compound

Abstract

To provide a material for wavelength conversion based on a dipyrromethene boron complex compound having excellent solubility in a medium and exhibiting a sufficiently large molar absorption coefficient, a wavelength conversion member, a light emitting device, and a compound.SOLUTION: The invention provides: a material for wavelength conversion containing a compound represented by the general formula (1) in the figure; a wavelength conversion member based on the material for wavelength conversion; a light emitting device; and a compound. In the formula (1), R1 to R7 each represent a hydrogen atom or a substituent, and R8 and R9 each represent a specific substituent, provided that at least one of R1 to R9 has a partial structure represented by the formula (A) in the figure. In the formula (A), R11 to R16 each represent a hydrogen atom or an alkyl group, and the symbol * represents a bonding site.SELECTED DRAWING: None

Description

[Technical Field]

[0001] The present invention relates to a compound suitable for use in a wavelength converting material, a wavelength converting member, and a light emitting device. [Background technology]

[0002] Light-emitting diodes (LEDs) that emit white light are widely used in various display devices. In recent years, with growing interest in energy conservation, white LEDs are rapidly becoming popular in lighting devices such as fluorescent lamps. White LEDs are typically constructed by combining an LED with a phosphor. This phosphor is generally made from a wavelength-converting material containing a fluorescent compound that has the function or property of absorbing light of a specific wavelength (incident light) emitted from the LED and emitting light of a different specific wavelength (outgoing light) (hereinafter referred to as wavelength conversion characteristics), and, if necessary, a resin or the like. Among fluorescent compounds, organic fluorescent compounds generally have better wavelength conversion efficiency than inorganic fluorescent compounds. As wavelength conversion materials using such organic fluorescent compounds, those containing a dipyrromethene boron complex compound in which a dipyrromethene compound is bidentately coordinated to a boron atom and a resin have been proposed. For example, Patent Document 1 discloses that, as dipyrromethene boron complex compounds represented by a specific general formula (1), compounds into which an electron-withdrawing group has been introduced, or compounds into which R in general formula (1) has been introduced, 7 is an aryl group or a heteroaryl group, and a binder resin. [Prior art documents] [Patent documents]

[0003] [Patent Document 1] International Publication No. 2016 / 190283 [Patent Document 2] Japanese Patent Application Laid-Open No. 2012-77153 Summary of the Invention [Problem to be solved by the invention]

[0004] Furthermore, although not described as a wavelength conversion material, Patent Document 2 describes a coloring composition containing a dipyrromethene complex compound represented by a specific general formula (I) and an infrared absorbing compound having an absorption maximum at a wavelength of 700 nm or more, and a color filter formed using this composition.

[0005] In recent years, there has been a demand for further improvement in wavelength conversion characteristics by improving the wavelength conversion efficiency of wavelength conversion materials and increasing brightness. Dipyrromethene boron complex compounds used in wavelength conversion materials are required to have sufficient solubility in media (e.g., solvents, resins, or monomers) in order to develop wavelength conversion materials with higher brightness. The use of highly soluble dipyrromethene boron complex compounds reduces the risk of performance degradation due to aggregation or reduced manufacturability due to precipitation during the preparation of wavelength conversion materials. In other words, the dipyrromethene boron complex compound can be uniformly present at high concentrations in the resulting wavelength conversion material. As a result, wavelength conversion materials with high brightness can be obtained. Furthermore, low solubility necessitates changes in dissolution conditions, such as microparticulation by heating or ultrasonic treatment, or the removal of insoluble components by filtration, which can result in reduced productivity of wavelength conversion materials. In addition, increasing the luminous efficiency (wavelength conversion efficiency), which can be expressed as the product of the molar extinction coefficient and quantum yield, is also an important factor in increasing the brightness of wavelength conversion materials. However, as a result of investigations by the present inventors, it has been found that the dipyrromethene boron complex compound used in the wavelength conversion material described in Patent Document 1 above does not have sufficient solubility and its molar absorption coefficient is not large, and there is room for improvement.

[0006] An object of the present invention is to provide a wavelength converting material using a dipyrromethene boron complex compound that has excellent solubility in a medium (hereinafter also simply referred to as "solubility") and exhibits a sufficiently large molar absorption coefficient. Another object of the present invention is to provide a dipyrromethene boron complex compound that has excellent solubility and exhibits a sufficiently large molar absorption coefficient. A further object of the present invention is to provide a wavelength converting member and a light emitting device that use the wavelength converting material. [Means for solving the problem]

[0007] The present inventors have found that dipyrromethene boron complex compounds having a specific structure in which a specific substituent that is both hydrophobic and bulky is introduced into the dipyrromethene skeleton have excellent solubility and an increased molar absorption coefficient. Based on these findings, the present inventors have conducted further studies and have now completed the present invention.

[0008] That is, the object of the present invention has been achieved by the following means. [1] A wavelength converting material comprising a compound represented by the following general formula (1): [ka] In the formula, R 1 ~R 7 represents a hydrogen atom or a substituent. 8 and R 9 represents an alkyl group, a cycloalkyl group, an aliphatic heterocyclic group, an alkenyl group, a cycloalkenyl group, an alkynyl group, a hydroxy group, a sulfanyl group, an alkoxy group, an alkylthio group, an aryloxy group, an arylthio group, an aryl group, a heteroaryl group, a cyano group, or a halogen atom. However, R 1 ~R 9 At least one of them has a partial structure represented by the following formula (A). [ka] In the formula, R 11 ~R 16indicates a hydrogen atom or an alkyl group, and * indicates a bonding site. [2] The wavelength converting material according to [1], wherein the compound represented by the general formula (1) is a compound represented by the following general formula (2) or (3): [ka] In the formula, R 1 , R 3 ~R 9 , R 12 , R 14 and R 16 is the above R 1 , R 3 ~R 9 , R 12 , R 14 and R 16 is synonymous with. [3] The above R 8 and R 9 The wavelength converting material according to [1] or [2], wherein at least one of the groups is a halogenated alkyl group, a halogenated alkyloxy group, or a cyano group. [4] A wavelength conversion member having a wavelength converting portion using the wavelength converting material according to any one of [1] to [3]. [5] A light emitting device having a light source and the wavelength conversion member according to [4], which converts light emitted by the light source. [6] The light-emitting device according to [5], which is a display device or a lighting device. [7] The light-emitting device according to [6], wherein the display device is a liquid crystal display device. [8] A compound represented by the following general formula (1A): [ka] In the formula, R 1 ~R 7 represents a hydrogen atom or a substituent. 8 and R 9represents an alkyl group, a cycloalkyl group, an aliphatic heterocyclic group, an alkenyl group, a cycloalkenyl group, an alkynyl group, a hydroxy group, a sulfanyl group, an alkoxy group, an alkylthio group, an aryloxy group, an arylthio group, an aryl group, a heteroaryl group, a cyano group, or a halogen atom. However, R 8 and R 9 at least one of R is a halogenated alkyl group, a halogenated alkyloxy group, or a cyano group; 1 ~R 9 At least one of them has a partial structure represented by the following formula (A). [ka] In the formula, R 11 ~R 16 indicates a hydrogen atom or an alkyl group, and * indicates a bonding site. [9] The compound according to [8], which is a compound represented by the following general formula (2A) or (3A): [ka] In the formula, R 1 , R 3 ~R 9 , R 12 , R 14 and R 16 is the above R 1 , R 3 ~R 9 , R 12 , R 14 and R 16 is synonymous with.

[10] The above R 8 and R 9 The compound according to [8] or [9], wherein at least one of the groups is a halogenated alkyl group or a cyano group.

[0009] In the present invention, "wavelength conversion" means converting (incident) light of a specific wavelength into (outgoing) light of a different wavelength (usually a wavelength longer than the specific wavelength), and is also called "color conversion." [Effects of the Invention]

[0010] The wavelength converting material of the present invention, and the wavelength converting member and light emitting device using the same, are made using a dipyrromethene boron complex compound that has excellent solubility and a sufficiently large molar absorption coefficient, and have excellent luminous efficiency. Furthermore, the dipyrromethene boron complex compound of the present invention has excellent solubility and a sufficiently large molar absorption coefficient. DETAILED DESCRIPTION OF THE INVENTION

[0011] In the present invention, when there are multiple substituents or linking groups, etc. (hereinafter referred to as substituents, etc.) represented by a specific symbol or formula, or when multiple substituents, etc. are specified simultaneously, unless otherwise specified, the respective substituents, etc. may be the same or different from each other. The same applies to the specification of the number of substituents, etc. Furthermore, when multiple substituents, etc. are adjacent to each other (especially when they are adjacent), they may be linked to each other to form a ring, unless otherwise specified. Furthermore, unless otherwise specified, rings, such as alicyclic rings, aromatic rings, and heterocyclic rings, may be further condensed to form a condensed ring. In the present invention, unless otherwise specified, when double bonds exist in a molecule in the E-type or Z-type, they may be either one or a mixture thereof. In the present invention, unless otherwise specified, the wavelength converting material may contain one or more components (such as the compound represented by general formula (1), the resin, and other components) that can constitute the wavelength converting material. The same applies to the components that can constitute the wavelength converting member. In the present invention, when calculating the content of each component in the wavelength converting material, the solid content means components other than the solvent.

[0012] In the present invention, the expression "compound" (including complex) is used to mean not only the compound itself, but also its salts and ions. It also means that compounds with partially modified structures are included as long as the effects of the present invention are not impaired. Furthermore, compounds that are not specified as substituted or unsubstituted may have any substituent as long as the effects of the present invention are not impaired. The same applies to substituents and linking groups. In the present invention, when the number of carbon atoms of a certain group is specified, this number of carbon atoms means the number of carbon atoms of the entire group unless otherwise specified in the present invention or this specification. In other words, when this group further has a substituent, this number means the total number of carbon atoms including the substituent.

