including the two carbon atoms specified in the formula. The aromatic ring may be either an aromatic hydrocarbon ring or an aromatic heterocyclic ring, with an aromatic hydrocarbon ring being preferred. Specific examples of the aromatic ring are as described above, with a benzene ring, a naphthalene ring, an anthracene ring, a pyrene ring, a thiophene ring, a furan ring, a thiazole ring, an oxazole ring, a pyridine ring, a thienothiophene ring, a benzothiophene ring, a benzofuran ring, a pyrazine ring, a pyrimidine ring, or a pyridazine ring being preferred, a benzene ring, a naphthalene ring, or a thiophene ring being more preferred, and a benzene ring being even more preferred. Examples of the substituent that the aromatic ring may have include the groups exemplified by the substituent W above, with an alkyl group or a halogen atom being preferred. The number of substituents that the aromatic ring may have is not particularly limited, but is preferably 0 to 8, and more preferably 0 to 4.

[0162] In formula (C-2), X ｃ３ ~X ｃ５ Each independently represents an oxygen atom or a sulfur atom. ｃ３ and X ｃ４ is preferably an oxygen atom, and X ｃ３ ~X ｃ５ is more preferably an oxygen atom.

[0163] Z ａ１ and Z ａ２ are each independently -NR ｃ１ -or-CRｃ２ R ｃ３ -, and the effect of the present invention is more excellent, -NR ｃ１ - is preferred. ｃ１ ~R ｃ３ each independently represents a hydrogen atom or a substituent. Examples of the substituent include the groups exemplified by the substituent W above, with an alkyl group or an aryl group being preferred, and an alkyl group being more preferred. The alkyl group may be linear, branched, or cyclic, with a linear group being preferred. The alkyl group preferably has 1 to 20 carbon atoms, more preferably 1 to 6, even more preferably 1 to 3, and particularly preferably 1 or 2. The aryl group may be monocyclic or polycyclic, with a phenyl group being preferred. The aryl group may further have a substituent, and examples of the substituent include the groups exemplified by the substituent W above.

[0164] In formula (A-2), R Ａ１ and R Ａ２ each independently represents a cyano group, —COOR ｂ１ , -COR ｂ２ , -SOR ｂ３ , or -SO ２ R ｂ４ Represents R ｂ１ ~R ｂ４ R each independently represents an aliphatic hydrocarbon group which may have a substituent, an aromatic ring group which may have a substituent, or an aliphatic heterocyclic group which may have a substituent. ｂ１ ~R ｂ４ The definitions and preferred embodiments of each group represented by R Ｗ４ ~R Ｗ６ is the same as the group represented by R ｂ１ ~R ｂ４ Among these, an aliphatic hydrocarbon group having 1 to 4 carbon atoms or a phenyl group is preferred.

[0165] Substituent group S will be described in detail. Substituent group S: linear aliphatic hydrocarbon groups having 1 to 3 carbon atoms, branched aliphatic hydrocarbon groups having 3 to 7 carbon atoms, cyclic aliphatic hydrocarbon groups having 3 to 6 carbon atoms, aromatic ring groups having 5 to 12 ring atoms which may have a substituent, alkoxy groups having 1 to 5 carbon atoms, acyl groups having 2 to 6 carbon atoms, silyl groups, and halogen atoms.

[0166] The number of carbon atoms in the linear aliphatic hydrocarbon group in the above-mentioned substituent group S is 1 to 3, and more preferably 1 or 2. The number of carbon atoms in the branched aliphatic hydrocarbon group in the above-mentioned substituent group S is 3 to 7, and more preferably 3 or 4. The cyclic aliphatic hydrocarbon group in the above-mentioned substituent group S is preferably monocyclic.

[0167] The aromatic ring group in the substituent group S may be either a monocyclic or polycyclic ring, with a monocyclic ring being preferred. The aromatic ring group may be either an aromatic hydrocarbon group or an aromatic heterocyclic group, with an aromatic hydrocarbon group being preferred. The heteroatom contained in the aromatic heterocyclic group is preferably an oxygen atom, a nitrogen atom, or a sulfur atom. The number of ring atoms in the aromatic ring group is 5 to 12, preferably 5 to 10, and more preferably 5 or 6. Examples of the substituent that the aromatic ring group may have include the substituents exemplified for the substituent W described above. A substituent selected from the substituent group S is preferred, and a linear aliphatic hydrocarbon group having 1 to 3 carbon atoms, a branched aliphatic hydrocarbon group having 3 to 7 carbon atoms, a silyl group, an alkoxy group having 1 to 5 carbon atoms, or a halogen atom is more preferred. When the aromatic ring group has a substituent, the number of substituents is preferably 1 to 3.

[0168] The number of carbon atoms in the alkoxy group in the above-mentioned Substituent Group S is 1 to 5, more preferably 1 to 4, and still more preferably 1 or 2. The number of carbon atoms in the acyl group in the above-mentioned Substituent Group S is 2 to 6, preferably 2 to 5, and still more preferably 2 or 3.

[0169] The definition and preferred embodiments of the silyl group in the above-mentioned substituent group S are the same as those of the above-mentioned R Ａ Among them, the silyl group represented by R Ｓｉ each independently represents a linear aliphatic hydrocarbon group having 1 to 3 carbon atoms, a branched aliphatic hydrocarbon group having 3 to 7 carbon atoms, a cyclic aliphatic hydrocarbon group having 3 to 6 carbon atoms, or an aromatic ring group having 5 to 12 ring atoms which may have a substituent; Ｓｉ ３ A group represented by the following formula is preferred.

[0170] Examples of the halogen atom in the above-mentioned substituent group S include a fluorine atom, a chlorine atom, a bromine atom, and an iodine atom, and a fluorine atom or a chlorine atom is preferred.

[0171] Specific examples of the compound represented by formula (X3) are shown below, but the present invention is not limited thereto. In the following, Me represents a methyl group, and TMS represents a trimethylsilyl group.

[0172]

[0173]

[0174]

[0175]

[0176]

[0177]

[0178]

[0179]

[0180]

[0181]

[0182]

[0183]

[0184]

[0185]

[0186]

[0187] Examples of A in the compounds exemplified above include the same as "A" in the specific examples of the compound represented by formula (X1) above. Note that two A's may be the same or different.

[0188] Compound represented by formula (X4) The compound represented by formula (X4) will be described below. The compound represented by formula (X4) as the first compound has a maximum absorption wavelength in the wavelength range of 400 to 550 nm and an absorption coefficient at the maximum absorption wavelength of 1×10 ５ cm －１ The compound is as described above.

[0189]

[0190] In formula (X4), R １ represents a hydrogen atom or a substituent. １ represents a sulfur atom, an oxygen atom, or a selenium atom. １ and Z ２ one of which represents a sulfur atom, an oxygen atom, or a selenium atom, and the other represents -CR Ｚ２ = represents. R Ｚ１ and R Ｚ２ each independently represents a hydrogen atom or a substituent. Ｚ１ and R Ｚ２ At least one of the groups represents a group selected from Substituent Group SA. Substituent Group SA includes an aromatic ring group which may have a substituent, an aliphatic hydrocarbon group which may have a substituent, an aliphatic heterocyclic group which may have a substituent, an acyl group which may have a substituent, and —Si(R Ｓｉ１ ) ３ .R Ｓｉ１ each independently represents an aliphatic hydrocarbon group which may have a substituent, an aromatic ring group which may have a substituent, or an aliphatic heterocyclic group which may have a substituent. １ represents a group represented by formula (A-1) or formula (A-2). １ is a group represented by any one of formulas (B1) to (B12). The groups represented by formula (A-1), formula (A-2), and formula (B1) to formula (B12) will be described in detail later.

[0191] The groups or structures represented by the symbols in formula (X4) will be explained below. １ represents a hydrogen atom or a substituent. １ Examples of the substituent represented by R include the groups exemplified as the substituent W. １is preferably a hydrogen atom. １ represents a sulfur atom, an oxygen atom, or a selenium atom. １ is preferably a sulfur atom or an oxygen atom, more preferably a sulfur atom. １ and Z ２ one of which represents a sulfur atom, an oxygen atom, or a selenium atom, and the other represents -CR Ｚ２ = represents Z １ and Z ２ As for Z, １ is a sulfur atom or an oxygen atom, and Z ２ Ga-CR Ｚ２ Preferably, Z １ is a sulfur atom, and Z ２ Ga-CR Ｚ２ It is more preferable that R Ｚ１ and R Ｚ２ each independently represents a hydrogen atom or a substituent. Ｚ１ and R Ｚ２ At least one of R represents a group selected from the substituent group SA. Examples of the substituent include the groups exemplified as the substituent W. Ｚ１ and R Ｚ２ It is preferred that one of R represents a hydrogen atom or a group selected from Substituent Group SA, and the other represents a group selected from Substituent Group SA, Ｚ１ and R Ｚ２ and R represent a group selected from the substituent group SA. Ｚ１ and R Ｚ２ It is preferred that the substituent represented by the formula (A-1) does not have either a group represented by the formula (A-2) described later or a group represented by the formula (A-1) described later.

[0192] Groups Selected from Substituent Group SA Groups selected from the above Substituent Group SA are shown below. Substituent Group SA: An aromatic ring group which may have a substituent, an aliphatic hydrocarbon group which may have a substituent, an aliphatic heterocyclic group which may have a substituent, an acyl group which may have a substituent, and —Si(R Ｓｉ１ ) ３ .

[0193] Among the groups selected from the substituent group SA, R Ｚ１ and RＺ２ At least one of R is preferably an aromatic ring group which may have a substituent, or an aliphatic hydrocarbon group which may have a substituent, Ｚ１ and R Ｚ２ It is more preferable that at least one of R is an aromatic ring group which may have a substituent, Ｚ１ and R Ｚ２ and (b) are each an aromatic ring group which may have a substituent. In Substituent Group SA, examples of the substituent which the aromatic ring group, the aliphatic hydrocarbon group, the aliphatic heterocyclic group, and the acyl group may have include the groups exemplified as Substituent W. Specific embodiments and preferred embodiments of the groups selected from Substituent Group SA will be described in detail below.

[0194] The aromatic ring group in the aromatic ring group which may have a substituent may be either an aromatic hydrocarbon group or an aromatic heterocyclic group, with an aromatic hydrocarbon group being preferred. The aromatic ring group may be either a monocyclic or polycyclic ring. The number of ring atoms in the aromatic ring group is preferably 5 to 15, more preferably 5 to 10, and even more preferably 5 to 6. The number of carbon atoms in the aromatic ring group (the number of carbon atoms including the carbon atoms in the substituent) is preferably 1 to 30, more preferably 3 to 20, and even more preferably 4 to 10. Examples of heteroatoms contained in the aromatic heterocyclic group include a sulfur atom, an oxygen atom, a nitrogen atom, a selenium atom, a tellurium atom, a phosphorus atom, a silicon atom, and a boron atom, with a sulfur atom, an oxygen atom, or a nitrogen atom being preferred. Specific examples of the aromatic ring group are as described above, and are preferably a phenyl group, a naphthyl group, a thiophene ring group, a furan ring group, a thiazole ring group, an oxazole ring group, a benzofuran ring group, a pyridine ring group, or a pyrimidine ring group, more preferably a phenyl group or a thiophene ring group, and even more preferably a phenyl group. The aromatic ring group preferably has a substituent. The number of substituents that the aromatic ring group may have is preferably 1 to 6, more preferably 1 to 3. The aromatic ring group that may have a substituent is preferably a group represented by formula (S1), and more preferably a group represented by formula (S2).

[0195]

[0196] In formula (S1), C ｍrepresents a monocyclic aromatic ring which may have a substituent. The monocyclic aromatic ring may be either an aromatic hydrocarbon ring or an aromatic heterocycle, and is preferably an aromatic hydrocarbon ring. Specific examples of the aromatic hydrocarbon ring and the aromatic heterocycle are as described above. Examples of the substituent which the aromatic ring may have include the groups exemplified for the substituent W described above, and among these, a group selected from the substituent group T described below is preferred. As the monocyclic aromatic ring which may have a substituent, a benzene ring which may have a substituent is preferred, and a benzene ring which may have a group selected from the substituent group T is more preferred.

[0197] In formulas (S1) and (S2), Rs represents an aliphatic hydrocarbon group which may have a substituent, an aromatic ring group which may have a substituent, an aliphatic heterocyclic group which may have a substituent, a halogen atom, a cyano group, or —Si(R Ｓｉ２ ) ３ Represents R Ｓｉ２ each independently represents an aliphatic hydrocarbon group which may have a substituent, an aromatic ring group which may have a substituent, or an aliphatic heterocyclic group which may have a substituent.

[0198] Examples of the substituent that the aliphatic hydrocarbon group, aromatic cyclic group, and aliphatic heterocyclic group may have include the groups exemplified for the substituent W. The definition and preferred embodiments of the aliphatic hydrocarbon group are as described above. The aliphatic hydrocarbon group represented by Rs may have at least one of an ethereal oxygen atom (—O—) and a thioethereal sulfur atom (—S—). As the aliphatic hydrocarbon group represented by Rs, a linear alkyl group having 1 to 6 carbon atoms, a branched alkyl group having 3 to 6 carbon atoms, or a cyclic alkyl group having 3 to 6 carbon atoms is preferred, and a linear alkyl group having 1 to 2 carbon atoms or a branched alkyl group having 3 to 4 carbon atoms is more preferred. The definition and preferred embodiments of the aromatic cyclic group are as described above. As the aromatic cyclic group represented by Rs, a phenyl group is preferred. The definition and preferred embodiments of the aliphatic heterocyclic group are as described above. As the halogen atom, a fluorine atom or a chlorine atom is preferred.

[0199] R Ｓｉ２The definitions of the optionally substituted aliphatic hydrocarbon group, the optionally substituted aromatic ring group, and the optionally substituted aliphatic heterocyclic group represented by Rs are as described above, and preferred embodiments are the same as the optionally substituted aliphatic hydrocarbon group, the optionally substituted aromatic ring group, and the optionally substituted aliphatic heterocyclic group represented by Rs. Ｓｉ２ The aliphatic hydrocarbon group represented by the formula (I) may have at least one of an etheric oxygen atom and a thioetheric sulfur atom.

[0200] Rs may be, among others, an alkyl group, an alkoxy group, a halogen atom, -Si(R Ｓｉ２ ) ３ , cyano group, alkylthio group, aryl group, heteroaryl group, alkenyl group, or alkynyl group (hereinafter, these groups are also collectively referred to as "substituent group T") are preferred, alkyl group, alkoxy group, or halogen atom are more preferred, and alkyl group is even more preferred. The alkyl group, alkenyl group, alkynyl group, alkoxy group, and alkylthio group may have a halogen atom. The aryl group and heteroaryl group may have a halogen atom or alkyl group (preferably an alkyl group having 1 to 4 carbon atoms).

[0201] In the substituent group T, the alkyl group, alkoxy group, alkylthio group, alkenyl group, and alkynyl group preferably have 1 to 6 carbon atoms, and more preferably 1 to 4 carbon atoms. The aryl group and heteroaryl group preferably have 4 to 10 carbon atoms (including the number of carbon atoms in the substituents). As the alkyl group, a linear or branched alkyl group is preferable, a linear or branched alkyl group having 1 to 5 carbon atoms is more preferable, a methyl group, an ethyl group, an n-propyl group, an isopropyl group, or a tert-butyl group is even more preferable, and a methyl group or an isopropyl group is particularly preferable. As the alkoxy group, an alkoxy group having 1 to 3 carbon atoms is preferable, and a methoxy group is more preferable.

[0202] In formulas (S1) and (S2), C ｍThe substituents that R may have and Rs may be bonded to each other to form one or more non-aromatic rings. Specific examples of the non-aromatic ring are as described above, but among them, an aliphatic hydrocarbon ring is preferable, a cycloalkane or cycloalkene is more preferable, and a 5- or 6-membered cycloalkane or cycloalkene is even more preferable.

[0203] In Substituent Group SA, examples of the aliphatic hydrocarbon group in the aliphatic hydrocarbon group which may have a substituent include a straight-chain aliphatic hydrocarbon group, a branched-chain aliphatic hydrocarbon group, and a cyclic aliphatic hydrocarbon group. The number of carbon atoms in the aliphatic hydrocarbon group is preferably 1 to 20. The number of carbon atoms in the straight-chain aliphatic hydrocarbon group is preferably 1 to 10, more preferably 1 to 6, and even more preferably 1 to 3. The number of carbon atoms in the branched-chain aliphatic hydrocarbon group is preferably 3 to 20, more preferably 3 to 7, and even more preferably 3 to 5. The cyclic aliphatic hydrocarbon group may be either monocyclic or polycyclic, but is preferably monocyclic. The number of carbon atoms in the cyclic aliphatic hydrocarbon group is preferably 3 to 20, more preferably 3 to 8, and even more preferably 3 to 6.

[0204] The number of ring atoms in the aliphatic heterocyclic group which may have a substituent is preferably 5 to 20, more preferably 5 to 12, and still more preferably 5 to 8. The number of carbon atoms in the aliphatic heterocyclic group is preferably 1 to 20. Examples of heteroatoms contained in the aliphatic heterocyclic group include a sulfur atom, an oxygen atom, a nitrogen atom, a selenium atom, a tellurium atom, a phosphorus atom, a silicon atom, and a boron atom, and a sulfur atom, an oxygen atom, or a nitrogen atom is preferred.

[0205] In Substituent group SA, the acyl group preferably has 2 to 20 carbon atoms, more preferably 2 to 10 carbon atoms, and even more preferably 2 to 5 carbon atoms.

[0206] -Si(R Ｓｉ１ ) ３ In this case, R Ｓｉ１ represents an aliphatic hydrocarbon group which may have a substituent, an aromatic ring group which may have a substituent, or an aliphatic heterocyclic group which may have a substituent. Examples of the substituent which the aliphatic hydrocarbon group, aromatic ring group, and aliphatic heterocyclic group may have include the groups exemplified for the substituent W. Ｓｉ１The optionally substituted aliphatic hydrocarbon group, the optionally substituted aromatic ring group, and the optionally substituted aliphatic heterocyclic group represented by the following formula (I) have the same meaning as the optionally substituted aliphatic hydrocarbon group, the optionally substituted aromatic ring group, and the optionally substituted aliphatic heterocyclic group in Substituent Group SA. Ｓｉ１ Among these, an aliphatic hydrocarbon group is preferable, and an alkyl group having 1 to 4 carbon atoms is more preferable.

[0207] The compound represented by formula (X4) is preferably a compound represented by formula (41).

[0208]

[0209] In formula (41), R １ , X １ , A １ and B １ is R in formula (X4) １ , X １ , A １ and B １ The preferred embodiments are the same as those described in detail for formula (X4). １ and B １ This will be explained in detail later. １１ represents a sulfur atom, an oxygen atom, or a selenium atom, preferably a sulfur atom or an oxygen atom, and more preferably a sulfur atom. Ｚ１ and R Ｚ２ each independently represents a hydrogen atom or a group selected from the above-mentioned substituent group SA. Ｚ１ and R Ｚ２ At least one of R represents an aromatic ring group which may have a substituent. Ｚ１ and R Ｚ２ It is preferred that one of R represents an aromatic ring group which may have a substituent, and the other represents a hydrogen atom or a group selected from the substituent group SA, Ｚ１ and R Ｚ２and (B) each independently represent an aromatic ring group which may have a substituent. The definitions and preferred embodiments of the groups selected from the substituent group SA are as described above. In particular, in formula (41), the aromatic ring group which may have a substituent is preferably a group represented by the above formula (S1), and more preferably a group represented by the above formula (S2).

[0210] A group represented by any one of formulas (B1) to (B12) As described above, in formulas (X4) and (41), B １ is represented by any one of formulas (B1) to (B12). １ is preferably a group represented by any one of formulas (B1-1), (B2-1), (B3-1), (B4-1) to (B4-3), (B5-1) to (B5-3), and (B6). These formulas are described in detail below.

[0211]

[0212] In formula (B1), Ar １ represents an aromatic ring group which may have a substituent. ２ and R ３ each independently represents a hydrogen atom or a substituent. ２ represents an aromatic ring group which may have a substituent.

[0213] Ar １ and an aromatic ring group represented by Ar ２ The aromatic ring group represented by Ar may be either a monocyclic or polycyclic group, but is preferably a monocyclic aromatic ring group. １ and an aromatic ring group represented by Ar ２ The number of ring atoms of the aromatic ring group represented by the formula (I) is preferably 5 to 15, more preferably 5 to 10, and even more preferably 5 to 6. １ and an aromatic ring group represented by Ar ２ The number of carbon atoms in the aromatic ring group represented by the formula (the number of carbon atoms including the carbon atoms in the substituent) is preferably 1 to 30, more preferably 3 to 20, and even more preferably 4 to 10. １ and an aromatic ring group represented by Ar ２The aromatic ring group represented by the formula (I) may be either an aromatic hydrocarbon group or an aromatic heterocyclic group, but is preferably an aromatic hydrocarbon group. Examples of heteroatoms contained in the aromatic heterocyclic group include sulfur atom, oxygen atom, nitrogen atom, selenium atom, tellurium atom, phosphorus atom, silicon atom, and boron atom, and sulfur atom, oxygen atom, or nitrogen atom is preferred. Specific examples of the aromatic ring group are as described above, and are preferably a phenyl group, a naphthyl group, a thiophene ring group, a furan ring group, a benzothiophene ring group, a benzofuran ring group, a benzothiazole ring group, a benzoxazole ring group, or a pyrimidine ring group, more preferably a phenyl group, a pyrimidine ring group, or a thiophene ring group, and even more preferably a phenyl group.

[0214] The group represented by formula (B1) is preferably a group represented by formula (B1-1), and the group represented by formula (B2) is preferably a group represented by formula (B2-1).

[0215] In formula (B1-1), Ar １１ represents a monocyclic aromatic ring group which may have a substituent. ２ and R ３ is R in the above formula (B1). ２ and R ３ In formula (B2-1), Ar １２ represents a monocyclic aromatic ring group which may have a substituent.

[0216] In the above formula (B3) and formula (B10), C ２ represents an aromatic ring which may have a substituent. The definition and preferred embodiments of the aromatic ring are as described above. ２ Among these, the aromatic ring represented by the formula (I) is preferably a benzene ring which may have a substituent, a thiophene ring which may have a substituent, or a furan ring which may have a substituent.

[0217] In formula (B3) and formula (B10), V １ is -C(R Ｃ１ ) (R Ｃ２ )-. Ｃ１ and R Ｃ２ R each independently represents a hydrogen atom or a substituent. Ｃ１ and R Ｃ２may be bonded to each other to form a ring. Examples of the substituent include the groups exemplified for the substituent W described above, and among these, an optionally substituted aliphatic hydrocarbon group, an optionally substituted aromatic ring group, or an optionally substituted aliphatic heterocyclic group is preferred. The definitions and preferred embodiments of the optionally substituted aliphatic hydrocarbon group, the optionally substituted aromatic ring group, and the optionally substituted aliphatic heterocyclic group are the same as those of the optionally substituted aliphatic hydrocarbon group, the optionally substituted aromatic ring group, and the optionally substituted aliphatic heterocyclic group in the substituent group SA.

[0218] In formula (B3) and formula (B10), n represents an integer of 0 to 4, preferably 1. １ is -CR Ｃ３ = or a nitrogen atom, -CR Ｃ３ = is preferred. Ｃ３ represents a hydrogen atom or a substituent, preferably a hydrogen atom, an aliphatic hydrocarbon group which may have a halogen atom, an alkoxy group, a halogen atom, or a cyano group, more preferably a hydrogen atom, an aliphatic hydrocarbon group, an alkoxy group, or a halogen atom, and still more preferably a hydrogen atom.

[0219] The group represented by formula (B3) is preferably a group represented by formula (B3-1).

[0220]

[0221] In formula (B3-1), R Ｂ１ and R Ｂ２ R each independently represents a hydrogen atom, an aliphatic hydrocarbon group which may have a substituent, an aromatic ring group which may have a substituent, or an aliphatic heterocyclic group which may have a substituent. Ｂ１ and R Ｂ２ may be bonded to each other to form a ring. Preferred embodiments of the optionally substituted aliphatic hydrocarbon group, the optionally substituted aromatic ring group, and the optionally substituted aliphatic heterocyclic group include preferred embodiments of the optionally substituted aliphatic hydrocarbon group, the optionally substituted aromatic ring group, and the optionally substituted aliphatic heterocyclic group selected from the above-mentioned Substituent Group SA. R Ｂ１ and R Ｂ２Among these, an aliphatic hydrocarbon group which may have a substituent is preferred.

[0222] In formula (B3-1), Q １ is -CR Ｃ３ = or a nitrogen atom. Ｃ３ is R in the above formula (B3). Ｃ３ It is synonymous with: ３０ ~Q ３３ are each independently -CR Ｃ３ '= or represents a nitrogen atom. Ｃ３ represents a hydrogen atom or a substituent, preferably a hydrogen atom, an aliphatic hydrocarbon group which may have a halogen atom, an alkoxy group, a halogen atom, or a cyano group, and more preferably a hydrogen atom, an aliphatic hydrocarbon group, an alkoxy group, or a halogen atom.

[0223] In the above formula (B4) and formula (B11), C ３ represents an aromatic ring or a non-aromatic ring in which at least one ring atom is substituted with >C=M. ３ The aromatic ring and the non-aromatic ring represented by the formula (I) may have a substituent. Examples of the substituent include the substituents exemplified for the substituent W, and preferred are an alkyl group having 1 to 3 carbon atoms, an alkoxy group having 1 to 3 carbon atoms, a halogen atom, or a cyano group. However, C ３ The substituents that may be possessed by the aromatic ring and non-aromatic ring represented by the formula (A-2) described below do not have a group represented by the formula (A-2). The definition and preferred embodiments of the aromatic ring are as described above. ３ Among these, the aromatic ring represented by the formula (I) is preferably a benzene ring which may have a substituent, a thiophene ring which may have a substituent, or a furan ring which may have a substituent.

[0224] The non-aromatic ring in which at least one ring atom is substituted with >C=M refers to ring structures such as cyclic esters and cyclic amides. M is an oxygen atom, a sulfur atom, or ═NR Ｍ１ or =CR Ｍ２ R Ｍ３ M is preferably an oxygen atom or a sulfur atom. Ｍ１ represents a hydrogen atom or a substituent. Examples of the substituent include the substituents exemplified above for the substituent W.Ｍ２ and R Ｍ３ each independently represents a cyano group, —SO ２ R Ｍ４ , -COOR Ｍ５ or -COR Ｍ６ Represents R Ｍ４ ~R Ｍ６ each independently represents an aliphatic hydrocarbon group which may have a substituent, an aromatic ring group which may have a substituent, or an aliphatic heterocyclic group which may have a substituent. As the non-aromatic ring in which at least one ring atom is substituted with >C=M, a cyclic imide, a cyclic 1,3-diketone, or a cyclic carbonate is preferred, and a cyclic imide, a cyclic 1,3-diketone, or a cyclic carbonate having 5 or 6 ring atoms is more preferred.

[0225] In formula (B4) and formula (B11), V ２ represents a sulfur atom, an oxygen atom, -NR Ｎ - or a selenium atom, and a sulfur atom or an oxygen atom is preferred. Ｎ represents a hydrogen atom or a substituent. Ｎ Examples of the substituent represented by the formula (I) include the groups exemplified for the substituent W described above, and an aliphatic hydrocarbon group which may have a substituent, an aromatic ring group which may have a substituent, and an aliphatic heterocyclic group which may have a substituent are preferred. Preferred embodiments of the aliphatic hydrocarbon group which may have a substituent, the aromatic ring group which may have a substituent, and the aliphatic heterocyclic group which may have a substituent are preferred embodiments of the aliphatic hydrocarbon group which may have a substituent, the aromatic ring group which may have a substituent, and the aliphatic heterocyclic group which may have a substituent selected from the above-mentioned substituent group SA. Q ２ is -CR Ｃ４ = or a nitrogen atom, -CR Ｃ４ = is preferred. Ｃ４ represents a hydrogen atom or a substituent, preferably a hydrogen atom, an aliphatic hydrocarbon group which may have a halogen atom, an alkoxy group, a halogen atom, or a cyano group, more preferably a hydrogen atom, an aliphatic hydrocarbon group, an alkoxy group, or a halogen atom, and still more preferably a hydrogen atom.

[0226] The group represented by formula (B4) is preferably a group represented by any one of formulas (B4-1) to (B4-3).

[0227]

[0228] In formula (B4-1), V ２ is V in the above formula (B4). ２ It is synonymous with: ２ are each independently -CR Ｃ４ = or a nitrogen atom. Ｃ４ is R in the above formula (B4). Ｃ４ It is synonymous with: ４０ ~Q ４３ are each independently -CR Ｃ４ '= or represents a nitrogen atom. Ｃ４ represents a hydrogen atom or a substituent, preferably a hydrogen atom, an aliphatic hydrocarbon group which may have a halogen atom, an alkoxy group, a halogen atom, or a cyano group, and more preferably a hydrogen atom, an aliphatic hydrocarbon group, an alkoxy group, or a halogen atom.

[0229] In formula (B4-2), V ２ and V ４ are each independently a sulfur atom, an oxygen atom, or —NR Ｎ - or a selenium atom, and a sulfur atom or an oxygen atom is preferred. Ｎ The definition and preferred embodiments of Q are as described above. ２ is -CR Ｃ４ = or a nitrogen atom. Ｃ４ is R in the above formula (B4). Ｃ４ It is synonymous with: ４４ ~Q ４５ are each independently -CR Ｃ４ '= or represents a nitrogen atom. Ｃ４ represents a hydrogen atom or a substituent, preferably a hydrogen atom, an aliphatic hydrocarbon group which may have a halogen atom, an alkoxy group, a halogen atom, or a cyano group, and more preferably a hydrogen atom, an aliphatic hydrocarbon group, an alkoxy group, or a halogen atom.

[0230] In formula (B4-3), V ２ and Q ２ is V in the above formula (B4). ２and Q ２ It is synonymous with X. ｂ１ and X ｂ２ each independently represents an oxygen atom, a sulfur atom, or ═NR Ｘ１ or =CR Ｘ２ R Ｘ３ R represents an oxygen atom. Ｘ１ represents a hydrogen atom or a substituent. Ｘ２ and R Ｘ３ each independently represents a cyano group, —SO ２ R Ｘ４ , -COOR Ｘ５ or -COR Ｘ６ Represents R Ｘ４ ~R Ｘ６ each independently represents an aliphatic hydrocarbon group which may have a substituent, an aromatic ring group which may have a substituent, or an aliphatic heterocyclic group which may have a substituent. ｂ３ is -NR Ｎ -, -C(R Ｂ３ ) (R Ｂ４ ) represents -, an oxygen atom or a sulfur atom, -NR Ｎ -, or -C(R Ｂ３ ) (R Ｂ４ )- is preferred. Ｎ The definition and preferred embodiments of R are as described above. Ｂ３ and R Ｂ４ each independently represents a hydrogen atom or a substituent. Examples of the substituent include the groups exemplified for the substituent W described above, and among these, an aliphatic hydrocarbon group which may have a substituent is preferred. The definition and preferred embodiments of the aliphatic hydrocarbon group which may have a substituent are the same as those of the aliphatic hydrocarbon group which may have a substituent in the substituent group SA.

[0231] In formula (B5) and formula (B12), C ４ represents an aromatic ring or a non-aromatic ring in which at least one ring atom is substituted with >C=M. ４ Preferred embodiments of the aromatic ring and non-aromatic ring represented by C ３ The same applies to the aromatic ring and non-aromatic ring represented by the formula:

[0232] In formula (B5), Q ３ and Q ５ are each independently -CR Ｃ５= or a nitrogen atom, -CR Ｃ５ = is preferred. Ｃ５ represents a hydrogen atom or a substituent, and a hydrogen atom is preferred. ４ is -CR Ｃ５ '= or represents a nitrogen atom. Ｃ５ represents a hydrogen atom or a substituent, and is preferably a hydrogen atom, an aliphatic hydrocarbon group which may have a halogen atom, an alkoxy group, a halogen atom, or a cyano group, and more preferably a hydrogen atom, an aliphatic hydrocarbon group, an alkoxy group, or a halogen atom. ５ is -CR Ｃ５ = or a nitrogen atom, -CR Ｃ５ = is preferred. Ｃ５ represents a hydrogen atom or a substituent, and a hydrogen atom is preferred. ３ and Q ４ is -CR Ｃ５ '= or represents a nitrogen atom. Ｃ５ represents a hydrogen atom or a substituent, preferably a hydrogen atom, an aliphatic hydrocarbon group which may have a halogen atom, an alkoxy group, a halogen atom, or a cyano group, and more preferably a hydrogen atom, an aliphatic hydrocarbon group, an alkoxy group, or a halogen atom.