[0013] In the present invention, a numerical range expressed using "to" means a range that includes the numerical values ​​before and after "to" as the lower and upper limits. In the present invention, the term "composition" encompasses not only mixtures in which the component concentrations are constant (each component is uniformly dispersed), but also mixtures in which the component concentrations vary within a range that does not impair the intended wavelength conversion function.

[0014] [Wavelength conversion materials] The wavelength converting material of the present invention contains a compound (dipyrromethene boron complex compound) represented by the following general formula (1): The compound represented by general formula (1) is a fluorescent compound, and the wavelength converting property exhibited by the compound represented by general formula (1) enables the wavelength converting material of the present invention to convert the wavelength of incident light into light with a longer wavelength. The same applies to a wavelength converting part using the wavelength converting material of the present invention, which will be described later. The wavelength converting part of the present invention converts the wavelength of incident light into light with a longer wavelength due to the wavelength conversion properties exhibited by the compound represented by formula (1). The wavelength-converting material of the present invention generally does not contain a compound (e.g., an infrared-absorbing compound) that absorbs the luminescence (fluorescence) of the compound represented by general formula (1). The wavelength-converting material of the present invention may be in any form, such as a solution, dispersion, semi-solid (e.g., slurry), or solid. The wavelength-converting material of the present invention is preferably in a form in which all components are uniformly mixed, i.e., in the form of a composition. Components other than the compound represented by general formula (1) contained in the wavelength-converting material of the present invention include resins, raw material monomers, solvents, and other additives, which will be described later. Details of each form are as described below in the preparation method for the wavelength-converting material of the present invention. The wavelength-converting material of the present invention can be stored stably by controlling storage conditions, such as light protection and low temperature, as necessary.

[0015] <Compound represented by general formula (1)> The wavelength converting material of the present invention contains a compound represented by the following general formula (1). [ka]

[0016] In the formula, R 1 ~R 7 represents a hydrogen atom or a substituent. 8 and R 9 represents an alkyl group, a cycloalkyl group, an aliphatic heterocyclic group, an alkenyl group, a cycloalkenyl group, an alkynyl group, a hydroxy group, a sulfanyl group, an alkoxy group, an alkylthio group, an aryloxy group, an arylthio group, an aryl group, a heteroaryl group, a cyano group, or a halogen atom. However, R 1 ~R 9 At least one of these has a partial structure represented by formula (A) described below.

[0017] (i)R 1 ~R 7 R 1 ~R 7 each independently represents a hydrogen atom or a substituent. R 1 ~R 7Examples of the substituent that can be adopted as the substituent include the substituents in the group T of substituents described below.

[0018] R 1 and R 7 Among the above, preferred examples of the alkyl group include an alkyl group, an aryl group, an amino group, and an acylamino group. Examples of the substituent that the alkyl group, aryl group, amino group and acylamino group may have include the substituents in the substituent group T described below, for example, a sulfonylamino group. Among these, R 1 and R 7 is more preferably an amino group, and even more preferably -NH2.

[0019] R 2 and R 6 Among the above, an alkoxycarbonyl group or a cyano group is preferred as the alkyl group. The alkoxycarbonyl group preferably has a partial structure represented by the formula (A) described below. Among these, R 2 and R 6 More preferably, has a partial structure represented by the formula (A) described below as a group.

[0020] R 3 and R 5 Among the above, alkyl groups and aryl groups are preferred.

[0021] R 4 Among the above, a hydrogen atom, an alkyl group, an aryl group, or a cyano group is preferable as the aryl group. Examples of the substituent that the alkyl group and aryl group may have include the substituents in the substituent group T described below, such as a halogen atom (preferably a fluorine atom), a halogenated alkyl group, an alkyl group, an alkoxy group, an alkylaryl group, and an aryl group. Among these, R 4 is more preferably a hydrogen atom or an alkyl group.

[0022] (ii)R 8 and R 9 R 8 and R 9 represents an alkyl group, a cycloalkyl group, an aliphatic heterocyclic group, an alkenyl group, a cycloalkenyl group, an alkynyl group, a hydroxy group, a sulfanyl group, an alkoxy group, an alkylthio group, an aryloxy group, an arylthio group, an aryl group, a heteroaryl group, a cyano group, or a halogen atom (preferably a fluorine atom), and an alkyl group, an alkenyl group, an alkoxy group, an aryl group, a cyano group, or a halogen atom is preferred. vinegar. R 8 or R 9 Examples of the alkyl group, cycloalkyl group, aliphatic heterocyclic group, alkenyl group, cycloalkenyl group, alkynyl group, hydroxy group, sulfanyl group, alkoxy group, alkylthio group, aryloxy group, arylthio group, aryl group, heteroaryl group, cyano group, or halogen atom that can be taken as the substituent group T include the alkyl group, cycloalkyl group, aliphatic heterocyclic group, alkenyl group, cycloalkenyl group, alkynyl group, hydroxy group, sulfanyl group, alkoxy group, alkylthio group, aryloxy group, arylthio group, aryl group, heteroaryl group, cyano group, and halogen atom in the substituent group T described below. Examples of the substituent that the alkyl group, cycloalkyl group, aliphatic heterocyclic group, alkenyl group, cycloalkenyl group, alkynyl group, alkoxy group, alkylthio group, aryloxy group, arylthio group, aryl group, and heteroaryl group may have include the substituents in the substituent group T described below, and examples thereof include a halogen atom (preferably a fluorine atom) and an aryl group. R 8 and R 9 At least one of the groups is preferably a halogenated alkyl group, a halogenated alkyloxy group, or a cyano group, more preferably a halogenated alkyl group or a cyano group, and even more preferably a halogenated alkyl group.

[0023] (iii) A partial structure represented by formula (A) R 1 ~R 9 At least one of them has a partial structure represented by the following formula (A). [ka]

[0024] In the formula, R 11 ~R 16 indicates a hydrogen atom or an alkyl group, and * indicates a bonding site. R 11 ~R 16 Examples of the alkyl group that can be taken as the substituent include the alkyl groups in the substituent group T described below. R 11 ~R 16 As a combination of 11 , R 13 and R 15 is a hydrogen atom, and R 12 , R 14 and R 16 is preferably a hydrogen atom or an alkyl group, and R 11 , R 12 , R 14 ~R 16 is a hydrogen atom, and R 13 is more preferably a hydrogen atom or an alkyl group, and R 11 , R 12 , R 14 ~R 16 is a hydrogen atom, and R 13 It is more preferable that is a hydrogen atom or an alkyl group having 1 to 8 carbon atoms.

[0025] R 1 ~R 9 As an embodiment in which at least one of the above has a partial structure represented by the above formula (A), R 1 ~R 9 is itself a group represented by the above formula (A) (i.e., * in formula (A) is R 1 ~R 9 (the bond of R) and 1 ~R 9The substituents which can be taken as the substituent further have a partial structure represented by the above formula (A) as a substituent (i.e., * in formula (A) is R 1 ~R 9 and R 1 ~R 9 It is preferable that the group itself is a group represented by the above formula (A). R 1 ~R 9 In the embodiment in which the substituent which can be taken as the formula (A) further has a partial structure represented by the above formula (A) as a substituent, for example, an alkyl group, an aryl group, an alkoxy group, or a heteroaryl group further has a partial structure represented by the above formula (A) as a substituent.

[0026] The above R 1 ~R 9 Among them, R 2 and R 6 It is preferable that at least one of R has a partial structure represented by the above formula (A), 2 and R 6 It is more preferable that both of the above have a partial structure represented by the above formula (A).

[0027] The compound represented by the above general formula (1) is preferably a compound represented by the following general formula (2) or (3), and more preferably a compound represented by the following general formula (3).

[0028] [ka]

[0029] In the formula, R 1 , R 3 ~R 9 , R 12 , R 14 and R 16 represents R in the above general formula (1). 1 , R 3 ~R 9 , R 12 , R 14 and R 16is synonymous with.

[0030] <Compound represented by general formula (1A)> The compound of the present invention is a compound represented by the following general formula (1A).

[0031] [ka]

[0032] In the formula, R 1 ~R 7 represents a hydrogen atom or a substituent. 8 and R 9 represents an alkyl group, a cycloalkyl group, an aliphatic heterocyclic group, an alkenyl group, a cycloalkenyl group, an alkynyl group, a hydroxy group, a sulfanyl group, an alkoxy group, an alkylthio group, an aryloxy group, an arylthio group, an aryl group, a heteroaryl group, a cyano group, or a halogen atom. However, R 8 and R 9 at least one of R is a halogenated alkyl group, a halogenated alkyloxy group, or a cyano group; 1 ~R 9 At least one of them has a partial structure represented by the following formula (A).

[0033] [ka]

[0034] In the formula, R 11 ~R 16 indicates a hydrogen atom or an alkyl group, and * indicates a bonding site.

[0035] The compound represented by general formula (1A) is R 8 and R 9 is the same as the compound represented by the general formula (1) above, except that at least one of R is a halogenated alkyl group, a halogenated alkyloxy group, or a cyano group. 1 ~R 9and as a partial structure represented by formula (A), R 8 and R 9 In the above general formula (1), R 1 ~R 9 and the description of the partial structure represented by formula (A) can be applied.

[0036] The compound represented by the above general formula (1A) is preferably a compound represented by the following general formula (2A) or (3A).

[0037] [ka]

[0038] In the formula, R 1 , R 3 ~R 9 , R 12 , R 14 and R 16 represents R in the above general formula (1A). 1 , R 3 ~R 9 , R 12 , R 14 and R 16 is synonymous with.