[0233] The group represented by formula (B5) is preferably a group represented by any one of formulas (B5-1) to (B5-3).

[0234]

[0235] In formula (B5-1), Q ３ and Q ５ are each independently -CR Ｃ５ = or a nitrogen atom. Ｃ５ is R in the above formula (B5). Ｃ５ It is synonymous with: ４ and Q ５０ ~Q ５３ is -CR Ｃ５ '= or represents a nitrogen atom. Ｃ５ ' is R in the above formula (B5). Ｃ５ ' is synonymous with '.

[0236] In formula (B5-2), Q ３ and Q ５are each independently -CR Ｃ５ = or a nitrogen atom. Ｃ５ is R in the above formula (B5). Ｃ５ It is synonymous with: ４ and Q ５４ is -CR Ｃ５ '= or represents a nitrogen atom. Ｃ５ ' is R in the above formula (B5). Ｃ５ ' is synonymous with Z. ３ and Z ４ one of which is a sulfur atom, an oxygen atom, or —NR Ｎ - or a selenium atom, and the other is -CR Ｃ５ '= or a nitrogen atom. Z ３ is a sulfur atom, an oxygen atom, -NR Ｎ - or a selenium atom; Z ４ Ga-CR Ｃ５ preferably represents a nitrogen atom, and Z ３ represents a sulfur atom or an oxygen atom, Z ４ Ga-CR Ｃ５ It is more preferable that R represents '='. Ｎ The definition and preferred embodiments of are as described above in formula (B4).

[0237] In formula (B5-3), Q ３ ~Q ５ is Q in the above formula (B5) ３ ~Q ５ It is synonymous with X. ｂ４ and X ｂ５ each independently represents an oxygen atom, a sulfur atom, or ═NR Ｘ１ or =CR Ｘ２ R Ｘ３ R represents an oxygen atom. Ｘ１ represents a hydrogen atom or a substituent. Ｘ２ and R Ｘ３ each independently represents a cyano group, —SO ２ R Ｘ４ , -COOR Ｘ５ or -COR Ｘ６ Represents R Ｘ４ ~R Ｘ６ each independently represents an aliphatic hydrocarbon group which may have a substituent, an aromatic ring group which may have a substituent, or an aliphatic heterocyclic group which may have a substituent.ｂ６ is -NR Ｎ -, -C(R Ｂ５ ) (R Ｂ６ ) represents -, an oxygen atom or a sulfur atom, -NR Ｎ -, or -C(R Ｂ５ ) (R Ｂ６ )- is preferred. Ｎ The definition and preferred embodiments of R are as described above in formula (B4). Ｂ５ and R Ｂ６ each independently represents a hydrogen atom or a substituent. Examples of the substituent include the groups exemplified for the substituent W described above, and among these, an aliphatic hydrocarbon group which may have a substituent is preferred. The definition and preferred embodiments of the aliphatic hydrocarbon group which may have a substituent are the same as those of the aliphatic hydrocarbon group which may have a substituent in the substituent group SA.

[0238] In formula (B6), Q ６ and Q １２ are each independently -CR Ｃ６ = or a nitrogen atom, -CR Ｃ６ It is preferable that R Ｃ６ represents a hydrogen atom or a substituent, and is preferably a hydrogen atom, an aliphatic hydrocarbon group which may have a halogen atom, an alkoxy group, a halogen atom, or a cyano group, more preferably a hydrogen atom, an aliphatic hydrocarbon group, an alkoxy group, or a halogen atom, and even more preferably a hydrogen atom. ７ ~Q １１ are each independently -CR Ｃ６ '= or represents a nitrogen atom. Ｃ６ represents a hydrogen atom or a substituent, preferably a hydrogen atom, an aliphatic hydrocarbon group which may have a halogen atom, an alkoxy group, a halogen atom, or a cyano group, and more preferably a hydrogen atom, an aliphatic hydrocarbon group, an alkoxy group, or a halogen atom.

[0239] In formula (B7), V ３ represents a sulfur atom, an oxygen atom, -NR Ｎ - or a selenium atom, and a sulfur atom or an oxygen atom is preferred. Ｎ The definition and preferred embodiments of Q are as described above in formula (B4). １３ is -CR Ｃ７= or a nitrogen atom, -CR Ｃ７ It is preferable that R Ｃ７ represents a hydrogen atom or a substituent, and is preferably a hydrogen atom, an aliphatic hydrocarbon group which may have a halogen atom, an alkoxy group, a halogen atom, or a cyano group, more preferably a hydrogen atom, an aliphatic hydrocarbon group, an alkoxy group, or a halogen atom, and even more preferably a hydrogen atom. １４ and Q １５ are each independently -CR Ｃ７ '= or represents a nitrogen atom. Ｃ７ Q′ represents a hydrogen atom or a substituent, and is preferably a hydrogen atom, an aliphatic hydrocarbon group which may have a halogen atom, an alkoxy group, a halogen atom, or a cyano group, and more preferably a hydrogen atom, an aliphatic hydrocarbon group, an alkoxy group, or a halogen atom. １６ and Q ２０ are each independently -CR Ｃ８ = or a nitrogen atom, -CR Ｃ８ It is preferable that R Ｃ８ represents a hydrogen atom or a substituent, and is preferably a hydrogen atom, an aliphatic hydrocarbon group which may have a halogen atom, an alkoxy group, a halogen atom, or a cyano group, more preferably a hydrogen atom, an aliphatic hydrocarbon group, an alkoxy group, or a halogen atom, and even more preferably a hydrogen atom. １７ ~Q １９ are each independently -CR Ｃ８ '= or represents a nitrogen atom. Ｃ８ represents a hydrogen atom or a substituent, and is preferably a hydrogen atom, an aliphatic hydrocarbon group which may have a halogen atom, an alkoxy group, a halogen atom, or a cyano group, and more preferably a hydrogen atom, an aliphatic hydrocarbon group, an alkoxy group, or a halogen atom. Ｃ８ The substituent represented by ' does not have either a group represented by formula (A-1) described below or a group represented by formula (A-2) described below.

[0240] In formula (B9), W ５ and W ６ each independently represents an oxygen atom, a sulfur atom, or ═NR Ｗ１ or =CR Ｗ２ R Ｗ３ Represents RＷ１ ~R Ｗ３ represents R in formula (A-1) described below. Ｗ１ ~R Ｗ３ It is synonymous with W. ５ and W ６ are each independently preferably an oxygen atom or a sulfur atom, more preferably an oxygen atom. ４ is -NR Ｎ -, or -C(R Ｃ１ ) (R Ｃ２ )-. V ４ As the Ｎ - is preferred. Ｎ The definition and preferred embodiments of R are as described above in formula (B4). Ｃ１ and R Ｃ２ each independently represents a hydrogen atom or a substituent. Examples of the substituent include the groups exemplified for the substituent W described above, and among these, an aromatic ring group which may have a substituent or an aliphatic hydrocarbon group which may have a substituent is preferred, and an aliphatic hydrocarbon group which may have a substituent is more preferred. The definitions and preferred embodiments of the aromatic ring group which may have a substituent and the aliphatic hydrocarbon group which may have a substituent are the same as those of the aromatic ring group which may have a substituent and the aliphatic hydrocarbon group which may have a substituent in the substituent group SA. Q ２１ is -CR Ｃ９ = or a nitrogen atom, -CR Ｃ９ = is preferred. Ｃ９ represents a hydrogen atom or a substituent, R Ｃ９ The substituent represented by the formula (A-1) does not have a group represented by the formula (A-1) described below. Ｃ９ is preferably a hydrogen atom, an aliphatic hydrocarbon group which may have a substituent, an aromatic ring group which may have a substituent, an alkoxy group, a halogen atom, or a cyano group, more preferably a hydrogen atom, an aliphatic hydrocarbon group which may have a halogen atom, an alkoxy group, a halogen atom, or a cyano group, and more preferably a hydrogen atom, an aliphatic hydrocarbon group, an alkoxy group, or a halogen atom.

[0241] It is preferable that the groups represented by formulae (B1) to (B12) do not each have a group represented by formula (A-1) or a group represented by formula (A-2) described below.

[0242] A group represented by formula (A-1) or formula (A-2) １ represents a group represented by formula (A-1) or formula (A-2). The group represented by formula (A-1) or formula (A-2) will be described in detail below.

[0243]

[0244] In formula (A-1), C １ represents a ring containing two or more carbon atoms which may have a substituent. １ represents an oxygen atom, a sulfur atom, and ═NR Ｗ１ or =CR Ｗ２ R Ｗ３ Represents R Ｗ１ represents a hydrogen atom or a substituent. Ｗ２ and R Ｗ３ each independently represents a cyano group, —SO ２ R Ｗ４ , -COOR Ｗ５ or -COR Ｗ６ Represents R Ｗ４ ~R Ｗ６ each independently represents an aliphatic hydrocarbon group which may have a substituent, an aromatic ring group which may have a substituent, or an aliphatic heterocyclic group which may have a substituent. ａ１ and R ａ２ each independently represents a cyano group, —COOR ｂ１ , -COR ｂ２ , -SOR ｂ３ , or -SO ２ R ｂ４ Represents R ｂ１ ~R ｂ４ each independently represents an aliphatic hydrocarbon group which may have a substituent, an aromatic ring group which may have a substituent, or an aliphatic heterocyclic group which may have a substituent.

[0245] In formula (A-1), C １ represents a ring containing two or more carbon atoms and which may have a substituent. １The two carbon atoms contained in are the two carbon atoms specified in formula (A-1). The number of carbon atoms in the ring is preferably 3 to 30, more preferably 3 to 20, and even more preferably 3 to 10. The number of carbon atoms in the ring is the number including the two carbon atoms specified in the formula. The ring may be either an aromatic ring or a non-aromatic ring. The ring may be either a monocyclic or polycyclic ring, and is preferably a 5-membered ring, a 6-membered ring, or a fused ring containing at least one of a 5-membered ring and a 6-membered ring. The number of carbon atoms in the fused ring containing at least one of a 5-membered ring and a 6-membered ring is preferably 6 to 20, more preferably 6 to 15, and even more preferably 8 to 10.

[0246] The ring may have a heteroatom. Examples of the heteroatom include a nitrogen atom, a sulfur atom, an oxygen atom, a selenium atom, a tellurium atom, a phosphorus atom, a silicon atom, and a boron atom, and a sulfur atom, a nitrogen atom, or an oxygen atom is preferred. The number of heteroatoms in the ring is preferably 0 to 10, and more preferably 0 to 5. １ Among the carbon atoms constituting the ring represented by the formula (A-1), the carbon atom at the bonding position marked with * and W １ Carbon atoms other than the carbon atom bonded to may be substituted with a carbonyl carbon (>C=O) or a thiocarbonyl carbon (>C=S).

[0247] Above C １ The ring represented by the formula (I) is preferably a ring used as an acidic nucleus (for example, an acidic nucleus in a merocyanine dye), and examples thereof include the above-mentioned (a) to (s).

[0248] In formula (A-1), W １ represents an oxygen atom, a sulfur atom, and ═NR Ｗ１ or =CR Ｗ２ R Ｗ３ Represents W. １ is preferably an oxygen atom or a sulfur atom, more preferably an oxygen atom, in that the effects of the present invention are more excellent. Ｗ１ represents a hydrogen atom or a substituent. Examples of the substituent include the substituents exemplified above for the substituent W. Ｗ２ and R Ｗ３ each independently represents a cyano group, —SO ２ RＷ４ , -COOR Ｗ５ , or -COR Ｗ６ Represents R Ｗ４ ~R Ｗ６ R each independently represent an aliphatic hydrocarbon group which may have a substituent, an aromatic ring group which may have a substituent, or an aliphatic heterocyclic group which may have a substituent. The aliphatic hydrocarbon group is defined as above, and an aliphatic hydrocarbon group having 1 to 3 carbon atoms is preferred. The aromatic ring group is defined as above, and an aromatic hydrocarbon group is preferred, and a phenyl group is more preferred. The aliphatic heterocyclic group is defined as above, and the heteroatom contained in the aliphatic heterocyclic group is preferably an oxygen atom, a sulfur atom, or a nitrogen atom. R Ｗ４ ~R Ｗ６ Examples of the substituent that each group represented by the following formula may have include the substituents exemplified for the substituent W above.

[0249] In formula (A-2), R ａ１ and R ａ２ each independently represents a cyano group, —COOR ｂ１ , -COR ｂ２ , -SOR ｂ３ , or -SO ２ R ｂ４ represents a cyano group or —COR ｂ４ is preferred. ｂ１ ~R ｂ４ R each independently represents an aliphatic hydrocarbon group which may have a substituent, an aromatic ring group which may have a substituent, or an aliphatic heterocyclic group which may have a substituent. ｂ１ ~R ｂ４ The definitions and preferred embodiments of each group represented by R Ｗ４ ~R Ｗ６ Among these, an aliphatic hydrocarbon group having 1 to 4 carbon atoms or a phenyl group is preferred.

[0250] The group represented by the formula (A-1) is preferably a group represented by the formula (A-3) or (A-4) in terms of achieving better effects of the present invention.

[0251]

[0252] In formula (A-3), C ５represents a ring containing 3 or more carbon atoms which may have a substituent. ２ and W ３ each independently represents an oxygen atom, a sulfur atom, or ═NR Ｗ１ or =CR Ｗ２ R Ｗ３ In formula (A-4), C ６ represents a ring containing 3 or more carbon atoms which may have a substituent. ４ represents an oxygen atom, a sulfur atom, and ═NR Ｗ１ or =CR Ｗ２ R Ｗ３ Represents R ｄ１ represents a hydrogen atom or a substituent. Ｗ１ , R Ｗ２ and R Ｗ３ represents R in formula (A-1). Ｗ１ , R Ｗ２ and R Ｗ３ is synonymous with.

[0253] In formula (A-3), C ５ represents a ring containing 3 or more carbon atoms and which may have a substituent. ５ The three carbon atoms contained in are the three carbon atoms specified in formula (A-3). The number of carbon atoms in the ring is preferably 3 to 30, more preferably 3 to 20, and even more preferably 3 to 10. The number of carbon atoms in the ring is the number including the three carbon atoms specified in the formula. The ring may be either an aromatic ring or a non-aromatic ring. The ring may be either a monocyclic or polycyclic ring, and is preferably a 5-membered ring, a 6-membered ring, or a fused ring containing at least one of a 5-membered ring and a 6-membered ring. The number of carbon atoms in the fused ring containing at least one of a 5-membered ring and a 6-membered ring is preferably 6 to 20, more preferably 6 to 15, and even more preferably 8 to 10. The ring may have a heteroatom. Examples of the heteroatom include a nitrogen atom, a sulfur atom, an oxygen atom, a selenium atom, a tellurium atom, a phosphorus atom, a silicon atom, and a boron atom, and a sulfur atom, a nitrogen atom, or an oxygen atom is preferred. The number of heteroatoms contained in the ring is preferably 0 to 10, and more preferably 0 to 5. ５ Among the carbon atoms constituting the ring represented by the formula (A-3), the carbon atom at the bonding position marked with * and W ２ Or W３ Carbon atoms other than the carbon atom bonded to may be substituted with a carbonyl carbon (>C=O) or a thiocarbonyl carbon (>C=S). ５ The ring represented by the formula (I) is preferably a ring used as the acidic nucleus. １ The substituents are the same as those that may be possessed by the group.

[0254] In formula (A-3), W ２ and W ３ each independently represents an oxygen atom, a sulfur atom, or ═NR Ｗ１ or =CR Ｗ２ R Ｗ３ The effect of the invention is more excellent. ２ and W ３ is preferably an oxygen atom.

[0255] In formula (A-4), C ６ represents a ring containing 3 or more carbon atoms which may have a substituent, C ６ A preferred embodiment of the formula (A-3) is C ５ This is the same as the preferred embodiment of W. ４ represents an oxygen atom, a sulfur atom, and ═NR Ｗ１ or =CR Ｗ２ R Ｗ３ The effect of the invention is more excellent. ２ and W ３ is preferably an oxygen atom. ｄ１ represents a hydrogen atom or a substituent. Examples of the substituent include the groups exemplified for the substituent W described above.

[0256] Furthermore, the group represented by formula (A-3) is preferably a group represented by formula (C-1) or formula (C-2), and the group represented by formula (A-4) is preferably a group represented by formula (C-3). １ Among these, groups represented by formula (C-1) or formula (C-2) are preferred.

[0257]

[0258] In formula (C-1), C ７ represents an aromatic ring which may have a substituent.ｃ１ and X ｃ２ each independently represents an oxygen atom, a sulfur atom, or ═NR Ｗ１ or =CR Ｗ２ R Ｗ３ In formula (C-2), R ｄ２ and R ｄ３ Each of X independently represents a hydrogen atom or a substituent. ｃ３ ~X ｃ５ each independently represents an oxygen atom, a sulfur atom, or ═NR Ｗ１ or =CR Ｗ２ R Ｗ３ In formula (C-3), X ｃ６ represents an oxygen atom, a sulfur atom, and ═NR Ｗ１ or =CR Ｗ２ R Ｗ３ Represents R ｄ１ and R ｄ４ R each independently represents a hydrogen atom or a substituent. Ｗ１ , R Ｗ２ , and R Ｗ３ is R in formula (A-3) or formula (A-4). Ｗ１ , R Ｗ２ , and R Ｗ３ is synonymous with.

[0259] In formula (C-1), X ｃ１ and X ｃ２ each independently represents an oxygen atom, a sulfur atom, or ═NR Ｗ１ or =CR Ｗ２ R Ｗ３ The effect of the present invention is more excellent, and therefore, X ｃ１ and X ｃ２ Preferably, at least one of X is an oxygen atom, ｃ１ and X ｃ２ is more preferably an oxygen atom.

[0260] In formula (C-1), C ７represents an aromatic ring which may have a substituent. The aromatic ring may be either a monocyclic or polycyclic ring, but a monocyclic ring is preferred. The number of ring atoms in the aromatic ring is preferably 4 to 30, more preferably 5 to 12, and even more preferably 5 to 8. The number of ring atoms in the aromatic ring is the number including the two carbon atoms specified in the formula. The aromatic ring may be either an aromatic hydrocarbon ring or an aromatic heterocyclic ring, but an aromatic hydrocarbon ring is preferred. The C ７ The aromatic ring represented by the formula (I) is as described above, and is preferably a benzene ring, a naphthalene ring, an anthracene ring, a pyrene ring, a thiophene ring, a furan ring, a thiazole ring, an oxazole ring, a pyridine ring, a thienothiophene ring, a benzothiophene ring, a benzofuran ring, a pyrazine ring, a pyrimidine ring, a thienothiophene ring, or a pyridazine ring, more preferably a benzene ring, a naphthalene ring, or a thiophene ring, and even more preferably a benzene ring. Examples of the substituent that the aromatic ring may have include the groups exemplified by the substituent W, and an alkyl group or a halogen atom is preferred. The number of substituents that the aromatic ring may have is not particularly limited, but is preferably 0 to 8, and more preferably 0 to 4.

[0261] In formula (C-2), X ｃ３ ~X ｃ５ each independently represents an oxygen atom, a sulfur atom, or ═NR Ｗ１ or =CR Ｗ２ R Ｗ３ The effect of the present invention is more excellent, and therefore, X ｃ３ and X ｃ４ is preferably an oxygen atom, and X ｃ３ ~X ｃ５ is more preferably an oxygen atom.

[0262] In formula (C-2), R ｄ２ and R ｄ３each independently represents a hydrogen atom or a substituent. Examples of the substituent include the groups exemplified by the substituent W above, with an alkyl group or an aryl group being preferred, and an alkyl group being more preferred. The alkyl group may be linear, branched, or cyclic, with a linear group being preferred. The alkyl group preferably has 1 to 20 carbon atoms, more preferably 1 to 6, even more preferably 1 to 3, and particularly preferably 1 or 2. The aryl group may be monocyclic or polycyclic, with a phenyl group being preferred. The aryl group may further have a substituent, and examples of the substituent include the groups exemplified by the substituent W above.

[0263] In formula (C-3), X ｃ６ represents an oxygen atom, a sulfur atom, and ═NR Ｗ１ or =CR Ｗ２ R Ｗ３ The effect of the present invention is more excellent, and therefore, X ｃ６ is preferably an oxygen atom. ｄ１ and R ｄ４ Each of R independently represents a hydrogen atom or a substituent. Examples of the substituent include the groups exemplified for the substituent W. ｄ１ Among these, R is preferably an optionally halogenated alkyl group or a cyano group, and more preferably a cyano group. ｄ４ Among these, an aryl group is preferable, and a phenyl group is more preferable.

[0264] The group represented by formula (A-2) is preferably a group represented by formula (A-5), and more preferably a group represented by formula (C-4), in that the effects of the present invention are more excellent.

[0265]

[0266] In formula (A-5), R ａ２ is a cyano group or -COR ｂ２ Represents R ｂ２ is R in formula (A-2) ｂ２ is synonymous with.

[0267] A １is preferably a group represented by formula (A-3) or a group represented by formula (A-5), more preferably a group represented by formula (C-1), a group represented by formula (C-2), or a group represented by formula (C-4), and still more preferably a group represented by formula (C-1) or a group represented by formula (C-2).

[0268] Specific examples of the compound represented by formula (X4) are shown below, but the present invention is not limited to these.

[0269]

[0270]

[0271]

[0272]

[0273]

[0274]

[0275]

[0276]

[0277]

[0278]

[0279]

[0280] Examples of A in the compounds exemplified above include the same as "A" in the specific examples of the compound represented by formula (X1) above. Note that two A's may be the same or different.

[0281] The molecular weight of the first compound is preferably 400 to 750, more preferably 400 to 700, and even more preferably 400 to 650. When the molecular weight is within the above range, the sublimation temperature of the first compound is lowered, and it is presumed that the compound has excellent manufacturing suitability.

[0282] The first compound preferably has an ionization potential of −5.0 to −6.0 eV in a single film from the viewpoints of stability when used as a p-type organic semiconductor and matching of the energy level with an n-type organic semiconductor.

[0283] The first compound may be purified as necessary. Examples of methods for purifying the first compound include sublimation purification, purification using silica gel column chromatography, purification using gel permeation chromatography, reslurry washing, reprecipitation purification, and purification using an adsorbent such as activated carbon and recrystallization purification.

[0284] The content of the first compound in the photoelectric conversion film (=film thickness of the first compound in terms of a single layer / film thickness of the photoelectric conversion film × 100) is not particularly limited, but is preferably 1 to 40% by volume, more preferably 5 to 30% by volume, and still more preferably 8 to 25% by volume.

[0285] <Second Compound> The second compound has a maximum absorption wavelength in the wavelength range of 500 to 650 nm and an absorption coefficient at the maximum absorption wavelength of 1×10 ５ cm －１ There are no particular limitations on the compound, but it is an ADA type dye compound or a DA type dye compound that has a maximum absorption wavelength in the wavelength range of 500 to 650 nm and an absorption coefficient at the maximum absorption wavelength of 1×10 ５ cm －１ Specific examples of the second compound include a compound represented by formula (X1), a compound represented by formula (X3), or a compound represented by formula (X5), which has a maximum absorption wavelength in the wavelength range of 500 to 650 nm and an absorption coefficient at the maximum absorption wavelength of 1×10 ５ cm －１ The above compounds are exemplified.

[0286] The second compound is a compound represented by formula (X3) that has a maximum absorption wavelength in the wavelength range of 500 to 650 nm and an absorption coefficient at the maximum absorption wavelength of 1×10 ５ cm －１ More preferred are compounds in which the above is true.

[0287] The second compound has a maximum absorption wavelength of preferably 515 to 635 nm, more preferably 530 to 620 nm. The absorption coefficient at the maximum absorption wavelength of the second compound is 1.5×10 ５ cm －１ More than 2.0 × 10 ５ cm－１ There is no particular upper limit to the absorption coefficient, and it is, for example, 1.0 × 10 ７ cm －１ The following is the result.

[0288] The compound represented by formula (X1), the compound represented by formula (X3), and the compound represented by formula (X5) will be described below.

[0289] Compound represented by formula (X1) The explanation of formula (X1) is as above, except that the compound represented by formula (X1) as the second compound has a maximum absorption wavelength in the wavelength range of 500 to 650 nm and an absorption coefficient at the maximum absorption wavelength of 1×10 ５ cm －１ The compound is as described above.

[0290] Compound represented by formula (X3) The explanation of formula (X3) is as above. However, the compound represented by formula (X3) as the second compound has a maximum absorption wavelength in the wavelength range of 500 to 650 nm and an absorption coefficient at the maximum absorption wavelength of 1×10 ５ cm －１ The compound is as described above.

[0291] Compound represented by formula (X5) The compound represented by formula (X5) will be described below. However, the compound represented by formula (X5) as the second compound has a maximum absorption wavelength in the wavelength range of 500 to 650 nm and an absorption coefficient at the maximum absorption wavelength of 1×10 ５ cm －１ The compound is as described above.

[0292]

[0293] In formula (X5), Z １ represents a ring containing two or more carbon atoms and which may have a substituent. １The two carbon atoms contained in are the two carbon atoms specified in formula (X5). The number of carbon atoms in the ring is preferably 3 to 30, more preferably 3 to 20, and even more preferably 3 to 10. The number of carbon atoms in the ring is the number including the two carbon atoms specified in the formula. The ring may be either an aromatic ring or an aliphatic ring. The ring may be either a monocyclic or polycyclic ring, and is preferably a 5-membered ring, a 6-membered ring, or a fused ring containing at least one of a 5-membered ring and a 6-membered ring. The number of carbon atoms in the fused ring containing at least one of a 5-membered ring and a 6-membered ring is preferably 6 to 20, more preferably 6 to 15, and even more preferably 8 to 10. The ring may have a heteroatom. Examples of the heteroatom include a nitrogen atom, a sulfur atom, an oxygen atom, a selenium atom, a tellurium atom, a phosphorus atom, a silicon atom, and a boron atom, and a sulfur atom, a nitrogen atom, or an oxygen atom is preferred. The number of heteroatoms in the ring is preferably 0 to 10, and more preferably 0 to 5. １ Among the carbon atoms constituting the ring represented by formula (X5), １ and the carbon atom bonded to the oxygen atom may be substituted with a carbonyl carbon (>C=O) or a thiocarbonyl carbon (>C=S).

[0294] Examples of the substituent that the ring may have include the groups exemplified for the substituent W above, and are preferably a halogen atom, an alkyl group which may have a substituent, an aromatic ring group which may have a substituent, or a silyl group, and more preferably a halogen atom or an alkyl group. The alkyl group may be linear, branched, or cyclic, and is preferably linear. The alkyl group preferably has 1 to 10 carbon atoms, more preferably 1 to 3 carbon atoms. The substituent that the alkyl may have is preferably a halogen atom, an aromatic ring group, or a silyl group. The substituent that the aromatic ring group may have is preferably a halogen atom, an alkyl group, or a silyl group.

[0295] Z １ The ring represented by the formula (I) is preferably a ring used as an acidic nucleus (for example, an acidic nucleus in a merocyanine dye), and examples thereof include the above-mentioned (a) to (s).

[0296] Above Z １ is preferably a group represented by the following formula (Z1).

[0297] In formula (Z1), Z ２ represents a ring containing at least three carbon atoms, which may have a substituent. ２ The three carbon atoms contained in are the three carbon atoms specified in formula (Z1). The number of carbon atoms in the ring is preferably 3 to 30, more preferably 3 to 20, and even more preferably 3 to 10. The number of carbon atoms in the ring is the number including the three carbon atoms specified in the formula. The ring may be either an aromatic ring or an aliphatic ring. The ring may be either a monocyclic or polycyclic ring, and is preferably a 5-membered ring, a 6-membered ring, or a fused ring containing at least one of a 5-membered ring and a 6-membered ring. The number of carbon atoms in the fused ring containing at least one of a 5-membered ring and a 6-membered ring is preferably 6 to 20, more preferably 6 to 15, and even more preferably 8 to 10. The ring may have a heteroatom. Examples of the heteroatom include a nitrogen atom, a sulfur atom, an oxygen atom, a selenium atom, a tellurium atom, a phosphorus atom, a silicon atom, and a boron atom, and a sulfur atom, a nitrogen atom, or an oxygen atom is preferred. The number of heteroatoms contained in the ring is preferably 0 to 10, and more preferably 0 to 5. ２ Among the carbon atoms constituting the ring represented by the formula (Z1), the carbon atoms at the bonding positions marked with * in formula (Z1) and the carbon atoms bonded to the oxygen atom may be substituted with a carbonyl carbon (>C=O) or a thiocarbonyl carbon (>C=S). １ In formula (Z1), * represents the same substituent as that which may be contained in the above-mentioned L １ represents the bonding position with

[0298] In the above formula (X5), L １ , L ２ , and L ３ each independently represents a methine group which may have a substituent. Examples of the substituent include the groups exemplified for the substituent W above.

[0299] In the above formula (X5), n represents an integer of 0 or more, preferably 0 to 3, and more preferably 0.

[0300] In the above formula (X5), R ２１ ~R ２６ Each of R independently represents a hydrogen atom or a substituent. Examples of the substituent include the groups exemplified for the substituent W. ２１ ~R ２６ In the formula (I), the substituents at adjacent positions may be bonded to each other via a single bond or a divalent linking group to form a ring which may have a substituent. ２１ ~R ２６ Any one of (preferably R ２４ or R ２５ ) represents a substituent, and the above-mentioned substituent and Ar in formula (X5) １２ or Ar １３ and an optionally substituted aryl group or an optionally substituted heteroaryl represented by the following formula (I) are bonded to each other via a single bond or a divalent linking group to form a ring which may have a substituent.

[0301] Examples of the divalent linking group include a divalent aliphatic hydrocarbon group (preferably having 1 to 3 carbon atoms), -O-, -CO-, -S-, and -SO ２ -, -SiR ａ R ｂ - (R ａ and R ｂ each independently represents a hydrogen atom or a substituent, —NR Ｎ - (R Ｎrepresents a hydrogen atom or a substituent), an alkenylene group, a cycloalkylene group, a cycloalkenylene group, an arylene group, or a heteroarylene group. The ring is preferably an aliphatic ring. The ring may be either a monocyclic or polycyclic ring. The number of ring atoms in the ring is preferably 3 to 20, more preferably 4 to 12, and even more preferably 4 to 6. The ring may have a heteroatom. Examples of the heteroatom include a nitrogen atom, a sulfur atom, an oxygen atom, a selenium atom, a tellurium atom, a phosphorus atom, a silicon atom, and a boron atom, with a sulfur atom, a nitrogen atom, or an oxygen atom being preferred. Examples of the substituent that the ring may have include the substituent W described above, with an alkyl group, an aryl group, or a halogen atom being preferred.

[0302] In the above formula (X5), Ar １２ and Ar １３ each independently represents an aryl group which may have a substituent or a heteroaryl group which may have a substituent. Examples of the substituent that the aryl group and heteroaryl group may have include the substituent W described above, and an alkyl group, an aryl group, or a halogen atom is preferred.

[0303] Ar １２ and Ar １３ In the optionally substituted aryl group and optionally substituted heteroaryl group represented by the following formula, the substituents at adjacent positions may be bonded to each other via a single bond or a divalent linking group to form a ring which may have a substituent. Examples of the divalent linking group include a divalent aliphatic hydrocarbon group (preferably having 1 to 3 carbon atoms), -O-, -CO-, -S-, and -SO ２ - and -NR Ｎ - (R Ｎis a hydrogen atom or a substituent). The ring is preferably an aliphatic ring. The ring may be either a monocyclic or polycyclic ring. The number of ring atoms in the ring is preferably 3 to 20, more preferably 4 to 12, and even more preferably 4 to 6. The ring may have a heteroatom. Examples of the heteroatom include a nitrogen atom, a sulfur atom, an oxygen atom, a selenium atom, a tellurium atom, a phosphorus atom, a silicon atom, and a boron atom, with a sulfur atom, a nitrogen atom, or an oxygen atom being preferred. Examples of the substituent that the ring may have include the substituent W described above, with an alkyl group, an aryl group, or a halogen atom being preferred.