[0039] - Substituent group T - In the present invention, preferred substituents include those selected from the following substituent group T. Furthermore, in this specification, when a group is simply described as a substituent, it refers to this group of substituents T, and when a group, for example, an alkyl group, is simply described, the corresponding group in this group of substituents T applies. Furthermore, in this specification, when an alkyl group is described separately from a cyclic (cyclo)alkyl group, the term "alkyl group" is used to encompass both linear and branched alkyl groups. On the other hand, when an alkyl group is not described separately from a cyclic alkyl group, or unless otherwise specified, the term "alkyl group" is used to encompass both linear and branched alkyl groups and cycloalkyl groups. This also applies to groups (alkoxy groups, alkylthio groups, alkenyloxy groups, etc.) containing groups that can form a cyclic structure (alkyl groups, alkenyl groups, alkynyl groups, etc.) and compounds containing groups that can form a cyclic structure. When a group can form a cyclic skeleton, the lower limit of the number of atoms in the group forming the cyclic skeleton is 3 or more, preferably 5 or more, regardless of the lower limit of the number of atoms specifically described below for groups that can form this structure. In the description of the substituent group T below, groups having a linear or branched structure and groups having a cyclic structure are sometimes described separately, for example, alkyl groups and cycloalkyl groups, in order to clarify the groups.

[0040] Examples of groups included in the substituent group T include the following groups. Alkyl groups (preferably having 1 to 20 carbon atoms, for example, methyl, ethyl, isopropyl, t-butyl, pentyl, heptyl, 1-ethylpentyl, benzyl, 2-ethoxyethyl, 1-carboxymethyl, trifluoromethyl, etc.), alkenyl groups (preferably having 2 to 20 carbon atoms, for example, vinyl, allyl, oleyl, etc.), alkynyl groups (preferably having 2 to 20 carbon atoms, for example, ethynyl, butadiynyl, phenylethynyl, etc.), cycloalkyl groups (preferably having 3 to 20 carbon atoms, for example, cycloalkyl groups), cyclopropyl, cyclopentyl, cyclohexyl, 4-methylcyclohexyl, etc.), cycloalkenyl groups (preferably having 5 to 20 carbon atoms, for example, cyclopentenyl, cyclohexenyl, etc.), aryl groups (preferably having 6 to 26 carbon atoms, for example, phenyl, 1-naphthyl, 4-methoxyphenyl, 2-chlorophenyl, 3-methylphenyl, etc.), heterocyclic groups (preferably having 2 to 20 carbon atoms, more preferably a 5- or 6-membered heterocyclic group having at least one oxygen atom, sulfur atom, or nitrogen atom). Preferred examples include 2-pyridyl, 4-pyridyl, 2-imidazolyl, 2-benzimidazolyl, 2-thiazolyl, 2-oxazolyl, etc.), alkoxy groups (preferably having 1 to 20 carbon atoms, for example, methoxy, ethoxy, isopropyloxy, benzyloxy, etc.), alkenyloxy groups (preferably having 2 to 20 carbon atoms, for example, vinyloxy, allyloxy, etc.), alkynyloxy groups (preferably having 2 to 20 carbon atoms, for example, 2-propynyloxy, 4-butynyloxy, etc.), cyclo ... an aryloxy group (preferably having 3 to 20 carbon atoms, for example, cyclopropyloxy, cyclopentyloxy, cyclohexyloxy, 4-methylcyclohexyloxy, etc.), an aryloxy group (preferably having 6 to 26 carbon atoms, for example, phenoxy, 1-naphthyloxy, 3-methylphenoxy, 4-methoxyphenoxy, etc.), a heterocyclic oxy group (for example, imidazolyloxy, benzimidazolyloxy, thiazolyloxy, benzothiazolyloxy, triazinyloxy, purinyloxy),

[0041] Alkoxycarbonyl groups (preferably having 2 to 20 carbon atoms, such as ethoxycarbonyl and 2-ethylhexyloxycarbonyl), cycloalkoxycarbonyl groups (preferably having 4 to 20 carbon atoms, such as cyclopropyloxycarbonyl, cyclopentyloxycarbonyl and cyclohexyloxycarbonyl), aryloxycarbonyl groups (preferably having 6 to 20 carbon atoms, such as phenyloxycarbonyl and naphthyloxycarbonyl), amino groups (preferably having 0 to 20 carbon atoms, such as alkylamino groups, alkenylamino groups, alkynylamino groups, cycloalkylamino groups, cycloalkenylamino groups, arylamino groups and heterocyclic amino groups, such as unsubstituted amino (-NH), N,N-dimethylamino, N,N-diethylamino, N-ethylamino, N-allylamino, N-(2-propynyl)amino, N-cyclohexylamino and N-cyclohexenylamino). , anilino, pyridylamino, imidazolylamino, benzimidazolylamino, thiazolylamino, benzothiazolylamino, triazinylamino, etc.), sulfamoyl group (preferably having 0 to 20 carbon atoms, and an alkyl, cycloalkyl, or aryl sulfamoyl group is preferred, for example, N,N-dimethylsulfamoyl, N-cyclohexylsulfamoyl, N-phenylsulfamoyl, etc.), acyl group (preferably having 1 to 20 carbon atoms, for example, acetyl, cyclohexylcarbonyl, benzoyl, etc.), acyloxy group (preferably having 1 to 20 carbon atoms, for example, acetyloxy, cyclohexylcarbonyloxy, benzoyloxy, etc.), carbamoyl group (preferably having 1 to 20 carbon atoms, and an alkyl, cycloalkyl, or aryl carbamoyl group is preferred, for example, N,N-dimethylcarbamoyl, N-cyclohexylcarbamoyl, N-phenylcarbamoyl, etc.),

[0042] acylamino groups (preferably acylamino groups having 1 to 20 carbon atoms, for example, acetylamino, cyclohexylcarbonylamino, benzoylamino, 2-pyrrolidinon-1-yl, etc.), sulfonamide groups (preferably alkyl, cycloalkyl, or aryl sulfonamide groups having 0 to 20 carbon atoms, for example, methanesulfonamide, benzenesulfonamide, N-methylmethanesulfonamide, N-cyclohexylsulfonamide, N-ethylbenzenesulfonamide, etc.), alkylthio groups (preferably 1 to 20 carbon atoms, for example, methylthio, ethyl thio, isopropylthio, benzylthio, etc.), cycloalkylthio groups (preferably having 3 to 20 carbon atoms, for example, cyclopropylthio, cyclopentylthio, cyclohexylthio, 4-methylcyclohexylthio, etc.), arylthio groups (preferably having 6 to 26 carbon atoms, for example, phenylthio, 1-naphthylthio, 3-methylphenylthio, 4-methoxyphenylthio, etc.), alkyl, cycloalkyl or arylsulfonyl groups (preferably having 1 to 20 carbon atoms, for example, methylsulfonyl, ethylsulfonyl, cyclohexylsulfonyl, benzenesulfonyl, etc.),

[0043] Silyl groups (preferably silyl groups having 1 to 20 carbon atoms and substituted with alkyl, aryl, alkoxy, and aryloxy, for example, triethylsilyl, triphenylsilyl, diethylbenzylsilyl, dimethylphenylsilyl, etc.), silyloxy groups (preferably silyloxy groups having 1 to 20 carbon atoms and substituted with alkyl, aryl, alkoxy, and aryloxy, for example, triethylsilyloxy, triphenylsilyloxy, diethylbenzylsilyloxy, dimethylphenylsilyloxy, etc.), hydroxyl groups, cyano groups, nitro groups, halogen atoms ( For example, a fluorine atom, a chlorine atom, a bromine atom, an iodine atom, etc.), a carboxyl group, a sulfo group, a phosphonyl group, a phosphoryl group, or a boric acid group, more preferably an alkyl group, an alkenyl group, a cycloalkyl group, an aryl group, a heterocyclic group, an alkoxy group, a cycloalkoxy group, an aryloxy group, an alkoxycarbonyl group, a cycloalkoxycarbonyl group, the above-mentioned amino group, an acylamino group, a cyano group, or a halogen atom, and particularly preferably an alkyl group, an alkenyl group, a heterocyclic group, an alkoxy group, an alkoxycarbonyl group, an amino group, an acylamino group, or a cyano group.

[0044] Unless otherwise specified, the substituents selected from the substituent group T also include groups formed by combining multiple of the above groups. For example, when a compound or a substituent contains an alkyl group, an alkenyl group, or the like, it may be substituted or unsubstituted. Furthermore, when it contains an aryl group, a heterocyclic group, or the like, it may be a monocyclic or fused ring, and it may be substituted or unsubstituted.

[0045] Specific examples of the compound represented by formula (1) are shown below, but the present invention is not limited to these compounds.

[0046] [ka]

[0047] [ka]

[0048] [ka]

[0049] The content of the compound represented by general formula (1) in the wavelength-converting material of the present invention, i.e., the content of the compound represented by general formula (1) per gram of solid content in the wavelength-converting material of the present invention, is not particularly limited and is determined appropriately depending on the molar absorption coefficient of the compound and the desired properties (e.g., quantum yield, light resistance, moist heat resistance, etc.). For example, the content is preferably 0.01 to 50 μmol / g or less, more preferably 0.05 to 10 μmol / g or less, even more preferably 0.1 to 1.0 μmol / g, and most preferably 0.1 to 0.5 μmol / g. In the wavelength converting material of the present invention, the content of the compound represented by general formula (1) is not particularly limited as long as the above content per 1 g of solid content is satisfied, but for example, it is preferably 0.0005 to 5 parts by mass, more preferably 0.0025 to 1 part by mass or less, and even more preferably 0.005 to 0.1 part by mass, relative to 100 parts by mass of the resin described below. The wavelength-converting material of the present invention may contain one or more compounds represented by general formula (1). When the wavelength-converting material of the present invention contains two or more compounds represented by general formula (1), the above content refers to the total content of the two or more compounds.

[0050] The compound represented by general formula (1) can be synthesized by a conventional synthesis method or a known synthesis method, for example, by referring to the synthesis method described in Patent Document 1 or Patent Document 2. Alternatively, the compound can be synthesized in accordance with the synthesis method for compounds (1-1), (1-2), and (2-1) described in the Examples below.