[0304] Also, Ar １２ and an optionally substituted aryl group or an optionally substituted heteroaryl group represented by the following formula: １３ In the optionally substituted aryl group or optionally substituted heteroaryl group represented by the following formula (I), the substituents may be bonded to each other via a single bond or a divalent linking group to form a ring which may have a substituent. １２ and Ar １３ The same applies to the rings that can be formed by the optionally substituted aryl group and the optionally substituted heteroaryl group represented by the following formula (1), and the preferred embodiments are also the same. The same applies to the divalent linking group, and the preferred embodiments are also the same.

[0305] In the above formula (X5), m represents 0 or 1, and 1 is preferred.

[0306] Specific examples of the compound represented by the formula (X5) include the compound represented by the formula (51).

[0307]

[0308] In the above formula (51), Rz １ ~Rz ４ Rz each independently represents a hydrogen atom or a substituent. Examples of the substituent include the substituent W described above, and are preferably an alkyl group, an aryl group, or a halogen atom. １ ~Rz ４In the formula (I), the substituents at adjacent positions may be bonded to each other via a single bond or a divalent linking group to form a ring which may have a substituent. １２ and Ar １３ The same applies to the rings that can be formed by the optionally substituted aryl group and the optionally substituted heteroaryl group represented by the following formula (1), and the preferred embodiments are also the same. The same applies to the divalent linking group, and the preferred embodiments are also the same.

[0309] In the above formula (51), R ２１ ~R ２３ , R ２５ , R ２６ , and R ３１ ~R ３９ R each independently represents a hydrogen atom or a substituent. Examples of the substituent include the substituent W described above, and an alkyl group, an aryl group, or a halogen atom is preferred. ２１ ~R ２３ , R ２５ , R ２６ , and R ３１ ~R ３９ In the formula (I), the substituents at adjacent positions may be bonded to each other via a single bond or a divalent linking group to form a ring which may have a substituent. １２ and Ar １３ The same applies to the rings that can be formed by the optionally substituted aryl group and the optionally substituted heteroaryl group represented by the following formula (1), and the preferred embodiments are also the same. The same applies to the divalent linking group, and the preferred embodiments are also the same.

[0310] In the above formula (51), R １ａ and R １ｂ Each of R independently represents a hydrogen atom or a substituent. Examples of the substituent include the substituent W described above, and among these, an alkyl group (preferably having 1 to 20 carbon atoms) is preferred, and an alkyl group having 1 to 3 carbon atoms is more preferred. １ａ and R １ｂ may be bonded to each other via a single bond or a divalent linking group to form a ring which may have a substituent. １２ and Ar １３The same applies to the rings that can be formed by the optionally substituted aryl group and the optionally substituted heteroaryl group represented by the following formula (1), and the preferred embodiments are also the same. The same applies to the divalent linking group, and the preferred embodiments are also the same.

[0311] The molecular weight of the second compound is preferably 400 to 900, more preferably 400 to 800, and even more preferably 400 to 700. When the molecular weight is within the above range, the sublimation temperature of the second compound is lowered, and it is presumed that the compound has excellent manufacturing suitability.

[0312] The second compound preferably has an ionization potential of −5.0 to −6.0 eV in a single film from the viewpoints of stability when used as a p-type organic semiconductor and matching of the energy level with an n-type organic semiconductor.

[0313] The second compound may be purified as needed. Examples of methods for purifying the second compound include sublimation purification, purification using silica gel column chromatography, purification using gel permeation chromatography, reslurry washing, reprecipitation purification, purification using an adsorbent such as activated carbon, and recrystallization purification.

[0314] The content of the second compound in the photoelectric conversion film (=film thickness of the second compound in terms of a single layer / film thickness of the photoelectric conversion film × 100) is not particularly limited, but is preferably 1 to 40% by volume, more preferably 5 to 30% by volume, and even more preferably 8 to 25% by volume.

[0315] In the photoelectric conversion film, the content of the first compound relative to the content of the second compound (film thickness of the first compound in terms of a single layer / film thickness of the second compound in terms of a single layer×100) is preferably 40 to 240 vol%, more preferably 40 to 180 vol%, and still more preferably 40 to 150 vol%.

[0316] <Third Compound> The third compound has a maximum absorption wavelength in the wavelength range of 400 to 550 nm or 500 to 650 nm, and an absorption coefficient at the maximum absorption wavelength of 1×10 ５ cm －１ In the following, compounds having a maximum absorption wavelength in the wavelength range of 400 to 550 nm and an absorption coefficient at the maximum absorption wavelength of 1×10 ５ cm －１The third compound having the above-mentioned properties is referred to as "third A compound", which has a maximum absorption wavelength in the wavelength range of 500 to 650 nm and an absorption coefficient at the maximum absorption wavelength of 1×10 ５ cm －１ The third compound described above is also referred to as "third B compound."

[0317] In order to improve the compatibility between the compounds and further suppress aggregation, and thus to more effectively achieve the effects of the present invention, it is preferable that the third compound have a high structural similarity to at least one of the first compound and the second compound. Specifically, it is preferable that at least one of the Tanimoto coefficients between the third compound and the first compound and the Tanimoto coefficient between the third compound and the second compound is 0.50 or greater. As described below, the Tanimoto coefficient is an index indicating the structural similarity between two compounds, and a value close to 0 indicates low similarity between the two compounds. In particular, in order to more effectively achieve the effects of the present invention, it is more preferable that the Tanimoto coefficients between the third compound and the first compound and the Tanimoto coefficient between the third compound and the second compound are both 0.50 or greater. The upper limits of the Tanimoto coefficients between the third compound and the first compound and the third compound and the second compound are less than 1.00, preferably 0.95 or less, and more preferably 0.90 or less. The Tanimoto coefficient is described in detail below.

[0318] The Tanimoto coefficient (also referred to as "Tanimoto similarity") is an index used to quantitatively evaluate the structural similarity between compounds, and is calculated by normalizing the number of common features between two datasets corresponding to each compound by the total number of features in the two datasets. Specifically, the Tanimoto coefficient (T(A, B)) is calculated by dividing the number of common elements in datasets A and B (|A∩B|) by the sum of the number of unique elements contained in each dataset (|A∪B|) minus the number of common elements. In the following formula, |A∩B| represents the number of common elements between set A and set B, |A∪B| represents the total number of elements in set A and set B, and T(A, B) represents the Tanimoto coefficient. T(A, B) = (|A∩B|) / (|A∪B| - |A∩B|) The Tanimoto coefficient ranges from 0 to 1. A Tanimoto coefficient close to 1 indicates a high degree of similarity between the two compounds, and a Tanimoto coefficient close to 0 indicates a low degree of similarity between the two compounds.

[0319] The Tanimoto coefficients of two compounds are determined using the cheminformatics software library "RDKit." In this specification, a 2048-dimensional Morgan fingerprint is first generated from the molecular structure of each compound, and the Tanimoto coefficient is calculated based on the generated fingerprint. The Morgan fingerprint is a fixed-length binary vector that reflects the connectivity of atoms within a molecule and information about surrounding atoms, and is generated with a radius of 2.

[0320] Hereinafter, the third compound will be explained separately as a third compound A and a third compound B.

[0321] (Compound 3A) Compound 3A has a maximum absorption wavelength in the wavelength range of 400 to 550 nm and an absorption coefficient at the maximum absorption wavelength of 1×10 ５ cm －１ There are no particular limitations on the compound, but it is an ADA type dye compound or a DA type dye compound that has a maximum absorption wavelength in the wavelength range of 400 to 550 nm and an absorption coefficient at the maximum absorption wavelength of 1×10５ cm －１ Specific examples of the 3A compound include a compound represented by formula (X1), a compound represented by formula (X2), a compound represented by formula (X3), or a compound represented by formula (X4), which has a maximum absorption wavelength in the wavelength range of 400 to 550 nm and an absorption coefficient at the maximum absorption wavelength of 1×10 ５ cm －１ Among them, the compound 3A is a compound represented by formula (X3), which has a maximum absorption wavelength in the wavelength range of 400 to 550 nm and an absorption coefficient at the maximum absorption wavelength of 1×10 or more, in terms of being more excellent in the effect of the present invention. ５ cm －１ More preferred are compounds in which the above is true.

[0322] The maximum absorption wavelength of the compound 3A is preferably 415 to 535 nm, more preferably 430 to 520 nm. The absorption coefficient at the maximum absorption wavelength of the compound 3A is 1.5×10 ５ cm －１ More than 2.0 × 10 ５ cm －１ There is no particular upper limit to the absorption coefficient, and it is, for example, 1.0 × 10 ７ cm －１ The following is the result.

[0323] The compounds represented by formula (X1), (X2), (X3), and (X4) will be described below.

[0324] Compound represented by formula (X1) The compound represented by formula (X1) is as described above. However, the compound represented by formula (X1) as the 3A compound has a maximum absorption wavelength in the wavelength range of 400 to 550 nm and an absorption coefficient at the maximum absorption wavelength of 1×10 ５ cm －１ The compound is as described above.

[0325] Compound represented by formula (X2) The compound represented by formula (X2) is as described above. However, the compound represented by formula (X2) as the 3A compound has a maximum absorption wavelength in the wavelength range of 400 to 550 nm and an absorption coefficient at the maximum absorption wavelength of 1×10 ５ cm －１ The compound is as described above.

[0326] Compound represented by formula (X3) The compound represented by formula (X3) is as described above. However, the compound represented by formula (X3) as the 3A compound has a maximum absorption wavelength in the wavelength range of 400 to 550 nm and an absorption coefficient at the maximum absorption wavelength of 1×10 ５ cm －１ The compound is as described above.

[0327] Compound represented by formula (X4) The compound represented by formula (X4) is as described above. However, the compound represented by formula (X4) as the 3A compound has a maximum absorption wavelength in the wavelength range of 400 to 550 nm and an absorption coefficient at the maximum absorption wavelength of 1×10 ５ cm －１ The compound is as described above.

[0328] (Compound 3B) Compound 3B has a maximum absorption wavelength in the wavelength range of 500 to 650 nm and an absorption coefficient at the maximum absorption wavelength of 1×10 ５ cm －１ There are no particular limitations on the compound, but it is an ADA type dye compound or a DA type dye compound that has a maximum absorption wavelength in the wavelength range of 500 to 650 nm and an absorption coefficient at the maximum absorption wavelength of 1×10 ５ cm －１ Specific examples of the third B compound include a compound represented by formula (X1), a compound represented by formula (X3), or a compound represented by formula (X5), which has a maximum absorption wavelength in the wavelength range of 500 to 650 nm and an absorption coefficient at the maximum absorption wavelength of 1×10 ５ cm －１Among them, the compound 3B is a compound represented by formula (X3), which has a maximum absorption wavelength in the wavelength range of 500 to 650 nm and an absorption coefficient at the maximum absorption wavelength of 1×10 or more, in that it has a more excellent effect in the present invention. ５ cm －１ More preferred are compounds in which the above is true.

[0329] The maximum absorption wavelength of the compound 3B is preferably 515 to 635 nm, more preferably 530 to 620 nm. The absorption coefficient at the maximum absorption wavelength of the compound 3B is 1.5×10 ５ cm －１ More than 2.0 × 10 ５ cm －１ There is no particular upper limit to the absorption coefficient, and it is, for example, 1.0 × 10 ７ cm －１ The following is the result.

[0330] The compound represented by formula (X1), the compound represented by formula (X3), and the compound represented by formula (X5) will be described below.

[0331] Compound represented by formula (X1) The compound represented by formula (X1) is as described above. However, the compound represented by formula (X1) as the third B compound has a maximum absorption wavelength in the wavelength range of 500 to 650 nm and an absorption coefficient at the maximum absorption wavelength of 1×10 ５ cm －１ The compound is as described above.

[0332] Compound represented by formula (X3) The compound represented by formula (X3) is as described above. However, the compound represented by formula (X3) as the third B compound has a maximum absorption wavelength in the wavelength range of 500 to 650 nm and an absorption coefficient at the maximum absorption wavelength of 1×10 ５ cm －１ The compound is as described above.

[0333] Compound represented by formula (X5) The compound represented by formula (X5) is as described above. However, the compound represented by formula (X5) as the third B compound has a maximum absorption wavelength in the wavelength range of 500 to 650 nm and an absorption coefficient at the maximum absorption wavelength of 1×10５ cm －１ The compound is as described above.

[0334] The content of the third compound in the photoelectric conversion film (=film thickness of the third compound in terms of a single layer / film thickness of the photoelectric conversion film × 100) is not particularly limited, but is preferably 1 to 40% by volume, more preferably 5 to 30% by volume, and even more preferably 8 to 25% by volume.

[0335] In the photoelectric conversion film, the total content of the first compound, the second compound, and the third compound ((film thickness of the first compound in terms of a single layer + film thickness of the second compound in terms of a single layer + film thickness of the third compound in terms of a single layer) / film thickness of the photoelectric conversion film × 100) is preferably 15 to 75 vol%, more preferably 20 to 60 vol%, and still more preferably 20 to 50 vol%.

[0336] In the photoelectric conversion film, the content of the third compound relative to the total content of the first compound, the second compound, and the third compound ({film thickness of the third compound in terms of a single layer / (film thickness of the first compound in terms of a single layer+film thickness of the second compound in terms of a single layer+film thickness of the third compound in terms of a single layer)}×100) is preferably 1 to 40 vol%, more preferably 5 to 30 vol%, and still more preferably 8 to 25 vol%. In the photoelectric conversion film, the content of the third compound relative to the total content of the first compound, the second compound, and the third compound is preferably not more than the content of the first compound relative to the total content of the first compound, the second compound, and the third compound ({film thickness in monolayer equivalent of the first compound / (film thickness in monolayer equivalent of the first compound + film thickness in monolayer equivalent of the second compound + film thickness in monolayer equivalent of the third compound)} × 100), and the content of the second compound relative to the total content of the first compound, the second compound, and the third compound is preferably not more than the content of the second compound relative to the total content of the first compound, the second compound, and the third compound ({film thickness in monolayer equivalent of the second compound / (film thickness in monolayer equivalent of the first compound + film thickness in monolayer equivalent of the second compound + film thickness in monolayer equivalent of the third compound)} × 100). Among these, in the photoelectric conversion film, the content of the third compound relative to the total content of the first compound, the second compound, and the third compound is more preferably less than the content of the first compound relative to the total content of the first compound, the second compound, and the third compound, and is also more preferably less than the content of the second compound relative to the total content of the first compound, the second compound, and the third compound. In the photoelectric conversion film, when the third compound is a 3A compound, the lower limit of the content ratio of the 3A compound to the first compound (the content of the 3A compound (the film thickness of the 3A compound in terms of a single layer) / the content of the first compound (the film thickness of the first compound in terms of a single layer)) is not particularly limited, but is, for example, preferably 0.1 or more, more preferably 0.5 or more, even more preferably 0.8 or more, and particularly preferably 0.9 or more. The upper limit is not particularly limited, but is preferably 0.99 or less. Furthermore, when the third compound is a 3B compound, the lower limit of the content ratio of the 3B compound to the second compound (the content of the 3B compound (the film thickness of the 3B compound in terms of a single layer) / the content of the second compound (the film thickness of the second compound in terms of a single layer)) is not particularly limited, but is, for example, preferably 0.1 or more, more preferably 0.5 or more, even more preferably 0.8 or more, and particularly preferably 0.9 or more.The upper limit is not particularly limited, but is preferably 0.99 or less.

[0337] The photoelectric conversion film also preferably has the following aspects. Aspect 1: At least one of the first compound, the second compound, and the third compound is a compound represented by formula (X3). In the above aspect 1, it is preferable that at least two of the first compound, the second compound, and the third compound are compounds represented by formula (X3), and it is more preferable that all of them are compounds represented by formula (X3). Aspect 2: The first compound, the second compound, and the third compound are all compounds represented by formula (X3), and D in the third compound which is a compound represented by formula (X3) ３１ is D in the first compound which is a compound represented by formula (X3) ３１ and D in the second compound which is a compound represented by formula (X3) ３１ In the above-mentioned aspect 2, D in the third compound which is a compound represented by formula (X3) ３１ D in the first compound which is a compound represented by formula (X3) ３１ and D in the second compound which is a compound represented by formula (X3) ３１ However, it is also preferable that they have different structures.

[0338] Aspect 3: The third compound has a maximum absorption wavelength in the wavelength range of 400 to 550 nm, and an absorption coefficient at the maximum absorption wavelength of 1×10 ５ cm －１ or more, and the photoelectric conversion film further has a structure different from that of the first to third compounds, has a maximum absorption wavelength in the wavelength range of 500 to 650 nm, and has an absorption coefficient at the maximum absorption wavelength of 1×10 ５ cm －１ The fourth compound has the same meaning as the above-mentioned third compound B, and preferred embodiments are also the same.

[0339] In the photoelectric conversion element of Aspect 3, the contents of the first to fourth compounds are preferably as follows: The content of the fourth compound in the photoelectric conversion film (=film thickness of the fourth compound in terms of a single layer / film thickness of the photoelectric conversion film × 100) is not particularly limited, but is preferably 1 to 30% by volume, more preferably 5 to 20% by volume, and even more preferably 8 to 15% by volume.

[0340] In the photoelectric conversion film, the total content of the first compound, the second compound, the third compound, and the fourth compound ((film thickness of the first compound in terms of a single layer + film thickness of the second compound in terms of a single layer + film thickness of the third compound in terms of a single layer + film thickness of the fourth compound in terms of a single layer) / film thickness of the photoelectric conversion film × 100) is preferably 15 to 75 vol%, more preferably 20 to 60 vol%, and still more preferably 20 to 50 vol%.

[0341] In the photoelectric conversion film, the content of the fourth compound relative to the total content of the first compound, the second compound, the third compound, and the fourth compound ({film thickness of the fourth compound in terms of a single layer / (film thickness of the first compound in terms of a single layer+film thickness of the second compound in terms of a single layer+film thickness of the third compound in terms of a single layer+film thickness of the fourth compound in terms of a single layer)}×100) is preferably 1 to 30 vol%, more preferably 5 to 20 vol%, and still more preferably 8 to 15 vol%. In the photoelectric conversion film, the content of the fourth compound relative to the total content of the first compound, the second compound, the third compound, and the fourth compound is preferably not more than the content of the first compound relative to the total content of the first compound, the second compound, the third compound, and the fourth compound ({film thickness in monolayer equivalent of the first compound / (film thickness in monolayer equivalent of the first compound+film thickness in monolayer equivalent of the second compound+film thickness in monolayer equivalent of the third compound+film thickness in monolayer equivalent of the fourth compound)}×100), and is preferably not more than the content of the second compound relative to the total content of the first compound, the second compound, the third compound, and the fourth compound ({film thickness in monolayer equivalent of the second compound / (film thickness in monolayer equivalent of the first compound+film thickness in monolayer equivalent of the second compound+film thickness in monolayer equivalent of the third compound+film thickness in monolayer equivalent of the fourth compound)}×100). In particular, in the photoelectric conversion film, it is more preferable that the content of the fourth compound relative to the total content of the first compound, the second compound, the third compound, and the fourth compound is less than the content of the first compound relative to the total content of the first compound, the second compound, the third compound, and the fourth compound, and is also less than the content of the second compound relative to the total content of the first compound, the second compound, the third compound, and the fourth compound.

[0342] Aspect 4: The above aspect 3 is satisfied, and at least one of the Tanimoto coefficient between the fourth compound and the first compound and the Tanimoto coefficient between the fourth compound and the second compound is 0.50 or more. The upper limit of the Tanimoto coefficient between the fourth compound and the first compound and the Tanimoto coefficient between the fourth compound and the second compound is less than 1.00, preferably 0.95 or less, and more preferably 0.90 or less.

[0343] Aspect 5: The third compound has a maximum absorption wavelength in the wavelength range of 500 to 650 nm, and an absorption coefficient at the maximum absorption wavelength of 1×10 ５ cm－１ or more, and the photoelectric conversion film further has a structure different from that of the first to third compounds, has a maximum absorption wavelength in the wavelength range of 400 to 550 nm, and has an absorption coefficient at the maximum absorption wavelength of 1×10 ５ cm －１ The fifth compound has the same meaning as the third compound B described above, and preferred embodiments are also the same.

[0344] In the photoelectric conversion element of Aspect 5, the contents of the first compound, the second compound, the third compound, and the fifth compound are preferably as follows: The content of the fifth compound in the photoelectric conversion film (=film thickness of the fifth compound in terms of a single layer / film thickness of the photoelectric conversion film × 100) is not particularly limited, but is preferably 1 to 30% by volume, more preferably 5 to 20% by volume, and even more preferably 8 to 15% by volume.

[0345] In the photoelectric conversion film, the total content of the first compound, the second compound, the third compound, and the fifth compound ((film thickness of the first compound in terms of a single layer + film thickness of the second compound in terms of a single layer + film thickness of the third compound in terms of a single layer + film thickness of the fifth compound in terms of a single layer) / film thickness of the photoelectric conversion film × 100) is preferably 15 to 75 vol%, more preferably 20 to 60 vol%, and still more preferably 20 to 50 vol%.

[0346] In the photoelectric conversion film, the content of the fifth compound relative to the total content of the first compound, the second compound, the third compound, and the fifth compound ({film thickness of the fifth compound in terms of a single layer / (film thickness of the first compound in terms of a single layer+film thickness of the second compound in terms of a single layer+film thickness of the third compound in terms of a single layer+film thickness of the fifth compound in terms of a single layer)}×100) is preferably 1 to 30 vol%, more preferably 5 to 20 vol%, and still more preferably 8 to 15 vol%. In the photoelectric conversion film, the content of the fifth compound relative to the total content of the first compound, the second compound, the third compound, and the fifth compound is preferably not more than the content of the first compound relative to the total content of the first compound, the second compound, the third compound, and the fifth compound ({film thickness in monolayer equivalent of the first compound / (film thickness in monolayer equivalent of the first compound+film thickness in monolayer equivalent of the second compound+film thickness in monolayer equivalent of the third compound+film thickness in monolayer equivalent of the fifth compound)}×100), and is preferably not more than the content of the second compound relative to the total content of the first compound, the second compound, the third compound, and the fifth compound ({film thickness in monolayer equivalent of the second compound / (film thickness in monolayer equivalent of the first compound+film thickness in monolayer equivalent of the second compound+film thickness in monolayer equivalent of the third compound+film thickness in monolayer equivalent of the fifth compound)}×100). In particular, in the photoelectric conversion film, it is more preferable that the content of the fifth compound relative to the total content of the first compound, the second compound, the third compound, and the fifth compound is less than the content of the first compound relative to the total content of the first compound, the second compound, the third compound, and the fifth compound, and is also less than the content of the second compound relative to the total content of the first compound, the second compound, the third compound, and the fifth compound.

[0347] Aspect 6: The above aspect 5 is satisfied, and at least one of the Tanimoto coefficient between the fifth compound and the first compound and the Tanimoto coefficient between the fifth compound and the second compound is 0.50 or more. The upper limit of the Tanimoto coefficient between the fifth compound and the first compound and the Tanimoto coefficient between the fifth compound and the second compound is less than 1.00, preferably 0.95 or less, and more preferably 0.90 or less.

[0348] <n-Type Organic Semiconductor> The photoelectric conversion film further includes an n-type organic semiconductor. The n-type organic semiconductor is a compound different from the first compound, the second compound, the third compound, the fourth compound, and the fifth compound. The n-type organic semiconductor is an acceptor organic semiconductor material (compound) and refers to an organic compound that has the property of easily accepting electrons. In other words, when two organic compounds are used in contact with each other, the n-type organic semiconductor refers to the organic compound that has a larger electron affinity. In other words, any organic compound can be used as the acceptor organic semiconductor as long as it is an organic compound with electron-accepting properties. Examples of n-type organic semiconductors include fullerenes selected from the group consisting of fullerenes and derivatives thereof; fused aromatic carbon ring compounds (e.g., naphthalene derivatives, anthracene derivatives, phenanthrene derivatives, tetracene derivatives, pyrene derivatives, perylene derivatives, and fluoranthene derivatives); 5- to 7-membered heterocyclic compounds having at least one selected from the group consisting of a nitrogen atom, an oxygen atom, and a sulfur atom (e.g., pyridine, pyrazine, pyrimidine, pyridazine, triazine, quinoline, quinoxaline, quinazoline, phthalazine, cinnoline, isoquinoline, pteridine, acridine, phenazine, phenanthroline, tetrazole, pyrazole, imidazole, and thiazole). ), polyarylene compounds; fluorene compounds; cyclopentadiene compounds; silyl compounds; 1,4,5,8-naphthalenetetracarboxylic dianhydride; 1,4,5,8-naphthalenetetracarboxylic diimide derivatives; anthraquinodimethane derivatives; diphenylquinone derivatives; bathocuproine, bathophenanthroline, and derivatives thereof; triazole compounds; distyrylarylene derivatives; metal complexes having a nitrogen-containing heterocyclic compound as a ligand; silole compounds; 3,4,9,10-perylenetetracarboxylic dianhydride; 3,4,9,10-perylenetetracarboxylic diimide derivatives; and the compounds described in paragraphs

[0056] to

[0057] of JP-A No. 2006-100767.

[0349] As the n-type organic semiconductor (compound), fullerenes selected from the group consisting of fullerenes and derivatives thereof are preferred. For example, fullerene C ６０, fullerene C ７０ , fullerene C ７６ , fullerene C ７８ , fullerene C ８０ , fullerene C ８２ , fullerene C ８４ , fullerene C ９０ , fullerene C ９６ , fullerene C ２４０ , fullerene C ５４０ and mixed fullerenes. Examples of fullerene derivatives include compounds in which a substituent is added to the above-mentioned fullerenes. The substituent is preferably an alkyl group, an aryl group, or a heterocyclic group. Preferred fullerene derivatives are the compounds described in JP-A-2007-123707.

[0350] The molecular weight of the n-type organic semiconductor is preferably 200 to 1,200, more preferably 200 to 900.

[0351] The maximum absorption wavelength of the n-type organic semiconductor is preferably 400 nm or less or in the range of 500 to 600 nm.

[0352] The photoelectric conversion film preferably has a bulk heterostructure formed by mixing the first to fifth compounds (note that the fourth and fifth compounds are optional components) with an n-type organic semiconductor. The bulk heterostructure is a layer in the photoelectric conversion film in which the first to fifth compounds (note that the fourth and fifth compounds are optional components) and an n-type organic semiconductor are mixed and dispersed. A photoelectric conversion film having a bulk heterostructure can be formed by either a wet method or a dry method. The bulk heterostructure is as described in detail in paragraphs

[0013] to

[0014] of JP 2005-303266 A.

[0353] The difference in electron affinity between the first compound and the n-type organic semiconductor is preferably 0.1 eV or more. The difference in electron affinity between the second compound and the n-type organic semiconductor is preferably 0.1 eV or more. The difference in electron affinity between the third compound and the n-type organic semiconductor is preferably 0.1 eV or more. The difference in electron affinity between the fourth compound and the n-type organic semiconductor is preferably 0.1 eV or more. The difference in electron affinity between the fifth compound and the n-type organic semiconductor is preferably 0.1 eV or more.

[0354] The content of the n-type organic semiconductor in the photoelectric conversion film (thickness of the n-type organic semiconductor in terms of a single layer / thickness of the photoelectric conversion film × 100) is preferably 15 to 75% by volume, more preferably 20 to 60% by volume, and even more preferably 20 to 50% by volume.

[0355] When the n-type organic semiconductor contains fullerenes, the content of the fullerenes relative to the total content of the n-type organic semiconductors (film thickness of fullerenes converted into a single layer / total film thickness of each n-type organic semiconductor converted into a single layer × 100) is preferably 50 to 100% by volume, more preferably 80 to 100% by volume. Fullerenes may be used singly or in combination of two or more types.

[0356] In terms of the response speed of the photoelectric conversion element, the total content of the first to fifth compounds relative to the total content of the first to fifth compounds and the n-type organic semiconductor ((film thickness in monolayer equivalent of the first compound + film thickness in monolayer equivalent of the second compound + film thickness in monolayer equivalent of the third compound + film thickness in monolayer equivalent of the fourth compound + film thickness in monolayer equivalent of the fifth compound) / (film thickness in monolayer equivalent of the first compound + film thickness in monolayer equivalent of the second compound + film thickness in monolayer equivalent of the third compound + film thickness in monolayer equivalent of the fourth compound + film thickness in monolayer equivalent of the fifth compound + film thickness in monolayer equivalent of the n-type organic semiconductor)×100) is preferably 20 to 80 vol %, more preferably 40 to 80 vol %. When the photoelectric conversion film contains an n-type organic semiconductor and a p-type organic semiconductor described later, the total content of the first to fifth compounds ((film thickness in monolayer equivalent of the first compound + film thickness in monolayer equivalent of the second compound + film thickness in monolayer equivalent of the third compound + film thickness in monolayer equivalent of the fourth compound + film thickness in monolayer equivalent of the fifth compound) / (film thickness in monolayer equivalent of the first compound + film thickness in monolayer equivalent of the second compound + film thickness in monolayer equivalent of the third compound + film thickness in monolayer equivalent of the fourth compound + film thickness in monolayer equivalent of the fifth compound + film thickness in monolayer equivalent of the n-type organic semiconductor + film thickness in monolayer equivalent of the p-type organic semiconductor) × 100) is preferably 10 to 75 vol%, more preferably 15 to 50 vol%. Note that the mixed layer is preferably substantially composed of the first to fifth compounds (note that the fourth compound and the fifth compound are optional components), an n-type organic semiconductor, and a p-type organic semiconductor that is included as desired. "Substantially" means that the total content of the first to fifth compounds (note that the fourth and fifth compounds are optional components), the n-type organic semiconductor, and the p-type organic semiconductor relative to the total volume of the mixed layer is 90 to 100% by volume, preferably 95 to 100% by volume, and more preferably 99 to 100% by volume.

[0357] The photoelectric conversion film of the present invention is a non-luminescent film and has characteristics different from those of an organic electroluminescent device (OLED: Organic Light Emitting Diode). A non-luminescent film means a film having a luminescence quantum efficiency of 1% or less, preferably 0.5% or less, more preferably 0.1% or less. The lower limit is often 0% or more.

[0358] <p-Type Organic Semiconductor> The photoelectric conversion film preferably further contains a p-type organic semiconductor. The p-type organic semiconductor is a compound different from the first compound, the second compound, the third compound, the fourth compound, and the fifth compound. The p-type organic semiconductor is a donor organic semiconductor material (compound) and refers to an organic compound that has the property of easily donating electrons. In other words, the p-type organic semiconductor refers to the organic compound that has a smaller ionization potential when two organic compounds are used in contact with each other. The p-type organic semiconductor may be used alone or in combination of two or more types.