[0051] <Resin> The wavelength converting material of the present invention may contain a resin. In particular, when forming a wavelength converting member described later, it usually contains a resin (also referred to as a binder resin) as a binder. Furthermore, when forming luminescent latex particles described later, it may contain resin particles. In the present invention, the binder resin may be a thermoplastic polymer compound, a heat- or photo-curable polymer compound, or a mixture thereof. In the present invention, when the polymer compound is a heat- or photo-curable polymer compound, the term "polymer compound" also includes a compound (monomer) or a polymerization precursor that forms the polymer compound. When the wavelength converting material of the present invention is in a form other than particles (non-particulate form), the binder resin is not used in the form of particles.

[0052] The binder resin used in the present invention is preferably transparent or translucent (having a transmittance of 50% or more for visible light (wavelength 300 to 830 nm)). Examples of such binder resins include (meth)acrylic resins, polyvinyl cinnamate, polycarbonate, polyimide, polyamideimide, polyesterimide, polyetherimide, polyetherketone, polyetheretherketone, polyethersulfone, polysulfone, polyparaxylene, polyester, polyvinyl acetal, polyvinyl chloride, polyvinyl acetate, polyamide, polystyrene, polyurethane, polyvinyl alcohol, cellulose acylate, fluorinated resins, silicone resins, epoxysilicone resins, phenolic resins, alkyd resins, epoxy resins, maleic acid resins, melamine resins, urea resins, aromatic sulfonamides, benzoguanamine resins, silicone elastomers, aliphatic polyolefins (e.g., polyethylene, polypropylene), and cyclic olefin copolymers. The binder resin is preferably polystyrene, a (meth)acrylic resin, cellulose acylate, or a silicone resin, or a mixture of two or more of these. The mass average molecular weight of the binder resin is not particularly limited, but may be, for example, 1,000 to 100,000. The binder resin contained in the wavelength converting material of the present invention may be one type or two or more types. The content of the binder resin in the solid content of the wavelength converting material is not particularly limited, but can be, for example, 50% by mass or more, and preferably 90% by mass or more.

[0053] <Solvent> The wavelength-converting material of the present invention can also be a liquid material containing a solvent. The solvent to be used is not particularly limited, and examples thereof include the solvents described below in the method for preparing a wavelength-converting material. The content of the solvent in the wavelength converting material is not particularly limited, but can be, for example, 50% by mass or more, and preferably 70% by mass or more.

[0054] <Additives> The wavelength converting material of the present invention may contain various additives commonly used in wavelength converting materials, such as photoluminescent phosphors other than the compounds represented by general formula (1) defined in the present invention, inorganic phosphors, color correction dyes, processing, oxidation, and heat stabilizers (antioxidants, phosphorus-based processing stabilizers, etc.), light resistance stabilizers (ultraviolet absorbers, etc.), silane coupling agents, organic acids, matting agents, radical scavengers, antidegradants, fillers (e.g., silica, glass fibers, glass beads), plasticizers, lubricants, flame retardants (e.g., organic halogen compounds), flame retardant assistants, antistatic agents, charge imparting agents, impact modifiers, discoloration inhibitors, mold release agents (e.g., higher fatty acid esters of monohydric or polyhydric alcohols), flow improvers, and reactive or non-reactive diluents. In order to effectively exhibit the wavelength converting function, the wavelength converting material of the present invention preferably does not contain a fluorescence absorbing substance such as an infrared absorbing compound.

[0055] Photoluminescent phosphors other than the compound represented by general formula (1) defined in the present invention are not particularly limited, and include known photoluminescent phosphors (dyes). Specific examples of the various additives include the "other components" described in Patent Document 1 and those described in JP-A-2011-241160, and the descriptions thereof are preferably incorporated herein. The content of the additives is not particularly limited, and may be appropriately determined within a range that does not impair the object of the present invention.

[0056] The compound represented by general formula (1) contained in the wavelength converting material of the present invention and the compound represented by general formula (1A) of the present invention (hereinafter also referred to as "the compound of (1) or (1A) defined in the present invention") both have excellent solubility in solvents or raw material monomers constituting the resin, and also have large molar absorption coefficients. The reason for this is unclear, but is thought to be as follows. That is, the specific partial structure represented by formula (A), which the compound (1) or (1A) defined in the present invention has at least one in the compound, is highly hydrophobic and bulky. Therefore, it is thought that the specific partial structure represented by formula (A) enhances affinity with the medium, and the intermolecular interactions of the compound (1) or (1A) defined in the present invention are suppressed by steric hindrance, thereby effectively increasing solubility. Furthermore, it is thought that the compound (1) or (1A) defined in the present invention has a large spread between its HOMO (highest occupied molecular orbital) and LUMO (lowest unoccupied molecular orbital), and the overlap between the HOMO and LUMO is large, which allows for a larger molar absorption coefficient. Furthermore, as will be shown in the Examples below, the compound (1) or (1A) defined in the present invention can exhibit an excellent quantum yield comparable to that of dipyrromethene boron complex compounds used in conventional wavelength conversion materials, and, in combination with the improvement in the molar extinction coefficient, can exhibit excellent luminous efficiency, i.e., the ratio of the intensity of emitted light to the intensity of incident light can be further increased. As described above, the compound (1) or (1A) defined in the present invention, which has excellent solubility, is less likely to suffer from performance degradation due to aggregation or deterioration in manufacturability due to precipitation when preparing a wavelength-converting material, can be uniformly present at high concentrations in the wavelength-converting material, and has a large molar extinction coefficient and excellent quantum yield. As a result, a wavelength-converting material using this compound can achieve the desired high brightness. The same applies to the wavelength converting unit and light-emitting device of the present invention.

[0057] Furthermore, with the widespread use of light-emitting devices such as display devices and lighting devices, fluorescent compounds and wavelength converting materials containing these fluorescent compounds used in these devices are required to have not only the above-mentioned excellent solubility and excellent luminous efficiency, but also high light resistance and durability against moisture and heat (moisture and heat resistance). The compound of general formula (1) or (1A) defined in the present invention and the wavelength-converting material of the present invention can exhibit excellent light resistance and moist heat resistance in addition to excellent solubility and excellent luminous efficiency. Although the details of the reason for this are not yet clear, it is thought to be as follows. The compound of general formula (1) or (1A) defined in the present invention has the partial structure represented by the above formula (A) which prevents approach of reactive substances due to steric hindrance, prevents approach of water (reactive substance) due to hydrophobicity, and prevents change in hue by suppressing association of the compound of general formula (1) or (1A) defined in the present invention, and it is believed that these actions enable the compound to exhibit excellent light fastness and moist heat resistance.

[0058] <Method for preparing wavelength conversion material> The method for preparing the wavelength-converting material of the present invention is not particularly limited, and examples thereof include the following methods A to C.

[0059] Method A: A method comprising a step of dissolving or suspending the compound represented by the general formula (1) defined in the present invention, and, if necessary, a binder resin and an additive, in a solvent, if necessary. In this method A, the solution obtained in the above step can also be dried.

[0060] Method B: A method comprising a step of curing a mixture containing a compound represented by the general formula (1) defined in the present invention, and, if necessary, a monomer and / or a polymerization precursor that forms a binder resin, and further an additive. For example, a method may be mentioned in which a compound represented by the general formula (1) defined in the present invention and, if necessary, an additive is mixed (dispersed) into a monomer or a polymerization precursor of a heat- or photo-curable polymer, and then the monomer or polymerization precursor is polymerized. Another method may be mentioned in which a compound represented by the general formula (1) defined in the present invention and, if necessary, an additive is mixed (dissolved or suspended) into a solution of the monomer or polymerization precursor, and then the solvent is removed, and then the monomer or polymerization precursor is polymerized.

[0061] Method C: A method comprising a step of melting a mixture of the compound represented by the general formula (1) defined in the present invention and, if necessary, a binder resin and an additive. For example, a method may be mentioned in which the compound represented by the general formula (1) defined in the present invention and, if necessary, additives are dispersed in a binder resin, and then the resulting mixture is melted.

[0062] In the above methods A to C, when no solvent is used and when the solution is dried, the wavelength-converting material of the present invention can be prepared as a solid mixture. The method for mixing (dissolving, suspending, or dispersing) the compound represented by general formula (1) defined in the present invention with a solvent or binder resin is not particularly limited, and methods such as stirring, melt blending, and mixing with powder such as a binder resin can be used. The melt blending method can be any known method without any particular limitation, and the melt blending conditions can be appropriately set. For example, the apparatus and melt temperature conditions used for melt blending or dispersion can be those described in, for example, JP 2011-241160 A, and these descriptions are preferably incorporated herein.

[0063] When a solvent is used, examples of the solvent include various solvents such as hydrocarbons such as toluene, ketone compounds, halogenated hydrocarbons such as methylene chloride, ester compounds, alcohol compounds such as methanol, and ether compounds, as well as polar solvents such as N,N-dimethylformamide, N,N-dimethylacetamide, 1-methyl-2-pyrrolidone, 1,3-dimethylimidazolidinone, and dimethyl sulfoxide, and water. The solvents may be used alone or in combination. Specific examples of the above-mentioned solvents include the organic solvents described in JP-A-2011-241160, the disclosure of which is incorporated herein by reference. The method for removing the solvent is not particularly limited, and typically includes a method of evaporating the solvent by leaving it at room temperature or by blowing air, a method of evaporating the solvent by heating, a method of evaporating the solvent under reduced pressure (below atmospheric pressure), or a combination of these methods.

[0064] In Method B, the method for polymerizing the monomer and / or polymerization precursor is not particularly limited, and may be thermal polymerization or photopolymerization. Thermal polymerization can be carried out by a conventional method. For example, a method of adding a catalyst, if necessary, to a mixture of the above-mentioned monomer and / or polymerization precursor and the compound represented by general formula (1) defined in the present invention, followed by heating, can be mentioned. The thermal polymerization method and its conditions, as well as the catalyst and its amount, can be exemplified by the method described in JP-A-2011-241160, the disclosure of which is preferably incorporated herein. Photopolymerization can be carried out by a conventional method. For example, a photopolymerization method may be used in which a photopolymerization initiator is added, if necessary, to a mixture of the above-mentioned monomer and / or polymerization precursor and the compound represented by general formula (1) defined in the present invention, followed by irradiation with light. The photopolymerization method and its conditions, as well as the polymerization initiator and its amount, are described in JP-A-2011-241160, and the disclosure of this publication is preferably incorporated herein.