[0359] Examples of p-type organic semiconductors include triarylamine compounds (e.g., N,N'-diphenyl-N,N'-bis(3-methylphenyl)-(1,1'-biphenyl)-4,4'-diamine (TPD), 4,4'-bis[N-(naphthyl)-N-phenyl-amino]biphenyl (α-NPD), compounds described in paragraphs

[0128] to

[0148] of JP-A No. 2011-228614, compounds described in paragraphs

[0052] to

[0063] of JP-A No. 2011-176259, compounds described in paragraphs

[0119] to

[0158] of JP-A No. 2011-225544, compounds, compounds described in paragraphs

[0044] to

[0051] of JP-A No. 2015-153910, and compounds described in paragraphs

[0086] to

[0090] of JP-A No. 2012-094660, etc.), pyrazoline compounds, styrylamine compounds, hydrazone compounds, polysilane compounds, thiophene compounds (for example, thienothiophene derivatives, dibenzothiophene derivatives, benzodithiophene derivatives, dithienothiophene derivatives, [1]benzothieno[3,2-b][1]benzothiophene (BTBT) derivatives, thieno[3,2-f:4,5-f']bis[1] Benzothiophene (TBBT) derivatives, compounds described in paragraphs

[0031] to

[0036] of JP2018-014474A, compounds described in paragraphs

[0043] to

[0045] of WO2016 / 194630A, compounds described in paragraphs

[0025] to

[0037] and

[0099] to

[0109] of WO2017 / 159684A, compounds described in paragraphs

[0029] to

[0034] of JP2017-076766A, compounds described in paragraphs

[0015] to

[0025] of WO2018 / 207722A, and compounds described in paragraph [00 45] to

[0053] , compounds described in paragraphs

[0045] to

[0055] of WO2019 / 058995, compounds described in paragraphs

[0063] to

[0089] of WO2019 / 081416, compounds described in paragraphs

[0033] to

[0036] of JP2019-80052A, compounds described in paragraphs

[0044] to

[0054] of WO2019 / 054125, compounds described in paragraphs

[0041] to

[0046] of WO2019 / 093188, compounds described in paragraphs

[0034] to

[0037] of JP2019-050398A,Compounds described in paragraphs

[0033] to

[0036] of JP-A No. 2018-206878, compounds described in paragraph

[0038] of JP-A No. 2018-190755, compounds described in paragraphs

[0019] to

[0021] of JP-A No. 2018-026559, compounds described in paragraphs

[0031] to

[0056] of JP-A No. 2018-170487, compounds described in paragraphs

[0036] to

[0041] of JP-A No. 2018-166200 Compounds described in paragraphs

[0055] to

[0082] of JP-A No. 2018-113425, compounds described in paragraphs

[0041] to

[0050] of JP-A No. 2018-113425, compounds described in paragraphs

[0044] to

[0048] of JP-A No. 2018-085430, compounds described in paragraphs

[0041] to

[0045] of JP-A No. 2018-056546, compounds described in paragraphs

[0042] to

[0049] of JP-A No. 2018-046267, and paragraphs of JP-A No. 2018-014474

[0031] to

[0036] compounds described in paragraphs

[0036] to

[0046] of WO2018 / 016465, and compounds described in paragraphs

[0045] to

[0048] of JP-A-2020-010024, etc.), cyanine compounds, oxonol compounds, polyamine compounds, indole compounds, pyrrole compounds, pyrazole compounds, polyarylene compounds, fused aromatic carbocyclic compounds (e.g., naphthalene derivatives, anthracene derivatives, phenanthrene derivatives, tetracene derivatives, pentacene derivatives, pyrene derivatives, perylene derivatives, and fluoranthene derivatives), porphyrin compounds, phthalocyanine compounds, triazole compounds, oxadiazole compounds, imidazole compounds, polyarylalkane compounds, pyrazolone compounds, amino-substituted chalcone compounds, oxazole compounds, fluorenone compounds, silazane compounds, and metal complexes having a nitrogen-containing heterocyclic compound as a ligand. Examples of p-type organic semiconductors include benzoxazole compounds (for example, compounds described in Figures 3 to 7 of JP-A-2022-123944), dicarbazole compounds (for example, compounds described in Figures 2 to 5 of JP-A-2022-122839), benzoquinazoline compounds (for example, compounds described in paragraphs

[0053] to

[0056] of JP-A-2022-120323),Azine compounds (for example, compounds described in paragraphs

[0041] to

[0042] of JP-A No. 2022-120273), compounds described in Figures 2 to 10 of JP-A No. 2022-115832, indolotriphenylene compounds (for example, compounds described in paragraphs

[0065] to

[0072] of JP-A No. 2022-108268), indolocarbazole compounds (for example, compounds described in paragraphs

[0052] to [00 73] and the compounds described in paragraph

[0028] of JP-A No. 2022-100258), triscarbazolylphenyl compounds (for example, the compounds described in paragraphs

[0038] to

[0040] of JP-A No. 2022-181226), the compounds described in paragraphs

[0070] to

[0082] of JP-A No. 2022-027575, and the compounds described in paragraphs

[0051] to

[0064] of JP-A No. 2021-163968. Examples of p-type organic semiconductors include compounds having a smaller ionization potential than n-type organic semiconductors, and if this condition is met, the organic dyes exemplified as n-type organic semiconductors can be used. Examples of compounds that can be used as p-type organic semiconductor compounds are listed below.

[0360]

[0361]

[0362]

[0363]

[0364] When the photoelectric conversion film contains a p-type organic semiconductor, it preferably has a bulk heterostructure formed by mixing the first to fifth compounds (note that the fourth compound and the fifth compound are optional components), an n-type organic semiconductor, and a p-type organic semiconductor.

[0365] The difference in ionization potential between the first compound and the p-type organic semiconductor is preferably 0.1 eV or more. The difference in ionization potential between the second compound and the p-type organic semiconductor is preferably 0.1 eV or more. The difference in ionization potential between the third compound and the p-type organic semiconductor is preferably 0.1 eV or more. The difference in ionization potential between the fourth compound and the p-type organic semiconductor is preferably 0.1 eV or more. The difference in ionization potential between the fifth compound and the p-type organic semiconductor is preferably 0.1 eV or more.

[0366] When the photoelectric conversion film contains a p-type organic semiconductor, the content of the p-type organic semiconductor in the photoelectric conversion film (thickness of the p-type organic semiconductor in terms of a single layer / thickness of the photoelectric conversion film × 100) is preferably 15 to 75 vol%, more preferably 20 to 60 vol%, and still more preferably 25 to 50 vol%.

[0367] <Film formation method> Examples of methods for forming the photoelectric conversion film include dry film formation methods. For example, a photoelectric conversion film (mixed layer) can be formed by forming a film using the first compound, the second compound, the third compound, an n-type organic semiconductor, and, if necessary, a p-type organic semiconductor as raw materials using a dry film formation method. Examples of dry film formation methods include physical vapor deposition methods such as vapor deposition (particularly vacuum deposition), sputtering, ion plating, and MBE (Molecular Beam Epitaxy), as well as CVD (Chemical Vapor Deposition) methods such as plasma polymerization, with vacuum deposition being preferred. When forming the photoelectric conversion film using vacuum deposition, manufacturing conditions such as the degree of vacuum and deposition temperature can be set according to conventional methods.

[0368] The thickness of the photoelectric conversion film is preferably from 10 to 1,000 nm, more preferably from 50 to 800 nm, and even more preferably from 50 to 500 nm.

[0369] [Electrodes] The photoelectric conversion element preferably has electrodes. The electrodes (upper electrode (transparent conductive film) 15 and lower electrode (conductive film) 11) are made of a conductive material. Examples of conductive materials include metals, alloys, metal oxides, electrically conductive compounds, and mixtures thereof. Since light is incident through the upper electrode 15, it is preferable that the upper electrode 15 is transparent to the light to be detected. Examples of materials constituting the upper electrode 15 include conductive metal oxides such as tin oxide doped with antimony or fluorine (ATO: Antimony Tin Oxide, FTO: Fluorine-doped Tin Oxide), tin oxide, zinc oxide, indium oxide, indium tin oxide (ITO: Indium Tin Oxide), and indium zinc oxide (IZO); metal thin films such as gold, silver, chromium, and nickel; mixtures or laminates of these metals and conductive metal oxides; and organic conductive materials such as polyaniline, polythiophene, and polypyrrole; and nanocarbon materials such as carbon nanotubes and graphene. Of these, conductive metal oxides are preferred in terms of high conductivity and transparency.

[0370] Typically, when the conductive film is made thinner than a certain range, the resistance value often increases rapidly. In a solid-state imaging device incorporating a photoelectric conversion element according to this embodiment, the sheet resistance may be 100 to 10,000 Ω / □, and there is a wide degree of freedom in the range of film thickness that can be reduced. Furthermore, the thinner the upper electrode (transparent conductive film) 15, the less light it absorbs, and generally the higher the light transmittance. An increase in light transmittance is desirable because it increases light absorption in the photoelectric conversion film and enhances photoelectric conversion performance. Considering the suppression of leakage current, the increase in the resistance value of the thin film, and the increase in transmittance that accompany a reduction in film thickness, the thickness of the upper electrode 15 is preferably 5 to 100 nm, and more preferably 5 to 20 nm.

[0371] Depending on the application, the lower electrode 11 may be made transparent or may be made non-transparent and reflect light. Examples of materials constituting the lower electrode 11 include conductive metal oxides such as tin oxide (ATO, FTO) doped with antimony or fluorine, tin oxide, zinc oxide, indium oxide, indium tin oxide (ITO), and indium zinc oxide (IZO); metals such as gold, silver, chromium, nickel, titanium, tungsten, and aluminum; conductive compounds such as oxides or nitrides of these metals (e.g., titanium nitride (TiN)); mixtures or laminates of these metals and conductive metal oxides; organic conductive materials such as polyaniline, polythiophene, and polypyrrole; and carbon materials such as carbon nanotubes and graphene.

[0372] The method for forming the electrodes can be appropriately selected depending on the electrode material. Specific examples include wet methods such as printing and coating; physical methods such as vacuum deposition, sputtering, and ion plating; and chemical methods such as CVD and plasma CVD. When the electrode material is ITO, examples include electron beam methods, sputtering, resistance heating deposition, chemical reaction methods (such as the sol-gel method), and coating of a dispersion of indium tin oxide.

[0373] [Charge-blocking film: electron-blocking film, hole-blocking film] The photoelectric conversion element preferably has one or more intermediate layers in addition to the photoelectric conversion film between the conductive film and the transparent conductive film. Examples of the intermediate layer include a charge-blocking film. When the photoelectric conversion element has this film, the properties (quantum efficiency, response speed, etc.) of the resulting photoelectric conversion element are more excellent. Examples of the charge-blocking film include an electron-blocking film and a hole-blocking film.

[0374] <Electron Blocking Film> The electron blocking film is a donor organic semiconductor material (compound), and the above-mentioned p-type organic semiconductor can be used. Polymer materials can also be used as the electron blocking film. Examples of polymer materials include polymers of phenylene vinylene, fluorene, carbazole, indole, pyrene, pyrrole, picoline, thiophene, acetylene, and diacetylene, as well as derivatives thereof.

[0375] The electron blocking film may be composed of multiple films. The electron blocking film may be composed of an inorganic material. In general, inorganic materials have a higher dielectric constant than organic materials, so when an inorganic material is used for the electron blocking film, a higher voltage is applied to the photoelectric conversion film, resulting in higher quantum efficiency. Examples of inorganic materials that can be used for the electron blocking film include calcium oxide, chromium oxide, chromium copper oxide, manganese oxide, cobalt oxide, nickel oxide, copper oxide, gallium copper oxide, strontium copper oxide, niobium oxide, molybdenum oxide, indium copper oxide, indium silver oxide, and iridium oxide.

[0376] <Hole-Blocking Film> The hole-blocking film is an acceptor organic semiconductor material (compound), and the above-mentioned n-type organic semiconductor can be used. The hole-blocking film may be composed of multiple films.

[0377] Examples of methods for producing a charge blocking film include dry film formation and wet film formation. Examples of dry film formation methods include vapor deposition and sputtering. Vapor deposition may be either physical vapor deposition (PVD) or chemical vapor deposition (CVD), with physical vapor deposition such as vacuum deposition being preferred. Examples of wet film formation methods include inkjet printing, spray printing, nozzle printing, spin coating, dip coating, casting, die coating, roll coating, bar coating, and gravure coating, with the inkjet method being preferred in terms of high-precision patterning.

[0378] The thickness of each of the charge blocking films (electron blocking film and hole blocking film) is preferably from 3 to 200 nm, more preferably from 5 to 100 nm, and even more preferably from 5 to 30 nm.

[0379] [Substrate] The photoelectric conversion element may further include a substrate. Examples of the substrate include a semiconductor substrate, a glass substrate, and a plastic substrate. The substrate is usually positioned such that a conductive film, a photoelectric conversion film, and a transparent conductive film are stacked in this order on the substrate.

[0380] [Sealing Layer] The photoelectric conversion element may further have a sealing layer. The performance of photoelectric conversion materials may be significantly degraded in the presence of degrading factors such as water molecules. Therefore, the degradation can be prevented by covering and sealing the entire photoelectric conversion film with a sealing layer made of ceramics such as dense metal oxides, metal nitrides, or metal nitride oxides, or diamond-like carbon (DLC), which do not allow water molecules to penetrate. Examples of sealing layers include those described in paragraphs

[0210] to

[0215] of JP 2011-082508 A, the contents of which are incorporated herein by reference.

[0381] [Method for manufacturing photoelectric conversion element] Examples of methods for manufacturing photoelectric conversion elements include known manufacturing methods. Specifically, for example, methods for manufacturing photoelectric conversion elements include a step of forming a conductive film on a substrate, a step of forming a photoelectric conversion film, and a step of forming a transparent conductive film. The method for manufacturing a photoelectric conversion element may include other steps (for example, a step of forming a charge blocking film and a step of forming a sealing layer) in addition to the above. The method for forming each layer is as described above.

[0382] [Imaging element] An example of an application of a photoelectric conversion element is an imaging element. An imaging element is an element that converts the optical information of an image into an electrical signal, and typically has multiple photoelectric conversion elements arranged in a matrix on the same plane, converting the optical signal into an electrical signal at each photoelectric conversion element (pixel), and outputting the electrical signal pixel by pixel sequentially to the outside of the imaging element. For this purpose, each pixel is composed of one or more photoelectric conversion elements and one or more transistors. The manufacturing method of an imaging element is not particularly limited, but examples include a method including the step of manufacturing the photoelectric conversion element described above.

[0383] [Optical Sensor] Other applications of the photoelectric conversion element include, for example, a photocell and an optical sensor, and the photoelectric conversion element of the present invention is preferably used as an optical sensor. As an optical sensor, the photoelectric conversion element may be used alone, or may be used as a line sensor in which the photoelectric conversion elements are arranged linearly or as a two-dimensional sensor in which the photoelectric conversion elements are arranged on a plane.

[0384] The present invention will be described in more detail below with reference to examples. The materials, amounts used, ratios, treatment details, treatment procedures, etc. shown in the following examples can be changed as appropriate without departing from the spirit of the present invention. Therefore, the scope of the present invention should not be construed as being limited by the examples shown below.

[0385] [Compounds used in photoelectric conversion film] The materials used in the photoelectric conversion film are shown below.

[0386] [First Compound] The first compounds (compounds B-1 to B-5) used in the photoelectric conversion film are shown below. Compounds B-1 to B-5 exhibit maximum absorption wavelengths in the wavelength range of 400 to 550 nm, and have an absorption coefficient of 1×10 at the maximum absorption wavelength. ５ cm －１ That's all.

[0387]

[0388] [Second Compound] The second compounds (compounds R-1 to R-5) used in the photoelectric conversion film are shown below. Compounds R-1 to R-5 have a maximum absorption wavelength in the range of 500 to 650 nm, and an absorption coefficient at the maximum absorption wavelength of 1×10 ５ cm －１That's all.

[0389]

[0390] [Third Compound] The third compounds (compounds MB-1 to MB-6 (corresponding to the third A compounds) and compounds MR-1 to MR-5 (corresponding to the third B compounds)) used in the photoelectric conversion film are shown below. Compounds MB-1 to MB-6 exhibit maximum absorption wavelengths in the wavelength range of 400 to 550 nm, and have an absorption coefficient at the maximum absorption wavelength of 1×10 ５ cm －１ Compounds MR-1 to MR-5 exhibit maximum absorption wavelengths in the range of 500 to 650 nm, and have absorption coefficients of 1×10 at the maximum absorption wavelengths. ５ cm －１ That's all.

[0391]

[0392]

[0393] [Comparative Compounds of the Third Compound] Comparative compounds of the third compound (Compounds C-1 and C-2) used in the photoelectric conversion film are shown below. Compound C-1 exhibits a maximum absorption wavelength in the wavelength range of 400 to 550 nm, and the absorption coefficient at the maximum absorption wavelength is 1×10 ５ cm －１ Compound C-2 has an absorption coefficient of less than 1×10 at the maximum absorption wavelength. ５ cm －１ However, the maximum absorption wavelength is greater than 650 nm.

[0394]

[0395] [n-type organic semiconductor] C60: fullerene (C ６０ )

[0396] [p-type organic semiconductor]

[0397] [Evaluation] The quantum efficiency and response speed of the photoelectric conversion element when it received blue light (wavelength 450 nm), green light (530 nm), and red light (wavelength 610 nm) were evaluated by the following methods.