[0065] When the binder resin is a silicone resin, a method of polymerization by addition curing reaction is preferred. The addition curing reaction of silicone resins can also be carried out by a conventional method. For example, polymerization by hydrosilylation reaction between an organosiloxane having a polymerizable reactive group (e.g., an alkenyl group) and a hydrogensiloxane having a hydrogen atom bonded to a silicon atom is preferred. The conditions for the hydrosilylation reaction are not particularly limited, but examples include heating to room temperature or above, for example, 50 to 200°C, in the presence of an addition reaction catalyst (e.g., a platinum catalyst) as desired.

[0066] [Luminescent particles] The wavelength converting material of the present invention can be formed into particles and used as luminescent particles. The material of the particles is not particularly limited. For example, when organic polymer particles such as polystyrene beads are used, the compound represented by the general formula (1) can be impregnated into the particles or adsorbed onto the particle surface to form luminescent particles. Usually, the compound is mainly present in a state of being impregnated into the particles. Furthermore, inorganic particles such as silica gel or glass beads can also be used. In this case, the compound represented by the general formula (1) can be adsorbed onto the particle surface to form luminescent particles. Specific examples of particle materials include homopolymers obtained by polymerizing monomers such as styrene, methacrylic acid, glycidyl (meth)acrylate, butadiene, vinyl chloride, vinyl acetate acrylate, methyl methacrylate, ethyl methacrylate, phenyl methacrylate, and butyl methacrylate, copolymers obtained by polymerizing two or more monomers, cellulose, and cellulose derivatives. Latex particles, in which the above homopolymers or copolymers are uniformly suspended, may also be used. Other examples of particles include other organic polymer powders, inorganic substance powders, microorganisms, blood cells, cell membrane fragments, liposomes, and microcapsules. Latex particles are preferred.

[0067] When using latex particles, specific examples of latex materials include polystyrene, styrene-acrylic acid copolymer, styrene-methacrylic acid copolymer, styrene-glycidyl (meth)acrylate copolymer, styrene-styrene sulfonate copolymer, methacrylic acid polymer, acrylic acid polymer, acrylonitrile-butadiene-styrene copolymer, vinyl chloride-acrylic acid ester copolymer, and polyvinyl acetate acrylate. As latex, a copolymer containing at least styrene as a monomer is preferred, and a copolymer of styrene and acrylic acid or methacrylic acid is particularly preferred. The method for preparing latex is not particularly limited, and it can be prepared by any polymerization method. However, when using the above-mentioned luminescent particles labeled with an antibody, the presence of a surfactant makes antibody immobilization difficult. Therefore, it is preferable to prepare latex by emulsifier-free emulsion polymerization, i.e., emulsion polymerization without using an emulsifier such as a surfactant, or to prepare latex by emulsion polymerization using an emulsifier such as a surfactant, followed by purification to remove or reduce the surfactant. The method for removing or reducing the surfactant is not particularly limited, but a preferred purification method is one in which the latex is precipitated by centrifugation and then the supernatant is removed repeatedly. When emulsifier-free emulsion polymerization is used to prepare latex, the average particle size can be controlled within the range of 80 to 300 nm by changing the reaction temperature, monomer composition ratio (e.g., the ratio of styrene to acrylic acid), and amount of polymerization initiator. When emulsion polymerization using a surfactant (such as sodium dodecyl sulfate) is used to prepare latex, the average particle size can be controlled within the range of 30 to 150 nm by changing the amount of surfactant, reaction temperature, monomer composition ratio (such as the ratio of styrene to acrylic acid), and amount of polymerization initiator. The average particle size of the latex particles is synonymous with the average particle size of the luminescent particles described below, and the measurement method is the same as the measurement method for the average particle size of the luminescent particles described below.

[0068] <Luminescent particles> The luminescent particles contain the compound represented by the general formula (1), and the partial structure represented by formula (A) of the compound represented by the general formula (1) inhibits the association of the compound in the latex particles. As a result, when the number of moles (amount of the compound) of the compound represented by the general formula (1) relative to the latex is increased, a fluorescence intensity corresponding to the amount of the compound can be obtained, and high brightness can be exhibited. The incident light and outgoing light for making the luminescent particles emit light are synonymous with the incident light and outgoing light in the wavelength conversion material described above.

[0069] The maximum emission wavelength of the luminescent particles can be measured using a commercially available fluorescence spectrophotometer, for example, the RF-5300PC fluorescence spectrophotometer manufactured by Shimadzu Corporation.

[0070] The quantum yield of a luminescent particle is the ratio of the number of photons emitted as fluorescence to the number of photons absorbed by the luminescent particle. The quantum yield of the luminescent particles is preferably 0.25 or more, more preferably 0.4 or more, even more preferably 0.5 or more, even more preferably 0.6 or more, and particularly preferably 0.7 or more. There is no particular upper limit to the quantum yield, but it is generally 1.0 or less. The quantum yield of the above-mentioned light-emitting particles can be measured using a commercially available quantum yield measurement device, for example, an absolute PL quantum yield measurement device C9920-02 manufactured by Hamamatsu Photonics KK

[0071] (Method for measuring the average particle size (average particle diameter) of luminescent particles) The average particle size of the luminescent particles varies depending on the particle material, the concentration range of the test substance being measured, the measuring instrument, etc., but is preferably in the range of 0.001 to 10 μm (more preferably 0.01 to 1 μm), more preferably 30 to 500 nm, even more preferably 50 to 300 nm, particularly preferably 80 to 200 nm, and most preferably 100 to 150 nm. The average particle size of the luminescent particles usable in the present invention can be measured using a commercially available particle size distribution analyzer. Known methods for measuring particle size distribution include optical microscopy, confocal laser scanning microscopy, electron microscopy, atomic force microscopy, static light scattering, laser diffraction, dynamic light scattering, centrifugal sedimentation, electric pulse measurement, chromatography, and ultrasonic attenuation, and devices corresponding to each principle are commercially available. Of these measurement methods, dynamic light scattering is preferred for measuring the average particle size of luminescent particles due to its particle size range and ease of measurement. Commercially available measuring devices using dynamic light scattering include Nanotrac UPA (Nikkiso Co., Ltd.), dynamic light scattering particle size distribution measuring device LB-550 (Horiba, Ltd.), and concentrated particle size analyzer FPAR-1000 (Otsuka Electronics Co., Ltd.). In the present invention, the average particle size is determined as the median diameter (d=50) measured at 25°C under conditions of a viscosity of 0.8872 CP and a refractive index of water of 1.330.

[0072] <Method for producing luminescent particles> The method for producing the luminescent particles is not particularly limited, but they can be produced by mixing at least one compound represented by the general formula (1) with particles. For example, the luminescent particles can be produced by adding the compound represented by the general formula (1) to particles such as latex particles. More specifically, the luminescent particles can be produced by adding a solution containing the compound represented by the general formula (1) to a particle dispersion containing at least one of water and a water-soluble organic solvent (tetrahydrofuran, methanol, etc.) and stirring the mixture.

[0073] <Dispersion> According to the present invention, there is provided a dispersion liquid containing the above-mentioned luminescent particles. The dispersion liquid can be produced by dispersing the luminescent particles in a dispersion medium. Examples of the dispersion medium include water, an organic solvent, or a mixture of water and an organic solvent. Examples of the organic solvent include alcohols such as methanol, ethanol, and isopropanol, and ether solvents such as tetrahydrofuran. The solid content concentration of the luminescent particles in the dispersion is not particularly limited, but is generally 0.1 to 20 mass %, preferably 0.5 to 10 mass %, and more preferably 1 to 5 mass %.

[0074] <Use of luminescent particles> When the molar ratio (amount of compound) of the compound represented by general formula (1) relative to the latex is increased, the luminescent particles can obtain a fluorescence intensity corresponding to the amount of compound, and can exhibit high brightness. Therefore, the luminescent particles can be suitably used in a fluorescence detection method, for example, a fluorescence detection method for quantifying proteins, enzymes, inorganic compounds, etc.

[0075] [Light-emitting device] The light-emitting device of the present invention includes a wavelength conversion unit using the wavelength conversion material of the present invention and a light source, and emits light of a desired wavelength. In the present invention, a unit consisting of a wavelength conversion unit and a light source is sometimes referred to as a wavelength conversion unit. This wavelength conversion unit has the function of absorbing light (incident light) emitted (radiated) from the light source and emitting (wavelength-converting) light (outgoing light) of a specific wavelength different from the incident light (usually a wavelength longer than the wavelength of the incident light). In this case, the wavelength conversion unit absorbs all or part of the light from the light source and irradiates light of a specific wavelength. For example, when the light-emitting device of the present invention as a whole emits white light (such as a white LED or white lighting), it can absorb part of the blue light from the light source and emit red or green light, which, combined with the blue light from the light source, can emit white light as a whole. In this case, the wavelength conversion unit functions to convert the light into red or green light. The structure of the light emitting device of the present invention is not particularly limited and may be any conventionally known structure, as will be described in detail later. In the light-emitting device of the present invention, the arrangement of the wavelength conversion unit and the light source is not particularly limited, and the wavelength conversion unit and the light source may be arranged in close proximity or in contact with each other, or may be arranged at a distance or with other components interposed therebetween. As described above, the wavelength converting material and wavelength conversion unit of the present invention can also exhibit excellent light resistance and moist heat resistance, so the wavelength conversion unit and the light source can be arranged in close proximity or in contact with each other. Even when such an arrangement is adopted, incident light can be wavelength-converted with excellent wavelength conversion efficiency and emitted as output light, and light can also be emitted with a high quantum yield over a long period of time. The light emitting device of the present invention can be used in or as a white LED, and in this case too, it can exhibit excellent wavelength conversion efficiency, and also exhibit excellent light resistance and moist heat resistance.

[0076] <Wavelength conversion section> The wavelength converting portion of the present invention is not particularly limited in shape, size, etc., as long as it uses the wavelength converting material of the present invention, and can be appropriately set depending on the application, etc. For example, the wavelength converting portion used in the light-emitting device of the present invention may be the wavelength converting material of the present invention itself, or a molded article. When it is the wavelength converting material of the present invention itself, it is usually formed by applying (coating or placing) the wavelength converting material of the present invention on the installation surface. When it is a molded article, its shape is not particularly limited, and examples include a membrane, plate (e.g., sheet, film, disk), lens, fiber, optical waveguide, etc. In one preferred embodiment, the wavelength converting portion is plate-shaped. In this case, the wavelength converting portion (also referred to as a wavelength conversion filter) may be formed as a wavelength converting layer using the wavelength converting material of the present invention. The thickness of the wavelength converting layer is not particularly limited, but is preferably, for example, 10 to 3000 μm, and more preferably 30 to 2000 μm.

[0077] The wavelength conversion portion may be a laminate (wavelength conversion member) provided on a substrate or the like. Examples of the substrate include a glass substrate and a resin substrate. Examples of the glass substrate include substrates made of glass such as soda-lime glass, barium-strontium-containing glass, lead glass, aluminosilicate glass, borosilicate glass, barium-borosilicate glass, and quartz. Examples of the resin substrate include substrates made of resins such as polycarbonate, acrylic resin, polyethylene terephthalate, polyether sulfide, and polysulfone.

[0078] The wavelength converting portion may have a component other than the substrate. Such a component is not particularly limited as long as it is a component that is usually used in wavelength converting members, and examples thereof include a protective film.

[0079] The wavelength conversion portion can convert the wavelength of incident light with excellent wavelength conversion efficiency and emit the converted light as output light, and can also emit light with a high quantum yield for a long period of time. The quantum yield of the wavelength converting portion is preferably 0.7 or more. There is no particular upper limit to the quantum yield, but it is generally 1.0 or less. In the present invention, the quantum yield can be measured using a commercially available quantum yield measurement device, and for example, the quantum yield can be measured for the wavelength converting portion (thickness 60 μm) using an absolute PL (photoluminescence) quantum yield measurement device: C9920-02 (manufactured by Hamamatsu Photonics KK).

[0080] When the wavelength converting part is a molded body, it is produced by molding the wavelength converting material of the present invention into a predetermined shape. The molding method is not particularly limited, and examples thereof include molding methods performed in a molten state such as injection molding, and film-forming methods performed after melting the wavelength-converting material of the present invention. The film-forming method is not particularly limited, and examples thereof include spin coating, roll coating, bar coating, Langmuir-Blodgett method, casting, dipping, screen printing, Bubble Jet (registered trademark) method, inkjet method, vapor deposition, and electric field method. When the binder resin is a thermosetting or photocurable resin, a mixture of a monomer and / or a prepolymer of the binder resin and a compound represented by the general formula (1) defined in the present invention can be filled into a mold, or a film can be formed by the above-described film-forming method and polymerized by light or heat, and the above method can also be applied.

[0081] <Light source> The light source used in the light-emitting device of the present invention is not particularly limited as long as it emits an emission wavelength (wavelength light) capable of exciting at least the compound represented by the general formula (1) defined in the present invention, preferably all the fluorescent compounds contained in the wavelength conversion unit. Examples of such light sources include incandescent bulbs, metal halide lamps, HID lamps (High Intensity Discharge Lamps), xenon lamps, sodium lamps, mercury lamps, fluorescent lamps, cold cathode tubes, cathodoluminescence, low-speed electron beam tubes, light-emitting diodes [e.g., GaP (red, green), GaP x As (1-x) (red, orange, yellow: 0 < x < 1), Al x Ga (1-x) As (red: 0 < x < 1), GaAs (red), SiC (blue), GaN (blue), ZnS, ZnSe], electroluminescence (e.g., inorganic EL using a ZnS matrix and a luminescent center, organic EL), lasers (e.g., gas lasers such as He-Ne lasers, CO2 lasers, Ar, Kr, He-Cd lasers, excimer lasers, nitrogen lasers, ruby lasers, yttrium-aluminum-garnet (YAG) lasers, glass lasers, etc., solid lasers, dye lasers, semiconductor lasers), sunlight, etc. The light source is preferably a light-emitting diode, electroluminescence or semiconductor laser, and more preferably a light-emitting diode.

[0082] The light-emitting diode is preferably a semiconductor light-emitting element having a light-emitting layer capable of emitting light with a wavelength capable of exciting at least the compound represented by the general formula (1) defined in the present invention. Examples of such semiconductor light-emitting elements include those in which the light-emitting layer contains the above-mentioned semiconductors. Examples of semiconductors other than the above-mentioned semiconductors include nitride semiconductors (In) capable of emitting light with a short wavelength capable of efficiently exciting the compound represented by the general formula (1) defined in the present invention. x Al y Ga (1-x-y) , 0≦X, 0≦Y, X+Y≦1) are preferred. More preferably, the light-emitting layer does not contain a compound represented by general formula (1) defined in the present invention. The semiconductor contained in the light-emitting layer is preferably an inorganic semiconductor. Examples of the semiconductor structure include a homostructure, heterostructure, or double heterostructure having an MIS (Metal-Insulator-Silicon) junction, a PIN junction, a pn junction, or the like. The emission wavelength can be selected from a variety of materials depending on the material of the light-emitting layer or its degree of mixed crystal. The light-emitting layer can also be a single quantum well structure or a multiple quantum well structure formed on a thin film that generates a quantum effect.

[0083] When the light-emitting device of the present invention is to emit white light, as described below, the emission wavelength (excitation wavelength) of the light source is preferably 350 to 480 nm, taking into consideration the complementary color relationship with the emission wavelength from the compound represented by general formula (1) defined in the present invention and the degradation of the binder resin. To further improve the excitation and luminous efficiency of the light source and the compound represented by general formula (1) defined in the present invention, the emission wavelength is more preferably 380 to 450 nm. Light-emitting diodes are typically mounted on a substrate having a patterned metal such as copper foil. Examples of substrate materials include insulating organic or inorganic compounds (e.g., glass and ceramics). Examples of organic compounds that can be used include various polymeric materials (e.g., epoxy resins and acrylic resins). The shape of the substrate is not particularly limited, and various shapes such as a plate, cup, or perforated plate can be selected.

[0084] The semiconductor laser is not particularly limited, but is preferably one that operates on the following mechanism. That is, a semiconductor is formed into a pn junction, a forward bias is applied to the junction, and minority carriers at a high energy level are injected, causing the electrons that have flowed into the p-type region to recombine with holes, and the holes that have flowed into the n-type region to recombine with electrons. This causes the electrons to transition from a high energy level to a lower energy level, and photons corresponding to the energy difference are emitted. Examples of materials for semiconductor lasers include Group IV elements such as germanium and silicon, and direct transition Group III-V and Group II-VI compounds without lattice vibration, such as GaAs and InP. These materials may be not only binary but also multi-element systems such as ternary, quaternary, and quinary systems. The layered structure may be a double heterostructure with a cladding layer, or may be composed of a lower cladding, an active layer, and an upper cladding. Furthermore, a multi-quantum well structure may be applied.

[0085] The light-emitting device of the present invention may optionally be provided with a color filter, thereby allowing adjustment of color purity. The color filter is not particularly limited as long as it is a commonly used one. Examples of pigments used in the color filter include various pigments such as perylene pigments, lake pigments, azo pigments, quinacridone pigments, anthraquinone pigments, anthracene pigments, isoindoline pigments, isoindolinone pigments, phthalocyanine pigments, triphenylmethane basic dyes, indanthrone pigments, indophenol pigments, cyanine pigments, and dioxazine pigments, as well as mixtures of two or more of these pigments, and mixtures (dissolved or dispersed in a solid state) of the above pigments or pigment mixtures with a binder resin.

[0086] In the light-emitting device of the present invention, the compound represented by the general formula (1) defined in the present invention can convert incident light from a light source, preferably incident light in the above-mentioned wavelength region, into emitted light of a predetermined wavelength with excellent conversion efficiency and emit light, and can also emit light for a long period of time. The light emitted by the light-emitting device of the present invention as a whole may be only light whose wavelength has been converted by the compound represented by general formula (1) defined in the present invention or the wavelength converting part, or may be a mixture of this light and light of the above wavelength from the light source.

[0087] <Configuration of light-emitting device> The configuration of the light emitting device of the present invention is not particularly limited, but the following configurations can be mentioned. Specific examples of the configuration include light source / wavelength conversion unit, light source / transparent substrate / wavelength conversion unit, light source / wavelength conversion unit / transparent substrate, light source / transparent substrate / wavelength conversion unit / transparent substrate, light source / wavelength conversion unit / color filter, light source / transparent substrate / wavelength conversion unit / color filter, light source / wavelength conversion unit / transparent substrate / color filter, light source / transparent substrate / wavelength conversion unit / transparent substrate / color filter, light source / transparent substrate / wavelength conversion unit / transparent substrate / color filter, light source / transparent substrate / wavelength conversion unit / color filter / transparent substrate, and light source / wavelength conversion unit / color filter / transparent substrate. In each of the above configurations, the wavelength conversion unit uses the wavelength converting material of the present invention. In addition, another wavelength conversion unit that converts the wavelength of light different from the light converted by the wavelength conversion unit may be included. In this case, the positional relationship between the wavelength conversion unit using the wavelength converting material of the present invention and the other wavelength conversion unit is not particularly limited, and may be arranged in parallel, for example. In each of the above configurations, the components are arranged in contact with or spaced apart from each other.