[0398] [Fabrication of Photoelectric Conversion Elements in Examples and Comparative Examples] A photoelectric conversion element having the configuration shown in FIG. 2 was fabricated using the various components shown above. Here, the photoelectric conversion element comprises a lower electrode 11, an electron blocking film 16A, a photoelectric conversion film 12, a hole blocking film 16B, and an upper electrode 15. The photoelectric conversion film 12 is a mixed layer containing a first compound, a second compound, a third compound, an n-type organic semiconductor, and a p-type organic semiconductor. Specifically, amorphous ITO was formed on a glass substrate by sputtering to form a lower electrode 11 (thickness: 30 nm), and compound (EB-1) was further formed on the lower electrode 11 by vacuum heating deposition to form an electron blocking film 16A (thickness: 30 nm). Next, with the glass substrate at room temperature, the first compound, the second compound, the third compound or comparative compound shown in Table 1, and an n-type organic semiconductor (fullerene (C ６０ )) and a p-type organic semiconductor (compound (P-1)) were co-deposited by vacuum deposition so that the ratio (total of the first compound, the second compound, and the third compound or the comparative compound): p-type organic semiconductor: n-type organic semiconductor = 1:1:1 (single layer equivalent) to form a photoelectric conversion film 12 (film thickness 360 nm) having a bulk heterostructure (note that the component ratios (single layer equivalent) of the first compound, the second compound, and the third compound or the comparative compound are as shown in Table 1). In this case, the film formation rate of the photoelectric conversion film 12 was 3.0 Å / sec. As described above, the photoelectric conversion film 12 is a mixed layer containing the first compound, the second compound, the third compound or the comparative compound, an n-type organic semiconductor, and a p-type organic semiconductor. Furthermore, compound (EB-2) was deposited on the photoelectric conversion film 12 to form a hole blocking film 16B (thickness: 10 nm). On the hole-blocking film 16B, amorphous ITO was formed by sputtering to form the upper electrode 15 (transparent conductive film) (thickness: 10 nm). After forming a SiO film as a sealing layer on the upper electrode 15 by vacuum deposition, aluminum oxide (Al ２ O ３ The resulting laminate was heated in a glove box at 150° C. for 90 minutes to obtain a photoelectric conversion element.

[0399]

[0400] [Fabrication of photoelectric conversion element of reference example] A photoelectric conversion element was fabricated in the same manner as in the example, except that, when fabricating the photoelectric conversion film 12, only the first compound and the second compound were used among the first compound, the second compound, and the third compound.

[0401] [Dark Current] The dark current of each of the obtained photoelectric conversion elements was measured by the following method. ５ A voltage was applied to the photoelectric conversion element so as to obtain an electric field strength of 50 nA / cm. The current value in a dark place (dark current) was measured. As a result, the dark current was 50 nA / cm for all the photoelectric conversion elements. ２ It was confirmed that the dark current was sufficiently low.

[0402] [Quantum Efficiency] The quantum efficiency of each photoelectric conversion element was evaluated by the following method when blue light (wavelength 450 nm), green light (wavelength 530 nm), or red light (wavelength 610 nm) was received. ５ After applying a voltage to achieve an electric field strength of 1000 V / cm, light was irradiated from the upper electrode (transparent conductive film) side, and the quantum efficiency (photoelectric conversion efficiency) at wavelengths of 450 nm, 530 nm, and 610 nm was calculated. The quantum efficiency was evaluated from the obtained values ​​according to the following evaluation criteria. Note that the numerator and denominator of formula (S1) compare photoelectric conversion efficiencies at the same wavelength. Furthermore, Reference Example 1 corresponds to the photoelectric conversion element of the reference example in the evaluations of Examples 1-1 to 1-10 and Comparative Examples 1-1 to 1-2. Reference Example 2 corresponds to the photoelectric conversion element of the reference example in the evaluations of Examples 2-1 to 2-10 and Comparative Examples 2-1 to 2-2. Reference Example 3 corresponds to the photoelectric conversion element of the reference example in the evaluations of Examples 3-1 to 3-2. Reference Example 4 corresponds to the photoelectric conversion element of the reference example in the evaluation of Example 4-1. Reference Example 5 corresponds to the photoelectric conversion element of the reference example in the evaluation of Examples 5-1 to 5-4. The photoelectric conversion element of Reference Example used in the evaluation of Examples 6-1 and 6-2 corresponds to Reference Example 6. Formula (S1): Quantum efficiency (relative ratio) = (photoelectric conversion efficiency of the photoelectric conversion elements of each Example and Comparative Example) / (photoelectric conversion efficiency of the photoelectric conversion element of Reference Example)

[0403] A: Quantum efficiency (relative ratio) is 0.95 or more. B: Quantum efficiency (relative ratio) is 0.80 or more and less than 0.95. C: Quantum efficiency (relative ratio) is less than 0.80.

[0404] [Response Speed] The response speed of each photoelectric conversion element was evaluated by the following method when blue light (wavelength 450 nm), green light (wavelength 530 nm), or red light (wavelength 610 nm) was received. ５ A voltage was applied so that the intensity was 1000 V / cm. Thereafter, the LED (light emitting diode) was momentarily turned on to irradiate light from the upper electrode (transparent conductive film) side, and the photocurrent at wavelengths of 450 nm, 530 nm, and 610 nm was measured with an oscilloscope to measure the rise time from 0% signal intensity to 97% signal intensity, and the relative response speed was calculated according to formula (S2). From the obtained values, the response speed was evaluated according to the following evaluation criteria. Note that the numerator and denominator of formula (S2) compare the rise times at the same wavelength. Furthermore, Reference Example 1 corresponds to the photoelectric conversion element of the reference example in the evaluations of Examples 1-1 to 1-10 and Comparative Examples 1-1 to 1-2. Reference Example 2 corresponds to the photoelectric conversion element of the reference example in the evaluations of Examples 2-1 to 2-10 and Comparative Examples 2-1 to 2-2. The photoelectric conversion element of the reference example used in the evaluation of Examples 3-1 to 3-2 corresponds to Reference Example 3. The photoelectric conversion element of the reference example used in the evaluation of Example 4-1 corresponds to Reference Example 4. The photoelectric conversion element of the reference example used in the evaluation of Examples 5-1 to 5-4 corresponds to Reference Example 5. The photoelectric conversion element of the reference example used in the evaluation of Examples 6-1 to 6-2 corresponds to Reference Example 6.

[0405] Equation (S2): Relative response speed = (rise time of the photoelectric conversion element of each example and comparative example) / (rise time of the photoelectric conversion element of the reference example)

[0406] AA: Relative response speed is less than 0.25 A: Relative response speed is 0.25 or more and less than 0.5 B: Relative response speed is 0.5 or more and less than 0.75 C: Relative response speed is 0.75 or more and less than 1 D: Relative response speed is 1 or more

[0407] [Results] The evaluation results are shown in Table 1. In the table, in the "Formula" column, the description "(X1)" indicates a compound represented by the above formula (X1), the description "(X2)" indicates a compound represented by the above formula (X2), the description "(X3)" indicates a compound represented by the above formula (X3), the description "(X4)" indicates a compound represented by the above formula (X4), the description "(X5)" indicates a compound represented by the above formula (X5), and the description "-" indicates that the compound does not correspond to any of the compounds represented by the above formulas (X1) to (X5), or that no compound was used.

[0408]

[0409]

[0410]

[0411] From the results in Table 1, it is clear that the photoelectric conversion element of the Example has improved responsiveness when receiving any of blue light, green light, and red light compared to the photoelectric conversion element of the Reference Example. Furthermore, it is clear that the photoelectric conversion element of the Example has superior quantum efficiency when receiving any of blue light, green light, and red light compared to the photoelectric conversion element of the Comparative Example. Furthermore, from the comparison of the Examples, it was confirmed that in the photoelectric conversion element, when at least one of the Tanimoto coefficients of the third compound and the first compound and the Tanimoto coefficients of the third compound and the second compound is 0.50 or more (preferably, when both the Tanimoto coefficients of the third compound and the first compound and the Tanimoto coefficients of the third compound and the second compound are 0.50 or more), the responsiveness is further improved when receiving any of blue light, green light, and red light compared to the photoelectric conversion element of the Reference Example.

[0412] It is presumed that the reason why the quantum efficiency at a wavelength of 530 nm in the photoelectric conversion elements of Examples 1-1 and 1-2 was rated "B" is because the maximum absorption wavelengths of Compounds MB-1 and MB-2, which are the third compounds added as auxiliary dyes, are slightly shorter than the maximum absorption wavelength of Compound B-1, which is the first compound. It is presumed that the reason why the quantum efficiency at a wavelength of 530 nm in the photoelectric conversion element of Example 2-2 was rated "B" is the same. It is presumed that the reason why the quantum efficiency at a wavelength of 530 nm in the photoelectric conversion elements of Examples 1-4, 1-5, and 1-6 was rated "B" is because the absorption coefficients at the maximum absorption wavelengths of Compounds MB-4, MB-5, and MB-6, which are the third compounds added as auxiliary dyes, are slightly smaller than the absorption coefficient at the maximum absorption wavelength of Compound B-1, which is the first compound. It is presumed that the reason why the quantum efficiency at a wavelength of 530 nm of the photoelectric conversion elements of Examples 2-4 to 2-6 was rated "B" is the same.

[0413] 10a, 10b Photoelectric conversion element 11 Conductive film (lower electrode) 12 Photoelectric conversion film 15 Transparent conductive film (upper electrode) 16A Electron blocking film 16B Hole blocking film

Claims

A photoelectric conversion element having a conductive film, a photoelectric conversion film, and a transparent conductive film stacked in this order, the photoelectric conversion film includes a first compound, a second compound, a third compound, and an n-type organic semiconductor; the first compound, the second compound, and the third compound have structures different from one another, The first compound has a maximum absorption wavelength in the wavelength range of 400 to 550 nm, and an absorption coefficient at the maximum absorption wavelength of 1×10 ５ cm －１ That's all, The second compound has a maximum absorption wavelength in the wavelength range of 500 to 650 nm, and an absorption coefficient at the maximum absorption wavelength of 1×10 ５ cm －１ That's all, The third compound has a maximum absorption wavelength in the wavelength range of 400 to 550 nm or 500 to 650 nm, and an absorption coefficient at the maximum absorption wavelength of 1×10 ５ cm －１ This is the photoelectric conversion element. 　 2 . The photoelectric conversion element according to claim 1 , wherein at least one of a Tanimoto coefficient between the third compound and the first compound and a Tanimoto coefficient between the third compound and the second compound is 0.50 or more. 　 The photoelectric conversion element according to claim 2 , wherein a Tanimoto coefficient between the third compound and the first compound, and a Tanimoto coefficient between the third compound and the second compound are both 0.50 or more. 　 The photoelectric conversion element according to any one of claims 1 to 3, wherein at least one of the first compound, the second compound, and the third compound is a compound represented by the following formula (X3): In formula (X3), D ３１ represents a group represented by formula (D-1) to formula (D-3), provided that n D ３１ At least one of these represents a group represented by formula (D-1). n represents an integer of 1 to 3. When n is 2 or 3, a plurality of D ３１ may be the same or different from each other. A ３１ and A ３２ each independently represents a group represented by formula (A-1) or formula (A-2). In formula (D-1), k represents an integer of 0 to 4. W １ａ and W ２ａ are each independently -Z ａ =Z ａ -C(*)=Z ａ - or -Z ａ = C(*)-X ａ Represents -. Y １ａ and Y ２ａ is one of the following combinations 1 to 4. Combination 1: Y １ａ and Y ２ａ each independently represents -Z ａ = represents. Combination 2: Y １ａ and Y ２ａ One of them is -Z ａ =Z ａ -, and the other represents a single bond. Combination 3: Y １ａ and Y ２ａ One of them is -X ａ -, and the other represents a single bond. Combination 4: Y １ａ and Y ２ａ One of the two is -C(T １ａ ) (T ２ａ )-Y ａ -, or -C(=X ｂ )-Y ａ -, and the other represents a single bond. Z ａ are each independently -CR Ａ = or represents a nitrogen atom. Ａ represents a hydrogen atom or a substituent. X ａ represents an oxygen atom, a sulfur atom, a selenium atom, -NR Ａ１ -, -SiR Ａ２ ２ -, -GeR Ａ３ ２ -, -CR Ａ４ ２ -, or -C(=CR Ａ５ ２ )-. Ａ１ ~R Ａ５ R each independently represents a hydrogen atom or a substituent. Ａ２ Comrade, R Ａ３ Comrade, R Ａ４ Peers and R Ａ５ may be bonded to each other to form a ring which may have a substituent. T １ａ and T ２ａ each independently represents a hydrogen atom or a substituent. Y ａ represents an oxygen atom, a sulfur atom, or —NR Ａ１ Represents -. X ｂ represents an oxygen atom or a sulfur atom. In formula (D-2), Z １ａ ~Z ６ａ Two of them represent -C(*)=, and four of them are each independently -CR Ａ = or represents a nitrogen atom. In formula (D-3), Z １１ａ ~Z １５ａ Two of them represent -C(*)=, and two of them are each independently -CR Ａ = or a nitrogen atom, and one represents an oxygen atom, a sulfur atom, a selenium atom, or -NR Ａ１ -, -SiR Ａ２ ２ -, -GeR Ａ３ ２ -, -CR Ａ４ ２ -, or -C(=CR Ａ５ ２ ) represents -. In formula (A-1), C １ represents a ring containing two or more carbon atoms which may have a substituent. W １ represents an oxygen atom, a sulfur atom, and ═NR Ｗ１ , or =CR Ｗ２ R Ｗ３ Represents R Ｗ１ represents a hydrogen atom or a substituent. Ｗ２ and R Ｗ３ each independently represents a cyano group, —COOR Ｗ４ , -COR Ｗ５ , or -SO ２ R Ｗ６ Represents R Ｗ４ ~R Ｗ６ each independently represents an aliphatic hydrocarbon group which may have a substituent, an aromatic ring group which may have a substituent, or an aliphatic heterocyclic group which may have a substituent. In formula (A-2), R Ａ１ and R ａ２ each independently represents a cyano group, —COOR ｂ１ , -COR ｂ２ , -SOR ｂ３ , or -SO ２ R ｂ４ Represents R ｂ１ ~R ｂ４ each independently represents an aliphatic hydrocarbon group which may have a substituent, an aromatic ring group which may have a substituent, or an aliphatic heterocyclic group which may have a substituent. * indicates the bond position. 　 The photoelectric conversion element according to claim 4 , wherein at least two of the first compound, the second compound, and the third compound are compounds represented by formula (X3). 　 The photoelectric conversion element according to claim 4 , wherein the first compound, the second compound, and the third compound are all compounds represented by formula (X3). 　 the first compound, the second compound, and the third compound are all compounds represented by formula (X3), and The D in the third compound which is a compound represented by formula (X3) ３１ is the D in the first compound which is a compound represented by formula (X3). ３１ and the D in the second compound which is a compound represented by formula (X3). ３１ The photoelectric conversion element according to claim 4 , having a structure different from that of 　 The photoelectric conversion element according to claim 4 , wherein n in formula (X3) is 1. 　 The third compound has a maximum absorption wavelength in the wavelength range of 400 to 550 nm, and an absorption coefficient at the maximum absorption wavelength is 1×10 ５ cm －１ or more, the photoelectric conversion film further contains a fourth compound having a structure different from the first to third compounds, and the fourth compound has a maximum absorption wavelength in a wavelength range of 500 to 650 nm and an absorption coefficient at the maximum absorption wavelength of 1×10 ５ cm －１ That's all, The third compound has a maximum absorption wavelength in the wavelength range of 500 to 650 nm, and an absorption coefficient at the maximum absorption wavelength is 1×10 ５ cm －１ or more, the photoelectric conversion film further contains a fifth compound having a structure different from the first to third compounds, the fifth compound having a maximum absorption wavelength in a wavelength range of 400 to 550 nm, and an absorption coefficient at the maximum absorption wavelength of 1×10 ５ cm －１ The photoelectric conversion element according to any one of claims 1 to 3, wherein 　 4. The photoelectric conversion element according to claim 1, wherein the n-type organic semiconductor comprises a fullerene selected from the group consisting of fullerenes and derivatives thereof.

4. The photoelectric conversion element according to claim 1, wherein the photoelectric conversion film further contains a p-type organic semiconductor.

4. The photoelectric conversion element according to claim 1, further comprising one or more intermediate layers in addition to the photoelectric conversion film between the conductive film and the transparent conductive film.

4. The photoelectric conversion element according to claim 1, wherein the intermediate layer is an electron blocking film or a hole blocking film. 　 An imaging device comprising the photoelectric conversion element according to any one of claims 1 to 3. 　 An optical sensor comprising the photoelectric conversion element according to any one of claims 1 to 3.

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