[0088] The above-mentioned light-transmitting substrate refers to a substrate that can transmit 50% or more of visible light, and specifically has the same meaning as the base material that the above-mentioned wavelength converting section may have. The color filter also has the same meaning as the color filter that the above-mentioned wavelength converting section may have. The shapes of the light-transmitting substrate and the color filter are not particularly limited, and may be plate-like or lenticular.

[0089] The light emitting device of the present invention can be used for various purposes, and preferably includes display devices such as various displays, lighting devices, and the like. The display device is not particularly limited, and examples thereof include various (liquid crystal) displays, liquid crystal display devices such as liquid crystal backlights, liquid crystal frontlights, and field sequential liquid crystal displays, as well as traffic signals, traffic display devices, etc. The lighting device is not particularly limited, and examples thereof include general lighting devices (apparatuses), local lighting devices, interior lighting devices, etc.

[0090] The light-emitting device of the present invention can be produced by a known method. For example, it can be produced by sequentially stacking the components used in the above-described configuration, or by bonding the components together. The stacking order of the components is not particularly limited. [Example]

[0091] The present invention will be described in more detail below based on examples, but the present invention is not limited thereto.

[0092] The compounds (1-1), (1-2) and (2-1) used in the examples and comparative examples, as well as the comparative compounds (1) to (3), are shown below.

[0093] [ka]

[0094] The comparative compound (1) is compound G-32 described in paragraph

[0223] of Patent Document 1. Comparative compound (2) is compound (5-A) described in JP 2018-146659 A. Comparative compound (3) is compound (2) described in WO 2018 / 117073.

[0095] The synthesis methods of the compounds (1-1), (1-2) and (2-1) used in each example are explained in detail below, but the starting materials, intermediates and synthesis routes are not limited to these. In the present invention, room temperature means 25°C. The abbreviations used in the synthesis of each compound below represent the following compounds. DIPEA: N,N-diisopropylethylamine DBU: 1,8-diazabicyclo[5.4.0]undec-7-ene TMSOTf: Trimethylsilyl trifluoromethanesulfonate

[0096] Unless otherwise specified, the carrier used in silica gel column chromatography was SNAP KP-Sil Cartridge (Biotage) or Hi-Flash Column W001, W002, W003, W004 or W005 (Yamazen).

[0097] MS spectra were measured using an ACQUITY SQD LC / MS System (Waters Corporation, ionization method: ESI (ElectroSpray Ionization)) or an LCMS-2010EV (Shimadzu Corporation, ionization method: simultaneous ESI and APCI (Atmospheric Pressure Chemical Ionization)).

[0098] (Synthesis example) The following compounds (1-1A) and (1-2A) were synthesized based on the method described in JP-A-2010-18788.

[0099] [ka]

[0100] Synthesis Example 1: Synthesis of Compound (1-1) [ka]

[0101] A 100 ml three-necked flask was charged with 100 mg of compound (1-1A), 5 ml of toluene, and a stir bar, and the mixture was stirred under a nitrogen atmosphere. 0.17 ml of N,N-diisopropylethylamine and 0.19 ml of boron trifluoride diethyl ether complex were added, and the mixture was stirred at 50-55°C for 2 hours. The mixture was returned to room temperature, and purified by silica gel column chromatography using hexane and ethyl acetate as eluents to obtain 60 mg of compound (1-1). The compound obtained was identified by LC-MS. [M+H + ] + =769.5

[0102] Synthesis Example 2: Synthesis of Compound (1-2) [ka]

[0103] A 100 ml three-necked flask was charged with 100 mg of compound (1-2A), 5 ml of toluene, and a stir bar, and the mixture was stirred under a nitrogen atmosphere. 0.2 ml of 1,8-diazabicyclo[5.4.0]undec-7-ene and 0.2 ml of boron trifluoride diethyl ether complex were added, and the mixture was stirred at 100°C for 2 hours. The mixture was returned to room temperature, and purified by silica gel column chromatography using hexane and ethyl acetate as eluents to obtain 30 mg of compound (1-2). The resulting compound was identified by LC-MS. [M+H + ] + =879.6

[0104] Synthesis Example 3: Synthesis of Compound (2-1) [ka]

[0105] A 100 ml three-neck flask was charged with 0.1 g of potassium trifluoro(trifluoromethyl)borate, 2 ml of acetonitrile, and 0.21 ml of trimethylsilyl trifluoromethanesulfonate and stirred for at least 30 minutes under a nitrogen atmosphere. Separately, a 100 ml three-neck flask was charged with 100 mg of compound (1-1A), 2.5 ml of dichloromethane, and 0.29 ml of N,N-diisopropylethylamine. A stir bar was added and the mixture was stirred at room temperature for at least 10 minutes under nitrogen. The two solutions were then cooled to below 10°C, mixed, and allowed to react at room temperature for 10 minutes. The mixture was then returned to room temperature, aqueous sodium bicarbonate solution was added, extracted with dichloromethane, and the organic layer was concentrated under reduced pressure. The mixture was purified by silica gel column chromatography using hexane and ethyl acetate as eluents to obtain 40 mg of compound (2-1). The resulting compound was identified by LC-MS. [M+H + ] + =819.5

[0106] [Evaluation 1: Fluorescence intensity of fluorescent latex] (Preparation of fluorescent latex dispersion) Fluorescent latex particles were prepared as follows. The latex particles used were particles with an average particle size of 150 nm, prepared by dispersing a mixture of styrene and acrylic acid (9:1 by mass) in water and polymerizing it. The average particle size was measured using dynamic light scattering with a Zetasizer Nano ZS (trade name, manufactured by Malvern Panalytical) under the measurement conditions described above. 5 mL of THF was added dropwise to 25 mL of the 2% solids latex dispersion (500 mg solids mass) prepared above and stirred for 10 minutes. 2.5 mL of a THF solution of a test compound (compounds (1-1), (1-2), and (2-1), or comparative compound (1)) was added dropwise over 15 minutes. The amounts of the compounds used in each sample are summarized in Table 1. The compound amount (μmol / g) in Table 1 represents the number of moles of the compound used per gram of solids in the latex. After the test compound was added dropwise, the mixture was stirred for 30 minutes and then concentrated under reduced pressure to remove the THF. Thereafter, the particles were precipitated by centrifugation, and then ultrapure water was added to disperse them again, thereby producing fluorescent latex dispersions Nos. 101 to 104, 201, 202, 301 to 303 and c11 to c14 with a solid content concentration of 2%. The average particle size of the prepared fluorescent latex particles, measured in the same manner as the above-mentioned latex particles, was 150 nm.

[0107] (Evaluation of fluorescent latex dispersions) The fluorescent latex dispersion with a solid content of 2% by mass prepared above was evaluated for relative fluorescence intensity at its maximum emission wavelength. The latex dispersion was diluted 200 times with ultrapure water, and the maximum emission wavelength and the fluorescence intensity at the maximum emission wavelength were measured using a Shimadzu RF-5300PC (trade name) fluorescence spectrophotometer. For each test compound, the fluorescence intensity at the emission maximum wavelength for a compound amount of 6 μmol / g was used as the standard, and the fluorescence intensities at the emission maximum wavelength for other compound amounts were evaluated as relative fluorescence intensities. The results are summarized in Table 1.

[0108] [Table 1]

[0109] The results in Table 1 show that the compounds (1-1), (1-2) and (2-1), which are the compounds represented by the general formula (1) defined in the present invention, can give fluorescent latexes that exhibit higher fluorescence intensity as the amount of the compounds increases compared to the comparative compound (1). Thus, when a fluorescent latex is prepared using a compound represented by the general formula (1) defined in the present invention in combination with a compound not represented by the general formula (1) defined in the present invention, the fluorescent latex exhibiting higher fluorescence intensity and brightness can be obtained as the compound concentration is increased. This is believed to be due to the fact that the partial structure represented by formula (A) possessed by the compound represented by the general formula (1) defined in the present invention suppresses the association of the compound in the latex particles.

[0110] (Example) Example 1 30 g of polystyrene (trade name: PSJ-Polystyrene SGP-10, manufactured by PS Japan Co., Ltd.) was dissolved in 70 g of methylene chloride, and 11.6 mg of compound (1-1) (the number of moles of the compound per 1 g of solids in the composition was 0.5 μmol / g) was added to prepare a wavelength-converting material (wavelength-converting composition (solution)). This wavelength-converting composition was then spin-coated onto a glass plate at 2000 rpm and dried on a hot plate at 100° C. to prepare a film-like wavelength-converting material (wavelength converting member). The resulting wavelength-converting layer had a thickness of 60 μm.

[0111] Example 2 A cellulose acylate with an acetyl substitution degree of 2.87 was prepared as follows. First, 7.8 parts by mass of sulfuric acid as a catalyst was added to 100 parts by mass of cellulose, and a carboxylic acid, which is a raw material for the acyl substituent, was added to carry out an acylation reaction at 40°C. After this acylation, the cellulose acylate was aged at 40°C. Furthermore, low-molecular-weight components of the cellulose acylate were removed by washing with acetone. Next, 30 g of this cellulose acylate was dissolved in 170 g of a methylene chloride-methanol mixed solvent (mass ratio 87:13), and then 11.6 mg of compound (1-1) (number of moles of compound per 1 g of solid content in the composition: 0.5 μmol / g) was added to prepare a wavelength converting material (wavelength converting composition (solution)). This wavelength-converting composition was then spin-coated onto a glass plate at 2000 rpm and dried on a hot plate at 140° C. to prepare a film-like wavelength-converting material (wavelength converting member). The thickness of the resulting wavelength-converting layer was 60 μm.

[0112] Example 3 30 g of polymethyl methacrylate (manufactured by Aldrich, referred to as methacrylic resin in the tables) was dissolved in 300 mL of toluene, and 11.6 mg of compound (1-1) (number of moles of compound per 1 g of solid content in the composition: 0.5 μmol / g) was added to prepare a wavelength-converting material (wavelength-converting composition (solution)). This wavelength-converting composition was then spin-coated onto a glass plate at 2000 rpm and dried on a hot plate at 50° C. to prepare a film-like wavelength-converting material (wavelength converting member). The thickness of the resulting wavelength-converting layer was 60 μm.

[0113] Example 4 15 g of Part A and 15 g of Part B of silicone resin (trade name: KER-2500, two-component mixed addition cure type, manufactured by Shin-Etsu Chemical Co., Ltd.) were mixed, and then 11.6 mg of compound (1-1) (0.5 μmol / g, moles of compound per gram of solids in the composition) was added. The mixture was mixed at 2000 rpm (rotation per minute) in a planetary centrifugal mixer (manufactured by Thinky Corporation, trade name: Awatori Rentaro) and degassed at 2200 rpm. This prepared a wavelength-converting material (wavelength-converting composition (solution)). The wavelength-converting composition was then applied to a glass plate and cured by heating on a hot plate at 60°C for 2 hours and then at 150°C for 4 hours. In this way, a film-like wavelength-converting material (wavelength converting member) was produced. The thickness of the resulting wavelength-converting layer was 60 μm.

[0114] Examples 5 and 6, Comparative Examples 1 to 3 Wavelength-converting compositions (solutions) each having a molar content of the compound per gram of solids in the composition of 0.5 μmol / g were prepared, and film-like wavelength conversion members were produced, in the same manner as in Example 1, except that the compound (1-1) was replaced with the compounds shown in Table 2. The thickness of the obtained wavelength-converting layers was 60 μm in each case.

[0115] [Evaluation 2: Evaluation of wavelength conversion materials] The absorption characteristics of each compound, and the quantum yield, wavelength converting performance, and moist heat resistance of the produced film-like wavelength converting members (wavelength converting layers) were evaluated as follows. The obtained results are summarized in Table 2.

[0116] <Evaluation of absorption characteristics of compounds> Using a Shimadzu UV-3600 (trade name) spectrophotometer, the molar absorption coefficient ε (l / mol cm) and half-width at the maximum absorption wavelength were measured and evaluated based on the following evaluation rank. The half-width refers to the width (distance) between two wavelengths that show half the intensity of the maximum absorption wavelength. In the table, the evaluation of the molar absorption coefficient ε is shown in the ε column. Chloroform was used as the measurement solvent. In this test, a molar extinction coefficient of evaluation rank "B" or higher (S to B) is considered to be acceptable, and a narrower half-value width is preferable from the viewpoint of improving color reproducibility, with an evaluation rank of "A" or higher (S or A) being considered to be acceptable. - Evaluation ranking of molar extinction coefficient ε - S:130000 or more A: Over 120,000 and under 130,000 B: 110,000 or more, less than 120,000 C: 100,000 or more, less than 110,000 D: Less than 100,000 In the above evaluation ranks, the unit of ε is l / mol cm. - Half-width evaluation rank - S:30nm or less A: 31nm or more, 35nm or less B: 36nm or more, 40nm or less C: 41nm or more In the above evaluation rankings, the half-value width is a value rounded off to the nearest whole number.

[0117] <Quantum yield measurement> The prepared film-like wavelength conversion members were cut into square test pieces (with glass plates) measuring 15 mm long x 15 mm wide, and the quantum yields of these test pieces were measured using an absolute PL quantum yield measurement device: C9920-02 (trade name, manufactured by Hamamatsu Photonics KK). The excitation wavelength was set to a wavelength 50 nm shorter than the maximum absorption wavelength of the compound used in each wavelength conversion member. The quantum yields of the film-like wavelength conversion members of Examples 1 to 6 were all 0.7 or higher, which was comparable to that of the film-like wavelength converting materials of Comparative Examples 1 to 3, and showed sufficient quantum yields for wavelength converting materials.

[0118] <Evaluation of wavelength conversion performance> The produced film-like wavelength conversion member was cut into a square specimen measuring 15 mm long x 15 mm wide, and the emission spectrum of the specimen was measured using a fluorescence spectrometer RF5300PC (trade name, manufactured by Shimadzu Corporation). The wavelength conversion performance was evaluated based on the maximum wavelength of the emission spectrum, according to the following evaluation ranks: When the maximum emission wavelength is ranked "B" or higher, the wavelength converting material and wavelength converting member are suitable as wavelength converting materials and wavelength converting members, respectively, capable of converting incident light into red light emission. - Evaluation rank of maximum emission wavelength - AA: 600nm or more, less than 650nm A: 580nm or more, less than 600nm B: 560nm or more, less than 580nm C: 540nm or more, less than 560nm D: 520nm or more, less than 540nm E: 480nm or more, less than 520nm

[0119] <Heat and humidity resistance test> The prepared film-like wavelength conversion member was cut into a square specimen measuring 40 mm long x 40 mm wide, and the specimen was stored in a thermo-hygrostat (product name: ESPEC CORP PR-4T, manufactured by ESPEC Corp.) under the following test conditions. The absorbance at the maximum absorption wavelength before and after storage was measured using a UV3150 spectrophotometer (trade name, manufactured by Shimadzu Corporation). The absorbance retention rate after 7 days was calculated as the percentage of the absorbance at the maximum absorption wavelength after storage to the absorbance at the maximum absorption wavelength before storage ([absorbance after storage at the maximum absorption wavelength / absorbance at the maximum absorption wavelength before storage] × 100), and the obtained absorbance retention rate was evaluated based on the following evaluation rank. In this test, a rating of "C" or higher (A to C) is considered a pass in the moist heat resistance test. - Test conditions - Storage time: 7 days Set temperature: 85℃ Set humidity: 85RH% - Evaluation Rank - A: 80% or more B: 70% or more, less than 80% C: 60% or more, less than 70% D: 50% or more, less than 60% E: Less than 50%

[0120] [Table 2]

[0121] The results in Table 2 reveal the following: In the wavelength converting compositions or wavelength converting members of the comparative examples that did not contain the compound represented by general formula (1) defined in the present invention, the molar absorption coefficient of the compound was small. In contrast, wavelength-converting compositions and wavelength-converting materials containing compounds represented by general formula (1) defined in the present invention all have a large molar absorption coefficient and exhibit wavelength conversion efficiencies superior to those of the comparative examples while maintaining a quantum yield comparable to that of the comparative examples. That is, the wavelength-converting compositions and wavelength-converting materials of the examples, whether in the form of a solution composition or a film-like wavelength-converting material (solid composition) as a mixture with a binder resin, exhibit significantly improved molar absorption coefficients and excellent wavelength conversion functions while maintaining conventional quantum yields. Furthermore, they also exhibit excellent wavelength conversion performance to red.

[0122] [Evaluation 3: Solubility of Compounds] <Solubility> The solubility in the following solvents or media A to G, which are raw material monomers of the resin, was evaluated. The evaluation method was to add 0.1 ml of solvent to 1 g of each compound to dissolve the compound, and then visually judge the solubility based on the following evaluation ranks. In this test, an evaluation rank of "B" or higher is considered a pass. - Evaluation Rank - A: Completely dissolved B: Mostly dissolved C: Slightly soluble D: Mostly insoluble

[0123] [Table 3]

[0124] (Table notes) Medium A: Ethyl acetate Medium B: Toluene Medium C: 2-phenoxyethyl acrylate Medium D: Cyclohexyl acrylate Medium E: Isobornyl acrylate Medium F: Tetrahydrofurfuryl acrylate Medium G: 1,6-hexanediol diacrylate

[0125] The results in Table 3 reveal the following: Comparative compound (1), which is not a compound represented by general formula (1) defined in the present invention, was poor in solubility in solvents or raw material monomers. In contrast, the compounds (1-1) and (2-1), which are compounds represented by the general formula (1) defined in the present invention, both exhibited excellent solubility in solvents or raw material monomers.

[0126] As a result, the compound represented by general formula (1) defined in the present invention has a larger molar absorption coefficient and superior solubility than conventional dipyrromethene boron complex compounds. The wavelength converting material and wavelength converting member of the present invention containing the compound represented by general formula (1) can easily have the compound represented by general formula (1) uniformly present at a higher concentration in the wavelength converting material, and high-brightness wavelength converting materials and wavelength converting members can be obtained.

Claims

1. A compound represented by the following general formula (3A): 【Chemistry 1】 In the formula, R １ and R 7 represent an amino group, R 3 and R 5 represent an alkyl group having 1 to 20 carbon atoms or an aryl group having 6 to 26 carbon atoms, and R 4 represents a hydrogen atom or an alkyl group having 1 to 20 carbon atoms. ８ and R ９ represents an alkyl group having 1 to 20 carbon atoms, an alkenyl group having 2 to 20 carbon atoms, an alkoxy group having 1 to 20 carbon atoms, an aryl group having 6 to 26 carbon atoms, a cyano group, or a halogen atom. However, R ８ and R ９ At least one of the groups is a halogenated alkyl group having 1 to 20 carbon atoms. R 12 , R 14 and R １６ represents a hydrogen atom or an alkyl group having 1 to 20 carbon atoms.

2. The compound described in claim 1, wherein R 3 and R 5 are an alkyl group having 1 to 5 carbon atoms or an aryl group having 6 to 12 carbon atoms, R 4 is a hydrogen atom or an alkyl group having 1 to 5 carbon atoms, R 8 and R 9 are an alkyl group having 1 to 5 carbon atoms, an alkenyl group having 2 to 5 carbon atoms, an alkoxy group having 1 to 5 carbon atoms, an aryl group having 6 to 12 carbon atoms, a cyano group or a halogen atom, and R 12, R 14 and R 16 are a hydrogen atom or an alkyl group having 1 to 5 carbon atoms. However, at least one of R 8 and R 9 is a halogenated alkyl group having 1 to 5 carbon atoms.

3. The compound according to claim 1, wherein one of R 8 and R 9 is a fluorine atom, and the other is an alkyl group having 1 to 5 carbon atoms substituted with a fluorine atom.

4. The compound described in claim 3, wherein the compound is the following compound: 【Chemistry 2】

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